SE459919C - Foerfarande foer framstaellning av vaeteperoxid genom reduktion och oxidation av en antrakinon - Google Patents
Foerfarande foer framstaellning av vaeteperoxid genom reduktion och oxidation av en antrakinonInfo
- Publication number
- SE459919C SE459919C SE8701293A SE8701293A SE459919C SE 459919 C SE459919 C SE 459919C SE 8701293 A SE8701293 A SE 8701293A SE 8701293 A SE8701293 A SE 8701293A SE 459919 C SE459919 C SE 459919C
- Authority
- SE
- Sweden
- Prior art keywords
- compounds
- solvents
- hydrogen peroxide
- solubility
- solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 230000003647 oxidation Effects 0.000 title claims description 3
- 238000007254 oxidation reaction Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 5
- 150000002978 peroxides Chemical class 0.000 title description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000002904 solvent Substances 0.000 claims abstract description 29
- 150000004056 anthraquinones Chemical class 0.000 claims abstract description 16
- -1 hexyl caprolactam Chemical compound 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 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 9
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000002798 polar solvent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 30
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N Caprolactam Natural products O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 10
- 239000004202 carbamide Substances 0.000 description 8
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 6
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- HXQPUEQDBSPXTE-UHFFFAOYSA-N Diisobutylcarbinol Chemical compound CC(C)CC(O)CC(C)C HXQPUEQDBSPXTE-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- RKMPHYRYSONWOL-UHFFFAOYSA-N 1-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(CC)CCC2 RKMPHYRYSONWOL-UHFFFAOYSA-N 0.000 description 2
- PWXGROVGYQZPFX-UHFFFAOYSA-N 3-hexylazepan-2-one Chemical compound CCCCCCC1CCCCNC1=O PWXGROVGYQZPFX-UHFFFAOYSA-N 0.000 description 2
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 150000004053 quinones Chemical class 0.000 description 2
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical compound OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 1
- YIZOOZLBTNDTMU-UHFFFAOYSA-N 1,3-dibutyl-1,3-diethylurea Chemical compound CCCCN(CC)C(=O)N(CC)CCCC YIZOOZLBTNDTMU-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- HTNXCDCAXMXXMR-UHFFFAOYSA-N 2-hex-1-enylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(C=CCCCC)=CC=C3C(=O)C2=C1 HTNXCDCAXMXXMR-UHFFFAOYSA-N 0.000 description 1
- UMWZLYTVXQBTTE-UHFFFAOYSA-N 2-pentylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(CCCCC)=CC=C3C(=O)C2=C1 UMWZLYTVXQBTTE-UHFFFAOYSA-N 0.000 description 1
- YTPSFXZMJKMUJE-UHFFFAOYSA-N 2-tert-butylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(C(C)(C)C)=CC=C3C(=O)C2=C1 YTPSFXZMJKMUJE-UHFFFAOYSA-N 0.000 description 1
- PXLXSNXYTNRKFR-UHFFFAOYSA-N 6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC(CC)=CC=C2C(=O)C2=C1CCCC2 PXLXSNXYTNRKFR-UHFFFAOYSA-N 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000004997 alkyl benzene derivatives Chemical class 0.000 description 1
- 150000001351 alkyl iodides 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
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000003950 cyclic amides Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000012224 working solution Substances 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Control Of El Displays (AREA)
- Heat Treatment Of Sheet Steel (AREA)
- Ultra Sonic Daignosis Equipment (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Priority Applications (17)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE8701293A SE459919C (sv) | 1987-03-27 | 1987-03-27 | Foerfarande foer framstaellning av vaeteperoxid genom reduktion och oxidation av en antrakinon |
EP88850080A EP0284580B1 (en) | 1987-03-27 | 1988-03-08 | Process for preparation of hydrogen peroxide |
AT88850080T ATE76623T1 (de) | 1987-03-27 | 1988-03-08 | Verfahren zur herstellung von wasserstoffperoxyd. |
DE8888850080T DE3871415D1 (de) | 1987-03-27 | 1988-03-08 | Verfahren zur herstellung von wasserstoffperoxyd. |
EP88850082A EP0286610B1 (en) | 1987-03-27 | 1988-03-09 | Process for preparation of hydrogen peroxide |
AT88850082T ATE76624T1 (de) | 1987-03-27 | 1988-03-09 | Verfahren zur herstellung von wasserstoffperoxyd. |
DE8888850082T DE3871424D1 (de) | 1987-03-27 | 1988-03-09 | Verfahren zur herstellung von wasserstoffperoxyd. |
US07/171,107 US4800074A (en) | 1987-03-27 | 1988-03-21 | Process for the production of hydrogen peroxide |
US07/171,106 US4800073A (en) | 1987-03-27 | 1988-03-21 | Process for the production of hydrogen peroxide |
FI881377A FI86539C (fi) | 1987-03-27 | 1988-03-23 | Foerfarande foer framstaellning av vaeteperoxid. |
FI881378A FI86540C (fi) | 1987-03-27 | 1988-03-23 | Foerfarande foer framstaellning av vaeteperoxid. |
CA000562284A CA1295808C (en) | 1987-03-27 | 1988-03-24 | Process for preparation of hydrogen peroxide |
CA000562503A CA1295809C (en) | 1987-03-27 | 1988-03-25 | Process for preparation of hydrogen peroxide |
NO881351A NO170073C (no) | 1987-03-27 | 1988-03-25 | Fremgangsmaate ved fremstilling av hydrogenperoksyd. |
JP63069893A JPH01126210A (ja) | 1987-03-27 | 1988-03-25 | 過酸化水素の製造法 |
NO881350A NO170072C (no) | 1987-03-27 | 1988-03-25 | Fremgangsmaate ved fremstilling av hydrogenperoksyd. |
JP63069894A JPH01119503A (ja) | 1987-03-27 | 1988-03-25 | 過酸化水素の製造法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE8701293A SE459919C (sv) | 1987-03-27 | 1987-03-27 | Foerfarande foer framstaellning av vaeteperoxid genom reduktion och oxidation av en antrakinon |
Publications (4)
Publication Number | Publication Date |
---|---|
SE8701293D0 SE8701293D0 (sv) | 1987-03-27 |
SE8701293L SE8701293L (sv) | 1988-09-28 |
SE459919B SE459919B (sv) | 1989-08-21 |
SE459919C true SE459919C (sv) | 1991-03-25 |
Family
ID=20368019
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE8701293A SE459919C (sv) | 1987-03-27 | 1987-03-27 | Foerfarande foer framstaellning av vaeteperoxid genom reduktion och oxidation av en antrakinon |
Country Status (9)
Country | Link |
---|---|
US (2) | US4800074A (cs) |
EP (2) | EP0284580B1 (cs) |
JP (2) | JPH01119503A (cs) |
AT (2) | ATE76623T1 (cs) |
CA (2) | CA1295808C (cs) |
DE (2) | DE3871415D1 (cs) |
FI (2) | FI86540C (cs) |
NO (2) | NO170073C (cs) |
SE (1) | SE459919C (cs) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FI82671C (fi) * | 1989-09-18 | 1991-04-10 | Kemira Oy | Foerfarande foer framstaellning av vaeteperoxid och loesningsmedelssystem foer anvaendning i detta foerfarande. |
US5624543A (en) * | 1995-08-01 | 1997-04-29 | Peroxco Incorporated | Aqueous phase production of hydrogen peroxide and catalysts for use therein |
SE9504327D0 (sv) * | 1995-12-04 | 1995-12-04 | Eka Nobel Ab | Method of treating a catalyst |
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 |
SE508111C2 (sv) * | 1996-12-23 | 1998-08-31 | Kvaerner Process Systems As | Förfarande för framställning av väteperoxid genom hydrering av en kinonlösning samt anordning för utövande av förfarandet |
US6207128B1 (en) | 1997-05-05 | 2001-03-27 | Akzo Nobel N.V. | Method of producing a catalyst |
DE19816297A1 (de) * | 1998-04-11 | 1999-10-21 | Degussa | Verfahren zur Herstellung von Wasserstoffperoxid und Reaktionsträger zu seiner Durchführung |
ATE314309T1 (de) * | 1999-11-22 | 2006-01-15 | Akzo Nobel Nv | Verfahren und zusammensetzung zur herstellung von wasserstoffperoxid |
DE60140939D1 (de) | 2000-06-19 | 2010-02-11 | Akzo Nobel Nv | Nd darin verwendete zusammensetzung |
KR100498786B1 (ko) * | 2000-06-19 | 2005-07-01 | 악조 노벨 엔.브이. | 과산화수소 제조방법과 이를 위한 조성물 |
US6787497B2 (en) | 2000-10-06 | 2004-09-07 | Akzo Nobel N.V. | Chemical product and process |
CN105565277A (zh) * | 2014-11-03 | 2016-05-11 | 中国石油化工股份有限公司 | 一种蒽醌法生产双氧水的工作液 |
CN105600755A (zh) * | 2016-03-17 | 2016-05-25 | 中国天辰工程有限公司 | 一种蒽醌法生产过氧化氢用工作液 |
EP3489217A1 (de) * | 2017-11-24 | 2019-05-29 | LANXESS Deutschland GmbH | Verfahren zur herstellung von phenylaminohydroxyanthrachinonen |
EP3543208A1 (en) * | 2018-03-19 | 2019-09-25 | Solvay Sa | Process for manufacturing an aqueous hydrogen peroxide solution |
EP3543209A1 (en) * | 2018-03-22 | 2019-09-25 | Solvay Sa | Process for manufacturing an aqueous hydrogen peroxide solution |
KR20220078596A (ko) * | 2019-09-11 | 2022-06-10 | 솔베이(소시에떼아노님) | 과산화수소 수용액의 제조 공정 |
FR3131292A1 (fr) | 2021-12-23 | 2023-06-30 | Arkema France | Procédé de production de peroxyde d’hydrogène |
FR3141158B1 (fr) | 2022-10-25 | 2024-10-04 | Arkema France | Procédé de production de peroxyde d’hydrogène |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL170124C (nl) * | 1970-04-18 | 1982-10-01 | Degussa | Werkwijze ter bereiding van waterstofperoxyde volgens het antrachinonprocede; werkwijze voor het bereiden van een viervoudig gesubstitueerd ureum. |
DE2065155C3 (de) * | 1970-04-18 | 1975-03-27 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | N.N-Diäthyl-N'.N'-di-n-butylharnstoff und seine Verwendung |
DE2038320C3 (de) * | 1970-08-01 | 1981-05-07 | Bayer Ag, 5090 Leverkusen | Nichtwäßrige Wasserstoffperpxid-Lösungen |
US4046868A (en) * | 1973-09-26 | 1977-09-06 | E. I. Du Pont De Nemours And Company | Production of hydrogen peroxide |
DE2532819C3 (de) * | 1975-07-23 | 1978-10-05 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Verfahren zur Herstellung von Wasserstoffperoxid |
DE3027253C2 (de) * | 1980-07-18 | 1982-11-04 | Degussa Ag, 6000 Frankfurt | Verfahren zur Herstellung von Wasserstoffperoxid |
US4394369A (en) * | 1982-05-24 | 1983-07-19 | Fmc Corporation | Hydrogen peroxide process |
US4428923A (en) * | 1982-11-09 | 1984-01-31 | Degussa Aktiengesellschaft | Continuous process for the production of hydrogen peroxide according to the anthraquinone process |
-
1987
- 1987-03-27 SE SE8701293A patent/SE459919C/sv not_active IP Right Cessation
-
1988
- 1988-03-08 AT AT88850080T patent/ATE76623T1/de not_active IP Right Cessation
- 1988-03-08 DE DE8888850080T patent/DE3871415D1/de not_active Expired - Fee Related
- 1988-03-08 EP EP88850080A patent/EP0284580B1/en not_active Expired - Lifetime
- 1988-03-09 DE DE8888850082T patent/DE3871424D1/de not_active Expired - Fee Related
- 1988-03-09 EP EP88850082A patent/EP0286610B1/en not_active Expired - Lifetime
- 1988-03-09 AT AT88850082T patent/ATE76624T1/de not_active IP Right Cessation
- 1988-03-21 US US07/171,107 patent/US4800074A/en not_active Expired - Lifetime
- 1988-03-21 US US07/171,106 patent/US4800073A/en not_active Expired - Lifetime
- 1988-03-23 FI FI881378A patent/FI86540C/fi not_active IP Right Cessation
- 1988-03-23 FI FI881377A patent/FI86539C/fi not_active IP Right Cessation
- 1988-03-24 CA CA000562284A patent/CA1295808C/en not_active Expired - Lifetime
- 1988-03-25 NO NO881351A patent/NO170073C/no unknown
- 1988-03-25 JP JP63069894A patent/JPH01119503A/ja active Granted
- 1988-03-25 JP JP63069893A patent/JPH01126210A/ja active Granted
- 1988-03-25 CA CA000562503A patent/CA1295809C/en not_active Expired - Lifetime
- 1988-03-25 NO NO881350A patent/NO170072C/no unknown
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