SYNTHESIS AND POLYMERIZATION OF PARA-(2-TETRATHIAFULVALENYL)PHENYL METHACRYLATE

A new vinyl monomer of tetrathiafulvalene (TTF), p-(2-tetrathiafulvalenyl)phenyl methacrylate (3), was prepared, and its homopolymerization was accomplished by a thermal, bulk technique. The poly[p-(2-tetrathiafulvalenyl)phenyl methacrylate] was largely insoluble in common organic solvents. The copolymer of 3 and methyl methacrylate was made by solution polymerization. The copolymer was soluble in halogenated hydrocarbons, halobenzene, toluene, acetone, and THF and was insoluble in water, methanol, ether, and hexane. TGA and DTA studies indicated the polymers were stable to about 250 °C, and an exotherm (in air) occurred at 255 °C for the homopolymer, followed by rapid weight loss. The copolymer formed a 2:1 complex with DDQ. Bromine complexes were prepared. © 1979, American Chemical Society. All rights reserved.