GB852886A - A process for the manufacture of unsaturated polyesters and copolymers thereof - Google Patents

A process for the manufacture of unsaturated polyesters and copolymers thereof

Info

Publication number
GB852886A
GB852886A GB3911656A GB3911656A GB852886A GB 852886 A GB852886 A GB 852886A GB 3911656 A GB3911656 A GB 3911656A GB 3911656 A GB3911656 A GB 3911656A GB 852886 A GB852886 A GB 852886A
Authority
GB
United Kingdom
Prior art keywords
glycol
acids
styrene
diethylene glycol
acid
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
GB3911656A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst AG
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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB852886A publication Critical patent/GB852886A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66—Polyesters containing oxygen in the form of ether groups
    • C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/676—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

Unsaturated polyesters, copolymerizable with vinyl monomers to give resins of improved heat-resistance, bending strength, impact strength and shatter-proofness, are made by re-esterifying an alkyl ester of terephthalic acid or a substituted terephthalic acid (e.g. 2 : 5-dichloroterephthalic acid) with an aliphatic glycol to an extent of about 65-85% and at a temperature of about 120 DEG -200 DEG C., and thereafter adding an unsaturated dicarboxylic acid or anhydride and esterifying the remaining hydroxyl groups of the glycol at a higher temperature. The glycol may be ethylene glycol, diethylene glycol, 1 : 3-butylene glycol, 1 : 2 butylene glycol, 1 : 3-propanediol or 1 : 4-butenediol. Specified unsaturated dicarboxylic acids are fumaric, maleic, mesaconic, citraconic, itaconic and moconic acids. As additional polyester forming reactants, there may be used saturated acids (e.g. adipic or phthalic acids) and tri- or higher poly-hydric alcohols (e.g. glycerol or pentaerythritol). Reesterification may be effected in the presence of sodium methylate and the final esterification may be effected in the presence of xylene. Specified vinyl monomers are styrene, vinyl acetate, vinyl crotonate and acrylonitrile. In examples unsaturated polyesters were made from (1)-(4) Dimethyl terephthalate, ethylene glycol, diethylene glycol and fumaric acid or maleic anhydride; (5) Dimethyl terephthalate, 1 : 3- butylene glycol, diethylene glycol and maleic anhydride; (6) Dimethyl terephthalate, diethylene glycol, glycerol and maleic anhydride. All of these polyesters were copolymerized with styrene in the presence of a peroxide catalyst and an accelerator. The styrene was stabilized with hydroquinone or t-butyl pyrocatechol.
GB3911656A 1955-12-24 1956-12-21 A process for the manufacture of unsaturated polyesters and copolymers thereof Expired GB852886A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF19165A DE1017789B (en) 1955-12-24 1955-12-24 Process for the preparation of polymerization products

Publications (1)

Publication Number Publication Date
GB852886A true GB852886A (en) 1960-11-02

Family

ID=7089227

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3911656A Expired GB852886A (en) 1955-12-24 1956-12-21 A process for the manufacture of unsaturated polyesters and copolymers thereof

Country Status (5)

Country Link
CH (1) CH354252A (en)
DE (1) DE1017789B (en)
FR (1) FR1170749A (en)
GB (1) GB852886A (en)
NL (1) NL101836C (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4281074A (en) * 1977-09-02 1981-07-28 Polska Akademia Nauk, Zaklad Polimerow Process of manufacturing cured unsaturated polyester resins with a regular network structure
WO2003080704A1 (en) * 2002-03-18 2003-10-02 Arco Chemical Technology, L.P. Preparation of unsaturated polyesters
CN111892702A (en) * 2020-07-31 2020-11-06 广东百汇达新材料有限公司 Terephthalic acid type unsaturated polyester resin and preparation method thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3435094A (en) * 1968-02-14 1969-03-25 Ppg Industries Inc Ethylene glycol-based,organic solvent-resistant polyester resins
JPS4926714B1 (en) * 1970-12-10 1974-07-11

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4281074A (en) * 1977-09-02 1981-07-28 Polska Akademia Nauk, Zaklad Polimerow Process of manufacturing cured unsaturated polyester resins with a regular network structure
WO2003080704A1 (en) * 2002-03-18 2003-10-02 Arco Chemical Technology, L.P. Preparation of unsaturated polyesters
CN111892702A (en) * 2020-07-31 2020-11-06 广东百汇达新材料有限公司 Terephthalic acid type unsaturated polyester resin and preparation method thereof

Also Published As

Publication number Publication date
FR1170749A (en) 1959-01-16
NL101836C (en)
DE1017789B (en) 1957-10-17
CH354252A (en) 1961-05-15

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