Hemicyanine fluorescent dye and preparation method and application thereof

A technology for fluorescent dyes and hemicyanine, which is applied in the field of fluorescent dyes, can solve the problems of limited application scope and the like, and achieves the effects of high yield, simple preparation process and bright color.

Inactive Publication Date: 2014-01-22
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Before the present invention was made, the Chinese invention patent (CN101424055) disclosed a technique for applying semicyanine dyes in textile dyeing. It uses styrene pyridinium salt as cationic fluorescent dye, and the provided semicyanine Cyanine fluorescent dyes can only be used to dye acrylic fibers, and the scope of application is limited

Method used

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  • Hemicyanine fluorescent dye and preparation method and application thereof
  • Hemicyanine fluorescent dye and preparation method and application thereof
  • Hemicyanine fluorescent dye and preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0023] This embodiment provides a synthetic method of a semicyanine fluorescent dye with a novel structure, and the specific steps are as follows:

[0024] Dissolve 4.425g (0.025mol) of N,N-diethylbenzaldehyde in 100mL of n-butanol, then add 2.325g (0.025mol) of 4-methylpyridine, and stir the reaction at 100°C for 4 hours. The reaction process was monitored by thin-layer chromatography, and the developing solvent was dichloromethane and petroleum ether (4:1). After the reaction was complete, 2.897 g (0.025 mol) of n-butanol solution of 2-chloroethylamine hydrochloride was added dropwise to the above reaction solution, and the reaction was carried out at a temperature of 75°C for 24 hours. After the reaction, the n-butanol was evaporated with a rotary evaporator, and the final product was precipitated in acetone, filtered, and vacuum-dried to obtain 7.2 g of the product with a yield of 87%.

[0025] The product was characterized by infrared spectroscopy, NMR, and mass spectrom...

Embodiment 3

[0034] The half cyanine fluorescent dye provided by Application Example 1 is used to dye silk fabrics, and the cross-linking dyeing process is shown in the attached Figure 8 ;Cross-linking dyeing adopts two-dipping and two-rolling process, the amount of dye is 0.5g / L, the bath ratio is 1:20, the fabric is soaked in the dye solution at room temperature for 3 minutes, and the excess dye solution is removed with a padding car to keep the amount of liquid at 70%. Let dry at room temperature. Soak the fabric in 5% (wt / wt) cross-linking agent DAST for 3 minutes, take it out and use a paddle to remove excess dye solution, keep the amount of liquid at 70%, cross-link in an oven at 60°C for 10 minutes, and finally soap and wash with water ,drying. See attached Figure 7 , It can be seen from the reflectance curve of the dyed silk fabric that the reflectance of the dyed silk fabric is greater than 100% at 600-700 nm, indicating that it has a good fluorescent effect.

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Abstract

The invention discloses a hemicyanine fluorescent dye and a preparation method and application of the hemicyanine fluorescent dye. The hemicyanine fluorescent dye is obtained through the steps of adding 4-methylpyridine and N, N-diethyl-benzaldehyde into n-butanol according to the mole ratio of one to one, enabling the mixture to react for 4 hours to 6 hours at the temperature ranging from 100 DEG C to 105 DEG C, then, adding 2-chloroethylaminehydrochloride with the molar weight same as the molar weight of the 4-methylpyridine to the solution, enabling the mixture to react at the temperature ranging from 75 DEG C to 80 DEG C, and conducting column chromatography isolation. The hemicyanine fluorescent dye is simple in preparation process and high in productivity, and has good linear optical performance and non-linear optical performance. The dye simultaneously contains cation dye functional groups N<+> and crosslinking dye functional groups NH[2], can be used for dyeing of acrylic fibers, cotton fibers, silk fibers and wool fibers, and is wide in application range. The produced obtained through dyeing is bright in color and good in fluorescence effect.

Description

technical field [0001] The invention relates to a fluorescent dye, in particular to the preparation and application of a semicyanine fluorescent dye which can be used as a cationic dye and a crosslinking dye. Background technique [0002] The visual effect of fluorescent dyes includes both the color produced after selective absorption of visible light and the fluorescence emitted by them. It is a kind of functional dye, which not only has the coloring performance of conventional dyes, but also emits fluorescence, which improves the saturation and vividness of fabrics. The earliest fluorescent dyes used in textiles are Rhodin Red and its derivatives, which can be applied to the dyeing of textile fibers such as silk and polyester nylon to obtain brightly colored fabrics. At present, most of the fluorescent dyes used in textiles on the market are disperse dyes, which are mainly used for dyeing polyester, and a small amount is used for dyeing nylon and acetate fibers. In addi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B23/14C09K11/06C07D213/38D06P1/00D06P3/70D06P3/04
Inventor 陈国强张伟邢铁玲秦传香毕力
Owner SUZHOU UNIV
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