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Fluorescent whitening agent containing p-aminobenzoic acid group quaternary ammonium salt, synthesis and use thereof

A technology of para-aminobenzoic acid and fluorescent whitening agent, which can be used in the addition of luminescent/fluorescent substances, bleaching products, dyes of washing compositions, etc., can solve the problems of strong acid resistance, poor light fastness, easy precipitation, etc. The effect of stability, expanding the scope of application, improving adhesion and washing fastness

Inactive Publication Date: 2008-11-05
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 strong acid resistance and light fastness, and are easy to precipitate under acidic conditions.

Method used

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  • Fluorescent whitening agent containing p-aminobenzoic acid group quaternary ammonium salt, synthesis and use thereof
  • Fluorescent whitening agent containing p-aminobenzoic acid group quaternary ammonium salt, synthesis and use thereof

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 0°C, stir vigorously to disperse evenly, add 5.49g p-aminobenzoic acid, and adjust the pH value at 2.0 or so, rise to 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 value to 4.5, and react for 2.0h; then raise the temperature to 85°C, add 5.96g of triethanolamine, Adjust the pH value to 8.5, 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 83.0%.

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 3°C, stir vigorously to disperse evenly, add 5.49g p-aminobenzoic acid, and adjust the pH value at 2.0 or so, rise to about 10°C after 2.5 hours of reaction; rise to 41°C in a constant temperature water bath, add 7.39g of DSD acid, adjust the pH value to 4.2, and react for 2.0h; 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 87.2%.

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, keep the temperature at 2°C, stir vigorously to disperse evenly, add 5.49g p-aminobenzoic acid, and adjust the pH value at 2.0 or so, rise to 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, react for 2.0h; then raise the temperature to 83°C, add 4.61g of N-formazol Based on morpholine, adjust the pH value to 8.1, 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 76.4%.

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PUM

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Abstract

The invention relates to a series of whitening agents containing p-aminophenyl formic acid radical hyamine fluorescence as well as synthesis and applications thereof; the series of whitening agent are mainly applied to paper making, dope, printing ink and weaving. The invention adopts the following synthetic steps of: a, using cyanuric chloride to react with p-aminophenyl formic acid for 2.5h under the temperature of 0 to 5 DEG C, controlling the pH between 1.8 to 2.1 and synthesizing a primary condensation product; b, using the primary condensation product to react with 4, 4'-Diaminostilbene-2, 2'-disulfonic acid for 2.0h under the temperature of 40 to 45 DEG C, controlling the pH between 3.5 to 4.5 and synthesizing a secondary condensation product; c, using the secondary condensation product to react with a series of tertiary amine compounds for 3.0h under the temperature of 78 to 85 DEG C, controlling the pH between 7.8 to 8.3 and synthesizing a series of p-aminophenyl formic acid radical hyamine triazine-DSD acid fluorescence whitening agents. The application result shows that; the whitening agents not only can be used under neutral conditions and alkaline conditions, but also has higher dying rate under acidic conditions and better whitening effect.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, and provides a series of quaternary ammonium salt-type fluorescent whitening agents containing p-aminobenzoic acid 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 ...

Claims

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Application Information

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