Abstract
Vinyl isocyanate has been prepared in good yield from acrylyl chloride, and its propertieshave been characterized.The copolymerization data at 60°C with a, a′-azobisisobutyronitrileas an initiater have been given for the systems of vinyl isocyanate with styren (I), methyl methacrylate (II), vinylidene chloride (III), methyl acrylate (IV) and acrylonitrile (V).Their monomer reactivity ratios and Q-e value have been calculated;and they are:
(I) r1=8.13±0.35 r2=0.08±0.04
(II) r1=5.57±0.33 r2=0.16±0.08
(III) r1=1.46±0.28 r2=0.33±0.18
(IV) r1=1.38±0.27 r2=0.14±0.10
(V) r1=0.19±0.03 r2=0.16±0.06
vinyl isocyanate Q=0.14±0.07 e=-0.4±0.3
isopropenyl isocyanate Q=0.16±0.05 e=-0.8±0.2
The results have been compared with those for isopropenyl isocyanate, thus giving the following conclusion:(1) It has been shown that the double bond in vinyl isocyanate is electron-rich, thus the substituent-N=C=O is electron-repulsive.(2) The double bond in isopropenyl isocyanate is more negative than that in vinyl isocyanate because of the electron reulsive character of the methyl group attached directry to the double bond.
