Photoinitiated Copper(I)-Catalyzed Azide-Alkyne Cycloaddition Reaction for Ion Conductive Networks

被引:5
|
作者
El-Zaatari, Bassil [1 ]
Tibbits, Andrew C. [1 ]
Yan, Yushan [1 ]
Kloxin, Christopher J. [1 ,2 ]
机构
[1] Univ Delaware, Dept Chem & Biomol Engn, Newark, DE 19716 USA
[2] Univ Delaware, Dept Mat Sci & Engn, Newark, DE 19716 USA
关键词
1,2,3-TRIAZOLIUM-BASED POLY(IONIC LIQUID)S; ANION-EXCHANGE MEMBRANES; POLY(1,2,3-TRIAZOLIUM)S; POLYADDITION;
D O I
10.1021/acsmacrolett.9b00324
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The photoinitiated copper(I)-catalyzed azide alkyne cycloaddition (photo-CuAAC) is a "click" reaction that enables spatially and temporally controlled polymerizations. The solventless photopolymerization of multifunctional azide and cationic alkyne monomers results in the rapid formation of a charged polymer network. Full conversion of these monomers is achieved within 30 min under mild, blue-light irradiation conditions (470 nm light at 30 mW/cm2). The modulus of the material is readily tuned by controlling the ratio of di- and trifunctional alkyne monomers. Facile exchange of the hydrophobic bistriflimide counterion for a hydroxide anion yields an ion conductive polymer network with photopatternable charged regions. The spatiotemporal nature of the ionic photo-CuAAC reaction coupled with the chemical stability and mechanical flexibility suggests this chemistry as a facile and novel approach for ion-containing material synthesis (e.g., alkaline fuel cell components).
引用
收藏
页码:795 / 799
页数:9
相关论文
共 50 条
  • [41] Recent Advances in Recoverable Systems for the Copper-Catalyzed Azide-Alkyne Cycloaddition Reaction (CuAAC)
    Mandoli, Alessandro
    MOLECULES, 2016, 21 (09):
  • [42] Lignocellulosic Micro- and Nanomaterials as Copper Frames for the Evaluation of the Copper(I)-Catalyzed Azide-Alkyne Cycloaddition
    Owens, Charles W.
    Oporto, Gloria S.
    Soderberg, Bjorn C. G.
    Lambson, Katherine E.
    JOURNAL OF NANOMATERIALS, 2017, 2017
  • [43] Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides
    Hein, Jason E.
    Fokin, Valery V.
    CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) : 1302 - 1315
  • [44] Improved Metal-Adhesive Polymers from Copper(I)-Catalyzed Azide-Alkyne Cycloaddition
    Accurso, Adrian A.
    Delaney, Mac
    O'Brien, Jeff
    Kim, Hyonny
    Iovine, Peter M.
    Diaz Diaz, David
    Finn, M. G.
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (34) : 10710 - 10719
  • [45] Synthesis of DNA Modified with Boronic Acid: Compatibility to Copper(I)-Catalyzed Azide-Alkyne Cycloaddition
    Steinmeyer, Jeannine
    Wagenknechte, Hans-Achim
    BIOCONJUGATE CHEMISTRY, 2018, 29 (02) : 431 - 436
  • [46] INOR 407-Mechanism and modification of the copper-catalyzed azide-alkyne cycloaddition reaction
    Finn, M. G.
    Rodionov, Valentin
    Presolski, Stanislav
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [47] Azide-Alkyne Cycloaddition (CuAAC) in Alkane Solvents Catalyzed by Fluorinated NHC Copper(I) Complex
    Topchiy, Maxim A.
    Ageshina, Alexandra A.
    Gribanov, Pavel S.
    Masoud, Salekh M.
    Akmalov, Timur R.
    Nefedov, Sergey E.
    Osipov, Sergey N.
    Nechaev, Mikhail S.
    Asachenko, Andrey F.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (05) : 1016 - 1020
  • [48] ORGN 573-Triazolyl phosphine ligands for the copper(I)-catalyzed azide-alkyne cycloaddition
    Krasnova, Larissa B.
    Fokin, Valery V.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [49] Assembling triazolated calix[4]semitubes by means of copper(i)-catalyzed azide-alkyne cycloaddition
    Gorbunov, Alexander
    Ozerov, Nikolay
    Malakhova, Maria
    Eshtukov, Artur
    Cheshkov, Dmitry
    Bezzubov, Stanislav
    Kovalev, Vladimir
    Vatsouro, Ivan
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (14) : 3853 - 3866
  • [50] Study of high glass transition temperature thermosets made from the copper(I)-catalyzed azide-alkyne cycloaddition reaction
    Le Baut, Nicolas
    Diaz, David D.
    Punna, Sreenivas
    Finn, M. G.
    Brown, Hugh R.
    POLYMER, 2007, 48 (01) : 239 - 244