CN109181361B - High-coloring dispersed ruby dye mixture - Google Patents

High-coloring dispersed ruby dye mixture Download PDF

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CN109181361B
CN109181361B CN201810891766.1A CN201810891766A CN109181361B CN 109181361 B CN109181361 B CN 109181361B CN 201810891766 A CN201810891766 A CN 201810891766A CN 109181361 B CN109181361 B CN 109181361B
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disperse
cooc
dye mixture
dye
structural formula
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CN109181361A (en
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陈勤伟
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JIANGSU ZHIJIANG CHEMICAL CO Ltd
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JIANGSU ZHIJIANG CHEMICAL CO Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/16General 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
    • D06P1/18Azo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs

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

Abstract

The invention provides a high-coloring dispersed ruby dye mixture which comprises the following raw materials in percentage by mass: 40-70% of disperse deep red (I) and 30-60% of disperse bright red (II), wherein the structural formula of the disperse deep red (I) is as follows:
Figure DDA0001757122160000011
the structural formula of the disperse scarlet (II) is as follows:

Description

High-coloring dispersed ruby dye mixture
Technical Field
The invention belongs to the technical field of dyes, and particularly relates to a high-coloring dispersed ruby dye mixture.
Background
With the development of polyester fiber, superfine fiber appears, and has become a textile raw material which is disputed to textile enterprises at home and abroad due to the characteristics of soft hand feeling, comfortable wearing and the like, the superfine fiber has extremely fine diameter and large surface area, the required amount of dye for determining dyeing at the same depth is more than that of common fiber, the washing fastness and the dye uptake of the conventional single-color disperse dye are poor, and in order to solve the problem, the dye interface usually adopts multi-component dye blending, for example, a high washing fastness disperse ruby dye composition (CN103421348A) in the prior patent, the solubility parameters of each component are respectively 11.73, 11.78 and 12.23; the solubility parameters of all components of the disperse ruby dye composition and the dye product (CN106883641A) in the prior patent are respectively 11.93, 11.78 and 11.73, and the disperse ruby dye composition and the dye product all provide a formula with excellent washing fastness, but the dyeing degree still needs to be improved, the dyeing degree is low, and the condition indicates that part of dye does not enter fibers, so that the load is increased for the three-waste treatment.
Disclosure of Invention
The invention aims to provide a disperse ruby dye mixture with high coloring degree, which is used for dyeing and printing terylene or blended fabrics and has high coloring rate and high washing fastness.
The invention provides the following technical scheme:
a high-coloring dispersed ruby dye mixture comprises the following raw materials in percentage by mass: 40-70% of disperse dark red (I) and 30-60% of disperse bright red (II);
the structural formula of the disperse dark red (I) is as follows:
Figure BDA0001757122150000021
wherein R is1And R2Are all C2H5、CH2-CH=CH2、CH2CH2OCH3And CH2CH2OCOCH3One of (1);
the structural formula of the disperse scarlet (II) is as follows:
Figure BDA0001757122150000022
wherein R is3is-CH2COOCH3、-CH2COOC2H5、-CH2COOC4H9、CH(CH3)COOCH3、CH(CH3)COOC2H5、CH(CH3)COOC4H9、CH2CH2COOCH2COCH3And CH2COOCH2COCH3One kind of (1).
Preferably, the high-coloring dispersed ruby dye mixture further comprises an auxiliary agent, wherein the auxiliary agent is one or two of alkyl naphthalene sulfonic acid formaldehyde condensate and sodium lignosulfonate.
Preferably, R in the structural formula of the disperse deep red (I)1Is C2H5、CH2-CH=CH2And CH2CH2OCH3One of (1), R2Is C2H5、CH2-CH=CH2And CH2CH2OCH3One of (1);
the structural formula of disperse deep red (i) is preferably structure (i-1) σ ═ 11.07:
Figure BDA0001757122150000031
the structural formula of the disperse deep red (i) is preferably that of the structure (i-2) σ ═ 10.56:
Figure BDA0001757122150000032
the structural formula of the disperse deep red (i) is preferably structure (i-3) σ ═ 10.76:
Figure BDA0001757122150000033
preferably, R in the structural formula of the disperse scarlet (II)3is-CH2COOCH3、-CH2COOC2H5、-CH2COOC4H9、CH(CH3)COOCH3、CH(CH3)COOC2H5And CH (CH)3)COOC4H9One of (1);
disperse scarlet (ii) is preferably of the structure (ii-1) σ ═ 11.20:
Figure BDA0001757122150000034
the disperse scarlet (ii) is preferably of the structure (ii-2) σ ═ 10.93:
Figure BDA0001757122150000041
the disperse scarlet (ii) is preferably of the structure (ii-3) σ ═ 10.67:
Figure BDA0001757122150000042
the disperse scarlet (ii) is preferably of the structure (ii-4) σ ═ 11.0:
Figure BDA0001757122150000043
disperse scarlet (ii) is preferably of the structure (ii-5) σ ═ 10.72:
Figure BDA0001757122150000044
the structural formula of disperse scarlet (ii) is preferably structure (ii-6) σ ═ 10.47:
Figure BDA0001757122150000045
the invention has the beneficial effects that:
(1) the dyeing process of the dye can be regarded as a process of dissolving the dye on chemical fibers, the fastness is good and the migration is difficult to judge by solubility parameters, generally speaking, the closer the solubility parameter of the dye is to the solubility parameter of terylene (sigma is 10.8, the research shows that sigma is difficult to migrate within 10.8 +/-0.5 and the fastness is good), the better the fastness is, the better the dye is fixed on the fabric, and the less the dye is easy to migrate to the surface of the fabric. In the disperse deep red (I) and disperse bright red (II) structures, the solubility parameter of the dye is between 10.5 and 11.24, and particularly, the solubility parameter of the preferable dye is quite close to that of terylene, so that the compound is difficult to migrate, good in fixation and high in dyeing rate.
(2) In the invention, in the alkali washing process of the disperse deep red (I) after dyeing, the chlorine in the meta position of the azo group has electron-withdrawing nitro group, so that sodium phenolate is easily formed under alkaline condition, the surface of the fabric is floated to form water-soluble dye, the disperse bright red (II) can not only form sodium phenolate, but also couple the acetate group on the component, and the alkali treatment can form-CH2COO negative ions can obtain better washing fastness, so that the disperse ruby dye mixture has high washing fastness.
(3) The invention can be used for dyeing and printing terylene or blended fabrics.
Detailed Description
Example 1
A high-coloring dispersed ruby dye mixture comprises the following raw materials in mass: 24g of disperse deep red (I-1), 15g of disperse bright red (II-1), an auxiliary agent MF20g, 85A 41g of sodium lignosulfonate and 200g of water, and the components are put together, sanded and then spray-dried.
The specific steps of examples 2-18 are the same as example 1, and the specific formulation is shown in table 1:
TABLE 1 concrete compounding ratio of examples 2-18
Figure BDA0001757122150000051
Figure BDA0001757122150000061
1g of each of examples 1 to 18, comparative example 1 (a dye prepared by a method disclosed in patent CN103421348A) and comparative example 2 (a dye prepared by a method disclosed in patent CN106883641A) was dispersed in 500ml of water, and after the mixture was mixed, 20ml of the dispersion and 80ml of water were mixed, and pH was adjusted to 4 to 5 with acetic acid, 2g of polyester microfiber fabric was added for dyeing, the dyeing was performed according to the national standard GB/T2394-2006, the washing fastness was measured according to GB/T3921-2008, the dyeing degree was measured according to GB/T9337-2001, and the test results are shown in Table 2:
TABLE 2 test results of fastness to washing exhaustion (unit: grade) of examples 1 to 18, comparative example 1 and comparative example 2
Figure BDA0001757122150000062
Figure BDA0001757122150000071
As can be seen from the above table, compared with the comparative example, the disperse ruby dye mixture of the invention has excellent color fastness to washing and greatly improved dyeing rate when being used for terylene or blended fabrics thereof.
Although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that changes may be made in the embodiments and/or equivalents thereof without departing from the spirit and scope of the invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

Claims (2)

1. The high-coloring dispersed ruby dye mixture is characterized by comprising the following raw materials in percentage by mass: 40-70% of disperse dark red (I) and 30-60% of disperse bright red (II);
the structural formula of the disperse dark red (I) is as follows:
Figure FDA0002204629990000011
wherein R is1And R2Are of the same structure, and R1And R2Are all C2H5、CH2-CH=CH2And CH2CH2OCH3One of (1);
the structural formula of the disperse scarlet (II) is as follows:
Figure FDA0002204629990000012
wherein R is3is-CH2COOCH3、-CH2COOC2H5、-CH2COOC4H9、CH(CH3)COOCH3、CH(CH3)COOC2H5And CH (CH)3)COOC4H9One kind of (1).
2. The highly colored disperse ruby dye mixture of claim 1, further comprising an auxiliary agent, wherein the auxiliary agent is one or both of an alkyl naphthalene sulfonic acid formaldehyde condensate and sodium lignosulfonate.
CN201810891766.1A 2018-08-07 2018-08-07 High-coloring dispersed ruby dye mixture Active CN109181361B (en)

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CN112694768B (en) * 2020-12-29 2022-09-02 浙江闰土股份有限公司 Red disperse dye composition, red disperse dye, preparation method and application thereof
CN113755028A (en) * 2021-10-13 2021-12-07 菲诺染料化工(无锡)有限公司 High-fastness acid bright red dye compound for printing

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IT1112772B (en) * 1978-05-09 1986-01-20 Ici Ltd DYES
CN1796463A (en) * 2004-12-27 2006-07-05 上海大可染料有限公司 Red disperse dyes and prepartion method
CN100503739C (en) * 2007-01-05 2009-06-24 浙江龙盛染料化工有限公司 Disperse ruby dye composition
CN102031017B (en) * 2010-11-16 2014-07-16 玛德(上虞)染料有限公司 Disperse dye composition and application thereof
CN102807765B (en) * 2012-08-09 2014-11-26 江苏之江化工有限公司 5-chloronitroaniline-containing dye
CN103421348B (en) * 2013-09-02 2015-03-04 杭州福莱蒽特精细化工有限公司 High washing fastness dispersed red dye composition

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