CN101654566A - Monoazo type composition dye - Google Patents

Monoazo type composition dye Download PDF

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CN101654566A
CN101654566A CN200910152488A CN200910152488A CN101654566A CN 101654566 A CN101654566 A CN 101654566A CN 200910152488 A CN200910152488 A CN 200910152488A CN 200910152488 A CN200910152488 A CN 200910152488A CN 101654566 A CN101654566 A CN 101654566A
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component
yellow
dye
type composition
disperse
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董源
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Abstract

The invention relates to a disperse yellow dye, in particular to a monoazo type composition dye which is suitable for dyeing and printing polyester fabrics and blended fabrics thereof. The dye comprises a component I which is 2-chloro-4-nitrophenylazo-N'-ethyl-3'-cyano -4'-methyl-6'-hydroxy-2'-pyridone and a component II, wherein the component II can be a component II-1 which is 4-nitrophenylazo-N'-ethyl-N'-cyanoethylaniline or a component II-2 which is 4-nitrophenylazo-N'-cyanoethyl-N'-ethyoxyl formylaniline; the ratio of the component I and the component II in percentages by weight is preferably 60-95% : 40-5% and 30-95% : 70-5%, thus a wider yellow spectrum space can be provided. In addition, the invention also contains a diffusant which is preferably MF or sodium lignin sulfonate. Theinvention has the advantages of high migration ability, high intensity, and the like and can better substitute for disperse golden yellow E-3RL (disperse yellow 23) which is forbidden at present.

Description

Monoazo type composition dye
Technical field
The present invention relates to a kind of disperse yellow dye, particularly a kind of disperse yellow dye that is applicable to polyester and blended fabric dyeing and stamp.
Background technology
From the seventies in last century, world's synthon output accounts for 20% of whole fiber production, development has accounted for 50% so far, ton surplus output is increased to 4,000 ten thousand by 1,000,000 tons, wherein trevira accounts for maximum ratio, this makes the dispersed dye expense that is used for the dacron fabric printing and dyeing increase greatly, and the especially development of ultra-fine fibre is doubled and redoubled the dispersed dye expense.
The golden yellow E-3RL of dispersion (C.I. DISPERSE YELLOW 23) as one of low temperature modification dispersed dye three primary colors, because its lovely luster, colour fastness is good, good level-dyeing property, main raw material and synthesis technique are simple, cost is low, therefore be in critical role at dyestuffs industries, annual consumption increases along with the increase of production of polyester textile always, certainly, disperse golden yellow E-3RL also to have some shortcomings, relatively poor such as sublimation fastness, color development power is strong inadequately, can not make high-strength products etc., especially contain and can decomposite carcinogenic aromatic amine-4-aminoazobenzene, and listed in the forbidding dyestuff by Oeko-Tex standarol of moral federal government 100 and the Eco-Zabel of European Union.Because of its special status in dyestuff, after disabled, dye industry has carried out research and development energetically, in the hope of searching out its suitable substituted dyes, though during obtained certain effect, developed various substitute products, there is simple substance that composition is also arranged, but there is such-and-such defective in these substitute products always, and wherein simple substance such as C.I. DISPERSE YELLOW 104, shortcoming are that coloured light is redder dark; Composition such as C.I. DISPERSE YELLOW 54, C.I. dispersion yellow 64, C.I. DISPERSE Yellow 211 etc. are pieced together the dyestuff that blendes together with other oranges or orchil, and all there is the synthetic raw material of using in these, and intermediate and technology are all complicated, the more high defective of cost.Also endeavour to seek substituted dyes before the present technique contriver, and obtained Chinese patent ZL96108715.3 " Yellow disperse dyes of azo-diphenylamines ", this dyestuff can be as comparatively ideal substitute, but its migration property still is apparent not enough a little less than disperseing golden yellow E-3RL.More than allly all make existing dyestuff all can not well replace disperseing golden yellow E-3RL.
Several dyestuffs related to the present invention, first kind is C.I. DISPERSE ORANGE 30 200 25, its structural formula is:
Figure G2009101524889D00021
The domestic how tame manufacturer production of this kind dyestuff, characteristics are that ruddiness is strong, it is rare to use separately; Second kind is C.I. DISPERSE ORANGE 30 200 73, and its structural formula is:
Figure G2009101524889D00022
Characteristics are that gold-tinted is strong and gorgeous, and its constituent coloured light is more bright-coloured, and this product synthesis technique is the proprietary technology that the present technique contriver grasps, and does not therefore see with this dyestuff as the report that substitutes the component of disperseing golden yellow E-3RL composition.
Summary of the invention
Be to solve the deficiencies in the prior art, the invention provides a kind of can be good at substituting disperse golden yellow E-3RL (DISPERSE YELLOW 23), and have good migration property can Monoazo type composition dye.
For achieving the above object, Monoazo type composition dye provided by the invention comprises component I and component I I, wherein,
The component I chemical structural formula is:
Component I I chemical structural formula is:
Work as R 1=-C 2H 5, R 2=-C 2H 4CN, this is component I I-1;
Work as R 1=-CaH 4CN.
Figure G2009101524889D00025
This is component I I-2.
Above-mentioned several material building-up process is as follows: component I, 2-chloro-4-nitrophenylazo-N '-ethyl-3 '-cyano group-4 '-methyl-6 '-hydroxyl-2 '-pyridone, be by after the 2-chloro-4-N-methyl-p-nitroaniline diazotization, make with N-ethyl-3-cyano group-4-methyl-6-hydroxyl-2-pyridone coupling again; Component I I-1,4-nitrophenylazo-N '-ethyl-N '-cyanoethyl aniline is by 4-N-methyl-p-nitroaniline diazotization, again with N-ethyl, the coupling of N-cyanoethyl aniline and make; Component I I-2,4-nitrophenylazo-N '-cyanoethyl-N '-ethoxy acetyl aniline is by 4-N-methyl-p-nitroaniline diazotization, makes with N-cyanoethyl, N-oxyethyl group, benzanilide coupling again.
Monoazo type composition dye of the present invention, belong to the low temperature modification dispersed dye, under particular combinations, can reach C.I. DISPERSE YELLOW 23 nearly little coloured light, look power is strong, and do not contain and can not decomposite 24 kinds of carcinogenic aromatic amines, do not contain the supersensitivity dyestuff, its intensity is the highest accomplishes 3 times of commodity-golden yellow E-3RL of dispersion of C.I. DISPERSE YELLOW 23, and its migration property is more outstanding, this is the effect that any one existing dyestuff difficulty can reach, therefore the present invention can substitute and disperse golden yellow E-3RL (C.I. DISPERSE YELLOW 23), is specially adapted to shallow-middle look dyeing.
Wherein, component I be not used as dyestuff at home and abroad and study, the report of scale production and application.Present technique contriver has determined the part good characteristic of component I through behind the long-time creative work.Divide Huang 211 yellow slightly such as coloured light than C.I., heat-resisting constancy ability divides Huang 211 good than C.I., can not produce a large amount of foams in the building-up process, and cost is lower, and have good level dyeing performance, and migration property reaches more than 90%, and color and luster is fresh and tender, except that as the component of the present invention, also can be used as and use separately yellow the dispersion.
For adapting to the needs of market to yellow spectrum greater room, component I of the present invention and component I I carry out various combination by weight percentage, and it is preferably composed as follows:
Component I: 60%-95%, component I I-1:40%-5%; And, component I: 30%-95%, component I I-2:70%-5%, in this proportional range, dyestuff is Huang-golden yellow.
The present invention also contains diffusant, and diffusant can be MF or sodium lignosulfonate, also can both add jointly, and the diffusant consumption is component I and component I I quality summation 1-3 a times, and preferred 1.3-1.5 doubly.
When commercialization was used, the existence of diffusant can be played preventing the dye particles cohesion, and be dispersed in the effect in the dye liquor well in dyeing course, avoid painting cloth to produce piebald.The diffusant expense is relevant with dispersiveness, the high temperature dispersiveness of dyestuff, and its consumption generally is 1-3 a times of amount of dye (component I and component I I quality summation).The present invention is guaranteeing that dyestuff has on the basis of good dispersiveness, high temperature dispersiveness, diffusant consumption the best is component I and component I I quality summation 1.3-1.5 a times, compare with disperseing golden yellow E-3RL intensity 100% this moment, can obtain high strength (200-300%) dyestuff commodity, and can reduce water consumption, packing timber exponentially because of high strength, the energy consumption of synthetic and transportation had both reached the purpose of energy-saving and emission-reduction, reduced cost again.
When Monoazo type composition dye of the present invention uses, component I and component I I are pressed the different ratios mixing, add certain water gaging and dispersing agent MF or sodium lignosulfonate, certainly can also be other materials, such as dispersing agent CNF or the like, form suspension liquid, 30%-45% is advisable with solids content, in sand mill, carry out sand milling to the particle diameter of dye granule less than 2 microns, and after diffusion reaches requirement, the dyestuff slurry is separated, spray-dried, promptly obtain the commercialization dyestuff of required coloured light and intensity.Product dyes on dacron fabric, can obtain bright-coloured yellow or golden yellow, light fastness can reach 6 grades, and other fastness can reach 4 grades or 4-5 level, wherein sublimation fastness is 180 ℃ of terylene staining 3-4 levels, is that 180 ℃ of terylene staining are the 2-3 level and disperse golden yellow E-3RL sublimation fastness.
In sum, the present invention has following some advantage at least:
1, do not contain and can not decomposite 24 kinds of carcinogenic aromatic amines, do not contain the supersensitivity dyestuff.
2, can accomplish that intensity is the 2-3 high dense dyestuff doubly of the commodity-golden yellow E-3RL of dispersion of C.I. DISPERSE YELLOW 23, coloured light is closely little with the golden yellow E-3RL of dispersion, and bright-coloured, and sublimation fastness disperses golden yellow E-3RL high 1 grade, therefore the heat setting type ability is better, is specially adapted to shallow-middle look dyeing.
3, the present composition has good migration property, can adapt to the printing and dyeing to very high fabric of migration property requirement and fiber, and obtains the tone of color and luster uniformity.
4, because the present composition has powerful color development power, keeping to make the high density dyestuff under high dispersiveness and the dispersed prerequisite of high temperature, than intensity 100% the golden yellow E-3RL of dispersion, can reduce synthetic exponentially and transportation in energy consumption and three waste discharge, save wrapping material exponentially, can reach the purpose of energy-saving and emission-reduction significantly.
5, two kinds of component preferably combination are used, and no longer are two kinds of tones of independent component---and yellow and orange uses, thereby has provided Huang-golden yellow vast chromatography space, meeting the market requirement.
6, component I intermediate, raw material, synthesis technique are simple, can not produce a large amount of foams in the building-up process, and heat-resisting constancy ability is better, and cost is lower, and has good level dyeing performance, and migration property reaches more than 90%, color and luster is fresh and tender, can be used as to use separately yellow the dispersion.
Specific embodiment
When Monoazo type composition dye of the present invention uses, component I and component I I are pressed the different ratios mixing, add certain water gaging and dispersing agent MF or sodium lignosulfonate, form suspension liquid, wherein solids content 30%-45% is advisable, and carries out sand milling in sand mill.Sand milling after reaching the 4-5 level to the dye liquor diffusion comes out pulp separation, and spraying drying gets product.The composition of embodiment 1-30 and dyeing and weaving thing color see Table 1.
Table 1: embodiment 1-30 forms and dyeing and weaving thing color
Figure G2009101524889D00051
Figure G2009101524889D00061
Embodiment 31:
Take by weighing the dyestuff finished product 0.500g that makes among the embodiment 1-30 respectively, in beaker, add 100mL water, on magnetic stirring apparatus, stirred 10 minutes, all be dispersed into unit for uniform suspension after, move on to the 500mL volumetric flask,, shake up to scale with distilled water diluting.The dye liquor 20.0mL that absorption prepares, add 80.0mL water, regulate pH=4.0-5.0 with 1%HAc-NaCl solution, add the 2.0g polyester textile, in the dyeing proof press, draw a design, be raised to 130 ℃ through 45 minutes, and 130 ℃ of maintenances 45 minutes, cool to room temperature took out fabric, fully washing obtains gorgeous yellow or golden yellow fabric.
To disperse golden yellow E-3RL100% sample is standard, carry out coloured light and intensity contrast, its intensity of Monoazo type composition dye of the present invention reduces and increases along with the diffusant consumption, the highlyest surpass 300%, and coloured light is between yellow and golden yellow, under specific proportioning, can reach and disperse golden yellow E-3RL near-little level; In addition, disperseing golden yellow E-3RL100% migration property is 78%, and Monoazo type composition dye embodiment migration property of the present invention reaches 83-96%.Comparing result and migration property see Table 2.
Table 2: the embodiment of the invention and the golden yellow E-3RL100% comparing result of dispersion
Figure G2009101524889D00071
Figure G2009101524889D00081

Claims (6)

1, Monoazo type composition dye is characterized in that: described Monoazo type composition dye comprises component I and component I I, and its chemical structural formula is as follows respectively:
Component I:
Figure A2009101524880002C1
Component I I:
Figure A2009101524880002C2
Work as R 1=-C 2H 5, R 2=-C 2H 4CN
Work as R 1=-C 2H 4CN,
Figure A2009101524880002C3
2, Monoazo type composition dye according to claim 1 is characterized in that: component I and component I I are composed as follows by weight percentage:
Component I: 60%-95%
Figure A2009101524880002C4
Component I I-1:40%-5%
Figure A2009101524880003C1
3, Monoazo type composition dye according to claim 1 is characterized in that: component I and component I I are composed as follows by weight percentage:
Component I: 30%-95%
Figure A2009101524880003C2
Component I I-2:70%-5%
4, according to claim 1 or 2 or 3 described Monoazo type composition dyes, it is characterized in that: also contain diffusant, diffusant is MF or sodium lignosulfonate.
5, Monoazo type composition dye according to claim 4 is characterized in that: the diffusant consumption is component I and component I I quality summation 1-3 a times.
6, Monoazo type composition dye according to claim 5 is characterized in that: the diffusant consumption is component I and component I I quality summation 1.3-1.5 a times.
CN200910152488A 2009-09-10 2009-09-10 Monoazo type composition dye Pending CN101654566A (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102924975A (en) * 2012-11-12 2013-02-13 浙江闰土股份有限公司 Disperse dye composition and disperse dyes, and preparation method and purpose thereof
CN103965652A (en) * 2014-05-27 2014-08-06 董源 Yellow-to-orange disperse dye composition
CN104292885A (en) * 2014-06-27 2015-01-21 浙江龙盛集团股份有限公司 Dispersed green dye composition, dye product and application of dye product
CN107805409A (en) * 2017-11-21 2018-03-16 江苏亚邦染料股份有限公司 A kind of Yellow environment-friendly disperse dye composition
CN107974102A (en) * 2017-10-30 2018-05-01 安徽凯奇化工科技股份有限公司 A kind of composite disperse orange dye
CN109021616A (en) * 2018-06-15 2018-12-18 浙江龙盛集团股份有限公司 A kind of disperse yellow dye composition, its product and application
CN111875980A (en) * 2020-08-05 2020-11-03 浙江博澳新材料股份有限公司 Ecotype non-sensitization disperse golden yellow dye and preparation method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07331104A (en) * 1994-06-14 1995-12-19 Sumitomo Chem Co Ltd Dye composition and method for coloring hydrophobic material using the same
CN1125240A (en) * 1995-12-20 1996-06-26 大连理工大学化工学院 Monoazo type pyridone series compound dye
CN1631989A (en) * 2004-11-10 2005-06-29 浙江龙盛集团股份有限公司 Composite disperse orange dye
CN101412857A (en) * 2008-11-26 2009-04-22 浙江闰土股份有限公司 Environment-friendly yellow disperse dye composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07331104A (en) * 1994-06-14 1995-12-19 Sumitomo Chem Co Ltd Dye composition and method for coloring hydrophobic material using the same
CN1125240A (en) * 1995-12-20 1996-06-26 大连理工大学化工学院 Monoazo type pyridone series compound dye
CN1631989A (en) * 2004-11-10 2005-06-29 浙江龙盛集团股份有限公司 Composite disperse orange dye
CN101412857A (en) * 2008-11-26 2009-04-22 浙江闰土股份有限公司 Environment-friendly yellow disperse dye composition

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102924975A (en) * 2012-11-12 2013-02-13 浙江闰土股份有限公司 Disperse dye composition and disperse dyes, and preparation method and purpose thereof
CN102924975B (en) * 2012-11-12 2014-09-10 浙江闰土股份有限公司 Disperse dye composition and disperse dyes, and preparation method and purpose thereof
CN103965652A (en) * 2014-05-27 2014-08-06 董源 Yellow-to-orange disperse dye composition
CN103965652B (en) * 2014-05-27 2016-05-18 董源 A kind of Yellow-to-orange disperse dye composition
CN104292885A (en) * 2014-06-27 2015-01-21 浙江龙盛集团股份有限公司 Dispersed green dye composition, dye product and application of dye product
CN104292885B (en) * 2014-06-27 2016-07-06 浙江龙盛集团股份有限公司 A kind of Disperse green dye composition, dye preparations and application thereof
CN107974102A (en) * 2017-10-30 2018-05-01 安徽凯奇化工科技股份有限公司 A kind of composite disperse orange dye
CN107805409A (en) * 2017-11-21 2018-03-16 江苏亚邦染料股份有限公司 A kind of Yellow environment-friendly disperse dye composition
CN109021616A (en) * 2018-06-15 2018-12-18 浙江龙盛集团股份有限公司 A kind of disperse yellow dye composition, its product and application
CN109021616B (en) * 2018-06-15 2020-06-05 浙江龙盛集团股份有限公司 Disperse yellow dye composition, and product and application thereof
CN111875980A (en) * 2020-08-05 2020-11-03 浙江博澳新材料股份有限公司 Ecotype non-sensitization disperse golden yellow dye and preparation method thereof

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Application publication date: 20100224