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DE2148456B2 - Adhesive mixture based on polymeric binder with polymerized hydroxyl-containing silicon compounds - Google Patents

Adhesive mixture based on polymeric binder with polymerized hydroxyl-containing silicon compounds

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Publication number
DE2148456B2
DE2148456B2 DE2148456A DE2148456A DE2148456B2 DE 2148456 B2 DE2148456 B2 DE 2148456B2 DE 2148456 A DE2148456 A DE 2148456A DE 2148456 A DE2148456 A DE 2148456A DE 2148456 B2 DE2148456 B2 DE 2148456B2
Authority
DE
Germany
Prior art keywords
percent
weight
polymeric binder
carbon atoms
silicon compounds
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.)
Granted
Application number
DE2148456A
Other languages
German (de)
Other versions
DE2148456C3 (en
DE2148456A1 (en
Inventor
Eduard Dipl.-Chem. Dr.-Ing. Bergmeister
Paul-Gerhard Dipl.- Chem. Dr. Kirst
Hubert Dipl.-Chem. Dr. Wiest
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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
Priority to BE789223D priority Critical patent/BE789223A/en
Application filed by Wacker Chemie AG filed Critical Wacker Chemie AG
Priority claimed from DE19712148456 external-priority patent/DE2148456C3/en
Priority to DE19712148456 priority patent/DE2148456C3/en
Priority to DD168835*A priority patent/DD102722A5/xx
Priority to DD164612A priority patent/DD101169A5/xx
Priority to NLAANVRAGE7211178,A priority patent/NL173974C/en
Priority to AT729372A priority patent/AT318112B/en
Priority to ES406122A priority patent/ES406122A1/en
Priority to GB4041472A priority patent/GB1407827A/en
Priority to NO3445/72A priority patent/NO135670C/no
Priority to IT52966/72A priority patent/IT972354B/en
Priority to FR7234153A priority patent/FR2154638B1/fr
Priority to SE7212498A priority patent/SE395012B/en
Priority to CH1407472A priority patent/CH582203A5/xx
Priority to JP47097631A priority patent/JPS5135213B2/ja
Priority to DD168780A priority patent/DD102399A5/xx
Publication of DE2148456A1 publication Critical patent/DE2148456A1/en
Publication of DE2148456B2 publication Critical patent/DE2148456B2/en
Publication of DE2148456C3 publication Critical patent/DE2148456C3/en
Application granted granted Critical
Expired legal-status Critical Current

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    • 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
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
    • C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
    • C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
    • C04B26/30—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Other silicon-containing organic compounds; Boron-organic compounds
    • C04B26/32—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Other silicon-containing organic compounds; Boron-organic compounds containing silicon
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
    • C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
    • C04B41/4988—Organosilicium-organic copolymers, e.g. olefins with terminal silane groups
    • 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
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • 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
    • C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
    • C08F218/02—Esters of monocarboxylic acids
    • C08F218/04—Vinyl esters
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • 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
    • C09D131/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
    • C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
    • C09D131/04—Homopolymers or copolymers of vinyl acetate
    • 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
    • C09J119/00—Adhesives based on rubbers, not provided for in groups C09J107/00 - C09J117/00
    • C09J119/006—Rubber characterised by functional groups, e.g. telechelic diene polymers
    • 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
    • C09J131/00—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 at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
    • C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
    • 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
    • C08F230/085—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 the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
    • 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
    • C08L2666/28—Non-macromolecular organic substances
    • C08L2666/44—Silicon-containing compounds
    • 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
    • C08L2666/54—Inorganic substances

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Ceramic Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Structural Engineering (AREA)
  • Geochemistry & Mineralogy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Laminated Bodies (AREA)

Description

2525th

Es ist bekannt, flussige Klebstoffe auf der Basis von Kunststoffdispersionen herzustellen. Sie weisen meistenteils eine gute Haftung auf den verschiedensten Untergründen wie z. B. Beton, Putz, Zementasbest auf. Auch auf Glas und Keramik ist die Haftung normalerweise ausreichend, solange der Untergrund und die Verklebung trocken sind. Bei Durchfeuchtung sinkt die Haftung sehr stark ab, wobei besonders bei Glas, Keramik und glasiertem Untergrund durch eine Unterwasserlagerung oder durch eine langer anhaltende Beregnung die Kleber ihre Haftung völlig verlieren. Sie lösen sich entweder von selbst ab oder sind durch geringste Kräfte vom Untergrund ablösbar. Diese verschlechterte Naßhaftung der Dispersionskleber tritt auch bei Untergründen auf Beton, Putz oder Zementasbest auf, da jedoch diese Untergründe meist rauh sind, wirkt sich die verschlechterte Naßhaftung gegenüber der Haftung im trockenen Zustand nicht so gravierend aus.It is known liquid adhesives based on Manufacture plastic dispersions. Most of them show good adhesion to the most diverse Substrates such as B. concrete, plaster, cement asbestos. Adhesion is also normal on glass and ceramics sufficient as long as the substrate and the bond are dry. With moisture penetration the adhesion drops very sharply, especially with glass, ceramics and glazed substrates by a Underwater storage or prolonged sprinkling will cause the adhesive to lose its adhesion completely. They either detach themselves or can be detached from the substrate by the slightest force. This deteriorated wet adhesion of the dispersion adhesive also occurs with substrates on concrete, plaster or cement asbestos, but since these substrates are mostly rough, the deteriorated wet adhesion affects compared to the adhesion in the dry state is not so serious.

Es wurde nun ein Klebstoff gefunden, der diese Nachteile nicht aufweist.An adhesive has now been found which does not have these disadvantages.

Gegenstand der Erfindung ist ein Klebstoffgemisch, bestehend ausThe invention relates to an adhesive mixture consisting of

5 bis 35 Gewichtsprozent polymerem
Bindemittel,5 to 35 weight percent polymeric
Binder,

b) 20 bis 80 Gewichtsprozent Füllstoffen,b) 20 to 80 percent by weight of fillers,

c) 15 bis 45 Gewichtüprozent Wasserc) 15 to 45 percent by weight water

5555

und gegebenenfalls Netzmitteln, Verdickungsmitteln und Fungiziden, dadurch gekennzeichnet, daß als polymeres Bindemittel Homopolymerisate oder Copolymerisate mit öllöslichen Comonomeren aus Vinylestern von Carbonsäuren mit 2 bis 18 Kohlenstoffatomen, gegebenenfalls mit bis zu 70 Gewichtsprozent weiteren olefinisch ungesättigten Monomeren und/ oder Homo- oder Copolymerisate aus Acrylestern von Alkoholen mit 1 bis 18 Kohlenstoffatomen, und/ oder Butadien-Styrol-Copolymerisate mit 30 bis 60 Gewichtsprozent Butadien verwendet werden, die jeweils 0,3 bis 5 Gewichtsprozent hydroxygruppenhaltige Siliciumverbindungen einpolymerisiert enthalten. and optionally wetting agents, thickeners and fungicides, characterized in that as polymeric binder homopolymers or copolymers with oil-soluble comonomers made from vinyl esters of carboxylic acids with 2 to 18 carbon atoms, optionally with up to 70 percent by weight further olefinically unsaturated monomers and / or homo- or copolymers of acrylic esters of alcohols with 1 to 18 carbon atoms, and / or butadiene-styrene copolymers with 30 to 60 percent by weight of butadiene are used, each of which contains 0.3 to 5 percent by weight of hydroxyl groups Contain polymerized silicon compounds.

Die erfindungsgemäßen Klebstoffe zeichnen sich durch eine hervorragende Naßhaftung aus. Insbesondere ist überraschend, daß auch auf Glas, Keramik und glasiertem Material sehr gute Haftfestigkeiten in nassem Zustand erzielt werden. Dadurch werden auch neue Anwendungsgebiete erschlossen.The adhesives according to the invention are distinguished by excellent wet adhesion. In particular It is surprising that on glass, ceramics and glazed material very good adhesive strengths in wet condition can be achieved. This also opens up new areas of application.

Die Klebstoffe werden durch einfaches Zusammenmischen der notwendigen Bestandteile erhalten. Dabei wird das polymere Bindemittel meistenteils in Form wäßriger Dispersionen eingesetzt, es kann jedoch in Form von Dispersionspulvera angewendet werden. Oftmals werden die flüssigen Bestandteile zuerst vermischt und sodann die pulverförmigen Stoffe eingerührt.The adhesives are made by simply mixing them together of the necessary ingredients. The polymeric binder is mostly used in Used in the form of aqueous dispersions, but it can be used in the form of dispersible powders will. Often the liquid ingredients are mixed first and then the powdery ones Stir in substances.

im allgemeinen werden die erfindungsgemäß eingesetzten polymeren Bindemittel durch Polymerisation der Monomeren und gegebenenfalls öllöslichen Comonomeren in wäßrigen Dispersionen in Gegenwart von ungesättigten hydrolisierbaren organischen Siliciumverbindungen hergestellt. Dabei kommen übliche Emulgatoren undoder Schutzkolloide, wasserlösliche radikalbildende Katalysatoren und gegebenenfalls wasserlösliche Monomere sowie mehrfach olefinisch ungesättigte Monomere zum Einsatz.In general, the polymeric binders used according to the invention are obtained by polymerization of the monomers and optionally oil-soluble comonomers in aqueous dispersions in the presence made from unsaturated hydrolyzable organic silicon compounds. The usual ones come here Emulsifiers and / or protective colloids, water-soluble radical-forming catalysts, and optionally water-soluble monomers as well as polyolefinically unsaturated monomers are used.

Als Monomere kommen Vinylester mit geradkettigen und verzweigten Carbonsäuren mit 2 bis 18 Kohlenstoffatomen, vorzugsweise 3 bis 12 Kohlenstoffatomen, wie z. B. Vinylacetat, Vinylpropionat, Vinylbutyrat, Vinylpivalat, Vinyl-2-äthylhexoai, Vinylisononat, Vinylstearat, Vinyllaurat, Vinylversatat. in Frage. Es können auch Gemische verschiedener Vinylester verwendet werden. Neben den Vinylestem können auch weitere olefinisch ungesättigte Monomere bis 70 Gewichtsprozent, vorzugsweise bis 50 Gewichtsprozent, ^polymerisiert werden, z. B. Vinylhalogenide, beispielsweise Vinylchlorid, Vinylidenchlorid, Vinylfluorid, Vinylidenfluorid; Olefine, vorzugsweise mit 2 bis 4 Kohlenstoffatomen, wie z. B. Äthylen, Propylen. Isobutylen; Mono- und Diester von ungesättigten Carbonsäuren, wie z. B. (Meth)-acrylsäureester von Alkoholen mit 1 bis 18 Kohlenstoffatomen, Crotonsäureester; Mono- bzw. Diester von Maleinsäure, Fumarsäure, Itaconsäure, mit Alkoholen mit 1 bis 18 Kohlenstoffatomen. Vorzugsweise wird Äthylen bei einem Druck von 1 bis 100 atm copolymerisiert Es können auch Terpolymere wie z. B. Vinylacetat, Vinylchlorid. Vinyllaurat Terpolymere, verwendet werden.The monomers are vinyl esters with straight-chain and branched carboxylic acids with 2 to 18 carbon atoms, preferably 3 to 12 carbon atoms, such as. B. vinyl acetate, vinyl propionate, vinyl butyrate, Vinyl pivalate, vinyl-2-ethylhexoai, vinyl isononate, Vinyl stearate, vinyl laurate, vinyl versatate. in question. Mixtures of different Vinylester can be used. In addition to the vinyl esters, other olefinically unsaturated monomers can also be used to 70 percent by weight, preferably to 50 percent by weight, ^ are polymerized, for. B. vinyl halides, for example vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride; Olefins, preferably with 2 to 4 carbon atoms, such as. B. ethylene, propylene. Isobutylene; Mono- and diesters of unsaturated carboxylic acids, such as. B. (Meth) acrylic acid esters of alcohols with 1 to 18 carbon atoms, Crotonic acid ester; Mono- or diesters of maleic acid, fumaric acid, itaconic acid, with alcohols with 1 to 18 carbon atoms. Preferably, ethylene is used at a pressure of 1 to 100 atm copolymerized It can also terpolymers such. B. vinyl acetate, vinyl chloride. Vinyl laurate terpolymers, be used.

Als Acrylester kommen Ester von Alkoholen mit 1 bis 18 Kohlenstoffatomen, wie z. B. Acrylsäureäth) !ester. Acrylsäurepropylester. Acrylsäurebutylester. Acrylsäurehexylester, in Frage. Die Copolymerisate aus Butadien und Styrol enthalten zwischen 30 und 60 Gewichtsprozent Butadien.The acrylic esters are esters of alcohols having 1 to 18 carbon atoms, such as. B. Acrylic acid ether) ! ester. Acrylic acid propyl ester. Butyl acrylate. Acrylic acid hexyl ester, in question. The copolymers of butadiene and styrene contain between 30 and 60 percent by weight butadiene.

Die tinpolymerisierten ungesättigten organischen Siliciumverbindungen werden als Verbindungen der allgemeinen FormelThe tin-polymerized unsaturated organic silicon compounds are known as compounds of general formula

OR2
R-Si-OR2 - OR 2
R-Si-OR 2 -

OR2"OR 2 "

worin R ein in r-i-Stellung olefinisch ungesättigter Rest, R2, R2, R2' gleiche oder verschiedene primäre oder sekundäre, gegebenenfalls mit Alkoxygruppenwherein R is an olefinically unsaturated radical in the ri-position, R 2 , R 2 , R 2 'are identical or different primary or secondary, optionally with alkoxy groups

substituierte Alkylreste oder Alcylreste oder maximal zwei Reste Wasserstoff bedeuten können, eingesetzt. Diese Siliciumverbindungen werden während der Polymerisation zudosiert und hydratisieren zu hydroxygruppenhaltigen Siliciumverbindungen (Silanolgruppen), die im Polymeren enthalten sind.substituted alkyl radicals or alcyl radicals or at most two radicals can be hydrogen are used. These silicon compounds are metered in during the polymerization and hydrate to form hydroxyl-containing compounds Silicon compounds (silanol groups) contained in the polymer.

Als hydrolisierbare ungesättigte organische Siliciumverbindungen kommen hauptsächlich Verbindungen in Frage, deren Rest R1 ein (»-ungesättigtes Alkonyl mit 2 bis 10 Kohlenstoffatomen, vorzugsweise 2 bis 4 Kohlenstoffatomen, oder ein ω-ungesättigter Carbonsäureester von Carbonsäuren mit bis zu 4 Kohlenstoffatomen und Alkoholen bis zu 6 Kohlenstoffatomen ist Als Reste R2, R£, R'2' kommen primäre und sekundäre Alkylreste mit bis zu 10 Kohlenstoffatomen oder mit Alkoxygruppen, vorzugsweise bis zu 3 Kohlenstoffatomen, substituierten Alkylresten oder Acylreste mit bis zu 6 Kohlenstoffatomen, vorzugsweise bis zu 3 Kohlenstoffatomen, in Frage. Beispiele solcher Verbindungen sind Vinyltrimethoxysilan, Vinyltriäthoxysilan, Vinyldiäthoxysilanol, Vinyläthoxysilandiol, AHyltriäthoxysilan, Vinyltripropoxsilan, Vinyltriisopropoxysilan, Vinyltributoxysilan, Vinyltriacetoxysilan, Trimethylglykolvinysilan. ;■ - Methacryloxypropyl - trimethylglykolsilan, j· - Acryloxypropyl - triäthoxysilan, γ - Methacryloxypropyl-trimethoxysilan. Suitable hydrolyzable unsaturated organic silicon compounds are mainly compounds whose radical R 1 is a (»-unsaturated alkonyl with 2 to 10 carbon atoms, preferably 2 to 4 carbon atoms, or an ω-unsaturated carboxylic acid ester of carboxylic acids with up to 4 carbon atoms and alcohols up to 6 carbon atoms. The radicals R 2 , R £, R ' 2 ' are primary and secondary alkyl radicals with up to 10 carbon atoms or with alkoxy groups, preferably up to 3 carbon atoms, substituted alkyl radicals or acyl radicals with up to 6 carbon atoms, preferably up to 3 carbon atoms in question Examples of such compounds are vinyltrimethoxysilane, vinyltriethoxysilane, Vinyldiäthoxysilanol, Vinyläthoxysilandiol, AHyltriäthoxysilan, Vinyltripropoxsilan, vinyltriisopropoxysilane, vinyltributoxysilane, vinyltriacetoxysilane, Trimethylglykolvinysilan;.. ■ - methacryloxypropyl - trimethylglykolsilan, j * - acryloxypropyl - triethoxysilane, γ - Met hacryloxypropyl-trimethoxysilane.

Wasser wird in Mengen zwischen 15 und 45, vorzugsweise 20 und 40. Gewichtsprozent dem Klebstoffgemisch zugegeben. Diese Angaben enthalten auch das Dispersionswasser, das gegebenenfalls durch Zusatz des polymeren Bindemittels als Dispersionen im Klebstoffgemisch enthalten ist.Water is used in amounts between 15 and 45, preferably 20 and 40 percent by weight added to the adhesive mixture. These details contain also the dispersion water, which is optionally produced as dispersions by adding the polymeric binder is contained in the adhesive mixture.

Beispiele für einsetzbare Füllstoffe sind Quarzmehl, feiner Quarzsand, Kaolin, hochdisperse Kieselsäure, Feldspat, Schwerspat, Leichtspat, Calziumcarbonat. Kreide, Dolomit und Talkum.Examples of fillers that can be used are quartz powder, fine quartz sand, kaolin, highly dispersed silica, Feldspar, barite, light spar, calcium carbonate. Chalk, dolomite and talc.

Dem Klebstoff können gegebenenfalls Netzmittel in Mengen von 0,2 bis 0,6 Gewichtsprozent, bezogen auf Füllstoffe, zugesetzt werden. An Netzmittel können anionische und nichtionische in Frage. Meistenteils werden Polyphosphate, wie z. B. Natriumhexameta-phosphat, Naphthalinsulfonate, Ammonium- und Natriumpolyacrylsäuresalze, eingesetzt.The adhesive can optionally contain wetting agents in amounts of 0.2 to 0.6 percent by weight on fillers. Anionic and nonionic wetting agents can be used. Most of the time are polyphosphates, such as. B. Sodium hexameta-phosphate, Naphthalene sulfonates, ammonium and sodium polyacrylic acid salts are used.

Als weitere Hilfsmittel sind Verdickungsmittel anwendbar. Organische Verdickungsmittel werden in Mengen von 0,01 bis 1 Gewichtsprozent, bezogen auf Gesamtkleber, eingesetzt. Beispiele solcher Verdickungsmittel sind Cellulosederivate, Alginate, Stärke und Stärkederivate sowie Polyacrylsäure. Anorganische Verdickungsmittel werden in Mengen von 0,05 bis 2 Gewichtsprozent, bezogen auf Gesamtkleber, verwendet, vorzugsweise kommen Bentonite oder Hektorit in Frage.Thickeners can also be used as additional auxiliaries. Organic thickeners are used in Quantities of 0.01 to 1 percent by weight, based on total adhesive, are used. Examples of such thickeners are cellulose derivatives, alginates, starch and starch derivatives as well as polyacrylic acid. Inorganic Thickeners are used in amounts of 0.05 to 2 percent by weight, based on total adhesive, used, preferably bentonite or hectorite come into question.

Of'«·;·.- werden dem Klebstoffgemisch zur Konversierung auch Fungizide zugesetzt. Diese kommen in Mengen von 0,01 bis 2 Gewichtsprozent, bezogen auf Gesamtkleber, zum Einsatz. Beispiele solcher Fungizide sind Phenol- und Kresolderivate, quecksilber- und zinnorganische Verbindungen.Of '«·; · .- are the adhesive mixture for conversation also added fungicides. These come in amounts of 0.01 to 2 percent by weight, based on Overall adhesive, for use. Examples of such fungicides are phenol and cresol derivatives, mercury and organotin compounds.

Die erfindungsgemäßen Klebstoffgemische können zur Verklebung verschiedenster Materialien eingesetzt werden. Dabei ist es lediglich notwendig, daß entweder der Untergrund oder das zu verklebende Material saugfähig ist. Beispiele für anorganische Materialien sind Keramik-, Steingut-, Glasfliesen, Glasbausteine, Glas-, Keramik-, Steingutmosaike, Asbestzement- und Steinwollplatten. OrganischeThe adhesive mixtures according to the invention can be used for bonding a wide variety of materials will. It is only necessary that either the substrate or that to be glued Material is absorbent. Examples of inorganic materials are ceramic, earthenware, glass tiles, Glass blocks, glass, ceramic, earthenware mosaics, asbestos cement and rock wool panels. Organic

Materialien sind beispielsweise Polystyrolschaumstoff-, Polystyrol-, Polyvinylchloridplatten oder Fliesen, Polyurethanschaumstoff- oder Polyesterfliesen. Als saugfähige Untergründe kommen z. B. Beton und Mörtel in Frage. Ein weiteres Anwendungsgebiet ist die Verklebung von Ziegern zu Ziegelwänden.Materials are, for example, polystyrene foam, polystyrene, polyvinyl chloride panels or tiles, Polyurethane foam or polyester tiles. As absorbent substrates such. B. Concrete and Mortar in question. Another area of application is the bonding of goats to brick walls.

Die Wasserfestigkeit der Kleber ist so gut, daß sie sogar auch zur Verklebung von Beschichtungsmaterialien in Schwimmbädern eingesetzt werden können.The water resistance of the adhesives is so good that they can even be used to bond coating materials can be used in swimming pools.

Beispielexample

Es wurden Klebstoffe nach folgender Rezeptur hergestellt:Adhesives were produced according to the following recipe:

100 Teile Kunststoff-Dispersion,100 parts plastic dispersion,

Teile Natriumhexametaphosphat,Parts of sodium hexametaphosphate,

10% in Wasser,10% in water,

Teile Quarzmehl, Korngröße bis 80 μ,
30 Teile Kaolin.Parts of quartz powder, grain size up to 80 μ,
30 parts of kaolin.

Als Kunststoffdispersion wurden folgende PoIymerdispenionen mit 50 Gewichtsprozent Festgehalt eingesetzt, wobei sich die erfindungsgemäßen Polymerdispersionen (E 1, E 2, E 3) von den entsprechenden Vergleichs-Polymerdispersionen (V 1, V 2, V 3) lediglich durch den erfindungsgemäßen Zusatz einer hydroxygruppenhaltigen Silicium verbindung unterscheiden. The following polymer dispersions were used as the plastic dispersion with a solids content of 50 percent by weight, the polymer dispersions according to the invention (E 1, E 2, E 3) of the corresponding comparison polymer dispersions (V 1, V 2, V 3) only differentiate by the addition of a hydroxyl-containing silicon compound according to the invention.

V 1 = Copolymerisat aus etwa 82 Gewichtsprozent Vinylacetat und 18 Gewichtsprozent Äthylen.V 1 = copolymer of about 82 percent by weight vinyl acetate and 18 percent by weight Ethylene.

E 1 = Copolymerisat aus etwa 82 Gewichtsprozent Vinylacetat + 18 Gewichtsprozent Äthylen und — bezogen auf die Gesamtmenge des Polymerisats — zusätzlich 1,75 Gewichtsprozent Vinylsilanol (entstanden durch Hydrolyse von Triäthoxyvinylsilaii bei der Polymerisation). E 1 = copolymer of about 82 percent by weight vinyl acetate + 18 percent by weight Ethylene and - based on the total amount of the polymer - additionally 1.75 percent by weight vinylsilanol (formed by hydrolysis of triethoxyvinylsilaii during the polymerization).

V 2 = Copolymerisat aus etwa 50 GewichtsV 2 = copolymer of about 50 weight

prozent Styrol + 50 Gewichtsprozent Acrylsäurebutylester.percent styrene + 50 percent by weight butyl acrylate.

E 2 = Copolymerisat aus etwa 50 Gewichtsprozent Styrol + 50 Gewichtsprozent Acrylsäurebutylester und bezogen auf die Gesamtmenge des Polymerisats -— zusätzlich 1 Gewichtsprozent Vinylsilanol (entstanden aus Trimethylglykolvinylsilan). E 2 = copolymer of about 50 percent by weight styrene + 50 percent by weight Acrylic acid butyl ester and, based on the total amount of the polymer, an additional 1 percent by weight of vinylsilanol (originated from trimethylglycol vinylsilane).

V2 = Terpolymerisat aus 25 Gewichtsprozent Vinylchlorid, 25 Gewichtsprozent Vinyllaurat und 50 Gewichtsprozent Vinylacetat. V2 = terpolymer of 25 percent by weight vinyl chloride, 25 percent by weight vinyl laurate and 50 weight percent vinyl acetate.

E 2 = Terpolymerisat aus 25 Gewichtsprozent VCl. 25 Gewichtsprozent Vinyllaurat, 50 Gewichtsprozent Vinylacetat und bezogen auf die Gesamtmenge des Polymerisats — zusätzlich 1,5 Gewichtsprozent Vinylsilanol (entstanden aus Triäthoxyvinylsilan). E 2 = terpolymer made from 25 percent by weight VCl. 25 percent by weight vinyl laurate, 50 percent by weight of vinyl acetate and based on the total amount of polymer - an additional 1.5 percent by weight Vinylsilanol (originated from triethoxyvinylsilane).

Diese Klebet wurden mit einer Zahnspachlel auf eine Betongehwegplatte aufgetragen und nach einer Ablüftezeit von 5 Minuten 5 χ 5 cm Keramikniesen eingelegt. Nach einer Trockenzeit von 7 Tagen in Normkliina (22DC/80% relative Luftfeuchtigkeit) wird die Zugfestigkeit geprüft. Ein Teil der Platten wird im Anschluß an die Austrocknung noch 7 Tage unterThese adhesives were applied to a concrete pavement slab with a notched trowel and, after an airing time of 5 minutes, 5 × 5 cm ceramic sneezes were inserted. After a drying time of 7 days in a standard climate (22 D C / 80% relative humidity), the tensile strength is tested. Some of the plates will remain under for 7 days after they have dried out

Wasser gelagert. Dabei wird die Klebstoffschicht Verwendung von Keramikmosaik oder Glasmosaik durch und durch naß. Die nach der Prüfung erhaltenen an Stelle von Keramikfliesen erMlt man gleichartige Zugfestigkeitswerte sind in der Tabelle enthalten. Bei Ergebnisse.Water stored. Here, the adhesive layer is use of ceramic mosaic or glass mosaic wet through and through. The tiles obtained after the test instead of ceramic tiles are similar Tensile strength values are given in the table. With results.

Zugfestigkeit von Verklebung von Keramikfliesen auf B "iongehwegplattenTensile strength of bonding ceramic tiles to B "ion pavement slabs

Kunslst<jffdispers>onKunslst <jffdispers> on MittelwertAverage von vier Messungenof four measurements in kp/crain kp / cra trockendry nach 7 Tagenafter 7 days unter Wasserunder water VlVl 5,45.4 1,61.6 ElEl 6,36.3 3,83.8 V2V2 5,15.1 0,80.8 E2E2 5,65.6 2,72.7 V3V3 5,95.9 1,51.5 E3E3 5,75.7 3,13.1

Claims (1)

Patentanspruch:Claim: Klebstoffgemisch, bestehend ausAdhesive mixture, consisting of a) 5 bis 35 Gewichtsprozent polymerem
Bindemittel,a) 5 to 35 weight percent polymeric
Binder, b) 20 bis 80 Gewichtsprozent Füllstoffen,b) 20 to 80 percent by weight of fillers, c) 15 bis 45 Gewichtsprozent Wasserc) 15 to 45 percent by weight of water und gegebenenfalls Netzmitteln, Verdickungsmitteln und Fungiziden, dadurch gekennzeichnet, daß als polymeres Bindemittel Homopolymerisate oder Copolymerisate mit öllöslichen Comonomeren aus Vinylestem von Carbonsäuren mit 2 bis 18 Kohlenstoffatomen, gegebenenfalls mit bis zu 70 Gewichtsprozent weiteren olefinisch ungesättigten Monomeren und/oder Homo- oder Copolymerisate aus Acrylestern von Alkoholen mit 1 bis 18 Kohlenstoffatomen, und/ oder Butadien-Styrol-Copolymerisate mit 30 bis 60 Gewichtsprozent Butadien verwendet werden, die jeweils 0,3 bis 5 Gewichtsprozent hydroxygruppenhaltige Siliciumverbindungen einpolymerisiert enthalten.and optionally wetting agents, thickening agents and fungicides, characterized in that the polymeric binder used is homopolymers or copolymers with oil-soluble Comonomers from vinyl esters of carboxylic acids having 2 to 18 carbon atoms, if appropriate with up to 70 percent by weight of other olefinically unsaturated monomers and / or Homo- or copolymers of acrylic esters from Alcohols with 1 to 18 carbon atoms, and / or butadiene-styrene copolymers with 30 to 60 percent by weight of butadiene are used, each of which contains 0.3 to 5 percent by weight of hydroxyl groups Contain polymerized silicon compounds.
DE19712148456 1971-09-28 1971-09-28 Adhesive mixture based on polymers! Binder with polymerized hydroxyl-containing silicon compounds Expired DE2148456C3 (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
BE789223D BE789223A (en) 1971-09-28 VINYL POLYMER DISPERSIONS
DE19712148456 DE2148456C3 (en) 1971-09-28 Adhesive mixture based on polymers! Binder with polymerized hydroxyl-containing silicon compounds
DD168835*A DD102722A5 (en) 1971-09-28 1972-07-21
DD164612A DD101169A5 (en) 1971-09-28 1972-07-21
NLAANVRAGE7211178,A NL173974C (en) 1971-09-28 1972-08-16 METHOD FOR PREPARING ADHESIVES FOR USE IN THE CONSTRUCTION INDUSTRY, AND PRODUCED PRODUCTS OBTAINED THEREOF
AT729372A AT318112B (en) 1971-09-28 1972-08-23 Construction adhesive
ES406122A ES406122A1 (en) 1971-09-28 1972-08-26 Manufacture of vinyl-silanol copolymer dispersions
GB4041472A GB1407827A (en) 1971-09-28 1972-08-31 Manufacture of vinyl-silanol copolymer dispersions
NO3445/72A NO135670C (en) 1971-09-28 1972-09-26
IT52966/72A IT972354B (en) 1971-09-28 1972-09-26 PROCEDURE FOR PRODUCING DISPERSION OF VINYL POLYMERS AND BINDERS FORMED FROM THEM
FR7234153A FR2154638B1 (en) 1971-09-28 1972-09-27
SE7212498A SE395012B (en) 1971-09-28 1972-09-27 CONSTRUCTION ADHESIVE, CONSISTING OF 5-35 WEIGHT POLYMER BINDER, 20-80 WEIGHT% FILLER, 15-45 WEIGHT% WATER AND POSSIDE WATER, WHETHER AS POLYMER BINDER POLYVARYL OIL LYRIC
CH1407472A CH582203A5 (en) 1971-09-28 1972-09-27
JP47097631A JPS5135213B2 (en) 1971-09-28 1972-09-28
DD168780A DD102399A5 (en) 1971-09-28 1973-02-09

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712148456 DE2148456C3 (en) 1971-09-28 Adhesive mixture based on polymers! Binder with polymerized hydroxyl-containing silicon compounds

Publications (3)

Publication Number Publication Date
DE2148456A1 DE2148456A1 (en) 1973-04-05
DE2148456B2 true DE2148456B2 (en) 1975-09-11
DE2148456C3 DE2148456C3 (en) 1976-04-22

Family

ID=

Also Published As

Publication number Publication date
JPS5135213B2 (en) 1976-10-01
NL7211178A (en) 1973-03-30
NO135670C (en) 1977-05-11
NL173974B (en) 1983-11-01
SE395012B (en) 1977-07-25
NL173974C (en) 1984-04-02
AT318112B (en) 1974-09-25
DE2148456A1 (en) 1973-04-05
NO135670B (en) 1977-01-31
JPS4843430A (en) 1973-06-23

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