GB889067A - Preparation of esters - Google Patents
Preparation of estersInfo
- Publication number
- GB889067A GB889067A GB3426959A GB3426959A GB889067A GB 889067 A GB889067 A GB 889067A GB 3426959 A GB3426959 A GB 3426959A GB 3426959 A GB3426959 A GB 3426959A GB 889067 A GB889067 A GB 889067A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- mixture
- specified
- aliphatic
- alcohols
- 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
- 150000002148 esters Chemical class 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 abstract 8
- 239000002253 acid Substances 0.000 abstract 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 6
- 150000007513 acids Chemical class 0.000 abstract 6
- 150000001298 alcohols Chemical class 0.000 abstract 6
- 150000002009 diols Chemical class 0.000 abstract 6
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 abstract 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 239000002808 molecular sieve Substances 0.000 abstract 4
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 abstract 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 abstract 2
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 abstract 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical class CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 abstract 2
- BODRLKRKPXBDBN-UHFFFAOYSA-N 3,5,5-Trimethyl-1-hexanol Chemical compound OCCC(C)CC(C)(C)C BODRLKRKPXBDBN-UHFFFAOYSA-N 0.000 abstract 2
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001279 adipic acids Chemical class 0.000 abstract 2
- -1 aliphatic monocarboxylic acid Chemical class 0.000 abstract 2
- 150000001536 azelaic acids Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical class O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 abstract 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 abstract 2
- 229940113115 polyethylene glycol 200 Drugs 0.000 abstract 2
- 150000003330 sebacic acids Chemical class 0.000 abstract 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 abstract 1
- 239000005643 Pelargonic acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Complex esters are prepared by esterifying in one or more stages: (a) either (i) an aliphatic monohydric alcohol or mixture of such alcohols, or (ii) an aliphatic monocarboxylic acid or mixture of such acids; (b) an aliphatic dicarboxylic acid or mixture of such acids; and (c) an aliphatic diol or mixture of diols, a molecular sieve being used as esterification catalyst, preferably in amounts of 0,01-10% by weight based on the combined weight of dicarboxylic acid and diol. The molecular sieves may be natural or synthetic zeolites. A water-entrainer such as benzene may be present. Specified monohydric alcohols are C8-C13 alcohols, such as 2-ethylhexanol, isooctanol, 3,5,5-trimethylhexanol and isotridecanol; specified monocarboxylic acids are C8-C10 acids, such as pelargonic and 2-ethylhexanoic acids; specified diacids are sebacic, adipic and azelaic acids; specified diols are ethylene glycol, propylene glycol, neopentyl glycol and polyethylene glycol 200. Specification 687,348 is referred to.ALSO:Complex esters are prepared by esterifying in one or more stages: (a) either (i) an aliphatic monohydric alcohol or mixture of such alcohols, or (ii) an aliphatic monocarboxylic acid or mixture of such acids; (b) an aliphatic dicarboxylic acid or mixture of such acids; and (c) an aliphatic diol or mixture of diols, a molecular sieve being used as esterification catalyst, preferably in amounts of 0.01%-10% by weight based on the combined weight of dicarboxylic acid and diol. The molecular sieves may be natural or synthetic zeolites. A water-entrainer such as benzene may be present. Specified monohydric alcohols are C8-C13 alcohols, such as 2-ethylhexanol, isooctanol, 3,5,5-trimethylhexanol and isotridecanol; specified monocarboxylic acids are C8-C10 acids such as pelargonic acid and 2-ethylhexanoic acid; specified di-acids are sebacic, adipic and azelaic acids; specified diols are ethylene glycol, propylene glycol, neopentyl glycol and polyethylene glycol 200. Specification 687,348 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3426959A GB889067A (en) | 1959-10-09 | 1959-10-09 | Preparation of esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3426959A GB889067A (en) | 1959-10-09 | 1959-10-09 | Preparation of esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB889067A true GB889067A (en) | 1962-02-07 |
Family
ID=10363539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3426959A Expired GB889067A (en) | 1959-10-09 | 1959-10-09 | Preparation of esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB889067A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5820777A (en) | 1993-03-10 | 1998-10-13 | Henkel Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US5833876A (en) | 1992-06-03 | 1998-11-10 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
| US5851968A (en) | 1994-05-23 | 1998-12-22 | Henkel Corporation | Increasing the electrical resistivity of ester lubricants, especially for use with hydrofluorocarbon refrigerants |
| US5853609A (en) | 1993-03-10 | 1998-12-29 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| US5906769A (en) | 1992-06-03 | 1999-05-25 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
| US5976399A (en) | 1992-06-03 | 1999-11-02 | Henkel Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US6183662B1 (en) | 1992-06-03 | 2001-02-06 | Henkel Corporation | Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures |
| US7018558B2 (en) | 1999-06-09 | 2006-03-28 | Cognis Corporation | Method of improving performance of refrigerant systems |
| CN117700323A (en) * | 2023-12-14 | 2024-03-15 | 大连金点生物科技有限公司 | WO loaded by molecular sieve 3 Catalytic preparation method of bromine-substituted benzoate |
-
1959
- 1959-10-09 GB GB3426959A patent/GB889067A/en not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6551524B2 (en) | 1992-06-03 | 2003-04-22 | Cognis Corporation | Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures |
| US6666985B2 (en) | 1992-06-03 | 2003-12-23 | Cognis Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| US5906769A (en) | 1992-06-03 | 1999-05-25 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
| US5976399A (en) | 1992-06-03 | 1999-11-02 | Henkel Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US6296782B1 (en) | 1992-06-03 | 2001-10-02 | Henkel Corporation | Polyol ester lubricants for refrigerator compressors operating at high temperatures |
| US6221272B1 (en) | 1992-06-03 | 2001-04-24 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| US5833876A (en) | 1992-06-03 | 1998-11-10 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
| US6183662B1 (en) | 1992-06-03 | 2001-02-06 | Henkel Corporation | Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures |
| US5853609A (en) | 1993-03-10 | 1998-12-29 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| US5820777A (en) | 1993-03-10 | 1998-10-13 | Henkel Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US5851968A (en) | 1994-05-23 | 1998-12-22 | Henkel Corporation | Increasing the electrical resistivity of ester lubricants, especially for use with hydrofluorocarbon refrigerants |
| US6551523B1 (en) | 1995-06-07 | 2003-04-22 | Cognis Corporation | Blended polyol ester lubricants for refrigerant heat transfer fluids |
| US7018558B2 (en) | 1999-06-09 | 2006-03-28 | Cognis Corporation | Method of improving performance of refrigerant systems |
| CN117700323A (en) * | 2023-12-14 | 2024-03-15 | 大连金点生物科技有限公司 | WO loaded by molecular sieve 3 Catalytic preparation method of bromine-substituted benzoate |
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