DOCSLIB.ORG

United States Patent Office

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
United States Patent Office Patented Jan. 23, 1951 2,539,178 UNITED STATES PATENT OFFICE 2,539,178 METALLIZED AZO DYESTUFF AND PROCESS OF PRODUCING THE SAME Heinrich Hugo Bestehorn, Easton, Pa., assignor to General Aniline & Film Corporation, New York, N. Y., a corporation of Delaware No Drawing. Application November 6, 1947, Serial No. 784,507 2 Claims. (C. 260-148) 1 2 The present invention relates to new metallized contemplated herein, are obtained by coupling a azo dyestuffs and to a method for their pro diazotized amine of the benzene or naphthalene duction. Series free from Substituents ortho to the azo It is rather standard procedure in the dyestuff group with a hydroxy bearing coupling compo art to increase the fastness properties of a ZO nent capable of coupling under alkaline con dyestuffs by subjecting these dyestuffs to metal ditions in ortho position to said hydroxyl group. lization, either in Substance or on the fiber. It xamples of suitable primary amines for use has always been the impression of the art that in the preparation of the involved dyestuffs are: in order to effect this result, the azo dyes treated should have in o-position to and on Opposite n-Nitroaniline sides of the azo bridge, groupS Such as hydroxyi, p-Nitroaniline amino, carboxy, and the like, capable of cooperat N-acetyl-p-phenylenediamine ing with the metallizing agents employed to effect N-amino-o-cresol ethyl ether the desired chelation. Inasmuch as the number p-Amino phenol of azo dyes having the desired groups on opposite 5 Sulfanilic acid sides of the azo bridge and in o-position thereto Aniline are comparatively few in number, the very ad p-Toluidine vantageous metallizing process for increasing the m-Chloroaniline fastness of the dyes has been fairly limited. m-Nitroaniline It has now been ascertained, quite contrary to 20 (3-Naphthylamine the assumptions of the art, that azo dyes con 2-naphthylamine-5-sulfonic acid taining a hydroxyl group on One side of the azo 2-naphthylamine-6-sulfonic acid bridge in o-position thereto but no groups ortho Benzidine, to the azo bridge on the opposite side thereof and the like. can be completely chelated by treating said azo The coupling components are chiefly those of dyes with a metallizing agent in an alkaline So the class of phenols, naphthols and pyrazolones. lution in the presence of an oxidizing agent, Suitable coupling components are, for example: peroxidic in character. By this treatment an activation of the non-hydroxyl carrying side of B-Resorcylic acid the azo compound is brought about so that the 30 (3-Naphthol condensed System of Chelate rings forms over Naphthionic acid the azo bridge, Strengthening the compound to 1-naphthol-4-sulfonic acid the same extent as where the azo dyes utilized 1-naphthol-4.7-disulfonic acid contain chelating groups in Ortho position on 1-naphthol-5-Sulfonic acid both sides of the azo bridge. Thus, it has been 1-naphthol-3,6-disulfonic acid discovered that the azo dyes metallized by the H-acid present method have the Same fastness to light G-acid as that exhibited by azo dyes containing two Acetyl H-acid chelating groups in ortho position to the azo Benzoyl H-acid bridge. Inasmuch as the criterion for complete 40 K-acid chelation is the light fastness of the metalized (8-Hydroxy naphthoic acid dyes, the comparability of this property in the Dichlorbenzoyl K acid old dyes and those under consideration estab R-acid lishes a priori that the degree and extent of Schaeffer's acid chelation involved in both instances is equivalent. 45 2-naphthol-3.6.8-trisulfonic acid The azo dyes produced by the aforementioned The urea of 2-amino-5-naphthol-7-sulfonic acid method and the method of producing such dyes 1-phenyl-3-methyl-5-pyrazolone constitute the purposes and objects of the present 1-p-sulfophenyl-3-carboxy-5-pyrazolone, invention. The azo dyes, the metallization of which is 50 and the like, 2,589,178 3 4. The process is not only operative with mono of water at 15° C. Seventy-eight ml. of per azo dyes but also with poly-azo dyes, either bis-, formic acid (obtained from 57 ml. of 30% hy tris- or tetra-azo dyes. drogen peroxide, mixed with 21 ml. of 90% formic As illustrative of the mono-azo dye, capable of acid) are gradually added to the dye solution undergoing metallization by my method refer along with 40 to 50 grams of soda in Solution to ence may be made to those derived from the maintain the mixture continuously alkaline. following arylamines and coupling components: The temperature is raised to 30 C. and 144 m). of 25% copper sulfate Solution (CuSO4.5H2O) are Arylamines Coupling Components added. The color of the mixture changes from 0 red to red-violet. After 2 hours no further deep m-nitro-aniline. B-resorcylic acid. ening of shade occurs. The mixture is filtered chromotropic acid. and the paste dried in the usual manner. A dye REEN -acetyl-p-phenylenediamine---- R-acid. N-acetyl-p-phenylenediamine---- acetyl F-acid. Stuff is obtained which dyes cotton a brownish g-naphthylamine ---------------- finaphthol. Bordeaux. The light-fastness, as expressed in 2-naphthylamine-5-stillonicM-anillo-o-cresol ethyl ether----- acid. 1-naphthol-4-sulfonicRacid. acid. fadeometer hours, is 5 times as good as that of 2-naphthylamine-6-sulfonic acid.-- 6-Inaphthol. the original dye. p-toluidine----------------------- 1-methyl-3-phenyl-5-pyrazolone. aniline.--------------------------- 1-p -sulfo-phenyl-3-carboxy-5- Eacample 2 B-naphthylamine-----------------1-naphthol-4,7-disulfonicpyrazolone. acid.. The known dyestuff of the following constitu - 20 tion OE OE NH COO. ON The following illustrate satisfactory poly-azo is dyed on cotton, diazotized on the fiber and de dyes: Veloped with 2-naphthol, yielding on the fiber the red dyestuff: Arylamine - - - - - Coupling Component 0 2 mols of sulfanilic acid----------- 1 mol of 3-naphthol. ' - - 2 mols of aniline.---------------- -- 1 Imol of the urca from 2-amino-5- naphthol-7-sulfonic acid. 2 mols m-acetamino-aniline----...- 1 mol of the urea from 2-amino-5- aphthol--sulfonicR acid. of 8-naphthol. ) 1 Inolsing of the example disazo (afterdye of hydroly the pre- 2 i SS). OH O3S- NE For effecting metallization of the azo dyes, the dyes either in substance or on the fiber are heated ) =N gh CO with an alkaline solution of the metallizing agent, and the oxidizing agent. The metallizing agents are those usually employed, such as the Salts of copper, nickel, cobalt, chromium, and the OS like. Preferably the sulfates of copper, nickel and cobalt are utilized, whereas with chromium, 45 best results are obtained with the formate. Into the developer bath, after complete devel The oxidizing agents are, as stated, of peroxidic oping, are added, for a 10-gram piece of cotton, character. Suitable oxidizing agents are: 10 ml. of a 6% hydrogen peroxide solution and 5 ml. of a 40% copper sulfate solution Hydrogen peroxide 50 (CuSO4.5H2O). After heating to 60-80° C. for Sodium perborate about 20 minutes, the red color has changed to Ammonium persulfate a deep, full blue. The new dyestuff, perfected PotaSSium perphosphate on the fiber, has very good fastness to light and Per-formic acid Washing. Per-propionic acid 55 The literature has already mentioned the pos Per-butyric acid Sibility of forming one-sided, chelate rings on Per-benzoic acid, azo dyes involving a single hydroxyl group. These and the like. It has been found that metalliza compounds, however, are of no technical value tion proceeds most satisfactorily when the ox for the reason that the strengthening of the azo idizing agent is one of the aforesaid oxygen car bridge by a complete chelate ring extending over rying fatty acids, and their use is therefore rec the azo bridge is not accomplished. As a con ommended. sequence, such dyes have not found technical ap The temperature to which the compositions plication since their light fastness is improved to are heated to effect metallization varies, but a negligible extent, if at all, by such metalliza usually ranges from about 30 to about 100° C. (5 tion. The procedure of the prior art in this re The following examples serve to illustrate the Spect is completely at odds with the present invention but it is to be understood that the in method wherein the azo bridge is strengthened Vention is not restricted thereto. by a complete chelate ring yielding dyes of the Same light fastness as those obtained by the Eacample 1 usual metallizing procedures involving a plural One-seventh of a gram-mol of the disazo dye ity of groups Ortho to the azo bridge. stuff obtained by coupling 2 mols of diazotized Various modifications of the invention will oc aniline with 1 mol of the urea of 2-amino-5- cur to operators in this field, and I therefore do naphthol-7-sulfonic acid in the presence of soda, not intend to be limited in the patent granted in the usual manner, is resludged in 2000 parts s except as necessitated by the appended claims, 2,589,178 5 6 claim: temperature of 30° C. in an aqueous alkaline 1. The process of metallizing azo dyes which solution in the presence of copper sulfate and comprises heating an azo dye derived from a di performic acid. azotized amine selected from the class consisting 6. The dyestuff obtained according to the proc of those of the benzene and 3-naphthalene series 5 ess of claim 1. and free from substituent groups in the ortho 7.
Load more

Recommended publications
  • Acta Sci. Pol., Technol. Aliment. 12(4) 2013, 385-393 IMPEDIMETRIC
    M PO RU LO IA N T O N R E U Acta Sci. Pol., Technol. Aliment. 12(4) 2013, 385-393 I M C S ACTA pISSN 1644-0730 eISSN 1889-9594 www.food.actapol.net/ IMPEDIMETRIC TEST FOR RAPID DETERMINATION OF PERFORMIC ACID (PFA) BIOCIDAL ACTIVITY TOWARD ECHERICHIA COLI Małgorzata Lasik1, Renata Dobrucka2, Piotr Konieczny1 1Faculty of Food Sciences and Nutrition, Poznań University of Life Sciences Wojska Polskiego 28, 60-637 Poznań, Poland 2Department of Industrial Products Quality and Ecology, Poznań University of Economics Niepodległości 10, 61-875 Poznań, Poland ABSTRACT Background. Performic acid has recently become available on a commercial scale for potential use in waste- water disinfection and can become an innovative biocide for various purposes in food processing. The aim of our study was: 1) to investigate the antimicrobial resistance of performic acid as high active and non toxic chemical disinfectant against Escherichi coli (hygiene indicator test microorganism used in industrial micro- biology) and 2) to evaluate the electrical impedance measurement method usefulness for fast and high precise test of antibacterial activity. Material and methods. Four types of antimicrobial disinfectants (commercial 35% hydrogen peroxide, 1% performic acid, 35% hydrogen peroxide and 15% formic acid) were tested against Escherichia coli as hy- giene indicator test microorganism. By evaluating the biocidal activity of selected disinfectants two methods were compared: electrical impedance measurement and classical serial dilution method with turbidity effect. Results. It was stated that the performic acid expressed the highest antibacterial activity in comparison to other tested peroxide disinfectants: commercial 35% hydrogen peroxide solution and components required for performic acid production: 35% hydrogen peroxide solution with stabilizers and 15% formic acid solution with stabilizers).
    [Show full text]
  • Kinetics of the Epoxide Ring Opening Reactions
    processes Article Soybean Oil Epoxidation: Kinetics of the Epoxide Ring Opening Reactions Elio Santacesaria 1,* , Rosa Turco 2 , Vincenzo Russo 2 , Riccardo Tesser 2 and Martino Di Serio 2 1 CEO of Eurochem Engineering Ltd., 20139 Milano, Italy 2 NICL—Department of Chemical Science, University of Naples Federico II, 80126 Naples, Italy; rosa.turco@unina.it (R.T.); vincenzo.russo@unina.it (V.R.); riccardo.tesser@unina.it (R.T.); martino.diserio@unina.it (M.D.S.) * Correspondence: elio.santacesaria@eurochemengineering.com Received: 7 July 2020; Accepted: 9 September 2020; Published: 11 September 2020 Abstract: The epoxide ring opening reaction (ROR) can be considered as the most important side reaction occurring in the epoxidation of soybean oil reaction network. This reaction consistently reduces the selectivity to epoxidized soybean oil (ESBO). The reaction is also important for producing polyols and lubricants. In this work, the reaction was studied in different operative conditions to evaluate the effect on ROR rate respectively: (i) The Bronsted acidity of the mineral acid (H2SO4 or H3PO4), used as catalyst for promoting the oxidation with hydrogen peroxide of formic to performic acid, that is, the reactant in the epoxide formation; (ii) the concentration of the nucleophilic agents, normally present during the ESBO synthesis like HCOOH, HCOOOH, H2O, H2O2; (iii) the stirring rate that changes the oil–water interface area and affects the mass transfer rate; (iv) the adopted temperature. Many different kinetic runs were made in different operative conditions, starting from an already epoxidized soybean oil. On the basis of these runs two different reaction mechanisms were hypothesized, one promoted by the Bronsted acidity mainly occurring at the oil–water interface and one promoted by the nucleophilic agents, in particular by formic acid.
    [Show full text]
  • Identification of Cysteine As the Reactive Group in Pyruvate Kinase Alkylated by 5-Chloro4.Oxopentanoic Acid by R
    Biochem. J. (1976) 159,213-219 213 Printed in Great Britain Identification of Cysteine as the Reactive Group in Pyruvate Kinase Alkylated by 5-Chloro4.oxopentanoic Acid By R. ALAN CHALKLEY and DAVID P. BLOXHAM Department ofPhysiology and Biochemistry, University of Southampton, Southampton S09 3TU, U.K. (Received 8 March 1976) 4-Hydroxypentanoic acid alanine thioether was synthesized and characterized by n.m.r. spectroscopy. This derivative corresponded to the modified amino acid obtained by allowing 5-chloro4oxo[3,5-3H]pentanoic acid to react with rabbit muscle pyruvate kinase. Performic acid oxidation of 4-oxo[3,5-3H]pentanoic acid alanine thioether in pyruvate kinase gave [3H]succinate (67%) and [3H]carboxymethylcysteine (33%) as expected. Evidence is presented to show that NaBH4 reduction followed by periodate oxidation and analysis of radioactive formaldehyde production may provide a con- venient method for distinguishing between thiol and amino alkylation by halogeno- methyl ketone compounds. Peptide 'mapping' confirms that the modification by 5-chloro- 4-oxopentanoic acid occurs primarily at one region of pyruvate kinase. In the preceding paper (Bloxham & Chalkley, (Bloxham & Chalkley, 1976). In all these experiments 1976), 5-chloro-4-oxopentanoic acid was shown to the reaction was terminated by adjusting the pH to specifically alkylate rabbit muscle pyruvate kinase at 7.0 with 1 M-acetic acid before 70% loss of activity to a group which might be located close to the 'phos- eliminate any problems due to protein aggregation. phoryl overlap' region of the active site (Reynard et For the experiments involving amino acid analysis or al., 1961). The next stage in the study of this reaction periodate oxidation the protein was reduced with was to identify the nature of the functional group at 5mg of NaBH4.
    [Show full text]
  • 2 3 0 Material Safety Data Sheet
    He a lt h 2 2 Fire 2 3 0 Re a c t iv it y 0 Pe rs o n a l Pro t e c t io n H Material Safety Data Sheet Aniline MSDS Section 1: Chemical Product and Company Identification Product Name: Aniline Contact Information: Catalog Codes: SLA1735 Sciencelab.com, Inc. 14025 Smith Rd. CAS#: 62-53-3 Houston, Texas 77396 RTECS: BW6650000 US Sales: 1-800-901-7247 International Sales: 1-281-441-4400 TSCA: TSCA 8(b) inventory: Aniline Order Online: ScienceLab.com CI#: Not applicable. CHEMTREC (24HR Emergency Telephone), call: Synonym: Aminobenzene; Benzenamine; Aminophen 1-800-424-9300 Chemical Name: Aniline International CHEMTREC, call: 1-703-527-3887 Chemical Formula: C6H5NH2 For non-emergency assistance, call: 1-281-441-4400 Section 2: Composition and Information on Ingredients Composition: Name CAS # % by Weight Aniline 62-53-3 100 Toxicological Data on Ingredients: Aniline: ORAL (LD50): Acute: 250 mg/kg [Rat.]. 464 mg/kg [Mouse]. DERMAL (LD50): Acute: 820 mg/kg [Rabbit.]. 1400 mg/kg [Rat]. Section 3: Hazards Identification Potential Acute Health Effects: Hazardous in case of skin contact (irritant, permeator), of eye contact (irritant), of ingestion, of inhalation. Severe over- exposure can result in death. Potential Chronic Health Effects: Slightly hazardous in case of skin contact (sensitizer). CARCINOGENIC EFFECTS: Classified A3 (Proven for animal.) by ACGIH. 3 (Not classifiable for human.) by IARC. MUTAGENIC EFFECTS: Mutagenic for mammalian somatic cells. Mutagenic for bacteria and/or yeast. TERATOGENIC EFFECTS: Not available. DEVELOPMENTAL TOXICITY: Not available. The substance may be toxic to blood, kidneys, liver, bladder, spleen, cardiovascular system, central nervous system (CNS).
    [Show full text]
  • Epoxidation of Fatty Acid Methyl Esters Derived from Algae Biomass to Develop Sustainable Bio-Based Epoxy Resins
    polymers Article Epoxidation of Fatty Acid Methyl Esters Derived from Algae Biomass to Develop Sustainable Bio-Based Epoxy Resins Pamela Hidalgo 1,*, Simona Álvarez 1, Renato Hunter 2 and Alejandra Sánchez 1 1 Department of Industrial Processes, Faculty of Engineering, Universidad Católica de Temuco, Temuco 4780000, Chile; salvarez2011@alu.uct.cl (S.Á.); alsanbec@uct.cl (A.S.) 2 Department of Mechanical Engineering, Universidad de La Frontera, Casilla 54-D, Temuco 4811230, Chile; renato.hunter@ufrontera.cl * Correspondence: phidalgo@uct.cl; Tel.: +56-45-222-5672 Received: 15 June 2020; Accepted: 7 September 2020; Published: 10 October 2020 Abstract: The objective of this research was to investigate the development of epoxides from Chlorella vulgaris lipids to obtain a novel bio-based resin. The process involved the production of fatty acid methyl esters (FAMEs) by in situ transesterification of microalgal biomass, followed by epoxidation of the FAMEs to obtain bioresin. During the FAME production process, an assessment was made of the main factors affecting the production of unsaturated fatty acid methyl esters (UFAMEs), such as catalyst dosage and methanol:hexane volume ratio. For step epoxidation, an evaluation of the catalyst concentration, temperature and formic acid:hydrogen peroxide ratio was made. From the results obtained, UFAME production was maximized using 20 wt% of catalyst dosage and a volume ratio of 1:2 (v/v, methanol:hexane). Then, in the epoxidation stage, a higher yield was obtained using 1 wt% of catalyst with a volume ratio of 1:1 and maintaining a temperature of 70 ◦C. The bioresin was blended with neat epoxy resin (DGEBA) and cured with tetraethylenepentamine (TEPA).
    [Show full text]
  • Bactericidal Effect of Performic Acid on Salivary Bacteria
    J Osaka Dent Univ 2018 (April) ; 52 (1) :11−15. Bactericidal effect of performic acid on salivary bacteria Hiroki Morioka1, Takayuki Nambu2 and Kazuya Takahashi3 1Department of Geriatric Dentistry, Graduate School of Dentistry, 2Department of Bacteriology, and 3Department of Geriatric Dentistry, Osaka Dental University, 8-1 Kuzuhahanazono-cho, Hirakata-shi, Osaka 573-1121, Japan Although heat­sensitive semi­critical medical devices (e.g., transnasal endoscopes) should undergo high­level disinfection between patients, these devices are often harmful to humans and the environment due to their residual toxicity caused by disinfectants. We analyzed the bactericidal activity against salivary bacteria of performic acid (PFA) which has strong antibacterial activity and has shown a consistent absence of genotoxic and mutagenic effects on human cells. Collected saliva samples were mixed with various concentrations of PFA. After incubation, bactericidal activity was assessed with colony­ forming assays and quantification of ATP produced by metabolically active cells. Even for a 1­minute exposure, PFA showed a strong bactericidal effect against salivary bacte­ ria, in which more than 99.9% and 67.1% of bacterial colonies were suppressed at 8×10−4 % (w/v) and 8×10−6% (w/v) PFA, respectively. This effect was enhanced by prolonged in­ cubation. Bacterial viability assay based on ATP measurement also showed concentration­dependent bactericidal effects of PFA. PFA showed comparatively strong antibacterial activity against salivary bacteria, even with
    [Show full text]
  • UNIVERSITY of CALIFORNIA, SAN DIEGO an Experimental And
    UNIVERSITY OF CALIFORNIA, SAN DIEGO An Experimental and Theoretical Investigation of Atmospheric Hydrogen Bonded Systems in the Gas Phase A Thesis submitted in partial satisfaction of the requirements for the degree Master of Science in Chemistry by Matthew Kenneth Louie Committee in charge: Professor Amitabha Sinha, Chair Professor Judy Kim Professor Joseph O’Connor 2014 The Thesis of Matthew Kenneth Louie is approved and it is accepted in quality and form for publication on microfilm and electronically: _______________________________________________________________________ _______________________________________________________________________ _______________________________________________________________________ Chair University of California, San Diego 2014 iii DEDICATION To my parents Edward and Louisa, and my older sisters, Lisa, Melissa, and Erica, for always giving me their love and support iv TABLE OF CONTENTS Signature Page ................................................................................................................... iii Dedication .......................................................................................................................... iv Table of Contents .................................................................................................................v List of Figures .................................................................................................................. viii List of Tables ....................................................................................................................
    [Show full text]
  • 2-Aminobenzaldehydes from Quinolinium Salts and Alkaline Hydrogen Peroxide
    Issue in Honor of Prof. Charles Rees ARKIVOC 2002 (vi) 4-14 2-Aminobenzaldehydes from quinolinium salts and alkaline hydrogen peroxide Ian Allan Apple and Otto Meth-Cohn* # Chemistry Department, University of Sunderland, Sunderland, SR1 3SD, UK. E-mail: otto.meth-cohn@sunderland.ac.uk Dedicated to Professor Charles Rees on the occasion of his 75th birthday (received 09 May 02; accepted 02 Jul 02; published on the web 10 Jul 02) Abstract 2-Formylanilines are very handy. For building various heterocyclic rings. But making them is not so very dandy. Low yields and multi-step ‘mongst other things. N-Alkylquinoliniums cleave with great ease. With hydrogen peroxide / aqueous base. (The mechanism’s clear to such as Charles Rees). To give these anilines – good yields, good pace. Keywords: 2-Aminobenzaldehydes, quinolinium salts, alkaline hydrogen peroxide Introduction 2-Aminobenzaldehyde and its derivatives are key intermediates in heterocyclic synthesis. Thus the Friedländer synthesis of quinolines1 (base-catalysed condensation of 2- aminobenzaldehyde with aliphatic aldehydes and ketones) is a widely used method. Both 2- and 4-quinolones2 as well as acridines and acridones3 are easily made from these versatile precursors as are indoles,4 while dimerisation of N-methyl-2-aminobenzaldehyde yields oxa-analogues of Tröger’s base.5 Various other macrocyclic applications have been described.6 Numerous quinazolines have been made efficiently7 while Michael additions of 2-aminobenzaldehydes to alkenes and alkynes present a versatile route to quinolines and fused quinolines.8 Most syntheses of 2-aminobenzaldehydes involve more than one step and at best are moderate in yield. For example, the synthesis of 2-aminobenzaldehyde itself has been reported from easily derived precursors such as 2-nitroaniline (by way of the Beech reaction, employing formaldoxime coupling with the derived diazonium salt in 33% yield9) or from 2-nitrotoluene (oxidation with CrO3/Ac2O followed by hydrolysis of the derived aldehyde diacetate in 24% yield10) (Scheme 1).
    [Show full text]
  • Formalin 37-7 HM - US
    Safety data sheet Issue Date 21-Mar-2018 Revision Date 21-Mar-2018 Version 2 1. IDENTIFICATION Product identifier Product Name Formalin 37-7 HM - US Other means of identification Synonyms Formaldehyde solution Pure substance/mixture Substance Recommended use of the chemical and restrictions on use Application Chemical intermediate Uses advised against Consumer use. Details of the supplier of the safety data sheet Manufacturer Address Perstorp Polyols, Inc. 600 Matzinger Road Toledo, Ohio 43612 Phone: 419-729-5448 800-537-0280 Fax: 419-729-3291 www.perstorp.com E-mail address productinfo@perstorp.com Emergency telephone number USA (+)1 866 519 4752 (contract no: 334101) 2. HAZARDS IDENTIFICATION Classification of the substance or mixture This chemical is considered hazardous by the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200): Acute toxicity - Oral - Category 3 Acute toxicity - Dermal - Category 3 Acute toxicity - Inhalation (Vapors) - Category 2 Skin corrosion/irritation - Category 1 Sub-category B Serious eye damage/eye irritation - Category 1 Skin sensitization - Category 1A Germ cell mutagenicity - Category 2 Carcinogenicity - Category 1A Specific target organ toxicity (single exposure) Category 1; optic nerve, - central nervous system Specific target organ toxicity (single exposure) - Category 3 Flammable liquids - Category 4 Label elements Symbols/Pictograms ___________________________________________________________________________________________ Page 1 / 12 AGHS - EN Formalin 37-7 HM - US Revision Date 21-Mar-2018
    [Show full text]
  • Development, Characterization and Commercial Application of Palm Based Dihydroxystearic Acid and Its Derivatives: an Overview Gregory F
    Journal of Oleo Science Copyright ©2011 by Japan Oil Chemists’ Society J. Oleo Sci. 60, (5) 237-265 (2011) REVIEW Development, Characterization and Commercial Application of Palm Based Dihydroxystearic Acid and Its Derivatives: an Overview Gregory F. L. Koay1, 2, Teong-Guan Chuah1, 3＊ , Sumaiya Zainal-Abidin2, 4, Salmiah Ahmad2, 5 and Thomas S. Y. Choong1 1 Department of Chemical and Environmental Engineering, Universiti Putra Malaysia (43400 UPM Serdang, Selangor Darul Ehsan, MALAYSIA) 2 Advanced Oleochemical Technology Division, Malaysian Palm Oil Board (43650 Bandar Baru Bangi, Selangor Darul Ehsan, MALAYSIA) 3 Institute of Tropical Forest and Forestry Products, Universiti Putra Malaysia (43400 UPM Serdang, Selangor Darul Ehsan, MALAYSIA) 4 Faculty of Chemical and Natural Resources Engineering, Universiti Malaysia Pahang (25000 Kuantan, Pahang Darul Makmur, MALAYSIA) 5 Director General’s Offi ce, Malaysian Rubber Board (50450 Kuala Lumpur, MALAYSIA) Abstract: Hydroxyl fatty acids and their derivatives are of high value due to their wide range of industrial application, including cosmetic, food, personal care and pharmaceutical products. Realizing the importance of hydroxyl fatty acids, and yet due to the absence of the conventional starting raw materials, Malaysia has developed 9,10-dihydroxystearic acid (9,10-DHSA) and its derivatives from locally abundant palm based oils. The aim of this article is to provide a general description of the works that have thus far being done on palm based 9,10-DHSA: starting from its conception and production from commercial grade palm based crude oleic acid via epoxidation and hydrolysis, purification through solvent crystallization and characterization through wet and analytical chemistry, moving on to developmental works done on producing its derivatives through blending, esterifi cation, amidation and polymerization, and completing with applications of 9,10-DHSA and its derivatives, e.g.
    [Show full text]
  • FORMALDEHYDE 1. Exposure Data
    039-104.qxp 13/12/2006 11:27 Page 39 FORMALDEHYDE This substance was considered by previous working groups in October 1981 (IARC, 1982), March 1987 (IARC, 1987a) and October 1994 (IARC, 1995). Since that time, new data have become available, and these have been incorporated in the monograph and taken into consideration in the evaluation. 1. Exposure Data 1.1 Chemical and physical data 1.1.1 Nomenclature Chem. Abstr. Serv. Reg. No.: 50-00-0 Deleted CAS Reg. Nos.: 8005-38-7; 8006-07-3; 8013-13-6; 112068-71-0 Chem. Abstr. Name: Formaldehyde IUPAC Systematic Name: Methanal Synonyms: Formaldehyde, gas; formic aldehyde; methaldehyde; methyl aldehyde; methylene oxide; oxomethane; oxymethylene 1.1.2 Structural and molecular formulae and relative molecular mass H C O H CH2O Relative molecular mass: 30.03 1.1.3 Chemical and physical properties of the pure substance From Lide (2003), unless otherwise specified (a) Description: Colourless gas with a pungent odour (Reuss et al., 2003) (b) Boiling-point: –19.1 °C (c) Melting-point: –92 °C (d) Density: 0.815 at –20 °C –39– 039-104.qxp 13/12/2006 11:13 Page 40 40 IARC MONOGRAPHS VOLUME 88 (e) Spectroscopy data: Infrared [prism, 2538], ultraviolet [3.1] and mass spectral data have been reported (Weast & Astle, 1985; Sadtler Research Laboratories, 1991). ( f ) Solubility: Soluble in water, ethanol and chloroform; miscible with acetone, benzene and diethyl ether (g) Stability: Commercial formaldehyde–alcohol solutions are stable; the gas is stable in the absence of water; incompatible with oxidizers, alkalis, acids, phenols and urea (IARC, 1995; Reuss et al., 2003; Gerberich & Seaman, 2004).
    [Show full text]
  • Process for Concurrently Producing Aryl Formate and Aromatic Carboxylic Acid
    Europaisches Patentamt 19 European Patent Office Office europeen des brevets © Publication number : 0 520 762 A2 12) EUROPEAN PATENT APPLICATION @ Application number : 92305792.1 © int. ci.5: C07C 63/04, C07C 51/235, C07C 409/30 (22) Date of filing : 24.06.92 @ Priority: 26.06.91 JP 181982/91 (72) Inventor : Tanaka, Tom, c/o Mizushima Works of Mitsubishi Gas Chem. Comp., Inc., 3-10 Kaigandori, @ Date of publication of application : Mizushima 30.12.92 Bulletin 92/53 Kurashiki-shi, Okayama-ken (JP) Inventor : Tanaka, Kazuo, c/o Mizushima Works of Mitsubishi @ Designated Contracting States : Gas Chem. Comp., Inc., 3-10 Kaigandori, BE CH DE FR GB IT LI NL Mizushima Kurashiki-shi, Okayama-ken (JP) Inventor : Aratake, Teruo, c/o Mizushima @ Applicant : MITSUBISHI GAS CHEMICAL Works of Mitsubishi COMPANY, INC. Gas Chem. Comp., Inc., 3-10 Kaigandori, No. 5-2, Marunouchi 2-chome Mizushima Chiyoda-ku, Tokyo (JP) Kurashiki-shi, Okayama-ken (JP) (74) Representative : Myerscough, Philip Boyd et al J.A. Kemp & Co. 14 South Square, Gray's Inn London WC1R 5LX (GB) (54) Process for concurrently producing aryl formate and aromatic carboxylic acid. (57) A process for efficiently producing aryl formate and aromatic carboxylic acid from aldehyde, which comprises oxidizing an aromatic aldehyde with an oxygen-containing gas in the presence of a volatile solvent up to a reaction ratio of 40 to 70 mol% to convert the aromatic aldehyde to a peracid, adding a stabilizer, and allowing the remaining aromatic aldehyde and the aromatic peracid to react while the volatile solvent is distilled off. CM < CM CO h- o CM If) LU Jouve, 18, rue Saint-Denis, 75001 PARIS EP 0 520 762 A2 The present invention relates to a process for producing aryl formate and aromatic carboxylic acid from aromatic aldehyde.
    [Show full text]