GB896711A - Process for reducing the acid number of polyesters - Google Patents

Process for reducing the acid number of polyesters

Info

Publication number
GB896711A
GB896711A GB2873558A GB2873558A GB896711A GB 896711 A GB896711 A GB 896711A GB 2873558 A GB2873558 A GB 2873558A GB 2873558 A GB2873558 A GB 2873558A GB 896711 A GB896711 A GB 896711A
Authority
GB
United Kingdom
Prior art keywords
acid
glycol
polyester
oxide
propylene
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
GB2873558A
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.)
Hudson Foam Plastics Corp
Original Assignee
Hudson Foam Plastics 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
Priority to US524282A priority Critical patent/US2863855A/en
Application filed by Hudson Foam Plastics Corp filed Critical Hudson Foam Plastics Corp
Priority to GB2873558A priority patent/GB896711A/en
Priority to FR774780A priority patent/FR1273875A/en
Publication of GB896711A publication Critical patent/GB896711A/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
    • C08G63/02—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
    • C08G63/56—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds other than from esters thereof
    • C08G63/58—Cyclic ethers; Cyclic carbonates; Cyclic sulfites ; Cyclic orthoesters
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4291—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from polyester forming components containing monoepoxy compounds
    • 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
    • C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
    • C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
    • 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
    • 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
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used

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

Liquid polyesters have their acid numbers reduced to below 10 by esterifying their carboxyl groups with a mono-epoxide in an amount of about 80% to about 230% of the stoichiometric amount calculated on the basis that one epoxide group is equivalent to one carboxyl group, whereby the carboxyl groups are converted into ester groups containing at least one hydroxyl radical; the reaction being discontinued while limited substantially to said esterification. The polyesters are those obtained from a dicarboxylic acid and a glycol or a mixture of a glycol with a minor amount of a polyhydroxy compound containing more than two hydroxyl groups: they have a molecular weight of at least 1,000, an acid number above 10 and not substantially above 100 and a hydroxyl number substantially greater than the acid number. The mono-epoxide is ethylene-, propylene-, butylene-, cyclohexene-, styrene- or hydroxymethylethylene-oxide. Reaction is effected at 50 DEG -275 DEG C., possibly in the presence of a catalyst (e.g. a mineral acid or a salt thereof, naphthalene sulphonic acid, an oxide, carbonate or carboxylic acid salt of an alkali or alkaline earth metal, a tertiary amine or an ion-exchange resin). Examples describe reacting (1) A polyester of adipic acid, diethylene glycol and pentaerythritol with butylene oxide; (2) A polyester from succinic acid, triethylene glycol and trimethylol ethane with butylene oxide; (3) A polyester from maleic anhydride, succinic acid, trimethylol propane and triethylene glycol with propylene oxide; (4) A polyester from adipic acid, ethylene glycol and propylene glycol with ethylene oxide; (5) and (6) A polyester from adipic acid, diethylene glycol and trimethylol propane with propylene oxide; (7) A polyester from adipic acid, diethylene glycol and glycerol with styrene oxide; (8) A polyester from phthalic acid, pimelic acid, ethylene glycol and propylene glycol with glycidol. Specification 787,760 is referred to.
GB2873558A 1955-07-25 1958-09-08 Process for reducing the acid number of polyesters Expired GB896711A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US524282A US2863855A (en) 1955-07-25 1955-07-25 Method of making polyester composition
GB2873558A GB896711A (en) 1958-09-08 1958-09-08 Process for reducing the acid number of polyesters
FR774780A FR1273875A (en) 1958-09-08 1958-09-18 Composition of polyesters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2873558A GB896711A (en) 1958-09-08 1958-09-08 Process for reducing the acid number of polyesters

Publications (1)

Publication Number Publication Date
GB896711A true GB896711A (en) 1962-05-16

Family

ID=10280265

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2873558A Expired GB896711A (en) 1955-07-25 1958-09-08 Process for reducing the acid number of polyesters

Country Status (1)

Country Link
GB (1) GB896711A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3491066A (en) * 1967-07-10 1970-01-20 American Cyanamid Co Process for preparing a linear polyester resin having pendant alcoholic hydroxy groups
US4071504A (en) * 1975-05-02 1978-01-31 The Goodyear Tire & Rubber Company Process for producing low carboxyl polyester fibers and other articles
US4186116A (en) * 1977-06-24 1980-01-29 Bayer Aktiengesellschaft Air-drying and oven-drying acrylate lacquer binders
DE2842919A1 (en) * 1978-10-02 1980-04-03 Henkel Kgaa Hydroxy-free alkyd resin prepn. - by reacting fatty acid alkyd resin with glycide esp. used for water-dilutable lacquers
EP0416288A2 (en) * 1989-09-05 1991-03-13 Bridgestone/Firestone, Inc. Reduction of acidity of polyesters by melt reaction endcapping
CN113831505A (en) * 2021-11-02 2021-12-24 黄山新佳精细材料有限公司 High-gloss self-curing epoxy resin and preparation method and application thereof
CN114437324A (en) * 2021-12-23 2022-05-06 山东一诺威聚氨酯股份有限公司 Polyester polyol with low acid value and high molecular weight, and preparation method and application thereof

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3491066A (en) * 1967-07-10 1970-01-20 American Cyanamid Co Process for preparing a linear polyester resin having pendant alcoholic hydroxy groups
US4071504A (en) * 1975-05-02 1978-01-31 The Goodyear Tire & Rubber Company Process for producing low carboxyl polyester fibers and other articles
US4186116A (en) * 1977-06-24 1980-01-29 Bayer Aktiengesellschaft Air-drying and oven-drying acrylate lacquer binders
DE2842919A1 (en) * 1978-10-02 1980-04-03 Henkel Kgaa Hydroxy-free alkyd resin prepn. - by reacting fatty acid alkyd resin with glycide esp. used for water-dilutable lacquers
EP0416288A2 (en) * 1989-09-05 1991-03-13 Bridgestone/Firestone, Inc. Reduction of acidity of polyesters by melt reaction endcapping
EP0416288A3 (en) * 1989-09-05 1991-11-13 Bridgestone/Firestone, Inc. Reduction of acidity of polyesters by melt reaction endcapping
CN113831505A (en) * 2021-11-02 2021-12-24 黄山新佳精细材料有限公司 High-gloss self-curing epoxy resin and preparation method and application thereof
CN113831505B (en) * 2021-11-02 2024-02-06 黄山新佳精细材料有限公司 High-gloss self-curing epoxy resin and preparation method and application thereof
CN114437324A (en) * 2021-12-23 2022-05-06 山东一诺威聚氨酯股份有限公司 Polyester polyol with low acid value and high molecular weight, and preparation method and application thereof

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