Polymer-Fullerene Network Formation via Light-Induced Crosslinking

被引:12
作者
Sugawara, Yuuki [1 ,2 ]
Hiltebrandt, Kai [1 ,2 ]
Blasco, Eva [1 ,2 ]
Barner-Kowollik, Christopher [1 ,2 ]
机构
[1] Karlsruhe Inst Technol, Inst Tech Chem & Polymerchem, Engesserstr 18, D-76128 Karlsruhe, Germany
[2] Karlsruhe Inst Technol, Inst Biol Grenzflachen, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
关键词
crosslinking; fullerenes; irradiation; networks; photochemistry; PHOTOCLICK CHEMISTRY; SOLAR-CELLS; FABRICATION; TETRAZOLES; DESIGN; POLY(3-HEXYLTHIOPHENE); FUNCTIONALIZATION; MICROSTRUCTURES; CYCLOADDITION; MORPHOLOGY;
D O I
10.1002/marc.201600266
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A facile and efficient methodology for the formation of polymer-fullerene networks via a light-induced reaction is reported. The photochemical crosslinking is based on a nitrile iminemediated tetrazole-ene cycloaddition reaction, which proceeds catalyst-free under UV-light irradiation (lambda(max) = 320 nm) at ambient temperature. A tetrazole-functionalized polymer (M-n = 6500 g mol(-1), D = 1.3) and fullerene C-60 are employed for the formation of the hybrid networks. The tetrazole-functionalized polymer as well as the fullerene-containing networks are carefully characterized by NMR spectrometry, size exclusion chromatography, infrared spectroscopy, and elemental analysis. Furthermore, thermal analysis of the fullerene networks and their precursors is carried out. The current contribution thus induces an efficient platform technology for fullerene-based network formation.
引用
收藏
页码:1466 / 1471
页数:6
相关论文
共 52 条
[1]   Design of oligothiophene-based tetrazoles for laser-triggered photoclick chemistry in living cells [J].
An, Peng ;
Yu, Zhipeng ;
Lin, Qing .
CHEMICAL COMMUNICATIONS, 2013, 49 (85) :9920-9922
[2]   Structure and interactions in covalently and ionically crosslinked chitosan hydrogels for biomedical applications [J].
Berger, J ;
Reist, M ;
Mayer, JM ;
Felt, O ;
Peppas, NA ;
Gurny, R .
EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 2004, 57 (01) :19-34
[3]   Designing π-Conjugated Polymeric Nano- and Microstructures via Light Induced Chemistry [J].
Blasco, Eva ;
Yameen, Basit ;
Quick, Alexander S. ;
Krolla-Sidenstein, Peter ;
Welle, Alexander ;
Wegener, Martin ;
Barner-Kowollik, Christopher .
MACROMOLECULES, 2015, 48 (24) :8718-8728
[4]   Synthesis, Optical Properties, and Microstructure of a Fullerene-Terminated Poly(3-hexylthiophene) [J].
Boudouris, Bryan W. ;
Molins, Francesc ;
Blank, David A. ;
Frisbie, C. Daniel ;
Hillmyer, Marc A. .
MACROMOLECULES, 2009, 42 (12) :4118-4126
[5]   CONTROL OF UNIMOLECULAR REACTIONS USING COHERENT-LIGHT [J].
BRUMER, P ;
SHAPIRO, M .
CHEMICAL PHYSICS LETTERS, 1986, 126 (06) :541-546
[6]   POLYHYDROXYLATED C-60 CROSS-LINKED POLYURETHANES [J].
CHIANG, LY ;
WANG, LY ;
KUO, CS .
MACROMOLECULES, 1995, 28 (22) :7574-7576
[7]   Novel C60-anchored two-armed poly(tert-butyl acrylate):: Synthesis and characterization [J].
Chu, CC ;
Wang, LY ;
Ho, TI .
MACROMOLECULAR RAPID COMMUNICATIONS, 2005, 26 (14) :1179-1184
[8]   1.3-DIPOLARE CYCLOADDITIONEN .25. DER NACHWEIS DES FREIEN DIPHENYLNITRILIMINS ALS ZWISCHENSTUFE BEI CYCLOADDITIONEN [J].
CLOVIS, JS ;
ECKELL, A ;
HUISGEN, R ;
SUSTMANN, R .
CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (01) :60-&
[9]   Design and Synthesis of Molecular Donors for Solution-Processed High-Efficiency Organic Solar Cells [J].
Coughlin, Jessica E. ;
Henson, Zachary B. ;
Welch, Gregory C. ;
Bazan, Guillermo C. .
ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (01) :257-270
[10]   Synthesis, photomodification and characterization of homo- and copolymers with 2,5-bisaryltetrazolyl pendant groups [J].
Darkow, R ;
Hartmann, U ;
Tomaschewski, G .
REACTIVE & FUNCTIONAL POLYMERS, 1997, 32 (02) :195-207