ES2511048T3 - Adhesivos de solidificación con reticulación de silano - Google Patents

Adhesivos de solidificación con reticulación de silano Download PDF

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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
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Prior art keywords
substrates
silane crosslinking
adhesive
plate
adhesives
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Active
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ES10701684.2T
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English (en)
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ES2511048T5 (es
Inventor
Matthias Kohl
Manfred PRÖBSTER
Sandra Foncillas
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of ES2511048T3 publication Critical patent/ES2511048T3/es
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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

imagen1
imagen2
imagen3
imagen4
imagen5
imagen6
imagen7
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
imagen8

Claims (1)

  1. imagen1
ES10701684T 2009-03-24 2010-01-29 Adhesivos de solidificación con reticulación de silano Active ES2511048T5 (es)

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 (21)

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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
US10308847B1 (en) 2011-02-03 2019-06-04 Carroll Benford Dickens Pressure sensitive, waterproof adhesive compositions
US9068103B2 (en) * 2011-02-03 2015-06-30 Carroll Benford Dickens Waterproof silane-endcapped adhesive mixture
US10161140B1 (en) 2011-02-03 2018-12-25 Carroll Benford Dickens Polymeric primer compositions and methods of use in flooring applications to displace gases
US9822288B2 (en) 2011-02-03 2017-11-21 Carroll Benford Dickens Waterproof silane-end capped 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
US11686094B2 (en) 2013-03-15 2023-06-27 Holcim Technology Ltd Bonding adhesive and adhered roofing systems prepared using the same
WO2014145482A2 (en) * 2013-03-15 2014-09-18 Firestone Building Products Co., LLC Bonding adhesive and adhered roofing systems prepared using the same
KR102277661B1 (ko) 2014-01-14 2021-07-16 헨켈 아이피 앤드 홀딩 게엠베하 접착력이 개선된 반응성 핫 멜트 접착제
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
CN109789653B (zh) 2016-06-30 2021-11-12 普利司通美国轮胎运营有限责任公司 用于处理内衬的方法、由此产生的内衬以及包含此类内衬的轮胎
US11697306B2 (en) 2016-12-15 2023-07-11 Bridgestone Americas Tire Operations, Llc Sealant-containing tire and related processes
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

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US4222925A (en) 1978-08-02 1980-09-16 Inmont Corporation Vulcanizable silicon terminated polyurethane polymer compositions having improved cure speed
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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
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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
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Also Published As

Publication number Publication date
EP2411428B1 (de) 2014-07-02
EP2411428B2 (de) 2019-11-27
US20120040191A1 (en) 2012-02-16
PL2411428T3 (pl) 2014-12-31
DK2411428T3 (da) 2014-10-13
WO2010108716A1 (de) 2010-09-30
JP2012521451A (ja) 2012-09-13
BRPI1012244B1 (pt) 2019-10-22
KR20120001738A (ko) 2012-01-04
DK2411428T4 (da) 2020-02-24
KR101661785B1 (ko) 2016-09-30
AU2010227772B2 (en) 2012-05-17
BRPI1012244A2 (pt) 2016-03-29
US8362123B2 (en) 2013-01-29
CA2753125A1 (en) 2010-09-30
DE102009001771A1 (de) 2010-09-30
CA2753125C (en) 2017-02-28
AU2010227772A1 (en) 2011-10-20
JP5546619B2 (ja) 2014-07-09
PL2411428T5 (pl) 2020-06-29
ES2511048T5 (es) 2020-05-27
EP2411428A1 (de) 2012-02-01
CN102361895B (zh) 2014-07-09
CN102361895A (zh) 2012-02-22

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