GB773897A - Production of synthetic resinous condensation products and adhesives - Google Patents
Production of synthetic resinous condensation products and adhesivesInfo
- Publication number
- GB773897A GB773897A GB22903/54A GB2290354A GB773897A GB 773897 A GB773897 A GB 773897A GB 22903/54 A GB22903/54 A GB 22903/54A GB 2290354 A GB2290354 A GB 2290354A GB 773897 A GB773897 A GB 773897A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- hydroxides
- normal
- ethyl
- catalyst
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
In making a resinous condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic poly-isocyanate or -isothiocyanate with an organic compound containing a plurality of substituents containing active hydrogen atoms, an oxide, hydroxide, or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction. Long lists of reactants are given of which (a) cellulose, cellulose esters of acetic, propionic, butyric and nitric acids, cellulose mixed esters, methyl, ethyl, carboxylated and regenerated celluloses, and (b) polyvinyl alcohol acetate and propionate, polyvinyl acetal, polyvinyl ketals, polymers of acrylic, methacrylic and fumaric acids, and synthetic rubbers, e.g. neoprene and butadiene and substituted butadiene polymers and copolymers form two small groups exemplary of compounds containing active hydrogen. Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyltrimethyl-, tetramethyl-, trimethylphenyl- and tetraethyl-ammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline. The catalyst is usually used in amount of 0.001 to 5 per cent by weight of the reactants. The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethylketone, ethyl acetate and amyl acetate, diluents or plasticisers, at normal, subor super-atmospheric pressures and at normal or elevated temperatures. In examples are given the curing rates of the condensation product of polyethylene glycol and tolylene diisocyanate (1) with different amounts of benzyltrimethylammonium hydroxide; (2) with different catalysts; and (3) with and without potassium hydroxide as catalyst. The products are useful in the production of films, fibres, textile finishing agents, bristles and coating or moulding compositions, bubble-free resins, resinous foams, potting resins, protective coatings, paints, varnishes, lacquers, laminates, vibration suppressors, radomes, abrasive articles, sound, heat and electrical insulators, condensers, insulating-rods and bushings, coil forms, coil mounting strips, safety glass, plastic articles, packaging materials and adhesives. Specification 486,878, [Group V], and U.S.A. Specifications 1,640,363, 1,915,808, 1,988,448 and 2,060,175 are referred to.ALSO:In making a condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic poly-isocyanate or -isothiocyanate with a starch, dextrine or a protein or protein-like material, e.g. gelatine, casein, zein or leather, an oxide, hydroxide or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction. A long list of poly-isocyanates and -isothiocyanates is given. Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyl-trimethyl-, tetramethyl -, trimethylphenyl - and tetraethyl - ammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline. The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethyl-ketone, ethyl acetate and amyl acetate, diluents or plasticisers, at normal, sub-or super-atmospheric pressures and at normal or elevated temperatures.ALSO:In making a resinous condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic polyisocyanate or -isothiocyanate with natural rubber, balata, gutta percha, modified rubber or neoprene, an oxide, hydroxide or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction. A long list of isocyanates and isothiocyanates is given. Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyltrimethyl-, tetramethyl-, trimethylphenyl- and tetraethylammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline. The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethylketone, ethyl acetate and amyl acetate, diluents or plasticizers, at normal sub- or superatmospheric pressures and at normal, or elevated temperatures.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US773897XA | 1953-08-07 | 1953-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB773897A true GB773897A (en) | 1957-05-01 |
Family
ID=22137769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22903/54A Expired GB773897A (en) | 1953-08-07 | 1954-08-06 | Production of synthetic resinous condensation products and adhesives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB773897A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3011984A (en) * | 1957-06-14 | 1961-12-05 | Exxon Research Engineering Co | Oxonation of butyl rubber and covulcanization products of same with natural rubber or butadiene-styrene copolymer |
| US3040002A (en) * | 1957-06-27 | 1962-06-19 | Exxon Research Engineering Co | Isocyanates |
| US3050489A (en) * | 1958-03-26 | 1962-08-21 | Exxon Research Engineering Co | Method of stabilizing oxidized drying oils for isocyanate-sulphur dioxide curing |
| US3108100A (en) * | 1957-06-12 | 1963-10-22 | Ici Ltd | Polymerization of organic isocyanates with organic hydroxides |
| US3207709A (en) * | 1958-09-05 | 1965-09-21 | Bayer Ag | Preparation of cellular polyurethane plastics |
| US3346524A (en) * | 1963-06-24 | 1967-10-10 | Allied Chem | Gloss retaining urethane coating composition |
| US3349049A (en) * | 1963-09-30 | 1967-10-24 | Emery Industries Inc | Urethane coatings from hydroxyl terminated polyesters prepared from dimer acids |
-
1954
- 1954-08-06 GB GB22903/54A patent/GB773897A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3108100A (en) * | 1957-06-12 | 1963-10-22 | Ici Ltd | Polymerization of organic isocyanates with organic hydroxides |
| US3011984A (en) * | 1957-06-14 | 1961-12-05 | Exxon Research Engineering Co | Oxonation of butyl rubber and covulcanization products of same with natural rubber or butadiene-styrene copolymer |
| US3040002A (en) * | 1957-06-27 | 1962-06-19 | Exxon Research Engineering Co | Isocyanates |
| US3112984A (en) * | 1957-06-27 | 1963-12-03 | Exxon Research Engineering Co | Waterproofing agents and waterproofed materials |
| US3050489A (en) * | 1958-03-26 | 1962-08-21 | Exxon Research Engineering Co | Method of stabilizing oxidized drying oils for isocyanate-sulphur dioxide curing |
| US3207709A (en) * | 1958-09-05 | 1965-09-21 | Bayer Ag | Preparation of cellular polyurethane plastics |
| US3346524A (en) * | 1963-06-24 | 1967-10-10 | Allied Chem | Gloss retaining urethane coating composition |
| US3349049A (en) * | 1963-09-30 | 1967-10-24 | Emery Industries Inc | Urethane coatings from hydroxyl terminated polyesters prepared from dimer acids |
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