화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of the Korean Industrial and Engineering Chemistry, Vol.19, No.5, 504-511, October, 2008
Export Citation
4-{4'-(니트로페닐아조)펜옥시}알칸 산들 그리고 4-{4'-(니트로페닐아조)펜옥시}알카노일 클로라이드들의 열방성 액정 거동
Thermotropic Liquid Crystalline Behaviors of 4-{4'-(nitrophenylazo)phenoxy}alkanoic Acids and 4-{4'-(nitrophenylazo)phenoxy}alkanoyl Chlorides
정승용, 마영대†
  • 단국대학교 고분자공학과, 경기도 448-701
Seung Yong Jeong, and Yung Dae Ma†
  • Department of Polymer Science and Engineering, Dankook University, Gyeongi-do 448-701, Korea
E-mail:
초록
두 종류의 니트로아조벤젠 유도체들, 즉 4-{4'-(니트로페닐아조)펜옥시}알칸 산(NAAn, n = 2∼8, 10, 알킬 사슬 중의 메틸렌 기의 수) 그리고 4-{4'-(니트로페닐아조)펜옥시}알카노일 클로라이드(NACn, n = 2∼8, 10)을 합성함과 동시에 이들의 열방성 액정의 거동을 검토하였다. NAA6은 쌍방성 네마틱 상을 형성하는 반면 NAA2을 제외한 나머지 유도체들은 단방성 네마틱 상을 형성하였다. NAAn 그리고 NACn이 나타내는 액체 상에서 네마틱 상으로의 전이온도(TiN) 그리고 TiN에서의 엔트로피 변화(△S )는 n의 변화에 따라 현저한 홀수-짝수 효과를 나타냈다. 그러나 NAAn의 TiN 그리고 △S는 n이 동일한 NACn의 TiN 그리고 △S 값에 비해 대단히 높았다. 이러한 사실은 카복실 그룹간에 작용하는 수소결합력에 의해 초래되는 것으로 생각된다. NAAn 그리고 NACn이 나타내는 액정 상의 열적 안정성과 질서도 그리고 홀수-짝수 효과는 4-(알콕시)-4'-니트로아조벤젠들에 대해 보고되어 있는 결과와는 현저히 달랐다. 이러한 특성을 분자의 이방성 그리고 온도에 의존하는 치환기 그룹의 유연성 차이 견지에서 검토하였다.
Two kinds of nitroazobenzene derivatives: 4-{4'-(nitrophenylazo)phenoxy}alkanoic acids (NAAn, n = 2∼8, 10, number of methylene units in the alkyl chain) and 4-{4'-(nitrophenylazo)phenoxy}alkanoyl chlorides (NACn, n = 2∼8, 10) were synthesized, and their thermotropic liquid crystalline behaviors were investigated. NAA6 formed an enantiotropic nematic phase, while the remainders, except NAA2, showed monotropic nematic phases. Isotropic-nematic transition temperature (TiN) and change of entropy (△S) at TiN for both of NAAn and NACn varied by the change of n, and pronounced odd-even effects of n were also observed. However, the TiN and △S values of NAAn were much higher than those of NACn. This fact may be attributed to the hydrogen bonding between carboxyl groups. Thermal properties and degree of order in the mesophase and the magnitude of the odd-even effects of both NAAn and NACn were significantly different from those reported for 4-(alkoxy)-4'-nitroazobenzenes. It was discussed in terms of the differences in the molecular anisotropy and the temperaturedependent flexibility of the substituted groups.
Keywords:nitroazobenzene;nematic phase;odd-even effect;the number of methylene units;substituent effect
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