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EP0563330A1 - Shampoo compositions - Google Patents

Shampoo compositions

Info

Publication number
EP0563330A1
EP0563330A1 EP92904807A EP92904807A EP0563330A1 EP 0563330 A1 EP0563330 A1 EP 0563330A1 EP 92904807 A EP92904807 A EP 92904807A EP 92904807 A EP92904807 A EP 92904807A EP 0563330 A1 EP0563330 A1 EP 0563330A1
Authority
EP
European Patent Office
Prior art keywords
shampoo
dimethicone copolyol
weight
shampoo composition
composition according
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Withdrawn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
EP92904807A
Other languages
German (de)
French (fr)
Other versions
EP0563330A4 (en
Inventor
Dwaipayan Chaudhuri
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.)
Gillette Co LLC
Original Assignee
Gillette Co LLC
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 Gillette Co LLC filed Critical Gillette Co LLC
Publication of EP0563330A1 publication Critical patent/EP0563330A1/en
Publication of EP0563330A4 publication Critical patent/EP0563330A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • 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

Definitions

  • An object of the present invention is to provide alternative conditioning shampoo compositions which are not subject to the significant build up of conditioning ingredients on repeated use.
  • a conditioning shampoo composition which comprises, as the conditioning agents thereof, from 0.1 to 4.0% by weight of one or more dimethicone copolyols having an ethylene oxide/propylene oxide (E0/P0) ratio of from 20/80 to 80/20 and from 0.5 to 4.0% by weight of one or more non-ionic emulsifiers having an HLB of from 8 to 12 and which do not affect the foaming property of the shampoo.
  • one or more dimethicone copolyols having an ethylene oxide/propylene oxide (E0/P0) ratio of from 20/80 to 80/20 and from 0.5 to 4.0% by weight of one or more non-ionic emulsifiers having an HLB of from 8 to 12 and which do not affect the foaming property of the shampoo.
  • Dimethicone copolyol is a CTFA adopted name la:
  • dimethicone copolyols used according to the invention have values of x and y such that the ratio x:y, that is the EO/PO ratio, is from 20/80 to 80/20.
  • Preferred dimethicone copolyols contain from 60 to 140 Si0 2 units, that is the sum of n and m is from 60 to 140.
  • the dimethicone copolyol constituent of the shampoo composition preferably comprises a major proportion of a dimethicone copolyol having an EO/PO ratio of from 80/20 to 70/30 and a minor proportion of a dimethicone copolyol having an EO/PO ratio of from 20/80 to 40/60.
  • Suitable dimethicone copolyols for use in the shampoo compositions according to the invention are available, for example, from Th.Goldschmidt AG, of Essen, Germany under the Trade Mark Abil .
  • a preferred dimethicone copolyol having an EO/PO ratio of 77/23 is available as "Abil” B88183 and a preferred dimethicone copolyol having an EO/PO ratio of 20/80 is available as "Abil” B8852; these two materials both contain about 60 Si0 2 units.
  • a preferred dimethicone copolyol having an EO/PO ratio of 40/60 and containing about 140 Si0 2 units is available as "Abil” G911.
  • the extent of deposition of the dimethicone copolyol can be controlled by using it in conjunction with the non-ionic emulsifier having an HLB of from 8 to 12; in this way excessive build up of the conditioning agent on repeated use of the shampoo can be prevented.
  • dimethicone copolyol(s) and non-ionic emulsifier(s) the optimum proportions of these two ingredients to obtain the desired deposition of dimethicone copolyol on the hair can be readily established by routine experimentation.
  • dimethicone copolyols as referred to above and the particularly preferred non-ionic emulsifier referred to below, we have found that an optimum level of dimethicone copolyol deposition is obtained by using 1.5% by weight of the non-ionic emulsifier and 1.1% by weight of the dimethicone copolyol combination.
  • Preferred non-ionic emulsifiers having an HLB of from 8 to 12 for use in accordance with the invention are: - A -
  • n/a not available. (All supplied by ICI Speciality Chemicals) . Of these, PEG40 sorbitan hexaoleate is particularly preferred.
  • the shampoo composition according to the invention will contain cleansing agents which may be any of the anionic, cationic, amphoteric and non-ionic surfactants conventionally used in such compositions, these ingredients being used in the conventional proportions.
  • the composition can, and usually will, contain further ingredients which provide particular desired characteristics or properties to the composition.
  • Suitable ingredients for shampoo compositions according to the invention are, for example, as follows: Cleansing agents
  • the cationic component of the surfactants- included in the composition should be one or more quaternary ammonium salt surfactants.
  • a number of quaternary surfactants can be used for this purpose; preferred compounds are, for example, stearamidopropyl dimethyla ine lactate and steartrimonium hydrolysed animal protein (available under the Trade Mark “Crotein Q” from Croda Chemicals) .
  • the proportion of quaternary surfactant used is preferably from 0.5 to 2.0% by weight.
  • the composition should contain from 10 to 20% by weight of one or more anionic surfactants, such as sodium laureth sulphate and ammonium lauryl sulphate, and from 1 to 5% by weight of one more amphoteric surfactants, such as cocamidopropyl betaine, as the main cleansing agents.
  • anionic surfactants such as sodium laureth sulphate and ammonium lauryl sulphate
  • amphoteric surfactants such as cocamidopropyl betaine
  • Thickeners Suitable thickeners include, for example, hydroxypropyl methyl cellulose and talloweth 60 myristyl glycol; the proportion of thickener is suitably from 0.1 to 2.0% by weight, depending on the type of thickener used and the required viscosity.
  • Suitable agents for imparting body to the hair include, for example, cetyl alcohol and lauric acid monoglyceride; these agents are suitably used in a proportion of from 0.50 to 1.50% by weight.
  • Other conventional ingredients which may be and preferably are included in the shampoo composition are: a hydrotrope, such as ammonium xylene sulphonate, to prevent deposition in hard water areas of undesirable materials on the hair; pearlising agents; preservatives; pH adjusters, such as lactic acid; colourants; and perfumes.
  • Three conditioning shampoo compositions were made up having the compositions set out in Table 1.
  • Each person having their hair washed had one half of their head (left or right) washed with one of the test shampoos and the other half washed with the control shampoo;
  • the shampoos that is the test shampoo and the control shampoo, were provided to the hairdresser in syringes containing 7 ml of shampoo.
  • the syringes were labelled with the test persons name, date, time of appointment and side of head on which the shampoo was to be used. Neither the test person nor the hairdresser knew which shampoo (that is test shampoo or control shampoo) was present in each syringe.
  • test shampoo was tested on a panel of 60 subjects.
  • the average ratings of the shampoo of Example l over the whole of the test panel were in the range 4.06 - 5.00, those of the shampoo of Example 2 were in the range 4.28 - 5.00, and those of the shampoo of Example 3 were in the range 4.32 - 5.0 (for comparison the ratings of the control shampoo were in the range 4.24 - 5.00) .

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Une composition pour shampoing et après-shampoing comprend, en tant qu'agents de traitement capillaire, de 0,1 à 4,0 % en poids d'un ou plusieurs copolyols de diméthicone présentant un rapport d'oxyde d'éthylène/oxyde de propylène (OE/OP) compris entre 20/80 et 80/20, et de 0,5 à 4,0 % en poids d'un ou plusieurs émulsifiants non-ioniques présentant un équilibre hydrophile-lipophile compris entre 8 et 12 et qui n'affectent pas les caractéristiques moussantes du shampoing.A composition for shampoo and conditioner comprises, as hair treatment agents, from 0.1 to 4.0% by weight of one or more dimethicone copolyols having an ethylene oxide / oxide ratio. propylene (OE / OP) between 20/80 and 80/20, and from 0.5 to 4.0% by weight of one or more nonionic emulsifiers having a hydrophilic-lipophilic balance between 8 and 12 and which do not affect the foaming characteristics of the shampoo.

Description

SHAMPOO COMPOSITIONS This nvention is concerned with shampoo compositions and, more particularly, with conditioning shampoos, that is shampoos which have both the usual cleansing action and also a conditioning action. The use of such shampoos avoids the necessity for the separate use of a hair conditioner after the hair has been washed with a conventional shampoo having only a cleansing action. Whilst conditioning shampoo compositions are known, a disadvantage that arises with some of them is that on repeated use, there is a build up of the conditioning ingredients on the hair so that the washed hair no longer feels pleasant to the user. Conditioning shampoos have also been described and are commercially available which do not suffer from this disadvantage, that is the build up of conditioning agents. Such shampoo compositions are described for example, in U.S. Patents 4,704,272; 4,741,855; and 4,788,006 and in British Specifications 2,192,194A and 2,196,980A.
An object of the present invention is to provide alternative conditioning shampoo compositions which are not subject to the significant build up of conditioning ingredients on repeated use.
We have found that these requirements can be met by using a combination of certain dimethicone copolyols and certain non-ionic emulsifiers having an HLB of from 8 to 12 as the conditioning agents in a shampoo composition which may, in other respects, be conventional.
According to the present invention, there is provided a conditioning shampoo composition which comprises, as the conditioning agents thereof, from 0.1 to 4.0% by weight of one or more dimethicone copolyols having an ethylene oxide/propylene oxide (E0/P0) ratio of from 20/80 to 80/20 and from 0.5 to 4.0% by weight of one or more non-ionic emulsifiers having an HLB of from 8 to 12 and which do not affect the foaming property of the shampoo.
Dimethicone copolyol is a CTFA adopted name la:
(CH2)3-0-(C2H40)χ-(C3H60)y-H where n, m, x and y are integers. The dimethicone copolyols used according to the invention have values of x and y such that the ratio x:y, that is the EO/PO ratio, is from 20/80 to 80/20.
Preferred dimethicone copolyols contain from 60 to 140 Si02 units, that is the sum of n and m is from 60 to 140.
The dimethicone copolyol constituent of the shampoo composition preferably comprises a major proportion of a dimethicone copolyol having an EO/PO ratio of from 80/20 to 70/30 and a minor proportion of a dimethicone copolyol having an EO/PO ratio of from 20/80 to 40/60.
Suitable dimethicone copolyols for use in the shampoo compositions according to the invention are available, for example, from Th.Goldschmidt AG, of Essen, Germany under the Trade Mark Abil . A preferred dimethicone copolyol having an EO/PO ratio of 77/23 is available as "Abil" B88183 and a preferred dimethicone copolyol having an EO/PO ratio of 20/80 is available as "Abil" B8852; these two materials both contain about 60 Si02 units. A preferred dimethicone copolyol having an EO/PO ratio of 40/60 and containing about 140 Si02 units is available as "Abil" G911.
We have found that the extent of deposition of the dimethicone copolyol can be controlled by using it in conjunction with the non-ionic emulsifier having an HLB of from 8 to 12; in this way excessive build up of the conditioning agent on repeated use of the shampoo can be prevented. The greater the amount of the non-ionic emulsifier used, in relation to a given amount of dimethicone copolyol, the less of the latter is left on the hair. For any particular choice of dimethicone copolyol(s) and non-ionic emulsifier(s) , the optimum proportions of these two ingredients to obtain the desired deposition of dimethicone copolyol on the hair can be readily established by routine experimentation. By way of example, using a preferred combination of dimethicone copolyols as referred to above and the particularly preferred non-ionic emulsifier referred to below, we have found that an optimum level of dimethicone copolyol deposition is obtained by using 1.5% by weight of the non-ionic emulsifier and 1.1% by weight of the dimethicone copolyol combination.
Preferred non-ionic emulsifiers having an HLB of from 8 to 12 for use in accordance with the invention are: - A -
CTFA name Trade name Chemical name HLB Sorbitan laurate Arlacel 20 Sorbitol mono- 8.6 laurate
PEG30 castor oil Arlatone 827 Ethoxylated 11.9 castor oil
PEG25 hydrogen- Arlatone G POE(25) hydro- 10.8 ated castor oil genated castor oil
PEG40 sorbitan Arlatone T P0E(40) sorbitol 9.5 peroleate heptaoleate
PEG40 sorbitan Atlas G1086 POE(40) sorbitol 10.2 hexaoleate hexaoleate n/a Atlas G1087 POE sorbitol 10.2 oleate n/a Atlas G1096 POE sorbitol 11.4 hexaoleate n/a Atlas G1281 POE triglyceride 9.7
n/a = not available. (All supplied by ICI Speciality Chemicals) . Of these, PEG40 sorbitan hexaoleate is particularly preferred.
The shampoo composition according to the invention will contain cleansing agents which may be any of the anionic, cationic, amphoteric and non-ionic surfactants conventionally used in such compositions, these ingredients being used in the conventional proportions. The composition can, and usually will, contain further ingredients which provide particular desired characteristics or properties to the composition.
Suitable ingredients for shampoo compositions according to the invention are, for example, as follows: Cleansing agents
It is preferred that the cationic component of the surfactants- included in the composition should be one or more quaternary ammonium salt surfactants. A number of quaternary surfactants can be used for this purpose; preferred compounds are, for example, stearamidopropyl dimethyla ine lactate and steartrimonium hydrolysed animal protein (available under the Trade Mark "Crotein Q" from Croda Chemicals) . The proportion of quaternary surfactant used is preferably from 0.5 to 2.0% by weight.
It is preferred that the composition should contain from 10 to 20% by weight of one or more anionic surfactants, such as sodium laureth sulphate and ammonium lauryl sulphate, and from 1 to 5% by weight of one more amphoteric surfactants, such as cocamidopropyl betaine, as the main cleansing agents. Thickeners Suitable thickeners include, for example, hydroxypropyl methyl cellulose and talloweth 60 myristyl glycol; the proportion of thickener is suitably from 0.1 to 2.0% by weight, depending on the type of thickener used and the required viscosity. Hair bodying agents
Suitable agents for imparting body to the hair include, for example, cetyl alcohol and lauric acid monoglyceride; these agents are suitably used in a proportion of from 0.50 to 1.50% by weight. Other conventional ingredients which may be and preferably are included in the shampoo composition are: a hydrotrope, such as ammonium xylene sulphonate, to prevent deposition in hard water areas of undesirable materials on the hair; pearlising agents; preservatives; pH adjusters, such as lactic acid; colourants; and perfumes.
In order that the invention may be more fully understood, the following examples, in which all percentages are by weight, are given by way of illustration only. Examples 1-3
Three conditioning shampoo compositions were made up having the compositions set out in Table 1.
Table 1
Example Sodium laureth sulphate Ammonium lauryl sulphate Cocamidopropyl betaine Ammonium xylene sulphonate PEG40 sorbitan hexaoleate Dimethicone copolyol (Abil B88183) 1. 00 1. 00 1. 00 Dimethicone copolyol
(Abil B8852) 1.10 1. 10 Dimethicone copolyol (Abil G911) 0. 10
Stearamidopropyl dimethyl- amine lactate 0. 625 0. 625 0. 625 Cetyl alcohol 0.50 0.50 0.50 Na laureth sulphate (and) glycol distearate (and) cocamide MEA 0.90 0.90 0. 90 Hydroxypropyl methyl cellulose Methylchloroisothiazolinone Talloweth 60 myristyl glycol Laurie acid monoglyceride Lactic acid Colour,perfume and water
These shampoo compositions were used by a professional hairdresser to wash hair in comparison with a commercially available conditioning shampoo (used as a control) .
Each person having their hair washed had one half of their head (left or right) washed with one of the test shampoos and the other half washed with the control shampoo; The shampoos, that is the test shampoo and the control shampoo, were provided to the hairdresser in syringes containing 7 ml of shampoo. The syringes were labelled with the test persons name, date, time of appointment and side of head on which the shampoo was to be used. Neither the test person nor the hairdresser knew which shampoo (that is test shampoo or control shampoo) was present in each syringe.
Each test shampoo was tested on a panel of 60 subjects.
During and after the hair washing operation, the hairdresser made an assessment on both sides of the head using a five point scale (5 = excellent, 4 = very good, 3 - good, 2 - fair and 1 = poor) for each of the following fifteen attributes: initial lather quantity of lather quality of lather cleanliness of wet hair ease of rinsing ease of wet combing ease of dry combing flyaway hair manageability softness silkiness condition of hair body feel of dry hair shine
The average ratings of the shampoo of Example l over the whole of the test panel were in the range 4.06 - 5.00, those of the shampoo of Example 2 were in the range 4.28 - 5.00, and those of the shampoo of Example 3 were in the range 4.32 - 5.0 (for comparison the ratings of the control shampoo were in the range 4.24 - 5.00) .

Claims

C L A I M S
1. A conditioning shampoo composition which comprises, as the conditioning agents thereof, from 0.1 to 4.0% by weight of one or more dimethicone copolyols having an ethylene oxide/propylene oxide (EO/PO) ratio of from 20/80 to 80/20 and from 0.5 to 4.0% by weight of one or more non-ionic emulsifiers having an HLB of from 8 to 12 and which do not affect the foaming property of the shampoo.
2. A shampoo composition according to claim 1, in which the dimethicone copolyol contains from 60 to 140 Si0 units.
3. A shampoo composition according to claim 1 or 2, in which the dimethicone copolyol constituent comprises a major proportion of a dimethicone copolyol having an EO/PO ratio of from 80/20 to 70/30 and a minor proportion of a dimethicone copolyol having an EO/PO ratio of from 20/80 to 40/60.
4. A shampoo composition according to any of claims 1 to 3, in which the non-ionic emulsifier having an HLB of from 8 to 12 is polyethylene glycol (PEG) 40 sorbitan hexaoleate.
5. Λ shampoo composition according to any of claims 1 to 4, which comprises from 0.5 to 2.0% by weight of a quaternary ammonium salt surfactant.
6. A shampoo composition according to claim 5, in which the quaternary surfactant is stearamidopropyl dimethylamine lactate or steartrimonium hydrolysed animal protein.
EP92904807A 1990-12-18 1991-12-11 Shampoo compositions Withdrawn EP0563330A4 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB909027363A GB9027363D0 (en) 1990-12-18 1990-12-18 Shampoo compositions
GB9027363 1990-12-18

Publications (2)

Publication Number Publication Date
EP0563330A1 true EP0563330A1 (en) 1993-10-06
EP0563330A4 EP0563330A4 (en) 1997-06-25

Family

ID=10687147

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92904807A Withdrawn EP0563330A4 (en) 1990-12-18 1991-12-11 Shampoo compositions

Country Status (5)

Country Link
EP (1) EP0563330A4 (en)
CA (1) CA2098391C (en)
GB (1) GB9027363D0 (en)
MX (1) MX9102624A (en)
WO (1) WO1992010990A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6808701B2 (en) 2000-03-21 2004-10-26 Johnson & Johnson Consumer Companies, Inc. Conditioning compositions
US20030072717A1 (en) 2001-02-23 2003-04-17 Vapotronics, Inc. Inhalation device having an optimized air flow path
CN1236831C (en) * 2001-05-21 2006-01-18 茵捷特数码浮质有限公司 Compositions for protein delivery via the pulmonary route

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0260641A2 (en) * 1986-09-18 1988-03-23 Kao Corporation Emulsion type hair cosmetic

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4311695A (en) * 1979-12-03 1982-01-19 Dow Corning Corporation Personal-care emulsions comprising a siloxane-oxyalkylene copolymer
US4902499A (en) * 1986-04-04 1990-02-20 The Procter & Gamble Company Hair care compositions containing a rigid silicone polymer

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0260641A2 (en) * 1986-09-18 1988-03-23 Kao Corporation Emulsion type hair cosmetic

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO9210990A1 *

Also Published As

Publication number Publication date
MX9102624A (en) 1992-06-01
EP0563330A4 (en) 1997-06-25
CA2098391A1 (en) 1992-06-19
GB9027363D0 (en) 1991-02-06
CA2098391C (en) 1997-09-30
WO1992010990A1 (en) 1992-07-09

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