ICCAS OpenIR
Rational Design, Synthesis, and Optical Properties of Film-Forming, Near-Infrared Absorbing, and Fluorescent Chiromophores with Multidonors and Large Heterocyclic Acceptors
Luo, Min1,2; Shadnia, Hooman3; Qian, Gang1,2; Du, Xiaobo1,2; Yu, Dengbin1; Ma, Dongge1; Wright, James S.3; Wang, Zhi Yuan1,3
2009
Source PublicationCHEMISTRY-A EUROPEAN JOURNAL
ISSN0947-6539
Volume15Issue:35Pages:8902-8908
AbstractA new series of film-forming, low-bandgap chromophores (1a,b and 2a,b) were rationally designed with aid of a computational study., and then synthesized and characterized. To realize absorption and emission above the 1000 nm wavelength, the molecular design focuses on lowering the LUMO level by fusing common heterocyclic units into a large conjugated core that acts an electron acceptor and increasing the charge transfer by attaching the multiple electron-donating groups at the appropriate positions of the acceptor core. The chromophores have bandgap levels of 1.27-0.71 eV, and accordingly absorb at 746-1003 nm and emit at 1035-1290 nm in solution. By design, the relatively high molecular weight (up to 2400 g mol(-1)) and non-coplanar structure allow these near-infrared (NIR) chromophores to be readily spin-coated as uniform thin films and doped with other organic semiconductors for potential device applications. Doping with [6,6]-phenyl-C(61) butyric acid methyl ester leads to a red shift in the absorption on]), for la and 2a. An interesting NIR electrochromism was found for 2a, with absorption being turned on at 1034 nm when electrochemically switched (at 1000 mV) from its neutral state to a radical cation state. Furthermore, a large Stokes shift (256-318 nm) is also unique for this multidonor-acceptor type of chromophore. indicating a significant structural difference between the ground state and the excited state. Photoluminescence of the film of 2a was further probed at variable temperatures and the results strongly suggest that the restriction of bond rotations certainly helps to diminish non-radiative decay and thus enhance the luminescence of these large chromophores.
KeywordAbsorption Chromophores Films Heterocyclic Receptors Near-infrared Photoluminescence
DOI10.1002/chem.200900891
Indexed BySCI ; IC
Language英语
WOS IDWOS:000270045500032
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/68040
Collection中国科学院化学研究所
Corresponding AuthorWang, Zhi Yuan
Affiliation1.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China
2.Chinese Acad Sci, Grad Sch, Changchun 130022, Peoples R China
3.Carleton Univ, Dept Chem, Ottawa, ON K1S 5B6, Canada
Recommended Citation
GB/T 7714
Luo, Min,Shadnia, Hooman,Qian, Gang,et al. Rational Design, Synthesis, and Optical Properties of Film-Forming, Near-Infrared Absorbing, and Fluorescent Chiromophores with Multidonors and Large Heterocyclic Acceptors[J]. CHEMISTRY-A EUROPEAN JOURNAL,2009,15(35):8902-8908.
APA Luo, Min.,Shadnia, Hooman.,Qian, Gang.,Du, Xiaobo.,Yu, Dengbin.,...&Wang, Zhi Yuan.(2009).Rational Design, Synthesis, and Optical Properties of Film-Forming, Near-Infrared Absorbing, and Fluorescent Chiromophores with Multidonors and Large Heterocyclic Acceptors.CHEMISTRY-A EUROPEAN JOURNAL,15(35),8902-8908.
MLA Luo, Min,et al."Rational Design, Synthesis, and Optical Properties of Film-Forming, Near-Infrared Absorbing, and Fluorescent Chiromophores with Multidonors and Large Heterocyclic Acceptors".CHEMISTRY-A EUROPEAN JOURNAL 15.35(2009):8902-8908.
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