CN1331949C - Reactive dye composition and method of dyeing with the same - Google Patents
Reactive dye composition and method of dyeing with the same Download PDFInfo
- Publication number
- CN1331949C CN1331949C CNB2004800045007A CN200480004500A CN1331949C CN 1331949 C CN1331949 C CN 1331949C CN B2004800045007 A CNB2004800045007 A CN B2004800045007A CN 200480004500 A CN200480004500 A CN 200480004500A CN 1331949 C CN1331949 C CN 1331949C
- Authority
- CN
- China
- Prior art keywords
- formula
- expression
- dyestuff
- active dye
- 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.)
- Expired - Lifetime
Links
- 239000000985 reactive dye Substances 0.000 title claims abstract description 67
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 238000004043 dyeing Methods 0.000 title abstract description 40
- 238000000034 method Methods 0.000 title abstract description 32
- 239000000835 fiber Substances 0.000 claims abstract description 24
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 20
- 125000005843 halogen group Chemical group 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 239000000975 dye Substances 0.000 claims description 260
- 239000002253 acid Substances 0.000 claims description 22
- 238000010186 staining Methods 0.000 claims description 13
- 239000002585 base Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 239000003513 alkali Substances 0.000 claims description 10
- 229920003043 Cellulose fiber Polymers 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 9
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 125000004442 acylamino group Chemical group 0.000 claims description 3
- 230000009257 reactivity Effects 0.000 abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- -1 hydrazone compound Chemical class 0.000 description 43
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- 238000005406 washing Methods 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000004744 fabric Substances 0.000 description 12
- 235000017550 sodium carbonate Nutrition 0.000 description 11
- 229910000029 sodium carbonate Inorganic materials 0.000 description 11
- 229920000742 Cotton Polymers 0.000 description 10
- 241000219146 Gossypium Species 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 9
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 description 8
- 235000011152 sodium sulphate Nutrition 0.000 description 8
- 238000010792 warming Methods 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 238000009980 pad dyeing Methods 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 230000002708 enhancing effect Effects 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 229940124530 sulfonamide Drugs 0.000 description 4
- 210000004243 sweat Anatomy 0.000 description 4
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 3
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 3
- 229920002955 Art silk Polymers 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229940072056 alginate Drugs 0.000 description 3
- 235000010443 alginic acid Nutrition 0.000 description 3
- 229920000615 alginic acid Polymers 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000010014 continuous dyeing Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Chemical class 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 1
- 230000000735 allogeneic effect Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- QKSIFUGZHOUETI-UHFFFAOYSA-N copper;azane Chemical compound N.N.N.N.[Cu+2] QKSIFUGZHOUETI-UHFFFAOYSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000007788 liquid 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
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PPSSQRUPSRPZON-UHFFFAOYSA-N nitrobenzene;sodium Chemical compound [Na].[O-][N+](=O)C1=CC=CC=C1 PPSSQRUPSRPZON-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229940001496 tribasic sodium phosphate Drugs 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
- C09B62/006—Azodyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
- C09B62/006—Azodyes
- C09B62/008—Monoazo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/08—Azo dyes
- C09B62/09—Disazo or polyazo dyes
-
- 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
- C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
- C09B67/0042—Mixtures containing two reactive dyes one of them being an azo dye
- C09B67/0045—Mixtures containing two reactive dyes one of them being an azo dye both having the reactive group 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
- D06P1/384—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 reactive group not directly attached to heterocyclic group
-
- 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
- D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
Abstract
A reactive dye composition comprising a blue reactive dye represented by the general formula (A) and a blue reactive dye represented by the general formula (1), which composition permits highly reproducible, level and fast dyeing of cellulosic fibers with good balance between affinity and reactivity; and a method of dyeing with the same: (A) (1) wherein R is hydrogen or the like; m1 is an integer of 0 to 2; R1 and R2 are each hydrogen, alkyl, or the like; X1 is halogeno; and Y1 is -SO2CH=CH2 or the like.
Description
Technical field
The present invention relates to the staining of reactive dye compositions (reactive dye composition) and use said composition, said composition is suitable for the dyeing of the material of cellulosic fibre or cellulose fiber.
Background technology
Reactive dyestuffs are used in the dyeing of cellulosic fibres such as cotton, artificial silk more.As everyone knows, in the dyeing of the cellulosic fibre that adopts reactive dyestuffs, adopt yellow, red and blue reactive dyestuffs as the three primary colors dyestuff, it is useful with various ratios painted method being carried out in its cooperation.
But, as affinity, reactivity, dyeing kinetics and the temperature dependency of each dyestuff of trichromatic dyestuff not simultaneously, in the dyeing, there is the equalization problem that produces specking and so on, dye between each batch, problems such as dyeing reproducibility such as aberration appear.For equalization and dyeing reproducibility, in recent years, along with the automatization of the variation of the kind of fiber raw material and form and dye-works, for easy and simple to handleization that shorten dyeing time etc., people more wait in expectation equalization, all appearance of good reactive dyestuffs of dyeing reproducibility.In order to address the above problem, carried out various research (reference example such as Japan specially permit communique No. 3168624), still, do not obtain satisfactory result.
Summary of the invention
The objective of the invention is to develop the reactive dye compositions and the staining that can address the above problem, said composition is used for that reproducibility, detergency, equalization are all good, the high color fastness reproducibility is well with cellulosic fibre or the dyeing of cellulose filamentary material.
In order to solve above-mentioned technical problem point in the past, what the present inventor furtherd investigate found that: the blue active dye composition that contains the specific blue reactive dyestuffs by use, the reactive dye compositions that perhaps contains above-mentioned composition, specific red reactive dyes and/or specific Yellow active dye, can make each dyestuff that constitutes above-mentioned dye composite affinity, dye attached speed unanimity, equalization, reproducibility be coloured fibre cellulose fiber well all, and has finished the present invention.
That is, the present invention provides:
1. blue active dye composition is characterized in that, contains blue active dye shown in the general formula (A) of the form of free acid and the blue active dye shown in the general formula (1);
In the formula, R represents the alkoxyl group of hydrogen atom, halogen atom or C1-C4;-SO
2CH
2CH
2OSO
3The H base also forms its decomposition-SO
2CH=CH
2Base; m
1The integer of expression 0-2, R
1And R
2Respectively independent expression hydrogen atom or can substituted alkyl; X
1The expression halogen atom; Y
1Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
1(Z
1The effect of expression alkali causes the group of disengaging).
2. reactive dye compositions is characterized in that, contains the Yellow active dye shown in the formula (4) of the formula (2) of form of above-mentioned 1 described blue active dye composition, free acid and/or described red reactive dyes of formula (3) and/or free acid form;
In the formula, m
2The integer of expression 0-2; n
1Expression 0 or 1; R
3And R
4Independent respectively expression hydrogen atom or commutable alkyl; X
2The expression halogen atom; Y
2Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
2(Z
2The effect of expression alkali causes the group of disengaging); m
3The integer of expression 0-2; n
2Expression 0-1; R
5And R
6Independent respectively expression hydrogen atom or commutable alkyl; X
3The expression halogen atom; Y
3Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
3(Z
3The effect of expression alkali causes the group of disengaging); m
4The integer of expression 1-3; R
7And R
8Independent separately expression hydrogen atom, alkyl, alkoxyl group, acyl amino or urea groups; R
9And R
10Respectively independent expression hydrogen atom or can substituted alkyl; X
4The expression halogen atom; Y
4Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
4(Z
4The effect of expression alkali causes the group of disengaging).
3. according to above-mentioned 1 described blue active dye composition, it is characterized in that the ratio of components of the blue active dye shown in blue active dye shown in the formula (A) and the following formula (1) is 95-5 quality %: 5-95 quality %.
4. reactive dye compositions is characterized in that, contains the red reactive dyes shown in above-mentioned 1 or 3 described blue active dye compositions and following formula (2) and/or the formula (3).
5. according to above-mentioned 4 described reactive dye compositionss, it is characterized in that the ratio of components of the red reactive dyes shown in above-mentioned 1 or 3 described blue active dye compositions and following formula (2) and/or the formula (3) is 99-50 quality %: 1-50 quality %.
6. according to above-mentioned 4 described reactive dye compositionss, it is characterized in that the ratio of components of the red reactive dyes shown in following formula (2) and the formula (3) is 90-10 quality %: 10-90 quality %.
7. the staining of the filamentary material of cellulosic fibre or cellulose fiber is characterized in that, uses each described reactive dye compositions among the above-mentioned 1-6.
8. the staining of the filamentary material of cellulosic fibre or cellulose fiber, it is characterized in that, in the dye bath (dye bath) that contains the blue active dye shown in blue active dye shown in the formula of free acid form (A) and the formula (1), handle cellulosic fibre or contain the filamentary material of cellulosic fibre.
9. the staining of the filamentary material of cellulosic fibre or cellulose fiber, it is characterized in that, in the dye bath of the Yellow active dye shown in the formula (4) of red reactive dyes shown in formula (2) that contains blue active dye shown in blue active dye shown in the formula of free acid form (A) and the formula (1) and free acid form and/or the formula (3) and/or free acid form, handle the filamentary material of cellulosic fibre or cellulose fiber.
Embodiment
In the blue active dye shown in the formula (A), R better is a hydrogen atom, and the special good concrete example of the blue active dye shown in the formula (A) is the blue active dye shown in the following formula (B).In following formula ,-SO
2CH
2CH
2OSO
3The H base also forms its decomposition-SO
2CH=CH
2Base.
(following identical)
Blue active dye shown in the following formula (A) is documented in the public table of the Japan special permission communique flat 1-24826 number, can followingly synthesize.
At first, by following formula (a-1) and (a-2) hydrazone compound shown in the compounds accepted way of doing sth (a-3).Then, by usual method the compound shown in the formula (a-4) is carried out diazotization, compound shown in the formula (a-3) is carried out coupling, make the compound shown in the formula (a-5), make the copper complexing agent reaction of copper sulfate etc. then, utilize sulfuric acid etc. to carry out esterification at last and make the compound shown in the formula (A).
(in the following formula (A), sulfuryl, carboxyl are the forms of free acid, and R represents the alkoxyl group of hydrogen atom, halogen atom or C1-C4) can be according to above-mentioned synthetic for the blue active dye shown in the following formula (B).
In following formula (1)-(4), R
1, R
2, R
3, R
4, R
5, R
6, R
9And R
10It is hydrogen atom or can substituted alkyl.Better be hydrogen atom, methyl, ethyl, the spy is a hydrogen atom well.As can substituted alkyl, the alkyl of the available C1-C4 that can be replaced by the alkyl carbonyl oxy of the alkoxy carbonyl of the alkoxyl group of alkyl, hydroxyl, cyano group, C1-C4, carboxyl, formamyl, C1-C4, C1-C4, sulfo group, sulfamyl or halogen.
As alkyl, available methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl etc.As the C1-C4 alkyl that can be replaced by hydroxyl or C1-C4 alkoxyl group, available 2-hydroxyethyl, 2-hydroxypropyl, 3-hydroxypropyl, 2-hydroxybutyl, 3-hydroxybutyl, 4-hydroxybutyl, 2,3-dihydroxyl butyl, 3,4-dihydroxyl butyl, methoxymethyl, ethoxyl methyl, 2-methoxy ethyl, 3-methoxy-propyl, 3-ethoxycarbonyl propyl, 2-hydroxyl-3-methoxy-propyl, 3-ethoxycarbonyl propyl, 2-hydroxyl-3-methoxy-propyl etc.
As the C1-C4 alkyl that is replaced by cyano group, available cyano methyl, 2-cyano ethyl, 3-cyano group propyl group etc.; As the C1-C4 alkyl that is replaced by halogen, available chlorine methyl, brooethyl, 2-chloroethyl, 2-bromotrifluoromethane, 3-chloropropyl, 3-bromopropyl, 4-chlorobutyl, 4-brombutyl etc.; As by the C1-C4 alkyl of carboxyl substituted, available carboxyl methyl, 2-carboxy ethyl, 3-carboxyl propyl group, 3-carboxybutyl, 1,2-dicarboxyl ethyl etc.; As the C1-C4 alkyl that is replaced by formamyl, available amino end formyl radical methyl, 2-formamyl ethyl, 3-formamyl propyl group, 4-formamyl butyl etc.
As the C1-C4 alkyl that is replaced by the C1-C4 alkoxy carbonyl, available methoxycarbonyl methyl, ethoxy carbonyl methyl, 2-methoxycarbonyl ethyl, 2-ethoxy carbonyl ethyl, 3-methoxycarbonyl propyl group, 3-ethoxycarbonyl propyl, 4-methoxycarbonyl butyl, 4-ethoxy carbonyl butyl etc.; As the C1-C4 alkyl carbonyl oxy, available methyl carbonyl oxy-methyl, 2-methyl carbonyl oxygen base ethyl, 2-ethyl oxy carbonyl ethyl, 3-methyl carbonyl oxygen base propyl group, 3-ethyl oxy carbonyl propyl group, 4-ethyl oxy carbonyl butyl etc.
As the C1-C4 alkyl that is replaced by sulfo group, available sulphur methyl, 2-sulfoethyl, 3-sulfopropyl, 4-sulphur butyl etc.; As the C1-C4 alkyl that is replaced by sulfamyl, available sulphonamide methyl, 2-sulphonamide ethyl, 3-sulphonamide propyl group, 4-sulphonamide butyl etc.
In following formula (4), R
7, R
8Shown alkyl can be used the alkyl of C1-C4 such as methyl, ethyl; Alkoxyl group can be used C1-C4 alkoxyl groups such as methoxyl group, oxyethyl group; Better be methyl, methoxyl group.R
7, R
8Shown acyl amino can be used acetylamino, propionyl amino etc.Special good R
7, R
8Combination be, a side is a hydrogen atom, a side is a urea groups.
Z
1, Z
2, Z
3And Z
4The shown group that breaks away under the effect of alkali can be used sulfate group, thiosulfuric acid ester group, phosphate-based, acetate groups, halogen atom etc.It better is sulfate group.These ester groups in the water, break away from the presence of alkali such as yellow soda ash, Sodium Hydrogen Carbonate, caustic soda more fortunately easily.
Reactive dyestuffs shown in the formula (1) are documented in the public table of Japan's special permission communique flat 1-12787 number, Japan's special permission open clear 56-128380 of communique number (the public table of Japan's special permission communique clear 62-1036 number) etc. respectively, reactive dyestuffs shown in formula (2) and the formula (3) are documented in No. 22575 specification sheets of European patent etc., reactive dyestuffs shown in the formula (4) are documented in open the clear 56-15481 of communique number of Japan special permission etc., make according to the method for wherein record.
As blue active dye,, better be the following formula (5) of free acid form or the dyestuff shown in the formula (6), but be not limited to these preferences as the dyestuff shown in the formula (1).
As the red reactive dyes shown in the formula (2), there is not restriction especially, better be the dyestuff shown in the following formula (7) of free acid form.
Red reactive dyes shown in the formula (3) does not have special restriction to this, better is the dyestuff shown in the following formula (8) of free acid form;
Blue active dye composition of the present invention contains the reactive dyestuffs shown in reactive dyestuffs shown in the formula (A) and the formula (1) as essential composition.The ratio of components of the reactive dyestuffs shown in reactive dyestuffs shown in the formula (A) and the following formula (1) is 95-5 quality %: 5-95 quality %.Better be 85 quality %-15 quality %: 15 quality %-85 quality % are more preferably 75 quality %-55 quality %: 25 quality %-45 quality %.Also can share in addition with the reactive dyestuffs beyond the reactive dyestuffs shown in reactive dyestuffs shown in the formula (A) and the following formula (1).The reactive dyestuffs that can share better are the reactive dyestuffs with allogeneic reaction base, for mix colours (be the form and aspect of acquisition purpose, and multiple dyestuff is mixed), also can share the reactive dyestuffs of redness or other form and aspect.
As the red reactive dyes that can share this moment, the reactive dyestuffs shown in more handy formula (2) and/or the formula (3) are more preferably the reactive dyestuffs shown in formula (7) and/or the formula (8).The ratio of components of the red reactive dyes shown in the reactive dye compositions of above-mentioned blueness and formula (2) and/or the formula (3) is 99 quality %-50 quality % normally: 1 quality %-50 quality %, better be 99 quality %-70 quality %: 1 quality %-30 quality % is more preferably 99 quality %-80 quality %: 1 quality %-20 quality %.
In the present invention, the reactive dyestuffs of the redness of preferable use can be made of the dyestuff shown in formula (2) and the formula (3), better are that the dye combinations shown in formula (7) and the formula (8) forms.Its ratio of components is 90 quality %-10 quality % normally: 10 quality %-90 quality % better are 80 quality %-20 quality %: 20 quality %-80 quality % are more preferably 70 quality %-40 quality %: 30 quality %-60 quality %.Also can share the reactive dyestuffs in addition of the reactive dyestuffs shown in formula (2) and the formula (3).
Also can use the reactive dyestuffs shown in formula (2) and the formula (3) as the setting of blue active dye composition of the present invention (form and aspect are carried out inching) composition.At this moment, for blue active dye composition of the present invention, use 1 quality %-3 quality %.
In the reactive dyestuffs of other that can share, the reactive dyestuffs shown in the available above-mentioned formula (4) are as yellow dyes.The formula (9) of the form of the more handy free acid of reactive dyestuffs shown in the formula (4) and/or the dyestuff shown in the formula (10), but unrestricted to this.
Reactive dyestuffs shown in following formula (1)-(10) all exist with the form of free acid or the form of its salt, better are an alkali metal salt or alkali earth metal salt, and the spy is well sodium salt, sylvite, lithium salts.
In blue active dye composition of the present invention, reactive dye compositions, there is not special restriction for the fitting method of each dyestuff.The for example available dyestuff of making respectively separately, the method that cooperates thereafter; Cooperate in reaction solution during manufacturing, its after drying forms method for compositions; In addition, respectively various dyestuffs are dissolved in the dye bath, in dye bath, form method with the same composition of above-mentioned each composition.The blue active dye composition of this moment and the blending ratio of red reactive dyes and/or Yellow active dye cooperate according to desirable tone, do not have restriction especially.In addition, as required, in composition of the present invention, contain known additive, for example consistency adjusting agent, dispersion agent, dye leveller, prevent that precipitation agent, metal ion chelation agent, reduction from preventing agent etc.
In above-mentioned, can dissolve each dyestuff, additive with random order,, directly add formation blue active dye composition of the present invention or each dyestuff of reactive dye compositions and above-mentioned additive with in dye bath, pad dyeing (padding) liquid, printing paste, modulation dye bath etc. dye.The also usage quantity of each reagent that can use according to above-mentioned suitable decision.
In the staining that adopts blue active dye composition of the present invention, reactive dye compositions, the usage quantity of composition normally account for fiber 0.005-15% (fiber quality, %owf).
Blue active dye composition of the present invention, reactive dye compositions are useful when cellulosic fibre material and cellulose filamentary material are dyeed.Fiber as object can singly be used cellulosic fibres such as cotton, fiber crops, artificial silk, high wet modulus glue fiber, copper ammonia fibre element (キ ユ プ ラ), リ ヨ セ Le, perhaps their blend fiber.Also can use the fiber that removes in addition, the blending of for example available and tynexs such as trevira, typel, polyacrylonitrile fibre, wool, silk, nylon etc., perhaps tricot etc.
In the present invention, staining can be carried out according to known following method himself.
Staining, for example under situation to cellulose dyeings such as cottons, according to desirable form and aspect and concentration, in dye bath, add blue active dye composition of the present invention, reactive dye compositions, use separately or share known inorganic neutral salt (anhydrous sodium sulphate, salt etc.) and acid binding agent, for example yellow soda ash, Sodium Hydrogen Carbonate, caustic soda, tribasic sodium phosphate etc. dye.Do not have special restriction for the at this moment used inorganic neutral salt and the usage quantity of acid binding agent, better use 1g/L at least.When putting into inorganic neutral salt and acid binding agent in the dye bath, can once throw in, also can drop in batches.Also can share the staining agent that helps of softening agent in other the dye bath in the known method, dye leveller etc., but to helping staining agent not have special restriction.Dyeing temperature is 40-90 ℃, better is 50-70 ℃, and solution is than normally 1: 5-1: 50 (pollutants: dyeing solution).
The continuous dyeing method is: separately or share yellow soda ash as acid binding agent, Sodium Hydrogen Carbonate, caustic soda etc., add them in the dyestuff padding liquor, after known method pad dyeing, after the drying, do heating or boiling with known method, carry out painted one and bathe the pad dyeing method, and with after the dyestuff pad dyeing, after the drying, inorganic neutral salt and acid binding agent with known for example anhydrous sodium sulphate, salt etc., for example pad dyeing such as caustic soda, water glass is done heating or boiling with known method and is carried out painted two and bathe the pad dyeing methods, to continuous dyeing method indefinite.
In printing method, sodiun alginate, emulsion thickening etc. is made basic slurry, will contain the printing paste stamp of acid binding agents such as dyestuff, Sodium Hydrogen Carbonate with known method after, with known method do the heating or boiling.
After dyeing process finishes, after washing, hot water are cleaned, utilize ordinary method in the soap solution that contains the soaping agent 0.1-5g/L that sells the market, to clean, finish dyeing.
Blue active dye composition of the present invention, reactive dye compositions and staining, when cellulosic fibre or cellulose filamentary material are dyeed, equalization can be obtained and reproducibility is fabulous, pile-on properties (enhancing) is also good etc., the product dyed thereby that various dyeing properties are all got well and each colour fastness is good.
Embodiment
By the following examples the present invention is described in detail more." portion " herein represents mass parts when not having special restriction.
Embodiment 1
The combination of reactive dyestuffs and their usage quantity are as shown in table 1.
In the table 1, C.I.Reactive represents Colour Index Generic Name.
Table 1 (cooperate and form)
Cooperate example 1 (the present application)
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Cooperate example 2 (relatively using)
Blue active dye
Blue 221 0.39 parts of C.I.Reactive
Red reactive dyes
Red 195 0.20 parts of C.I.Reactive
Yellow active dye
Yellow 145 0.59 parts of C.I.Reactive
Cooperate example 3 (relatively using)
Blue active dye
Blue 222 0.25 parts of C.I.Reactive
Red reactive dyes
Red 195 0.14 parts of C.I.Reactive
Yellow active dye
Yellow 145 0.49 parts of C.I.Reactive
The test of zero bath raio interdependence
(1) 1: 10 dyeing of bath raio
In 20 parts of each dyestuff shown in the table 1 and anhydrous sodium sulphate, add water, be modulated into total amount and be 490 parts dye bath.In this dye bath, put into 50 parts cotton knitwear, be warming up to 60 ℃ in 20 minutes.After carrying out under 60 ℃ handling in 20 minutes, put into 10 parts yellow soda ash, synthermal carrying out dyeed in 60 minutes.Then, after washing, hot water are cleaned, contain soaping agent (the ス コ ァ ロ one Le C-1200 that sell the market at 1000 parts, wide ケ ミ カ Le (Co., Ltd.) 1g/L in north, below same) the aqueous solution in, carry out 15 minutes soap under 100 ℃ after, washing, drying obtains tawny product dyed thereby.
(2) bath raio is 1: 30 dyeing
In 60 parts of each dyestuff shown in the table 1 and anhydrous sodium sulphate, add water, be modulated into total amount and be 1470 parts dye bath.In this dye bath, put into 50 parts cotton knitwear, be warming up to 60 ℃ in 20 minutes.After carrying out under 60 ℃ handling in 20 minutes, put into 30 parts yellow soda ash, synthermal carrying out dyeed in 60 minutes.Then, after washing, hot water are cleaned, in 1000 parts of aqueous solution that contain above-mentioned soaping agent, carry out 15 minutes soap under 100 ℃ after, washing, drying obtains tawny product dyed thereby.
(3) decision method
The product dyed thereby that makes at 1: 10 with bath raio is a benchmark, and range estimation judges that bath raio is the hue difference of the product dyed thereby that makes at 1: 30.
Zero: hue difference is little; *: hue difference is big
The test of zero temperature dependency
(1) 55 ℃ of dyeing
In 40 parts of each dyestuff shown in the table 1 and anhydrous sodium sulphate, add water, be modulated into total amount and be 980 parts dye bath.In this dye bath, put into 50 parts cotton knitwear, be warming up to 55 ℃ in 20 minutes.After carrying out under 55 ℃ handling in 20 minutes, put into 20 parts yellow soda ash, synthermal carrying out dyeed in 60 minutes.Then, after washing, hot water are cleaned, in 1000 parts of aqueous solution that contain above-mentioned soaping agent, carry out 15 minutes soap under 100 ℃ after, washing, drying obtains tawny product dyed thereby.
(2) 65 ℃ of dyeing
Except dyeing temperature being changed to 65 ℃, by dyeing with the above-mentioned 55 ℃ same methods that dye.
(3) decision method
The product dyed thereby that makes with 55 ℃ of dyeing is a benchmark, and the hue difference of the product dyed thereby that 65 ℃ of dyeing obtain is judged in range estimation.
Zero: hue difference is little; △: hue difference is big slightly
Zero absorption, the test of fixation situation
In 40 parts of each dyestuff shown in the table 1 and anhydrous sodium sulphate, add water, be modulated into 4 total amounts and be 980 parts dye bath.In each dye bath, respectively put into 50 parts cotton knitwear respectively, be warming up to 60 ℃ in 20 minutes after, with the method for following (1)-(4) each dye bath is handled, to absorb, the fixation situation tests.
(1) be warming up to 60 ℃ after, 60 ℃ down keep 20 minutes after, from a dye bath, take out and dye cloth, it is divided into 2, carry out following (A) or aftertreatment (B).
(A) will dye cloth wring out dehydration after, make its natural air drying (absorption cloth).
(B) stained cloth is washed, after hot water cleans, after it being soaped 15 minutes in 1000 parts of the aqueous solution that contains above-mentioned soaping agent under 100 ℃, washing, dry (fixation cloth).
(2) drop into 20 parts in yellow soda ash (adding up to 1000 parts dye bath), synthermal dyeing was down taken out one and is dyed cloth after 5 minute, and it is divided into 2, and it is carried out above-mentioned (A) or aftertreatment (B) respectively.
(3) drop into (adding up to 1000 parts dye bath) behind 20 parts in the yellow soda ash, synthermal dyeing down is after 10 minutes, and taking-up one is dyed cloth, and it is divided into 2, and it is carried out above-mentioned (A) or aftertreatment (B) respectively.
(4) drop into 20 parts in yellow soda ash (adding up to 1000 parts dye bath), synthermal dyeing was down taken out one and is dyed cloth after 40 minute, and it is divided into 2, and it is carried out above-mentioned (A) or aftertreatment (B) respectively.
Decision method (a)
In (1)-(4), above-mentioned (A) handled cloth as benchmark, range estimation judges that above-mentioned (B) handles the hue difference of cloth.
Zero: (1)-(4) hue difference is all little
*: (1)-(4) have local hue difference big
Decision method (b)
Judge that by (1) (2) (3) (4) order range estimation above-mentioned (B) handles the degree of cloth foxy.
Zero: (1)-(4) all are same colour systems
(trichromatic fixation velocity balance is good)
*: the foxy in (1)-(4) is big
(trichromatic fixation velocity balance is bad)
Show cooperation example 1 (the present application) in the table 2 and cooperated bath raio interdependence, temperature dependency, the absorption of routine 2-3 (relatively using), the comparative result of fixation situation.
Table 2 (test-results)
| The bath raio interdependence | Temperature dependency | Absorption, absorption situation | ||
| Decision method (a) | Decision method (b) | |||
| Cooperate example 1 | ○ | ○ | ○ | ○ |
| Cooperate example 2 | × | △ | × | × |
| Cooperate example 3 | × | △ | × | × |
Only carry out under the painted situation in the combination that cooperates example 1 (the present application), Yellow active dye, red reactive dyes and blue active dye to dye attached property consistent; during the change of dyeing conditions such as bath raio, dyeing temperature, dyeing time; foxy is little; fixation speed is almost consistent, and the dyeing reproducibility is good.
Embodiment 2-15
Adopt the combination of the dyestuff shown in the table 3 and combination and the usage quantity that usage quantity (part) replaces the cooperation example 1 of embodiment 1, in 40 parts of anhydrous sodium sulphate, add water, make total amount respectively and be 980 parts dye bath.In these dye bath, put into 50 parts of cotton knitwears, be warming up to 60 ℃ in 20 minutes.After handling 20 minutes under 60 ℃, put into 20 parts yellow soda ash, synthermal dyeing 60 minutes.
Then, after washing, hot water were cleaned, after soaping 15 minutes in 1000 parts of the aqueous solution that contains above-mentioned soaping agent under 100 ℃, washing, drying made product dyed thereby.
Table 3
Embodiment 2
Blue active dye
0.28 part of the dyestuff of formula (B)
0.15 part of the dyestuff of formula (5)
Embodiment 3
Blue active dye
0.55 part of the dyestuff of formula (B)
0.31 part of the dyestuff of formula (5)
Red reactive dyes
0.05 part of the dyestuff of formula (7)
Embodiment 4
Blue active dye
0.60 part of the dyestuff of formula (B)
0.28 part of the dyestuff of formula (5)
Red reactive dyes
0.04 part of the dyestuff of formula (8)
Embodiment 5
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 6
Blue active dye
0.38 part of the dyestuff of formula (B)
0.22 part of the dyestuff of formula (5)
Red reactive dyes
0.22 part of the dyestuff of formula (7)
0.18 part of the dyestuff of formula (8)
Embodiment 7
Blue active dye
0.45 part of the dyestuff of formula (B)
0.25 part of the dyestuff of formula (5)
Red reactive dyes
0.06 part of the dyestuff of formula (7)
0.04 part of the dyestuff of formula (8)
Yellow active dye
0.20 part of the dyestuff of formula (9)
Embodiment 8
Blue active dye
0.13 part of the dyestuff of formula (B)
0.07 part of the dyestuff of formula (6)
Red reactive dyes
0.39 part of the dyestuff of formula (7)
0.32 part of the dyestuff of formula (8)
Yellow active dye
0.10 part of the dyestuff of formula (9)
Embodiment 9
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (6)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.57 part of the dyestuff of formula (10)
Embodiment 10
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.20 part of the dyestuff of formula (7)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 11
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (6)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 12
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.08 part of the dyestuff of formula (7)
0.12 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 13
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.14 part of the dyestuff of formula (7)
0.06 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 14
Blue active dye
0.27 part of the dyestuff of formula (B)
0.09 part of the dyestuff of formula (5)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 15
Blue active dye
0.16 part of the dyestuff of formula (B)
0.20 part of the dyestuff of formula (5)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
The form and aspect of the product dyed thereby that makes, embodiment 2 is that blue, embodiment 3 and embodiment 4 are that dark blue, embodiment 6 is that purple, embodiment 7 are that green, embodiment 8 is that scarlet, embodiment 5 and embodiment 9-15 are dark brown.
In arbitrary combination of embodiment 2-15, equalization and reproducibility are fabulous, and pile-on properties (enhancing) might as well wait, and various dyeing properties are all good, and various fastness such as fast light, sweat proof, anti-chlorine water are all good.
Embodiment 16-21
Adopt the dye combinations shown in the table 4, in 40 parts of anhydrous sodium sulphate, add water, make total amount respectively and be 980 parts dye bath.In above-mentioned dye bath, put into 50 parts of artificial silk silks, be warming up to 60 ℃ in 20 minutes.60 ℃ carry out handling in 20 minutes after, put into 20 parts yellow soda ash, synthermal dyeing down 60 minutes.
Then, after washing, hot water are cleaned, after in 1000 parts of the aqueous solution that contains above-mentioned soaping agent, soaping 15 minutes under 100 ℃, washing, drying makes product dyed thereby.
Table 4
Embodiment 16
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.11 part of the dyestuff of formula (7)
0.09 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 17
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (6)
Red reactive dyes
0.13 part of the dyestuff of formula (7)
0.07 part of the dyestuff of formula (8)
Yellow active dye
0.57 part of the dyestuff of formula (10)
Embodiment 18
Blue active dye
0.27 part of the dyestuff of formula (B)
0.09 part of the dyestuff of formula (5)
Red reactive dyes
0.12 part of the dyestuff of formula (7)
0.10 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 19
Blue active dye
0.23 part of the dyestuff of formula (B)
0.13 part of the dyestuff of formula (5)
Red reactive dyes
0.14 part of the dyestuff of formula (7)
0.06 part of the dyestuff of formula (8)
Yellow active dye
0.54 part of the dyestuff of formula (9)
Embodiment 20
Blue active dye
0.45 part of the dyestuff of formula (B)
0.25 part of the dyestuff of formula (5)
Red reactive dyes
0.06 part of the dyestuff of formula (7)
0.04 part of the dyestuff of formula (8)
Yellow active dye
0.20 part of the dyestuff of formula (9)
Embodiment 21
Blue active dye
0.13 part of the dyestuff of formula (B)
0.07 part of the dyestuff of formula (5)
Red reactive dyes
0.39 part of the dyestuff of formula (7)
0.32 part of the dyestuff of formula (8)
Yellow active dye
0.10 part of the dyestuff of formula (9)
The form and aspect of the product dyed thereby that makes, embodiment 16-19 is dark brown, embodiment 20 is that green, embodiment 21 are scarlets.
In arbitrary combination of embodiment 16-21, equalization and reproducibility are fabulous, and pile-on properties (enhancing) might as well wait, and various dyeing properties are all good, and various fastness such as anti-daylight, sweat proof, anti-chlorine water are all good.
Embodiment 22
1.85 parts of 3.30 parts of the dyestuffs of blue active dye employing formula (B), the dyestuffs of formula (5); Red reactive dyes adopts 7.20 parts of dyestuff of formula (7), 5.06 parts of the dyestuff of formula (8); Yellow active dye adopts the dyestuff of 12.00 parts formula (9), adds water in 10 parts m-nitrobenzene sodium sulfonate, 20 parts sodium bicarbonate, 1 part the sodiun alginate, makes total amount and be 1000 parts padding liquor.After in this padding liquor, cotton goods being contaminated, by ironer with its roll do to mangle expression be 60%.To roll cloth after doing at 100 ℃ down after dry 5 minutes, 100 ℃ of following decatizes 5 minutes make dye fixing.Then, after washing, hot water were cleaned, after soaping 15 minutes in 1000 parts of the aqueous solution that contains above-mentioned soaping agent under 100 ℃, washing, drying obtained product dyed thereby.
The form and aspect of the product dyed thereby that obtains are not good merchantables.
Even continuous dyeing, equalization and reproducibility are all fabulous, and pile-on properties (enhancing) might as well wait, and various dyeing properties are all got well and various fastness such as fast light, sweat proof, anti-chlorine water are all good.
Embodiment 23
Blue active dye adopts the dyestuff of the formula (B) draw 6.33 parts, 3.55 parts the dyestuff of formula (5); 7.33 parts of 10.25 parts of the dyestuffs of red reactive dyes employing formula (7), the dyestuffs of formula (8); Yellow active dye adopts 17.00 parts of the dyestuffs of formula (9), adds water in 25 parts in 100 parts in urea, 20 parts of sodium bicarbonates, 10 parts of m-nitrobenzene sodium sulfonates, sodiun alginate, makes total amount and be 1000 parts stamp mill base.On cotton goods, 100 ℃ of dryings are after 5 minutes with this mill base stamp, and 100 ℃ of decatizes 5 minutes make dye fixing.Then, wash, after hot water cleans, after in 1000 parts of the aqueous solution that contains the soaping agent of selling the market, soaping 15 minutes under 100 ℃, washing, dry, make product dyed thereby.
The form and aspect of the product dyed thereby that obtains are not good merchantables.In the stamp, equalization and reproducibility are all fabulous, and pile-on properties (enhancing) is also good or the like, and various dyeing properties are all good, and various fastness such as fast light, sweat proof, anti-chlorine water are all good.
The possibility of utilizing on the industry
The blue active dye composition of the application of the invention, reactive dye compound or decoration method can be taken into account affinity and reactivity, repeatability, equalization and look jail property dye well processed cellulose fiber or containing cellulose fiber.
Claims (7)
1. blue active dye composition is characterized in that, contains blue active dye shown in the general formula (A) of the form of free acid and the blue active dye shown in the general formula (1);
In the formula, R represents the alkoxyl group of hydrogen atom, halogen atom or C1-C4;-SO
2CH
2CH
2OSO
3The H base also forms its decomposition-SO
2CH=CH
2Base; m
1The integer of expression 0-2, R
1And R
2Respectively independent expression hydrogen atom or can substituted alkyl; X
1The expression halogen atom; Y
1Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
1, Z
1The effect of expression alkali causes the group of disengaging.
2. reactive dye compositions is characterized in that, contains the Yellow active dye shown in the formula (4) of the formula (2) of form of the described blue active dye composition of claim 1, free acid and/or described red reactive dyes of formula (3) and/or free acid form;
In the formula, m
2The integer of expression 0-2; n
1Expression 0 or 1; R
3And R
4Independent respectively expression hydrogen atom or commutable alkyl; X
2The expression halogen atom; Y
2Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
2, Z
2The effect of expression alkali causes the group of disengaging; m
3The integer of expression 0-2; n
2Expression 0-1; R
5And R
6Independent respectively expression hydrogen atom or commutable alkyl; X
3The expression halogen atom; Y
3Expression-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
3, Z
3The effect of expression alkali causes the group of disengaging; m
4The integer of expression 1-3; R
7And R
8Independent separately expression hydrogen atom, alkyl, alkoxyl group, acyl amino or urea groups; R
9And R
10Respectively independent expression hydrogen atom or can substituted alkyl; X4 represents halogen atom; Y4 represents-SO
2CH=CH
2Perhaps SO
2CH
2CH
2Z
4, Z
4The effect of expression alkali causes the group of disengaging.
3. blue active dye composition according to claim 1 is characterized in that, the ratio of components of the blue active dye shown in blue active dye shown in the formula (A) and the following formula (1) is 95-5 quality %: 5-95 quality %.
4. reactive dye compositions is characterized in that, contains the red reactive dyes shown in claim 1 or 3 described blue active dye compositions and following formula (2) and/or the formula (3).
5. reactive dye compositions according to claim 4 is characterized in that, the ratio of components of the red reactive dyes shown in claim 1 or 3 described blue active dye compositions and following formula (2) and/or the formula (3) is 99-50 quality %: 1-50 quality %.
6. reactive dye compositions according to claim 4 is characterized in that, the ratio of components of the red reactive dyes shown in following formula (2) and the formula (3) is 90-10 quality %: 10-90 quality %.
7. the staining of the filamentary material of cellulosic fibre or cellulose fiber is characterized in that, uses each described reactive dye compositions among the claim 1-6.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003044411 | 2003-02-21 | ||
| JP044411/2003 | 2003-02-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1751103A CN1751103A (en) | 2006-03-22 |
| CN1331949C true CN1331949C (en) | 2007-08-15 |
Family
ID=32905452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800045007A Expired - Lifetime CN1331949C (en) | 2003-02-21 | 2004-02-20 | Reactive dye composition and method of dyeing with the same |
Country Status (4)
| Country | Link |
|---|---|
| KR (1) | KR101075939B1 (en) |
| CN (1) | CN1331949C (en) |
| TW (1) | TW200502327A (en) |
| WO (1) | WO2004074385A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101899226A (en) * | 2009-05-28 | 2010-12-01 | 日本化药株式会社 | Reactive dye composition and dyeing method using the same |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101709158B (en) * | 2009-11-16 | 2013-11-13 | 天津德凯化工股份有限公司 | Reactive dye and preparation method thereof |
| CN101812244B (en) * | 2009-11-16 | 2013-06-19 | 天津德凯化工股份有限公司 | Reactive dye for dyeing nylon and preparation method thereof |
| CN101709156B (en) * | 2009-11-16 | 2013-11-13 | 天津德凯化工股份有限公司 | Dark blue dye suitable for dyeing nylon |
| CN101817997B (en) * | 2009-11-16 | 2013-05-08 | 天津德凯化工股份有限公司 | Dye |
| CN102295840B (en) * | 2010-06-25 | 2013-12-11 | 上海雅运纺织化工股份有限公司 | Navy blue reactive dye composition and dyeing application thereof to fibers |
| CN102311667B (en) * | 2010-07-08 | 2013-12-04 | 上海雅运纺织化工股份有限公司 | Navy reactive dye composition and dying application thereof on fiber |
| CN103013174A (en) * | 2012-12-17 | 2013-04-03 | 浙江亿得化工有限公司 | Composite reactive dye composition and use method |
| CN105348854B (en) * | 2014-08-22 | 2017-03-22 | 湖北丽源科技股份有限公司 | Blue reactive dye |
| JP6918123B2 (en) * | 2017-09-01 | 2021-08-11 | 日本化薬株式会社 | Reactive dye composition and dyeing method using it |
| CN114350177B (en) * | 2021-12-25 | 2023-10-17 | 苏州科法曼化学有限公司 | Blue dye composition and application thereof |
| CN114292530B (en) * | 2021-12-25 | 2023-11-21 | 苏州科法曼化学有限公司 | Blue reactive dye composition and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08269352A (en) * | 1995-03-30 | 1996-10-15 | Hoechst Ag | Mixture of blue-dyeing fiber-reactive dyes and its use for dyeing hydroxy- and/or carboxamide-containing fiber material |
| JPH1171534A (en) * | 1997-06-30 | 1999-03-16 | Sumitomo Chem Co Ltd | Reaction dye mixture, and dyeing or printing using the same |
| JP2000319537A (en) * | 1999-04-12 | 2000-11-21 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Blue dye mixture containing fiber-reactive copper complex formazan dye |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4538897B2 (en) | 2000-05-26 | 2010-09-08 | 住友化学株式会社 | Reactive dye mixture and its application |
-
2004
- 2004-02-20 CN CNB2004800045007A patent/CN1331949C/en not_active Expired - Lifetime
- 2004-02-20 KR KR1020057014365A patent/KR101075939B1/en not_active IP Right Cessation
- 2004-02-20 TW TW093104286A patent/TW200502327A/en not_active IP Right Cessation
- 2004-02-20 WO PCT/JP2004/001983 patent/WO2004074385A1/en active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08269352A (en) * | 1995-03-30 | 1996-10-15 | Hoechst Ag | Mixture of blue-dyeing fiber-reactive dyes and its use for dyeing hydroxy- and/or carboxamide-containing fiber material |
| JPH1171534A (en) * | 1997-06-30 | 1999-03-16 | Sumitomo Chem Co Ltd | Reaction dye mixture, and dyeing or printing using the same |
| JP2000319537A (en) * | 1999-04-12 | 2000-11-21 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Blue dye mixture containing fiber-reactive copper complex formazan dye |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101899226A (en) * | 2009-05-28 | 2010-12-01 | 日本化药株式会社 | Reactive dye composition and dyeing method using the same |
| CN101899226B (en) * | 2009-05-28 | 2014-10-01 | 日本化药株式会社 | Reactive dye composition and dyeing method using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20050103917A (en) | 2005-11-01 |
| TWI343401B (en) | 2011-06-11 |
| TW200502327A (en) | 2005-01-16 |
| CN1751103A (en) | 2006-03-22 |
| KR101075939B1 (en) | 2011-10-21 |
| WO2004074385A1 (en) | 2004-09-02 |
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