Novel carbamate-containing azo disperse dye and preparation and application thereof

A technology of disperse dyes and carbamic acid, applied in the preparation of azo dyes, azo dyes, organic dyes, etc., can solve the problems of slow fiber diffusion rate, slow dyeing rate, low solubility, etc., to reduce water solubility, Effect of increasing van der Waals forces, increasing molecular volume and molecular weight

Inactive Publication Date: 2019-03-26
SHAOXING UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its low solubility and slow diffusion rate in the fiber, the dyeing

Method used

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  • Novel carbamate-containing azo disperse dye and preparation and application thereof
  • Novel carbamate-containing azo disperse dye and preparation and application thereof
  • Novel carbamate-containing azo disperse dye and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1. Molecular structural formula of dye

[0037]

[0038] 2. Reaction equation

[0039]

[0040] 3. Synthesis process:

[0041] Add 6.00g of purified and vacuum-dried raw dye C.I. Disperse Red 1 into a 500ml three-necked flask, add 300ml of dehydrated dichloromethane as a solvent, stir fully to dissolve the disperse dye completely, and then accurately measure 2.90 ml of isocyanate compound, quickly added to the solution and allowed to fully stir to dissolve, then slowly drop 6ml of dehydrated triethylamine into the reactor, and react at room temperature for 3 to 6 hours. TLC spotting to track the reaction process, after the reaction is completed, mix with 100ml of dilute acid solution and extract the liquid to obtain the dye solution, remove the dichloromethane solvent from the dye solution by rotary evaporation, and then add an appropriate amount of 10% sodium carbonate solution Wash and filter, and finally wash with water to obtain 8.10 g of crude product.

[...

Embodiment 2

[0061] (1) Molecular structural formula of dye

[0062]

[0063] (2) Reaction equation

[0064]

[0065] (3) Synthesis process

[0066] Add 4.00g of purified and vacuum-dried raw dye 2 (self-made diazo-coupled dye intermediate) into a 500ml three-necked flask, add 300ml of dehydrated dichloromethane as a solvent, stir fully to dissolve the disperse dye completely , then accurately measure 3.56ml of isocyanate compound, quickly add it into the solution and allow it to fully stir to dissolve, then slowly add 3ml of dehydrated triethylamine dropwise into the reactor, and react at room temperature for 3 to 6 hours. TLC spotting to track the reaction process, after the reaction is completed, mix with 100ml of dilute acid solution and extract the liquid to obtain the dye solution, remove the dichloromethane solvent from the dye solution by rotary evaporation, and then add an appropriate amount of 10% sodium carbonate solution Wash and filter, and finally wash with water to o...

Embodiment 3

[0085] (1) Molecular structural formula of dye

[0086]

[0087] (2) Reaction equation

[0088]

[0089] (3) Synthesis process

[0090]Add 4.00g of purified and vacuum-dried original dye C.I. Disperse Blue 106 to a 500ml three-necked flask, add 300ml of dehydrated dichloromethane as a solvent, stir fully to dissolve the disperse dye completely, and then accurately measure 1.66 ml of isocyanate compound, quickly added to the solution and allowed to fully stir to dissolve, then slowly drop 6ml of dehydrated triethylamine into the reactor, and react at room temperature for 3 to 6 hours. TLC spotting to track the reaction process, after the reaction is completed, mix with 100ml of dilute acid solution and extract the liquid to obtain the dye solution, remove the dichloromethane solvent from the dye solution by rotary evaporation, and then add an appropriate amount of 10% sodium carbonate solution Wash and filter, and finally wash with water to obtain 5.49 g of crude produc...

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Abstract

The invention discloses a novel carbamate-containing azo disperse dye and preparation and applications thereof. The dye has the advantages that a terminal hydroxyl in a disperse dye is reacted with acompound with an isocyanate to form a characteristic group: carbamate-OCONH-, so that an organic group is grafted and introduced and the molecular weight and the molecular volume of the dye are appropriately increased to increase the affinity between azo disperse dye molecules and fibers; and when the prepared novel carbamate-containing azo disperse dye is applied to chinlon or spandex fabric dyeing, the dye has better dye uptake and color depth value and the washing fastness, the sublimation fastness and the light fastness are obviously improved at the same time.

Description

Technical field: [0001] The invention relates to a novel disperse dye, in particular to a novel carbamate-containing azo disperse dye and its preparation and use. Background technique: [0002] Disperse dyes were originally a kind of dyes that came into being due to the development of acetate fibers, so they are also called acetate dyes. Later, it developed rapidly with the development of synthetic fibers, and is currently mainly used for dyeing polyester fibers. With the continuous improvement and expansion of production technology and scale, the varieties of disperse dyes are constantly enriched, and people have higher and higher requirements for the application performance of disperse dyes. The development of dyes with high color development strength and high color fastness has become the current development of dyes. focus. At the same time, various new fibers such as polylactic acid fiber, polyamide fiber, polyurethane fiber and differentiated polyester easy-to-dye fib...

Claims

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Application Information

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IPC IPC(8): C09B43/00D06P1/18D06P3/26
Inventor 钱红飞方帅军
Owner SHAOXING UNIVERSITY
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