US20180195016A1 - Gasoline compositions with improved octane number - Google Patents

Gasoline compositions with improved octane number Download PDF

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Publication number
US20180195016A1
US20180195016A1 US15/742,129 US201615742129A US2018195016A1 US 20180195016 A1 US20180195016 A1 US 20180195016A1 US 201615742129 A US201615742129 A US 201615742129A US 2018195016 A1 US2018195016 A1 US 2018195016A1
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United States
Prior art keywords
gasoline
octane
gasoline composition
methyl
formula
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Abandoned
Application number
US15/742,129
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English (en)
Inventor
Sébastien NICOLAS
Fernanda GRIGOLETTO
MARTINS Sergio
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.)
Rhodia Poliamida e Especialidades Ltda
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Rhodia Poliamida e Especialidades Ltda
Priority date (The priority date 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 date listed.)
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Publication date
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Assigned to RHODIA POLIAMIDA E ESPECIALIDADES S.A. reassignment RHODIA POLIAMIDA E ESPECIALIDADES S.A. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: NICOLAS, SÉBASTEIN, MARTINS, SERGIO, GRIGOLETTO, Fernanda
Publication of US20180195016A1 publication Critical patent/US20180195016A1/en
Abandoned legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/185Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852Ethers; Acetals; Ketals; Orthoesters
    • C10L1/1855Cyclic ethers, e.g. epoxides, lactides, lactones
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/19Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/10Use of additives to fuels or fires for particular purposes for improving the octane number
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L2200/00Components of fuel compositions
    • C10L2200/04Organic compounds
    • C10L2200/0407Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L2270/00Specifically adapted fuels
    • C10L2270/02Specifically adapted fuels for internal combustion engines
    • C10L2270/023Specifically adapted fuels for internal combustion engines for gasoline engines

Definitions

  • the various refinery streams blended to make gasoline have different characteristics. Some important streams are:
  • a further object of the invention is to propose a metal free non-toxic octane booster additive for octane adjustment of gasoline compositions which is effective at low dosage.
  • the metal-free gasoline composition of the invention comprises at least one gasoline fuel and from 0.05 to 1% by weight of an octane booster additive comprising at least one compound of formula I below:
  • R 3 is H, a linear or branched alkyl, a cycloalkyl or a C( ⁇ O)R 4 group, with R 4 being a linear or branched C1-C4 alkyl or a C5-C6 cycloalkyl.
  • R 3 is H or a C( ⁇ O)R 4 group, with R 4 being methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butyl or tert-butyl.
  • R1 is methyl
  • R2 is phenyl
  • R3 is H
  • the compound is commercially available, for example under the name Augeo® Film HB. This compound can be synthesized by reaction between glycerol and acetophenone, under well-known classical conditions.
  • R1 and R2 are methyl and R3 is a C( ⁇ O)R4 group, with R4 being methyl.
  • the compound is commercially available, for example under the name Augeo® ACT. This compound can be synthesized by transesterification of Solketal with an alkyl acetate under well-known classical conditions.
  • This blend preferably comprises Augeo® Clean Multi and Augeo® Clean Plus, in a weight ratio from about 30:70 to 70:30, and even more preferably 50:50.
  • Another advantageous blend comprises Augeo® Clean Plus and Augeo® ACT, in a weight ratio from 30:70 to 70:30, and even more preferably 60:40.
  • the octane booster additive of the gasoline according to the invention can further comprise esters of C1-C6 carboxylic acids and/or ketones such as butyl acetate, propyl acetate, Methyl Isobutyl Ketone and Methyl Ethyl Ketone, advantageously ethyl acetate.
  • esters of C1-C6 carboxylic acids and/or ketones such as butyl acetate, propyl acetate, Methyl Isobutyl Ketone and Methyl Ethyl Ketone, advantageously ethyl acetate.
  • the molar ratio of compound of formula I/esters of C1-C6 carboxylic acids and/or ketones, and in particular the molar ratio of compound of formula I/ethyl acetate can be from 30:70 to 100:0, preferably from 50:50 to 95:5.
  • Augeo® SL191 which is commercially available, was added in the concentrations indicated below, and the octane numbers were measured according with the standard already mentioned.
  • the table VII below indicates the results obtained.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US15/742,129 2015-07-06 2016-07-05 Gasoline compositions with improved octane number Abandoned US20180195016A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/IB2015/001131 WO2017006142A1 (en) 2015-07-06 2015-07-06 Gasoline compositions with improved octane number
IBPCT/IB2015/001131 2015-07-06
PCT/IB2016/000959 WO2017006169A1 (en) 2015-07-06 2016-07-05 Gasoline compositions with improved octane number

Publications (1)

Publication Number Publication Date
US20180195016A1 true US20180195016A1 (en) 2018-07-12

Family

ID=53724385

Family Applications (1)

Application Number Title Priority Date Filing Date
US15/742,129 Abandoned US20180195016A1 (en) 2015-07-06 2016-07-05 Gasoline compositions with improved octane number

Country Status (8)

Country Link
US (1) US20180195016A1 (es)
EP (1) EP3320059B1 (es)
CN (1) CN107849469B (es)
AR (1) AR105274A1 (es)
BR (1) BR112017027947B8 (es)
ES (1) ES2902059T3 (es)
UY (1) UY36770A (es)
WO (2) WO2017006142A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109852443B (zh) * 2019-03-15 2021-01-29 山东聚兴新材料科技有限公司 一种汽油辛烷值提升剂及其制备方法
CN109852444B (zh) * 2019-03-15 2021-01-29 山东聚兴新材料科技有限公司 一种汽油辛烷值提升剂的制备方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1145930A (en) * 1967-12-22 1969-03-19 Exxon Research Engineering Co Liquid fuel composition
US4179553A (en) * 1978-11-03 1979-12-18 The Firestone Tire & Rubber Company Polyphosphazene polymers containing cyclic ketal substituents
US4390345A (en) 1980-11-17 1983-06-28 Somorjai Gabor A Fuel compositions and additive mixtures for reducing hydrocarbon emissions
UA85188C2 (ru) * 2003-06-24 2009-01-12 Михиель Арьян Коземакер Оксигенат как присадка к топливу, в первую очередь дизельному топливу, бензину и метиловому эфиру рапсового масла, способ его получения и топливо с ним
BRPI0507963A (pt) * 2004-02-24 2007-07-17 Inst Francais Du Petrole processo de fabricação de biocombustìveis; transformação de triglicerìdeos em pelo menos duas famìlias de biocombustìveis: monoésteres de ácidos graxos e éteres e/ou acetais solúveis do glicerol
WO2006084048A1 (en) * 2005-02-02 2006-08-10 Jalin Technologies, Llc Bio-diesel fuel and manufacture of same
RU2365617C1 (ru) * 2008-05-28 2009-08-27 Учреждение Российской Академии Наук Институт Биохимической Физики Им. Н.М. Эмануэля Ран (Ибхф Ран) Октаноповышающая добавка к бензину
US20110154725A1 (en) 2008-03-28 2011-06-30 Sergey Dmitrievich Varfolomeev Agent for increasing the octane number of a gasoline automobile fuel
ITMI20120570A1 (it) * 2012-04-06 2013-10-07 Eni Spa Composizioni di carburante comprendenti derivati idrofobici della glicerina
CN103351907B (zh) * 2013-06-24 2015-07-08 黄河三角洲京博化工研究院有限公司 一种非金属抗爆剂及其制备方法
EP2977433A1 (fr) * 2014-07-24 2016-01-27 Rhodia Opérations Dérivés acétals cycliques à titre d'additifs anti-suies pour un carburant d'aviation

Also Published As

Publication number Publication date
AR105274A1 (es) 2017-09-20
BR112017027947B1 (pt) 2021-12-07
UY36770A (es) 2017-01-31
BR112017027947B8 (pt) 2023-04-18
WO2017006169A1 (en) 2017-01-12
EP3320059A1 (en) 2018-05-16
CN107849469A (zh) 2018-03-27
WO2017006142A1 (en) 2017-01-12
BR112017027947A2 (pt) 2018-08-28
ES2902059T3 (es) 2022-03-24
CN107849469B (zh) 2021-09-24
EP3320059B1 (en) 2021-10-13

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