Article
  • Characteristics and Ring-Opening Isomerization Polymerization of 2-(1,3,3-Trimethyl-6-azabicyclo[3,2,1]-oct-6-yl)-4,5-dihydro-1,3-oxazoline (TAO)
  • Lee CW, Chung JD
  • 2-(1,3,3-Trimethyl-6-azabicyclo[3,2,1]-oct-6-yl)-4,5-dihydro-1,3-oxazoline(TAO)의 개환이성화중합과 특성평가
  • 이찬우, 정진도
Abstract
2-(1,3,3-Trimethyl-6-azabicyclo [3,2,1]-oct-6-yl)-4,5-dihydro-1,3-oxazoline (TAO) was polymerized at several conditions to clarify the influence of initiators, alkyl halide (PhCH2Br, PhCH2Cl, MeI) and sulfonate (MeOTf). The reactions were conducted at 100 ℃ for 24 h. The resultant polymer forms several kinds of structures with different combination of initiators. The sole MeOTf initiator caused chain transfer reaction to form the one-order structure for which the resultant polymer exclusively formed pendant structure, while alkyl halide and MeOTf formed two kinds of structures, pendant and main chain, which is caused by partly-proceeded double isomerization polymerization by highly reactive nucleophilic counter anion of halogen. Merrifield polymer was also utilized as an intiator and copolymerized with TAO, which produced a graft structure.

할로겐화알킬(PhCH2Br, PhCH2Cl, MeI)과 설폰산에스테르(MeOTf)를 개시제로 사용하여 100 ℃, 24시간의 반응조건으로 2-(1,3,3-trimethyl-6-azabicyclo[3,2,1]-oct-6-yl)-4,5-dihydro-1,3-oxazoline(TAO)의 중합을 실시, 개시제에 의한 폴리머구조의 영향을 관찰한 결과, 양쪽 개시제 모두 거의 동일한 연쇄이동에서 나타나는 경향과 비슷한 결과를 얻었다. 그러나 개시제에 의한 폴리머의 구조는 설폰산에스테르계 개시제에서는 거의 100% pendant type 폴리머가 생성되는 반면, 할로겐화알킬계 개시제를 사용한 TAO중합은 pendant type 단위와 main chain type의 단위가 소량 생성됨이 확인되어 이것은 구핵성이 높은 할로겐 음이온에 의한 이중이성화중합이 부분적으로 진행되었음을 확인하였으며, 개시제로 Merrifield수지를 사용한 TAO와의 공중합에서는 다량의 단일중합체가 부생되는 그래프트 공중합체가 생성되었다.

Keywords: alkyl halide; chain transfer reaction; pendant structure; isomerization polymerization.

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  • 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

  • 2012; 36(3): 262-267

    Published online May 25, 2012

  • Received on Jul 4, 2011
  • Accepted on Dec 2, 2011