Developing Quinoidal Fluorophores with Unusually Strong Red/Near-Infrared Emission

	Developing Quinoidal Fluorophores with Unusually Strong Red/Near-Infrared Emission
	Ren, Longbin 1,2; Liu, Feng 1,2; Shen, Xingxing 1,2; Zhang, Cheng 1,2; Yi, Yuanping 1; Zhu, Xiaozhang 1
刊名	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
	2015-09-09
卷号	137 期号:35 页码:11294-11302
英文摘要	Despite the dominant position of aromatic fluorophores, we report herein the design and synthesis of quinoidal fluorophores based on rarely emissive quinoidal bithiophene. Quinoidal bitheno[3,4-b]thiophene, QBTT-C6, consisting of cruciform-fused (E)-1,2-bis(5-hexylthiophen-2-yl)ethene and quinoidal bithiophene, shows a fluorescence quantum yield of 8.5%, 25-fold higher than that of the parent quinoidal QBT chromophore, but its maximum emission is at similar wavelengths. QBTT-Ar's featuring intramolecular charge transfer can further shift the maximum emission into the near-infrared region. The intramolecular charge transfer is programmably enhanced by tuning the substituents on the aryl groups from the electron-withdrawing trifluoromethyl to the electron-donating methoxy groups. Unexpectedly, a positive relationship between intramolecular charge transfer and fluorescence quantum yield is observed; as a result, QBTT-FL gives an unprecedentedly high fluorescence quantum yield of up to 53.1% for quinoidal oligothiophenes. With detailed photophysical and theoretical investigations, we demonstrate that the nonradiative intersystem crossing (S-1 -> T-2) is significantly restrained in QBTT-Ar's, which can be attributed to the faster reverse intersystem crossing (T-2 -> S-1) characteristic of a small activation energy. This work reveals the possibility for developing red/near-infrared fluorophores from the less explored quinoidal molecules because of their intrinsically narrow bandgaps.
收录类别	SCI
语种	英语
公开日期	2016-05-09
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/28381]
专题	化学研究所_有机固体实验室
作者单位	1.Chinese Acad Sci, Inst Chem, CAS Key Lab Organ Solids, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Ren, Longbin,Liu, Feng,Shen, Xingxing,et al. Developing Quinoidal Fluorophores with Unusually Strong Red/Near-Infrared Emission[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2015,137(35):11294-11302.
APA	Ren, Longbin,Liu, Feng,Shen, Xingxing,Zhang, Cheng,Yi, Yuanping,&Zhu, Xiaozhang.(2015).Developing Quinoidal Fluorophores with Unusually Strong Red/Near-Infrared Emission.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,137(35),11294-11302.
MLA	Ren, Longbin,et al."Developing Quinoidal Fluorophores with Unusually Strong Red/Near-Infrared Emission".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 137.35(2015):11294-11302.