CA2273340A1 - Foaming body-cleansing agents - Google Patents

Foaming body-cleansing agents Download PDF

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Publication number
CA2273340A1
CA2273340A1 CA002273340A CA2273340A CA2273340A1 CA 2273340 A1 CA2273340 A1 CA 2273340A1 CA 002273340 A CA002273340 A CA 002273340A CA 2273340 A CA2273340 A CA 2273340A CA 2273340 A1 CA2273340 A1 CA 2273340A1
Authority
CA
Canada
Prior art keywords
alkyl
surfactant
carbon atoms
formula
foaming
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.)
Abandoned
Application number
CA002273340A
Other languages
French (fr)
Inventor
Heike Schelges
Wolfhard Scholz
Gryta Schosser
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 AG and Co KGaA
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2273340A1 publication Critical patent/CA2273340A1/en
Abandoned legal-status Critical Current

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Classifications

    • 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
    • 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
    • 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
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Abstract

This invention concerns foaming aqueous compositions of body-cleansing agents containing anionic surfactants (A) with a strong foaming action and alkyl-(oligo)-glucosides (B) which are easily tolerated by the skin, and a combination of a zwitterionic surfactant (C), e.g., a betaine surfactant, and an ampholytic surfactant (D), e.g., a cocoamphoglycinate, to improve foaming properties and viscosity. Combining betaine and ampholytic surfactants yields a particularly creamy foam structure, consisting of particularly tiny bubbles when using said compositions.

Description

Foaming Body-cleansing Agents This invention relates to foaming body-cleansing compositions in the form of a liquid surfactant composition based on a combination of high-foaming anionic surfactants and foam-boosting alkyl (poly)glycosides which contain a combination of a zwitterionic surfactant and an ampholytic surfactant for further improving the properties of the foam) more particularly its fine-bubble character and its stability (creaminess).
Liquid body-cleansing compositions which are marketed, for example, as liquid soaps, shampoos, shower bath preparations and foam bath additives are not only expected to Ihave a good cleansing effect, they are also expected to show high skin and mucous membrane compatibility and not to overly degrease or dry the skin, even in the event of frequent use. In addition to this, however, consumers also evaluate performance properties according to the quality and quantity of the foam formed in use.
In particular, consumers look for rapid initial foaming with formation of a fine-bubble and stable foam, these properties of the foam also being generally described as creaminess.
The body-cleansing formulations themselves are also expected to be distinguished by a certain viscosity so that, for example, they can be applied to the hand and do not trickle through the fingers before they can be spread over the body or the head.
There are many known surfactants which are kind to the skin and compatible with the mucous membrane. However, there are only a few surfactants which meet the additional need for a certain viscosity of the aqueous solution and for a fine-bubble character of the foam. For this reason, combinations of various surfact<~nts have always been used hitherto in order to satisfy these various requirements. Thus, a combination of alkyl ether sulfate surfactants and alkyl (poly)glucosides has proved to be particularly high-foaming and dermatologically compatible. In addition, zwitterionic surfactants or betaine surfactants and ampholytic surfactants are known for their ability, in combination with anionic surfactants, to improve the dermatologic:al compatibility of those surfactants and to impart a relatively high viscosity to aqueous preparations or to improve their thickenability by electrolyte salts.
DE-A-42 34 487, for example,describes an aqueous detergent composition containing alkyl sulfate suH~actants, alkyl ether sulfate surfactants, alkyl (oligo)glucosides and amphoteric or zwitterionic surfactants.
However, it has now been found that the properties of the foam, more especially its fine-bubble character and stability, can be further improved by using a combination of a z\nritterionic surfactant and an ampholytic surfactant instead of a betaine surfactant or ampholytic surfactant.
Accordingly, the present invention relates to aqueous body-cleansing compositions containing high-foaming) dermatologically compatible anionic surfactants (A) and alkyl (oligo)glycosides (B), characterized in that they contain a combination of a zwitterionic surfactant (C) corresponding to formula I:

R'-~+~N -CH2 - COO-~ (I) WO 98/244.09 3 PCT/EP97/06556 and an ampholytic surfactant (D) corresponding to formula II:
R' - N - CH2 - COOH (II) in which R' is an alkyl or alkenyl group containing 12 to 18 carbon atoms or a group R5 - CONH - (CH2)~, where R5 is an alkyl or alkenyl group containing 12 to 18 carbon atoms and n is a number of 2 to 4, and R2, R3 and R4 are alkyl groups containing 1 to ~4 carbon atoms or hydroxyalkyl groups containing 2 or 3 carbon atoms, in a ratio by weight of (A) to (B) to (C + IJ) of 10:(0.5-5):(1-5) in order further to improve their foam pr~~perties and their viscosity.
High-foaming, dermatologically compatible anionic surfactants (A) are known to the expert in large numbers from relevant handbooks and are commercially available. More particularly) they are alkyl sulfates in the form of their ammonium or alkanolammonium salts, alkyl ether sulfates, alkyl ether carboxylates, acyl isethionates, acyl sarcosinates, acyl taurines with linear alkyl or acyl groups containing 12 to 18 carbon atoms and in the form of their alkali metal or ammonium ;>alts. The anionic surfactants (A) may be present in the compositions according to the invention in a quantity of 3 to 30% by weight. Particularly preferred anionic surfactants are alkyl ether sulfates. Accordingly, at least one alkyl ether sulfate surfactant corresponding to the formula III:
R60 (CZH40)m - S03~-~ M~+~ (III) in which Rs is an alkyl or alkenyl group containing 12 to 18 carbon atoms, m = 1 - 4 and M~+~ is an alkali metal, magnesium, ammonium or alkanol-ammonium ion, is preferably present as the anionic surfactant in a quantity of at least 5% by weight, based on the composition as a whole.

Alkyl (oligo)glycosides (B) are well-known surface-active substances which can be produced from sugars and aliphatic primary alcohols containing 8 to 22 carbon atoms by acetalization. Sugar components (glycoses) include - preferably - glucos,e and also fructose, mannose, galactose, talose, gulose, allose, idose, arabinose, xylose, lyxose, ribose and mixtures thereof. The acetalization products of glucose with fatty alcohols obtainable, for example, from natural oils and fats by known methods are preferably used by virtue of their ready accessibility and their favorable applicational properties.
So far as the glycoside unit is concerned, both monoglycosides and oligoglycosides where a sugar unit is attached to the fatty alcohol by a glycosidic bond are suitable. Mixtures of mono- and oligoglucosides are usually present in the commercially available products.
Preferred alkyl (oligo)glycosides (B) are those with the formula R'(G)X, where R' is a linear alkyl group containing 8 to 16 carbon atoms and (G)X is an (oligo)glucoside unit with an average degree of oligomerization x of 1 to 2.
Such products are commercially available, for example, under the trade mark Plantaren~ or Plantacare~.
Zwitterionic surfactants (C) corresponding to formula I are also well-known and are commercially available in large numbers. The most well known and most widely used group of these surfactants are the betaine surfactants in which R2 and R3 are methyl groups. Among the betaine surfactants, there are the alkyl betaines where R' is an alkyl or alkenyl group and the amidobetaines where R' is a group RSCONH-(CH2)~-. A
cocoamidopropyl betaine of formula I, where R' is a group R5CONH-(CH2)3-, in which R5C0 is derived from a C~2_~8 cocofatty acid or palm kernel oil fatty acid, and R2 and R3 are rnethyl groups, is preferably used for the purposes of the invention. Such products are commercially available, for example, under the trade mark Dehy~ton~K.

Ampholytic surfactants (D) corresponding to formula II are also known and commercially available surfactants. They have the ability to react like cationic surfactants in acidic solution by protonation at the tertiary nitrogen atom and like anionic surfactants in the alkaline range by salt formation at the carboxyl group. A preferred ampholytic surfactant (D) is a cocoamphoglycinate corresponding to formula II where R' is a group R5CONH-(CHZ)2-, in which R5C0 is derived from a C~2_~$ cocofatty acid or palm kernel oil fatty acid, and R4 is a hydroxyethyl group. One such surfactant is commercially available, for example, under the trade mark Dehyton~G.
Particularly favorable foam properties, more especially fine bubbles and creaminess, are obtained when the zwitterionic surfactant (C) and the ampholytic surfactant (D) are present in a ratio by weight of (C) to (D) of 1:(0.1-0.5).
Besides the compulsory components (A), (B), (C) and (D), the foaming aqueous preparations according to the invention may also contain other surfactants and additives. In quantitative terms, these other ingredients together should not make uf> any more than component (A).
Suitable other additives are, for example, nonionic surfactants, water-soluble polymers, for example cationic polymeric conditioners, pearlescers, dyes, fragrances and emulsifiers suitable therefor, water-soluble polyols such as, for example, glycerol, sorbitol, propylene glycol or polyethylene glycol, electrolyte salts, pH regulators and cosmetic or dermatological agents.
If the total content of component; (A) and (B) is less than 10% by weight) the viscosity of body-cleansing compositions according to the invention may still be unsatisfactory. One particular advantage of the compositions according to the invention is that, in cases such as these, viscosity can readily be increased by the addition of water-soluble inorganic electrolyte salts.

Suitable inorganic electrolyte salts are any water-soluble alkali metal, ammonium and alkaline earth mEaal salts, for example the fluorides, chlorides, bromides, sulfates, phosphates, nitrates and hydrogen carbonates) providing they are soluble in water at 20°C in a quantity of at least 1 % by weight. Sodium chloride and magnesium chloride are preferably used.
The body-cleansing compositions according to the invention may be formulated as highly concentrated pastea with a water content of less than 30% by weight H20 or as dilute aqueous solutions containing less than 5%
by weight of the anionic surfactant (A). However, the content of anionic surfactants (A) is preferably in the range' from 5 to 20% by weight. In this range, body-cleansing compositions according to the invention suitable for use as shampoos or shower gels can be formulated with viscosities in the range from about 1 to 200 Pas (20°C).
The following Examples are intended to illustrate the invention:
Examples I. Surfactants used Texapon~N70: C~2,~4 cocofatfiy alcohol-2 EO-adduct sulfate, Na salt (70% paste) Dehyton~K: Cocoamidopropyl Betaine (30% solution) (+) (-) R-CONH-(CH;,)3-N(CH3)2-CHZ COO
R'CO = acyl group of C$_~$ cocofatty acid Dehyton~G: Cocoamphocarboxyglycinate (30% solution) R2 -CONH(CH2)2 - NH(CH2CH20H) CH2-COOH
R2C0 = acyl group of C&~8 cocofatty acid Plantacare~818: C&~4 alkyl polyglucoside (50% solution) R3-(G)X, R3 = C&~a-n-alkyl group x = 1.4 G = glucoside unit Cetiol~HE: PEG7 Glyceryl Cocoate Euperlan~PK 810: Pearlescing concentrate containing glycol di-stearate and I'exapon N70.
II. Evaluation of foam volume and quality Foaming behavior and foam properties were tested in a standardized arm washing test. 2 g of the composition were applied to the wet hand and spread over the hands and forearms. After 1 minute, the composition was washed off with water (15°C). Foaming behavior, foam volume and creaminess were evaluated by ten examiners. Their scores were averaged (1 = poor, 2 = adequate, 3 = good, 4 = very good).

Formulations by weight 1 2V 3V 4V 5V 6V

Texapon N 70 15 15 15 17 18 16 Plantaren 818 2 2 2 4 - -Dehyton K 6 8 - - - 6 Dehyton G 2 - 8 - 2 2 Eurperlan PK 810 2 2 2 2 2 2 Cetiol HE 0.5 0.5 0.5 0.5 0.5 0.5 Merquat 550 0.5 0.5 0.5 0.5 0.5 0.5 Sorbitol 1.5 1.5 1.5 1.5 1.5 1.5 Glycerol 1.0 1.0 1.0 1.0 1.0 1.0 Sodium benzoate 0.4 0.4 0.4 0.4 0.4 0.4 Lactic acid' 0.1 0.1 0.1 0.1 0.1 0.1 Citric acid 0.4 0.4 0.4 0.4 0.4 0.4 Perfume oil 1.3 1.3 1.3 1.3 1.3 1.3 Water 67.3 67.3 67.3 71.3 72.3 68.3 NaCI 0.2 0.2 0.2 0.2 0.2 0.2 Foaming behavior 2.9 2.1 1.8 2.0 2.0 1.9 Foam volume 3.0 2.3 2.0 2.0 2.0 1.9 Creaminess, fine-bubble 3.5 2.2 2.5 2.1 2.1 2.1 character Viscosity Pas (20C) 9.5 4.0 15.4 <1.0 <1.0 6.1 Haake Rotovisko, Spindle

Claims (6)

1. A foaming aqueous body-cleansing composition containing high-foaming, dermatologically compatible anionic surfactants (A) and alkyl (oligo)glycosides (B), characterized in that it contains a combination of a zwitterionic surfactant (C) corresponding to formula I:

~~

and an ampholytic surfactant (D) corresponding to formula II:

in which R1 is an alkyl or alkenyl group containing 12 to 18 carbon atoms or a group R5~CONH~(CH2)n, where R5 is an alkyl or alkenyl group containing 12 to 18 carbon atoms and n is a number of 2 to 4, and R2, R3 and R4 are alkyl groups containing 1 to 4 carbon atoms or hydroxyalkyl groups containing 2 or 3 carbon atoms, in a ratio by weight of (A) to (B) to (C + D) of 10:(0.5-5):(1-5) in order further to improve its foam properties and its viscosity.
2. A foaming body-cleansing composition as claimed in claim 1, characterized in that at least one alkyl ether sulfate surfactant corresponding to formula III:

R6O(C2H4O)m-SO3(-) M(+) ~~~(III) in which R6 is an alkyl or alkenyl group containing 12 to 18 carbon atoms, m = 1 - 4 and M(+) is an alkali metal, magnesium, ammonium or alkanol-ammonium ion, is present as the anionic surfactant in a quantity of at least 5% by weight.
3. A foaming body-cleansing composition as claimed in claim 1, characterized in that an alkyl glucoside with the formula R7(G)X, where R7 is a linear alkyl group containing 8 to 16 carbon atoms and (G)X is an (oligo)glucoside unit with a degree of oligomerization x of 1 to 2, is present as the alkyl (oligo)glycoside.
4. A foaming body-cleansing composition as claimed in any of claims 1 to 3, characterized in that a cocoamidopropyl betaine corresponding to formula I, in which R1 is a group R5CONH-(CH2)3-, in which R5CO is derived from a C12-18 cocofatty acid or palm kernel oil fatty acid, and R2 and R3 are methyl groups is present as the zwitterionic surfactant (C).
5. A foaming body-cleansing composition as claimed in any of claims 1 to 4, characterized in that a cocoamphoglycinate corresponding to formula II where R1 is a group R5CONH-(CH2)2-, in which R5CO is derived from a C12-18 cocofatty acid or palm kernel oil fatty acid, and R4 is a hydroxy ethyl group is present as the ampholytic surfactant (D).
6. A foaming body-cleansing composition as claimed in any of claims 1 to 5, characterized in that the zwitterionic surfactant (C) and the ampholytic surfactant (D) are present in a ratio by weight of (C) to (D) of 1:(0.1-0.5).
CA002273340A 1996-12-02 1997-11-24 Foaming body-cleansing agents Abandoned CA2273340A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19649895.3 1996-12-02
DE19649895A DE19649895A1 (en) 1996-12-02 1996-12-02 Foaming body cleansers
PCT/EP1997/006556 WO1998024409A1 (en) 1996-12-02 1997-11-24 Foaming body-cleansing agents

Publications (1)

Publication Number Publication Date
CA2273340A1 true CA2273340A1 (en) 1998-06-11

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CA002273340A Abandoned CA2273340A1 (en) 1996-12-02 1997-11-24 Foaming body-cleansing agents

Country Status (12)

Country Link
US (1) US6391834B1 (en)
EP (1) EP0942713B1 (en)
CN (1) CN1239424A (en)
AT (1) ATE234072T1 (en)
CA (1) CA2273340A1 (en)
CZ (1) CZ289737B6 (en)
DE (2) DE19649895A1 (en)
ES (1) ES2195191T3 (en)
HU (1) HUP0000361A3 (en)
NO (1) NO992630L (en)
SK (1) SK282097B6 (en)
WO (1) WO1998024409A1 (en)

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Publication number Priority date Publication date Assignee Title
US20220062136A1 (en) * 2020-08-31 2022-03-03 L'oreal Compositions and methods for cleansing keratin materials

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DE19957739A1 (en) * 1999-12-01 2001-06-28 Henkel Ecolab Gmbh & Co Ohg Hand wash lotion for refillable foam generator
FR2811570B1 (en) * 2000-07-12 2002-09-06 Oreal FOAMING CLEANING COMPOSITION IN THE FORM OF A TRANSPARENT GEL
TWI228420B (en) * 2001-05-30 2005-03-01 Smithkline Beecham Pharma Gmbh Novel vaccine composition
DE10258958A1 (en) * 2002-12-16 2004-07-08 Henkel Kgaa Mild surfactant compositions
US8361292B2 (en) 2007-04-27 2013-01-29 Arkray, Inc. Method for analyzing hemoglobin by capillary electrophoresis and additive used therein
DE102007028509A1 (en) * 2007-06-18 2008-12-24 Henkel Ag & Co. Kgaa Liquid, highly foaming washing or cleaning agent with stable viscosity
CN101808613B (en) * 2007-06-19 2015-05-06 考格尼斯知识产权管理有限责任公司 Shampoo composition having improved care properties
US8846063B2 (en) * 2008-12-16 2014-09-30 Kimberly-Clark Worldwide, Inc. Personal care composition containing a volatile and a terpene alcohol
FR2956975B1 (en) * 2010-03-03 2012-05-11 Rhodia Operations NEW AGENT TO IMPROVE OIL DEPOSITION ON HAIR
DE102010022062A1 (en) * 2010-05-31 2011-12-01 Beiersdorf Ag Cosmetic body cleanser with no noticeable lack of alkoxylated surfactants
FR2976483B1 (en) * 2011-06-17 2013-07-26 Oreal COSMETIC COMPOSITION COMPRISING ANIONIC SURFACTANT, NONIONIC OR AMPHOTERIAL SURFACTANT AND SOLID FATTY ALCOHOL, AND COSMETIC TREATMENT METHOD
US9138429B2 (en) 2011-06-23 2015-09-22 The Procter & Gamble Company Process of forming crystals for use in a personal care composition
WO2017194339A1 (en) 2016-05-10 2017-11-16 Basf Se Micro-emulsion concentrates with amphoteric surfactants

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US6087320A (en) * 1989-09-14 2000-07-11 Henkel Corp. Viscosity-adjusted surfactant concentrate compositions
DE4131992A1 (en) 1991-09-26 1993-04-01 Wella Ag FIXING AGENT AND METHOD FOR PERMANENT HAIR DEFORMING
DE4234487A1 (en) 1992-10-14 1994-04-21 Henkel Kgaa Aqueous mixtures of detergents
DE4301820C2 (en) 1993-01-23 1996-04-25 Henkel Kgaa Foaming emulsions, processes for their preparation and their use
DE4435387C2 (en) * 1994-10-04 1997-08-14 Henkel Kgaa Pumpable aqueous surfactant concentrates
US5653970A (en) * 1994-12-08 1997-08-05 Lever Brothers Company, Division Of Conopco, Inc. Personal product compositions comprising heteroatom containing alkyl aldonamide compounds
US5858957A (en) * 1995-01-26 1999-01-12 The Procter & Gamble Company Process for the manufacture of granular detergent compositions comprising nonionic surfactant
US5981452A (en) * 1995-12-04 1999-11-09 Henkel Kommanditgesellschaft Auf Aktien Syndet soaps comprising alkyl and/or alkenyl oligoglycosides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20220062136A1 (en) * 2020-08-31 2022-03-03 L'oreal Compositions and methods for cleansing keratin materials

Also Published As

Publication number Publication date
ES2195191T3 (en) 2003-12-01
CZ195099A3 (en) 1999-10-13
HUP0000361A2 (en) 2000-07-28
US6391834B1 (en) 2002-05-21
SK73099A3 (en) 2000-02-14
SK282097B6 (en) 2001-11-06
NO992630D0 (en) 1999-06-01
DE19649895A1 (en) 1998-06-04
WO1998024409A1 (en) 1998-06-11
DE59709526D1 (en) 2003-04-17
EP0942713A1 (en) 1999-09-22
ATE234072T1 (en) 2003-03-15
EP0942713B1 (en) 2003-03-12
CN1239424A (en) 1999-12-22
HUP0000361A3 (en) 2002-11-28
NO992630L (en) 1999-06-01
US20020032133A1 (en) 2002-03-14
CZ289737B6 (en) 2002-03-13

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