CN104711868B - A kind of application of bright yellow disperse dyes - Google Patents

A kind of application of bright yellow disperse dyes Download PDF

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Publication number
CN104711868B
CN104711868B CN201310689000.2A CN201310689000A CN104711868B CN 104711868 B CN104711868 B CN 104711868B CN 201310689000 A CN201310689000 A CN 201310689000A CN 104711868 B CN104711868 B CN 104711868B
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disperse dyes
dyeing
compound
grams
bright yellow
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CN104711868A (en
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赵敏
燕美芳
汤晓飞
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Shanghai Anoky Group Co Ltd
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Shanghai Anoky Group Co Ltd
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Abstract

The invention discloses the applications of bright yellow disperse dyes.Application of the bright yellow disperse dyes in dyeing polyester fibre material or stamp as shown in formula B；Wherein, R3For C1‑C4Linear or branched alkyl group, OCH3Or OC2H5, R4And R5It is H, halogen or nitro alone, but is asynchronously H or nitro, R6And R7It is methyl, ethyl, C alone2H4CN、‑C2H4OCH3、‑C2H4OC2H5Or benzyl.Bright yellow is presented in the disperse dyes of the present invention, can be used as monochromatic use, can also be applied in combination with the alkaline-proof disperse dyes of other colors, it has excellent alkali resistance and resistance to hydrogen peroxide oxidation stability.

Description

A kind of application of bright yellow disperse dyes
Technical field
The present invention relates to a kind of applications of bright yellow disperse dyes.
Background technology
It is dispersion that polyester fiber and its blended fabric have important application, applicable dyestuff in current high-grade fabric Dyestuff.Disperse dyes are applied to that acid dye bath dyeing is usually used when the dyeing of polyester fiber product, but acid dyeing is easy Generate the disadvantages such as specking, color dot, dyeing flower caused by oligomer stains.Disperse dyes basic dyeing technique can effectively remove dyeing The oligomer generated in the process is expected to shorten the technological process of production, has the characteristics that low consumption, efficient, energy saving and time saving.In recent years Come, the pressure of energy-saving and emission-reduction and cost promotes printing and dyeing enterprise and color additive manufacturer to make joint efforts, and develops a variety of alkali resistances point Dissipate dyestuff and its mating dyeing assistant, the alkaline concise one-pass bath method for dyeing technique of new development also on basic dyeing Process ba- sis.
Alkaline-resisting serial disperse dyes currently on the market, applicable pH value are generally 4-9, and portioned product is 4- up to pH value The range of 10 or 4-11.It is clear that for concise one-pass bath method for dyeing technique, the alkali resistance and oxytolerant of part disperse dyes The property changed still is apparent not enough, and is especially the absence of a kind of alkali resistance and the good bright yellow disperse dyes of oxidative resistance.
Patent CN102250485 discloses a kind of Yellow disperse dye of acid-alkaline dyeing, can be in the dye bath of pH=4-14 Middle dyeing, but do not refer to its resistance to oxidation stability.This dye shade is that feux rouges is yellow, and because of material purity and reacts into stroke The reason of spending, the dyestuff still have the exceeded risk of carcinogenic substance aromatic amine.
Invention content
Technical problem solved by the invention is that existing disperse dyes alkali resistance difference and resistance to oxidation is overcome to stablize Property difference defect, provide a kind of application of the bright yellow disperse dyes of alkali dyeing.The present invention Yellow disperse dye be in Existing bright yellow, can be used as monochromatic use, can also be applied in combination with the alkaline-proof disperse dyes of other colors, it has excellent resistance to Alkaline and resistance to hydrogen peroxide oxidation stability, the general basic printing and dyeing that this feature makes it can be applied not only to Polyester Fibers add Work can also be applied to concise one-pass bath method for dyeing technique or bleaching and dyeing single bath process technique and the active same paste printing technique of dispersion, and energy Meet environmental requirement.
The present invention is to solve above-mentioned technical problem by the following technical programs：
The present invention provides a kind of bright yellow disperse dyes A of alkali dyeing,
Wherein, R1For-H ,-CH3、-C2H5、-OCH3Or-OC2H5, R2For C1-C4Linear or branched alkyl group or benzyl.
Wherein, R1Preferably-H or-CH3, it is more preferably-H.
Wherein, R2Preferably n-propyl, isopropyl, normal-butyl, isobutyl group, tertiary butyl or benzyl are more preferably positive third Base.
In the present invention, the bright yellow disperse dyes A preferably chemical combination as shown in formula A ' or A ' ' of the alkali dyeing Object,
Wherein, the definition of each substituent group is same as above.
In the present invention, the bright yellow disperse dyes A of the alkali dyeing is further preferably as shown in formula A1, A2 or A3 Compound,
The present invention also provides the preparation methods of the bright yellow disperse dyes A of the alkali dyeing comprising following Step：By compound I and compound X-R2Carry out substitution reaction, you can；
Wherein, R1For-H ,-CH3、-C2H5、-OCH3Or-OC2H5, R2For C1-C4Linear or branched alkyl group or benzyl, X are halogen Element.
Wherein, the preparation method of the bright yellow disperse dyes A preferably includes following step：In water, in hydroxide Under the action of sodium and tetrabutylammonium bromide, compound I and compound X-R2Carry out substitution reaction, you can.
Wherein, the compound I and compound X-R2Molar ratio be preferably（1:1）~（1:1.5）.
Wherein, the molar ratio of the sodium hydroxide and the compound I is preferably（1:1）~（1.6:1）.
Wherein, the tetrabutylammonium bromide and the molar ratio of the compound I are preferably（0.002:1）~ （0.05:1）.
Wherein, the temperature of the substitution reaction is preferably 65~100 DEG C.
Wherein, the process of the acquirement reaction can be monitored by HPLC or GC, be made when generally being disappeared with compound I For the terminal of reaction.The time of the substitution reaction is preferably 3~15h.
In the preparation method of bright yellow disperse dyes A, the compound I can be made by following methods：In nitrous acid Under the action of sodium, compound II carries out diazo coupling reaction with compound III, you can；
The preparation method of the compound I preferably includes following step：In hydrochloric acid, under the action of sodium nitrite, Diazo-reaction occurs for compound II, then under the action of sodium carbonate and sodium hydroxide, and coupling reaction is carried out with compound III, .
Wherein, the molar ratio of the sodium nitrite and the compound II is preferably（1.01:1）~（1.3:1）. The sodium nitrite is preferably fed intake in the form of sodium nitrite solution, the mass percent of the sodium nitrite solution compared with It is 20%~30% goodly.
Wherein, the mass percent concentration of the hydrochloric acid is preferably 30%~36%, the hydrochloric acid and the change The molar ratio for closing object II is preferably（2.5:1）~（4.5:1）.
Wherein, the temperature of the diazo-reaction is preferably 0~5 DEG C.The time of the diazo-reaction is preferable Ground is 3~5h.
Wherein, the molar ratio of the compound III and the compound II are preferably（1.01:1）~（1.15: 1）.
Wherein, the molar ratio of the sodium carbonate and the compound II is preferably（1:1）~（1.2:1）.
Wherein, the molar ratio of the sodium hydroxide and the compound II is preferably（1.5:1）~（2.0:1）.
Wherein, the temperature of the coupling reaction is preferably 0~10 DEG C.The time of the coupling reaction is preferably 3~5h.
The present invention also provides the bright yellow disperse dyes A of the alkali dyeing in dyeing polyester fibre material or print Application in spending.
Wherein, the technique of the dyeing is preferably concise one-pass bath method for dyeing technique or bleachinges and dyeing single bath process technique.It is described The technique of stamp preferably disperse active same paste printing technique.
The present invention provides bright yellow disperse dyes B,
Wherein, R3For C1-C4Linear or branched alkyl group ,-OCH3Or-OC2H5, R4And R5It is H, halogen or nitro alone, but It is asynchronously-H or nitro, R6And R7It is methyl, ethyl ,-C alone2H4CN、-C2H4OCH3、-C2H4OC2H5Or benzyl.
Wherein, R3Preferably methyl or ethyl are more preferably methyl.
Wherein, R4Preferably-H ,-Cl ,-Br or nitro are more preferably-Br.
Wherein, R5Preferably-H ,-Cl ,-Br or nitro are more preferably-Br.
Wherein, R6Preferably-C2H4CN、-C2H4OCH3Or benzyl, it is more preferably-C2H4CN or benzyl.
Wherein, R7Preferably-C2H4CN、-C2H4OCH3Or benzyl, it is more preferably-C2H4CN or benzyl.
In the present invention, the bright yellow disperse dyes B preferably such as formula B ', B ' ' or B ' ' ' compounds represented,
Wherein, the definition of each substituent group is same as above.
In the present invention, the bright yellow disperse dyes B further preferably chemical combination as shown in formula B1, B2, B3, B4 or B5 Object,
The present invention also provides the preparation methods of the bright yellow disperse dyes B comprising following step：In nitrous acid Under the action of sodium, compound IV carries out diazo coupling reaction with compound V, you can；
Wherein, R3For C1-C4Linear or branched alkyl group ,-OCH3Or-OC2H5, R4And R5It is H, halogen or nitro alone, but It is asynchronously-H or nitro, R6And R7It is methyl, ethyl ,-C alone2H4CN、-C2H4OCH3、-C2H4OC2H5Or benzyl.
The preparation method of the bright yellow disperse dyes B preferably includes following step：In hydrochloric acid, in sodium nitrite Under effect, diazo-reaction occurs for compound IV, then under the action of the concentrated sulfuric acid, and coupling reaction is carried out with compound V, you can.
Wherein, the molar ratio of the sodium nitrite and the compound IV is preferably（1.01:1）~（1.15: 1）.The sodium nitrite is preferably fed intake in the form of sodium nitrite solution, the quality percentage of the sodium nitrite solution Than being preferably 20%~30%.
Wherein, the mass percent concentration of the hydrochloric acid is preferably 30%~36%, the hydrochloric acid and the change The molar ratio for closing object IV is preferably（2.5:1）~（4.5:1）.
Wherein, the temperature of the diazo-reaction is preferably 0~5 DEG C.The time of the diazo-reaction is preferable Ground is 3~5h.
Wherein, the molar ratio of the compound IV and the compound V are preferably（1.01:1）~（1.15:1）.
Wherein, the mass ratio of the concentrated sulfuric acid and the compound IV is preferably（0.3:1）~（0.6:1）.Institute The mass percent concentration for the concentrated sulfuric acid stated is preferably 93%~98%.
Wherein, the temperature of the coupling reaction is preferably 0~10 DEG C.The time of the coupling reaction is preferably 3~5h.
The present invention also provides applications of the bright yellow disperse dyes B in dyeing polyester fibre material or stamp.
Wherein, the technique of the dyeing is preferably concise one-pass bath method for dyeing technique or bleachinges and dyeing single bath process technique.It is described The technique of stamp preferably disperse active same paste printing technique.
The present invention provides disperse dyes C,
Wherein, R1For-H ,-CH3、-C2H5、-OCH3Or-OC2H5, R2For C1-C4Linear or branched alkyl group or benzyl, R8For C1-C4Linear or branched alkyl group, nitro ,-NHCOCH3Or-NHCOC2H5, R9And R10It is-H, halogen or nitro alone.
Wherein, R1Preferably-H or-CH3, it is more preferably-H.
Wherein, R2Preferably propyl, butyl or benzyl are more preferably propyl.
Wherein, R8Preferably methyl, ethyl, nitro or-NHCOCH3, it is more preferably nitro or-NHCOCH3。
Wherein, R9Preferably-H ,-Br or nitro are more preferably-H or-Br.
Wherein, R10Preferably-H ,-Br or nitro are more preferably-H or-Br.
In the present invention, the disperse dyes C preferably such as formula C ', C ' ', C ' ' ' or C ' ' ' ' compounds represented,
Wherein, the definition of each substituent group is same as above.
In the present invention, the disperse dyes C further preferably such as formula C1, C2, C3, C4, C5 or C6 compound represented,
The present invention also provides the preparation methods of the disperse dyes C comprising following step：By compound VI and change Close object X-R2Carry out substitution reaction, you can；
Wherein, R1For-H ,-CH3、-C2H5、-OCH3Or-OC2H5, R2For C1-C4Linear or branched alkyl group or benzyl, R8For C1-C4Linear or branched alkyl group, nitro ,-NHCOCH3Or-NHCOC2H5, R9And R10It is-H, halogen or nitro alone, X is halogen Element.
Wherein, the preparation method of the disperse dyes C preferably includes following step：In water, in sodium hydroxide and four Under the action of butylammonium bromide, compound VI and compound X-R2Carry out substitution reaction, you can.
Wherein, the compound VI and compound X-R2Molar ratio be preferably（1:1）~（1:1.5）.
Wherein, the molar ratio of the sodium hydroxide and the compound VI is preferably（1:1）~（1.6:1）.
Wherein, the tetrabutylammonium bromide and the molar ratio of the compound VI are preferably（0.002:1）~ （0.05:1）.
Wherein, the temperature of the substitution reaction is preferably 65~100 DEG C.
Wherein, the process of the acquirement reaction can be monitored by HPLC or GC, when generally being disappeared with compound VI Terminal as reaction.The time of the substitution reaction is preferably 3~15h.
In the preparation method of disperse dyes C, the compound VI can be made by following methods：In the work of sodium nitrite Under, compound VII carries out diazo coupling reaction with compound III, you can；
Wherein, the definition of each substituent group is same as above.
The preparation method of the compound VI preferably includes following step：In hydrochloric acid, under the action of sodium nitrite, Diazo-reaction occurs for compound VII, then under the action of sodium carbonate and sodium hydroxide, and coupling reaction is carried out with compound III, .
Wherein, the molar ratio of the sodium nitrite and the compound VII is preferably（1.01:1）~（1.3: 1）.The sodium nitrite is preferably fed intake in the form of sodium nitrite solution, the quality percentage of the sodium nitrite solution Than being preferably 20%~30%.
Wherein, the mass percent concentration of the hydrochloric acid is preferably 30%~36%, the hydrochloric acid and the change The molar ratio for closing object VII is preferably（2.5:1）~（4.5:1）.
Wherein, the temperature of the diazo-reaction is preferably 0~5 DEG C.The time of the diazo-reaction is preferable Ground is 3~5h.
Wherein, the molar ratio of the compound III and the compound VII are preferably（1.01:1）~（1.15: 1）.
Wherein, the molar ratio of the sodium carbonate and the compound VII is preferably（1:1）~（1.2:1）.
Wherein, the molar ratio of the sodium hydroxide and the compound VII is preferably（1.5:1）~（2.0:1）.
Wherein, the temperature of the coupling reaction is preferably 0~10 DEG C.The time of the coupling reaction is preferably 3~5h.
The present invention also provides applications of the disperse dyes C in dyeing polyester fibre material or stamp.
Wherein, the technique of the dyeing is preferably concise one-pass bath method for dyeing technique or bleachinges and dyeing single bath process technique.It is described The technique of stamp preferably disperse active same paste printing technique.
The present invention also provides a kind of admixture of disperse dyes comprising following components by percentage to the quality：Dispersion Dyestuff A0~100%, disperse dyes B0~100% and disperse dyes C0~100%, wherein disperse dyes A, disperse dyes B and dispersion It is 0 when the content difference of dyestuff C.
Wherein, the content of the disperse dyes A is preferably 5~90%, is more preferably 10~80%.
Wherein, the content of the disperse dyes B is preferably 5~90%, is more preferably 10~80%.
Wherein, the content of the disperse dyes C is preferably 5~90%, is more preferably 10~80%.
Preferably, the admixture of disperse dyes can also include auxiliary agent, the auxiliary agent can be this field dispersion dye Conventional use of various auxiliary agents in material, are preferably comprised naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates and alkyl naphthalene sulfonic acid first It is one or more in aldehyde condensate, more preferably include condensation compound of methyl naphthalene sulfonic acid and formaldehyde（That is Dispersant MF）And/or lignin Sodium sulfonate.
The mass ratio of disperse dyes is preferably in the auxiliary agent and mixture（0.6~5）：1.
The present invention also provides the preparation methods of above-mentioned admixture of disperse dyes, are any one of following methods：
Method one：After all components are mixed with water by mass percentage, grinding distribution, spray drying, you can；
Method two：After each component is mixed with water respectively, grinding distribution, spray drying, then mix by mass percentage, i.e., It can.
When containing auxiliary agent in the admixture of disperse dyes, the preparation method of the admixture of disperse dyes is preferred Any one of following methods：
Method one：After all components are mixed with auxiliary agent and water by mass percentage, grinding distribution, spray drying, you can；
Method two：After each component is mixed with auxiliary agent and water respectively, grinding distribution, spray drying, then by mass percentage Mixing, you can.
Wherein, the grinding distribution is preferably carried out in grinder or sand mill.
The present invention also provides application of the above-mentioned admixture of disperse dyes in dyeing polyester fibre material or stamp.
Wherein, the technique of the dyeing is preferably concise one-pass bath method for dyeing technique or bleachinges and dyeing single bath process technique.It is described The technique of stamp preferably disperse active same paste printing technique.
On the basis of common knowledge of the art, above-mentioned each optimum condition can be combined arbitrarily to get each preferable reality of the present invention Example.
The reagents and materials used in the present invention are commercially available.
The positive effect of the present invention is that：Dyestuff of the present invention has extremely strong alkali stability and resistance to stabilized hydrogen peroxide Property, this feature is concise one-pass bath method for dyeing technique or bleachinges and dyeing single bath process technique, and disperses answering for active same paste printing technique With providing feasibility；And dyestuff meets environmental protection and ecological requirements, has preferable comprehensive dyefastness.
Specific implementation mode
It is further illustrated the present invention below by the mode of embodiment, but does not therefore limit the present invention to the reality It applies among a range.In the following examples, the experimental methods for specific conditions are not specified, according to conventional methods and conditions, or according to quotient Product specification selects.
The preparation of compound A1：（1）150 grams of water, N- (2,4- dinitros) phenyl -1 are added in 250mL three-necked flasks, 13.7 grams of 3- diaminobenzenes are added 20 grams of the hydrochloric acid that mass percent concentration is 36%, continue after room temperature uniform stirring half an hour Stirring 1.5 hours, it is on the rocks to be cooled to 0-5 DEG C, 18.6 grams of the sodium nitrite solution that mass fraction is 20% is added dropwise, then proceedes to 0-5 DEG C react 3 hours, be added 0.5 gram of sulfamic acid, with starch potassium iodide paper test it is colourless after wait for idol to get to diazol It closes.
（2）In 1000mL beakers be added 200 grams of water, mass fraction be 30% 7 grams of sodium hydroxide, 8.7 grams of sodium carbonate, 4.8 grams of phenol is maintained at 0-10 DEG C of a dropping step after stirring half is small（1）Obtained diazol, it is that 8-9 reactions 3 are small to keep pH value When, it is warming up to 65-70 DEG C and keeps the temperature 2 hours, filter to obtain 18 grams of intermediate product filter cake.
（3）In 250mL three-necked flasks, 80 grams of water, above-mentioned intermediate product cake is added, 2 grams are added after stirring evenly Sodium hydroxide, 0.5 gram of tetrabutylammonium bromide are warming up to 70-85 DEG C of 6.15 grams of N-Propyl Bromide of dropwise addition, and insulation reaction to intermediate product disappears It loses, cooling, filtering is washed to neutrality, dries, obtains 18.5 grams of dyestuff dry product.
By above-mentioned same synthetic method, you can obtain dyestuff A2 and A3.
The preparation of compound B-11：（1）100 grams of water, 2- nitro -4- ethyl aniline 8.3 are added in 250mL three-necked flasks Gram, 20 grams of the hydrochloric acid that mass percent concentration is 36%, be stirred at room temperature 0.5 hour, it is on the rocks to be cooled to 0-5 DEG C, quality point is added dropwise Number is 20% 17.8 grams of sodium nitrite solution, then proceedes to react at 0-5 DEG C 2 hours, 0.5 gram of sulfamic acid is then added, With starch potassium iodide paper test it is colourless after wait being coupled to get to diazol.
（2）200 grams of water, 6 grams of the concentrated sulfuric acid, N- cyanoethyl-N- methoxy ethyls aniline 10.5 are added in 1000mL beakers Gram, after stirring and dissolving, it is maintained at 0-5 DEG C of a dropping step（1）Obtained diazol, and reacted 3 hours in this temperature, heating 2 hours are kept the temperature to 65-70 DEG C, filters to obtain intermediate product filter cake, 18 grams of product product filter cake of giving money as a gift.
By above-mentioned same synthetic method, you can obtain dyestuff B2, B3, B4 and B5.
The preparation of compound C1：（1）100 grams of water, 6.9 grams of 4- nitroanilines, quality hundred are added in 250mL three-necked flasks 20 grams of the hydrochloric acid that point specific concentration is 36% is heated to 60 DEG C and stirs 0.5 hour, be cooled to room temperature it is on the rocks be cooled to 0-5 DEG C, be added dropwise 17.8 grams of the sodium nitrite solution that mass fraction is 20% then proceedes to react at 0-5 DEG C 2 hours, 0.5 gram of amino is then added Sulfonic acid, with starch potassium iodide paper test it is colourless after wait being coupled to get to diazol.
（2）In 1000mL beakers be added 200 grams of water, mass fraction be 30% 7 grams of sodium hydroxide, 8.7 grams of sodium carbonate, 4.8 grams of phenol is maintained at 0-10 DEG C of a dropping step after stirring half an hour（1）Obtained diazol, it is that 8-9 reacts 3 to keep pH value Hour, it is warming up to 65-70 DEG C and keeps the temperature 2 hours, filter to obtain 11 grams of intermediate product filter cake.
（3）In 250mL three-necked flasks, 80 grams of water, above-mentioned intermediate product cake is added, 2 grams are added after stirring evenly Sodium hydroxide, 0.5 gram of tetrabutylammonium bromide are warming up to 80-95 DEG C of 6.8 grams of benzyl chloride of dropwise addition, and insulation reaction to intermediate product disappears It loses, cooling, filtering is washed to neutrality, dries, obtains 14 grams of dyestuff dry product.
By above-mentioned same synthetic method, you can obtain dyestuff C2, C3, C4, C5 and C6.
Embodiment 1
By former 20 grams of dyestuff, dispersion shown in former 20 grams of dyestuff, formula C3 shown in former 10 grams of dyestuff, formula B4 shown in formula A1 MF60 grams of agent, 15 grams of sodium lignin sulfonate, 153 gram one of water reinstate sand mill and carry out decentralized processing, then are spray-dried to get this hair Bright bright yellow dye mixture.
Embodiment 2~30
According to the preparation method of embodiment 1, formula A, B, C compound represented is ground by data shown in following table 1 Mill dispersion, spray drying.
Table 1
Effect example 1
Respectively taking disperse dyes made from 0.5 gram of embodiment 1-30 to be dispersed in 500 milliliters of water becomes dye suspensions, draws 25 milliliters of suspension are mixed with 25 milliliters of water, with acetic acid tune Value in Dyeing Process for 4, are warming up to 60 DEG C, are respectively put into 2.5 grams of polyester Fiber cloth is warming up to 130 DEG C in 30 minutes, keeps the temperature 50 minutes, and cooling is fully washed, drying.
By above-mentioned colouring method, disperse dyes made from embodiment 1-30 are carried out in the dye bath of different pH value respectively pair Than dyeing.Value in Dyeing Process is respectively 5.5,9,11,12,13（When pH value is 14, polyester fiber cloth is damaged after high-temperature pressure dyeing Seriously, pH value therefore is not chosen to be tested for 14）, and respectively added with 6g/L30% hydrogen peroxide.
Above-mentioned dyeing cloth specimen is tested respectively by GB/T3921-2008, GB/T3920-2008, GB/T5718-1997 standard Its water-fastness, rub resistance and sub-limation fastness.Test result is shown in Table 2, wherein being 4 with Value in Dyeing Process and being not added with hydrogen peroxide Cloth specimen is dyed as standard.
Comparative example
The disperse dyes for taking preparation example 2 described in 0.5 gram of CN102250485A test its alkali resistance and resistance to by ibid method Oxidation susceptibility and water-fastness, rub resistance and sub-limation fastness.As a result it is also shown in Table 2 below.
Table 2
（Numerical value in upper table in wash durability, crocking resistance and sub-limation fastness is series）
As can be seen from the above table, disperse dyes of the invention can use under alkaline condition, and resistance to hydrogen peroxide oxidation Stability it is also fine, wash durability, crocking resistance and sub-limation fastness are preferable, and the dyestuff of comparative example is strong Resistance to oxidation stability under alkaline condition is not ideal enough, is worse than the disperse dyes of the present invention.
Effect example 2
The conventional printing technology of dispersion：Respectively take disperse dyes made from 1.5 grams of embodiment 1-30, respectively with 1 gram of reservehao S （M-nitrobenzene sulfonic acid）, 2 grams of urea, the sodium alginate original paste mixing that 70 gram mass scores are 8%, it is 100 grams to add water to total amount, And pH value is adjusted to for 5-6, after stirring, to polyester cotton with proper amount of acetic acid（T65/C35）Carry out stamp, drying Afterwards in 170 DEG C of decatizes 7 minutes, washing is soaped, and is dried.
The active same paste printing technique of dispersion：Respectively take disperse dyes made from 1.5 grams of embodiment 1-30, respectively with 2 grams of carbonic acid Hydrogen sodium, 1 gram of reservehao S（M-nitrobenzene sulfonic acid）, 2 grams of urea, the sodium alginate original paste mixing that 70 gram mass scores are 8%, add water It it is 100 grams to total amount, after stirring, to polyester cotton（T65/C35）Stamp is carried out, in 102 DEG C of vapour after drying It steams 8 minutes, is then baked in 190 DEG C 2 minutes, wash, soap, dry.
Using the cloth specimen obtained by conventional printing technology as standard, disperse dyes same paste printing cloth made from testing example 1-30 The coloured light and intensity of sample.Test its fastness to rubbing respectively by GB/T3920-2008, the results are shown in Table 3.
Table 3
It can be seen that the disperse dyes of the present invention because having excellent alkali resistance and resistance to oxidation stability, are lived using dispersion Property same paste printing technique can reach the effect consistent with conventional printing technology in coloured light, intensity and fastness.

Claims (2)

1. a kind of application of the bright yellow disperse dyes in dyeing polyester fibre material as shown in formula B；
The bright yellow disperse dyes B be such as formula B1, B4 or B5 compounds represented,
2. application as described in claim 1, which is characterized in that the technique of the dyeing be concise one-pass bath method for dyeing technique or Bleaching and dyeing single bath process technique.
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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0841364A (en) * 1994-05-20 1996-02-13 Daisutaa Japan Kk Water-insoluble red monoazo dye, its production, and dyeing or printing method using the same
KR20110126393A (en) * 2010-05-17 2011-11-23 한양대학교 산학협력단 Azo dye derivatives containing acrylate group and the dye-basd color filters using the derivatives
CN102618078A (en) * 2012-03-07 2012-08-01 浙江万丰化工有限公司 Disperse dye composition, dyeing method and preparation method of disperse dye composition
CN102660145A (en) * 2012-04-28 2012-09-12 浙江万丰化工有限公司 Disperse dye composition for disperse/reactive dye combination printing, and preparation and application thereof
CN102660146A (en) * 2012-04-28 2012-09-12 浙江万丰化工有限公司 Oxidation-resistant disperse dye composition and preparation and application thereof
CN102964876A (en) * 2012-12-20 2013-03-13 江苏之江化工有限公司 Dispersed black azo dye mixture

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0841364A (en) * 1994-05-20 1996-02-13 Daisutaa Japan Kk Water-insoluble red monoazo dye, its production, and dyeing or printing method using the same
KR20110126393A (en) * 2010-05-17 2011-11-23 한양대학교 산학협력단 Azo dye derivatives containing acrylate group and the dye-basd color filters using the derivatives
CN102618078A (en) * 2012-03-07 2012-08-01 浙江万丰化工有限公司 Disperse dye composition, dyeing method and preparation method of disperse dye composition
CN102660145A (en) * 2012-04-28 2012-09-12 浙江万丰化工有限公司 Disperse dye composition for disperse/reactive dye combination printing, and preparation and application thereof
CN102660146A (en) * 2012-04-28 2012-09-12 浙江万丰化工有限公司 Oxidation-resistant disperse dye composition and preparation and application thereof
CN102964876A (en) * 2012-12-20 2013-03-13 江苏之江化工有限公司 Dispersed black azo dye mixture

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