GB885516A - Higher fatty acid esters of dextran - Google Patents
Higher fatty acid esters of dextranInfo
- Publication number
- GB885516A GB885516A GB151158A GB151158A GB885516A GB 885516 A GB885516 A GB 885516A GB 151158 A GB151158 A GB 151158A GB 151158 A GB151158 A GB 151158A GB 885516 A GB885516 A GB 885516A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dextran
- ester
- toluene
- temperature
- acid acceptor
- 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
- 229920002307 Dextran Polymers 0.000 title abstract 7
- -1 fatty acid esters Chemical class 0.000 title abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 title 1
- 229930195729 fatty acid Natural products 0.000 title 1
- 239000000194 fatty acid Substances 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 9
- 150000002148 esters Chemical class 0.000 abstract 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 239000000126 substance Substances 0.000 abstract 3
- 239000008096 xylene Substances 0.000 abstract 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 235000021314 Palmitic acid Nutrition 0.000 abstract 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 abstract 1
- 229930006000 Sucrose Natural products 0.000 abstract 1
- 239000003082 abrasive agent Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000008282 halocarbons Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 abstract 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N n-hexadecanoic acid Natural products CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 1
- 239000012454 non-polar solvent Substances 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 230000035484 reaction time Effects 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000005720 sucrose Substances 0.000 abstract 1
- 230000008961 swelling Effects 0.000 abstract 1
- 150000003738 xylenes Chemical class 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0021—Dextran, i.e. (alpha-1,4)-D-glucan; Derivatives thereof, e.g. Sephadex, i.e. crosslinked dextran
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Dextran palmitate is made by heating dextran to 100 DEG C. to 155 DEG C. with a palmitic acid halide, preferably the chloride, in the presence of equal parts by weight of an acid acceptor and of a substance capable of dissolving or swelling the ester as it is formed, so as to produce a dextran palmitate containing 2,9 palmitoyl radicals per anhydroglucose unit. The acid acceptor may be an organic base such as quinoline, pyridine or N-methyl morpholine. The substance which dissolves or swells the ester may be xylene, toluene or dioxane. The temperature employed and the reaction time depend on the boiling point of the mixture of acid acceptor and solvent. Using a mixture of pyridine and toluene, a temperature of 100 DEG to 115 DEG C. is used for 1 to 3 hours. With quinoline and xylene, a temperature of 150-155 DEG C. is used for 30 minutes to an hour. The dextran employed may be native dextran produced microbiologically from sucrose, or it may be a dextran hydrolyzate having an average molecular weight of 60,000 to 80,000. A composition of the ester in an organic solvent may be used to form chemical gloves. The esters are soluble in non-polar solvents such as halogenated hydrocarbons, benzene, toluene and the xylenes, and a film of the ester deposited on the hands from a solution in an organic solvent is not removed by water, soap and water or abrasives.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB151158A GB885516A (en) | 1958-01-16 | 1958-01-16 | Higher fatty acid esters of dextran |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB151158A GB885516A (en) | 1958-01-16 | 1958-01-16 | Higher fatty acid esters of dextran |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB885516A true GB885516A (en) | 1961-12-28 |
Family
ID=9723240
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB151158A Expired GB885516A (en) | 1958-01-16 | 1958-01-16 | Higher fatty acid esters of dextran |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB885516A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003106447A1 (en) * | 2002-06-17 | 2003-12-24 | Dsm Ip Assests B.V. | Process for the preparation of dioxane acetic acid esters |
| US6870059B2 (en) | 2000-07-19 | 2005-03-22 | Astrazeneca Uk Ltd. | Process for the preparation of 2-(6-substituted-1,-3-dioxane-4-yl)acetic acid derivatives |
| US7157255B2 (en) | 2000-05-09 | 2007-01-02 | Astrazeneca Uk Limited | Process for the preparation of dihydroxy esters and derivatives thereof |
| DE102008003271A1 (en) | 2008-01-02 | 2009-07-09 | Friedrich-Schiller-Universität Jena | Preparing dextran fatty acid ester, useful e.g. to coat instruments and materials e.g. implants, medical purposes and embed biomaterials, comprises esterifying the dextran or dextran derivative with a carboxylic acid e.g. lauric acid |
| US7718812B2 (en) | 2001-12-27 | 2010-05-18 | Astrazeneca Uk Limited | Process for the preparation of 2-(6-substituted-1,3-dioxane-4-yl) acetic acid derivates |
-
1958
- 1958-01-16 GB GB151158A patent/GB885516A/en not_active Expired
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7157255B2 (en) | 2000-05-09 | 2007-01-02 | Astrazeneca Uk Limited | Process for the preparation of dihydroxy esters and derivatives thereof |
| US7888083B2 (en) | 2000-05-09 | 2011-02-15 | Astrazeneca Uk Limited | Process for the preparation of dihydroxy esters and derivatives thereof |
| US7416865B2 (en) | 2000-05-09 | 2008-08-26 | Astrazeneca Uk Limited | Process for the preparation of dihydroxy esters and derivatives thereof |
| US7732171B2 (en) | 2000-05-09 | 2010-06-08 | Astrazeneca Uk Limited | Process for the preparation of dihydroxy esters and derivatives thereof |
| US7642363B2 (en) | 2000-07-19 | 2010-01-05 | Astrazeneca Uk Ltd. | Process for the preparation of 2-(6-substituted-1,3-dioxane-4-YL) acetic acid derivatives |
| US7989643B2 (en) | 2000-07-19 | 2011-08-02 | Astrazeneca Uk Ltd. | Process for the preparation of 2-(6-substituted-1,3-dioxane-4-yl)acetic acid derivatives |
| US6870059B2 (en) | 2000-07-19 | 2005-03-22 | Astrazeneca Uk Ltd. | Process for the preparation of 2-(6-substituted-1,-3-dioxane-4-yl)acetic acid derivatives |
| US7718812B2 (en) | 2001-12-27 | 2010-05-18 | Astrazeneca Uk Limited | Process for the preparation of 2-(6-substituted-1,3-dioxane-4-yl) acetic acid derivates |
| WO2003106447A1 (en) * | 2002-06-17 | 2003-12-24 | Dsm Ip Assests B.V. | Process for the preparation of dioxane acetic acid esters |
| US7442811B2 (en) | 2002-06-17 | 2008-10-28 | Astrazeneca Uk Limited | Process for the preparation of dioxane acetic acid esters |
| RU2315761C2 (en) * | 2002-06-17 | 2008-01-27 | АстраЗенека Ю-Кей Лимитед | Method for preparing dioxaneacetic acid esters |
| EP1375493A1 (en) * | 2002-06-17 | 2004-01-02 | Dsm N.V. | Process for the preparation of an dioxane acetic acid ester |
| DE102008003271A1 (en) | 2008-01-02 | 2009-07-09 | Friedrich-Schiller-Universität Jena | Preparing dextran fatty acid ester, useful e.g. to coat instruments and materials e.g. implants, medical purposes and embed biomaterials, comprises esterifying the dextran or dextran derivative with a carboxylic acid e.g. lauric acid |
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