期刊
MACROMOLECULES
卷 44, 期 3, 页码 512-520出版社
AMER CHEMICAL SOC
DOI: 10.1021/ma1024494
关键词
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资金
- NSF [DMR 0120967, DMR 0520567, DMR 0747489]
- Office of Science DOE Energy Frontier Research Center for Interface Science: Solar Electric Materials [DE-SC0001084]
- Direct For Mathematical & Physical Scien
- Division Of Materials Research [0747489] Funding Source: National Science Foundation
Externally initiated polymerization of 2-bromo-3-hexyl-5-iodothiophene was attempted from four aryl and thiophene based small molecule initiators functionalized with a phosphonate moiety. Initiated poly(3-hexylthiophene) product was obtained in various yields depending on the nature of the initiating molecule. Reaction intermediates for the oxidative addition and the ligand exchange steps were analyzed utilizing both experimental and theoretical methods. It was observed that an ortho substituent plays a crucial role in the outcome of the polymerization mechanism and that aryl based initiators are generally more stable than thiophene based initiators. Density functional theory (DFT) calculations revealed the importance of the steric effects on the success of the externally initiated chain growth polymerization mechanism.
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