EP0937127A1 - Glyceninhaltiges reinigungsmittelstück enthaltend alkylpolyglykosid - Google Patents

Glyceninhaltiges reinigungsmittelstück enthaltend alkylpolyglykosid

Info

Publication number
EP0937127A1
EP0937127A1 EP97946301A EP97946301A EP0937127A1 EP 0937127 A1 EP0937127 A1 EP 0937127A1 EP 97946301 A EP97946301 A EP 97946301A EP 97946301 A EP97946301 A EP 97946301A EP 0937127 A1 EP0937127 A1 EP 0937127A1
Authority
EP
European Patent Office
Prior art keywords
composition
weight
carbon atoms
personal cleansing
soap
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Withdrawn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
EP97946301A
Other languages
English (en)
French (fr)
Other versions
EP0937127A4 (de
Inventor
J. Matthew White
Tina M. Green
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.)
Henkel Corp
Original Assignee
Henkel Corp
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 Henkel Corp filed Critical Henkel Corp
Publication of EP0937127A1 publication Critical patent/EP0937127A1/de
Publication of EP0937127A4 publication Critical patent/EP0937127A4/de
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00Compositions of detergents, not provided for by one single preceding group
    • C11D10/04Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/045Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047Detergents in the form of bars or tablets
    • C11D17/006Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2065Polyhydric alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives

Definitions

  • the present invention generally relates to personal cleansing bars. More particularly, the present invention provides for a novel cleansing bar based on alkyl polyglucoside and glycerine which combines surprisingly rich and creamy lather with exceptionally pleasing hand feel.
  • Soap in bar form has long been in use for cleansing purposes.
  • Those skilled in the art use the term soap to designate the reaction product of a carboxylic acid with a base, typically a metal hydroxide or carbonate.
  • the resulting salt has both a polar hydrophilic end and a non-polar lipophilic end which facilitates the removal of oils and other non-polar materials from the skin or other surface in the presence of water.
  • Bar soaps are customarily prepared either by framing/casting or by refining/plodding.
  • Framed or cast soaps are prepared by reacting an appropriate fat, oil or carboxylic acid with a base in the presence of water to form soap, pouring the molten soap containing about 30% water into a frame or a mold, allowing the soap to cool and harden, and removing the soap having about 20% to 25% water by weight in a bar form.
  • carboxylic acid hereafter referred to as a fatty acid is readily available as an article of commerce.
  • the fatty acid also can be obtained from a fat, such as tallow or lard, from an oil, such as coconut oil, palm oil, palm kernel oil, or olive oil, or from combinations of fats and oils.
  • Fats and oils are comprised in substantial part of glycerides of varying chain lengths, which are esters of glycerol (glycerine) and fatty acids. Under alkaline conditions, and in the presence of heat, the glycerides constituting the fats and oils break down to form fatty acid salts, also known as soaps, and glycerine.
  • fatty acid salts also known as soaps, and glycerine.
  • the presence of an alkyl polyglycoside in a soap produces a bar which exhibits a richer and creamier lather and pleasant tactile properties. On refining, tallow/coco soaps containing alkyl polyglycosides were found to be too sticky and unsuitable for plodding and stamping.
  • the present invention is thus directed to a personal cleansing composition containing: (a) an alkyl polyglycoside of formula I:
  • the present invention is also directed to a process for making a personal cleansing composition involving the steps of:
  • alkyl polyglycosides which can be used in the compositions according to the invention have the formula I
  • Preferred alkyl polyglycosides which can be used in the compositions according to the invention have the formula I wherein Z is a glucose residue and b is zero.
  • alkyl polyglycosides are commercially available, for example, as APG®, GLUCOPON®, or PLANTAREN® surfactants from Henkel Corporation, Ambler, PA., 19002.
  • examples of such surfactants include but are not limited to: 1.
  • APG® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
  • GLUCOPON® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.48.
  • GLUCOPON® 625 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
  • APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.5.
  • GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
  • PLANTAREN® 2000 Surfactant - a C a . 16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
  • PLANTAREN® 1300 Surfactant - a C 12 . 16 alkyl polyglycoside in which the alkyl groups contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
  • alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R 1 is an alkyl radical having from 8 to 20 carbon atoms.
  • compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3 , predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
  • compositions also known as peaked alkyl polyglycosides
  • the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e. DP2 and DP3 fractions in relation to the sum of all DP fractions.
  • Such compositions are disclosed in U.S. patent 5,266,690, the entire contents of which are incorporated herein by reference.
  • alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms in which the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkylpolyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid-catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
  • the glycerin component employed in the present invention may be derived by a number of various methods. It may be obtained as a by-product in soap manufacture; by reacting propylene and chlorine to form allyl chloride which is then converted to dichlorohydrin with hypochlorous acid, which is then saponified to glycerin with a caustic solution. Other methods of derivation include the isomerization of propylene oxide to allyl alcohol, which is then reacted with peracetic acid, the resulting glycidol being hydrolyzed to glycerin; hydrogenation of carbohydrates with a nickel catalyst.
  • the soap component of the present invention comprises a neutralized fatty acid.
  • the fatty acid of the soap component according to the invention can be any saturated or unsaturated, branched or linear carboxylic acid having from 8 to 30 carbon atoms or a mixture of such acids.
  • the fatty acid component is a mixture of fatty acids comprised of from about 1 to about 39% by weight of a typical commercial grade stearic acid and from about 1 to about 39% by weight of a typical commercial grade partially hydrogenated coconut fatty acid.
  • EMERY® 420 Stearic Acid a trademark product of Henkel Corporation, Emery Group, Cincinnati, OH, which has an average weight percent composition of 4.0% myristic acid, trace pentadecanoic acid, 29% palmitic acid, 1.5% margaric acid, and 65% stearic acid.
  • An example of a typical commercial grade partially hydrogenated coconut fatty acid is EMERY® 621 Coconut Fatty Acid, a trademark product of Henkel Corporation, Emery Group, Cincinnati, OH, which has an average weight percent composition of 48% lauric acid, 20% myristic acid, 10% palmitic acid, 2% stearic acid, 4% caprylic acid, 5% capric acid, and 10% oleic acid.
  • a fatty acid is at least 95% neutralized by sodium hydroxide.
  • the amount of fatty acid component that can be used in the personal cleansing composition according to the invention can range from about 22 to about 42% by weight, and preferably from about 27 to about 36% by weight, based on the weight of the composition.
  • the fatty acids employed in the present invention require neutralization with some sort of base.
  • the preferred degree of neutralization of the fatty acids is 100.
  • the fatty acids are neutralized by a base component.
  • suitable bases which may be employed include, but are not limited to, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide.
  • the soap component of the invention is based on a 1:1 ratio by weight mixture of stearic acid and coconut fatty acid, neutralized to 100% by sodium hydroxide.
  • a personal cleansing composition having enhanced lathering and tactile properties is formed by combining from about 6.5 to about 25% by weight, and preferably from about 10 to about 20% by weight, and most preferably from about 16 to about 18% by weight of an alkyl polyglycoside of formula I, and preferably one wherein in formula I R 1 is a monovalent organic radical having from about 12 to about 16 carbon atoms, b is zero, and a is a number having a value of about 1.6; from about 6.5 to about 20% by weight of glycerin, and preferably from about 10 to about 16% by weight of glycerin; from about 25 to about 45% by weight of a soap, and preferably from about 30 to about 40% by weight of a soap component, and the remainder, up to 100%, water, all weights being based on the weight of the personal cleansing composition.
  • the personal cleansing composition may additionally contain auxilliaries such as, for example, perfumes, colorants, bacteriostats, preservatives, superfatting agents, and mixtures thereof.
  • auxilliaries such as, for example, perfumes, colorants, bacteriostats, preservatives, superfatting agents, and mixtures thereof.
  • an alkyl polyglycoside as a syndet (synthetic detergent) surfactant component
  • syndet surfactants suitable for use in combination with the alkyl polyglycoside surfactants set forth herein include anionic, nonionic, cationic and amphoteric surfactants and mixtures thereof. Especially useful are those surfactants which are well known to possess especially mild properties with regards to skin care.
  • Such surfactants include, but are not limited to, alkali metal salts of: alkyl isethionates such as sodium cocoyl- or lauryl isethionate; sarcosinates; sulfosuccinates; taurates and ethoxylated fatty alcohols.
  • EXAMPLE 1 EXAMPLE ONE IS NOT IN > 15% APG AREA
  • a personal cleansing bar was prepared having the following formulation. Component %/wt.
  • Example 1 The bar of Example 1 was tested by a panel for flash foaming, lather volume, and lather richness/creaminess on a scale of from 1 (poorest rating) to 5 (highest rating) . The results of the panel evaluation are shown in Table 1 below.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
EP97946301A 1996-11-07 1997-11-04 Glyceninhaltiges reinigungsmittelstück enthaltend alkylpolyglykosid Withdrawn EP0937127A4 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US74700396A 1996-11-07 1996-11-07
US747003 1996-11-07
PCT/US1997/019314 WO1998020097A1 (en) 1996-11-07 1997-11-04 Glycerine personal cleansing bar with alkyl polyglucoside

Publications (2)

Publication Number Publication Date
EP0937127A1 true EP0937127A1 (de) 1999-08-25
EP0937127A4 EP0937127A4 (de) 2001-01-31

Family

ID=25003272

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97946301A Withdrawn EP0937127A4 (de) 1996-11-07 1997-11-04 Glyceninhaltiges reinigungsmittelstück enthaltend alkylpolyglykosid

Country Status (5)

Country Link
EP (1) EP0937127A4 (de)
AR (1) AR009409A1 (de)
BR (1) BR9712752A (de)
PE (1) PE39099A1 (de)
WO (1) WO1998020097A1 (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5750663A (en) * 1996-10-04 1998-05-12 Henkel Corporation Solid soap/syndet composition
DE102007020426A1 (de) * 2007-04-27 2008-10-30 Bernd Schwegmann Gmbh & Co. Kg Mischung, welche ein Alkylpolyglucosid, ein Cotensid und ein polymeres Additiv umfasst

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4114491A1 (de) * 1991-05-03 1992-11-05 Henkel Kgaa Fluessigwaschmittel
WO1995011959A1 (de) * 1993-10-29 1995-05-04 Henkel Kommanditgesellschaft Auf Aktien Stückseifen

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60252700A (ja) * 1984-05-30 1985-12-13 株式会社資生堂 固形洗浄料
US4668422A (en) * 1985-05-31 1987-05-26 A. E. Staley Manufacturing Company Liquid hand-soap or bubble bath composition
JPH03250100A (ja) * 1990-02-27 1991-11-07 Lion Corp 固形石けん組成物
EG19610A (en) * 1990-10-12 1995-07-27 Procter & Gamble Cleansing compositions
US5312559A (en) * 1992-07-07 1994-05-17 The Procter & Gamble Company Personal cleanser with moisturizer
US5631215A (en) * 1994-07-21 1997-05-20 Henkel Corporation Process for making high moisture content soap bars

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4114491A1 (de) * 1991-05-03 1992-11-05 Henkel Kgaa Fluessigwaschmittel
WO1995011959A1 (de) * 1993-10-29 1995-05-04 Henkel Kommanditgesellschaft Auf Aktien Stückseifen

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch, Week 198605 Derwent Publications Ltd., London, GB; Class A97, AN 1986-032051 XP002154856 & JP 60 252700 A (SHISEIDO CO LTD), 13 December 1985 (1985-12-13) *
DATABASE WPI Section Ch, Week 199151 Derwent Publications Ltd., London, GB; Class D21, AN 1991-372784 XP002154855 & JP 03 250100 A (LION CORP), 7 November 1991 (1991-11-07) *
See also references of WO9820097A1 *

Also Published As

Publication number Publication date
AR009409A1 (es) 2000-04-12
EP0937127A4 (de) 2001-01-31
PE39099A1 (es) 1999-04-29
WO1998020097A1 (en) 1998-05-14
BR9712752A (pt) 1999-10-19

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