中文
Announcement
More
Progress in Chemistry 2010, Vol. 22 Issue (10): 2014-2023 Previous Articles   Next Articles

• Review •

Chiral Polydiacetylene Assembles

Pan Xiujuan  Jiang Hao  Wang Yali   Zou Gang* *  Zhang Qijin   

  1. (CAS Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei, Anhui 230026, China)
  • Received: Revised: Online: Published:
  • Contact: Zou Gang E-mail:gangzou@ustc.edu.cn
PDF ( 1881 ) Cited
Export

EndNote

Ris

BibTeX

Herein,the recent progress on the preparation of chiral polydiacetylene (PDA) assembles has been reviewed. It is emphasized that chirality of PDA Langmuir–Blodgett (LB) films can be obtained from an achiral azobenzene-substituted diacetylene. Photo-modulation of chiroptical of azobenzene-substituted polydiacetylene LB films and the resulting changes of the optical and other physical properties has been studied in detail. The prospects of the potential applications in the field of photonic devices are also discussed.

Contents
1 Introduction
2 Preparation of chiral polydiacetylene assembling
2.1 Self-assembly by chiral diacetylene with chiral pendent groups
2.2 Helicity induction by a chiral guest
2.3 Self-assembly by achiral diacetylene on air/water surface
3 Modulation of chirality for polydiacetylene films
3.1 Chiroptical switch under thermal stimuli
3.2 Chiroptical switch under photic stimuli
4 Conclusions and outlook

[1 ] Feringa B L,Delden R A. Angew. Chem. Int. Ed. ,1999,38:
3419—3438
[2 ] Pu L. Chem. Rev. ,2004,104: 1687—1716
[3 ] Hazen R M,Sholl D S. Nat. Mater. ,2003,2: 367—374
[4 ] Feringa B L. Acc. Chem. Res. ,2001,34: 504—513
[5 ] Sato O. Acc. Chem. Res. ,2003,36: 692—700
[6 ] Feringa B L,Delden R A,Koumura N,Geertsema E M. Chem.
Rev. ,2000,100: 1789—1816
[7 ] Pijper D,Jongejan M G M,Meetsma A,Feringa B L. J. Am.
Chem. Soc. ,2008,130: 4541—4542
[8 ] Soloshonok V A,Ueki H,Moore J L,Ellis T K. J. Am. Chem.
Soc. ,2007,129: 3512—3513
[9 ] Maheut G,Castaings A,Pecaut J,Daku L M L,Pescitelli G,
Bari L D,Marchon J C. J. Am. Chem. Soc. ,2006,128:
6347—6356
[10] Huang X,Liu M H. Chem. Commun. ,2003,1: 66—67
[11] Yashima E,Maeda K,Okamoto Y. Nature,1999,399: 449—
451
[12] Akagi K, Piao G, Kaneko S, Sakamaki K, Shirakawa H,
Kyotani M. Science,1998,282: 1683—1686
[13] Ciardelli F,Lanzilo S,Pieroni O. Macromolecules,1974,7:
174—179
[14] Moore J S,Gorman C B,Grubbs R H. J. Am. Chem. Soc. ,
1991,113: 1704—1712
[15] Yashima E,Huang S L,Matsushima T. Macromolecules,1995,
28: 4184—4193
[16] Yashima E,Matsushima T,Okamoto Y. J. Am. Chem. Soc. ,
1995,117: 11596—11597
[17] Zhang L,Lu Q,Liu M. J. Phys. Chem. B,2003,107 (11 ) :
2565—2569
[18] Zhang L,Yuan J, Liu M. J. Phys. Chem. B,2003,107
(46) : 12768—12773
[19] Zhai X,Zhang L, Liu M. J. Phys. Chem. B,2004,108
(22) : 7180—7185
[20] Yuan J,Liu M. J. Am. Chem. Soc. , 2003, 125 ( 17 ) :
5051—5056
[21] Huang X,Li C,Jiang S. J. Am. Chem. Soc. ,2004,126(5) :
1322—1323
[22] Huang X,Liu M H. Chem. Commun. ,2003,66—67
[23] Cheuk K K L,Lam J W Y,Lai L M. Macromolecules,2003,
36: 9752—9762
[24] Cheuk K K L,Lam J W Y,Chen J. Macromolecules,2003,
36: 5947—5959
[25] Li B S,Cheuk K K L,Yang D L. Macromolecules,2003,36:
5447—5450
[26] Li B S,Cheuk K K L,Ling L S. Macromolecules,2003,36:
77—85
[27] Zhao H C,Sanda F,Masuda T. Macromolecules,2004,37:
8888—8892
[28] 袁菁(Yuan J) ,张莉( Zhang L) ,黄昕(Huang X) ,姜思光
( Jiang S G) ,刘鸣华( Liu M H) . 化学进展( Progress in
Chemistry) ,2005,17(5) : 780—787
[29] Svenson S,Messersmith P B. Langmuir,1999,15: 4464—4471
[30] Wang G,Hollingsworth R I. Langmuir,1999,15: 3062—3069
[31] Song J,Cheng Q,Kopta S,Stevens R C. J. Am. Chem. Soc. ,
2001,123: 3205—3213
[32] Schnur J M. Science,1993,262: 1669—1676
[33] Schnur J M,Ratna B R,Selinger J V,Singh A,Jyothi G,
Easwaran K R K. Science,1994,264: 945—947
[34] Mathew G,Weiss R G. Chem. Mater. ,2003,15: 2879—2888
[35] Hsu L,Cvetanovich G L,Stupp S I. J. Am. Chem. Soc. ,
2008,130: 3892—3899
[36] Drake A F,Udvarhelyi P,Ando D J,Bloor D,Obhi J S,Mann
S. Polymer,1989,30: 1063—1067
[37] Kakuchi R,Sakai R,Otsuka I,Satoh T,Kaga H,Kakuchi T.
Macromolecules,2005,38: 9441—9447
[38] Zou G,Fang K,Sheng X,He P S. Langmuir,2002,18(17) :
6602—6605
[39] Zou G,Fang K,He P S. Langmuir,2003,19 ( 11 ) : 4633—
4638
[40] Zou G, Manaka T, Taguchi D, Iwamoto M. Colloids and
Surfaces A: Physicochem. Eng. Aspects,2006,284 /285 :
424—429
[41] Nishino H,Kosaka A,Hembury G A,Aoki F,Miyauchi K,
Shitomi H,Onuki H,Inoue Y. J. Am. Chem. Soc. ,2002,
124: 11618—11627
[42] Kawasaki T,Sato M,Ishiguro S,Saito T,Morishita Y,Sato I,
Nishino H,Inoue Y,Soai K. J. Am. Chem. Soc. ,2005,127:
3274—3275
[43] Iftime G,Labarthet F L,Natansohn A,Rochon P. J. Am.
Chem. Soc. ,2000,122: 12646—12650
[44] Manaka T,Kohn H,Ohshima Y,Zou G,Iwamoto M. Chem.
Lett. ,2006,35(9) : 1028—1029
[45] Zou G,Kohn H,Ohshima Y,Manaka T,Iwamoto M. Chem.
Phys. Lett. ,2007,442: 97—100
[46] Zou G,Jiang H,Zhang Q,Kohn H,Manaka T,Iwamoto M. J.
Mater. Chem. ,2010,20: 285—291
[47] Zou G,Jiang H,Kohn H,Manakab T,Iwamoto M. Chem.
Commun. ,2009,5627—5629
[48] Zou G,Wang Y,Kohn H,Manaka T,Iwamot M. Polymer,
2010,51: 2229—2235
[49] Ueno A,Takahashi K,Anzai J,Osa T. J. Am. Chem. Soc. ,
1981,103: 6410—6415
[50] Kim M J,Shin B G,Kim J J,Kim D Y. J. Am. Chem. Soc. ,
2002,124: 3504—3505
[51] Cipparrone G, Pagliusi P, Provenzano C. Macromolecules,2008,41: 5992—5996
[52] Crego-Calama M,Reinhoudt D N,ten Cate M G J. Top. Curr.
Chem. ,2005,249: 285—316
[53] Green M M,Reidy M P,Johnson R D,Darling G,O′Leary D J,
Willson G. J. Am. Chem. Soc. ,1989,111: 6452—6454
[54] Green M M,Peterson N C, Sato T, Teramoto A, Lifson S.
Science,1995,268: 1860—1866
[55] Green M M,Park J W,Sato T,Teramoto A,Lifson S,Selinger
R L B,Selinger J V. Angew. Chem. ,1999,38: 3139—3154
[56] Soai K,Shibata T,Morioka H,Choji K. Nature,1995,378:
767—768
[57] Chen P,Ma X,Duan P,Liu M. Chem. Phys. Chem. ,2006,
7: 2419—2423
[58] Ye Q,You X,Zou G,Yu X,Zhang Q. J. Mater. Chem. ,
2008,18: 2775—2780

[1] Dongxue Han, Xue Jin, Wangen Miao, Tifeng Jiao, Pengfei Duan. Responsiveness of Excited State Chirality Based on Supramolecular Assembly [J]. Progress in Chemistry, 2022, 34(6): 1252-1262.
[2] Bin Li, Ying Yu, Guoxiang Xing, Jinfeng Xing, Wanxing Liu, Tianyong Zhang. Progress in Circularly Polarized Light Emission of Chiral Inorganic Nanomaterials [J]. Progress in Chemistry, 2022, 34(11): 2340-2350.
[3] Mingxin Zheng, Min Zeng, Xi Chen, Jinying Yuan. Structures and Applications of Photo-Responsive Shape-Changing Liquid Crystal Polymers [J]. Progress in Chemistry, 2021, 33(6): 914-925.
[4] Yunxue Wu, Hengyi Zhang, Yu Liu. Application of Azobenzene Derivative Probes in Hypoxia Cell Imaging [J]. Progress in Chemistry, 2021, 33(3): 331-340.
[5] Minghao Zhou, Shuang Jiang, Tianyong Zhang, Yonghong Shi, Xue Jin, Pengfei Duan. Construction and Optoelectrical Properties of Chiral Perovskite Nanomaterials [J]. Progress in Chemistry, 2020, 32(4): 361-370.
[6] Chenghao Zhu, Junliang Zhang. Palladium Catalyzed Heck-Type Reaction of Organic Halides and Alkyl-Alkynes [J]. Progress in Chemistry, 2020, 32(11): 1745-1752.
[7] Yuxia Gao, Yun Liang, Jun Hu, Yong Ju. Supramolecular Chiral Self-Assembly Based on Small Molecular Natural Products [J]. Progress in Chemistry, 2018, 30(6): 737-752.
[8] Jun Luo, YanSong Zheng. Chiral Calixarenes and Their Supramolecular Chirality [J]. Progress in Chemistry, 2018, 30(5): 601-615.
[9] Juan Ren, Shen Bian, Yiyun Wang, Xianglei Kong. Magic-Number Cluster of Serine Octamer: Structure and Chiral Characteristics [J]. Progress in Chemistry, 2018, 30(4): 383-397.
[10] Yin Lina, Wang Bin, Ma Ruixue, Yuan Honglin, Yu Gang. Enantioselective Environmental Behavior and Effect of Chiral PPCPs [J]. Progress in Chemistry, 2016, 28(5): 744-753.
[11] Wang Kerang. Chiral Supramolecular Assemblies Based on Aromatic Molecules-Carbohydrate Conjugates and Their Applications [J]. Progress in Chemistry, 2015, 27(6): 775-784.
[12] Kou Bo, Tan Linghua, Wang Changchun, Xiao Shoujun. Reversible Photoregulation of DNA Hybridization/Dissociation and Potential Applications [J]. Progress in Chemistry, 2014, 26(10): 1720-1730.
[13] Duan Xiaoli, Fu Yan, Zhang Jinli, Li Wei. Chiral Assembled Materials and Their Application in Enantiomeric Resolution [J]. Progress in Chemistry, 2013, 25(08): 1272-1282.
[14] Liu Shuo, Ying Anguo, Ni Yuxiang, Yang Jianguo, Xu Songlin. Application of Task-Specific Ionic Liquids to Michael Additions [J]. Progress in Chemistry, 2013, 25(08): 1313-1324.
[15] Wang Jing, Liu Shuang, Zhang Chun, Xu Huibi, Yang Xiangliang. Synthesis and Applications of Chiral Nano-Silica [J]. Progress in Chemistry, 2011, 23(4): 669-678.
Viewed
Full text


Abstract

Chiral Polydiacetylene Assembles