DE1294581B - Adhesive mixtures hardening in the absence of air - Google Patents
Adhesive mixtures hardening in the absence of airInfo
- Publication number
- DE1294581B DE1294581B DE1962R0033869 DER0033869A DE1294581B DE 1294581 B DE1294581 B DE 1294581B DE 1962R0033869 DE1962R0033869 DE 1962R0033869 DE R0033869 A DER0033869 A DE R0033869A DE 1294581 B DE1294581 B DE 1294581B
- Authority
- DE
- Germany
- Prior art keywords
- air
- hardening
- adhesive
- absence
- mixtures
- 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
- 239000000203 mixture Substances 0.000 title claims description 16
- 239000000853 adhesive Substances 0.000 title description 10
- 230000001070 adhesive effect Effects 0.000 title description 10
- 239000002253 acid Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000005846 sugar alcohols Polymers 0.000 claims 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 4
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- -1 methyl ethyl Chemical group 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- MZGMQAMKOBOIDR-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCO MZGMQAMKOBOIDR-UHFFFAOYSA-N 0.000 description 1
- QUASZQPLPKGIJY-UHFFFAOYSA-N 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound OCCOCCOCCOCCOC(=O)C=C QUASZQPLPKGIJY-UHFFFAOYSA-N 0.000 description 1
- RKOOOVKGLHCLTP-UHFFFAOYSA-N 2-methylprop-2-enoic acid;propane-1,2,3-triol Chemical compound CC(=C)C(O)=O.OCC(O)CO RKOOOVKGLHCLTP-UHFFFAOYSA-N 0.000 description 1
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000027455 binding Effects 0.000 description 1
- 238000009739 binding Methods 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
1 21 2
Zum Verkleben zweier Werkstoffe können Poly- . peroxyd, tert.-Butylhydroperoxyd oder Methyläthyl-To bond two materials, poly-. peroxide, tert-butyl hydroperoxide or methyl ethyl
merisationskleber, die aus zwei Komponenten be- "ketonperoxyd in Frage.merization glue, which consists of two components be "ketone peroxide in question.
stehen, verwendet werden. Ein Teil der zu polymeri- Die erfindungsgemäß zu verwendenden Klebesierenden Lösung enthält den Katalysator, während mischungen sind in Abhängigkeit von den zur Ander Aktivator dem anderen Teil zugesetzt oder auf 5 Wendung kommenden Monomeren und Art und die zu verklebenden Flächen aufgebracht wird. Erst Menge des Hydroperoxyds unterschiedlich lange bei Vereinigung der beiden Komponenten tritt die lagerfähig. Die in den nachstehenden Beispielen aufHärtung ein. geführten Klebemischungen sind von einigen Wochenare used. Some of the adhesive ends to be used according to the invention Solution contains the catalyst, while mixtures are dependent on one another Activator added to the other part or on 5 turn coming monomers and types and the surfaces to be bonded is applied. First amount of hydroperoxide for different lengths of time when the two components are combined, the storable occurs. Those in the examples below on curing a. Adhesive mixes run are from a few weeks
Aus der deutschen Auslegeschrift 1109 891 ist bis zu vielen Monaten haltbar.From the German Auslegeschrift 1109 891, it can be kept for up to many months.
bekannt, daß als Einkomponentenkleber, der bei xo Bringt man die Mischung zwischen die zu verLufteinwirkung lagerbeständig ist und unter Luft- . klebenden Flächen, so härtet sie aus und führt eine ausschluß polymerisiert, ausschließlich Diacrylate ausgezeichnete Verklebung herbei. Die Härtungszeit oder Dimethacrylate von Äthylenglykolben, die Hy- läßt sich durch Auswahl der Beschleunigermenge und droperoxyde enthalten, geeignet sind. der Temperatur im gewünschten Sinne beeinflussen.known that as a one-component adhesive, which at xo you bring the mixture between the to flow effect is shelf stable and under air. adhesive surfaces, it hardens and performs a exclusion polymerized, only diacrylates produce excellent bonding. The hardening time or dimethacrylate of ethylene glycol, which can be determined by selecting the amount of accelerator and hy contain droperoxides, are suitable. affect the temperature in the desired sense.
Es wurde nun gefunden, daß man Mischungen von 1S Sie kann zwischen wenigen Minuten bis zu vielenIt has now been found that mixtures of 1 S can range from a few minutes to many
a) 20 bis 100-/0, bezogen auf das Gewicht an Stunden liegen. Naturgemäß hängt die Lagerbestän-a) 20 to 100/0, based on the weight of hours. Naturally, the inventory
polymerisierbaren Verbindungen, eines Mono- ^tZt^^^tZtS^ polymerizable compounds, of a mono- ^ tZt ^^^ tZtS ^
ponente a) mischpolymensierbaren monomeren J? , , , , D . . , .... ,. ., ..component a) mixed polymerizable monomeric J? ,,,, D. . , ....,. ., ..
Ve bind η e nacnstenen(ien Beispiele erläutern die Erfm-Connect η e next ( ien examples explain the invention
r.\ »;„o™ UvJtnnamwA a5 dung und zeigen die Verbesserung der Haftfestigkeit r. \ »;„ o ™ UvJtnnamwA a 5 and show the improvement in adhesive strength
c) einem Hydroperoxyd gegenüber dei Klebemischungen gemäß der deutschenc) a hydroperoxide compared to the adhesive mixtures according to the German
zum Verkleben von Metallen verwenden kann. Die Auslegeschrift 1109 891.can be used for bonding metals. The interpretation document 1109 891.
Mischungen bleiben in Gegenwart von Luft längere Zur Bestimmung der Scherfestigkeiten wurdenMixtures stay longer in the presence of air
Zeit unverändert und erhärten erst unter Luft- zwei geschliffene Stahlplatten (26 X 97 mm) aufTime unchanged and only harden under air - two ground steel plates (26 X 97 mm)
ausschluß bei Berührung mit Metallen. 3° einer Fläche von 7 cm2 durch Überlappen verklebtexclusion in contact with metals. 3 ° of an area of 7 cm 2 glued by overlapping
Diese Mischungen sind in hervorragender Weise und auf einer Zerreißmaschine parallel zur Kleb-These mixtures are in an excellent way and on a tearing machine parallel to the adhesive
zum Verkleben von Metallen untereinander oder mit fläche auseinandergerissen,for bonding metals to each other or with the surface torn apart,
anderen Werkstoffen^ z.B. Glas, geeignet. Über- jother materials, e.g. glass. About- j
raschenderweise sind die erzielten Haftfestigkeiten Beispiel 1 besser als bei Verwendung der bekannten Klebe- 35Surprisingly, the adhesive strengths achieved in Example 1 are better than when the known adhesive 35 is used
mischungen gemäß der Auslegeschrift 1109 891. In Glykolmonomethacrylat, das mit 0,03 % Hy-mixtures according to Auslegeschrift 1109 891. In glycol monomethacrylate, which contains 0.03% hy-
Geeignete Monoester der Acryl- und/oder Metha- drochinonrnonomethyläther stabilisiert ist, werdenSuitable monoesters of acrylic and / or methaquinone monomethyl ether are stabilized
crylsäure im Sinne der Erfindung sind z. B. Äthylen- 3,5% Cumolhydroperoxyd gelöst. Diese Lösung istAcrylic acid in the context of the invention are, for. B. Ethylene 3.5% cumene hydroperoxide dissolved. This solution is
glykol-, Diäthylenglykol-, Triäthylenglykol- oder in halbgefüllte Polyäthylenflaschen viele Monateglycol, diethylene glycol, triethylene glycol or semi-filled polyethylene bottles for many months
Tetraäthylenglykolmonoacrylat oder -methacrylat so- 40 stabil.Tetraethylene glycol monoacrylate or methacrylate so stable.
wie die entsprechenden Propylenglykol- oderButylen- Bringt man eine Probe zwischen zwei Stahlplatten,like the corresponding propylene glycol or butylene If a sample is placed between two steel plates,
glykolverbindungen, des weiteren Monoacrylate oder so erhärtet sie nach einigen Stunden bei Zimmer-glycol compounds, furthermore monoacrylates or something like that, it hardens after a few hours with room
Methacrylate von Glyzerin oder Erythrit. Neben den temperatur. Die erzielbare Scherfestigkeit beträgtMethacrylates of glycerine or erythritol. Besides the temperature. The achievable shear strength is
Monoglykolestern der Acryl- oder/und Methacryl- 79 kg/cm~2.Monoglycol esters of acrylic and / or methacrylic 79 kg / cm ~ 2 .
säure können bis zu 80 % einer copolymerisierbaren 45 Mit einem entsprechenden Ansatz auf Basis Tetra-acid can contain up to 80% of a copolymerizable 45 With a corresponding approach based on tetra-
monoäthylenisch ungesättigten Verbindung, insbeson- äthylenglykoldimethacrylat erreicht man unter den-monoethylenically unsaturated compound, in particular ethylene glycol dimethacrylate, can be achieved under the
dere Acryl- oder Methacrylsäureester, Amide, Nitrile, selben Bedingungen 26 kg/~2 Scherfestigkeit,other acrylic or methacrylic acid esters, amides, nitriles, same conditions 26 kg / ~ 2 shear strength,
auch geringe Mengen der Säure selbst sowie Styrol ß . · ι 2 also small amounts of the acid itself and styrene ß . · Ι 2
und andere Vinylverbindungen mit verwendet. ; e ι s ρ ι eand other vinyl compounds are also used. ; e ι s ρ ι e
werden. Auch vernetzende Monomere, d. h. Mono- 59 In die im Beispiel 1 genannte Glykolmonometha-will. Crosslinking monomers, i. H. Mono- 59 In the Glykolmonometha- mentioned in Example 1
mere mit mindestens zwei polymerisierbaren Doppel- crylatlösung werden 10 °/o chloriertes Diphenylmers with at least two polymerizable double acrylate solutions become 10% chlorinated diphenyl
bindungen, z. B. Divinylbenzol, Dimethacrylate oder (Chlorgehalt: ~ 50 %) eingebracht. Die Lagerfähig-bindings, e.g. B. Divinylbenzene, Dimethacrylate or (chlorine content: ~ 50%) introduced. The storable
Allylmethacrylat, können in kleinen Mengen vor- keit dieses Gemisches beträgt in Gegenwart von LuftAllyl methacrylate, this mixture can be prepared in small quantities in the presence of air
handen sein und bewirken eine Verbesserung der Lö- einige Monate. Bei einer Eisenverklebung mit einerbe at work and bring about an improvement in the loss of several months. In the case of iron bonding with a
sungsmittelbeständigkeit der Verklebungen. — Auch 55 Probe des Gemisches erreicht man eine Scherfestig-Resistance to solvents of the bonds. - Even 55 samples of the mixture achieve a shear strength
Polymerisate, die im Monomer bzw. Monomeren- keit von 116 kg/cm"""2,Polymers with a monomer or monomer ratio of 116 kg / cm """ 2 ,
gemisch löslich oder dispergiert sind, wie z. B. Poly- „ . . . _are mixed soluble or dispersed, such as. B. Poly- ". . . _
methylmethacrylat, können mit verwendet werden. . Beispielmethyl methacrylate, can be used with. . example
Weiterhin ist der Zusatz von chlorierten Kohlen- An Stelle des im Beispiel 1 genannten Cumolhydro-Furthermore, the addition of chlorinated carbon instead of the cumene hydro-
wasserstoffen, Phosphorsäureestern, Weichmachern, 6o peroxyds wird Methyläthylketonperoxyd in einerhydrogen, phosphoric acid esters, plasticizers, 6o peroxyds is methyl ethyl ketone peroxide in one
wie Di- und Polyestern aliphatischer oder aro- Menge von etwa 2% eingesetzt. Diese Lösung istsuch as di- and polyesters aliphatic or aro- amount of about 2% used. This solution is
matischer Di- und Polycarbonsäuren, anorganischen viele Wochen stabil. Eine Eisenverklebung mit diesermatic di- and polycarboxylic acids, inorganic ones stable for many weeks. An iron bond with this one
Füllstoffen, wie Titandioxyd oder Kreide, möglich. — Mischung gibt eine Scherfestigkeit von 125 kg/cm"3.Fillers such as titanium dioxide or chalk are possible. - Mixture gives a shear strength of 125 kg / cm " 3 .
Es ist ferner zweckmäßig, wenn die Mischungen „ . . T .It is also useful if the mixtures ". . T.
Stabilisatoren, die in Gegenwart von Luftsauerstoff 65 Beispiel 4Stabilizers that act in the presence of atmospheric oxygen 65 Example 4
stabilisieren, z. B. Hydrochinon oder Di-tert.-butyl- Ein Gemisch von Glykolmonomethacrylat undstabilize, e.g. B. hydroquinone or di-tert-butyl- A mixture of glycol monomethacrylate and
p-cresol, enthalten. chloriertem Diphenyl im Verhältnis 90 :10, dasp-cresol. chlorinated diphenyl in a ratio of 90:10, the
Als Hydroperoxyde kommen z.B. Cumolhydro- 2% Methyläthylketonperoxyd enthält, ist einigeExamples of hydroperoxides include cumene hydro- containing 2% methyl ethyl ketone peroxide, is a few
Wochen lagerstabil und liefert Stahlverklebungen mit einer Scherfestigkeit von 192 kg/cm"2.Stable for weeks and provides steel bonds with a shear strength of 192 kg / cm " 2 .
Ein Gemisch aus 90 Teilen Glykolmonomethacrylat, 7 Teilen Methacrylsäuremethylester und 3 Teilen Polymethylmethacrylat wird stabilisiert mit 0,01 % Hydrochinon und mit 3 Teilen tert.-Butylhydroperoxyd versetzt. Die Lagerfähigkeit in Gegenwart von Luft beträgt einige Monate.A mixture of 90 parts of glycol monomethacrylate, 7 parts of methyl methacrylate and 3 parts of polymethyl methacrylate are stabilized with 0.01% hydroquinone and with 3 parts of tert-butyl hydroperoxide offset. The shelf life in the presence of air is a few months.
Die erzielte Scherfestigkeit bei Eisenverklebungen liegt bei 80 kg/cm"2.The shear strength achieved in the case of iron bonds is 80 kg / cm " 2 .
Glycerinmonomethacrylat wird mit 0,01% Hydrochinon stabilisiert und mit 3 % Cumolhydroperoxyd versetzt. Die Lagerstabilität beträgt einige Wochen. Die Scherfestigkeit bei Eisenverklebungen ist 115 kg/cm-2.Glycerine monomethacrylate is stabilized with 0.01% hydroquinone and with 3% cumene hydroperoxide offset. The storage stability is a few weeks. The shear strength for iron bonds is 115 kg / cm -2.
Beispiel 7 *°Example 7 * °
Triäthylenglykolmonomethacrylat, stabilisiert mit 0,01% Hydrochinon, wird mit 3% Cumolhydroperoxyd versetzt. Die Lagerstabilität in Gegenwart von Luft beträgt einige Monate. Es sind Scherfestig- as keiten bei Stahlverklebungen von 145 kg/cm"2 erzielbar. Triethylene glycol monomethacrylate, stabilized with 0.01% hydroquinone, is mixed with 3% cumene hydroperoxide. The storage stability in the presence of air is a few months. Shear strengths of 145 kg / cm " 2 can be achieved with steel bonds.
Glykolmonomethacrylat, das 10 Teile 1,4-Butandioldimethacrylat enthält, wird mit 0,01% Hydrochinonmonomethyläther stabilisiert. Nach Beifügung von 3 % Cumolhydroperoxyd erhält man ein Gemisch, dessen Lagerfähigkeit in Gegenwart von Luft mehrere Monate beträgt. Bei Stahlverklebung erhält man Scherfestigkeiten von 60 kg/cmr2.Glycol monomethacrylate, which contains 10 parts of 1,4-butanediol dimethacrylate, is stabilized with 0.01% hydroquinone monomethyl ether. After adding 3% cumene hydroperoxide, a mixture is obtained which can be stored for several months in the presence of air. In the case of steel bonding, shear strengths of 60 kg / cmr 2 are obtained .
Claims (1)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1962R0033869 DE1294581B (en) | 1962-11-13 | 1962-11-13 | Adhesive mixtures hardening in the absence of air |
| FR951797A FR1372368A (en) | 1962-11-13 | 1963-10-25 | Air-tight bonding mixture |
| GB4424963A GB1013708A (en) | 1962-11-13 | 1963-11-08 | Anaerobic adhesive compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1962R0033869 DE1294581B (en) | 1962-11-13 | 1962-11-13 | Adhesive mixtures hardening in the absence of air |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1294581B true DE1294581B (en) | 1969-05-08 |
Family
ID=7404198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1962R0033869 Pending DE1294581B (en) | 1962-11-13 | 1962-11-13 | Adhesive mixtures hardening in the absence of air |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1294581B (en) |
| GB (1) | GB1013708A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA3049545A1 (en) * | 2017-01-20 | 2018-07-26 | Henkel IP & Holding GmbH | Anaerobic lubricant sealant |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2628178A (en) * | 1950-07-29 | 1953-02-10 | Gen Electric | Oxygenated polymerizable acrylic acid type esters and methods of preparing and polymerizing the same |
| DE953563C (en) * | 1950-07-29 | 1956-12-06 | Gen Electric | Process for the treatment of polymerizable liquids |
| DE1109891B (en) * | 1955-08-25 | 1961-06-29 | American Sealants Company | Liquid mixtures that polymerize in the absence of air |
-
1962
- 1962-11-13 DE DE1962R0033869 patent/DE1294581B/en active Pending
-
1963
- 1963-11-08 GB GB4424963A patent/GB1013708A/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2628178A (en) * | 1950-07-29 | 1953-02-10 | Gen Electric | Oxygenated polymerizable acrylic acid type esters and methods of preparing and polymerizing the same |
| DE953563C (en) * | 1950-07-29 | 1956-12-06 | Gen Electric | Process for the treatment of polymerizable liquids |
| DE1109891B (en) * | 1955-08-25 | 1961-06-29 | American Sealants Company | Liquid mixtures that polymerize in the absence of air |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1013708A (en) | 1965-12-22 |
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