JPS60232247A - ヘテロポリ酸系触媒の再生方法 - Google Patents
ヘテロポリ酸系触媒の再生方法Info
- Publication number
- JPS60232247A JPS60232247A JP59087834A JP8783484A JPS60232247A JP S60232247 A JPS60232247 A JP S60232247A JP 59087834 A JP59087834 A JP 59087834A JP 8783484 A JP8783484 A JP 8783484A JP S60232247 A JPS60232247 A JP S60232247A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- deteriorated
- acid
- nitrogen
- hetero
- 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 title claims abstract description 115
- 239000011964 heteropoly acid Substances 0.000 title claims abstract description 22
- 238000011069 regeneration method Methods 0.000 title description 18
- 230000008929 regeneration Effects 0.000 title description 14
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 230000000694 effects Effects 0.000 claims abstract description 16
- -1 nitrogen-containing heterocyclic compound Chemical class 0.000 claims abstract description 14
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 13
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 12
- 230000003197 catalytic effect Effects 0.000 claims abstract description 11
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims abstract description 9
- 230000003647 oxidation Effects 0.000 claims abstract description 9
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 25
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 7
- 230000001172 regenerating effect Effects 0.000 claims description 5
- 238000010574 gas phase reaction Methods 0.000 claims description 3
- 150000002894 organic compounds Chemical class 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- 150000003839 salts Chemical class 0.000 abstract description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract description 7
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 18
- 230000006866 deterioration Effects 0.000 description 12
- 238000005259 measurement Methods 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 8
- 238000002441 X-ray diffraction Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 229910017604 nitric acid Inorganic materials 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 2
- NLSCHDZTHVNDCP-UHFFFAOYSA-N caesium nitrate Chemical compound [Cs+].[O-][N+]([O-])=O NLSCHDZTHVNDCP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- AMWVZPDSWLOFKA-UHFFFAOYSA-N phosphanylidynemolybdenum Chemical compound [Mo]#P AMWVZPDSWLOFKA-UHFFFAOYSA-N 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- QPFYXYFORQJZEC-FOCLMDBBSA-N Phenazopyridine Chemical compound NC1=NC(N)=CC=C1\N=N\C1=CC=CC=C1 QPFYXYFORQJZEC-FOCLMDBBSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WUJISAYEUPRJOG-UHFFFAOYSA-N molybdenum vanadium Chemical compound [V].[Mo] WUJISAYEUPRJOG-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- FYWSTUCDSVYLPV-UHFFFAOYSA-N nitrooxythallium Chemical compound [Tl+].[O-][N+]([O-])=O FYWSTUCDSVYLPV-UHFFFAOYSA-N 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229940070891 pyridium Drugs 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- RTHYXYOJKHGZJT-UHFFFAOYSA-N rubidium nitrate Inorganic materials [Rb+].[O-][N+]([O-])=O RTHYXYOJKHGZJT-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- KHAUBYTYGDOYRU-IRXASZMISA-N trospectomycin Chemical compound CN[C@H]([C@H]1O2)[C@@H](O)[C@@H](NC)[C@H](O)[C@H]1O[C@H]1[C@]2(O)C(=O)C[C@@H](CCCC)O1 KHAUBYTYGDOYRU-IRXASZMISA-N 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59087834A JPS60232247A (ja) | 1984-05-02 | 1984-05-02 | ヘテロポリ酸系触媒の再生方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59087834A JPS60232247A (ja) | 1984-05-02 | 1984-05-02 | ヘテロポリ酸系触媒の再生方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60232247A true JPS60232247A (ja) | 1985-11-18 |
| JPH0450062B2 JPH0450062B2 (en, 2012) | 1992-08-13 |
Family
ID=13925958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59087834A Granted JPS60232247A (ja) | 1984-05-02 | 1984-05-02 | ヘテロポリ酸系触媒の再生方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60232247A (en, 2012) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994022575A1 (en) * | 1993-04-01 | 1994-10-13 | Nippon Kayaku Kabushiki Kaisha | Method of regenerating catalyst |
| US5716895A (en) * | 1993-04-01 | 1998-02-10 | Nippon Kayaku Kabushiki Kaisha | Process for regeneration of catalysts |
| EP1192992A1 (en) * | 2000-09-27 | 2002-04-03 | Nippon Shokubai Co., Ltd | Method for reactivating catalyst for methacrylic acid preparation |
| KR100477894B1 (ko) * | 2002-06-04 | 2005-03-18 | 한국과학기술연구원 | 헤테로폴리산 촉매의 제조방법과 이를 이용하는 메타크릴산의 제조방법 |
| US7419932B2 (en) | 2003-01-09 | 2008-09-02 | Mitsubishi Rayon Co., Ltd. | Method for preserving catalyst |
| JP2009022945A (ja) * | 2007-06-20 | 2009-02-05 | Mitsubishi Rayon Co Ltd | 触媒製造用原料、その製造方法、触媒の製造方法及びメタクリル酸の製造方法 |
| JP2009521316A (ja) * | 2005-12-22 | 2009-06-04 | サウディ ベーシック インダストリーズ コーポレイション | 飽和および不飽和アルデヒドの不飽和カルボン酸への酸化のための触媒およびその製造方法と使用方法 |
| DE102009016987A1 (de) | 2008-04-09 | 2009-11-26 | Sumitomo Chemical Co., Ltd. | Verfahren zur Regeneration eines Katalysators zur Herstellung von Methacrylsäure und Verfahren zur Herstellung von Methacrylsäure |
| US7667074B2 (en) | 2006-10-13 | 2010-02-23 | Sumitomo Chemical Company, Limited | Method for regenerating catalyst for the production of methacrylic acid and process for preparing methacrylic acid |
| CN109603890A (zh) * | 2019-01-23 | 2019-04-12 | 中国天辰工程有限公司 | 一种多金属氧酸盐的再生方法 |
-
1984
- 1984-05-02 JP JP59087834A patent/JPS60232247A/ja active Granted
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994022575A1 (en) * | 1993-04-01 | 1994-10-13 | Nippon Kayaku Kabushiki Kaisha | Method of regenerating catalyst |
| US5716895A (en) * | 1993-04-01 | 1998-02-10 | Nippon Kayaku Kabushiki Kaisha | Process for regeneration of catalysts |
| US6927307B2 (en) * | 2000-09-27 | 2005-08-09 | Sumitomo Chemical Co., Ltd. | Method for reactivating catalyst for methacrylic acid preparation |
| US6664206B2 (en) | 2000-09-27 | 2003-12-16 | Nippon Shokubai Co., Ltd. | Method for reactivating catalyst for methacrylic acid preparation |
| SG100755A1 (en) * | 2000-09-27 | 2003-12-26 | Nippon Catalytic Chem Ind | Method for reactivating catalyst for methacrylic acid preparation |
| EP1192992A1 (en) * | 2000-09-27 | 2002-04-03 | Nippon Shokubai Co., Ltd | Method for reactivating catalyst for methacrylic acid preparation |
| KR100477894B1 (ko) * | 2002-06-04 | 2005-03-18 | 한국과학기술연구원 | 헤테로폴리산 촉매의 제조방법과 이를 이용하는 메타크릴산의 제조방법 |
| US7419932B2 (en) | 2003-01-09 | 2008-09-02 | Mitsubishi Rayon Co., Ltd. | Method for preserving catalyst |
| JP2009521316A (ja) * | 2005-12-22 | 2009-06-04 | サウディ ベーシック インダストリーズ コーポレイション | 飽和および不飽和アルデヒドの不飽和カルボン酸への酸化のための触媒およびその製造方法と使用方法 |
| US7667074B2 (en) | 2006-10-13 | 2010-02-23 | Sumitomo Chemical Company, Limited | Method for regenerating catalyst for the production of methacrylic acid and process for preparing methacrylic acid |
| JP2009022945A (ja) * | 2007-06-20 | 2009-02-05 | Mitsubishi Rayon Co Ltd | 触媒製造用原料、その製造方法、触媒の製造方法及びメタクリル酸の製造方法 |
| DE102009016987A1 (de) | 2008-04-09 | 2009-11-26 | Sumitomo Chemical Co., Ltd. | Verfahren zur Regeneration eines Katalysators zur Herstellung von Methacrylsäure und Verfahren zur Herstellung von Methacrylsäure |
| CN109603890A (zh) * | 2019-01-23 | 2019-04-12 | 中国天辰工程有限公司 | 一种多金属氧酸盐的再生方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0450062B2 (en, 2012) | 1992-08-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |