대한화학회지 (Journal of the Korean Chemical Society)

  • 제27권1호
  • /
  • Pages.53-57
  • /
  • 1983
  • /
  • 1017-2548(pISSN)
  • /
  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지

Triethylgermyldiphenylphosphine과 Phenylisocyanate의 반응

Reactions of Triethylgermyldiphenylphosphine with Phenylisocyanate

  • 박성우 (국립과학수사연구소 화학실) ;
  • 이일규 (중앙대학교 문리과대학 화학과)
  • Sung Woo Park (Chemistry Section, The National Institute of Scientific Investigation) ;
  • Il Kyu Lee (Department of Chemistry, Chung Ang University)
  • 발행 : 1983.02.20
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초록

Triethylgermyldiphenylphosphine과 phenylisocyanate를 1:10 mole 비로 ampoule 속에서 혼합하여 여러 온도에서 반응시켰다. 그 결과 $0^{\circ}C$에서는 phenylisocyanate의 고리화 2합체인 N, N-diphenyluretidine-2,4-dione만이, $20^{\circ}C$에서는 phenylisocyanate의 고리화 3합체인 triphenylisocyanurate가 함께 생성되었으며, $50^{\circ}C$에서는 위의 생성물 이외에 diphenylcarbodiimide가 생성되었다. 또한 $100^{\circ}C$이상에서는 2합체는 생성되지 않고, diphenylcarbodiimide와 1,3,5-triphenyl-2,4,6-tris(phenylimino) hexahydro-1,3,5-triazine이 주로 생성되었다. 그리고 Triethylgermyldiphenylphosphine은 상기 고리 화합물들의 생성에 촉매로 작용하였다.

Triethylgermyldiphenylphosphine was reacted with phenylisocyanate at various temperatures for three days in sealed ampoules. At $0^{\circ}C$, only N, N-diphenyluretidine-2,4-dione, a cyclic dimer of phenylisocyanate (35%), was formed. But at $20^{\circ}C$, phenylisocyanutrate, a cyclic trimer of phenylisocyanate (30%), was formed along with the dimer. At $50^{\circ}C$, diphenylcarbodiimide (55%) was given together with the compounds described above. At the higher reaction temperatures than $100^{\circ}C$, instead of the dimer and trimer of phenylisocyanate, 1,3,5-triphenyl-2,4,6-tris(phenylimino) hexahydro-1,3,5-triazine, a cyclic trimer of diphenylcarbodiimide (30%) and diphenylcarbodiimide (70%) were mainly produced. Triethylgermyldiphenylphosphine appears to act as a catalyst for the formation of the above cyclic compounds.

키워드

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