Citation: Shuang Xia, Xiao-bing Liu, Na Zhao, Yu-quan Li, Qi Zhao, Shao-feng Liu, Zhi-bo Li. Progress in Anionic Ring-opening Homo/Co-polymerization of Cyclosiloxanes[J]. Acta Polymerica Sinica, ;2018, 0(12): 1482-1492. doi: 10.11777/j.issn1000-3304.2018.18165 shu

Progress in Anionic Ring-opening Homo/Co-polymerization of Cyclosiloxanes

Shuang Xia ^1,, ,
Xiao-bing Liu ¹ ,
Na Zhao ² ,
Yu-quan Li ¹ ,
Qi Zhao ¹ ,
Shao-feng Liu ² ,
Zhi-bo Li ^2,,

1.
Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621900
2.
Key Laboratory of Biobased Polymer Materials, Shandong Provincial Education Department; School of Polymer Science and Engineering, Qingdao University of Science and Technology, Qingdao 266042

Corresponding author: Shuang Xia, xiashuang_xs@caep.cn Zhi-bo Li, zbli@qust.edu.cn
Received Date: 17 July 2018
Revised Date: 29 August 2018
Available Online: 21 September 2018

As a class of typical organic/inorganic polymers, polysiloxanes are widely used in numerous areas owing to their remarkable properties, such as excellent environmental adaptability and endurance of wide temperature range. A broad spectrum of applications has been exploited for polysiloxanes, including surfactants, lubricants, adhesives, and insulating or coating materials. The overall properties of polysiloxanes are dependent primarily on its backbone. For example, poly(dimethylsiloxane) (PDMS), as a typical representative for polysiloxanes, shows special characteristics such as a low glass transition temperature, thermal stability, antioxidant stability, and physiological inertness. Anionic ring-opening polymerization of cyclosiloxanes is a prevalent approach to preparing polysiloxanes with various chain structures and functionalities and one of the most important areas for organosilicone research. Generally, the reaction processes of anionic ring-opening polymerizations are controllable in terms of a specific molecular weight, narrow molecular weight distributions, and well-defined structures. Besides, anionic ring-opening polymerization of cyclosiloxanes can be very useful in the preparation of new polymers with novel structures, particularly the microstructure-controlled copolymers that are difficult to be achieved by homopolymerization and conventional methods otherwise. Thus, anionic ring-opening polymerizations of cyclosiloxanes have received wide attention in the past decades. Focusing on cyclosiloxanes with different chemical structures used in anionic ring-opening polymerizations, this review elucidates the corresponding initiating agents, polymerization conditions, and final products involved in both homopolymerization and copolymerization processes. The covered topics regarding various monomers and initiating agents toward anionic ring-opening polymerizations of cyclosiloxanes will be of particular interest to organosilicon chemists as well as polymer and catalytic scientists who concern the precise control of the linear, branched, and cross-linked structure of polysiloxanes. These would be essential for preparing the next generation of organosilicon materials with much superior properties. A great number of research groups both domestic and overseas have polymerized various cyclic compounds by using different formulas, and the representative polymerization systems have been set out for convenient retrieval and comparison.
- Anionic ring-opening polymerization,
- Cyclosiloxane,
- Polymsiloxane,
- Homopolymerization,
- Copolymerization
1. [1]
  Mark J E. Acc Chem Res, 2004, 37(12): 946 − 953 doi: 10.1021/ar030279z
2. [2]
3. [3]
  Gao X, Wang Q, Sun H, Tan Y, Zhang Z, Xie Z. Phosphorus Sulfur, 2014, 189(10): 1514 − 1528 doi: 10.1080/10426507.2013.860534
4. [4]
  Cypryk M, Kazmierski K, Fortuniak W, Chojnowski J. Macromolecules, 2000, 33(5): 1536 − 1545 doi: 10.1021/ma9912610
5. [5]
  Pibre G, Chaumont P, Fleury E, Cassagnau P. Polymer, 2008, 49(1): 234 − 240 doi: 10.1016/j.polymer.2007.11.017
6. [6]
  Grzelka A, Chojnowski J, Fortuniak W, Taylor R G, Hupfield P C. J Inorg Organomet P, 2004, 14(2): 85 − 99 doi: 10.1023/B:JOIP.0000028088.53201.f7
7. [7]
  Bauer J, Hüsing N, Kickelbick G. J Polym Sci, Part A: Polym Chem, 2002, 40(10): 1539 − 1551 doi: 10.1002/pola.v40:10
8. [8]
  Fei H, Han X, Liu B, Gao X, Wang Q, Zhang Z, Xie Z. J Polym Sci, Part A: Polym Chem, 2016, 54(6): 835 − 843 doi: 10.1002/pola.v54.6
9. [9]
  Fuchise K, Igarashi M, Sato K, Shimada S. Chem Sci, 2018, 9: 2879 − 2891 doi: 10.1039/C7SC04234E
10. [10]
  Herczynska L, Chojnowski J, Lacombe L, Lestel L, Polowinski S, Boileau S. J Polym Sci, Part A: Polym Chem, 1998, 36(1): 137 − 145 doi: 10.1002/(ISSN)1099-0518
11. [11]
  Li B, Chen S, Zhang J. Polym Chem, 2012, 3(9): 2366 − 2376 doi: 10.1039/c2py20091k
12. [12]
  Elkins C L, Long T E. Macromolecules, 2004, 37(17): 6657 − 6659 doi: 10.1021/ma049188n
13. [13]
  Cypryk M, Delczyk B, Juhari A, Koynov K. J Polym Sci, Part A: Polym Chem, 2009, 47(4): 1204 − 1216 doi: 10.1002/pola.v47:4
14. [14]
  Maschke U, Wagner T, Coqueret X. Macromol Chem Phys, 1992, 193(9): 2453 − 2466 doi: 10.1002/macp.1992.021930928
15. [15]
  Zhang Y, Zhang Z, Wang Q, Xie Z. J Appl Polym Sci, 2006, 102(4): 3510 − 3516 doi: 10.1002/(ISSN)1097-4628
16. [16]
  Osthoff R C, Grubb W, Burkhard. J Am Chem Soc, 1953, 75(9): 2227 − 2229 doi: 10.1021/ja01105a060
17. [17]
  Zilliox J G, Roovers J E L, Bywater S. Macromolecules, 1975, 8(5): 573 − 578 doi: 10.1021/ma60047a002
18. [18]
  Frye C L, Salinger R M, Fearon F, Klosowski J, deYoung T. J Org Chem, 1970, 35(5): 1308 − 1314 doi: 10.1021/jo00830a012
19. [19]
  Haddleton D M, Bon S A, Robinson K L, Emery N J, Moss I. Macromol Chem Phys, 2000, 201(6): 694 − 698 doi: 10.1002/(ISSN)1521-3935
20. [20]
  Zundel T, Yu J M, de-France C. In Trimethylsilylmethyllithium: A Novel Initiator for the Anionic Polymerization of Cyclosiloxanes and Vinyl monomers, Macromolecular Symposia, Wiley Online Library: 1994. 177 – 189
21. [21]
  Fan Zhaodong(范召东), Xie Zemin(谢择民). Acta Polymerica Sinica(高分子学报), 2007, (4): 356 – 360
22. [22]
  Molenberg A, Klok H A, Möller M, Boileau S, Teyssié D. Macromolecules, 1997, 30(4): 792 − 794 doi: 10.1021/ma9614860
23. [23]
  Fessler W A, Juliano P C. Ind Eng Chem Prod Res Dev, 1972, 11(4): 407 − 410 doi: 10.1021/i360044a010
24. [24]
  Zhao N, Ren C, Li H, Li Y, Liu S, Li Z. Angew Chem Int Ed, 2017, 56(42): 12987 − 12990 doi: 10.1002/anie.201707122
25. [25]
  Chojnowski J, Clarson S J, Semlyen J A. Siloxane polymers. New Jersey, Englewood Cliffs:Prentice-Hall, 1993. 1~71
26. [26]
  Grubb W T, Osthoff R C. J Am Chem Soc, 1955, 77(6): 1405 − 1411 doi: 10.1021/ja01611a003
27. [27]
  Morton M. Anionic Polymerization: Principles and Practice. Florida: CRC Press, 1983
28. [28]
  Wright P V, Ivin K J, Saegusa T. Ring-Opening Polymerization. Elsevier Applied Science Publisher: London, 1984
29. [29]
  Fei H F, Gao X, Han X, Wang Q, Hu T, Zhang Z, Xie Z. J Polym Sci, Part A: Polym Chem, 2015, 53(8): 1023 − 1031 doi: 10.1002/pola.v53.8
30. [30]
  Teng C J, Weber W P, Cai G. Polymer, 2003, 44(15): 4149 − 4155 doi: 10.1016/S0032-3861(03)00373-2
31. [31]
  Barrère M, Maitre C, Dourges M A, Hémery P. Macromolecules, 2001, 34(21): 7276 − 7280 doi: 10.1021/ma010559z
32. [32]
  Beevers M S, Semlyen J A. Polymer, 1971, 12(6): 373 − 382 doi: 10.1016/0032-3861(71)90017-6
33. [33]
  Veith C A, Cohen R E. J Polym Sci, Part A: Polym Chem, 1989, 27: 1241 − 1258 doi: 10.1002/pola.1989.080270411
34. [34]
  Cypryk M, Delczyk-Olejniczak B. Polimery, 2010, 24(3): 741 − 743
35. [35]
  Wright P V, Beevers M S. In Cyclic Polymers. London: Elsevier, 1986
36. [36]
  Bauer J, Hüsing N, Kickelbick G. J Polym Sci, Part A: Polym Chem, 2004, 42(16): 3975 − 3985 doi: 10.1002/pola.v42:16
37. [37]
  Satti A J, Nador F, Vitale C, Radivoy G, Andreucetti N A, Ciolino A E, Vallés E M. J Appl Polym Sci, 2012, 124(1): 832 − 839 doi: 10.1002/app.35085
38. [38]
  Ziemelis M J, Saam J C. Macromolecules, 1989, 22(5): 2111 − 2116 doi: 10.1021/ma00195a017
39. [39]
  Jaksch S, Schulz A, Kyriakos K, Zhang J, Grillo I, Pipich V, Jordan R, Papadakis C M. Colloid Polym Sci, 2014, 292(10): 2413 − 2425 doi: 10.1007/s00396-014-3333-6
40. [40]
  Wang Z, Guo L, Wang Y. J Membr Sci, 2015, (476): 449 − 456
41. [41]
  Brewer J R, Tsuchihara K, Morita R, Jones J R, Bloxsidge J P, Kagao S, Otsuki T, Fujishige S. Polymer, 1994, 35(23): 5109 − 5117 doi: 10.1016/0032-3861(94)90673-4
42. [42]
  Liu L, Yang S, Zhang Z, Wang Q, Xie Z. J Polym Sci, Part A: Polym Chem, 2003, 41(41): 2722-2730
43. [43]
  Li B, Zhang Z, Ma D, Zhai Q, Feng S, Zhang J. J Appl Polym Sci, 2015, 132(41): 42656 − 42662
44. [44]
  Matsumoto K, Oba Y, Nakajima Y, Shimada S, Sato K. Angew Chem Int Ed, 2018, 130(17): 4727 − 4731 doi: 10.1002/ange.v130.17
45. [45]
  Harkness B, Taylor R. European patent, C08g, EP 0860459 A2. 1998-02-20
46. [46]
  Bischoff R, Currie J, Herron W, Taylor R. European patent, C08g, EP 0860461 A2. 1998-02-20
47. [47]
  Jallouli A, Saam J C. European patent, C08g, EP 0854162 A2. 1998-01-16
48. [48]
  Currie J, Griffith P, Herron W, Taylor R. China patent, C08g, ZL 991197828. 2000-07-12
49. [49]
  Currie J, Griffith P, Herron W, Taylor R. China patent, C08g, ZL 991217713. 2000-07-12
50. [50]
  Xie Z, Zhang Z, Gao W. China patent, C08g, ZL 991239857. 2003-12-3
51. [51]
  Feng S, Ma D, Li J, Jia B, Liu Y, Lu H, Zhao S. China patent, C08g, ZL 2016103056807. 2016-07-27
52. [52]
  Feng S, Gao L, Ma D. China patent, C08g, ZL 201610141639.0. 2016-06-22
53. [53]
  Chojnowski J, Cypryk M, Fortuniak W, Ścibiorek M, Rózga~Wijas K. Macromolecules, 2003, 36(11): 3890 − 3897 doi: 10.1021/ma025920b
1. [1]
  Hongxia Yan , Rui Wu , Weixu Feng , Yan Zhao , Yi Yan . Innovation Inspired by Classical Chemistry: Luminescent Hyperbranched Polysiloxanes. University Chemistry, 2025, 40(4): 154-159. doi: 10.12461/PKU.DXHX202409010
2. [2]
  Zongfei YANG , Xiaosen ZHAO , Jing LI , Wenchang ZHUANG . Research advances in heteropolyoxoniobates. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 465-480. doi: 10.11862/CJIC.20230306
3. [3]
  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
4. [4]
  Hong Zheng , Xin Peng , Chunwang Yi . The Tale of Caprolactam Cyclic Oligomers: The Ever-changing Life of “Princess Cyclo”. University Chemistry, 2024, 39(9): 40-47. doi: 10.12461/PKU.DXHX202403058
5. [5]
  Jingshuo Zhang , Yue Zhai , Ziyun Zhao , Jiaxing He , Wei Wei , Jing Xiao , Shichao Wu , Quan-Hong Yang . Research Progress of Functional Binders in Silicon-Based Anodes for Lithium-Ion Batteries. Acta Physico-Chimica Sinica, 2024, 40(6): 2306006-0. doi: 10.3866/PKU.WHXB202306006
6. [6]
  Min LIU , Huapeng RUAN , Zhongtao FENG , Xue DONG , Haiyan CUI , Xinping WANG . Neutral boron-containing radical dimers. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 123-130. doi: 10.11862/CJIC.20240362
7. [7]
  Peiyu Zhang , Aixin Song , Jingcheng Hao , Jiwei Cui . 高频超声法制备聚多巴胺薄膜综合实验. University Chemistry, 2025, 40(6): 210-214. doi: 10.12461/PKU.DXHX202407081
8. [8]
  Jiayu Gu , Siqi Wang , Jun Ling . Kinetics of Living Copolymerization: A Brief Discussion. University Chemistry, 2025, 40(4): 100-107. doi: 10.12461/PKU.DXHX202406012
9. [9]
  Huirong BAO , Jun YANG , Xiaomiao FENG . Preparation and electrochemical properties of NiCoP/polypyrrole/carbon cloth by electrodeposition. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1083-1093. doi: 10.11862/CJIC.20250008
10. [10]
  Shengli Chen , Xinxin Zhao , Mingxue Xing , Xintai Li , Xiaojie Zhang , Xiuli Hu , Jimin Zhang . “一触即发”：聚羧酸减水剂和水泥的魔力碰撞. University Chemistry, 2025, 40(8): 315-322. doi: 10.12461/PKU.DXHX202410036
11. [11]
  Leyu DING , Ying HE , Zhihe WEI , Yang PENG , Zhao DENG . Conductive polypyrrole-confined Co-MOF-74 for high-performance lithium metal anodes. Chinese Journal of Inorganic Chemistry, 2025, 41(12): 2491-2502. doi: 10.11862/CJIC.20250176
12. [12]
  Qinjin DAI , Shan FAN , Pengyang FAN , Xiaoying ZHENG , Wei DONG , Mengxue WANG , Yong ZHANG . Performance of oxygen vacancy-rich V-doped MnO₂ for high-performance aqueous zinc ion battery. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 453-460. doi: 10.11862/CJIC.20240326
13. [13]
  Chengqian Mao , Yanghan Chen , Haotong Bai , Junru Huang , Junpeng Zhuang . Photodimerization of Styrylpyridinium Salt and Its Application in Silk Screen Printing. University Chemistry, 2024, 39(5): 354-362. doi: 10.3866/PKU.DXHX202312014
14. [14]
  Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
15. [15]
  Shengwen XU , Longlong YANG , Houji CAO , Deshuang TU , Xing WEI , Changsheng LU , Hong YAN . Research progress on light-induced functionalization of polyhedral carborane clusters. Chinese Journal of Inorganic Chemistry, 2025, 41(11): 2187-2200. doi: 10.11862/CJIC.20250192
16. [16]
  Yuyao Wang , Zhitao Cao , Zeyu Du , Xinxin Cao , Shuquan Liang . Research Progress of Iron-based Polyanionic Cathode Materials for Sodium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(4): 100035-0. doi: 10.3866/PKU.WHXB202406014
17. [17]
  Haiyu Zhu , Zhuoqun Wen , Wen Xiong , Xingzhan Wei , Zhi Wang . 二维半金属/硅异质结中肖特基势垒高度的准确高效预测. Acta Physico-Chimica Sinica, 2025, 41(7): 100078-0. doi: 10.1016/j.actphy.2025.100078
18. [18]
  Jiashuang Lu , Xiaoyang Xu , Youqing He , Mingyue Wu , Ruixin Shi , Wenfang Yu , Hang Lu , Ji Liu , Qingzeng Zhu . 生命健康中的有机硅高分子. University Chemistry, 2025, 40(8): 169-180. doi: 10.12461/PKU.DXHX202409143
19. [19]
  Yerong Chen , Bingbin Yang , Xinglei He , Yuqi Lin , Keyin Ye . Enzyme-Directed Evolution Enables Bioconversion of Organosilicon Compounds. University Chemistry, 2025, 40(10): 121-129. doi: 10.12461/PKU.DXHX202411054
20. [20]
  Jiaxin Su , Jiaqi Zhang , Shuming Chai , Yankun Wang , Sibo Wang , Yuanxing Fang . Optimizing Poly(heptazine imide) Photoanodes Using Binary Molten Salt Synthesis for Water Oxidation Reaction. Acta Physico-Chimica Sinica, 2024, 40(12): 2408012-0. doi: 10.3866/PKU.WHXB202408012

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(317)
HTML views(38)

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