CN1069333C - Blue series reactivity dye composition and dye composition blend with same - Google Patents
Blue series reactivity dye composition and dye composition blend with same Download PDFInfo
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- CN1069333C CN1069333C CN95119848A CN95119848A CN1069333C CN 1069333 C CN1069333 C CN 1069333C CN 95119848 A CN95119848 A CN 95119848A CN 95119848 A CN95119848 A CN 95119848A CN 1069333 C CN1069333 C CN 1069333C
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- reactive dyes
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- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 230000009257 reactivity Effects 0.000 title 1
- 239000000985 reactive dye Substances 0.000 claims abstract description 104
- 239000002253 acid Substances 0.000 claims abstract description 23
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 239000000975 dye Substances 0.000 claims description 79
- 239000002131 composite material Substances 0.000 claims description 25
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 238000010186 staining Methods 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 239000000835 fiber Substances 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 40
- 239000000460 chlorine Substances 0.000 abstract description 11
- 229910052801 chlorine Inorganic materials 0.000 abstract description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 9
- 238000002156 mixing Methods 0.000 abstract description 7
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- 239000004218 Orcein Substances 0.000 description 12
- 239000001045 blue dye Substances 0.000 description 12
- 235000019248 orcein Nutrition 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- 238000005406 washing Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 235000008708 Morus alba Nutrition 0.000 description 8
- 240000000249 Morus alba Species 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 230000004927 fusion Effects 0.000 description 8
- 239000004744 fabric Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 239000001043 yellow dye Substances 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 235000017550 sodium carbonate Nutrition 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 101100459319 Arabidopsis thaliana VIII-2 gene Proteins 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229910003002 lithium salt Inorganic materials 0.000 description 3
- 159000000002 lithium salts Chemical class 0.000 description 3
- -1 methoxyl group Chemical group 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 101100132433 Arabidopsis thaliana VIII-1 gene Proteins 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000010014 continuous dyeing Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 230000003534 oscillatory effect Effects 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 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
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- 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
- C09B62/01—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
- 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
- C09B62/0081—Monoazo dyes with coupling components containing an amino directing group
-
- 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
- C09B62/085—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
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0047—Mixtures of two or more reactive azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
To obtain the subject composition having excellent salt-dependence, chlorine fastness, level dyeing property and solubility and capable of obtaining purple, green or brown color by mixing with red-based or yellow-based reactive dye. This composition is obtained by mixing (A) 1 pt.wt. of blue- based reactive dye of formula I in a free acid type (X is CH=CH2 , C2 H4 OSO3 H or C2 H4 Cl, etc.; R<1> is a 1-3C alkoxy) with (B) 0.1-0.8 pt.wt. (preferably 0.2-0.5 pt.wt.) of blue-color based reactive dye of formula II-III, in a free acid type (R<2> is a 1-3C alkyl, NHCOCH3 , NHCOC2 H5 or NHCONH2 ; R<3> and R<4> are each a 1-3C alkoxy; Y is OH or X).
Description
The present invention relates to blueness is reactive dye composition and the staining of using said composition.The invention particularly relates to blending blueness and be chemically-reactive dyes and red colour system or yellow and be mulberry or sap green reactive dye composition that chemically-reactive dyes forms, concocting blueness is that chemically-reactive dyes, red colour system chemically-reactive dyes and yellow are the brown reactive dye composite that forms of chemically-reactive dyes and the staining of using these compositions.More particularly, the blueness that the present invention relates to salt interdependence, fastness to chlorine, equalization and solvability excellence is consistent mulberry, sap green or the brown reactive dye composite of dyeing kinetics of reactive dye composition, blueness and redness or xanchromatic chemically-reactive dyes.
Chemically-reactive dyes is because bright in colour and each color fastness excellence, thereby is used widely.Yet, in recent years, the requirement that reduces the dyeing cost is improved constantly, and the requirement that the exploitation dying operation is easy to dyestuff is also strong day by day.Specifically, requirement is the dyestuff of salt interdependence, fastness to chlorine and equalization excellence, requires the dyeing kinetics unanimity of each staining components of blending dyestuff, and for ease of weighing, should have compounding high concentration liquiform product easily, good solubility.
Existing various bluenesss are chemically-reactive dyes, but the dyestuff of salt interdependence, fastness to chlorine and equalization excellence, favorable solubility is less, especially with redness and/or the fusion of xanchromatic chemically-reactive dyes, wish to get purple, green or when brown, the dyestuff of the dyeing kinetics unanimity of each dyestuff composition is less.
The present inventor is a chemically-reactive dyes for the blueness of developing salt interdependence, fastness to chlorine, equalization and solvability excellence, and be that chemically-reactive dyes is a base-material in order to develop with this blueness, the red colour system and/or the yellow that are suitable for purple, green or brown colouring are that chemically-reactive dyes has carried out various researchs, have finished the present invention.
Present invention resides in free acid shape, following general formula (I)
(in the formula, X represents-CH=CH
2,-C
2H
4OSO
3H or-C
2H
4Cl, R
1Expression C
1-C
3Alkoxyl group) Biao Shi blueness is that to mix being selected from of 0.1-0.8 weight part blueness free acid shape, following general formula (II), (III), (IV) and (V) expression in chemically-reactive dyes 1 weight part be that at least a blueness in the chemically-reactive dyes is that the blueness that chemically-reactive dyes forms is a reactive dye composition.
(in the formula, R
2Expression C
1-C
3Alkyl ,-NHCOCH
3,-NHCOC
2H
5Or-NHCONH
2, R
3Expression C
1-C
3Alkoxyl group, the definition of X is the same)
(in the formula, Y represents-OH or X that the definition of X is the same)
(in the formula, R
4Expression C
1-C
3Alkoxyl group, the definition of X is the same)
(in the formula, the definition of X is the same)
In addition, present invention resides in above-mentioned blueness is that fusion is selected from the mulberry reactive dye composition that at least a red colour system chemically-reactive dyes in the red colour system chemically-reactive dyes of general formula free acid shape, following (VI) and (VII) expression forms in the reactive dye composition.
(in the formula, R
5, R
6And R
7Expression hydrogen atom or C
1-C
3Alkyl, R
8Expression hydrogen atom, halogen atom or C
1-C
3Alkyl, the definition of X is the same)
(in the formula, Z represents
Or
, in the base, W represent hydrogen atom, carboxyl, sulfonic group or-SO
2X, R
10Expression hydrogen atom or C
1-C
3Alkyl; Y represents-OH or X, R
9Expression hydrogen atom or C
1-C
3Alkyl, m represent 0 or 1, and the definition of X is the same)
The present invention also comprises by in above-mentioned blueness being the sap green chemically-reactive dyes group that fusion is formed by the chemically-reactive dyes blending of general formula a certain proportion of free acid shape, following (VIII), (IX), (X), (XI) expression in the reactive dye composition yellow reaction dye mixture is made
(in the formula, the definition of X is the same)
(in the formula, T represents amino or methyl, and the definition of X is the same)
(in the formula, the definition of X is the same)
(in the formula, the definition of X is the same)
The present invention also comprises further by being that fusion is concocted the brown reactive dye composite that the yellow reaction dye mixture that forms is made in certain proportion by the chemically-reactive dyes that is selected from least a red colour system chemically-reactive dyes in red colour system chemically-reactive dyes free acid shape, above-mentioned general formula (VI) and (VII) expression and above-mentioned general formula (VIII) (IX) (X) and (XI) expression in the reactive dye composition in above-mentioned blueness.
Below, describe the present invention in detail.
Blueness in general formula (I) expression is in the chemically-reactive dyes, the dyestuff that preferred following structural is represented.
Blueness in general formula (II) expression is in the chemically-reactive dyes, the dyestuff that preferred following structural is represented.
(in the formula, R
2-1The expression methyl or-NHCOCH
3)
Blueness in general formula (III) expression is in the chemically-reactive dyes, the dyestuff that preferred following structural is represented.
Blueness in general formula (IV) expression is in the chemically-reactive dyes, the dyestuff that preferred following structural is represented.
Blueness in general formula (V) expression is in the chemically-reactive dyes, the dyestuff that preferred following structural is represented.
In the red colour system chemically-reactive dyes of general formula (VI) expression, the dyestuff that preferred following structural is represented.
(in the formula, R
6-1Expression C
1, or C
2Alkyl, R
8-1Expression hydrogen atom or halogen atom)
In the red colour system chemically-reactive dyes of general formula (VII) expression, preferred following structural is represented
(in the formula, W ' expression carboxyl or sulfonic group)
In above-mentioned general formula (I)-(VII), R
2, R
5, R
6, R
7, R
8, R
9And R
10The C of expression
1-C
3The example of alkyl has methyl, ethyl, n-propyl or sec.-propyl.
R
1, R
3And R
4The C of expression
1-C
3The example of alkoxyl group has methoxyl group, oxyethyl group, positive propoxy or isopropoxy.
R
8The example of the halogen atom of expression has chlorine atom and bromine atoms.
In blueness of the present invention is in the reactive dye composition, the blueness of general formula (I) expression is a chemically-reactive dyes to the blueness that is selected from general formula (II)-(V) expression is that at least a blueness in the chemically-reactive dyes is that the weight ratio of chemically-reactive dyes is 1: 0.1-0.8 is preferably 1: 0.2-0.5.
When blending red colour system or yellow are chemically-reactive dyes, be that the blueness of 100 weight parts is that the fusion total amount is the 5-5000 weight part in the chemically-reactive dyes, the red colour system or the yellow that are preferably the 10-1000 weight part be chemically-reactive dyes in total amount.
In dye composite of the present invention, when other blue systems of fusion, red colour system or yellow are chemically-reactive dyes again for color matching, if in 10% (weight) scope, the characteristic of dye composite not have to influence substantially.
Each chemically-reactive dyes that constitutes dye composite of the present invention all exists with the form of free acid or its salt, usually, as this salt, an alkali metal salt or alkaline earth salts such as preferred lithium salts, sodium salt, sylvite, calcium salt.The chemically-reactive dyes of above-mentioned general formula (I)-(XI) expression of using among the present invention in addition, can be by the known method manufacturing.
The example of cellulosic fibre that becomes the object of staining of the present invention has cotton, viscose rayon, cuprammonium rayon, fiber crops etc.The form of these cellulosic fibres can be the blend fiber with polyester, triacetate, diacetate, polyacrylonitrile, polymeric amide, wool and silk etc.
There is multiple staining to be suitable as the staining of using blueness of the present invention, mulberry, sap green or brown reactive dye composite.For example, when cellulosic fibre is carried out exhaustion dyeing, in the presence of inorganic salt such as alkali such as sodium bicarbonate, yellow soda ash, Quilonum Retard, sodium hydroxide, triethylamine and saltcake, salt, dye.At this moment, the usage quantity of alkali is generally every liter of staining fluid 10-30 gram.The usage quantity of inorganic salt is preferably about every liter of staining fluid 30-50 gram.
Dyeing temperature is 40-80 ℃, preferred 50-60 ℃.Product dyed thereby after the dyeing is through soaping and washing the processing after drying.Reactive dye composition of the present invention is not only applicable to the exhaustion dyeing method, and also be applicable to the continuous dyeing method, roll volume cold-stacking dyeing method, its dyeing kinetics unanimity, the scope of application is very wide.
Below, specify the present invention by embodiment.But the present invention is not subjected to the restriction of these embodiment.
Embodiment 1
With the blueness of following structural (I-1) expression is chemically-reactive dyes 0.5 gram
And the blueness of following structural (II-1) expression is chemically-reactive dyes 0.2 gram
The blueness of forming is that reactive dye composition is dissolved in 30 ℃ 170 milliliters in the water, adds sodium sulfate crystal 10 grams again, is mixed with staining fluid.Cotton 10 grams are immersed in the staining fluid, after 25 minutes, add the aqueous sodium carbonate of 30 milliliter of 100 grams per liter again, after 5 minutes,, rise to 60 ℃ with 1 ℃/minute speed heating 30 minutes in vibration under the same temperature with the vibration of oscillatory type dyeing machine.After dyeing 60 minutes under this temperature, taking-up is dyed cloth, washing, after using the aqueous acetic acid neutralization, washing, hot water wash of 2 grams per liters again, in the liquid of soaping of Hostapal CT-40 (registered trademark, Hoechst Japan company product) 2 grams per liters, soaped 10 minutes in 100 ℃, again washing, drying.Its result obtains the good blue dyeing thing of level-dyeing property and fastness to chlorine.
Embodiment 2-10
Use in ratio shown in the table 1 dyestuff shown in the structural formula among the embodiment 1 (I-1), (II-1) and following structural (III-1), (IV-1), (V-1), (I-2), (II-2) is concocted the dye composite that forms, dye similarly to Example 1.Its result obtains the good blue dyeing thing of equalization and fastness to chlorine.
Table 1
Embodiment 11-1-11-6
| Embodiment No. | Blueness is reactive dye composition (g) | ||||||
| Ⅰ-1 | Ⅰ-2 | Ⅱ-1 | Ⅲ-1 | Ⅳ-1 | Ⅴ-1 | Ⅱ-2 | |
| 2 | 1.0 | 0.3 | |||||
| 3 | 0.8 | 0.16 | |||||
| 4 | 0.65 | 0.4 | |||||
| 5 | 0.8 | 0.6 | |||||
| 6 | 1.0 | 0.28 | |||||
| 7 | 0.5 | 0.5 | 0.15 | ||||
| 8 | 0.8 | 0.1 | 0.1 | ||||
| 9 | 1.0 | 0.1 | 0.2 | ||||
| 10 | 1.0 | 0.2 | |||||
Except that changing dyestuff shown in the structural formula among the embodiment 2 (III-1) into shown in the table 2 blueness is the chemically-reactive dyes, dyes similarly to Example 2.Its result obtains the blue dyeing thing of level-dyeing property and fastness to chlorine excellence.
Table 2
Table 2 (continuing)
Embodiment 12
Said structure formula (I-1) is reached dyestuff shown in (III-1) change their lithium salts into, weigh 60 grams and 20 grams respectively, dissolve in 1000 milliliters of hot water, it is cooled to 25 ℃ again.Do not see that dyestuff separates out, the aqueous solution keeps uniform state.
Embodiment 13
Said structure formula (I-1) is reached dyestuff shown in (IV-1) change their lithium salts into, weigh 80 grams and 15 grams respectively, dissolve in 1000 milliliters of hot water, it is cooled to 25 ℃ again.Do not see that dyestuff separates out, the aqueous solution keeps uniform state.
Embodiment 14
Weigh 70 grams of dyestuff shown in said structure formula (I-1), (II-1) and (III-1), 10 grams and 20 grams respectively, dissolve in 1000 milliliters of hot water, it is cooled to 25 ℃ again.Do not see that dyestuff separates out, the aqueous solution keeps uniform state.
The result of embodiment 12-14 shows, dye composite of the present invention has extremely good solubleness, this characteristic shows that dye composite of the present invention is suitable for making the liquid composition of high density, and, can or roll volume cold-stacking dyeing legal system through continuous dyeing and get the mazarine product dyed thereby.
Embodiment 15
With the blueness of said structure formula (I-1) expression is that the blueness that chemically-reactive dyes 0.5 gram, structural formula (III-1) are represented is red colour system chemically-reactive dyes 0.5 gram of chemically-reactive dyes 0.2 gram and following structural (IV-1) expression.
The dye composite of forming is dissolved in 30 ℃ 170 milliliters in the water, adds sodium sulfate crystal 10 grams again, is mixed with staining fluid.Cotton 10 grams are immersed in the staining fluid, after 25 minutes, add the aqueous sodium carbonate of 30 milliliter of 100 grams per liter again, after 5 minutes,, rise to 60 ℃ with 1 ℃/minute speed heating 30 minutes in vibration under the same temperature with the vibration of oscillatory type dyeing machine.
Make 6 jars of same staining fluids, when dyeing temperature, time reach 1. 35 ℃, 2. 40 ℃, 3. 50 ℃, 4. 60 ℃, 5. 60 ℃ * 10 minutes, 6. 60 ℃ * 60 minutes, take out cotton from each dyeing pot, washing, aqueous acetic acid neutralization with 2 grams per liters, washing, hot wash then, then, in the Hostapal of 2 grams per liters CT-40 soaps liquid, in 100 ℃ soaped 10 minutes after, the washing, drying.From 1. being certain mulberry to 6. stained cloth, deepen gradually, illustrate that the dyeing kinetics of blue dyes and orchil is very consistent.Comparative example 1
Remove and use following structural (A)
Outside the red colour system chemically-reactive dyes among the dyestuff replacement embodiment 15 of expression, dye similarly to Example 15, to carry out painted stained cloth in contrast for 6. 60 ℃ * 60 minutes by dyeing temperature and time, relatively carry out painted respectively dying cloth and tone by 1.-5. dyeing temperature, discovery is by 5. to 1., redness deepens, and tone changes.This be since the dyeing kinetics of the dyeing kinetics of orchil and blue dyes inconsistent due to.
Embodiment 16-1-16-9
Blueness at embodiment 2-10 is to append red colour system chemically-reactive dyes 0.5 gram of structural formula (VI-1) expression in the reactive dye composition, dyes similarly to Example 15.Its result, the dyeing kinetics of each blue dyes and orchil is all very consistent.
Embodiment 17-1-17-5
Except that the dyestuff represented with structural formula shown in the table 3 replaces the red colour system chemically-reactive dyes of structural formula (VI-1) expression among the embodiment 15, by the method dyeing identical with embodiment 15.
Its result, stained cloth is certain mulberry, deepens gradually, shows that the dyeing kinetics of blue dyes and orchil is very consistent.
Table 3
Table 3 (continuing)
Embodiment 18-1-18-5
Except that the dyestuff of representing with structural formula shown in the table 4 replaces the red colour system chemically-reactive dyes of structural formula (VI-1) expression among the embodiment 16-1, by the method dyeing identical with embodiment 16-1.
Its result, the dyeing kinetics of blue dyes and orchil is very consistent.
Table 4
Table 4 (continuing)
Embodiment 19-1-19-5
Except that the dyestuff of representing with structural formula shown in the table 5 replaces the red colour system chemically-reactive dyes of structural formula (VI-1) expression among the embodiment 16-2, by the method dyeing identical with embodiment 16-2.
Its result, the dyeing kinetics of blue dyes and orchil is very consistent.
Table 5
Table 5 (continuing)
Table 5 (continuing)
Embodiment 20
Use the chemically-reactive dyes of said structure formula (I-1), (IV-1) and (VI-1) expression, the padding liquid of forming shown in the preparation table 6.
Table 6
| Composition | Content (grams per liter) |
| The m-nitrobenzene sodium sulfonate hexa metaphosphoric acid of dyestuff sodium alginate (medium-viscosity product) shown in the dyestuff (VI-1) shown in the dyestuff shown in (I-1) (IV-1) natrium surfactant (Leonil SR-J, Hoechst Japan company product) | 8.0 2.0 15.0 2.0 10.0 2.0 2 milliliters/liter |
Then, cotton is immersed in the padding liquid, be rolled to the liquid rate 70% of taking, in 100 ℃ of dryings 3 minutes.
Then, this cotton is padded with the chemical liquids that contains 15 milliliters/liter of saltcake 200 grams per liters, yellow soda ash 40 grams per liters and 38 ° of Be aqueous sodium hydroxide solutions, be rolled to the liquid rate 80% of taking, in 102 ℃ of steam sets 30 seconds, 60 seconds and 120 seconds, after the washing, aqueous acetic acid neutralization with 2 grams per liters, washing, hot wash in the Hostapal of 2 grams per liters CT-40 soaps liquid, were soaped 10 minutes in 100 ℃ then again, washing, drying.Its result, stained cloth is the mulberry of certain tone, and deepens gradually, illustrates that the dyeing kinetics of orchil, blue dyes is very consistent.
Embodiment 21-1-21-6
Use the dye composite that forms by yellow dyes shown in orchil shown in blue dyes shown in the blending of ratio shown in the table 7 said structure formula (I-1), (II-1), (III-1), (IV-1) and the said structure formula (VI-1) and following structural (VIII-1), (VIII-2), (IX-1), (IX-2), (X-1), (XI-1), the method shown in the embodiment 15 of pressing dyes.Its result, stained cloth 1.-6. is certain tone, and deepens gradually, and the dyeing kinetics of blue dyes, yellow dyes and orchil is very consistent.
Table 7
Embodiment 22
| Embodiment | Blue dyes (gram) | Orchil (gram) | Yellow dyes (gram) | Tone | ||||||||
| [Ⅰ-1] | [Ⅱ-1] | [Ⅲ-1] | [Ⅳ-1] | [Ⅵ-1] | [Ⅶ-1] | [Ⅷ-2] | [Ⅸ-1] | [Ⅸ-2] | [Ⅹ-1] | [Ⅺ-1] | ||
| 21-1 | 0.6 | 0.2 | 1.5 | 1.2 | Sap green | |||||||
| 21-2 | 1.0 | 0.3 | 0.4 | 0.15 | 0.1 | Sap green | ||||||
| 21-3 | 0.8 | 0.2 | 0.4 | 0.2 | 0.15 | Sap green | ||||||
| 21-4 | 0.4 | 0.1 | 0.1 | 0.8 | 0.3 | 0.1 | Sap green | |||||
| 21-5 | 0.7 | 0.2 | 0.4 | 0.5 | 0.3 | 0.2 | Brown | |||||
| 21-6 | 1.3 | 0.4 | 1.0 | 1.2 | 0.5 | Brown | ||||||
Except that using the yellow dyes of forming by the dyestuff (2 grams per liter) of the dyestuff (4 grams per liter) of dyestuff (9 grams per liter), (IX-1) expression of (VIII-1) expression and (XI-1) expression to replace the orchil (15 grams per liter) of (VI-1) shown in the table 6 expression among the embodiment 20, press the method identical and dye with embodiment 20.Its result, the dyeing kinetics of blue dyes, yellow dyes is very consistent.
Embodiment 23
In embodiment 20, append again in the dyestuff shown in the table 6 by dyestuff (8 grams per liter) of (VIII-2) expression and the yellow dyes formed of dyestuff (3 grams per liter) of (X-1) expression, press the method identical and dye with embodiment 20.Its result, the dyeing kinetics of blue dyes, orchil and yellow dyes is very consistent.
Blueness of the present invention is that reactive dye composition has excellent salt interdependence, level-dyeing property and fastness to chlorine, and, the dyeing kinetics of the dye composite that specific red colour system chemically-reactive dyes of fusion and/or yellow reaction dyestuff form in this blueness reactive dye composition is very consistent, cellulosic fibre can be dyed mulberry, sap green or brown.Blueness of the present invention is that reactive dye composition also has good solubility, is suitable for being mixed with the liquiform product of high density.
Claims (11)
1. dye composite, it comprises general formula free acid shape, following (I)
In the formula, X represents-CH=CH
2,-C
2H
4OSO
3H or-C
2H
4Cl, R
1Expression C
1-C
3The blueness that alkoxyl group is represented is that being selected from of chemically-reactive dyes 1 weight part and 0.1-0.8 weight part blueness free acid shape, following general formula (II), (III), (IV) and (V) expression is at least a in the chemically-reactive dyes,
In the formula, R
2Expression C
1-C
3Alkyl ,-NHCOCH
3,-NHCOC
2H
5Or-NHCONH
2, R
3Expression C
1-C
3Alkoxyl group, the definition of X is the same
In the formula, Y represents-OH or X that the definition of X is the same
In the formula, R
4Expression C
1-C
3Alkoxyl group, the definition of X is the same
In the formula, the definition of X is the same.
2. dye composite as claimed in claim 1 is characterized in that, it also comprises and is selected from least a in red colour system chemically-reactive dyes free acid shape, following general formula (VI) and (VII) expression,
In the formula, R
5, R
6And R
7Expression hydrogen atom or C
1-C
3Alkyl, R
8Expression hydrogen atom, halogen atom or C
1-C
3Alkyl, the definition of X is the same
In the formula, Z represents
Or
, wherein, W represent hydrogen atom, carboxyl, sulfonic group or-SO
2X, R
10Expression hydrogen atom or C
1-C
3Alkyl; Y represents-OH or X, R
9Expression hydrogen atom or C
1-C
3Alkyl, m represent 0 or 1, and the definition of X is the same.
3. dye composite as claimed in claim 2 is characterized in that, blueness is that the total amount of chemically-reactive dyes is 100 weight parts, and the total amount of red colour system chemically-reactive dyes is the 5-5000 weight part.
4. dye composite as claimed in claim 1, it is characterized in that, it also comprises the yellow reaction dye mixture of being made up of chemically-reactive dyes free acid shape, following general formula (IX) expression of the chemically-reactive dyes free acid shape of 60-40 weight %, following general formula (VIII) expression and 40-60 weight %
In the formula, the definition of X is the same
In the formula, T represents amino or methyl, and the definition of X is the same.
5. dye composite as claimed in claim 1, it is characterized in that, it also comprises the yellow reaction dye mixture of being made up of chemically-reactive dyes free acid shape, following general formula (X) expression of the chemically-reactive dyes free acid shape of 80-60 weight %, above-mentioned general formula (VIII) expression and 20-40 weight %
In the formula, the definition of X is the same.
6. dye composite as claimed in claim 1, it also is included in the yellow reaction dye mixture that chemically-reactive dyes free acid shape, that following general formula (XI) is represented of sneaking into the 5-30 weight part in yellow reaction dye mixture 100 weight parts of being made up of the chemically-reactive dyes free acid shape of the chemically-reactive dyes free acid shape of 60-40 weight %, above-mentioned general formula (VIII) expression and 40-60 weight %, above-mentioned general formula (IX) expression forms
In the formula, the definition of X is the same.
7. dye composite as claimed in claim 1, it is characterized in that it also is included in the yellow reaction dye mixture that chemically-reactive dyes free acid shape, that above-mentioned general formula (XI) is represented of sneaking into the 5-30 weight part in yellow reaction dye mixture 100 weight parts of being made up of the chemically-reactive dyes free acid shape of the chemically-reactive dyes free acid shape of 80-60 weight %, above-mentioned general formula (VIII) expression and 20-40 weight %, above-mentioned general formula (X) expression forms.
8. as each described dye composite among the claim 4-7, it is characterized in that blueness is that reactive dye composition branch total amount is 100 weight parts, the total amount of yellow reaction dye mixture is the 5-5000 weight part.
9. dye composite as claimed in claim 1 is characterized in that it also comprises
Be selected from least a of red colour system chemically-reactive dyes free acid shape, above-mentioned general formula (VI) and (VII) expression and
Be selected from 1. following-at least a in 4.:
Yellow reaction dye mixture 1. free acid shape, that form by the chemically-reactive dyes of above-mentioned general formula (IX) expression of the chemically-reactive dyes of the above-mentioned general formula (VIII) of 60-40 weight % expression and 40-60 weight %,
2. the yellow reaction dye mixture of forming by the chemically-reactive dyes of above-mentioned general formula (X) expression of the chemically-reactive dyes of the above-mentioned general formula (VIII) of 80-60 weight % expression and 20-40 weight %,
3. in yellow reaction dye mixture 100 weight parts of forming by the chemically-reactive dyes of above-mentioned general formula (IX) expression of the chemically-reactive dyes of the above-mentioned general formula (VIII) of 60-40 weight % expression and 40-60 weight %, sneak into yellow reaction dye mixture that chemically-reactive dyes that the above-mentioned general formula (XI) of 5-30 weight part represents forms,
4. in yellow reaction dye mixture 100 weight parts of forming by the chemically-reactive dyes of above-mentioned general formula (X) expression of the chemically-reactive dyes of the above-mentioned general formula (VIII) of 80-60 weight % expression and 20-40 weight %, sneak into the yellow reaction dye mixture that chemically-reactive dyes that the above-mentioned general formula (XI) of 5-30 weight part represents forms.
10. dye composite as claimed in claim 9 is characterized in that, blueness is that the total amount of chemically-reactive dyes is 100 weight parts, and the total amount of red colour system chemically-reactive dyes is the 5-5000 weight part, and the total amount of yellow reaction dyestuff is the 5-5000 weight part.
11. the staining of cellulosic fibre is characterized in that, uses each described dye composite among the claim 1-10.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP323998/1994 | 1994-12-02 | ||
| JP323998/94 | 1994-12-02 | ||
| JP32399894 | 1994-12-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1130660A CN1130660A (en) | 1996-09-11 |
| CN1069333C true CN1069333C (en) | 2001-08-08 |
Family
ID=18160988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95119848A Expired - Fee Related CN1069333C (en) | 1994-12-02 | 1995-12-01 | Blue series reactivity dye composition and dye composition blend with same |
Country Status (3)
| Country | Link |
|---|---|
| KR (1) | KR960022859A (en) |
| CN (1) | CN1069333C (en) |
| TW (1) | TW347406B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5682947B2 (en) * | 2009-05-28 | 2015-03-11 | 日本化薬株式会社 | Reactive dye composition and dyeing method using the same |
| CN102031016A (en) * | 2010-11-03 | 2011-04-27 | 湖北华丽染料工业有限公司 | Composite reactive blue dye |
| CN103554981A (en) * | 2013-09-29 | 2014-02-05 | 天津德凯化工股份有限公司 | Red reactive dye |
| CN103627206A (en) * | 2013-11-21 | 2014-03-12 | 天津德凯化工股份有限公司 | Novel active navy blue dye |
| CN104479402A (en) * | 2014-12-11 | 2015-04-01 | 吴江桃源染料有限公司 | Semi-finished product of deep red dye, preparation method and application thereof |
| CN112552705B (en) * | 2019-09-26 | 2022-07-22 | 浙江科永化工有限公司 | Reactive dye compound and preparation method and application thereof |
| CN111100478B (en) * | 2019-12-30 | 2021-03-05 | 浙江劲光实业股份有限公司 | Preparation method and application of blue dye with three active groups |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0601439A2 (en) * | 1992-12-07 | 1994-06-15 | BASF Aktiengesellschaft | Dye mixtures containing dyes with a coupling component of the diaminopyridine type |
-
1995
- 1995-11-07 TW TW084111796A patent/TW347406B/en active
- 1995-11-21 KR KR1019950042518A patent/KR960022859A/en not_active Application Discontinuation
- 1995-12-01 CN CN95119848A patent/CN1069333C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0601439A2 (en) * | 1992-12-07 | 1994-06-15 | BASF Aktiengesellschaft | Dye mixtures containing dyes with a coupling component of the diaminopyridine type |
Also Published As
| Publication number | Publication date |
|---|---|
| KR960022859A (en) | 1996-07-18 |
| CN1130660A (en) | 1996-09-11 |
| TW347406B (en) | 1998-12-11 |
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