Ring-opening Polymerizations of the “Non-strained” <italic style="font-style: italic">γ</italic>-Butyrolactone andIts Derivatives: An Overview and Outlook

Peng-jun Yuan; Miao Hong

doi:10.11777/j.issn1000-3304.2018.18232

您当前的位置：

首页 >

文章列表页 >

Ring-opening Polymerizations of the “Non-strained” γ-Butyrolactone andIts Derivatives: An Overview and Outlook

Reviews | 更新时间：2021-01-26

- Ring-opening Polymerizations of the “Non-strained” γ-Butyrolactone andIts Derivatives: An Overview and Outlook
- Acta Polymerica Sinica Vol. 50, Issue 4, Pages: 327-337(2019)
- 作者机构：
  
  1.上海师范大学化学与材料科学学院　上海 200235
  2.中国科学院上海有机化学研究所金属有机化学国家重点实验室　上海 200032
- 作者简介：
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2018.18232
  CLC：
- Published：2019-4，
  
  Published Online：17 January 2019，
  
  Received：3 November 2018，
  
  Revised：4 December 2018，
扫描看全文
Peng-jun Yuan, Miao Hong. Ring-opening Polymerizations of the “Non-strained” γ-Butyrolactone andIts Derivatives: An Overview and Outlook. [J]. Acta Polymerica Sinica 50(4):327-337(2019)
DOI：

Peng-jun Yuan, Miao Hong. Ring-opening Polymerizations of the “Non-strained” γ-Butyrolactone andIts Derivatives: An Overview and Outlook. [J]. Acta Polymerica Sinica 50(4):327-337(2019) DOI： 10.11777/j.issn1000-3304.2018.18232.

摘要

由于其独特的可降解性和生物相容性，脂肪族聚酯被广泛地应用于生物医药、组织工程、包装等领域，环内酯 (如

-己内酯，丙交酯等) 的开环聚合是制备高分子量脂肪族聚酯的有效方法，但受到环内酯单体种类的限制.

-丁内酯 (

-BL)可由生物质转化合成得到，具有可再生的绿色来源，价格低廉，是非常有潜力的环内酯单体，然而由于其五元环的热力学稳定性，在以往的教科书和文献中通常把

-BL称为是“不可聚合的”单体. 2016年，Hong和Chen通过控制热力学和动力学等条件首次实现了

-BL在温和条件下的高效开环聚合，并为制备绿色可回收高分子材料提供了新思路，该突破性工作迅速地引起了科研界的关注，并由此发展出了可进行

-BL高效可控开环聚合的催化剂，单体范围也扩展到了

-BL的衍生物，合成得到了结构新颖的高性能高分子材料. 本文系统地综述近3年来这一领域的研究进展，侧重于讨论其催化剂结构与聚合行为、聚合物结构与聚合物性能之间的关系，以及后续的回收行为，并提出该领域存在的挑战以及未来的发展方向.

Abstract

Aliphatic polyesters are a class of technologically important biodegradable and/or biocompatible polymers and have realized wide applications in biological medicine

temporary implants for tissue engineering

and packaging. Ring-opening polymerization (ROP) has proven to be a powerful methodology to prepare large-scale polyesters with different structures and properties. However

up to date

the monomers suitable for ROP are only restricted to the cyclic esters or lactones with a relatively high strain energy

which greatly limits the development and application of this methodology. Biomass-derived

-butyrolactone (

-BL)

commercially available at a low price

would be a desirable monomer for ROP

but it is commonly referred as "non-polymerizable" in textbooks and the literature due to low strain energy of its five-membered ring. In 2016

Hong and Chen

et al

. established the first efficient ROP of

-BL under mild conditions by controlling thermodynamics and kinetic conditions

which also provided a new approach for recyclable polymers. This breakthrough work attracted the attention of the scientific researchers in a short time

and a series of new catalysts have been developed for the ROP of

-BL and its derivatives. In this context

this review article systematically summarizes the progress of the emerging area in the past three years by focusing on the discussion of the relationship between the catalyst structure and polymerization behavior

the structure-dependent polymer properties

as well as the recyclability of the resultant polymers. The currently unmet challenges in this field

and thus the suggested corresponding future research directions

are also presented.

关键词

开环聚合脂肪族聚酯可降解高分子可回收高分子生物质来源化合物γ-丁内酯

Keywords

Ring-opening polymerizationAliphatic polyestersDegradable polymersRecyclable polymersBiomass-derived chemicalγ-Butyrolactone

references

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

Sarazin Y, Carpentier J F . Chem Rev , 2015 . 115 3564 - 3614 . DOI:10.1021/acs.chemrev.5b00033http://doi.org/10.1021/acs.chemrev.5b00033 .

Zhang X, Fevre M, Jones G O, Waymouth R M. . Chem Rev , 2018 . 118 839 - 885 . DOI:10.1021/acs.chemrev.7b00329http://doi.org/10.1021/acs.chemrev.7b00329 .

Bomgardner M M . Chem Eng News , 2014 . 92 10 - 14.

Bozell J J, Petersen G R . Green Chem , 2010 . 12 539 - 554 . DOI:10.1039/b922014chttp://doi.org/10.1039/b922014c .

Martin D P. Williams S F. . Biochem Eng J , 2015 . 16 97 - 105.

Saiyasombata W, Molloy R, Nicholson T M, Johnson A F, Ward I M, Poshyachindac S . Polymer , 1998 . 39 5581 - 5585 . DOI:10.1016/S0032-3861(97)10370-6http://doi.org/10.1016/S0032-3861(97)10370-6 .

Duda A, Kowalski A. Thermodynamics and kinetics of ringopening polymerization. In: Dubois P, Coulembier O, Raquez J M, eds. Handbook of Ring-Opening Polymerization. Weinheim: Wiley-VCH, 2009. Chapter 1, 1 – 52

Houk K N, Jabbari A, Hall H K, Alemán C . J Org Chem , 2008 . 73 2674 - 2678 . DOI:10.1021/jo702567vhttp://doi.org/10.1021/jo702567v .

Moore T, Adhikari R, Gunatillake P . Biomaterials , 2005 . 26 3771 - 3782 . DOI:10.1016/j.biomaterials.2004.10.002http://doi.org/10.1016/j.biomaterials.2004.10.002 .

Oishi A, Taguchi Y, Fujita K. Japan patent, JP2003252968. 2003-09-10

Oishi A, Taguchi Y, Fujita K, Ikeda Y, Masuda T. Japan patent, JP2000281767. 2000-10-10

Yamashita K, Yamamoto K, Kadokawa J I . Chem Lett , 2014 . 43 213 - 215 . DOI:10.1246/cl.130952http://doi.org/10.1246/cl.130952 .

Hong M, Chen E Y X . Nat Chem , 2016 . 8 42 - 49 . DOI:10.1038/nchem.2391http://doi.org/10.1038/nchem.2391 .

Hong M, Chen E Y X . Green Chem , 2017 . 19 3692 - 3706 . DOI:10.1039/C7GC01496Ahttp://doi.org/10.1039/C7GC01496A .

Kaminsky W, Eger C. . J Anal Appl Pyrol , 2001 . 58 781 - 787.

Hong M, Chen E Y X . Angew Chem Int Ed , 2016 . 55 4188 - 4193 . DOI:10.1002/anie.201601092http://doi.org/10.1002/anie.201601092 .

Hong M, Tang X, Newell B S, Chen E Y X . Macromolecules , 2017 . 50 8469 - 8479 . DOI:10.1021/acs.macromol.7b02174http://doi.org/10.1021/acs.macromol.7b02174 .

Liu S, Ren C, Zhao N, Shen Y, Li Z . Macromol Rapid Commun , 2018 . 39 ( 24 ): 1800485 DOI:10.1002/marc.201800485http://doi.org/10.1002/marc.201800485 .

Zhao N, Ren C, Li H, Li Y, Liu S, Li Z . Angew Chem Int Ed , 2017 . 56 12987 - 12990 . DOI:10.1002/anie.201707122http://doi.org/10.1002/anie.201707122 .

Shen Y, Zhang J, Zhao N, Liu F, Li Z . Polym Chem , 2018 . 9 2936 - 2941 . DOI:10.1039/C8PY00389Khttp://doi.org/10.1039/C8PY00389K .

Zhang C J, Hu L F, Wu H L, Cao X H, Zhang X H . Macromolecules , 2018 . 51 8705 - 8711 . DOI:10.1021/acs.macromol.8b01757http://doi.org/10.1021/acs.macromol.8b01757 .

Lin L, Han D, Qin J, Wang S, Xiao M, Sun L, Meng Y . Macromolecules , 2018 . 51 9317 - 9322 . DOI:10.1021/acs.macromol.8b01860http://doi.org/10.1021/acs.macromol.8b01860 .

Walther P, Frey W, Naumann S . Polym Chem , 2018 . 9 3674 - 3683 . DOI:10.1039/C8PY00784Ehttp://doi.org/10.1039/C8PY00784E .

Hong M, Chen J, Chen E Y X . Chem Rev , 2018 . 118 10551 - 10616 . DOI:10.1021/acs.chemrev.8b00352http://doi.org/10.1021/acs.chemrev.8b00352 .

Tang J, Chen E Y X . J Polym Sci, Part A: Polym Chem , 2018 . 56 2271 - 2279 . DOI:10.1002/pola.v56.20http://doi.org/10.1002/pola.v56.20 .

Hong M, Chen E Y X . Macromolecules , 2014 . 47 3614 - 3624 . DOI:10.1021/ma5007717http://doi.org/10.1021/ma5007717 .

Tang X, Hong M, Falivene L, Caporaso L, Cavallo L, Chen E Y X . J Am Chem Soc , 2016 . 138 14326 - 14337 . DOI:10.1021/jacs.6b07974http://doi.org/10.1021/jacs.6b07974 .

Zhu J B, Watson E M, Tang J, Chen E Y X . Science , 2018 . 360 398 - 403 . DOI:10.1126/science.aar5498http://doi.org/10.1126/science.aar5498 .

Zhu J B, Chen E Y X. Angew Chem Int Ed, 2018, Doi: 10.1002/anie.201813006

Haba O, Itabashi H . Polym J , 2013 . 46 89 - 93.

Zhu J B, Chen E Y X . Angew Chem Int Ed , 2018 . 57 12558 - 12562 . DOI:10.1002/anie.201808003http://doi.org/10.1002/anie.201808003 .

更多指标>

Views

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Lewis Pairs Catalytic Ring-opening Polymerization of Cyclic Ester and Ring-opening Alternating Copolymerization of Cyclic Anhydride/Epoxide

Properties Study of Thermoplastic Elastomers Prepared by Sequential Ring-opening Copolymerization of Bio-based δ-Caprolactone and L-lactide

Multicomponent Tandem Polymerizations of Sulfur, Diisocyanides and Dithiols toward Polydithiocarbamates

Chemical Synthesis of Crystalline Biodegradable Polyhydroxyalkanoates

Related Author

No data

Related Institution

School of Materials Science and Engineering, Tianjin University

Key Laboratory of Biobased Polymer Materials, Shandong Provincial Education Department, College of Polymer Science and Engineering, Qingdao University of Science and Technology

State Key Laboratory Base of Eco-Chemical Engineering, College of Chemical Engineering

AIE Institute

School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen City

Postal code：100190
Tel：010-62588927 Email：gfzxb@iccas.ac.cn
Technical support is provided by Beijing Founder electronics co., LTD 京ICP备05002797号-8 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰

Ring-opening Polymerizations of the “Non-strained” γ-Butyrolactone andIts Derivatives: An Overview and Outlook

DOI：10.11777/j.issn1000-3304.2018.18232

摘要

Abstract

关键词

Keywords

references