WO1983003252A1 - Agents tensio-actifs et procede de preparation de tels agents - Google Patents
Agents tensio-actifs et procede de preparation de tels agents Download PDFInfo
- Publication number
- WO1983003252A1 WO1983003252A1 PCT/FR1983/000038 FR8300038W WO8303252A1 WO 1983003252 A1 WO1983003252 A1 WO 1983003252A1 FR 8300038 W FR8300038 W FR 8300038W WO 8303252 A1 WO8303252 A1 WO 8303252A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- dare
- mole
- surfactants
- amine
- 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.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/221—Mono, di- or trisaccharides or derivatives thereof
Definitions
- the present invention relates to surface-active agents which can find various applications, for example as agents for reducing oil-water phases, in detergent formulations 5 or in cosmetic formulations.
- the invention also relates to a process for the preparation of these surfactants.
- the invention precisely presents natural products with exceptional surfactant properties, the production of which is remarkable for its simplicity.
- These surfactants result from the combination of a fatty amine and a dare, in the presence of an acid, in a dehydrated medium and without solvent.
- fatty amines aliphatic, saturated or unsaturated, primary or secondary fatty acids can advantageously be used, preferably having from 8 to 22 carbon atoms, preferably from 12 to 18. These amines can be used individually or as a mixture , in its pure state or in a more complex mixture. In this connection, let us cite tallow amines, coca amines, etc. Furthermore, they can be used in the form of free amines or in the form of derivatives such as hydrochlorides, acetates, etc. As dares, reducible and / or enolisable doses are used principally (aldoses, ketoses).
- monosaccharides such as xylose, glucose, fructose, galactose, sorbose, disaccharides such as lactose, altose, sucrose and other polyoses which hydrolyse in an acid medium.
- dares can be used individually or as a mixture, such as for example invert sugar from the sugar industry, isoglucose or corn syrup rich in fructose, maltodextrins, etc.
- the acid any strong mineral or organic acid can be used, such as hydrochloric acid and acetic acid.
- acid-reactive salts that is to say salts of strong acids and weak bases, such as for example ammonium and amine salts. In this regard, let us mention ammonium chloride and amine hydrochlorides.
- the pH is acidic.
- the pH can be, for example, between 7 and 9, as less than 7, depending on the needs and the surfactant sought.
- the conditions of their combination assume the absence of solvent.
- the environment must be deficient in water, that is to say as dehydrated as possible.
- the mixture can be heated to between 50 and 90 ° C, preferably under resulting pressure.
- the target is thus a final water content not exceeding 10 to 15%, preferably around 5%.
- the mixture obtained is used as it is as a surfactant.
- OMP Reaction products are known between fatty amines and certain oses, following the work of John G. Eric his exposed in US Patents 2,815,339 and US 2,815,340, as well as in J. Am. Chem. Soc. 1955 _7_7 2839.
- the products obtained differ from the surfactants according to the invention, and the operating conditions used are quite different.
- Erickson indeed operates in the presence of solvents (water, various alcohols, etc.) and without an acid catalyst.
- the products thus obtained are characterized by their low solubility in water, their instability in an alkaline medium and their poor foaming power.
- the surfactants "according to the invention are characterized by good foaming power, a solid to pasty texture, an amber color, good solubility in water, and in water-alcohol mixtures at least. up to a concentration of 5%.
- surfactants can be used in detergent formulations, for example for washing machines, in cosmetic formulations, in particular for shampoos and shaving creams, as well as more generally as oil-water emulsifiers.
- detergent formulations for example for washing machines
- cosmetic formulations in particular for shampoos and shaving creams
- oil-water emulsifiers as well as more generally as oil-water emulsifiers.
- the desired surfactant is obtained by bringing the mixture to 60 ° C. until homogenized, then by
- the surfactant obtained has the following characteristics: - texture: solid, pasty,
- the desired surfactant is obtained after bringing the mixture to 70 ° C for 75 minutes.
- the desired surfactant is obtained after having brought the mixture to 80 ° C. for 60 minutes until homogenization.
- the desired surfactant is obtained after having brought the mixture to 90 ° C. for 90 minutes until homogenization.
- the desired surfactant is obtained after bringing the mixture to 90 ° C for 60 minutes until homogenized.
- the desired surfactant is obtained after having brought the mixture to 70 ° C. for 60 minutes until homogenization.
- Example 8 One mixes:
- the surfactant is obtained after having brought the mixture to 70 ° C. for 60 minutes until homogenization.
- the desired surfactant is obtained after having brought the mixture to 80 ° C. under reduced pressure for 60 minutes until homogenization.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Cosmetics (AREA)
- Saccharide Compounds (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8204290A FR2523150A1 (fr) | 1982-03-11 | 1982-03-11 | Agents tensio-actifs et procede de preparation de tels agents |
| FR82/04290820311 | 1982-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1983003252A1 true WO1983003252A1 (fr) | 1983-09-29 |
Family
ID=9271982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/FR1983/000038 Ceased WO1983003252A1 (fr) | 1982-03-11 | 1983-03-03 | Agents tensio-actifs et procede de preparation de tels agents |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0102979A1 (enExample) |
| FR (1) | FR2523150A1 (enExample) |
| WO (1) | WO1983003252A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4861374A (en) * | 1986-10-30 | 1989-08-29 | Eriksson Jan Olof | Non-abrasive polish or cleaning composition and process for its preparation |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2181929A (en) * | 1937-09-21 | 1939-12-05 | Du Pont | Maltosamine and process for preparing it |
| US2808401A (en) * | 1952-11-12 | 1957-10-01 | Gen Mills Inc | Reaction products of primary fatty amines and aldose sugars |
| US2815339A (en) * | 1952-11-26 | 1957-12-03 | Gen Mills Inc | Reaction products of primary fatty amines and ketose sugars |
| US2815340A (en) * | 1953-08-03 | 1957-12-03 | Gen Mills Inc | Reaction products of fatty amines and reducing disaccharides |
-
1982
- 1982-03-11 FR FR8204290A patent/FR2523150A1/fr active Granted
-
1983
- 1983-03-03 WO PCT/FR1983/000038 patent/WO1983003252A1/fr not_active Ceased
- 1983-03-03 EP EP19830900841 patent/EP0102979A1/fr not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2181929A (en) * | 1937-09-21 | 1939-12-05 | Du Pont | Maltosamine and process for preparing it |
| US2808401A (en) * | 1952-11-12 | 1957-10-01 | Gen Mills Inc | Reaction products of primary fatty amines and aldose sugars |
| US2815339A (en) * | 1952-11-26 | 1957-12-03 | Gen Mills Inc | Reaction products of primary fatty amines and ketose sugars |
| US2815340A (en) * | 1953-08-03 | 1957-12-03 | Gen Mills Inc | Reaction products of fatty amines and reducing disaccharides |
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS, Vol. 93, 1980, Columbus, Ohio (US), J. FERNANDEZ-BOLANOS et al.: "Surfactants.II. 1-(n-Alkylamino)-1-Deoxy-D-Izxohexuloses and 1-(n-Alkylamino)-1-Deoxy-D-Glucoheptuloses", see page 1019, Abstract 72158a, AN. Quim., 1979, 75(12)1010-12 (Span.) * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4861374A (en) * | 1986-10-30 | 1989-08-29 | Eriksson Jan Olof | Non-abrasive polish or cleaning composition and process for its preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2523150B1 (enExample) | 1984-05-04 |
| FR2523150A1 (fr) | 1983-09-16 |
| EP0102979A1 (fr) | 1984-03-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AK | Designated states |
Designated state(s): BR JP US |
|
| AL | Designated countries for regional patents |
Designated state(s): AT BE CH DE GB LU NL SE |