DE1568055C3 - Verfahren zur Stabilisierung eines Gemisches aus tert-Butylhydroperoxid und tert Butanol - Google Patents
Verfahren zur Stabilisierung eines Gemisches aus tert-Butylhydroperoxid und tert ButanolInfo
- Publication number
- DE1568055C3 DE1568055C3 DE1568055A DEA0054280A DE1568055C3 DE 1568055 C3 DE1568055 C3 DE 1568055C3 DE 1568055 A DE1568055 A DE 1568055A DE A0054280 A DEA0054280 A DE A0054280A DE 1568055 C3 DE1568055 C3 DE 1568055C3
- Authority
- DE
- Germany
- Prior art keywords
- tert
- hydroperoxide
- mixture
- butyl hydroperoxide
- decomposition
- 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
Links
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 title claims description 38
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 title claims description 29
- 239000000203 mixture Substances 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 9
- 230000000087 stabilizing effect Effects 0.000 title claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 13
- 238000000354 decomposition reaction Methods 0.000 claims description 12
- 229910000402 monopotassium phosphate Inorganic materials 0.000 claims description 11
- 235000019796 monopotassium phosphate Nutrition 0.000 claims description 11
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000006641 stabilisation Effects 0.000 claims description 4
- 238000011105 stabilization Methods 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 description 11
- 238000002474 experimental method Methods 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- 239000011733 molybdenum Substances 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- LJSOLTRJEQZSHV-UHFFFAOYSA-L potassium;sodium;hydron;hydroxide;phosphate Chemical compound [OH-].[Na+].[K+].OP(O)([O-])=O LJSOLTRJEQZSHV-UHFFFAOYSA-L 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- -1 molybdenum ions Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 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
- 238000002360 preparation method Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- CKPKEQOGKBPTSV-UHFFFAOYSA-M sodium;hydrogen peroxide;hydroxide Chemical compound [OH-].[Na+].OO CKPKEQOGKBPTSV-UHFFFAOYSA-M 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
- C07C407/003—Separation; Purification; Stabilisation; Use of additives
- C07C407/006—Stabilisation; Use of additives
-
- 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
-
- 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
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51524765A | 1965-12-20 | 1965-12-20 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1568055A1 DE1568055A1 (de) | 1970-05-21 |
| DE1568055B2 DE1568055B2 (de) | 1975-05-07 |
| DE1568055C3 true DE1568055C3 (de) | 1979-08-30 |
Family
ID=24050562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1568055A Expired DE1568055C3 (de) | 1965-12-20 | 1966-12-06 | Verfahren zur Stabilisierung eines Gemisches aus tert-Butylhydroperoxid und tert Butanol |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3445523A (enExample) |
| BE (1) | BE690420A (enExample) |
| DE (1) | DE1568055C3 (enExample) |
| FR (1) | FR1502342A (enExample) |
| GB (1) | GB1125253A (enExample) |
| NL (1) | NL150782B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3928393A (en) * | 1969-04-09 | 1975-12-23 | Halcon International Inc | Process for the preparation of oxirane compounds |
| US4584413A (en) * | 1983-09-14 | 1986-04-22 | Atlantic Richfield Company | Purification of tertiary butyl hydroperoxide containing primary and secondary alkyl hydroperoxide contaminants |
| US5104493B1 (en) * | 1991-01-24 | 1995-08-15 | Arco Chem Tech | Tertiary butyl hydroperoxide concentration |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2176407A (en) * | 1936-09-18 | 1939-10-17 | Massachusetts Inst Technology | Peroxidic products |
| US2347434A (en) * | 1941-06-30 | 1944-04-25 | Du Pont | Stabilization of peracid solutions |
| US2527640A (en) * | 1947-05-15 | 1950-10-31 | Hercules Powder Co Ltd | Stabilization of hydroperoxides |
-
1965
- 1965-12-20 US US515247A patent/US3445523A/en not_active Expired - Lifetime
-
1966
- 1966-11-11 GB GB50770/66A patent/GB1125253A/en not_active Expired
- 1966-11-21 NL NL666616368A patent/NL150782B/xx unknown
- 1966-11-28 FR FR85178A patent/FR1502342A/fr not_active Expired
- 1966-11-29 BE BE690420D patent/BE690420A/xx unknown
- 1966-12-06 DE DE1568055A patent/DE1568055C3/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL150782B (nl) | 1976-09-15 |
| BE690420A (enExample) | 1967-05-02 |
| DE1568055A1 (de) | 1970-05-21 |
| NL6616368A (enExample) | 1967-06-21 |
| US3445523A (en) | 1969-05-20 |
| DE1568055B2 (de) | 1975-05-07 |
| FR1502342A (fr) | 1967-11-18 |
| GB1125253A (en) | 1968-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE60202314T2 (de) | Verfahren zur Herstellung von Peressigsäure | |
| DE2405215C3 (de) | Stabilisierte konzentrierte wäßrige Wasserstoffperoxidlösungen | |
| DE1107207B (de) | Stabilisierungsmittel fuer Peroxyverbindungen und deren Loesungen | |
| DE1568055C3 (de) | Verfahren zur Stabilisierung eines Gemisches aus tert-Butylhydroperoxid und tert Butanol | |
| DE1086665B (de) | Verfahren zur Verminderung des Entweichens von Chlordioxyd aus sauren Chloritbaedern oder Chlordioxydloesungen | |
| EP0463304A1 (de) | Verfahren zur Herstellung von lagerstabilen wässrigen Natriumperoxomonosulfatlösungen | |
| DE945147C (de) | Verfahren zur Herstellung von Pyridin-2, 3-dicarbonsaeure | |
| DE2259159C3 (de) | Verfahren zur Herstellung von lagerungsstabilem Methionin | |
| DE1299286B (de) | Verfahren zur Verminderung der Luftentzuendlichkeit eines pyrophoren Katalysators | |
| DE958290C (de) | Stabilisierung von Peroxymonoschwefelsaeureloesungen | |
| DE2100784A1 (de) | Verfahren zur gleichzeitigen Herstel lung von Wasserstoffperoxyd und ahphati sehen oder alicychschen Peroxyden | |
| DE820304C (de) | Verfahren zur Herstellung von Isovaleriansaeure | |
| DE1643158B2 (enExample) | ||
| DE106961C (enExample) | ||
| AT249005B (de) | Verfahren zum Stabilisieren von mindestens 30 gew.-%igem, vorzugsweise ammoniumnitrathältigem Wasserstoffperoxyd | |
| AT246697B (de) | Verfahren zur Stabilisierung von 3-90 gew.-%igen wässerigen Wasserstoffperoxydlösungen | |
| DE1443109C3 (de) | Verfahren zur Hersteilung von Fumarsäure durch katalytisch^ Isomerisierung von Maleinsäure | |
| DE1592253C (de) | Verfahren zur Herstellung einer sta bilen Silberlosung | |
| DE921145C (de) | Verfahren zur Herstellung von Hydroxylammoniumsulfat | |
| AT230085B (de) | Verfahren zur Reinigung von mit Metallverbindungen verunreinigten Polymeren | |
| AT209864B (de) | Verfahren zur Herstellung von Kaliummonopersulfat (KHSO5) | |
| DEB0027755MA (enExample) | ||
| DE2751662A1 (de) | Verfahren zur herstellung von 1,4-dihydroanthrachinonen | |
| DE2052934C3 (de) | Durch eine hydroxylgruppenhaltige organische Verbindung stabilisierte wässrige Beizlösung | |
| AT144377B (de) | Verfahren zur Herstellung löslicher Stärke. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| EHJ | Ceased/non-payment of the annual fee |