EP0699230A1 - Bleichmethoden mit peroxysäurenaktivatoren zusammen mit enzymen - Google Patents

Bleichmethoden mit peroxysäurenaktivatoren zusammen mit enzymen

Info

Publication number
EP0699230A1
EP0699230A1 EP94916771A EP94916771A EP0699230A1 EP 0699230 A1 EP0699230 A1 EP 0699230A1 EP 94916771 A EP94916771 A EP 94916771A EP 94916771 A EP94916771 A EP 94916771A EP 0699230 A1 EP0699230 A1 EP 0699230A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
group
aryl
carbon atoms
mixtures
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
EP94916771A
Other languages
English (en)
French (fr)
Other versions
EP0699230B1 (de
Inventor
Alan David Willey
Michael Eugene Burns
Richard Timothy Hartshorn
Chanchal Kumar Ghosh
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 EP0699230A1 publication Critical patent/EP0699230A1/de
Application granted granted Critical
Publication of EP0699230B1 publication Critical patent/EP0699230B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • 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
    • C11D3/16Organic compounds
    • C11D3/38Products with no well-defined composition, e.g. natural products
    • C11D3/386Preparations containing enzymes, e.g. protease or amylase
    • 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
    • C11D3/38Products with no well-defined composition, e.g. natural products
    • C11D3/386Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38627Preparations containing enzymes, e.g. protease or amylase containing lipase
    • 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
    • C11D3/38Products with no well-defined composition, e.g. natural products
    • C11D3/386Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38645Preparations containing enzymes, e.g. protease or amylase containing cellulase
    • 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
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/3917Nitrogen-containing 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
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/3917Nitrogen-containing compounds
    • C11D3/392Heterocyclic compounds, e.g. cyclic imides or lactames

Definitions

  • the present invention solves the long-standing need for detergent compositions which provide efficient and effective performance over a wide range of cleaning needs by combining the cleaning actions of enzymes with the hydrophobic cleaning action of amido derived bleach activators or with the hydrophobic and hydrophilic cleaning action of N-acyl caprolactam bleach activators.
  • the invention also provides efficient and effective detergent compositions for use in washing machines which have parts made of natural rubber, such that the natural rubber is substantially undamaged by the bleaching system.
  • the present invention encompasses detergent compositions comprising an effective amount of one or more types of enzymes and a bleaching system comprising at least about 0.1%, by weight, of a peroxygen bleaching compound and at least about 0.1%, by weight, of one or more bleach activators, wherein said bleach activators are members selected from the group consisting of: a) a bleach activator of the general formula:
  • the detergent compositions employed in the present invention provide effective and efficient surface cleaning of fabrics which thereby removes stains and/or soils from the fabrics.
  • the bleaching systems in combination with one or more types of enzymes are particularly efficient at removing most types of soils from the fabrics, including protein and lipid soils, dingy soils, and heavy soil loads, especiaUy from nucleophilic and body soils.
  • aluminosilicates can be crystalline or amorphous in structure and can be naturally-occurring aluminosilicates or synthetically derived.
  • Methods for producing aluminosilicate ion exchange materials are disclosed in U.S. Patent 3,985,669, Krummel, et al, issued October 12, 1976, and U.S. Patent 4,605,509, Corkill, et al, issued Aug. 12, 1986.
  • Preferred synthetic crystalline aluminosilicate ion exchange materials useful herein are available under the designations Zeolite A, ZeoUte P (B) (including those disclosed in EPO 384,070), and Zeolite X.
  • the aluminosilicate has a particle size of about 0.1-10 microns in diameter.
  • Citrate builders e.g., citric acid and soluble salts thereof (particularly sodium salt), are preferred polycarboxylate builders that can also be used in granular compositions, especially in combination with zeolite and/or layered silicate builders. Also suitable in the detergent compositions of the present invention are the 3,3-dicarboxy-4-oxa-l,6-hexanedioates and the related compounds disclosed in U.S. Patent 4,566,984, Bush, issued January 28, 1986.
  • the various alkali metal phosphates such as the well-known sodium tripolyphosphates, sodium pyrophosphate and sodium orthophosphate can be used.
  • Phosphonate builders such as ethane- 1 - hydroxy-l,l-diphosphonate and other known phosphonates (see, for example, U.S. Patents 3,159,581; 3,213,030; 3,422,021; 3,400,148 and 3,422,137) can also be used.
  • the fabrics are laundered at 40°C (104°F) for a full cycle (40 min.) and rinsed at 21°C (70°F).
  • the laundering method is repeated for 2,000 wash cycles without rupture of, or significant damage to, the natural rubber parts and with good enzyme stability and performance.
  • EXAMPLE V ⁇ i A detergent composition is prepared by a procedure identical to that of Example V, with the exceptions that 15% of a 1:1:1 mixture of benzoyl caprolactam, nonanoyl caprolactam and (6-nonanamidocaproyl)oxybenzene-sulfonate as prepared following Example HI is substituted for the nonanoyl caprolactam and the amount of sodium percarbonate is 30%.
  • the laundering method of Example V is repeated for 2,000 cycles without rupture of, or significant damage to, the natural rubber parts and with good enzyme stability and performance.
  • EXAMPLE XIV A detergent composition is prepared by a procedure identical to that of Example XII, with the single exception that an equivalent amount of nonanoyl caprolactam is substituted for the (6-ncnanamidocaproyl)oxybenzenesulfonate. The laundering method of Example XII is repeated for 2,000 cycles without rupture of, or significant damage to, the natural rubber parts and with good enzyme stability and performance.
  • Example V Testing is conducted following the procedures and methods in Example V.
  • the laundering method of Example V is repeated for 2,000 cycles without rupture of, or significant damage to, the natural rubber parts and with good enzyme stability and performance.
  • Example V Testing is conducted following the procedures and methods in Example V.
  • the laundering method of Example V is repeated for 2,000 cycles without rupture of, or significant damage to, the natural rubber parts and with good enzyme stability and performance.
  • EXAMPLE XIX A detergent composition is prepared by a procedure identical to that of Example XV, with the exceptions that 15%, by weight, of a 1:1 mixture of (6- octanamidocaproyl)oxybenzenesulfonate and (6-decanamidocaproyl)oxybenzene- sulfonate activator is substituted for the nonanoyl caprolactam and the amount of sodium percarbonate is 30%. Testing is conducted following the procedures and methods in Example V.
  • EXAMPLE XXI A detergent composition is prepared by a procedure identical to that of Example XV, with the exceptions that 15%, by weight, of (6-decanamidocaproyl)- oxybenzenesulfonate activator is substituted for the nonanoyl caprolactam and the amount of sodium percarbonate is 30%.
  • the bleach activators may be processed with a range of organic and inorganic substances to achieve a rapid dispersion in the bleaching liquor and to insure good stability in the detergent composition.
  • the bleach activators are preferably employed in paniculate form.
  • An example of preferred caprolactam bleach activator particles is an agglomerate of about 65%, by weight, benzoyl caprolactam; about 7% of a builder, such as aluminium silicate; about 15% sodium carbonate; about 9% dispersant, such as a polyacrylate polymer; and about 4% of a solubilizing agent, such as a linear alkyl sulfonate.
  • Another example of a preferred caprolactam bleach activator particle is an agglomerate of about 80% to about 85%, by weight, benzoyl caprolactam and about 15% to about 20% of a binder, such as tallow alcohol ethoxylate, preferably TAE25.
  • the bleach activator or mixture of bleach activators 55%, by weight, of the bleach activator or mixture of bleach activators; about 20% to about 40%, preferably about 25%, by weight, of citric acid; and about 15% to about 30%, preferably about 20%, by weight, TAE25 binding agent.
  • a 2: 1 mixture of (6-decanamidocaproyl)oxybenzenesulfonate and citric acid powder may be used.
  • the composition on the granule is 55% bleach activator, 25% citric acid, and 20% TAE25 binding agent.
  • Other preferred organic binding agents include anionic surfactants (Cj2 linear alkyl benzene sulfonates), polyethylene glycols, and TAE50.
  • a typical particle composition is about 40-60%, preferably about 55%, by weight of the bleach activator or mixture of activators, about 20-40%, preferably about 25%, of sodium hydrogen sulfate, and about 15-25%, preferably about 20%, of anionic surfactant.
  • a 2:1 mixture of (6- decanamidocaproyl)oxybenzenesulfonate and sodium hydrogen sulfate may be used.
  • Citric acid or boric acid may also be used in place of sodium hydrogen sulfate in the above examples.
  • the particle size of the resulting granules may be varied according to the desired performance/stability. Fine particles ( ⁇ 250 um) show improved solubility; though coarse particles (>1180 um) are more stable in high temperatures/moist environments. A typical, preferred particle size range is 250-1180 um; particles conforming to this specification show excellent stability and solubility.

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)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
EP94916771A 1993-05-20 1994-05-12 Bleichmethoden mit peroxysäurenaktivatoren zusammen mit enzymen Expired - Lifetime EP0699230B1 (de)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
US151316 1988-02-01
US6456393A 1993-05-20 1993-05-20
US64563 1993-05-20
US13369193A 1993-10-07 1993-10-07
US15131693A 1993-11-12 1993-11-12
US19632294A 1994-02-15 1994-02-15
US196322 1994-02-15
PCT/US1994/005372 WO1994028106A1 (en) 1993-05-20 1994-05-12 Bleaching compounds comprising peroxyacid activators used with enzymes
US133691 1998-08-13

Publications (2)

Publication Number Publication Date
EP0699230A1 true EP0699230A1 (de) 1996-03-06
EP0699230B1 EP0699230B1 (de) 1998-09-02

Family

ID=27490432

Family Applications (1)

Application Number Title Priority Date Filing Date
EP94916771A Expired - Lifetime EP0699230B1 (de) 1993-05-20 1994-05-12 Bleichmethoden mit peroxysäurenaktivatoren zusammen mit enzymen

Country Status (14)

Country Link
EP (1) EP0699230B1 (de)
JP (1) JPH08510780A (de)
CN (1) CN1086734C (de)
AT (1) ATE170552T1 (de)
AU (1) AU6833594A (de)
BR (1) BR9406531A (de)
CA (1) CA2161212A1 (de)
CZ (1) CZ305995A3 (de)
DE (1) DE69413028T2 (de)
ES (1) ES2120047T3 (de)
HU (1) HUT73731A (de)
MA (1) MA23200A1 (de)
PE (1) PE56994A1 (de)
WO (1) WO1994028106A1 (de)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5755992A (en) * 1994-04-13 1998-05-26 The Procter & Gamble Company Detergents containing a surfactant and a delayed release peroxyacid bleach system
US5686015A (en) * 1994-08-31 1997-11-11 The Procter & Gamble Company Quaternary substituted bleach activators
US5584888A (en) * 1994-08-31 1996-12-17 Miracle; Gregory S. Perhydrolysis-selective bleach activators
US5460747A (en) * 1994-08-31 1995-10-24 The Procter & Gamble Co. Multiple-substituted bleach activators
CA2205412A1 (en) * 1994-11-18 1996-05-30 Alan David Willey Bleaching compositions and bleach-additives comprising bleach activators effective at low perhydroxyl concentrations
US5523434A (en) * 1995-03-15 1996-06-04 The Procter & Gamble Company Synthesis of bleach activators
DE19609953A1 (de) * 1996-03-14 1997-09-18 Basf Ag Feste Zusammensetzung aus heterocyclischen Verbindungen und/oder Oximestern und inerten porösen Trägermaterialien und ihre Verwendung als stabile Bleichaktivator-Komponente in Wasch-, Bleich- und Reinigungsmitteln
US6100080A (en) * 1996-12-18 2000-08-08 Novo Nordisk A/S Method for enzymatic treatment of biofilm
JP2001515062A (ja) * 1997-08-20 2001-09-18 ザ、プロクター、エンド、ギャンブル、カンパニー アミド酸フェニルエステルスルホネートの調製方法および/または精製方法
EP1093512A2 (de) * 1998-07-08 2001-04-25 The Procter & Gamble Company Verfahren zur verminderung oder vorbeugung von gummizersetzung während des bleichvorgangs
DE19900939C2 (de) * 1999-01-13 2001-06-07 Clariant Gmbh Verfahren zur Herstellung von Amidosäurephenylestern
BR0108127A (pt) * 2000-02-15 2003-01-28 Procter & Gamble Método para aplicação de acabamentos de vincos duráveis para componentes têxteis, através do uso de uma preparação alvejante hidrofóbica
US6830591B1 (en) 2000-02-15 2004-12-14 The Procter & Gamble Company Method for the use of hydrophobic bleaching systems in textile preparation
WO2001060960A2 (en) * 2000-02-15 2001-08-23 The Procter & Gamble Company Method for the use of hydrophobic bleaching systems in textile preparation
US6743761B2 (en) 2000-02-15 2004-06-01 The Procter & Gamble Company Method for the one step preparation of textiles
US6527690B2 (en) 2000-06-02 2003-03-04 Bhaskar Krishna Arumugam Purification of phenyl ester salts
US6500973B2 (en) 2000-06-02 2002-12-31 Eastman Chemical Company Extractive solution crystallization of chemical compounds
KR20030037267A (ko) 2000-07-28 2003-05-12 헨켈 코만디트게젤샤프트 아우프 악티엔 바실러스속 a 7-7 (dsm 12368) 에서 추출한신규한 아밀분해 효소 및 상기 신규한 아밀분해 효소를함유하는 세척 및 세정제
US6569209B2 (en) * 2001-02-27 2003-05-27 The Procter & Gamble Company Method for the use of hydrophobic bleaching systems in cold batch textile preparation
DE102006036889A1 (de) * 2006-08-04 2008-02-07 Clariant International Limited Verwendung von Aminoacetonen und deren Salzen als Bleichkraftverstärker für Persauerstoffverbindungen
US9228158B2 (en) 2012-02-01 2016-01-05 Gurtler Industries, Inc. Composition and method for removing stains derived from chlorhexidine gluconate
CN105907483B (zh) * 2016-05-08 2019-01-15 浙江艾卡医学科技有限公司 一种含氧的多功能洗涤剂组合物
US11525106B2 (en) * 2018-04-16 2022-12-13 Dow Global Technologies Llc Tetraacetyldiamine and triacetyldiamine derivatives useful as bleach activators

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GB8310080D0 (en) * 1983-04-14 1983-05-18 Interox Chemicals Ltd Bleach composition
GB8415909D0 (en) * 1984-06-21 1984-07-25 Procter & Gamble Ltd Peracid compounds
US4852989A (en) * 1987-05-08 1989-08-01 The Procter & Gamble Company Bleaching compounds and compositions comprising fatty peroxyacids salts thereof and precursors therefor having amide moieties in the fatty chain
JPH0696720B2 (ja) * 1989-06-14 1994-11-30 花王株式会社 漂白剤及び漂白洗浄剤組成物
DE3938526A1 (de) * 1989-11-21 1991-05-23 Basf Ag Verwendung von heterocyclischen verbindungen als bleichaktivatoren oder optische aufheller in wasch- und reinigungsmitteln
HU217918B (hu) * 1992-10-23 2000-05-28 The Procter & Gamble Co. Granulált mosószerek proteáz enzimmel és fehérítővel

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Also Published As

Publication number Publication date
HUT73731A (en) 1996-09-30
PE56994A1 (es) 1995-02-01
MA23200A1 (fr) 1994-12-31
JPH08510780A (ja) 1996-11-12
CA2161212A1 (en) 1994-12-08
HU9503301D0 (en) 1996-01-29
CZ305995A3 (en) 1996-05-15
BR9406531A (pt) 1996-01-02
DE69413028T2 (de) 1999-05-06
EP0699230B1 (de) 1998-09-02
CN1124036A (zh) 1996-06-05
CN1086734C (zh) 2002-06-26
ES2120047T3 (es) 1998-10-16
DE69413028D1 (de) 1998-10-08
ATE170552T1 (de) 1998-09-15
AU6833594A (en) 1994-12-20
WO1994028106A1 (en) 1994-12-08

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