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Electrochemical, Photophysical, and Magnetic Properties of Green Emitting bis(2,5-Hexyloxy)-Phenylene-<i>alt</i>-Thiophene Fluorescent Conducting Oligomer Addended Fullerene-Diol Dyad

Electrochemical, Photophysical, and Magnetic Properties of Green Emitting bis(2,5-Hexyloxy)-Phenylene-<i>alt</i>-Thiophene Fluorescent Conducting Oligomer Addended Fullerene-Diol Dyad
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摘要 Towards the development of potential new organic photovoltaic and optoelectronic materials, a simple route to synthesize flexibly ether linked fullerene-bis[oligo-(phenylene-alt-thiophene)] and evaluation of electrochemical, photophysical and magnetic properties is presented. Flexible ether linking of oligo-phenylene-thiophene chain to 1, 2 C60(OH)2 is achieved employing Williamson’s ether synthesis. 7-chain phenylene-thiophene chain fluorescent conducting oligomer is synthesized using Grignard coupling reaction with preservation of bromo end groups. Oligomer is highly ordered and soluble in all organic solvents while on linking to fullerene-diol, solubility of adduct restricts only to dimethyl sulfoxide (DMSO). All the synthesized materials are characterized through spectroscopic techniques and molecular weight is determined by mass spectrometry and GPC. Properties of the material indicate the substantial effect of fullerene. High quenching in fluorescence intensity and strong paramagnetic property are observed in this material. Towards the development of potential new organic photovoltaic and optoelectronic materials, a simple route to synthesize flexibly ether linked fullerene-bis[oligo-(phenylene-alt-thiophene)] and evaluation of electrochemical, photophysical and magnetic properties is presented. Flexible ether linking of oligo-phenylene-thiophene chain to 1, 2 C60(OH)2 is achieved employing Williamson’s ether synthesis. 7-chain phenylene-thiophene chain fluorescent conducting oligomer is synthesized using Grignard coupling reaction with preservation of bromo end groups. Oligomer is highly ordered and soluble in all organic solvents while on linking to fullerene-diol, solubility of adduct restricts only to dimethyl sulfoxide (DMSO). All the synthesized materials are characterized through spectroscopic techniques and molecular weight is determined by mass spectrometry and GPC. Properties of the material indicate the substantial effect of fullerene. High quenching in fluorescence intensity and strong paramagnetic property are observed in this material.
出处 《International Journal of Organic Chemistry》 2013年第3期49-64,共16页 有机化学国际期刊(英文)
关键词 Fullerene-Diol Fluorescent CONDUCTING OLIGOMER Electrochemical PROPERTIES PHOTOPHYSICAL PROPERTIES Magnetic PROPERTIES Fullerene-Diol Fluorescent Conducting Oligomer Electrochemical Properties Photophysical Properties Magnetic Properties
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