US20060213118A1 - Low-sulfur diesel fuel and use of fatty acid monoalkyl esters as lubricant improvers for low-sulfur diesel fuels - Google Patents
Low-sulfur diesel fuel and use of fatty acid monoalkyl esters as lubricant improvers for low-sulfur diesel fuels Download PDFInfo
- Publication number
- US20060213118A1 US20060213118A1 US11/341,259 US34125906A US2006213118A1 US 20060213118 A1 US20060213118 A1 US 20060213118A1 US 34125906 A US34125906 A US 34125906A US 2006213118 A1 US2006213118 A1 US 2006213118A1
- Authority
- US
- United States
- Prior art keywords
- fatty acid
- low
- acid monoalkyl
- monoalkyl esters
- esters
- 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.)
- Abandoned
Links
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 54
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 48
- 239000000194 fatty acid Substances 0.000 title claims abstract description 48
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 48
- 150000002148 esters Chemical class 0.000 title claims abstract description 34
- 239000002283 diesel fuel Substances 0.000 title claims abstract description 28
- 239000011593 sulfur Substances 0.000 title claims abstract description 21
- 229910052717 sulfur Inorganic materials 0.000 title claims abstract description 21
- 239000000314 lubricant Substances 0.000 title 1
- 150000004671 saturated fatty acids Chemical class 0.000 claims abstract description 21
- 235000003441 saturated fatty acids Nutrition 0.000 claims abstract description 19
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims description 14
- 239000000654 additive Substances 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 6
- 238000001640 fractional crystallisation Methods 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000004508 fractional distillation Methods 0.000 claims description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 2
- 239000003921 oil Substances 0.000 claims description 2
- 235000019871 vegetable fat Nutrition 0.000 claims description 2
- 239000003225 biodiesel Substances 0.000 abstract description 11
- -1 fatty acid esters Chemical class 0.000 abstract description 6
- 239000010499 rapseed oil Substances 0.000 abstract description 6
- 239000003549 soybean oil Substances 0.000 abstract description 6
- 235000012424 soybean oil Nutrition 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000000446 fuel Substances 0.000 description 11
- 239000002994 raw material Substances 0.000 description 11
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 235000019482 Palm oil Nutrition 0.000 description 8
- 239000002540 palm oil Substances 0.000 description 8
- 238000005299 abrasion Methods 0.000 description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 6
- 239000008157 edible vegetable oil Substances 0.000 description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 6
- 150000004702 methyl esters Chemical class 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 5
- 235000021360 Myristic acid Nutrition 0.000 description 5
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 5
- 235000021314 Palmitic acid Nutrition 0.000 description 5
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 235000020778 linoleic acid Nutrition 0.000 description 5
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 5
- 230000001050 lubricating effect Effects 0.000 description 5
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
- 239000008117 stearic acid Substances 0.000 description 5
- 239000008158 vegetable oil Substances 0.000 description 5
- 235000019737 Animal fat Nutrition 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 150000003464 sulfur compounds Chemical class 0.000 description 3
- 238000005809 transesterification reaction Methods 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000002551 biofuel Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
-
- 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
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
Definitions
- the invention relates to a low-sulfur diesel fuel containing a maximum amount of 0.2% by weight of sulfur and fatty acid monoalkyl esters in an amount of between 10 and 50,000 ppm as lubricity improvers.
- EP 0 680 506 B describes the use of esters as lubricity improvers.
- EP 0 635 558 A1 describes the use of fatty acid monoalkyl esters from saturated and unsaturated fatty acid esters in an amount of from 100 to 10,000 ppm.
- methyl esters of the composition in which the fatty acids are present in vegetable oils are used without any further pretreatment or separation.
- a similar application can be learnt from WO 94/17160.
- WO 96/07632 describes the production of agents for lubricity improvement by double transesterification of vegetable oils, wherein, in the first stage, fatty acid monoalkyl esters are produced which are transesterified with a polyol in a second stage. Similar compounds are described in EP 1 088 880 A1.
- U.S. Pat. No. 5,891,203 describes the use of a mixture of biodiesel and diethanolamine derivatives as lubricity improvers in low-sulfur fuels.
- fatty acid amides from diethanolamine and fatty acids are used, wherein especially oleic acid is used as the preferred fatty acid.
- the amount of biofuels in the EU is meant to rise to an amount of 5.75% by the year 2010.
- raw materials such as used edible oils, animal fats or palm oil will increasingly have to be used as raw material sources.
- the present invention starts here, which has as its object to provide an improved low-sulfur diesel fuel having a maximum amount of 0.2% by weight of sulfur, which diesel fuel contains fatty acid monoalkyl esters in an amount of between 10 and 50,000 ppm as lubricity improvers and with which the above-mentioned problem is diminished.
- the low-sulfur diesel fuel according to the invention contains a maximum amount of 0.2% by weight of sulfur and fatty acid monoalkyl esters in an amount of between 10 and 50,000 ppm as lubricity improvers and is characterized in that the fatty acid moieties of the fatty acid monoalkyl esters originate from saturated fatty acids by at least 50%, in particular by at least 70%, with the fatty acid monoalkyl esters preferably being provided as fatty acid methyl esters.
- the present invention is based on the surprising realization that the lubricating ability of fatty acid monoalkyl esters apparently depends on the content of saturated fatty acid derivatives. For instance, it has been possible to show that fatty acid esters having a content of more than 50% of saturated fatty acids show a substantially higher lubricity improvement in a low-sulfur diesel fuel than a biodiesel made of rape oil or soy bean oil.
- the amounts of esters comprising unsaturated fatty acids can be separated off.
- the fatty acid ester fractions which are obtained by fractional crystallization or distillation and are characterized by a high content of saturated fatty acids are particularly well suited as lubricity improvers.
- the fatty acid monoalkyl esters contained in the diesel fuel according to the invention are preferably produced from vegetable fats and/or oils.
- Possible raw materials are all natural vegetable or animal oils and/or fats whose content of saturated fatty acids already amounts to more than 50%, or corresponding products which were produced by enrichment or separation of the saturated fatty acids from the respective oils and fats.
- appropriate fractions from the processing of palm oil (palm stearin) or animal fat fractions are used.
- a further embodiment of the diesel fuel according to the invention is characterized in that it additionally contains one or more additives for improving the cetane number or for improving the low-temperature behaviour.
- the invention relates to an agent for improving the lubricity of diesel fuels containing fatty acid monoalkyl esters which is characterized in that the fatty acid moieties of the fatty acid monoatkyl esters originate from saturated fatty acids by at least 50%, in particular by at least 70%.
- the invention relates to a process for the production of a fatty acid monoalkyl ester whose fatty acid moieties originate from saturated fatty acids by at least 50%, in particular by at least 70%, which process is characterized in that a fatty acid monoalkyl ester whose fatty acid moieties originate from saturated and unsaturated fatty acids is subjected to fractional crystallization or distillation.
- the invention relates to the use of fatty acid monoalkyl esters as lubricity improvers for low-sulfur diesel fuels, with the fatty acid moieties of the fatty acid monoalkyl esters originating from saturated fatty acids by at least 50%, in particular by at least 70%.
- lubricity is determined by way of the abrasion of a rotating ball. In this method, an abrasion of 460 ⁇ m is regarded as the threshold value.
- the reference fuel used for the tests was a sulfur-free, non-additivated diesel fuel having an abrasion value of 569 ⁇ m.
- biodiesel samples made of animal fat, rape oil, soy bean oil and used edible oil
- fatty acid monoalkyl esters having a content of saturated fatty acids of more than 50% constitute ideal additives for improving the lubricating properties of sulfur-free diesel fuels.
- the starting product was an animal fat having the following fatty acid composition:
- Palmitic acid 25.17%
- Linoleic acid 9.24%
- said fat was converted with methanol and potassium hydroxide into the corresponding fatty acid methyl esters.
- the fatty acid methyl esters obtained were separated into two fractions at low temperatures, wherein the fraction having a high content of saturated fatty acids was used as a lubricant additive.
- the fatty acid composition of said fraction was as follows:
- Palmitic acid 33.75%
- Linoleic acid 2.62%
- a technical fatty acid distillate made of palm oil and having the following fatty acid composition was used as a raw material for the production of fatty acid methyl esters:
- Palmitic acid 52.07%
- Oleic acid 33.80%
- Palm stearin produced by fractional crystallization from palm oil and having the following fatty acid composition was used as a raw material for the production of fatty acid methyl esters:
- Palmitic acid 73.83%
- Linoleic acid 3.52%
- palm stearin was subjected to multistage transesterification, whereby the corresponding fatty acid methyl esters were obtained.
- Raw palm oil having the following fatty acid composition was used as a raw material for the production of fatty acid methyl esters:
- Palmitic acid 44.23%
- Linoleic acid 11.74%
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Combustion & Propulsion (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0119403A AT504745B1 (de) | 2003-07-28 | 2003-07-28 | Schwefelarmer dieseltreibstoff sowie verwendung von fettsäuremonoalkylestern als schmierfähigkeitsverbesserer für schwefelarme dieseltreibstoffe |
| ATA1194/2003 | 2003-07-28 | ||
| PCT/AT2004/000214 WO2005010130A1 (de) | 2003-07-28 | 2004-06-22 | Schwefelarmer dieseltreibstoff sowie verwendung von fettsäuremonoalkylestern als schmierfähigkeitsverbesserer für schwefelarme dieseltreibstoffe |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/AT2004/000214 Continuation WO2005010130A1 (de) | 2003-07-28 | 2004-06-22 | Schwefelarmer dieseltreibstoff sowie verwendung von fettsäuremonoalkylestern als schmierfähigkeitsverbesserer für schwefelarme dieseltreibstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20060213118A1 true US20060213118A1 (en) | 2006-09-28 |
Family
ID=34085018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/341,259 Abandoned US20060213118A1 (en) | 2003-07-28 | 2006-01-27 | Low-sulfur diesel fuel and use of fatty acid monoalkyl esters as lubricant improvers for low-sulfur diesel fuels |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20060213118A1 (zh) |
| EP (1) | EP1648984A1 (zh) |
| CN (1) | CN1860209B (zh) |
| AT (1) | AT504745B1 (zh) |
| AU (1) | AU2004259773B2 (zh) |
| CA (1) | CA2533657A1 (zh) |
| HK (1) | HK1097567A1 (zh) |
| NZ (1) | NZ545545A (zh) |
| WO (1) | WO2005010130A1 (zh) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060288637A1 (en) * | 2005-06-10 | 2006-12-28 | Malaysian Palm Oil Board | Palm-based biodiesel foundation |
| US20080295394A1 (en) * | 2005-12-21 | 2008-12-04 | Total France | Cetane-Improving Component for Diesel Fuels and Diesel Fuels Containing it |
| US20100015022A1 (en) * | 2007-02-23 | 2010-01-21 | Total Raffinage Marketing | Aqueous solution for the treatment of exhaust gases of diesel engines |
| CN102977945A (zh) * | 2012-11-12 | 2013-03-20 | 黄河三角洲京博化工研究院有限公司 | 一种柴油润滑性改进剂 |
| RU2642080C1 (ru) * | 2016-08-12 | 2018-01-24 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Вятский государственный университет" | Топливная композиция |
| US11732628B1 (en) | 2020-08-12 | 2023-08-22 | Old World Industries, Llc | Diesel exhaust fluid |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1674552A1 (en) * | 2004-12-24 | 2006-06-28 | Shell Internationale Researchmaatschappij B.V. | Fuel compositions |
| FR2894977A1 (fr) * | 2005-12-21 | 2007-06-22 | Total France Sa | Composant ameliorant de cetane pour carburants diesels et carburants diesel le contenant |
| EP2175010A1 (en) * | 2008-10-10 | 2010-04-14 | Eco Air S.r.l. | Use of fatty acid esters as descaling and lubricating agents |
| CN102295961B (zh) * | 2011-07-21 | 2013-09-04 | 淄博润博化工销售有限公司 | 一种低硫柴油润滑性添加剂及其制备方法 |
| CN102311838A (zh) * | 2011-08-08 | 2012-01-11 | 华东理工大学 | 一种低硫柴油润滑添加剂及其制备方法与应用 |
| AT513799B1 (de) | 2012-12-18 | 2020-02-15 | Mag Schell Klaus | Verfahren zur Herstellung eines Bio-Diesel-Kraftstoffes mit einem speziell ausgelegten Reaktor und quasi katalytisch wirksamer nanoskalig strukturierter Materialoberfläche des Reaktors |
| CN107177398B (zh) * | 2017-06-07 | 2020-01-31 | 上海鑫灵精细化工有限公司 | 柴油抗磨剂及其制备方法 |
| CN112779064B (zh) * | 2019-11-11 | 2022-12-13 | 中国石油化工股份有限公司 | 一种低酸型柴油抗磨剂及其制备方法和应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4920691A (en) * | 1989-05-22 | 1990-05-01 | Fainman Morton Z | Fuel additive |
| US5891203A (en) * | 1998-01-20 | 1999-04-06 | Ethyl Corporation | Fuel lubricity from blends of a diethanolamine derivative and biodiesel |
| US20040231234A1 (en) * | 2003-05-19 | 2004-11-25 | May Choo Yuen | Palm diesel with low pour point for climate countries |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9301119D0 (en) * | 1993-01-21 | 1993-03-10 | Exxon Chemical Patents Inc | Fuel composition |
| IT1270954B (it) * | 1993-07-21 | 1997-05-26 | Euron Spa | Composizione di gasolio |
| DE10111857A1 (de) * | 2001-03-08 | 2002-09-12 | Wolfram Radig | Multifunktioneller Zusatz für entschwefelte Mineraldieselkraftstoffe |
| FI111380B (fi) * | 2001-06-08 | 2003-07-15 | Forchem Oy | Menetelmä polttoaineen apuaineen valmistamiseksi ja apuaine |
| DK1425365T3 (da) * | 2001-09-07 | 2014-01-20 | Shell Int Research | Dieselbrændstof og fremgangsmåde til fremstilling og anvendelse deraf |
-
2003
- 2003-07-28 AT AT0119403A patent/AT504745B1/de not_active IP Right Cessation
-
2004
- 2004-06-22 CN CN2004800281298A patent/CN1860209B/zh not_active Expired - Fee Related
- 2004-06-22 WO PCT/AT2004/000214 patent/WO2005010130A1/de active Search and Examination
- 2004-06-22 CA CA002533657A patent/CA2533657A1/en not_active Abandoned
- 2004-06-22 EP EP04737103A patent/EP1648984A1/de not_active Ceased
- 2004-06-22 NZ NZ545545A patent/NZ545545A/en unknown
- 2004-06-22 AU AU2004259773A patent/AU2004259773B2/en not_active Ceased
-
2006
- 2006-01-27 US US11/341,259 patent/US20060213118A1/en not_active Abandoned
-
2007
- 2007-03-09 HK HK07102628.9A patent/HK1097567A1/xx not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4920691A (en) * | 1989-05-22 | 1990-05-01 | Fainman Morton Z | Fuel additive |
| US5891203A (en) * | 1998-01-20 | 1999-04-06 | Ethyl Corporation | Fuel lubricity from blends of a diethanolamine derivative and biodiesel |
| US20040231234A1 (en) * | 2003-05-19 | 2004-11-25 | May Choo Yuen | Palm diesel with low pour point for climate countries |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060288637A1 (en) * | 2005-06-10 | 2006-12-28 | Malaysian Palm Oil Board | Palm-based biodiesel foundation |
| US8163043B2 (en) | 2005-06-10 | 2012-04-24 | Malaysian Palm Oil Board | Palm-based biodiesel foundation |
| US20080295394A1 (en) * | 2005-12-21 | 2008-12-04 | Total France | Cetane-Improving Component for Diesel Fuels and Diesel Fuels Containing it |
| US8409304B2 (en) | 2005-12-21 | 2013-04-02 | Total France | Cetane-improving component for diesel fuels and diesel fuels containing it |
| US20100015022A1 (en) * | 2007-02-23 | 2010-01-21 | Total Raffinage Marketing | Aqueous solution for the treatment of exhaust gases of diesel engines |
| US7947241B2 (en) | 2007-02-23 | 2011-05-24 | Total Raffinage Marketing | Aqueous solution for the treatment of exhaust gases of diesel engines |
| CN102977945A (zh) * | 2012-11-12 | 2013-03-20 | 黄河三角洲京博化工研究院有限公司 | 一种柴油润滑性改进剂 |
| RU2642080C1 (ru) * | 2016-08-12 | 2018-01-24 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Вятский государственный университет" | Топливная композиция |
| US11732628B1 (en) | 2020-08-12 | 2023-08-22 | Old World Industries, Llc | Diesel exhaust fluid |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2004259773B2 (en) | 2010-02-11 |
| NZ545545A (en) | 2010-06-25 |
| CN1860209B (zh) | 2010-12-15 |
| AU2004259773A1 (en) | 2005-02-03 |
| CA2533657A1 (en) | 2005-02-03 |
| HK1097567A1 (en) | 2007-06-29 |
| CN1860209A (zh) | 2006-11-08 |
| EP1648984A1 (de) | 2006-04-26 |
| AT504745A1 (de) | 2008-07-15 |
| WO2005010130A1 (de) | 2005-02-03 |
| AT504745B1 (de) | 2010-07-15 |
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