US5310840A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Energy-polymerizable adhesive, coating and film
Assignee: 3M Co
•
Filing: 1993-07-29
•
Granted: 1994-05-10
•
Expires: 2013-07-29
Abstract
Abstract Polymerizable compositions having at least one cationically polymerizable monomer; an optional free radically polymerizable monomer; an energy-polymerizable catalyst system wherein the catalyst system comprises an organometallic complex salt; a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt; optionally, a peroxide. The polymerized compositions are useful as cured adhesive films, pressure sensitive adhesives, protective coatings, liquid adhesives, structural and semi-structural adhesives, and free standing films.
Inventors
- 👤 Peggy S. Willett
- 👤 Janis Robins
- 👤 Kent S. Tarbutton
- 👤 Michael A. Kropp
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 23:10
CPC Classifications
C; C08; C08F; C08F290/00; C08F290/08; C08F290/14; C08F290/144; C08G; C08G59/00; C08G59/18; C08G59/68; H; H05; H05K; H05K3/00; H05K3/30; H05K3/32; H05K3/321; Y; Y10; Y10T; Y10T428/00; Y10T428/12; Y10T428/12007
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
101 words
An epoxy-acrylate coating comprising (a) a substrate, and (b) a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 2
Dependent Claim
101 words
An epoxy-acrylate coating comprising (a) a substrate, and (b) a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 3
Dependent Claim
80 words
The epoxy-acrylate coating according to claim 1 wherein the polymerized product comprises (a) a cationically polymerizable epoxy monomer selected from the group consisting of digylcidyl ether of bisphenol A (epoxy eq. wt of 185-192 g/eq.), 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, and bis(3,4-epoxy-6-methylcyclohexylmethyl) adipate, (b) an acrylate monomer selected from the group consisting of 1,6-hexanediol diacrylate, tetrahydrofurfuryl acrylate, 1,4-butanediol diacrylate, and tetraethylene glycol diacrylate, (c) Cp(Xyl)Fe + SbF 6 - , (d) an oxalate ester, (e) cyclohexanedimethanol, (f) benzil dimethoxy ketal, and (g) a peroxide.
Claim 4
Dependent Claim
98 words
An epoxy-acrylate free standing film comprising a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 5
Dependent Claim
98 words
An epoxy-acrylate free standing film comprising a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 6
Dependent Claim
82 words
The epoxy-acrylate free standing film according to claim 3 wherein the polymerized product comprises (a) a cationically polymerizable epoxy monomer selected from the group consisting of digylcidyl ether of bisphenol A (epoxy eq. wt of 185-192 g/eq.), 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, and bis(3,4-epoxy-6-methylcyclohexylmethyl) adipate, (b) an acrylate monomer selected from the group consisting of 1,6-hexanediol diacrylate, tetrahydrofurfuryl acrylate, 1,4-butanediol diacrylate, and tetraethylene glycol diacrylate, (c) Cp(Xyl)Fe + SbF 6 - , (d) an oxalate ester, (e) cyclohexanedimethanol, (f) benzil dimethoxy ketal, and (g) a peroxide.
Claim 7
Dependent Claim
102 words
An epoxy-acrylate conductive adhesive comprising (a) conductive particles and (b) a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 8
Dependent Claim
102 words
An epoxy-acrylate conductive adhesive comprising (a) conductive particles and (b) a polymerized product of an epoxy-acrylate polymerizable composition comprising: 1. at least one free radically polymerizable acrylate monomer; 2. at least one cationically polymerizable epoxy monomer; 3. a catalyst system comprising; (a) at least one organometallic complex salt. (b) a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt. (c) optionally, peroxide, and (d) optionally, at least one free radical initiator; 4. optionally, a buffer compound; and 5. optionally, a mono- or polyfunctional alcohol.
Claim 9
Dependent Claim
113 words
The epoxy-acrylate conductive adhesive according to claim 5 wherein the polymerized product comprises (a) a cationically polymerizable epoxy monomer selected from the group consisting of high purity liquid bisphenol A epoxy resin (epoxy eq. wt of 185-190 g/eq.), high purity liquid bisphenol A epoxy resin (epoxy eq. wt. of 450-575 g/eq.), and epoxy novolac resin (epoxy eq. wt. of 191-210 g/eq.), (b) an acrylate monomer selected from the group consisting of butyl acrylate, 1,6-hexanediol diacrylate, tetrahydrofurfuryl acrylate, isooctyl acrylate, and tetraethylene glycol diacrylate, (c) Cp(Cum)Fe + PF 6 - or Cp(Xyl)Fe + SbF 6 - , (d) an oxalate ester, (e) cyclohexanedimethanol, (f) benzil dimethoxy ketal, (g) a peroxide and (h) conductive particles.
References Cited (Backward Citations)
US3723392A
Cited
US3907706A
Cited
GB1495746A
Cited
US4069054A
Cited
DE2706297A1
Cited
DE2714084A1
Cited
US4318791A
Cited
US4231951A
Cited
US4223067A
Cited
US4156035A
Cited
US4428807A
Cited
US4227978A
Cited
US4250203A
Cited
EP0109851A2
Cited
US4606962A
Cited
US4717605A
Cited
US4623676A
Cited
US4642126A
Cited
US4694029A
Cited
US4677137A
Cited
US4652274A
Cited
US4707432A
Cited
US4657779A
Cited
US4849320A
Cited
US4751138A
Cited
WO1988002879A1
Cited
US4950696A
Cited
US4846905A
Cited
EP0340591A2
Cited
AU3304089A
Cited
US4985340A
Cited
EP0393407A1
Cited
US5043102A
Cited
US5059701A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-05-09 | 1997-11-08 | 1998-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-05-09 | 2001-11-08 | 2002-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-05-09 | 2005-11-08 | 2006-05-10 | $7700.00 | Window Closed / Lapsed |