Citation: Meng-jiao Dong, Shun-li Liu, Lin-hua Tan, Lian Cen, Guo-dong Fu. Hydrogels of Chemically Cross-linked and Organ-metallic Complexed Interpenetrating PEG Networks[J]. Chinese Journal of Polymer Science, ;2016, 34(5): 637-648. doi: 10.1007/s10118-016-1783-7 shu

Hydrogels of Chemically Cross-linked and Organ-metallic Complexed Interpenetrating PEG Networks

Meng-jiao Dong ^a ,
Shun-li Liu ^a ,
Lin-hua Tan ^b,c ,
Lian Cen ^b,c,, ,
Guo-dong Fu ^a,,

a.
School of Chemistry and Chemical Engineering, Southeast University, Jiangning District, Nanjing 211189, China
b.
Shanghai Key Laboratory of Multiphase Materials Chemical Engineering, Department of Product Engineering, School of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China
c.
National Tissue Engineering Center of China, Shanghai 200241, China

Corresponding author: Lian Cen, cenlian@hotmail.com Guo-dong Fu, fu7352@seu.edu.cn
Received Date: 23 November 2015
Revised Date: 12 January 2016
Accepted Date: 12 January 2016

Fund Project: the National Natural Science Foundation of China 21074022the National Natural Science Foundation of China 21304019National “973” Project Foundation of China 2010CB944804the Key Laboratory of Environmental Medicine Engineering of Ministry of Education Southeast Universitythe National Natural Science Foundation of China 21274020

The aim of the present work was to prepare a well-defined hydrogel of chemically cross-linked and organ-metallic complexed interpenetrating PEG networks. The hydrogel was synthesized via the reaction of copper(I)-catalyzed 1, 3-dipolar azide-alkyne cycloaddition (CuAAC) with poly(ethylene glycol)-dopamine (PEG-DA) (“Click Chemistry”) followed by complexation with Fe³⁺ ions to crosslink the polymeric network. The chemical composition and morphology of the resulting hydrogels were characterized by Fourier transform infrared spectroscopy (FTIR), ¹H-NMR and scanning electron microscopy (SEM). Swelling ratio, mechanical strength, conductivity, and degradation behaviors of the hydrogels were also studied. The effect of the polymer chain length on properties of hydrogels was explored. The compressive strength of hydrogels could reach as high as 13.1 MPa with a conductivity of 2.2×10^-5 S·cm^-1. The hydrogels also exhibited excellent thermal stability even at a temperature of 300 ℃, whereas degradation of the hydrogel after 7 weeks was observed under a physiological condition. In addition, the hydrogel exhibited a good biocompatibility based on its in vivo performance through an in vivo subcutaneous implantation model. No inflammation and no obvious abnormality of the surrounding tissue were observed when the hydrogel was subcutaneously implanted for 2 weeks. This work is a step towards creating a new pathway to synthesize hydrogels of interpenetrating networks which could be of important applications in the future research.
- Hydrogel,
- Interpenetrating network,
- Dopamine,
- Click chemistry,
- Ions complexation
1. [1]
  Hoffman, A.S., Adv. Drug Delivery Rev., 2012, 64: 18 doi: 10.1016/j.addr.2012.09.010
2. [2]
  Zhang, A.K., Ling, J., Sun, Y.W. and Fu, G.D., Chinese J. Polym. Sci., 2015, 33(5): 721 doi: 10.1007/s10118-015-1620-4
3. [3]
  Malkoch, M., Vestberg, R., Gupta, N., Mespouille, L., Dubois, P., Mason, A.F., Hedrick, J. L., Liao, Q., Frank, C.W. and Kingsbury, K., Chem. Commun., 2006, 2774
4. [4]
  Li, W.J., Tuli, R., Okafor, C., Derfoul, A., Danielson, K.G., Hall, D.J. and Tuan, R.S., Biomaterials, 2005, 26: 599 doi: 10.1016/j.biomaterials.2004.03.005
5. [5]
  Molinaro, G., Leroux, J.C., Damas, J. and Adam, A., Biomaterials, 2002, 23: 2717 doi: 10.1016/S0142-9612(02)00004-2
6. [6]
  Shu, X.Z., Liu, Y., Palumbo, F.S., Luo, Y. and Prestwich, G.D., Biomaterials, 2004, 25: 1339 doi: 10.1016/j.biomaterials.2003.08.014
7. [7]
  Kikuchi, A. and Okano, T., Adv. Drug Delivery Rev., 2002, 54: 53 doi: 10.1016/S0169-409X(01)00243-5
8. [8]
  Leach, J.B. and Schmidt, C.E., Biomaterials, 2005, 26: 125
9. [9]
  Orlando, G., Baptista, P., Birchall, M., De Coppi, P., Farney, A., Guimaraes-Souza, N.K., Opara, E., Rogers, J., Seliktar, D. and Shapira-Schweitzer, K., Transplant Int., 2011, 24: 223
10. [10]
  Slaughter, B.V., Khurshid, S.S., Fisher, O.Z., Khademhosseini, A. and Peppas, N.A., Adv. Mater., 2009, 21: 3307 doi: 10.1002/adma.v21:32/33
11. [11]
  Lieleg, O. and Ribbeck, K., Trends Cell Biol., 2011, 21: 543 doi: 10.1016/j.tcb.2011.06.002
12. [12]
  Haraguchi, K. and Takehisa, T., Adv. Mater., 2002, 14: 1120 doi: 10.1002/1521-4095(20020816)14:16<1120::AID-ADMA1120>3.0.CO;2-9
13. [13]
  Risbud, M.V. and Bhonde, R.R., Drug Deliv., 2000, 7: 69 doi: 10.1080/107175400266623
14. [14]
  Zhao, Z.B., An, S.S., Xie, H.J. and Jiang, Y., Chinese J. Polym. Sci., 2015, 33(1): 173 doi: 10.1007/s10118-015-1565-7
15. [15]
  Feil, H., Bae, Y., Feijen, J. and Kim, S., Macromolecules, 1992, 25: 5528 doi: 10.1021/ma00046a063
16. [16]
  Gudeman, L.F. and Peppas, N.A., J. Appl. Polym. Sci., 1995, 55: 919 doi: 10.1002/app.1995.070550610
17. [17]
  Qin, C.L., Cai, W.M., Cai, J., Tang, D.Y., Zhang, J.S. and Qin, M., Mater. Chem. Phys., 2004, 85: 402 doi: 10.1016/j.matchemphys.2004.01.019
18. [18]
  Jeevananda, T., Eur. Polym. J., 2003, 39 : 569 doi: 10.1016/S0014-3057(02)00272-0
19. [19]
  Chen, C.H. and Chen, M.H., J. Appl. Polym. Sci., 2006, 100 : 323 doi: 10.1002/(ISSN)1097-4628
20. [20]
  Kim, S.J., Park, S.J. and Kim, S.I., React. Funct. Polym., 2003, 55: 53 doi: 10.1016/S1381-5148(02)00214-6
21. [21]
  Myung, D., Koh, W., Ko, J., Hu, Y., Carrasco, M., Noolandi, J., Ta, C.N. and Frank, C.W., Polymer, 2007, 48: 5376 doi: 10.1016/j.polymer.2007.06.070
22. [22]
  Zhou, C., Qian, S.S., Li, X.J., Yao, F., Forsythe, J.S. and Fu, G.D., RSC Adv., 2014, 4: 54631 doi: 10.1039/C4RA09438G
23. [23]
  Wang, M., Fang, Y. and Hu, D., React. Funct. Polym., 2001, 48(1): 215
24. [24]
  Zhang, X.Z., Wu, D.Q. and Chu, C.C., Biomaterials, 2004, 25(17): 3793 doi: 10.1016/j.biomaterials.2003.10.065
25. [25]
  Suzuki, M. and Hanabusa, K., Chem. Soc. Revi., 2010, 39(2): 455 doi: 10.1039/B910604A
26. [26]
  Yunoki, S., Suzuki, T. and Takai, M., J. Biosci. Bioeng., 2003, 96(6): 575 doi: 10.1016/S1389-1723(04)70152-8
27. [27]
  Bistri, O., Mazeau, K., Auzély-Velty, R. and Sollogoub, M., Chem. Eur. J., 2007, 13(31): 8847 doi: 10.1002/(ISSN)1521-3765
28. [28]
  Allan, S.H., Adv. Drug Delivery Rev., 2012, 64: 18 doi: 10.1016/j.addr.2012.09.010
29. [29]
  DeForest, C.A., Polizzotti, B.D. and Anseth, K.S., Nat. Mater., 2009, 8: 659 doi: 10.1038/nmat2473
30. [30]
  Altin, H., Kosif, I. and Sanyal, R., Macromolecules, 2010, 43: 3801 doi: 10.1021/ma100292w
31. [31]
  Zohora, F.T. and Azim, A.Y.M.A., Eur. Sci. J., 2014, 10(21): 186
32. [32]
  Xu, Y., Zhang, B., Wu, S. and Xia, Y., Anal. Chim. Acta, 2009, 649(1): 117 doi: 10.1016/j.aca.2009.06.058
33. [33]
  Xu, L., Yao, F., Fu, G. and Kang, E., Biomacromolecules, 2010, 11: 1810 doi: 10.1021/bm100268t
34. [34]
  Qian, S., Zhou, C., Xu, L., Yao, F., Cen, L. and Fu, G., RSC Adv., 2014, 4: 25241 doi: 10.1039/C4RA01870B
35. [35]
  Wilms, V.S., Bauer, H., Tonhauser, C., Schilmann, A.M., Müller, M.C., Tremel, W. and Frey, H., Biomacromolecules, 2012, 14: 193
36. [36]
  Díaz, D.D., Punna, S., Holzer, P., McPherson, A.K., Sharpless, K. B., Fokin, V.V. and Finn, M., J. Polym. Sci., Part A: Polym. Chem., 2004, 42: 4392 doi: 10.1002/pola.20330
37. [37]
  Fei, B., Qian, B., Yang, Z., Wang, R., Liu, W., Mak, C. and Xin, J.H., Carbon, 2008, 46: 1795 doi: 10.1016/j.carbon.2008.06.049
38. [38]
  Merlin, D.L. and Sivasankar, B., Eur. Polym. J., 2009, 45: 165 doi: 10.1016/j.eurpolymj.2008.10.012
39. [39]
  Chen, C.H., Chen, W.J., Chen, M.H. and Li, Y.M., Polymer, 2000, 41: 7961 doi: 10.1016/S0032-3861(00)00173-7
40. [40]
  Mathew, A., Packirisamy, S., Radusch, H. and Thomas, S., Eur. Polym. J., 2001, 37: 1921 doi: 10.1016/S0014-3057(01)00067-2
41. [41]
  Chen, Y., Chen, L., Bai, H. and Li, L., J. Mater. Chem. A, 2013, 1: 1992 doi: 10.1039/C2TA00406B
1. [1]
  Caixia Zhu , Qing Hong , Kaiyuan Wang , Yanfei Shen , Songqin Liu , Yuanjian Zhang . Single nanozyme-based colorimetric biosensor for dopamine with enhanced selectivity via reactivity of oxidation intermediates. Chinese Chemical Letters, 2024, 35(10): 109560-. doi: 10.1016/j.cclet.2024.109560
2. [2]
  Xue Zhao , Mengshan Chen , Dan Wang , Haoran Zhang , Guangzhi Hu , Yingtang Zhou . Ultrafine nano-copper derived from dopamine polymerization & synchronous adsorption achieve electrochemical purification of nitrate to ammonia in complex water environments. Chinese Chemical Letters, 2024, 35(8): 109327-. doi: 10.1016/j.cclet.2023.109327
3. [3]
  Ningyue Xu , Jun Wang , Lei Liu , Changyang Gong . Injectable hydrogel-based drug delivery systems for enhancing the efficacy of radiation therapy: A review of recent advances. Chinese Chemical Letters, 2024, 35(8): 109225-. doi: 10.1016/j.cclet.2023.109225
4. [4]
  Ningning Gao , Yue Zhang , Zhenhao Yang , Lijing Xu , Kongyin Zhao , Qingping Xin , Junkui Gao , Junjun Shi , Jin Zhong , Huiguo Wang . Ba²⁺/Ca²⁺ co-crosslinked alginate hydrogel filtration membrane with high strength, high flux and stability for dye/salt separation. Chinese Chemical Letters, 2024, 35(5): 108820-. doi: 10.1016/j.cclet.2023.108820
5. [5]
  Qiang Zhou , Pingping Zhu , Wei Shao , Wanqun Hu , Xuan Lei , Haiyang Yang . Innovative Experimental Teaching Design for 3D Printing High-Strength Hydrogel Experiments. University Chemistry, 2024, 39(6): 264-270. doi: 10.3866/PKU.DXHX202310064
6. [6]
  Qingyang Cui , Feng Yu , Zirun Wang , Bangkun Jin , Wanqun Hu , Wan Li . From Jelly to Soft Matter: Preparation and Properties-Exploring of Different Kinds of Hydrogels. University Chemistry, 2024, 39(9): 338-348. doi: 10.3866/PKU.DXHX202309046
7. [7]
  Xiaoliu Liang , Chunliu Huang , Hui Liu , Hu Chen , Jiabao Shou , Hongwei Cheng , Gang Liu . Natural hydrogel dressings in wound care: Design, advances, and perspectives. Chinese Chemical Letters, 2024, 35(10): 109442-. doi: 10.1016/j.cclet.2023.109442
8. [8]
  Jianye Kang , Xinyu Yang , Xuhao Yang , Jiahui Sun , Yuhang Liu , Shutao Wang , Wenlong Song . Carbon dots-enhanced pH-responsive lubricating hydrogel based on reversible dynamic covalent bondings. Chinese Chemical Letters, 2024, 35(5): 109297-. doi: 10.1016/j.cclet.2023.109297
9. [9]
  Xin Li , Xuan Ding , Junkun Zhou , Hui Shi , Zhenxi Dai , Jiayi Liu , Yongcun Ma , Penghui Shao , Liming Yang , Xubiao Luo . Utilizing synergistic effects of bifunctional polymer hydrogel PAM-PAMPS for selective capture of Pb(Ⅱ) from wastewater. Chinese Chemical Letters, 2024, 35(7): 109158-. doi: 10.1016/j.cclet.2023.109158
10. [10]
  Xinyue Lan , Junguang Liang , Churan Wen , Xiaolong Quan , Huimin Lin , Qinqin Xu , Peixian Chen , Guangyu Yao , Dan Zhou , Meng Yu . Photo-manipulated polyunsaturated fatty acid-doped liposomal hydrogel for flexible photoimmunotherapy. Chinese Chemical Letters, 2024, 35(4): 108616-. doi: 10.1016/j.cclet.2023.108616
11. [11]
  Wei Chen , Pieter Cnudde . A minireview to ketene chemistry in zeolite catalysis. Chinese Journal of Structural Chemistry, 2024, 43(11): 100412-100412. doi: 10.1016/j.cjsc.2024.100412
12. [12]
  Yu Yan , Jiawei Song , Dongdong Liu , Zihan Liu , Jialing Cheng , Zhiyang Chen , Yanfang Yang , Weizhe Jiang , Hongliang Wang , Jun Ye , Yuling Liu . Simple and versatile in situ thermo-sensitive hydrogel for rectal administration of SZ-A to alleviate inflammation and repair mucosal barrier in ulcerative colitis. Chinese Chemical Letters, 2024, 35(6): 109736-. doi: 10.1016/j.cclet.2024.109736
13. [13]
  Peiwen Liu , Fang Zhao , Jing Zhang , Yunpeng Bai , Jinxing Ye , Bo Bao , Xinggui Zhou , Li Zhang , Changlu Zhou , Xinhai Yu , Peng Zuo , Jianye Xia , Lian Cen , Yangyang Yang , Guoyue Shi , Lin Xu , Weiping Zhu , Yufang Xu , Xuhong Qian . Micro/nano flow chemistry by Beyond Limits Manufacturing. Chinese Chemical Letters, 2024, 35(5): 109020-. doi: 10.1016/j.cclet.2023.109020
14. [14]
  Chaochao Jin , Kai Li , Jiongpei Zhang , Zhihua Wang , Jiajing Tan . N,O-Bidentated difluoroboron complexes based on pyridine-ester enolates: Facile synthesis, post-complexation modification, optical properties, and applications. Chinese Chemical Letters, 2024, 35(9): 109532-. doi: 10.1016/j.cclet.2024.109532
15. [15]
  Jiayao Li , Xinru Peng , Shiwei Yin , Changwei Wang , Yirong Mo . Metastability of π-π stacking between the closed-shell ions of like charges. Chinese Journal of Structural Chemistry, 2024, 43(5): 100213-100213. doi: 10.1016/j.cjsc.2023.100213
16. [16]
  Yingxiao Zong , Yangfei Wei , Xiaoqing Liu , Junke Wang , Huanfang Guo , Junli Wang , Zhuangzhi Shi , Tao Tu , Cheng Yang , Chongyang Wang , Leyong Wang . The 4^th CCL Organic Chemistry Forum held in Zhangye. Chinese Chemical Letters, 2024, 35(8): 109743-. doi: 10.1016/j.cclet.2024.109743
17. [17]
  Haiying Lu , Weijie Li . The electrolyte solvation and interfacial chemistry for anode-free sodium metal batteries. Chinese Journal of Structural Chemistry, 2024, 43(11): 100334-100334. doi: 10.1016/j.cjsc.2024.100334
18. [18]
  Xiumei LI , Yanju HUANG , Bo LIU , Yaru PAN . Syntheses, crystal structures, and quantum chemistry calculation of two Ni(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 2031-2039. doi: 10.11862/CJIC.20240109
19. [19]
  Hongdao LI , Shengjian ZHANG , Hongmei DONG . Magnetic relaxation and luminescent behavior in nitronyl nitroxide-based annuluses of rare-earth ions. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 972-978. doi: 10.11862/CJIC.20230411
20. [20]
  Ying Chen , Li Li , Junyao Zhang , Tongrui Sun , Xuan Zhang , Shiqi Zhang , Jia Huang , Yidong Zou . Tailored ionically conductive graphene oxide-encased metal ions for ultrasensitive cadaverine sensor. Chinese Chemical Letters, 2024, 35(8): 109102-. doi: 10.1016/j.cclet.2023.109102

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(607)
HTML views(23)

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