The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer

Hong-Hong Gong; Ying Zhang; Yi-Pin Cheng; Ming-Xin Lei; Zhi-Cheng Zhang

doi:10.1007/s10118-021-2616-x

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The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer

REVIEW | Updated：2021-07-22

- The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer
- The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer
- Chinese Journal of Polymer Science 2021年39卷第9期页码：1110-1126
- Affiliations：
  
  a.Xi’an Key Laboratory of Sustainable Energy Materials Chemistry, Department of Applied Chemistry, School of Chemistry, Xi’an Jiaotong University, Xi’an 710049, China
  b.Xi’an Jiaotong University Suzhou Academy, Suzhou 215123, China
- Author bio：
  
  zhichengzhang@mail.xjtu.edu.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 92066204, 52003214, 51773166 and 51603167), China Postdoctoral Science Foundation Funded Project (Nos. 2019M663699 and 2020T130507), Key Laboratory Construction Program of Xi'an Municipal Bureau of Science and Technology (No. 201805056ZD7CG40), Natural Science Foundation of Jiangsu Province (No. BK2020245), Suzhou Science and Technology Project (No. SYG202028), and the Fundamental Research Funds for the Central Universities (No. xzy012020035). The authors thank for the kind help of Instrument Analysis Center of Xi’an Jiaotong University during measurement process.
- DOI：10.1007/s10118-021-2616-x
  中图分类号：
- 收稿：2021-05-01，
  
  修回：2021-6-1，
  
  录用：2021-6-2，
  
  网络首发：2021-07-22，
  
  纸质出版：2021-07-18
- Accepted：
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Gong, H. H.; Zhang, Y.; Cheng, Y. P.; Lei, M. X.; Zhang, Z. C. The application of controlled/living radical polymerization in modification of PVDF-based fluoropolymer. Chinese J. Polym. Sci. 2021, 39, 1110–1126

Hong-Hong Gong, Ying Zhang, Yi-Pin Cheng, et al. The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer[J]. Chinese Journal of Polymer Science, 2021, 39(9): 1110-1126.
Gong, H. H.; Zhang, Y.; Cheng, Y. P.; Lei, M. X.; Zhang, Z. C. The application of controlled/living radical polymerization in modification of PVDF-based fluoropolymer. Chinese J. Polym. Sci. 2021, 39, 1110–1126 DOI： 10.1007/s10118-021-2616-x.

Hong-Hong Gong, Ying Zhang, Yi-Pin Cheng, et al. The Application of Controlled/Living Radical Polymerization in Modification of PVDF-based Fluoropolymer[J]. Chinese Journal of Polymer Science, 2021, 39(9): 1110-1126. DOI： 10.1007/s10118-021-2616-x.

摘要

Abstract

Fluorinated polymers are important materials that are widely used in many areas as taking the advantage of inertness to chemical corrosion

prominent weather resistance

low flammability

and good thermal stability. Poly(vinylidene fluoride) (PVDF) based fluoropolymers is the most common type of commercial fluoropolymer especially used as dielectric materials. However

there are always some shortcomings in practical applications

so it is necessary to modify PVDF-based fluoropolymers for better application. Controlled/living radical polymerization (CRP) and related techniques have become a powerful approach to tailoring the chemical and physical properties of materials and have given rise to great advances in modification of PVDF-based fluoropolymers.

关键词

Keywords

references

Corrigan, N.; Jung, K.; Moad, G.; Hawker, C. J.; Matyjaszewski, K.; Boyer, C. . Reversible-deactivation radical polymerization (controlled/living radical polymerization): from discovery to materials design and applications . Prog. Polym. Sci. , 2020 . 111 101311 DOI: 10.1016/j.progpolymsci.2020.101311 http://doi.org/10.1016/j.progpolymsci.2020.101311 .

Yeow, J.; Chapman, R.; Gormley, A. J.; Boyer, C. . Up in the air: oxygen tolerance in controlled/living radical polymerisation . Chem. Soc. Rev. , 2018 . 47 4357 - 4387 . DOI: 10.1039/C7CS00587C http://doi.org/10.1039/C7CS00587C .

Ouchi, M.; Sawamoto, M. . 50 th Anniversary perspective: metal-catalyzed living radical polymerization: discovery and perspective . Macromolecules , 2017 . 50 2603 - 2614 . DOI: 10.1021/acs.macromol.6b02711 http://doi.org/10.1021/acs.macromol.6b02711 .

Anastasaki, A.; Nikolaou, V.; Nurumbetov, G.; Wilson, P.; Kempe, K.; Quinn, J. F.; Davis, T. P.; Whittaker, M. R.; Haddleton, D. M. . Cu(0)-mediated living radical polymerization: a versatile tool for materials synthesis . Chem. Rev. , 2016 . 116 835 - 877 . DOI: 10.1021/acs.chemrev.5b00191 http://doi.org/10.1021/acs.chemrev.5b00191 .

Zetterlund, P. B.; Thickett, S. C.; Perrier, S.; Bourgeat-Lami, E.; Lansalot, M. . Controlled/living radical polymerization in dispersed systems: an update . Chem. Rev. , 2015 . 115 9745 - 9800 . DOI: 10.1021/cr500625k http://doi.org/10.1021/cr500625k .

Poli, R.; Allan, L. E. N.; Shaver, M. P. . Iron-mediated reversible deactivation controlled radical polymerization . Prog. Polym. Sci. , 2014 . 39 1827 - 1845 . DOI: 10.1016/j.progpolymsci.2014.06.003 http://doi.org/10.1016/j.progpolymsci.2014.06.003 .

Nicolas, J.; Guillaneuf, Y.; Lefay, C.; Bertin, D.; Gigmes, D.; Charleux, B. . Nitroxide-mediated polymerization . Prog. Polym. Sci. , 2013 . 38 63 - 235 . DOI: 10.1016/j.progpolymsci.2012.06.002 http://doi.org/10.1016/j.progpolymsci.2012.06.002 .

Bagheri, A.; Fellows, C. M.; Boyer, C. . Reversible deactivation radical polymerization: from polymer network synthesis to 3D printing . Adv. Sci. , 2021 . 8 2003701 DOI: 10.1002/advs.202003701 http://doi.org/10.1002/advs.202003701 .

An, Z.; Zhu, S.; An, Z. . Heterogeneous photocatalytic reversible deactivation radical polymerization . Polym. Chem. , 2021 . 12 2357 - 2373 . DOI: 10.1039/D1PY00130B http://doi.org/10.1039/D1PY00130B .

Gong, H.; Gu, Y.; Chen, M. . Controlled/living radical polymerization of semifluorinated (meth)acrylates . Synlett , 2018 . 29 1543 - 1551 . DOI: 10.1055/s-0036-1591974 http://doi.org/10.1055/s-0036-1591974 .

Zoppe, J. O.; Ataman, N. C.; Mocny, P.; Wang, J.; Moraes, J.; Klok, H. A. . Surface-initiated controlled radical polymerization: state-of-the-art, opportunities, and challenges in surface and interface engineering with polymer brushes . Chem. Rev. , 2017 . 117 1105 - 1318 . DOI: 10.1021/acs.chemrev.6b00314 http://doi.org/10.1021/acs.chemrev.6b00314 .

Ogura, Y.; Takenaka, M.; Sawamoto, M.; Terashima, T. . Fluorous gradient copolymers via in-situ transesterification of a perfluoromethacrylate in tandem living radical polymerization: precision synthesis and physical properties . Macromolecules , 2018 . 51 864 - 871 . DOI: 10.1021/acs.macromol.7b02512 http://doi.org/10.1021/acs.macromol.7b02512 .

Ogura, Y.; Terashima, T.; Sawamoto, M. . Amphiphilic PEG-functionalized gradient copolymers via tandem catalysis of living radical polymerization and transesterification . Macromolecules , 2017 . 50 822 - 831 . DOI: 10.1021/acs.macromol.6b02358 http://doi.org/10.1021/acs.macromol.6b02358 .

Ren, J. M.; McKenzie, T. G.; Fu, Q.; Wong, E. H. H.; Xu, J.; An, Z.; Shanmugam, S.; Davis, T. P.; Boyer, C.; Qiao, G. G. . Star polymers . Chem. Rev. , 2016 . 116 6743 - 6836 . DOI: 10.1021/acs.chemrev.6b00008 http://doi.org/10.1021/acs.chemrev.6b00008 .

Jennings, J.; He, G.; Howdle, S. M.; Zetterlund, P. B. . Block copolymer synthesis by controlled/living radical polymerization in heterogeneous systems . Chem. Soc. Rev. , 2016 . 45 5055 - 5084 . DOI: 10.1039/C6CS00253F http://doi.org/10.1039/C6CS00253F .

Messina, M. S.; Messina, K. M. M.; Bhattacharya, A.; Montgomery, H. R.; Maynard, H. D. . Preparation of biomolecule-polymer conjugates by grafting-from using ATRP, RAFT, or ROMP . Prog. Polym. Sci. , 2020 . 100 101186 DOI: 10.1016/j.progpolymsci.2019.101186 http://doi.org/10.1016/j.progpolymsci.2019.101186 .

Keddie, D. J. . A guide to the synthesis of block copolymers using reversible-addition fragmentation chain transfer (RAFT) polymerization . Chem. Soc. Rev. , 2014 . 43 496 - 505 . DOI: 10.1039/C3CS60290G http://doi.org/10.1039/C3CS60290G .

Siegwart, D. J.; Oh, J. K.; Matyjaszewski, K. . ATRP in the design of functional materials for biomedical applications . Prog. Polym. Sci. , 2012 . 37 18 - 37 . DOI: 10.1016/j.progpolymsci.2011.08.001 http://doi.org/10.1016/j.progpolymsci.2011.08.001 .

Navarro, L. A.; Enciso, A. E.; Matyjaszewski, K.; Zauscher, S. . Enzymatically degassed surface-initiated atom transfer radical polymerization with real-time monitoring . J. Am. Chem. Soc. , 2019 . 141 3100 - 3109 . DOI: 10.1021/jacs.8b12072 http://doi.org/10.1021/jacs.8b12072 .

Ran, J.; Wu, L.; Zhang, Z.; Xu, T. . Atom transfer radical polymerization (ATRP): a versatile and forceful tool for functional membranes . Prog. Polym. Sci. , 2014 . 39 124 - 144 . DOI: 10.1016/j.progpolymsci.2013.09.001 http://doi.org/10.1016/j.progpolymsci.2013.09.001 .

Matyjaszewski, K. . Atom transfer radical polymerization (ATRP): current status and future perspectives . Macromolecules , 2012 . 45 4015 - 4039 . DOI: 10.1021/ma3001719 http://doi.org/10.1021/ma3001719 .

Whitfield, R.; Parkatzidis, K.; Bradford, K. G. E.; Truong, N. P.; Konkolewicz, D.; Anastasaki, A. . Low ppm CuBr-triggered atom transfer radical polymerization under mild conditions . Macromolecules , 2021 . 54 3075 - 3083 . DOI: 10.1021/acs.macromol.0c02519 http://doi.org/10.1021/acs.macromol.0c02519 .

Zhou, Y. N.; Li, J. J.; Wu, Y. Y.; Luo, Z. H. . Role of external field in polymerization: mechanism and kinetics . Chem. Rev. , 2020 . 120 2950 - 3048 . DOI: 10.1021/acs.chemrev.9b00744 http://doi.org/10.1021/acs.chemrev.9b00744 .

Pan, X.; Fantin, M.; Yuan, F.; Matyjaszewski, K. . Externally controlled atom transfer radical polymerization . Chem. Soc. Rev. , 2018 . 47 5457 - 5490 . DOI: 10.1039/C8CS00259B http://doi.org/10.1039/C8CS00259B .

Chmielarz, P.; Fantin, M.; Park, S.; Isse, A. A.; Gennaro, A.; Magenau, A. J. D.; Sobkowiak, A.; Matyjaszewski, K. . Electrochemically mediated atom transfer radical polymerization (eATRP) . Prog. Polym. Sci. , 2017 . 69 47 - 78 . DOI: 10.1016/j.progpolymsci.2017.02.005 http://doi.org/10.1016/j.progpolymsci.2017.02.005 .

Szczepaniak, G.; Fu, L.; Jafari, H.; Kapil, K.; Matyjaszewski, K. . Making ATRP more practical: oxygen tolerance . Acc. Chem. Res. , 2021 . 54 1779 - 1790 . DOI: 10.1021/acs.accounts.1c00032 http://doi.org/10.1021/acs.accounts.1c00032 .

Wang, G.; Wang, Z.; Lee, B.; Yuan, R.; Lu, Z.; Yan, J.; Pan, X.; Song, Y.; Bockstaller, M. R.; Matyjaszewski, K. . Polymerization-induced self-assembly of acrylonitrile via ICAR ATRP . Polymer , 2017 . 129 57 - 67 . DOI: 10.1016/j.polymer.2017.09.029 http://doi.org/10.1016/j.polymer.2017.09.029 .

Abreu, C. M. R.; Fu, L.; Carmali, S.; Serra, A. C.; Matyjaszewski, K.; Coelho, J. F. J. . Aqueous SARA ATRP using inorganic sulfites . Polym. Chem. , 2017 . 8 375 - 387 . DOI: 10.1039/C6PY01779G http://doi.org/10.1039/C6PY01779G .

Wang, G.; Schmitt, M.; Wang, Z.; Lee, B.; Pan, X.; Fu, L.; Yan, J.; Li, S.; Xie, G.; Bockstaller, M. R.; Matyjaszewski, K. . Polymerization-induced self-assembly (PISA) using ICAR ATRP at low catalyst concentration . Macromolecules , 2016 . 49 8605 - 8615 . DOI: 10.1021/acs.macromol.6b01966 http://doi.org/10.1021/acs.macromol.6b01966 .

Song, Y.; Ye, G.; Lu, Y.; Chen, J.; Wang, J.; Matyjaszewski, K. . Surface-initiated ARGET ATRP of poly(glycidyl methacrylate) from carbon nanotubes via bioinspired catechol chemistry for efficient adsorption of uranium ions . ACS Macro Lett. , 2016 . 5 382 - 386 . DOI: 10.1021/acsmacrolett.6b00099 http://doi.org/10.1021/acsmacrolett.6b00099 .

Krys, P.; Wang, Y.; Matyjaszewski, K.; Harrisson, S. . Radical generation and termination in SARA ATRP of methyl acrylate: effect of solvent, ligand, and chain length . Macromolecules , 2016 . 49 2977 - 2984 . DOI: 10.1021/acs.macromol.6b00345 http://doi.org/10.1021/acs.macromol.6b00345 .

Pan, X.; Fang, C.; Fantin, M.; Malhotra, N.; So, W. Y.; Peteanu, L. A.; Isse, A. A.; Gennaro, A.; Liu, P.; Matyjaszewski, K. . Mechanism of photoinduced metal-free atom transfer radical polymerization: experimental and computational studies . J. Am. Chem. Soc. , 2016 . 138 2411 - 2425 . DOI: 10.1021/jacs.5b13455 http://doi.org/10.1021/jacs.5b13455 .

O'Donnell, J. M. . Reversible addition-fragmentation chain transfer polymerization in microemulsion . Chem. Soc. Rev. , 2012 . 41 3061 - 3076 . DOI: 10.1039/c2cs15275d http://doi.org/10.1039/c2cs15275d .

Gregory, A.; Stenzel, M. H. . Complex polymer architectures via RAFT polymerization: from fundamental process to extending the scope using click chemistry and nature's building blocks . Prog. Polym. Sci. , 2012 . 37 38 - 105 . DOI: 10.1016/j.progpolymsci.2011.08.004 http://doi.org/10.1016/j.progpolymsci.2011.08.004 .

Li, R.; An, Z. . Achieving ultrahigh molecular weights with diverse architectures for unconjugated monomers through oxygen-tolerant photoenzymatic RAFT polymerization . Angew. Chem. Int. Ed. , 2020 . 59 22258 - 22264 . DOI: 10.1002/anie.202010722 http://doi.org/10.1002/anie.202010722 .

Shen, L.; Guo, H.; Zheng, J.; Wang, X.; Yang, Y.; An, Z. . RAFT polymerization-induced self-assembly as a strategy for versatile synthesis of semifluorinated liquid-crystalline block copolymer nanoobjects . ACS Macro Lett. , 2018 . 7 287 - 292 . DOI: 10.1021/acsmacrolett.8b00070 http://doi.org/10.1021/acsmacrolett.8b00070 .

Liu, Z.; Lv, Y.; An, Z. . Enzymatic cascade catalysis for the synthesis of multiblock and ultrahigh-molecular-weight polymers with oxygen tolerance . Angew. Chem. Int. Ed. , 2017 . 56 13852 - 13856 . DOI: 10.1002/anie.201707993 http://doi.org/10.1002/anie.201707993 .

Gong, H.; Gu, Y.; Zhao, Y.; Quan, Q.; Han, S.; Chen, M. . Precise synthesis of ultra-high-molecular-weight fluoropolymers enabled by chain-transfer-agent differentiation under visible-light irradiation . Angew. Chem. Int. Ed. , 2020 . 59 919 - 927 . DOI: 10.1002/anie.201912698 http://doi.org/10.1002/anie.201912698 .

Gong, H.; Zhao, Y.; Shen, X.; Lin, J.; Chen, M. . Organocatalyzed photocontrolled radical polymerization of semifluorinated (meth)acrylates driven by visible light . Angew. Chem. Int. Ed. , 2018 . 57 333 - 337 . DOI: 10.1002/anie.201711053 http://doi.org/10.1002/anie.201711053 .

Lee, K.; Corrigan, N.; Boyer, C. . Rapid high-resolution 3D printing and surface functionalization via type I photoinitiated RAFT polymerization . Angew. Chem. Int. Ed. , 2021 . 60 8839 - 8850 . DOI: 10.1002/anie.202016523 http://doi.org/10.1002/anie.202016523 .

Wu, C.; Jung, K.; Ma, Y.; Liu, W.; Boyer, C. . Unravelling an oxygen-mediated reductive quenching pathway for photopolymerisation under long wavelengths . Nat. Commun. , 2021 . 12 478 DOI: 10.1038/s41467-020-20640-z http://doi.org/10.1038/s41467-020-20640-z .

Fukada, E.; Takashita, S. . Piezoelectric effect in polarized poly(vinylidene fluoride) . JPn. J. Appl. Phys. , 1969 . 8 960 - 960 . DOI: 10.1143/JJAP.8.960 http://doi.org/10.1143/JJAP.8.960 .

Lu, L.; Ding, W.; Liu, J.; Yang, B. . Flexible PVDF based piezoelectric nanogenerators . Nano Energy , 2020 . 78 105251 DOI: 10.1016/j.nanoen.2020.105251 http://doi.org/10.1016/j.nanoen.2020.105251 .

Kalimuldina, G.; Turdakyn, N.; Abay, I.; Medeubayev, A.; Nurpeissova, A.; Adair, D.; Bakenov, Z. . A review of piezoelectric PVDF film by electrospinning and its applications . Sensors , 2020 . 20 5214 DOI: 10.3390/s20185214 http://doi.org/10.3390/s20185214 .

Kalani, S.; Kohandani, R.; Bagherzadeh, R. . Review on flexible electrospun polyvinylidene fluoride-barium titanate hybrid structure pressure sensor with enhanced efficiency . RSC Adv. , 2020 . 10 35090 - 35098 . DOI: 10.1039/D0RA05675H http://doi.org/10.1039/D0RA05675H .

Yan, J.; Liu, M.; Jeong, Y. G.; Kang, W.; Li, L.; Zhao, Y.; Deng, N.; Cheng, B.; Yang, G. . Performance enhancements in poly(vinylidene fluoride)-based piezoelectric nanogenerators for efficient energy harvesting . Nano Energy , 2019 . 56 662 - 692 . DOI: 10.1016/j.nanoen.2018.12.010 http://doi.org/10.1016/j.nanoen.2018.12.010 .

Barbosa, J. C.; Dias, J. P.; Lanceros-Mendez, S.; Costa, C. M. . Recent advances in poly(vinylidene fluoride) and its copolymers for lithium-ion battery separators . Membranes , 2018 . 8 45 DOI: 10.3390/membranes8030045 http://doi.org/10.3390/membranes8030045 .

Chen, X.; Han, X.; Shen, Q. D. . PVDF-based ferroelectric polymers in modern flexible electronics . Adv. Electron. Mater. , 2017 . 3 1600460 DOI: 10.1002/aelm.201600460 http://doi.org/10.1002/aelm.201600460 .

Xin, Y.; Sun, H.; Tian, H.; Guo, C.; Li, X.; Wang, S.; Wang, C. . The use of polyvinylidene fluoride (PVDF) films as sensors for vibration measurement: a brief review . Ferroelectrics , 2016 . 502 28 - 42 . DOI: 10.1080/00150193.2016.1232582 http://doi.org/10.1080/00150193.2016.1232582 .

Gardiner, J. . Fluoropolymers: origin, production, and industrial and commercial applications . Aust. J. Chem. , 2015 . 68 13 - 22 . DOI: 10.1071/CH14165 http://doi.org/10.1071/CH14165 .

Martins, P.; Lopes, A. C.; Lanceros-Mendez, S. . Electroactive phases of poly(vinylidene fluoride): determination, processing and applications . Prog. Polym. Sci. , 2014 . 39 683 - 706 . DOI: 10.1016/j.progpolymsci.2013.07.006 http://doi.org/10.1016/j.progpolymsci.2013.07.006 .

Wang, Y.; Zhou, X.; Chen, Q.; Chu, B.; Zhang, Q. . Recent development of high energy density polymers for dielectric capacitors . IEEE Trans. Dielectr. Electr. Insul. , 2010 . 17 1036 - 1042 . DOI: 10.1109/TDEI.2010.5539672 http://doi.org/10.1109/TDEI.2010.5539672 .

Zhu, L.; Wang, Q. . Novel ferroelectric polymers for high energy density and low loss dielectrics . Macromolecules , 2012 . 45 2937 - 2954 . DOI: 10.1021/ma2024057 http://doi.org/10.1021/ma2024057 .

Cui, Z.; Hassankiadeh, N. T.; Zhuang, Y.; Drioli, E.; Lee, Y. M. . Crystalline polymorphism in poly(vinylidenefluoride) membranes . Prog. Polym. Sci. , 2015 . 51 94 - 126 . DOI: 10.1016/j.progpolymsci.2015.07.007 http://doi.org/10.1016/j.progpolymsci.2015.07.007 .

Ameduri, B. . From vinylidene fluoride (VDF) to the applications of VDF-containing polymers and copolymers: recent developments and future trends . Chem. Rev. , 2009 . 109 6632 - 6686 . DOI: 10.1021/cr800187m http://doi.org/10.1021/cr800187m .

Kalfoglou, N. K.; Williams, H. L. . Mechanical relaxations of poly(vinylidene fluoride) and some of its copolymers . J. Appl. Polym. Sci. , 1973 . 17 3367 - 3373 . DOI: 10.1002/app.1973.070171111 http://doi.org/10.1002/app.1973.070171111 .

Wang, Z.; Zhang, Z.; Chung, T. C. M. . High dielectric VDF/TrFE/CTFE terpolymers prepared by hydrogenation of VDF/CTFE copolymers: synthesis and characterization . Macromolecules , 2006 . 39 4268 - 4271 . DOI: 10.1021/ma060738m http://doi.org/10.1021/ma060738m .

Wang, Y.; Yao, M.; Ma, R.; Yuan, Q.; Yang, D.; Cui, B.; Ma, C.; Liu, M.; Hu, D. . Design strategy of barium titanate/polyvinylidene fluoride-based nanocomposite films for high energy storage . J. Mater. Chem. A , 2020 . 8 884 - 917 . DOI: 10.1039/C9TA11527G http://doi.org/10.1039/C9TA11527G .

Wan, C.; Bowen, C. R. . Multiscale-structuring of polyvinylidene fluoride for energy harvesting: the impact of molecular-, micro- and macro-structure . J. Mater. Chem. A , 2017 . 5 3091 - 3128 . DOI: 10.1039/C6TA09590A http://doi.org/10.1039/C6TA09590A .

Zhang, Z.; Chung, T. C. M. . Study of VDF/TrFE/CTFE terpolymers for high pulsed capacitor with high energy density and low energy loss . Macromolecules , 2007 . 40 783 - 785 . DOI: 10.1021/ma0627119 http://doi.org/10.1021/ma0627119 .

Lu, Y.; Claude, J.; Zhang, Q.; Wang, Q. . Microstructures and dielectric properties of the ferroelectric fluoropolymers synthesized via reductive dechlorination of poly(vinylidene fluoride- co -chlorotrifluoroethylene)s . Macromolecules , 2006 . 39 6962 - 6968 . DOI: 10.1021/ma061311i http://doi.org/10.1021/ma061311i .

Lu, Y.; Claude, J.; Neese, B.; Zhang, Q.; Wang, Q. . A Modular approach to ferroelectric polymers with chemically tunable curie temperatures and dielectric constants . J. Am. Chem. Soc. , 2006 . 128 8120 - 8121 . DOI: 10.1021/ja062306x http://doi.org/10.1021/ja062306x .

Chu, B.; Zhou, X.; Ren, K.; Neese, B.; Lin, M.; Wang, Q.; Bauer, F.; Zhang, Q. M. . A dielectric polymer with high electric energy density and fast discharge speed . Science , 2006 . 313 ( 5785 ): 334 - 336 . DOI: 10.1126/science.1127798 http://doi.org/10.1126/science.1127798 .

Li, Z.; Wang, Y.; Cheng, Z. Y. . Electromechanical properties of poly(vinylidene-fluoride-chlorotrifluoroethylene) copolymer . Appl. Phys. Lett. , 2006 . 88 062904 DOI: 10.1063/1.2170425 http://doi.org/10.1063/1.2170425 .

Améduri, B.; Boutevin, B.; Kostov, G. . Fluoroelastomers: synthesis, properties and applications . Prog. Polym. Sci , 2001 . 26 105 - 187 . DOI: 10.1016/S0079-6700(00)00044-7 http://doi.org/10.1016/S0079-6700(00)00044-7 .

Cho, K. Y.; Jung, H. Y.; Sung, K. A.; Kim, W. K.; Sung, S. J.; Park, J. K.; Choi, J. H.; Sung, Y. E. . Preparation and charateristics of Nafion membrane coated with a PVDF copolymer/recast Nafion blend for direct methanol fuel cell . J. Power Sources , 2006 . 159 524 - 528 . DOI: 10.1016/j.jpowsour.2005.10.106 http://doi.org/10.1016/j.jpowsour.2005.10.106 .

Wang, M.; Zhao, F.; Dong, S. . A single ionic conductor based on nafion and its electrochemical properties used as lithium polymer electrolyte . J. Phys. Chem. B , 2004 . 108 1365 - 1370 . .

Cheng, C. L.; Wan, C. C.; Wang, Y. Y. . Microporous PVDF-HFP based gel polymer electrolytes reinforced by PEGDMA network . Electrochem. Commun. , 2004 . 6 531 - 535 . DOI: 10.1016/j.elecom.2004.04.001 http://doi.org/10.1016/j.elecom.2004.04.001 .

Lovinger, A. J.; Johnson, G. E.; Bair, H. E.; Anderson, E. W. . Structural, dielectric, and thermal investigation of the Curie transition in a tetrafluoroethylene copolymer of vinylidene fluoride . J. Appl. Phys. , 1984 . 56 2412 - 2418 . DOI: 10.1063/1.334303 http://doi.org/10.1063/1.334303 .

Lovinger, A. J.; Furukawa, T.; Davis, G. T.; Broadhurst, M. G. . Crystallographic changes characterizing the Curie transition in three ferroelectric copolymers of vinylidene fluoride and trifluoroethylene: 2. Oriented or poled samples . Polymer , 1983 . 24 1233 - 1239 . DOI: 10.1016/0032-3861(83)90051-4 http://doi.org/10.1016/0032-3861(83)90051-4 .

Ohigashi, H.; Koga, K. . Ferroelectric copolymers of vinylidenefluoride and trifluoroethylene with a large electromechanical coupling factor . JPn. J. Appl. Phys. , 1982 . 21 L455 DOI: 10.1143/JJAP.21.L455 http://doi.org/10.1143/JJAP.21.L455 .

Li, J.; Gong, H.; Yang, Q.; Xie, Y.; Yang, L.; Zhang, Z. . Linear-like dielectric behavior and low energy loss achieved in poly(ethyl methacrylate) modified poly(vinylidene- co -trifluoroethylene) . Appl. Phys. Lett. , 2014 . 104 263901 DOI: 10.1063/1.4886391 http://doi.org/10.1063/1.4886391 .

Li, J.; Hu, X.; Gao, G.; Ding, S.; Li, H.; Yang, L.; Zhang, Z. . Tuning phase transition and ferroelectric properties of poly(vinylidene fluoride- co -trifluoroethylene) via grafting with desired poly(methacrylic ester)s as side chains . J. Mater. Chem. C , 2013 . 1 1111 - 1121 . DOI: 10.1039/C2TC00431C http://doi.org/10.1039/C2TC00431C .

Li, J.; Tan, S.; Ding, S.; Li, H.; Yang, L.; Zhang, Z. . High-field antiferroelectric behaviour and minimized energy loss in poly(vinylidene- co -trifluoroethylene)- graft -poly(ethyl methacrylate) for energy storage application . J. Mater. Chem. , 2012 . 22 23468 - 23476 . DOI: 10.1039/c2jm35532a http://doi.org/10.1039/c2jm35532a .

Zhang M. F.; Russell T. P. . Graft copolymers from poly(vinylidene fluoride- co -chlorotrifluoroethylene) via atom transfer radical polymerization . Macromolecules , 2006 . 39 3513 - 3539 . .

Guan, F.; Wang, J.; Yang, L.; Tseng, J. K.; Han, K.; Wang, Q.; Zhu, L. . Confinement-induced high-field antiferroelectric-like behavior in a poly(vinylidene fluoride- co -trifluoroethylene- co -chlorotrifluoroethylene)- graft -polystyrene graft copolymer . Macromolecules , 2011 . 44 2190 - 2199 . DOI: 10.1021/ma102910v http://doi.org/10.1021/ma102910v .

Guan, F.; Yang, L.; Wang, J.; Guan, B.; Han, K.; Wang, Q.; Zhu, L. . Confined ferroelectric properties in poly(vinylidene fluoride- co -chlorotrifluoroethylene)- graft -polystyrene graft copolymers for electric energy storage applications . Adv. Funct. Mater. , 2011 . 21 3176 - 3188 . DOI: 10.1002/adfm.201002015 http://doi.org/10.1002/adfm.201002015 .

Yang, L.; Allahyarov, E.; Guan, F.; Zhu, L. . Crystal orientation and temperature effects on double hysteresis loop behavior in a poly(vinylidene fluoride- co -trifluoroethylene- co -chlorotrifluoroethylene)- graft -polystyrene graft copolymer . Macromolecules , 2013 . 46 9698 - 9711 . DOI: 10.1021/ma401660k http://doi.org/10.1021/ma401660k .

Hu, X.; Li, J.; Li, H.; Zhang, Z. . Synthesis and characterization of poly(vinylidene fluoride- co -chlorotrifluoroethylene)- grafted -poly(acrylonitrile) via single electron transfer-living radical polymerization process . J. Polym. Sci., Part A: Polym. Chem. , 2012 . 50 3126 - 3134 . DOI: 10.1002/pola.26099 http://doi.org/10.1002/pola.26099 .

Hu, X.; Li, J.; Li, H.; Zhang, Z. . Cu(0)/2,6-bis(imino)pyridines catalyzed single-electron transfer-living radical polymerization of methyl methacrylate initiated with poly(vinylidene fluoride- co -chlorotrifluoroethylene) . J. Polym. Sci., Part A: Polym. Chem. , 2013 . 51 4378 - 4388 . DOI: 10.1002/pola.26853 http://doi.org/10.1002/pola.26853 .

Gong, H.; Li, J.; Di, D.; Li, N.; Zhang, Z. . Influence of less active initiator on the living performance of atom transfer radical polymerization and the structure of the synthesized grafted copolymer . RSC Adv. , 2015 . 5 19117 - 19127 . DOI: 10.1039/C4RA15190A http://doi.org/10.1039/C4RA15190A .

Gong, H.; Zhang, X.; Zhang, Y.; Zheng, A.; Tan, S.; Zhang, Z. . Chemical composition characterization of poly(vinylidene fluoride-chlorotrifluoroethylene)-based copolymers with F-H decoupled 1 H NMR . RSC Adv. , 2016 . 6 75880 - 75889 . DOI: 10.1039/C6RA11757K http://doi.org/10.1039/C6RA11757K .

Gong, H.; Miao, B.; Zhang, X.; Lu, J.; Zhang, Z. . High-field antiferroelectric-like behavior in uniaxially stretched poly(vinylidene fluoride-trifluoroethylene-chlorotrifluoroethylene)- grafted -poly(methyl methacrylate) films with high energy density . RSC Adv. , 2016 . 6 1589 - 1599 . DOI: 10.1039/C5RA22617A http://doi.org/10.1039/C5RA22617A .

Park B. J.; Kim N. U.; Ryu D. Y.; Kim J. H. . P (VDF- co -CTFE)- g -P2VP amphiphilic graft copolymers: synthesis, structure, and permeation properties . Polym. Adv. Technol. , 2019 . 30 2707 - 2720 . DOI: 10.1002/pat.4700 http://doi.org/10.1002/pat.4700 .

Zhang, M.; Russell, T. P. . Graft copolymers from poly(vinylidene fluoride- co -chlorotrifluoroethylene) via atom transfer radical polymerization . Macromolecules , 2006 . 39 3531 - 3539 . DOI: 10.1021/ma060128m http://doi.org/10.1021/ma060128m .

Valade, D.; Boyer, C.; Ameduri, B.; Boutevin, B. . Poly(vinylidene fluoride)- b -poly(styrene) block copolymers by iodine transfer polymerization (ITP): synthesis, characterization, and kinetics of ITP . Macromolecules , 2006 . 39 8639 - 8651 . DOI: 10.1021/ma061392i http://doi.org/10.1021/ma061392i .

Destarac, M.; Matyjaszewski, K.; Silverman, E.; Ameduri, B.; Boutevin, B. . Atom transfer radical polymerization initiated with vinylidene fluoride telomers . Macromolecules , 2000 . 33 4613 - 4615 . DOI: 10.1021/ma9918351 http://doi.org/10.1021/ma9918351 .

Hester, J. F.; Banerjee, P.; Won, Y. Y.; Akthakul, A.; Acar, M. H.; Mayes, A. M. . ATRP of amphiphilic graft copolymers based on PVDF and their use as membrane additives . Macromolecules , 2002 . 35 7652 - 7661 . DOI: 10.1021/ma0122270 http://doi.org/10.1021/ma0122270 .

Samanta, S.; Chatterjee, D. P.; Layek, R. K.; Nandi, A. K. . Multifunctional porous poly(vinylidene fluoride)- graft -poly(butyl methacrylate) with good Li + ion conductivity . Macromol. Chem. Phys. , 2011 . 212 134 - 149 . DOI: 10.1002/macp.201000472 http://doi.org/10.1002/macp.201000472 .

Samanta, S.; Chatterjee, D. P.; Manna, S.; Mandal, A.; Garai, A.; Nandi, A. K. . Multifunctional hydrophilic poly(vinylidene fluoride) graft copolymer with supertoughness and supergluing properties . Macromolecules , 2009 . 42 3112 - 3120 . DOI: 10.1021/ma9003117 http://doi.org/10.1021/ma9003117 .

Shen, J.; Zhang, Q.; Yin, Q.; Cui, Z.; Li, W.; Xing, W. . Fabrication and characterization of amphiphilic PVDF copolymer ultrafiltration membrane with high anti-fouling property . J. Membr. Sci. , 2017 . 521 93 - 103 . DOI: 10.1016/j.memsci.2016.09.006 http://doi.org/10.1016/j.memsci.2016.09.006 .

Xue, J.; Chen, L.; Wang;, H. L.; Zhang Z. B.; Zhu, X. L.; Kang, E. T.; Neoh, K. G. . Stimuli-responsive multifunctional membranes of controllable morphology from poly(vinylidene fluoride)- graft -poly[2-( N , N -dimethylamino)ethyl methacrylate] prepared via atom transfer radical polymerization . Langmuir , 2008 . 24 14151 - 14158 . DOI: 10.1021/la801402u http://doi.org/10.1021/la801402u .

Atanu, K.; Dhruba, P. C.; Nabasmita, M.; Arun, K. N. . Multi-functional poly(vinylidene fluoride) graft copolymers . J. Polym. Sci., Part A: Polym. Chem. , 2017 . 55 2569 - 2584 . DOI: 10.1002/pola.28671 http://doi.org/10.1002/pola.28671 .

Zhao, T.; Zhang, L.; Zhang, Z.; Zhou, N.; Cheng, Z.; Zhu, X. . A novel approach to modify poly(vinylidene fluoride) via iron-mediated atom transfer radical polymerization using activators generated by electron transfer . J. Polym. Sci., Part A: Polym. Chem. , 2011 . 49 2315 - 2324 . DOI: 10.1002/pola.24651 http://doi.org/10.1002/pola.24651 .

Tan, S.; Zhang, Y.; Niu, Z.; Zhang, Z. . Copper(0) mediated single electron transfer controlled radical polymerization toward C-F bonds on poly(vinylidene fluoride) . Macromol. Rapid Commun. , 2018 . 39 1700561 DOI: 10.1002/marc.201700561 http://doi.org/10.1002/marc.201700561 .

Peng, B.; Wang, J.; Li, M.; Wang, M.; Tan, S.; Zhang, Z. . Activation of different C-F bonds in fluoropolymers for Cu(0)-mediated single electron transfer radical polymerization . Polym. Chem. , 2021 . 12 3132 - 3141 . DOI: 10.1039/d1py00376c http://doi.org/10.1039/d1py00376c .

Duan, Y.; Li, Q.; Peng, B.; Tan, S.; Zhang, Z. . Grafting modification of poly(vinylidene fluoride-hexafluoropropylene) via Cu(0) mediated controlled radical polymerization . React. Funct. Polym. , 2021 . 164 104939 DOI: 10.1016/j.reactfunctpolym.2021.104939 http://doi.org/10.1016/j.reactfunctpolym.2021.104939 .

Li F.; Jia Y.; Guo R.; Wang M. . Preparation of composite anion-exchange membrane with acid-blocking performance for brine reclamation by bipolar membrane electrodialysis . Sep. Purif. Technol. , 2020 . 254 117587 .

Burcu, O.; Mustafa, Hulusi U.; Nilhan, Kayaman A. . Preparation of poly (bis[2-(methacryloyloxy)ethyl] phosphate) crosslinked polymer brushes on poly(vinylidene fluoride) nanofibers . Mater. Chem. Phys. , 2018 . 217 168 - 174 . DOI: 10.1016/j.matchemphys.2018.06.044 http://doi.org/10.1016/j.matchemphys.2018.06.044 .

Meng, P.; Xingran, Z.; Mingxian, L.; Zhichao, W.; Zhiwei, W. . Surface modification of polyvinylidene fluoride membrane by atom-transfer radical-polymerization of quaternary ammonium compound for mitigating biofouling . J. Membr. Sci. , 2018 . 570-571 286 - 293 . .

Yiwang, C.; Lei, Y.; Weihong, Y.; Kang, E. T.; Neoh, K. G. . Poly(vinylidene fluoride) with grafted poly(ethylene glycol) side chains via the RAFT-mediated process and pore size control of the copolymer membranes . Macromolecules , 2003 . 36 9451 - 9457 . DOI: 10.1021/ma035194s http://doi.org/10.1021/ma035194s .

Ying, L.; Yu, W. H.; Kang, E. T.; Neoh, K. G. . Functional and surface-active membranes from poly(vinylidene fluoride)- graft -poly(acrylic acid) prepared via RAFT-mediated graft copolymerization . Langmuir , 2004 . 20 6032 - 6040 . DOI: 10.1021/la049383v http://doi.org/10.1021/la049383v .

Xue, L.; Xuefeng, H.; Tao, C. . Construction of hierarchical fouling resistance surfaces onto poly(vinylidene fluoride) membranes for combating membrane biofouling . Langmuir , 2017 . 33 4477 - 4489 . DOI: 10.1021/acs.langmuir.7b00191 http://doi.org/10.1021/acs.langmuir.7b00191 .

Marc, G.; Rahaman, S. M. W.; Bruno, A.; Rinaldo, P.; Vincent, L. . Limits of vinylidene fluoride RAFT polymerization . Macromolecules , 2016 . 49 5386 - 5396 . DOI: 10.1021/acs.macromol.6b01087 http://doi.org/10.1021/acs.macromol.6b01087 .

Marc, G.; Gérald, L.; Thibaut, S.; Cédric, T.; Bruno, A.; Gilles, S.; Vincent, L. . A journey into the microstructure of PVDF made by RAFT . Macromol. Chem. Phys. , 2016 . 217 2275 - 2285 . DOI: 10.1002/macp.201600109 http://doi.org/10.1002/macp.201600109 .

Marc, G.; Rahaman, S. M. W.; Bruno, A.; Rinaldo, P.; Vincent, L. . RAFT synthesis of well-defined PVDF- b -PVAc block copolymers . Polym. Chem. , 2016 . 7 6918 - 6933 . DOI: 10.1039/C6PY01247G http://doi.org/10.1039/C6PY01247G .

Marc, G.; Mona, S.; Franck, G.; Bruno, A.; Vincent, L. . Polymerization-induced self-assembly of PVAc- b -PVDF block copolymers via RAFT dispersion polymerization of vinylidene fluoride in dimethyl carbonate . Polym. Chem. , 2017 . 8 1477 - 1487 . DOI: 10.1039/C6PY02203K http://doi.org/10.1039/C6PY02203K .

Fatima, Ezzahra B.; Mustapha, R.; Gilles, S.; Cedric, T.; Bruno, A. . Core–shell structured poly(vinylidene fluoride)- grafted -BaTiO 3 nanocomposites prepared via reversible addition-fragmentation chain transfer (RAFT) polymerization of VDF for high energy storage capacitors . Polym. Chem. , 2019 . 10 891 - 904 . DOI: 10.1039/C8PY01706A http://doi.org/10.1039/C8PY01706A .

Holmberg, S.; Holmlund, P.; Nicolas, R.; Wilén, C. E.; Kallio, T.; Sundholm, G.; Sundholm, F. . Versatile synthetic route to tailor-made proton exchange membranes for fuel cell applications by combination of radiation chemistry of polymers with nitroxide-mediated living free radical graft polymerization . Macromolecules , 2004 . 37 9909 - 9915 . DOI: 10.1021/ma0353641 http://doi.org/10.1021/ma0353641 .

Chen, J.; Tan, S.; Gao, G.; Li, H.; Zhang, Z. . Synthesis and characterization of thermally self-curable fluoropolymer triggered by TEMPO in one pot for high performance rubber applications . Polym. Chem. , 2014 . 5 2130 - 2141 . DOI: 10.1039/c3py01390a http://doi.org/10.1039/c3py01390a .

Lienafa, L.; Monge, S.; Guillaneuf, Y.; Ameduri, B.; Siri, D.; Gigmes, D.; Robin, J. J. . Preparation of PVDF-grafted-PS involving nitroxides . Eur. Polym. J. , 2018 . 109 55 - 63 . DOI: 10.1016/j.eurpolymj.2018.08.052 http://doi.org/10.1016/j.eurpolymj.2018.08.052 .

Tao, C.; Neoh, K. G.; Kang, E. T.; Teo, S. L. M. . Surface-functionalized and surface-functionalizable poly(vinylidene fluoride) graft copolymer membranes via click chemistry and atom transfer radical polymerization . Langmuir , 2011 . 27 2936 - 2945 . DOI: 10.1021/la2001514 http://doi.org/10.1021/la2001514 .

Cai, T.; Neoh, K. G.; Kang, E. T. Surface-functionalized and surface-functionalizable poly(vinylidene fluoride) membranes via controlled/living radical polymerization and click chemistry. In Progress in Controlled Radical Polymerization: Materias and Applications , American Chemical Society: 2012 ; 1101, 211−229.

Vukićević, R.; Schwadtke, U.; Schmücker, S.; Schäfer, P.; Kuckling, D.; Beuermann, S. . Alkyne-azide coupling of tailored poly(vinylidene fluoride) and polystyrene for the synthesis of block copolymers . Polym. Chem. , 2012 . 3 409 - 414 . DOI: 10.1039/C1PY00427A http://doi.org/10.1039/C1PY00427A .

Fei, H.; Baiwen, L.; Shaojun, Y.; Bin, L.; Cleo, C.; Simo, Olavi P. . PVDF film tethered with RGD-click-poly(glycidyl methacrylate) brushes by combination of direct surface-initiated ATRP and click chemistry for improved cytocompatibility . RSC Adv. , 2014 . 4 105 - 117 . DOI: 10.1039/C3RA44789H http://doi.org/10.1039/C3RA44789H .

Marc, G.; Mona, S.; Cedric, T.; Gilles, S.; Bruno, A.; Vincent, L. . Self-assembly of poly(vinylidene fluoride)- block -poly(2-(dimethylamino)ethylmethacrylate) block copolymers prepared by CuAAC click coupling . Polym. Chem. , 2017 . 8 5203 - 5211 . DOI: 10.1039/C7PY00346C http://doi.org/10.1039/C7PY00346C .

Yogesh, P.; Panayiotis, B.; George, P.; Sarah, A.; Nikos, H.; Valentin, R. . A novel poly(vinylidene fluoride)-based 4-miktoarm star terpolymer: synthesis and self-assembly . Mol. Pharm. , 2018 . 15 3005 - 3009 . DOI: 10.1021/acs.molpharmaceut.8b00010 http://doi.org/10.1021/acs.molpharmaceut.8b00010 .

Zhao, Y.; Gong, H.; Jiang, K.; Yan, S.; Lin, J.; Chen, M. . Organocatalyzed photoredox polymerization from aromatic sulfonyl halides: facilitating graft from aromatic C-H bonds . Macromolecules , 2018 . 51 938 - 946 . DOI: 10.1021/acs.macromol.8b00134 http://doi.org/10.1021/acs.macromol.8b00134 .

Hu, X.; Zhang, Y.; Cui, G.; Zhu, N.; Guo, K. . Poly(vinylidene fluoride- co -chlorotrifluoroethylene) modification via organocatalyzed atom transfer radical polymerization . Macromol. Rapid Commun. , 2017 . 38 1700399 DOI: 10.1002/marc.201700399 http://doi.org/10.1002/marc.201700399 .

Hu, X.; Cui, G.; Zhu, N.; Zhai, J.; Guo, K. . Photoinduced Cu(II)-mediated RDRP to P(VDF- co -CTFE)- g -PAN . Polymers , 2018 . 10 68 DOI: 10.3390/polym10010068 http://doi.org/10.3390/polym10010068 .

Hu, X.; Cui, G.; Zhang, Y.; Zhu, N.; Guo, K. . Copper(II) photoinduced graft modification of P(VDF- co -CTFE) . Eur. Polym. J. , 2018 . 100 228 - 232 . DOI: 10.1016/j.eurpolymj.2018.01.033 http://doi.org/10.1016/j.eurpolymj.2018.01.033 .

Tan, S.; Xiong, J.; Zhao, Y.; Liu, J.; Zhang, Z. . Synthesis of poly(vinylidene fluoride- co -chlorotrifluoroethylene)- g -poly(methyl methacrylate) with low dielectric loss by photo-induced metal-free ATRP . J. Mater. Chem. C , 2018 . 6 4131 - 4139 . DOI: 10.1039/C8TC00781K http://doi.org/10.1039/C8TC00781K .

Yang, Q.; Ladmiral, V.; Ameduri B. . PhotoRAFT polymerization of vinylidene fluoride using a household white LED as light source at room temperature . ChemPhotoChem , 2019 . 3 1095 - 1099 . DOI: 10.1002/cptc.201900139 http://doi.org/10.1002/cptc.201900139 .

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