Energy-induced curable compositions
First Claim
1. A polymerizable composition consisting essentially of(a) polyurethane precursors comprising at least one monomer comprising at least two isocyanate groups and at least one monomer having at least two isocyanate-reactive hydrogen atoms, and(b) a curing agent comprising(i) an organometallic compound, said organometallic compound having the formula,
whereinL1 represents none, or 1 to 12 ligands contributing pi-electrons that can be the same or different ligand selected from substituted and unsubstituted acyclic and cyclic unsaturated compounds and groups and substituted and unsubstituted carbocyclic aromatic and heterocyclic aromatic compounds, each capable of contributing 2 to 24 pi-electrons to the valence shell of M;
L2 represents none, or 1 to 24 ligands that can be the same or different contributing an even number of sigma-electrons selected from mono-, di-, and tri-dentate ligands, each donating 2, 4, or 6 sigma-electrons to the valence shell of M;
L3 represents none, or 1 to 12 ligands that can be the same or different, each contributing no more than one sigma-electron each to the valence shell of each M;
Ligands L1, L2, and L3 can be bridging or non-bridging ligands;
M represents 1 to 4 of the same or different transition metal atom selected from the elements of Periodic Groups IVB, VB, VIB, VIIB, and VIIB;
with the proviso that said organometallic compound contains at least one of a metal-metal sigma bond and L3 ; and
with the proviso that L1, L2, L3, and M are chosen so as to achieve a stable configuration, and(2) an onium salt selected from the group consisting of salts of halonium compounds and compounds of hypervalent Group VIA elements.
1 Assignment
0 Petitions
Accused Products
Abstract
A polymerizable composition comprises a polymeric precursor selected from the group consisting of (1) at least one ethylenically-unsaturated monomer, (2) at least one epoxy monomer, and (3) polyurethane precursors, and a curing agent comprising an organometallic compound and an onium salt.
70 Citations
18 Claims
- 1. A polymerizable composition consisting essentially of
(a) polyurethane precursors comprising at least one monomer comprising at least two isocyanate groups and at least one monomer having at least two isocyanate-reactive hydrogen atoms, and (b) a curing agent comprising (i) an organometallic compound, said organometallic compound having the formula, - space="preserve" listing-type="equation">L.sup.1 L.sup.2 L.sup.3 M
wherein L1 represents none, or 1 to 12 ligands contributing pi-electrons that can be the same or different ligand selected from substituted and unsubstituted acyclic and cyclic unsaturated compounds and groups and substituted and unsubstituted carbocyclic aromatic and heterocyclic aromatic compounds, each capable of contributing 2 to 24 pi-electrons to the valence shell of M; L2 represents none, or 1 to 24 ligands that can be the same or different contributing an even number of sigma-electrons selected from mono-, di-, and tri-dentate ligands, each donating 2, 4, or 6 sigma-electrons to the valence shell of M; L3 represents none, or 1 to 12 ligands that can be the same or different, each contributing no more than one sigma-electron each to the valence shell of each M; Ligands L1, L2, and L3 can be bridging or non-bridging ligands; M represents 1 to 4 of the same or different transition metal atom selected from the elements of Periodic Groups IVB, VB, VIB, VIIB, and VIIB;
with the proviso that said organometallic compound contains at least one of a metal-metal sigma bond and L3 ; and
with the proviso that L1, L2, L3, and M are chosen so as to achieve a stable configuration, and(2) an onium salt selected from the group consisting of salts of halonium compounds and compounds of hypervalent Group VIA elements. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18)
- 5. The composition according to claim 1 wherein said curing agent is present in the range of 0.1 to 20 weight percent of the total composition.
- 6. The composition according to claim 5 wherein said curing agent is present in the range of 0.1 to 10 weight percent of said total composition.
- 7. The composition according to claim 1 wherein the ratio of organometallic compound to onium salt of said curing agent is in the range of 10:
- 1 to 1;
10 by weight.
- 8. The composition according to claim 7 wherein the ratio of organometallic compound to onium salt is in the range of 5:
- 1 to 1;
5 by weight.
- 9. The composition according to claim 1 wherein said polyurethane precursor comprises a mixture of polyisocyanates and compounds bearing at least two isocyanate-reactive hydrogen atoms where the ratio of isocyanate groups to isocyanate-reactive hydrogen atoms is in the range 1:
- 2 to 2;
1.
- 10. The composition according to claim 1 wherein said organometallic compound is selected from the group consisting of [CpFe(CO)2 ]2, Mn2 (CO)10, CpPt(CH3)3.
- 11. The composition according to claim 1 wherein said organometallic compound is selected from the group consisting of Mn2 (CO)8 (1,10-phenanthroline) and (CO)5 Mn-FeCp(CO)2.
- 12. The composition according to claim 1 wherein said onium salt is at least one of Ph2 I+ PF6, Ph2 I+ SbF6-, Ph2 I+ AsF6-, Ph2 I+ SbF5 (OH)-, Ph3 S+ PF6-, Ph3 S+ SbF6-, Ph3 S+ AsF6-, PhSC6 H4 SPh2+ SbF6-, and Ph3 S+ SbF5 (OH)-, wherein Ph is phenyl.
- 13. A cured composition according to claim 4.
- 14. A shaped article according to claim 13.
- 15. A layered structure comprising a substrate having coated on one surface thereof the polymerizable composition according to claim 1.
- 16. The cured structure according to claim 15.
- 17. The layered structure according to claim 15 which is an imageable structure.
- 18. The polymerizable composition according to claim 1 which further consists of an effective amount of at least one of a solvent, stabilizer, antioxidant, flow agent, bodying agent, flatting agent, colorant, inert filler, binder, blowing agent, fungicide, bacteriocide, surfactant, and plasticizer.
Specification
-
- Resources
-
Current Assignee3M Company
-
Original Assignee3M Company
-
InventorsDevoe, Robert J., Palazzotto, Michael C., Brown-Wensley, Katherine A.
-
Primary Examiner(s)Bleutge, John C.
-
Assistant Examiner(s)Koeckert, Arthur H.
-
Application NumberUS07/090,791Time in Patent Office1,096 DaysField of Search522/25, 528/51, 528/52, 528/56US Class Current522/25CPC Class CodesC08F 2/50 with sensitising agentsC08F 4/44 selected from light metals,...C08G 18/161 containing two or more comp...C08G 18/22 containing metal compoundsC08G 18/637 characterised by the in sit...C08G 59/68 characterised by the cataly...C08G 65/12 containing organo-metallic ...Y10S 430/115 Cationic or anionicY10S 430/122 Sulfur compound containingY10S 430/124 Carbonyl compound containing
