WO2009125367A1 - Concentrated base for detergent products and products for personal care and hygiene comprising a combination of at least three non-ethoxylated surfactants - Google Patents

Concentrated base for detergent products and products for personal care and hygiene comprising a combination of at least three non-ethoxylated surfactants Download PDF

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Publication number
WO2009125367A1
WO2009125367A1 PCT/IB2009/051503 IB2009051503W WO2009125367A1 WO 2009125367 A1 WO2009125367 A1 WO 2009125367A1 IB 2009051503 W IB2009051503 W IB 2009051503W WO 2009125367 A1 WO2009125367 A1 WO 2009125367A1
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Prior art keywords
formula
active substance
sodium
concentrated base
organic
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PCT/IB2009/051503
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French (fr)
Inventor
Fabrizio Guala
Elisabetta Merlo
Giovanni Villa
Original Assignee
Zschimmer & Schwarz Italiana S.P.A.
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Publication date
Application filed by Zschimmer & Schwarz Italiana S.P.A. filed Critical Zschimmer & Schwarz Italiana S.P.A.
Priority to US12/736,432 priority Critical patent/US8097578B2/en
Priority to EP09730329.1A priority patent/EP2274055B1/en
Priority to ES09730329.1T priority patent/ES2540091T3/en
Publication of WO2009125367A1 publication Critical patent/WO2009125367A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362Polycarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • Concentrated base for detergent products and products for personal care and hygiene comprising a combination of at least three non-ethoxylated surfactants
  • the present invention relates to concentrated bases of non-ethoxylated surfactants for detergent products and products for personal care and hygiene.
  • formulations have been marketed that contain only amphoteric and/or non-ionic surfactants, but have the disadvantage of being very substantive on the skin and hair and have little affinity for the sebum/dirt that they ought to remove. Furthermore, the foam of the non-ethoxylated surfactants has little resistance to hard water. However, there is still the important problem concerning achievement of sufficient viscosity. In the traditional detergents the problem of providing the product with sufficient viscosity is solved by the use of laurylethoxysulphates / alkylamidopropylbetaines or by means of alkanolamides, which have the disadvantages mentioned above.
  • Gums (such as for example xanthan gum), which could be used in cosmetics, have a skin feeling that is sometimes unpleasant.
  • the aim of the present invention is to provide a concentrated base of non-ethoxylated surfactants, particularly for detergent products and products for personal care and hygiene, comprising a mixture of surfactants that is easy to formulate, has good washing power, good foaming power and can be adjusted in viscosity by simple dilution with water and, optionally, subsequent addition of small amounts of electrolytes.
  • Another aim of the present invention is to provide a concentrated base as defined previously, that does not require preservatives and that is gentle on the skin and hair.
  • a concentrated base as defined in the preamble of Claim 1, comprising a combination of at least three surfactants selected from the group consisting of acylmethyltaurates of formula (I), alkylamidopropylbetaines of formula (II), alkyl amphoacetates of formula (III), alkyl amphodiacetates of formula (IV), alkylsulphoacetates of formula (V), acylsarcosinates of formula (VI), acyl lactylates of formulae (VII) and (VII)' and acylglutamates of formula (VIII), in an aqueous medium.
  • the scope of the invention includes all combinations of at least three surfactants from those stated above.
  • the total amount of surfactant in the concentrated base of the invention is preferably comprised within the range of 3% to 70% of active substance (AS). Other preferred ranges are 3%-65%, 3%-60%, 4%-70%, 4%-65% or 4%-60% AS.
  • the pH of the concentrated base of the present invention is preferably between 4.5 and 7.5, even more preferably between 5 and 7, although the preferred value varies depending on the combination of surfactants.
  • the concentrated base of the present invention displays the advantageous characteristics mentioned above.
  • the concentrated base of the invention when diluted with water and optionally small amounts of electrolytes, is able to form a gel having a viscosity value suitable for the formulation of detergent products and products for personal care and hygiene, for example shampoos, foam baths, foam shower, dishwashing agents, liquid soaps and rinsing products in general.
  • These final products generally contain, in addition to the concentrated base of the invention diluted with water until the desired viscosity is reached, further active substances and additives of various kinds that are usual for products for personal care and hygiene and for detergents generally, that are selected in relation to the type of final product desired.
  • the final product can for example include pH regulators, perfumes, colorants, preservatives, antioxidants, moisturizing agents, fluidizing agents, solubilizers, humectants.
  • the final product can contain glycerol, urea, sorbitol or the like, which perform the function of humectants and moisturizers.
  • the rheological performance can be improved by adding glyceryl oleate, on its own or in combination with an emollient, to the final product.
  • perfumes which generally are oily substances
  • suitable non-ethoxylated solubilizers for example alkyl glucosides, alkyl polyglucosides, polyglycerols and/or esterif ⁇ ed polyglycerols or other molecules with characteristics similar to the above.
  • Said additives are well known to a person skilled in the art, who is able to select the type and the quantity of additives required in relation to the desired final product.
  • the additives can be added to said concentrated base or can be added during preparation of the final product.
  • R is a linear or branched, saturated or unsaturated alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl, and M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • Ri is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl
  • M + is H + or a cation of an organic or inorganic base
  • X " is an inorganic or organic anion.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • the anion X " is preferably a halide anion, preferably the anion Cl " .
  • R2 and R3 are, independently of one another, a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl, M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2- hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3-propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • R 4 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably 11 carbon atoms (Cl 1), and M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • R 5 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably 13 carbon atoms
  • M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • R 6 and R 7 are, independently of one another, a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably CI l or C 17, and M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2- amino-2-ethyl-l,3-propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • R 8 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably C13
  • M + is H + or a cation of an organic or inorganic base.
  • the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP.
  • the inorganic base is preferably KOH, NaOH, NH 3 .
  • Examples 1 to 10 illustrate some concentrated bases that fall within the scope of the present invention.
  • Example 11 describes the foam tests that were carried out.
  • Example 12 describes some detergent products for personal care and hygiene that include the concentrated bases of the present invention.
  • the pH of the concentrated base A is preferably less than or equal to
  • the pH of the concentrated base B is preferably less than or equal to 6.2.
  • the pH of the concentrated base C is preferably less than or equal to 5.0.
  • the pH of the concentrated base E is preferably less than or equal to 5.8.
  • the pH of the concentrated base F is preferably less than or equal to 5.4.
  • Example 7 Base G From 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g) below, water q.s. to 100%.
  • the pH of the concentrated base G is preferably less than or equal to 5.7.
  • the pH of the concentrated base H is preferably less than or equal to 6.8.
  • the pH of the concentrated base I is preferably less than or equal to 6.2.
  • the bases in Examples 1-10 have viscosity of less than 10000 cP at 20 0 C and are therefore easily pumpable.
  • the viscosity of the dilutions depends both on the concentration of surfactants and on the pH value. Generally speaking, it is preferable if the dilutions to approx. 10-20% of the concentrated bases of the invention, including the dilutions to 11% and to 18% mentioned above, have a pH value between 4.5 and 7.5, more preferably between 5 and 7. In particular, the following pH values of the dilutions of the concentrated bases of the present invention are preferred:
  • the concentrated base when diluted, takes on a pearly appearance, which can be a beneficial factor obtainable without the use of the conventional lustre agents.
  • the foam of the dilutions obtained is compact and creamy.
  • the foam tests were carried out using Base A and Base B of the present invention, as well as the base SLES 2OE (sodium laurylethoxysulphate 2OE) as reference, each diluted to 11% and to 18% of dry residue.
  • Base A and Base B used in this test have the following specific composition:
  • Base A 14% of active substance of sodium myristoylglutamate, 13% of active substance of cocoamidopropyl betaine and 5% of active substance of lauryl sulphoacetate, water to 100%;
  • Base B 8% of active substance of sodium myristoylglutamate, 16% of active substance of sodium cocoamphoacetate, 6% of active substance of lauryl sulphoacetate, glycerol (3%) and urea (2%), water to 100%.
  • Base E sodium myristoylglutamate 13% of active substance (AS), cocoamidopropyl betaine 12% AS and sodium methyl cocoyl taurate 3% AS, water to 100%; **Base I: sodium myristoylglutamate 13% AS, cocoamidopropyl betaine 12% AS and sodium lauroyl lactylate 8% AS, water to 100%.

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Abstract

The invention relates to a concentrated base, particularly for detergent products and products for personal care and hygiene, comprising a combination of at least three surfactants selected from the group consisting of acylmethyltaurates, alkylamidopropylbetaines, alkyl amphoacetates, alkyl amphodiacetates, alkylsulphoacetates, acyl sarcosinates, acyl lactylates and acyl glutamates. The viscosity of the concentrated base of the invention can advantageously be adjusted by simple dilution with water to the concentration of use and/or by adding small amounts of electrolytes. Detergent products and products for personal care and hygiene comprising the concentrated base of the invention are also described.

Description

Concentrated base for detergent products and products for personal care and hygiene comprising a combination of at least three non-ethoxylated surfactants
The present invention relates to concentrated bases of non-ethoxylated surfactants for detergent products and products for personal care and hygiene.
The recent demands of the marketplace, the requirements of so-called green chemistry, and the various environmental and ecological certifications are increasingly steering the cosmetics market, and in general the market for detergents, towards products obtained from renewable raw materials, possibly of vegetable origin.
The current trend is moreover to avoid the use of raw materials obtained by chemical syntheses that envisage processes of ethoxylation and/or sulphation, since these raw materials have proved excessively aggressive with respect to the skin.
We also try to avoid the use of alkanolamides as viscosity improvers, because of the possible formation of nitrosamines.
These requirements, which are connected both with tolerability and with the environmental compatibility of detergents and cosmetics, mean that in practice the formulator is faced with various difficulties. Without lauryl/laurylethoxysulphates as surfactants, the detergency, foam formation and the viscosity of rinse-off products tend to be unacceptable from the standpoint of the consumer, who is accustomed to products characterized by good cleaning power, excellent foaming power even in hard water and good viscosity, which is generally regarded as synonymous with richness of content.
To satisfy these needs, formulations have been marketed that contain only amphoteric and/or non-ionic surfactants, but have the disadvantage of being very substantive on the skin and hair and have little affinity for the sebum/dirt that they ought to remove. Furthermore, the foam of the non-ethoxylated surfactants has little resistance to hard water. However, there is still the important problem concerning achievement of sufficient viscosity. In the traditional detergents the problem of providing the product with sufficient viscosity is solved by the use of laurylethoxysulphates / alkylamidopropylbetaines or by means of alkanolamides, which have the disadvantages mentioned above.
Other available viscosity improvers are the synthetic polymers of the carbomer type, though these have the same disadvantages mentioned above in relation to the ethoxylated substances.
Gums (such as for example xanthan gum), which could be used in cosmetics, have a skin feeling that is sometimes unpleasant.
Finally, other anionic surfactants that might be used as viscosity improvers are solid at room temperature and would therefore require hot processes that the formulator cannot always countenance for reasons connected with costs.
The aim of the present invention is to provide a concentrated base of non-ethoxylated surfactants, particularly for detergent products and products for personal care and hygiene, comprising a mixture of surfactants that is easy to formulate, has good washing power, good foaming power and can be adjusted in viscosity by simple dilution with water and, optionally, subsequent addition of small amounts of electrolytes.
Another aim of the present invention is to provide a concentrated base as defined previously, that does not require preservatives and that is gentle on the skin and hair.
These and other aims are achieved by means of a concentrated base as defined in the preamble of Claim 1, comprising a combination of at least three surfactants selected from the group consisting of acylmethyltaurates of formula (I), alkylamidopropylbetaines of formula (II), alkyl amphoacetates of formula (III), alkyl amphodiacetates of formula (IV), alkylsulphoacetates of formula (V), acylsarcosinates of formula (VI), acyl lactylates of formulae (VII) and (VII)' and acylglutamates of formula (VIII), in an aqueous medium. The scope of the invention includes all combinations of at least three surfactants from those stated above.
The total amount of surfactant in the concentrated base of the invention is preferably comprised within the range of 3% to 70% of active substance (AS). Other preferred ranges are 3%-65%, 3%-60%, 4%-70%, 4%-65% or 4%-60% AS.
The pH of the concentrated base of the present invention is preferably between 4.5 and 7.5, even more preferably between 5 and 7, although the preferred value varies depending on the combination of surfactants.
The concentrated base of the present invention displays the advantageous characteristics mentioned above. As will be illustrated in the section relating to the examples, the concentrated base of the invention, when diluted with water and optionally small amounts of electrolytes, is able to form a gel having a viscosity value suitable for the formulation of detergent products and products for personal care and hygiene, for example shampoos, foam baths, foam shower, dishwashing agents, liquid soaps and rinsing products in general.
These final products generally contain, in addition to the concentrated base of the invention diluted with water until the desired viscosity is reached, further active substances and additives of various kinds that are usual for products for personal care and hygiene and for detergents generally, that are selected in relation to the type of final product desired.
The final product can for example include pH regulators, perfumes, colorants, preservatives, antioxidants, moisturizing agents, fluidizing agents, solubilizers, humectants.
For example, the final product can contain glycerol, urea, sorbitol or the like, which perform the function of humectants and moisturizers. The rheological performance can be improved by adding glyceryl oleate, on its own or in combination with an emollient, to the final product.
If the final product requires the addition of perfumes, which generally are oily substances, a person skilled in the art is able to select suitable non-ethoxylated solubilizers, for example alkyl glucosides, alkyl polyglucosides, polyglycerols and/or esterifϊed polyglycerols or other molecules with characteristics similar to the above.
Said additives are well known to a person skilled in the art, who is able to select the type and the quantity of additives required in relation to the desired final product.
The additives can be added to said concentrated base or can be added during preparation of the final product.
The general formulae of the surfactants used in the concentrated base of the invention are as follows:
FORMULA (I): ACYLMETHYLTAURATES
R - CO - N - CH2 - CH2 - SO2 " M~
in which R is a linear or branched, saturated or unsaturated alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl, and M+ is H+ or a cation of an organic or inorganic base.
When M+ in formula (I) is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (I) is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3. FORMULA (II): ALKYLAMIDOPROPYLBETAINES
CH3
R1 - CO - ISi - CH2CH2CHi - IT - CH2COO" M+ X"
CH5 in which Ri is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl, M+ is H+ or a cation of an organic or inorganic base, X" is an inorganic or organic anion.
When M+ in formula (II) is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (II) is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
The anion X" is preferably a halide anion, preferably the anion Cl".
FORMULA (III): ALKYL AMPHO ACETATES
CH2COO" M~ S2-CQ-Mi-CH2CH2-Ki-CH2CHsOH
FORMULA (IV): ALKYL AMPHODIACETATES
CH2COO" 1C
R3-CO-Mi-CK2CH2-N-CH2CH2OCH2COO" M~
In formulae (III) and (IV), R2 and R3 are, independently of one another, a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably coco alkyl, M+ is H+ or a cation of an organic or inorganic base.
When M+ is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2- hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3-propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
FORMULA (V): ALKYLSULPHOACETATES
G
Ri- CH2 - O - C - CH2 - 3O3 " M*
in which R4 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably 11 carbon atoms (Cl 1), and M+ is H+ or a cation of an organic or inorganic base.
When M+ in formula (V) is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (V) is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
FORMULA (VI): ACYLSARCOSINATES
C S5- C - N - CH2 - COO" M*
Figure imgf000007_0001
in which R5 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably 13 carbon atoms, and M+ is H+ or a cation of an organic or inorganic base. When M+ in formula (VI) is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (VI) is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
FORMULAE (VII) and (VII)': ACYL LACTYLATES
G O O O O
R5-C-O-CH-C-O" M+ R7-C-O-CH-C-O-CH-C-O" M"
Figure imgf000008_0001
(VII) (VII)' in which R6 and R7 are, independently of one another, a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably CI l or C 17, and M+ is H+ or a cation of an organic or inorganic base.
When M+ in formula (VIII) or (VIII)' is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2- amino-2-ethyl-l,3-propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (VIII) or (VIII)' is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
FORMULA (VIII): AC YLGLUT AM ATE S
K3- C - Mi - CH - COO- " M"
O CH2 - CHs - COO" M÷
in which R8 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably C13, and M+ is H+ or a cation of an organic or inorganic base. When M+ in formula (IX) is a cation derived from an organic base, the organic base is preferably selected from MIPA (monoisopropanolamine), TIPA (triisopropanolamine), Tris Amino (2-amino-2-hydroxymethyl-l,3-propanediol), AEDP (2-amino-2-ethyl-l,3- propanediol), AMPD (aminomethylpropanediol) and AMP (aminomethylpropanol). Even more preferably, the organic base is AMP. When M+ in formula (IX) is a cation derived from an inorganic base, the inorganic base is preferably KOH, NaOH, NH3.
The examples given below are provided for purposes of illustration only and are not intended to limit the scope of the invention as defined in the appended claims.
Examples 1 to 10 illustrate some concentrated bases that fall within the scope of the present invention. Example 11 describes the foam tests that were carried out. Example 12 describes some detergent products for personal care and hygiene that include the concentrated bases of the present invention.
Example 1 : Base A
From 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a) below, from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b) below, from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c) below, water q.s. to 100%. The pH of the concentrated base A is preferably less than or equal to
5.5.
O
CE5- (CE2) ^1-C-B-CE2-CCO' Ma" (a) CH3
CK3
Sc- CG - MH - CH2CH2CH5 - IT - CE2 - CCOTNa* Ci" (fa)
L-Ho (Rc is the mixture of alkyl radicals derived from coco)
CH2- (CH2I 11-O-C-CH2SO," >ia÷ < c)
Example 2: Base B
From 1 to 30% of active substance of sodium cocoamphoacetate of formula (d) below, from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), water q.s. to 100%. The pH of the concentrated base B is preferably less than or equal to 6.2.
R«~ CO - IQH - C1H5CNs - N - CHJCH2OH ξά)
(Rc is the mixture of alkyl radicals derived from coco)
Example 3 : Base C
From 1% to 25% of active substance of sodium myristoylglutamate of formula (e) below, from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), water q.s. to 100%. The pH of the concentrated base C is preferably less than or equal to 5.0.
CH5 - (CHE ) 11 - C - Mi - CH - COCf l£a÷ (e)
O CHi - CH2 - CGG" Ma÷ Example 4: Base D
From 1 to 30% of active substance of sodium cocoamphoacetate of formula (d), from 1% to 25% of active substance of sodium myristoylglutamate of formula (e), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), water q.s. to 100%. The pH of the concentrated base D is preferably less than or equal to 5.5.
Example 5 : Base E
From 1% to 25% of active substance of sodium myristoylglutamate of formula (e), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 10% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium cocoyl methyltaurate of formula (f) below, water q.s. to 100%. The pH of the concentrated base E is preferably less than or equal to 5.8.
R," €0 - N ~ CHi - CHi - SO," Na+
(Rc is the mixture of alkyl radicals derived from coco).
Example 6: Base F
From 1 to 30% of active substance of sodium cocoamphoacetate of formula (d), from 1% to 15% of active substance of sodium myristoylglutamate of formula (e), from 1% to 10% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium cocoyl methyltaurate of formula (f), water q.s. to 100%. The pH of the concentrated base F is preferably less than or equal to 5.4.
Example 7: Base G From 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g) below, water q.s. to 100%. The pH of the concentrated base G is preferably less than or equal to 5.7.
O C
CH3- (CH- ) -C-O-CH-C-Cf Na" (Q)
Example 8: Base H
From 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), water q.s. to 100%. The pH of the concentrated base H is preferably less than or equal to 6.8.
Example 9: Base I
From 1% to 25% of active substance of sodium myristoyl glutamate of formula (e), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), water q.s. to 100%. The pH of the concentrated base I is preferably less than or equal to 6.2.
Example 10: Base L
From 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 25% of active substance of sodium myristoyl glutamate of formula (e), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), water q.s. to 100%. The pH of the concentrated base L is preferably less than or equal to 6.5. Example 11 : viscosity and foaming power
The bases in Examples 1-10 have viscosity of less than 10000 cP at 200C and are therefore easily pumpable.
On diluting with water until we obtain a dry residue equal to 18% - which is the value of dry residue of many foam baths already marketed - a gel is obtained with viscosity greater than 20000 cP at 200C. On diluting further to 11% of dry residue - which is the value of dry residue of many shampoos already marketed - products are obtained with viscosity greater than 5000 cP at 200C.
The viscosity of the dilutions depends both on the concentration of surfactants and on the pH value. Generally speaking, it is preferable if the dilutions to approx. 10-20% of the concentrated bases of the invention, including the dilutions to 11% and to 18% mentioned above, have a pH value between 4.5 and 7.5, more preferably between 5 and 7. In particular, the following pH values of the dilutions of the concentrated bases of the present invention are preferred:
- dilution of base A: pH greater than or equal to 5.5;
- dilution of base B: pH from 5.5 to 6.5;
- dilution of base C: pH less than or equal to 5;
- dilution of base D: pH less than or equal to 5.5;
- dilution of base E: pH less than or equal to 5.5;
- dilution of base F: pH less than or equal to 5.4;
- dilution of base G: pH less than or equal to 5.5;
- dilution of base H: pH less than or equal to 6.7;
- dilution of base I: pH less than or equal to 6.2;
- dilution of base L: pH less than or equal to 6.6.
In some cases the concentrated base, when diluted, takes on a pearly appearance, which can be a beneficial factor obtainable without the use of the conventional lustre agents. The foam of the dilutions obtained is compact and creamy. The foam tests were carried out using Base A and Base B of the present invention, as well as the base SLES 2OE (sodium laurylethoxysulphate 2OE) as reference, each diluted to 11% and to 18% of dry residue.
One gram of each dilution was added to 1 litre of hard water (hardness 15°FH), then a volume of 200 ml of this solution in hard water was taken and was used for measurement of the foam. For this purpose, the 200 ml of solution in hard water was put in a cylinder and foam was generated by the use of a perforated plunger (30 strokes in 30 seconds). Finally, the height of the foam that formed in the cylinder was measured.
The results are shown in the following table.
Figure imgf000014_0001
D.R. = dry residue
Base A and Base B used in this test have the following specific composition:
Base A: 14% of active substance of sodium myristoylglutamate, 13% of active substance of cocoamidopropyl betaine and 5% of active substance of lauryl sulphoacetate, water to 100%;
Base B: 8% of active substance of sodium myristoylglutamate, 16% of active substance of sodium cocoamphoacetate, 6% of active substance of lauryl sulphoacetate, glycerol (3%) and urea (2%), water to 100%. Example 12
Shampoo
Base A according to Example 11 30%
Sodium cocoyl hydro lysate of grain 3%
Citric acid q.s. to pH 5.5
Water, perfume, preservatives, excipients q.s. to 100%
Foam shower
Base B according to Example 11 40%
Lactic acid q.s. to pH 5.8
Water, colour, preservative and perfume q.s. to 100%
Foam bath
Base E* 45%
Lactic acid q.s. to pH 5.5
Water, colour, preservative and perfume q.s. to 100%
Shampoo for greasy hair
Base l** 35%
Sodium capryloyl glutamate 5%
Citric acid q.s. to pH 6.0
Water, perfume, preservatives, excipients q.s. to 100%
*Base E: sodium myristoylglutamate 13% of active substance (AS), cocoamidopropyl betaine 12% AS and sodium methyl cocoyl taurate 3% AS, water to 100%; **Base I: sodium myristoylglutamate 13% AS, cocoamidopropyl betaine 12% AS and sodium lauroyl lactylate 8% AS, water to 100%.

Claims

1. A concentrated base, particularly for detergent products and products for personal care and hygiene, comprising, in an aqueous medium, a combination of at least three surfactants selected from the group consisting of acylmethyltaurates of formula (I), alkylamidopropylbetaines of formula (II), alkyl amphoacetates of formula (III), alkyl amphodiacetates of formula (IV), alkylsulphoacetates of formula (V), acylsarcosinates of formula (VI), acyl lactylates of formulae (VII) and (VII)' and acylglutamates of formula (VIII), wherein:
- formula (I) is:
R - CO - S. - CH2 - CH2 - SO2 " M*
(I) wherein R is a linear or branched, saturated or unsaturated alkyl radical, having from 3 to
30 carbon atoms and M+ is H+ or a cation of an organic or inorganic base;
- formula (II) is:
CH3
RΣ - CO - Mi - CH2CH2CK2 - IT - CH2COO" M* X"
CH,
(II) wherein Ri is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, M+ is H+ or a cation of an organic or inorganic base, X" is an inorganic or organic anion;
- formula (III) is:
CH2CCO" M*
R2-CO-Mi-CH2CHs-II-CH2CH5OH
(III) wherein R2 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, M+ is H+ or a cation of an organic or inorganic base;
- formula (IV) is: CE2COO' bf
R3-CC-IlH-CH2CHi-S-CH2CH2OCK2COO" M~
(IV) wherein R3 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms, preferably derived from coco, M+ is H+ or a cation of an organic or inorganic base;
- formula (V) is:
?-\
R4- CHJ - Q - C - CH2 - SG3 " M÷
(V) wherein R4 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms and M+ is H+ or a cation of an organic or inorganic base;
- formula (VI) is:
O S3- C - N - CE2 - COO" M*
CK"
(VI) wherein R5 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms and M+ is H+ or a cation of an organic or inorganic base;
- formulae (VII) and (VII)' are:
O O O O O
Rs-C-O-CH-C-O" M' Rτ-C-0-CH-C-O-CH-C-O" M*
CH2 CH3 CH3
(VII) (VII)' wherein R6 and R7 are, independently of one another, a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms and M+ is H+ or a cation of an organic or inorganic base;
- formula (VIII) is: R5- C - Mi - CH - CCO " M"
G CH2 - CH2 - COO" !-T
wherein R8 is a saturated or unsaturated, linear or branched alkyl radical, having from 3 to 30 carbon atoms and M+ is H+ or a cation of an organic or inorganic base.
2. The concentrated base according to Claim 1, characterized in that the total amount of surfactant comprised within the range of 3% to 65% of active substance.
3. The concentrated base according to Claim 1, comprising from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), wherein
- formula (a) is:
G
Figure imgf000018_0001
CH3
- formula (b) is:
CK3
Sc- CO - NH - CH2CHJCH2 - N* - CH^ - CGO'Ea." Cl" (b)
wherein R0 is the mixture of alkyl radicals derived from coco,
- formula (c) is:
4. The concentrated base according to Claim 1, comprising from 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), wherein formula (d) is:
CBrCOO" Na"
R«~ CO - IQH - CH5CH^ - N - CHJCH2OH ξά)
wherein R0 is the mixture of alkyl radicals derived from coco, and formulae (a) and (c) are as defined in Claim 3.
5. The concentrated base according to Claim 1, comprising from 1% to 25% of active substance of sodium myristoylglutamate of formula (e), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), wherein formula (e) is:
CHS - (CHE ) 11 - C - Mi - CH - COCf l£a÷ (e)
Figure imgf000019_0001
and formulae (b) and (c) are as defined in Claim 3.
6. The concentrated base according to Claim 1, comprising from 1 to 30% of active substance of sodium cocoamphoacetate of formula (d), from 1% to 25% of active substance of sodium myristoylglutamate of formula (e), from 1% to 10% of active substance of sodium laurylsulphoacetate of formula (c), wherein formula (d) is as defined in Claim 4, formula (e) is as defined in Claim 5, and formula (c) is as defined in Claim 3.
7. The concentrated base according to Claim 1, comprising from 1% to 25% of active substance of sodium myristoylglutamate of formula (e), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 10% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium cocoyl methyltaurate of formula (f), wherein
- formula (f) is: CO - M - CHS - CH, - SO/ Ma* if)
wherein R0 is the mixture of alkyl radicals derived from coco, and formula (e) is as defined in Claim 5, and formulae (b) and (a) are as defined in Claim
3.
8. The concentrated base according to Claim 1, comprising from 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 15% of active substance of sodium myristoylglutamate of formula (e), from 1% to 10% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 10% of active substance of sodium cocoyl methyltaurate of formula (f), wherein formula (d) is as defined in Claim 4, formula (e) is as defined in Claim 5, formula (a) is as defined in Claim 3 and formula (f) is as defined in Claim 7.
9. The concentrated base according to Claim 1, comprising from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), wherein formula (g) is:
O O
CH3- (CH2K0-C-O-CH-C-Cf Ma" (q)
CHs and formulae (a) and (b) are as defined in Claim 3.
10. The concentrated base according to Claim 1, comprising from 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 25% of active substance of sodium myristoylsarcosinate of formula (a), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), wherein formula (d) is as defined in Claim 4, formula (a) is as defined in Claim 3 and formula (g) is as defined in Claim 9.
11. The concentrated base according to Claim 1, comprising from 1% to 25% of active substance of sodium myristoyl glutamate of formula (e), from 1% to 25% of active substance of cocoamidopropyl betaine of formula (b), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), wherein formula (e) is as defined in Claim 5, formula (b) is as defined in Claim 3 and formula (g) is as defined in Claim 9.
12. The concentrated base according to Claim 1, comprising from 1 to 30% of active substance of sodium cocoampho acetate of formula (d), from 1% to 25% of active substance of sodium myristoyl glutamate of formula (e), from 1% to 15% of active substance of sodium lauroyl lactylate of formula (g), wherein formula (d) is as defined in Claim 4, formula (e) is as defined in Claim 5 and formula (g) is as defined in Claim 9.
13. A detergent product comprising a concentrated base according to any of Claims 1 to 12 and suitable additives.
14. A product for personal care or hygiene comprising a concentrated base according to any of Claims 1 to 12 and suitable additives.
PCT/IB2009/051503 2008-04-10 2009-04-09 Concentrated base for detergent products and products for personal care and hygiene comprising a combination of at least three non-ethoxylated surfactants WO2009125367A1 (en)

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