GB886750A - Preparation of carboxylic esters - Google Patents
Preparation of carboxylic estersInfo
- Publication number
- GB886750A GB886750A GB5876/58A GB587658A GB886750A GB 886750 A GB886750 A GB 886750A GB 5876/58 A GB5876/58 A GB 5876/58A GB 587658 A GB587658 A GB 587658A GB 886750 A GB886750 A GB 886750A
- Authority
- GB
- United Kingdom
- Prior art keywords
- glycol
- ester
- alcohol
- aliphatic
- diester
- 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
- 150000001733 carboxylic acid esters Chemical class 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 10
- 150000002148 esters Chemical group 0.000 abstract 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 3
- 150000005690 diesters Chemical class 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- 229910052719 titanium Inorganic materials 0.000 abstract 3
- 239000010936 titanium Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003158 alcohol group Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 239000000376 reactant Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 229920001451 polypropylene glycol Polymers 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic Table without C-Metal linkages
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
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)
- Polyesters Or Polycarbonates (AREA)
Abstract
Polyesters are prepared by reacting under ester exchange conditions a diester of a C2-12 aliphatic dibasic acid with an aliphatic polyhydric alcohol of at least 4 carbon atoms in the presence of a catalyst which is a polymer obtained by reacting a titanium tetraester with a C2-20 glycol. The ester-exchange may form part of a single or multi-step process for preparing complex esters. Examples describe the reaction of methyl sebecate with polyethylene and polypropylene glycols. Specifications 866,053 and 866,054 are referred to.ALSO:Esters are prepared by reacting under ester exchange conditions a diester of a C2-12 aliphatic dibasic acid having at least one alcohol residue of not more than 4 carbon atoms with an aliphatic alcohol of at least 4 carbon atoms containing at least one carbon atom more than the alcohol residue of the diester, while removing the alcohol formed in the reaction, e.g. by employing a suitable temperature, and in the presence of a catalyst which is a polymer obtained by reacting a titanium tetraester with a C2-20 glycol (including polyglycols and halogen-substituted glycols) in the molar ratio of 0.5 to 4 moles of glycol per mole of titanium tetraester and, if necessary, heating and/or water washing to form the polymer. The alcohol reactant may be mono- or poly-hydric and may be an ether glycol having 1-50 ether oxygen atoms or may be the half-ester of a glycol and a monobasic aliphatic acid. The acid of the ester reactant may be saturated or unsaturated and may contain an ether atom, e.g. diglycollic. The ester interchange process may form part of a single or multi-step process for preparing complex esters. Specifications 866,053 and 866,054 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US886750XA | 1957-02-25 | 1957-02-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB886750A true GB886750A (en) | 1962-01-10 |
Family
ID=22212752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5876/58A Expired GB886750A (en) | 1957-02-25 | 1958-02-24 | Preparation of carboxylic esters |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1213439A (en) |
| GB (1) | GB886750A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4710532A (en) * | 1985-03-13 | 1987-12-01 | Morflex Chemical Company, Inc. | Medical article and method |
| US4711922A (en) * | 1985-05-17 | 1987-12-08 | Morflex Chemical Company, Inc. | Citrate esters and methods |
| US4789700A (en) * | 1984-06-11 | 1988-12-06 | Morflex Chemical Company, Inc. | Citrate esters and method |
| US4824893A (en) * | 1984-06-11 | 1989-04-25 | Morflex Chemical Company, Inc. | Citrate esters and methods |
| US4870204A (en) * | 1984-06-11 | 1989-09-26 | Morflex Chemical Company, Inc. | Method for preparing citrate esters |
| US4883905A (en) * | 1984-06-11 | 1989-11-28 | Morflex Chemical Company, Inc. | Process for preparing citrates using organic titanates |
| US4892967A (en) * | 1984-06-11 | 1990-01-09 | Morflex Chemical Company, Inc. | Citrate esters |
| US4954649A (en) * | 1984-06-11 | 1990-09-04 | Morflex Chemical Company, Inc. | Method for producing citrates |
| US5055609A (en) * | 1984-06-11 | 1991-10-08 | Morflex, Inc. | Method for producing citrates by esterification in the presence of organic titanates |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4898969A (en) * | 1988-04-08 | 1990-02-06 | Eastman Kodak Company | Transesterification of alkoxyesters |
-
1958
- 1958-02-24 GB GB5876/58A patent/GB886750A/en not_active Expired
- 1958-02-25 FR FR1213439D patent/FR1213439A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4789700A (en) * | 1984-06-11 | 1988-12-06 | Morflex Chemical Company, Inc. | Citrate esters and method |
| US4824893A (en) * | 1984-06-11 | 1989-04-25 | Morflex Chemical Company, Inc. | Citrate esters and methods |
| US4870204A (en) * | 1984-06-11 | 1989-09-26 | Morflex Chemical Company, Inc. | Method for preparing citrate esters |
| US4883905A (en) * | 1984-06-11 | 1989-11-28 | Morflex Chemical Company, Inc. | Process for preparing citrates using organic titanates |
| US4892967A (en) * | 1984-06-11 | 1990-01-09 | Morflex Chemical Company, Inc. | Citrate esters |
| US4954649A (en) * | 1984-06-11 | 1990-09-04 | Morflex Chemical Company, Inc. | Method for producing citrates |
| US5055609A (en) * | 1984-06-11 | 1991-10-08 | Morflex, Inc. | Method for producing citrates by esterification in the presence of organic titanates |
| US4710532A (en) * | 1985-03-13 | 1987-12-01 | Morflex Chemical Company, Inc. | Medical article and method |
| US4711922A (en) * | 1985-05-17 | 1987-12-08 | Morflex Chemical Company, Inc. | Citrate esters and methods |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1213439A (en) | 1960-03-31 |
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