New long alkyl side-chain benzo[a]phenoxazines as micellisation probes |
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Authors: | Carla M.A. Alves Paulo J.G. Coutinho |
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Affiliation: | a Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal b Centro de Física, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal |
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Abstract: | Several novel fluorescent benzo[a]phenoxazinium chlorides possessing a long aliphatic chain substituent at the 5-amino function of the heterocycle were efficiently synthesised. All compounds obtained absorbed and emitted at longer wavelengths with moderate to good fluorescent quantum yields. The photophysics of N-[10-methyl-5-(octylamino)-9H-benzo[a]phenoxazin-9-ylidene]ethanaminium chloride and N-[10-methyl-5-(dodecylamino)-9H-benzo[a]phenoxazin-9-ylidene]ethanaminium chloride was studied in Triton® X-100 and in cetyltrimethylammonium bromide micellar media, demonstrating the capability of these fluorophores in detecting the micellisation process. |
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Keywords: | Benzo[a]phenoxazines Nile Blue Long-wavelength dyes Lipid bilayer Micelles |
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