A slight bluish-white fluorescence from <i>E</i>,<i>E</i>-2,6-bis(4-cyanostyryl)pyridine pristine crystals

Mochizuki, Hiroyuki; Kusama, Hitoshi

doi:10.1039/c9ra09576d

Cited by 2 publications

(2 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The presence of a substituent can alter the distribution of electrons within a molecule, leading to changes in the electronic properties. It is well known that one is the inductive effect, which is based on the electronegativity of the substituent ( Mochizuki and Kusama, 2020 ). An electron-withdrawing group, such as the-CN, tends to withdraw electron density from the rest of the molecule, specifically creating a partial positive charge on the adjacent carbon atom.…”

Section: Introductionmentioning

confidence: 99%

Weak noncovalent interactions in two positional isomers of acrylonitrile derivatives: inputs from PIXEL energy, Hirshfeld surface and QTAIM analyses

et al. 2023

View full text Add to dashboard Cite

A single crystal X-ray diffraction analysis was performed on two positional isomers (m-tolyl and p-tolyl) of acrylonitrile derivatives, namely, (Z)-3-(4-(pyridin-2-yl) phenyl)-2-(m-tolyl) acrylonitrile (1) and (Z)-3-(4-(pyridin-2-yl)phenyl)-2-(p-tolyl) acrylonitrile (2). Compound 1 crystallized in the monoclinic P21/n space group with two crystallographically independent molecules. Compound 2 also possesses two crystallographically independent molecules and crystallized in the triclinic P-1 space group. The Hirshfeld surface analysis revealed that, in both isomers, intermolecular H⋅⋅⋅H/C/N contacts contribute significantly to the crystal packing. More than 40% of the contribution arises from intermolecular C–H⋅⋅⋅C(π) contacts. In both compounds, the relative contribution of these contacts is comparable, indicating that the positional isomeric effects are marginal. The structures in which these isomers are arranged in the solid state are very similar, and the lattice energies are also comparable between the isomers. The Coulomb-London-Pauli-PIXEL (CLP-PIXEL) energy analysis identified the energetically significant dimers. The strength of the intra- and intermolecular interactions was evaluated using the quantum theory of atoms in molecules approach. The UV-Vis absorbance in three different solvents (chloroform, ethanol, and ethyl acetate) for isomers 1 and 2 are very similar. This result is in good agreement with the time-dependent density-functional theory (TD-DFT) calculations.

show abstract

Section: Introductionmentioning

confidence: 99%

Weak noncovalent interactions in two positional isomers of acrylonitrile derivatives: inputs from PIXEL energy, Hirshfeld surface and QTAIM analyses

et al. 2023

View full text Add to dashboard Cite

show abstract

“…The development of several π-conjugated oligomers has contributed to the advancement of organic optical and electronic devices. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16] For example, bis-styrylbenzene derivatives (BSDs) and thiophene/phenylene co-oligomers (TPCOs) show remarkable optical and electrical characteristics. Various studies have reported the excellent photophysical properties of BSDs and TPCOs, where 1,4-bis(4trifluoromethylstyryl)benzene and α,ω-bis(biphenylyl) terthiophene (BP3T) show very low amplified spontaneous emission thresholds.…”

Section: Introductionmentioning

confidence: 99%

Improvement in thermal stability of solar cell using a non-fullerene n-type liquid crystalline semiconductor

Mochizuki¹,

Suzuki²,

Chikamatsu³

et al. 2020

Jpn. J. Appl. Phys.

Self Cite

View full text Add to dashboard Cite

A non-fullerene n-type semiconductor material based on a central benzothiadiazole moiety flanked with octyl-vinylimides (4,7-bis(4-(N-octylphthalimide)vinyl)benzo[c]1,2,5-thiadiazole, OPIBT) was synthesized. OPIBT was found to be a liquid crystalline material with a smectic phase. We fabricated a solar cell with a bulk heterojunction structure using OPIBT and poly(3-hexylthiophene-2,5-diyl) as a p-type semiconductor. On comparing it with a solar cell using a compound with a similar skeleton but exhibiting no liquid crystallinity, we found the thermal stability of the OPIBT solar cells to be superior. © 2020 The Japan Society of Applied Physics PSS (50 nm)/PIBT:P3HT and OPIBT:P3HT (100 nm)/LiF (2 nm)/Al (100 nm). Poly(3,4-ethylenedioxythiophene):polystyrene sulfonate (PEDOT:PSS; Clevious) was spin-coated Fig. 1. Chemical structures of PIBT and OPIBT.

show abstract

A slight bluish-white fluorescence from E,E-2,6-bis(4-cyanostyryl)pyridine pristine crystals

Abstract: E,E-2,6-Bis(4-cyanostyryl)pyridine pristine crystals showed slightly bluish white emission: these were mixtures of two crystals emitting blue and yellow-green regions.

Cited by 2 publications

References 34 publications

Weak noncovalent interactions in two positional isomers of acrylonitrile derivatives: inputs from PIXEL energy, Hirshfeld surface and QTAIM analyses

Weak noncovalent interactions in two positional isomers of acrylonitrile derivatives: inputs from PIXEL energy, Hirshfeld surface and QTAIM analyses

Improvement in thermal stability of solar cell using a non-fullerene n-type liquid crystalline semiconductor

Contact Info

Product

Resources

About