US2757143A - Detergent composition - Google Patents
Detergent composition Download PDFInfo
- Publication number
- US2757143A US2757143A US2757143DA US2757143A US 2757143 A US2757143 A US 2757143A US 2757143D A US2757143D A US 2757143DA US 2757143 A US2757143 A US 2757143A
- Authority
- US
- United States
- Prior art keywords
- detergent
- fatty acid
- cleansing
- amide
- water
- 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
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- 239000003599 detergent Substances 0.000 title claims description 114
- 239000000203 mixture Substances 0.000 title claims description 68
- 238000004900 laundering Methods 0.000 claims description 34
- 150000001408 amides Chemical class 0.000 claims description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 18
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 54
- 239000000194 fatty acid Substances 0.000 description 54
- -1 alkyl sulfonic acids Chemical class 0.000 description 50
- 230000002195 synergetic Effects 0.000 description 42
- 150000004665 fatty acids Chemical class 0.000 description 38
- 150000001875 compounds Chemical class 0.000 description 36
- 239000003795 chemical substances by application Substances 0.000 description 26
- 150000003839 salts Chemical class 0.000 description 26
- 239000011780 sodium chloride Substances 0.000 description 26
- 239000003240 coconut oil Substances 0.000 description 24
- 235000019864 coconut oil Nutrition 0.000 description 24
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-Amino-2-propanol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 20
- 125000004432 carbon atoms Chemical group C* 0.000 description 16
- 235000019441 ethanol Nutrition 0.000 description 16
- 229910052708 sodium Inorganic materials 0.000 description 14
- 239000011734 sodium Substances 0.000 description 14
- 229940102253 ISOPROPANOLAMINE Drugs 0.000 description 12
- 150000001298 alcohols Chemical class 0.000 description 12
- 230000002708 enhancing Effects 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 12
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 10
- 239000006260 foam Substances 0.000 description 10
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 10
- 235000013162 Cocos nucifera Nutrition 0.000 description 8
- 240000007170 Cocos nucifera Species 0.000 description 8
- POULHZVOKOAJMA-UHFFFAOYSA-N Lauric acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 8
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 8
- GHNRTXCRBJQVGN-UHFFFAOYSA-N 4-dodecan-6-ylbenzenesulfonic acid Chemical compound CCCCCCC(CCCCC)C1=CC=C(S(O)(=O)=O)C=C1 GHNRTXCRBJQVGN-UHFFFAOYSA-N 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 6
- 238000005187 foaming Methods 0.000 description 6
- 239000008233 hard water Substances 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000002453 shampoo Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 235000021360 Myristic acid Nutrition 0.000 description 4
- 210000003491 Skin Anatomy 0.000 description 4
- 229940045998 Sodium Isethionate Drugs 0.000 description 4
- 150000008051 alkyl sulfates Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 238000004851 dishwashing Methods 0.000 description 4
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 235000013772 propylene glycol Nutrition 0.000 description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 4
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical compound OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- PTNBGJZNHOSDLZ-UHFFFAOYSA-N 1,3,5-tri(propan-2-yl)naphthalene Chemical compound C1=CC=C(C(C)C)C2=CC(C(C)C)=CC(C(C)C)=C21 PTNBGJZNHOSDLZ-UHFFFAOYSA-N 0.000 description 2
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 2
- SUZRRICLUFMAQD-UHFFFAOYSA-N 2-(methylamino)ethanesulfonic acid Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
- YPFUJZAAZJXMIP-UHFFFAOYSA-N 3-sulfopropanediol Chemical compound OCC(O)CS(O)(=O)=O YPFUJZAAZJXMIP-UHFFFAOYSA-N 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- APSBXTVYXVQYAB-UHFFFAOYSA-M Dioctyl sodium sulfosuccinate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 2
- KWKXNDCHNDYVRT-UHFFFAOYSA-N Dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 2
- 239000004129 EU approved improving agent Substances 0.000 description 2
- 229940045996 Isethionic Acid Drugs 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N Isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- MMBILEWCGWTAOV-UHFFFAOYSA-N N-(2-hydroxypropyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)NCC(C)O MMBILEWCGWTAOV-UHFFFAOYSA-N 0.000 description 2
- WGBIOGHOLKYEAM-UHFFFAOYSA-N N-(2-hydroxypropyl)tetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)NCC(C)O WGBIOGHOLKYEAM-UHFFFAOYSA-N 0.000 description 2
- FATBGEAMYMYZAF-KTKRTIGZSA-N Oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Natural products CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000002939 deleterious Effects 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
- 229940043264 dodecyl sulfate Drugs 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000001264 neutralization Effects 0.000 description 2
- 239000003346 palm kernel oil Substances 0.000 description 2
- 235000019865 palm kernel oil Nutrition 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- NGDIAZZSCVVCEW-UHFFFAOYSA-M sodium;butyl sulfate Chemical compound [Na+].CCCCOS([O-])(=O)=O NGDIAZZSCVVCEW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical class OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- QEALYLRSRQDCRA-UHFFFAOYSA-N tetradecanamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/37—Mixtures of compounds all of which are anionic
-
- 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
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
-
- 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
- C11D1/65—Mixtures of anionic with cationic 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
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
Definitions
- This invention relates to foaming, washing, laundering and cleansing compositions containing synergistic agents.
- wetting agents and detergents such as of the class consisting of the water-soluble salts of alkyl sulfonic acids, alkyl aryl sulfonic acids, alkyl sulfuric acids, sulfuric acid esters of polyhydric alcohols incompletely esterified with fatty acids of high molecular weight.
- Another object of myinvention is to improve the deleterious effect which the usual dishwashing and laundering detergents produce on human skin, such as irritation and drying.
- a further object of my invention is to improve shampoo compositions so as to make them far less drying and impart emollient effects on both skin and hair.
- the synergistic agents which I employ are outstanding in their effectiveness to produce all the aforesaid results.
- the synergistic compounds are higher fatty acid amides of monisopropanolamine. Especially effective are the compounds having eight to eighteen carbon atoms in the acyl radical. These compounds have very slight water-solubility and are of little or no value when used alone as a detergent, wetting, and shampooing material, but when admixed with a larger quantity of the detergents of the class named above, they enhance all the aforementioned properties to such a degree that they function as active and very effective synergistic agents.
- synergistic agents which I employ may be illustrated by the following formula:
- R-CO is an acyl radical of a fatty acid having 8 to 18 carbons.
- Illustrative examples of the product that come within the scope of the above general formula are: capryl isopropanolamide, lauroyl isopropanolamide, myristoyl isopropanolamide, the coconut fatty acid amide of isopropanolamine, and the palm kernel fatty acid amide of isopropanolamine.
- my invention is applicable to the improvement of detergents coming within the class above mentioned, the advantages of the invention being the improve ment of the cleansing power of the sulfates and sulfonates, the improvement of their foaming stability in hard water, and improvement of their emolliency.
- the invention is particularly applicable to the improvement of the already known detergents in which the principal active constituent is a water-soluble salt of lauryl or oleyl sulfuric acid, for example triethanolammonium alkyl sulfate from the mixed higher alcohols obtainable by reducing coconut oil, or the sodium alkyl sulfate derived from the higher alcohols of sperm oil, but the invention does not afford a means of making a practical detergent out of a compound initially lacking detergent properties, such as sodium butyl sulfate, triisopropyl naphthalene sulfonate, Turkey red oil, or dioctyl ester of sodium sulfo succinate.
- water-soluble salts of other alkyl sulfuric acids having decided detergent value and having eight to eighteen carbon atoms in the alkyl radical are improved by the addition of the synergistic compounds herein covered and especially are these synergistic compounds useful in improving the detergent power of the salts of those alkyl sulfuric acids derived from a mixture of higher alcohols obtained from oils of the coconut oil group such as coconut oil, palm kernel oil, etc.
- alkyl sulfate detergents Besides the alkyl sulfate detergents referred to above, other compounds having a sulfuric acid ester group and possessing value as washing and detergent agents in aqueous solution are improved by the addition of the products of the present invention.
- the synergistic compounds are employed with compounds such as the water-soluble salts of the sulfuric acid esters of higher fatty acid monoglycerides (sodium salt of the coconut oil fatty acid ester of 1,2 dihydroxy propane 3 sulfuric acid ester) and of the sulfated higher fatty acid alkylolamides (the sodium salt of sulfated coconut oil fatty acid ethanolamide).
- the improving agents of this invention may also be employed with compounds having a true sulfonate group, these compounds possessing a substantial power to wash and cleanse in aqueous solution in the absence of an enhancing agent.
- beneficial results will be noted when the synergistic compounds are employed with water-soluble salts of higher fatty acid esters of 1,2 dihydroxy propane 3 sulfonic acid, the sodium salt of the coconut oil fatty acid ester being an excellent example of this type of detergent.
- synergistic compounds may be employed with watersoluble salts of the higher alcohol esters of sulfocarboxylic acids (sodium salt of the lauryl alcohol ester of sulfoacetic acid), higher alkylated benzene sulfonic acids (potassium salt of the sulfonic acid derived from the condensation product of benzene and a chlorinated kerosene fraction containing predominantly twelve carbon atoms per molecule), and ethers of high molecular alcohols and lower hydroxy sulfonic acids (monolauryl ether of 1,2 dihydroxy propane 3 sodium sulfonate).
- sulfocarboxylic acids sodium salt of the lauryl alcohol ester of sulfoacetic acid
- higher alkylated benzene sulfonic acids potassium salt of the sulfonic acid derived from the condensation product of benzene and a chlorinated kerosene fraction containing predominantly twelve carbon atoms per molecule
- synergist usage will vary depending on the specific combination of ingredients but in general the quantity of synergist will be less than the quantity of active detergent ingredient. I prefer to employ from about 5 per cent to about 25 per cent of synergist based on the active detergent, but marked improvement can be obtained with smaller proportions and larger proportions, for example, proportions within the range of about 1 per cent to about 40 per cent.
- Example 1 Example 2 To 90 parts of commercial sodium lauryl sulfate in a paste form containing 30% active detergent were added 10 parts of the coconut fatty acid amide of isopropanolamine as synergistic agent. The mixture was heated to 70 to 80 C. and mixed until homogeneous. The ratio of the synergist to the sodium lauryl sulfate is 1:2.7. A foam stability test made in hard water showed excellent foam stability to the mixture and very poor foam stability when the sodium lauryl sulfate was tested without the addition of the synergist. Detergency efhciency of the mixture was highly satisfactory as compared with the use of the detergent alone.
- Example 3 90 parts of a detergent containing 40% active ingredient designated as coconut oil fatty acid ester of sodium isethionate and 10 parts of myristic acid amide of isopropanolamide as the synergistic compound were mixed together. The above mixture had superior washing power compared with the commercial coconut oil fatty acid ester of sodium isethionate.
- a superior liquid shampoo was prepared when 70 parts of the triethanolamine salt of lauryl sulfate (50% active) was mixed with 15 parts of the coconut amide used in Example 4 and 15% ethyl alcohol (isopropyl alcohol may be substituted for the ethyl alcohol).
- Example 6 A superior cleansing agent was prepared by mixing 95 parts neutral sodium salt of lauryl'alcohol ester of sulfoacetic acid and parts of capric fatty acid amide of isopropanolamine. The ratio of synergist to detergent is 1:19.
- Example 7 A highly eflicient cleansing agent was prepared by mixing 60 parts of the detergent shown in Example 6 with 40 parts coconut fatty acid amide of isopropanolamine.
- Example 8 97 parts of sodium dodecyl benzene sulfonate was mixed with 2 parts of lauric and myristic fatty acid amide of isopropanolamine. The mixture had superior cleansing power as compared with the straight sodium dodecyl benzene sulfonate.
- Detergents such as those of the above specific examples, that is, commercial detergents in admixture with my synergistic agent, when employed in 0.2% concentration in hard water, a normal concentration used in laundering, will wash much whiter than any concentration of the commercial detergent without added synergistic agent.
- a solution containing any given concentration of a cleansing compound prepared in accordance with my invention will wash as white as, or whiter than, a solution containing a much larger concentration of detergent without added synergistic agent.
- My invention is not limited to any particular method of mixing the synergistic agents with the sulfate or sulfonate detergents. They may be incorporated in the detergent in any of the forms in which the detergents are manufactured.
- the synergistic agents may be mechanically mixed in; it may be crutched into the detergent in the form of a slurr and it may be dissolved in a solution of the detergent. While such ready-for-use mixtures may be manufactured and may be preferable for many purposes, it is likewise within the scope of my invention to add the synergistic agents to water prior to the adding of the detergent or vice versa, or to add both synergistic agents and detergent simultaneously but separately to the water. 7
- a cleansing and laundering composition consisting of a mixture of a detergent selected from the group consisting of water-soluble salts of organic sulfonic acids and water-soluble salts of aliphatic sulfuric acid esters, the said detergent having pronounced detergent power, and an amide of the formula RC O-NHCHQCHOH wherein RC0 is an acyl radical of fatty acid having 8 to 18 carbon atoms, and the amount by weight of the amide being about one per cent to about forty per cent by weight of the said detergent and sufficient to enhance the detergent power thereof.
- a cleansing and laundering composition consisting of a mixture of alkyl benzene sodium sulfonate having at least 11 carbon atoms and about one per cent to about forty per cent by weight of the coconut oil fatty acid amide of monoisopropanolamine.
- a cleansing and laundering composition consisting of a mixture of sodium lauryl sulfate and about one per cent to about forty per cent by weight of the coconut oil fatty acid amide of monoisopropanolamine.
- a cleansing and laundering composition consisting of a mixture of a water-soluble salt of an alkyl sulfuric acid having 8 to 18 carbon atoms in the alkyl radical and about one per cent to about forty per cent by weight of a fatty acid (8 to 18 carbon atoms) amide of monoisopropanolamine.
- a cleansing and laundering composition consisting of a mixture of a water-soluble alkylolamine salt of an alkyl sulfuric acid having 8 to 18 carbon atoms in the alkyl radical and about one per cent to about forty per cent by Weight of coconut oil fatty acid amide of monoisopropanolamine.
- a detergent composition consisting of a sodium alkyl benzene sulfonate detergent and a minor amount of lauric monoisopropanolarnide, suflicient to enhance the foam stability of said detergent in aqueous solution.
- a detergent composition containing a sodium alkyl benzene sulfonate detergent as its sole anionic detergent component and consisting essentially of said sodium alkyl benzene sulfonate detergent and a minor amount of lauric monoisopropanolamide, sufficient to enhance the foam stability of said detergent in aqueous solution.
Description
United States Patent DETERGENT COMPOSITION No Drawing. Application March 6, 1952, Serial N0. 275,226
12 Claims. (Cl. 252-152) This invention relates to foaming, washing, laundering and cleansing compositions containing synergistic agents.
It is the object of my invention to greatly improve or enhance the foaming efiiciency and stability, the detergency, the cleansing power, the laundering properties, and the dish-washing utility of a class of interface modifiers commonly known as wetting agents and detergents, such as of the class consisting of the water-soluble salts of alkyl sulfonic acids, alkyl aryl sulfonic acids, alkyl sulfuric acids, sulfuric acid esters of polyhydric alcohols incompletely esterified with fatty acids of high molecular weight.
Another object of myinvention is to improve the deleterious effect which the usual dishwashing and laundering detergents produce on human skin, such as irritation and drying.
A further object of my invention is to improve shampoo compositions so as to make them far less drying and impart emollient effects on both skin and hair.
According to my invention, the synergistic agents which I employ are outstanding in their effectiveness to produce all the aforesaid results. The synergistic compounds are higher fatty acid amides of monisopropanolamine. Especially effective are the compounds having eight to eighteen carbon atoms in the acyl radical. These compounds have very slight water-solubility and are of little or no value when used alone as a detergent, wetting, and shampooing material, but when admixed with a larger quantity of the detergents of the class named above, they enhance all the aforementioned properties to such a degree that they function as active and very effective synergistic agents.
The synergistic agents which I employ may be illustrated by the following formula:
wherein R-CO is an acyl radical of a fatty acid having 8 to 18 carbons. Illustrative examples of the product that come within the scope of the above general formula are: capryl isopropanolamide, lauroyl isopropanolamide, myristoyl isopropanolamide, the coconut fatty acid amide of isopropanolamine, and the palm kernel fatty acid amide of isopropanolamine.
In addition to the interface modifiers generally mentioned above, my invention is applicable to the improvement of detergents coming within the class above mentioned, the advantages of the invention being the improve ment of the cleansing power of the sulfates and sulfonates, the improvement of their foaming stability in hard water, and improvement of their emolliency.
Outstanding detergent compounds with which the above synergistic compounds may be used with advantage are the water-soluble salts of the higher molecular weight alkyl sulfuric acids which have distinct and pronounced detergent power, making the product suitable for use in cleansing and laundering operations. Thus, the invention is particularly applicable to the improvement of the already known detergents in which the principal active constituent is a water-soluble salt of lauryl or oleyl sulfuric acid, for example triethanolammonium alkyl sulfate from the mixed higher alcohols obtainable by reducing coconut oil, or the sodium alkyl sulfate derived from the higher alcohols of sperm oil, but the invention does not afford a means of making a practical detergent out of a compound initially lacking detergent properties, such as sodium butyl sulfate, triisopropyl naphthalene sulfonate, Turkey red oil, or dioctyl ester of sodium sulfo succinate.
In addition to the alkyl sulfate detergents specifically mentioned above, water-soluble salts of other alkyl sulfuric acids having decided detergent value and having eight to eighteen carbon atoms in the alkyl radical are improved by the addition of the synergistic compounds herein covered and especially are these synergistic compounds useful in improving the detergent power of the salts of those alkyl sulfuric acids derived from a mixture of higher alcohols obtained from oils of the coconut oil group such as coconut oil, palm kernel oil, etc.
Besides the alkyl sulfate detergents referred to above, other compounds having a sulfuric acid ester group and possessing value as washing and detergent agents in aqueous solution are improved by the addition of the products of the present invention. For example, highly beneficial results will be noted when the synergistic compounds are employed with compounds such as the water-soluble salts of the sulfuric acid esters of higher fatty acid monoglycerides (sodium salt of the coconut oil fatty acid ester of 1,2 dihydroxy propane 3 sulfuric acid ester) and of the sulfated higher fatty acid alkylolamides (the sodium salt of sulfated coconut oil fatty acid ethanolamide).
The improving agents of this invention may also be employed with compounds having a true sulfonate group, these compounds possessing a substantial power to wash and cleanse in aqueous solution in the absence of an enhancing agent. For example, beneficial results will be noted when the synergistic compounds are employed with water-soluble salts of higher fatty acid esters of 1,2 dihydroxy propane 3 sulfonic acid, the sodium salt of the coconut oil fatty acid ester being an excellent example of this type of detergent. Beneficial results will be noted also when the synergistic compounds are employed with such detergents as the water-soluble salts of the higher fatty acid mono-esters of lower molecular weight hydroxy alkyl sulfonic acids (oleic acid ester of the sodium salt of isethionic acid) and of the higher fatty acid amides of low molecular amino alkyl sulfonic acids (ammonium salt of oleic acid amide of N-methyl taurine). Likewise the synergistic compounds may be employed with watersoluble salts of the higher alcohol esters of sulfocarboxylic acids (sodium salt of the lauryl alcohol ester of sulfoacetic acid), higher alkylated benzene sulfonic acids (potassium salt of the sulfonic acid derived from the condensation product of benzene and a chlorinated kerosene fraction containing predominantly twelve carbon atoms per molecule), and ethers of high molecular alcohols and lower hydroxy sulfonic acids (monolauryl ether of 1,2 dihydroxy propane 3 sodium sulfonate).
The above examples are merely specific illustrations of the numerous detergents which can be rendered more eflicient in cleansing and laundering operations when used in conjunction with products in accordance with my invention and I do not wish to be limited thereto.
In the practice of my invention, the synergist usage will vary depending on the specific combination of ingredients but in general the quantity of synergist will be less than the quantity of active detergent ingredient. I prefer to employ from about 5 per cent to about 25 per cent of synergist based on the active detergent, but marked improvement can be obtained with smaller proportions and larger proportions, for example, proportions within the range of about 1 per cent to about 40 per cent.
The invention will be more clearly understood from the following examples, but these examples are merely illustrative of the manner in which my invention may be practiced and are not to be construed as limitations. All parts are by weight.
Example 1 *Example 2 To 90 parts of commercial sodium lauryl sulfate in a paste form containing 30% active detergent were added 10 parts of the coconut fatty acid amide of isopropanolamine as synergistic agent. The mixture was heated to 70 to 80 C. and mixed until homogeneous. The ratio of the synergist to the sodium lauryl sulfate is 1:2.7. A foam stability test made in hard water showed excellent foam stability to the mixture and very poor foam stability when the sodium lauryl sulfate was tested without the addition of the synergist. Detergency efhciency of the mixture was highly satisfactory as compared with the use of the detergent alone.
When used as a hair shampoo the above sodium lauryl sulfate-coconut fatty acid isopropanol amide mixture gave the hair an excellent sheen, softness and manageability not had when the sodium lauryl sulfate was used alone as a comparison.
Example 3 90 parts of a detergent containing 40% active ingredient designated as coconut oil fatty acid ester of sodium isethionate and 10 parts of myristic acid amide of isopropanolamide as the synergistic compound were mixed together. The above mixture had superior washing power compared with the commercial coconut oil fatty acid ester of sodium isethionate.
''Example 4 A superior liquid shampoo was prepared when 70 parts of the triethanolamine salt of lauryl sulfate (50% active) was mixed with 15 parts of the coconut amide used in Example 4 and 15% ethyl alcohol (isopropyl alcohol may be substituted for the ethyl alcohol).
Example 6 A superior cleansing agent was prepared by mixing 95 parts neutral sodium salt of lauryl'alcohol ester of sulfoacetic acid and parts of capric fatty acid amide of isopropanolamine. The ratio of synergist to detergent is 1:19.
Example 7 A highly eflicient cleansing agent was prepared by mixing 60 parts of the detergent shown in Example 6 with 40 parts coconut fatty acid amide of isopropanolamine.
Example 8 97 parts of sodium dodecyl benzene sulfonate was mixed with 2 parts of lauric and myristic fatty acid amide of isopropanolamine. The mixture had superior cleansing power as compared with the straight sodium dodecyl benzene sulfonate.
Detergents such as those of the above specific examples, that is, commercial detergents in admixture with my synergistic agent, when employed in 0.2% concentration in hard water, a normal concentration used in laundering, will wash much whiter than any concentration of the commercial detergent without added synergistic agent. in general a solution containing any given concentration of a cleansing compound prepared in accordance with my invention will wash as white as, or whiter than, a solution containing a much larger concentration of detergent without added synergistic agent.
My invention is not limited to any particular method of mixing the synergistic agents with the sulfate or sulfonate detergents. They may be incorporated in the detergent in any of the forms in which the detergents are manufactured. The synergistic agents may be mechanically mixed in; it may be crutched into the detergent in the form of a slurr and it may be dissolved in a solution of the detergent. While such ready-for-use mixtures may be manufactured and may be preferable for many purposes, it is likewise within the scope of my invention to add the synergistic agents to water prior to the adding of the detergent or vice versa, or to add both synergistic agents and detergent simultaneously but separately to the water. 7
Having thus described my invention, what I claim and desire to secure by Letters Patent is:
I claim:
1. A cleansing and laundering composition consisting of a mixture of a detergent selected from the group consisting of water-soluble salts of organic sulfonic acids and water-soluble salts of aliphatic sulfuric acid esters, the said detergent having pronounced detergent power, and an amide of the formula RC O-NHCHQCHOH wherein RC0 is an acyl radical of fatty acid having 8 to 18 carbon atoms, and the amount by weight of the amide being about one per cent to about forty per cent by weight of the said detergent and sufficient to enhance the detergent power thereof.
2. A cleansing and laundering composition of claim 1, in which the acyl radical of the amide is derived from a mixture of fatty acids consisting predominantly of lauric and myristic acids.
3. A cleansing and laundering composition of claim 1, in which the acyl radical of the amide is derived from a mixture of fatty acids obtained from coconut oil.
4. A cleansing and laundering composition of claim 1, in which the acyl radical of the amide is derived from lauric acid.
5. A cleansing and laundering composition of claim 1, in which the acyl radical of the amide is derived from myristic acid.
6. A cleansing and laundering composition of claim 1, in which the amount by weight of amide employed is from about one per cent to about forty per cent of the amount by weight of the detergent ingredient.
7. A cleansing and laundering composition consisting of a mixture of alkyl benzene sodium sulfonate having at least 11 carbon atoms and about one per cent to about forty per cent by weight of the coconut oil fatty acid amide of monoisopropanolamine.
8. A cleansing and laundering composition consisting of a mixture of sodium lauryl sulfate and about one per cent to about forty per cent by weight of the coconut oil fatty acid amide of monoisopropanolamine.
9. A cleansing and laundering composition consisting of a mixture of a water-soluble salt of an alkyl sulfuric acid having 8 to 18 carbon atoms in the alkyl radical and about one per cent to about forty per cent by weight of a fatty acid (8 to 18 carbon atoms) amide of monoisopropanolamine.
10. A cleansing and laundering composition consisting of a mixture of a water-soluble alkylolamine salt of an alkyl sulfuric acid having 8 to 18 carbon atoms in the alkyl radical and about one per cent to about forty per cent by Weight of coconut oil fatty acid amide of monoisopropanolamine.
11. A detergent composition consisting of a sodium alkyl benzene sulfonate detergent and a minor amount of lauric monoisopropanolarnide, suflicient to enhance the foam stability of said detergent in aqueous solution.
12. A detergent composition containing a sodium alkyl benzene sulfonate detergent as its sole anionic detergent component and consisting essentially of said sodium alkyl benzene sulfonate detergent and a minor amount of lauric monoisopropanolamide, sufficient to enhance the foam stability of said detergent in aqueous solution.
References Cited in the file of this patent UNITED STATES PATENTS
Claims (1)
1. A CLEANSING AND LAUNDERING COMPOSITION CONSISTING OF A MIXTURE OF A DETERGENT SELECTED FROM THE GROUP CONSISTING OF WATER-SOLUBLE SALTS OF ORGANIC SULFONIC ACIDS AND WATER-SOLUBLE SALTS OF ALIPHATIC SULFURIC ACID ESTERS, THE SAID DETERGENT HAVING PRONOUNCED DETERGENT POWER, AND AN AMIDE OF THE FORMULA
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US2757143A true US2757143A (en) | 1956-07-31 |
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US2757143D Expired - Lifetime US2757143A (en) | Detergent composition |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2846402A (en) * | 1958-08-05 | Alkyl sulfate detergent compositions | ||
US2877185A (en) * | 1956-06-29 | 1959-03-10 | Procter & Gamble | Clear liquid detergent composition |
US2927081A (en) * | 1956-01-31 | 1960-03-01 | Lever Brothers Ltd | Detergent composition containing n-tris (methylol) methyl amides |
US2991296A (en) * | 1959-02-26 | 1961-07-04 | Oscar L Scherr | Method for improving foam stability of foaming detergent composition and improved stabilizers therefor |
US3254029A (en) * | 1961-11-09 | 1966-05-31 | Emery Industries Inc | Drycleaning detergent composition |
DE1236704B (en) * | 1962-07-20 | 1967-03-16 | Johannes Roedger Dr Med | Low-odor disinfecting detergents and cleaning agents |
US4253993A (en) * | 1978-05-29 | 1981-03-03 | The Procter & Gamble Company | Shampoo in flake form |
US5188769A (en) * | 1992-03-26 | 1993-02-23 | The Procter & Gamble Company | Process for reducing the levels of fatty acid contaminants in polyhydroxy fatty acid amide surfactants |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2342562A (en) * | 1941-12-12 | 1944-02-22 | Procter & Gamble | Process of producing improved wetting, sudsing, and detergent agents |
US2383737A (en) * | 1942-02-18 | 1945-08-28 | Procter & Gamble | Detergent composition |
US2490459A (en) * | 1946-04-10 | 1949-12-06 | Emulsol Corp | Paste shampoo |
US2527076A (en) * | 1947-02-24 | 1950-10-24 | Procter & Gamble | Detergent composition |
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0
- US US2757143D patent/US2757143A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2342562A (en) * | 1941-12-12 | 1944-02-22 | Procter & Gamble | Process of producing improved wetting, sudsing, and detergent agents |
US2383737A (en) * | 1942-02-18 | 1945-08-28 | Procter & Gamble | Detergent composition |
US2490459A (en) * | 1946-04-10 | 1949-12-06 | Emulsol Corp | Paste shampoo |
US2527076A (en) * | 1947-02-24 | 1950-10-24 | Procter & Gamble | Detergent composition |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2846402A (en) * | 1958-08-05 | Alkyl sulfate detergent compositions | ||
US2927081A (en) * | 1956-01-31 | 1960-03-01 | Lever Brothers Ltd | Detergent composition containing n-tris (methylol) methyl amides |
US2877185A (en) * | 1956-06-29 | 1959-03-10 | Procter & Gamble | Clear liquid detergent composition |
US2991296A (en) * | 1959-02-26 | 1961-07-04 | Oscar L Scherr | Method for improving foam stability of foaming detergent composition and improved stabilizers therefor |
US3254029A (en) * | 1961-11-09 | 1966-05-31 | Emery Industries Inc | Drycleaning detergent composition |
DE1236704B (en) * | 1962-07-20 | 1967-03-16 | Johannes Roedger Dr Med | Low-odor disinfecting detergents and cleaning agents |
US4253993A (en) * | 1978-05-29 | 1981-03-03 | The Procter & Gamble Company | Shampoo in flake form |
US5188769A (en) * | 1992-03-26 | 1993-02-23 | The Procter & Gamble Company | Process for reducing the levels of fatty acid contaminants in polyhydroxy fatty acid amide surfactants |
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