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
  • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
• • 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
  • C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
• • 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
  • C11D9/00—Compositions of detergents based essentially on soap
  • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
  • C11D9/045—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps containing substances which prevent the deterioration of soaps, e.g. light or heat stabilisers or antioxidants
• • 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
  • C11D9/00—Compositions of detergents based essentially on soap
  • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
  • C11D9/22—Organic compounds, e.g. vitamins
  • C11D9/30—Organic compounds, e.g. vitamins containing nitrogen
• • 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
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
• • 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
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
• • 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
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/18—Tall oil acids
• • 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
  • C10M2215/18—Containing nitrogen-to-nitrogen bonds, e.g. hydrazine
• • C—CHEMISTRY; METALLURGY
  • 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
  • C10N2010/00—Metal present as such or in compounds
  • C10N2010/02—Groups 1 or 11
• • C—CHEMISTRY; METALLURGY
  • 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
  • C10N2010/00—Metal present as such or in compounds
  • C10N2010/04—Groups 2 or 12
• • C—CHEMISTRY; METALLURGY
  • 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
  • C10N2010/00—Metal present as such or in compounds
  • C10N2010/06—Groups 3 or 13
• • C—CHEMISTRY; METALLURGY
  • 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
  • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
  • C10N2050/10—Semi-solids; greasy

Definitions

• This invention relates to improved compositions containing fatty acid radicals including fats, oils, soaps and soap products. More particularly, it relates to soap compositions stabilized with respect to color and odor formation by the incorporation therein of azines.
• soap compositions can be stabilized by the incorporation therein of minor amounts of azines. Effective amounts vary from about 0.05 percent to about one percent by weight of such azines.
• Suitable azines for use in the present invention can be obtained by the reaction of hydrazine with aldehydes or ketones in known ways.
• the aldehydes and ketones can be aliphatic, aromatic, alicyclic or heterocyclic.
• the ketones can contain more than one of these types or groups.
• Suitable aldazines include acetalazine, benzalazine, tetrahydrofurfuralazine, salicylalazine and cinnamalazine.
• Azines from ketones include dimethylketazine from acetone and methylbenzylketazine from methylbenzyl ketone. Mixtures of two or more azines can be used or they may be used in conjunction with other known compatible stabilizers.
• the stabilizers should not be added at a stage which will result in decomposition, leaching, or deterioration of the stabilizing agent. They are suitably incorporated in the soap compositions at any convenient step after the saponification. For example, they can be added to the neat soap as made in the kettle in the manufacture of frame soap. In the manufacture of milled soap, it is ordinarily preferable to add the stabilizer to the mixer preceding the milling together with perfume materials and coloring agents if desired. The stabilizer can also be incorporated during the crutching process. The stabilizers can be added conveniently in the form of aqueous suspensions or they can be incorporated as dry solids, preferably finely divided. Mixing subsequent to the addition of the stabilizer is suflicient to render the soap composition homogeneous.
• the soap product can subsequently be dried and formed into cakes, plates, beads or other forms as desired.
• the stabilizers are effective in soaps of various types, including laundry soaps, facial soaps and in soaps subsequently incorporated in cosmetic compositions including tooth paste, face creams and body creams.
• the stabilizers of the present invention are also effective in delaying the oxidative deterioration of fatty materials generally as well as the soaps for which they are especially suited. Minor proportions of these stabilizers are effective in fats, fatty oils and other esters of unsaturated fatty acids as Well as inks, paints, varnishes, enamels and other materials containing them.
• Example I A blend of dried pure soap stock (essentially the sodium soap of fatty acids derived from tallow) was prepared by thoroughly mixing 0.5 parts by weight of benzalazine with 99.5 parts by weight of the soap at about room temperature. The mixture was pressed into 20 gram bars under a pressure of 2000 p. s. i. g. Four test bars together with four similar bars prepared by the same procedure but omitting the benzalazine was stored in an oven at 110 C. for seven days. At the end of this period the light reflected from the surface of the blocks was measured with a Hunter reflectometer.
• Example II A blend of benzalazine and soap (essentially the sodium soap of fatty acids derived from tallow) was prepared as described in Example I using only 0.05 weight percent of benzalazine based on the soap. After the seven day heating at C., the average reflectance of four untreated soap bars was 30.5 percent of the soap bars before exposure. Four bars containing 0.05 percent of benzalazine showed an average reflectance of 52.3 percent.
• Example III Three diiferent azines were blended with a purified and dried Bradford" white soap flakes (essentially the sodium soap of fatty acids derived from tallow) to form compositions containing 0.05 weight percent of the azine. Each blend was pressed into four ZO-gram blocks at 2000 p. s. i. g. The blocks were aged in an oven at 100-110 C. for seven days. After the aging treatment the reflectance of light from the surface of each block was measured with a Hunter refiectometer and compared to an untreated soap block without an additive. The results, each an average of four tests, are shown in the following table:
• Example IV Two 50 gram samples of freshly churned, unsalted butter, one containing 0.5 weight percent of benzalazine dissolved therein, were placed in 240 milliliter glass stoppered Erlenmeyer flasks. To each flask was added a 7 centimeter circle of filter paper torn in small pieces and wetted with one milliliter of water. The flasks were stoppered and placed in an oven at 80 C. for several days. A rancid odor developed in the, untreated sample after 3, days but the stabilized sample was still sweet when the test was discontinued after 7 days.
• the anionic portion of the soap is generally derived from one or more aliphatic monocarboxylic acids containing from 12 to 18 carbon atoms, such as lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and so forth.
• the soaps suitable for use in our invention can also be derived in known manner from a wide varietyof naturally-occurring materials or derivatives thereof, including tallow, palm oil, hydrogenated marine oils such as whale oil, coconut oil, palm kernel oil, rosin, tall oil, lard, olive oil, cottonseed oil, peanut oil, soya bean oil, linseed oil and so forth.
• azines can suitably be employed for the purpose of preparing our improved soap and soapcontaining products.
• the azines can be those derived, for example, from aliphatic aldehydes, including aldehydes of the type 'RCHO- wherein R is an alkyl radical having from 2 to 12 carbon atoms, such as acetaldehyde, propionaldehyde, butyral'dehyde, isobutyraldehyde, valeraldehyde, isovaleraldehyde, caproaldehyde, enanthaldehyde, caprylaldehyde, pelargona-ldehyde, capraldehyde andlauraldehyde.
• the azineswwhich can be used in preparing our improved soap and soap-containing compositions can be derived from. aromatic aldehydes, among which are benzaldehyde, p-tolualdehyde, Y p-isopropylbenzaldehyde, ochlorobenzaldehyde, o-nitrobenzaldehyde, m-nitrobenzaldehyde, p-nitrobenzaldehyde, salicylaldehyde, anisaldehyde, vanillin, veratraldehyde, piperonal, phenylacetah. dehyde and cinnamaldehyde. Azines derived from furfural and tetrahydrofurfural can also be suitably employed.
• the azines which can be used in accordance with our invention can also be derived from a wide variety of aliphatic ketones, particularly. dialkyl ketones, including acetone, methyl ethyl ketone, methyl n-propyl ketone, methyl isopropyl ketone, diethyl ketone, methyl n-butyl ketone,.
• the azines can also'be derived from alicyclic or aromatic ketones, such as cyclopenta'none, cyclohexanone, acetophenone and benzophenone.
• Azines may also be incorporated in greases. These are commonly soap-thickened petroleum oils containing lithium, sodium, calcium, aluminum or other metal soaps of various acids including those derived from tall oil, tallow, castor oil or waste fat acids, for example.
• a soap composition containing a soap of an aliphatic monocarboxylic acid containing from 12 to 18' carbon atoms and containing as a stabilizer an azine in amount from 0.05 to 1 percent by weight, based uponthe weight of the soap.
• azine is dimethylketazine.
• composition according to claim 1' in-which the azine is salicylalazine.

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• Chemical & Material Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Wood Science & Technology (AREA)
• General Chemical & Material Sciences (AREA)
• Biochemistry (AREA)
• Detergent Compositions (AREA)
• Cosmetics (AREA)

Priority Applications (6)

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  • DE DENDAT1068411D patent/DE1068411B/de active Pending
• 1955
  • 1955-04-14 US US501436A patent/US2813112A/en not_active Expired - Lifetime
• 1956
  • 1956-04-13 GB GB11296/56A patent/GB802447A/en not_active Expired
  • 1956-04-14 FR FR1149334D patent/FR1149334A/fr not_active Expired

Non-Patent Citations (1)

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