EP1736528A3 - Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel - Google Patents

Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel Download PDF

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Publication number
EP1736528A3
EP1736528A3 EP06101504A EP06101504A EP1736528A3 EP 1736528 A3 EP1736528 A3 EP 1736528A3 EP 06101504 A EP06101504 A EP 06101504A EP 06101504 A EP06101504 A EP 06101504A EP 1736528 A3 EP1736528 A3 EP 1736528A3
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EP
European Patent Office
Prior art keywords
biodiesel
increasing
hydrogen
alkyl group
linear alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP06101504A
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English (en)
French (fr)
Other versions
EP1736528A2 (de
Inventor
Hark-Oluf Asbahr
Thomas Bomba
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
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Filing date
Publication date
Application filed by Degussa GmbH filed Critical Degussa GmbH
Publication of EP1736528A2 publication Critical patent/EP1736528A2/de
Publication of EP1736528A3 publication Critical patent/EP1736528A3/de
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
    • C10L1/1832—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom mono-hydroxy
    • E—FIXED CONSTRUCTIONS
    • E03—WATER SUPPLY; SEWERAGE
    • E03D—WATER-CLOSETS OR URINALS WITH FLUSHING DEVICES; FLUSHING VALVES THEREFOR
    • E03D1/00—Water flushing devices with cisterns ; Setting up a range of flushing devices or water-closets; Combinations of several flushing devices
    • E03D1/02—High-level flushing systems
    • E03D1/14—Cisterns discharging variable quantities of water also cisterns with bell siphons in combination with flushing valves
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • E—FIXED CONSTRUCTIONS
    • E03—WATER SUPPLY; SEWERAGE
    • E03D—WATER-CLOSETS OR URINALS WITH FLUSHING DEVICES; FLUSHING VALVES THEREFOR
    • E03D1/00—Water flushing devices with cisterns ; Setting up a range of flushing devices or water-closets; Combinations of several flushing devices
    • E03D1/30—Valves for high or low level cisterns; Their arrangement ; Flushing mechanisms in the cistern, optionally with provisions for a pre-or a post- flushing and for cutting off the flushing mechanism in case of leakage
    • E03D1/34—Flushing valves for outlets; Arrangement of outlet valves
    • E—FIXED CONSTRUCTIONS
    • E03—WATER SUPPLY; SEWERAGE
    • E03D—WATER-CLOSETS OR URINALS WITH FLUSHING DEVICES; FLUSHING VALVES THEREFOR
    • E03D5/00—Special constructions of flushing devices, e.g. closed flushing system
    • E03D5/10—Special constructions of flushing devices, e.g. closed flushing system operated electrically, e.g. by a photo-cell; also combined with devices for opening or closing shutters in the bowl outlet and/or with devices for raising/or lowering seat and cover and/or for swiveling the bowl
    • E—FIXED CONSTRUCTIONS
    • E03—WATER SUPPLY; SEWERAGE
    • E03D—WATER-CLOSETS OR URINALS WITH FLUSHING DEVICES; FLUSHING VALVES THEREFOR
    • E03D1/00—Water flushing devices with cisterns ; Setting up a range of flushing devices or water-closets; Combinations of several flushing devices
    • E03D1/02—High-level flushing systems
    • E03D1/14—Cisterns discharging variable quantities of water also cisterns with bell siphons in combination with flushing valves
    • E03D2001/147—Cisterns discharging variable quantities of water also cisterns with bell siphons in combination with flushing valves having provisions for active interruption of flushing

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Public Health (AREA)
  • Water Supply & Treatment (AREA)
  • Combustion & Propulsion (AREA)
  • Aviation & Aerospace Engineering (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Lubricants (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

Die Erfindung betrifft ein Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel, das sich dadurch auszeichnet, dass ein primäres Antioxidants mit einem Schmelzpunkt kleiner gleich 40°C zu dem zu stabilisierenden Biodiesel in einer Menge von 10 bis 20000 ppm (w/w) zugegeben wird, wobei das primäre Antioxidants zumindest eine Verbindung gemäß der Struktur
Figure imga0001
 mit:
R1, R2 = Wasserstoff, lineare Alkylgruppe mit einer Kohlenstoffanzahl von 1 bis 20
oder
Figure imga0002
 wobei * für ein Kohlenstoffatom des aromatischen Ringssystems steht,
R3, R5 = Wasserstoff, lineare Alkylgruppe mit einer Kohlenstoffanzahl von 1 bis 20,
R4 = Wasserstoff, lineare Alkylgruppe mit einer Kohlenstoffanzahl von 1 bis 40,
wobei sowohl die Substituenten vom Typ R1 und R2 als auch vom Typ R3 und R5 gleich oder verschieden sind, aufweist.
EP06101504A 2005-04-04 2006-02-10 Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel Withdrawn EP1736528A3 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE102005015474A DE102005015474A1 (de) 2005-04-04 2005-04-04 Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel

Publications (2)

Publication Number Publication Date
EP1736528A2 EP1736528A2 (de) 2006-12-27
EP1736528A3 true EP1736528A3 (de) 2007-01-10

Family

ID=36645651

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06101504A Withdrawn EP1736528A3 (de) 2005-04-04 2006-02-10 Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel

Country Status (12)

Country Link
US (1) US20060218855A1 (de)
EP (1) EP1736528A3 (de)
JP (1) JP2006283028A (de)
KR (1) KR20060106903A (de)
CN (1) CN1847369A (de)
AR (1) AR054335A1 (de)
AU (1) AU2006201342A1 (de)
BR (1) BRPI0601216A (de)
CA (1) CA2541591A1 (de)
DE (1) DE102005015474A1 (de)
NZ (1) NZ546249A (de)
SG (1) SG126070A1 (de)

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WO2008065015A1 (en) * 2006-11-27 2008-06-05 Ciba Holding Inc. Stabilised biodiesel fuel compositions
GB0700534D0 (en) * 2007-01-11 2007-02-21 Innospec Ltd Composition
CA2681753A1 (en) * 2007-03-28 2008-10-09 Albemarle Corporation Antioxidant blends for fatty acid methyl esters (biodiesel)
AU2008237487B2 (en) * 2007-04-04 2012-04-05 The Lubrizol Corporation A synergistic combination of a hindered phenol and nitrogen containing detergent for biodiesel fuel to improve oxidative stability
US7918905B2 (en) 2007-05-17 2011-04-05 Baker Hughes Incorporated Method for improving biodiesel fuel
CN101082004B (zh) * 2007-07-05 2010-05-19 中国农业科学院油料作物研究所 一种生物柴油改良剂及其制备方法
GB0714725D0 (en) 2007-07-28 2007-09-05 Innospec Ltd Fuel oil compositions and additives therefor
US8430936B2 (en) 2007-11-30 2013-04-30 Baker Hughes Incorporated Stabilization of fatty oils and esters with alkyl phenol amine aldehyde condensates
US8657890B2 (en) 2008-02-27 2014-02-25 Wayne State University Effect of natural and synthetic antioxidants on the oxidative stability of biodiesel
CN101619246B (zh) * 2008-06-30 2013-11-06 中国石油化工股份有限公司 柴油组合物以及酚酰胺和/或酚酯作为抗氧剂的用途
CN101314730B (zh) * 2008-07-15 2013-02-27 中国林业科学研究院林产化学工业研究所 生物柴油用抗氧化剂预制液的超声波辅助制备及使用方法
CA2734958A1 (en) * 2008-09-17 2010-03-25 Exxonmobil Research And Engineering Company Method for improving the oxidation stability of biodiesel as measured by the rancimat test
CN101768483B (zh) * 2008-12-29 2013-03-06 中国石油化工股份有限公司 一种柴油组合物
CN101768482B (zh) * 2008-12-29 2012-11-14 中国石油化工股份有限公司 一种柴油组合物
CN101768481B (zh) * 2008-12-29 2012-11-14 中国石油化工股份有限公司 一种柴油组合物
GR1006805B (el) 2009-02-26 2010-06-16 Dorivale Holdings Limited, Βιοντιζελ που περιεχει μη φαινολικα προσθετα και ως εκ τουτου διαθετει αυξημενη οξειδωτικη σταθεροτητα και χαμηλο αριθμο οξυτητος
CN101899331B (zh) * 2009-05-27 2015-01-14 中国石油化工股份有限公司 一种柴油组合物和提高生物柴油氧化安定性的方法
CN101928614B (zh) * 2009-06-26 2013-06-26 中国石油化工股份有限公司 一种柴油组合物和提高生物柴油氧化安定性的方法
WO2010148652A1 (zh) 2009-06-26 2010-12-29 中国石油化工股份有限公司 柴油组合物及提高生物柴油氧化安定性的方法
US20120233912A1 (en) * 2011-03-18 2012-09-20 Otkrytoe Aktsionernoe Obschestvo "Sterlitamaxky Neftekhimichesky Zavod" Antioxidant additive composition, a solution thereof, and a method for improving the storage stability of biodiesel fuel (variants)
EP2597139A1 (de) 2011-11-24 2013-05-29 LANXESS Deutschland GmbH Oxidationsstabilisierter Biodiesel
WO2013076266A1 (de) 2011-11-24 2013-05-30 Lanxess Deutschland Gmbh Verfahren zur herstellung von oxidationsstabilisiertem biodiesel
EP2896682A1 (de) 2014-01-17 2015-07-22 LANXESS Deutschland GmbH Oxidationsstabilisierter Biodiesel
CN112755585A (zh) * 2020-12-22 2021-05-07 北京元泰达环保科技有限公司 抗氧化剂生产方法

Citations (9)

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US2275175A (en) * 1939-11-30 1942-03-03 Standard Oil Dev Co Motor fuel
GB753794A (en) * 1953-10-07 1956-08-01 Universal Oil Prod Co Improvements in or relating to antioxidant compositions and food products stabilizedtherewith
GB796603A (en) * 1955-05-18 1958-06-18 Ici Ltd Improvements in and relating to inhibitors of oxidation, peroxidation and polymerisation
FR1530056A (fr) * 1967-06-30 1968-06-21 Ethyl Corp Carburants pour moteurs à réaction
EP0626442A1 (de) * 1993-05-24 1994-11-30 The Lubrizol Corporation Mit einem Stockpunkterniedrigtem behandelte Fettsäureester, als biologisch abbaubare Verbrennungsmotorkraftstoffe
US6475252B1 (en) * 1998-09-17 2002-11-05 University Of Dayton Stabilizing additive for the prevention of oxidation and peroxide formation
WO2003091365A1 (en) * 2002-04-23 2003-11-06 The Lubrizol Corporation Method of operating internal combustion engine by introducing antioxidant into combustion chamber
DE10252714A1 (de) * 2002-11-13 2004-05-27 Bayer Ag Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel sowie die Verwendung von Mono- oder Dialkylhydroxytoluol zur Erhöhung der Oxidationsstabilität von Biodiesel
WO2004069964A2 (en) * 2003-01-31 2004-08-19 Chevron U.S.A. Inc. Stable olefinic, low sulfur diesel fuels

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US3166509A (en) * 1963-01-09 1965-01-19 Ethyl Corp Antioxidant composition
DE3500938A1 (de) 1985-01-14 1986-07-17 Henkel KGaA, 4000 Düsseldorf Stabilisierung von palmkernoel und palmkernfettsaeurealkylestern fuer deren verarbeitung zu farbneutralen reaktionsfolgeprodukten
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US5891203A (en) * 1998-01-20 1999-04-06 Ethyl Corporation Fuel lubricity from blends of a diethanolamine derivative and biodiesel
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BR0308434A (pt) * 2002-03-14 2005-01-18 Lubrizol Corp Composição de combustìvel, método para operar e reduzir as emissões de descarga de um motor de combustão interna e método para proporcionar uma composição de combustìvel estável
WO2003099967A2 (en) * 2002-05-23 2003-12-04 Maubert Paul H Fuel additive composition and method for treatment of middle distillate fuels and gasoline
DE10252715A1 (de) 2002-11-13 2004-05-27 Bayer Ag Verfahren zur Erhöhung der Lagerstabilität von Biodiesel sowie die Verwendung von 2,4-Di-tert.-Butylhydroxytoluol zur Erhöhung der Lagerstabilität von Biodiesel
AU2003257439A1 (en) 2002-11-13 2004-06-03 Lanxess Deutschland Gmbh Use of 2,4-di-tert.-butylhydroxytoluene for increasing the storage stability of bio-diesel

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2275175A (en) * 1939-11-30 1942-03-03 Standard Oil Dev Co Motor fuel
GB753794A (en) * 1953-10-07 1956-08-01 Universal Oil Prod Co Improvements in or relating to antioxidant compositions and food products stabilizedtherewith
GB796603A (en) * 1955-05-18 1958-06-18 Ici Ltd Improvements in and relating to inhibitors of oxidation, peroxidation and polymerisation
FR1530056A (fr) * 1967-06-30 1968-06-21 Ethyl Corp Carburants pour moteurs à réaction
EP0626442A1 (de) * 1993-05-24 1994-11-30 The Lubrizol Corporation Mit einem Stockpunkterniedrigtem behandelte Fettsäureester, als biologisch abbaubare Verbrennungsmotorkraftstoffe
US6475252B1 (en) * 1998-09-17 2002-11-05 University Of Dayton Stabilizing additive for the prevention of oxidation and peroxide formation
WO2003091365A1 (en) * 2002-04-23 2003-11-06 The Lubrizol Corporation Method of operating internal combustion engine by introducing antioxidant into combustion chamber
DE10252714A1 (de) * 2002-11-13 2004-05-27 Bayer Ag Verfahren zur Erhöhung der Oxidationsstabilität von Biodiesel sowie die Verwendung von Mono- oder Dialkylhydroxytoluol zur Erhöhung der Oxidationsstabilität von Biodiesel
WO2004069964A2 (en) * 2003-01-31 2004-08-19 Chevron U.S.A. Inc. Stable olefinic, low sulfur diesel fuels

Also Published As

Publication number Publication date
AR054335A1 (es) 2007-06-20
US20060218855A1 (en) 2006-10-05
CA2541591A1 (en) 2006-10-04
SG126070A1 (en) 2006-10-30
CN1847369A (zh) 2006-10-18
KR20060106903A (ko) 2006-10-12
BRPI0601216A (pt) 2006-12-05
EP1736528A2 (de) 2006-12-27
DE102005015474A1 (de) 2006-10-05
AU2006201342A1 (en) 2006-10-19
NZ546249A (en) 2007-08-31
JP2006283028A (ja) 2006-10-19

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