CN104371365B - Disperse dye composition and disperse dye, and preparation method and use thereof - Google Patents

Disperse dye composition and disperse dye, and preparation method and use thereof Download PDF

Info

Publication number
CN104371365B
CN104371365B CN201310753630.1A CN201310753630A CN104371365B CN 104371365 B CN104371365 B CN 104371365B CN 201310753630 A CN201310753630 A CN 201310753630A CN 104371365 B CN104371365 B CN 104371365B
Authority
CN
China
Prior art keywords
component
weight
percentage
formula
disperse
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201310753630.1A
Other languages
Chinese (zh)
Other versions
CN104371365A (en
Inventor
陈百龙
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Runtu Co Ltd
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to CN201710188859.3A priority Critical patent/CN106947287B/en
Application filed by Individual filed Critical Individual
Priority to CN201310753630.1A priority patent/CN104371365B/en
Priority to PCT/CN2014/095585 priority patent/WO2015101290A1/en
Priority to ES14876649.6T priority patent/ES2653737T3/en
Priority to KR1020167020366A priority patent/KR101702513B1/en
Priority to US15/102,669 priority patent/US10151062B2/en
Priority to BR112016012058A priority patent/BR112016012058B8/en
Priority to EP14876649.6A priority patent/EP3147333B1/en
Publication of CN104371365A publication Critical patent/CN104371365A/en
Application granted granted Critical
Publication of CN104371365B publication Critical patent/CN104371365B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0079Azoic dyestuff preparations
    • 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
    • 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
    • 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
    • D06P1/19Nitro 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

Landscapes

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

Abstract

The invention discloses a disperse dye composition and a disperse dye, and a preparation method and use thereof, and the disperse dye is suitable for dyeing and printing of fabrics, especially polyester and blended fabrics thereof.

Description

A kind of disperse dye composition, disperse dyes and its preparation method and purposes
Technical field
The present invention relates to a kind of disperse dye composition, disperse dyes and its preparation method and purposes.Described dispersion dye Material is applied to dyeing and the stamp of fabric, particularly terylene and its blend fabric.
Background technology
With the pay attention to day by day to environmental protection for the people, particularly some European countries have put into effect some regulations, policy etc. in succession. Likewise, in recent years, China it is also proposed higher requirement to environmental protection, and some polluted enterprises are carried out with control, dyestuff enterprise How to try to achieve survival and development, be that pendulum is maximum in face of dye manufacturers, and be the difficult problem needing most urgently to solve.
Content of the invention
The present invention provides the economic and environment-friendly type dispersion dye that a kind of pH value range is wide, light fastness is good, compatibility is excellent, intensity is high Material.
The present invention provides a kind of disperse dye composition it is characterised in that composed of the following components:
As formula(1)Shown component A:
One or more are as formula(2)Shown component B:
Formula(2)In, X1For bromine or chlorine;R1、R2Each stand alone as C1~C4Alkyl;
One or more are as formula(3)Shown component C:
Formula(3)In, X2For chlorine, R3、R4Each stand alone as C1~C4Alkyl or CH2CH=CH2, Y is C1~C4Alkyl;
Optional one or more are as formula(4)Shown component D:
Formula(4)In, X3、X4Each stand alone as hydrogen, chlorine or bromine, R5、R6Each stand alone as C2~C4Alkyl, or C1~C4Alkane The group that one of base hydrogen is replaced by cyano group, phenyl, acetoxyl group or benzoyloxy;Wherein component D is not C.I. dispersion Orange 76(C.I. disperse orange 76 is X3、X4For chlorine, R5For ethyl, R6Formula for cyanoethyl(4)Shown compound);
Optional one or more are as formula(5)Shown component E:
Formula(5)In, X5、X6Each stand alone as hydrogen, chlorine or nitro, R7For C1~C4Alkyl;
Optional one or more are as formula(6)Shown component F:
Formula(6)In, X7For cyano group or nitro, R8For C1~C4Alkyl amido or C1~C4Alkyl, R9、R10Each independent For C1~C4Alkyl;With
Optional as formula(7)Shown component G:
According to disperse dye composition of the present invention it is preferable that described component B be one of following compound or Two kinds:
According to disperse dye composition of the present invention it is preferable that described component C be one of following compound or Two kinds:
According to disperse dye composition of the present invention it is preferable that described component D be one of following compound or Two or more:
According to disperse dye composition of the present invention it is preferable that described component E be one of following compound or Two or more:
According to disperse dye composition of the present invention it is preferable that described component F be one of following compound or Two or more:
According to disperse dye composition of the present invention it is preferable that component B is as formula(2-1)And formula(2-2)Shownization One of compound or two kinds:
Component C is as following formula(3-1)With(3-2)One of shown compound or two kinds:
Based on the gross weight of described disperse dye composition, the percentage by weight of component A is 2-73%, preferably 2-72%, Or preferably 2-71%, or preferably 2-60%, or preferably 2-51%, or preferably 3-50%, or preferably 3-6%.Component B Percentage by weight is 7-40%, preferably 7-37%, or preferably 12-39%, or preferably 12-37%.The percentage by weight of component C For 20-58%, preferably 38-58%, or preferably 20-48%, or preferably 30-55%, or preferably 35-55%.The weight of component D Amount percentage ratio is 0-70%, preferably 2-50%, or preferably 3-6%.The percentage by weight of component E is 0-10%, preferably 1-5%, Or preferably 2-6%.The percentage by weight of component F is 0-47%, preferably 1-10%, or preferably 1-5%.The weight hundred of component G Divide ratio for 0-47%, preferably 1-10%, or preferably 1-5%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
Percentage by weight is 2~73% component A,
Percentage by weight is 7~40% component B,
Percentage by weight is 20~58% component C,
Optional percentage by weight is 0~70% component D,
Optional percentage by weight is 0~10% component E,
Optional percentage by weight is 0~47% component F, and
Optional percentage by weight is 0~47% component G.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 3~50%,
The percentage by weight of component B is 12~39%,
The percentage by weight of component C is 38~58%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~60%,
The percentage by weight of component B is 7~37%,
The percentage by weight of component C is 30~55%,
The percentage by weight of component D is 3~6%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 3~6%,
The percentage by weight of component B is 12~37%,
The percentage by weight of component C is 35~55%,
The percentage by weight of component D is 2~50%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~51%,
The percentage by weight of component B is 12~37%,
The percentage by weight of component C is 35~55%,
The percentage by weight of component E is 2~6%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~72%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component F is 1~10%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~72%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component G is 1~10%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~71%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component E is 1~5%,
The percentage by weight of component G is 1~5%.
According to disperse dye composition of the present invention it is preferable that gross weight based on described compositionss, by with the following group It is grouped into:
The percentage by weight of component A is 2~71%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component E is 1~5%,
The percentage by weight of component F is 1~5%.
In actual production process, each dye component of the present invention generally may be miscellaneous with some by-products and other Matter, as long as do not affect the enforcement of the present invention.
The present invention also provides a kind of disperse dyes it is characterised in that by according to disperse dye composition of the present invention With adjuvant composition.
According to disperse dyes of the present invention it is preferable that described adjuvant includes auxiliary agent and water.
According to disperse dyes of the present invention it is preferable that described auxiliary agent includes one or more following group Close:Naphthalene sulfonic formaldehyde condensation compound, lignosulfonates, sodium sulfate, surfactant, antibacterial, or other dye dispersants.
According to disperse dyes of the present invention it is preferable that described auxiliary agent with the weight ratio of disperse dye composition is 0.3~4:1.
The present invention a kind of method prepared according to disperse dyes of the present invention is also provided it is characterised in that include with Lower step:
After described each dye component is mixed, in the presence of adjuvant, carry out particlized process with sand mill or grinder; Or described each dye component is carried out particlized process with sand mill or grinder respectively in the presence of adjuvant, then is mixed Close.
Disperse dyes of the present invention, can be liquid after being ground with sand mill or grinder(Generally solid content be 20~ 50%), can be powdery or graininess after spray drying(Generally solid content is 87~96%).
The present invention also provide a kind of according to disperse dyes of the present invention be used for the dyeing of fabric and the purposes of stamp.
The present invention also provides a kind of fabric it is characterised in that by using carrying out according to disperse dyes of the present invention Dyeing and stamp prepare.
The pH value range of the disperse dyes of the present invention is wide, light fastness is good, compatibility is excellent, intensity is high.
Specific embodiment
Embodiment
With reference to embodiment, the invention will be further described, but protection scope of the present invention is not limited to this.
In an embodiment, component A, B of the present invention, C and optional component D, E, F, G, by certain proportioning and auxiliary agent and After water blending, it is ground dispersion with sand mill and makes slurry, or be spray-dried further, thus making dyestuff.
Described component A, B, C, D, E, F, G are known dye composition and can commercially buy, or can Prepared by existing method.
Embodiment 1:
By 41 grams of formulas(1)Dye component, 16 grams of formulas(2-2)Dye component, 43 grams of formulas(3-2)Dye component, 80 grams of dispersions Agent MF and 80 grams of lignin 85A, adds water 390 grams and stirs, and grinding distribution is simultaneously dried, and obtains final product dyestuff finished product, dyes To the excellent black polyester of every fastness ability.
Comparative example 1:
Repeat embodiment 1, except by the formula of embodiment 1(1)Dye component is substituted for following formula(8)Outside dye component, its It is constant.
The dyestuff finished product of embodiment 1 and comparative example 1 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 1 and comparative example 1 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and measure their intensity using GB/T6688-2008, measurement result is shown in Table 1.
Table 1
Title Intensity
Embodiment 1 102%
Comparative example 1 100%
Intensity is high can to reduce dye dosage it is meant that the textile of same depth during printing and dyeing, reduce printing and dyeing cost.
Embodiment 2:
By 41 grams of formulas(1)Dye component, 16 grams of formulas(2-2)Dye component, 43 grams of formulas(3-2)Dye component, 80 grams of dispersions Agent MF and 80 grams of lignin 83A, adds water 390 grams and stirs, and grinding distribution is simultaneously dried, and obtains final product dyestuff finished product, dyes To the excellent black polyester of every fastness ability.
Comparative example 2:
Repeat embodiment 2, except by the formula of embodiment 2(1)Dye component is substituted for following formula(9)Outside dye component, its It is constant.
The dyestuff finished product of embodiment 2 and comparative example 2 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 2 and comparative example 2 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light the light fastness that they are measured using AATCC16-2004, the results are shown in Table 2.
Table 2
Title Light fastness(40h)
Embodiment 2 3
Comparative example 2 2~3
Embodiment 3:
By 41 grams of formulas(1)Dye component, 16 grams of formulas(2-2)Dye component, 43 grams of formulas(3-2)Dye component and 30 grams of dispersions Agent MF, adds water 200 grams and stirs, and grinding distribution makes pulp material finished product, and it is excellent that dyeing obtains every fastness ability Black polyester.
Comparative example 3:
Repeat embodiment 3, except by the formula of embodiment 3(1)Dye component replaces an accepted way of doing sth(4-1)Outside dye component, its It is constant.
The dyestuff finished product of embodiment 3 and comparative example 3 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 3 and comparative example 3 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and adopt GB/T6688-2008, AATCC16-2004, and survey with reference to GB/T2400-2006 Determine their intensity, light fastness and compatibility, the results are shown in Table 3.
Table 3
Title Intensity Light fastness Compatibility
Embodiment 3 105% 3
Comparative example 3 100% 2
Measure compatibility method be:Dyeed with reference to GB/T2394-2003, entered dye from 60 DEG C, when temperature is raised to 80 DEG C when horse back take a sample, take a sample every 10 DEG C later, until 130 DEG C, and, 130 DEG C be incubated 10 minutes, 20 points Clock, 30 minutes, 50 minutes when separately sampled, take 10 pieces of cloth specimens altogether.It is incubated 50 minutes with 130 DEG C as standard specimen, each shelves temperature is taken Cloth specimen is sample, whether synchronous observes its foxy.The Pyatyi system of being divided into I, II, III, IV, V(Instrument:Computer color testing instrument Datacolor600, colour difference formula CMC2:1).For dark color and luster, calculate DC(Gorgeous degree is poor)、DH(Hue difference)It is respectively less than 0.6 Cloth specimen block number.
I grade:Five pieces and more than five pieces
II grade:Four pieces
III grade:Three pieces
IV grade:Two pieces
V grade:One piece.
Embodiment 4:
By 41 grams of formulas(1)Dye component, 16 grams of formulas(2-2)Dye component, 43 grams of formulas(3-2)Dye component, 30 grams of dispersions Agent MF and 30 grams of dispersing agent NNOs, add water 250 grams and stir, and grinding distribution makes pulp material finished product, and dyeing obtains items The excellent black polyester of fastness ability.
Comparative example 4:
Repeat embodiment 4, except by the formula of embodiment 4(1)Dye component is substituted for following formula(10)Outside dye component, its It is constant.
The dyestuff finished product of embodiment 4 and comparative example 4 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 4 and comparative example 4 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and adopt GB/T6688-2008, and measure their intensity, pH with reference to GB/T2403-2006 Value scope, the results are shown in Table 4.
Table 4
Title Intensity PH stable scope
Embodiment 4 107% 3~8
Comparative example 4 100% 3~6
Note:PH stable scope:With the pH value range of intensity >=95% for pH stable scope.
Embodiment 5:
By 44 grams of formulas(1)Dye component, 22 grams of formulas(2-2)Dye component, 34 grams of formulas(3-2)Dye component, 31 grams of dispersions Agent MF and 31 grams of dispersing agent NNOs, add water 200 grams and stir, and grinding distribution is simultaneously dried, and obtains final product dyestuff finished product, dyes To the excellent black polyester of every fastness ability.
Comparative example 5:
Repeat embodiment 5, except by 44 grams of formulas in embodiment 5(1)Dye component is substituted for 41.4 grams of formulas(10)Dyestuff Component and 2.6 grams of formulas(11)Outside dye component, other constant.
The dyestuff finished product of embodiment 5 and comparative example 5 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 5 and comparative example 5 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and adopt GB/T6688-2008, and measure their intensity, pH with reference to GB/T2403-2006 Value scope, the results are shown in Table 5.
Table 5
Title Intensity PH stable scope
Embodiment 5 107% 3~9
Comparative example 5 100% 3~7
Note:PH stable scope:With the pH value range of intensity >=95% for pH stable scope.
Embodiment 6:
By 7.8 grams of formulas(1)Dye component, 7.8 grams of formulas(4-1)Dye component, 6.1 grams of formulas(2-1)Dye component, 16.4 grams Formula(3-2)Dye component, 31 grams of dispersing agent MFs and 31 grams of lignin 85A, add water 200 grams and stir, grinding distribution is simultaneously It is dried, obtains final product dyestuff finished product, dyeing obtains the excellent black polyester of every fastness ability.
Comparative example 6:
Repeat embodiment 6, except by the formula in embodiment 6(1)Dye component replaces an accepted way of doing sth(8)Outside dye component, its It is constant.
The dyestuff finished product of embodiment 6 and comparative example 6 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 6 and comparative example 6 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light the intensity that they are measured using GB/T6688-2008, the results are shown in Table 6.
Table 6
Title Intensity
Embodiment 6 102%
Comparative example 6 100%
Embodiment 7:
By 9.5 grams of formulas(1)Dye component, 36.5 grams of formulas(2-2)Dye component, 54 grams of formulas(3-2)Dye component, 80 grams points Powder MF and 80 grams of lignin 83A, adds water 390 grams and stirs, and grinding distribution is simultaneously dried, and obtains final product dyestuff finished product, dyeing Obtain the excellent blue polyester of every fastness ability.
Comparative example 7:
Repeat embodiment 7, except by the formula in embodiment 7(3-2)Dye component is substituted for following formula(12)Dye set divides it Outward, other constant.
The dyestuff finished product of embodiment 7 and comparative example 7 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 7 and comparative example 7 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and adopt GB/T6688-2008, AATCC16-2004, measure their intensity, light fastness, The results are shown in Table 7.
Table 7
Title Intensity Light fastness(40h)
Embodiment 7 105% 3
Comparative example 7 100% 2~3
Embodiment 8:
By 12 grams of formulas(1)Dye component, 34 grams of formulas(2-2)Dye component, 54 grams of formulas(3-2)Dye component, 80 grams of dispersions Agent MF and 80 grams of lignin 83A, adds water 390 grams and stirs, and grinding distribution is simultaneously dried, and obtains final product dyestuff finished product, dyes To the excellent blue polyester of every fastness ability.
Comparative example 8:
Repeat embodiment 8, except by 54 grams of formulas in embodiment 8(3-2)Dye component is substituted for 27 grams of formulas(12)Dyestuff Component and 27 grams of formulas(3-2)Outside the mixture of dye component, other constant.
The dyestuff finished product of embodiment 8 and comparative example 8 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 8 and comparative example 8 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and adopt GB/T6688-2008, AATCC16-2004, measure their intensity, light fastness, The results are shown in Table 8.
Table 8
Title Intensity Light fastness(40h)
Embodiment 8 103% 3
Comparative example 8 100% 2~3
Embodiment 9 and 10
According to the formula in table 9, the method according to embodiment 8 makes dyestuff finished product.
Table 9 unit:Gram
The dyestuff finished product of embodiment 9 and 10 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 9 and embodiment 10 respectively To the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, use acetic acid Adjust dye bath pH to 5, be then warmed up to 60 DEG C, be respectively put into 2g polyester fiber simultaneously and carry out high-temperature pressure dyeing, at 35 minutes Inside it is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and their compatibility is measured using the method for embodiment 3, the results are shown in Table 10.
Table 10
Embodiment Compatibility
9 II
10 II
Embodiment 11
According to the formula in table 11, the method according to embodiment 8 makes dyestuff finished product.
Table 11 unit:Gram
The dyestuff finished product of embodiment 11 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, the dyestuff finished product weighing 0.5 gram of embodiment 11 to the water of 250ml, Make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjust dye bath pH to 5 with acetic acid, Then it is warmed up to 60 DEG C, be respectively put into 2g polyester fiber simultaneously and carry out high-temperature pressure dyeing, be warmed up to 130 DEG C in 35 minutes, Insulation 45 minutes, is cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and its light fastness is measured using AATCC16-2004 method, the results are shown in Table 12.
Table 12
Embodiment Light fastness
11 3
Embodiment 12-13
According to the formula in table 13, the method according to embodiment 8 makes dyestuff finished product.
Table 13 unit:Gram
The dyestuff finished product of embodiment 12 and 13 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 12 and 13 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and using AATCC16-2004 and using the method for embodiment 3 measure they light fastness, Compatibility, the results are shown in Table 14.
Table 14
Embodiment Light fastness Compatibility
12 3
13 3
Embodiment 14-21
According to the formula in table 15, in embodiment 14-21, it is separately added into appropriate amount of addition agent, make dyestuff finished product.
Table 15 unit:Gram
The dyestuff finished product of embodiment 14-21 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 14-21 respectively to 250ml Water in, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjust dye bath with acetic acid PH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, was warmed up in 35 minutes 130 DEG C, it is incubated 45 minutes, is cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and their compatibility is measured using the method for embodiment 3, the results are shown in Table 16.
Table 16
Embodiment Compatibility
14 I
15
16
17
18
19
20
21
Embodiment 22-23
According to the formula in table 17, add appropriate amount of addition agent, make dyestuff finished product.
Table 17 unit:Gram
The dyestuff finished product of embodiment 22 and 23 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 22 and 23 respectively extremely In the water of 250ml, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjusted with acetic acid Section dye bath pH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, in 35 minutes It is warmed up to 130 DEG C, be incubated 45 minutes, be cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light the light fastness that they are measured using AATCC16-2004, the results are shown in Table 18.
Table 18
Embodiment Light fastness
22 3
23 3
Embodiment 24-49
According to the formula in table 19, add appropriate amount of addition agent, make dyestuff finished product.
Table 19 unit:Gram
The dyestuff finished product of embodiment 24-49 is carried out performance test.
Concrete method of testing is as follows:
According to the similar method of GB/T2394-2003, weigh the dyestuff finished product of 0.5 gram of embodiment 24-49 respectively to 250ml Water in, make disperse dyes suspension.Draw 10ml disperse dyes suspension to mix with the water of 90ml, adjust dye bath with acetic acid PH to 5, is then warmed up to 60 DEG C, is respectively put into 2g polyester fiber simultaneously and carries out high-temperature pressure dyeing, was warmed up in 35 minutes 130 DEG C, it is incubated 45 minutes, is cooled to 80 DEG C of samplings.
Observe cloth specimen coloured light and simultaneously adopt AATCC16-2004, and using the method for embodiment 3 measure they light fastness, Compatibility, the results are shown in Table 20.
Table 20
Embodiment Light fastness Compatibility
24 3
25 3
26 3
27 3
28 3
29 3
30 3
31 3
32 3
33 3
34 3
35 3
36 3
37 3
38 3
39 3
40 3
41 3
42 3
43 3
44 3
45 3
46 3
47 3
48 3
49 3

Claims (22)

1. a kind of disperse dye composition is it is characterised in that composed of the following components:
Component A as shown in formula (1):
One or more components B as shown in formula (2):
In formula (2), X1For bromine or chlorine;R1、R2Each stand alone as C1~C4Alkyl;
One or more components C as shown in formula (3):
In formula (3), X2For chlorine, R3、R4Each stand alone as C1~C4Alkyl or CH2CH=CH2, Y is C1~C4Alkyl;
One or more optional components D as shown in formula (4):
In formula (4), X3、X4Each stand alone as hydrogen, chlorine or bromine, R5、R6Each stand alone as C2~C4Alkyl, or C1~C4In alkyl The group that replaced by cyano group, phenyl, acetoxyl group or benzoyloxy of a hydrogen;Component D shown in its Chinese style (4) is not C.I. disperse orange 76;
One or more optional components E as shown in formula (5):
In formula (5), X5、X6Each stand alone as hydrogen, chlorine or nitro, R7For C1~C4Alkyl;
One or more optional components F as shown in formula (6):
In formula (6), X7For cyano group or nitro, R8For C1~C4Alkyl amido or C1~C4Alkyl, R9、R10Each stand alone as C1 ~C4Alkyl;With
Optional component G as shown in formula (7):
Wherein, the gross weight based on described compositionss, the percentage by weight of described component A is 26/127~73%, described component B Percentage by weight be 7~40%, the percentage by weight of described component C is 20~58%, the percentage by weight of optional component D For 0~70%, the percentage by weight of optional component E is 0~10%, and the percentage by weight of optional component F is 0~47%, Percentage by weight with optional component G is 0~47%.
2. disperse dye composition according to claim 1 is it is characterised in that described component B is in following compound One or two:
3. disperse dye composition according to claim 1 and 2 is it is characterised in that described component C is in following compound One or two:
4. disperse dye composition according to claim 1 and 2 is it is characterised in that described component D is in following compound One or more:
5. disperse dye composition according to claim 1 and 2 is it is characterised in that described component E is in following compound One or more:
6. disperse dye composition according to claim 1 and 2 is it is characterised in that described component F is in following compound One or more:
7. disperse dye composition according to claim 1 and 2 is it is characterised in that component B is as formula (2-1) and formula (2- 2) one of compound shown in or two kinds:
Component C is as following formula (3-1) and one of compound shown in (3-2) or two kinds:
8. disperse dye composition according to claim 1 and 2 is it is characterised in that gross weight based on described compositionss, Composed of the following components:
The percentage by weight of component A is 26/127~50%,
The percentage by weight of component B is 12~39%,
The percentage by weight of component C is 38~58%.
9. disperse dye composition according to claim 1 and 2 is it is characterised in that gross weight based on described compositionss, Composed of the following components:
The percentage by weight of component A is 26/127~60%,
The percentage by weight of component B is 7~37%,
The percentage by weight of component C is 30~55%,
The percentage by weight of component D is 3~6%.
10. disperse dye composition according to claim 1 and 2 is it is characterised in that gross weight based on described compositionss Amount, composed of the following components:
The percentage by weight of component A is 26/127~51%,
The percentage by weight of component B is 12~37%,
The percentage by weight of component C is 35~55%,
The percentage by weight of component E is 2~6%.
11. disperse dye compositions according to claim 1 and 2 are it is characterised in that gross weight based on described compositionss Amount, composed of the following components:
The percentage by weight of component A is 26/127~72%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component F is 1~10%.
12. disperse dye compositions according to claim 1 and 2 are it is characterised in that gross weight based on described compositionss Amount, composed of the following components:
The percentage by weight of component A is 26/127~72%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component G is 1~10%.
13. disperse dye compositions according to claim 1 and 2 are it is characterised in that gross weight based on described compositionss Amount, composed of the following components:
The percentage by weight of component A is 26/127~71%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component E is 1~5%,
The percentage by weight of component G is 1~5%.
14. disperse dye compositions according to claim 1 and 2 are it is characterised in that gross weight based on described compositionss Amount, composed of the following components:
The percentage by weight of component A is 26/127~71%,
The percentage by weight of component B is 7~40%,
The percentage by weight of component C is 20~48%,
The percentage by weight of component E is 1~5%,
The percentage by weight of component F is 1~5%.
A kind of 15. disperse dyes are it is characterised in that combined by the disperse dyes according to any one of claim 1~14 Thing and adjuvant composition.
16. disperse dyes according to claim 15 are it is characterised in that described adjuvant includes auxiliary agent and water.
17. disperse dyes according to claim 16 it is characterised in that described auxiliary agent include following one or two with On combination:Naphthalene sulfonic formaldehyde condensation compound, lignosulfonates, sodium sulfate, surfactant, antibacterial, or other dyestuffs Dispersant.
18. disperse dyes according to claim 16 or 17 are it is characterised in that described auxiliary agent and disperse dye composition Weight ratio is 0.3~4:1.
19. disperse dyes according to any one of claim 15~17 are it is characterised in that described disperse dyes sand milling Machine or grinder are liquid after grinding, and solid content is 20~50%, or described disperse dyes be spray-dried after for powdery or Granular, solid content is 87~96%.
A kind of 20. methods of the disperse dyes prepared according to any one of claim 15~19 are it is characterised in that include Following steps:
After described each dye component is mixed, in the presence of adjuvant, carry out particlized process with sand mill or grinder;Or Described each dye component is carried out particlized process with sand mill or grinder respectively in the presence of adjuvant, then is mixed.
A kind of 21. disperse dyes according to any one of claim 15~19 are used for the dyeing of fabric and the use of stamp On the way.
A kind of 22. fabrics are it is characterised in that enter by using the disperse dyes according to any one of claim 15~19 Row dyeing and stamp prepare.
CN201310753630.1A 2013-12-30 2013-12-30 Disperse dye composition and disperse dye, and preparation method and use thereof Active CN104371365B (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
CN201310753630.1A CN104371365B (en) 2013-12-30 2013-12-30 Disperse dye composition and disperse dye, and preparation method and use thereof
CN201710188859.3A CN106947287B (en) 2013-12-30 2013-12-30 A kind of disperse dye composition, disperse dyes and its preparation method and purposes
ES14876649.6T ES2653737T3 (en) 2013-12-30 2014-12-30 Composition of dispersed dye, dispersed dye and method of preparation and use thereof
KR1020167020366A KR101702513B1 (en) 2013-12-30 2014-12-30 Disperse dye composition, disperse dye and preparation method and use thereof
PCT/CN2014/095585 WO2015101290A1 (en) 2013-12-30 2014-12-30 Disperse dye composition, disperse dye and preparation method and use thereof
US15/102,669 US10151062B2 (en) 2013-12-30 2014-12-30 Disperse dye composition, disperse dye and preparation method and use thereof
BR112016012058A BR112016012058B8 (en) 2013-12-30 2014-12-30 Composition of disperse dye and disperse dye
EP14876649.6A EP3147333B1 (en) 2013-12-30 2014-12-30 Disperse dye composition, disperse dye and preparation method and use thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201310753630.1A CN104371365B (en) 2013-12-30 2013-12-30 Disperse dye composition and disperse dye, and preparation method and use thereof

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CN201710188859.3A Division CN106947287B (en) 2013-12-30 2013-12-30 A kind of disperse dye composition, disperse dyes and its preparation method and purposes

Publications (2)

Publication Number Publication Date
CN104371365A CN104371365A (en) 2015-02-25
CN104371365B true CN104371365B (en) 2017-02-15

Family

ID=52550574

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201710188859.3A Active CN106947287B (en) 2013-12-30 2013-12-30 A kind of disperse dye composition, disperse dyes and its preparation method and purposes
CN201310753630.1A Active CN104371365B (en) 2013-12-30 2013-12-30 Disperse dye composition and disperse dye, and preparation method and use thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CN201710188859.3A Active CN106947287B (en) 2013-12-30 2013-12-30 A kind of disperse dye composition, disperse dyes and its preparation method and purposes

Country Status (1)

Country Link
CN (2) CN106947287B (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3793305A (en) * 1970-09-14 1974-02-19 Du Pont One-step process of preparing azo dyes by simultaneous diazotization
CN1696204A (en) * 2005-06-07 2005-11-16 浙江闰土股份有限公司 Composite environment-friendly disperse grey dye
CN101280122A (en) * 2008-05-16 2008-10-08 浙江闰土股份有限公司 Black and blue series environment-friendly disperse dye composition
CN101768376A (en) * 2009-12-30 2010-07-07 浙江闰土股份有限公司 Environment-friendly disperse dye composition
CN101760045B (en) * 2009-12-30 2013-07-24 浙江闰土股份有限公司 Medium-low temperature environmental-friendly disperse dye composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3793305A (en) * 1970-09-14 1974-02-19 Du Pont One-step process of preparing azo dyes by simultaneous diazotization
CN1696204A (en) * 2005-06-07 2005-11-16 浙江闰土股份有限公司 Composite environment-friendly disperse grey dye
CN101280122A (en) * 2008-05-16 2008-10-08 浙江闰土股份有限公司 Black and blue series environment-friendly disperse dye composition
CN101768376A (en) * 2009-12-30 2010-07-07 浙江闰土股份有限公司 Environment-friendly disperse dye composition
CN101760045B (en) * 2009-12-30 2013-07-24 浙江闰土股份有限公司 Medium-low temperature environmental-friendly disperse dye composition

Also Published As

Publication number Publication date
CN106947287A (en) 2017-07-14
CN106947287B (en) 2019-11-22
CN104371365A (en) 2015-02-25

Similar Documents

Publication Publication Date Title
CN104371358B (en) Disperse dye composition and disperse dye and preparation method and use thereof
CN100577744C (en) Black and blue series environment-friendly disperse dye composition
CN101412857B (en) Environment-friendly yellow disperse dye composition
CN103073918B (en) Medium temperature type three-primary-color disperse dyes
CN101735664B (en) Disperse scarlet dye composition
CN102344695B (en) Composite dye composition, composite disperse dye and preparation method thereof
CN104448928B (en) Disperse blue dye composition, disperse dye, preparation method and application
CN101798472A (en) Black and blue disperse dye composition
CN101629026A (en) Black-blue disperse dye composition
CN104371361B (en) Yellow disperse dye composition and disperse dye and preparation method and use thereof
CN103613953A (en) Disperse blue dye composition, disperse dye, and preparation method and application of disperse dye
CN102229757B (en) Disperse dye composition with a color range of yellow to golden yellow
CN106084886B (en) A kind of blue disperse dye mixture and disperse dyes
CN104371360B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN104119697B (en) The sapphire blue dye composite of a kind of dispersion, dye preparations and application thereof
CN104371370B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN104371369B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN104371364B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN104371362B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN104371359B (en) Disperse dye composition and disperse dye and preparation method and use thereof
CN104371365B (en) Disperse dye composition and disperse dye, and preparation method and use thereof
CN105440734A (en) Disperse dye composition, disperse dye, as well as preparation method and use thereof
CN104327548B (en) A kind of disperse yellow is to orange compositions
CN106349753A (en) Novel disperse dye composition
CN104629492B (en) A kind of disperse violet composite dye composition

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CB03 Change of inventor or designer information

Inventor after: Ruan Jingbo

Inventor after: Zhao Guosheng

Inventor after: Gu Weidi

Inventor after: Ruan Haixing

Inventor after: Ye Huaming

Inventor after: Jing Xueping

Inventor before: Chen Bailong

CB03 Change of inventor or designer information
TR01 Transfer of patent right

Effective date of registration: 20171107

Address after: Shangyu District of Zhejiang city in Shaoxing Province town road 312368 called mountain

Patentee after: Zhejiang Runtu Co., Ltd.

Address before: 312368 No. 231 village, Zhenjiang village, Shaoxing, Zhejiang

Patentee before: Chen Bailong

TR01 Transfer of patent right