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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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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.
出处 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 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)
关键词 Direct ARYLATION POLYCONDENSATION Conjugated polymer 7 7-Diazaisoindigo Organic thin-film transistor Electron mobility Direct arylation polycondensation Conjugated polymer 7,7’-Diazaisoindigo Organic thin-film transistor Electron mobility
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