GB787927A - Recovery of gamma-butyrolactone - Google Patents
Recovery of gamma-butyrolactoneInfo
- Publication number
- GB787927A GB787927A GB25741/55A GB2574155A GB787927A GB 787927 A GB787927 A GB 787927A GB 25741/55 A GB25741/55 A GB 25741/55A GB 2574155 A GB2574155 A GB 2574155A GB 787927 A GB787927 A GB 787927A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyrolactone
- solvent
- acids
- lactone
- mixture
- 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
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 title abstract 10
- 238000011084 recovery Methods 0.000 title 1
- 239000002904 solvent Substances 0.000 abstract 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 5
- 150000002334 glycols Chemical class 0.000 abstract 4
- 150000002596 lactones Chemical class 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 229930188620 butyrolactone Natural products 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 238000000605 extraction Methods 0.000 abstract 2
- -1 glycol ester Chemical class 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical class CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- JYVHOGDBFNJNMR-UHFFFAOYSA-N hexane;hydrate Chemical compound O.CCCCCC JYVHOGDBFNJNMR-UHFFFAOYSA-N 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 238000000638 solvent extraction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/267—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Gamma butyrolactone is recovered from a mixture of the lactone containing also at least one glycol ester, derived from ethylene, propylene or 2 : 3-butylene glycol and a monocarboxylic acid having 1 to 4 carbon atoms, by solvent extraction with a liquid aliphatic or cycloaliphatic hydrocarbon. Two phases result, one containing the bulk of the lactone and the other the solvent and most of the glycol esters. The hydrocarbon solvent may be used with water whereby the lactone separates out as an aqueous solution. If desired, the mixture may be extracted with the two solvents separately. Extraction may be batchwise or continuous, and co- or counter-currentwise, in one or more stages. The crude butyrolactone mixture may be that obtained as a by-product in the partial oxidation of C3-5 aliphatic hydrocarbons to lower aliphatic acids, and that form of lactone should preferably not contain more than 2 per cent of acids. In an example, a mixture of butyrolactone, acetic, propionic and butyric acids and minor amounts of glycol esters comprising mono- and di-esters of the above-mentioned glycols with C1-4 aliphatic acids and obtained by liquid phase oxidation of n-butane is fractionated to remove substantially all the acids and is then subjected to extraction with a solvent consisting of equal volumes of water and n-hexane, giving an aqueous phase, which on evaporation yields 98 per cent pure butyrolactone, and a hexane solution of the glycol esters from which the solvent is recovered for re-use. n-Pentane and n-heptane are other specified solvents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US787927XA | 1954-09-10 | 1954-09-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB787927A true GB787927A (en) | 1957-12-18 |
Family
ID=22146255
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25741/55A Expired GB787927A (en) | 1954-09-10 | 1955-09-08 | Recovery of gamma-butyrolactone |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB787927A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5030328A (en) * | 1989-11-16 | 1991-07-09 | Basf Aktiengesellschaft | Method of separating γ-butyrolactone from mixtures containing diethyl succinate |
-
1955
- 1955-09-08 GB GB25741/55A patent/GB787927A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5030328A (en) * | 1989-11-16 | 1991-07-09 | Basf Aktiengesellschaft | Method of separating γ-butyrolactone from mixtures containing diethyl succinate |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1458396A (en) | Process for obtaining acrylic acid and optionally acrolein | |
| GB1120284A (en) | Separation and purification of acrylic acid | |
| GB1432853A (en) | Process for manufacturing fatty acids rosin and hard pitch from tall oil pitch | |
| GB787927A (en) | Recovery of gamma-butyrolactone | |
| IE33399B1 (en) | Esterification and extraction process | |
| GB1422929A (en) | Purification of waste water containing phthlic esters | |
| GB1458864A (en) | Recovery of anhydrous dioxane | |
| US2002533A (en) | Process for separation of hydrocarbons and their oxygen-containing derivatives | |
| GB1325978A (en) | Butadiene recovery process | |
| GB1001155A (en) | Process for stripping paints | |
| GB935543A (en) | Purification of acrylic acid esters | |
| FR2466448B1 (en) | ||
| GB851342A (en) | Improvements in the purification of acrylic esters | |
| GB1210190A (en) | Separating propylene oxide | |
| SE311879B (en) | ||
| GB1334204A (en) | Preparation of fatty acid ester mixtures enriched in unsaturates | |
| GB883493A (en) | Method for the recovery of nitrogen values and acetic acid from mixtures containing nitric and acetic acids | |
| GB980053A (en) | Extractive distillation process for separating mixtures of esters and alcohols | |
| FR2279740A1 (en) | Propylene oxide recovery from propylene oxidn. - reaction mixt. by removing acid by-products before distn. to separate unreacted propylene | |
| GB1021463A (en) | Process for separating acrylic acid ú¯-butyl ester from mixtures containing butanol | |
| GB1343044A (en) | Manufacture of organic esters of mercapto carboxylic acids | |
| GB792487A (en) | Recovery of water-soluble aliphatic dicarboxylic acid | |
| GB1185952A (en) | Separation of Epoxy Compounds from Carboxylic acids | |
| GB1357053A (en) | Process for separating dioxin from dioxin-contaminated2,4,5- trichlorophenoxyacetic acid | |
| FR2092095A1 (en) | Silymarin isolation |