CN102746711B - Disperse dye composition, dye product and application thereof - Google Patents

Disperse dye composition, dye product and application thereof Download PDF

Info

Publication number
CN102746711B
CN102746711B CN201210237171.7A CN201210237171A CN102746711B CN 102746711 B CN102746711 B CN 102746711B CN 201210237171 A CN201210237171 A CN 201210237171A CN 102746711 B CN102746711 B CN 102746711B
Authority
CN
China
Prior art keywords
component
formula
alkane
hydrogen
methyl
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
CN201210237171.7A
Other languages
Chinese (zh)
Other versions
CN102746711A (en
Inventor
陈旭
金伟明
袁小红
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 YUTAI DYEING TECHNOLOGY CO LTD
Original Assignee
ZHEJIANG YUTAI DYEING TECHNOLOGY CO LTD
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
Application filed by ZHEJIANG YUTAI DYEING TECHNOLOGY CO LTD filed Critical ZHEJIANG YUTAI DYEING TECHNOLOGY CO LTD
Priority to CN201210237171.7A priority Critical patent/CN102746711B/en
Publication of CN102746711A publication Critical patent/CN102746711A/en
Application granted granted Critical
Publication of CN102746711B publication Critical patent/CN102746711B/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention discloses a disperse dye composition, a dye product and an application thereof, belonging to the technical field of disperse dyes. The disperse dye composition is characterized in that the disperse dye composition contains one or more components A as shown in formula (1) and one or more components B as shown in formula (2); and the formulas (1) and (2) are as shown in the specification. The disperse dye composition disclosed by the invention can dye dark color on ordinary polyester fiber, polyester superfine fiber and polyester fiber and polyurethane blended material, and has good fastness to water washing and good compatibility.

Description

A kind of disperse dye composition, dye preparations and application thereof
Technical field:
The present invention relates to a kind of disperse dye composition, particularly, relate to a kind of applicable printing and dyeing hydrophobic fiber material, particularly applicable Polyester Fibers a kind of disperse dye composition, dye preparations and application thereof printing and dyeing, that contain ad hoc structure.
Background technology:
Along with the development of synthon blended material, polyester superfine fibre textile materials, more and more higher to the performance requriements of dispersed dye.In the time of dacron ultrafine fiber and the dyeing of polyurethane fiber (spandex) blended material, General Decentralized dyestuff can not meet application requiring especially.Main because General Decentralized dyestuff dyes spandex on easily, also easily comes off, and serious thermophoresis also occurs in the time of high temperature setting, causes color fastness decreased.Color is dark dense washs that ammonia stretch fabric is often more difficult reaches satisfied washing fastness.
In recent years, become the research and development focus of dye industry for the water-fastness colour fastness dispersed dye of height of dacron ultrafine fiber and terylene-spandex blended fabric.Number of patent application is CN 200910156654.2, CN 200910156655.7, CN 200910156656.1, CN201010262645.4, CN 201010164849.4, even if disclosed disperse dye composition dyes very deeply, still there is good water-fastness colour fastness and economy.But these dye composite dry heat resistance sublimation fastness are poor, and compatibleness is not good, consistency and colouring poor synchronization between composition each component, dyeing one-time success rate is low, while especially contaminating responsive look, very unstable in dyeing production process.
Known JP 61041382A(resist-discharge printing disperse dye composition), JP 1231062A(Laser Printing composition), JP 2243395A(transfer printing dispersed dye), CN 101679761A(optical disc recording medium), the dyestuff that is coupling component using N-benzyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone or its complex compound, as selectable components, have no for exhausting and dye and the most general Application Areass such as direct printing.Pyridinone orange, Yellow disperse dye that the especially high water-fastness dispersed dye of dispersed dye often select N-alkyl to replace, wherein alkyl can also be ethers substituting group.Peng Bo etc. mention at " research of N-alkyl-pyridone azo dyes and progress, dyestuffs industries, 34 the 4th phases of volume 1997,8th~14 pages ": " dispersed dye that contain pyridone structure are very responsive to alkali, and therefore in the time of dyeing, the control of pH value is very important.This class dyestuff is in trevira dyeing, and general dye bath is controlled at pH value 6 left and right, and when pH value is higher than 8 time, dye uptake is very low, and this application for dyestuff is a shortcoming.But at the same time, also have and make the dyestuff that is adsorbed on fiber surface be easy to be washed off, and reach the effect of not staiing in vain.”
Contriver is surprised to find, the pyridinone dispersed dye performance difference of pyridinone dispersed dye and alkyl (or ether) replacement that benzyl replaces is huge, particularly alkali resistance, photostabilization, water-fastness, water-fastly soak, the tinting strength difference of perspiration resistance, heat-resisting sublimability and polyster fibre is large.N-benzyl-pyridine ketone dispersed dye hydrophobicity is stronger, and therefore loose colour dyestuff and hydrophobic fiber have better avidity, should more be difficult to clean.But in fact its water-fastness staining fastness is better, cannot be with the theoretical explanation of " easily washed off, do not stain in vain and reach ".N-benzyl-pyridine ketone dispersed dye alkali resistance greatly improves, in the scope that shown in formula (1-1), dyestuff is 4~10 at pH, while dyeing, there is the degree of depth about the same and coloured light on terylene, for very rare height is alkaline-resisting and have the dispersed dye of superelevation washing fastness.
(1-1)
Especially unexpected, part pyridinone dispersed dye and common high washing fastness rubine, purple, the consistency of blue disperse dye, compatibleness that N-benzyl replaces are very good, and composite optimization has obtained excellent over-all properties afterwards, particularly further promote water resistance, there is obvious synergistic effect.
Summary of the invention:
A first aspect of the present invention object is to provide a kind of economy, and on trevira, polyester superfine fibre and polyester blend fabric, washing fastness is good, the disperse dye composition of compatibleness excellence when printing and dyeing.
For achieving the above object, the technical scheme that the present invention takes is as follows, a kind of disperse dye composition, comprise at least one component A as the formula (1) and at least one B component as the formula (2), component A based on described and the total amount of B component, component A massfraction is 1~99%, and B component massfraction is 1~99%
Described formula (1) is:
(1),
In formula, R 1hydrogen, halogen or nitro,
R 2hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 3hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 4hydrogen or methyl,
Described formula (2) is:
(2),
In formula, R 5chlorine, bromine, cyano group or nitro,
R 6methyl or ethyl,
R 7hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 8hydrogen or methyl,
R 9hydrogen or methyl,
R 10methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
R 11methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
X 1hydrogen, chlorine or bromine.
Described disperse dye composition of the present invention also preferably comprises the component C shown in formula (3) in addition, the total amount of component A, B component and component C based on described, component A massfraction is 1~98%, and B component massfraction is 1~98%, and component C massfraction is 1~20%; The wherein total amount based on described component A and component C, especially preferred ingredient A massfraction is 80~99%, component C massfraction is 1~20%,
Described formula (3) is:
(3),
In formula, R 12hydrogen, halogen, nitro or phenylsulfonyloxy,
R 13hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 14hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 15hydrogen, C 1~4alkyl, (C 1~4alkane)-oxygen base-C 2~4alkyl, hydroxyethyl or hydroxypropyl.
The disperse dye composition described of the present invention of preferred a kind of blueness, is characterized in that, the total amount of component A, B component and component C based on described, and component A massfraction is 1~10%, and B component massfraction is 85~99%, and component C massfraction is 0~5%.
The disperse dye composition described of the present invention of preferred a kind of black, is characterized in that, the total amount of component A, B component and component C based on described, and component A massfraction is 20~50%, and B component massfraction is 40~70%, and component C massfraction is 0~10%.
The disperse dye composition described of the present invention of preferred a kind of brown color, it is characterized in that, the total amount of component A, B component and component C based on described, component A massfraction is 50~90%, B component massfraction is 9~45%, component C massfraction is 1~20%, and in the B component shown in formula (2), works as X 1during for chlorine or bromine, R 5for chlorine or bromine.
Described disperse dye composition of the present invention also preferably comprises the component D shown in formula (4) in addition, the total amount of component A, B component and component D based on described, and component A massfraction is 1~98%, and B component massfraction is 1~98%, and component D massfraction is 1~20%,
Described formula (4) is:
(4),
In formula, R 16oxygen or NH,
R 17(C 1~4alkane)-oxygen ethyl or (C 1~4alkane)-oxygen propyl group.
Described disperse dye composition of the present invention also preferably comprises the component E shown in formula (5) in addition, the total amount of component A, B component and component E based on described, and component A massfraction is 1~98%, and B component massfraction is 1~98%, and component E massfraction is 1~30%,
Described formula (5) is:
(5),
In formula, R 18hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 19hydrogen, methyl, hydroxyl, kharophen, chloro acetylamino or propionamido,
R 20(C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl,
R 21(C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl.
Described disperse dye composition of the present invention also preferably comprises the component F shown in formula (6) in addition, the total amount of component A, B component and component F based on described, and component A massfraction is 1~98%, and B component massfraction is 1~98%, and component F massfraction is 1~30%,
Described formula (6) is:
(6),
In formula, R 22be , cyanoethyl, (C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl,
R 23be , (C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl.
Described disperse dye composition of the present invention also preferably includes the component C shown in formula (3), component D shown in formula (4), component E shown in formula (5), two or more of component F shown in formula (6), based on described component A, B component, component C, component D, the total amount of component E and component F, component A massfraction is 1~98%, B component massfraction is 1~98%, component C massfraction is 0~19%, component D massfraction is 0~19%, component E massfraction is 0~29%, component F massfraction is 0~29%, wherein: component C, component D, when at least two kinds of the massfractions of component E and component F are different, be 0.
Described component A, preferably one of following, two or more mixture:
(1-1),
(1-2),
(1-3),
(1-4),
(1-5)。
Described B component, preferably one of following, two or more mixture:
(2-1),
(2-2),
(2-3),
(2-4),
(2-5),
(2-6),
(2-7)。
Described component C, preferably one of following, two or more mixture:
(3-1),
(3-2),
(3-3),
(3-4)。
Described component D, preferably one of the following or mixture of two kinds:
(4 -1),
(4 -2)。
Described component E, preferably one of the following or mixture of two kinds:
(5-1),
(5-2)。
Described component F, preferably one of the following or mixture of two kinds:
(6-1),
(6-2)。
The compound the present invention relates to can be prepared by mode well known to those skilled in the art easily.The component A that described formula (1) represents, the method that can introduce with reference to CN 101679761A is prepared similarly; B component, component C, component D, component E and component F that described formula (2)~(6) represent, the method that can introduce with reference to CN1208057A, CN1195003A, CN1125240A, US4904796A, US3455898A, CN101528856A etc. or similarly method preparation, can also adopt commercial goods dyestuff.
Disperse dye composition of the present invention can be by each related dye composition preparation of simple mixing in proportion.Generally, disperse dye composition of the present invention is through case of wet attrition under auxiliary agent exists, and dispersion processing becomes wield dispersed dye goods.For example dyestuff shown in general structure (1), general structure (2) and optional general formula (3)-(6) represented dyestuff are mixed in proportion, under the existence of auxiliary agent, water or other wetting agent, grind with sand mill, make its median size at 0.1 to 10 micron; Also can be mixed in proportion in addition the dispersed dye that contain related dye composition, directly obtain the dispersed dye goods of disperse dye composition of the present invention.The dispersed dye goods that obtain can add after water for the preparation of printing paste or dye bath.
Described auxiliary agent is dyestuff conventional dispersion agent, diffusant etc. when composite, preferably one of following or its several mixture arbitrarily: the anionic dispersing agents such as the formaldehyde condensation products of the formaldehyde condensation products of naphthene sulfonic acid, the formaldehyde condensation products of alkyl naphthalene sulfonic acid, benzyl naphthalene sulfonic acid, sulfonated lignin, polycarboxylic acid macromolecule dispersing agent, poly alkylene glycol ether sulfuric ester, alkyl polyoxyethylene glycol phosphoric acid ester.Especially naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), condensation compound of methyl naphthalene sulfonic acid and formaldehyde (as Dispersant MF), benzyl naphthalenesulfonate formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (as commercial dispersants Reax 83A, Reax 85A).The ratio of auxiliary agent and dyestuff can change in relative broad range, and generally the weight ratio of auxiliary agent and dyestuff is (0.2~10): 1, and preferably (0.5~2): 1.
The liquid state of disperse dye composition goods of the present invention after with corpusculed, emulsifiable paste state, carry out dried powdery or graininess is supplied with dyeing by spray-drying process etc.In liquid dye goods, the weight percentage of dye composition is 10~30%, and the weight percentage of auxiliary agent is 5~45%, and all the other are water or other synergistic agent.Described synergistic agent is optional frostproofer, anti-settling agent, sterilant, metal chelating agent, hyperchromicity agent, thickening material, stablizer, levelling agent, fastness elevator and defoamer etc.In solid dye goods, the weight percentage of dye composition is 10~60%, and the weight percentage of auxiliary agent is 40~90%.
Dyestuff of the present invention can be used for dyeing and stamp, especially dyeing textiles and the stamp of hydrophobic synthetic filamentary material and blended material thereof.Described hydrophobic synthetic filamentary material is aromatic polyester, especially pet fiber and its microfibre (comprising sea island fiber), polymeric amide, especially polyhexamethylene oxamide, secondary cellulose acetate, cellulose triacetate, urethane.The blended material of described hydrophobic synthetic filamentary material is the blended material of polyester-Mierocrystalline cellulose, polyester-polyurethane, polyester-polyamide and polyester-wool.Described hydrophobic synthetic fiber and blended material thereof can be multiple form processing, for example, and the form of fibril, bulk fibre, yarn, knitted fabrics or woven fabrics.Disperse dye composition of the present invention is difficult for staining, and thermophoresis is slight, is especially applicable to cheese yarn dyeing, beam dyeing, dye gigging, airflow dyeing, pad-dry-cure dyeing, in the time simplifying cleaning, still can obtain extraordinary colour fastness.
The application of disperse dye composition of the present invention on filamentary material can realize according to known method.For example, containing Polyester Fibers under optional common carrier (swelling agent), conventional anionic or non-ionic dispersing agent, levelling agent, buffer reagent, reduction preventing agent etc. exist, especially preferably under the super stable agent EL-SF of Zhejiang Yu Tai dyestuff Science and Technology Ltd. exists, be to be dyeed by dip method by aqueous dispersion at the temperature of 4~4.5,100~140 DEG C in pH value; Can also the slurry that dyes that contain dispersed dye and migration preventing agent be applied to fabric by the mode of padding, after drying, carry out hot melt fixation 15 seconds~5 minutes in 180~225 DEG C; Can also the printing paste that contain dispersed dye and thickening material be applied to fabric by the method scraping, again by saturation steam (147~176KPa, 120~140 DEG C, 10~45 minutes), (160~185 DEG C of superheated vapours, 4~15 minutes) or heated dry air (190~225 DEG C, 0.5~5 minute) carry out fixation.Described thickening material is conventional thickening material, for example sodium alginate, treated starch, modified natural glue, carboxymethyl cellulose, Natvosol and polyacrylic synthetic thickener.Cellulose acetate and nylon are preferably contaminated at 85~115 DEG C.
In order to obtain extraordinary fastness, after common disperse dye composition dyeing of the present invention, need reduction clearing, as at 85 DEG C by V-Brite B and sodium-hydroxide treatment 20 minutes, fabric is 3.5~5.0 conditions under to process 20 minute with acidic reduction agent (as hydroxyalkyl-sulfinate) in pH value at 85 DEG C more if desired.Admixture of disperse dyes of the present invention is very sensitive to alkali and reducing substances, and the loose colour after dyeing on filamentary material is easy to clean, and can simplify cleaning.As, after dyeing, do not arrange raffinate, with in alkali and after dyeing acid, add alkaline agent and V-Brite B to process 10~30 minutes in 65~95 DEG C, the loose colour of admixture of disperse dyes of the present invention is in the time of reduction clearing, and the less impact that is subject to auxiliary agent and impurity, generally can decompose in advance; In addition, when the dyeing of polyester-Mierocrystalline cellulose blended material, after admixture of disperse dyes dyeing of the present invention, can omit reduction clearing operation, it during because of reactive dyeing, is strong basicity, and the sugar after cellulose hydrolysis is reducing substances, the loose colour of admixture of disperse dyes of the present invention can fully decompose in Dyeing with Reactive Dyes.
The invention still further relates to the coloured fiber material that contains described disperse dye composition.
The present invention is owing to having adopted technique scheme, and also tool has the following advantages:
(1) on conventional polyester fiber, polyester superfine fibre, trevira and urethane mixed fibre material, can obtain dark heavy colour, water-fast washing fastness is splendid;
(2) heat-resisting transport property and dry heat resistance sublimation fastness are good;
(3) High Temperature Dispersion Stability is good, and the synchronism of painting when dyeing and compatibleness are all good.
Embodiment:
With specific embodiment, the present invention is described below, but protection scope of the present invention is not limited to this.
Embodiment 1
200 gram one of 70 grams of 10.8 grams of former dyestuffs, Dispersant MFs, pure water shown in 2.4 grams of former dyestuffs shown in 35.0 grams of former dyestuffs shown in formula (1-1), formula (1-2), 1.8 grams of former dyestuffs shown in formula (2-5), formula (2-7) reinstated to sand mill and carry out corpusculed (making dispersion treatment), spraying is dry again, obtains the disperse dye composition of yellowish brown.Based on former dyestuff used, shown in its Chinese style (1-1), formula (1-2), component A massfraction is 74.8%, and shown in formula (2-5) and formula (2-7), B component massfraction is 25.2%.
Adopt double-deck filter paper filtering method, test respectively the dispersion stabilization under 71 DEG C of dispersed dye of the present invention and 130 DEG C of conditions by GB/T 5540, GB/T 5541-2007.Wherein under 71 DEG C of conditions, " resistates " rank is 4 grades, and " filtration time " rank is A level; Under 130 DEG C of conditions, " resistates " rank is still 4 grades, and " filtration time " rank is also A level.
Comparative example 1
Press the disclosed combination of CN 101935465A, with the formula (1-1) in formula (3-1) alternate embodiment 1 of equivalent, (1-2) in (3-4) alternate embodiment 1 of equivalent, prepare known disperse dye composition, i.e. the combination sample as a comparison of formula (3-1), formula (3-4), formula (2-5) and formula (2-7).
Press the method for embodiment 1, recording and contrasting sample " resistates " rank under 71 DEG C of conditions is 4 grades, and " filtration time " rank is A level; Under 130 DEG C of conditions, contrast sample " resistates " rank and reduce to 1-2 level, " filtration time " rank is reduced to C level.
Visible disperse dye composition of the present invention has improved consistency, and High Temperature Dispersion Stability is improved.
Embodiment 2~20
According to the data shown in table 1, component A, B component, component C, component D, component E, component F, 70 grams of Dispersant MFs and 200 grams of water one are reinstated to sand mill and carry out grinding distribution, then spraying is dry, makes dispersed dye.
Table 1:
Embodiment 21
Get dispersed dye (owf=5%) and 0.075 gram of Glacial acetic acid (1g/l) that 0.25 gram of embodiment 1~20 makes, be made into 75 milliliters of dye liquors, the blended fabric of putting into 5.0 grams of dacron ultrafine fibers and spandex (12%) (is commonly called as T+OP cloth, grey cloth is through 180~195 DEG C of pre-settings and concise) dye, in 60 minutes, be warmed up to 130 DEG C by normal temperature, be incubated 45 minutes, below being cooled to 85 DEG C time, take out fabric, at 85 DEG C by V-Brite B and sodium-hydroxide treatment 20 minutes, fabric is 3.5~5.0 conditions under to process 20 minute with acidic reduction agent (as hydroxyalkyl-sulfinate) in pH value at 85 DEG C again, water rinse, dry, in 160 DEG C of xeothermic sizings 30 seconds, obtain dark dense yarn dyed fabric.
Respectively by standard methods such as the 2A method specifying in the resistance to family of AATCC 61-2007, commercial laundering colour fastness, GB/T5713-1997 textile color stability test color fastness to water (being equivalent to ISO 105-E01), GB/T5718-1997 textiles dry heat resistance (distillation) colour fastness test method (being equivalent to ISO 105-P01), GB/T 3920-2008 textile color stability test colour fastness to rubbings (being equivalent to ISO 105-X12), test water-fastness, water-fast, dry heat resistance (distillation) and fastness to rubbing, test result is listed in table 2.
Comparative example 2
The black disperse dye composition of example 1 in preparation CN 101760046 A, its dye composition component is formula (2-2), formula (2-7), formula (3-2), formula (3-3), formula (4-1).Regulate dye dosage to make it dark with 6 system dyes of the embodiment of the present invention etc., dye and xeothermic sizing by the method for embodiment 21, obtain aterrimus T+OP stretch fabric.The method adopting by the embodiment of the present invention 21 respectively, tests the colour fastness such as water-fastness, water-fast, dry heat resistance (distillation) and metal to-metal contact, and test result is listed in table 2.
Table 2:
Note: CA item is the fine staining of vinegar, and PA item is nylon staining, and PES item is terylene staining.
Visible, for the dyeing of polyester/polyurethane fabric, it is good that disperse dye composition of the present invention is surveyed every fastness, and especially sublimation fastness and water logging fastness are obviously good, is applicable to the fastness requirement of the dark dense dyeing of polyester/polyurethane fabric.
Comparative example 3
Black disperse dye composition sample 3 as a comparison in preparation CN 101768375 A examples 1, its dye composition component is formula (2-2), formula (2-7), formula (3-3), formula (3-4), formula (5-1).Method dyeing and the xeothermic sizing of pressing embodiment 21, obtain aterrimus T+OP stretch fabric.The method adopting by embodiment 21 respectively, tests the colour fastness such as water-fastness, water-fast, dry heat resistance (distillation) and metal to-metal contact, and test result is listed in table 2.
Get 0.05 gram of contrast sample 3(owf=1%), make 6 identical dye bath by the method for the embodiment of the present invention 21, with the heat-up rate of 1 DEG C of per minute, be warmed up to 130 DEG C by 80 DEG C, and in the processing condition dyeing of 130 DEG C of insulations, when temperature reaches respectively 20 minutes, 130 DEG C insulations of 110 DEG C, 120 DEG C, 130 DEG C, 130 DEG C insulations 40 minutes and 130 DEG C of insulations moment of 60 minutes, it is cooling rapidly that cup is dyed in one of taking-up in time, dyeing is stopped, take out cloth specimen, clean and xeothermic sizing by the method for the embodiment of the present invention 15.Utilize spectrophotometric color measurement instrument to survey the colourimetric number of each painting cloth under D65 light source, lightness L *, red green degree a *, champac colourity b *list in table 3.
Adopt 12 system dyes of the embodiment of the present invention to make same test, test result is also listed in table 3.
Table 3:
Visible, gentler when admixture of disperse dyes colouring of the present invention, in dyeing course, form and aspect are more stable, and colouring synchronism is better.Therefore, disperse dye composition compatibleness of the present invention is fine, is more suitable for dying responsive look.

Claims (17)

1. a disperse dye composition, comprise at least one suc as formula the component A shown in (1) and at least one suc as formula the B component shown in (2), the component A based on described and the total amount of B component, component A massfraction is 1~99%, B component massfraction is 1~99%
Described formula (1) is:
In formula, R 1hydrogen, halogen or nitro,
R 2hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 3hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 4hydrogen or methyl,
Described formula (2) is:
In formula, R 5chlorine, bromine, cyano group or nitro,
R 6methyl or ethyl,
R 7hydrogen,
R 8hydrogen or methyl,
R 9hydrogen or methyl,
R 10methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
R 11methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
X 1hydrogen, chlorine or bromine.
2. a disperse dye composition, comprise at least one suc as formula the component A shown in (1) and at least one suc as formula the B component shown in (2), also comprise in addition the component D shown in formula (4), the total amount of component A, B component and component D based on described, component A massfraction is 1~98%, B component massfraction is 1~98%, and component D massfraction is 1~20%
Described formula (1) is:
In formula, R 1hydrogen, halogen or nitro,
R 2hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 3hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 4hydrogen or methyl,
Described formula (2) is:
In formula, R 5chlorine, bromine, cyano group or nitro,
R 6methyl or ethyl,
R 7hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 8hydrogen or methyl,
R 9hydrogen or methyl,
R 10methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
R 11methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
X 1hydrogen, chlorine or bromine
Described formula (4) is:
In formula, R 16oxygen or NH,
R 17(C 1~4alkane)-oxygen ethyl or (C 1~4alkane)-oxygen propyl group.
3. a disperse dye composition, comprise at least one suc as formula the component A shown in (1) and at least one suc as formula the B component shown in (2), also comprise in addition the component E shown in formula (5), the total amount of component A, B component and component E based on described, component A massfraction is 1~98%, B component massfraction is 1~98%, and component E massfraction is 1~30%
Described formula (1) is:
In formula, R 1hydrogen, halogen or nitro,
R 2hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 3hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 4hydrogen or methyl,
Described formula (2) is:
In formula, R 5chlorine, bromine, cyano group or nitro,
R 6methyl or ethyl,
R 7hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 8hydrogen or methyl,
R 9hydrogen or methyl,
R 10methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
R 11methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
X 1hydrogen, chlorine or bromine
Described formula (5) is:
In formula, R 18hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 19hydrogen, methyl, hydroxyl, kharophen, chloro acetylamino or propionamido,
R 20(C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl,
R 21(C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl.
4. a disperse dye composition, comprise at least one suc as formula the component A shown in (1) and at least one suc as formula the B component shown in (2), also comprise in addition the component F shown in formula (6), the total amount of component A, B component and component F based on described, component A massfraction is 1~98%, B component massfraction is 1~98%, and component F massfraction is 1~30%
Described formula (1) is:
In formula, R 1hydrogen, halogen or nitro,
R 2hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 3hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 4hydrogen or methyl,
Described formula (2) is:
In formula, R 5chlorine, bromine, cyano group or nitro,
R 6methyl or ethyl,
R 7hydrogen, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen oxyethyl group,
R 8hydrogen or methyl,
R 9hydrogen or methyl,
R 10methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
R 11methyl, ethyl, propyl group, allyl group or (C 1~4alkane)-oxygen ethyl,
X 1hydrogen, chlorine or bromine
Described formula (6) is:
In formula, R 22be-CH 2cH 2oCOCH 3, cyanoethyl, (C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl,
R 23be-CH 2cH 2oCOCH 3, (C 1~4alkane)-oxygen carbonyl methyl or (C 1~4alkane)-oxygen carbonyl ethyl.
5. the disperse dye composition as described in one of claim 1~4, also comprise in addition the component C shown in formula (3), the total amount of component A, B component and component C based on described, component A massfraction is 1~98%, B component massfraction is 1~98%, component C massfraction is 1~20%
Described formula (3) is:
In formula, R 12hydrogen, halogen, nitro or phenylsulfonyloxy,
R 13hydrogen, halogen, nitro, methoxyl group, (C 2~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 14hydrogen, halogen, nitro, cyano group, (C 1~4alkane)-oxygen base or (C 1~4alkane)-oxygen base carbonyl,
R 15hydrogen, C 1~4alkyl, (C 1~4alkane)-oxygen base-C 2~4alkyl, hydroxyethyl or hydroxypropyl.
6. disperse dye composition as claimed in claim 5, is characterized in that, the total amount of the component A based on described and component C, and component A massfraction is 80~99%, component C massfraction is 1~20%.
7. the disperse dye composition as described in one of claim 1~4, is characterized in that described component A is one of them shown in following formula (1-1), formula (1-2), formula (1-3), formula (1-4), formula (1-5), two or more mixing:
8. the disperse dye composition as described in one of claim 1~4, is characterized in that described B component is one of them shown in following formula (2-1), formula (2-2), formula (2-3), formula (2-4), formula (2-5), formula (2-6), formula (2-7), two or more mixing:
9. disperse dye composition as claimed in claim 5, is characterized in that described component C is one of them shown in following formula (3-1), formula (3-2), formula (3-3), formula (3-4), two or more mixing:
10. disperse dye composition as claimed in claim 2, is characterized in that described component D is one of them shown in following formula (4-1), formula (4-2) or the mixing of two kinds:
Composition is dyed in 11. dispersions as claimed in claim 3, it is characterized in that described component E is one of them shown in following formula (5-1), formula (5-2) or the mixing of two kinds:
12. disperse dye compositions as claimed in claim 4, is characterized in that described component F is one of them shown in following formula (6-1), formula (6-2) or the mixing of two kinds:
13. 1 kinds of liquid dye goods, is characterized in that containing just like the disperse dye composition one of claim 1~4 Suo Shu, and wherein the massfraction of dye composite is 10~30%, and the massfraction of auxiliary agent is 5~45%.
14. 1 kinds of solid dye goods, is characterized in that containing just like the disperse dye composition one of claim 1~4 Suo Shu, and wherein the massfraction of dye composite is 10~60%, and the massfraction of auxiliary agent is 40~90%.
15. as described in claim 13 or 14 dye preparations as the purposes of the dyeing of hydrophobic synthetic fiber and blended material thereof and stamp.
16. as described in claim 13 or 14 dye preparations as the purposes of the dyeing of polyester and blended material thereof and stamp.
17. 1 kinds of polyester and blended material thereof articles colored, is characterized in that containing just like the described disperse dye composition of one of claim 1~4.
CN201210237171.7A 2012-07-10 2012-07-10 Disperse dye composition, dye product and application thereof Active CN102746711B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201210237171.7A CN102746711B (en) 2012-07-10 2012-07-10 Disperse dye composition, dye product and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201210237171.7A CN102746711B (en) 2012-07-10 2012-07-10 Disperse dye composition, dye product and application thereof

Publications (2)

Publication Number Publication Date
CN102746711A CN102746711A (en) 2012-10-24
CN102746711B true CN102746711B (en) 2014-12-03

Family

ID=47027222

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201210237171.7A Active CN102746711B (en) 2012-07-10 2012-07-10 Disperse dye composition, dye product and application thereof

Country Status (1)

Country Link
CN (1) CN102746711B (en)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102936428B (en) * 2012-11-20 2014-04-16 江苏德旺化工工业有限公司 Dark blue disperse dye and application thereof
CN102964872B (en) * 2012-11-26 2014-07-30 江苏德旺化工工业有限公司 Disperse dye
CN103044965B (en) * 2012-12-25 2014-09-17 浙江闰土股份有限公司 Dispersed blue dye composition, dispersed blue dye, and preparation method and application thereof
CN103468023B (en) * 2013-08-16 2016-02-24 杭州福莱蒽特精细化工有限公司 A kind of Disperse black azo dye mixture
CN103483870A (en) * 2013-09-18 2014-01-01 江苏德旺化工工业有限公司 Disperse dye
CN103525122B (en) * 2013-09-25 2015-04-22 江苏德旺化工工业有限公司 Disperse dye composition, and product and application thereof
CN103525124A (en) * 2013-10-23 2014-01-22 江苏德旺化工工业有限公司 Black disperse dye
CN103525127B (en) * 2013-10-23 2015-06-17 江苏德旺化工工业有限公司 Brown dye
CN103554988A (en) * 2013-10-23 2014-02-05 江苏德旺化工工业有限公司 Composite dye
CN103540168A (en) * 2013-10-23 2014-01-29 江苏德旺化工工业有限公司 Disperse green dye
CN103540163A (en) * 2013-10-23 2014-01-29 江苏德旺化工工业有限公司 Disperse blue dye
CN103554987A (en) * 2013-10-23 2014-02-05 江苏德旺化工工业有限公司 Dispersed blue dye composition
CN103525125B (en) * 2013-10-23 2015-06-17 江苏德旺化工工业有限公司 Disperse dye
CN103525126B (en) * 2013-10-23 2015-06-17 江苏德旺化工工业有限公司 Dark blue disperse dye
CN104087018B (en) * 2013-12-25 2016-08-17 上海安诺其集团股份有限公司 A kind of navy or the preparation method of black disperse dye
CN104087019B (en) * 2013-12-25 2016-05-25 上海安诺其集团股份有限公司 A kind of navy or black disperse dye composition
CN104088166B (en) * 2013-12-25 2016-10-05 上海安诺其集团股份有限公司 A kind of navy or the application of black disperse dye
CN104087015B (en) * 2013-12-25 2016-08-24 上海安诺其集团股份有限公司 A kind of navy or black disperse dye
CN104710839B (en) * 2013-12-31 2016-09-14 江苏吉华化工有限公司 A kind of admixture of disperse dyes
CN104710838B (en) * 2013-12-31 2017-01-18 江苏吉华化工有限公司 Disperse dye
CN103788704B (en) * 2014-01-28 2016-03-09 杭州福莱蒽特精细化工有限公司 A kind of ultra-fine fibre disperse black dye composition
CN103965651B (en) * 2014-05-23 2016-04-20 约克夏染料(中山)有限公司 A kind of high washing fastness admixture of disperse dyes and application thereof
CN105176133B (en) * 2014-08-13 2017-12-22 东华大学 A kind of cross-linking reactive disperse dyes compound and its preparation and application
CN104263012A (en) * 2014-08-20 2015-01-07 张家港市振新印染有限公司 High-fastness composite dye
CN104263004A (en) * 2014-08-20 2015-01-07 张家港市大新毛纺有限公司 High-fastness disperse green dye
CN104194396B (en) * 2014-09-02 2015-07-29 浙江花蝶化学股份有限公司 A kind of dispersion high washing black dye composition
CN104559318B (en) * 2014-12-19 2016-09-14 江苏德旺化工工业有限公司 A kind of dispersion dark dye
CN104530753B (en) * 2014-12-19 2016-08-24 江苏德旺化工工业有限公司 A kind of dispersion royalblue dyestuff
CN106479221B (en) * 2015-08-24 2018-12-11 杭州福莱蒽特精细化工有限公司 It is a kind of dark blue to black disperse dye mixture
CN106479220B (en) * 2015-08-24 2018-09-25 杭州福莱蒽特精细化工有限公司 It is a kind of dark blue to black disperse dye composition
CN105348860B (en) * 2015-10-30 2018-11-02 上海鸿源鑫创材料科技有限公司 A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
CN106317953A (en) * 2016-08-29 2017-01-11 浙江昱泰染化科技有限公司 Black disperse dye composition
CN111424441A (en) * 2020-05-25 2020-07-17 佛山市南海区今易德纺织有限公司 Color paste for dyeing blended cotton chemical fiber and blended cotton dyeing method
CN115198540A (en) * 2021-04-12 2022-10-18 福建莱得化工科技有限公司 Dyeing process adopting liquid dye

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0330967A2 (en) * 1988-02-26 1989-09-06 Bayer Ag Process for dyeing synthetic fibrous materials
DE19618586A1 (en) * 1995-05-17 1996-11-21 Sandoz Ag Mono:azo disperse dyes and mixts. giving fast dyeing on hydrophobic material
WO2004056925A1 (en) * 2002-12-20 2004-07-08 Clariant International Ltd Dye compositions for dyeing or printing of fibre products comprising celluloseacetate
CN102020873A (en) * 2009-09-17 2011-04-20 上海市计量测试技术研究院 Azo allergenic disperse dye, and purifying method and application thereof
CN102051067A (en) * 2010-11-01 2011-05-11 韩耀君 Dye for terylene fabric embossing and manufacturing technique thereof
CN102245713A (en) * 2008-12-11 2011-11-16 德司达染料德国有限责任公司 Mixtures of disperse dyes

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5038415A (en) * 1989-01-10 1991-08-13 Sumitomo Chemical Company, Limited Disperse dye composition useful for dyeing of printing hydrophobic fiber materials: mixture of pyridone mono-azo dyes and optionally a quino-phthalone
BRPI0519679A2 (en) * 2005-01-04 2009-03-03 Clariant Finance Bvi Ltd dispersed azorean mixtures

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0330967A2 (en) * 1988-02-26 1989-09-06 Bayer Ag Process for dyeing synthetic fibrous materials
DE19618586A1 (en) * 1995-05-17 1996-11-21 Sandoz Ag Mono:azo disperse dyes and mixts. giving fast dyeing on hydrophobic material
WO2004056925A1 (en) * 2002-12-20 2004-07-08 Clariant International Ltd Dye compositions for dyeing or printing of fibre products comprising celluloseacetate
CN102245713A (en) * 2008-12-11 2011-11-16 德司达染料德国有限责任公司 Mixtures of disperse dyes
CN102020873A (en) * 2009-09-17 2011-04-20 上海市计量测试技术研究院 Azo allergenic disperse dye, and purifying method and application thereof
CN102051067A (en) * 2010-11-01 2011-05-11 韩耀君 Dye for terylene fabric embossing and manufacturing technique thereof

Also Published As

Publication number Publication date
CN102746711A (en) 2012-10-24

Similar Documents

Publication Publication Date Title
CN102746711B (en) Disperse dye composition, dye product and application thereof
CN103525122B (en) Disperse dye composition, and product and application thereof
CN102746712A (en) Disperse dye composition, dye product and application
KR101346852B1 (en) Black and navy blue disperse dye composition having excellent moisture resistance
CN100503740C (en) Dispersed black dye composition
CN106893358B (en) It is a kind of blue to black disperse dye composition, dye preparations and application
CN101955691A (en) Dispersed deep blue dye composition
CN104559316A (en) High-fastness blue-to-black disperse dye composition and dye product
CN110373044B (en) Disperse dark blue dye composition and dye product
CN101323712A (en) Dispersed black dye composition
KR101416893B1 (en) Orange disperse dye composition having excellent moisture resistance
CN111073344B (en) Disperse red dye composition and dye product
CN111718601B (en) Disperse turquoise blue dye composition and dye product
CN110373043A (en) It is a kind of blue to black disperse dye composition and dye preparations
CN105838109A (en) High-fastness blue to black disperse dye composition and dye product
CN106497140A (en) A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
CN107418249A (en) A kind of economy composite type disperses bright blue dyestuff
CN109957259A (en) It is a kind of yellow to orange disperse dye composition and dye preparations
CN101981132A (en) Azopyridone disperse dyes, their preparation and use
EP2376579A2 (en) Mixtures of disperse dyes
CN110373041A (en) It is a kind of blue to black disperse dye composition and dye preparations
CN112679990B (en) Disperse dye composition, disperse dye, preparation method and application thereof
CN110373042A (en) It is a kind of dark blue to black disperse dye composition and dye preparations
CN106883641B (en) A kind of dispersed ruby dye composition and dye preparations
CN109535769B (en) Disperse red dye composition and dye product

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