EP0102979A1 - Agents tensio-actifs et procede de preparation de tels agents - Google Patents

Agents tensio-actifs et procede de preparation de tels agents

Info

Publication number
EP0102979A1
EP0102979A1 EP19830900841 EP83900841A EP0102979A1 EP 0102979 A1 EP0102979 A1 EP 0102979A1 EP 19830900841 EP19830900841 EP 19830900841 EP 83900841 A EP83900841 A EP 83900841A EP 0102979 A1 EP0102979 A1 EP 0102979A1
Authority
EP
European Patent Office
Prior art keywords
acid
dare
mole
surfactants
mixture
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.)
Withdrawn
Application number
EP19830900841
Other languages
German (de)
English (en)
French (fr)
Inventor
Jean-Pierre Michel
Hervé Tournier
Alain Regnault
Frédéric BOURBON
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cirta Centre International De Recherches Et De Technologies Appliquees
Original Assignee
Cirta Centre International De Recherches Et De Technologies Appliquees
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cirta Centre International De Recherches Et De Technologies Appliquees filed Critical Cirta Centre International De Recherches Et De Technologies Appliquees
Publication of EP0102979A1 publication Critical patent/EP0102979A1/fr
Withdrawn legal-status Critical Current

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)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Saccharide Compounds (AREA)
EP19830900841 1982-03-11 1983-03-03 Agents tensio-actifs et procede de preparation de tels agents Withdrawn EP0102979A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8204290 1982-03-11
FR8204290A FR2523150A1 (fr) 1982-03-11 1982-03-11 Agents tensio-actifs et procede de preparation de tels agents

Publications (1)

Publication Number Publication Date
EP0102979A1 true EP0102979A1 (fr) 1984-03-21

Family

ID=9271982

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19830900841 Withdrawn EP0102979A1 (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 (OSRAM)
FR (1) FR2523150A1 (OSRAM)
WO (1) WO1983003252A1 (OSRAM)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0265578A1 (en) * 1986-10-30 1988-05-04 Jan-Olof Eriksson A non-abrasive polish or cleaning composition and process for its preparation

Family Cites Families (4)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Title
See references of WO8303252A1 *

Also Published As

Publication number Publication date
FR2523150B1 (OSRAM) 1984-05-04
FR2523150A1 (fr) 1983-09-16
WO1983003252A1 (fr) 1983-09-29

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Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

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AK Designated contracting states

Designated state(s): AT BE CH DE GB LI LU NL SE

18D Application deemed to be withdrawn

Effective date: 19840214

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

R18D Application deemed to be withdrawn (corrected)

Effective date: 19840214

RIN1 Information on inventor provided before grant (corrected)

Inventor name: TOURNIER, HERVE

Inventor name: MICHEL, JEAN-PIERRE

Inventor name: BOURBON, FREDERIC

Inventor name: REGNAULT, ALAIN