|
|
Low-molecular-weight photoresponsive supramulecular hydrogel based on a dicationic azobenzene-bridged pyridinium hydrogelator |
Si-Tai Zhenga, Huan-Huan Yina, Zhao-Guang Mab, Nan-Li Shenga, Tian-Guang Zhana, Xiao-Yang Yanb, Jiecheng Cuia, Li-Juan Liua, Kang-Da Zhanga |
a Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004, China;
b Xingzhi College of Zhejiang Normal University, Jinhua 321004, China |
|
|
Guide Photoresponsive supramolecular hydrogel was fabricated from a small azobenzene-bridged dicationic pyridinium salt in the aqueous solution. The UV-vis light triggered reversible gel-sol transformation of such low-molecular-weight supramolecular hydrogel was systematically investigated through various analytical techniques. |
|
Abstract Low-molecular-weight supramolecular hydrogels are of significant attractive soft materials as particular functions can be facilely introduced by the straightforward fabrication of such self-assembled systems. In this study, an azobenzene-bridged dicationic pyridinium salt was synthesized, from which photoresponsive supramolecular hydrogel could be fabricated through the π-π stacking and hydrophobic interactions in the aqueous solution. By taking advantages of the UV-vis light induced E/Z photoisomerization behaviors of the incorporated azobenzene photochromophore, reversible gel-sol transformation of such supramolecular hydrogel could be achieved under the alternating UV-vis irradiation conditions. We believed that this photoresponsive supramolecular hydrogel will be a good supplementary in the creation of intelligent soft material.
|
Received: 31 July 2018
|
Fund:The authors are grateful to the National Natural Science Foundation of China (Nos. 21502216 and 21602205) and Natural Science Foundation of Zhejiang Province (No. LQ19B020019) for the financial support to this research. They also appreciate Prof. Xin Zhao at Shanghai Institute of Organic Chemistry (SIOC), CAS, for the helpful discussions. |
Corresponding Authors:
Tian-Guang Zhan, Kang-Da Zhang
E-mail: tgzhan@zjnu.cn;kangda.zhang@zjnu.cn
|
|
|
|
[1] |
G.M. Whitesides, B. Grzybowski, Science 295(2002) 2418-2421.
|
[2] |
C. Wang, Z. Wang, X. Zhang, Acc. Chem. Res. 45(2012) 608-618.
|
[3] |
D.S. Guo, Y. Liu, Chem. Soc. Rev. 41(2012) 5907-5921.
|
[4] |
Y. Kim, W. Li, S. Shin, M. Lee, Acc. Chem. Res. 46(2013) 2888-2897.
|
[5] |
S.I. Stupp, L.C. Palmer, Chem. Mater. 26(2014) 507-518.
|
[6] |
M. Liu, L. Zhang, T. Wang, Chem. Rev. 115(2015) 7304-7397.
|
[7] |
X. Yan, F. Wang, B. Zheng, F. Huang, Chem. Soc. Rev. 41(2012) 6042-6065.
|
[8] |
X. Ma, H. Tian, Acc. Chem. Res. 47(2014) 1971-1981.
|
[9] |
X.Y. Hu, T. Xiao, C. Lin, F. Huang, L. Wang, Acc. Chem. Res. 47(2014) 2041-2051.
|
[10] |
J. Tian, H. Wang, D.W. Zhang, Y. Liu, Z.T. Li, Sci. Rev. 4(2017) 426-436.
|
[11] |
G. Wu, J. Thomas, M. Smet, Z. Wang, X. Zhang, Chem. Sci. 5(2014) 3267-3274.
|
[12] |
D.J. van Dijken, J. Chen, M.C.A. Stuart, L. Hou, B.L. Feringa, J. Am. Chem. Soc.138(2016) 660-669.
|
[13] |
Q. Zhao, Y. Chen, Y. Liu, Chin. Chem. Lett. 29(2018) 84-86.
|
[14] |
E.A. Appel, J. del Barrio, X.J. Loh, O.A. Scherman, Chem. Soc. Rev. 41(2012) 6195-6214.
|
[15] |
R.G. Weiss, J. Am. Chem. Soc. 136(2014) 7519-7530.
|
[16] |
X. Du, J. Zhou, J. Shi, B. Xu, Chem. Rev. 115(2015) 13165-13307.
|
[17] |
W. Zheng, L.J. Chen, G. Yang, et al., J. Am. Chem. Soc. 138(2016) 4927-4937.
|
[18] |
L.A. Estroff, A.D. Hamilton, Chem. Rev. 104(2004) 1201-1217.
|
[19] |
Z. Yang, G. Liang, B. Xu, Acc. Chem. Res. 41(2008) 315-326.
|
[20] |
M. Suzuki, K. Hanabusa, Chem. Soc. Rev. 38(2009) 967-975.
|
[21] |
E.R. Draper, D.J. Adams, Chemistry 3(2017) 390-410.
|
[22] |
I. Tomatsu, A. Hashidzume, A. Harada, Macromolecules 38(2005) 5223-5227.
|
[23] |
Y.L. Zhao, J.F. Stoddart, Langmuir 25(2009) 8442-8446.
|
[24] |
D. Wang, M. Wagner, H.J. Butt, Si Wu, Soft Matter 11(2015) 7656-7662.
|
[25] |
X. Yao, T. Li, J. Wang, X. Ma, H. Tian, Adv. Optical Mater. 4(2016) 1322-1349.
|
[26] |
E.R. Draper, D.J. Adams, Chem. Commun. 52(2016) 8196-8206.
|
[27] |
W. Fang, X. Liu, Z. Lu, T. Tu, Chem. Commun. 50(2014) 3313-3316.
|
[28] |
Z. Li, G. Wang, Y. Wang, H. Li, Angew. Chem. Int. Ed. 57(2018) 2194-2198.
|
[29] |
L. Ji, G. Ouyang, M. Liu, Langmuir 33(2017) 12419-12426.
|
[30] |
H. Kobayashi, A. Friggeri, K. Koumoto, et al., Org. Lett. 4(2002) 1423-1426.
|
[31] |
D. Wu, X. Xie, A.A. Kadi, Y. Zhang, Chin. Chem. Lett. 29(2018) 1098-1104.
|
[32] |
T. Bhattacharyya, P. Saha, J. Dash, ACS Omega 3(2018) 2230-2241.
|
[33] |
F. Lin, T.Y. Zhou, T.G. Zhan, X. Zhao, Tetrahedron 70(2014) 2251-2256.
|
[34] |
F. Lin, R. Liang, Q. Qi, et al., Chin. J. Chem. 35(2017) 429-434.
|
[35] |
S.S. Babu, V.K. Praveen, A. Ajayaghosh, Chem. Rev. 114(2014) 1973-2129.
|
[36] |
L. Zhu, M. Lu, D. Qu, Q. Wang, H. Tian, Org. Biomol. Chem. 9(2011) 4226-4233.
|
|
|
|