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Thermoplastic fluorescent pigment

A fluorescent pigment and thermoplastic technology, applied in luminescent materials, anthracene dyes, powder coatings, etc., can solve the problems of limited solubility and light color of fluorescent dyes

Inactive Publication Date: 2004-08-25
CLARIANT FIANCE (BVI) LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is the limited solubility of fluorescent dyes in polyureas and polyurethanes, resulting in relatively light colored pigments

Method used

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  • Thermoplastic fluorescent pigment
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  • Thermoplastic fluorescent pigment

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Into a four-neck flask equipped with a stirrer, a reflux condenser and a thermocouple were charged 200 parts of isophorone diisocyanate, 38.5 parts of p-toluenesulfonamide and 10 parts of triethylamine. While stirring the mixture, its temperature was raised to 70°C, and the reaction was carried out for 1.5 hours to obtain a liquid prepolymer. The prepolymer thus obtained was mixed with 7.2 parts of the fluorescent dye Solvent Yellow 160 at a temperature of 50-60°C.

[0049] Separately, an aqueous protective glue solution was prepared by dissolving 6.0 parts of an acrylamide / sodium acrylate copolymer (CYNAMER 370 produced by Cytec Industries) in 2000 parts of water. After raising the temperature of the aqueous solution to 70° C., 10 parts of triethylamine was added, and the mixture was stirred at 7000 rpm with a high-speed stirrer. When the protective colloid solution was stirred, 120 parts of isophorone diamine was added, and then the liquid prepolymer was slowly added...

Embodiment 2

[0056] Into a four-neck flask equipped with a stirrer, a reflux condenser and a thermocouple were charged 200 parts of isophorone diisocyanate, 38.5 parts of p-toluenesulfonamide and 10 parts of triethylamine. While stirring the mixture, its temperature was raised to 70°C, and the reaction was carried out for 1.5 hours to obtain a liquid prepolymer. The reaction solution was treated with 5.0 parts of oxalic acid to neutralize excess triethylamine. The prepolymer thus obtained was mixed with 7.2 parts of the fluorescent dye Basic Yellow 40 at a temperature of 50-60°C.

[0057] Separately, an aqueous protective glue solution was prepared by dissolving 6.0 parts of an acrylamide / sodium acrylate copolymer (CYNAMERP-21 produced by Cytec Industries) in 2000 parts of water. After raising the temperature of the aqueous solution to 70° C., the mixture was stirred at 7000 rpm with a high-speed stirrer. While the aqueous protective colloid solution was being stirred, 120 parts of isoph...

Embodiment 3

[0062] 150 parts of isophorone diisocyanate, 50 parts of 2,4-toluene diisocyanate, 38.5 parts of p-toluenesulfonamide and 10 parts of triethylamine. While stirring the mixture, its temperature was raised to 70°C, and the reaction was carried out for 1.5 hours to obtain a liquid prepolymer. The prepolymer thus obtained was mixed with 0.80 parts of Basonyl red 485 and 4.3 parts of Basonyl red 560 at a temperature of 50-60°C.

[0063] Separately, prepare 2000 parts of protective colloid aqueous solution in water with the operation of Example 1. After raising the temperature of the aqueous solution to 70° C., 10 parts of triethylamine was added, and the mixture was stirred at 7000 rpm with a high-speed stirrer. While the protective colloid solution was being stirred, a mixture of 52.8 parts of isophoronediamine and 85.6 parts of pentaerythritol was added, and then the liquid prepolymer was slowly added to the protective colloid solution within 0.5 hours to obtain a bright pink s...

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Abstract

The invention relates to a thermoplastic fluorescent pigment obtained by the condensation of a diisocyanate prepolymer and an aliphatic diamine, a cycloaliphatic diamine or a mixture of a diamine and a polyol in the presence of a fluorescent dye, wherein the prepolymer is obtained by the reaction of an aromatic sulfonamide with an excess of aliphatic, cycloaliphatic and / or or aromatic diisocyanate, and wherein the molar excess of diisocyanate in the prepolymer equals the molar amount of the aliphatic diamine, the cycloaliphatic diamine or the mixture of a diamine and polyol present in the condensation suspension.

Description

[0001] The present invention provides thermoplastic fluorescent pigments with improved solvent resistance which are suitable for coloring a variety of materials including plastics, especially polyolefins, as well as paints, inks and textiles. Background of the invention [0002] It is known in the past to prepare thermoplastic pigments by reacting dicarboxylic acids with difunctional alcohols, diamines and / or alkanolamines. US 3,922,232 (Schein) discloses certain resinous precondensates derived from polyfunctional acid components and polyhydroxy compounds as substrates for fluorescent dyes. However, since the softening temperature of the obtained thermoplastic fluorescent pigment does not exceed 150°C, this method has many disadvantages. In addition, they are soluble in many organic solvents, so their applications are limited. [0003] Furthermore, US 6,103,006 (DiPietro) discloses thermoplastic fluorescent pigments in which fluorescent dyes are reactively introduced and cova...

Claims

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Application Information

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IPC IPC(8): C08F14/14C08K5/00C08K5/3437C08L75/00C09B5/62C09B57/14C09B67/20C09C3/10C09D5/03C09D7/12C09D11/00C09K11/06
CPCC09K2211/1011C09B67/0061C08K5/0041C09K2211/1483C09K2211/1466C09K2211/1059C08F14/14C09K2211/1037C09K2211/1044C09K2211/1416C09K11/06C08L75/02C09B67/006
Inventor B·L·考尔J·-C·加拉西特N·N·巴拉斯科夫T·C·莫洛伊R·刘
Owner CLARIANT FIANCE (BVI) LTD
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