AU3939993A - Acidic activated bleaching compositon - Google Patents

Acidic activated bleaching compositon

Info

Publication number
AU3939993A
AU3939993A AU39399/93A AU3939993A AU3939993A AU 3939993 A AU3939993 A AU 3939993A AU 39399/93 A AU39399/93 A AU 39399/93A AU 3939993 A AU3939993 A AU 3939993A AU 3939993 A AU3939993 A AU 3939993A
Authority
AU
Australia
Prior art keywords
composition according
hydrogen peroxide
organic peracid
composition
peracid precursor
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.)
Granted
Application number
AU39399/93A
Other versions
AU668936B2 (en
Inventor
Frederick Edward Hardy
Barbara Manfredi
Stefano Scialla
Raffaele Scoccianti
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of AU3939993A publication Critical patent/AU3939993A/en
Application granted granted Critical
Publication of AU668936B2 publication Critical patent/AU668936B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3947—Liquid compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/391—Oxygen-containing compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (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)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Description

Acidic activated bleaching composition
Technical field
The present invention relates to bleaching compositions, mainly for use in laundry applications. The compositions according to the present invention, which comprise hydrogen peroxide as well as peracid precursors, are stable upon storage.
Background
Bleaching compositions using hydrogen peroxide have been extensively described in the art. Such hydrogen peroxide bleaches have an advantage over chlorine bleaches in that they are environmentally more compatible. Another advantage is that they are "milder" bleaches. This latter advantage is especially significant in laundry applications as hydrogen peroxide bleaches are safer to fabrics.
A major drawback of hydrogen peroxide bleaches is that they are less active than chlorine bleaches at low temperatures which are often encountered in modern laundering applications. Thus, hydrogen peroxide bleach activators have been developed and have been extensively described in the art. These activators are mainly transition metals or peracid precursors. Peracid precursors react with hydrogen peroxide to yield peracids. Peracids are the "activated" bleaching compounds which are efficient at low temperatures.
A problem which occurs in the formulation of such "activated" hydrogen peroxide bleaching compositions is the difficulty to obtain a composition which is both chemically and physically stable. Indeed, such compositions of the prior art are either turbid suspensions of insoluble activators with good chemical stability, or clear compositions with poor chemical stability which causes significant and undesired oxygen release.
It has now been found that this problem could be addressed by formulating a bleaching composition comprising hydrogen peroxide, an organic peracid precursor selected from a specific class, e.g. glycol and glycerin esters, and by formulating said composition in a narrow, acidic pH range. The mildly acidic pH range allows for adequate chemical stability of both the hydrogen peroxide and the organic peracid precursor. The activation of hydrogen peroxide trough the formation of a peracid is enhanced by the pH raise which occurs upon dilution in the wash water, especially when a detergent composition bringing further alkalinity is also present in the wash water.
Glycol esters have been often described as solvents in detergent and bleaching compositions. Such compositions are described for instance in US 3 956 159. These compositions have a pH of 6.5 and above.
J 62252500 (abstract) discloses bleaching compositions which comprise a bleach activator, including triacetin. These compositions are formulated at neutral or weakly basic pH.
Bleaching compositions for various applications, comprising triacetin are also disclosed in J62001792, J62001794 J 62001796, and J61Q42600 (abstracts).
Summary of the invention
The compositions according to the present invention are clear aqueous bleaching compositions comprising hydrogen peroxide as well as an organic peracid precursor, characterized in that the compositions have a pH in the range of from about 3.5 to about 6, and that the organic peracid precursor is a compound according to the formula:
wherein x is 0 or 1, R1# R2, R3 are independently selected from -H, -OH, -C-0-R4 or -0-C-R4 where RΛ is
II II *
0 O c l~ 4 alkyl, with the proviso that at least two of R^, R2 or R3 are -0-C-R4; or mixtures thereof.
O
Detailed description of the invention
The compositions according to the present invention are clear aqueous liquid compositions which comprise hydrogen peroxide. Preferably, the compositions according to the present invention comprise from about 0.5 % to about 20 % by weight of the total composition of hydrogen peroxide, more preferably from about 2 % to about 15 %, most preferably from about 4 % to about 9%.
The compositions according to the present invention further comprise a specific organic peracid precursor according to the formula:
wherein x is 0 or 1, R^, R , R3 are independently selected from -H, -OH, -C-0-R4 or -0-C-R4 where R4 is
11 11 o o
C1-C alkyl, with the proviso that at least two of R^, R2 or R3 are -0-C-R4; or mixtures thereof. All these
0 compounds are well known chemicals which are commercially available or can be synthesized according to the chemical literature.
Preferred such peracid precursors for use in the compositions according to the present invention are selected from ethylene glycol diesters, triacetin and diacetin, or mixtures thereof. Particularly preferred compounds are triacetin and ethylene glycol diacetate. Tributyrin also displays excellent stability in the compositions according to the present invention but is less preferred because it is less soluble in the compositions according to the present invention.
The compositions according to the present invention typically comprise from about 1 % to about 15 % by weight of the total composition of such an organic peracid precursor, or mixtures thereof. The desired amount of organic peracid precursor can also be defined in relation to the amount of hydrogen peroxide in the composition. Accordingly, the compositions according to the present invention preferably comprise from about 0.1 to about 2 moles of organic peracid precursor per mole of hydrogen peroxide.
The compositions according to the present invention have a pH in the range of from about 3.5 to about 6, most preferably from about 3.5 to about 5, most preferably about 4. The pH of the composition can be adjusted and buffered with such chemicals as organic and inorganic acids which are stable to oxidation, citric acid, sulphuric acid, sodium hydroxide, ammonia and amines. Preferred buffer for use in the compositions according to the present invention is citric acid. It is essential that the pH of the composition remains within the above range as said range is critical to ensure adequate chemical stability of the hydrogen peroxide and of the specific organic peracid precursors used in the compositions according to the present invention.
The compositions according to the present invention may comprise surfactants. Preferred surfactants for use herein are well known anionic surfactants such as alkyl benzene sulphonates and alkyl sulfates, and/or nonionic surfactants such as ethoxylated aήd/or propoxylated alcohols. All surfactants for use herein must be resistant to oxidation by peracids and hydrogen peroxide, and are preferably water-soluble. The compositions according to the present invention can comprise from 0% to about 30% by weight of the total composition of surfactants, preferably from about 0.5 % to about 15 %, most preferably from about 2 % to 8 %.
The compositions according to the present invention may further comprise peroxide stabilizers such as stannates, 8-hydroxyquinoline, pyrophosphates and phosphonates. Chelating agents may also be useful in the context of the present invention; suitable chelants include EDTA, NTA and DETPA, picolinic and dipicolinic acids and amino polyphosphonates, although some of these are poorly environmentally compatible. Radical scavengers can also be used herein, such as butylated hydroxy toluene and other hindered hydroxy benzenes, or sodium benzoate. Butylated hydroxy toluene is a highly preferred ingredient as it has been observed that it stabilizes the peracid precursors according to the present invention, as well as hydrogen peroxide.
The compositions according to the present invention can also comprise such optional ingredients as whitening agents, dyes, builders, thickeners, hydrotropes, perfumes, all of which need to be compatible with the mildly acidic pH and the oxidizing environment of the compositions according to the present invention.
The compositions according to the present invention are further illustrated in the following examples.
Examples
The following compositions are made by mixing together the listed ingredients in the listed proportions.
pH 4 Ingredients: % by weight:
V VI VII VIII
Hydrogen peroxide 6.0 8.0 3.5 5.0 Na alkyl sulphate 2.8 2.0 4.0 3.5 Triacetin 3.0 5.0 Ethylene glycol diacetate 4.0 5.0 Citric acid 1.0 1.0 1.0 1.0 Na stannate 0.0015 0.0015 0.0010 0.0015 Na hydroxide pH 4 pH 4 pH 4 pH 4 Water & minors up to 100 %

Claims (11)

hat is claimed is:
1. An aqueous bleaching composition comprising hydrogen peroxide and an organic peracid precursor, characterized in that the compositions have a pH in the range of from about 3.5 to about 6, and that the organic peracid precursor is a compound according to the formula:
wherein x is 0 or 1, Rlf R2, R3 are independently selected from -H, -OH, -C-0-R4 or -0-C-R4 where R4
II 4 l( 4 4 0 O is C1-C4 alkyl, with the proviso that at least two of Rl' R2 or R3 are -0-C-R4; or mixtures thereof.
2. A composition according to claim 1 which has a pH in the range of from about 3.5 to about 5.
3. A composition according to claim 2 which has a pH of about 4.
A composition according to any of the preceding claims wherein the organic peracid precursor is selected from ethylene glycol diesters, triacetin, diacetin, or mixtures thereof.
5. A composition according to claim 4 wherein the organic peracid precursor is selected from triacetin and ethylene glycol diacetate.
6. A composition according to any of the preceding claims which comprises from about 0.5 % to about 20 % by weight of the total composition of hydrogen peroxide.
7. A composition according to any of the preceding claims which comprises from about 1 % to about 15 % by weight of the total composition of said organic peracid precursor.
8. A composition according to claim 6 which comprises from about 0.1 to about 2 moles of said organic peracid precursor per mole of hydrogen peroxide.
9. A composition according to any of the preceding claims which comprises from about 0.5 % to about 15 % by weight of the total composition of a surfactant.
10.A composition according to any of the preceding claims which comprises citric acid.
11.A composition according to any of the preceding claims which comprises butylated hydroxy toluene.
AU39399/93A 1992-04-03 1993-03-29 Acidic activated bleaching compositon Ceased AU668936B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP92200961 1992-04-03
EP19920200961 EP0563460B1 (en) 1992-04-03 1992-04-03 Acidic activated bleaching composition
PCT/US1993/002944 WO1993020167A1 (en) 1992-04-03 1993-03-29 Acidic activated bleaching compositon

Publications (2)

Publication Number Publication Date
AU3939993A true AU3939993A (en) 1993-11-08
AU668936B2 AU668936B2 (en) 1996-05-23

Family

ID=8210529

Family Applications (1)

Application Number Title Priority Date Filing Date
AU39399/93A Ceased AU668936B2 (en) 1992-04-03 1993-03-29 Acidic activated bleaching compositon

Country Status (10)

Country Link
EP (1) EP0563460B1 (en)
JP (1) JPH07505437A (en)
CN (1) CN1078254A (en)
AU (1) AU668936B2 (en)
BR (1) BR9306183A (en)
DE (1) DE69226072T2 (en)
ES (1) ES2118105T3 (en)
IE (1) IE930263A1 (en)
TW (1) TW299351B (en)
WO (1) WO1993020167A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU688356B2 (en) * 1993-08-03 1998-03-12 Procter & Gamble Company, The A process of cleaning carpets using active oxygen compounds in an acidic aqueous medium

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5753138A (en) * 1993-06-24 1998-05-19 The Procter & Gamble Company Bleaching detergent compositions comprising bleach activators effective at low perhydroxyl concentrations
GB9600159D0 (en) * 1996-01-05 1996-03-06 Warwick Int Group Process for bleaching or disinfecting a substrate
US5879409A (en) * 1996-02-23 1999-03-09 The Procter & Gamble Company Bleach additive and bleaching compositions having glycine anhydride activators
US6221341B1 (en) * 1997-11-19 2001-04-24 Oraceutical Llc Tooth whitening compositions
WO2004089089A1 (en) 2003-04-02 2004-10-21 Kao Corporation Composition for bactericide production and process for producing organic peracid
EP1496104B1 (en) * 2003-07-08 2008-05-07 The Procter & Gamble Company Liquid activator composition
WO2010030769A1 (en) * 2008-09-10 2010-03-18 Danisco Us Inc. Enzymatic textile bleaching compositions and methods of use thereof
US8546449B2 (en) 2011-03-24 2013-10-01 Enviro Tech Chemical Services, Inc. Methods and compositions for the generation of peracetic acid on site at the point-of-use

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3956159A (en) * 1974-11-25 1976-05-11 The Procter & Gamble Company Stable concentrated liquid peroxygen bleach composition
EP0125781B1 (en) * 1983-04-14 1987-08-12 Interox Chemicals Limited Peroxygen compounds
JPS6142600A (en) * 1984-08-06 1986-03-01 花王株式会社 Fungicidal composition
JPS621796A (en) * 1985-06-28 1987-01-07 花王株式会社 Bleaching composition
JPS621792A (en) * 1985-06-28 1987-01-07 花王株式会社 Bleaching composition
JPS621794A (en) * 1985-06-28 1987-01-07 花王株式会社 Bleaching composition
JPS62252500A (en) * 1986-04-25 1987-11-04 花王株式会社 Bleaching composition
US4800038A (en) * 1988-01-21 1989-01-24 Colgate-Palmolive Company Acetylated sugar ethers as bleach activators detergency boosters and fabric softeners
US5047168A (en) * 1988-01-21 1991-09-10 Colgate-Palmolive Co. Sugar ethers as bleach stable detergency boosters
US5151212A (en) * 1990-03-21 1992-09-29 The Belzak Corporation Peroxygen compound activation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU688356B2 (en) * 1993-08-03 1998-03-12 Procter & Gamble Company, The A process of cleaning carpets using active oxygen compounds in an acidic aqueous medium

Also Published As

Publication number Publication date
BR9306183A (en) 1998-06-23
EP0563460A1 (en) 1993-10-06
CN1078254A (en) 1993-11-10
DE69226072T2 (en) 1999-02-25
JPH07505437A (en) 1995-06-15
ES2118105T3 (en) 1998-09-16
DE69226072D1 (en) 1998-08-06
AU668936B2 (en) 1996-05-23
IE930263A1 (en) 1993-10-06
TW299351B (en) 1997-03-01
WO1993020167A1 (en) 1993-10-14
EP0563460B1 (en) 1998-07-01

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