Citation: Jia Liu, Xiao-ning Ma, Mei-dong Lang. Synthesis and Characterization of Dynamic Covalent Polymers Based on Ditelluride Bonds[J]. Acta Polymerica Sinica, ;2018, 0(12): 1514-1523. doi: 10.11777/j.issn1000-3304.2018.18133 shu

Synthesis and Characterization of Dynamic Covalent Polymers Based on Ditelluride Bonds

Shanghai Key Laboratory of Advanced Polymeric Materials, Key Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237

Corresponding author: Mei-dong Lang, mdlang@ecust.edu.cn
Received Date: 29 May 2018
Revised Date: 15 June 2018
Available Online: 19 July 2018

Dynamic covalent polymers that inherit the reversibility and robustness of dynamic covalent bonds have attracted considerable attention in terms of self-healing, stimuli-responsiveness, and recyclability. However, most of them require an external stimulus to induce their dynamic properties, which may limit their application. Here, two dynamic covalent polymers based on ditelluride bonds were prepared, which were free of external conditions. First, a novel stable ditelluride-containing compound, di-(1-hydroxypropyl) ditelluride ((HOC₃H₆Te)₂) was synthesized. Then, two ditelluride-containing polymers, polycaprolactone (PCLTe)₂ and poly(1,3-trimethylene carbonate) (PTMCTe)₂ were synthesized via the enzymatic ring-opening polymerization using (HOC₃H₆Te)₂ as the initiator and Novozym 435 as the catalyst. The structures of (PCLTe)₂ and (PTMCTe)₂ were verified by ¹H-NMR and ¹²⁵Te-NMR. The dynamic properties of the ditelluride-containing polymers were investigated using (PCLTe)₂ and (PTMCTe)₂ as the model polymers and confirmed by ¹H-NMR, ¹³C-NMR and ¹²⁵Te-NMR spectra. The results indicated that the ditelluride exchange between (PCLTe)₂ and diphenyl ditelluride ((PhTe)₂) could occur spontaneously in the dark at room temperature without any external stimuli and the equilibrium of the reaction could be reached immediately. The dynamic exchange between (PCLTe)₂ and (PTMCTe)₂ was confirmed by ¹²⁵Te-NMR spectrum and MALDI-TOF mass, which could occur spontaneously without any external stimuli. The results of MALDI-TOF mass showed that a di-block polymer (PTMCTeTePCL) was formed during the exchange process. The tensile test results indicated that the tensile strength and the elongation of PCL/PTMC composite were 3.07 MPa and 38.26%, respectively. However, as for (PCLTe)₂/(PTMCTe)₂ composite, the tensile strength and the elongation were increased to 5.22 MPa and 80.51%, respectively. The scanning electron microscopy images showed that the compatibility between (PCLTe)₂ and (PTMCTe)₂ was significantly improved comparing with the PCL/PTMC composite. The results indicated that the ditelluride exchange had a great effect on the properties of (PCLTe)₂/(PTMCTe)₂ composite. This study developed the ditelluride-related dynamic chemistry and promoted the application of dynamic covalent polymers.
- Ditelluride bonds,
- Dynamic covalent polymer,
- Enzymatic polymerization,
- Di-block polymer
1. [1]
  Maeda T, Otsuka H, Takahara A. Prog Polym Sci, 2009, 34: 581 − 604
2. [2]
  Garcia F, Smulders M M. J Polym Sci, Part A: Polym Chem, 2016, 54: 3551 − 3577
3. [3]
  Roy N, Bruchmann B, Lehn J M. Chem Soc Rev, 2015, 44: 3786 − 3807
4. [4]
  Jin Y, Yu C, Denman R J, Zhang W. Chem Soc Rev, 2013, 42: 6634 − 6654
5. [5]
  Rowan S J, Cantrill S J, Cousins G R, Sanders J K, Stoddart J F. Angew Chem Int Ed, 2002, 41: 898 − 952
6. [6]
7. [7]
  Feng L, Yu Z, Bian Y, Lu J, Shi X, Chai C. Polymer, 2017, 124: 48 − 59
8. [8]
9. [9]
  Cash J J, Kubo T, Bapat A P, Sumerlin B S. Macromolecules, 2015, 48: 2098 − 2106
10. [10]
  Cromwell O R, Chung J, Guan Z. J Am Chem Soc, 2015, 137: 6492 − 6495
11. [11]
  Lei Z Q, Xiang H P, Yuan Y J, Rong M Z, Zhang M Q. Chem Mater, 2014, 26: 2038 − 2046
12. [12]
  Xu W M, Rong M Z, Zhang M Q. J Mater Chem A, 2016, 4: 10683 − 10690
13. [13]
  Pepels M, Filot I, Klumperman B, Goossens H. Polym Chem, 2013, 4: 4955 − 4965
14. [14]
  Fritz U F, Delius M. Chem Commun, 2016, 52: 6363 − 6366
15. [15]
  Ji S, Cao W, Yu Y, Xu H. Angew Chem Int Ed, 2014, 53: 6781 − 6785
16. [16]
  Kildahl N K. J Chem Educ, 1995, 72: 423 − 424
17. [17]
  Granger P, Chapelle S, Mcwhinnie W R, Rubaie A. J Organomet Chem, 1981, 220: 149 − 158
18. [18]
  Kumar A, Singh A K. Inorg Chem Commun, 2007, 10: 1315 − 1317
1. [1]
  Linhan Tian , Changsheng Lu . Discussion on Sextuple Bonding in Diatomic Motifs of Chromium Family Elements. University Chemistry, 2024, 39(8): 395-402. doi: 10.3866/PKU.DXHX202401056
2. [2]
  Danqing Wu , Jiajun Liu , Tianyu Li , Dazhen Xu , Zhiwei Miao . Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways. University Chemistry, 2024, 39(11): 146-157. doi: 10.12461/PKU.DXHX202403087
3. [3]
  Pengzi Wang , Wenjing Xiao , Jiarong Chen . Copper-Catalyzed C―O Bond Formation by Kharasch-Sosnovsky-Type Reaction. University Chemistry, 2025, 40(4): 239-244. doi: 10.12461/PKU.DXHX202406090
4. [4]
  Hongling Yuan , Jialin Xie , Jiawei Wang , Jixiang Zhao , Jiayan Liu , Qing Feng , Wei Qi , Min Liu . Cyclic Olefin Copolymer (COC): The Agile Vanguard in the Realm of Materials. University Chemistry, 2024, 39(7): 294-298. doi: 10.12461/PKU.DXHX202311041
5. [5]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207
6. [6]
  Rui Li , Jiayu Zhang , Anyang Li . Two Levels of Understanding of Chemical Bonds: a Case of the Bonding Model of Hypervalent Molecules. University Chemistry, 2024, 39(2): 392-398. doi: 10.3866/PKU.DXHX202308051
7. [7]
  Heng Zhang . Determination of All Rate Constants in the Enzyme Catalyzed Reactions Based on Michaelis-Menten Mechanism. University Chemistry, 2024, 39(4): 395-400. doi: 10.3866/PKU.DXHX202310047
8. [8]
  Yu Dai , Xueting Sun , Haoyu Wu , Naizhu Li , Guoe Cheng , Xiaojin Zhang , Fan Xia . Determination of the Michaelis Constant for Gold Nanozyme-Catalyzed Decomposition of Hydrogen Peroxide. University Chemistry, 2025, 40(5): 351-356. doi: 10.12461/PKU.DXHX202407052
9. [9]
  Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1511-1518. doi: 10.11862/CJIC.20240072
10. [10]
  Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454
11. [11]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
12. [12]
  Zhuoya WANG , Le HE , Zhiquan LIN , Yingxi WANG , Ling LI . Multifunctional nanozyme Prussian blue modified copper peroxide: Synthesis and photothermal enhanced catalytic therapy of self-provided hydrogen peroxide. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2445-2454. doi: 10.11862/CJIC.20240194
13. [13]
  Wenxiu Yang , Jinfeng Zhang , Quanlong Xu , Yun Yang , Lijie Zhang . Bimetallic AuCu Alloy Decorated Covalent Organic Frameworks for Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312014-. doi: 10.3866/PKU.WHXB202312014
14. [14]
  Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H₂ production activity of BaTiO₃ nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102
15. [15]
  Xueting Cao , Shuangshuang Cha , Ming Gong . 电催化反应中的界面双电层：理论、表征与应用. Acta Physico-Chimica Sinica, 2025, 41(5): 100041-. doi: 10.1016/j.actphy.2024.100041
16. [16]
  Asif Hassan Raza , Shumail Farhan , Zhixian Yu , Yan Wu . 用于高效制氢的双S型ZnS/ZnO/CdS异质结构光催化剂. Acta Physico-Chimica Sinica, 2024, 40(11): 2406020-. doi: 10.3866/PKU.WHXB202406020
17. [17]
  Quanliang Chen , Zhaohui Zhou . Research on the Active Site of Nitrogenase over Fifty Years. University Chemistry, 2024, 39(7): 287-293. doi: 10.3866/PKU.DXHX202310133
18. [18]
  Kaihui Huang , Dejun Chen , Xin Zhang , Rongchen Shen , Peng Zhang , Difa Xu , Xin Li . Constructing Covalent Triazine Frameworks/N-Doped Carbon-Coated Cu₂O S-Scheme Heterojunctions for Boosting Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(12): 2407020-. doi: 10.3866/PKU.WHXB202407020
19. [19]
  Lewang Yuan , Yaoyao Peng , Zong-Jie Guan , Yu Fang . 二维共价有机框架作为光催化剂在有机合成中的研究进展. Acta Physico-Chimica Sinica, 2025, 41(8): 100086-. doi: 10.1016/j.actphy.2025.100086
20. [20]
  Yichang Liu , Li An , Dan Qu , Zaicheng Sun . “双碳”背景下的综合设计实验——以PbCrO₄催化甲基蓝的光降解速率常数测定为例. University Chemistry, 2025, 40(6): 222-229. doi: 10.12461/PKU.DXHX202407105

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(152)
HTML views(13)

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