Mono-, Di-, Or Polyester Of Polycarboxylic Acid Patents (Class 508/496)
  • Patent number: 11525100
    Abstract: The incorporation of highly refined, low viscosity index base oils along with a polymeric thickener produces a final readily biodegradable fluid with a significantly high viscosity. The present invention allows the formulation of a high viscosity readily biodegradable fluid where the vast majority of the fluid is mineral oil. Previous uses of mineral oils only allowed for formulation of substantially lower viscosity readily biodegradable fluids.
    Type: Grant
    Filed: July 1, 2021
    Date of Patent: December 13, 2022
    Assignee: PETRO-CANADA LUBRICANTS INC.
    Inventors: Cecelia Dai, Vittoria Lopopolo, Atieh Ghadiri, Doug Irvine
  • Patent number: 10847955
    Abstract: A system, method, and apparatus lubricating a wire or cable during manufacturing, wherein the wire is aligned with an entry to a spraying enclosure and passes through a first seal of the spraying enclosure. Lubricant is sprayed onto the wire inside of the spraying enclosure while the unapplied, but sprayed, lubricant is collected at the bottom of the spraying enclosure. The wire passes through a second seal of the spraying enclosure, is aligned, and exits from the spraying enclosure.
    Type: Grant
    Filed: June 24, 2018
    Date of Patent: November 24, 2020
    Assignee: ENCORE WIRE CORPORATION
    Inventors: Mark D. Bennett, William T. Bigbee, Jr., Ramon V. Hernandez
  • Patent number: 10711216
    Abstract: This disclosure relates to ester compounds derived from neo-alcohol, lubricating oil base stocks comprising such ester compounds, lubricating oil compositions comprising such ester compounds, and method for making such compounds and/or base stocks. The lubricating oil base stocks comprising the ester compounds exhibit desirable lubricating properties such as polarity and oxidation stability.
    Type: Grant
    Filed: July 11, 2018
    Date of Patent: July 14, 2020
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Abhimanyu O. Patil, Kyle G. Lewis, Satish Bodige
  • Patent number: 10278907
    Abstract: A hair care formulation comprises a diester of a C8-C26 Guerbet alcohol and a C4-C40 dicarboxylic acid. The diester can function as an active ingredient, particularly as a conditioning agent, especially on dry hair. Silicone-free hair care compositions can be produced with effective conditioning properties on both wet and dry hair.
    Type: Grant
    Filed: May 19, 2016
    Date of Patent: May 7, 2019
    Assignee: CRODA INTERNATIONAL PLC
    Inventor: Michael Christopher Hindley
  • Patent number: 10125337
    Abstract: The disclosure generally provides branched diester compounds having exceptional low-temperature and flow properties. The disclosure also provides uses of the branched diester compounds in lubricant compositions, for example, as a base oil, and in other applications where their low-temperature and flow properties can be employed beneficially. The disclosure also provides efficient and green methods for making the branched diester compounds.
    Type: Grant
    Filed: November 16, 2016
    Date of Patent: November 13, 2018
    Assignee: Trent University
    Inventors: Suresh Narine, Laziz Bouzidi, Latchmi Raghunanan
  • Patent number: 9816043
    Abstract: Acyclic monterpene alcohols, like linalool, to be converted through a series of highly efficient catalytic reactions a biogasoline blending component, and a drop-in biodiesel fuel.
    Type: Grant
    Filed: January 8, 2016
    Date of Patent: November 14, 2017
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Michael E. Wright, Roxanne L. Quintana, Benjamin G. Harvey
  • Patent number: 9708561
    Abstract: A method for reducing the friction coefficient of a lubricating oil composition in the lubrication of a mechanical device comprises formulating said lubricating oil composition with a carboxylic acid ester obtainable by reacting a mixture comprising at least on dicarboxylic acid and at least one branched C10 alcohol.
    Type: Grant
    Filed: May 7, 2014
    Date of Patent: July 18, 2017
    Assignee: BASF SE
    Inventors: Markus Scherer, Arjun Goyal, Muriel Ecormier, Boris Breitscheidel
  • Patent number: 9708564
    Abstract: The presently claimed invention is directed to the use of carboxylic acid esters which are obtained by reacting aliphatic dicarboxylic acids and a mixture of structurally different monoalcohols having 10 carbon atoms as lubricants and a process for their preparation.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: July 18, 2017
    Assignee: BASF SE
    Inventors: Markus Scherer, Boris Breitscheidel
  • Patent number: 9683196
    Abstract: This application relates to branched diester compositions that can be used as a base stock for lubricant applications, or as a base stock blend component for use in a finished lubricant or for particular applications, and methods for making the same.
    Type: Grant
    Filed: February 25, 2015
    Date of Patent: June 20, 2017
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Jonathan Brekan, Jordan Quinn, Kyle Mandla, Ryan Littich
  • Patent number: 9593287
    Abstract: A process for producing a lubricant from an epoxy-triglyceride comprising treating the epoxy-triglyceride with an esterifying agent in the presence of a heterogeneous catalyst under conditions to produce the lubricant is disclosed.
    Type: Grant
    Filed: June 3, 2015
    Date of Patent: March 14, 2017
    Assignee: University of Saskatchewan
    Inventors: Ajay Kumar Dalai, Rajesh Vishnudev Sharma
  • Patent number: 9441181
    Abstract: A friction modifying lubricant additive is provided comprising a base oil, colloidal nanocarbon particles, and a fluorine containing oligomeric dispersant. The fluorine containing oligomeric dispersant includes an anchoring group, a lipophilic hydrocarbon group, and a fluorinated oleophobic group. Further, a friction modifying lubricant additive is provided comprising a base oil, colloidal nanocarbon particles, a fluorine containing oligomeric dispersant, and at least one component selected from the group consisting of an antifriction component, an antiwear component, and an extreme pressure component. In another aspect, a method of manufacturing a lubricant additive is provided, the method comprising the step of mixing together a fluorine containing oligomeric dispersant, a dispersion of colloidal nanocarbon particles in a first base oil, and a second base oil.
    Type: Grant
    Filed: July 23, 2010
    Date of Patent: September 13, 2016
    Assignee: INTERNATIONAL TECHNOLOGY CENTER
    Inventors: Michail Grigorievich Ivanov, Leonid Evgenievich Deev, Olga Aleksandrova Shenderova
  • Patent number: 9267090
    Abstract: The present invention is generally directed to diester-based lubricant compositions comprising one or more isomeric mixtures of diester species. The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such diester-based lubricants utilize a biomass precursor material from which mono-unsaturated free lipid species can be provided or otherwise generated, wherein such mono-unsaturated free lipid species are converted to isomeric diol species en route to the synthesis of diester species for use as/in the diester-based lubricant compositions.
    Type: Grant
    Filed: July 10, 2013
    Date of Patent: February 23, 2016
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Ali Elomari, Stephen Joseph Miller, Zhen Zhou
  • Patent number: 9228146
    Abstract: Provided herein are compounds of the formula: in which n is an integer equal to or greater than 1; R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R1, R3, and R4, independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein compositions comprising the compounds are characterized by particular combinations of values for estolide number, kinematic viscosity, and pour point. Also provided are compositions containing the compounds and methods of making both the compounds and compositions thereof.
    Type: Grant
    Filed: February 3, 2015
    Date of Patent: January 5, 2016
    Assignee: Biosynthetic Technologies, LLC
    Inventor: Jakob Bredsguard
  • Patent number: 9096813
    Abstract: A grease composition for use in resin lubrication wherein at least one amine salt of an unsaturated or saturated fatty acid is incorporated in a grease base material which includes a base oil and a thickener, preferably wherein at least one fatty acid amine salt of the following general formula (1) is incorporated: RCOO? R? NH3+ wherein either (i) R is an unsaturated hydrocarbon group having from 15 to 21 carbon atoms, and R? is a saturated or unsaturated linear or branched hydrocarbon group having from 8 to 22 carbon atoms; or (ii) R is a linear saturated hydrocarbon group having from 5 to 21 carbon atoms, and R? is an unsaturated hydrocarbon group having from 16 to 18 carbon atoms. The grease composition of the present invention improves the lubricity between resin and resin or resin. and another material such as a metal.
    Type: Grant
    Filed: September 29, 2009
    Date of Patent: August 4, 2015
    Assignee: Shell Oil Company
    Inventors: Yasushi Kawamura, Keiji Tanaka
  • Patent number: 8987177
    Abstract: A biodegradable lubricating oil composition includes (A) an ester being obtained by reacting a saturated aliphatic carboxylic acid, a straight-chain aliphatic dicarboxylic acid and a polyhydric alcohol together, the ester having a kinematic viscosity in a range from 400 mm2/s to 1000 mm2/s at 40 degrees C. and an acid value of 0.5 mgKOH/g or less; (B) an ester being obtained by reacting a straight-chain saturated aliphatic carboxylic acid with a polyhydric alcohol, the ester having an acid value of 0.5 mgKOH/g or less; and (C) a phosphate amine salt being obtained by reacting an acidic phosphate with an alkylamine.
    Type: Grant
    Filed: May 6, 2010
    Date of Patent: March 24, 2015
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Tahei Okada, Yukitoshi Fujinami, Takuya Ohno
  • Patent number: 8980803
    Abstract: Provided for are lubricant base stocks with improved filterability. The lubricant base stock includes a bright stock or a heavy neutral and an effective amount of a pour point depressant. The filterability of the base stock as measured by the Membrane Filtration Method is less than or equal to 400 seconds. Also provided for are lubricating oils with improved filterability and methods of improving the filterability of lubricant base stocks.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: March 17, 2015
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Kristen Amanda Lyon, Charles L. Baker, Jr., Serge Riffard
  • Publication number: 20150057204
    Abstract: This disclosed invention relates to a maleinated ester derivative derived from an unsaturated linear aliphatic carboxylic acid methyl ester, maleic anhydride, and a monohydric alcohol. Lubricants and functional fluids containing the maleinated esters are disclosed.
    Type: Application
    Filed: November 3, 2014
    Publication date: February 26, 2015
    Applicant: Elevance Renewable Sciences, Inc.
    Inventors: Jonathan Brekan, Stephen A. Di Biase, Zhe Wang, Amy Dalby, Paul Bertin
  • Patent number: 8962541
    Abstract: The present invention relates to alcohols and in particular to C4 to C15 alcohols that are used in the production of esters.
    Type: Grant
    Filed: December 3, 2009
    Date of Patent: February 24, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Allen D. Godwin, Philippe L. Buess, Raphael F. Caers, Arie Van Vliet, Eddy T. A. Van Driessche, Alfons Cuyckens
  • Patent number: 8921289
    Abstract: A process for improving the oxidation stability of lubricants including providing one or more esters containing branched alkyl groups which are reaction products of branched alcohols with a) one or more aliphatic dicarboxylic acids corresponding to general formula (II): HOOC—R2—COOH in which R2 is a branched or unbranched, saturated alkyl group containing 0 to 34 carbon atoms, or b) one or more saturated branched monocarboxylic acids corresponding to general formula (III): R3—COOH in which R3 is a branched alkyl group of 3 to 39 carbon atoms, or c) one or more saturated monocarboxylic acids corresponding to general formula (III) in which R3 is a linear alkyl group of 3 to 29 carbon atoms, or d) a mixture thereof, as lubricants, with the proviso that the esters have an oxidation stability of 1000 hours or more, as determined by the Turbine Oil Stability Test (TOST test) to DIN EN ISO 4263-3.
    Type: Grant
    Filed: January 24, 2013
    Date of Patent: December 30, 2014
    Assignee: Cognis IP Management GmbH
    Inventors: Markus Scherer, Dirk Rettemeyer
  • Patent number: 8906836
    Abstract: Disclosed is a lubricating oil composition which includes a diester-based base oil having an asymmetric structure in which the number of carbons of the alkyl chain bound to one ester group with respect to a central atom is two more than that of the alkyl group bound to the other ester group, and which has low viscosity and a comparatively small amount of evaporation at high temperature. When this composition is used for a motor of a small hard disk, power consumption can be reduced and stability at high temperature can be enhanced.
    Type: Grant
    Filed: October 12, 2011
    Date of Patent: December 9, 2014
    Assignee: Samsung Electro-Machanics Co., Ltd.
    Inventors: Ha Yong Jung, Myung Hwa Choi, Wang Hyun Kwon, Hyung Kyu Kim, Kun Kim
  • Publication number: 20140342960
    Abstract: The present invention is generally directed to diester-based base oils and base oil blends with improved cold flow properties and improved Noack. The diesters employed have a number a performance benefits in lubricant applications—among them: biodegradability, extreme temperature performance, oxidative stability, solubility for additives and deposit and sludge precursors, flash and fire points. However, ester usage in lubricants has been quite limited due to their high cost. We utilize new proprietary diesters, structurally different from traditional diesters, which are made from fatty acids and alpha olefins in simple processing steps, yet feature performance similar to more traditional lubricant esters.
    Type: Application
    Filed: May 2, 2014
    Publication date: November 20, 2014
    Applicant: Chevron U.S.A. Inc.
    Inventors: Stephen Joseph Miller, Saleh Ali Elomari, Yalin Yao, John Michael Rosenbaum, Zhen Zhou
  • Publication number: 20140342959
    Abstract: The present invention is generally directed to diester-based base oils and base oil blends with improved cold flow properties and improved Noack. The diesters employed have a number a performance benefits in lubricant applications—among them: biodegradability, extreme temperature performance, oxidative stability, solubility for additives and deposit and sludge precursors, flash and fire points. However, ester usage in lubricants has been quite limited due to their high cost. We utilize new proprietary diesters, structurally different from traditional diesters, which are made from fatty acids and alpha olefins in simple processing steps, yet feature performance similar to more traditional lubricant esters.
    Type: Application
    Filed: May 2, 2014
    Publication date: November 20, 2014
    Applicant: Chevron U.S.A. Inc.
    Inventors: Stephen Joseph Miller, Saleh Ali Elomari, Yalin Yao, John Michael Rosenbaum, Zhen Zhou
  • Publication number: 20140342961
    Abstract: The present invention is generally directed to diester-based multi-grade engine oil formulations. The diesters employed have a number a performance benefits in lubricant applications—among them: biodegradability, extreme temperature performance, oxidative stability, solubility for additives and deposit and sludge precursors, flash and fire points. However, ester usage in lubricants has been quite limited due to their high cost. We utilize new proprietary diesters, structurally different from traditional diesters, which are made from fatty acids and alpha olefins in simple processing steps, yet feature performance similar to more traditional lubricant esters.
    Type: Application
    Filed: May 2, 2014
    Publication date: November 20, 2014
    Applicant: Chevron U.S.A. Inc.
    Inventors: Stephen Joseph Miller, Saleh Ali Elomari, Yalin Yao, John Michael Rosenbaum, Zhen Zhou
  • Publication number: 20140329916
    Abstract: Provided herein is a non-naturally occurring microbial organism having a methanol metabolic pathway that can enhance the availability of reducing equivalents in the presence of methanol. Such reducing equivalents can be used to increase the product yield of organic compounds produced by the microbial organism, such as adipate, 6-aminocaproate, hexamethylenediamine or caprolactam. Also provided herein are methods for using such an organism to produce adipate, 6-aminocaproate, hexamethylenediamine or caprolactam.
    Type: Application
    Filed: December 16, 2013
    Publication date: November 6, 2014
    Applicant: Genomatica, Inc.
    Inventors: Anthony P. Burgard, Robin E. Osterhout, Stephen J. Van Dien, Cara Ann Tracewell, Priti Pharkya, Stefan Andrae
  • Patent number: 8877695
    Abstract: Provided herein are compositions containing at least one estolide compound and at least one ene and/or Diels Alder compound. In certain embodiments, the addition of at least one ene and/or Diels Alder compound to an estolide-containing composition may improve the cold temperature, viscometric, and/or anti-wear properties of the composition.
    Type: Grant
    Filed: November 6, 2013
    Date of Patent: November 4, 2014
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Travis Thompson, Jeremy Forest, Jakob Bredsguard
  • Publication number: 20140274845
    Abstract: Provided for are lubricant base stocks with improved filterability. The lubricant base stock includes a bright stock or a heavy neutral and an effective amount of a pour point depressant. The filterability of the base stock as measured by the Membrane Filtration Method is less than or equal to 400 seconds. Also provided for are lubricating oils with improved filterability and methods of improving the filterability of lubricant base stocks.
    Type: Application
    Filed: March 12, 2013
    Publication date: September 18, 2014
    Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
    Inventor: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
  • Publication number: 20140256607
    Abstract: The present invention provides a lubricating oil composition having an extremely high viscosity index and a low coefficient of traction as a low coefficient of fluid friction in an elastohydrodynamic lubrication which is excellent in saving of energy and reduction in fuel consumption. The lubricating oil composition according to the present invention includes the following components (A) and (B): (A) a low-viscosity synthetic oil comprising a compound containing ether bond(s) in a molecule thereof and having a kinematic viscosity of less than 10 mm2/s as measured at 40° C., in which a ratio of the number of oxygen atoms to the number of carbon atoms as constituents of the compound (O/C ratio) and the kinematic viscosity (mm2/s) of the compound as measured at 40° C. satisfy the following formula (1); Kinematic Viscosity at 40° C.?12?[(O/C ratio)×30] (1); and (B) a high-viscosity synthetic oil as a hydrocarbon-based synthetic oil having a kinematic viscosity of 40 mm2/s or more as measured at 100° C.
    Type: Application
    Filed: October 24, 2012
    Publication date: September 11, 2014
    Applicant: IDEMITSU KOSAN CO., LTD.
    Inventors: Yoshitaka Tamoto, Toshiyuki Tsubouchi
  • Patent number: 8822394
    Abstract: Use of a lubricating grease composition in a mass flywheel application wherein the lubricating grease composition comprises: (i) a base oil having a density in the range of from 800 to 1000 Kg/m3; and (ii) a urea compound having a density in the range of from 850 to 1050 Kg/m3; wherein the difference in the densities of the base oil (i) and the urea compound (ii) is less than 50 Kg/m3. The lubricating grease compositions according to the present invention are particularly useful for reducing oil bleeding and for improving shear stability properties in a dual mass flywheel application.
    Type: Grant
    Filed: August 18, 2010
    Date of Patent: September 2, 2014
    Assignee: Shell Oil Company
    Inventor: Stefan Daegling
  • Patent number: 8795547
    Abstract: The present invention is directed to a refrigerator oil composition comprising (a) a triester species having the following structure: wherein R1, R2, R3, and R4 are the same or independently selected from hydrocarbon groups having from 2 to 20 carbon atoms and wherein “n” is an integer from 2 to 20; and (b) a refrigerant, wherein the refrigerant is a halohydrocarbon.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: August 5, 2014
    Assignee: Chevron U.S.A. Inc.
    Inventors: David C. Kramer, Ravindra Shah, Stephen J. Miller, Saleh Elomari
  • Patent number: 8764897
    Abstract: An oil type release agent is provided, containing 70 to 98 parts by weight of solvents having dynamic viscosity of 2 to 10 mm2/s at 40° C. and a flash point in the range of 70 to 170° C., 1 to 10 parts by weight of high viscosity mineral oils and/or synthetic oils having dynamic viscosity of 100 mm2/s or higher at 40° C., 15 parts by weight or less of a silicone oil having dynamic viscosity of 150 mm2/s or higher at 40° C., and 1 to 5 parts by weight of additives having a lubricating function. The flash point of the agent is in the range of 70 to 170° C., and the dynamic viscosity of the agent is 2 to 30 mm2/s or higher at 40° C.
    Type: Grant
    Filed: February 12, 2012
    Date of Patent: July 1, 2014
    Assignees: Aoki Science Institute Co., Ltd., Ryobi Ltd., Kotobuki Kinzoku Kogyo Co., Ltd., Aisan Industry Co., Ltd.
    Inventors: Hisaharu Aoki, Koji Togawa, Hirobumi Ohira, Masanao Kobayashi, Hiroaki Komatsubara, Toshiaki Shimizu, Ryusuke Izawa, Masayuki Harada, Masayuki Kito, Keigo Yorioka, Akihiro Hayashi
  • Patent number: 8742148
    Abstract: Dimers of jojoba oil wax esters are prepared by reacting the wax esters in the presence of a catalytically effective amount of an acid catalyst in supercritical CO2. In the reaction, the double bonds of the wax esters are opened and cross link or polymerize two wax esters as dimers. The jojoba ester dimers which are produced are of the formula: wherein R1 and R1? are independently selected from the group consisting of C15-C23 monounsaturated hydrocarbons, R2 and R2? are independently selected from the group consisting of C8-C14 saturated hydrocarbons, and R3 and R3? are independently selected from the group consisting of C6-C8 saturated hydrocarbons.
    Type: Grant
    Filed: September 20, 2011
    Date of Patent: June 3, 2014
    Assignee: The United States of America, as represented by the Secretary of Agriculture
    Inventors: Zengshe Liu, Shailesh N. Shah
  • Publication number: 20140142014
    Abstract: Provided herein are compositions containing at least one estolide compound and at least one ene and/or Diels Alder compound. In certain embodiments, the addition of at least one ene and/or Diels Alder compound to an estolide-containing composition may improve the cold temperature, viscometric, and/or anti-wear properties of the composition.
    Type: Application
    Filed: November 6, 2013
    Publication date: May 22, 2014
    Applicant: BIOSYNTHETIC TECHNOLOGIES, LLC
    Inventors: Travis THOMPSON, Jeremy FOREST, Jakob BREDSGUARD
  • Patent number: 8703673
    Abstract: A method of improving the compatibility of an overbased detergent with other additives in a lubricating oil composition. The method includes the step of the using a detergent have a degree of carbonation of greater than 85%.
    Type: Grant
    Filed: April 10, 2008
    Date of Patent: April 22, 2014
    Assignee: Infineum International Limited
    Inventor: Philip Skinner
  • Patent number: 8703677
    Abstract: Provided herein are lubricating oil compositions for high performance engines comprising a Group III base oil and a combination of ester base stocks, wherein the combination comprises (i) an ester base stock having a kinematic viscosity at 100° C. of about 2-10 cSt, (ii) an ester base stock having a kinematic viscosity at 100° C. of about 10 to 50 cSt, and (iii) an ester base stock having a kinematic viscosity at 100° C. of greater than about 100 cSt. The lubricating oil composition can further comprise at least one additive. Methods of making and using the lubricating oil compositions are also described.
    Type: Grant
    Filed: December 21, 2007
    Date of Patent: April 22, 2014
    Assignees: Chevron Japan Ltd, Chevron Oronite Company LLC
    Inventors: Alexander B. Boffa, Satoshi Hirano, Mark Louis Sztenderowicz, Kenji Takeoka
  • Patent number: 8703678
    Abstract: A grease which comprises a base oil containing at least 50% by mass of a diester compound having a total carbon number of 28 to 40 and represented by the general formula (I): R1OOC—(R2)n—COOR3??(I) wherein R1 and R3 each independently represent a C4 to C20 monovalent aliphatic hydrocarbon group, R2 represents a C1 to C20 divalent hydrocarbon group and n is 0 or 1. The grease is excellent in both low-temperature performance and high-temperature performance and has low oil separation tendency even under high centrifugal force (acceleration). In particular, when the grease is used in a rotational transmission device having a built-in one-way clutch, the grease can provide satisfactory clutch engagement property (intermeshing ability) at low temperatures and a prolonged bearing life at high temperatures and is less apt to cause oil separation under high centrifugal force.
    Type: Grant
    Filed: October 5, 2007
    Date of Patent: April 22, 2014
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Yukitoshi Fujinami, Tahei Okada, Shinya Nakatani, Atsushi Yokouchi
  • Publication number: 20140107004
    Abstract: A lubricant composition comprising (a) from 0.1 to 10 percent by weight of one or more polyalkylene glycols (PAG); and (2) one or more ester base oils selected from the group of natural esters, synthetic esters and combinations thereof; wherein the one or more PAG has a molecular weight in the range 1500 to 5000 g/mole, comprises from 10 to 40 percent by weight of units derived from ethylene oxide and from 90 to 60 percent by weight of units derived from propylene oxide; and wherein the one or more PAGs are in the form of block copolymer, reverse block copolymer or combinations thereof is provided. Also provided is a method of enhancing the hydrolytic stability of an ester base oil.
    Type: Application
    Filed: June 8, 2012
    Publication date: April 17, 2014
    Applicant: Dow Global Techologies LLC
    Inventors: Nadjet Khelidj, Martin R. Greaves, Evelyn A. Zaugg-Hoozemans
  • Publication number: 20130327594
    Abstract: Chemical compositions, lubricant compositions, and methods of using the same are provided. The lubricant composition may comprise at least on carrier. In certain methods, the lubricant composition may be provided to at least one surface, wherein the lubricant composition reduces a coefficient of friction of the at least one surface. In certain methods, the lubricant composition may be provided to at least one surface, wherein the lubricant composition reduces wear of the at least one surface.
    Type: Application
    Filed: June 7, 2012
    Publication date: December 12, 2013
    Applicant: THE CHARLES STARK DRAPER LABORATORY, INC.
    Inventors: Henry Raczkowski, D. Andrew Dineen, JR., Daniel D'Auge
  • Patent number: 8586519
    Abstract: The present invention is generally directed to the present invention provides for multi-grade engine oil formulations comprising a diester component, wherein the diester component comprises vicinal diester species, and wherein at least a portion of said diester component is bio-derived. Many such formulations of the present invention are expected to favorably compete with similar, existing formulations comprising synthetic esters, but such formulations are generally expected to meet or exceed such existing formulations in a number of areas including, but not limited to, economics, biodegradability, and/or toxicity.
    Type: Grant
    Filed: August 26, 2009
    Date of Patent: November 19, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stephen Joseph Miller, Saleh A. Elomari, Zhen Zhou
  • Patent number: 8586771
    Abstract: Provided herein are processes of preparing sulfonated estolide compounds, and the removal of sulfonate residues from those compounds to provide desulfonated estolide base oils. Exemplary sulfonated estolide compounds include those selected from the formula: wherein z is an integer selected from 0 to 15; q is an integer selected from 0 to 15; x is, independently for each occurrence, an integer selected from 0 to 20; y is, independently for each occurrence, an integer selected 0 to 20; n is equal to or greater than 0; R6 is selected from —OH, optionally substituted alkyl, and optionally substituted aryl; and R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein each fatty acid chain residue of said compounds is independently optionally substituted.
    Type: Grant
    Filed: March 6, 2013
    Date of Patent: November 19, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Marlon Lutz, Igor Likhotvorik, Chris Arnold, Travis Thompson, Dean Kent Hoglen, Eric Lee Williams
  • Patent number: 8580985
    Abstract: Provided herein are estolide base oils and oligomeric compounds prepared from processes that include cross metathesis.
    Type: Grant
    Filed: December 6, 2012
    Date of Patent: November 12, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Travis Thompson, Kelly Parson, Jakob Bredsguard, Jeremy Forest
  • Patent number: 8541351
    Abstract: Provided herein are estolide compositions having high oxidative stability, said compositions comprising at least one compound of formula: in which n is an integer equal to or greater than 0; m is an integer equal to or greater than 1; R1, independently for each occurrence, is selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R3 and R4, independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided herein are uses for the compositions and methods of preparing the same.
    Type: Grant
    Filed: December 5, 2012
    Date of Patent: September 24, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Travis Thompson, Jakob Bredsguard, Jeremy Forest
  • Patent number: 8518295
    Abstract: A polyol ester suitable for use as a lubricant or a lubricant base stock has a kinematic viscosity at 40° C. greater than or equal to 200 cSt and a viscosity index of greater than or equal to 100. The ester comprises the reaction product of (a) a polyhydric alcohol component comprising at least 50 mole % of penterythritol, and (b) a carboxylic acid component comprising: (i) at least one linear or branched monocarboxylic acid having 2 to 7 carbon atoms; (ii) at least one branched monocarboxylic acid having 8 to 15 carbon atoms; and (iii) at least one polycarboxylic acid having 2 to 8 carbon atoms; wherein the ratio of the number of acid groups derived from the monocarboxylic acid(s) (i) to the number of acid groups derived from the monocarboxylic acid(s) (ii) is between about 0.9 and about 1.1 and the number of acid groups derived from the polycarboxylic acid(s) (iii) is between about 15% and about 25% of the total number of acid groups derived from the carboxylic acids (i), (ii) and (iii).
    Type: Grant
    Filed: September 16, 2010
    Date of Patent: August 27, 2013
    Assignee: Chemtura Corporation
    Inventors: Dale Carr, Jeffrey Hutter, Edward T. Hessell, Richard Kelley, Roberto Urrego
  • Publication number: 20130190217
    Abstract: According to a first aspect, an ester oil, in particular for producing a hydraulic fluid and/or a lubricant, containing an esterification product from the esterification of at least one monoalcohol with at least one polycarboxylic acid, is characterized in that the monoalcohol and/or the polycarboxylic acid originates from renewable raw materials. According to a second aspect, an ester oil, in particular for producing a hydraulic fluid and/or a lubricant, containing an esterification product from the esterificati-on of at least one monocarboxylic acid with at least one dialcohol, is characterized in that the dialcohol and/or the monocarboxylic acid originates from renewable raw materials.
    Type: Application
    Filed: August 25, 2011
    Publication date: July 25, 2013
    Applicant: PANOLIN Holding AG
    Inventors: Patrick Lämmle, Bernardo Walterspiel, Mathias Woydt
  • Patent number: 8476205
    Abstract: The invention relates to oil compositions containing chromium catalyzed high viscosity index polyalphaolefins (HVI-PAO). In one embodiment the oil formulation comprises a chromium catalyzed HVI-PAO with a viscosity greater than 125 cSt kv 100° C. and a viscosity index greater than 100, a second base stock with a viscosity of at least 2 cSt kv 100° C. and less than 60 cSt kv 100° C. wherein the second base stock is at least 120 cSt kv 100° C. less than the chromium HVI-PAO, an ester with a viscosity of at least 2 and less than 6, the ester chosen from the group consisting of monoester, di-octyl sebacate and any combination thereof comprising more than 10 weight percent and less than 30 weight percent of the oil formulation, the oil formulation having a viscosity index of greater than 180.
    Type: Grant
    Filed: October 1, 2009
    Date of Patent: July 2, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Gordon H. Lee, Kevin J. Kelly, Marcia G. Rogers, Kevin A. Chinn
  • Publication number: 20130150273
    Abstract: A lubricating composition comprising an oil of lubricating viscosity, 1 to 1000 parts per million by weight of titanium in the form of an oil-soluble titanium-containing material, and at least one additional lubricant additive provides beneficial effects on properties such as deposit control, oxidation, and filterability in engine oils.
    Type: Application
    Filed: February 28, 2011
    Publication date: June 13, 2013
    Applicant: THE LUBRIZOL CORPORATION
    Inventors: Mark C. Davies, Virginia A. Carrick, Jody A. Kocsis, Patrick E. Mosier, Matthew D. Gieselman, John K. Pudelski, Brent R. Dohner, Jonathan S. Vilardo
  • Publication number: 20130096042
    Abstract: A bearing lubricant composition includes a base oil containing an ester compound (?) represent by the general formula (1), and has a pour point of ?30° C. or lower and a viscosity index of 150 or more. [wherein, A1 is a C3-8 linear or branched alkylene group; and at least one of Xa and Xb is a C2-20 linear or branched alkyl ether group, or when it is not an alkyl ether group, it is a C5-13 linear or branched alkyl group.
    Type: Application
    Filed: September 28, 2012
    Publication date: April 18, 2013
    Applicants: BALBIS CO., LTD., KNC LABORATORIES., LTD., Sato Special Oil Co., Ltd.
    Inventors: BALBIS CO., LTD, Sato Special Oil Co., Ltd., KNC LABORATORIES CO., LTD.
  • Publication number: 20130085091
    Abstract: An industrial oil composition comprises a major amount of an ester base oil comprised of at least one diester or triester species having a vicinal diester substituent and at least one additive. The use of such esters can provide biodegradable industrial oils having improved viscosity index, additive solvency, or both.
    Type: Application
    Filed: September 29, 2011
    Publication date: April 4, 2013
    Applicant: Chevron U.S.A. Inc.
    Inventors: Nicole A. Ketterer, Mark E. Okazaki, Saleh A. Elomari
  • Patent number: 8410033
    Abstract: The present invention is generally directed to methods of making diester-based (bio)lubricant compositions, wherein such diester-based lubricant compositions generally comprise diester species prepared by reacting vicinal diol species with monoester(s) of one or more fatty acids. In some embodiments, such methods for making such diester-based lubricants utilize one or more biomass precursor species (e.g., monoesters of fatty acids derived from crop oils and/or other source of triglyceride species such as algae). In some embodiments, such diester-based lubricants are derived from Fischer-Tropsch (FT) olefins, typically alpha (?)-olefins.
    Type: Grant
    Filed: August 26, 2010
    Date of Patent: April 2, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Zhen Zhou, Stephen Joseph Miller, Saleh A. Elomari
  • Patent number: 8372301
    Abstract: Provided herein are estolide compositions having high oxidative stability, said compositions comprising at least one compound of formula: in which n is an integer equal to or greater than 0; m is an integer equal to or greater than 1; R1, independently for each occurrence, is selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R3 and R4, independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided herein are uses for the compositions and methods of preparing the same.
    Type: Grant
    Filed: May 30, 2012
    Date of Patent: February 12, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Jakob Bredsguard, Jeremy Forest, Travis Thompson
  • Publication number: 20130029893
    Abstract: Provided is a process for preparing a turbine oil formulation comprised of a base oil selected from the group consisting of Group II, III and IV base oils and mixtures thereof, and an ester component comprised of at least one diester or triester species having ester links on adjacent carbons. The formulation exhibits less than 6 mg of sludge/100 ml of turbine oil and is imminently suitable for use as a turbine oil.
    Type: Application
    Filed: July 27, 2011
    Publication date: January 31, 2013
    Applicant: Chevron U.S.A.
    Inventors: Mark E. Okazaki, Nicole A. Ketterer