Studies on polymers from cyclic dienes. XIII. Cationic polymerization of spiro[4,4]nona-1,3-diene

Osamu Ohara, Chuji Aso, Toyoki Kunitake

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Abstract

Polymerization and copolymerization of spiro[4,4]nona-1,3-diene were conducted with several cationic initiators. The homopolymer was formed slowly only in polar CH2Cl2 and/or at 0°C. The polymer was white, amorphous powders of relatively low molecular weight (1500—1700). No polymer was obtained with anionic initiators. Spectroscopic data indicated that the monomer unit contained trisubstituted double bonds instead of disubstituted counterparts. This result was explained by assuming isomerization to occur during propagation. Apparently, the severe steric crowding suppressed the usual 1,2- and 1,4-additions. The following reactivity ratios were obtained for spirononadiene (M1) and α-methylstyrene (M2) (BF3OEt2, toluene, −78°C): r1=0.0, r2=25±15. This result was again indicative of the steric hindrance of the spiro cyclopentyl group lowering the reactivity of the cyclopentadiene ring when compared with cyclopentadiene.

Original languageEnglish
Pages (from-to)49-54
Number of pages6
JournalPolymer Journal
Volume5
Issue number1
DOIs
Publication statusPublished - Jan 1 1973

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All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Materials Chemistry

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