GB751934A - Improvements in or relating to the copolymerisation of a 2-aryl-alkene-1 and an alpha, beta-olefinic aldehyde - Google Patents

Improvements in or relating to the copolymerisation of a 2-aryl-alkene-1 and an alpha, beta-olefinic aldehyde

Info

Publication number
GB751934A
GB751934A GB27140/54A GB2714054A GB751934A GB 751934 A GB751934 A GB 751934A GB 27140/54 A GB27140/54 A GB 27140/54A GB 2714054 A GB2714054 A GB 2714054A GB 751934 A GB751934 A GB 751934A
Authority
GB
United Kingdom
Prior art keywords
propene
phenyl
reaction
butene
aldehyde
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
GB27140/54A
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.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
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 Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB751934A publication Critical patent/GB751934A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08F210/00Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/02Ethene
    • 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
    • C08F8/00Chemical modification by after-treatment
    • 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
    • C08F8/00Chemical modification by after-treatment
    • C08F8/06Oxidation

Abstract

An alpha-beta olefinic aldehyde is copolymerized with a 2-arylalkene-1 containing at least three carbon atoms in the alkene group by heating a liquid mixture of the monomers at 50 DEG to 200 DEG C., preferably 80 DEG to 150 DEG C. The aldehyde may be acrolein or 2-methyl, 2-ethyl, 2-isopropyl, 2-isobutyl, 2-neopentyl, 2-octyl or 2-phenyl propenal. The hydrocarbon may be 2-phenyl-propene, -butene-1, -pentene-1, -3-methyl-butene-1, -octene-1 or -octadecene-1, 2 - (4 - methylphenyl) propene - 1, 2 - (2 - isopropylphenyl) butene-1, 2-(4-phenyl-phenylheptene-1) heptene-1, 2-(2,4-dimethyl phenyl) propene-1, 2-(2,4,6-trimethylphenyl) propene-1, or 2-naphthenyl-propene-1. Copolymerization may be effected in the presence of a peroxy catalyst such as benzoyl, acetyl, lauroyl or ditertiary-butyl peroxide or tertiary-butyl hydroperoxide. The copolymers are soluble in acetone, benzene, toluene, dioxane, chloroform and pyridine, and may be used in combination with nitrocellulose, polyvinyl chloride-acetate and varnish oils in the production of films and for moulding. The copolymers will undergo further reaction in the following ways: (a) hydrogenation to form polyhydric alcohols by reduction of the aldehyde groups. These polyhydric alcohols may be mixed with heat-convertible urea-formaldehyde or melamine-formaldehyde resins and baked as a film to form surface coatings; they may be esterified with polycarboxylic acids to form new alkyd resins, or with unsaturated fatty acids, such as are obtainable from soybean oil, dehydrated castor oil and linseed oil to form synthetic drying oils; (b) oxidation to obtain resinous polycarboxylic acids which may be esterified with alcohols to give esters or neutralized with ammonia and/or soda to give salts useful as soil conditioners; (c) reaction with mercaptans to form polymercaptals; (d) reaction with hydroxylamine to form polyoximes; (e) reaction with formaldehyde, ammonia, amines, phenols, urea or melamine to give modified resins.
GB27140/54A 1953-09-21 1954-09-20 Improvements in or relating to the copolymerisation of a 2-aryl-alkene-1 and an alpha, beta-olefinic aldehyde Expired GB751934A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US751934XA 1953-09-21 1953-09-21

Publications (1)

Publication Number Publication Date
GB751934A true GB751934A (en) 1956-07-04

Family

ID=22124159

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27140/54A Expired GB751934A (en) 1953-09-21 1954-09-20 Improvements in or relating to the copolymerisation of a 2-aryl-alkene-1 and an alpha, beta-olefinic aldehyde

Country Status (2)

Country Link
FR (1) FR1112430A (en)
GB (1) GB751934A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2985610A (en) * 1958-07-18 1961-05-23 Monsanto Chemicals Condensation products of polymeric oximes and aminoplasts and method of making same
US3234164A (en) * 1955-03-23 1966-02-08 Degussa Conversion of non-fusible and insoluble polyacroleins with hydroxyl amine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3234164A (en) * 1955-03-23 1966-02-08 Degussa Conversion of non-fusible and insoluble polyacroleins with hydroxyl amine
US2985610A (en) * 1958-07-18 1961-05-23 Monsanto Chemicals Condensation products of polymeric oximes and aminoplasts and method of making same

Also Published As

Publication number Publication date
FR1112430A (en) 1956-03-14

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