ES2511048T3 - Adhesivos de solidificación con reticulación de silano - Google Patents
Adhesivos de solidificación con reticulación de silano Download PDFInfo
- Publication number
- ES2511048T3 ES2511048T3 ES10701684.2T ES10701684T ES2511048T3 ES 2511048 T3 ES2511048 T3 ES 2511048T3 ES 10701684 T ES10701684 T ES 10701684T ES 2511048 T3 ES2511048 T3 ES 2511048T3
- Authority
- ES
- Spain
- Prior art keywords
- substrates
- silane crosslinking
- adhesive
- plate
- adhesives
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J143/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Adhesives based on derivatives of such polymers
- C09J143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2813—Heat or solvent activated or sealable
- Y10T428/283—Water activated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2878—Adhesive compositions including addition polymer from unsaturated monomer
- Y10T428/2887—Adhesive compositions including addition polymer from unsaturated monomer including nitrogen containing polymer [e.g., polyacrylonitrile, polymethacrylonitrile, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31609—Particulate metal or metal compound-containing
- Y10T428/31612—As silicone, silane or siloxane
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Adhesivo de un solo componente que endurece con humedad, que presenta a 23 ºC en estado no reticulado una viscosidad mayor de 300 Pas, determinada según Physika, cabezal de medición placa/placa, D >= 10 s-1, que contiene a) al menos un prepolímero de polioxialquileno o poliacrilato que puede fluir con al menos un grupo silano que puede hidrolizarse, b) al menos un agente de adición inerte sólido a temperatura ambiente con un punto de reblandecimiento de 40 ºC a 150 ºC, medido según la norma DIN ISO 4625, seleccionado de resinas de hidrocarburo, poliésteres o poliamidas, así como c) coadyuvantes y aditivos.
Description
E10701684
30-09-2014
entre sí rápidamente de manera antideslizante. Durante el almacenamiento en condiciones ambiente habitualesreticula el adhesivo finalmente con la humedad del aire mediante reacción química. Éste establece a este respecto su dureza, su adhesión y la elasticidad. Los adhesivos de acuerdo con la invención pueden usarse para la adhesión de distintos sustratos. Por ejemplo
5 pueden adherirse entre sí sustratos rígidos, tales como vidrio, aluminio, metal, cerámica, plástico o sustrato de madera, eventualmente también superficies lacadas u otras superficies revestidas. Además pueden adherirse también sustratos flexibles tales como láminas de plástico o láminas de metal entre sí o con sustratos sólidos. Pueden establecerse adhesiones por toda la superficie, siendo igualmente posible que se aplique en el borde de sustratos sólidos una tira del adhesivo de acuerdo con la invención, que se adhiere así en un campo limitado con
10 otro sustrato. A este respecto puede usarse el adhesivo también en capa más gruesa de hasta 15 mm.
Los sustratos adheridos de acuerdo con la invención presentan una alta estabilidad frente a la temperatura, a la luz y a la intemperie. Tampoco puede observarse ninguna degradación de los polímeros del adhesivo con la radiación UV permanente, por ejemplo con instalaciones fotovoltaicas o sus partes constituyentes. Igualmente es estable su
15 adherencia al subsuelo. Otra ventaja es la alta flexibilidad del adhesivo. El adhesivo sigue siendo elástico también a elevadas temperatura durante la exposición exterior de los sustratos adheridos. Las posibles dilataciones térmicas de los sustratos uno por debajo de otro no conducen a un quebrantamiento de la adhesión.
Mediante la elección de acuerdo con la invención de las materias primas se obtienen adhesivos que pueden
20 reticularse por medio de grupos silano, que presentan una temperatura de procesamiento baja, que desarrollan al mismo tiempo una alta resistencia y permiten así un proceso de procesamiento más rápido. Mediante el sistema de reticulación elegido se obtienen, en comparación con sistemas de curado con NCO conocidos, adhesivos menos preocupantes en higiene del trabajo, que presentan un buen perfil de propiedades.
25 Las partes adheridas de acuerdo con la invención pueden usarse en distintos sectores. Por ejemplo, éstas pueden usarse en el sector de la construcción, como adhesivo de construcción para partes de instalaciones o para la adhesión de láminas flexibles con sustratos sólidos.
Ejemplos: (dato de cantidad en partes) 30
- Ejemplo 1
- Ejemplo 2 Ejemplo 3 Comparación
- Prepolímero 1 modificado con silano
- 33,1 Terostat MS 939 (obtenible comercialmente)
- Prepolímero 2
- 33,1 33,1
- Plastificante
- 9,7 9,7 8,2
- Estabilizador
- 1,2 1,2 1,2
- Coadyuvante de reología
- 2,0 2,0 2,0
- Dióxido de titanio
- 6,0 6,0 6,0
- Creta
- 45,6 45,6 45,6
- Agente fotoprotector
- 0,05
- Agente de adición sólido 1
- 4,5 4,5 ningún agente de adición sólido
- Agente de adición sólido 2
- 1,0
- Agente secante
- 1,5 1,5 1,5
- Agente adhesivo
- 1,6 1,6 1,6
- Catalizador (a base de Sn)
- 0,8
- Ejemplo 1
- Ejemplo 2 Ejemplo 3 Comparación
- Viscosidad a 23 ºC / Pas
- X1) X X 200
- Viscosidad a 85 ºC / Pas
- 126 174 150 -/
- Shore A
- 52 74 62 49
- Position tack / 300 g
- +2) + + -4)
- Position tack / 1000 g
- +/03) +/03) + -
- resistencia a la tracción/Mpa 7 d
- 2,6 3,0 2,6 3,4
- Alargamiento de rotura / %, 7 d
- 330 140 180 290
- Módulo/MPa, 50 %, 7 d
- 0,9 2,0 1,6 1,0
- 1) x = no medible 2) = ningún desplazamiento 3) = se cae lentamente (> 5 min) 4) = caída inmediata
Procedimiento para la determinación de la resistencia inicial (position tack, pegajosidad de posición) 9
Claims (1)
-
imagen1
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102009001771 | 2009-03-24 | ||
DE200910001771 DE102009001771A1 (de) | 2009-03-24 | 2009-03-24 | Erstarrende Klebstoffe mit Silanvernetzung |
PCT/EP2010/051096 WO2010108716A1 (de) | 2009-03-24 | 2010-01-29 | Erstarrende klebstoffe mit silanvernetzung |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2511048T3 true ES2511048T3 (es) | 2014-10-22 |
ES2511048T5 ES2511048T5 (es) | 2020-05-27 |
Family
ID=42195105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES10701684T Active ES2511048T5 (es) | 2009-03-24 | 2010-01-29 | Adhesivos de solidificación con reticulación de silano |
Country Status (13)
Country | Link |
---|---|
US (1) | US8362123B2 (es) |
EP (1) | EP2411428B2 (es) |
JP (1) | JP5546619B2 (es) |
KR (1) | KR101661785B1 (es) |
CN (1) | CN102361895B (es) |
AU (1) | AU2010227772B2 (es) |
BR (1) | BRPI1012244B1 (es) |
CA (1) | CA2753125C (es) |
DE (1) | DE102009001771A1 (es) |
DK (1) | DK2411428T4 (es) |
ES (1) | ES2511048T5 (es) |
PL (1) | PL2411428T5 (es) |
WO (1) | WO2010108716A1 (es) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2954341B1 (fr) * | 2009-12-21 | 2014-07-11 | Bostik Sa | Composition adhesive reticulable par chauffage |
DE102010010598A1 (de) * | 2010-03-08 | 2011-09-08 | Delo Industrie Klebstoffe Gmbh & Co. Kgaa | Dual härtende Masse und deren Verwendung |
DE102010062186A1 (de) * | 2010-11-30 | 2012-05-31 | Henkel Ag & Co. Kgaa | Zweikomponentige härtbare Zusammensetzung |
US9068103B2 (en) * | 2011-02-03 | 2015-06-30 | Carroll Benford Dickens | Waterproof silane-endcapped adhesive mixture |
US9822288B2 (en) | 2011-02-03 | 2017-11-21 | Carroll Benford Dickens | Waterproof silane-end capped adhesive compositions |
US10161140B1 (en) | 2011-02-03 | 2018-12-25 | Carroll Benford Dickens | Polymeric primer compositions and methods of use in flooring applications to displace gases |
US10308847B1 (en) | 2011-02-03 | 2019-06-04 | Carroll Benford Dickens | Pressure sensitive, waterproof adhesive compositions |
EP2570450A1 (de) * | 2011-09-14 | 2013-03-20 | Sika Technology AG | Formgedächtnis-Material auf Basis eines Strukturklebstoffs |
WO2013164413A1 (de) | 2012-05-03 | 2013-11-07 | Henkel Ag & Co. Kgaa | Zwei - komponenten schmelzklebstoff |
US9365751B2 (en) | 2012-07-24 | 2016-06-14 | Henkel IP & Holding GmbH | Reactive hot melt adhesive |
US20140127857A1 (en) * | 2012-11-07 | 2014-05-08 | Taiwan Semiconductor Manufacturing Company, Ltd. | Carrier Wafers, Methods of Manufacture Thereof, and Packaging Methods |
US8877868B2 (en) | 2013-02-26 | 2014-11-04 | Henkel IP & Holding GmbH | Hot melt adhesive comprising cyanoacrylate curing compounds |
US20160032158A1 (en) | 2013-03-15 | 2016-02-04 | Firestone Building Products Co., LLC | Bonding adhesive and adhered roofing systems prepared using the same |
US11686094B2 (en) | 2013-03-15 | 2023-06-27 | Holcim Technology Ltd | Bonding adhesive and adhered roofing systems prepared using the same |
ES2691483T3 (es) | 2014-01-14 | 2018-11-27 | Henkel IP & Holding GmbH | Adhesivos reactivos de fusión en caliente con adherencia mejorada |
US20150344698A1 (en) * | 2014-06-03 | 2015-12-03 | Corning Incorporated | Adhesion primer for glass and ceramics |
DE102015001405A1 (de) * | 2015-02-04 | 2016-08-04 | Abb Technology Ag | Thermometer und Messvorrichtung für Fluide |
WO2017223173A1 (en) | 2016-06-21 | 2017-12-28 | Bridgestone Americas Tire Operations, Llc | Methods for treating inner liner surface, inner liners resulting therefrom and tires containing such inner liners |
JP6700440B2 (ja) | 2016-06-30 | 2020-05-27 | ブリヂストン アメリカズ タイヤ オペレーションズ、 エルエルシー | インナーライナーを処理するための方法、処理の結果として生じるインナーライナー、及びそのようなインナーライナーを含むタイヤ |
EP3555220B1 (en) | 2016-12-15 | 2022-05-25 | Bridgestone Americas Tire Operations, LLC | Methods for producing polymer-containing coatings upon cured inner liners, methods for producing tires containing such inner liners, and tires containing such inner liners |
WO2018112179A1 (en) | 2016-12-15 | 2018-06-21 | Bridgestone Americas Tire Operations, Llc | Sealant layer with barrier, tire containing same, and related processes |
JP6829315B2 (ja) | 2016-12-15 | 2021-02-10 | ブリヂストン アメリカズ タイヤ オペレーションズ、 エルエルシー | シーラント含有タイヤ及び関連するプロセス |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4222925A (en) | 1978-08-02 | 1980-09-16 | Inmont Corporation | Vulcanizable silicon terminated polyurethane polymer compositions having improved cure speed |
DE10132678A1 (de) * | 2000-07-26 | 2002-02-07 | Henkel Kgaa | Alkoxysilylgruppenhaltige Bindemittel und Bindemittelzusammensetzungen, Verfahren zu deren Herstellung und deren Verwendung |
US7211616B2 (en) * | 2002-02-14 | 2007-05-01 | The Glidden Company | Moisture curable adhesive |
US6649016B2 (en) * | 2002-03-04 | 2003-11-18 | Dow Global Technologies Inc. | Silane functional adhesive composition and method of bonding a window to a substrate without a primer |
DE10237271A1 (de) | 2002-08-14 | 2004-03-04 | Consortium für elektrochemische Industrie GmbH | Polymermassen auf Basis alkoxysilanterminierter Polymere mit regulierbarer Härtungsgeschwindigkeit |
US6803412B2 (en) † | 2003-03-13 | 2004-10-12 | H.B. Fuller Licensing & Financing Inc. | Moisture curable hot melt sealants for glass constructions |
US7317051B2 (en) * | 2003-11-14 | 2008-01-08 | Chem Link | Moisture curable sealer and adhesive composition |
FR2863624B1 (fr) † | 2003-12-11 | 2007-02-09 | Bostik Findley | Compositions adhesives recticulables a l'humidite |
DE102006059473A1 (de) * | 2006-12-14 | 2008-06-19 | Henkel Kgaa | Silylgruppen enthaltende Mischung von Prepolymeren und deren Verwendung |
JP4964056B2 (ja) * | 2007-08-07 | 2012-06-27 | 株式会社カネカ | 硬化性組成物 |
DE102007038030B4 (de) | 2007-08-10 | 2009-07-09 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen aus Dimethoxysilanen |
DE102008003743A1 (de) * | 2008-01-10 | 2009-07-16 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen enthaltend weichelastische silylierte Polyurethane |
DE102008002016A1 (de) | 2008-05-28 | 2009-12-03 | Evonik Röhm Gmbh | Verfahren zur Herstellung von silyl-funktionalisierten ABA-Triblockcopolymeren auf (Meth)acrylatbasis |
-
2009
- 2009-03-24 DE DE200910001771 patent/DE102009001771A1/de not_active Ceased
-
2010
- 2010-01-29 CA CA2753125A patent/CA2753125C/en active Active
- 2010-01-29 EP EP10701684.2A patent/EP2411428B2/de active Active
- 2010-01-29 DK DK10701684.2T patent/DK2411428T4/da active
- 2010-01-29 JP JP2012501201A patent/JP5546619B2/ja active Active
- 2010-01-29 PL PL10701684T patent/PL2411428T5/pl unknown
- 2010-01-29 KR KR1020117022418A patent/KR101661785B1/ko active IP Right Grant
- 2010-01-29 CN CN201080013696.1A patent/CN102361895B/zh active Active
- 2010-01-29 WO PCT/EP2010/051096 patent/WO2010108716A1/de active Application Filing
- 2010-01-29 BR BRPI1012244A patent/BRPI1012244B1/pt not_active IP Right Cessation
- 2010-01-29 AU AU2010227772A patent/AU2010227772B2/en not_active Ceased
- 2010-01-29 ES ES10701684T patent/ES2511048T5/es active Active
-
2011
- 2011-09-22 US US13/240,237 patent/US8362123B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
CA2753125A1 (en) | 2010-09-30 |
CA2753125C (en) | 2017-02-28 |
PL2411428T3 (pl) | 2014-12-31 |
US8362123B2 (en) | 2013-01-29 |
JP5546619B2 (ja) | 2014-07-09 |
DK2411428T3 (da) | 2014-10-13 |
DE102009001771A1 (de) | 2010-09-30 |
WO2010108716A1 (de) | 2010-09-30 |
CN102361895A (zh) | 2012-02-22 |
EP2411428A1 (de) | 2012-02-01 |
AU2010227772B2 (en) | 2012-05-17 |
BRPI1012244A2 (pt) | 2016-03-29 |
CN102361895B (zh) | 2014-07-09 |
AU2010227772A1 (en) | 2011-10-20 |
BRPI1012244B1 (pt) | 2019-10-22 |
PL2411428T5 (pl) | 2020-06-29 |
US20120040191A1 (en) | 2012-02-16 |
EP2411428B1 (de) | 2014-07-02 |
ES2511048T5 (es) | 2020-05-27 |
KR101661785B1 (ko) | 2016-09-30 |
JP2012521451A (ja) | 2012-09-13 |
KR20120001738A (ko) | 2012-01-04 |
DK2411428T4 (da) | 2020-02-24 |
EP2411428B2 (de) | 2019-11-27 |
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