화학공학소재연구정보센터
학회 한국고분자학회
학술대회 2005년 가을 (10/13 ~ 10/14, 제주 ICC)
권호 30권 2호
발표분야 초청특별강연
제목 High Nitrogen Polymers and Materials Synthesized from DAMN
초록 The monomer, 2-vinyl-4,5-dicyanoimidazole, or Vinazene, is easily synthesized from diaminomaleonitrile(DAMN) by a two step, one pot, method we have developed. This monomer polymerizes, and copolymerizes, by radical induction and produces high molecular weight polymers. PolyVinazene chemistry begins from a readily available, non-benzenoid starting material, and it provides heteroaromatic functionality by coupling with acrolein. Captive acrolein is often available as a byproduct from three carbon oxidative chemistry such as the synthesis of 1,3-propandiol, or propylene oxide. The polar nature of the nitrile side groups, and their low hydrogen content, provides a material with low flammability and high thermal and oxidative stability suggesting use in special applications that call for non-halogenated flame retardants.




Polyvinazene homopolymer is a weakly acidic material with strong intermolecular hydrogen bonding. It is soluble in methanol, and other polar organic solvents and highly soluble in aqueous ammonia. The solubility allows solution casting to form films and membranes. Applications involving proton transfer in fuel cell membranes and catalysis, are suggested by the structural properties, and dicyanoimidazoles are also known as promoters in the phosphitylation step of DNA synthesis. In combination with appropriate crosslinking agents, the polymer can be modified to an insoluble resinous form.
DAMN can also be cyclized to six membered pyrazine ring systems, and we have investigated the cyanopyrazines as acceptors in donor/acceptor materials. The high thermal stability and low reduction potentials make these materials attractive for use in FET’s and other organic electronic applications. For example tetracyanotetraaza-napthalene is readily prepared from DAMN and forms stable molecular adducts with many donors.




In this presentation we will describe, in more detail, the synthesis, characterization, and opportunities for the functionalization and application, of PolyVinazene chemistry and the properties and electron mobilities of donor/acceptor compounds synthesized from cyanopyrazines.
저자 Paul G. Rasmussen
소속 Arthur F. Thurnau Professor of Chemistry & Macromolecular Science & Engineering
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