Synthesis and characterization of new push-pull azobenzene. Cis → Trans isomerization kinetic study

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-03-19 DOI:10.1016/j.dyepig.2025.112774

Gaspard Bichot , Xavier Sallenave , Rémi Métivier , Sébastien Péralta

引用次数: 0

Abstract

Twelve new azobenzene molecules substituted with a wide range of electron donor and acceptor groups in the 4,4′-position have been synthesized. The attractive and donative strengths of these groups are proportional to the molecular dipole moment calculated by DFT. UV–visible spectroscopy showed that the increase in the push-pull effect induced a bathochromic shift in the maximum absorption wavelength from 350 nm to 480 nm. The trans → cis and cis → trans photo-isomerizations of the twelve compounds were verified. The thermal isomerization cis → trans was defined by a t_1/2 corresponding to the half-time reappearance time of the trans isomer after irradiation. These t_1/2 also depend on the strength of the electron acceptor and electron donor and vary from several days to 5 min for oxygenated compounds and from 220 min to 9 ms for tertiary amine compounds.

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.