Synthesis and Applications of Hydroxyproline-derived Thermoplastic Elastomers

Yi Zhang; Hua Lu

doi:10.11777/j.issn1000-3304.2022.22125

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Synthesis and Applications of Hydroxyproline-derived Thermoplastic Elastomers

Research Article | 更新时间：2024-10-08

- Synthesis and Applications of Hydroxyproline-derived Thermoplastic Elastomers
- ACTA POLYMERICA SINICA Vol. 53, Issue 9, Pages: 1123-1130(2022)
- 作者机构：
  
  北京大学化学与分子工程学院北京分子科学国家研究中心高分子化学与物理教育部重点实验室北京大学软物质中心北京 100871
- 作者简介：
  
  Hua Lu, E-mail: chemhualu@pku.edu.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2022.22125
  CLC：
- Published：20 September 2022，
  
  Published Online：07 July 2022，
  
  Received：15 April 2022，
  
  Accepted：23 May 2022
- 稿件说明：
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张意,吕华.基于羟脯氨酸聚酯的热塑弹性体的合成与性质研究[J].高分子学报,2022,53(09):1123-1130.

Zhang Yi,Lu Hua.Synthesis and Applications of Hydroxyproline-derived Thermoplastic Elastomers[J].ACTA POLYMERICA SINICA,2022,53(09):1123-1130.
张意,吕华.基于羟脯氨酸聚酯的热塑弹性体的合成与性质研究[J].高分子学报,2022,53(09):1123-1130. DOI： 10.11777/j.issn1000-3304.2022.22125.

Zhang Yi,Lu Hua.Synthesis and Applications of Hydroxyproline-derived Thermoplastic Elastomers[J].ACTA POLYMERICA SINICA,2022,53(09):1123-1130. DOI： 10.11777/j.issn1000-3304.2022.22125.

摘要

基于羟脯氨酸，制备了刚性的桥环内酯单体(

Hex

-HPL)，将其与商业可得的

-己内酯、

-戊内酯共聚，一锅多步法制备得到具有“硬-软-硬”结构的三嵌段共聚物BP1-3. 改变

Hex

-HPL在聚合物中的含量，能方便地调节BP1-3的成分比例与物理性质. 该系列嵌段共聚物经热压即能制备得到透明的弹性体薄膜材料，并在单轴拉伸实验中表现出显著的弹性.

Abstract

A hydroxyproline-derived bridged bicyclic lactone monomer (

Hex

-HPL) was prepared and copolymerized with the commercially available

-caprolactone (CL) and

-valerolactone (VL). In a one pot fashion

Hex

-HPL was fed as the hard segment after the complete conversion of CL and VL in the polymerization

to generate a series of ABA triblock copolyesters BP1-3. The composition and physical properties of BP1-3 can be facilely tuned by adjusting the content and ratio of

Hex

-HPL. BP1-3 can be processed with hot pressing to obtain transparent films and samples with characteristic properties of thermoplastic elastomer. The material has a melting point nearly 200 ℃

which corresponds to a higher upper limiting temperature in its applications. Mechanical tests

mainly uniaxial tensile tests

show the material can obtain Young's modulus over 20 MPa and toughness as high as 100 MJ·m

-3

which are comparable to most reported thermoplastic elastomer polyesters.

关键词

羟脯氨酸桥环内酯嵌段共聚物聚酯弹性体

Keywords

HydroxyprolineThermoplastic elastomerBlock copolymerPolyester

references

Schneiderman D K, Hillmyer M A. Macromolecules, 2017, 50: 3733-3749. doi:10.1021/acs.macromol.7b00293http://dx.doi.org/10.1021/acs.macromol.7b00293

Ragauskas A J, Williams C K, Davison B H, George Britovsek G, Cairney J, Eckert C A, JrFrederick W J, Hallett J P, Leak D J, Liotta C L, Mielenz J R, Murphy R, Templer R, Tschaplinski T. Science, 2006, 311: 484-489. doi:10.1126/science.1114736http://dx.doi.org/10.1126/science.1114736

Stadler R, Gronski W. Colloid Polym Sci, 1983, 261: 215-223. doi:10.1007/bf01469666http://dx.doi.org/10.1007/bf01469666

Arridge R G C, Folkes M J. J Phys D: Appl Phys, 1972, 5: 344-358. doi:10.1088/0022-3727/5/2/317http://dx.doi.org/10.1088/0022-3727/5/2/317

Garvey B S J. Ind Eng Chem, 1961, 53: 856-859. doi:10.1021/ie50622a036http://dx.doi.org/10.1021/ie50622a036

Hou G, Tao W, Liu J, Zhang X, Dong M, Zhang L. J Appl Polym Sci, 2018, 135(24): 45749. doi:10.1002/app.45749http://dx.doi.org/10.1002/app.45749

Wang W, Lu W, Goodwin A, Wang H, Yin P, Kang N G, Hong K, Mays J W. Prog Polym Sci, 2019, 95: 1-31. doi:10.1016/j.progpolymsci.2019.04.002http://dx.doi.org/10.1016/j.progpolymsci.2019.04.002

Xie F, Zhang T, Bryant P, Kurusingal V, Colwell J M, Laycock B. Prog Polym Sci, 2019, 90: 211-268. doi:10.1016/j.progpolymsci.2018.12.003http://dx.doi.org/10.1016/j.progpolymsci.2018.12.003

Shin J, Lee Y, Tolman W B, Hillmyer M A. Biomacromolecules, 2012, 13(11): 3833-3840. doi:10.1021/bm3012852http://dx.doi.org/10.1021/bm3012852

Shi R, Chen D, Liu Q, Wu Y, Xu X, Zhang L, Tian W. Int J Mol Sci, 2009, 10(10): 4223-4256. doi:10.3390/ijms10104223http://dx.doi.org/10.3390/ijms10104223

Spontak R J, Pate N P. Curr Opin Colloid Interface Sci, 2000, 5: 334-341. doi:10.1016/s1359-0294(00)00070-4http://dx.doi.org/10.1016/s1359-0294(00)00070-4

Averousa L, Moroa L, Doleb P, Fringant C. Polymer, 2000, 41: 4157-4167. doi:10.1002/(sici)1097-4628(20000516)76:7<1117::aid-app16>3.0.co;2-whttp://dx.doi.org/10.1002/(sici)1097-4628(20000516)76:7<1117::aid-app16>3.0.co;2-w

Lei W, Yanga X, Qiao H, Shi D, Wang R, Zhang L. Eur Polym J, 2018, 106: 1-8. doi:10.1016/j.eurpolymj.2018.04.006http://dx.doi.org/10.1016/j.eurpolymj.2018.04.006

Gao Y, Li Y, Hu X, Wu W, Wang Z, Wang R, Zhang L. Polymers, 2017, 9: 693-708. doi:10.3390/polym9120694http://dx.doi.org/10.3390/polym9120694

Kang H, Hu X, Li M, Zhang L, Wu Y, Ning N, Tian M. RSC Adv, 2015, 5: 23498-23507. doi:10.1039/c4ra17024ehttp://dx.doi.org/10.1039/c4ra17024e

Wang R, Ren T, Bai Y, Wang Y, Chen J, Zhang L, Zhao X. J Appl Polym Sci, 2016, 133: 43446. doi:10.1002/app.43446http://dx.doi.org/10.1002/app.43446

Wang W, Wang X, Jiang F, Wang Z. Polym Chem, 2018, 9: 3067-3079. doi:10.1039/c8py00375khttp://dx.doi.org/10.1039/c8py00375k

Chen Xuesi(陈学思), Chen Guoqiang(陈国强), Tao Youhua(陶友华), Wang Yuzhong(王玉忠), Lv Xiaobing(吕小兵), Zhang Liqun(张立群), Zhu Jin(朱锦), Zhang Jun(张军), Wang Xianhong(王献红). Acta Polymerica Sinica(高分子学报), 2019, 50(10): 1068-1082. doi:10.11777/j.issn1000-3304.2019.19124http://dx.doi.org/10.11777/j.issn1000-3304.2019.19124

Jeon O, Lee S H, Kim S H, Lee Y M, Kim Y H. Macromolecules, 2003, 36: 5585-5592. doi:10.1021/ma034006vhttp://dx.doi.org/10.1021/ma034006v

Cohn D, Salomon A H. Biomaterials, 2005, 26(15): 2297-2305

Wanamaker C L, Bluemle M J, Pitet L M, O’Leary L E, Tolman W B, Hillmyer M A. Biomacromolecules 2009, 10: 2904-2911. doi:10.1021/bm900721phttp://dx.doi.org/10.1021/bm900721p

Martello M T, Hillmyer M A. Macromolecules, 2011, 44(21): 8537-8545. doi:10.1021/ma201063thttp://dx.doi.org/10.1021/ma201063t

Hillmyer M A, Tolman W B. Acc Chem Res, 2014, 47(8): 2390-2396. doi:10.1021/ar500121dhttp://dx.doi.org/10.1021/ar500121d

Martello M T, Schneiderman D K, Hillmyer M A. ACS Sustain Chem Eng, 2014, 2(11): 2519-2526. doi:10.1021/sc500412ahttp://dx.doi.org/10.1021/sc500412a

Huang Y, Chang R, Han L, Shan G, Bao Y, Pan P. ACS Sustain Chem Eng, 2015, 4(1): 121-128. doi:10.1021/acssuschemeng.5b00855http://dx.doi.org/10.1021/acssuschemeng.5b00855

Izraylit V, Heuchel M, Gould O E C, Kratz K, Lendlein A. Polymer, 2020, 209: 122984. doi:10.1016/j.polymer.2020.122984http://dx.doi.org/10.1016/j.polymer.2020.122984

Neffe A T, Izraylit V, Hommes-Schattmann P J, Lendlein A. Nanomaterials, 2021, 11(6): 1472-1489. doi:10.3390/nano11061472http://dx.doi.org/10.3390/nano11061472

Zhao W, Li C, Yang X, He J, Pang X, Zhang Y, Men Y, Chen X. CCS Chem, 2021, 3: 1522-1531. doi:10.31635/ccschem.021.202100897http://dx.doi.org/10.31635/ccschem.021.202100897

Ji F, Li J, Weng Y, Ren J. Mater Res Express, 2020, 7(1): 015315. doi:10.1088/2053-1591/ab61a8http://dx.doi.org/10.1088/2053-1591/ab61a8

Zeng J, Li Y, Zhu Q, Yang K, Wang X, Wang Y. Polymer, 2009, 50: 1178-1186. doi:10.1016/j.polymer.2009.01.001http://dx.doi.org/10.1016/j.polymer.2009.01.001

Deacy A C, Gregory G L, Sulley G S, Chen T T D, Williams C K. J Am Chem Soc, 2021, 143: 10021-10040. doi:10.1021/jacs.1c03250http://dx.doi.org/10.1021/jacs.1c03250

Gregory G L, Sulley G S, Carrodeguas L P, Chen T T D, Santmarti A, Terrill N J, Lee K Y, Williams C K. Chem Sci, 2020, 11(25): 6567-6581. doi:10.1039/d0sc00463dhttp://dx.doi.org/10.1039/d0sc00463d

Zhu Y, Radlauer M R, Schneiderman D K, Shaffer M S P, Hillmyer M A, Williams C K. Macromolecules, 2018, 51(7): 2466-2475. doi:10.1021/acs.macromol.7b02690http://dx.doi.org/10.1021/acs.macromol.7b02690

Fiétier I, Borgne A L, Spassky N. Polym Bull, 1990, 24: 349-353

Chen X, Lai H, Xiao C, Tian H, Chen X, Tao Y, Wang X. Polym Chem, 2014, 5: 6495-6502. doi:10.1039/c4py00930dhttp://dx.doi.org/10.1039/c4py00930d

Liu S, Zhang X, Li M, Ren X, Tao Y. J Polym Sci A: Polym Chem, 2017, 55: 349-355. doi:10.1002/pola.28394http://dx.doi.org/10.1002/pola.28394

Yuan J, Shi D, Zhang Y, Lu J, Wang L, Chen E Q, Lu H. CCS Chem, 2020, 2(5): 236-244. doi:10.31635/ccschem.020.201900119http://dx.doi.org/10.31635/ccschem.020.201900119

Storey R F, Herring K R, Hoffman D C. J Polym Sci A, Part A: Polym Chem, 1991, 29: 1759-1777. doi:10.1002/pola.1991.080291209http://dx.doi.org/10.1002/pola.1991.080291209

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Related Author

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Related Institution

Beijing National Research Center for Molecular Sciences, Key Laboratory of Polymer Chemistry and Physics Education Ministry, Center for Soft Matter Science and Engineering of Peking University, Institute of Chemistry and Molecular Science, Peking University

State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, Fudan University

Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University

College of Chemical Engineering, Fuzhou University

College of Biotechnology and Pharmaceutical Engineering

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