Citation: Zhao Ya-Kun, Gao Zhong-Zheng, Wang Hui, Zhang Dan-Wei, Li Zhan-Ting. Self-assembly of supramolecular polymers in water from tetracationic and tetraanionic monomers in water through cooperative electrostatic attraction and aromatic stacking[J]. Chinese Chemical Letters, ;2019, 30(1): 127-130. doi: 10.1016/j.cclet.2018.10.016 shu

Self-assembly of supramolecular polymers in water from tetracationic and tetraanionic monomers in water through cooperative electrostatic attraction and aromatic stacking

Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials and Collaborative Innovation Center of Chemistry for Energy Materials(iChEM), Fudan University, Shanghai 200438, China

Corresponding author: Zhang Dan-Wei, zhangdw@fudan.edu.cn Li Zhan-Ting, ztli@fudan.edu.cn
Received Date: 15 September 2018
Revised Date: 11 October 2018
Accepted Date: 16 October 2018
Available Online: 18 January 2018

Figures(3)

The cooperative electrostatic attraction and π-π aromatic stacking interactions between tetrahedral tetrapyridinium TP and three tetraanionic tetraphenylethylene derivatives TPE-1~3 led to the formation of a new kind of supramolecular polymer networks in water, which have been confirmed by ¹H NMR, fluorescence, isothermal titration calorimetric (ITC) and dynamic light scattering (DLS) experiments. ITC studies show that the contributions of enthalpy and entropy were comparable, reflecting the importance of hydrophobicity in driving the intermolecular aromatic stacking. DLS experiments indicate that the linear supramolecular polymers formed by these tetratopic monomers further aggregated into networks of 10²-nm size.
- Supramolecular polymers,
- Electrostatic attraction,
- Aromatic stacking,
- Self-assembly,
- Aqueous phase
1. [1]
  (a) J.M.Lehn, Polym.Int.51 (2002)825-839
  (b) L.Brunsveld, B.J.B.Folmer, E.W.Meijer, R.P.Sijbesma, Chem.Rev.101 (2001)4071-4097
  (c) X.Zheng, Q.Miao, W.Wang, D.H.Qu, Chin.Chem.Lett.29 (2018)1621-1624
  (d) X.Wang, Y.Yang, L.Fan, F.Yang, D.Wu, Sci.China Chem.61 (2018)311-318
  (e) G.Yin, L.Chen, C.Wang, H.Yang, Chin.J.Chem.36 (2018)134-138
  (f) C.Xu, L.Xu, X.Ma, Chin.Chem.Lett.29 (2018)970-972
  (g) Q.Zhao, Y.Chen, Y.Liu, Chin.Chem.Lett.29 (2018)84-86
  (h) C.Xiong, R.Sun, Chin.J.Chem.35 (2017)1669-1672
  (i) Z.J.Yin, Z.Q.Wu, F.Lin, et al., Chin.Chem.Lett.28 (2017)1167-1171
  (j) Q.Wang, M.Cheng, J.L.Jiang, L.Y.Wang, Chin.Chem.Lett.28 (2017)793-797
  (k) P.Wang, J.Ma, D.Xia, Org.Chem.Front.5 (2018)1297-1302
  (l) M.Y.Li, K.Han, J.Li, X.S.Jia, C.J.Li, Acta Polym.Sin. (2017)129-134
  (m) C.W.Zhang, B.Ou, G.Q.Yin, L.J.Chen, H.B.Yang, Acta Polym.Sin. (2017)71-79
  (n) Z.S.Yang, Y.K.Tian, Z.J.Li, et al., Acta Polym.Sin. (2017)121-128
  (o) Y.Fan, F.Lin, X.N.Xu, J.Q.Xu, X.Zhao, Acta Polym.Sin. (2017)80-85
  (p) M.Liu, G.Ouyang, D.Niu, Y.Sang, Org.Chem.Front.5 (2018)2885-2900
  (q) X.F.Ji, D.Y.Xia, X.Z.Yan, H.Wang, F.H.Huang, Acta Polym.Sin. (2017)9-18
  (r) L.Yang, X.Tan, Z.Wang, X.Zhang, Chem.Rev.115 (2015)7196-7239.
2. [2]
  (a) S.Chen, W.H.Binder, Acc.Chem.Res.49 (2016)1409-1420
  (b) B.Isare, S.Pensec, M.Raynal, L.Bouteiller, Compt.Rendus Chim.19 (2016)148-156
  (c) M.Anthamatten, Adv.Polym.Sci.268 (2015)47-99.
3. [3]
  (a) A.Winter, U.S.Schubert, Chem.Soc.Rev.45 (2016)5311-5357
  (b) H.Li, L.Wu, Soft Matter 10 (2014)9038-9053.
4. [4]
  (a) W.Hayes, B.W.Greenland, Adv.Polym.Sci.268 (2015)143-166
  (b) Y.K.Tian, Y.F.Han, Z.S.Yang, F.Wang, Macromolecules 49 (2016)6455-6461
  (c) B.Zheng, F.Wang, S.Dong, F.Huang, Chem.Soc.Rev.41 (2012)1621-1636.
5. [5]
  (a) A.Harada, Y.Takashima, M.Nakahata, Acc.Chem.Res.47 (2014)2128-2140
  (b) J.Tian, L.Zhang, H.Wang, D.W.Zhang, Z.T.Li, Supramol.Chem.28 (2016)769-783
  (c) Y.Liu, H.Yang, Z.Wang, X.Zhang, Chem.Asian J.8 (2013)1626-1632.
6. [6]
  (a) X.Ma, H.Tian, Acc.Chem.Res.47 (2014)1971-1981
  (b) Z.Ding, H.Li, W.Gao, et al., Chin.J.Chem.35 (2017)447-456
  (c) E.Krieg, M.M.C.Bastings, P.Besenius, B.Rybtchinski, Chem.Rev.116 (2016)2414-2477
  (d) Q.Zhao, Y.Chen, Y.Liu, Chin.Chem.Lett.29 (2018)84-86.
7. [7]
  (a) C.Schmuck, W.Wienand, J.Am.Chem.Soc.125 (2003)452-459
  (b) C.Schmuck, K.Samanta, M.Ehlers, Chem.Eur.J.22 (2016)15242-15247.
8. [8]
  (a) Y.C.Zhang, Y.Qin, H.Wang, et al., Chem.Asian J.11 (2016)1065-1070
  (b) Y.Zhang, S.B.Yu, B.Yang, et al., Org.Chem.Front.5 (2018)1039-1044.
9. [9]
  Q.Qi, B.Yang, H.Wang, D.W.Zhang, Z.T.Li, Tetrahedron 74 (2018)2792-2796. doi: 10.1016/j.tet.2018.04.047
10. [10]
  (a) A.Mulder, J.Huskens, D.N.Reinhoudt, Org.Biomol.Chem.2 (2004)3409-3424
  (b) C.Fasting, C.A.Schalley, M.Weber, et al., Angew.Chem.Int.Ed.51 (2012)10472-10498
  (c) C.Yao, J.Tian, H.Wang, et al., Chin.Chem.Lett.28 (2017)893-899
  (d) H.Wang, D.W.Zhang, Z.T.Li, Acta Polym.Sin. (2017)19-26
  (e) J.Tian, C.Yao, W.L.Yang, et al., Chin.Chem.Lett.28 (2017)798-806
  (f) X.F.Li, S.B.Yu, B.Yang, et al., Sci.China Chem.61 (2018)830-835
  (g) Y.Chen, F.Huang, Z.T.Li, Y.Liu, Sci.China Chem.61 (2018)979-992
  (h) T.K.Dam, M.L.Talaga, N.Fan, C.F.Brewer, Methods Enzym.567 (2016)71-95
  (i) J.Yan, W.Li, A.Zhang, Chem.Commun.50 (2014)12221-12233;
  (j) E.Lopez-Fontal, L.Milanesi, S.Tomas, Chem.Sci.7 (2016)4468-4475.
11. [11]
  J.M.Campos, M.C.Nunez, R.M.Sanchez, et al., Bioorg.Med.Chem.10 (2002)2215-2231.
12. [12]
  (a) Y.Hong, J.W.Y.Lam, B.Z.Tang, Chem.Soc.Rev.40 (2011)5361-5388
  (b) Y.Shi, Y.Cai, Y.J.Wang, et al., Sci.China Chem.60 (2017)635-641
  (c) S.Liu, J.Cheng, J.Xu, Chin.J.Chem.35 (2017)335-340
  (d) X.Y.Teng, X.C.Wu, Y.Q.Cao, et al., Chin.Chem.Lett.28 (2017)1485-1491
  (e) Y.Song, L.Zong, L.Zhang, Z.Li, Sci.China Chem.60 (2017)1596-1601.
13. [13]
  T.P.Silverstein, J.Chem.Educ.75 (1998)116-118.
1. [1]
  Sifan Du , Yuan Wang , Fulin Wang , Tianyu Wang , Li Zhang , Minghua Liu . Evolution of hollow nanosphere to microtube in the self-assembly of chiral dansyl derivatives and inversed circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(7): 109256-. doi: 10.1016/j.cclet.2023.109256
2. [2]
  Xuanyu Wang , Zhao Gao , Wei Tian . Supramolecular confinement effect enabling light-harvesting system for photocatalytic α-oxyamination reaction. Chinese Chemical Letters, 2024, 35(11): 109757-. doi: 10.1016/j.cclet.2024.109757
3. [3]
  Yuwen Zhu , Xiang Deng , Yan Wu , Baode Shen , Lingyu Hang , Yuye Xue , Hailong Yuan . Formation mechanism of herpetrione self-assembled nanoparticles based on pH-driven method. Chinese Chemical Letters, 2025, 36(1): 109733-. doi: 10.1016/j.cclet.2024.109733
4. [4]
  Jingqi Xin , Shupeng Han , Meichen Zheng , Chenfeng Xu , Zhongxi Huang , Bin Wang , Changmin Yu , Feifei An , Yu Ren . A nitroreductase-responsive nanoprobe with homogeneous composition and high loading for preoperative non-invasive tumor imaging and intraoperative guidance. Chinese Chemical Letters, 2024, 35(7): 109165-. doi: 10.1016/j.cclet.2023.109165
5. [5]
  Keyang Li , Yanan Wang , Yatao Xu , Guohua Shi , Sixian Wei , Xue Zhang , Baomei Zhang , Qiang Jia , Huanhua Xu , Liangmin Yu , Jun Wu , Zhiyu He . Flash nanocomplexation (FNC): A new microvolume mixing method for nanomedicine formulation. Chinese Chemical Letters, 2024, 35(10): 109511-. doi: 10.1016/j.cclet.2024.109511
6. [6]
  Xian Yan , Huawei Xie , Gao Wu , Fang-Xing Xiao . Boosted solar water oxidation steered by atomically precise alloy nanocluster. Chinese Chemical Letters, 2025, 36(1): 110279-. doi: 10.1016/j.cclet.2024.110279
7. [7]
  Zhenzhu Wang , Chenglong Liu , Yunpeng Ge , Wencan Li , Chenyang Zhang , Bing Yang , Shizhong Mao , Zeyuan Dong . Differentiated self-assembly through orthogonal noncovalent interactions towards the synthesis of two-dimensional woven supramolecular polymers. Chinese Chemical Letters, 2024, 35(5): 109127-. doi: 10.1016/j.cclet.2023.109127
8. [8]
  Qian Ren , Xue Dai , Ran Cen , Yang Luo , Mingyang Li , Ziyun Zhang , Qinghong Bai , Zhu Tao , Xin Xiao . A cucurbit[8]uril-based supramolecular phosphorescent assembly: Cell imaging and sensing of amino acids in aqueous solution. Chinese Chemical Letters, 2024, 35(12): 110022-. doi: 10.1016/j.cclet.2024.110022
9. [9]
  Xingwen Cheng , Haoran Ren , Jiangshan Luo . Boosting the self-trapped exciton emission in vacancy-ordered double perovskites via supramolecular assembly. Chinese Journal of Structural Chemistry, 2024, 43(6): 100306-100306. doi: 10.1016/j.cjsc.2024.100306
10. [10]
  Cheng-Yan Wu , Yi-Nan Gao , Zi-Han Zhang , Rui Liu , Quan Tang , Zhong-Lin Lu . Enhancing self-assembly efficiency of macrocyclic compound into nanotubes by introducing double peptide linkages. Chinese Chemical Letters, 2024, 35(11): 109649-. doi: 10.1016/j.cclet.2024.109649
11. [11]
  Zhibin Ren , Shan Li , Xiaoying Liu , Guanghao Lv , Lei Chen , Jingli Wang , Xingyi Li , Jiaqing Wang . Penetrating efficiency of supramolecular hydrogel eye drops: Electrostatic interaction surpasses ligand-receptor interaction. Chinese Chemical Letters, 2024, 35(11): 109629-. doi: 10.1016/j.cclet.2024.109629
12. [12]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan 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
13. [13]
  Zengchao Guo , Weiwei Liu , Tengfei Liu , Jinpeng Wang , Hui Jiang , Xiaohui Liu , Yossi Weizmann , Xuemei Wang . Engineered exosome hybrid copper nanoscale antibiotics facilitate simultaneous self-assembly imaging and elimination of intracellular multidrug-resistant superbugs. Chinese Chemical Letters, 2024, 35(7): 109060-. doi: 10.1016/j.cclet.2023.109060
14. [14]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
15. [15]
  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
16. [16]
  Pengcheng Su , Shizheng Chen , Zhihong Yang , Ningning Zhong , Chenzi Jiang , Wanbin Li . Vapor-phase postsynthetic amination of hypercrosslinked polymers for efficient iodine capture. Chinese Chemical Letters, 2024, 35(9): 109357-. doi: 10.1016/j.cclet.2023.109357
17. [17]
  Changhui Yu , Peng Shang , Huihui Hu , Yuening Zhang , Xujin Qin , Linyu Han , Caihe Liu , Xiaohan Liu , Minghua Liu , Yuan Guo , Zhen Zhang . Evolution of template-assisted two-dimensional porphyrin chiral grating structure by directed self-assembly using chiral second harmonic generation microscopy. Chinese Chemical Letters, 2024, 35(10): 109805-. doi: 10.1016/j.cclet.2024.109805
18. [18]
  Bing Niu , Honggao Huang , Liwei Luo , Li Zhang , Jianbo Tan . Coating colloidal particles with a well-defined polymer layer by surface-initiated photoinduced polymerization-induced self-assembly and the subsequent seeded polymerization. Chinese Chemical Letters, 2025, 36(2): 110431-. doi: 10.1016/j.cclet.2024.110431
19. [19]
  Yi Zhou , Wei Zhang , Rong Fu , Jiaxin Dong , Yuxuan Liu , Zihang Song , Han Han , Kang Cai . Self-assembly of two pairs of homochiral M₂L₄ coordination capsules with varied confined space using Tröger's base ligands. Chinese Chemical Letters, 2025, 36(2): 109865-. doi: 10.1016/j.cclet.2024.109865
20. [20]
  Wenlong Li , Feishi Shan , Qingdong Bao , Qinghua Li , Hua Gao , Leyong Wang . Supramolecular assembly nanoparticle for trans-epithelial treatment of keratoconus. Chinese Chemical Letters, 2024, 35(10): 110060-. doi: 10.1016/j.cclet.2024.110060

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(705)
HTML views(51)

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