Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Preparation and Polymerization of Alkenylsilanes

Alkenylsilane의 제조와 고분자화반응

  • 김정균 (동아대학교 자연과학대학 화학과) ;
  • 최순규 (동아대학교 자연과학대학 화학과) ;
  • 박은미 (동아대학교 자연과학대학 화학과) ;
  • 정인경 (동아대학교 자연과학대학 화학과)
  • Published : 19970200
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Abstract

The silyltriflates$(Ph_{3-n}SiH(OTf)_n)$have been produced by the reaction of triphenylsilane and triflic acid$(CF_3SO_3H)$at low temperature. These highly reactive compounds are a valuable reagent for the synthesis of numerous new functional substituted silane derivatives. The reaction of silyltriflates with alkenyl- and alkynylmagnesium bromide as well as organolithium compounds gave new silanes$Ph_2SiHR(R=\;C(CPh,\;CH=CH_2,\;CH_2CH=CH_2,\; (CH_2)_2CH=CH_2,\;(CH_2)_3CH=CH_2)$in high yields. The hydrosilation of prepared alkenyl- and alkynylsilanesPh_2SiHR$in the presence of a platinum catalyst(Pt/C) at high temperature$(200{\circ}C)$gave carbosilane polymers$((Ph_2SiCH=CPh)_n$and$(Ph_2Si(CH_2)m)n;\;m=2∼4, n{\ge}10)$along with five- and six-membered silaalkane ring compounds derived from intramolecular hydrosilation reactions. All of the prepared compounds are confirmed by NMR, UV, IR and mass spectroscopy as well as elemental analysis.

실릴트리플레이트$(Ph_{3-n}SiH(OTf)_n))$는 낮은 온도에서 트리펜일실란과 트리플산$(CF_3SO_3H)$의 반응에 의해 형성되며 이러한 화합물은 새로운 기능성 실란 유도체의 제조에 이용되고 있다. 실릴트리플레이트와 알캔일-, 알킨일마그네슘 브롬아이드 그리고 유기리티움 화합물과의 반응에 의해 새로운 실란 화합물 Ph_2SiHR(R=C{\equiv}(CPh,\;CH=CH_2,\;CH_2CH=CH_2,\;(CH_2)_2CH=CH_2,\;(CH_2)_3CH=CH_2)$을 높은 수율로 얻었다. 합성된 알켄일-, 알킨일실란은 백금촉매 하에서 카보실란 고분자$((Ph_2Si(CH_2)m)n;\;m=2∼4,\;n\le10)$5~6환고리 화합물을 형성하였다. 모든 생성물들은 NMR, UV, IR, 질량분석, 그리고 원소분석법에 의해 확인되었다.

Keywords

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