SI2984133T1 - The composition, interactable with the reaction of the real Michael's addition (RMA) - Google Patents
The composition, interactable with the reaction of the real Michael's addition (RMA) Download PDFInfo
- Publication number
- SI2984133T1 SI2984133T1 SI201430726T SI201430726T SI2984133T1 SI 2984133 T1 SI2984133 T1 SI 2984133T1 SI 201430726 T SI201430726 T SI 201430726T SI 201430726 T SI201430726 T SI 201430726T SI 2984133 T1 SI2984133 T1 SI 2984133T1
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- Prior art keywords
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- group
- composition according
- rma
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- 239000000203 mixture Substances 0.000 title claims abstract 22
- 238000006243 chemical reaction Methods 0.000 title claims abstract 4
- 238000006845 Michael addition reaction Methods 0.000 title claims abstract 3
- 230000002378 acidificating effect Effects 0.000 claims abstract 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims abstract 4
- 238000004132 cross linking Methods 0.000 claims 14
- 150000001450 anions Chemical class 0.000 claims 10
- 239000002253 acid Substances 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 229910052698 phosphorus Inorganic materials 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000011347 resin Substances 0.000 claims 3
- 229920005989 resin Polymers 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 150000003852 triazoles Chemical class 0.000 claims 3
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical class C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical group OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims 2
- 239000012964 benzotriazole Substances 0.000 claims 2
- -1 cyclic imide Chemical class 0.000 claims 2
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical class O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 150000003949 imides Chemical class 0.000 claims 2
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims 1
- YMUQRDRWZCHZGC-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO.CCC(CO)(CO)CO YMUQRDRWZCHZGC-UHFFFAOYSA-N 0.000 claims 1
- YCMLQMDWSXFTIF-UHFFFAOYSA-N 2-methylbenzenesulfonimidic acid Chemical compound CC1=CC=CC=C1S(N)(=O)=O YCMLQMDWSXFTIF-UHFFFAOYSA-N 0.000 claims 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical group CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 238000007259 addition reaction Methods 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 150000007514 bases Chemical class 0.000 claims 1
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 239000008199 coating composition Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims 1
- 229940093858 ethyl acetoacetate Drugs 0.000 claims 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical group CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical group OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- OYSUQMQPIJNEBF-UHFFFAOYSA-N pyrrolidine-2,5-dione;tetrabutylazanium Chemical compound O=C1CCC(=O)N1.CCCC[N+](CCCC)(CCCC)CCCC OYSUQMQPIJNEBF-UHFFFAOYSA-N 0.000 claims 1
- 230000009257 reactivity Effects 0.000 claims 1
- 229960002317 succinimide Drugs 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical group C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13162819 | 2013-04-08 | ||
| EP14715339.9A EP2984133B1 (en) | 2013-04-08 | 2014-04-07 | Composition crosslinkable by real michael addition (rma) reaction |
| PCT/EP2014/056953 WO2014166880A1 (en) | 2013-04-08 | 2014-04-07 | Composition crosslinkable by real michael addition (rma) reaction |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI2984133T1 true SI2984133T1 (en) | 2018-06-29 |
Family
ID=48045350
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI201430726T SI2984133T1 (en) | 2013-04-08 | 2014-04-07 | The composition, interactable with the reaction of the real Michael's addition (RMA) |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US10017607B2 (enExample) |
| EP (1) | EP2984133B1 (enExample) |
| JP (1) | JP6373965B2 (enExample) |
| KR (1) | KR102176800B1 (enExample) |
| CN (1) | CN105324426B (enExample) |
| BR (1) | BR112015025624B1 (enExample) |
| DK (1) | DK2984133T3 (enExample) |
| ES (1) | ES2669524T3 (enExample) |
| NO (1) | NO2984133T3 (enExample) |
| PL (1) | PL2984133T3 (enExample) |
| SI (1) | SI2984133T1 (enExample) |
| WO (1) | WO2014166880A1 (enExample) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2764037T3 (pl) | 2011-10-07 | 2017-10-31 | Allnex Netherlands Bv | Sieciowalna kompozycja sieciowalna za pomocą rzeczywistej reakcji addycji Michaela i żywice do zastosowania w tej kompozycji |
| NO2984133T3 (enExample) | 2013-04-08 | 2018-08-25 | ||
| EP3283583A1 (en) | 2015-04-17 | 2018-02-21 | Allnex Netherlands B.V. | Process for the manufacture of a crosslinkable composition |
| US20180134913A1 (en) | 2015-04-17 | 2018-05-17 | Allnex Netherlands B.V. | Floor coating compositions |
| RU2721703C2 (ru) | 2015-04-17 | 2020-05-21 | Аллнекс Незерландс Б.В. | Rma-сшиваемые композиции и rma-сшиваемые смолы для получения покрытий, легко поддающихся очистке |
| WO2016166365A1 (en) | 2015-04-17 | 2016-10-20 | Nuplex Resins B.V. | Adhesion promotor for real michael addition crosslinkable compositions |
| PL3478299T3 (pl) | 2016-06-30 | 2021-06-28 | Elementis Specialties, Inc. | Sieciowalne kompozycje powłokowe poddane formulacji z uśpionym inicjatorem karbaminianowym |
| EP3279274A1 (en) | 2016-07-31 | 2018-02-07 | ALLNEX AUSTRIA GmbH | Cationic water-dilutable binders |
| AU2018267953B2 (en) | 2017-05-16 | 2023-10-19 | Allnex Netherlands B.V. | A coating system for RMA crosslinkable coating compositions |
| US10894886B2 (en) | 2017-06-13 | 2021-01-19 | Elementis Specialties, Inc. | Coating system |
| WO2019039467A1 (ja) * | 2017-08-23 | 2019-02-28 | 関西ペイント株式会社 | カチオン電着塗料組成物及び電着塗装方法 |
| EP3492507A1 (en) | 2017-11-29 | 2019-06-05 | ALLNEX AUSTRIA GmbH | Hardener composition for aqueous epoxy resin based coating compositions, process for their preparation, and use thereof |
| WO2019097002A1 (en) | 2017-11-19 | 2019-05-23 | Allnex Austria Gmbh | Hardener composition for aqueous epoxy resin based coating compositions, process for its preparation and use thereof |
| US11920058B2 (en) | 2018-01-26 | 2024-03-05 | Allnex Netherlands B.V. | Powder coating composition |
| CN112074576A (zh) * | 2018-05-07 | 2020-12-11 | 宣伟投资管理有限公司 | 耐腐蚀的底漆和面涂层组合物 |
| CA3052694A1 (en) | 2018-09-11 | 2020-03-11 | Ivm Chemicals S.R.L. | Insulating composition and kit comprising such composition |
| EP3856861A1 (en) * | 2018-09-26 | 2021-08-04 | Swimc Llc | Curable coating compositions |
| EP3663326A1 (en) | 2018-12-04 | 2020-06-10 | Allnex Netherlands B.V. | Rma crosslinkable polymer |
| CN109877025B (zh) | 2019-01-29 | 2022-04-26 | 广东华润涂料有限公司 | 木制品及其制备方法 |
| CN109909138B (zh) | 2019-01-29 | 2022-07-12 | 广东华润涂料有限公司 | 木制品及其制备方法 |
| EP3689986A1 (en) | 2019-02-01 | 2020-08-05 | ALLNEX AUSTRIA GmbH | Binder for aqueous coating compositions |
| KR102886123B1 (ko) * | 2019-02-01 | 2025-11-13 | 알넥스 오스트리아 게엠베하 | 수성 코팅 조성물에 대한 결합제 |
| EP3712190A1 (en) | 2019-03-18 | 2020-09-23 | ALLNEX AUSTRIA GmbH | Binder for an aqueous coating composition |
| EP3702423A1 (en) | 2019-02-26 | 2020-09-02 | Allnex Netherlands B.V. | A coating system for rma crosslinkable coating compositions |
| CN110105799B (zh) | 2019-05-07 | 2021-10-01 | 广东华润涂料有限公司 | 木器用涂料组合物以及由其制成的木制品 |
| CN110240821B (zh) * | 2019-05-07 | 2021-04-02 | 广东华润涂料有限公司 | 木器用涂料组合物以及由其制成的木制品 |
| DE102020114565A1 (de) * | 2019-06-14 | 2020-12-17 | Mankiewicz Gebr. & Co. (Gmbh & Co. Kg) | Modifizierte Beschichtungsstoffe auf Basis von RMA-Bindemitteln mit verbesserter Haftung auf Metallsubstraten |
| MX2022007244A (es) | 2019-12-19 | 2022-07-13 | Allnex Netherlands Bv | Composicion reticulable no acuosa. |
| IT202000013237A1 (it) | 2020-06-04 | 2021-12-04 | Ivm Chemicals S R L | Kit comprendente una composizione isolante |
| EP4165096A1 (en) | 2020-06-16 | 2023-04-19 | Guangdong Huarun Paints Co. Ltd. | Curable coating composition and coated article |
| CN114075398B (zh) * | 2020-08-21 | 2025-03-14 | 宣伟(广东)新材料有限公司 | 涂料组合物及包含该涂料组合物所形成的涂层的涂布制品 |
| CN112457752B (zh) * | 2021-02-01 | 2021-08-24 | 佛山宜可居新材料有限公司 | 一种可热固化的粉末涂料组合物及其制备方法 |
| CN112457751B (zh) * | 2021-02-01 | 2021-07-06 | 佛山宜可居新材料有限公司 | 一种可热固化的粉末涂料组合物及其制备方法 |
| WO2022212457A1 (en) | 2021-03-31 | 2022-10-06 | Sheboygan Paint Company | Triphenylphosphine-containing coatings with enhanced adhesion to unprimed surfaces |
| EP4359482A1 (en) | 2021-06-22 | 2024-05-01 | Allnex Netherlands B.V. | Non aqueous crosslinkable composition |
| CN119301168A (zh) | 2022-07-13 | 2025-01-10 | Sika技术股份公司 | 可在室温下固化并由聚醛和聚丙二酸酯制成的聚合物组合物 |
| CN117624830A (zh) * | 2022-08-25 | 2024-03-01 | 广东华润涂料有限公司 | 可迈克尔加成固化的组合物及其应用,以及适用于上述组合物的改性环氧树脂的制备方法 |
| WO2025131930A1 (en) | 2023-12-19 | 2025-06-26 | Allnex Netherlands B.V. | Non-aqueous coating composition |
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-
2014
- 2014-04-07 NO NO14715339A patent/NO2984133T3/no unknown
- 2014-04-07 CN CN201480032729.5A patent/CN105324426B/zh active Active
- 2014-04-07 BR BR112015025624-4A patent/BR112015025624B1/pt active IP Right Grant
- 2014-04-07 SI SI201430726T patent/SI2984133T1/en unknown
- 2014-04-07 PL PL14715339T patent/PL2984133T3/pl unknown
- 2014-04-07 DK DK14715339.9T patent/DK2984133T3/en active
- 2014-04-07 EP EP14715339.9A patent/EP2984133B1/en active Active
- 2014-04-07 US US14/781,600 patent/US10017607B2/en active Active
- 2014-04-07 ES ES14715339.9T patent/ES2669524T3/es active Active
- 2014-04-07 KR KR1020157031407A patent/KR102176800B1/ko active Active
- 2014-04-07 WO PCT/EP2014/056953 patent/WO2014166880A1/en not_active Ceased
- 2014-04-07 JP JP2016506869A patent/JP6373965B2/ja active Active
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- 2018-06-07 US US16/002,067 patent/US10604622B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP6373965B2 (ja) | 2018-08-15 |
| EP2984133B1 (en) | 2018-03-28 |
| BR112015025624A2 (pt) | 2017-07-18 |
| DK2984133T3 (en) | 2018-05-28 |
| ES2669524T3 (es) | 2018-05-28 |
| US20160060389A1 (en) | 2016-03-03 |
| KR102176800B1 (ko) | 2020-11-11 |
| NO2984133T3 (enExample) | 2018-08-25 |
| BR112015025624B1 (pt) | 2021-09-08 |
| CN105324426A (zh) | 2016-02-10 |
| JP2016514760A (ja) | 2016-05-23 |
| US10017607B2 (en) | 2018-07-10 |
| EP2984133A1 (en) | 2016-02-17 |
| PL2984133T3 (pl) | 2018-07-31 |
| US20180282477A1 (en) | 2018-10-04 |
| US10604622B2 (en) | 2020-03-31 |
| WO2014166880A1 (en) | 2014-10-16 |
| KR20150143556A (ko) | 2015-12-23 |
| CN105324426B (zh) | 2018-07-03 |
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