The Heterocyclic Compound Reactant Is A Dicarboxylic Acid Anhydride (e.g., Reaction Product Of Succinic Anhydride With A Polyamine, Etc.) Patents (Class 44/331)
  • Patent number: 6355074
    Abstract: Hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid, anhydrides or esters, e.g. polyisobutenyl succinic anhydride, preferably made by reacting polymer of C2 to C10 monoolefin, preferably polyisobutylene, having a molecular weight of about 1500 to 5,000, preferably with a C4 to C10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 1.05 to 1.25 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting materials are useful per se as oil additives, or may be further reacted with amines, alcohols, amino alcohols, boric acid, etc. to form dispersants.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: March 12, 2002
    Assignee: Exxon Chemical Patents INC
    Inventors: Jacob Emert, Robert D. Lundberg, Malcolm Waddoups
  • Patent number: 6299655
    Abstract: Diesel fuel oil compositions comprising high molecular weight, high total base number nitrogen containing dispersants provide exceptional diesel fuel injector cleanliness.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: October 9, 2001
    Assignee: The Lubrizol Corporation
    Inventors: Thomas F. Steckel, Daniel T. Daly
  • Patent number: 6280485
    Abstract: This invention relates to an emulsified water-blended fuel composition comprising: (A) a hydrocarbon boiling in the gasoline or diesel range; (B) water; (C) a minor emulsifying amount of at least one fuel-soluble salt made by reacting (C)(I) at least one acylating agent having about 16 to 500 carbon atoms with (C)(II) ammonia and/or at least one amine; and (D) about 0.001 to about 15% by weight of the water-blended fuel composition of a water soluble, ashless, halogen-, boron-, and phosphorus-free, amine salt, distinct from component (C). In one embodiment, the composition further comprises (E) at least one cosurfactant distinct from component (C); in one embodiment, (F) at least one organic cetane improver; and in one embodiment, (G) at least one antifreeze. The invention also relates to a method for fueling an internal combustion engine comprising fueling said engine with the composition of the present invention.
    Type: Grant
    Filed: September 7, 1999
    Date of Patent: August 28, 2001
    Assignee: The Lubrizol Corporation
    Inventors: Daniel T. Daly, John J. Mullay, Elizabeth A. Schiferl, Deborah A. Langer, David L. Westfall, Harshida Dave, Brian B. Filippini, William D. Abraham
  • Patent number: 6248702
    Abstract: The invention provides dispersants and dispersant viscosity index improvers which include polymers of conjugated dienes which have been hydrogenated, functionalized, optionally modified, and post treated. The dispersant substances include a copolymer of two different conjugated dienes and an aryl-substituted olefin. The polymers are selectively hydrogenated to produce polymers which have highly controlled amounts of unsaturation, permitting highly selective functionalization. Also provided are lubricant fluids, such as mineral and synthetic oils, which have been modified in their dispersancy and/or viscometric properties by means of the dispersant substances of the invention. Also provided are methods of modifying the dispersancy and/or viscometric properties of lubricating fluids such as mineral and synthetic lubricating oils. The dispersant substances may also include a carrier fluid to provide dispersant concentrates.
    Type: Grant
    Filed: November 30, 1998
    Date of Patent: June 19, 2001
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, John E. Marlin, II, Demetreos N. Matthews
  • Patent number: 6224642
    Abstract: This invention relates to a composition, comprising: (A) a compound represented by the formula RO(C4H8O)nCH2CH2CH2NH2  (I) wherein in formula (I), R is an aliphatic hydrocarbyl group of about 8 to about 30 carbon atoms, an n is a number in the range of about 12 to about 30; and (B) a compound selected from the group consisting of: a fatty acid; a fatty acid amide; a fatty acid ester; an amide, imide or ester derived from a hydrocarbyl substituted succinic acid or anhydride wherein the hydrocarbyl substituent has about 8 to about 30 carbon atoms; an alkoxylated amine, and mixtures of two or more thereof. The invention also relates to concentrates and fuels containing the foregoing composition.
    Type: Grant
    Filed: November 23, 1999
    Date of Patent: May 1, 2001
    Assignee: The Lubrizol Corporation
    Inventors: Daniel T. Daly, Paul E. Adams, Mitchell M. Jackson
  • Patent number: 6197075
    Abstract: An overbased magnesium composition deposit control additive for residual fuel oils and turbine fuels is an overbased magnesium sulfonate, carboxylate or phenate or mixtures thereof containing at least 14% and upwards to about 18% by weight of magnesium and containing a succinic anhydride and lower carboxylic acid co-promoter reaction product. The additive when added to fuel oils, such as residual fuel oils containing high asphaltenes, reduces, if not eliminates, magnesium/asphaltene deposits or sediment and the consequential plugging of filters. The additive also reduces, if not eliminates, vanadium caused corrosion in the turbine. The invention is also the process for preparing the overbased composition or deposit control additive, wherein the overbasing reaction incorporates the combination of a lower carboxylic acid, preferably acetic acid and a succinic anhydride, preferably dodecenyl succinic anhydride (DDSA), as the co-promoter.
    Type: Grant
    Filed: April 2, 1998
    Date of Patent: March 6, 2001
    Assignee: Crompton Corporation
    Inventors: Ronald J. Muir, Theo I. Eliades
  • Patent number: 6165235
    Abstract: Polyolefin substituted carboxylic acylating agents having reduced chlorine content of less than 2,000 ppm and a degree of succination of 1.1-2 have been made from polyisobutylene, chlorine and maleic anhydride. The acylating agents are further reacted with amines and/or alcohols to form dispersants having reduced chlorine content.
    Type: Grant
    Filed: August 26, 1997
    Date of Patent: December 26, 2000
    Assignee: The Lubrizol Corporation
    Inventors: Christopher J. Kolp, Paul A. Lewis, Jeffry G. Dietz
  • Patent number: 6146431
    Abstract: A polysuccinimide composition is prepared by reacting a mixture of an alkenyl or alkylsuccinic acid derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions. The alkenyl or alkyl substituent of the alkenyl or alkylsuccinic acid derivative has a Mn of from 140 to 3000. The unsaturated acidic reagent copolymer has an average degree of polymerization of from 2 to 20, and is a copolymer of an unsaturated acidic reagent and an olefin having a Mn of at least 1000. The polyamine has at least three nitrogen atoms and has from 4 to 20 carbon atoms.
    Type: Grant
    Filed: December 23, 1999
    Date of Patent: November 14, 2000
    Assignee: Chevron Chemical Company LLC
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 6107450
    Abstract: A succinimide composition is prepared by reacting a mixture of a polyalkenyl derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions. The polyalkenyl derivative is produced by reacting an unsaturated acidic reagent with a polyalkene in the presence of a strong acid. The unsaturated acidic reagent copolymer is a copolymer of an unsaturated acidic reagent and an olefin.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: August 22, 2000
    Assignee: Chevron Chemical Company LLC
    Inventors: James J. Harrison, Anatoli Onopchenko, William R. Ruhe, Jr.
  • Patent number: 6083287
    Abstract: The invention concerns a detergent and anti-corrosive additive for engine fuels, in particular gas oil, containing amide or imide functions characterised in that it is obtained by mixing wt. 60 to 90% of a compound A consisting of at least one carboxylic polyalkenyl, diacid or anhydride, of average molecular mass between 200 and 3000, wt. 0.1 to 10% of a compound B consisting of at least one carboxylic compound, monoacid or anhydride, containing 1 to 6 carbon atoms per chain and 10 to 30% of a compound C consisting of at least one primary polyamine of general formula H.sub.2 N--[--(CHR.sub.1 --(CH.sub.2).sub.p --CHR.sub.2).sub.n --NH].sub.m --H, the mol ratios A/B/C corresponding to 1/(0.1 to 1)/(1 to 3), A/B/C never being 1/1/1.
    Type: Grant
    Filed: June 16, 1999
    Date of Patent: July 4, 2000
    Assignee: Elf Antar France
    Inventors: Laurent Germanaud, Guy Raoult, Daniele Eber
  • Patent number: 6070558
    Abstract: This invention relates to a process for reducing liner lacquering in a marine diesel engine operating on a marine diesel fuel having a temperature for a 90% volume recovery during distillation greater than 420.degree. C. and an aromatics content greater than 25%, a saturates content less than 60% and an olefins content less than 3%, and being of a quality capable of giving rise to liner lacquering. The process comprises adding to the fuel a liner lacquering reducing amount of a fuel-soluble composition comprising: (A) at least one diesel detergent; and (B) at least one cetane improver. The invention also relates to marine diesel fuels containing components (A) and (B).
    Type: Grant
    Filed: April 23, 1997
    Date of Patent: June 6, 2000
    Assignee: The Lubrizol Corporation
    Inventors: Robert William Allen, Michael James Attfield
  • Patent number: 5925151
    Abstract: A detergent additive composition for diesel fuel contains a low molecular weight polyisobutylene monosuccinimide of polyethylene polyamine in an aromatic hydrocarbon diluent. The detergent additive composition may be used to remove or prevent engine deposits and their corrosive effects.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: July 20, 1999
    Assignee: Texaco Inc
    Inventors: Elaine C. DeCanio, Sheldon Herbstman, Benjamin J. Kaufman, Brian L. Papke
  • Patent number: 5912190
    Abstract: A process of improving the combustion of fuel and/or improving the oxidation of carbonaceous products derived from the combustion or pyrolysis of fuel is described. The process comprises adding to the fuel before the combustion thereof a composition comprising a mixture of organo-metallic complexes, characterised in that the organo-metallic complexes only consist of Group I and Group II organo-metallic complexes and wherein the composition comprises at least one Group I organo-metallic complex and at least one Group II organo-metallic complex.
    Type: Grant
    Filed: February 2, 1998
    Date of Patent: June 15, 1999
    Assignee: The Associated Octel Company Limited
    Inventors: Donald Barr, Stephen L. Cook, Paul J. Richards, Maurice W. Rush
  • Patent number: 5871554
    Abstract: Novel polymers comprising polyolefin-substituted amines grafted with aromatic N-containing monomers such as aniline, have been found to provide oil soluble polymers having dispersant and antioxidant properties in oleaginous compositions, including fuel and lubricating oils. The polymers of this invention are further useful in electrical applications. These materials are formed by a process which comprises: (a) contacting an amine compound having at least two reactive nitrogen moieties with at least one long chain hydrocarbon-substituted reactant in an amount and under conditions sufficient to form a N-containing polymer adduct containing reactive amine groups, and (b) contacting the N-containing polymer adduct with at least one aromatic N-containing monomer under polymerization conditions to graft said N-containing polymer adduct with aromatic N-containing polymer segments.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: February 16, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Abhimanyu Onkar Patil, Robert Dean Lundberg, Antonio Gutierrez
  • Patent number: 5853434
    Abstract: A succinimide composition is prepared by reacting a mixture of an alkenyl or alkylsuccinic acid derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions. The alkenyl or alkyl substituent of the alkenyl or alkylsuccinic acid derivative has a Mn of from 1000 to 5000. The unsaturated acidic reagent copolymer is a copolymer of an unsaturated acidic reagent and an alkylene group. That alkylene group can be an .alpha.-olefin having 8 to 42 carbon atoms, a polyalkylene having from 8 to 28 carbon atoms, ethylene, styrene, 1,3-butadiene, vinyl alkyl ether having at least 3 carbon atoms, or vinyl alkanoate having at least 4 carbon atoms. The polyamine has at least three nitrogen atoms and 4 to 20 carbon atoms. The mixture contains from 0.5 to 10 equivalents of the alkenyl or alkylsuccinic acid derivative per equivalent of unsaturated acidic reagent copolymer and from 0.4 to 1.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: December 29, 1998
    Assignee: Chevron Chemical Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5849047
    Abstract: This invention concerns the utilization of polymeric compounds generated from Mannich base macromonomers as lubricant oil and fuel additives or intermediates to such additives. Requisite macromonomers are generated via Mannich reaction of high molecular weight alkyl phenols and unsaturated amines. Homopolymers of the Mannich base macromonomers or copolymers with activated unsaturated monomers, such as maleic anhydride, are of particular interest as crankcase dispersants. For example, functionalization of Mannich base macromonomer/maleic anhydride copolymers with amines affords effective crankcase dispersants. Such polymeric dispersants are designed to impart superior sludge protection and improved viscometrics to lubricant oils.
    Type: Grant
    Filed: November 1, 1996
    Date of Patent: December 15, 1998
    Assignee: Ethyl Corporation
    Inventors: Daniel Y. F. Yu, Carl A. Mike
  • Patent number: 5814111
    Abstract: The present invention provides a gasoline composition comprising a major amount of a gasoline suitable for use in spark-ignition engines, a minor amount of a polyalphaolefin having a viscosity at 100.degree. C. from about 2.times.10.sup.-6 m.sup.2 /s to about 2.times.10.sup.-5 m.sup.2 /s (2 to 20 centistokes), being a hydrogenated oligomer containing from 18 carbon atoms to 80 carbon atoms derived from at least one alphaolefinic monomer containing from 8 carbon atoms to 16 carbon atoms, and a minor amount of a polyoxyalkylene compound selected from glycols, mono- and diethers thereof, having number average molecular weight (M.sub.n) from about 400 to about 3000, the weight ratio of polyalphaolefin:polyoxyalkylene compound being from about 1:10 to about 10:1 and a concentrate for the preparation of such gasoline compositions.
    Type: Grant
    Filed: August 6, 1996
    Date of Patent: September 29, 1998
    Assignee: Shell Oil Company
    Inventors: Joseph Graham, Cornelis Van Es
  • Patent number: 5788722
    Abstract: Hydrocarbyl substituted C.sub.4 to C.sub.10 monounsaturated dicarboxylic acid, anhydrides or esters, e.g. polyisobutenyl succinic anhydride, preferably made by reacting polymer of C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a molecular weight of about 700 to 1200, preferably with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 1.2 to 2.0 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting materials may be further reacted with amines, alcohols, amino alcohols, boric acid, etc. to form dispersants.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: August 4, 1998
    Assignee: Exxon Chemical Patents Inc
    Inventors: Jack Emert, Robert Dean Lundberg
  • Patent number: 5725610
    Abstract: Additive composition enhancing the low temperature operability of average distillates beyond -20.degree. C. comprising at least 40% by weight of a composition consisting of: i) from 60 to 94% by weight of an antisedimentation additive resulting from the reaction of at least one aliphatic dicarboxylic compound and one polyamine of general formula (II) wherein R is a saturated aliphatic radical comprising from 1 to 32 carbon atoms, n is 2-4 and m is 1-4; and ii) 6-40 % by weight of a dispersing-stabilizing additive having a molecular weight varying from 15000 to 50000 resulting from the esterification reaction of a linear alcohol having from 6 to 24 atoms with an organic acid such as maleic acid and its halides, the ester obtained being polymerized with itself or a copolymerizing compound selected from aliphatic dicarboxylic compounds.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: March 10, 1998
    Assignees: Elf Antar France, Henkel Kommanditgesellschaft Auf Aktien
    Inventors: Despina Vassilakis, Robert Leger, Nathalie Cerqueda, Wolfgang Ritter, Thomas Reichert, Stephan von Tapavicza
  • Patent number: 5716912
    Abstract: A succinimide composition is prepared by reacting a mixture of an alkenyl or alkylsuccinic acid derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions; then treating the reaction product with either a cyclic carbonate or a linear mono- or polycarbonate or boron compound under reactive conditions. The alkenyl or alkyl substituent of the alkenyl or alkylsuccinic acid derivative has a Mn of from 1800 to 3000. The unsaturated acidic reagent copolymer has a Mn of from 2000 to 4800, and is a copolymer of an unsaturated acidic reagent and an olefin having an average of from 14 to 30 carbon atoms. The polyamine has at least three nitrogen atoms and 4 to 20 carbon atoms. The mixture contains from 1.5 to 10 equivalents of the alkenyl or alkylsuccinic acid derivative per equivalent of unsaturated acidic reagent copolymer and from 0.4 to 1.0 moles of polyamine per equivalent of alkenyl or alkylsuccinic acid derivative plus unsaturated acidic reagent copolymer.
    Type: Grant
    Filed: April 9, 1996
    Date of Patent: February 10, 1998
    Assignee: Chevron Chemical Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5705603
    Abstract: The invention relates to reaction products of polyetheramines with polymers containing dicarboxylic anhydride groups, which contain 20-80, preferably 40-60, mol % of bivalent structural units A and/or C and, if required, B ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are hydrogen or methyl,a and b are equal to zero or one and a+b is equal to one,Y is X or NRR.sup.3,X is --OH, --O--C.sub.1-30 -alkyl, NR.sup.3 R.sup.4 or --O.sup..crclbar. N.sup..sym. R.sup.3 R.sup.4,R.sup.3 and R.sup.4, independently of one another, are hydrogen, C.sub.6 -C.sub.40 -alkyl or R,R is ##STR2## with the proviso that at least 1 mol % of the anhydride groups bonded to the polymer have reacted with a polyetheramine,Z is C.sub.2 -C.sub.4 -alkyl,n is a number from 1 to 1000,R.sup.5 is hydrogen, C.sub.1 -C.sub.30 -alkyl, C.sub.5 -C.sub.12 -cycloalkyl or C.sub.6 -C.sub.30 -aryl andR.sup.6 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: June 22, 1995
    Date of Patent: January 6, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Matthias Krull, Michael Feustel, Erdmann Mielcke
  • Patent number: 5616153
    Abstract: A novel copolymer of an unsaturated acidic reactant and an atactic vinyl terminated propene polymer (VTPP) and its use in preparation of fuel and lubricant additives is taught. The VTPP has a major amount of polymer chains containing terminal vinyl unsaturation, a number average molecular weight of at least 500, and comprises at least 70 weight per cent propene and 0 to 30 weight per cent of at least one olefin selected from the group consisting of C.sub.2 and C.sub.4 to C.sub.10 olefins. The unsaturated acidic reactant comprises at least one unsaturated C.sub.4 to C.sub.10 carboxylic or dicarboxylic acid or anhydride. An oil soluble dispersant additive of the invention useful in oleaginous compositions is prepared by contacting the atactic VTPP copolymer with at least one nucleophilic reagent selected from the group consisting of amines, alcohols, metal reactants and mixtures thereof under conditions effective to form adducts of the nucleophilic reagent with the copolymer.
    Type: Grant
    Filed: October 3, 1995
    Date of Patent: April 1, 1997
    Assignee: Ethyl Corporation
    Inventors: Carl A. Mike, Joseph J. Valcho, Daniel Yuan-Fu Yu
  • Patent number: 5588973
    Abstract: A fuel composition which comprises a major amount of a liquid hydrocarbon fuel and, in an amount to provide detergency, a polyisobutene (PIB) succinimide derived from the reaction of a polyisobutene--substituted succinic acylating agent and an amine having at least one reactive hydrogen bonded to an amine nitrogen is characterised in that the polyisobutene--substituted succinic acylating agent is obtained by a thermal route and the polyisobutene substituent is derived from a highly reactive polyisobutene ie having a high proportion of vinylidene groups --CH.sub.2 CMe.dbd.CH.sub.2. The PIB-substituted succinic acylating agent is preferably obtained by the thermal reaction of the highly reactive polyisobutene with a succinic acylating agent e.g. maleic anhydride.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 31, 1996
    Assignee: BP Chemicals Limited
    Inventors: John R. Blackborow, Michael J. Clarke
  • Patent number: 5522906
    Abstract: A gasoline composition comprising (a) gasoline, (b) a deposit inhibitor or a detergent containing a basic nitrogen atom, (c) a carrier oil, and (d) one or more compounds selected from the group consisting of an ester of a fatty acid and an alkylene oxide addition compound to bisphenol, a compound obtained by the ester exchange reaction of an alcohol and a triglyceride-type fat or oil, an aliphatic or aromatic carboxylic acid, a metal salt of an aliphatic or aromatic carboxylic acid, an ester of an aliphatic or aromatic carboxylic acid and an alcohol, and an ester of boric acid. The composition has superior heat resistance and is excellent in removing deposits in the fuel intake systems and in keeping the systems clean.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: June 4, 1996
    Assignee: Kao Corporation
    Inventors: Jiro Hashimoto, Shogo Nomoto, Hitoshi Funada
  • Patent number: 5516341
    Abstract: Organic triazole-derived carboxylic acid-esters, and ester-amide-amine salts have been found to be effective antiwear additives for lubricants and are highly useful in fuels.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: May 14, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Liehpao O. Farng, Andrew G. Horodysky, Ronald J. Poole, John R. Donofrio
  • Patent number: 5496382
    Abstract: Reaction products of hydrocarbylsuccinic anhydrides, hydroxyl-containing amines and triazoles have been found to be effective antirust, antioxidant, anti-corrosion, antiwear, dispersant/detergent and thermal color stabilizing additives.
    Type: Grant
    Filed: September 14, 1994
    Date of Patent: March 5, 1996
    Assignee: Mobil Oil Corporation
    Inventors: David A. Blain, Andrew G. Horodysky, Ronald J. Poole, Shi-Ming Wu
  • Patent number: 5492544
    Abstract: Tolyltriazole derived esters of tri, tetra, and poly carboxylic acids or an acid generating compound have been found to be effective lubricity additives for lube oils, greases, or distillate fuels.
    Type: Grant
    Filed: June 29, 1994
    Date of Patent: February 20, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Liehpao O. Farng, Andrew G. Horodysky, Lloyd A. Nelson
  • Patent number: 5492545
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and combinations of two or more different aminoalcohols with long-chain hydrocarbyl groups attached.
    Type: Grant
    Filed: August 15, 1994
    Date of Patent: February 20, 1996
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
  • Patent number: 5490863
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and aminoalcohols and amines with long-chain hydrocarbyl groups attached.
    Type: Grant
    Filed: August 15, 1994
    Date of Patent: February 13, 1996
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
  • Patent number: 5482519
    Abstract: A material useful as a dispersant additive in oleaginous compositions selected from fuels and lubricating oils comprising the reaction products of:(i) at least one intermediate adduct comprised of the reaction products of(a) at least one polyepoxide, and(b) at least one member selected from the group consisting of polyamines, polyols, and amino alcohols; and(ii) at least one of (a) hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid producing material; (b) an aldehyde and a hydrocarbyl substituted hydroxy aromatic compound; or (c) an aldehyde and the reaction product of a hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid or anhydride and an amine substituted hydroxy aromatic compound.Also included is a process for preparing said material and an oleaginous composition containing said material.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: January 9, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 5456731
    Abstract: Reaction products of hydrocarbylcarboxylic anhydrides and aminoalkanols can provide effective antiwear, antirust, and corrosion-inhibiting properties in lubricant and fuel applications.
    Type: Grant
    Filed: June 29, 1994
    Date of Patent: October 10, 1995
    Assignee: Mobil Oil Corporation
    Inventors: David A. Blain, Robert H. Davis, Andrew G. Horodysky, Shi-Ming Wu
  • Patent number: 5445657
    Abstract: Chlorine-free polyfunctional polyisobutenes are described that can be modified by amines, alcohols and/or amino alcohols to result in additives that can be used in the petroleum field in particular in fuels and engine lubricants.They are prepared by radical terpolymerization of isobutene, maleic anhydride and polyisobutene having an average content of "exo" end double bonds of at least 50%.
    Type: Grant
    Filed: June 16, 1994
    Date of Patent: August 29, 1995
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Pierre Durand, Daniel Binet, Patrick Gateau, Roger Bregent
  • Patent number: 5435812
    Abstract: Reaction products, in which aromatic acid bis(polyether ester) is added to succinimides, are effective antioxidants, dispersants, and detergents for fuels and lubricants.
    Type: Grant
    Filed: July 19, 1992
    Date of Patent: July 25, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Guy P. Abramo, David A. Blain, Angeline B. Cardis
  • Patent number: 5433755
    Abstract: Additive formulation for engine fuels incorporating at least one constituent (A) and at least one constituent (B), constituent(A) consisting of at least one composition incorporating products resulting from the reaction of at least one dicarboxylic compound(D), whose carboxylic functions are separated by at the most eight carbon atoms, with at least one polyoxyalkylene glycol or glycol mono-ether (E) of general formula (I):R.sup.1 --O--(R.sup.2 --O).sub.n --H,in which R.sup.1 represents a hydrocarbon group having 1 to 30 carbon atoms, R.sup.2 represents a divalent hydrocarbon group having 2 to 6 carbon atoms and n is a number from 1 to 60; and constituent (B) consisting of at least one detergent-dispersant product. This formulation preferably also comprises a constituent (C) chosen from within the group formed by mineral or synthetic lubricating oils and polyglycols soluble in the fuel.
    Type: Grant
    Filed: August 31, 1992
    Date of Patent: July 18, 1995
    Assignees: Institut Francais du Petrole, Elf France
    Inventors: Philippe Mulard, Yvan Labruyere, Alain Forestiere, Roger Bregent
  • Patent number: 5411559
    Abstract: A product formed by reacting at least one acyclic hydrocarbyl substituted succinic acylating agent such as polyisobutenyl succinic anhydride with at least one N-(alkoxyalkyl)alkanediamine such as N-(isodecyloxypropyl)-1,3-diaminopropane is effective as a detergent-dispersant for liquid fuels and oleaginous liquids.
    Type: Grant
    Filed: May 3, 1991
    Date of Patent: May 2, 1995
    Assignee: Ethyl Corporation
    Inventor: Dennis J. Malfer
  • Patent number: 5385588
    Abstract: This invention relates to a method for enhancing an additive concentrate package so as to improve its shelf-life stability comprising forming an additive concentrate containing (i) a major amount of detergent/dispersant and (ii) a minor amount of demulsifier; and admixing a solvent stabilizer composition with said additive concentrate in an amount sufficient to improve the shelf-life stability of the additive concentrate package.
    Type: Grant
    Filed: October 21, 1993
    Date of Patent: January 31, 1995
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventors: Timothy J. Brennan, Lawrence J. Cunningham
  • Patent number: 5366518
    Abstract: A motor fuel additive composition comprising the imide reaction product of a hydrocarbyl-substituted dibasic acid anhydride and a random backbone polyoxyalkylene diamine having the formula: ##STR1## in which R' represents hydrogen or an alkyl radical having from 1 to 2 carbon atoms and the random backbone polyoxyalkylene radical consists of from about 5 to 65 weight percent of ethylene oxide and n has a value from 5 to 200 and a haze and emulsion resistant and ORI-inhibited motor fuel composition is provided.
    Type: Grant
    Filed: December 23, 1991
    Date of Patent: November 22, 1994
    Assignee: Texaco Inc.
    Inventors: Thomas F. DeRosa, Joseph M. Russo, Rodney L. Sung, Benjamin J. Kaufman
  • Patent number: 5314510
    Abstract: Aerobic fungal growth in hydrocarbons contaminated with water is prevented by addition thereto of an additive comprising boron and a hydrocarbyl-substituted succinimide in which the hydrocarbyl substituent is of a size sufficient to impart hydrocarbon solubility.
    Type: Grant
    Filed: February 8, 1993
    Date of Patent: May 24, 1994
    Assignee: BP Chemicals (Additives) Limited
    Inventors: Leif Hammer, Benny Smith
  • Patent number: 5284493
    Abstract: The reaction products of (1) anhydrides and/or poly-acids and (2) aminoalcohols or aminoalcohols/amides with long chain hydrocarbyl groups attached improve the low-temperature properties of distillate fuel when added thereto.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: February 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • Patent number: 5279626
    Abstract: This invention relates to a method for enhancing a fuel additive package so as to improve the shelf-life of the package comprising forming a fuel additive package containing (i) a major amount of detergent/dispersant and (ii) a minor amount of demulsifier; and admixing a solvent stabilizer composition with said additive package in an amount sufficient to improve the shelf-life of the fuel additive package.
    Type: Grant
    Filed: June 2, 1992
    Date of Patent: January 18, 1994
    Assignee: Ethyl Petroleum Additives Inc.
    Inventors: Lawrence J. Cunningham, Tim Brennan
  • Patent number: 5266081
    Abstract: A fuel additive is the reaction product of an intermediate reaction product of a hydrocarbon-substituted succinic anhydride and an aminosalicylic acid, preferably a 4-aminosalicylic acid. The intermediate is reacted with an aldehyde, preferably formaldehyde and an alkylenepolyamine preferably tetraethylenepentamine. The reaction product is post reacted with a hydrocarbon-substituted succinic anhydride which can be the same or different as the hydrocarbon-substituted succinic anhydride of the intermediate. The additive has dispersant and detergent properties and is effective in liquid hydrocarbon or liquid oxygenated fuels or mixtures of the said fuels.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: November 30, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Noyes L. Avery, Angeline B. Cardis, James V. DeFrancesco, Virginia C. Wiszniewski
  • Patent number: 5266186
    Abstract: The present invention provides a method for inhibiting fouling deposits in refinery processing equipment caused by the heat treatment of hydrocarbon feedstocks. The deposits are inhibited by adding to the feedstock an effective amount of an iron sulfide dispersant prepared in accordance with this invention. The dispersants comprise polyimides which are prepared by reacting fatty amines with maleic anhydride/alpha-olefin copolymers.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: November 30, 1993
    Assignee: Nalco Chemical Company
    Inventor: Morris Kaplan
  • Patent number: 5264004
    Abstract: An ashless detergent additive having antioxidant and metal surface protection properties for lubricants or fuels is made from a Mannich condensation reaction between a hydrocarbylbissuccinimide, such as a dimer of a polyisobutenylsuccinimide (derived from tetraethylenepentamine), an aldehyde, such as formaldehyde, and a heteroatom substituted benzoic acid such as salicylic acid, thiosalicylic acid or aminosalicylic acid.
    Type: Grant
    Filed: August 21, 1992
    Date of Patent: November 23, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Angeline B. Cardis, Arjun K. Goyal, Carl E. Shanholtz, Virginia C. Wiszniewski
  • Patent number: 5238466
    Abstract: The present invention is directed to a fuel additive comprising at least one adduct of (A) a polyolefin of 300 to 10,000 number average molecular weight substituted with at least 0.3 (e.g., from about 1 to 4) mono- or dicarboxylic acid producing moieties (preferably acid or anhydride moieties) per polyolefin molecule, (B) an amido-amine or thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR1## wherein X is sulfur or oxygen, Y is --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5) , and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: August 24, 1993
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 5217502
    Abstract: Quaternary ammonium salt derived thiadiazoles provide multifunctional antioxidant/antiwear characteristics to fuels.
    Type: Grant
    Filed: June 23, 1992
    Date of Patent: June 8, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Shih-Ying Hsu, Andrew G. Horodysky
  • Patent number: 5160349
    Abstract: A fuel composition contains an antiwear additive comprising the reaction product of heterocyclic compound having antiwear activity such as a triazole e.g. benzotriazole, tolyltriazole, and a copolymer with succinic anhydride moiety, such as an olefin/maleic anhydride copolymer.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: November 3, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Angeline B. Cardis, Carl E. Shanholtz
  • Patent number: 5156654
    Abstract: An additive for fuels and lubricating oils with detergent, dispersant and anti-rust properties is described, consisting essentially of the product of condensing a mixture of alkenylsuccinic acids or anhydrides of formula (I) ##STR1## where m and n, mutually independently, represent 0 or a whole number between 1 and 10 and are such that their sum is 9 or 10, and >R is >O or (--OH, --OH), with triethylenetetramine of formula (II)H.sub.2 N--(CH.sub.2 --CH.sub.2 --NH).sub.3 --H (II).
    Type: Grant
    Filed: April 10, 1990
    Date of Patent: October 20, 1992
    Assignee: AGIP Petroli S.p.A.
    Inventors: Paolo Koch, Fulvio Giavazzi
  • Patent number: 5069684
    Abstract: The present invention discloses superior fuel and lubricant additives prepared by the acylation of alkyl or alkenyl succinimides with the polyether half-esters of dicarboxylic acids. The polyether half-esters of dicarboxylic acids are grafted onto the polyamine moiety of alkyl or alkenyl succinimides by reacting the succinimide and the half-ester of the dicarboxylic acid under amidation conditions to form an amide group with an amino group of the polyamine. The process is carried out by first reacting a monofunctional polyalkylene ether with a dicarboxylic acid to produce a half-ester of the dicarboxylic acid. This product is then reacted with an alkyl or alkenyl succinimide polyamine ashless dispersant to product a multifunctional hydrocarbon fuel or lubricant additive that exhibits augmented dispersant properties.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: December 3, 1991
    Assignee: Mobil Oil Corporation
    Inventors: David A. Blain, Angeline B. Cardis
  • Patent number: 5053056
    Abstract: Disclosed is a composition resulting, in a first stage, from the reaction of at least one alkenyl or polyalkenylsuccinic acid or anhydride on at least one 1-(2-hydroxyethyl)-imidazoline substituted in the 2-position by a linear or branched alkyl or alkenyl radical, with 1 to 25 atoms of carbon in an imidazoline to succinic derivative molar ratio of 0.1:1 to 0.9:1 with the removal of at least 0.15 mole of water per mole of imidazoline, and then, in a second stage, from the reaction of the product obtained in the first stage on at least one polyamine in an amount representing at least 0.1 mole per mole of the succinic derivative utilized in the first stage.Also disclosed are methods for the utilization of these compositions as multifunction additives in engine fuels having as a base hydrocarbons or a mixture of hydrocarbons and at least one oxygen compound selected from the group constituted by alcohols and ethers.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: October 1, 1991
    Assignees: Institut Francais du Petrole, Elf France
    Inventors: Xavier Montagne, Remi Touet, Philippe Mullard, Daniele Eber
  • Patent number: 5039306
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups attached.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: August 13, 1991
    Assignee: Mobil Oil Corp.
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck