Accelerator for curable acrylic ester compositions
AssigneeLoctite Corporation
InventorsDavid P. Melody, Daniel A. Doherty, John F. O'Grady, Richard D. Rich
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Abstract
Curable acrylate ester compositions having as an accelerator for the polymerization a hydrazine derivative of the formula R.sup.1 --HN--NH--CO--R.sup.2 and as a co-accelerator, an acid having a pK.sub.a of less than about 6. The compositions may optionally be formulated as two-part compositions with the non-ester-containing part being applied as a primer. Typical of the monomers are the polyalkylene glycol dimethacrylates and the so-called urethane acrylates. Polymerization is preferably initiated by a peroxy compound such as cumene hydroperoxide, such a composition having anaerobic curing characteristics.
Claims60
A curable adhesive and sealant composition comprising:
- (a) a room temperature polymerizable acrylate ester;
- (b) a peroxy free radical initiator in an amount sufficient to initiate polymerization of said ester;
- (c) as a polymerization accelerator, a compound having the formula ##STR16## wherein R.sup.1 is selected from the group consisting of alkyl, cycloalkyl, aryl, alkenyl, cycloalkenyl and R.sup.2 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, aryloxy, carbonyl group connected to an unreactive lower alkyl group of 1 to 4 carbons, amino, and the following groups:
- ##STR17## wherein R.sup.10 is selected from the group consisting of alkyl groups containing one to about 10 carbon atoms, alkenyl groups containing two to about 10 carbon atoms, and aryl groups containing up to about 10 carbon atoms, said accelerator being present in an amount sufficient to accelerate the polymerization at room temperature;
- and (d) as co-accelerator, an acid having a pK.sub.a at room temperature of about 1 to about 6.
A two-part, curable adhesive and sealant composition comprising a first part comprising a room temperature polymerizable acrylate ester and an acid having a pK.sub.a at room temperature of about 1 to about 6;
- and a second part comprising a peroxy free radical initiator in an amount sufficient to initiate polymerization of said ester and a polymerization accelerator having the formula ##STR18## wherein R.sup.1 is selected from the group consisting of alkyl, cycloalkyl, aryl, alkenyl, cycloalkenyl and R.sup.2 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, aryloxy, carbonyl group connected to an unreactive lower alkyl group of 1 to 4 carbons, amino, and the following groups:
- ##STR19## wherein R.sup.10 is selected from the group consisting of alkyl groups containing one to about 10 carbon atoms, alkenyl groups containing two to about 10 carbon atoms, and aryl groups containing up to about 10 carbon atoms, said accelerator being present in an amount sufficient to accelerate the polymerization at room temperature.
A two-part, curable adhesive and sealant composition comprising a first part comprising a room temperature polymerizable acrylate ester, an acid having a pK.sub.a at room temperature of about 1 to about 6, and a peroxy free radical initiator in an amount sufficient to initiate polymerization of said ester;
- and a second part comprising a polymerization accelerator having the formula
- wherein R.sup.1 is selected from the group consisting of alkyl, cycloalkyl, aryl, alkenyl, cycloalkenyl and R.sup.2 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, aryloxy, carbonyl group connected to an unreactive lower alkyl group of 1 to 4 carbons, amino, and the following groups:
- ##STR20## wherein R.sup.10 is selected from the group consisting of alkyl groups containing one to about 10 carbon atoms, alkenyl groups containing two to about 10 carbon atoms, and aryl groups containing up to about 10 carbon atoms, said accelerator being present in an amount sufficient to accelerate the polymerization at room temperature.
A two-part, curable adhesive and sealant composition comprising a first part comprising a room temperature polymerizable acrylate ester, a peroxy free radical initiator in an amount sufficient to initiate polymerization of said ester and a polymerization accelerator having the formula ##STR21## wherein R.sup.1 is selected from the group consisting of alkyl, cycloalkyl, aryl, alkenyl, cycloalkenyl and R.sup.2 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, aryloxy, carbonyl group connected to an unreactive lower alkyl group of 1 to 4 carbons, amino, and the following groups:
- ##STR22## where R.sup.10 is selected from the group consisting of alkyl groups containing one to about 10 carbon atoms, alkenyl groups containing two to about 10 carbon atoms, and aryl groups containing up to about 10 carbon atoms, said accelerator being present in an amount sufficient to accelerate the polymerization at room temperature;
- and a second part comprising an acid having a pK.sub.a at room temperature of less than about 3.
Dependencies are inferred from the claim text.