Claims
- 1. A heat curable adhesive article comprising (a) at least one carrier web having at least a first and second surface; and (b) a free radically cured adhesive composition prepared from a formulation comprising:
- (1) at least one free radically polymerizable monomer;
- (2) at least one epoxy function monomer;
- (3) at least one free radical polymerization photoinitiator;
- (4) a thermally-initiated cationic catalyst system comprising:
- (a) at least one salt of an organometallic cation, wherein the salt of the organometallic cation is selected from the class of substituted and unsubstituted aromatic compounds based on a benzene or cyclopentadienyl nucleus, the metal atom is a transition metal atom, and the anion is tetrafluoroborate, hexafluorophosphate, hexafluoroarsenate, or hexafluoroantimonate;
- (b) at least one stabilizing additive, wherein the stabilizing additive has a segment or central nucleus of a formula selected from the group consisting of ##STR6## wherein R.sup.1 is a radical moiety that can be the same or different and is selected from substituted and unsubstituted C.sub.1 to C.sub.10 alkyl groups, substituted and unsubstituted groups of one to four aromatic rings, wherein two to four rings can be fused or unfused rings;
- R.sup.2 is hydrogen or R.sup.1 further when R.sup.2 is R.sup.1, R.sup.1 and R.sup.2 taken together can form a cyclic ring having 5 to 7 ring atoms;
- R.sup.3 is R.sup.1 or divalent group (as when d=2) selected from alkylene, having 3 to 10 carbon atoms and phenylene groups:
- R.sup.4 is hydrogen, and each R.sup.3 may be independently selected and is as defined above, and further two adjacent R.sup.3 groups may be taken together to form a cyclic ring having 5 to 7 ring atoms;
- Z is nitrogen, phosphorus, arsenic or antimony;
- c is 1 or 2; and
- d is 1 or 2;
- (5) optionally, at least one alcohol-containing material; and
- (6) optionally, adjuvants, coated on at least the first surface of the carrier web.
- 2. A stabilized adhesive article comprising (a) at least one substrate having at least a first and second surface; and (b) fully cured adhesive composition prepared from a formulation comprising:
- (1) at least one free radically polymerizable monomer;
- (2) at least one epoxy function monomer;
- (3) at least one free radical polymerization photoinitiator;
- (4) a thermally-initiated cationic catalyst system comprising:
- (a) at least one salt of an organometallic cation, wherein the salt of the organometallic cation is selected from the class of substituted and unsubstituted aromatic compounds based on a benzene or cyclopentadienyl nucleus, the metal atom is a transition metal atom, and the anion is tetrafluoroborate, hexafluorophosphate, hexafluoroarsenate, or hexafluoroantimonate;
- (b) at least one stabilizing additive, wherein the stabilizing additive has a segment or central nucleus of a formula selected from the group consisting of ##STR7## wherein R.sup.1 is a radical moiety that can be the same or different and is selected from substituted and unsubstituted C.sub.1 to C.sub.10 alkyl groups, substituted and unsubstituted groups of one to four aromatic rings, wherein two to four rings can be fused or unfused rings;
- R.sup.2 is hydrogen or R.sup.1 further when R.sup.2 is R.sup.1, R.sup.1 and R.sup.2 taken together can form a cyclic ring having 5 to 7 ring atoms;
- R.sup.3 is R.sup.1 or divalent group (as when d=2) selected from alkylene, having 3 to 10 carbon atoms and phenylene groups;
- R.sup.4 is hydrogen, and each R.sup.3 may be independently selected and is as defined above, and further two adjacent R.sup.3 groups may be taken together to form a cyclic ring having 5 to 7 ring atoms;
- Z is nitrogen, phosphorus, arsenic or antimony;
- c is 1 or 2; and
- d is 1 or 2;
- (5) optionally, at least one alcohol-containing material; and
- (6) optionally, adjuvants.
- 3. A method for preparing a film adhesive comprising the steps:
- (1) providing a carrier web having at least a first and second surface;
- (2) preparing a formulation comprising:
- (a) at least one free radically polymerizable monomer;
- (b) at least one epoxy function monomer;
- (c) at least one free radical polymerization photoinitiator;
- (d) a thermally-initiated cationic catalyst system comprising:
- (i) at least one salt of an organometallic cation, wherein the salt of the organometallic cation is selected from the class of substituted and unsubstituted aromatic compounds based on a benzene or cyclopentadienyl nucleus, the metal atom is a transition metal atom, and the anion is tetrafluoroborate, hexafluorophosphate, hexafluoroarsenate, or hexafluoroantimonate;
- (ii) at least one stabilizing additive, wherein the stabilizing additive has a segment or central nucleus of a formula selected from the group consisting of ##STR8## wherein R.sup.1 is a radical moiety that can be the same or different and is selected from substituted and unsubstituted C.sub.1 to C.sub.10 alkyl groups, substituted and unsubstituted groups of one to four aromatic rings, wherein two to four rings can be fused or unfused rings;
- R.sup.2 is hydrogen or R.sup.1 further when R.sup.2 is R.sup.1, R.sup.1 and R.sup.2 taken together can form a cyclic ring having 5 to 7 ring atoms;
- R.sup.3 is R.sup.1 or divalent group (as when d=2) selected from alkylene, having 3 to 10 carbon atoms and phenylene groups;
- R.sup.4 is hydrogen, and each R.sup.3 may be independently selected and is as defined above, and further two adjacent R.sup.3 groups may be taken together to form a cyclic ring having 5 to 7 ring atoms;
- Z is nitrogen, phosphorus, arsenic or antimony;
- c is 1 or 2; and
- d is 1 or 2;
- (e) optionally, at least one alcohol-containing material; and
- (f) optionally, adjuvants;
- (3) coating the formulation onto at least one surface of the carrier web; and
- (4) polymerizing component (a) by exposing the curable composition to radiation to active the free radical photoinitiator to provide a heat curable adhesive.
- 4. A method for preparing a fully cured stabilized adhesive comprising:
- (1) preparing a film adhesive according to claim 3;
- (2) transferring the film adhesive to a substrate; and
- (3) exposing the film adhesive to a temperature sufficient to cure component (b) to provide a fully cured adhesive.
Parent Case Info
This is a division of Application No. 08/078,546 filed Jun. 16, 1993, now U.S. Pat. No. 5,453,450.
US Referenced Citations (10)
Foreign Referenced Citations (2)
Number |
Date |
Country |
3855185 |
Aug 1985 |
AUX |
1277070 |
Nov 1990 |
CAX |
Divisions (1)
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Number |
Date |
Country |
Parent |
78546 |
Jun 1993 |
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