US2629697A - Alkyl aryl sulfonate-liquid hydrocarbon-aliphatic hydroxy compound compositions - Google Patents
Alkyl aryl sulfonate-liquid hydrocarbon-aliphatic hydroxy compound compositions Download PDFInfo
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- US2629697A US2629697A US54568A US5456848A US2629697A US 2629697 A US2629697 A US 2629697A US 54568 A US54568 A US 54568A US 5456848 A US5456848 A US 5456848A US 2629697 A US2629697 A US 2629697A
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- water
- sodium
- monobutyl ether
- hydroxy compound
- aliphatic hydroxy
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- 239000000203 mixture Substances 0.000 title claims description 44
- 239000007788 liquid Substances 0.000 title claims description 25
- 125000002877 alkyl aryl group Chemical group 0.000 title 1
- 229910052708 sodium Inorganic materials 0.000 claims description 31
- 239000011734 sodium Substances 0.000 claims description 31
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000003350 kerosene Substances 0.000 claims description 18
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- 229930195733 hydrocarbon Natural products 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 13
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 10
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 9
- 239000012530 fluid Substances 0.000 claims description 9
- 239000003209 petroleum derivative Substances 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 6
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 claims description 3
- 150000002440 hydroxy compounds Chemical class 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 150000001721 carbon Chemical class 0.000 claims 1
- -1 sodium alkyl aryl sulfonate Chemical class 0.000 description 16
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 239000007822 coupling agent Substances 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 7
- 239000007832 Na2SO4 Substances 0.000 description 7
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
- 229910052938 sodium sulfate Inorganic materials 0.000 description 7
- 235000011152 sodium sulphate Nutrition 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 3
- 229940107390 pentasol Drugs 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- 101100264195 Caenorhabditis elegans app-1 gene Proteins 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- VUVZASHBYYMLRC-UHFFFAOYSA-N heptane-2,3-diol Chemical compound CCCCC(O)C(C)O VUVZASHBYYMLRC-UHFFFAOYSA-N 0.000 description 1
- POFSNPPXJUQANW-UHFFFAOYSA-N hexane-3,4-diol Chemical compound CCC(O)C(O)CC POFSNPPXJUQANW-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000012224 working solution Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
-
- 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 a novel, and highlt useful, liquid composition based essentially upon the ingredients: sodium alkyl aryl sulfonate, liquid hydrocarbon and an aliphatic hydroxy compound. More particularly, the sodium alkyl aryl sulfonate ingredient of our invention is sodium kerylbenzenesulfonate 1 containing not over 30% by weight Na2so4; and the liquid hydrocarbon is a petroleum distillate of the kerosene type. Mixtures of sodium kerylbenzenesulfonate and a petroleum distillate hydrocarbon boiling in the kerosene range (l50-300 C. at atmospheric pressure) form extremely viscous, gelled or wax-like masses which are of an opaque appearance.
- composition of our invention is therefore of value as a base product in the formulation of printing inks, paints and liquid dry cleaning compositions wherein it is sought to obtain the advantages of a surface active or wetting agent such as sodium kerylbenzenesulfonate in the presence of a liquid hydrocarbon.
- Our invention also includes a single phase liquid type composition, wherein water is added .to the base composition first mentioned above.
- water is added .to the base composition first mentioned above.
- Such single phase, liquid mass compositions of our invention are particularlyuseful as emulsion type cleaning compounds for removing oil, dirt and soil from metal surfaces.
- the working solutions, or more accurately speaking, the working suspensionsor emulsions of such single phase liquid compositions consist of approximately 1 part of liquid composition to 100 parts of water. They are also useful as base compositions in which additional detergent ingredients, such as organic solvents, water softening compounds, soil Application October 14, 1948, Serial No. 54,568
- Sodium kerylbenzenesulfonate is an excellent surface active agent and detergent when employed in aqueous solutions.
- a lyophilic, oil-dissolving hydrocarbon such as a petroleum distillate
- Aqueous solutions of sodium kerylbenzenesulfonate however are immiscible with such liquid hydrocarbons; even though aqueous solutions of higher alkyl aryl sulfonates, whose alkyl group contains 20-30 carbon atoms and is derived from a white oil or liquid paraflin boiling in the range of 195-295 C. at 15 mm. pres.- sure are miscible with white oil and Stoddard solvent (cf. U. S. Patent 2,317,986).
- sodium kerylbenzenesulfonate and the liquid hydrocarbon form nearly solid waxlike mixtures.
- a wax-like, opaque and highly viscous mixture of kerylbenzenesulfonate and a normally liquid petroleum distillate hydrocarbon boiling in the kerosene range can be converted to a clear, fluid mass through the medium of a coupling agent consisting of an aliphatic hydroxy compound having 4 to 10 carbon atoms and selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, mono(n-)butyl ether of ethylene glycol, mono(n)butyl ether of di-ethylene glycol, mono(n-)butyl ether of propylene glycol and 2-ethylhexanediol-L3.
- a coupling agent consisting of an aliphatic hydroxy compound having 4 to 10 carbon atoms and selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, mono(n-)butyl ether of ethylene glycol, mono(n)butyl ether of di-ethylene glycol, mono(n
- a sodium kerylbenzenesulfonate of at least"70% active agent content (1. e. containing not over 30% of NazSOr) is employed,
- Example 5 The formulation of Example 5 was found" to be particularly excellent in that it was capable of being subjected to extremely low temperature TABLE 111 Son 1' A m synonym Trade fili l" i p mg ge Name e) i ppearance Propyl Alcohol iso-Propanol .4 Clear, but split. Tetradecvl Alcohol n-Tetradecanol 4 Opaque, stifi. Mfilzfi-Ethyl Ethylene Glycol Ethyl Gellosolve- 4 Do.
- Example 5 Kerosene 55 Sodium kerylbenzenesulfonate (30% NazSOai) 24 Water 18 Amyl alcohol (Pentasol) 3 conditions (i. e., frozen with solid carbon dioxide), such as might be encountered under certain storage conditions, and on being restored to the liquid state by warming to room temperature, retained its single phase character.
- Penasol Water 18 Amyl alcohol
- a single phase, non-viscous, fluid composition consisting essentially of 55-71% by weight of a normally liquid petroleum distillate hydrocarbon boiling in the kerosene range, 12-20% of a sodium kerylbenzenesulfonate of not over 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms; 15-25% water; and 2-4% of an aliphatic hydroxy compound selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, monobutyl ether of ethylene glycol, monobutyl ether of diethylene glycol, monobutyl ether of propylene glycol and 2-ethylhexanediol-L3.
- An emulsion forming composition consisting essentially of 55-71% by weight of kerosene, 12-20% of sodium kerylbenzenesulfonate of not over 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms, 15-25% of water and 2-4% of an aliphatic hydroxy compound selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, monobutyl ether of ethylene glycol, monobutyl ether of di-ethylene glycol, monobutyl ether of propylene glycol and 2-ethylhexanediol-1,3.
- a clear, single phase liquid composition consisting of approximately 63% by weight of kerosene, 20% of sodium kerylbenzenesulfonate of not ever 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms, 15% of water and 2% of monobutyl ether of ethylene glycol.
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
Description
Patented Feb. 24, 1953 UNITED STATES ALKYL ARYL SULFONATE-LIQUID HYDRO- CARBON -ALIPHATIC HYDROXY COM- POUND GOMPOSITIONS William K. Langdon and Earl F. Soop, Grosse Ile,
Mich., assignors to Wyandotte Chemicals Corporation, Wyandotte, Mich., a corporation of Michigan 1 No Drawing.
. 1 This. invention relates to a novel, and highlt useful, liquid composition based essentially upon the ingredients: sodium alkyl aryl sulfonate, liquid hydrocarbon and an aliphatic hydroxy compound. More particularly, the sodium alkyl aryl sulfonate ingredient of our invention is sodium kerylbenzenesulfonate 1 containing not over 30% by weight Na2so4; and the liquid hydrocarbon is a petroleum distillate of the kerosene type. Mixtures of sodium kerylbenzenesulfonate and a petroleum distillate hydrocarbon boiling in the kerosene range (l50-300 C. at atmospheric pressure) form extremely viscous, gelled or wax-like masses which are of an opaque appearance.
. However, according to our invention, when an aliphatic hydroxy compound is added to a mixture of 1 part by weight of kerosene, and /6- part of sodium kerylbenzenesulfonate in amounts as little as 2% by weight (all parts and percentages hereinafter given are by weight, unless otherwise stated), the mass promptly loses its vis- .cous character, becomes very fluid and becomes transparent to translucent in appearance. The composition of our invention is therefore of value as a base product in the formulation of printing inks, paints and liquid dry cleaning compositions wherein it is sought to obtain the advantages of a surface active or wetting agent such as sodium kerylbenzenesulfonate in the presence of a liquid hydrocarbon.
Our invention also includes a single phase liquid type composition, wherein water is added .to the base composition first mentioned above. "We'ha've' discovered that the aliphatic hydroxy compound coupling agent renders it possible to introduce water into the composition and still maintain a clear, translucent-to-transparent, single phase liquid mass.
Such single phase, liquid mass compositions of our invention are particularlyuseful as emulsion type cleaning compounds for removing oil, dirt and soil from metal surfaces. The working solutions, or more accurately speaking, the working suspensionsor emulsions of such single phase liquid compositions consist of approximately 1 part of liquid composition to 100 parts of water. They are also useful as base compositions in which additional detergent ingredients, such as organic solvents, water softening compounds, soil Application October 14, 1948, Serial No. 54,568
6 Claims. (Cl. 252-161) retention agents, alkaline salts, etc. may be incorporated.
Sodium kerylbenzenesulfonateis an excellent surface active agent and detergent when employed in aqueous solutions. In the formulation of an emulsion type cleaner a lyophilic, oil-dissolving hydrocarbon, such as a petroleum distillate, is desirable. Aqueous solutions of sodium kerylbenzenesulfonate however are immiscible with such liquid hydrocarbons; even though aqueous solutions of higher alkyl aryl sulfonates, whose alkyl group contains 20-30 carbon atoms and is derived from a white oil or liquid paraflin boiling in the range of 195-295 C. at 15 mm. pres.- sure are miscible with white oil and Stoddard solvent (cf. U. S. Patent 2,317,986). And as mentioned above, sodium kerylbenzenesulfonate and the liquid hydrocarbon form nearly solid waxlike mixtures.
We have discovered that first of all, a wax-like, opaque and highly viscous mixture of kerylbenzenesulfonate and a normally liquid petroleum distillate hydrocarbon boiling in the kerosene range can be converted to a clear, fluid mass through the medium of a coupling agent consisting of an aliphatic hydroxy compound having 4 to 10 carbon atoms and selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, mono(n-)butyl ether of ethylene glycol, mono(n)butyl ether of di-ethylene glycol, mono(n-)butyl ether of propylene glycol and 2-ethylhexanediol-L3.
Secondly, we have discovered that the foregoing resultant clear, fluid mass of sodium kerylbenzenesulfonate, petroleum distillate hydrocarbon and coupling agent is compatible with water. By the addition of critical amounts of water as hereinafter described in detail, the clear, fluid appearance of the mixture is undisturbed. Such a clear, single phase mixture can then be most readily dispersed in a relatively large volume of water, to make up the emulsion type cleaning solution or suspension, previously mentioned.
We have also discovered that the ratio of the ingredients, in order to obtain a clear, single phase mixture, must be maintained within the following stated critical ranges:
Ingredient: Per cent by weight Petroleum -71 Sodium kerylbenzenesulfonate 12-20 Water 15-25 Coupling agent 2-4 The above stated range proportions of ingrediplate.
ents, for convenience in formulating, can be alternatively stated as follows:
Petroleum hydrocarbon 1 part by weight Sodium kerylbenzenesulfonate' part Water M /2 part Coupling agent 24% by Weight of tot-at com-position Sodium kerylbenzenesulfonate in both its saltfree form (i. e. with Na2SO4 extracted) and in its salt-containing or salt-built form, can be em ployed in making the compositions'of our inven-- tion. However we prefer to use, and find that the best results are obtained when a sodium kerylbenzenesulfonate of at least"70% active agent content (1. e. containing not over 30% of NazSOr) is employed,
The following examples will serve to illustrate to those skilled in the art, and in greater detail, the manner in which the principle of our invention. may be practiced.
Example, 1
Sodium kerylbenzenesulfonate of the salt-free type (i e. containing only 0.25% NazSOl) in the amount of 10- grams was stirred with 30 grams of kerosene in a beaker, while warming on a hot A gradual swelling of the sodium kerylbenzenesulfonate occurred, until a Viscous, nonp'our'able, translucent wax-like mass was formed. Amyl alcohol (commercial grade of mixed amyl alcohols sold under the trade name Pentasol) in the amount of 1 cc. or 0.8 gram (2% by Weight) was then added. After stirring for a short time, the viscosity of the mixture was substantially reduced, so that the resultant mixture was quite fluid. On adding water (approximately 15 cc.) to the mixture, a clear transparent solution was obtained. This solution formed a stable, milky emulsion when added to a large volume of water.
Example .2
Sodium kerylbenzenesulfonate containing 70% activeagent (i. e. about 30% by weight NazSOr) in the amount of 20 grams wasmixed with 60 grams of kerosene and allowed to stand for two hours. To 60 grams of this mixture, water was added in 1 ml. increments and with vigorous agitation. After the addition of 2 ml.v of water the mixture thickened and progressively became thicker until a total of 9 ml. of water had been added. The'mixture was then slightly warmed, more ml. of water added, followed by the addition of 1 cc. or 0.9 gram of monobutyl ether of ethylene glycol (commercial grade available TABLE 1 Sodium Mono- Kerylbenbutyl Kerosene Water zene Sulion--. IEth er of Results etc (30% Ethylene Na SOO Glycol L 3 '24. 0 18 14 2. 3 Clear, fluid. 54.9 23.8 18.3 3.0 Neatlyc'leaniluid. 54. 6 23. 6 18. 2 3. 6 Do. 54-. 3 2'3. 4 18.1 4. 2" Split into 2181mm. 53. 9 23. 2 18. 0 4. 9 5 Do.
The foregoing 24% critical rangecontent of monobutyl ether of ethylene glycol. is equally well applicable to the other selected coupling agents within the scope of our'invention.
We are unable to evolve any chemical or scientific theory of why the particular aliphatic hydroxy compounds selected should be operable for the purposes of our invention. Several homologous .oxy-- and hydroxy-aliphatic. compounds were added to a base mixture consistingof 3 grams of sodium kerylbenzenesulfonate (containing 30% N'a2SO4), S-grams of kerosene and 2.8 cc. of water. The addition was made in uniform 0.4 cc. amounts of'the oxyor hydroxyaliphatic compound. Dependent upon the specific gravity of the oxyor hydroxy-aliphatic compounds tested, this represented 21-23% by weight of the total composition. Accordingly, the test compositions conformed closely to the following formulation:
Couplin agent. 2
Listed in Table II below, are those particular aliphatic hydroxy compounds which were found to be operable as coupling agents, according to this test:
TABLE II S on orl Amount I Coupling Agent yn {1 fade Adtgd Appearance Butyl Alcohol.-- n-Butanol 4 0' Amyl Alcohol. Pentasol" 4' flog n-Hexanol. .4 Do. .n-Octanol .4 Do. Decvl Alcohol l l Decanol T D0- n-Butyl araeaeareas13: Repeating: :4 5 53??? fluid gigyl Di-Ethylene Glycol ButylC-arbit'ol"- .4 Neanycleanfluid. er. z-Ethylhexanediol'lfi. --l..-- .4 T n n-Butyl Propylene Glycol Ether" .4 N21??? 3538?, l l i g:
On the other hand, listed below in Table III are those oxyor hydroxy-aliphatic compounds which were not operable:
The formulation of Example 5 was found" to be particularly excellent in that it was capable of being subjected to extremely low temperature TABLE 111 Son 1' A m synonym Trade fili l" i p mg ge Name e) i ppearance Propyl Alcohol iso-Propanol .4 Clear, but split. Tetradecvl Alcohol n-Tetradecanol 4 Opaque, stifi. Mfilzfi-Ethyl Ethylene Glycol Ethyl Gellosolve- 4 Do.
er. Di-Ethyl Ethylene Glycol Ether- "Di-Ethyl Cellos0lve.- 4 Do. Mono-Methyl Di-Ethylene Gly- "Methyl Carbitol 4 Do.
col Ether.
Diacetone Diacetone Alcohol 4 Opaque, slightly stiff. Dnnethyl Dloxane Di-Propylene Oxide .4 Clear. stifi. Pentanediol-1,5- Amylene Glycol..- 4 Opaque, stifi. Triethanolamine L 4 Do.
The critical range proportions of ingredients as first hereinbefore stated, are further substantiated and illustrated by the following test results. A base formulation was made up as follows:
Percent Kerosene '7 2.4 Sodium k e r y lb e n z e n e sulfonate (30% NazSOr) 12.0
Water 15.6
Varying amounts of coupling agent were then added to this base formulation so that the resultant test range formulation was substantially as follows: Percent Kerosene 71 As further examples of formulations embodying the principle of our invention, and those which are particularly well suited for commercial purposes as a base mixture for the making up of emulsion type cleaning solutions, we specify th following:
' Example 3 Percent Kerosene 63 Sodium 'k e r y 1b e n z e n e sulfonate (30% Na2SO4) 0 Water 15 Monobutyl ether of ethylene glycol (Butyl Cellosolve) 2 Example 4 Kerosene 60 Sodium kerylbenzenesulfonate (30% N a2S04) 20 Water 18 2-ethylhexanediol-1,3 2
Example 5 Kerosene 55 Sodium kerylbenzenesulfonate (30% NazSOai) 24 Water 18 Amyl alcohol (Pentasol) 3 conditions (i. e., frozen with solid carbon dioxide), such as might be encountered under certain storage conditions, and on being restored to the liquid state by warming to room temperature, retained its single phase character.
Equivalent modes of practicing our invention may be followed provided that they are within the scope and purview of the appended claims.
We, therefore, distinctly claim and particularly point out as our invention:
1. A single phase, non-viscous, fluid composition consisting essentially of 55-71% by weight of a normally liquid petroleum distillate hydrocarbon boiling in the kerosene range, 12-20% of a sodium kerylbenzenesulfonate of not over 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms; 15-25% water; and 2-4% of an aliphatic hydroxy compound selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, monobutyl ether of ethylene glycol, monobutyl ether of diethylene glycol, monobutyl ether of propylene glycol and 2-ethylhexanediol-L3.
2. A single phase, non-viscous, liquid composition suitable for use as a base product for the make-up of oil-in-water and water-in-oil type emulsions, consisting essentially of a pctroleum distillate liquid hydrocarbon boiling in the kerosene range, /3 part by weight of sodium kerylbenzenesulfonate per part of liquid hydrocarbon; said sodium kerylbenzenesulfohate having not over 30% Na2SO4 content and a keryl group containing 9-16 carbon atoms; A- /2 part of water per part of liquid hydrocarbon; and 24% by weight, total composition basis, of an aliphatic hydroxy compound selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, monobutyl ether of ethylene glycol, monobutyl ether of di-ethylene glycol, monobutyl ether of propylene glycol and 2-ethylhexanedi0l-1,3.
3. An emulsion forming composition consisting essentially of 55-71% by weight of kerosene, 12-20% of sodium kerylbenzenesulfonate of not over 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms, 15-25% of water and 2-4% of an aliphatic hydroxy compound selected from the group consisting of 4 to 10 carbon atom monohydroxy aliphatic alcohols, monobutyl ether of ethylene glycol, monobutyl ether of di-ethylene glycol, monobutyl ether of propylene glycol and 2-ethylhexanediol-1,3.
4. A clear, single phase liquid composition consisting of approximately 63% by weight of kerosene, 20% of sodium kerylbenzenesulfonate of not ever 30% Na2SO4 content and whose keryl group contains 9-16 carbon atoms, 15% of water and 2% of monobutyl ether of ethylene glycol.
'1 s 5.1 Acleaat sin le.pllerse;liq id. comn sitionicom sisting of; app1:oximately-60% by weight of kero- RE ERENCES, 29%v sodium? kenylbenzenesulfonatel of The following references areof record; in. the
not over 30% NazSOa; content and whose keryl file of this patsnt; group contains 9-16 carbon atoms, 18% of water 5 and. 2 of 2-ethylhexanediol-L3. UNITED STATES PATENTS 6. A clear, single phase liquid composition con- Number lxla-rrieI Date sisting of. approximately 55% by weight of kero- 22 8x107 Schuler Jan. 14, 1941 'sene, 24% of sodium kerylbenzenesulfonate of 2,317,986 Flett May 4, 1943 not over 30% Na2SO4 content and Whose keryl 10 2,356,205 Blair Aug; 22,1944
group contains 9-16 carbon atoms, 18% of'water 09,671 Faust Oct, 22',v 1946 and 3% of amyl alcohol. ,469,378 Flett May 10, 1949 WILLIAM K. LANGDON. 2,531,166 Shaw Nov. 21 1950 EARL F. 8001?.
Claims (1)
1. A SINGLE PHASE, NON-VISCOUS, FLUID COMPOSITION CONSISTING ESSENTIALLY OF 55-71% BY WEIGHT OF A NORMALLY LIQUID PETROLEUM DISTILLATE HYDROCARBON BOILING IN THE KEROSENE RANGE, 12-20% OF A SODIUM KERYLBENZENESULFONATE OF NOT OVER 30% NA2SO4 CONTENT AND WHOSE KERYL GROUP CONTAINS 9-16 CARBON ATOMS; 15-25% WATER; AND 2-4% OF AN ALIPHATIC HYDROXY COMPOUND SELECTED FROM THE GROUP CONSISTING OF 4 TO 10 CARBON ATOM MONOHYDROXY ALIPHATIC ALCOHOLS, MONOBUTYL ETHER OF ETHYLENE GLYCOL, MONOBUTYL ETHER OF DIETHYLENE GLYCOL, MONOBUTYL ETHER OF PROPYLENE GLYCOL AND 2-ETHYLHEXANEDIOL-1,3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54568A US2629697A (en) | 1948-10-14 | 1948-10-14 | Alkyl aryl sulfonate-liquid hydrocarbon-aliphatic hydroxy compound compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54568A US2629697A (en) | 1948-10-14 | 1948-10-14 | Alkyl aryl sulfonate-liquid hydrocarbon-aliphatic hydroxy compound compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2629697A true US2629697A (en) | 1953-02-24 |
Family
ID=21992001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US54568A Expired - Lifetime US2629697A (en) | 1948-10-14 | 1948-10-14 | Alkyl aryl sulfonate-liquid hydrocarbon-aliphatic hydroxy compound compositions |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2629697A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2978418A (en) * | 1956-02-15 | 1961-04-04 | Switzer Brothers Inc | Water emulsifiable composition |
| US2980545A (en) * | 1957-10-29 | 1961-04-18 | Dick Co Ab | Water base stencil duplicating ink |
| US3006861A (en) * | 1957-10-04 | 1961-10-31 | Gen Dynamics Corp | Leak detector fluid |
| US3024198A (en) * | 1958-04-28 | 1962-03-06 | Nopco Chem Co | Emulsifier composition |
| US5281261A (en) * | 1990-08-31 | 1994-01-25 | Xerox Corporation | Ink compositions containing modified pigment particles |
| WO1996000759A1 (en) * | 1994-06-29 | 1996-01-11 | Creek Simon E | A vehicle wash and protectant composition |
| AU685298B2 (en) * | 1994-06-29 | 1998-01-15 | Technacreek Enterprises Pty Ltd | A vehicle wash and protectant composition |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2228407A (en) * | 1937-04-03 | 1941-01-14 | Stanco Inc | Emulsifiable disinfectant |
| US2317986A (en) * | 1940-07-08 | 1943-05-04 | Allied Chemical Dye Corp | Composition of matter |
| US2356205A (en) * | 1942-10-21 | 1944-08-22 | Petrolite Corp | Process for increasing productivity of subterranean oil-bearing strata |
| US2409671A (en) * | 1943-12-08 | 1946-10-22 | Sonneborn Sons Inc L | Substantially oil soluble polyalkyl aromatic sulfonates |
| US2469378A (en) * | 1941-07-28 | 1949-05-10 | Allied Chem & Dye Corp | Mixtures of alkyl aryl sulfonates |
| US2531166A (en) * | 1947-11-08 | 1950-11-21 | California Research Corp | Detergent concentrate |
-
1948
- 1948-10-14 US US54568A patent/US2629697A/en not_active Expired - Lifetime
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2228407A (en) * | 1937-04-03 | 1941-01-14 | Stanco Inc | Emulsifiable disinfectant |
| US2317986A (en) * | 1940-07-08 | 1943-05-04 | Allied Chemical Dye Corp | Composition of matter |
| US2469378A (en) * | 1941-07-28 | 1949-05-10 | Allied Chem & Dye Corp | Mixtures of alkyl aryl sulfonates |
| US2356205A (en) * | 1942-10-21 | 1944-08-22 | Petrolite Corp | Process for increasing productivity of subterranean oil-bearing strata |
| US2409671A (en) * | 1943-12-08 | 1946-10-22 | Sonneborn Sons Inc L | Substantially oil soluble polyalkyl aromatic sulfonates |
| US2531166A (en) * | 1947-11-08 | 1950-11-21 | California Research Corp | Detergent concentrate |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2978418A (en) * | 1956-02-15 | 1961-04-04 | Switzer Brothers Inc | Water emulsifiable composition |
| US3006861A (en) * | 1957-10-04 | 1961-10-31 | Gen Dynamics Corp | Leak detector fluid |
| US2980545A (en) * | 1957-10-29 | 1961-04-18 | Dick Co Ab | Water base stencil duplicating ink |
| US3024198A (en) * | 1958-04-28 | 1962-03-06 | Nopco Chem Co | Emulsifier composition |
| US5281261A (en) * | 1990-08-31 | 1994-01-25 | Xerox Corporation | Ink compositions containing modified pigment particles |
| WO1996000759A1 (en) * | 1994-06-29 | 1996-01-11 | Creek Simon E | A vehicle wash and protectant composition |
| AU685298B2 (en) * | 1994-06-29 | 1998-01-15 | Technacreek Enterprises Pty Ltd | A vehicle wash and protectant composition |
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