GB777811A - Improvement in the stabilization of organic materials - Google Patents
Improvement in the stabilization of organic materialsInfo
- Publication number
- GB777811A GB777811A GB26302/54A GB2630254A GB777811A GB 777811 A GB777811 A GB 777811A GB 26302/54 A GB26302/54 A GB 26302/54A GB 2630254 A GB2630254 A GB 2630254A GB 777811 A GB777811 A GB 777811A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- radical
- per cent
- weight
- antioxidants
- 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
Links
Classifications
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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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
- C11B5/0035—Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids
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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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/14—Synthetic waxes, e.g. polythene waxes
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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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
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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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/17—Fisher Tropsch reaction products
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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
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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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
- C10M2207/10—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
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/142—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/22—Acids obtained from polymerised unsaturated acids
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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
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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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- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/049—Phosphite
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
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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
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
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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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Fats And Perfumes (AREA)
Abstract
Cellulose esters, polyesters and synthetic resins such as polyethylene are stabilized by the addition of an antioxidant of the general formula <FORM:0777811/IV(a)/1> where R is a hydrogen atom, an alkyl radical of 1-20 carbon atoms, a cycloalkyl radical of 6-10 carbon atoms, an alkenyl radical of 2-10 carbon atoms, an aryl radical of 6-10 carbon atoms, an aralkyl radical of 7-20 carbon atoms or a furyl radical. Many examples of the 2 : 4 : 5-trihydroxyphenones of the above formula are given, such as those in which R is propyl-, octyl-, cyclohexyl-, propenyl-, phenyl-, xylyl-, o -phenyl-n-decyl-, and furyl-. The antioxidant may be incorporated in the ester or resin in amounts from 0.001 to 1.0 per cent by weight and may be used in conjunction with other antioxidants, such as tert.-butyl-p-hydroxy-anisole and propyl gallate, and with synergists. Cellulose ester compositions containing cellulose acetate butyrate, dibutyl sebacate and 1 per cent of either 2 : 4 : 5-trihydroxyacetophenone or 2 : 4 : 5-trihydroxybenzophenone are described. The polyester compositions described comprise polyesters derived from 4 : 41-sulphonyl-bis-(benzoic acid), succinic acid and 1 : 5-pentanediol in the molar ratio of 5 : 1 : 6 and containing 1 per cent by weight of 2 : 4 : 5-trihydroxystearophenone, and polyesters derived from azelaic acid, 4 : 41-sulphonyl-bis-(benzoic acid) and 1 : 4-butanediol in the molar ratio 3 : 2 : 5 and containing 1 per cent by weight of either 2 : 4 : 5-trihydroxybutyrophenone or 2 : 4 : 5 - trihydroxystearophenone. The stabilized polyethylene compositions described are prepared by milling the antioxidant with polyethylene to obtain final compositions containing respectively 0.01, 0.05 and 0.10 per cent by weight of the antioxidant. The antioxidants used are the 2 : 4 : 5-trihydroxy - butyro -, - caprylo-, -stearo-, and -benzo-phenones. Incorporation of these compounds in polyethylene also affects the dielectric properties of the material, the dissipation factor being reduced. Specification 777,812 [Group IV (b)], is referred to.ALSO:Carotenoid vitamins are stabilized by the addition of antioxidants of the general formula <FORM:0777811/IV(b)/1> where R represents a hydrogen atom, an alkyl radical of 1-20 carbon atoms, a cycloalkyl radical of 6-10 carbon atoms, an alkenyl radical of 2-10 carbon atoms, an aryl radical of 6-10 carbon atoms, an aralkyl radical of 7-20 carbon atoms or a furyl radical. Many examples of compounds of the above formula are given. Mixtures of the above antioxidants with other antioxidants and/or synergists may be used. 2 : 4 : 5-Trihydroxy-acetophenone is prepared by heating 1 : 2 : 4-trihydroxybenzene with acetic anhydride and a solution of zinc chloride in acetic acid. 2 : 4 : 5-Trihydroxybenzophenone is prepared by reacting 1 : 2 : 4-trihydroxybenzene with benzonitrile in the presence of zinc chloride and hydrogen chloride, or by heating 1 : 2 : 4-trihydroxybenzene in nitrobenzene with benzoyl chloride in the presence of aluminium chloride, or by heating 1 : 2 : 4-trihydroxybenzene-monobenzoate with aluminium chloride. 1 : 2 : 4 - Trihydroxybenzene-monobenzoate is prepared by warming 1 : 2 : 4-trihydroxybenzene in nitrobenzene with benzoyl chloride and aluminium chloride. Specification 777,812 is referred to.ALSO:Fats, oils and waxes, for example, fuel oils, transformer oil, essential oils such as citrus oil, tallow, mineral waxes such as paraffin wax, vegetable waxes, vegetable oils such as cottonseed oil, peanut oil and corn oil, and petroleum products such as lubricating compositions, greases and paraffin, are stabilized by the addition of antioxidants of the general formula:- <FORM:0777811/III/1> where R is a hydrogen atom, an alkyl radical of 1-20 carbon atoms, a cycloalkyl radical of 6-10 carbon atoms, an alkenyl radical of 2-10 carbon atoms, an aryl radical of 6-10 carbon atoms, an aralkyl radical of 7-20 carbon atoms or a furyl radical. Many examples of the 2:4:5-trihydroxyphenones of the above formula are given, such as those in which R is propyl-, octyl-, cyclohexyl-, propenyl-, phenyl-, xylyl-, o -phenyl-n-decyl-, and furyl-. The antioxidant may be present in amounts of from 0.001 to 1.0 per cent by weight of the fat, oil or wax and may be incorporated into such materials as cottonseed oil, peanut oil or paraffin by simple mixing or by dissolving the antioxident in a solvent such as glycerine, propylene glycol or hexane before admixture. The compounds of the above formula may be used together with known antioxidants, such as tert.-butyl-p-hydroxyanisole and propylgallate, and with synergists. Fats and oils stabilized with 0.001 to 1.0 per cent by weight of a compound of the above formula and with 0.0005 to 0.1 per cent by weight of a synergist, such as citric acid, tartaric acid, phosphoric acid, ascorbic acid or propyl gallate, are mentioned. Paraffin wax compositions containing 0.01 per cent of a compound of the above formula where R is methyl-, propyl-, isopropyl-, heptyl-, amyl-, and undecyl-, respectively, are described. Stabilized peanut oils and stabilized cottonseed oils are described which contain 0.01-0.02 per cent by weight of compounds of the above formula where R is hydrogen, methyl, phenyl, heptyl, isopropyl, heptadecyl and propenyl. Stabilized corn oils containing 0.01-0.02 per cent by weight of the compounds where R is hydrogen, methyl and phenyl are also described. Specification 777,812 (Group IV(b)) is referred to.ALSO:Oils and fats such as lard, tallow and suet, cottonseed, corn and peanut oils and essential oils such as citrus oil are stabilized by the addition of antioxidants of the general formula:- <FORM:0777811/VI/1> wherein R represents a hydrogen atom, an alkyl radical of from 1 to 20 carbon atoms, a cycloalkyl radical of from 6 to 10 carbon atoms, an alkenyl radical of from 2 to 10 carbon atoms, an aryl radical of from 6 to 10 carbon atoms, an aralkyl radical of from 7 to 20 carbon atoms or a furyl radical. Many examples of the 2:4:5 - trihydroxyphenones of the above formula are given, including those in which R is propyl-, octyl-, cyclohexyl, propenyl-, phenyl-, xylyl-, o - phenyl - n - decyl-, and furyl-. The antioxidant may be incorporated into the oil or fat by simple mixing to form a solution or dispersion of may be dissolved in solvent such as glycerol, propylene glycol or hexane before admixture with the fat or oil. Synergists such as citric acid, tartaric acid, phosphoric acid, ascorbic or propyl gallate may be used, fats and oils containing 0.001 per cent to 1.0 per cent by weight of the antioxidant and 0.0005 per cent to 0.1 per cent by weight of such synergist being mentioned. Mixtures of the antioxidants with other antioxidants such as tert. - butyl - p - hydroxyanisole and propyl gallate may be used. Lards containing 0.02 per cent by weight of antioxidants of the above general formula where R is methyl-, propyl, isopropyl-, a -ethyl-propyl-, heptyl-, a - ethyl-pentyl-, nonyl-, undecyl-, heptadecyl-, phenyl, benzyl-, cyclohexyl-, propenyl-, and furylare compared with lards containing butylated hydroxy anisole, propyl gallate, hydroquinone, 1:2:4 - trihydroxybenzene, and 2:5 - dihydroxy-aceto-, butyro-, and -benzo-phenones. Specification 777,812 [Group IV(b)] is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB26302/54A GB777811A (en) | 1954-09-10 | 1954-09-10 | Improvement in the stabilization of organic materials |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB26302/54A GB777811A (en) | 1954-09-10 | 1954-09-10 | Improvement in the stabilization of organic materials |
Publications (1)
Publication Number | Publication Date |
---|---|
GB777811A true GB777811A (en) | 1957-06-26 |
Family
ID=10241497
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26302/54A Expired GB777811A (en) | 1954-09-10 | 1954-09-10 | Improvement in the stabilization of organic materials |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB777811A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1149348B (en) * | 1957-08-29 | 1963-05-30 | Bataafsche Petroleum | Use of catechol and / or. or hydroquinone or ª ‡ -naphthol as stabilizing agents |
FR2637291A1 (en) * | 1988-09-30 | 1990-04-06 | Atochem | NOVEL COMPOSITION, ITS APPLICATION AS AN ELECTRICAL INSULATOR AND ITS MANUFACTURING METHOD |
WO2007102948A2 (en) * | 2006-02-03 | 2007-09-13 | Eastman Chemical Company | Antioxidant compositions useful in biodiesel and other fatty acid and acid ester compositions |
-
1954
- 1954-09-10 GB GB26302/54A patent/GB777811A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1149348B (en) * | 1957-08-29 | 1963-05-30 | Bataafsche Petroleum | Use of catechol and / or. or hydroquinone or ª ‡ -naphthol as stabilizing agents |
FR2637291A1 (en) * | 1988-09-30 | 1990-04-06 | Atochem | NOVEL COMPOSITION, ITS APPLICATION AS AN ELECTRICAL INSULATOR AND ITS MANUFACTURING METHOD |
EP0365380A1 (en) * | 1988-09-30 | 1990-04-25 | Elf Atochem S.A. | Composition, its use as an electric insulator and process for manufacturing same |
US5014033A (en) * | 1988-09-30 | 1991-05-07 | Atochem | Dielectric liquid compositions containing hydroxybenzaldehyde |
WO2007102948A2 (en) * | 2006-02-03 | 2007-09-13 | Eastman Chemical Company | Antioxidant compositions useful in biodiesel and other fatty acid and acid ester compositions |
WO2007102948A3 (en) * | 2006-02-03 | 2007-12-21 | Eastman Chem Co | Antioxidant compositions useful in biodiesel and other fatty acid and acid ester compositions |
US8075804B2 (en) | 2006-02-03 | 2011-12-13 | Eastman Chemical Company | Antioxidant compositions useful in biodiesel and other fatty acid and acid ester compositions |
US9422508B2 (en) | 2006-02-03 | 2016-08-23 | Eastman Chemical Company | Antioxidant compositions useful in biodiesel and other fatty acid and acid ester compositions |
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