The Hetero Ring Contains Five Members Including Nitrogen And Carbon (e.g., Pyrrolidones, Porphines, Etc.) Patents (Class 44/340)
  • Publication number: 20150020441
    Abstract: A preferred embodiment of the present invention is directed generally to a composition of matter and, more specifically, to a composition comprising a petroleum substitute produced from renewable, herbaceous plant-based sources through a solvent extraction process. The plant sources are typically hydrocarbon-bearing plants capable of producing significant quantities of liquid terpenes such that the process of extracting hydrocarbons from the plant material is economically viable. In a preferred embodiment of the invention, the plant species is Euphorbia tirucalli, a species that contains relatively large quantities of relatively low molecular weight hydrocarbons. A raw plant biomass is milled and formed into a batt of plant material having generally uniform properties. Naturally occurring hydrocarbons found in the plant material are then extracted using an organic solvent extraction process.
    Type: Application
    Filed: October 9, 2014
    Publication date: January 22, 2015
    Applicant: PHYTOLEUM TECHNOLOGIES GROUP, L.L.C.
    Inventor: Stephen Daniel Matthews
  • Publication number: 20140045698
    Abstract: Described is a class of symmetrical and asymmetrical N-alkyl lactam ethers. One preferred ether is bis-N-ethyl pyrrolidone ether. Preferred compositions and uses of the ethers are in performance chemicals, personal care, and pharmaceutical fields, where they function a variety of roles, including as a solvent, solubilizer, freezing point depressor, diluent, extracting agent, cleaning agent, degreaser, absorbent and/or dispersion agent.
    Type: Application
    Filed: October 18, 2013
    Publication date: February 13, 2014
    Applicant: ISP INVESTMENTS INC.
    Inventors: Osama M. Musa, Kolazi S. Narayanan
  • Patent number: 8465560
    Abstract: A gasoline deposit control additive composition for use in a fuel comprising from about 70 to about 95 volume percent of hydrocarbons in the gasoline boiling range and from about 5 to about 30 volume percent of at least one alcohol, comprising the imine or tertiary amine product of the reaction between (a) at least one aldehyde or ketone or mixture thereof having the formula R16 CHO, R16 CH2 CHO, R17 (C=0) R18 or R17 CH2 (C=0) R18, wherein R16, R17, and R18 are the same or different and are each independently a straight or branched chain hydrocarbyl or aryl group that contains from 1 to 18 carbon atoms, and (b) a primary or secondary amine functionality.
    Type: Grant
    Filed: February 1, 2010
    Date of Patent: June 18, 2013
    Assignee: Butamax Advanced Biofuels LLC
    Inventor: Leslie R. Wolf
  • Publication number: 20130108870
    Abstract: Micronized polymers suitable for use in fuels and lubricants having a particle size distribution of less than 30 microns obtained from water-soluble solid organic polymers is provided. A water-soluble solid organic polymer having a number average molecular weight in the range of 1000 to 200,000 is subjected to a molecular segmentation in a polar solvent in a polymer to solvent ratio in the range of 1:1 to 1:10 to produce a micronized polymer having a particle size distribution of less than 30 microns.
    Type: Application
    Filed: October 29, 2012
    Publication date: May 2, 2013
    Applicant: SHELL OIL COMPANY
    Inventor: SHELL OIL COMPANY
  • Patent number: 8313541
    Abstract: The use of a mixture comprising (A) 5 to 95% by weight of at least one oil-soluble polar nitrogen compound which can interact with paraffin crystals in middle distillate fuels under cold conditions, and (B) 5 to 95% by weight of at least one oil-soluble aliphatic compound with an alkyl or alkenyl chain having at least 8 carbon atoms, obtainable from aliphatic mono- or dicarboxylic acids having 4 to 300 carbon atoms or derivatives thereof with mono- or polyamines or with alcohols, for lowering the cloud point in middle distillate fuels which, before the addition of additives, have a CP of ?8.0° C. or lower by at least 1.5° C. compared to the unadditized middle distillate fuel at a dosage of the mixture of 50 to 300 ppm by weight, with no simultaneous deterioration in the response behavior for the lowering of the cold filter plugging point on addition of cold flow improvers.
    Type: Grant
    Filed: April 5, 2010
    Date of Patent: November 20, 2012
    Assignee: BASF SE
    Inventors: Frank-Olaf Maehling, Jan Strittmatter, Heinrich Lubojanski, Andreas Minke, Uwe Rebholz, Alex J. Attlesey, Stephan B. Lopes, II
  • Patent number: 8308827
    Abstract: A diesel fuel containing a soot dispersant additive which is a grafted and derivatized low molecular weight copolymer of ethylene and at least one C3-C10 alpha monoolefin is provided. Also provided is a method for improving the fuel economy of a diesel engine which comprises operating the diesel engine with a fuel composition comprising (a) a major amount of a diesel fuel and (b) a minor fuel economy improving effective amount of the soot dispersant additive.
    Type: Grant
    Filed: January 11, 2010
    Date of Patent: November 13, 2012
    Assignee: Texaco, Inc.
    Inventors: C. Yvonne Thiel, Thomas E. Hayden
  • Publication number: 20120000118
    Abstract: A fuel additive composition comprising (A) polyisobutyl-based nitrogen-containing dispersants with MN of the polyisobutyl group of from 650 to 1800 Dalton, (B) carrier oils substantially free of nitrogen and (C) polyisobutyl-based dispersant boosters with MN of the polyisobutyl group of from 200 to 650 Dalton, with the proviso that the difference between the MN of the polyisobutyl group of component (A) and the MN of the polyisobutyl group of component (C) is more than 100 Dalton. Said component (C) is especially useful as an intake valve clean-up booster in gasoline-operated port fuel injection internal combustion engines.
    Type: Application
    Filed: June 1, 2011
    Publication date: January 5, 2012
    Applicant: BASF SE
    Inventors: Arno LANGE, Peter Schreyer, Robert Stuart Grace
  • Publication number: 20120000117
    Abstract: The present disclosure relates to methods and compositions for improving fuel atomization and combustion efficiency comprising fuel additives for use in combustion systems where fuel is injected into the combustion zone under very high pressure
    Type: Application
    Filed: September 14, 2011
    Publication date: January 5, 2012
    Applicant: AFTON CHEMICAL CORPORATION
    Inventor: Allen A. ARADI
  • Publication number: 20110041387
    Abstract: Provided are additives of formula I for use in hydrocarbonaceous compositions, such as petroleum or liquid fuels: (I) wherein R1, R2, R3, R4, and R5 are as defined herein. The additives improve the corrosion resistance of the compositions. The additives also enhance the antimicrobial efficacy of any added biocides contained in such compositions.
    Type: Application
    Filed: April 29, 2009
    Publication date: February 24, 2011
    Inventors: G. David Green, Sheila M. Tinetti, Patrick E. Brutto, John Pohlman
  • Publication number: 20100107477
    Abstract: A diesel fuel additive composition comprising (a) polyoxyalkylene alkyl amine represented by Formula (1) below, (b) glycol monoalkyl ether represented by Formula (2) below, (c) glycol dialkyl ether represented by Formula (3) below, (d) a heterocyclic compound, and (e) water, wherein the diesel fuel additive composition contains component at 50 to 80% by weight, component (b) at 5 to 20% by weight, component (c) at 5 to 15% by weight, component (d) at 5 to 15% by weight, and component (e) at 1 to 5% by weight; (wherein R1 represents an alkyl group with a carbon number from 8 to 25, each of A1 and A2 is an alkylene group with a carbon number from 2 to 4, k and 1 respectively represent a number from 1 to 30, each of R2, R3 and R4 is an alkyl group with a carbon number from 1 to 8, each of A3 and A4 is an alkylene group with a carbon number of 2 or 3, and each of m and n represents a number from 1 to 4).
    Type: Application
    Filed: October 26, 2009
    Publication date: May 6, 2010
    Applicants: DENSO CORPORATION, Yuka Sangyo Co., Ltd
    Inventors: Hiroshi Ookubo, Yuki Yamamoto
  • Patent number: 7226489
    Abstract: Compositions and methods are disclosed for reducing combustion chamber deposits (CCD) and/or intake valve deposits (IVD) in spark ignition internal combustion engines. A succinic acid derivative (SAD) of this invention or a mixture with at least one additional component of this invention is added to a liquid hydrocarbon or liquid hydrocarbon-oxygenate gasoline each in an amount of about 0.0005–0.5 wt % of the gasoline. Preferably the gasoline is unleaded. The preferred additional components include polyethers (PE), polyolefin butyrolactam derivatives (BLD), butyrolactam alkoxylates (BLA), tridecanol alkoxylate derivatives (TAD) and polyisobutylene amine (PIBA).
    Type: Grant
    Filed: November 19, 2002
    Date of Patent: June 5, 2007
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Simon Robert Kelemen, Michael Siskin, Kenneth Dale Rose, Harald Schwahn, Marco Bergemann, Michael Ehle, Peter Schreyer
  • Patent number: 7204863
    Abstract: Compositions and methods are disclosed for reducing combustion chamber deposits (CCD) and/or intake valve deposits (IVD) in spark ignition internal combustion engines. A butyrolactam alkoxylate (BLA) and/or a butyrolactam derivative (BLD) of this invention or a mixture with at least one additional compound of this invention is added to a liquid hydrocarbon or liquid hydrocarbon-oxygenate gasoline each in an amount of about 0.0005-0.5 wt % of the gasoline. Preferably the gasoline is unleaded. The preferred additional components include polyethers (PE) and polyisobutylene amine (PIBA).
    Type: Grant
    Filed: November 19, 2002
    Date of Patent: April 17, 2007
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Simon Robert Kelemen, Michael Siskin, Kenneth Dale Rose, Harald Schwahn, Marco Bergemann, Michael Ehle, Peter Schreyer
  • Patent number: 7175678
    Abstract: The present invention provides a polymeric a fuel composition comprising (i) a fuel; and (ii) a polymeric compound; wherein the polymeric compound comprises at least one monomer unit of Formula I wherein R1 is H or a C1-10 hydrocarbyl group; wherein L is an optional C1-30 hydrocarbyl linker group; and wherein heterocycle is an optionally substituted heterocyclic ring.
    Type: Grant
    Filed: September 26, 2003
    Date of Patent: February 13, 2007
    Assignee: Innospec Limited
    Inventors: Cyrus Pershing Henry, David Leonard Pinch, Andrea Sneddon, Derek Richard Green
  • Patent number: 7112230
    Abstract: Injector deposits in a direct injection gasoline engine are reduced by providing as fuel for the operation of said direct injection engine a fuel composition comprising a fuel-soluble compound having the formula (I): wherein R1 and R2 are independently C1-4 alkyl, R3 is a radical of the formula CmH2m wherein m is an integer of 2 to 6, R4 and R5 are each independently (i) hydrogen (ii) C1-4 alkyl, wherein R6 is selected from the group consisting of hydrogen and C1-4 alkyls and R7 is selected from the group consisting of hydrogen and C1-30 alkyl, (iv) wherein R8 is a saturated or unsaturated, linear, branched or cyclic, C7-23 hydrocarbyl group or (v) wherein R4 and R5 together with the nitrogen atom to which they are bonded, form a cyclic ring in which further hetero atoms.
    Type: Grant
    Filed: September 14, 2001
    Date of Patent: September 26, 2006
    Assignee: Afton Chemical Intangibles LLC
    Inventors: Dennis J. Malfer, Scott D. Schwab, Timothy J. Henly
  • Patent number: 7041738
    Abstract: The present invention provides an additive for improving the cold flow properties of vegetable or animal fuel oil. The additive comprises A) a copolymer of ethylene and 8–21 mol % of at least one acrylic or vinyl ester having a C1–C18-alkyl radical and B) a comb polymer of at least one C8–C16-alkyl ester of an ethylenically unsaturated dicarboxylic acid and at least one C10–C20-olefin, wherein the sum Q Q = ? i ? w 1 ? i · n 1 ? i + ? j ? w 2 ? j · n 2 ? j ?of the molar averages of the carbon chain distributions in the alkyl side chains of the olefins (monomer 1) and the fatty alcohols (monomer 2) is from 23 to 27. In Q, w1 and w2 are the molar proportions of the individual chain lengths in the comb polymer from the different monomers 1 and 2, and n1 and n2 are the side chain carbon atom lengths, excluding comb polymer bonded carbon atoms of monomer 1, and the running variables i and j are the individual side chain lengths in the particular monomer groups.
    Type: Grant
    Filed: June 11, 2003
    Date of Patent: May 9, 2006
    Assignee: Clariant GmbH
    Inventors: Matthias Krull, Bettina Siggelkow, Martina Hess, Ulrike Neuhaus
  • Patent number: 6969744
    Abstract: Disclosed is a method of preparing terminally functionalized telechelic polymers using a cationic living polymer product or a terminal tert-chloride chain end of a carbocationic quasiliving polymer product, which comprises quenching the polymer product with an N-substituted pyrrole to thereby functionalize the N-substituted pyrrole at the terminal reactive polymer chain end(s). Also disclosed are the terminal functionalized polyisobuyl N-substituted pyrrole compounds where the polyisobutyl group is substituted at the 2 and 3 position of the N-substituted pyrrole.
    Type: Grant
    Filed: June 19, 2003
    Date of Patent: November 29, 2005
    Assignees: University of Southern Mississippi, Chevron Oronite Company LLC
    Inventors: Casey D. Stokes, Robson F. Storey, James J. Harrison
  • Publication number: 20040147413
    Abstract: A method and composition for identifying chemically tagged petroleum products can be achieved by adding one or more chemicals to a selected petroleum product wherein the chemical is immune to extraction from the petroleum product by conventional inexpensive absorbents, cannot be removed by extraction with acids, bases, or immiscible solvents, cannot be easily oxidized, reduced or reacted with common agents, is difficult to disguise by masking with other agents, has a low polarity, and has a boiling point in the range of the petroleum product the chemical is being added to. The presence of the chemical is determined by using ion mobility spectroscopy.
    Type: Application
    Filed: January 29, 2003
    Publication date: July 29, 2004
    Inventors: W. Dale Spall, Karen Mehlin
  • Patent number: 6676715
    Abstract: There is provided use of a thermal stabiliser for increasing the thermal stability of a cetane improver in a fuel composition comprising (i) a fuel, and (ii) the cetane improver wherein the thermal stabiliser is a compound of the formula H—R1 wherein H is a group comprising a heterocyclic group and R1 is a hydrocarbyl group having from 10 to 200 carbons.
    Type: Grant
    Filed: May 11, 2001
    Date of Patent: January 13, 2004
    Assignees: The Associated Octel Company Limited, Octel Starreon, LLC
    Inventors: Cyrus Pershing Henry, Barbara Elizabeth Goodrich
  • Patent number: 6656237
    Abstract: This invention provides a fuel composition having a sulphur content of not more than 50 ppm by weight and comprising at least 50 ppm based on the total weight of the fuel composition of at least one fused polycyclic aromatic compound which comprises at least one exocyclic group containing nitrogen wherein the nitrogen is attached directly to a ring carbon atom. Specific examples of such compounds include 1-amino naphthalene, 1,8-diaminonaphthalene, or 5-aminoindole, 2-(2-aminophenyl)indole and 8-aminoquinoline. These compounds are capable of improving the antiwear and lubricity properties of a low sulphur fuel when compared with that of the same fuel in the absence of such compounds.
    Type: Grant
    Filed: August 20, 2001
    Date of Patent: December 2, 2003
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Robert Howie Barbour, David John Rickeard, Alan Mark Schilowitz
  • Publication number: 20030167680
    Abstract: Compositions and methods are disclosed for reducing combustion chamber deposits (CCD) and/or intake valve deposits (IVD) in spark ignition internal combustion engines. A succinic acid derivative (SAD) of this invention or a mixture with at least one additional component of this invention is added to a liquid hydrocarbon or liquid hydrocarbon-oxygenate gasoline each in an amount of about 0.0005-0.5 wt % of the gasoline. Preferably the gasoline is unleaded. The preferred additional components include polyethers (PE), polyolefin butyrolactam derivatives (BLD), butyrolactam alkoxylates (BLA), tridecanol alkoxylate derivatives (TAD) and polyisobutylene amine (PIBA).
    Type: Application
    Filed: November 19, 2002
    Publication date: September 11, 2003
    Inventors: Simon Robert Kelemen, Michael Siskin, Kenneth Dale Rose, Harald Schwahn, Marco Bergemann, Michael Ehle, Peter Schreyer
  • Publication number: 20030150153
    Abstract: The present invention provides a method for inhibiting deposit formation in a fuel at a temperature of from 100 to 335° C., the method comprising combining with the fuel a composition comprising: (i) high temperature antioxidant; and (ii) a deposit inhibiting compound.
    Type: Application
    Filed: November 1, 2002
    Publication date: August 14, 2003
    Inventors: Cyrus Pershing Henry, David Leonard Pinch, Andrea Sneddon
  • Publication number: 20030145512
    Abstract: Compositions and methods are disclosed for reducing combustion chamber deposits (CCD) and/or intake valve deposits (IVD) in spark ignition internal combustion engines. A butyrolactam alkoxylate (BLA) and/or a butyrolactam derivative (BLD) of this invention or a mixture with at least one additional compound of this invention is added to a liquid hydrocarbon or liquid hydrocarbon-oxygenate gasoline each in an amount of about 0.0005-0.5 wt % of the gasoline. Preferably the gasoline is unleaded. The preferred additional components include polyethers (PE) and polyisobutylene amine (PIBA).
    Type: Application
    Filed: November 19, 2002
    Publication date: August 7, 2003
    Inventors: Simon Robert Kelemen, Michael Siskin, Kenneth Dale Rose, Harald Schwahn, Marco Bergemann, Michael Ehle, Peter Schreyer
  • Patent number: 6596037
    Abstract: The invention relates to low-temperature-stabilized fatty acid mixtures comprising A) from 10 to 99.99% by weight of fatty acid mixtures comprising: A1) from 1 to 99% by weight of at least one saturated mono- or dicarboxylic acid having 6 to 50 carbon atoms, A2) from 1 to 99% by weight of at least one unsaturated mono- or dicarboxylic acid having 6 to 50 carbon atoms, and B) from 0.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: July 22, 2003
    Assignee: Clariant GmbH
    Inventors: Matthias Krull, Werner Reimann
  • Patent number: 6565616
    Abstract: The invention relates to blends of copolymers containing structural units of olefins, derivatives of dibasic carboxylic acids and, if required, polyolefins and, structural units of ethylene and vinyl esters of tertiary carboxylic acids, and their use as additives to fuel oils for improving their cold flow properties.
    Type: Grant
    Filed: March 14, 2001
    Date of Patent: May 20, 2003
    Assignee: Clariant GmbH
    Inventors: Matthias Krull, Thomas Volkmer, Werner Reimann
  • Publication number: 20020026743
    Abstract: There is provided use of a thermal stabiliser for increasing the thermal stability of a cetane improver in a fuel composition comprising (i) a fuel, and (ii) the cetane improver wherein the thermal stabiliser is a compound of the formula
    Type: Application
    Filed: May 11, 2001
    Publication date: March 7, 2002
    Inventors: Cyrus Pershing Henry, Barbara Elizabeth Goodrich
  • Patent number: 6328771
    Abstract: A fuel composition comprising a major amount of hydrocarbon fuel and a minor lubricity improving amount of a composition made by reacting component (A) with component (B) under unit-forming conditions; component (A) comprising a carboxylic acid represented by the formula R (COOH)n wherein R is a hydrocarbon group of 2 to 30 carbon atoms and n is a number in the range of 1 to 4, or an anhydride of said acid; and component (B) comprising a heterocylic aromatic amine.
    Type: Grant
    Filed: December 7, 1999
    Date of Patent: December 11, 2001
    Assignee: The Lubrizol Corporation
    Inventor: David J. Moreton
  • Patent number: 6296677
    Abstract: The lubricity (anti-wear properties) of fuels, for example hydrocarbon fuels, oxygenated fuels or mixtures thereof, particularly diesel or aviation fuels having reduced sulphur and/or aromatic content for compliance with regulator requirements, is improved by addition of at least a product which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III, in which the general symbols are as defined in claim 1, the compound of the formula I being, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,4-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of the formula II being, for example, sunflower oil or coconut fat, and the compound of the formula III being, for ex
    Type: Grant
    Filed: February 2, 1998
    Date of Patent: October 2, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Marc Ribeaud, Paul Dubs, Michael Rasberger, Samuel Evans
  • Patent number: 6293976
    Abstract: There are disclosed low sulphur content middle distillate fuel oils which have their lubricity properties greatly improved through the addition of a compound having at least one substituted aromatic ring system wherein the substituents are one or more aliphatic hydrocarbyl groups having 14 to 36 carbon atoms, one or more hydroxyl groups or a derivative thereof and one or more amide groups.
    Type: Grant
    Filed: July 15, 1999
    Date of Patent: September 25, 2001
    Assignee: Infineum USA L.P.
    Inventors: Rinaldo Caprotti, Christophe Le Deore
  • Patent number: 6261327
    Abstract: The present invention is directed to an additive concentrate for reducing octane requirement comprising a cyclic amide alkoxylate compound of the formula I: wherein x is from 3 to 11; y is from 1 to 50; R1 and R2 are each independently hydrogen, hydrocarbyl of 1 to 100 carbon atoms and substituted hydrocarbyl of 1 to 100 carbon atoms; R3 is hydrocarbyl of 1 to 100 carbon atoms or substituted hydrocarbyl of 1 to 100 carbon atoms; each R4 is independently hydrocarbyl of 2 to 100 carbon atoms or substituted hydrocarbyl of 2 to 100 carbon atoms; R5 is hydrogen, hydrocarbyl of 1 to 100 carbon atoms, substituted hydrocarbyl of 1 to 100 carbon atoms or acyl of 1 to 20 carbon atoms; a detergent selected from polyalkenylamines, Mannich amines, polyalkenylsuccinimides, poly(oxyalkylene) carbamates and poly(alkenyl)-N-substituted carbamates and an optional solvent.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: July 17, 2001
    Assignee: Shell Oil Company
    Inventors: Joseph Graham, Robert Peter Aiello, Earl Jon Haury
  • Patent number: 6033446
    Abstract: A polyalklpyroroplidine compound of the formula: ##STR1## or a fuel-soluble salt thereof; wherein R.sub.1 is a polyalkyl group having an average molecular weight in the range of from about 500 to 5,000;R.sub.2 is a straight- or branched-chain alkylene group having from about 2 to 6 carbon atoms;is R.sub.3 is H or CH.sub.3 ; andx is an integer from about 0 to 4.The polyalkylpyrrolidines of the present invention are useful as fuel additives for the prevention and control of engine deposits.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: March 7, 2000
    Assignee: Chevron Chemical Company LLC
    Inventors: Richard E. Cherpeck, James D. Kramer
  • Patent number: 5925152
    Abstract: The invention provides a gasoline composition which comprises a mixture of hydrocarbons of the gasoline boiling range containing an octane requirement reducing amount of an additive comprising a furan derivative containing a furyl group bearing one or more substituents comprising one or more heterocyclic and/or one or more aryl groups; a concentrate for the preparation of such gasoline composition and a method of operating a spark-ignition engine using such gasoline composition.
    Type: Grant
    Filed: November 18, 1996
    Date of Patent: July 20, 1999
    Assignee: Shell Oil Company
    Inventors: David John Barratt, Jian Lin
  • Patent number: 5912189
    Abstract: The present invention is directed to a composition containing the reaction product of:(A) a cyclic compound containing a 5, 6, or 7-member ring, the ring containing at least one nitrogen and at least one carbonyl group, at least one carbonyl group being adjacent to at least one said nitrogen;(B) an aldehyde or ketone of 1 to about 15 carbon atoms, or a reactive equivalent thereof; and(C) an etheramine represented by the formulaR.sup.4 (O(CH.sub.2 CH(R)O).sub.n --R.sup.3 --NH.sub.2).sub.y(C-I)wherein in formula (C-I), each n independently is a number from 0 to about 50; each R independently is selected from the group consisting of hydrogen, hydrocarbyl groups of 1 to about 16 carbon atoms, and mixtures thereof; R.sup.3 is selected from the group consisting of hydrocarbylene groups of about 2 to about 18 carbon atoms and groups represented by the formula ##STR1## wherein R.sup.5 and each R.sup.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: June 15, 1999
    Assignee: The Lubrizol Corporation
    Inventors: Thomas J. Wolak, Richard M. Lange
  • Patent number: 5880072
    Abstract: Compositions for reducing wear and friction of rubbing surfaces including mixtures of a cyclic amide and a monoester formed by reacting a dicarboxylic acid and a polyol in substantially equimolar amounts where the dicarboxylic acid is a dimer of an unsaturated fatty acid. The invention also relates to methods of use of such compositions.
    Type: Grant
    Filed: January 14, 1998
    Date of Patent: March 9, 1999
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Michael J. Furey, Czeslaw Kajdas
  • Patent number: 5837867
    Abstract: The present invention is directed to the use of cyclic amide alkoxylate compounds as additives in fuel compositions having a major amount of a mixture of hydrocarbons in the gasoline boiling range and a minor amount of one or more cyclic amide alkoxylate compounds of the formula: ##STR1## wherein x is from 2 to 20 and y is from 1 to 50. R.sub.1 and R.sub.2 are independently hydrogen or hydrocarbyl of 1 to 100 carbon atoms. R.sub.3 is hydrocarbyl of 1 to 100 carbon atoms and R.sub.4 is independently hydrocarbyl of 2 to 100 carbon atoms. R.sub.5 is hydrogen, hydrocarbyl of 1 to 100 carbon atoms or acyl of 1 to 20 carbon atoms.The invention is also directed to the use of these cyclic amide alkoxylate compounds for decreasing intake valve deposits, controlling octane requirement increases and reducing octane requirement. The invention is further directed to novel cyclic amide alkoxylate compounds.
    Type: Grant
    Filed: August 6, 1996
    Date of Patent: November 17, 1998
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, Charles Lee Edwards, Pen-Chung Wang, Garo Garbis Vaporciyan
  • Patent number: 5560755
    Abstract: A composition comprising at least one compound of the general formula ##STR1## wherein each Ar is independently an aromatic group having from 4 to about 30 carbon atoms and from 0 to 3 optional substituents selected from the group consisting of amino, hydroxy- or alkyl-polyoxyalkyl, nitro, aminoalkyl, carboxy or combinations of two or more of said optional substituents, each R is independently a hydrocarbyl group, R.sup.1 is H or a hydrocarbyl group, R.sup.2 and R.sup.3 are each, independently, H or a hydrocarbyl group, R.sup.4 is a monovalent terminating group, each m is independently 0 or an integer ranging from 1 to about 10, x ranges from 0 to about 8, and each Z is independently OH, lower alkoxy, (OR.sup.5).sub.b OR.sup.6 or O.sup.-- wherein each R.sup.5 is independently a divalent hydrocarbyl group, R.sup.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: October 1, 1996
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, Richard M. Lange, Stephen H. Stoldt
  • Patent number: 5516343
    Abstract: The instant invention relates to a hydrocarbon composition, such as motor fuel and lubricant compositions, containing a polyetheramide as a deposit control additive, to a concentrate containing such a polyetheramide as a deposit control additive, and to a method for improving the operation of an internal combustion engine.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: May 14, 1996
    Assignee: Huntsman Corporation
    Inventor: Wei-Yang Su
  • Patent number: 5507844
    Abstract: The present invention is directed to the use of phenyl substituted, five member aromatic amine alkoxylate compounds as additives in fuel compositions. The invention is also directed to the use of these compounds for decreasing intake valve deposits.
    Type: Grant
    Filed: June 19, 1995
    Date of Patent: April 16, 1996
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, Sarah L. Weaver
  • Patent number: 5507843
    Abstract: The present invention is directed to the use of multiple cyclic nitrogen-containing alkoxylate compounds as additives in fuel compositions. The invention is also directed to the use of these multiple cyclic nitrogen-containing alkoxylate compounds for decreasing intake valve deposits, controlling octane requirement increases and reducing octane requirement. The invention is further directed to a class of multiple cyclic nitrogen-containing alkoxylate compounds.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: April 16, 1996
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, Pen-Chung Wang, Sarah L. Weaver
  • Patent number: 5458660
    Abstract: The present invention is directed to the use of cyclic amide compounds containing multiple polyether alcohol backbones as additives in fuel compositions having a major amount of a mixture of hydrocarbons in the gasoline boiling range and a minor amount of one or more cyclic amide compounds containing multiple polyether backbones. The invention is also directed to the use of these cyclic amide alkoxylate compounds for decreasing intake valve deposits, controlling octane requirement increases and reducing octane requirement. The invention is further directed to cyclic amide compounds containing multiple polyether backbones.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: October 17, 1995
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, Pen-Chung Wang, Sarah L. Weaver
  • Patent number: 5437694
    Abstract: Vinyl pyrrolidinone capped phosphorodithioates have been found to be effective multifunctional antiwear/antioxidant additives for fuel compositions.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: August 1, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Liehpao O. Farng, Andrew G. Horodysky, Ronald J. Poole
  • Patent number: 5433756
    Abstract: Catalytic clean-combustion-promoter compositions for use with finished gasoline or diesel fuels in compression ignition engines and spark ignition engines improve fuel efficiency and reduce air polluting emissions. The compositions utilize ketones as solvents, alcohols as cosolvents, nitroparaffin compounds as combustion supporters, and, to promote the chemical reactions, a catalytic medium is used. When the additive compositions are employed in microvolumetric concentrations ranging from 670 to 1,350 parts per million by volume of engine fuel, the chemical bonding of the carbon molecules with the oxygen molecules is increased during the combustion process, thus, producing a synergistic effect, which increases the combustion characteristic of the fuels to be burned and reduces the tendency of the fuel to create deposits, and therefore reduces the CO.sub.2 and NO.sub.X emissions, and increases the fuel economy.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: July 18, 1995
    Inventor: Frank Gonzalez
  • Patent number: 5376153
    Abstract: The novel polymers of the present invention are prepared by reacting a heterocyclic nitrogen compound containing at least one --N(H)-- group in the ring, an aldehyde and amino-substituted polymer (e.g., an ethylene alpha-olefin interpolymer substituted by primary amino or secondary amino groups) to form an oil soluble Mannich base derivative useful as antioxidant additive in oleaginous compositions such as lubricating oils and fuels. Preferred heterocyclic nitrogen compound are azoles such as benzotriazoles and alkyl-substituted benzotriazoles. Preferred amino-substituted interpolymers comprise amino-substituted ethylene propylene norbornene terpolymers. The polymers of this invention are oil soluble and are useful as dispersants, viscosity index improver dispersants, and as antiwear and antioxidant additives in oleaginous compositions.
    Type: Grant
    Filed: November 4, 1993
    Date of Patent: December 27, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Abhimanyu O. Patil, Sudhin Datta, Robert D. Lundberg
  • Patent number: 5368615
    Abstract: Improved additives/detergents for lubricant and fuel compositions are obtained by condensing a hydroxyalkyl or hydroxyaryl compound with an amine compound. The condensates according to the present invention are produced by the acid catalyzed condensation of the amine reactant with the hydroxy reactant.
    Type: Grant
    Filed: November 15, 1993
    Date of Patent: November 29, 1994
    Assignee: The Lubrizol Corporation
    Inventor: Thomas F. Steckel
  • Patent number: 5366516
    Abstract: Various heterocyclic compounds have been discovered that impart improved fuel economy and friction modification to lubricant and fuel compositions. These heterocyclic compounds of the invention preferably contain nitrogen and may be further reacted with hydrocarbyl carboxylic acid acylating reactants or hydrocarbyl phenolic reactants to give higher molecular materials. These higher molecular weight materials have higher oil-solubility and impart dispersancy properties to lubricant and fuel compositions.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: November 22, 1994
    Assignee: The Lubrizol Corporation
    Inventors: Joseph W. Pialet, Paul E. Adams
  • Patent number: 5352251
    Abstract: The present invention is directed to the use of cyclic amide alkoxylate compounds as additives in fuel compositions having a major amount of a mixture of hydrocarbons in the gasoline boiling range and a minor amount of one or more cyclic amide alkoxylate compounds of the formula: ##STR1## wherein x is from 2 to 20 and y is from 1 to 50. R.sub.1 and R.sub.2 are independently hydrogen, hydrocarbyl of 1 to 100 carbon atoms or substituted hydrocarbyl of 1 to 100 carbon atoms. R.sub.3 is hydrocarbyl of 1 to 100 carbon atoms or substituted hydrocarbyl of 1 to 100 carbon atoms and R.sub.4 is independently hydrocarbyl of 2 to 100 carbon atoms or substituted hydrocarbyl of 2 to 100 carbon atoms. R.sub.5 is hydrogen, hydrocarbyl of 1 to 100 carbon atoms, or substituted hydrocarbyl of 1 to 100 carbon atoms or acyl of 1 to 20 carbon atoms.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: October 4, 1994
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, James R. Macias, Earl J. Haury, Sarah L. Weaver, Charles L. Edwards, Pen-Chung Wang, Garo G. Vaporciyan
  • Patent number: 5340488
    Abstract: A composition is disclosed which cleans baked-on, carbonized sludges and varnish deposits from the internal surfaces of automobile, motorcycle and truck engines. The product comprises a mutually synergistic solution of selected cyclic compounds, aliphatic amines and water, preferably dissolved in a hydrocarbon or hydrocarbon and aliphatic lower alcohol fuel base. The solution or base product may be placed in a pressure resistant (aerosol) dispenser, and pressurized. When injected into an engine over a period of time, significant removal of deposited contaminants occurs, resulting in smooth and efficient engine operation and lower levels of unburned hydrocarbon fuel, carbon monoxide, and other air pollutants.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: August 23, 1994
    Assignee: Petro Chemical Products, Inc.
    Inventors: Lawrence J. Adams, Thomas R. Fruda, Paul D. Hughett
  • Patent number: 5316558
    Abstract: Petroleum derived fuel compositions of improved efficiency for use with finished gasoline and diesel fuels in compression ignition engines and spark ignition engines include a catalytic clean-combustion-promoter composition to improve fuel efficiency and reduce their air polluting effects. The catalytic clean-combustion-promoter compositions utilize ketones as solvents, alcohols as cosolvents, ethers as octane supporters, nitroparaffin compounds as combustion supporters, and, to promote the chemical reactions a catalytic medium is used in combination with aromatic amines. When all the compounds are combined in the recited quantities, the molecular structure and surface tension of the fuel is transformed through chemical bonding to produce a synergistic effect, which increases the combustion characteristic of the fuels to be burned and reduces the tendency of the fuel to create deposits, and therefore reduces the exhaust emissions.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: May 31, 1994
    Inventor: Frank Gonzalez
  • Patent number: 5312459
    Abstract: An additive for liquefied hydrocarbon fuel containsa) 30-60 volume percent of at least one nitrogen-containing solvent,b) 30-60 volume percent of at least one nitrogen-containing dispersing agent,c) 0.5-10 volume percent of a nitrogen-containing corrosion inhibiting agent andd) 0.5-10 volume percent of at least one oxidation inhibitor, wherein the sum of ingredients a, b, c and d is 100 volume percent. This additive protects against corrosion, aging, separation of materials on motor parts and purification of the exhaust gas in motors using liquefied hydrocarbon fuels.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: May 17, 1994
    Inventors: Friedrich A. Sprugel, Werner Angerer
  • Patent number: 5266185
    Abstract: Hydrogen sulfide evolution in a heavy hydrocarbon (such as a residual fuel oil) derived from a heavy crude oil (such as a API 8 gravity crude) is suppressed by contacting the hydrocarbon with a compound corresponding to the reaction product of a heterocyclic aldehyde (such as furfural) and an organic primary amine.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: November 30, 1993
    Assignee: Petrolite Corporation
    Inventors: Jerry J. Weers, Timothy J. O'Brien, Catherine E. Thomasson
  • Patent number: 5186720
    Abstract: The use of products of the reaction of alkenyl-spirobislactones of the formula ##STR1## in which R is in each case C.sub.8 -C.sub.200 -alkenyl, with amines of the formulaNR.sup.1 R.sup.2 R.sup.3in which R.sup.1, R.sup.2 and R.sup.3 may be identical or different and at least one of these groups R.sup.1, R.sup.2 or R.sup.3 is C.sub.8 -C.sub.36 -alkyl, C.sub.8 -C.sub.36 -alkenyl or cyclohexyl and the other groups are hydrogen or a group of the formula --(A--O).sub.x H or --(CH.sub.2).sub.n --NYZ, A is --C.sub.2 H.sub.4 -- and/or --C.sub.3 H.sub.6 --, x is a number from 1 to 20, n is 2 or 3 and Y and Z may be identical or different and are hydrogen or a group of the formula (--A--O).sub.x H, as paraffin-dispersants in middle distillates and crude oil.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: February 16, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Feustel, Werner Ritschel, deceased