- Synthesis and physical properties of benzopyridazine-based conjugated molecules
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A series of novel organic conjugated molecules (5a-5d) comprising 2,3-benzopyridiazine as electron-withdrawing core and thiophene derivatives as electron-donating arms have been synthesized successfully in good yields. The ultraviolet-visible (UV-Vis) absorption spectra and fluorescence spectra of 5a-5d revealed that the optical properties are strongly influenced by the interactions between nitrogen and sulfur atoms in the conjugated backbone, as well as the position of the alkyl chains in the thiophene rings. The experimental results and theoretical calculation data clearly indicated that the band gap and the energy levels of LUMO and HOMO could be fine-tuned by the position of alkyl chains in the thiophene rings. Thus, the structure-property correlation of this class of conjugated molecules can be well established. A series of organic conjugated molecules containing 2,3-benzopyridiazine as electron-withdrawing core and thiophene derivatives as electron-donating arms have been synthesized successfully. The optical properties and electrochemical behaviors of these molecules can be fine-tuned through changing the position of alkyl chains in the thiophene rings. Copyright
- Su, Yuezeng,Xu, Wei,Qiu, Feng,Wu, Dongqing,Liu, Ping,Xue, Minzhao,Zhang, Fan
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p. 1397 - 1403
(2013/12/04)
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- Synthesis and characterization of poly(triarylamine)s containing isothianaphthene moieties
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We report the synthesis, characterization, and properties of a new class of hole-transport dyes, poly(dithienylisothianaphthene phenyldiamine)s (poly-DTITNPDs). These polymers are characterized by the presence of a low band gap isothianaphthene (ITN) and triarylamine units in the main chain. A modified Ullmann polycondensation reaction using a phase-transfer catalyst was utilized to prepare these polymers. The optical, thermal, and electrochemical properties were studied and compared to those of poly(triphenyldiamine ether) without having an ITN group and poly(dithienylisothianaphthene) without having triarylamine groups in the main chain. The new polymers, reported here, exhibit improved thermal stability and higher glass-transition temperatures. The incorporation of ITN group into the main chain of a polytriarylamine causes an appreciable lowering of the band gap energy up to 1.6 eV. This results in light-harvesting hole-transport dyes having less mismatch with the solar spectrum. Moreover, these polymers exhibit reversible redox behavior and possess HOMO values of about -4.7 eV and LUMO values of about -2.9 eV.
- Kisselev, Roman,Thelakkat, Mukundan
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p. 8951 - 8958
(2007/10/03)
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