Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6’-Dibromo-7,7’-diazaisoindigo and(E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers  被引量:2

Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6’-Dibromo-7,7’-diazaisoindigo and(E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers

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作  者:Kai Guo Yu Jiang Ying Sui Yun-Feng Deng Yan-Hou Geng 

机构地区:[1]School of Materials Science and Engineering, Tianjin University, Tianjin 300072, China [2]State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China [3]Tianjin Key Laboratory of Molecular Optoelectronic Science, Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China

出  处:《Chinese Journal of Polymer Science》2019年第11期1099-1104,共6页高分子科学(英文版)

基  金:financially supported by the National Key R&D Program of “Strategic Advanced Electronic Materials” (No. 2016YFB0401101) of the Chinese Ministry of Science and Technology;the National Natural Science Foundation of China (No. 51333006)

摘  要:A highly efficient and eco-friendly protocol for the synthesis of an alternating copolymer poly(7,7'-diazaisoindigo-alt-(E)-1,2- bis(3,4-difluorothien-2-yl)ethene)(PAIID-4FTVT) via direct arylation polycondensation (DArP) is presented. Through detailed study, we found that the inhibitory effect of 7,7'-diazaisoindigo on DArP stemmed from the coordination of N atom with catalyst can be overcome by using dimethylacetamide (DMAc) as the co-solvent. Thus, PAIID-4FTVT with number-average molecular weight (Mn)>100kDa was synthesized via DArP by optimizing the content of DMAc. Matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy revealed that PAIID-4FTVT was defect-free. Top gate and bottom contact (TG/BC) organic thin-film transistors (OTFTs) were fabricated to characterize the semiconducting properties of the polymers. PAIID-4FTVT displayed unipolar n-type characteristics with the electron mobility (μe) strongly dependent on Mn. The highest μe up to 0.25 cm^2·V^-1 s^-1 was achieved with the high molecular weight sample.A highly efficient and eco-friendly protocol for the synthesis of an alternating copolymer poly(7,7’-diazaisoindigo-alt-(E)-1,2-bis(3,4-difluorothien-2-yl)ethene)(PAIID-4FTVT) via direct ary lation poly condensation (DArP) is presented.Through detailed study,we found that the inhibitory effect of 7,7’-diazaisoindigo on DArP stemmed from the coordination of N atom with catalyst can be overcome by using dimethylacetamide (DMAc) as the co-solvent.Thus,PAIID-4FTVT with number-average molecular weight (Mn)> 100 kDa was synthesized via DArP by optimizing the content of DMAc.Matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy revealed that PAIID-4FTVT was defect-free.Top gate and bottom contact (TG/BC) organic thin-film transistors (OTFTs)were fabricated to characterize the semiconducting properties of the polymers.PAIID-4FTVT displayed unipolar n-type characteristics with the electron mobility (μe) strongly dependent on Mn.The highestμe up to 0.25 cm2·V-1·s-1 was achieved with the high molecular weight sample.

关 键 词:Direct ARYLATION POLYCONDENSATION Conjugated polymer 7 7-Diazaisoindigo Organic thin-film transistor Electron mobility 

分 类 号:O6[理学—化学]

 

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