Chalcogen In The Hetero Ring Patents (Class 44/341)
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Patent number: 9981958Abstract: Oxazolidines, a process for producing the oxazolidines, and use as additives for fuels to prevent and control deposits in internal combustion engines are disclosed. The oxazolidines are derived from polyalkyl or polyalkenyl N-hydroxyalkyl succinimides and have the structural formula wherein: R is a polyakyl or polyalkenyl group having an average molecular weight ranging from 450 to 5000 daltons; m is an integer between 1 and 5; n is an integer between 0 and 1; and R1, R2, R3, and R4 are independent radicals, represented by the groups: —H, —CH2(CH2)AB, —C6H3DE or —C10H4FG; wherein: A is an integer between 0 and 8, B is a group selected among —H, —NH2, —OH, —COOH, and D, E, F, and G are independent radicals, selected among the groups: —H, —CH3, —CH2CH3, —CH2CH2CH3, —CH2(CH2)2CH3, —(CH3)3, C6H5, —NH2, —OH, —OCH3, OCH2CH2OH, OCH(CH3)CH2OH, OC6H5—COOH, and —SO3.Type: GrantFiled: April 15, 2008Date of Patent: May 29, 2018Assignee: Instituto Mexicano Del PetroleoInventors: Luis Silvestre Zamudio Rivera, Eugenio Alejandro Flores Oropeza, Marcelo Lozada y Cassou, Hiram Isaac Beltran Conde, Eduardo Buenrostro Gonzalez, Youri Douda, Mario Alberto Guzman Vega, Adela Morales Pacheco, Violeta Yasmin Mena Cervantes, Raul Hernandez Altamirano
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Patent number: 9476005Abstract: The present teachings are directed toward the invention of high-performance diesel fuel lubricity additives that are comprised of a mixture of one or more C3-C10 di-carboxylic acids with a mixture of one or more C3-C14 carboxylic acids that are blended in one or more C3-C16 hydroxy-alkanes. These additives may be produced by blending one or more C3-C14 carboxylic acids, C3-C10 di-carboxylic acids and C3-C16 hydroxy-alkanes, or by using various chemical synthesis procedures to directly produce mixtures of these classes of oxygenated aliphatic hydrocarbons.Type: GrantFiled: July 1, 2013Date of Patent: October 25, 2016Assignee: Greyrock Energy, Inc.Inventors: Robert Schuetzle, Dennis Schuetzle
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Publication number: 20140373433Abstract: An additive mixture for fuels including a) at least one N-formal, b) at least one antioxidant and c) at least one corrosion inhibitor. The additive mixture ensures that the additized fuels and lubricants have biocidal and corrosion-inhibiting additization, especially when they include proportions of renewable raw materials, such as biodiesel, and when they are in contact with copper-containing surfaces.Type: ApplicationFiled: September 10, 2014Publication date: December 25, 2014Inventors: Wolfgang BEILFUSS, Ralf GRADTKE, Jennifer KNOPF, Ingo KRULL
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Publication number: 20120311922Abstract: Provided are additives of formula I for use in hydrocarbonaceous compositions, such as petroleum or liquid fuels: wherein R1, R2, R3, R4, and R5 are as defined herein. The additives improve the corrosion resistance of the compositions and, when the composition is biodiesel, also improve microbial resistance. The additives further enhance the antimicrobial efficacy of any added biocides contained in such compositions.Type: ApplicationFiled: August 8, 2012Publication date: December 13, 2012Inventors: Sheila M. Tinetti, John L. Pohlman, Patrick E. Brutto, Charles E. Coburn, George D. Green, Raymond J. Swedo
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Publication number: 20120110899Abstract: An additive mixture for fuels including a) at least one N-formal, b) at least one antioxidant and c) at least one corrosion inhibitor. The additive mixture ensures that the additized fuels and lubricants have biocidal and corrosion-inhibiting additization, especially when they include proportions of renewable raw materials, such as biodiesel, and when they are in contact with copper-containing surfaces.Type: ApplicationFiled: June 21, 2010Publication date: May 10, 2012Applicant: L'AIR LIQUIDE SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGInventors: Wolfgang Beilfuss, Ralf Grastke, Jennifer Knopf, Ingo Krull
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Publication number: 20110041387Abstract: 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: ApplicationFiled: April 29, 2009Publication date: February 24, 2011Inventors: G. David Green, Sheila M. Tinetti, Patrick E. Brutto, John Pohlman
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Publication number: 20100107478Abstract: The present invention relates to oxazolidines derived from polyalkyl or polyalkenyl N-hydroxyalkyl succinimides, the obtainment process thereof, and their use to prevent and control the formation of deposits in internal combustion engines, primarily in formulations of additives to be applied to hydrocarbon fuels.Type: ApplicationFiled: April 15, 2008Publication date: May 6, 2010Applicant: INSTITUTO MEXICANO DEL PETROLEOInventors: Luis Silvestre Zamudio Rivera, Eugenio Alejandro Flores Oropeza, Marcelo Lozada y Cassou, Hiram Issac Beltran Conde, Eduardo Buenrostro Gonzalez, Youri Douda, Mario Alberto Guzman Vega, Adela Morales Pacheco, Violeta Yasmin Mena Cervantes, Raul Hernandez Altamirano
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Publication number: 20090123397Abstract: A microbiocidal composition comprising: a non-halogenated 2-alkyl-3-isothiazolone, and chlorphenesin and/or an alkane diol, wherein the alkyl group in the non-halogenated 2-alkyl-3-isothiazolone comprises 1 to 4 carbon atoms, the alkane diol comprises from 5 to 12 carbon atoms, and the hydroxyl groups of the alkane diol are vicinally substituted.Type: ApplicationFiled: July 11, 2006Publication date: May 14, 2009Applicant: Thor Specialities (UK) LimitedInventors: Ken Seal, Peter Erich Hahn
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Publication number: 20080168708Abstract: The present disclosure provides compositions and methods for reducing deposit formation in engines combusting a fuel containing ethanol and a corrosion inhibitor.Type: ApplicationFiled: January 11, 2007Publication date: July 17, 2008Inventors: Lawrence J. Cunningham, Richard J. Dumont
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Patent number: 7182795Abstract: A middle distillate fuel additive comprising the reaction product resulting from the combining of a hydrocarbyl succinic anhydride and a hydroxyamine. The lubricating properties of low sulfur-content middle distillate fuels, such as diesel, jet or bio-diesel fuels, can be significantly improved by inclusion therein of such additive compounds. The use of these middle distillate fuel additives makes it possible to avoid mechanical failure problems, such as fuel pump or injector failure, otherwise caused by inadequate fuel lubricity, while still retaining the environmental benefits of using a low sulfur fuel.Type: GrantFiled: March 13, 2002Date of Patent: February 27, 2007Assignee: Atton Chemical Intangibles LLCInventors: Timothy J. Henly, John T. Loper, Scott D. Schwab
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Patent number: 7175678Abstract: 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: GrantFiled: September 26, 2003Date of Patent: February 13, 2007Assignee: Innospec LimitedInventors: Cyrus Pershing Henry, David Leonard Pinch, Andrea Sneddon, Derek Richard Green
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Patent number: 7112230Abstract: 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: GrantFiled: September 14, 2001Date of Patent: September 26, 2006Assignee: Afton Chemical Intangibles LLCInventors: Dennis J. Malfer, Scott D. Schwab, Timothy J. Henly
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Patent number: 7041145Abstract: Fuel made from an emulsion between water and a liquid hydrocarbon and polymeric surfactant, used to stabilize the emulsion, obtainable by (a) reacting (i) at least one polyolefin oligomer functionalized with at least one group deriving from a dicarboxylic acid, or a derivative thereof; and (ii) at least one polyoxylalkylene having linear oxyalkylene units, the polyoxyalkylene being linked to a long-chain alkyl group optionally containing at least one ethylenic unsaturation; and (b) reacting the product of step (a) with (ii) at least one nitrogen compound selected from monoamines, polyamines and quaternary ammonium hydroxides. The fuel has high stability over time, without forming carbonaceous deposits adhering to metal surfaces.Type: GrantFiled: July 9, 2001Date of Patent: May 9, 2006Assignee: CAM Technologie S.p.A.Inventors: Tiziano Ambrosini, Attilio Citterio, Alberto De Amicis, Guido Rivolta
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Patent number: 7018433Abstract: A fuel of an emulsion between water and a liquid hydrocarbon. The emulsion is stabilized by adding a polymeric surfactant obtainable by reaction between: (i) a polyolefin oligomer functionalized with at least one group deriving from a dicarboxylic acid, or a derivative thereof; and (ii) a polyoxyalkylene of linear oxyalkylene units. The polyoxyalkylene is linked to a long-chain alkyl group optionally containing one or more ethylenic unsaturations. The fuel has high stability over time, without forming carbonaceous deposits which adhere to metal surfaces.Type: GrantFiled: January 9, 2001Date of Patent: March 28, 2006Assignee: Cam Tecnologie S.p.A..Inventors: Guido Rivolta, Tiziano Ambrosini, Attilio Citterio, Enrico Albizzati
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Patent number: 6676715Abstract: 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: GrantFiled: May 11, 2001Date of Patent: January 13, 2004Assignees: The Associated Octel Company Limited, Octel Starreon, LLCInventors: Cyrus Pershing Henry, Barbara Elizabeth Goodrich
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Patent number: 6572847Abstract: The objectionable odors generated from lubricants is minimized by including in said lubricant a thiazole compound and grape odor mask.Type: GrantFiled: March 26, 2001Date of Patent: June 3, 2003Assignee: The Lubrizol CorporationInventors: William D. Abraham, James P. Roski, Jerry L. Rutter, Craig D. Tipton, Victor A. Gober, James J. Schwind
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Patent number: 6565616Abstract: 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: GrantFiled: March 14, 2001Date of Patent: May 20, 2003Assignee: Clariant GmbHInventors: Matthias Krull, Thomas Volkmer, Werner Reimann
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Patent number: 6296677Abstract: 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 exType: GrantFiled: February 2, 1998Date of Patent: October 2, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Marc Ribeaud, Paul Dubs, Michael Rasberger, Samuel Evans
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Patent number: 6100406Abstract: Suitable lubricant additives are the compounds of formulae wherein the substituents and groups have the following preferred meanings:R.sub.1 =H; R.sub.2 =methyl or tert-butyl; R.sub.3 =tert-butyl;s=0, 1 or 2;R.sub.4 =--A--[(C.sub.6 H.sub.2)(methyl or tert-butyl)(OH)(tert-butyl)];A=--CH.sub.2 CH.sub.2 O--(C.dbd.O)--CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH(CH.sub.3)--O--(C.dbd.O)--CH.sub.2 CH.sub.2.Type: GrantFiled: July 28, 1998Date of Patent: August 8, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Hugo Camenzind, Alfred Dratva, Peter Hanggi
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Patent number: 6051039Abstract: This invention relates to a diesel fuel composition containing an additive composition made by admixing at least two components: A) at least one dicarboxylic acid having about 8 to about 500 carbon atoms or a reactive equivalent thereof; and B) at least one amine having about 6 to about 80 carbon atoms. In one embodiment, the additive composition also contains: C) at least one monocarboxylic acid of about 8 to about 28 carbon atoms or a reactive equivalent thereof. The additive composition is useful as a lubricity additive for diesel fuel, especially low sulfur diesel fuel and provide excellent storage stability, rust-inhibiting and anti-wear performance to diesel fuel.Type: GrantFiled: September 14, 1998Date of Patent: April 18, 2000Assignee: The Lubrizol CorporationInventor: Shigeru Sugimoto
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Patent number: 5888255Abstract: A distillate fuel composition for reducing nickel corrosion in internal combustion engine by contaminants in the motor fuel such as sulfuric acid, alkyl sulfate esters, comprising a motor fuel and a combination of at least one 2,5 dihydrocarbyldithio-1,3,4 thiadiazole of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently H or R.sub.3 S, where R.sub.3 is a hydrocarbyl group containing from 1 to 16 carbon atoms with the proviso that at least one of R.sub.1 and R.sub.2 is not hydrogen, and an adduct of benzotriazole or tolyltriazole and an amine.Type: GrantFiled: October 10, 1997Date of Patent: March 30, 1999Assignee: Exxon Research and Engineering Co.Inventor: Marc-Andre Poirier
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Patent number: 5853435Abstract: Polymeric amine sulfur-containing heterocyclic reaction products have been found to be effective antiwear and corrosion inhibiting additives for fuels, including gasolines, and lubricants with excellent high temperature decomposing, cleanliness and detergency/dispersancy features.Type: GrantFiled: December 30, 1994Date of Patent: December 29, 1998Assignee: Mobil Oil CorporationInventors: Noyes L. Avery, Joan C. Axelrod, James T. Carey, Liehpao O. Farng, Andrew G. Horodysky
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Patent number: 5653787Abstract: A distillate fuel composition for reducing silver corrosion in two-cycle internal combustion engines which comprises motor gasoline, a lubricating oil basestock and a combination of a 2,5-dihydrocarbyldithio-1,3,4-thiadiazole of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently R.sup.3 S or H where R.sup.3 is a hydrocarbyl group containing from 1 to 16 carbon atoms with the proviso that at least one of R.sup.1 and R.sup.2 is not hydrogen, and an adduct of benzotriazole or tolyltriazole and an alkoxyamine.Type: GrantFiled: June 6, 1995Date of Patent: August 5, 1997Assignee: Exxon Research & Engineering CompanyInventor: Marc-Andre Poirier
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Patent number: 5560755Abstract: 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: GrantFiled: June 2, 1995Date of Patent: October 1, 1996Assignee: The Lubrizol CorporationInventors: Paul E. Adams, Richard M. Lange, Stephen H. Stoldt
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Patent number: 5538520Abstract: Polyalkylene amine coupled heterocyclic compounds are effective multifunctional additives, providing cleanliness to fuels and lubricants as well as anti-wear, friction-modifying, thermal and oxidative stabilizing properties. The beneficial effects of the product of the instant invention apparently result from an internal synergism between the polyalkylene amine groups and the heterocyclic groups.Type: GrantFiled: March 25, 1994Date of Patent: July 23, 1996Assignee: Mobil Oil CorporationInventors: Noyes L. Avery, Joan C. Axelrod, James T. Carey, John Hiebert, Andrew G. Horodysky
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Patent number: 5472457Abstract: Compounds with general formula ##STR1## where R.sup.1 represents a hydrogen atom or a hydrocarbon group containing 1 to 40 carbon atoms. R.sup.2 represents a hydrogen atom or a hydrocarbon group containing 1 to 12 carbon atoms, A, B, and C, which may be identical or different, each represent a divalent hydrocarbon group containing 2 to 6 carbon atoms, n is a whole number from 5 to 50, m and p are each zero or a whole number from 1 to 25, and the sum n+m+p is a whole number from 5 to 50.These compounds are used in multifunctional additive compositions for fuels used in internal combustion engines, in particular spark ignition engines, in admixture with at least one compound selected from the group formed by detergent-dispersant compounds, and at least one compound selected from the group formed by mineral or synthetic lubricating oils and polyglycols which are soluble in said fuels.Type: GrantFiled: June 2, 1994Date of Patent: December 5, 1995Assignees: Institut Francais du Petrole, Elf Antar FranceInventors: Henri Delhomme, Jean Gaillard, Philippe Mulard, Daniele Eber
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Patent number: 5336278Abstract: A fuel composition comprising a major amount of a normally liquid fuel and a minor amount of 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: GrantFiled: May 13, 1993Date of Patent: August 9, 1994Assignee: The Lubrizol CorporationInventors: Paul E. Adams, Richard M. Lange, Stephen H. Stoldt
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Patent number: 5294233Abstract: An additive for improving the dispersibility of a particulate substance in an organic medium, a thermoplastic polymer, or a thermosetting resin, is at least one compound having a ##STR1## bond in the molecule, including, for example, compounds having an oxazolinium ion in the molecule. The preferred additive compounds are oligomeric or polymeric.Type: GrantFiled: July 31, 1991Date of Patent: March 15, 1994Assignee: Nippon Zeon Co., Ltd.Inventors: Shizuo Kitahara, Hiroyuki Watanabe, Takuji Kishimoto, Tetuya Toyoshima, Takafumi Kawanaka, Kohkichi Noguchi
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Patent number: 5275630Abstract: A two component additive and a liquid hydrocarbon based fuel composition, containing the additive are disclosed. The fuel composition is comprised of a major amount of a liquid hydrocarbon diesel fuel and a minor fuel efficiency improving amount of the additive. The additive is composed of: (A) an overbased transition metal salt of a carboxylic acid; and (B) a compound represented by the general formula II: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrocarbyl. The additive may include a third component (C) which is a hydrocarbon-soluble ashless dispersant. The dispersant (C) is preferably a derivative of a substituted succinic acid wherein the hydrocarbyl substituent is derived from a polyalkylene characterized by a Mn value of about 500 to about 10,000 and a Mw/Mn value of about 1.0 to about 4.0.Type: GrantFiled: March 5, 1993Date of Patent: January 4, 1994Assignee: The Lubrizol CorporationInventor: Casper J. Dorer
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Patent number: 5217502Abstract: Quaternary ammonium salt derived thiadiazoles provide multifunctional antioxidant/antiwear characteristics to fuels.Type: GrantFiled: June 23, 1992Date of Patent: June 8, 1993Assignee: Mobil Oil CorporationInventors: Shih-Ying Hsu, Andrew G. Horodysky
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Patent number: 5199960Abstract: Sulfur-coupled hydrocarbyl derived mercaptobenzothiazole adducts have been found to be effective multifunctional antiwear additives for fuels and lubricants.Type: GrantFiled: October 3, 1991Date of Patent: April 6, 1993Assignee: Mobil Oil CorporationInventors: Liehpao O. Farng, Andrew G. Horodysky, James G. Murray
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Patent number: 5062863Abstract: A diesel fuel composition comprising a major portion of middle distillates and a minor wear improving amount of a 1,3,4-thiadiazole derived from 2,5-dimercapto-1,3,4-thiadiazole and one or two moles of polyolefin having 50 to 400 carbon atoms. Furthermore, the 5-position of the 2-mercapto-1,3,4-thiadiazole may be substituted by alkylthio, 2-hydroxyalkylthio, amino or hydroxy group. The 1,3,4-thiadiazole compounds are also effective dispersants when incorporated into fuel compositions.Type: GrantFiled: May 17, 1990Date of Patent: November 5, 1991Assignee: R. T. Vanderbilt Company, Inc.Inventor: Thomas J. Karol
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Patent number: 4964880Abstract: Distillate fuel compositions containing mono alkyl substituted derivatives of thiadiazole are effective in reducing the formation of intake valve deposits in internal combustion engines. Mono alkyl substituted derivatives of 2,5-dimercapto-1,3,4-thiadiazole are preferred.Type: GrantFiled: June 9, 1989Date of Patent: October 23, 1990Assignee: Exxon Research & Engineering CompanyInventors: Alan M. Schilowitz, Harold Shaub, Paul J. Berlowitz, Howard S. Homan, Eric E. Wigg
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Patent number: H1071Abstract: Liquid hydrocarbon fuels such as diesel fuel and aviation jet fuel are stabilized by insertion of solid porous stabilizing foam into storage tanks. Fuel-insoluble particles resulting from degradation of the fuel which form during prolonged storage are absorbed by the foam. The absorbed particles are removed from the foam by contacting it with a polar solvent. The foam thus regenerated is re-used for continued stabilization of stored liquid hydrocarbon fuels. The polar solvent having fuel-insoluble particles dissolved therein is recovered by distillation for re-use.Type: GrantFiled: December 13, 1990Date of Patent: July 7, 1992Assignee: United States of AmericaInventors: Margaret A. Wechter, Dennis R. Hardy