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Synthesis and Properties of Chiral Fluorescent Chemosensors

Author: MengJie
Tutor: ChengYiXiang
School: Nanjing University
Course: Organic Chemistry
Keywords: Binaphthol 8 - hydroxyquinoline quinoline Binaphthyl diamine Chiral polymers Fluorescent sensors Zn2 identification
CLC: TP212.2
Type: Master's thesis
Year: 2011
Downloads: 111
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Abstract


Fluorescence sensor (Fluorescent Chemosensor) are a class of molecules can, Ion Recognition event signal is asserted by a fluorescent molecule expression. Fluorescence detection technology is convenient, fast, high sensitivity, good selectivity, etc., have been widely used in chemical, biological and medical fields. This thesis is based on research work has focused on 2,2 '- binaphthol chiral polymer synthesis and fluorescent properties of the sensor, as well as based on the 8 - hydroxyquinoline chiral recognition of Zn2 Synthesis and fluorescence properties of the sensor . One based on 2,2 '- binaphthol chiral polymer synthesis and fluorescent properties of the sensor through the (S) -6,6' - di-n-butyl-3, 3'- two aldehyde -1,1 '- binaphthyl (SM-1) and (S)-BINAM nucleophilic addition - elimination reaction of containing (S}-BINOL and (S)-BINAM structural unit chiral polymer P-1, by NaBH4 reduction to obtain a polymer P-2. focuses on the group P-1 of the five guest molecules ((D) - / (L) - phenylalaninol, (D) - / (L) - mandelic acid, (D) - - (L) - Phenylglycinol, (D) - / (L) - amino-propanol and (R) - / (S) - methylbenzylamine) fluorescent Recognition found 对 polymer P-1 (D ) - / (L) - Phenylglycinol chiral recognition good effect, and reducing the resulting P-2 and no special effect for the (D) - Phenylalaninol, the polymer P-1 in the main object molar ratio of 1:100, ef value reaches 6.85, choose the effect is very obvious identification; and findings, P-1 can be used to detect phenylalaninol enantiomeric composition 2. Based on 8 - hydroxy quinoline for Zn2 recognition chiral synthesis and fluorescent properties of the sensor with 2 - aldehyde 8 - Hydroxy quinoline as the main raw material, respectively, and o-phenylenediamine, (1R, 2R) - diaminocyclohexane, (S) -2,2 '- diamino-1, 1' - binaphthyl amine nucleophilic addition - elimination reaction of the Schiff base compounds three CS1, CS2 and CS3. focus on their use as small molecules fluorescent sensors for metal ions Zn2, Na, K, Mg2, Ca2, Co2, Ag, Cd2, Ni2, and Pb2 choices Recognition Research results show that CS1, CS2 compared to chiral compounds showed CS3 for Zn2 very strong fluorescence response, a 10-fold increase in multiples, although there is a weak Ag interference, but in general, CS3 has a good selectivity for Zn2 and Recognition can be used as a class of fluorescent sensors for Zn2 identification with potential practical value.

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