WO1995035255A1 - Bleaching compositions - Google Patents

Bleaching compositions Download PDF

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Publication number
WO1995035255A1
WO1995035255A1 PCT/US1995/006222 US9506222W WO9535255A1 WO 1995035255 A1 WO1995035255 A1 WO 1995035255A1 US 9506222 W US9506222 W US 9506222W WO 9535255 A1 WO9535255 A1 WO 9535255A1
Authority
WO
WIPO (PCT)
Prior art keywords
hydrophobic
hydrophilic
composition
composition according
compositions
Prior art date
Application number
PCT/US1995/006222
Other languages
English (en)
French (fr)
Inventor
Gianmarco Polotti
Stefano Scialla
Raffaele Scoccianti
Original Assignee
The Procter & Gamble Company
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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to MX9606565A priority Critical patent/MX9606565A/es
Priority to CA002191571A priority patent/CA2191571A1/en
Priority to AU25933/95A priority patent/AU706186B2/en
Priority to US08/750,241 priority patent/US5880079A/en
Priority to JP8502165A priority patent/JPH10504584A/ja
Publication of WO1995035255A1 publication Critical patent/WO1995035255A1/en

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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/825Mixtures of compounds all of which are non-ionic
    • 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
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • 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
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3945Organic per-compounds
    • 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
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3947Liquid compositions
    • 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
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • 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
    • C11D1/72Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to bleaching compositions.
  • the compositions of the present invention are particularly useful for laundry bleaching.
  • compositions for the bleaching of laundry have been extensively described in the art.
  • Bleaching compositions can be classified into peroxide bleaching compositions and hypochlorite bleaching compositions.
  • Peroxide bleaching compositions have the advantage over hypochlorite bleaching compositions that they are generally considered as being somewhat safer to fabrics, specifically to colored fabrics.
  • Peroxide compositions however have the inconveniency that they are often chemically unstable, which makes it difficult to formulate peroxide bleaching compositions which are sufficiently stable to be commercialized.
  • a possible solution to this problem consists in formulating compositions with a high level of peroxide, to extend the "effective" period of the composition.
  • compositions may reach the user which still comprise a high amount of peroxide, whereby possible skin itching may occur if the user's skin comes in contact with the peroxide composition.
  • This itching phenomenon is quite moderate and fully reversible, but is does constitute potential discomfort for the user.
  • peroxide species are poorly effective in bleaching at lower temperatures, so that it is required to formulate activated peroxide bleaching compositions for use across a wider range of temperatures.
  • Activated bleaching compositions comprise a bleach activator, typically a peracid precursor, which will react in an aqueous medium with hydrogen peroxide to form the corresponding peracid. This peracid is more effective at lower temperatures.
  • Benzoyl peroxide may constitute the bleaching peroxide specie alone, as it hydrolyzes in aqueous medium in neutral/alkaline pH so as to generate a peracid.
  • a composition is formulated which comprises hydrogen peroxide in one phase of the emulsion and benzoyl peroxide in the other phase of the emulsion.
  • Bleaching compositions formulated as emulsions have been disclosed in EP 598 170.
  • the compositions in '170 are emulsions comprising hydrogen peroxide in one phase and a hydrophobic liquid ingredient in the other phase.
  • This hydrophobic liquid ingredient can be a peracid precursor.
  • the present invention is an aqueous bleaching composition in the form of an emulsion comprising a hydrophilic nonionic surfactant and a hydrophobic nonionic surfactant, said emulsion further comprising an effective amount of benzoyl peroxide.
  • compositions according to the present invention are stable aqueous emulsions of nonionic surfactants.
  • stable emulsion it is meant an emulsion which does not macroscopically separate into distinct layers, upon standing for at least two weeks at 20 °C, more preferably at least six months.
  • emulsion refers to emulsions which are obtained when smaller amounts of benzoyl peroxide are used, so that it is completely soluble in the hydrophobic nonionic surfactant, as well as suspensions which are obtained when the level of Benzoyl peroxide is increased to the point where part of it is not dissolved in the hydrophobic nonionic surfactant, and aggregates of Benzoyl Peroxide are formed in the aqueous phase.
  • compositions according to the present invention are aqueous. Accordingly, the compositions according to the present invention comprise from 10% to 95% by weight of the total composition of water, preferably from 30% to 90%, most preferably from 60% to 85%. Deionized water is preferably used.
  • compositions according to the present invention are emulsions of nonionic surfactants.
  • Said emulsions of nonionic surfactants comprise at least two nonionic surfactants.
  • said two nonionic surfactants In order to form emulsions which are stable, said two nonionic surfactants must have different HLB values (hydrophilic lipophilic balance), and preferably the difference in value of the HLBs of said two surfactants is at least 1, more preferably at least 3.
  • HLB values hydrophilic lipophilic balance
  • nonionic surfactant with an HLB above 11 (herein referred to as hydrophilic nonionic surfactant), whereas the other one is a nonionic surfactant with an HLB below 10 (herein referred to as hydrophobic nonionic surfactant).
  • concentration ratio between hydrophilic and hydrophobic surfactants should be chosen in such a way that the weighted average of their HLB is of from 9 to 11.
  • the weighted average HLB is defined as: (% of hydrophilic x HLB of hydrophilic) + (% of hydrophobic x HLB of hydrophobic)
  • % of hydrophilic [hydrophilic] / total [ hydrophilic + hydrophobic],
  • compositions according to the present invention may comprise any other nonionic surfactants, but preferably the weighted average HLB, calculated with the additional surfactants, still falls in the specified range.
  • Suitable nonionic surfactants for use herein include alkoxylated fatty alcohols. Indeed, a great variety of such alkoxylated fatty alcohols are commercially available which have very different HLB values (hydrophilic lipophilic balance).
  • HLB values of such alkoxylated nonionic surfactants depend essentially on the nature of the alkoxylation and the degree of alkoxylation. Hydrophilic nonionic surfactants tend to have a higher degree of alkoxylation, while hydrophobic surfactants tend to have a lower degree of alkoxylation and a long chain fatty alcohol.
  • Surfactants catalogues are available which list a number of surfactants including nonionics, together with their respective HLB values.
  • compositions according to the present invention comprise from 2% to 70% by weight of the total composition of said hydrophilic and hydrophobic nonionic surfactants, preferably from 3% to 40%, most preferably from 4% to 30%.
  • the compositions according to the present invention further comprise an effective amount of benzoyl peroxide in the hydrophobic phase.
  • effective amount it is meant herein an amount sufficient for the bleaching of fabrics.
  • benzoyl peroxide can be used with or without hydrogen peroxide. When it is used without hydrogen peroxide, it simply hydrolyzes in neutral/alkaline medium, i.e. in the bleaching liquor formed by diluting the compositions of the present invention in water, so as to form peroxybenzoate which is the bleaching specie.
  • the compositions herein comprise from 1 % to 20 % by weight of the total composition, preferably from 2 % to 10 % by weight.
  • benzoyl peroxide can be used herein together with hydrogen peroxide. Both ingredients are prevented from reacting in the composition, as hydrogen peroxide is incorporated in the hydrophilic phase, while benzoyl peroxide is incorporated in the hydrophobic phase. Thus both ingredients are kept separate until the composition is diluted in an aqueous medium for use. Upon dilution, the emulsion structure is ruptured, and benzoyl peroxide is perhydrolyzed by hydrogen peroxide so as to form peroxybenzoate. In this scenario, two moles of peroxybenzoate are formed per mole of benzoyl peroxide, whereas in the previously described scenario, only one mole of peroxybenzoate was formed per mole of benzoyl peroxide.
  • compositions herein when the compositions herein are formulated with hydrogen peroxide, they should comprise from 1 % to 10 % by weight of the total composition of hydrogen peroxide, preferably from 2 % to 4 %, and from 1 % to 20% by weight of the total composition of benzoyl peroxide, preferably from 1 % to 10%.
  • sources of hydrogen peroxide instead of hydrogen peroxide itself, one may use sources of hydrogen peroxide. Suitable sources of hydrogen peroxide for use herein include percarbonates, perborates, persulfates and the like.
  • the pH of the compositions herein plays a role in the chemical stability of the composition.
  • the compositions herein are preferably formulated at a pH of from 1 to 6, preferably 2 to 5.
  • suitable means can be used for adjusting the pH of the compositions, including organic or inorganic acids, alkanolamines and the like. It may be advantageous to use alkanolamines, in particular monoethanolamine, inasmuch as they have an additional effect of regulating the viscosity of the emulsion, without compromising on its physical stability.
  • the compositions herein may comprise a variety of optional ingredients.
  • a preferred optional feature of the compositions herein is the presence of radical scavengers, which are beneficial to the stability of the compositions herein.
  • Suitable radical scavengers for use herein include the well-known substituted mono and di hydroxy benzenes and their analogs, alkyl and aryl carboxylates, and mixtures thereof.
  • Preferred radical scavengers for use herein include butyl hydroxy toluene, mono-tert-butyl hydroquinone, benzoic acid, toluic acid, t-butyl catechol, benzylamine, 1 ,1,3-tris(2-methyl-4-hydroxy- 5-t-butylphenyl) butane, commercially available under the trade name Topanol CA ® ex ICI, as well as n-propyl-gallate.
  • Radical scavengers when used, are typically present herein in amounts ranging from 0.01 % to 2 % by weight of the total composition, preferably 0.01 % to 0.2 %.
  • chelants herein may further improve the chemical stability of the compositions herein.
  • Typical chelants useful herein include phosphonates, ethylene diamine dissuccinic acid, dipicolinic acid and diethylene triamine penta acetate and the like. Suitable levels for chelants herein are comprised between 0.01% and 5% by weight of the total composition. An increase in chemical stability could be observed by a synergistic action of both the previous ingredients, radical scavengers and chelants, combined together.
  • compositions herein may further comprise other optionals, including anionic and cationic surfactants, to be formulated in the hydrophilic phase herein, other bleach activators to be used in mixture with benzoyl peroxide, such as acetyl triethyl citrate, builders and chelants, as well as aesthetics, including dyes and perfumes and the like.
  • other bleach activators to be used in mixture with benzoyl peroxide, such as acetyl triethyl citrate, builders and chelants, as well as aesthetics, including dyes and perfumes and the like.
  • compositions according to the present invention are particularly useful as laundry bleaches, including as pretreaters, i.e compositions which are dispensed and left to act onto fabrics before they are washed.
  • Compositions herein can be formulated as laundry additives to be used before or together with detergents in an aqueous medium to boost their performance, or as detergent compositions per se.
  • Compositions herein can also be used as automatic or hand dishwashing compositions, as hard surface cleaners, as denture cleansers, or as carpet cleaners.
  • the present invention further encompasses a process for the manufacture of the compositions described herein.
  • the process according to the present invention comprises at least three steps:
  • a hydrophobic mixture which comprises said hydrophobic nonionic surfactant, said benzoyl peroxide, together with other, optional, hydrophobic ingredients which are to be formulated in the composition, such as perfumes, solvents, enzymes, bleach activators and polymers.
  • a hydrophilic mixture which comprises at least said water, and said hydrophilic nonionic surfactant.
  • Said hydrophilic mixture preferably further comprises other hydrophilic ingredients which are to be formulated in the composition such as dyes, optical brighteners, builders, chelants, hydrogen peroxide or sources thereof and buffering agents.
  • first and said second steps can be performed in any order, i.e second step first is also suitable.
  • said hydrophobic mixture and said hydrophilic mixture are mixed together.
  • Composition 1
  • test bleaching composition is used which is an activated bleaching composition comprising hydrogen peroxide and acetyl triethyl citrate, as disclosed in WO 93/12067.
  • the reference composition comprised 6% H202, 3.5% Acetyl triethyl citrate, 7% Lutensol ®T03, 8% Dobanol ® 45-7, 2% Sodium Alkyl

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  • 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)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
PCT/US1995/006222 1994-06-17 1995-05-18 Bleaching compositions WO1995035255A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
MX9606565A MX9606565A (es) 1994-06-17 1995-05-18 Composiciones blanqueadoras.
CA002191571A CA2191571A1 (en) 1994-06-17 1995-05-18 Bleaching compositions
AU25933/95A AU706186B2 (en) 1994-06-17 1995-05-18 Bleaching compositions
US08/750,241 US5880079A (en) 1994-06-17 1995-05-18 Bleaching compositions
JP8502165A JPH10504584A (ja) 1994-06-17 1995-05-18 漂白組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP94870097.6 1994-06-17
EP94870097A EP0687726B1 (en) 1994-06-17 1994-06-17 Bleaching compositions

Publications (1)

Publication Number Publication Date
WO1995035255A1 true WO1995035255A1 (en) 1995-12-28

Family

ID=8218648

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/006222 WO1995035255A1 (en) 1994-06-17 1995-05-18 Bleaching compositions

Country Status (13)

Country Link
EP (1) EP0687726B1 (es)
JP (1) JPH10504584A (es)
CN (1) CN1049402C (es)
AT (1) ATE191002T1 (es)
AU (1) AU706186B2 (es)
CA (1) CA2191571A1 (es)
DE (1) DE69423613T2 (es)
DK (1) DK0687726T3 (es)
ES (1) ES2143538T3 (es)
GR (1) GR3032831T3 (es)
MX (1) MX9606565A (es)
PT (1) PT687726E (es)
WO (1) WO1995035255A1 (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE318298T1 (de) * 1995-03-27 2006-03-15 Procter & Gamble Flussige aktivierte bleichmittelzusammensetzungen
GB9600159D0 (en) * 1996-01-05 1996-03-06 Warwick Int Group Process for bleaching or disinfecting a substrate
DE19750455C1 (de) * 1997-11-14 1999-04-29 Henkel Kgaa Verwendung von peroxidhaltigen Zubereitungen
WO1999038481A1 (en) * 1998-01-29 1999-08-05 The Procter & Gamble Company Method for cleaning dentures
ATE315629T1 (de) * 1998-11-10 2006-02-15 Procter & Gamble Bleichmittelzusammensetzungen
GB9917885D0 (en) * 1999-07-29 1999-09-29 Procter & Gamble Method of removing plaque from a denture
TWI400330B (zh) * 2005-12-28 2013-07-01 Kao Corp Liquid detergent
WO2014190133A1 (en) * 2013-05-24 2014-11-27 The Procter & Gamble Company Low ph detergent composition comprising nonionic surfactants
DE102014204389A1 (de) * 2014-03-11 2015-09-17 Henkel Ag & Co. Kgaa Verbesserte Tensidmischung mit optimiertem Ethoxylierungsgrad
CA2959949C (en) 2014-09-18 2023-02-14 Akzo Nobel Chemicals International B.V. Use of branched alcohols and alkoxylates thereof as secondary collectors
WO2017162563A2 (en) * 2016-03-22 2017-09-28 Akzo Nobel Chemicals International B.V. Use of emulsifier in collector composition

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3825509A (en) * 1972-11-13 1974-07-23 Goodrich Co B F Initiator emulsion for olefinic polymerization reactions
US4039475A (en) * 1975-03-14 1977-08-02 Akzona Incorporated Stable, pumpable, aqueous suspensions of organic peroxides
US4401835A (en) * 1981-09-17 1983-08-30 Warner-Lambert Company Method for preparing small sized benzoyl peroxide crystals
US4440885A (en) * 1980-04-02 1984-04-03 Ppg Industries, Inc. Peroxide emulsions and sizing composition containing same
US4552682A (en) * 1982-09-30 1985-11-12 Ppg Industries, Inc. Peroxide composition containing phenolic antioxidant

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6251666A (ja) * 1985-08-29 1987-03-06 Nippon Oil & Fats Co Ltd エチレン系不飽和モノマー用重合開始剤
JPH01190666A (ja) * 1988-01-25 1989-07-31 Nippon Oil & Fats Co Ltd 過酸化ジベンゾイルの水性懸濁液
TW291496B (es) * 1991-02-01 1996-11-21 Hoechst Ag
GB2272450A (en) * 1992-11-13 1994-05-18 Albright & Wilson Aqueous surfactant VI phase compositions
ATE163037T1 (de) * 1992-11-16 1998-02-15 Procter & Gamble Reinigungs- und bleichmittelzusammensetzungen
US5409632A (en) * 1992-11-16 1995-04-25 The Procter & Gamble Company Cleaning and bleaching composition with amidoperoxyacid
EP0598692A1 (en) * 1992-11-16 1994-05-25 The Procter & Gamble Company Pseudoplastic and thixotropic cleaning compositions
EP0598973A1 (en) * 1992-11-26 1994-06-01 The Procter & Gamble Company Multi-purpose liquid cleaning composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3825509A (en) * 1972-11-13 1974-07-23 Goodrich Co B F Initiator emulsion for olefinic polymerization reactions
US4039475A (en) * 1975-03-14 1977-08-02 Akzona Incorporated Stable, pumpable, aqueous suspensions of organic peroxides
US4440885A (en) * 1980-04-02 1984-04-03 Ppg Industries, Inc. Peroxide emulsions and sizing composition containing same
US4401835A (en) * 1981-09-17 1983-08-30 Warner-Lambert Company Method for preparing small sized benzoyl peroxide crystals
US4552682A (en) * 1982-09-30 1985-11-12 Ppg Industries, Inc. Peroxide composition containing phenolic antioxidant

Also Published As

Publication number Publication date
MX9606565A (es) 1997-03-29
GR3032831T3 (en) 2000-06-30
DE69423613D1 (de) 2000-04-27
JPH10504584A (ja) 1998-05-06
DK0687726T3 (da) 2000-07-03
ATE191002T1 (de) 2000-04-15
CA2191571A1 (en) 1995-12-28
PT687726E (pt) 2000-09-29
DE69423613T2 (de) 2000-11-02
EP0687726A1 (en) 1995-12-20
AU706186B2 (en) 1999-06-10
ES2143538T3 (es) 2000-05-16
CN1049402C (zh) 2000-02-16
EP0687726B1 (en) 2000-03-22
CN1151149A (zh) 1997-06-04
AU2593395A (en) 1996-01-15

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