GB664432A - Interpolymers of oxidized drying oils and alkenyl aromatic compounds and compositions comprising same - Google Patents

Interpolymers of oxidized drying oils and alkenyl aromatic compounds and compositions comprising same

Info

Publication number
GB664432A
GB664432A GB3015/49A GB301549A GB664432A GB 664432 A GB664432 A GB 664432A GB 3015/49 A GB3015/49 A GB 3015/49A GB 301549 A GB301549 A GB 301549A GB 664432 A GB664432 A GB 664432A
Authority
GB
United Kingdom
Prior art keywords
methyl
styrenes
alpha
oils
per cent
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
GB3015/49A
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.)
Dow Chemical Co
Original Assignee
Dow Chemical Co
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 Dow Chemical Co filed Critical Dow Chemical Co
Publication of GB664432A publication Critical patent/GB664432A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D125/00Coating 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
    • C09D125/02Homopolymers or copolymers of hydrocarbons
    • C09D125/04Homopolymers or copolymers of styrene
    • C09D125/08Copolymers of styrene
    • C09D125/14Copolymers of styrene with unsaturated esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F242/00Copolymers of drying oils with other monomers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00Copolymers 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
    • C08F212/02Monomers containing only one unsaturated aliphatic radical
    • C08F212/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06Hydrocarbons
    • C08F212/08Styrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00Copolymers 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
    • C08F212/02Monomers containing only one unsaturated aliphatic radical
    • C08F212/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06Hydrocarbons
    • C08F212/12Monomers containing a branched unsaturated aliphatic radical or a ring substituted by an alkyl radical

Abstract

Toluene-soluble resins are made by copolymerizing at elevated temperatures a monovinyl aromatic hydrocarbon having less than 12 carbon atoms in the molecule, a mono-alpha-alkyl vinyl aromatic hydrocarbon containing less than 13 carbon atoms in the molecule and having less than 5 carbon atoms in the alkyl-vinyl group, and a drying oil which in its raw state has a degree of conjugation not greater than 25 per cent and which has been oxidized by an oxygen-containing gas so that its combined oxygen content is increased by at least 10 per cent, the proportions being from 80 to 20 parts of the oxidized drying oil and from 20 to 80 parts of a mixture consisting of from 10 to 40 per cent of the alpha-alkyl vinyl compound and from 90 to 60 per cent of the monovinyl compound. Polymerization is preferably effected en masse at temperatures between 100 DEG and 300 DEG C. in the presence of an organic peroxide catalyst such as benzoyl, lauroyl, or acetyl peroxide. If desired, either or both alkenyl aromatic reactants may be added gradually to the heated oil. Solvents such as benzene, toluene, ethylbenzene and xylene may be, but are preferably, not used. Suitable monovinyl compounds are styrene, o-, m-, and p-methyl and ethyl styrenes, ar-monoisopropyl styrene, ar-methyl-ar-ethyl styrenes and ar-dimethyl styrenes. Mixtures of two or more may be used. Specified alkyl vinyl compounds are a -methyl styrene, a - ethyl styrene, ar - methyl - alpha-methyl styrenes, ar-dimethyl-alpha-methyl styrenes, ar - ethyl - alpha - methyl styrenes and ar-isopropyl alpha-methyl styrenes. Suitable drying oils are linseed, soyabean, dehydrated castor and sardine oils. Mixtures of these or with highly conjugated oils may be used provided that the average degree of conjugation is not greater than 25 per cent. The oils may contain minor amounts of the free acids or of mono- or di-glycerides of the acids. Synthetic oils such as ethylene glycol or propylene glycol esters of drying oil fatty acids may also be used. The oil is oxidized by blowing air, oxygen or oxygen-containing gas through the oil heated to temperatures of from 50 DEG to 300 DEG C. After polymerization, the unreacted material may be removed by treatment with steam or by heating under vacuum. The gummy or resinous copolymers are soluble in paint and varnish solvents such as benzene, toluene, xylene, mineral spirits and the material known under the Registered Trade Mark "Solvesso." Driers such as lead and cobalt naphthenates and pigments may be added and the compositions form films which dry in air, apparently undergoing oxidation to form hard tack-free coatings. Specifications 573,835, [Group IV (b)], 621,542 and U.S.A. Specification 1,975,959 are referred to.
GB3015/49A 1948-02-25 1949-02-03 Interpolymers of oxidized drying oils and alkenyl aromatic compounds and compositions comprising same Expired GB664432A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US664432XA 1948-02-25 1948-02-25

Publications (1)

Publication Number Publication Date
GB664432A true GB664432A (en) 1952-01-09

Family

ID=22069523

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3015/49A Expired GB664432A (en) 1948-02-25 1949-02-03 Interpolymers of oxidized drying oils and alkenyl aromatic compounds and compositions comprising same

Country Status (2)

Country Link
GB (1) GB664432A (en)
NL (2) NL73864C (en)

Also Published As

Publication number Publication date
NL73864C (en)
NL144889B (en)

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