EP1056827A1 - Compositions detergentes de blanchiment contenant des polymeres de polyamine modifies - Google Patents

Compositions detergentes de blanchiment contenant des polymeres de polyamine modifies

Info

Publication number
EP1056827A1
EP1056827A1 EP99904576A EP99904576A EP1056827A1 EP 1056827 A1 EP1056827 A1 EP 1056827A1 EP 99904576 A EP99904576 A EP 99904576A EP 99904576 A EP99904576 A EP 99904576A EP 1056827 A1 EP1056827 A1 EP 1056827A1
Authority
EP
European Patent Office
Prior art keywords
bleach
polyamine
units
γçö
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
EP99904576A
Other languages
German (de)
English (en)
Other versions
EP1056827B1 (fr
Inventor
Benjamin Edgar Chapman
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 EP1056827A1 publication Critical patent/EP1056827A1/fr
Application granted granted Critical
Publication of EP1056827B1 publication Critical patent/EP1056827B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3792—Amine oxide containing polymers
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • 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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
    • 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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3723—Polyamines or polyalkyleneimines
    • 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
    • C11D3/3942—Inorganic per-compounds
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/06—Ether- or thioether carboxylic acids
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D3/3915—Sulfur-containing compounds
    • 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
    • C11D3/3917—Nitrogen-containing compounds

Definitions

  • the most preferred polyamines which comprise no "oxy" R units comprise polyamine backbones wherein less than 50% of the R groups comprise more than 3 carbon atoms.
  • polyamines can be prepared, for example, by polymerizing ethyleneimine in the presence of a catalyst such as carbon dioxide, sodium bisulfite, sulfuric acid, hydrogen peroxide, hydrochloric acid, acetic acid, etc.
  • a catalyst such as carbon dioxide, sodium bisulfite, sulfuric acid, hydrogen peroxide, hydrochloric acid, acetic acid, etc.
  • Specific methods for preparing these polyamine backbones are disclosed in U.S. Patent 2,182,306, Ulrich et al., issued December 5, 1939; U.S. Patent 3,033,746, Mayle et al., issued May 8, 1962; U.S. Patent 2,208,095, Esselmann et al., issued July 16, 1940; U.S. Patent 2,806,839, Crowther, issued September 17, 1957; and U.S. Patent 2,553,696, Wilson, issued May 21, 1951; all herein incorporated by reference.
  • Formula I This is an example of a polymer that is fully modified by one type of moiety.
  • the complexation occurs at the nitrogen sites of the polyamine, where the unshared pairs of electrons are available to complex with the anionic species of the anionic agent.
  • the modified polyamine will resist forming any kind of an ionic complex. Therefore, when mixed with agents that have high alkalinity, or when mixed with an anionic agent of the present invention but at solution conditions where the pH is above about 10, the desired complexed polyamine will not be formed. Consequently, then the mixture is processed into a bleach detergent composition, and subsequently added into a wash solution, the uncomplexed nitrogen sites of the modified polyamine can react with and destroy the bleach agent.
  • crystalline layered sodium silicates exhibit a clearly increased calcium and magnesium ion exchange capacity.
  • the layered sodium silicates prefer magnesium ions over calcium ions, a feature necessary to insure that substantially all of the "hardness" is removed from the wash water.
  • These crystalline layered sodium silicates are generally more expensive than amorphous silicates as well as other builders. Accordingly, in order to provide an economically feasible laundry detergent, the proportion of crystalline layered sodium silicates used must be determined judiciously.
  • polyacetates examples include carboxylates, polycarboxylates and polyhydroxy sulfonates.
  • examples of polyacetate and polycarboxylate builders are the sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylene diamine tetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, and citric acid.
  • Polymeric polycarboxylate builders are set forth in U.S. Patent 3,308,067, Diehl, issued March 7, 1967, the disclosure of which is incorporated herein by reference.
  • Such materials include the water-soluble salts of homo- and copolymers of aliphatic carboxylic acids such as maleic acid, itaconic acid, mesaconic acid, fumaric acid, aconitic acid, citraconic acid and methylene malonic acid.
  • Some of these materials are useful as the water-soluble anionic polymer as hereinafter described, but only if in intimate admixture with the non-soap anionic surfactant.
  • the modified polyamine and anionic surfactant are mixed in an in-line static mixer or a conventional mixer (e.g., crutcher) for at least about 1 minute.
  • the temperature at which the premixing step using the surfactant paste is performed typically is at a temperature of from about 25°C to about 80°C.
  • the mixture will typically comprise only the .anionic surfactant and the modified polyamine, other detergent adjuncts can be added with or to the mixture; such adjuncts can include, by example, sodium tripolyphosphate, water, and other detersive surfactants
  • the premix of modified polyamine and surfactant paste is initially agglomerated in a high speed mixer/densifier followed by a moderate speed mixer/densifier.
  • the high speed mixer/densifier is a Lodige CB 30 mixer or similar brand mixer.
  • These types of mixers essentially consist of a horizontal, hollow static cylinder having a centrally mounted rotating shaft around which several plough-shaped blades are attached.
  • die shaft rotates at a speed of from about 100 rpm to about 2500 rpm, more preferably from about 300 rpm to about 1600 rpm.
  • the mean residence time of the detergent ingredients in the high speed mixer/densifier is preferably in range from about 2 seconds to about 45 seconds, and most preferably from about 5 seconds to about 15 seconds.
  • Ethylene oxide is then added to the autoclave incrementally over time while closely monitoring the autoclave pressure, temperature, and ethylene oxide flow rate.
  • the ethylene oxide pump is turned off and cooling is applied to limit any temperature increase resulting from any reaction exotherm.
  • the temperature is maintained between 100 and 110 °C while the total pressure is allowed to gradually increase during the course of the reaction.
  • the temperature is increased to 110 °C and the autoclave is allowed to stir for an additional hour. At this point, vacuum is applied to remove any residual unreacted ethylene oxide.
  • the agglomerated detergent composition made by premixing the PEI 1800 E7 with LAS in the premixer exhibits less loss of the bleach agent in a wash solution, compared to a composition made by same process, except wherein the PEI 1800 E7 is sprayed-on to the detergent agglomerates after agglomeration.

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)

Abstract

Cette invention a trait à une composition détergente de blanchiment comprenant un agent de blanchiment et une polyamine complexée comportant une polyamine modifiée et une espèce anionique capable de former un complexe avec la polyamine modifiée. La polyamine modifiée est, notamment, des plus utile, s'agissant de faciliter l'élimination des salissures sur du coton ainsi qu'en tant qu'agent de dispersion. La polyamine complexée ne réagit quasiment pas avec l'agent de blanchiment dans une solution de lavage renfermant la composition détergente de blanchiment. Cette invention concerne également un procédé de préparation de composition détergente de blanchiment contenant un agent de blanchiment et une polyamine complexée ne réagissant quasiment pas avec l'agent de blanchiment dans la solution de lavage.
EP99904576A 1998-02-20 1999-02-03 Compositions detergentes de blanchiment contenant des polymeres de polyamine modifies Expired - Lifetime EP1056827B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US7538398P 1998-02-20 1998-02-20
US75383P 1998-02-20
PCT/US1999/002394 WO1999042551A1 (fr) 1998-02-20 1999-02-03 Compositions detergentes de blanchiment contenant des polymeres de polyamine modifies

Publications (2)

Publication Number Publication Date
EP1056827A1 true EP1056827A1 (fr) 2000-12-06
EP1056827B1 EP1056827B1 (fr) 2003-08-06

Family

ID=22125365

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99904576A Expired - Lifetime EP1056827B1 (fr) 1998-02-20 1999-02-03 Compositions detergentes de blanchiment contenant des polymeres de polyamine modifies

Country Status (12)

Country Link
EP (1) EP1056827B1 (fr)
JP (1) JP2002504590A (fr)
CN (1) CN1167783C (fr)
AR (1) AR014582A1 (fr)
AT (1) ATE246725T1 (fr)
BR (1) BR9908117A (fr)
CA (1) CA2320250A1 (fr)
DE (1) DE69910178T2 (fr)
ES (1) ES2200498T3 (fr)
MA (1) MA24824A1 (fr)
MX (1) MX228344B (fr)
WO (1) WO1999042551A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017085448A1 (fr) * 2015-11-16 2017-05-26 Reckitt Benckiser Vanish B.V. Composition de lessive et son procédé de fabrication
US12446578B2 (en) 2020-02-10 2025-10-21 Virox Technologies Inc. Antimicrobial compositions containing peroxyphthalic acid and/or salt thereof

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2389768A1 (fr) * 1999-11-09 2001-05-17 The Procter & Gamble Company Compositions de detergent a lessive contenant des polyamines rendus hydrophobes
US6696401B1 (en) 1999-11-09 2004-02-24 The Procter & Gamble Company Laundry detergent compositions comprising zwitterionic polyamines
US20050197274A1 (en) * 2004-03-03 2005-09-08 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Solid laundry detergent granules with polyanionic ammonium surfactant and non-aqueous binder

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69733653T2 (de) * 1996-05-03 2006-04-27 The Procter & Gamble Company, Cincinnati Schmutzabweisende polymere für baumwollmaterialien
TR199802222T2 (xx) * 1996-05-03 1999-02-22 The Procter& Gamble Company De�i�tirilmi� poliamin polimerleri ve sel�laz enzimleri i�eren deterjan bile�imleri.
US5858948A (en) * 1996-05-03 1999-01-12 Procter & Gamble Company Liquid laundry detergent compositions comprising cotton soil release polymers and protease enzymes
EP0923637B1 (fr) * 1996-08-26 2001-10-17 The Procter & Gamble Company Procede de sechage par vaporisation permettant de produire des compositions detergentes et consistant a effectuer le melange prealable de polymeres de polyamines modifiees
DE69625362T2 (de) * 1996-10-31 2003-10-30 The Procter & Gamble Company, Cincinnati Flüssige wässerige Bleichmittelzusammensetzungen und Vorbehandlungsverfahren
US5955415A (en) * 1997-08-04 1999-09-21 Lever Brothers Company, Division Of Conopco, Inc. Detergent compositions containing polyethyleneimines for enhanced peroxygen bleach stability

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9942551A1 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017085448A1 (fr) * 2015-11-16 2017-05-26 Reckitt Benckiser Vanish B.V. Composition de lessive et son procédé de fabrication
US12446578B2 (en) 2020-02-10 2025-10-21 Virox Technologies Inc. Antimicrobial compositions containing peroxyphthalic acid and/or salt thereof

Also Published As

Publication number Publication date
BR9908117A (pt) 2000-10-24
AR014582A1 (es) 2001-02-28
DE69910178T2 (de) 2004-05-27
DE69910178D1 (de) 2003-09-11
CN1298442A (zh) 2001-06-06
WO1999042551A1 (fr) 1999-08-26
ATE246725T1 (de) 2003-08-15
JP2002504590A (ja) 2002-02-12
EP1056827B1 (fr) 2003-08-06
MX228344B (en) 2005-06-07
MA24824A1 (fr) 1999-12-31
ES2200498T3 (es) 2004-03-01
MXPA00008149A (es) 2001-03-01
CA2320250A1 (fr) 1999-08-26
CN1167783C (zh) 2004-09-22

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