Article
  • Phase Transfer Polymerization 2. Two Phase Polycondensation between Bisphenolate Anions and 1,6-Dibromohexane in the Presence of Dibenzo-18-Crown-6
  • Jin JI, Lee KS, Chang JH, Kim SJ
  • 상이동 중합 2. 디벤조-18-크라운-6 존재하에서 비스페놀 음이온과 1,6-디브로모헥산의 2상 중축합
  • 진정일, 이광섭, 장진해, 김시중
Abstract
A series of polyethers were prepared by polycondensation reaction between bisphenolate anions and 1,6-dibromohexane in the two phase, heterogeneous system of water and nitrobenzene. Dibenzo-18-crown-6 was employed as a phase transfer catalyst. Of the alkali metal salts examined (Li+, Na+, K+, and Cs+) phase transfer activity was found to be at a maximum when the counter cation of bisphenolate was K+. Activity of dibenzo-18-crown-6 appeared to be less effective for this particular reaction than that of tetrabutylammonium bromide. Reactivity of bisphenolate anions decreased in the order : 2,2-bis(4-hydroxyphenyl) propane > bis(4-hydroxyphenyl) sulfide > bis(4-hydroxyphenyl) ketone > bis(4-hydroxyphenyl) sulfone. Employment of excess amount. of potassium hydroxide facilitated the transfer of bisphenolate anions from the aqueous to the nitrobenzene phase,thus increasing the polycondensation rate.

수용액 중에 존재하는 몇가지 비스페놀 음이온과 니트로벤젠속에 녹아있는 1,6-디브르모헥산을 디벤조-18-크라운-6을 상이동 촉매로 사용하여 폴리에테르를 합성하였다. 사용한 알칼리 금속이온(Li+, Na+, K+ 및 Cs+)중에서 비스페놀음이온의 짝이온이 K+일 때 상이동성이 가장 좋았으나, 브롬화 테트라부틸 암모니움보다 상이동 촉매성은 뒤떨어짐을 알았다. 사용한 비스페놀 음이온의 반응성은 2,2-비스(4-히드록시페닐)프로판>황화비스(4-히드록시페닐)>비스(4-히드록시페닐)케톤>비스 (4-히드록시)술폰 순으로 감소하였으며, 이는 이 음이온들의 반응성 및 크라운에테르 촉매에 의한 상이동성의 차이로 설명할 수 있었다. 과량의 KOH를 사용하면 비스페놀음이온의 상이동을 촉진시켜 중합속도를 증가시킴도 알았다.

Keywords:

  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2023 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 1982; 6(1): 60-67

    Published online Feb 25, 1982

  • 10.7317/pk.
  • Received on Nov 30, -0001
  • Revised on Nov 30, -0001
  • Accepted on Nov 30, -0001

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