CN102516811B - Disperse black dye composition - Google Patents
Disperse black dye composition Download PDFInfo
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- CN102516811B CN102516811B CN201110338380.6A CN201110338380A CN102516811B CN 102516811 B CN102516811 B CN 102516811B CN 201110338380 A CN201110338380 A CN 201110338380A CN 102516811 B CN102516811 B CN 102516811B
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- component
- formula
- black dye
- alkyl
- dye composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 239000000975 dye Substances 0.000 claims description 60
- 239000012752 auxiliary agent Substances 0.000 claims description 17
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 3
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000019357 lignosulphonate Nutrition 0.000 claims description 3
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 9
- 239000004744 fabric Substances 0.000 abstract description 6
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- 238000005406 washing Methods 0.000 abstract description 3
- 239000002657 fibrous material Substances 0.000 abstract description 2
- 239000002270 dispersing agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000002131 composite material Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000010017 direct printing Methods 0.000 description 2
- 239000000986 disperse dye Substances 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 1
- 0 COc1cc(N=Nc(c(Br)cc([N+]([O-])=O)c2)c2[N+]([O-])=O)c(*)cc1N(*)* Chemical compound COc1cc(N=Nc(c(Br)cc([N+]([O-])=O)c2)c2[N+]([O-])=O)c(*)cc1N(*)* 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000016507 interphase Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000001089 thermophoresis Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
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Abstract
The present invention provides a disperse black dye composition, which mainly comprises one or a plurality of component A, one or a plurality of component B, and one or a plurality of component C, wherein the structure of the component A is represented by a formula (I), the structure of the component B is represented by a formula (II), and the structure of the component C is represented by a formula (III) and/or a formula (IV). When the dye prepared by using the disperse black dye composition of the present invention is adopted to dye a hydrophobic fiber material, the black dyeing fabric with characteristics of deep color, excellent sublimation fastness, and excellent washing fastness can be obtained by adjusting the ratio of different components.
Description
(1) technical field
The present invention relates to a kind of disperse black dye composition, especially a kind of disperse black dye composition of applicable printing and dyeing hydrophobic fibre.
(2) background technology
The exploitation of dispersed dye new variety concentrates on the nineties in 20th century, gradually reduces after entering 21 century, and wherein part is to obtain dark kind by commercialized technology.The research of commercialization of dyes technology, relates to the supramolecular chemistry of dyestuff and dyestuff, dyestuff and auxiliary agent, dyestuff and the interphase interaction of dyeing matrix, and technique is also the Main Gaps place of current dyestuff commodity.External many large type dye enterprise does not produce traditional textile dyestuff substantially, the substitute is and purchase the raw material that Asia produces, then carry out composite with raising dyestuff quality, thereby obtain enormous profits.
High light fastness that what dispersed dye need to solve is, migration property, level-dyeing property, wet fastness, staining fastness to other fiber, and for reducing the high dark heavy colour kind of degradation, particularly lifting force under the fastness that thermophoresis phenomenon causes.Dispersed dye are composite is one of effective means of exploitation dark heavy colour kind and superfine Denier fibre dyeing kind.
(3) summary of the invention
For addressing the above problem, the invention provides a kind of disperse black dye composition, the dispersed dye that are mixed with by it, every fastness is good, and particularly sublimation fastness is outstanding, has excellent depth simultaneously.
The technical solution used in the present invention is:
A kind of disperse black dye composition, mainly comprise that one or more structures are suc as formula the component A shown in (I), one or more structures are suc as formula the B component shown in (II), and structure suc as formula (III) and/or one or more structures suc as formula the component C shown in (IV), component A, B component and component C based on described, the weight percentage of component A is 20%~85%, the weight percentage of B component is 10%~60%, and the weight percentage of component C is 0.1%~20%;
In formula (I):
X
1for halogen or-CN;
R
1, R
2independent is separately C
1~C
4alkyl;
R
3, R
4independent is separately that replace or unsubstituted C
1~C
4alkyl, the substituting group of described substituted alkyl is-OCOK
1,-COOK
2or-CH=CH
2, wherein, K
1, K
2independent is separately C
1~C
4alkyl;
In formula (II):
X
2for hydrogen or halogen;
R
5, R
6independent is separately C
1~C
4alkyl or cyanoethyl;
In formula (IV):
X
3for hydrogen, halogen or cyano group;
R
7for hydrogen or C
1~C
4alkyl amido;
R
8, R
9independent is separately that replace or unsubstituted C
1~C
4alkyl, the substituting group of described substituted alkyl be cyano group or-OCOK
3, wherein, K
3for C
1~C
4alkyl.
The chief component that said components A, B component, component C are disperse black dye composition of the present invention; in scope well known to those skilled in the art; the present composition also can add a small amount of other and can be applicable to composite dye monomer or auxiliary agent; the black dye composition obtaining by above-mentioned change, equally within protection scope of the present invention.
Preferably, component A, B component and component C based on described, the weight percentage of component A is 40%~70%, and the weight percentage of B component is 20%~50%, and the weight percentage of component C is 0.1%~15%.
Preferably, described composition is made up of component A, B component, component C and auxiliary agent, based on described component A, B component, component C and auxiliary agent, described auxiliary agent weight percentage is 35%~90% (auxiliary agent accounts for the per-cent of component A~C and auxiliary agent weight sum).The auxiliary agent of stating is dispersed dye conventional dispersion agent, diffusants etc. when composite, preferably, described auxiliary agent is one of following or two or more mixture wherein: the anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly, naphthalene sulfonic acidformaldehyde condensation product is as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products is as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound is as dispersing agent CNF etc., and sulfonated lignin are as sodium lignosulfonate (as commercial dispersants Reax83A, Reax85A) etc.
Preferably, described disperse black dye composition is made up of component A, B component and component C, component A, B component and component C based on described, the weight percentage of component A is 40%~70%, the weight percentage of B component is 20%~50%, and the weight percentage of component C is 0.1%~15%.
Component A is preferably one of following or two or more mixture wherein:
B component is preferably one of following or two or more mixture wherein:
Component C is preferably one of following or two or more mixture wherein:
More preferred, described component A is one of former dyestuff shown in formula (I-6)~(I-8) or two or more mixture wherein, described B component is former dyestuff shown in formula (II-1), and described component C is former dyestuff shown in formula (III) and/or formula (IV-1).
Dye composite of the present invention, carry out in commercialization process, conventionally former dyestuff and auxiliary agent need be carried out to mixed preparing in aforementioned specific ratio, for example by former dyestuff represented to structural formula (I), (II), (III), (IV) under the existence of auxiliary agent, water or other wetting agent, mix by above-mentioned proportioning, use the pulverizers such as sand mill or shredder to carry out after corpusculed for dyeing; Also structural formula (I), (II), (III), (IV) represented former dyestuff can be carried out being mixed and made into dyestuff finished product with above-mentioned ratio after corpusculed processing with the pulverizer such as sand mill or shredder respectively under the existence of auxiliary agent, water or other wetting agent in addition.
The dye composition of formula used in the present invention (I)~formula (IV) can be synthetic by mode well known to those skilled in the art easily, and wherein component A also can, with reference to the method preparation of introducing in CN1208057, also can adopt commercial goods.
The dyestuff that utilizes dye composite of the present invention to make, can dye by ways customary in industry, as adopts common dip method to dye, and also can be used for direct printing.Wherein, common dip method, as polyester textile is carried out to pre-treatment, is put into dye vat and is contaminated, and dyes completely, and cold water cleans to neutral, and strand is dry, then carries out reduction clearing, dries; Direct printing, as fabric is dyed to pre-treatment, is dried, and setting prints dispersed dye mill base, then evaporates on printing machine, utilizes decatize mode to make the dye fixing on fabric, finally washing, stentering forming.
Disperse dye composition of the present invention, liquid state after can corpusculed, emulsifiable paste state or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.While dying hydrophobic fiber material on the dyestuff made from disperse dye composition of the present invention, by adjusting the ratio between different components, can obtain dark heavy colour pool, sublimation fastness is splendid, washing fastness is good black dyeing and weaving thing.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in this:
Embodiment 1:
By the component C of the B component of the component A of 61 grams (I-1), 35 grams (II-1) and 4 grams (III), 200 grams of Dispersant MFs, add water and stir, and grinding distribution is also dry, and dyestuff gets product.This dyestuff can offer the aterrimus that fabric property is good.
Embodiment 2:
By the component C of the B component of the component A of 63 grams (I-1), 30 grams (II-1), 7 grams (IV-1), 80 grams of sodium lignosulfonates and 120 grams of dispersing agent NNOs add water and stir, and grinding distribution is also dry, and dyestuff gets product.This dyestuff can offer the aterrimus that fabric property is good.
Embodiment 3~8:
According to data shown in table 1, component A, B component, component C, component D and auxiliary agent MF180 gram are added water after blending, carry out grinding distribution with shredder, then spraying is dry, makes finished product, can offer the aterrimus that fabric property is good.
Table 1
Application Example:
Respectively getting the dispersed dye that 2 grams of embodiment 1~18 make is dispersed in 500 ml waters, after drawing 20 milliliters, mix with the water of 60 milliliters, adjusting dye bath pH with acetic acid is 5, being warming up to 70 DEG C puts into 2 grams of trevira simultaneously and dyes, in 30 minutes, be warmed up to 130 DEG C by 70 DEG C, be incubated 30 minutes, while being cooled to 90 DEG C, start sampling.Obtain the blueness in a series of dark heavy colours pool to black dyeing and weaving thing, adopt ISO 105-X11, ISO 105-C03 to test respectively, its fastness to sublimation all >=4 grades, wash resistant fastness all >=4~5 grades.
Claims (8)
1. a disperse black dye composition, mainly comprise the component A of one or more structures as shown in formula I, the B component of one or more structures as shown in formula II, and structure as formula III and/or one or more structures the component C as shown in formula IV, component A, B component and component C based on described, the weight percentage of component A is 40%~70%, and the weight percentage of B component is 20%~50%, and the weight percentage of component C is 0.1%~15%;
In formula I:
X
1for halogen or-CN;
R
1, R
2independent is separately C
1~C
4alkyl;
R
3, R
4independent is separately that replace or unsubstituted C
1~C
4alkyl, the substituting group of described substituted alkyl is-OCOK
1,-COOK
2or-CH=CH
2, wherein, K
1, K
2independent is separately C
1~C
4alkyl;
In formula II:
X
2for hydrogen or halogen;
R
5, R
6independent is separately C
1~C
4alkyl or cyanoethyl;
In formula IV:
X
3for hydrogen, halogen or cyano group;
R
7for hydrogen or C
1~C
4alkyl amido;
R
8, R
9independent is separately that replace or unsubstituted C
1~C
4alkyl, the substituting group of described substituted alkyl be cyano group or-OCOK
3, wherein, K
3for C
1~C
4alkyl.
2. disperse black dye composition as claimed in claim 1, is characterized in that described composition is made up of component A, B component, component C and auxiliary agent, and based on described component A, B component, component C and auxiliary agent, described auxiliary agent weight percentage is 35%~90%.
3. dispersed black dye compound as claimed in claim 2, is characterized in that described auxiliary agent is one of following or two or more mixture wherein: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
4. disperse black dye composition as claimed in claim 1, it is characterized in that: described disperse black dye composition is made up of component A, B component and component C, component A, B component and component C based on described, the weight percentage of component A is 40%~70%, the weight percentage of B component is 20%~50%, and the weight percentage of component C is 0.1%~15%.
5. the disperse black dye composition as described in one of claim 1~4, is characterized in that component A is one of following or two or more mixture wherein:
6. the disperse black dye composition as described in one of claim 1~4, is characterized in that B component is one of following or two or more mixture wherein:
7. the disperse black dye composition as described in one of claim 1~4, is characterized in that component C is one of following or two or more mixture wherein:
8. the disperse black dye composition as described in one of claim 1~4, it is characterized in that: described component A is one of former dyestuff shown in formula (I-6)~(I-8) or two or more mixture wherein, described B component is former dyestuff shown in formula (II-1), and described component C is former dyestuff shown in formula III and/or formula (IV-1):
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CN201110338380.6A CN102516811B (en) | 2011-10-31 | 2011-10-31 | Disperse black dye composition |
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CN201110338380.6A CN102516811B (en) | 2011-10-31 | 2011-10-31 | Disperse black dye composition |
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CN102516811A CN102516811A (en) | 2012-06-27 |
CN102516811B true CN102516811B (en) | 2014-07-09 |
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Families Citing this family (11)
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CN103044966B (en) * | 2012-12-25 | 2014-03-05 | 浙江闰土股份有限公司 | Dispersed black dye composition, dispersed black dye, and preparation method and application thereof |
CN103059601B (en) * | 2012-12-25 | 2014-03-12 | 浙江闰土股份有限公司 | Disperse blue dye composition, disperse blue dye, preparation method thereof and application thereof |
CN103709789B (en) * | 2013-12-30 | 2015-12-30 | 浙江闰土股份有限公司 | Disperse black dye composition, dispersed dye and preparation method and purposes |
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CN106590027B (en) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | Disperse dye composition and preparation method and application thereof |
CN107057403B (en) * | 2017-05-10 | 2018-08-17 | 浙江山峪科技股份有限公司 | A kind of golden yellow disperse dye composition, disperse dyes product and its application |
CN109181358A (en) * | 2018-08-17 | 2019-01-11 | 大连傲视化学有限公司 | A kind of disperse purple dye compound is preparing the application in dispersed black dye mixture |
CN109943096A (en) * | 2019-04-13 | 2019-06-28 | 浙江欧亚数码科技有限公司 | A kind of disperse black dye composition |
CN111484754B (en) * | 2020-04-15 | 2021-07-30 | 浙江龙盛集团股份有限公司 | Disperse blue-to-black dye composition and dye product |
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-
2011
- 2011-10-31 CN CN201110338380.6A patent/CN102516811B/en active Active
Patent Citations (6)
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GB1533247A (en) * | 1975-09-06 | 1978-11-22 | Ciba Geigy Ag | Process for the manufacture of dyestuff preparations |
EP0563975A1 (en) * | 1992-04-02 | 1993-10-06 | DyStar Japan Ltd. | Process for producing a monoazodye |
CN1096523A (en) * | 1993-02-17 | 1994-12-21 | Basf公司 | The azo-dye mixer of navy to black hues |
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