EP2449063B2 - Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles - Google Patents

Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles Download PDF

Info

Publication number
EP2449063B2
EP2449063B2 EP10734559.7A EP10734559A EP2449063B2 EP 2449063 B2 EP2449063 B2 EP 2449063B2 EP 10734559 A EP10734559 A EP 10734559A EP 2449063 B2 EP2449063 B2 EP 2449063B2
Authority
EP
European Patent Office
Prior art keywords
mol
terpolymer
fuels
ppm
vinyl acetate
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.)
Active
Application number
EP10734559.7A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP2449063B1 (fr
EP2449063A1 (fr
Inventor
Erwan Chevrot
Laurent Dalix
Frédéric Tort
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.)
TotalEnergies Marketing Services SA
Original Assignee
Total Marketing Services SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=41716191&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP2449063(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Total Marketing Services SA filed Critical Total Marketing Services SA
Publication of EP2449063A1 publication Critical patent/EP2449063A1/fr
Application granted granted Critical
Publication of EP2449063B1 publication Critical patent/EP2449063B1/fr
Publication of EP2449063B2 publication Critical patent/EP2449063B2/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
    • C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
    • 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
    • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
    • 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
    • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
    • C10L10/16—Pour-point depressants
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/043—Kerosene, jet fuel
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • C10L2200/0446—Diesel
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0461—Fractions defined by their origin
    • C10L2200/0469—Renewables or materials of biological origin
    • C10L2200/0476—Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel

Definitions

  • the invention relates to the use of copolymers of ethylene, vinyl acetate and ethyl-2-hexyl acrylate as additives improving the cold behavior of fuels and lubricants as well as fuel oils and packages containing these copolymers.
  • the hydrocarbon compositions in particular based on middle distillate type containing paraffin waxes, such as, for example, diesel fuels and heating oils exhibit a significant reduction in their flow properties. It is well known that the crystallization of paraffins is a limiting factor in the use of middle distillates. Also, it is important to prepare diesel fuels adapted to the temperatures at which they will be used in motor vehicles, that is to say to the surrounding climate. Generally, cold operability of fuels at -10 ° C is sufficient in many warm or temperate countries. But in countries with cold climates, such as the Scandinavian countries, Canada and the countries of North Asia, one can reach temperatures of use of fuels well below -20 ° C.
  • CFI cold flow improvers
  • CFI additives see for example US 3,048,479 , US 3,627,838 , US 3,790,359 , US 3,961,961 , EP 261 957 ) which are in general copolymers of ethylene and unsaturated ester, such as ethylene / vinyl acetate (EVA), ethylene / vinyl propionate (EVP), ethylene / vinyl ethanoate (EVE), ethylene / vinyl methacrylate copolymers methyl (EMMA), and ethylene / alkyl fumarate.
  • EVA ethylene / vinyl acetate
  • EVE ethylene / vinyl propionate
  • EVE ethylene / vinyl ethanoate
  • EMMA ethylene / vinyl methacrylate copolymers methyl
  • alkyl fumarate ethylene / alkyl fumarate
  • the prior art also provides mixtures of conventional CFI additives of ethylene / unsaturated ester type with lubricating agents (esters of mono- or polycarboxylic acid and of mono- or polyalcohols (see for example EP 721 492 ), with anti-sedimentation agents (see for example FR 2 490 669 ), with ethers (see for example US 3,999,960 , EP187 488 ).
  • lubricating agents esters of mono- or polycarboxylic acid and of mono- or polyalcohols
  • anti-sedimentation agents see for example FR 2 490 669
  • ethers see for example US 3,999,960 , EP187 488 .
  • CFI additives are also found which are terpolymers or copolymers derived from more than 3 distinct monomers.
  • US 6,509,424 describes a process for preparing ethylene terpolymers and at least two compounds containing ethylenic unsaturations, such as vinyl esters, (meth) acrylic esters, alkyl vinyl ethers in a tubular reactor. These terpolymers can be used as additives to improve the cold flow of oils and petroleum distillates.
  • terpolymers comprising 40 to 89% by weight of ethylene, 10 to 40% by weight of vinyl ester derived from short chain carboxylic acid (C2-C4), such as vinyl acetate, and unsaturated monoesters having a C10-C22 alkyl chain); these terpolymers are used as additives to lower the pour point of petroleum distillates and as anti-wax agents and to improve their filterability.
  • C2-C4 short chain carboxylic acid
  • unsaturated monoesters having a C10-C22 alkyl chain unsaturated monoesters having a C10-C22 alkyl chain
  • WO 2005/054314 discloses useful alpha olefin, vinyl ester and alpha-beta unsaturated monocarboxylic acid ester terpolymers. Exemplified are terpolymers, particularly preferred by Applicant, which contain more than 80 mole% ethylene and less than 9 mole% vinyl acetate. However, these terpolymers containing less than 9% by moles of vinyl acetate, although having an effect on the reduction of the TLF for middle distillates containing more than 18% of n-paraffins, are not satisfactory as far as concerns on the one hand solubility and on the other apart from the tendency to clogging (or filterability at room temperature): damaging filter clogging is observed.
  • EP 1,391,498 describes additives improving the low temperature fluidity of middle distillates which are vinyl polymers (A), preferably ethylene-vinyl ester copolymers, in which the amount of material insoluble in hexane exceeds 60% by weight at -20 ° C and is less than 30% by weight at 10 ° C;
  • the examples of EP 1,391,498 clearly show that the filterability temperature (CFPP) is lowered for copolymers and terpolymers in which the amount of material insoluble in hexane exceeds 60% by weight at -20 ° C and is less than 30% by weight at 10 ° C by compared to copolymers and terpolymers having the same repeating units present in the same proportions but in which the amount of material insoluble in hexane is outside the claimed range;
  • the exemplified copolymers are EVA copolymers and ethylene-vinyl acetate-neodecanoate or 2-ethylhexanoate vinyl terpolymers
  • the present invention relates to the use of copolymers as additives improving the cold resistance of fuels (CFI additives); these copolymers are terpolymers of ethylene, vinyl acetate and 2-ethylhexyl acrylate.
  • the copolymers according to the invention which are random copolymers have a number molecular mass (Mw) measured by GPC generally between 3,000 and 30,000, and a number average molecular mass (Mn) measured by GPC generally between 1,000 and 15,000.
  • copolymers can be prepared in a known manner by any polymerization process, (see for example, Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, "Waxes", Vol. A 28, p.146 ; US 3,627,838 ; EP 7,590 ) in particular by radical polymerization, preferably under high pressure, typically of the order of 1000 to 3000 bars (100 to 300 MPa), preferably from 1500 to 2000 bars (150 to 200 MPa), the temperatures of reaction generally ranging from 160 to 320 ° C, preferably from 200 to 280 ° C, and in the presence of at least one radical initiator generally chosen from organic peroxides and / or oxygen or nitrogen compounds, and a molecular weight regulator (ketone or aliphatic aldehyde, ).
  • the copolymers can for example be prepared in a tubular reactor according to the process described in US 6,509,424 .
  • Hydrocarbon-based compositions in which the copolymers according to the invention are incorporated are chosen from all types of fuel oils or fuels, such as diesel fuels, domestic fuel oils for heating installations (FOD), kerosene, aviation fuel oils, heavy fuel oils, etc.
  • fuel oils or fuels such as diesel fuels, domestic fuel oils for heating installations (FOD), kerosene, aviation fuel oils, heavy fuel oils, etc.
  • the sulfur content of the hydrocarbon compositions is less than 5000 ppm, preferably less than 500 ppm, and more preferably less than 50 ppm, or even less than 10 ppm and advantageously without sulfur.
  • the hydrocarbon-based compositions comprise middle distillates with a boiling point of between 100 and 500 ° C; their starting crystallization temperature Tcc is often greater than or equal to -20 ° C, generally between -15 ° C and + 10 ° C.
  • These distillates can for example be chosen from the distillates obtained by direct distillation of crude hydrocarbons, the vacuum distillates, the hydrotreated distillates, the distillates resulting from the catalytic cracking and / or the hydrocracking of vacuum distillates, the distillates resulting from ARDS-type conversion processes (by desulfurization of atmospheric residue) and / or visbreaking, distillates resulting from the upgrading of Fischer Tropsch cuts, distillates resulting from the BTL (biomass to liquid) conversion of plant and / or animal biomass, taken alone or in combination and / or the esters of vegetable and animal oils or their mixtures.
  • BTL biomass to liquid
  • the hydrocarbon compositions can also contain distillates resulting from more complex refining operations than those resulting from the direct distillation of hydrocarbons which can for example come from cracking, hydrocracking and / or catalytic cracking processes and visbreaking processes.
  • These new fuel bases can be used alone or as a mixture with conventional petroleum middle distillates as fuel base and / or domestic fuel oil base; they generally comprise long paraffinic chains greater than or equal to 10 carbon atoms and preferably from C14 to C30.
  • copolymers as defined above with Mw between 5,000 and 27,000 and with Mn between 1,500 and 22,000, preferably with Mw between 5,000 and 25,000 and Mn between 1,500 and 20,000 are particularly effective. when they are incorporated into light middle distillates and / or low sulfur content (typically less than 50 ppm) and / or low starting crystallization temperature (typically up to -20 ° C).
  • light middle distillates distillates in which the content of n-paraffins having 24 carbon atoms or more ranges from 0 to approximately less than 0.7% by weight of the total fuel composition; in which the C18-C23 n-paraffins represent approximately 3 to approximately 5% of the total weight of the fuel and in which the mass ratio of the C18-C23 n-paraffins relative to the C24 and more paraffins generally ranges from 10 to 35.
  • Copolymers of Mw between 5,000 and 10,000 and with Mn between 1,500 and 8,000, preferably with Mw between 5,000 and 8,000 and Mn between 1,500 and 5,000 are particularly effective when they are used.
  • heavy middle distillates distillates in which the content of n-paraffins having 24 carbon atoms or more ranges from about 0.7 to about 2% by weight of the total fuel composition; in which the C18-C23 n-paraffins represent approximately 1 to approximately 10% of the total weight of the fuel and in which the mass ratio of C18-C23 n-paraffins to C24 + paraffins generally ranges from 1 to 10.
  • copolymers can be added as such in the hydrocarbon compositions or preferably in the form of concentrated solutions, in particular solutions containing from 50 to 80%, preferably from 60 to 70% by weight of copolymer (s) in a solvent, such as aliphatic or aromatic hydrocarbons, alone or as a mixture (naphtha, kerosene, hydrocarbon fractions, such as Solvesso solvent, paraffinic hydrocarbons, such as pentane, hexane.
  • a solvent such as aliphatic or aromatic hydrocarbons, alone or as a mixture (naphtha, kerosene, hydrocarbon fractions, such as Solvesso solvent, paraffinic hydrocarbons, such as pentane, hexane.
  • the hydrocarbon compositions comprise from 10 to 5,000 ppm by weight of at least one copolymer described above optionally, preferably from 100 to 1,000 ppm, and advantageously from 150 to 500 ppm.
  • the hydrocarbon compositions may also contain one or more other additives other than the copolymers according to the invention, chosen from detergents, anti-corrosion agents, dispersants, demulsifiers, anti-foam agents, biocides, reodorants, procetane additives, friction modifiers, lubricity additives or lubricity additives, combustion aids (catalytic combustion and soot promoters) , agents improving the cloud point, the pour point, the limit temperature of filterability, anti-sedimentation agents, anti-wear agents and / or agents modifying the conductivity.
  • additives other additives other than the copolymers according to the invention, chosen from detergents, anti-corrosion agents, dispersants, demulsifiers, anti-foam agents, biocides, reodorants, procetane additives, friction modifiers, lubricity additives or lubricity additives, combustion aids (catalytic combustion and soot promoters) , agents improving the cloud point, the pour point
  • additives are generally added in an amount ranging from 100 to 1000 ppm (each).
  • the improved cold resistance additives according to the invention can be added to the hydrocarbon compositions within the refinery, and / or be incorporated downstream of the refinery, optionally as a mixture with other additives, in the form of a package. or package of additives.
  • GOM 1 and GOM 2 The ability to improve the cold resistance of these terpolymers is evaluated by incorporating them into 2 distillates of motor diesel type called GOM 1 and GOM 2, the characteristics of which are given in Table 2 below.
  • Table 2 Fuel characteristics ASTM D86 Distillation GOM 1 GOM 2 T90-T20 (° C) 129.6 100.4 PF-T90 (° C) 19.5 24.9 T95 (° C) 353.5 362.4 Cloud point (° C) NF EN 23015 -6 -4 TLF (° C) EN 116 -6 -7 Pour point (° C) NF T 60105 -15 -10 Paraffin content (% mass) Chromatography 14.72 14.68 TCC (° C) IP 389 -6.2 -6.3 Sulfur content (ppm) EN ISO 20846 18.6 38
  • the terpolymer 17 according to the invention is the most effective on gas oil GOM 1. Moreover, from the results of Table 3, it is noted that the terpolymer 17 added at a rate of 400 ppm in GOM 1 does not degrade. the tendency to clogging. This is not the case with the comparative terpolymers 6; 7; 16 and 18 according to WO 2005/054314 which strongly degrade the tendency to clogging measured according to IP 387 and are not as effective in TLF as additive 17 of the invention.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP10734559.7A 2009-07-03 2010-06-25 Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles Active EP2449063B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0903278A FR2947558B1 (fr) 2009-07-03 2009-07-03 Terpolymere et ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles
PCT/IB2010/052922 WO2011001352A1 (fr) 2009-07-03 2010-06-25 Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles

Publications (3)

Publication Number Publication Date
EP2449063A1 EP2449063A1 (fr) 2012-05-09
EP2449063B1 EP2449063B1 (fr) 2018-11-21
EP2449063B2 true EP2449063B2 (fr) 2021-07-28

Family

ID=41716191

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10734559.7A Active EP2449063B2 (fr) 2009-07-03 2010-06-25 Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles

Country Status (19)

Country Link
US (1) US20120102825A1 (es)
EP (1) EP2449063B2 (es)
JP (1) JP2012532225A (es)
KR (1) KR102002887B1 (es)
CN (1) CN102549120A (es)
AR (1) AR077631A1 (es)
AU (1) AU2010267626B2 (es)
BR (1) BRPI1016080B1 (es)
CA (1) CA2765245C (es)
CL (1) CL2011003342A1 (es)
EA (1) EA201270129A1 (es)
ES (1) ES2706903T5 (es)
FR (1) FR2947558B1 (es)
MX (1) MX363328B (es)
PT (1) PT2449063T (es)
SG (1) SG177381A1 (es)
TW (1) TWI496883B (es)
WO (1) WO2011001352A1 (es)
ZA (1) ZA201109307B (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10356595A1 (de) * 2003-12-04 2005-06-30 Basf Ag Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften
FR2925916B1 (fr) * 2007-12-28 2010-11-12 Total France Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles
SG193907A1 (en) * 2011-03-25 2013-11-29 Evonik Oil Additives Gmbh A composition to improve oxidation stability of fuel oils
FR2987052B1 (fr) 2012-02-17 2014-09-12 Total Raffinage Marketing Additifs ameliorant la resistance a l'usure et au lacquering de carburants de type gazole ou biogazole
FR3005061B1 (fr) 2013-04-25 2016-05-06 Total Raffinage Marketing Additif pour ameliorer la stabilite a l'oxydation et/ou au stockage de carburants ou combustibles hydrocarbones liquides
AR100387A1 (es) * 2014-02-18 2016-10-05 Basf Se Copolímeros que comprenden etileno, ésteres de vinilo y ésteres de ácido (met)acrílico, sus formulaciones y usos como depresor del punto de fluidez, inhibidor de cera y potenciador de flujo para petróleos crudos
TWI576384B (zh) * 2014-11-25 2017-04-01 鴻明環保科技股份有限公司 高植物源含量之乙烯-醋酸乙烯共聚物混合物發泡材料、其製造方法及應用
CN105733712B (zh) * 2014-12-08 2017-12-05 中国石油天然气股份有限公司 用于航空生物燃料的润滑减磨添加剂
FR3113063B1 (fr) 2020-07-31 2022-08-12 Total Marketing Services Utilisation de copolymères à distribution de masse molaire spécifique pour abaisser la température limite de filtrabilité de carburants ou de combustibles

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0922716A1 (de) † 1997-12-09 1999-06-16 Clariant GmbH Verfahren zur Herstellung von Ethylen-Terpolymeren und deren Verwendung als Zusatz zu Mineralöl und Mineralöldestillaten
EP0931824A2 (de) † 1998-01-24 1999-07-28 Clariant GmbH Verfahren zur Verbesserung der Kaltfliesseigenschaften von Brennstoffölen
EP0931825A2 (de) † 1998-01-24 1999-07-28 Clariant GmbH Verfahren zur Verbesserung der Kaltfliesseigenschaften von Brennstoffölen
WO2005054314A2 (de) † 2003-12-04 2005-06-16 Basf Aktiengesellschaft Brennstoffölzusammensetzungen mit verbesserten kaltfliesseigenschaften
WO2008059055A1 (de) † 2006-11-17 2008-05-22 Basf Se Kaltfliessverbesserer
WO2009106744A2 (fr) † 2007-12-28 2009-09-03 Total Raffinage Marketing Terpolymere ethylene/acetate de vinyle /esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3048479A (en) 1959-08-03 1962-08-07 Exxon Research Engineering Co Ethylene-vinyl ester pour depressant for middle distillates
US3627838A (en) 1964-12-11 1971-12-14 Exxon Research Engineering Co Process for manufacturing potent pour depressants
US3642459A (en) 1968-04-01 1972-02-15 Exxon Research Engineering Co Copolymers of ethylene with unsaturated esters and oil compositions containing said copolymers
US3790359A (en) 1969-03-17 1974-02-05 Exxon Research Engineering Co Middle distillate fuel having increased low temperature flowability
CA1000501A (en) 1972-06-21 1976-11-30 Levi C. Parker Low pour point fuel compositions
US3999960A (en) 1972-08-30 1976-12-28 Exxon Research And Engineering Company Wax crystal modifiers for petroleum oils
US3961961A (en) 1972-11-20 1976-06-08 Minnesota Mining And Manufacturing Company Positive or negative developable photosensitive composition
EP0007590B1 (de) 1978-07-26 1981-02-18 BASF Aktiengesellschaft Mitteldestillate des Erdöls, die als Dieseltreibstoffe oder leichtes Heizöl geeignet sind, mit verbesserter Filtrierbarkeit
FR2490669A1 (fr) 1980-09-19 1982-03-26 Elf France Nouvelles compositions d'additifs permettant l'amelioration de la temperature limite de filtrabilite et l'inhibition simultanee des cristaux de n-paraffines formes lors du stockage a basse temperature des distillats moyens
FR2510598A1 (fr) 1981-07-30 1983-02-04 Inst Francais Du Petrole Utilisation d'additifs azotes comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs
FR2528066A1 (fr) 1982-06-04 1983-12-09 Inst Francais Du Petrole Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs
FR2528051B1 (fr) 1982-06-08 1986-05-02 Inst Francais Du Petrole Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs
FR2528423B1 (fr) 1982-06-10 1987-07-24 Inst Francais Du Petrole Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs
FR2535723A1 (fr) 1982-11-09 1984-05-11 Inst Francais Du Petrole Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs
FR2567536B1 (fr) 1984-07-10 1986-12-26 Inst Francais Du Petrole Compositions d'additifs destinees notamment a ameliorer les proprietes de filtrabilite a froid des distillats moyens de petrole
US4755189A (en) 1984-12-12 1988-07-05 Exxon Research And Engineering Company Middle distillate fuel having improved low temperature flow properties
EP0261959B1 (en) 1986-09-24 1995-07-12 Exxon Chemical Patents Inc. Improved fuel additives
IN184481B (es) 1986-09-24 2000-08-26 Exxon Chemical Patents Inc
FR2607139B1 (fr) 1986-11-21 1989-08-18 Inst Francais Du Petrole Polymeres a fonctions azotees derives de polyesters insatures et leur utilisation comme additifs d'abaissement du point d'ecoulement des distillats moyens d'hydrocarbures
FR2613371B1 (fr) 1987-04-01 1989-07-07 Inst Francais Du Petrole Copolymeres azotes, leur preparation et leur utilisation comme additifs pour ameliorer les proprietes d'ecoulement des distillats moyens d'hydrocarbures
FR2626578B1 (fr) 1988-02-03 1992-02-21 Inst Francais Du Petrole Polymeres amino-substitues et leur utilisation comme additifs de modification des proprietes a froid de distillats moyens d'hydrocarbures
GB9104138D0 (en) 1991-02-27 1991-04-17 Exxon Chemical Patents Inc Polymeric additives
FR2676062B1 (fr) 1991-05-02 1993-08-20 Inst Francais Du Petrole Polymere amino-substitues et leur utilisation comme additifs de modification des proprietes a froid de distillats moyens d'hydrocarbures.
GB9200694D0 (en) 1992-01-14 1992-03-11 Exxon Chemical Patents Inc Additives and fuel compositions
GB9219962D0 (en) 1992-09-22 1992-11-04 Exxon Chemical Patents Inc Additives for organic liquids
EP0593331B1 (fr) 1992-10-09 1997-04-16 Institut Francais Du Petrole Phosphates d'amines comportant un cycle imide terminal, leur préparation et leur utilisation comme additifs pour carburants moteurs
FR2699550B1 (fr) 1992-12-17 1995-01-27 Inst Francais Du Petrole Composition de distillat moyen de pétrole contenant des additifs azotés utilisables comme agents limitant la vitesse de sédimentation des paraffines.
GB9301119D0 (en) 1993-01-21 1993-03-10 Exxon Chemical Patents Inc Fuel composition
GB9315205D0 (en) 1993-07-22 1993-09-08 Exxon Chemical Patents Inc Additives and fuel compositions
FR2735494B1 (fr) 1995-06-13 1997-10-10 Elf Antar France Additif bifonctionnel de tenue a froid et composition de carburant
FR2751982B1 (fr) 1996-07-31 2000-03-03 Elf Antar France Additif d'onctuosite pour carburant moteurs et composition de carburants
FR2753455B1 (fr) 1996-09-18 1998-12-24 Elf Antar France Additif detergent et anti-corrosion pour carburants et composition de carburants
ATE223953T1 (de) 1997-01-07 2002-09-15 Clariant Gmbh Verbesserung der fliessfähigkeit von mineralölen und mineralöldestillaten unter verwendung von alkylphenol-aldehydharzen
JPH10237467A (ja) 1997-02-26 1998-09-08 Tonen Corp ディーゼルエンジン用燃料油組成物
US5730029A (en) 1997-02-26 1998-03-24 The Lubrizol Corporation Esters derived from vegetable oils used as additives for fuels
FR2772783A1 (fr) 1997-12-24 1999-06-25 Elf Antar France Additif d'onctuosite pour carburant
FR2772784B1 (fr) 1997-12-24 2004-09-10 Elf Antar France Additif d'onctuosite pour carburant
AU2002309037A1 (en) * 2001-05-08 2002-11-18 Sanyo Chemical Industries, Ltd. Fluidity improver and fuel oil composition
DE10324101A1 (de) * 2003-05-27 2005-01-05 Basf Ag Brennstoffzusammensetzungen mit verbesserten Kaltfließeigenschaften
US20050223631A1 (en) 2004-04-07 2005-10-13 Graham Jackson Fuel oil compositions
US20070094920A1 (en) * 2004-12-03 2007-05-03 Basf Aktiengesellschaft Fuel oil compositions with improved cold flow properties

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0922716A1 (de) † 1997-12-09 1999-06-16 Clariant GmbH Verfahren zur Herstellung von Ethylen-Terpolymeren und deren Verwendung als Zusatz zu Mineralöl und Mineralöldestillaten
EP0931824A2 (de) † 1998-01-24 1999-07-28 Clariant GmbH Verfahren zur Verbesserung der Kaltfliesseigenschaften von Brennstoffölen
EP0931825A2 (de) † 1998-01-24 1999-07-28 Clariant GmbH Verfahren zur Verbesserung der Kaltfliesseigenschaften von Brennstoffölen
WO2005054314A2 (de) † 2003-12-04 2005-06-16 Basf Aktiengesellschaft Brennstoffölzusammensetzungen mit verbesserten kaltfliesseigenschaften
WO2008059055A1 (de) † 2006-11-17 2008-05-22 Basf Se Kaltfliessverbesserer
WO2009106744A2 (fr) † 2007-12-28 2009-09-03 Total Raffinage Marketing Terpolymere ethylene/acetate de vinyle /esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"1H-NMR-Spektrum des 2-Butanons", UNIVERSITY OF COLORADO, Retrieved from the Internet <URL:http://www.orgchemboulder.com/Spectroscopy/nmrtheory/integ1H.shtml> †
ENERGY INSTITUTE: "Determination of filter blocking tendency", ERRATA FOR IP 387/14 ASTM D20-68-10, UK, pages 1 - 12 †
TAMSON INSTRUMENTS: "User manual Tamson Filter Blocking Tendency (TFBT)", TFBT MAN REV 2.03, 2019, pages 1 - 43, Retrieved from the Internet <URL:https://tamson-instruments.com/media/pdf/tfbt%20man.pdf> †

Also Published As

Publication number Publication date
FR2947558B1 (fr) 2011-08-19
AU2010267626A1 (en) 2012-02-02
FR2947558A1 (fr) 2011-01-07
KR20120040161A (ko) 2012-04-26
CL2011003342A1 (es) 2012-07-06
US20120102825A1 (en) 2012-05-03
KR102002887B1 (ko) 2019-07-23
ES2706903T5 (es) 2021-12-14
ZA201109307B (en) 2012-09-26
MX363328B (es) 2019-03-20
CA2765245A1 (fr) 2011-01-06
TW201116617A (en) 2011-05-16
EP2449063B1 (fr) 2018-11-21
AU2010267626B2 (en) 2016-05-12
WO2011001352A1 (fr) 2011-01-06
SG177381A1 (en) 2012-02-28
JP2012532225A (ja) 2012-12-13
MX2012000172A (es) 2012-02-28
PT2449063T (pt) 2019-02-04
CN102549120A (zh) 2012-07-04
ES2706903T3 (es) 2019-04-01
AR077631A1 (es) 2011-09-14
EP2449063A1 (fr) 2012-05-09
CA2765245C (fr) 2017-07-25
BRPI1016080A2 (pt) 2016-05-10
TWI496883B (zh) 2015-08-21
EA201270129A1 (ru) 2012-05-30
BRPI1016080B1 (pt) 2018-10-16

Similar Documents

Publication Publication Date Title
EP2238225B1 (fr) Terpolymere ethylene/acetate de vinyle /esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides
EP2449063B2 (fr) Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles
EP2231728B1 (fr) Utilisation de copolymères d&#39;éthylène et/ou de propylène et d&#39;esters vinyliques modifiés par greffage comme additifs bifonctionnels de lubrifiance et de tenue à froid pour hydrocarbures liquides
EP2049625B1 (fr) Utilisation de composes revelateurs d&#39;efficacite des additifs de filtrabilite dans des distillats hydrocarbones, et composition de carburant les contenant
FR2855525A1 (fr) Combustible emulsionne eau/hydrocarbures, sa preparation et ses utilisations
WO2020141126A1 (fr) Utilisation de copolymères spécifiques pour abaisser la température limite de filtrabilité de carburants ou combustibles
EP3844250B1 (fr) Utilisation de copolymères spécifiques pour améliorer les propriétés à froid de carburants ou combustibles
EP4189048A1 (fr) Utilisation de copolymères à distribution de masse molaire spécifique pour abaisser la température limite de filtrabilité de carburants ou de combustibles
WO2024084136A1 (fr) Composition de carburant marin a basse teneur en soufre
WO2020043619A1 (fr) Composition d&#39;additifs comprenant au moins un copolymère, un additif fluidifiant à froid et un additif anti-sédimentation

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20120109

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR

DAX Request for extension of the european patent (deleted)
RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: TOTAL MARKETING SERVICES

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20170411

REG Reference to a national code

Ref country code: DE

Ref legal event code: R079

Ref document number: 602010055257

Country of ref document: DE

Free format text: PREVIOUS MAIN CLASS: C10L0001180000

Ipc: C10L0010140000

RIC1 Information provided on ipc code assigned before grant

Ipc: C10L 1/16 20060101ALI20180425BHEP

Ipc: C10L 1/197 20060101ALI20180425BHEP

Ipc: C10L 1/14 20060101ALI20180425BHEP

Ipc: C10L 10/14 20060101AFI20180425BHEP

Ipc: C10L 10/16 20060101ALI20180425BHEP

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20180606

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAJ Information related to disapproval of communication of intention to grant by the applicant or resumption of examination proceedings by the epo deleted

Free format text: ORIGINAL CODE: EPIDOSDIGR1

GRAL Information related to payment of fee for publishing/printing deleted

Free format text: ORIGINAL CODE: EPIDOSDIGR3

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

INTC Intention to grant announced (deleted)
GRAR Information related to intention to grant a patent recorded

Free format text: ORIGINAL CODE: EPIDOSNIGR71

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR

INTG Intention to grant announced

Effective date: 20181012

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: FRENCH

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602010055257

Country of ref document: DE

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1067522

Country of ref document: AT

Kind code of ref document: T

Effective date: 20181215

REG Reference to a national code

Ref country code: PT

Ref legal event code: SC4A

Ref document number: 2449063

Country of ref document: PT

Date of ref document: 20190204

Kind code of ref document: T

Free format text: AVAILABILITY OF NATIONAL TRANSLATION

Effective date: 20190125

REG Reference to a national code

Ref country code: NL

Ref legal event code: FP

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2706903

Country of ref document: ES

Kind code of ref document: T3

Effective date: 20190401

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1067522

Country of ref document: AT

Kind code of ref document: T

Effective date: 20181121

REG Reference to a national code

Ref country code: GR

Ref legal event code: EP

Ref document number: 20190400144

Country of ref document: GR

Effective date: 20190422

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20190321

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20190221

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IE

Payment date: 20190610

Year of fee payment: 10

REG Reference to a national code

Ref country code: DE

Ref legal event code: R026

Ref document number: 602010055257

Country of ref document: DE

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PLAX Notice of opposition and request to file observation + time limit sent

Free format text: ORIGINAL CODE: EPIDOSNOBS2

26 Opposition filed

Opponent name: BASF SE

Effective date: 20190820

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PLBB Reply of patent proprietor to notice(s) of opposition received

Free format text: ORIGINAL CODE: EPIDOSNOBS3

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20190625

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20190625

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20190630

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20190630

PLBP Opposition withdrawn

Free format text: ORIGINAL CODE: 0009264

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT MAINTAINED AS AMENDED

27A Patent maintained in amended form

Effective date: 20210728

AK Designated contracting states

Kind code of ref document: B2

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR

REG Reference to a national code

Ref country code: DE

Ref legal event code: R102

Ref document number: 602010055257

Country of ref document: DE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: HU

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO

Effective date: 20100625

Ref country code: MT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

REG Reference to a national code

Ref country code: NL

Ref legal event code: FP

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20200625

REG Reference to a national code

Ref country code: GR

Ref legal event code: EP

Ref document number: 20210402170

Country of ref document: GR

Effective date: 20211013

REG Reference to a national code

Ref country code: ES

Ref legal event code: DC2A

Ref document number: 2706903

Country of ref document: ES

Kind code of ref document: T5

Effective date: 20211214

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20181121

P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230523

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: PT

Payment date: 20230615

Year of fee payment: 14

Ref country code: NL

Payment date: 20230620

Year of fee payment: 14

Ref country code: FR

Payment date: 20230627

Year of fee payment: 14

Ref country code: DE

Payment date: 20230620

Year of fee payment: 14

Ref country code: CZ

Payment date: 20230619

Year of fee payment: 14

Ref country code: BG

Payment date: 20230627

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GR

Payment date: 20230621

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20230620

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20230622

Year of fee payment: 14

Ref country code: ES

Payment date: 20230829

Year of fee payment: 14