US1906484A - Soap preparation - Google Patents
Soap preparation Download PDFInfo
- Publication number
- US1906484A US1906484A US525603A US52560331A US1906484A US 1906484 A US1906484 A US 1906484A US 525603 A US525603 A US 525603A US 52560331 A US52560331 A US 52560331A US 1906484 A US1906484 A US 1906484A
- Authority
- US
- United States
- Prior art keywords
- soap
- acid
- parts
- per cent
- radicle
- 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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- 239000000344 soap Substances 0.000 title description 33
- 238000002360 preparation method Methods 0.000 title description 14
- 239000002253 acid Substances 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 11
- 150000001298 alcohols Chemical class 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 230000007935 neutral effect Effects 0.000 description 5
- 239000003513 alkali Substances 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 4
- KHEVPDFAQFJIGK-UHFFFAOYSA-N 2-sulfooxyethanesulfonic acid Chemical compound OS(=O)(=O)CCOS(O)(=O)=O KHEVPDFAQFJIGK-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- -1 fatty acid esters Chemical class 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000001117 sulphuric acid Substances 0.000 description 3
- 235000011149 sulphuric acid Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 125000006294 amino alkylene group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000008233 hard water Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003701 inert diluent Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229940045870 sodium palmitate Drugs 0.000 description 2
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical group CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-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
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229920001938 Vegetable gum Polymers 0.000 description 1
- FVFJGQJXAWCHIE-UHFFFAOYSA-N [4-(bromomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CBr)C=C1 FVFJGQJXAWCHIE-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- VSANMHWDSONVEE-UHFFFAOYSA-N carbyl sulfate Chemical compound O=S1(=O)CCOS(=O)(=O)O1 VSANMHWDSONVEE-UHFFFAOYSA-N 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000001941 cymbopogon citratus dc and cymbopogon flexuosus oil Substances 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000004526 pharmaceutical effect Effects 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 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
- 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
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
-
- 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
- C11D1/126—Acylisethionates
-
- 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
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/04—Protein or carboxylic compound containing
Definitions
- JOSEPH N'UESSLEIN OF LUDWiGSHAFEN-ON-THE-RHINE, GERMANY, ASSIGNOR TO I. G. FARBENINDUSTRIE AKTIENGESELLSCHAFT, OF FRANKFORT-ON-THE-MAIN, GER- MANY SOAP PREPARATION No Drawing. Application filed March 26; 1931, Serial No. 525,603, and in Germany April 7, 1930.
- the present invention relates to new and basic oxygen-containing mineral acids, as
- non-aromatic i. e. aliphatic or cycloaliphatic alcohols or oleiines or olefinic alcohols having more than 8 carbon atoms, or of the true sulphonic acids, or their salts, of any non-armomat-ic, i. e.
- esters or amides aliphatic or hydroaromatic compounds containing at least 8 carbon atoms, preferably from 10 to 16 carbon atoms, as for example of acids of fats or oils of vegetable or animal origin, fatty acid esters, amides, or alcohols, ethers or hydrocarbons, in which esters or amides or other derivatives the sulphonic group may be contained in the component of low molecular weight.
- Such products are obtainable, for example, by the condensation of hydroxylated or halogenated derivatives of ethane, mono or di-sulphonic acid or of ethionic acid, carbyl sulphate or aminosulphonic acids with higher fatty acids, such as the fatty acids of vegetal origin or their synthetic equivalents, or their derivatives or salts of these compounds.
- esters and amides correspond to the general formula RCOXR SO Me,
- R denotes an aliphatic radicle
- er/an amino-alkylene radicle and Me denotes an alkali radicle.
- h ulp ric esters emp y according to the present invention may be obtained by treatin the alcohols or olefines with sulphonatmg agents, such as concentrated sulphuric acid, at a temperature up to about 35 C. sulphonic acids being obtained on working at about 100 C. or in the presence of agents removing Water such as anhydrides of strong inorganic polybasic acids or with the aid of sulphuric anhydride.
- sulphonatmg agents such as concentrated sulphuric acid
- the conversion of the said alcohols with the oxygen-containing polybasic mineral acids may be carried out for the production of the sulphuric esters by treating the alcohols with sulphuric acid, or chlorsulphonic acid in the presence of organic inert diluents, and for the production of the phosphoric esters by acting with phosphorus pentoxide on the alcohols in the presence of organic inert diluents.
- Small portions of the initial materials which have not been converted with the mineral acids, as for example fatty acids, neutral fats, parafiins and the like may be present in the finished product before it is incorporated with the soaps.
- esters employed is at least 5 per cent by weight of the soaps but in most cases considerably above 5 per cent will be used, especially as the sensitivity of the preparations to hard water is thus diminished; the esters may be employed, for example, in quantities of from 10, 20, 30, or 80 per cent of the soap but for the aforesaid reasons quantities of from 100 to about 1000 per cent are preferred in order to render the preparations particularly valuable for any purpose and in water of a high degree of hardness.
- soap substitutes may be added as well as salts of all kinds and the soap preparations may be adulterated with protective colloids, as for example albumious substances, vegetable gums, starch and the like.
- protective colloids as for example albumious substances, vegetable gums, starch and the like.
- organic solvents for many purposes, especiallyfor the dissolution and removalvof fat, oil or like stains, an addition of organic solvents to the soap preparations is advantageous.
- the known and, approved substances The parts are by weight.
- Ema/mple 1 80 parts of the sodium salt of the acid sulphuric ester of cetyl alcohol are intimately worked up with 10 parts of potassium and/or sodium stearate and 10 parts of glycerine' and pressed into moulds.
- the product is eminently suitable as a bath soap.
- Example 2 parts of the disodium salt of the sulphonic acid of stearic acid are ground with 10 parts of Glaubers salt, 10 parts of sodium palmitate and 10 parts of trisodium phosphate.
- a soap powder is obtained which has an excellent cleansing action.
- Example 3 80 parts of the neutral sodium salt of the condensation product of oleic acid chloride and ethionic acid are intimately mixed with 15 parts of sodium palmitate and 5 parts of sodium perborate. The product obtained has an excellent cleansing and bleaching action even in hard water.
- E wample 4 30 parts of the neutral ammonium salt of the acid sulphuric ester of stearyl alcohol together with 30 parts of ammonium oleate and 40 parts of water are kneaded into a homogeneous paste.
- the preparation possesses a good cleansing action which may be increased by the addition of 5 parts of cyclohexanol.
- Example 5 100 parts of a normal grain soap paste containing about 65 per cent of fatty acid is kneaded with a concentrated solution of 10 parts of the neutral sodium salt of the sulphuric ester of laur 1 alcohol. The mixture is worked up in t e usual manner into shreds or flakes which are distinguished by their high solubility. 1 per cent by weight of the mass of purified lemon grass oil may be added in order to give a. fresh smell to the soap.
- Soap preparations comprising an alkali metal soap and from 100 to about 1000 per cent, by weight of the soap, of neutralized sulphonic acid corresponding to the formula R.COO.C H .SO H in which RCOO is the radicle of a fatty acid of vegetal origin.
- Soap preparations comprising an alkali metal soap and from 100 to about 1000 per cent, by. weight of the soap, of an alkali metal salt of a sul honic acid corresponding to the formula R. OO.G H.,.SO H in which H.600 is the radicle of a fatty acid of vegetal origin.
- Soap preparations comprising an alkali metal soap and from 100 to about 1000 per cent, by weight of the soap, of an alkali metal salt of a sul honic acid corresponding to the formula R. OO.C H .SO H in which RG00 is the radicle of oleic acid.
- Soap preparations comprising a soap derived from a water-soluble base and at least 5 per cent, by weight of the soap, of a true sulphonic acid substance containing at least 8 carbon atoms and corresponding to the formula RCOX- -R SO -OMe in which R denotes an aliphatic radicle, XR denotes an oxalkylene (O-R or an amino-alkylene radicle and Me denotes an alkali radicle.
- Soap preparations comprising a soap derived from a water-soluble base and from 100 to about 1000 per cent, by weight of the soap, of a true sulphonic acid substance containing at least 8 carbon atoms and corresponding to the formula.
- R denotes an aliphatic radicle
- XR denotes an oxalkylene (OR or an aminolene radicle
- Me denotes an alkali radio e.
- Soap preparations comprising an alkali metal soap and from 100 to about 1000 per 5 cent, by weight of the soap, of a true sulmy hand. 5 JOSEPH NUESSLEIN.
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)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE638302T | 1930-04-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
US1906484A true US1906484A (en) | 1933-05-02 |
Family
ID=34812936
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US525603A Expired - Lifetime US1906484A (en) | 1930-04-08 | 1931-03-26 | Soap preparation |
Country Status (5)
Country | Link |
---|---|
US (1) | US1906484A (en(2012)) |
BE (1) | BE378069A (en(2012)) |
DE (1) | DE638302C (en(2012)) |
FR (1) | FR712913A (en(2012)) |
NL (1) | NL55394C (en(2012)) |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2494580A (en) * | 1947-05-24 | 1950-01-17 | Procter & Gamble | Detergent composition |
US2508578A (en) * | 1944-05-05 | 1950-05-23 | Colgate Palmolive Peet Co | Combined soap and synthetic detergent bar |
US2567645A (en) * | 1947-05-16 | 1951-09-11 | Shell Dev | Process of producing a detergent composition |
US2603606A (en) * | 1952-07-15 | Alkyl sulfates | ||
US2739130A (en) * | 1956-03-20 | Cleaning composition | ||
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
US2765279A (en) * | 1949-03-11 | 1956-10-02 | Metallgesellschaft Ag | Shaped mixture of soap and phosphonate |
US2781320A (en) * | 1957-02-12 | All purpose | ||
US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
US2865811A (en) * | 1952-05-02 | 1958-12-23 | Irval Cosmetics Inc | Hair straightener containing a kerating reducing agent, anionic wetting agent and water-soluble soap and method of using same |
US2886585A (en) * | 1956-08-15 | 1959-05-12 | Drew & Co Inc E F | Method of making a synthetic detergent in cake form |
US2894912A (en) * | 1954-09-21 | 1959-07-14 | Lever Brothers Ltd | Isethionate detergent bar |
US2988511A (en) * | 1955-03-31 | 1961-06-13 | Mills Victor | Nonsmearing detergent bar |
US2991253A (en) * | 1952-08-20 | 1961-07-04 | Armour & Co | Solid soap composition |
US3043778A (en) * | 1958-02-20 | 1962-07-10 | Lever Brothers Ltd | Soap bar compositions |
US3057805A (en) * | 1962-10-09 | Synthetic detergent cake and process | ||
US3070547A (en) * | 1953-07-13 | 1962-12-25 | Procter & Gamble | Soap-synthetic bar |
US3224976A (en) * | 1960-05-20 | 1965-12-21 | Colgate Palmolive Co | Detergent bar |
US4260507A (en) * | 1970-08-18 | 1981-04-07 | Lever Brothers Company | Soap-synthetic detergent tablets |
US4476055A (en) * | 1982-07-06 | 1984-10-09 | Westvaco Corporation | C21-Dicarboxylic acid isethionates as primary anionic surfactants |
US4514335A (en) * | 1982-07-06 | 1985-04-30 | Westvaco Corporation | C21 -Dicarboxylic acid isethionates as primary anionic surfactants |
US4571309A (en) * | 1983-07-20 | 1986-02-18 | Westvaco Corporation | C22 -Cycloaliphatic tricarboxylic acid derived isethionate esters and method of preparation |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE895289C (de) * | 1934-07-03 | 1953-11-02 | Bataafsche Petroleum | Verfahren zum Herstellen von Salzen saurer Alkylester |
DE750286C (de) * | 1935-05-02 | 1945-01-03 | Kalle & Co Ag | Seifenfreie Waschmittel |
DE895815C (de) * | 1940-01-06 | 1953-11-05 | Basf Ag | Waschmittel |
BE577250A (en(2012)) * | 1958-04-14 | |||
DE1111761B (de) * | 1959-09-25 | 1961-07-27 | Shell Int Research | Toilettenseife |
BE611781A (en(2012)) * | 1960-12-23 |
-
0
- NL NL55394D patent/NL55394C/xx active
- BE BE378069D patent/BE378069A/xx unknown
-
1930
- 1930-04-08 DE DE1930638302D patent/DE638302C/de not_active Expired
-
1931
- 1931-03-09 FR FR712913D patent/FR712913A/fr not_active Expired
- 1931-03-26 US US525603A patent/US1906484A/en not_active Expired - Lifetime
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3057805A (en) * | 1962-10-09 | Synthetic detergent cake and process | ||
US2603606A (en) * | 1952-07-15 | Alkyl sulfates | ||
US2739130A (en) * | 1956-03-20 | Cleaning composition | ||
US2781320A (en) * | 1957-02-12 | All purpose | ||
US2508578A (en) * | 1944-05-05 | 1950-05-23 | Colgate Palmolive Peet Co | Combined soap and synthetic detergent bar |
US2567645A (en) * | 1947-05-16 | 1951-09-11 | Shell Dev | Process of producing a detergent composition |
US2494580A (en) * | 1947-05-24 | 1950-01-17 | Procter & Gamble | Detergent composition |
US2765279A (en) * | 1949-03-11 | 1956-10-02 | Metallgesellschaft Ag | Shaped mixture of soap and phosphonate |
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
US2865811A (en) * | 1952-05-02 | 1958-12-23 | Irval Cosmetics Inc | Hair straightener containing a kerating reducing agent, anionic wetting agent and water-soluble soap and method of using same |
US2991253A (en) * | 1952-08-20 | 1961-07-04 | Armour & Co | Solid soap composition |
US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
US3070547A (en) * | 1953-07-13 | 1962-12-25 | Procter & Gamble | Soap-synthetic bar |
US2894912A (en) * | 1954-09-21 | 1959-07-14 | Lever Brothers Ltd | Isethionate detergent bar |
US2988511A (en) * | 1955-03-31 | 1961-06-13 | Mills Victor | Nonsmearing detergent bar |
US2886585A (en) * | 1956-08-15 | 1959-05-12 | Drew & Co Inc E F | Method of making a synthetic detergent in cake form |
US3043778A (en) * | 1958-02-20 | 1962-07-10 | Lever Brothers Ltd | Soap bar compositions |
US3224976A (en) * | 1960-05-20 | 1965-12-21 | Colgate Palmolive Co | Detergent bar |
US4260507A (en) * | 1970-08-18 | 1981-04-07 | Lever Brothers Company | Soap-synthetic detergent tablets |
US4476055A (en) * | 1982-07-06 | 1984-10-09 | Westvaco Corporation | C21-Dicarboxylic acid isethionates as primary anionic surfactants |
US4514335A (en) * | 1982-07-06 | 1985-04-30 | Westvaco Corporation | C21 -Dicarboxylic acid isethionates as primary anionic surfactants |
US4571309A (en) * | 1983-07-20 | 1986-02-18 | Westvaco Corporation | C22 -Cycloaliphatic tricarboxylic acid derived isethionate esters and method of preparation |
Also Published As
Publication number | Publication date |
---|---|
DE638302C (de) | 1936-11-13 |
NL55394C (en(2012)) | |
BE378069A (en(2012)) | |
FR712913A (fr) | 1931-10-15 |
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