JP2002511444A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2002511444A5 JP2002511444A5 JP2000543417A JP2000543417A JP2002511444A5 JP 2002511444 A5 JP2002511444 A5 JP 2002511444A5 JP 2000543417 A JP2000543417 A JP 2000543417A JP 2000543417 A JP2000543417 A JP 2000543417A JP 2002511444 A5 JP2002511444 A5 JP 2002511444A5
- Authority
- JP
- Japan
- Prior art keywords
- niobium
- niobium catalyst
- group
- catalyst according
- ester
- 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.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 description 60
- 229910052758 niobium Inorganic materials 0.000 description 59
- 239000010955 niobium Substances 0.000 description 59
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 59
- 238000000034 method Methods 0.000 description 35
- 150000002148 esters Chemical class 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
- 229910052760 oxygen Inorganic materials 0.000 description 11
- 239000001301 oxygen Substances 0.000 description 11
- 150000001735 carboxylic acids Chemical class 0.000 description 9
- 239000000376 reactant Substances 0.000 description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical group 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229910000484 niobium oxide Inorganic materials 0.000 description 4
- URLJKFSTXLNXLG-UHFFFAOYSA-N niobium(5+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Nb+5].[Nb+5] URLJKFSTXLNXLG-UHFFFAOYSA-N 0.000 description 4
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 4
- 229910052814 silicon oxide Inorganic materials 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- AOLPZAHRYHXPLR-UHFFFAOYSA-I pentafluoroniobium Chemical compound F[Nb](F)(F)(F)F AOLPZAHRYHXPLR-UHFFFAOYSA-I 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/060,468 | 1998-04-15 | ||
| US09/060,468 US5998657A (en) | 1998-04-15 | 1998-04-15 | Process for the generation of α, β-unsaturated carboxylic acids and esters using niobium catalyst |
| PCT/US1999/008283 WO1999052854A1 (en) | 1998-04-15 | 1999-04-15 | PROCESS FOR THE GENERATION OF α,β-UNSATURATED CARBOXYLIC ACIDS AND ESTERS USING NIOBIUM CATALYST |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002511444A JP2002511444A (ja) | 2002-04-16 |
| JP2002511444A5 true JP2002511444A5 (enExample) | 2006-06-15 |
| JP4531976B2 JP4531976B2 (ja) | 2010-08-25 |
Family
ID=22029676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000543417A Expired - Fee Related JP4531976B2 (ja) | 1998-04-15 | 1999-04-15 | ニオブ触媒を使用するα，β−不飽和カルボン酸及びエステルの製造方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5998657A (enExample) |
| EP (1) | EP1071652B1 (enExample) |
| JP (1) | JP4531976B2 (enExample) |
| DE (1) | DE69925822T2 (enExample) |
| WO (1) | WO1999052854A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8785683B2 (en) * | 2009-06-13 | 2014-07-22 | Rennovia, Inc. | Production of glutaric acid and derivatives from carbohydrate-containing materials |
| CA2763777C (en) | 2009-06-13 | 2017-10-17 | Rennovia Inc. | Production of adipic acid and derivatives from carbohydrate-containing materials |
| US8669397B2 (en) | 2009-06-13 | 2014-03-11 | Rennovia, Inc. | Production of adipic acid and derivatives from carbohydrate-containing materials |
| US8669393B2 (en) * | 2010-03-05 | 2014-03-11 | Rennovia, Inc. | Adipic acid compositions |
| US9770705B2 (en) | 2010-06-11 | 2017-09-26 | Rennovia Inc. | Oxidation catalysts |
| GB201011091D0 (en) | 2010-07-01 | 2010-08-18 | Lucite Int Uk Ltd | A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters |
| US9573119B2 (en) | 2011-09-16 | 2017-02-21 | Eastman Chemical Company | Process for preparing V—Ti—P catalysts for synthesis of 2,3-unsaturated carboxylic acids |
| US8765629B2 (en) | 2011-09-16 | 2014-07-01 | Eastman Chemical Company | Process for preparing V-Ti-P catalysts for synthesis of 2,3-unsaturated carboxylic acids |
| US8883672B2 (en) | 2011-09-16 | 2014-11-11 | Eastman Chemical Company | Process for preparing modified V-Ti-P catalysts for synthesis of 2,3-unsaturated carboxylic acids |
| US8993801B2 (en) | 2011-09-16 | 2015-03-31 | Eastman Chemical Company | Process for preparing V-Ti-P catalysts for synthesis of 2,3-unsaturated carboxylic acids |
| JP2020073458A (ja) * | 2017-03-02 | 2020-05-14 | Ａｇｃ株式会社 | α，β−不飽和酸エステルまたはα−ハロエステルの製造方法 |
| KR102627457B1 (ko) | 2019-08-06 | 2024-01-19 | 삼성전자주식회사 | 나이오븀 화합물과 이를 이용하는 박막 형성 방법 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3535371A (en) * | 1965-12-29 | 1970-10-20 | Commercial Solvents Corp | Process for the preparation of acrylic esters |
| US3440276A (en) * | 1965-12-29 | 1969-04-22 | Commercial Solvents Corp | Process for preparing acrylic esters |
| US3466320A (en) * | 1967-06-27 | 1969-09-09 | Eastman Kodak Co | Method for the preparation of esters of unsaturated acids from the corresponding nitriles |
| GB1224736A (en) * | 1968-02-07 | 1971-03-10 | British Petroleum Co | Metal flakes |
| DE3004467A1 (de) * | 1980-02-07 | 1981-08-13 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von methylmethacrylat durch umsetzung von methylpropionat und methanol |
| US4743706A (en) * | 1982-09-27 | 1988-05-10 | The Standard Oil Company | Preparation of unsaturated acids and esters by oxidative condensation |
| CA1193613A (en) * | 1982-12-08 | 1985-09-17 | Robert K. Grasselli | Preparation of unsaturated acids and esters by oxidative condensation |
| GB8309837D0 (en) * | 1983-04-12 | 1983-05-18 | British Petroleum Co Plc | Unsaturated carboxylic acids/esters |
| GB8318675D0 (en) * | 1983-07-11 | 1983-08-10 | Ici Plc | Chemical process |
| JPS6366146A (ja) * | 1986-09-08 | 1988-03-24 | Toagosei Chem Ind Co Ltd | アクリル酸またはメタクリル酸の製造法 |
| JP3024863B2 (ja) * | 1992-05-25 | 2000-03-27 | 三菱レイヨン株式会社 | メタクリル酸及びそのエステルの製造方法 |
| JP2966650B2 (ja) * | 1992-05-25 | 1999-10-25 | 三菱レイヨン株式会社 | メタクリル酸及びそのエステルの製造方法 |
| JP2836595B2 (ja) * | 1996-08-21 | 1998-12-14 | 日本電気株式会社 | 移動体通信システムの自動周波数配置方法 |
| US5808148A (en) * | 1997-01-03 | 1998-09-15 | Eastman Chemical Company | Preparation of α,β-unsaturated carboxylic acids and esters |
-
1998
- 1998-04-15 US US09/060,468 patent/US5998657A/en not_active Expired - Lifetime
-
1999
- 1999-04-15 JP JP2000543417A patent/JP4531976B2/ja not_active Expired - Fee Related
- 1999-04-15 WO PCT/US1999/008283 patent/WO1999052854A1/en not_active Ceased
- 1999-04-15 DE DE69925822T patent/DE69925822T2/de not_active Expired - Lifetime
- 1999-04-15 EP EP99918584A patent/EP1071652B1/en not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2002511444A5 (enExample) | ||
| JPWO1993025308A1 (ja) | 有機珪素化合物で修飾した含水酸化ジルコニウム及びこれを構成成分とするアルコール酸化用触媒、並びにラクトン製造用触媒 | |
| JP4531976B2 (ja) | ニオブ触媒を使用するα，β−不飽和カルボン酸及びエステルの製造方法 | |
| JPH11226417A (ja) | 酸化触媒系及びそれを用いた酸化方法 | |
| CN112479860B (zh) | 一种基于氧气氧化的羧酸及ε-己内酯联产的新方法 | |
| JP5109478B2 (ja) | ２−ヒドロキシ−４−（メチルチオ）酪酸またはそのエステルの製造方法およびその中間体の製造方法 | |
| JP3918883B2 (ja) | ベンゾイルクロライド類の製造方法 | |
| JP2015526425A (ja) | アリルアルコールの製造方法 | |
| WO2007037119A1 (ja) | ３，３，３－トリフルオロプロピオンアルデヒドの製造方法 | |
| JP4450138B2 (ja) | フルオロアルキルカルボン酸の製造方法 | |
| JPH0899933A (ja) | メタクリル酸エステルの製造法 | |
| JP2003531880A5 (enExample) | ||
| US4146735A (en) | Preparation of α,β-unsaturated carboxylic acids via Mannich intermediates | |
| JP4659240B2 (ja) | ヒドロキシアルデヒドの製造方法 | |
| JP2000319228A (ja) | α−ヒドロキシメチルアクリレート化合物の製造方法 | |
| JPS58219134A (ja) | エタノ−ルの製造法 | |
| WO2000018729A1 (en) | Process for producing alkylsulfonylbenzaldehyde | |
| CN113105492B (zh) | 三氟甲基三甲基硅烷的制备方法 | |
| JP4001978B2 (ja) | 不飽和アルデヒドの製造方法 | |
| JPH0959239A (ja) | アクリロニトリルの製造方法 | |
| JPH08119903A (ja) | 乳酸エステルの製造方法 | |
| JP2003096082A (ja) | グリニャール試薬の製造方法 | |
| JPH09143117A (ja) | α，β−不飽和エーテルの製造方法 | |
| JPH0525149A (ja) | スチレンオキシドの製造方法 | |
| JP2002030076A (ja) | ２，４−オキサゾリジンジオン類の製造方法 |