EP2557143A1 - Procédé de fabrication d'huiles ramollissantes hautement naphténiques par hydrogénation - Google Patents

Procédé de fabrication d'huiles ramollissantes hautement naphténiques par hydrogénation Download PDF

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Publication number
EP2557143A1
EP2557143A1 EP11006606A EP11006606A EP2557143A1 EP 2557143 A1 EP2557143 A1 EP 2557143A1 EP 11006606 A EP11006606 A EP 11006606A EP 11006606 A EP11006606 A EP 11006606A EP 2557143 A1 EP2557143 A1 EP 2557143A1
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Prior art keywords
weight
oils
oil
naphthenic
content
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EP11006606A
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German (de)
English (en)
Inventor
Nils Hansen
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Klaus Dahleke GmbH and Co KG
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Klaus Dahleke GmbH and Co KG
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Priority to EP11006606A priority Critical patent/EP2557143A1/fr
Priority to PCT/EP2012/003426 priority patent/WO2013020711A1/fr
Publication of EP2557143A1 publication Critical patent/EP2557143A1/fr
Withdrawn legal-status Critical Current

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    • 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
    • C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • 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
    • C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
    • C10G45/44—Hydrogenation of the aromatic hydrocarbons
    • 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
    • C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
    • C10G45/44—Hydrogenation of the aromatic hydrocarbons
    • C10G45/46—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used
    • C10G45/48—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof
    • 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
    • C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
    • C10G45/44—Hydrogenation of the aromatic hydrocarbons
    • C10G45/46—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used
    • C10G45/48—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof
    • C10G45/50—Hydrogenation of the aromatic hydrocarbons characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof in combination with chromium, molybdenum or tungsten metal, or compounds thereof
    • 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
    • C10G67/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only
    • C10G67/02—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only
    • C10G67/04—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only including solvent extraction as the refining step in the absence of hydrogen
    • C10G67/0409—Extraction of unsaturated hydrocarbons
    • C10G67/0436—The hydrotreatment being an aromatic saturation
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • C10M101/02—Petroleum fractions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/065—Saturated Compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/067—Unsaturated Compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/64—Environmental friendly compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/14—Electric or magnetic purposes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/36—Release agents or mold release agents

Definitions

  • the invention relates to a process for the preparation of naphthenic process oils with a very high content of naphthenic hydrocarbons and a content of polycyclic aromatics of less than 3 wt .-% according to IP 346 and the use of these process oils for adhesives and for the production of fat.
  • Process oils are generally understood to mean hydrocarbon mixtures which boil in the lubricating oil range, but are usually not used as and also not in conjunction with lubricating oils.
  • the process oils are extracted from petroleum refining.
  • the crude oil is subjected to atmospheric distillation to remove any products which boil under normal pressure to about 350 ° C.
  • the residue after distilling off gives a mixture of bitumen, asphaltenes, waxes and heavy oils.
  • the heavy oils are processed into various products, in addition to lubricating oils also to the process oils, which are preferably used as a plasticizer.
  • the process oils are differentiated according to their content of aromatic carbon atoms (C A ), naphthenic carbon atoms (C N ) and paraffinic carbon atoms (C P ) measured according to ASTM D 2140.
  • Aromatic process oils sometimes have undesirably large amounts of polycyclic aromatics (PCA).
  • PCA polycyclic aromatics
  • Polycyclic aromatics are understood as meaning compounds having more than 2 condensed aromatic nuclei. Since the polycyclic aromatics, such as benzo [a] pyrene, are suspected of being carcinogenic, process oils with high PCA content have been used only to a limited extent in the past.
  • the naphthenic oils are characterized by a high degree of cycloalkanes, but may have a higher proportion of aromatic hydrocarbon compounds than paraffinic oils. Accordingly, naphthenic oils have better release properties compared to rubber than paraffinic oils and can be processed better. Naphthenic process oils for medical products usually have no or only a small proportion of aromatics.
  • One way to obtain process oils with a low content of polycyclic aromatics is to re-extract a primary extract obtained by extracting a mineral oil-derived lube distillate. Such a method is in the EP 0 417 980 B1 described.
  • the process oil obtained, eg TDAE has a content of polycyclic aromatics which is less than 3% by weight according to IP 346.
  • Disadvantage of this method is that as a secondary extract, ie as "lower phase", which is tapped from the second extraction column, a product having a high concentration of polycyclic aromatic compounds of up to 15 or even over 20 wt .-% is obtained.
  • the process should allow for environmentally friendly use of the DUE, secondary extracts and extraction residues from the extraction of other process oils.
  • the process oils obtained should be of high quality so as to meet the standard requirements of common process oils, e.g. as part of fat production, i. the production of greases or as part of adhesives.
  • the object is achieved according to the invention by a process for producing naphthenic process oils which have a carbon distribution C A to C N to C p of from 0 to 30% by weight to 20 to 80% by weight to 20 to 55% by weight, preferably has a C N of> 65% by weight, particularly preferably between 65 and 80% by weight, determined according to ASTM D 2140, and a content of polycyclic aromatics (PCA) of less than 3% by weight according to IP 346 .
  • C A to C N to C p of from 0 to 30% by weight to 20 to 80% by weight to 20 to 55% by weight, preferably has a C N of> 65% by weight, particularly preferably between 65 and 80% by weight, determined according to ASTM D 2140, and a content of polycyclic aromatics (PCA) of less than 3% by weight according to IP 346 .
  • the invention further relates to the use of a process oil according to the invention as a plasticizer or extender oil for rubbers or rubber mixtures, based on natural and synthetic rubbers, or thermoplastic elastomers, as a raw material for technical or medical white oils, as printing ink oils, as a release agent in building protection, for Industriefetther ein Transformer oils or special metalworking oils, as well as the use as an ingredient in the production of fat and as an ingredient, such as plasticizer or extender oil, of adhesives.
  • a process oil according to the invention as a plasticizer or extender oil for rubbers or rubber mixtures, based on natural and synthetic rubbers, or thermoplastic elastomers, as a raw material for technical or medical white oils, as printing ink oils, as a release agent in building protection, for Industriefetther ein Transformer oils or special metalworking oils, as well as the use as an ingredient in the production of fat and as an ingredient, such as plasticizer or extender oil, of adhesives.
  • a process oil is passed with hydrogen under the conditions mentioned above a metal catalyst.
  • transition metal catalysts are preferably used on a support.
  • Preferred metal catalysts are cobalt, nickel, molybdenum, chromium, vanadium, nickel-molybdenum catalysts, chromium-vanadium catalysts, metal oxides, metal sulfides or combinations thereof.
  • carrier substances the usual in the art substances such. Alumina or zeolites proven. In principle, conventional hydrogenation catalysts can be used for the hydrogenation.
  • the hydrogenation is preferably carried out at temperatures of from 250 to 400.degree. C., more preferably from 300 to 375.degree.
  • the reactor is preferably operated at a pressure of 80 to 200 bar.
  • the hydrogenation is preferably carried out with a mean residence time of 6 to 60 minutes.
  • process oils are obtained which have a proportion of naphthenic hydrocarbon atoms of C N 30 to 65% by weight, preferably between 65 and 80% by weight, particularly preferably between 65 and 75% by weight, determined in accordance with ASTM D 2140 , exhibit.
  • the process according to the invention can be used to obtain process oils whose C N content is> 65 or> 70% by weight according to ASTM D 2140.
  • ASTM D 2140 According to prevailing opinion and according to ASTM D 2140, a maximum content of 45 in process oils Wt .-% naphthenic hydrocarbon atoms possible.
  • the process oils obtained also have a content of less than 3 wt .-% polycyclic aromatic (PCA), determined according to IP 346, on.
  • PCA polycyclic aromatic
  • Starting materials used for the hydrogenation are process oil components which have a content of polycyclic aromatics of> 3% by weight, determined to IP 346, preferably a content of polycyclic aromatics of from 10 to 30% by weight.
  • suitable processing components are, for example, the secondary extracts resulting from the production of TDAE or MES. Such a method is from the EP 0 417 980 B1 known.
  • the secondary extract obtained there can be used as starting material for the process according to the invention. By selecting the reactant and optionally mixing different starting extracts, certain hydrocarbon distributions of the products can be achieved in a targeted manner.
  • DAE stillate Aromatic Extract
  • a conventional TDAE crude oil is usually subjected to atmospheric distillation to separate off gas, naphtha and kerosene fractions.
  • the atmospheric residue is separated in a vacuum distillation into a vacuum residue and one or more distillates.
  • the distillate is then separated in an extraction with a suitable solvent into a raffinate and an extract (primary extract), the DAE.
  • a process oil can be obtained which has a content of polycyclic aromatics ⁇ 3 wt .-%.
  • another extract the secondary extract, is obtained.
  • This secondary extract may be used alone or in admixture, e.g. be used with other extracts or process oils, as starting material for the process according to the invention and is hydrogenated in a further process step accordingly.
  • DAE stillate Aromatic Extract
  • the naphthenic process oils can be obtained in high yields by the process according to the invention. For example, in the hydrogenation of DAE, high yields of up to 100% could be obtained. If the appropriate procedure is followed, no environmentally harmful process oils subject to labeling are required more. Rather, naphthenic, non-marking process oils can be obtained by the process according to the invention from the hazardous and environmentally hazardous DAE.
  • process oil other substances can also be used as process oil, provided that the sum of C A and C N in the process oil is higher than the sum of the desired C N content plus the residual content of aromatics and / or if it has a polycyclic aromatic content of> 3 wt .-%, measured according to IP 346, have.
  • process oil components such extracts, mineral oil fractions or process oils are used whose sum is C A plus C N 55.
  • a starting material mixture of DAE and secondary extract is used. It has been found that the glass transition point T g of the process oils can be adjusted by selecting the educt mixture. Surprisingly, process oils prepared according to the invention from a DAE / secondary extract mixture have different Tg depending on the starting mixture for the same C A content. The Tg can be varied between -52 ° C - + 45 ° C. Preference is given to using mixtures of 75% to 25% to 25% to 75% secondary extract to DAE. By choosing a process oil with a certain glass transition temperature, it is possible to control the dynamic properties of the later rubber product.
  • the process according to the invention thus makes it possible to convert a process oil, which has a high content of polycyclic aromatic compounds and thus can no longer be marketed according to the new EU directive and is in any case questionable from a health and environmental point of view, to a high-quality product.
  • the starting materials can be used in a different way and no longer have to be added to the fuel oil. By avoiding heating oil, therefore, the CO 2 emission is reduced.
  • the resulting naphthenic process oil despite the low content of PCA, depending on the reaction conditions still a high content of aromatic hydrocarbon atoms C A , preferably between 0 and 30 wt .-%, determined according to ASTM D 2140, is.
  • the sum of C A and C N between 50 and 70.
  • a high content of aromatic hydrocarbon compounds in the process oil improves the wet skid resistance of a car tire and cornering on dry roads
  • a high C N content of the process oil improves the rolling resistance of a car tire.
  • the process oil produced according to the invention is used as a plasticizer or extender oil for rubbers and rubber mixtures based on natural and synthetic rubbers or thermoplastic elastomers. It may also be used as a raw material for medical or engineering white oils, as printing ink oil, e.g. for colored and black in newspaper printing, transformer oil, release agents in building protection or special metalworking oil can be used, also in the Industriefetther too it is used.
  • the process oil produced according to the invention is particularly preferably used as plasticizer in tires or technical rubber goods, as white oil or as a metalworking oil, e.g. when pulling copper wire, used.
  • the plasticizers continue to be used for adhesives or as a component of greases in the production of grease.
  • the process oil of the invention is preferably incorporated in the resin of the adhesive.
  • the process oils can be used in particular to give hard adhesives a certain elasticity or, in the case of brittle products, also to give them improved elasticity.
  • FIG. 1 shows the second extraction step of conventional extraction for the preparation of TDAE or MES.
  • An extraction column 1 is the primary extract 2 supplied.
  • the primary extract is a mixture of various hydrocarbon compounds, including aromatic hydrocarbon compounds and polycyclic aromatics.
  • solvent 3 is added to the extraction column via line 3.
  • the raffinate 4, such as a TDAE or MES is removed.
  • a secondary extract 5 is removed from the bottom of the column, which contains a high proportion of polycyclic aromatic compounds.
  • FIG. 2 the sequence of the method according to the invention can be seen.
  • a process oil 5 with a high proportion of polycyclic aromatics, as for example from the in FIG. 1 is obtained, is fed to a hydrogenation reactor 6 and hydrogenated there with hydrogen.
  • the hydrogenation reactor 6 is taken from a naphthenic process oil 7 and a stripping oil 8.
  • the naphthenic process oil 7 has a PCA content of less than 3 wt .-%.
  • the process can also be carried out in such a way that end products with a relatively high residual aromatics content, whose PCA content according to IP 346 can be> 3% by weight, are obtained.
  • These relatively highly aromatic fractions can be added via line 9 to the primary extract 2 or alternatively added to the extraction column 1 and are suitable as a feedstock for the production of labeling-free process oils both alone and in admixture with primary extract.
  • FIG. 3 shows the recovery of a naphthenic process oil 7 by direct hydrogenation of a primary extract 2 in a hydrogenation reactor 6.
  • a stripping oil 8 accumulates.
  • a crude oil 10 is subjected to atmospheric distillation 11.
  • the resulting atmospheric residue 12 is further treated exclusively in a vacuum distillation 13.
  • a distillate 14 and a vacuum residue 15 are obtained.
  • the distillate 14 is separated in an extraction column 16 into the primary extract 2 and a raffinate 17.
  • a secondary extract with a content of polycyclic aromatics of 45% by weight according to IP 346 and C N content of 22% by weight and a C P content of 23% by weight was added at a temperature of 340 ° C and a pressure of 200 bar with hydrogen in a hydrogenation reactor.
  • the reactor contained a nickel-molybdenum catalyst (Axens HR548 from Evonik).
  • the hydrogenation was carried out with an average residence time of 25 minutes. 94% naphthenic process oil and 6% stripping oil were obtained.
  • the obtained naphthenic process oil had the properties given in Table 1.
  • Table 1 Properties of the obtained naphthenic process oil from Example 1 Properties of the process oil according to example Benz [a] pyrene [ppm] ⁇ 1 Sum of PAH [ppm] acc. RL 2005/69 EC ⁇ 10 Viscosity at 40 ° C [mm 2 / s] 612 Viscosity at 100 ° C [mm 2 / s] 39 C A according to ASTM D 2140 [% by weight] 3 C N according to ASTM D 2140 [% by weight] 57 C P according to ASTM D 2140 [% by weight] 40 Aniline point [° C] 93
  • Table 2 shows a comparison of the various production conditions and data of three products according to the invention (hydrogenation products) compared to a TDAE.
  • the hydrogenation products were prepared analogously to the example described above.
  • the mixture of primary extract to secondary extract was 50:50.
  • Table 2 Production conditions and properties of the process oils produced according to the invention and of a comparison process oil Determination method Vivatec ® 500 (TDAE) Hydrogenation products from primary extract (DAE) Hydrogenation products from primary secondary extract mixture Hydrogenation products from secondary extract catalyst Axens HR 548 A1024 Axens HR 548 A1024 Axens HR 548 A1024 Reactor temperature [° C] 310 330 350 Pressure [bar] 200 200 200 Residence time [min.] 18 18 16 DMSO extract [% ] IP 346 2.6 2.8 2.9 2.8 Benzo (a) -pyrene [ppm] GC-MS 0.4 0.3 0.1 0.5 Sum of PAH [ppm] GC-MS 5.7 2.5 3.1 4.2 Viscosity 100 ° C [mm 2 / s] DIN 51562 T.

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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)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP11006606A 2011-08-11 2011-08-11 Procédé de fabrication d'huiles ramollissantes hautement naphténiques par hydrogénation Withdrawn EP2557143A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP11006606A EP2557143A1 (fr) 2011-08-11 2011-08-11 Procédé de fabrication d'huiles ramollissantes hautement naphténiques par hydrogénation
PCT/EP2012/003426 WO2013020711A1 (fr) 2011-08-11 2012-08-10 Procédé de fabrication d'huiles de processus fortement naphténiques par hydrogénation

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EP11006606A EP2557143A1 (fr) 2011-08-11 2011-08-11 Procédé de fabrication d'huiles ramollissantes hautement naphténiques par hydrogénation

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CN108517243B (zh) * 2018-04-09 2020-11-17 上海中孚特种油品有限公司 一种交流直流变压器油及其制备方法

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US4521296A (en) * 1981-07-02 1985-06-04 Idemitsu Kosan Company Limited Process for the production of refrigerator oil
EP0214717A1 (fr) * 1985-06-21 1987-03-18 Mobil Oil Corporation Procédé d'hydrocraquage utilisant un zéolite bêta
US5091007A (en) * 1989-11-21 1992-02-25 Nils Hansen Naphthenic-aromatic hydrocarbon compositions
WO1992014779A1 (fr) * 1991-02-21 1992-09-03 Exxon Research And Engineering Company Huile de traitement de caoutchouc et produits de caoutchouc la contenant
US20050272850A1 (en) * 2004-06-03 2005-12-08 Jois Yajnanarayana H Process for the preparation of rubber extender oil compositions
EP2357219A1 (fr) * 2010-02-17 2011-08-17 Klaus Dahleke KG Procédé de fabrication d'huiles ramollissantes naphténiques par hydrogénation

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Publication number Priority date Publication date Assignee Title
DE3930422A1 (de) 1989-09-12 1991-03-21 Bp Oiltech Gmbh Verfahren zur herstellung von prozessoelen mit niedrigem gehalt an polycyclischen aromaten

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US4521296A (en) * 1981-07-02 1985-06-04 Idemitsu Kosan Company Limited Process for the production of refrigerator oil
EP0214717A1 (fr) * 1985-06-21 1987-03-18 Mobil Oil Corporation Procédé d'hydrocraquage utilisant un zéolite bêta
US5091007A (en) * 1989-11-21 1992-02-25 Nils Hansen Naphthenic-aromatic hydrocarbon compositions
WO1992014779A1 (fr) * 1991-02-21 1992-09-03 Exxon Research And Engineering Company Huile de traitement de caoutchouc et produits de caoutchouc la contenant
US20050272850A1 (en) * 2004-06-03 2005-12-08 Jois Yajnanarayana H Process for the preparation of rubber extender oil compositions
EP2357219A1 (fr) * 2010-02-17 2011-08-17 Klaus Dahleke KG Procédé de fabrication d'huiles ramollissantes naphténiques par hydrogénation

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