US4952612A
Expired / Lapsed
US
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Energy-induced curable compositions
Assignee: 3M Co
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Filing: 1987-08-28
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Granted: 1990-08-28
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Expires: 2007-08-28
Abstract
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.
Inventors
- 👤 Katherine A. Brown-Wensley
- 👤 Robert J. DeVoe
- 👤 Michael C. Palazzotto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 00:04
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C08F4/00; C08F4/42; C08F4/44; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/16; C08G18/161; C08G18/22; C08G18/28; C08G18/40; C08G18/63; C08G18/637; C08G59/00; C08G59/18; C08G59/68; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/08; C08G65/10; C08G65/12; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/115; Y10S430/122; Y10S430/124
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
290 words
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, L.sup.1 L.sup.2 L.sup.3 M wherein L 1 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; L 2 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; L 3 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 L 1 , L 2 , and L 3 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 L 3 ; and with the proviso that L 1 , L 2 , L 3 , 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.
Claim 2
Dependent Claim
290 words
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, L.sup.1 L.sup.2 L.sup.3 M wherein L 1 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; L 2 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; L 3 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 L 1 , L 2 , and L 3 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 L 3 ; and with the proviso that L 1 , L 2 , L 3 , 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.
Claim 3
Dependent Claim
9 words
The composition according to claim 1 which is photopolymerizable.
Claim 4
Dependent Claim
10 words
The composition according to claim 1 which is thermally polymerizable.
Claim 5
Dependent Claim
38 words
The composition according to claim 1 wherein said onium salt has the formula II AX II wherein A is an iodonium or sulfonium cation, and X is an organic sulfonate counterion, or a halogenated metal or metalloid counterion.
Claim 6
Dependent Claim
25 words
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.
Claim 7
Dependent Claim
25 words
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.
Claim 8
Dependent Claim
29 words
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.
Claim 9
Dependent Claim
25 words
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.
Claim 10
Dependent Claim
41 words
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.
Claim 11
Dependent Claim
32 words
The composition according to claim 1 wherein said organometallic compound is selected from the group consisting of [CpFe(CO) 2 ] 2 , Mn 2 (CO) 10 , CpPt(CH 3 ) 3 .
Claim 12
Dependent Claim
28 words
The composition according to claim 1 wherein said organometallic compound is selected from the group consisting of Mn 2 (CO) 8 (1,10-phenanthroline) and (CO) 5 Mn-FeCp(CO) 2 .
Claim 13
Dependent Claim
96 words
The composition according to claim 1 wherein said onium salt is at least one of Ph 2 I + PF 6 , Ph 2 I + SbF 6 - , Ph 2 I + AsF 6 - , Ph 2 I + SbF 5 (OH) - , Ph 3 S + PF 6 - , Ph 3 S + SbF 6 - , Ph 3 S + AsF 6 - , PhSC 6 H 4 SPh 2 + SbF 6 - , and Ph 3 S + SbF 5 (OH) - , wherein Ph is phenyl.
Claim 14
Dependent Claim
7 words
A cured composition according to claim 4.
Claim 15
Dependent Claim
7 words
A shaped article according to claim 13.
Claim 16
Dependent Claim
19 words
A layered structure comprising a substrate having coated on one surface thereof the polymerizable composition according to claim 1.
Claim 17
Dependent Claim
7 words
The cured structure according to claim 15.
Claim 18
Dependent Claim
12 words
The layered structure according to claim 15 which is an imageable structure.
Claim 19
Dependent Claim
40 words
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.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-08-27 | 1994-02-26 | 1994-08-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-08-27 | 1998-02-26 | 1998-08-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-08-27 | 2002-02-26 | 2002-08-28 | $7700.00 | Window Closed / Lapsed |