Citation: Yi-Teng Yan, Gang Wu, Si-Chong Chen, Yu-Zhong Wang. Synthesis and characterization of poly(p-dioxanone)-based degradable copolymers with enhanced thermal and hydrolytic stabilities[J]. Chinese Chemical Letters, ;2022, 33(4): 2151-2154. doi: 10.1016/j.cclet.2021.08.124 shu

Synthesis and characterization of poly(p-dioxanone)-based degradable copolymers with enhanced thermal and hydrolytic stabilities

Collaborative Innovation Center for Eco-Friendly and Fire-Safety Polymeric Materials (MoE), State Key Laboratory of Polymer Materials Engineering, National Engineering Laboratory of Eco-Friendly Polymeric Materials (Sichuan), College of Chemistry, Sichuan University, Chengdu 610064, China

gangwu@scu.edu.cn

yzwang@scu.edu.cn

Received Date: 11 August 2021
Revised Date: 26 August 2021
Accepted Date: 31 August 2021
Available Online: 7 September 2021

Figures(5)

Herein, we presented a novel biodegradable copolymer via the chain extending reaction of poly(p-dioxanone)-co-poly(2-(2-hydroxyethoxy) benzoate) (PPDO-co-PDHB) prepolymer with hexamethylene diisocyanate (HDI) as a chain extender. The structures and molecular weight of PPDO-co-PDHB prepolymer and PPDO-co-PDHB-PU chain-extended copolymer are characterized via hydrogen nuclear magnetic resonance spectroscopy (¹H NMR) and viscosity test. The relationship between the molecular structures and properties of the chain-extended copolymers is established. The PPDO-co-PDHB-PU copolymers possess a better thermal stability comparing with the PPDO homopolymer. The study of mechanical properties shows that the elongation-at-break of PPDO-co-PDHB-PU is much higher than that of PPDO. The investigation of hydrolytic degradation behaviors indicates the degradation rate of PPDO can be controlled by adjusting the PDHB compositions, and proves that chain-extended copolymers exhibit an excellent hydrolytic stability being better than that of PPDO.
- Poly(p-dioxanone),
- Poly(2-(2-hydroxyethoxy) benzoate),
- Tunable properties,
- Chain extending,
- Controlled degradation
1. [1]
  X. Tang, E.Y.X. Chen, Chem 5(2019) 284-312. doi: 10.1016/j.chempr.2018.10.011
2. [2]
  L.N. Woodard, M.A. Grunlan, ACS Macro Lett. 7(2018) 976-982. doi: 10.1021/acsmacrolett.8b00424
3. [3]
  G. Wu, S.C. Chen, Q. Zhan, Y.Z. Wang, Macromolecules 44(2011) 999-1008. doi: 10.1021/ma102588k
4. [4]
  G. Wu, S.C. Chen, C.L. Liu, Y.Z. Wang, ACS Nano 9(2015) 4649-4659. doi: 10.1021/acsnano.5b01370
5. [5]
  G. Wu, Z.S. Wang, Q.Y. Bai, Macromolecules 52(2019) 5907-5916. doi: 10.1021/acs.macromol.9b00633
6. [6]
  C.L. Liu, G. Wu, S.C. Chen, J. You, Y.Z. Wang, Chin. Chem. Lett. 25(2014) 1311-1317. doi: 10.1016/j.cclet.2014.07.009
7. [7]
  M.Q. Zhan, K.K. Yang, Y.Z. Wang, Chin. Chem. Lett. 26(2015) 1221-1224. doi: 10.1016/j.cclet.2015.07.019
8. [8]
  K.K. Yang, X.L. Wang, Y.Z. Wang, J. Macromol. Sci. Polym. Rev. C 42(2002) 373-398. doi: 10.1081/MC-120006453
9. [9]
  B. Wang, C. Ma, Z.C. Xiong, et al., Chin. Chem. Lett. 24(2013) 392-396. doi: 10.1016/j.cclet.2013.03.017
10. [10]
  Y.F. Luo, M.N. Huang, S.J. Wang, Y. Fu, Y. L Wang, Chin. Chem. Lett. 22(2011) 237-240. doi: 10.1016/j.cclet.2010.10.026
11. [11]
  B.S. Heidari, P. Chen, R. Ruan, et al., J. Mat. Chem. B 9(2021) 2532-2546. doi: 10.1039/D0TB02971H
12. [12]
  Y. Deng, H. Chen, X. Tao, et al., Chin. Chem. Lett. 31(2020) 1931-1935. doi: 10.1016/j.cclet.2019.12.026
13. [13]
  E. Lizundia, V.A. Makwana, A. Larranaga, J.L. Vilas, M.P. Shaver, Polym. Chem. 8(2017) 3530-3538. doi: 10.1039/C7PY00695K
14. [14]
  V.A. Makwana, E. Lizundia, A. Larranaga, J.L. Vilas, M.P. Shaver, Green Mater. 6(2018) 85-96. doi: 10.1680/jgrma.18.00006
15. [15]
  Y.H. Zhang, X.L. Wang, Y.Z. Wang, K.K. Yang, J. Li, Polym. Degrad. Stabil. 88(2005) 294-299. doi: 10.1016/j.polymdegradstab.2004.11.003
16. [16]
  W.Q. Qu, Y.R. Xia, L.J. Jang, L.W. Zhang, Z.S. Hou, Chin. Chem. Lett. 27(2016) 135-138. doi: 10.1016/j.cclet.2015.07.018
17. [17]
  H. Shirahama, Y. Kawaguchi, M.S. Aludin, H. Yasuda, J. Appl. Polym. Sci. 80(2001) 340-347. doi: 10.1002/1097-4628(20010418)80:3<340::AID-APP1105>3.0.CO;2-F
18. [18]
  S.D. Ding, G.C. Zheng, J.B. Zeng, et al., Eur. Polym. J. 45(2009) 3043-3057. doi: 10.1016/j.eurpolymj.2009.08.019
19. [19]
  J. Gong, X.J. Lou, W.D. Li, et al., J. Polym. Sci. Pol. Chem. 48(2010) 2828-2837. doi: 10.1002/pola.24056
20. [20]
  W.D. Li, J.B. Zeng, Y.D. Li, X.L. Wang, Y.Z. Wang, J. Polym. Sci. Pol. Chem. 47(2009) 5898-5907. doi: 10.1002/pola.23635
21. [21]
  J.A. Wilson, S.A. Hopkins, P.M. Wright, A.P. Dove, ACS Macro Lett. 5(2016) 346-350. doi: 10.1021/acsmacrolett.5b00940
22. [22]
  J.A. Wilson, S.A. Hopkins, P.M. Wright, A.P. Dove, Biomacromolecules 16(2015) 3191-3200. doi: 10.1021/acs.biomac.5b00862
23. [23]
  J.A. Wilson, S.A. Hopkins, P.M. Wright, A.P. Dove, Macromolecules 48(2015) 6922-6930. doi: 10.1021/acs.macromol.5b01631
24. [24]
  J. Tang, E.Y.X. Chen, J. Polym. Sci. Pol. Chem. 56(2018) 2271-2279. doi: 10.1002/pola.29180
25. [25]
  H. Nishida, M. Yamashita, N. Hattori, T. Endo, Y. Tokiwa, Polym. Degrad. Stabil. 70(2000) 485-496. doi: 10.1016/S0141-3910(00)00145-2
26. [26]
  G. Giammanco, A.M. de Ilarduya, A. Alla, S. Munoz-Guerra, Biomacromolecules 11(2010) 2512-2520. doi: 10.1021/bm1007025
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