Patents by Inventor Robert E. Malec

Robert E. Malec has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4426305
    Abstract: Lubricating oil dispersancy is synergistically improved by use of a combination of (a) a boronated hydrocarbon-substituted succinic amide/imide/ester of an oxyalkylated amine and (b) a Mannich condensation product of a hydrocarbon-substituted phenol, formaldehyde, and amine, and optionally, a fatty acid and or a boronating agent.
    Type: Grant
    Filed: June 1, 1983
    Date of Patent: January 17, 1984
    Assignee: Edwin Cooper, Inc.
    Inventor: Robert E. Malec
  • Patent number: 4374033
    Abstract: Lubricating oil properties are improved by the addition of the reaction product of an aliphatic hydrocarbon substituted succinic anhydride, an amino pyrrolidone and a boronating agent.
    Type: Grant
    Filed: June 18, 1981
    Date of Patent: February 15, 1983
    Assignee: Edwin Cooper, Inc.
    Inventor: Robert E. Malec
  • Patent number: 4278554
    Abstract: Organic material is stabilized against oxidative degradation by the addition of a small amount of an antioxidant compound or mixture of compounds containing a central segment of one to about ten divalent o-hydrocarbyl phenyl groups (e.g. o-tert-butylphenol) bonded to each other through a methylene group and having terminal 3,5-dihydrocarbyl-4-hydroxybenzyl groups at each end. They are made by first condensing o-hydrocarbyl phenol with formaldehyde and then reacting the intermediate with 2,6-dihydrocarbyl phenol and formaldehyde.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: July 14, 1981
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4248182
    Abstract: An anti-wear compression ignition fuel for use in diesel engines comprising (1) a monohydroxy alkanol having from 1 to 5 carbon atoms, and (2) a wear inhibiting amount of a C.sub.8 to C.sub.20 aliphatic monocarboxylic acid. Optionally, said fuel composition may also contain an ignition accelerator such as an organic nitrate.
    Type: Grant
    Filed: September 4, 1979
    Date of Patent: February 3, 1981
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4242099
    Abstract: An anti-wear compression ignition fuel for use in diesel engines comprising (1) a monohydroxy alkanol having from 1 to 5 carbon atoms, and (2) a wear inhibiting amount of a C.sub.12 to C.sub.30 hydrocarbyl succinic acid or anhydride, e.g. tetrapropenyl succinic acid. Optionally, said fuel composition may also contain an ignition accelerator such as an organic nitrate.It has recently been disclosed in Brazilian Patent Application No. P17700392 that alcohols, such as methanol and ethanol, can be substituted for conventional petroleum derived diesel fuels for burning in diesel engines, when used in combination with an ignition accelerator, such as ethyl nitrate or nitrite. Reportedly, the addition of alkyl nitrate or nitrite accelerators to the alcohol achieves a level of auto-ignition sufficient to operate in diesel engines.
    Type: Grant
    Filed: February 9, 1979
    Date of Patent: December 30, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4231883
    Abstract: Friction of internal combustion engines is reduced by using a lubricating oil or fuel containing an alkoxylated hydrocarbyl amine, e.g. N,N-bis(2-hydroxyethyl)oleylamine.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: November 4, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4222884
    Abstract: Organic material is stabilized against oxidative degradation by the addition of a small amount of an antioxidant compound or mixture of compounds containing a central segment of one to about ten divalent o-hydrocarbyl phenol groups (e.g. o-tert-butylphenol) bonded to each other through a methylene group and having terminal 3,5-dihydrocarbyl-4-hydroxybenzyl groups at each end. They are made by first condensing o-hydrocarbyl phenol with formaldehyde and then reacting the intermediate with 2,6-dihydrocarbyl phenol and formaldehyde.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: September 16, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4208190
    Abstract: An anti-wear compression ignition fuel for use in diesel engines comprising (1) a monohydroxy alkanol having from 1 to 5 carbon atoms, and (2) a wear inhibiting amount of a straight chain aliphatic primary amine, e.g. oleyl amine. Optionally, said fuel composition may also contain an ignition accelerator such as an organic nitrate.It has recently been disclosed in Brazilian Patent Application No. P17700392 that alcohols, such as methanol and ethanol, can be substituted for conventional petroleum derived diesel fuels for burning in diesel engines, when used in combination with an ignition accelerator, such as ethyl nitrate or nitrite. Reportedly, the addition of alkyl nitrate or nitrite accelerators to the alcohol achieves a level of auto-ignition sufficient to operate in diesel engines.
    Type: Grant
    Filed: February 9, 1979
    Date of Patent: June 17, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4204481
    Abstract: An anti-wear compression ignition fuel for use in diesel engines comprising (1) a monohydroxy alkanol having from 1 to 5 carbon atoms, and (2) a wear inhibiting amount of a fatty acid amide or ester of diethanolamine. Optionally, said fuel composition may also contain an ignition accelerator such as an organic nitrate.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: May 27, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4201684
    Abstract: Lubricating oil adapted for use as a crankcase lubricant in internal combustion engines containing a friction-reducing amount of a sulfurized fatty acid amide, ester or ester-amide of an oxyalkylated amine.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: May 6, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4198931
    Abstract: An anti-wear compression ignition fuel for use in diesel engines comprising (1) a monohydroxy alkanol having from 1 to 5 carbon atoms, and (2) a wear inhibiting amount of an N-hydroxy hydrocarbonamide, e.g. N-hydroxy oleamide. Optionally, said fuel composition may also contain an ignition accelerator such as an organic nitrate.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: April 22, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4186102
    Abstract: The reaction product of (a) high molecular weight hydrocarbon-substituted phenols, (b) aldehydes, (c) ammonia or amines having a reactive hydrogen atom, and (d) alkylene oxides are effective dispersants for lubricating oil and impart detergent properties to liquid hydrocarbon fuels such as gasoline.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: January 29, 1980
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4120803
    Abstract: Mono-alkenes, aliphatic conjugated dienes and unsaturated fatty acids or esters thereof copolymerize with a Friedel-Crafts catalyst to yield a copolymer containing carboxylic acid or ester groups which are reacted with a polyamine to amidate the carboxyl group leaving free amine groups. The free amine groups are reacted with polycarboxylic acids to form inter- and intra-molecular bridged polyamides. These compounds are effective ashless dispersants in lubricating oil and have detergency properties in distillate fuels.
    Type: Grant
    Filed: November 15, 1976
    Date of Patent: October 17, 1978
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4117011
    Abstract: The reaction product of (a) high molecular weight hydrocarbon-substituted phenols, (b) aldehydes, (c) ammonia or amines having a reactive hydrogen atom, and (d) alkylene oxides are effective dispersants for lubricating oil and impart detergent properties to liquid hydrocarbon fuels such as gasoline.
    Type: Grant
    Filed: May 6, 1974
    Date of Patent: September 26, 1978
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4108858
    Abstract: High molecular weight N-hydrocarbyl-substituted quaternary ammonium salts in which the hydrocarbyl group has a molecular weight of from about 350-3,000 such as a polybutene ammonium chloride are effective detergents and dispersants for gasoline and lubricating oils.
    Type: Grant
    Filed: October 29, 1976
    Date of Patent: August 22, 1978
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4065499
    Abstract: High molecular weight N-hydrocarbyl-substituted quaternary ammonium salts in which the hydrocarbyl group has a molecular weight of from about 350-3000 such as a polybutene ammonium chloride are effective detergents and dispersants for gasoline and lubricating oils.
    Type: Grant
    Filed: September 15, 1975
    Date of Patent: December 27, 1977
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4058468
    Abstract: A dispersant-antiwear lubricating oil additive is made by reacting a high molecular weight hydrocarbon-substituted phenol with aldehyde and ammonia or amines having a reactive hydrogen atom to form a Mannich condensation product which is reacted with an alkylene oxide and P.sub.2 S.sub.5 to form the additive.
    Type: Grant
    Filed: June 7, 1976
    Date of Patent: November 15, 1977
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4056531
    Abstract: High molecular weight N-hydrocarbyl-substituted quaternary ammonium salts in which the hydrocarbyl group has a molecular weight of from about 350-3000 such as a polybutene ammonium chloride are effective detergents and dispersants for gasoline and lubricating oils.
    Type: Grant
    Filed: September 15, 1975
    Date of Patent: November 1, 1977
    Assignee: Ethyl Corporation
    Inventor: Robert E. Malec
  • Patent number: 4025451
    Abstract: Dispersancy, wear and corrosion properties of lubricating oil are improved by addition of a product made by mixing at about 50.degree.-300.degree. C about 1-20 parts of sulfur with about 100 parts of the condensation product made by reacting a high molecular weight alkylphenol, formaldehyde and a reactive amine. Excess sulfur is preferably removed.
    Type: Grant
    Filed: June 6, 1975
    Date of Patent: May 24, 1977
    Assignee: Ethyl Corporation
    Inventors: Larry Plonsker, Robert E. Malec
  • Patent number: 3992308
    Abstract: Organic material is stabilized by addition of a sulfurized product made by heating a mixture of (a) sulfur and (b) a reaction product formed by reacting in the presence of an alkali metal hydroxide catalyst (i) a mixture of at least two different alkylphenols, each having an unsubstituted ortho and/or para position, and (ii) formaldehyde. Preferably, the reaction product is formed in the presence of a small amount of primary lower alkanol such as methanol. When added to lubricating oil the sulfurized products also impart wear and corrosion inhibiting properties.
    Type: Grant
    Filed: February 3, 1975
    Date of Patent: November 16, 1976
    Assignee: Ethyl Corporation
    Inventors: Robert E. Malec, Larry Plonsker