Classifications

• • 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
  • C11D3/2003—Alcohols; Phenols
  • C11D3/2006—Monohydric alcohols
  • C11D3/201—Monohydric alcohols linear
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/88—Ampholytes; Electroneutral compounds
  • C11D1/90—Betaines
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
  • Y10S516/90—Liquid crystal material of, or for, colloid system, e.g. g phase

Definitions

• betaines these alkylamidopropyl betaines. Their solutions have these qualities only if their composition is chosen precisely in an area of the betaine diagram / ethanol / water normalized to 100 by weight after correction of the NaCl present.
• Betaines corresponding to the general formula (I) are surfactants amphoteric very well tolerated by the skin, having excellent characteristics cleansers and foamers, and which are perfectly suited for making a multitude of surfactant compositions, such as washing agents, cleaning agents (liquid products for washing dishes by hand) and compositions for hair care (shampoo) and body care (shower gel and bubble bath).
• a composition of this kind had been the subject of US Patent 4,705,893 (KAO), represented by a pentagonal area of the betaine / water / ethanol ternary diagram defined by triangular coordinates (80/10/10), (80/15/5), (40/55/5), 40 / 27.5 / 32.5) and (52.5 / 10 / 37.5).
• KAO Korean Organic Chemical Vapor
• these processes whose main objective is to obtain solutions totally aqueous non-concentrated amphoteric surfactants with low contents in salts.
• alkyl betaine solutions copra or hydrogenated palm kernel which are as concentrated as possible, that is to say at least 50% by weight, clear and little colored, fluid and pumpable (viscosity less than 1000 mPa.s), stable between 5 and 50 ° C on extended periods of time, in order to reduce packaging and transport costs and storage, which are easy to handle and can be formulated the state with other surfactants, for example alkyl ether sulfates, alkanolamides, or other basic raw materials used in particular in formulations liquid soaps, shampoos, shower gels, and other preparations cosmetics.
• the use of hydrogenated copra is a constraint imposed by the requirement for these compositions intended for cosmetic uses of a better oxidation stability than one would expect from natural cuts not hydrogenated.
• the present invention provides a solution to this technical problem, which consists in preparing the alkyl betaine by quaternization of the reaction product of the dimethylaminopropylamine on a fatty acid from coconut or hydrogenated palm kernel in the presence of small amounts of ethanol, provided however that it is limited to one very precise and narrow domain of the phase diagram as defined now.
• the betaine taken into account is a crude betaine, that is to say made up of alkylamidobetaine such as corresponding to formula I, with some leftover reagents and some reaction byproducts exceeding not 3% by weight (see Example 1).
• NaCI is present up to 6% maximum by weight, value beyond which these compositions become uncontrollable, if only by precipitation of salt.
• compositions according to the invention are suitable for prolonged storage on periods of at least three months, during which no gelation is observed, no demixing, no precipitation of salts, no significant change in color or clarity in the temperature range between 5 and 50 ° C.
• These solutions also have the advantage of being low foaming in the concentrated state, which facilitates their handling. Another advantage is that these solutions concentrates are sufficiently resistant to microbial invasion, so that the addition of preservatives is unnecessary. These characteristics make these solutions particularly suitable for making cosmetic compositions.
• Another object of the present invention relates to the process for the manufacture of these concentrated solutions which consists in preparing the dimethylaminopropylamides of coconut or hydrogenated palm kernel intermediates and in quaternizing them with monochloroacetic acid in the presence of soda or sodium monochloroacetate directly in the chosen solvent medium, i.e. obeying the composition rule E * ⁇ 21% W * ⁇ 20% W * / W * + E * ⁇ 54% defined above.
• Example 1 Manufacture of a copra betaine hydrogenated to about 52.4% by weight of betaine, ie 57.4% of dry extract, the reduced coordinates B * / W * / E * in the phase diagram are 55 / 22.5 / 22 5 (in% by weight).
• Counterexample 1 The operating conditions of step 1 / b of Example 1 are repeated, with the exception of the raw material charges, which have been adjusted to obtain a betaine of copra hydrogenated at approximately 55.6% of betaine, ie 60.5% of dry extract, whose triangular coordinates B * / W * / E * corrected for NaCI in the phase diagram are 58.5 / 20.0 / 21 5 (in% by weight).
• a viscous non-Newtonian birefringent gel, of crystal type, is obtained. liquid, difficult to handle and formulate between 5 and 50 ° C.
• Counterexample 2 The operating conditions of step 1 / b of Example 1 are repeated, with the exception of the raw material charges, which have been adjusted to obtain a copra betaine containing approximately 49.35% betaine. crude, ie 63.75% of dry extract, whose triangular coordinates B * / W * / E * corrected for NaCI in the phase diagram are 51.5 / 27.0 / 21.5 (in% by weight).
• a fluid, clear and monophasic solution is obtained in the vicinity of the ambient temperature (20 - 25 ° C) but which, between 5 and 15 ° C, undergoes a change rapid towards a biphasic mixture with a viscous birefringent gel phase and a supernatant liquid phase. This heterogeneous product is difficult to use in the state.
• Counterexample 3 The same operating conditions are repeated as in step 1 / b of Example 1 with the exception of the raw material charges, which have been adjusted to obtain a copra betaine at approximately 53.95% of betaine, i.e. 58.75% solids, whose triangular coordinates B * / W * / E * corrected for NaCI in the phase diagram are 65.5 / 17.75 / 25.75 (in% by weight).

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Emergency Medicine (AREA)
• Cosmetics (AREA)
• Detergent Compositions (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Nitrogen Condensed Heterocyclic Rings (AREA)

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Citations (5)

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• 1998
  • 1998-12-07 FR FR9815398A patent/FR2786781B1/fr not_active Expired - Fee Related
• 1999
  • 1999-11-11 TW TW088119794A patent/TW577749B/zh active
  • 1999-11-30 EP EP99402976A patent/EP1008644A1/de not_active Withdrawn
  • 1999-12-06 CA CA002291520A patent/CA2291520A1/fr not_active Abandoned
  • 1999-12-07 JP JP11347500A patent/JP2000191614A/ja not_active Withdrawn
  • 1999-12-07 BR BR9907408-7A patent/BR9907408A/pt not_active IP Right Cessation
  • 1999-12-07 US US09/456,984 patent/US6335375B1/en not_active Expired - Fee Related

Patent Citations (5)

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