Journal
POLYMER CHEMISTRY
Volume 5, Issue 19, Pages 5784-5792Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4py00565a
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Funding
- Nanyang Technological University
- AcRF Tier 1 from the Ministry of Education, Singapore [M4011061.120, RG49/12]
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This article describes the synthesis of donor-acceptor (D-A) type copolymers based on benzo[1,2-b:4,5-b']-dithiophene and 2,1,3-benzothiadiazole via direct-arylation cross-coupling polycondensation. To achieve high performance polymerization, we have systematically investigated the reaction factors including catalysts, solvents, ligands, bases, additives, concentration of reactants and phase transfer agents. In particular, 1,2-dimethylbenzene (ODMB), as a nonpolar high boiling point solvent, is a superior medium to perform this direct-arylation polymerization. In this nonpolar aromatic solvent, Pd(2)dba(3)/(o-MeOPh)(3)P, accompanied with a base potassium carbonate and an additive pivalic acid, serves as an efficient catalyst system to obtain high-quality polymers. Our optimized condition gave the polymer with a weight-average molecular weight (M-W) as high as 60 kg mol(-1) in nearly quantitative yield and excellent C-H selectivity.
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