DE1596780B2 - METHOD OF WATERPROOF BONDING OF GLASS WITH THE AID OF AN EPOXY RESIN ADHESIVE USING AN ORGANIC SILICONE COMPOUND - Google Patents

METHOD OF WATERPROOF BONDING OF GLASS WITH THE AID OF AN EPOXY RESIN ADHESIVE USING AN ORGANIC SILICONE COMPOUND

Info

Publication number
DE1596780B2
DE1596780B2 DE19661596780 DE1596780A DE1596780B2 DE 1596780 B2 DE1596780 B2 DE 1596780B2 DE 19661596780 DE19661596780 DE 19661596780 DE 1596780 A DE1596780 A DE 1596780A DE 1596780 B2 DE1596780 B2 DE 1596780B2
Authority
DE
Germany
Prior art keywords
glass
adhesive
epoxy resin
organosilicon
water
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.)
Pending
Application number
DE19661596780
Other languages
German (de)
Other versions
DE1596780A1 (en
Inventor
Robert Dipl.Chem. χ 1193 Berlin; Gesierich Adolf Dipl.Chem.Dr. χ 1195 Berlin; Reuther Hellmut Dipl. Chem.Dr. χ 8000 Dresden; Walter Günter Dipl.Chem. χ 7580 Weißwasser; Wende Alfred Dipl.Chem.Dr. χ 1018 Berlin Becker
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.)
Akademie der Wissenschaften der DDR
Original Assignee
Deutsche Akademie der Wissenschaften zu Berlin
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 Deutsche Akademie der Wissenschaften zu Berlin filed Critical Deutsche Akademie der Wissenschaften zu Berlin
Publication of DE1596780A1 publication Critical patent/DE1596780A1/en
Publication of DE1596780B2 publication Critical patent/DE1596780B2/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50Amines
    • C08G59/504Amines containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL 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
    • C03C17/00Surface treatment of glass, not in the form of fibres or filaments, by coating
    • C03C17/28Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
    • C03C17/30Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with silicon-containing compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Claims (1)

die anderen Valenzen der Siliciumatome durchthe other valences of the silicon atoms through Patentanspruch: ■ Kohlenwasserstoffreste, Alkoxyreste und/oder SauerClaim: ■ Hydrocarbon residues, alkoxy residues and / or acid stoffatome abgesättigt sind.atoms are saturated. Verwendung eines Epoxidharzklebstoffes, der Zur Durchführung der Erfindung geeignete amino-0,5 bis 20 °/0 einer siliciumorganischen Verbindung 5 gruppenhaltige, sih'ciumorganische Verbindungen sind enthält, die im Molekül mindestens einen eine.-- z. B. y-Aminopropyltriäthoxysilan oder N-(w-amino-Aminogruppe tragenden organischen Rest aufweist,'' ". äthyl)-y-aminopropyltriäthoxysilan. Diese Verbindunwobei die anderen Valenzen der Siliciumatome"' gen werden an "sich bekannten Epoxidharzen, beidurch Kohlenwasserstoffreste, Alkoxyreste und/ spielsweise solchen auf der Basis von Dianglycid- oder Sauerstoffatome abgesättigt sind, zum wasser- ίο äthern, in den angegebenen Mengen einfach zugefesten Verkleben von Glas. .. . ■ mischt und das so modifizierte Harz in üblicher WeiseUsing an epoxy resin adhesive, the amino-0.5 contains suitable for practicing the invention and 20 ° / 0 of an organosilicon compound 5 group-containing, sih'ciumorganische compounds are, at least for a one .-- in the molecule. B. y-aminopropyltriethoxysilane or N- (w-amino-amino group-bearing organic radical, "". Ethyl) -y-aminopropyltriethoxysilane. Alkoxy radicals and / for example those based on dianglycide or oxygen atoms are saturated, for water ίο ether, in the specified amounts simply fixed gluing of glass ... ■ mixes and the resin modified in this way in the usual way ·__ . ....'.' /ii^'KJ^stoff verwendet. Das erfindungsgemäße Ver-· __. .... '.' / ii ^ 'KJ ^ fabric used. The inventive method ·■··■* fahren verbessert die Haftfestigkeit Epoxidharz/Glas,· ■ ·· ■ * driving improves the adhesive strength of the epoxy resin / glass, ;". ," ; ■; ; ; . ■ .' besonders bei Einwirkung von Wasser auf die Grenz-; ".,"; ■; ; ; . ■. ' especially when water acts on the boundary . .. 15 fläche, wesentlich. Da es die Zugfestigkeiten von Ver-' ' - " - ·■ - klebungen anderer Materialien, die sich mitvEpoxid-. .. 15 area, essential. Since it is the tensile strengths of encryption '' - "- * ■ - bonding of other materials with epoxy v Die Erfindung betrifft ein Verfahren zum wasser- klebstoffen verkleben lassen, entweder nicht beeinfesten Verkleben von Glas mit Hilfe eines Epoxidharz- flußt oder sogar verbessert, kann es also bei jeder Verklebstoffes unter Verwendung einer siliciumorganischen klebung angewandt werden, bei der mindestens ein Verbindung. 20 Fügeteil aus Glas besteht.The invention relates to a method for gluing water-based adhesives, either not fixing them Gluing of glass with the help of an epoxy resin flow or even improved, it can be done with every glue can be applied using an organosilicon adhesive in which at least one Link. 20 part is made of glass. Es ist bekannt, daß Epoxidharze ausgezeichnete Das erfindungsgemäße Verfahren ist überraschend,It is known that epoxy resins are excellent. The process according to the invention is surprising Klebemittel darstellen, die auch zum Kleben von Glas da von der Fachwelt bisher die Auffassung vertreten Verwendung finden können. Allerdings sind solche wird,- daß Grundiermassen-öaef -schichten auf der Verklebungen gegenüber wäßrigen Medien nur mangel- Basis von organischen Siliciumverbindungen nicht in haft, gegenüber heißem Wasser nicht mehr beständig. 25 der Lage sein sollen, mit den üblichen Klebstoffen Es ist bekannt, diese mangelhafte Wasserbeständigkeit auf Elastomer- und/oder. ,Plastomerbasis chemische dadurch zu verbessern, daß dem Epoxidklebstoff Bindungen einzugehen,' und' es daher als unmöglich eppxidgruppenhaltige, siliciumorganische Verbindun- angesehen wird, durch einfache Kombination dergen zugesetzt bzw. die Fügeteiloberflächen vor dem artiger organischer Siliciumverbindungen mit Elasto-Verkleben mit Lösungen solcher siliciumorganischer 30 mer- und/oder Plastomerklebstoffen hochwasserfeste Verbindungen behandelt werden. Verbundkörper zwischen einer Glasoberfläche und derRepresent adhesives that have also been of the opinion so far in the professional world for gluing glass Can be used. However, such will - that primer - öaef - layers on the Adhesions to aqueous media only inadequate- based on organic silicon compounds not in adhesive, no longer resistant to hot water. 25 should be able to work with the usual adhesives It is known that this poor water resistance on elastomer and / or. , Plastomer-based chemical to improve by the fact that the epoxy adhesive to form bonds, 'and' it is therefore impossible Organosilicon compounds containing eppxidgruppe are regarded by a simple combination of these added or the surfaces of the parts to be joined before the like organic silicon compounds with elasto-gluing highly water-resistant with solutions of such organosilicon 30 mer and / or plastomer adhesives Connections are handled. Composite body between a glass surface and the Dieses an sich bekannte und bewährte Verfahren Oberfläche des gleichen oder-eines anderen Materials hat den Nachteil, daß die benötigten epoxidgruppen- zu erzielen.This well-known and proven method surface of the same or a different material has the disadvantage that the required epoxidgruppen- can be achieved. hältigen, siliciumorganischen Verbindungen relativ ' "Das folgende Beispiel erläutert die Erfindung,
teuer und schwierig herzustellen-sind. ■'■' '■"· '35" Darin bedeutet Klebharz A ein handelsübliches
containing organosilicon compounds relatively '"The following example illustrates the invention,
expensive and difficult to manufacture. ■ '■''■"·'35" Therein adhesive resin A means a commercially available one
Es ist weiterhin bekannt, die Wasserfestigkeit von · Epoxidharz mit einem Epoxidäquivalent von 205 und Verklebungen, bei denen mindestens ein Fügeteil aus einer Vikosität von 2300 cP.It is also known that the water resistance of · epoxy resin with an epoxy equivalent of 205 and Bondings in which at least one part has a viscosity of 2300 cP. Glas besteht, dadurch zu verbessern, daß man vor der Die Verklebungen hatten1-" eine Schichtdicke vonGlass is to be improved by the fact that the adhesive bonds had a layer thickness of 1 - ″ Verklebung die Oberfläche des Glasfügeteils mit einer 0,3 mm. Die Zugfestigkeitswerte (naß) wurden nach siliciumorganischen Verbindung grundiert. Zu diesem 40 4stündiger Lagerung der Verklebungen in Wasser von Zweck sind unter anderem auch aminogruppenhaltige, 80° C gemessen,
siliciumorganische Verbindungen vorgeschlagen, wor-:. ..*·....'·*.. B e i s'o;iVl'
Glue the surface of the glass joining part with a 0.3 mm. The tensile strength values (wet) were primed after organosilicon compound. For this purpose, 40 4-hour storage of the bonds in water are also measured, among other things, containing amino groups, 80 ° C,
organosilicon compounds proposed wor- :. .. * · .... '· * .. B ei s'o ; iVl '
den. Derartige Verfahren besitzen den Offensicht-the. Such processes have the obvious liehen Nachteil einer zweistufigen und demzufolge Ein Gemisch von 97 Teilen Harz A und 3 Teilenborrowed disadvantage of a two-stage and therefore a mixture of 97 parts of resin A and 3 parts technologisch aufwendigen Arbeitsweise. 45 N-^Taminoäthyl)-y-aminQp;EQpyltriäthoxysilan wer-technologically complex way of working. 45 N- ^ Taminoäthyl) -y-aminQp; EQpyltriäthoxysilan be Der Erfindung liegt deshalb die Aufgabe zugrunde, den bei Raumtemperatur vermischt und dieses Geein wirtschaftliches Verfahren zum wasserfesten Ver- misch mit 11 Teilen Dipropylentriamin versetzt. Ankleben von Glas mit Hilfe eines Epoxidharzkleb- schließend werden die fettfreien und trockenen Glasstoffes unter Verwendung einer 'siliciumorganischen teile mit diesem modifizierten. Klebharz verklebt und Verbindung zu entwickeln. ' · 50 die Verklebungen 2 Stunden bei 60°C gehärtet. DieThe invention is therefore based on the object that mixed at room temperature and this Geein Economical process for waterproof mixing with 11 parts of dipropylenetriamine added. Stick on From glass with the help of an epoxy resin adhesive, the grease-free and dry glass fabric is made using an 'organosilicon parts with this modified. Adhesive resin glued and Develop connection. 50 the bonds cured for 2 hours at 60 ° C. the Erfindungsgemäß wird die Aufgabe durch die Ver- Zugfestigkeiten betragen 1,6 (trocken) bzw. 1,2 (naß) wendung eines Epoxidharzklebstoffes..gelöst, der 0,5." \ kp/mm2.According to the invention, the object is achieved by the tensile strengths of 1.6 (dry) or 1.2 (wet) using an epoxy resin adhesive that is 0.5 "\ kp / mm 2 . .bis 2O°/o einer siliciumorganischen Verbindung ent·^ ..,.Mit dem HarzA allein hergestellte Verklebungen hält, die im Molekül mindestens einen eine Amino- gleicher Art ergaben Zugfestigkeiten von 1,4 kp/mm2 gruppe tragenden organischen Rest aufweist, wobei 55 .(trocken) und 0,6 kp/mm2 (naß). ..to 20% of an organosilicon compound contains bonds made with resin A alone, which has at least one organic residue in the molecule with tensile strengths of 1.4 kp / mm 2 group bearing an amino-like type, where 55 (dry) and 0.6 kp / mm 2 (wet). .
DE19661596780 1966-11-25 1966-11-25 METHOD OF WATERPROOF BONDING OF GLASS WITH THE AID OF AN EPOXY RESIN ADHESIVE USING AN ORGANIC SILICONE COMPOUND Pending DE1596780B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED0051637 1966-11-25

Publications (2)

Publication Number Publication Date
DE1596780A1 DE1596780A1 (en) 1971-03-18
DE1596780B2 true DE1596780B2 (en) 1972-07-13

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Application Number Title Priority Date Filing Date
DE19661596780 Pending DE1596780B2 (en) 1966-11-25 1966-11-25 METHOD OF WATERPROOF BONDING OF GLASS WITH THE AID OF AN EPOXY RESIN ADHESIVE USING AN ORGANIC SILICONE COMPOUND

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DE (1) DE1596780B2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3604278C1 (en) * 1986-02-12 1987-06-25 Teroson Gmbh Sealant and adhesive
CN112297531A (en) * 2019-03-21 2021-02-02 黄涛 Production process of heat-insulating anti-radiation laminated glass film

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Publication number Publication date
DE1596780A1 (en) 1971-03-18

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