HRP20170161T1 - Novi aditiv za sprečavanje korozije naftenskom kiselinom i postupak za upotrebu istog - Google Patents
Novi aditiv za sprečavanje korozije naftenskom kiselinom i postupak za upotrebu istog Download PDFInfo
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- HRP20170161T1 HRP20170161T1 HRP20170161TT HRP20170161T HRP20170161T1 HR P20170161 T1 HRP20170161 T1 HR P20170161T1 HR P20170161T T HRP20170161T T HR P20170161TT HR P20170161 T HRP20170161 T HR P20170161T HR P20170161 T1 HRP20170161 T1 HR P20170161T1
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- sulfur
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- 239000000654 additive Substances 0.000 title claims 12
- 230000000996 additive effect Effects 0.000 title claims 12
- 238000005260 corrosion Methods 0.000 title claims 6
- 230000007797 corrosion Effects 0.000 title claims 6
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 title claims 3
- 238000000034 method Methods 0.000 title claims 2
- 230000005764 inhibitory process Effects 0.000 title 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 10
- 239000004215 Carbon black (E152) Substances 0.000 claims 9
- 229930195733 hydrocarbon Natural products 0.000 claims 9
- 150000002430 hydrocarbons Chemical class 0.000 claims 9
- 239000011541 reaction mixture Substances 0.000 claims 9
- 229940126062 Compound A Drugs 0.000 claims 7
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 7
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 239000011593 sulfur Substances 0.000 claims 6
- 229920002367 Polyisobutene Polymers 0.000 claims 5
- 150000001336 alkenes Chemical class 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 5
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims 5
- BLBVLMPUSLFQNF-UHFFFAOYSA-N S.P(O)(O)(O)=O Chemical compound S.P(O)(O)(O)=O BLBVLMPUSLFQNF-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- SUEGWIXYCHISPX-UHFFFAOYSA-N sulfane trihydroxy(sulfanylidene)-lambda5-phosphane Chemical compound OP(O)(O)=S.S SUEGWIXYCHISPX-UHFFFAOYSA-N 0.000 claims 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 230000003197 catalytic effect Effects 0.000 claims 2
- 150000005690 diesters Chemical class 0.000 claims 2
- 229910001873 dinitrogen Inorganic materials 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 229910052760 oxygen Chemical group 0.000 claims 2
- 239000001301 oxygen Chemical group 0.000 claims 2
- 238000010926 purge Methods 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 239000011241 protective layer Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
- C10G75/02—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of corrosion inhibitors
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- 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
- C10L1/26—Organic compounds containing phosphorus
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- C—CHEMISTRY; METALLURGY
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- 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
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2608—Organic compounds containing phosphorus containing a phosphorus-carbon bond
- C10L1/2616—Organic compounds containing phosphorus containing a phosphorus-carbon bond sulfur containing
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- 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
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
-
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- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/12—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having a phosphorus-to-carbon bond
- C10M137/14—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having a phosphorus-to-carbon bond containing sulfur
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- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1033—Oil well production fluids
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- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/202—Heteroatoms content, i.e. S, N, O, P
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- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
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- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/40—Characteristics of the process deviating from typical ways of processing
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- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/80—Additives
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- 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
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1886—Carboxylic acids; metal salts thereof naphthenic acid
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- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
- C10L1/265—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond) oxygen and/or sulfur bonds
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- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/26—Organic compounds containing phosphorus
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- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2691—Compounds of uncertain formula; reaction of organic compounds (hydrocarbons acids, esters) with Px Sy, Px Sy Halz or sulfur and phosphorus containing compounds
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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- 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
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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Claims (9)
1. Aditiv za sprečavanje korozije od naftenske kiseline pri visokoj temperaturi koji se sastoji od kemijske mješavine;
a) spoja A poliizobutilenskog fosfatnog sumpora u količini koja sprječava koroziju; i
b) spoja C tiofosfatnog sumpora u količini koja sprječava koroziju,
naznačen time da je spoj A poliizobutilenski fosfatni sumpor dobiven reakcijom olefina s fosforovim pentasulfidom u prisutnosti katalitičke količine sumpora, stvarajući reakcijsku mješavinu, gdje je količinski omjer navedenog olefina prema navedenom fosforovom pentasulfidu između 1:0.05 do 1:2, navedem olefin je visoko reaktivan poliizobutilen (HRPIB), navedeni sumpor je sumporov prah, i gdje je navedeni sumporov prah prisutan u katalitičkoj količini od 0,5 % do 5% navedenog olefina prema težini; gdje je navedeni spoj C tiofosfatnog sumpora iz formule 2, dobiven reakcijom spoja B tiofosfatnog sumpora s etilen oksidom, i gdje se formula 2 sastoji od spoja C dobivenog reakcijom navedenog spoja B s etilen oksidom, gdje navedeni spoj C tiofosfatnog sumpora obuhvaća mono-ester, di-ester i njihovu mješavinu;
[image]
gdje je X nezavisno bilo sumpor bilo kisik, a bar jedan X je sumpor, i gdje su R1 i R2 vodik ili ugljikovodik koji ima 5 do 18 atoma ugljika, gdje je navedeni spoj B ester fosforne tio-kiseline iz formule 1.
[image]
gdje je X nezavisno ili sumpor ili kisik a bar jedan X je sumpor, i gdje su R1 i R2 vodik ili ugljikovodik koji ima 5 do 18 atoma ugljika, gdje navedeni ester fosforne tio-kiseline iz formule 1 obuhvaća mono-ester, di-ester, njihovu mješavinu;
gdje težinski omjer spoja A prerna spoju C varira između 1:1 i 4:1.
2. Aditiv prema patentnom zahtjevu 1 naznačen time da je količinski omjer navedenog olefina prema fosforovom pentasulfidu 1:1.
3. Aditiv prema patentnom zahtjevu 1 naznačen time da navedeni HRPIB sadrži više od 70% dvostruke veze viniledena.
4. Aditiv prema patentnom zahtjevu 1, naznačen time da je navedeni spoj A poliizobutilenski fosfatni sumpor dobiven reakcijom navedenog HRPIB-a s navedenim fosforovim pentasulfidom u prisutnosti navedenog sumporova praha stvarajući reakcijsku mješavinu,
a) miješanjem i grijanjem navedene reakcijske mješavine navedenog HRPIB-a navedenog fosforovog pentasulfida i navedenog sumporova praha do temperature od 160°C pročišćavanjem dušikovim plinom što je dovelo do odstranjivanja plina sumporovodika (H2S) generiranog tijekom reakcije,
b) održavanjem navedene reakcijske mješavine između 160 i 180°C u razdoblju od jednog do dva sata,
c) povišenjem navedene temperature navedene reakcijske mješavine od 185°C do 250°C,
d) održavanjem navedene reakcijske mješavine s navedenom povišenom temperaturom od 1 do 24 sata,
e) hlađenjem reakcijske mješavine do 100°C, i
f) čišćenjem dušikova plina u reakcijskom spremniku kako bi se izveo sumporovodik koji je tamo prisutan, što rezultira spojem A poliizobutilen fosfatnog sumpora.
5. Aditiv prema patentnom zahtjevu 4, naznačen time da je temperatura navedene reakcijske mješavine koraka pod c) povišena do od 190°C do 230°C.
6. Aditiv prema patentnom zahtjevu 4, naznačen time da je navedena temperatura navedene reakcijske mješavine iz koraka pod c) povišena do od 210°C do 225°C.
7. Aditiv prema bilo kojem od prethodnih patentnih zahtjeva 1 do 6, naznačen time da navedeni HRPIB ima između 10 i 1000 atoma ugljika.
8. Aditiv prema bilo kojem od prethodnih patentnih zahtjeva 1 do 6, naznačen time da navedeni HRPIB ima molekulnu masu od 200 do 10.000.
9. Postupak za sprečavanje korozije metalnih površina naftenskom kiselinom u postrojenjima za preradu ugljikovodika, naznačen time da se postrojenja za preradu sastoje od destilatora, odstranjivača, korita, pumpi oko cjevovoda, a upotrebljava se aditiv koji se sastoji od mješavine navedenog spoja A i navedenog spoja C iz patentnog zahtjeva 1, koji se sastoji od sljedećih koraka:
a) zagrijavanje ugljikovodika koji sadrži naftenske spojeve, kako bi ispario dio navedenog ugljikovodika;
b) kondenziranje dijela ugljikovodičnih para, prolaskom kroz navedeno postrojenje za preradu ugljikovodika, kako bi se proizveo kondenzirani destilat
c) dodavanje navedenom destilatu, prije nego stoje kondenzirani destilat vraćen u navedeno postrojenje za preradu ugljikovodika ih je pokupljen kao produkt, od 1 ppm do 5000 ppm navedenog aditiva gdje je težinski omjer navedenog spoja A prema spoju C od 1:1 do 4:1;
d) dopuštajući navedenom kondenziranom destilatu koji sadrži navedeni aditiv, doticanje navedene metalne površine navedenog postrojenja za preradu ugljikovodika, da načini zaštitni sloj na navedenim površinama čime je svaka površina zaštićena od korozije; i
e) omogućujući navedenom kondenziranom destilatu da se vrati u spomenuto postrojenje za preradu ugljika, ili da bude pokupljen kao narečeni podukt.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN1769MU2007 | 2007-09-14 | ||
EP08850912.0A EP2193179B1 (en) | 2007-09-14 | 2008-09-12 | A novel additive for naphthenic acid corrosion inhibition and method of using the same |
PCT/IN2008/000586 WO2009063496A2 (en) | 2007-09-14 | 2008-09-12 | A novel additive for naphthenic acid corrosion inhibition and method of using the same |
Publications (1)
Publication Number | Publication Date |
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HRP20170161T1 true HRP20170161T1 (hr) | 2017-03-24 |
Family
ID=40639285
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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HRP20170161TT HRP20170161T1 (hr) | 2007-09-14 | 2017-02-01 | Novi aditiv za sprečavanje korozije naftenskom kiselinom i postupak za upotrebu istog |
Country Status (17)
Country | Link |
---|---|
US (1) | US9115319B2 (hr) |
EP (1) | EP2193179B1 (hr) |
JP (1) | JP5496095B2 (hr) |
KR (1) | KR101582105B1 (hr) |
CN (2) | CN104711580A (hr) |
AU (1) | AU2008322235B2 (hr) |
BR (1) | BRPI0815464B1 (hr) |
CA (1) | CA2699181C (hr) |
ES (1) | ES2614763T3 (hr) |
HR (1) | HRP20170161T1 (hr) |
HU (1) | HUE031481T2 (hr) |
MX (1) | MX2010002850A (hr) |
MY (1) | MY151257A (hr) |
PL (1) | PL2193179T3 (hr) |
PT (1) | PT2193179T (hr) |
WO (1) | WO2009063496A2 (hr) |
ZA (1) | ZA201001833B (hr) |
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-
2008
- 2008-09-12 JP JP2010524622A patent/JP5496095B2/ja not_active Expired - Fee Related
- 2008-09-12 US US12/677,791 patent/US9115319B2/en active Active
- 2008-09-12 AU AU2008322235A patent/AU2008322235B2/en not_active Ceased
- 2008-09-12 PT PT88509120T patent/PT2193179T/pt unknown
- 2008-09-12 MX MX2010002850A patent/MX2010002850A/es active IP Right Grant
- 2008-09-12 HU HUE08850912A patent/HUE031481T2/en unknown
- 2008-09-12 MY MYPI20101086 patent/MY151257A/en unknown
- 2008-09-12 EP EP08850912.0A patent/EP2193179B1/en active Active
- 2008-09-12 BR BRPI0815464A patent/BRPI0815464B1/pt not_active IP Right Cessation
- 2008-09-12 CN CN201510085501.9A patent/CN104711580A/zh active Pending
- 2008-09-12 PL PL08850912T patent/PL2193179T3/pl unknown
- 2008-09-12 CN CN200880107312.5A patent/CN101868514B/zh not_active Expired - Fee Related
- 2008-09-12 ES ES08850912.0T patent/ES2614763T3/es active Active
- 2008-09-12 WO PCT/IN2008/000586 patent/WO2009063496A2/en active Application Filing
- 2008-09-12 KR KR1020107008157A patent/KR101582105B1/ko active IP Right Grant
- 2008-09-12 CA CA2699181A patent/CA2699181C/en not_active Expired - Fee Related
-
2010
- 2010-03-15 ZA ZA2010/01833A patent/ZA201001833B/en unknown
-
2017
- 2017-02-01 HR HRP20170161TT patent/HRP20170161T1/hr unknown
Also Published As
Publication number | Publication date |
---|---|
CN104711580A (zh) | 2015-06-17 |
EP2193179B1 (en) | 2016-11-09 |
ZA201001833B (en) | 2011-06-29 |
WO2009063496A3 (en) | 2009-12-30 |
US20100264064A1 (en) | 2010-10-21 |
JP5496095B2 (ja) | 2014-05-21 |
EP2193179A2 (en) | 2010-06-09 |
CA2699181A1 (en) | 2009-05-22 |
JP2010539278A (ja) | 2010-12-16 |
BRPI0815464B1 (pt) | 2018-12-18 |
MX2010002850A (es) | 2010-09-10 |
AU2008322235B2 (en) | 2012-05-03 |
CN101868514A (zh) | 2010-10-20 |
PL2193179T3 (pl) | 2017-07-31 |
US9115319B2 (en) | 2015-08-25 |
KR101582105B1 (ko) | 2016-01-04 |
EP2193179A4 (en) | 2014-04-30 |
CA2699181C (en) | 2015-05-12 |
WO2009063496A2 (en) | 2009-05-22 |
BRPI0815464A2 (pt) | 2015-08-25 |
HUE031481T2 (en) | 2017-07-28 |
ES2614763T3 (es) | 2017-06-01 |
PT2193179T (pt) | 2017-02-14 |
CN101868514B (zh) | 2015-03-25 |
AU2008322235A1 (en) | 2009-05-22 |
KR20100085916A (ko) | 2010-07-29 |
MY151257A (en) | 2014-04-30 |
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