US20110150817A1 - Freshening compositions comprising malodor binding polymers and malodor control components - Google Patents

Freshening compositions comprising malodor binding polymers and malodor control components Download PDF

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Publication number
US20110150817A1
US20110150817A1 US12/885,884 US88588410A US2011150817A1 US 20110150817 A1 US20110150817 A1 US 20110150817A1 US 88588410 A US88588410 A US 88588410A US 2011150817 A1 US2011150817 A1 US 2011150817A1
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Prior art keywords
composition
malodor
aldehyde
methyl
control component
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US12/885,884
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Inventor
Ricky Ah-Man Woo
Christine Marie Readnour
Jason John Olchovy
Michael-Vincent Nario Malanyaon
Zaiyou Liu
Rhonda Jean Jackson
Kristin Rhedrick Williams
Carla Jean Colina
Cahit Eylem
Lon Montgomery Gray
Shih-Chuan Liou
Steven Anthony Horenziak
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Procter and Gamble Co
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Procter and Gamble Co
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Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to US12/885,884 priority Critical patent/US20110150817A1/en
Priority to US12/904,261 priority patent/US20110305659A1/en
Assigned to THE PROCTER & GAMBLE COMPANY reassignment THE PROCTER & GAMBLE COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GRAY, LON MONTGOMERY, LIU, ZAIYOU, READNOUR, CHRISTINE MARIE, COLINA, CARLA JEAN, EYLEM, CAHIT, HORENZIAK, STEVEN ANTHONY, OLCHOVY, JASON JOHN, WILLIAMS, KRISTIN RHEDRICK, WOO, RICKY AH-MAN, JACKSON, RHONDA JEAN, LIOU, SHIH-CHUAN, MALANYAON, MICHAEL-VINCENT NARIO
Priority to PCT/US2010/060466 priority patent/WO2011084463A1/en
Priority to JP2012544749A priority patent/JP5782046B2/ja
Priority to EP10795578A priority patent/EP2512527A1/en
Priority to KR1020127015607A priority patent/KR101463727B1/ko
Publication of US20110150817A1 publication Critical patent/US20110150817A1/en
Abandoned legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
    • A47L—DOMESTIC WASHING OR CLEANING; SUCTION CLEANERS IN GENERAL
    • A47L15/00—Washing or rinsing machines for crockery or tableware
    • A47L15/0002—Washing processes, i.e. machine working principles characterised by phases or operational steps
    • A47L15/0005—Rinsing phases, e.g. pre-rinsing, intermediate rinsing, final rinsing
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0068—Deodorant 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2072—Aldehydes-ketones
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2079—Monocarboxylic acids-salts thereof
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2096—Heterocyclic 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
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3481—Organic compounds containing sulfur containing sulfur in a heterocyclic ring, e.g. sultones or sulfolanes
    • 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
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/386—Preparations containing enzymes, e.g. protease or amylase
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/386—Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38663—Stabilised liquid enzyme 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
    • C11D3/50—Perfumes

Definitions

  • the present invention relates to freshening compositions comprising a malodor binding polymer, malodor control components, and an aqueous carrier; and methods thereof.
  • Freshening products for reducing or masking malodors on fabrics and in air are currently available and are described in the patent literature.
  • the Procter & Gamble Company sells fabric and air freshening products under the FEBREZE® brand name. These products typically contain perfume, solubilizer, cyclodextrin, and an aqueous carrier.
  • S.C. Johnson sells products such as Glade® Fabric and Air Odor Eliminator and Oust® Surface Disinfectant and Air Sanitizer.
  • Reckitt-Benckiser sells products such as Lysol® Disinfectant Spray.
  • Certain freshening compositions do not effectively neutralize a broad range of malodors on fabrics and in the air. Further, the time required for a composition to noticeably combat malodors may create consumer doubt as to a product's efficacy on malodors. For example, the consumer may leave the treated space before the product begins to noticeably reduce the malodor.
  • the present invention relates to a freshening composition for reducing malodor.
  • the freshening composition for reducing malodor comprises an effective amount of a malodor binding polymer; a malodor control component; an aqueous carrier.
  • the freshening composition comprises a homopolymeric polyethyleneimine having a molecular weight of 1,000 to 2,000,000; at least one aliphatic aldehyde; a glycol; a dicarboxylic acid to provide a pH of about 3 to about 8; about 90% to about 99.5% of an aqueous carrier; wherein said composition is essentially free of any material that would soil or stain fabric.
  • the present invention also relates to methods of reducing malodor comprising the steps of: providing a freshening composition comprising an effective amount of a malodor binding polymer, a malodor counteractant comprising at least one aliphatic aldehyde, an aqueous carrier, wherein said composition is essentially free of any material that would soil or stain fabric; and dispersing an effective amount of said freshening composition on an inanimate surface or in the air.
  • FIG. 1 is a bar graph showing the reduction of aldehydic malodors evaporating off fabrics treated with freshening compositions according to the present invention containing a malodor binding polymer in comparison to a freshening composition lacking such malodor binding polymer.
  • FIG. 2 is a bar graph showing microbe reduction with a freshening composition according to the present invention containing a malodor binding polymer in comparison to a freshening composition lacking such malodor binding polymer.
  • FIG. 3 is a graph showing the performance of one embodiment of a malodor control component, in accordance with the present invention, on a sulfur-based malodor.
  • FIG. 4 is a graph showing the performance of one embodiment of a malodor control component, in accordance with the present invention, on an amine-based malodor.
  • FIG. 5 is a graph showing butanethiol reduction by thiophene carboxaldehyde in combination with various acid catalysts.
  • the freshening composition of the present invention is designed to deliver genuine malodor reduction and not function merely by using perfume to cover up or mask odors.
  • the freshening composition reduces malodor in the air or on inanimate surfaces, for example, fabrics that are contaminated with environmental odors such as food and tobacco odors, or wetted with perspiration.
  • the freshening composition may also reduce microbes on inanimate surfaces or in air.
  • the freshening composition may also act as a barrier to prevent malodors from adhering to or penetrating an inanimate surface.
  • a genuine malodor reduction provides a sensory and analytically measurable (e.g. gas chromatograph) malodor reduction.
  • the freshening composition will neutralize malodors in the air and/or on fabrics.
  • “Neutralize” or “neutralization” as used herein means chemically reacting with malodor components (e.g. the reaction of primary amines with aldehydes to form imines, reductive alkylation of amines, protonation and deprotonation of amines, polymerization or de-polymerization); or suppressing the volatility of malodorous components such that other parts of the composition may react (e.g.
  • Odor neutralization may be distinguished from odor masking or odor blocking by a change in the malodorous compound, as opposed to a change in the ability to perceive the malodor without any corresponding change in the condition of the malodorous compound.
  • the freshening composition for reducing malodor comprises a malodor binding polymer, a malodor counteractant comprising at least one aliphatic aldehyde, and an aqueous carrier, wherein said composition is essentially free of materials that soil or stain fabric.
  • the total amount of surfactants (e.g. solubilizer, wetting agent) in the freshening composition is from 0% to 3% or no more than 3%, alternatively from 0% to 1% or no more than 1%, alternatively from 0% to 0.9% or no more than 0.9%, alternatively from 0% to 0.7 or no more than 0.7%, alternatively from 0% to 0.5% or no more than 0.5%, alternatively from 0% to 0.3% or no more than 0.3%, by weight of the composition.
  • Compositions with higher concentrations can make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates.
  • the freshening composition of the present invention includes a malodor binding polymer.
  • a malodor binding polymer is polymer having an available functional group (e.g. amine) that has the affinity to neutralize malodor components. Monomers having an available function group with an affinity to neutralize malodor components are also contemplated.
  • the amine will have an affinity for aldehyde malodors. The amine may react with aldehyde malodors and form a new compound, such as an aminol, imine, or enamine which is not odorous.
  • a malodor binding polymer may include amine based compounds, such as monoamines, amino acids, polyethyleneimine polymers (PEIs), modified PEIs, substituted PEIs; acrylic acid polymers, such as polyacrylate co-polymer (e.g. AcumerTM 9000 from Rohm & Haas), polyacrylic acid polymers (e.g. AcusolTM from Rohm & Haas), and modified acrylate copolymers (e.g. AculynTM from Rohm & Haas); and modified methacrylate copolymers (e.g. HydroSalTM from Salvona Technologies); or mixtures thereof.
  • amine based compounds such as monoamines, amino acids, polyethyleneimine polymers (PEIs), modified PEIs, substituted PEIs
  • acrylic acid polymers such as polyacrylate co-polymer (e.g. AcumerTM 9000 from Rohm & Haas), polyacrylic acid polymers (e.g. AcusolTM from Rohm & Ha
  • the malodor binding polymer is an amine based compound with a molecular weight greater than 100 Daltons and at least 10% of its amine groups are primary amines.
  • the amine-based compound will be a polyamine with a molecular weight greater than 150 Daltons and 15% to 80% of its amine groups are primary amines.
  • the malodor binding polymer is an amine-based compound with a molecular weight greater than 1000 Daltons and from 0% to about 10% or less than 10% of its amine groups are primary amines.
  • a general structure for a primary amine compound useful in this invention is as follows:
  • B is a carrier material, and n is an index of value of at least 1.
  • Suitable B carriers include both inorganic and organic carrier moieties.
  • inorganic carrier it is meant a carrier which is comprised of non- or substantially non-carbon based backbones.
  • Compounds containing a secondary amine group have a structure similar to the above with the exception that the compound comprises one or more —NH— groups as well as —NH 2 groups.
  • the amine compounds of this general type may be relatively viscous materials.
  • Exemplary amine based compounds are those selected from monoamines, aminoaryl derivatives, polyamines and derivatives thereof, polyamino acids and copolymers thereof, glucamines, dendrimers, PEIs, substituted amines and amides monoamines, or mixtures thereof.
  • Monoamines may be utilized in the present invention.
  • suitable monoamines for use in the present invention include, but are not limited to, primary amines that also contain hydroxy and/or alkoxy functional groups, such as the 2-hydroxyamines and/or 3-hydroxyamines; primary or secondary amines that also contain a functional group that enhances deposition of the monoamine compared to monoamines that lack that functional group, especially when the monoamine is interacting with the benefit agent.
  • Primary monoamines may also be used herein in combination with secondary monoamines. However, sufficient levels of the primary monoamine must be used to provide at least 10% of the total amine groups within such combinations as primary amine groups.
  • aminoaryl derivatives are the amino-benzene derivatives including the alkyl esters of 4-amino benzoate compounds, ethyl-4-amino benzoate, phenylethyl-4-aminobenzoate, phenyl-4-aminobenzoate, 4-amino-N′-(3-aminopropyl)-benzamide, or mixtures thereof.
  • Suitable amino functional polymers containing at least one primary amine group for the purposes of the present invention are:
  • Polyvinylamine with a MW of 300-2.10E6 Daltons e.g Lupamine series 1500, 4500, 5000, 9000 available from BASF;
  • Polyvinylamine vinylalcohol molar ratio 2:1, polyvinylaminevinylformamide—molar ratio 1:2 and polyvinylamine vinylformamide-molar ratio 2:1;
  • Triethylenetetramine diethylenetriamine, tetraethylenepentamine
  • polyoxyethylene bis[amine] available from e.g. Sigma;
  • polyoxyethylene bis[6-aminohexyl] available from e.g. Sigma;
  • TPTA N,N′-bis-(3-aminopropyl)-1,3-propanediamine linear or branched
  • BNPP 1,4-bis-(3-aminopropyl)piperazine
  • Suitable amine based compounds include polyamino acids.
  • Polyamino acids are made up of amino acids or chemically modified amino acids. The amino acids may be selected from cysteine, histidine, isoleucine, tyrosine, tryptophane, leucine, lysine, glutamic acid, glutamine, glycine, alanine, aspartic acid, arginine, asparagine, phenylalanine, proline, serine, histidine, threonine, methionine, valine, and mixtures thereof.
  • Amino acid derivatives may be tyrosine ethylate, glycine methylate, tryptophane ethylate, or mixtures thereof; homopolymers of amino acids; hydroxyamines; polyamino acids; or mixtures thereof.
  • One polyamino acid is polylysine, alternatively polylysines or polyamino acids where more than 50% of the amino acids are lysine, since the primary amine function in the side chain of the lysine is the most reactive amine of all amino acids.
  • One polyamino acid has a molecular weight of 500 to 10,000,000, alternatively between 2000 and 25,000.
  • the polyamino acid can be cross linked.
  • the cross linking can be obtained for example by condensation of the amine group in the side chain of the amino acid like lysine with the carboxyl function on the amino acid or with protein cross linkers like PEG derivatives.
  • the cross linked polyamino acids still need to have free primary and/or secondary amino groups left for neutralization.
  • Cross linked polyamino acid has a molecular weight of 20,000 to 10,000,000; alternatively between 200,000 and 2,000,000.
  • the polyamino acid or the amino acid can be co-polymerized with other reagents like for instance with acids, amides, acyl chlorides, aminocaproic acid, adipic acid, ethylhexanoic acid, caprolactam, or mixtures thereof.
  • the molar ratio used in these copolymers ranges from 1:1 (reagent/amino acid (lysine)) to 1:20, alternatively from 1:1 to 1:10.
  • the polyamino acid like polylysine can be unethoxylated or partially ethoxylated so long as the requisite amount of primary amine remains in the polymer.
  • PAMAM Starburst® polyamidoamines
  • PA DiAminoButane PolyAmine DAB
  • the malodor binding polymer is a PEI. It has been surprisingly discovered that amine based polymers at a pH of about 4 to about 8, alternatively above 5 to about 8, alternatively 7 can neutralize amine based odors. PEIs have the following general formula:
  • Homopolymeric PEIs are branched, spherical polyamines with a well defined ratio of primary, secondary and tertiary amine functions. They are best described in the following partial structural formula:
  • the freshening composition may comprise a homopolymeric polyethylenimine having a molecular weight of about 800 to about 2,000,000, alternatively about 1,000 to about 2,000,000, alternatively about 1,200 to about 25,000, alternatively about 1,300 to about 25,000, alternatively about 2,000 to about 25,000, alternatively about 10,000 to about 2,000,000, alternatively about 25,000 to about 2,000,000, alternatively about 25,000.
  • exemplary homopolymeric PEIs include those that are commercially available under the tradename Lupasol® from BASF. Lupasol products are usually obtained through polymerization of the ethylenimine monomer. The ethylenimine monomer has totally reacted in the polymer matrix.
  • Suitable Lupasol products include Lupasol FG (MW 800), G20 wfv (MW 1300), PR8515 (MW 2000), WF (MW 25,000), FC (MW 800), G20 (MW 1300), G35 (MW 1200), G100 (MW 2000), HF (MW 25,000), P (MW 750,000), PS (MW 750,000), SK (MW 2,000,000), SNA (MW 1,000,000).
  • the freshening composition comprises Lupasol HF or WF (MW 25,000), P (MW 750,000), PS (MW 750,000), SK (MW 2,000,000), 620 wfv (MW 1300) or PR 1815 (MW 2000), or Epomin SP-103, Epomin SP-110, Epomin SP-003, Epomin SP-006, Epomin SP-012, Epomin SP-018, Epomin SP-200, or partially alkoxylated polyethyleneimine, like polyethyleneimine 80% ethoxylated from Aldrich.
  • the freshening composition contains Lupasol WF (MW 25,000).
  • amine based compounds for use in the freshening composition are modified PEIs, partially alkylated polyethylene polymers, PEIs with hydroxyl groups, 1,5-pentanediamine, 1,6-hexanediamine, 1,3 pentanediamine, 3-dimethylpropanediamine, 1,2-cyclohexanediamine, 1,3-bis(aminomethyl)cyclohexane, tripropylenetetraamine, bis(3-aminopropyl)piperazine, dipropylenetriamine, tris(2-aminoethylamine), tetraethylenepentamine, bishexamethylenetriamine, bis(3-aminopropyl) 1,6-hexamethylenediamine, 3,3′-diamino-N-methyldipropylamine, 2-methyl-1,5-pentanediamine, N,N,N′,N′-tetra(2-aminoethyl)ethylenediamine, N,N,N′,N′-te
  • the malodor binding polymer may be used in an effective amount to provide a reduction of microbes on fabric and/or in the air.
  • an effective amount reduces microbes by at least 1 log difference as compared to a composition lacking the malodor binding polymer. This difference is then attributed to the use of the malodor binding polymer and not the inherent variability in the microbial species.
  • Suitable levels of malodor binding polymer are from about 0.01% to about 2%, alternatively from about 0.01% to about 1%, alternatively about 0.01% to about 0.8%, alternatively about 0.01% to about 0.6%, alternatively about 0.01% to about 0.1%, alternatively about 0.01% to about 0.07%, alternatively about 0.07%, by weight of the freshening composition.
  • Compositions with higher amount of malodor binding polymer may make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates off of the fabric.
  • the freshening composition may include malodor control components.
  • the malodor control component includes a mixture of volatile aldehydes and is designed to deliver genuine malodor neutralization and not function merely by covering up or masking odors.
  • a genuine malodor neutralization provides a sensory and analytically measurable (e.g. gas chromatograph) malodor reduction.
  • the malodor control component delivers a genuine malodor neutralization
  • the composition will reduce malodors in the vapor and/or liquid phase.
  • the freshening composition may neutralize a broader range of malodor causing materials which, in turn, further reduces malodors in the air or on inanimate surfaces.
  • the malodor control component includes a mixture of volatile aldehydes that neutralize malodors in vapor and/or liquid phase via chemical reactions. Aldehydes that are partially volatile may be considered a volatile aldehyde as used herein. Volatile aldehydes may react with amine-based odors, following the path of Schiff-base formation. Volatiles aldehydes may also react with sulfur-based odors, forming thiol acetals, hemi thiolacetals, and thiol esters in vapor and/or liquid phase. It may be desirable for these vapor and/or liquid phase volatile aldehydes to have virtually no negative impact on the desired perfume character of a product.
  • Suitable volatile aldehydes may have a vapor pressure (VP) in the range of about 0.0001 torr to 100 torr, alternatively about 0.0001 torr to about 10 torr, alternatively about 0.001 torr to about 50 torr, alternatively about 0.001 torr to about 20 torr, alternatively about 0.001 torr to about 0.100 torr, alternatively about 0.001 torr to 0.06 torr, alternatively about 0.001 torr to 0.03 torr, alternatively about 0.005 torr to about 20 torr, alternatively about 0.01 torr to about 20 torr, alternatively about 0.01 torr to about 15 torr, alternatively about 0.01 torr to about 10 torr, alternatively about 0.05 torr to about 10 torr, measured at 25° C.
  • VP vapor pressure
  • the volatile aldehydes may also have a certain boiling point (B.P.) and octanol/water partition coefficient (P).
  • B.P. boiling point
  • P octanol/water partition coefficient
  • the boiling point referred to herein is measured under normal standard pressure of 760 mmHg.
  • the boiling points of many volatile aldehydes, at standard 760 mm Hg are given in, for example, “Perfume and Flavor Chemicals (Aroma Chemicals),” written and published by Steffen Arctander, 1969.
  • the octanol/water partition coefficient of a volatile aldehyde is the ratio between its equilibrium concentrations in octanol and in water.
  • the partition coefficients of the volatile aldehydes used in the malodor control component may be more conveniently given in the form of their logarithm to the base 10, logP.
  • the logP values of many volatile aldehydes have been reported. See, e.g., the Pomona92 database, available from Daylight Chemical Information Systems, Inc. (Daylight CIS), Irvine, Calif. However, the logP values are most conveniently calculated by the “CLOGP” program, also available from Daylight CIS. This program also lists experimental logP values when they are available in the Pomona92 database.
  • ClogP The “calculated logP” (ClogP) is determined by the fragment approach of Hansch and Leo (cf., A. Leo, in Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. B. Taylor and C. A. Ramsden, Eds., p. 295, Pergamon Press, 1990).
  • the fragment approach is based on the chemical structure of each volatile aldehyde, and takes into account the numbers and types of atoms, the atom connectivity, and chemical bonding.
  • the ClogP values which are the most reliable and widely used estimates for this physicochemical property, are preferably used instead of the experimental logP values in the selection of volatile aldehydes for the malodor control component.
  • the ClogP values may be defined by four groups and the volatile aldehydes may be selected from one or more of these groups.
  • the first group comprises volatile aldehydes that have a B.P. of about 250° C. or less and ClogP of about 3 or less.
  • the second group comprises volatile aldehydes that have a B.P. of 250° C. or less and ClogP of 3.0 or more.
  • the third group comprises volatile aldehydes that have a B.P. of 250° C. or more and ClogP of 3.0 or less.
  • the fourth group comprises volatile aldehydes that have a B.P. of 250° C. or more and ClogP of 3.0 or more.
  • the malodor control component may comprise any combination of volatile aldehydes from one or more of the ClogP groups.
  • the malodor control component of the present invention may comprise, by total weight of the malodor control component, from about 0% to about 30% of volatile aldehydes from group 1, alternatively about 25%; and/or about 0% to about 10% of volatile aldehydes from group 2, alternatively about 10%; and/or from about 10% to about 30% of volatile aldehydes from group 3, alternatively about 30%; and/or from about 35% to about 60% of volatile aldehydes from group 4, alternatively about 35%.
  • Exemplary volatile aldehydes which may be used in a malodor control component include, but are not limited to, Adoxal (2,6,10-Trimethyl-9-undecenal), Bourgeonal (4-t-butylbenzenepropionaldehyde), Lilestralis 33 (2-methyl-4-t-butylphenyl)propanal), Cinnamic aldehyde, cinnamaldehyde (phenyl propenal, 3-phenyl-2-propenal), Citral, Geranial, Neral (dimethyloctadienal, 3,7-dimethyl-2,6-octadien-1-al), Cyclal C (2,4-dimethyl-3-cyclohexen-1-carbaldehyde), Florhydral (3-(3-Isopropyl-phenyl)-butyraldehyde), Citronellal (3,7-dimethyl 6-octenal), Cymal, cyclamen aldehyde, Cyclos
  • aldehydes include, but are not limited to, acetaldehyde (ethanal), pentanal, valeraldehyde, amylaldehyde, Scentenal (octahydro-5-methoxy-4,7-Methano-1H-indene-2-carboxaldehyde), propionaldehyde (propanal), Cyclocitral, beta-cyclocitral, (2,6,6-trimethyl-1-cyclohexene-1-acetaldehyde), Iso Cyclocitral (2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde), isobutyraldehyde, butyraldehyde, isovaleraldehyde (3-methyl butyraldehyde), methylbutyraldehyde (2-methyl butyraldehyde, 2-methyl butanal), Dihydrocitronellal (3,7-dimethyl octan
  • the malodor control component includes a mixture of two or more volatile aldehydes selected from the group consisting of 2-ethoxy Benzylaldehyde, 2-isopropyl-5-methyl-2-hexenal, 5-methyl Furfural, 5-methyl-thiophene-carboxaldehyde, Adoxal, p-anisaldehyde, Benzylaldehyde, Bourgenal, Cinnamic aldehyde, Cymal, Decyl aldehyde, Floral super, Florhydral, Helional, Lauric aldehyde, Ligustral, Lyral, Melonal, o-anisaldehyde, Pino acetaldehyde, P.T. Bucinal, Thiophene carboxaldehyde, trans-4-Decenal, trans trans 2,4-Nonadienal, Undecyl aldehyde, and mixtures thereof.
  • the malodor control component includes fast reacting volatile aldehydes.
  • Fast reacting volatile aldehydes refers to volatile aldehydes that either (1) reduce amine odors by 20% or more in less than 40 seconds; or (2) reduce thiol odors by 20% or more in less than 30 minutes.
  • the malodor control component includes a mixture of the volatile aldehydes listed in Table 1 and referred to herein as Accord A.
  • the malodor control component includes a mixture of the volatile aldehydes listed in Table 2 and referred to herein as Accord B.
  • the malodor control component includes a mixture of about 71.2% volatile aldehydes, the remainder being other an ester and an alcohol perfume raw material. This mixture is listed in Table 3 and referred to herein as Accord C.
  • Accords A, B, or C can be formulated in with other perfume raw materials in an amount, for example, of about 10% by weight of the malodor control component. Additionally, the individual volatile aldehydes or a various combination of the volatile aldehydes can be formulated into a malodor control component.
  • the volatile aldehydes may be present in an amount up to 100%, by weight of the malodor control component, alternatively from 1% to about 100%, alternatively from about 2% to about 100%, alternatively from about 3% to about 100%, alternatively about 50% to about 100%, alternatively about 70% to about 100%, alternatively about 80% to about 100%, alternatively from about 1% to about 20%, alternatively from about 1% to about 10%, alternatively from about 2% to about 20%, alternatively from about 3% to about 20%, alternatively from about 4% to about 20%, alternatively from about 5% to about 20%.
  • the present invention may include poly-aldehydes, for example, di-, tri-, tetra-aldehydes.
  • Such embodiments may include laundry detergents, additive, and the like for leave-on, through the wash, and rinse-off type of applications.
  • the freshening composition comprises a perfume mixture having one or more fabric-safe, non-yellowing aliphatic aldehydes.
  • a perfume mixture having one or more fabric-safe, non-yellowing aliphatic aldehydes.
  • Certain types of aldehydes that predominately comprise a straight chain aliphatic backbone will not discolor fabrics, unlike products that utilize types of aldehydes that contain multiple double bonds and benzene rings.
  • the following table illustrates the selection of aldehydes to avoid fabric yellowing.
  • suitable aliphatic aldehydes are R—COH where R is saturated C 7 to C 22 linear and/or branched with no more than two double bonds.
  • suitable aliphatic aldehydes are bourgeonal, citral, citronellyl oxyacetaldehyde, cymal, decyl aldehyde, helional, hexyl cinnamic aldehyde, lauric aldehyde, ligustral, lyral, melonal, methyl dihydro jasmonate, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, nonyl aldehyde, octyl aldehyde, oxane, P. T. bucinal, polysantol, rhubafuran, tripal, or mixtures thereof.
  • the freshening composition includes at least one aliphatic aldehyde selected from the group consisting of: bourgeonal, citral, citronellyl oxyacetaldehyde, cymal, decyl aldehyde, helional, hexyl cinnamic aldehyde, lauric aldehyde, ligustral, lyral, melonal, methyl dihydro jasmonate, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, nonyl aldehyde, 2,6-nonadien-1-al, octyl aldehyde, oxane, P.T. bucinal, polysantol, rhubafuran, tripal, and mixtures thereof.
  • aliphatic aldehyde selected from the group consisting of: bourgeonal, citral, citronellyl oxyacetaldehyde, cymal,
  • the freshening composition includes at least one aliphatic aldehyde selected from the group consisting of: burgeonal, cymal, hexyl cinnamic aldehyde, methyl dihydro jasmonate, methyl nonyl acetaldehyde, P.T. bucinal, and mixtures thereof.
  • the aliphatic aldehydes may be present in an amount from about 0.001% to about 10%, alternatively from about 0.001% to about 5%, alternatively from about 0.01% to about 1%, alternatively from about 0.02% to about 1%, alternatively from about 0.02% to about 0.5%, alternatively from about 0.02% to about 0.06%, alternatively about 0.06%, by weight of the freshening composition.
  • the freshening composition may also include perfume materials for their scent experience including enones, ketones, ionones including ionone alpha, ionone beta, ionone gamma methyl, or mixtures thereof. Suitable perfume materials are discussed in U.S. Pat. No. 5,714,137.
  • the freshening composition may contain an effective amount of perfume to provide the freshening fragrance when first sprayed, some lingering fragrance, and some extra fragrance to be released upon fabric rewetting. It may be desirable for the aliphatic aldehydes to have virtually no negative impact on the desired perfume character.
  • Certain malodor counteractants may be odoriferous and negatively impact the overall character of the fragrance.
  • a perfume/malodor counteractant premix is formed such that the perfume raw materials used are selected to neutralize any odor of the malodor counteractants.
  • This odor neutralized premix can then be added to a parent perfume mixture without affecting the character of the parent fragrance. This permits the malodor counteractants to be used broadly with a large variety of fragrance types.
  • perfume formulations that include fabric-safe malodor counteractants.
  • Low molecular weight polyols with relatively high boiling points, as compared to water, such as ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, and/or glycerine may be utilized as a malodor counteractant for improving odor neutralization of the freshening composition of the present invention.
  • Some polyols, e.g., dipropylene glycol, are also useful to facilitate the solubilization of some perfume ingredients in the composition of the present invention.
  • the glycol used in the freshening composition of the present invention may be glycerine, ethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, propylene glycol methyl ether, propylene glycol phenyl ether, propylene glycol methyl ether acetate, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, dipropylene glycol n-propyl ether, ethylene glycole phenyl ether, diethylene glycol n-butyl ether, dipropylene glycol n-butyl ether, diethylene glycol mono butyl ether, dipropylene glycol methyl ether, tripropylene glycol methyl ether, tripropylene glycol n-butyl ether, other glycol ethers, or mixtures thereof.
  • the glycol used is ethylene glycol, propylene glycol, or mixtures thereof.
  • the glycol used is
  • the low molecular weight polyol is added to the composition of the present invention at a level of from about 0.01% to about 5%, by weight of the composition, alternatively from about 0.05% to about 1%, alternatively from about 0.1% to about 0.5%, by weight of the composition.
  • Compositions with higher concentrations may make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates off of the fabric.
  • the weight ratio of low molecular weight polyol to the malodor binding polymer is from about 500:1 to about 4:1, alternatively from about 1:100 to about 25:1, alternatively from about 1:50 to about 4:1, alternatively about 4:1.
  • the freshening composition may include solubilized, water-soluble, uncomplexed cyclodextrin.
  • cyclodextrin includes any of the known cyclodextrins such as unsubstituted cyclodextrins containing from six to twelve glucose units, especially, alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin and/or their derivatives and/or mixtures thereof.
  • the alpha-cyclodextrin consists of six glucose units, the beta-cyclodextrin consists of seven glucose units, and the gamma-cyclodextrin consists of eight glucose units arranged in a donut-shaped ring.
  • the specific coupling and conformation of the glucose units give the cyclodextrins a rigid, conical molecular structure with a hollow interior of a specific volume.
  • the “lining” of the internal cavity is formed by hydrogen atoms and glycosidic bridging oxygen atoms, therefore this surface is fairly hydrophobic.
  • the unique shape and physical-chemical property of the cavity enable the cyclodextrin molecules to absorb (form inclusion complexes with) organic molecules or parts of organic molecules which can fit into the cavity. Many perfume molecules can fit into the cavity.
  • Cyclodextrin molecules are described in U.S. Pat. No. 5,714,137, and U.S. Pat. No. 5,942,217. Suitable levels of cyclodextrin are from about 0.1% to about 5%, alternatively from about 0.2% to about 4%, alternatively from about 0.3% to about 3%, alternatively from about 0.4% to about 2%, by weight of the freshening composition. Freshening compositions with higher concentrations can make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates off of the fabric. The latter is especially a problem on thin, colored, synthetic fabrics. In order to avoid or minimize the occurrence of fabric staining, the fabric may be treated at a level of less than about 5 mg of cyclodextrin per mg of fabric, alternatively less than about 2 mg of cyclodextrin per mg of fabric.
  • the malodor control component of the present invention may include an effective amount of an acid catalyst to neutralize sulfur-based malodors. It has been found that certain mild acids have an impact on aldehyde reactivity with thiols in the liquid and vapor phase. It has been found that the reaction between thiol and aldehyde is a catalytic reaction that follows the mechanism of hemiacetal and acetal formation path. When the present malodor control component contains an acid catalyst and contacts a sulfur-based malodor, the volatile aldehyde reacts with thiol. This reaction may form a thiol acetal compound, thus, neutralizing the sulfur-based odor. Without an acid catalyst, only hemi-thiol acetal is formed.
  • Suitable acid catalysts have a VP, as reported by Scifinder, in the range of about 0.001 torr to about 38 torr, measured at 25° C., alternatively about 0.001 torr to about 14 torr, alternatively from about 0.001 to about 1, alternatively from about 0.001 to about 0.020, alternatively about 0.005 to about 0.020, alternatively about 0.010 to about 0.020.
  • VP as reported by Scifinder
  • the acid catalyst may be a weak acid.
  • a weak acid is characterized by an acid dissociation constant, K a , which is an equilibrium constant for the dissociation of a weak acid; the pKa being equal to minus the decimal logarithm of K a .
  • the acid catalyst may have a pKa from about 4.0 to about 6.0, alternatively from about 4.3 and 5.7, alternatively from about 4.5 to about 5, alternatively from about 4.7 to about 4.9.
  • Suitable acid catalyst include those listed in Table 4.
  • Such acid catalysts may have a VP of about 0.001 torr to about 0.020 torr, measured at 25° C., alternatively about 0.005 torr to about 0.020 torr, alternatively about 0.010 torr to about 0.020 torr.
  • acid catalyst include 5-methyl thiophene carboxaldehyde with carboxylic acid impurity, succinic acid, or benzoic acid.
  • the malodor control component may include about 0.05% to about 5%, alternatively about 0.1% to about 1.0%, alternatively about 0.1% to about 0.5%, alternatively about 0.1% to about 0.4%, alternatively about 0.4% of an acid catalyst by weight of the malodor control component.
  • the present malodor control component may include about 0.4% of acetic acid (50:50 TC:DPM, 0.4% acetic acid).
  • the malodor control component may have a pH from about 3 to about 8, alternatively from about 4 to about 7, alternatively from about, alternatively from about 4 to about 6.
  • the malodor control component may, optionally, include odor masking agents, and/or odor blocking agents.
  • “Odor blocking” refers to the ability of a compound to dull the human sense of smell.
  • “Odor-masking” refers to the ability of a compound to mask or hide a malodorous compound. Odor-masking may include a compound with a non-offensive or pleasant smell that is dosed such that it limits the ability to sense a malodorous compound. Odor-masking may involve the selection of compounds which coordinate with an anticipated malodor to change the perception of the overall scent provided by the combination of odorous compounds.
  • the malodor control component may also, optionally, include perfume raw materials that solely provide a hedonic benefit (i.e. that do not neutralize malodors yet provide a pleasant fragrance). Suitable perfumes are disclosed in U.S. Pat. No. 6,248,135, which is incorporated in its entirety by reference.
  • the malodor control component may include a mixture of volatile aldehydes for neutralizing a malodor, perfume ionones, and a diluent.
  • the malodor control component may include 100% volatile aldehydes.
  • the freshening composition of the present invention includes a buffering agent which may be a dibasic acid, carboxylic acid, or a dicarboxylic acid like maleic acid.
  • the acid may be sterically stable, and used in this composition solely for maintaining the desired pH.
  • the freshening composition may have a pH from about 3 to about 8, alternatively from about 4 to about 7, alternatively from about 5 to about 8, alternatively from about 6 to about 8, alternatively about 6 to about 7, alternatively about 7, alternatively about 6.5.
  • Carboxylic acids such as citric acid may act as metal ion chelants and can form metallic salts with low water solubility.
  • the freshening composition is essentially free of citric acids.
  • the buffer can be alkaline, acidic or neutral.
  • suitable buffering agents for freshening compositions of this invention include biological buffering agents.
  • Some examples are nitrogen-containing materials, sulfonic acid buffers like 3-(N-morpholino)propanesulfonic acid (MOPS) or N-(2-Acetamido)-2-aminoethanesulfonic acid (ACES), which have a near neutral 6.2 to 7.5 pKa and provide adequate buffering capacity at a neutral pH.
  • Other examples are amino acids such as lysine or lower alcohol amines like mono-, di-, and tri-ethanolamine.
  • nitrogen-containing buffering agents are tri(hydroxymethyl)amino methane (HOCH2)3CNH3 (TRIS),2-amino-2-ethyl-1,3-propanediol, 2-amino-2-methyl-propanol, 2-amino-2-methyl-1,3-propanol, disodium glutamate, N-methyl diethanolamide, 2-dimethylamino-2-methylpropanol (DMAMP), 1,3-bis(methylamine)-cyclohexane, 1,3-diamino-propanol N,N′-tetra-methyl-1,3-diamino-2-propanol, N,N-bis(2-hydroxyethyl)glycine (bicine) and N-tris(hydroxymethyl)methyl glycine (tricine). Mixtures of any of the above are also acceptable.
  • the freshening compositions may contain at least about 0%, alternatively at least about 0.001%, alternatively at least about 0.01%, by weight of the composition, of a buffering agent.
  • the composition may also contain no more than about 1%, alternatively no more than about 0.75%, alternatively no more than about 0.5%, by weight of the composition, of a buffering agent.
  • the freshening composition of the present invention may contain a diluent or solubilizing aid to solubilize any excess hydrophobic organic materials, particularly any perfume materials, and also optional ingredients (e.g., insect repelling agent, antioxidant, etc.) which can be added to the composition, that are not readily soluble in the composition, to form a clear solution.
  • exemplary solubilizing aids include such as a no-foaming or low-foaming surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, zwitterionic surfactants, and mixtures thereof.
  • Exemplary solubilizing aids also include dipropylene glycol methyl ether, 3-methoxy-3-methyl-1-butanol, and mixtures thereof.
  • the freshening composition contains nonionic surfactants, cationic surfactants, and mixtures thereof.
  • the freshening composition contains hydrogenated castor oil.
  • One suitable hydrogenated castor oil that may be used in the present composition is BasophorTM, available from BASF.
  • compositions containing anionic surfactants and/or detergent surfactants may make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates off of the fabric.
  • the freshening composition is free of anionic surfactants and/or detergent surfactants.
  • solubilizing agent When the solubilizing agent is present, it is typically present at a level of from about 0.01% to about 3%, alternatively from about 0.05% to about 1%, alternatively from about 0.01% to about 0.05%, by weight of the freshening composition.
  • Freshening compositions with higher concentrations may make fabrics susceptible to soiling and/or leave unacceptable visible stains on fabrics as the solution evaporates off of the fabric.
  • the freshening composition of the present invention may include an effective amount of a compound for reducing microbes in the air or on inanimate surfaces.
  • Antimicrobial compounds are effective on gram negative and gram positive bacteria and fungi typically found on indoor surfaces that have contacted human skin or pets such as couches, pillows, pet bedding, and carpets.
  • Such microbial species include Klebsiella pneumoniae, Staphylococcus aureus, Aspergillus niger, Klebsiella pneumoniae, Steptococcus pyogenes, Salmonella choleraesuis, Escherichia coli, Trichophyton mentagrophytes , and Pseudomonoas aeruginosa .
  • the antimicrobial compounds are also effective on viruses such H1-N1, Rhinovirus, Respiratory Syncytial, Poliovirus Type 1, Rotavirus, Influenza A, Herpes simplex types 1 & 2, Hepatitis A, and Human Coronavirus.
  • Antimicrobial compounds suitable in the freshening composition of the present invention can be any organic material which will not cause damage to fabric appearance (e.g., discoloration, coloration such as yellowing, bleaching).
  • Water-soluble antimicrobial compounds include organic sulfur compounds, halogenated compounds, cyclic organic nitrogen compounds, low molecular weight aldehydes, quaternary compounds, dehydroacetic acid, phenyl and phenoxy compounds, or mixtures thereof.
  • a quaternary compound is used.
  • Examples of commercially available quaternary compounds suitable for use in the freshening composition is Barquat available from Lonza Corporation; and didecyl dimethyl ammonium chloride quat under the trade name Bardac® 2250 from Lonza Corporation.
  • the antimicrobial compound may be present in an amount from about 500 ppm to about 7000 ppm, alternatively about 1000 ppm to about 5000 ppm, alternatively about 1000 ppm to about 3000 ppm, alternatively about 1400 ppm to about 2500 ppm, by weight of the freshening composition.
  • the freshening composition of the present invention may include a preservative.
  • the preservative is included in the present invention in an amount sufficient to prevent spoilage or prevent growth of inadvertently added microorganisms for a specific period of time, but not sufficient enough to contribute to the odor neutralizing performance of the freshening composition.
  • the preservative is not being used as the antimicrobial compound to kill microorganisms on the surface onto which the composition is deposited in order to eliminate odors produced by microorganisms. Instead, it is being used to prevent spoilage of the freshening composition in order to increase the shelf-life of the composition.
  • the preservative can be any organic preservative material which will not cause damage to fabric appearance, e.g., discoloration, coloration, bleaching.
  • Suitable water-soluble preservatives include organic sulfur compounds, halogenated compounds, cyclic organic nitrogen compounds, low molecular weight aldehydes, parabens, propane diaol materials, isothiazolinones, quaternary compounds, benzoates, low molecular weight alcohols, dehydroacetic acid, phenyl and phenoxy compounds, or mixtures thereof.
  • Non-limiting examples of commercially available water-soluble preservatives for use in the present invention include a mixture of about 77% 5-chloro-2-methyl-4-isothiazolin-3-one and about 23% 2-methyl-4-isothiazolin-3-one, a broad spectrum preservative available as a 1.5% aqueous solution under the trade name Kathon® CG by Rohm and Haas Co.; 5-bromo-5-nitro-1,3-dioxane, available under the tradename Bronidox L® from Henkel; 2-bromo-2-nitropropane-1,3-diol, available under the trade name Bronopol® from Inolex; 1,1′-hexamethylene bis(5-(p-chlorophenyl)biguanide), commonly known as chlorhexidine, and its salts, e.g., with acetic and digluconic acids; a 95:5 mixture of 1,3-bis(hydroxymethyl)-5,5-dimethyl-2,4-imid
  • Suitable levels of preservative are from about 0.0001% to about 0.5%, alternatively from about 0.0002% to about 0.2%, alternatively from about 0.0003% to about 0.1%, by weight of the freshening composition.
  • the freshening composition may include a wetting agent that provides a low surface tension that permits the composition to spread readily and more uniformly on hydrophobic surfaces like polyester and nylon. It has been found that the aqueous solution, without such a wetting agent will not spread satisfactorily. The spreading of the composition also allows it to dry faster, so that the treated material is ready to use sooner. Furthermore, a composition containing a wetting agent may penetrate hydrophobic, oily soil better for improved malodor neutralization. A composition containing a wetting agent may also provide improved “in-wear” electrostatic control. For concentrated compositions, the wetting agent facilitates the dispersion of many actives such as antimicrobial actives and perfumes in the concentrated aqueous compositions.
  • Nonlimiting examples of wetting agents include block copolymers of ethylene oxide and propylene oxide.
  • Suitable block polyoxyethylene-polyoxypropylene polymeric surfactants include those based on ethylene glycol, propylene glycol, glycerol, trimethylolpropane and ethylenediamine as the initial reactive hydrogen compound.
  • Polymeric compounds made from a sequential ethoxylation and propoxylation of initial compounds with a single reactive hydrogen atom, such as C 12-18 aliphatic alcohols, are not generally compatible with the cyclodextrin.
  • Certain of the block polymer surfactant compounds designated Pluronic® and Tetronic® by the BASF-Wyandotte Corp., Wyandotte, Mich., are readily available.
  • Nonlimiting examples of cyclodextrin-compatible wetting agents of this type are described in U.S. Pat. No. 5,714,137 and include the Silwet® surfactants available from Momentive Performance Chemical, Albany, N.Y. Exemplary Silwet surfactants are as follows:
  • the freshening composition of the present invention may include an aqueous carrier.
  • the aqueous carrier which is used may be distilled, deionized, or tap water. Water may be present in any amount for the composition to be an aqueous solution. In some embodiments, water may be present in an amount of about 85% to 99.5%, alternatively about 90% to about 99.5%, alternatively about 92% to about 99.5%, alternatively about 95%, by weight of said freshening composition. Water containing a small amount of low molecular weight monohydric alcohols, e.g., ethanol, methanol, and isopropanol, or polyols, such as ethylene glycol and propylene glycol, can also be useful.
  • the volatile low molecular weight monohydric alcohols such as ethanol and/or isopropanol should be limited since these volatile organic compounds will contribute both to flammability problems and environmental pollution problems. If small amounts of low molecular weight monohydric alcohols are present in the composition of the present invention due to the addition of these alcohols to such things as perfumes and as stabilizers for some preservatives, the level of monohydric alcohol may be less than about 6%, alternatively less than about 3%, alternatively less than about 1%, by weight of the freshening composition.
  • Adjuvants can be optionally added to the freshening composition herein for their known purposes.
  • adjuvants include, but are not limited to, water soluble metallic salts, antistatic agents, insect and moth repelling agents, colorants, antioxidants, and mixtures thereof.
  • the freshening composition can be made in any suitable manner known in the art. All of the ingredients can simply be mixed together. In certain embodiments, it may be desirable to make a concentrated mixture of ingredients and dilute by adding the same to an aqueous carrier before dispersing the composition into the air or on an inanimate surface.
  • the malodor binding polymer may be dispersed in one vessel containing deionized water and ethanol, and low molecular polyols. To this vessel, then, the buffer is added until fully dispersed and visually dissolved. In a separate vessel, the solubilizer and perfume are mixed until homogenous. The solution of solubilizer and perfume are then added to the first mixing vessel, and mixed until homogenous.
  • the freshening composition of the present invention can be used by dispersing, e.g., by placing the aqueous solution into a dispensing means, such as a spray dispenser and spraying an effective amount into the air or onto the desired surface or article.
  • a dispensing means such as a spray dispenser and spraying an effective amount into the air or onto the desired surface or article.
  • An effective amount as defined herein means an amount sufficient to neutralize malodor to the point that it is not discernible by the human sense of smell yet not so much as to saturate or create a pool of liquid on an article or surface and so that, when dry, there is no visual deposit readily discernible.
  • Dispersing can be achieved by using a spray device, a roller, a pad, etc.
  • the present invention encompasses the method of dispersing an effective amount of the composition for reducing malodor onto household surfaces.
  • the household surfaces are selected from the group consisting of countertops, cabinets, walls, floors, bathroom surfaces, and kitchen surfaces.
  • the present invention encompasses the method of dispersing a mist of an effective amount of the composition for reducing malodor onto fabric and/or fabric articles.
  • the fabric and/or fabric articles include, but are not limited to, clothes, curtains, drapes, upholstered furniture, carpeting, bed linens, bath linens, tablecloths, sleeping bags, tents, car interior, e.g., car carpet, fabric car seats, etc.
  • the present invention encompasses the method of dispersing a mist of an effective amount of the composition for reducing malodor impression onto and into shoes wherein the shoes are not sprayed to saturation.
  • the present invention encompasses the method of dispersing a mist of an effective amount of the composition for reducing malodor impression onto shower curtains.
  • the present invention relates to the method of dispersing a mist of an effective amount of the composition for reducing malodor impression onto and/or into garbage cans and/or recycling bins.
  • the present invention relates to the method of dispersing a mist of an effective amount of the composition for reducing malodor impression into the air to neutralize malodor.
  • the present invention relates to the method of dispersing a mist of an effective amount of the composition for reducing malodor impression into and/or onto major household appliances including, but not limited to, refrigerators, freezers, washing machines, automatic dryers, ovens, microwave ovens, dishwashers, etc., to neutralize malodor.
  • the present invention relates to the method of dispersing a mist of an effective amount of the composition for reducing malodor impression onto cat litter, pet bedding and pet houses to neutralize malodor.
  • the present invention relates to the method of dispersing a mist of an effective amount of the composition for reducing malodor impression onto household pets to neutralize malodor.
  • Table 6 show non-limiting examples of freshening compositions according to the present invention.
  • Formulations VI, VII, and VIII in Table 6 are prepared and compared to Control Formulation V, a composition containing no malodor binding polymer, for their effect on malodor.
  • FIG. 1 shows that when including a malodor binding polymer in a freshening composition in accordance with the present invention, aldehydic malodor evaporating off the treated fabric decreases.
  • Fabric samples are infused with the malodor of interest.
  • For grease infusion place 8 ounces of grease in a PrestoTM electric skillet and cover with the skillet lid. Place the skillet in a 30 gallon metal garbage can. Run the electric cord from the skillet through a 1.5 inch hole in the garbage can. Heat the skillet to 121° C. and allow it to equilibrate for 15 minutes. Remove the lid. Suspend 8 inch by 8 inch fabric swatches from the metal clips on a carousel in the garbage can lid. Measured from the bottom of the swatches, the distance to the top of the skillet is 8 inches. Place lid on garbage can and manually turn the carousel 15 rotations per minute for a period of 40 minutes.
  • spray the swatches with the respective freshening compositions that are to be tested After infusion, spray the swatches with the respective freshening compositions that are to be tested.
  • the spray for each swatch consists of two full strokes of the trigger sprayer bottle. The bottle is held 6 inches away from the fabric and the spray is centered on the fabric.
  • Table 7 show non-limiting examples of freshening compositions according to the present invention.
  • FIG. 2 shows the results of formulations with and without PEIs when tested for non-residual fabric sanitizer efficacy against Staphylococcus aureus (ATCC 6538), Aspergillus niger (ATCC 6275), Proteus mirabilis (ATCC 7002) and Pseudomonas aeruginosa (ATCC 15442).
  • Formulation efficacy was assessed by employing a North American Bactericidal Fabric Spray Test Method that is a quantitative modification of the AOAC Germicidal Spray Products Test method (961.02). This method is a recognized test standard in accordance to U.S. EPA Pesticide Assessment Guidelines Subdivision G, Series 91-52(b)(1).
  • the referenced AOAC method was applied to fabric surfaces. Fabric swatches (1.5 inch, 100% blue oxford cotton) as can be obtained from Testfabrics Inc. were treated with 2 fully depressed sprays of trigger sprayer bottle containing the respective formulation.
  • a contact time between 10 to 30 minutes at ambient temperature was chosen as a conservative time estimate for sprayed fabric surfaces, as provided in Subdivision G, Series 91-1 (b) (4) (i). Any excess liquid is drained off and then transferred to a jar containing 20 ml neutralizer and/or growth promoting broth. The jar is mixed by vortexing, followed by sonication in a Branson Bransonic Ultrasonic Sonicator for 5 minutes. Within 30 minutes of neutralization, the jar is mixed for 2-3 seconds on a vortex type mixer and serially diluted. All the samples were incubated (48 ⁇ 4 hours) under the appropriate conditions and monitored for growth or no growth. Samples are plated and counted to determine mean log 10 reduction.
  • Malodor standards are prepared by pipeting 1 mL of butylamine (amine-based malodor) and butanethiol (sulfur-based malodor) into a 1.2 liter gas sampling bag. The bag is then filled to volume with nitrogen and allowed to sit for at least 12 hours to equilibrate.
  • 1.5 mL of the target malodor standard is injected into each vial containing a volatile aldehyde or Accord sample.
  • the samples are held at room temperature for 30 minutes prior to injection into the system.
  • a 1 mL headspace syringe is used to inject 250 ⁇ L of each sample into the system for the thiol samples.
  • the samples are injected immediately into the system after the malodor is introduced.
  • a 1 mL headspace syringe is used to inject 500 ⁇ L of each sample into the system for the amine samples.
  • a GC pillow is used for the amine analysis to shorten the run times.
  • Samples are then analyzed using a GC/MS with a DB-5, 20 m, 1 ⁇ m film thickness column with an MPS-2 autosampler equipment with static headspace function. Data is analyzed by ion extraction on each total ion current current (56 for thiol-30 for amine) and the area is used to calculate the percent reduction from the malodor standard for each sample.
  • Table 8 shows the effect of certain volatile aldehydes on neutralizing amine-based and sulfur based malodors at 40 seconds and 30 minutes, respectively.
  • Table 9 shows the percent reduction of butylamine and butaniethiol at 40 seconds and 30 minutes, respectively, for Accords A, B, and C.
  • test chamber Place each covered Petri dish into individual test chambers.
  • Each test chamber is 39.25 inches wide, by 25 inches deep, by 21.5 inches high with a volume of 12.2 cubic feet (0.34 cubic meters).
  • the test chamber can be purchased from Electro-Tech Systems, Glenside, Pa.
  • Each test chamber is equipped with a fan (Newark catalog #701(9932, 115 VAC, 90CFM) purchased from Newark Electronics, Chicago, Ill.
  • trained evaluators open each chamber, smell the chamber for malodor intensity, and assign a malodor score, based on the scale in Table 11.
  • the chamber door is closed but not locked between sequential evaluators.
  • the scores are tabulated and the average score for each time interval is recorded.
  • FIG. 3 shows that the formulation having 10% of the malodor control composition of the present invention reduces the garlic malodor more than the Control composition that lacks such malodor control composition.
  • test chambers The specifications of the test chamber are the same as those in the above sulfur-based (i.e. garlic) malodor test. Remove the lids to expose the malodor for a dwell time sufficient for providing an initial odor intensity grade of 70-80 (about 1 minute). Once the initial odor intensity grade has been reached in a test chamber, remove the Petri dish from the test chamber.
  • trained evaluators open each chamber, smell the chamber for malodor intensity, and assign a malodor score, based on the scale in Table 9.
  • the chamber door is closed but not locked between sequential evaluators.
  • the scores are tabulated and the average score for each time interval is recorded.
  • FIG. 4 shows that the formulation having 10% of the malodor control composition of the present invention reduces the fish malodor more than the Control that lacks such malodor control composition.
  • Malodor standards are prepared by pipeting 1 mL of butanethiol (sulfur-based malodor) into a 1.2 liter gas sampling bag. The bag is then filled to volume with nitrogen and allowed to sit for at least 12 hours to equilibrate.
  • a 1 ⁇ L aliquot of each of the following samples are pipeted into individual 10 mL silanized headspace vials in duplicate.
  • the following samples were analyzed: Thiophene carboxyaldehyde as a control, and a 50/50 mixture of Thiophene Carboxaldehyde and each of the following acid catalysts, at 0.04%, at 0.10%, at 0.43% in DPM, at 1.02% in DPM, and at 2.04% in DPM, is pipeted into individual 10 mL silanized headspace vials: phenol, mesitylenic acid, caprylic acid, succinic acid, pivalic acid, tiglic acid, and benzoic acid.
  • the vials are sealed and allowed to equilibrate for at least 12 hours.
  • the target malodor standard is injected into each vial containing a sample.
  • the samples are held at room temperature for 30 minutes prior to injection.
  • Samples are then analyzed using a GC/MS with a DB-5, 20 m, 1 ⁇ m film thickness column with an MPS-2 autosampler utilizing static headspace function.
  • a 1 mL headspace syringe is used to inject 250 ⁇ L of each sample into the system.
  • a repetition of at least 2 of the malodor standard is run according to the respective method.
  • Data is analyzed by ion extraction on each total ion current current (56 for thiol), and the area is used to calculate the % reduction from the malodor standard for each acid catalyst sample.
  • FIG. 5 demonstrates that low vapor pressure acid catalysts provide up to 3 times better reduction of sulfur-based malodors in comparison to the control.

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US12/885,884 US20110150817A1 (en) 2009-12-17 2010-09-20 Freshening compositions comprising malodor binding polymers and malodor control components
US12/904,261 US20110305659A1 (en) 2009-09-18 2010-10-14 Freshening compositions comprising malodor binding polymers and malodor control components
PCT/US2010/060466 WO2011084463A1 (en) 2009-12-17 2010-12-15 Freshening compositions comprising malodor binding polymers and malodor control components
JP2012544749A JP5782046B2 (ja) 2009-12-17 2010-12-15 悪臭結合ポリマー及び悪臭制御構成成分を含むフレッシュニング組成物
EP10795578A EP2512527A1 (en) 2009-12-17 2010-12-15 Freshening compositions comprising malodor binding polymers and malodor control components
KR1020127015607A KR101463727B1 (ko) 2009-12-17 2010-12-15 악취 결합 중합체 및 악취 제어 성분을 포함하는 청향 조성물

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US12/969,639 Active 2031-05-30 US8461089B2 (en) 2009-12-17 2010-12-16 Dishwashing detergent composition having a malodor control component and methods of cleaning dishware
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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110146725A1 (en) * 2009-12-17 2011-06-23 Ricky Ah-Man Woo Hard Surface Cleaning Composition Having A Malodor Control Component And Methods Of Cleaning Hard Surfaces
US20120252893A1 (en) * 2010-08-27 2012-10-04 Julio Pimentel Antimicrobial formulation
US8927474B2 (en) 2012-03-16 2015-01-06 S.C. Johnson & Son, Inc. Compressed gas aerosol composition in steel can
US9044414B2 (en) 2008-06-13 2015-06-02 S.C. Johnson & Son, Inc. Compositions containing a solvated active agent for dispensing as a gas aerosol
US10610611B2 (en) * 2015-07-20 2020-04-07 S. C. Johnson & Son, Inc. Water-based fragrance composition, fragrance delivery device, and method of providing a long-lasting scent
US20200115112A1 (en) * 2015-07-08 2020-04-16 The Glad Products Company Thermoplastic films and bags with enhanced odor control and methods of making the same
US10736343B2 (en) 2011-10-20 2020-08-11 Anitox Corporation Antimicrobial formulations with pelargonic acid
US11603509B2 (en) * 2018-04-27 2023-03-14 The Procter & Gamble Company Acidic hard surface cleaners comprising alkylpyrrolidones

Families Citing this family (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK2365055T3 (en) 2010-03-01 2018-03-05 Procter & Gamble COMPOSITION INCLUDING SUBSTITUTED CELLULOSE POLYMES AND AMYLASE
US8889612B2 (en) * 2010-04-19 2014-11-18 The Procter & Gamble Company Method of laundering fabric using a compacted liquid laundry detergent composition
CN102234810A (zh) * 2010-04-20 2011-11-09 深圳富泰宏精密工业有限公司 不锈钢蚀刻后的清洗剂及其使用方法
ES2565192T3 (es) * 2010-04-23 2016-04-01 The Procter & Gamble Company Método para perfumar
CA2806265C (en) * 2010-08-17 2016-10-18 The Procter & Gamble Company Method for hand washing dishes having long lasting suds
US8653015B2 (en) * 2011-04-13 2014-02-18 American Sterilizer Company Environmentally friendly, multi-purpose refluxing cleaner
CN103874756B (zh) * 2011-10-19 2017-04-05 巴斯夫欧洲公司 配制剂、其作为或用于制备洗碟机用洗涤剂的用途及其制备
AR092788A1 (es) * 2012-01-18 2015-05-06 Procter & Gamble Composiciones detergentes acidas para lavanderia
JP6004515B2 (ja) * 2012-02-20 2016-10-12 国立研究開発法人海洋研究開発機構 酵素の活性測定方法
US8859478B2 (en) * 2012-03-09 2014-10-14 Process Cleaning Solutions Ltd. Cleaning composition/solutions and use thereof
WO2013154899A2 (en) * 2012-04-10 2013-10-17 The Procter & Gamble Company Malodor reduction compositions
US9790456B2 (en) * 2012-12-20 2017-10-17 Ecolab Usa Inc. Citrate salt bathroom cleaners
US9534190B2 (en) * 2012-12-20 2017-01-03 Ecolab Usa Inc. Citrate salt bathroom cleaners
US10301576B2 (en) * 2013-02-28 2019-05-28 Basf Se Formulations, their use as or for producing dishwashing detergents and their production
CA2910881C (en) 2013-05-24 2018-06-26 The Procter & Gamble Company Concentrated surfactant composition
CN105209587A (zh) 2013-05-24 2015-12-30 宝洁公司 包含非离子表面活性剂的低ph洗涤剂组合物
CA2910875C (en) 2013-05-24 2018-11-06 The Procter & Gamble Company Low ph detergent composition
JP6257102B2 (ja) * 2013-06-12 2018-01-10 ライオン株式会社 洗浄剤組成物
US9309485B2 (en) * 2013-06-26 2016-04-12 Ecolab USA, Inc. Use of nonionics as rheology modifiers in liquid cleaning solutions
KR102115548B1 (ko) 2013-12-16 2020-05-26 삼성전자주식회사 유기물 세정 조성물 및 이를 이용하는 반도체 장치의 제조 방법
US9611449B2 (en) * 2014-02-11 2017-04-04 Gregory E Robinson Multi-purpose cleaning composition
US20150252310A1 (en) 2014-03-07 2015-09-10 Ecolab Usa Inc. Alkyl amides for enhanced food soil removal and asphalt dissolution
JP6809906B2 (ja) * 2014-05-28 2021-01-06 ノボザイムス アクティーゼルスカブ ポリペプチドの使用
US9957469B2 (en) 2014-07-14 2018-05-01 Versum Materials Us, Llc Copper corrosion inhibition system
JP6521507B2 (ja) * 2014-12-29 2019-05-29 ライオン株式会社 繊維製品用の液体洗浄剤
EP3247782A1 (en) * 2015-01-21 2017-11-29 Basf Se Cleaning composition and method of forming the same
HUE036591T2 (hu) * 2015-06-05 2018-08-28 Procter & Gamble Kompaktált folyékony mosószerkészítmény
KR102537436B1 (ko) * 2015-07-17 2023-05-25 아질렉스 플레이버스 앤드 프레이그런시스, 인크. 악취 감소용 조성물 및 그의 사용
US10358625B2 (en) * 2015-07-17 2019-07-23 S. C. Johnson & Son, Inc. Non-corrosive cleaning composition
WO2017099932A1 (en) 2015-12-07 2017-06-15 S.C. Johnson & Son, Inc. Acidic hard surface cleaner with glycine betaine amide
US11339353B2 (en) 2015-12-07 2022-05-24 S.C. Johnson & Son, Inc. Acidic hard surface cleaner with glycine betaine ester
FR3047488B1 (fr) * 2016-02-05 2020-02-28 Laboratoires Anios Compositions detergentes pour le nettoyage dans l'industrie cosmetique et pharmaceutique.
US10676621B2 (en) 2016-03-04 2020-06-09 S. C. Johnson & Son, Inc. Multi-purpose floor finish composition
US11096877B2 (en) 2016-03-29 2021-08-24 Lg Household & Health Care Ltd. Perfume composition capable of masking odor of formulation containing amine
BR112018073598B1 (pt) * 2016-05-17 2022-09-27 Unilever Ip Holdings B.V Composição líquida para lavagem de roupas e uso de uma composição líquida detergente para lavagem de roupas
EP3458561B1 (en) * 2016-05-17 2020-10-14 Unilever PLC Liquid laundry detergent compositions
CN106520396A (zh) * 2016-10-29 2017-03-22 袁春华 一种强力去污柚子油磨砂清洁剂的制备方法
EP3541355B1 (en) 2016-11-21 2023-06-07 Bell Flavors And Fragrances, Inc. Malodor counteractant composition and methods
JP7001344B2 (ja) 2016-12-28 2022-01-19 小林製薬株式会社 芳香剤組成物
EP3399012A1 (en) * 2017-05-05 2018-11-07 The Procter & Gamble Company Liquid detergent compositions with improved rheology
EP3399013B1 (en) 2017-05-05 2022-08-03 The Procter & Gamble Company Laundry detergent compositions with improved grease removal
US11938242B2 (en) 2017-11-03 2024-03-26 The Procter & Gamble Plaza Apparatus and method for reducing malodor on surfaces
EP3569681A1 (en) 2018-05-15 2019-11-20 The Procter & Gamble Company Improved prevention of water marks and splash marks
EP3569683B1 (en) 2018-05-15 2020-10-14 The Procter & Gamble Company Liquid acidic hard surface cleaning compositions providing improved maintenance of surface shine, and prevention of water marks and splash marks
US11008536B2 (en) * 2019-03-13 2021-05-18 American Sterilizer Company Liquid product for stainless-steel corrosion remediation
CA3057217A1 (en) * 2019-10-02 2021-04-02 Fluid Energy Group Ltd. Composition useful in metal sulfide scale removal
CN111393553B (zh) * 2019-11-27 2021-12-17 浙江工业大学 一种有机低聚物的制备方法和含有该有机低聚物的有机复合热稳定剂及其应用
WO2021223222A1 (en) * 2020-05-08 2021-11-11 The Procter & Gamble Company Liquid laundry detergent composition
US11667871B2 (en) * 2020-09-18 2023-06-06 Henkel Ag & Co. Kgaa Use of alkyl dialkylamine oxide and surfactant blend to increase mildness of unit dose or liquid laundry detergent
EP4174159A1 (en) * 2021-11-02 2023-05-03 The Procter & Gamble Company Acidic liquid fabric care compositions
EP4257663A1 (en) * 2022-04-05 2023-10-11 The Procter & Gamble Company Food contact surface sanitizing liquid
WO2024126317A1 (en) 2022-12-12 2024-06-20 Clariant International Ltd Liquid laundry detergent compositions containing cucurbiturils

Family Cites Families (117)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2702279A (en) 1955-02-15 Detergent compositions having
US2082275A (en) 1934-04-26 1937-06-01 Gen Aniline Works Inc Substituted betaines
US2255082A (en) 1938-01-17 1941-09-09 Gen Aniline & Film Corp Capillary active compounds and process of preparing them
DE735096C (de) 1940-12-09 1943-05-06 Ig Farbenindustrie Ag Verfahren zur Herstellung von Sulfonsaeuren
US2438091A (en) 1943-09-06 1948-03-16 American Cyanamid Co Aspartic acid esters and their preparation
US2528378A (en) 1947-09-20 1950-10-31 John J Mccabe Jr Metal salts of substituted quaternary hydroxy cycloimidinic acid metal alcoholates and process for preparation of same
US2503280A (en) 1947-10-24 1950-04-11 Du Pont Azo catalysts in preparation of sulfonic acids
US2507088A (en) 1948-01-08 1950-05-09 Du Pont Sulfoxidation process
US2658072A (en) 1951-05-17 1953-11-03 Monsanto Chemicals Process of preparing amine sulfonates and products obtained thereof
FR1247957A (fr) 1958-09-28 1960-12-09 Ajinomoto Kk Procédé de séparation continue d'aminoacides racémiques
US3372188A (en) 1965-03-12 1968-03-05 Union Oil Co Sulfoxidation process in the presence of sulfur trioxide
GB1082179A (en) 1965-07-19 1967-09-06 Citrique Belge Nv Unsaturated carboxylic salt materials and derivatives thereof
US3812044A (en) 1970-12-28 1974-05-21 Procter & Gamble Detergent composition containing a polyfunctionally-substituted aromatic acid sequestering agent
CA995092A (en) 1972-07-03 1976-08-17 Rodney M. Wise Sulfated alkyl ethoxylate-containing detergent composition
DE2437090A1 (de) 1974-08-01 1976-02-19 Hoechst Ag Reinigungsmittel
US4228044A (en) 1978-06-26 1980-10-14 The Procter & Gamble Company Laundry detergent compositions having enhanced particulate soil removal and antiredeposition performance
JPS60136506A (ja) * 1983-12-23 1985-07-20 Takasago Corp 脱臭・消臭剤
US4663071A (en) 1986-01-30 1987-05-05 The Procter & Gamble Company Ether carboxylate detergent builders and process for their preparation
GB8618635D0 (en) 1986-07-30 1986-09-10 Unilever Plc Detergent composition
US4954292A (en) 1986-10-01 1990-09-04 Lever Brothers Co. Detergent composition containing PVP and process of using same
JPS6392698A (ja) * 1986-10-08 1988-04-23 花王株式会社 台所用洗浄剤組成物
US4704233A (en) 1986-11-10 1987-11-03 The Procter & Gamble Company Detergent compositions containing ethylenediamine-N,N'-disuccinic acid
US6033679A (en) * 1998-04-27 2000-03-07 The Procter & Gamble Company Uncomplexed cyclodextrin compositions for odor control
US5942217A (en) * 1997-06-09 1999-08-24 The Procter & Gamble Company Uncomplexed cyclodextrin compositions for odor control
DD272608A1 (de) 1988-05-30 1989-10-18 Akad Wissenschaften Ddr Querstromfiltermodul
US5795566A (en) 1989-05-29 1998-08-18 Robertet S.A. Deodorant compositions containing at least two aldehydes and the deodorant products containing them
US5321074A (en) 1993-07-26 1994-06-14 Eastman Chemical Company Process for preparing hydrolytically stable poly (ethylene-2,6-naphthalene dicarboxylate) polymers
JP3691061B2 (ja) 1993-11-30 2005-08-31 クエスト・インターナショナル・ビー・ブイ 抗煙香料及び組成物
HU218030B (hu) 1994-08-12 2000-05-28 The Procter & Gamble Co. Nem komplexált ciklodextrin-oldatok élettelen felületek szagtalanítására és alkalmazásuk
US5670475A (en) 1994-08-12 1997-09-23 The Procter & Gamble Company Composition for reducing malodor impression of inanimate surfaces
EP0783034B1 (en) 1995-12-22 2010-08-18 Mitsubishi Rayon Co., Ltd. Chelating agent and detergent comprising the same
EG21623A (en) 1996-04-16 2001-12-31 Procter & Gamble Mid-chain branced surfactants
PH11997056158B1 (en) 1996-04-16 2001-10-15 Procter & Gamble Mid-chain branched primary alkyl sulphates as surfactants
EG22088A (en) 1996-04-16 2002-07-31 Procter & Gamble Alkoxylated sulfates
ES2236789T3 (es) 1997-02-14 2005-07-16 THE PROCTER & GAMBLE COMPANY Composiciones liquidas limpiadoras de superficies rigidas.
JP4489190B2 (ja) * 1997-03-07 2010-06-23 ザ、プロクター、エンド、ギャンブル、カンパニー 金属ブリーチ触媒およびブリーチアクチベーターおよび／または有機過カルボン酸を含有したブリーチ組成物
US5955093A (en) * 1997-06-09 1999-09-21 The Procter & Gamble Company Uncomplexed cyclodextrin compositions for odor control
JP2002507133A (ja) * 1997-06-09 2002-03-05 ザ、プロクター、エンド、ギャンブル、カンパニー 臭気抑制用の改善された未複合シクロデキストリン組成物
HUP0002572A3 (en) 1997-07-21 2001-04-28 Procter & Gamble Detergent compositions containing mixtures of crystallinity-disrupted surfactants
BR9811519A (pt) 1997-07-21 2000-09-12 Procter & Gamble Processos aperfeiçoados para fabricação de surfactantes de alquilbenzeno-sulfonato e produtos dos mesmos
AU8124398A (en) 1997-07-21 1999-02-16 Procter & Gamble Company, The Process for making alkylbenzenesulfonate surfactants from alcohols and products thereof
CZ299604B6 (cs) 1997-07-21 2008-09-17 The Procter & Gamble Company Systém alkylarylsulfonátových povrchove aktivníchlátek a cisticí prípravek s jeho obsahem
ZA986448B (en) 1997-07-21 1999-01-21 Procter & Gamble Cleaning products comprising improved alkylarylsulfonate surfactants prepared via vinylidene olefins and processes for preparation thereof
PH11998001775B1 (en) 1997-07-21 2004-02-11 Procter & Gamble Improved alkyl aryl sulfonate surfactants
CA2298618C (en) 1997-08-08 2007-04-03 The Procter & Gamble Company Improved processes for making surfactants via adsorptive separation and products thereof
US6362147B1 (en) 1997-08-29 2002-03-26 The Procter & Gamble Company Thickened liquid dishwashing detergent compositions containing organic diamines
WO1999019444A1 (en) * 1997-10-10 1999-04-22 The Procter & Gamble Company A detergent composition
CA2305330A1 (en) * 1997-10-10 1999-04-22 Susumu Murata Mid-chain branched surfactants with cellulose derivatives
ATE293673T1 (de) * 1998-05-15 2005-05-15 Procter & Gamble Flüssige, saure reinigungszusammensetzung für harte oberflächen
US6511948B1 (en) 1998-07-10 2003-01-28 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971025A1 (en) 1998-07-10 2000-01-12 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
KR100418820B1 (ko) 1998-10-20 2004-02-18 더 프록터 앤드 갬블 캄파니 개질된 알킬벤젠 설포네이트를 포함하는 세탁용 세제
WO2000023548A1 (en) 1998-10-20 2000-04-27 The Procter & Gamble Company Laundry detergents comprising modified alkylbenzene sulfonates
GB2346900A (en) 1999-02-18 2000-08-23 Reckitt & Colman Inc Deodorizing compositions for fibrous substrates
AU3627200A (en) * 1999-03-15 2000-10-04 Procter & Gamble Company, The Perfume compositions and methods to mask amine malodors
US6979667B1 (en) 1999-03-15 2005-12-27 The Procter & Gamble Company Perfume compositions and methods to mask amine malodors
US6903064B1 (en) * 1999-05-26 2005-06-07 Procter & Gamble Company Detergent composition comprising polymeric suds volume and suds duration enhancers
US6740713B1 (en) * 1999-07-08 2004-05-25 Procter & Gamble Company Process for producing particles of amine reaction products
US6972276B1 (en) * 1999-07-09 2005-12-06 Procter & Gamble Company Process for making amine compounds
FR2796392B1 (fr) 1999-07-15 2003-09-19 Rhodia Chimie Sa Composition nettoyante comprenant un polymere hydrosoluble ou hydrodispersable
FR2796390B1 (fr) 1999-07-15 2001-10-26 Rhodia Chimie Sa Utilisation d'un polymere amphotere pour traiter une surface dure
WO2001023516A1 (en) * 1999-09-30 2001-04-05 The Procter & Gamble Company Detergent compositions with perfume complexes to mask malodors
EP1111034A1 (en) * 1999-12-22 2001-06-27 The Procter & Gamble Company Laundry and cleaning and/or fabric care compositions
US20040018955A1 (en) * 2000-01-12 2004-01-29 Jean Wevers Pro-perfume composition
EP1116788A1 (en) * 2000-01-12 2001-07-18 The Procter & Gamble Company Pro-perfume composition
US6890894B2 (en) * 2000-02-22 2005-05-10 The Procter & Gamble Company Fatty acids, soaps surfactant systems, and consumer products based thereon
US6753305B2 (en) * 2000-04-14 2004-06-22 The Procter & Gamble Company Process for disinfecting a hard-surface with a composition comprising cinnamon oil and/or an active thereof
US7799966B2 (en) 2000-04-14 2010-09-21 Playtex Products, Inc. Fibrous absorbent articles having malodor counteractant ability and method of making same
MXPA03003739A (es) 2000-10-27 2003-07-28 Procter & Gamble Composiciones liquidas estabilizadas.
US20020169091A1 (en) * 2001-02-14 2002-11-14 Clare Jonathan Richard Automatic dishwashing compositions comprising blooming perfume and base masking ingredients
ES2261662T3 (es) 2001-04-16 2006-11-16 Johnsondiversey, Inc. Composicion y metodo para reducir el olor y desinfectar.
US20030073607A1 (en) * 2001-05-11 2003-04-17 The Procter & Gamble Company Pro-perfume compositions
US20030158079A1 (en) * 2001-10-19 2003-08-21 The Procter & Gamble Company Controlled benefit agent delivery system
US20030134772A1 (en) * 2001-10-19 2003-07-17 Dykstra Robert Richard Benefit agent delivery systems
US20040144406A1 (en) * 2003-01-16 2004-07-29 Aram Garabedian Dry aerosol carpet cleaning process
FR2851572B1 (fr) 2003-02-20 2007-04-06 Rhodia Chimie Sa Composition nettoyante ou rincante pour surfaces dures
US20040223943A1 (en) 2003-05-05 2004-11-11 The Procter & Gamble Company Air freshener
US7998403B2 (en) * 2003-05-05 2011-08-16 The Proctor & Gamble Company Method of freshening air
EP1502944B1 (en) * 2003-08-01 2007-02-28 The Procter & Gamble Company Aqueous liquid laundry detergent compositions with visible beads
JP2007517933A (ja) * 2003-12-19 2007-07-05 ザ プロクター アンド ギャンブル カンパニー 界面活性剤増強ポリマーを含む洗浄組成物
US20050155628A1 (en) * 2004-01-16 2005-07-21 Andrew Kilkenny Cleaning composition for disposable cleaning head
US7393521B2 (en) 2004-02-18 2008-07-01 Bionutratech, Inc. In situ remediation of waste in farm animal bedding substrates
US7135449B2 (en) 2004-02-20 2006-11-14 Milliken & Company Composition for removal of odors and contaminants from textiles and method
ES2333597T3 (es) 2004-03-25 2010-02-24 THE PROCTER & GAMBLE COMPANY Composicion liquida acida para limpieza de superficies duras.
CA2560587C (en) * 2004-04-16 2011-09-13 The Procter & Gamble Company Liquid laundry detergent compositions with silicone blends as fabric care agents
US20050245424A1 (en) * 2004-04-30 2005-11-03 Naymesh Patel High fragrance cleaners
US7378382B2 (en) * 2004-05-05 2008-05-27 The Clorox Company Rheologically stabilized silicone dispersions comprising a polydimethylsiloxane mixture
JP2006020526A (ja) * 2004-07-06 2006-01-26 Kiyomitsu Kawasaki コーヒーフレーバー組成物および該フレーバー組成物を含有する飲食品類
CA2573451A1 (en) 2004-07-21 2006-02-09 Magna International Inc. Assembly aid for running boards
US20060128585A1 (en) * 2004-12-15 2006-06-15 Martha Adair Antimicrobial composition for cleaning substrate
JP2006176675A (ja) * 2004-12-22 2006-07-06 Riken Koryo Kogyo Kk 洗浄剤用消臭性配合剤及び洗浄剤組成物
US20060165740A1 (en) * 2005-01-24 2006-07-27 Goldschmidt Chemical Corporation Perfume delivery system
DE602006008466D1 (de) * 2005-06-07 2009-09-24 Reckitt Benckiser Inc Saure reinigungsmittel für feste oberflächen
DE102005043188A1 (de) * 2005-09-09 2007-03-22 Henkel Kgaa Verbrauchsprodukte mit wechselnden Geruchsbildern
CN101299987B (zh) * 2005-11-01 2014-05-07 宝洁公司 包含稳定香料组合物的多相个人护理组合物
GB0603914D0 (en) * 2006-02-28 2006-04-05 Reckitt Benckiser Uk Ltd Improvement in or relating to compositions
JP2009537692A (ja) 2006-05-22 2009-10-29 ザ プロクター アンド ギャンブル カンパニー 改善されたグリース洗浄用液体洗剤組成物
MX2008014819A (es) 2006-05-31 2008-12-01 Basf Se Polimeros de injerto anfifilicos basados en oxidos de polialquileno y esteres de vinilo.
JP2009542896A (ja) * 2006-06-19 2009-12-03 ザ プロクター アンド ギャンブル カンパニー 低い多分散度のポリアクリル酸系ポリマーを有する液体洗剤組成物
EP1886698B1 (en) 2006-08-09 2011-02-16 The Procter & Gamble Company Absorbent articles including an improved odour control system
US20080045426A1 (en) 2006-08-17 2008-02-21 George Kavin Morgan Dryer-added fabric care articles imparting malodor absorption benefits
EP2102325B1 (en) * 2006-12-06 2011-04-20 Reckitt Benckiser LLC Aqueous highly acidic hard surface cleaning compositions
MX2009008576A (es) * 2007-02-09 2009-08-18 Procter & Gamble Sistemas de perfume.
WO2008100601A2 (en) 2007-02-15 2008-08-21 The Procter & Gamble Company Benefit agent delivery compositions
DE102007022069A1 (de) * 2007-05-08 2008-11-13 Henkel Ag & Co. Kgaa Verfärbungsinhibition von Wasch- und Reinigungsmitteln und/oder kosmetischen Mitteln
WO2008155683A1 (en) 2007-06-18 2008-12-24 Firmenich Sa Malodor counteracting compositions and method for their use
ES2556127T3 (es) 2007-08-31 2016-01-13 The Procter & Gamble Company Composición limpiadora de superficies duras ácida líquida
EP2100947A1 (en) * 2008-03-14 2009-09-16 The Procter and Gamble Company Automatic dishwashing detergent composition
CN102224233A (zh) 2008-09-25 2011-10-19 荷兰联合利华有限公司 液体洗涤剂
EP2328999A1 (en) * 2008-09-30 2011-06-08 The Procter & Gamble Company Liquid hard surface cleaning composition
WO2010053891A1 (en) * 2008-11-04 2010-05-14 The Procter & Gamble Company Malodor control system
EP2206766B1 (en) 2008-12-23 2015-11-11 The Procter and Gamble Company Liquid acidic hard surface cleaning composition
US20110305659A1 (en) * 2009-09-18 2011-12-15 Ricky Ah-Man Woo Freshening compositions comprising malodor binding polymers and malodor control components
US20110150817A1 (en) 2009-12-17 2011-06-23 Ricky Ah-Man Woo Freshening compositions comprising malodor binding polymers and malodor control components
US8357359B2 (en) * 2009-12-17 2013-01-22 The Procter & Gamble Company Malodor control composition having an acid catalyst and methods thereof
ES2413094T3 (es) * 2009-12-17 2013-07-15 The Procter & Gamble Company Método para neutralizar malos olores
US20110150814A1 (en) * 2009-12-17 2011-06-23 Ricky Ah-Man Woo Malodor control composition having a mixture of volatile aldehydes and methods thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9044414B2 (en) 2008-06-13 2015-06-02 S.C. Johnson & Son, Inc. Compositions containing a solvated active agent for dispensing as a gas aerosol
US20110146725A1 (en) * 2009-12-17 2011-06-23 Ricky Ah-Man Woo Hard Surface Cleaning Composition Having A Malodor Control Component And Methods Of Cleaning Hard Surfaces
US8629092B2 (en) * 2009-12-17 2014-01-14 The Procter & Gamble Company Hard surface cleaning composition having a malodor control component and methods of cleaning hard surfaces
US9226641B2 (en) 2009-12-17 2016-01-05 The Procter & Gamble Company Hard surface cleaning composition having a malodor control component and methods of cleaning hard surfaces
US20120252893A1 (en) * 2010-08-27 2012-10-04 Julio Pimentel Antimicrobial formulation
US12075777B2 (en) * 2010-08-27 2024-09-03 Anitox Corporation Antimicrobial formulation
US10736343B2 (en) 2011-10-20 2020-08-11 Anitox Corporation Antimicrobial formulations with pelargonic acid
US8927474B2 (en) 2012-03-16 2015-01-06 S.C. Johnson & Son, Inc. Compressed gas aerosol composition in steel can
US20200115112A1 (en) * 2015-07-08 2020-04-16 The Glad Products Company Thermoplastic films and bags with enhanced odor control and methods of making the same
US10610611B2 (en) * 2015-07-20 2020-04-07 S. C. Johnson & Son, Inc. Water-based fragrance composition, fragrance delivery device, and method of providing a long-lasting scent
US11603509B2 (en) * 2018-04-27 2023-03-14 The Procter & Gamble Company Acidic hard surface cleaners comprising alkylpyrrolidones

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