US2617772A - Tack-fr ee alkaryl sulfonate - Google Patents
Tack-fr ee alkaryl sulfonate Download PDFInfo
- Publication number
- US2617772A US2617772A US2617772DA US2617772A US 2617772 A US2617772 A US 2617772A US 2617772D A US2617772D A US 2617772DA US 2617772 A US2617772 A US 2617772A
- Authority
- US
- United States
- Prior art keywords
- sulfonate
- lecithin
- alkyl
- weight
- alkyl aryl
- 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
- -1 alkaryl sulfonate Chemical compound 0.000 title description 40
- 239000000203 mixture Substances 0.000 claims description 80
- 239000000787 lecithin Substances 0.000 claims description 60
- 235000010445 lecithin Nutrition 0.000 claims description 60
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 claims description 58
- 229940067606 Lecithin Drugs 0.000 claims description 58
- 239000003599 detergent Substances 0.000 claims description 56
- 150000003839 salts Chemical class 0.000 claims description 36
- 239000011780 sodium chloride Substances 0.000 claims description 36
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 8
- 101700018994 ARYL Proteins 0.000 claims 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 26
- 239000000344 soap Substances 0.000 description 24
- VQOIVBPFDDLTSX-UHFFFAOYSA-M sodium;3-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC(S([O-])(=O)=O)=C1 VQOIVBPFDDLTSX-UHFFFAOYSA-M 0.000 description 22
- 125000004432 carbon atoms Chemical group C* 0.000 description 18
- 125000000217 alkyl group Chemical group 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 210000003491 Skin Anatomy 0.000 description 12
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 10
- 239000006185 dispersion Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 230000035807 sensation Effects 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 10
- 239000001993 wax Substances 0.000 description 10
- 125000002877 alkyl aryl group Chemical group 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 8
- 159000000000 sodium salts Chemical class 0.000 description 8
- 150000003871 sulfonates Chemical class 0.000 description 8
- KWXICGTUELOLSQ-UHFFFAOYSA-N 4-Dodecylbenzenesulfonic Acid Chemical compound CCCCCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 KWXICGTUELOLSQ-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- 235000010469 Glycine max Nutrition 0.000 description 4
- 240000007842 Glycine max Species 0.000 description 4
- 210000004940 Nucleus Anatomy 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 230000001427 coherent Effects 0.000 description 4
- 235000005822 corn Nutrition 0.000 description 4
- 235000005824 corn Nutrition 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000008233 hard water Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000002453 shampoo Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 4
- 235000013311 vegetables Nutrition 0.000 description 4
- DMUVQFCRCMDZPW-UHFFFAOYSA-N 1-ethyl-2-propylbenzene Chemical compound CCCC1=CC=CC=C1CC DMUVQFCRCMDZPW-UHFFFAOYSA-N 0.000 description 2
- LCFVNOPFCICOIS-UHFFFAOYSA-N 1-methyl-2-(3-phenylprop-1-ynyl)benzene Chemical compound CC1=CC=CC=C1C#CCC1=CC=CC=C1 LCFVNOPFCICOIS-UHFFFAOYSA-N 0.000 description 2
- ZZXDRXVIRVJQBT-UHFFFAOYSA-M 2,3-dimethylbenzenesulfonate Chemical compound CC1=CC=CC(S([O-])(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-M 0.000 description 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-Methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 2
- AKNUHUCEWALCOI-UHFFFAOYSA-N 2-[ethyl(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 2
- QQBZFCFCMKHPPC-UHFFFAOYSA-N 2-pentadecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O QQBZFCFCMKHPPC-UHFFFAOYSA-N 0.000 description 2
- WPTFZDRBJGXAMT-UHFFFAOYSA-N 4-nonylbenzenesulfonic acid Chemical compound CCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 WPTFZDRBJGXAMT-UHFFFAOYSA-N 0.000 description 2
- 235000017060 Arachis glabrata Nutrition 0.000 description 2
- 240000005781 Arachis hypogaea Species 0.000 description 2
- 235000010777 Arachis hypogaea Nutrition 0.000 description 2
- 235000018262 Arachis monticola Nutrition 0.000 description 2
- OEYIOHPDSNJKLS-UHFFFAOYSA-N C[N+](C)(C)CCO Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 229960001231 Choline Drugs 0.000 description 2
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Di(p-aminophenyl)sulphone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N Diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- KWKXNDCHNDYVRT-UHFFFAOYSA-N Dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- JIRNEODMTPGRGV-UHFFFAOYSA-N Pentadecylbenzene Chemical compound CCCCCCCCCCCCCCCC1=CC=CC=C1 JIRNEODMTPGRGV-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229960004418 Trolamine Drugs 0.000 description 2
- 239000003082 abrasive agent Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 2
- 150000003973 alkyl amines Chemical group 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 150000003868 ammonium compounds Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 description 2
- 125000004429 atoms Chemical group 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- 229910001424 calcium ion Inorganic materials 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- 230000005591 charge neutralization Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 229940042397 direct acting antivirals Cyclic amines Drugs 0.000 description 2
- 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 2
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 2
- 238000010981 drying operation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 229940058172 ethylbenzene Drugs 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 235000004426 flaxseed Nutrition 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003517 fume Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- DEQLTFPCJRGSHW-UHFFFAOYSA-N hexadecylbenzene Chemical compound CCCCCCCCCCCCCCCCC1=CC=CC=C1 DEQLTFPCJRGSHW-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 229910001425 magnesium ion Inorganic materials 0.000 description 2
- 159000000003 magnesium salts Chemical class 0.000 description 2
- OQXSVLMHUIVNRJ-UHFFFAOYSA-L magnesium;2-dodecylbenzenesulfonate Chemical compound [Mg+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OQXSVLMHUIVNRJ-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 238000006011 modification reaction Methods 0.000 description 2
- 230000001264 neutralization Effects 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- MUQXWZYDDUUAEC-UHFFFAOYSA-N nonylbenzene Chemical compound [CH2]CCCCCCCCC1=CC=CC=C1 MUQXWZYDDUUAEC-UHFFFAOYSA-N 0.000 description 2
- DIYRAAYFPDBELH-UHFFFAOYSA-N nonylbenzene;sodium Chemical compound [Na].CCCCCCCCCC1=CC=CC=C1 DIYRAAYFPDBELH-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 235000020232 peanut Nutrition 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 230000001681 protective Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 150000007949 saponins Chemical class 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- CPJUXKYRSFYJPS-UHFFFAOYSA-M sodium;prop-1-ene-2-sulfonate Chemical compound [Na+].CC(=C)S([O-])(=O)=O CPJUXKYRSFYJPS-UHFFFAOYSA-M 0.000 description 2
- JUAHWAGHDQJOLT-UHFFFAOYSA-M sodium;propane-2-sulfonate Chemical compound [Na+].CC(C)S([O-])(=O)=O JUAHWAGHDQJOLT-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000008347 soybean phospholipid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical compound CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 2
- 229940029612 triethanolamine Drugs 0.000 description 2
- 150000003738 xylenes Chemical class 0.000 description 2
- 229940071104 xylenesulfonate Drugs 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/382—Vegetable products, e.g. soya meal, wood flour, sawdust
-
- 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
- C11D1/37—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
- 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
Definitions
- This invention relates to a detergent composi tion containing a water-soluble alkyl substituted aryl sulfonate, and more particularly to a composition containing a Water-soluble alkyl-sub- V stituted aryl sulfonate which does not develop objectionable tacky, adhesive sensations when used in contact with the human skin.
- compositions in the form of bars, creams, shampoos, and similar cosmetic products have been made heretofore in which watersoluble alkyl-substituted aryl sulfonates constituted the surface active agent. Since these sulfonates, which hereinafter will be termed alkyl aryl sulfonates, do not form insoluble compounds with the calcium or magnesium ions found in hard 'water, it was assumed that such compositions would prove especially'valuable in hard water areas where present fatty acid soap compositions precipitate insoluble soaps and exhibit poor detergent and lather properties. Cosmetic preparations containing an alkyl aryl sulfonate were found, however, to produce an ad hesive or tacky sensation on the skin.
- alkyl aryl sulfonates are highly active surface-active agents and consequently, it ispossible that they remove most of the natural protective oils of the skin, with the result their strongly polar sulfonate radicals become attached to or at least closely associated with the proteins of the skin, and thereby produce the characteristic, highly objectionable tacky sensation.
- this tack has prevented full commercial utilization of alkyl aryl sulfonates in cosmetic detergents and until the present invention, no solution had been found to this problem.
- alkyl aryl sulfonate formulations are ,extremelydifficult to extrude into bar forms.
- the detergent compositions of the present in vention may be prepared by forming a primary aqueous dispersion of the alkylaryl sulfonate together with commercial lecithin in an amount of at least 20%, but less than 70% by weight, based on the weight of the dry sulfonate.
- the amount of water used to form the primary dispersion is not critical, but in generalmay range, for example, between 0.5and 5 volumes of-water per volume of dry ingredients, this range being preferred in order to form a fluid dispersion which does not contain a large excess of water, since the water must be removed by a subsequent drying operation.
- various agents such as fillers, abrasives, dyes, perfumes, emollient oils, glycerol, and waxes may be dispersed in the primary mixture to form a final dispersion which when drum or spray dried, will produce a product in the form of freelyflowing flakes, sheets, pellets, or-beads.
- such dried material may be molded'into smooth bars or plodded or milled and subsequently extruded, sliced, and molded into bars.
- the alkyl aromatics suitable for preparing the desired sulfonates' have an alkyl group containing from 8 to 15 carbon atoms.
- short chainalkyh groups may maybe substituted for other nuclear Th oin-J pounds maybe prepared by a variety of methods, for example, by the alkylation of an aromatic hydrocarbon with albranched-chain olefin -hav-j ing from 8 'to 15 carbon atoms in the presence similar acid-type catalysts.
- the olefins may be obtained from the polymerization of propylene over phosphoric ,acid or similar catalyst or by the polymerization of butylenes, etc.
- the aromatic employed may be benzene, naphthalene, toluene, any one of the isomeric xylenes or mixtures of such isomers, ethyl benzene, propyl benzene, or similar lower aIkyL-aromatics.
- Another method of preparation involves the reaction of an alcohol containing from 8 to 15 carbon atoms with an aromatichydrocarbon in the presence of such catalysts as H2SO4,:BF3, BF3H2SO4, BF3-H3PO4, or AlCla.
- the ,alcohols may be obtained by the reaction of aniolefin with carbon monoxide and hydrogen in the socalled x0 process, or by the oxidation .;of paraffinic hydrocarbons.
- Athird methodoi-prepa ationof ,the alkyl aromatics employs :a chlorinated hydrocarbon havin g;f -rom r 8 to :carbon atoms reacted with the ⁇ a matic hydrocarbon ⁇ in the presence .of a Miedel-Crafts catalyst such as AlC13. .
- the 7 alkyl ha ide may be conveniently obtained by chlorinating-the z-proper petroleumiraction such as aizkerosene fraction.
- The-aromatics suitable in the previousmxamples are likewisesuitablein this method.
- Typical -compounds which fallwithin this class are-.nonyl benzene, dodecyl benzene, pentadecyl benzene,,nonyl-toluene, dodecyl toluene, pentadecyl toluene, dodecyl ,Xy1ene,-andthe like.
- rflhe agents which may be employed in sulfonating the alkyl aromatics toproduce-the alkyl aryl sulfonic acid include sulfuric 'acid ranging in concentration from-about 98% to-100%,-fuming sulfuric acid containing 'up to free S03, chlorosulfonic acid, and similar reagents.
- alkylaryl sulfonicacid resulting from the sulfonatlonsterr may-beneutralized with a variety of ;:alkalinecompounds, forexample, with an alkali or alkaline earth metal hydroxide or carbonate, with ,ammorula, or with various amines including primary; secondary, and tertiary alkyl amines, alkyl alkanol ,rami-nes, -alkanol amines, hetero cyclic amines; or other alkaline compoundswhich will produce "watersoluble su'lfonates.
- alkalinecompounds forexample, with an alkali or alkaline earth metal hydroxide or carbonate, with ,ammorula, or with various amines including primary; secondary, and tertiary alkyl amines, alkyl alkanol ,rami-nes, -alkanol amines, hetero cyclic amines; or other alkaline compoundswhich will produce "
- :aminesi-n include methyl amine, dimethylamine, -trimethylami-ne, ethanolamine, diethanolamine, diethyl ethanolami-ne, ethyl -diethanolamine, itriethanolamine, pyridine, methyl pyridine, randrsimilar compounds.
- the water-soluble alkyl aryl sulfonate soap resultinafrom the neutralization step may be used :inthe zfinal composition either alone or in combination with various amounts of asimilar soap ,orysoaps prepared as above described.
- Thejlecithins whichwmay be used include'both the animal and vegetable types, all of which are structurally, esters of-glycerol and resemblea .fat, b ut-; difier .therefrom in that .at least one .f-atty acid, radiealis replaced by a complex amine-phos- 'Saponin
- the amine is a quaternary
- ,lecithins of the vegetable type are derived from :soy bean, corn, linseed, peanut, ,or other similar oils and are commercially available as dispersions -or solutions in from 30% to 40% of the oils.
- lecithin as used herein and in the of thele-eithinand 35% of the oil. Soya lecithin is especiallyuseful from the standpoint of availability and low cost.
- the amount of lecithin employed varies with qthejintended use of the final detergent. However, 'in'general, the amount ranges between 20% to 7.0% "by .weight based on the dry sulfonate. Amounts less than 20% ;'fail to impart detackifyinsnroperties to the finished detergent, whereas amou ts greater than 70% interfere with :the detergenteand .lethering properties of the finished product. .It :has been vfound, in v.tact, hat ithe addition ,oenginecitliin toaalkyl aryl :sulfonate compositionsiails to improve detergentactiomlathering, or foamstability of-the: finished detergent.
- The-amountof sulfonate and'lecithin in the. finished detergent preferably ranges between 5% and 65 %,-and 1%.to40%,,respectively. How'- ever, in all cases, including those'intermediate theabove limits, the amount of the lecithin by weight based upon the weight of :sulfonate must range between 20% and 70%.
- the remainder of the composition mayconsist of'fillers, dyes, per- 1 fumes,.emol1ien-t -oils,-and waxes, all of which-are inert with respect "to detergent action.
- Small amounts of short-chain sodium alkyl aryl sulfonates Such as sodium xylene ;-sulfonate, sodium isopropyl sulfon-ate, sodium isopropenyl sulfonate, and the like, may ,beadded ,to the composition forthe purpose of producing 'rapidsudsing .of the finished detergent, but this refinement is not necessary or critical.
- the instant compositions are-suitablefor both :solidand liquid formulations.
- typical formulations are shown giving desirable percentages of components, on the basis of the weight of the finished composition for a bar soap (Tablet) and a liquid soap (Table l1).
- Tablet bar soap
- Table l1 liquid soap
- the .amountof lecithin ranges between l2)0% and 70% of the alkyl aryl sulfonate on tlry weight asis.
- Liquid soaps Per cent 1 The upper limit given is true only for alkyl aryl sulfonates which are soluble to the extent, for example, the triethanolamine sulfonates; other "sulfonates such as alkali metal sulfonates are soluble in water in an amount only up toabout 30% by weight, which obviously would define the upper limit in those cases.
- the weight of lecithin ranges between 20% to 70% by weight of the sulfonate.
- the sulfonate is present in amounts near the upper range of concentration it maybe impossible to have the lecithin present in amounts approaching 70% because of r'solubility limitations.
- the amount of sulfonate is somewhat removed from the upper range, the amount of lecithin may be increased accordingly.
- a composition might contain 40% sulfonate, 28% lecithin, and 32% water.
- a detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15 carbon atomsand from to 70% of lecithin'by weight based on the weight of'the dry salt'of the alkyl aryl sulfonic acid. r
- a detergent composition comprising the sodium salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15"carbon -atomsand from-20% to 70% of lecithin by Weight:
- a detergent composition comprising the triethanol amine salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15 carbon atoms, and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
- a detergent composition comprising the sodium salt of nonyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
- a detergent composition comprising the sodium salt of dodecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
- a detergent composition comprising the sodium salt of pentadecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
- a detergent composition comprising the magnesium salt of dodecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the Weight of the dry salt.
- a detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid in an amount ranging between 1 5% and 65% of the total weight of the detergent and lecithin in an amount ranging between 20% and 70% by weight based on the weight of the dry salt of the alkyl aryl sulfonic acid.
- Composition (amounts in parts by Weight) Component sodium dodecyl benzene sulfona .4 100 100 150 100 50 25 130 sodium nonyl benzene sulionate 4. 75 magnesium dodecyl benzene sulfonate 150 75 25 triethanol amine salt of dodecyl benzene sulfonic acid soya lecithim; '50 70 50 5O corn lecithin i 40 linseed oil lecithin t 150 90 80 200 100 25 10 xylene sulionate 75 2O 5 25 20 polyethylene glycol wax (mol wt. about 6000) 30 10 30 15 10 carnauba wax.
- the active deterr sulfonates may be replaced with other known detergents such as alkyl sulfates, alkyl aryl sulfates, fatty acid soapsand similar compounds.
- a detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid and 7 from 20% to 70% of lecithin by weight based on 10.
- a detergent composition comprising a gent component of such formulations is shown as water-soluble salt of an alkyl aryl s lf ni i an alkyl arylsulfonate or mixture of alkyl aryl in which the alkyl radicalcontains from 8 to 15 carbon atoms, said salt of the sulfonic acid being present in an amount ranging between 15% and 65% of the total weight of the detergent,
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Description
Patented Nov. 11,1952
TACK-FR EE ALKARYL SULFONATE DETERGENT Vincent J. Keenan, Ardinore, Pa., assignor to The Atlantic Refining Company, Philadelphia, Pa.. a corporation of Pennsylvania N Drawing.
Application June 17, 1950,
Serial No. 168,833
12 Claims. (Cl. 252-461) This invention relates to a detergent composi tion containing a water-soluble alkyl substituted aryl sulfonate, and more particularly to a composition containing a Water-soluble alkyl-sub- V stituted aryl sulfonate which does not develop objectionable tacky, adhesive sensations when used in contact with the human skin.
Detergent compositions in the form of bars, creams, shampoos, and similar cosmetic products have been made heretofore in which watersoluble alkyl-substituted aryl sulfonates constituted the surface active agent. Since these sulfonates, which hereinafter will be termed alkyl aryl sulfonates, do not form insoluble compounds with the calcium or magnesium ions found in hard 'water, it was assumed that such compositions would prove especially'valuable in hard water areas where present fatty acid soap compositions precipitate insoluble soaps and exhibit poor detergent and lather properties. Cosmetic preparations containing an alkyl aryl sulfonate were found, however, to produce an ad hesive or tacky sensation on the skin. This propertyis objectionable, so much so, that in spite of the superior detergency, lather, and solubility properties of alkyl aryl sulfonate compositions as'compared with fatty acid soap compositions in hard water, the sulfonate compositions have gofdmet with public acceptance in the cosmetic e v r The exact reason for the development of this tackiness by alkyl aryl sulfonate-containing compositions has not been exactly determined. However, the alkyl aryl sulfonates are highly active surface-active agents and consequently, it ispossible that they remove most of the natural protective oils of the skin, with the result their strongly polar sulfonate radicals become attached to or at least closely associated with the proteins of the skin, and thereby produce the characteristic, highly objectionable tacky sensation. Whatever the theoretical explanation, this tack has prevented full commercial utilization of alkyl aryl sulfonates in cosmetic detergents and until the present invention, no solution had been found to this problem.
{ In addition, alkyl aryl sulfonate formulations are ,extremelydifficult to extrude into bar forms.
These formulations are much too hard and either "freeze in the extruder or discharge as lumps likeribbon. H a
i It is an object otthis invention to produce a detergent composition in the form of a solid bar, cream, or liquid which contains an alkyl aryl sulfonate as surface active agent, and which,
instead of in the form of a smooth, coherent, gelwhnused in contact .with thehuman skin, does not develop objectionable tacky sensations.
It is an additional object to provide a deter gentcomposition containing an "alkyl substituted aryl sulfonate which may be-easily and smoothly extruded into coherent gel-like ribbons for the production of bars.
The detergent compositions of the present in vention may be prepared by forming a primary aqueous dispersion of the alkylaryl sulfonate together with commercial lecithin in an amount of at least 20%, but less than 70% by weight, based on the weight of the dry sulfonate. The amount of water used to form the primary dispersion is not critical, but in generalmay range, for example, between 0.5and 5 volumes of-water per volume of dry ingredients, this range being preferred in order to form a fluid dispersion which does not contain a large excess of water, since the water must be removed by a subsequent drying operation. In order to improve the appearance or performance of the finished product, various agents such as fillers, abrasives, dyes, perfumes, emollient oils, glycerol, and waxes may be dispersed in the primary mixture to form a final dispersion which when drum or spray dried, will produce a product in the form of freelyflowing flakes, sheets, pellets, or-beads. In addition, such dried material may be molded'into smooth bars or plodded or milled and subsequently extruded, sliced, and molded into bars. The compositions produced as above described, in addition to their ease of extrusion to form bars.-
, are entirely free of the objection of causing a tacky sensation when u'sed in contact with the hydrogen atoms of the aromatic.
human skin, a It is known that in many cases, fatty acid soap products cause severe dermatic and allergic reactions due to the'fact that they hydrolyze in water togive an alkaline solution.- 'Ihecompositions of the present invention, however, en-' tirely avoid such objectionable reactions since: both the lecithin and alkyl aryl sulfonatesar'e:
v non-alkaline even in aqueous solutions.
The water-soluble alkyl aryl sulfonates' suit--; able for use in the present detergent composi-: tions are prepared by sulfonating a suitable alkyl aromatic and neutrallizing' the resultant alkylaryl. sulfonic acid with an alkaline compound.
The alkyl aromatics suitable for preparing the desired sulfonates'have an alkyl group containing from 8 to 15 carbon atoms. In addition to thelong chain alkyl group, short chainalkyh groups may maybe substituted for other nuclear Th oin-J pounds maybe prepared by a variety of methods, for example, by the alkylation of an aromatic hydrocarbon with albranched-chain olefin -hav-j ing from 8 'to 15 carbon atoms in the presence similar acid-type catalysts. The olefins may be obtained from the polymerization of propylene over phosphoric ,acid or similar catalyst or by the polymerization of butylenes, etc. The aromatic employed may be benzene, naphthalene, toluene, any one of the isomeric xylenes or mixtures of such isomers, ethyl benzene, propyl benzene, or similar lower aIkyL-aromatics.
Another method of preparation involves the reaction of an alcohol containing from 8 to 15 carbon atoms with an aromatichydrocarbon in the presence of such catalysts as H2SO4,:BF3, BF3H2SO4, BF3-H3PO4, or AlCla. The ,alcohols may be obtained by the reaction of aniolefin with carbon monoxide and hydrogen in the socalled x0 process, or by the oxidation .;of paraffinic hydrocarbons. The aromatic hydrocarbon-email .b enzene, naphthalene, .toluene.
yl benz ne, nropyl .b nzene,.ors imi1a1' lower elkv -zaromaties.
Athird methodoi-prepa ationof ,the alkyl aromatics employs :a chlorinated hydrocarbon havin g;f -rom r 8 to :carbon atoms reacted with the {a matic hydrocarbon {in the presence .of a Miedel-Crafts catalyst such as AlC13. .The 7 alkyl ha idemay be conveniently obtained by chlorinating-the z-proper petroleumiraction such as aizkerosene fraction. The-aromatics suitable in the previousmxamples are likewisesuitablein this method.
Typical -compoundswhich fallwithin this class are-.nonyl benzene, dodecyl benzene, pentadecyl benzene,,nonyl-toluene, dodecyl toluene, pentadecyl toluene, dodecyl ,Xy1ene,-andthe like. Obviously,-,alarge number of-simila-r-compounds might be .enumerated; however,.in theinterest of brevity eandnlarity, it.-is:sufficient to state that all compounds having an aromatic .nucleus with one side-chain containing from 8 170 15 carbon atoms and-including-also those compounds whereinetheraromatic nucleus has, in addition to the 8 -,to ;15 carbon ,atom side-chain, one or more short chain .alk-yl radicals up to -3 carbon atoms in:-length.
rflhe agentswhich may be employed in sulfonating the alkyl aromatics toproduce-the alkyl aryl sulfonic acid include sulfuric 'acid ranging in concentration from-about 98% to-100%,-fuming sulfuric acid containing 'up to free S03, chlorosulfonic acid, and similar reagents.
The alkylaryl sulfonicacid resulting from the sulfonatlonsterrmay-beneutralized with a variety of ;:alkalinecompounds, forexample, with an alkali or alkaline earth metal hydroxide or carbonate, with ,ammorula, or with various amines including primary; secondary, and tertiary alkyl amines, alkyl alkanol ,rami-nes, -alkanol amines, hetero cyclic amines; or other alkaline compoundswhich will produce "watersoluble su'lfonates. Specific examples of the :aminesi-nclude methyl amine, dimethylamine, -trimethylami-ne, ethanolamine, diethanolamine, diethyl ethanolami-ne, ethyl -diethanolamine, itriethanolamine, pyridine, methyl pyridine, randrsimilar compounds.
The water-soluble alkyl aryl sulfonate soap resultinafrom the neutralization step may be used :inthe zfinal composition either alone or in combination with various amounts of asimilar soap ,orysoaps prepared as above described.
=Thejlecithins whichwmay be used include'both the animal and vegetable types, all of which are structurally, esters of-glycerol and resemblea .fat, b ut-; difier .therefrom in that .at least one .f-atty acid, radiealis replaced by a complex amine-phos- 'Saponin The amine is a quaternary The phoric acid radical. ammonium compound known as choline.
,lecithins of the vegetable type are derived from :soy bean, corn, linseed, peanut, ,or other similar oils and are commercially available as dispersions -or solutions in from 30% to 40% of the oils. The
term lecithin, as used herein and in the of thele-eithinand 35% of the oil. Soya lecithin is especiallyuseful from the standpoint of availability and low cost.
The amount of lecithin employed varies with qthejintended use of the final detergent. However, 'in'general, the amount ranges between 20% to 7.0% "by .weight based on the dry sulfonate. Amounts less than 20% ;'fail to impart detackifyinsnroperties to the finished detergent, whereas amou ts greater than 70% interfere with :the detergenteand .lethering properties of the finished product. .It :has been vfound, in v.tact, hat ithe addition ,oiilecitliin toaalkyl aryl :sulfonate compositionsiails to improve detergentactiomlathering, or foamstability of-the: finished detergent. The only effect of the'lecithin, as has beenrstated, is to improve the :extrudability and eliminate tack. The-amountof sulfonate and'lecithin in the. finished detergentpreferably ranges between 5% and 65 %,-and 1%.to40%,,respectively. How'- ever, in all cases, including those'intermediate theabove limits, the amount of the lecithin by weight based upon the weight of :sulfonate must range between 20% and 70%. The remainder of the composition mayconsist of'fillers, dyes, per- 1 fumes,.emol1ien-t -oils,-and waxes, all of which-are inert with respect "to detergent action. Small amounts of short-chain sodium alkyl aryl sulfonates Such as sodium xylene ;-sulfonate, sodium isopropyl sulfon-ate, sodium isopropenyl sulfonate, and the like, may ,beadded ,to the composition forthe purpose of producing 'rapidsudsing .of the finished detergent, but this refinement is not necessary or critical.
As 'hereinbefore stated, the instant compositionsare-suitablefor both :solidand liquid formulations. In the two-tables immediately-following, typical formulations are shown giving desirable percentages of components, on the basis of the weight of the finished composition for a bar soap (Tablet) and a liquid soap (Table l1). These examples are not .totbeconstrueda's limiting-the invention, since, as is well known in the artofsoapmanufacture, many-modifications may be made by the additionof various inert materials, some of which have .been. enumeratedhereinbefore.
TABLE vI Bar soaps "Per cent Alkyl aryl sulfonate '15 to 50 Lecithin .3 to '25 Starch 0 to 50 China clay 'O'to 35 Talc .,0 to 35 Xylene sulfonate 0 to 0 Polyethylene glycol waxes 0to'l0 (2000-6000 mol. wt.) Natural waxes '(carnau'ba, cande'llila, bees, etc.)
In all cases, the .amountof lecithin ranges between l2)0% and 70% of the alkyl aryl sulfonate on tlry weight asis.
Liquid soaps Per cent 1 The upper limit given is true only for alkyl aryl sulfonates which are soluble to the extent, for example, the triethanolamine sulfonates; other "sulfonates such as alkali metal sulfonates are soluble in water in an amount only up toabout 30% by weight, which obviously would define the upper limit in those cases.
I In the case of the liquid soaps, as in all others, the weight of lecithin ranges between 20% to 70% by weight of the sulfonate. Where the sulfonate is present in amounts near the upper range of concentration it maybe impossible to have the lecithin present in amounts approaching 70% because of r'solubility limitations. Where, however, the amount of sulfonate is somewhat removed from the upper range, the amount of lecithin may be increased accordingly. By way of example, a composition might contain 40% sulfonate, 28% lecithin, and 32% water. Compositions haying amounts of sulfonate and lecithin near the upper limits of the above stated ranges for liquid soaps, may actually be cream or gel-like in form suitable for shampoos, whereas compositions containing amounts of sulfonate and lecithin nearer the lower limits will be true TABLE III 6 the weight of the dry salt cf'the alkylarylsulfonic acid. 1 p 2. A detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15 carbon atomsand from to 70% of lecithin'by weight based on the weight of'the dry salt'of the alkyl aryl sulfonic acid. r
3. A detergent composition comprising the sodium salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15"carbon -atomsand from-20% to 70% of lecithin by Weight:
based on the weight of the dry salt. r
4. A detergent composition comprising the triethanol amine salt of an alkyl aryl sulfonic acid in which the alkyl radical contains from 8 to 15 carbon atoms, and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
5. A detergent composition comprising the sodium salt of nonyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt. U
6. A detergent composition comprising the sodium salt of dodecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
7. A detergent composition comprising the sodium salt of pentadecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the weight of the dry salt.
8. A detergent composition comprising the magnesium salt of dodecyl benzene sulfonic acid and from 20% to 70% of lecithin by weight based on the Weight of the dry salt.
9. A detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid in an amount ranging between 1 5% and 65% of the total weight of the detergent and lecithin in an amount ranging between 20% and 70% by weight based on the weight of the dry salt of the alkyl aryl sulfonic acid.
Composition (amounts in parts by Weight) Component sodium dodecyl benzene sulfona .4 100 100 150 100 50 25 130 sodium nonyl benzene sulionate 4. 75 magnesium dodecyl benzene sulfonate 150 75 25 triethanol amine salt of dodecyl benzene sulfonic acid soya lecithim; '50 70 50 5O corn lecithin i 40 linseed oil lecithin t 150 90 80 200 100 25 10 xylene sulionate 75 2O 5 25 20 polyethylene glycol wax (mol wt. about 6000) 30 10 30 15 10 carnauba wax. in 5 beeswax 5 10 8 10 In all of the above examples, the active deterr sulfonates, however, if desired, a'portion of the alkyl aryl sulfonate or sulfonates may be replaced with other known detergents such as alkyl sulfates, alkyl aryl sulfates, fatty acid soapsand similar compounds.
I claim:
1. A detergent composition comprising a watersoluble salt of an alkyl aryl sulfonic acid and 7 from 20% to 70% of lecithin by weight based on 10. A detergent composition comprising a gent component of such formulations is shown as water-soluble salt of an alkyl aryl s lf ni i an alkyl arylsulfonate or mixture of alkyl aryl in which the alkyl radicalcontains from 8 to 15 carbon atoms, said salt of the sulfonic acid being present in an amount ranging between 15% and 65% of the total weight of the detergent,
O and lecithin in an amount ranging between 20% carbon atoms, said salt being present in an amount ranging between 15% and 65% of the 1 total weight of the detergent, and lecithin in an amountranging between 20% and 70% by weight based on the weight of the dry salt.
VINCENT J. KEENAN.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,232,117 Kyrides Feb. 18, 1941 FOREIGN PATENTS Number Country Date 1 473,638 Great Britain Oct. 18, 1937
Claims (1)
1. A DETERGENT COMPOSITION COMPRISING A WATERSOLUBLE SALT OF AN ALKYL ARYL SULFONIC ACID AND FROM 20% TO 70% OF LECITHIN BY WEIGHT BASED ON THE WEIGHT OF THE DRY SALT OF THE ALKYL ARYL SULFONIC ACID.
Publications (1)
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US2617772A true US2617772A (en) | 1952-11-11 |
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US2617772D Expired - Lifetime US2617772A (en) | Tack-fr ee alkaryl sulfonate |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2717243A (en) * | 1955-09-06 | Non-caking alkyl aryl sulfonate | ||
US2781320A (en) * | 1957-02-12 | All purpose | ||
US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
US2933451A (en) * | 1955-09-16 | 1960-04-19 | Shell Oil Co | Process for producing a detergent mixture |
US3000832A (en) * | 1955-09-16 | 1961-09-19 | Shell Oil Co | Detergent compositions |
US3055837A (en) * | 1958-10-08 | 1962-09-25 | George G Wittwer | Synthetic detergent cake and process for making the same |
US4067818A (en) * | 1976-01-22 | 1978-01-10 | Exxon Research And Engineering Company | Dust laying |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB473638A (en) * | 1936-05-29 | 1937-10-18 | Georg Fritz Stroeher | An improved hair treating medium |
US2232117A (en) * | 1939-06-05 | 1941-02-18 | Monsanto Chemicals | Alkyl substituted benzene sulphonates |
-
0
- US US2617772D patent/US2617772A/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB473638A (en) * | 1936-05-29 | 1937-10-18 | Georg Fritz Stroeher | An improved hair treating medium |
US2232117A (en) * | 1939-06-05 | 1941-02-18 | Monsanto Chemicals | Alkyl substituted benzene sulphonates |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2717243A (en) * | 1955-09-06 | Non-caking alkyl aryl sulfonate | ||
US2781320A (en) * | 1957-02-12 | All purpose | ||
US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
US2933451A (en) * | 1955-09-16 | 1960-04-19 | Shell Oil Co | Process for producing a detergent mixture |
US3000832A (en) * | 1955-09-16 | 1961-09-19 | Shell Oil Co | Detergent compositions |
US3055837A (en) * | 1958-10-08 | 1962-09-25 | George G Wittwer | Synthetic detergent cake and process for making the same |
US4067818A (en) * | 1976-01-22 | 1978-01-10 | Exxon Research And Engineering Company | Dust laying |
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