JP2002518466A5 - - Google Patents
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- Publication number
- JP2002518466A5 JP2002518466A5 JP2000555850A JP2000555850A JP2002518466A5 JP 2002518466 A5 JP2002518466 A5 JP 2002518466A5 JP 2000555850 A JP2000555850 A JP 2000555850A JP 2000555850 A JP2000555850 A JP 2000555850A JP 2002518466 A5 JP2002518466 A5 JP 2002518466A5
- Authority
- JP
- Japan
- Prior art keywords
- carbon dioxide
- butane
- gas
- line
- volume
- 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.)
- Pending
Links
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 72
- 229910002092 carbon dioxide Inorganic materials 0.000 description 36
- 239000001569 carbon dioxide Substances 0.000 description 36
- 239000007789 gas Substances 0.000 description 35
- 238000000034 method Methods 0.000 description 32
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 26
- 239000001273 butane Substances 0.000 description 25
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 25
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 17
- 239000011541 reaction mixture Substances 0.000 description 17
- 238000010926 purge Methods 0.000 description 15
- 230000003647 oxidation Effects 0.000 description 14
- 238000007254 oxidation reaction Methods 0.000 description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 239000001301 oxygen Substances 0.000 description 12
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 11
- 229910002091 carbon monoxide Inorganic materials 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000006096 absorbing agent Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 5
- 239000011261 inert gas Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000003795 desorption Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- JKJKPRIBNYTIFH-UHFFFAOYSA-N phosphanylidynevanadium Chemical compound [V]#P JKJKPRIBNYTIFH-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012495 reaction gas Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- JCVAWLVWQDNEGS-UHFFFAOYSA-N 1-(2-hydroxypropylamino)propan-2-ol;thiolane 1,1-dioxide;hydrate Chemical compound O.O=S1(=O)CCCC1.CC(O)CNCC(C)O JCVAWLVWQDNEGS-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- -1 phosphorus compound Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- PXXKQOPKNFECSZ-UHFFFAOYSA-N platinum rhodium Chemical compound [Rh].[Pt] PXXKQOPKNFECSZ-UHFFFAOYSA-N 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9800475 | 1998-06-23 | ||
| BE9800475A BE1012101A6 (fr) | 1998-06-23 | 1998-06-23 | Procede de conversion a haut rendement de n-butane en anhydride maleique par recyclage des gaz uses. |
| PCT/EP1999/004300 WO1999067194A1 (en) | 1998-06-23 | 1999-06-21 | High productivity process to produce maleic anhydride from n-butane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002518466A JP2002518466A (ja) | 2002-06-25 |
| JP2002518466A5 true JP2002518466A5 (https=) | 2010-05-06 |
Family
ID=3891316
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000555698A Withdrawn JP2002518172A (ja) | 1998-06-23 | 1999-06-21 | 改良されたバナジウム−リン酸触媒の調整とこれを用いた無水マレイン酸の製造方法 |
| JP2000555850A Pending JP2002518466A (ja) | 1998-06-23 | 1999-06-21 | Ｎ−ブタンから無水マレイン酸を生成するための生産性の高い方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000555698A Withdrawn JP2002518172A (ja) | 1998-06-23 | 1999-06-21 | 改良されたバナジウム−リン酸触媒の調整とこれを用いた無水マレイン酸の製造方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US6040460A (https=) |
| EP (2) | EP1007499B1 (https=) |
| JP (2) | JP2002518172A (https=) |
| KR (2) | KR20010023221A (https=) |
| CN (2) | CN1119205C (https=) |
| AT (1) | ATE235452T1 (https=) |
| AU (2) | AU745774B2 (https=) |
| BE (1) | BE1012101A6 (https=) |
| BR (2) | BR9906553B1 (https=) |
| CA (2) | CA2301048A1 (https=) |
| DE (1) | DE69906224T2 (https=) |
| ES (1) | ES2196826T3 (https=) |
| WO (2) | WO1999067194A1 (https=) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6281378B1 (en) * | 1995-06-08 | 2001-08-28 | Nippon Shokubai Co., Ltd. | Vanadium-containing catalysts, process for manufacturing and use of the same |
| DE69916217T2 (de) | 1998-11-27 | 2005-04-07 | Mitsubishi Chemical Corp. | Verfahren zur Herstellung von Maleinsäureanhydrid |
| EP1055670B1 (en) | 1999-05-25 | 2008-02-20 | Mitsubishi Chemical Corporation | Process for the production of maleic anhydride |
| US6858561B2 (en) * | 2003-05-15 | 2005-02-22 | Scientific Design Company, Inc. | Phosphorus/vanadium catalyst preparation |
| DE10334582A1 (de) * | 2003-07-28 | 2005-02-24 | Basf Ag | Verfahren zur Herstellung von Maleinsäureanhydrid |
| US7399456B2 (en) * | 2005-02-25 | 2008-07-15 | Conocophillips Company | Process for the removal of heavy metals from gases, and compositions therefor and therewith |
| US8143461B2 (en) * | 2006-09-05 | 2012-03-27 | Huntsman Petrochemical Llc | Maleic anhydride catalyst and method for its preparation |
| EP2205353B1 (en) * | 2007-10-22 | 2019-12-18 | Huntsman Petrochemical LLC | Improved oxidation catalyst for maleic anhydride production |
| CN102015104A (zh) * | 2008-03-25 | 2011-04-13 | 巴布考克日立株式会社 | 抑制铁化合物影响的排气净化催化剂 |
| DE102008025834A1 (de) * | 2008-05-29 | 2009-12-03 | Bayer Technology Services Gmbh | Verfahren zur Herstellung von Maleinsäureanhydrid |
| US7972415B2 (en) * | 2008-12-11 | 2011-07-05 | Spx Corporation | Membrane-based compressed air breathing system |
| CN101531650B (zh) * | 2009-03-19 | 2010-04-21 | 江苏钟腾化工有限公司 | 一种从含顺酐气体中回收顺酐的部分冷凝工艺 |
| WO2011023646A1 (de) | 2009-08-26 | 2011-03-03 | Basf Se | Katalysator-precursor für die herstellung von maleinsäureanhydrid und verfahren zu dessen herstellung |
| FR2958185B1 (fr) * | 2010-03-30 | 2012-04-20 | Arkema France | Procede d'oxydation selective de monoxyde de carbone |
| MY188403A (en) * | 2010-09-10 | 2021-12-07 | Huntsman Petrochemical Llc | Improved vpo catalyst with low vanadium oxidation state for maleic anhydride production |
| CN104096376B (zh) * | 2014-06-27 | 2016-03-09 | 常州瑞华化工工程技术有限公司 | 一种防止顺酐装置氧化产物冷凝器堵塞的方法和装置 |
| CN104177317B (zh) * | 2014-07-31 | 2017-04-19 | 常州瑞华化工工程技术有限公司 | 防止顺酐循环尾气露点腐蚀的方法 |
| CN105001185A (zh) * | 2015-07-21 | 2015-10-28 | 宁波浙铁江宁化工有限公司 | 一种顺酐尾气处理设备及其工艺 |
| CN105617959A (zh) * | 2016-01-15 | 2016-06-01 | 湖南弘润化工科技有限公司 | 甲苯液相空气氧化法连续生产苯甲酸的反应装置 |
| US11289700B2 (en) | 2016-06-28 | 2022-03-29 | The Research Foundation For The State University Of New York | KVOPO4 cathode for sodium ion batteries |
| GB201616119D0 (en) * | 2016-09-22 | 2016-11-09 | Johnson Matthey Davy Technologies Limited | Process |
| CN109046412B (zh) * | 2018-08-23 | 2021-05-25 | 常州新日催化剂股份有限公司 | 一种正丁烷氧化制顺酐催化剂及其制备方法 |
| CN115697955A (zh) | 2020-09-17 | 2023-02-03 | 巴斯夫欧洲公司 | 制备乙二醛的方法 |
| CN119327376A (zh) * | 2023-07-20 | 2025-01-21 | 中国石化工程建设有限公司 | 一种正戊烷氧化制顺酐和苯酐的系统和方法 |
| WO2025062466A1 (en) | 2023-09-19 | 2025-03-27 | Conser Spa | Gas recycle maleic anydride process for high productivity and low carbon emissions |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3293268A (en) | 1964-03-23 | 1966-12-20 | Princeton Chemical Res Inc | Production of maleic anhydride by oxidation of n-butane |
| US3864280A (en) * | 1972-06-19 | 1975-02-04 | Chevron Res | Catalyst for a n-butane oxidation to maleic anhydride |
| US4132670A (en) | 1974-11-06 | 1979-01-02 | Chevron Research Company | Method of preparing vanadium (IV) phosphate composition with high intrinsic surface area |
| US3904652A (en) * | 1972-11-16 | 1975-09-09 | Standard Oil Co Indiana | Recycle process for oxidation of n-butane to maleic anhydride |
| US3899516A (en) * | 1973-10-17 | 1975-08-12 | Sun Ventures Inc | Oxidation of butane to maleic anhydride using butane-rich feed |
| US4064070A (en) | 1974-12-23 | 1977-12-20 | Chevron Research Company | Catalyst for producing maleic anhydride |
| US4222945A (en) * | 1978-01-30 | 1980-09-16 | Imperial Chemical Industries Limited | Production of maleic anhydride |
| EP0003431B1 (en) | 1978-01-30 | 1984-04-11 | Imperial Chemical Industries Plc | Production of carboxylic acid anhydrides and catalysts therefor |
| US4231943A (en) * | 1979-05-31 | 1980-11-04 | Chevron Research Company | Maleic anhydride production |
| US4247419A (en) * | 1979-12-13 | 1981-01-27 | Atlantic Richfield Company | Single phase vanadium(IV)bis(metaphosphate) oxidation catalyst with improved intrinsic surface area |
| US4312787A (en) | 1979-12-17 | 1982-01-26 | Standard Oil Company | Coated catalysts containing high loading of active phase, particularly useful in the preparation of maleic anhydride |
| US4333853A (en) | 1980-05-05 | 1982-06-08 | The Standard Oil Company | Mixed vanadium phosphorus oxide catalysts and preparation thereof |
| US4315864A (en) | 1980-10-22 | 1982-02-16 | Standard Oil Company (Ohio) | Preparation of maleic anhydride |
| US4317778A (en) * | 1980-12-29 | 1982-03-02 | Standard Oil Company (Sohio) | Preparation of maleic anhydride using fluidized catalysts |
| US4342699A (en) * | 1981-02-23 | 1982-08-03 | Standard Oil Company (Indiana) | Process for production of maleic anhydride |
| US4392986A (en) | 1981-10-08 | 1983-07-12 | Exxon Research & Engineering Co. | Catalyst for carboxylic anhydride production |
| US4562268A (en) | 1983-12-28 | 1985-12-31 | Monsanto Company | Process for producing maleic anhydride |
| US4632915A (en) | 1985-10-28 | 1986-12-30 | Monsanto Company | Iron/lithium--promoted catalysts for the production of maleic anhydride |
| US5011945A (en) * | 1987-08-31 | 1991-04-30 | Amoco Corporation | Continuous process for the production of maleic anhydride |
| IT1253698B (it) * | 1990-05-31 | 1995-08-23 | Sisas Spa | Procedimento per il recupero di anidride maleica da miscele di reazione |
| US5126463A (en) * | 1990-10-31 | 1992-06-30 | The Boc Group, Inc. | Process for the production of anhydrides |
| US5262547A (en) * | 1990-10-31 | 1993-11-16 | The Boc Group, Inc. | Process for the production of petrochemicals |
| HUT58680A (en) * | 1990-11-14 | 1992-03-30 | Boc Group Inc | Process for producing anhydrides and nitriles |
| US5137860A (en) | 1991-06-27 | 1992-08-11 | Monsanto Company | Process for the transformation of vanadium/phosphorus mixed oxide catalyst precursors into active catalysts for the production of maleic anhydride |
| BE1008103A3 (fr) * | 1994-04-22 | 1996-01-16 | Pantochim Sa | Procede de preparation de catalyseurs au vanadium et phosphore et leur utilisation pour la production d'anhydride maleique. |
| IT1269970B (it) * | 1994-06-30 | 1997-04-16 | Sisas Spa | Procedimento di riciclo di gas esausti nel processo di conversione di n-butano ad anidride maleica |
| IT1290407B1 (it) * | 1996-04-29 | 1998-12-03 | Lonza Spa | Procedimento per la trasformazione di un precursore di catalizzatore a base di ossido misto di vanadio/fosforo nel catalizzatore attivo |
-
1998
- 1998-06-23 BE BE9800475A patent/BE1012101A6/fr not_active IP Right Cessation
-
1999
- 1999-06-21 EP EP99931128A patent/EP1007499B1/en not_active Expired - Lifetime
- 1999-06-21 CA CA002301048A patent/CA2301048A1/en not_active Abandoned
- 1999-06-21 CN CN99801207A patent/CN1119205C/zh not_active Expired - Fee Related
- 1999-06-21 EP EP99932707A patent/EP1011859A1/en not_active Withdrawn
- 1999-06-21 AT AT99931128T patent/ATE235452T1/de not_active IP Right Cessation
- 1999-06-21 KR KR1020007001850A patent/KR20010023221A/ko not_active Withdrawn
- 1999-06-21 WO PCT/EP1999/004300 patent/WO1999067194A1/en not_active Ceased
- 1999-06-21 BR BRPI9906553-3A patent/BR9906553B1/pt not_active IP Right Cessation
- 1999-06-21 JP JP2000555698A patent/JP2002518172A/ja not_active Withdrawn
- 1999-06-21 KR KR1020007001856A patent/KR100622167B1/ko not_active Expired - Fee Related
- 1999-06-21 AU AU48998/99A patent/AU745774B2/en not_active Ceased
- 1999-06-21 DE DE69906224T patent/DE69906224T2/de not_active Expired - Fee Related
- 1999-06-21 CN CNB998012084A patent/CN1205162C/zh not_active Expired - Fee Related
- 1999-06-21 ES ES99931128T patent/ES2196826T3/es not_active Expired - Lifetime
- 1999-06-21 BR BR9906554-1A patent/BR9906554A/pt not_active Application Discontinuation
- 1999-06-21 CA CA002301061A patent/CA2301061A1/en not_active Abandoned
- 1999-06-21 AU AU47753/99A patent/AU4775399A/en not_active Abandoned
- 1999-06-21 JP JP2000555850A patent/JP2002518466A/ja active Pending
- 1999-06-21 WO PCT/EP1999/004301 patent/WO1999067021A1/en not_active Ceased
- 1999-06-22 US US09/337,542 patent/US6040460A/en not_active Expired - Lifetime
- 1999-06-22 US US09/337,541 patent/US6174833B1/en not_active Expired - Fee Related
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