With Organic Nitrogen Compound Patents (Class 44/394)
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Patent number: 10704006Abstract: The invention provides a lubricating composition containing an antiwear agent and an oil of lubricating viscosity. The invention further relates to the use of the lubricating composition in an internal combustion engine, or a driveline device.Type: GrantFiled: June 26, 2018Date of Patent: July 7, 2020Assignee: The Lubrizol CorporationInventors: William R. S. Barton, Mark C. Davies, Michael R. Sutton, Matthew D. Gieselman, Christopher L. Friend, Ewan E. Delbridge, Patrick E. Mosier
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Patent number: 10526558Abstract: The use is described of polymers which contain, in copolymerized form, an ?-olefin, a vinyl ester and an ester of an ?,?-unsaturated carboxylic acid as an additive for fuel oils and lubricants and in particular as a cold flow improver in fuel oils. In addition, the fuel oils and lubricants additized with these polymers; and also additive packages comprising such polymers are described.Type: GrantFiled: July 26, 2018Date of Patent: January 7, 2020Assignee: BASF SEInventors: Wolfgang Ahlers, Andreas Fechtenkoetter, Frank-Olaf Maehling, Irene Troetsch-Schaller, Ansgar Eisenbeis
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Patent number: 10047314Abstract: The use is described of polymers which contain, in copolymerized form, an ?-olefin, a vinyl ester and an ester of an ?,?-unsaturated carboxylic acid as an additive for fuel oils and lubricants and in particular as a cold flow improver in fuel oils. In addition, the fuel oils and lubricants additized with these polymers; and also additive packages comprising such polymers are described.Type: GrantFiled: February 6, 2017Date of Patent: August 14, 2018Assignee: BASF SEInventors: Wolfgang Ahlers, Andreas Fechtenkoetter, Frank-Olaf Maehling, Irene Troetsch-Schaller, Ansgar Eisenbeis
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Patent number: 9605227Abstract: The use is described of polymers which contain, in copolymerized form, an ?-olefin, a vinyl ester and an ester of an ?,?-unsaturated carboxylic acid as an additive for fuel oils and lubricants and in particular as a cold flow improver in fuel oils. In addition, the fuel oils and lubricants additized with these polymers; and also additive packages comprising such polymers are described.Type: GrantFiled: December 20, 2013Date of Patent: March 28, 2017Assignee: BASF SEInventors: Wolfgang Ahlers, Andreas Fechtenkoetter, Frank-Olaf Maehling, Irene Troetsch-Schaller, Ansgar Eisenbeis
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Patent number: 8979951Abstract: The invention provides terpolymers of ethylene, at least one ethylenically unsaturated ester and propene, which a) contain from 12.0 to 16.0 mol % of structural units derived from at least one ethylenically unsaturated ester, b) contain from 1.0 to 4.0 methyl groups derived from propene per 100 aliphatic carbon atoms, and c) have fewer than 6.5 methyl groups stemming from chain ends per 100 CH2 groups. and also their use as cold additives for middle distillates.Type: GrantFiled: July 17, 2007Date of Patent: March 17, 2015Assignee: Clariant Finance (BVI) LimitedInventors: Bettina Siggelkow, Werner Reimann, Matthias Krull, Markus Kupetz
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Patent number: 8968428Abstract: The invention provides additive mixtures comprising A) at least one terpolymer of ethylene, propene and at least one ethylenically unsaturated ester, which i) contains from 6.0 to 12.0 mol % of structural units derived from at least one ethylenically unsaturated ester having a C1- to C3-alkyl radical, ii) contains from 0.5 to 4.0 methyl groups derived from propene per 100 aliphatic carbon atoms, iii) has fewer than 8.0 methyl groups stemming from chain ends per 100 CH2 groups, and B) from 0.5 to 20 parts by weight, based on A), of at least one further component which is effective as a cold additive for mineral oils and is selected from B1) copolymers of ethylene and ethylenically unsaturated compounds whose content of ethylenically unsaturated compounds is at least 2 mol % higher than the content of ethylenically unsaturated esters in the terpolymer defined under A), B2) comb polymers, and B3) mixtures of B1) and B2), and also their use as a cold additive for middle distillates.Type: GrantFiled: July 17, 2007Date of Patent: March 3, 2015Assignee: Clariant Produkte (Deutschland) GmbHInventors: Bettina Siggelkow, Werner Reimann, Matthias Krull, Ulrike Neuhaus, Markus Kupetz, Andre Graf
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Patent number: 8790426Abstract: Quaternized terpolymer formed from (A) ethylene, (B) C2-C14-alkenyl esters of one or more aliphatic C1-C20-monocarboxylic acids or C1-C24-alkyl esters of acrylic acid or of methacrylic acid and (Cq) ethylenically unsaturated monomers which comprise at least one tertiary nitrogen atom which is partly or fully in quaternized form. The quaternized terpolymer is suitable as a fuel additive for reducing or preventing deposits, for reducing fuel consumption and for minimizing power loss in direct-injection diesel engines, especially in diesel engines with common-rail injection systems.Type: GrantFiled: April 25, 2011Date of Patent: July 29, 2014Assignee: BASF SEInventors: Ivette Garcia Castro, Cornelia Roeger-Goepfert, Wolfgang Grabarse, Klaus Muehlbach, Ludwig Voelkel, Harald Boehnke, Christian Tock
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Patent number: 8734542Abstract: The invention relates to the use of at least one oil-soluble compound B) which acts as a nucleating agent for paraffin crystallization and which is selected from ethylene copolymers and 2 to 10.5 mole % of at least one ethylenically unsaturated carbonic ester for improving the response of cold flow improvers for mineral oils C), which are different from B), in middle distillates that contain at least one ashless, nitrogenous detergent additive A), which is an oil-soluble, amphiphilic compound that comprises at least one alkyl or alkenyl group bound to a polar group, said alkyl or alkenyl group having 10 to 500 C atoms and the polar group having 2 or more nitrogen atoms.Type: GrantFiled: June 17, 2008Date of Patent: May 27, 2014Assignee: Clariant Finance (BVI) LimitedInventors: Matthias Krull, Robert Janssen
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Patent number: 8628591Abstract: The invention relates to the use of at least one oil-soluble compound B) which acts as a nucleating agent for paraffin crystallization and which is selected from substantially linear hydrocarbons with at least 22 C atoms, for improving the response of cold flow improvers for mineral oils C) in middle distillates that contain at least one ashless, nitrogenous detergent additive A), which is an oil-soluble, amphiphilic compound that comprises at least one alkyl or alkenyl group bound to a polar group, said alkyl or alkenyl group having 10 to 500 C atoms and the polar group having 2 or more nitrogen atoms.Type: GrantFiled: June 17, 2008Date of Patent: January 14, 2014Assignee: Clariant Finance (BVI) LimitedInventors: Matthias Krull, Werner Reimann, Robert Janssen
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Patent number: 8628590Abstract: The invention relates to the use of at least one oil-soluble olefin copolymer B) which acts as a nucleating agent for paraffin crystallization for improving the response of cold flow improvers for mineral oils C), which are different from B), in middle distillates that contain at least one ashless, nitrogenous detergent additive A), which is an oil-soluble, amphiphilic compound that comprises at least one alkyl or alkenyl group bound to a polar group, said alkyl or alkenyl group having 10 to 500 C atoms and the polar group having 2 or more nitrogen atoms.Type: GrantFiled: June 17, 2008Date of Patent: January 14, 2014Assignee: Clariant Finance (BVI) LimitedInventors: Matthias Krull, Robert Janssen
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Publication number: 20120167455Abstract: The present invention provides a gas oil composition that can achieve environment load reduction, low temperature properties and low fuel consumption all together and is suitably used in a winter season. The gas oil composition comprises an Ft synthetic base oil in an amount of 60 percent by mass or more on the basis of the total mass of the composition and has a sulfur content of 5 ppm by mass or less, an aromatic content of 10 percent by volume or less, an oxygen content of 100 ppm or less, an end point of 360° C. or lower, an insoluble content after an oxidation stability test of 0.5 mg/100 mL or less, an HFRR wear scar diameter (WS1.4) of 400 ?m or smaller and a specific relation in normal paraffin contents and the total content thereof.Type: ApplicationFiled: March 12, 2012Publication date: July 5, 2012Applicant: JX NIPPON OIL & ENERGY CORPORATIONInventor: Hideaki SUGANO
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Patent number: 7857871Abstract: This invention provides a composition and a method of using a composition containing an imidazoline, optionally containing a paraffin inhibitor, for improving the pour point of liquid hydrocarbons, such as crude oil and petroleum fuel, and/or inhibiting or reducing the formation of paraffin deposits in such liquids.Type: GrantFiled: September 6, 2005Date of Patent: December 28, 2010Assignee: Baker Hughes IncorporatedInventors: Richard L. Martin, Harold L. Becker, Dora Galvan
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Patent number: 7815697Abstract: The invention provides a fuel oil composition comprising a fuel oil of mineral origin and a fuel oil of vegetable and/or animal origin and as a cold additive, the constituents, at least one copolymer composed of ethylene and 8-21 mol % of at least one acrylic and vinyl ester having a C1-C18 alkyl radical and at least one comb polymer containing structural units composed of at least one olefin as monomer 1 which bears at least one C8-C18 alkyl radical on the olefinic double bond, and at least one ethylenically unsaturated dicarboxylic acid as monomer 2 which bears at least one C8-C16 alkyl radical bonded via an amide and/or imide moiety.Type: GrantFiled: December 10, 2004Date of Patent: October 19, 2010Assignee: Clariant Finance (BVI) LimitedInventors: Matthias Krull, Bettina Siggelkow, Martina Hess
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Publication number: 20100236139Abstract: A fuel oil composition comprising a major amount of a fuel oil and a minor amount of a compound being the product of the 1,4-addition reaction of (i) ammonia, a primary or secondary hydrocarbyl-substituted amine or a mixture thereof to (ii) a species containing one or more ?,?-unsaturated carbonyl groups, wherein the compound includes at least one hydrocarbyl group containing at least 10 carbon atoms. The fuel oil composition has improved low temperature properties.Type: ApplicationFiled: December 10, 2009Publication date: September 23, 2010Inventor: Graham Jackson
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Patent number: 7520906Abstract: A fuel oil containing a conductivity improving additive comprising the combination of: (a) a polymethacrylate, polyacrylate or polyfumarate polymer not prepared from a quaternary ammonium monomer and having a number average molecular weight of about 1,000 to 10,000,000 and either (b) a conductivity improver comprising (i) an olefin polysulfone and (ii) a polymeric polyamine reaction product of epichlorohydrin and an aliphatic primary monoamine or an N-aliphatic hydrocarbyl alkylene diamine, or the sulfonic acid salt of the polymeric polyamine reaction product or (c) a conductivity improver comprising a hydrocarbon soluble copolymer of an alkylvinyl monomer and a cationic vinyl monomer, wherein the copolymer has an alkylvinyl monomer unit to cationic vinyl monomer unit ratio of from about 1:1 to about 10:1, the copolymer having a number average molecular weight of from about 800 to about 1,000,000.Type: GrantFiled: June 30, 2004Date of Patent: April 21, 2009Assignee: Infineum International Ltd.Inventor: Fiona K. Gormley
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Patent number: 7500996Abstract: The present invention provides an additive comprising 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 containing structural units of B1) at least one olefin as monomer 1, which bears at least one C8-C18-alkyl radical on the olefinic double bond, and B2) at least one ethylenically unsaturated dicarboxylic acid as monomer 2, which bears at least one C8-C16-alkyl radical bonded via an amide and/or imide moiety, 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 length distributions in the alkyl radicals of monomer 1 on the one hand and the alkyl radicals of the amide and/or imide groups of monomer 2 on the other hand is from 23 to 27, where w1 is the molar proportion of the individual chain lengths in the alkyl radicals of monomer 1, w2 is the molar proportion of the individual chain lengths in the alkyl radicals of the amType: GrantFiled: October 25, 2004Date of Patent: March 10, 2009Assignee: Clariant International Ltd.Inventors: Matthias Krull, Bettina Siggelkow, Martina Hess
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Patent number: 7476264Abstract: The invention provides a fuel oil composition comprising a fuel oil of animal or vegetable origin and an additive comprising A) at least one copolymer of ethylene and 8-21 mol % of at least one acrylic or vinyl ester having a C1-C18-alkyl radical and B) at least one comb polymer containing structural units having C8-C16-alkyl radicals, the structural units being selected from C8-C16-alkyl (meth)acrylates, C8-C16-alkyl vinyl esters, C8-C16-alkyl vinyl ethers, C8-C16-alkyl (meth)acrylamides, C8-C16-alkyl allyl ethers and C8-C16-diketenes, where the sum R R = m 1 · ? i ? w 1 ? i · n 1 ? i + m 2 · ? j ? w 2 ? j · n 2 ? j + … + m g · ? p ? w gp · n gp is the molar average of the carbon chain length distributions in the alkyl radicals of the monomers B) is from 11.0 to 14.0, where m1, m2, . . . mg are the molar fractions of the abovementioned monomers B) in the polymer and the sum of the molar fractions m1 to mg=1, w1i, w1j . . . w2i, w2j . .Type: GrantFiled: October 25, 2004Date of Patent: January 13, 2009Assignee: Lariant Produkte (Deutshland) GmbHInventor: Matthias Krull
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Patent number: 6673131Abstract: Improved fuel additives and distillate fuels containing said additives are described. The additives impart improved low temperature flow and filterability and also impart stability to distillate fuels, particularly hard-to-treat distillate fuels. The additives are a combination of an olefin/vinyl carboxylate polymer and two specific polyimides having different alkyl substituents.Type: GrantFiled: January 17, 2002Date of Patent: January 6, 2004Assignee: Equistar Chemicals, LPInventor: Maged G. Botros
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Patent number: 6652610Abstract: The invention relates to additives for improving cold-flow and lubricating properties of fuel oils, comprising A) 5-95% by weight of at least one oil-soluble amphiphile of the formula in which R1 is an alkyl, alkenyl, hydroxyalkyl or aromatic radical having 1 to 50 carbon atoms, X is NH, NR3, O or S, y is 1, 2, 3 or 4, R2 is hydrogen or an alkyl radical carrying hydroxyl groups and having 2 to 10 carbon atoms and R3 is an alkyl radical carrying nitrogen and/or hydroxyl groups and having 2 to 10 carbon atoms or C1-C20-alkyl, and B) 5 to 95% by weight of a terpolymer containing from 10 to 35 mol % of structural units derived from the vinyl ester of a carboxylic acid having 2 to 4 carbon atoms, from 1 to 15 mol % of structural units derived from the vinyl ester of a neocarboxylic acid having 8 to 15 carbon atoms, and structural units of ethylene to 100 mol %, having a melt viscosity, measured at 140° C., of from 20 to 10,000 mPas.Type: GrantFiled: January 11, 2001Date of Patent: November 25, 2003Assignee: Clariant GmbHInventors: Matthias Krull, Werner Reimann
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Patent number: 6638325Abstract: Compositions comprising (a) an ethylene-mixed unsaturated ester copolymer or (b) two or more ethylene-unsaturated ester copolymers differing, for example, in their ester chains improve the low temperature properties of fuel oils.Type: GrantFiled: December 21, 1994Date of Patent: October 28, 2003Assignee: Infineum International Ltd.Inventors: Ramah Jessica Brod, Brian William Davies, Tuncel Ibrahim
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Patent number: 6623536Abstract: The invention concerns a composition of mulifunctional additives for cold process treatment obtained by reacting carboxylic compounds with amine compounds, characterized in that it contains at least 50 wt. % of a mixture consisting of 10 to 90 wt. % of an additive (AB) of a carboxylic compound (A) selected among maleic and succinic anhydrides, corresponding acids and esters with a polyalkylamine (B) and 90 to 10 wt. % of an additive (CD) obtained by reacting a copolymer (C) obtained by reacting a first unsaturated carboxylic acid with an alkylated ester of a second unsaturated carboxylic acid, identical to or different from the first, of general formula (II) R1R2C═CR3COOR4 wherein R1 and R2, identical or different, being hydrogen, a linear or branched C1-C20 alkyl radical; R3 is hydrogen or a linear or branched alkyl group with not more than three carbon atoms and R4 is hydrogen or a C1-C25 radical, with N-alkylpolyalkylenepolyamine (D).Type: GrantFiled: March 25, 2002Date of Patent: September 23, 2003Assignee: Elf Antar FranceInventors: Franck Eydoux, Robert Leger
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Patent number: 6511520Abstract: The invention concerns an additive for motive fuel additive, in particular with low sulphur content not more than 500 ppm, consisting for the most part of a combination comprising 5 to 95 wt. % of a glycerol monoester R1—C(O)—O—CH2—CHO—CH2OH or R1—C(O)—O—CH(CH2OH)2, R1 being an alkyl chain containing 8 to 60 carbon atoms, or a monocyclic or polycyclic group comprising 8 to 60 carbon atoms, and from 5 to 95 wt % of a compound of formula R2—C(O)—X, R2 being an alkyl chain containing 8 to 24 carbon atoms, or a monocyclic or polycyclic group comprising 8 to 60 carbon atoms, and X being selected among (i) the groups OR0, R0 being a hydrocarbon radical comprising 1 to 8 carbon atoms, optionally substituted by one or several esters; and (ii) the groups derived from primary or secondary amines and alkanolamines with aliphatic hydrocarbon chain, comprising 1 to 18 carbon atoms.Type: GrantFiled: October 28, 1999Date of Patent: January 28, 2003Assignee: Elf Antar FranceInventors: Daniele Eber, Laurent Germanaud, Paul Maldonado
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Patent number: 6461393Abstract: The invention relates to additives for improving lubricating properties of fuel oils, comprising A) 10-95% by weight of at least one oil-soluble amphiphile of the formulae 1 and/or 2 R1—X—R2 (2) B) 5-90% by weight of at least one copolymer which contains B1) from 5 to 80 mol % of structural units which are derived from olefinically unsaturated compounds, and B2) from 20 to 95 mol % of structural units which are derived from olefinically unsaturated compounds, B3) from 0 to 40 mol % of further structural units selected from the group consisting of (meth)acrylic acid, (meth)acrylates, vinyl esters, vinyl ethers and alkenes, and the copolymer has an average molar mass Mw of from 500 to 100,000 g/mol and an OH number of from 10 to 350 mg KOH/g.Type: GrantFiled: March 16, 2001Date of Patent: October 8, 2002Assignee: Clariant GmbHInventors: Matthias Krull, Werner Reimann
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Patent number: 6458175Abstract: Compositions comprising a wax, a nucleator, and a wax growth arrestor improve the low temperature properties of fuel oils, especially high wax content fuels.Type: GrantFiled: December 2, 1998Date of Patent: October 1, 2002Assignee: Exxon Chemical Patents Inc.Inventors: Edwin William Lehmann, Robert Dryden Tack
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Patent number: 6391070Abstract: It has been discovered that less expensive, and in some cases synergistically effective anti-static additive blends may be added to hydrocarbon fuels to improve the conductivity thereof. The blend includes an anti-static amount of at least one hydrocarbon soluble copolymer of an alkylvinyl monomer and a cationic vinyl monomer and an anti-static amount of at least one hydrocarbon soluble polysulfone copolymer of at least one olefin and sulfur dioxide. Optional ingredients include polymeric polyamines and aryl sulfonic acids.Type: GrantFiled: April 16, 2001Date of Patent: May 21, 2002Assignee: Baker Hughes IncorporatedInventor: John A. Schield
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Patent number: 6254650Abstract: A composition comprising a hydrogenated block diene polymer and saturated hydrocarbon mixture as a cold flow improver in an oil.Type: GrantFiled: December 2, 1998Date of Patent: July 3, 2001Assignee: Exxon Chemical Patents IncInventor: Panagiotis Dounis
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Patent number: 6203583Abstract: An additive combination for distillate fuels and a fuel composition having improved cold flow properties. The additive combination is incorporated into a major proportion of distillate fuel and is comprised of an ethylene vinyl acetate isobutylene terpolymer in combination with one or more of a maleic anhydride &agr;-olefin copolymer component, a polyimide component, and an alkyl phenol component each having one or more hydrocarbon substituents within specified carbon number ranges. Optionally, an ethylene vinyl acetate copolymer may also be incorporated as a component therein.Type: GrantFiled: May 13, 1999Date of Patent: March 20, 2001Assignee: Equistar Chemicals, LPInventor: Maged G. Botros
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Patent number: 6071318Abstract: A bifunctional anti-settling and dispersant additive for middle distillates from 150-450.degree. C. petroleum fractions, characterized in that consists of at least one modified copolymer with a weight-average molecular weight of 500-5000 prepared as follows: in a first step, a first carboxylic acid is copolymerized with an alkylated ester of a second carboxylic acid which is the same as or different from the first, and in a second step, the carboxylic groupings of the resulting copolymer re amidified at a temperature of 100-200.degree. C. ##STR1## wherein n and m are from 1 to 8, and R and R' are preferably alkyl groupings.Type: GrantFiled: February 20, 1998Date of Patent: June 6, 2000Assignee: Elf Antar FranceInventors: Catherine Mallet, Jean Rozier
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Patent number: 5998530Abstract: Improving the flowability of mineral oils and mineral oil distillates using alkylphenol-aldehyde resinsThe invention relates to a process for improving the flowability of paraffin-containing mineral oils and mineral oil distillates by adding flow improvers based on ethylene/vinyl ester co- and terpolymers, alkylphenol-aldehyde resins and, if appropriate, other paraffin dispersants, mixtures of these different flow improvers and mineral oils and mineral oil distillates which comprise these flow improvers.Type: GrantFiled: January 5, 1998Date of Patent: December 7, 1999Assignee: Clariant GmbHInventors: Matthias Krull, Michael Feustel, Werner Reimann, Ulrike Tepper
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Patent number: 5755834Abstract: The invention is directed to a method of enhancing the low temperature flow properties of fuels comprising adding to the fuel a heated additive concentrate comprising: (A) at least one nitrogen-containing derivative of carboxylic acid, (B) an organic acid, and (C) at least one other flow improver, wherein the concentrate is heated to at least about 35.degree. C.Type: GrantFiled: November 21, 1996Date of Patent: May 26, 1998Assignee: Exxon Chemical Patents Inc.Inventor: John E. Chandler
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Patent number: 5755832Abstract: An additive concentrate has at least one nitrogen-containing deposit control additive, a solvent, and at least one tagging material. The tagging material has a number average molecular weight of at least 15,000 and a weight average to number average molecular weight ratio of less than 1.5. The tagging material has a molecular weight distribution that is sufficiently different from the molecular weight distribution of the deposit control additive so as to be distinguishable from the deposit control additive. The amount of each tagging material is less than 1 weight % of the additive concentrate.Type: GrantFiled: November 7, 1996Date of Patent: May 26, 1998Assignee: Chevron Chemical CompanyInventors: Jeffrey J. Toman, Wilton R. Biggs
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Patent number: 5743923Abstract: The low temperature properties of a blend of biofuel and petroleum-based fuel oil are improved by the addition of an ethylene-unsaturated ester copolymer, or a comb polymer, or a polar N compound, or a compound having at least one linear alkyl groups connected to a non-polymeric organic residue.Type: GrantFiled: June 19, 1996Date of Patent: April 28, 1998Assignee: Exxon Chemical Patents Inc.Inventors: Brian William Davies, Kenneth Lewtas, Alessandro Lombardi
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Patent number: 5718734Abstract: Compositions comprising (a) an ethylene-mixed unsaturated ester copolymer or (b) two or more ethylene-unsaturated ester copolymers differing in their ester chains improve the low temperature properties of fuel oils.Type: GrantFiled: August 30, 1996Date of Patent: February 17, 1998Assignee: Exxon Chemical Patents Inc.Inventor: Brian William Davies
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Patent number: 5672183Abstract: A composition having increased electrical conductivity, comprising a liquid hydrocarbon and an anti-static amount of a hydrocarbon soluble copolymer of an alkylvinyl monomer and a cationic vinyl monomer. The copolymer has an alkylvinyl monomer unit to cationic vinyl monomer unit ratio of from about 1:1 to about 10:1, and has an average molecular weight of from about 800 to about 1,000,000. Other related compositions and methods for measuring electrical conductivity of liquids are also disclosed.Type: GrantFiled: July 1, 1996Date of Patent: September 30, 1997Assignee: Petrolite CorporationInventor: John A. Schield
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Patent number: 5616153Abstract: 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: GrantFiled: October 3, 1995Date of Patent: April 1, 1997Assignee: Ethyl CorporationInventors: Carl A. Mike, Joseph J. Valcho, Daniel Yuan-Fu Yu
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Patent number: 5478368Abstract: Polymer of number average molecular weight 1,000 to 20,000 containing the repeating units (I) (II) or (III) (II) have been found useful as low temperature flow improvers for distillate fuels particularly in combination with other additives.Type: GrantFiled: October 13, 1992Date of Patent: December 26, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Kenneth Lewtas, Jacqueline D. Bland
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Patent number: 5445657Abstract: 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: GrantFiled: June 16, 1994Date of Patent: August 29, 1995Assignee: Institut Francais du PetroleInventors: Jean-Pierre Durand, Daniel Binet, Patrick Gateau, Roger Bregent
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Patent number: 5441545Abstract: Copolymers of straight chain alpha olefins and maleic anhydride esterified with an alcohol wherein the alpha olefin is of the formula:R.CH=CH.sub.2and the alcohol is of the formula:R.sup.1 OHin which at least one of R and R.sup.1 is greater than 10 and the sum of R and R.sup.1 is from 18 to 38 and R.sup.1 is linear or contains a methyl branch at the 1 or 2 position have been found to be effective additives for improving the low temperature properties of distillate fuels.Type: GrantFiled: July 6, 1993Date of Patent: August 15, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Kenneth Lewtas, Robert D. Tack, Jacqueline D. Bland, Albert Rossi
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Patent number: 5405916Abstract: Terpolymers of polyolefin/acrylic acid or substituted acrylic acid/acrylonitrile are prepared by combining a polyolefin/acrylic acid or substituted acrylic acid copolymer with at least one dinitrile to form a mixture and reacting the mixture at a temperature of at least 200.degree. C. for a time sufficient to form the terpolymer. Copolymers of polyolefin/acrylonitrile are obtained when the reaction is carried to completion. The total reaction masses obtained comprising terpolymer or copolymer, cyclic imide, solvent, when used, and any unreacted dinitrile find use as pour point depressants in heavy hydrocarbon oils.Type: GrantFiled: October 22, 1993Date of Patent: April 11, 1995Assignee: Conoco Inc.Inventors: Kenneth W. Pober, Charles M. Starks
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Patent number: 5284924Abstract: Terpolymers of polyolefin/acrylic acid or substituted acrylic acid/acrylonitrile are prepared by combining a polyolefin/acrylic acid or substituted acrylic acid copolymer with at least one dinitrile to form a mixture and reacting the mixture at a temperature of at least 200.degree. C. for a time sufficient to form the terpolymer. Copolymers of polyolefin/acrylonitrile are obtained when the reaction is carried to completion. The total reaction masses obtained comprising terpolymer or copolymer, cyclic imide, solvent, when used and any unreacted dinitrile find use as pour point depressants in heavy hydrocarbon oils.Type: GrantFiled: October 23, 1991Date of Patent: February 8, 1994Assignee: Conoco Inc.Inventors: Kenneth W. Pober, Charles M. Starks
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Patent number: 5178641Abstract: Crude oil middle distillates with improved cold flow properties, containing small amounts ofA. conventional flow improver on an ethylene base, andB. copolymers which consist of 10 to 95 mol-% of one or more acrylacrylates or alkylmethacrylates with C.sub.1 - to C.sub.26 -alkyl chains, and of 5 to 90 mol-% of one or more ethylenically unsaturated dicarboxylic acids or their anhydrides, where the copolymer is reacted to a large extent with one or several primary or secondary amines into the monoamide or amide/ammonia salt of dicarboxylic acid, and the quantitative proportion of A to B is from 40 to 60 up to 95 to 5.Type: GrantFiled: November 13, 1991Date of Patent: January 12, 1993Assignee: BASF CorporationInventors: Gerd Konrad, Bernd Wenderoth, Klaus Barthold, Erich Schwartz, Hans-Juergen Raubenheimer, Heinrich Hartmann
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Patent number: 5011504Abstract: AB and ABA block copolymers of acrylics and acrylic amines are useful as oil additives to diminish sediment and color formation. The copolymers are preferably formed by group transfer polymerization.Type: GrantFiled: July 27, 1990Date of Patent: April 30, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Cyrus P. Henry, Michael W. J. West
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Patent number: 4985048Abstract: Polymer mixtures of a copolymer (A.sub.1) made from 10-60% by weight of vinyl acetate and 40-90% by weight of ethylene or a copolymer (A.sub.2) made from 15-50% by weight of vinyl acetate, 0.5-20% by weight of C.sub.6 -C.sub.24 -.alpha.-olefin and 30-70% by weight of ethylene, and a copolymer (B) made from 10-90% by weight of C.sub.6 -C.sub.24 -.alpha.-olefin and 10-90% by weight of N-C.sub.6 -C.sub.12 -alkylmaleiimide, the mixing ratio of copolymers (A.sub.1) or (A.sub.2) to (B) being 100:1 to 1:1. These polymer mixtures are employed as flow improvers in mineral oil distillates.Type: GrantFiled: December 14, 1988Date of Patent: January 15, 1991Assignee: Hoechst AktiengesellschaftInventors: Herbert Wirtz, Michael Feustel, Juliane Balzer
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Patent number: 4983186Abstract: A method for reducing friction loss in flowing hydrocarbon fluids is disclosed. The method comprises adding to the fluid an effective amount of an oil-soluble polyamine and a terpolymer of styrene, alkyl acrylate and a carboxylic acid selected from the group consisting of acrylic acid and methacrylic acid. Related compositions are also disclosed.Type: GrantFiled: July 18, 1989Date of Patent: January 8, 1991Assignee: Petrolite CorporationInventors: Michael I. Naiman, James C. Chang