Accessing New DPP‐Based Copolymers by Direct Heteroarylation Polymerization. Issue 4 (29th November 2012)

• Record Type: Journal Article
• Authors: Pouliot, Jean‐Rémi; Mercier, Lauren G.; Caron, Samuel; Leclerc, Mario
• Is Part Of: Macromolecular chemistry and physics. Volume 214:Issue 4(2013:Feb.)
• Page Start: 453
• Page End: 457
• Publication Date: 2012-11-29
• Subjects: Polymers -- Periodicals; Polymerization -- Periodicals; Synthetic products -- Periodicals; Macromolecules -- Periodicals; 547.7
• DOI: 10.1002/macp.201200573
• Languages: English
• ISSNs: 1022-1352

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A diketopyrrolopyrrole derivative was copolymerized with different electron‐withdrawing units [i.e., thieno[3, 4‐<italic>c</italic>]pyrrole‐4, 6‐dione (<bold>TPD</bold>), bis(thieno[3, 4‐<italic>c</italic>]pyrrole‐4, 6‐dione) (<bold>BTPD</bold>), and 3, 4‐dicyanothiophene (<bold>DCT</bold>)] 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 (<overline><italic>M</italic></overline>_n) 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.</p> </abstract>