US1938804A - Method of producing solvents and emulsifying agents - Google Patents
Method of producing solvents and emulsifying agents Download PDFInfo
- Publication number
- US1938804A US1938804A US459251A US45925130A US1938804A US 1938804 A US1938804 A US 1938804A US 459251 A US459251 A US 459251A US 45925130 A US45925130 A US 45925130A US 1938804 A US1938804 A US 1938804A
- Authority
- US
- United States
- Prior art keywords
- parts
- olein
- cyclohexanol
- soap
- water
- 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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- 238000000034 method Methods 0.000 title description 14
- 239000003995 emulsifying agent Substances 0.000 title description 3
- 239000002904 solvent Substances 0.000 title description 3
- 239000000344 soap Substances 0.000 description 35
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 31
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 150000001875 compounds Chemical class 0.000 description 19
- 239000007788 liquid Substances 0.000 description 17
- 239000003921 oil Substances 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 11
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 229940099259 vaseline Drugs 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 6
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 4
- 229940072033 potash Drugs 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 235000015320 potassium carbonate Nutrition 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 241000779819 Syncarpia glomulifera Species 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 239000001739 pinus spp. Substances 0.000 description 3
- 229940036248 turpentine Drugs 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical class 0.000 description 2
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- -1 fatty acids hydrocarbons Chemical class 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/022—Well-defined aliphatic compounds saturated
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/024—Well-defined aliphatic compounds unsaturated
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/04—Well-defined cycloaliphatic compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
- C10M2211/022—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
- C10M2215/30—Heterocyclic compounds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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- 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
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- 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
- Y10S516/06—Protein or carboxylic compound containing
Definitions
- Patented so 12, 1933 METHOD OF PRUDIUCHNG SOLVENTS AND EMULSHFYING AGENTS I Mendel Burak, Berlin-Weissensee, Germany No Drawing. Application June 4, 1930, Serial No. 459,251, and in Germany June '7, 1929 9 Claims.
- the present invention relates to a method of producing solvents and emulsifying agents for fatty substances of every description, mineral oils and the like, solvent-soaps, boring oils, means for fighting noxious animals, seed preparations, and consists in adding olein to a mixture of soaps or soap substitutes, suchas the salts of aromatic and hydroaromatic sulfo acids, and higher molecular alcohols such as cyclohexanol or its homologues to the substances to be emulsifled or dissolved with water" to an unrestricted extent, whereby the amount of olein does not exceed 20 percent and the amount of cyclohexanol does not exceed 8 per cent of the organic compound to be emulsified or dissolved.
- olein and other fatty acids for producing emulsions is known to the prior art f. i. the compounds to be emulsified such as hydrocarbons, chlorinated hydrocarbons, mineral oils a. s. o. are mixed'with olein and an amount of alcali lye not sufiicient to saponify the fatty acid. So prepared emulsions in this manner are not stable and not clearlysoluble in water. If emulsions of this class are added to soaps, the latter I tendto become rancid and speckled, owing to the presence of larger'amounts of free fatty acids. Boring and cutting oils prepared with oleic acid and other fatty'acids disclose similar properties and thus often causeiron parts treated with them to rust readily. Moreover, the stability of the emulsions of this kind is not:very great.
- alcohols having a high molecularweight leads to more stable emulsions.
- Such alcohols as f. i. cyclohexanol and the hornologues of cyclohexanol have an extraordinary high emulsifyingjvalour, but possess the inconvenience of an unpleasant odour which renders them unsuitable when used in connection with soaps, unless they are employed in no higher percentage than 8 per cent calculated on the compounds to be emulsified, viz dissolved to a transparent solution with water.
- the method described is more economical, since lesser quantities of expensive emulsifiers such as olein, alcohol and the like are needed;
- substitutes'thereof such as the salts of sulfo acids, aromatic and hydroaromatic ones, or mixtures thereof with soap may be employed.
- Example 1 35 parts of a commercial soft soap are dissolved as usual in water or spirit and, under constant stirring, mixed with 30 parts of spindle oil, 10 parts of decahydronaphthalene and parts of oil of turpentine, whereupon 8 parts of olein and 1 part higher alcohols, such as cyclohexanol, are added.
- the resulting emulsion is absolutely clear and can be mixed with any proportion. with water to a transparent solution.
- Example 2.32 parts of soft soap are mixed with organic compounds insoluble in water such as oil of turpentine, heavy petrol, spindle oil, trichlorethylene, carbon disulfide, pyridin, fish oil and thelike, whereupon 6 parts of olein and 2 parts higher alcohols such as methylthe agent or afterwards.
- organic compounds insoluble in water such as oil of turpentine, heavy petrol, spindle oil, trichlorethylene, carbon disulfide, pyridin, fish oil and thelike, whereupon 6 parts of olein and 2 parts higher alcohols such as methylthe agent or afterwards.
- Emample 3 parts of olein are mixed with 62 parts of insoluble organic compounds of the kind mentioned in Example 2, whereupon 2 parts of cyclohexanol and 1 part of methylcyclohexanol are added and the mixture is saponified with a sufficient amount of potashlye wherein 5 parts of a hydroaromatic sulfonate are dissolved so as to leave an excess of 6 parts of free olein. If
- cyclohexanol and a homologue of cyclohexanol whereby the amount of olein does not exceed 20 per cent and the amount of the cyclohexanols together does not exceed 8 per cent of the weight of the organic liquid compound.
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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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Colloid Chemistry (AREA)
Description
Patented so, 12, 1933 METHOD OF PRUDIUCHNG SOLVENTS AND EMULSHFYING AGENTS I Mendel Burak, Berlin-Weissensee, Germany No Drawing. Application June 4, 1930, Serial No. 459,251, and in Germany June '7, 1929 9 Claims.
The present invention relates to a method of producing solvents and emulsifying agents for fatty substances of every description, mineral oils and the like, solvent-soaps, boring oils, means for fighting noxious animals, seed preparations, and consists in adding olein to a mixture of soaps or soap substitutes, suchas the salts of aromatic and hydroaromatic sulfo acids, and higher molecular alcohols such as cyclohexanol or its homologues to the substances to be emulsifled or dissolved with water" to an unrestricted extent, whereby the amount of olein does not exceed 20 percent and the amount of cyclohexanol does not exceed 8 per cent of the organic compound to be emulsified or dissolved.
The use of olein and other fatty acids for producing emulsions is known to the prior art f. i. the compounds to be emulsified such as hydrocarbons, chlorinated hydrocarbons, mineral oils a. s. o. are mixed'with olein and an amount of alcali lye not sufiicient to saponify the fatty acid. So prepared emulsions in this manner are not stable and not clearlysoluble in water. If emulsions of this class are added to soaps, the latter I tendto become rancid and speckled, owing to the presence of larger'amounts of free fatty acids. Boring and cutting oils prepared with oleic acid and other fatty'acids disclose similar properties and thus often causeiron parts treated with them to rust readily. Moreover, the stability of the emulsions of this kind is not:very great.
The employment of alcohols having a high molecularweight leads to more stable emulsions. Such alcohols as f. i. cyclohexanol and the hornologues of cyclohexanol have an extraordinary high emulsifyingjvalour, but possess the inconvenience of an unpleasant odour which renders them unsuitable when used in connection with soaps, unless they are employed in no higher percentage than 8 per cent calculated on the compounds to be emulsified, viz dissolved to a transparent solution with water.
The surprising fact has been discovered now that, if olein be added to the mixtures of soaps or soaps substituents and higher molecular alcohols such as cyclohexanol or homologues of cyclohexanol, the emulsifying and fat-dissolving action of this new combination is considerably higher than could be expected in view of the action of the various constituents, as indicated by the following experiments:
Experiment I.-30 parts of potash soap will dissolve 3 parts of Vaseline oil.
30 parts of potash soap and 7 parts of olein will dissolve 20 parts of Vaseline oil.
30 partsof potash soap and 2 parts of cyclohexanol will dissolve 5 parts of Vaseline oil.
But 30 parts of potash soap, 7 parts of olein and 2 parts of cyclohexanol will clearly dissolve 32 parts of Vaseline oil, which represents an excess of 52% compared with the additive eifect of the individual components.
Experiment II.30 parts of soap will dissolve 3 partsvaseline oil.
30 parts of soap and 5 parts of olein will dissolve 10 parts of Vaseline oil.
30 parts of soap and 2 parts of cyclohexanol will dissolve 5 parts'oi Vaseline oil.
But 30 parts of soap, 2 parts of cyclohexanol and 5. parts of olein will dissolve 20 parts of Vaseline oil, which is equal to an excess of 90% over the efiect to be expected.
Therefore, in order to. emulsify or dissolve a certain amount of fatty acids hydrocarbons, chlorinated hydrocarbons, carbon disulfide, pyridin, decahydronaphthalene, oil of turpentine or mineral oils, a much smaller quantity of alcohol as well as olein is required. This means that the products made by means of such a combination are free from the unpleasant odor which is unavoidable if alcohol alone is used.
Another unexpected superior feature of products prepared as described is that the injurious eifects of free fatty acid, which cause metal parts to become rusty and soap to get rancid, are no longer apparent.
Furthermore, the method described is more economical, since lesser quantities of expensive emulsifiers such as olein, alcohol and the like are needed;
Instead of soap, substitutes'thereof such as the salts of sulfo acids, aromatic and hydroaromatic ones, or mixtures thereof with soap may be employed.
Example 1.-35 parts of a commercial soft soap are dissolved as usual in water or spirit and, under constant stirring, mixed with 30 parts of spindle oil, 10 parts of decahydronaphthalene and parts of oil of turpentine, whereupon 8 parts of olein and 1 part higher alcohols, such as cyclohexanol, are added. The resulting emulsion is absolutely clear and can be mixed with any proportion. with water to a transparent solution.
Example 2.32 parts of soft soap are mixed with organic compounds insoluble in water such as oil of turpentine, heavy petrol, spindle oil, trichlorethylene, carbon disulfide, pyridin, fish oil and thelike, whereupon 6 parts of olein and 2 parts higher alcohols such as methylthe agent or afterwards.
hexalin are added. If this emulsi'on is mixed with water it results a transparent solution.
Emample 3. parts of olein are mixed with 62 parts of insoluble organic compounds of the kind mentioned in Example 2, whereupon 2 parts of cyclohexanol and 1 part of methylcyclohexanol are added and the mixture is saponified with a sufficient amount of potashlye wherein 5 parts of a hydroaromatic sulfonate are dissolved so as to leave an excess of 6 parts of free olein. If
this emulsion is mixed with water it results in a transparent solution. I
It is to be understood that the proportions indicated for the respective constituents are only given by Way of example and I. do not desire to limit myself to the exact proportions above specified. Also no limitations are made as to the character of organic compounds to be rendered into a transparent water-solution, viz.'emu sion. The kind of soaps or soap substituents entering the combination is not limited. It is also admissible insteadof using ready soaps, to saponify fatty acids during themixing process of The order in which the different ingredients are mixed according to the examples can naturally be changed. While Z have described my invention by reference to certain specific details, it is to be understood that these are for a purpose of illustrating the practice of the invention and are not limitative, and I intend to claim all inherent novelty as broadly as the prior art permits.
I claim:
1. Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of soap and cyclohexanol wherebytlie amount of olein does not exceed 20 per cent and the amount of cyclohexanol does not exceed 8 per cent of the weight of the organic liquid compound. I
2. Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of a soap substituent and cyclohexanol whereby the amount of olein does not exceed 20 per cent and the amount of cyclohexanol does not exceed 8 per cent of the weight of the organic liquid compound.
3. Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of soap and a homologue of cyclohexanol whereby the amount of oleindoes not exceed 20 per cent and the amount of the homologue of cyclohexanol does not exceed 8 per cent of the weight of the organic liquid compound.
4. Method to render, water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of a soap substituent and a homologue of cyclohexanol whereby the amount of olein does not exceed 20 per cent and the amount of the homologue of cyclohexanol does not exceed 8 per cent of the weight of the organic liquid compound.
' 5.Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein anda combination of soap, a soap substituent and cyclohexanol, whereby the amount of olein does not exceed 20 per cent and the amount of cyclohexanol does not exceed 8 per cent of the weight ofthe organic liquid compound.
6. Method to render water insoluble organic liquid compounds soluble in water to an unre stricted extent by adding an agent consisting of olein and a combination of soap, a soap substituent and a homologue of cyclohexanol, whereby the amount of olein does not exceed 20 per cent and the amount of the homologue of cyclohexanol does not exceed 8 per cent of the weight of the organic liquid compound.
7. Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of soap, cyclohexonal and a homologue of cyclohexanol whereby the amount of olein does not exceed 20 per cent and the amount of the cyclohexanols together does not exceed 8 per cent of the weight of the organic liquid compound.
I 8. Method to'render water'insoluble organic liquid compounds soluble in water to an unrestricted extent by addingan agent consisting of olein and a combination of a soap substituent,
cyclohexanol and a homologue of cyclohexanol whereby the amount of olein does not exceed 20 per cent and the amount of the cyclohexanols together does not exceed 8 per cent of the weight of the organic liquid compound.
9. Method to render water insoluble organic liquid compounds soluble in water to an unrestricted extent by adding an agent consisting of olein and a combination of soap, soap substitu-
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE357128X | 1929-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1938804A true US1938804A (en) | 1933-12-12 |
Family
ID=6290488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US459251A Expired - Lifetime US1938804A (en) | 1929-06-07 | 1930-06-04 | Method of producing solvents and emulsifying agents |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US1938804A (en) |
| FR (1) | FR697102A (en) |
| GB (1) | GB357128A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2548766A (en) * | 1945-04-20 | 1951-04-10 | Turco Products Inc | Paint remover |
-
1930
- 1930-06-04 US US459251A patent/US1938804A/en not_active Expired - Lifetime
- 1930-06-05 FR FR697102D patent/FR697102A/en not_active Expired
- 1930-06-05 GB GB17373/30A patent/GB357128A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB357128A (en) | 1931-09-07 |
| FR697102A (en) | 1931-01-12 |
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