GB1016885A - Xylitol esters - Google Patents
Xylitol estersInfo
- Publication number
- GB1016885A GB1016885A GB?9141/62A GB914162A GB1016885A GB 1016885 A GB1016885 A GB 1016885A GB 914162 A GB914162 A GB 914162A GB 1016885 A GB1016885 A GB 1016885A
- Authority
- GB
- United Kingdom
- Prior art keywords
- xylitol
- cyclic
- esters
- laurates
- palmitates
- 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
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 title abstract 4
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 abstract 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- 239000000811 xylitol Substances 0.000 abstract 3
- 229960002675 xylitol Drugs 0.000 abstract 3
- 235000010447 xylitol Nutrition 0.000 abstract 3
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 abstract 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 1
- UQDUPQYQJKYHQI-UHFFFAOYSA-N dodecanoic acid methyl ester Natural products CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 abstract 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229940070765 laurate Drugs 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- 229940049964 oleate Drugs 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000002942 palmitic acid derivatives Chemical class 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/34—Higher-molecular-weight carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Non-cyclic xylitol esters with C6 to C30 fatty acids are made by reacting in pyridine, an ester of a monohydric C1 to C8 alcohol and a C6 to C30 fatty acid with at least 3 molecular amounts of xylitol in the presence of a transesterification catalyst, preferably potassium carbonate, under a nitrogen atmosphere, at 90 DEG to 100 DEG C./250-300 mm. for 12-24 hrs., shaking the reaction mass with hexane, filtering the precipitated unreacted xylitol, which may be re-used in the process, distilling off the solvent and recrystallizing the residue, e.g. from dichloroethane. Preferred starting materials, also exemplified are methyl palmitate, oleate or laurate, and the invention includes the products thus prepared, which are mixtures of non-cyclic mono- and diesters of xylitol, i.e. the laurates, oleates or palmitates. Examples refer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB?9141/62A GB1016885A (en) | 1962-10-16 | 1962-10-16 | Xylitol esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB?9141/62A GB1016885A (en) | 1962-10-16 | 1962-10-16 | Xylitol esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1016885A true GB1016885A (en) | 1966-01-12 |
Family
ID=9866161
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB?9141/62A Expired GB1016885A (en) | 1962-10-16 | 1962-10-16 | Xylitol esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1016885A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5093043A (en) * | 1988-05-30 | 1992-03-03 | Deutsche Solvay-Werke Gmbh | Process for preparing nonionic surfactants |
| WO2010046726A1 (en) * | 2008-10-20 | 2010-04-29 | Chemyunion Química Ltda. | Xylitol esters and ethers applied as alternative emulsifiers, solvents, co-emulsifiers and preservative systems for pharmaceutical and cosmetic products |
| PL423151A1 (en) * | 2017-10-13 | 2019-04-23 | Politechnika Lodzka | New derivative of xylitol, method for obtaining it and its application in the synthesis of star-shaped polymers |
| WO2021122972A1 (en) * | 2019-12-20 | 2021-06-24 | Evonik Operations Gmbh | Carboxylic acid esters of xylitol and process for enzymatically preparing same |
-
1962
- 1962-10-16 GB GB?9141/62A patent/GB1016885A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5093043A (en) * | 1988-05-30 | 1992-03-03 | Deutsche Solvay-Werke Gmbh | Process for preparing nonionic surfactants |
| WO2010046726A1 (en) * | 2008-10-20 | 2010-04-29 | Chemyunion Química Ltda. | Xylitol esters and ethers applied as alternative emulsifiers, solvents, co-emulsifiers and preservative systems for pharmaceutical and cosmetic products |
| US20110251415A1 (en) * | 2008-10-20 | 2011-10-13 | Chemyunion Quimica Ltda. | Xylitol esters and ethers applied as alternative emulsifiers, solvents, co-emulsifiers and preservative systems for pharmaceutical and cosmetic products |
| US8716506B2 (en) | 2008-10-20 | 2014-05-06 | Chemyunion Quimica Ltda. | Xylitol esters and ethers applied as alternative emulsifiers, solvents, co-emulsifiers and preservative systems for pharmaceutical and cosmetic products |
| PL423151A1 (en) * | 2017-10-13 | 2019-04-23 | Politechnika Lodzka | New derivative of xylitol, method for obtaining it and its application in the synthesis of star-shaped polymers |
| WO2021122972A1 (en) * | 2019-12-20 | 2021-06-24 | Evonik Operations Gmbh | Carboxylic acid esters of xylitol and process for enzymatically preparing same |
| CN114787118A (en) * | 2019-12-20 | 2022-07-22 | 赢创运营有限公司 | Xylitol carboxylic acid esters and enzymatic process for their preparation |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3714144A (en) | Process for the production of sucrose esters of fatty acids | |
| GB965762A (en) | Process of manufacturing dialkyl ketenes | |
| NL7606991A (en) | PROCESS FOR THE PREPARATION OF CARBONIC ACID ESTERS FROM CARBONIC ACID AMIDES. | |
| NL149780B (en) | PROCESS FOR THE PREPARATION OF CARBONIC ACIDS AND CARBONIC ESTERS BY CARBONYLATION OF ALKINIC UNSATURATED COMPOUNDS. | |
| ES373890A1 (en) | Process for the purification of mixed acids | |
| NL7506999A (en) | PROCESS FOR THE PREPARATION OF ISOCYANATES FROM SHORT CHAIN ALKYL ESTERS OF AROMATIC CARBAMIC ACIDS RING. | |
| GB1016885A (en) | Xylitol esters | |
| JPS5236609A (en) | Process for preparation of alcohol and carbon monoxide | |
| ES280733A1 (en) | Procedure for the preparation of purified sacarose esters (Machine-translation by Google Translate, not legally binding) | |
| GB1025028A (en) | Xylitol esters | |
| GB903613A (en) | Improvements in or relating to the production of acetoacetic acid esters | |
| NL178864C (en) | METHOD FOR PREPARING UNSATURATED ALIPHATIC CARBONIC ACIDS OR ESTERS. | |
| GB936400A (en) | Process for the manufacture of carboxylic acid-tertiary alkyl esters | |
| Coppa et al. | A Novel, Simple and Cheap Source of Alkyl Radicals from Alcohols, Useful for Heteroaromatic Substitution. | |
| GB990927A (en) | Improvements in and relating to esterification processes | |
| GB1057528A (en) | Process for the manufacture of cyanoacetic acid esters | |
| US2831000A (en) | Partial esters of hexahydrokojic acid | |
| NL188799B (en) | PROCESS FOR PREPARING BASIC ESTERS OF SUBSTITUTED HYDROXYCYCLOHEXANE CARBONIC ACIDS. | |
| SU427924A1 (en) | METHOD FOR OBTAINING 2,3-DIPHENYL-2-INDEN-1-CARBONIC ACID ESTERS | |
| ES281903A1 (en) | Procedure for preparing non-cyclic xylitol esters, active surface, with fatty acids, containing 6-30 carbon atoms (Machine-translation by Google Translate, not legally binding) | |
| GB999391A (en) | Ethers of methyl 18-epi-reserpate and salts thereof and process for their manufacture | |
| AU506796B2 (en) | Oxydation process for preparing carboxylic acids useful as intermediates for insecticides and carboxylic acids produced thereby | |
| GB1003007A (en) | Improvements in or relating to the production of ethyl acrylate | |
| US2408182A (en) | Derivatives of isoascorbic acid | |
| AU260719B2 (en) | Process for preparation of polyesters by reaction ofan anhydride witha cyclic ester, and products thereof |