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US4156046A Expired / Lapsed US ⏱️ 0.0 years remaining

Ultraviolet radiation protective, abrasion resistant, bloom resistant coatings

Assignee: 3M Co
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Filing: 1978-02-22
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Granted: 1979-05-22
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Expires: 1998-02-22
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Abstract

Abstract Abrasion resistant coatings based on epoxy-terminated silanes can reduce the transmission of ultraviolet radiation by at least 90% with the addition of ultraviolet radiation absorbers and 10-70% by weight of an aliphatic, polyepoxide, comonomer.

Inventors

  • 👤 Larry A. Lien
  • 👤 Ashwani K. Mehta
  • 👤 Kathryn A. Soine
  • 👤 J. Lamar Zollinger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 22:42
CPC Classifications
G; G03; G03C; G03C11/00; G03C11/08; G03C11/10; C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1438; C08G59/145; C08G59/18; C08G59/68; G03C1/00; G03C1/76; G03C1/7614; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10T; Y10T428/00; Y10T428/26; Y10T428/263; Y10T428/264; Y10T428/265; Y10T428/269; Y10T428/31504; Y10T428/31511; Y10T428/31551; Y10T428/31598; Y10T428/31652; Y10T428/31663; Y10T428/31667; Y10T428/31786

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 126 words
An ultraviolet radiation absorbing, bloom resistant abrasion resistant film of between 0.5 and 50 microns comprising the reaction product of: (1) 30-90% by weight of reactive ingredients of an epoxy-terminated silane, (2) 10-70% by weight of reactive ingredients of an aliphatic polyepoxide having a molecular weight of at least 100 per epoxy group, (3) 0-20% by weight of reactive ingredients of a comonomer polymerizable with epoxy or silane groups, and (4) an ultraviolet absorbtive material present in sufficient amount so that the film absorbs at least 90% of all radiation between 290 and 400 nm, and is transmissive of at least 90% of all radiation between 400 and 780 nm, with no less than 75% transmissivity over any 50 nm range between 400 and 780 nm.
Claim 2
Dependent Claim 126 words
An ultraviolet radiation absorbing, bloom resistant abrasion resistant film of between 0.5 and 50 microns comprising the reaction product of: (1) 30-90% by weight of reactive ingredients of an epoxy-terminated silane, (2) 10-70% by weight of reactive ingredients of an aliphatic polyepoxide having a molecular weight of at least 100 per epoxy group, (3) 0-20% by weight of reactive ingredients of a comonomer polymerizable with epoxy or silane groups, and (4) an ultraviolet absorbtive material present in sufficient amount so that the film absorbs at least 90% of all radiation between 290 and 400 nm, and is transmissive of at least 90% of all radiation between 400 and 780 nm, with no less than 75% transmissivity over any 50 nm range between 400 and 780 nm.
Claim 3
Dependent Claim 37 words
The film of claim 1 wherein the epoxy-terminated silane comprised 50-90% by weight of reactive ingredients, the flexibilizing epoxide material comprised 10-50% by weight of reactive ingredients, and the comonomer comprised 0-10% by weight of reactive ingredients.
Claim 4
Dependent Claim 9 words
The film of claim 2 bonded to a substrate.
Claim 5
Dependent Claim 145 words
The film of claim 2 wherein the film further contains from 0.01 to 10.0% by weight of an active organic aromatic onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR21## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 8 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 6
Dependent Claim 90 words
The film of claim 1 wherein said epoxy-terminated silane is represented by the formulae: ##STR22## where R 2 is a non-hydrolyzable divalent hydrocarbon group of less than 20 carbon atoms or a divalent group of less than 20 carbon atoms the backbone of which is composed of only C, N, S, and O atoms with no two heteroatoms adjacent within the backbone of the divalent groups, and R 1 is an aliphatic hydrocarbon group of less than 10 carbon atoms or an acyl group of less than 10 carbon atoms.
Claim 7
Dependent Claim 9 words
The film of claim 5 bonded to a substrate.
Claim 8
Dependent Claim 145 words
The film of claim 5 wherein the film further contains from 0.01 to 10.0% by weight of an active organic aromatic onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR23## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plug one.
Claim 9
Dependent Claim 9 words
The film of claim 1 bonded to a substrate.
Claim 10
Dependent Claim 15 words
The film bonded to a substrate of claim 8 wherein said substrate is photographic film.
Claim 11
Dependent Claim 16 words
The film bonded to a substrate of claim 8 wherein said substrate is instant color film.
Claim 12
Dependent Claim 149 words
The film bonded to a substrate of claim 8 wherein the film further contains from 0.01 to 10.0% by weight of an active organic aromatic onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR24## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 13
Dependent Claim 145 words
The film of claim 1 wherein the film further contains from 0.01 to 10.0% by weight of an active organic aromatic onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR25## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 14
Dependent Claim 36 words
The film of claim 1 wherein said epoxy-terminated silane is represented by the formula: ##STR26## wherein m and n are independently 1 to 4 and R is an alkyl group of up to 6 carbon atoms.
Claim 15
Dependent Claim 9 words
The film of claim 13 bonded to a substrate.
Claim 16
Dependent Claim 16 words
The film bonded to a substrate of claim 14 wherein said substrate is motion picture film.
Claim 17
Dependent Claim 17 words
The film bonded to a substrate of claim 14 wherein said substrate comprises a rigid synthetic resin.
Claim 18
Dependent Claim 17 words
The film bonded to a substrate of claim 14 wherein said substrate comprises a flexible synthetic resin.
Claim 19
Dependent Claim 14 words
The film bonded to a substrate of claim 14 wherein said substrate comprises polyvinylchloride.
Claim 20
Dependent Claim 14 words
The film bonded to a substrate of claim 14 wherein said substrate comprises polycarbonate.
Claim 21
Dependent Claim 15 words
The film bonded to a substrate of claim 14 wherein said substrate comprises polyethylene terephthalate.
Claim 22
Dependent Claim 16 words
The film bonded to a substrate of claim 14 wherein said substrate comprises a flexible acrylic.
Claim 23
Dependent Claim 17 words
The film bonded to a substrate of claim 14 wherein said substrate comprises a poly(vinylchloridevinyl acetate) copolymer.
Claim 24
Dependent Claim 17 words
The film bonded to a substrate of claim 14 wherein said substrate comprises an isocyanate based resin.
Claim 25
Dependent Claim 14 words
The film bonded to a substrate of claim 14 wherein said substrate comprises polymethylmethacrylate.
Claim 26
Dependent Claim 16 words
The film bonded to a substrate of claim 14 wherein said substrate comprises a painted surface.
Claim 27
Dependent Claim 145 words
The film of claim 13 wherein the film further contains from 0.01 to 10.0% by weight of an active organic aromatic onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR27## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 28
Dependent Claim 17 words
The film of claims 1, 2, or 13 having a thickness of from 1.0 to 20 microns.
Claim 29
Dependent Claim 125 words
A polymerizable composition comprising (1) 30-90% by weight of an epoxy-terminated silane, (2) 10-70% by weight of a polyepoxy resin of the formula ##STR28## wherein R is an aliphatic or cycloaliphatic group, n is the valence of R and is an integer of 2 to 6, a and b are H or, when fused together, represent the atoms necessary to form a 5- or 6-membered cycloaliphatic ring, wherein said epoxy resin, upon homopolymerization provides a polymer having a glass transition temperature below +25° C., and wherein said epoxy resin has a molecular weight of at least 100 per epoxy group, and sufficient ultraviolet radiation absorber to absorb at least 90% of all radiation between 290 and 400 nm through a wet film thickness of 20μ.
Claim 30
Dependent Claim 125 words
A polymerizable composition comprising (1) 30-90% by weight of an epoxy-terminated silane, (2) 10-70% by weight of a polyepoxy resin of the formula ##STR28## wherein R is an aliphatic or cycloaliphatic group, n is the valence of R and is an integer of 2 to 6, a and b are H or, when fused together, represent the atoms necessary to form a 5- or 6-membered cycloaliphatic ring, wherein said epoxy resin, upon homopolymerization provides a polymer having a glass transition temperature below +25° C., and wherein said epoxy resin has a molecular weight of at least 100 per epoxy group, and sufficient ultraviolet radiation absorber to absorb at least 90% of all radiation between 290 and 400 nm through a wet film thickness of 20μ.
Claim 31
Dependent Claim 91 words
The polymerizable composition of claim 28 wherein said epoxy-terminated silane is represented by the formulae: ##STR29## where R 2 is a non-hydrolyzable divalent hydrocarbon group of less than 20 carbon atoms or a divalent group of less than 20 carbon atoms the backbone of which is composed of only C, N, S, and O atoms with no two heteroatoms adjacent within the backbone of the divalent groups, and R 1 is an aliphatic hydrocarbon group of less than 10 carbon atoms or an acyl group of less than 10 carbon atoms.
Claim 32
Dependent Claim 37 words
The polymerizable composition of claim 29 wherein said epoxy-terminated silane is represented by the formula ##STR30## wherein m and n are independently 1 to 3 and R is an alkyl group of up to 6 carbon atoms.
Claim 33
Dependent Claim 132 words
The composition of claim 28 further comprising an onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR31## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 34
Dependent Claim 132 words
The composition of claim 29 further comprising an onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR32## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 35
Dependent Claim 132 words
The composition of claim 30 further comprising an onium catalyst comprising an aromatic adduct of (1) a diaromatic, triaromatic, or tetraaromatic organoatomic cation of a Group Va, VIa, or VIIa atom and (2) an anion, said onium catalyst being represented by the formula: ##STR33## wherein R 5 is an aromatic group at least as electron withdrawing as benzene, R 6 is an alkyl or alkenyl group of 1 to 18 carbon atoms, A is a Group Va, VIa, or VIIa atom, X is an anion, n is a positive whole integer of at least 2 up to the valence of A plus one, a is 0 or a positive whole integer up to the valence of A minus one, and n plus a is equal to the valence of A plus one.
Claim 36
Dependent Claim 20 words
The film of claim 26 wherein said ultraviolet absorbtive material is selected from the group consisting of benzophenones and benzotriazoles.
Claim 37
Dependent Claim 20 words
The composition of claim 33 wherein said ultraviolet absorbtive material is selected from the group consisting of benzophenones and benzotriazoles.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-05-21 1982-11-20 1983-05-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-05-21 1986-11-20 1987-05-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-05-21 1990-11-20 1991-05-22 $7700.00 Window Closed / Lapsed

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