CN115594991A - High washing fastness compound type active bright red dye - Google Patents

High washing fastness compound type active bright red dye Download PDF

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Publication number
CN115594991A
CN115594991A CN202211232185.XA CN202211232185A CN115594991A CN 115594991 A CN115594991 A CN 115594991A CN 202211232185 A CN202211232185 A CN 202211232185A CN 115594991 A CN115594991 A CN 115594991A
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component
reaction
liquid
washing fastness
acid
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孟胜锋
卢林德
秦杰峰
王磊
康定
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Zhejiang Yide New Material Co ltd
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Zhejiang Yide New Material 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
    • C09B67/0047—Mixtures of two or more reactive azo dyes
    • C09B67/005—Mixtures of two or more reactive azo dyes all the reactive groups being not directly attached to a heterocyclic system
    • 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
    • C09B67/0072—Preparations with anionic dyes or reactive 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
    • C09B67/0079—Azoic dyestuff preparations
    • 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

Abstract

The invention discloses a high washing fastness compound type active bright red dye, which belongs to the field of fine chemical engineering, and consists of a component A with a structure shown in a formula (I) and a component B with a structure shown in a formula (II), wherein the balance is an auxiliary agent; based on the component A and the component B, the mass percent of the component A is 50-90%, the mass percent of the component B is 10-50%, the product has good washing fastness, is better than the color matching products of single-color active red 222, active red 194 and active orange 122 by more than 1.5 grades, has high solubility which can reach more than 250g/l, the solubility of the single-color active red 222 is only 100g/l, and the solubility of the color matching products of the active red 194 and the active orange 122 is only 100g/l.

Description

High washing fastness compound type active bright red dye
Technical Field
The invention relates to the field of fine chemical engineering, in particular to a high washing fastness compound type active bright red dye.
Background
One of the important purposes of the ecological dyeing of the reactive dye is to save energy, reduce emission and improve the safety of products. With the rapid decrease in the use of conventional dyes, such as direct, vat and sulfur dyes, the use of reactive dyes has expanded rapidly, and many dark and fast-colored varieties are also dyed with reactive dyes.
The color matching products of the existing reactive scarlet dyes, such as the monochromatic reactive red 222, the reactive red 194 and the reactive orange 122, have low washing fastness and low solubility, and have the problem of being unwashable.
Monochromatic reactive Red 222 structural formula:
Figure BDA0003880104700000011
reactive Red 194 formula:
Figure BDA0003880104700000012
reactive orange 122 has the structural formula:
Figure BDA0003880104700000021
disclosure of Invention
Aiming at the problems in the prior art, the invention aims to provide a high washing fastness compound type reactive scarlet dye which replaces a primary type of monochromatic reactive red 222 and a color matching product of a second type of reactive red 194 and reactive orange 122, can realize good washing fastness of the product, is better than the color matching products of the monochromatic reactive red 222, the reactive red 194 and the reactive orange 122 by more than 1.5 grades, has high solubility and can reach more than 250g/l, the solubility of the monochromatic reactive red 222 is only 100g/l, and the solubility of the color matching product of the reactive red 194 and the reactive orange 122 is only 100g/l.
In order to solve the above problems, the present invention adopts the following technical solutions.
A high washing fastness compound type active bright red dye mainly comprises a component A with a structure shown as a formula (I) and a component B with a structure shown as a formula (II), and the balance is an auxiliary agent; based on the component A and the component B, the mass percent of the component A is 50-90%, and the mass percent of the component B is 10-50%;
Figure BDA0003880104700000022
Figure BDA0003880104700000031
in formula (I):
X 1 is-Cl or-F, Y 1 is-CH = CH 2 or-C 2 H 4 OSO 3 M, M are independently of each other hydrogen or an alkali metal;
in formula (II):
X 2 is-Cl or-F, R is-H, -CH 3 or-C 2 H 5 ，Y 2 is-CH = CH 2 or-C 2 H 4 OSO 3 M, M are each independently of the other hydrogen or an alkali metal.
Preferably, based on the component A and the component B, the mass percent of the component A is 60-90%, and the mass percent of the component B is 10-40%.
Preferably, the reactive scarlet dye consists of a component A, a component B and an auxiliary agent, wherein the auxiliary agent is one of the following substances or a mixture of any two of the following substances: anhydrous sodium sulfate, sodium hexametaphosphate, a methyl naphthalene sulfonic acid formaldehyde condensate and a naphthalene sulfonic acid formaldehyde condensate.
Preferably, based on the components A and B, X in the structural formulas of the components A and B 1 And X 2 Are all-Cl, R is-H, Y 1 And Y 2 Are all-CH = CH 2 And M is-Na.
Preferably, the synthesis step of the component A comprises the following steps:
s1, adding cyanuric chloride into ice water, adding a formaldehyde condensate dispersant MF of sodium methyl naphthalene sulfonate, and performing dispersion pulping treatment to obtain pulping liquid;
s2, dropwise adding a first H acid solution into the pulping liquid, and maintaining the pH value with sodium bicarbonate during dropwise adding to perform primary condensation reaction to obtain primary condensation liquid;
s3, adding the para-ester into ice water for dispersing and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain para-ester diazonium salt;
s4, adding the para-ester diazonium salt into the primary condensation liquid, and adjusting the pH value with sodium bicarbonate to perform coupling reaction to obtain primary coupling liquid;
s5, dropwise adding a second H acid solution into the primary coupling liquid, and maintaining the pH value with sodium bicarbonate in the dropwise adding process to perform primary condensation reaction to obtain a secondary condensation liquid;
s6, adding the o-aminobenzenesulfonic acid into ice water for dispersing and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain o-aminobenzenesulfonic acid diazonium salt;
s7, adding the diazo o-aminobenzenesulfonate into the secondary condensation liquid, and adjusting the pH value with baking soda to perform coupling reaction to obtain secondary coupling liquid, namely the component A.
Preferably, the synthesis step of the component B comprises the following steps:
s1, adding cyanuric chloride into ice water, adding a formaldehyde condensate dispersant MF of sodium methyl naphthalene sulfonate, and performing dispersion pulping treatment to obtain pulping liquid;
s2, dropwise adding a first part of sulfonated J acid solution into the pulping liquid, and maintaining the pH value with baking soda in the dropwise adding process to perform primary condensation reaction to obtain primary condensation liquid;
s3, dropwise adding a first part of meta-ester solution into the primary condensation liquid, and maintaining the pH value with baking soda during dropwise adding to perform primary condensation reaction to obtain a secondary condensation liquid;
s4, adding the sulfonated tobias acid into ice water for dispersing and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain sulfonated tobias acid diazonium salt;
s5, adding the sulfonated tobias acid diazonium salt into the secondary condensation liquid, and adjusting the pH value with sodium bicarbonate to perform coupling reaction to obtain a primary coupling liquid, namely the component B.
Preferably, the synthesis step of the component A comprises the following steps: the pH values of S2, S3, S4, S5, S6 and S7 are 2-4, 1-2, 5-7, 3-5, 1-2 and 5-7, respectively.
Preferably, the synthesis step of the component A comprises the following steps: the reaction times of S2, S3, S4, S5, S6 and S7 are 3-4, 2-3, 3-5, 5-7, 2-3 and 3-5 hours, respectively.
Preferably, the synthesis step of the component B comprises the following steps: the pH values of S2, S3, S4 and S5 are 2-4, 3-5, 1-2 and 5-7, respectively, and the reaction times of S2, S3, S4 and S5 are 3-4, 5-7, 2-3 and 3-5 hours, respectively.
Preferably, component A contains two azo groups
Figure BDA0003880104700000051
All are chromophoric groups.
Preferably, component A contains six sulfonic acid groups
Figure BDA0003880104700000052
All are strong water-soluble groups.
Preferably, component B contains five sulfonic acid groups
Figure BDA0003880104700000053
All are strong water-soluble groups.
Preferably, the high washing fastness compound type reactive scarlet dye can be applied to cotton fibers and viscose fibers.
Compared with the prior art, the invention has the advantages that:
the product has good washing fastness, is better than the color matching products of single-color reactive red 222, reactive red 194 and reactive orange 122 by more than 1.5 grades, has high product solubility which can reach more than 250g/1, has the single-color reactive red 222 solubility of only 100g/l, and has the color matching product solubility of only 100g/l of reactive red 194 and reactive orange 122.
Detailed Description
Example 1:
x in the structural formula (I) 1 is-Cl, Y 1 is-C 2 H 4 OSO 3 M, component A and structure with M being NaX in the formula (II) 2 is-Cl, R is-H, Y 2 is-C 2 H 4 OSO 3 <xnotran> M, M Na B, A ∶ B =90 ∶ 10 , , (A : H 5-10 ℃, pH 2-4, 3-4 ; 5-10 ℃, pH 1-2, 2-3 ; 5-10 ℃, pH 5-7, 3-5 ; H 25-35 ℃, pH 3-5, 5-7 ; 5-10 ℃, pH 1-2, 2-3 ; 10-15 ℃, pH 5-7, 3-5 . B : J 5-10 ℃, pH 2-4, 3-4 ; 25-35 ℃, pH 3-5, 5-7 ; 5-10 ℃, pH 1-2, 2-3 ; 5-10 ℃, pH 5-7, 3-5 . A B 90 ∶ 10 , , 5%, , , , , 6-7%, ), , , 5 , </xnotran> The solubility at 25 ℃ is tested to be 260g/l; the washing fastness grade of the washing agent is 5 grade when the washing agent is used for viscose fiber.
Example 2:
x in the structural formula (I) 1 is-F, Y 1 is-C 2 H 4 OSO 3 M and M are components A of Na and X in a structural formula (II) 2 is-F, R is-H, Y 2 is-C 2 H 4 OSO 3 Mixing component B with Na as M and M according to the mass ratio of A: B = 75: 25, using anhydrous sodium sulphate as auxiliary agent, reacting for 3-4 hours at 5-10 deg.C for primary condensation of cyanuric acid and H acid, at pH 2-4, at 5-10 deg.C for primary diazo of para-ester, at pH 1-2, for 2-3 hours, at 5-10 deg.C for primary coupling, at pH 5-7, for 3-5 hours, at 25-35 deg.C for secondary condensation of H acid, at pH 3-5, for 5-7 hours, and at ortho-aminobenzenesulfoneThe secondary diazotization temperature of acid is 5-10 ℃, the pH value is 1-2, and the reaction is carried out for 2-3 hours; the secondary coupling temperature is 10-15 ℃, the pH value is 5-7, and the reaction is carried out for 3-5 hours. The component B comprises the following components: the primary condensation temperature of the cyanuric fluoride and the sulfonated J acid is 5-10 ℃, the pH value is 2-4, and the reaction lasts for 3-4 hours; the meta-ester secondary condensation temperature is 25-35 ℃, the pH value is 3-5, and the reaction is carried out for 5-7 hours; the primary diazo temperature of the sulfonated tobias acid is 5-10 ℃, the pH value is 1-2, and the reaction is carried out for 2-3 hours; the primary coupling temperature is 5-10 ℃, the pH value is 5-7, and the reaction is carried out for 3-5 hours. Finally, mixing the component A and the component B according to a mass ratio of 75: 25, adding anhydrous sodium sulphate, wherein the proportion is 5% of the total mass, uniformly stirring, printing and proofing analysis, comparing with a standard, controlling the moisture content to be 6-7% after the mixture is qualified, and spray drying) to obtain a high-washing fastness compound reactive scarlet dye which is used for cotton fibers, and is tested to be 4-5 grade in washing fastness and 255g/l in solubility at 25 ℃; the washing fastness of the fiber is tested to be 4 to 5 grades for viscose fiber.
Example 3:
x in the structural formula (I) 1 is-Cl, Y 1 is-CH = CH 2 Component A in which M is Na and X in the structural formula (II) 2 is-Cl, R is-H, Y 2 is-CH = CH 2 Mixing component B with Na as M according to the mass ratio of A: B = 60: 40, using anhydrous sodium sulphate as auxiliary agent, reacting for 3-4 hours under the reaction condition (the component A is subjected to cyanuric chloride and H acid primary condensation at the temperature of 5-10 ℃ and the pH value of 2-4; the primary diazo temperature of para-ester is 5-10 ℃, the pH value is 1-2, the reaction is carried out for 2-3 hours, the primary coupling temperature is 5-10 ℃, the pH value is 5-7, the reaction is carried out for 3-5 hours, the secondary condensation temperature of H acid is 25-35 ℃, the pH value is 3-5, the reaction is carried out for 5-7 hours, the secondary diazo temperature of o-aminobenzene sulfonic acid is 5-10 ℃, the pH value is 1-2, the reaction is carried out for 2-3 hours, the secondary coupling temperature is 10-15 ℃, the pH value is 5-7, the reaction is carried out for 3-5 hours, the component B is carried out for 3-4 hours through the primary condensation temperature of cyanuric chloride and sulfonated J acid is 5-10 ℃, the pH value is 2-4, the reaction is carried out for 3-4 hours, the secondary condensation temperature of para-35 ℃, the pH value is 3-5, the reaction is carried out for 5-7 hours, the primary diazo temperature of sulfonated tobias acid is 5-10 ℃, the pH value is 1-2, the reaction is carried out for 2-3 hours, the primary coupling temperature is 5-7 ℃, the reaction is carried out for 3-5 hours, the component B is carried out for 3-5 hours, the liquid is mixed according to the mass ratio of 60: 40, the primary diazo liquid is added into the total sodium sulfate powder, the mixture is uniformly stirred, and then the mixture is carried out for 3-5 hours, and the mixture is stirredAfter printing and proofing analysis, and comparing with a standard, after the dye is qualified, controlling the water content to be 6-7%, and performing spray drying) to obtain the high washing fastness compound type reactive scarlet dye, wherein the high washing fastness compound type reactive scarlet dye is used for cotton fibers, the washing fastness grade is tested to be 5 grade, and the 25 ℃ solubility is tested to be 250g/l; for viscose, the washing fastness grade is 5 grade.
Comparative example 1:
the washing fastness grade of the single-color active red 222 for cotton fiber is tested to be 2-3 grade, and the solubility of the single-color active red 222 at 25 ℃ is tested to be 100g/l; the single color reactive red 222 was tested for a wash fastness rating of 2-3 for viscose.
Comparative example 2:
the color matching product of test reactive red 194 and reactive orange 122 has a washing fastness grade of 3 for cotton fibers, and the solubility of the color matching product of test reactive red 194 and reactive orange 122 at 25 ℃ is 100g/l; the color matching product of reactive red 194 and reactive orange 122 was tested for a wash fastness rating of 3 for viscose.
Example 4:
x in the structural formula (I) 1 is-Cl, Y 1 is-C 2 H 4 OSO 3 M and M are components A of Na and X in a structural formula (II) 2 is-Cl, R is-H, Y 2 is-C 2 H 4 OSO 3 M and M are components B of Na, which are mixed according to the mass ratio of A to B =90 to 10, the components of the auxiliary agent are sodium hexametaphosphate, the reaction conditions are that the component A is subjected to a primary condensation reaction of cyanuric chloride and H acid at a temperature of 5-10 ℃, a pH value of 2-4 and a reaction time of 3-4 hours, the primary diazo reaction temperature of para-ester is 5-10 ℃, a pH value of 1-2 and a reaction time of 2-3 hours, a primary coupling reaction temperature of 5-10 ℃, a pH value of 5-7 and a reaction time of 3-5 hours, the secondary condensation reaction temperature of H acid is 25-35 ℃, a pH value of 3-5 and a reaction time of 5-7 hours, the secondary diazo reaction temperature of o-aminobenzenesulfonic acid is 5-10 ℃, a pH value of 1-2 and a reaction time of 2-3 hours, the secondary coupling reaction temperature of meta-35 ℃, a pH value of 5-7 and a reaction time of 3-5 hours, the component B is subjected to a primary condensation reaction of cyanuric chloride and a reaction time of sulfonation J acid at a temperature of 5-10 ℃, a reaction time of 2-4 hours, a reaction time of 2-10 ℃ and a sulfonation reaction time of 2-10 ℃,the pH value is 5-7, and the reaction is carried out for 3-5 hours. Finally, mixing the component A and the component B according to a mass ratio of 90: 10, adding sodium hexametaphosphate in a proportion of 5% of the total mass, uniformly stirring, printing and proofing, comparing with a standard, controlling the water content to be 6-7% after the standard is qualified, and performing spray drying to obtain a high-washing fastness compound reactive scarlet dye which is used for cotton fibers, and testing the washing fastness of the cotton fibers to be 5 grades and the solubility of the cotton fibers to be 255g/l at 25 ℃; for viscose, the washing fastness grade is 5 grade.
Example 5:
x in the structural formula (I) 1 is-Cl, Y 1 is-C 2 H 4 OSO 3 M, M is Na component A and X in structural formula (II) 2 is-Cl, R is-H, Y 2 is-C 2 H 4 OSO 3 <xnotran> M, M Na B, A ∶ B =90 ∶ 10 , , (A : H 5-10 ℃, pH 2-4, 3-4 ; 5-10 ℃, pH 1-2, 2-3 ; 5-10 ℃, pH 5-7, 3-5 ; H 25-35 ℃, pH 3-5, 5-7 ; 5-10 ℃, pH 1-2, 2-3 ; 10-15 ℃, pH 5-7, 3-5 . B : J 5-10 ℃, pH 2-4, 3-4 ; 25-35 ℃, pH 3-5, 5-7 ; 5-10 ℃, pH 1-2, 2-3 ; 5-10 ℃, pH 5-7, 3-5 . A B 90 ∶ 10 , , 5%, , , , , 6-7%, ), , </xnotran> For cotton fibers, the grade of washing fastness is 5, and the solubility at 25 ℃ is 255g/l; for viscose fibres, the wash fastness rating of which is testedIs grade 5.
Example 6:
x in the structural formula (I) 1 is-Cl, Y 1 is-C 2 H 4 OSO 3 M and M are components A of Na and X in a structural formula (II) 2 is-Cl, R is-H, Y 2 is-C 2 H 4 OSO 3 M and component B with Na are mixed according to the mass ratio of A to B =90 to 10, the component of the auxiliary agent is a naphthalenesulfonic acid formaldehyde condensate, and the reaction conditions are that the component A reacts for 3 to 4 hours through the primary condensation temperature of cyanuric chloride and H acid of 5 to 10 ℃ and the pH value of 2 to 4; the primary diazotization temperature of the para-ester is 5-10 ℃, the pH value is 1-2, and the reaction is carried out for 2-3 hours; the first coupling temperature is 5-10 ℃, the pH value is 5-7, the reaction is carried out for 3-5 hours, the H acid secondary condensation temperature is 25-35 ℃, the pH value is 3-5, the reaction is carried out for 5-7 hours, the o-aminobenzene sulfonic acid secondary diazo temperature is 5-10 ℃, the pH value is 1-2, the reaction is carried out for 2-3 hours, the secondary coupling temperature is 10-15 ℃, the pH value is 5-7, the reaction is carried out for 3-5 hours, the component B is carried out by the first condensation temperature of cyanuric chloride and sulfonated J acid, the pH value is 2-4, the reaction is carried out for 3-4 hours, the meta-ester secondary condensation temperature is 25-35 ℃, the pH value is 3-5, the reaction is carried out for 5-7 hours, the primary diazo temperature of sulfonated Turkey acid is 5-10 ℃, the pH value is 1-2, the reaction is 2-3 hours, the first coupling temperature is 5-10 ℃, the pH value is 5-7, the reaction is carried out for 3-5 hours, finally, the component A and the component B are mixed according to the mass ratio of liquid of 90: 10, the naphthalenesulfonic acid formaldehyde condensate is added, the proportion is 5 percent of the total mass, the mixture is stirred evenly, the qualified after the printing sample analysis, the water content is compared with the standard, the high water content is controlled, the high activity red dye, the high-7), the high-activity red, the high-water content is dried, for cotton fibers, the grade of washing fastness is 5, and the solubility at 25 ℃ is 255g/l; for viscose, the washing fastness grade is 5 grade.
Specific data are summarized in the following table
Figure BDA0003880104700000091
Figure BDA0003880104700000101
The comparison of example 1 with examples 4-6 respectively shows that the best auxiliary agent is anhydrous sodium sulphate, and the comparison of examples 1-3 with comparative examples 1-2 respectively shows that when the dye proportioning and preparation conditions in the reaction are changed and are consistent with the ranges described in the claims, the washing fastness of the obtained product is more than 1.5 grades better than that of the product of monochromatic reactive red 222, reactive red 194 and reactive orange 122 when the obtained product, the product of monochromatic reactive red 222 and reactive red 194 and reactive orange 122 are applied to cotton fibers and viscose fibers respectively, and the product has high solubility which can reach more than 250 g/l.
The invention is not limited to the foregoing embodiments. The invention extends to any novel feature or any novel combination of features disclosed in this specification and any novel method or process steps or any novel combination of features disclosed.

Claims (10)

1. A high washing fastness compound type active bright red dye is characterized in that: the dye consists of a component A with a structure shown in a formula (I) and a component B with a structure shown in a formula (II), and the balance is an auxiliary agent; based on the component A and the component B, the mass percentage of the component A is 50-90%, and the mass percentage of the component B is 10-50%;
Figure FDA0003880104690000011
in formula (I):
X 1 is-C1 or-F, Y 1 is-CH = CH 2 or-C 2 H 4 OSO 3 M, M independently of one another are hydrogen or an alkali metal;
in the formula (II):
X 2 is-Cl or-F, R is-H, -CH 3 or-C 2 H 5 ，Y 2 is-CH = CH 2 Or a C 2 H 4 0S0 3 M, M are each independently of the other hydrogen or an alkali metal.
2. The high washing fastness compound reactive scarlet dye according to claim 1, characterized in that: based on the component A and the component B, the mass percentage of the component A is 60-90%, and the mass percentage of the component B is 10-40%.
3. The high washing fastness compound reactive scarlet dye according to claim 1, characterized in that: the reactive scarlet dye consists of a component A, a component B and an auxiliary agent, wherein the auxiliary agent is one of the following or a mixture of any two or more of the following: anhydrous sodium sulfate, sodium hexametaphosphate, a methyl naphthalene sulfonic acid formaldehyde condensate and a naphthalene sulfonic acid formaldehyde condensate.
4. The high washing fastness compound reactive scarlet dye according to claim 1, characterized in that: component A and component B are represented by the formula X 1 And X 2 Are all-Cl, R is-H, Y 1 And Y 2 Are all-C 2 H 4 OSO 3 M and M are-Na.
5. The high washing fastness compound reactive scarlet dye according to claim 1, characterized in that: comprises the synthesis steps of A component:
s1, adding cyanuric chloride into ice water, adding a formaldehyde condensate dispersant MF of sodium methyl naphthalene sulfonate, and performing dispersion pulping treatment to obtain pulping liquid;
s2, dropwise adding a first H acid solution into the pulping liquid, and maintaining the pH value with sodium bicarbonate during dropwise adding to perform primary condensation reaction to obtain primary condensation liquid;
s3, adding the para-ester into ice water for dispersion and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain para-ester diazonium salt;
s4, adding para-ester diazonium salt into the primary condensation liquid, and adjusting the pH value with baking soda to perform coupling reaction to obtain primary coupling liquid;
s5, dropwise adding a second part of H acid solution into the primary coupling liquid, and maintaining the pH value with baking soda in the dropwise adding process to perform primary condensation reaction to obtain a secondary coupling liquid;
s6, adding the o-aminobenzenesulfonic acid into ice water for dispersing and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain o-aminobenzenesulfonic acid diazonium salt;
s7, adding the diazo o-aminobenzenesulfonate into the secondary condensation liquid, and adjusting the pH value with baking soda to perform coupling reaction to obtain secondary coupling liquid, namely the component A.
6. The high washing fastness compound reactive scarlet dye according to claim 1, characterized in that: and B component synthesis:
s1, adding cyanuric chloride into ice water, adding a formaldehyde condensate dispersant MF of sodium methyl naphthalene sulfonate, and performing dispersion pulping treatment to obtain pulping liquid;
s2, dropwise adding a first part of sulfonated J acid solution into the pulping liquid, and maintaining the pH value with sodium bicarbonate during the dropwise adding process to perform primary condensation reaction to obtain primary condensation liquid;
s3, dropwise adding a first part of meta-ester solution into the primary condensation liquid, and maintaining the pH value with baking soda during dropwise adding to perform primary condensation reaction to obtain a secondary condensation liquid;
s4, adding the sulfonated tobias acid into ice water for dispersing and pulping, and adding hydrochloric acid and a sodium nitrite solution for diazo reaction to obtain sulfonated tobias acid diazonium salt;
s5, adding the sulfonated tobias acid diazonium salt into the secondary condensation liquid, and adjusting the pH value with baking soda to perform coupling reaction to obtain primary coupling liquid, namely the component B.
7. The high washing fastness compound reactive scarlet dye according to claim 5, characterized in that: the pH values of S2, S3, S4, S5, S6 and S7 are 2-4, 1-2, 5-7, 3-5, 1-2 and 5-7, respectively.
8. The high washing fastness compound reactive scarlet dye according to claim 5, characterized in that: the reaction times of S2, S3, S4, S5, S6 and S7 are 3-4, 2-3, 3-5, 5-7, 2-3 and 3-5 hours, respectively.
9. The high washing fastness compound reactive scarlet dye according to claim 6, characterized in that: the pH values of S2, S3, S4 and S5 are 2-4, 3-5, 1-2 and 5-7, respectively, and the reaction times of S2, S3, S4 and S5 are 3-4, 5-7, 2-3 and 3-5 hours, respectively.
10. The use of the high wash fastness complex reactive scarlet dye according to claim 1 on cotton and viscose fibers.
CN202211232185.XA 2022-10-09 2022-10-09 High washing fastness compound type active bright red dye Pending CN115594991A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1511884A (en) * 2002-12-27 2004-07-14 上海染料化工八厂 Bright red dye composition and its preparation and use
CN1810893A (en) * 2005-01-25 2006-08-02 京仁洋行 Mixture of fiber reactive dye compounds and dyeing method using the same
CN101555361A (en) * 2009-05-06 2009-10-14 上海科华染料工业有限公司 Active red dye composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1511884A (en) * 2002-12-27 2004-07-14 上海染料化工八厂 Bright red dye composition and its preparation and use
CN1810893A (en) * 2005-01-25 2006-08-02 京仁洋行 Mixture of fiber reactive dye compounds and dyeing method using the same
CN101555361A (en) * 2009-05-06 2009-10-14 上海科华染料工业有限公司 Active red dye composition

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