WO2007094171A1 - Composition de fioul - Google Patents

Composition de fioul Download PDF

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Publication number
WO2007094171A1
WO2007094171A1 PCT/JP2007/051581 JP2007051581W WO2007094171A1 WO 2007094171 A1 WO2007094171 A1 WO 2007094171A1 JP 2007051581 W JP2007051581 W JP 2007051581W WO 2007094171 A1 WO2007094171 A1 WO 2007094171A1
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WO
WIPO (PCT)
Prior art keywords
fuel oil
group
oil composition
mass
amount
Prior art date
Application number
PCT/JP2007/051581
Other languages
English (en)
Japanese (ja)
Inventor
Yuki Sugiura
Masato Namiki
Original Assignee
Adeka Corporation
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 Adeka Corporation filed Critical Adeka Corporation
Publication of WO2007094171A1 publication Critical patent/WO2007094171A1/fr

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Classifications

    • 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
    • C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
    • 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
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852—Ethers; Acetals; Ketals; Orthoesters

Definitions

  • the present invention relates to a fuel oil composition having good lubricity and a small amount of unwashed actual gum.
  • the exhaust gas contains many substances that are considered to have an adverse effect on the environment, such as carbon dioxide, nitrogen oxides, and sulfur oxides. Some of these substances are removed by, for example, automobile exhaust catalysts and are not released into the environment. However, since all the substances cannot be removed and the absolute amount of exhaust gas is enormous, it was a major challenge to reduce the exhaust gas itself.
  • Patent Document 1 discloses (a) a fuel containing a product obtained by transesterification of a tridaricide-type fat or its alkylene oxide adduct and an alcohol.
  • An oil additive composition (Claim 1) is disclosed.
  • Patent Document 2 also discloses that a major amount of hydrocarbon having a boiling point in the boiling range of gasoline oil, and an additive composition for fuel comprising an amount for reducing fuel consumption comprising the following components (a) and (b):
  • a fuel composition comprising: (a) at least one amine selected from the group consisting of (1) and (2) below Compound: (1) Fuel-soluble aliphatic hydrocarbon-substituted amine having at least one basic nitrogen atom, the number-average molecular weight of the hydrocarbon group being in the range of 700 to 3,000, and (2 ) A poly (oxyalkylene) amine having at least one basic nitrogen atom, wherein the oxyalkylene unit is soluble in a hydrocarbon having a boiling point in the boiling range of gasoline oil.
  • Patent Document 3 discloses a fuel oil composition (Claim 1) characterized in that an alkaline earth metal salt having a thermal decomposition start temperature of 220 ° C or higher is added to the fuel oil.
  • a fuel oil addition characterized by containing a molybdenum amine salt obtained by reacting a compound containing a hexavalent molybdenum atom with an amine represented by the following general formula (1) or (2) Agent
  • R 1 represents an alkyl group or a alkenyl group having 4 or more carbon atoms
  • R 2 and R 3 represent a hydrogen atom or a hydrocarbon group.
  • R 4 represents a hydrocarbon group
  • a represents a number of 0 or 1
  • R 5 and R 6 each independently represent a hydrogen atom, a hydrocarbon group
  • (AO) H A is a hydrocarbon Group
  • side chain is ether
  • b represents a number of 1 or more
  • a 0, at least one of R 5 and R 6 is a group represented by — (AO) H or a group represented by the general formula (3).
  • R 7 represents an alkylene group
  • X represents a hydrogen atom, a hydrocarbon group, or an alkyl group having 2 to 4 carbon atoms
  • c represents a number of 1 to 5.
  • Patent Document 1 Japanese Patent Laid-Open No. 7-26276
  • Patent Document 2 Japanese Patent Laid-Open No. 11 310783 Patent Claim
  • Patent Document 3 Japanese Patent Application Laid-Open No. 2002-302686 Claims
  • Patent Document 4 Japanese Patent Application Laid-Open No. 2003-27073 Claims
  • an ester-based additive that is also composed of a compound having an ester bond as disclosed in Patent Documents 1 and 2 is a residue called unwashed real gum when added to a fuel such as gasoline.
  • Unwashed real gum is a vaporized residue derived from fuel additives, and if there is too much unwashed real gum, it may cause clogging of filters and valves.
  • a compound having an ester bond may wear the metal chemically due to fatty acids generated by deterioration.
  • metal additives such as those disclosed in Patent Documents 3 and 4 can be converted into metal oxides by combustion, poisoning exhaust gas catalysts, or being released outdoors and adversely affecting the environment. is there.
  • the object of the present invention is to contain a metal, have good lubricity, and have an unwashed actual gum content. Less is to provide a fuel oil composition.
  • the present invention provides a fuel oil having the following general formula (1)
  • R is a hydrocarbon group having 6 to 20 carbon atoms
  • the effect of the present invention is to provide a fuel oil composition that does not contain metal, has good lubricity, and has a small amount of unwashed actual gum.
  • the fuel oil composition of the present invention is characterized by containing a compound represented by the following general formula (1):
  • R represents a hydrocarbon group having 620 carbon atoms, such as a hexyl group, a secondary hexyl group, a heptyl group, a secondary heptyl group, an octyl group, 2 -Ethylhexyl group, secondary octyl group, nonyl group, secondary nonyl group, decyl group, secondary decyl group, undecyl group, secondary undecyl group, dodecyl group, secondary dodecyl group, tridecyl group, isotridecyl group, Secondary tridecyl group, tetradecyl group, secondary tetradecyl group, hexadecyl group, secondary hexadecyl group, stearyl group, eicosyl group and other alkyl groups; hexyl group, heptul group, otaenyl group, nonen
  • the generation amount of unwashed actual gum is small, and therefore, the effect of lowering the friction coefficient preferred by alkyl groups and cycloalkyl groups without double bonds is high.
  • alkyl groups that are more preferred, alkyl groups are more preferred.
  • the carbon number of R is preferably 8-18, more preferably 10-16, and even more preferably 12-16. If the carbon number of R is less than 6, the effect of lowering the friction coefficient is inferior, and if the carbon number of R exceeds 20, the unwashed real gum may be generated in large quantities or may be precipitated just by blending. Preferred for being.
  • the fuel oil composition may cause problems such as clogging of fuel filters and valves due to the formation of gum-like substances due to acid and sour deterioration. Therefore, in order to regulate the amount of gum generated from the fuel oil composition, the amount of unwashed actual gum is stipulated by JIS as 20 mgZl00ml or less, and a large amount of compounds (additives) that easily generate unwashed actual gum is formulated I can't do it. When the fuel oil composition is produced, when the additive is added to the fuel oil, the additive amount is often determined in accordance with the unwashed actual gum amount.
  • the compound represented by the general formula (1) can be produced using any of the existing synthesis methods.
  • a method of dehydrating an alcohol represented by ROH and glycerin, ROH A method of hydrolyzing the resulting epoxy compound by reacting with epoxychlorohydrin, reacting ROH with aryl chloride, acidifying the resulting aryl ether to make an epoxy compound, and then adding water.
  • Examples thereof include a method of decomposing, a method of reacting ROH and glycidol, a method of reacting ROH and 1 chloro-2,3-propanediol, and the like.
  • the fuel oil that can be used in the fuel oil composition of the present invention may be any liquid fuel oil that can be used as fuel in an internal combustion engine.
  • gasoline, light oil, heavy oil, kerosene, jet fuel, fatty acid Examples include biofuels such as methyl ester.
  • gasoline used as a fuel for automobiles or gasoline that prefers light oil is more preferable.
  • gasoline and light oil used as fuel oil may reduce the sulfur content to 50 mass ppm or less from the viewpoint of environmental load, but elemental sulfur is used as an anti-wear agent. Therefore, there is a problem that the use of low-sulfur fuel promotes wear inside the engine.
  • the compound represented by the general formula (1) is added to such a low sulfur content fuel oil, it is possible to prevent internal wear of the engine. Therefore, the low sulfur content fuel oil is used as the fuel oil of the fuel oil composition of the present invention. The use is expected to have a great effect from the viewpoint of improving the wear resistance.
  • the compound represented by the general formula (1) is preferably contained in an amount of 0.001 to 0.5% by mass based on the entire fuel oil composition of the present invention. More preferred is 0.001 to 0.1% by mass. If the amount of added calories to the fuel oil of the compound represented by the general formula (1) is less than 0.001% by mass, the added amount may be too small to produce the effect. If the added amount exceeds 1% by mass, it is preferable because the unwashed actual gum may cause sludge and the inside of the engine may become dirty.
  • the fuel oil composition of the present invention may contain other additives as long as the effects of the present invention are not impaired.
  • Other additives include, for example, anti-knock agents such as tetraethyl lead, tetramethyl lead, and biscyclopentane diphenol iron; octane number improvers such as methyl tertiary butyl ether and methyl tertiary mill ether; nitric acid Cetane improvers such as heptyl, octyl nitrate and cyclohexyl nitrate; 2-Ethinolehexyl boronate, butyl diisobutyl boronate and other surface ignition preventives; tricresyl phosphate, trimethinorephosphate, tris (chloroethyl) phosphate, polybutene, polypropylene, etc.
  • Antioxidants such as dimethyl-6 tersialib tyrphenol; ethylenediamine, N, N, monodisalicylidene-1, 2-diaminopropane, N, N 'disalicylidene 2-cyclohexanediamine, N, N'-disalicylidene ethylenedi Metal deactivators such as amine, N, N, monobis (dimethylsalicylidene) ethylenediamine, N, N, -bis (dimethylsalicylidene) ethylenetetrimine, salicylaldoxime; phosphate amide, aminoalkane , Alkylamine phosphates, polyetheramines, polybuten
  • the addition amount is in the range of 0.01 to 0.5 mass%, preferably 0.01 to 0.2 mass%, with respect to the entire fuel oil composition. Is within. Further, when the octane number improver is added, the amount added is within a range of 0.01 to 0.5% by mass, preferably 0.01 to 0.2% by mass with respect to the entire fuel oil composition. is there. Further, when a cetane number improver is added, the amount added is in the range of 0.01 to 0.5% by mass, preferably 0.01 to 0.2% by mass with respect to the whole fuel oil composition. It is.
  • the amount of the additive is 0.0001-0.005 mass%, preferably 0.0001-0.003 mass%, based on the entire fuel oil composition. Further, when the deposit improver is added, the amount of the added soot is 0.0001-0.005% by mass, preferably in the range of 0.0001-0.003% by mass with respect to the whole fuel oil composition. It is. In addition, when an antioxidant is added, the amount of the additive is within the range of 0.001 to 0.05% by mass, preferably 0.001 to 0.02% by mass with respect to the entire fuel oil composition. is there. Further, when adding the metal deactivator, the amount of addition ⁇ Also, 0.1 for the entire fuel oil yarn ⁇ product 0001-0. 005 mass 0/0, preferably ⁇ or 0.
  • the addition amount is 0.01 to 0.5% by mass, preferably 0.01 to 0.2% by mass, based on the entire fuel oil composition.
  • an anti-icing agent is added, the amount added is in the range of 0.01-0.6% by mass, preferably 0.01-0.4% by mass, based on the entire fuel oil composition.
  • the addition amount is 0.001 to 0.05 mass% with respect to the whole fuel oil composition, Preferably it exists in the range of 0.001 to 0.02 mass%.
  • the amount added is in the range of 0.0001 to 0.005% by mass, preferably 0.0001 to 0.003% by mass with respect to the entire fuel oil composition.
  • the amount added is in the range of 0.001 to 0.05 mass%, preferably 0.001 to 0.02 mass%, based on the entire fuel oil composition.
  • the amount added is in the range of 0.01 to 0.5% by mass, preferably 0.01 to 0.2% by mass, based on the entire fuel oil composition.
  • the addition amount is 0.1 for the entire fuel oil composition from 0,001 to 0.005 mass 0/0, preferably ⁇ it is 0.0001 to 0. The range of 003 wt% It is. However, when adding these additives, it is preferable to avoid the use of metal-containing additives as much as possible.
  • the fuel oil composition of the present invention is suitably used as a fuel oil composition for various internal combustion engines using biofuels such as gasoline, light oil, heavy oil, kerosene, jet fuel, and fatty acid methyl ester as fuel oil. can do.
  • biofuels such as gasoline, light oil, heavy oil, kerosene, jet fuel, and fatty acid methyl ester as fuel oil. can do.
  • the lubricity of the fuel oil was measured using the HFRR test (PCS Instruments) and the friction coefficient and wear scar diameter.
  • the fuel oil used in the test was commercially available regular gasoline with an octane number of 90 and a sulfur content of lOppm.
  • HFRR testing machine manufactured by PCS Instruments
  • the above additives were adjusted according to the formulation shown in Table 1, and the amount of unwashed actual gum was measured using the method defined in JISK2261. That is, sample oil (in which the above additives are dissolved in 50 ml of white gasoline so as to have the addition amount shown in Table 1) is placed in a 100 ml beaker, and this beaker is placed in an evaporation bath at 155 ° C ⁇ 5 ° C. Put in. Subsequently, hot air of 160 to 165 ° C. is jetted for 30 minutes here with an air jet device to evaporate the sample. The sample was left in a desiccator for 2 hours or more, and the residue was weighed. The results are shown in Table 1. The reason for using white gasoline is that the amount of unwashed actual gum is 0, and it is easy to compare the amount of unwashed actual gum from the additive.
  • the regular gasoline with the addition of ester and amide additives which is a comparative example, has a friction coefficient almost the same as that of the product of the present invention, but tends to wear metal, and unwashed real gum.
  • the amount! Therefore, it can be seen that the white gasoline added with the ester and amide additives of the comparative example shows a larger value than the white gasoline using the ether additive of the example as an additive.

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  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

La présente invention concerne une composition de fioul qui ne contient aucun métal, a une bonne propriété lubrifiante et a une faible teneur en gomme existante non lavée. La composition de fioul comprend un fioul et un composé représenté par la formule générale (1) : (1) dans laquelle R représente un groupe hydrocarboné possédant de 6 à 20 atomes de carbone.
PCT/JP2007/051581 2006-02-14 2007-01-31 Composition de fioul WO2007094171A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006036238A JP2007217450A (ja) 2006-02-14 2006-02-14 燃料油組成物
JP2006-036238 2006-02-14

Publications (1)

Publication Number Publication Date
WO2007094171A1 true WO2007094171A1 (fr) 2007-08-23

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JP (1) JP2007217450A (fr)
WO (1) WO2007094171A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011084430A1 (fr) * 2009-12-21 2011-07-14 Bp Corporation North America Inc. Composition et méthode pour la réduction des frottements dans les moteurs à combustion interne
US10443006B1 (en) 2018-11-27 2019-10-15 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions
US10597594B1 (en) 2018-11-27 2020-03-24 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions
US10781391B2 (en) 2018-11-27 2020-09-22 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4482833B2 (ja) 2007-08-23 2010-06-16 ソニー株式会社 ヘッドホン装置
AU2010340059A1 (en) * 2009-12-21 2012-07-12 Bp Corporation North America Inc. Composition and method for reducing friction in internal combustion engines

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6121195A (ja) * 1984-07-03 1986-01-29 エルフ・フランス 石油留分及び少なくても１つの短鎖脂肪族アルコールを含有する均質な燃料組成物及びその製造法
JPH08283753A (ja) * 1995-04-20 1996-10-29 Kao Corp 軽油組成物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05125369A (ja) * 1991-11-07 1993-05-21 Kyushu Sekiyu Kk ガソリンの実在ガムの減少方法
JPH09196904A (ja) * 1996-01-18 1997-07-31 Zenkoku Sekiyu Kyokai Ｊｉｓ自動車ガソリン実在ガム試験に先立つスクリーニング方法及び装置
JP4115920B2 (ja) * 2003-10-30 2008-07-09 コスモ石油株式会社 ガソリン組成物

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6121195A (ja) * 1984-07-03 1986-01-29 エルフ・フランス 石油留分及び少なくても１つの短鎖脂肪族アルコールを含有する均質な燃料組成物及びその製造法
JPH08283753A (ja) * 1995-04-20 1996-10-29 Kao Corp 軽油組成物

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011084430A1 (fr) * 2009-12-21 2011-07-14 Bp Corporation North America Inc. Composition et méthode pour la réduction des frottements dans les moteurs à combustion interne
CN102666811A (zh) * 2009-12-21 2012-09-12 Bp北美公司 用于减少内燃机中的摩擦的组合物和方法
US10443006B1 (en) 2018-11-27 2019-10-15 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions
US10597594B1 (en) 2018-11-27 2020-03-24 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions
US10781391B2 (en) 2018-11-27 2020-09-22 Exxonmobil Research And Engineering Company Low sulfur marine fuel compositions

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