Journal of Fluorine Chemistry p. 115 - 126 (1993)
Update date:2022-08-12
Topics:
Green, Michael J.
Tipping, Anthony E.
The liquid-phase reaction at room temperature of the title dioxyl (1) with an excess of the alkenes CH2=CHR (R = H, F, COCl), CF2=CHF, CHCl=CCl2 and cis-CHCl=CHCl gives 1:1 copolymers 3 in high yield, although with the alkenes CH2=CH2, CH2=CHF and CF2=CHF cyclic 1:1 adducts 2 are also formed in low yield.The reactions with the alkenes CH2=CMe2, CH2=CHEt, CH2=CHCO2H, and cis-HO2CCH=CHCO2H produce copolymers which are not 1:1 copolymers.The 1:1 copolymer 3f from acryloyl chloride is hydrolysed readily by water to the acrylic acid/dioxyl 1 1:1 copolymer 3j.Gas-phase reaction at room temperature of 1 with an excess of the alkenes CH2=CHR (R=Cl, Br, COCl, COF), CH2=CXCH3 (X = Cl, Br), CHCl=CCl2, cis- and trans-CHCl=CHCl, CH2=CCl2, CF2=CCl2, CF2=CFCl and CF2=CFBr affords cyclic 1:1 adducts 2 (11.5-78percent) and copolymers 3 (18.5-76.5percent): hydrolysis of the acryloyl fluoride 1:1 adduct 2j gives the acrylic acid 1:1 adduct 2s in high yield.
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