AU2011296578B2 - Catalytic processes for preparing estolide base oils - Google Patents

Catalytic processes for preparing estolide base oils Download PDF

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Publication number
AU2011296578B2
AU2011296578B2 AU2011296578A AU2011296578A AU2011296578B2 AU 2011296578 B2 AU2011296578 B2 AU 2011296578B2 AU 2011296578 A AU2011296578 A AU 2011296578A AU 2011296578 A AU2011296578 A AU 2011296578A AU 2011296578 B2 AU2011296578 B2 AU 2011296578B2
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Australia
Prior art keywords
otf
acid
process according
catalyst
estolide
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AU2011296578A
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AU2011296578A1 (en
Inventor
Jakob Bredsguard
Jeremy Forest
Travis Thompson
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Biosynthetic Technologies LLC
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Biosynthetic Technologies LLC
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Priority to AU2014264439A priority Critical patent/AU2014264439B2/en
Assigned to BIOSYNTHETIC TECHNOLOGIES, LLC reassignment BIOSYNTHETIC TECHNOLOGIES, LLC Alteration of Name(s) of Applicant(s) under S113 Assignors: LUBRIGREEN BIOSYNTHETICS, LLC
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05BSPRAYING APPARATUS; ATOMISING APPARATUS; NOZZLES
    • B05B1/00Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means
    • B05B1/30Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means designed to control volume of flow, e.g. with adjustable passages
    • B05B1/32Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means designed to control volume of flow, e.g. with adjustable passages in which a valve member forms part of the outlet opening
    • B05B1/326Gate valves; Sliding valves; Cocks
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05BSPRAYING APPARATUS; ATOMISING APPARATUS; NOZZLES
    • B05B1/00Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means
    • B05B1/14Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means with multiple outlet openings; with strainers in or outside the outlet opening
    • B05B1/16Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means with multiple outlet openings; with strainers in or outside the outlet opening having selectively- effective outlets
    • B05B1/1627Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means with multiple outlet openings; with strainers in or outside the outlet opening having selectively- effective outlets with a selecting mechanism comprising a gate valve, a sliding valve or a cock
    • B05B1/1636Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means with multiple outlet openings; with strainers in or outside the outlet opening having selectively- effective outlets with a selecting mechanism comprising a gate valve, a sliding valve or a cock by relative rotative movement of the valve elements
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05BSPRAYING APPARATUS; ATOMISING APPARATUS; NOZZLES
    • B05B1/00Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means
    • B05B1/30Nozzles, spray heads or other outlets, with or without auxiliary devices such as valves, heating means designed to control volume of flow, e.g. with adjustable passages
    • B05B1/3026Gate valves; Sliding valves; Cocks
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/465Preparation of carboxylic acid esters by oligomerisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/48Separation; Purification; Stabilisation; Use of additives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/48Separation; Purification; Stabilisation; Use of additives
    • C07C67/52Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C67/54Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/34Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/604Polycarboxylic acid esters, the acid moiety containing more than two carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/34Esters of monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/36Esters of polycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/003Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/102Polyesters
    • C10M2209/1023Polyesters used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/011Cloud point
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/013Iodine value
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/02Viscosity; Viscosity index
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/069Linear chain compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/071Branched chain compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/081Biodegradable compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02Pour-point; Viscosity index
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/64Environmental friendly compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/08Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T137/00Fluid handling
    • Y10T137/8593Systems
    • Y10T137/86493Multi-way valve unit
    • Y10T137/86549Selective reciprocation or rotation
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T137/00Fluid handling
    • Y10T137/8593Systems
    • Y10T137/86493Multi-way valve unit
    • Y10T137/86863Rotary valve unit

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
AU2011296578A 2010-08-31 2011-08-31 Catalytic processes for preparing estolide base oils Active AU2011296578B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2014264439A AU2014264439B2 (en) 2010-08-31 2014-11-18 Catalytic processes for preparing estolide base oils

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US37889110P 2010-08-31 2010-08-31
US61/378,891 2010-08-31
US201161498499P 2011-06-17 2011-06-17
US61/498,499 2011-06-17
PCT/US2011/001540 WO2012030398A1 (en) 2010-08-31 2011-08-31 Catalytic processes for preparing estolide base oils

Related Child Applications (1)

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AU2014264439A Division AU2014264439B2 (en) 2010-08-31 2014-11-18 Catalytic processes for preparing estolide base oils

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AU2011296578A1 AU2011296578A1 (en) 2013-02-21
AU2011296578B2 true AU2011296578B2 (en) 2014-08-21

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Application Number Title Priority Date Filing Date
AU2011296578A Active AU2011296578B2 (en) 2010-08-31 2011-08-31 Catalytic processes for preparing estolide base oils
AU2011296575A Active AU2011296575B2 (en) 2010-08-31 2011-08-31 High-and low-viscosity estolide base oils and lubricants
AU2014203810A Active AU2014203810B2 (en) 2010-08-31 2014-07-11 High-and low-viscosity estolide base oils and lubricants

Family Applications After (2)

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AU2011296575A Active AU2011296575B2 (en) 2010-08-31 2011-08-31 High-and low-viscosity estolide base oils and lubricants
AU2014203810A Active AU2014203810B2 (en) 2010-08-31 2014-07-11 High-and low-viscosity estolide base oils and lubricants

Country Status (6)

Country Link
US (14) US8637689B2 (enExample)
EP (3) EP2611891A1 (enExample)
JP (5) JP5890417B2 (enExample)
AU (3) AU2011296578B2 (enExample)
CA (2) CA2809361C (enExample)
WO (3) WO2012031048A1 (enExample)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2809361C (en) 2010-08-31 2018-11-06 Biosynthetic Technologies, Llc Catalytic processes for preparing estolide base oils
EP2702124A1 (en) 2011-06-17 2014-03-05 Biosynthetic Technologies, LLC Compositions comprising estolide compounds and methods of making and using the same
EP2702123A1 (en) * 2011-06-17 2014-03-05 Biosynthetic Technologies, LLC Epoxidized estolides, sulfurized estolides, and methods of making the same
CN103620008B (zh) 2011-06-17 2016-03-02 生物合成技术有限责任公司 具有高氧化稳定性的交内酯组合物
JP6130363B2 (ja) * 2011-06-17 2017-05-17 バイオシンセティック テクノロジーズ,リミティド ライアビリティ カンパニー エストリド化合物を含む誘電性流体およびその作製および使用方法
JP2014517123A (ja) 2011-06-17 2014-07-17 バイオシンセティック テクノロジーズ,リミティド ライアビリティ カンパニー エストリド基油を含むグリース組成物
US20140100150A1 (en) * 2011-06-28 2014-04-10 Dow Global Technologies Llc Estolide derivatives useful as biolubricants
EP2701675A1 (en) * 2011-07-08 2014-03-05 Biosynthetic Technologies, LLC Compositions and products containing estolide compounds
US8829216B2 (en) 2011-08-31 2014-09-09 Biosynthetic Technologies, Llc Hydroxy estolides, poly-capped estolides, and methods of making the same
KR102006515B1 (ko) 2011-12-19 2019-08-01 바이오신세틱 테크놀로지스 엘엘씨 교차 복분해를 포함하는 에스톨라이드 기유 및 올리고머성 화합물의 제조 방법
US20130234059A1 (en) * 2012-03-09 2013-09-12 Bob Lee Davis Haloalkene Complexes
US9145535B2 (en) 2012-04-04 2015-09-29 Biosynthetic Technologies, Llc Estolide compounds, estamide compounds, and lubricant compositions containing the same
US9139792B2 (en) * 2012-06-04 2015-09-22 Biosynthetic Technologies, Llc Processes of preparing estolide base oils and lubricants that include transesterification
SG11201602875QA (en) 2012-06-18 2016-05-30 Biosynthetic Technologies Llc Processes of preparing estolide compounds that include removing sulfonate residues
CN107267272A (zh) 2012-11-19 2017-10-20 生物合成技术有限责任公司 基于第尔斯‑阿尔德的交内酯和润滑剂组合物
US10731064B1 (en) * 2012-12-31 2020-08-04 Bob Lee Davis Heat transfer fluid coordination entities
US9365796B2 (en) * 2013-09-25 2016-06-14 Biosynthetic Technologies, Llc Two-cycle lubricants comprising estolide compounds
CA2926013C (en) * 2013-10-02 2021-10-26 Biosynthetic Technologies, Llc Estolide compositions exhibiting superior properties in lubricant composition
US20150144403A1 (en) * 2013-11-27 2015-05-28 Biosynthetic Technologies, Llc Drilling and fracturing fluids comprising estolide compounds
WO2015126624A1 (en) 2014-02-18 2015-08-27 Elevance Renewable Sciences, Inc. Branched-chain esters and methods of making and using the same
KR20160005905A (ko) 2014-07-08 2016-01-18 에스케이이노베이션 주식회사 케톤기 함유 에스톨라이드 화합물 및 그 제조방법
KR20160005904A (ko) 2014-07-08 2016-01-18 에스케이이노베이션 주식회사 에스톨라이드 화합물 및 그 제조방법
WO2016036520A1 (en) * 2014-09-01 2016-03-10 Biosynthetic Technologies, Llc. Conversion of estolide-containing feedstocks into hydrocarbon products
WO2016048692A1 (en) 2014-09-25 2016-03-31 Biosynthetic Technologies, Llc. Reclamation of estolide base oils from compositions comprising immiscible components
JP6345577B2 (ja) * 2014-11-26 2018-06-20 株式会社ユニバーサルエンターテインメント 情報提供システム、情報提供方法、プログラム、及びデータ構造
WO2017095640A1 (en) * 2015-11-30 2017-06-08 Biosynthetic Technologies, Llc Ultra high-viscosity estolide base oils and method of making the same
CA3014540C (en) * 2016-02-19 2023-09-26 Jiguang Zhang High purity disorbate ester of triethylene glycol
WO2020152286A2 (de) * 2019-01-23 2020-07-30 Peter Greven GmbH & Co. KG Estolidester und ihre verwendung als basisöl in schmierstoffen
CA3149917C (en) 2019-09-12 2024-06-25 Nihon Nohyaku Co., Ltd. Imidazopyridazine compound having a substituted cyclopropane-oxadiazole and use thereof as insecticide or for controlling animal ectoparasites or endoparasites
PH12022550582A1 (en) 2019-09-12 2023-03-27 Nihon Nohyaku Co Ltd Agricultural and horticultural pesticide having as active component condensed heterocyclic compound having substituted cyclopropane oxadiazole group or salt thereof; ectoparasite or endoparasite control agent for animals; and use method thereof
WO2024058963A1 (en) 2022-09-12 2024-03-21 Heritage Research Group, Llc Rejuvenator for an asphalt pavement that leaves the surface black for an extended period of time

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2906530A1 (fr) * 2006-09-29 2008-04-04 Stearinerie Dubois Fils Sa Procede de synthese d'esters d'estolides.

Family Cites Families (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2049072A (en) 1933-08-29 1936-07-28 Standard Oil Dev Co Lubricants
US2652411A (en) 1952-07-18 1953-09-15 Howard M Teeter Alkyl acyloxy stearates
US2862884A (en) 1954-03-23 1958-12-02 Texas Co Process for anhydrous calcium 12-hydroxy stearate and estolide containing grease
US3056818A (en) * 1955-10-13 1962-10-02 Goodrich Co B F Titanium and zirconium esterification catalysts
US3184480A (en) * 1962-12-04 1965-05-18 Eastman Kodak Co Process for preparing esters of 2, 2, 4, 4-tetramethyl-tetrahydro-3-furanol
US3299110A (en) 1963-08-22 1967-01-17 Exxon Research Engineering Co Condensation of carboxylic acids and olefins to produce esters
US3842019A (en) * 1969-04-04 1974-10-15 Minnesota Mining & Mfg Use of sulfonic acid salts in cationic polymerization
US4016200A (en) * 1974-03-12 1977-04-05 Mitsubishi Chemical Industries Ltd. Process for preparing carboxylic acid esters from toluene and xylene
US4431673A (en) 1980-05-02 1984-02-14 Revlon, Inc. Cosmetic compositions
CA1185260A (en) * 1981-04-24 1985-04-09 Kazuhisa Nakajima Process for preparing acetic acid esters
US4428850A (en) 1982-01-28 1984-01-31 Texaco Inc. Low foaming railway diesel engine lubricating oil compositions
US4567037A (en) 1984-11-20 1986-01-28 Revlon, Inc. Fatty acid diesters
US4639369A (en) 1986-03-03 1987-01-27 Revlon, Inc. Higher acyl lower alkyl hydroxystearates useful in cosmetics
US4867965A (en) 1986-10-02 1989-09-19 Revlon, Inc. Fatty acid diesters
US4806572A (en) 1987-05-04 1989-02-21 Creative Products Resource Asociates, Ltd. Hydrophilic foam pad for makeup removal
IT1226550B (it) * 1988-07-29 1991-01-24 Enichem Anic Spa Processo di oligomerizzazione selettiva di olefine e nuovo catalizzatore per tale processo.
US5011629A (en) * 1989-04-17 1991-04-30 Bilbo Raymond E Hydroxystearic polyesters of guerbet alcohols as polycarbonate lubricants
JP3171863B2 (ja) 1991-01-16 2001-06-04 伊藤製油株式会社 両性界面活性剤組成物
US5380894A (en) 1991-03-01 1995-01-10 The United States Of America As Represented By The Secretary Of Agriculture Production of hydroxy fatty acids and estolide intermediates
JP2916551B2 (ja) 1991-11-26 1999-07-05 富士写真フイルム株式会社 静電写真用液体現像剤
US5458795A (en) 1994-01-28 1995-10-17 The Lubrizol Corporation Oils thickened with estolides of hydroxy-containing triglycerides
US5427704A (en) 1994-01-28 1995-06-27 The Lubrizol Corporation Triglyceride oils thickened with estolides of hydroxy-containing triglycerides
US5451332A (en) 1994-01-28 1995-09-19 The Lubrizol Corporation Estolides of hydroxy-containing triglycerides that contain a performance additive
JPH07228881A (ja) 1994-02-17 1995-08-29 Ito Seiyu Kk エステル組成物
JPH0827473A (ja) * 1994-07-15 1996-01-30 Ito Seiyu Kk 潤滑剤
US5518728A (en) 1994-08-08 1996-05-21 L'oreal S.A. Cosmetic compositions for non-white pigmented skin
ATE213764T1 (de) 1994-12-08 2002-03-15 Exxonmobil Chem Patents Inc Verwendung von biologisch abbaubarem synthetischen verzweigten ester in einem zwei- takt motor öl um die herstellung von rauch in einem zwei-takt motor zu reduzieren
DE4444137A1 (de) * 1994-12-12 1996-06-13 Henkel Kgaa Synthetische Ester aus Alkoholen und Fettsäuregemischen aus ölsäurereichen, stearinsäurearmen Pflanzenölen
US6398986B1 (en) 1995-12-21 2002-06-04 Cooper Industries, Inc Food grade vegetable oil based dielectric fluid and methods of using same
JP3925958B2 (ja) * 1996-07-18 2007-06-06 出光興産株式会社 軸受油組成物
US20020036283A1 (en) 1997-04-11 2002-03-28 Neste Chemicals Oy Complex esters for use with fluorinated refrigerants
US6018063A (en) 1998-11-13 2000-01-25 The United States Of America As Represented By The Secretary Of Agriculture Biodegradable oleic estolide ester base stocks and lubricants
AU1461399A (en) * 1997-11-14 1999-06-07 Lambent Technologies, Inc. Biodegradable oleic estolide ester base stocks and lubricants
GB9823853D0 (en) * 1998-10-30 1998-12-23 Bp Chem Int Ltd A process for making n-butyl esters from butadiene
US6316649B1 (en) * 1998-11-13 2001-11-13 The United States Of America As Represented By The Secretary Of Agriculture Biodegradable oleic estolide ester having saturated fatty acid end group useful as lubricant base stock
DE19935914A1 (de) * 1999-07-30 2001-02-01 Sued Chemie Ag Verfahren zur Herstellung von Katalysatoren durch Säureaktivierung
JP3860942B2 (ja) 1999-11-18 2006-12-20 株式会社ジャパンエナジー 冷凍装置用潤滑油組成物、作動流体及び冷凍装置
CA2336513C (en) * 2000-02-17 2010-08-24 Tatsuo Tateno Process for producing fatty acid esters and fuels comprising fatty acid ester
EP1307422B1 (en) 2000-08-02 2016-09-21 MJ Research & Development, L.P. of which MJRD, LLC is a General Partner Transesterified fatty esters for lubricant and refrigerant oil system
US7119216B2 (en) 2001-03-26 2006-10-10 Dow Global Technologies Inc. Metathesis of unsaturated fatty acid esters or unsaturated fatty acids with lower olefins
CN1265882C (zh) 2001-08-01 2006-07-26 加州理工学院 六配位钌或锇金属卡宾易位催化剂
KR100556337B1 (ko) * 2002-02-05 2006-03-03 주식회사 가야에너지 단일단계 연속공정을 통한 고순도 지방산 알킬에스테르의제조방법
BRPI0406756A (pt) 2003-01-13 2005-12-20 Cargill Inc Método para fabricação de agentes quìmicos industriais
JP2005068077A (ja) * 2003-08-25 2005-03-17 Mitsubishi Chemicals Corp (メタ)アクリル酸エステル類の製造方法
US20070004936A1 (en) 2003-10-02 2007-01-04 Kazuaki Ishihara Method for producing ester condensed product
US20070092475A1 (en) 2005-10-24 2007-04-26 Alan Wohlman Methods for enhancing the morphology, tone, texture and/or appearance of skin using a Meadowestolide
US7998339B2 (en) 2005-12-12 2011-08-16 Neste Oil Oyj Process for producing a hydrocarbon component
WO2007081987A2 (en) 2006-01-10 2007-07-19 Elevance Renewable Sciences, Inc. Method of making hydrogenated metathesis products
JP5083909B2 (ja) 2006-02-14 2012-11-28 独立行政法人産業技術総合研究所 カルボン酸エステルおよびエーテル化合物の製造方法
WO2007133675A2 (en) 2006-05-11 2007-11-22 Loadstar Sensors, Inc. Capacitive force-measuring device based load sensing platform
US7897798B2 (en) * 2006-08-04 2011-03-01 Mcneff Research Consultants, Inc. Methods and apparatus for producing alkyl esters from lipid feed stocks and systems including same
EP1889641A1 (de) 2006-08-18 2008-02-20 Cognis IP Management GmbH Kosmetische Zusammensetzungen enthaltend Ester auf Basis von 2-Ethylbutanol
CN106083579A (zh) 2006-10-13 2016-11-09 埃莱文斯可更新科学公司 通过烯烃复分解由内烯烃合成末端烯烃的方法
CN101563378B (zh) 2006-12-26 2011-05-04 电气化学工业株式会社 管式成形用材料及其热收缩性膜
CN101932685B (zh) 2007-12-21 2014-12-03 雪佛龙美国公司 来自气变液衍生的三酯和生物衍生的三酯的制冷油
WO2009085848A2 (en) 2007-12-21 2009-07-09 Chevron U.S.A. Inc. Refrigeration oil from gas-to-liquid derived and bio-derived diesters
US8268187B2 (en) 2007-12-21 2012-09-18 Chevron U.S.A. Inc. Refrigeration oil from gas-to-liquid-derived and bio-derived diesters
US7666828B2 (en) 2008-01-22 2010-02-23 Stepan Company Sulfonated estolides and other derivatives of fatty acids, methods of making them, and compositions and processes employing them
US8530684B2 (en) 2008-04-01 2013-09-10 Sk Chemicals Co., Ltd. Method for preparing fatty acid alkyl ester using fatty acid
US8742150B2 (en) 2008-05-14 2014-06-03 Council Of Scientific & Industrial Research Castor oil fatty acid based estolide esters and their derivatives as potential lubricant base stocks
BRPI0803361A2 (pt) 2008-06-30 2010-03-09 Petroleo Brasileiro Sa processo de extração lìquido-lìquido para a purificação de estolides para uso como lubrificantes
US8273694B2 (en) 2008-07-28 2012-09-25 Jeffrey A Brown Synthetic compositions obtained from algae
US8119588B2 (en) 2009-01-21 2012-02-21 Stepan Company Hard surface cleaner compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
EP2451768A1 (en) 2009-07-10 2012-05-16 Dow Global Technologies LLC Esters of secondary hydroxy fatty acid oligomers and preparation thereof
US8609597B2 (en) 2009-09-24 2013-12-17 Dow Global Technologies Llc Estolide compositions having excellent low temperature properties
US20110213170A1 (en) 2010-02-26 2011-09-01 Daniele Vinci Estolide derivatives useful as biolubricants
SG10201504187YA (en) 2010-05-28 2015-06-29 Solazyme Inc Tailored oils produced from recombinant heterotrophic microorganisms
CA2809361C (en) 2010-08-31 2018-11-06 Biosynthetic Technologies, Llc Catalytic processes for preparing estolide base oils
US9598359B2 (en) 2010-10-25 2017-03-21 Stepan Company Sulfonates from natural oil metathesis
JP2014517123A (ja) 2011-06-17 2014-07-17 バイオシンセティック テクノロジーズ,リミティド ライアビリティ カンパニー エストリド基油を含むグリース組成物
CN103620008B (zh) 2011-06-17 2016-03-02 生物合成技术有限责任公司 具有高氧化稳定性的交内酯组合物
EP2702124A1 (en) 2011-06-17 2014-03-05 Biosynthetic Technologies, LLC Compositions comprising estolide compounds and methods of making and using the same
EP2702123A1 (en) 2011-06-17 2014-03-05 Biosynthetic Technologies, LLC Epoxidized estolides, sulfurized estolides, and methods of making the same
JP6130363B2 (ja) 2011-06-17 2017-05-17 バイオシンセティック テクノロジーズ,リミティド ライアビリティ カンパニー エストリド化合物を含む誘電性流体およびその作製および使用方法
EP2701675A1 (en) 2011-07-08 2014-03-05 Biosynthetic Technologies, LLC Compositions and products containing estolide compounds
US8829216B2 (en) 2011-08-31 2014-09-09 Biosynthetic Technologies, Llc Hydroxy estolides, poly-capped estolides, and methods of making the same
KR102006515B1 (ko) 2011-12-19 2019-08-01 바이오신세틱 테크놀로지스 엘엘씨 교차 복분해를 포함하는 에스톨라이드 기유 및 올리고머성 화합물의 제조 방법
US9139792B2 (en) 2012-06-04 2015-09-22 Biosynthetic Technologies, Llc Processes of preparing estolide base oils and lubricants that include transesterification
SG11201602875QA (en) 2012-06-18 2016-05-30 Biosynthetic Technologies Llc Processes of preparing estolide compounds that include removing sulfonate residues

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2906530A1 (fr) * 2006-09-29 2008-04-04 Stearinerie Dubois Fils Sa Procede de synthese d'esters d'estolides.

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