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Synthesis of New Fulleropyrrolidines and Their Self-assemblies with Zinc Tetraphenyl Porphyrin

Author: XiangYun
Tutor: WeiXianWen
School: Anhui Normal University
Course: Organic Chemistry
Keywords: [60]fulleropyrrolidine synthesis zinc tetraphenyl porphyrin self-assembly optical properties
CLC: O626
Type: Master's thesis
Year: 2006
Downloads: 150
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Abstract


The studies on the synthesis and properties of fullerene derivatives had been one of the active topics in the fullerene chemistry. C60 and zinc porphyrin （ZnP） dyads possess good light induced electron transfer characters. Synthesis novel C60-ZnP donor-acceptor supramolecular assemblies with long-lived charge-separated states based on non-covalently intermolecular interaction to realize effective conversion of light energy to electrical energy has been one of the important goals of chemistry. This thesis is focused on the synthesis and properties of novel fullerene derivatives and their self-assembles with zinc tetraphenyl porphyrin [Zn（TPP）]. To study their self-assembly conditions, reaction rules, optical properties and the relations between structures and functions will accumulate data for the synthesis of novel effective photoelectric materials,and will play an important role in exploring new fullerenes-based materials and developing the fullerene chemistry. The thesis consists of two aspects as follow:1. Two kinds of C60 derivatives containing acridinyl group and anthryl group were firstly synthesized by 1,3-dipolar cycloaddition reaction, which were characterized by 1H-NMR, 13C-NMR, ESI-MS and IR spectroscopy. The optical properties of the C60 derivatives-Zn（TPP） donor-acceptor supramolecular complexes were studied, which demonstrated that N-methyl-2-（9’-acridinyl）-3,4-fulleropyrrolidine Zn（TPP） dyad could be formed within low concentration range of N-methyl-2-（9’-acridinyl）-3,4-fulleropyrrolidine. At higher concentration of N-methyl-2-（9’-acridinyl）-3,4-fulleropyrrolidine, the occurrence of both inter- and intramolecular photochemical events and the steric hindrance

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