US4738870A
Expired / Lapsed
US
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Adherent photopolymerizable compositions
Assignee: Dow Chemical Co
•
Filing: 1986-03-27
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Granted: 1988-04-19
•
Expires: 2006-03-27
Abstract
Abstract A highly adherent photopolymerizable composition comprises a (hydroxy)phosphinylalkyl monomer of the formula <IMAGE> wherein R is hydrogen, methyl or ethyl and R' and R'' are selected independently from hydrogen and alkyl of 1-10 carbon atoms; at least one copolymerizable ethylenically unsaturated monomer and a photoinitiator.
Inventors
- 👤 John G. Green
- 👤 Gerald K. McEwen
- 👤 David G. Hunt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 07:12
CPC Classifications
C; C08; C08F; C08F30/00; C08F30/02
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
85 words
A photopolymerizable composition comprising a (hydroxy)phosphinylalkyl compound of the formula ##STR9## wherein R is hydrogen, methyl or ethyl and R' and R" are selected independently from hydrogen and alkyl of 1-10 carbon atoms, in an amount sufficient to promote adhesion of the resulting photopolymerizable composition to a substrate; at least one copolymerizable ethylenically unsaturated monomer in an amount sufficient to provide the resulting photopolymerized composition with desired physical properties and a photoinitiator in an amount sufficient to initiate polymerization upon exposing the composition to light.
Claim 2
Dependent Claim
85 words
A photopolymerizable composition comprising a (hydroxy)phosphinylalkyl compound of the formula ##STR9## wherein R is hydrogen, methyl or ethyl and R' and R" are selected independently from hydrogen and alkyl of 1-10 carbon atoms, in an amount sufficient to promote adhesion of the resulting photopolymerizable composition to a substrate; at least one copolymerizable ethylenically unsaturated monomer in an amount sufficient to provide the resulting photopolymerized composition with desired physical properties and a photoinitiator in an amount sufficient to initiate polymerization upon exposing the composition to light.
Claim 3
Dependent Claim
19 words
The composition of claim 1, wherein R' is hydrogen or alkyl of 1-3 carbon atoms and R" is hydrogen.
Claim 4
Dependent Claim
24 words
The composition of claim 1, wherein R is hydrogen or methyl; R' is hydrogen or alkyl of 1-3 carbon atoms and R" is hydrogen.
Claim 5
Dependent Claim
61 words
The composition of claim 1, wherein a copolymerizable ethylenically unsaturated monomer is a diethylenically unsaturated or triethylenically unsaturated oligomer of the formula H.sub.2 C═CR'"COO--X--OOCCR'"═CH.sub.2 ##STR10## wherein X is the residue of a difunctional polyether, polyester, urethane, epoxy or acrylic prepolymer; Y is the residue of a trifunctional polyester, urethane, epoxy, polyether or acrylic prepolymer and R'" is hydrogen, methyl or ethyl.
Claim 6
Dependent Claim
55 words
The composition of claim 4, wherein X is polyether of the formula --CH.sub.2 CH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 --, --CH.sub.2 CH(CH.sub.3)O[CH.sub.2 CH(CH.sub.3)O].sub.n CH.sub.2 CH(CH.sub.3)--, --CH.sub.2 CH(CH.sub.3)O[CH.sub.2 CH(CH.sub.3)O].sub.q (CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.p [CH.sub.2 CH(CH.sub.3)O].sub.q CH.sub.2 CH(CH.sub.3)--, wherein n is 5-50 and the sum of p+q is n.
Claim 7
Dependent Claim
39 words
The composition of claim 4, wherein X is an urethane of the formula --R""OOC--NH--Z--NHCOO--CH.sub.2 CH(CH.sub.3)O[CH.sub.2 CH(CH.sub.3)O].sub.n --CH.sub.2 CH(CH.sub.3)OOCNH--Z--NHCOOR""-- wherein Z is the residue of a diisocyanate, R"" is alkylene or oxaalkylene of 2-12 carbon atoms and n is 10-20.
Claim 8
Dependent Claim
11 words
The composition of claim 4, wherein X is an epoxy oligomer.
Claim 9
Dependent Claim
35 words
The composition of claim 1, wherein an ethylenically unsaturated monomer is selected from N-vinyl-2-pyrrolidinone; an N-vinyl-2-oxazolidinone; an alkoxyalkyleneoxyalkyl acrylate, methacrylate or ethacrylate; or a diacrylate, dimethacrylate or diethacrylate of a glycol of 2-20 carbon atoms.
Claim 10
Dependent Claim
27 words
The composition of claim 1, wherein an ethylenically unsaturated monomer is a triethylenically unsaturated monomer selected from a triacrylate, trimethacrylate or triethacrylate of trimethylolpropane, triethylolpropane or glycerol.
Claim 11
Dependent Claim
11 words
The composition of claim 1, wherein the photoinitiator is a 2,2-dialkoxy-2-phenylacetophenone.
Claim 12
Dependent Claim
14 words
The composition of claim 4, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate.
Claim 13
Dependent Claim
14 words
The composition of claim 5, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate.
Claim 14
Dependent Claim
14 words
The composition of claim 6, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate.
Claim 15
Dependent Claim
14 words
The composition of claim 7, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate.
Claim 16
Dependent Claim
20 words
The composition of claim 5, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains N-vinyl-2-pyrrolidinone.
Claim 17
Dependent Claim
30 words
The composition of claim 5, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains a diacrylate or dimethacrylate of a glycol of 2-20 carbon atoms.
Claim 18
Dependent Claim
29 words
The composition of claim 5, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains a triacrylate, trimethacrylate or triethacrylate or trimethylolpropane, triethylolpropane or glycerol.
Claim 19
Dependent Claim
25 words
The composition of claim 5, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains an alkoxyalkyleneoxyalkyl acrylate, methacrylate or ethacrylate.
Claim 20
Dependent Claim
20 words
The composition of claim 6, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains N-vinyl-2-pyrrolidinone.
Claim 21
Dependent Claim
30 words
The composition of claim 6, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains a diacrylate or dimethacrylate of a glycol of 2-20 carbon atoms.
Claim 22
Dependent Claim
29 words
The composition of claim 6, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains a triacrylate, trimethacrylate or triethacrylate of trimethylolpropane, triethylolpropane or glycerol.
Claim 23
Dependent Claim
25 words
The composition of claim 6, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains an alkoxyalkyleneoxyalkyl acrylate, methacrylate or ethacrylate.
Claim 24
Dependent Claim
29 words
The composition of claim 7, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains a triacrylate, trimethyacrylate or triethacrylate of trimethylolpropane, triethylolpropane or glycerol.
Claim 25
Dependent Claim
21 words
The composition of claim 7, wherein the (hydroxy)phosphinylalkyl compound is (hydroxy)phosphinylmethyl acrylate or methacrylate and the composition further contains an N-vinyl-2-oxazolidinone.
Claim 26
Dependent Claim
12 words
The composition of claim 1, wherein the photoinitiator is 1-cyclohexyl phenyl ketone.
Claim 27
Dependent Claim
24 words
The composition of claim 1, wherein the (hydroxy)phosphinylalkyl compound comprises from about 0.5% by weight to about 20% by weight of the photopolymerizable composition.
Claim 28
Dependent Claim
24 words
The composition of claim 1, wherein the (hydroxy)phosphinylalkyl compound comprises from about 1% by weight to about 10% by weight of the resulting composition.
Claim 29
Dependent Claim
32 words
A process for coating a substrate comprising applying to the substrate a composition of claim 1 and exposing the thus-coated substrate to actinic radiation for a time sufficient to photopolymerize the composition.
Claim 30
Dependent Claim
32 words
A process for coating a substrate comprising applying to the substrate a composition of claim 5 and exposing the thus-coated substrate to actinic radiation for a time sufficient to photopolymerize the composition.
Claim 31
Dependent Claim
32 words
A process for coating a substrate comprising applying to the substrate a composition of claim 6 and exposing the thus-coated substrate to actinic radiation for a time sufficient to photopolymerize the composition.
Claim 32
Dependent Claim
20 words
The process of claim 28, wherein the substrate is a metal and the actinic radiation is in the ultraviolet range.
Claim 33
Dependent Claim
32 words
A process for coating a substrate comprising applying to the substrate a composition of claim 7 and exposing the thus-coated substrate to actinic radiation for a time sufficient to photpolymerize the composition.
Claim 34
Dependent Claim
32 words
A process for coating a substate comprising applying to the substrate a composition of claim 27 and exposing the thus-coated substrate to actinic radiation for a time sufficient to photopolymerize the composition.
Claim 35
Dependent Claim
20 words
The process of claim 33, wherein the substrate is a metal and the actinic radiation is in the ultraviolet range.
References Cited (Backward Citations)
US2919279A
Cited
US2439214A
Cited
US2586885A
Cited
US2818362A
Cited
US3417054A
Cited
US3468982A
Cited
US3437514A
Cited
US3867351A
Cited
US3684779A
Cited
US3879498A
Cited
US3874906A
Cited
US3855364A
Cited
DE2449446A1
Cited
US3987127A
Cited
DE2411738A1
Cited
US4059721A
Cited
US4129710A
Cited
US4052279A
Cited
US3957918A
Cited
DE2535640A1
Cited
GB1499783A
Cited
DE2614874A1
Cited
US4195103A
Cited
DE2918161A1
Cited
US4348427A
Cited
DE3001894A1
Cited
US4252888A
Cited
GB2089807A
Cited
US4438190A
Cited
US4446046A
Cited
US4511732A
Cited
JPS5915468A
Cited
US4446028A
Cited
US4506057A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-04-19 | 1991-10-19 | 1992-04-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-04-19 | 1995-10-19 | 1996-04-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-04-19 | 1999-10-19 | 2000-04-19 | $7700.00 | Window Closed / Lapsed |