GB583754A - New and improved synthetic resins - Google Patents

New and improved synthetic resins

Info

Publication number
GB583754A
GB583754A GB2378544A GB2378544A GB583754A GB 583754 A GB583754 A GB 583754A GB 2378544 A GB2378544 A GB 2378544A GB 2378544 A GB2378544 A GB 2378544A GB 583754 A GB583754 A GB 583754A
Authority
GB
United Kingdom
Prior art keywords
butanol
product
trichloride
oil
dissolved
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
Application number
GB2378544A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB2378544A priority Critical patent/GB583754A/en
Publication of GB583754A publication Critical patent/GB583754A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/91Polymers modified by chemical after-treatment
    • C08G63/914Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule

Abstract

A synthetic resin is prepared by heating an alkyd resin, which may be oil-modified or not, with the hydrolysis product of a compound of the formula RnSiX4-n, where R represents any substituted or unsubstituted hydrocarbon radical such as alkyl, e.g. methyl, ethyl, propyl, n- or i-butyl; cycloalkyl, e.g. cyclohexyl; aryl, e.g. phenyl, para-chlorphenyl and para-tolyl; or aralkyl, e.g. benzyl; X is a halogen, e.g. chlorine, bromine or iodine, or OR1- (where R1 is a hydrocarbon radical), e.g. methoxy, ethoxy, or phenoxy; and n is a whole number less than 3. Specified compounds of the above formula are methylsilicon trichloride, dimethylsilicon dichloride, diphenylsilicon dibromide, phenylethylsilicon dichloride, phenylsilicon trichloride, dibenzyl silicon dichloride, phenyltriethoxy silicane, diphenyldiethoxy silicane, cyclohexylsilicon trichloride and para-tolylsilicon trichloride. The alkyd resins may be glyceryl phthalates modified or not with linseed oil, castor oil or hydrogenated castor oil. The reaction is preferably carried out in a solvent, e.g. benzene, toluene, xylene or n-butanol. The product, dissolved in a solvent, e.g. butanol, with or without the incorporation of pigments, e.g. titanium dioxide, may be used as a coating composition. In examples: (1) castor-oil-modified glyceryl phthalate resin is reacted in xylene solution with the hydrolysis product of phenylsilicon trichloride and the product is dissolved in butanol; with the addition of titanium dioxide and xylene, an enamel is formed; (3) hydrogenated-castor-oil-modified glyceryl phthalate resin is reacted in xylene solution with the hydrolysis product of phenylsilicon trichloride; the product dissolved in butanol and titanium dioxide added to form a coating composition; (4) linseed-oil-modified glyceryl phthalate resin is reacted with the hydrolysis product of phenylsilicon trichloride in xylene solution, the product dissolved in butanol and xylene and pigmented with titanium dioxide forming a coating composition to which cobalt naphthenate may be added; (5) butanol-modified glyceryl adipate resin is reacted with the hydrolysis product of phenylsilicon trichloride in xylene solution, the product dissolved in butanol and xylene, and pigmented with titanium dioxide to form a coating composition; (6) castor-oil-modified glyceryl phthalate resin is reacted with the hydrolysis product of benzylsilicon trichloride in xylene solution and the product dissolved in butanol; (7) castor-oil-modified glycerylphthalate resin is reacted with the hydrolysis product of cyclohexyl silicon trichloride in xylene solution and the product is dissolved in butanol; (8) castor-oil-modified glycerylphthalate resin is reacted with xylene solution with the hydrolysis product of the reaction production of methyl magnesium chloride with silicon tetrachloride and butanol is added periodically when the mixture gels and the product is finally dissolved in butanol. The compounds formulated above may be obtained by treatment of the appropriate tetrahalogenosilicane or silicic acid ortho-ester with Grignard reagents, and may be hydrolysed by treatment with water, aqueous alkali or aqueous acid. In an example, phenylsilicon trichloride dissolved in ether is added slowly to ice-water with cooling. The ether layer, together with an ether extract of the aqueous layer, is washed with water, dried, and mixed with xylene and the ether evaporated. Specifications 542,655, 548,911, 548,912, 551,649 and 552,640 are referred to.
GB2378544A 1944-11-29 1944-11-29 New and improved synthetic resins Expired GB583754A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2378544A GB583754A (en) 1944-11-29 1944-11-29 New and improved synthetic resins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2378544A GB583754A (en) 1944-11-29 1944-11-29 New and improved synthetic resins

Publications (1)

Publication Number Publication Date
GB583754A true GB583754A (en) 1946-12-30

Family

ID=10201281

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2378544A Expired GB583754A (en) 1944-11-29 1944-11-29 New and improved synthetic resins

Country Status (1)

Country Link
GB (1) GB583754A (en)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2584342A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting siloxane-glycerine ester with acid ester of dicarboxylic acid and glycerine
US2584351A (en) * 1948-11-10 1952-02-05 Dow Corning Condensation of an organo silane with a polyhydric alcohol and thereafter with a polycarboxylic acid and product
US2584340A (en) * 1950-01-07 1952-02-05 Dow Corning Reaction of organosilane with glycerine-dicarboxylic acid ester and dicarboxylic acid
US2584341A (en) * 1950-01-07 1952-02-05 Dow Corning Process of reacting an organosilane, glycerine, and glycerine-dicarboxylic acid ester
US2584344A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting siloxane with glycerinedicarboxylic acid ester and thereafter with dicarboxylic acid
US2584343A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting polysiloxane with glycerine and thereafter with dicarboxylic acid and product
US2587295A (en) * 1952-02-26 Alkyd-polysiloxane resins
US2605243A (en) * 1947-05-26 1952-07-29 Frank J Sowa Modified alkyd resins from an alkyd resin and an alkoxy hydrocarbon silane
US2607755A (en) * 1948-12-04 1952-08-19 Libbey Owens Ford Glass Co Production of silicon-containing resins
US2624720A (en) * 1949-02-23 1953-01-06 Libbey Owens Ford Glass Co Silicon-containing alkyd resins
US2628215A (en) * 1949-09-28 1953-02-10 Dow Corning Phenyl methyl dialkoxy silane-polyhydric alcohol-dicarboxylic acid or anhydride reaction
US2663694A (en) * 1949-09-01 1953-12-22 Glidden Co Alkyd modified siloxane coating compositions
US2679491A (en) * 1951-02-08 1954-05-25 Gen Electric Waterproofing of cement and allied compositions
US2724704A (en) * 1955-11-22 Alkyd-silicone coaung
US2735825A (en) * 1956-02-21 Silicone-alkyd coating composition
DE1005484B (en) * 1952-06-24 1957-04-04 Owens Corning Fiberglass Corp Process for coating mineral fibers, in particular glass fibers
DE965767C (en) * 1951-05-31 1957-06-19 Dow Corning Process for the preparation of silicon alkyd resins
US2801189A (en) * 1952-10-08 1957-07-30 Owens Corning Fiberglass Corp Glass fiber article and process of plural coated fiber and process of preparation
DE1013817B (en) * 1951-12-21 1957-08-14 Dow Corning Air-drying coating agents based on silicone alkyd resins
DE967964C (en) * 1953-10-23 1958-01-02 Union Carbide Corp Process for the preparation of alkyd resins modified with organosiloxanes
DE1119355B (en) * 1956-06-08 1961-12-14 Westinghouse Electric Corp Binder for electrical insulating foils containing mica
DE1178540B (en) * 1952-09-27 1964-09-24 Bayer Ag Polyester siloxane stoving enamels
US11104762B2 (en) 2013-12-17 2021-08-31 Valspar Sourcing, Inc. Silicone-modified polyester coating
CN115477893A (en) * 2022-10-18 2022-12-16 山东奔腾漆业股份有限公司 Preparation method of water-based alkyd anticorrosive paint

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2587295A (en) * 1952-02-26 Alkyd-polysiloxane resins
US2724704A (en) * 1955-11-22 Alkyd-silicone coaung
US2735825A (en) * 1956-02-21 Silicone-alkyd coating composition
US2605243A (en) * 1947-05-26 1952-07-29 Frank J Sowa Modified alkyd resins from an alkyd resin and an alkoxy hydrocarbon silane
US2584351A (en) * 1948-11-10 1952-02-05 Dow Corning Condensation of an organo silane with a polyhydric alcohol and thereafter with a polycarboxylic acid and product
US2607755A (en) * 1948-12-04 1952-08-19 Libbey Owens Ford Glass Co Production of silicon-containing resins
US2624720A (en) * 1949-02-23 1953-01-06 Libbey Owens Ford Glass Co Silicon-containing alkyd resins
US2663694A (en) * 1949-09-01 1953-12-22 Glidden Co Alkyd modified siloxane coating compositions
US2628215A (en) * 1949-09-28 1953-02-10 Dow Corning Phenyl methyl dialkoxy silane-polyhydric alcohol-dicarboxylic acid or anhydride reaction
US2584343A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting polysiloxane with glycerine and thereafter with dicarboxylic acid and product
US2584344A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting siloxane with glycerinedicarboxylic acid ester and thereafter with dicarboxylic acid
US2584341A (en) * 1950-01-07 1952-02-05 Dow Corning Process of reacting an organosilane, glycerine, and glycerine-dicarboxylic acid ester
US2584342A (en) * 1950-01-07 1952-02-05 Dow Corning Reacting siloxane-glycerine ester with acid ester of dicarboxylic acid and glycerine
US2584340A (en) * 1950-01-07 1952-02-05 Dow Corning Reaction of organosilane with glycerine-dicarboxylic acid ester and dicarboxylic acid
US2679491A (en) * 1951-02-08 1954-05-25 Gen Electric Waterproofing of cement and allied compositions
DE965767C (en) * 1951-05-31 1957-06-19 Dow Corning Process for the preparation of silicon alkyd resins
DE1013817B (en) * 1951-12-21 1957-08-14 Dow Corning Air-drying coating agents based on silicone alkyd resins
DE1005484B (en) * 1952-06-24 1957-04-04 Owens Corning Fiberglass Corp Process for coating mineral fibers, in particular glass fibers
DE1178540B (en) * 1952-09-27 1964-09-24 Bayer Ag Polyester siloxane stoving enamels
US2801189A (en) * 1952-10-08 1957-07-30 Owens Corning Fiberglass Corp Glass fiber article and process of plural coated fiber and process of preparation
DE967964C (en) * 1953-10-23 1958-01-02 Union Carbide Corp Process for the preparation of alkyd resins modified with organosiloxanes
DE1119355B (en) * 1956-06-08 1961-12-14 Westinghouse Electric Corp Binder for electrical insulating foils containing mica
US11104762B2 (en) 2013-12-17 2021-08-31 Valspar Sourcing, Inc. Silicone-modified polyester coating
CN115477893A (en) * 2022-10-18 2022-12-16 山东奔腾漆业股份有限公司 Preparation method of water-based alkyd anticorrosive paint
CN115477893B (en) * 2022-10-18 2023-07-21 山东奔腾漆业股份有限公司 Preparation method of water-based alkyd anticorrosive paint

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