Synthesis of mesogenic phthalocyanine-C60 donor-acceptor dyads designed for molecular heterojunction photovoltaic devices

被引:35
作者
Geerts, Yves Henri [1 ]
Debever, Olivier [1 ]
Amato, Claire [1 ]
Sergeyev, Sergey [1 ,2 ]
机构
[1] Univ Libre Bruxelles, Lab Chim Polymeres, B-1050 Brussels, Belgium
[2] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 5卷
关键词
donor-acceptor dyad; fullerene; liquid crystals; phthalocyanine; phthalonitrile; PHOTOINDUCED CHARGE-SEPARATION; ORGANIC SOLAR-CELLS; LOW-BAND-GAP; DISCOTIC LIQUID-CRYSTALS; FIELD-EFFECT TRANSISTORS; FULLERENE DYADS; OCTAALKOXYCARBONYL PHTHALOCYANINES; RECOMBINATION PROCESSES; COLUMNAR MESOMORPHISM; ELECTRONIC-STRUCTURE;
D O I
10.3762/bjoc.5.49
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of phthalocyanine-C-60 dyads 2a-d was synthesized. Key steps in their synthesis are preparation of the low symmetry phthalocyanine intermediate by the statistical condensation of two phthalonitriles, and the final esterification of the fullerene derivative bearing a free COOH group. Structural characterization of the molecules in solution was performed by NMR spectroscopy, UV- vis spectroscopy and cyclic voltammetry. Preliminary studies suggest formation of liquid crystalline (LC) mesophases for some of the prepared dyads. To the best of our knowledge, this is the first example of LC phthalocyanine-C-60 dyads.
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页数:9
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