Allyl esters of crambe‐derived long‐chain fatty acids and their polymers | Zendy

Chang ShuPei | Zendy; Miwa Thomas K. | Zendy

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Allyl esters of crambe‐derived long‐chain fatty acids and their polymers

Author(s) -

Chang ShuPei,

Miwa Thomas K.

Publication year - 1979

Publication title -

journal of applied polymer science

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.575

H-Index - 166

eISSN - 1097-4628

pISSN - 0021-8995

DOI - 10.1002/app.1979.070240212

Subject(s) - polymerization , degree of unsaturation , chemistry , organic chemistry , erucic acid , behenic acid , polymer , polymer chemistry , allylic rearrangement , allyl alcohol , crystallinity , fatty acid , palmitic acid , catalysis , crystallography

Allyl esters of erucic, brassidic, behenic, oleo‐erucic, and stearo‐behenic acids, prepared by refluxing benzene solutions of the acids with excess allyl alcohol in the presence of p ‐toluenesulfonic acid monohydrate, polymerize smoothly in the presence of 5 wt. % t ‐butyl perbenzoate at 120°C for 24 hr. Polymerization of the unsaturated acid esters involves a large portion (ca. 84%) of allylic and a small portion (ca. 26%) of ethylenic bonds. The products, saturated and unsaturated, have a degree of polymerization between 6 and 10 and are soluble in typical polymer solvents. Crystallinity, judged by thermal analysis, decreased with increased cis unsaturation. The oligomers melted between −30°C and 59°C and started decomposing at 200°C.

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