203

194A

194A

POLYMER INTERNATIONAL

V.41

(1996)

P.43-52

Double Diels-Alder and Diels-Alder-Ene polymerization,1,1-diphenylene,Triazolinediones,Step-growth reaction,Intrinsic viscosities

The reactions of 4-ethyl-1,2,4-triazoline-3,5dione (ETD) (1) and 4-phenyl-1,2,4-triazoline-3,5-dione (PhTD) (2) with 1,1-diphenylene (DPE) (3)were investigated at room temperature. The reactions are very fast and are completed in less than 4 min. These reactions lead to the formation of two 2:1 adducts via double Diels-Alder and Diels-Alder-ene reactions in a ratio of 1.35:1. The structure of these adducts where R=Et were determined by X-ray analysis of a single crystal.These compounds were used as models for the polymerization reactions. The reaction of bistriazolineddiones (1,6-bis-(3,5-dioxo-1,2,4-triazoline-4-yl)hexane and bis-(P-3,5-dioxo-1,2,4-triazoline-4-ylphenyl)methane) with (3) were carried out in dimethylformanide (DMF). The reactions are fast and gave novel copolymers via repetitive double Diels-Alder and Diels-Alderene polyaddition reactions. These polymers have intrinsic viscosities in a range about 0.08 to 0.31 dlg **-1 in DMF. Some physical properties and structural characterization of these copolymers have been studied and are reported.

1376/11

Shahsvary

GN112868