Conjugated polymers constructed by a novel pyrene-fused polycyclic building block and their applications as organic electronic materials. (July 2016)

• Record Type: Journal Article
• Authors: Wen, Hui; Gong, Xiaohui; Jia, Zhenhong; Han, Pei; Lin, Baoping; Ye, Shanghui; Sun, Ying; Zhang, Xueqin; Yang, Hong
• Is Part Of: Dyes and pigments. Volume 130(2016)
• Page Start: 16
• Page End: 23
• Publication Date: 2016-07
• Subjects: Pyrene-fused polycyclic building block -- Conjugated polymer -- Organic thin film transistor; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2016.03.009
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A large fused polycyclic pyrene derivative with five-membered imidazole rings fused onto pyrene core, 5, 11-Bis(5-Bromothiophene-2-yl)-4, 10-dioctadecyl-4, 10-dihydropyreno[4, 5-d:9, 10- d′]diimidazole (PBTI ), was designed as a new building block for the conjugated polymers. Copolymers of this monomer with vinylene (P1 ) and thiophene (P2 ) were synthesized and their physical properties and performance in organic thin film transistors were investigated. Both polymers exhibited highly coplanar backbones, similar lowest unoccupied molecular orbital energy levels at −3.7 ev and the uniform delocalized highest occupied molecular orbital with deep-lying energy levels around −5.7 ev. X-ray diffraction and grazing-incident X-ray diffraction measurements demonstrated that P2 adopted a highly ordered structure, thus giving an enhanced hole mobility of 0.015 cm 2 V −1 s −1 in organic thin film transistors. Graphical abstract: Highlights: Synthesis of a novel fused polycyclic building block for the conjugated polymers. Copolymers showed the good coplanarity and the uniform delocalized HOMO. Copolymer with an ordered structure exhibited a hole mobility of 0.015 cm 2 V −1 s −1 .