CN104513157A - Propyl acetate efficient environmentally friendly production method - Google Patents
Propyl acetate efficient environmentally friendly production method Download PDFInfo
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- CN104513157A CN104513157A CN201410701249.5A CN201410701249A CN104513157A CN 104513157 A CN104513157 A CN 104513157A CN 201410701249 A CN201410701249 A CN 201410701249A CN 104513157 A CN104513157 A CN 104513157A
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- CN
- China
- Prior art keywords
- production method
- propyl acetate
- reactor
- propyl
- mixed solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 238000004519 manufacturing process Methods 0.000 title claims abstract description 31
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229940090181 propyl acetate Drugs 0.000 title claims abstract description 25
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 title claims abstract description 25
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000005886 esterification reaction Methods 0.000 claims abstract description 29
- 230000032050 esterification Effects 0.000 claims abstract description 26
- 239000007788 liquid Substances 0.000 claims abstract description 23
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 21
- 239000011259 mixed solution Substances 0.000 claims description 20
- 239000002994 raw material Substances 0.000 claims description 8
- 238000000605 extraction Methods 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 238000010533 azeotropic distillation Methods 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 3
- UHOPWFKONJYLCF-UHFFFAOYSA-N 2-(2-sulfanylethyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCS)C(=O)C2=C1 UHOPWFKONJYLCF-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 20
- 230000007797 corrosion Effects 0.000 abstract description 7
- 238000005260 corrosion Methods 0.000 abstract description 7
- 239000003054 catalyst Substances 0.000 abstract description 6
- 230000008569 process Effects 0.000 abstract description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 6
- 230000003197 catalytic effect Effects 0.000 abstract description 5
- 238000012423 maintenance Methods 0.000 abstract description 4
- 230000007423 decrease Effects 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000012806 monitoring device Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004434 industrial solvent Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a propyl acetate efficient environmentally friendly production method, according to a traditional process method, excess of concentrated sulfuric acid as a catalyst is intermittently added, according to the propyl acetate efficient environmentally friendly production method, concentrated sulfuric acid and methyl sulfonic acid are mixed, the mixture is dissolved in n-propyl alcohol to be used as a mixed liquid catalyst, the mixed liquid catalyst continuously enters into a reactor, and through control of each flow, kettle liquid catalytic effect can be precisely controlled, and the kettle liquid subsequent processing difficulty is reduced so as to achieve the efficient and environmentally friendly purpose. After the implementation of the new production method, compared with the traditional process method, because dilute sulfuric acid content in the reactor decreases, the equipment corrosion situation can be reduced, the equipment maintenance cycle in esterification section is 200%-300% of original process, productivity is enhanced by 10%-20%, the efficiency of the kettle liquid subsequent processing section is increased by 10%-20%, and the economic benefit is obvious.
Description
Technical field
The present invention relates to a kind of production method of propyl acetate high-efficiency environment friendly, especially relate to a kind of catalyzer by Dichlorodiphenyl Acetate n-propyl technique to carry out improving and the production method of propyl acetate high-efficiency environment friendly by the mode of continuous parallel feeding, the production method of this propyl acetate high-efficiency environment friendly improves the excessive shortcoming adding catalyzer of interval in traditional method, the corrosion of effective reduction equipment, reduce the difficulty of still liquid subsequent disposal, reach the object of high-efficiency environment friendly.
Background technology
Propyl acetate is also known as propyl acetate, and pure propyl acetate is the fruity liquid of water white transparency tool, is a kind of broad-spectrum fine chemical material, has excellent solvability, quick-drying.It is of many uses, a large amount of extraction solvent being used as various organic and inorganics, and coating, nitro spray paint, varnish and the solvent of various resin and the manufacture of spices, are a kind of very important Organic Chemicals and fabulous industrial solvent.
Traditional propyl acetate production technique is esterification process, namely the technique of esterification section adopt acetic acid and n-propyl alcohol to be raw material, catalyzer is made with the vitriol oil, propyl acetate and water is generated through esterification, the follow-up separation of esterification column jacking row is arrived by the form of azeotropic, the extraction of still liquid interval recycles, and because the water shortage of reaction generation is all to take away esterifying kettle by azeotropic by the ester of generation, therefore needs supplementary enough generation water to reflux.
Generally, in still, moisture can be higher, and again owing to making catalyzer with the vitriol oil, the vitriol oil of a part can meet water stroke dilute sulphuric acid, not only loses katalysis, also can cause corrosion to equipment.Therefore, in traditional propyl acetate production method, need add the catalytic effect that the excessive vitriol oil has reached required off and on, production capacity cannot improve further, and the corrosion of equipment increases, and still liquid subsequent disposal difficulty increases.
for this reason, we constantly seek a kind of production method of carrying out improving for traditional technology shortcoming, to reach the object of high-efficiency environment friendly, improve productivity effect.
Summary of the invention
The object of this invention is to provide a kind of production method of propyl acetate high-efficiency environment friendly, the production method of this propyl acetate high-efficiency environment friendly is undertaken improving by the catalyzer of Dichlorodiphenyl Acetate n-propyl technique and by the mode of continuous parallel feeding, improve the excessive shortcoming adding catalyzer of interval in traditional method, the corrosion of effective reduction equipment, reduce the difficulty of still liquid subsequent disposal, reach the object of high-efficiency environment friendly.
The present invention is in order to overcome the defect of prior art and the technical scheme adopted is: a kind of production method of propyl acetate high-efficiency environment friendly, the step of this production method is: raw material acetic acid and n-propyl alcohol in molar ratio 1:1 enter in reactor and carry out esterification, the mixed solution catalyzer that the mixture uniform dissolution of the vitriol oil and methylsulphonic acid forms in n-propyl alcohol, mixed solution catalyzer is added in reactor continuously, the product produced is through azeotropic distillation, azeotrope binary or ternary form enters esterification column and is separated, the overhead distillate of esterification column obtains the thick product of alcohol propyl propionate after esterification condensator condensation and the phase-splitting of esterification phase splitter, and the water that phase-splitting generates is returned into reactor, the still liquid of reactor, by intermittently from extraction at the bottom of still, carries out follow-up recycling to still liquid.By controlling to add the mixed solution catalyzer mixed continuously in reactor, reaches the most idealized of catalytic effect, still liquid, by off and on from extraction at the bottom of still, carries out follow-up recycling to still liquid.N-propyl alcohol in n-propyl alcohol in raw material and mixed solution catalyzer, for add in reactor respectively, adds at different positions.
Further, the described vitriol oil and the blending ratio of methylsulphonic acid are vitriol oil wt%=70% ~ 80%, methylsulphonic acid wt%=20% ~ 30%, and the mass ratio of the mixture of the n-propyl alcohol in mixed solution catalyzer and the vitriol oil and methylsulphonic acid is 8:2 ~ 7:3.
Further, described vitriol oil concentration is 95% ~ 98%, and methylsulphonic acid concentration is 95% ~ 98%, and the n-propyl alcohol concentration in mixed solution catalyzer is 99.0% ~ 99.5%.
Further, the volume ratio of described acetic acid and the combined feed total feed of n-propyl alcohol and mixed solution catalyst charge is 15:1 ~ 20:1.
Further, the feed entrance point of described mixed solution catalyzer is 1/5 ~ 2/5 of reactor height, 1/5 ~ 2/5 height location feeding catalyst mixed solution namely from the bottom of still.
Further, the percent hydrolysis of this mixed solution catalyzer is 2% ~ 5% of former technique.
In sum, the production method of this propyl acetate high-efficiency environment friendly is compared with the production method of traditional technology, the formula of catalyzer, feeding manner, feed entrance point all improve, compared with the raw catalyst vitriol oil, be mixed into methylsulphonic acid in a small amount, seldom reduce its catalytic effect when reducing vitriol oil corrosion, and improve the solvability of the vitriol oil in propyl alcohol; The feeding manner of catalyzer and feed entrance point are improved, changes charging at the bottom of still continuously into, the catalytic effect in still can be improved widely; Because in still, the content of dilute sulphuric acid reduces greatly, still liquid subsequent disposal is recycled difficulty and is reduced, and decreases the corrosion of equipment.By a series of improvement of novel process, esterification workshop section is 200% ~ 300% of former technique in the maintenance of equipment cycle, and production capacity improves efficiency in 10% ~ 20%, Fu Ye subsequent disposal workshop section and improves 10% ~ 20%, remarkable in economical benefits.
Accompanying drawing explanation
Fig. 1 is the process flow sheet of the production method of propyl acetate high-efficiency environment friendly of the present invention.
Numeral wherein in Fig. 1 is: 1-reactor; 2-esterification column; 3-esterification condensator; 4-esterification phase splitter.
Embodiment
Embodiment 1
As shown in Figure 1, the production method of the propyl acetate high-efficiency environment friendly of the present embodiment 1 adopts continuously feeding, and 1:1 drops into raw material acetic acid and n-propyl alcohol in molar ratio, and total feed is 1500L/h; Mixed solution catalyzer is made up of vitriol oil wt%=15.3%, methylsulphonic acid wt%=6.2% and n-propyl alcohol wt%=78.5%, and inlet amount is 83L/h; Still is entered in 1/5 ~ 2/5 position of mixed solution catalyzer autoreaction still height, raw material carries out esterification after heating in reactor, reaction after product is through azeotropic distillation, azeotrope enters esterification column with binary and ternary form and is separated, overhead distillate can obtain thick product after esterification condensator condensation, the phase-splitting of esterification phase splitter, and still liquid carries out subsequent recovery utilization from reactor extraction.
run after one month, esterification section production capacity improves 15.5%, and in still liquid, vitriol oil percent hydrolysis is 3% of former technique, and still liquid subsequent disposal efficiency improves 12%, high-efficiency environment friendly successful.Through the trial run of 3 months, the extent of deterioration of monitoring device, be 38% of former technique, the saving of maintenance of equipment expense was obvious.
Embodiment 2
As shown in Figure 1, the production method of the propyl acetate high-efficiency environment friendly of the present embodiment 2 adopts continuously feeding, and 1:1 drops into raw material acetic acid and n-propyl alcohol in molar ratio, and total feed is 3000L/h; Mixed solution catalyzer is made up of vitriol oil wt%=22.5%, methylsulphonic acid wt%=7.0% and n-propyl alcohol wt%=70.5%, and inlet amount is 200L/h; Mixed solution catalyzer enters still from the position from 3/10 of autoreaction still height, raw material carries out esterification after heating in reactor, reaction after product is through azeotropic distillation, azeotrope enters esterification column with binary and ternary form and is separated, overhead distillate can obtain thick product after esterification condensator condensation, the phase-splitting of esterification phase splitter, and still liquid carries out subsequent recovery utilization from reactor extraction.
Run after three months, esterification section production capacity improves 18.5%, and in still liquid, vitriol oil percent hydrolysis is 2% of former technique, and still liquid subsequent disposal efficiency improves 16%, high-efficiency environment friendly successful.Through the trial run of 9 months, the extent of deterioration of monitoring device, be 30% of former technique, the saving of maintenance of equipment expense was obvious.
The above is only preferred embodiment of the present invention, not does any pro forma restriction to technical scheme of the present invention.Every above embodiment is done according to technical spirit of the present invention any simple modification, equivalent variations and modification, all still belong in the scope of technical scheme of the present invention.
Claims (5)
1. the production method of a propyl acetate high-efficiency environment friendly, it is characterized in that, the step of this production method is: raw material acetic acid and n-propyl alcohol in molar ratio 1:1 enter in reactor and carry out esterification, the mixed solution catalyzer that the mixture uniform dissolution of the vitriol oil and methylsulphonic acid forms in n-propyl alcohol, mixed solution catalyzer is added in reactor continuously, the product produced is through azeotropic distillation, azeotrope binary or ternary form enters esterification column and is separated, the overhead distillate of esterification column obtains the thick product of alcohol propyl propionate after esterification condensator condensation and the phase-splitting of esterification phase splitter, and the water that phase-splitting generates is returned into reactor, the still liquid of reactor, by intermittently from extraction at the bottom of still, carries out follow-up recycling to still liquid.
2. the production method of a kind of propyl acetate high-efficiency environment friendly according to claim 1, it is characterized in that, the described vitriol oil and the blending ratio of methylsulphonic acid are vitriol oil wt%=70% ~ 80%, methylsulphonic acid wt%=20% ~ 30%, the mass ratio of the mixture of the n-propyl alcohol in mixed solution catalyzer and the vitriol oil and methylsulphonic acid is 8:2 ~ 7:3.
3. the production method of a kind of propyl acetate high-efficiency environment friendly according to claim 1, it is characterized in that, described vitriol oil concentration is 95% ~ 98%, and methylsulphonic acid concentration is 95% ~ 98%, and the n-propyl alcohol concentration in mixed solution catalyzer is 99.0% ~ 99.5%.
4. the production method of a kind of propyl acetate high-efficiency environment friendly according to claim 1, it is characterized in that, the combined feed total feed of acetic acid and n-propyl alcohol and the volume ratio of mixed solution catalyzer are 15:1 ~ 20:1.
5. the production method of a kind of propyl acetate high-efficiency environment friendly according to claim 1, it is characterized in that, the feed entrance point of mixed solution catalyzer is 1/5 ~ 2/5 of reactor height.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410701249.5A CN104513157B (en) | 2014-11-28 | 2014-11-28 | A kind of production method of propyl acetate high-efficiency environment friendly |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410701249.5A CN104513157B (en) | 2014-11-28 | 2014-11-28 | A kind of production method of propyl acetate high-efficiency environment friendly |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104513157A true CN104513157A (en) | 2015-04-15 |
| CN104513157B CN104513157B (en) | 2016-08-17 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106008208A (en) * | 2016-07-21 | 2016-10-12 | 江门谦信化工发展有限公司 | Method for reducing light components in production process of acetic acid mixed butyl ester |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102001936A (en) * | 2009-09-01 | 2011-04-06 | 北京石油化工学院 | Continuous production method of propyl acetate |
| CN102690197A (en) * | 2012-05-29 | 2012-09-26 | 江门谦信化工发展有限公司 | Method for preparing acetic acid mixed butyl ester by continuous reaction and rectification |
-
2014
- 2014-11-28 CN CN201410701249.5A patent/CN104513157B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102001936A (en) * | 2009-09-01 | 2011-04-06 | 北京石油化工学院 | Continuous production method of propyl acetate |
| CN102690197A (en) * | 2012-05-29 | 2012-09-26 | 江门谦信化工发展有限公司 | Method for preparing acetic acid mixed butyl ester by continuous reaction and rectification |
Non-Patent Citations (1)
| Title |
|---|
| 丁立等: "一种反应精馏生产醋酸正丙酯的方法", 《精细化工》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106008208A (en) * | 2016-07-21 | 2016-10-12 | 江门谦信化工发展有限公司 | Method for reducing light components in production process of acetic acid mixed butyl ester |
| CN106008208B (en) * | 2016-07-21 | 2019-02-19 | 江门谦信化工发展有限公司 | A method of it reducing acetic acid and mixes light component in butyl ester production process |
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| Publication number | Publication date |
|---|---|
| CN104513157B (en) | 2016-08-17 |
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Address after: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee after: Qianxin Chemical Group Co.,Ltd. Address before: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee before: JIANGMEN HANDSOME CHEMICAL DEVELOPMENT Ltd. |
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