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Synthesis and Photopolymerization Characterization of Propenyl Ether Monomers

프로페닐 에테르 단량체들의 합성과 광중합 특성

  • Kim, Ki-Sang (Department of Biochemical Engineering, College of Engineering Gangneungwonju National University) ;
  • Shim, Sang-Yeon (Department of Biochemical Engineering, College of Engineering Gangneungwonju National University)
  • 김기상 (강릉원주대학교 공과대학 생명화학공학과) ;
  • 심상연 (강릉원주대학교 공과대학 생명화학공학과)
  • Received : 2017.04.03
  • Accepted : 2017.06.10
  • Published : 2017.06.30

Abstract

The propenyl ether-type monomers which are applicable for cationic photo-polymerization were synthesized by the condensation reaction of mono and di-functional alcohol with allyl bromide. To examine photo-curable reactivity, these monomers were combined with cationic photoinitiator to prepare coating composition. As a result, the initial rate of polymerization of POMB in mono propenyl ether type was 10.2, which was relatively lower than BPOB in di-propenyl ethers type. However, POMB containing 1.5mol% photoinitiator almost quantitatively reacted within 90 seconds. In addition, Sulfonium salt type photo-initiators containing long-alkyl group showed good solubility with monomers and apperaed to have comparatively higher rate of polymerization and conversion ratio when applying DPSA and DPST which have high acidity on all monomers.

양이온계 광중합에 적용 가능한 propenyl ether 형태의 단량체들을 mono 및 di-functional alcohol과 allyl bromide의 축합반응으로 합성하였다. 이들 단량체들을 양이온 광개시제와 혼용하여 코팅조성물을 제조하여 광경화 반응성을 조사하였다. 그 결과 mono propenyl ether 형태인((prop-1-en-1-yloxy)methyl)benzene (POMB)는 dipropenyl ether 계인 1,4-bis(prop-1-en-1-yloxy) benzene (BPOB) 비교하여 초기 중합 속도는 10.2로 상대적으로 낮게 나타났으나 1.5mol%의 광개시제를 포합한 배합물에서는 90초이내에 거의 정량적으로 반응하였다. 또한 긴알킬기를 갖는 술폰산 염계 광개시제들은 단량체들에 빠른 용해 특성을 나타내었고 산성도가 높은 광개시제인(4-n-decyloxyphenyl)diphenylsulfonium hexafluoroantimonate(DPSA)와 (4-n-decyloxyphenyl) diphenylsulfonium triflate (DPST)를 사용한 경우 비교적 높은 중합속도와 전환율을 나타내었다.

Keywords

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