US3350320A - Detergent bar containing fatty ketone - Google Patents
Detergent bar containing fatty ketone Download PDFInfo
- Publication number
- US3350320A US3350320A US512787A US51278765A US3350320A US 3350320 A US3350320 A US 3350320A US 512787 A US512787 A US 512787A US 51278765 A US51278765 A US 51278765A US 3350320 A US3350320 A US 3350320A
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- US
- United States
- Prior art keywords
- detergent
- parts
- sodium
- bar
- ketone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000003599 detergent Substances 0.000 title claims description 43
- 150000002576 ketones Chemical class 0.000 title claims description 19
- DMCJFWXGXUEHFD-UHFFFAOYSA-N pentatriacontan-18-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCCCC DMCJFWXGXUEHFD-UHFFFAOYSA-N 0.000 claims description 26
- UNRFDARCMOHDBJ-UHFFFAOYSA-N hentriacontan-16-one Chemical compound CCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCC UNRFDARCMOHDBJ-UHFFFAOYSA-N 0.000 claims description 14
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 description 19
- 239000000203 mixture Substances 0.000 description 17
- 235000002639 sodium chloride Nutrition 0.000 description 15
- 125000004432 carbon atom Chemical group C* 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 11
- 150000002191 fatty alcohols Chemical class 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 235000019864 coconut oil Nutrition 0.000 description 6
- 239000003240 coconut oil Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 238000003801 milling Methods 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 229960000541 cetyl alcohol Drugs 0.000 description 5
- -1 fatty acid monoglycerides Chemical class 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 239000000344 soap Substances 0.000 description 5
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 5
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- PWVUXRBUUYZMKM-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCO PWVUXRBUUYZMKM-UHFFFAOYSA-N 0.000 description 1
- KFDNQUWMBLVQNB-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;sodium Chemical compound [Na].[Na].[Na].[Na].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KFDNQUWMBLVQNB-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 235000012216 bentonite Nutrition 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- PZSDXITWLHVYLM-UHFFFAOYSA-L disodium;toluene;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CC1=CC=CC=C1 PZSDXITWLHVYLM-UHFFFAOYSA-L 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 150000002314 glycerols Chemical class 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
- 230000003165 hydrotropic effect Effects 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940099367 lanolin alcohols Drugs 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000000913 palmityl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 229940080236 sodium cetyl sulfate Drugs 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 229940048842 sodium xylenesulfonate Drugs 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical group 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 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
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- 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
- 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
-
- 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
- C11D3/2072—Aldehydes-ketones
Definitions
- the present invention relates to detergent bars prepared from synthetic non-soap sulfated organic detergents which contain a saturated straight chain higher alkyl radical. More particularly, the invention relates to such detergent bars which contain a fatty ketone, and to a process for the preparation thereof.
- a detergent bar consists essentially of about 50 to 99% of a sodium salt of a sulfated organic detergent containing a saturated straight chain alkyl radical having from about 12 to 18 carbon atoms, about 0.5 to 10% by weight of a fatty ketone selected from the group consisting of stearone and palmitone, and adjuvant fillers as a balance.
- an extruded detergent bar which comprises commingling about 50 to 99 parts of solid particulate water-soluble sulfated organic detergent salt containing a saturated straight chain higher alkyl radical having from about 12 to 18 carbon atoms with about 0.5 to 10 parts by weight of a fatty ketone selected from the group consisting of stearone and palmitone, heating the mixture to a temperature in the range of about 47 to 65 C. and forming a homogeneous plastic mass thereof, and extruding said plastic mass in the form of a bar.
- the sulfated organic detergent salts of the present detergent bars are well known to the art, examples of preferred embodiments thereof being sulfated esters of saturated straight chain fatty materials containing from 12 to 18 carbon atoms such as the water-soluble salts of higher alkyl sulfates prepared by sulfating higher fatty alcohols including higher alkyl terminal sulfates such as sodium lauryl sulfate and sodium cetyl sulfate, and monosulfated higher saturated fatty monoglycerides such as the sodium salt of coconut oil monoglyceride monosulfate and the sodium salt of tallow monoglyceride monosulfate, and mixtures thereof.
- Suitable sulfated detergent salts include the water-soluble salts of monosulfated ethoxylated fatty alcohols such as the sodium salt of the monosulfated product of condensation of three moles of ethylene oxide with the fatty alcohols obtained by reduction of tallow fatty acids.
- the saturated straight chain higher alkyl radicals of the sulfated detergent may be derived from naturally occurring mixtures of fatty materials, or from other natural or synthetic sources, and although the cation of the detergent salt normally is sodium in view of its ready availability and low cost, other compatible water-soluble salts may replace the sodium salt in whole or in part if so desired.
- the instant fatty ketones are selected from the group consisting of stearone (l8-pentatriacontanone) and palmitone (16-hentriacontanone). These ketones normally are used in an amount equal to about .5 to 10% by weight 3,350,320 Patented Oct. 31, 1567 of the final bars, and the aforesaid sulfated detergent salt will normally constitute about 50 to 99% thereof the balance of instant detergent bars, i.e., from 0 to 49.5% thereof, being adjuvant filler.
- the same proportions of ketone and filler are combined with about 40 to sodium salt of a sulfated monoglyceride of a saturated higher fatty acid containing from about 12 to 18 carbon atoms and about 10 to 35% of a sodium salt of a saturated higher fatty alcohol containing from about 12 to 18 carbon atoms.
- Suitable adjuvant fillers include a wide variety of organic and inorganic substances including surface active materials such as higher fatty alcohols, e.g., cetyl or hydrogenated tallow alcohol, hydrotropic agents such as sodium toluene sulfonate and sodium xylene sulfonate, inorganic salts including strong electrotytes such as sodium chloride, potassium chloride, sodium sulfate, magnesium sulfate, phosphate salts such as trisodium phosphate, tetrasodium pyrophosphate, and pentasodium tripolyphosphate, starch, lecithin, bentonite, organic sequestering agents such as tetrasodium ethylene diamine tetracetic acid, germicides and bactericides such as hexachlorophene, coloring agents, fluorescent dyes, perfumes, lanolin, lanolin alcohols, higher fatty acid-monoalkanolamides and dialkanolamides, such
- the presence of the foregoing higher fatty ketone in the instant detergent bars is highly beneficial in that the ketone plasticizers the detergent and improves its processing and working characteristics, facilitating milling and extrusion thereof in bar form. It has been found that on heating of such detergents in order to achieve a plastic condition so as to improve their workability, i.e., to facilitate milling and extrusion into bar form, the presence of the ketone diminishes the stickiness and tackiness of the detergents, while at the same' time plasticizing them effectively. In addition, the ketone serves to improve the appearance of the finished bar, giving a product which is harder, less sticky or tacky to the touch, waxier in appearance, and more durable in use than comparable bars from which the ketone is omitted. The ketone has also been found to increase the rate of solubility of the instant bars during use thereof, and also to improve the characteristics of the foam generated on use of these bars, i.e., texture, volume, and stability.
- ketones which are high melting solids
- a preferred such solvent constitutes a molten higher fatty alcohol.
- alcohols have been found to be an excellent solvent for this purpose and, on their own accord, they contribute certain highly beneficial attributes to the final detergent bars.
- a preferred detergent bar composition which may be prepared using such an alcohol solvent consists essentially of about 50 to 99% water soluble sulfated organic detergent salt containing a saturated straight chain alkyl radical having from about 12 to 18 carbon atoms, about to 15% of higher fatty alcohol containing about 12 to 18 carbon atoms, about 1 to 5% of stearone, and about 0 to of sodium toluene sulfonate.
- the plasticization effected by the instant ketone or ketone-alcohol combination is such that the instant compositions may be mechanically worked, compacted, and shaped at a temperature in the range from about 47 to 65 C., milling desirably being carried out at about 47 to 60 C. and plodding or extrusion through a die into bar form and stamping being carried out at about 35 to 50 C.
- Example I 46.7 parts of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate (containing 10% sodium sulfate) in the form of spray dried beads are thoroughly mixed with 33.0 parts of sodium lauryl sulfate flakes, 1.8 parts of preservative, pigment and perfume, and 2.5 parts of powdered sodium toluene sulfate. 12.0 parts of cetyl alcohol are heated separately to 64 C., and 4.0 parts of stearone are dissolved therein. The alcoholstearone mixture is then uniformly dispersed throughout the mixed detergent material, and the entire mass is milled until it is substantially homogeneous. During milling the temperature of the milled material rises to about 50 C., at which temperature it forms an easily workable plastic mass.
- the milled product is formed into a bar by extruding it at about 55 C. through a die using a conventional soap plodder.
- the extruded bar is cut into individual detergent cakes which are stamped in a soap press before they cool below about 35 C., and thereafter are wrapped.
- Example II Detergent bars having the following composition are prepared in accordance with the procedure of Example I:
- Example IV 67.2 parts of spray dried beads of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate, 13.0 parts of drum dried chips of sodium lauryl sulfate, 5.0 parts of sodium chloride crystals and 1.8 parts of preservative, pigments and perfume are intimately blended.
- the mixture is then milled, and during milling 11.0 parts of solid cetyl alcohol and 2.0 parts of solid stearone are milled successively into the mixture, the temperature of the milled material being about 50 C.
- the homogeneous material which is in a freely workable plastic form. is extruded through a plodder at about 55 C. and stamped in a soap press at 38 C. to produce an eminently satisfactory bar product.
- Example V A satisfactory bar may be prepared by processing the following constituents in accordance with the procedure of Example I.
- a detergent bar consisting essentially of about 50 to 99% of a sodium salt of a sulfated organic detergent containing a saturated straight chain higher alkyl radical having from about 12 to 18 carbon atoms and about 0.5 to 10% by weight of a fatty ketone selected from the group consisting of stearone and palmitone.
- a detergent bar as set forth in claim 1 which contains about 5 to 15 of a higher fatty alcohol containing about 16 carbon atoms.
- a detergent bar as set forth in claim 1 which contains a minor proportion, upto about 10% of sodium toluene sulfonate.
- a detergent bar as set forth in claim 1 which contains a minor proportion of sodium chloride.
- a detergent bar as set forth in claim 1 which contains about 40 to 70% of the sodium salt of a monosulfated monoglyceride of a saturated higher fatty acid containing from about 12 to 18 carbon atoms, about 10 to 35% of the sodium salt of a sulfated saturated fatty alcohol containing from about 12 to 18 carbon atoms, about 5 to 15 of a fatty alcohol containing about 16 carbon atoms, about 1 to 5% stearone, and about 0 to 10% sodium toluene sulfonate, said percentages being by weight of the composition.
- a detergent bar as set forth in claim 7 which contains about 45 parts of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate, about 35 parts of sodium lauryl sulfate, about 2.5 parts of sodium toluene sulfonate, about 12.5 parts of cetyl alcohol, and about 5.0 parts of stearone, said parts being by Weight of the composition.
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- 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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Description
United States Patent 3,350,320 DETERGENT BAR CONTAINING FATTY KETONE Gordon Trent Hewitt, Upper Montclair, N.J., assignor to Colgate-Palmolive Company, New York, N.Y., a corporation of Delaware N0 Drawing. Continuation of application Ser. No.
42,499, July 13, 1960. This application Dec. 9,
1965, Ser. No. 512,787
8 Claims. (Cl. 252-161) This is a continuation of application Ser. No. 42,499, filed July 13, 1960, now abandoned.
The present invention relates to detergent bars prepared from synthetic non-soap sulfated organic detergents which contain a saturated straight chain higher alkyl radical. More particularly, the invention relates to such detergent bars which contain a fatty ketone, and to a process for the preparation thereof.
In accordance with the present invention, a detergent bar consists essentially of about 50 to 99% of a sodium salt of a sulfated organic detergent containing a saturated straight chain alkyl radical having from about 12 to 18 carbon atoms, about 0.5 to 10% by weight of a fatty ketone selected from the group consisting of stearone and palmitone, and adjuvant fillers as a balance. Also Within the scope of the invention is a process for the preparation of an extruded detergent bar which comprises commingling about 50 to 99 parts of solid particulate water-soluble sulfated organic detergent salt containing a saturated straight chain higher alkyl radical having from about 12 to 18 carbon atoms with about 0.5 to 10 parts by weight of a fatty ketone selected from the group consisting of stearone and palmitone, heating the mixture to a temperature in the range of about 47 to 65 C. and forming a homogeneous plastic mass thereof, and extruding said plastic mass in the form of a bar.
The sulfated organic detergent salts of the present detergent bars are well known to the art, examples of preferred embodiments thereof being sulfated esters of saturated straight chain fatty materials containing from 12 to 18 carbon atoms such as the water-soluble salts of higher alkyl sulfates prepared by sulfating higher fatty alcohols including higher alkyl terminal sulfates such as sodium lauryl sulfate and sodium cetyl sulfate, and monosulfated higher saturated fatty monoglycerides such as the sodium salt of coconut oil monoglyceride monosulfate and the sodium salt of tallow monoglyceride monosulfate, and mixtures thereof. Other suitable sulfated detergent salts include the water-soluble salts of monosulfated ethoxylated fatty alcohols such as the sodium salt of the monosulfated product of condensation of three moles of ethylene oxide with the fatty alcohols obtained by reduction of tallow fatty acids. The saturated straight chain higher alkyl radicals of the sulfated detergent may be derived from naturally occurring mixtures of fatty materials, or from other natural or synthetic sources, and although the cation of the detergent salt normally is sodium in view of its ready availability and low cost, other compatible water-soluble salts may replace the sodium salt in whole or in part if so desired.
The instant fatty ketones are selected from the group consisting of stearone (l8-pentatriacontanone) and palmitone (16-hentriacontanone). These ketones normally are used in an amount equal to about .5 to 10% by weight 3,350,320 Patented Oct. 31, 1567 of the final bars, and the aforesaid sulfated detergent salt will normally constitute about 50 to 99% thereof the balance of instant detergent bars, i.e., from 0 to 49.5% thereof, being adjuvant filler. In a preferred formulation, the same proportions of ketone and filler are combined with about 40 to sodium salt of a sulfated monoglyceride of a saturated higher fatty acid containing from about 12 to 18 carbon atoms and about 10 to 35% of a sodium salt of a saturated higher fatty alcohol containing from about 12 to 18 carbon atoms.
Suitable adjuvant fillers include a wide variety of organic and inorganic substances including surface active materials such as higher fatty alcohols, e.g., cetyl or hydrogenated tallow alcohol, hydrotropic agents such as sodium toluene sulfonate and sodium xylene sulfonate, inorganic salts including strong electrotytes such as sodium chloride, potassium chloride, sodium sulfate, magnesium sulfate, phosphate salts such as trisodium phosphate, tetrasodium pyrophosphate, and pentasodium tripolyphosphate, starch, lecithin, bentonite, organic sequestering agents such as tetrasodium ethylene diamine tetracetic acid, germicides and bactericides such as hexachlorophene, coloring agents, fluorescent dyes, perfumes, lanolin, lanolin alcohols, higher fatty acid-monoalkanolamides and dialkanolamides, such as lauric monoethanolamide and the diethanolamide of coconut oil fatty acids, fatty acid monoglycerides such as glycerol monococate, glycerol esters such as diethylene glycol monostearate, sulfonated detergents as exemplified by higher alkyl benzene sulfonates salts such as sodium dodecyl benzene sulfonate, acyl N-methyl taurates such as the sodium salt of N-oleyl taurate, acyl isethionates such as sodium lauryl isethionate, higher n-alkyl primary sulfonates such as primary n-dodecyl sulfonate, alpha-sulfonated higher fatty acid salts and lower molecular weight esters of such acids such as sodium alpha-sulfonated stearic acid and the methyl ester thereof respectively, and the like, as well as mixtures thereof. The instant bars are substantially dry, containing less than about 2% moisture.
The presence of the foregoing higher fatty ketone in the instant detergent bars is highly beneficial in that the ketone plasticizers the detergent and improves its processing and working characteristics, facilitating milling and extrusion thereof in bar form. It has been found that on heating of such detergents in order to achieve a plastic condition so as to improve their workability, i.e., to facilitate milling and extrusion into bar form, the presence of the ketone diminishes the stickiness and tackiness of the detergents, while at the same' time plasticizing them effectively. In addition, the ketone serves to improve the appearance of the finished bar, giving a product which is harder, less sticky or tacky to the touch, waxier in appearance, and more durable in use than comparable bars from which the ketone is omitted. The ketone has also been found to increase the rate of solubility of the instant bars during use thereof, and also to improve the characteristics of the foam generated on use of these bars, i.e., texture, volume, and stability.
In order most satisfactorily to commingle the instant ketones, which are high melting solids, with the detergent material, it has been found highly effective first to dissolve or disperse the ketone in a suitable solvent to form a fluid mixture which may readily be distributed throughout the .organic detergent while it is in particulate form prior to extrusion. A preferred such solvent constitutes a molten higher fatty alcohol. Such alcohols have been found to be an excellent solvent for this purpose and, on their own accord, they contribute certain highly beneficial attributes to the final detergent bars. A preferred detergent bar composition which may be prepared using such an alcohol solvent consists essentially of about 50 to 99% water soluble sulfated organic detergent salt containing a saturated straight chain alkyl radical having from about 12 to 18 carbon atoms, about to 15% of higher fatty alcohol containing about 12 to 18 carbon atoms, about 1 to 5% of stearone, and about 0 to of sodium toluene sulfonate.
The plasticization effected by the instant ketone or ketone-alcohol combination is such that the instant compositions may be mechanically worked, compacted, and shaped at a temperature in the range from about 47 to 65 C., milling desirably being carried out at about 47 to 60 C. and plodding or extrusion through a die into bar form and stamping being carried out at about 35 to 50 C.
The following examples are given to illustrate additionally the nature of the invention and it will be understood that the invention is not limited thereto. All pro portions or parts are by weight unless otherwise specified.
Example I 46.7 parts of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate (containing 10% sodium sulfate) in the form of spray dried beads are thoroughly mixed with 33.0 parts of sodium lauryl sulfate flakes, 1.8 parts of preservative, pigment and perfume, and 2.5 parts of powdered sodium toluene sulfate. 12.0 parts of cetyl alcohol are heated separately to 64 C., and 4.0 parts of stearone are dissolved therein. The alcoholstearone mixture is then uniformly dispersed throughout the mixed detergent material, and the entire mass is milled until it is substantially homogeneous. During milling the temperature of the milled material rises to about 50 C., at which temperature it forms an easily workable plastic mass. The milled product is formed into a bar by extruding it at about 55 C. through a die using a conventional soap plodder. The extruded bar is cut into individual detergent cakes which are stamped in a soap press before they cool below about 35 C., and thereafter are wrapped.
Example II Detergent bars having the following composition are prepared in accordance with the procedure of Example I:
Ingredients: Parts by weight Sodium salt of monosulfated hydrogenated coconut oil monoglyceride (containing 10% so- The detergent bars of this example exhibit greatly improved physical properties and characteristics including improved ease of processing and improved lathering as contrasted to bars prepared from the same composition in which the stearone has been replaced by an additional 3% of cetyl alcohol.
Example Ill 53 parts of spray dried beads of the sodium salt of monosulfated hydrogenated coconut oil monoglyceride,
30.0 parts of drum dried chips of sodium lauryl sulfate, and 2.0 parts of preservative and perfume are thoroughly commingled, and then 11.0 parts of cetyl alcohol in which there has previously been dissolved 4.0 parts of stearone is uniformly dispersed throughout the blend. This final mixture is milled at about 48 C. until uniform, and is then extruded in the form of a bar at about 55 C. The bars are stamped in a soap press at 35-40 C. Similar results are obtained if palmitone is substituted for stearone.
Example IV 67.2 parts of spray dried beads of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate, 13.0 parts of drum dried chips of sodium lauryl sulfate, 5.0 parts of sodium chloride crystals and 1.8 parts of preservative, pigments and perfume are intimately blended. The mixture is then milled, and during milling 11.0 parts of solid cetyl alcohol and 2.0 parts of solid stearone are milled successively into the mixture, the temperature of the milled material being about 50 C. After milling, the homogeneous material, which is in a freely workable plastic form. is extruded through a plodder at about 55 C. and stamped in a soap press at 38 C. to produce an eminently satisfactory bar product.
Example V A satisfactory bar may be prepared by processing the following constituents in accordance with the procedure of Example I.
Ingredients: Parts by weight Sodium salt of monosulfated monoglyceride of While there has been described that which is at present considered to be the preferred embodiment of the invention, it will be understood, of course, that many changes, modifications and substitutions may be made therein without departing from the true scope of the invention as defined in the appended claims.
What is claimed is:
1. A detergent bar consisting essentially of about 50 to 99% of a sodium salt of a sulfated organic detergent containing a saturated straight chain higher alkyl radical having from about 12 to 18 carbon atoms and about 0.5 to 10% by weight of a fatty ketone selected from the group consisting of stearone and palmitone.
2'. A detergent bar set forth in claim 1 wherein said sulfated detergent is a sodium salt of a monosulfated monoglyceride of higher fatty acids containing from about 12 to 18 carbon atoms.
3. A detergent bar as set forth in claim 1 wherein said sulfated detergent is a sodium salt of a sulfated higher fatty alcohol containing from about 12 to 18 carbon atoms.
4. A detergent bar as set forth in claim 1 which contains about 5 to 15 of a higher fatty alcohol containing about 16 carbon atoms.
5. A detergent bar as set forth in claim 1 which contains a minor proportion, upto about 10% of sodium toluene sulfonate.
6. A detergent bar as set forth in claim 1 which contains a minor proportion of sodium chloride.
7. A detergent bar as set forth in claim 1 which contains about 40 to 70% of the sodium salt of a monosulfated monoglyceride of a saturated higher fatty acid containing from about 12 to 18 carbon atoms, about 10 to 35% of the sodium salt of a sulfated saturated fatty alcohol containing from about 12 to 18 carbon atoms, about 5 to 15 of a fatty alcohol containing about 16 carbon atoms, about 1 to 5% stearone, and about 0 to 10% sodium toluene sulfonate, said percentages being by weight of the composition.
8. A detergent bar as set forth in claim 7 which contains about 45 parts of the sodium salt of hydrogenated coconut oil monoglyceride monosulfate, about 35 parts of sodium lauryl sulfate, about 2.5 parts of sodium toluene sulfonate, about 12.5 parts of cetyl alcohol, and about 5.0 parts of stearone, said parts being by Weight of the composition.
References Cited UNITED STATES PATENTS 2,653,913 9/1953 Dijck et a1 252-161 2,671,810 3/1954 Coffman et al 260593 2,678,921 5/1954 Turck 252-161 2,686,204 8/1954 Watson et al 260593 2,781,321 2/1957 Mayhew et al 252161 LEON D. ROSDOL, Primary Examiner.
SAMUEL L. BLECH, Examiner.
I. GLUCK, Assistant Examiner.
Claims (1)
1. A DETERGENT BAR CONSISTING ESSENTIALLY OF ABOUT 50 TO 99% AOF A SODIUM SALT OF A SULFATED ORGANIC DETERGENT CONTAINING A SATURATED STRAIGHT CHAIN HIGHER ALKYL RADICAL HAVING FROM ABOUT 12 TO 18 CARBON ATOMS AND ABOUT 0.5 TO 10% BY WEIGHT OF A FATTY KETONE SELECTED FROM THE GROUP CONSISTING OF STEARONE AND PALMITONE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US512787A US3350320A (en) | 1965-12-09 | 1965-12-09 | Detergent bar containing fatty ketone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US512787A US3350320A (en) | 1965-12-09 | 1965-12-09 | Detergent bar containing fatty ketone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3350320A true US3350320A (en) | 1967-10-31 |
Family
ID=24040564
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US512787A Expired - Lifetime US3350320A (en) | 1965-12-09 | 1965-12-09 | Detergent bar containing fatty ketone |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3350320A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4476046A (en) * | 1982-12-23 | 1984-10-09 | The Procter & Gamble Company | Buffered alkali earth metal surfactant cakes for dosing dispenser |
| US4477363A (en) * | 1982-12-23 | 1984-10-16 | The Procter & Gamble Company | Free fatty alcohol and buffered alkali earth metal surfactant cakes for optimum performance |
| US4515707A (en) * | 1983-06-27 | 1985-05-07 | The Chemithon Corporation | Intermediate product for use in producing a detergent bar and method for producing same |
| WO1997047274A3 (en) * | 1996-06-07 | 1998-02-26 | Henkel Kgaa | Aqueous nacreous lustre concentrates |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2653913A (en) * | 1950-01-21 | 1953-09-29 | Shell Dev | Synthetic detergent cakes |
| US2671810A (en) * | 1952-05-24 | 1954-03-09 | Du Pont | Long-chain diketones |
| US2678921A (en) * | 1948-08-04 | 1954-05-18 | Colgate Palmolive Co | Process of producing a milled nonsoap detergent in bar form |
| US2686204A (en) * | 1949-06-03 | 1954-08-10 | Standard Oil Co | Polyketones |
| US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
-
1965
- 1965-12-09 US US512787A patent/US3350320A/en not_active Expired - Lifetime
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2678921A (en) * | 1948-08-04 | 1954-05-18 | Colgate Palmolive Co | Process of producing a milled nonsoap detergent in bar form |
| US2686204A (en) * | 1949-06-03 | 1954-08-10 | Standard Oil Co | Polyketones |
| US2653913A (en) * | 1950-01-21 | 1953-09-29 | Shell Dev | Synthetic detergent cakes |
| US2671810A (en) * | 1952-05-24 | 1954-03-09 | Du Pont | Long-chain diketones |
| US2781321A (en) * | 1953-05-12 | 1957-02-12 | Gen Aniline & Film Corp | All purpose detergent bar |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4476046A (en) * | 1982-12-23 | 1984-10-09 | The Procter & Gamble Company | Buffered alkali earth metal surfactant cakes for dosing dispenser |
| US4477363A (en) * | 1982-12-23 | 1984-10-16 | The Procter & Gamble Company | Free fatty alcohol and buffered alkali earth metal surfactant cakes for optimum performance |
| US4515707A (en) * | 1983-06-27 | 1985-05-07 | The Chemithon Corporation | Intermediate product for use in producing a detergent bar and method for producing same |
| WO1997047274A3 (en) * | 1996-06-07 | 1998-02-26 | Henkel Kgaa | Aqueous nacreous lustre concentrates |
| US6228831B1 (en) | 1996-06-07 | 2001-05-08 | Henkel Kommanditgesellschaft Auf Aktien | Aqueous nacreous lustre concentrates |
| EP1352628A1 (en) * | 1996-06-07 | 2003-10-15 | Cognis Deutschland GmbH & Co. KG | Aqueous pearlescent concentrate |
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