Dendronized Azochromophores with Aromatic and Perfluoroaromatic Fragments: Synthesis and Properties Demonstrating Ar-ArF Interactions

Dyes and Pigments 2019
Lauma Laipniece, Valdis Kampars, Sergejs Beļakovs, Andrejs Tokmakovs, Edgars Nitišs, Mārtiņš Rutkis

Synthesis of four new dendronized azochromophores were performed from 2-(2-amino-5-nitrophenoxy)ethanol, 2-[methyl(phenyl)amino]ethanol, 3,5-bis(benzyloxy)benzoic acid and 3,5 bis[(pentafluorophenyl)methoxy]benzoic acid using azo coupling reaction and ester formation reaction in presence of N,Nʹ-dicyclohexylcarbodiimide and 4-(dimethylamino)pyridine. Arene-perfluoroarene (Ar-ArF) interactions are demonstrated in single crystal structure of dendronized azochromophore between pentafluorophenyl fragment and acceptor part of the azochromophore. The effect of Ar-ArF interactions becomes apparent in thermal and nonlinear optical properties of the chromophores. Glass transition temperatures of synthesized azochromophores are in the range from 37 to 60 C. Nonlinear optical properties of synthesized azochromophores were characterized by second harmonic intensity measurements in corona poled thin films of pure amorphous solids. Nonlinear optical coefficient d33 values for molecular glasses containing single azochromophore were in the range from 20.2 to 50.5 pm.V-1.

Atslēgas vārdi
Ar-ArF interactions, azo compounds, glass transition temperature, nonlinear optical properties
DOI
10.1016/j.dyepig.2018.10.035
Hipersaite
https://www.sciencedirect.com/science/article/abs/pii/S0143720818315997?via%3Dihub

Laipniece, L., Kampars, V., Beļakovs, S., Tokmakovs, A., Nitišs, E., Rutkis, M. Dendronized Azochromophores with Aromatic and Perfluoroaromatic Fragments: Synthesis and Properties Demonstrating Ar-ArF Interactions. Dyes and Pigments, 2019, Vol. 162, No. 1, 394.-404.lpp. ISSN 0143-7208. Pieejams: doi:10.1016/j.dyepig.2018.10.035

Publikācijas valoda
English (en)