CN1266840A - Process for preparing fluorenone - Google Patents
Process for preparing fluorenone Download PDFInfo
- Publication number
- CN1266840A CN1266840A CN 99112742 CN99112742A CN1266840A CN 1266840 A CN1266840 A CN 1266840A CN 99112742 CN99112742 CN 99112742 CN 99112742 A CN99112742 A CN 99112742A CN 1266840 A CN1266840 A CN 1266840A
- Authority
- CN
- China
- Prior art keywords
- vanadium
- fluorenone
- catalyst
- potassium
- making
- 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
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 38
- 239000007864 aqueous solution Substances 0.000 claims abstract description 14
- 238000007670 refining Methods 0.000 claims abstract description 9
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 54
- 238000000034 method Methods 0.000 claims description 42
- 229910052720 vanadium Inorganic materials 0.000 claims description 19
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 18
- 235000006408 oxalic acid Nutrition 0.000 claims description 18
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 15
- 239000011591 potassium Substances 0.000 claims description 15
- 229910052700 potassium Inorganic materials 0.000 claims description 15
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 claims description 12
- 150000002220 fluorenes Chemical class 0.000 claims description 12
- AMAGVGJJHVRPSI-UHFFFAOYSA-N potassium vanadium Chemical compound [K].[V] AMAGVGJJHVRPSI-UHFFFAOYSA-N 0.000 claims description 10
- 208000006558 Dental Calculus Diseases 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- 239000004575 stone Substances 0.000 claims description 8
- GFNGCDBZVSLSFT-UHFFFAOYSA-N titanium vanadium Chemical compound [Ti].[V] GFNGCDBZVSLSFT-UHFFFAOYSA-N 0.000 claims description 8
- 239000012808 vapor phase Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 7
- UKUJCSBWRBWNAV-UHFFFAOYSA-N [Sn].[V] Chemical compound [Sn].[V] UKUJCSBWRBWNAV-UHFFFAOYSA-N 0.000 claims description 7
- 239000012974 tin catalyst Substances 0.000 claims description 7
- 239000010936 titanium Substances 0.000 claims description 7
- 229910052719 titanium Inorganic materials 0.000 claims description 7
- 229930194542 Keto Natural products 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 125000000468 ketone group Chemical group 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 238000007654 immersion Methods 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 238000002791 soaking Methods 0.000 claims description 4
- 235000011150 stannous chloride Nutrition 0.000 claims description 4
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 238000007598 dipping method Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 229960001866 silicon dioxide Drugs 0.000 claims description 2
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- CMZUMMUJMWNLFH-UHFFFAOYSA-N sodium metavanadate Chemical compound [Na+].[O-][V](=O)=O CMZUMMUJMWNLFH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 claims 1
- 229910001948 sodium oxide Inorganic materials 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 abstract description 5
- 238000001354 calcination Methods 0.000 abstract 1
- 238000005470 impregnation Methods 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- 230000003245 working effect Effects 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- -1 Phthalic anhydride Dibenzofuran Fluorenes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010808 liquid waste Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- WQEVDHBJGNOKKO-UHFFFAOYSA-K vanadic acid Chemical compound O[V](O)(O)=O WQEVDHBJGNOKKO-UHFFFAOYSA-K 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/643—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having three rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Phthalic anhydride | Dibenzofuran | Fluorenes | An aromatic plant metioned in ancient books ketone | Unknown material | |
The industry Fluorenone | ????3.99 | ????0.20 | ????1.20 | ????94.02 | ????0.59 |
Refining Fluorenone | ????- | ????0.20 | ????1.20 | ????98.01 | ????0.59 |
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN99112742A CN1112344C (en) | 1999-03-15 | 1999-03-15 | Process for preparing fluorenone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN99112742A CN1112344C (en) | 1999-03-15 | 1999-03-15 | Process for preparing fluorenone |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1266840A true CN1266840A (en) | 2000-09-20 |
CN1112344C CN1112344C (en) | 2003-06-25 |
Family
ID=5276012
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN99112742A Expired - Fee Related CN1112344C (en) | 1999-03-15 | 1999-03-15 | Process for preparing fluorenone |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1112344C (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100343217C (en) * | 2004-09-28 | 2007-10-17 | 上海焦化有限公司 | Method for oxidizing fluorene to 9-fluorenone |
CN101385970B (en) * | 2008-10-29 | 2011-09-21 | 黑龙江省科学院石油化学研究院 | Catalyst for producing 9-fluorene keton and preparation method thereof and production method of 9-fluorene keton |
CN102381953A (en) * | 2011-09-07 | 2012-03-21 | 山西大学 | Method for extracting and purifying fluorenone from industrial wastes generated in production of benzoic acid |
CN109092337A (en) * | 2018-09-09 | 2018-12-28 | 辽宁科技学院 | A kind of catalyst for producing Fluorenone for fluorenes gaseous oxidation |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0985652B1 (en) * | 1995-12-11 | 2002-04-17 | Nippon Shokubai Co., Ltd. | Method for production of fluorenone |
-
1999
- 1999-03-15 CN CN99112742A patent/CN1112344C/en not_active Expired - Fee Related
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100343217C (en) * | 2004-09-28 | 2007-10-17 | 上海焦化有限公司 | Method for oxidizing fluorene to 9-fluorenone |
CN101385970B (en) * | 2008-10-29 | 2011-09-21 | 黑龙江省科学院石油化学研究院 | Catalyst for producing 9-fluorene keton and preparation method thereof and production method of 9-fluorene keton |
CN102381953A (en) * | 2011-09-07 | 2012-03-21 | 山西大学 | Method for extracting and purifying fluorenone from industrial wastes generated in production of benzoic acid |
CN102381953B (en) * | 2011-09-07 | 2013-07-10 | 山西大学 | Method for extracting and purifying fluorenone from industrial wastes generated in production of benzoic acid |
CN109092337A (en) * | 2018-09-09 | 2018-12-28 | 辽宁科技学院 | A kind of catalyst for producing Fluorenone for fluorenes gaseous oxidation |
CN109092337B (en) * | 2018-09-09 | 2021-02-23 | 辽宁科技学院 | Catalyst for preparing fluorenone by gas-phase oxidation of fluorene |
Also Published As
Publication number | Publication date |
---|---|
CN1112344C (en) | 2003-06-25 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C06 | Publication | ||
PB01 | Publication | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: ANGANG NEW STEEL ROLLING CO., LTD. Free format text: FORMER OWNER: ANSHAN IRON +. STEEL GROUP CORP. Effective date: 20070316 |
|
C41 | Transfer of patent application or patent right or utility model | ||
C56 | Change in the name or address of the patentee |
Owner name: ANGANG STOCK CO., LTD. Free format text: FORMER NAME OR ADDRESS: ANGANG NEW STEEL ROLLING CO., LTD. |
|
CP03 | Change of name, title or address |
Address after: 114009, No. 63, Wuyi Road, MTR Eastern District, Liaoning, Anshan Patentee after: ANGANG STEEL COMPANY LIMITED Address before: 114009, No. 63, Wuyi Road, MTR Eastern District, Liaoning, Anshan Patentee before: Angang New Steel Co.,Ltd. |
|
TR01 | Transfer of patent right |
Effective date of registration: 20070316 Address after: 114009, No. 63, Wuyi Road, MTR Eastern District, Liaoning, Anshan Patentee after: Angang New Steel Co.,Ltd. Address before: 114001 No. 31 Shengli Road, Tiedong District, Liaoning, Anshan Patentee before: Anshan Iron and Steel Group Co.,Ltd. |
|
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20030625 Termination date: 20150315 |
|
EXPY | Termination of patent right or utility model |