EP2986657A2 - Alkoxysilylhaltige klebdichtstoffe mit intrinsisch reduzierter viskosität - Google Patents

Alkoxysilylhaltige klebdichtstoffe mit intrinsisch reduzierter viskosität

Info

Publication number
EP2986657A2
EP2986657A2 EP14710242.0A EP14710242A EP2986657A2 EP 2986657 A2 EP2986657 A2 EP 2986657A2 EP 14710242 A EP14710242 A EP 14710242A EP 2986657 A2 EP2986657 A2 EP 2986657A2
Authority
EP
European Patent Office
Prior art keywords
formula
independently
carbon atoms
radical
group
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.)
Withdrawn
Application number
EP14710242.0A
Other languages
German (de)
English (en)
French (fr)
Inventor
Matthias Lobert
Michael Ferenz
Anke Lewin
Frank Schubert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Evonik Degussa GmbH
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 Evonik Degussa GmbH filed Critical Evonik Degussa GmbH
Publication of EP2986657A2 publication Critical patent/EP2986657A2/de
Withdrawn legal-status Critical Current

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
    • C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
    • C09J171/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5096—Polyethers having heteroatoms other than oxygen 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • 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
    • C08G65/04—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 from cyclic ethers only
    • C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
    • 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
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/08—Polyurethanes from polyethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • 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
    • C08G2190/00—Compositions for sealing or packing joints
    • 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
    • C09J2471/00—Presence of polyether
    • C09J2471/003—Presence of polyether in the primer coating
    • 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
    • C09J2475/00—Presence of polyurethane
    • C09J2475/003—Presence of polyurethane in the primer coating

Definitions

  • M is a radical of formula (Ia) or of formula (Ib) or of formula (Ic), wherein
  • Atoms is, whose chain can be interrupted by oxygen and can carry other functional groups such as carboxyl groups or
  • Trimellitic anhydride and polyfunctional acid anhydrides such as pyromellitic dianhydride, benzophenone-3,3 ', 4,4'-tetracarboxylic dianhydride, 1,2,3,4-
  • alkoxylation products / polymers of the polyethers PE which are dihydroxy-functional.
  • divalent polyethers PE prepared from propylene oxide (PO), 3-glycidyloxypropyltriethoxysilane (GLYEO) and a branched structural glycidyl ether (eg 2-ethylhexyl glycidyl ether) and optionally further ethylene oxide (EO) and / or glycidyl ether without branched structural elements were.
  • PO propylene oxide
  • GLYEO 3-glycidyloxypropyltriethoxysilane
  • EO branched structural glycidyl ether
  • EO ethylene oxide
  • y 0 to 20, preferably 0,
  • composition according to the invention preferably comprises one or more adhesion promoters and / or one or more drying agents, in particular chemical moisture drying agents.
  • vinyltrimethoxysilane (Dynasylan ® VTMO, Evonik or Geniosil ® XL 10, Wacker AG), vinyltriethoxysilane (DYNASYLAN ® VTEO, Evonik or Geniosil ® GF 56, Wacker) was used as drying agent.
  • the inventive composition preferably contains vinyl trimethoxysilane (Dynasylan ® VTMO, Evonik or Geniosil ® XL 10, Wacker AG).
  • rheological additives preferably contain, in addition to the filler may be selected from the group of amide waxes, available for example from Cray Valley under the trade name Crayvallac ®, hydrogenated vegetable oils and fats, fumed silicas, such as Aerosil ® R202, or R805 (both available from Evonik) or Cab-O- Sil® TS 720 or TS 620 or TS 630 (sold by Cabot). If pyrogenic silicas are already used as fillers, the addition of a rheological additive can be omitted.
  • compositions according to the invention are particularly preferably used for sealing and / or coating particulate or flat substrates, in the construction industry or in vehicle construction, for sealing and bonding construction elements and components, and for coating porous or non-porous, particulate or sheet-like substrates Coating and modification of surfaces and for applications on metals, in particular on construction materials such as iron, steel, stainless steel and cast iron, for use on ceramic materials, in particular based on solid metal or non-metal oxides or carbides, alumina, magnesium oxide or calcium oxide, on mineral substrates or organic substrates, in particular cork and / or wood, for binding, reinforcement and leveling of uneven, porous or brittle substrates, such as mineral substrates, particleboard and fibreboard made of wood or cork, composite materials such as Wood composites such as MDF (medium density fiberboard), WPC (Wood Plastic Composites), chipboard, cork, laminated articles, ceramics, but also natural fibers and synthetic fibers, or mixtures of different substrates used.
  • construction materials such as iron
  • the first block was annealed at 130 ° C, the second block at 95 ° C. Finally, the reaction mixture was degassed at 95 ° C for 15 minutes and 500 ppm antioxidant (Irganox ® 1 135) stirred. The molar ratios of the reactants used based on 1 mol of starter are shown in Table 1. Table 1 :
  • Poly THF® 2000 (available from BASF) is polytetrahydrofuran with an average molecular weight of 2000 g / mol.
  • silyl polyether from Example 1 185.4 g were initially charged and heated to 60.degree. Subsequently, 5.8 g of IPDI were added, stirred for five minutes and 0.2 g of TIB Kat 722 added. The mixture was stirred for 45 minutes, heated to 80 ° C and 1 1, 6 g of a polyether of the general formula C 4 H 9 0 [CH 2 CH (CH 3 ) 0] 5 , 6H added. The mixture was then stirred for a further 3 h.
  • Overlapping bonds were created with the prepared formulation. Two stainless steel substrates (V2A, 1 .4301) were used. The area of overlap bonding was 500 mm 2 . The curing of the bonds was carried out at 23 ° C and 50% relative humidity. After 21 days, the bonds were clamped in a universal testing machine (Shimadzu) and a force was applied to the bond at a constant speed (10 mm / min) until the bond broke. The breaking force was determined.

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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Sealing Material Composition (AREA)
  • Polyethers (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Adhesives Or Adhesive Processes (AREA)
EP14710242.0A 2013-04-17 2014-03-13 Alkoxysilylhaltige klebdichtstoffe mit intrinsisch reduzierter viskosität Withdrawn EP2986657A2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE201310206883 DE102013206883A1 (de) 2013-04-17 2013-04-17 Alkoxysilylhaltige Klebdichtstoffe mit intrinsisch reduzierter Viskosität
PCT/EP2014/054940 WO2014170072A2 (de) 2013-04-17 2014-03-13 Alkoxysilylhaltige klebdichtstoffe mit intrinsisch reduzierter viskosität

Publications (1)

Publication Number Publication Date
EP2986657A2 true EP2986657A2 (de) 2016-02-24

Family

ID=50280372

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14710242.0A Withdrawn EP2986657A2 (de) 2013-04-17 2014-03-13 Alkoxysilylhaltige klebdichtstoffe mit intrinsisch reduzierter viskosität

Country Status (7)

Country Link
US (1) US9550928B2 (enrdf_load_stackoverflow)
EP (1) EP2986657A2 (enrdf_load_stackoverflow)
JP (1) JP2016523988A (enrdf_load_stackoverflow)
CN (1) CN105121507B (enrdf_load_stackoverflow)
BR (1) BR112015026289A2 (enrdf_load_stackoverflow)
DE (1) DE102013206883A1 (enrdf_load_stackoverflow)
WO (1) WO2014170072A2 (enrdf_load_stackoverflow)

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JP2022183009A (ja) 2021-05-27 2022-12-08 エボニック オペレーションズ ゲーエムベーハー ポリエステル－ポリエーテル修飾ポリブタジエンおよびその製造方法
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DE102011076019A1 (de) 2011-05-18 2012-11-22 Evonik Goldschmidt Gmbh Alkoxylierungsprodukte und Verfahren zu ihrer Herstellung mittels DMC-Katalysatoren
DE102011109540A1 (de) 2011-08-03 2013-02-07 Evonik Goldschmidt Gmbh Alkylcarbonat endverschlossene Polyethersilioxane und Verfahren zu deren Herstellung
DE102012202521A1 (de) 2012-02-20 2013-08-22 Evonik Goldschmidt Gmbh Verzweigte Polysiloxane und deren Verwendung
DE102012203737A1 (de) 2012-03-09 2013-09-12 Evonik Goldschmidt Gmbh Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen und mehrere Urethangruppen enthalten und deren Verwendung
DE102013206175A1 (de) 2013-04-09 2014-10-09 Evonik Industries Ag Polysiloxan-Polyether-Copolymere mit Amino- und/oder quaternären Ammoniumgruppen im Polyetherteil und Verfahren zu deren Herstellung
DE102013216751A1 (de) 2013-08-23 2015-02-26 Evonik Industries Ag Modifizierte Alkoxylierungsprodukte, die Alkoxysilylgruppen aufweisen und Urethangruppen enthalten und deren Verwendung

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CN105121507A (zh) 2015-12-02
BR112015026289A2 (pt) 2017-07-25
US20160053145A1 (en) 2016-02-25
WO2014170072A3 (de) 2015-01-08
US9550928B2 (en) 2017-01-24
DE102013206883A1 (de) 2014-10-23
CN105121507B (zh) 2017-08-15
JP2016523988A (ja) 2016-08-12

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