JP2013531095A5 - - Google Patents
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- Publication number
- JP2013531095A5 JP2013531095A5 JP2013514305A JP2013514305A JP2013531095A5 JP 2013531095 A5 JP2013531095 A5 JP 2013531095A5 JP 2013514305 A JP2013514305 A JP 2013514305A JP 2013514305 A JP2013514305 A JP 2013514305A JP 2013531095 A5 JP2013531095 A5 JP 2013531095A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- anhydride
- vegetable oil
- epoxidized vegetable
- dibasic
- 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.)
- Granted
Links
- 239000002253 acid Substances 0.000 claims 48
- 150000008064 anhydrides Chemical class 0.000 claims 45
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 23
- 239000008158 vegetable oil Substances 0.000 claims 23
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims 14
- 239000000047 product Substances 0.000 claims 14
- 239000000203 mixture Substances 0.000 claims 13
- 238000000034 method Methods 0.000 claims 12
- 239000011248 coating agent Substances 0.000 claims 5
- 238000000576 coating method Methods 0.000 claims 5
- 125000003700 epoxy group Chemical group 0.000 claims 4
- 238000010438 heat treatment Methods 0.000 claims 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical compound CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 claims 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 claims 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 claims 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 claims 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 claims 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical group COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 235000021357 Behenic acid Nutrition 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 244000068988 Glycine max Species 0.000 claims 1
- 239000005639 Lauric acid Substances 0.000 claims 1
- 235000021353 Lignoceric acid Nutrition 0.000 claims 1
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 claims 1
- 235000021360 Myristic acid Nutrition 0.000 claims 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 1
- 235000021314 Palmitic acid Nutrition 0.000 claims 1
- 239000005643 Pelargonic acid Substances 0.000 claims 1
- 235000021355 Stearic acid Nutrition 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 239000001361 adipic acid Substances 0.000 claims 1
- 235000011037 adipic acid Nutrition 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 1
- 229940116226 behenic acid Drugs 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000007859 condensation product Substances 0.000 claims 1
- 238000006735 epoxidation reaction Methods 0.000 claims 1
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 125000000755 henicosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Chemical class 0.000 claims 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
- 229960002446 octanoic acid Drugs 0.000 claims 1
- 125000005496 phosphonium group Chemical group 0.000 claims 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 238000003825 pressing Methods 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 claims 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000008117 stearic acid Substances 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 229940014800 succinic anhydride Drugs 0.000 claims 1
- XEZVDURJDFGERA-UHFFFAOYSA-N tricosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCC(O)=O XEZVDURJDFGERA-UHFFFAOYSA-N 0.000 claims 1
- 229940005605 valeric acid Drugs 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35269110P | 2010-06-08 | 2010-06-08 | |
| US61/352,691 | 2010-06-08 | ||
| US39472610P | 2010-10-19 | 2010-10-19 | |
| US61/394,726 | 2010-10-19 | ||
| PCT/US2011/039450 WO2011156378A2 (en) | 2010-06-08 | 2011-06-07 | Vegetable oil-based pressure sensitive adhesives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013531095A JP2013531095A (ja) | 2013-08-01 |
| JP2013531095A5 true JP2013531095A5 (enExample) | 2014-07-17 |
| JP5834072B2 JP5834072B2 (ja) | 2015-12-16 |
Family
ID=44627613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013514305A Expired - Fee Related JP5834072B2 (ja) | 2010-06-08 | 2011-06-07 | 植物油ベースの感圧接着剤 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US9315704B2 (enExample) |
| EP (1) | EP2580296B8 (enExample) |
| JP (1) | JP5834072B2 (enExample) |
| KR (1) | KR101918201B1 (enExample) |
| CN (1) | CN103038302B (enExample) |
| AU (1) | AU2011265010B2 (enExample) |
| BR (1) | BR112012031149B1 (enExample) |
| ES (1) | ES2566556T3 (enExample) |
| MX (1) | MX355342B (enExample) |
| PL (1) | PL2580296T3 (enExample) |
| RU (1) | RU2560408C2 (enExample) |
| WO (1) | WO2011156378A2 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101918201B1 (ko) * | 2010-06-08 | 2019-02-08 | 오리건 스테이트 유니버시티 | 식물성 기름-기초 압력 민감성 접착제 |
| WO2012100171A2 (en) * | 2011-01-20 | 2012-07-26 | Kansas State University Research Foundation | Pressure sensitive adhesives, coatings, and films from plant oils |
| TWI473868B (zh) * | 2011-09-29 | 2015-02-21 | Ind Tech Res Inst | 黏著劑組成物、黏膠及其形成方法與膠帶 |
| WO2013086004A1 (en) * | 2011-12-07 | 2013-06-13 | State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Pressure sensitive adhesives based on carboxylic acids and epoxides |
| JP6228924B2 (ja) * | 2011-12-07 | 2017-11-08 | オレゴン ステイト ユニバーシティー | 植物油ベースの感圧接着剤 |
| WO2013086012A2 (en) | 2011-12-07 | 2013-06-13 | State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Pressure sensitive adhesives based on fatty acids |
| EP2836078A1 (en) * | 2012-04-09 | 2015-02-18 | Avery Dennison Corporation | Pressure sensitive adhesives based on renewable resources, uv curing and related methods |
| BR112015013169A2 (pt) * | 2012-12-05 | 2017-07-11 | Avery Dennison Corp | adesivos sensíveis à pressão prepardos a partir de óleos vegetais maleatados e óleos vegetais epoxidados |
| JP6326500B2 (ja) * | 2013-09-06 | 2018-05-16 | スリーエム イノベイティブ プロパティズ カンパニー | 酸修飾したエポキシ化植物油及び（メタ）アクリルコポリマー硬化性組成物又は硬化した組成物 |
| JP6312238B2 (ja) * | 2013-11-26 | 2018-04-18 | 大阪シーリング印刷株式会社 | 粘着剤 |
| AU2015315051B2 (en) * | 2014-09-12 | 2018-11-08 | Drexel University | Toughening of anhydride cured thermosetting epoxy polymers using grafted triglycerides |
| CN104371642A (zh) * | 2014-11-29 | 2015-02-25 | 湖北大学 | 一种大豆油基压敏胶的制备方法 |
| EP3884007A4 (en) | 2018-11-20 | 2022-07-27 | Oregon State University | UV RADIATION CURED PRESSURE SENSITIVE ADHESIVES MADE FROM VEGETABLE OILS OR ANIMAL FAT |
| CA3140966A1 (en) | 2019-05-31 | 2020-12-03 | Oregon State University | Pressure sensitive adhesives made from uv curing of plant oil-based polyesters |
| EP3828219A1 (de) * | 2019-11-28 | 2021-06-02 | SCS Holding GmbH | Zusammensetzung zur herstellung einer masse mit akustisch dämpfenden eigenschaf-ten und ihre verwendung |
| EP4480983A1 (de) * | 2023-06-20 | 2024-12-25 | ECOPOX GmbH & Co. KG | Härtende zusammensetzung auf basis nachwachsender rohstoffe |
| US12146080B1 (en) | 2024-04-08 | 2024-11-19 | University Of Georgia Research Foundation, Inc. | Home compostable adhesives and methods for making and using the same |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3304344A (en) * | 1961-12-26 | 1967-02-14 | Union Oil Co | Reaction product of a polyepoxy monomer and complex acids derived from solvent extracts of lubricating oils |
| GB1298325A (en) | 1969-02-17 | 1972-11-29 | Avery Products Corp | Substrates coated with pressure sensitive adhesives |
| JPS581739A (ja) | 1981-06-29 | 1983-01-07 | Nippon Carbide Ind Co Ltd | 塩化ビニル系フイルムおよびその製法 |
| CN86102255B (zh) * | 1986-04-04 | 1988-05-18 | 李新华 | 一种柔软固体压敏胶及其制法 |
| US4910287A (en) | 1989-01-06 | 1990-03-20 | Ruco Polymer Corporation | 1-methyl imidazole catalyzed carboxyl terminated polyester |
| US5869301A (en) * | 1995-11-02 | 1999-02-09 | Lockhead Martin Energy Research Corporation | Method for the production of dicarboxylic acids |
| JPH1017560A (ja) * | 1996-07-03 | 1998-01-20 | Daicel Chem Ind Ltd | エポキシ化合物の製造方法並びに硬化性樹脂組成物および水性樹脂組成物 |
| US6121398A (en) * | 1997-10-27 | 2000-09-19 | University Of Delaware | High modulus polymers and composites from plant oils |
| RU2232177C2 (ru) * | 1997-12-02 | 2004-07-10 | Хенкель Коммандитгезелльшафт ауф Акциен | Адгезив и его применение в комбинированных материалах |
| US6335304B1 (en) | 1999-11-09 | 2002-01-01 | King Industries, Inc | Metal salts of phosphoric acid esters as cross linking catalysts |
| US6646033B2 (en) * | 2001-06-08 | 2003-11-11 | The University Of Delaware | Pressure sensitive adhesives from plant oils |
| WO2007051302A1 (en) * | 2005-11-03 | 2007-05-10 | Lillian Peterson | High linolenic linseed oil compositions |
| WO2008008420A1 (en) * | 2006-07-12 | 2008-01-17 | Elevance Renewable Sciences, Inc. | Hot melt adhesive compositions comprising metathesized unsaturated polyol ester wax |
| CN101687975B (zh) * | 2007-04-27 | 2012-06-27 | 陶氏环球技术有限责任公司 | 由可再生油制得的低挥发性涂料，密封剂和粘着剂 |
| US8796351B2 (en) * | 2007-05-21 | 2014-08-05 | Avery Dennison Corporation | Pressure sensitive adhesives made from renewable resources and related methods |
| JP2009029933A (ja) * | 2007-07-27 | 2009-02-12 | Toyo Ink Mfg Co Ltd | エステル型エポキシ樹脂及びそれを含む樹脂組成物及び接着剤組成物 |
| CN101418196A (zh) * | 2007-10-24 | 2009-04-29 | 天津大学 | 以黏米粉为原料的压敏粘性组合物及其应用 |
| JP2009263549A (ja) * | 2008-04-28 | 2009-11-12 | Hitachi Ltd | 植物由来のエポキシ樹脂組成物及びそれを用いた各種機器 |
| KR101918201B1 (ko) * | 2010-06-08 | 2019-02-08 | 오리건 스테이트 유니버시티 | 식물성 기름-기초 압력 민감성 접착제 |
| MX338729B (es) | 2010-08-18 | 2016-04-28 | Avery Dennison Corp | Adhesivos piezosensibles a base de recursos renovables y metodos relacionados. |
-
2011
- 2011-06-07 KR KR1020137000498A patent/KR101918201B1/ko active Active
- 2011-06-07 ES ES11728452.1T patent/ES2566556T3/es active Active
- 2011-06-07 WO PCT/US2011/039450 patent/WO2011156378A2/en not_active Ceased
- 2011-06-07 JP JP2013514305A patent/JP5834072B2/ja not_active Expired - Fee Related
- 2011-06-07 US US13/701,782 patent/US9315704B2/en active Active
- 2011-06-07 CN CN201180037800.5A patent/CN103038302B/zh not_active Expired - Fee Related
- 2011-06-07 PL PL11728452T patent/PL2580296T3/pl unknown
- 2011-06-07 MX MX2012013861A patent/MX355342B/es active IP Right Grant
- 2011-06-07 EP EP11728452.1A patent/EP2580296B8/en active Active
- 2011-06-07 BR BR112012031149-2A patent/BR112012031149B1/pt not_active IP Right Cessation
- 2011-06-07 AU AU2011265010A patent/AU2011265010B2/en not_active Ceased
- 2011-06-07 RU RU2012157252/05A patent/RU2560408C2/ru active
-
2016
- 2016-03-11 US US15/068,291 patent/US9951260B2/en active Active
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