Supramolecular Hydrogels Obtained by Host-Guest Interactions of Cyclodextrin Dimers with Adamantyl-Containing LCST Copolymers

doi:10.6023/A1109092

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (08): 1013-1020.DOI: 10.6023/A1109092 Previous Articles Next Articles

Full Papers

基于环糊精二聚体与金刚烷修饰的温敏性聚合物的主客体识别构筑超分子水凝胶

李姝静^a, 张小军^b, 梁海燕^a, 王心蕊^a

a 北京工商大学理学院化学系北京 100048;
b 中国农业大学理学院应用化学系北京 100193

投稿日期:2011-09-09 修回日期:2012-01-05 发布日期:2012-01-05
通讯作者: 李姝静, 张小军
基金资助:
北京市教育委员会科技发展面上项目(No. KM201210011006).

Supramolecular Hydrogels Obtained by Host-Guest Interactions of Cyclodextrin Dimers with Adamantyl-Containing LCST Copolymers

Li Shujing^a, Zhang Xiaojun^b, Liang Haiyan^a, Wang Xinrui^a

a Department of Chemistry, School of Science, Beijing Technology and Business University, Beijing 100048;
b Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193

Received:2011-09-09 Revised:2012-01-05 Published:2012-01-05
Supported by:
Supported by Scientific Research Common Program of Beijing Municipal Commission of Education (No. KM201210011006).

Supramolecular hydrogels were constructed by the formation of inclusion complexes between trans-Stilbene β-CD Dimer and adamantyl modified poly(N-isopropylacrylamide) (Pnipam-Ad). The results of 2D NMR measurement indicated that the host-guest interaction between trans-Stilbene β-CD Dimer and Pnipam-Ad was carried out through the formation of inclusion complexes between β-CD cavity and the hydrophobe Ad. The interaction between trans-Stilbene β-CD Dimer and Pnipam-Ad was depended on the concentration of trans-Stilbene β-CD Dimer, Pnipam-Ad and the photoisomerization of trans-Stilbene β-CD Dimer. In addition, the lower critical solution temperature (LCST) of the supramolecular networks consisting of trans-Stilbene β-CD Dimer and Pnipam-Ad are significantly lower than those of pure Pnipam.

Key words: cyclodextrin dimer, host-guest interaction, thermo-sensitivity, supramolecular gel

Cite this article

Li Shujing, Zhang Xiaojun, Liang Haiyan, Wang Xinrui. Supramolecular Hydrogels Obtained by Host-Guest Interactions of Cyclodextrin Dimers with Adamantyl-Containing LCST Copolymers[J]. Acta Chimica Sinica, 2012, 70(08): 1013-1020.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

1 Szejtli, J. Chem. Rev. 1998, 98, 1743.

2 Fujita, H.; Ooya, T.; Kurisawa, M.; Mori, H.; Terano, M.; Yui, N. Macromol. Rapid Commun. 1996, 17, 509.

3 Ikeda, T.; Watabe, N.; Ooya, T.; Yui, N. Macromol. Chem. Phys. 2001, 202, 1338.

4 Ooya, T.; Yui, N. J. Controlled Release 1999, 58, 251.

5 Ooya, T.; Yui, N. J. Controlled Release 2002, 80, 219.

6 Li, J.; Yang, C.; Li, H.; Wang, X.; Goh, S. H.; Ding, J.-L.; Wang, D.-Y.; Leong, K.-W. Adv. Mater. 2006, 18, 2969.

7 Tokuhisa, K.; Hamada, E.; Karinaga, R.; Shimada, N.; Takeda, Y.; Kawasaki, S.; Sakurai, K. Macromolecules2006, 39, 9480.

8 Kataoka, T.; Kidowaki, M.; Zhao, C.; Minamikawa, T.; Shimizu, K.; Ito, J. J. Phys. Chem. B 2006, 110, 24377.

9 Yuan, R.; Shuai, X. J. Polym. Sci. Part B: Polym. Phys.2008, 46, 782.

10 Nakama, T.; Ooya, T.; Yui, N. Polym. J. 2004, 36, 338.

11 Sabadini, E.; Cosgrove, T.; Taweepreda, W. Langmuir2003, 19, 4812.

12 Jing, B.; Chen, X.; Wang, X.-D.; Zhao, Y.-R.; Qiu, H.-Y. Chem. Phys. Chem. 2008, 9, 249.

13 Wei, H.-L.; He, J.-Y.; Sun, L.-G.; Zhu, K.-Q.; Feng, Z.-G. Eur. Polym. J. 2005, 41, 948.

14 Wei, H.-L.; Zhang, A.-Y.; Qian, L.-J.; Yu, H.-Q.; Hou, R.-X.; Qiu, Z.-G.; Feng, Z.-G. J. Polym. Sci. Part A: Polym. Chem. 2005, 43, 2941.

15 Ogoshi, T.; Takashima, Y.; Yamaguchi, H.; Harada, A. J. Am. Chem. Soc. 2007, 129, 4878.

16 Weickenmeier, M.; Wenz, G.; Huff, J. Macromol. Rapid Commun. 1997, 18, 1117.

17 Auzely-Velty, R.; Rinaudo, M. Macromolecules 2002, 35,7955.

18 Koppmans, C.; Ritter, H. Macromolecules 2008, 41, 7418.

19 Kretschmann, O.; Choi, S. W.; Miyauchi, M.; Tomatsu, I.; Harada, A.; Ritter, H. Angew. Chem., Int. Ed. 2006, 45,4361.

20 Zhong, N.; Byun, H. S.; Bittman, R. Tetrahedron Lett.1998, 39, 2919.

21 Melton, L. D.; Slessor, K. N. Carbohydr. Res. 1971, 18, 29.

22 Ohga, K.; Takashima, Y.; Takahashi, H.; Kawaguchi, Y.; Yamaguchi, H.; Harada, A. Macromolecules 2005, 38,5897.

23 Yamada, H.; Fujita, E.; Nishmura, S. I. Carbohydr. Res.1998, 305, 443.

24 Yan, J.-L.; Liu, J.; Chen, X.; Fang, Y. Acta Chim. Sinica2007, 65, 1779 (in Chinese). (严军林, 刘静, 陈希, 房喻, 化学学报, 2007, 65, 1779.)

25 Li, S.-J.; Wu, F.-P.; Li, M.-Z.; Wang, E.-J.; Mao, S.-Z.; Du, Y.-R. Acta Chim. Sinica 2005, 63, 1841 (in Chinese). (李姝静, 吴飞鹏, 李妙贞, 王尔鉴, 毛诗珍, 杜有如, 化学学报, 2005, 63, 1841.)

26 Kuad, P.; Miyawaki, A.; Takashima, Y.; Yamaguchi, H.; Harada, A. J. Am. Chem. Soc. 2007, 129, 12630.

[1]	Shimin Zhu, Xin Huang, Xie Han, Simin Liu. Recognition and Luminescence Properties of N^C^N Pt(II) Complexes with Macrocyclic Host Cucurbit[10]uril [J]. Acta Chimica Sinica, 2022, 80(8): 1066-1070.
[2]	Zhixiong Liu, Qingkai Chu, Yu Feng. Progress in Stimulus-Responsive Dendritic Gels^※ [J]. Acta Chimica Sinica, 2022, 80(10): 1424-1435.
[3]	Qi Meiwei, Liu Yong, Zhou Yongfeng. A Supramolecular Janus Hyperbranched Polymer and Its Electrochemically Responsive Self-Assembly Behavior [J]. Acta Chimica Sinica, 2020, 78(6): 528-533.
[4]	Jiao Yang, Zhang Xi. Supramolecular Free Radicals: Fabrication, Modulation and Functions [J]. Acta Chim. Sinica, 2018, 76(9): 659-665.
[5]	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 Chim. Sinica, 2016, 74(5): 415-421.
[6]	Li Jing, Zeng Yi, Zhang Xiaohui, Yu Tianjun, Chen Jinping, Li Yi. Stepwise Assembly of CB[7] with Coumarin and Viologen Decorated Dendrimers and Regulation of Fluorescence Properties [J]. Acta Chim. Sinica, 2015, 73(8): 826-834.
[7]	Yi Junming, Xiao Xin, Zhang Yunqian, Xue Saifeng, Tao Zhu, Zhang Jianxin. Supramolecular Self-Assembly of Cucurbit[8]uril with 2,2’-(Heptane-1,7-dily) Dibenzimidazolium Chloride [J]. Acta Chimica Sinica, 2014, 72(8): 949-955.
[8]	Yue Shiyu, Zhou Yujuan, Yao Yong, Xue Min. Pillar[n]arenes： From Synthesis, Host-Guest Chemistry to Self-Assembly Properties and Applications [J]. Acta Chimica Sinica, 2014, 72(10): 1053-1069.
[9]	Kong Rui, Shi Dongjian, Liu Rongjin, Wu Chao, Ni Peihong, Chen Mingqing. Preparation and Properties of Supramolecular Aggregation of Dual-Sensitive Cyclodextrins [J]. Acta Chimica Sinica, 2013, 71(11): 1540-1546.
[10]	Lin Youwen, Li Lifan, Li Guangwen. Preparation and Properties of Temperature and pH Sensitive Chitosan Supramolecular Gel Based on Host-guest Interaction of Cucurbit[8]uril [J]. Acta Chimica Sinica, 2012, 70(21): 2246-2250.
[11]	Zhang Xiaojun, Liu Shangzhong, Wu Xuemin, Li Shujing. Supramolecular Hydrogels Obtained by Host-Guest Interactions of Cyclodextrin Dimers with Viologen Polymer [J]. Acta Chimica Sinica, 2012, 70(19): 2066-2072.
[12]	WANG Teng LI Qiong CHEN Pei-Quan SUN Hong-Wei* CHEN Lan SHEN Rong-Xin LAI Cheng-Ming . Density Functional Theory Studies on Interaction Between Calix[4]pyrrole Substituted by Tricyanoethylene on β Position and Anions [J]. Acta Chimica Sinica, 2008, 66(1): 31-38.
[13]	YAN Jun-Lin; LIU Jing; CHEN Xi; FANG Yu*. Studies on the Host-Gust Interaction between Quaternary Ammo-nium Salt of N,N'-Bis(ferrocenylmethylene)diaminobutane and β-Cyclodextrin Modified Poly(acrylamide) [J]. Acta Chimica Sinica, 2007, 65(17): 1779-1783.
[14]	LI Shu-Jing, WU Fei-Peng*^,1, LI Miao-Zhen, WANG Er-Jian, MAO Shi-Zhen², DU You-Ru². Host-guest Interaction between Water-soluble β-Cyclodextrin Polymer and Hydrophobically Modified Polyacryla-mide [J]. Acta Chimica Sinica, 2005, 63(19): 1841-1846.
[15]	CHEN Pei-Quan^abcd, SUN Hong-Wei*^ad, CHEN Lan, SHEN Rong-Xin, YUAN Man-Xue, LAI Cheng-Ming^1,2, Li Zheng-Ming^bcd. Effects on the Conformations and Host-guest Interaction of Calix[4]pyrroles Substituted by Halide on β Positions II. Density Functional Theory Study [J]. Acta Chimica Sinica, 2005, 63(13): 1175-1181.

基于环糊精二聚体与金刚烷修饰的温敏性聚合物的主客体识别构筑超分子水凝胶

Supramolecular Hydrogels Obtained by Host-Guest Interactions of Cyclodextrin Dimers with Adamantyl-Containing LCST Copolymers

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments