CN102250485B - Yellow disperse dye capable of dyeing in acid and alkaline baths - Google Patents
Yellow disperse dye capable of dyeing in acid and alkaline baths Download PDFInfo
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- CN102250485B CN102250485B CN 201110133857 CN201110133857A CN102250485B CN 102250485 B CN102250485 B CN 102250485B CN 201110133857 CN201110133857 CN 201110133857 CN 201110133857 A CN201110133857 A CN 201110133857A CN 102250485 B CN102250485 B CN 102250485B
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- dyeing
- disperse dye
- acid
- yellow disperse
- dye
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- 238000004043 dyeing Methods 0.000 title claims abstract description 34
- 239000000986 disperse dye Substances 0.000 title claims abstract description 22
- 239000002253 acid Substances 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000000975 dye Substances 0.000 abstract description 38
- 239000004744 fabric Substances 0.000 abstract description 6
- 238000005406 washing Methods 0.000 abstract description 4
- 238000007639 printing Methods 0.000 abstract description 3
- 238000000859 sublimation Methods 0.000 abstract description 2
- 230000008022 sublimation Effects 0.000 abstract description 2
- 229920004933 Terylene® Polymers 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 239000005020 polyethylene terephthalate Substances 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 238000003801 milling Methods 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- LOTKRQAVGJMPNV-UHFFFAOYSA-N 1-fluoro-2,4-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(F)C([N+]([O-])=O)=C1 LOTKRQAVGJMPNV-UHFFFAOYSA-N 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 229940113124 polysorbate 60 Drugs 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
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Abstract
The invention relates to a yellow disperse dye capable of dyeing in acid and alkaline baths. The structural formula of the yellow disperse dye is shown in the specification, wherein, R1 is CH3, OCH3, OC2H5 or NHCOCH3; R2 is CH3 or NHCOR3; and R3 is H, CH3 or C2H5. The dye provided by the invention can be used for dyeing and printing of terylene and blended fabrics thereof, and especially is suitable for high-temperature high-pressure dyeing. In weak acid and strong alkaline baths (pH = 4.0-14), the yellow disperse dye can acquire the same dyeing shade and depth, and has good reproducibility and excellent sublimation and washing fastness.
Description
Technical field
The present invention relates to a kind of dispersed dye, specifically relate in a kind of acidity or alkali bath all stainable Yellow disperse dyes.
Background technology
When adopting high-temperature and high pressure dyeing process that dispersed dye are dyeed, acetic acid commonly used and primary ammonium phosphate are regulated the pH value, and pH value general control is 5～6, to guarantee to dye getting the coloured light of fabric and the circulation ratio of the degree of depth.Especially the dispersed dye of some high washing fastness, its dye bath will be strict controlled in PH=4.0-4.5, otherwise will cause dying to such an extent that the heterochromatic and degree of depth of fabric reduces, and namely the circulation ratio of dyeing is not good.
Yet polyester piece good dye prefinishing, all carry out under alkaline condition as processing such as: alkali decrement, concise, destarch, cleaning after dyeing is also carried out under alkaline condition, the dyeing that has dispersed dye only needs to carry out in slightly acidic (PH=5-6) is bathed, and brings inconvenience for integral dying technique.Therefore along with the progress of weaving and printing technology, research and develop a kind of can dyeing and also can guarantee simultaneously that the reproducible dispersed dye of textile dyeing become the important topic that domestic and international printing and dyeing circle need to be resolved hurrily in alkaline dye bath.
Summary of the invention
The purpose of this invention is to provide and a kind ofly can all can stablize dyeing in acidity or alkaline dye bath, the good acid-alkaline of textile dyeing circulation ratio is bathed the Yellow disperse dye of dyeing.
For reaching above-mentioned purpose, the present invention has adopted following technical scheme: a kind of acid-alkaline is bathed the Yellow disperse dye compound of dyeing, and its general structure is:
Wherein, R
1Be CH
3, OCH
3, OC
2H
5Or NHCOCH
3, R
2Be CH
3Or NHCOR
3, R
3Be H, CH
3Or C
2H
5
The present invention also can further realize by following scheme:
Described acid-alkaline is bathed the Yellow disperse dye compound of dyeing, wherein, and described R
13 or 4 of nitrogen benzide.
Described acid-alkaline is bathed the Yellow disperse dye compound of dyeing, wherein, and described R
3Be preferably CH
3
A kind of yellow disperse dye composition comprises above-mentioned any one or the compound more than.
A kind of yellow disperse dye composition comprises above-mentioned wantonly two or three s' compound.
Acid-alkaline of the present invention is bathed the Yellow disperse dye of dyeing, is not subjected to the impact of dye bath acid-basicity during dyeing, is particularly suited for dyeing in alkali bath, makes the realization of the Dyeing in Alkali Bath technique with plurality of advantages become possibility.The front and back that guaranteed overall dyeing and finishing technology connect, and reach the purpose of simplifying technique and energy-saving and emission-reduction.
Acid-alkaline of the present invention is bathed the Yellow disperse dye of dyeing, when adopting Dyeing in Alkali Bath, can further remove grease in fabric and the residue of destarch, improves the quality of dyeing; Also can save the materials such as acetic acid, lubricant and oligopolymer preventing agent that add when weak acid is bathed dyeing, effectively save cost.
It is gorgeous that acid-alkaline of the present invention is bathed the Yellow disperse dye coloured light of dyeing, gives color depth, and have excellent washing and sublimation fastness, and favorable reproducibility can be arranged in pairs or groups with dissimilar dispersed dye, has development prospect widely.
Embodiment
Following embodiment is used for compound of the present invention and composition are further detailed.
Preparation example 1
Para-totuidine 5.46 grams (0.05gmol) that add frozen water 100 grams and 98% in the there-necked flask of 250 milliliters, then add 30% hydrochloric acid 15.2 grams, stir on ice-water bath to entirely molten, then drip 25% sodium nitrite solution 14.1 grams (0.051gmol) at 0-10 ℃, and react to para-totuidine at 0-5 ℃ and disappear, then add approximately 0.5 gram thionamic acid, stirring is checked to test paper colourless afterwards with starch potassium iodide paper, get diazo liquid and treat coupling.
Add the water of 250 milliliters and 98% 3-acetylaminoaniline 7.5 grams (0.049gmol) in the beaker of 1000 milliliters, then the hydrochloric acid that adds 30 grams 30% stirs to entirely molten, then add above-mentioned diazo liquid, carry out coupling, react to coupling component and disappear, filtered water is washed till neutrality, gets intermediate product filter cake 30-35 gram, approximately 13 grams of product of giving money as a gift.
Add 250 ml waters in the there-necked flask of 500 milliliters, 0.3 gram polysorbate60, above-mentioned intermediate product filter cake, the soda ash of the DNFB of 10.2 grams 99% (0.05gmol) and 5.5 grams 98%.Slowly be warming up to 90-105 ℃ under stirring, react to the intermediate disappearance, be cooled to 70 ℃, filtered water is washed till neutrality, gets dyestuff filter cake 50-55 gram, approximately 20 grams of dyestuff of giving money as a gift.Dyestuff is dissolved in DMF that to survey its maximum absorption wavelength be λ
max=413nm.The structure of title compound formula is as follows:
Preparation example 2-9
Mol ratio by preparation example 1 feeds intake, and same synthetic method can obtain in the dyestuff general formula corresponding dyestuff separately, and the substituting group of products obtained therefrom is as shown in the table:
| Preparation example number | R 1 | R 2 | R 3 | λ max |
| 2 | 4-OCH 3 | NHCOR 3 | CH 3 | 415 |
| 3 | 4-OC 2H 5 | NHCOR 3 | CH 3 | 418 |
| 4 | 3-CH 3 | NHCOR 3 | H | 414 |
| 5 | 4-NHCOCH 3 | CH 3 | - | 417 |
| 6 | 4-CH 3 | CH 3 | - | 410 |
| 7 | 3-CH 3 | CH 3 | - | 419 |
| 8 | 4-OCH 3 | CH 3 | - | 413 |
| 9 | 4-OC 2H 5 | CH 3 | - | 416 |
Embodiment 1
Get preparation example 1 dyestuff 20 grams, dispersing agent MF 20 grams, sodium lignosulfonate 20 grams sand milling together with 90 gram water, filter during to diffusibleness to the 4-5 level, dye paste obtains yellow dispersed dye through rapid drying.
Embodiment 2
Get preparation example 2 dyestuff 10 grams, example 8 dyestuff 10 grams, dispersing agent MF 20 grams, sodium lignosulfonate 20 grams sand milling together with 90 gram water, filter when diffusibleness reaches the 4-5 level, dye paste obtains yellow disperse dye composition through rapid drying.
Embodiment 3-4
Get respectively the dyestuff of preparation example 5 and preparation example 9, the preparation method is with embodiment 1, through sand milling and the dry Yellow disperse dye that obtains respectively embodiment 3 and 4 of processing.
Embodiment 5
Get 0.04 gram embodiment 1 dyestuff, add in the dye vat that 200ml water is arranged, stir to the complete a small amount of acetic acid of molten rear use and transfer to PH=5.5, then add the 2 pure resistance polyester fiber knitting fabrics of gram, be warming up to 130 ℃ within 30 minutes, be incubated cooling after 60 minutes, fully wash, dry up, obtain the aureus fabric.Dye level is 2%.
Dyestuff soda acid of the present invention is bathed coloration result relatively
Dyeing process is with embodiment 5, and with the parallel dyeing simultaneously in different dye baths: A, B, C, D respectively of embodiment 1-4 dyestuff, dye level is 2%.Coloration result relatively, dye bath A:PH=5.5 wherein, B:PH=4, C:30 gram/soda ash, D:2 grams per liter sodium hydroxide.
The embodiment dyestuff dyes sample as standard comparative result such as following table take its dye bath A separately:
Comply with the visible dyestuff of the present invention of upper table data in weak acid to highly basic is bathed, the coloured light that can dye identically and the degree of depth, favorable reproducibility, and have excellent distillation and washing fastness.
The above is only preferred embodiment of the present invention, is not that the present invention is done any pro forma restriction.Any change that is equal to, modification or differentiation etc. that all those skilled in the art utilize technical scheme of the present invention that above-described embodiment is made all still belong in the scope of technical solution of the present invention.
Claims (5)
1., a kind of as shown in the formula acid-alkaline bathe the Yellow disperse dye compound of dyeing:
Wherein, R
1Be CH
3, OCH
3Or NHCOCH
3, R
2Be CH
3Or NHCOR
3, R
3Be H, CH
3Or C
2H
5
2. acid-alkaline according to claim 1 is bathed the Yellow disperse dye compound of dyeing, it is characterized in that:
Described R
13 or 4 of nitrogen benzide.
3. the described acid-alkaline of any one is bathed the Yellow disperse dye compound of dyeing according to claim 1 or in claim 2, it is characterized in that:
Described R
3Be CH
3
4. yellow disperse dye composition is characterized in that:
Comprise more than one compounds in claim 1-3 any one.
5. yellow disperse dye composition according to claim 4 is characterized in that:
The compound that comprises any two or three kinds in claim 1-3 any one.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110133857 CN102250485B (en) | 2011-05-23 | 2011-05-23 | Yellow disperse dye capable of dyeing in acid and alkaline baths |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110133857 CN102250485B (en) | 2011-05-23 | 2011-05-23 | Yellow disperse dye capable of dyeing in acid and alkaline baths |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102250485A CN102250485A (en) | 2011-11-23 |
| CN102250485B true CN102250485B (en) | 2013-05-15 |
Family
ID=44978067
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201110133857 Active CN102250485B (en) | 2011-05-23 | 2011-05-23 | Yellow disperse dye capable of dyeing in acid and alkaline baths |
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| Country | Link |
|---|---|
| CN (1) | CN102250485B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104710813A (en) * | 2013-12-16 | 2015-06-17 | 上海安诺其集团股份有限公司 | Bright yellow disperse dye capable of alkaline dyeing |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103525121B (en) * | 2013-09-10 | 2015-12-23 | 江苏亚邦染料股份有限公司 | One class azoic diphenylamine type dispersed dye and application thereof |
| CN104710814A (en) * | 2013-12-16 | 2015-06-17 | 上海安诺其集团股份有限公司 | Preparation method of bright yellow disperse dye capable of alkaline dyeing |
| CN104710842A (en) * | 2013-12-16 | 2015-06-17 | 上海安诺其集团股份有限公司 | Preparation method of bright yellow disperse dye mixture |
| CN104711866B (en) * | 2013-12-16 | 2019-04-16 | 浙江名毅新能源股份有限公司 | The application of bright yellow admixture of disperse dyes |
| CN104710809B (en) * | 2013-12-16 | 2017-07-18 | 上海安诺其集团股份有限公司 | A kind of bright yellow disperse dyes |
| CN104711867B (en) * | 2013-12-16 | 2017-02-22 | 上海安诺其集团股份有限公司 | Application of disperse dye capable of alkaline dyeing |
| CN104710811A (en) * | 2013-12-16 | 2015-06-17 | 上海安诺其集团股份有限公司 | Application of bright yellow disperse dye capable of alkaline dyeing |
| CN108276304A (en) * | 2018-03-29 | 2018-07-13 | 蓬莱嘉信染料化工股份有限公司 | A kind of compound and preparation method thereof and the application in dyestuff |
| CN109487579B (en) * | 2018-11-19 | 2021-01-26 | 浙江乐高实业股份有限公司 | Short-process printing and dyeing method for superfine denier polyester fiber |
| CN111518410B (en) * | 2020-05-09 | 2021-06-29 | 浙江山川科技股份有限公司 | Preparation method of alkali-resistant yellow disperse dye |
| CN111518413B (en) * | 2020-05-09 | 2021-07-27 | 浙江山川科技股份有限公司 | Dyeing composition for short-process dyeing |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH448319A (en) * | 1963-09-20 | 1967-12-15 | Basf Ag | Process for the preparation of water-insoluble azo dyes |
| CN100393818C (en) * | 2006-06-09 | 2008-06-11 | 吴江市绿洲染料化工有限公司 | Base tri element colour sublimed fastness balancing type dispersion gray dye mixture |
| CN100569866C (en) * | 2008-01-28 | 2009-12-16 | 吴江市绿洲染料化工有限公司 | A kind of environment-friendly type and alkaline-resisting type disperse orange dyes mixture |
| CN101284800B (en) * | 2008-04-21 | 2011-04-20 | 浙江汇德隆化工有限公司 | Monoazo compounds with alkoxy, preparation method and uses thereof |
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2011
- 2011-05-23 CN CN 201110133857 patent/CN102250485B/en active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104710813A (en) * | 2013-12-16 | 2015-06-17 | 上海安诺其集团股份有限公司 | Bright yellow disperse dye capable of alkaline dyeing |
| CN104710813B (en) * | 2013-12-16 | 2017-02-08 | 上海安诺其集团股份有限公司 | Bright yellow disperse dye capable of alkaline dyeing |
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| CN102250485A (en) | 2011-11-23 |
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Denomination of invention: Yellow disperse dye capable of dyeing in acid and alkaline baths Effective date of registration: 20141113 Granted publication date: 20130515 Pledgee: CITIC Bank Yantai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD. Registration number: 2014370000024 |
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Denomination of invention: Yellow disperse dye capable of dyeing in acid and alkaline baths Effective date of registration: 20160504 Granted publication date: 20130515 Pledgee: CITIC Bank Yantai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD. Registration number: 2016370000024 |
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Denomination of invention: Yellow disperse dyes for acid alkaline bath dyeing Effective date of registration: 20201231 Granted publication date: 20130515 Pledgee: Rizhao bank Limited by Share Ltd. Yantai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd. Registration number: Y2020980010549 |