CN1247303C - Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol - Google Patents
Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol Download PDFInfo
- Publication number
- CN1247303C CN1247303C CN 200410012188 CN200410012188A CN1247303C CN 1247303 C CN1247303 C CN 1247303C CN 200410012188 CN200410012188 CN 200410012188 CN 200410012188 A CN200410012188 A CN 200410012188A CN 1247303 C CN1247303 C CN 1247303C
- Authority
- CN
- China
- Prior art keywords
- catalyst
- butanediol
- gamma
- butyrolacton
- butyrolactone
- 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
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title claims abstract description 33
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 239000003054 catalyst Substances 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- 238000006356 dehydrogenation reaction Methods 0.000 claims abstract description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 230000004913 activation Effects 0.000 claims abstract description 3
- 239000012298 atmosphere Substances 0.000 claims abstract description 3
- 230000009467 reduction Effects 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000008901 benefit Effects 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 229910000421 cerium(III) oxide Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 6
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229910052684 Cerium Inorganic materials 0.000 description 3
- 229910002651 NO3 Inorganic materials 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- HSJPMRKMPBAUAU-UHFFFAOYSA-N cerium(3+);trinitrate Chemical compound [Ce+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O HSJPMRKMPBAUAU-UHFFFAOYSA-N 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000008151 electrolyte solution Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 150000004040 pyrrolidinones Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000000247 postprecipitation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Landscapes
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
The present invention relates to a catalyst for preparing gamma-butyrolactone by the dehydrogenation of 1, 4-butanediol, which comprises the components of the weight percentage: 48 to 55% of CuO, 42 to 50% of ZnO, and 2 to 3% of Ce2O3. The catalyst is used for preparing gamma-butyrolactone by the dehydrogenation of 1, 4-butanediol, the reduction activation is firstly carried out for 1.4-butanediol in a hydrogen atmosphere, and the 1, 4-butanediol is loaded in a fixed bed reactor. The reaction temperature is from 210 to 260 DEG C., the reaction pressure is lower than 0.05MPa, and the liquid space speed is from 0.1 to 0.7 hr<-1>. The catalyst of the present invention has the advantages of has high activity, at least 98% of the conversion rate of 1, 4-butanediol, at least 95% of the selectivity of gamma-butyrolactone, and no Cr in the catalyst.
Description
Technical field
The invention belongs to a kind of catalyst and uses thereof, be specifically related to a kind ofly be used for 1, the 4-butanediol dehydrogenation prepares gamma-butyrolacton catalyst and uses thereof.
Background technology
Gamma-butyrolacton claims 1 again, and the 4-butyrolactone is a kind of important organic chemical industry's product, extensive use petrochemical industry, medicine, dyestuff, agricultural chemicals and fine chemistry industry aspect.External gamma-butyrolacton is mainly as solvent and production pyrrolidones series of products.About 56% of U.S.'s gamma-butyrolacton consumption is used to produce PVP, and about 40% is used for production is used to produce the N-methyl pyrrolidone, and about 4% as solvent.About 45% of West Europe gamma-butyrolacton is used to produce the N-methyl pyrrolidone, and about 20% is used to produce other pyrrolidones, and about 23% is used to produce herbicide, and about 12% is used for other fields such as pharmacy, adhesive.Mainly as electrolyte solution, its consumption accounts for the 45-50% of aggregate consumption to the gamma-butyrolacton of Japan, and about 38% is used to produce N-methyl pyrrolidone, PVP, and other mainly is used as solvent etc.Be mainly used in production alpha-pyrrolidone, methyl pyrrolidone, PVP at China's gamma-butyrolacton, fraction is used to produce agricultural chemicals, medicine intermediate, electrolyte solution and solvent.Gamma-butyrolacton is a kind of fine chemical product of high added value, and the improvement of producing gamma-butyrolacton technology and catalyst will bring tangible economic benefit.
Mainly contain two kinds of raw material routes at present in the world and produce gamma-butyrolactons, promptly 1,4-butanediol dehydrogenation method and maleic anhydride hydrogenation method.And 1,4-butanediol route is the method for industrial main employing.
Japan Patent JP0525,151, report 1, the 4-butanediol gas phase dehydrogenation prepares gamma-butyrolacton, and its catalyst is made up of Cu, Cr, Na or K.At 230 ℃, air speed 3.0hr
-1Under the condition, conversion ratio 87.28%, selectivity 98.75%.
Europe patent EP523,774, introduce and use Cu-Cr-Ba or Cu-Cr-Mn-Ba, wherein add Alkali-Metal Na or K.In fixed bed reactors, catalyst consists of Cu 33.5%, and Cr 28.6%, and Mn 4.0% and Na 2.2% are 230 ℃ in temperature, pressure 0.4MPa, hydrogen alcohol ratio 4, air speed 3.0hr
-1Under the condition, 1,4-butanediol conversion ratio 91.39%, gamma-butyrolacton selectivity 93.98%.
Japan Patent JP03,232,874, disclosed catalyst consists of CuO 47%, Cr
2O
342%, BaO 6%, at 230 ℃, and under the 0.3MPa condition, 1,4-butanediol dehydrogenation system gamma-butyrolacton conversion ratio is 96.1%, selectivity is 95.1%.
Chinese patent CN1221000A reports its catalyst and has following general formula composition: CuCraMnbAcOx
Wherein A is selected from Ti, Al, Zr, Zn, a=0.5-2.0, and b=0.01-1.5, c=0.01-2.0, x is for satisfying the valent oxygen atomicity of each metallic element.1,4-butanediol conversion ratio is more than 96%, and the gamma-butyrolacton selectivity is more than 98%.
More than all contain the Cr element in these patent catalyst, easily cause environmental pollution, harmful to health.
Summary of the invention
The object of the present invention is to provide a kind of 1 of Cr that do not contain, 4-butanediol dehydrogenation system gamma-butyrolacton catalyst and uses thereof.
Catalyst of the present invention, the each component percentage by weight is:
CuO?48-55％；ZnO?42-50％；Ce
2O
3?2-3％
Catalyst of the present invention is to adopt precipitation method preparation, and concrete steps are as follows:
(1) composition of pressing catalyst is prepared the nitrate mixed liquor, and concentration is 1-2M;
(2) nitrate mixed liquor and alkaline precipitating agent are under agitation mixed, obtain precipitation, the temperature that mixes is 50-55 ℃, and the time is 1 hour, aging 3 hours then;
(3) post precipitation is through washing and filtering, 100-110 ℃ of drying 20 hours, and 330 ℃ of following roastings 5 hours, adds at last and is less than 1.5% graphite powder moulding, makes catalyst.
This catalyst is used for 1,4-butanediol ordinary-pressure gas-phase dehydrogenation system gamma-butyrolacton, and catalyst is seated in the fixed bed reactors, reaction condition is: reaction temperature 210-260 ℃, reaction pressure is less than 0.05MPa, hydrogen alcohol mol ratio 5-25,1,4-butanediol weight space velocity 0.1-0.7hr
-1Before using, catalyst needs reduction activation in hydrogen atmosphere.Reaction result is: 1, and 4-butanediol conversion ratio is greater than 98%, and the gamma-butyrolacton selectivity is greater than 95%.
Catalyst of the present invention compared with prior art has following advantage:
1. catalyst has higher activity, and 1,4-butanediol conversion ratio 98%, the gamma-butyrolacton selectivity is greater than 95%.
2. do not contain Cr in the catalyst, reduced environmental pollution.
The specific embodiment
Embodiments of the invention are as follows:
Embodiment 1
(1) preparation process: take by weighing copper nitrate 74.5g, zinc nitrate 89.6g, cerous nitrate 2.6g is dissolved in nitrate in the distilled water, and preparation is into about 800ml solution, and this solution and alkaline precipitating agent stir down at 50-55 ℃, mix to obtain precipitation, aging then 3hr.Sediment is through washing and filtering, 110 ℃ of dryings 20 hours, and 330 ℃ of roastings 5 hours, must about 50g catalyst, and add a small amount of graphite (being generally less than 1.5%) moulding at last;
(2) catalyst (after the roasting) composition wt% is:
CuO?49％，ZnO?49％，Ce
2O
3?2％。
(3) reactivity worth: catalyst (20-40 order) fill in reactor (in the Φ 12 * 600mm), normal pressure, 215 ℃ of temperature, air speed 0.15hr
-1, under hydrogen alcohol mol ratio 10 conditions, 1,4-butanediol conversion ratio is about 98.1%, gamma-butyrolacton selectivity 96.5%.
Embodiment 2
(1) catalyst (after the roasting) composition wt% is:
CuO?51％，ZnO?46.5％，Ce
2O
3?2.5％；
(2) preparation process: take by weighing copper nitrate 77.5g, zinc nitrate 85.1g, cerous nitrate 3.3g, all the other are with embodiment 1.
(3) reactivity worth: at normal pressure, 235 ℃ of temperature, air speed 0.45hr
-1, under hydrogen alcohol mol ratio 18 conditions, 1,4-butanediol conversion ratio is about 98.5%, gamma-butyrolacton selectivity 96.1%.
Embodiment 3
(1) catalyst (after the roasting) composition wt% is:
CuO?54％，ZnO?43％，Ce
2O
3?3％；
(2) preparation process: take by weighing copper nitrate 82.1g, zinc nitrate 78.6g, cerous nitrate 3.9g, all the other are with embodiment 1;
(3) reactivity worth: at normal pressure, 255 ℃ of temperature, air speed 0.65hr
-1, under hydrogen alcohol mol ratio 25 conditions, conversion ratio is about 98.7%, gamma-butyrolacton selectivity 95.3%.
Claims (2)
1. one kind 1, the 4-butanediol dehydrogenation prepares the gamma-butyrolacton catalyst, it is characterized in that the each component percentage by weight of catalyst is:
CuO 48-55％；ZnO 42-50％；Ce
2O
3 2-3％。
2. as claimed in claim 1 a kind of 1, the 4-butanediol dehydrogenation prepares the purposes of gamma-butyrolacton catalyst, it is characterized in that catalyst reduction activation in hydrogen atmosphere, pack into then in the fixed bed reactors, reaction temperature 210-260 ℃, reaction pressure is less than 0.05MPa, and hydrogen alcohol mol ratio is 5-25,1,4-butanediol weight space velocity 0.1-0.7hr
-1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410012188 CN1247303C (en) | 2004-03-16 | 2004-03-16 | Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410012188 CN1247303C (en) | 2004-03-16 | 2004-03-16 | Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1562473A CN1562473A (en) | 2005-01-12 |
| CN1247303C true CN1247303C (en) | 2006-03-29 |
Family
ID=34477927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410012188 Expired - Lifetime CN1247303C (en) | 2004-03-16 | 2004-03-16 | Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1247303C (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101157677B (en) * | 2007-09-27 | 2011-05-04 | 复旦大学 | Method for catalytic preparation of delta-valerolactone by using supported nano-gold catalyst |
| CN102029156B (en) * | 2009-10-07 | 2013-02-27 | Sk新技术株式会社 | Process for preparing of [gamma]-butyrolactone and n-methyl pyrrolidone from 1,4-butanediol |
| CN105797734B (en) * | 2014-12-29 | 2019-09-03 | 国家能源投资集团有限责任公司 | Short-chain aliphatic ester adds catalyst, preparation method, purposes and the short-chain aliphatic ester of hydrogen low-carbon alcohols to add the methods of hydrogen low-carbon alcohols |
| CN110526849B (en) * | 2019-09-29 | 2021-05-11 | 迈奇化学股份有限公司 | Method for preparing alkyl pyrrolidone by 1, 4-butanediolamine |
| CN116173977B (en) * | 2023-03-30 | 2023-12-12 | 重庆中润新材料股份有限公司 | Dehydrogenation catalyst and preparation method and application thereof |
-
2004
- 2004-03-16 CN CN 200410012188 patent/CN1247303C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1562473A (en) | 2005-01-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2011038977A1 (en) | Method for producing higher hydridosilane | |
| CN1680257A (en) | Preparation of levulinate from glucose by molecular screen catalytic hydrolysis | |
| CN1247303C (en) | Preparing catalyzer of Gamma-butyrolactone through dehydrogenating 1,4 butanediol | |
| CN1015778B (en) | Preparation is used for aliphatic acid is direct hydrogenated to the method for the silica-copper chromite spinelle acid-resistant catalyst of respective chain length fatty alcohol | |
| CN1884272A (en) | Process for catalytic synthesis of phthalide from phthalic anhydride | |
| CN102744085B (en) | Catalytic system containing nanometer Ru catalyst and alkali zinc sulfate salt and method for preparing cyclohexene through catalytic benzene selective hydrogenation | |
| CN1094789C (en) | Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application | |
| CN1095400C (en) | Catalyst for preparing gamma-butyrolactone by gas-phase normal-pressure hydrogenation of maleic anhydride and its use | |
| CN1792446A (en) | Catalyst for oxo-synthesis of dimethyl ether to produce methylal, prepn. method and application thereof | |
| CN1562477A (en) | Catalyzer for preparing furfuryl alcohol through hydrogenation in liquid phase furfural | |
| CN1089035C (en) | Catalyst for preparing 2-methylfuran by gas-phase hydrogenation of furaldehyde and its application | |
| CN1915496A (en) | Application of load type catalyst in synthesizing N phenyl maleimide | |
| CN1171675C (en) | Catalyst for preparing furancarbinol from liquid-phase furol hydrogenation and use thereof | |
| CN1280255C (en) | Process for comprehensive utilization of waste sulfuric acid from 3,3'-dichloro benzidine hydrochloride | |
| DE69417487T2 (en) | Process for the preparation of aromatic monoalkenyl compounds | |
| CN111747832B (en) | Method for preparing cyclohexanone | |
| CN1272292C (en) | Method for the production of cyclohexanol from benzole | |
| CN1712397A (en) | Production of N-vinyl-pryyolidone | |
| CN113019391B (en) | Catalyst for preparing cyclohexanol and ethanol by hydrogenating cyclohexyl acetate, preparation method and application thereof | |
| CN112742432B (en) | Method for preparing gamma-butyrolactone by maleic anhydride hydrogenation | |
| CN1046100C (en) | Furancarbinol catalyst by furol gas phase catalytic hydrogenation | |
| CN107954951B (en) | Method for manufacturing delta-valerolactone | |
| CN1305855C (en) | Process for preparing epsilon-hexanolactam by catalyzing cyclohexanone-oxime rearranging | |
| CN1234701C (en) | Method for producing tetrahydrofuran | |
| CN1557543A (en) | Novel vanadium pentoxide multicomponent composite metal oxide catalyst and process for preparing phenol using benzoic acid and the catalyst by gas phase method |
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 | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: ZHONGKE OIL PROJECT CO., LTD. Free format text: FORMER OWNER: SHANXI INST. OF COAL CHEMISTRY, CHINESE ACADEMY OF SCIENCES Effective date: 20081017 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20081017 Address after: 3, building 1, Tsinghua Science and Technology Park, No. 609, Zhongguancun East Road, Beijing, Haidian District Patentee after: SYNEFUELS CHINA Inc. Address before: 165 mailbox, Taiyuan City, Shanxi Province Patentee before: INSTITUTE OF COAL CHEMISTRY, CHINESE ACADEMY OF SCIENCES |
|
| C56 | Change in the name or address of the patentee | ||
| CP02 | Change in the address of a patent holder |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee after: Synefuels China Inc. Address before: 100195, Haidian District Zhongguancun East Road, No. 1, building 3, Tsinghua Science and Technology Park, pioneering building, 609, Beijing Patentee before: Synefuels China Inc. |
|
| C56 | Change in the name or address of the patentee |
Owner name: SYNEFUELS CHINA CO., LTD. Free format text: FORMER NAME: SYNEFUELS CHINA INC. |
|
| CP01 | Change in the name or title of a patent holder |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee after: SYNFUELS CHINA Address before: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee before: Synefuels China Inc. |
|
| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone Park south two Street No. 1 Patentee after: SYNEFUELS CHINA Inc. Address before: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee before: SYNFUELS CHINA |
|
| CX01 | Expiry of patent term | ||
| CX01 | Expiry of patent term |
Granted publication date: 20060329 |