含硒动态共价高分子

夏嘉豪; 谭以正; 许华平

doi:10.11777/j.issn1000-3304.2020.20134

您当前的位置：

首页 >

文章列表页 >

含硒动态共价高分子

专论 | 更新时间：2021-01-26

- 含硒动态共价高分子
- Selenium-containing Dynamic Covalent Polymers
- 高分子学报 2020年51卷第11期页码：1190-1200
- 作者机构：
  
  清华大学化学系　北京 100084
- 作者简介：
  
  [ "许华平，男，1978年生. 清华大学化学系教授. 2001年和2006年分别在吉林大学化学学院获得学士和博士学位，导师为张希院士. 2004年4月 ~ 2005年3月，在比利时鲁汶大学交流学习1年. 2006年8月 ~ 2008年7月在荷兰Twente大学从事博士后研究. 2008年7月在清华大学化学系工作，2014年起为清华大学化学系教授. 2014年获国家自然科学基金委“杰出青年科学基金”资助. 2017年起担任美国化学会ACS Biomaterials Science & Engineering副主编. 任北京市化学会副秘书长、中国化学会化学教育学科委员会副主任委员、青年工作者委员会委员. 主要研究方向为含硒高分子" ]
- 基金信息：
  
  国家自然科学基金(基金号 21734006，21821001)资助项目
- DOI：10.11777/j.issn1000-3304.2020.20134
  中图分类号：
- 纸质出版日期：2020-9-30，
  
  网络出版日期：2020-8-18，
  
  收稿日期：2020-5-26，
  
  修回日期：2020-6-24，
扫描看全文
夏嘉豪, 谭以正, 许华平. 含硒动态共价高分子[J]. 高分子学报, 2020,51(11):1190-1200.

Jia-hao Xia, Yi-zheng Tan, Hua-ping Xu. Selenium-containing Dynamic Covalent Polymers[J]. Acta Polymerica Sinica, 2020,51(11):1190-1200.
夏嘉豪, 谭以正, 许华平. 含硒动态共价高分子[J]. 高分子学报, 2020,51(11):1190-1200. DOI： 10.11777/j.issn1000-3304.2020.20134.

Jia-hao Xia, Yi-zheng Tan, Hua-ping Xu. Selenium-containing Dynamic Covalent Polymers[J]. Acta Polymerica Sinica, 2020,51(11):1190-1200. DOI： 10.11777/j.issn1000-3304.2020.20134.

摘要

动态共价键是一种在外界刺激下能够发生断裂、生成、重组的特殊化学键，它们在自修复材料、形状记忆材料等动态高分子的研究中扮演重要角色. 我们课题组近年系统地研究了一系列具有不同响应特征的含硒动态共价键家族，包括可见光响应的Se—Se键和Se—Te键、紫外光响应的Se—S键以及超声响应的Se—N键等. 将这些含硒动态键引入高分子中可以赋予材料一系列独特的动态特征. 本文总结了我们课题组在含硒动态共价高分子领域的研究工作，从一系列具有不同结构和刺激响应特征的含硒动态键出发，随后介绍它们在高分子材料中的应用. 例如，基于可见光响应的二硒动态交换反应，含二硒键的高分子材料可以在可见光照射下实现远程自修复、形状记忆、光塑性以及信息存储等功能. 利用高分子材料在溶剂中溶胀力和应力松弛的平衡，可以实现含二硒键聚氨酯的三维图案化. 除了体相高分子材料外，含硒动态共价高分子还可应用于生物医用材料领域. 我们设计了一种含有Se—N键的高分子组装体，基于含硒、硫动态键的相互转化，该组装体表现出良好的抗癌活性.

Abstract

The dynamic covalent bond (DCB) is a kind of special bond that can cleave

reform

and exchange under external stimulus. DCBs have been evolved in a wide range of polymers like self-healing materials

shape memory materials and so on. Selenium is an essential element in human bodies. Our research group pioneered in the research of Se-containing dynamic polymers

and discovered that many Se-containing bonds are dynamic covalent bonds with very mild responsive conditions due to selenium’s unique chemical properties. This feature article is aimed to summarize the recent progress in the field of selenium-containing dynamic covalent bonds and their applications in dynamic polymeric materials. We started from the discovery of several Se-containing DCBs and the introduction of their distinct responsive features

including visible light responsive Se―Se bond and Se―Te bond

UV light responsive Se―S bond and sonication responsive Se―N bond. Then we exhibited how integrating Se-containing DCBs into polymers could produce dynamic features in materials. For instance

based on the visible light responsive diselenide dynamic exchange reaction

the diselenide bond containing polymers can achieve remote self-healing

shape memory

light plasticity and information storage. By employing the balance of swelling and strain relaxation for polymers in solvent

diselenide bond containing polyurethane could achieve 3D patterning. Apart from dynamic bulk materials

selenium-containing polymer could also serve as biomaterials. We designed a Se―N bond containing polymer assembly

which showed impressive anti-cancer effect

via

the transformation of Se

S based DCBs.

关键词

硒动态共价键动态高分子材料

Keywords

SeleniumDynamic covalent bondDynamic polymeric materials

references

Rowan S J, Cantrill S J, Cousins G R L, Sanders J K M, Stoddart J F. Angew Chem Int Ed , 2002 . 41 ( 6 ): 898 - 952 . DOI:10.1002/1521-3773(20020315)41:6<898::AID-ANIE898>3.0.CO;2-Ehttp://doi.org/10.1002/1521-3773(20020315)41:6<898::AID-ANIE898>3.0.CO;2-E .

Corbett P T, Leclaire J, Vial L, West K R, Wietor J L, Sanders J K M, Otto S. Chem Rev , 2006 . 106 ( 9 ): 3652 - 3711 . DOI:10.1021/cr020452phttp://doi.org/10.1021/cr020452p .

Lehn J M. Chem Eur J , 1999 . 5 ( 9 ): 2455 - 2463 . DOI:10.1002/(SICI)1521-3765(19990903)5:9<2455::AID-CHEM2455>3.0.CO;2-Hhttp://doi.org/10.1002/(SICI)1521-3765(19990903)5:9<2455::AID-CHEM2455>3.0.CO;2-H .

Sauer J, Sustmann R. Angew Chem Int Ed , 1980 . 19 ( 10 ): 779 - 807 . DOI:10.1002/anie.198007791http://doi.org/10.1002/anie.198007791 .

Huc I, Lehn J M. Proc Natl Acad Sci USA , 1997 . 94 ( 6 ): 2106 - 2110 . DOI:10.1073/pnas.94.6.2106http://doi.org/10.1073/pnas.94.6.2106 .

Otto S, Furlan R L E, Sanders J K M. J Am Chem Soc , 2000 . 122 ( 48 ): 12063 - 12064 . DOI:10.1021/ja005507ohttp://doi.org/10.1021/ja005507o .

Ramström O, Lehn J M. Chembiochem , 2000 . 1 ( 1 ): 41 - 48 . DOI:10.1002/1439-7633(20000703)1:1<41::AID-CBIC41>3.0.CO;2-Lhttp://doi.org/10.1002/1439-7633(20000703)1:1<41::AID-CBIC41>3.0.CO;2-L .

Maeda T, Otsuka H, Takahara A. Prog Polym Sci , 2009 . 34 ( 7 ): 581 - 604 . DOI:10.1016/j.progpolymsci.2009.03.001http://doi.org/10.1016/j.progpolymsci.2009.03.001 .

Chen Xingxing(陈兴幸), Zhong Qianyun(钟倩云), Wang Shujuan(王淑娟), Wu Youshen(吴宥伸), Tan Jidong(谭继东), Lei Hengxin(雷恒鑫), Huang Shaoyong(黄绍永), Zhang Yanfeng(张彦峰). Acta Polymerica Sinica(高分子学报) , 2019 . 50 ( 5 ): 469 - 484 . DOI:10.11777/j.issn1000-3304.2019.18277http://doi.org/10.11777/j.issn1000-3304.2019.18277 .

Zou W, Dong J, Luo Y, Zhao Q, Xie T. Adv Mater , 2017 . 29 ( 14 ): 1606100 DOI:10.1002/adma.201606100http://doi.org/10.1002/adma.201606100 .

Imato K, Nishihara M, Kanehara T, Amamoto Y, Takahara A, Otsuka H. Angew Chem Int Ed , 2012 . 51 ( 5 ): 1138 - 1142 . DOI:10.1002/anie.201104069http://doi.org/10.1002/anie.201104069 .

Lu Y X, Guan Z. J Am Chem Soc , 2012 . 134 ( 34 ): 14226 - 14231 . DOI:10.1021/ja306287shttp://doi.org/10.1021/ja306287s .

Ying H, Zhang Y, Cheng J. Nat Commun , 2014 . 5 3218 DOI:10.1038/ncomms4218http://doi.org/10.1038/ncomms4218 .

Scott T F, Schneider A D, Cook W D, Bowman C N. Science , 2005 . 308 ( 5728 ): 1615 - 1617 . DOI:10.1126/science.1110505http://doi.org/10.1126/science.1110505 .

Montarnal D, Capelot M, Tournilhac F, Leibler L. Science , 2011 . 334 ( 6058 ): 965 - 968 . DOI:10.1126/science.1212648http://doi.org/10.1126/science.1212648 .

Zheng Ning(郑宁), Xie Tao(谢涛). Acta Polymerica Sinica(高分子学报) , 2017 . ( 11 ): 1715 - 1724 . DOI:10.11777/j.issn1000-3304.2017.17161http://doi.org/10.11777/j.issn1000-3304.2017.17161 .

Pei Z, Yang Y, Chen Q, Terentjev E M, Wei Y, Ji Y. Nat Mater , 2014 . 13 ( 1 ): 36 - 41 . DOI:10.1038/nmat3812http://doi.org/10.1038/nmat3812 .

Ulrich S. Acc Chem Res , 2019 . 52 ( 2 ): 510 - 519 . DOI:10.1021/acs.accounts.8b00591http://doi.org/10.1021/acs.accounts.8b00591 .

Ma R, Shi L. Polym Chem , 2014 . 5 ( 5 ): 1503 - 1518 . DOI:10.1039/C3PY01202Fhttp://doi.org/10.1039/C3PY01202F .

Deng Z, Yuan S, Xu R X, Liang H, Liu S. Angew Chem, Int Ed , 2018 . 57 ( 29 ): 8896 - 8900 . DOI:10.1002/anie.201802909http://doi.org/10.1002/anie.201802909 .

Su S, Wang Y Y, Du F S, Lu H, Li Z C. Adv Funct Mater , 2018 . 28 ( 48 ): 1805287 DOI:10.1002/adfm.201805287http://doi.org/10.1002/adfm.201805287 .

Qiu F Y, Zhang M, Du F S, Li Z C. Macromolecules , 2016 . 50 ( 1 ): 23 - 34.

Yuan J, Xiong W, Zhou X, Zhang Y, Shi D, Li Z, Lu H. J Am Chem Soc , 2019 . 141 ( 12 ): 4928 - 4935 . DOI:10.1021/jacs.9b00031http://doi.org/10.1021/jacs.9b00031 .

Christensen P R, Scheuermann A M, Loeffler K E, Helms B A. Nat Chem , 2019 . 11 ( 5 ): 442 - 448 . DOI:10.1038/s41557-019-0249-2http://doi.org/10.1038/s41557-019-0249-2 .

Scheutz G M, Lessard J J, Sims M B, Sumerlin B S. J Am Chem Soc , 2019 . 141 ( 41 ): 16181 - 16196 . DOI:10.1021/jacs.9b07922http://doi.org/10.1021/jacs.9b07922 .

Zhang Xi(张希). Acta Polymerica Sinica(高分子学报) , 2016 . ( 6 ): 685 - 687 . DOI:10.11777/j.issn1000-3304.2016.16146http://doi.org/10.11777/j.issn1000-3304.2016.16146 .

Boyd R. Nat Chem , 2011 . 3 ( 7 ): 570 DOI:10.1038/nchem.1076http://doi.org/10.1038/nchem.1076 .

Kildahl N K. J Chem Educ , 1995 . 72 ( 5 ): 423 - 424 . DOI:10.1021/ed072p423http://doi.org/10.1021/ed072p423 .

Grandbois M, Beyer M, Rief M, Clausen-Schaumann H, Gaub H E. Science , 1999 . 283 ( 5408 ): 1727 - 1730 . DOI:10.1126/science.283.5408.1727http://doi.org/10.1126/science.283.5408.1727 .

Zhang Yiheng(张义恒), Wang Zhiqiang(王治强), Zhang Xi(张希). Acta Polymerica Sinica(高分子学报) , 2009 . ( 10 ): 973 - 979 . DOI:10.3321/j.issn:1000-3304.2009.10.001http://doi.org/10.3321/j.issn:1000-3304.2009.10.001 .

Xia Jiahao(夏嘉豪), Li Hongbin(李宏斌), Xu Huaping(许华平). Acta Polymerica Sinica(高分子学报) , 2020 . 51 ( 2 ): 205 - 213 . DOI:10.11777/j.issn1000-3304.2019.19166http://doi.org/10.11777/j.issn1000-3304.2019.19166 .

Xia J H, Li T Y, Lu C J, Xu H P. Macromolecules , 2018 . 51 ( 19 ): 7435 - 7455 . DOI:10.1021/acs.macromol.8b01597http://doi.org/10.1021/acs.macromol.8b01597 .

Ji S B, Xia J H, Xu H P. ACS Macro Lett , 2016 . 5 ( 1 ): 9 - 13.

Ma N, Li Y, Xu H, Wang Z, Zhang X. J Am Chem Soc , 2010 . 132 ( 2 ): 442 - 443 . DOI:10.1021/ja908124ghttp://doi.org/10.1021/ja908124g .

Yi Y, Xu H, Wang L, Cao W, Zhang X. Chem Eur J , 2013 . 19 ( 29 ): 9506 - 9510 . DOI:10.1002/chem.201301446http://doi.org/10.1002/chem.201301446 .

Ji S B, Cao W, Yu Y, Xu H P. Angew Chem Int Ed , 2014 . 53 ( 26 ): 6781 - 6785 . DOI:10.1002/anie.201403442http://doi.org/10.1002/anie.201403442 .

Xia J H, Ji S H, Xu H P. Polym Chem , 2016 . 7 ( 44 ): 6708 - 6713 . DOI:10.1039/C6PY01610Chttp://doi.org/10.1039/C6PY01610C .

Xia J H, Zhao P, Pan S J, Xu H P. ACS Macro Lett , 2019 . 8 ( 6 ): 629 - 633 . DOI:10.1021/acsmacrolett.9b00250http://doi.org/10.1021/acsmacrolett.9b00250 .

Fan F Q, Ji S B, Sun C Z, Liu C, Yu Y, Fu Y, Xu H P. Angew Chem Int Ed , 2018 . 57 ( 50 ): 16426 - 16430 . DOI:10.1002/anie.201810297http://doi.org/10.1002/anie.201810297 .

Zhao P, Xia J H, Cao M Q, Xu H P. ACS Macro Lett , 2020 . 9 ( 2 ): 163 - 168 . DOI:10.1021/acsmacrolett.9b00983http://doi.org/10.1021/acsmacrolett.9b00983 .

Rasmussen B, Sorensen A, Gotfredsen H, Pittelkow M. Chem Commun , 2014 . 50 ( 28 ): 3716 - 3718 . DOI:10.1039/C4CC00523Fhttp://doi.org/10.1039/C4CC00523F .

Liu C, Xia J H, Ji S B, Fan Z Y, Xu H P. Chem Commun , 2019 . 55 ( 19 ): 2813 - 2816 . DOI:10.1039/C9CC00252Ahttp://doi.org/10.1039/C9CC00252A .

Yi Y, Fa S X, Cao W, Zeng L W, Wang M X, Xu H P, Zhang X. Chem Commun , 2012 . 48 ( 60 ): 7495 - 7497 . DOI:10.1039/c2cc33760fhttp://doi.org/10.1039/c2cc33760f .

Huang X, Fang R, Wang D, Wang J, Xu H P, Wang Y P, Zhang X. Small , 2015 . 11 ( 13 ): 1537 - 1541 . DOI:10.1002/smll.201402271http://doi.org/10.1002/smll.201402271 .

Ji S B, El Mard H, Smet M, Dehaen W, Xu H P. Sci China Chem , 2017 . 60 ( 9 ): 1191 - 1196 . DOI:10.1007/s11426-017-9059-4http://doi.org/10.1007/s11426-017-9059-4 .

Ji S B, Cao W, Yu Y, Xu H P. Adv Mater , 2015 . 27 ( 47 ): 7740 - 7745 . DOI:10.1002/adma.201503661http://doi.org/10.1002/adma.201503661 .

An X W, Aguirresarobe R H, Irusta L, Ruiperez F, Matxain J M, Pan X Q, Aramburu N, Mecerreyes D, Sardon H, Zhu J. Polym Chem , 2017 . 8 ( 23 ): 3641 - 3646 . DOI:10.1039/C7PY00448Fhttp://doi.org/10.1039/C7PY00448F .

Ji S B, Fan F Q, Sun C X, Yu Y, Xu H P. ACS Appl Mater Interfaces , 2017 . 9 ( 38 ): 33169 - 33175 . DOI:10.1021/acsami.7b11188http://doi.org/10.1021/acsami.7b11188 .

Fan F Q, Liu C, Wang S, Lv J, Li W, Fu Y, Xu H P. J Mater Chem C , 2019 . 7 ( 35 ): 10777 - 10782 . DOI:10.1039/C9TC03536Bhttp://doi.org/10.1039/C9TC03536B .

Liu C, Fan Z Y, Tan Y Z, Fan F Q, Xu H P. Adv Mater , 2020 . 32 ( 12 ): e1907569 DOI:10.1002/adma.201907569http://doi.org/10.1002/adma.201907569 .

Sandalova T, Zhong L, Lindqvist Y, Holmgren A, Schneider G. Proc Natl Acad Sci USA , 2001 . 98 ( 17 ): 9533 - 9538 . DOI:10.1073/pnas.171178698http://doi.org/10.1073/pnas.171178698 .

Lu J, Holmgren A. Free Radic Biol Med , 2014 . 66 75 - 87 . DOI:10.1016/j.freeradbiomed.2013.07.036http://doi.org/10.1016/j.freeradbiomed.2013.07.036 .

Lincoln D T, Ali Emadi E M, Tonissen K F, Clarke F M. Anticancer Res , 2003 . 23 ( 3B ): 2425 - 2433.

Pan S J, Yang J C, Ji S B, Li T Y, Gao S Q, Sun C X, Xu H P. CCS Chem , 2020 . 2 225 - 235 . DOI:10.31635/ccschem.020.202000124http://doi.org/10.31635/ccschem.020.202000124 .

Zhai S, Hu X, Hu Y, Wu B, Xing D. Biomaterials , 2017 . 121 41 - 54 . DOI:10.1016/j.biomaterials.2017.01.002http://doi.org/10.1016/j.biomaterials.2017.01.002 .

更多指标>

浏览量

165

下载量

CSCD

文章被引用时，请邮件提醒。

提交

工具集

关联资源

含硫/硒动态共价键强弱的测定

生物基类玻璃高分子材料的研究进展

基于动态共价键的自愈性水凝胶及其在医学领域的应用

动态共价键交联橡胶的设计和性能

动态共价键高分子材料的研究进展