Single azo based pyridine ketone dye and preparation method and application thereof

A technology of monoazopyridone and dyes, applied in monoazo dyes, azo dyes, dyeing methods, etc., can solve the problems of poor thermal migration fastness and sublimation fastness, and achieve dry cleaning and sun resistance Effects of fastness, color stability, affinity enhancement

Inactive Publication Date: 2016-04-20
HANGZHOU FLARIANT SPECIALTY
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AI-Extracted Technical Summary

Problems solved by technology

[0008] The invention provides a monoazopyridone dye, which solves the problems of poor therma...
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Abstract

The invention discloses a single azo based pyridine ketone dye and a preparation method and application thereof. The structural formula of the single azo based pyridine ketone dye is as shown in formula (I). A pyridine ring of a coupled component of the single azo based pyridine ketone dye is provided with a substituent group (the formula can be found in the description), the ether group and polyester fibers in the substituent group have good appetency, the attached dye is not prone to transference from the interior of the fibers to the surface of the fibers even at a high temperature, color change does not happen easily, other fabrics are not stained easily in the ironing process, and thermal migration fastness and sublimation fastness of the dye are greatly improved through the large molecular weight and the ether group so that fabrics can maintain good dyefastness; besides, electron withdrawing substituents such as a methoxy group, nitryl and chlorine elements are introduced to the para-position of a diazo group of the diazo component of the single azo based pyridine ketone dye, or the nitryl is introduced to the meta-position of the diazo group, so that the color of the single azo based pyridine ketone dye is deepened; meanwhile, the nitryl or the chlorine elements is/are introduced to the ortho-position of the diazo group, and the hyperchromic effect is further improved.

Application Domain

Monoazo dyesDyeing process

Technology Topic

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  • Single azo based pyridine ketone dye and preparation method and application thereof
  • Single azo based pyridine ketone dye and preparation method and application thereof
  • Single azo based pyridine ketone dye and preparation method and application thereof

Examples

  • Experimental program(11)
  • Effect test(1)

Example Embodiment

[0034] Example 1
[0035] In this embodiment, a monoazopyridone dye, the structural formula is as shown in formula (I-1):
[0036]
[0037] The preparation method of the monoazopyridone dye is:
[0038] 1) Mix water, methyl cyanoacetate and phenoxyethoxypropylamine with a volume ratio of 1:1:2 at 50-55°C for 2 hours, then add methyl acetoacetate and heat up to 85-90°C for heat preservation and reaction After 12 hours, the coupling component represented by formula (1) is obtained:
[0039]
[0040] 2) Add 33g of nitrosyl sulfuric acid to a 100ml flask, control the temperature at 10-30°C, slowly add 16.8g of 2-nitro-4 methoxyaniline to the flask, add heat preservation reaction to diazonium Complete conversion (a small amount of to the ice water is clear and transparent is qualified), and the diazonium salt is obtained;
[0041] 3) Add 400 mL of water, 80 mL of sodium acetate, and 60 mL of coupling components to a 1000 mL beaker, stir until the dissolution is complete, add ice to control the temperature at about 0°C, and slowly add the above-prepared diazonium salt for coupling. The coupling component is controlled to be slightly excessive, and when the end point is reached, the temperature is raised to 80°C for 1 hour, filtered and washed with water until it is neutral to obtain the monoazopyridone dye represented by formula (I-1).

Example Embodiment

[0042] Example 2
[0043] In this embodiment, a monoazopyridone dye has the structural formula shown in formula (I-2):
[0044]
[0045] Refer to Example 1 for the preparation method of the monoazopyridone dye.

Example Embodiment

[0046] Example 3
[0047] In this embodiment, a monoazopyridone dye, the structural formula is as shown in formula (I-3):
[0048]
[0049] Refer to Example 1 for the preparation method of the monoazopyridone dye.
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Description & Claims & Application Information

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