Suzuki-Miyaura catalyst-transfer polycondensation with Pd(IPr)(OAc)(2) as the catalyst for the controlled synthesis of polyfluorenes and polythiophenes

doi:10.1039/c4py00917g

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	Suzuki-Miyaura catalyst-transfer polycondensation with Pd(IPr)(OAc)(2) as the catalyst for the controlled synthesis of polyfluorenes and polythiophenes
	Sui, Aiguo 1,2; Shi, Xincui 1; Tian, Hongkun 1; Geng, Yanhou 1; Wang, Fosong 2
刊名	POLYMER CHEMISTRY
	2014
卷号	5 期号:24 页码:7072-7080
ISSN号	1759-9954
DOI	10.1039/c4py00917g
英文摘要	Controlled Suzuki-Miyaura catalyst-transfer polycondensations (SCTPs) of fluorene-and thiophenebased AB-type monomers have been demonstrated with a N-heterocyclic carbene (NHC)-based Pd complex, Pd(IPr)(OAc)(2), as the catalyst. The number average molecular weights (M(n)s) of the resulting poly(9,9-dioctyl-9H-fluorene)s (PF8s) were linear to the conversions of the monomer. PF8s with M(n)s in the range of 10.5-69.2 kDa and polydispersity indices (PDIs) of similar to 1.60 were successfully synthesized by tuning the feed ratios ([monomer](0)/[Pd]). The protocol is also applicable to the controlled synthesis of poly(3-hexylthiophene) (P3HT). Polymers with M(n)s of 9.5-63.8 kDa, which were linearly correlated to feed ratios, were obtained when the catalyst loading was tuned to 5-0.5 mol%. The "living" characteristics of the polymerization were also confirmed by monomer-addition and block copolymerization experiments. In addition, PF8 with a moderate molecular weight (MW) was mainly end-capped with Br/H end groups as evidenced by matrix-assisted laser desorption/ionization time of flight (MALDI-TOF) mass and H-1 NMR spectra, indicating that this polymerization involves a catalyst-transfer mechanism. The mechanism was further confirmed by the fact that the cross-coupling of dibromofluorene (1 equiv.) and biphenylboronic acid ester (1 equiv.) with Pd(IPr)(OAc)(2) as the catalyst preferentially gave a di-substituted product.
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000345066300021
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/51295]
专题	中国科学院化学研究所
通讯作者	Geng, Yanhou
作者单位	1.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Sui, Aiguo,Shi, Xincui,Tian, Hongkun,et al. Suzuki-Miyaura catalyst-transfer polycondensation with Pd(IPr)(OAc)(2) as the catalyst for the controlled synthesis of polyfluorenes and polythiophenes[J]. POLYMER CHEMISTRY,2014,5(24):7072-7080.
APA	Sui, Aiguo,Shi, Xincui,Tian, Hongkun,Geng, Yanhou,&Wang, Fosong.(2014).Suzuki-Miyaura catalyst-transfer polycondensation with Pd(IPr)(OAc)(2) as the catalyst for the controlled synthesis of polyfluorenes and polythiophenes.POLYMER CHEMISTRY,5(24),7072-7080.
MLA	Sui, Aiguo,et al."Suzuki-Miyaura catalyst-transfer polycondensation with Pd(IPr)(OAc)(2) as the catalyst for the controlled synthesis of polyfluorenes and polythiophenes".POLYMER CHEMISTRY 5.24(2014):7072-7080.