Creation of Face-to-face π-π Stacking of Fused Acene Backbones by Aryl-perfluoroaryl Interactions and Induction of Charge Transport Properties

2011 ◽  
Vol 1360 ◽  
Author(s):  
Toshihiro Okamoto ◽  
Katsumasa Nakahara ◽  
Akinori Saeki ◽  
Shu Seki ◽  
Joon H. Oh ◽  
...  
Keyword(s):  
Solid State ◽  
Charge Transport ◽  
Transport Properties ◽  
Organic Electronics ◽  
High Performance ◽  
Molecular Design ◽  
Structural Defects ◽  
Face To Face ◽  
Π Stacking ◽  
Organic Semiconducting Materials

ABSTRACTThe charge transport properties critically depend on the degree of ordering of the chains in the solid state as well as on the density of chemical or structural defects. In general, goodelectronic performance requires strong electronic coupling between adjace nt molecules in the solid-state that yield strong intermolecular π-overlap. Herein, we newly designed and synthesized organic semiconducting materials having both aryl (Ar) and perfluoroaryl (FAr) as substituents for organic electronics along with molecular packing control. Regarding this molecular design, we hypothesized and expected that the Ar and FAr substituents would induce well-defined π-π stacking structure of charge transport units for high performance organic electronics devices.

Insight into thin-film stacking modes of π-expanded quinoidal molecules on charge transport property via side-chain engineering

2017 ◽  
Vol 5 (8) ◽  
pp. 1935-1943 ◽  
Author(s):  
Cheng Zhang ◽  
Dafei Yuan ◽  
Hao Wu ◽  
Eliot Gann ◽  
Lars Thomsen ◽  
...  
Keyword(s):  
Thin Film ◽  
Solid State ◽  
Charge Transport ◽  
Transport Properties ◽  
Transport Property ◽  
Organic Electronics ◽  
Side Chain ◽  
Conjugated Molecules ◽  
Molecular Ordering ◽  
Insight Into

Control of molecular ordering and packing of π-conjugated molecules in the solid state is crucial for enhancing the charge transport properties in organic electronics.

scholarly journals Photophysical and charge transport properties of pyrazolines

RSC Advances ◽  
2016 ◽  
Vol 6 (1) ◽  
pp. 786-795 ◽  
Author(s):  
Joseph Ajantha ◽  
Elumalai Varathan ◽  
Vishal Bharti ◽  
Venkatesan Subramanian ◽  
Shanmugam Easwaramoorthi ◽  
...  
Keyword(s):  
Solid State ◽  
Charge Transport ◽  
Transport Properties ◽  
High Yields

Pyrazoline, an intense green emitting molecule both in solution and solid state, with extended π-conjugation has been synthesized via simple two-step reactions in high yields.

scholarly journals Crystal structures of 4-chloropyridine-2-carbonitrile and 6-chloropyridine-2-carbonitrile exhibit different intermolecular π-stacking, C—H...Nnitrileand C—H...Npyridineinteractions

2015 ◽  
Vol 71 (7) ◽  
pp. 852-856 ◽  
Author(s):  
Matthew J. Montgomery ◽  
Thomas J. O'Connor ◽  
Joseph M. Tanski
Keyword(s):  
Solid State ◽  
Crystal Structures ◽  
Pyridine Ring ◽  
Nitrile Group ◽  
Two Dimensional ◽  
One Dimensional ◽  
Face To Face ◽  
Π Stacking

The two title compounds are isomers of C6H3ClN2containing a pyridine ring, a nitrile group, and a chloro substituent. The molecules of each compound pack together in the solid state with offset face-to-face π-stacking, and intermolecular C—H...Nnitrileand C—H...Npyridineinteractions. 4-Chloropyridine-2-carbonitrile, (I), exhibits pairwise centrosymmetric head-to-head C—H...Nnitrileand C—H...Npyridineinteractions, forming one-dimensional chains, which are π-stacked in an offset face-to-face fashion. The intermolecular packing of the isomeric 6-chloropyridine-2-carbonitrile, (II), which differs only in the position of the chloro substituent on the pyridine ring, exhibits head-to-tail C—H...Nnitrileand C—H...Npyridineinteractions, forming two-dimensional sheets which are π-stacked in an offset face-to-face fashion. In contrast to (I), the offset face-to-face π-stacking in (II) is formed between molecules with alternating orientations of the chloro and nitrile substituents.

π-Bridge modification of thiazole-bridged DPP polymers for high performance near-IR OSCs

2018 ◽  
Vol 20 (3) ◽  
pp. 1664-1672 ◽  
Author(s):  
Kuangshi Sun ◽  
Xiaoqin Tang ◽  
Yalin Ran ◽  
Rongxing He ◽  
Wei Shen ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Charge Transport ◽  
Transport Properties ◽  
High Performance ◽  
Intramolecular Charge Transfer ◽  
Energy Levels ◽  
Near Ir

π-Bridge modification could adjust the molecular energy levels and improve the optical, intramolecular charge transfer and charge transport properties.

Synthesis and crystal structure of a novel prochiral ketoimine: (E)-acetophenoneO-diphenylphosphoryl oxime

2015 ◽  
Vol 71 (3) ◽  
pp. 181-184
Author(s):  
Sean H. Majer ◽  
Joseph M. Tanski
Keyword(s):  
Crystal Structure ◽  
Solid State ◽  
Stacking Interactions ◽  
Synthesis And Crystal Structure ◽  
X Ray ◽  
Face To Face ◽  
Π Stacking

A novel activated prochiral ketoimine, (E)-acetophenoneO-diphenylphosphoryl oxime, C20H18NO2P, with an electron-withdrawing substituent on the imine N atom similar to other prochiral ketoimines, has been synthesized and the X-ray crystal stucture determined. The molecules pack together in the solid stateviaweak intermolecular C—H...O interactions and both face-to-face and edge-to-face π-stacking interactions.

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