Classifications

• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
  • C10L1/00—Liquid carbonaceous fuels
  • C10L1/10—Liquid carbonaceous fuels containing additives
  • C10L1/14—Organic compounds
  • C10L1/18—Organic compounds containing oxygen
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
  • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
  • C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
• • 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
• • 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
  • C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
• • 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
• • 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
  • C10N2040/135—Steam engines or turbines

Definitions

• fuel and lubricating oils are susceptible to deterioration by oxidation, particularly at elevated temperatures. I have found that this deterioration may be inhibited by the presence of a minor amount of an additive comprising a tris(hydroxyary1) propane compound in which the hydroXyaryl groups are attached directly by their ortho or para positions to the chain CCHCH, two of the said hydroxyaryl groups being attached to the said chain by the terminal carbon atom which is shown with a hydrogen atom attached thereto.
• an additive comprising a tris(hydroxyary1) propane compound in which the hydroXyaryl groups are attached directly by their ortho or para positions to the chain CCHCH, two of the said hydroxyaryl groups being attached to the said chain by the terminal carbon atom which is shown with a hydrogen atom attached thereto.
• the chain is preferably part of an alkyl chain which may be branched.
• the hydroxyaryl groups are preferably like monohydroxyphenyl groups, particularly alkyl substituted monohydroxyphenyl groups in which at least one ortho position is occupied by an alkyl radical.
• the additives of the present invention may be regarded as the non-resinous condensation products of an aldehyde molecule having an alpha-beta double bond and an unsubstituted alpha carbon atom, with three hydroxyaryl molecules each having a free ortho or para position relative to a hydroxy group in which the three molecules are attached by one or other of these positions as described, to the chain CCH-CH provided by the aldehyde molecule, the carbonyl carbon atom of which appears in this chain as the terminal atom shown with a hydrogen atom.
• the additives may be prepared by condensations of this kind.
• additives are preferably prepared from acrolein, crotonaldehyde or cinnamaldehyde.
• the chain in these cases is thus part of a propyl, n-butyl, or propylphenyl group.
• the additives are further preferably derived from phenols having alkyl substituents in the 3 and 6 positions relative to the hydroxy group in position 1, for example, 3,6-dimethylphenol, 3-methyl-6-ethylphenol, 3-methyl-6-tert.bntylphenol and 3-methyl-6 (alpha, alpha, gamma, gamma tetramethylbuyl) phenol, the hydroxyaryl groups in these examples thus being 1-hydroXy-3,6-dimethylphenyl,
• the additives are effective in amounts of at most 5% by weight, and are preferably present in amounts between about 0.1% and about 2% by weight. They may be incorporated in any type of fuel or lubricant oil which is susceptible to deterioration by oxidation, for example kerosene and other liquid jet engine fuels, and lubricating oils based on natural or synthetic hydrocarbons and esters.
• Table Oil Turbine oil base, viscosity centistokes at 100 F.
• Additive Methyl trist(para-3-methyl-6-tert.butylphenol)- propane Wt. percent additive in sample: Acid value Nil 0.99
• a stabilized composition of matter consisting essentially of an oil selected from the group consisting of lubricating oil and a normally liquid hydrocarbon fuel oil and a stabilizing amount of an additive of the formula:
• R is selected from the group consisting of hy drogen, lower alkyl and phenyl;
• X is 3,6-lower alkyl substituted l-hydroxyphenyl attached to the C atom in a position other than meta with respect to the hydroxy substituent; and
• Y is selected from the group consisting of hydrogen and X, one Y being hydrogen and the other Y being the same as X.
• composition according to claim 1 wherein said additive is tris(para-3-methyl-6-tert.butylphenol)butane.
• composition according to claim 1 in which the said oil is a turbine lubricating oil is a turbine lubricating oil.
• composition according to claim 1 in which the proportion of the said additive is between about 0.1% and about 2% by weight.
• composition according to claim 4 in which the said proportion is about 0.3% to about 0.5% by weight.

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• General Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Emergency Medicine (AREA)
• Lubricants (AREA)

Applications Claiming Priority (1)

Publications (1)

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Family Applications (1)

Country Status (4)

Cited By (1)

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Citations (4)

• 0
  • NL NL267240D patent/NL267240A/xx unknown
• 1960
  • 1960-07-25 GB GB25784/60A patent/GB949940A/en not_active Expired
• 1961
  • 1961-07-14 US US124020A patent/US3154492A/en not_active Expired - Lifetime
  • 1961-07-25 FR FR869005A patent/FR1304071A/fr not_active Expired

Patent Citations (4)

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