EP0381604A1 - Procédé pour améliorer l'indice de cétane des gazoles de viscoréduction - Google Patents
Procédé pour améliorer l'indice de cétane des gazoles de viscoréduction Download PDFInfo
- Publication number
- EP0381604A1 EP0381604A1 EP19900420053 EP90420053A EP0381604A1 EP 0381604 A1 EP0381604 A1 EP 0381604A1 EP 19900420053 EP19900420053 EP 19900420053 EP 90420053 A EP90420053 A EP 90420053A EP 0381604 A1 EP0381604 A1 EP 0381604A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- hydrogen peroxide
- acid
- visbreaking
- carboxylic acid
- percarboxylic
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G55/00—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process
- C10G55/02—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process plural serial stages only
- C10G55/04—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process plural serial stages only including at least one thermal cracking step
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
- C10G27/12—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen with oxygen-generating compounds, e.g. per-compounds, chromic acid, chromates
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B47/00—Methods of operating engines involving adding non-fuel substances or anti-knock agents to combustion air, fuel, or fuel-air mixtures of engines
Definitions
- the present invention relates to a method for improving the cetane number of visbreaking gas oils and the gas oils of cetane number thus improved.
- Diesel oil proper is the middle distillate, intermediate between light distillates, gas and gasoline, and heavier products, in the distillation at atmospheric pressure by which the refining of crude oils begins. Said diesel is mainly intended for the supply of diesel engines and for domestic heating.
- visbreaking is a thermal cracking which reduces, as its name suggests, the viscosity of the petroleum product to which it is applied. It is essentially different in nature from, for example, of a catalytic cracking to which said petroleum product can also be subjected. It delivers a product, called visbreaking diesel, itself essentially different from direct diesel or catalytic cracking.
- the visbreaking gas oils cannot be used as such, neither as motor gas oils, nor even as domestic heating means, due to their too low cetane number that the additives which are suitable for direct gas oils improve only insufficiently.
- the present invention makes it possible to improve the cetane index of visbreaking gas oils up to values which allow their valorization directly in the fields of use of direct gas oils.
- the method according to the invention for improving the cetane number of a visbreaking diesel fuel is characterized in that said diesel fuel is brought into contact either with hydrogen peroxide in the presence of a carboxylic acid, or with a percarboxylic acid. whether or not hydrogen peroxide is present.
- the quantity of hydrogen peroxide used per kilogram of visbreaking diesel is, for safety and economic reasons, less than 300 g. ; it is generally at least equal to around 10 g. and preferably between approximately 25 g. and 100 g., -
- the carboxylic acid is in practice chosen from formic acid, acetic acid and propionic acid; formic acid is preferred.
- the molar ratio of carboxylic acid / hydrogen peroxide is preferably between approximately 0.01 and 1, and better still, between approximately 0.1 and 0.5,
- the temperature at which the contact according to the invention is made is most often between approximately 50 ° C. and 100 ° C.
- the hydrogen peroxide can be used in the form of an aqueous solution containing for example, and most often, between approximately 50% and 70% by weight of hydrogen peroxide, the duration of the contact according to the invention depends on the other parameters chosen; it is preferably sufficient, combined with these other parameters, to ensure the practically total disappearance of the hydrogen peroxide used, for example the disappearance of more than 95%, even more than 98% -99% of said hydrogen peroxide, -
- the contacting is carried out with stirring in a reactor resistant to acid corrosion and essentially provided with an effective stirring system, heating means, measurement and temperature control.
- the percarboxylic acid is chosen in practice from performic acid, peracetic acid and perpropionic acid, and manufactured in a known manner, for example as regards perpropionic acid, according to the methods described in the applications French patent published under the numbers 2460927, 2464947 and 2519634 respectively.
- percarboxylic acid acts in the absence of hydrogen peroxide, it is used in the same molar quantities as the hydrogen peroxide in the first embodiment of the invention described above, - if percarboxylic acid acts in the presence of hydrogen peroxide, the cumulative molar quantities of percarboxylic acid and hydrogen peroxide are the same as those of hydrogen peroxide used according to the first embodiment of the invention. - The conditions of temperature, duration and other production parameters are the same as in the first embodiment of the invention.
- the method according to the invention not only allows a substantial increase in the cetane number of the visbreaking gas oil to which it is applied but also leads to deodorization and discoloration of said gas oil.
- the organic phase which is then separated by decantation from the mixture, which is left to stand and cooled, is washed so that the hydrogen peroxide and formic acid which may remain in the gas oil after treatment are removed from it. Washing is most commonly done using water.
- the cetane number of the starting visbreaking gas oil measured using the ASTM-D 613 standard, is equal to 39. That of the visbreaking gas oil after application of the process according to the invention is 50.
- the gas oil resulting from the process of the invention is strongly deodorized compared to the starting gas oil from which it is further distinguished by a coloration, expressed in HAZEN degree after dilution of factor 100 of the sample in acetone, 5 times lower .
- Example 1 The operating process described in Example 1 is followed, with the same starting visbreaking gas oil in kind as in quantity, but using 0.26 mole of formic acid and 2.6 moles of hydrogen peroxide under form of 126 g. of an aqueous solution at 70% by weight of hydrogen peroxide.
- the visbreaking diesel obtained at the end of the process according to the invention has a cetane number equal to 53.5, is strongly deodorized and is still 5 times less colored than initially.
- Example 1 is repeated, replacing the formic acid with 0.13 mole of acetic acid, a result similar to that obtained in Example 1 is obtained, but after a contact time equal to almost twice that chosen. in example 1.
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)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Fluid-Damping Devices (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electrical Control Of Air Or Fuel Supplied To Internal-Combustion Engine (AREA)
- Respiratory Apparatuses And Protective Means (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Treating Waste Gases (AREA)
Abstract
Description
- La présente invention concerne un procédé d'amélioration de l'indice de cétane des gazoles de viscoréduction et les gazoles d'indice de cétane ainsi amélioré.
- Le gazole proprement dit est le distillat moyen, intermédiaire entre les distillats légers, gaz et essences, et les produits plus lourds, dans la distillation à pression atmosphérique par laquelle débute le raffinage des pétroles bruts. Ledit gazole est essentiellement destiné à l'alimentation des moteurs diesel et au chauffage domestique.
- Les gazoles qui dérivent ainsi directement des pétroles bruts, ou gazoles directs, doivent avoir une aptitude à l'ignition par compression suffisamment élevée, traduite par leur indice de cétane.
- L'utilité pour l'industrie de disposer de tels gazoles d'indice de cétane élevé est récemment rappelée par exemple dans le brevet européen publié sous le numéro 0252606. Sont visés à ce jour des indices de cétane supérieurs à environ 45, de préférence supérieurs à 50.
- La solution qui peut être adoptée pour assurer aux gazoles directs un indice de cétane satisfaisant est de leur incorporer un additif. L'inconvénient d'une telle méthode est de contraindre au choix d'un additif qui doit être à la fois relativement insoluble dans l'eau et chimiquement stable par rapport à elle, suffisamment soluble dans le gazole aux conditions d'emploi préférées, stable dans le gazole à toutes températures de stockage de celui-ci, enfin non corrosif et non toxique.
- La distillation sous vide des produits plus lourds que le gazole direct, ou résidu atmosphérique, fournit à son tour un résidu lourd, ou résidu sous vide qui est soumis à une viscoréduction.
- Cette opération, désignée encore par "visbreaking" est un craquage thermique qui réduit, comme son nom l'indique, la viscosité du produit pétrolier auquel il est appliqué. Elle est de nature essentiellement différente de celle, par exemple, d'un craquage catalytique auquel peut être aussi soumis ledit produit pétrolier. Elle délivre un produit, dit gazole de viscoréduction, lui-même essentiellement différent d'un gazole direct ou de craquage catalytique.
- Les gazoles de viscoréduction ne sont utilisables tels quels ni comme gazoles moteur, ni même comme moyen de chauffage domestique, du fait de leur trop faible indice de cétane que les additifs qui conviennent aux gazoles directs n'améliorent qu'insuffisamment.
- Pour ce qui est de la définition des termes utilisés, tels que gazole moteur, indice de cétane, on peut se reporter par exemple aux ouvrages "Le langage pétrolier", GAUTHIER-VILLARS, Paris, 1964, "Le Pétrole, raffinage et génie chimique" écrit sous la direction de Pierre WUITHIER, 2ème édition, 1972,Technip ed., p.16, 17, 29, 30, ou à l'article de D. INDRITZ, "Preprints, Symposium of the Chemistry of Cetane number improvment", Miami Beach, 28 avril - 3 Mai 1985, pp.282-286.
- La présente invention permet d'améliorer l'indice de cétane des gazoles de viscoréduction jusqu'à des valeurs qui autorisent leur valorisation directement dans les domaines d'utilisation des gazoles directs.
- Le procédé selon l'invention pour améliorer l'indice de cétane d'un gazole de viscoréduction est caractérisé en ce que ledit gazole est mis en contact soit avec du peroxyde d'hydrogène en présence d'un acide carboxylique, soit avec un acide percarboxylique en présence ou non de peroxyde d'hydrogène.
- Dans le cas où le gazole de viscoréduction est mis en contact avec du peroxyde d'hydrogène en présence d'un acide carboxylique :
- la quantité de peroxyde d'hydrogène engagé par kilogramme de gazole de viscoréduction est, pour des raisons de sécurité comme d'économie, inférieure à 300 g. ; elle est généralement au moins égale à environ 10 g. et de préférence comprise entre environ 25 g. et 100 g.,
- l'acide carboxylique est en pratique choisi parmi l'acide formique, l'acide acétique et l'acide propionique ; l'acide formique est préféré. Le rapport molaire acide carboxylique/peroxyde d'hydrogène est compris de préférence entre environ 0,01 et 1, et mieux encore, entre environ 0,1 et 0,5,
- - la température à laquelle est réalisé le contact selon l'invention est le plus souvent comprise entre environ 50°C et 100°C,
- - le peroxyde d'hydrogène peut être engagé sous forme d'une solution aqueuse contenant par exemple, et le plus souvent, entre environ 50 % et 70 % en poids de peroxyde d'hydrogène,
- la durée du contact selon l'invention dépend des autres paramètres choisis ; elle est de préférence suffisante, combinée à ces autres paramètres, pour assurer la disparition pratiquement totale du peroxyde d'hydrogène engagé, par exemple la disparition de plus de 95 %, même de plus de 98 %-99 % dudit peroxyde d'hydrogène,
- la mise en contact est réalisée sous agitation dans un réacteur résistant à la corrosion acide et essentiellement muni d'un système d'agitation efficace, de moyens de chauffage, de mesure et de contrôle de la température. - Dans le cas où le gazole de viscoréduction est mis en contact avec un acide percarboxylique :
- l'acide percarboxylique est choisi en pratique parmi l'acide performique, l'acide peracétique et l'acide perpropionique, et fabriqué de façon connue comme par exemple, en ce qui concerne l'acide perpropionique, selon les procédés décrits dans les demandes de brevet français publiées sous les numéros 2460927, 2464947 et 2519634 respectivement.
- si l'acide percarboxylique agit en absence de peroxyde d'hydrogène, il est engagé aux mêmes quantités molaires que le peroxyde d'hydrogène dans la première forme de réalisation de l'invention exposée plus haut,
- si l'acide percarboxylique agit en présence de peroxyde d'hydrogène, les quantités molaires cumulées d'acide percarboxylique et de peroxyde d'hydrogène sont les mêmes que celles de peroxyde d'hydrogène engagé selon la première forme de réalisation de l'invention.
- les conditions de température, de durée et autres paramètres de réalisation sont les mêmes que dans la première forme de réalisation de l'invention. - Le procédé selon l'invention permet non seulement une augmentation substantielle de l'indice de cétane du gazole de viscoréduction auquel il est appliqué mais conduit encore à une désodorisation et à une décoloration dudit gazole.
- Les exemples suivants, donnés à titre indicatif mais non limitatif, illustrent le procédé de l'invention :
- Dans un réacteur agité de 3 l, sont introduits 1000 g. de gazole de viscoréduction puis 0,195 mole d'acide formique. Le mélange agité est porté à 70°C et est maintenu à cette température sous agitation d'abord pendant l'addition, en 1 heure, de 1,85 mole de peroxyde d'hydrogène engagé sous forme de 90 g. de solution aqueuse contenant 70 % de peroxyde d'hydrogène en poids, puis pendant 5 heures à partir de la fin de l'addition du peroxyde d'hydrogène.
- La phase organique séparée ensuite par décantation du mélange mis au repos et refroidi, est lavée de façon à ce que le peroxyde d'hydrogène et l'acide formique qui pourraient subsister dans le gazole après traitement, soient éliminés de celui-ci. Le lavage est le plus couramment réalisé à l'aide d'eau.
- l'indice de cétane du gazole de viscoréduction de départ, mesuré en appliquant la norme ASTM-D 613, est égal à 39. Celui du gazole de viscoréduction après application du procédé selon l'invention est de 50.
- Le gazole résultant du procédé de l'invention est fortement désodorisé par rapport au gazole de départ dont il se distingue de plus par une coloration, exprimée en degré HAZEN après dilution de facteur 100 de l'échantillon dans l'acétone, 5 fois plus faible.
- On suit le processus opératoire décrit dans l'exemple 1, avec, en nature comme en quantité, le même gazole de viscoréduction de départ, mais en engageant 0,26 mole d'acide formique et 2,6 moles de peroxyde d'hydrogène sous forme de 126 g. d'une solution aqueuse à 70 % en poids de peroxyde d'hydrogène.
- Le gazole de viscoréduction obtenu à l'issue du procédé selon l'invention a un indice de cétane égal à 53,5, est fortement désodorisé et est encore 5 fois moins coloré qu'initialement.
- L'exemple 1 est répété en remplaçant l'acide formique par 0,13 mole d'acide acétique, il est obtenu un résultat similaire à celui atteint dans l'exemple 1, mais après une durée de contact égale pratiquement au double de celle choisie dans l'exemple 1.
Claims (11)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8901657A FR2642766B1 (fr) | 1989-02-03 | 1989-02-03 | Procede pour ameliorer l'indice de cetane des gazoles de viscoreduction |
FR8901657 | 1989-02-03 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0381604A1 true EP0381604A1 (fr) | 1990-08-08 |
EP0381604B1 EP0381604B1 (fr) | 1993-05-12 |
Family
ID=9378611
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90420053A Expired - Lifetime EP0381604B1 (fr) | 1989-02-03 | 1990-02-01 | Procédé pour améliorer l'indice de cétane des gazoles de viscoréduction |
Country Status (10)
Country | Link |
---|---|
US (1) | US5114434A (fr) |
EP (1) | EP0381604B1 (fr) |
JP (1) | JPH0649871B2 (fr) |
AT (1) | ATE89309T1 (fr) |
CA (1) | CA2009217A1 (fr) |
DE (2) | DE69001555T2 (fr) |
DK (1) | DK0381604T3 (fr) |
ES (1) | ES2017902T3 (fr) |
FR (1) | FR2642766B1 (fr) |
GR (1) | GR900300146T1 (fr) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2701118B1 (fr) * | 1993-02-01 | 1995-04-21 | Elf Antar France | Procédé de mesure de l'indice de cétane de carburants d'alimentation des moteurs diesels et dispositif pour la mise en Óoeuvre de ce procédé. |
US6461497B1 (en) | 1998-09-01 | 2002-10-08 | Atlantic Richfield Company | Reformulated reduced pollution diesel fuel |
FR2821350B1 (fr) * | 2001-02-26 | 2004-12-10 | Solvay | Procede de desulfuration d'un melange d'hydrocarbures |
US6673236B2 (en) | 2001-08-29 | 2004-01-06 | Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of Natural Resources | Method for the production of hydrocarbon fuels with ultra-low sulfur content |
DE10224509C1 (de) * | 2002-05-31 | 2003-11-20 | Henkel Kgaa | Desodorierung von kationischen Acetonitrilderivaten |
AU2003238372A1 (en) * | 2002-05-31 | 2003-12-19 | Henkel Kommanditgesellschaft Auf Aktien | Deodorisation of cationic ammonium acetonitrile derivatives |
US9453177B2 (en) | 2009-09-16 | 2016-09-27 | Cetamax Ventures Ltd. | Method and system for oxidatively increasing cetane number of hydrocarbon fuel |
US8920633B2 (en) * | 2009-09-16 | 2014-12-30 | Cetamax Ventures Ltd. | Method and system for oxidatively increasing cetane number of hydrocarbon fuel |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR758567A (fr) * | 1933-07-18 | 1934-01-19 | Procédé pour réduire la teneur en soufre des benzines, essences, huiles minérales et huiles de goudron | |
US1972102A (en) * | 1930-12-12 | 1934-09-04 | Atlantic Refining Co | Hydrocarbon oil treatment |
FR1192214A (fr) * | 1956-09-13 | 1959-10-23 | Res Ltd | Procédé d'amélioration des huiles de graissage hydrocarbonées |
US3719589A (en) * | 1971-03-05 | 1973-03-06 | Texaco Inc | Asphalt separation in desulfurization with an oxidation step |
FR2464947A1 (fr) * | 1979-09-07 | 1981-03-20 | Ugine Kuhlmann | Procede de fabrication d'acides percarboxyliques |
EP0237214A2 (fr) * | 1986-02-24 | 1987-09-16 | ENSR Corporation (a Delaware Corporation) | Procédé pour améliorer l'indice de cétane de carburant diesel |
EP0252606A2 (fr) * | 1986-06-09 | 1988-01-13 | Exxon Research And Engineering Company | Procédé pour augmenter l'indice de cétane d'huiles diesel |
Family Cites Families (16)
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GB443562A (en) * | 1934-06-29 | 1936-03-02 | Alfred Charles Glyn Egerton | Improved fuels for internal-combustion engines |
US2092322A (en) * | 1934-09-14 | 1937-09-07 | Shell Dev | Process for the production of organic peroxides |
US2296558A (en) * | 1938-09-20 | 1942-09-22 | Autoxygen Inc | Liquid fuel for internal combustion engines |
US2403771A (en) * | 1943-11-15 | 1946-07-09 | Shell Dev | Organic peroxides |
US2403772A (en) * | 1943-11-15 | 1946-07-09 | Shell Dev | Production of organic hydroperoxides |
US2472152A (en) * | 1944-08-05 | 1949-06-07 | Union Oil Co | Diesel engine fuel |
US2481859A (en) * | 1946-08-31 | 1949-09-13 | Standard Oil Dev Co | Diesel fuel |
US3035904A (en) * | 1953-10-07 | 1962-05-22 | Diesel fuel compositions | |
US2912313A (en) * | 1956-03-30 | 1959-11-10 | Ethyl Corp | Diesel fuel |
US3827979A (en) * | 1971-05-03 | 1974-08-06 | Mobil Oil Corp | Overbasing manganese compounds with promoters and copromoters |
US4289501A (en) * | 1978-03-20 | 1981-09-15 | Bwm Corporation | Hydrocarbon fuel additive |
US4248182A (en) * | 1979-09-04 | 1981-02-03 | Ethyl Corporation | Anti-wear additives in diesel fuels |
US4286964A (en) * | 1979-10-12 | 1981-09-01 | Seed Brian S | Polyfunctional epoxides and halohydrins used as bridging groups to bind aromatic amine group-containing alcohols and thiols to hydroxyl bearing substrates |
US4474574A (en) * | 1982-01-11 | 1984-10-02 | Alza Corporation | Formulation dispenser for use with a parenteral delivery system |
US4406254A (en) * | 1982-02-10 | 1983-09-27 | General Motors Corporation | Method for lean operation of spark-ignited gasoline-fueled reciprocating engine |
US4482352A (en) * | 1984-03-05 | 1984-11-13 | Fuel-X-Tender Corporation | Fuel additive |
-
1989
- 1989-02-03 FR FR8901657A patent/FR2642766B1/fr not_active Expired - Fee Related
-
1990
- 1990-02-01 DK DK90420053.2T patent/DK0381604T3/da active
- 1990-02-01 ES ES199090420053T patent/ES2017902T3/es not_active Expired - Lifetime
- 1990-02-01 DE DE90420053T patent/DE69001555T2/de not_active Expired - Fee Related
- 1990-02-01 EP EP90420053A patent/EP0381604B1/fr not_active Expired - Lifetime
- 1990-02-01 DE DE199090420053T patent/DE381604T1/de active Pending
- 1990-02-01 AT AT90420053T patent/ATE89309T1/de not_active IP Right Cessation
- 1990-02-02 CA CA002009217A patent/CA2009217A1/fr not_active Abandoned
- 1990-02-02 JP JP2024255A patent/JPH0649871B2/ja not_active Expired - Lifetime
- 1990-02-05 US US07/475,348 patent/US5114434A/en not_active Expired - Fee Related
-
1991
- 1991-09-27 GR GR90300146T patent/GR900300146T1/el unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1972102A (en) * | 1930-12-12 | 1934-09-04 | Atlantic Refining Co | Hydrocarbon oil treatment |
FR758567A (fr) * | 1933-07-18 | 1934-01-19 | Procédé pour réduire la teneur en soufre des benzines, essences, huiles minérales et huiles de goudron | |
FR1192214A (fr) * | 1956-09-13 | 1959-10-23 | Res Ltd | Procédé d'amélioration des huiles de graissage hydrocarbonées |
US3719589A (en) * | 1971-03-05 | 1973-03-06 | Texaco Inc | Asphalt separation in desulfurization with an oxidation step |
FR2464947A1 (fr) * | 1979-09-07 | 1981-03-20 | Ugine Kuhlmann | Procede de fabrication d'acides percarboxyliques |
EP0237214A2 (fr) * | 1986-02-24 | 1987-09-16 | ENSR Corporation (a Delaware Corporation) | Procédé pour améliorer l'indice de cétane de carburant diesel |
EP0252606A2 (fr) * | 1986-06-09 | 1988-01-13 | Exxon Research And Engineering Company | Procédé pour augmenter l'indice de cétane d'huiles diesel |
Also Published As
Publication number | Publication date |
---|---|
DE69001555T2 (de) | 1993-10-21 |
FR2642766A1 (fr) | 1990-08-10 |
ATE89309T1 (de) | 1993-05-15 |
DE381604T1 (de) | 1991-01-17 |
ES2017902A4 (es) | 1991-03-16 |
DK0381604T3 (da) | 1993-06-07 |
JPH0649871B2 (ja) | 1994-06-29 |
GR900300146T1 (en) | 1991-09-27 |
CA2009217A1 (fr) | 1990-08-03 |
US5114434A (en) | 1992-05-19 |
JPH02240195A (ja) | 1990-09-25 |
FR2642766B1 (fr) | 1993-12-24 |
ES2017902T3 (es) | 1993-11-16 |
EP0381604B1 (fr) | 1993-05-12 |
DE69001555D1 (de) | 1993-06-17 |
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