A kind of polythiophene derivative containing naphthalene group in side chain and its preparation method and application
A technology of polythiophene derivatives and methylthiophene, which is applied in the field of fluorescence sensing and detection, can solve problems such as easy photobleaching, and achieve the effects of improving sensitivity, enhancing interaction, and simple and easy preparation method.
Inactive Publication Date: 2017-05-03
TIANJIN UNIVERSITY OF TECHNOLOGY
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[0004] The currently reported ATP fluorescent probes are mainly some small molecule fluorescent dyes, such as derivatives of pyrene, anthracene, acridone, xanthene, coumarin, and naphthalene diimide. prone to photobleaching
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[0030] A polythiophene derivative containing a naphthalene group in the side chain, which is a combination of 4-methyl-3-(3'-trimethylammonium chloride propoxy)-thiophene and 3-(naphthalene amidoethyl)thiophene Copolymer, its structural formula is:
[0031]
[0032] Its preparation method, the steps are as follows:
[0033] 1) Synthesis of 3-methoxy-4-methylthiophene
[0034] Add 27.6mmol 3-bromo-4-methylthiophene and 17.4mol cuprous bromide to 18mL sodium methoxide-methanol solution with a concentration of 28wt%, then add 7mL solvent nitrogen methylpyrrolidone to obtain a mixed solution, under nitrogen protection Reflux for 3 days, after cooling to room temperature, filter off the solid, the filtrate was extracted with ether, and the obtained organic phase was washed with anhydrous MgSO 4 After drying, the solvent was evaporated to dryness, and the crude product was purified by column chromatography using n-hexane as the eluent to obtain 13.25 g of 3-methoxy-4-methylthio...
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A polythiophene derivative with a side chain containing naphthalene groups is a copolymer of 4-methyl-3-(4'-trimethyl ammonium chloride propoxy)-thiophene and 3-(naphthalene amide ethyl) thiophene. The structural formula of the polythiophene derivative can be seen in the specification. The polythiophene derivative with the side chain containing the naphthalene groups serves as a fluorescent probe material used for detecting triphosadenine. The polythiophene derivative with the side chain containing the naphthalene groups has the advantages that the polythiophene derivative is a pi-conjugated polymer and is extremely sensitive to outside stimulation, release of dye optical signals is controlled by the polymer chain conformation, the two functional groups of quaternary ammonium salt and naphthalene are introduced in the side chain of the polythiophene derivative to enhance the interaction of the polythiophene derivative and triphosadenine, the color of a probe solution and the fluorescence intensity can still be obviously changed under extremely low detection concentration, and the detection sensitivity is greatly improved; a probe is quick in response to triphosadenine, high in selectivity and good in water solubility, and a preparing method of the polythiophene derivative is simple and easy to implement, low in cost and obvious in economic technology effect.
Description
technical field [0001] The invention belongs to the technical field of fluorescence sensing and detection, in particular to a polythiophene derivative containing a naphthalene group in a side chain, a preparation method and application thereof. Background technique [0002] As an important method in modern analytical chemistry, fluorescence analysis technology uses fluorescent molecular probes as optical signal reagents to enhance or quench the fluorescence intensity and red-shift or blue-shift the emission wavelength through the combination of the probe material and the target. Analytical detection technology that changes the fluorescent optical signal. The method has the advantages of convenience and quickness, in-situ real-time detection, high sensitivity and high selectivity, etc., and can convert the change information such as microenvironmental biochemical effects into optical signals, which is convenient for the analysis and detection of microenvironment performance. ...
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IPC IPC(8): C08G61/12G01N21/64
Inventor 陆燕段晶晶
Owner TIANJIN UNIVERSITY OF TECHNOLOGY