US2758092A - Detergent compositions - Google Patents
Detergent compositions Download PDFInfo
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- US2758092A US2758092A US2758092DA US2758092A US 2758092 A US2758092 A US 2758092A US 2758092D A US2758092D A US 2758092DA US 2758092 A US2758092 A US 2758092A
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- soil
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- 239000003599 detergent Substances 0.000 title claims description 52
- 239000000203 mixture Substances 0.000 title description 120
- 239000002689 soil Substances 0.000 claims description 164
- KWXICGTUELOLSQ-UHFFFAOYSA-N 4-Dodecylbenzenesulfonic Acid Chemical compound CCCCCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 KWXICGTUELOLSQ-UHFFFAOYSA-N 0.000 claims description 34
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 34
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 28
- 239000004519 grease Substances 0.000 claims description 26
- VQOIVBPFDDLTSX-UHFFFAOYSA-M sodium;3-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC(S([O-])(=O)=O)=C1 VQOIVBPFDDLTSX-UHFFFAOYSA-M 0.000 claims description 20
- 229940104261 taurate Drugs 0.000 claims description 14
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 12
- 229910052783 alkali metal Inorganic materials 0.000 claims description 12
- 150000001340 alkali metals Chemical class 0.000 claims description 10
- 101700018994 ARYL Proteins 0.000 claims 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N Taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims 2
- 239000006260 foam Substances 0.000 description 126
- IZWPGJFSBABFGL-GMFCBQQYSA-M sodium;2-[methyl-[(Z)-octadec-9-enoyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS([O-])(=O)=O IZWPGJFSBABFGL-GMFCBQQYSA-M 0.000 description 38
- 239000012085 test solution Substances 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 28
- -1 alkyl sulfonic acid compound Chemical class 0.000 description 26
- 239000011780 sodium chloride Substances 0.000 description 26
- 150000003839 salts Chemical class 0.000 description 22
- 125000004432 carbon atoms Chemical group C* 0.000 description 16
- 125000000217 alkyl group Chemical group 0.000 description 14
- 238000004140 cleaning Methods 0.000 description 14
- 239000003921 oil Substances 0.000 description 12
- 235000019198 oils Nutrition 0.000 description 12
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 12
- 229910052700 potassium Inorganic materials 0.000 description 12
- 239000011591 potassium Substances 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- UAZLASMTBCLJKO-UHFFFAOYSA-N 2-decylbenzenesulfonic acid Chemical compound CCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O UAZLASMTBCLJKO-UHFFFAOYSA-N 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 230000001264 neutralization Effects 0.000 description 10
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- 239000002253 acid Substances 0.000 description 8
- 230000032683 aging Effects 0.000 description 8
- 150000001408 amides Chemical class 0.000 description 8
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 240000007170 Cocos nucifera Species 0.000 description 6
- 235000013162 Cocos nucifera Nutrition 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 125000005907 alkyl ester group Chemical group 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- LTNAZMHLLGXLST-UHFFFAOYSA-N ethanol;propan-1-ol Chemical compound CCO.CCO.CCCO LTNAZMHLLGXLST-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- RSWGJHLUYNHPMX-ONCXSQPRSA-N Abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 4
- RSWGJHLUYNHPMX-HNBVOPMISA-N Abietic acid Natural products C([C@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-HNBVOPMISA-N 0.000 description 4
- 240000006240 Linum usitatissimum Species 0.000 description 4
- 235000004431 Linum usitatissimum Nutrition 0.000 description 4
- 241000209149 Zea Species 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 4
- 150000008051 alkyl sulfates Chemical class 0.000 description 4
- 235000005822 corn Nutrition 0.000 description 4
- 235000005824 corn Nutrition 0.000 description 4
- 235000004426 flaxseed Nutrition 0.000 description 4
- 239000008233 hard water Substances 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000008234 soft water Substances 0.000 description 4
- 239000003784 tall oil Substances 0.000 description 4
- CBTVGIZVANVGBH-UHFFFAOYSA-N Aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- KWKXNDCHNDYVRT-UHFFFAOYSA-N Dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 2
- 240000007842 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 235000004443 Ricinus communis Nutrition 0.000 description 2
- 210000003491 Skin Anatomy 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 150000002169 ethanolamines Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- MCFLGJDKSROECH-KVVVOXFISA-M sodium;2-[(Z)-octadec-9-enoyl]oxyethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)OCCS([O-])(=O)=O MCFLGJDKSROECH-KVVVOXFISA-M 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- 230000002195 synergetic Effects 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/04—Protein or carboxylic compound containing
Definitions
- This invention relates to detergent compositions and more particularly to detergent compositions having excellent sudsing and cleansing action.
- the present invention provides a detergent composition containing in combination an alkyl aryl sulfonate and an alkyl sulfonic acid compound.
- the alkyl aryl sulfonates are recognized as having poorer foaming properties and foams which are less stable than the alkyl sulfates.
- various efforts have been made to stabilize such detergents and improvement has been obtained in the stability of suds formed, these suds have continued to be unstable in the presence of soils. Since the primary purpose of a detergent is to clean, this unstability has provided a major disadvantage. Increasing the stability of the suds themselves apart from their stability in the presence of soils does not provide the solution.
- improved detergent compositions which not only possess stability over extended periods of time but are unusually stable in the presence of soils, especially grease soils.
- the detergent compositions of this invention contain a water-soluble alkyl aryl sulfonate, for example an alkali metal salt such as sodium or potassium, or a water-soluble alkanolamine or alkylamine salt or mixtures thereof.
- the pther component is an alkyl sulfonic acid compound such 2,758,92 Patented Aug. 7, 1956 as an alkyl amide sulfonate, an alkyl ester sulfonate, or mixtures thereof.
- alkyl aryl sulfonates which are useful in the present invention are of the type:
- R is an alkyl group containing from six to sixteen carbon atoms
- the benzene ring may contain inert substituents such as a lower alkyl group (for example methyl) in a position not otherwise occupied
- X is an alkali metal, an alkanolamine or an alkylamine group, for example, sodium, potassium, triethanolamine, monoethanolamine, diethanol propanol amine or a nitro parafiin such as amino methyl propanol.
- the alkyl sulfonic acid compound may be an alkyl amide sulfonate of the formula:
- R1 represents a hydrocarbon radical of an acid of the fatty acid series such as oleic, palmitic, laur-ic, or a mixture thereof such as is found in the fatty acids of corn, linseed, caster, cottonseed, coconut, etc.
- R1 represents tall oil acids which are principally abietic acid (20 carbon atoms). Radicals containing from twelve to eighteen carbon atoms are preferred since compounds containing radicals having less than twelve carbon atoms or more than eighteen carbon atoms have less desirable physical properties or are otherwise less useful.
- R2 representsan alkyl or cycloaliphatic group containing one to eight carbon atoms and R3 is an alkali metal such as sodium or potassium, or an amine which forms a water-soluble salt with the alkyl amide sulfonic acid.
- R1 repre sents a fatty acid radical such as olcic, palmitic, lauric, or mixtures of fatty acids such as corn, soya, linseed, castor, coconut, etc.
- R1 represents tall oil acids which are principally abietic acid (20 carbon atoms). Radicals containing from twelve to eighteen carbon atoms are preferred.
- R2 is an alkali metal such as sodium or potassium.
- ml. of the solution to be tested was measured into a 1000 ml. graduated cylinder.
- the cylinder was placed in a water bath and the temperature of the test solution was adjusted to F.:2 F.
- the solution was stirred thirty seconds and the foam was allowed to age thirty seconds before a reading of the volume was taken. Alternate stirring and aging, each for thirty seconds, was then carried out until the solution had been stirred for a total of one hundred fifty seconds with a reading being taken after each thirty second period of aging. After the final reading at one hundred fifty seconds, 5 ml.
- the detergent compositions of the present invention contain from to 80 parts by weight of alkyl sulfonic acid compound as defined above and the remainder alkyl aryl sulfonate from the group described above.
- the preferred range is to parts by weight of alkyl sulfonic acid compound with the remainder alkyl aryl sul fonate while the specific ratio which has been found most desirable is 30 parts by weight of alkyl sulfonic acid compound and 70 parts by weight of alkyl aryl sulfonate.
- Example 1 A mixture was formed of 90 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight. An aqueous solution containing 0.12% by weight of the mixture was formed and tested as described above. The average amount of foam when themixture was tested as described without soil was 156 ml., while after addition of 5 ml. of soil of the aforementioned type, it was 55 ml. However, from the amount of foam after soil was added to the individual components, it was calculated that the amount of foam for the mixture, after soil was added, would be 31 ml.
- the detergent mixture is effective both in hard and soft water for the efficient removal of soil, especially in the case of oil or grease soils found on hard surfaces such as dishes and floors and on soft surfaces like textiles and even skin.
- Example 2 Example 3 Example 1 was repeated but the mixture was formed of 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl- N-methyl taurate, all by weight. The average of the amount of foam formed without soil was 164 ml., while with soil it was 89 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was ml. The detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
- Example 4 Example 1 was repeated but the mixture was formed of 60 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 40 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the average of the amount of foam formed without soil was 161 ml., while with soil it was 69 ml.
- the calculated amount of foam based upon the results obtained with the individual components of the mixture, was 37 ml.
- the detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
- Example 5 Example 1 was repeated but the mixture was formed of parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 50 parts of sodium N-oleoylN-methyl taurate, all by weight.
- the average of the amount of foam formed without soil was 156 ml., while with soil it was 67 ml.
- the calculated amount of foam based upon the results obtained with the individual components of the mixture, was 39 ml.
- the detergent composition formed was efiective for cleaning, especially surfaces bearing oil or grease soils.
- Example 6 Example 1 was repeated but the mixture was formed of 40 parts of the triethanolarnine salt of dodecyl benzene sulfonic acid and 60 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the average of the amount of foam formed without soil was 150 ml., while with soil it was 73 ml.
- the calculated amount of foam was 41 ml.
- the detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
- Example 7 Example 8 Example 1 was repeated but the mixture was formed of 20parts of the triethanolamine salt of dodecyl benzene sulfonic acid and parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the average of the amount of foam formed without soil was 153 ml., while with soil it was '65 ml.
- the calculated amount of foam was 45 ml.
- the detergent composition formed was eifective for cleaning, especially surfaces bearing oil or grease soils.
- Example 9 Example 1 was repeated but using parts of the sodium salt of decyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 166 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 57 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 30 ml.
- Example 10 Example 9 was repeated but using 80 parts of the sodium salt of decyl benzene sulfonic acid and 20 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 153 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 65 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 31 ml.
- Example 11 Example 9 was repeated but using 70 parts of the sodium salt of decyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 159 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 87 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 32 ml.
- Example 12 I Example 9 was repeated but using 50 parts of the sodium salt of decyl benzene sulfonic acid and 50 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 135 ml. After ml. of soil had been added and the test continued as described above, the amount of, foam was 72 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 35 ml.
- Example 13 Example 9 was repeated but using 30 parts of the sodium salt of decyl benzene sulfonic acid and 70 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 145 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 73 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 37 ml.
- the detergent mixtures of the present invention may be employed in combination with neutral salts and alkali inorganic builder salts.
- Example 14 A mixture was formed, as described in Example 1, of 90 parts of sodium dodecyl benzene sulfonate and parts of sodium N-oleoyl-N-methyl taurate, all by weight. This was combined with neutral and alkali inorganic builder salts and an aqueous solution was formed containing 0.20% of the combined mixture. Of this, 0.016% was the combination of the alkyl aryl sulfonate and acyl alkyl taurate while 0.184% was the neutral and alkaline builder salts. When tested as described in Example 1 without soil, 132 ml. of foam was formed. When 1 ml. of soil was added as described above, the amount of foam was 5 3 ml. The calculated amount of foam in the presence of soil, based upon the test results with the sodium dodecyl benzene sulfonate alone and the sodium N-oleoyl-N- methyl taurate alone, was 26 ml.
- Example 15 Example 14 was repeated but using 70 parts of sodium dodecyl benzene sulfonate and 30 parts of sodium N- oleoyl-N-methyl taurate, all by weight. This was combined with neutral and alkali inorganic builder salts and an aqueous solution was formed containing 0.20% of the combined mixture. Of this, 0.016% was the combination of the alkyl aryl sulfonate and acyl alkyl taurate while 0.184% was the neutral and alkaline builder salts. When tested as described in Example 1 without soil, 104 ml. of foam was formed. When 1 ml. of soil was added as described above, the amount of foam was 50 ml. The calculated amount of foam in the presence of soil, based upon the test results with the sodium dodecyl benzene sul fonate alone and the sodium N-oleoyl-N-methyl taurate alone, was 27 ml.
- Example 16 Example 1 was repeated but using 90 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 10 parts of potassium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 160 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 45 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 31 ml.
- Example 17 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of potassium N-oleoyl-N-methyl taurate, all by Weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 155 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 66 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components'of the mixture per se, was 36 ml.
- Example 1 8 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of the sodium salt of coconut fatty acid-N-methyl taurine, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 162 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 70 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 44 ml.
- Example 19 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium oleoyl isethionate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 126 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 58 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 30 ml.
- Example 20 Example 1 was repeated but using 70 parts of the monoethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 161 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 75 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 43 ml.
- Example 21 Example 1 was repeated but using 35 parts of the monoethanolarnine salt of dodecyl benzene sulfonic acid, 35 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 167 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 74 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with individual components of the mixture per se, was 39 ml.
- Example 22 Example 1 was repeated but using parts of the diethanol propanol amine salt of dodecyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 154 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 42 ml. The calculated amount of 7 foam in the presence of soil, based upon the results obtained with the individualcomponents of the mixture per se, was 29 ml.
- Example 23 Example 1 was repeatedbut using 70 parts of the diethanol propanol amine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight.
- the test solution contained 0.12% 'by weight in water and the amount of foam obtained in the absence of soil was 137 ml. After 5 m1. of soil had been added and the test continued as described above, the amount of foam was 59 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 32 ml.
- Example 24 Example 3 was repeated but in lieu of the double distilled free fatty acid, 5 m1. of hydrogenated vegetable oil Spry) was utilized as the soil. The average amount of foam formed Without soil was 163 ml., while with soil it was 92 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 59 ml.
- the method of increasing the stability and volume of suds of an alkyl aryl sulfonate-containing aqueous detergent solution in the presence of grease soil comprising adding to an alkyl aryl sulfonate selected from the group consisting of the triethanolamine salt of dodecyl benzene sulfonic acid, approximately 10% to 50% by weight with respect to said sulfonate of an alkali metal N-oleoyl-N-methyl taurate.
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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)
- Detergent Compositions (AREA)
Description
DETERGENT COMPOSITIONS Al G. Peck, Normandy, M0,, assignor to Pecks Products Company, St. Louis, Mo., a corporation of Missouri No Drawing. Application February 4, 1952, Serial No. 269,890
2 Claims. (Cl. 252-152) This invention relates to detergent compositions and more particularly to detergent compositions having excellent sudsing and cleansing action.
Briefly, the present invention provides a detergent composition containing in combination an alkyl aryl sulfonate and an alkyl sulfonic acid compound.
Among the objects of this invention are the provision of improved detergent compositions; the provision of detergent compositions which possess excellent sudsing properties; the provision of detergents which retain their sudsing action even in the presence of soil; and the provision of detergent compositions which form suds stable over extended periods of time. Other features will be in part apparent and in part pointed out hereinafter.
The invention accordingly comprises the products hereinafter described, the scope of the invention being indicated in the following claims.
There are numerous detergent materials and mixtures which are useful for cleaning, laundering and the like. Certain of these are effective in the presence of hard water as well as soft water, but it has been found that their sudsing action varies depending upon other components which may be present and that the suds which are formed are markedly reduced with the passage of time and particularly in the presence of grease soils. Although alkyl sulfates, which are the reaction products derived from individual higher molecular weight alcohols or from a mixture of such alcohols, are widely employed for cleansing purposes, the suds formed by such detergents are not only unstable with the passage of time or with extended agitation, but in addition the volume of suds is greatly reduced when brought into contact With soils such as grease soils. The alkyl aryl sulfonates, as a class, are recognized as having poorer foaming properties and foams which are less stable than the alkyl sulfates. Although various efforts have been made to stabilize such detergents and improvement has been obtained in the stability of suds formed, these suds have continued to be unstable in the presence of soils. Since the primary purpose of a detergent is to clean, this unstability has provided a major disadvantage. Increasing the stability of the suds themselves apart from their stability in the presence of soils does not provide the solution.
In accordance with the present invention, improved detergent compositions are provided which not only possess stability over extended periods of time but are unusually stable in the presence of soils, especially grease soils. The detergent compositions of this invention contain a water-soluble alkyl aryl sulfonate, for example an alkali metal salt such as sodium or potassium, or a water-soluble alkanolamine or alkylamine salt or mixtures thereof. The pther component is an alkyl sulfonic acid compound such 2,758,92 Patented Aug. 7, 1956 as an alkyl amide sulfonate, an alkyl ester sulfonate, or mixtures thereof.
The alkyl aryl sulfonates which are useful in the present invention are of the type:
in which R is an alkyl group containing from six to sixteen carbon atoms, the benzene ring may contain inert substituents such as a lower alkyl group (for example methyl) in a position not otherwise occupied, and X is an alkali metal, an alkanolamine or an alkylamine group, for example, sodium, potassium, triethanolamine, monoethanolamine, diethanol propanol amine or a nitro parafiin such as amino methyl propanol.
The alkyl sulfonic acid compound may be an alkyl amide sulfonate of the formula:
. R2 RlC oft-omomsm-n; or an alkyl ester sulfonate 'of the formula:
R1CH2CH2SO3R2 In the alkyl amide sulfonate, R1 represents a hydrocarbon radical of an acid of the fatty acid series such as oleic, palmitic, laur-ic, or a mixture thereof such as is found in the fatty acids of corn, linseed, caster, cottonseed, coconut, etc. Also R1 represents tall oil acids which are principally abietic acid (20 carbon atoms). Radicals containing from twelve to eighteen carbon atoms are preferred since compounds containing radicals having less than twelve carbon atoms or more than eighteen carbon atoms have less desirable physical properties or are otherwise less useful. R2 representsan alkyl or cycloaliphatic group containing one to eight carbon atoms and R3 is an alkali metal such as sodium or potassium, or an amine which forms a water-soluble salt with the alkyl amide sulfonic acid.
In the formula for the alkyl ester sulfonate R1 repre sents a fatty acid radical such as olcic, palmitic, lauric, or mixtures of fatty acids such as corn, soya, linseed, castor, coconut, etc. Also R1 represents tall oil acids which are principally abietic acid (20 carbon atoms). Radicals containing from twelve to eighteen carbon atoms are preferred. In the formula, R2 is an alkali metal such as sodium or potassium.
In order to test the sudsing eifect of the compositions of the present invention, ml. of the solution to be tested was measured into a 1000 ml. graduated cylinder. The cylinder was placed in a water bath and the temperature of the test solution was adjusted to F.:2 F. The solution was stirred thirty seconds and the foam was allowed to age thirty seconds before a reading of the volume was taken. Alternate stirring and aging, each for thirty seconds, was then carried out until the solution had been stirred for a total of one hundred fifty seconds with a reading being taken after each thirty second period of aging. After the final reading at one hundred fifty seconds, 5 ml. of grease soil (double distilled free fatty acid-Emersol 305) was added to the graduated cylinder and the alternate stirring and aging steps were repeated until one hundred fifty seconds of stirring time had passed. Readings of foam volume were taken after each thirty second aging period. Since the stirring was carried out at a constant rate and since the temperature of the test solution was maintained constant, reproducible results were obtained.
The detergent compositions of the present invention contain from to 80 parts by weight of alkyl sulfonic acid compound as defined above and the remainder alkyl aryl sulfonate from the group described above. The preferred range is to parts by weight of alkyl sulfonic acid compound with the remainder alkyl aryl sul fonate while the specific ratio which has been found most desirable is 30 parts by weight of alkyl sulfonic acid compound and 70 parts by weight of alkyl aryl sulfonate.
The following examples illustrate the invention:
Example 1 A mixture was formed of 90 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight. An aqueous solution containing 0.12% by weight of the mixture was formed and tested as described above. The average amount of foam when themixture was tested as described without soil was 156 ml., while after addition of 5 ml. of soil of the aforementioned type, it was 55 ml. However, from the amount of foam after soil was added to the individual components, it was calculated that the amount of foam for the mixture, after soil was added, would be 31 ml.
The detergent mixture is effective both in hard and soft water for the efficient removal of soil, especially in the case of oil or grease soils found on hard surfaces such as dishes and floors and on soft surfaces like textiles and even skin.
Example 2 Example 3 Example 1 was repeated but the mixture was formed of 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl- N-methyl taurate, all by weight. The average of the amount of foam formed without soil was 164 ml., while with soil it was 89 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was ml. The detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
Example 4 Example 1 was repeated but the mixture was formed of 60 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 40 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The average of the amount of foam formed without soil was 161 ml., while with soil it was 69 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 37 ml. The detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
Example 5 Example 1 was repeated but the mixture was formed of parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 50 parts of sodium N-oleoylN-methyl taurate, all by weight.
The average of the amount of foam formed without soil was 156 ml., while with soil it was 67 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 39 ml. The detergent composition formed was efiective for cleaning, especially surfaces bearing oil or grease soils.
Example 6 Example 1 was repeated but the mixture was formed of 40 parts of the triethanolarnine salt of dodecyl benzene sulfonic acid and 60 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The average of the amount of foam formed without soil was 150 ml., while with soil it was 73 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 41 ml. The detergent composition formed was effective for cleaning, especially surfaces bearing oil or grease soils.
Example 7 Example 8 Example 1 was repeated but the mixture was formed of 20parts of the triethanolamine salt of dodecyl benzene sulfonic acid and parts of sodium N-oleoyl-N-methyl taurate, all by weight. The average of the amount of foam formed without soil was 153 ml., while with soil it was '65 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 45 ml. The detergent composition formed was eifective for cleaning, especially surfaces bearing oil or grease soils.
Example 9 Example 1 was repeated but using parts of the sodium salt of decyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 166 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 57 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 30 ml.
Example 10 Example 9 was repeated but using 80 parts of the sodium salt of decyl benzene sulfonic acid and 20 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 153 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 65 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 31 ml.
Example 11 Example 9 was repeated but using 70 parts of the sodium salt of decyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 159 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 87 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 32 ml.
Example 12 I Example 9 was repeated but using 50 parts of the sodium salt of decyl benzene sulfonic acid and 50 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 135 ml. After ml. of soil had been added and the test continued as described above, the amount of, foam was 72 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 35 ml.
Example 13 Example 9 was repeated but using 30 parts of the sodium salt of decyl benzene sulfonic acid and 70 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 145 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 73 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 37 ml.
The detergent mixtures of the present invention may be employed in combination with neutral salts and alkali inorganic builder salts.
Example 14 A mixture was formed, as described in Example 1, of 90 parts of sodium dodecyl benzene sulfonate and parts of sodium N-oleoyl-N-methyl taurate, all by weight. This was combined with neutral and alkali inorganic builder salts and an aqueous solution was formed containing 0.20% of the combined mixture. Of this, 0.016% was the combination of the alkyl aryl sulfonate and acyl alkyl taurate while 0.184% was the neutral and alkaline builder salts. When tested as described in Example 1 without soil, 132 ml. of foam was formed. When 1 ml. of soil was added as described above, the amount of foam was 5 3 ml. The calculated amount of foam in the presence of soil, based upon the test results with the sodium dodecyl benzene sulfonate alone and the sodium N-oleoyl-N- methyl taurate alone, was 26 ml.
Example 15 Example 14 was repeated but using 70 parts of sodium dodecyl benzene sulfonate and 30 parts of sodium N- oleoyl-N-methyl taurate, all by weight. This was combined with neutral and alkali inorganic builder salts and an aqueous solution was formed containing 0.20% of the combined mixture. Of this, 0.016% Was the combination of the alkyl aryl sulfonate and acyl alkyl taurate while 0.184% was the neutral and alkaline builder salts. When tested as described in Example 1 without soil, 104 ml. of foam was formed. When 1 ml. of soil was added as described above, the amount of foam was 50 ml. The calculated amount of foam in the presence of soil, based upon the test results with the sodium dodecyl benzene sul fonate alone and the sodium N-oleoyl-N-methyl taurate alone, was 27 ml.
Example 16 Example 1 was repeated but using 90 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 10 parts of potassium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 160 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 45 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 31 ml.
Example 17 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of potassium N-oleoyl-N-methyl taurate, all by Weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 155 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 66 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components'of the mixture per se, was 36 ml.
Example 1 8 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of the sodium salt of coconut fatty acid-N-methyl taurine, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 162 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 70 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 44 ml.
Example 19 Example 1 was repeated but using 70 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium oleoyl isethionate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 126 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 58 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 30 ml.
Example 20 Example 1 was repeated but using 70 parts of the monoethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil Was 161 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 75 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 43 ml.
Example 21 Example 1 was repeated but using 35 parts of the monoethanolarnine salt of dodecyl benzene sulfonic acid, 35 parts of the triethanolamine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 167 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 74 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with individual components of the mixture per se, was 39 ml.
Example 22 Example 1 was repeated but using parts of the diethanol propanol amine salt of dodecyl benzene sulfonic acid and 10 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% by weight in water and the amount of foam obtained in the absence of soil was 154 ml. After 5 ml. of soil had been added and the test continued as described above, the amount of foam was 42 ml. The calculated amount of 7 foam in the presence of soil, based upon the results obtained with the individualcomponents of the mixture per se, was 29 ml.
Example 23 Example 1 Was repeatedbut using 70 parts of the diethanol propanol amine salt of dodecyl benzene sulfonic acid and 30 parts of sodium N-oleoyl-N-methyl taurate, all by weight. The test solution contained 0.12% 'by weight in water and the amount of foam obtained in the absence of soil was 137 ml. After 5 m1. of soil had been added and the test continued as described above, the amount of foam was 59 ml. The calculated amount of foam in the presence of soil, based upon the results obtained with the individual components of the mixture per se, was 32 ml.
The synergistic effect of the combination of the allay] aryl sulfonates and the alkyl sulfonic acid compounds is obtained regardless of the type of soil involved.
Example 24 Example 3 was repeated but in lieu of the double distilled free fatty acid, 5 m1. of hydrogenated vegetable oil Spry) was utilized as the soil. The average amount of foam formed Without soil was 163 ml., while with soil it was 92 ml. The calculated amount of foam, based upon the results obtained with the individual components of the mixture, was 59 ml.
In view of the above, it will be seen that the several objects of the inventionflarcachieved and other advantageous results attained.
As many changes could be made in the above products without departing from the scope of the invention, it is intended that all matter contained in the above description shall be interpreted as illustrative and not in a limiting sense.
1 claim:
1. The method of increasing the stability and volume of suds of an alkyl aryl sulfonate-containing aqueous detergent solution in the presence of grease soil, comprising adding to an alkyl aryl sulfonate selected from the group consisting of the triethanolamine salt of dodecyl benzene sulfonic acid, approximately 10% to 50% by weight with respect to said sulfonate of an alkali metal N-oleoyl-N-methyl taurate.
2. The method of increasing the stability and volume of suds of an akyl aryl sulfonatecontaining aqueous detergent solution in the presence of grease soil, comprising adding to the triethanolamine salt of dodecyl benzene sulfonie acid, approximately 15% to 30% by Weight with respect to said sulfonate of sodium N-oleoyl-N-methyl taurate.
References Cited in the file of this patent UNITED STATES PATENTS 2,088,085 Gross July 27, 1937 2,156,996 Martin May 2, 1939 2,283,199 Flett May 19, 1942 2,477,383 Lewis July 26, 1949
Claims (1)
1. THE METHOD OF INCREASING THE STABILITY AND VOLUME OF SUDS OF AN ALKALY ARYL SULFONATE-CONTAINING AQUEOUS DETERGENT SOLUTION IN THE PRESENCE OF GREASE SOIL, COMPRISING ADDING TO AN ALKYL ARYL SULFONATE SELECTED FROM THE GROUP CONSISTING OF THE TRIETHANOLAMINE SALT OF DODECYL BENZENE SULFONIC ACID, APPROXIMATELY 10% TO 50% BY WEIGHT WITH RESPECT TO SAID SULFONATE OF AN ALKALI METAL N-OLEOYL-N-METHYL TAURATE.
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US2758092A true US2758092A (en) | 1956-08-07 |
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US2758092D Expired - Lifetime US2758092A (en) | Detergent compositions |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2870092A (en) * | 1956-01-09 | 1959-01-20 | Lever Brothers Ltd | Polyphosphate compositions containing tallow methyl tauride and 2-mercaptothiazoline |
US2874125A (en) * | 1954-06-18 | 1959-02-17 | California Research Corp | Synthetic detergent formulations containing n-acyl taurates |
US2921030A (en) * | 1954-06-18 | 1960-01-12 | California Research Corp | Synthetic detergent formulations containing n-acyl taurates |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2088085A (en) * | 1933-10-06 | 1937-07-27 | Ig Farbenindustrie Ag | Production of stable and efficient foam |
US2156996A (en) * | 1935-06-13 | 1939-05-02 | Procter & Gamble | Detergent and wetting compositions |
US2283199A (en) * | 1936-07-30 | 1942-05-19 | Allied Chem & Dye Corp | Detergent |
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
-
0
- US US2758092D patent/US2758092A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2088085A (en) * | 1933-10-06 | 1937-07-27 | Ig Farbenindustrie Ag | Production of stable and efficient foam |
US2156996A (en) * | 1935-06-13 | 1939-05-02 | Procter & Gamble | Detergent and wetting compositions |
US2283199A (en) * | 1936-07-30 | 1942-05-19 | Allied Chem & Dye Corp | Detergent |
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2874125A (en) * | 1954-06-18 | 1959-02-17 | California Research Corp | Synthetic detergent formulations containing n-acyl taurates |
US2921030A (en) * | 1954-06-18 | 1960-01-12 | California Research Corp | Synthetic detergent formulations containing n-acyl taurates |
US2870092A (en) * | 1956-01-09 | 1959-01-20 | Lever Brothers Ltd | Polyphosphate compositions containing tallow methyl tauride and 2-mercaptothiazoline |
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