15

193A

193A

IRANIAN POLYMER JOURNAL

V.5,No.2

(1995)

P.87-95

Trans-stilbene,Double Diels-Alder/Ene,Step-growth polymerization,Triazolinediones

The reaction of trans-stilbene with 4-pheny-1,2,4-triazoline-3,5-dione and 4-ethyl-1,2,4-triazoline-3,5-dione is investigated at room temperature. The reactions are slow compared to its isomeric compound 1,1-diphenyl ethylene and are completed in several hours. These reactions lead to the formation of two 2:1 adducts via double Diels-Alder and Diels-Alder/ene reactions in a ratio of 1:1.22 for R=Et and 1,1:17 for R=Ph. When R=Ph the two isomers are separated by chromatography, but wity R=Et the ratio is determined by 1H-NMR technique. These compounds are used as models for the step-growth polymerization reactions. The reactions of bistriazolinediones with trans-stilbene are carried out in dimethylfromamide and methylene chloride. The reaction gives new copolymers via repetitive double Diels-Alder/ene polyaddition reactions. These polymers have intrinsic viscosities in a range about 0.07 to 0.32 dL/g in dimethylformamide. Some physical properties and structural characterization of these copolymers are studied and reported.

1376/11

Shahsavary

GN101701