Synthesis and Spectroscopic Properties of Functionalized Single-walled Carbon Nanotubes with Porphyrins and Phthalocyanines

Abstract

Abstract: Covalent and noncovalent SWNT-porphyrin/phthalocyanine electron donor-acceptor conjugates have recently been constructed mainly to develop artificial photosynthetic systems and molecular optoelectronic devices, but the power conversion efficiency of the devices is general low because of the poor solubility as well as the narrow range of light absorption of SWNT conjugates. In this article, novel covalently functionalized SWNTs simultaneity with two kinds of chromophores(porphyrin and phthalocyanine) were synthesized by the amidation reaction of the oxidized SWNTs with 5-(4-aminophenyl)-10,15,20-tri(3,5-dioctyloxyphenyl) porphyrin and 2,9,16-tri-tert-butyl-23-aminophthalocyaninatozinc(Ⅱ). The resulting electron donor-acceptor conjugate was characterized by IR, Raman, and XPS spectra. The morphology of the conjugate was studied by TEM. The UV-Vis absorption of the conjugate exhibited red-shifts in both Soret and Q bands with noticeable broadening relative to those of control compounds and the fluorescence from the porphyrin and phthalocyanine moieties was almost completely quenched by SWNTs, indicating the strong electronic interaction between donors(porphyrin and phthalocyanine moieties) and the extended π-system of SWNTs acceptors. This novel donor-acceptor conjugate exhibited wider spectral region and more excellent solubility(309 mg/L) compared with those of either porphyrin or phthalocyanine functionalized SWNTs, which was a potential solar energy conversion material.

Key words: Porphyrin, Phthalocyanine, Covalently functionalized carbon nanotube

TrendMD:

ZHAO Hai-Ying, CHEN Chen, ZHU Yi-Zhou, HE Lin, ZHENG Jian-Yu* . Synthesis and Spectroscopic Properties of Functionalized Single-walled Carbon Nanotubes with Porphyrins and Phthalocyanines[J]. Chem. J. Chinese Universities, 2010, 31(9): 1805.

References

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