US3226330A - Detergent bar - Google Patents
Detergent bar Download PDFInfo
- Publication number
- US3226330A US3226330A US920A US92060A US3226330A US 3226330 A US3226330 A US 3226330A US 920 A US920 A US 920A US 92060 A US92060 A US 92060A US 3226330 A US3226330 A US 3226330A
- Authority
- US
- United States
- Prior art keywords
- soap
- sodium
- carbon atoms
- alkali metal
- bar
- 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
- 239000003599 detergent Substances 0.000 title claims description 48
- 239000000344 soap Substances 0.000 claims description 82
- 229920002472 Starch Polymers 0.000 claims description 51
- 235000019698 starch Nutrition 0.000 claims description 51
- 150000004665 fatty acids Chemical class 0.000 claims description 48
- 239000008107 starch Substances 0.000 claims description 47
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 45
- 239000000194 fatty acid Substances 0.000 claims description 45
- 229930195729 fatty acid Natural products 0.000 claims description 45
- -1 GLYCERYL SULFURIC ACID COMPOUND Chemical class 0.000 claims description 40
- 229910052708 sodium Inorganic materials 0.000 claims description 40
- 239000011734 sodium Substances 0.000 claims description 40
- 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 claims description 39
- 239000003513 alkali Substances 0.000 claims description 28
- 229910052783 alkali metal Inorganic materials 0.000 claims description 16
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 15
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 9
- 150000001340 alkali metals Chemical class 0.000 claims description 8
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims description 4
- 229910052936 alkali metal sulfate Inorganic materials 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 2
- 159000000001 potassium salts Chemical class 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 6
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 48
- 239000000203 mixture Substances 0.000 description 25
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 23
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 22
- 239000000047 product Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 13
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 12
- 235000019864 coconut oil Nutrition 0.000 description 11
- 239000003240 coconut oil Substances 0.000 description 11
- 239000011780 sodium chloride Substances 0.000 description 11
- 229910052938 sodium sulfate Inorganic materials 0.000 description 11
- 235000011152 sodium sulphate Nutrition 0.000 description 11
- 239000000271 synthetic detergent Substances 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 229920000945 Amylopectin Polymers 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000003760 tallow Substances 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- 125000002252 acyl group Chemical group 0.000 description 7
- 230000007423 decrease Effects 0.000 description 7
- 238000005187 foaming Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 239000002671 adjuvant Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 150000004996 alkyl benzenes Chemical class 0.000 description 5
- 229940077388 benzenesulfonate Drugs 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000006260 foam Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 229920000856 Amylose Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000008233 hard water Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 238000007580 dry-mixing Methods 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 239000004088 foaming agent Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 239000003352 sequestering agent Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 230000003655 tactile properties Effects 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- AVYHZYUNYVSIEB-KVVVOXFISA-N (z)-octadec-9-enamide;sodium Chemical compound [Na].CCCCCCCC\C=C/CCCCCCCC(N)=O AVYHZYUNYVSIEB-KVVVOXFISA-N 0.000 description 1
- VAXCXSDAWONRLI-UHFFFAOYSA-N 2,3-dihydroxypropyl hydrogen sulfate Chemical compound OCC(O)COS(O)(=O)=O VAXCXSDAWONRLI-UHFFFAOYSA-N 0.000 description 1
- BIEFDNUEROKZRA-UHFFFAOYSA-N 2-(2-phenylethenyl)aniline Chemical class NC1=CC=CC=C1C=CC1=CC=CC=C1 BIEFDNUEROKZRA-UHFFFAOYSA-N 0.000 description 1
- YPFUJZAAZJXMIP-UHFFFAOYSA-N 3-sulfopropanediol Chemical compound OCC(O)CS(O)(=O)=O YPFUJZAAZJXMIP-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005267 amalgamation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- UZUODNWWWUQRIR-UHFFFAOYSA-L disodium;3-aminonaphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N)=CC(S([O-])(=O)=O)=C21 UZUODNWWWUQRIR-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([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])C([H])([H])[H] 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003112 potassium compounds Chemical class 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- CRSVHQICRXRCEP-ZETCQYMHSA-N ramalin Natural products OC(=O)[C@@H](N)CCC(=O)NNC1=CC=CC=C1O CRSVHQICRXRCEP-ZETCQYMHSA-N 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000008234 soft water Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 238000009736 wetting Methods 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0084—Antioxidants; Free-radical scavengers
-
- 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
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
-
- 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/26—Organic compounds, e.g. vitamins containing oxygen
- C11D9/262—Organic compounds, e.g. vitamins containing oxygen containing carbohydrates
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/40—Proteins
-
- 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
- C11D1/16—Sulfonic acids or sulfuric acid esters; Salts thereof derived from divalent or polyvalent 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
- the present invention relates to a detergent bar containing water soluble soap, certain synthetic detergents and an alkali stable starch.
- the improved bar product has excellent washing properties, yields no undispersed curd in hard water and possesses tactile properties, appearance, drying activity and processing characteristics resembling those of the ordinary higher fatty acid soaps. It sloughs even less than a bar of the earlier application mentioned and absorbs less moisture when stored at high humidity.
- such a detergent bar consists essentially of: 8 to alkali metal salt of substantially saturated higher fatty glyceryl sulfuric acid compound; 3 to 10% alkali metal salt of higher acyl amide of an amino lower aliphatic sulfonic acid of 2 to 4 carbon atoms; 45 to 65% soluble alkali metal soap with a major proportion thereof being sodium soap, more than 65% of the soap fatty acid content being saturated fatty acids, and having a predominant amount, over 75%, of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids to 60% is of 12 to 14 carbon atoms and 75 to is of 16 to 18 carbon atoms; 2 to 10% alkali stable starch; 6 to 16% moisture; and less than 7% total content alkali metal sulfate an alkali metal chloride.
- the alkali metal salt of substantially saturated higher fatty glyceryl sulfuric acid compound is made by any of various known techniques in which a higher fatty radical is attached to a glyceryl stem converted to a corresponding sulfuric acid compound.
- the detergent contains only one sulfuric acid type group and only one higher fatty radical.
- the sulfuric acid compound may be either a sulfate or sulfonate and the fatty portion may be of 10 to 18 carbon atoms, preferably in straight line configuration, attached to the glyceryl stem through either a carbonyl or ether linkage.
- the sodium salt of coconut oil fatty acids monoglyceride sulfate wherein the coconut oil may be hydrogenated if so desired, sodium lauryl ether glyceryl sulfonate, sodium and potassium hydrogenated talloW fatty acids, monoglyceride sulfates, sodium myristyl monoglyceride sulfonate and sodium palmityl ether glyceryl sulfate, to name a few of these suitable detergents. These compounds may be used in mixtures if so desired. Some of this type of detergent, e.g., sodium and potassium lauryl 3,226,330 Patented Dec. 28, 1965 ice ether glyceryl sulfonate, possess sufficiently good curd dispersion properties to allow replacement of some amide sulfonate constituent too.
- the alkali metal salt of higher acyl amide of amino lower aliphatic sulfonic acid is one in which the acyl group is of 12 to 18 carbon atoms.
- the amino aliphatic sulfonic acid portion of the molecule may have a lower alkyl radical attached to the amino nitrogen.
- the total of carbon atoms in the lower aliphatic stern connecting the amino and sulfonic acid groups and in said lower alkyl radical may be from 2 to 4.
- the lower alkyl of the connecting alkyl stem is of 2 to 3 carbon atoms and the lower alkyl which may be attached to the nitrogen may be of 1 to 2 carbon atoms.
- the water soluble alkali metal soap of the invented compositions contains a major proportion of sodium soap
- the soap fatty acid content is 65 or more saturated.
- the soap also consists predominantly of 12 to 18 carbon atom molecules, preferably and more being of this chain length.
- These soaps comprise the previously specified proportions of fatty acid soaps of 12 to 14 carbon atoms and of others of 16 to 18 carbon atoms.
- Such materials may be made by combining in proper proportions known soap making oils of known fatty acid analyses. For example, it has been found that coconut oil or hydrogenated coconut oil may be mixed with tallow in the soap kettle in such proportions as to result in soaps of the type needed in the present detergent bar.
- the alkali stable starch does not hydrolyze, discolor or change chemically to an objectionable extent in the presence of the soap, synthetic detergents and moisture of combination detergent bars.
- the maximum alkali number of a suitable alkali stable starch should be about 10, preferably 5 or less.
- the ultimate test of the starch is whether it changes objectionably in the bar composition and this should be considered in conjunction with the alkali number indicated by the test mentioned in evaluating a starch to be used in these bars.
- the stable starch used may be obtained from corn, potatoes or other known source. Usually the starch'containing plant is bred or selected for inherent stability, which stability is then increased by subsequent treatment, modification or fractionation. One way to improve stability i by removing proteinaceous materials, which appear to promote the development of color changes. In one such process both protein and ash are removed from a macerated starch-bearing grain of good alkali stability and the resulting starch is re-tested to assure that an alkali number of about 5 has been attained.
- amylopectin a starch fraction
- amylopectin a starch fraction
- amylopectin is free of amylose, usually a minor constituent of starch. In most other starches there is up to 30% amylose, although some will only contain as little as 2-5 thereof.
- amylopectin and other treated starches, as well as modified starches are included within the generic designation of starch in this specification and in the claims. Both amylopectin and starch readily form ethers, esters and other derivatives. Such compounds are often more soluble than the starting material and also are useful as substitutes therefor in the present compositions.
- the present detergent bars are the products of interacting detergent components present in the proportions specified. Although each component affects the properties of the others, within the formulas disclosed it is possible to set forth a set of principles to assist one skilled in the detergent art in manufacturing the best detergent bars.
- the monoglyceride sulfate or other suitable sulfuric acid compound aids in the production of a bar having excellent foaming properties. This type compound also exhibits curd dispersing activity, but in itself, in the quantities employed, usually i not sufficiently effective in this respect.
- the amide of amino sulfonic acid is an excellent curd disperser in these formulas and has foaming powers.
- the soap employed in the present compositions has been found to result in producing less soap curd in water containing calcium and magnesium ions than soaps of lesser saturation and greater content of 16 and 18 carbon atoms. Because of this behavior it is possible to make a bar of the relatively low synthetic detergent content range given and still obtain a degree of foaming and curd dispersion formerly associated principally with products of higher synthetic detergent: soap ratios.
- the present soaps also produce more foam than does ordinary soap in bars containing the disclosed mixture of synthetic detergents, yielding a quicker, richer and creamier lather. As moisture content is increased, the bar tends to become softer, more soluble and to slough more readily, although the presence of the starch allows for an increased tolerance of moisture, while below a minimum water content the composition is very difficult or impossible to mill and plod.
- starch in these bars also decreases sloughing and absorption of atmospheric moisture.
- starch is not a foaming agent or detergent
- bars of these formulas made with it replacing alkyl benzene sulfonate are as good in foam and lathering properties as those containing the additional detergent and also are of satisfactory lubricity or slip.
- alkyl aryl sulfonate content it is preferred to keep the alkyl aryl sulfonate content at a minimum, about 1% or less of the bar.
- the presence of sodium sulfate and sodium chloride in amounts in excess of the limit given tends to cause crystallization and sometimes produces in the detergent bar a graininess which is objectionable to the user.
- a decrease in total synthetic detergent concentration permits use of more lower molecular weight soap (made from fatty acids of 12 and 14 carbon atoms) and an increase of such detergents indicates that more of the higher soaps may be added to improve bar hardness and decrease any excessive solubility.
- the alkali metal of the detergents and soaps is preferably sodium but potassium compounds are also useful.
- the amounts of sodium and potassium soaps and detergents should be chosen to obtain a bar of satisfactory hardness and solubility.
- the starch present should be enough to decrease slough and moisture absorption but not so much as to make the bar rough to the hands and skin.
- the present detergent bar is exceptional in that it is of sufficient solubility and excellent performance characteristics but does not exhibit either excessive sloughing and gel formation nor does it dry slowly or absorb atmospheric moisture.
- the invented product dried about as well as commercial toilet soap cakes and did not absorb an objectionable amount of moisture. Possibly as important as the improved drying rate of this product is the fact that the bar not only dries to an attractive surface but also appears to the consumer to be dry.
- composition of this invention there may be incorporated in minor amounts various adjuvant materials designed to contribute specific properties to the bar. Included among this group of materials are: bactericides, e.g., hexachlorophene, trichlorcarbanilide, halosalicyl haloanilides, mercurials; perfumes; pigments and opacifying agents, e.g., titanium dioxide; dyes and colorants; brighteners, e.g., aminostilbenes; sequestrants, e.g., tetrasodium ethylene diamine tetraacetate; antioxidants and stabilizers, e.g., sequestrants for metal impurity catalysts, stannic chloride, stannous chloride, sodium metabisulfite, ditertiary-butyl para cresol; emollients, e.g., lanolin.
- bactericides e.g., hexachlorophene, trichlorcarbanil
- the amount of adjuvant should be snfiicient to impart the desired activity but not to substantially adversely affect the bar properties. Also present in these bars there will sometimes be found small quantities of so-called ether solubles, which are usually unreacted oils or fats or by-product oils, fatty acids or other compounds from the manufacture of the detergents and soaps. As with some of the adjuvants it is preferred to hold this ingredient to a practical minimum consistent with detergent manufacturing considerations but small amounts, e.g., 14%, do not usually interfere with production of a satisfactory bar.
- the bars of this invention may be made according to the usual methods employed in the manufacture of corresponding soap products with only minor adjustments known to those skilled in the art of making combination soap-detergent bars.
- the consitituents of the formula are preferably mixed in the crutcher and dried to proper mois ture content but may also be blended in the amalgamator. If desired, neutralization or other reactions may be effected in the crutcher.
- the acylated amino sulfonic acid, together with unreacted or excess fatty acid may be crutcher neutralized. Drying of the crutched detergent mixture may be by known tunnel-, flash-, sprayor film-drying techniques, of which the latter, utilizing an APV or Rosenblad drier, is preferred.
- the starch is hydrated to gel form.
- the desired moisture content of the final product may be further adjusted by any of various known methods. Water may be added to the formula constituents, if needed, or one or more of the components may be added in water solution or slurry. Usually the minor adjuvants of the bar composition are blended with the detergents in the amalgamator. The formula is then milled to form a homogeneous chip which is compacted and extruded, usually by a soap plodder. After plodding, the extruded bar is cut to lengths and pressed in a conventional soap press, such as a standard high speed, duplex press in which opposed dies form the soap cake in a rotatable die box.
- a soap press such as a standard high speed, duplex press in which opposed dies form the soap cake in a rotatable die box.
- Example I Percent Sodium hydrogenated coconut oil fatty acids monoglyceride sulfate 15 Sodium higher fatty (mixed C C acid amide of N-methyl ta-urine 5 Sodium soap (1:1 coconut oilztallow ratio) 55.4 Alkali stable starch 5 Sodium sulfate 0.9 Sodium chloride 1.7 Moisture 12 Other ingredients (bactericide, perfume, pigment, opacifier, color solution, unreacted and by-product ether soluble oils, fatty acids, etc.)
- 1 active starch 325 mesh, designated NL, manufac tured by Stein, Hall 8; Co., Inc., New York, N.Y. at is made from a corn starch (about 76% amylopectin), which was selected for stability to alkali, was ground to a wet meal and was washed free of protein and ash. After production the starch is tested for alkali stability according to the method of Schoch and Jensen as described at pages 679, 680 of Chemistry and Industry of Starch, 2nd ed. (1950), by Ralph W. Kerr. It has an alkali number of 455, which is indicative of good alkali stability. Alkali stable water soluble starches should have alkali numbers less than about 0, preferably even less than 5, and should have low proteinaeeous content.
- the synthetic detergents, starch and soap are mixed together (with accompanying sodium salts and ether solubles) in a crutcher to form an aqueous solutiondispersion or slurry.
- Small proportions of alcohol ethanol, isopropanol
- the chips resulting are mixed in an amalgamator with the desired adjuvants.
- the amalgamated composition is then milled three times to homogeneity, plodded in a vacuum plodder, cut and pressed in essentially the same manner employed for making soap.
- the bar of this example was decidedly superior in being of a lesser tendency to absorb moisture from the atmosphere, gaining only 60% as much mo sture as the other bar, even when stored at 88% humidity for 9 days. Thus, the invented bar remains harder under such humid storage conditions, excessive moisture absorption being a cause of objectionable softening of detergent bars.
- the bar of this example sloughs less than the non-starch bar mentioned above.
- either all or part of the sodium hydrogenated coco-monoglyceride sulfate may be replaced by others of the higher fatty glyceryl sulfuric acid products described elsewhere, in accordance with the teachings of this specification.
- the resulting products will also be excellent bar detergents.
- N-methyi tauride of this formula may be replaced either wholly or in part by other amides of amino lower aliphatic sulfonic acids previously mentioned. When such substitution is made and the teachings of this specification are followed the bar resulting will produce little 7 or no undispersed curd and will have the other desired qualities of the above compositions.
- the amount of starch used may be from 2 Less than 2% has little appreciable effect and more than about 10% often tends to roughen the bar surface.
- Example II Percent Sodium higher fatty acids monoglyceride sulfate Sodium higher fatty acid amide of N-methyl taurine 5 Sodium soap 2 55 Amylopectin 5 Moisture 12 Total alkali metal sulfate and alkali metal chloride 2.6 Other ingredients 5.4
- Ramalln P 90% active, made by Stein, Hall Co., Inc., New York, N.Y. This is a 325 mesh amylopectin derived from potato starch and separated from amylose by the AV'EBE process. It has an alkali number of about 10.
- This detergent bar was made by the method of Example I. It too, was good in lathering, foam, curd dlspersion, appearance, drying speed, slough properties, detergency, color and odor stability and so forth and was an acceptable bar. Despite the use of less detergent it was the equal of the non-starch bar mentioned in Example I in lathering power and was superior to it in slouglung less and absorbing less moisture under humid atmospheric conditions.
- Example III Percent Sodium higher fatty acid monoglyceride sulfate 15 Sodium higher fatty acid amide of N-methyl taurine '(Igepon TE42) Alkali metal sodium soap (1:1 coconut OllitallOW ratio) 55 Alkali stable starch 5 Total sodium sulfate and sodium chloride 3 Moisture 12 Other ingredients 5
- Example IV Percent Sodium coconut oil fatty acids monoglyceride sulfate 15 Sodium higher fatty acid amide of N-methyl taurine 5 Sodium dodecyl benzene sulfonate 1 Sodium soap (SO-50 coco-tallow) 53 Amylopectin 6 6 Total sodium sulfate and chloride 3 Moisture 12 Other ingredients 5 Ramalin 1?.
- Example V Percent Sodium coconut oil monoglyceride monosulfate 15 Sodium higher fatty acid amide of N-methyl taurine 5 Sodium higher normal alkyl sulfonate 5 Sodium soap (50 coco-50 tallow) 50 Total sodium sulfate and sodium chloride 3 Alkali stable starch (NL) 5 Moisture 12 Others 5
- the bars of Examples III-V were made by dry mixing the compositions in an amalgamator, adding the required amount of moisture, milling, plodding and pressing. Bars produced were good and are useful for bath and facial use. All sloughed less than described control bars containing alkyl benzene sulfonate detergent and no starch and all lathered about as well as such contro bars.
- these bars may be made by the wet method disclosed in Examples I and II. In such cases there is less chance of surface roughness developing due to the presence of undispersed starch.
- a milled and plodded detergent bar consisting essentially of 8 to 20% alkali metal selected from the group consisting of sodium and potassium salt of substantially saturated higher fatty glyceryl sulfuric acid compound, said sulfuric acid compound being a member selected from the group consisting of sulfate and sulfonate compounds, in which the higher fatty group is of 8 to 18 carbon atoms; 3 to 10% alkali metal salt of higher acyl amide of an amino lower aliphatic sulfonic acid of 2 to 4 carbon atoms, said acyl group containing from 12 to 18 carbon atoms and the alkali metal salt is selected from the group consisting of sodium and potassium salts thereof; 45 to 65% soluble alkali metal soap selected from the group consisting of sodium and potassium soap with a major proportion thereof being sodium soap, more than 65% of the soap fatty acid content being saturated fatty acids, and having a predominant amount, over of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids 25 to 60% is of 12
- a milled and plodded detergent bar consisting essentially of 8 to 20% sodium salt of substantially saturated higher fatty acid monoglyceride sulfate in which the higher fatty acid group is of 8 to 18 carbon atoms; 3 to 10% sodium salt of higher acyl amide of N-methyl taurine, said acyl group containing from 12 to 18 carbon atoms; 45 to 65% soluble sodium soap, having more than 65% of its fatty acid content of saturated fatty acids and having substantially all of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids 25 to 60% is of 12 to 14 carbon atoms and 75 to 40% is of 16 to 18 carbon atoms; 2 to 10% alkali stable starch; 6 to 16% moisture; and having less than 5% total content of sodium sulfate and sodium chloride.
- a milled and plodded detergent bar consisting essentially of 10 to 17% of sodium salt of substantially saturated higher fatty acids monoglyceride sulfate in which the higher fatty acids group is of 8 to 18 carbon atoms; 4 to 8% sodium salt of higher acyl amide of N-methyl taurine in which the acyl group is of 12 to 18 carbon atoms; 50 to 60% soluble sodium soap, having more than 70% of its fatty acid content of saturated fatty acids and having substantially all, over of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids 30 to 50% is of 12 to 14 carbon atoms and 70 to 50% is of 16 to 18 carbon atoms; 3 to 7% alkali stable starch; 8 to 14% moisture; and having less than total content of sod um sulfate and sodium chloride.
- a milled and plodded detergent bar consisting essen tially of to 17% of sodium salt of substantially saturated higher fatty acids monoglyceride sulfate in which the higher fatty acids group is of 8 to 18 carbon atoms and is derived from coconut oil; 4 to 8% sodium salt of higher acyl amide of N-methyl taurine in which the acyl group is substantially all of 16 to 18 carbon atoms; to soluble sodium soap derived from a mixture of tallow and coconut oil, having more than of its fatty acid content of saturated fatty acids and having substantially all, over of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids 30 to 50% is of 12 to 14 carbon atoms and 70 to 50% is of 16 to 18 carbon atoms; 3 to 7% alkali stable starch having an alkali number of about 10 or less; 8 to 14% moisture; and having less than 5% total content of sodium sulfate and sodium chloride.
- a milled and plodded detergent bar consisting essentially of to 17% of sodium salt of substantially saturated higher fatty acids monoglyceride sulfate in which the higher fatty acids group is of 8 to 18 carbon atoms and is derived from coconut oil; 4 to 8% sodium salt of higher acyl amide of N-methyl taurine in which the acyl group is substantially all of 16 to 18 carbon atoms; to soluble sodium soap derived from a mixture of tallow and coconut oil, having more than of its fatty acid content of saturated fatty acids and having' substantially all, over of the soap fatty acid of 12 to 18 carbon atoms, of which fatty acids 30 to 50% is of 12 to 14 carbon atoms and 70 to 50% is of 16 to 18 carbon atoms; 3 to 7% alkali stable starch having an alkali number of about 10 or less; 8 to 14% moisture; and having less than 5% total content of sodium sulfate and sodium chloride,
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Molecular Biology (AREA)
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL254807D NL254807A (en)) | 1959-08-12 | ||
BE594070D BE594070A (en)) | 1959-08-12 | ||
US920A US3226330A (en) | 1959-08-12 | 1960-01-07 | Detergent bar |
DEC22065A DE1198479B (de) | 1959-08-12 | 1960-08-03 | Waschmittelstueck |
GB39112/63A GB954047A (en) | 1959-08-12 | 1960-08-04 | Detergent bars |
GB27126/60A GB954046A (en) | 1959-08-12 | 1960-08-04 | Detergent bars |
ES0260241A ES260241A1 (es) | 1959-08-12 | 1960-08-08 | Mejoras introducidas en la fabricaciën de detergentes |
CH917160A CH407383A (de) | 1959-08-12 | 1960-08-12 | Reinigungsmittelriegel |
FR835835A FR1282555A (fr) | 1959-08-12 | 1960-08-12 | Barre détergente |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US833152A US3076766A (en) | 1959-08-12 | 1959-08-12 | Detergent bar |
US94260A | 1960-01-07 | 1960-01-07 | |
US920A US3226330A (en) | 1959-08-12 | 1960-01-07 | Detergent bar |
Publications (1)
Publication Number | Publication Date |
---|---|
US3226330A true US3226330A (en) | 1965-12-28 |
Family
ID=27356772
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US920A Expired - Lifetime US3226330A (en) | 1959-08-12 | 1960-01-07 | Detergent bar |
Country Status (7)
Country | Link |
---|---|
US (1) | US3226330A (en)) |
BE (1) | BE594070A (en)) |
CH (1) | CH407383A (en)) |
DE (1) | DE1198479B (en)) |
ES (1) | ES260241A1 (en)) |
GB (2) | GB954046A (en)) |
NL (1) | NL254807A (en)) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53145933A (en) * | 1977-05-24 | 1978-12-19 | Firmenich & Cie | Perfume stabilizing method |
US5435933A (en) * | 1993-08-25 | 1995-07-25 | Colgate-Palmolive Company | Composition of synthetic detergents |
WO1998015606A3 (de) * | 1996-10-07 | 1998-06-18 | Henkel Kgaa | Syndetseifen |
US6013616A (en) * | 1994-09-12 | 2000-01-11 | Henkel Kommanditgesellschaft Auf Aktien | Mild detergent mixtures |
WO2013131708A1 (de) * | 2012-03-08 | 2013-09-12 | Henkel Ag & Co. Kgaa | Geformte seifenprodukte mit einem verringerten gehalt an fettsäureseifen |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10216501A1 (de) * | 2002-04-11 | 2003-10-30 | Beiersdorf Ag | Geformtes Seifenprodukt, enthaltend eine oder mehrere Fettsäuren in Form ihrer Alkaliseifen und ein oder mehrere vorgelatinisierte, quervernetzte Stärkederivate |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2438169A (en) * | 1945-07-12 | 1948-03-23 | Allied Chem & Dye Corp | Manufacture of detergents |
US2714093A (en) * | 1952-07-02 | 1955-07-26 | Blumenthal Armin | Method of preparing detergent compositions |
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
US2781320A (en) * | 1957-02-12 | All purpose | ||
GB796627A (en) * | 1955-09-08 | 1958-06-18 | Hedley Thomas & Co Ltd | Improvements in or relating to detergent bars |
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 |
-
0
- NL NL254807D patent/NL254807A/xx unknown
- BE BE594070D patent/BE594070A/xx unknown
-
1960
- 1960-01-07 US US920A patent/US3226330A/en not_active Expired - Lifetime
- 1960-08-03 DE DEC22065A patent/DE1198479B/de active Pending
- 1960-08-04 GB GB27126/60A patent/GB954046A/en not_active Expired
- 1960-08-04 GB GB39112/63A patent/GB954047A/en not_active Expired
- 1960-08-08 ES ES0260241A patent/ES260241A1/es not_active Expired
- 1960-08-12 CH CH917160A patent/CH407383A/de unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2781320A (en) * | 1957-02-12 | All purpose | ||
US2438169A (en) * | 1945-07-12 | 1948-03-23 | Allied Chem & Dye Corp | Manufacture of detergents |
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
US2714093A (en) * | 1952-07-02 | 1955-07-26 | Blumenthal Armin | Method of preparing detergent compositions |
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 |
GB796627A (en) * | 1955-09-08 | 1958-06-18 | Hedley Thomas & Co Ltd | Improvements in or relating to detergent bars |
US2982735A (en) * | 1955-09-08 | 1961-05-02 | Procter & Gamble | Detergent milled bar and process of preparing same |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53145933A (en) * | 1977-05-24 | 1978-12-19 | Firmenich & Cie | Perfume stabilizing method |
US5435933A (en) * | 1993-08-25 | 1995-07-25 | Colgate-Palmolive Company | Composition of synthetic detergents |
US6013616A (en) * | 1994-09-12 | 2000-01-11 | Henkel Kommanditgesellschaft Auf Aktien | Mild detergent mixtures |
WO1998015606A3 (de) * | 1996-10-07 | 1998-06-18 | Henkel Kgaa | Syndetseifen |
WO2013131708A1 (de) * | 2012-03-08 | 2013-09-12 | Henkel Ag & Co. Kgaa | Geformte seifenprodukte mit einem verringerten gehalt an fettsäureseifen |
Also Published As
Publication number | Publication date |
---|---|
GB954046A (en) | 1964-04-02 |
DE1198479B (de) | 1965-08-12 |
NL254807A (en)) | |
BE594070A (en)) | |
GB954047A (en) | 1964-04-02 |
CH407383A (de) | 1966-02-15 |
ES260241A1 (es) | 1960-11-01 |
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