CN104774143A - Cycle recovery method of formic acid solvent in metronidazole production process - Google Patents
Cycle recovery method of formic acid solvent in metronidazole production process Download PDFInfo
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- CN104774143A CN104774143A CN201410015717.3A CN201410015717A CN104774143A CN 104774143 A CN104774143 A CN 104774143A CN 201410015717 A CN201410015717 A CN 201410015717A CN 104774143 A CN104774143 A CN 104774143A
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- formic acid
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- acid
- phosphoric acid
- recovery method
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title claims abstract description 119
- 235000019253 formic acid Nutrition 0.000 title claims abstract description 60
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000011084 recovery Methods 0.000 title claims abstract description 15
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 229960000282 metronidazole Drugs 0.000 title claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- 239000002904 solvent Substances 0.000 title claims abstract description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 32
- 238000003860 storage Methods 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 229920000137 polyphosphoric acid Polymers 0.000 claims abstract description 12
- 239000000945 filler Substances 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 238000001704 evaporation Methods 0.000 claims abstract description 5
- 239000007787 solid Substances 0.000 claims abstract description 4
- 239000006200 vaporizer Substances 0.000 claims description 11
- 230000033444 hydroxylation Effects 0.000 claims description 7
- 238000005805 hydroxylation reaction Methods 0.000 claims description 7
- 238000012856 packing Methods 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 239000012141 concentrate Substances 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 4
- 239000002826 coolant Substances 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 claims description 3
- 238000006297 dehydration reaction Methods 0.000 claims description 3
- 230000008020 evaporation Effects 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 239000000498 cooling water Substances 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 238000011049 filling Methods 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- -1 storage still Substances 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 abstract description 3
- 238000012824 chemical production Methods 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 238000003825 pressing Methods 0.000 abstract 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- JEJJCWUOKWKIOP-UHFFFAOYSA-N 2-chlorobenzoic acid;hydrate Chemical compound O.OC(=O)C1=CC=CC=C1Cl JEJJCWUOKWKIOP-UHFFFAOYSA-N 0.000 description 1
- 208000002874 Acne Vulgaris Diseases 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 208000005448 Trichomonas Infections Diseases 0.000 description 1
- 206010044620 Trichomoniasis Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 230000003103 anti-anaerobic effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000004434 industrial solvent Substances 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention belongs to a recovery method of dilute formic acid, especially relates to the cycle recovery method of a formic acid solvent in a metronidazole production process. The cycle recovery method is characterized by comprising the following technological process: (1) heating a dewatering kettle, and removing water in dilute phosphoric acid, to obtain viscous polyphosphoric acid; (2) pressing the viscous polyphosphoric acid into the top of a water absorption tower, diluting, then flowing downwards along a filler layer, next gradually turning into dilute phosphoric acid, and flowing into a dilute phosphoric acid storage kettle; (3) sending the dilute phosphoric acid to the dewatering kettle by a pump; (4) evaporating to obtain dilute formic acid steam with the mass concentration of 20-80%; (5) allowing the formic acid steam to firstly pass through a filler layer of an evaporator, and removing solid entrainments in the formic acid steam; (6) then removing water in the formic acid steam through the water absorption tower having the viscous polyphosphoric acid; and (7) condensing the formic acid steam after concentration into a high-concentration formic acid liquid. The cycle recovery method can be widely applied for dewatering recovery of a large number of produced dilute formic acid solution in chemical production enterprises.
Description
One, technical field
This practicality invention belongs to the recovery method of dilute formic acid, especially relates to the circulation recovery method of formic acid solvent in a kind of metronidazole production process.
Two, background technology
Metronidazole is a kind of Effective Anti trichomoniasis, also various types of loeschiasis, acne and vinasse nose can be treated, in recent years as a kind of biocide, particularly as anti-anaerobic agent, there is has a broad antifungal spectrum, evident in efficacy, the medicine of resistance to bacterium strain is few, the feature of all easy absorption and distribution of various administration, by the choice drug of the World Health Organization (WHO) as anaerobe resistant.
The method of the synthesis metronidazole reported at present is: be dissolved in formic acid solvent by 2-5-nitro imidazole, successively add oxyethane and sulfuric acid, react to obtain hydroxylation liquid.First heating evaporation hydroxylation liquid obtains the dilute formic acid aqueous solution, after add water and adjust pH with sodium hydroxide, place cooling, crystallization, filter to obtain metronidazole.
Formic acid, also known as making formic acid, molecular formula is HCOOH, colourless and have pungent odour, and is corrosive, redness of bubbling after human skin contact.Formic acid is important industrial chemicals and solvent, is widely used in the industry such as agricultural chemicals, leather, dyestuff, medicine and rubber.In above-mentioned commercial run (as metronidazole production process), produce a large amount of dilute formic acid solution.Because the boiling-point difference of formic acid and water only has 0.7 DEG C, and form constant boiling point with water, so be difficult to concentrated dilute formic acid with conventional rectificating method.How concentrating dilute formic acid, existing way is a lot.As patent of invention " apparatus and method of intermittent azeotropic rectifying method purifying formic acid solution ", CN101596371A, is permitted pine forest etc.Its main thought makees entrainer for first adopting hexanaphthene, is that the dilute formic acid aqueous solution initial concentration of 10% is to 30% by mass concentration; Re-use chlorobenzene and make entrainment agent, the azeotrope of tower top first constantly extraction chlorobenzene and water, the mixing composition of extraction chlorobenzene-formic acid-water when tower top temperature is at 95 DEG C-102 DEG C, after phase-splitting, the massfraction of formic acid can reach 60%-70%; Finally use compression rectification, control pressure is at 4atm, and tower reactor can reach the concentration formic acid and high solution of about 80-85%; And for example patent of invention " novel method that a kind of formic acid is purified ", CN101391945A, Ding Chengrong etc.Its thinking is the water sloughed with Calcium Chloride Powder Anhydrous in formic acid, and then distillation obtains concentration formic acid and high.But this two schemes, the former cost of equipment is large, inferior separating effect, and the latter's periodical operation labour cost is large, has acid mist pollution environment.Above-mentioned similar technique only has a small amount of production application, does not all promote, and causes on market and has a large amount of dilute formic acid supply, cheap.Dilute formic acid is made direct discharging of waste water by some chemical enterprises, causes environmental pollution.
three, summary of the invention
Object of the present invention will solve the problems of the technologies described above exactly, for chemical enterprise provide a kind of equipment simple, invest little, yield is high, the circulation recovery method of formic acid solvent in continuous seepage, easy to operate metronidazole production process.
Technical scheme of the present invention is: in metronidazole production process, the technical process of the circulation recovery method of formic acid solvent is as follows:
(1) utilize phosphoric acid circulation to concentrate the thermal dehydration still of dilute formic acid device, remove the moisture content in dilute phosphoric acid, obtain thick polyphosphoric acid;
(2) by thick polyphosphoric acid press-in water suction top of tower, after absorbing moisture content dilution, dirty along packing layer, after become dilute phosphoric acid gradually, flow to dilute phosphoric acid storage still;
(3) with pump, dilute phosphoric acid is sent into dehydrating kettle.
(4) adopt evaporator evaporation hydroxylation liquid, obtain the dilute formic acid steam that mass concentration is 20 ~ 80%;
(5) formic acid vapor is allowed first by cold filling layer above vaporizer or the packing layer that has charging dilute formic acid solution dirty, solid entrainment in removing formic acid vapor;
(6) by there being the water suction tower of thick polyphosphoric acid, the most of moisture content in removing formic acid vapor;
(7) formic acid vapor after concentrating becomes concentration formic acid and high liquid by condensing tube condensation.
Described phosphoric acid circulation concentrates dilute formic acid device, and (I applies for utility model patent, application number is: 201320486117.6) be made up of the part such as vaporizer, storage still, water suction tower, condenser and storagetank, filler and feed valve is established above vaporizer, communicated by pipeline above vaporizer filler with between storage still, water suction tower is established above storage still, establish filler in water suction tower, shower nozzle is established at top, and top arranges dehydrating kettle.Bottom dehydrating kettle, leakage fluid dram is set, be connected with shower nozzle by the pipeline of band phosphoric acid valve, water suction tower side sets out steam ports near tower top place, be connected by the steam inlet of pipeline with the prolong in condenser, the exit end of prolong is communicated with formic acid storagetank by the pipeline of carries product valve, condenser establishes water coolant water intaking valve, and cooling water outlet is established on top; Storage still bottom discharge port arranges Phosphoric Acid Circulating Pump, and its inlet pipe access phosphoric acid storage still inner bottom part, outlet pipe inserts in dehydrating kettle, and dehydrating kettle upper side wall arranges Crude product input valve, and lower wall arranges heating medium inlet valve.
The beneficial effect of patent of the present invention is: owing to adopting phosphoric acid circulation dehydration, the recovery of formic acid solvent in metronidazole production process is made to realize operate continuously, can be widely used in Chemical Manufacture enterprise and carry out dewatering and recovery to a large amount of dilute formic acid solution produced, it is applied and will bring abundant economic benefit for enterprise.
Four, accompanying drawing explanation
Fig. 1 is structural representation of the present invention
In figure: 1 is evaporating kettle, 2 is valve of slagging tap, and 3 is bleeder valve, and 4 is feed valve, 5 is steam valve, and 6 is pipeline, and 7 is storage still, and 8 is water suction tower, 9 is filler, and 10 is shower nozzle, and 11 is phosphoric acid valve, and 12 is condenser, 13 is prolong, and 14 is water intaking valve, and 15 is product valve, 16 is storagetank, and 17 is Crude product input valve, and 18 is heating medium inlet valve, 19 is dehydrating kettle, and 20 is recycle pump, and 21 is filler.
Five, embodiment
When implementing of the present invention, first add dilute phosphoric acid to dehydrating kettle 19, open Crude product input valve 17 and heating medium inlet valve 18, heat the moisture removed in dilute phosphoric acid; When still liquid temp to be drained off is raised to 150-350 DEG C, dilute phosphoric acid becomes polyphosphoric acid; Then open phosphoric acid valve 11, allow thick polyphosphoric acid flow into packing layer, while flow downward, limit absorbs moisture content, finally flows to phosphoric acid storage still 7.Then add appropriate hydroxylation liquid to vaporizer 1, then open heating steam valve 5 and water coolant water intaking valve 14 successively.After a while, the hydroxylation liquid boiling in vaporizer 1, the steam of generation rises to packing layer 21, and removing solid entrainment, then enters bottom water suction tower 8 from connecting tube 6.In the process of steam flowing in water suction tower 8, the polyphosphoric acid on filled 9 surfaces of moisture content and highly concentrated phosphoric acid absorb.The steam rising to water suction tower 8 top enters prolong 13 in condenser 12, is condensed into dense formic acid, flows to formic acid storagetank 16.When vaporizer 1 liquid level is lower than discharge port, open bleeder valve 3 and feed valve 4, and hydroxylation liquid feed rate and heating medium inlet flow rate are adjusted to certain value.When storing the dilute phosphoric acid liquid level in still 7 and reaching 1/2 to 2/3, automatically start recycle pump 20, dilute phosphoric acid is sent into dehydrating kettle 19.
Claims (2)
1. the circulation recovery method of formic acid solvent in metronidazole production process, is characterized in that: technical process is as follows:
(1) utilize phosphoric acid circulation to concentrate the thermal dehydration still of dilute formic acid device, remove the moisture content in dilute phosphoric acid, obtain thick polyphosphoric acid;
(2) by thick polyphosphoric acid press-in water suction top of tower, after absorbing moisture content dilution, dirty along packing layer, after become dilute phosphoric acid gradually, flow to dilute phosphoric acid storage still;
(3) with pump, dilute phosphoric acid is sent into dehydrating kettle;
(4) adopt evaporator evaporation hydroxylation liquid, obtain the dilute formic acid steam that mass concentration is 20 ~ 80%;
(5) formic acid vapor is allowed first by cold filling layer above vaporizer or the packing layer that has charging dilute formic acid solution dirty, solid entrainment in removing formic acid vapor;
(6) by there being the water suction tower of thick polyphosphoric acid, the most of moisture content in removing formic acid vapor;
(7) formic acid vapor after concentrating becomes concentration formic acid and high liquid by condensing tube condensation.
2. the circulation recovery method of formic acid solvent in metronidazole production process according to claim 1, it is characterized in that: described phosphoric acid circulation concentrates dilute formic acid device is in step 1 by vaporizer, storage still, water suction tower, the part such as condenser and storagetank composition, filler and feed valve is established above vaporizer, communicated by pipeline above vaporizer filler with between storage still, water suction tower is established above storage still, filler is established in water suction tower, shower nozzle is established at top, top arranges dehydrating kettle, bottom dehydrating kettle, leakage fluid dram is set, be connected with shower nozzle by the pipeline of band phosphoric acid valve, water suction tower side sets out steam ports near tower top place, be connected by the steam inlet of pipeline with the prolong in condenser, the exit end of prolong is communicated with formic acid storagetank by the pipeline of carries product valve, condenser establishes water coolant water intaking valve, cooling water outlet is established on top, storage still bottom discharge port arranges Phosphoric Acid Circulating Pump, and its inlet pipe access phosphoric acid storage still inner bottom part, outlet pipe inserts in dehydrating kettle, and dehydrating kettle upper side wall arranges Crude product input valve, and lower wall arranges heating medium inlet valve.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410015717.3A CN104774143B (en) | 2014-01-14 | 2014-01-14 | The circulation recovery method of formic acid solvent in metronidazole production process |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410015717.3A CN104774143B (en) | 2014-01-14 | 2014-01-14 | The circulation recovery method of formic acid solvent in metronidazole production process |
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| CN104774143A true CN104774143A (en) | 2015-07-15 |
| CN104774143B CN104774143B (en) | 2016-08-24 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108329267A (en) * | 2018-04-16 | 2018-07-27 | 黄冈师范学院 | The method, apparatus and its application that formic acid solvent recycles in metronidazole production |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0652203A1 (en) * | 1994-04-07 | 1995-05-10 | Glitsch, Inc. | Method and apparatus for recovering carboxylic acids from dilute solutions |
| CN101391945A (en) * | 2008-10-27 | 2009-03-25 | 浙江工业大学 | Novel purification method for formic acid |
| CN102249203A (en) * | 2011-04-29 | 2011-11-23 | 南通京通石墨设备有限公司 | Phosphoric acid evaporation process and device thereof |
| CN103408082A (en) * | 2013-08-10 | 2013-11-27 | 黄冈师范学院 | Recovery method and device for formic acid solvent during metronidazole production |
-
2014
- 2014-01-14 CN CN201410015717.3A patent/CN104774143B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0652203A1 (en) * | 1994-04-07 | 1995-05-10 | Glitsch, Inc. | Method and apparatus for recovering carboxylic acids from dilute solutions |
| CN101391945A (en) * | 2008-10-27 | 2009-03-25 | 浙江工业大学 | Novel purification method for formic acid |
| CN102249203A (en) * | 2011-04-29 | 2011-11-23 | 南通京通石墨设备有限公司 | Phosphoric acid evaporation process and device thereof |
| CN103408082A (en) * | 2013-08-10 | 2013-11-27 | 黄冈师范学院 | Recovery method and device for formic acid solvent during metronidazole production |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108329267A (en) * | 2018-04-16 | 2018-07-27 | 黄冈师范学院 | The method, apparatus and its application that formic acid solvent recycles in metronidazole production |
| CN108329267B (en) * | 2018-04-16 | 2023-09-19 | 黄冈师范学院 | Method and device for recycling formic acid solvent in metronidazole production and application thereof |
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| CN104774143B (en) | 2016-08-24 |
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