US2345307A - Detergent composition - Google Patents
Detergent composition Download PDFInfo
- Publication number
- US2345307A US2345307A US479783A US47978343A US2345307A US 2345307 A US2345307 A US 2345307A US 479783 A US479783 A US 479783A US 47978343 A US47978343 A US 47978343A US 2345307 A US2345307 A US 2345307A
- Authority
- US
- United States
- Prior art keywords
- soap
- acid
- agent
- sodium
- carbon atoms
- 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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- 239000000203 mixture Substances 0.000 title description 15
- 239000003599 detergent Substances 0.000 title description 12
- 239000000344 soap Substances 0.000 description 42
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 150000004665 fatty acids Chemical class 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- -1 alkali metal salts Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- 239000002535 acidifier Substances 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 150000007513 acids Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000000443 aerosol Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000693 micelle Substances 0.000 description 3
- 150000003839 salts Chemical group 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- OACSODIYJOSDII-UHFFFAOYSA-N 1,4-di(hexan-2-yloxy)-1,4-dioxobutane-2-sulfonic acid Chemical compound CCCCC(C)OC(=O)CC(S(O)(=O)=O)C(=O)OC(C)CCCC OACSODIYJOSDII-UHFFFAOYSA-N 0.000 description 1
- LWEAHXKXKDCSIE-UHFFFAOYSA-M 2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-M 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- BCFOOQRXUXKJCL-UHFFFAOYSA-N 4-amino-4-oxo-2-sulfobutanoic acid Chemical class NC(=O)CC(C(O)=O)S(O)(=O)=O BCFOOQRXUXKJCL-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- JIJAYWGYIDJVJI-UHFFFAOYSA-N butyl naphthalene-1-sulfonate Chemical class C1=CC=C2C(S(=O)(=O)OCCCC)=CC=CC2=C1 JIJAYWGYIDJVJI-UHFFFAOYSA-N 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 235000019262 disodium citrate Nutrition 0.000 description 1
- 239000002526 disodium citrate Substances 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- CEYULKASIQJZGP-UHFFFAOYSA-L disodium;2-(carboxymethyl)-2-hydroxybutanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O CEYULKASIQJZGP-UHFFFAOYSA-L 0.000 description 1
- IUCZYYMCWMKCMD-XXAVUKJNSA-L disodium;4-[(z)-octadec-9-enoxy]-4-oxo-3-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCC\C=C/CCCCCCCCOC(=O)C(S([O-])(=O)=O)CC([O-])=O IUCZYYMCWMKCMD-XXAVUKJNSA-L 0.000 description 1
- LTVJJSFLSYSCEF-UHFFFAOYSA-L disodium;4-dodecoxy-4-oxo-3-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCOC(=O)C(S([O-])(=O)=O)CC([O-])=O LTVJJSFLSYSCEF-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 235000016337 monopotassium tartrate Nutrition 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- KYKNRZGSIGMXFH-ZVGUSBNCSA-M potassium bitartrate Chemical compound [K+].OC(=O)[C@H](O)[C@@H](O)C([O-])=O KYKNRZGSIGMXFH-ZVGUSBNCSA-M 0.000 description 1
- 239000008257 shaving cream Substances 0.000 description 1
- 235000019980 sodium acid phosphate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229940075560 sodium lauryl sulfoacetate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000011004 sodium tartrates Nutrition 0.000 description 1
- NKAAEMMYHLFEFN-ZVGUSBNCSA-M sodium;(2r,3r)-2,3,4-trihydroxy-4-oxobutanoate Chemical compound [Na+].OC(=O)[C@H](O)[C@@H](O)C([O-])=O NKAAEMMYHLFEFN-ZVGUSBNCSA-M 0.000 description 1
- IZWPGJFSBABFGL-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS([O-])(=O)=O IZWPGJFSBABFGL-GMFCBQQYSA-M 0.000 description 1
- UAJTZZNRJCKXJN-UHFFFAOYSA-M sodium;2-dodecoxy-2-oxoethanesulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O UAJTZZNRJCKXJN-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
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
- 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
- C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active 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
- 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
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
- C11D1/02—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
-
- 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
Definitions
- This invention relates to a soap composition and more particularly to a detergent composition containing soap together with a mild aciditying agent and a dispersing agent capable of maintaining the detergency of the soap at low pH values.
- Ordinary soap by which term is meant the alkali metal salts of higher fatty acids-such as stearic, palmitic, oleic acid and the like
- a soap composition in which the natural alkalinity of the soap is reduced to a range wherein these undesirable properties are avoided.
- soap loses its detergency upon the addition of water-soluble acids or acidic materials, even when it is only partially neutralized.
- acidlflcation to a pH of only 8.5 will result in a complete loss of wetting and detergent properties, and at a pH of 8.0 the soap loses about 10-20% of its fatty acids content.
- pH values of 7.2 to 7.4 about 50-60% of the fatty acids of the soap are liberated.
- These fatty acids possess no detergent properties and will separate out as a scum on the sides of the vessel and upon objects being washed. It is evident, therefore, that the admixture of ordinary soap with even relatively small quantities of an acidic material in an effort to reduce its natural alkalinity will only result in rapid deterioration and eventually in complete loss-of detergency of the soap.
- My present invention is based on the discovery that mildly acidic materials such as boric acid. tartaric acid, sodium or potassium acid tartrate, sodium acid phosphate and the like can be added to soap in quantities sufiicient to reduce the alkalinity of the soap to a pH value of about 7.2-8.0 without destroying the wetting and detergent properties of the composition, .providing certain quantities of surface-active agent containing a single l0ng aliphatic chain of 8 or more carbon atoms are added to the composition.
- This discovery provides a soap composition which is only mildly alkaline and therefore has no deleterious action on the skin, but which has wetting, sudsing and detergent properties equal and in some cases better than those of ordinary soap.
- surface-active agents characterized by the presence of a single long aliphatic chain of 8-20 or more carbon atoms in the hydrophobic portion thereof are extremely effective dispersing agents in soap compositions containing acidifying agents. It is well known that surface-active or wetting agents are organic compounds containing hydrophobic or oil-solubilizing groups together with hydrophilic or water-solubilizing groups, these two groups being balanced in such a manner that the molecules of the compound possess the property of orienting themselves at an oil-water interface. I have found that those compounds of this class which contain one (but not more than one).
- hydrophilic portion of the molecule consists of or contains a sulfuric acid derivative such as a sulfonic acid or sulfuric ester group, preferably neutralized with sodium,
- sodium, isopropyl and butyl naphthalene sulfonates which possess only short' alkyl groups, and such highly active wetting agents as sodium dioctyl sulfosuccinate (sold commercially as "Aerosol T), tri(2-ethyl butyl) sodium sulfotricarballylate (sold as "Nekal NS) and higher secondary alcohol sulfates (sold as Tergitol”), which contain two relatively long alkyl groups,
- M is a salt-forming base which forms a water-soluble sulfonic acid salt, such as alkali metal, ammonium and the like
- Y is hydrogen or hydroxyl
- X is hydrogen or a phenyl group
- Alk is an alkyl radical of 8-20 carbon atoms. This alkyl radical may be connected with the phenyl radical directly by a carbon to carbon bond or.by means of an ether group, at any suitable point.
- Representative compounds of this type are available commercially under the trade names Nocconol NR, Keminol, Santomerse, "Triton NE" and Ultrawet.
- Nacconol NR is the sodium salt of an alkylated benzene sulfonic acid obtained by condensing a chlorinated kerosene with benzene and sulfuric acid followed by neutralization with caustic soda.
- Keminol is a compound of the same general type in which phenol is substituted for the benbon atoms, but this material is sold as a product and therefore contains no added salt.
- esters of sulfonated carboxylic acids with a single higher aliphatic alcohol and esters of a single higher fatty acid with short-chain sulfonated alcohols are the following:
- Trisodium monostearyl sulfotricarballylate III Sulfonated higher primary aliphatic alco- Aerosol hols of 8-20 carbon atoms and sulfonated higher V. Unsuifonated amides and esters of higher fatty acids with polyamines and polyhydroxy polyamines, e. g. Ninol 737," which is a mixed fatty acid alkylol amine condensation product wherein the fatty acid contains 12 carbon atoms.
- boric acid based on the weight of the soap, or equivalent quantities of monosodium dihydrogen phosphate, citric acid, monoor disodium citrate or sodium acid tartrate may be used for this purpose.
- the proper quantities of dispersing agent may be incorporated into the composition either before or after the acid is added in amounts dependent upon the activity of the particular dispersing agent used.
- most of the higher alkyl-aryl sulfonates -of group I are used in amounts of 4-20% of the active dispersing agent, based on the weight of the soap and irrespective of additional quantities of sodium sulfate or other water-soluble salts that may have been included when the commercial product is used.
- the sulfosuccinamates are extremely active dispersing agents 'agent such as di(methyl amyl) sulfo-succinate on the order of -10%, based on the entire weight of the composition, may be employed. Perfumes, plasticizers and other similar ingredients may also be added if desired.
- the soap, acidifying agent, dispersant and auxiliary material are preferably blinded by mixing with a small amount of water, or by melting 'the soap and mixing in the other ingredients, after which the product may be molded into cakes in the usual manner. In this form it is well suited for general use as a toilet soap, particularly for those persons whose skins are sensitive to alkali. When larger quantities of water are added the product is an excellent shaving cream of the type ordinarily sold in tubes.
- a detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids, together with a quantity of an acidifying. agent sufficient to reduce the alkalinity of the soap to a pH of 7.2-8 and about 3-30%, based on the weight of the soap, of a surface-active agent containing a hydrophobic portion together with a hydrophilic portion, said hydrophobic portion containing a single long aliphatic radical of at least 8 carbon atoms.
- a detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids together with a quantity of an acidifying agent sufilcient to reduce the alkalinity of the soap to a pH of 7.2-8 and 3-30%, based on the weight of the soap, of a surfaceactive agent selected from the group consisting of sulfonated amides of fatty acids containing at least 8 carbon atoms and monoamides of sulfonated carboxylic acids containing at least 8 carbons in the amide radical.
- a detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids together with a quantity of an acidifying agent suflicient to reduce the alkalinity of the soap to a pH of 7.2-8 and 13-30%. based on the weight of the soap, of a surfaceactive agent of the formula MOzS -Alk alkalinity of the soap to a pH of 7.2-8 and 3-30%,
- a surfaceactive agent of the formula MO3S.R, wherein M is a salt-forming base which forms water-soluble sulfuric ester and sulfonic acid salts and R is a member of the group consisting of alkyl and oxyalkyl radicals containing at least 8 carbon atoms attached to sulfur near the end thereof.
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)
- Detergent Compositions (AREA)
Description
Patented Mar. 28, 1944 2,345,307 DETERGENT COMPOSITION Emil A. Vitaiis, East Port Chester, Conn., assignor to American Cyanamid Company, New York, N. Y., a corporation of Maine No Drawing. Application March 19, 1943, Serial No. 479,783
4Claims. (01452-121) I This invention relates to a soap composition and more particularly to a detergent composition containing soap together with a mild aciditying agent and a dispersing agent capable of maintaining the detergency of the soap at low pH values.
Ordinary soap (by which term is meant the alkali metal salts of higher fatty acids-such as stearic, palmitic, oleic acid and the like) is strongly alkaline when in aqueous solution, since it is a salt of a weak organic acid with a strong base. Thus, for example, even high grade toilet soaps exhibit a pH of about 10.0-10.5 in water solution. It has long been recognized that this degree of alkalinity has a harmful and irritating action on the skin, and recently it has been shown that severe cases of dermatitis are traceable to this cause. It is a principal object of the present invention to provide a soap composition in which the natural alkalinity of the soap is reduced to a range wherein these undesirable properties are avoided.
It is a well known fact that soap loses its detergency upon the addition of water-soluble acids or acidic materials, even when it is only partially neutralized. Thus, for example, acidlflcation to a pH of only 8.5 will result in a complete loss of wetting and detergent properties, and at a pH of 8.0 the soap loses about 10-20% of its fatty acids content. When the acidification is continued to pH values of 7.2 to 7.4 about 50-60% of the fatty acids of the soap are liberated. These fatty acids possess no detergent properties and will separate out as a scum on the sides of the vessel and upon objects being washed. It is evident, therefore, that the admixture of ordinary soap with even relatively small quantities of an acidic material in an effort to reduce its natural alkalinity will only result in rapid deterioration and eventually in complete loss-of detergency of the soap.
My present invention is based on the discovery that mildly acidic materials such as boric acid. tartaric acid, sodium or potassium acid tartrate, sodium acid phosphate and the like can be added to soap in quantities sufiicient to reduce the alkalinity of the soap to a pH value of about 7.2-8.0 without destroying the wetting and detergent properties of the composition, .providing certain quantities of surface-active agent containing a single l0ng aliphatic chain of 8 or more carbon atoms are added to the composition. This discovery provides a soap composition which is only mildly alkaline and therefore has no deleterious action on the skin, but which has wetting, sudsing and detergent properties equal and in some cases better than those of ordinary soap.
I have discovered that certain surface-active agents characterized by the presence of a single long aliphatic chain of 8-20 or more carbon atoms in the hydrophobic portion thereof are extremely effective dispersing agents in soap compositions containing acidifying agents. It is well known that surface-active or wetting agents are organic compounds containing hydrophobic or oil-solubilizing groups together with hydrophilic or water-solubilizing groups, these two groups being balanced in such a manner that the molecules of the compound possess the property of orienting themselves at an oil-water interface. I have found that those compounds of this class which contain one (but not more than one). relatively long aliphatic radical of at least 8 carbon atoms possess the important property of dispersing or solubilizing free soap-forming fatty acids, and that they will cause soap to maintain its detergent power within the pH range of 7.2-8.0 when added thereto in the proper quantities.
The range of surface-active or wetting agents used in practicing the invention is not limited by the type or types of hydrophilic groups that may be present. In the great majority of commercial wetting agents the hydrophilic portion of themolecule consists of or contains a sulfuric acid derivative such as a sulfonic acid or sulfuric ester group, preferably neutralized with sodium,
' potassium or other salt-forming base which forms of a long aliphatic radical of 8-20 or more carbon atoms.
I believe that the efficiency of the above-described class of surface-active agents in maintaining the detergency of soap at the relatively low pH values of 7.2-8.0 is due principally to the long alkyl chains which they contain. It is a well-recognized fact that the detergency of soap is due to the formation of micelles, or
minute bundles of parallel rod-like soap molecules orientated at the interface between the water and the object to be washed, which possess the property of carrying grease, soot and other similar water-insoluble materials into solution. These micelles are ordinarily destroyed when the soap is even partially acidified. I believe, however, that dispersing agents containing a long alkyl chain have a natural afllnity for free fatty acids and will function'to retain these micelles intact under acid conditions.
That this property is a function of a single long alkyl radical and is not inherent in wetting agents generally is shown by the fact that a wide variety of well-known wetting agents have little or no dispersing action on soap in the pH range of 7.2-8.0 and will not prevent its loss of detergency in this range. Thus, for example, sodium, isopropyl and butyl naphthalene sulfonates, which possess only short' alkyl groups, and such highly active wetting agents as sodium dioctyl sulfosuccinate (sold commercially as "Aerosol T), tri(2-ethyl butyl) sodium sulfotricarballylate (sold as "Nekal NS) and higher secondary alcohol sulfates (sold as Tergitol"), which contain two relatively long alkyl groups,
' are ineffective for the purposes of the present invention. On the other hand the following classes of compounds, all of which contain ,a
single long allwl chain, are very effective for this All:
MOzS
I wherein M is a salt-forming base which forms a water-soluble sulfonic acid salt, such as alkali metal, ammonium and the like, Y is hydrogen or hydroxyl, X is hydrogen or a phenyl group and Alk is an alkyl radical of 8-20 carbon atoms. This alkyl radical may be connected with the phenyl radical directly by a carbon to carbon bond or.by means of an ether group, at any suitable point. Representative compounds of this type are available commercially under the trade names Nocconol NR, Keminol, Santomerse, "Triton NE" and Ultrawet. Nacconol NR." is the sodium salt of an alkylated benzene sulfonic acid obtained by condensing a chlorinated kerosene with benzene and sulfuric acid followed by neutralization with caustic soda. Keminol is a compound of the same general type in which phenol is substituted for the benbon atoms, but this material is sold as a product and therefore contains no added salt.
II. Esters of sulfonated carboxylic acids with a single higher aliphatic alcohol and esters of a single higher fatty acid with short-chain sulfonated alcohols. Typical examples and their tradenames are the following:
Disodium monolaurylsulfosuccinate, Aerosol NAL" Disodium monooleyl sulfosuccinate,
NAO
Sodium lauryl sulfoacetate, Nocconol LAL Sodium stearyl sulfopropionate, Igepon AP Trisodium monostearyl sulfotricarballylate III. Sulfonated higher primary aliphatic alco- Aerosol hols of 8-20 carbon atoms and sulfonated higher V. Unsuifonated amides and esters of higher fatty acids with polyamines and polyhydroxy polyamines, e. g. Ninol 737," which is a mixed fatty acid alkylol amine condensation product wherein the fatty acid contains 12 carbon atoms.
In preparing the detergent compositions of the invention I add to ordinary soap 8. sufllcient quantity of a mild acidifying agent to reduce the alkalinity of the soap to the desired pH of 7.2-8.0.
About 18-20% of boric acid, based on the weight of the soap, or equivalent quantities of monosodium dihydrogen phosphate, citric acid, monoor disodium citrate or sodium acid tartrate may be used for this purpose. The proper quantities of dispersing agent may be incorporated into the composition either before or after the acid is added in amounts dependent upon the activity of the particular dispersing agent used. Thus, for example, most of the higher alkyl-aryl sulfonates -of group I are used in amounts of 4-20% of the active dispersing agent, based on the weight of the soap and irrespective of additional quantities of sodium sulfate or other water-soluble salts that may have been included when the commercial product is used. However, I prefer to employ up to 50% of the product "Ultrawet since this is a a less powerful dispersing. agent. About 4-20% or more of the alkyl sulfonates and alcohol sulfates of group III should be employed while 5-30% of the sulfo acid esters of group II and of the sulfonated amides of group IV represent the proper quantities. In all cases the best results are obtained when quantities approaching the upper limits are employed. The compound "Igepon T is sold commercially as a 40% material, and 15-100% by weight of this material should be used, based on the weight of the soap, to obtain the best results. The sulfosuccinamates, on the other hand, are extremely active dispersing agents 'agent such as di(methyl amyl) sulfo-succinate on the order of -10%, based on the entire weight of the composition, may be employed. Perfumes, plasticizers and other similar ingredients may also be added if desired. The soap, acidifying agent, dispersant and auxiliary material are preferably blinded by mixing with a small amount of water, or by melting 'the soap and mixing in the other ingredients, after which the product may be molded into cakes in the usual manner. In this form it is well suited for general use as a toilet soap, particularly for those persons whose skins are sensitive to alkali. When larger quantities of water are added the product is an excellent shaving cream of the type ordinarily sold in tubes.
What I claim is:
l. A detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids, together with a quantity of an acidifying. agent sufficient to reduce the alkalinity of the soap to a pH of 7.2-8 and about 3-30%, based on the weight of the soap, of a surface-active agent containing a hydrophobic portion together with a hydrophilic portion, said hydrophobic portion containing a single long aliphatic radical of at least 8 carbon atoms.
2. A detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids together with a quantity of an acidifying agent sufilcient to reduce the alkalinity of the soap to a pH of 7.2-8 and 3-30%, based on the weight of the soap, of a surfaceactive agent selected from the group consisting of sulfonated amides of fatty acids containing at least 8 carbon atoms and monoamides of sulfonated carboxylic acids containing at least 8 carbons in the amide radical.
3. A detergent composition comprising a major proportion of soap consisting essentially of alkali metal salts of fat acids together with a quantity of an acidifying agent suflicient to reduce the alkalinity of the soap to a pH of 7.2-8 and 13-30%. based on the weight of the soap, of a surfaceactive agent of the formula MOzS -Alk alkalinity of the soap to a pH of 7.2-8 and 3-30%,
based on the weight of the soap, of a surfaceactive agent of the formula MO3S.R, wherein M is a salt-forming base which forms water-soluble sulfuric ester and sulfonic acid salts and R is a member of the group consisting of alkyl and oxyalkyl radicals containing at least 8 carbon atoms attached to sulfur near the end thereof.
EMIL A. VITALIS.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US479783A US2345307A (en) | 1943-03-19 | 1943-03-19 | Detergent composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US479783A US2345307A (en) | 1943-03-19 | 1943-03-19 | Detergent composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2345307A true US2345307A (en) | 1944-03-28 |
Family
ID=23905414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US479783A Expired - Lifetime US2345307A (en) | 1943-03-19 | 1943-03-19 | Detergent composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2345307A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2519062A (en) * | 1946-04-18 | 1950-08-15 | Nopeo Chemical Company | Lotion shampoo |
| US2580713A (en) * | 1947-02-26 | 1952-01-01 | Procter & Gamble | Plastic detergents and method of making same |
| US2588264A (en) * | 1944-12-01 | 1952-03-04 | Mcdonald Louis | Detergent composition |
| DE3046842A1 (en) * | 1979-12-20 | 1981-09-17 | Colgate-Palmolive Co., 10022 New York, N.Y. | SOAP COMPOSITION WITH IMPROVED RESISTANCE TO cracking |
| US4384900A (en) * | 1979-12-21 | 1983-05-24 | Gerhard Collardin Gmbh | Method of treating metal surfaces prior to phosphatization |
-
1943
- 1943-03-19 US US479783A patent/US2345307A/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2588264A (en) * | 1944-12-01 | 1952-03-04 | Mcdonald Louis | Detergent composition |
| US2519062A (en) * | 1946-04-18 | 1950-08-15 | Nopeo Chemical Company | Lotion shampoo |
| US2580713A (en) * | 1947-02-26 | 1952-01-01 | Procter & Gamble | Plastic detergents and method of making same |
| DE3046842A1 (en) * | 1979-12-20 | 1981-09-17 | Colgate-Palmolive Co., 10022 New York, N.Y. | SOAP COMPOSITION WITH IMPROVED RESISTANCE TO cracking |
| US4384900A (en) * | 1979-12-21 | 1983-05-24 | Gerhard Collardin Gmbh | Method of treating metal surfaces prior to phosphatization |
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