Synthesis and Characterization of Boron Azadipyrromethene Single-Wall Carbon Nanotube Electron Donor-Acceptor Conjugates

被引:65
作者
Flavin, Kevin [1 ]
Lawrence, Katherine [2 ,3 ]
Bartelmess, Juergen [2 ,3 ]
Tasior, Mariusz [4 ]
Navio, Cristina [5 ]
Bittencourt, Carla [5 ]
O'Shea, Donal F. [4 ]
Guldi, Dirk M. [2 ,3 ]
Giordani, Silvia [1 ]
机构
[1] Trinity Coll Dublin, Coll Green, Sch Chem CRANN, Dublin 2, Ireland
[2] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91058 Erlangen, Germany
[3] Univ Erlangen Nurnberg, ICMM, D-91058 Erlangen, Germany
[4] Univ Coll Dublin, Ctr Synth & Chem Biol, Sch Chem & Chem Biol, Dublin 4, Ireland
[5] Univ Mons, B-7000 Mons, Belgium
基金
爱尔兰科学基金会;
关键词
carbon nanotubes; functionalization; near-infrared fluorophore; donor-acceptor conjugate; transient absorption spectroscopy; PHOTOPHYSICAL PROPERTIES; DIAZONIUM COMPOUNDS; CLICK CHEMISTRY; SOLAR-CELLS; FUNCTIONALIZATION; TETRAARYLAZADIPYRROMETHENES; PHTHALOCYANINES; FULLERENES; REACTIVITY;
D O I
10.1021/nn102831x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of a novel donor acceptor material, consisting of a red/near-Infrared (NIR) absorbing boron azadipyrromethene donor covalently attached to a highly functionalized single-wall carbon nanotube (SWNT) acceptor, which bears great potential in the field of organic photovoltaics, has been demonstrated. Both purification and covalent functionalization of SWNTs have been demonstrated using a number of complementary characterization techniques, including atomic force microscopy, Raman, X-ray photoelectron spectroscopy (XPS), Fourier transform Infrared, and NIR-photoluminescence spectroscopy, and a functionalization density of approximately 1 donor molecule per 100 SWNT atoms has been estimated by XPS. The redox behavior of the fluorophore has been investigated by electrochemistry and spectroelectrochemistry as well as by pulse radiolysis. The donor acceptor properties of the material have been characterized by means of various spectroscopic techniques, such as UV-vis NIR absorption spectroscopy, steady-state and time-resolved fluorescence spectroscopy, and time-resolved transient absorption spectroscopy. Charge transfer from the photoexcited donor to the SWNT acceptor has been confirmed with a radical ion pair state lifetime of about 1.2 ns.
引用
收藏
页码:1198 / 1206
页数:9
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