GB728550A - Polyesters - Google Patents

Polyesters

Info

Publication number
GB728550A
GB728550A GB8037/53A GB803753A GB728550A GB 728550 A GB728550 A GB 728550A GB 8037/53 A GB8037/53 A GB 8037/53A GB 803753 A GB803753 A GB 803753A GB 728550 A GB728550 A GB 728550A
Authority
GB
United Kingdom
Prior art keywords
dicarboxylic
acid
glycol
molecular weight
chloride
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB8037/53A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wingfoot Corp
Original Assignee
Wingfoot Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wingfoot Corp filed Critical Wingfoot Corp
Publication of GB728550A publication Critical patent/GB728550A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16Dicarboxylic acids and dihydroxy compounds
    • C08G63/20Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/40Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof

Abstract

High molecular weight polyesters are made by condensing substantially equivalent proportions of (a) a hydroxyl-terminated ethylene glycol polyester of an aromatic dicarboxylic acid having an average molecular weight corresponding to from 5-50 repeating units and (b) the acid chloride of a polycarboxylic acid. Condensation is preferably performed in a solvent, e.g. ortho-dichlorobenzene or trichlorobenzene and may be performed in presence of a hydrogen chloride acceptor, e.g. pyridine. The hydroxyl-terminated polyester may be made by any conventional method, e.g. (1) direct reaction of the dicarboxylic acid with excess of glycol; (2) ester interchange between an alkyl or aryl ester of the acid and excess of glycol; or (3) reaction between the corresponding acid chloride and excess of the glycol in presence of a hydrogen chloride acceptor, e.g. pyridine; the glycol being removed at the end of each reaction until the desired molecular weight is obtained. The ethylene glycol may be replaced in part by another glycol. Specified for reagent (a) are the reaction products of ethylene glycol with iso- and/or tere-phthalic acid. Specified for reagent (b) are the acid chlorides of ortho-, iso- and tere-phthalic; the naphthalene dicarboxylic; the phenylene dicarboxylic; diphenic; the naphthalene dipropionic; dihydroacrylic and its sulphur analogue; 2,5-dichloroterephthalic; trimesic; 1,4,5,8 - naphthalene tetracarboxylic; cyclohexanonetetrapropionic; dicyclohexanoneoctapropropionic; polyacrylic; diphenoxyethane-4,41-dicarboxylic; diphenylmethane - 4,41 - dicarboxylic; 1,4 - bis(phenoxymethyl)benzene-41,411 - dicarboxylic; diphenylthioether - 4,41-dicarboxylic; succinic; glutaric; adipic; pimelic; suberic; azelaic; sebacic; brasslylic; fumaric; glutaconic; diglycollic; thiodiglycollic; alpha- and beta - hydromuconic; 1,2,4 - hexanetricarboxylic; tricarballylic; aconitic and dimalonic acids. In examples polyethylene terephthalate of molecular weight 5960 is refluxed for 4 1/2 -5 hours with terephthaloyl chloride or isophthaloyl chloride in orthodichlorobenzene with evolution of hydrogen chloride. The solvent is then distilled off.
GB8037/53A 1952-09-04 1953-03-24 Polyesters Expired GB728550A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US728550XA 1952-09-04 1952-09-04

Publications (1)

Publication Number Publication Date
GB728550A true GB728550A (en) 1955-04-20

Family

ID=22110157

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8037/53A Expired GB728550A (en) 1952-09-04 1953-03-24 Polyesters

Country Status (1)

Country Link
GB (1) GB728550A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037964A (en) * 1958-05-21 1962-06-05 Olin Mathieson Linear copolyesters of terephthalic and chloroterephthalic acids
US3126360A (en) * 1959-09-23 1964-03-24 Polycondensation catalysts for im-
US3194794A (en) * 1960-01-27 1965-07-13 Eastman Kodak Co Process of preparing polymers of nuclearly polychlorinated aromatic dicarboxylic acids and diamines having at least 4 carbons
US3245955A (en) * 1960-09-14 1966-04-12 Hoechst Ag Process for the manufacture of fibers and filaments of polyethylene terephthalate
US3313781A (en) * 1963-04-26 1967-04-11 Beck & Co Gmbh Dr High molecular weight polyester suitable for use as electrically insulating material, and method of making the same
US4814366A (en) * 1986-10-07 1989-03-21 Mitsubishi Chemical Industries Limited Thermoplastic polyester resin composition

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037964A (en) * 1958-05-21 1962-06-05 Olin Mathieson Linear copolyesters of terephthalic and chloroterephthalic acids
US3126360A (en) * 1959-09-23 1964-03-24 Polycondensation catalysts for im-
US3194794A (en) * 1960-01-27 1965-07-13 Eastman Kodak Co Process of preparing polymers of nuclearly polychlorinated aromatic dicarboxylic acids and diamines having at least 4 carbons
US3245955A (en) * 1960-09-14 1966-04-12 Hoechst Ag Process for the manufacture of fibers and filaments of polyethylene terephthalate
US3313781A (en) * 1963-04-26 1967-04-11 Beck & Co Gmbh Dr High molecular weight polyester suitable for use as electrically insulating material, and method of making the same
US4814366A (en) * 1986-10-07 1989-03-21 Mitsubishi Chemical Industries Limited Thermoplastic polyester resin composition

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