PL400162A1 - Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy - Google Patents

Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy

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Publication number
PL400162A1
PL400162A1 PL400162A PL40016212A PL400162A1 PL 400162 A1 PL400162 A1 PL 400162A1 PL 400162 A PL400162 A PL 400162A PL 40016212 A PL40016212 A PL 40016212A PL 400162 A1 PL400162 A1 PL 400162A1
Authority
PL
Poland
Prior art keywords
metathesis reactions
conducting
ruthenium complexes
new ruthenium
reactions
Prior art date
Application number
PL400162A
Other languages
English (en)
Inventor
Krzysztof Skowerski
Michał Bieniek
Original Assignee
Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia
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 Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia filed Critical Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia
Priority to PL400162A priority Critical patent/PL400162A1/pl
Priority to JP2015523570A priority patent/JP6121533B2/ja
Priority to SG11201408224SA priority patent/SG11201408224SA/en
Priority to CN201380036034.XA priority patent/CN104428306B/zh
Priority to AU2013294909A priority patent/AU2013294909B2/en
Priority to RU2014152207/04A priority patent/RU2586213C1/ru
Priority to CA2875956A priority patent/CA2875956C/en
Priority to EP13745377.5A priority patent/EP2877478B1/en
Priority to US14/406,741 priority patent/US9328132B2/en
Priority to KR1020157000377A priority patent/KR101749238B1/ko
Priority to PCT/EP2013/065839 priority patent/WO2014016422A1/en
Priority to PL13745377T priority patent/PL2877478T3/pl
Publication of PL400162A1 publication Critical patent/PL400162A1/pl
Priority to IL236128A priority patent/IL236128A/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046Ruthenium compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B01J31/2414Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/28Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/293Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/475Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/28Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F132/00Homopolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
    • C08F132/02Homopolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings
    • C08F132/06Homopolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings having two or more carbon-to-carbon double bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/04Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
    • C08G61/06Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
    • C08G61/08Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54Metathesis reactions, e.g. olefin metathesis
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/821Ruthenium
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/06Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/332Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
    • C08G2261/3325Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from other polycyclic systems
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40Polymerisation processes
    • C08G2261/41Organometallic coupling reactions
    • C08G2261/418Ring opening metathesis polymerisation [ROMP]

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Catalysts (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Przedmiotem wynalazku sa kompleksy metali o wzorze ogólnym 1. Wynalazek dotyczy takze zastosowania kompleksów metali o wzorze ogólnym 1 jako (pre)katalizatorów reakcji metatezy olefin, oraz sposobu prowadzenia reakcji metatezy olefin.
PL400162A 2012-07-27 2012-07-27 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy PL400162A1 (pl)

Priority Applications (13)

Application Number Priority Date Filing Date Title
PL400162A PL400162A1 (pl) 2012-07-27 2012-07-27 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy
RU2014152207/04A RU2586213C1 (ru) 2012-07-27 2013-07-26 Новые рутениевые комплексы, их применение в реакциях метатезиса и способ проведения реакции метатезиса
SG11201408224SA SG11201408224SA (en) 2012-07-27 2013-07-26 Novel ruthenium complexes, their use in the metathesis reactions, and a process for carrying out the metathesis reaction
CN201380036034.XA CN104428306B (zh) 2012-07-27 2013-07-26 新的钌络合物、其在复分解反应中的应用以及用于进行复分解反应的方法
AU2013294909A AU2013294909B2 (en) 2012-07-27 2013-07-26 Novel ruthenium complexes, their use in the metathesis reactions, and a process for carrying out the metathesis reaction
JP2015523570A JP6121533B2 (ja) 2012-07-27 2013-07-26 新規ルテニウム錯体、それらのメタセシス反応における使用方法、及びメタセシス反応を実施するための方法
CA2875956A CA2875956C (en) 2012-07-27 2013-07-26 Ruthenium complexes comprising chelating alkylidene ligands and their use as metathesis catalysts
EP13745377.5A EP2877478B1 (en) 2012-07-27 2013-07-26 Novel ruthenium complexes, their use in the metathesis reactions, and a process for carrying out the metathesis reaction
US14/406,741 US9328132B2 (en) 2012-07-27 2013-07-26 Ruthenium complexes, their use in the metathesis reactions, and a process for carrying out the metathesis reaction
KR1020157000377A KR101749238B1 (ko) 2012-07-27 2013-07-26 신규 루테늄 착물, 복분해 반응에서 이의 용도, 및 복분해 반응의 수행 방법
PCT/EP2013/065839 WO2014016422A1 (en) 2012-07-27 2013-07-26 Novel ruthenium complexes, their use in the metathesis reactions, and a process for carrying out the metathesis reaction
PL13745377T PL2877478T3 (pl) 2012-07-27 2013-07-26 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy
IL236128A IL236128A (en) 2012-07-27 2014-12-08 Ruthenium bracelets, their use of metathesis reactions, and the process of performing the metathesis reaction

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL400162A PL400162A1 (pl) 2012-07-27 2012-07-27 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy

Publications (1)

Publication Number Publication Date
PL400162A1 true PL400162A1 (pl) 2014-02-03

Family

ID=48917515

Family Applications (2)

Application Number Title Priority Date Filing Date
PL400162A PL400162A1 (pl) 2012-07-27 2012-07-27 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy
PL13745377T PL2877478T3 (pl) 2012-07-27 2013-07-26 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy

Family Applications After (1)

Application Number Title Priority Date Filing Date
PL13745377T PL2877478T3 (pl) 2012-07-27 2013-07-26 Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy

Country Status (12)

Country Link
US (1) US9328132B2 (pl)
EP (1) EP2877478B1 (pl)
JP (1) JP6121533B2 (pl)
KR (1) KR101749238B1 (pl)
CN (1) CN104428306B (pl)
AU (1) AU2013294909B2 (pl)
CA (1) CA2875956C (pl)
IL (1) IL236128A (pl)
PL (2) PL400162A1 (pl)
RU (1) RU2586213C1 (pl)
SG (1) SG11201408224SA (pl)
WO (1) WO2014016422A1 (pl)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL400162A1 (pl) 2012-07-27 2014-02-03 Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy
PL238806B1 (pl) * 2015-09-30 2021-10-04 Apeiron Synthesis Spolka Akcyjna Kompleks rutenu i sposób jego wytwarzania, związek pośredni stosowany w tym sposobie oraz zastosowanie kompleksu rutenu i związku pośredniego w metatezie olefin
EP4431180A3 (en) * 2015-12-10 2024-11-20 Umicore AG & Co. KG Olefin metathesis catalysts
EP3583088B1 (en) 2017-02-17 2025-09-10 Provivi, Inc. Synthesis of pheromones and related materials via olefin metathesis
US11471867B2 (en) 2017-06-23 2022-10-18 Gwangju Institute Of Science And Technology Ligand for forming ruthenium complex, ruthenium complex catalyst, production method therefor and use thereof
TWI758525B (zh) * 2017-08-10 2022-03-21 日商住友電木股份有限公司 作為光學材料之聚環烯烴聚合物組成物
TWI777027B (zh) 2018-01-26 2022-09-11 日商住友電木股份有限公司 聚環烯烴單體及由能夠產生光酸作為光學材料的化合物活化之催化劑
TWI794520B (zh) 2018-06-29 2023-03-01 日商住友電木股份有限公司 作為 3d 列印材料之聚環烯烴單體及由能夠產生光酸之化合物活化之催化劑
EP3814363B1 (en) 2018-06-29 2023-12-27 Apeiron Synthesis S.A. Organoruthenium complexes as precatalysts for olefin metathesis
WO2020132665A1 (en) 2018-12-21 2020-06-25 Promerus, Llc High impact strength 3d printing materials derived from polycycoolefin monomers and crosslinkers
KR102670566B1 (ko) * 2019-01-18 2024-05-31 광주과학기술원 루테늄 착화합물, 이의 제조를 위한 리간드 및 이의 용도
KR102814148B1 (ko) * 2019-07-25 2025-05-30 스미토모 베이클리트 컴퍼니 리미티드 광학재료로서의 안정적인 폴리시클로올레핀 중합체 및 무기 나노입자 조성물
KR102879918B1 (ko) * 2019-09-27 2025-10-31 니폰 제온 가부시키가이샤 중합체 함유물 및 그 제조 방법, 그리고, 필름
JP7792708B2 (ja) 2021-02-02 2025-12-26 アペイロン シンセシス エス アー 長い貯蔵寿命安定性のオレフィンメタセシス用の触媒(前駆体)としての有機ルテニウム錯体
TWI895585B (zh) 2021-02-02 2025-09-01 日商住友電木股份有限公司 作為光學材料之保存期限長期穩定的光活性本體聚合型多環烯烴組成物
TW202323266A (zh) 2021-11-29 2023-06-16 美商普羅梅勒斯有限公司 作為光學材料之包含保存期限長期穩定的光活性本體聚合型多環烯烴組成物之雙重uv阻斷劑
KR20250090340A (ko) 2022-10-21 2025-06-19 메르크 파텐트 게엠베하 조성물
WO2025012183A1 (en) 2023-07-10 2025-01-16 Merck Patent Gmbh Composition

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MXPA03008323A (es) * 2001-03-26 2003-12-11 Dow Global Technologies Inc Metatesis de esteres de acidos grasos insaturados o de acidos grasos insaturados con olefinas inferiores.
EP1395616B1 (en) * 2001-04-16 2019-05-22 California Institute Of Technology Group 8 transition metal carbene complexes as enantioselective olefin metathesis catalysts
PL199412B1 (pl) * 2002-10-15 2008-09-30 Boehringer Ingelheim Int Nowe kompleksy rutenu jako (pre)katalizatory reakcji metatezy, pochodne 2-alkoksy-5-nitrostyrenu jako związki pośrednie i sposób ich wytwarzania
PL199428B1 (pl) 2003-12-29 2008-09-30 Polska Akademia Nauk Instytut Nowe kompleksy rutenu, pochodne 2-alkoksy-4-nitrostyrenu jako (pre)katalizatory (54) reakcji metatezy, pochodne 2-alkoksy-4-nitrostyrenu jako związki pośrednie oraz sposób ich wytwarzania
JP5406525B2 (ja) * 2005-07-04 2014-02-05 ツァナン・サイテック・カンパニー・リミテッド ルテニウム錯体配位子、ルテニウム錯体、固定化ルテニウム錯体触媒及びその調製方法と用途
RU2311231C1 (ru) * 2006-08-15 2007-11-27 ООО "Объединенный центр исследований и разработок" Катализатор для получения эфиров акриловой кислоты по реакции метатезиса диалкилмалеатов (варианты) и каталитическая композиция на его основе
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EP2255877B1 (en) 2009-05-07 2014-09-24 Umicore AG & Co. KG Method for preparation of ruthenium-based metathesis catalysts with chelating alkylidene ligands
RU2402572C1 (ru) * 2009-07-09 2010-10-27 Общество с ограниченной ответственностью "Объединенный центр исследований и разработок" Способ получения полидициклопентадиена и материалов на его основе
CN102476060B (zh) * 2010-11-24 2013-07-10 中国石油化工股份有限公司 一种烯烃复分解催化剂及其制备方法
PL400162A1 (pl) 2012-07-27 2014-02-03 Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy

Also Published As

Publication number Publication date
JP2015525776A (ja) 2015-09-07
RU2586213C1 (ru) 2016-06-10
CN104428306A (zh) 2015-03-18
CA2875956C (en) 2016-01-19
SG11201408224SA (en) 2015-01-29
WO2014016422A1 (en) 2014-01-30
EP2877478A1 (en) 2015-06-03
JP6121533B2 (ja) 2017-04-26
EP2877478B1 (en) 2016-11-16
IL236128A0 (en) 2015-02-01
AU2013294909A1 (en) 2015-01-22
IL236128A (en) 2017-07-31
KR101749238B1 (ko) 2017-06-20
AU2013294909B2 (en) 2015-11-19
CA2875956A1 (en) 2014-01-30
PL2877478T3 (pl) 2017-05-31
KR20150023672A (ko) 2015-03-05
CN104428306B (zh) 2017-05-24
US9328132B2 (en) 2016-05-03
US20150158896A1 (en) 2015-06-11

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