Assembly and Optical Properties of 1D Helical Bundles Induced by Triphenylamine, Side Chains and Solvents in Crystals

Author(s):  
Pang Zhi ◽  
Ting Qi ◽  
Baolin Li

Two novel helical aromatic foldamer derivatives TPA-Q6(n-He) and TPA-Q6(i-Bu) were synthesized and characterized by introducing n-hexyloxy and isobutoxy side chains, respectively, and modifying quinoline amide foldamers with the triphenylamine (TPA)...

Author(s):  
Jin-Dou Huang ◽  
Jinfeng Zhao ◽  
Kun Yu ◽  
Xiaohua Huang ◽  
Shi-Bo Cheng ◽  
...  

The conducting and optical properties of a series of indeno[1,2-b]fluorene-6,12-dione (IFD)-based molecules have been systematically studied and the influences of butyl, butylthio and dibutylamino substituents on the reorganization energies, intermolecular electronic couplings and charge-injection barriers of IFD have been discussed. The quantum-chemical calculations combined with electron-transfer theory reveal that the incorporation of sulfur-linked side chains decreases reorganization energy associated with hole transfer and optimizes intermolecular π–π stacking, which results in excellent ambipolar charge-transport properties (μh = 1.15 cm2 V−1 s−1 and μe = 0.08 cm2 V−1 s−1); in comparison, addition of dibutylamino side chains increases intermolecular steric interactions and hinders perfect intermolecular π–π stacking, which results in the weak electronic couplings and finally causes the low intrinsic hole mobility (μh = 0.01 cm2 V−1 s−1). Furthermore, electronic spectra of butyl-IFD, butylthio-IFD and dibutylamino-IFD were simulated and compared with the reported experimental data. Calculations demonstrate that IFD-based molecules possess potential for developing novel infrared and near-infrared probe materials via suitable chemical modifications.


2015 ◽  
Author(s):  
B. Derkowska-Zielinska ◽  
V. Figà ◽  
O. Krupka ◽  
V. Smokal

2009 ◽  
Vol 159 (21-22) ◽  
pp. 2180-2183 ◽  
Author(s):  
T. Hirahara ◽  
M. Yoshizawa-Fujita ◽  
Y. Takeoka ◽  
M. Rikukawa

2005 ◽  
Vol 17 (24) ◽  
pp. 6022-6032 ◽  
Author(s):  
Daniel Ayuk Mbi Egbe ◽  
Christoph Ulbricht ◽  
Thomas Orgis ◽  
Benjamin Carbonnier ◽  
Thomas Kietzke ◽  
...  

2010 ◽  
Vol 75 ◽  
pp. 103-107 ◽  
Author(s):  
Volker Schmitt ◽  
Stefan Glang ◽  
Heiner Detert

Oligo(phenylenevinylene)s (OPV) composed of five rings and electron donating or withdrawing sulfonyl substituents on the central and lateral rings have been investigated. Two strategies were used for the syntheses of the C2-symmetrical OPVs both include PO-activated olefinations as central steps. Six flexible side chains guarantee good solubility in toluene or dichloromethane. In solution and in films stabilised by polystyrene (60%), the chromophores are strongly fluorescent, with emissions in the violet-blue domain from solutions and in the green to orange region from solid films. The redox potentials, determined by cyclic voltammetry, and the optical properties are strongly depending on the position of the acceptor groups.


2009 ◽  
Vol 82 (7) ◽  
pp. 896-909 ◽  
Author(s):  
Takakazu Yamamoto ◽  
Takao Sato ◽  
Takayuki Iijima ◽  
Masahiro Abe ◽  
Hiroki Fukumoto ◽  
...  

2012 ◽  
Vol 77 ◽  
pp. 118-123 ◽  
Author(s):  
Stefan Glang ◽  
Dorothee Borchmann ◽  
Thorsten Rieth ◽  
Heiner Detert

C3-symmetrical tristriazolotriazines substituted with phenylene rings carrying lateral flexible alkoxy side chains were prepared via condensation/ring transformation of cyanuric chloride and tetrazoles. These star-shaped, planar compounds can form broad thermotropic mesophases. Due to the extensive π-conjugation, these compounds are highly emissive and the octupolar donor-acceptor electronic structure results in non-linear optical properties like solvatochromism. Brønstedt acids provoke halochromism of the absorption and of the fluorescence.


2015 ◽  
Vol 68 (11) ◽  
pp. 1759 ◽  
Author(s):  
Michael E. Mulholland ◽  
Kristine L. Konkol ◽  
Trent E. Anderson ◽  
Ryan L. Schwiderski ◽  
Seth C. Rasmussen

Four donor–acceptor (D-A) copolymers of 2,3-difunctionalized thieno[3,4-b]pyrazine (TP) and 9,9-dioctylfluorene were prepared in order to illustrate the ability to tune the electronic and optical properties of TP-based D-A polymers by the choice of side chains on the TP unit. In addition, analogous polymers were prepared with and without thiophene spacer units in order to allow discussion of their effect on the material properties. This combination of effects allowed tuning of the band gap over the range of 1.6–2.1 eV. Full optical and electrochemical characterization is reported for all materials, as well as initial photovoltaic device data for representative materials.


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