Synthesis and Characterization of Three Pentacene Derivatives  

作　　者：Hongmei Qu Haijiao Shen Junqiu Li Yican Men Xu Chen Zepeng Chong 

机构地区：[1]Key Laboratory of Systems Bioengineering (Ministry of Education),Tianjin University [2]Tianjin Kingsrial S&T Co.,Ltd

出　　处：《Transactions of Tianjin University》2018年第5期453-460,共8页天津大学学报（英文版）

基　　金：supported by the National Natural Science Foundation of China (No. 21102099)

摘　　要：The addition of substituents at the 6,13-position improved the solubility and stability of pentacene, making it possible to use the derivatives in spin coating of organic field-effect transistors(OFETs). Three pentacene derivatives, 6,13-bis(m-tolyl)pentacene(MP), 6,13-bis(4-butylphenyl)pentacene(BP), and 6,13-bis((4-butylphenyl)ethynyl)pentacene(BPEP) were synthesized, and their properties were investigated. 6,13-Pentacenequinone and organolithium were used in the preparation of 6,13-dihydropentacene at 0 ℃, and pentacene derivatives were synthesized with SnCl_2/HCl as reducing agent, to reduce 6,13-dihydropentacene at room temperature. The structure of the derivatives was characterized using NMR. The thermal stability, photochemical properties, and electronic structure of the three compounds were investigated using TGA, cyclic voltammetry, and UV–Vis. BPEP was also characterized using X-ray diffraction and atom force microscopy. BPEP was used to fabricate an OFET device using spin coating. The device showed a mobility of 0.07 cm^2 V s^(-1) at V_(th) =-10 V and I_(ON)/I _(OFF) = 10~2.The addition of substituents at the 6,13-position improved the solubility and stability of pentacene, making it possible to use the derivatives in spin coating of organic field-effect transistors(OFETs). Three pentacene derivatives, 6,13-bis(m-tolyl)pentacene(MP), 6,13-bis(4-butylphenyl)pentacene(BP), and 6,13-bis((4-butylphenyl)ethynyl)pentacene(BPEP) were synthesized, and their properties were investigated. 6,13-Pentacenequinone and organolithium were used in the preparation of 6,13-dihydropentacene at 0 ℃, and pentacene derivatives were synthesized with SnCl_2/HCl as reducing agent, to reduce 6,13-dihydropentacene at room temperature. The structure of the derivatives was characterized using NMR. The thermal stability, photochemical properties, and electronic structure of the three compounds were investigated using TGA, cyclic voltammetry, and UV–Vis. BPEP was also characterized using X-ray diffraction and atom force microscopy. BPEP was used to fabricate an OFET device using spin coating. The device showed a mobility of 0.07 cm^2 V s^(-1) at V_(th) =-10 V and I_(ON)/I _(OFF) = 10~2.

关 键 词：ORGANOLITHIUM Reduction REACTION MOBILITY OFET SPIN COATING 

分 类 号：G64[文化科学—高等教育学]