Accessing New DPP-Based Copolymers by Direct Heteroarylation Polymerization

作者：Pouliot Jean Remi; Mercier Lauren G; Caron Samuel; Leclerc Mario^*

来源：Macromolecular Chemistry and Physics, 2013, 214(4): 453-457.

DOI：10.1002/macp.201200573

• conjugated polymers
• copolymerization
• diketopyrrolopyrrole
• direct heteroarylation
• organic field-effect transistor

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.

• 出版日期2013-2-25