Patents Represented by Attorney K. R. Walton
  • Patent number: 5650536
    Abstract: A continuous process for functionalizing olefins, especially polymer olefins in a CSTR or pipe reactor. Esters are preferably produced by continuous reaction of the olefin with carbon monoxide and a nucleophilic trapping agent. The liquid-filled pipe reactor operates in plug flow with static mixers and the CSTR is operated in the substantial absence of air at constant liquid level.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: July 22, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: David C. Dankworth, William H. Cross, Joseph V. Cusumano, William D. Diana, William B. Eckstrom, Jacob I. Emert, Keith R. Gorda, Robert M. Koros, Harold W. Margo, Jon E. Stanat
  • Patent number: 5646332
    Abstract: A rapid, batch Koch carbonylation/functionalization reaction of at least one polymer olefin, carbon monoxide, and an aliphatic or aryl alcohol in the presence of an acid catalyst with either an alcohol:polymer olefin mole ratio .gtoreq.1:1, or an acid catalyst:polymer olefin mole ratio .gtoreq.0.9:1, or both, and recovering at least 80% functionalized polymer which is predominantly ester.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: July 8, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Jacob I. Emert, Keith R. Gorda
  • Patent number: 5643859
    Abstract: A dispersant derivatized from a functionalized hydrocarbon and a polyamine having one primary amine and 1-10, preferably 3-8 secondary or tertiary amines; preferably where said functionalized hydrocarbon is a Koch-derived hydrocarbon.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: July 1, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Jacob I. Emert, James P. Stokes, Warren A. Thaler, William D. Diana, Keith R. Gorda, William B. Eckstrom, David C. Dankworth, Joseph V. Cusumano
  • Patent number: 5639716
    Abstract: Oil-soluble dispersant additives are disclosed. The additives comprise the reaction product of a functionalized 1-butene copolymer and at least one nucleophilic reactant selected from amines, amino alcohols, alcohols, and reactive metal compounds. The functionalized copolymer has within its structure at least one acyl functional group selected from the group consisting of C.sub.4 to C.sub.10 dicarboxylic acids and derivatives thereof and C.sub.3 to C.sub.10 monocarboxylic acids and derivatives thereof. The 1-butene copolymer is derived from 1-butene and at least one other .alpha.-olefin of formula CH.sub.2 .dbd.CHR', wherein R' is methyl or a C.sub.3 to C.sub.12 linear or branched alkyl group. The copolymer has a number average molecular weight of at least about 700, a molecular weight distribution of less than 5, and ethenylidene groups terminating at least about 30% of all polymer chains.
    Type: Grant
    Filed: June 9, 1994
    Date of Patent: June 17, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Albert Rossi, Jacob I. Emert, Warren A. Thaler
  • Patent number: 5629434
    Abstract: A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least one ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.
    Type: Grant
    Filed: September 25, 1995
    Date of Patent: May 13, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventors: Joseph V. Cusumano, William D. Diana, Jacob Emert, Keith R. Gorda, Richard H. Schlosberg, David A. Young, William B. Eckstrom, Edris E. Manry, Michael J. Kennan
  • Patent number: 5578237
    Abstract: Gel-free dispersant additives for lubricating and fuel oil compositions comprise at least one adduct of (A) .alpha.-olefin homopolymer or interpolymer of 700 to 10,000 number average molecular weight, free radically grafted with an average of from about 0.
    Type: Grant
    Filed: November 10, 1994
    Date of Patent: November 26, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg, David J. Lohse
  • Patent number: 5576274
    Abstract: The present invention relates to a novel process for the production of fuel and lubricant additives useful as dispersants and multifunctional viscosity modifiers wherein a dihydroxyaromatic compound is alkylated with an olefinic polymer and then aminated in such a manner as to oxidize the hydroxyl moieties of the dihydroxyaromatic compound to carbonyl groups.
    Type: Grant
    Filed: March 20, 1995
    Date of Patent: November 19, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Abhimanyu O. Patil
  • Patent number: 5567344
    Abstract: Gel-free dispersant additives for lubricating and fuel oil compositions comprise at least one adduct of (A) .alpha.-olefin homopolymer or interpolymer of 700 to 10,000 number average molecular weight, free radically grafted with an average of from about 0.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: October 22, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg, David J. Lohse
  • Patent number: 5444135
    Abstract: A method is provided for the direct synthesis by living cationic polymerization of novel polymeric materials functionalized with desirable nitrogen-containing functional groups such as terminal azido, cyano, carbonylamino, cyanato, thiocyanato or thiocarbonylamino groups. Polymerization and functionalization occur in a substantially simultaneous manner. All necessary reactants for the functionalization are present when polymerization is initiated. The nitrogen-containing functional group is provided as a part of a molecule having a release moiety which is preferably resonance stabilized or a tertiary alkyl type and which acts to aid the nitrogen-containing species in functioning as a leaving group.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: August 22, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Herve M. Cheradame, Frank J. Chen, Jon E. R. Stanat, Hung A. Nguyen, Behrooz R. Tabar
  • Patent number: 5435926
    Abstract: The present invention is directed to an oil-soluble fuel and lubricating oil additive comprising at least one terminally unsaturated ethylene alpha-olefin polymer of 300 to 20,000 number average molecular weight substituted with mono- or dicarboxylic acid producing moieties (preferably dicarboxylic acid or anhydride moieties), wherein the terminal unsaturation comprises terminal ethenylidene unsaturation. The mono- and dicarboxylic acid or anhydride substituted polymers of this invention are useful per se as additives to lubricating oils, and can also be reacted with a nucleophilic reagent, such as amines, alcohols, amino alcohols and reactive metal compounds, to form products which are also useful fuel and lubricating oil additives, e.g., as dispersants.
    Type: Grant
    Filed: June 21, 1994
    Date of Patent: July 25, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert A. Kleist, Won R. Song, Albert Rossi, Howard W. Turner, Howard C. Welborn, deceased, Robert D. Lundberg
  • Patent number: 5433874
    Abstract: The present invention is directed to oil-soluble lubricating oil additives comprising Mannich Base condensates of an alkyl substituted hydroxy aromatic compound with formaldehyde and an amine, wherein the alkyl-moiety of the aromatic compounds is derived from a mixture comprising at least one ethylene alpha-olefin copolymer of 300 to 20,000 number average molecular weight, wherein at least about 30% of the polymer's chains contain terminal ethenylidene unsaturation and (ii) at least one polyalkene derived from at least one C.sub.2 to C.sub.20 alkene, the polyalkene having a number average molecular weight of at least about 900. The Mannich Base condensates of this invention are useful as dispersants.
    Type: Grant
    Filed: September 28, 1994
    Date of Patent: July 18, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Won R. Song, Robert D. Lundberg, Antonio Gutierrez, Robert A. Kleist
  • Patent number: 5430105
    Abstract: A low sediment process for forming a borated, oil soluble, polymer-substituted, nitrogen- or ester-containing lubricating oil additive. A polymer-substituted, nitrogen- or ester-containing additive in the presence of a solvent therefor, is contacted under boronating reaction conditions in a reaction zone with particulate boric acid. The boric acid has a particle size distribution in lubricating oil characterized by a .phi. value of not greater than about 450. The .phi. value is the ratio of said particles' total spherical volume divided by said particles' total spherical external surface area; i.e., ##EQU1## wherein, for each of a plurality of distribution segments defining a particle size range; d.sub.i is the average particle diameter for the ith distribution segment; N.sub.i is the particle volume percent of the ith distribution segment; and the sum is taken over all the distribution segments.
    Type: Grant
    Filed: November 22, 1993
    Date of Patent: July 4, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: John V. Redpath, Ronald P. Wangner, Steven P. Winston
  • Patent number: 5407591
    Abstract: An oil soluble dispersant comprising the reaction products of:(1) oil soluble salts, amides, imides, oxazolines, esters, or mixtures thereof of long chain hydrocarbyl substituted mono- and dicarboxlic acids or their anhydrides, (ii) long chain hydrocarbon having a polyamine attached directly thereto, and (iii) Mannich condensation product formed by condensing a long chain hydrocarbyl substituted hydroxy aromatic compound with an aldehyde and a polyalkylene polyamine, said adduct containing at least one reactive group selected from reactive amino groups and reactive hydroxyl groups; and(2) at least one polyepoxide.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: April 18, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5385684
    Abstract: The present invention is directed to branched amidoamine additives useful in oleaginous compositions formed by (a) reacting a first nitrogen-containing compound (e.g., ammonia or an organic amine) with an alpha, betaunsaturated compound of the formula: ##STR1## wherein W.sup.1 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, to form a first adduct containing unreacted --C(W.sup.1)--Y groups; (b) reacting the first adduct with a polyamine (e.g., a polyalkylene polyamine) to form a second adduct containing unreacted --NH-- group (preferably primary amine groups) and comprising a branched amido-amine oligomer; and (c) reacting the second adduct with mixtures of an aldehyde and a long chain hydrocarbyl substituted hydroxy aromatic compound.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: January 31, 1995
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 5382698
    Abstract: The present invention is directed to oil-soluble lubricating oil additives comprising borated Mannich Base condensates of an alkyl substituted hydroxy aromatic compound with formaldehyde and an amine, wherein the alkyl-moiety of the aromatic compounds is derived from at least one ethylene alpha-olefin copolymer of 300 to 20,000 number average molecular weight, wherein at least about 30% of the polymer's chains contain terminal ethenylidene unsaturation. The borated Mannich Base condensates of this invention are useful as dispersants.
    Type: Grant
    Filed: May 2, 1994
    Date of Patent: January 17, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Won R. Song, Robert D. Lundberg, Antonio Gutierrez, Robert A. Kleist
  • Patent number: 5350532
    Abstract: The present invention is directed to an oil-soluble fuel and lubricating oil additive comprising at least one terminally unsaturated ethylene alpha-olefin polymer of 300 to 20,000 number average molecular weight substituted with mono- or dicarboxylic acid producing moieties (preferably dicarboxylic acid or anhydride moieties), wherein the terminal unsaturation comprises terminal ethenylidene unsaturation. The mono- and dicarboxylic acid or anhydride substituted polymers of this invention are useful per se as additives to lubricating oils, and can also be reacted with a nucleophilic reagent, such as amines, alcohols, amino alcohols and reactive metal compounds, to form products which are also useful fuel and lubricating oil additives, e.g., as dispersants.
    Type: Grant
    Filed: October 5, 1993
    Date of Patent: September 27, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Won R. Song, Albert Rossi, Howard W. Turner, Howard C. Welborn, Robert D. Lundberg, Antonio Gutierrez, Robert A. Kleist
  • Patent number: 5345002
    Abstract: The present invention is directed to oil-soluble lubricating oil additives comprising Mannich Base condensates of an alkyl substituted hydroxy aromatic compound with formaldehyde and an amine, wherein the alkyl-moiety of the aromatic compounds is derived from at least one ethylene alpha-olefin copolymer of 300 to 20,000 number average molecular weight, wherein at least about 30% of the polymer's chains contain terminal ethenylidene unsaturation. The Mannich Base condensates of this invention are useful as dispersants.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: September 6, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Won R. Song, Robert D. Lundberg, Antonio Gutierrez, Robert A. Kleist
  • Patent number: 5340487
    Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5336745
    Abstract: A method is provided for the direct synthesis of novel polymeric materials functionalized with desirable nitrogen-containing functional groups such as terminal azido, cyano, carbonylamino or thiocarbonylamino groups. Polymerization and functionalization occur in a substantially simultaneous manner. All necessary reactants for the functionalization are present when polymerization is initiated. The nitrogen-containing functional group is provided as a part of a molecule having a release moiety which is preferably resonance stabilized or of tertiary alkyl type and which acts to aid the nitrogen-containing species in functioning as a leaving group.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: August 9, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Herve M. Cheradame, Robert D. Lundberg, Frank J. Chen, Jean de la Crois Habimana
  • Patent number: 5308364
    Abstract: The present invention is directed to fuel compositions containing branched amido-amine additives formed by (a) reacting a first nitrogen-containing compound (e.g., ammonia or an organic amine) with an alpha, beta-unsaturated compound of the formula: ##STR1## wherein W.sup.1 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, to form a first adduct containing unreacted --C(W.sup.1)--Y groups; (b) reacting the first adduct with a polyamine (e.g., a polyalkylene polyamine) to form a second adduct containing unreacted --NH-- group (preferably primary amine groups) and comprising a branched amido-amine oligomer; and (c) reacting the second adduct with a long chain hydrocarbyl substituted mono- or dicarboxylic acid material comprising a polyolefin of 300 to 10,000 number average molecular weight substituted with at least 0.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: May 3, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg