KR0185425B1 - 과산화수소의 제조방법 - Google Patents
과산화수소의 제조방법 Download PDFInfo
- Publication number
- KR0185425B1 KR0185425B1 KR1019930029336A KR930029336A KR0185425B1 KR 0185425 B1 KR0185425 B1 KR 0185425B1 KR 1019930029336 A KR1019930029336 A KR 1019930029336A KR 930029336 A KR930029336 A KR 930029336A KR 0185425 B1 KR0185425 B1 KR 0185425B1
- Authority
- KR
- South Korea
- Prior art keywords
- working solution
- substituted
- alkyl
- anthraquinone
- tetrahydroanthraquinone
- 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
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims abstract description 79
- 238000000034 method Methods 0.000 title claims description 33
- 239000012224 working solution Substances 0.000 claims abstract description 95
- 150000004056 anthraquinones Chemical class 0.000 claims abstract description 57
- OTBHDFWQZHPNPU-UHFFFAOYSA-N 1,2,3,4-tetrahydroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1CCCC2 OTBHDFWQZHPNPU-UHFFFAOYSA-N 0.000 claims abstract description 47
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical class C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 claims abstract description 35
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 239000012429 reaction media Substances 0.000 claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 claims abstract description 10
- 230000001590 oxidative effect Effects 0.000 claims abstract description 10
- 238000007254 oxidation reaction Methods 0.000 claims description 37
- 230000003647 oxidation Effects 0.000 claims description 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- HXQPUEQDBSPXTE-UHFFFAOYSA-N Diisobutylcarbinol Chemical compound CC(C)CC(O)CC(C)C HXQPUEQDBSPXTE-UHFFFAOYSA-N 0.000 claims description 8
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- -1 amyl-substituted anthraquinone Chemical group 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 229910052763 palladium Inorganic materials 0.000 claims description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 3
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 150000003672 ureas Chemical class 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 150000004053 quinones Chemical class 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 description 19
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- INPHIYULSHLAHR-UHFFFAOYSA-N 1-pentylanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCC INPHIYULSHLAHR-UHFFFAOYSA-N 0.000 description 13
- 239000012046 mixed solvent Substances 0.000 description 11
- LZNGSHFBWBKBFH-UHFFFAOYSA-N 1-pentyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(CCCCC)CCC2 LZNGSHFBWBKBFH-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000013078 crystal Substances 0.000 description 10
- 239000003960 organic solvent Substances 0.000 description 8
- 239000011521 glass Substances 0.000 description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000012300 argon atmosphere Substances 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- WMXSYGRDANLILV-UHFFFAOYSA-N 1-(2-methylbutan-2-yl)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)(C)CC WMXSYGRDANLILV-UHFFFAOYSA-N 0.000 description 1
- HSKPJQYAHCKJQC-UHFFFAOYSA-N 1-ethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CC HSKPJQYAHCKJQC-UHFFFAOYSA-N 0.000 description 1
- NWRDELZDTLTIOU-UHFFFAOYSA-N 1-pentan-2-ylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)CCC NWRDELZDTLTIOU-UHFFFAOYSA-N 0.000 description 1
- BGJQNPIOBWKQAW-UHFFFAOYSA-N 1-tert-butylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)(C)C BGJQNPIOBWKQAW-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
- C01B15/01—Hydrogen peroxide
- C01B15/022—Preparation from organic compounds
- C01B15/023—Preparation from organic compounds by the alkyl-anthraquinone process
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP92-346209 | 1992-12-25 | ||
| JP34620992A JP3617532B2 (ja) | 1992-12-25 | 1992-12-25 | 過酸化水素の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR940014142A KR940014142A (ko) | 1994-07-16 |
| KR0185425B1 true KR0185425B1 (ko) | 1999-04-15 |
Family
ID=18381850
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930029336A Expired - Lifetime KR0185425B1 (ko) | 1992-12-25 | 1993-12-23 | 과산화수소의 제조방법 |
Country Status (10)
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5853693A (en) * | 1996-04-03 | 1998-12-29 | Mitsubishi Gas Chemical Company, Inc. | Hydrogenation catalyst for production of hydrogen peroxide, and method for preparation of same |
| USH1787H (en) * | 1996-04-12 | 1999-02-02 | Ogasawara; Kazuharu | Regeneration method of working solution |
| US6300378B1 (en) | 1996-09-27 | 2001-10-09 | University Of New Mexico | Tropodegradable bromine-containing halocarbon additives to decrease flammability of refrigerants foam blowing agents solvents aerosol propellants and sterilants |
| DE19816297A1 (de) | 1998-04-11 | 1999-10-21 | Degussa | Verfahren zur Herstellung von Wasserstoffperoxid und Reaktionsträger zu seiner Durchführung |
| ES2250094T3 (es) * | 1999-11-22 | 2006-04-16 | Akzo Nobel N.V. | Procedimieto y composicion para la produccion de peroxido de hidrogeno. |
| US7881409B2 (en) | 2004-01-22 | 2011-02-01 | The Regents Of The University Of Michigan | Demodulator, chip and method for digitally demodulating an FSK signal |
| CN100362002C (zh) * | 2004-03-25 | 2008-01-16 | 浙江新安化工集团股份有限公司 | 一种双甘膦氧化制备草甘膦的方法 |
| ES2380231T3 (es) * | 2005-08-31 | 2012-05-09 | Fmc Corporation | Producción por autooxidación de peróxido de hidrógeno mediante oxidación de un microreactor |
| JP4973041B2 (ja) | 2006-07-14 | 2012-07-11 | 三菱瓦斯化学株式会社 | 過酸化水素の製造方法 |
| KR100998082B1 (ko) | 2008-07-22 | 2010-12-03 | 오씨아이 주식회사 | 생산성을 향상시킨 과산화수소 제조 방법 및 이를 위한조성물 |
| CN105021684B (zh) * | 2014-04-29 | 2018-12-25 | 中国石油化工股份有限公司 | 蒽醌法生产双氧水过程中氢化效率、氧化效率和萃余浓度的测定方法 |
| CN115924853B (zh) * | 2022-11-15 | 2024-01-05 | 黎明化工研究设计院有限责任公司 | 一种蒽醌法生产过氧化氢的高产能工作液体系 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE892747C (de) * | 1949-11-05 | 1953-10-08 | Du Pont | Verfahren zur Herstellung von Wasserstoffperoxyd |
| US2739042A (en) * | 1954-01-12 | 1956-03-20 | Allied Chem & Dye Corp | Process for the production of hydrogen peroxide |
| GB856420A (en) * | 1956-06-19 | 1960-12-14 | Columbia Southern Chem Corp | Method of making hydrogen peroxide |
| US2901490A (en) * | 1957-01-29 | 1959-08-25 | Du Pont | Regeneration of degraded anthraquinone working solutions for the production of hydrogen peroxide |
| US3073680A (en) * | 1961-03-20 | 1963-01-15 | Fmc Corp | Production of hydrogen peroxide |
| US3323868A (en) * | 1961-12-14 | 1967-06-06 | Laporte Chemical | Manufacture of hydrogen peroxide |
| US3408163A (en) * | 1964-10-06 | 1968-10-29 | Franchuk Valentin Iosifovich | Anthraquinone process for the production of hydrogen peroxide |
| GB1132693A (en) * | 1964-11-17 | 1968-11-06 | Laporte Chemical | Improvements in or relating to hydrogen peroxide |
| DE2003268C3 (de) * | 1970-01-26 | 1974-01-31 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Vorrichtung zur Durchführung der Oxydation im Anthrachinonverfahren zur Herstellung von Wasserstoffperoxid |
| US3767779A (en) * | 1971-07-06 | 1973-10-23 | Oxysynthese | Process for manufacturing hydrogen peroxide |
| BE769675A (fr) * | 1971-07-08 | 1972-01-10 | Solvay | Procede cyclique de fabrication de peroxyde d'hydrogene. |
| US4539196A (en) * | 1984-04-19 | 1985-09-03 | Fmc Corporation | Process for hydrogenating an alkylated anthraquinone |
| US4514376A (en) * | 1984-04-19 | 1985-04-30 | Fmc Corporation | Pregeneration of tetrahydroanthraquinones in a make-up solution to be added to a hydrogen peroxide working solution |
-
1992
- 1992-12-25 JP JP34620992A patent/JP3617532B2/ja not_active Expired - Fee Related
-
1993
- 1993-12-04 TW TW082110323A patent/TW285660B/zh not_active IP Right Cessation
- 1993-12-06 AU AU52168/93A patent/AU659040B2/en not_active Expired
- 1993-12-06 EP EP93119636A patent/EP0603624B1/en not_active Expired - Lifetime
- 1993-12-06 DE DE69314445T patent/DE69314445T2/de not_active Expired - Lifetime
- 1993-12-06 US US08/162,305 patent/US5399333A/en not_active Expired - Lifetime
- 1993-12-09 CA CA002111027A patent/CA2111027C/en not_active Expired - Lifetime
- 1993-12-23 FI FI935831A patent/FI112860B/fi not_active IP Right Cessation
- 1993-12-23 KR KR1019930029336A patent/KR0185425B1/ko not_active Expired - Lifetime
- 1993-12-24 CN CN93121085A patent/CN1034008C/zh not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US5399333A (en) | 1995-03-21 |
| AU659040B2 (en) | 1995-05-04 |
| FI935831L (fi) | 1994-06-26 |
| DE69314445T2 (de) | 1998-02-05 |
| FI935831A0 (fi) | 1993-12-23 |
| AU5216893A (en) | 1994-07-07 |
| CN1034008C (zh) | 1997-02-12 |
| FI112860B (fi) | 2004-01-30 |
| CA2111027A1 (en) | 1994-06-26 |
| TW285660B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1996-09-11 |
| EP0603624A1 (en) | 1994-06-29 |
| DE69314445D1 (de) | 1997-11-13 |
| EP0603624B1 (en) | 1997-10-08 |
| JP3617532B2 (ja) | 2005-02-09 |
| CA2111027C (en) | 2003-10-14 |
| KR940014142A (ko) | 1994-07-16 |
| CN1088885A (zh) | 1994-07-06 |
| JPH06191803A (ja) | 1994-07-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2419814C (en) | Process for the production of hydrogen peroxide | |
| KR0185425B1 (ko) | 과산화수소의 제조방법 | |
| EP1160195B1 (en) | Process for the continuous production of hydrogen peroxide in organic solvents, using a hydrogen concentration smaller than 4,5%Vol. and an oxigen concentration smaller than 21,5%Vol. | |
| EP1101733B1 (en) | Process and composition for the production of hydrogen peroxide | |
| US4428922A (en) | Process for manufacturing hydrogen peroxide | |
| KR101384942B1 (ko) | 과산화수소의 제조 방법 | |
| KR102617500B1 (ko) | 과산화수소의 제조 방법 | |
| CA1295808C (en) | Process for preparation of hydrogen peroxide | |
| JP7322363B2 (ja) | 過酸化水素水溶液の製造方法 | |
| EP0158864B1 (en) | Process for hydrogenating an alkylated anthraquinone | |
| US4046868A (en) | Production of hydrogen peroxide | |
| US3330625A (en) | Hydrogen peroxide manufacture | |
| KR890000790B1 (ko) | 과산화수소의 제조방법 | |
| US2215856A (en) | Production of peroxides and valuable metal compounds | |
| US2673140A (en) | Production of hydrogen peroxide | |
| JP2018135229A (ja) | 過酸化水素の製造方法 | |
| US4508696A (en) | Cyclic process for the production of hydrogen peroxide | |
| US3998936A (en) | Process for regenerating hydrogenation catalyst activity in hydrogen peroxide synthesis | |
| JPH0517165B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| CA1240674A (en) | Purification of alkylated anthraquinones | |
| WO1997029834A1 (en) | Process for removing sulfur as a liquid during gas treating | |
| RU2099280C1 (ru) | Способ получения элементарной серы из сероводорода и циклический способ получения перекиси водорода | |
| KR980009113A (ko) | 과산화수소의 제조방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19931223 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19960626 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19931223 Comment text: Patent Application |
|
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 19981028 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 19981224 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 19981224 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| PR1001 | Payment of annual fee |
Payment date: 20011219 Start annual number: 4 End annual number: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 20021205 Start annual number: 5 End annual number: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20031205 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20041210 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20051208 Start annual number: 8 End annual number: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20061218 Start annual number: 9 End annual number: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 20071207 Start annual number: 10 End annual number: 10 |
|
| PR1001 | Payment of annual fee |
Payment date: 20081202 Start annual number: 11 End annual number: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20091210 Start annual number: 12 End annual number: 12 |
|
| PR1001 | Payment of annual fee |
Payment date: 20101208 Start annual number: 13 End annual number: 13 |
|
| FPAY | Annual fee payment |
Payment date: 20111202 Year of fee payment: 14 |
|
| PR1001 | Payment of annual fee |
Payment date: 20111202 Start annual number: 14 End annual number: 14 |
|
| FPAY | Annual fee payment |
Payment date: 20121130 Year of fee payment: 15 |
|
| PR1001 | Payment of annual fee |
Payment date: 20121130 Start annual number: 15 End annual number: 15 |
|
| EXPY | Expiration of term | ||
| PC1801 | Expiration of term |
Termination date: 20140623 Termination category: Expiration of duration |