GB451278A - Improved manufacture of condensation products - Google Patents
Improved manufacture of condensation productsInfo
- Publication number
- GB451278A GB451278A GB37273/34A GB3727334A GB451278A GB 451278 A GB451278 A GB 451278A GB 37273/34 A GB37273/34 A GB 37273/34A GB 3727334 A GB3727334 A GB 3727334A GB 451278 A GB451278 A GB 451278A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- acid
- acids
- oxide
- salts
- 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
- C08G63/02—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
- C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/137—Acids or hydroxy compounds containing cycloaliphatic rings
-
- 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)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Resinous condensation products are prepared by heating hydroxyl-group-containing cycloaliphatic compounds which are substituted by perhydrogenated phenyl or substituted-phenyl residues containing alcoholic hydroxyl groups with polybasic carboxylic acids or their anhydrides. The hydroxy-compounds may be obtained by condensing phenols with aldehydes or ketones, followed by hydrogenation. There may also be used perhydrogenated di- and polyhydroxyphenyl, hydroxytolyl or hydroxyxylyl compounds, or those of the type of 4 : 4<1>-dihydroxydiphenyl. Acids specified are phthalic, naphthalic, oxalic, malonic, succinic, glutaric, adipic, methyladipic, pimelic, suberic, azelaic, sebacic, fumaric, maleic, dimalonic, aconitic, diglycollic, salicylacetic acids; thioether-dicarboxylic acids such as thiodiglycollic acid; tetrahydrophthalic, hydroxyphthalic, halogenphthalic, benzene - 1 - carboxylic - 2 - thioglycollic, trimellitic, hexahydrophthalic, naphthalene-1 : 8-dicarboxylic, diphenyldicarboxylic, benzophenone di- and polycarboxylic acids. There may also be incorporated at any stage, other synthetic resins or their raw materials, for example, phenols, aldehydes, ureas. It is possible to work with or without the presence of inert gases such as nitrogen, hydrogen or carbon dioxide; with azeotropic media; or below, at, or above atmospheric pressure. There may be present solvents: such as benzine, naphtha, solvent naphtha, kerosene; alcohols such as methyl alcohol, ethyl alcohol, n-butyl alcohol, isobutyl alcohol; or other compounds, such as acetone, ethyl acetate, n-butyl acetate, glycol diacetate, triacetin, diethyl, n-dibutyl and iso-diamyl oxalate, ethyl lactate, esters of tartaric acid, glycol ethers, such as glycol-methyl, glycolethyl and glycol-butyl ethers, ethylene glycoldiethyl ether, ethylene chlorohydrin, vinyl chloride (with the use of pressure), vinyl acetate, benzene, toluene, xylene, cymene, naphthalene, hydrogenated naphthalene, diphenyl, anthracene, indene, turpentine, benzyl alcohol, cyclohexanol, cresol, cumarone, camphor, saccharides, polysaccharides, alkylene oxides, halogen hydrins and also other ethers and esters. Accelerators specified are sulphuric acid, hydrochloric acid, boric acid, boric anhydride, silicic acid, phosphoric acid, aqueous sodium hydroxide, aqueous or alcoholic potash, ammonia; magnesium oxide, calcium oxide, barium oxide, aluminium oxide, zinc oxide, titanium oxide, iron oxide, lead oxide, and also the hydroxides of the said metals; alkali carbonates, alkali borates, alkali sulphides, ammonium chloride, calcium chloride and other calcium salts, barium salts, aluminium salts, zinc salts, copper salts; sulphur, halogens, zinc, iron, salts of organic carboxylic acids, such as sodium, calcium, barium and strontium, acetates, iron lactate, calcium phthalates, metal soaps and resin soaps. Softening agents may be added at any stage, for example, glycerol esters of high-molecular saturated or unsaturated fatty acids, and also semi - drying and drying oils, for example, tallow, fish oil, liver oil, sardine oil, cottonseed oil, wood oil, coconut oil, linseed oil, linseed oil varnish, maize oil, stand oil, poppyseed oil, olive oil, perilla oil, castor oil, soya bean oil and palm oil. Instead of the said oils and fats it is also possible to add the fatty acids contained in them, such as lauric, myristic, palmitic, stearic, oleic, linoleic, ricinenic, oleostearic, clupanodonic, wood oil and linseed oil acids. Further additions are resins, colophony, resin oils, fusion residues or resins, acaroid resins, dammar resin, kauri copal, Congo copal, Manilla copal, shellac, resinic acids, abietic acid, ethereal oils, turpentine, gums, isoprene, dipentene, terpenes, terpin hydrate, pinene, cedar wood oil, citronel oil, diterpene, camphor, camphoric acids, balsams, borneol, rubber latex and guttapercha. As well as the alcohols listed above as solvents there may be added other monohydric and polyhydric alcohols such as propyl, amyl, dodecyl, cetyl, allyl, polyvinyl, oleyl alcohols, cyclic alcohols, for example, methyl-cyclohexanol. Fillers mentioned are asbestos, mica, marble dust, chalk, talc, ochre, china clay, organic products such as wood flour, saw-dust, cork meal, cotton, tannin, asphalt, fatty acid distillation residues, cellulose esters and ethers, and nitro-cellulose. In examples: (1, 2, 3,) perhydrogenated 4 : 4<1>-dihydroxydiphenylmethane is heated with phthalic anhydride adipic acid, or a mixture of phthalic anhydride and linseed oil fatty acids, in the presence of boric acid; (4) a dihydroxydiphenylmethane prepared from phenol and formaldehyde in the presence of hydrochloric acid is hydrogenated in the presence of a catalyst containing nickel and the product heated with phthalic and boric anhydrides. The resin obtained may be heated with linseed oil; (5, 6, 7, 8) perhydrogenated 4 : 4<1> - dihydroxy - 6 : 6<1> - dimethyl - diphenylmethane (or the corresponding compounds containing ethyl, propyl, isopropyl, n- or iso-butyl, higher alkyl, e.g. dodecyl and hexadecyl, aryl and cycloalkyl groups) is heated with adipic acid (with or without linseed oil fatty acids) with maleic anhydride, or with sebacic acid; (9) a phenol-formaldehyde resin is hydrogenated in the presence of a catalyst containing nickel and the product heated with adipic acid; (10) phenol and formaldehyde are condensed in the presence of sulphuric acid, hydrogenated, and heated with adipic and linseed oil fatty acids. The condensation products, which have electrical-insulating and heat-resisting properties, may be used for lacquers, films, coatings for adhesives, and substitutes for natural resins. Also, an emulsion for use as a pigment vehicle may be prepared by mixing the product of example 4 with commercial linseed oil, stand oil, cobalt linoleate and xylol, and emulsifying in an ammoniacal casein solution. The Provisional Specification describes also as starting materials hydroxyl-group-containing cycloaliphatic compounds which are substituted by hydroxyl-containing residues in general.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB37273/34A GB451278A (en) | 1934-12-12 | 1934-12-29 | Improved manufacture of condensation products |
FR799255D FR799255A (en) | 1934-12-12 | 1935-12-09 | Process for manufacturing condensation products |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE799255X | 1934-12-12 | ||
GB37273/34A GB451278A (en) | 1934-12-12 | 1934-12-29 | Improved manufacture of condensation products |
Publications (1)
Publication Number | Publication Date |
---|---|
GB451278A true GB451278A (en) | 1936-07-29 |
Family
ID=25948606
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB37273/34A Expired GB451278A (en) | 1934-12-12 | 1934-12-29 | Improved manufacture of condensation products |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR799255A (en) |
GB (1) | GB451278A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2887468A (en) * | 1954-03-11 | 1959-05-19 | Eastman Kodak Co | Copolyesters of a glycol, a dicarboxylic acid and a hydroxy carboxylic acid |
US3220977A (en) * | 1961-09-14 | 1965-11-30 | Eastman Kodak Co | Linear polyesters from 4,4'-(cyclohexylmethylene)diphenols |
EP0108540A1 (en) * | 1982-11-01 | 1984-05-16 | The Procter & Gamble Company | Preparation of phenyl esters in the presence of boric anhydride |
CN114014958A (en) * | 2021-11-09 | 2022-02-08 | 湖南松井先进表面处理与功能涂层研究院有限公司 | Preparation method and application of hydroxylated eucommia ulmoides gum |
-
1934
- 1934-12-29 GB GB37273/34A patent/GB451278A/en not_active Expired
-
1935
- 1935-12-09 FR FR799255D patent/FR799255A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2887468A (en) * | 1954-03-11 | 1959-05-19 | Eastman Kodak Co | Copolyesters of a glycol, a dicarboxylic acid and a hydroxy carboxylic acid |
US3220977A (en) * | 1961-09-14 | 1965-11-30 | Eastman Kodak Co | Linear polyesters from 4,4'-(cyclohexylmethylene)diphenols |
EP0108540A1 (en) * | 1982-11-01 | 1984-05-16 | The Procter & Gamble Company | Preparation of phenyl esters in the presence of boric anhydride |
CN114014958A (en) * | 2021-11-09 | 2022-02-08 | 湖南松井先进表面处理与功能涂层研究院有限公司 | Preparation method and application of hydroxylated eucommia ulmoides gum |
Also Published As
Publication number | Publication date |
---|---|
FR799255A (en) | 1936-06-10 |
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