CN102220030A - Active yellow azo dye and preparation method and application thereof - Google Patents
Active yellow azo dye and preparation method and application thereof Download PDFInfo
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- CN102220030A CN102220030A CN2011100891337A CN201110089133A CN102220030A CN 102220030 A CN102220030 A CN 102220030A CN 2011100891337 A CN2011100891337 A CN 2011100891337A CN 201110089133 A CN201110089133 A CN 201110089133A CN 102220030 A CN102220030 A CN 102220030A
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- azo dye
- formula
- yellow azo
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- active
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- 0 **(C[C@@](C=C1)N=NC(C=C(*)C2)=CC=C2N)C=C1N=NC(C=C*)=Cc1ccccc1C=* Chemical compound **(C[C@@](C=C1)N=NC(C=C(*)C2)=CC=C2N)C=C1N=NC(C=C*)=Cc1ccccc1C=* 0.000 description 1
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Abstract
The invention refers to an active yellow azo dye, which is characterized by having a structural formula as shown in the specification. The active yellow azo dye provided by the invention has the advantages of excellent quality, good color-fixing properties and high stability when combined with fiber, good overall fastness, outstanding resistance to light and sweat, extremely good resistance to moisture, acid hydrolysis and alkali, excellent chlorine-resistant and ironing-resistant fastness, and superb properties of leveling property, solubility and elution property. Compared with conventional dyes, less inorganic salt and alkali are consumed during the dyeing process of the active azo dye provided by the invention, and the active yellow azo dye is environmentally-friendly.
Description
Technical field:
The present invention relates to a kind of active yellow azoic dyestuff and preparation method thereof and use.Belong to dye field.
Background technology:
In recent years, when using reactive dyeing, quality and painted efficient to DYED FABRICS propose higher requirement, promptly in dyeing course, have direct more fully, and simultaneously can be with the dyestuff flush away of fixation not, so dyestuff should have good degree of fixation and high reactivity, but also need good fastness performance.Known dyestuff can not satisfy all properties requirement, still has some shortcoming.
Summary of the invention:
The present invention seeks to be provided for dyeing and a kind of active azophosphine reactive dyestuffs of printed cellulosic materials and preparation method thereof and using, to solve the above problems.Active azophosphine reactive dyestuffs of the present invention are a kind of active azophosphine reactive dyestuffs that are possessed of good qualities, have fiber---high fixation of dyestuff bonded and high stability, good comprehensive fastness, good photostabilization and perspiration resistance, have fabulous wet fastness and acidproof hydrolysis and alkali resistance and good fastness to chlorine and fastness to ironing equally, and fabulous level-dyeing property, solubleness and wash-out, consuming inorganic salt during reactive dyeing of the present invention and alkali all lacks than conventional dyestuff, also is a kind of environmental dyestuff.Active yellow azoic dyestuff of the present invention it is characterized in that it has following structural formula:
R wherein
1, R
2Independently of one another for hydrogen or by hydroxyl, sulfo group, group that carboxyl, methoxyl group or kharophen replaced;
X is F or CL;
D is one of following formula:
NH
2C
2H
4SO
2C
2H
4OSO
3H，NH
2C
2H
4SO
2C
2H
4CL，
NH
2C
2H
4OC
2H
4SO
2C
2H
4OSO
3H，NH
2C
2H
4OC
2H
4SO
2C
2H
4CL，
Its preparation method is as follows:
Prepare the formula (2) in subordinate's compound of this formula (1);
Wherein:
R
1, R
2Independent of each other for hydrogen or by hydroxyl, sulfo group, group that carboxyl, methoxyl group or kharophen replaced;
M is the numeral of 0-3;
The aqueous solution of formula (2) is transferred to pH=5-7 with alkali, be added to then in the slurry that cyanuric fluoride or cyanuric chloride be made into,, carry out primary condensation reaction under the condition of pH=5-7 at T=0-5 ℃; At 20-40 ℃, carry out secondary condensation reaction, desalination drying then under the condition of pH=5-8.
Described method comprises subordinate's compound formula (2), formula (3) and the formula (4) of using about 1 molar equivalent under every kind of situation:
The compound that the present invention is defined as formula (2) has:
The compound that the present invention is defined as formula (3) has:
The compound that the present invention is defined as formula (4) has:
H
2NC
2H
4SO
2C
2H
4OSO
3H(4-1) H
2NC
2H
4OC
2H
4SO
2C
2H
4OSO
3H(4-2)
H
2NC
2H
4SO
2C
2H
4CL(4-3)
H
2NC
2H
4OC
2H
4SO
2C
2H
4CL(4-7)
Anionic group in the dyestuff formula of the present invention represents with the form of free acid all that for simplicity when dyestuff manufacturing and use, they exist with the form of salt, are basic metal.
The present invention's reactive dyestuffs are that dyeing has fabulous characteristic to filamentary material, have good photostabilization and perspiration resistance, and sunlight resistance has fabulous wet fastness and acidproof hydrolysis and alkali resistance equally, and has good fastness to chlorine-bleaching and fastness to ironing.
Reactive dyestuffs of the present invention have fabulous enhancing, level-dyeing property and good solubility and a wash-out.
Consume the inorganic salt amount during reactive dyeing of the present invention and lack than the normal dyeing consumption, so excellent detergency, high washing fastness are arranged, again owing to dye fixing rate height, the residual dye amount is few in the dyeing waste-water, and three wastes treating processes is greatly reduced.
Embodiment:
In the following example, umber is meant weight part, and temperature is with a degree centigrade expression, and the relation between weight part and the volume is identical with relation between gram and the cubic centimetre.
Embodiment 1, the preparation of dyestuff,
The cyanuric chloride of 18.5g was pulled an oar in frozen water 45 minutes, compound neutral solution with formula (2-1) adds then, at T=5 ℃, reaction is 4 hours under the condition of pH=5-7, compound with formula (4-1) adds then, is warmed up to 35 ℃, transfers pH=5-8 with sodium bicarbonate, reacted 6 hours, and can obtain the dyestuff (1-1) of general molecular formula (1).
Embodiment 2, the preparation of dyestuff
The cyanuric fluoride of 18.5g was pulled an oar in frozen water 45 minutes, compound neutral solution with formula (2-2) adds then, at T=5 ℃, reaction is 4 hours under the condition of pH=5-7, compound with formula (4-2) adds then, is warmed up to 35 ℃, transfers pH=5-8 with sodium bicarbonate, reacted 6 hours, and can obtain the dyestuff (1-2) of general molecular formula (1).
Embodiment 3-10, the preparation of dyestuff
According to the synthetic method of embodiment 1,2, choose the intermediate that is defined as (3), (4), (5), (6) by the present invention, can obtain the dyestuff of general molecular formula (1) equally, they can both dye filamentary material qualified yellow,
Embodiment 14, dyeing
With formula (1-1) dyestuff of 2g be dissolved in fully stir in 50 parts of water after, with this solution impregnation cotton fabric, the pick-up that makes cotton fabric is 80%, oven dry then, then in room temperature with containing the metabisulfite solution of 50g/l and the sodium chloride solution of 200g/l floods this fabric, prick pressure to make the pick-up of fabric be 80% with pricking roller then, the fabric after dying is 3 minutes post rinsings of decatize in 100-102 ℃ saturated vapor, soaped 15 minutes with non-ionic detergent under boiling, post rinse is also dry.
Embodiment 15, stamp
By quick stirring, the dyestuff of 2 parts (1-2) is sprinkled into 150 parts 5% sodium alginate thickening material, 109.5 part water, 30 parts of urea, in 3 parts of m-nitrobenzene sulfonic acids and the 7.5 parts of sodium bicarbonate magma, the printing paste that makes with this method is to cotton fabric printing, decatize 5 minutes in 100-102 ℃ saturated vapor then, rinsing then can be soaped under boiling if desired, once more rinsing and dry.
The performance index that yellow azo active dyestuff of the present invention is implemented dyeing or stamp to filamentary material are as follows:
Claims (4)
1. active yellow azoic dyestuff is characterized in that it has following structural formula:
Wherein: R
1, R
2Independent of each other for hydrogen or by hydroxyl, sulfo group, group that carboxyl, methoxyl group or kharophen replaced;
M is the numeral of 0-3;
X is F or CL;
D is one of following formula:
NH
2C
2H
4SO
2C
2H
4OSO
3H，NH
2C
2H
4SO
2C
2H
4CL，
NH
2C
2H
4OC
2H
4SO
2C
2H
4OSO
3H，NH
2C
2H
4OC
2HXSO
2C
2H
4CL，
2. the preparation method of Yellow azo dye according to claim 1 is characterized in that comprising the steps:
Subordinate's compound formula (2) of preparation formula (1),
The aqueous solution of formula (2) is transferred to pH=5-7 with alkali, be added to then in the slurry that cyanuric fluoride or cyanuric chloride be made into,, carry out primary condensation reaction under the condition of pH=5-7 at T=0-5 ℃; At 20-40 ℃, carry out secondary condensation reaction, desalination drying then under the condition of pH=5-8.
3. the application of Yellow azo dye according to claim 1 is characterized in that: be used for hydroxyl or nitrogenous fibre materials and dye or print.
4. the application of Yellow azo dye according to claim 3 is characterized in that: be used for nitrogenous fibre materials and contain cotton filamentary material and dye or print.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011100891337A CN102220030A (en) | 2011-04-08 | 2011-04-08 | Active yellow azo dye and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011100891337A CN102220030A (en) | 2011-04-08 | 2011-04-08 | Active yellow azo dye and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102220030A true CN102220030A (en) | 2011-10-19 |
Family
ID=44776747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011100891337A Pending CN102220030A (en) | 2011-04-08 | 2011-04-08 | Active yellow azo dye and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102220030A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1353144A (en) * | 2000-11-15 | 2002-06-12 | 西巴特殊化学品控股有限公司 | Active dyes and preparation method and use thereof |
| CN1511887A (en) * | 2002-12-27 | 2004-07-14 | 上海染料化工八厂 | Yellow dye composition and its preparation and use |
| US20050183217A1 (en) * | 2004-02-25 | 2005-08-25 | Everlight Usa, Inc. | Dye composition and the use thereof |
| CN1922276A (en) * | 2004-03-03 | 2007-02-28 | 日本化药株式会社 | Reactive dye compositions and method for dyeing with the same |
| CN101081940A (en) * | 2007-05-25 | 2007-12-05 | 褚平忠 | Preparation method of active azophosphine dye |
-
2011
- 2011-04-08 CN CN2011100891337A patent/CN102220030A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1353144A (en) * | 2000-11-15 | 2002-06-12 | 西巴特殊化学品控股有限公司 | Active dyes and preparation method and use thereof |
| CN1511887A (en) * | 2002-12-27 | 2004-07-14 | 上海染料化工八厂 | Yellow dye composition and its preparation and use |
| US20050183217A1 (en) * | 2004-02-25 | 2005-08-25 | Everlight Usa, Inc. | Dye composition and the use thereof |
| CN1660943A (en) * | 2004-02-25 | 2005-08-31 | 美国永光公司 | Pigment compsn. and its application |
| CN1922276A (en) * | 2004-03-03 | 2007-02-28 | 日本化药株式会社 | Reactive dye compositions and method for dyeing with the same |
| CN101081940A (en) * | 2007-05-25 | 2007-12-05 | 褚平忠 | Preparation method of active azophosphine dye |
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Application publication date: 20111019 |