BG64090B1 - Метод за получаване на окислителни продукти на циклохексана в противоток - Google Patents
Метод за получаване на окислителни продукти на циклохексана в противоток Download PDFInfo
- Publication number
- BG64090B1 BG64090B1 BG103339A BG10333999A BG64090B1 BG 64090 B1 BG64090 B1 BG 64090B1 BG 103339 A BG103339 A BG 103339A BG 10333999 A BG10333999 A BG 10333999A BG 64090 B1 BG64090 B1 BG 64090B1
- Authority
- BG
- Bulgaria
- Prior art keywords
- oxygen
- reaction zone
- cyclohexane
- gas
- oxidation
- Prior art date
Links
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims abstract description 41
- 230000003647 oxidation Effects 0.000 title claims abstract description 37
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims description 10
- 239000007789 gas Substances 0.000 claims abstract description 68
- 238000006243 chemical reaction Methods 0.000 claims abstract description 53
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 49
- 239000001301 oxygen Substances 0.000 claims abstract description 49
- 239000007788 liquid Substances 0.000 claims abstract description 16
- 239000007791 liquid phase Substances 0.000 claims abstract description 10
- 230000003197 catalytic effect Effects 0.000 claims abstract description 5
- 230000008569 process Effects 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 239000012071 phase Substances 0.000 claims description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 6
- 229910017052 cobalt Inorganic materials 0.000 description 6
- 239000010941 cobalt Substances 0.000 description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 6
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 6
- 229910001882 dioxygen Inorganic materials 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 239000002912 waste gas Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- FGGJBCRKSVGDPO-UHFFFAOYSA-N hydroperoxycyclohexane Chemical compound OOC1CCCCC1 FGGJBCRKSVGDPO-UHFFFAOYSA-N 0.000 description 3
- 230000036284 oxygen consumption Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000004880 explosion Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/512—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being a free hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19643154A DE19643154A1 (de) | 1996-10-18 | 1996-10-18 | Verfahren zur Herstellung von Oxidationsprodukten des Cyclohexans im Gegenstrom |
| PCT/EP1997/005740 WO1998017612A1 (de) | 1996-10-18 | 1997-10-17 | Verfahren zur herstellung von oxidationsprodukten des cyclohexans im gegenstrom |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG103339A BG103339A (en) | 2000-01-31 |
| BG64090B1 true BG64090B1 (bg) | 2003-12-31 |
Family
ID=7809186
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG103339A BG64090B1 (bg) | 1996-10-18 | 1999-04-15 | Метод за получаване на окислителни продукти на циклохексана в противоток |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6075169A (zh) |
| EP (1) | EP0934238B1 (zh) |
| JP (1) | JP2001502680A (zh) |
| CN (1) | CN1090165C (zh) |
| AU (1) | AU6811598A (zh) |
| BG (1) | BG64090B1 (zh) |
| BR (1) | BR9711942A (zh) |
| CO (1) | CO4870778A1 (zh) |
| CZ (1) | CZ292402B6 (zh) |
| DE (2) | DE19643154A1 (zh) |
| ES (1) | ES2164372T3 (zh) |
| ID (1) | ID21352A (zh) |
| MY (1) | MY130986A (zh) |
| PL (1) | PL332733A1 (zh) |
| RU (1) | RU2181116C2 (zh) |
| SK (1) | SK283670B6 (zh) |
| TW (1) | TW491829B (zh) |
| UA (1) | UA58524C2 (zh) |
| WO (1) | WO1998017612A1 (zh) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10240816A1 (de) * | 2002-08-30 | 2004-03-11 | Basf Ag | Oxidationsverfahren |
| PL205510B1 (pl) * | 2003-01-20 | 2010-04-30 | Zak & Lstrok Ady Azotowe W Tar | Sposób wytwarzania cykloheksanolu i cykloheksanonu |
| TW591009B (en) | 2003-02-19 | 2004-06-11 | China Petrochemical Dev Corp | Liquid phase oxidation of cycloalkane compound |
| JP2008513359A (ja) * | 2004-08-24 | 2008-05-01 | インヴィスタ テクノロジー エスアエルエル | シクロヘキセノン含有有機混合物のシクロヘキセノン含量を低減するための方法 |
| US7199271B2 (en) * | 2005-03-17 | 2007-04-03 | Invista North America S.A.R.L. | Method for reducing cyclohexenone content of a cyclohexenone-containing organic mixture |
| RU2469786C1 (ru) * | 2011-11-03 | 2012-12-20 | Сергей Николаевич Кузнецов | Барботажный реактор окисления циклогексана |
| JP2015522611A (ja) | 2012-07-19 | 2015-08-06 | インヴィスタ テクノロジーズ エスアエルエル | シクロヘキサンの酸化方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3530185A (en) * | 1966-08-08 | 1970-09-22 | Du Pont | Oxidation process |
| CA935182A (en) * | 1970-07-31 | 1973-10-09 | O. White Jesse | Air oxidation of cyclohexane with controlled formation and decomposition of cyclohexylhydroproperoxide |
| US3957876A (en) * | 1970-07-31 | 1976-05-18 | E. I. Du Pont De Nemours And Company | Process for the oxidation of cyclohexane |
| US3987100A (en) * | 1974-04-11 | 1976-10-19 | E. I. Du Pont De Nemours And Company | Cyclohexane oxidation in the presence of binary catalysts |
| DE3328771A1 (de) * | 1983-08-10 | 1985-02-28 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von sauerstoff enthaltenden verbindungen |
| US4675450A (en) * | 1985-11-12 | 1987-06-23 | E. I. Du Pont De Nemours And Company | Production of cyclohexyl hydroperoxide |
-
1996
- 1996-10-18 DE DE19643154A patent/DE19643154A1/de not_active Withdrawn
-
1997
- 1997-10-16 CO CO97060781A patent/CO4870778A1/es unknown
- 1997-10-17 RU RU99110886/04A patent/RU2181116C2/ru not_active IP Right Cessation
- 1997-10-17 ID IDW990204A patent/ID21352A/id unknown
- 1997-10-17 AU AU68115/98A patent/AU6811598A/en not_active Abandoned
- 1997-10-17 SK SK460-99A patent/SK283670B6/sk unknown
- 1997-10-17 EP EP97948761A patent/EP0934238B1/de not_active Expired - Lifetime
- 1997-10-17 JP JP10518947A patent/JP2001502680A/ja active Pending
- 1997-10-17 UA UA99052718A patent/UA58524C2/uk unknown
- 1997-10-17 CZ CZ19991243A patent/CZ292402B6/cs not_active IP Right Cessation
- 1997-10-17 CN CN97180723A patent/CN1090165C/zh not_active Expired - Fee Related
- 1997-10-17 ES ES97948761T patent/ES2164372T3/es not_active Expired - Lifetime
- 1997-10-17 US US09/284,411 patent/US6075169A/en not_active Expired - Lifetime
- 1997-10-17 DE DE59704612T patent/DE59704612D1/de not_active Expired - Lifetime
- 1997-10-17 PL PL97332733A patent/PL332733A1/xx not_active Application Discontinuation
- 1997-10-17 BR BR9711942-3A patent/BR9711942A/pt not_active IP Right Cessation
- 1997-10-17 WO PCT/EP1997/005740 patent/WO1998017612A1/de active IP Right Grant
- 1997-10-18 TW TW086115369A patent/TW491829B/zh not_active IP Right Cessation
- 1997-10-18 MY MYPI97004918A patent/MY130986A/en unknown
-
1999
- 1999-04-15 BG BG103339A patent/BG64090B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES2164372T3 (es) | 2002-02-16 |
| DE59704612D1 (de) | 2001-10-18 |
| WO1998017612A1 (de) | 1998-04-30 |
| EP0934238B1 (de) | 2001-09-12 |
| CN1240416A (zh) | 2000-01-05 |
| CZ292402B6 (cs) | 2003-09-17 |
| RU2181116C2 (ru) | 2002-04-10 |
| CZ124399A3 (cs) | 1999-12-15 |
| UA58524C2 (uk) | 2003-08-15 |
| JP2001502680A (ja) | 2001-02-27 |
| BR9711942A (pt) | 1999-09-21 |
| EP0934238A1 (de) | 1999-08-11 |
| CN1090165C (zh) | 2002-09-04 |
| DE19643154A1 (de) | 1998-04-23 |
| ID21352A (id) | 1999-05-27 |
| US6075169A (en) | 2000-06-13 |
| MY130986A (en) | 2007-07-31 |
| BG103339A (en) | 2000-01-31 |
| CO4870778A1 (es) | 1999-12-27 |
| SK46099A3 (en) | 2000-04-10 |
| PL332733A1 (en) | 1999-10-11 |
| SK283670B6 (sk) | 2003-11-04 |
| AU6811598A (en) | 1998-05-15 |
| TW491829B (en) | 2002-06-21 |
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