CN108976844B - Red reactive dye composition and dye product - Google Patents

Red reactive dye composition and dye product Download PDF

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Publication number
CN108976844B
CN108976844B CN201811261838.0A CN201811261838A CN108976844B CN 108976844 B CN108976844 B CN 108976844B CN 201811261838 A CN201811261838 A CN 201811261838A CN 108976844 B CN108976844 B CN 108976844B
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compound
dye
dye composition
mixture
red reactive
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CN108976844A (en
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张彬
邱晓兰
权容寿
黄亚静
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SHANGHAI BESTON COLOR TECHNOLOGY Co Ltd
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SHANGHAI BESTON COLOR TECHNOLOGY 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
    • C09B67/0033—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
    • C09B67/0052—Mixtures of two or more reactive monoazo 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
    • D06P1/38—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 reactive 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
    • D06P1/38—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 reactive dyes
    • D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
    • 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
    • D06P1/38—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 reactive dyes
    • D06P1/384—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 reactive dyes reactive group not directly attached to heterocyclic group
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
    • D06P3/8252—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and reactive dyes

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

Abstract

The embodiment of the invention discloses a red reactive dye composition and a dye product, wherein the dye composition comprises any four or five of a compound A, a compound B, a compound C, a compound D and a compound E. The dye composition and the dye product provided by the embodiment of the invention can be used for a strong alkali-resistant scouring bath one-bath method or a bleaching and dyeing one-bath method, a disperse/active same-size printing and an alkaline burnt-out printing process.

Description

Red reactive dye composition and dye product
Technical Field
The invention relates to the technical field of dye dyeing, in particular to a red reactive dye composition and a dye product.
Background
Polyester-cotton blended fabric is a main product of the current textile printing and dyeing mill, polyester generally adopts dye and dye products to dye disperse dye, and cotton fiber can be dyed by reactive dye, direct dye and vat dye. The traditional dyeing and finishing process of the polyester-cotton blended fabric is a disperse/active two-bath method, namely, washing is carried out firstly and then cotton is dyed in a sheath mode, but the processing process of the process is long in time consumption, and neutralization and water washing are carried out repeatedly in the process flow, so that the defects that the disperse/active bath method process is large in occupied area of equipment, time and electricity are consumed in production, sewage discharge is large and the like are caused.
In conclusion, the traditional polyester dyeing process using the dye has the defects of long time consumption in the processing process, high energy consumption in the production process and large sewage discharge; in addition, the traditional dye dyeing product also has the defects of dark dyeing light and poor alkali resistance, and a novel dye composition is urgently needed to be developed, so that the dye composition can be used in China in a disperse/active one-bath dyeing process, and has the advantages of shortening the dyeing period, reducing the consumption and saving water resources, and the dyeing light is bright and has good alkali resistance.
Disclosure of Invention
The embodiment of the invention aims to provide a red reactive dye composition and a dye product, which are used for solving the defects of poor dyeing effect, high dyeing process cost, low dyeing strength and poor alkali resistance of the conventional dye product.
In order to achieve the above object, an embodiment of the present invention provides a red reactive dye composition, which includes any four or five of compound a, compound B, compound C, compound D and compound E, wherein the structural formulas of compound a, compound B, compound C, compound D and compound E are respectively:
compound A
Figure BDA0001844037830000021
Compound B
Figure BDA0001844037830000022
Compound C
Figure BDA0001844037830000031
Compound D
Figure BDA0001844037830000032
Compound E
Figure BDA0001844037830000033
Preferably, the dye composition comprises 1-30 wt% of the compound A.
Preferably, the dye composition comprises 5-60 wt% of the compound B.
Preferably, the dye composition comprises 3-45 wt% of the compound C.
Preferably, the dye composition comprises 1-25 wt% of the compound D.
Preferably, the dye composition comprises 1-35 wt% of the compound E.
The embodiment of the invention also provides a dye product, which comprises the red reactive dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the reactive dye composition is 0.02-0.5: 1.
preferably, the auxiliary agent is one or more of a dispersing agent, a cosolvent and a filling agent.
Preferably, the dispersant consists of a sodium methyl naphthalene sulfonate formaldehyde condensate and sodium lignosulfonate.
Embodiments of the present invention also provide a method of making the dye product, comprising the steps of:
taking the red reactive dye composition and the auxiliary agent according to the proportion to form a mixture;
adding water to the mixture and pulping to form a pulping mixture;
and grinding, dispersing and spray drying the pulping mixture to obtain the dye product.
The embodiment of the invention has the following advantages:
the dye composition and the dye product provided by the embodiment of the invention can be used for processing alkali-resistant scouring bath one-bath method or bleaching-dyeing one-bath method, disperse/active same-size printing and alkaline burnt-out processes, and products prepared from the dye composition and the dye product provided by the embodiment of the invention have the advantages of bright color, good rubbing fastness, good washing fastness, excellent alkali resistance, high dye-uptake rate, uniform coloring and good re-dyeing property, the dyeing process is greatly shortened, the energy can be saved, the cost can be saved, the efficiency can be improved, and the sewage discharge can be reduced.
Detailed Description
The following description of the embodiments of the present invention is provided for illustrative purposes, and other advantages and effects of the present invention will become apparent to those skilled in the art from the present disclosure. Parts and percentages mentioned in the examples of the present invention are by weight unless otherwise indicated.
The red reactive dye composition provided by the embodiment of the invention comprises any four or five of a compound A, a compound B, a compound C, a compound D and a compound E, wherein the compound A is shown as a formula (I):
Figure BDA0001844037830000051
the chemical formula of the compound B is shown as the formula (II):
Figure BDA0001844037830000052
the chemical formula of the compound C is shown as the formula (III):
Figure BDA0001844037830000061
the chemical formula of the compound D is shown as the formula (IV):
Figure BDA0001844037830000062
the chemical formula of the compound E is shown as the formula (V):
Figure BDA0001844037830000063
the red reactive dye composition comprises any four or five of a compound A shown in a formula (I), a compound B shown in a formula (II), a compound C shown in a formula (III), a compound D shown in a formula (IV) and a compound E shown in a formula (V), wherein the total weight percentage of the four compounds or the five compounds is 100%. The red reactive dye composition provided by the embodiment of the invention has the characteristics of stronger alkali resistance, good stability and the like, can be used for a dispersion/activity one-bath process, and has good comprehensive dyeing degree.
EXAMPLE 1 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000071
1. Taking a compound A, a compound B, a compound C, a compound D, a compound E and a dispersant according to the proportion and mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 125 ℃, the outlet temperature is 56 ℃, and the finished dye product with the grain diameter of 0.6um is obtained after drying.
EXAMPLE 2 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000072
Figure BDA0001844037830000081
1. Taking compound A, compound B, compound C, compound D and compound according to the mixture ratio
E, and a dispersant and mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 59 ℃, and the finished dye product with the particle size of 0.8um is obtained after drying.
EXAMPLE 3 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000082
1. Taking compound A, compound B, compound C, compound D and compound according to the mixture ratio
E, and a dispersant and mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 58 ℃, and the finished dye product with the grain diameter of 0.1um is obtained after drying.
EXAMPLE 4 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000091
1. Taking compound A, compound B, compound C and compound D according to the mixture ratio, and
dispersing the powder and mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 58 ℃, and the finished dye product with the grain diameter of 0.5um is obtained after drying.
EXAMPLE 5 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000092
1. Taking compound B, compound C, compound D and compound E according to the mixture ratio, and
dispersing the powder and mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 58 ℃, and the finished dye product with the grain diameter of 0.6um is obtained after drying.
EXAMPLE 6 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000101
1. Taking a compound A, a compound B, a compound D, a compound E and a dispersant according to the mixture ratio
And mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 122 ℃, the outlet temperature is 58 ℃, and the finished dye product with the particle size of 0.9um is obtained after drying.
EXAMPLE 7 preparation of dye preparations
The dye preparation of this example was prepared according to the following formulation
Figure BDA0001844037830000102
Figure BDA0001844037830000111
1. Taking a compound A, a compound C, a compound D, a compound E and a dispersant according to the mixture ratio
And mixing to obtain a mixture;
2. adding water into the mixture obtained in the step 1, pulping and mixing to form a pulping mixture;
3. and grinding and dispersing the pulping mixture by using a grinder, and performing spray drying to obtain the dye product.
Wherein, the technological conditions of spray drying are as follows: the inlet temperature is 122 ℃, the outlet temperature is 58 ℃, and the finished dye product with the particle size of 0.1um is obtained after drying.
Example 8
This example uses the dye preparations prepared in example 1 and example 4 in a conventional dispersion printing process: respectively taking 3g of the dye products prepared in the embodiment 1 and the embodiment 4, respectively mixing with 1g of m-nitrobenzenesulfonic acid, 2g of urea and 70g of 8% sodium alginate raw paste, adding water to the total amount of 100g, adjusting the pH value to 5-6 with a proper amount of acetic acid, fully and uniformly stirring, printing the polyester-cotton blended fabric, steaming at 170 ℃ for 7 minutes after drying, washing with water, soaping and drying to obtain a printing process product. The measurement indexes of the conventional dispersion printing process product of the embodiment are shown in table 1:
TABLE 1 Performance index of the dye product for conventional disperse printing process
Figure BDA0001844037830000112
Example 9
The dye preparation of this example was used in a disperse/reactive jet printing process: respectively taking 3g of the dye products obtained in the embodiment 1 and the embodiment 4, respectively mixing with 2g of sodium bicarbonate, 1g of m-nitrobenzenesulfonic acid, 2g of urea and 70g of 8% sodium alginate raw paste, adding water to the total amount of 100g, fully and uniformly stirring, printing the cotton-polyester blended fabric, steaming the cotton-polyester blended fabric at 100 ℃ for 8 minutes after drying, then baking the cotton-polyester blended fabric at 170 ℃ for 2 minutes, washing with water, soaping and drying to obtain a printing process product. The measurement indexes of the dispersion/activity same size printing process product of this example are shown in table 2:
TABLE 2 Performance index of the dye product for disperse/reactive slurry printing process
Figure BDA0001844037830000121
Example 10
And testing the color light and the intensity of the prepared disperse dye same-size printed cloth sample according to GB/T2394-. 3g of the disperse dye products of the embodiment 1 and the embodiment 4, 15g of sodium hydroxide, 65g of 10 percent alkali-resistant raw paste, 6g of urea and 16g of water are uniformly stirred to prepare 100g of color paste, and then the terylene/cotton blended flannelette is printed on a magnetic bar printing machine.
The printing process flow comprises the following steps: alkaline burnt-out printing → pre-drying → steaming 175 ℃, 7min → cold water washing → hot water washing (80 ℃, 3min) → reduction cleaning (sodium hydrosulfite 3g/L + flake caustic 3 g/L80 ℃, 20min bath ratio 1:40) → cold water washing → drying, and comparing the color light intensity of the printed fabrics according to GB/T2394-.
The printed cloth samples obtained by the dye products of the embodiment 1 and the embodiment 4 have clear pattern outline, rich color light and strong pattern stereoscopic impression; the fabric sample obtained by the traditional printing is light in color, the strength of the fabric sample is only 75% of that of the example, and the color change is obvious. The dyed cloth samples are respectively tested according to GB/T3921-2008, GB/T3920-:
TABLE 3 Performance index of the dye preparations of the examples of the present invention used in the disperse/reactive two-bath two-step dyeing process to obtain products
Figure BDA0001844037830000131
As can be seen from Table 3, the dye product of the embodiment of the invention used in the disperse/active one-bath two-step dyeing method has fastness performance indexes reaching or exceeding those of the product dyed by the traditional dye product, has no phenomena of chromatic aberration and color shift, has higher fixation rate than that of the traditional dye product, and the obtained printed cloth has clear pattern outline, bright chromatic light and strong pattern stereoscopic impression.
Example 11
1g of the dye products in the embodiment 1 and the embodiment 4 are respectively dispersed in 200ml of water to form dye suspension, 20ml of the suspension is mixed with 25ml of water, the pH value is adjusted to 4 by acetic acid, the temperature is raised to 60 ℃, 2.5g of cloth sample is put into the suspension, the temperature is raised to 130 ℃ in 30min, the temperature is kept for 40min, the temperature is fully lowered, and the cloth is washed and dried.
According to the dyeing method, the dye baths are respectively dyed at different pH values, and contrast dyeing is carried out, wherein the pH values are 7, 9, 11 and 13. The dyeing intensity at different bath pH values is shown in table 4.
TABLE 4 dyeing Strength of the dye preparations of the examples of the invention at different bath pH values
Figure BDA0001844037830000132
Figure BDA0001844037830000141
From the above table 4, it can be seen that the dye product of the embodiment of the present invention can be used under alkaline conditions, and compared with the conventional dye product, the stability is good, and the dyeing strength is good.
Although the invention has been described in detail above with reference to a general description and specific examples, it will be apparent to one skilled in the art that modifications or improvements may be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.

Claims (10)

1. A red reactive dye composition is characterized by comprising any four or five of a compound A, a compound B, a compound C, a compound D and a compound E, wherein the structural formulas of the compound A, the compound B, the compound C, the compound D and the compound E are respectively as follows:
compound A
Figure FDA0002251628520000011
Compound B
Figure FDA0002251628520000012
Compound C
Figure FDA0002251628520000013
Compound D
Figure FDA0002251628520000021
Compound E
Figure FDA0002251628520000022
2. The red reactive dye composition according to claim 1,
the dye composition comprises 1-30 wt% of a compound A.
3. The red reactive dye composition according to claim 1,
the dye composition comprises 5-60 wt% of a compound B.
4. The red reactive dye composition according to claim 1,
the dye composition comprises 3-45 wt% of a compound C.
5. The red reactive dye composition according to claim 1,
the dye composition comprises 1-25 wt% of a compound D.
6. The red reactive dye composition according to claim 1,
the dye composition comprises 1-35 wt% of a compound E.
7. A dye preparation comprising a red reactive dye composition according to any one of claims 1 to 4 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the reactive dye composition is from 0.02 to 0.5: 1.
8. the dye preparation according to claim 7,
the auxiliary agent is one or more of a dispersing agent, a cosolvent and a filling agent.
9. The dye preparation according to claim 8,
the dispersing agent consists of a sodium methyl naphthalene sulfonate formaldehyde condensate and sodium lignosulfonate.
10. A process for preparing a dye preparation as claimed in claim 7, characterized in that it comprises the following steps:
taking the red reactive dye composition and the auxiliary agent according to the proportion to form a mixture;
adding water to the mixture and pulping to form a pulping mixture;
and grinding, dispersing and spray drying the pulping mixture to obtain the dye product.
CN201811261838.0A 2018-10-26 2018-10-26 Red reactive dye composition and dye product Active CN108976844B (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001214087A (en) * 2000-02-04 2001-08-07 Sumitomo Chem Co Ltd Reactive dye composition and dyeing method using the same
CN105088819A (en) * 2015-05-25 2015-11-25 黄新明 Disperse reactive dye one-bath dyeing method
CN105385192A (en) * 2015-11-30 2016-03-09 无锡新德印染制品有限公司 Green and environment-friendly red reactive dye composite

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001214087A (en) * 2000-02-04 2001-08-07 Sumitomo Chem Co Ltd Reactive dye composition and dyeing method using the same
CN105088819A (en) * 2015-05-25 2015-11-25 黄新明 Disperse reactive dye one-bath dyeing method
CN105385192A (en) * 2015-11-30 2016-03-09 无锡新德印染制品有限公司 Green and environment-friendly red reactive dye composite

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