- Effect of Ring Fusion on the Electronic Absorption and Emission Properties of Oligothiophenes
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A series of fused-ring oligothiophenes were synthesized by a combination of Stille and oxidative coupling reactions. Compounds with the same number of double bonds, but varying in extent of planarization, display a similar longest wavelength absorption maximum in solution. However, the introduction of sulfur linkages into these oligothiophenes leads to a blue shift of the maximum emission wavelength and a correspondingly smaller Stokes shift.
- Zhang, Xinnan,Matzger, Adam J.
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- Organoboron copolymers containing thienothiophene and selenophenothiophene analogues: Optical, electrochemical and fluoride sensing properties
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Conjugated donor-acceptor (D-A) copolymers possessing alternating fused bicyclic aromatic rings thieno[3,2-b]thiophene, selenopheno[3,2-b]thiophene, thieno[2,3-b]thiophene and selenopheno[2,3-b]thiophene as donors, thiophene as a π-conjugated bridge and mesitylboron as an acceptor were synthesized and characterized by spectroscopic methods. Large Stokes shifts of 96-166 nm were recorded and the solution quantum yields of the polymers were in the range of 5-18%. Their ionization potentials and electron affinities were investigated by cyclic voltammetry. Optical band gaps varied between 2.26 and 2.78 eV. (TD)-DFT studies were performed to unveil their electronic structures, Kohn-Sham orbitals and electronic transitions. Absorption and emission measurements revealed that these polymers have high sensitivity to fluoride anions, among which the polymer possessing cross-conjugated thienothiophene units had the best sensing properties supported by orbital composition analysis with Mulliken partition. Thus, copolymers P1-P4 could be used as colorimetric and fluorescent sensors for small fluoride anions.
- Turkoglu, Gulsen,Cinar, M. Emin,Ozturk, Turan
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- Synthesis and characterization of new thieno[3,2-b]thiophene derivatives
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Three derivatives of thieno[3,2-b]thiophene end-capped with phenyl units have been synthesized and characterized by MALDI TOF mass spectroscopy, elemental analysis, UV-vis absorption spectroscopy and thermogravimetric analysis (TGA). All compounds were prepared using Pd-catalyzed Stille or Suzuki coupling reactions. Optical measurements and thermal analysis revealed that these compounds are promising candidates for p-type organic semiconductor applications.
- Ahmed, Moawia O.,Pisula, Wojciech,Mhaisalkar, Subodh G.
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p. 12163 - 12171
(2013/01/15)
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