GB714432A - Improvements in or relating to the manufacture of vinyl copolymers - Google Patents
Improvements in or relating to the manufacture of vinyl copolymersInfo
- Publication number
- GB714432A GB714432A GB19078/51A GB1907851A GB714432A GB 714432 A GB714432 A GB 714432A GB 19078/51 A GB19078/51 A GB 19078/51A GB 1907851 A GB1907851 A GB 1907851A GB 714432 A GB714432 A GB 714432A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- butyl
- per cent
- catechol
- styrene
- 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—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 an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F242/00—Copolymers of drying oils with other monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
- C09D125/00—Coating compositions based on 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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
-
- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Vinyl compounds, e.g. styrene, a -methyl styrene, a mixture thereof, vinyl acetate, butyrate and propionate, vinyl chloride, p acrylic acid esters and acrylonitrile, are copolymerized with unbodied, non-conjugated, unsaturated drying or semidrying fatty acids, their esters or partial esters, with one or more polyhydric alcohols, or combined with polybasic acids as oil modified alkyd resins, by heating at 325 DEG to 550 DEG F. in the presence of from 0.002 to 3.5 per cent. by weight of the vinyl compound, of a non-metallic reducing polymerization inhibitor and from traces up to 5 per cent. of a non-metallic oxidizing polymerization catalyst. The fatty acids may be derived from linseed, soya bean, flax, chia, perilla, safflower, sunflower, menhaden, and sardine oils and may be modified with dibasic acids or anhydrides free from ethylenic unsaturation, e.g. malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, and phthalic acids, conjugated drying oil fatty acids (not more than 20 per cent.) and saturated fatty oil acids. Excess acidity may be removed by esterification with polyhydric alcohols such as glycol, glycerine, pentaerythritol, di- and polypenta-erythritols, mannitol, sorbitol, and poly-allyl alcohols. Oil-modified alkyd resins with not more than one part of china wood oil to four parts of non-conjugated oil may also be used. The oxidizing catalysts include oxygen, air, sulphur dioxide, hydrogen, di-t-butyl, and benzoyl peroxides, cumene hydroperoxide, anthraquinone, b -chloro-anthraquinone, benzo-, naphtha-, and anthraquinones and retene quinone and the reducing inhibitors may be alkyl mercaptans, e.g. n-amyl, hexyl to t-dodecyl mercaptans such as octyl, and t-hexadecyl mercaptans, hydroquinone, nonyl alcohol, benzidine, t-butyl-catechol, acetaldoxime, guiacol, p-phenylene diamine, resorcinol, phenyl naphthylamine and 2-4-diamino-azobenzene. The vinyl compound, which may be used in amounts of 10 to 100 per cent. of the fatty acids, may be added portionwise or continuously during the reaction. The product may be purified by blowing or by steam distillation and when pigmented may be used as a coating composition. Examples describe (1) and (2) the copolymerization of linseed oil or fatty acids with styrene using a sulphur-dioxide-benzidine or para-t-butyl-catechol catalyst combination and the preparation of an oil modified, glycerolphthalic anhydride alkyd resin using the styrenated oil; (4) a soyabean oil-pentaerythritol-phthalic anhydride alkyd resin reacted with styrene using cumene hydroperoxide, t-butyl catechol and t-dodecyl mercaptan; and (5) an alkyd resin derived from pentaerythritol and phthalic anhydride modified with soya, safflower, dehydrated castor, linseed, or fish oil, or 10 per cent. tung and 90 per cent. soya oil reacted with styrene with the following catalyst combinations, cumene hydroperoxide and para t-butyl catechol with t-dodecyl, n-amyl, or octyl mercaptan; di-t-butyl peroxide with para-t-butyl-catechol and t-dodecyl mercaptan; and anthraquinone with para-t-butyl catechol, t-dodecyl mercaptan or hydroquinone.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US714432XA | 1950-08-18 | 1950-08-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB714432A true GB714432A (en) | 1954-08-25 |
Family
ID=22101359
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB19078/51A Expired GB714432A (en) | 1950-08-18 | 1951-08-13 | Improvements in or relating to the manufacture of vinyl copolymers |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB714432A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3453224A (en) * | 1967-05-17 | 1969-07-01 | Ashland Oil Inc | Vinylation of fatty substances |
-
1951
- 1951-08-13 GB GB19078/51A patent/GB714432A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3453224A (en) * | 1967-05-17 | 1969-07-01 | Ashland Oil Inc | Vinylation of fatty substances |
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