Polymer(Korea) (폴리머)

The Polymer Society of Korea (한국고분자학회)
권호 표지

Synthesis and Characteristics of Hydxoxypropyl Celluloses Containing Cholesteryl and Acryloyl Groups

콜레스테릴과 아크릴로일 그룹을 지닌 하이드록시프로필 셀룰로오스들의 합성 및 특성

  • 김장훈 (단국대학교 고분자공학과) ;
  • 정승용 (단국대학교 고분자공학과) ;
  • 마영대 (단국대학교 고분자공학과)
  • Published : 2004.01.01
Download PDF
⟨ Previous Next ⟩

Abstract

(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 liquidcrystalline 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 enantiotropic cholesteric phas, while all the uncrosslinked cholesterylbearing 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 (λ$\sub$m/) increases with temperature, whereas all the uncrosslinked derivatives farmed left-handed helices whose λ$\sub$m/'s decreased with temperature. The thermal stability of the mesophase and the magnitude of λ$\sub$m/ 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.

하이드록시프로필 셀룰로오스를 6-콜레스테릴옥시카보닐펜타노일 클로라이드와 반응시켜 에스터화도가 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 (λ$_{m}$ )가 온도상승에 의해 증가하는 우측방향의 나선을 형성하는 반면 모든 미가교 유도체들은 λ$_{m}$ 이 온도상승에 의해 감소하는 좌측방향의 나선들을 형성하였다. 6-콜레스테릴옥시카보닐펜톡시프로필 셀룰로오스와 이의 아크릴산 에스터의 액정상의 열적 안정성과 동일한 온도에서의 λ$_{m}$ 의 크기는 에스터화도가 증가함에 따라 감소하였다. 모든 가교시료들은 6-콜레스테릴옥시카보닐펜톡시프로필 셀룰로오스의 아크릴산 에스터들과 달리 반사색깔을 나타내지 않았으며 액정질서를 지닌 가교젤의 특징적인 이방성 팽윤을 나타냈다.

Keywords

References

  1. Side Chain Liquid Crystal Polymers V.P.Shibaev;Ya.S.Freidzon;C.B.McArdle(Editor)
  2. Liquid Crystal Polymers Ya.S.Freidzon;V.P.Shibaev;N.A.Plate(Editor)
  3. Polym. J. v.29 T.Mihara;K.Nomura;K.Funaki;N.Koide https://doi.org/10.1295/polymj.29.309
  4. Liq. Cryst. v.26 A.Yu.Borovsky;N.I.Boiko;V.P.Shibaev https://doi.org/10.1080/026782999203373
  5. Liq. Cryst. v.25 A.Yu.Borovsky;N.I.Boiko;V.P.Shibaev https://doi.org/10.1080/026782998205697
  6. Liq. Cryst. v.27 A.Yu.Borovsky;N.I.Boiko;V.P.Shibaev https://doi.org/10.1080/026782900203218
  7. Liq. Cryst. v.20 7 S.Weidner;D.Wolff;J.Springer https://doi.org/10.1080/02678299608031147
  8. Macromol. Chem. Phys. v.197 S.Weidner;D.Wolff;J.Springer https://doi.org/10.1002/macp.1996.021970413
  9. Liq. Cryst. v.22 S.Weidner;D.Wolff;J.Springer https://doi.org/10.1080/026782997209568
  10. J. Polym. Sci. Part A;Polym. Chem. v.38 H.Hattori;T.Uryu https://doi.org/10.1002/(SICI)1099-0518(20000301)38:5<887::AID-POLA13>3.0.CO;2-G
  11. Liq. Cryst. v.28 U.Singh;C.Hunte;H.Gleeson https://doi.org/10.1080/02678290010023334
  12. Liq. Cryst. v.29 T.Pfeuffer;D.Hanft;P.Strohriegl https://doi.org/10.1080/0267829021000034817
  13. Macromol. Chem. Phys. v.199 A.Stohr;P.Strohriegl https://doi.org/10.1002/(SICI)1521-3935(19980501)199:5<783::AID-MACP783>3.0.CO;2-K
  14. Polym. J. v.31 H.Kosho;Y.Tarnaka;T.Ichizuka;S.Kawauchi;J.Watanabe https://doi.org/10.1295/polymj.31.199
  15. Polymer(Korea) v.24 Y.D.Ma;K.H.Kim
  16. Macromol. Symp. v.99 T.Fukuda;Y.Tsujii;T.Miyamoto https://doi.org/10.1002/masy.19950990127
  17. Polymer(Korea) v.25 S.Y.Jeong;J.H.Jeong;Y.D.Ma;Y.Tsujii
  18. Polymer(Korea) v.26 S.Y.Jeong;J.H.Choi;Y.D.Ma
  19. Macromol. Chem. Phys. v.200 S.Koltzenbrug;F.Stelzer;O.Nuyken https://doi.org/10.1002/(SICI)1521-3935(19990401)200:4<821::AID-MACP821>3.0.CO;2-A
  20. Macromolecules v.34 S.W.Cha;J.I.Jin;D.C.Kim;W.C.Zin https://doi.org/10.1021/ma001861v
  21. J. Appl. Polym. Sci. v.70 V.A.E.Shaikh;N.N.Maldar;S.V.Lonikar;C.R.Rajan;S.Ponrathnam https://doi.org/10.1002/(SICI)1097-4628(19981003)70:1<195::AID-APP19>3.0.CO;2-6
  22. Macromol. Chem. Phys. v.201 M.Mu;R.Zentel https://doi.org/10.1002/1521-3935(20001001)201:15<2055::AID-MACP2055>3.0.CO;2-P
  23. Chen Polym. Bull. v.48 C.Wu;Y.Huang;S. https://doi.org/10.1007/s00289-002-0003-5
  24. Mol. Cryst. Liq. Cryst. v.396 G.Ungar https://doi.org/10.1080/15421400390213276
  25. Macromolecules v.32 V.Percec;A.D.Asandei;D.H.Hill;D.Crawford https://doi.org/10.1021/ma9900129
  26. Macromolecules v.29 J.Stumpe;T.Fisher;H.Menzel https://doi.org/10.1021/ma951462d
  27. Acta Polym. v.50 J.W.Lee;J.L.Jin;B.W.Jo;J.S.Kim;W.C.Zin;Y.S.Kang https://doi.org/10.1002/(SICI)1521-4044(19991201)50:11/12<399::AID-APOL399>3.0.CO;2-7
  28. Macromolecules v.26 J.Watanabe;T.Tominaga https://doi.org/10.1021/ma00067a046
  29. Chem. Ind. v.5 M.Yalpani
  30. Polymer(Korea) v.25 K.H.Kim;S.Y.Jeong;Y.D.Ma
  31. Macromol. Rapid Commun. v.22 S.T.Kim;H.Finkelman https://doi.org/10.1002/1521-3927(20010301)22:6<429::AID-MARC429>3.0.CO;2-#
  32. Liq. Cryst. v.28 F.Brandenburger;B.Matthes;K.Seifert;P.Strohriegl https://doi.org/10.1080/02678290110039921
  33. Macromolecules v.32 G.Maxein;S.Mayer;R.Zentel https://doi.org/10.1021/ma990326w
  34. Macromolecules v.16 P.J.Shannon https://doi.org/10.1021/ma00244a023
  35. Liq. Cryst. v.28 J.W.Lee;J.I.Jin;M.F.Achard;F.Hardouin https://doi.org/10.1080/02678290010028726
  36. Ind. Eng. Chem. v.43 C.J.Malm;J.W.Mench;D.L.Kendall;G.D.Hiatt https://doi.org/10.1021/ie50495a033
  37. Dankook University J.H.Kim;M.Sc.dissertation
  38. Side Chain Liquid Crystal Polymers C.Noel;C.B.McArdle(Editor)
  39. Comb-Shaped Polymers and Liquid Crystals N.A.Plate
  40. Macromol. Chem. Rapid Commun. v.1 H.Finkelmann;G.Rehage https://doi.org/10.1002/marc.1980.030010107
  41. Macromolecules v.23 M.L.Tsai;S.H.Chen https://doi.org/10.1021/ma00209a003
  42. Acta Crystallogr v.4 H.de Vires https://doi.org/10.1107/S0365110X51000751
  43. Macromolecules v.22 T.Yamaguchi;T.Asada;H.Hayashi;N.Nakamura https://doi.org/10.1021/ma00193a024
  44. Macromol. Chem. Phys. v.199 J.L.Lee;E.M.Pearce;T.K.Kwei
  45. Macromolecules v.20 J.Watanabe;M.Goto;T.Nagase https://doi.org/10.1021/ma00168a011
  46. J. Mater. Sci. v.8 S.Suto;M.Yoshinaka
  47. Polymer v.38 S.Suto;K.Suzuki https://doi.org/10.1016/S0032-3861(96)00512-5