ISSN 0253-2778

CN 34-1054/N

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Preparation and characterization of polymer nanosheets by radical polymerization

  • Key Laboratory of Soft Matter Chemistry,Chinese Academy of Sciences, and Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei 230026, China

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https://doi.org/10.3969/j.issn.0253-2778.2018.03.003
  • Received Date: 24 April 2017
  • Rev Recd Date: 20 June 2017
  • Publish Date: 31 March 2018
    Abstract

  • Abstract

    4-vinyl benzyl 4-oxo-4-((4-(phenylamino)phenyl)amino)butanoate (VPB) were designed and synthesized, and then polymer nanosheets were successfully prepared by self-assembly and polymerization of the VPB. Structures of the VPB and the polymer were characterized by HNMR spectroscopy and infrared spectroscopy. Self-assembly of the VPB and the polymers were investigated by transmission electron micrography and X-ray analysis. The results indicate that VPB can self-assemble into two-dimensional nanosheets in the mixed solution of toluene and acetone, and morever, VPB can be copolymerized with N-butyl maleimide to form a polymer nanosheet with a size of several micrometers and thickness of 2 nanometers. It has been demonstrated that the combination of self-assembly and free radical polymerization is a convenient and efficient approach for the preparation of polymer nanosheets.

    Abstract

    4-vinyl benzyl 4-oxo-4-((4-(phenylamino)phenyl)amino)butanoate (VPB) were designed and synthesized, and then polymer nanosheets were successfully prepared by self-assembly and polymerization of the VPB. Structures of the VPB and the polymer were characterized by HNMR spectroscopy and infrared spectroscopy. Self-assembly of the VPB and the polymers were investigated by transmission electron micrography and X-ray analysis. The results indicate that VPB can self-assemble into two-dimensional nanosheets in the mixed solution of toluene and acetone, and morever, VPB can be copolymerized with N-butyl maleimide to form a polymer nanosheet with a size of several micrometers and thickness of 2 nanometers. It has been demonstrated that the combination of self-assembly and free radical polymerization is a convenient and efficient approach for the preparation of polymer nanosheets.
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    • References(26)
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    ZHOU T Y, LIN F, LI Z T, et al. Single-step solution-phase synthesis of free-standing two-dimensional polymers and their evolution into hollow spheres[J]. Macromolecules, 2013, 46(19): 7745-7752.
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    [1]
    PEPLOW M. The plastics revolution: how chemists are pushing polymers to new limits[J]. Nature, 2016, 536: 266-268.
    [2]
    SAKAMOTO J, VAN HEIJST J, LUKIN O, et al. Two-dimensional polymers: Just a dream of synthetic chemists?[J]. Angewandte Chemie International Edition, 2009, 48(6): 1030-1069.
    [3]
    COLSON J W, DICHTEL W R. Rationally synthesized two-dimensional polymers[J]. Nature Chemistry, 2013, 5(6): 453-465.
    [4]
    PAYAMYAR P, KING B T, TTINGER H C, et al. Two-dimensional polymers: concepts and perspectives[J]. Chemical Communications, 2016, 52(1): 18-34.
    [5]
    FERRARI A C, BONACCORSO F, FAL'KO V, et al. Science and technology roadmap for graphene, related two-dimensional crystals, and hybrid systems[J]. Nanoscale, 2015, 7(11): 4598-4810.
    [6]
    PERREAULT F, DE FARIA A F, ELIMELECH M. Environmental applications of graphene-based nanomaterials[J]. Chemical Society Reviews, 2015, 44(16): 5861-5896.
    [7]
    BOOTT C E, NAZEMI A, MANNERS I. Synthetic covalent and non-covalent 2D materials[J]. Angewandte Chemie International Edition, 2015, 54(47): 13876-13894.
    [8]
    CAI S L, ZHANG W G, ZUCKERMANN R N, et al. The organic flatland:Recent advances in synthetic 2D organic layers[J]. Advanced Materials, 2015, 27(38): 5762-5770.
    [9]
    ZHUANG X, MAI Y, WU D, et al. Two-dimensional soft nanomaterials: A fascinating world of materials[J]. Advanced Materials, 2015, 27(3): 403-427.
    [10]
    BERLANGA I, RUIZ-GONZLEZ M L, GONZLEZ-CALBET J M, et al. Delamination of layered covalent organic frameworks[J]. Small, 2011, 7(9): 1207-1211.
    [11]
    CHANDRA S, KANDAMBETH S, BISWAL B P, et al. Chemically stable multilayered covalent organic nanosheets from covalent organic frameworks via mechanical delamination[J]. Journal of the American Chemical Society, 2013, 135(47): 17853-17861.
    [12]
    KISSEL P, ERNI R, SCHWEIZER W B, et al. A two-dimensional polymer prepared by organic synthesis[J]. Nature Chemistry, 2012, 4(4): 287-291.
    [13]
    BHOLA R, PAYAMYAR P, MURRAY D J, et al. A two-dimensional polymer from the anthracene dimer and triptycene motifs[J]. Journal of the American Chemical Society, 2013, 135(38): 14134-14141.
    [14]
    BUNCK D N, DICHTEL W R. Bulk synthesis of exfoliated two-dimensional polymers using hydrazone-linked covalent organic frameworks[J]. Journal of the American Chemical Society, 2013, 135(40): 14952-14955.
    [15]
    KORY M J, WRLE M, WEBER T, et al. Gram-scale synthesis of two-dimensional polymer crystals and their structure analysis by X-ray diffraction[J]. Nature Chemistry, 2014, 6(9): 779-784.
    [16]
    COLSON J W, WOLL A R, MUKHERJEE A, et al. Oriented 2D covalent organic framework thin films on single-layer grapheme[J]. Science, 2011, 332(6026): 228-231.
    [17]
    LIU X H, GUAN C Z, DING S Y, et al. On-surface synthesis of single-layered two-dimensional covalent organic frameworks via solid–vapor interface reactions[J]. Journal of the American Chemical Society, 2013, 135(28): 10470-10474.
    [18]
    PAYAMYAR P, KAJA K, RUIZ-VARGAS C, et al. Synthesis of a covalent monolayer sheet by photochemical anthracene dimerization at the air/water interface and its mechanical characterization by AFM indentation[J]. Advanced Materials, 2014, 26(13): 2052-2058.
    [19]
    MURRAY D J, PATTERSON D D, PAYAMYAR P, et al. Large area synthesis of a nanoporous two-dimensional polymer at the air/water interface[J]. Journal of the American Chemical Society, 2015, 137(10): 3450-3453.
    [20]
    DAI W, SHAO F, SZCZERBINSKI J
    , et al. Synthesis of a two- dimensional covalent organic monolayer through dynamic imine chemistry at the air/water interface[J]. Angewandte Chemie International Edition, 2016, 128(1): 221-225.
    [21]
    ZHANG K D, TIAN J, HANIFI D, et al. Toward a single-layer two-dimensional honeycomb supramolecular organic framework in water[J]. Journal of the American Chemical Society, 2013, 135(47): 17913-17918.
    [22]
    Pfeffermann M, Dong R, Graf R, et al.Free-standing monolayer two-dimensional supramolecular organic framework with good internal order[J]. Journal of the American Chemical Society, 2015, 137(45): 14525-14532.
    [23]
    BAEK K, YUN G, KIM Y, et al. Free-standing, single-monomer-thick two-dimensional polymers through covalent self-assembly in solution[J]. Journal of the American Chemical Society, 2013, 135(17): 6523-6528.
    [24]
    ZHOU T Y, LIN F, LI Z T, et al. Single-step solution-phase synthesis of free-standing two-dimensional polymers and their evolution into hollow spheres[J]. Macromolecules, 2013, 46(19): 7745-7752.
    [25]
    ENDEMANN H. Berichte der deutschen chemischen gesellschaft[J]. Journal of the American Chemical Society, 1880, 2(6): 366-371.
    [26]
    LIU S H, ZHANG J, DONG R H, et al. Two-dimensional mesoscale-ordered conducting polymers[J]. Angewandte Chemie International Edition, 2016, 55:1-7.
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