6533b82dfe1ef96bd12911f0

RESEARCH PRODUCT

Step-growth Polymerization ofBistriazolinediones with1,1-Diphenylethylene

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description

The reactions of 4-ethyl-1,2,4-triazoline-3,5-dione (ETD) (1) and 4-phenyl-1,2,4-triazoline-3,5-dione (PhTD) (2) with 1,1-diphenylethylene (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 bistriazolinediones (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-Alder-ene polyaddition reactions. These polymers have intrinsic viscosities in a range about 0.08 to 0.31 dl g -1 in DMF. Some physical properties and structural characterization of these copolymers have been studied and are reported.