DE2040246A1 - Isocyanate accelerator for epoxide resin - combination with boron trifluoride amine adduct for room temp cure - Google Patents

Isocyanate accelerator for epoxide resin - combination with boron trifluoride amine adduct for room temp cure

Info

Publication number
DE2040246A1
DE2040246A1 DE19702040246 DE2040246A DE2040246A1 DE 2040246 A1 DE2040246 A1 DE 2040246A1 DE 19702040246 DE19702040246 DE 19702040246 DE 2040246 A DE2040246 A DE 2040246A DE 2040246 A1 DE2040246 A1 DE 2040246A1
Authority
DE
Germany
Prior art keywords
isocyanate
combination
accelerator
amine adduct
room temp
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
DE19702040246
Other languages
German (de)
Inventor
Fritz Dr Rer Nat Weigel
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.)
Siemens AG
Original Assignee
Siemens 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
Application filed by Siemens AG filed Critical Siemens AG
Priority to DE19702040246 priority Critical patent/DE2040246A1/en
Publication of DE2040246A1 publication Critical patent/DE2040246A1/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C08G59/00—Polycondensates 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
    • C08G59/18—Macromolecules 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
    • C08G59/68—Macromolecules 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 catalysts used
    • C08G59/72—Complexes of boron halides
    • 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
    • C08G18/58—Epoxy resins
    • 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
    • C08G59/00—Polycondensates 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
    • C08G59/18—Macromolecules 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
    • C08G59/40—Macromolecules 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
    • C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
    • C08G59/4014—Nitrogen containing compounds
    • C08G59/4028—Isocyanates; Thioisocyanates

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Isocyanate cpd. is added to combination of epoxide resin and BF3 amine adduct(s) curing at room temp. This compsn. can be used as sealing cpd. for electrical structures, circuit connections, insulant or binder for plastics-mica insulants, slot sealing compsns. etc. High heat distortion temp. can be obtd. opt. after moderate heating. Accelerator pref. is aromatic isocyanate, e.g. diphenylmethane 4,4'-diisocyanate and in amt. 0.5 - 5 wt.%. It gives esp. good results with cycloaliphatic epoxide resins and liquid adducts.

Description

Bei Raumtemperatur härtende Kombination aus Epoxidharz und mindestens einem BF3.Amin-Addukt Als Vergußmassen für elektrische Bauelemente, Schaltverbindungen sowie als Isoliermittel oder Bindemittel für Kunststoff-Glimmer-Isolierungen, Nutverschlußmassen oder dergleichen, werden Kombinationen von Epoxidharz und Katalysatoren in Form von EF Amin-Addukten vielfach verwendet.Combination of epoxy resin and at least one that cures at room temperature a BF3.Amin adduct As a casting compound for electrical components, circuit connections and as an insulating agent or binding agent for plastic-mica insulation, slot sealing compounds or the like, combinations of epoxy resin and catalysts are in the form widely used by EF amine adducts.

Eine besonders einfach herzustellende-derartige Harzkombination ann gemäß. einem anderweitigen Vorschlag dadurch erstellt werden, daß Epoxidharz mit flüssigen BF3.Amin-Addukten vermischt wird. Die Kombinationen aus Epoxidharz und BF3.Amin-Addukten sind bei Raumtemperatur über verhältnismäßig lange Zeiträume flüssig und härten nur unter Einfluß von Wärme in ausreichend kurzer Zeit aus.A resin combination of this type which is particularly easy to manufacture is ann according to. another proposal to be created in that epoxy resin with liquid BF3.Amin adducts is mixed. The combinations of epoxy resin and BF3.Amin adducts are liquid for relatively long periods of time at room temperature and only cure under the influence of heat in a sufficiently short time.

Der Erfindung liegt die Aufgabe zugrunde, eine bei Raumtemperatur härtende Kombination aus Epoxidharz und mindestens einem BF.Amin-Addukt zu schaffen, die bei einer gegebenenfalls nachfolgenden mäßigen Erwärmung eine hohe Warmformbeständigkeit erhalten kann.The invention is based on the object, one at room temperature to create a hardening combination of epoxy resin and at least one BF.Amin adduct, which, with any subsequent moderate heating, has a high heat resistance can get.

Die Lösung der gestellten Aufgabe gelingt nach der Erfindung dadurch, daß ihr eine Isocyanatverbindung zugesetzt ist. Vor.-zuga.feise können die in verhältnismäßig geringen Anteilen zugesetzten Beschleuniger aromatische Isocyanate sein.The object is achieved according to the invention in that that an isocyanate compound is added to it. Vor.-zuga.feise can be used in proportionately small proportions of added accelerators may be aromatic isocyanates.

Je nach der gewünschten Anfangs-Viskosität bei Raumtemperatur (200 C), der Zeit bis zum Anhärten (Gelieren) der Harzkombination sowie der geforderten Warmformbeständigist, st die Art der Epoxidharze und der BF3.Amin-Addukte sowie deren Mengenverhältnisse zu wählen.Depending on the desired initial viscosity at room temperature (200 C), the time until hardening (gelling) of the resin combination as well as the required Is heat resistant, st the type of epoxy resins and the BF3.amine adducts as well to choose their proportions.

Besonders günstige Ergebnisse lassen sich mit cycloaliphatischen Epoxidharzen, d.h. mit Harzen, die den Oxiransauerstoff an einem hydrierten Ring tragen, mit den flüssigen Addukten BF3.N-Methylcyclohexylamin (I) und BF3 .3-n-Butoxy-propylamin-( 1) (II) unter Verwendung von Diphenylmethan-4,4'-diisocyanat (III) gemäß den tabellarisch angegebenen Kombinationen erzielen.Particularly favorable results can be achieved with cycloaliphatic epoxy resins, i.e. with resins that carry the oxirane oxygen on a hydrogenated ring, with the liquid adducts BF3.N-methylcyclohexylamine (I) and BF3 .3-n-butoxy-propylamine- ( 1) (II) using diphenylmethane-4,4'-diisocyanate (III) according to the table the specified combinations.

Siehe Tabelle! Vorteilhafterweise beträgt demnach der Anteil von Isocyanat 0,5 bis 5 Gewichtsprozent.See table! The proportion of isocyanate is accordingly advantageously 0.5 to 5 percent by weight.

Ohne die Beimengung des Beschleunigers bleiben die obigen Ansätze Je nach dem verwendeten Addukt bis zu mehreren Wochen flüssig.Without the addition of the accelerator, the above approaches remain Depending on the adduct used, it can be liquid for up to several weeks.

Die Kombinationen werden vorteilhaft ir folgender Weise hergestellt: Das jeweilig rerwendete Epoxidharz wird auf etwa 100 C abgekühlt, dann die auf Raumtemperatur befindliche BF3-Addukt/ Isocyanat-Mischung zugegeben und unter guter Kühlung mit dem Harz verruhrt.The combinations are advantageously made in the following way: The epoxy resin used in each case is cooled to about 100 ° C., then that to room temperature BF3 adduct / isocyanate mixture present is added and with good cooling with agitated the resin.

4 Patentansprüche 100 g Epoxidharz A 100 g Epoxidharz B (Epoxidäquivalent 134) (Epoxidäquivalent 211) 2,5 g Addukt I 4 g Addukt II 2,5 g Addukt I 4 g Addukt II 2,5 g Cyanat III 1 g Cyanat III 2,5 g Cyanat III 1 g Cyanat III Vikosität cP bei 1160 1070 1740 1660 Gelierzeit h 1/4 1 4 10 für 20 g Proben Martens-Temperatur °C nach 24 Std. bei 20°C und nach 24 Std. bei 50°C 70 43 47 49 nach 10 Std. bei 130°C 175 166 68 59 Biegefestigkeit kp cm² 800 950 820 900 Durchbiegung mm 2,3 3,0 6,6 4,2 4 claims 100 g epoxy resin A 100 g epoxy resin B (Epoxy equivalent 134) (epoxy equivalent 211) 2.5 g adduct I 4 g adduct II 2.5 g adduct I 4 g adduct II 2.5 g cyanate III 1 g cyanate III 2.5 g cyanate III 1 g cyanate III Viscosity cP at 1160 1070 1740 1660 Gel time h 1/4 1 4 10 for 20 g samples Martens temperature ° C after 24 hours at 20 ° C and after 24 hours at 50 ° C 70 43 47 49 after 10 hours at 130 ° C 175 166 68 59 Flexural strength kp cm² 800 950 820 900 Deflection mm 2.3 3.0 6.6 4.2

Claims (4)

Patentansprüche Yi) Bei Raumtemperatur härtende Kombination aus Epoxidharz und mindestens einem BF3.Amin-Addukt, dadurch gekennzeichnet, daß ihr eine Isocyanatverbindung zugesetzt ist.Claims Yi) Combination of epoxy resin that cures at room temperature and at least one BF3.Amin adduct, characterized in that it is an isocyanate compound is added. 2. Epoxidharzkombination nach Anspruch 1, dadurch gekennzeichnet, daß als Beschleuniger aromatische Isocyanate zugesetzt sind. 2. epoxy resin combination according to claim 1, characterized in that that aromatic isocyanates are added as accelerators. 3. Epoxidharzkombination nach Anspruch 1 und 2, dadurch gekennzeichnet, daß der Anteil von Isocyanat 0,5 bis 5 Gewichtsprozent beträgt. 3. epoxy resin combination according to claim 1 and 2, characterized in that that the proportion of isocyanate is 0.5 to 5 percent by weight. 4. Verfahren zur Herstellung der Kombination nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß das Epoxidharz auf eine Temperatur von etwa 100 C gebracht und die auf höherer Raumtemperatur befindliche Mischung aus BF3.Amin-Addukt und Isocyanat dem Epoxidharz zugegeben und unter Kühlung mit diesem vermengt wird. 4. Process for producing the combination according to one of the preceding Claims, characterized in that the epoxy resin to a temperature of about Brought 100 C and the higher room temperature mixture of BF3.Amin adduct and isocyanate is added to the epoxy resin and mixed with it while cooling.
DE19702040246 1970-08-13 1970-08-13 Isocyanate accelerator for epoxide resin - combination with boron trifluoride amine adduct for room temp cure Pending DE2040246A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19702040246 DE2040246A1 (en) 1970-08-13 1970-08-13 Isocyanate accelerator for epoxide resin - combination with boron trifluoride amine adduct for room temp cure

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19702040246 DE2040246A1 (en) 1970-08-13 1970-08-13 Isocyanate accelerator for epoxide resin - combination with boron trifluoride amine adduct for room temp cure

Publications (1)

Publication Number Publication Date
DE2040246A1 true DE2040246A1 (en) 1972-02-17

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2373129A1 (en) * 1976-12-03 1978-06-30 Siemens Ag MIXTURE OF THERMOSETTING REACTION RESINS FOR THE IMPREGNATION OF INSULATION OF ELECTRIC MATERIALS, AND FOR THE PREPARATION OF MOLDING PRODUCTS WITH OR WITHOUT INSERTION
EP0301123A1 (en) * 1986-07-07 1989-02-01 Ashland Oil, Inc. Acceleration of rate of cure in boron trifluoride amine catalyzed cure of epoxy resins

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2373129A1 (en) * 1976-12-03 1978-06-30 Siemens Ag MIXTURE OF THERMOSETTING REACTION RESINS FOR THE IMPREGNATION OF INSULATION OF ELECTRIC MATERIALS, AND FOR THE PREPARATION OF MOLDING PRODUCTS WITH OR WITHOUT INSERTION
EP0301123A1 (en) * 1986-07-07 1989-02-01 Ashland Oil, Inc. Acceleration of rate of cure in boron trifluoride amine catalyzed cure of epoxy resins

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