EP2049630B1 - Composition de lubrifiant - Google Patents

Composition de lubrifiant Download PDF

Info

Publication number
EP2049630B1
EP2049630B1 EP20070787797 EP07787797A EP2049630B1 EP 2049630 B1 EP2049630 B1 EP 2049630B1 EP 20070787797 EP20070787797 EP 20070787797 EP 07787797 A EP07787797 A EP 07787797A EP 2049630 B1 EP2049630 B1 EP 2049630B1
Authority
EP
European Patent Office
Prior art keywords
tert
butyl
bis
straight
alkyl group
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.)
Not-in-force
Application number
EP20070787797
Other languages
German (de)
English (en)
Other versions
EP2049630A2 (fr
Inventor
David Eliezer Chasan
Patricia Roberta Wilson
Marc Ribeaud
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.)
BASF SE
Original Assignee
BASF SE
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
Application filed by BASF SE filed Critical BASF SE
Priority to PL07787797T priority Critical patent/PL2049630T3/pl
Publication of EP2049630A2 publication Critical patent/EP2049630A2/fr
Application granted granted Critical
Publication of EP2049630B1 publication Critical patent/EP2049630B1/fr
Not-in-force 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
    • 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
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • 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
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2030/36—Seal compatibility, e.g. with rubber
    • 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

Definitions

  • the present invention relates to lubricant compositions stabilized against oxidative degradation via the incorporation of certain sterically hindered amine stabilizers.
  • the lubricant compositions exhibit excellent results regarding seal swell.
  • U.S. Pat. Nos. 5,073,278 and 5,273,669 teach the stabilization of lubricant compositions with a certain aromatic amine and at least one sterically hindered amine.
  • U.S. Pat. No. 5,268,113 discloses lubricants stabilized by the addition of a sterically hindered amine and a phenol.
  • EP 0356677 discloses lubricants comprising a mineral or synthetic base oil, an aromatic amine and at least one sterically hindered amine.
  • International Application WO 02/04578 discloses lubricant compositions including blends of Group II and/or Group III base oils and alkylated aromatic compositions which exhibit excellent additive solvency, thermo-oxidative stability, hydrolytic stability, and seal swell characteristics.
  • Oxidative degradation of lubricants plays a significant role especially in motor oils because of the high temperatures prevailing in the combustion chambers of the engines and the presence, in addition to oxygen, of oxides of nitrogen which act as oxidation catalysts.
  • Hindered amine compounds are effective stabilizers for lubricants. However, they are generally not employed due to detrimental effects such as seal swell.
  • the present invention relates to the stabilization of lubricant compositions with a specific class of hindered amine compounds.
  • the present lubricant compositions are non-aggressive towards seals.
  • the present invention relates to a stabilized lubricant composition which comprises
  • the sterically hindered amines are known and are prepared according to methods known in the art.
  • the present hindered amines are 2,2,6,6-tetramethylpiperidin-4-ol esters of aliphatic carboxylic acids, for example the esters of lauric acid or stearic acid.
  • the invention relates to compositions wherein the hindered amines of the formula is present.
  • Lubricants according to the present invention are functional fluids, that is lubricants, hydraulic fluids or metal working fluids.
  • Lubricants are in particular mineral oil based (API classifications Groups I, II, III, Group IV including gas to liquid (GTL) oils) or synthetic base oils, such as is normally used for the production of lubricants.
  • Synthetic oils may be, for example, esters of polycarboxylic acids or of polyols; they may also be aliphatic polyesters or poly- ⁇ -olefins, silicones, phosphoric acid esters or polalkylene glycols.
  • the lubricant may also be a grease based on an oil and a thickener. Such lubricants are described, for example in D. Klamann "Schmierstoffe und artverwandte Producte", Verlag Chemie, Weinheim, 1982 .
  • Examples are lubricants and hydraulic fluids based on mineral oil or synthetic lubricants or hydraulic fluids, in particular those which are derivatives of carboxylic esters and which are used at temperatures of 200°C and above.
  • Examples of synthetic lubricants embrace lubricants based on a diester of a dibasic acid with a monovalent alcohol, for example dioctyl sebacate or dinonyl adipate, a triester of trimethylolpropane with a monobasic acid or a mixture of such acids, for example trimethylolpropane tripelargonate, trimethylolpropane tricaprylate or mixtures of these, a tetraester of pentaerythritol with a monobasic acid or with a mixture of such acids, for example pentaerythritol tetracaprylate, or a complex ester of monobasic and dibasic acids with polyhydric alcohols, for example a complex ester of trimethylolpropane with caprylic and sebacic acid or a mixture of these.
  • a diester of a dibasic acid with a monovalent alcohol for example dioctyl sebacate or dinon
  • mineral oils for example poly- ⁇ -olefins, lubricants based on esters, or phosphates, glycols, polyglycols and polalkyene glycols and mixtures of these with water.
  • the sterically hindered amines of this invention are in particular non-aggressive toward elastomeric seals.
  • the seals are in particular a fluoropolymer elastomer used in O-rings and other goods.
  • the "fluoroelastomers” are categorized under ASTM D1418 and ISO 1629 designation of FKM for example.
  • the fluoroelastomers comprise copolymers of hexafluoropropylene (HFP) and vinylidene fluoride (VDF of VF2), terpolymers of tetrafluoroethylene (TFE), vinylidene fluoride and hexafluoropropylene, perfluoromethylvinylether (PMVE), copolymers of TFE and propylene and copolymers of TFE, PMVE and ethylene.
  • the fluorine content varies for example between about 66 to about 70% by weight.
  • FKM is fluoro rubber of the polymethylene type having substituent fluoro and perflouroalkyl or perfluoroalkoxy groups on the polymer chain.
  • a preferred subject of the invention is a method which comprises contacting a fluoroelastomer with a stabilized lubricant composition, which comprises At least one mineral or a synthetic base oil or a mixture of a mineral and a synthetic base oil and At least one or more sterically hindered amine compounds of the formula (I), where R is a straight or branched alkyl group of 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16.
  • the sterically hindered amines according to this invention are admixed with the lubricants in an amount of about 0.01 to about 5% by weight, for example from about 0.05 to about 3% by weight, for instance from about 0.1 to about 2% by weight, based on the weight of the lubricant.
  • the lubricants can additionally comprise other additives which are added to improve the basic properties of lubricants even further; these include antioxidants, metal passivators, rust inhibitors, viscosity index improvers, pour point depressors, dispersants, detergents, high pressure additives, antifriction additives and antiwear additives.
  • additives which are added to improve the basic properties of lubricants even further; these include antioxidants, metal passivators, rust inhibitors, viscosity index improvers, pour point depressors, dispersants, detergents, high pressure additives, antifriction additives and antiwear additives.
  • metal deactivators for example for copper, are:
  • rust inhibitors and friction modifiers are:
  • viscosity index improvers examples are:
  • pour-point depressants are:
  • dispersants/surfactants examples are:
  • antiwear additives are:
  • a 5W-30 engine oil containing 0.08 %P is supplemented with sufficient sterically hindered amine additive to raise the total base number, as measured by ASTM D 4739 by two units.
  • Amine additive A is added at a treat level of 1.0 weight percent and amine additive B is added at a treat level of 1.2%.
  • the oils are stirred at 60°C for one hour to insure homogeneity.
  • the formulations are tested according to elastomer compatibility procedure CEC- L-39-T-96. The results of the CEC- L-39-T-96 testing of these formulations with an FKM fluorinated rubber are found below.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)

Claims (15)

  1. Composition de lubrifiant stabilisée qui comprend
    une huile de base minérale ou synthétique ou un mélange d'une huile de base minérale et synthétique et
    au moins un composé d'amine stériquement encombrée de la formule
    Figure imgb0011
     où R est un groupe alkyle linéaire ou ramifié de 7, 8, 9, 10, 11, 12, 13, 14, 15 ou 16 atomes de carbone.
  2. Composition selon la revendication 1 dans laquelle R est un groupe alkyle linéaire ou ramifié de 11 atomes de carbone.
  3. Composition selon la revendication 1 dans laquelle l'amine encombrée répond à la formule
    Figure imgb0012
  4. Composition selon la revendication 1 dans laquelle l'amine encombrée est présente à environ 0,01 à environ 5 % en poids, rapporté au poids du lubrifiant.
  5. Composition selon la revendication 1 dans laquelle l'amine encombrée est présente à environ 0,05 à environ 3 % en poids, rapporté au poids du lubrifiant.
  6. Composition selon la revendication 1 dans laquelle l'amine encombrée est présente à environ 0,1 à environ 2 % en poids, rapporté au poids du lubrifiant.
  7. Procédé qui comprend
    la mise en contact d'un élastomère fluoré avec une composition de lubrifiant stabilisée, qui comprend
    au moins une huile de base minérale ou synthétique ou un mélange d'une huile de base minérale et synthétique et
    au moins un ou plusieurs composés d'amine stériquement encombrée de la formule
    Figure imgb0013
     où R est un groupe alkyle linéaire ou ramifié de 7, 8, 9, 10, 11, 12, 13, 14, 15 ou 16 atomes de carbone.
  8. Composition selon la revendication 1 dans laquelle R est un groupe alkyle linéaire ou ramifié de 8, 9, 10, 11, 12, 13 ou 14 atomes de carbone.
  9. Composition selon la revendication 1 dans laquelle R est un groupe alkyle linéaire ou ramifié de 10, 11, 12, 13 ou 14 atomes de carbone.
  10. Composition selon la revendication 1 dans laquelle R est un groupe alkyle linéaire ou ramifié de 10, 11 ou 12 atomes de carbone.
  11. Composition selon la revendication 1 dans laquelle R est un groupe alkyle linéaire ou ramifié de 11 atomes de carbone.
  12. Procédé selon la revendication 7 dans lequel R est un groupe alkyle linéaire ou ramifié de 8, 9, 10, 11, 12, 13 ou 14 atomes de carbone.
  13. Procédé selon la revendication 7 dans lequel R est un groupe alkyle linéaire ou ramifié de 10, 11, 12 ou 13 atomes de carbone.
  14. Procédé selon la revendication 7 dans lequel R est un groupe alkyle linéaire ou ramifié de 10, 11 ou 12 atomes de carbone.
  15. Procédé selon la revendication 7 dans lequel R est un groupe alkyle linéaire ou ramifié de 11 atomes de carbone.
EP20070787797 2006-07-31 2007-07-23 Composition de lubrifiant Not-in-force EP2049630B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL07787797T PL2049630T3 (pl) 2006-07-31 2007-07-23 Kompozycja smarowa

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US83438306P 2006-07-31 2006-07-31
PCT/EP2007/057552 WO2008015116A2 (fr) 2006-07-31 2007-07-23 Composition de lubrifiant

Publications (2)

Publication Number Publication Date
EP2049630A2 EP2049630A2 (fr) 2009-04-22
EP2049630B1 true EP2049630B1 (fr) 2015-04-29

Family

ID=38895958

Family Applications (1)

Application Number Title Priority Date Filing Date
EP20070787797 Not-in-force EP2049630B1 (fr) 2006-07-31 2007-07-23 Composition de lubrifiant

Country Status (12)

Country Link
EP (1) EP2049630B1 (fr)
JP (2) JP5546858B2 (fr)
KR (1) KR101433140B1 (fr)
CN (1) CN101495605B (fr)
AU (1) AU2007280548B2 (fr)
BR (1) BRPI0714961B1 (fr)
CA (1) CA2657382C (fr)
IL (1) IL196250A (fr)
MX (1) MX2009001124A (fr)
PL (1) PL2049630T3 (fr)
RU (1) RU2462505C2 (fr)
WO (1) WO2008015116A2 (fr)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL2049630T3 (pl) * 2006-07-31 2015-10-30 Basf Se Kompozycja smarowa
US8236205B1 (en) 2011-03-11 2012-08-07 Wincom, Inc. Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles and other triazoles and methods for using same
US8236204B1 (en) 2011-03-11 2012-08-07 Wincom, Inc. Corrosion inhibitor compositions comprising tetrahydrobenzotriazoles solubilized in activating solvents and methods for using same
US9969950B2 (en) * 2012-07-17 2018-05-15 Infineum International Limited Lubricating oil compositions containing sterically hindered amines as ashless TBN sourcces
US9688938B2 (en) * 2012-08-14 2017-06-27 Basf Se Lubrican composition comprising acyclic hindered amines
US20150045262A1 (en) * 2012-10-12 2015-02-12 Basf Se Lubricant Compositions Comprising Trimethoxyboroxines and Amine Compounds To Improve Fluoropolymer Seal Compatibility
BR112015011005A2 (pt) * 2012-11-16 2017-08-15 Basf Se Composição lubrificante, e, métodos para lubrificar um sistema compreendendo uma vedação de fluoropolímero e para uso de um composto de epóxido
FR3000103B1 (fr) * 2012-12-21 2015-04-03 Total Raffinage Marketing Composition lubrifiante a base d'ether de polyglycerol
US10106759B2 (en) * 2013-04-22 2018-10-23 Basf Se Seal compatibility additive to improve fluoropolymer seal compatibility of lubricant compositions
US10066186B2 (en) 2013-04-22 2018-09-04 Basf Se Lubricating oil compositions containing a halide seal compatibility additive and a second seal compatibility additive
RU2528833C1 (ru) * 2013-05-15 2014-09-20 Открытое акционерное общество "Нефтяная компания "Роснефть" Редукторное масло
CN105229128B (zh) 2013-05-20 2018-07-06 出光兴产株式会社 润滑油组合物
EP2816097A1 (fr) * 2013-06-18 2014-12-24 Shell Internationale Research Maatschappij B.V. Composition d'huile de lubrification
US9309205B2 (en) 2013-10-28 2016-04-12 Wincom, Inc. Filtration process for purifying liquid azole heteroaromatic compound-containing mixtures
US9963657B2 (en) 2013-11-04 2018-05-08 Basf Se Lubricant composition
US9562208B2 (en) * 2014-07-02 2017-02-07 Basf Se Sulfonate esters to improve fluoropolymer seal compatibility of lubricant compositions
EP3189125B1 (fr) * 2014-09-04 2021-03-03 Vanderbilt Chemicals, LLC Compositions lubrifiantes comprenant additif antioxydant liquide sans cendre
JP6863557B2 (ja) * 2016-12-05 2021-04-21 出光興産株式会社 潤滑油組成物及びその製造方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6028496A (ja) * 1983-07-25 1985-02-13 Adeka Argus Chem Co Ltd 潤滑油組成物
US5273669A (en) * 1988-07-18 1993-12-28 Ciba-Geigy Corporation Lubricant composition
US5073278A (en) * 1988-07-18 1991-12-17 Ciba-Geigy Corporation Lubricant composition
US5268113A (en) * 1989-07-07 1993-12-07 Ciba-Geigy Corporation Lubricant composition
EP0406826B1 (fr) * 1989-07-07 1993-08-11 Ciba-Geigy Ag Composition de lubrifiant
US7592495B2 (en) * 2000-07-11 2009-09-22 King Industries Compositions of Group II and/or Group III base oils and alkylated fused and/or polyfused aromatic compounds
JP2004051758A (ja) * 2002-07-19 2004-02-19 Asahi Denka Kogyo Kk 硫黄含量の高い鉱油を基油とする潤滑油組成物
CN1333054C (zh) * 2004-06-29 2007-08-22 中国石油化工股份有限公司 润滑油复合稳定剂及稳定的加氢润滑油组合物
PL2049630T3 (pl) * 2006-07-31 2015-10-30 Basf Se Kompozycja smarowa

Also Published As

Publication number Publication date
JP2009545640A (ja) 2009-12-24
CA2657382C (fr) 2014-09-09
WO2008015116A3 (fr) 2008-03-20
KR20090033358A (ko) 2009-04-02
AU2007280548B2 (en) 2012-04-05
IL196250A (en) 2013-10-31
CA2657382A1 (fr) 2008-02-07
PL2049630T3 (pl) 2015-10-30
CN101495605B (zh) 2014-03-05
RU2462505C2 (ru) 2012-09-27
KR101433140B1 (ko) 2014-08-22
JP2014139313A (ja) 2014-07-31
BRPI0714961A2 (pt) 2013-07-30
WO2008015116A2 (fr) 2008-02-07
EP2049630A2 (fr) 2009-04-22
AU2007280548A1 (en) 2008-02-07
JP5546858B2 (ja) 2014-07-09
BRPI0714961B1 (pt) 2016-11-22
IL196250A0 (en) 2009-09-22
CN101495605A (zh) 2009-07-29
RU2009106723A (ru) 2010-09-10
MX2009001124A (es) 2009-03-05

Similar Documents

Publication Publication Date Title
EP2049630B1 (fr) Composition de lubrifiant
US7932218B2 (en) Lubricant composition
US10093879B2 (en) Lubricant composition comprising hindered cyclic amines
SK283148B6 (sk) Zmes obsahujúca beta-ditiofosforylované propiónové kyseliny a spôsob zlepšenia odolnosti mazív, hydraulických kvapalín alebo kvapalín na obrábanie kovov
KR20130028033A (ko) 윤활 조성물
KR102124103B1 (ko) 개선된 마모방지 특성을 갖는 윤활제 조성물
KR100274362B1 (ko) 윤활 첨가제로서 유용한 비스디티오인산 유도체
JP6856629B2 (ja) 潤滑剤組成物
KR20050046781A (ko) 부식 방지제로서 유용한 숙신산 반-아미드
JP6856628B2 (ja) 潤滑剤組成物
US10704007B2 (en) Composition and method of forming the same
US6255259B1 (en) Phosphorus-free multifunctional additives for lubricants
US5360563A (en) Trisamidodithionodiphospates
SA07280400B1 (ar) تركيبة مزلق
EP2885388B1 (fr) Polymère pour compositions de lubrifiant et son procédé de formation
US20180057767A1 (en) Lubricant composition

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: 20090107

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC MT NL PL PT RO SE SI SK TR

AX Request for extension of the european patent

Extension state: AL BA HR MK RS

DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20110125

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: BASF SE

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

INTG Intention to grant announced

Effective date: 20141113

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC MT NL PL PT RO SE SI SK TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 724445

Country of ref document: AT

Kind code of ref document: T

Effective date: 20150515

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602007041250

Country of ref document: DE

Effective date: 20150611

REG Reference to a national code

Ref country code: NL

Ref legal event code: T3

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 724445

Country of ref document: AT

Kind code of ref document: T

Effective date: 20150429

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG4D

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

Ref country code: NL

Payment date: 20150722

Year of fee payment: 9

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

Ref country code: ES

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: 20150429

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: 20150429

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: 20150429

Ref country code: PT

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: 20150831

REG Reference to a national code

Ref country code: PL

Ref legal event code: T3

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

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: 20150429

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: 20150429

Ref country code: GR

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: 20150730

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: 20150829

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

Ref country code: BE

Payment date: 20150731

Year of fee payment: 9

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: 20150429

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: 20150429

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602007041250

Country of ref document: DE

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 602007041250

Country of ref document: DE

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

Ref country code: RO

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

Effective date: 20150429

Ref country code: CZ

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: 20150429

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: 20150429

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: 20150429

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

Ref country code: PL

Payment date: 20150630

Year of fee payment: 9

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

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

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20150729

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 FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20150723

26N No opposition filed

Effective date: 20160201

REG Reference to a national code

Ref country code: IE

Ref legal event code: MM4A

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

Ref country code: DE

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

Effective date: 20160202

Ref country code: IT

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: 20150429

Ref country code: GB

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

Effective date: 20150729

Ref country code: LI

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

Effective date: 20150731

Ref country code: CH

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

Effective date: 20150731

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20160331

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: 20150429

Ref country code: FR

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

Effective date: 20150731

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: 20150723

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

Ref country code: BE

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

Effective date: 20160731

REG Reference to a national code

Ref country code: NL

Ref legal event code: MM

Effective date: 20160801

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

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: 20150429

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

Ref country code: NL

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

Effective date: 20160801

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

Ref country code: BG

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: 20150429

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: 20070723

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: 20150429

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: 20150429

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

Ref country code: PL

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

Effective date: 20160723

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 NON-PAYMENT OF DUE FEES

Effective date: 20160723