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US6664306B2 Expired / Lapsed US ⏱️ 0.0 years remaining

Crosslinkable polymeric compositions and use thereof

Assignee: 3M Innovative Properties Co
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Filing: 2002-07-22
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Granted: 2003-12-16
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Expires: 2022-07-22
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Abstract

Abstract This invention relates to polymeric compositions that are processible and may be photochemically cured to produce crosslinked compositions useful in coating, sealants and adhesive applications. The crosslinkable composition comprises a first component having a plurality of pendent, free-radically polymerizable functional groups; a polymeric photoinitiator, and a residual content of less than 2%. The composition is melt processable at temperatures of less than or equal to 100° C.

Inventors

  • 👤 Babu N. Gaddam
  • 👤 Steven M. Hellmann
  • 👤 Ahmed S. Abuelyaman
  • 👤 Maureen A. Kavanagh
  • 👤 Duane D. Fansler
  • 👤 Kevin M. Lewandowski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 11:47
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/30; C08F2800/00; C08F2800/20; C08F2810/00; C08F2810/50; Y; Y10; Y10S; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 48 words
A crosslinkable composition comprising: a) a first component dendritic polymer having a plurality of pendent, free-radically polymerizable functional groups; b) a polymeric photoinitiator, and c) a residual content of less than 2% wherein said composition is melt processable at temperatures of less than or equal to 100° C.
Claim 2
Dependent Claim 48 words
A crosslinkable composition comprising: a) a first component dendritic polymer having a plurality of pendent, free-radically polymerizable functional groups; b) a polymeric photoinitiator, and c) a residual content of less than 2% wherein said composition is melt processable at temperatures of less than or equal to 100° C.
Claim 3
Dependent Claim 18 words
The composition of claim 1 wherein said dendritic polymer is a dendrimer, regular dendron, dendrigraft, or hyperbranched polymer.
Claim 4
Dependent Claim 20 words
The composition of claim 1 wherein said dendritic polymer has degree of branching which is at least equal to 0.1
Claim 5
Dependent Claim 18 words
The composition of claim 1 wherein said dendritic polymer has degree of branching which is greater than 0.4.
Claim 6
Dependent Claim 18 words
The composition of claim 1 wherein said dendritic polymer has degree of branching which is greater than 0.5.
Claim 7
Dependent Claim 14 words
The composition of claim 1 having a viscosity of 500-10,000 centipoise at 22° C.
Claim 8
Dependent Claim 19 words
The composition of claim 1 further comprising a second component polymer having a plurality of pendent polymerizable functional groups.
Claim 9
Dependent Claim 60 words
The composition of claim 7 wherein said second component polymer comprises a polymer of at least 500 M n comprising: 1) from 0.01 to 99.99 parts by weight of polymerized units of free radically polymerizable ethylenically-unsaturated monomers, and 2) from 99.99 to 0.01 parts by weight of a polymerized monomer units derived from an ethylenically-unsaturated monomer possessing polymerizable functional groups.
Claim 10
Dependent Claim 37 words
The composition of claim 8 wherein said free radically polymerizable ethylenically-unsaturated monomers, are selected from vinyl aromatic monomers; α, β-unsaturated carboxylic acids and their derivatives; vinyl esters of carboxylic acids; vinyl halides; N-vinyl compounds and vinyl ketones.
Claim 11
Dependent Claim 80 words
The composition of claim 8 wherein said free radically polymerizable ethylenically-unsaturated monomers are selected from styrene, α-methylstyrene, 2- and 4-vinyl pyridine, acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, crotonic acid, methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, ethyl acrylate, butyl acrylate, iso-octyl acrylate, octadecyl acrylate, cyclohexyl acrylate, tetrahydrofurfuryl methacrylate, phenyl acrylate, phenethyl acrylate, benzyl methacrylate, β-cyanoethyl acrylate, maleic anhydride, diethyl itaconate, acrylamide, methacrylonitrile, N-butylacrylamide, vinyl acetate, vinyl 2-ethylhexanoate, vinyl chloride, vinylidene chloride, N-vinylpyrrolidone, N-vinylcarbazole, and methyl vinyl ketone.
Claim 12
Dependent Claim 123 words
The composition of claim 8 wherein said second component polymer comprises a) from 75.00 to 99.99 parts by weight of polymerized monomer units derived from acrylic acid esters of non-tertiary alkyl alcohols containing 1-14 carbon atoms; b) from 0.01 to 5.00 parts by weight of a polymer derived from polymerized units of an ethylenically-unsaturated monomer possessing a polymerizable functional group co-reactive with said reactive groups of said first polymer; c) from 0 to 15 parts by weight of at least one monomer selected from the group consisting of acrylic acid, methacrylic acid, acrylamide, methacrylamide, acrylonitrile, methacrylonitrile, and N-vinylpyrrolidinone; and d) from 0 to 10 parts by weight of at least one monomer selected from the group consisting of vinyl monomers and alkyl methacrylates.
Claim 13
Dependent Claim 40 words
The composition of claim 1 wherein said first component dendritic polymer having pendent unsaturated polymerizable groups is prepared by the reaction of a polymer having a plurality of pendent reactive functional groups with an unsaturated compounds having co-reactive functional groups.
Claim 14
Dependent Claim 31 words
The composition of claim 12 wherein said pendent reactive functional groups are selected from hydroxyl, secondary amino, oxazolinyl, oxazolonyl, acetyl acetonyl, carboxyl, isocyanato, epoxy, aziridinyl, acyloyl halide, and cyclic anhydride groups.
Claim 15
Dependent Claim 32 words
The composition of claim 1 wherein said polymeric photoinitiator is prepared by the reaction of a polymer having a plurality of pendent reactive functional groups with an co-reactive compounds having photoinitator group.
Claim 16
Dependent Claim 19 words
The composition of claim 1 wherein essentially each repeat unit of the polymeric photoinitiator has a pendent photoinitiator group.
Claim 17
Dependent Claim 18 words
The composition of claim 1 further comprising an additive selected from pigments, tackifiers, foaming agents and reinforcing agents.
Claim 18
Dependent Claim 15 words
The composition of claim 1 which, when cured, exhibits a shrinkage of less than 2%.
Claim 19
Dependent Claim 22 words
The composition of claim 1 wherein the ratio of photoinitiator groups to pendent, free-radically polymerizable, unsaturated groups is from 1:10,000 to 1:1.
Claim 20
Dependent Claim 10 words
A crosslinked composition comprising the composition of claim 1 .
Claim 21
Dependent Claim 18 words
The crosslinked composition of claim 19 having an average molecular weight between crosslinks, M c , of ≧1,000.
Claim 22
Dependent Claim 15 words
The crosslinked composition of claim 19 wherein M c , is greater than about 8000.
Claim 23
Dependent Claim 36 words
The crosslinked composition of claim 19 , wherein said composition is a coating, an adhesive, a sealant; blown microfibers; a high refractive index optical material; a barrier film; a low adhesion backsize, or a release coating.
Claim 24
Dependent Claim 52 words
A process for making a substrate bearing a coating of a crosslinked composition on at least one surface thereof, comprising the steps of: a) coating onto said substrate the composition of claim 1 , and 1) subjecting said coated mixture to sufficient energy to activate said photoinitiator and to crosslink said composition.
Claim 25
Dependent Claim 40 words
The process of claim 23 comprising the steps of a) partially crosslinking the novel composition to a coating viscosity of 500 to 10,000 cps, b) coating the partially crosslinked composition onto a substrate , and c) further crosslinking the composition.

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3.5 Years (Year 4) 2006-12-15 2007-06-16 2007-12-16 $2000.00 Window Closed / Lapsed
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