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10-1-1987 Thermal degradation of blends containing poly() David W. Lee

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Recommended Citation Lee, David W., "Thermal degradation of polymer blends containing poly(vinyl chloride)" (1987). Thesis. Rochester Institute of Technology. Accessed from

This Thesis is brought to you for free and open access by the Thesis/Dissertation Collections at RIT Scholar Works. It has been accepted for inclusion in Theses by an authorized administrator of RIT Scholar Works. For more information, please contact [email protected]. '!liERMAL DEGRADATION OF POLYMER BLENDS

CONTAINING POLY(VINYL CHLORIDE)

DAVID W. LEE

OCTOBER 1987

'!liESIS

SUBMITTED IN PARTIAL FULFILLMENT OF '!liE

REQUIREMENTS FOR '!liE DEGREE OF MASTER OF SCIENCE

APPROVED: E. Moskala project pclviset

oe<'partment Head

Library

Rochester Institute of Technology Rochester, New York 14623 Department of Chemistry Title of Thesis: The Thermal Degradation of Polymer Blends Containing Poly(vinyl Chloride). I, David W. Lee hereby grant permission to the Wallace Memorial Library, of R.I.T., to reproduce my thesis in whole or in part. Any reproduction will not be for commercial use or profi DEDICATION

I would like to dedicate this thesis to my fiancee, Catherine Ann DiSalvo, and to ray parents for all of their unending love and constant support. TABLE OF CONTENTS

Abstract i

Acknowledgements ii

List of Figures iii

List of Symbols vi

List of Tables vii

1 INTRODUCTION 1

1.1 Thermogravimetr ic Analysis 1

1.1.1 Instrumentation 1

1.1.2 Applications of Thermogravimetric Analysis 7

1.2 Thermal Degradation of Poly(vinyl Chloride) Blends 18

1.3 Miscibility of EVA/PVC Blends 24

2 PURPOSE 29

3 EXPERIMENTAL 31

3.1 Used In This Study 32

3.2 Sample Preparation 33

3.3 Instrumentation 34

4 THERMAL DEGRADATION OF POLY( VINYL CHLORIDE)/ POLY ( VINYL ACETATE ) BLENDS 3 5

4.1 Thermogravimetric Analysis 35

4.2 Mass Spectrometric Analysis 42

5 THERMAL DEGRADATION OF POLY(VINYL CHLORIDE)/ ETHYLENE-VINYL ACETATE COPOLYMER BLENDS 51

5.1 EVA70/PVC Blends 51

5.1.1 Thermogravimetric Analysis 51

5.1.2 Mass Spectrometric Analysis 59 5.2 EVA45/PVC Blends 64

5.2.1 Thermogravimetric Analysis 64

5.2.2 Mass Spectrometric 71

6 CONCLUSIONS 74

7 REFERENCES 76 ABSTRACT

The thermal degradation of blends of poly(vinyl chloride) ( PVC ) with poly(vinyl acetate) (PVA), and two ethylene-vinyl acetate copolymers containing 70 weight percent vinyl-acetate (EVA70) and 45 weight percent vinyl acetate (EVA45) were studied by thermogravimetric analysis and di rect- mass spectrometry. The PVC, PVA, EVA45 and EVA70 degrade in two-step processes for each polymer. The PVA/PVC ,

EVA45/PVC and the EVA70/PVC blends do show some inter action during the first step of the degradation process while the respective second steps are unaffected. The acid produced by the degradation of one polymer causes accelerated loss of the other acid in the blend. The extent of the interaction is a function of the miscibility of the blends. ACKNOWLEDGEMENT

I would like to thank my advisor, Dr.Moskala, and the members of my graduate committee for all that they have

done .

1 1 LIST OF FIGURES

FIGURE PAGE

1 Relative thermal stability of polymers by dynamic thermogravimetric analysis. (Reproduced from reference 3) 9

2 Thermograms for (a) PVC and PVA, and (b) Comparison of observed and predicted behavior of a 50/50 blend of the polymers. Samples as 10 mg powders, degraded at 5C/minute under a dynamic atmosphere (75 ml/min). (Reproduced from reference 30) 22

3 TGA thermograms of PVC recorded at heating rates of (A) lC/minute, (B) 5C/minute, (C) 10C/minute, (D) 20C/minute, and (E) 40C/minute 36

4 TGA thermograms of PVA recorded at heating rates of (A) lC/minute, (B) 5C/minute, (C) 10C/minute, (D) 20C/minute, and (E) 40C/minute 37

5 TGA thermograms of a 50/50 PVA/PVC blend recorded at heating rates of (A) lC/minute, (B) 5C/minute, (C)

10C/minute, (D) 20C/minute, and (E) 40 C/minute . . 39

6 Observed and predicted thermograms for a 50/50 PVA/PVC blend at lC/minute 40

7 (a) The mass spectrum of PVA recorded at a heating rate of lC/minute with T=304C 43

(b) The total ion chromatograph of PVA recorded at a heating rate of lC/minute 43

8 Mass spectra of PVA recorded as a function of time, temperature and intensity 45

9 (a) The mass spectrum of PVC recorded at a heating rate of lC/minute with T=283C 46

(b) The total ion chromatograph of PVC recorded at a heating rate of lC/minute 46

10 (a) The mass spectrum of a 50/50 PVC/PVA blend recorded at a heating rate of lC/minute with T=279C 48

(b) The total ion chromatograph of a 50/50 PVC/PVA blend recorded at a heating rate of lC/minute 48

in LIST OF FIGURES (Continued)

11 DPMS data for the estimation of evolved acids from the degradation of PVC, PVA, and a 50/50 (w/w) PVC/PVA blend + from pure PVC, ? from PVC in the blend A from pure PVA, O from PVA in the blend 50

12 TGA thermograms of EVA 70 recorded at heating rates of (A) lC/minute, (B) 5C/minute, (C)

10C/minute, (D) 20C/minute, and (E) 40C/minute . . 54

13 TGA thermograms of a 50/50 EVA70/PVC blend recorded at (A) lC/minute, (B) 5C/minute, (C)

10C/minute, (D) 20C/minute, and (E) 40 C/minute . . 55

14 Observed and predicted thermograms for a 50/50 EVA70/PVC blend at a heating rate of lC/minute 56

15 (a) The mass spectrum of EVA 70 recorded at a heating rate of lC/minute with T=311C 60

(b) The total ion chromatograph of EVA70 recorded at a heating rate of lC/minute 60

16 (a) The mass spectrum of a 50/50 EVA70/PVC blend recorded at a heating rate of lC/minute with T=275C 61

(b) The total ion chromatograph of a 50/50 EVA70/PVC blend recorded at a heating rate of lC/minute 61

17 DPMS data for the estimation of evolved acids from the degradation of PVC, EVA70, and a 50/50 (w/w) PVC/EVA7 0 blend + from pure PVC, ? from PVC in the blend A from pure EVA70, O from EVA70 in the blend.... 63

18 TGA thermograms of EVA45 recorded at heating rates of (A) lC/minute, (B) 5C/minute, (C) 10C/minute, (D) 20C/minute, and (E) 40C/minute 6 5

19 TGA thermograms of a 50/50 EVA45/PVC blend recorded at (A) lC/minute, (B) 5C/minute, (C) 10C/minute, (D) 20C/minute, and ( E) 40C/minute 6 6

IV LIST OF FIGURES (Continued)

20 Observed and predicted thermograms for a 50/50 EVA45/PVC blend at a heating rate of lC/minute 6 7

21 DPMS data for the estimation of evolved acids from the degradation of PVC, EVA45, and a 50/50 (w/w) PVC/EVA45 blend. + from pure PVC, D from PVC in the blend A from pure EVA45, O from EVA45 in the blend... 72 LIST OF SYMBOLS

TGA Thermogravimetric Analysis

PVC Poly(vinyl Chloride)

PVA Poly( vinyl Acetate)

EVA Ethylene Vinyl-Acetate Copolymer

PVB Poly( vinyl Butyral )

HCl Hydrogen Chloride

HAc Acetic Acid

PS

PMMA Poly(methyl Methacrylate )

LCST Lower Critical Solution Temperature

Tg Glass Transition Temperature

FTIR Fourier-Transform

DSC Differential Scanning Calorimetery

THF Tetrahydrofuran

DPMS Direct-Pyrolysis Mass Spectrometery

TIC Total Ion Current

VI LIST OF TABLES

TABLE PAGE

1 Description of polymers used in this study 32

2 The observed and predicted temperatures at which a 25% weight-loss occurs for a 10/90 (w/w) EVA70/PVC blend recorded at various heating rates 58

3 The observed and predicted temperatures at which a 25% weight-loss occurs for a 50/50 (w/w) EVA45/PVC blend recorded at various heating rates 68

4 The observed and predicted temperatures at which a 25% weight-loss occurs for a 10/90 (w/w) EVA45/PVC recorded at various heating rates 69

VII 1 INTRODUCTION

The research presented in this thesis involves a study of the effects of miscibility on the thermal degradation of poly(vinyl chloride) blends by thermogravimetric analysis and direct pyrolysis-mass spectrometry. PVC degrades by a two step process which

involves in the first step the loss of hydrogen chloride

(HCl) followed by the decomposition of the resulting polyene chain in the second step. The miscibility and

thermal degradation of PVC/Ethylene Vinyl-Acetate (EVA)

Copolymer blends were studied. These blends exhibit varying degrees of miscibility depending upon the vinyl-

acetate concentration in the copolymer. PVC/EVA blends exhibit at least partially compatible when the vinyl- acetate concentration is between 45 and 70 weight percent.

In this chapter the thermal degradation of PVC blends,

the miscibility of EVA/PVC blends and applications of

thermogravimetric analysis to the study of polymeric

systems will be reviewed. Also, the instrumentation

involved with thermogravimetric analysis will be discussed.

1.1 Thermogravimetric Analysis

Thermogravimetric analysis (TGA) may be defined as a

thermoanalytical tool which follows the weight changes of

a material as a function of either time or temperature.

Dynamic TGA follows the weight-loss at a programmed heating rate while isothermal TGA follows the weight-loss as a function of time at a constant temperature.

1.1.1 Thermogravimetric Instrumentation

The instrument employed, when performing TGA of a

material, is the thermobalance . A thermobalance continuously weighs a sample as a function of temperature or time- The first thermobalance was introduced in 1915 by Honda (1). However, it was not until the early 1940's that a thermobalance was constructed that was both rugged and sensitive enough for use in an industrial laboratory

(2). Many of the earliest uses for thermogravimetric analysis involved determining the stability of various inorganic precipitates. Duval published a series of papers investigating the pyrolysis of several hundred precipitates (2,3) and recorded the first TGA scan of a polymeric material when he burned filter paper in a

Chevenard balance in 1948 (3,4).

TGA of polymers was furthered by Jellinek who, in

1949, studied the vacuum degradation of several polymers including polystyrene and (3,5). Since that time, there have been numerous papers and reviews

of homopolymer s detailing the analysis , copolymers and polymer blends (24-34). Several of these studies will be reviewed in latter sections.

According to W. W. Wendlandt (6) the development of thermogravimetric analysis up to 1965 was brought about by the need to solve chemical problems relating to the degradation in controlled atmospheres and operation at reduced pressures. The developments that have occurred since that time have served to improve the state of the art in thermal analysis research. The thermobalance has undergone several modifications since it was introduced in

1915 to reach the point where it is today.

A modern thermobalance is composed primarily of four components: (a) recording balance, (b) furnace, (c)

furnace temperature programmer, and (d) recorder. The

specific details of each component depend on the particular instrument. Due to the wide variety of

thermobalances only a brief review of the four components will be discussed. All thermal analyses performed in this

study were done on a Perkin-Elmer TGS-2 Thermogravimetric

System coupled to a Perkin-Elmer System 4 microprocessor.

The recording balance is the most important component of the thermobalance. In addition to the requirements of an analytical balance, such as accuracy, precision, and

insensitivity to temperatures changes, the thermobalance

also should be able to quickly respond to changes in mass due to the degradation of the sample. There are three

classifications of recording balances based upon their mode of operation. A deflection type balance converts deflections about some point into mass-change curves. Deflection-type include the cantilever, helix spring, torsion wire and beam balances. The most sensitive type of recording balance detects changes in the mass based on a change in resonance frequency. The quartz crystal microbalance is the most common balance of this type (7).

The most widely used recording balance is the null-type balance. The null-type balance uses a sensing element

that reacts to deviations from the null or equilibrium position of the balance beam. The sensing element usually

consists of a pair of photocells, a shutter that is

connected to the balance arm, and a lamp. Once an initial equilibrium has been set any changes from this equilibrium

cause deviations which must be compensated for. If the balance arm rotates, the light falling on the detectors is no longer of equal intensity. A restoring force which is either mechanical or electrical in nature, returns the balance to its null position. When the restoring force is electrical in nature, it is applied as a change in electrical current passing in a coil that is interacting with a magnetic field. The change in current is proportional to the change in mass of the sample. The

Perkin-Elmer TGS-2 Thermogravimetric System utilizes a null-type recording balance. This balance operates best when the sample weight is between 0.5 and 10 milligrams.

There are a wide variety of furnaces each designed for a specific temperature range. The most common

range from operating temperature is 25C to 1000C (7). Due to such problems as oxidation, evaporation and thermal shock, furnaces may need to be replaced on a regular basis. These problems are increasingly important for the higher temperature furnaces, however, they may be minimized by taking appropriate precautions such as careful estimation of the maximum temperature for a specific furnace element and limiting the time spent at the maximum temperature. The furnace in a Perkin-Elmer

TGS-2 Thermogravimetric System consists of an alumina cylinder (12.7 mm x 19 mm) mounted on a ceramic tube. The

furnace resistance element is made of platinum wire with an approximate maximum temperature of 1400C.

The rate of heating and cooling of a furnace is

controlled by a furnace temperature programmer. The ideal

programmer for dynamic TGA should be capable of linear

temperature programming in the desired range.

Additionally, the output from the programmer must be both

reproducible and stable in the desired range. Temperature

controllers range from the simple on-off type controller

to more sophisticated models. On-off type controllers

should not be used for maximum accuracy because they give

rise to thermal gradients in the furnace and sample.

Gradients may be minimized by using slower heating rates

(8) and smaller samples sizes in the form of thin films

(9). In the Perkin-Elmer TGS-2 model the temperature is monitored by the System 4 microprocessor controller. This microprocessor has the ability to perform either dynamic or isothermal TGA, as well as multiple ramp experiments and hold periods. Another advantage of the System 4 microprocessor is in its ability to automatically calibrate the temperature scale. This is accomplished by the furnace element also acting as a temperature sensor by measuring the resistance in the line (10).

A recorder is used to collect the data from the thermobalance. There are many different types of recorders that have been coupled to thermobalances. These

recorders range from photographic light-beam galvanometers to the modern electronic models (7). Due to their wide

range of flexibility, modern digital systems are particularly desirable if kinetic parameters are to be estimated. Also, with the aid of a computer, such functions as curve smoothing, differentiation, integration and other mathematical functions can be performed with relative ease. The Perkin-Elmer system has an optional thermal analysis data station which easily performs many of these tasks. 1.1.2 Applications of TGA

Thermogravimetric analysis has several applications to the study of polymeric materials. Generally, these applications can be grouped into two categories: qualitative and quantitative applications. The most widely recognized qualitative application for TGA has been for comparing the thermal stabilities of various polymers.

However, there are limitations when determining thermal stability by TGA. There are two main factors that one must consider when comparing thermal stabilities of polymers. The first factor to keep in mind is that different thermograms often may not be strictly compared.

The weight-loss curve obtained from TGA is extremely dependent upon experimental conditions. Differences in

flow rate of the purge gas, atmosphere, sample weight, and

sample geometry make it difficult to compile and compare

thermograms from different sources unless the thermograms

were obtained under identical conditions. Even if the

weight-loss curves were obtained under the same conditions, there is debate about how to compare the thermal stabilities of the various polymers (11). The other factor to consider is the definition of stability.

Doyle proposed the idea of procedural decomposition temperatures which stressed the area under the curve as an estimation of the thermal stability of the polymer (11).

In order to put materials on an equal basis, Doyle proposed that all experiments be performed from 25C to

900C. These "procedural decomposition temperatures"

(pdt's) depend upon conditions employed such as the type of atmospheric gas used and rate of heating. The pdt is then determined from the area under the curve and the temperature range employed from equations proposed by

Doyle (11). Figure 1 shows the degradation of five different polymers, poly(vinyl chloride) (PVC), poly(methyl methacrylate) (PMMA), high pressure polyethylene (HPPE), polytetraf luoroethylene (PTFE), and an aromatic polypyromellitimide (PI). Initially PVC has a greater weight loss than PMMA, but at higher temperatures

PMMA has lost more weight. This presents the question

stable?" "Which polymer is more thermally When comparing

the relative thermal stability of different polymers, one mustbe consistent in determining the thermal stability.

Another application for TGA is the thermal analysis of additives in a polymeric system. The analysis may be performed if there are no interactions between the additive and the polymer and if the additive is completely volatilized before degradation of the polymer. Then it is assumed that the first step in the degradation corresponds to the loss of the additive. Chiu determined the amount of in a plasticized poly(vinyl butryal) (PVB) resin (4). The degradation of PVB resin occurs in a one- step process. However, when a plasticizer is added to the system, degradation occurs in two steps. The first step

8 " 300 4O0 500 600 700 800 TEUPtR*n)RE.*C

Figure L. Relative thermal stability of polymers by dynamic t he rraogr av ime t r y . (Reproduced from reference

3) . corresponds to the volatilization of the plasticizer while the second step involves the degradation of the polymer.

Thermogravimetric analysis has also been used to study the amount of in a polymeric sample. The amounts of carbon and silica filler may be individually determined in a silica- and carbon-filled (PTFE) sample (4). The sample would be degraded in a nitrogen atmosphere at a programmed heating rate up to 620C where the degradation of PTFE is complete. Air would be allowed into the system and the carbon filler combusted. The weight remaining corresponds to the weight of silica-filler. In order for this technique to be accurate the polymer should completely degrade and leave a minimum of residue.

Usually the thermal stability of a copolymer is between that of the two homopolymers and changes according to the composition of the copolymer. Typically, the weight-loss curve for a random copolymer is smooth and intermediate of the two pure polymers while a block copolymer shows an initial weight-loss approximately equal to its composition.

The characterization of copolymers and blends may be performed using thermogravimetric analysis. The composition of an ethylene-vinyl acetate (EVA) copolymer can be quantitatively determined by TGA. The first step in the degradation is known to involve the deacetylation of the copolymer (14). The vinyl acetate concentration

10 can then be calculated by the following equation:

% vinyl acetate = % weight-loss x (86.1/60.1)

where 86.1 and 60.1 are the molecular weights of a vinyl acetate unit and acetic acid ( HAc ) , respectively.

Another technique for analyzing copolymers involves the coupling of a thermogravimetric analyzer to another unit such as an automatic titrator (15). The titration may involve a common acid-base titration or a more complex

situation involving an ion-selective electrode (ISE). For example, vinyl chloride-vinyl acetate copolymers produce both hydrogen chloride (HCl) and HAc during the first weight-loss event. Therefore, an acid-base titration can not quantitatively determine the amount of HCl or HAc but

can only determine the total amount of acid evolved. The

amount of chloride ions can be quantitatively determined

in the presence of HAc by titrating with standard silver nitrate solution. The composition of the copolymer can

then be determined.

Polymer blends may also be characterized by

thermogravimetric analysis. If the components degrade in well defined steps, then the composition of the blend may be determined. The thermal stability of polymer blends may be compared against that of the pure polymers.

The determination of kinetic parameters is the most widely used quantitative application of TGA. The kinetic parameters of the degradation may be calculated from

11 thermograms collected by both isothermal and dynamic TGA

techniques. There are four main advantages to using dynamic TGA rather than isothermal TGA to determine

kinetic parameters. These advantages are:

"1) Considerably fewer data are required. 2) The continuous recording of weight-loss versus temperature ensures that no feature of the pyrolysis are overlooked. 3) A single trace is used over the entire TGA trace thereby avoiding a possible source of variation in the estimation of the kinetic parameters. 4) In the isothermal method, a sample may undergo premature reaction and this may make the subsequent kinetic data analyze difficult to properly ."(18)

The methods for determining the kinetic parameters

utilize the degree of conversion, C, which is defined as

C = (wo - w)/(wo - wf )

'w' where the weight of the sample is defined as and the

subscripts 'o' and 'f refer to initial and final values

for the weight-loss event of interest. The rate of

conversion, dC/dt, for a given weight-loss event at a

constant heating rate, B, where B=dT/dt, may be expressed

as :

dC/dt = B(dC/dT) =f(C)k(T)g(C,T)h(X,Y...) 1

f(C) and k(T) are functions of conversion and temperature,

respectively, while g(C,T) is a function of both

conversion and temperature. The last term in equation

contains all other rate (1), h(X ,Y ...), affecting

12 variables such as pressure, flow rate and atmosphere (19).

If h(X ,Y ...) is assumed to be constant and if no temperature-conversion cross term exists then equation

(1) simplified to

B (dc/dT) = f(C) k(T) 2

It has been shown that these assumptions are not always valid because polymer degradations are known to be complex heterogeneous processes (16,17).

The simpliest and most frequently used model for f(C)

is

(1-C)n f(C) = 3

'n' where is the order of the degradation reaction. The

function, k(T), is often represented by

k(T) = A exp[-E/RT] 4

'A' 'E' where is the Arrhenius pre-exponential factor,

'R' is the activation energy for the degradation, and is

the universal gas constant. Therefore, dC/dt, may be written

(1-C)n dC/dT = (1/B) A exp[-E/RT] 5

Equation (5) is regarded as the rate expression for any degradation process.

TGA methods for determining kinetic parameters from dynamic data are generally classified into two main categories: differential and integral methods.

Differential methods involve determining the parameters from the rate of weight loss. Integral methods for determining kinetic parameters attempt to mathematically

13 Freeman- model the weight-loss event of interest. The

Carroll and Flynn-Wall methods, differential and integral, respectively, will be discussed.

The Freeman-Carroll method is a differential method for determining the activation energy and order of reaction from therogravimetric curves. This is the most widely used technique for the analysis of nonisothermal data. The Freeman-Carroll method involves taking the logarithm of equation 5 at different temperatures to yield the following equation:

Aln(dC/dT) = nAln(l-C) - (E/R)A(1/T) 6

Rearranging equation (6), the relationship becomes

- -Aln(dC/dT) = (+E/R) nAln(l-C) A(l/T) A(l/T) 7

A plot of [-Aln(dC/dT/A(l/T) ] versus

[ Aln( 1-C)/A( 1/T) ] will yield a straight line when A(l/T)

is constant. However, if variable A(l/T) values are used

equation (6) may be rearranged to give the following

equation :

[-Aln(dC/dT/Aln(l-C) ]=(E/R) [ A( 1/T )/Aln ( 1-C ) ]-n 8 which fits the equation for a straight line.

The Freeman-Carroll method has the advantage in that

needed and that the kinetics can be only one TGA scan is

studied over the entire temperature range. A disadvantage

often enough scatter of this method is that there is in

the plot to make evaluation difficult.

Flynn and Wall have presented an integral method for

14 determining the activation energies from thermograms recorded at different heating rates (21). This method allows the activation energy to be determined for constant degrees of conversion along the degradation reaction. If equation 5 is rearranged one obtains

dC = (A/B) exp[-E/RT] dT 9 (1-C)n

integrating this expression yields:

-s- F(C) =\C = (A/B) c\ exp[-E/RT] dT 10 (i-cr \ 'J o /To where F(C) is the equation of the thermogram. This

technique assumes that A, (1-C)", and E are independent of T while A and E are independent of C. The logarithm of equation (10) yields

logF(C)=log(AE/R)-log(B)+log[p(E/RT) ] 11 where

-x / -u

p(x) = e -I e x \ u

and x=E/RT. Using Doyle's approximation (53), the

log[p(E/RT)] may be expressed as

- log[p(E/RT)] = -2.315 0.457(E/RT) 12

Equation (11) therefore becomes

logF(C)=log(AE/R)-log(B)-2.315-0.457(E/RT) 13

Differentiating equation (13) with respect to 1/T at constant degrees of conversion, one obtains

15 d log(B) = 0.457 E 14 d (1/T) R

The activation energy is then calculated from the slope of a graph of log(B) versus (1/T). If the resulting isoconversional lines are parallel, then the degradation proceeds by a single mechanism that is independent of the degree of conversion.

The Freeman-Carroll and Flynn-Wall methods are just two of the many different techniques for determining the kinetic parameters of polymer degradation from TGA.

There have been several papers that compare the various

techniques (22,23,54). Equiazabal et al . studied the kinetics associated with the degradation of a polyarylate

(PAR) polymer by the Freeman-Carroll and Flynn-Wall methods. The activation energy as calculated by the

Freeman-Carroll method was 83.1 kcal/mole while the Flynn-

Wall method yielded an activation energy of only 42.0 kcal/mole. These results illustrate the differences between activation energies calculated from these different methods. Cooney et al. studied the degradation kinetics of poly( ethylene terephthalate ) (PET) by several methods and found that the activation energies varied from

101.6 kJ/mole to 199.3 kJ/mole depending upon the

mathematical approach used. Due to the large variations in calculated activation energies, it was suggested that methods utilizing multiple heating rates more accurately determine the activation energy of the degradation because

16 these methods more realistically represent the variety of

rates heating obtainable during the pyrolysis and combustion of a polymeric sample.

17 1.2 Thermal Degradation of Poly(vinyl Chloride) Blends

Until approximately 1970 there had been little

literature concerning the thermal degradation of polymer blends even though their commercial importance had been

increasing. Polymer blends are receiving greater

attention for several reasons including the fact that

blending polymers is often a quicker solution to a

particular application than synthesizing new polymers.

Polymer blends offer greater ease of processabili may ty ,

improved mechanical properties and improved cost

effectiveness. Due to the wide variety of commercial

applications for PVC, the thermal degradation of both pure

PVC and blends containing PVC has been of interest (24-30)

Previous studies of polymer degradation have often

concentrated only on the degradation of pure homopolymers

or copolymers. It has been shown that the degradation of

one polymer may be affected by the presence of a second

polymer or by the degradation products of the second polymer (24-30). Many of these studies have concentrated on immiscible polymer blends. There have been no studies

reported in the literature on the thermal degradation of miscible polymer blends containing PVC.

McNeill and coworkers have reported on the degradation of several immiscible PVC blends (24-30). A blend consisting of PVC and chlorinated rubber has been shown to be destabilized when compared to the thermal

18 degradation of the unmixed polymers (27). HCl is the main volatile product from degradation of both polymers up to

350C. Dehydrochlorination of the rubber occurs approximately 30C earlier than PVC. McNeill observed that HCl in the blend is evolved at significantly lower temperatures than would be predicted. In order to determine which polymer was evolving HCl, McNeill used radioactive PVC and was able to monitor the evolution of

HCl. He was able to determine that the less stable chlorinated rubber catalyzes the dehydrochlorination of pure PVC. The Cl radicals from the chlorinated rubber migrate into the PVC phase and facilitate the dehydrochlorination of pure poly(vinyl chloride).

McNeill also studied the thermal degradation behavior of blends containing PVC and polystyrene (PS)

(28). Unlike the destabilization observed for the chlorinated rubber-PVC blends, blends of PVC-PS were found to have additional stabilization. The evolution of

volatile products was found to be delayed in this system.

Dehydrochlorination of PVC was retarded up to 350C.

NcNeill proposed that this was the result of

radicals abstracting the tertiary hydrogen of PS. Once the hydrogen was abstracted, the PS decomposed to give a

PS molecule with terminal unsaturation . The PS acts as

sink" a " and undergoes chain scission but not volatile degradation. After the tertiary hydrogen of PS is abstracted, a PS molecule of lower weight and a

19 polystyryl radical are formed. The polystyryl radical is

stabilized by the polyene structure of the PVC after dehydrochlorination has occurred. This polyene structure

interferes with the intermolecular transfer process that would give rise to , dimer and trimer formation

from the degrading polystyryl radical. Despite the fact

that initially the molecular weight falls, PS is

stabilized in the blend with PVC.

The degradation of a blend containing PVC and

poly(methyl methacrylate) (PMMA) was also studied by

McNeill and coworkers (25,26). In this blend it was

observed that in the early stages of degradation there

was an increased amount of MMA monomer and that HCl

production is slightly delayed. MMA monomer is evolved

at lower temperatures due to the Cl radicals diffusing

into the PMMA phase. PMMA is known to depolymerize by a

radical chain reaction. Therefore, the introduction of

Cl radicals will induce depolymer ization at lower

temperatures (31). PMMA competes with the degrading PVC

for the chlorine radicals. This competition effectively

reduces the number of Cl radicals that can cause the

autocatalytic dehydrochlorination of PVC. McNeill

proposed that HCl from the degradation of PVC reacts with

the groups of PMMA to cause the formation of

anhydride structures. These anhydride structures

depolyme r i zation of PMMA at effectively block the higher

temperatures. Infra-red spectra obtained after partial

20 degradation of the blend showed bands developing at 1800 and 1020 cm-1 . These frequencies are characteristic of the identical anhydride formed during the degradation of poly(methacrylic acid). Initially the depolymer ization of PMMA is accelerated to yield MMA monomer while the later reaction involves the formation of the anhydride to block further and stabilize the remaining

PMMA.

McNeill et al. (30) studied the degradation of a

PVA/PVC blend by thermal volatilization analysis, thermogravimetric analysis and evolved gas analysis for production of HCl and HAc. The degradation of a PVA/PVC blend is of particular interest due to the similar processes in the degradation reactions, each evolving an acid to yield similar polyene chains, and the effects the evolved acids will have on the thermal degradation behavior of the second polymer in the blend.

Figure 2(a) illustrates the results obtained by

McNeill for the degradation of PVC and PVA. The similar degradation patterns are clearly evident. In each case, the first weight loss step corresponds to the elimination of either HCl or acetic acid to yield a polyene. The second step of the degradation is the decomposition of the polyene chain. The predicted thermogram, based upon the

for pure PVA and additivity of the thermograms PVC, and the experimental thermograms for a PVA/PVC blend are

compared in Figure 2(b). As can be seen, the observed

21 E

a c m

0) 1) as

DC

1) ~-<

2 o m

*-* o zz

so u CO *-> 0 a u 3 E i ;_, 73 a ^ 0) c E 1

-~ _c 3 3 E r zn 3 -a C r^. 0) >-, > T3 0) CNI >-. CO J

~ 0) u CO 0! CO OJ o U J2 E " u 0 ^ D 0) SO -3 '-M 3 C D ^ c c 3 ;-

o o o % 1H9I3M

22 thermogram is less thermally stable when compared to the predicted thermogram. The weight loss that occurs in the

temperature range up to 400C corresponds to the

deacetylation of PVA and the dehydrochlorination of PVC.

In the higher temperature range, above 400C, the

experimental and predicted thermograms are in close

agreement. In an immiscible PVC/PVA blend any interaction

between the two polymers should occur at the phase

boundary. This type of interaction could not solely

account for the degree of destabilization in the blend.

The destabilization must be due to volatiles diffusing

from one region in the blend into the other. McNeill

concluded that production of both acids, especially acetic

acid, was accelerated in the blend because of migrating

volatile products catalyzing the loss of the other acid.

The thermal stability of a polymer blend may vary

from being destabilized as in the case of PVC-chlor inated

rubber to additional stabilization as in the PVC-PS blend.

The stability of a blend is generally dependent upon

several factors which include the thermal stability of the

pure polymers, the degradation mechanism of the pure

polymers, the ability of the volatile degradation products

from one polymer to interact with a second polymer and the

degree of compatibility of the blend.

23 1.3 Miscibility of EVA/PVC Blends

PVC is a widely used commercial product with a glass transition temperature of +85C. It is often blended with a rubbery polymeric modifier in order to achieve certain desired physical properties and improve its

processability . The study of the effects of these modifiers and their compatibility with PVC have been of great commercial interest.

The appearance of a clear film has often served as a

rough guide to determining compatibility in a polymer blend. However, a more reliable method for determining compatibility is the presence of a single glass transition temperature ( Tg ) in a blend. Polymer blends that exhibit a single Tg are compatible, unless the two pure polymers have the same Tg .

The study of the morphology of blends has been a useful guide for determining the compatibility of polymer blends. Shah and Deanin (37) reported on the effects of modifiers on the morphology of PVC blends. When a semi-compatible rubbery modifier is added to PVC it forms separate micro-domains which improve the impact strength without affecting the glassy matrix of PVC. If a

compatible modifier is added to the PVC it acts as a polymeric plasticizer on the PVC. Depending on the degree

components in the blend and of compatibility between the the amount of modifier added, different phase relations

24 have been observed. These phase relations range from a two-phase system in which the rubber particles are dispersed in the PVC matrix to the perfect one phase system. Systems which exhibit semi-compatibility have also been reported (36-44). EVA/PVC blends have been shown to form one-phase, two-phase and semi-compatible phases. These blends have been thoroughly studied by various techniques (36-52) and it has been shown that by varying the concentration of vinyl acetate (VA) in the copolymer and the composition of EVA in the blend, one may observe the different phase relations.

The VA concentration in the EVA copolymer appears to be the controlling factor concerning the compatibility of

the EVA/PVC blends. When the VA concentration is less

than 40 or greater than 75 weight %, it is commonly accepted that the corresponding copolymer is immiscible with PVC. The EVA/PVC blend goes through what may be

miscibility" termed a "window of when the VA concentration of the copolymer is between 40 and 75 weight % (39). In

this VA concentration region there exists at least partial compatibility between the EVA copolymer and poly(vinyl chloride). Blends of EVA/PVC containing 60-75 weight % VA

in the EVA copolymer have been found to be completely miscible; whereas, only partial compatibility has been suggested for blends when the VA concentration is between

40 and 60% (36-52) .

Runt et al. (39-41) have shown that blends of an

25 ethylene-vinyl acetate copolymer containing 45% by weight

VA (EVA45) and PVC are completely miscible only at the composition extremes of the blend. When the EVA45 concentration is between 10 and 75%, the blends have been described as semi-compatible. There has been some debate regarding the nature of this compatibility and several articles have reviewed this aspect of the EVA45/PVC blend

(36-52) .

Another interesting feature of some of the EVA/PVC blends is the presence of a lower critical solution temperature (LSCT) prior to degradation of the blend. A blend of EVA/PVC containing 70% VA by weight in the EVA copolymer (EVA70) has been found to exhibit a LCST at the

PVC rich composition extreme (39-41). Blends of EVA45/PVC are known to be particularly temperature sensitive. It has been shown that phase separation takes place at temperatures as low as 60C (39-41). The resulting phase separation is almost complete by 130C. The change in composition of a phase is dependent on the migration of

PVC out of the phase with the lower glass transition temperature (Tg) at temperatures often lower than the Tg temperature of pure PVC (39).

Fourier-transform infrared (FTIR) studies on blends

established that a weak form of containing EVA45/PVC have hydrogen bonding exists between the carbonyl oxygen of the

copolymer and the methine hydrogen of PVC (42). The frequency of the carbonyl stretching band was monitored

26 and an estimation was made to the strength of the

interaction as a function of temperature. It was observed

that as the temperature was increased the frequency

shifted to a higher wavenumber indicating a decrease in

the strength of the hydrogen bond. At elevated

temperatures above the LCST the shift in the wavenumber was not observed.

Differential scanning calorimetry (DSC) has also been

used to study the compatibility in blends of EVA

copolymers with PVC (43). Blends of EVA45/PVC were found

to have two glass transitions shifting toward each other

with increasing EVA content in the blend. The lower

temperature transition was observed to spread over an

extended temperature range thereby making an estimation of

the Tg difficult. This broadening was explained by

partial mixing of the two components to form a

semi-compatible blend. Elmqvist and Svanson (43) also

tested the temperature sensitivity of this blend by

heating the sample to 170C for 40 minutes. After

quenching the sample down to room temperature, DSC results

indicated that the polymers in the blend had separated

into two distinct phases by the presence of two glass

transition temperatures in the blend.

Compatibility and phase behavior of EVA/PVC blends

have also been studied by relaxation studies.

When studying the miscibility of polymer blends by dielectric relaxation techniques, one determines the

27 presence and location of the temperature maximum of the loss peaks at a given frequency. Homogeneous or miscible blends will generally give a single loss peak while immiscible or heterogeneous blends will yield multiple loss peaks. Runt and coworkers (39-41) have extensively studied two EVA/PVC blends by this method: EVA45/PVC and

EVA70/PVC. EVA70/PVC blends at the different compositions exhibited a single loss peak with the exception of the

15/85 EVA70/PVC blend. This indicates that these blends are completely miscible over the composition range when the EVA70 content is greater than 15%. It was found for

the 15/85 EVA70/PVC blend that upon heating a second loss peak becomes evident. The magnitude of the major loss peak increased with heating. This increase is consistent with a lower critical solution temperature which indicates a decrease of EVA70 in the higher relaxation phase.

The EVA45/PVC blend was also studied over the

composition range by dielectric methods. The EVA45/PVC blends were found to be miscible at the composition extremes as evidenced by a single loss peak. However, at

the intermediate compositions (approximately 10-75% EVA45)

these blends exhibited two loss maxima corresponding to a

two-phase blend. It was determined that one phase

while the other comprised consisted of nearly pure PVC a

and mixed EVA45-PVC phase. The miscible partially

separation compatible blends underwent phase at temperatures as low as 55C except for the 90/10 which was stable up to 120C. 28 2.1 Purpose

The thermal stability of polymers and polymer blends must be considered when selecting polymeric materials for a specific application. Poly(vinyl chloride) is one of the most widely used commercial polymers. Its applications range from wrapping to a fire

retarder. However, PVC is not a very thermally stable polymer with an initial degradation temperature in a nitrogen atmosphere at approximately 250C. There are also health factors to consider when choosing PVC since hydrogen chloride is given off when it degrades.

In addition to low thermal stability, PVC has a glass

transition temperature of approximately +85C. Therefore, at room temperatures PVC is a brittle polymer and may only be used for applications in which there is little stress

involved .

Despite these potential problems, PVC is still widely used because it may be blended with another polymer or an additive in order to improve upon a specific property-

Ethylene-vinyl acetate copolymers are often blended with

PVC to plasticize the PVC. Blends containing EVA copolymers and PVC have the distinction of having varying degrees of miscibility. The study of the thermal

blends should be of interest. stability of these

The purpose of this research is to study the effects

thermal degradation of polymer of miscibility on the

29 blends containing PVC. McNeill (35) studied the immiscible poly(vinyl acetate)/PVC blend and observed that the blend was destabilized when compared to predicted behavior. The EVA copolymers degrade by a similar mechanism to that of PVA and have varying degrees of

compatibility with PVC. Therefore, a study was performed

in order to determine if the miscibility of the blend

contributed to the degradation of the blend.

30 3 EXPERIMENTAL

3.1 Polymers Used In This Study

The PVC and PVA used were obtained from Polysciences

Inc. and have reported number average molecular weights of

93,000 and 500,000 grams/mole respectively. The EVA70 and

EVA45 samples were provided by Mobay Chemical Corporation.

The molecular weight of the EVA samples are reported to be

in the range from 100,000 to 120,000 grams/mole. Table 1

gives the structure, molecular weight, inherent viscosity

and source for each of the samples used in this study.

31 O O u CJ U u 2 2 M l-H J < < Id co co U u U w u H M PS u u S s D 2 2 Id u O u w DC DC CO M M CJ u u u CO CO >H X X

>1 o Eh vP in 4-> 2 td o PS 10 u ja H DC o X! 2 o H o

o

DC (U T3 a I u a) M o o 3 CO Id o o o 4-> D s o o o CJ o rO CO PS o o U-l u 1-1 < ro o o 3 OJ J in C e D ro < >i CJ S Eh .i td o >i Pj O XI DC 4-1 U T3 CJ o 1 O r QJ o rN II DC -P O c DC O CJ U Ij ro o U o H td Oj4-) +J PS I I O m 1 X 4-J CU ro a D DC DC II DC 1 x u Eh CJ CJ U CJ Cn tu u U I I H 4-) DC u D DC 0) X Eh w PS DC DC U S Cn CD CJ CJ 1 h c a CO I I U CD -H DC (0 S u rH J 2 1 3 >-i T3 O CJ (0 \ M 1 (UH Cn EH rH 3 < m o O cj in M r- 6 cd > u < < < f t 0 td > > > > CD O PS a. 0j td Id oa r-l r 1 ro C CQ Id >i td Sh u T3 O Eh Eh < c c QJ CD -H < H -fH 4-) J J Eh > Eh > Jiw 3 ~ X X 1 Id PS Id PS H r 1 - o\ ^~- 2 Id 2 td U Id td U td o\ ^^ Sh U O PS M Q M Id 2 < S CD 2 < S CD CD CD W Eh >H 4-> td > M > td -P Id X 4J 4-1 jq a S PS H EH -U 4-) X O X X O X X O 3 C rH J J J td DC S Oj m cu DC 2 PL. o CD 2 D < o O DC O CJ H M O T u Eh m o r^ U Id a. P4 U fc < > CJ ro Id > U rc rO 43 U

32 3.2 Sample Preparation

The polymers used in this study were purified by precipitation from a nonsolvent such as methanol for PVA and the EVA copolymers or hexane for PVC. The purified polymers were each dissolved in tetrahydrofuran (THF) to produce a 2% ( w/v ) solution. The solutions were prepared by mixing the appropriate volumes of the respective polymer solution into 20 ml sample vials. The sample vials were shaken for at least 1 hour to ensure proper mixing. The solutions containing the blends were cast

into petri dishes. The petri dishes were placed in a hood

and covered with a watchglass to prevent any contamination

from the outside environment. The solvent was allowed to

evaporate in a hood. In order to remove any residual

solvent, the resulting film was placed in a vacuum oven at

70C for 48 hours.

Despite the drying efforts, PVC and PVC rich films

still retained approximately 4% residual THF solvent. In an effort to avoid this circumstance, the films in question were additionally treated by heating under a dynamic nitrogen atmosphere (40 ml/min) at 150C for 10

minutes .

33 3.2 Instrumentation

The TGA experiments were performed on a Perkin-Elmer

TGS-2 connected to a Perkin-Elmer thermal analysis data

station. All analyses were run under a dynamic nitrogen atmosphere with a flow rate of 40 ml/min and programmed heating rates of 1, 5, 10, 20 and 40C/minute. The sample weights ranged from 3 to 5 mg .

Direct pyrolysis-mass spectroscopic (DPMS)

experiments were performed on a Hewlett-Packard Gas

Chromatagraph/Mass Spectrometer Model 5996. The pure polymers and blends were degraded directly into the ion

source using a direct-insertion probe heated from 100 to

350C at a heating rate of lC/minute. Electron impact

(EI) mass spectra were obtained at 18 eV. The mass analyzer and ion source were held constant at 200C. The

instrument scanned from m/z=3 to m/z=300 at a rate of 0.18

scans per second.

34 4 POLY( VINYL ACETATE ) /POLY ( VINYL CHLORIDE) BLENDS

PVC is a very commercially important polymer with several everyday applications. At room temperatures PVC does not have very good mechanical properties therefore, a plasticizer must be added to improve upon these

properties. When PVC is blended with another polymer or

plasticizer, the plasticizer is added in small quantities

relative to the amount of PVC. The addition of a

plasticizer may often sufficiently change the mechanical

properties to make it feasible for use in a wider range of

applications. Due to the commercial importance of PVC

interesting. blends, a study of their thermal stability is

4.1 Thermogravimetric Analysis of PVA/PVC Blends

TGA thermograms for PVC and PVA recorded at heating

40C/minute were shown in rates of 1, 5. 10, 20, and

which Figures 3 and 4, respectively. In these plots, C,

is the degree of conversion is defined as

C=(w -w)/(w -w ) o O I

initial and final weights and w is where w and w, are the

At each rate the polymers the weight at any time. heating

processes. The first degrade in well defined two-step

thermal degradation of both PVA and PVC step in the

HCl to yield similar involves the loss of either HAc or

second is the decomposition of the polyenes while the step

35 s 3

CO o \

CO o >h o

s SO C -^

*

4J w CO CD -

4-1

3 4-1 - 3 c ^ /""> I u 3! E >/ 0) ^ ~ C_) UJ J 3 S

' 3 CJ i 1 CD in - - < CJ rr

LU > u_ s

LU '-H 4_) 1- * O 3 3 CD

CO -J 4-1 E E 3 CO \ 3 a U CJ -H ooo E i S CJ

use;

s - ^-v

^ 3 E co s rn \

3 cu o aj M S-l r^ 4J 3 3 CO-"* C i < i s

o

J- 1

36 en CD ~-

i w 3 0 J 3 OJ SO

s rH

4J ^^ 3 CD - 43 CD

/n aj

UI u K cd 3 u I- o < < (E > LU -

LU

CO -i-i +-J E E 3 3 --- C ^ CJ

SOO ~ o n -\ E CJ U > o

~ CD 53 43 ^

1

- ^^

< CD CiCC CJ 4-1 ^^ E-| 3 c -S3

rH c E 3

CJ _ CD o CD Sh 4-1 3 3 00^ r

-=C

3-1

37 resulting polyene chain (19,36). The activation energy for the first step of the degradation has been calculated by the Flynn-Wall method to be 38.8 kcal/mole for PVA and

35.5 kcal/mole for PVC. The calculated activation energies are in good agreement with previously reported values (55,56).

The degradation of a 50/50 PVA/PVC blend also proceeds by a two-step process. Figure 5 shows the weight-loss curves recorded at different heating rates for a 50/50 PVA/PVC blend.

The observed and predicted TGA thermograms for a

50/50 PVA/PVC blend at lC/minute are compared in Figure

6. The predicted thermogram was constructed from the

additivity of the thermograms recorded at lC/minute for both pure PVA and PVC. As can be seen the blend is less

thermally stable than would be predicted. These results

are similar to those observed by McNeill for the same blend (see Figure 2) even though McNeill used a slightly different sample weight and flow rate. This accelerated weight loss is due to the effects of one acid produced by

the degradation of a polymer reacting with the other polymer chain in the blend by the mechanisms proposed by

McNeill (30). From the weight-loss curve of a 50/50

PVA/PVC blend recorded at a heating rate of lC/minute,

the blend has only 64% of the original weight remaining at

predicted weight percent of 75%. The 290C compared to a

destabilization remained constant regardless of amount of

38 CD = 3D \ n, U 3 o j c: CD

/> CJ

LU cj 3 - =>

r ^ < o q; m ^ id lu^t- zt

LU 3 CD E

3 CJ 3 3 0

co e

(h 3 00

Sh < C CO ' CO 4= 4-1 '-^ 3 CD

4J . 3 E Sh \ in cj OCO OJ C CD

Sh -H OJ

3 -J 00 3 ^o - < cd a ' 43 w

39 r.

LU cr 3 - 3 I- <

en 'J CJ LU a.

LU > -c

D lj~

40 the heating rate employed.

In order to determine what effect mixing has upon the

thermal degradation of PVA/PVC blends, experiments were performed in which the samples consisted of layers of the pure polymers instead of blended films. The films of the pure polymers were added in approximately equal weights.

The behavior of the samples remained relatively constant without regard to the order of the layering. At 290C the weight-losses for the layered samples differed by only 2% which is within experimental error.

In addition to studying the thermal degradation behavior of the 50/50 PVA/PVC blend, the composition extremes were also studied. The 10/90 PVA/PVC blend at

290C was shown to have 52% of the original weight

remaining which is significantly less than the 66% expected. This blend has approximately an equal degree of destabilization to that of the 50/50 PVA/PVC blend because of the excess volatile HCl given off at this composition extreme. One might expect that by effectively increasing the HCl concentration, by addition of greater amounts of

PVC to the blend, the deacetylation of PVA would occur to a greater degree. TGA analyses of the 90/10 PVA/PVC blend

were not performed because the film had gross phase separation. Therefore, it was not possible to obtain a

sample representative of the 90/10 PVA/PVC composition.

41 4.2 Direct Pyrolysis Mass Spectrometry of PVA/PVC Blends

The thermal degradation of polymers and polymer

blends have been studied by direct pyrolysis-mass

spectrometry. When this technique is used the sample

bypasses the gas chromatograph on a GC/MS and is inserted

directly into the ion source. The samples were degraded

in vacuum from 100C up to 350C at a heating rate of

lC/minute .

Figure 7(a) show the mass spectral analysis of PVA

taken at the maximum of the total ion current (TIC) while

Figure 7(b) shows the TIC for pure PVA. The TIC is

related to the rate of ionization for the sample in

question. When a sample is fragmented in a mass

spectrometer a current is produced by the resulting

positively charged ions. This current reaches a maximum

when the rate of ionization is also at a maximum. As

previously mentioned, the degradation of pure PVA occurs

by a two-step process. The first step involves nearly

complete deacetylation and the second step is the decomposition of the resulting polyene chain. Acetic acid

should fragment to give peaks in the mass spectrum

corresponding to mass to charge ( m/z ) ratios of 15, 43, 45 and the parent peak at 60 (40). At elevated temperatures

HAc has been known to thermally degrade in small

quantities to give carbon dioxide (m/z=44) and methane

42 128 /

IBB 13B Hast /_Ch irgi

2. BEB

1 . 3EB:

- 1 . BEE

hi i" 3. BE3 :

B SB IBB 13B 2BB 250 Tint (nm.)

Figure 7. (a) The mass spectrum of PVA recorded at a heating rate of lC/minute with T=304C, and (b) The total ion chromato graph of PVA recorded at a heating rate of lC/minute.

43 (m/z=16) (41). From Figure 7(a) the electron impact (EI) fragmentation of acetic acid yields peaks corresponding to m/z=15, 43, 45 and 60. There are peaks of smaller intensity that correspond to the thermal breakdown of HAc before reaching the ionization source.

The TIC for pure PVA is shown in Figure 7(b). The output from the mass spectrometer is in minutes. In order to convert minutes to temperature (C) , add one hundred

to the time since the initial temperature is 100C at zero minutes. The maximum observed by monitoring the TIC were

in good agreement with maximum obtained from the derivative of the weight-loss curve from TGA experiments.

The maximum of the TIC occurred at 304C and the maximum

of the derivative at 300C.

Figure 8 shows a three-dimensional representation of

the DPMS analysis of a poly(vinyl acetate) sample. The

three axes represented are mass, time and intensity. In

figure 8 one can observe the behavior of the peaks for the

formation of ions due to the fragmentation of HAc. The

initial detection of the peaks appears to not occur at the

function of the lower same time, however, this is a

detection limit which eliminates noise in the spectrum.

occurs at the same time. The maximum for all the peaks

Figure 9(a) shows that the mass spectrum

dehydrochlorination of PVC. This corresponding to the

a series of peaks at spectrum contains primarily m/z=35,

to charged ions of 36, 37 and 38 corresponding positively

44 MASS (DALTONS) TIME (MINUTES)

v ig ur e 3 Three-dimensional representation from the DPMS of PVA.

45 1 y (a) u B. BE3i as c \ * 4. BE5J C J ^ IBB 3 2. BE3-i i 31 y 12B IBS Js 243 273 C \ 1 / /

SB iaa isa 2bb 23B Matt/Chargt

(b)

- >^V 1 . SEE u c - 1 . BEB a : c 2 5.BE3-J

SB IBB 13B 2BB 23B Tim tnin. )

Figure 9. (a) The mass spectrum of PVC recorded at a heating rate of lC/minute with T=283C, and (b) The total ion chromato graph of PVC recorded at a heating rate of lC/minute.

46 H Cl, Cl, 7C1 and H37C1. These results confirm that the degradation of PVC does involve the dehydrochlorination of the chain to yield a polyene.

Trace amounts of benzene have also been observed at m/z=78

in the degradation of PVC. This is a result of a ring

cyclization reaction that occurs during the dehydrochlorination of PVC.

The TIC for a PVC sample is shown in Figure 9(b).

The temperature at the maximum of the TIC is 283C while

the temperature at the maximum of the derivative from TGA analyses is 280C. A close relationship is seen again between these two values.

Figure 10(a) shows the DPMS results for a 50/50

PVA/PVC blend. During the degradation of the blend, all peaks due to the EI fragmentation of the blend corresponds exactly to the peaks from the EI fragmentation of PVA or

PVC. NcNeill observed that a trace amount of acetyl

chloride is the only product from the blend that is not obtained from the degradation of the pure polymers. It is not possible to determine whether the peak in the mass spectrum at m/z=78 corresponds to acetyl chloride, benzene

or a combination of both because acetyl chloride and benzene both have a molecular weight of 78 grams/mole.

The TIC for a 50/50 PVA/PVC sample is shown in Figure

10(b). As in the case of the pure polymers, the maximum

maximum obtained from the of the TIC and the derivative of

good agreement. The maximum the weight-loss curve are in

47 3.BE5: m (a) u 36 43 % 2- BE3- B 7B 1.BE3: 1B2 217 n 12B 268 IE / / a ,l,..lr < i i i SB iaa isb 2BQ 23B H>* /Chargi

(b)

IBB isa 2BB 23B

Tl ni C n 1 n . 3

Figure 10. (a) The mass spectrum of a 50/50 PVC/PVA blend recorded at a heating rate of lC/minute with T=279C, and (b) The total ion chromatograph of a 50/50 PVC/PVA blend recorded at a heating rate of lC/minute.

48 of the derivative of the weight-loss curve occurred at

282C while the maximum obtained from the maximum of the

TIC occurred at 279C.

The amounts of HCl and HAc evolved from these samples can be determined as a function of temperature from the mass spectra. The percentage of acid evolved is found by monitoring one of the peaks of interest and integrating

the area under the curve at several temperatures. The peaks monitored were m/z=36 and 43 for the evolution of hydrogen chloride and acetic acid. Figure 11 shows the amounts of HCl and HAc evolved from PVC, PVA and a 50/50

PVA/PVC blend. In a 50/50 PVA/PVC blend, production of

both acids is slightly accelerated when compared to the pure polymers. For example, at 290C, the blend has

evolved approximately 63% of the HCl possible while pure

PVC has lost only 50%. The amount of HAc evolved at this

temperature in the blend is accelerated from approximately

31% of the total evolved compared to only 21% evolved in

pure PVA. These results indicate that the destabilization

of an immiscible blend containing PVC and PVA arises from

accelerated production of both acids.

49 3 3 e

-H3> CD "3

O CD + D O < CM 43 rO

o < T3 -3 3 3

OJ CD o 4H o < o rO a CD 3 ? + > 43 rH 4-1 3 O > a + CD CD r\| -a u 4H c CJ ^/ ? + o< O CD r 1 a- Ld C 43 U a: O ? + o < CD ~i h < CO CL, ^ a + o: E H CJ CO LlJ 4J > U 11. CO Oh a +

O Sh CN o o CM *ht in

DfOJ- 3 O 4-1 m CO O T3 3 o- O CN co -a - - S C CJ < a. 3 > > Q Oh Ph

o < CD CD h CD > H M ^H Oh 3 3 ^h Q. Cl,

o e e >H > O O 3 Oh Sh Sh CO 00 4-1 Uh H <4H Ph O + < n o o o o o o o O o 01 CO r- CO 111

aiov %

50 5 POLY( VINYL CHLORIDE )/ETHYLENE-VINYL ACETATE COPOLYMER BLENDS

Ethylene-vinyl acetate copolymer/poly ( vinyl chloride) blends exhibit varying degrees of miscibility. The factor controlling the miscibility in these blends is the vinyl acetate concentration in the copolymer. When the VA concentration is less than 40 or greater than 75 weight % it is commonly accepted the corresponding copolymer is immiscibile with PVC. The EVA/PVC blend goes through what

miscibility" may be termed a "window of when the VA concentration of the copolymer is between 40 and 75 weight

% (39). Runt et al . (39-41) have shown the EVA45/PVC blends are completely miscible only at the composition extremes. When the EVA 45 concentration is between 10 and

75%, the blends are semi-compatible. Blends of EVA/PVC containing 60-75 weight % VA in the EVA copolymer have

Ethylene- been found to be completely miscible (39-41). vinyl acetate copolymers have been used as commercial modifiers for PVC. Because EVA/PVC blends have differing degrees of miscibility and are commercially important, a

behavior might provide valuable study of their thermal information regarding their thermal stability and the

temperatures upon effects of processing these blends.

5.1.1 Thermogravimetric Analyses of EVA-70/PVC Blends

pure EVA70 The weight loss curves for recorded at

51 heating rate of 1, 5 10, 20 and 40C/minute are shown in

Figure 12. The degradation of EVA copolymers is known to

occur a two by process (19). The first step involves the

deacetylation of the polymer while the second step in the

degradation is a result of decomposition of the polyene

chain. The activation energy for an EVA70 copolymer has

not been reported upon in the literature. The activation

energy for the deacetylation of an EVA70 copolymer has

been calculated in this study to be 39.8 Kcal/mole by the

Flynn-Wall method.

The degradation of a 50/50 EVA70/PVC blend proceeds

by a two-step process. Figure 13 shows the weight-loss

curves recorded at different heating rates for a 50/50

EVA70/PVC blend. The first step in the degradation of

both pure PVA and EVA70 involve the deacetylation of the

polymer; therefore, it might be assumed that an EVA70/PVC

blend would degrade by processes similar to that proposed

by McNeill for a PVA/PVC blend.

The observed and predicted thermograms for a 50/50

EVA70/PVC blend at a rate of lC/minute are compared in

Figure 14. In this case, the blend is much less thermally

stable than predicted. From the weight-loss curve of a

50/50 EVA70/PVC blend recorded at a heating rate of

lC/minute, at 290C the blend has 58% of the original

compared to a predicted weight percent of weight remaining

77%. At 290C a 50/50 EVA70/PVC blend is destabilized 20

predicted percent more than would be

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56 compared to the 11% destabilization observed in a 50/50

PVA/PVC blend. it is very important to realize that the

50/50 EVA70/PVC blend contains a lower concentration of

acetate groups than does a 50/50 PVA/PVC blend yet shows

twice the amount of destabilization. This degree of

destabilization remained constant with the different

heating rates. These results indicate that the

destabilization arises because of the close mixing in this

miscible blend. Once volatile products are expelled from

a polymer in the blend, they are already in a position to

catalyze the loss of the other acid.

Layering experiments were performed to determine what

effects mixing has upon the thermal degradation of a

EVA70/PVC blend. There is slightly more weight loss when

PVC is the bottom layer because PVC is less thermally

stable than EVA70. When PVC is the bottom layer the

evolved HCl must migrate through the EVA70 layer thereby

causing destabilization. When the bottom layer consists

PVC, there is 72% weight remaining compared to 77% when

EVA70 is the bottom layer at 290C and a heating rate of

lC/minute .

Runt et al. (39-41) determined that a LCST exists in

EVA70/PVC blends at the PVC composition extremes. Because

a blend PVC with less it was already known that containing

than 25% EVA70 will phase separate upon heating, the

in a 10/90 EVA70/PVC extent of the destabilization blend

rate was increased from was determined. As the heating

56 lC/minute to 20C/minute, the difference between the

observed and predicted temperatures for a 25% weight-loss

increased. Table 2 shows the observed and predicted

temperatures for a 25% weight-loss.

TABLE 2

The observed and predicted temperatures at which a

25% weight-loss occurs for a 10/90 (w/w) EVA70/PVC blend

recorded at various heating rates.

Heating Rate Observed Predicted

( C/min) . Temp Temp . (C) CO

1 270 283 5 282 303 10 289 316 20 303 334

These results can be easily explained if one recalls

that the components of the blend are phase separating.

When a slower heating rate is used, phase separation will

occur to a greater extent before the onset of degradation

of the blend. However, at the faster heating rates, the

polymers in the blend are still significantly mixed on the molecular level when degradation occurs. Therefore, the extent of this destabilization is related to both the

57 miscibility of the blend and the heating rate employed

58 5.1.2 Direct Pyrolysis Mass Spectrometry of EVA70/PVC Blends

Figure 15(a) shows the mass spectral analysis for

EVA70 at the maximum of TIC. In Figure 15(a) the peaks qualitatively correspond to the same peaks observed for pure PVA. This result was expected since both evolve HAc during the first step of their degradations. Acetic acid has already been shown to fragment to yield a series of peaks at m/z=15, 43, 45 and 60.

The TIC for pure EVA70 is shown in Figure 15(b).

The maximum observed by monitoring the TIC was in good agreement with the maximum of the derivative of the weight-loss curve from TGA experiments. The maximum of the TIC for EVA70 occurred at 311C and the maximum of the derivative of the weight-loss curve was at 310C.

Figure 16(a) shows the DPMS results for a 50/50

EVA70/PVA blend. During the degradation of this blend, there were no new observed fragmentation patterns in comparison to the pure polymers or in comparison to a

50/50 PVA/PVC blend. The TIC for a 50/50 EVA70/PVC blend are shown in Figure 16(b). The maximum of the TIC

occurred at 275C for a 50/50 EVA70/PVC blend. This

maximum temperature is close to the maximum temperature

of the derivative obtained from the weight-loss curves.

The maximum of the derivative was at 280C.

Figure 17 illustrates the amounts of HCl and HAc that

59 IBB

T1 ma C en 1 n . }

Figure 15. (a) The mass spectrum of EVA70 recorded at a heating rate of lC/minute with T=311C, and (b) The Total ion chromatograph of EVA70 recorded at a heating rate of lC/minute.

60 B. BE3 3B 43 4. BE3-

2. BE3 7B 133 193 2B3 247 / *! :JlJ 1 't I 'I I I I 1*^^1 I I I > 1 T ' 3B IBB 13B 2BB 23B

2. 5EB-; 2. BEB

* 1 . 5EB

" 1 . BEB

5. BE5 :

i SB IBB isa 2BB 23B Tim Ci 1 n. 3

Figure mass of 16. (a) The spectrum a 50/50 EVA70/PVC blend recorded at a rate of heating lC/minute with T=275C, and (b) The total ion chromatograph of a 50/50 EVA70/PVC blend recorded at a heating rate of lC/minute.

61 are evolved as a function of temperature for PVC, EVA70 and a 50/50 EVA70/PVC blend. In the blend, production of both acids is greatly accelerated when compared to the

pure polymers. This point is illustrated by the fact at

290C the blend has evolved approximately 85% of the HCl

possible while PVC has lost only 50%. The amount of HAc

evolved at this temperature in the blend is accelerated

from 58% evolved to only 24% evolved in EVA70. Compared

to a PVA/PVC blend these results show a drastic increase

in production of the acids even though there is fewer

acetate units in the blend. Therefore, the miscibility of

the blend must have a greater influence on the

destabilization of the blend than that of the

concentration of acetate units in the blend.

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63 5.2.1 Thermogravimetric Analyses of EVA45/PVC Blends

TGA thermograms for the degradation of an EVA45 copolymer recorded at heating rates of 1, 5, 10, 20 and

40C/minute are shown in Figure 18. The degradation of

EVA copolymers have already been shown in a previous section to proceed by a two-step process. The activation energy for the loss of acetic acid for this EVA copolymer has been calculated by the Flynn-Wall method to be 41.8

kcal/mole .

The degradation of a 50/50 EVA45/PVC blend recorded at heating rates of 1, 5, 10, 20 and 40C/minute is shown

in Figure 19- The degradation of this blend also proceeds by a two-step process.

In Figure 20 the observed and predicted weight-loss curves for a 50/50 EVA45/PVC blend at lC/minute are compared. As might be expected from previous examples, the observed weight-loss curve is less thermally stable.

The 50/50 EVA45/PVC blend composition is known to phase separate upon heating. As the heating rate was increased from lC/minute to 20C/minute, the difference between the

observed and predicted temperatures for a 25% weight-loss

also increased. Table 3 shows the observed and predicted temperatures for a 25% weight-loss.

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67 TABLE 3

The observed and predicted temperatures at which a

25% weight-loss occurs for a 50/50 (w/w) EVA45/PVC blend recorded at various heating rates.

eating Rate Observed Predicted ( C/min) Wt. % Wt. % CO (C)

1 290 295 5 297 305 10 320 330 20 330 350

As expected the difference between the observed and predicted temperatures increases as the heating rate increases. As previously mentioned, blend exhibiting a

LCST separate to a greater extent upon heating before the onset of degradation at the slower heating rates. There are two important factors to account for when considering the degree of destabilization in an EVA45/PVC blend.

First, a 50/50 EVA45/PVC blend contains even fewer acetate units than the 50/50 EVA70/PVC blend. Secondly, a 50/50

EVA45/PVC blend has been observed to be partially

compatible whereas a PVA/PVC blend is immiscible (40).

This blend exhibits two phases, one pure PVC the other a

EVA45 and PVC. mixed phase consisting of

Layering experiments were also performed on 50/50

EVA45/PVC blends. The results did not vary much when

68 equal amounts of the polymers were layered. There was 81% weight remaining when PVC was on the bottom layer compared

to 83% when the bottom layer consisted of EVA45. The difference is within experimental error.

The composition extremes for an EVA45/PVC blend were

also studied with respect to their thermal stability. It

has already been shown that EVA45 forms miscible blends

with PVC at the composition extremes and that phase

separation will occur at these compositions (39-41).

Table 4 compares the observed and predicted temperatures

at a 25% weight-loss at different heating rates for the

10/90 blend composition. No destabilization was detected

in the 90/10 EVA45/PVC blend.

TABLE 4

The observed and predicted temperatures at which a

25% weight-loss occurs for a 10/90 (w/w) EVA45/PVC

recorded at various heating rates.

Heating ra te Observed Predicted ( C/min ) Wt. % Wt. % CO (C)

1 272 284 5 288 305 10 308 326 20 314 334

Since the temperature difference increases with

69 increasing heating rate, the 10/90 blend must be passing

through a lower critical solution temperature. Despite

the fact that the 90/10 EVA45/PVC blend is phase

separating there is very little destabilization. Even at

the miscible composition extremes a blend of EVA45/PVC will phase separate. In a 90/10 EVA45/PVC blend there is

very little HCl to cause any destabilization of the EVA45

70 5.2.2 Direct Pyrolysis Mass Spectrometry of EVA45/PVC Blends

The results for an EVA45 copolymer and a 50/50

EVA45/PVC blend by DPMS were qualitatively similar to that

obtained for an EVA70 copolymer and blend containing EVA70

and PVC. The m/z ratios observed were identical when

comparing the pure polymers to the blends containing the

polymers only the relative amounts of each varied. An

EVA45/PVC blend must degrade by the same processes as the

EVA70/PVC blend because of the similar m/z ratios detected

in each case.

The EVA45 and 50/50 EVA45/PVC blend were the only

case where the maximum of the derivative obtained from TGA

did not match very well with the maximum from the total

ion current. The maximum of the TIC for EVA45 and a 50/50

EVA45/PVC blend were 330C and 311C, respectively. The

maximum of the derivative obtained from the weight-loss

curves were 315C and 289C for the EVA45 and 50/50

EVA4 5/PVC blend.

Figure 21 illustrates the amount of both acids

produced as a function of temperature for pure PVC, EVA45

all at rates of and a 50/50 EVA45/PVC blend heating

lC/minute. Again, production of both acids is

pure polymers. accelerated when compared to the However,

blends a when compared to the other studied, 50/50

EVA45/PVC blend showed an intermediate degree of

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72 destabilization even though there are much fewer acetate

groups in blend containing EVA45.

73 CONCLUSIONS

The thermal degradation of blends of PVC and vinyl-

acetate containing polymers has been studied to examine

the affects of miscibility on the thermal stability. The

amount of destabilization differed between the blends

depending upon the degree of miscibility of the blend. In

each the loss of blend, HCl from the less thermally stable

PVC catalyzes the loss of acetic acid from the polymer

containing vinyl-acetate. The destabilization is

continued by (a) the HAc catalyzing the loss of HCl and

(b) the autocatalytic dehydrochlorination and

deacetylation of the respective polymers (30).

The degree of destabilization of the EVA and PVA polymers in the presence of PVC varied for each blend.

The EVA70/PVC blends showed the largest amount of destabilization even though there was a lower concentration of acetate units when compared to PVA/PVC blends of the same compositions. The thermal stability of

EVA70/PVC blends should be of industrial interest because

EVA70 is used commercially as a modifier for PVC.

Therefore, the processing temperature and the amount of time spent at elevated temperatures should be a prime

with PVC. concern when blending EVA70

The EVA45/PVC blends were extremely temperature

sensitive and phase separated upon heating. The degree of destabilization exhibited by these blends was found to be

74 a function of the heating rate. At the faster heating

rates the blend phase separates to a lesser degree and therefore a greater amount of destabilization was

observed .

Additional work is needed to further support the claims of this research project. Ion-selective and acid- base titrations could be used to follow the HCl and total acids evolved, respectively. If the HCl catalyzes the loss of HAc from the vinyl-acetate containing polymer,

then titrations would be able to detect any premature evolution of either acid when compared to their respective pure polymers. As polymer blends are finding greater

commercial importance, it becomes increasingly important

to understand what affects miscibility has upon thermal

stability.

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