侧基含羟基的主链偶氮苯液晶共聚酯的合成及其光响应行为

彭亚婷; 王涛; 李杭; 杨荣; 李锦春

doi:10.11777/j.issn1000-3304.2019.19177

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侧基含羟基的主链偶氮苯液晶共聚酯的合成及其光响应行为

论文 | 更新时间：2021-01-26

- 侧基含羟基的主链偶氮苯液晶共聚酯的合成及其光响应行为
- Synthesis of Main-chain Azobenzene Liquid Crystalline Copolyester with Side Hydroxyl Group and Its Photoresponsive Behavior
- 高分子学报 2020年51卷第3期页码：267-276
- 作者机构：
  
  江苏省环境友好高分子材料重点实验室常州大学材料科学与工程学院江苏省光伏科学与工程协同创新中心　常州 213164
- 作者简介：
  
  E-mail: cloudyyang@cczu.edu.cn
  E-mail: lijinchun88@163.com
- 基金信息：
  
  国家自然科学基金青年项目(基金号 51903021)和江苏省研究生科研与实践创新计划项目(项目号 KYCX18-2615)资助
- DOI：10.11777/j.issn1000-3304.2019.19177
  中图分类号：
- 纸质出版日期：2020-3，
  
  网络出版日期：2019-12-3，
  
  收稿日期：2019-9-29，
  
  修回日期：2019-10-23，
扫描看全文
彭亚婷, 王涛, 李杭, 杨荣, 李锦春. 侧基含羟基的主链偶氮苯液晶共聚酯的合成及其光响应行为[J]. 高分子学报, 2020,51(3):267-276.

Ya-ting Peng, Tao Wang, Hang Li, Rong Yang, Jin-chun Li. Synthesis of Main-chain Azobenzene Liquid Crystalline Copolyester with Side Hydroxyl Group and Its Photoresponsive Behavior[J]. Acta Polymerica Sinica, 2020,51(3):267-276.
彭亚婷, 王涛, 李杭, 杨荣, 李锦春. 侧基含羟基的主链偶氮苯液晶共聚酯的合成及其光响应行为[J]. 高分子学报, 2020,51(3):267-276. DOI： 10.11777/j.issn1000-3304.2019.19177.

Ya-ting Peng, Tao Wang, Hang Li, Rong Yang, Jin-chun Li. Synthesis of Main-chain Azobenzene Liquid Crystalline Copolyester with Side Hydroxyl Group and Its Photoresponsive Behavior[J]. Acta Polymerica Sinica, 2020,51(3):267-276. DOI： 10.11777/j.issn1000-3304.2019.19177.

摘要

以4

4'-双(6-羟基己氧基)联苯(BHHBP)、4

4'-双(6-羟基己氧基)偶氮苯(BHHAB)为液晶基元，利用苹果酸二乙酯(DM)和苯基丁二酸(PSA)采用无规共聚，合成了侧基含羟基的偶氮苯液晶共聚酯(Az-LCP). 先在液晶态下拉伸取向，然后用六亚甲基二异氰酸酯(HDI)交联制备单畴取向偶氮苯液晶交联网络. 通过核磁共振氢谱(

H-NMR)、凝胶渗透色谱(GPC)测试，对合成的Az-LCP进行结构表征，通过示差扫描量热分析(DSC)、X射线衍射(XRD)、偏光光学显微镜(POM)等对其液晶相变行为进行表征，研究了偶氮苯含量、交联密度、薄膜厚度对其光致弯曲行为的影响. 结果表明，偶氮苯含量10%，交联12 h的Az-LCP1具有最佳的光致弯曲回复行为.

Abstract

A series of main-chain azobenzene liquid crystalline copolyesters containing side hydroxyl group (Az-LCP) were synthesized with 4

4'-bis(6-hydroxyhexyloxy)biphenyl (BHHBP)

4'-bis(6-hydroxyhexyloxy)azobenzene (BHHAB)

diethyl malate (DM) and phenyl succinic acid (PSA) by random copolymerization. Chemical structure of the Az-LCPs was characterized by proton nuclear magnetic resonance (

H-NMR) and gel permeation chromatography (GPC). And the phase transition behavior of the Az-LCPs was characterized by differential scanning calorimeter (DSC)

and X-ray diffraction (XRD). Az-LCPs showed a nematic phase with a glass transition temperature (

) around room temperature. With increasing BHHAB monomer

the

and nematic-isotropic transition temperature of Az-LCPs decreased from 25.6 °C and 96.4 °C to 19 °C and 88.2 °C

respectively

showing a

trans-cis

photoisomerization effect of Az-LCPs. Then monodomain azobenzene liquid crystalline networks (Az-LCNs) were prepared by uniaxial stretching at nematic phase first

postcrosslinking in the hexamethylene diisocyanate solution for 12 h. Moreover

the orientation degree decreased with increasing BHHAB monomer into Az-LCP due to the decreasing

and

stacking interaction. While being crosslinked with HDI

the

of Az-LCNs increased up to 40 °C

meanwhile

the nematic-isotropic phase transition became broad and almost disappeared as the BHHAB monomer increased. All the Az-LCNs showed a UV-light induced bending and vis-light induced unbending behavior at room temperature except Az-LCN4 which contains 50% BHHAB monomer. Crosslinking duration of Az-LCNs also exhibited an influence on the photoresponsive bending/unbending behavior. With increasing crosslinking duration

the bending angle increased first and then decreased. In addition

the maximum bending angle and photoresponsive speed of Az-LCNs decreased with increasing thickness of the Az-LCNs films. Az-LCP1 with 10% azobenzene content and cross-linking for 12 h exhibits excellent photoresponsive behavior with a high bending angle of 88° and the fastest photoresponsive speed.

关键词

偶氮苯光响应液晶后交联

Keywords

AzobenzenePhotoresponseLiquid crystalPostcrosslinking

references

White T J, Broer D J. Nat Mater , 2015 . 14 1087 - 1098 . DOI:10.1038/nmat4433http://doi.org/10.1038/nmat4433 .

Ohm C, Brehmer M, Zentel R. Adv Mater , 2010 . 22 3366 - 3387 . DOI:10.1002/adma.200904059http://doi.org/10.1002/adma.200904059 .

Zeng, H, Wasylczyk P, Wiersma D S. Adv Mater , 2018 . 30 1703554 DOI:10.1002/adma.201703554http://doi.org/10.1002/adma.201703554 .

Kowalski B A, Guin T C, Auguste A D, Godman N P, White T J. ACS Macro Lett , 2017 . 6 436 - 441 . DOI:10.1021/acsmacrolett.7b00116http://doi.org/10.1021/acsmacrolett.7b00116 .

Ge F, Zhao Y. Adv Funct Mater , 2019 . 29 1901890 DOI:10.1002/adfm.201901890http://doi.org/10.1002/adfm.201901890 .

Ikeda T, Mamiya J, Yu Y. Angew Chem Int Ed , 2007 . 46 506 - 528 . DOI:10.1002/anie.200602372http://doi.org/10.1002/anie.200602372 .

Bisoyi H K, Li Q. Chem Rev , 2016 . 116 15089 - 15089 . DOI:10.1021/acs.chemrev.6b00415http://doi.org/10.1021/acs.chemrev.6b00415 .

Yu H, Ikeda T. Adv Mater , 2011 . 23 2149 - 2180 . DOI:10.1002/adma.201100131http://doi.org/10.1002/adma.201100131 .

Lv J A, Liu Y, Wei J, Chen E, Qin L, Yu Y. Nature , 2016 . 537 179 - 184 . DOI:10.1038/nature19344http://doi.org/10.1038/nature19344 .

Wang X G. Azo Polymers: Synthesis, Functions and Applications. Berlin: Springer Nature, 2017

Yu L, Wang Q, Sun J, Li C Y, Zou C, He Z M, Wang Z D, Zhou L, Zhang L Y, Yang H. J Mater Chem A , 2015 . 3 13953 - 13961 . DOI:10.1039/C5TA01894Chttp://doi.org/10.1039/C5TA01894C .

Wei Zhenyao(魏振耀), Deng Yonghong(邓永红), Yu Haifeng(于海峰), Qiu Xueqing(邱学青). Acta Polymerica Sinica(高分子学报) , 2016 . ( 6 ): 742 - 749 . DOI:10.11777/j.issn1000-3304.2016.15307http://doi.org/10.11777/j.issn1000-3304.2016.15307 .

Finkelmann H, Nishikawa E, Pereira G G, Warner M. Phys Rev Lett , 2001 . 87 015501 DOI:10.1103/PhysRevLett.87.015501http://doi.org/10.1103/PhysRevLett.87.015501 .

Cviklinski J, Tajbakhsh A R, Terentjev E M. Eur Phys J E , 2002 . 9 427 - 434 . DOI:10.1140/epje/i2002-10095-yhttp://doi.org/10.1140/epje/i2002-10095-y .

Li M H, Keller P, Li B, Wang X G, Brunet M. Adv Mater , 2003 . 15 569 - 572 . DOI:10.1002/adma.200304552http://doi.org/10.1002/adma.200304552 .

Yu Y, Nakano M, Ikeda T. Nature , 2003 . 425 145 DOI:10.1038/425145ahttp://doi.org/10.1038/425145a .

Gelebart A H, Jan Mulder D, Varga M, Konya A, Vantomme G, Meijer E W, Selinger R L B, Broer D J. Nature , 2017 . 546 632 - 636 . DOI:10.1038/nature22987http://doi.org/10.1038/nature22987 .

Zeng H, Wani O M, Wasylczyk P, Kaczmarek R, Priimagi A. Adv Mater , 2017 . 29 1701814 DOI:10.1002/adma.201701814http://doi.org/10.1002/adma.201701814 .

Iamsaard S, Asshoff S J, Matt B, Kudernac T, Cornelissen J J, Fletcher S P, Katsonis N. Nat Chem , 2014 . 6 229 - 235 . DOI:10.1038/nchem.1859http://doi.org/10.1038/nchem.1859 .

Lu X, Guo S, Tong X, Xia H, Zhao Y. Adv Mater , 2017 . 29 1606467 DOI:10.1002/adma.201606467http://doi.org/10.1002/adma.201606467 .

Wani O M, Zeng H, Priimagi A. Nat Commun , 2017 . 8 15546 DOI:10.1038/ncomms15546http://doi.org/10.1038/ncomms15546 .

Li X, Ma S, Hu J, Ni Y, Lin Z, Yu H. J Mater Chem C , 2019 . 7 622 - 629 . DOI:10.1039/C8TC05186Khttp://doi.org/10.1039/C8TC05186K .

Ma S, Li X, H S, Hu J, Yu H. Angew Chem Int Ed , 2019 . 58 2655 DOI:10.1002/anie.201811808http://doi.org/10.1002/anie.201811808 .

Wang M, Lin B P, Yang H. Nat Commun , 2016 . 7 13981 DOI:10.1038/ncomms13981http://doi.org/10.1038/ncomms13981 .

Finkelmann H, Rehage G. Makromol Chem Rapid Commun , 1980 . 1 31 - 34 . DOI:10.1002/marc.1980.030010107http://doi.org/10.1002/marc.1980.030010107 .

Broer D J, Finkelmann H, Kondo K. Makromo Chem Phys , 1988 . 189 185 - 194 . DOI:10.1002/macp.1988.021890117http://doi.org/10.1002/macp.1988.021890117 .

Zhong H Y, Chen L, Liu X F, Yang R, Wang Y Z. J Mater Chem C , 2017 . 5 9702 - 9711 . DOI:10.1039/c7tc02393fhttp://doi.org/10.1039/c7tc02393f .

Zhong H Y, Chen L, Yang R, Meng Z Y, Ding X M, Liu X F, Wang Y Z. J Mater Chem C , 2017 . 5 3306 - 3314 . DOI:10.1039/C6TC05493Ehttp://doi.org/10.1039/C6TC05493E .

Zhong H Y, Chen L, Ding X M, Yang R, Wang Y Z. Sci China Mater , 2018 . 61 1225 - 1236 . DOI:10.1007/s40843-018-9247-6http://doi.org/10.1007/s40843-018-9247-6 .

Pei Z, Yang Y, Chen Q, Terentjev E M, Wei Y, Ji Y. Nat Mater , 2014 . 13 36 - 41 . DOI:10.1038/nmat3812http://doi.org/10.1038/nmat3812 .

Mamiya J I, Yoshitake A, Kondo M, Yu Y, Ikeda T. Mater Chem , 2008 . 18 63 - 65 . DOI:10.1039/B715855Fhttp://doi.org/10.1039/B715855F .

Fang L, Zhang H, Li Z, Zhang Y, Zhang Y, Zhang H. Macromolecules , 2013 . 46 7650 - 7660 . DOI:10.1021/ma401655khttp://doi.org/10.1021/ma401655k .

Yoshino T, Kondo M, Mamiya J, Kinoshita M, Yu Y L, Ikeda T. Adv Mater , 2010 . 22 1361 - 1363 . DOI:10.1002/adma.200902879http://doi.org/10.1002/adma.200902879 .

Liu Y Y, Wu W, Wei J, Yu Y L. ACS Appl Mater Interfaces , 2017 . 9 782 - 789 . DOI:10.1021/acsami.6b11550http://doi.org/10.1021/acsami.6b11550 .

Cheng Z, Ma S, Zhang Y, Huang S, Chen Y, Yu H. Macromolecules , 2017 . 50 8317 - 8324 . DOI:10.1021/acs.macromol.7b01741http://doi.org/10.1021/acs.macromol.7b01741 .

Qing Xin(卿鑫), Lv Jiuan(吕久安), Yu Yanlei(俞燕蕾). Acta Polymerica Sinica(高分子学报) , 2017 . ( 11 ): 1679 - 1705 . DOI:10.11777/j.issn1000-3304.2017.17196http://doi.org/10.11777/j.issn1000-3304.2017.17196 .

Yang R, Wang B, Li M, Zhang X, Li J. Ind Crop Prod , 2019 . 136 121 - 128 . DOI:10.1016/j.indcrop.2019.04.073http://doi.org/10.1016/j.indcrop.2019.04.073 .

Yang R, Chen L, Ruan C, Zhong H Y, Wang Y Z. J Mater Chem C , 2014 . 2 6155 - 6164 . DOI:10.1039/C4TC00512Khttp://doi.org/10.1039/C4TC00512K .

Yang R, Zhao Y. Angew Chem Int Ed , 2017 . 56 14202 - 14206 . DOI:10.1002/anie.201709528http://doi.org/10.1002/anie.201709528 .

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