화학공학소재연구정보센터
Polymer(Korea), Vol.11, No.4, 338-343, August, 1987
비시클로-[2,2,18,11]헵트-7-9-일-2-메틸렌-1,4,6-트리옥사피로[4,4]노난의 합성 및 중합
Synthesis and Polymerization of Bicycle(2,2,18,11)Hept-7,9-yl-2-Methylene-1,4,6-Trioxaspiro[4,4] Nonane
초록
비시클로[2,2,18,11]헵트-7,9-일-2-메틸렌-1,4,6-트리옥사스피로[4,4]노난(BIMTN )은 6-옥사트리시클로(3,2,1,l3,8)노난-7-온을 에피크크로히드린과 반응시킨 후 탈염화수소 반응에 의해 합성되었다. BIMTN은 DTBP를 개시제로 한 라디칼 중합에서는 좋은 열 안정성을 갖는 용매에 녹기 쉬운 중합체를 얻었다 IR과 NMR 스펙트럼으로부터 DTBP에 의해 합성된 중합체의 구조는 중합체의 골격내에 라디칼 개환 진행 때문에 나타나는 에스터와 케톤그룹이 존재함을 알 수 있었고 또한, 모노머가 희석된 조건에서는 개환율이 높은 것으로 나타났다.
Bicyclo[2,2,18,11]hept-7,9-yl-2-methylene-1,4,6-trioxaspiro[4,4]nonane (BIMTN) was synthesized by the reaction of 6-oxatricyclo[3,2,13,8] nonan-7-one with epichlorohydrin followed by dehydrochlorination. BIMTN was polymerized with divert-butyl peroxide(DTBP) in benzene to give a soluble polymer which has a high thermal stability. The infrared(IR) and nuclear magnetic resonance(NMR) spectra indicated that the structure of the polymer obtained by DTBP contains ester and ketone linkages in the polymer backbone, which were generated by the radical double ring-opening processes. In the radical ring-opening polymerization, it was observed that high dilution promotes the radical ring-opening process.