US3265624A - Detergent composition - Google Patents

Detergent composition Download PDF

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Publication number
US3265624A
US3265624A US312968A US31296863A US3265624A US 3265624 A US3265624 A US 3265624A US 312968 A US312968 A US 312968A US 31296863 A US31296863 A US 31296863A US 3265624 A US3265624 A US 3265624A
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percent
sodium
weight
compositions
composition
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US312968A
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Inamorato Jack Thomas
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Colgate Palmolive Co
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Colgate Palmolive Co
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Priority to US312968A priority Critical patent/US3265624A/en
Priority to DEC33937A priority patent/DE1273735B/de
Priority to GB38579/64A priority patent/GB1043046A/en
Priority to FR989694A priority patent/FR1414119A/fr
Priority to CH1264864A priority patent/CH467855A/de
Priority to DK483064AA priority patent/DK127335B/da
Priority to NL6411362A priority patent/NL6411362A/xx
Priority to BE653764D priority patent/BE653764A/xx
Application granted granted Critical
Publication of US3265624A publication Critical patent/US3265624A/en
Priority to MY196812A priority patent/MY6800012A/xx
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    • 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
    • C11D3/395—Bleaching agents
    • C11D3/3958—Bleaching agents combined with phosphates
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium 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
    • C11D3/395—Bleaching agents
    • C11D3/3955—Organic bleaching agents

Definitions

  • This invention relates to detergent compositions, and more particularly to anionic detergent compositions containing a chlorine bleach, such -compositions being characterized -by controlled foam levels and particularly effective heavy duty cleansing power at use concentrations as hereinafter described.
  • detergent compositions containing nonionic synthetic detergents have been developed. Such compositions are based on alkylene oxide condensation products and these condensates generally possess cleansing ability with a minimum of suds.
  • indications are that in the laundering of normally soiled clothes such co-mpositions are not equal in cleansing action to the high sudsing anionic detergents and possess the added disadvantage of being incompatible with chlorine bleaches which are desirable constituents of modern-day, heavyduty detergent compositions.
  • compositions comprising:
  • quaternary ammonium salt having one higher alkyl group and preferably a quaternary ammonium salt represented by the general formula wherein R1 is a higher alkyl group containing fromv and (b) an organic chlorine-containing bleach such as a heterocyclic N-ch'lor imide or alkali metal salt thereof.
  • Another embodiment of the invention comprises cornpositions (a) and (b), each identified above, and a water-soluble, builder salt.
  • compositions of the invention are eminently satisfactory for use in any of the present day automatic washing machines because they are characterized by particularly effective detergency, effective bleaching action at normal washing temperatures and a moderate sudsing level in tumbler-type Washing machines operating on normally soiled laundry.
  • One component, (a), of the compositions of this invention is a cationic material, namely, a quaternary arnmonium compound having the general formula:
  • R1 is a higher alkyl group containing from about l0 to about 20 carbon atoms
  • R2 and R3 are lower alkyl groups each having from 1 to 3 carbon atoms
  • R4 is selected from the group consisting of lower alkyl groups having from l to 3 carbon atoms and aralkyl groups
  • X is a halogen.
  • Such compounds are characterized by some solubility in water.
  • suitable cationic sulface active agents can be employed herein, typical of which are:
  • mixtures of two or more cationic agents can be employed if desired.
  • N-chloro imides are known to the pri-or art, usually being prepared by passing chlorine gas into an alkaline aqueous solution of the parent imide.
  • Compounds suitable for use in the present compositions include the N-chloro derivatives of cyanuric acid (eg. mono, diand tri-chloro-cyanuric acid) and hydantoin as well as N-chloro succinimide, N-chloro malonimide, N-chloro phthalimide and N-chloro napthalimide.
  • Suitable N-chloro hydant-oins include: 1,3-dichloro- 5,5-dimethyl hydantoin; N-monochloro-C,Cdimethy1 hydantoin; methylene-bis-(N-chloro-C,Cdimethy1 hydantoin); l,3,-dichloro-S-methyl-S-isobutyl hydantoin; 1,3- dichloro-S-methyl-S-ethyl hydantoin; 1,3-dichloro-5,5di isobutyl hydantoin; 1,3-dichloro-S-methyl-S-n-amyl hydantoin, and the like.
  • component (b) One bleach or a mixture of the same identified as component (b), can be used herein. Additional dry bleaching -agents can also be present in the new compositions. Typical of the additional bleaching agents are sodium hypochlorite (NaOCl-5H2O), sodium and potassium perborates, potassium monopersulfate, etc.
  • compositions contemplated herein is a water-soluble, anionic, organic detergent (c) above.
  • a detergent is stable in the presence of the bleaching agent (b).
  • the said detergents may be designated as water-soluble salts of organic reaction products having in their molecular structure an anionic solubilizing group such as SO4H, SO3H, COOH and PO4H and an alkyl or aralkyl radical having about 8 to 22 carbon atoms in the alkyl group.
  • the two detergents and the quatemary compound cooperate to provide an accelerated rate of collapse of static foam without adversely affecting either dynamic foam balance or the detersive efciency of a composition.
  • compositions of this invention is a water-soluble, builder salt, component (d).
  • the salt can be inorganic or organic, illustrative of which are:
  • Mixtures of two or more inorganic or organic salts can be used, as can mixtures of inorganic organic salts.
  • water-soluble, alkali metal polyphosphate builder salts are particularly preferred herein. These salts form water-soluble complexes with calcium and magnesium ions found in hard water and thereby prevent the formation of insoluble salts which tend to deposit upon textiles during a Washing cycle. Further, such phosphates enhance the detersive efficiency of anionic detergents, aid in controlling sudsing power and aid in keeping soil suspended in the washing bath after its removal from the soiled textiles.
  • the weight ratio of a quaternary ammonium salt to a chlorine-containing bleach, (a)/(b), should range from about 0.01/1 to about 2/1, preferably from 0.1/l to 1/1.
  • proportions of components (a) and (b) of this foam depressing combination generally vary inversely with each other.
  • a minor proportion of cationic agent (a) is sufficient when the proportion of chlorine bleach (b) is high, and a larger proportion of cationic agent (a) is required when a lesser amount of chlorine bleach (b) is used generally.
  • the nature of the cationic agent (a) used and the proportions of the anionic detergent (c) and builder (d) affect the proportion of cationic agent to be used. r[herefore, the cationic agent (a) is to be suitably proportioned in each composition such that ardesired suds level can be attained.
  • compositions for depressing foam are those comprising from about l to about 67 percent by weight of one or more of the quaternary ammonium salts having one higher alkyl group and from about 33 to about 99 percent by weight of one or more of the bleaches.
  • Such compositions generally comprise amounts of from about 2 to about 30 percent by weight of heavy-duty detergent compositions.
  • a quantity of the bleach employed should be such that about to about 200 p.p.m. of available bleach is present in a washing bath having a total detergent concentration greater than about 0.075 percent by weight, and preferably from about 0.1 to about 0.4 percent by weight.
  • an anionic organic detergent (c) from about 5 to about 50 percent by weight of a detergent composition should comprise this component.
  • the quantity will be of the order of about 7.5 to 40 percent by weight.
  • the balance of a formulation is primarily a water-soluble, builder salt or salts. The latter is generally used in an amount ranging from about 5 to about 90 percent by weight, particularly the polyphosphate, and preferably from about percent to ⁇ about 60 percent.
  • the amounts of quaternary compound and bleach will be variable as indicated above.
  • the quaternary compound will be present in amounts from about 0.01 to about 4, and preferably from about 0.3 to about 3, percent by weight.
  • the bleach will be present in an amount ranging from about 2 to about 30, and preferably from about 5 to about 20, percent by weight.
  • compositions contemplated herein can beneficially include various other substances generally employed in the art in such detergent compositions, provided that the use of any such materials does not substantially adversely affect the desired properties of the compositions.
  • suitable materials are hydrotropic solubilizing agents such as sodium xylene and toluene sulfonates; sodium carboxymethylcellulose and polyvinyl alcohol anti-redeposition agents; optical or uorescent brightener materials of the triazole or benzidine sulfone type which are encompassularly effective in the presence of a chlorine-containing bleach; germicides; coloring agents; perfumes; and the like.
  • compositions advantageously contain a hydrophobic cellulosic soil-suspending agent which is soluble or dispersible in water also.
  • the joint use of the combination of the cellulosic compound and polyvinyl alcohol is particularly effective for soil-suspending properties during the washing of a variety of fabrics, including both cotton and synthetic fibers such as nylon, dacron and resin-treated cottons.
  • the mixture is used preferably in a total amount of 0.1 to 2 percent by weight of the solids.
  • compositions of this invention are stable during storage. These compositions can be prepared by dry blending the powder or granular materials in any suitable blender. Preferably all the ingredients, except the bleaching agent, are prepared in particulate form by heat drying an aqueous slurry, such as by spray drying or drum drying at temperatures about 212 F., and the dry bleach is then blended with the heat dried composition.
  • the mixture is then pumped into a spray tower where it is spray-dried with air heated to about 600 F., whereupon a product in the form of beads is obtained.
  • a bleach is then admixed with the product in bead lor in any other suitable form in a suitable mixer such as a twin-shell blender, ribbon blender, etc.
  • a particularly advantageous process herein involves forming a fluid aqueous slurry comprising water and an anionic organic detergent with a fatty acid salt.
  • the slurry flows or is pumped into a conventional soap crutcher or any other suitable mixinfy apparatus such as a ribbon blender.
  • the anionic detergent should desirably be added to the crutcher prior to addition of the quaternary compound in order to avoid formation of any significant amount of insoluble, anionic-cationic complex.
  • the other ingredients are then added in any suitable order and form.
  • the cationic quaternary ammonium compound is added, usually as a fine white powder, with stirring.
  • the resulting slurry should be sufficiently fluid at the elevated temperatures to insure adequate mixing and formation of a uniform product, and is subjected to a heat treatment at an elevated temperature such as within the range of about to about 200 F., and usually from about to 155 F.
  • the slurry is heated by external means or even by the exothermic heat of reaction of certain ingredients.
  • hydratable inorganic salts such as the anhydrous forms of sodium tripolyphosphate and sodium pyrophosphate results in exothermic reactions as hydration occurs. It is desirable generally to add the polyphosphate and/or other builder salt or salts in the final stages of the crutching operation.
  • a fatty acid salt can be added at ⁇ any suitable stage of the crutching operation, preferably before addition of polyphosphate.
  • all of the components, except the bleach and miscellaneous characterizing agents, can be added to thecrutcher without any need to shield one component from another.
  • Mixing time is suicient to insure adequate mixing and will usually be at least a few minutes, e.g. 5 minutes.
  • the aqueous mixture prior to drying can be aged at the elevated temperature for a time sufficient to insure adequate solubilization or hydration of certain ingredients. Such aging period can be a number of hours, such as up to about 8 hours. In general, it is preferred to employ time intervals of less than three hours and preferably less than one hour. It is understood that excessively high temperatures or unduly long aging periods are to be avoided to prevent any possible decomposition and insure efcient processing.
  • the aqueous slurry In spray-drying the aqueous slurry, it is atomized or forced through spray nozzles into towers, with small liquid particles discharged from the nozzles becoming solidified and drying as they contact or fall through a stream or vortex of heated air or other inert gas which is at about 600 F.
  • the composition is produced thereby in the form of hollow thin-walled spheres or beads having a small residual moisture content usually of about 3 to l5 percent by weight.
  • Example 1 In this illustration, a comparison is made of several related compositions one of which is typical of the new compositions contemplated herein. All parts are by weight unless otherwise specified.
  • the compositions cornpared are:
  • (A) Comprising essentially 12 percent of sodium tridecylbenzene sulfonate (anionic detergent), 3 percent sodium tallow soap (anionic detergent), 50 percent sodium tripolyphosphate (builder), 24 percent sodium sulfate (builder), and 11 percent water;
  • composition A in which l percent of the Water is replaced with 1 percent stearyl dimethyl benzyl ammonium chloride (cationic agent);
  • composition A in which percent of the water is replaced with 10 percent of potassium dichloroisocyanurate (bleach);
  • Composition A was formed by mixing an aqueous solution of the sulfonate with an aqueous solution of the soap. Dry builders were added to and were mixed with the resulting aqueous solution. The concentration of the entire detergent system (sulfonate, soap and builders) was approximately 0.15 percent by weight.
  • Composition B was formed in much the same manner, except that an aqueous solution of the cationic agent was mixed with the aqueous solutions containing sulfonate and soap prior to addition of the builders.
  • Composition C was formed by adding the dry bleach to a composition formed in accordance with the procedure for preparing Composition B.
  • ⁇ Composition D was prepared by: mixing together aqueous solutions containing, respectively: sulfonate, -soap and cationic agent; adding dry builders to the resulting solution; and then adding the dry bleach to the solution formed following addition of the builders.
  • compositions A through D were subjected to an evaluation test, referred to as a Dynamic Foam Test, which has been found to correlate with conditions normally encountered with use of detergent compositions.
  • Foam behavior of the compositions is determined in the presence of soil by employing soiled cotton fabrics in a standard laboratory Tergotometer apparatus.
  • the soil employed was a synthetic sebum comprising:
  • Palmitic acid Percent wt. Palmitic acid 10 Stearic acid 5 Oleic acid 15 Coconut oil 20 Olive oil 20 Squalene 5 Parafnn (M. Pt., 48 C.) 10 Spermaceti 15 The test procedure used follows:
  • Composition A exhibits excellent foam stability in the presence of soil, but would be unacceptable for use in tumbler-type automatic washers unless unrealistically heavy soil levels were encountered;
  • Composition B indicates that the addition of ⁇ a minor amount (1%) of a cationic agent to Composition A depresses the dynamic foam in the presence of soil;
  • Composition C exhibits such foam stability in the presence of soil as to be undesirable for use in tumblertype automatic washers despite the fact that addition of the bleaching agent to Composition A reduces the dynamic foam stability in the presence of soil, though not enough to eliminate a foaming problem at normal soil levels corresponding to -150 mgs. of sebum soil in tumbler-type automatic washers;
  • Composition D contains both the 1% cationic quaternary ammonium compound of Composition B and the bleaching agent of Composition C and exhibits the absence of foam in the 100-150 mgs. soil range which is equivalent to soil range expected for normal loads of soiled fabrics in tumbler-type washing machines; this curve illustrates that by suitably adjusting the proportions of the two components-cationic compound and bleacha product having a predetermined foam level in tumblertype washing machines can be formulated; and
  • Example 2 Components: Parts Sodium tridecyl benzene sulfonate 25 Potassium dichloroisocyanurate (equivalent to 100 p.p.m./17 gallons of water) 10 Stearyl dimethyl benzyl ammonium chloride 3 Sodium tripolyphosphate 25 Sodium sulfate 29
  • the composition of Example Z-identied herein as product 2- was prepared in the same manner as was Composition D of Example 1. It was tested at 0.15% concentration in the Dynamic Foam Test, wherein the foam level fell from 11/2 inches without any soil to 1/2 inch after the addition of 80 mgs. of soil and to a trace level after 160 mgs. of sebum soil.
  • the foam level V remained at 11/2 inches until 500 mgs. of sebum soil had been added. Approximately one inch of foam was formed in a tumble-r 4washer when laundering a normally soiled eight pound load of soiled textiles with product 2.
  • compositions shown in Examples 3 through 18, below, were prepared by following the procedure of Example 1, Composition D.
  • Example 5 Parts Components High titer soda talloW soap 12 l2 Potassium dichloroisocyanm-ate 2 Stearyl dimethyl benzyl ammonium chloride 0.3 Sodium tripolyphosphate 50 50 Sodium sulfate 30 27
  • the product 5 of Example 5 was evaluated in the Dynamic Foam Test at 0.15 concentration and exhibited the following foam behavior: mg. soil-1% inches; 40 mgs. soil- 1% inches; 80 mgs. soil-1% inches; 120 mgs. soil-7A; inch; 160 mgs. soil-V2 inch.
  • the effect of incorporating the foam control combination of the invention is characterized by the product 6 of Example 6 which exhibits an initial foam height of /fs inch and a trace foam level in the presence of 80 mgs. of sebum soil.
  • the compositions also demonstrate the foam suppressing ellect of the additive mixture of this invention.
  • Example 12 The following composition was prepared: Components: Parts Sodium tridecyl benzene sulfonate 12.0 High titer soda tallow soap 3.0 Sodium tripolyphosphate 50.0 Stearyl dimethyl benzyl ammonium chloride 0.8 Trichloro cyanuric acid 10.0 Water 1.5 Sodium sulfate 22.7 This composition gave the same general results as Example 2 and proved satisfactory for use in horizontal, front-loading washers.
  • Example 19 Components: Parts Sodium tridecyl benzene sulfonate 12 High titer soda tallow soap 3.2 Stearyl dimethyl benzyl ammonium chloride 0.8 Sodium tripolyphosphate 50 Sodium silicate solids 3 Sodium sulfate 16.9 Sodium carboxymethyl cellulose 0.5 Polyvinyl alcohol 0.2 Brighteners, perfume, etc. 0.4 Potassium dichloroisocyanurate Water 3 The product 19 of this example has been found to exhibit highly superior properties as a heavy-duty detergent composition. Product 19 was formed in accordance with the spray drying techniques described above.
  • compositions performed satisfactorily when used in tumbler-type Washing machines.
  • compositions of the present invention provide detergent compositions acceptable for use in both agitator-type and tumbler-type washing machines. Further, these compositions exhibit eiective detergency action of anionic detergent phosphate mixtures, bleaching action of a chlorine bleach and desired foam control in the presence of soil. Foam control is achieved by a novel combination of a cationic agent and the chlorine bleaching agent.
  • compositions of this invention are excellent. Advantages realized therewith include: soft, uffy towels, diapers, etc.; smooth, silky sheets, pillow cases, etc.; easy-to-iron shirts, sheets, etc.; reduced cling on nylon and other synthetics; long garment life, less wrinkling.
  • the new compositions can be used to launder a variety of fabrics, which can be made from natural animal bers, natural vegetable fibers, mineral fibers and synthetic bers. These include wool, silk, cotton, linen, glass, acetate, rayon, nylon, Orlon, Dacron, and others.
  • the fabrics can be those classied as outer garments, under garments, diapers, etc.
  • the additive compositions, etc. of this invention can be in solid form in the character of freeilowing powders, granules, tablets, etc.
  • solids used herein it is intended to include sizes and shapes of material having at least one dimension of relatvely low order, such as grains, chips, ilakes and other forms having proportionally large surface areas, and in any other suitable form
  • the new compositions can be packaged in paper, plastic or any other suitable packaging medium.
  • an additive combination of a cationic ⁇ agent and a bleach can be packaged in a Water-soluble plastic material such as polyvinyl alcohol, for use either in a wash or a rinse cycle, or in both cycles, or in loose particulate from such as powders and granules.
  • the bleach can also be contained in a Water-soluble polyvinyl alcohol packet or the like and the other ingredients can be combined in the container which also includes the bleach packet.
  • Anther technique for insuring long shelf life involves coating of the bleach with a coating agent such as a suitable fatty alcohol, e.g. stearyl alcohol; the coated bleaching agent can then be mixed with all other ingredients without necessity for separated compartments in a container.
  • a controlled sudsing, heavy-duty detergent composition consisting essentially of:
  • a builder salt selected from the group consisting of sodium inorganic phosphates, silicates, carbonates, sulf-ates, borates and mixtures thereof,
  • a controlled sud'sing, heavy-duty detergent composition consisting essentially of:
  • a bleach selected from the group consisting of t-richlorocyanuric acid, dischlorocyanuric acid, sodium dichloroisocyanurate and potassium dichloroisocyanurate.
  • composition defined by claim 2 wherein the total quantity of (c)-
  • composition defined by claim 2 wherein said builder salt is a Water-soluble, alkali metal inorganic phosphate.
  • a controlled sudsing, heavy-duty detergent composition consisting essentially of:
  • a detergent composition consisting essentially of about 5 to 50% by weight of a water-soluble anionic organic detergent selected from the group consisting of alkali metal sulfates, sulfonates and carboxylates having an alkyl group of about 8 to 22 carbon atoms in their molecular structure, about 5 to 90% by weight of a Water-soluble alkali metal inorganic phosphate builder salt and about 2 to 30% by weight of a mixture of (a) a.
  • a water-soluble anionic organic detergent selected from the group consisting of alkali metal sulfates, sulfonates and carboxylates having an alkyl group of about 8 to 22 carbon atoms in their molecular structure, about 5 to 90% by weight of a Water-soluble alkali metal inorganic phosphate builder salt and about 2 to 30% by weight of a mixture of (a) a.
  • quaternary ammonium salt I represented by the formula wherein R1 is an alkyl group of about 10 to 2O carbon atoms, R2 and R3 are alkyl -groups of 1 to 3 carbon atoms each, R4 is selected from the group consisting of alkyl groups of l to 3 carbon atoms and benzyl groups, and X is a halogen selected from the group consisting of chlorine and bromine and (b) a bleach selected from the group consisting of -dichlorocyanuric acid, trichlonocyanuric acid, sodium dichloroisocyanurate an potassium dichloroisocyanurate, the Weight ratito of said quaternary ammonium compound to said bleach being from about 0.01/l lto about 2/1.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
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US312968A 1963-10-01 1963-10-01 Detergent composition Expired - Lifetime US3265624A (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
US312968A US3265624A (en) 1963-10-01 1963-10-01 Detergent composition
DEC33937A DE1273735B (de) 1963-10-01 1964-09-21 Schaumarmes Waschmittel
GB38579/64A GB1043046A (en) 1963-10-01 1964-09-22 Detergent composition
CH1264864A CH467855A (de) 1963-10-01 1964-09-29 Waschzusatzmittel und dessen Verwendung
FR989694A FR1414119A (fr) 1963-10-01 1964-09-29 Composition utilisable pour le lavage
DK483064AA DK127335B (da) 1963-10-01 1964-09-30 Skumregulerende detergentprodukt.
NL6411362A NL6411362A (de) 1963-10-01 1964-09-30
BE653764D BE653764A (de) 1963-10-01 1964-09-30
MY196812A MY6800012A (en) 1963-10-01 1968-12-31 Detergent composition

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US312968A US3265624A (en) 1963-10-01 1963-10-01 Detergent composition

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US3265624A true US3265624A (en) 1966-08-09

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BE (1) BE653764A (de)
CH (1) CH467855A (de)
DE (1) DE1273735B (de)
DK (1) DK127335B (de)
GB (1) GB1043046A (de)
MY (1) MY6800012A (de)
NL (1) NL6411362A (de)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3545014A (en) * 1968-02-05 1970-12-08 Elbert Davis Sanitizers
US3892680A (en) * 1970-12-14 1975-07-01 Procter & Gamble Built detergent composition containing calcium-insensitive detergent and a carbonate-silicate builder
US4203852A (en) * 1974-03-01 1980-05-20 Colgate-Palmolive Company Softener, bleach and anti-cling composition
US4430236A (en) 1981-06-22 1984-02-07 Texize, Division Of Mortonthiokol Liquid detergent composition containing bleach
US4800036A (en) * 1985-05-06 1989-01-24 The Dow Chemical Company Aqueous bleach compositions thickened with a viscoelastic surfactant
US4847089A (en) * 1986-07-16 1989-07-11 David N. Kramer Cleansing and distinfecting compositions, including bleaching agents, and sponges and other applicators incorporating the same
US5130045A (en) * 1987-10-30 1992-07-14 The Clorox Company Delayed onset active oxygen bleach composition
US5234616A (en) * 1987-10-30 1993-08-10 The Clorox Company Method of laundering clothes using a delayed onset active oxygen bleach composition
GB2392450A (en) * 2002-08-31 2004-03-03 Reckitt Benckiser Inc Liquid detergent compositions
US20100006123A1 (en) * 2007-02-01 2010-01-14 Johnsondiversey, Inc. Detergent dispenser assembly and method, flowable detergent powders, and methods for making and using the same
WO2011151167A1 (en) * 2010-05-31 2011-12-08 Unilever Nv Laundry treatment composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5836037B2 (ja) * 1980-06-27 1983-08-06 ダイキン工業株式会社 含フツ素界面活性剤組成物

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA525648A (en) * 1956-05-29 W. Stewart Alex Detergent composition
US2834737A (en) * 1957-01-15 1958-05-13 Texize Chem Inc Foaming bleach
US2929816A (en) * 1960-03-22 Cinci
US2987435A (en) * 1957-08-08 1961-06-06 Lever Brothers Ltd Germicidal compositions
US2988471A (en) * 1959-01-02 1961-06-13 Fmc Corp Stabilization of active chlorine containing solutions
US3044962A (en) * 1957-10-31 1962-07-17 British Nylon Spinners Ltd Preparation of detergent compositions

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE551308A (de) * 1955-05-09
FR1210069A (fr) * 1957-08-08 1960-03-07 Unilever Nv Compositions germicides pour le traitement de matières textiles

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA525648A (en) * 1956-05-29 W. Stewart Alex Detergent composition
US2929816A (en) * 1960-03-22 Cinci
US2834737A (en) * 1957-01-15 1958-05-13 Texize Chem Inc Foaming bleach
US2987435A (en) * 1957-08-08 1961-06-06 Lever Brothers Ltd Germicidal compositions
US3044962A (en) * 1957-10-31 1962-07-17 British Nylon Spinners Ltd Preparation of detergent compositions
US2988471A (en) * 1959-01-02 1961-06-13 Fmc Corp Stabilization of active chlorine containing solutions

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3545014A (en) * 1968-02-05 1970-12-08 Elbert Davis Sanitizers
US3892680A (en) * 1970-12-14 1975-07-01 Procter & Gamble Built detergent composition containing calcium-insensitive detergent and a carbonate-silicate builder
US4203852A (en) * 1974-03-01 1980-05-20 Colgate-Palmolive Company Softener, bleach and anti-cling composition
US4430236A (en) 1981-06-22 1984-02-07 Texize, Division Of Mortonthiokol Liquid detergent composition containing bleach
US4800036A (en) * 1985-05-06 1989-01-24 The Dow Chemical Company Aqueous bleach compositions thickened with a viscoelastic surfactant
US4847089A (en) * 1986-07-16 1989-07-11 David N. Kramer Cleansing and distinfecting compositions, including bleaching agents, and sponges and other applicators incorporating the same
US5130045A (en) * 1987-10-30 1992-07-14 The Clorox Company Delayed onset active oxygen bleach composition
US5234616A (en) * 1987-10-30 1993-08-10 The Clorox Company Method of laundering clothes using a delayed onset active oxygen bleach composition
GB2392450A (en) * 2002-08-31 2004-03-03 Reckitt Benckiser Inc Liquid detergent compositions
US20060172912A1 (en) * 2002-08-31 2006-08-03 Burt Diane J Water soluble sachet containing hard surface cleaner
US7189686B2 (en) 2002-08-31 2007-03-13 Reckitt Benckiser Inc. Water soluble sachet containing hard surface cleaner
US20100006123A1 (en) * 2007-02-01 2010-01-14 Johnsondiversey, Inc. Detergent dispenser assembly and method, flowable detergent powders, and methods for making and using the same
WO2011151167A1 (en) * 2010-05-31 2011-12-08 Unilever Nv Laundry treatment composition
CN103201366A (zh) * 2010-05-31 2013-07-10 荷兰联合利华有限公司 洗衣处理组合物
CN103201366B (zh) * 2010-05-31 2015-03-18 荷兰联合利华有限公司 洗衣处理组合物

Also Published As

Publication number Publication date
DE1273735B (de) 1968-07-25
DE1273735C2 (de) 1973-07-05
BE653764A (de) 1965-03-30
GB1043046A (en) 1966-09-21
MY6800012A (en) 1968-12-31
NL6411362A (de) 1965-04-02
DK127335B (da) 1973-10-22
CH467855A (de) 1969-01-31

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