Patents Represented by Attorney James W. Adams, Jr.
  • Patent number: 4435297
    Abstract: Nitrogen-containing phosphorus-free carboxylic acid derivatives made by reaction of an acylating agent with an alkanol tertiary monoamine are described. Typically the carboxylic acylating agent is an alkyl or alkenyl succinic anhydride containing about 20 to about 500 carbon atoms in the alkyl or alkenyl group. A typical amine is diethyl ethanol amine. These derivatives are useful in incorporating oil-soluble, water-insoluble functional additives, such as metal salts of acid phosphate and thiophosphate hydrocarbyl esters, into water-based functional fluids such as water-based hydraulic fluids.
    Type: Grant
    Filed: March 4, 1982
    Date of Patent: March 6, 1984
    Assignee: The Lubrizol Corporation
    Inventor: John W. Forsberg
  • Patent number: 4409000
    Abstract: Combinations of certain hydroxy amines, particularly the "Ethomeens," and hydrocarbon-soluble carboxylic dispersants are useful as engine and carburetor detergents for normally liquid fuels. The preferred compositions are those in which the carboxylic dispersants are the reaction products of substituted succinic acids with polar compounds, especially with amines such as ethylene polyamines.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: October 11, 1983
    Assignee: The Lubrizol Corporation
    Inventor: William M. LeSuer
  • Patent number: 4400178
    Abstract: Certain polyamines are useful carburetor dispersants for liquid fuel compositions. Among the suitable polyamines are diamines which may be prepared by the Mannich reaction of certain primary or secondary amines with an aldehyde such as formaldehyde and an aliphatic nitro compound such as 2-nitropropane, followed by reduction of the nitro group.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: August 23, 1983
    Assignee: The Lubrizol Corporation
    Inventor: Donald I. Hoke
  • Patent number: 4205960
    Abstract: Condensation products made by reacting an .alpha.-hydroxyalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The total number of carbon atoms in the non-fused hydrocarbyl substituents is at least about 7 while the .alpha.hydroxyalkyl group contains from 1 to about 36 carbons and the olefinic acid or nitrile reactant usually contains 2 to about 40 carbon atoms. Products made from hydroxymethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic acid derivatives such as maleic anhydride and particularly useful. Similarly useful post-treated products can be made from these condensation products by further reaction with alcohols, amines, metal salts or metals.
    Type: Grant
    Filed: January 22, 1979
    Date of Patent: June 3, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Charles P. Bryant
  • Patent number: 4203855
    Abstract: Compositions made by reacting (I) a metal phenoxide substituted with at least one hydrocarbon-based group of at least about 30 carbon atoms with (II) a carboxylic acid reagent containing from one to about three carboxyl-based groups and a halogen-substituted hydrocarbon-based aliphatic or alicyclic group containing a halogen atom are useful as additives for lubricants and normally liquid fuels. Analogous thiophenoxide-based compositions are similarly useful. These compositions are also useful as intermediates for the preparation of other useful additive compositions through their reaction with alcohols, amino compounds, reactive and small ring heterocycles.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: May 20, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Thomas F. Steckel
  • Patent number: 4200544
    Abstract: Magnesium-containing greases, particularly useful for bearing lubrication in high-temperature environments, are prepared by heating a mixture of magnesium hydroxide, magnesium oxide, hydrated magnesium oxide or a magnesium alkoxide; a carboxylic acid, a mixture thereof with a sulfonic acid, or an ester or salt of the same; water; and a liquid solubilizing agent for the acid, ester or salt. The amount of magnesium is such as to provide a basic grease.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: April 29, 1980
    Assignee: The Lubrizol Corporation
    Inventor: John W. Forsberg
  • Patent number: 4200545
    Abstract: Disclosed are combinations of amino phenols, wherein said phenols contain a substantially saturated hydrocarbon substituent of at least 10 aliphatic carbon atoms, and one or more detergent/dispersants selected from the group consisting of (I) neutral or basic metal salts of an organic sulfur acid, phenol or carboxylic acid; (II) hydrocarbyl-substituted amines wherein the hydrocarbyl substituent is substantially aliphatic and contains at least 12 carbon atoms; (III) acylated nitrogen-containing compounds having a substituent of at least 10 aliphatic carbon atoms; and (IV) nitrogen-containing condensates of a phenol, aldehyde and amino compound. Fuels and lubricants containing such combinations as additives are particularly useful in two-cycle (two-stroke) engines.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: April 29, 1980
    Assignee: The Lubrizol Corporation
    Inventors: Donald L. Clason, John F. Pindar, Jerome M. Cohen
  • Patent number: 4194886
    Abstract: Condensation products made by reacting an alpha-haloalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The number of carbon atoms in the aromatic hydrocarbyl compound's substituents are each about 25 while the haloalkyl group contains from one to about 36 carbons. The acid or nitrile reactant usually contains three to about forty carbons. Products made from halomethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic diacid derivatives such as maleic anhydride are particularly useful. Similarly useful products can be made from these condensation products by further reacting their acid, acid derivative or nitrile groups with alcohols, polyols, monoamines, polyamines, metal salts or metals.
    Type: Grant
    Filed: February 5, 1979
    Date of Patent: March 25, 1980
    Assignee: The Lubrizol Corporation
    Inventor: David E. Ripple
  • Patent number: 4194985
    Abstract: Compositions useful as multi-purpose lubricant and functional fluid additives and as thickeners and antisag additives for resins, paints and the like are prepared by free radical polymerization of at least one ethylenically unsaturated monomer in the presence of an oil-soluble dipersant. The carboxylic dispersants are preferred, especially esters of hydrocarbon-substituted succinic acids wherein the substituent contains at least about 30 carbon atoms and the reaction products of such acids or their derivatives with amines, usually polyalkylene polyamines.
    Type: Grant
    Filed: January 14, 1974
    Date of Patent: March 25, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Lester E. Coleman
  • Patent number: 4192769
    Abstract: The anti-rust properties exhibited by the aqueous fluids described herein are provided by one or more of the rust inhibitor additive composition prepared by reacting:(A) at least one aliphatic polycarboxylic acid acylating agent characterized by the presence within its structure of an aliphatic hydrocarbyl-substituent with(B) at least one hydroxy-substituted aliphatic amine, and(C) at least one basically reacting alkali metal compound.
    Type: Grant
    Filed: May 12, 1978
    Date of Patent: March 11, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Richard W. Jahnke
  • Patent number: 4191801
    Abstract: Metal working operations, especially drawing, are facilitated by applying to the metal a composition which provides lubricity thereto and which melts within the range of about 30.degree.-100.degree. C. The composition comprises at least one neutral ester, and preferably a mixture of esters, prepared from polyalkylene glycols and saturated aliphatic alcohols having at least about 10 carbon atoms, and C.sub.12-25 aliphatic monocarboxylic acids and C.sub.4-20 aliphatic polycarboxylic acids. The preferred ester mixtures are prepared from polyethylene glycols, C.sub.14-20 predominantly straight chain alkanols, stearic acid and adipic, azelaic or sebacic acid. Optional ingredients include phosphorus acid salts and antioxidants. The composition may be applied in liquid form and solidifies on cooling to normal ambient and storage temperatures.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: March 4, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Richard W. Jahnke
  • Patent number: 4191659
    Abstract: Sulfurized compositions are prepared by the reaction, under superatmospheric pressure, of olefinic compounds with a mixture of sulfur and hydrogen sulfide in the presence of an acidic, basic or neutral catalyst, followed by removal of low boiling materials including unreacted olefin, mercaptan and monosulfide. An optional final step is removal of active sulfur; for example, by treatment with an alkali metal sulfide. The resulting sulfurized compositions are useful as lubricant additives.
    Type: Grant
    Filed: October 6, 1978
    Date of Patent: March 4, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Kirk E. Davis
  • Patent number: 4191658
    Abstract: Metal working operations, especially drawing, are facilitated by applying to the metal a composition which provides lubricity thereto and which melts within the range of about 30.degree.-100.degree. C. The composition comprises at least one ester of a carboxylic acid, with a carboxylic acid or derivative thereof, a phosphorus acid salt and an antioxidant being preferred optional ingredients. The composition may be applied in liquid form and solidifies on cooling to ambient and normal storage temperatures. Prior to application, the composition is preferably heated to a temperature higher than its melting temperature for ease of flow and uniform dispersion thereof onto the metal. In a preferred method of application, a reservoir is located beneath the composition applicator and composition is pumped therefrom to the applicator, preferably a roller coater, with excess composition being recirculated.
    Type: Grant
    Filed: May 8, 1978
    Date of Patent: March 4, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Richard W. Jahnke
  • Patent number: 4186157
    Abstract: A process for the preparation of a phosphorus-containing reaction mixture comprising at least one additive corresponding to the formula:Y.sup.a -S-Y.sup.bwherein Y.sup.a corresponds to ##STR1## and Z is ##STR2## Y.sup.b is-R.sup.8 -S-R.sup.9or-R.sup.8 -Hwhich comprises the steps of reacting(A) at least one phosphorus-containing reactant corresponding to the formula: ##STR3## with (B) at least one unsaturated aldehyde or ketone corresponding to the formula: ##STR4## with (C) at least one thiol or dithiol corresponding to the formula:HS-R.sup.8 -Hor isHS-R.sup.8 -SHwherein each R.sup.1 and R.sup.2 is independently a member selected from the group consisting of hydrocarbyl, hydrocarbyloxy and hydrocarbylmercapto of one to about 30 carbon atoms; R.sup.3 is hydrogen or hydrocarbyl of up to about 10 carbon atoms; R.sup.4 is hydrogen or lower alkyl; R.sup.5 and R.sup.6 are each independently selected from hydrogen, hydrocarbyl, hydrocarbyloxy and hydrocarbylmercapto of one to about 10 carbon atoms; R.sup.
    Type: Grant
    Filed: January 30, 1978
    Date of Patent: January 29, 1980
    Assignee: The Lubrizol Corporation
    Inventor: David E. Ripple
  • Patent number: 4186139
    Abstract: Condensation products made by reacting an alpha-hydroxyalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The total number of carbon atoms in the non-fused hydrocarbyl substituents is at least about seven while the alpha-hydroxyalkyl group contains from one to about 36 carbons and the olefinic acid or nitrile reactant usually contains two to about forty carbon atoms. Products made from hydroxymethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic acid derivatives such as maleic anhydride are particularly useful. Similarly useful post-treated products can be made from these condensation products by further reaction with alcohols, amines, metal salts or metals.
    Type: Grant
    Filed: August 11, 1978
    Date of Patent: January 29, 1980
    Assignee: The Lubrizol Corporation
    Inventor: Charles P. Bryant
  • Patent number: 4181557
    Abstract: Compositions comprising a plasticizer, preferably a polyhydroxy compound, and an N-sulfohydrocarbon-substituted acrylamide polymer, preferably a homopolymer of 2-acrylamido-2-methylpropanesulfonic acid or a salt thereof, are useful as water-activated hot melt adhesives.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: January 1, 1980
    Assignee: The Lubrizol Corporation
    Inventors: Roger H. Doggett, Henry L. Buccigross
  • Patent number: 4179449
    Abstract: Condensation products made by reacting an alpha-haloalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The number of carbon atoms in the aromatic hydrocarbyl compound's substituents are each about 25 while the haloalkyl group contains from one to about 36 carbons. The acid or nitrile reactant usually contains three to about forty carbons. Products made from halomethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic diacid derivatives such as maleic anhydride are particularly useful. Similarly useful products can be made from these condensation products by further reacting their acid, acid derivative or nitrile groups with alcohols, polyols, monoamines, polyamines, metal salts or metals.
    Type: Grant
    Filed: August 11, 1978
    Date of Patent: December 18, 1979
    Assignee: The Lubrizol Corporation
    Inventor: David E. Ripple
  • Patent number: 4176081
    Abstract: Solutions of salts, especially sodium salts, of acrylamidoalkanesulfonic acids in organic liquids such as dimethylformamide are prepared by reacting the acid with a metal salt of a weak acid (preferably a metal carbonate or bicarbonate), or a cation exchange resin in the metal salt form, in the organic liquid in the presence of a free radical polymerization inhibitor (preferably an oxygen-containing gas such as air with which the mixture is blown) until the neutralization number of the mixture to phenolphthalein is a base number or, if an acid number, is no higher than about 1.0. In a preferred embodiment of the process, the mixture is blown with air and such blowing is continued until the acid number of the system is no greater than about 1.0, after which a strongly alkaline reagent is added until the neutralization number is a base number or an acid number no higher than about 0.1.
    Type: Grant
    Filed: February 15, 1978
    Date of Patent: November 27, 1979
    Assignee: The Lubrizol Corporation
    Inventors: Donald L. Surbey, Alan C. Clark, Leonard E. Miller
  • Patent number: 4176077
    Abstract: Condensation products made by reacting an alphahaloalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The number of carbon atoms in the aromatic hydrocarbyl compound's substituents are each about 25 while the haloalkyl group contains from one to about 36 carbons. The acid or nitrile reactant usually contains three to about forty carbons. Products made from halomethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic diacid derivatives such as maleic anhydride are particularly useful. Similarly useful products can be made from these condensation products by further reacting their acid, acid derivative or nitrile groups with alcohols, polyols, monoamines, polyamines, metal salts or metals.
    Type: Grant
    Filed: April 28, 1978
    Date of Patent: November 27, 1979
    Assignee: The Lubrizol Corporation
    Inventor: David E. Ripple
  • Patent number: RE30142
    Abstract: Additives made by reaction of (A) at least one phosphorus acid compound of the formula: ##STR1## wherein each X is independently oxygen or divalent sulfur, M is hydrogen or an equivalent of metal or ammonium cation, R is a hydrogen atom or a hydrocarbyl or hydrocarbyloxy or hydrocarbyl mercapto group of about one to about 30 carbon atoms and R' is XM or R with the proviso that the total number of carbon atoms in both R and R' is at least two, with (B) at least one sulfo-containing compound of the formula: ##STR2## .[.or.]. .Iadd.and .Iaddend. ##STR3## wherein y is one or two, R.sup.3 is hydrogen or lower alkyl group, R.sup.2 is a divalent or trivalent hydrocarbyl group, R.sup.4 is a trivalent hydrocarbyl group, and Q is --OH, --OR.sup.3, --OM, an alkylene polyamine residue, or N(R.sub.3).sub.2, are novel and useful and have utility as, for example, additives for water-containing hydraulic fluids.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: November 6, 1979
    Assignee: The Lubrizol Corporation
    Inventor: William M. LeSuer