Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-<italic style="font-style: italic">b</italic>-styrene) by ATRP

Guang-Cheng Huang; Sheng-Xiang Ji

doi:10.1007/s10118-018-2139-2

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Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-b-styrene) by ATRP

ARTICLE | Updated：2021-02-18

- Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-b-styrene) by ATRP
- Chinese Journal of Polymer Science Vol. 36, Issue 11, Pages: 1217-1224(2018)
- Affiliations：
  
  a.Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  b.University of Chinese Academy of Sciences, Beijing 100049, China
- Author bio：
  
  sji@ciac.ac.cn
- Funds：
- DOI：10.1007/s10118-018-2139-2
  CLC：
- Received：02 March 2018，
  
  Revised：2018-3-27，
  
  Accepted：30 March 2018，
  
  Online First：24 April 2018，
  
  Published：2018-11
- Accepted：
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Citation: Huang, G. C.; Ji, S. X. Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate- b-styrene) by ATRP. Chinese J. Polym. Sci. 2018, 36(11), 1217–1224.

Guang-Cheng Huang, Sheng-Xiang Ji. Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-b-styrene) by ATRP[J]. Chinese Journal of Polymer Science, 2018, 36(11): 1217-1224. DOI: 10.1007/s10118-018-2139-2.
Citation: Huang, G. C.; Ji, S. X. Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate- b-styrene) by ATRP. Chinese J. Polym. Sci. 2018, 36(11), 1217–1224. DOI： 10.1007/s10118-018-2139-2.

Guang-Cheng Huang, Sheng-Xiang Ji. Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-b-styrene) by ATRP[J]. Chinese Journal of Polymer Science, 2018, 36(11): 1217-1224. DOI: 10.1007/s10118-018-2139-2. DOI：

摘要

Abstract

Poly(methyl methacrylate-

-styrene) (PMMA-

-PS) block copolymers are synthesized by two consecutive ATRPs and fractionated into four fractions. The halogen chain end fidelity (CEF) in PMMA-

-PS is quantified based on the analysis of each fraction. Compared to ethyl 2-phenyl-2-bromoacetate/CuBr/2

2′-bipyridine (EPBA/CuBr/bpy) and CuBr/

N′

N″

-pentamethyldiethylene-triamine (CuBr/PMDETA) catalysts

PMMA-

-PS synthesized using

-toluenesulfonyl chloride/CuCl/bpy (TsCl/CuCl/bpy) and CuCl/PMDETA catalysts has a higher halogen CEF and a better control on molecular weight.

关键词

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references

Matyjaszewski, K . Atom transfer radical polymerization (ATRP): Current status and future perspectives . Macromolecules , 2012 . 45 ( 10 ): 4015 - 4039 . DOI: 10.1021/ma3001719 http://doi.org/10.1021/ma3001719 .

Höhne, S.; Uhlmann, P . Synthesis of functional block copolymers and terpolymers containing polyglycidyl methacrylate blocks . J. Polym. Sci., Part A: Polym. Chem. , 2015 . 53 ( 5 ): 675 - 684 . DOI: 10.1002/pola.v53.5 http://doi.org/10.1002/pola.v53.5 .

Tsarevsky, N. V.; Matyjaszewski, K . " Green” atom transfer radical polymerization: From process design to preparation of well-defined environmentally friendly polymeric materials . Chem. Rev. , 2007 . 107 ( 6 ): 2270 - 2299 . DOI: 10.1021/cr050947p http://doi.org/10.1021/cr050947p .

Boyer, C.; Corrigan, N. A.; Jung, K.; Nguyen, D.; Nguyen, T. K.; Adnan, N. N.; Oliver, S.; Shanmugam, S.; Yeow, J . Copper-mediated living radical polymerization (atom transfer radical polymerization and copper(0) mediated polymerization): From fundamentals to bioapplications . Chem. Rev. , 2016 . 116 ( 4 ): 1803 - 1949 . DOI: 10.1021/acs.chemrev.5b00396 http://doi.org/10.1021/acs.chemrev.5b00396 .

Matyjaszewski, K.; Tsarevsky, N. V . Nanostructured functional materials prepared by atom transfer radical polymerization . Nat. Chem. , 2009 . 1 ( 4 ): 276 - 288 . DOI: 10.1038/nchem.257 http://doi.org/10.1038/nchem.257 .

Davis, K. A.; Matyjaszewski, K . ABC triblock copolymers prepared using atom transfer radical polymerization techniques . Macromolecules , 2001 . 34 ( 7 ): 2101 - 2107 . DOI: 10.1021/ma002050u http://doi.org/10.1021/ma002050u .

Johnston-Hall, G.; Monteiro, M. J . Kinetic simulations of atom transfer radical polymerization (ATRP) in light of chain length dependent termination . Macromol. Theor. Simul. , 2010 . 19 ( 7 ): 387 - 393 . DOI: 10.1002/mats.v19:7 http://doi.org/10.1002/mats.v19:7 .

Van Steenberge, P. H. M.; Vandenbergh, J.; Reyniers, M. F.; Junkers, T.; D’hooge, D. R.; Marin, G. B . Kinetic Monte Carlo generation of complete electron spray ionization mass spectra for acrylate macromonomer synthesis . Macromolecules , 2017 . 50 ( 7 ): 2625 - 2636 . DOI: 10.1021/acs.macromol.7b00333 http://doi.org/10.1021/acs.macromol.7b00333 .

Jakubowski, W.; Kirci-Denizli, B.; Gil, R. R. Matyjaszewski, K . Polystyrene with improved chain-end functionality and higher molecular weight by ARGET ATRP . Macromol. Chem. Phys. , 2008 . 209 ( 1 ): 32 - 39 . DOI: 10.1002/(ISSN)1521-3935 http://doi.org/10.1002/(ISSN)1521-3935 .

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 ( 8 ): 2977 - 2984 . DOI: 10.1021/acs.macromol.6b00345 http://doi.org/10.1021/acs.macromol.6b00345 .

Mendonça, P. V.; Averick, S. E.; Konkolewicz, D.; Serra, A. C.; Popov, A. V.; Guliashvili, T.; Matyjaszewski, K.; Coelho, J. F. J . Straightforward ARGET ATRP for the synthesis of primary amine polymethacrylate with improved chain-end functionality under mild reaction conditions . Macromolecules , 2014 . 47 ( 14 ): 4615 - 4621 . DOI: 10.1021/ma501007j http://doi.org/10.1021/ma501007j .

Nakamura, Y.; Ogihara, T.; Yamago, S . Mechanism of Cu(I)/Cu(0)-mediated reductive coupling reactions of bromine-terminated polyacrylates, polymethacrylates, and polystyrene . ACS Macro Lett. , 2016 . 5 ( 2 ): 248 - 252 . DOI: 10.1021/acsmacrolett.5b00947 http://doi.org/10.1021/acsmacrolett.5b00947 .

Zhong, M.; Matyjaszewski, K . How fast can a CRP be conducted with preserved chain end functionality? . Macromolecules , 2011 . 44 ( 8 ): 2668 - 2677 . DOI: 10.1021/ma102834s http://doi.org/10.1021/ma102834s .

Wang, Y.; Zhong, M. J.; Zhang, Y. Z.; Magenau, A. J. D.; Matyjaszewski, K . Halogen conservation in atom transfer radical polymerization . Macromolecules , 2012 . 45 ( 21 ): 8929 - 8932 . DOI: 10.1021/ma3018958 http://doi.org/10.1021/ma3018958 .

Nystrom, F.; Soeriyadi, A. H.; Boyer, C.; Zetterlund, P. B.; Whittaker, M. R . End-group fidelity of copper(0)-meditated radical polymerization at high monomer conversion: An ESI-MS investigation . J. Polym. Sci., Part A: Polym. Chem. , 2011 . 49 ( 24 ): 5313 - 5321 . DOI: 10.1002/pola.v49.24 http://doi.org/10.1002/pola.v49.24 .

Wang, Y.; Soerensen, N.; Zhong, M.; Schroeder, H.; Buback, M.; Matyjaszewski, K . Improving the " livingness” of ATRP by reducing Cu catalyst concentration . Macromolecules , 2013 . 46 ( 3 ): 683 - 691 . DOI: 10.1021/ma3024393 http://doi.org/10.1021/ma3024393 .

Oh, J.; Kuk, J.; Lee, T.; Ye, J.; Paik, H. J.; Lee, H. W.; Chang, T . Molecular weight distribution of living chains in polystyrene prepared by atom transfer radical polymerization . ACS Macro Lett. , 2017 . 6 ( 7 ): 758 - 761 . DOI: 10.1021/acsmacrolett.7b00447 http://doi.org/10.1021/acsmacrolett.7b00447 .

Min, K.; Gao, H. F.; Matyjaszewski, K . Preparation of homopolymers and block copolymers in miniemulsion by ATRP using activators generated by electron transfer (AGET) . J. Am. Chem. Soc. , 2005 . 127 ( 11 ): 3825 - 3830 . DOI: 10.1021/ja0429364 http://doi.org/10.1021/ja0429364 .

Han, E.; Stuen, K. O.; La, Y. H.; Nealey, P. F.; Gopalan, P . Effect of composition of substrate-modifying random copolymers on the orientation of symmetric and asymmetric diblock copolymer domains . Macromolecules , 2008 . 41 ( 23 ): 9090 - 9097 . DOI: 10.1021/ma8018393 http://doi.org/10.1021/ma8018393 .

Pang, Y. Y.; Wan, L.; Huang, G. C.; Zhang, X. S.; Jin, X. S.; Xu, P.; Liu, Y. D.; Han, M. M.; Wu, G. P.; Ji, S. X . Controlling block copolymer-substrate interactions by homopolymer brushes/mats . Macromolecules , 2017 . 50 ( 17 ): 6733 - 6741 . DOI: 10.1021/acs.macromol.7b00743 http://doi.org/10.1021/acs.macromol.7b00743 .

Welander, A. M.; Kang, H. M.; Stuen, K. O.; Solak, H. H.; Muller, M.; De Pablo, J. J . Nealey, P . F. Rapid directed assembly of block copolymer films at elevated temperatures. Macromolecules , 2008 . 41 ( 8 ): 2759 - 2761 . .

Grimaud, T.; Matyjaszewski, K . Controlled/" living” radical polymerization of methyl methacrylate by atom transfer radical polymerization . Macromolecules , 1997 . 30 ( 7 ): 2216 - 2218 . DOI: 10.1021/ma961796i http://doi.org/10.1021/ma961796i .

Matyjaszewski, K.; Wang, J. L.; Grimaud, T.; Shipp, D. A . Controlled/" living” atom transfer radical polymerization of methyl methacrylate using various initiation systems . Macromolecules , 1998 . 31 ( 5 ): 1527 - 1534 . DOI: 10.1021/ma971298p http://doi.org/10.1021/ma971298p .

Mueller, L.; Jakubowski, W.; Tang, W.; Matyjaszewski, K . Successful chain extension of polyacrylate and polystyrene macroinitiators with methacrylates in an ARGET and ICAR ATRP . Macromolecules , 2007 . 40 ( 18 ): 6464 - 6472 . DOI: 10.1021/ma071130w http://doi.org/10.1021/ma071130w .

Luo, X. X.; Zhuang, Y.; Zhao, X.; Zhang, M.; Xu, S. S.; Wang, B. Q . Controlled/living radical polymerization of styrene catalyzed by cobaltocene . Polymer , 2008 . 49 ( 16 ): 3457 - 3461 . DOI: 10.1016/j.polymer.2008.05.035 http://doi.org/10.1016/j.polymer.2008.05.035 .

Mendes, J. P.; Branco, F.; Abreu, C. M. R.; Mendonca, P. V.; Serra, A. C.; Popov, A. V.; Guliashvili, T.; Coelho, J. F. J . Sulfolane: an efficient and universal solvent for copper-mediated atom transfer radical (co)polymerization of acrylates, methacrylates, styrene, and vinyl chloride . ACS Macro Lett. , 2014 . 3 ( 9 ): 858 - 861 . DOI: 10.1021/mz5003883 http://doi.org/10.1021/mz5003883 .

Kennemur, J. G.; Yao, L.; Bates, F. S.; Hillmyer, M. A . Sub-5 nm domains in ordered poly(cyclohexylethylene)-block-poly(methyl methacrylate) block polymers for lithography . Macromolecules , 2014 . 47 ( 4 ): 1411 - 1418 . DOI: 10.1021/ma4020164 http://doi.org/10.1021/ma4020164 .

Mansky, P.; Liu, Y.; Huang, E.; Russell, T. P.; Hawker, C. J . Controlling polymer-surface interactions with random copolymer brushes . Science , 1997 . 275 ( 5305 ): 1458 - 1460 . DOI: 10.1126/science.275.5305.1458 http://doi.org/10.1126/science.275.5305.1458 .

Ji, S. X.; Wan, L.; Liu, C. C.; Nealey, P. F . Directed self-assembly of block copolymers on chemical patterns: A platform for nanofabrication . Prog. Polym. Sci , 2016 . 54-55 76 - 127 . DOI: 10.1016/j.progpolymsci.2015.10.006 http://doi.org/10.1016/j.progpolymsci.2015.10.006 .

Jin, X. S.; Pang, Y. Y.; Ji, S. X . From self-assembled monolayers to chemically patterned brushes: Controlling the orientation of block copolymer domains in films by substrate modification . Chinese J. Polym. Sci. , 2016 . 34 ( 6 ): 659 - 678 . DOI: 10.1007/s10118-016-1800-x http://doi.org/10.1007/s10118-016-1800-x .

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Effect of Halogen Chain End Fidelity on the Synthesis of Poly(methyl methacrylate-b-styrene) by ATRP

DOI：10.1007/s10118-018-2139-2

摘要

Abstract

关键词

Keywords

references