GB500348A - Improvements in or relating to synthetic resinous compositions - Google Patents
Improvements in or relating to synthetic resinous compositionsInfo
- Publication number
- GB500348A GB500348A GB13004/37A GB1300437A GB500348A GB 500348 A GB500348 A GB 500348A GB 13004/37 A GB13004/37 A GB 13004/37A GB 1300437 A GB1300437 A GB 1300437A GB 500348 A GB500348 A GB 500348A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- acid
- oils
- maleic anhydride
- parts
- 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
- 239000000203 mixture Substances 0.000 title abstract 4
- 239000003921 oil Substances 0.000 abstract 13
- 235000019198 oils Nutrition 0.000 abstract 13
- 239000002253 acid Substances 0.000 abstract 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 4
- 239000000020 Nitrocellulose Substances 0.000 abstract 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 3
- 235000021388 linseed oil Nutrition 0.000 abstract 3
- 239000000944 linseed oil Substances 0.000 abstract 3
- 229920001220 nitrocellulos Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- 244000068988 Glycine max Species 0.000 abstract 2
- 235000010469 Glycine max Nutrition 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 229910052740 iodine Inorganic materials 0.000 abstract 2
- 239000011630 iodine Substances 0.000 abstract 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 2
- 150000003626 triacylglycerols Chemical class 0.000 abstract 2
- 239000002966 varnish Substances 0.000 abstract 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 abstract 1
- 241000273930 Brevoortia tyrannus Species 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- 241000219146 Gossypium Species 0.000 abstract 1
- 240000006240 Linum usitatissimum Species 0.000 abstract 1
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
- 240000007817 Olea europaea Species 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- 241001125046 Sardina pilchardus Species 0.000 abstract 1
- 244000000231 Sesamum indicum Species 0.000 abstract 1
- 235000003434 Sesamum indicum Nutrition 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 235000013985 cinnamic acid Nutrition 0.000 abstract 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical class C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- 235000012343 cottonseed oil Nutrition 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 150000002194 fatty esters Chemical class 0.000 abstract 1
- 235000004426 flaxseed Nutrition 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000011976 maleic acid Substances 0.000 abstract 1
- 239000001630 malic acid Substances 0.000 abstract 1
- 235000011090 malic acid Nutrition 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000004006 olive oil Substances 0.000 abstract 1
- 235000008390 olive oil Nutrition 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 235000019512 sardine Nutrition 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 abstract 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
- C04B41/61—Coating or impregnation
- C04B41/62—Coating or impregnation with organic materials
-
- 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
- C08G63/46—Polyesters chemically modified by esterification
- C08G63/48—Polyesters chemically modified by esterification by unsaturated higher fatty oils or their acids; by resin acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D191/00—Coating compositions based on oils, fats or waxes; Coating compositions based on derivatives thereof
- C09D191/005—Drying oils
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F7/00—Chemical modification of drying oils
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Ceramic Engineering (AREA)
- Structural Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
500,348. Synthetic resinous compositions. PINCHIN, JOHNSON, & CO., Ltd., BEVAN, E. A., and TERVET, J. R. May 6, 1937, No. 13004. [Class 2 (iii)] [Also in Group III] A process for preparing synthetic resinous compositions consists in heating to above 180‹ C., a mixture of an oil or oils containing less than ten per cent of bodies having conjugated double bond linkages, or of the acids derived from such oils by hydrolysis, with a carboxylic acid or a derivative thereof containing the alpha-# enal grouping -C=C-C=O, | or with a carboxylic acid which readily gives rise to a compound having such grouping on heating, in which at least one molecular proportion of such carboxylic acid or such derivative is employed for each molecular proportion of oil or for each three molecular proportions of the acid derived from such oil, as the oils are triglycerides. Examples of such oils are triglyceride esters of unsaturated fatty acids which have twelve or more carbon atoms, such as linseed, soya bean, cotton seed, sesame, olive menhaden and sardine oils. Examples' of the acid containing the alpha-# enal grouping are maleic and cinnamic acids. In an example, 140 parts by weight of varnish linseed oil were mixed with 49 parts by weight of maleic anhydride in a glass vessel through which a stream of carbon dioxide was passed. The whole was immersed in an oil bath and heated to 220‹ C. for two hours. A clear strawcoloured viscous mass was obtained of acid value 117, iodine value 105 (original iodine value of the oil was 185). The product is readily compatible with nitrocellulose and yields a flexible tough film with good adhesion to smooth surfaces. If 50 parts of varnish linseed oil are heated to 220‹ C. with 34 parts by weight of maleic anhydride, a hard brittle resin results, which is also compatible with nitrocellulose. Other examples describe the preparation of resins from linseed oil, soya bean oil, olive oil or cotton seed oil with maleic anhydride, the dibutyl ester of maleic acid or malic acid, all of which are compatible with nitrocellulose and readily soluble in aromatic hydrocarbons. The products range from viscose oils to hard brittle resins depending on the degree of unsaturation of the fatty ester or acid, and the proportion of maleic anhydride or like compound. The viscous oil products have quick-drying properties.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB13004/37A GB500348A (en) | 1937-05-06 | 1937-05-06 | Improvements in or relating to synthetic resinous compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB13004/37A GB500348A (en) | 1937-05-06 | 1937-05-06 | Improvements in or relating to synthetic resinous compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB500348A true GB500348A (en) | 1939-02-06 |
Family
ID=10015066
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13004/37A Expired GB500348A (en) | 1937-05-06 | 1937-05-06 | Improvements in or relating to synthetic resinous compositions |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB500348A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1048272B (en) * | 1953-02-20 | 1959-01-08 | Konink Stearine Kaarsenfabriek | Process for the manufacture of fatty acid adducts |
| DE1062697B (en) * | 1955-10-14 | 1959-08-06 | Monsanto Chemicals | Process for the production of addition compounds from higher unsaturated fatty acid alkyl esters and fumaric acid alkyl esters |
| DE973398C (en) * | 1954-05-29 | 1960-02-11 | Dehydag | Softening and gelatinizing agents |
| US3300424A (en) * | 1961-04-12 | 1967-01-24 | Vianova Kunstharz Ag | Process for the production of hardenable products by multiesterification |
| DE1293369B (en) * | 1960-07-16 | 1969-04-24 | Dorst Willem | Process for the preparation of water dispersible binders |
| DE1301866B (en) * | 1960-07-16 | 1969-08-28 | Dorst Willem | Process for the production of binders dispersible in water with styrenated oils |
-
1937
- 1937-05-06 GB GB13004/37A patent/GB500348A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1048272B (en) * | 1953-02-20 | 1959-01-08 | Konink Stearine Kaarsenfabriek | Process for the manufacture of fatty acid adducts |
| DE973398C (en) * | 1954-05-29 | 1960-02-11 | Dehydag | Softening and gelatinizing agents |
| DE1062697B (en) * | 1955-10-14 | 1959-08-06 | Monsanto Chemicals | Process for the production of addition compounds from higher unsaturated fatty acid alkyl esters and fumaric acid alkyl esters |
| DE1293369B (en) * | 1960-07-16 | 1969-04-24 | Dorst Willem | Process for the preparation of water dispersible binders |
| DE1301866B (en) * | 1960-07-16 | 1969-08-28 | Dorst Willem | Process for the production of binders dispersible in water with styrenated oils |
| DE1293369C2 (en) * | 1960-07-16 | 1979-03-22 | Shell International Research Maatschappij B.V, Den Haag (Niederlande) | PROCESS FOR THE PRODUCTION OF BINDERS DISPERSIBLE IN WATER |
| US3300424A (en) * | 1961-04-12 | 1967-01-24 | Vianova Kunstharz Ag | Process for the production of hardenable products by multiesterification |
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