Self-healing thiol-ene networks based on cyclodextrin-adamantane host-guest interactions

Polymer - Tập 185 - Trang 121990 - 2019
Riku Muroi1, Kaito Sugane1, Mitsuhiro Shibata1
1Department of Life and Environmental Sciences, Faculty of Engineering, Chiba Institute of Technology, 2-17-1, Tsudanuma, Narashino, Chiba 275-0016, Japan

Tài liệu tham khảo

Scheiner, 2016, Progress towards self-healing polymers for composite structural applications, Polymer, 83, 260, 10.1016/j.polymer.2015.11.008 Urdl, 2017, Self-healing of densely crosslinked thermoset polymers—a critical review, Prog. Org. Coat., 104, 232, 10.1016/j.porgcoat.2016.11.010 Dhanasekaran, 2018, Application of self-healing polymers to overcome impact, fatigue and erosion damages, Mater. Today Proc., 5, 21373, 10.1016/j.matpr.2018.06.542 Yang, 2015, Self-healing polymer materials constructed by macrocycle-based host–guest interactions, Soft Matter, 11, 1242, 10.1039/C4SM02372B Chang, 2019, A transparent, highly stretchable, self-healing polyurethane based on disulfide bonds, Eur. Polym. J., 112, 822, 10.1016/j.eurpolymj.2018.11.005 Chen, 2002, A thermally re-mendable cross-linked polymeric material, Science, 295, 1698, 10.1126/science.1065879 Chen, 2003, New thermally remendable highly cross-linked polymeric materials, Macromolecules, 36, 1802, 10.1021/ma0210675 Zheng, 2016, Thermoset shape-memory polyurethane with intrinsic plasticity enabled by transcarbamoylation, Angew. Chem. Int. Ed., 55, 11421, 10.1002/anie.201602847 Montarnal, 2011, Silica-like malleable materials from permanent organic networks, Science, 334, 965, 10.1126/science.1212648 Yarmohammadia, 2018, Designing an elastomeric polyurethane coating with enhanced mechanical and self-healing properties: the influence of disulfide chain extender, Prog. Org. Coat., 121, 45, 10.1016/j.porgcoat.2018.04.009 Hart, 2013, Healable supramolecular polymers, Polym. Chem., 4, 4860, 10.1039/c3py00081h Vaiyapuri, 2013, Molecular recognition between functionalized gold nanoparticles and healable, supramolecular polymer blends – a route to property enhancement, Polym. Chem., 4, 4902, 10.1039/c3py00086a Nakahata, 2011, Redox-responsive self-healing materials formed from host−guest polymers, Nat. Commun., 2, 511, 10.1038/ncomms1521 Tan, 2012, Stimuli-induced gel–sol transition of multi-sensitive supramolecular β-cyclodextrin grafted alginate/ferrocene modified pluronic hydrogel, Soft Matter, 8, 5746, 10.1039/c2sm25084e Izawa, 2013, β-Cyclodextrin-crosslinked alginate gel for patient-controlled drug delivery systems: regulation of host–guest interactions with mechanical stimuli, J. Mater. Chem. B, 1, 2155, 10.1039/c3tb00503h Harada, 2014, Supramolecular polymeric materials via cyclodextrin−guest interactions, Acc. Chem. Res., 47, 2128, 10.1021/ar500109h Yang, 2015, Self-healing polymer materials constructed by macrocycle-based host–guest interactions, Soft Matter, 11, 1242, 10.1039/C4SM02372B Jin, 2019, Progress in self-healing hydrogels assembled by host–guest interactions: preparation and biomedical applications, J. Mater. Chem. B, 7, 1637, 10.1039/C8TB02547A Cordier, 2008, Self-healing and thermoreversible rubber from supramolecular assembly, Nature, 451, 977, 10.1038/nature06669 Hentschel, 2012, Self-healing supramolecular block copolymers, Angew. Chem. Int. Ed., 51, 10561, 10.1002/anie.201204840 Chen, 2014, Multivalent hydrogen bonding block copolymers self-assemble into strong and tough self-healing materials, Chem. Commun., 50, 10868, 10.1039/C4CC03168G Li, 2015, Self-healing supramolecular self-assembled hydrogels based on poly(L-glutamic acid), Biomacromolecules, 16, 3508, 10.1021/acs.biomac.5b01287 Hu, 2018, Multistimuli-responsive intrinsic self-healing epoxy resin constructed by host−guest interactions, Macromolecules, 51, 5294, 10.1021/acs.macromol.8b01124 Jia, 2015, Self-healing supramolecular hydrogel made of polymers bearing cholic acid and β-cyclodextrin pendants, Chem. Mater., 27, 387, 10.1021/cm5041584 Takashima, 2017, Multifunctional stimuli-responsive supramolecular materials with stretching, coloring, and self-healing properties functionalized via host−guest interactions, Macromolecules, 50, 4144, 10.1021/acs.macromol.7b00875 Jia, 2017, CO2-Switchable self-healing host-guest hydrogels, Macromolecules, 50, 9696, 10.1021/acs.macromol.7b02163 Ma, 2017, Self-healing pH-sensitive poly[(methyl vinyl ether)-alt-(maleic acid)]-based supramolecular hydrogels formed by inclusion complexation between cyclodextrin and adamantane, Mater. Sci. Eng. C, 73, 357, 10.1016/j.msec.2016.12.039 Li, 2018, A sunlight-degradable autonomous self-healing supramolecular elastomer for flexible electronic devices, Chem. Mater., 30, 3752, 10.1021/acs.chemmater.8b00832 Cai, 2018, Self-healable tough supramolecular hydrogels crosslinked by polycyclodextrin through host-guest interaction, Carbohydr. Polym., 193, 54, 10.1016/j.carbpol.2018.03.039 Jeong, 2018, Triple-crosslinkedβ-cyclodextrin oligomer self-healing hydrogel showing high mechanical strength, enhanced stability and pH responsiveness, Carbohydr. Polym., 198, 563, 10.1016/j.carbpol.2018.06.117 Jia, 2018, Self-healing hydrogels of low molecular weight poly(vinyl alcohol) assembled by host−guest recognition, Biomacromolecules, 19, 626, 10.1021/acs.biomac.7b01707 Deng, 2018, Multifunctional stimuli-responsive hydrogels with self-healing, high conductivity, and rapid recovery through host−guest interactions, Chem. Mater., 30, 1729, 10.1021/acs.chemmater.8b00008 Hu, 2019, Efficient intrinsic self-healing epoxy acrylate formed from host-guest chemistry, Polymer, 164, 79, 10.1016/j.polymer.2019.01.010 Hoyle, 2010, Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis, Chem. Soc. Rev., 39, 1355, 10.1039/b901979k Lowe, 2010, Thiol-ene ‘‘click’’ reactions and recent applications in polymer and materials synthesis, Polym. Chem., 1, 17, 10.1039/B9PY00216B Lowe, 2014, Thiol–ene “click” reactions and recent applications in polymer and materials synthesis: a first update, Polym. Chem., 5, 4820, 10.1039/C4PY00339J Jindrich, 1995, Regioselectivity of alkylation of cyclomaltoheptaose (β-cyclodextrin) and synthesis of its mono-2-O-methyl, -ethyl, -allyl, and-propyl derivatives, Carbohydr. Res., 266, 75, 10.1016/0008-6215(94)00251-A Han, 2016, Facile synthesis of zwitterionic polyglycerol dendrimers with a β-cyclodextrin core as MRI contrast agent carriers, Polym. Chem., 7, 6354, 10.1039/C6PY01404F Ma, 2017, Self-healing pH-sensitive poly[(methyl vinyl ether)-alt-(maleic acid)]-based supramolecular hydrogels form, Mater. Sci. Eng. C, 73, 357, 10.1016/j.msec.2016.12.039 Hou, 2019, Though self-healing elastomers based on the host-guest interaction of polycyclodextrin, ACS Appl. Mater. Interfaces, 11, 12105, 10.1021/acsami.9b00626