Amino-chloro-benzene-containing quaternary ammonium salt type fluorescent whitener, synthesizing method thereof and applications

An aminochlorophenyl group, fluorescent whitening agent technology, applied in the direction of luminescent/fluorescent substance addition, bleaching products, washing composition dyes, etc., can solve the problems of easy precipitation, strong acid resistance and poor light fastness, etc. The whiteness is stable, the scope of application is expanded, and the dyeing rate and fixing rate are good.

Inactive Publication Date: 2008-11-19
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, most triazine-DSD acid fluorescent whitening agents have the disadvantages of

Method used

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  • Amino-chloro-benzene-containing quaternary ammonium salt type fluorescent whitener, synthesizing method thereof and applications
  • Amino-chloro-benzene-containing quaternary ammonium salt type fluorescent whitener, synthesizing method thereof and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] In a 500ml three-necked flask (ice-water bath), add a mixture of 60g deionized water and 180g ice and 7.40g cyanuric chloride, keep the temperature at 5°C, stir vigorously to disperse evenly, add 5.10g p-aminochlorobenzene, and adjust the pH at 2.0 About 10°C after 2.5 hours of reaction; rise to 40°C in a constant temperature water bath, add 7.39g of DSD acid, adjust the pH value to 3.5, and react for 2.5h; then heat up to 85°C, add 5.96g of triethanolamine, adjust When the pH value reaches 8.5, react for 3.0 hours, and dry to obtain a solid product, which is a quaternary ammonium salt type fluorescent whitening agent, with a yield of 89.2%.

Embodiment 2

[0018] In a 500ml three-neck flask (ice-water bath), add a mixture of 60g deionized water and 180g ice and 7.40g cyanuric chloride, keep the temperature at 0°C, stir vigorously to disperse evenly, add 5.10g p-aminochlorobenzene, and adjust the pH at 2.0 About 10°C after 2.5 hours of reaction; rise to 40°C in a constant temperature water bath, add 7.39g of DSD acid, adjust the pH value to 4.5, and react for 2.5h; then raise the temperature to 78°C, add 4.10g of triethylamine, Adjust the pH value to 7.8, react for 3.0 hours, and dry to obtain a solid product, which is a quaternary ammonium salt type fluorescent whitening agent, with a yield of 86.3%.

Embodiment 3

[0020] In a 500ml three-neck flask (ice-water bath), add a mixture of 60g deionized water and 180g ice and 7.40g cyanuric chloride, maintain the temperature at 3°C, stir vigorously to disperse evenly, add 5.10g p-aminochlorobenzene, and adjust the pH at 2.0 About 10°C after 2.5 hours of reaction; rise to 45°C in a constant temperature water bath, add 7.39g of DSD acid, adjust the pH to 4.2, and react for 2.5h; then raise the temperature to 80°C, add 4.61g of N-methyl For morpholine, adjust the pH value to 8.0, react for 3.0 hours, and dry to obtain a solid product that is a quaternary ammonium salt-type fluorescent whitening agent, with a yield of 85.0%.

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Abstract

The invention relates to a series of fluorescent whitening agents containing amino chlorophenyl group quaternary ammonium salt, as well as synthesis and an application of the same. The series of fluorescent whitening agents is mainly applied to papermaking paint printing ink and textile. The synthesis adopts the following steps that: a. cyanuric chloride reacts with amino-chloro-benzene at a temperature between 0 and 5 DEG C for 2.5 h, with pH value controlled to be between 1.8 and 2.1, so as to synthesize one-step condensation product; b. the one-step condensation product reacts with 4, 4'-diaminodiphenylethylene-2, 2'-disulfonic acid at a temperature between 40 and 45 DEG C for 2.5 h, with pH value controlled to be between 3.5 and 4.5, so as to synthesize two-step condensation product; c. the two-step condensation product reacts with a series of tertiary amine compounds at a temperature between 78 and 85 DEG C for 3.0 h, with pH value controlled to be between 7.8 and 8.5, so as to synthesize a series of triazine-DSD acidic fluorescent whitening agents containing amino chlorophenyl group quaternary ammonium salt. Application results show that: the fluorescent whitening agents can be used under neutral/alkaline conditions, and has higher dye uptake rate and better whitening effect under acidic conditions.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, and provides a series of quaternary ammonium fluorescent whitening agents containing aminochlorophenyl groups and their synthesis and application. Background technique [0002] Triazine-DSD acid fluorescent whitening agent, that is, triazine aminostilbene fluorescent whitening agent, is widely used in papermaking, textile, coating, detergent and other industries because of its high cost performance, and has become a research topic at home and abroad. And one of the most produced fluorescent whitening agents. The traditional triazine-DSD acid fluorescent whitening agent, due to the good water solubility of the anionic sulfonic acid group, has poor affinity with polyamide fiber and acetate fiber of hydrophobic fabrics, the dyeing rate is not high, and the whitening effect is average. At the same time, the traditional fluorescent whitening agent has poor acid resistance, is easy to precipita...

Claims

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Application Information

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IPC IPC(8): C07D251/70D21H21/30D06L3/12C11D3/42D06L4/60D06L4/614
Inventor 曹成波陶武松
Owner SHANDONG UNIV
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