US2347336A - Detergent composition - Google Patents
Detergent composition Download PDFInfo
- Publication number
- US2347336A US2347336A US249245A US24924539A US2347336A US 2347336 A US2347336 A US 2347336A US 249245 A US249245 A US 249245A US 24924539 A US24924539 A US 24924539A US 2347336 A US2347336 A US 2347336A
- Authority
- US
- United States
- Prior art keywords
- alkyl
- detergent
- cellulose
- sodium
- carbon atoms
- 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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- 239000000203 mixture Substances 0.000 title description 53
- 239000003599 detergent Substances 0.000 title description 45
- 125000000217 alkyl group Chemical group 0.000 description 31
- 229920002678 cellulose Polymers 0.000 description 23
- 235000010980 cellulose Nutrition 0.000 description 23
- 239000001913 cellulose Substances 0.000 description 22
- 125000004432 carbon atom Chemical group C* 0.000 description 21
- 150000005215 alkyl ethers Chemical class 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 14
- -1 cetyl phenol sodium Chemical compound 0.000 description 11
- 238000005406 washing Methods 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 7
- 238000004140 cleaning Methods 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 239000008233 hard water Substances 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 229920003086 cellulose ether Polymers 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000005217 methyl ethers Chemical class 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229940044652 phenolsulfonate Drugs 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- LBIZZGIYNNLXQN-UHFFFAOYSA-N 2-dodecoxy-2-oxoethanesulfonic acid Chemical compound CCCCCCCCCCCCOC(=O)CS(O)(=O)=O LBIZZGIYNNLXQN-UHFFFAOYSA-N 0.000 description 1
- UBESITQVAPQMMN-UHFFFAOYSA-N 2-dodecylphenol;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1O UBESITQVAPQMMN-UHFFFAOYSA-N 0.000 description 1
- UMWNXWYYUXBPCI-UHFFFAOYSA-N 2-hexadecoxy-2-oxoethanesulfonic acid;sodium Chemical compound [Na].CCCCCCCCCCCCCCCCOC(=O)CS(O)(=O)=O UMWNXWYYUXBPCI-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 235000001258 Cinchona calisaya Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 description 1
- 229910004727 OSO3H Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229920013820 alkyl cellulose Polymers 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- VPDKMELSVLIAOG-UHFFFAOYSA-N azanium;decyl sulfate Chemical compound N.CCCCCCCCCCOS(O)(=O)=O VPDKMELSVLIAOG-UHFFFAOYSA-N 0.000 description 1
- AERRGWRSYANDQB-UHFFFAOYSA-N azanium;dodecane-1-sulfonate Chemical compound [NH4+].CCCCCCCCCCCCS([O-])(=O)=O AERRGWRSYANDQB-UHFFFAOYSA-N 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229940080284 cetyl sulfate Drugs 0.000 description 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 1
- LTVJJSFLSYSCEF-UHFFFAOYSA-L disodium;4-dodecoxy-4-oxo-3-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCOC(=O)C(S([O-])(=O)=O)CC([O-])=O LTVJJSFLSYSCEF-UHFFFAOYSA-L 0.000 description 1
- WSOLVYCTMKJMBJ-UHFFFAOYSA-L disodium;4-hexadecoxy-4-oxo-3-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCCOC(=O)C(S([O-])(=O)=O)CC([O-])=O WSOLVYCTMKJMBJ-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000009963 fulling Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- LPTIRUACFKQDHZ-UHFFFAOYSA-N hexadecyl sulfate;hydron Chemical compound CCCCCCCCCCCCCCCCOS(O)(=O)=O LPTIRUACFKQDHZ-UHFFFAOYSA-N 0.000 description 1
- JEWYDJOCWCTZKU-UHFFFAOYSA-N hexadecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCCCCCC1=CC=CC=C1 JEWYDJOCWCTZKU-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 229960000948 quinine Drugs 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229950005425 sodium myristyl sulfate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- PNGBYKXZVCIZRN-UHFFFAOYSA-M sodium;hexadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCS([O-])(=O)=O PNGBYKXZVCIZRN-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
- NWZBFJYXRGSRGD-UHFFFAOYSA-M sodium;octadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O NWZBFJYXRGSRGD-UHFFFAOYSA-M 0.000 description 1
- UPUIQOIQVMNQAP-UHFFFAOYSA-M sodium;tetradecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCOS([O-])(=O)=O UPUIQOIQVMNQAP-UHFFFAOYSA-M 0.000 description 1
- JNDVBDGQVWEDQT-UHFFFAOYSA-N sodium;tetradecylbenzene Chemical compound [Na].CCCCCCCCCCCCCCC1=CC=CC=C1 JNDVBDGQVWEDQT-UHFFFAOYSA-N 0.000 description 1
- 239000008234 soft water Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
Definitions
- This invention relates to improved compositions of matter useful as detergents or detergent components of other compositions. It relates more particularly to compositions containing one or more soapless detergents and agents adapted to improve the detergent and lathering power of said soapless detergents.
- the better detergent powers are possessed by those compounds which contain an alkyl group or radical of about 10 or more carbon atoms.
- compounds which contain alkyl groups of between 12 and 18 carbon atoms are particularly effective as soapless detergents.
- the alkyl group when in the form of a carbon chain may be linked to the other radicals of the compounds by a terminal carbon atom of the chain or by an intermediate carbon atom of the chain. Examples of such soapless detergents are:
- Monoalkyl sulfates containing at least 10 carbon atoms in an alkyl group for example, ammonium decyl sulfate, sodium lauryl sulfate, so-
- Monoalkyl sulfonates containing at least 10 carbon atoms in the alkyl group for example, sodium cetyl sulfonate and ammonium lauryl sulfonate.
- Monoalkyl carboxylic esters of sulfonated fatty acids containing at least 10 carbon atoms in the alkyl group for examp1e,,s0dlum lauryl sulfoacetate and sodium cetyl sulfoacetate.
- Alkylanrino-alkylene and fatty acylamino alkyl- (Cl'lH33-CQN(CH3) .CHaCHzSQNa) and sodium N-lauryl sulfoacetamide NaO:S.CHa.CONHCuHz.-.
- Alkyl esters of sulfo-succinic acids containing at least 10 carbon atoms in an alkyl group for example, disodium mono-lauryl sulfosuccinate SOzNa (N800 (LCHM'JH COOCuH disodium mono-cetyl sulfosuccinate, disodium sulfosuccinate COOCnHn Na0OC.CzH:(CH:)
- improved detergent compositions are obtained by mixing a small amount of a water-soluble alkyl ether of cellulose with asoapless detergent of the above type.
- soapless detergents can be increased to a disproportionately large and unforeseeable extent by the addition of a comparatively small amount of water soluble alkyl ether of cellulose.
- the remarkable increase in detergent powers is particularly noticeable when the alkyl ether of cellulose is added to an alkyl mononuclear aryl sulfonate in which the alkyl group is attached directly to the aromatic nucleus or is part of an alkoxy or alkylamino substituent on the nucleus, and the said alkyl group contains 10 or more carbon atoms, especially from about 12 to about 18 carbon atoms in an open hydrocarbon chain.
- the water-soluble alkyl ethers of cellulose which may be employed in accordance with the present invention are those in which the alkyl group or groups are derived from the lower primary alcohols; for example, the water-soluble ethers described in U. S. P. 1,188,376 and Thorpe's Dictionary of Applied Chemistry, 4th edition, vol. II, p. 477.
- Examples of such ethers are: methoxy celluloses (known commercially as "Iylose and Colloresin) and ethoxy cellulose.
- the proportion of the alkyl ether of cellulose to the detergent (polar-nonpolar compound) may be varied within limits.
- the proportion of ether (or mixture of ethers) to detergent (or mixture of detergents) may vary from about 1:10 to about 1:50 parts by weight.
- Aqueous solutions of the compositions increase in viscosity as the content of alkyl ether of cellulose in the composition increases.
- the water-soluble alkyl ether of cellulose may be mixed with the soapless detergent in any man-
- the dry alkyl ether of cellulose may be mixed directly with the dry soapless detergent, as by grinding and milling.
- mixtures of the aqueous solutions of the alkyl ether of cellulose and of the soapless detergent may be made, and the resulting mixtures may be used directly, or the aqueous mixtures may be dried in the usual manthe claims the soapless detergent and the cellulose ether are referred to in the singular, it will be understood that such mixtures are included.
- compositions of this invention may be used for various purposes; for example, as cleaning and washing compositions for textile fibers, leather, wood, metals, etc., as cosmetics, and particularly as cleaning and washing compositions for textile materials.
- 0.2 per cent aqueous solutions of mixtures containing the aforementioned amounts of methyl ether of cellulose are excellent cleaning and lubricating agents for textile materials which ,require unusual treatment, such as surface washing by sponging with foaming solutions, as in cleaning carpets, pile fabrics and the like.
- the compositions Due to their extremely high dispersing power, the compositions are very effective in preparing water-containing compositions for cleaning in the form of vasenols, shampoos for hair, creams, metal and shoe polishes, and the like.
- compositions which contain higher alkyl phenol sulfonates as the soapless detergent are especially effective in this respect, since said sulfonates are bactericidal.
- the soapless detergents are employed in the form 01' the sodium, potassium or ammonium salts.
- the soapless detergent is employed in the form of salts derived from organic bases, such as triethanolamine, quinine, nicotine, polyaminoalkylolamines, amylamine and the like.
- Example 1 Five parts of a mixture of watersoluble methyl ethers of cellulose (which mixture is sold commercially under the name of Collore- I sin .DK”) were mixed and ground intimately with parts of a mixture of sodium monoalkyl phenol sulionates in which the substituent alkyl groups were attached to carbon atoms of the aryl nuclei and had an average carbon content of about 14 carbon atoms. Two parts of the resulting composition were dissolved in 1000 parts of water. It was a highly eflicient detergent especially useful for cleaning rugs by the shampoo method.
- Example 2 --Five parts of water-soluble methyl ethers of cellulose (Colloresin DK) and 95 parts of "Gardinol WA (which is chiefly a mixture of cetyl sodium sulfate, lauryl sodium sulfate, and
- myiistyl sodium sulfate were mixed and 2 parts or the resulting mixture were dissolved in 1000 parts of cold water.
- the solution containing the cellulose ether was about 150 per cent as efilcient a detergent as the aqueous solution or Gardinol WA" free from alkyl ethers of cellulose.
- the resulting composition also displayed. increased cleansing action.
- the aqueous solution of the composition containing alkyl ethers of cellulose had between 200 and 300 per cent as much or in colloidal form is desirable, the particular 1
- aqueous solutions of the new compositions combine their enhanced detergent qualities with the property of acting as textile lubricants, as is evidenced by the absence of lint in the usual aqueous solutions after washing operations.
- the following example illustrates this.
- Example 5 Equal amounts of the solutions prepared according to Examples 1 and 2 were used under equivalent conditions for washing equal portionsof a mixture of soiled textile fabrics. After the washings were complete and the washed materials were withdrawn, the remaining aqueous baths derived from the new compositions contained much less lint than the similar remaining baths which initially did not contain the cellulose ethers.
- the new compositions are also better detergents in hard water than the soapless detergents alone. This property becomes readily evident by the duplication in hard water of the washing efiects which are illustrated in Examples 1, 2 and 3. Further, when the procedures of these examples are carried out with hard water, the baths obtained are free from the curdy precipitates which usually occur in baths prepared with hard waterand soap. Thus, solutions prepared from hard water of hardness are only slightly opalescent.
- a detergent composition comprising essentially an alkyl mono-nuclear aromatic sulfonate having at least 12 carbon atoms in the alkyl group, and a water-soluble alkyl ether of cellulose in a weight ratio of not more than 1 part of the cellulose ether to about 10 parts of the sulfonate.
- a detergent composition comprising essentially a detergent mixture of alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to nuclear carbon atoms and have an average carbon content of 12 to 18 carbon atoms, and a minor amount of a water-soluble alkyl ether of cellulose based on the weight of the detergent mixture.
- a detergent composition comprising essentially at least 10 parts by weight of an alkyl mono-nuclear aromatic sulfonate having 12 to 18 carbon atoms in the alkyl group and about 1 part by weight of a water-soluble methyl ether of cellulose.
- a detergent composition comprising about parts by weight of a detergent mixture of sodium alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to' nuclear carbon atoms and have an average carbon content of 12 to 18 carbon atoms, and about 5 parts by weight of a water-soluble alkyl ether of cellulose.
- a detergent composition comprising about 95 parts by weight of a detergent mixture of sodium alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to nuclear carbon atoms and have an average carbon content oil-12 to-18 carbon atoms, and about 5 parts by weight of a mixture of water-soluble methyl ethers of cellulose.
- a detergent composition comprising essentially an alkyl mononuclear aromatic sulfonate having at least 10 carbon atoms in the alkyl group; and a minor amount of a water-soluble alkyl ether of cellulose based on the weight of the alkyl mononuclear aromatic sulfonate.
Description
Patented Apr. 25, 1944 DETERGENT COMPOSITION Herbert Seyferth, .Buflalo, N. Y., assignor to Allied Chemical & Dye Corporation, a corporation of New York No Drawing. Application January Serial No. 249,245 v 6 Claims.
This invention relates to improved compositions of matter useful as detergents or detergent components of other compositions. It relates more particularly to compositions containing one or more soapless detergents and agents adapted to improve the detergent and lathering power of said soapless detergents. I
There is a large class of new organic soapless detergents consisting of aliphatic, or substituted aromatic, polar-nonpolar compounds which contain, in the nonpolar portion of the molecule, one or more large acylic or cyclic aliphatic groups and, in the polar portion of the molecule, one or more free or neutralized inorganic oxygen acid groups which are derived from polybasic acids; for example, sulfuric acid (OSO3H) or sulfonic acid (SO3H) groups. Their aqueous solutions display certain desirable properties much superior to those of aqueous soap solutions; for example, they-do not precipitate insoluble salts from hard water; their detergent powers are unaffected by the solutions being made acid, neutral or alkaline; and they rapidly wet textile materials. In general the better detergent powers are possessed by those compounds which contain an alkyl group or radical of about 10 or more carbon atoms. Thus compounds which contain alkyl groups of between 12 and 18 carbon atoms are particularly effective as soapless detergents. The alkyl group, when in the form of a carbon chain may be linked to the other radicals of the compounds by a terminal carbon atom of the chain or by an intermediate carbon atom of the chain. Examples of such soapless detergents are:
Alkyl mono-nuclear aryl sulfonates in which the alkyl group contains at least 10 carbon atoms and is directly linked to the aromatic nucleus (that is, the alkyl group is a nuclear substituent) or is linked to the aromatic nucleus by an oxygen or nitrogen atom; for example, lauryl benzene sodium sulfonate, tetradecyl benzene sodium sulfonate, cetyl benzene sodium sulfonate, lauryl phenol sodium sulfonate, cetyl phenol sodium sulfonate, myristyl phenol sodium sulfonate, lauryl acetylamino benzene sodium sulfonate, cetyloxy methyl benzene sodium sulfonate (cetyl ether of cresol sodium sulfonate), and mixtures of sodium salts of alkyl benzene sulfonic acids in which the alkyl groups contain mainly 10 to 18 carbon atoms and are derived from petroleum hydrocarbons.
Monoalkyl sulfates containing at least 10 carbon atoms in an alkyl group; for example, ammonium decyl sulfate, sodium lauryl sulfate, so-
.mono-myristyl alphamethyl dium cetyl sulfate, sodium myristyl sulfate, sodium stearyl sulfate, and magnesium. lauryl sulfate.
Monoalkyl sulfonates containing at least 10 carbon atoms in the alkyl group; for example, sodium cetyl sulfonate and ammonium lauryl sulfonate.
Monoalkyl carboxylic esters of sulfonated fatty acids containing at least 10 carbon atoms in the alkyl group; for examp1e,,s0dlum lauryl sulfoacetate and sodium cetyl sulfoacetate.
Alkylanrino-alkylene and fatty acylamino alkyl- (Cl'lH33-CQN(CH3) .CHaCHzSQNa) and sodium N-lauryl sulfoacetamide NaO:S.CHa.CONHCuHz.-.
Alkyl esters of sulfo-succinic acids containing at least 10 carbon atoms in an alkyl group; for example, disodium mono-lauryl sulfosuccinate SOzNa (N800 (LCHM'JH COOCuH disodium mono-cetyl sulfosuccinate, disodium sulfosuccinate COOCnHn Na0OC.CzH:(CH:)
SOzNa According to the present invention improved detergent compositions are obtained by mixing a small amount of a water-soluble alkyl ether of cellulose with asoapless detergent of the above type. I have found that the dispersing and detergent properties of the soapless detergents can be increased to a disproportionately large and unforeseeable extent by the addition of a comparatively small amount of water soluble alkyl ether of cellulose. The remarkable increase in detergent powers is particularly noticeable when the alkyl ether of cellulose is added to an alkyl mononuclear aryl sulfonate in which the alkyl group is attached directly to the aromatic nucleus or is part of an alkoxy or alkylamino substituent on the nucleus, and the said alkyl group contains 10 or more carbon atoms, especially from about 12 to about 18 carbon atoms in an open hydrocarbon chain.
, ner.
The water-soluble alkyl ethers of cellulose which may be employed in accordance with the present invention are those in which the alkyl group or groups are derived from the lower primary alcohols; for example, the water-soluble ethers described in U. S. P. 1,188,376 and Thorpe's Dictionary of Applied Chemistry, 4th edition, vol. II, p. 477. Examples of such ethers are: methoxy celluloses (known commercially as "Iylose and Colloresin) and ethoxy cellulose.
The proportion of the alkyl ether of cellulose to the detergent (polar-nonpolar compound) may be varied within limits. Thus, I have found that the proportion of ether (or mixture of ethers) to detergent (or mixture of detergents) may vary from about 1:10 to about 1:50 parts by weight. Aqueous solutions of the compositions increase in viscosity as the content of alkyl ether of cellulose in the composition increases.
The water-soluble alkyl ether of cellulose may be mixed with the soapless detergent in any man- Thus, the dry alkyl ether of cellulose may be mixed directly with the dry soapless detergent, as by grinding and milling. Or mixtures of the aqueous solutions of the alkyl ether of cellulose and of the soapless detergent may be made, and the resulting mixtures may be used directly, or the aqueous mixtures may be dried in the usual manthe claims the soapless detergent and the cellulose ether are referred to in the singular, it will be understood that such mixtures are included.
The compositions of this invention may be used for various purposes; for example, as cleaning and washing compositions for textile fibers, leather, wood, metals, etc., as cosmetics, and particularly as cleaning and washing compositions for textile materials. Thus, 0.2 per cent aqueous solutions of mixtures containing the aforementioned amounts of methyl ether of cellulose are excellent cleaning and lubricating agents for textile materials which ,require unusual treatment, such as surface washing by sponging with foaming solutions, as in cleaning carpets, pile fabrics and the like. Due to their extremely high dispersing power, the compositions are very effective in preparing water-containing compositions for cleaning in the form of vasenols, shampoos for hair, creams, metal and shoe polishes, and the like. In cosmetic preparations they are especially valuable components, since they not only effect a high degree of dispersion, but they are resistant to attack and decomposition by bacteria. Composi tions which contain higher alkyl phenol sulfonates as the soapless detergent are especially effective in this respect, since said sulfonates are bactericidal.
In general the soapless detergents are employed in the form 01' the sodium, potassium or ammonium salts. For the preparation of compositions in which the presence of certain metals as cations metal salt of the soapless detergent may be used effectively. Thus, the calcium, magnesium, and aluminum salts may be used for this purpose. Other valuable and efiective preparations may be prepared in which the soapless detergent is employed in the form of salts derived from organic bases, such as triethanolamine, quinine, nicotine, polyaminoalkylolamines, amylamine and the like.
The following examples illustrate the invention. The parts are by weight.
Example 1.-Five parts of a mixture of watersoluble methyl ethers of cellulose (which mixture is sold commercially under the name of Collore- I sin .DK") were mixed and ground intimately with parts of a mixture of sodium monoalkyl phenol sulionates in which the substituent alkyl groups were attached to carbon atoms of the aryl nuclei and had an average carbon content of about 14 carbon atoms. Two parts of the resulting composition were dissolved in 1000 parts of water. It was a highly eflicient detergent especially useful for cleaning rugs by the shampoo method.
To test the cleansing quality of this aqueous solution one of two similar pieces of cotton cloth soiled with oil and lampblack was washed with the said solution and compared with the other piece of cloth which was washed under like conditions with a 0.2 per cent aqueous solution of the same alkyl phenol sulfonate mixture, to which the cellulose ether mixture was not added. The washing efiect obtained with the solution containing the alkyl cellulose ethers was markedly superior. It appeared to be about 250 per cent as efficient a cleaning solution as the solution containing the mixture of sodium alkyl phenol sulfonates alone.
Example 2.--Five parts of water-soluble methyl ethers of cellulose (Colloresin DK) and 95 parts of "Gardinol WA (which is chiefly a mixture of cetyl sodium sulfate, lauryl sodium sulfate, and
myiistyl sodium sulfate) were mixed and 2 parts or the resulting mixture were dissolved in 1000 parts of cold water. When compared for detergent qualities with a 0.2 per cent aqueous solution of Gardinol WA, in the manner described in Example 1, the solution containing the cellulose ether was about 150 per cent as efilcient a detergent as the aqueous solution or Gardinol WA" free from alkyl ethers of cellulose.
Example 3.95 parts of sodium salts of a mixture of monoalkyl benzene monosulfonic acids in which the alkyl groups mainly corresponded with petroleum hydrocarbons averaging in carbon content from about C1: to about Cw (obtained by chlorinating a kerosene fraction of petroleum distillate whose boiling range corresponded with hydrocarbons ranging mainly from about CnHu to about C13Has, condensing the resulting mixed alkyl chlorides with benzene and an aluminum chloride condensing agent, and sulfonating the resulting mixture of alkyl benzenes) were employed instead of the mixture of sodium monoalkyl phenol sulfonates in Example 1. The resulting composition also displayed. increased cleansing action.
Example 4'.'I'he 0.2 per cent aqueous solutions prepared according to Example 1, were tested for lathering power by shaking cc. of the solution for 1 minute in a liter flask with a graduated neck, and noting the volume or liquid which was not converted to foam. The aqueous solution of the composition containing alkyl ethers of cellulose had between 200 and 300 per cent as much or in colloidal form is desirable, the particular 1| iathering power as the other aqueous solution aameae (the alkyl phenol sulfonate solution free from alkyl ether of cellulose).
The aqueous solutions of the new compositions combine their enhanced detergent qualities with the property of acting as textile lubricants, as is evidenced by the absence of lint in the usual aqueous solutions after washing operations. The following example illustrates this.
Example 5.--Equal amounts of the solutions prepared according to Examples 1 and 2 were used under equivalent conditions for washing equal portionsof a mixture of soiled textile fabrics. After the washings were complete and the washed materials were withdrawn, the remaining aqueous baths derived from the new compositions contained much less lint than the similar remaining baths which initially did not contain the cellulose ethers.
The new compositions are also better detergents in hard water than the soapless detergents alone. This property becomes readily evident by the duplication in hard water of the washing efiects which are illustrated in Examples 1, 2 and 3. Further, when the procedures of these examples are carried out with hard water, the baths obtained are free from the curdy precipitates which usually occur in baths prepared with hard waterand soap. Thus, solutions prepared from hard water of hardness are only slightly opalescent.
Solutions of the new compositions have been made in acid, alkaline, and neutral aqueous media. The acid solutions were used for washing soiled wool; the neutral and alkaline solu tions were used for washing vegetable fiber or artificial fibers such as cellulose acetate. In these cases, the aqueous solutions (within a wide range of alkalinity and acidity) displayed excellent lathering and detergent qualities. such solutions in hard or soft water are therefore very desirable treating baths for washing and fulling woolen I claim:
1. A detergent composition comprising essentially an alkyl mono-nuclear aromatic sulfonate having at least 12 carbon atoms in the alkyl group, and a water-soluble alkyl ether of cellulose in a weight ratio of not more than 1 part of the cellulose ether to about 10 parts of the sulfonate.
2. A detergent composition comprising essentially a detergent mixture of alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to nuclear carbon atoms and have an average carbon content of 12 to 18 carbon atoms, and a minor amount of a water-soluble alkyl ether of cellulose based on the weight of the detergent mixture.
3. A detergent composition comprising essentially at least 10 parts by weight of an alkyl mono-nuclear aromatic sulfonate having 12 to 18 carbon atoms in the alkyl group and about 1 part by weight of a water-soluble methyl ether of cellulose.
4. A detergent composition comprising about parts by weight of a detergent mixture of sodium alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to' nuclear carbon atoms and have an average carbon content of 12 to 18 carbon atoms, and about 5 parts by weight of a water-soluble alkyl ether of cellulose.
5. A detergent composition comprising about 95 parts by weight of a detergent mixture of sodium alkyl mono-nuclear aromatic sulfonates in which the alkyl groups are attached to nuclear carbon atoms and have an average carbon content oil-12 to-18 carbon atoms, and about 5 parts by weight of a mixture of water-soluble methyl ethers of cellulose.
6. A detergent composition comprising essentially an alkyl mononuclear aromatic sulfonate having at least 10 carbon atoms in the alkyl group; and a minor amount of a water-soluble alkyl ether of cellulose based on the weight of the alkyl mononuclear aromatic sulfonate.
HERBERT SEYFERTH.
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US249245A US2347336A (en) | 1939-01-04 | 1939-01-04 | Detergent composition |
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US249245A US2347336A (en) | 1939-01-04 | 1939-01-04 | Detergent composition |
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US2347336A true US2347336A (en) | 1944-04-25 |
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
US2566501A (en) * | 1948-01-30 | 1951-09-04 | Wyandotte Chemicals Corp | Alkyl aryl sulfonate-carboxy-methylcellulose-alkaline salt detergent composition |
US2568334A (en) * | 1946-06-15 | 1951-09-18 | Wyandotte Chemicals Corp | Method of making a synthetic detergent composition |
US2588264A (en) * | 1944-12-01 | 1952-03-04 | Mcdonald Louis | Detergent composition |
US2589190A (en) * | 1947-07-29 | 1952-03-11 | California Research Corp | Detergent composition |
US2590613A (en) * | 1947-07-29 | 1952-03-25 | California Research Corp | Detergent composition |
US2602781A (en) * | 1949-01-05 | 1952-07-08 | Wyandotte Chemicals Corp | Alkylaryl sulfonate-hydroxyethyl-cellulose detergent composition |
US2653913A (en) * | 1950-01-21 | 1953-09-29 | Shell Dev | Synthetic detergent cakes |
DE3304887A1 (en) * | 1983-02-12 | 1984-08-16 | Vorwerk & Co Interholding Gmbh, 5600 Wuppertal | CLEANING AGENT FOR TEXTILE SURFACES |
-
1939
- 1939-01-04 US US249245A patent/US2347336A/en not_active Expired - Lifetime
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2588264A (en) * | 1944-12-01 | 1952-03-04 | Mcdonald Louis | Detergent composition |
US2568334A (en) * | 1946-06-15 | 1951-09-18 | Wyandotte Chemicals Corp | Method of making a synthetic detergent composition |
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
US2589190A (en) * | 1947-07-29 | 1952-03-11 | California Research Corp | Detergent composition |
US2590613A (en) * | 1947-07-29 | 1952-03-25 | California Research Corp | Detergent composition |
US2566501A (en) * | 1948-01-30 | 1951-09-04 | Wyandotte Chemicals Corp | Alkyl aryl sulfonate-carboxy-methylcellulose-alkaline salt detergent composition |
US2602781A (en) * | 1949-01-05 | 1952-07-08 | Wyandotte Chemicals Corp | Alkylaryl sulfonate-hydroxyethyl-cellulose detergent composition |
US2653913A (en) * | 1950-01-21 | 1953-09-29 | Shell Dev | Synthetic detergent cakes |
DE3304887A1 (en) * | 1983-02-12 | 1984-08-16 | Vorwerk & Co Interholding Gmbh, 5600 Wuppertal | CLEANING AGENT FOR TEXTILE SURFACES |
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