CN100467123C - Catalyst for long chain dialkyl ester carbonate in synthetic fally group - Google Patents
Catalyst for long chain dialkyl ester carbonate in synthetic fally group Download PDFInfo
- Publication number
- CN100467123C CN100467123C CNB2004100408407A CN200410040840A CN100467123C CN 100467123 C CN100467123 C CN 100467123C CN B2004100408407 A CNB2004100408407 A CN B2004100408407A CN 200410040840 A CN200410040840 A CN 200410040840A CN 100467123 C CN100467123 C CN 100467123C
- Authority
- CN
- China
- Prior art keywords
- salt compound
- potassium salt
- catalyst
- carrier
- room temperature
- 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.)
- Expired - Lifetime
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 41
- -1 ester carbonate Chemical class 0.000 title claims abstract description 29
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 150000002148 esters Chemical group 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 7
- 229940072033 potash Drugs 0.000 claims description 7
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 7
- 235000015320 potassium carbonate Nutrition 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 206010013786 Dry skin Diseases 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 229940043237 diethanolamine Drugs 0.000 claims description 3
- 238000005470 impregnation Methods 0.000 claims description 3
- 239000002808 molecular sieve Substances 0.000 claims description 3
- 239000004570 mortar (masonry) Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 3
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 229940102253 isopropanolamine Drugs 0.000 claims description 2
- RYZCLUQMCYZBJQ-UHFFFAOYSA-H lead(2+);dicarbonate;dihydroxide Chemical compound [OH-].[OH-].[Pb+2].[Pb+2].[Pb+2].[O-]C([O-])=O.[O-]C([O-])=O RYZCLUQMCYZBJQ-UHFFFAOYSA-H 0.000 claims description 2
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims description 2
- 238000003825 pressing Methods 0.000 claims description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims 2
- 239000001103 potassium chloride Substances 0.000 claims 2
- 235000011164 potassium chloride Nutrition 0.000 claims 2
- 230000008901 benefit Effects 0.000 abstract description 5
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 13
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 10
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 9
- 239000000376 reactant Substances 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- 238000010792 warming Methods 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical group [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005832 oxidative carbonylation reaction Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- UCVQOIPQDBZRMG-UHFFFAOYSA-N [C].COC(C=1C(C(=O)OC)=CC=CC1)=O Chemical compound [C].COC(C=1C(C(=O)OC)=CC=CC1)=O UCVQOIPQDBZRMG-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- UXXXZMDJQLPQPH-UHFFFAOYSA-N bis(2-methylpropyl) carbonate Chemical compound CC(C)COC(=O)OCC(C)C UXXXZMDJQLPQPH-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 150000005686 dimethyl carbonates Chemical class 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 231100000004 severe toxicity Toxicity 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A catalyst for synthesizing aromatic long-chain dialkyl carbonate is composed of potassium salt compound and carrier (or solvent) in mole ratio of 1: (1-100). Its advantages are high selectivity and high output rate.
Description
Technical field
The invention belongs to a kind of catalyst of synthesizing fatty long-chain carbonic dialkyl ester.
Background technology
The aliphatic long-chain dialkyl carbonate is a kind of transparent liquid or grease, have lower pour point, lubricity, wearability, self-cleaning property, corrosion resistance and hydrocarbon-type oil and have good solubility, higher thermo oxidative stability, biodegradable, have special purposes, as can being used for diphenyl carbonate synthesis, and then polycarbonate synthesis, can also be as the host material of synthetic lubricant fluid, industries such as metal degreasing, aerosol, leather processing.
At present, the synthetic method of aliphatic long-chain dialkyl carbonate mainly contains phosgenation, oxidative carbonylation method, ester-interchange method etc.Phosgenation exists shortcomings such as raw material severe toxicity, operation cycle length, accessory substance severe corrosion equipment, progressively is eliminated.The oxidative carbonylation method generally uses noble metals such as palladium and compound thereof to make catalyst, and catalyst should not be recycled, but its raw material is cheap and easy to get, has development prospect preferably.Ester-interchange method has mainly adopted dimethyl carbonate (DMC) and aliphatic long-chain alkylol ester exchange synthesizing fatty long-chain carbonic dialkyl ester.This method has adopted environmental protection material carbon dimethyl phthalate, can not produce pollution in the course of reaction, and reaction condition is gentle, technological process is simple.
Gryglewicz people such as (Ind.Eng.Chem.Res.2003,42,5007.) adopts two step synthetic methods, generates the own ester of carbonic acid two (2-ethyl) with dimethyl carbonate (DMC) and 2-Ethylhexyl Alcohol ester exchange reaction, with (CH
3O)
2Ca makees catalyst, and yield is 65%.Catalyst is not easy to be recycled.
Hacking human dimethyl carbonates (DMC) such as (J.Mole.Catal B:Enzy 9 (2000) 201-208.) and n-butanol reaction carbonate synthesis di-n-butyl, catalyst is a sodium metal.They are dissolved in a spot of sodium metal in the n-butanol, add dimethyl carbonate, temperature rising reflux then.After reaction finishes, collect cut and obtain n-butyl carbonate, yield is 88%.This method relatively is applicable to the prepared in laboratory few products, is not suitable for large-scale industrial production.
Summary of the invention
Be to solve the complex process that exists in the prior art, severe reaction conditions, seriously polluted, the invention provides a kind of catalyst of synthesizing fatty long-chain carbonic dialkyl ester.This catalyst has that selectivity is good, yield is high and the advantage of recyclable utilization.
The present invention is achieved by the following technical solutions:
Potassium salt compound can use as catalyst separately; Also potassium salt compound can be immersed on silica, alchlor, activated carbon, the molecular sieve, make composite catalyst; Also potassium salt compound can be dissolved in the alcamines solvent, make composite catalyst.The mol ratio of potassium salt compound composite catalyst consists of: potassium salt compound: carrier (solvent)=1:1～100.
Aforesaid potassium salt compound is potassium hydroxide, potassium methoxide or potash.
Carrier is silica, alchlor, ceruse, molecular sieve, activated carbon as mentioned above.
Aforesaid alcamines solvent is monoethanolamine, diethanol amine, triethanolamine, an isopropanolamine etc.
The granularity of carrier is 60～300 orders as mentioned above.
Preparation of catalysts method of the present invention is as follows:
Potassium salt compound 200～1000 ℃ of roastings 1～12 hour, is reduced to room temperature then, make catalyst.
With carrier 200～1000 ℃ of roastings 1～12 hour, be cooled to room temperature then, grind with mortar, sieve, getting 60～300 purpose powders is carrier, pressing the mol ratio of potassium salt compound and carrier 1:1～100 then forms the carrier incipient impregnation in the aqueous solution of potassium salt compound, after room temperature leaves standstill 6～30 hours, through 80～200 ℃ of dryings, 200～1000 ℃ of roastings 1～12 hour, reduce to room temperature then, make catalyst.
Potassium salt compound 200～1000 ℃ of roastings 1～12 hour, is reduced to room temperature then, form by the mol ratio of above-mentioned potassium salt compound and alcamines solvent 1:1～100 potassium salt compound is dissolved in the alcamines solvent, make catalyst.
The present invention compared with prior art has following advantage:
1. the preparation method is simple, and is easy to operate.
2. the catalyst raw material cheaply is easy to get, and catalytic activity is good
3. the reaction condition gentleness has very high yield and selectivity.
Therefore, the present invention has good economic benefit and social benefit.
The specific embodiment
The present invention is further illustrated by the following examples.
Embodiment 1
300 ℃ of following roastings 8 hours, drying was chilled to room temperature, makes catalyst with potash.Under the normal pressure, add isobutanol and catalyst in reactor, catalyst amount is 4% of a gross weight, and dimethyl carbonate is put into constant pressure funnel, oil bath heating magnetic agitation.Be warming up to 100 ℃, timing when reactant liquor begins to reflux, and begin to add DMC, reaction 1h is warming up to 190 ℃ then, reaction 6h.Catalyst separates with reactant liquor, the reactant liquor chromatography, and the productive rate of carbonic acid diisobutyl ester is 83.5%, selectivity is 95.0%.
Embodiment 2
With aluminium oxide 1000 ℃ of roastings 2 hours, be cooled to room temperature then, grind with mortar, sieve, getting 300 purpose powders is carrier, then by potash: the mol ratio of aluminium oxide be 1:30 with the aluminium oxide incipient impregnation in the aqueous solution of potash, after room temperature leaves standstill 6 hours, through 100 ℃ of dryings, 800 ℃ of roastings 8 hours, reduce to room temperature then, make catalyst.Under the normal pressure, add n-octyl alcohol and catalyst in reactor, catalyst amount is 8% of a gross weight, and dimethyl carbonate is put into constant pressure funnel, oil bath heating magnetic agitation.Be warming up to 140 ℃, timing when reactant liquor begins to reflux, and begin to add DMC, reaction 3h is warming up to 200 ℃ then, reaction 4h.Catalyst separates with reactant liquor, the reactant liquor chromatography, and the productive rate of carbonic acid di-n-octyl is 76.0%, selectivity is 91.3%.
Embodiment 3
300 ℃ of following roastings 8 hours, drying was chilled to room temperature with potash, then 5 gram potash was dissolved in the 40 gram diethanol amine, and room temperature magnetic agitation 1～48 hour makes catalyst.Under the normal pressure, add n-butanol and catalyst in reactor, catalyst amount is 5% of a gross weight, and dimethyl carbonate is put into constant pressure funnel, oil bath heating magnetic agitation.Be warming up to 110 ℃, timing when reactant liquor begins to reflux, and begin to add DMC, reaction 5h is warming up to 180 ℃ then, reaction 6h.Catalyst separates with reactant liquor, the reactant liquor chromatography, and the productive rate of n-butyl carbonate is 81%, selectivity is 100%.
Claims (1)
1. the method for an ester exchange synthesizing fatty long-chain carbonic dialkyl ester, it is characterized in that this method is a Preparation of Catalyst aliphatic long-chain dialkyl carbonate with potassium salt compound or the composite catalyst that supports potassium salt compound, potassium salt compound is potassium hydroxide, potassium methoxide or potash, and inhomogeneity Preparation of catalysts method is:
(1) potassium salt compound catalyst
Potassium salt compound 200～1000 ℃ of roastings 1～12 hour, is reduced to room temperature then, make the potassium salt compound catalyst;
(2) composite catalyst of supported carrier sylvite
Carrier components is silica, alchlor, ceruse or molecular sieve, with carrier 200～1000 ℃ of roastings 1～12 hour, be cooled to room temperature then, grind with mortar, sieve, getting 60～300 purpose powders is carrier, pressing the mol ratio of potassium salt compound and carrier 1:1～100 then forms the carrier incipient impregnation in the aqueous solution of potassium salt compound, after room temperature leaves standstill 6～30 hours, through 80～200 ℃ of dryings, 200～1000 ℃ of roastings 1～12 hour, reduce to room temperature then, make the composite catalyst that supports sylvite;
(3) solvent-laden potassium salt compound composite catalyst
Solvent is monoethanolamine, diethanol amine, triethanolamine or an isopropanolamine, with potassium salt compound 200～1000 ℃ of roastings 1～12 hour, reduce to room temperature then, form by the mol ratio of 1:1～100 by potassium salt compound and solvent potassium salt compound is dissolved in the solvent, make catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100408407A CN100467123C (en) | 2004-10-15 | 2004-10-15 | Catalyst for long chain dialkyl ester carbonate in synthetic fally group |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100408407A CN100467123C (en) | 2004-10-15 | 2004-10-15 | Catalyst for long chain dialkyl ester carbonate in synthetic fally group |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1759932A CN1759932A (en) | 2006-04-19 |
| CN100467123C true CN100467123C (en) | 2009-03-11 |
Family
ID=36706224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100408407A Expired - Lifetime CN100467123C (en) | 2004-10-15 | 2004-10-15 | Catalyst for long chain dialkyl ester carbonate in synthetic fally group |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100467123C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109675623B (en) * | 2017-10-19 | 2021-05-11 | 中国石油化工股份有限公司 | Preparation and application of monodisperse catalyst for preparing diphenyl carbonate by ester exchange |
| CN108728249A (en) * | 2018-06-15 | 2018-11-02 | 成都恒润高新科技股份有限公司 | A method of preparing biodiesel using swill |
| CN110857274B (en) * | 2018-08-13 | 2023-01-24 | 东营市海科新源化工有限责任公司 | Preparation method and device of dioctyl carbonate |
-
2004
- 2004-10-15 CN CNB2004100408407A patent/CN100467123C/en not_active Expired - Lifetime
Non-Patent Citations (2)
| Title |
|---|
| 负载型甲醇钾在甲醇羰化制甲酸甲酯中的催化性能. 陈鸿博等.厦门大学学报（自然科学版），第35卷第2期. 1996 |
| 负载型甲醇钾在甲醇羰化制甲酸甲酯中的催化性能. 陈鸿博等.厦门大学学报（自然科学版），第35卷第2期. 1996 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1759932A (en) | 2006-04-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101255115A (en) | Method for synthesizing long-chain alkyl carbonate by transesterification | |
| CN103242163B (en) | Preparation method of sun-screening agent iso-octyl p-methoxycinnamate | |
| CN103724279B (en) | One step to form the loop prepares the convenient synthetic method of 2-methyl-4-amino-5-amino methylpyrimidine | |
| CN106478586B (en) | Synthesis process of ethylene carbonate | |
| CN104785261A (en) | Oxalate hydrogenation catalyst synthesized by mixed silicon source method and preparation method thereof | |
| CN100467123C (en) | Catalyst for long chain dialkyl ester carbonate in synthetic fally group | |
| CN111072602A (en) | Preparation of 3-acetamido-5-acetylfuran from chitin monomer N-acetylglucosamine catalyzed by amino acid ionic liquid | |
| CN103497157B (en) | 2-imidazolidone synthesis method | |
| CN102796798A (en) | Preparation method of L-menthol | |
| CN104761443A (en) | A method of continuously preparing 3,5,5-trimethyl-3-cyclohexene-1-one | |
| CN103664626A (en) | Method for synthesizing diphenyl carbonate through ester exchange | |
| CN107805201B (en) | Preparation method of methyl dihydrojasmonate | |
| CN102863320B (en) | Preparation technology of veratrole | |
| CN103709018B (en) | Method for preparing guaiacol | |
| CN102649746A (en) | Method for producing glycolic acid ester through adding hydrogen in oxalic ester | |
| CN102872897B (en) | Catalytic agent capable of utilizing furfuryl alcohol liquid-phase catalytic hydrogenation to prepare 1,5- pentanedio as well asl preparation method and application of same | |
| CN104193645A (en) | Preparation method of chiral dimethyl cyclopropyl carboxamide | |
| CN102876466A (en) | Method for catalyzing ester exchange reaction with alkaline ionic liquid | |
| CN105037206A (en) | Synthetic method of hexamidine | |
| CN103553923A (en) | Production method for synthesizing dilauryl carbonate | |
| CN105439856A (en) | Method for preparing dilauryl carbonate by using oxometallate ionic liquid as catalyst | |
| CN106928179B (en) | A kind of method that the fixed carbon dioxide of chemistry prepares five-membered cyclic carbonate ester | |
| CN104557886A (en) | Method for synthesizing (E)-alpha-(iodo-alkylidene) cyclic carbonate | |
| CN1775346A (en) | Titanate oxide nano catalyst for synthesizing fatty long-chain carbonic dialkyl ester and carbonic diphenyl ester | |
| CN103709032A (en) | Preparation method for catalytically synthesizing dibutyl carbonate by proline ionic liquid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| C56 | Change in the name or address of the patentee | ||
| CP03 | Change of name, title or address |
Address after: Hi tech building, East Road, hi tech Zone, Chengdu, Sichuan Patentee after: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences Address before: No. four, South Renmin Road, Sichuan, Chengdu Province nine Patentee before: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences |
|
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: AOKE CHEMICAL YANGZHOU CO., LTD. Effective date: 20150114 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20150114 Address after: 610041 Chengdu South Road, Sichuan, No. four, No. nine Patentee after: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences Patentee after: Oxiranchem (Yangzhou) Co., Ltd. Address before: 610041 Chengdu hi tech Zone, East Road, high tech building Patentee before: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences |
|
| CP01 | Change in the name or title of a patent holder | ||
| CP01 | Change in the name or title of a patent holder |
Address after: 610041 Chengdu South Road, Sichuan, No. four, No. nine Co-patentee after: Jiangsu oxiranchem Co., Ltd. Patentee after: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences Address before: 610041 Chengdu South Road, Sichuan, No. four, No. nine Co-patentee before: Oxiranchem (Yangzhou) Co., Ltd. Patentee before: Chengdu Organic Chemicals Co., Ltd., Chinese Academy of Sciences |