GB891206A - Improvements in or relating to a composition containing diallylidene pentaerythritol - Google Patents

Improvements in or relating to a composition containing diallylidene pentaerythritol

Info

Publication number
GB891206A
GB891206A GB17404/60A GB1740460A GB891206A GB 891206 A GB891206 A GB 891206A GB 17404/60 A GB17404/60 A GB 17404/60A GB 1740460 A GB1740460 A GB 1740460A GB 891206 A GB891206 A GB 891206A
Authority
GB
United Kingdom
Prior art keywords
pentaerythritol
acid
hydroxyl groups
ester
prepared
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
GB17404/60A
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.)
Hercules Powder Co
Original Assignee
Hercules Powder Co
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 Hercules Powder Co filed Critical Hercules Powder Co
Publication of GB891206A publication Critical patent/GB891206A/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
    • C08G4/00Condensation polymers of aldehydes or ketones with polyalcohols; Addition polymers of heterocyclic oxygen compounds containing in the ring at least once the grouping —O—C—O—
    • 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
    • C08G63/46Polyesters chemically modified by esterification
    • 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
    • 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
    • C08G63/87Non-metals or inter-compounds thereof
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06Unsaturated polyesters having carbon-to-carbon unsaturation

Abstract

A reactive composition comprises (1) diallylidene pentaerythritol, i.e. the compound of formula <FORM:0891206/IV (a)/1> (2) an ester produced by reaction of ingredients including a polyhydric alcohol and a polycarboxylic acid, said ester comprising from 10 to 30% free primary hydroxyl groups and having more than two such hydroxyl groups per molecule and (3) an acid-acting catalyst, components (1) and (2) being present in approximately stoichiometrically equivalent amounts. The esters are prepared from a single polyhydric alcohol possessing at least three primary hydroxyl groups or a mixture of polyhydric alcohols averaging at least about 3 hydroxyl groups per molecule; specified alcohols include ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, 1,4-butanediol, 1,5-pentanediol, glycerol, trimethylol ethane, trimethylol propane, pentaerythritol, dipentaerythritol, mannitol and sorbitol, the dihydric alcohols being only used in mixtures. Specified polycarboxylic acids used to prepare the polyesters are maleic, fumaric, succinic, adipic, phthalic, citric, sebacic and azaleic; the anhydrides of these acids and their esters with alkanols of 1-4 carbon atoms may also be used. Acid-acting catalysts mentioned are sulphuric acid, p-toluenesulphonic acid and diethyl sulphate. In Example 1, a balsamic ester is prepared from maleic anhydride, ethylene glycol and pentaerythritol and mixed with diallylidene pentaerythritol dissolved in isopropanol, water and sulphuric acid to give a homogeneous film-forming composition which was cast on a glass plate and baked to give a hard, tough, mar-resistant and water-insensitive film. In Example 4 the polyester used is bis-(pentaerythritol) sebacate. Coating compositions can be prepared using an alcohol, ester or a ketone as the solvent but aqueous solutions and also suspensions are preferred. The aqueous systems may also be used as impregnating, sizing or bonding compositions. They may also be used in conjunction with other film-formers such as methyl cellulose and gum arabic. The reactive compositions per se may be cast or moulded into solid objects.
GB17404/60A 1959-05-21 1960-05-17 Improvements in or relating to a composition containing diallylidene pentaerythritol Expired GB891206A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US891206XA 1959-05-21 1959-05-21

Publications (1)

Publication Number Publication Date
GB891206A true GB891206A (en) 1962-03-14

Family

ID=22215801

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17404/60A Expired GB891206A (en) 1959-05-21 1960-05-17 Improvements in or relating to a composition containing diallylidene pentaerythritol

Country Status (1)

Country Link
GB (1) GB891206A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954716A (en) 1971-09-08 1976-05-04 Bayer Aktiengesellschaft Process for the preparation of polyesters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954716A (en) 1971-09-08 1976-05-04 Bayer Aktiengesellschaft Process for the preparation of polyesters

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