CN105131651A - Active navy blue to black dye composition and product - Google Patents
Active navy blue to black dye composition and product Download PDFInfo
- Publication number
- CN105131651A CN105131651A CN201510571231.2A CN201510571231A CN105131651A CN 105131651 A CN105131651 A CN 105131651A CN 201510571231 A CN201510571231 A CN 201510571231A CN 105131651 A CN105131651 A CN 105131651A
- Authority
- CN
- China
- Prior art keywords
- component
- formula
- dye composition
- navy blue
- black dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 55
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- 239000000975 dye Substances 0.000 claims description 112
- 229910052728 basic metal Inorganic materials 0.000 claims description 12
- 150000003818 basic metals Chemical class 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims 2
- 238000007254 oxidation reaction Methods 0.000 claims 2
- 238000004043 dyeing Methods 0.000 abstract description 28
- 238000000034 method Methods 0.000 abstract description 17
- 238000009980 pad dyeing Methods 0.000 abstract description 6
- 239000007788 liquid Substances 0.000 abstract description 3
- 238000007639 printing Methods 0.000 abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 238000001228 spectrum Methods 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 17
- 239000004744 fabric Substances 0.000 description 13
- 150000003839 salts Chemical class 0.000 description 11
- 239000000835 fiber Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 238000002156 mixing Methods 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 0 *c(cc1*)ccc1N=NC(c1c2ccc(S(O)(=O)=O)c1)=CC[C@]2N=Nc(c(N)c1N=Nc2ccc(*=C)cc2)cc(*)c1N Chemical compound *c(cc1*)ccc1N=NC(c1c2ccc(S(O)(=O)=O)c1)=CC[C@]2N=Nc(c(N)c1N=Nc2ccc(*=C)cc2)cc(*)c1N 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 239000012752 auxiliary agent Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002131 composite material Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 alkali metal salt Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000009941 weaving 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
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 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
- SRDOTWUOTQTGAK-UHFFFAOYSA-N C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 Chemical compound C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 SRDOTWUOTQTGAK-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005097 cold rolling Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000010016 exhaust dyeing Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 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 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 235000015598 salt intake Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- PANBYUAFMMOFOV-UHFFFAOYSA-N sodium;sulfuric acid Chemical compound [Na].OS(O)(=O)=O PANBYUAFMMOFOV-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000007447 staining method Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- ZNRSXPDDVNZGEN-UHFFFAOYSA-K trisodium;chloride;sulfate Chemical compound [Na+].[Na+].[Na+].[Cl-].[O-]S([O-])(=O)=O ZNRSXPDDVNZGEN-UHFFFAOYSA-K 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
The invention provides an active navy blue to black dye composition and product. The dye composition comprises a component A, a component B and a component C, wherein the component A is selected from at least one compound shown as formula (I); the component B is selected from at least one compound shown as formula (II); the component C is selected from at least one compound shown as formula (III) and/or a compound shown as formula (IV); based on the component A, the component B and the component C, the dye composition comprises 45-95 parts of the component A by weight, 5-55 parts of the component B by weight and 0-40 parts of the component C by weight. The active navy blue to black dye product comprises the dye composition. The dye product provided by the invention has good dyeing depth, excellent lifting capacity, high dye-uptake, high fixation rate, good compatibility and excellent color fastness; in a dyeing process, the dosage of the dye is small, the dye is easy to wash with water and the residual liquid is clean; the saline-alkaline tolerance performance is stable; the dye product has excellent concolorous hetero-spectrum property and stable dyeing performance, and is suitable for different processes including dip dyeing, pad dyeing, printing and the like.
Description
(1) technical field
The present invention relates to a kind of reactive navy blue to black dye composition and dye preparations.
(2) background technology
In cotton fiber dyeing, dark bluely almost account for 40 ~ 50% to black, more substantive dyestuff and thioxine dyes forbidden due to environmental issue and limited use.Reactive dye red M-3BE due to cheap, fastness well, higher degree of fixation and easy detergency, and there is not the environmental issue comprising AOX, therefore large usage quantity.But also there is the defects such as lifting force difference, pitch black degree are inadequate simultaneously, thus limit widely using of it.
Existing reactive navy blue or black dyes colorant match product still exist in actual application that depth is strong, dye uptake and degree of fixation is not high, the DYED FABRICS not problem such as easy cleaning, as patent CN1745147A, CN1084769A etc.This is because deep color dyeing dye strength used is high, loose colour amount of dye increases, and fiber is to the saturation value that is adsorbed with of dyestuff, dye strength is generally no more than 10% of dyeing saturation value, excessive dyestuff can not go up dye and set, can pile up, if easy cleaning is bad at fabric face, the wet colour fastness of dyeing and weaving thing certainly will be affected, thus cause dyeing behavior not good enough.
(3) summary of the invention
The object of the present invention is to provide a kind of reactive navy blue to black dye composition and dye preparations, depth is good, and lifting force is excellent, and dye uptake is high, degree of fixation is high, compatibleness is good, and colour fastness is excellent, and few, the easy washing of dyeing process dye dosage, raffinate are clear, Salt And Alkali Tolerance stable performance, and there is excellent metamerism, dyeing behavior is stablized, and is applicable to the different process such as dip-dye, pad dyeing and stamp.
The technical solution used in the present invention is:
A kind of reactive navy blue is to black dye composition, comprise component A, B component and component C, described component A is selected from the compound shown at least one formula I, described B component is selected from the compound shown at least one formula II, described component C is selected from the compound shown at least one formula III and/or formula IV, based on described component A, B component and component C, the weight part of component A is 45 ~ 95, the weight part of B component be 5 ~ 55, component C weight part be 0 ~ 40:
In formula I:
R
1, R
2, R
3respective independence is-H ,-C
1~ C
4alkyl ,-C
1~ C
4alkoxyl group or-SO
3m
1, be preferably-H ,-CH
3,-OCH
3or-SO
3m
1; Y
1for-CH=CH
2or-C
2h
4oSO
3m
1; M
1for hydrogen or basic metal;
In formula II:
R
4, R
5respective independence is-H ,-C
1~ C
4alkoxyl group or-SO
3m
2, be preferably-H ,-OCH
3or-SO
3m
2; Y
2for-CH=CH
2or-C
2h
4oSO
3m
2; M
2for hydrogen or basic metal;
In formula III:
R
6, R
7respective independence is-H ,-C
1~ C
4alkyl ,-C
1~ C
4alkoxyl group or-SO
3m
3, be preferably-H ,-CH
3,-OCH
3or-SO
3m
3; R
8for-H or-SO
3m
3; Y
3for-CH=CH
2or-C
2h
4oSO
3m
3; M
3for hydrogen or basic metal;
In formula IV:
R
9, R
10respective independence is-H or-SO
3m
4, Y
4for-CH=CH
2or-C
2h
4oSO
3m
4, M
4for H or basic metal.
Preferably, based on described component A ~ C quality sum, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 0 ~ 40%.
More preferably, described reactive navy blue is made up of to black dye composition component A, B component and component C, and wherein, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 0 ~ 40%.
When component C content in described composition is not 0, the mass percentage of component C is preferably 5-40%, is more preferably 5-35%.
Still more preferably, described reactive navy blue is made up of to black dye composition component A, B component and component C, and wherein, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 5 ~ 40%.
Still more preferably, described reactive navy blue is made up of to black dye composition component A and B component, and wherein, the mass percentage of component A is 45 ~ 95%, and the mass percentage of B component is 5 ~ 55%.
Particularly preferred, described reactive navy blue is made up of to black dye composition component A, B component and component C, and the mass percentage of component A is 60 ~ 90%, the mass percentage of B component be 5 ~ 40%, component C mass percentage be 5 ~ 35%.
Preferably, in described formula I ,-SO
2y
1be positioned at contraposition or a position of azo group.
Preferably, in described formula II ,-SO
2y
2be positioned at contraposition or a position of azo group.
Preferably, in described formula (IV) ,-SO
2y
4be positioned at contraposition or a position of azo group.
Preferably, described basic metal is Li, Na or K; Preferred, described basic metal is Na or K; Further preferably M1 ~ M4 is independently preferably H or Na separately.
Concrete, described component A is preferably one of following or wherein two or more mixtures, wherein M
1for H (free acid form) or Na (form of salt):
Concrete, described B component is preferably one of following or wherein two or more mixtures, wherein M
2for H (free acid form) or Na (form of salt):
Concrete, described component C is preferably one of following or wherein two or more mixtures, wherein M
3, M
4respective is independently H (free acid form) or Na (form of salt):
Preferably, in reactive navy blue of the present invention to black dye composition, the content of component C is 0, and it comprises following component A and B component, based on described component A and B component, the mass percentage of component A is 45 ~ 95%, and the mass percentage of B component is 5 ~ 55%: wherein
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11).
Preferred, described reactive navy blue is made up of to black dye composition following component A and B component, and based on described component A and B component, the mass percentage of component A is 45 ~ 95%, and the mass percentage of B component is 5 ~ 55%: wherein
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11).
Or it is preferred, reactive navy blue of the present invention is to black dye composition, comprise following component A, B component and component C, based on described component A, B component and component C, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 5 ~ 40%:
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11);
Component C is selected from least one in formula (III-1), (III-3), (IV-1), (IV-2).
Preferred, reactive navy blue of the present invention is made up of to black dye composition following component A, B component and component C, based on described component A, B component and component C, the mass percentage of component A is 45 ~ 95% (being more preferably 60 ~ 90%), the mass percentage of B component is 5 ~ 55% (being more preferably 5 ~ 40%), and the mass percentage of component C is 5 ~ 40% (being more preferably 5 ~ 35%):
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11);
Component C is selected from least one in formula (III-1), (III-3), (IV-1), (IV-2).
The dye composition of formula I ~ formula IV of the present invention, can free acid (M
1~ M
4for-H) or the form of salt exist, there is no impact to its dyeing behavior, just in order to easy to prepare, preferably exist in a salt form, described salt can be an alkali metal salt (M
1~ M
4for basic metal), be particularly preferably sodium salt or sylvite (M
1~ M
4for Na or K).
Reactive navy blue of the present invention is to black dye composition, the dye composition (I) used, (II), (III), (IV) obtain by ordinary method, such as by using suitable component well known to those skilled in the art and using necessary ratio by means of common diazotization reaction and coupled reaction synthesis, or with reference to the method in patent CN102245712, CN1730565, CN102898869 and WO2013189817A or the preparation of approximate method.
Reactive navy blue of the present invention is in black dye composition, phenolic hydroxyl group oxidizable formation quinone hydrazone structure in formula I and/or formula III, therefore, the dye composition shown in formula I and formula III also can adopt following structure to characterize respectively:
In above-mentioned two formulas, each substituent definition is with formula I and formula III.
Reactive navy blue of the present invention is to black dye composition, its preparation method comprises dye component A, B, C mixes according to aforementioned proportioning, mixing can adopt conventional mechanical system to carry out, as at shredder, carry out in kneader or clarifixator, in mixing process, single dye composition (I) ~ (IV) can powdery, granular, the aqueous solution or resulting solution form exist, when the form blending of single dye composition with resulting solution, be separated from resulting solution that composite reactive of the present invention is dark blue can be undertaken by generally known method to black dyes, such as use ionogen (as sodium-chlor or Repone K) to be saltoutd by dyestuff from reaction medium to leach, or mixing solutions is evaporated, spraying dry, therefore, dye component A, B, C and dye composite thereof include electrolytic salt conventional in reactive dyestuffs usually (as sodium-chlor, sodium sulfate etc.).
Reactive navy blue of the present invention is to black dye composition, as commodity selling or be applied to textile materials painted time, auxiliary agent can not be added, also the conven-tional adjuvants in commercial dye can be added, as solubility promoter, dispersion agent, alkali resistance auxiliary agent, dust-proofing agent, tensio-active agent, buffer reagent and dyeing accelerant etc.Therefore, present invention also offers a kind of reactive navy blue to black dyes goods, it contains described reactive navy blue to black dye composition.Preferably, described reactive navy blue is in black dyes goods, and mainly contain described reactive navy blue to black dye composition and auxiliary agent, described reactive navy blue is 100:0 ~ 45 to the weight ratio of black dye composition and auxiliary agent, preferred 100:0 ~ 40.The preferred following a kind of or several arbitrarily combination of described auxiliary agent: naphthalene sulfonic acidformaldehyde condensation product (NNO), condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), dispersing agent CNF (benzyl naphthalenesulfonate formaldehyde condensation compound), Sodium sulfate anhydrous.min(99) (industrial sulphuric acid sodium).Described auxiliary agent is commercially available conventional variety.
Reactive navy blue of the present invention is to black dyes goods, be applicable to the printing and dyeing of cellulosic fibre, tynex and fabric thereof, wherein, the preferred cotton fibre of cellulosic fibre or regenerated fibre, certainly other vegetative fiber can also be comprised, as bast-fibre or fabric; Tynex preferably includes skin, hair or silk at interior animal fiber material, and the filamentary material such as nylon 6, nylon66 fiber of synthesis.Adopt reactive navy blue of the present invention to black dyes goods print and dye above-mentioned filamentary material time, can carry out in accordance with known reactive dyes dyeing method, as conventional reactive dyestuffs in exhaustion staining and pad dyeing staining, described exhaust dyeing be by textile impregnation in dye liquor, make dyestuff go up the method for dyeing and weaving thing gradually, usually need the operations such as dyed-fixation-washing-soap boiling-washing-dehydration-oven dry.
Described pad dyeing be then first textile impregnation in dye liquor, then fabric is made to pass through roll, dye liquor is evenly rolled into fabric, again through the dyeing process of the process such as decatize or hot melt, usually need through padding dye liquor-oven dry-(padding fixation liquid)-decatize or bake-wash-soap-wash-operation such as to dry.
Usually, due to the difference that dyeing pool on fabric requires, dyestuff usage quantity also can be different, when using dip method dyeing, dye level (owf) is generally 0.1% ~ 10% (dyestuff accounts for fabric weight per-cent); bath raio 1:2 ~ 1:60 (fabric and dye liquor weight ratio; preferably 1:10 ~ 1:30); just dye temperature controls 30 ~ 60 DEG C, dyeing time 10 ~ 30 minutes, soap boiling temperature 85 ~ 95 DEG C; 10 ~ 15 minutes soap boiling time; color fixing temperature 60 ~ 100 DEG C, 10 ~ 50 minutes fixation time, fixation pH value 9 ~ 11.When using pad dyeing method dyeing, the pick-up of cellulosic fibre is generally 60 ~ 80%, steam temperature 100 ~ 103 DEG C, steaming time 1 ~ 3 minute.In pad dyeing method, morely at present use cold-rolling heap staining method, dyestuff and alkaline matter are incorporated in pad fix machine, and at room temperature clot is banked up and carried out fixation in 2 ~ 30 hours, carries out thorough rinsing afterwards.
Beneficial effect of the present invention is mainly reflected in: reactive navy blue of the present invention is to black dyes goods, during for fabric printing, have enhancing good, dye uptake is high, degree of fixation is high, compatibleness is good, and be easy to washing, dyeing residual liquid is clear, Salt And Alkali Tolerance stable performance, colour fastness is excellent, and has excellent metamerism, is rare economical dark blue to dark black dye.
(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:
It should be noted that, for making the sign of dye composition convenient and unified, each monogenetic dyestuff in colorant match component all presents with the form of free acid, but in actual production processing, each monochromatic component usually in alkali metal salt, the form of preferred lithium salts, sodium salt or sylvite, particularly preferably the form of sodium salt exists, and in its salt form for dyeing.
Embodiment 1:
The dyestuff of the dyestuff of 40 parts of formulas (I-1), 45 parts of formulas (I-3), the dyestuff of 15 parts of formulas (II-1) and 25 parts of Sodium sulfate anhydrous.min(99) are carried out mechanically mixing, and the composite dye dye obtained is cotton is navy (M
1~ M
2be H, namely dye composition represents with the form of free acid).
Embodiment 2:
By the dyestuff of the dyestuff of 50 parts of formulas (I-1), 40 parts of formulas (I-3), 10 parts of formulas (II-2)) dyestuff and 30 parts of Sodium sulfate anhydrous.min(99) carry out mechanically mixing, the composite dye that obtains dye is cotton is navy (M
1~ M
2be H, namely dye composition represents with the form of free acid).
Embodiment 3 ~ 50:
The dyestuff of listed proportioning in mechanically mixing table 1, dye cotton is that navy is to black (M
1~ M
4be H, namely dye composition represents with the form of free acid).
Application Example:
Get the obtained reactive navy blue of the embodiment of the present invention 1 ~ 50 to black dyes, be dissolved in respectively in water, add Sodium sulfate anhydrous.min(99) 50g/L and be configured to dye liquor.Dyeing concentration 4% (dyestuff is to cloth weight); bath raio 1:10 (the heavy grams of cloth is to dye liquor volume milliliter number); adsorb 30 minutes at inserting 60 DEG C, cotton; add alkali (sodium hydroxide 15g/L, sodium carbonate 10g/L) fixation 45 minutes; DYED FABRICS, through washing, soap boiling, drying, obtains dark blue to black dyeing and weaving thing.
(1) colour fastness
Its washing fastness is tested, 60 DEG C according to ISO105-C03:
Former state Bian Se≤4-5 level; Zhan Se≤4 grade
Its fastness to rubbing is tested according to ISO105-X12:
Metal to-metal contact :≤4-5 level; Wet friction :≤3 grade
(2) Saline alkali tolerance: during above-mentioned dyeing, respectively along with increase, the increase of power part of salt consumption, pH value, does not substantially affect coloured light, illustrates that reactive navy blue of the present invention is to the stable performance of black dyes Salt And Alkali Tolerance.
Counterstain is tested:
Comparative example 1, according to the embodiment 1 in patent CN1745147A, is prepared as follows the active dark blue dye of two components:
Comparative example 2, according to the embodiment 87 in patent CN1745147A, is prepared as follows the reactive black dye of three components:
Comparative example 3, according to the embodiment 15 in patent CN1084769C, is prepared as follows the reactive black dye of two components:
According to the method described in above-mentioned Application Example, to choose in the present invention immediate embodiment 1, embodiment 2, embodiment 11, embodiment 47, embodiment 48 with comparative example 1 ~ 3 and carry out dyeing behavior contrast, result is as follows:
(1) lifting force contrast, the K/S value under the coloured differently degree of depth
| Dye level | 2.0％ | 4.0％ | 6.0％ | 8.0％ | 10.0％ | 12.0％ |
| Embodiment 1 | 18.58 | 27.23 | 34.35 | 37.33 | 39.88 | 40.02 |
| Embodiment 2 | 17.76 | 26.35 | 33.04 | 35.43 | 38.31 | 39.97 |
| Embodiment 11 | 18.04 | 28.32 | 35.37 | 36.97 | 38.38 | 39.07 |
| Embodiment 47 | 17.51 | 27.28 | 34.43 | 36.52 | 38.59 | 39.87 |
| Embodiment 48 | 18.12 | 28.20 | 35.19 | 36.75 | 38.08 | 39.32 |
| Comparative example 1 | 17.92 | 28.2 | 34.52 | 37.12 | 38.91 | 37.98 |
| Comparative example 2 | 15.72 | 24.72 | 33.36 | 34.11 | 34.28 | 34.80 |
| Comparative example 3 | 15.76 | 24.73 | 33.34 | 34.79 | 35.44 | 36.75 |
As seen from the above table, along with the increase of dye level, depth of the present invention is significantly better than comparative example.
(2) dye uptake contrast, %
| Dyeing time | 0 | 15min | 30min | 40min | 50min | 70min | 90min |
| Embodiment 1 | 0 | 32.06 | 37.22 | 70.15 | 77.23 | 78.47 | 80.36 |
| Embodiment 2 | 0 | 31.67 | 36.52 | 69.41 | 76.34 | 77.78 | 79.36 |
| Embodiment 11 | 0 | 31.94 | 36.78 | 68.30 | 75.76 | 77.87 | 79.01 |
| Embodiment 47 | 0 | 31.61 | 36.77 | 68.79 | 75.98 | 77.99 | 79.13 |
| Embodiment 48 | 0 | 31.48 | 36.89 | 68.60 | 75.59 | 78.07 | 79.22 |
| Comparative example 1 | 0 | 28.07 | 32.13 | 63.61 | 71.90 | 75.30 | 75.74 |
| Comparative example 2 | 0 | 30.84 | 36.15 | 64.96 | 71.63 | 74.46 | 76.02 |
| Comparative example 3 | 0 | 30.62 | 33.91 | 65.49 | 73.37 | 75.53 | 76.89 |
As seen from the above table, dye uptake of the present invention is significantly better than comparative example.
(3) degree of fixation contrast, %
| The fixation time | 0 | 15min | 30min | 40min | 50min | 70min | 90min |
| Embodiment 1 | 0 | 54.97 | 67.75 | 70.89 | 71.91 | ||
| Embodiment 2 | 0 | 54.53 | 67.94 | 70.59 | 71.92 | ||
| Embodiment 11 | 0 | 55.02 | 67.28 | 70.21 | 71.70 | ||
| Embodiment 47 | 0 | 54.73 | 67.73 | 70.91 | 71.24 | ||
| Embodiment 48 | 0 | 55.10 | 67.39 | 70.88 | 71.98 | ||
| Comparative example 1 | 0 | 52.49 | 62.08 | 67.41 | 68.54 | ||
| Comparative example 2 | 0 | 50.07 | 60.86 | 66.02 | 67.70 | ||
| Comparative example 3 | 0 | 51.21 | 62.31 | 67.54 | 68.37 |
As seen from the above table, degree of fixation of the present invention is significantly better than comparative example.
In sum, dyestuff of the present invention is obviously better than comparative example, and for the industry, it is all significantly improved in lifting force, dye uptake and degree of fixation.
Claims (13)
1. a reactive navy blue is to black dye composition, comprise component A, B component and component C, described component A is selected from the compound shown at least one formula I, described B component is selected from the compound shown at least one formula II, described component C is selected from the compound shown at least one formula III and/or formula IV, based on described component A, B component and component C, the weight part of component A is 45 ~ 95 parts, the weight part of B component is 5 ~ 55 parts, and the weight part of component C is 0 ~ 40 part:
In formula I:
R
1, R
2, R
3respective independence is-H ,-C
1~ C
4alkyl ,-C
1~ C
4alkoxyl group or-SO
3m
1; Y
1for-CH=CH
2or-C
2h
4oSO
3m
1; M
1for hydrogen or basic metal;
In formula II:
R
4, R
5respective independence is-H ,-C
1~ C
4alkoxyl group or-SO
3m
2; Y
2for-CH=CH
2or-C
2h
4oSO
3m
2; M
2for hydrogen or basic metal;
In formula III:
R
6, R
7respective independence is-H ,-C
1~ C
4alkyl ,-C
1~ C
4alkoxyl group or-SO
3m
3; R
8for-H or-SO
3m
3; Y
3for-CH=CH
2or-C
2h
4oSO
3m
3; M
3for hydrogen or basic metal;
In formula IV:
R
9, R
10respective independence is-H or-SO
3m
4, Y
4for-CH=CH
2or-C
2h
4oSO
3m
4, M
4for H or basic metal.
2. reactive navy blue as claimed in claim 1 is to black dye composition, it is characterized in that: based on described component A ~ C quality sum, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 0 ~ 40%.
3. reactive navy blue as claimed in claim 1 or 2 is to black dye composition, it is characterized in that:
In formula I: R
1, R
2, R
3respective independence is-H ,-CH
3,-OCH
3or-SO
3m
1;
In formula II: R
4, R
5respective independence is-H ,-OCH
3or-SO
3m
2;
In formula III: R
6, R
7respective independence is-H ,-CH
3,-OCH
3or-SO
3m
3;
Basic metal is selected from Li, Na or K.
4. reactive navy blue as claimed in claim 1 or 2 is to black dye composition, it is characterized in that: in described formula I ,-SO
2y
1be positioned at contraposition or a position of azo group; In formula II ,-SO
2y
2be positioned at contraposition or a position of azo group; In formula (IV) ,-SO
2y
4be positioned at contraposition or a position of azo group.
5. reactive navy blue as claimed in claim 1 or 2 is to black dye composition, it is characterized in that: described component A is one of following or wherein two or more mixture, wherein M
1for H or Na:
6. reactive navy blue as claimed in claim 1 or 2 is to black dye composition, it is characterized in that: described B component is one of following or wherein two or more mixture, wherein M
2for H or Na:
7. reactive navy blue as claimed in claim 1 or 2 is to black dye composition, it is characterized in that: described component C is one of following or wherein two or more mixture, wherein M
3, M
4respective is independently H or Na:
8. the reactive navy blue as described in one of Claims 1 to 5 is to black dye composition, it is characterized in that: in described reactive navy blue to black dye composition, component C content is 0, it comprises following component A and B component, based on described component A and B component, the mass percentage of component A is 45 ~ 95%, and the mass percentage of B component is 5 ~ 55%: wherein
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11).
9. the reactive navy blue as described in one of claim 1 ~ 6 is to black dye composition, it is characterized in that: described reactive navy blue to black dye composition comprises following component A, B component and component C, based on described component A, B component and component C, the mass percentage of component A is 45 ~ 95%, the mass percentage of B component be 5 ~ 55%, component C mass percentage be 5 ~ 40%: wherein
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11);
Component C is selected from least one in formula (III-1), (III-3), (IV-1), (IV-2).
10. reactive navy blue as claimed in claim 9 is to black dye composition, it is characterized in that: described reactive navy blue is made up of to black dyes following component A, B component and component C:
Component A is selected from least one in formula (I-1), (I-3);
B component is selected from least one in formula (II-1), (II-2), (II-10), (II-11);
Component C is selected from least one in formula (III-1), (III-3), (IV-1), (IV-2).
11. reactive navy blues as described in one of claim 1 ~ 10, to black dye composition, is characterized in that: the phenolic hydroxyl group oxidation in formula I compound forms quinone hydrazone structure.
12. reactive navy blues as described in one of claim 1 ~ 11, to black dye composition, is characterized in that: the phenolic hydroxyl group oxidation in formula III compound forms quinone hydrazone structure.
13. 1 kinds of reactive navy blues to black dyes goods, containing, for example reactive navy blue according to claim 1 to black dye composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510571231.2A CN105131651B (en) | 2015-02-18 | 2015-09-09 | A kind of reactive navy blue is to black dye composition and dye preparations |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510086703.5A CN104804468A (en) | 2015-02-18 | 2015-02-18 | Active dye composition in dark blue to black and dye product |
| CN2015100867035 | 2015-02-18 | ||
| CN201510571231.2A CN105131651B (en) | 2015-02-18 | 2015-09-09 | A kind of reactive navy blue is to black dye composition and dye preparations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105131651A true CN105131651A (en) | 2015-12-09 |
| CN105131651B CN105131651B (en) | 2018-08-10 |
Family
ID=53689683
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510086703.5A Pending CN104804468A (en) | 2015-02-18 | 2015-02-18 | Active dye composition in dark blue to black and dye product |
| CN201510571231.2A Active CN105131651B (en) | 2015-02-18 | 2015-09-09 | A kind of reactive navy blue is to black dye composition and dye preparations |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510086703.5A Pending CN104804468A (en) | 2015-02-18 | 2015-02-18 | Active dye composition in dark blue to black and dye product |
Country Status (1)
| Country | Link |
|---|---|
| CN (2) | CN104804468A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109762367A (en) * | 2018-11-28 | 2019-05-17 | 浙江科永化工有限公司 | A kind of reactive blue is to black dye composition, dye preparations and its application |
| CN111304934A (en) * | 2020-04-03 | 2020-06-19 | 晋江市祺烽线带有限公司 | Dyeing method of polyester yarn |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105542510B (en) * | 2015-09-09 | 2020-02-21 | 上海科华染料工业有限公司 | Reactive black dye composition and dye product |
| CN107501997A (en) * | 2017-07-28 | 2017-12-22 | 浙江科永化工有限公司 | A kind of reactive navy blue is to black dye composition and dye preparations |
| CN109705617B (en) * | 2018-11-28 | 2020-07-28 | 浙江科永化工有限公司 | Reactive red dye composition, dye product and application thereof |
| CN111117294B (en) * | 2019-12-31 | 2021-08-24 | 浙江科永化工有限公司 | Active navy blue dye composition, dye product and application thereof |
| CN114316627A (en) * | 2022-01-06 | 2022-04-12 | 上海雅运新材料有限公司 | Black dye composition and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1746230A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye |
| CN102558907A (en) * | 2011-12-30 | 2012-07-11 | 浙江科永化工有限公司 | Compound active black dye composition |
| CN103073917A (en) * | 2012-12-31 | 2013-05-01 | 浙江瑞华化工有限公司 | Black reactive dye composition |
| WO2013189817A1 (en) * | 2012-06-18 | 2013-12-27 | Dystar Colours Distribution Gmbh | Metal free reactive dyes, process for the production thereof and their use |
| CN103992659A (en) * | 2012-12-31 | 2014-08-20 | 浙江瑞华化工有限公司 | Black reactive dye composition |
-
2015
- 2015-02-18 CN CN201510086703.5A patent/CN104804468A/en active Pending
- 2015-09-09 CN CN201510571231.2A patent/CN105131651B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1746230A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye |
| CN102558907A (en) * | 2011-12-30 | 2012-07-11 | 浙江科永化工有限公司 | Compound active black dye composition |
| WO2013189817A1 (en) * | 2012-06-18 | 2013-12-27 | Dystar Colours Distribution Gmbh | Metal free reactive dyes, process for the production thereof and their use |
| CN103073917A (en) * | 2012-12-31 | 2013-05-01 | 浙江瑞华化工有限公司 | Black reactive dye composition |
| CN103992659A (en) * | 2012-12-31 | 2014-08-20 | 浙江瑞华化工有限公司 | Black reactive dye composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109762367A (en) * | 2018-11-28 | 2019-05-17 | 浙江科永化工有限公司 | A kind of reactive blue is to black dye composition, dye preparations and its application |
| CN111304934A (en) * | 2020-04-03 | 2020-06-19 | 晋江市祺烽线带有限公司 | Dyeing method of polyester yarn |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105131651B (en) | 2018-08-10 |
| CN104804468A (en) | 2015-07-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102964870B (en) | Active black dye composition | |
| CN105131651A (en) | Active navy blue to black dye composition and product | |
| EP1151043B1 (en) | Reactive dye composition | |
| CN102558907B (en) | Compound active black dye composition | |
| CN101555360B (en) | Active tricolor dye composition | |
| CN103073920A (en) | Reactive black dye composition | |
| CN100362055C (en) | Composite reactive yellow dye | |
| CN105176141B (en) | A kind of reactive navy blue is to black dye composition and dye preparations | |
| CN101899228B (en) | Active yellow dye composition | |
| CN104292881A (en) | Active red dye composition and dye product | |
| CN106566281A (en) | Reactive navy blue-to-black dye composition and dye product | |
| CN101935466A (en) | Active red dye composition | |
| CN104513497A (en) | Reactive black dye composition | |
| CN100528972C (en) | Composite reactive dye | |
| CN104804470B (en) | A kind of active black dye composition | |
| CN102493223A (en) | Composition of aqueous solution of reactive dye for pad dyeing and preparation method thereof | |
| CN101555361B (en) | Active red dye composition | |
| CN105542510A (en) | Reactive black dye composition and dye product | |
| CN101880473B (en) | Active orange dye composition | |
| CN102585548B (en) | Red active dye composition | |
| CN100375762C (en) | Composite reactive red dye and preparation thereof | |
| CN102504593A (en) | Blue dye composition and use thereof for fiber dyeing | |
| CN109370255A (en) | A kind of dark color reactive dye compound and dye preparations | |
| CN102585549B (en) | Reactive red dye composition | |
| CN105400234A (en) | Poly-azo reactive black dye composition, dye product and application of dye product |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |