DE2124961A1 - Epoxy resin closed-cell foam - having a homogeneous structure and outstanding workability - Google Patents
Epoxy resin closed-cell foam - having a homogeneous structure and outstanding workabilityInfo
- Publication number
- DE2124961A1 DE2124961A1 DE19712124961 DE2124961A DE2124961A1 DE 2124961 A1 DE2124961 A1 DE 2124961A1 DE 19712124961 DE19712124961 DE 19712124961 DE 2124961 A DE2124961 A DE 2124961A DE 2124961 A1 DE2124961 A1 DE 2124961A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- boron trifluoride
- foam
- epoxy resin
- cell foam
- 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
Links
- 239000006260 foam Substances 0.000 title claims abstract description 23
- 239000003822 epoxy resin Substances 0.000 title 1
- 229920000647 polyepoxide Polymers 0.000 title 1
- 150000004985 diamines Chemical class 0.000 claims abstract description 8
- 238000009835 boiling Methods 0.000 claims abstract description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 24
- 239000004593 Epoxy Substances 0.000 claims description 20
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical class FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 15
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 11
- 229920002545 silicone oil Polymers 0.000 claims description 11
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- 238000005187 foaming Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000003380 propellant Substances 0.000 claims description 5
- -1 dimethylene cyclohexane Chemical compound 0.000 claims description 3
- 150000008282 halocarbons Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 150000002009 diols Chemical class 0.000 claims description 2
- 239000004014 plasticizer Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000004604 Blowing Agent Substances 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000005826 halohydrocarbons Chemical class 0.000 abstract 1
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 10
- MJCYPBSRKLJZTB-UHFFFAOYSA-N trifluoroborane;dihydrate Chemical compound O.O.FB(F)F MJCYPBSRKLJZTB-UHFFFAOYSA-N 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 8
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 7
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 7
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 7
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 229920003986 novolac Polymers 0.000 description 6
- 239000004848 polyfunctional curative Substances 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 150000002118 epoxides Chemical class 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- OLUKADMRABHDOD-UHFFFAOYSA-N 4-n-propylcyclohexane-1,4-diamine Chemical compound CCCNC1CCC(N)CC1 OLUKADMRABHDOD-UHFFFAOYSA-N 0.000 description 3
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000001099 ammonium carbonate Substances 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- KEIQPMUPONZJJH-UHFFFAOYSA-N dicyclohexylmethanediamine Chemical compound C1CCCCC1C(N)(N)C1CCCCC1 KEIQPMUPONZJJH-UHFFFAOYSA-N 0.000 description 1
- 150000004683 dihydrates Chemical class 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- MVJKXJPDBTXECY-UHFFFAOYSA-N trifluoroborane;hydrate Chemical class O.FB(F)F MVJKXJPDBTXECY-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
-
- 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
- C08G59/50—Amines
- C08G59/5026—Amines cycloaliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Epoxy Resins (AREA)
Abstract
Description
Verfahren zur herstellung von Schaumstoffen aus Epoxidverbindungen Es ist bekannt, daß sich aus Epoxidverbindungen mit Ilärtern und Treibmitteln Schaumstoffe herstellen lassen. Als Treibmittel werden Stickstoff oder Kohlenstoffdioxid abgebende organische Substanzen, Diisocyanate in Gegenwart von Wasser, das in Ammoniak und Kohlendioxid zerfallende Ammoniumcarbonat und niedrigsiedende Treibmittel, wie z.B. alogenkohlenwasserstoffe, verwendet. Für einen guten Schaumstoff ist Voraussetzung, daß Härtung und Wirkung des Treibmittels parallel laufen, nach Bildung des Schaumstoffgerüstes kein Treibmittel mehr freigesetzt wird, so daß sich weder Lunker noch Schrumpfungen herausbilden können. Diese Forderung wird jedoch bei den bekannten Verfahren nicht ausreichend erfüllt. In der amerikanischen Patentschrift 3 051 665 wird die katalytische Härtung mit nortrifluorid-Dihydrat oder Bortrifluoridkomplexen aliphatischer Alkohole in Gegenwart von Fluorkohlenwasserstoffen beschrieben. Durch die große Reaktivität der Bortrifluoridkomplexe lassen sich nicht immer einwandfreie Schaumstoffe herstellen, was durch die Unmöglichkeit bedingt ist, eine einwandfreie Vermischung der Bestandteile bis zum Aufschäumen zu erreichen.Process for the production of foams from epoxy compounds It is known that foams are formed from epoxy compounds with hardeners and blowing agents can be produced. Nitrogen or carbon dioxide are used as propellants organic substances, diisocyanates in the presence of water, which turns into ammonia and Carbon dioxide decomposing ammonium carbonate and low-boiling blowing agents such as e.g. analog hydrocarbons, are used. A prerequisite for a good foam is that hardening and the action of the propellant run in parallel after the foam structure has been formed no more propellant is released, so that neither voids nor shrinkage can develop. However, this requirement is not met with the known methods sufficiently met. In US Pat. No. 3,051,665, the catalytic Hardening with nortrifluoride dihydrate or boron trifluoride complexes of aliphatic alcohols described in the presence of fluorocarbons. Due to the great reactivity the boron trifluoride complexes cannot always be made of perfect foams, what is due to the impossibility, a perfect mixing of the components to reach foaming.
Es wurde nun gefunden, daß man Epoxidverbindungen in Gegenwart niedrig siedender Treibmittel einwandfrei verschäumen kann, wenn man cycloaliphatische Diamine oder dicycloaliphatische Diamine als Härter in Gegenwart von Bortrifluorid-Dihydrat oder anderen Bortrifluoridkomplexen einsetzt. Wird die Verschäumung von Epoxidverbindungen in Gegenwart von Halogenkohlenwasserstoffen, z.B. Trichlortrifluoräthan, mit dem Härter 4,4'-Diaminodicyclo hexylmethan aber ohne Anwesenheit von Bortrifluorid-Komplexen bei 600 C und bei 800 C vorgenommen, so bildet sich bei der niedrigen Temperatur kein Schaum und bei der höheren Temperatur ein sehr schlechtes Schaumgebilde. Bei Zugabe von Bortrifluorid-Dihydrat oder anderen Bortrifluorid-Komplexen entsteht bei Temperaturen von etwa 50° C hingegen ein besonders homogener, geschlossenzelliger Schauni von ausgezeichneter Beschaffenheit.It has now been found that epoxy compounds are low in the presence boiling blowing agent can foam properly if you use cycloaliphatic diamines or dicycloaliphatic diamines as a hardener in the presence of boron trifluoride dihydrate or other boron trifluoride complexes. Is the foaming of epoxy compounds in the presence of halogenated hydrocarbons, e.g. trichlorotrifluoroethane, with the Hardener 4,4'-diaminodicyclohexylmethane but without the presence of boron trifluoride complexes carried out at 600 C and at 800 C, it forms at the low temperature no foam and a very poor foam structure at the higher temperature. at Addition of boron trifluoride dihydrate or other boron trifluoride complexes is formed at temperatures of around 50 ° C, on the other hand, a particularly homogeneous, closed-cell one Schauni of excellent personality.
Gegenstand der Erfindung ist ein Verfahren zur herstellung von Schaumstoffen aus Epoxidverbindungen in Gegenwart von Bortrifluorid-Komplexen und mit niedrigsiedenden IIalogenkohlenwa saer -stoffen als Treibmittel, das dadurch gekennzeichnet ist, daß als llärter für die Epoxidverbindungen cycloaliphatische Diamine verwendet werden.The invention relates to a method for producing foams from epoxy compounds in the presence of boron trifluoride complexes and with low-boiling ones Alogarbons as propellants, which are characterized by that cycloaliphatic diamines are used as hardeners for the epoxy compounds.
Als Härter geeignete Verbindungen sind vorn Cyclohexan abgeleitete Diamine der allgemeinen Formeln in denen der an Kohlenstoff gebundene Wasserstoff durch alpha tische oder aromatische Reste und höchstens je ein Wasserstoff an einem Stickstoffatom durch einen niederen Alkylrest ersetzt werden kann und R einen aliphatischen Rest bedeutet. Anstelle der 1,4-Diamine lassen sich auch 1,2-Diamine verwenden.Compounds suitable as hardeners are diamines of the general formulas derived from cyclohexane in which the hydrogen bonded to carbon can be replaced by alpha or aromatic radicals and at most one hydrogen on a nitrogen atom can be replaced by a lower alkyl radical and R is an aliphatic radical. Instead of the 1,4-diamines, 1,2-diamines can also be used.
Besonders geeignet sind die Harter: 4,4'-Diaminodicyclohexylmethan, N-Propyl-1,4-diamino-cyclohexan, 323EDimethyl-4*4#diaminodicyclohexylmethan und 14-Diaminomethylcyclohexan.The hardeners are particularly suitable: 4,4'-diaminodicyclohexylmethane, N-propyl-1,4-diamino-cyclohexane, 323EDimethyl-4 * 4 # diaminodicyclohexylmethane and 14-diaminomethylcyclohexane.
Als Bortrifluoridkomplexe werden verwendet: Bortrifluorid-Hydrate, wie Bortrifluorid-Dihydrat, Bortrifluorid-Ätherate, wie Bortrifluorid-Diäthyläther, Bortrifluorid-Komplexe mit flüssigen einwertigen Alkoholen, wie Äthylalkohol, Komplexe von Bortrifluorid mit zweiwertigen Alkoholen und Polyalkoholen, wie 1,4-Butandiol, Äthylenglykol, Diäthylenglykol, Triäthylenglykol bis zu einem Molekulargewicht von 700, Bortrifluorid-Komplexe mit Estern, wie Äthylacetat. Die Komplexe werden vorzugsweise in 20 bis 50-prozentigen Lösungen verwandt. Besonders geeignete Lösungsmittel sind: Diole, wie Äthylenglykol, 1, 4-Butandiol, Diäthylenglykol, Triäthylenglykol, da diese bei der Polymerisation eingebaut werden, ohne daß ein Kettenabbruch eintritt.The following boron trifluoride complexes are used: boron trifluoride hydrates, such as boron trifluoride dihydrate, boron trifluoride etherates, such as boron trifluoride diethyl ether, Boron trifluoride complexes with liquid monohydric alcohols, such as ethyl alcohol, complexes of boron trifluoride with dihydric alcohols and polyalcohols, such as 1,4-butanediol, Ethylene glycol, diethylene glycol, triethylene glycol up to a molecular weight of 700, boron trifluoride complexes with esters such as ethyl acetate. The complexes are preferred used in 20 to 50 percent solutions. Particularly suitable solvents are: Diols such as ethylene glycol, 1,4-butanediol, diethylene glycol, triethylene glycol, there these are incorporated during the polymerization without chain termination occurring.
Unter Epoxidverbindungen werden Umsetzungsprodukte des Epichlorhydrins mit 4,4'-Dihydraxydiphenyl-2,2-propan mit einem Epoxidäquivalent von 100 bis 500 und Umsetzungsprodukte des Epichlorhydrins mit mehrwertigen Alkoholen verstanden, besonders bevorzugt sind Epoxidverbindungen mit mehrwertigen Phenolen mit ein oder mehreren Kernen, wie z.B. epoxydierte Novolake.Epoxy compounds are reaction products of epichlorohydrin with 4,4'-dihydraxydiphenyl-2,2-propane with an epoxide equivalent of 100 to 500 and reaction products of epichlorohydrin with polyhydric alcohols understood, Particularly preferred are epoxy compounds with polyhydric phenols with one or multiple cores, such as epoxidized novolaks.
Die Verschäumung geschieht durch ilalogenkohlenwasserstoffe niedriger Siedepunkte, wie Methylenchlorid, Trichlortrifluoräthan oder Monofluortrichlormethan. Die Verschäumung setzt etwa nach fünf Minuten ein und ist nach weiteren 5 bis 10 Minuten beendet.The foaming takes place lower due to halogenated hydrocarbons Boiling points such as methylene chloride, trichlorotrifluoroethane or monofluorotrichloromethane. The foaming starts after about five minutes and is after another 5 to 10 Minutes ended.
Um eine gleichmäßige Schaumstruktur zu erhalten, empfiehlt es sich, Siliconöle hinzuzusetzen. Auch der Zusatz einer geringen Menge Weichmacher ist vorteilhaft. Das Rühren der Mischung kann mit einfachen Rührgeräten erfolgen, und die Mischung wird nach Erhitzen auf500 C in die Verschäumungsform gegeben bzw. kontinuierlich auf dazu geeigneten Schaummaschinen verschäumt. Es empfiehlt sich, gegebenenfalls einen leichten Überdruck anzuwenden, Die nachstehenden Beispiele stellen bevorzugte Ausführungsformen der Erfindung dar. Die Benannten Teile sind Gewichtsteile.In order to obtain a uniform foam structure, it is advisable to Add silicone oils. Even the addition of a minor one Amount of plasticizer is beneficial. The mixture can be stirred with simple stirrers, and the mixture is placed in the foaming mold after heating to 500 ° C. foamed continuously on suitable foam machines. It is advisable, Apply a slight overpressure if necessary, The following examples illustrate preferred embodiments of the invention. The named parts are Parts by weight.
Beispiel 1 100 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-2b2-propans mit dem Epoxidäquivalentgewicht 185 32 Teile 4,4'-Diaminodicyclohexylmethan 10 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 2 Teile Bortrifluorid-Dihydrat Die Substanzen werden bei Zimmertemperatur gut verrührt und dann auf 550 C erhitzt. Nach etwa 5 Minuten beginnt die Verschäumung und ist nach weiteren 5 Minuten beendet. Der Schaum hat ein Raumgewicht von 80 kg/m3.Example 1 100 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-2b2-propane with the epoxy equivalent weight of 185 32 parts 4,4'-diaminodicyclohexylmethane 10 parts Trichlorotrifluoroethane 1 part silicone oil 2 parts dioctyl phthalate 2 parts boron trifluoride dihydrate The substances are stirred well at room temperature and then heated to 550 ° C. Foaming begins after about 5 minutes and ends after a further 5 minutes. The foam has a density of 80 kg / m3.
Beispiel 2 100 Teile eines epoxidhaltigen Phenol-Novolakes mit dem Epoxidäquivalentgewicht 175 32 Teile 4,4'-Diaminodicyclohexylmethan 10 Teile Trichlortrifluoräthan 1 Teil Silikonöl 4 Teile einer 50-prozentigen Lösung von Bortrifluorid-Dihydrat in Äthylenglykol 2 Teile Dioctylphthalat Nach dem Erhitzen auf 500 resultiert ein Schaum von 55 kg/m3.Example 2 100 parts of an epoxy-containing phenol novolak with the Epoxy equivalent weight 175 32 parts 4,4'-diaminodicyclohexyl methane 10 parts trichlorotrifluoroethane 1 part silicone oil 4 parts of a 50 percent solution of boron trifluoride dihydrate in ethylene glycol, 2 parts of dioctyl phthalate After heating to 500 the result is a foam of 55 kg / m3.
Beispiel 3 500 Teile eines epoxidierten Phenol-Novolakes mit dem Epoxidäquivalentgewicht von 175 160 Teile 4,4' -Diaminodicyclohexylmethan 75 Teile Trichlortriflu'oräthan 5 Teile Silikonöl 32 Teile einer 20-prozentigen Lösung von Bortrifluorid-Diäthylätheratlösung in Diäthylenglykol.Example 3 500 parts of an epoxidized phenol novolak with the epoxy equivalent weight of 175 160 parts of 4,4'-diaminodicyclohexylmethane 75 parts of trichlorotrifluorethane 5 parts of silicone oil 32 parts of a 20 percent solution of boron trifluoride diethyl etherate solution in diethylene glycol.
Erhitzen auf 500; C ergibt einen Schaum mit dem Raumgewicht 40 kg/m3.Heating to 500; C results in a foam with a density of 40 kg / m3.
Beispiel 4 70 Teile eines epoxidierten Phenol-Novolakes mit dem Epoxidäquivalentgewicht von 175 30 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-2,2-propans mit dem Epoxidäquivalent 380 21,5 Teile N-Propyl-1 , 4-diamino-cyclohexan 8 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 4 Teile einer 50-prozentigen Lösung von Bortrifluorid-Dihydrat in Äthylenglykol Erhitzen auf.500 C ergibt einen Schaum der Dichte 50 kg/m3.Example 4 70 parts of an epoxidized phenol novolak having the epoxy equivalent weight of 175 30 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-2,2-propane with the Epoxy equivalent 380 21.5 parts of N-propyl-1,4-diamino-cyclohexane, 8 parts of trichlorotrifluoroethane 1 part silicone oil 2 parts dioctyl phthalate 4 parts of a 50 percent solution of Boron trifluoride dihydrate in ethylene glycol Heating to 500 C results in a foam Density 50 kg / m3.
Beispiel 5 70 Teile Diglyesdyläther des 4,4'-Dihydroxydiphenyl-2,2-propans mit dem Epoxidäqulvalentgewicht 175 30 Teile Diglycidyläther des 4, 4 ' -Dihydroxydiphenyl-2,2-propans mit dem Epoxidäquivalent von 380 21 Teile N-Propyl-1,4-diamino-cyclohexan 8 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 4 Teile einer 50-prozentigen Lösung von Bortrifluorid-Dihydrat in Äthylenglykol Erhitzen auf 500 C ergibt nach etwa 10 Minuten einen Schaum des Raumgewichtes 60 kg/m3.Example 5 70 parts of diglyesdyl ether of 4,4'-dihydroxydiphenyl-2,2-propane with the epoxy equivalent weight of 175 30 parts of diglycidyl ether of 4, 4 '-dihydroxydiphenyl-2,2-propane with the epoxide equivalent of 380 21 parts of N-propyl-1,4-diamino-cyclohexane 8 parts Trichlorotrifluoroethane 1 part silicone oil 2 parts dioctyl phthalate 4 parts of a 50 percent Solution of boron trifluoride dihydrate in ethylene glycol. Heating to 500 C results in after a foam with a density of 60 kg / m3 for about 10 minutes.
Beispiel 6 100 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-2,2-propans mit dem Epoxidäquivalentgewicht 175 32 Teile 4,4'-Diaminodicyclohexylmethan 10 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 8 Teile einer 20-prozentigen Lösung von DortrifluoriddiäthylAtherat in 1,4-Butandiol Erhitzen auf 500 C ergibt einen Schaum der Dichte 50 kg/m3.Example 6 100 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-2,2-propane with the epoxy equivalent weight of 175 32 parts 4,4'-diaminodicyclohexylmethane 10 parts Trichlorotrifluoroethane 1 part silicone oil 2 parts dioctyl phthalate 8 parts of a 20 percent Solution of Dortmund fluoride diethyl etherate in 1,4-butanediol heating to 500 ° C results a foam with a density of 50 kg / m3.
Beispiel 7 100 Teile eines epoxidierten Phenol-Novolakes mit dem Epoxidäquivalentgewicht 175 31,5 Teile 3,3'-flimethyl-4,4'-diaminodicyclohexylmethan 8 Teile Nonofluortrichlormethan 1 Teil Silikonöl 2 Teile Dioc twolphthalat 4 Teile einer 50-prozentigen Lösung von Bortrifluorid-Dihydrat in Äthylenglykol Erhitzen auf 35 bis 400,C ergibt nach etwa 5 Minuten einen Schaum der Dicht. 45 kg/m3.Example 7 100 parts of an epoxidized phenol novolak with the epoxy equivalent weight 175 31.5 parts of 3,3'-dimethyl-4,4'-diaminodicyclohexyl methane 8 parts Nonofluorotrichloromethane 1 part silicone oil 2 parts Dioc twolphthalat 4 parts of a 50 percent solution of boron trifluoride dihydrate in ethylene glycol. Heat to 35 up to 400.degree. C. results in a foam of the seal after about 5 minutes. 45 kg / m3.
I3eispiel 8 70 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-k,2-propans mit dem Epoxidäquivalentgewicht 185 30 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-2,2-propans mit dem EpoxidAquivalentgewicht 380 15 Teile 1,4-Diaminocyclohexan 8 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 4 Teile einer 50-prozentigen Lösung von Bortrifluorid-Dihydrat in Äthylenglykol Erhitzen auf 550 C ergibt einen Schaum der Dichte 60 kg/m3.Example 8 70 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-k, 2-propane with the epoxide equivalent weight of 185 30 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-2,2-propane with an epoxide equivalent weight of 380, 15 parts of 1,4-diaminocyclohexane and 8 parts of trichlorotrifluoroethane 1 part silicone oil 2 parts dioctyl phthalate 4 parts of a 50 percent solution of Boron trifluoride dihydrate in ethylene glycol Heating to 550 C results in a foam Density 60 kg / m3.
Beispiel 9 70 Teile eines epoxidierten Phenol-Novolakes mit dem Epoxidäquivalentgewicht 175 30 Teile Diglycidyläther des 4,4'-Dihydroxydiphenyl-2,2-propans mit dem Epoxidäquivalentgewicht 380 21,5 Teile N-Propyl-t,4-diaminocyclohexan 10 Teile Trichlortrifluoräthan 1 Teil Silikonöl 2 Teile Dioctylphthalat 8 Teile einer 20-prozentigen Lösung von Bortrifluorid-Dihydrat in Diäthylenglykol Beim Erhitzen der Mischung auf 500 C resultiert ein Schaum der Dichte 40 kg/m3.Example 9 70 parts of an epoxidized phenol novolak having the epoxy equivalent weight 175 30 parts of diglycidyl ether of 4,4'-dihydroxydiphenyl-2,2-propane with the epoxide equivalent weight 380 21.5 parts of N-propyl-t, 4-diaminocyclohexane 10 parts of trichlorotrifluoroethane 1 part Silicone oil 2 parts dioctyl phthalate 8 parts of a 20 percent solution of boron trifluoride dihydrate in diethylene glycol when heating the mixture to 500 C results in a foam with a density of 40 kg / m3.
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712124961 DE2124961A1 (en) | 1971-05-19 | 1971-05-19 | Epoxy resin closed-cell foam - having a homogeneous structure and outstanding workability |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712124961 DE2124961A1 (en) | 1971-05-19 | 1971-05-19 | Epoxy resin closed-cell foam - having a homogeneous structure and outstanding workability |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2124961A1 true DE2124961A1 (en) | 1972-12-07 |
Family
ID=5808404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712124961 Pending DE2124961A1 (en) | 1971-05-19 | 1971-05-19 | Epoxy resin closed-cell foam - having a homogeneous structure and outstanding workability |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE2124961A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0053366A1 (en) * | 1980-11-28 | 1982-06-09 | Takeda Chemical Industries, Ltd. | Process for hardening a bisphenol A type epoxy resin |
| EP0290881A2 (en) * | 1987-05-09 | 1988-11-17 | Sto Aktiengesellschaft | Process for preparing lightweight construction elements |
-
1971
- 1971-05-19 DE DE19712124961 patent/DE2124961A1/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0053366A1 (en) * | 1980-11-28 | 1982-06-09 | Takeda Chemical Industries, Ltd. | Process for hardening a bisphenol A type epoxy resin |
| EP0290881A2 (en) * | 1987-05-09 | 1988-11-17 | Sto Aktiengesellschaft | Process for preparing lightweight construction elements |
| EP0290881A3 (en) * | 1987-05-09 | 1990-02-07 | Sto Ag | Process for preparing lightweight construction elements |
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