GB1086999A - Improvements in or relating to a paint composition for rubber - Google Patents
Improvements in or relating to a paint composition for rubberInfo
- Publication number
- GB1086999A GB1086999A GB4608065A GB4608065A GB1086999A GB 1086999 A GB1086999 A GB 1086999A GB 4608065 A GB4608065 A GB 4608065A GB 4608065 A GB4608065 A GB 4608065A GB 1086999 A GB1086999 A GB 1086999A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- polyester
- diisocyanate
- sulphur
- mol
- 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
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
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/918—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
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/68—Unsaturated polyesters
- C08G18/683—Unsaturated polyesters containing cyclic groups
-
- 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
- C08G18/83—Chemically modified polymers
- C08G18/87—Chemically modified polymers by sulfur
-
- 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
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Paints Or Removers (AREA)
Abstract
A coating composition for rubber comprises a polyester derived from (a) at least one aliphatic dicarboxylic acid and at least one aromatic dicarboxylic acid amounting to 5-30 mol. per cent of the total acid, and (b) a mixture of di-and/or tri-functional alcohols of which 10-80 mol. per cent is a di- or tri-functional alcohol containing a b ,g -alkenyloxy group or an equivalent glycidyl compound, the overall ratio of OH:COOH being 1-1.17:1, or a polyurethane derived from said polyester when component (b) is used in excess by reaction with a diisocyanate equivalent to the excess OH groups, together with sulphur, a vulcanization accelerator, a pigment and a diluent solvent. Suitable components for the polyester are (a) adipic, succinic and sebacic acids; phthalic anhydride, isophthalic and terephthalic acids; carboxyl-ended polyesters and polylactones, and (b) ethylene glycol, di- and tri-ethylene glycols, propylene glycol, trimethylolethane, trimethylolpropane, hexane triol and glycerol or unsaturated fatty acid monoglycerides, hydroxy -terminated polyesters, polyethers or polylacton diols, and hydroxy-terminated diisocyanate prepolymers of these; a - and b -allyloxypropane diol, trimethylolpropane monoallyl ether and allyl glycidyl ether. Suitable diisocyanates include toluene diisocyanate, diphenylmethane diisocyanate and NCO-terminated prepolymer of these with hydroxy-polymers, e.g. e -caprolactone polyester of M.W. 600-1200 or a polyether glycol of M.W. 400-1200, using 1.5-2 moles diisocyanate per mole of polymer. The sulphur may amount to 2-15 wt. per cent of the polymer vehicle, and the preferred accelerator is mercaptobenzthiazole. In Examples diethylene glycol and a -allyloxypropane diol or trimethylolpropane monoallyl ether or allyl glycidyl ether and, optionally, dehydrated castor oil monoglyceride are heated with adipic acid and phthalic anhydride or isophthalic acid to give polyesters. In Example 4, the diethylene glycol is pre-reacted with some diphenylmethane diisocyanate. In Examples 1, 3, 5 and 6, the polyester is further reacted with toluene diisocyanate, diphenylmethane diisocyanate or prepolymer from 2 mols. of the latter with 1 mol. of poly-e -caprolactone. Coating compositions contain solutions of these polymers in ethyl acetate or ethoxyethyl acetate mixed with ethyl and/or butyl acetate and/or butoxyethanol and sulphur, mercaptobenzthiazole, stearic acid, zinc white, rutile or anatase TiO2 or carbon black and, optionally, dehydrated silicic acid or zinc diethyl dithiocarbamate.ALSO:A coating composition for rubber comprises a polyester derived from (a) at least one aliphatic dicarboxylic acid and at least one aromatic dicarboxylic acid, the latter amounting to 5-30 mol % of the total acid, and (b) a mixture of diols and/or triols of which 10-80 mol % is a diol or triol (or equivalent glycidyl compound) containing a b :g -alkenyloxy group, the overal ratio of OH:COOH being 1.0-1.7:1, or a polyurethane derived from a polyisocyanate and said polyester when excess OH is present, together with sulphur (e.g. 2-15 wt % of the polymer), a vulcanization accelerator (e.g. mercaptobenzthiazole) a pigment and a diluent solvent. (see Division C3). In Examples polyesters are derived from diethylene glycol, a -allyloxypropane diol or trimethylolpropane monoallyl ether or glycidyl allyl ether, and, optionally, dehydrated castor oil monoglyceride, with adipic acid and phthalic anhydride or isophthalic acid. These may further be reacted with toluene diisocyanate, diphenylmethane diisocyanate or prepolymers thereof. The product polyesters and polyurethanes are dissolved in ether alcohols and acetates and mixed with sulphur, mercaptobenzthiazole, stearic acid, zinc white, rutile or anatase TiO2 or C black and, optionally, dehydrated silicic acid or zinc diethyl dithiocarbamate. The coating compositions are coated onto vulcanized rubber and cured.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6445664 | 1964-11-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1086999A true GB1086999A (en) | 1967-10-11 |
Family
ID=13258748
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4608065A Expired GB1086999A (en) | 1964-11-14 | 1965-11-01 | Improvements in or relating to a paint composition for rubber |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1595851A1 (en) |
GB (1) | GB1086999A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10752811B2 (en) | 2015-08-18 | 2020-08-25 | 3M Innovative Properties Company | Polyester compositions |
EP3337869B1 (en) * | 2015-08-18 | 2021-01-06 | 3M Innovative Properties Company | Chemical-resistant polyester pressure-sensitive adhesive |
-
1965
- 1965-11-01 GB GB4608065A patent/GB1086999A/en not_active Expired
- 1965-11-13 DE DE19651595851 patent/DE1595851A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
DE1595851A1 (en) | 1969-09-18 |
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