CN101880476A - Yellow-to-orange disperse dye composition - Google Patents

Yellow-to-orange disperse dye composition Download PDF

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Publication number
CN101880476A
CN101880476A CN 201010212592 CN201010212592A CN101880476A CN 101880476 A CN101880476 A CN 101880476A CN 201010212592 CN201010212592 CN 201010212592 CN 201010212592 A CN201010212592 A CN 201010212592A CN 101880476 A CN101880476 A CN 101880476A
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yellow
quality percentage
percentage composition
disperse dye
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CN101880476B (en
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章建新
高怀庆
吕建君
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SHANGYU JINGUAN CHEMICAL CO Ltd
Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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SHANGYU JINGUAN CHEMICAL CO Ltd
Zhejiang Longsheng Dyestuff 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
    • C09B67/0033Blends 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
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups

Abstract

The invention provides a yellow-to-orange disperse dye composition which mainly comprises one or a plurality of components A the structures of which are shown as a formula (I), one or a plurality of components B the structures of which are shown as a formula (II) and one or a plurality of components C the structures of which are shown as a formula (III). Based on the components A, the components B and the components C, the mass percent of the components A is 0.1 to 99 percent, the mass percent of the components B is 0.1 to 99 percent, and the mass percent of the components C is 0 to 60 percent; when the dispersive yellow-to-orange dye is used for dyeing a hydrophobic fibre material, residual dyeing liquid is clear, and scums are little; especially, after high-temperature shaping, very high washing fastness still can be ensured; and the invention effectively solves the problem that the washing fastness of conventional dispersive yellow-to-orange dye is greatly lowered under high-temperature after finishing, and is very suitable for printing and dyeing middle-grade/high-grade fabrics, such as superfine-denier fabrics and blended fabrics of dacron/cotton, dacron/spandex and the like.

Description

A kind of Yellow-to-orange disperse dye composition
(1) technical field
The present invention relates to a kind of Yellow-to-orange disperse dye composition of high washing fastness of suitable printing and dyeing hydrophobic fiber material.
(2) background technology
In recent years, dacron fabric such as Sportswear, Casual Wear, the interior fabrics of automobile etc. are with carrying out the heat setting type processing for guaranteeing that final dimension one makes peace to stablize after the disperse dyeing, because heat setting temperature is generally higher, above 140 ℃, the thermophoresis reverse with when dyeing will take place in the dispersed dye of fibrous inside, the part dyestuff can migrate to fiber surface again, cause dyeing after the fabric washing fastness of heat setting type significantly descends (generally having only about 3 grades), and be infected with adjacent subsides lining and go up or contaminate environment, and existing dispersed dye washing fastness etc. all be polyester piece good with disperse dyeing after reduction clearing but do not carry out the data that heat setting type is handled can't reflect the heat-resisting migration performance of dispersed dye.
In addition, development along with the super fine denier trevira, and wash/development of ammonia, wash/high-grade BLENDED FABRIC such as cotton, existing DISPERSE YELLOW to orange dye can not satisfy its dyeing demand when printing and dyeing, it is serious as above to dye other fibers of contamination, causes the whole color fastness decreased of fabric, spot is problem such as easy-clear not, and further reform the requirement of trevira at the REACH of European Union rules, consider, be necessary to develop a class novel environment friendly dyestuff from environment and ecological aspect with dispersed dye.
(3) summary of the invention
For addressing the above problem, the invention provides a kind of dispersed dye of Yellow-to-orange, when being applied to hydrophobic fiber material dyeing, have splendid washing fastness and heat-resisting migration performance, dyeing residual liquid is clear, and loose colour is few, economic environmental protection can be used for the dyeing of top-grade fashion lining.
The technical solution used in the present invention is:
A kind of Yellow-to-orange disperse dye composition, mainly form suc as formula the component C shown in (III) suc as formula the B component shown in (II) and one or more structures suc as formula the component A shown in (I), one or more structures by one or more structures, based on described component A, B component and component C (promptly based on component A, B component and component C quality sum), the quality percentage composition of component A is 0.1~99%, the quality percentage composition of B component is 0.1~99%, and the quality percentage composition of component C is 0~60%; When component C was 0, based on described component A and B component, the quality percentage composition of component A and B component was respectively 1~99% and 1~99% (being preferably 60~90% and 10~40%);
In the formula (I):
R 1Be C 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is C 1~C 4Alkoxyl group; X 1, X 2Independent separately be nitro, methyl or methoxy, and satisfy one of them for nitro, another is methyl or methoxy;
In the formula (II):
R 2Be C 1~C 4Alkyl, be preferably methyl and ethyl;
X 3, X 4Independent separately be H, halogen, nitro ,-COOC 2H 4OC 2H 4OCH 3,-COOC 2H 5Or-OSO 2-ph, ph are phenyl;
In the formula (III):
R 3Be C 1~C 4Alkyl;
R 4, R 5The C that independently is separately 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is-OCOR 7,-COOR 8, wherein, R 7, R 8Independent separately is C 1~C 4Alkyl;
X 5Be cyano group or nitro.
Preferably, based on described component A, B component and component C, the quality percentage composition of component A is 20~99%, and the quality percentage composition of B component is 0.1~85%, and the quality percentage composition of component C is 0~50%.
More preferred, based on described component A, B component and component C, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 0.1~60%, and the quality percentage composition of component C is 0~40%.
Preferably, based on described component A, B component and component C, the quality percentage composition of component A is 20~60%, and the quality percentage composition of B component is 20~40%, and the quality percentage composition of component C is 20~40%.
Because the singularity of dye industry is difficult to also there is no need to make pure product, can have the impurity in some preparation process usually, also allows to contain a spot of physics impurity when dye composite of the present invention is made finished product.
The dye monomer compound of formula used in the present invention (I)~formula (III) can be synthetic by mode well known to those skilled in the art easily, or, also can adopt the commercial goods with reference to method described in patent JP61019664A, US3957749A, the US5550217A or similarly method preparation.
DISPERSE YELLOW of the present invention is to orange dye, need when being applied to dye to handle through commercialization, as need to add auxiliary agent and disperse.After for example with structural formula (I), (II) and (III) represented dye monomer compound mixes by above-mentioned proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; In addition also can with structural formula (I), (II) and (III) represented dye monomer compound in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed respectively and handle the back and mix with above-mentioned ratio with pulverizers such as sand mill or shredders.
Described Yellow-to-orange disperse dye composition also can be made up of component A, B component, component C and auxiliary agent, and described auxiliary agent quality is 0.5~8: 1 with the ratio of component A, B component and component C quality sum.
Commonly used dispersion agent, diffusant and tensio-active agents etc. when described auxiliary agent is the dispersed dye commercialization are preferably one of following or wherein two or more mixtures: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly, naphthalene sulfonic acidformaldehyde condensation product such as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound such as dispersing agent CNF etc., sulfonated lignin such as sodium lignosulfonate (as commercial dispersants Reax83A, Reax85A) etc.
DISPERSE YELLOW of the present invention is to orange dye, adds auxiliary agent after commercialization is handled, and powdery, graininess behind liquid state, emulsifiable paste attitude or the optionally drying after can corpusculed be supplied with dyeing.Described auxiliary agent can also comprise dust-proofing agent, sanitas, thickening material, oxygenant and stablizer etc. that dye preparations is commonly used except that comprising above-mentioned common dispersants, diffusant and tensio-active agent.
Preferably, described component A is one of following or wherein two or more mixture:
Figure BDA0000022830810000051
Figure BDA0000022830810000061
Preferably, described B component is one of following or wherein two or more mixture:
Figure BDA0000022830810000062
Figure BDA0000022830810000071
Preferably, described component C is one of following or wherein two or more mixture:
Figure BDA0000022830810000081
Preferably, described composition is made up of component A, B component, component C and auxiliary agent, described component A is compound (I-1) and/or compound (I-2), B component is compound (II-1) and/or compound (II-2), component C is compound (III-1), and auxiliary agent is Dispersant MF and/or sodium lignosulfonate; Based on described component A, B component and component C, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 0.1~60%, and the quality percentage composition of component C is 0~40%;
To orange dye, can adopt conventional dip method, pad dyeing method to dye according to the DISPERSE YELLOW of making of the present invention, also can be used for direct printing.Wherein, conventional dip method is put into dye vat and is contaminated as polyester textile is carried out pre-treatment, dyes completely, and cold water cleans to neutral, and strand is done, and carries out reduction clearing again, oven dry; Direct printing is as dying pre-treatment with fabric, oven dry, and setting, seal dispersed dye mill base evaporates again on printing machine, utilizes the decatize mode to make dye fixing on the fabric, washing at last, stentering forming.
When dying hydrophobic fiber material with DISPERSE YELLOW of the present invention to orange dye, dyeing residual liquid is clear, loose colour is few; By adjusting proportion among different, can obtain to have the Yellow-to-orange dyeing and weaving thing that gorgeous, the heat-resisting migration performance of coloured light is good, washing fastness is outstanding, particularly behind high-temperature shaping, still can guarantee very high washing fastness, efficiently solve conventional DISPERSE YELLOW to orange dye difficult problem of declining to a great extent of washing fastness under arrangement behind the high temperature, be highly suitable for medium-to-high grade lining such as super fine denier fabric, wash/cotton, wash/printing and dyeing of BLENDED FABRIC such as ammonia.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment, but protection scope of the present invention is not limited in this:
Embodiment 1:
With the component A of 50 gram formulas (I-1) and 42 gram formulas (I-2), the B component of 8 gram formulas (II-1), the Dispersant MF of 120 grams, the sodium lignosulfonates of 30 grams, add water 650 gram piece together mix after, grind and disperse and dry, get product, this dyestuff can offer the good golden yellow of the every fastness ability of fabric.
Embodiment 2:
With the component A of 23 gram formulas (I-1) and 23 gram formulas (I-2), the B component of 27 gram formulas (II-1), the component C of 27 gram formulas (III-1), the sodium lignosulfonate of 150 grams, add water 600 gram piece together mix after, grind and disperse and drying, get product, this dyestuff can offer good orange of the every fastness ability of fabric.
Embodiment 3~19
According to embodiment 2 described methods, different is structure and the weight of component A, B component, component C in the employing table 1, (Dispersant MF is 150 grams to add auxiliary agent 165 grams, sodium lignosulfonate is 15 grams), add and make slurries after water 600 gram assemblies mix, grind and disperse, drying, make finished product, this dyestuff can offer the good Yellow-to-orange tone of the every fastness ability of fabric.
Table 1
Embodiment Component A B component Component C Weight (g) A: B: C Tone
??3 ??(I-1)+(I-2) ??(II-1) ??- ??(45+45)∶10 Yellow
??4 ??(I-1) ??(II-1) ??- ??85∶15 Yellow
??5 ??(I-2) ??(II-1) ??- ??95∶5 Yellow
??6 ??(I-6) ??(II-2)+(II-5) ??- ??70∶(15+15) Yellow
??7 ??(I-7)+(I-1) ??(II-4) ??- ??(30+30)∶40 Yellow
??8 ??(I-10) ??(II-3)+(II-1) ??- ??90∶(5+5) Yellow
??9 ??(I-1) ??(II-8) ??- ??75∶25 Yellow
??10 ??(I-3) ??(II-2) ??- ??98∶2 Yellow
Embodiment Component A B component Component C Weight (g) A: B: C Tone
??11 ??(I-1)+(I-2) ??(II-1) ??(III-1) ??(25+25)∶25∶25 Orange
??12 ??(I-1) ??(II-1) ??(III-1) ??55∶20∶25 Orange
??13 ??(I-2) ??(II-1) ??(III-3) ??45∶35∶20 Orange
??14 ??(I-4)+(I-10) ??(II-3) ??(III-2) ??(30+30)∶20∶20 Orange
??15 ??(I-5) ??(II-6) ??(III-4) ??40∶30∶30 Orange
??16 ??(I-1)+(I-2) ??(II-2) ??(III-5) ??(20+20)∶35∶25 Orange
??17 ??(I-8) ??(II-1)+(II-8) ??(III-4) ??30∶(20+20)∶30 Orange
??18 ??(I-9) ??(II-7) ??(III-1) ??45∶30∶25 Orange
??19 ??(I-2) ??(II-1) ??(III-2) ??20∶40∶40 Orange
Embodiment 20:
Choose the dispersed dye that the foregoing description 1~19 makes, adopt conventional high-temperature and high pressure dyeing process and heat setting type to handle polyester textile, in the treating processes, control dye level (o.w.f) 2.0%; bath raio 1: 10 is transferred dye bath pH value 3.5~4.5,250 ℃/3min of heat set conditions.After dyeing finishes, test its washing fastness according to GB/T3921, each dispersed dye all still reaches more than 4 grades.
This shows, dispersion yellow among the present invention is to the orange dye composition, after heat setting type is handled, still can guarantee very high washing fastness, obviously be better than conventional DISPERSE YELLOW to orange dye (conventional dispersed dye are handled the after washing fastness through heat setting type and dropped to about 3 grades), satisfy the printing and dyeing that high fastness requires lining.

Claims (10)

1. Yellow-to-orange disperse dye composition, mainly form suc as formula the component C shown in (III) suc as formula the B component shown in (II) and one or more structures suc as formula the component A shown in (I), one or more structures by one or more structures, based on described component A, B component and component C, the quality percentage composition of component A is 0.1~99%, the quality percentage composition of B component is 0.1~99%, and the quality percentage composition of component C is 0~60%;
Figure FDA0000022830800000011
In the formula (I):
R 1Be C 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is C 1~C 4Alkoxyl group; X 1, X 2Independent separately be nitro, methyl or methoxy, and satisfy one of them for nitro, another is methyl or methoxy;
In the formula (II):
R 2Be C 1~C 4Alkyl;
X 3, X 4Independent separately be H, halogen, nitro ,-COOC 2H 4OC 2H 4OCH 3,-COOC 2H 5Or-OSO 2-ph, ph are phenyl;
In the formula (III):
R 3Be C 1~C 4Alkyl;
R 4, R 5The C that independently is separately 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is-OCOR 7,-COOR 8, wherein, R 7, R 8Independent separately is C 1~C 4Alkyl;
X 5Be cyano group or nitro.
2. Yellow-to-orange disperse dye composition as claimed in claim 1, it is characterized in that: based on described component A, B component and component C, the quality percentage composition of component A is 20~99%, and the quality percentage composition of B component is 0.1~85%, and the quality percentage composition of component C is 0~50%.
3. Yellow-to-orange disperse dye composition as claimed in claim 2, it is characterized in that: based on described component A, B component and component C, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 0.1~60%, and the quality percentage composition of component C is 0~40%.
4. Yellow-to-orange disperse dye composition as claimed in claim 3, it is characterized in that: based on described component A, B component and component C, the quality percentage composition of component A is 20~60%, and the quality percentage composition of B component is 20~40%, and the quality percentage composition of component C is 20~40%.
5. Yellow-to-orange disperse dye composition as claimed in claim 1, it is characterized in that described Yellow-to-orange disperse dye composition is made up of component A, B component, component C and auxiliary agent, described auxiliary agent quality is 0.5~8: 1 with the ratio of component A, B component and component C quality sum.
6. Yellow-to-orange disperse dye composition as claimed in claim 5 is characterized in that described auxiliary agent is one of following or wherein two or more mixture: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
7. as the described Yellow-to-orange disperse dye composition of one of claim 1~6, it is characterized in that described component A is one of following or wherein two or more mixture:
Figure FDA0000022830800000031
Figure FDA0000022830800000041
8. as the described Yellow-to-orange disperse dye composition of one of claim 1~6, it is characterized in that described B component is one of following or wherein two or more mixture:
Figure FDA0000022830800000042
Figure FDA0000022830800000051
9. as the described Yellow-to-orange disperse dye composition of one of claim 1~6, it is characterized in that described component C is one of following or wherein two or more mixture:
Figure FDA0000022830800000061
10. Yellow-to-orange disperse dye composition as claimed in claim 5, it is characterized in that described component A is compound (I-1) and/or compound (I-2), B component is compound (II-1) and/or compound (II-2), component C is compound (III-1), and auxiliary agent is Dispersant MF and/or sodium lignosulfonate; Based on described component A, B component and component C, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 0.1~60%, and the quality percentage composition of component C is 0~40%;
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CN103173037A (en) * 2011-12-20 2013-06-26 烟台安诺其纺织材料有限公司 Dye composition, dye, preparation method and raw material composition of dye thereof
CN103602100A (en) * 2013-11-19 2014-02-26 江苏盛吉化工有限公司 Mixture of orange to yellowish-brown disperse dyes
CN103694733A (en) * 2011-12-20 2014-04-02 上海安诺其纺织化工股份有限公司 Dye composition, dye, preparation method of dye composition and dye and raw material composition of dye
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CN108165051A (en) * 2018-02-05 2018-06-15 浙江山峪科技股份有限公司 A kind of high distillation is high to wash yellowish-brown disperse dye composition, dye preparations and application
CN109735136A (en) * 2018-12-21 2019-05-10 浙江闰土股份有限公司 A kind of yellow disperse dye composition, disperse dyes and its preparation method and purposes
CN109957259A (en) * 2019-03-02 2019-07-02 浙江龙盛集团股份有限公司 It is a kind of yellow to orange disperse dye composition and dye preparations
CN110669356A (en) * 2019-10-23 2020-01-10 约克夏(浙江)染化有限公司 Yellow dye composition, yellow dye and preparation method and application thereof
CN112724707A (en) * 2020-12-19 2021-04-30 浙江龙盛染料化工有限公司 Disperse orange dye composition and dye product

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