Citation: Zhuo-ye Chai, Zhong Xie, Peng Zhang, Xiao Ouyang, Rui Li, Shan Gao, Hao Wei, Lian-he Liu, Zhi-jun Shuai. High Impact Resistance Epoxy Resins by Incorporation of Quadruply Hydrogen Bonded Supramolecular Polymers[J]. Chinese Journal of Polymer Science, ;2016, 34(7): 850-857. doi: 10.1007/s10118-016-1809-1 shu

High Impact Resistance Epoxy Resins by Incorporation of Quadruply Hydrogen Bonded Supramolecular Polymers

Zhuo-ye Chai ^a ,
Zhong Xie ^b,, ,
Peng Zhang ^b ,
Xiao Ouyang ^b ,
Rui Li ^b ,
Shan Gao ^b ,
Hao Wei ^a,b,, ,
Lian-he Liu ^b ,
Zhi-jun Shuai ^a

a.
College of Power and Energy Engineering, Harbin Engineering University, Harbin 150001, China
b.
Key Laboratory of Superlight Material and Surface Technology, Ministry of Education, College of Material Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China

Corresponding author: Zhong Xie, xiezhong1984@163.com Hao Wei, weihao7512@126.com
Received Date: 14 January 2016
Revised Date: 22 February 2016
Accepted Date: 22 February 2016

A bisphenol A based epoxy was incorporated with a quadruply hydrogen bonded supramolecular polymer as a toughening agent to prepare a composite epoxy resin with higher impact resistance. The supramolecular polymer comprising poly-(propylene glycol) bis(2-aminopropyl) ether chains and 2-ureido-4[1H]-pyrimidinone moieties (UPy) self-assembled into spherical domains with sizes of 300 nm to 600 nm in diameter by micro phase separation in bulk epoxy matrixes. A significant improvement of 300% in impact resistance of the supramolecular polymer incorporated epoxy resin was obtained when the content of supramolecular polymer was 10 wt%. Tensile tests showed that the mechanical properties of the modified epoxy resin containing the hydrogen-bonded supramolecular polymers are also improved compared with those of the neat epoxy resin.
- Supramolecular polymer,
- Epoxy resin,
- Hydrogen bond,
- Impact resistance
1. [1]
  Wilson, A.J., Soft Matter, 2007, 3: 409
2. [2]
  De Greef, T.F.A. and Meijer, E.W., Nature, 2008, 453: 171
3. [3]
  Fox, J.D. and Rowan, S.J., Macromolecules, 2009, 42: 6823
4. [4]
  Brunsveld, L., Folmer, B.J.B., Meijer, E.W. and Sijbesma, R.P., Chem. Rev., 2001, 101: 4071
5. [5]
  Cordier, P., Tournilhac, F., Soulie-Ziakovic, C. and Leibler, L., Nature, 2008, 451: 977
6. [6]
  Masiero, S., Lena, S., Pieraccini, S. and Spada, G.P., Angew. Chem., Int. Ed., 2008, 47: 3184
7. [7]
  Burnworth, M., Tang, L., Kumpfer, J.R., Duncan, A.J., Beyer, F.L., Fiore, G.L., Rowan, S.J. and Weder, C., Nature, 2011, 472: 334
8. [8]
  Xu, J.F., Huang, Z., Chen, L., Qin, B., Song, Q., Wang, Z. and Zhang, X., ACS Macro Lett., 2015, 4: 1410
9. [9]
  Eling, B. and Lindsay, C.I., 2007, U.S. Pat., 2007/0149751 A1
10. [10]
  Loontjens, J.A., Jansen, J.E.G.A. and Plum, B.J.M., 2000, U.S. Pat., 6,683,151 B1
11. [11]
  Dankers, P.Y.W. and Meijer, E.W., Bull. Chem. Soc. Jpn., 2007, 80: 2047
12. [12]
  Dankers, P.Y.W., Harmsen, M.C., Brouwer, L.A., Van Luyn, M.J.A. and Meijer, E.W., Nat. Mater., 2005, 4: 568
13. [13]
  Burattini, S., Greenland, B.W., Merino, D.H., Weng, W., Seppala, J., Colquhoun, H.M., Hayes, W., Mackay, M.E., Hamley, I.W. and Rowan, S.J., J. Am. Chem. Soc., 2010, 132: 12051
14. [14]
  Burattini, S., Greenland, B.W., Chappell, D., Colquhoun, H.M. and Hayes, W., Chem. Soc. Rev., 2010, 39: 1973
15. [15]
  Corbin, P.S. and Zimmerman, S.C., J. Am. Chem. Soc., 2000, 122: 3779
16. [16]
  Zimmerman, S.C. and Murray, T.J., Tetrahedron Lett., 1994, 35: 4077
17. [17]
  Kolotuchin, S.V. and Zimmerman, S.C., J. Am. Chem. Soc., 1998, 120: 9092
18. [18]
  Kotera, M., Lehn, J.M. and Vigneron, J.P., J. Chem. Soc., Chem. Commun., 1994, 197
19. [19]
  Fouquey, C., Lehn, J.M. and Levelut, A.M., Adv. Mater., 1990, 2: 254
20. [20]
  Griffin, A.C., Lee, C.M. and St. Pourcain, C.B., Polym. Mater. Sci. Eng., 1995, 72: 172
21. [21]
  Alexander, C., Jariwala, C.P., Lee, C.M. and Griffin, A.C., Macromol. Symp., 1994, 77: 283
22. [22]
  Castellano, R.K., Nuckolls, C. and Rebek Jr., J., Polym. News, 2000, 25: 44
23. [23]
  Sijbesma, R.P., Beijer, F.H., Brunsveld, L., Folmer, B.J.B., Hirschberg, J.H.K., Lange, R.F.M., Lowe, J.K.L. and Meijer, E.W., Science, 1997, 278: 1601
24. [24]
  De Greef, T.F.A., Smulders, M.M. J., Wolffs, M., Schenning, A.P.H.J., Sijbesma, R.P. and Meijer, E.W., Chem. Rev., 2009, 109: 5687
25. [25]
  Yang, L., Tan, X., Wang, Z. and Zhang, X., Chem. Rev., 2015, 115: 7196
26. [26]
  Soontjens, S.H.M., Sijbesma, R.P., van Genderen, M.H.P. and Meijer, E.W., J. Am. Chem. Soc., 2000, 122: 7487
27. [27]
  Cate, A.T. and Sijbesma, R.P., Macromol. Rapid Commun., 2002, 23: 1094
28. [28]
  Folmer, B.J.B., Sijbesma, R.P., Versteegen, R.M., van der Rijt, J.A.J. and Meijer, E.W., Adv. Mater., 2000, 12: 874
29. [29]
  Yamauchi, K., Lizotte, J.R., Hercules, D.M., Vergne, M.J., Long, T.E., J. Am. Chem. Soc., 2002, 124: 8599
30. [30]
  Dankers, P.Y.W., van Leeuwen, E.N.M., van Gemert, G.M.L., Spiering, A.J.H., Harmsen, M.C., Brouwer, L.A., Janssen, H.M., Bosman, A.W., van Luyn, M.J.A. and Meijer, E.W., Biomaterials, 2006, 27: 5490
31. [31]
  Dankers, P.Y.W., Zhang, Z., Wisse, E., Grijpma, D.W., Sijbesma, R.P., Feijen, J. and Meijer, E.W., Macromolecules, 2006, 39: 8763
32. [32]
  Hirschberg, J.H.K., Beijer, F.H., van Aert, H.A., Magusin, P.C.M.M., Sijbesma, R.P. and Meijer, E.W., Macromolecules, 1999, 32: 2696
33. [33]
  Ligthart, G.B.W.L., Ohkawa, H., Sijbesma, R.P. and Meijer, E.W., J. Am. Chem. Soc., 2005, 127: 810
34. [34]
  Pearson, R.A. and Yee, A.F., J. Mater. Sci., 1991, 26: 3828
35. [35]
  Gam, K.T., Miyamoto, M., Nishimura, R. and Sue, H.-J., Polym. Eng. Sci., 2003, 43: 1635
36. [36]
  Derkowski, B.J. and Sue, H.-J., Polym. Compos., 2003, 24:158
37. [37]
  Larranaga, M., Serrano, E., Martin, M.D., Tercjack, A., Kortaberria, G. and dela Caba, K., Polym. Int., 2007, 56: 1392
38. [38]
  Hydro, R.M. and Pearson, R.A., J. Polym. Sci., Part B: Polym. Phys., 2007, 45: 1470
39. [39]
  Wilco, P.J., Giuseppe, A.P., Wisse E., Dankers, P.Y.W. and Meijer, E.W., Macromolecules, 2011, 44: 6776
1. [1]
  Yi-Chang Yang , Rui-Xi Wang , Li-Ming Wu , Ling Chen . Regulating the coplanarity of π-conjugated units through hydrogen bonding in FAHC2O4 and FAH2C3N3S3 crystals. Chinese Journal of Structural Chemistry, 2025, 44(10): 100714-100714. doi: 10.1016/j.cjsc.2025.100714
2. [2]
  Zhaoru Chen , Xiaoxu Liu , Haonan Chen , Jialong Li , Xiaofeng Wang , Jianfeng Zhu . Application of epoxy resin in cultural relics protection. Chinese Chemical Letters, 2024, 35(4): 109194-. doi: 10.1016/j.cclet.2023.109194
3. [3]
  Yun Zhou , Geqian Fang , Haiyan Wang , Wenjun Yu , Chun Zhu , Jin-Xia Liang , Jian Lin . Non-covalent interactions between adsorbed •OH species and UiO-66-NH2 for methane hydroxylation. Chinese Journal of Structural Chemistry, 2025, 44(8): 100629-100629. doi: 10.1016/j.cjsc.2025.100629
4. [4]
  Lei Zhou , Youjun Zhou , Lizhen Fang , Yiqiao Bai , Yujia Meng , Liang Li , Jie Yang , Yong Yao . Pillar[5]arene based artificial light-harvesting supramolecular polymer for efficient and recyclable photocatalytic applications. Chinese Chemical Letters, 2024, 35(9): 109509-. doi: 10.1016/j.cclet.2024.109509
5. [5]
  Qiao Zhang , Xin Tan , Zihang Liu , Jingyu Ma , Dongqi Cao , Fenfang Li , Shengyi Dong . Optically healable and mechanically tough supramolecular glass from low-molecular-weight compounds. Chinese Chemical Letters, 2025, 36(8): 110660-. doi: 10.1016/j.cclet.2024.110660
6. [6]
  Qunpeng Duan , Qiaona Zhang , Jiayuan Zhang , Shihao Lin , Tangxin Xiao , Leyong Wang . Artificial light-harvesting systems based on supramolecular polymers ^✩. Chinese Chemical Letters, 2025, 36(12): 111421-. doi: 10.1016/j.cclet.2025.111421
7. [7]
  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
8. [8]
  Xue Wu , Yupeng Liu , Bingzhe Wang , Lingyun Li , Zhenjian Li , Qingcheng Wang , Quansheng Cheng , Guichuan Xing , Songnan Qu . Rationally assembling different surface functionalized carbon dots for enhanced near-infrared tumor photothermal therapy. Acta Physico-Chimica Sinica, 2025, 41(9): 100109-0. doi: 10.1016/j.actphy.2025.100109
9. [9]
  Chunshi He , Linqing Li , Yuanrong Sun , Xuefang Wang , Jie Ren , Jianbo Li . Enhanced durability of a novel thiol-epoxy network thermosets with excellent hygrothermal and chemical resistance. Chinese Chemical Letters, 2025, 36(6): 110905-. doi: 10.1016/j.cclet.2025.110905
10. [10]
  Xiaoman Dang , Zhiying Wu , Tangxin Xiao , Zhouyu Wang , Leyong Wang . Highly robust supramolecular polymer networks crosslinked by metallacycles. Chinese Chemical Letters, 2024, 35(12): 110208-. doi: 10.1016/j.cclet.2024.110208
11. [11]
  Wenqi Wang , Liuliu Long , Yue-Biao Zhang . Supramolecular catenation enables high-capacity hydrogen storage. Chinese Journal of Structural Chemistry, 2025, 44(5): 100512-100512. doi: 10.1016/j.cjsc.2025.100512
12. [12]
  Gongxi Li , Jun Jin , Junxuan Tu , Haoguo Yue , Ying Wang , Xiaohui Jia , Weiyuan Yin , Zhenglin Han , Yuxuan Deng , Chunfeng Shi , Yonggang Zhen . Intrinsically stretchable polymer semiconductors synergistically constructed by hydrogen bonds and metal coordination. Chinese Chemical Letters, 2025, 36(12): 111716-. doi: 10.1016/j.cclet.2025.111716
13. [13]
  Ziqi Chen , Miriding Mutailipu . Achieving the birefringence-bandgap trade-off: hydrogen-bond engineered biuret-cyanurate. Chinese Journal of Structural Chemistry, 2025, 44(10): 100695-100695. doi: 10.1016/j.cjsc.2025.100695
14. [14]
  Runtan Gao , Yang Zong , Tingting Li , Na Liu , Zongquan Wu . Three-dimensional supramolecular polymer frameworks with precisely tunable and large apertures for enzyme encapsulation. Chinese Chemical Letters, 2026, 37(1): 111582-. doi: 10.1016/j.cclet.2025.111582
15. [15]
  Xiaodong Zhang , Bohui Xu , Deshuai Xiao , Xinyuan Zhang , Pifu Gong , Zheshuai Lin . From centrosymmetric CN3H6C6H5SO3 to non-centrosymmetric CN3H6C6H4SO3(OH): Hydroxyl introduced hydrogen bond reconstruction to realize strong second harmonic generation. Chinese Journal of Structural Chemistry, 2025, 44(10): 100707-100707. doi: 10.1016/j.cjsc.2025.100707
16. [16]
  Weiwei He , Hongbo Zhang , Xudong Lin , Lili Zhu , Tingting Zheng , Hao Pei , Yang Tian , Min Zhang , Guoyue Shi , Lei Wu , Jianlong Zhao , Gulinuer Wumaier , Shengqing Li , Yufang Xu , Honglin Li , Xuhong Qian . Advancements in life-on-a-chip: The impact of "Beyond Limits Manufacturing" technology. Chinese Chemical Letters, 2024, 35(5): 109091-. doi: 10.1016/j.cclet.2023.109091
17. [17]
  Mengwen Wang , Qintao Sun , Yue Liu , Zhengan Yan , Qiyu Xu , Yuchen Wu , Tao Cheng . Impact of lithium nitrate additives on the solid electrolyte interphase in lithium metal batteries. Chinese Journal of Structural Chemistry, 2024, 43(2): 100203-100203. doi: 10.1016/j.cjsc.2023.100203
18. [18]
  Xiao Yang , Wenjing Liu , Jiarui Kong , Xiangcheng Shan , Qiupei Lei , Zhipeng Yin , Runzeng Liu , Min Zhang , Qingzhe Zhang , Yongguang Yin , Chuanyong Jing , Yong Cai . Synthesis of amine-functionalized polystyrene resin-based globular adsorbents for efficient and selective removal of As and Sb species. Chinese Chemical Letters, 2025, 36(11): 110856-. doi: 10.1016/j.cclet.2025.110856
19. [19]
  Junchen Peng , Xue Yin , Dandan Dong , Zhongyuan Guo , Qinqin Wang , Minmin Liu , Fei He , Bin Dai , Chaofeng Huang . Promotion effect of epoxy group neighboring single-atom Cu site on acetylene hydrochlorination. Chinese Chemical Letters, 2024, 35(6): 109508-. doi: 10.1016/j.cclet.2024.109508
20. [20]
  Dongmei Yao , Junsheng Zheng , Liming Jin , Xiaomin Meng , Zize Zhan , Runlin Fan , Cong Feng , Pingwen Ming . Effect of surface oxidation on the interfacial and mechanical properties in graphite/epoxy composites composite bipolar plates. Chinese Chemical Letters, 2024, 35(11): 109382-. doi: 10.1016/j.cclet.2023.109382

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1339)
HTML views(22)

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