Accessing New DPP-Based Copolymers by Direct Heteroarylation Polymerization

被引:54
作者
Pouliot, Jean-Remi [1 ]
Mercier, Lauren G. [1 ]
Caron, Samuel [1 ]
Leclerc, Mario [1 ]
机构
[1] Univ Laval, Dept Chem, Quebec City, PQ G1V 0A6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
conjugated polymers; copolymerization; diketopyrrolopyrrole; direct heteroarylation; organic field-effect transistor; FIELD-EFFECT TRANSISTORS; CATALYZED DIRECT ARYLATION; HIGH-PERFORMANCE AMBIPOLAR; CONJUGATED POLYMERS; MOBILITY; ACCEPTOR; SEMICONDUCTORS; DESIGN; HOLE;
D O I
10.1002/macp.201200573
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A diketopyrrolopyrrole derivative was copolymerized with different electron-withdrawing units [i.e., thieno[3,4-c]pyrrole-4,6-dione (TPD), bis(thieno[3,4-c]pyrrole-4,6-dione) (BTPD), and 3,4-dicyanothiophene (DCT)] using direct heteroarylation polymerization (DHAP) methodology. Alternating copolymers with low-lying frontier orbitals suitable for n-type semiconducting behavior were obtained. Under optimized conditions, polymerization reactions were reproducible and high number-average molecular weights (Mn) were achieved. Density functional theory (DFT) calculations indicated that the structures with the lowest conformational energy had planar backbones. Preliminary results showed that these new low-bandgap materials exhibit good n-type behavior.
引用
收藏
页码:453 / 457
页数:5
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