CN105647238A - Gray activated dye composition and preparation method as well as application thereof - Google Patents
Gray activated dye composition and preparation method as well as application thereof Download PDFInfo
- Publication number
- CN105647238A CN105647238A CN201610152921.9A CN201610152921A CN105647238A CN 105647238 A CN105647238 A CN 105647238A CN 201610152921 A CN201610152921 A CN 201610152921A CN 105647238 A CN105647238 A CN 105647238A
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- China
- Prior art keywords
- reactive dye
- lycoperdon polymorphum
- polymorphum vitt
- component
- dye compound
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 5
- 239000000203 mixture Substances 0.000 title abstract description 27
- 238000004043 dyeing Methods 0.000 claims abstract description 19
- 239000000985 reactive dye Substances 0.000 claims description 58
- 241000222065 Lycoperdon Species 0.000 claims description 54
- 241000768494 Polymorphum Species 0.000 claims description 54
- 150000001875 compounds Chemical class 0.000 claims description 43
- 239000012752 auxiliary agent Substances 0.000 claims description 14
- 239000000835 fiber Substances 0.000 claims description 13
- 229920000742 Cotton Polymers 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 10
- 239000002270 dispersing agent Substances 0.000 claims description 8
- 239000004744 fabric Substances 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 3
- 108090000623 proteins and genes Proteins 0.000 claims description 3
- 239000002002 slurry Substances 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000002657 fibrous material Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0047—Mixtures of two or more reactive azo dyes
- C09B67/005—Mixtures of two or more reactive azo dyes all the reactive groups being not directly attached to a heterocyclic system
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/148—Wool using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/248—Polyamides; Polyurethanes using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a gray activated dye composition, and a preparation method as well as application thereof. The gray activated dye composition is prepared from a component A as shown in formula (I), a component B as shown in formula (II), a component C as shown in formula (III) and optional auxiliaries. The gray activated dye composition is suitable for dyeing various fiber materials, high in fixation rate, and excellent in various color fastness properties, and has relatively excellent overall performance.
Description
Technical field
The present invention relates to reactive dyestuff field, in particular it relates to a kind of Lycoperdon polymorphum Vitt reactive dye compound and its production and use.
Background technology
Along with growth in the living standard, people are also more and more higher to the requirement of sense comfortable and easy to wear and healthy living theory, textile product is more and more concentrated to bafta, and therefore the demand of reactive dye is consequently increased, and becomes current application prospect one of synthetic dyestuffs the most widely. How making dyestuff have one of stronger degree of fixation developing way having become reactive dye instantly, because raising degree of fixation can reduce dyestuff and make consumption, and making the time of soaping in dyeing shorten, thus reducing dyeing cost; It addition, under ensureing the premise that reactive dye have relatively strong color rate, further improve its rub resistance, water-fastness and perspiration resistance color fastness become reactive dye research the most important thing. But, after fiber is printed and dyed by existing Lycoperdon polymorphum Vitt reactive dye kind, various performance indications are difficult to reach the requirement of people. Therefore, develop a kind of performance better can meet the Lycoperdon polymorphum Vitt reactive dye kind of above-mentioned characteristic requirements simultaneously and attract attention and attention.
Summary of the invention
Various performance indications after fiber printing and dyeing are difficult to reach the defect that people require by the present invention in order to overcome existing Lycoperdon polymorphum Vitt reactive dye to exist, there is provided a kind of degree of fixation high, the Lycoperdon polymorphum Vitt reactive dye compound that every color fastness such as rub resistance, water-fast and perspiration resistance are excellent, and the preparation method of said composition and purposes.
A first aspect of the present invention, a kind of Lycoperdon polymorphum Vitt reactive dye compound is provided, wherein, described Lycoperdon polymorphum Vitt reactive dye compound contains the component C shown in the component B shown in the component A shown in formula (I), formula (II), formula (III) and optional auxiliary agent;
Wherein, M1��M2��M3It is each independently hydrogen, potassium, sodium, lithium or ammonium; R1��R2It is each independently-CH=CH2Or-C2H4OSO3M1; R3��R4It is each independently-CH=CH2Or-C2H4OSO3M2, R5For-CH=CH2Or-C2H4OSO3M3; X1��X2It is each independently chlorine or fluorine.
Preferably, in described Lycoperdon polymorphum Vitt reactive dye compound, component A is selected from one or more in formula (I-1)��(I-10) compound;
Preferably, in described Lycoperdon polymorphum Vitt reactive dye compound, component B is selected from one or more in formula (II-1)��(II-12) compound;
Preferably, in described Lycoperdon polymorphum Vitt reactive dye compound, component C is selected from one or more in formula (III-1)��(III-5) compound;
In the present invention, the selection of described auxiliary agent is not particularly limited, can be all conven-tional adjuvants, including dispersant, filler and other property modification auxiliary agents. Described dispersant is preferably selected from one or more in Dispersant MF, dispersant NNO, and described filler is Matrii Sulfas Exsiccatus, other performance improvement auxiliary agents described at least one in dust-proofing agent, dissolubility improving agent.
In described Lycoperdon polymorphum Vitt reactive dye compound, the content of component A is preferably 40��80 weight portions, more preferably 45��80 weight portions, more preferably 50��80 weight portions, more preferably 55��80 weight portion; The content of component B is preferably 1��30 weight portion, more preferably 2��25 weight portions, more preferably 3��20 weight portions, more preferably 4��15 weight portion; The content of component C is preferably 1��20 weight portion, more preferably 1��17 weight portion, more preferably 1��14 weight portion, more preferably 1��11 weight portion; The content of auxiliary agent is preferably 0��55 weight portion, more preferably 0��45 weight portion, more preferably 0��40 weight portion.
A second aspect of the present invention, it is provided that the preparation method of above-mentioned Lycoperdon polymorphum Vitt reactive dye compound, including: take said components A, component B, the dry powder of component C and optional auxiliary agent, carry out mixing system material in proportion, obtain solid Lycoperdon polymorphum Vitt reactive dye compound; Or take said components A, component B, the slurry of component C and optional auxiliary agent, carry out mixing system material in proportion, obtain liquid Lycoperdon polymorphum Vitt reactive dye compound, or adopt optional dry run to be dried described liquid Lycoperdon polymorphum Vitt reactive dye compound, obtain solid Lycoperdon polymorphum Vitt reactive dye compound.
In the present invention, there is no particular limitation for the equipment described dry powder mixed, it is preferable that adopting the blender of taper, drum-type or pears blade to mix, after mix homogeneously, test analysis is qualified packs again. It addition, to the mixed method of described slurry, there is no particular limitation, it is preferable that is stirred mixing in a reservoir. It addition, the present invention is to carrying out described dry equipment also without special restriction, it is preferred to use spray tower, drying room or flash dryer are dried and obtain granular or powdery Lycoperdon polymorphum Vitt reactive dye compound.
A third aspect of the present invention, it is provided that above-mentioned Lycoperdon polymorphum Vitt reactive dye compound is as the purposes of Lycoperdon polymorphum Vitt reactive dye.
Preferably, described Lycoperdon polymorphum Vitt reactive dye are used for dyeing or the stamp of fiber or its yarn fabric; It is highly preferred that described Lycoperdon polymorphum Vitt reactive dye are used for dyeing or the stamp of cotton fiber, wool fiber, regenerated fiber, Fypro, cellulose fibre, protein fibre or their yarn fabric.
The Lycoperdon polymorphum Vitt reactive dye compound of the present invention, has the advantage that lifting force and degree of fixation are high, and dye stability is good, and every color fastness such as rub resistance, water-fastness and perspiration resistance is excellent. The Lycoperdon polymorphum Vitt reactive dye compound of the present invention is suitable for dyeing or the stamp of cellulosic fibre material, such as dyeing or the stamp of cotton, fiber crops, viscose rayon and yarn fabric thereof, it is also applied for dyeing or the stamp of Fypro, protein fibre and yarn fabric thereof in addition.
The present invention is described in detail by the following examples. It should be appreciated that being merely cited for property of embodiments herein the present invention will be described, be not used to limit the invention.
Detailed description of the invention
In Lycoperdon polymorphum Vitt reactive dye compound of the present invention, component A, component B and the component C used can synthesize by mode well known to those skilled in the art easily, as prepared by diazotising conventionally, couling process, it is possible to adopts commercially available prod.
Embodiment 1
The component A of 80 weight portion formulas (I-1), the component B of 13 weight portion formulas (II-1) and the component C of 7 weight portion formulas (III-1) are carried out dry powder blend by cone blender, obtain compositions J1, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Embodiment 2
The component A of 80 weight portion formulas (I-1), the component B of 15 weight portion formulas (II-1) and the component C of 5 weight portion formulas (III-3) are carried out dry powder blend by cone blender, obtain compositions J2, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Embodiment 3
The component A of 72 weight portion formulas (I-5), the component B of 8 weight portion formulas (II-6), the component C of 2 weight portion formulas (III-5) and the Matrii Sulfas Exsiccatus of 18 weight portions are carried out dry powder blend by cone blender, obtain compositions J3, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Embodiment 4
The component A of 75 weight portion formulas (I-7), the component B of 10 weight portion formulas (II-1), the component C of 5 weight portion formulas (III-1) and the Matrii Sulfas Exsiccatus of 10 weight portions are carried out dry powder blend by cone blender, obtain compositions J4, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Embodiment 5
The component A of 70 weight portion formulas (I-7), the component B of 12 weight portion formulas (II-1), the component C of 3 weight portion formulas (III-3) and the Matrii Sulfas Exsiccatus of 15 weight portions are carried out dry powder blend by cone blender, obtain compositions J5, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Comparative example 1
The component A of 100 weight portion formulas (I-1) is carried out dry powder blend by cone blender, obtains compositions D1, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Comparative example 2
The component B of 100 weight portion formulas (II-1) is carried out dry powder blend by cone blender, obtains compositions D2, using described compositions as Lycoperdon polymorphum Vitt reactive dye, can by cotton dyeing grey.
Dye test
To the Lycoperdon polymorphum Vitt reactive dye compound J1-J5 obtained by embodiment 1-5 and the comparative example 1-2 Lycoperdon polymorphum Vitt each 2g of reactive dye compound D1-D2 obtained respectively with in each 1000g of the dye liquor that 45g sodium chloride is made, it is separately added into 100g bafta, after being warmed up to 60 DEG C with 1 DEG C/minute, adding 100g concentration again in each dye liquor is the sodium carbonate liquor of 20g/L, and dye 1 hour at this temperature, then dyeing and weaving thing is rinsed, post rinse drying after soaping 15 minutes with nonionic detergent. Respectively according to GB/T2391-2014, GB/T3920-2008, GB/T3921-2008 and GB/T3922-2013 method test its degree of fixation, rub resistance, water-fastness and colour fastness to perspiration, test result is as shown in table 1:
Table 1
The coloration result of the Lycoperdon polymorphum Vitt reactive dye compound obtained by above-described embodiment and comparative example can be seen that, when Lycoperdon polymorphum Vitt reactive dye compound provided by the invention is applied to dye as Lycoperdon polymorphum Vitt reactive dye, degree of fixation is high, every fastness properties is excellent, thus has comparatively excellent combination property.
Claims (10)
1. a Lycoperdon polymorphum Vitt reactive dye compound, it is characterized in that, described Lycoperdon polymorphum Vitt reactive dye compound contains the component C shown in the component B shown in the component A shown in formula (I), formula (II), formula (III) and optional auxiliary agent;
Wherein, M1��M2��M3It is each independently hydrogen, potassium, sodium, lithium or ammonium; R1��R2It is each independently-CH=CH2Or-C2H4OSO3M1; R3��R4It is each independently-CH=CH2Or-C2H4OSO3M2, R5For-CH=CH2Or-C2H4OSO3M3; X1��X2It is each independently chlorine or fluorine.
2. Lycoperdon polymorphum Vitt reactive dye compound according to claim 1, it is characterised in that described component A is selected from one or more in formula (I-1)��(I-10) compound;
3. Lycoperdon polymorphum Vitt reactive dye compound according to claim 1 and 2, it is characterised in that described component B is selected from one or more in formula (II-1)��(II-12) compound;
4. the Lycoperdon polymorphum Vitt reactive dye compound according to any one of claim 1-3, it is characterised in that described component C is selected from one or more in formula (III-1)��(III-5) compound;
5. the Lycoperdon polymorphum Vitt reactive dye compound according to any one of claim 1-4, it is characterised in that described auxiliary agent is selected from dispersant, filler and other performance improvement auxiliary agents;
Preferably, described dispersant is selected from one or more in Dispersant MF, dispersant NNO, and described filler is Matrii Sulfas Exsiccatus, other performance improvement auxiliary agents described at least one in dust-proofing agent, dissolubility improving agent.
6. the Lycoperdon polymorphum Vitt reactive dye compound according to any one of claim 1-5, it is characterised in that in described Lycoperdon polymorphum Vitt reactive dye compound, the content of component A is 40��80 weight portions, it is preferably 45��80 weight portions, more preferably 50��80 weight portions, more preferably 55��80 weight portion; The content of component B is 1��30 weight portion, it is preferred to 2��25 weight portions, more preferably 3��20 weight portions, more preferably 4��15 weight portion; The content of component C is 1��20 weight portion, it is preferred to 1��17 weight portion, more preferably 1��14 weight portion, more preferably 1��11 weight portion; The content of auxiliary agent is 0��55 weight portion, it is preferred to 0��45 weight portion, more preferably 0��40 weight portion.
7. a preparation method for the Lycoperdon polymorphum Vitt reactive dye compound described in any one of claim 1-6, including taking said components A, component B, the dry powder of component C and optional auxiliary agent, carries out mixing system material in proportion, obtains solid Lycoperdon polymorphum Vitt reactive dye compound;
Or take said components A, component B, the slurry of component C and optional auxiliary agent, carry out mixing system material in proportion, obtain liquid Lycoperdon polymorphum Vitt reactive dye compound, or adopt optional dry run to be dried described liquid Lycoperdon polymorphum Vitt reactive dye compound, obtain solid Lycoperdon polymorphum Vitt reactive dye compound.
8. the Lycoperdon polymorphum Vitt reactive dye compound described in any one of claim 1-6 is as the purposes of Lycoperdon polymorphum Vitt reactive dye.
9. purposes according to claim 8, it is characterised in that described Lycoperdon polymorphum Vitt reactive dye are used for dyeing or the stamp of fiber or its yarn fabric.
10. purposes according to claim 9, it is characterised in that described Lycoperdon polymorphum Vitt reactive dye are used for dyeing or the stamp of cotton fiber, wool fiber, regenerated fiber, Fypro, cellulose fibre, protein fibre or their yarn fabric.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610152921.9A CN105647238B (en) | 2016-03-17 | 2016-03-17 | A kind of grey reactive dye compound and its production and use |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610152921.9A CN105647238B (en) | 2016-03-17 | 2016-03-17 | A kind of grey reactive dye compound and its production and use |
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| CN105647238B CN105647238B (en) | 2017-08-08 |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106248375A (en) * | 2016-10-11 | 2016-12-21 | 湘潭大学 | Semen Nelumbinis Roll centering testing stand |
| CN106634044A (en) * | 2016-12-30 | 2017-05-10 | 江苏安诺其化工有限公司 | Gray dye, dye composition and application of gray dye |
| CN106752082A (en) * | 2016-12-30 | 2017-05-31 | 江苏安诺其化工有限公司 | A kind of preparation method of gray dyes |
| CN108084732A (en) * | 2017-12-12 | 2018-05-29 | 江苏德美科化工有限公司 | A kind of heavy metal free ion high antioxidant activity gray dyes and preparation method thereof |
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