偶氮基侧链液晶聚硅氧烷高分子的合成与表征
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摘要
本课题首先以咔唑与氯代醇反应制得N-羟基烷基咔唑,然后在相转移催化剂十二烷基苯磺酸钠(NaDBS)的作用下,对硝基重氮盐与N-羟基烷基咔唑发生重氮偶联反应生成了单偶氮和具有对称结构的双偶氮共四种化合物:单偶氮3-(4-硝基苯基偶氮基)-N-(6-羟己基)咔唑、3-(4-硝基苯基偶氮基)-N-(10-羟癸基)-咔唑以及双偶氮3,3’-2(4-硝基苯基偶氮基)-N-(6-羟己基)-咔唑、3,3’-2(4-硝基苯基偶氮基)-N-(10-羟癸基)-咔唑。这四种化合物的结构通过红外光谱技术、核磁共振技术进行了表征。红外谱图中的特征峰确定了对硝基苯基接到了咔唑环上,核磁共振谱图中质子的化学位移和数目证明了这四种化合物的结构。
在合成了以上四种化合物之后,又以氯丙基三氯硅烷作原料通过“逐步偶联反应”合成了具有梯形双链结构的聚氯丙基倍半硅氧烷,并利用FTIR、~1H-NMR、~(29)Si-NMR、XRD、DSC技术对所合成的化合物的结构和性质进行了表征,表征结果证明所合成的化合物具有梯形双链的结构。又利用上述四种化合物的氮取代烷基末端都含有羟基,而此羟基又能通过Williamson法与氯丙基反应的特点,引入带有偶氮
A series of new compounds based monoazobenzene and bisazobenzene containing nitroazobenzene group were synthesized by performing azo coupling in the presence of a phase transfer catalyst of sodium dodecylbenzenesulphonate (NaDBS). The four synthesized compounds were 3-(4-nitrophenyl-azo)-N-(6-hydroxylhexyl) carbazole, 3-(4-nitrophenylazo)-N-(10-hydroxydecyl)carbazole, 3'3-2(nitrophenyl-azo)-N-(6-hydroxulhexyl)carbazole, 3,3' -2(4-nitrophenylazo)-N-(6-hydr-oxyldecyl)carbazole. All of the synthesized compounds' structures were confirmed by the data obtained from IR and 1H-NMR. All of the data from IR and 1H-NMR implied the structure of the synthesized four compounds.Then the ladderlike polysilsesquioxane was synthesized by "Stepwise
在合成了以上四种化合物之后,又以氯丙基三氯硅烷作原料通过“逐步偶联反应”合成了具有梯形双链结构的聚氯丙基倍半硅氧烷,并利用FTIR、~1H-NMR、~(29)Si-NMR、XRD、DSC技术对所合成的化合物的结构和性质进行了表征,表征结果证明所合成的化合物具有梯形双链的结构。又利用上述四种化合物的氮取代烷基末端都含有羟基,而此羟基又能通过Williamson法与氯丙基反应的特点,引入带有偶氮
A series of new compounds based monoazobenzene and bisazobenzene containing nitroazobenzene group were synthesized by performing azo coupling in the presence of a phase transfer catalyst of sodium dodecylbenzenesulphonate (NaDBS). The four synthesized compounds were 3-(4-nitrophenyl-azo)-N-(6-hydroxylhexyl) carbazole, 3-(4-nitrophenylazo)-N-(10-hydroxydecyl)carbazole, 3'3-2(nitrophenyl-azo)-N-(6-hydroxulhexyl)carbazole, 3,3' -2(4-nitrophenylazo)-N-(6-hydr-oxyldecyl)carbazole. All of the synthesized compounds' structures were confirmed by the data obtained from IR and 1H-NMR. All of the data from IR and 1H-NMR implied the structure of the synthesized four compounds.Then the ladderlike polysilsesquioxane was synthesized by "Stepwise
引文
[1] 王锦成,李光,江建明,高分子液晶的应用,东华大学学报(自然科学版),2002,27(4):114-119
[2] 周其风,王新久,高分子液晶,北京:科学出版社,1994,25-30,253
[3] 日本学术振兴会第142委员会 黄锡民等译,液晶器件手册,北京:航空工业出版社,1992,13-15;1-3:197-199
[4] Grandjean V. The research on the continuous theory of liquid crystal. Phys, 1911, 12, 10-11
[5] Flory P J. The introduction of current Nobel Prize. Proc Roy Soc, 1956, 73: A234
[6] 柯锦玲,液晶高分子及其应用,塑料,2003,33(3):86—89
[7] S. Chandrasekar, "Liquid Crystals", London and New York, Cambridge, Univ. Press, 1977, p. 9
[8] J. Preston, "Liquid Crystaline Order in Polymer", Blumstein. A. Ed., Academic Press, 1978, P.22
[9] P. J. Flory, "Statistical Mechanice of Chain Molecukes", New York, Interscience, 1969, p. 183
[10] 林静,陈立,林敏,许炳雄,“侧链型schiff碱液晶研究—单体的合成与聚合”,合成化学,1977,5(1),49
[11] 邹友思,林国良,“一种西佛碱侧链型液晶高分子的合成与表征”,高分子学报,1996,1(1),116
[12] L. L. Chapoy, "Recent Advances in Liquid Crystals Polymers", Elsever, Applied Science Publisher LTD, 1985, P. 38
[13] Chen Gang, Zhang Rongben, "Synthesis and Characterization of Palladium Coordinating Imine Side Chain Liquid Crystalline Polysiloxanes", Chinese J. of Polm. Sci., 1991, 9(4), 339
[14] 谢本恒,伍青,林尚安,“合成高分子量无规聚丙稀的研究——单茂钛化合物/MAO催化丙稀聚合”,高分子学报,1,15
[15] J. M. Rodriguese-Parada, V. Percec, "Poly(vinyl ether)s and Poly(propenyl ether)s containing Mesogenic Groups: A New Class of side-Chain Liqiud-Crystalline Polymer", J. Polym. Sci. A, Polym. Chem., 186, 24, 1363
[16] 祈辉,“导电性金属络合物液晶高分子的合成与表征研究”,硕士研究生学位论文,2000,5-7
[17] 周其风,“芳香族聚酰胺纤维”,载于高技术新材料要览编辑委员会编,“高技术新材料要览”,北京,中国科学技术出版社,1993,P.523
[18] 耿同谋,魏秀贞,侧链高分子液晶的合成与应用,化工新型材料,1996(1):19—22
[19] Ringsdorf Hlemut, Schmidt H. W., Baur G., Kiefer R., Phase behaviour of dye c-ontaining liquid crystalline copolymers and their mixture with low molecular weight liquid crystals, Polymer Preprine, 1983, 24(2): 306—307
[20] Ringsdorf Helmut, Schmidt Hans-Werner, Electro-Optical Effects of Azo Dye Containing Liquid Crystalline Copolymers, Macromolar Chemistry&Physics, 1984, 185(7): 1327-1334
[21] Singer, K. D., Kuzyk M. G., Holland W. R.,. Sohn J. E., Lalama S. J.,Comizzoli R. B., Katz H. E., Schilling M. L., Electro-optic Phase Modulation and Optical Second-harmonic Generation in Corona-Poled Polymer Films, Applied Physics Letters, 1988, 53(19), 1800-1802
[22] Ikeda Tomiki, Horiuchi Shin, Karaujit Druga B, Kurihara Seiji, Tazuke Shigeo, Photochemically Induced Isothermal Phase Transition in Polymer Liquid Crystals with Mesogenic Phenyl Benzoate Side Chains. 2. Photochemically Indued Isothermal Phase Transition Behavours, Macromolecules, 1990, 23(1), 42-48
[23] Ikeda, Tomiki, Kurihara Seiji, Karanjit Durga B, Tazuke Shigeo, Macromolecules, 1990, 23(17), 3938-3943
[24] Czapla Ssylvia, Ruhmann Ralf, Rtibner Joachim, Zschuppe Veit, Wolf Dietmar, New Copolymethacrylates with Azo-chromophores in The Side Chain, Macromolecu- lar Chemistry&Physics, 1993, 194(1), 243-250
[25] 黄智华,杨春才,汤心颐,王化滨,景遐斌,含非线性光学单元侧链液晶共聚物的合成及极化膜的紫外研究,高等学校化学学报,1994,15(1),136-139
[26] Hayashi, Takanori, Kawakami, Hirofumi, Doke, Yasuo, Tsuchida Akira, Onogi Yoshihiko, Photo-induced Phase Transition of Side Chain Liquid Crystalline Copolymers with Photochromic Group, European Polymer Journal, 1995,31(1):23-28
[27] 李敏,周恩乐,杨春才,汤心颐,含硝基偶氮苯侧基的丙烯酸酷类液晶聚合物的合成、结构与性能研究Ⅰ.含硝基偶氮苯侧基的丙烯酸酷液晶聚合物的合成,功能高分子学报,1993,6(4),339-345
[28] Li Min, Zhou Enle, Xu Jiping, Yang Chuncai, Tang Xingying,Synthesis and Characterization of Polyacrylates Containing Charge Transfer Groups, Polymer Bulletin, 1995, 35, 65-72
[29] Robello Douglas R., Linear Polymers for Nonlinear Optics. I. Polyacrylates Bearing Aminonitro-Stilbene and -Azobenzene Dyes, Journal of Polymer Science Part. A. Polymer Chernistry, 1990, 28(1), 1-13
[30] Haitjema H. J., Buruma R., Alberda Van Ekenstein G. O. R., Tan YY, Challa G., New Photoresponsive (meth)Acrylate (co)Polymers Containing Azobenzene Pendant Sidegroups with Carboxylic and Dimethylamino Substituents-Ⅱ.Synthesis and Characterization of Polymers and Copolymers, European Polymer Journal, 1996, 32(12), 1447-1455
[31] Ikeda, Tomiki, Kurihara Seiji, Karanjit Durga B, Tazuke Shigeo, Macromolecules, 1990, 23(17), 3938-3943
[32] Brandrup J, Immergut E. H., "polymer Handbook", 3rd edition, New York, Wiley & Sons, 1989, p. 108
[33] Paleas C. M., Margomenou-Leonidopoulou G., Filippakis S. E., Malliaris A., Thermotropic Liquid Crystalline Polymers. Ⅱ Further Examples on Their Synthesis by T-he Interaction of Poly(acryloylchloride) with Mesogenic Compounds, Journal of Polymer Science, 1982, 20(8), 2267-2275
[34] Kricheldorf, H. R., Neyken O., Latermann G., "Handbook of Polymer Synthesis",
??New york, Marcel Dekker Inc., 1992, p. 9223
[35] Reck Bernd, Ringsdorf Helmut, Combined Liquid Crystalline Polymers: Meso- gens in the Main Chain and as Side Groups, Die Macromolekulare Chemie Rapid Co mmunications, 1985, 6(4), 291-299
[36] Canessa Guido S., Aguilera Carlos, Serrano Jos e Luis, Oriol Luis, Side-Chain Li quid-Crystalline Polyesters Derived from Diethylmalonate and/or 1,3-Propanediol, Jo urnal of Polymer Science Part A Polymer Chemistry, 1996, 34(8), 1465-1473
[37] B6hme Axel, Novotna Eva, Kresse Horst, Liquid-Crystalline Side Group Polyest ers with Definite Lengths of Flexible Spacers in The Main Chain, Macromolar Chem istry&Physics, 1993, 194(12), 3341-3348
[38] Buhme Axel, Lindau Mrgen, R6tz Uwe, Hoffmann Frank, Fischer Hartmut, Die- le Siegmar, Kuschel Frank, Liquid-Crystalline Side-Group Polyesters with Definite Lengths of The Main-Chain Spacers, Macromolar Chemistry &physics, 1992, 193(10), 2581-2588
[39] Hvilsted Seren, Andruzzi Frlvio, Kulinna Christian, Siesler HeinzW., amanyiam R S., Novel Side-Chain Liquid Crystalline Polyester Architecture for Reversible Optical Storage, Macromolecules, 1995, 28(7), 2172-2183
[40] Rotz Uwe, Properties Lindau Jilrgen, Fischer Hartmut, Kuschel Frank, Synthesis and of Dimesogenic Polymer Bulletin, 1992, 27(4), Liquid Crystalline Side Group Po lymers, 481-486
[41] Hsiue Ging-Ho, Wen Jiunn-Shyang, Hsu Chain-Shu, Synthesis and Characteriz ation of Liquid Crystalline Copolysiloxanes Containing Azobenzene Dyes and 1,3-Di oxane Based Mesogenic Side Groups, Polymer Bulletin, 1993, 30(1), 141-148
[42] Natarjan L.V., Bunning T.J., Klei H.E., Crane R.L, Adams W.W., Novel Photo- chromic Cholesteric Liquid Crystal Siloxane, Macromolecules, 1991,24(24), 6554- 6556
[43] Gray George W., Lacey David, Nestor Gary, White Micheal S, Preparation of Liquid Crystalline Polysiloxanes with Terminal Cyano Group in the Side Chains, Die Macromoleculare Chemie Rapid Communications, 1986, 7(2), 71-76
[44] Katayama Yoshihito, Kato Takashi, Ohyanagi Manshi, Naruse Hiroji, Ikeda Koji, Sekine Yoshiro, Syntheses of Poly[(3-alkoxycardonylpropyl)methylsiloxane]s and {'L3-(2-hydroxy carbonyl) propyl] methylsiloxane), Die Macromolekulare Chemic Rapid Communications, 1986, 7(3), 153-157
[45] D'Haese Francois, Goethals Eric J., Yezuka Yasuyuki, Imai Kiyokazn, Synthesis and Reactions of Macromolecular Polybentrahydrofuran Azoinitiators, Die Macromo lekulare Chemie Rapid Communications, 1986, 7(3), 165-170
[46] Sekimiya Shin-ichiro, Kobayashi Eikoh, Nemoto Nobukatsu. Veno Yukihiko, Ik eda Koji, Takamiga Nobuo, Liquid Crystalline Side-Chain Polysiloxanes Containing Mesogenic Groups Attached by Esterification, Polymer Bulletin, 1991, 27(1), 37-40
[47] 罗朝晖,卓仁禧,张先亮,偶氮苯和氧化偶氮苯液晶基元侧链聚硅氧烷液晶的合成和性能研究,高等学校化学学报,1993,14(7),1028-1032
[48] Abe Jiro, Hasegawa Makoto, Matsushima Heroshi, Shirai Yasuo, Investigation of Dipolar Aligmnent of Mesogenic Chromophores in Side-Chain Liquid Crystalline Polysiloxane Using Electric Field Induced Second Harmonic Generation. Macromolecules, 1995, 28(8), 2938-2943
[49] Imrie C. T., Karasz F. E., Attard G. S., Side-Chain Liquid-Crystalline Copolymers. 2. Polystyrene-Based Side-Chain Polymers Containing Nitroazobenzene, Macromolecules, 1994, 27(6), 1578-1581
[50] Mcculloch, I. A., Bailey, R. T., Synthesis and Charaterisation of Liquid Crystalline Polymers for Nonlinear Optical Applications, Molecular Crystals and Liquid Crystals, 1991, 200, 157-165
[51] Vanermen Guy, Samyn Celest, Synthesis of Frequency Doubling Polymeric Materials. 2 Secoud-Order Nonlinear Optical Properties of Poled Chromophore-functionalized Polystyrenes, Macromolar Chemistry & Physics, 1992, 193(12), 3057-3061
[52] Tanaka Mamoru, Nakaya Tadao, Liquid Crystalline Polyurethanes, 4 Polyurethanes Containing an Azobenzene Group in The Side Chain, Maeromolecular Chemistry & Physics, 1988, 189(4), 771-776
[53] Mihara Takashi, Koide Naoyuki, The Influence of Hydrogen Bonding on The Mesomorphic Properties of Side Chain Type Liquid Crystalline Polyurethanes with Rigid Moieties in the Polymer Bachbone, Polymer Journal, 1997, 29(2), 138-141
[54] 张会旗,李晨曦,黄文强,何炳林,光致变色液晶高分子信息存储材料研究进展,高分子通报,1998 2,63-69
[55] Eich Manfred, Wendorf, Joachim H, Erasable Holograms in Polymeric Liquid Crystals, Die Macromolekulare Chemic Rapid Communications, 1987, 8(9), 467-471
[56] Ikeda Yomiki, Horiuchi Shin, Karanjit Durga B., Kurihara Seiji, Yazuke Shigeo, Photochemical Image Storage in Polymer Liquid Crystals, Chemistry Letters, 1988, 202 (10), 1679-1682
[57] 李从武,潘昂,侧链液晶高分子的非线性光学特征及其应用,功能高分子学报,1993,6(2),181—190
[58] Burland Donald M., Miller Robert D., Walsh Cecilia A., Second-order Nonlincarity in Poled-polymer Systems, Chemical Reviews, 1994, 94(1), 31—75
[59] 谢萍,李泽,张榕本,具有液晶相态特征的功能化梯形聚硅氧烷,高分子通报,1995,2:65-71
[60] Brown J F, Vogt L, Katchman A, Eustance K,Kiser K,Krantz K. J Am Chem Soc, 1960, 82: 6194-6198
[61] Fang Z P, Li D, Qin A W, Yu T Y, Solution properties of polyphenylsisesquio xanes, Chinese J. Polym. Sci., 1987, 5(4): 332-339
[62] Frye C L ,Klosowski J M, Concerning the so-called "ladderlike structure" of equi librated phenylsisesquioxanes, J. Am. Chem. Soc., 1971, 93: 4599-4601
[63] Zhang X S, Shi L H, Huang C R, More on the structure of polyphenylsilsesquiox anes, Chin ese J. Polym. Sci., 1987,5(4): 353-358
[64] Zhang X S, Chen S W, Shi L H, Studies on regularity of poly phenylstilsesquiox anes chains. Chinese J. Polym Sci., 1987, 5(2): 162-168
[65] Zhang X S, Shi L H, Synthesis and structure of polyphenylsilsequioxanes, Chinese J. Polym Sci., 1987, 5(3): 197-204
[66] Huang C R, Xu G Z, Zhang X S, Shi L H, Studies on the excimer fluorescence and the steric tacticity of polyphenylsilsesquioxanes, Chinese J. Polym Sci., 1987, 5(4): 347～352
[67] Shi L H, Zhang X S, Shi YD, Ye ML, Li D C, Solution properties of ladder-like polymer polyphenylsilsequioxanes, Chinese J. Polym Sci., 1987, 5(4): 359～365
[68] Fang Z P, Qin A W, Yu T Y, Study on polyphenylsisequioxanes shape in dilute solution, Chinese J. Polym Sci., 1987, 5(4): 340～346
[69] Brown J Fr, Vogt L H Jr, Katchman A, Eustance J W, Kiser K M and Krantz K W, J Amer Chem Sod, 1960, 82: 6194
[70] Tverdokhlebova Ⅱ, Mamaeva Ⅱ, Pavlova S-S A. Vysokomolek Soedin, 1984, A24: 1971
[71] 今井荣吉,竹野博.日本公开特许公报,(Japan patent),昭 58-14928,1983
[72] Zhang Xinsheng, Chen Suming and Shi Lianghe, Studies on regularity of poly phenylsilsesquioxanes chains, Chinese J. Polym Sci., 1987, (2): 162-165
[73] Zhang Xinsheng and Shi Lianghe, Synthesis and structures of polyphensilsesquioxanes, Chinese J. Polym Sci., 1987, (3): 197-204
[74] Xie Zushou, He Ziqun, Dai Daorong and Zhang Rongben; Chinese J Polym Sci, 1989, 7(2): 183
[75] Xie Zushou, Dai Daorong and Zhang Rongben, Study on the synthesis and characterrization of the soluble, high molecular weight and ladderlike, polymethylsisesquioxanes, Chinese J. Polym Sci., 1991, 9(3): 266-272
[76] Xie Zushou, Jin Shuanzi, Wanyouzhi and Zhang Rongben, Synthesis and charcterization of the soluble, high molecular weight and ladderlike polyhyosisquioxane and its copolymers, Chinese J. Polym Sci., 1992, 10(4): 361-364
[77] 罗海航,祁国珍,左新举,以咔唑杂环化合物为偶合组份的单偶氮分散染料及其研究进展,染料工业,1994,31(4):1-9
[78] Christopher Barrett, Biswajit Choudhury, et al., Azocarbazole Plolymethacrylates as Single-Component Electrooptic Materials, Macromolecules, 1998, 31(15): 4845-4847
[79] 石军,姜治伟,曹少魁,后重氮偶合法制备含硝基偶氮苯咔唑类聚合物,应用化学,2003(8):727-731
[2] 周其风,王新久,高分子液晶,北京:科学出版社,1994,25-30,253
[3] 日本学术振兴会第142委员会 黄锡民等译,液晶器件手册,北京:航空工业出版社,1992,13-15;1-3:197-199
[4] Grandjean V. The research on the continuous theory of liquid crystal. Phys, 1911, 12, 10-11
[5] Flory P J. The introduction of current Nobel Prize. Proc Roy Soc, 1956, 73: A234
[6] 柯锦玲,液晶高分子及其应用,塑料,2003,33(3):86—89
[7] S. Chandrasekar, "Liquid Crystals", London and New York, Cambridge, Univ. Press, 1977, p. 9
[8] J. Preston, "Liquid Crystaline Order in Polymer", Blumstein. A. Ed., Academic Press, 1978, P.22
[9] P. J. Flory, "Statistical Mechanice of Chain Molecukes", New York, Interscience, 1969, p. 183
[10] 林静,陈立,林敏,许炳雄,“侧链型schiff碱液晶研究—单体的合成与聚合”,合成化学,1977,5(1),49
[11] 邹友思,林国良,“一种西佛碱侧链型液晶高分子的合成与表征”,高分子学报,1996,1(1),116
[12] L. L. Chapoy, "Recent Advances in Liquid Crystals Polymers", Elsever, Applied Science Publisher LTD, 1985, P. 38
[13] Chen Gang, Zhang Rongben, "Synthesis and Characterization of Palladium Coordinating Imine Side Chain Liquid Crystalline Polysiloxanes", Chinese J. of Polm. Sci., 1991, 9(4), 339
[14] 谢本恒,伍青,林尚安,“合成高分子量无规聚丙稀的研究——单茂钛化合物/MAO催化丙稀聚合”,高分子学报,1,15
[15] J. M. Rodriguese-Parada, V. Percec, "Poly(vinyl ether)s and Poly(propenyl ether)s containing Mesogenic Groups: A New Class of side-Chain Liqiud-Crystalline Polymer", J. Polym. Sci. A, Polym. Chem., 186, 24, 1363
[16] 祈辉,“导电性金属络合物液晶高分子的合成与表征研究”,硕士研究生学位论文,2000,5-7
[17] 周其风,“芳香族聚酰胺纤维”,载于高技术新材料要览编辑委员会编,“高技术新材料要览”,北京,中国科学技术出版社,1993,P.523
[18] 耿同谋,魏秀贞,侧链高分子液晶的合成与应用,化工新型材料,1996(1):19—22
[19] Ringsdorf Hlemut, Schmidt H. W., Baur G., Kiefer R., Phase behaviour of dye c-ontaining liquid crystalline copolymers and their mixture with low molecular weight liquid crystals, Polymer Preprine, 1983, 24(2): 306—307
[20] Ringsdorf Helmut, Schmidt Hans-Werner, Electro-Optical Effects of Azo Dye Containing Liquid Crystalline Copolymers, Macromolar Chemistry&Physics, 1984, 185(7): 1327-1334
[21] Singer, K. D., Kuzyk M. G., Holland W. R.,. Sohn J. E., Lalama S. J.,Comizzoli R. B., Katz H. E., Schilling M. L., Electro-optic Phase Modulation and Optical Second-harmonic Generation in Corona-Poled Polymer Films, Applied Physics Letters, 1988, 53(19), 1800-1802
[22] Ikeda Tomiki, Horiuchi Shin, Karaujit Druga B, Kurihara Seiji, Tazuke Shigeo, Photochemically Induced Isothermal Phase Transition in Polymer Liquid Crystals with Mesogenic Phenyl Benzoate Side Chains. 2. Photochemically Indued Isothermal Phase Transition Behavours, Macromolecules, 1990, 23(1), 42-48
[23] Ikeda, Tomiki, Kurihara Seiji, Karanjit Durga B, Tazuke Shigeo, Macromolecules, 1990, 23(17), 3938-3943
[24] Czapla Ssylvia, Ruhmann Ralf, Rtibner Joachim, Zschuppe Veit, Wolf Dietmar, New Copolymethacrylates with Azo-chromophores in The Side Chain, Macromolecu- lar Chemistry&Physics, 1993, 194(1), 243-250
[25] 黄智华,杨春才,汤心颐,王化滨,景遐斌,含非线性光学单元侧链液晶共聚物的合成及极化膜的紫外研究,高等学校化学学报,1994,15(1),136-139
[26] Hayashi, Takanori, Kawakami, Hirofumi, Doke, Yasuo, Tsuchida Akira, Onogi Yoshihiko, Photo-induced Phase Transition of Side Chain Liquid Crystalline Copolymers with Photochromic Group, European Polymer Journal, 1995,31(1):23-28
[27] 李敏,周恩乐,杨春才,汤心颐,含硝基偶氮苯侧基的丙烯酸酷类液晶聚合物的合成、结构与性能研究Ⅰ.含硝基偶氮苯侧基的丙烯酸酷液晶聚合物的合成,功能高分子学报,1993,6(4),339-345
[28] Li Min, Zhou Enle, Xu Jiping, Yang Chuncai, Tang Xingying,Synthesis and Characterization of Polyacrylates Containing Charge Transfer Groups, Polymer Bulletin, 1995, 35, 65-72
[29] Robello Douglas R., Linear Polymers for Nonlinear Optics. I. Polyacrylates Bearing Aminonitro-Stilbene and -Azobenzene Dyes, Journal of Polymer Science Part. A. Polymer Chernistry, 1990, 28(1), 1-13
[30] Haitjema H. J., Buruma R., Alberda Van Ekenstein G. O. R., Tan YY, Challa G., New Photoresponsive (meth)Acrylate (co)Polymers Containing Azobenzene Pendant Sidegroups with Carboxylic and Dimethylamino Substituents-Ⅱ.Synthesis and Characterization of Polymers and Copolymers, European Polymer Journal, 1996, 32(12), 1447-1455
[31] Ikeda, Tomiki, Kurihara Seiji, Karanjit Durga B, Tazuke Shigeo, Macromolecules, 1990, 23(17), 3938-3943
[32] Brandrup J, Immergut E. H., "polymer Handbook", 3rd edition, New York, Wiley & Sons, 1989, p. 108
[33] Paleas C. M., Margomenou-Leonidopoulou G., Filippakis S. E., Malliaris A., Thermotropic Liquid Crystalline Polymers. Ⅱ Further Examples on Their Synthesis by T-he Interaction of Poly(acryloylchloride) with Mesogenic Compounds, Journal of Polymer Science, 1982, 20(8), 2267-2275
[34] Kricheldorf, H. R., Neyken O., Latermann G., "Handbook of Polymer Synthesis",
??New york, Marcel Dekker Inc., 1992, p. 9223
[35] Reck Bernd, Ringsdorf Helmut, Combined Liquid Crystalline Polymers: Meso- gens in the Main Chain and as Side Groups, Die Macromolekulare Chemie Rapid Co mmunications, 1985, 6(4), 291-299
[36] Canessa Guido S., Aguilera Carlos, Serrano Jos e Luis, Oriol Luis, Side-Chain Li quid-Crystalline Polyesters Derived from Diethylmalonate and/or 1,3-Propanediol, Jo urnal of Polymer Science Part A Polymer Chemistry, 1996, 34(8), 1465-1473
[37] B6hme Axel, Novotna Eva, Kresse Horst, Liquid-Crystalline Side Group Polyest ers with Definite Lengths of Flexible Spacers in The Main Chain, Macromolar Chem istry&Physics, 1993, 194(12), 3341-3348
[38] Buhme Axel, Lindau Mrgen, R6tz Uwe, Hoffmann Frank, Fischer Hartmut, Die- le Siegmar, Kuschel Frank, Liquid-Crystalline Side-Group Polyesters with Definite Lengths of The Main-Chain Spacers, Macromolar Chemistry &physics, 1992, 193(10), 2581-2588
[39] Hvilsted Seren, Andruzzi Frlvio, Kulinna Christian, Siesler HeinzW., amanyiam R S., Novel Side-Chain Liquid Crystalline Polyester Architecture for Reversible Optical Storage, Macromolecules, 1995, 28(7), 2172-2183
[40] Rotz Uwe, Properties Lindau Jilrgen, Fischer Hartmut, Kuschel Frank, Synthesis and of Dimesogenic Polymer Bulletin, 1992, 27(4), Liquid Crystalline Side Group Po lymers, 481-486
[41] Hsiue Ging-Ho, Wen Jiunn-Shyang, Hsu Chain-Shu, Synthesis and Characteriz ation of Liquid Crystalline Copolysiloxanes Containing Azobenzene Dyes and 1,3-Di oxane Based Mesogenic Side Groups, Polymer Bulletin, 1993, 30(1), 141-148
[42] Natarjan L.V., Bunning T.J., Klei H.E., Crane R.L, Adams W.W., Novel Photo- chromic Cholesteric Liquid Crystal Siloxane, Macromolecules, 1991,24(24), 6554- 6556
[43] Gray George W., Lacey David, Nestor Gary, White Micheal S, Preparation of Liquid Crystalline Polysiloxanes with Terminal Cyano Group in the Side Chains, Die Macromoleculare Chemie Rapid Communications, 1986, 7(2), 71-76
[44] Katayama Yoshihito, Kato Takashi, Ohyanagi Manshi, Naruse Hiroji, Ikeda Koji, Sekine Yoshiro, Syntheses of Poly[(3-alkoxycardonylpropyl)methylsiloxane]s and {'L3-(2-hydroxy carbonyl) propyl] methylsiloxane), Die Macromolekulare Chemic Rapid Communications, 1986, 7(3), 153-157
[45] D'Haese Francois, Goethals Eric J., Yezuka Yasuyuki, Imai Kiyokazn, Synthesis and Reactions of Macromolecular Polybentrahydrofuran Azoinitiators, Die Macromo lekulare Chemie Rapid Communications, 1986, 7(3), 165-170
[46] Sekimiya Shin-ichiro, Kobayashi Eikoh, Nemoto Nobukatsu. Veno Yukihiko, Ik eda Koji, Takamiga Nobuo, Liquid Crystalline Side-Chain Polysiloxanes Containing Mesogenic Groups Attached by Esterification, Polymer Bulletin, 1991, 27(1), 37-40
[47] 罗朝晖,卓仁禧,张先亮,偶氮苯和氧化偶氮苯液晶基元侧链聚硅氧烷液晶的合成和性能研究,高等学校化学学报,1993,14(7),1028-1032
[48] Abe Jiro, Hasegawa Makoto, Matsushima Heroshi, Shirai Yasuo, Investigation of Dipolar Aligmnent of Mesogenic Chromophores in Side-Chain Liquid Crystalline Polysiloxane Using Electric Field Induced Second Harmonic Generation. Macromolecules, 1995, 28(8), 2938-2943
[49] Imrie C. T., Karasz F. E., Attard G. S., Side-Chain Liquid-Crystalline Copolymers. 2. Polystyrene-Based Side-Chain Polymers Containing Nitroazobenzene, Macromolecules, 1994, 27(6), 1578-1581
[50] Mcculloch, I. A., Bailey, R. T., Synthesis and Charaterisation of Liquid Crystalline Polymers for Nonlinear Optical Applications, Molecular Crystals and Liquid Crystals, 1991, 200, 157-165
[51] Vanermen Guy, Samyn Celest, Synthesis of Frequency Doubling Polymeric Materials. 2 Secoud-Order Nonlinear Optical Properties of Poled Chromophore-functionalized Polystyrenes, Macromolar Chemistry & Physics, 1992, 193(12), 3057-3061
[52] Tanaka Mamoru, Nakaya Tadao, Liquid Crystalline Polyurethanes, 4 Polyurethanes Containing an Azobenzene Group in The Side Chain, Maeromolecular Chemistry & Physics, 1988, 189(4), 771-776
[53] Mihara Takashi, Koide Naoyuki, The Influence of Hydrogen Bonding on The Mesomorphic Properties of Side Chain Type Liquid Crystalline Polyurethanes with Rigid Moieties in the Polymer Bachbone, Polymer Journal, 1997, 29(2), 138-141
[54] 张会旗,李晨曦,黄文强,何炳林,光致变色液晶高分子信息存储材料研究进展,高分子通报,1998 2,63-69
[55] Eich Manfred, Wendorf, Joachim H, Erasable Holograms in Polymeric Liquid Crystals, Die Macromolekulare Chemic Rapid Communications, 1987, 8(9), 467-471
[56] Ikeda Yomiki, Horiuchi Shin, Karanjit Durga B., Kurihara Seiji, Yazuke Shigeo, Photochemical Image Storage in Polymer Liquid Crystals, Chemistry Letters, 1988, 202 (10), 1679-1682
[57] 李从武,潘昂,侧链液晶高分子的非线性光学特征及其应用,功能高分子学报,1993,6(2),181—190
[58] Burland Donald M., Miller Robert D., Walsh Cecilia A., Second-order Nonlincarity in Poled-polymer Systems, Chemical Reviews, 1994, 94(1), 31—75
[59] 谢萍,李泽,张榕本,具有液晶相态特征的功能化梯形聚硅氧烷,高分子通报,1995,2:65-71
[60] Brown J F, Vogt L, Katchman A, Eustance K,Kiser K,Krantz K. J Am Chem Soc, 1960, 82: 6194-6198
[61] Fang Z P, Li D, Qin A W, Yu T Y, Solution properties of polyphenylsisesquio xanes, Chinese J. Polym. Sci., 1987, 5(4): 332-339
[62] Frye C L ,Klosowski J M, Concerning the so-called "ladderlike structure" of equi librated phenylsisesquioxanes, J. Am. Chem. Soc., 1971, 93: 4599-4601
[63] Zhang X S, Shi L H, Huang C R, More on the structure of polyphenylsilsesquiox anes, Chin ese J. Polym. Sci., 1987,5(4): 353-358
[64] Zhang X S, Chen S W, Shi L H, Studies on regularity of poly phenylstilsesquiox anes chains. Chinese J. Polym Sci., 1987, 5(2): 162-168
[65] Zhang X S, Shi L H, Synthesis and structure of polyphenylsilsequioxanes, Chinese J. Polym Sci., 1987, 5(3): 197-204
[66] Huang C R, Xu G Z, Zhang X S, Shi L H, Studies on the excimer fluorescence and the steric tacticity of polyphenylsilsesquioxanes, Chinese J. Polym Sci., 1987, 5(4): 347～352
[67] Shi L H, Zhang X S, Shi YD, Ye ML, Li D C, Solution properties of ladder-like polymer polyphenylsilsequioxanes, Chinese J. Polym Sci., 1987, 5(4): 359～365
[68] Fang Z P, Qin A W, Yu T Y, Study on polyphenylsisequioxanes shape in dilute solution, Chinese J. Polym Sci., 1987, 5(4): 340～346
[69] Brown J Fr, Vogt L H Jr, Katchman A, Eustance J W, Kiser K M and Krantz K W, J Amer Chem Sod, 1960, 82: 6194
[70] Tverdokhlebova Ⅱ, Mamaeva Ⅱ, Pavlova S-S A. Vysokomolek Soedin, 1984, A24: 1971
[71] 今井荣吉,竹野博.日本公开特许公报,(Japan patent),昭 58-14928,1983
[72] Zhang Xinsheng, Chen Suming and Shi Lianghe, Studies on regularity of poly phenylsilsesquioxanes chains, Chinese J. Polym Sci., 1987, (2): 162-165
[73] Zhang Xinsheng and Shi Lianghe, Synthesis and structures of polyphensilsesquioxanes, Chinese J. Polym Sci., 1987, (3): 197-204
[74] Xie Zushou, He Ziqun, Dai Daorong and Zhang Rongben; Chinese J Polym Sci, 1989, 7(2): 183
[75] Xie Zushou, Dai Daorong and Zhang Rongben, Study on the synthesis and characterrization of the soluble, high molecular weight and ladderlike, polymethylsisesquioxanes, Chinese J. Polym Sci., 1991, 9(3): 266-272
[76] Xie Zushou, Jin Shuanzi, Wanyouzhi and Zhang Rongben, Synthesis and charcterization of the soluble, high molecular weight and ladderlike polyhyosisquioxane and its copolymers, Chinese J. Polym Sci., 1992, 10(4): 361-364
[77] 罗海航,祁国珍,左新举,以咔唑杂环化合物为偶合组份的单偶氮分散染料及其研究进展,染料工业,1994,31(4):1-9
[78] Christopher Barrett, Biswajit Choudhury, et al., Azocarbazole Plolymethacrylates as Single-Component Electrooptic Materials, Macromolecules, 1998, 31(15): 4845-4847
[79] 石军,姜治伟,曹少魁,后重氮偶合法制备含硝基偶氮苯咔唑类聚合物,应用化学,2003(8):727-731