GB1319377A - Process for the preparation of alkylene glycol esters - Google Patents
Process for the preparation of alkylene glycol estersInfo
- Publication number
- GB1319377A GB1319377A GB1349471*[A GB1349471A GB1319377A GB 1319377 A GB1319377 A GB 1319377A GB 1349471 A GB1349471 A GB 1349471A GB 1319377 A GB1319377 A GB 1319377A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- oxides
- alkylene glycol
- cycloaliphatic
- aliphatic
- 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
- -1 alkylene glycol esters Chemical class 0.000 title abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 abstract 2
- 150000002311 glutaric acids Chemical class 0.000 abstract 2
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 abstract 1
- RRYSIFSXWSRYRL-UHFFFAOYSA-N CN(CCCCCCCCCCCCCCCCCC)C.NCCCCCCN Chemical compound CN(CCCCCCCCCCCCCCCCCC)C.NCCCCCCN RRYSIFSXWSRYRL-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000001279 adipic acids Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- VFFDVELHRCMPLY-UHFFFAOYSA-N dimethyldodecyl amine Natural products CC(C)CCCCCCCCCCCN VFFDVELHRCMPLY-UHFFFAOYSA-N 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 abstract 1
- 150000002889 oleic acids Chemical class 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2669—Non-metals or compounds thereof
- C08G65/2672—Nitrogen or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2615—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen the other compounds containing carboxylic acid, ester or anhydride groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1319377 Alkylene glycol esters HENKEL & CIE GmbH 6 May 1971 [16 May 1970] 13494/71 Heading C2C Alkylene glycol monoesters of mono- and polyvalent aliphatic and cycloaliphatic carboxylic acids (4-26C) are prepared by reacting the acids with alkylene oxides in the presence of amines as catalysts. Amines of formula in which R 1 and R 2 represent hydrogen or aliphatic, cycloaliphatic or aromatic residues (1-24C) and R 3 an aliphatic residue which may be interrupted by heteroatoms e.g. oxygen, a cycloaliphatic or aromatic residue and many are listed. The acids may be butyric, cyclohexanecarboxylic, glutaric, adipic and fatty acids (8-24C) or mixtures thereof, and ethylene, propylene and butylene oxides, epichlorohydrin and/or glycide are the alkylene oxides. Examples describe the reaction of lauric, stearic, myristic, oleic, and glutaric acids with the various oxides using dimethyldodecylamine, hexamethylenediamine dimethyloctadecylamine, hexylamine, dibutylamine, and tetraethylenepentamine as catalysts.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2024050A DE2024050B2 (en) | 1970-05-16 | 1970-05-16 | Process for the preparation of alkylene glycol monoesters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1319377A true GB1319377A (en) | 1973-06-06 |
Family
ID=5771304
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1349471*[A Expired GB1319377A (en) | 1970-05-16 | 1971-05-06 | Process for the preparation of alkylene glycol esters |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE767214A (en) |
| CH (1) | CH559715A5 (en) |
| DE (1) | DE2024050B2 (en) |
| FR (1) | FR2097781A5 (en) |
| GB (1) | GB1319377A (en) |
| NL (1) | NL7105163A (en) |
| ZA (1) | ZA713155B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007038025A3 (en) * | 2005-09-23 | 2007-06-21 | Stepan Co | High purity polyol monoester compositions and methods for producing the same |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3582003D1 (en) * | 1984-10-15 | 1991-04-11 | Exxon Research Engineering Co | PRODUCTION OF GLYCOLMONOESTERS. |
| DE19736906A1 (en) | 1997-08-25 | 1999-03-04 | Henkel Kgaa | Process for the preparation of sulfated fatty acid alkylene glycol esters |
| WO1999006518A1 (en) * | 1997-07-30 | 1999-02-11 | Cognis Deutschland Gmbh | Thickened aqueous tenside solutions |
| ATE227702T1 (en) | 1997-08-25 | 2002-11-15 | Cognis Deutschland Gmbh | METHOD FOR PRODUCING ALKYLENE GLYCOL ESTERS WITH RESTRICTED HOMOLOGEN DISTRIBUTION |
| DE19755559A1 (en) | 1997-12-13 | 1999-06-17 | Henkel Kgaa | Process for the preparation of alkylene glycol monoesters of dimer fatty acids |
-
1970
- 1970-05-16 DE DE2024050A patent/DE2024050B2/en not_active Withdrawn
-
1971
- 1971-04-16 NL NL7105163A patent/NL7105163A/xx unknown
- 1971-05-06 GB GB1349471*[A patent/GB1319377A/en not_active Expired
- 1971-05-14 CH CH712671A patent/CH559715A5/xx not_active IP Right Cessation
- 1971-05-14 BE BE767214A patent/BE767214A/en unknown
- 1971-05-14 ZA ZA713155A patent/ZA713155B/en unknown
- 1971-05-14 FR FR7117487A patent/FR2097781A5/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007038025A3 (en) * | 2005-09-23 | 2007-06-21 | Stepan Co | High purity polyol monoester compositions and methods for producing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2024050B2 (en) | 1979-03-29 |
| NL7105163A (en) | 1971-11-18 |
| ZA713155B (en) | 1972-01-26 |
| FR2097781A5 (en) | 1972-03-03 |
| BE767214A (en) | 1971-11-16 |
| DE2024050A1 (en) | 1971-12-09 |
| CH559715A5 (en) | 1975-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PCNP | Patent ceased through non-payment of renewal fee |