Citation: Li Huimei, Wang Jie, Ni Yunzhou, Zhou Yongfeng, Yan Deyue. Synthesis of a Linear-Hyperbranched Supramolecular Polymer and Its Light-Responsive Self-Assembly Behavior[J]. Acta Chimica Sinica, ;2016, 74(5): 415-421. doi: 10.6023/A16020076 shu

Synthesis of a Linear-Hyperbranched Supramolecular Polymer and Its Light-Responsive Self-Assembly Behavior

  • Corresponding author: Zhou Yongfeng, yfzhou@sjtu.edu.cn
  • Received Date: 1 February 2016

    Fund Project: the National Natural Science Foundation of China 21474062the National Basic Research Program 2013CB834506the National Natural Science Foundation of China 91527304the China National Funds for Distinguished Young Scholar 21225420

Figures(9)

  • Herein we reported the synthesis, self-assembly and light-responsive disassembly of a "linear-hyperbranched" supramolecular polymer. Firstly, a hyperbranched polymer CD-g-HPG composed of hyperbranched polyglycerol with a β-cyclodextrin group in the center was synthesized by ring-opening multibranching polymerization (ROMBP). Secondly, a linear polymer AZO-PS composed of polystyrene with an azobenzene group at the end was synthesized via atom transfer radical polymerization (ATRP). Then, the linear AZO-PS and hyperbranched CD-g-HPG were conjugated together through the specific CD/AZO host-guest interactions, leading to the formation of the "linear-hyperbranched" supramolecular polymer PS-b-HPG. This supramolecular polymer was amphiphilic and could self-assemble into vesicles in water. The host-guest complexation ability was characterized by UV-Vis titration. In the case of keeping the concentration of AZO-PSs unchanged, the absorption peak at 330 nm increased gradually with the addition of CD-g-HPGs, which supported the occurrence of complexation between β-CD groups in CD-g-HPGs and AZO groups in AZO-PSs. The host-guest CD/AZO complexation constant of 4.14×104 M-1 was calculated by the Benesi-Hildebrand plot. A Job plot was generated, from which it was determined that the binding stoichiometry between AZO-PS and CD-g-HPG is 1:1. The self-assemblies of the amphiphlic linear-hyperbranched supramolecular polymers were characterized by SEM and TEM. The SEM images showed that the self-assemblies were spherical particles, and the holes directly be seen in some particles indicated that they were vesicles or hollow spheres with a very thin wall thickness. The TEM images of self-assemblies stained with ruthenium tetroxide (RuO4) indicated that the spherical particles were vesicles according to a clear contrast difference between the inner pool and the outer thin wall. At last, we showed that the vesicles could disassemble under UV light due to the trans-to-cis isomerisation of the AZO groups. With the continuous UV irradiation on vesicles, the absorption peak of trans-AZO diminished gradually and almost completely disappeared after 900 seconds. Meanwhile, the solution was transformed from turbid to transparent followed with the appearance of yellow precipitates in the bottom of the bottle.
  • 加载中
    1. [1]

      Yang, S. K.; Ambade, A. V.; Weck, M. Chem. Soc. Rev. 2011, 40, 129.  doi: 10.1039/C0CS00073F

    2. [2]

      Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071.  doi: 10.1021/cr990125q

    3. [3]

      Aida, T.; Meijer, E. W.; Stupp, S. I. Science 2012, 335, 813.  doi: 10.1126/science.1205962

    4. [4]

      Appel, E. A.; del Barrio, J.; Loh, X. J.; Scherman, O. A. Chem. Soc. Rev. 2012, 41, 6195.  doi: 10.1039/c2cs35264h

    5. [5]

      Hofmeier, H.; Schubert, U. S. Chem. Soc. Rev. 2004, 33, 373.  doi: 10.1039/B400653B

    6. [6]

      Chen, G.-S.; Jiang, M. Chem. Soc. Rev. 2011, 40, 2254.  doi: 10.1039/c0cs00153h

    7. [7]

      Yan, X.-Z.; Wang, F.; Zheng, B.; Huang, F.-H. Chem. Soc. Rev. 2012, 41, 6042.  doi: 10.1039/c2cs35091b

    8. [8]

      Wang, Q.; Cheng, M.; Cao, Y.-H.; Jiang, J.-L.; Wang, L.-Y. Acta Chim. Sinica 2016, 74, 9.  doi: 10.6023/A15090585
       

    9. [9]

      Yi, J.-M.; Xiao, X.; Zhang, Y.-Q.; Xue, S.-F.; Tao, Z.; Zhang, J.-X. Acta Chim. Sinica 2014, 72, 949.  doi: 10.6023/A14050366
       

    10. [10]

      Zhang, M.-M.; Xu, D.-H.; Yan, X.-Z.; Chen, J.-Z.; Dong, S.-Y.; Zheng, B.; Huang, F.-H. Angew. Chem., Int. Ed. 2012, 51, 7011.  doi: 10.1002/anie.201203063

    11. [11]

      Yan, X.-Z.; Xu, D.-H.; Chi, X.-D.; Chen, J.-Z.; Dong, S.-Y.; Ding, X.; Yu, Y.-H.; Huang, F.-H. Adv. Mater. 2012, 24, 362.  doi: 10.1002/adma.201103220

    12. [12]

      Wang, D.-L.; Chen, H.-Y.; Su, Y.; Qiu, F.; Zhu, L.-J.; Huan, X.-Y.; Zhu, B.-S.; Yan, D.-Y.; Guo, F.-L.; Zhu, X.-Y. Polym. Chem. 2013, 4, 85.  doi: 10.1039/C2PY20573D

    13. [13]

      Zheng, B.; Wang, F.; Dong, S.-Y.; Huang, F.-H. Chem. Soc. Rev. 2012, 41, 1621.  doi: 10.1039/C1CS15220C

    14. [14]

      Zhang, H.-T.; Fan, X.-D.; Suo, R.-T.; Li, H.; Yang, Z.; Zhang, W.-B.; Bai, Y.; Yao, H.; Tian, W. Chem. Commun. 2015, 51, 15366.  doi: 10.1039/C5CC05579B

    15. [15]

      Tao, W.; Liu, Y.; Jiang, B.-B.; Yu, S.-R.; Huang, W.; Zhou, Y.-F.; Yan, D.-Y. J. Am. Chem. Soc. 2012, 134, 762.  doi: 10.1021/ja207924w

    16. [16]

      Liu, Y.; Yu, C.-Y.; Jin, H.-B.; Jiang, B.-B.; Zhu, X.-Y.; Zhou, Y.-F.; Lu, Z.-Y.; Yan D.-Y. J. Am. Chem. Soc. 2013, 135, 4765.  doi: 10.1021/ja3122608

    17. [17]

      Dong, R.-J.; Zhou, Y.-F.; Zhu, X.-Y. Acc. Chem. Res. 2014, 47, 2006.  doi: 10.1021/ar500057e

    18. [18]

      Wurm, F.; Frey, H. Prog. Polym. Sci. 2011, 36, 1.  doi: 10.1016/j.progpolymsci.2010.07.009

    19. [19]

      Kricheldorf, H. R.; Stukenbrock, T. J. Polym. Sci., Part A: Polym. Chem. 1998, 36, 31.  doi: 10.1002/(ISSN)1099-0488

    20. [20]

      Istratov, V.; Kautz, H.; Kim, Y. K.; Schubert, R.; Frey, H. Tetrahedron 2003, 59, 4017.  doi: 10.1016/S0040-4020(03)00470-8

    21. [21]

      Barriau, E.; Marcos, A. G.; Kautz, H.; Frey, H. Macromol. Rapid Commun. 2005, 26, 862.  doi: 10.1002/(ISSN)1521-3927

    22. [22]

      Wurm, F.; Nieberle, J.; Frey, H. Macromolecules 2008, 41, 1184.  doi: 10.1021/ma702308g

    23. [23]

      Jiang, W.-F.; Chen, J.-X.; Yu, S.-R.; Zhou, Y.-F.; Yan, D.-Y. Acta Polymerica Sinica 2014, (10), 1398.

    24. [24]

      Chou, T. M.; Prayoonthong, P.; Aitouchen, A.; Libera, M. Polymer. 2002, 43, 2085.  doi: 10.1016/S0032-3861(01)00767-4

    25. [25]

      Zhang, D. P.; Fan, Y. J.; Li, H. M.; Li, K.; Yao, Y.; Zhou, Y. F.; Yan, D. Y. RSC Adv. 2015, 5, 47762.  doi: 10.1039/C5RA08661B

    26. [26]

      Crupi, V.; Ficarra, R.; Guardo, M.; Majolino, D.; Stancanelli, R.; Venuti, V. J. Pharm. Biomed. Anal. 2007, 44, 110.  doi: 10.1016/j.jpba.2007.01.054

    27. [27]

      Rekharsky, M. V.; Inoue, Y. Chem. Rev. 1998, 98, 1875.  doi: 10.1021/cr970015o

    28. [28]

      Dong, R.-J.; Zhu, B.-S.; Zhou, Y.-F.; Yan, D.-Y.; Zhu, X.-Y. Polym. Chem. 2013, 4, 912.  doi: 10.1039/c2py21060f

    29. [29]

  • 加载中
    1. [1]

      Jin Tong Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113

    2. [2]

      Ruoxi Sun Yiqian Xu Shaoru Rong Chunmiao Han Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001

    3. [3]

      Shihui Shi Haoyu Li Shaojie Han Yifan Yao Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002

    4. [4]

      Jiaxun Wu Mingde Li Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098

    5. [5]

      Junjie Zhang Yue Wang Qiuhan Wu Ruquan Shen Han Liu Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084

    6. [6]

      Xiaofei NIUKe WANGFengyan SONGShuyan YU . Self-assembly of [Pd6(L)4]8+-type macrocyclic complexes for fluorescent sensing of HSO3-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057

    7. [7]

      Wenjie SHIFan LUMengwei CHENJin WANGYingfeng HAN . Synthesis and host-guest properties of imidazolium-functionalized zirconium metal-organic cage. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 105-113. doi: 10.11862/CJIC.20240360

    8. [8]

      Zhiwen HUANGQi LIUJianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184

    9. [9]

      Huiying Xu Minghui Liang Zhi Zhou Hui Gao Wei Yi . Application of Quantum Chemistry Computation and Visual Analysis in Teaching of Weak Interactions. University Chemistry, 2025, 40(3): 199-205. doi: 10.12461/PKU.DXHX202407011

    10. [10]

      Zhongxin YUWei SONGYang LIUYuxue DINGFanhao MENGShuju WANGLixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304

    11. [11]

      CCS Chemistry | 超分子活化底物自由基促进高效选择性光催化氧化

      . CCS Chemistry, 2025, 7(10.31635/ccschem.025.202405229): -.

    12. [12]

      Fengqiao Bi Jun Wang Dongmei Yang . Specialized Experimental Design for Chemistry Majors in the Context of “Dual Carbon”: Taking the Assembly and Performance Evaluation of Zinc-Air Fuel Batteries as an Example. University Chemistry, 2024, 39(4): 198-205. doi: 10.3866/PKU.DXHX202311069

    13. [13]

      Hailian Tang Siyuan Chen Qiaoyun Liu Guoyi Bai Botao Qiao Fei Liu . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 100036-. doi: 10.3866/PKU.WHXB202408004

    14. [14]

      Bao Jia Yunzhe Ke Shiyue Sun Dongxue Yu Ying Liu Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121

    15. [15]

      Xiao SANGQi LIUJianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158

    16. [16]

      Xiyuan Su Zhenlin Hu Ye Fan Xianyuan Liu Xianyong Lu . Change as You Want: Multi-Responsive Superhydrophobic Intelligent Actuation Material. University Chemistry, 2024, 39(5): 228-237. doi: 10.3866/PKU.DXHX202311059

    17. [17]

      Xingchao Zhao Xiaoming Li Ming Liu Zijin Zhao Kaixuan Yang Pengtian Liu Haolan Zhang Jintai Li Xiaoling Ma Qi Yao Yanming Sun Fujun Zhang . 倍增型全聚合物光电探测器及其在光电容积描记传感器上的应用. Acta Physico-Chimica Sinica, 2025, 41(1): 2311021-. doi: 10.3866/PKU.WHXB202311021

    18. [18]

      Baohua LÜYuzhen LI . Anisotropic photoresponse of two-dimensional layered α-In2Se3(2H) ferroelectric materials. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1911-1918. doi: 10.11862/CJIC.20240105

    19. [19]

      Xinzhe HUANGLihui XUYue YANGLiming WANGZhangyong LIUZhongjian WANG . Preparation and visible light responsive photocatalytic properties of BiSbO4/BiOBr. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 284-292. doi: 10.11862/CJIC.20240212

    20. [20]

      You Wu Chang Cheng Kezhen Qi Bei Cheng Jianjun Zhang Jiaguo Yu Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H2O2及其电荷转移动力学研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406027-. doi: 10.3866/PKU.WHXB202406027

Metrics
  • PDF Downloads(0)
  • Abstract views(1610)
  • HTML views(248)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return