CN103483871A - Bisazo type disperse dyes and application thereof - Google Patents

Bisazo type disperse dyes and application thereof Download PDF

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CN103483871A
CN103483871A CN201310408936.3A CN201310408936A CN103483871A CN 103483871 A CN103483871 A CN 103483871A CN 201310408936 A CN201310408936 A CN 201310408936A CN 103483871 A CN103483871 A CN 103483871A
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alkyl
hydrogen
dispersed dye
nitro
polyester
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姚雷
葛春芬
郑冬松
吴文燕
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JIANGSU YABANG DYESTUFFS CO Ltd
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JIANGSU YABANG DYESTUFFS CO Ltd
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Abstract

The invention discloses bisazo type disperse dyes, having a general formula (a), (b) or (c) as shown in specification. The bisazo type disperse dyes provided by the invention are wide in chromatographic coverage, and excellent in dyeing performance and various fastnesses. The bisazo type disperse dyes provided by the invention are applicable not only to dyeing polyester, polyamide, polyurethane or acetate fibers, and ultrafine fibers and blended fabrics under an alkaline condition, but also to pretreatment and dyeing one bath one step method of the blended fabrics of polyester and polyurethane ultrafine fibers, and polyester and cellulose fibers; besides, the bisazo type disperse dyes are also applicable to printing polyester/cellulosic fiber blended fabrics by being mixed with a reactive dye into the same color paste; the bisazo type disperse dyes are further applicable to one-step process based alkaline burning-out printing of double-faced pile, spandex velvet and super soft short floss type polyester fabrics.

Description

One class bis-azo type dispersed dye and application thereof
Technical field
The present invention relates to fine chemistry industry and technical field of textile printing, relate in particular to class bis-azo type dispersed dye and an application thereof.
Background technology
The bis-azo type dispersed dye account for 10% left and right of dispersed dye, it is yellow, orange, red, purple, blue etc. that kind mostly is, commonly DISPERSE YELLOW 23 and DISPERSE ORANGE 30 200 29, wherein DISPERSE YELLOW 23 is one of low temperature three primary colors commonly used, coloured light is rich and gaudy, and application performance is good, can under weak basic condition, dye, but easily decomposite P-aminoazobenzene, be put into the forbidding dyestuff; Rich and gaudy, the every fastness of DISPERSE ORANGE 30 200 29 coloured light is better, and the good especially pH of dyeing interdependence wide ranges can be painted under weak basic condition.DISPERSE YELLOW 23 and DISPERSE ORANGE 30 200 29 structures are as follows:
Figure 300386DEST_PATH_IMAGE001
Figure 550102DEST_PATH_IMAGE002
In recent years, demand along with dyeing energy-saving and emission-reduction development, the trevira Dyeing in Alkali Bath has appearred being applicable to, the dispersed dye of pre-treatment, the bath single stage method that dyes, structure as shown in patent CN101649129B, CN101265369B, CN102660146B, CN101284800B, CN102746713B, CN101143969B, CN102618080B, these structures are the monoazo type disperse dye mostly.Dispersed dye described in patent have strong basicity resisting or possess strong basicity resisting and scale resistance simultaneously, be applicable to trevira, polyester superfine fibre alkali bath and pre-treatment, one-pass bath method for dyeing dyeing, also be applicable to the short flow process dyeing of polyester/cellulose fiber blended fabric, can solve the obstinate colouring problems such as the pre-treatment of long-term puzzlement trevira is insufficient, oligopolymer is separated out, bring the cloth cover of fabric clean and tidy simultaneously, style is good, the effect of good hand touch.
Alkali-proof dispersed dye in above-mentioned these patents, wherein the Yellow disperse dye structural formula mostly is the monoazo phenyl amines, also has Anthraquinones as solvent yellow 16 3; The orange disperse dye structural formula is the monoazo class, and similar is in DISPERSE ORANGE 30 200 288 shown in patent CN101812248B and DISPERSE ORANGE 30 200 30:2; Red disperse dyes structural formula benzothiazole monoazo class, similar is in Red-1 200 45 and Red-1 200 53; The blue disperse dye structural formula is benzothiazole or benzisothiazole monoazo class, and similar is in EX-SF DISPERSE BLUE EX-SF 300 148 and EX-SF DISPERSE BLUE EX-SF 300 367.In the above structure containing groups such as the cyano group that directly is connected with phenyl ring, ester group, amide group, carbonyls.Other form and aspect are composite and obtain by these dyestuffs.
Figure 846960DEST_PATH_IMAGE003
Figure 156718DEST_PATH_IMAGE004
Figure 227443DEST_PATH_IMAGE005
Figure 343166DEST_PATH_IMAGE006
The dispersed dye of tetrazo class are also many research so far, red, bright red, the bright red of tetrazo structure, carbuncle dispersed dye as shown in patent GB2095272B, CA914161B, US3712882B, its distillation, Exposure to Sunlight, washing fastness are all better, but alkali resistance is not good; The Huang of tetrazo structure and orange disperse dye shown in patent GB1329745B, GB1322595B, GB998705B, its similar, in DISPERSE YELLOW 23, easily decomposites P-aminoazobenzene; Yellowish-brown, reddish brown, the pad-dry-cure dyeing that orange disperse dye is applicable to polyester-cotton fabric of the structure of tetrazo shown in patent US3904596A; The dyestuff that disperses such as golden yellow, yellow, reddish brown and orange of tetrazo structure shown in patent GB1099097B, GB1020299B, GB1387811B, GB1533121B, its distillation, Exposure to Sunlight, washing fastness are all better, because containing the groups such as hydroxyl, alkoxyl group, amide group in its structure, be not suitable for dyeing under alkaline condition; The indigo plant of the structure of tetrazo shown in patent GB1334006B and dark blue dispersed dye, be applicable to the dyeing of polyester cotton, has certain alkali resistance; The blueness of the structure of tetrazo shown in patent GB2088890B fall apart dye sublimation, Exposure to Sunlight, better, the wide pH scope of washing fastness, good enhancing, reducing resistance; Announced the tetrazo dispersed dye of three kinds of general formulas in patent EP0624683B1, and clearly proposed to dye under the alkaline condition of buffer system, the pH scope is at 8-11.Patent US4398913A research is applicable to the dispersed dye of alkaline discharge printing, and wherein coloured part (being alkali-proof dispersed dye) is announced the dispersed dye of following two tetrazo structures.
Figure 182946DEST_PATH_IMAGE007
Summary of the invention
Understanding and the analysis of contriver based on to the above-mentioned fact, carried out large-scale research, to meet the demand of modern printing and dyeing development, found that some special tetrazo structure is very suitable for above-mentioned purpose.
A first aspect of the present invention, be to provide the general formula (a) and (b) or (c) shown in dyestuff:
Figure 663606DEST_PATH_IMAGE008
(a)
(b)
(c)
In its formula of (a) and (b), (c):
Z is hydrogen, C 1-6alkyl, halogen, nitro, CF 3or SO 2f;
R 1, R 2be hydrogen, C independently of one another 1-6alkyl, halogen, nitro, SO 2f or CF 3;
R 3for C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl; Or R 4for:
Figure 320481DEST_PATH_IMAGE011
Figure 34359DEST_PATH_IMAGE012
N=1-6 wherein, R is hydrogen, nitro, halogen, C 1-6alkyl, benzyl, SO 2f or CF 3;
X is hydrogen, C 1-6alkyl, halogen or nitro.
Preferably, the group definition shown in general formula (a) and (b), (c) is as follows:
Z is hydrogen, methyl, halogen or nitro;
R 1, R 2be hydrogen, halogen or nitro independently of one another;
R 3for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl; Or R 4for
Figure 79675DEST_PATH_IMAGE011
, wherein R is hydrogen, C 1-6alkyl, C 1-6alkoxyl group, halogen or nitro;
X is hydrogen, methyl, halogen or nitro.
Better, the substituting group in general formula (a) and (b), (c) is defined as follows:
Z is nitro;
R 1, R 2be hydrogen, chlorine, bromine or nitro independently;
R 3for hydrogen, C 1-4alkyl CN, C 1-6alkyl or C 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-6alkyl or C 1-4alkyl OC 1-4alkyl; Or R 4for
Figure 474884DEST_PATH_IMAGE011
, n=1-4 wherein, R is hydrogen, C 1-6alkyl, halogen or nitro;
X is hydrogen, methyl or nitro.
Concrete, bis-azo type dispersed dye of the present invention, in general formula (a), structure is as shown in table 1:
Table 1
Figure 23677DEST_PATH_IMAGE013
Concrete, bis-azo type dispersed dye of the present invention, structure optimization structure as shown in table 2 shown in general formula (b):
Table 2
Figure 417444DEST_PATH_IMAGE014
Concrete, tetrazo dispersed dye of the present invention, structure optimization structure as shown in table 3 shown in general formula (c):
Table 3
The preparation method of bis-azo type dispersed dye of the present invention is: first will replace p-Nitroaniline or naphthylamines diazotization, then carry out a coupled reaction time with required coupling component, obtain product after separation, products therefrom is reduced, and then diazotization, carry out coupled reaction for the second time with required coupling component again, filter, wash, dry, obtain dye monomer.Dispersed dye of the present invention can be single structures, can be also the compositions of the arbitrary proportion of various structures.
When bis-azo type dispersed dye of the present invention are applied to prepare dispersed dye, usually also need to carry out the commercialization processing, add usual auxiliaries, water and other tensio-active agents to carry out pre-dispersed.Usually, auxiliary agent is 0.8 ~ 8:1 with the ratio of dye monomer weight.
Described auxiliary agent is dispersed dye dispersion agent, diffusant and other tensio-active agents etc. commonly used when composite.Preferred auxiliary agent comprises one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (xylogen 83A, 85A) etc.
The dye preparations of bis-azo type dispersed dye of the present invention preparation, the liquid state after can the micropartical dispersion treatment, emulsifiable paste state or powdery, the particulate state of by spray method etc., being undertaken after drying treatment are dyeed.Particularly, when Monoazo type dyestuff finished product of the present invention, while being solid-state, the weight percent of dyestuff is 10-50%, and the weight percent of auxiliary agent is 40-90%.When monoazo-dyes finished product of the present invention are liquid state, the weight percent of dyestuff is 10-30%, and the weight percent of auxiliary agent is 20-50%, and all the other are water.
The dye preparations of bis-azo type dispersed dye preparation of the present invention can dye to trevira by traditional dip-dye or stamp, and traditional dip-dye or stamp refer under acidic conditions trevira here.For example, in the dip-dye situation, can use common dyeing method as similar approach such as high temperature and high pressure method, hot melt processs; In the stamp situation, dye mixture of the present invention and stamp supplementary additive are added in printing paste, contain the fabric of printing paste by normal pressure saturation steam, high temperature and high pressure steam, constant-pressure and high-temperature steam treatment.
A second aspect of the present invention, be to provide the dyeing process of polyester, polymeric amide, urethane, cellulose acetate and ultra-fine fibre in a kind of alkali bath and BLENDED FABRIC thereof, and the method is used bis-azo type dispersed dye of the present invention to be dyeed.
Specifically, in a kind of alkali bath provided by the present invention the dyeing process of polyester, polymeric amide, urethane, cellulose acetate and ultra-fine fibre and BLENDED FABRIC thereof be the dye bath pH regulator to 9-13, the dyeing of all the other conditions and slightly acidic is identical.
A third aspect of the present invention, the method that is to provide the BLENDED FABRIC pre-treatment of polyester, polyester superfine fibre and polyester and cellulosic fibre in a kind of alkali bath, the step one that dyes to bathe, the method is used bis-azo type dispersed dye of the present invention to be dyeed.
Specifically, a kind of method of in basic dyeing is bathed, the BLENDED FABRIC pre-treatment of polyester, polyester superfine fibre and polyester and cellulosic fibre, the step one that dyes being bathed provided by the present invention is: by bath raio, 1:3 ~ 1:50 puts into fabric, pre-treatment auxiliary agent, add alkaline agent again, pH in dye bath is adjusted into 9 ~ 13, then be heated to 110-140 ℃ with 1-3 ℃/min heat-up rate, insulation 10-90min, the discharge opeing of then lowering the temperature, dry after washing.
A fourth aspect of the present invention, be to provide the method for a kind of dispersion that is applicable to trevira/cellulose fiber blended fabric/activity with the slurry stamp, and the method is used bis-azo type dispersed dye of the present invention to carry out stamp.
Specifically, the invention provides a kind of dispersion that is applicable to trevira/cellulose fiber blended fabric/activity with the method for slurry stamp is: dispersed dye of the present invention and required reactive dyestuffs are added to the water, add other auxiliary agents such as urea in whipping process, filter the dye mixture that obtains having dissolved; Printing gum is added to the water, and adds alkaline agent, stir, stand-by after filtering; The dye mixture dissolved is mixed with the printing gum of above-mentioned preparation, must disperse/active in the slurry printing paste; Concrete printing technology is identical with conventional printing method.
A fifth aspect of the present invention, be to provide a kind of and be applicable to double-sided plush, do not fall suede, the alkaline burn-out printing single stage method of super gentle undercoat suede class polyester piece good, and the method is used bis-azo type dispersed dye of the present invention to carry out stamp.
Specifically, the invention provides a kind of be applicable to double-sided plush, do not fall suede, the alkaline burn-out printing single stage method of super gentle undercoat suede class polyester piece good be: dispersed dye of the present invention are added to the water, add other auxiliary agents such as urea, cats product in whipping process, filter the dye composite that obtains having dissolved; The alkali resistance printing gum is added to the water, and adds alkaline agent, be stirred to macrobead and disappear, stand-by after filtering; The dye composite dissolved is mixed with the printing gum of above-mentioned preparation, obtain the burn-out printing mill base; Concrete printing technology is identical with conventional printing method.
A sixth aspect of the present invention, be to provide a kind of coloured fiber material, and use at least contains a kind of bis-azo type dispersed dye provided by the invention and dyeed or stamp.
A seventh aspect of the present invention, be to provide a kind of composition, and it comprises at least one bis-azo type dispersed dye provided by the invention.
A eighth aspect of the present invention, be to provide the purposes of bis-azo type dispersed dye of the present invention, and it is for being dyeed to polyester, polymeric amide, urethane or cellulose acetate and ultra-fine fibre and BLENDED FABRIC at alkali bath; Or for alkali bath to the BLENDED FABRIC of polyester and cellulosic fibre carry out pre-treatment, step one bath of dyeing; Or for double-sided plush, do not fall the alkaline burn-out printing single stage method of suede, super gentle undercoat suede class polyester piece good.
The present invention compared with prior art, has the following advantages:
Compare with existing alkali resistance disperse dye, further improve dark serial chromatogram, especially purplish red, dark blue, brown etc.;
Bis-azo type dispersed dye of the present invention, no matter, under acid, alkali condition, the fastness such as dye uptake is high, coloured light is bright-coloured, distillation, Exposure to Sunlight, washing are good, repeatability good;
Bis-azo type dispersed dye of the present invention, be applicable to trevira pre-treatment, a bath one-step technology dyes.The alkaline condition dyeing can overcome in acid bath dyeing common dye defect, as slurry, the finish of pre-treatment, remove unonly, during dyeing, oligopolymer is separated out etc.
Bis-azo type dispersed dye of the present invention, also be applicable to the dispersion of trevira/cellulose fiber blended fabric/activity with the slurry stamp, and this technique is compared with traditional technology, can greatly shorten flow process, and energy-saving and emission-reduction, raise the efficiency.
Bis-azo type dispersed dye of the present invention, also be applicable to double-sided plush, suede, the burn-out printing of super gentle undercoat suede class polyester piece good single stage method alkalescence, the method technique is simple, the effect that can obtain the colored etching of Single Fiber or overlap less polychrome, and can make velour flower type uneven, stereoscopic sensation arranged.Traditional polyester piece good alkalescence etching method is: first the terylene grey cloth is carried out to local etching, and then dyeing or stamp, the method complex process, the diversity of restriction flower type color.
Embodiment
The present invention is further illustrated in conjunction with specific embodiments, and these embodiment are just in order to further illustrate characteristics of the present invention and feature, rather than limiting to the claimed invention, but protection scope of the present invention is not limited to this.
Embodiment 1
Embodiment in referenced patent US3712882A, those skilled in the art is easy to synthesize structural formula for (a-1), (a-9), (a-17), (a-25), (a-65) and (a-73) dye monomer by the method known.
By the above-mentioned dye monomer made, with diffusant mixture weight ratio, be: dye monomer (dry product): Dispersant MF: sodium lignosulfonate (85A)=1:2:1 mixes, add appropriate water and other tensio-active agents, sand milling is to certain granular size, the preferred particulates diameter is less than 1 μ m, and then spraying drying makes dispersed dye.The dispersed dye of formula (a-1) are darkorange on trevira, maximum absorption wavelength λ in acetone mAX=476nm; The dispersed dye of formula (a-9) are darkorange on trevira, maximum absorption wavelength λ in acetone mAX=492nm; The dispersed dye of formula (a-17) are red-violet colour on trevira, maximum absorption wavelength λ in acetone mAX=538nm; The dispersed dye of formula (a-25) are red-purple on trevira, maximum absorption wavelength λ in acetone mAX=535nm; The dispersed dye that formula is (a-65) are brown, maximum absorption wavelength λ in acetone on trevira mAX=433nm; The dispersed dye of formula (a-73) are brown on trevira, maximum absorption wavelength λ in acetone mAX=446nm.
Figure 883378DEST_PATH_IMAGE016
(a-1)
Figure 348994DEST_PATH_IMAGE017
(a-9)
Figure 607937DEST_PATH_IMAGE018
(a-17)
Figure 362266DEST_PATH_IMAGE019
(a-25)
Figure 99278DEST_PATH_IMAGE020
(a-65)
(a-73)
Embodiment 2
Embodiment in referenced patent GB1334006A, those skilled in the art is easy to synthesize structural formula for (b-1), (b-9), (b-25) and (b-57) dye monomer by the method known.Commercialization method with reference to the embodiment of the present invention 1, can make dispersed dye.It is blue that the dispersed dye of formula (b-1) are on trevira, maximum absorption wavelength λ in acetone mAX=585nm; It is blue that the dispersed dye of formula (b-9) are on trevira, maximum absorption wavelength λ in acetone mAX=596nm; The dispersed dye of formula (b-25) are navy on trevira, maximum absorption wavelength λ in acetone mAX=622nm; The dispersed dye of formula (b-57) are navy on trevira, maximum absorption wavelength λ in acetone mAX=614 nm.
Figure 865557DEST_PATH_IMAGE022
(b-1)
Figure 841603DEST_PATH_IMAGE023
(b-9)
Figure 382306DEST_PATH_IMAGE024
(b-25)
(b-57)
Embodiment 3
Embodiment in referenced patent US3904596A, those skilled in the art is easy to synthesize structural formula for (c-9) and (c-25) dye monomer by the method known.Commercialization method with reference to the embodiment of the present invention 1, can make dispersed dye.The dispersed dye of formula (c-9) are yellowish brown on trevira, maximum absorption wavelength λ in acetone mAX=455nm; The dispersed dye of formula (c-25) are reddish brown on trevira, maximum absorption wavelength λ in acetone mAX=542 nm.
Figure 423260DEST_PATH_IMAGE026
(c-9)
Figure 152182DEST_PATH_IMAGE027
(c-25)
Comparative example
For understanding better purpose of the present invention, the contrast 1~3 of choosing in comparative example of the present invention is approximate with the coloured light in the embodiment of the present invention, and contrasting 1~3 is also dispersed dye commonly used.
Contrast 1: rich and gaudy, the every fastness of DISPERSE ORANGE 30 200 29 coloured light is better, and dyeing interdependence good especially pH wide ranges can dye under weak basic condition, is mainly used in dyeing and the stamp of terylene and BLENDED FABRIC thereof, also for the dyeing of vinegar fibre.
Contrast 2: Disperse Blue-79 is one of dark three primary colors of commonly using, and sublimation fastness is good, and acid and alkali-resistance, anti-Reductive stability are poor.
Contrast 3: Disperse Brown 19, be usually used in dyeing and the stamp of terylene and BLENDED FABRIC, also can be for dyeing and the stamp of polyamide fibre.
Alkaline condition dyeing comparative example:
Take the dispersed dye of the embodiment shown in table 4 and contrast, then water is mixed with respectively the dispersed dye suspension that concentration is 2.5g/1000mL, respectively gets 20mL and mixes with 80mL water, with sodium carbonate-sodium hydroxide, regulates pH to 9-13.Then be warmed up to 60 ℃, the polyester piece good of simultaneously putting into respectively the 5g pre-treatment carries out high-temperature pressure dyeing, at 35min, is warmed up to 130 ℃, insulation 60min, sampling while being cooled to 80 ℃, the dry cloth specimen that must dye after water rinse.The fastness test result is as table 4.
Colour fasteness to sunlight is measured according to ISO 105 B02: 2000 carry out, colour fastness to washing is measured and is carried out according to GB/T3921-1997, the mensuration of colour fastness to rubbing is carried out according to GB/T3920-2008, the test of color fastness to sublimation is carried out according to GB/T5718-1997, evaluation staining is used grey standard scale GB251-1995 to carry out, and the evaluation variable color is used grey standard scale GB250-1995 to carry out.
Dispersed dye of the present invention are for the dyeing of dacron fabric, its colour fastness and to the dye level of fabric look the different-style fabric, different fastness judgment criteria may be slightly variant with every colour fastness shown in the present.
Table 4
Figure 230996DEST_PATH_IMAGE028
Dye under the 9-13 condition at pH, compare with solutions of weak acidity dyeing, contrast 1 colouring more shallow, and changes of shade is larger; Contrast 2 and 3 is colouring hardly on polyester piece good, may be under alkalescence and high-temperature and high-pressure conditions, and the group in structure occurred due to serious the decomposition.And the embodiment in table 4 dyes, the cloth specimen Dry Sack is even, and coloured light is pure, and every fastness is better.
 
Pre-treatment, a bath single stage method comparative example dyes:
Take the dispersed dye of table 5 illustrated embodiment and contrast, then water is mixed with respectively the dispersed dye suspension that concentration is 2.5g/1000mL, respectively gets 20mL and mixes with 80mL water, adds soda ash and sheet alkali, between pH regulator to 10 ~ 13, add refining agent HE0815.Then be warmed up to 60 ℃, put into respectively simultaneously 5g not the polyester piece good of pre-treatment carry out high-temperature pressure dyeing, be warmed up to 130 ℃ at 35min, the insulation 60min, while being cooled to 80 ℃ the sampling, the dry cloth specimen that must dye after water rinse.The fastness test result is as table 5.
Table 5
Figure 40558DEST_PATH_IMAGE029
Dye under 10-13 pre-treatment, the bath single stage method condition that dyes at pH, compare with solutions of weak acidity dyeing, contrast 1 colouring more shallow, and changes of shade is larger; Contrast 2 and 3 is colouring hardly on polyester piece good, may be under alkalescence and high-temperature and high-pressure conditions, and the group in structure occurred due to serious the decomposition.And the embodiment in table 5 dyes, the cloth specimen Dry Sack is even, and coloured light is pure, and cloth cover is bright and clean.
 
The Dyeing with Disperse/Reactive of polyester cotton is with starching the printing method comparative example:
Be added to the water by the dispersed dye and the required reactive dyestuffs that take embodiment and contrast 1 shown in table 6 and table 7, add other auxiliary agents such as urea in whipping process, filter the dye composite that obtains having dissolved; Alkali resistance printing gum PE is added to the water, and adds sodium carbonate, stir, stand-by after filtering; The dye composite dissolved is mixed with the printing gum of above-mentioned preparation, must disperse/active in the slurry printing paste; Adopt 170 ℃, the 7min vapour steaming colour fixing, then soap, and washing, dry to obtain PRINTED FABRIC.
Table 6
Figure 546626DEST_PATH_IMAGE030
Table 7
Embodiment in table 7 (b-1) PRINTED FABRIC Dry Sack is rich and gaudy, and fabrics cloth cover is bright and clean, and the feel style is good, and contrasts 2 colourings hardly on polyester piece good, may be under alkalescence and hot conditions, and due to the group color development in structure seriously decomposes.
Terylene velour single stage method alkalescence burn-out printing comparative example:
Be added to the water by the dispersed dye that take embodiment (b-25) and contrast 2 shown in table 8, add other auxiliary agents such as urea, 1227 cats products in whipping process, filter the dye mixture that obtains having dissolved; Alkali resistance printing gum PE is added to the water, and adds sodium hydroxide, stir, stand-by after filtering; The dye mixture dissolved is mixed with the printing gum of above-mentioned preparation, obtain alkaline burn-out printing mill base; Adopt 170 ℃, the 7min vapour steaming colour fixing, then soap, and washing, dry to obtain the burn-out printing fabric.
Table 8
Figure 707666DEST_PATH_IMAGE032
The burn-out printing of terylene velour single stage method alkalescence, contrast 2 colourings hardly on the terylene velour, may be under alkalescence and hot conditions, and due to the group color development in structure seriously decomposes.And embodiment (b-25) coloured light on the terylene velour is rich and gaudy, uneven, stereoscopic sensation is arranged.
All documents that the present invention mentions are all quoted as a reference in this application, just as each piece of document quoted separately as a reference.

Claims (10)

1. class bis-azo type dispersed dye, is characterized in that, the molecular structure of described bis-azo type dispersed dye is as the general formula (a) and (b) or (c):
(a)
Figure 779798DEST_PATH_IMAGE002
(b)
Figure 30782DEST_PATH_IMAGE003
(c)
Wherein, Z is hydrogen, C 1-6alkyl, halogen, nitro, CF 3or SO 2f;
R 1, R 2be hydrogen, C independently of one another 1-6alkyl, halogen, nitro, SO 2f or CF 3;
R 3for C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl; Or R 4for:
Figure 451399DEST_PATH_IMAGE004
Figure 923968DEST_PATH_IMAGE005
N=1-6 wherein, R is hydrogen, nitro, halogen, C 1-6alkyl, benzyl, SO 2f or CF 3;
X is hydrogen, C 1-6alkyl, halogen or nitro.
2. bis-azo type dispersed dye according to claim 1, is characterized in that, in general formula (a) and (b), (c), substituting group is:
Z is hydrogen, methyl, halogen or nitro;
R 1, R 2be hydrogen, halogen or nitro independently of one another;
R 3for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-4alkyl OC 1-4alkyl CN, C 1-6alkyl, C 1-4alkyl OC 1-4alkyl or C 1-4alkyl OC 1-4alkyl OC 1-4alkyl; Or R 4for , n=1-6 wherein, R is hydrogen, C 1-6alkyl, C 1-6alkoxyl group, halogen or nitro;
X is hydrogen, methyl, halogen or nitro.
3. bis-azo type dispersed dye according to claim 1, is characterized in that, in general formula (a) and (b), (c), substituting group is:
Z is nitro;
R 1, R 2be hydrogen, chlorine, bromine or nitro independently;
R 3for hydrogen, C 1-4alkyl CN, C 1-6alkyl or C 1-4alkyl OC 1-4alkyl;
R 4for hydrogen, C 1-4alkyl CN, C 1-6alkyl or C 1-4alkyl OC 1-4alkyl; Or R 4for
Figure 759386DEST_PATH_IMAGE004
, n=1-4 wherein, R is hydrogen, C 1-6alkyl, halogen or nitro;
X is hydrogen, methyl or nitro.
4. polyester, polymeric amide, urethane or cellulose acetate and ultra-fine fibre and blended fabric dyeing method in an alkali bath, is characterized in that, right to use requires the arbitrary described bis-azo type dispersed dye of 1-3 to be dyeed.
5. the method that the BLENDED FABRIC pre-treatment of polyester and cellulosic fibre in an alkali bath, the step one that dyes are bathed is characterized in that right to use requires the arbitrary described bis-azo type dispersed dye of 1-3 to be dyeed.
6. one kind is applicable to the method for the Dyeing with Disperse/Reactive of trevira and cellulose fiber blended fabric with the slurry stamp, it is characterized in that, right to use requires the arbitrary described bis-azo type dispersed dye of 1-3 to carry out stamp.
7. an alkaline burn-out printing single stage method that is applicable to double-sided plush, does not fall suede, super gentle undercoat suede, is characterized in that, right to use requires the arbitrary described bis-azo type dispersed dye of 1-3 to carry out stamp.
8. a coloured fiber material, is characterized in that, use at least contains the arbitrary described bis-azo type dispersed dye of a kind of claim 1-3 and dyeed or stamp.
9. a composition, it comprises at least one described bis-azo type dispersed dye as arbitrary as claim 1-3.
10. the purposes of described bis-azo type dispersed dye as arbitrary as claim 1-3, it is for being dyeed to polyester, polymeric amide, urethane or cellulose acetate and ultra-fine fibre and BLENDED FABRIC at alkali bath; Or for alkali bath to the BLENDED FABRIC of polyester and cellulosic fibre carry out pre-treatment, step one bath of dyeing; Or for double-sided plush, do not fall the alkaline burn-out printing single stage method of suede, super gentle undercoat suede class.
CN201310408936.3A 2013-09-10 2013-09-10 Bisazo type disperse dyes and application thereof Pending CN103483871A (en)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1334006A (en) * 1970-05-19 1973-10-17 Du Pont Navy blue disazo dyes
GB1488898A (en) * 1973-12-12 1977-10-12 Basf Ag Azo dyes
EP0087248A1 (en) * 1982-02-10 1983-08-31 Mitsubishi Kasei Corporation Liquid crystal composition containing azo dyes
EP0098522A2 (en) * 1982-06-30 1984-01-18 Hitachi, Ltd. Liquid crystal composition
JPH05132628A (en) * 1991-11-11 1993-05-28 Mitsubishi Kasei Corp Dichromic pigment, liquid crystal composition and liquid crystal device
EP0624683A1 (en) * 1991-11-18 1994-11-17 DyStar Japan Ltd. Method for dyeing polyester fibers in an alkaline dyeing bath in the presence of aminoacid and of polyamino-polycarboxylic acid

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1334006A (en) * 1970-05-19 1973-10-17 Du Pont Navy blue disazo dyes
GB1488898A (en) * 1973-12-12 1977-10-12 Basf Ag Azo dyes
EP0087248A1 (en) * 1982-02-10 1983-08-31 Mitsubishi Kasei Corporation Liquid crystal composition containing azo dyes
EP0098522A2 (en) * 1982-06-30 1984-01-18 Hitachi, Ltd. Liquid crystal composition
JPH05132628A (en) * 1991-11-11 1993-05-28 Mitsubishi Kasei Corp Dichromic pigment, liquid crystal composition and liquid crystal device
EP0624683A1 (en) * 1991-11-18 1994-11-17 DyStar Japan Ltd. Method for dyeing polyester fibers in an alkaline dyeing bath in the presence of aminoacid and of polyamino-polycarboxylic acid

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Application publication date: 20140101