GB1072697A - Recovery of epoxy-alcohols - Google Patents
Recovery of epoxy-alcoholsInfo
- Publication number
- GB1072697A GB1072697A GB2854364A GB2854364A GB1072697A GB 1072697 A GB1072697 A GB 1072697A GB 2854364 A GB2854364 A GB 2854364A GB 2854364 A GB2854364 A GB 2854364A GB 1072697 A GB1072697 A GB 1072697A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxidate
- epoxy
- acids
- alcohols
- olefins
- 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
- 238000011084 recovery Methods 0.000 title abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 150000005673 monoalkenes Chemical class 0.000 abstract 3
- 239000004593 Epoxy Substances 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 238000006701 autoxidation reaction Methods 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 230000008707 rearrangement Effects 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 abstract 1
- 239000000920 calcium hydroxide Substances 0.000 abstract 1
- 235000011116 calcium hydroxide Nutrition 0.000 abstract 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 150000002432 hydroperoxides Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 235000017550 sodium carbonate Nutrition 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Epoxy alcohols are recovered from the crude oxidate obtained by oxidizing mono-olefins by treating the oxidate with alkali to remove any acids and subsequently distilling the treated oxidate to isolate the epoxy alcohols. The oxidate is defined as that obtained by (1) liquid phase oxidation of monoolefins with molecular oxygen in the presence of catalysts selected from metals of Groups IVA, VA or VIA, or their compounds, but excluding Cr, or by (2) liquid phase autoxidation of mono-olefins in a first stage, followed by re-arrangement of the hydroperoxides so formed in a second stage by treatment with the catalysts used in method (1). The acid-removal treatment may be effected between the autoxidation and re-arrangement stages in method (2). Both methods give rise to small amounts of carboxylic acid and percarboxylic acids in the oxidate. The alkali may be solid or in aqueous solution, e.g. NaOH, Na2CO3 or Ca(OH)2 and is generally used in amounts of 0.5-10 times the stoichiometric amount required to neutralize the acids. An example relates to the recovery of 3,4-epoxy-4-methylpentanol-2 and 3,4-epoxy-2-methyl-pentanol-2.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE666664D BE666664A (en) | 1964-07-10 | ||
| GB2854364A GB1072697A (en) | 1964-07-10 | 1964-07-10 | Recovery of epoxy-alcohols |
| DEB82480A DE1279670B (en) | 1964-07-10 | 1965-06-19 | Process for the production of epoxy alcohols |
| CH903865A CH470380A (en) | 1964-07-10 | 1965-06-25 | Process for the production of epoxy alcohols contained in crude mixtures obtained by oxidation of olefins |
| FR23653A FR1438921A (en) | 1964-07-10 | 1965-07-06 | Process for recovering epoxyalcohols present in a crude oxidation product obtained by oxidation of ethylenic hydrocarbons |
| NL6508655A NL6508655A (en) | 1964-07-10 | 1965-07-06 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2854364A GB1072697A (en) | 1964-07-10 | 1964-07-10 | Recovery of epoxy-alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1072697A true GB1072697A (en) | 1967-06-21 |
Family
ID=10277291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2854364A Expired GB1072697A (en) | 1964-07-10 | 1964-07-10 | Recovery of epoxy-alcohols |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE666664A (en) |
| CH (1) | CH470380A (en) |
| DE (1) | DE1279670B (en) |
| GB (1) | GB1072697A (en) |
| NL (1) | NL6508655A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1386918A4 (en) * | 2001-05-11 | 2004-05-26 | Kaneka Corp | Method for obtaining optically active epoxide |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2550847A (en) * | 1951-05-01 | Propylene oxide purification | ||
| US2622060A (en) * | 1950-01-26 | 1952-12-16 | Celanese Corp | Purification of 1,2-propylene oxide |
| US2799639A (en) * | 1955-04-11 | 1957-07-16 | Dow Chemical Co | Method of decolorizing epichlorohydrin |
-
0
- BE BE666664D patent/BE666664A/xx unknown
-
1964
- 1964-07-10 GB GB2854364A patent/GB1072697A/en not_active Expired
-
1965
- 1965-06-19 DE DEB82480A patent/DE1279670B/en active Pending
- 1965-06-25 CH CH903865A patent/CH470380A/en not_active IP Right Cessation
- 1965-07-06 NL NL6508655A patent/NL6508655A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1386918A4 (en) * | 2001-05-11 | 2004-05-26 | Kaneka Corp | Method for obtaining optically active epoxide |
| US7230126B2 (en) | 2001-05-11 | 2007-06-12 | Kaneka Corporation | Method for obtaining optically active epoxide |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6508655A (en) | 1966-01-11 |
| DE1279670B (en) | 1968-10-10 |
| CH470380A (en) | 1969-03-31 |
| BE666664A (en) |
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