Macromolecular hemicyanine cationic fluorescent dye and preparation method thereof

A technology for fluorescent dyes and hemicyanine, which is applied in the field of preparation of macromolecular hemicyanine cationic fluorescent dyes, and can solve the problems of less macromolecular fluorescent dyes and the like

Active Publication Date: 2016-10-12
南通市隆润化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, most of the research reports on fluorescent dyes at home and abroad are small molecule fluorescent dyes, while macromolecular fluorescent dyes are rarely involved.

Method used

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  • Macromolecular hemicyanine cationic fluorescent dye and preparation method thereof
  • Macromolecular hemicyanine cationic fluorescent dye and preparation method thereof
  • Macromolecular hemicyanine cationic fluorescent dye and preparation method thereof

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Embodiment 1

[0026] This implementation case provides a method for preparing a macromolecular semicyanine cationic fluorescent dye. The specific preparation method includes the following steps:

[0027] 1, Preparation of 6-bromohexanoic acid pyridinium salt

[0028] Dissolve 4-picoline and 6-bromohexanoic acid in a molar ratio of 1:1.1 in ethanol, and react under reflux at 80°C for 24 hours to obtain 6-bromohexanoic acid pyridinium salt with the structural formula (II):

[0029] (II).

[0030] 2. Preparation of styrene pyridinium salt dye

[0031] Dissolve 6-bromohexanoic acid pyridinium salt (II) and 4-diethylaminobenzaldehyde in a molar ratio of 1:1 in ethanol, use piperidine as a catalyst, reflux at 80°C for 24 hours, and purify by chromatography to obtain styrene The structural formula of pyridinium salt dye is (Ⅲ):

[0032] (Ⅲ).

[0033] 3. Preparation of macromolecular semicyanine cationic fluorescent dyes

[0034] Styrene pyridinium dye (Ⅲ), 4-(4,6-dimethoxy-1,3,5,-triazi...

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Abstract

The invention discloses a preparation method of a macromolecular hemicyanine cationic fluorescent dye. The method includes: dissolving 6-bromo-n-caproic acid and 4-methylpyridine in ethanol, conducting oil bath heating, carrying out refluxing reaction to obtain 6-bromo-n-caproic acid pyridinium; dissolving 6-bromo-n-caproic acid pyridinium and 4-diethylaminobenzaldehyde in ethanol, taking piperidine as the catalyst, conducting oil bath heating, carrying out refluxing reaction, and performing chromatographic purification to obtain a styryl pyridinium dye; dissolving carboxymethyl chitosan in water, adding the styryl pyridinium dye and a 4-(4, 6-dimethoxy-1, 3, 5,-triazine-2-yl)-4-methylmorpholine hydrochloride hydrate, and carrying out water bath heating reaction to obtain the macromolecular hemicyanine cationic fluorescent dye. According to the invention, small molecule styryl pyridinium dye and carboxymethyl chitosan are combined by an amido bond, so that the dye molecule has the color development structure of styryl pyridinium fluorescent dye, has a fluorescent effect, and also has the structure and properties of carboxymethyl chitosan macromolecules themselves.

Description

technical field [0001] The invention belongs to the field of preparation of fluorescent materials, in particular to a preparation method of a macromolecular semicyanine cationic fluorescent dye. Background technique [0002] In recent years, organic fluorescent dyes have been applied in various fields of industry and civil use. Organic fluorescent solvent dyes have been widely used in organic fluorescent pigments and coatings, fluorescent dyes for plastics and artificial fibers, optical brighteners, organic scintillators, flaw detection for rockets and ships and large equipment, organic fluorescence in chemical and electrochemiluminescent bodies sources, fluorescent chemical analysis, fluorescent tracer in biology and medicine, and fluorescent sources in military affairs etc. . [0003] Before the present invention was made, the Chinese invention patent (CN 101424055 A) disclosed a method for fluorescent dyeing of acrylic fibers, which provided a method for dyeing acrylic ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B69/10C09K11/06
CPCC09B69/105C09K11/06C09K2211/1029
Inventor 汤松松陈国强秦传香于鹏美张伟
Owner 南通市隆润化工有限公司
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