Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Patent
1984-10-09
1985-07-30
Lilling, Herbert J.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
20415923, 524109, 524292, 524555, 524772, 524776, 524850, 526204, 526208, 526298, C09J 314, C08F 2232
Patent
active
045322937
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to .alpha.-cyanoacrylate instant adhesive compositions, in particular to .alpha.-cyanoacrylate instant adhesive compositions having remarkably improved heat resistance.
BACKGROUND ART
.alpha.-cyanoacrylate adhesives have been widely used in not only various fields of industry but also the fields such as `do it yourself` and hobby handicrafts at home since they have many advantages, in addition to strong adhesion, such as fast setting time, handiness owing to lower viscosity, nonpollution owing to the discontainment of solvent and prevention of micropores from forming on the bond surface accompanied with the evaporation of solvents. On the other hand, it has been indicated that they are inferior in heat resistance. This disadvantage has been serious in the cases which the heat resistance is required, for example in bonding of articles, parts and the like prior to burning coating.
In order to improve such a disadvantage various methods are proposed. For example heat resistance of .alpha.-cyanoacrylate is tried to be strong by adding N,N'-substituted bis-maleimide compounds (Japanese Pat. Publication No. 11688/1977), maleic anhydride or derivatives thereof (Japanese Pat. Publication No. 12737/1977), isocyanate compounds or polyisocyanate compounds (Japanese Pat. Publication No. 19418/1979), hydroxyalkyl esters of .alpha.,.beta.-unsaturated carboxylic acids or hydroxyhalogenoalkyl esters of .alpha.,.beta.-unsaturated carboxylic acids (Japanese Pat. Laying-Open No. 110635/1978) and sulfone compounds and dicarboxylic acid anhydrides (Japanese Pat. Laying-Open No. 66980/1980) thereto, respectively.
However, such additives have been apt to prolong the setting time increasingly with the improvement in heat resistance in general. Since it goes without saying that the fast cure is the greatest characteristic of .alpha.-cyanoacrylate adhesives, the prolonged setting time damages the worth as instant adhesives. Although the heat resisting temperature can be increased to about 250.degree. C. at maximum according to the invention disclosed in Japanese Pat. Publication No. 11688/1977 cited at first, it is necessary to turn .alpha.-cyanoacrylate adhesives into prepregs or films prior to the use thereof. Therefore, they can no longer be called instant adhesives.
It is an object of the present invention to provide adhesives having remarkably improved heat resistance with holding the high cure speed suitable for instant adhesives.
DISCLOSURE OF THE INVENTION
The inventors found that the following specified compounds were effective as additives giving heat resistance to .alpha.-cyanoacrylate adhesives from the investigation of a large number of additives to attain the above described object.
That is to say, .alpha.-cyanoacrylate instant adhesive compositions according to the present invention is characterized by that benzophenonetetracarboxylic acid or anhydride thereof is incorporated into .alpha.-cyanoacrylate.
.alpha.-cyanoacrylate described herein designates ester compounds expressed by the following general formula: ##STR1## wherein a substituent R is an alkyl group, a cycloalkyl group, an alkylene group, an alkyne group, an aralkyl group, a phenyl group, an alcoxyalkyl group, a halogenoalkyl group, a cyanoalkyl group and the like. The examples of said substituent R include a methyl group, an ethyl group, a n-propyl group, a n-butyl group, an isobutyl group, a t-butyl group, an amyl group, an isoamyl group, a n-hexyl group, a n-heptyl group, a n-octyl group, a n-decyl group, a n-undecyl group, a n-dodecyl group, a cetyl group, a vinyl group, an allyl group, a propargyl group, a cyclohexyl group, a phenyl group, a benzyl group, a phenetyl group, a 2-methoxyethyl group, a 2-methoxyisopropyl group, a 2-ethoxyethyl group, a 2-chloroethyl group, a 2-trifluoroethyl group, a hexafluoroisobutyl group, a 2-cyanoethyl group and the like.
Adhesive compositions according to the present invention contain benzophenonetetracarboxylic acid or anhydride thereof as an indispensable ingre
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Ikeda Takayuki
Kouhara Kazuo
Sasaki Minoru
Kabushiki Kaisha Alpha Giken
Lilling Herbert J.
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