US3423469A - Polyphenyl ether compositions - Google Patents
Polyphenyl ether compositions Download PDFInfo
- Publication number
- US3423469A US3423469A US191337A US3423469DA US3423469A US 3423469 A US3423469 A US 3423469A US 191337 A US191337 A US 191337A US 3423469D A US3423469D A US 3423469DA US 3423469 A US3423469 A US 3423469A
- Authority
- US
- United States
- Prior art keywords
- polyphenyl
- lead
- bis
- phenoxyphenoxy
- ethers
- 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
Links
Classifications
-
- 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
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
- C09K15/326—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal containing only metals
-
- 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
- C10M2201/08—Inorganic acids or salts thereof
-
- 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
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/081—Inorganic acids or salts thereof containing halogen
-
- 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
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/082—Inorganic acids or salts thereof 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/084—Inorganic acids or salts thereof containing sulfur, selenium or tellurium
-
- 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
-
- 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
-
- 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
-
- 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
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
-
- 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
-
- 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
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- 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
- C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
-
- 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
-
- 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
- C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
-
- 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
- C10M2207/146—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent 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
- C10M2207/16—Naphthenic 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
- C10M2207/18—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
- 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
-
- 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
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
-
- 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
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic 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
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic 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
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- 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
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/08—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having metal-to-carbon bonds
- C10M2227/082—Pb compounds
-
- 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
- C10N2010/08—Groups 4 or 14
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/32—Light or X-ray resistance
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
Definitions
- This invention relates to polyphenyl ether compositions having improved oxidative stability. More particularly, this invention relates to polyphenyl ethers stabilized against oxidative degradation by the incorporation therein of certain organolead compounds.
- the polyphenyl ethers are compounds known to the art. It has been proposed to use the polyphenyl ethers as gas turbine (jet) engine lubricants, as hydraulic fluids, as electronic equipment coolants, as atomic reactor coolants, as diffusion pump fluids, etc., since they possess many desirable properties such as high and low temperature stability, foam resistance and good storage stability, even where the temperatures encountered range up to 700 F. and higher. Because of their good balance of properties, the polyphenyl ethers have recently been receiving increasing consideration as lubricants for jet engines. However, as the speed and altitude of operation of jet engine-containing vehicles increases, lubrication problems also increase because of increased operating temperatures and higher bearing pressures resulting from the increased thrust needed to obtain higher speeds and altitudes. As the service conditions encountered become increasingly severe, the useful life of the polyphenyl ethers is shortened, primarily due to their deficiency in oxidative stability above 500 F.
- the useful life of a lubricant can be adjudged on the basis of many criteria, such as the extent of viscosity increase, the extent of corrosion to metal surfaces in contact with the lubricant, and the extent of deposit formation.
- Those skilled in the art have found many ways to improve lubricants and to thereby retard or prevent the effects which shorten their useful lives.
- a further object is to improve the viscosity stability of polyphenyl ether compositions.
- a still further object is to provide polyphenyl ether compositions having increased color stability.
- Examples of compounds falling within the definition above are, in (a) tetraphenyllead, triphenyllead chloride, triphenyllead fluoride, diphenyllead dichloride, diphenyllead diiodide, phenyllead trichloride, and diphenyllead dibromide; and, in (b) lead benzoate, lead vanillate, lead tetraacetate, lead acetate, lead ethylcaproate, lead ethylhexoate, lead 2-ethylhexanoate, lead naphthenate, lead octoate, lead oleate, lead oxalate, lead palmitate, lead tungstate, lead vanadate, lead salicylate, lead stearate, lead subacetate, and lead tallate.
- the phenyllead compounds of this invention can be prepared by the action of a Grignard reagent on lead chloride, and lead acid derivatives can be prepared by salt exchange, neutralization, etc., as from salts of sodium benzoate or acetate and lead chloride.
- polyphenyl ethers to which this invention pertains can be represented by the structure,
- n is a Whole number from 2 to 5.
- the preferred polyphenyl ethers are those having all of their ether linkages in the meta position, since the all-meta-linked ethers are the best suited for many applications because of their wide liquid range and high degree of thermal stability.
- mixtures of polyphenyl ethers i.e., either isomeric mixtures or mixtures of homologous ethers
- polyphenyl ethers contemplated are the bis(phenoxyphenyl)ethers, e.g.
- bis(mphenoxyphenyl)ether bis( phenoxyphenoxy)benzenes, e.g., m-bis(m-phenoxyphenoxy)benzene, m -bis(p-phenoxyhenoxy)benzene, o bis(o-phenoxyphenoxy)benzene; the bis(phenoxyphenoxyphenyl)ethers, e.g., bis[m- (mphenoxyphenoxy)phenyl]ether, bis[p (p henoxyphenoxy) phenyl] ether, m- (m-phenoxyphenoxy) (o-phenoxyphenoxyphenoxy)phenyHether, bis[p (p phenoxyphenbenzenes, e.g., m bis [m (m-phenoxyphenoxy)phenoxy] benzene, p-bis [p- (rn-phenoxyphenoxy phenoxy] benzene, m-bis[m-p-phenoxyphenoxyjbenzene.
- mixtures of the polyphenyl ethers can be used.
- mixtures of polyphenyl ethers in which the non-terminal phenylene rings i.e., those rings enclosed in the brackets in the above structural representations of the polyphenyl ethers contemplated
- a preferred polyphenyl ether mixture of this invention is the mixture of five-ring polyphenyl ethers where the non-terminal phenylene rings are linked through oxygen atoms in the metaand para-positions and composed, by weight, of 65% m-bis(m-phenoxyphenoxy) benzene, 30% m [(m phenoxyphenoxy)(p phenoxyphenoxy) jbenzene, and 5% m bis(p phenoxyphenoxy) benzene.
- Such a mixture solidifies at about lO F., whereas the three components solidify individually at temperatures above normal room temperatures.
- the aforesaid polyphenyl ethers can be obtained by the Ullmann ether synthesis which broadly relates to ether-forming reactions of, for example, alkali metal phenoxides such as sodium and potassium phenoxides with aromatic halides such as bromobenzene in the presence of a copper catalyst such as metallic copper, copper hydroxides, or copper salts.
- alkali metal phenoxides such as sodium and potassium phenoxides
- aromatic halides such as bromobenzene
- a copper catalyst such as metallic copper, copper hydroxides, or copper salts.
- the major bench scale method used for evaluating the oxidative stability of a lubricant is the Procedure given in Federal Specification 791, Method 5308.4, according to which the lubricant to be tested is heated at a specified temperature in the presence of certain metals and oxygen, and the viscosity increase of the lubricant is determined. Additionally, information as to the corrosivity of a lubricant to metals can be obtained.
- the percentage of viscosity increase was determined by taking the difference in viscosity of a composition before and after it was heated, dividing that difierence by the original viscosity, and multiplying the quotient by 100.
- the corrosivity to metals was determined by weighing the metal specimens before and after the test.
- the base stock used was composed, by Weight, of about 65% m-bis(m-phenoxyphenoxy)benzene, about 30% m-[(m-phenoxyphenoxy) (p-phenoxyphenoxyfl benzene, and about 5% m-bis(p-phenoxyphenoxy)benzene.
- organolead compound as described above. Since the amount of organolead compound added above the minimum amount mentioned has little or no effect on the degree of stabilization obtained, considerations other than stabilization have to be taken into account in selecting the quantity of organoleadcompound to be added to a particular polyphenyl ether. As a practical matter, about 5% by weight of an organolead compound is the maxi-mum amount to be used, although it is preferred to use from about 0.05% to about ⁇ 1% by Weight, since, within that range of concentrations, the amount of additive used is low enough so that solubility considerations are not limit ing, yet there is no significant difference in the degree of stabilization obtained.
- the amount of organolead compounds can be expressed as a stabilizing amount; i.e., an amount which is effective to provide an increase in the oxidative stability of the polyphenyl ether compositions contemplated.
- additives such as pour point depressants, crystallization. suppressants, viscosity index improvers, dyes, rust inhibitors and materials to improve extreme pressure properties, can be added to the compositions of this invention.
- the improved polyphenyl ether compositions of this invention can be obtained by the addition to the polyphenyl ethers of at least about 0.01% by weight of an and that it may be variously practiced Within the scope of the following claims.
- a composition comprising (a) a polyphenyl ether represented by the structural wherein n is a whole number from 2 to 5, and (b) a stabilizing amount of an organolead compound selected from the group consisting of (l) phenyllead compounds represented by the structural formula, (Ph) Pb-(X) where Ph is phenyl, X is halogen, and m is a whole number from 1 to 4, and
- a composition comprising (a) a polyphenyl ether represented by the structural formula,
- n is a whole number from 2 to 5
- composition comprising (a) a polyphenyl ether represented by the structural formula,
- composition comprising (a) a polyphenyl ether represented by the structural formula,
- R is alkyl or phenyl, and y is selected from 2 and 4.
- a composition comprising (a) a mixture of fixe-ring polyphenyl ethers wherein the non-terminal phenylene radicals are linked through oxygen in the meta-and para-positions, and
- a composition comprising (a) a mixture of five-ring polyphenyl ethers wherein the non-terminal phenylene radicals are linked through oxygen in the metaand para-positions, and
- composition comprising (a) a mixture of five-ring polyphenyl ethers having, by
- a composition comprising (a) a mixture of four-ring polyphenyl ethers, and
- a composition comprising (a) a mixture of four-ring polyphenyl ethers, and
- a composition comprising 21) bis [m-(m-phenoxyphenoxy) phenyl ether, and
- a composition comprising (a) a seven-ring polyphenyl ether, and
- a composition comprising (a) a four-ring polyphenyl ether, and
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US19133762A | 1962-04-30 | 1962-04-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3423469A true US3423469A (en) | 1969-01-21 |
Family
ID=22705075
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US191337A Expired - Lifetime US3423469A (en) | 1962-04-30 | 1962-04-30 | Polyphenyl ether compositions |
Country Status (5)
Country | Link |
---|---|
US (1) | US3423469A (fr) |
DE (1) | DE1235938B (fr) |
FR (1) | FR1356569A (fr) |
GB (1) | GB1024920A (fr) |
NL (2) | NL6616920A (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3516248A (en) * | 1968-07-02 | 1970-06-23 | Monsanto Co | Thermodynamic fluids |
US3627696A (en) * | 1969-07-09 | 1971-12-14 | Shell Oil Co | Polyphenyl ether soldering fluid |
US4857219A (en) * | 1988-05-09 | 1989-08-15 | Westinghouse Electric Corp. | Lubricating composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2280199B (en) * | 1990-08-30 | 1995-06-28 | Monsanto Co | Oxidation inhibited fluid compositions and a process for the preparation thereof |
Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2181914A (en) * | 1935-03-19 | 1939-12-05 | Standard Oil Dev Co | Oil composition containing arylated metallo-organic inhibitors |
US2307090A (en) * | 1939-12-16 | 1943-01-05 | Carbide & Carbon Chem Corp | Stabilized vinyl resins |
US2354218A (en) * | 1940-06-03 | 1944-07-25 | Indium Corp America | Operation and lubrication of mechanical apparatus |
US2679459A (en) * | 1949-08-19 | 1954-05-25 | Universal Oil Prod Co | Stabilization of organic compounds |
US2681891A (en) * | 1951-11-27 | 1954-06-22 | Texas Co | Hydraulic transmission fluid |
US2711401A (en) * | 1951-11-23 | 1955-06-21 | Ferro Corp | Stabilized chlorine containing vinyl resins |
US2720546A (en) * | 1955-10-11 | Ether preservation | ||
US2720544A (en) * | 1955-10-11 | Ether preservation | ||
US2813076A (en) * | 1953-08-11 | 1957-11-12 | Int Nickel Co | Hydrocarbon oils having improved oxidation resistance |
US2940929A (en) * | 1958-06-26 | 1960-06-14 | Shell Oil Co | High-temperature lubricants |
US3244627A (en) * | 1962-01-23 | 1966-04-05 | Monsanto Res Corp | Functional fluid compositions |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1022055A (fr) * | 1950-07-13 | 1953-02-27 | Standard Francaise Petroles | Composition d'huiles de graissage spéciales pour la lubrification de l'outillage pneumatique |
BE550174A (fr) * | 1955-08-10 | |||
NL107472C (fr) * | 1957-12-09 | |||
US3451061A (en) * | 1958-10-13 | 1969-06-17 | Monsanto Co | Functional fluid compositions |
-
0
- NL NL292095D patent/NL292095A/xx unknown
-
1962
- 1962-04-30 US US191337A patent/US3423469A/en not_active Expired - Lifetime
-
1963
- 1963-04-29 FR FR933112A patent/FR1356569A/fr not_active Expired
- 1963-04-30 GB GB16923/63A patent/GB1024920A/en not_active Expired
- 1963-04-30 DE DEM56666A patent/DE1235938B/de active Pending
-
1966
- 1966-12-01 NL NL6616920A patent/NL6616920A/xx unknown
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2720546A (en) * | 1955-10-11 | Ether preservation | ||
US2720544A (en) * | 1955-10-11 | Ether preservation | ||
US2181914A (en) * | 1935-03-19 | 1939-12-05 | Standard Oil Dev Co | Oil composition containing arylated metallo-organic inhibitors |
US2307090A (en) * | 1939-12-16 | 1943-01-05 | Carbide & Carbon Chem Corp | Stabilized vinyl resins |
US2354218A (en) * | 1940-06-03 | 1944-07-25 | Indium Corp America | Operation and lubrication of mechanical apparatus |
US2679459A (en) * | 1949-08-19 | 1954-05-25 | Universal Oil Prod Co | Stabilization of organic compounds |
US2711401A (en) * | 1951-11-23 | 1955-06-21 | Ferro Corp | Stabilized chlorine containing vinyl resins |
US2681891A (en) * | 1951-11-27 | 1954-06-22 | Texas Co | Hydraulic transmission fluid |
US2813076A (en) * | 1953-08-11 | 1957-11-12 | Int Nickel Co | Hydrocarbon oils having improved oxidation resistance |
US2940929A (en) * | 1958-06-26 | 1960-06-14 | Shell Oil Co | High-temperature lubricants |
US3244627A (en) * | 1962-01-23 | 1966-04-05 | Monsanto Res Corp | Functional fluid compositions |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3516248A (en) * | 1968-07-02 | 1970-06-23 | Monsanto Co | Thermodynamic fluids |
US3627696A (en) * | 1969-07-09 | 1971-12-14 | Shell Oil Co | Polyphenyl ether soldering fluid |
US4857219A (en) * | 1988-05-09 | 1989-08-15 | Westinghouse Electric Corp. | Lubricating composition |
Also Published As
Publication number | Publication date |
---|---|
NL292095A (fr) | |
GB1024920A (en) | 1966-04-06 |
NL6616920A (fr) | 1967-02-27 |
FR1356569A (fr) | 1964-03-27 |
DE1235938B (de) | 1967-03-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2411159A (en) | Lubricant | |
US3247111A (en) | High temperature jet lubricant | |
US3306855A (en) | Corrosion and rust inhibited poly (hexafluoropropylene oxide) oil compositions | |
US3274107A (en) | Lubricant composition containing a sulfide | |
US3245907A (en) | Polyphenyl ether compositions | |
US3244627A (en) | Functional fluid compositions | |
US4443349A (en) | Fluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups | |
US2528348A (en) | Nonflammable hydraulic fluid | |
US3423469A (en) | Polyphenyl ether compositions | |
US4210541A (en) | Stabilized hydraulic fluid composition | |
US4438007A (en) | Perfluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups | |
US3298951A (en) | Stabilized polybutene composition | |
US3492229A (en) | Functional fluid compositions | |
US2862884A (en) | Process for anhydrous calcium 12-hydroxy stearate and estolide containing grease | |
US2228658A (en) | Compounded mineral oil | |
US2566157A (en) | Triple ether lubricant | |
US3481872A (en) | Degradation resistant and non-corrosive high-temperature lubricant formulation | |
US4179389A (en) | Stabilized hydraulic fluid | |
US3360467A (en) | Functional fluid | |
US2322184A (en) | Lubricating composition | |
US3290249A (en) | Polyphenyl ether compositions useful as functional fluids | |
JPS59231093A (ja) | 機能液及び潤滑剤用の多機能添加剤 | |
US2539503A (en) | Lubricating compositions | |
US4179384A (en) | Stabilized hydraulic fluid | |
US4210542A (en) | Multicomponent stabilized hydraulic fluid |