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Polymer(Korea), Vol.28, No.1, 92-102, January, 2004
콜레스테릴과 아크릴로일 그룹을 지닌 하이드록시프로필 셀룰로오스들의 합성 및 특성
Synthesis and Characteristics of Hydxoxypropyl Celluloses Containing Cholesteryl and Acryloyl Groups
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초록
하이드록시프로필 셀룰로오스를 6-콜레스테릴옥시카보닐펜타노일 클로라이드와 반응시켜 에스터와도가 2.25-2.91 범위의 값을 갖는 6-콜레스테릴옥시카보닐펜톡시프로필 셀룰로오스들을 합성하였다. 또한 6-콜레스테릴옥시카보닐펜톡시프로필 셀룰로오스의 아크릴산 에스터들과 액정질서를 지닌 이들의 광가교 필름들을 합성하였다. 미가교와 가교시료들의 열방성 액정의 특성과 아세톤 중에서의 가교시료들의 팽윤거동을 검토하였다. 하이드록시프로필 셀룰로오스는 쌍방성 콜레스테릭 상을 형성하는 반면 모든 콜레스테릴을 지닌 미가교 시료들은 단방성 콜레스테릭 상을 형성하였다. 6-콜레스테릴옥시카보닐펜타노일 클로라이드는 단방성 스멕틱 상도 형성하였다. 하이드록시프로필 셀룰로오스는 광학 피치(λm)가 온도상승에 의해 증가하는 우측방향의 나선을 형성하는 반면 모든 미가교 유도체들은 λm이 온도상승에 의해 감소하는 좌측방향의 나선들을 형성하였다. 6-콜레스테릴옥시카보닐펜톡시프로필 셀루로오스와 이의 아크릴산 에스터의 액정상의 열적 안정성과 동일한 온도에서의 λm의 크기는 에스터화도가 증가함에 따라 감소하였다. 모든 가교시료들은 6-콜레스테릴옥시카보닐펜톡시프로필 셀룰로오스의 아크릴산 에스터들과 달리 반사색깔을 나타내지 않았으며 액정질서를 지닌 가교젤의 특징적인 이방성 팽윤을 나타냈다.
(6-Cholesteryloxycarbonylpentoxypropyl)celluloses (CHPCs) with degree of esterification (DE) ranging from 2.25 to 2.91 were synthesized by reacting hydroxypropyl cellulose with 6-cholesteryloxycarbonylpentanoyl chloride. The acrylic esters of CHPCs (CHPCEs) and their photocrosslinked films with liquid-crystalline order were also synthesized. The thermotropic properties of mesophase for both uncrosslinked and crosslinked samples and the swelling behavior of the crosslinked samples in acetone were investigated. The hydroxypropyl cellulose exhibited an enantiortopic cholesteric phas, while all the uncrosslinked cholesteryl-bearing samples exhibited a monotropic cholesteric phases; the 6-cholesteryloxycarbonylpentanoyl chloride also showed a monotropic smectic phase. The hydroxypropyl cellulose formed a right-handed helix whose optical pitch (λm) increases with temperature, whereas all the uncrosslinked derivatives formed left-handed helices whose λms decreased with temperature. The thermal stability of the mesophase and the magnitude of λm at the same temperature for both CHPCs and CHPCEs decreased with increasing DE. All the crosslinked samples, in constrast with CHPCEs, did not display reflection colors but exhibited an anisotropic swelling characteristic of crosslinked gel retaining liquid-crystalline order.
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