2009Hecheng huaxueRequires access

Synthesis of Perylene Diimide Derivatives and Their Performance Study

Lin Zhang

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Abstract

Three perylene diimide derivatives[1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid bisanhydride(1),N,N'-didodecyl-1,7-dibromoperylene-3,4,9,10-tertracarboxylic acid diimide(2)and N,N'-didodecyl-1,7-di(4-t-butylphenoxy)perylene-3,4,9,10-tertracarboxylic acid diimide(3)] were synthesized from perylene-3,4,9,10-tetracarboxylic acid bisanhydride.The structures were characterized by 1H NMR and MS.The electrochemical and thermal properties of 2 and 3 were investigated by cyclic voltammetry and thermal analysis.The results showed that oxidation potential and reduction potential of 2 and 3 were 931.6 mV,170.1 mV and-1 028.0 mV,-1 941.0 mV,respectively.The 2 and 3 possess good thermal stability with high decomposition temperatures(300 ℃).

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Three perylene diimide derivatives[1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid bisanhydride(1),N,N'-didodecyl-1,7-dibromoperylene-3,4,9,10-tertracarboxylic acid diimide(2)and N,N'-didodecyl-1,7-di(4-t-butylphenoxy)perylene-3,4,9,10-tertracarboxylic acid diimide(3)] were synthesized from perylene-3,4,9,10-tetracarboxylic acid bisanhydride.The structures were characterized by 1H NMR and MS.The electrochemical and thermal properties of 2 and 3 were investigated by cyclic voltammetry and thermal analysis.The results showed that oxidation potential and reduction potential of 2 and 3 were 931.6 mV,170.1 mV and-1 028.0 mV,-1 941.0 mV,respectively.The 2 and 3 possess good thermal stability with high decomposition temperatures(300 ℃).

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Available abstract

Three perylene diimide derivatives[1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid bisanhydride(1),N,N'-didodecyl-1,7-dibromoperylene-3,4,9,10-tertracarboxylic acid diimide(2)and N,N'-didodecyl-1,7-di(4-t-butylphenoxy)perylene-3,4,9,10-tertracarboxylic acid diimide(3)] were synthesized from perylene-3,4,9,10-tetracarboxylic acid bisanhydride.The structures were characterized by 1H NMR and MS.The electrochemical and thermal properties of 2 and 3 were investigated by cyclic voltammetry and thermal analysis.The results showed that oxidation potential and reduction potential of 2 and 3 were 931.6 mV,170.1 mV and-1 028.0 mV,-1 941.0 mV,respectively.The 2 and 3 possess good thermal stability with high decomposition temperatures(300 ℃).

Key concepts: Diimide, Perylene, Chemistry, Cyclic voltammetry, Thermal decomposition, Thermal stability, Electrochemistry, Photochemistry

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