GB926305A - An improved method of cleaving organic hydroperoxides - Google Patents
An improved method of cleaving organic hydroperoxidesInfo
- Publication number
- GB926305A GB926305A GB3337/61A GB333761A GB926305A GB 926305 A GB926305 A GB 926305A GB 3337/61 A GB3337/61 A GB 3337/61A GB 333761 A GB333761 A GB 333761A GB 926305 A GB926305 A GB 926305A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydroperoxides
- earth
- acids
- h3po4
- 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
- 150000002432 hydroperoxides Chemical class 0.000 title abstract 4
- 239000002253 acid Substances 0.000 abstract 9
- -1 hydrogen ions Chemical class 0.000 abstract 4
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 4
- 239000011707 mineral Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000005995 Aluminium silicate Substances 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 235000012211 aluminium silicate Nutrition 0.000 abstract 2
- 239000000440 bentonite Substances 0.000 abstract 2
- 229910000278 bentonite Inorganic materials 0.000 abstract 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052622 kaolinite Inorganic materials 0.000 abstract 2
- 229910052901 montmorillonite Inorganic materials 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 235000011007 phosphoric acid Nutrition 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- 150000004760 silicates Chemical class 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- IROSBXFYXRIPRU-UHFFFAOYSA-N 1,3-bis(2-hydroperoxypropan-2-yl)benzene Chemical compound OOC(C)(C)C1=CC=CC(C(C)(C)OO)=C1 IROSBXFYXRIPRU-UHFFFAOYSA-N 0.000 abstract 1
- WWRCMNKATXZARA-UHFFFAOYSA-N 1-Isopropyl-2-methylbenzene Chemical compound CC(C)C1=CC=CC=C1C WWRCMNKATXZARA-UHFFFAOYSA-N 0.000 abstract 1
- PMPBFICDXLLSRM-UHFFFAOYSA-N 1-propan-2-ylnaphthalene Chemical compound C1=CC=C2C(C(C)C)=CC=CC2=C1 PMPBFICDXLLSRM-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229960000892 attapulgite Drugs 0.000 abstract 1
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 abstract 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- YTZKOQUCBOVLHL-UHFFFAOYSA-N p-methylisopropylbenzene Natural products CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052625 palygorskite Inorganic materials 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/08—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Catalysts for clearing hydroperoxides are acid-activated minerals such as aluminas or silicates and especially clays such as montmorillonite, bentonite, fuller's earth, attopulgite, kaolinite or kaolin, wherein alkali and alkaline earth cores have been replaced by hydrogen ions and which contain added free acid. The latter may be a mineral acid such as HC1, HB5, HC103, HC104, H2SO4 or H3PO4, or a strong organic acid such as trichloroacetic, benzenesulphonic or phenolsulphonic acids.ALSO:Hydroperoxides of formula RR1R11COOH are cleaved by treatment with acid-activated minerals in which alkali and alkaline earth ions have been replaced by hydrogen ions and which contain free acids; R is an aromatic radical which may be substituted, e.g. by the group -CR1R11OOH, R1 and R11 are H or aliphatic radicals or links in a common aliphatic ring. The cleavage catalysts may be aluminas or silicates, particularly clays such as montmorillonite, bentonite, fuller's earth, attapulgite, kaolinite and kaolin; the added acid may be a mineral acid such as HCl, HBr, HClO3, HClO4, H2SO4 or H3PO4, or a strong organic acid such as trichloroacetic, benzene-sulphonic or phenolsulphonic acids. In examples, m-diisopropylbenzene dihydroperoxide and isopropylbenzene hydroperoxide gave resorcinol and phenol respectively; other specified hydroperoxides are those of methylisopropylbenzene and isopropylnaphthalene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP24652A DE1136713B (en) | 1960-03-19 | 1960-03-19 | Process for splitting organic hydroperoxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB926305A true GB926305A (en) | 1963-05-15 |
Family
ID=7369745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3337/61A Expired GB926305A (en) | 1960-03-19 | 1961-01-27 | An improved method of cleaving organic hydroperoxides |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE600600A (en) |
| CH (1) | CH383401A (en) |
| DE (1) | DE1136713B (en) |
| GB (1) | GB926305A (en) |
| LU (1) | LU39645A1 (en) |
| NL (1) | NL261647A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1239317B (en) * | 1963-01-19 | 1967-04-27 | Scholven Chemie Ag | Method and device for the cleavage of dialkylbenzene dihydroperoxides |
| US4490566A (en) * | 1983-05-06 | 1984-12-25 | Mobil Oil Corporation | Production of phenol |
| US4490565A (en) * | 1983-05-06 | 1984-12-25 | Mobil Oil Corporation | Production of phenol |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE945451C (en) * | 1948-06-05 | 1956-07-12 | Distillers Co Yeast Ltd | Process for the production of phenols |
-
0
- NL NL261647D patent/NL261647A/xx unknown
-
1960
- 1960-03-19 DE DEP24652A patent/DE1136713B/en active Pending
- 1960-12-29 CH CH1463360A patent/CH383401A/en unknown
-
1961
- 1961-01-12 LU LU39645D patent/LU39645A1/xx unknown
- 1961-01-27 GB GB3337/61A patent/GB926305A/en not_active Expired
- 1961-02-24 BE BE600600A patent/BE600600A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL261647A (en) | |
| BE600600A (en) | 1961-06-16 |
| LU39645A1 (en) | 1961-03-13 |
| CH383401A (en) | 1964-10-31 |
| DE1136713B (en) | 1962-09-20 |
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