Butvar Properties and Uses

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Pub. No. 2008084E
(Supersedes 2008084D)

®

Butvar

P O LY V I N Y L B U T Y R A L R E S I N P R O P E RT I E S & U S E S

Coatings Performance Materials by

CONTENTS

Introduction Properties
12

  • Chemistry
  • 2

  • Properties Tables
  • 3

  • Product Types
  • 6

Butvar:The Right Resin Solutions Compatibility
6
13 15 15 15 16 16 16 17 17 17 17 17
Insolubizing Reactions Reaction With Phenolics Reaction With Epoxies Reaction With Dialdhehydes Reaction With Isocyanates Reaction With Melamines
Applications
Wire Enamels Surface Coatings Wash Primers Military Specification Wash Primers Non-specification Wash Primers:
B-1030 With Butvar
Single Package Wash Primer:
B-1011 With Butvar
Chromate-free Wash Primers With Butvar Metal Coatings
18 18 19 20 21 21 21 22 22 22 22 23 23 23 24 24 24 25 26 26 27 28 28 28 28
Wood Finishes
Protective Wash Coats and Sealers Knot Sealers
Adhesives
Structural Adhesives Phenolic Resins Epoxies and Other Thermosetting Resins High-strength Bonding Procedure Performance Characteristics Adhesive Strengths Hot Melt Adhesives
Textile Coatings Advantages as Textile Coating Ceramic Binder Applications Tape Casting Thick Films Toners and Printing Inks
Storage and Handling
Storage Toxicity and FDA Status Quality Control
Material Sources Worldwide Sales Offices
Inside Back Cover
Back Cover

INTRODUCTION

olyvinyl butyral resins are employed in a wide array of industrial and commercial applications. These unique resins offer impressive performance,

USES

Some of the applications in which Butvar is a vital ingredient include:

P

as well as outstanding versatility.
ꢀ Ceramic binders

ꢀ Inks/dry toners ꢀ Wood coatings

®

Butvar polyvinyl butyral resins have a combination of properties that make them a key ingredient in a variety of successful formulations. Some of these properties for which Butvar is widely used are: outstanding binding efficiency, optical clarity, adhesion to a large number of surfaces, and toughness combined with flexibility.
ꢀ Wash primers ꢀ Composite fiber binders ꢀ Structural adhesives ꢀ Other diverse uses

Solutia offers six grades of Butvar resin that cover a broad range of chemical and physical properties.These resins are generally well suited either as a major ingredient of a formulation or in smaller quantities to enhance the properties of other resins.
Butvar resin was pioneered by Monsanto in the 1930s as the key ingredient for automotive safety glass interlayers. It still enjoys widespread use in automotive and architectural applications for laminated safety glass.

TECHNICAL SUPPORT FOR SPECIFIC APPLICATIONS

Solutia’s technical support and research staff for Butvar resins can assist in your specific application needs.The Solutia Customer Service Center at 1-800-964-5224 stands ready to receive your orders for samples and technical literature, as well as purchase orders for shipment of Butvar resin.

® Registered trademark of Solutia, Inc.

  • B
  • U
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  • V
  • A
  • R

1

PROPERTIES

The conditions of the acetal reaction and the concentration of the particular aldehyde and polyvinyl alcohol used are closely controlled to form polymers containing predetermined proportions of hydroxyl groups, acetate groups and acetal groups.The final product may be represented by the following stylized structure:

CHEMISTRY

Acetals, such as polyvinyl butyral, are formed by the well-known reaction between aldehydes and alcohols. The addition of one molecule of an alcohol to one molecule of an aldehyde produces a hemiacetal. Hemiacetals are rarely isolated because of their inherent instability, but, rather, are further reacted with another molecule of alcohol to form a stable acetal.
The proportions of A, B and C are controlled, and they are randomly distributed along the molecule.
Polyvinyl acetals are prepared from aldehydes and polyvinyl alcohols. Polyvinyl alcohols are high molecular weight resins containing various percentages of hydroxyl and acetate groups produced by hydrolysis of polyvinyl acetate.

H
H
H

  • R
  • C + R1 OH
  • R
  • C
  • OR + R1 OH
  • R
  • C( OR1)2 + H2O

  • O
  • OH

  • Alcohol
  • Alcohol

  • Aldehyde
  • Hemiacetal
  • Acetal

  • H
  • H

  • H
  • CH2

C
H

  • CH2
  • C
  • C
  • CH2
  • C
  • CH2
  • C

  • O
  • O
  • OH
  • O

  • C
  • O

H

C3H7

CH3

  • A
  • B
  • C

  • PV Butyral
  • PV Alcohol
  • PV Acetate

  • B
  • U
  • T
  • V
  • A
  • R

2

TABLE 1

®

Physical Properties of Butvar Resins (white, free-flowing powder)

ASTM

  • Property
  • Units
  • Method
  • B-72
  • B-74
  • B-76
  • B-79
  • B-90
  • B-98

  • *Volatiles, max
  • %
  • 3.5
  • 3.0
  • 5.0
  • 5.0
  • 5.0
  • 5.0

Molecular wt. (weight

average in thousands)

(1) (2) (2) (3)

  • 170-250
  • 120-150
  • 90-120

500-1,000
200-450 18.0-28.0
50-80
100-400 75-200 9.0-16.0
70-100
600-1,200
200-400 13.0-17.0
40-70
200-400 75-200 6.0-9.0
Solution viscosity

  • 15% by weight
  • cp.

cp. cp.
7,000-14,000 3,000-7,000
Solution viscosity

  • 10% by weight
  • 1,600-2,500

170-260
800-1,300 37.0-47.0
*Ostwald solution viscosity

Specific gravity 23˚/23˚ ( 0.002)

  • D792-50
  • 1.100

1.0
1.100
1.0
1.083
1.0
1.083
1.0
1.100
0.9
1.100

  • 0.8
  • Burning rate
  • ipm
  • D635-56T

Refractive index ( 0.0005)

  • D542-50
  • 1.490

0.5
1.490
0.5
1.485
0.3
1.485
0.3
1.490
0.5
1.490

  • 0.5
  • Water absorption (24 hours)
  • %
  • D570-59aT

*Hydroxl content expressed as % polyvinyl alcohol

–––
–––

17.5-20.0
0-2.5
17.5-20.0
0-2.5

11.5-13.5

0-2.5
88

11.0-13.5

0-2.5 88

18.5-20.5

0-1.5
18.0-20.0
0-2.5
Acetate content expressed as % polyvinyl acetate

Butyral content expressed as % poly-

  • vinyl butyral, approx.
  • 80
  • 80
  • 80
  • 80

*Specification properties

Percent Solids
Temperature

  • Product
  • Solvent
  • (˚C)

All properties were determined by ASTM methods except the following:
Anhydrous Methanol
Molecular weight was determined via size exclusion chromatography with low-angle laser light scattering (SEC/LALLS) method of Cotts and Ouano in tetra-hydrofuran.†

  • B-72
  • 7.5
  • 20

SD 29

  • Ethyl Alcohol
  • B-76, B-79
  • 5.0
  • 25

Solution viscosity was determined in 15% by weight solutions in 60:40 toluene: ethanol at 25˚C, using a BrookfieldViscometer. Also in 10% solution in 95% ethanol @ 25˚C using an Ostwald-Cannon-FenskeViscometer.
B-74, B-90, B-98
Anhydrous

  • Methanol
  • 6.0
  • 20

† P. Dublin, ed., Microdomains In Polymer Solutions (NewYork: Plenum Press, 1985),
Ostwald solution viscosity for each product type measured with an Ostwald-

pp. 101-119.
Cannon-FenskeViscometer.The solvents and solids levels used are as follows:

  • B
  • U
  • T
  • V
  • A
  • R

3

PROPERTIES

TABLE 2

®

Chemical Properties of Butvar Resins

ASTM

  • Method
  • Property
  • Units
  • B-72
  • B-74
  • B-76
  • B-79
  • B-90
  • B-98

Resistance to:

Weak acids

––––

D543-56T D543-56T D543-56T D543-56T
EEEE
EEEE
EEEE
EEEE
EEEE
EEEE
Strong acids Weak bases Strong bases

Organic solvents:

Alcohols

––––––

D543-56T D543-56T D543-56T D543-56T D543-56T D543-56T
PGEF
PGEF
PFFPPP
PFFPPP
PGEF
PGEF
Chlorinated Aliphatic Aromatic

  • Esters
  • F
  • F
  • F
  • F

  • Ketones
  • F
  • F
  • F
  • F

Key: E – excellent G – good F – fair P – poor

TABLE 3

Mechanical Properties of Butvar Resins

ASTM
Property

Tensile strength:

Yield

  • Units
  • Method
  • B-72
  • B-74
  • B-76
  • B-79
  • B-90
  • B-98

3

  • 10 psi
  • D638-58T

D638-58T
6.8-7.8 7.0-8.0
6.8-7.8 7.0-8.0
5.8-6.8 4.6-5.6
5.8-6.8 4.6-5.6
6.3-7.3 5.7-6.7
6.3-7.3 5.6-6.6

3

  • Break
  • 10 psi

Elongation:

  • Yield
  • %

%
D638-58T D638-58T

  • 8
  • 8
  • 8
  • 8
  • 8
  • 8

  • Break
  • 70
  • 75
  • 110
  • 110
  • 100
  • 110

Modulus of

5

  • elasticity (apparent)
  • 10 psi
  • D638-58T

D790-59T
3.3-3.4 12-13
3.3-3.4 12-13

  • 2.8-2.9
  • 2.8-2.9
  • 3.0-3.1

11-12
3.1-3.2 11-12
Flexural strength, yield

3

  • 10 psi
  • 10.5-11.5
  • 10.5-11.5

Hardness, Rockwell:

ME

––

D785-51 D785-51
115 20
115 20
100
5
100
5
115 20
110 20
Impact strength Izod,

  • notched 1/2" x 1/2"
  • ft.lb./in.
  • D256-56
  • 1.1
  • 1.1
  • 0.8
  • 0.8
  • 0.9
  • 0.7

  • B
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  • T
  • V
  • A
  • R

4

TABLE 4

®

Thermal Properties of Butvar Resins

ASTM

  • Property
  • Units

˚C

Method

D569-59
(4)

B-72

145-155
72-78

B-74

135-145
72-78

B-76

110-115
62-72

B-79

110-115
62-72

B-90

125-130
72-78

B-98

105-110
72-78
Flow temperature, 1,000 psi

Glass transition

  • temperature – Tg
  • ˚C

Ash content at 550˚C:

  • In nitrogen
  • %

%
(5) (5)
<3.0 <1.0
<3.0 <1.0

  • <2.0
  • <2.0
  • <3.0
  • <3.0

  • In air
  • <0.75
  • <0.75
  • <0.75
  • <0.75

Heat distortion

  • temperature
  • ˚C
  • D648-56

(6)
56-60
220
56-60
220
50-54
200
50-54
200
52-56
205
45-55
200
Heat sealing

  • temperature
  • ˚F`

Glass transition temperature (Tg) was determined by Differential Scanning

Heat-sealing temperature was determined on a 1-mil dried film on paper cast from a 10% solution in 60:40 toluene: ethanol. A dwell time of 1.5 seconds at a 60 psi line pressure was used on the heat sealer.
Calorimeter (DSC) over a range of 30˚C to 100˚C on dried granular resin.
Ash content of the Thermal Gravimetric Analysis (TGA) was determined as a weight loss versus temperature profile conducted at a heating rate of 10˚C/min.

TABLE 5

Electrical Properties of Butvar Resins

ASTM

  • Property
  • Units
  • Method
  • B-72
  • B-74
  • B-76
  • B-79
  • B-90
  • B-98

Dieletric constant:

50 cps

––––

D150-59T D150-59T D150-59T D150-59T
3.2 3.0 2.8 2.7
3.2 3.0 2.8 2.7
2.7 2.6 2.6 2.5
2.7 2.6 2.6 2.5
3.2 3.0 2.8 2.7
3.3 3.0 2.8 2.8

3

10 cps

6

10 cps

7

10 cps

Dissipation factor:

50 cps

––––

D150-59T D150-59T D150-59T D150-59T
0.0064 0.0062 0.027
0.0064 0.0062 0.027
0.0050 0.0039 0.013
0.0050 0.0039 0.013
0.0066 0.0059 0.022
0.0064 0.0061 0.023

3

10 cps

6

10 cps

7

  • 10 cps
  • 0.031
  • 0.031
  • 0.015
  • 0.015
  • 0.023
  • 0.024

Dielectric strength (1/8" thickness):

  • Short time
  • v/mil

v/mil
D149-59 D149-59
420 400
420 400
480 390
480 390
450 370
400

  • 380
  • Step-by-step

  • B
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  • A
  • R

5

PROPERTIES

  • PRODUCT TYPES
  • BUTVAR: THE RIGHT RESIN SOLUTIONS

Butvar brand resins generally are soluble in alcohols, glycol ethers and certain mixtures of polar and non-polar solvents. A representative list of Butvar solvents can be found in Table 6. In general, Butvar B-98 resin will show the same general compatibility characteristics as B-90 and, therefore, should prove advantageous where physical and chemical properties of B-90 are desired but lower solution viscosities are necessary.The same is true for Butvar B-79 in relation to B-76.

®

The properties of the various types of Butvar resins are described in Tables 1 through 5.The resins are offered in a variety of molecular weight ranges and viscosities. B-76 and B-79 have a lower hydroxyl content than the other Butvar resins.This permits broader solubility characteristics.

As a general rule, the substitution of butyral groups for acetate groups results in a more hydrophopic polymer with a higher heat distortion temperature. At the same time, the polymer’s toughness and adhesion to various substrates is considerably increased.The outstanding adhesion of the polyvinyl butyral resins is a result of their terpolymer constitution. Because each molecule presents the choice of three different functional groups to a surface, the probability of adhesion to a wide variety of substrates is increased substantially.
When an alcohol is the only solvent, the viscosity of a Butvar solution increases as the molecular weight of the alcohol increases. Blends of alcohols with aromatic solvents provide the best starting point for the development of solvent systems.Where alcohols, such as ethyl or isopropyl, are employed either alone or in a mixture with other solvents, use the 95% grades.The presence of water gives lower solution viscosities than solutions utilizing anhydrous alcohols.
Although polyvinyl butyral resins normally are thermoplastic and soluble in a range of solvents, they may be crosslinked through heating and with a trace of mineral acid. Crosslinking is generally caused by transacetalization but also may involve more complex mechanisms, such as a reaction between acetate or hydroxyl groups on adjacent chains.
Butvar solutions show very marked viscosity increases as resin solids increase.This effect is shown in Graphs 3 through 10.

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    Monsanto's Harvest of Fear | Politics | Vanity Fair http://www.vanityfair.com/politics/features/2008/05/monsanto200805?pri... I NVESTI GATI ON Monsanto already dominates America’s food chain with its genetically modified seeds. Now it has targeted milk production. Just as frightening as the corporation’s tactics–ruthless legal battles against small farmers–is its decades-long history of toxic contamination. BY DONALD L. BARLETT AND JAMES B. STEELE MAY 2008 No thanks: An anti-Monsanto crop circle made by farmers and volunteers in the Philippines. By Melvyn Calderon/Greenpeace HO/A.P. Images. Gary Rinehart clearly remembers the summer day in 2002 when the stranger walked in and issued his threat. Rinehart was behind the counter of the Square Deal, his “old-time country store,” as he calls it, on the fading town square of Eagleville, Missouri, a tiny farm community 100 miles north of Kansas City. The Square Deal is a fixture in Eagleville, a place where farmers and townspeople can go for lightbulbs, greeting cards, hunting gear, ice cream, aspirin, and dozens of other small items without having to drive to a big-box store in Bethany, the county seat, 15 miles down Interstate 35. Everyone knows Rinehart, who was born and raised in the area and runs one of Eagleville’s few surviving businesses. The stranger came up to the counter and asked for him by name. 1 of 19 4/18/2010 9:28 PM Monsanto's Harvest of Fear | Politics | Vanity Fair http://www.vanityfair.com/politics/features/2008/05/monsanto200805?pri... “Well, that’s me,” said Rinehart.
  • Strategic Report for Monsanto Company

    Strategic Report for Monsanto Company

    Strategic Report for Monsanto Company Kevin Yamazaki Anastasia Dialynas Jed Cullen April 7, 2010 Monsanto Company Table of Contents Executive Summary................................................................................................... 3 Company History ....................................................................................................... 5 Monsanto’s Beginnings (1901-1960)........................................................................ 5 The Birth of Monsanto’s Agricultural Division (1960-1997) ...................................... 5 The ‘New’ Monsanto (1997-2009) ............................................................................ 7 Competitive Analysis................................................................................................. 9 Internal Rivalry........................................................................................................ 10 Entry Threat............................................................................................................ 12 Buyer Power........................................................................................................... 14 Supplier Power ....................................................................................................... 16 Substitutes.............................................................................................................. 17 Complements ......................................................................................................... 21 Financial Analysis...................................................................................................
  • Monsanto Company 2016 Annual Report

    Monsanto Company 2016 Annual Report

    2016 ANNUAL REPORT A LIMITLESS PERSPECTIVE MAKING LIMITED RESOURCES WORK FOR 9 BILLION PEOPLE Water, air and soil are as relevant as they’ve ever been. And with the growing demand on them for nourishment of an increasing population, sustainability is more than a buzzword—it’s a priority, and an opportunity to unlock possibilities. We’ve always needed our world’s finite resources. With 9 billion people, our global resources will have to work harder and deliver more value in the face of climate change as we work to conserve and preserve our planet. Local challenges call for creative problem solving. Today and in the future, those who act as good stewards of our resources can discover the infinite possibilities within them. 2016 FINANCIAL HIGHLIGHTS (in millions, except per share amounts) Years ended Aug. 31 2016 2015 2014 % Change 2016 vs. 2015 OPERATING RESULTS Net Sales $ 13,502 $ 15,001 $ 15,855 (10%) EBIT1 $ 2,408 $ 3,500 $ 3,952 (31%) Net Income Attributable to Monsanto Company $ 1,336 $ 2,314 $ 2,740 (42%) Diluted Earnings per Share2 $ 2.99 $ 4.81 $ 5.22 (38%) OTHER SELECTED DATA Free Cash Flow 3 $ 1,724 $ 2,089 $ 959 (17%) Capital Expenditures $ 923 $ 967 $ 1,005 (5%) Depreciation and Amortization $ 727 $ 716 $ 691 2% Diluted Shares Outstanding2 447.1 481.4 524.9 (7%) 15.85 5.73 2.09 15 5.22 5.23 13.5 4.81 1.72 4.48 2.99 0.96 AS REPORTED ONGOING AS REPORTED ONGOING AS REPORTED ONGOING 2014 2015 2016 2014 2015 2016 2014 2015 2016 NET SALES EARNINGS PER SHARE FREE CASH FLOW In billions of dollars, In dollars, In billions of dollars, for years ended Aug.
  • Monsanto: Behind the Scenes

    Monsanto: Behind the Scenes

    MONSANTO: BEHIND THE SCENES A corporate profile Prepared by: Kimiko Inouye Polaris Institute February 2004 1 This profile is meant to be a useful action tool for grassroots activists. It will hopefully help people target Monsanto, whether in a new campaign or an existing one. It highlights Monsanto’s vulnerabilities and key strategies. It aims to focus attention on the resistance against Monsanto and its strategic responses, such as: Ongoing grassroots resistance against Monsanto for aggressively pushing for approval of its GE seeds in countries where monsanto at a glance farmers do not want them. Despite opposition from farmer and/or peasant- Monsanto is the leading genetically based groups in countries like Brazil, the engineered (GE) seeds corporation in the Philippines, India and Canada, Monsanto world. It owns numerous seed and plant continues to get approval to conduct field biotechnology companies, which it acquired trials and for commercial release. Solidarity mainly between 1996 and 1998 at a total with farmers can help in the fight against cost of more than $8 billion. Its first GE Monsanto. seeds were sold commercially in 1996 in the U.S. It has operations in more than 50 There is presently a high profile, cross- countries. While its biggest customer base is sectoral fight being waged against the the U.S., it is relentless in seeking approval approval of GE wheat. Monsanto has for its products in the global South, despite submitted its Roundup Ready wheat for massive protests from farmers and approval in Canada and the U.S., and is communities in general. depending on the product to boost its sales over the next several years.
  • Chapter 14 Who Is Who in the Chemical (Poison) “Industry”

    Chapter 14 Who Is Who in the Chemical (Poison) “Industry”

    CHAPTER 14 WHO IS WHO IN THE CHEMICAL (POISON) “INDUSTRY” The first fact the poison “industry” does not tell you (or wants you to know) is that pest populations are generally only about 3% of the total insect and arachnid populations in your field or yard — the other 97% are basically beneficials, so why kill them with their broad-spectrum poisons? “The principle of the least toxic alternative looks toward the day when the availability of safer choices makes the deliberate and routine release of chemical carcinogens into the environment as unthinkable as the practice of slavery.” — Sandra Steingraber, “Living Downstream.” Robert Louis Stevenson once noted: “The cruelest lies are often told in silence.” Arabian Proverb He who knows not and knows not that he knows not He is a fool - shun him; He who knows not and knows he knows not, He is simple - teach him; He who knows and knows not he knows, He is asleep - wake him; He who knows and knows he knows, He is wise; follow him The Author’s Mother always used to say “If you want a helping hand - you will find one at the end of each of your arms.” If you want to protect yourself - you must look to yourself - not to the poison “industry’ or the “regulators” or the politicians or the “banksters” to “protect” you. Rachel Carson lived for only 18 months after finishing “Silent Spring,” but before she died from the breast cancer given her from the poison “industry” she had to hear their damnable lies, ridicule and invectives against her and her courage in publishing her research on the dangers of their poisons.