EP4077602B1 - Zusammensetzung zur detektion - Google Patents

Zusammensetzung zur detektion Download PDF

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Publication number
EP4077602B1
EP4077602B1 EP20830182.0A EP20830182A EP4077602B1 EP 4077602 B1 EP4077602 B1 EP 4077602B1 EP 20830182 A EP20830182 A EP 20830182A EP 4077602 B1 EP4077602 B1 EP 4077602B1
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EP
European Patent Office
Prior art keywords
composition
hydrocarbon
les
radical compound
additives
Prior art date
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Application number
EP20830182.0A
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English (en)
French (fr)
Other versions
EP4077602A1 (de
Inventor
Emmanuel GOMEZ
Simon PONDAVEN
Nikola Babic
Hervé VEZIN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Centre National de la Recherche Scientifique CNRS
Universite Lille 2 Droit et Sante
TotalEnergies Onetech SAS
Original Assignee
Centre National de la Recherche Scientifique CNRS
Universite Lille 2 Droit et Sante
TotalEnergies Onetech SAS
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Publication of EP4077602A1 publication Critical patent/EP4077602A1/de
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Classifications

    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/40—Six-membered ring containing nitrogen and carbon 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
    • C10L1/003—Marking, e.g. coloration by addition of pigments
    • 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
    • C10L1/16—Hydrocarbons
    • C10L1/1608—Well defined compounds, e.g. hexane, benzene
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
    • 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
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2493—Organic compounds containing sulfur, selenium and/or tellurium compounds of uncertain formula; reactions of organic compounds (hydrocarbons, acids, esters) with sulfur or sulfur containing compounds
    • 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
    • C10L1/30—Organic compounds compounds not mentioned before (complexes)
    • C10L1/301—Organic compounds compounds not mentioned before (complexes) derived from metals
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/30—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms containing a nitrogen-to-oxygen bond
    • C10M133/34—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms containing a nitrogen-to-oxygen bond containing a nitroso group
    • 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
    • C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
    • C10L2230/16—Tracers which serve to track or identify the fuel component or fuel composition
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/20—Containing nitrogen-to-oxygen bonds
    • C10M2215/204—Containing nitrogen-to-oxygen bonds containing nitroso groups
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/227—Phthalocyanines
    • 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
    • C10N2040/42—Flashing oils or marking oils

Definitions

  • the present invention relates to the marking of compositions comprising at least one hydrocarbon and of additive composition intended to be added to compositions comprising at least one hydrocarbon.
  • compositions which can be detected by analyzes and therefore allow the determination of the origin of the compositions.
  • compositions comprising at least one hydrocarbon or additive compositions intended to be added to compositions comprising at least one hydrocarbon or compositions comprising water and urea used in the automotive field, particularly in exhaust gas post-treatment devices.
  • An objective of the present invention is to provide marking making it possible to detect the origin of a composition comprising at least one hydrocarbon or of a composition comprising water and urea and used in the automotive field.
  • Another objective of the present invention is to provide marking making it possible to trace the manufacturing process of a composition comprising at least one hydrocarbon and to ensure the quality of the process.
  • An objective of the invention is to provide such marking which is simple to use and which can be carried out on site without the need for imposing equipment.
  • the present invention which relates to the use of a radical compound in a composition comprising at least one hydrocarbon or in an additive composition intended to be added to a composition comprising at least one hydrocarbon, or in a composition comprising water and urea and intended to be used in the automotive field to mark said compositions, the marking being followed by Electronic Paramagnetic Resonance (EPR) (by detection of the radical compound).
  • EPR Electronic Paramagnetic Resonance
  • Radical compounds are compounds detectable in small quantities by Electron Paramagnetic Resonance (EPR). Portable RPE devices are available.
  • EPR Electron Paramagnetic Resonance
  • the invention makes it possible, by adding a small quantity, in particular of the order of ppm, of radical compound in a composition comprising at least one hydrocarbon, to mark said composition, the analysis of this composition being able to be carried out quickly and in the field in particular by Electronic Paramagnetic Resonance (EPR) (by detection of the radical compound).
  • EPR Electronic Paramagnetic Resonance
  • the present invention therefore advantageously makes it possible to quickly obtain knowledge of the origin of the composition comprising at least one hydrocarbon and for example to detect possible counterfeits.
  • the present invention also advantageously allows rapid knowledge of the origin of a composition comprising water and urea and intended for use in the automotive field, for example in post-processing devices. treatment of vehicle exhaust gases to reduce polluting emissions.
  • the invention makes it possible, by adding a known quantity of radical compound in an additive composition intended to be added to a composition comprising at least one hydrocarbon, to be able to determine the quantity of additive composition added to the composition comprising at least one hydrocarbon and thus verify if this quantity corresponds to the usual quantities and meets the quality criteria of the manufacturing process, the analysis to determine the quantity of composition of additives added to the composition comprising at least one hydrocarbon and thus verifying whether this quantity corresponds to the usual quantities and meets the quality criteria of the manufacturing process is carried out by RPE (by detection of the radical compound).
  • the present invention allows the marking of a composition comprising at least one hydrocarbon and of a composition comprising water and urea and intended to be used in the automotive field and the tracing of the process for preparing a composition comprising at least one hydrocarbon.
  • the marking being followed by RPE (by detection of the radical compound) and the tracing carried out by RPE (by detection of the radical compound).
  • the radical compound can be chosen from all the radical compounds known to those skilled in the art.
  • the radical compound must not react with the constituents of the composition comprising at least one hydrocarbon or with the additive composition.
  • the radical product is preferably colorless.
  • the radical compound has no influence on the properties of the composition comprising at least one hydrocarbon or the composition of additives.
  • the radical compound should preferably be stable, preferably stable for at least 3 months, preferably at least 6 months, preferably at least 12 months.
  • the term "stable" means a radical compound whose RPE intensity of a composition comprising this compound after aging varies at most 10% relative to the RPE intensity of a composition. comprising this compound without aging (fresh composition).
  • the aging conditions for compositions comprising at least one hydrocarbon are storage for at least 3 months, preferably at least 6 months, preferably at least 12 months, at room temperature.
  • the aging conditions for the additive compositions correspond to storage at a temperature between 30 and 50°C for at least 3 months, preferably at least 6 months, preferably at least 12 months.
  • radical compounds are for example nitroxides (nitroxide radicals), trityl radicals, radicals stabilized by a polycyclic aromatic structure (asphaltenes for example) or conjugated systems (dilithium phthalocyanine), sterically hindered phenyl and isoindoline radicals. .
  • the radical compound is added in an amount of between 0.1 and 100 ⁇ M, preferably between 5 and 50 ⁇ M.
  • the radical compound can only be detected by EPR and by no other analysis (EPR being a very sensitive analysis).
  • hydrocarbon or “hydrocarbons” means aromatic compounds from the benzene family, alkenes, alkanes and cycloalkanes.
  • compositions comprising at least one hydrocarbon means compositions such as for example base oils, lubricants, fuels (gasoline, diesel, biofuel), bitumens, etc.
  • composition comprising water and urea and intended for use in the automotive field
  • compositions which can be used in particular in post-treatment devices. exhaust gases, more particularly SCR devices to limit polluting emissions. These compositions may also include additives as defined in the patent EP2129452 . As an example, we can cite AdBlue ® marketed by the company Total or Clearnox ® marketed by the company Total.
  • base oil means oils of mineral, synthetic or vegetable origin as well as their mixtures.
  • Mineral or synthetic oils typically used in the application belong to one of the classes defined in the API classification as summarized in the table below. Saturates content Sulfur content Viscosity index Group 1 Mineral oils ⁇ 90% > 0.03% 80 ⁇ VI ⁇ 120 Group 2 Hydrocracked oils ⁇ 90% ⁇ 0.03% 80 ⁇ VI ⁇ 120 Group 3 Hydroisomerized oils ⁇ 90% ⁇ 0.03% ⁇ 120 Group 4 DTP Group 5 Other bases not included in bases groups 1 to 4
  • Group 1 mineral oils can be obtained by distillation of selected naphthenic or paraffinic crudes and then purification of these distillates by processes such as solvent extraction, solvent or catalytic dewaxing, hydrotreatment or hydrogenation.
  • Group 2 and 3 oils are obtained by more severe purification processes, for example a combination of hydrotreating, hydrocracking, hydrogenation and catalytic dewaxing.
  • Synthetic Group 4 and 5 base oils can be chosen from esters, silicones, glycols, polybutene, polyalphaolefins (PAO), alkylbenzene or alkylnaphthalene.
  • the polyalphaolefins used as base oils are for example obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene, and whose viscosity at 100°C is between 1.5 and 15 mm 2 .s -1 according to ASTM D445. Their average molecular mass is generally between 250 and 3000 according to the ASTM D5296 standard.
  • the base oils can also be oils of natural origin, for example esters of alcohols and carboxylic acids, which can be obtained from natural resources such as sunflower oil, rapeseed oil, palm oil, soy etc.
  • base oils can be used alone or in a mixture.
  • Mineral oil can be combined with synthetic oil.
  • the present invention also relates to a method of marking and/or tracing, in particular marking and/or tracing detectable by EPR, of a composition comprising at least one hydrocarbon comprising the addition of a radical compound to said composition comprising at least one hydrocarbon or an additive composition intended to be added to the composition comprising at least one hydrocarbon, said method also comprises a step of detecting the marking and/or tracing (and therefore the radical compound) by EPR.
  • the present invention also relates to a marking method, in particular marking detectable by EPR, of a composition comprising at least one hydrocarbon comprising the addition to said composition of a radical compound, said method also comprises a step of detecting the marking (and therefore the radical compound) by RPE.
  • the present invention also relates to a method of traceability of the process for preparing a composition comprising at least one hydrocarbon and an additive composition comprising the addition of a radical compound to the additive composition intended to be added to the composition comprising at least one hydrocarbon, said method also comprising a step of detecting said radical compound by EPR.
  • knowing the quantity of radical compound in the additive composition and the dilution of the additive composition in the composition comprising at least one hydrocarbon it is possible, by analyzing the RPE spectrum, to know the quantity of radical compound in the composition comprising at least one hydrocarbon and (since the radical compound is stable) determine whether the correct quantity of additive composition has been added to meet the quality standards.
  • the present application also relates to a method of marking, in particular marking detectable by EPR, of a composition comprising water and urea intended to be used in the automotive field comprising the addition of a radical compound to said composition, said method also comprises a step of detecting the marking by RPE.
  • the present invention also relates to a composition
  • a composition comprising water, urea, an additive chosen from thickeners, viscosity index (VI) improving additives, anti-wear and extreme pressure additives, dispersants, anti-foam additives. , antioxidant additives, anti-rust additives, pour point improvers and detergents, said composition being intended for use in the automotive field, said composition comprising a radical compound.
  • VI viscosity index
  • compositions, the radical compound and the quantity of radical compound are as defined above.
  • An additive composition for a B7 diesel composition comprising 8.3 mM nitroxide is prepared.
  • the nitroxide content is chosen so as to have, after dilution of the additive composition (1200 ppm) in the diesel composition B7, the nitroxide is present in a content of 10 ⁇ M (1.9 ppm).
  • the formulation for RPE analysis is as follows: The additive composition comprising nitroxide is diluted in a B7 diesel composition at the nominal nitroxide concentration of 10 ⁇ M. Samples are prepared for EPR measurement then the spectra are performed at room temperature on a continuous X-band spectrometer with a field center with a g factor of 2.005 and a magnetic field window of 100 G. Spectra acquisition takes 15s. The signal intensity is measured as the height of the nitroxide peak and is compared to the value at t0 (fresh sample).
  • a nitroxide solution (10 ⁇ M) is added to a base oil.
  • the composition obtained is added to a 5 mm tube for RPE.
  • An EPR spectrum is carried out at room temperature under the same conditions as in Example 1. The spectrum is carried out at t0 (just after preparation of the composition) then at t0 + 4 months and t0 + 6 months.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Claims (8)

  1. Verwendung einer radikalischen Verbindung in einer Zusammensetzung, die mindestens einen Kohlenwasserstoff enthält, oder in einer Zusammensetzung, die Wasser und Harnstoff enthält und für die Verwendung im Automobilbereich bestimmt ist, oder in einer Additivzusammensetzung, die einer Zusammensetzung zugesetzt werden soll, die mindestens einen Kohlenwasserstoff enthält, zum Markieren der Zusammensetzungen, wobei die Markierung durch paramagnetische Elektronenresonanz (EPR) verfolgt wird.
  2. Verwendung nach Anspruch 1, wobei die Zusammensetzung, die die radikalische Verbindung enthält, nach mindestens 3 Monaten Alterung eine EPR-Intensität aufweist, die bezogen auf die EPR-Intensität einer Zusammensetzung, die diese radikalische Verbindung ohne Alterung enthält um höchstens 10% variiert, wobei die Alterung einer Lagerung bei einer Temperatur zwischen 30°C und 50°C entspricht.
  3. Verwendung nach Anspruch 1 oder 2, wobei die radikalische Verbindung ausgewählt ist aus Nitroxiden (Nitroxylradikalen), Tritylradikalen, Radikalen, die durch eine polyzyklische aromatische Struktur (z. B. Asphaltene) stabilisiert sind oder konjugierte Systeme (Dilithiumphthalocyanin), sterisch gehinderte Phenyl- und Isoindolinradikale.
  4. Verwendung nach einem der Ansprüche 1 bis 3, wobei die radikalische Verbindung in einem Gehalt von 0,1 und 100 µM, vorzugsweise zwischen 5 und 50 µM, zugesetzt wird.
  5. Verfahren zur Markierung und/oder Rückverfolgung einer Zusammensetzung, die mindestens einen Kohlenwasserstoff enthält, umfassend die Zugabe einer radikalischen Verbindung zu der Zusammensetzung, die mindestens einen Kohlenwasserstoff enthält, oder zu einer Additivzusammensetzung, die der Zusammensetzung, die mindestens einen Kohlenwasserstoff umfasst, zugesetzt werden soll, wobei das Verfahren die paramagnetische Elektronenresonanz (EPR) implementiert.
  6. Verfahren zur Rückverfolgung des Verfahrens zur Herstellung einer Zusammensetzung, die mindestens einen Kohlenwasserstoff enthält und einer Additivzusammensetzung, die die Zugabe einer radikalischen Verbindung zu der Additivzusammensetzung umfasst, die der Zusammensetzung, die mindestens einen Kohlenwasserstoff umfasst, zugesetzt werden soll, wobei das Verfahren die paramagnetische Elektronenresonanz (EPR) einsetzt.
  7. Verfahren zur Markierung einer Zusammensetzung, die Wasser und Harnstoff enthält und zur Verwendung im Automobilbereich bestimmt ist, das die Zugabe einer radikalischen Verbindung zu der Zusammensetzung umfasst, wobei das Verfahren die paramagnetische Elektronenresonanz (EPR) einsetzt.
  8. Zusammensetzung, die Wasser, Harnstoff und ein Additiv enthält, das aus Verdickungsmitteln, Viskositätsindexverbesserern (VI), Verschleißschutz- und Hochdruckadditiven, Dispergiermitteln, Antischaumadditiven, Antioxidationsadditiven, Rostschutzadditiven, Fließverbesserern und Reinigungsmitteln ausgewählt ist, die den Fließpunkt verbessern. Die Zusammensetzung ist für die Verwendung im Automobilbereich vorgesehen und umfasst eine radikalische Verbindung.
EP20830182.0A 2019-12-17 2020-12-17 Zusammensetzung zur detektion Active EP4077602B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1914669A FR3104607B1 (fr) 2019-12-17 2019-12-17 Marquage de composition
PCT/EP2020/086684 WO2021122929A1 (fr) 2019-12-17 2020-12-17 Marquage de composition

Publications (2)

Publication Number Publication Date
EP4077602A1 EP4077602A1 (de) 2022-10-26
EP4077602B1 true EP4077602B1 (de) 2024-05-15

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EP20830182.0A Active EP4077602B1 (de) 2019-12-17 2020-12-17 Zusammensetzung zur detektion

Country Status (3)

Country Link
EP (1) EP4077602B1 (de)
FR (1) FR3104607B1 (de)
WO (1) WO2021122929A1 (de)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5804447A (en) * 1992-07-23 1998-09-08 Basf Aktiengesellschaft Use of compounds which absorb and/or fluoresce in the IR region as markers for liquids
DE4320456A1 (de) * 1993-06-21 1994-12-22 Basf Ag Verwendung von Aminotriarylmethanen zum Markieren von Kohlenwasserstoffen sowie neue Aminotriarylmethane
US5711767A (en) * 1996-07-11 1998-01-27 Ciba Specialty Chemicals Corporation Stabilizers for the prevention of gum formation in gasoline
FR2912932B1 (fr) 2007-02-23 2011-06-10 Total France Solution aqueuse pour traitement des gaz d'echappement des moteurs diesel

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Publication number Publication date
WO2021122929A1 (fr) 2021-06-24
FR3104607A1 (fr) 2021-06-18
FR3104607B1 (fr) 2022-10-21
EP4077602A1 (de) 2022-10-26

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