EP0557419A1 - Compositions granulaires detersives ou de blanchiment contenant un agent de blanchiment d'amidoperoxyacide et un parfum. - Google Patents

Compositions granulaires detersives ou de blanchiment contenant un agent de blanchiment d'amidoperoxyacide et un parfum.

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Publication number
EP0557419A1
EP0557419A1 EP92900440A EP92900440A EP0557419A1 EP 0557419 A1 EP0557419 A1 EP 0557419A1 EP 92900440 A EP92900440 A EP 92900440A EP 92900440 A EP92900440 A EP 92900440A EP 0557419 A1 EP0557419 A1 EP 0557419A1
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EP
European Patent Office
Prior art keywords
frcm
bleach
weight
perfume
napaa
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EP92900440A
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German (de)
English (en)
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EP0557419B1 (fr
Inventor
William James Nicholson
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Procter and Gamble Co
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Procter and Gamble Co
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3945Organic per-compounds

Definitions

  • TECHNICAL FIELD This invention relates to granular detergent or bleaching compositions containing amidoperoxyacid bleach and selected perfume ingredients which have improved stability when in direct contact with the bleach.
  • a complete perfume containing the stable perfume ingredients is sprayed directly onto the granular detergent or bleaching composition containing the amidoperoxyacid bleach.
  • the compositions are preferably used for cleaning laundry, but can also be used for cleaning or bleaching hard surfaces.
  • Perfumes are a desirable part of the laundry process. They are used to cover up the chemical odors of the cleaning ingre ⁇ washers and provide an aesthetic benefit to the wash process and, preferably, the cleaned fabrics. Perfumes are often added directly to laundry compositions, such as by spraying the perfume onto finished compositions. However, perfumes are, in general, volatile and many perfume ingredients can be destroyed or damaged by contact with cleaning ingredients, especially alkali and bleaches. To minimize direct contact between perfume and bleach components in laundry compositions, bleaches are sometimes admixed after perfume spray-on. Even this does not avoid oxidation of perfumes by bleaches, particularly when reactive bleaches such as peroxyacids are present, at least partly because of perfume mobility in granular detergent compositions.
  • European Patent Application 332,259 published September 13, 1989, discloses granular detergent or bleaching compositions containing peroxyacid bleach, including amidoperoxyacids, and perfumed silica particles which separate and protect the perfume from oxidation by the bleach.
  • the present invention relates to granular detergent or bleaching compositions comprising, by weight:
  • Rl is an alkyl group containing from about 6 to about 12 carbon atoms and R2 is an alkylene group containing from 1 to about 6 carbon atoms, and
  • the granular detergent or bleaching compositions of the present invention comprise amidoperoxyacid bleach and selected perfume ingredients which have improved stability when in direct 0 contact with the bleach, such as happens when a complete perfume containing the stable perfume ingredients is sprayed directly onto the composition containing the bleach or prior to the addition of the bleach.
  • the present compositions have improved amidoperoxyacid bleach 5 stability due to the low reactivity with perfume ingredients.
  • the granular detergent or bleaching compositions of the present invention comprise from about 1% to about 75%, preferably from about 2% to about 60%, more preferably from about 3% to about 50%, by weight of an amidoperoxyacid bleach of the formula 0 Rl - NH - C - R2 - C - 00H or R1-C-NH-R2-C-00H
  • Rl is an alkyl group containing from about 6 to about 12 carbon atoms, and R is an alkylene containing from 1 to about 6 ⁇ carbon atoms.
  • R 1 is an alkyl group containing from about 8 to about 10 carbon atoms, and R is an alkylene group containing from about 2 to about 4.
  • Bleach granules for use by themselves or as an additive for granular detergent compositions preferably contain from about 20% to about 70%, more preferably from about 30% to about 60%, by weight of the amidoperoxyacid bleach.
  • Fully formulated granular detergents preferably contain from about 2% to about 10%, more preferably from about 3% to about 6%, by weight of the amidoperoxyacid bleach.
  • a preferred amidoperoxyacid herein is the monononyl ⁇ ide of p_eroxysuccinic acid ("NAPSA"). Most preferred is the mononony- lamide of ⁇ eroxyadipic acid (“NAPAA”). Another name for NAPAA is 6-(nonyl mino)-6-oxo-caproic acid.
  • the chemical formula for NAPAA is:
  • NAPAA CH3(CH2) ⁇ N C (CH2)4C00H
  • the molecular weight of NAPAA is 287.4.
  • Example I of U.S. Patent 4,686,063 contains a description of the synthesis of NAPSA, from column 8, line 40 to Column 9, line 5, and NAPAA, from column 9, line 15 to column 9, line 65.
  • the reaction is quenched with water, filtered, washed with water to remove some excess sulfuric acid (or other strong acid with which the peroxyacid was made), and filtered again.
  • the amidoperoxyacid wet cake thus obtained is contacted with a phosphate buffer solution at a pH between about 3.5 and 6, preferably between about 4 and 5. It has been found that if the pH of the amidoperoxyacid wet cake is raised too high, the amidoperoxyacid is dissolved, but if the pH is too low, the amidoperoxyacid is unstable. Without meaning to be bound by theory, it is believed that to stabilize the amidoperoxyacid, the strong acidity remaining from the sulfuric acid (or other strong acid) with which the peroxyacid is made must be neutralized without at the same time destroying the weak acid which is the peroxyacid. A buffer accomplishes this purpose.
  • phosphate buffer but not acetate or water washing, stabilizes the amidoperoxyacid. Since water washing to the same pH does not achieve the same effect as the phosphate buffer wash, it is theorized that some of the phosphate remains in the wet cake after contact with the phosphate buffer, which also helps storage stability. This is further borne out by the fact that phosphate buffer washing followed by water washing results in the peroxyacid having less stability than phosphate buffer washing alone.
  • the phosphate buffer is preferably orthophosphate or pyrophosphate in a concentration range of from about 0.01 M (moles/liter) to about 1 M. Most preferred is a 0.10 M solution of orthophosphates. These can be selected from the group consisting of H3PO4 (phosphoric acid), NaH2P ⁇ 4 (monobasic sodium phosphate), Na2HP ⁇ 4 (dibasic sodium phosphate), and Na3P04 (tribasic sodium phosphate), so that the final solution has a pH of between about 3.5 and 6, preferably between about 4 and 5. Other salts such as potassium can be employed. Examples of phosphate buffer solution compositions can be found in Buffers for pH and Metal Ion Control by D.D. Perrin and Boyd Dempsey (Chapman & Hall, 1974).
  • the amidoperoxyacid can be contacted with the phosphate buffer solution.
  • the amidoperoxyacid wet cake is placed in enough of the phosphate buffer to cover it, and the combination is slowly stirred for a period of time sufficient to assure thorough contact with the wet cake.
  • Approximately one hour for 20.0 g of wet cake in 400 ml of phosphate buffer (0.10 M, pH 4.75), for example, is an appropriate amount of time.
  • Suction filtration is then preferably applied to remove the solution.
  • the wet cake can then be air dried overnight.
  • less phosphate buffer solution of a stronger concentration could be used.
  • a 0.1 M phosphate buffer solution is preferred since it provides more volume and, when mixed with the wet cake, thorough contact and easier stirring, than, for example, a 0.5 M solution.
  • Another preferred way of contacting the wet cake with the buffer is to pour the buffer over the wet cake and then apply vacuum filtration.
  • the filtered wet cake could be placed on a fluid bed for final drying before it is incorporated into the final detergent composition or bleaching agent.
  • the phosphate buffer wash should be done before the amidoperoxyacid has decomposed.
  • the product has decomposed when there is so little amidoperoxyacid remaining that it is no longer an effective bleach.
  • the activity of the amidoperoxyacid can be measured by the available oxygen. Generally, the higher the AvO is, the better the peroxyacid will bleach.
  • amidoperoxyacid can be added to the amidoperoxyacid before incorporation into the final product.
  • boric acid an exotherm control agent disclosed in U.S. Patent 4,686,063, Burns, issued August 11, 1987 and incorporated herein, can be mixed with the amidoperoxyacid (which has been washed in phosphate buffer) in about a 2:1 peracid:boric acid ratio.
  • the phosphate buffer washed amidoperoxyacid can also be mixed with appropriate amounts of dipicolinic acid and tetrasodium pyrophosphate, ' a chelating stabilization system.
  • the phosphate buffer washed amidoperoxyacid be formed into granules, dried, and used either separately or as part of a granular detergent composition.
  • the granules can be comprised of from about 1% to about 75% of the phosphate buffer washed amidoperoxyacid, preferably from about 20% to about 70%, more preferably from about 30% to about 60% of NAPSA or NAPAA; from 0% to about 25% of an exotherm control agent, preferably from about 5% to about 15% of boric acid if present; from 0 to about 10% of C ⁇ -13 linear alkylbenzene sulfonate or Ci4_i5 alkyl sulfate, preferably from about 2% to about 7% of Cll-13 linear alkylbenzene sulfonate; from about 20% to about 70%, preferably from about 30% to about 60%, sulfate; and from 0 to about 20% of a chelating agent, preferably from about 0.02% to about.
  • Chelants can optionally be included in the phosphate buffer before contact with the wet cake. Without wishing to be bound by theory, it is believed that adding the chelants in this way improves their effectiveness by more evenly distributing the chelants throughout the wet cake.
  • Suitable chelants for use herein are: carboxylates, such as ethylene diamine tetraacetate (EDTA) and diethylene triamine pentaacetate (DTPA); polyphosphates, such as sodium acid pyrophosphate (SAPP), tetrasodium pyrophosphate (TSPP), and sodium tripolyphosphate (STPP) ; phosphonates, such as ethylhydroxydiphosphonate (Dequest ® 2010) and other sequestering agents sold under the Dequest ® trade name; and combinations of the above.
  • Other sequestering agents for use herein are dipicolinic acid, picolinic acid, and 8-hydroxyquinoline, and combinations thereof.
  • amidoperoxyacid herein can be used in a granular detergent composition or in a separate granular bleaching composition. It is more preferred that the amidoperoxyacid be incorporated into a granular laundry detergent composition. It is most preferred that the amidoperoxyacid be NAPSA or NAPAA and be formed into granules (after the phosphate buffer wash and drying) which are then incorporated into a granular laundry detergent composition.
  • bleach granules comprising three ingredients: NAPAA, bleach-stable surfactant, and a hydratable, NAPAA-compatible material.
  • NAPAA can be prepared by, for example, first reacting NAAA
  • reaction product is quenched by addition to ice water followed by filtration, washing with distilled water, and final suction filtration to recover the wet cake. Washing can be continued until the pH of the filtrate is neutral.
  • NAPAA agglomerates are desired herein to increase the amount of effective bleach which is in the wash solution and thereby improve bleaching/cleaning of fabrics in the wash.
  • This is particularly useful in a hard water wash, i.e. wash water with more than about 6 grains of hardness, because hardness, specifically calcium ions, has been seen to interfere with available oxygen (AvO) from NAPAA with larger particle size.
  • AvO available oxygen
  • the calcium ions in the hard water surround large NAPAA particles, i.e. greater than about 300 microns, and interfere with the dissolution of the NAPAA, and that the smaller (about 0.1-260 microns) NAPAA particles dissolve rapidly in the wash water with minimal interference from the hardness ions.
  • Small NAPAA particles are preferably recovered by quenching in water with high shear applied, e.g. rapid stirring, during addition of the NAPAA solution to water. Other known means of achieving small particle size may be used as appropriate.
  • the NAPAA is then rinsed with water to remove excess sulfuric acid.
  • the average particle size of the NAPAA herein is 0.1 to 260 microns and is in large part a function of the amount of shear applied. Even better solubility in harder water can be achieved, though, with a NAPAA average particle size of between about 1 and 160 microns.
  • the average particle size is preferably from about 5 to 100 microns, and most preferably from about 5 to about 40 microns.
  • NAPAA filter cake herein is preferably washed twice in phosphate buffer. It has been found that two successive phosphate buffer, washes lend optimal stability to NAPAA. It is also highly preferred that the NAPAA pH (10% solids in water) be between about 4.2 and 4.75. Surprisingly, this pH results in more thermally stable particles.
  • the bleach granules of this invention also include from about 1 to 40 weight % bleach-stable detergent surfactant selected from the group consisting of anionics, nonionics, zwitterionics and ampholytics and combinations thereof. From about 2 to 25 weight % bleach-stable detergent surfactant is preferred and about 2 to 7 weight % is most preferred.
  • Anionic surfactant is preferred and salts of C ⁇ -13 linear alkyl benzene sulfonate and/or C12-I6 alkyl sulfate are more preferred. Sodium C ⁇ 2-13 linear alkyl benzene sulfonate is most preferred.
  • Detergent surfactants useful herein are listed in U.S. Patents 3,664,961, Norris, issued May 23, 1972, and 3,919,678, Laughlin et al , issued December 30, 1975, both incorporated herein by reference. The following are representative examples of detergent surfactants useful in the present compositions.
  • Water-soluble salts of the higher fatty acids are useful anionic surfactants in the compositions herein.
  • Soaps can be made by direct saponification of fats and oils or by the neutralization of free fatty acids.
  • Particularly useful are the sodium and potassium salts of the mixtures of fatty acids derived from coconut oil and tallow, i.e., sodium or potassium tallow and coconut soap.
  • Useful anionic surfactants also include the water-soluble salts, preferably the alkali metal, ammonium and alkylolammonium salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from about 10 to about.20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
  • alkyl is the alkyl portion of acyl groups.
  • this group of synthetic surfactants are the sodium and potassium alkyl sulfates, especially those obtained by sulfating the higher alcohols (Cg-Cis carbon atoms) such as those produced by reducing the glycerides of tallow or coconut oil; and the sodium and potassium alkylbenzene sulfonates in which the alkyl group contains from about 9 to about 15 carbon atoms, in straight chain or branched chain configuration, e.g., those of the type described in U.S. Patents 2,220,099 and 2,477,383.
  • Especially valuable are linear straight chain alkylbenzene sulfonates in which the average number of carbon atoms in the alkyl group is from about 11 to 13, abbreviated as C11-13LAS.
  • anionic surfactants herein are the sodium alkyl glyceryl ether sulfonates, especially those ethers of higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulfonates and sulfates; sodium or potassium salts of alkyl phenol ethylene oxide- ether sulfates containing from about 1 to about 10 units of ethylene oxide per molecule and wherein the alkyl groups contain from about 8 to about 12 carbon atoms; and sodium or potassium salts of alkyl ethylene oxide ether sulfates containing about 1 to about 10 units of ethylene oxide per molecule and wherein the alkyl group contains from about 10 to about 20 carbon atoms.
  • Other useful anionic surfactants herein include the water-soluble salts of esters of alpha-sulfonated fatty acids containing from about 6 to 20 carbon atoms in the fatty acid group and from about 1 to 10 carbon atoms in the ester group; water-soluble salts of 2-acyloxyalkane-l-sulfonic acids containing from about 2 to 9 carbon atoms in the acyl group and from about 9 to about 23 carbon atoms in the alkane moiety; water-soluble salts of olefin and paraffin sulfonates containing from about 12 to 20 carbon atoms; and beta-alkyloxy alkane sulfonates containing from about 1 to 3 carbon atoms in the alkyl group and from about 8 to 20 carbon atoms in the alkane moiety.
  • Water-soluble nonionic surfactants are also useful in the compositions of the invention.
  • Such nonionic materials include compounds produced by the condensation of alkylene oxide groups (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
  • the length of the polyoxyalkylene group which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
  • Suitable nonionic surfactants include the polyethylene oxide condensates of alkyl phenols, e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to 15 carbon atoms, in either a straight chain or branched configuration, with from 3 to 12 moles of ethylene oxide per mole of al yl phenol .
  • Preferred nonionics are the water-soluble and water-dispersible condensation products of aliphatic alcohols containing from 8 to 22 carbon atoms, in either straight chain or branched configuration, with from 3 to 12 moles of ethylene oxide per mole of alcohol.
  • Particularly preferred are the condensation products of alcohols having an alkyl group containing from about 9 to 15 carbon atoms with from about 4 to 8 moles of ethylene oxide per mole of alcohol .
  • Semi-polar nonionic surfactants include water-soluble amine oxides containing one alkyl moiety of from about 10 to 18 carbon atoms and two moieties selected from the group of alkyl and hydroxyalkyl moieties of from about 1 to about 3 carbon atoms; water-soluble phosphi.ne oxides containing one alkyl moiety of about 10 to 18 carbon atoms and two moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups containing from about 1 to 3 carbon atoms; and water-soluble sulfoxides containing one alkyl moiety of from about 10 to 18 carbon atoms and a moiety selected from the group consisting of alkyl.
  • Ampholytic surfactants include derivatives of aliphatic or aliphatic derivatives of heterocyclic secondary and tertiary amines in which the aliphatic moiety can be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to 18 carbon atoms and at least one aliphatic substituent contains an anionic water-solubilizing group.
  • Zwitterionic surfactants include derivatives of aliphatic, quaternary, ammonium, phosphonium, and sulfonium compounds in which one of the aliphatic substituents contains from about 8 to 18 carbon atoms.
  • the bleach granules herein also comprise from about 10 to 95 weight % hydratable, NAPAA-compatible material.
  • the material preferably has a pH below about 8.0, most preferably below about 7.0. These can be selected from the group consisting of sodium sulfate, sodium acetate, sodium perborate, sodium phosphate, sodium acid phosphite, lithium formate, lithium sulfate, zinc nitrate, and combinations thereof.
  • bleach granules comprise from about 20 to 70, most preferably 30 to 50, weight % of the above hydratable, NAPAA-compatible material. Materials to be avoided contain heavy metals such as iron and ha!ides.
  • hydratable materials are useful in processing the bleach granules of this invention and they add integrity to the final bleach granule.
  • An appropriate method for forming these bleach granules is described in U.S. Patent 4,091,544, Hutchins, issued May 30, 1978, incorporated herein. That process involves allowing the mixture to be formed into spherical particles, flakes, ribbons or other desired configuration. The chosen forms are then cooled to a temperature sufficiently low so that the hydratable material is hydrated. To remove the unwanted waters of hydration and free water the material is heated to a temperature which allows the water to be driven off but will not cause the forms to soften and stick together. This process allows for the elimination of the need for further size reduction and the associated dust.
  • chelants which are optionally not included herein, are: carboxylates, such as ethylene diamine tetraacetate (EDTA) and diethylene triamine pentaacetate (DTPA); polyphosphates, such as sodium acid pyrophosphate (SAPP), tetrasodium pyrophosphate (TSPP), and sodium tripolyphosphate (STPP); phosphonates, such as ethylhydroxydiphosphonate (Dequest ® 2010) and other sequestering agents sold under the Dequest® trade name; dipicolinic acid, picolinic acid, and 8-hydroxyqu noline, and combinations thereof.
  • carboxylates such as ethylene diamine tetraacetate (EDTA) and diethylene triamine pentaacetate (DTPA)
  • polyphosphates such as sodium acid pyrophosphate (SAPP), tetrasodium pyrophosphate (TSPP), and sodium tripolyphosphate (STPP)
  • phosphonates such as ethylhydroxy
  • the bleach granules herein are effective bleaching agents and are stable in solution and in product, expecially in preferred form, i.e. without boric acid or additional chelants, and where
  • NAPAA has been phosphate buffer washed and brought to a pH between about 3.5 and 6 before addition to the bleach granule.
  • compositions of the-present invention also comprise from about 0.1% to about 2%, preferably from about 0.2% to about 1%, preferably from about 0.25% to about 0.75%, by weight of a perfume comprising at least about 60% by weight of perfume ingredients selected from the group consisting of amyl salicylate, anisaldehyde, benzyl salicylate, butyl cinnamic aldehyde, citronellol, cyclohexyl salicylate, eugenol , Exaltex, tricyclo- decenyl acetate, geraniol, Herbavert, ionone beta, ionone gamma methyl, keone, methyl cedrylone, Methyl cyclogeraniate, rose oxide DL, patchouli, phenyl ethyl alcohol, terpineol, Tonalid, Unde- cavertol, vanillin, Ylang Oliffac 765, Ambretone, Li
  • perfumes herein comprise at least about 60% by weight of perfume ingredients selected from the group consisting of a yl salicylate, anisaldehyde, benzyl salicylate, cyclohexyl salicylate, eugenol, Exaltex, Herbavert, ionone beta, keone, Methyl cyclogeraniate, Tonalid, vanillin, Ylang Oliffac 765, Linacsol, Trepanol , Dihydroterpineol T, Mayol, A brox AI, Parmantheme, LRG 201, paramethoxy acetophenone, musk ketone ' , Galaxolide 50, Sinocitryl, dimethyl octanol, musk xylol, Cash eran, Clonal, Camekol DH, Rhubafuran V-9042, Marenil (N), tonkalactone, iso jasmone, Dihydrofloralol,
  • perfume ingredients include Exaltex, Methyl cyclogeraniate, vanillin, Ylang Oliffac 765, Trepanol, Ambrox asphalt, paramethoxy acetophenone, Sinocitryl, Clonal, Camekol DH, iso jasmone, Dihydrofloralol, Nardorosol, fenchyl alcohol, and tridecene-2-nitrile. These ingredients have a stability grade of 9B or higher after three months. '
  • Preferred perfume ingredients for use herein are those having a stability grade of 7B or higher after six months, as described in Example I. These include amyl salicylate, anisaldehyde, benzyl salicylate, citronellol, cyclohexyl salicylate, eugenol, Exaltex, ionone beta, methyl cedrylone, patchouli, Tonalid, vanillin, Trepanol, Grisalva, Ambrox asphalt, Parmantheme, coumarin, LRG 201, paramethoxy acetophenone, musk ketone, Galaxolide 50, Traseolide 70, Sinocitryl, musk xylol, Clonal, Sandalore, Marenil (N), clove oil, Exaltolide, iso jasmone, Nardorosol, fenchyl alcohol, B napthyl methyl ether, and tridecene-2-nitrile.
  • the more preferred ingredients have a stability grade of 8B or higher after six months.
  • these include benzyl salicylate, cyclohexyl salicylate, ionone beta, vanillin, Ambrox asphalt, LRG 201, paramethoxy acetophenone, musk ketone, Sinocitryl, Marenil (N), Nardorosol, fenchyl alcohol, and tridecene-2-nitrile.
  • the most preferred ingredients have a stability grade of 9B or higher after six months. These are vanillin, paramethoxy acetophenone, Sinocitryl, and tridecene-2-nitrile.
  • perfume materials herein are those which are generally considered unstable in the presence of peroxyacid bleaches, yet have stability grades of 7B or higher after three months, as reported in Example I. These include amyl salicylate, benzyl salicylate, citronellol, eugenol, tricyclodecenyl acetate, methyl cedrylone, and tricyclo decenyl propionate.
  • Particularly perfumes herein comprise at least about 65%, preferably at least about 70%, and more preferably at least about 75% by weight of the above stable perfume ingredients.
  • the bleach granules herein are preferably included in a granular detergent composition or bleaching composition.
  • the preferred granular detergent composition comprises from about 2 to 50, preferably about 5 to 25, weight % bleach granules according to the above description, from about 5 to 50 weight % detergent surfactant, which is described above, and from about 10 to 60 weight % detergency builder.
  • the bleaching composition preferably comprises from about 10 to 100 weight % of the present bleach granules.
  • Water-soluble inorganic or organic electrolytes are suitable detergency builders.
  • the builder can also be water-insoluble calcium ion exchange materials; non-limiting examples of suitable water-soluble, inorganic detergent builders include: alkali metal carbonates, borates, phosphates, bicarbonates and silicates. Specific examples of such salts include sodium and potassium tetraborates, bicarbonates, carbonates, orthophosphates, pyrophosphates, tripolyphosphates and metaphosphates.
  • suitable organic alkaline detergency builders include: (1) water-soluble amino carboxylates and aminopolyacetates, for example, nitrilotriacetates, glycinates, ethylenediaminetetraacetates, N-(2-hydroxyethyl)nitri1odiacetates and diethylenetriaminepentaacetates; (2) water-soluble salts of phytic acid, for example, sodium and potassium phytates; (3) water-soluble polyphosphonates, including sodium, potassium and lithium salts of ethane-1-hydroxy-l, 1-diphosphonic acid; sodium, potassium, and lithium salts of ethylene diphosphonic acid; and the like; (4) water-soluble polycarboxylates such as the salts of lactic acid, succinic acid, malonic acid, aleic acid, citric acid, carboxymethyloxysuccinic acid, tartrate mono- and disuccinates (ether linked), oxydisuccinate, 2-oxa-l,l,3-propane tricar
  • a water-soluble material capable of forming a water-soluble reaction product with water hardness cations preferably in combination with a crystallization seed which is capable of providing growth sites for said reaction product.
  • a further class of detergency builder materials useful in the present invention are insoluble sodium aluminosilicates, particularly those described in U.S. Patent 4,605,509, issued August 12, 1986, incorporated herein by reference.
  • the detergent compositions of this invention can contain all of the usual components of detergent compositions including the ingredients set forth in U.S. Patent 3,936,537, Baskerville et al , incorporated herein by reference.
  • Such components include color speckles, suds boosters, suds suppressors, antitarnish and/or anticorrosion agents, soil-suspending agents, soil-release agents, dyes, fillers, optical brighteners, germicides, alkalinity sources, hydrotropes, antioxidants, enzymes, enzyme stabilizing agents, etc.
  • suitable enzymes can be found in U.S. Patent 4,101,457, Place et al, issued July 18, 1978, incorporated herein by reference.
  • NAPAA wet cake which typically consists of about 60% water, about 2% peroxyacid available oxygen (AvO) (corresponding to about 36% NAPAA), and the rest (about 4%) unreacted starting material, is obtained.
  • This wet cake is the crude reaction product of NAAA (monon nyl amide of adipic a ⁇ cid), sulfuric acid, and hydrogen peroxide which is subsequently quenched by addition to water followed by filtration, washing with distilled water, phosphate buffer washing and final suction filtration to recover the wet cake.
  • NAAA non nyl amide of adipic a ⁇ cid
  • sulfuric acid sulfuric acid
  • hydrogen peroxide which is subsequently quenched by addition to water followed by filtration, washing with distilled water, phosphate buffer washing and final suction filtration to recover the wet cake.
  • a portion of the wet cake is air-dried at room temperature to obtain a dry sample which typically consists of about 5% AvO (corresponding about to 90% NAPAA) and about 10% unreacted starting material.
  • the sample pH is about 4.5.
  • the average amide peroxyacid particle (agglomerate) size is about 90-100 microns and the median particle size is about 40-50 microns, as determined by Malvern particle size analysis.
  • NAPAA granules are prepared by mixing about 51.7 parts of the dried NAPAA wet cake (containing about 10% unreacted), about 11.1 parts of sodium C12.3 linear alkyl benzene sulfonate (LAS) paste (45% active), about 43.3 parts of sodium sulfate, and about 30 parts of water in a Cuisi ⁇ art mixer. After drying, the granules (which contain about 47% NAPAA) are sized by passing through a No. 14 Tyler mesh sieve and retaining all particles not passing through a No. 65 Tyler mesh.
  • LAS linear alkyl benzene sulfonate
  • the bleach granules are then admixed with a granular detergent to provide a finished bleach-containing detergent composition having the following Composition A.
  • Similar bleach granules made containing about 50% NAPAA and 40% sulfate are admixed with a granular detergent to provide the following Composition B.
  • Perfume ingredients are evaluated for stability when in direct contact with the above unperfumed detergent compositions
  • a pefume composition of the present invention i s as fol l ows :
  • the above perfume composition which contains 100% by weight of perfume ingredients having a stability grade of 7B or higher after three months and 75% by weight of ingredients having a stability grade of 8B or higher after three months, is sprayed directly onto the following granular detergent and bleaching composition of the present invention.
  • Example II The perfume composition of Example II is sprayed directly onto the following granular detergent and bleaching composition of the present invention.

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  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Compositions détersives ou de blanchiments granulaires destinées de préférence à un usage en blanchisserie, contenant un agent de blanchiment d'amidoperoxyacide ainsi que des ingrédients de parfum sélectionnés présentant une meilleure stabilité lorsqu'ils sont en contact direct avec l'agent de blanchiment.
EP92900440A 1990-11-14 1991-11-06 Compositions granulaires detersives ou de blanchiment contenant un agent de blanchiment d'amidoperoxyacide et un parfum Expired - Lifetime EP0557419B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US613427 1984-05-24
US61342790A 1990-11-14 1990-11-14
PCT/US1991/008206 WO1992008780A1 (fr) 1990-11-14 1991-11-06 Compositions granulaires detersives ou de blanchiment contenant un agent de blanchiment d'amidoperoxyacide et un parfum

Publications (2)

Publication Number Publication Date
EP0557419A1 true EP0557419A1 (fr) 1993-09-01
EP0557419B1 EP0557419B1 (fr) 1996-01-17

Family

ID=24457273

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92900440A Expired - Lifetime EP0557419B1 (fr) 1990-11-14 1991-11-06 Compositions granulaires detersives ou de blanchiment contenant un agent de blanchiment d'amidoperoxyacide et un parfum

Country Status (17)

Country Link
EP (1) EP0557419B1 (fr)
JP (1) JPH06502669A (fr)
CN (1) CN1062375A (fr)
AR (1) AR244802A1 (fr)
AT (1) ATE133195T1 (fr)
AU (1) AU9053891A (fr)
BR (1) BR9106962A (fr)
CA (1) CA2096254C (fr)
DE (1) DE69116572T2 (fr)
ES (1) ES2082445T3 (fr)
IE (1) IE913949A1 (fr)
MA (1) MA22338A1 (fr)
MX (1) MX9102021A (fr)
NZ (1) NZ240572A (fr)
PT (1) PT99511A (fr)
TR (1) TR26092A (fr)
WO (1) WO1992008780A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998056337A1 (fr) * 1997-06-09 1998-12-17 The Procter & Gamble Company Composition desodorisante contenant du musc et de l'ambre

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5707953A (en) * 1993-04-19 1998-01-13 Akzo Nobel N.V. Fluidized bed coated amidoperoxyacid bleach composition
US5500154A (en) * 1994-10-20 1996-03-19 The Procter & Gamble Company Detergent compositions containing enduring perfume
HUP9801774A3 (en) * 1995-04-03 1999-03-01 Procter & Gamble Bleaching compositions with selected perfumes for masking bleach odor
EP0778342A1 (fr) * 1995-12-06 1997-06-11 The Procter & Gamble Company Compositions détergentes
US5780404A (en) * 1996-02-26 1998-07-14 The Procter & Gamble Company Detergent compositions containing enduring perfume
GB9809772D0 (en) * 1998-05-07 1998-07-08 Quest Int Perfume composition
EP1072673A3 (fr) * 1999-07-20 2001-03-21 The Procter & Gamble Company Compositions parfumantes
DE102005054565A1 (de) * 2005-11-14 2007-05-16 Henkel Kgaa Oxidationsmittel enthaltende,wohlriechende Verbrauchsprodukte

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI780439A (fi) * 1978-01-12 1979-07-13 Unilever Nv Tvaettmedel
FR2537732A1 (fr) * 1982-12-10 1984-06-15 Thomson Csf Dispositif d'echauffement d'une zone annulaire superficielle d'un objet filiforme
GB8334159D0 (en) * 1983-12-22 1984-02-01 Unilever Plc Perfume
US4634551A (en) * 1985-06-03 1987-01-06 Procter & Gamble Company Bleaching compounds and compositions comprising fatty peroxyacids salts thereof and precursors therefor having amide moieties in the fatty chain
DE3623619C1 (de) * 1986-07-12 1987-09-10 Ant Nachrichtentech Verfahren zum Ausrichten zweier Lichtleitfaserenden auf stirnseitigen Kontakt
US4686063A (en) * 1986-09-12 1987-08-11 The Procter & Gamble Company Fatty peroxyacids or salts thereof having amide moieties in the fatty chain and low levels of exotherm control agents
US4727237A (en) * 1987-05-04 1988-02-23 Hewlett-Packard Company Pyrolysis coated optical fiber splices: apparatus and method
US4909953A (en) * 1988-06-30 1990-03-20 The Procter & Gamble Company Phosphate buffer wash for improved amidoperoxyacid storage stability
US4932989A (en) * 1989-04-05 1990-06-12 At&T Bell Laboratories Method and apparatus for fabricating microlenses on optical fibers
GB8914055D0 (en) * 1989-06-19 1989-08-09 Unilever Plc Low-odour deodorant perfume compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9208780A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998056337A1 (fr) * 1997-06-09 1998-12-17 The Procter & Gamble Company Composition desodorisante contenant du musc et de l'ambre

Also Published As

Publication number Publication date
BR9106962A (pt) 1993-08-31
IE913949A1 (en) 1992-05-20
DE69116572D1 (de) 1996-02-29
DE69116572T2 (de) 1996-09-19
NZ240572A (en) 1994-12-22
ES2082445T3 (es) 1996-03-16
JPH06502669A (ja) 1994-03-24
TR26092A (tr) 1994-12-15
CA2096254A1 (fr) 1992-05-15
CA2096254C (fr) 1998-01-06
CN1062375A (zh) 1992-07-01
AU9053891A (en) 1992-06-11
MA22338A1 (fr) 1992-07-01
PT99511A (pt) 1992-09-30
AR244802A1 (es) 1993-11-30
WO1992008780A1 (fr) 1992-05-29
ATE133195T1 (de) 1996-02-15
EP0557419B1 (fr) 1996-01-17
MX9102021A (es) 1994-04-29

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