CN104817516A - Method for preparing 6-nitro-1, 2-diazoxynaphthalene-4-sulfonic acid - Google Patents
Method for preparing 6-nitro-1, 2-diazoxynaphthalene-4-sulfonic acid Download PDFInfo
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- CN104817516A CN104817516A CN201510183520.5A CN201510183520A CN104817516A CN 104817516 A CN104817516 A CN 104817516A CN 201510183520 A CN201510183520 A CN 201510183520A CN 104817516 A CN104817516 A CN 104817516A
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/12—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
Abstract
The invention discloses a method for preparing 6-nitro-1, 2-diazoxynaphthalene-4-sulfonic acid. The technique includes that preparing through a dissolving reaction tower, a nitration reaction tower, a substitution reaction tower, a first synthesis reaction tower, a filter reaction tower, a second synthesis reaction tower, a filter pressing reaction tower, an acidizing reaction tower, a dehydration reaction tower, a third synthesis reaction tower, a separation reaction tower, a centrifugal reaction tower, a finished product storage tower, an intermediate product storage tank, a water tank, a 2, 3-dihydroxy naphthlene storage tank, a sodium hydroxide storage tank, a dilute sulfuric acid storage tank, a waste liquor recovery pool and a copper sulfate storage tank to obtain the 6-nitro-1, 2-diazoxynaphthalene-4-sulfonic acid product. The 6-nitro-1, 2-diazoxynaphthalene-4-sulfonic acid product prepared by the method is high in purity, the purity is higher than 98.9%, the 8-nitro purity is less than 5%, the free acid rate is less than 2%, and the crystallization rate is less than 1%.
Description
Technical field
The present invention relates to a kind of method of industry preparation 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid, belong to chemical field.
Background technology
6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid: yellow or yellowish brown crystallization, oxidizable in atmosphere and color is deepened gradually, start when being heated to 203 DEG C to decompose, during burning, have sharply decomposing phenomenon.Very easily water-soluble, its saturated aqueous solution can recrystallization in the hot water, and adding hydrochloric acid or sulfuric acid also can crystallization, is a dyestuff intermediate, for the manufacture of acid mordant black dyestuff and metallized dye, as Mordant Black T, black A etc.China enters WTO, and in World Trade Organization's organization activity, the textile exports of China will be a mainstay industry, and it will drive the development of dyeing.Along with the progress of society, used directly in the past, sulfuration, dispersion class dyeing cotton textiles, will progressively dye with reactive dyestuffs, therefore, this will bring the large good opportunity of development again to reactive dyestuffs, meanwhile, have higher requirement to again the important intermediate of reactive dyestuffs.6-nitre is important dyestuff intermediate, mainly for the manufacture of high-grade reactive dyestuffs.Therefore its wide market.At 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid development course, current industry policy, industry general feature (as industrial life cycle, competition of market) aspect, adopt the second-hand authoritative data such as journal, in conjunction with Static and dynamic research method; At 6-nitro-1, the output statistics of 2-diazoxy naphthalene-4-sulfonic acid, region output structure, enterprise market concentration degree, products production cost and formation, 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid project investment construction situation aspect, mainly according to employer's organization, company database etc. on the other hand data information, the quantitative and Qualitative research method of employing.
Summary of the invention
For prior art Problems existing, the invention provides a kind of industry preparation 6-nitro-1, the method of 2-diazoxy naphthalene-4-sulfonic acid, the discharge port of solubilizing reaction tower connects the feeding mouth in nitration reaction pond by pipeline, by 2,3-dihydroxy naphthlene and sodium hydroxide lye and water dissolve at 60 ± 5 DEG C, generate 2,3-dihydroxy naphthlene sodium salt, the discharge port in nitration reaction pond connects the feeding mouth of substitution reaction tower by pipeline, react at 0 ~ 5 DEG C with Sodium Nitrite and dilute sulphuric acid, obtained 1-nitroso-group-2,3-dihydroxy naphthlene, the discharge port of substitution reaction tower connects the feeding mouth of the first building-up reactions tower by pipeline, 1-nitroso-group-2,3-dihydroxy naphthlene and sodium bisulfite react 1.5 ~ 2 hours at 20 ~ 25 DEG C, makes it to dissolve completely, the discharge port of the first building-up reactions tower connects the feeding mouth filtering reaction tower by pipeline, static 6 hours at 60 ~ 65 DEG C with dilute sulphuric acid, the discharge port filtering reaction tower connects the feeding mouth of the second building-up reactions tower by pipeline, the residue in product and water etc. are filtered out, the discharge port of the second building-up reactions tower connects the feeding mouth of press filtration reaction tower by pipeline, 1,2,4-amino-naphthol is put into water and pulls an oar, and makes it to generate soup compound, the discharge port of press filtration reaction tower connects the feeding mouth of acidification reaction tower by pipeline, under copper sulfate exists, react at 20 ~ 30 DEG C with Sodium Nitrite, the discharge port of acidification reaction tower connects the feeding mouth of dehydration reaction tower by pipeline, 1,2,4-amino-naphthol oxysome is added in the vitriol oil and dissolves, the discharge port of dehydration reaction tower connected the feeding mouth of the 3rd building-up reactions tower by pipeline, 25 ~ 33 DEG C of reactions 5 hours, the discharge port of the 3rd building-up reactions tower connects the feeding mouth of separating reaction tower by pipeline, itrated compound is put into water and dilutes, and makes it to separate out 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid, the discharge port of separating reaction tower connects the feeding mouth of centrifugal reaction tower by pipeline, obtained finished product 6-nitro-1,2,4-amino-naphthol oxysome after dilution centrifuge dehydration, the discharge port of centrifugal reaction tower connects the feeding mouth of finished product storage tower by pipeline, carry out barrelling, packaging, warehouse-in, first water outlet of water tank connects the water inlet of solubilizing reaction tower by pipeline, second water outlet of water tank connects the water inlet of separating reaction tower by pipeline, 2, the discharge port of 3-dihydroxy naphthlene hold-up vessel connects the first feeding mouth of solubilizing reaction tower by pipeline, the discharge port of sodium hydroxide hold-up vessel connects the second feeding mouth of solubilizing reaction tower by pipeline, what the first acid mouth of dilute sulphuric acid hold-up vessel connected nitration reaction tower by pipeline enters sour mouth, what dilute sulphuric acid hold-up vessel second acid mouth connected the first building-up reactions tower by pipeline enters sour mouth, what the 3rd acid mouth of dilute sulphuric acid hold-up vessel connected acidification reaction tower by pipeline enters sour mouth, what the first discharge port of stock sodium nitrite tank connected nitration reaction tower by pipeline enters auxiliary material mouth, what the second discharge port of stock sodium nitrite tank connected the second building-up reactions tower by pipeline first enters auxiliary material mouth, the discard solution discharge port filtering reaction tower connects first liquid inlet in devil liquor recovery pond by pipeline, the discard solution discharge port of dehydration reaction tower connects second liquid inlet in devil liquor recovery pond by pipeline, the discard solution discharge port of centrifugal reaction tower connects the 3rd liquid inlet in devil liquor recovery pond by pipeline, what the first discharge port of copper sulfate hold-up vessel connected the first building-up reactions tower by pipeline enters auxiliary material mouth, what the second discharge port of copper sulfate hold-up vessel connected the second building-up reactions tower by pipeline second enters auxiliary material mouth.
The ingress of each pipeline is provided with valve, flowermeter, is provided with thermometer, pressure gage device in each tower.
The green E of acidic intermedium can be obtained, the green F of acidic intermedium or acidic intermedium green 26 by the method.
Temperature in first building-up reactions tower and the second building-up reactions tower is set as 150 DEG C-170 degrees Celsius.
Solid dog-house (DN100) is joined Ji rust steel lining tetrafluoro and is opened flange soon.
The invention has the advantages that:
(1) processing condition phase environmental protection and energy saving, energy utilization rate is high, and recyclable waste liquid spent acid is through row recycling.
(2) 6-nitro-1, the 2-diazoxy naphthalene-4-sulfonic acid product purity prepared by present method is high, and more than 98.9%, 8-nitre purity is less than 5%, and free acid is less than 2%, and percent crystallization in massecuite is less than 1%.
(3) be optimized production technique, hydrolysation process is simple, and production cost is low, and reduce raw material consumption, utilization rate of heat value is high, does not have tar and carbonizing matter to generate, belongs to process for cleanly preparing.
Accompanying drawing explanation
Fig. 1 is a kind of process schematic representation of industry preparation 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid.
1-solubilizing reaction tower, 2-nitration reaction tower, 3-substitution reaction tower, 4-first building-up reactions tower, 5-filter reaction tower, 6-second building-up reactions tower, 7-press filtration reaction tower, 8-acidification reaction tower, 9-dehydration reaction tower, 10-the 3rd building-up reactions tower, 11-separating reaction tower, the centrifugal reaction tower of 12-, 13-finished product storage tower, 14-intermediate product hold-up vessel, 15-water tank, 16-2,3-dihydroxy naphthlene hold-up vessel, 17-sodium hydroxide hold-up vessel, 18-dilute sulphuric acid hold-up vessel, 19-stock sodium nitrite tank, 20-devil liquor recovery pond, 21-copper sulfate hold-up vessel.
Embodiment
One industry preparation 6-nitro-1 as shown in Figure 1, the method of 2-diazoxy naphthalene-4-sulfonic acid, comprise liquid dissolves reaction tower 1, nitration reaction tower 2, substitution reaction tower 3, first building-up reactions tower 4, filter reaction tower 5, second building-up reactions tower 6, press filtration reaction tower 7, acidification reaction tower 8, dehydration reaction tower 9, 3rd building-up reactions tower 10, separating reaction tower 11, centrifugal reaction tower 12, finished product storage tower 13, intermediate product hold-up vessel 14, water tank 15, 2, 3-dihydroxy naphthlene hold-up vessel 16, sodium hydroxide hold-up vessel 17, dilute sulphuric acid hold-up vessel 18, nitrite hold-up vessel 19, devil liquor recovery pond 20, copper sulfate hold-up vessel 21 etc., wherein, the discharge port of solubilizing reaction tower 1 connects the feeding mouth in nitration reaction pond 2 by pipeline, 2,3-dihydroxy naphthlene and liquid caustic soda and water is dissolved at 60 ± 5 DEG C, generation 2,3-dihydroxy naphthlene sodium salt, the discharge port in nitration reaction pond 2 connects the feeding mouth of substitution reaction tower 3 by pipeline, react at 0 ~ 5 DEG C with Sodium Nitrite and dilute sulphuric acid, obtained 1-nitroso-group-2,3-dihydroxy naphthlene, the discharge port of substitution reaction tower 3 connects the feeding mouth of the first building-up reactions tower 4 by pipeline, 1-nitroso-group-2,3-dihydroxy naphthlene and sodium bisulfite react 1.5 ~ 2 hours at 20 ~ 25 DEG C, makes it to dissolve completely, the discharge port of the first building-up reactions tower 4 connects the feeding mouth filtering reaction tower 5 by pipeline, with dilute sulphuric acid 60 ~ 65 DEG C of static transpositions 6 hours, the discharge port filtering reaction tower 5 connects the feeding mouth of the second building-up reactions tower 6 by pipeline, the residue in product and water etc. are filtered out, the discharge port of the second building-up reactions tower 6 connects the feeding mouth of press filtration reaction tower 7 by pipeline, 1,2,4-amino-naphthol is put into water and pulls an oar, and makes it to generate soup compound, the discharge port of press filtration reaction tower 7 connects the feeding mouth of acidification reaction tower 8 by pipeline, under copper sulfate exists, react at 20 ~ 30 DEG C with Sodium Nitrite, the discharge port of acidification reaction tower 8 connects the feeding mouth of dehydration reaction tower 9 by pipeline, 1,2,4-amino-naphthol oxysome is added in the vitriol oil and dissolves, the discharge port of dehydration reaction tower 9 connects the feeding mouth of the 3rd building-up reactions tower 10 by pipeline, react 5 hours with nitration mixture at 25 ~ 33 DEG C, the discharge port of the 3rd building-up reactions tower 10 connects the feeding mouth of separating reaction tower 11 by pipeline, itrated compound is put into water and dilutes, and makes it to separate out 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid, is called for short 6-nitro 1,2,4-amino-naphthol oxysome, the discharge port of separating reaction tower 11 connects the feeding mouth of centrifugal reaction tower 12 by pipeline, obtained finished product 6-nitro-1,2,4-amino-naphthol oxysome after dilution centrifuge dehydration, the discharge port of centrifugal reaction tower 12 connects the feeding mouth of finished product storage tower 13 by pipeline, carry out barrelling, packaging, warehouse-in, first water outlet of water tank 15 connects the water inlet of solubilizing reaction tower 1 by pipeline, second water outlet of water tank 15 connects the water inlet of separating reaction tower 11 by pipeline, 2, the discharge port of 3-dihydroxy naphthlene hold-up vessel 16 connects the first feeding mouth of solubilizing reaction tower 1 by pipeline, second feeding mouth of discharge port by pipeline connection solubilizing reaction tower 1 of tank is deposited in sodium hydroxide storage 17, what the first acid mouth of dilute sulphuric acid hold-up vessel 18 connected nitration reaction tower 2 by pipeline enters sour mouth, what dilute sulphuric acid hold-up vessel 18 second acid mouth connected the first building-up reactions tower 4 by pipeline enters sour mouth, what the 3rd acid mouth of dilute sulphuric acid hold-up vessel 18 connected acidification reaction tower 8 by pipeline enters sour mouth, what the first discharge port of stock sodium nitrite tank 19 connected nitration reaction tower 2 by pipeline enters auxiliary material mouth, what the second discharge port of stock sodium nitrite tank 19 connected the second building-up reactions tower 6 by pipeline first enters auxiliary material mouth, the discard solution discharge port filtering reaction tower 5 connects first liquid inlet in devil liquor recovery pond 20 by pipeline, the discard solution discharge port of dehydration reaction tower 9 connects second liquid inlet in devil liquor recovery pond 20 by pipeline, the discard solution discharge port of centrifugal reaction tower 12 connects the 3rd liquid inlet in devil liquor recovery pond 20 by pipeline, what the first discharge port of copper sulfate hold-up vessel 21 connected the first building-up reactions tower 4 by pipeline enters auxiliary material mouth, what the second discharge port of copper sulfate hold-up vessel 21 connected the second building-up reactions tower 6 by pipeline second enters auxiliary material mouth.
Temperature in first building-up reactions tower and the second building-up reactions tower is set as 150 DEG C-170 degrees Celsius.
Solid dog-house (DN100) is joined Ji rust steel lining tetrafluoro and is opened flange soon.
Claims (4)
1. prepare the method for 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid for one kind, it is characterized in that, the discharge port of solubilizing reaction tower connects the feeding mouth in nitration reaction pond by pipeline, 2,3-dihydroxy naphthlene and sodium hydroxide lye and water is dissolved at 60 ± 5 DEG C, generate 2,3-dihydroxy naphthlene sodium salt, the discharge port in nitration reaction pond connects the feeding mouth of substitution reaction tower by pipeline, react at 0 ~ 5 DEG C with Sodium Nitrite and dilute sulphuric acid, obtained 1-nitroso-group-2,3-dihydroxy naphthlene, the discharge port of substitution reaction tower connects the feeding mouth of the first building-up reactions tower by pipeline, 1-nitroso-group-2,3-dihydroxy naphthlene and sodium bisulfite react 1.5 ~ 2 hours at 20 ~ 25 DEG C, makes it to dissolve completely, the discharge port of the first building-up reactions tower connects the feeding mouth filtering reaction tower by pipeline, static 6 hours at 60 ~ 65 DEG C with dilute sulphuric acid, the discharge port filtering reaction tower connects the feeding mouth of the second building-up reactions tower by pipeline, the residue in product and water etc. are filtered out, the discharge port of the second building-up reactions tower connects the feeding mouth of press filtration reaction tower by pipeline, 1,2,4-amino-naphthol is put into water and pulls an oar, and makes it to generate soup compound, the discharge port of press filtration reaction tower connects the feeding mouth of acidification reaction tower by pipeline, under copper sulfate exists, react at 20 ~ 30 DEG C with Sodium Nitrite, the discharge port of acidification reaction tower connects the feeding mouth of dehydration reaction tower by pipeline, 1,2,4-amino-naphthol oxysome is added in the vitriol oil and dissolves, the discharge port of dehydration reaction tower connected the feeding mouth of the 3rd building-up reactions tower by pipeline, 25 ~ 33 DEG C of reactions 5 hours, the discharge port of the 3rd building-up reactions tower connects the feeding mouth of separating reaction tower by pipeline, itrated compound is put into water and dilutes, and makes it to separate out 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid, the discharge port of separating reaction tower connects the feeding mouth of centrifugal reaction tower by pipeline, obtained finished product 6-nitro-1,2,4-amino-naphthol oxysome after dilution centrifuge dehydration, the discharge port of centrifugal reaction tower connects the feeding mouth of finished product storage tower by pipeline, carry out barrelling, packaging, warehouse-in, first water outlet of water tank connects the water inlet of solubilizing reaction tower by pipeline, second water outlet of water tank connects the water inlet of separating reaction tower by pipeline, 2, the discharge port of 3-dihydroxy naphthlene hold-up vessel connects the first feeding mouth of solubilizing reaction tower by pipeline, the discharge port of sodium hydroxide hold-up vessel connects the second feeding mouth of solubilizing reaction tower by pipeline, what the first acid mouth of dilute sulphuric acid hold-up vessel connected nitration reaction tower by pipeline enters sour mouth, what dilute sulphuric acid hold-up vessel second acid mouth connected the first building-up reactions tower by pipeline enters sour mouth, what the 3rd acid mouth of dilute sulphuric acid hold-up vessel connected acidification reaction tower by pipeline enters sour mouth, what the first discharge port of stock sodium nitrite tank connected nitration reaction tower by pipeline enters auxiliary material mouth, what the second discharge port of stock sodium nitrite tank connected the second building-up reactions tower by pipeline first enters auxiliary material mouth, the discard solution discharge port filtering reaction tower connects first liquid inlet in devil liquor recovery pond by pipeline, the discard solution discharge port of dehydration reaction tower connects second liquid inlet in devil liquor recovery pond by pipeline, the discard solution discharge port of centrifugal reaction tower connects the 3rd liquid inlet in devil liquor recovery pond by pipeline, what the first discharge port of copper sulfate hold-up vessel connected the first building-up reactions tower by pipeline enters auxiliary material mouth, what the second discharge port of copper sulfate hold-up vessel connected the second building-up reactions tower by pipeline second enters auxiliary material mouth.
2. the method for preparation 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid according to claim 1, it is characterized in that, the ingress of each pipeline is provided with valve, flowermeter, is provided with thermometer, pressure gage device in each tower.
3. the method for preparation 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid according to claim 1, is characterized in that, can also obtain the green E of acidic intermedium by the method, the green F of acidic intermedium or acidic intermedium green 26.
4. use the method for preparation 6-nitro-1,2-diazoxy naphthalene-4-sulfonic acid described in claim 1, it is characterized in that, the temperature in the first building-up reactions tower and the second building-up reactions tower is set as 150 DEG C-170 degrees Celsius.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109020915A (en) * | 2018-09-19 | 2018-12-18 | 九江学院 | A method of improving the nitrification selectivity of 1,2- diazoxy naphthalene -4- sulfonic acid |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516195A (en) * | 2011-12-09 | 2012-06-27 | 江苏远征化工有限公司 | Production method of 6-nitro-1,2,4-sulfonic acid |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516195A (en) * | 2011-12-09 | 2012-06-27 | 江苏远征化工有限公司 | Production method of 6-nitro-1,2,4-sulfonic acid |
Non-Patent Citations (1)
| Title |
|---|
| 许秀丽: "6-硝合成工艺改进的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109020915A (en) * | 2018-09-19 | 2018-12-18 | 九江学院 | A method of improving the nitrification selectivity of 1,2- diazoxy naphthalene -4- sulfonic acid |
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