• Study on Macromolecules with Three dimensional Regularity 1. Synthesis and Polymerization of Benzene Derivatives Containing Diacetylene Groups
  • Chang JY, Baik JH, Hao MJ
  • 3차원 구조 특성을 갖는 고분자 1.디아세틸렌 그룹들을 함유한 벤젠고리화합물의 합성과 중합
  • 장지영, 백정현, 한만정
Abstract
1-[4-(6-Hydroxyhexyloxy)phenyl]-4-phenylbutadiyne (3) was prepared by coupling reaction of 4-ethynylphenol with phenylacetylene. Sodium salts of compound 3 were reacted with 1,3,5-benzenetricarbonyltrichloride to yield the benzene derivative containing three diacetylenic groups. Crystal growth was investigated from the melt of compound 4 on the substrate such as glass, NaCl single crystal, and rubbed polyimide film. In all cases spherulites were formed. IR analysis showed that most of the diacetylene groups were consumed in thermal polymerization of compound 4 at 290℃ for 10 min. In UV polymerization at 134 ℃ only 35% were converted to polymer, indicating one of three diacetylenic groups of each monomer was polymerized.

4-Ethynylphenol과 phenylacetylene 간의 copper acetate를 촉매로 이용한 coupling 반응으로 1-[4-(6-hydroxyhexyloxy)phenyl]-4-phenylbutadiyne (3)을 합성하였다. 화합물 3의 sodium salt를 1,3,5-benzenetricarbonyltrichloride와 반응시키어 세개의 디아세틸렌 화할물을 곁 그룹으로 갖는 벤젠고리화합물 (4)를 합성하였다. 화합물 4를 유리판 위에서 용융 상태로부터 결정화시킨 결과 구정이 형성되었다. NaCl 단결정, 한쪽 방향으로 문지른 폴리아미드 필름 상에서도 같은 결과를 얻었다. 화합물 4를 290℃에서 10분 동안 열중합한 후 IR로 분석한 결과 대부분의 디아세틸렌 그룹들이 중합에 참여한 반면 134℃에서 UV를 이용한 광중합에서는 약 35%의 디아세틸렌 그룹들이 중합에 참여하였다. 이는 화합물 4가 함유하고 있는 세 개의 디아세틸렌 그룹 중에서 한 그룹만 중합에 참여했을 때의 결과와 일치한다.

Keywords: diacetylene; polydiacetylene; spherylite

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  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2024 Impact Factor : 0.6
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This Article

  • 1996; 20(3): 455-461

    Published online May 25, 1996