Pankow, Robert M.;Ye, Liwei;Thompson, Barry C. published 《Influence of the Ester Directing Group on the Inhibition of Defect Formation in Polythiophenes with Direct Arylation Polymerization (DArP)》. The research results were published in《Macromolecules (Washington, DC, United States)》 in 2020.Recommanded Product: 2-Hexyl-1-decanol The article conveys some information:
Direct arylation polymerization (DArP) has allowed for the facile preparation of a variety of conjugated polymer architectures. Since DArP proceeds through a C-H activation pathway, the selectivity of only the desired C-H bond for certain monomers has remained a challenge. Low selectivity for the desired C-H bond can lead to the introduction of various structural defects. The development of conditions through the use of additives, screening and design of phosphine ligands, as well as precatalysts has provided condition sets that work for some monomers to afford the desired polymers with a minimization of defects. In addition to modifying the conditions, another handle for tuning the site selectivity for C-H activation is through the introduction of a directing group, such as an ester. Ester functionalized conjugated polymers have gone through a renaissance of sorts where the inclusion of this functionality on thiophene based monomers has garnered increased attention. To understand how this functionality can be exploited as a directing-group for DArP, we study the formation of defects for poly(3-hexylesterthiophene-2,5-diyl) (P3HET) and select structural analogs. We develop optimized conditions that allow for the synthesis of this polymer with improved mol. weight (Mn) (up to 15.9 vs. 11.7 kDa) and regioregularity (up to >99% vs. 96%) in a shorter polymerization time (16 vs. 48 h). Based on extensive defect anal. using 1H NMR spectroscopy we rationally design a monomer for the synthesis of the donor-acceptor polymer poly(2-Hexyldecyl [2,2′-bithiophene]-4-carboxylate -5,5′-diyl) (P3HDET-T) with good Mn (26.2 kDa) and regioregularity (>99%). This study shows how the inclusion of ester directing groups and the formulation of pathways for defect formation can enable the rational design of monomers yielding conjugated polymers with improved Mn and rr.2-Hexyl-1-decanol (cas: 2425-77-6) were involved in the experimental procedure.
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