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New Photosensitive Methacrylate Monomers with 4-Aminoazobenzene Type Chromophore Group

Janik R., Kucharski S., Kubaińska A., Łyko B.

Polish Journal of Chemistry

2001

Vol. 75, nr 2

241-252

Photosensitive methacrylate monomers, derivatives of azobenzene, were synthesized. The route of syntheses was based on coupling of diazonium salts of sulfathiazole, sulfomethoxazole, sulfadiazine, 4-aminobenzoic acid and 4-nitroaniline with N-alkyl-N- [2-(methacryloyloxy)ethyl]aniline. The trans cis isomerization of the monomers in DMSO solution was investigated by UV-VIS spectroscopy recording their spectra during illumination and thermal recovery periods. It was found that except for nitro derivatives the yield of trans-cis isomerization was ca. 50% and that the reverse reaction was a result of thermal relaxation. The spectroscopic studies were accompanied by quantum chemical calculations.

Nonlinear optical properties of 1-alkyl-4(2-benzimidazolylidene)-1,4-dihydropyridines and their Langmuir film formation

Janik R., Kucharski S., Prędota J.

Polish Journal of Chemistry

1998

Vol. 72, nr 5

901-909

The nonlinear optical properties of a homologous series of heterocyclic betaines (1-alkyl-4(2-benzimidazolylidene)-1,4-dihydropyridines) with methtyl, n-butyl, n-octyl, n-dodecyl and n-hexadecyl alkyl groups were evaluated by determination of their first hyperpolarizability (beta) using solvatochromic method. The measurements showed that in static (beta(0)) and in external field (beta(1064)) first hyperpolarizability values for the betaines were 2.5-3.4 and 4-5 times higher than that for p-nitroaniline, respectively. The Langmuir monolayer formation of the compounds on aqueous surface was evaluated by the surface pressure (Pi) vs. molecular area per molecule (delta) isotherms. The betaines with n-dodecyl and n-hexadecyl chains were able to form a Langmuir film, although the shape of Pi-delta isotherms indicated that they would not be qualified as good film forming materials of single component films.