CN106883641B - A kind of dispersed ruby dye composition and dye preparations - Google Patents

A kind of dispersed ruby dye composition and dye preparations Download PDF

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Publication number
CN106883641B
CN106883641B CN201611268712.7A CN201611268712A CN106883641B CN 106883641 B CN106883641 B CN 106883641B CN 201611268712 A CN201611268712 A CN 201611268712A CN 106883641 B CN106883641 B CN 106883641B
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Prior art keywords
component
formula
dye composition
dispersed ruby
ruby dye
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CN106883641A (en
Inventor
高怀庆
汤亦军
李世华
张海斌
张友珍
祝培明
赵广明
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Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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Priority to CN201611268712.7A priority Critical patent/CN106883641B/en
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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
    • C09B67/0033Blends 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
    • 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
    • C09B67/0041Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
    • 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
    • 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

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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 discloses a kind of dispersed ruby dye composition and dye preparations.The dispersed ruby dye composition, including component A, component B and component C, the component A is selected from least one of compound shown in formula (I) and/or (II), the component B is selected from least one of compound shown in formula (III), and the component C is selected from least one of compound shown in formula (IV) and/or (V);Based on the component A, component B and component C, the mass percentage of component A is 20~90%, and the mass percentage of component B is 5~35%, and the mass percentage of component C is 5~50%.The dispersed ruby dye product contains the dispersed ruby dye composition and auxiliary agent.Dispersed ruby dye composition and dye preparations provided by the invention, when being applied to hydrophobic fiber material dyeing, every color fastness is excellent, and especially water-fastness staining fastness is prominent.

Description

A kind of dispersed ruby dye composition and dye preparations
(1) technical field
The present invention relates to a kind of dispersed ruby dye composition and dye preparations, especially a kind of suitable printing hydrophobic is fine Tie up the dispersed ruby dye composition and dye preparations of material.
(2) background technique
After polyester/polyurethane fabric uses disperse dyeing, at high-temperature process (such as thermal finalization), due to the auxiliary agent of fibrous outer Dissolution is generated to dyestuff at high temperature, dyestuff is widened by fiber capillary high temperature from fibrous inside and moves to fiber table Layer accumulates dyestuff in fiber sheath, causes a series of influence, such as color fastness decreased.
The applicant has been provided a kind of with excellent lifting force, reproducibility and brilliance in CN101215245A The Monoazo compound of wet colour fastness, high-incidence intensity of colour.Even to this day, applicants have discovered that the Monoazo compound is used for Colorant match can solve the above problem, and obtain one group of dispersed ruby dye composition haveing excellent performance.
(3) summary of the invention
To solve the above problems, being applied to dredge the present invention provides a kind of dispersed ruby dye composition and dye preparations When aqueous fiber dyeing material, every color fastness is excellent, and especially water-fastness staining fastness is prominent.
The technical solution adopted by the present invention is that:
A kind of dispersed ruby dye composition, including component A, component B and component C, the component A be selected from formula (I) and/ Or at least one of compound shown in (II), the component B is selected from least one of compound shown in formula (III), described Component C be selected from least one of compound shown in formula (IV) and/or (V);Based on the component A, component B and component The mass percentage of C, component A are 20~90%, and the mass percentage of component B is 5~35%, the quality percentage of component C Content is 5~50%:
In formula (I), in formula (II):
M, n is 1 or 2;
R1For hydrogen, hydroxyl, acetylamino, C1~C4Alkyl or C1~C4Alkoxy;
R2、R3It is independently of one another C1~C4Alkyl;
X1、X2Respectively stand alone as hydrogen, nitro or halogen, X3For nitro or halogen;
In formula (III):
P, q is 1 or 2;
R4、R5For C1~C4Alkyl;
R6For the alkyl of C1~C4;
X4For nitro, cyano or halogen;
In formula (IV):
P, q is 1 or 2;
R8、R9For C1~C4Alkyl;
R7For C1~C4Alkyl, C1~C4Alkoxy, phenyl or amino;
X5For nitro, cyano or halogen;
In formula (V):
R10For hydrogen or C1~C4Alkyl;
R11For hydrogen, C1~C4Alkyl ,-CH2COOC2H4OCH3、-CH2CH2OH or-
Dispersed ruby dye composition of the present invention can also be optionally added into a certain amount of shading components, such as C.I. disperse violet 93, C.I. disperse blue 366, C.I. disperse blue 165, C.I. disperse orange 288, C.I. disperse yellow 118 etc..
Preferably, the dispersed ruby dye composition is made of, wherein the matter of component A component A, component B and component C Measuring percentage composition is 20~90%, and the mass percentage of component B is 5~35%, the mass percentage of component C is 5~ 50%.
Preferably, in the dispersed ruby dye composition, based on the component A, component B and component C, the component The mass percentage of A is 30~85%, and the mass percentage of component B is 5~30%, and the mass percentage of component C is 5 ~40%.
In the present invention, the C1~C4Alkyl can be methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, Tert-butyl etc., the C1~C4Alkoxy can be methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, isobutyl Oxygroup, tert-butoxy etc., the halogen can be F, Cl, Br or I, preferably Cl or Br.
Further, R1For hydrogen, hydroxyl, acetylamino, methyl or methoxy.
Further, R2、R3It is independently of one another methyl or ethyl.
Further, X1、X2Respectively stand alone as nitro, hydrogen, chlorine or bromine.
Further, X3For nitro, chlorine or bromine.
Further, X4For chlorine or bromine.
Further, R4、R5For methyl or ethyl.
Further, R6For methyl or ethyl.
Further, R8、R9For methyl or ethyl.
Further, R7For methyl or ethyl, methoxy or ethoxy, phenyl or amino.
Further, X5For nitro, cyano, chlorine or bromine.
Further, R10For hydrogen or methyl.
Further, R11For hydrogen, propyl or butyl or
Further, the dye component A is preferably following formula (I -1)~(I -13), contaminates shown in (II-1)~(II-7) Expect the mixture of one or more of compound (containing two kinds):
Again further, component A is selected from least one of formula (I -1)~(I -3), (II-1)~(II-3).
Further, the dye component B is preferably one of dye composition shown in formula (III -1)~(III -6) Or the mixture of two or more (containing two kinds);
Again further, component B is selected from least one of formula (III -1)~(III -2).
Further, the dye component C is preferably formula (IV -1)~(IV -14), contaminates shown in (V -1)~(V -5) Expect the mixture of one or more of compound:
Again further, component C is selected from least one of formula (IV -1), (IV -8), (V -1), (V -2), (V -5).
Dispersed ruby dye composition of the present invention preferably comprises component A, component B and component C, in which:
Component A is selected from least one of formula (I -1)~(I -3), (II-1)~(II-3);
Component B is selected from least one of formula (III -1)~(III -2);
Component C is selected from least one of formula (IV -1), (IV -8), (V -1), (V -2), (V -5);
Mass percentage based on the above component A, component B and component C, the component A is 20~90%, component B's Mass percentage is 5~35%, and the mass percentage of component C is 5~50%.
Dispersed ruby dye composition of the present invention is preferably made of component A, component B and component C, in which:
Component A is selected from least one of formula (I -1)~(I -3), (II-1)~(II-3);
Component B is selected from least one of formula (III -1)~(III -2);
Component C is selected from least one of formula (IV -1), (IV -8), (V -1), (V -2), (V -5);
Mass percentage based on the above component A, component B and component C, the component A is 20~90%, component B's Mass percentage is 5~35%, and the mass percentage of component C is 5~50%.
Dispersed ruby dye composition of the present invention leads to when as commodity selling or being applied to textile material coloring It often also needs that auxiliary agent is added and be post-processed.Therefore, the present invention also provides a kind of dispersed ruby dye product, contain described Dispersed ruby dye composition and auxiliary agent, the weight ratio of auxiliary agent and disperse dye composition is 0.2~5:1.Preferably, institute The dispersed ruby dye product stated is made of the dispersed ruby dye composition and auxiliary agent.The auxiliary agent is disperse dyes Common dispersing agent, diffusant and other surfactants etc. when compounding preferably are selected from one of following or in which two or more mix Close object: lignosulfonates (such as sodium lignin sulfonate (lignin 85A, lignin 83A)), alkyl naphthalene sulfonic acid formaldehyde condensation products (such as condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalenesulfonateformaldehyde formaldehyde Condensation product (dispersing agent CNF) etc..
Dispersed ruby dye product of the present invention the preparation method is as follows:
After the dye monomer compound (former dyestuff) for forming dispersed ruby dye composition is mixed according to the ratio, auxiliary agent, Corpusculed is carried out with pulverizers such as sand mill or grinders in the presence of water;In addition dye monomer compound can also be existed respectively It is mixed in proportion after carrying out corpusculed processing with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water.This hair The bright dispersed ruby dye product can be powdery, particle after spray drying with being liquid after sand mill or grinder grinding Shape, this is well known to those skilled in the art preparation method, due to can not be by the de- of moisture 100% in spray-drying process It removes, so even being still to allow that there are a certain amount of moisture, preferably more than dyestuff system in powdery or granular dye preparations The 10% of product gross weight.
In addition, it is necessary to which explanation makes the promotion of dyeing effect when dye preparations are applied to the printing and dyeing of textile fabric Contribution is technically characterized in that dye component contained in the product and ratio.
In the present invention, formula (I), (II), (III), (IV), dye composition is convenient to by this field skill shown in (V) Mode known to art personnel synthesizes, and is also referred to introduce in patent CN101522816A, CN101215245A, US5550217A Method or similar method preparation, commercial goods can also be used.Formula (II) compound is during formula (I) Dyestuff synthesis By-product does not have to separate the two under normal conditions, and conventional DMF solvent can also be used when necessary and repeatedly refine to the two progress Separation.It, can be (such as poly- to hydrophobic fiber material by ways customary in industry using dyestuff made of dye composite of the invention Ester or its blended fabric) it is dyed, it is such as dyed using common dip method or high-temperature and high pressure dyeing process, it can also be used to straight Connect stamp.Wherein, common dip method such as pre-processes hydrophobic fiber material, is put into dye vat and is disseminated, and dye finishes, cold Water is cleaned to neutrality, is squeezed out, and cleaning is restored again, drying;Fabric is such as carried out dye pre-treatment by direct printing, is dried, setting, Disperse dyes mill base is printed on printing machine, then is evaporated, and the dye fixing on fabric is made in the way of decatize, is finally washed, Stentering forming.
Dispersed ruby dye composition and dye preparations provided by the invention, when being applied to hydrophobic fiber material dyeing, Every color fastness is excellent, and especially water-fastness staining fastness is prominent.
(4) specific embodiment
The present invention is described further combined with specific embodiments below, but protection scope of the present invention is not limited in This:
Embodiment 1:
By 45 grams of formulas (I -2) compound, 15 grams of formula (II-1) compounds, 15 grams of formulas (III -1), 25 grams of formula (IV -8) chemical combination Object and 200 grams of Dispersant MF, after adding 650 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can be supplied to and knit The excellent carbuncle tone of object items fastness ability.
Embodiment 2:
By 30 grams of formulas (I -2) compound, 20 grams of formula (II-1) compounds, 25 grams of formulas (III -1), 5 grams of formula (IV -1) chemical combination Object, 20 grams of formula (IV -8) compounds and 200 grams of Dispersant MF, after adding 650 grams of blendings of water, grinding distribution and it is dry to get at Product, the dyestuff can be supplied to the excellent carbuncle tone of fabric items fastness ability.
Embodiment 3:
By 50 grams of formulas (I -3) compound, 30 grams of formulas (III -1), 20 grams of formula (V -1) compounds and 200 grams of Dispersant MF, After adding 650 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, and it is excellent which can be supplied to fabric items fastness ability Carbuncle tone.
Embodiment 4~42:
According to method described in embodiment 1,2 or 3, the difference is that being added using the structure and weight of component A~C in table 1 200 grams of auxiliary agent (Dispersant MF is 150 grams, and lignin 85A is 50 grams), adds and slurries is made after 650 grams of blendings of water, grinding distribution, Dry, finished product, the dyestuff can be supplied to the excellent carbuncle tone of fabric items fastness ability.
Table 1
Dyeing Example:
Disperse dyes made from above-described embodiment 1~42 are chosen respectively, using conventional high temperature high-pressure dyeing and thermal finalization Polyester fibre/spandex intertexture is handled, in treatment process, controls dye level (o.w.f) 4.0%, bath raio 1: 25 adjusts Value in Dyeing Process 4 ~5, room temperature enters dye, is warming up to 130 DEG C with 1 DEG C/min, keeps the temperature 45min, restores washing, washing, drying, 180 DEG C of heat by well-established law Sizing 60 seconds, obtains dyeing and weaving object rubied/rubious.Rub resistance and water-fastness color jail are tested respectively according to AATCC 8, AATCC 61-2A It spends, as a result the following table 2:
Table 2
By upper table 2 it is found that the dispersed ruby composition in the present invention, dyed fabric after final finishing high temperature thermal finalization, Rub resistance and water-fastness staining fastness can satisfy the printing and dyeing that high fastness requires fabric.

Claims (9)

1. a kind of dispersed ruby dye composition, including component A, component B and component C, it is shown that the component B is selected from formula (III) At least one of compound, the component C are selected from least one of compound shown in formula (IV) and/or (V);It is based on The mass percentage of component A, component B and the component C, component A are 20~90%, and the mass percentage of component B is 5 The mass percentage of~35%, component C are 5~50%:
In formula (III):
P, q is 1 or 2;
R4、R5For C1~C4Alkyl;
R6For the alkyl of C1~C4;
X4For halogen;
In formula (IV):
P, q is 1 or 2;
R8、R9For C1~C4Alkyl;
R7For C1~C4Alkyl, C1~C4Alkoxy, phenyl or amino;
X5For nitro, cyano or halogen;
In formula (V):
R10For hydrogen or C1~C4Alkyl;
R11For hydrogen, C1~C4Alkyl ,-CH2COOC2H4OCH3、-CH2CH2OH or-
The component A is following formula (I -1)~(I -6), (I -9)~(I -12), dye composition shown in (II -1)~(II -7) One or more of mixture:
2. dispersed ruby dye composition as described in claim 1, it is characterised in that: the dispersed ruby dye composition by Component A, component B and component C composition.
3. dispersed ruby dye composition as claimed in claim 1 or 2, it is characterised in that:
X4For chlorine or bromine;
R4、R5For methyl or ethyl;
R6For methyl or ethyl;
R8、R9For methyl or ethyl;
R7For methyl or ethyl, methoxy or ethoxy, phenyl or amino;
X5For nitro, cyano, chlorine or bromine;
R10For hydrogen or methyl;
R11For hydrogen, propyl or butyl or
4. dispersed ruby dye composition as claimed in claim 1 or 2, it is characterised in that: component B is formula (III -1)~(III - 6) mixture of one or more of dye composition shown in;
5. dispersed ruby dye composition as claimed in claim 1 or 2, it is characterised in that: component C is formula (IV -1)~(IV - 14), the mixture of one or more of dye composition shown in (V -1)~(V -5):
6. dispersed ruby dye composition as claimed in claim 1 or 2, it is characterised in that: the dispersed ruby dye group It closes in object:
Component A is selected from least one of formula (I -1)~(I -3), (II -1)~(II -3);
Component B is selected from least one of formula (III -1)~(III -2);
Component C is selected from least one of formula (IV -1), (IV -8), (V -1), (V -2), (V -5);
Mass percentage based on the above component A, component B and component C, the component A is 20~90%, the quality of component B Percentage composition is 5~35%, and the mass percentage of component C is 5~50%;
7. a kind of dispersed ruby dye product is helped containing dispersed ruby dye composition as described in claim 1 and auxiliary agent The weight ratio of agent and disperse dye composition is 0.2~5:1.
8. dispersed ruby dye product as claimed in claim 7, it is characterised in that: the dispersed ruby dye product is by institute Dispersed ruby dye composition and the auxiliary agent composition stated.
9. dispersed ruby dye product as claimed in claim 7 or 8, it is characterised in that: the auxiliary agent is selected from one of following Or in which two or more mixture: lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products, naphthalene sulfonic acid-formaldehyde condensation product, benzyl Base naphthalene sulfonic acid-formaldehyde condensation product.
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Publication number Priority date Publication date Assignee Title
CN109535769B (en) * 2018-12-19 2020-08-07 浙江龙盛化工研究有限公司 Disperse red dye composition and dye product
CN111117291B (en) * 2019-03-21 2021-09-21 浙江龙盛集团股份有限公司 Disperse red dye composition and dye product
CN111518414B (en) * 2020-04-29 2021-07-16 约克夏(浙江)染化有限公司 Red disperse dye composition, red disperse dye and preparation method and application thereof

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JPH11158403A (en) * 1997-11-28 1999-06-15 Sumitomo Chem Co Ltd Disperse dye composition and method for coloring hydrophobic material therbwith
CN1640942A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Dispersed red dye composition
CN102031017A (en) * 2010-11-16 2011-04-27 玛德(上虞)染料有限公司 Disperse dye composition and application thereof
CN102277012A (en) * 2011-04-29 2011-12-14 浙江闰土股份有限公司 Disperse purplish-red dye composition
CN102471996A (en) * 2009-08-21 2012-05-23 德司达染料德国有限责任公司 Disperse dye mixtures, their preparation and use
CN105419389A (en) * 2015-10-30 2016-03-23 上海鸿源鑫创材料科技有限公司 High-fastness disperse blue dye composition and dye product
CN105838109A (en) * 2016-04-29 2016-08-10 浙江龙盛集团股份有限公司 High-fastness blue to black disperse dye composition and dye product

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11158403A (en) * 1997-11-28 1999-06-15 Sumitomo Chem Co Ltd Disperse dye composition and method for coloring hydrophobic material therbwith
CN1640942A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Dispersed red dye composition
CN102471996A (en) * 2009-08-21 2012-05-23 德司达染料德国有限责任公司 Disperse dye mixtures, their preparation and use
CN102031017A (en) * 2010-11-16 2011-04-27 玛德(上虞)染料有限公司 Disperse dye composition and application thereof
CN102277012A (en) * 2011-04-29 2011-12-14 浙江闰土股份有限公司 Disperse purplish-red dye composition
CN105419389A (en) * 2015-10-30 2016-03-23 上海鸿源鑫创材料科技有限公司 High-fastness disperse blue dye composition and dye product
CN105838109A (en) * 2016-04-29 2016-08-10 浙江龙盛集团股份有限公司 High-fastness blue to black disperse dye composition and dye product

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