EP1693433A1 - Additif pour combustibles hydrocarbones - Google Patents

Additif pour combustibles hydrocarbones Download PDF

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Publication number
EP1693433A1
EP1693433A1 EP04748925A EP04748925A EP1693433A1 EP 1693433 A1 EP1693433 A1 EP 1693433A1 EP 04748925 A EP04748925 A EP 04748925A EP 04748925 A EP04748925 A EP 04748925A EP 1693433 A1 EP1693433 A1 EP 1693433A1
Authority
EP
European Patent Office
Prior art keywords
additive
mass
fuel
polyether
butanol
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Withdrawn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
EP04748925A
Other languages
German (de)
English (en)
Other versions
EP1693433A4 (fr
Inventor
Valentin Filippovich Bolshakov
Aleksandr Valentinovich Bolshakov
Sergey Olegovich Shinkov
Igor Robertovich Vugin
Petr Sergeevich Goncharov
Lidiya Aleksandrovna Deryugina
Viktor Anatolevich Moldavanov
Antonina Fedorovna Fedorova
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.)
Key Chain Ltd
Zakrytoe Aktsionernoe Obschestvo " Pioner-Petroleum"
Original Assignee
Key Chain Ltd
Zakrytoe Aktsionernoe Obschestvo " Pioner-Petroleum"
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.)
Filing date
Publication date
Application filed by Key Chain Ltd, Zakrytoe Aktsionernoe Obschestvo " Pioner-Petroleum" filed Critical Key Chain Ltd
Publication of EP1693433A1 publication Critical patent/EP1693433A1/fr
Publication of EP1693433A4 publication Critical patent/EP1693433A4/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C10L1/143Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
    • 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
    • C10L1/182Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • C10L1/1824Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy
    • 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
    • C10L1/192Macromolecular compounds
    • C10L1/198Macromolecular 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
    • C10L1/1985Macromolecular 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 polyethers, e.g. di- polygylcols and derivatives; ethers - 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/224Amides; Imides carboxylic acid amides, imides
    • 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
    • C10L1/24Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2431Organic compounds containing sulfur, selenium and/or tellurium sulfur bond to oxygen, e.g. sulfones, sulfoxides
    • C10L1/2437Sulfonic acids; Derivatives thereof, e.g. sulfonamides, sulfosuccinic acid esters

Definitions

  • the invention relates to petrochemistry, in particular to additive compositions for hydrocarbon fuels, mainly to automobile gasoline, which are added in order to reduce fuel evaporation losses during storage, and can be used at petroleum and fuel storage depots.
  • An additive which comprises a fluorine-containing surfactant, a polyether with the molecular weight of 2500 which is based on ethylene oxide and propylene oxide, ethylene glycol, and an aliphatic alcohol taken as butanol-1 (see: V.V. Usin, A.V. Ulitko et al. The environment protection when using fuels and operating means of transportation, Ulianovsk, UTTsNTIP, 1993, p.25).
  • the said additive comprises components in high concentrations and has low efficiency in reducing fuel evaporation losses during storage.
  • An additive which comprises a fluorine-containing surfactant, a polyether with the molecular weight of 3503 which is based on ethylene oxide and propylene oxide, ethylene glycol, and an aliphatic alcohol (see: V.V. Usin, A.V. Ulitko et al. The environment protection when using fuels and operating means of transportation, Ulianovsk, UTTsNTIP, 1993, p.34-35).
  • the additive comprises, in % by weight: a fluorine-containing quaternary ammonium salt ⁇ 4.5 to 5.5, a polyether with the molecular weight of 3503 which is based on ethylene oxide and propylene oxide ⁇ 47.0 to 49.0, ethylene glycol ⁇ 4.5 to 5.5, and butanol-1 the rest.
  • the said additive is used for reducing evaporation losses and is added to a hydrocarbon fuel directly in the concentration of 0.2 % by weight.
  • the experience of using the additive proves its insufficient efficiency in reducing evaporation fuel losses during storage.
  • the closest, as to its technical essence and achieved result, to the inventive additive is an additive to hydrocarbon fuels, which comprises a butanol-polyether mixture based on ethylene oxide and propylene oxide, in which a fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl is dissolved (see, RU 2208041 C10L 1/18, 2003).
  • the said additive to hydrocarbon fuels also comprises decanol and a dioctyl ether of phthalic acid in the following component ratio, in % by weight: Fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl 1.2 to 3.4 Polyether with the molecular weight of 3503 which is based on ethylene oxide and propylene oxide 3.5 to 7.5 Dioctyl ether of phthalic acid 3.5 to 7.5 1:1 mixture of decanol and butanol the rest.
  • the disadvantages of the known solution are its low efficiency in reducing evaporation fuel losses during storage (for A-76 gasoline the evaporation reduction is 30 %) as well as practically complete deposition of these additives on containment walls, pipelines and fuel system filters during fuel pumping and tank drying, which does not enable to use the said additives repeatedly when filling tanks. After fuel has been removed from a tank, it is practically impossible to separate the additive film from the tank surface by way of feeding a new batch of fuel.
  • the objective of the invention is to develop and create an additive to hydrocarbon fuels, which would have improved performance and efficiency.
  • the said technical results may be achieved by using a polyether having the molecular weight of 402 as a polyether used in a hydrocarbon fuel additive comprising a butanol-polyether mixture based on ethylene oxide and propylene oxide, in which a fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl is dissolved, the said additive comprising, in addition, a sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid, with the following component ratio, in % by weight: Fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl 6 to 12 Sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid 0.2 to 2.0 Polyether with the molecular weight of 402, which is
  • the said additive comprises, in addition, a sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid, and a polyether with the molecular weight of 402 is used as the polyether based on ethylene oxide and propylene oxide.
  • the ratio of a polyether, which has the molecular weight of 402 and is based on ethylene oxide and propylene oxide, and butanol would be 49:40.
  • a fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl is dissolved in a mixture of butanol and a polyether with the molecular weight of 402, which is based on ethylene oxide and propylene oxide.
  • a sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid is added to the obtained solution in the quantity from 0.2 to 2.0 % by weight.
  • the said fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl is a wax-like substance having a light-brown color, which is hygroscopically dissolved in alcohols. It has the density from 1560 to 1600 kg/m 3 , the melting point of 80°C, the chlorine content from 5.0 to 5.6 % by weight. Its technical designation is "CHAS 9". It is made according to the specification "TU 6-02-2-817-84".
  • the polyether having the molecular weight of 402, which is based on ethylene oxide and propylene oxide is a syrupy colorless liquid.
  • the hydroxyl group content is 1.5 to 1.7 %
  • the acid number is ⁇ 0.1 mg KOH/g
  • the Heppler viscosity at 25°C is 450 to 600 MPa ⁇ s
  • the density is 1010 kg/m 3
  • the molecular weight is 402.
  • the technical designation is "Laprol-402”. It is made according to the specification "TU 6-05-221-484-79".
  • Butanol is a colorless clear liquid. It has the density from 800 to 830 kg/m 3 , the boiling point is 108°C. It is produced in the industry according to GOST 6006. It is used as a solvent in the paint industry (see, Chemical Encyclopedia in 5 Volumes, V. 1, I.L. Knunyants et al., M., Soviet Encyclopedia Publishers, 1988, p.336-337).
  • the sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid is a colorless liquid produced by known methods.
  • the inventive additive is added to a hydrocarbon fuel after filling a tank with a fuel, e.g., automobile gasoline, in the quantity from 0.015 to 0.025 % by weight.
  • a fuel e.g., automobile gasoline
  • the additive is added to a fuel by pulverizing it.
  • the additive efficiency has been evaluated according to the quantity of evaporated fuel under storage in the static conditions for two days, as compared to the fuel without the additive and the fuel with the additive according to the closest analogous solution.
  • the additive test results are given in Table 2.
  • the evaporation tests have been conducted in the static conditions in glasses with the evaporation area of 13.8 cm 2 at the air temperature from 18°C to 20°C and the relative humidity from 85% to 95%.
  • the error in determining evaporation is ⁇ 0.05 g/day/m 2 .
  • the efficiency of the additives has been also evaluated according to a reduction in fuel evaporation when the repeatedly used compositions have been pulverized over the fuel surface ⁇ when drying and subsequent filling of a tank with a fuel. As can be seen in Table 2, the efficiency of the inventive additive is practically not reduced because it is not deposited on the surfaces. Table 1.
  • Additive composition in % by weight SAMPLES 1 2 3 4 5 Fluorine-containing chloride of a quaternary ammonium salt having the formula C 8 F 17 CONCHC 3 H 6 N(C 2 H 4 OH)CH 3 ) 2 Cl 10 9 8 6 12 Laprol-402 49 40 55 33.5 30 Butanol 40 49.5 35 60 57.8 Sodium salt of the N-perfluorinenononail- ⁇ -aminosulfonic acid 1 1.5 2 0.5 0.2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Liquid Carbonaceous Fuels (AREA)
EP04748925A 2003-11-20 2004-06-04 Additif pour combustibles hydrocarbones Withdrawn EP1693433A4 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
RU2003133691/04A RU2246529C1 (ru) 2003-11-20 2003-11-20 Присадка к углеводородным топливам
PCT/RU2004/000216 WO2005049770A1 (fr) 2003-11-20 2004-06-04 Additif pour combustibles hydrocarbones

Publications (2)

Publication Number Publication Date
EP1693433A1 true EP1693433A1 (fr) 2006-08-23
EP1693433A4 EP1693433A4 (fr) 2011-04-06

Family

ID=34617837

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04748925A Withdrawn EP1693433A4 (fr) 2003-11-20 2004-06-04 Additif pour combustibles hydrocarbones

Country Status (3)

Country Link
EP (1) EP1693433A4 (fr)
RU (1) RU2246529C1 (fr)
WO (1) WO2005049770A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009033331A1 (fr) * 2007-09-10 2009-03-19 Shanghai Chinamax New Energy Co., Ltd. Carburant écologique à base d'hydrocarbure léger pour véhicules
RU2447133C1 (ru) * 2010-12-09 2012-04-10 Федеральное автономное учреждение "25 Государственный научно-исследовательский институт химмотологии Министерства обороны Российской Федерации" Присадка к автомобильным бензинам
CN104388129A (zh) * 2014-11-19 2015-03-04 成都大气清洁能源有限公司 一种汽油掺烧燃料及含有该掺烧燃料的汽油
RU2630674C1 (ru) * 2016-03-22 2017-09-12 Федеральное государственное казенное военное образовательное учреждение высшего образования "Военная академия материально-технического обеспечения имени генерала армии А.В. Хрулёва" Министерства обороны Российской Федерации Присадка для снижения потерь автомобильных бензинов от испарения при их хранении и применении
EP3356027A4 (fr) * 2015-09-30 2019-05-22 Nanovapor Inc. Procédés et compositions pour la suppression de vapeur

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008011785A1 (fr) * 2006-07-17 2008-01-31 Shanghai Chinamax New Energy Co., Ltd. Composition d'hydrocarbures légers pour véhicule
US20150113867A1 (en) * 2013-10-24 2015-04-30 Basf Se Use of an alkoxylated polytetrahydrofuran to reduce fuel consumption

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2912416A (en) * 1954-07-12 1959-11-10 Shell Dev Amide containing copolymers and their preparation
JPS62100592A (ja) * 1985-10-28 1987-05-11 Takehara:Kk 燃料油
RU2208040C1 (ru) * 2001-11-08 2003-07-10 25 Государственный научно-исследовательский институт Министерства обороны Российской Федерации (по применению топлив, масел, смазок и специальных жидкостей - 25 ГосНИИ МО РФ по химмотологии) Присадка к углеводородным топливам

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
No further relevant documents disclosed *
See also references of WO2005049770A1 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009033331A1 (fr) * 2007-09-10 2009-03-19 Shanghai Chinamax New Energy Co., Ltd. Carburant écologique à base d'hydrocarbure léger pour véhicules
RU2447133C1 (ru) * 2010-12-09 2012-04-10 Федеральное автономное учреждение "25 Государственный научно-исследовательский институт химмотологии Министерства обороны Российской Федерации" Присадка к автомобильным бензинам
CN104388129A (zh) * 2014-11-19 2015-03-04 成都大气清洁能源有限公司 一种汽油掺烧燃料及含有该掺烧燃料的汽油
EP3356027A4 (fr) * 2015-09-30 2019-05-22 Nanovapor Inc. Procédés et compositions pour la suppression de vapeur
US10414993B2 (en) 2015-09-30 2019-09-17 NanoVapor, Inc. Methods and compositions for vapor suppression
RU2630674C1 (ru) * 2016-03-22 2017-09-12 Федеральное государственное казенное военное образовательное учреждение высшего образования "Военная академия материально-технического обеспечения имени генерала армии А.В. Хрулёва" Министерства обороны Российской Федерации Присадка для снижения потерь автомобильных бензинов от испарения при их хранении и применении

Also Published As

Publication number Publication date
RU2246529C1 (ru) 2005-02-20
WO2005049770A1 (fr) 2005-06-02
EP1693433A4 (fr) 2011-04-06

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