Citation: Xiaohan Cao, Hongliang Wang, Jialiang Yang, Ruiyang Wang, Xin Hong, Xinghong Zhang, Junting Xu, Hai Wang. Sulfur-substitution-enhanced crystallization and crystal structure of poly(trimethylene monothiocarbonate)[J]. Chinese Chemical Letters, ;2022, 33(2): 1021-1024. doi: 10.1016/j.cclet.2021.07.014 shu

Sulfur-substitution-enhanced crystallization and crystal structure of poly(trimethylene monothiocarbonate)

Xiaohan Cao ^{a, b} ,
Hongliang Wang ^c ,
Jialiang Yang ^a ,
Ruiyang Wang ^a ,
Xin Hong ^c ,
Xinghong Zhang ^{a, b, *,} ,
Junting Xu ^{a, *,} ,
Hai Wang ^d

a.
MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China
b.
Center of Chemistry for Frontier Technologies, Zhejiang University, Hangzhou 310027, China
c.
Department of Chemistry, Zhejiang University, Hangzhou 310027, China
d.
Department of Polymer Science and Engineering, College of Chemical Engineering, Dalian University of Technology, Dalian 116024, China

xhzhang@zju.edu.cn

xujt@zju.edu.cn

Received Date: 18 May 2021
Revised Date: 1 July 2021
Accepted Date: 6 July 2021
Available Online: 14 July 2021

Figures(4)

In this paper, the crystallization behavior of a novel poly(monothiocarbonate), poly(trimethylene monothiocarbonate) (PTMMTC), was investigated and compared with its polycarbonate analogue, poly(trimethylene carbonate) (PTMC). It is found that PTMMTC exhibits strong crystallizability, while unstretched PTMC is amorphous. DSC and DMA results reveal that PTMMTC possesses higher glass transition temperature (T_g) and β-transition temperature (T_β) than PTMC. Simulation based on density functional theory (DFT) shows that, the bond angle of C-S-C is evidently smaller than that of C-O-C, and thus a larger dipole moment. This leads to the stronger intermolecular interaction and more rigid chain conformation in PTMMTC, which is the origin of sulfur-substitution enhanced crystallization. The crystal structure of PTMMTC was preliminarily determined for the first time. PTMMTC has an orthorhombic crystal structure with a planar zig-zag chain conformation. The parameters of unit cell are a = 10.74 Å, b = 4.79 Å, and c (fiber axis) = 7.74 Å.
- Poly(monothiocarbonate),
- Polycarbonate,
- Crystallization behavior,
- Crystal structure,
- Sulfur substitution enhanced crystallization
1. [1]
  M. Luo, X.H. Zhang, B.Y. Du, Q. Wang, Z.Q. Fan, Macromolecules 46 (2013) 5899-5904. doi: 10.1021/ma401114m
2. [2]
  M. Luo, Y. Li, Y.Y. Zhang, X.H. Zhang, Polymer 82 (2016) 406-431. doi: 10.1016/j.polymer.2015.11.011
3. [3]
  J.L. Yang, H.L. Wu, Y. Li, X.H. Zhang, D.J. Darensbourg, Angew. Chem. Int. Ed. 56 (2017) 5774-5779. doi: 10.1002/anie.201701780
4. [4]
  C.J. Zhang, H.L. Wu, Y. Li, J.L. Yang, X.H. Zhang, Nature Commun 9 (2018) 2137. doi: 10.1038/s41467-018-04554-5
5. [5]
  A. Kultys, Sulfur-Containing Polymers in Encyclopedia of Polymer Science and Technology, 4th ed., John Wiley & Sons, Inc., Hoboken, 2010.
6. [6]
  B. Ochiai, T. Endo, Prog. Polym. Sci. 30 (2005) 183-215. doi: 10.1016/j.progpolymsci.2005.01.005
7. [7]
  M. Luo, X.H. Zhang, D.J. Darensbourg, Acc. Chem. Res. 49 (2016) 2209-2219. doi: 10.1021/acs.accounts.6b00345
8. [8]
  G. Montaudo, C. Puglisi, C. Berti, E. Marianucci, F. Pilati, J. Polym. Sci. Part A: Polym. Chem. 27 (1989) 2277-2290. doi: 10.1002/pola.1989.080270712
9. [9]
  E. Marianucci, C. Berti, F. Pilati, et al., Polymer 35 (1994) 1564-1566. doi: 10.1016/0032-3861(94)90361-1
10. [10]
  X.H. Cao, J.L. Yang, R.Y. Wang, X.H. Zhang, J.T. Xu, Polymer 180 (2019) 121745. doi: 10.1016/j.polymer.2019.121745
11. [11]
  X.H. Cao, J.H. Li, M.J. Yang, et al., Macromol. Rapid Comm. 12 (2020) 1900622. doi: 10.1002/marc.201900622
12. [12]
  H.L. Wu, J.L. Yang, M. Luo, et al., Macromolecules 49 (2016) 8863-8868. doi: 10.1021/acs.macromol.6b02285
13. [13]
  Y. Takahashi, R. Kojima, Macromolecules 36 (2003) 5139-5143. doi: 10.1021/ma030076q
14. [14]
  Y. Takahashi, H. Tadokoro, Y. Chatani, J. Macromol. Sci. B 2 (1968) 361-367. doi: 10.1080/00222346808212456
15. [15]
  C.G. Overberger, J. Weise, J. Polym. Sci. Part B: Polym. Lett. 2 (1964) 329-331. doi: 10.1002/pol.1964.110020403
16. [16]
  J. Kawada, T. Lutke-Eversloh, A. Steinbuchel, R.H. Marchessault, Biomacromolecules 4 (2003) 1698-1702. doi: 10.1021/bm0341327
17. [17]
  T. Lutke-Eversloh, A. Fischer, U. Remminghorst, et al., Nat. Mater. 1 (2002) 236-240. doi: 10.1038/nmat773
18. [18]
  M. Kato, K. Toshima, S. Matsumura, Macromol. Rapid Comm. 27 (2006) 605-610. doi: 10.1002/marc.200500836
19. [19]
  M. Kato, K. Toshima, S. Matsumura, Biomacromolecules 8 (2007) 3590-3596. doi: 10.1021/bm700623s
20. [20]
  Y. Sasanuma, H. Ohta, I. Touma, et al., Macromolecules 35 (2002) 3748-3761. doi: 10.1021/ma012027o
21. [21]
  Y. Sasanuma, A. Watanabe, Macromolecules 39 (2006) 1646-1656. doi: 10.1021/ma0523623
22. [22]
  Y. Sasanuma, Y. Hayashi, H. Matoba, et al., Macromolecules 35 (2002) 8216-8226. doi: 10.1021/ma020730m
23. [23]
  D. Abe, Y. Sasanuma, Polym. Chem. 3 (2012) 1576-1587. doi: 10.1039/c2py20118f
24. [24]
  Y. Sasanuma, A. Watanabe, K. Tamura, J. Phys. Chem. B 112 (2008) 9613-9624. doi: 10.1021/jp800597s
25. [25]
  D. Bhaumik, J.E. Mark, Macromolecules 14 (1981) 162-165. doi: 10.1021/ma50002a033
26. [26]
  X.H. Cao, J.L. Yang, H.L. Wu, et al., Polymer 165 (2019) 112-123. doi: 10.1016/j.polymer.2019.01.030
27. [27]
  J.P. Gu, F.F. Zhang, Z.M. Zheng, et al., Chin. Chem. Lett. 32 (2021) 87-91. doi: 10.1016/j.cclet.2020.09.021
28. [28]
  W.J. Yang, Y.T. Zhu, J.J. Li, et al., Chin. Chem. Lett. 32 (2021) 286-290. doi: 10.1016/j.cclet.2020.10.040
29. [29]
  B. Wunderlich, Macromolecular Physics, Volume 1: Crystal Structure, Morphology, Defects Academic Press, New York, 1973.
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