GB954086A - Process for the production of modified alkyd resins - Google Patents

Process for the production of modified alkyd resins

Info

Publication number
GB954086A
GB954086A GB2678361A GB2678361A GB954086A GB 954086 A GB954086 A GB 954086A GB 2678361 A GB2678361 A GB 2678361A GB 2678361 A GB2678361 A GB 2678361A GB 954086 A GB954086 A GB 954086A
Authority
GB
United Kingdom
Prior art keywords
acid
acids
hydroxy
formaldehyde
ester
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
GB2678361A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB954086A publication Critical patent/GB954086A/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
    • C08G63/40Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
    • C08G63/42Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
    • 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
    • C08G63/60Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
    • 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
    • C08G63/78Preparation processes
    • C08G63/82Preparation processes characterised by the catalyst used

Abstract

A process for the production of an alkyd resin comprises reacting a polycarboxylic acid and/or anhydride thereof with an epoxy alkyl ester of an a -mono-alkyl or a , a -dialkyl-alkane mono-carboxylic acid and/or a partial ester of a polyhydroxy compound and an a -monoalkyl or a , a -dialkyl-alkane monocarboxylic acid, which partial ester contains on an average more than one free hydroxyl group per molecule, and in addition with a hydroxy carboxylic acid and/or ester, lactide or lactone thereof, at least one trifunctional or polyfunctional compound being present in the reaction mixture. The hydroxy acids include glycollic, lactic, hydroxy-butyric or valeric, 12-hydroxy stearic, citric, malic and tartaric acids' esters of hydroxy carboxylic acids and glycerol, glycidol and other alcohols, hydrogenated castor oil and monoglycerides. The monocarboxylic acids containing a tertiary or quaternary carbon atom can be those produced by the processes of Specifications 871,278 and 873,738. Catalysts for the esterification are sulphuric, phosphoric and sulphonic acids, halides of boron, magnesium, zinc or aluminium, alkali metal hydroxides, amines, quaternary ammonium complexes and BF3 complexes. Colour and colour stability can be improved by treating the products with an oxidising agent the standard potential of which is at least 0.6 volt e.g. nitric acid, chlorates, bromates chlorites, hypochlorites, chromates, permanganates, chlorine, bromine, hydrogen peroxide and ozone. The products can be used in paints, lacquers and varnishes, with pigments, phenol, formaldehyde resins, urea-formaldehyde resins melamine-formaldehyde resins and thickeners. In examples the C9-11 acid used is obtained from a mixture of C8-10 alkenes, (unbranched, branched, and cyclic), and has an equivalent weight of 151.5 and contains 90% of acids in which the carboxyl group is attached to a quaternary carbon atom and 10% in which it is attached to a tertiary atom. Reacted together are (1) and (2) phthalic anhydride, glycerol, glycidyl esters of C9 to C11 monocarboxylic acids and 12-hydroxystearic acid, in xylene; (4) a similar mixture in which, however, glycollic acid replaces the 12-hydroxystearic acid and the product is heated with hydrogen peroxide. The resin of (1) is mixed with urea formaldehyde resin and titanium white to give a stoving enamel. Specifications 936,808, 942,465 and 946,432 also are referred to.ALSO:A process for covering articles with protective or decorative coatings is characterized in that for this purpose there are used alkyd resins obtained by reacting a polycarboxylic acid and/or anhydride thereof with an epoxy alkyl ester of an a -monoalkyl or a -dialkyl-alkane monocarboxylic acid and/or partial ester of a polyhydroxy compound and an a -mono alkyl or a ,a -dialkyl-alkane monocarboxylic acid, which partial ester contains on an average more than one free hydroxyl group per molecule, and in addition with a hydroxycarboxylic acid and/or ester, lactide or lactone thereof, at least one trifunctional or polyfunctional compound being present in the reaction mixture. Suitable components for the alkyds are specified (see Division C3). Pigments, diluents, phenol-formaldehyde, urea-formaldehyde and melamine-formaldehyde resins may also be added to the coatings. In an example (1) an alkyd prepared from phthalic anhydride, glycerol, glycidyl esters of C9 to C11 monocarboxylic acids branched at the alpha position and 12-hydroxy-stearic acid by heating in xylene is mixed with urea-formaldehyde resin and titanium white, applied to thin steel panels and baked at 150 DEG C. Specifications 871,278, 873,738, 936,808, 942,465 and 946,432 are referred to.
GB2678361A 1960-07-25 1961-07-24 Process for the production of modified alkyd resins Expired GB954086A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL254156 1960-07-25
NL260607 1961-01-30

Publications (1)

Publication Number Publication Date
GB954086A true GB954086A (en) 1964-04-02

Family

ID=29714411

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2678361A Expired GB954086A (en) 1960-07-25 1961-07-24 Process for the production of modified alkyd resins

Country Status (3)

Country Link
BE (1) BE606449A (en)
FR (1) FR1295843A (en)
GB (1) GB954086A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013169702A1 (en) * 2012-05-09 2013-11-14 Ppg Industries Ohio, Inc. Basecoat with improved adhesion to bioplastic
US10617617B1 (en) 2018-12-04 2020-04-14 Momentive Performance Materials Inc. Polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair
WO2020117516A1 (en) 2018-12-04 2020-06-11 Momentive Performance Materials Inc. Use of polycarboxylic acid compounds for the treatment of fibrous amino acid based substrates, especially hair
US11179312B2 (en) 2017-06-05 2021-11-23 Momentive Performance Materials Inc. Aqueous compositions for the treatment of hair

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1408141A (en) * 1971-12-09 1975-10-01 Laporte Ind Polymeric compositions

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013169702A1 (en) * 2012-05-09 2013-11-14 Ppg Industries Ohio, Inc. Basecoat with improved adhesion to bioplastic
US11179312B2 (en) 2017-06-05 2021-11-23 Momentive Performance Materials Inc. Aqueous compositions for the treatment of hair
US10617617B1 (en) 2018-12-04 2020-04-14 Momentive Performance Materials Inc. Polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair
WO2020117516A1 (en) 2018-12-04 2020-06-11 Momentive Performance Materials Inc. Use of polycarboxylic acid compounds for the treatment of fibrous amino acid based substrates, especially hair
WO2020117509A1 (en) 2018-12-04 2020-06-11 Momentive Performance Materials Inc. Polycarboxylic acid compounds for the treatment of fibrous amino acid based substrates, especially hair
US11090255B2 (en) 2018-12-04 2021-08-17 Momentive Performance Materials Inc. Use of polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair

Also Published As

Publication number Publication date
BE606449A (en)
FR1295843A (en) 1962-06-08

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