US3576748A - Free-flowing granular detergent compositions containing nta and soap - Google Patents
Free-flowing granular detergent compositions containing nta and soap Download PDFInfo
- Publication number
- US3576748A US3576748A US812125A US3576748DA US3576748A US 3576748 A US3576748 A US 3576748A US 812125 A US812125 A US 812125A US 3576748D A US3576748D A US 3576748DA US 3576748 A US3576748 A US 3576748A
- Authority
- US
- United States
- Prior art keywords
- soap
- detergent
- slurry
- free
- nta
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title abstract description 46
- 239000000344 soap Substances 0.000 title abstract description 34
- 239000003599 detergent Substances 0.000 title abstract description 27
- 239000002002 slurry Substances 0.000 abstract description 24
- 239000000271 synthetic detergent Substances 0.000 abstract description 18
- 235000019832 sodium triphosphate Nutrition 0.000 abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 abstract description 5
- 238000001035 drying Methods 0.000 abstract description 4
- 150000001447 alkali salts Chemical class 0.000 abstract description 3
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 abstract description 2
- 239000000843 powder Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 9
- 125000000129 anionic group Chemical group 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229910052783 alkali metal Inorganic materials 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 150000001340 alkali metals Chemical class 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 238000001694 spray drying Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- -1 alkyl sulphates Chemical class 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 235000012149 noodles Nutrition 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 159000000011 group IA salts Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 239000003352 sequestering agent Substances 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 229960001922 sodium perborate Drugs 0.000 description 2
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 239000004133 Sodium thiosulphate Substances 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000011182 sodium carbonates Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/02—Preparation in the form of powder by spray drying
-
- 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
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- 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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/06—Phosphates, including polyphosphates
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- 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
Definitions
- the present invention relates to a process for preparing a detergent composition. More particularly, the present invention relates to a process for preparing a detergent composition which comprises an active detergent mixture of a nonionic synthetic detergent, an anionic synthetic detergent and an alkali metal soap, and a builder mixture of an alkali polyphosphate and a water-soluble alkaline salt of nitrilotriacetic acid.
- Nitrilotriacetic acid in particular the water-soluble alkali salts thereof, hereafter referred to as NTA, is a well-known sequestering agent. It has been proposed to use NTA in combination with an alkalipolyphosphate, in particular sodiumtriphosphate (hereinafter referred to as STP) to provide a builder mixture for detergent compositions.
- STP sodiumtriphosphate
- a spray-dried detergent composition containing this NTA/STP builder mixture could be prepared by preparing an aqueous slurry containing the various active detergent ingredients and the NTA/STP mixture together and spray-drying said slurry in any conventional way.
- the active detergent mixture comprises a mixture of a nonionic synthetic detergent, an anionic synthetic detergent and an alkali metal soap, a so-called controlled sudsing detergent composition. If a slurry containing this active detergent mixture and an NTA/STP mixture is spray-dried in a conventional manner, the spray-dried powder obtained is soft and very hygroscopic, and has poor free-flowing properties. It feels wet and sticky on leaving the spray-tower.
- the present invention therefore provides a process for the preparation of a granular free-flowing detergent composition containing an active detergent mixture consisting of a nonionic synthetic detergent, an anionic synthetic detergent and an alkali metal soap, and a mixture of NTA and STP in which an aqueous slurry containing the NTA, the STP and the nonionic synthetic detergent, the anionic synthetic detergent, and less than the total amount of the soap required in the final composition, is heat-dried, and the remaining part of the required amount of the soap is then added to the heat-dried granular detergent composition.
- the granular detergent composition thus obtained has satisfactory free-flowing properties, and the 3,576,748 Patented Apr. 27, 1971 "ice hygroscopicity of the product is considerably reduced. Moreover, the aqueous slurry is more easily heat-dried.
- the aqueous slurry should contain less than the total amount of soap required in the final product. Reduction of this amount results in better products, and the best products are obtained if the slurry does not contain soap at all. In this case all of the soap is added afterwards to the heat-dried product.
- the soap can be added in any convenient form for instance as shaped solids.
- shaped solids is to be understood any suitable solid form obtained by a suitable shaping process. Suitable shaped solid forms are noodles, flakes, ribbons, threads, granules, pellets, small spheres, etc.
- the soap can contain other ingredients desired in a detergent composition, such as perfumes, germicides, colouring material, fluorescers, enzymes, tarnish inhibitors, corrosion inhibitors, etc.
- the aqueous slurry can be prepared in any conventional manner by mixing the constituents of the detergent composition with sufficient water in a crutcher.
- the amount of water (including that present in the various ingredients added to the slurry) should be sufiicient to ensure a thinly viscous, readily pumpable and homogeneous slurry which does not gellify or solidify at higher shear rates, e.g. when the slurry is pumped through a high-pressure pump or a colloid mill.
- the amount of water should be from 45-55% by weight of the final slurry.
- the final slurry temperature should in general not be higher than 85 C., and preferably not higher than about 70 C. During the mixing operation the temperature of the slurry may increase when particular ingredients are added, such as e.g. sodium carbonate, and in general the initial temperature of the water should lie therefore between about 50 and 60 C.
- the heat-drying can be carried out in any conventional manner in a drying apparatus.
- the slurry is preferably spray-dried, e.g. in a spray-drying tower.
- the detergent composition of the invention may contain a mixture of NTA and STP in an amount of 20-50% by weight of the final composition.
- the mixture contains NTA and STP in a molar ratio of 4:1 to 1:4.
- a preferred molar ratio is 1:1.
- the detergent composition of the invention contains an active detergent mixture containing a nonionic synthetic detergent, an anionic synthetic detergent and an alkali metal soap.
- Preferred nonionic synthetic detergents for use in the present process are alkylene oxide containing nonionics. These are condensation products of alkylene oxide with an organic hydrophobic compound. Examples thereof are condensation products of ethylene oxide with alcohols, monoand di-alkylphenols, fatty acid amides, polyalkylene glycols and mixed alkylene oxide adducts. In general, the composition contains from 110% by weight of the final composition of the nonionic synthetic detergent. For medium-sudsing purposes l 6% if preferred, and for lowsudsing 2-l0% if preferred.
- the anionic synthetic detergents which may be used in the present process are well-known in the detergent art. They can be broadly described as the alkaline salts of the reaction product of a sulphating or suphonating agent with an organic sulphatable or sulphonatable compound. Examples thereof are the alkyl sulphates, alkylether sulphates, alkyl sulphonates, alkylaryl sulphonates, alkylarylether sulphates, acyltaurides, acylisethionates, sulphofatty acids, olefin sulphonates, etc.
- the composition contains from 2-20% by weight of the final composition of the anionic synthetic detergent.
- the soaps which are preferably used in the present process are of the normal type of soaps currently used in the detergent art, such as the alkali metal soaps of saturated fatty acids having from 10'-24 carbon atoms in the alkyl chain, e.g. fatty acids derived from palm oil, groundnut oil, hardened tallow, hardened fish oil, etc. Also alkali metal soaps of synthetic fatty acid may be used.
- the composition contains from 1-10% by Weight of the final composition of soap. For mediumsudsing an amount of 1-5% is preferred, for low-sudsing 5-10% of soap being desirable.
- the composition may further contain normal detergent additives, such as hydrotropes, lather modifiers, soilsuspending agents, fabric-damage inhibitors, corrosion inhibitors, alkali salts such as sodium carbonates, silicates, sulphates, sequestering agents, and hydrophobes such as paratfins.
- normal detergent additives such as hydrotropes, lather modifiers, soilsuspending agents, fabric-damage inhibitors, corrosion inhibitors, alkali salts such as sodium carbonates, silicates, sulphates, sequestering agents, and hydrophobes such as paratfins.
- a bleaching agent such as sodium perborate may be added in an amount of up to 35%. Enzymes may also be added.
- I-Iygroscopicity moisture uptake (percent increase in weight) at 80% RH. at room temperature (about 22 C.) in an open beaker containing 50 cc. of the powder during 7 days of storage.
- EXAMPLE 2 Aqueous slurries were prepared at about 50 C. by mixing the constituents of Example 1 with such amounts of soap (hardened tallow 63% f.a.) that on spray-drying powders were obtained with A 8.6, B 7.56, C, 3.38, D 1.6 and E 0% soap. To products B, C, D and E 22% of sodium perborate was added after spray-drying, and to products C, D and E also soap noodles (hardened tallow; 85% soap) in an amount of 4, 5.5 and 6.9% respectively. These products were stored in an open beaker at RH. at room temperature (about 22 C.) for 4 weeks, and the increase in weight (in percent) was determined every week. The results are shown in FIG. 2. From this figure it is clear that reducing the amount of soap in the spray-dried powder provides significantly less hygroscopic powders.
- compositions of the invention are satisfactory controlled sudsers, and are suitable for use in drum-type washing machines.
- a process for the preparation of a granular detergent composition with improved free-flowing properties wherein said composition consists essentially of:
- said process comprising heat drying an aqueous slurry containing all of ingredients (a), (b) and (c) and not more than half of ingredient (d) and, thereafter adding to said heat-dried product the remainder of the sodium soap as shaped solids in the form of noodles, flakes, ribbons, threads, granules, pellets or small spheres.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Arrangements For Transmission Of Measured Signals (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
LU55829 | 1968-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3576748A true US3576748A (en) | 1971-04-27 |
Family
ID=19725557
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US812125A Expired - Lifetime US3576748A (en) | 1968-04-03 | 1969-04-01 | Free-flowing granular detergent compositions containing nta and soap |
Country Status (13)
Country | Link |
---|---|
US (1) | US3576748A (pt) |
AT (1) | AT288573B (pt) |
BE (1) | BE730882A (pt) |
CH (1) | CH518358A (pt) |
DE (1) | DE1916861C3 (pt) |
DK (2) | DK129805B (pt) |
FI (1) | FI50137C (pt) |
FR (1) | FR2005461A1 (pt) |
GB (1) | GB1259027A (pt) |
LU (1) | LU55829A1 (pt) |
NL (1) | NL153600B (pt) |
NO (1) | NO127199B (pt) |
SE (1) | SE364984B (pt) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3639289A (en) * | 1968-06-18 | 1972-02-01 | Knapsack Ag | Process for the manufacture of noncaking blends comprising sodium tripolyphosphate hexahydrate and sodium nitrilo triacetate monohydrate or dihydrate, and their use as detergents, cleansing or rinsing agents |
US3945937A (en) * | 1974-04-02 | 1976-03-23 | American Cyanamid Company | Method for improving the stability of detergent bleach compositions |
US4082682A (en) * | 1972-04-06 | 1978-04-04 | Colgate-Palmolive Company | Detergent composition containing distinctive, colored, non-staining soap particles |
US4092261A (en) * | 1974-10-10 | 1978-05-30 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of powdery washing and cleansing agent compositions |
US4298480A (en) * | 1978-12-11 | 1981-11-03 | Colgate Palmolive Co. | Detergent softener compositions |
US4326971A (en) * | 1978-12-11 | 1982-04-27 | Colgate Palmolive Company | Detergent softener compositions |
US4329237A (en) * | 1979-11-21 | 1982-05-11 | Colgate-Palmolive Company | Detergent softener compositions |
US4411803A (en) * | 1980-10-27 | 1983-10-25 | Colgate Palmolive Company | Detergent softener compositions |
US4416811A (en) * | 1979-11-21 | 1983-11-22 | Colgate-Palmolive Company | Detergent softener compositions |
US4450085A (en) * | 1981-05-01 | 1984-05-22 | Colgate Palmolive Company | Detergent softener compositions |
US4992193A (en) * | 1986-10-24 | 1991-02-12 | Lever Brothers Company Division Of Conopco, Inc. | Granular detergent composition including soap noodles that contain free fatty acid to improve dissolution |
WO2009115379A1 (de) * | 2008-03-20 | 2009-09-24 | Henkel Ag & Co. Kgaa | Wasch- oder reinigungsmittel mit seife und polyesterbasiertem soil-release-polymer |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT330930B (de) * | 1973-04-13 | 1976-07-26 | Henkel & Cie Gmbh | Verfahren zur herstellung von festen, schuttfahigen wasch- oder reinigungsmitteln mit einem gehalt an calcium bindenden substanzen |
GB1560073A (en) * | 1975-10-17 | 1980-01-30 | Unilever Ltd | Detergent compositions and the production thereof |
US4530781A (en) * | 1983-10-12 | 1985-07-23 | S. C. Johnson & Son, Inc. | Metastable prespotting composition |
IT1236128B (it) * | 1989-11-15 | 1993-01-08 | Mira Lanza Spa | Detersivo in polvere, ad elevato contenuto di tensioattivi nonionici e di saponi. |
-
0
- DK DK129724D patent/DK129724A/da unknown
-
1968
- 1968-04-03 LU LU55829D patent/LU55829A1/xx unknown
-
1969
- 1969-03-28 GB GB1259027D patent/GB1259027A/en not_active Expired
- 1969-04-01 US US812125A patent/US3576748A/en not_active Expired - Lifetime
- 1969-04-01 SE SE04668/69A patent/SE364984B/xx unknown
- 1969-04-01 NO NO01374/69A patent/NO127199B/no unknown
- 1969-04-01 FI FI690947A patent/FI50137C/fi active
- 1969-04-01 BE BE730882D patent/BE730882A/xx not_active Expired
- 1969-04-01 CH CH496469A patent/CH518358A/de not_active IP Right Cessation
- 1969-04-01 DK DK183769AA patent/DK129805B/da unknown
- 1969-04-01 NL NL696905009A patent/NL153600B/xx not_active IP Right Cessation
- 1969-04-02 AT AT324269A patent/AT288573B/de not_active IP Right Cessation
- 1969-04-02 DE DE1916861A patent/DE1916861C3/de not_active Expired
- 1969-04-02 FR FR6910095A patent/FR2005461A1/fr not_active Withdrawn
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3639289A (en) * | 1968-06-18 | 1972-02-01 | Knapsack Ag | Process for the manufacture of noncaking blends comprising sodium tripolyphosphate hexahydrate and sodium nitrilo triacetate monohydrate or dihydrate, and their use as detergents, cleansing or rinsing agents |
US4082682A (en) * | 1972-04-06 | 1978-04-04 | Colgate-Palmolive Company | Detergent composition containing distinctive, colored, non-staining soap particles |
US3945937A (en) * | 1974-04-02 | 1976-03-23 | American Cyanamid Company | Method for improving the stability of detergent bleach compositions |
US4092261A (en) * | 1974-10-10 | 1978-05-30 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of powdery washing and cleansing agent compositions |
US4298480A (en) * | 1978-12-11 | 1981-11-03 | Colgate Palmolive Co. | Detergent softener compositions |
US4326971A (en) * | 1978-12-11 | 1982-04-27 | Colgate Palmolive Company | Detergent softener compositions |
US4329237A (en) * | 1979-11-21 | 1982-05-11 | Colgate-Palmolive Company | Detergent softener compositions |
US4416811A (en) * | 1979-11-21 | 1983-11-22 | Colgate-Palmolive Company | Detergent softener compositions |
US4411803A (en) * | 1980-10-27 | 1983-10-25 | Colgate Palmolive Company | Detergent softener compositions |
FR2504938A1 (fr) * | 1981-05-01 | 1982-11-05 | Colgate Palmolive Co | Compositions a base de detergent et d'agent assouplissant et procede de lavage de tissus les utilisant |
US4450085A (en) * | 1981-05-01 | 1984-05-22 | Colgate Palmolive Company | Detergent softener compositions |
US4992193A (en) * | 1986-10-24 | 1991-02-12 | Lever Brothers Company Division Of Conopco, Inc. | Granular detergent composition including soap noodles that contain free fatty acid to improve dissolution |
WO2009115379A1 (de) * | 2008-03-20 | 2009-09-24 | Henkel Ag & Co. Kgaa | Wasch- oder reinigungsmittel mit seife und polyesterbasiertem soil-release-polymer |
Also Published As
Publication number | Publication date |
---|---|
FI50137C (fi) | 1975-12-10 |
DE1916861A1 (de) | 1969-11-06 |
GB1259027A (pt) | 1972-01-05 |
DK129724A (pt) | 1900-01-01 |
CH518358A (de) | 1972-01-31 |
NO127199B (pt) | 1973-05-21 |
DK129805C (pt) | 1975-05-05 |
FR2005461A1 (pt) | 1969-12-12 |
DK129805B (da) | 1974-11-18 |
BE730882A (pt) | 1969-10-01 |
NL6905009A (pt) | 1969-10-07 |
DE1916861B2 (de) | 1977-08-18 |
AT288573B (de) | 1971-03-10 |
DE1916861C3 (de) | 1978-05-11 |
LU55829A1 (pt) | 1969-11-13 |
NL153600B (nl) | 1977-06-15 |
FI50137B (pt) | 1975-09-01 |
SE364984B (pt) | 1974-03-11 |
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