CN111269586A - Disperse black dye composition, disperse black dye preparation and application thereof - Google Patents

Disperse black dye composition, disperse black dye preparation and application thereof Download PDF

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CN111269586A
CN111269586A CN202010134567.3A CN202010134567A CN111269586A CN 111269586 A CN111269586 A CN 111269586A CN 202010134567 A CN202010134567 A CN 202010134567A CN 111269586 A CN111269586 A CN 111269586A
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disperse
blue
dye
dye composition
dyeing
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CN111269586B (en
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邱晓兰
张彬
权容寿
陈晓峰
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Shanghai Beston Chemical Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008—Preparations of disperse dyes or solvent dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046—Mixtures of two or more azo dyes
    • C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/6033—Natural or regenerated cellulose using dispersed dyes
    • D06P3/6041—Natural or regenerated cellulose using dispersed dyes using specified dyes

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

The invention relates to the field of dyes, in particular to a disperse black dye composition, a disperse black dye preparation and application thereof. The dye composition comprises disperse red (I), disperse orange (II), disperse blue (III), disperse yellow (IV), disperse blue (V), disperse blue (VI) and basic blue (VII). When the disperse dye is used for dyeing acetate fiber materials, the disperse dye has the advantages of gorgeous color, high dyeing rate after dyeing, good level dyeing property, high fastness, especially washing fastness, and very good dyeing stability through the proportion of different components. The high-washing disperse black dye composition is used for dyeing and printing acetate fibers.

Description

Disperse black dye composition, disperse black dye preparation and application thereof
Technical Field
The invention relates to the field of dyes, in particular to a disperse black dye composition, a disperse black dye preparation and application thereof.
Background
Most of the dyes used at present have the problem of poor color fastness, particularly, the washing fastness is as high as less than 4 grades, the dyes which can be used on acetate fibers and have excellent washing fastness are fewer and fewer, the acetate fiber dyes are very sensitive to temperature, when the dyeing temperature is uneven or too high, poor appearance or color patterns can be caused, and when the dyeing temperature is low, part of the disperse dyes always fail to enter the interior of the fabric in the dyeing process and can only be adsorbed on the surface to form loose colors, and the loose colors seriously influence the washing fastness of the fabric.
The reason for the low washing fastness mainly includes two aspects, on one hand, during the dyeing process of the dye, part of the dye can not enter the fabric and can only be adsorbed on the surface, the dye on the surface is called floating color, the floating color treatment is not clean, other fabrics are easy to be stained in the subsequent washing process, and on the other hand, even if a small amount of dye enters the dye, the dye can be pulled out and adsorbed on the surface of the fabric under the mild action of the detergent.
The high-water-washing dyes in the current market represent XF series of Desida, HWF series of Yorkshire and SWF series of Craine, and are mainly applied to polyester fibers, superfine fibers and blended fabrics, and the dyes of the varieties are not suitable for the dye-uptake rate of acetate fibers, steam bus disperse black WW-KS and the like in the prior art, although the dye-uptake rate is improved, the highest dye-uptake rate is only about 85 percent, the dyeing rate is low, more dyes enter sewage, and the three-waste treatment is also burdened. Therefore, it has become a hot issue to develop a dye composition with high washing fastness for acetate fiber.
Disclosure of Invention
In view of the above, the invention provides a disperse black dye composition with high washing fastness, which solves the problem of poor color yield of the existing black high washing dye.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a dye composition, which comprises disperse red (I), disperse orange (II), disperse blue (III), disperse yellow (IV), disperse blue (V), disperse blue (VI) and basic blue (VII);
wherein:
the structure of the disperse red (I) is as follows:
Figure BDA0002396864540000021
the structure of the dispersed orange (II) is shown as follows:
Figure BDA0002396864540000022
the structure of the disperse blue (III) is as follows:
Figure BDA0002396864540000023
Figure BDA0002396864540000031
the structure of the disperse yellow (IV) is as follows:
Figure BDA0002396864540000032
X1is-NO2、–H、–OCH3Or-halogen, X2is-NO2or-H, X3is-H, -OCH2CH3、–COC6H5、–OSO2CH3、–OSO2C6H5，R1Is CnH2n+1；
The structure of the disperse blue (V) is as follows:
Figure BDA0002396864540000033
the structure of the disperse blue (VI) is shown below:
Figure BDA0002396864540000041
in the formula X4Is cyano or halogen, R3、R4Are each independently C1～C4Alkyl, -CH2COOR6、–COOR7C2H4、–C2H4OCOCH3Wherein R is6、R7Are each independently C1～C4Alkyl radical, R2、R5Are each independently C1～C4An alkyl group;
the structure of the basic blue (VII) is shown below:
Figure BDA0002396864540000042
in some embodiments of the invention, the disperse yellow (IV) comprises:
Figure BDA0002396864540000043
Figure BDA0002396864540000051
Figure BDA0002396864540000061
in some embodiments of the invention, the disperse blue (VI) comprises:
Figure BDA0002396864540000062
Figure BDA0002396864540000071
in some embodiments of the present invention, the dye composition comprises the following components in parts by weight:
Figure BDA0002396864540000072
Figure BDA0002396864540000081
or
Figure BDA0002396864540000082
The invention also provides application of the dye composition in preparing a dye preparation.
On the basis of the research, the invention also provides a dye preparation, which comprises the dye composition and acceptable auxiliary agents.
In some embodiments of the invention, the adjuvant comprises a dispersant comprising a combination of one or more of a naphthalene sulfonic acid formaldehyde condensate, an alkyl naphthalene sulfonic acid formaldehyde condensate, sodium lignosulfonate, glucose.
In some embodiments of the present invention, the dye formulation comprises the following components in mass percent:
Figure BDA0002396864540000083
or
Figure BDA0002396864540000084
Figure BDA0002396864540000091
In addition, the invention also provides a preparation method of the dye preparation, which comprises the steps of respectively taking the disperse red (I), the disperse orange (II), the disperse blue (III), the disperse yellow (IV), the disperse blue (V), the disperse blue (VI), the basic blue (VII) and the auxiliary agent, uniformly mixing in proportion, sanding, and spray drying to obtain the dye preparation.
The invention also provides the application of the dye preparation or the dye preparation prepared by the preparation method in the dyeing and/or printing of acetate fiber materials.
The disperse dye can be in a microparticle liquid state, a microparticle cream state, or a microparticle powder state after being dried by a spray drying method and the like, and the granular state can be used for dyeing. The high-washing disperse black dye composition is used for dyeing and printing acetate fibers.
Detailed Description
The invention discloses a disperse black dye composition, a disperse black dye preparation and application thereof, and can be realized by appropriately improving process parameters by referring to the content. It is expressly intended that all such similar substitutes and modifications which would be obvious to one skilled in the art are deemed to be included in the invention. While the methods and applications of this invention have been described in terms of preferred embodiments, it will be apparent to those of ordinary skill in the art that variations and modifications in the methods and applications described herein, as well as other suitable variations and combinations, may be made to implement and use the techniques of this invention without departing from the spirit and scope of the invention.
The dye composition provided by the invention comprises the following components:
disperse red (I):
Figure BDA0002396864540000101
disperse orange (II):
Figure BDA0002396864540000102
disperse blue (III):
Figure BDA0002396864540000103
disperse yellow (IV):
Figure BDA0002396864540000111
X1is-NO2、–H、–OCH3Or-halogen, X2is-NO2or-H, X3is-H, -OCH2CH3、–COC6H5、–OSO2CH3、–OSO2C6H5，R1Is CnH2n+1
Figure BDA0002396864540000112
Figure BDA0002396864540000121
Disperse blue (V):
Figure BDA0002396864540000131
disperse blue (VI):
Figure BDA0002396864540000132
in the formula X4Is cyano or halogen, R3、R4Are each independently C1～C4Alkyl, -CH2COOR6、–COOR7C2H4、–C2H4OCOCH3Wherein R is6、R7Are each independently C1～C4Alkyl radical, R2、R5Are each independently C1～C4An alkyl group;
Figure BDA0002396864540000141
Figure BDA0002396864540000151
basic blue (VII):
Figure BDA0002396864540000152
the high washing fastness disperse black dye composition is prepared by mixing the following components in percentage by mass: 3-20% of disperse red (I), 2-15% of disperse orange (II), 5-25% of disperse blue (III), 8-40% of disperse yellow (IV), 10-30% of disperse blue (V), 1-20% of disperse blue (VI), 3-18% of basic blue (VII), and the balance of auxiliaries.
Preferably, the material is prepared by mixing the following components in percentage by mass: 5-15% of disperse red (I), 5-10% of disperse orange (II), 8-20% of disperse blue (III), 15-25% of disperse yellow (IV), 15-23% of disperse blue (V), 5-10% of disperse blue (VI), 7-13% of basic blue (VII), and the balance of auxiliaries.
The preparation method of the disperse black dye composition with high washing fastness comprises the following steps: respectively taking disperse red (I), disperse orange (II), disperse blue (III), disperse yellow (IV), disperse blue (V), disperse blue (VI), basic blue (VII) and an auxiliary agent, uniformly mixing according to a proportion, sanding, and spray drying to obtain the disperse black dye composition.
The above-mentioned auxiliaries can be classified into dispersants commonly used in the compounding of disperse dyes, and preferably one or a mixture of two or more of the following: a sulfonic acid-resistant formaldehyde condensate, an alkyl naphthalene sulfonic acid-formaldehyde condensate, sodium lignosulfonate, glucose and other dispersing agents.
The disperse dye can be in a microparticle liquid state, a microparticle cream state, or a microparticle powder state after being dried by a spray drying method and the like, and the granular state can be used for dyeing. The high-washing disperse black dye composition is used for dyeing and printing acetate fibers.
The disperse black dye composition, the disperse black dye preparation and the raw materials and reagents used in the application of the disperse black dye composition can be purchased from the market.
The invention is further illustrated by the following examples:
example 1
Based on the total mass of the disperse dye composition, weighing 10% of a component A shown in a formula (I), 8% of a component B shown in a formula (II), 12% of a component C shown in a formula (III), 17% of a component D shown in a formula (IV-2), 15% of a component E shown in a formula (V), 5% of a component F shown in a formula (VI-1), 3% of a component F shown in a formula (VI-2), 10% of a component G shown in a formula (VII) and the balance of a dispersing agent, wherein the dispersing agent is prepared by mixing a methyl naphthalene sulfonic acid formaldehyde condensate and sodium lignosulfonate according to a mass ratio of 3:7, then uniformly mixing the components, adding water for grinding, carrying out spray drying on ground slurry, and the process conditions of spray drying are as follows: inlet temperature 125 ℃, outlet temperature: drying at 60 ℃ to obtain the disperse dye composition with the particle size of 1 mu m.
Example 2
The present embodiment is different from embodiment 1 in that: the components are weighed according to the proportion of 13 percent of a component A shown in a formula (I), 5 percent of a component B shown in a formula (II), 15 percent of a component C shown in a formula (III), 5 percent of a component D shown in a formula (IV-1), 6 percent of a component D shown in a formula (IV-3), 18 percent of a component E shown in a formula (V), 3 percent of a component F shown in a formula (VI-3), 5 percent of a component F shown in a formula (VI-4) and 13 percent of a component G shown in a formula (VII) and the balance of a dispersing agent, the other dispersing agent is formed by mixing a methyl naphthalene sodium sulfonate formaldehyde condensate and sodium lignosulfonate according to the mass ratio of 2:3, and the balance is completely the same, so the description is omitted.
Example 3
The present embodiment is different from embodiment 1 in that: weighing the components according to the proportion of 18 percent of a component A shown as a formula (I), 8 percent of a component B shown as a formula (II), 8 percent of a component C shown as a formula (III), 3 percent of a component D shown as a formula (IV-4), 4 percent of a component D shown as a formula (IV-5), 25 percent of a component E shown as a formula (V), 5 percent of a component F shown as a formula (VI-5), 8 percent of a component F shown as a formula (VI-6) and 5 percent of a component G shown as a formula (VII) and the balance of a dispersant, wherein the balance of the dispersant is formed by mixing a methyl naphthalene sodium sulfonate formaldehyde condensate and sodium lignosulfonate according to the mass ratio of 2:3, and the balance is completely the same, so the description is omitted.
Example 4
The present embodiment is different from embodiment 1 in that: weighing each component according to the proportion of 5 percent of component A shown in formula (I), 4 percent of component B shown in formula (II), 20 percent of component C shown in formula (III), 18 percent of component D shown in formula (IV-6), 15 percent of component D shown in formula (IV-7), 15 percent of component E shown in formula (V), 15 percent of component F shown in formula (VI-6), 5 percent of component G shown in formula (VII) and the balance of dispersing agent, wherein the rest dispersing agent is formed by mixing glucose, and the rest are completely the same, so the description is omitted.
Comparative example 1
Comparative example 1 of disperse blue black dye was prepared according to example 27 of document CN 107312357B.
The related structure is as follows:
Figure BDA0002396864540000171
Figure BDA0002396864540000181
comparative example 2
Comparative example 2 of the disperse blue black dye was obtained according to example 5 of document CN 103421347B.
Figure BDA0002396864540000182
Figure BDA0002396864540000191
Comparative example 3
Comparative example 3 of disperse blue black dye was obtained according to example 1 of document CN 102352125A.
Figure BDA0002396864540000192
Figure BDA0002396864540000201
Comparative example 4 Black WW-KS dispersed Black Structure
Figure BDA0002396864540000202
Figure BDA0002396864540000211
Examples of effects
1g of each of the high washing fastness disperse black dye products prepared in the examples 1-4, the samples of the comparative example 1, the comparative example 2, the comparative example 3 and the Black WW-KS are respectively dispersed in 500ml of water, 20ml of dispersion liquid and 80ml of water are respectively uniformly mixed, the pH value is adjusted to 4-5 by acetic acid, 2.5g of acetate fiber fabric is added for dyeing, the temperature is increased from room temperature to 95 ℃ in 25 minutes, the temperature is kept for 40 minutes, the mixture is cooled to 60 ℃, sampling is started, then washing and drying are carried out, and the dyed fabric with the blue black tone is obtained, wherein the specific measurement results are shown in Table 1, and the washing fastness, the light fastness, the rubbing fastness, the perspiration fastness and the color yield are respectively tested by adopting AA 61-2003, AATCC16-2004, AATCC8-2013, AATCC15-2002 and GB/T9337-2001.
TABLE 1
Figure BDA0002396864540000221
Note: in comparison with the group of BlackWW-KS,*shows significant difference (P < 0.05),**shows a very significant difference (P < 0.01);
in comparison with the comparative example 3,#shows significant difference (P < 0.05),##shows a very significant difference (P < 0.01).
From Table 1, it can be seen that the disperse black dye of the present invention has excellent dyeing degree when used for dyeing acetate fiber, and has excellent washing fastness, rubbing fastness, light fastness and perspiration fastness, and is significantly (P < 0.05) or extremely significantly (P < 0.01) higher than that of the comparative group.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.

Claims (10)

1. Dye composition, characterized in that it comprises disperse red (I), disperse orange (II), disperse blue (III), disperse yellow (IV), disperse blue (V), disperse blue (VI) and basic blue (VII);
wherein:
the structure of the disperse red (I) is as follows:
Figure FDA0002396864530000011
the structure of the dispersed orange (II) is shown as follows:
Figure FDA0002396864530000012
the structure of the disperse blue (III) is as follows:
Figure FDA0002396864530000021
the structure of the disperse yellow (IV) is as follows:
Figure FDA0002396864530000022
X1is-NO2、–H、–OCH3Or-halogen, X2is-NO2or-H, X3is-H, -OCH2CH3、–COC6H5、–OSO2CH3、–OSO2C6H5，R1Is CnH2n+1；
The structure of the disperse blue (V) is as follows:
Figure FDA0002396864530000031
the structure of the disperse blue (VI) is shown below:
Figure FDA0002396864530000032
in the formula X4Is cyano or halogen, R3、R4Are each independently C1～C4Alkyl, -CH2COOR6、–COOR7C2H4、–C2H4OCOCH3Wherein R is6、R7Are each independently C1～C4Alkyl radical, R2、R5Are each independently C1～C4An alkyl group;
the structure of the basic blue (VII) is shown below:
Figure FDA0002396864530000041
2. the dye composition according to claim 1, wherein the disperse yellow (IV) comprises:
Figure FDA0002396864530000042
Figure FDA0002396864530000051
3. the dye composition according to claim 1 or 2, wherein the disperse blue (VI) comprises:
Figure FDA0002396864530000061
Figure FDA0002396864530000071
4. the dye composition according to any one of claims 1 to 3, comprising the following components in parts by weight:
Figure FDA0002396864530000072
or
Figure FDA0002396864530000073
5. Use of a dye composition according to any one of claims 1 to 4 in the preparation of a dye formulation.
6. Dye preparation comprising a dye composition according to any one of claims 1 to 4 and acceptable auxiliaries.
7. The dye formulation of claim 6, wherein the adjuvant comprises a dispersant comprising a combination of one or more of a naphthalene sulfonic acid formaldehyde condensate, an alkyl naphthalene sulfonic acid formaldehyde condensate, sodium lignosulfonate, glucose.
8. The dye formulation according to claim 6 or 7, comprising the following components in mass percent:
Figure FDA0002396864530000081
or
Figure FDA0002396864530000082
9. The method for preparing the dye preparation according to any one of claims 6 to 8, wherein the dye preparation is obtained by taking the disperse red (I), the disperse orange (II), the disperse blue (III), the disperse yellow (IV), the disperse blue (V), the disperse blue (VI), the basic blue (VII) and the auxiliary agent respectively, mixing the materials in proportion, sanding and spray drying.
10. Use of a dye preparation according to any one of claims 6 to 8 or obtained by a process according to claim 9 for dyeing and/or printing acetate material.
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CN113072840A (en) * 2021-03-16 2021-07-06 苏州森色纳米材料科技有限公司 Thermal sublimation ink based on compound disperse black dye and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN113072840A (en) * 2021-03-16 2021-07-06 苏州森色纳米材料科技有限公司 Thermal sublimation ink based on compound disperse black dye and preparation method thereof
CN112921681A (en) * 2021-04-08 2021-06-08 江苏华尔化工有限公司 High-permeability black disperse dye for heavy polyester fabric

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