Arenedicarboximide building blocks for fluorescent photoinduced electron transfer pH sensors applicable with different media and communication wavelengths

Daffy, Lynda M. and de Silva, A. Prasanna and Gunaratne, H. Q. Nimal and Huber, Christian and Lynch, P. L. Mark and Werner, Tobias and Wolfbeis, Otto S. (1998) Arenedicarboximide building blocks for fluorescent photoinduced electron transfer pH sensors applicable with different media and communication wavelengths. CHEMISTRY-A EUROPEAN JOURNAL, 4 (9). pp. 1810-1815. ISSN 0947-6539, 1521-3765

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Abstract

N-(aminoalkyl)-4-chloronaphthalene-1,8-dicarboximides 1, N-(aminoalkyl)-4-acetamidonaphthalene- 1,8-dicarboximides 3 and N,N'-bis(aminoalkyl)-perylene-3,4:9,10-tetracarboxydiimides 4 show good fluorescent off-on switching in aqueous alcoholic solution with protons as required for fluorescent PET sensor design. The excitation wavelengths lie in the ultraviolet (lambda(max) = 345 and 351 nm) for 1 and 3 and in the blue-green (lambda(max) = 528, 492 and 461 nm) for 4: the emission wavelengths lie in the violet (lambda(max) = 405 nm) for 1, in the blue (lambda(max) = 474 nm) for 3 and in the yellow-orange (lambda(max) = 543 and 583 nm) for 4. Compound 4b shows substantial fluorescence enhancement with protons when immobilized in a poly(vinylchloride) matrix, provided that 2-nitrophenyloctyl ether plasticizer and potassium tetrakis(4-chlorophenyl)borate additive are present to prevent dye crystalization and to facilitate proton diffusion into the membrane, respectively.

Item Type: Article
Uncontrolled Keywords: 3,4,9,10-PERYLENETETRACARBOXYLIC DIANHYDRIDE DYES; CHEMICAL SENSORS; CHARGE-TRANSFER; EXCITED-STATE; ANIONIC ADDITIVES; LUMINESCENCE; PHOTOCHEMISTRY; RECOGNITION; DERIVATIVES; PROTONATION; fluorescence; membranes; photoinduced electron transfer; pH sensors; sensors
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Feb 2023 09:30
Last Modified: 16 Feb 2023 09:30
URI: https://pred.uni-regensburg.de/id/eprint/49537

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