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Reactions of unsaturated fatty alcohols. V. Preparation and properties of some copolymers of unsaturated fatty vinyl ethers with lower alkyl vinyl ethers
Author(s) -
Gast L. E.,
Schneider Wilma J.,
O'Donnell J. L.,
Cowan J. C.,
Teeter H. M.
Publication year - 1958
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02640549
Subject(s) - copolymer , chemistry , vinyl ether , polymer chemistry , alkyl , organic chemistry , ether , aqueous solution , polymer
Summary Soybean vinyl ethers derived from soybean alcohols were copolymerized with lower alkyl vinyl ethers, e.g. , ethyl, butyl, isobutyl, 2‐chloroethyl, 2‐methoxyethyl, and 2‐ethylhexyl, in methylene chloride at −30°C., using boron trifluoride etherate catalyst. Molecular weights ranging from 2,000 to 4,000 were obtained on these copolymers by cryoscopic measurements in cyclohexane. An analytical method, using infrared spectroscopy, was employed to determine the composition of the copolymers. The properties of each alkyl‐soybean vinyl ether copolymer were studied at three molar compositions, e.g. , 3∶1, 1∶1, and 1∶3. The products were water‐white to amber viscous liquids and were soluble in aromatic, chlorinated, and gasoline type of solvents. Copolymers films were prepared under conditions that were shown to produce extensive degradation of some homopolymer films in order to magnify small differences in properties. These films were hard, wrinkle‐free, and resistant to most common solvents, also were 20 to 500 times more resistant to 5% aqueous alkali than soybean vinyl ether polymer prepared under the same conditions. Copolymer films were baked on silver chloride plates and examined in the infrared. Oxidative degradation of the C−O−C ether linkage was observed in all copolymer films; however the 2‐chloroethyl‐soybean copolymer series was least susceptible to this degradation.