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US5466491A Expired / Lapsed US ⏱️ 0.0 years remaining

Radiation curable silicon containing polyarcylate hardcoat compositions, method for making, and use

Assignee: General Electric Co
•
Filing: 1994-09-12
•
Granted: 1995-11-14
•
Expires: 2014-09-12
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Abstract

Abstract There is provided a method and a composite made therefrom of an organic substrate, such as a polycarbonate and a radiation cured silicon containing polyacrylate hardcoat. Improved weathering resistance results when an anaerobic gelation inhibitor such as galvinoxyl is used during the processing of the hardcoat.

Inventors

  • 👤 Arnold Factor
  • 👤 Larry N. Lewis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:59
CPC Classifications
C; C09; C09D; C09D133/00; C09D133/04; C09D133/06; C09D133/08; C08; C08K; C08K9/00; C08K9/08; C08K9/04; C09D4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31507; Y10T428/31652; Y10T428/31663

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 149 words
A method for making a composite comprising (A) an organic substrate and (B) a cured silicon containing polyacrylate hardcoat composition, which method comprises, (i) treating at least a portion of the surface of the organic substrate with a devolatilized radiation curable silicon containing polyacrylate hardcoat composition, and, (ii) effecting the radiation cure of the devolatilized curable silicon containing polyacrylate hardcoat composition, where the radiation curable silicon containing polyacrylate hardcoat composition comprises the devolatilized product of reaction at a temperature of about 25° C. to 100° C. of a mixture comprising by weight, (iii) 100 parts of a water miscible solvent; (iv) about 75 parts of silylated colloidal silica silylated with alkoxysilylacrylate, (v) 10 to about 400 parts of a reactive polyfunctional acrylic monomer, and (vi) an effective amount of anaerobic gelation inhibitor selected from the group consisting of 2,2,6,6-tetramethylpiperidinyloxy, 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy, bis(4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy sebacate diradical, 2,2-diphenyl-1-picrylhydrazyl, 1,3,5-triphenylverdazyl, 1-nitroso-2-naphthol, a nitrone, ##STR12##
Claim 2
Independent Claim 149 words
A method for making a composite comprising (A) an organic substrate and (B) a cured silicon containing polyacrylate hardcoat composition, which method comprises, (i) treating at least a portion of the surface of the organic substrate with a devolatilized radiation curable silicon containing polyacrylate hardcoat composition, and, (ii) effecting the radiation cure of the devolatilized curable silicon containing polyacrylate hardcoat composition, where the radiation curable silicon containing polyacrylate hardcoat composition comprises the devolatilized product of reaction at a temperature of about 25° C. to 100° C. of a mixture comprising by weight, (iii) 100 parts of a water miscible solvent; (iv) about 75 parts of silylated colloidal silica silylated with alkoxysilylacrylate, (v) 10 to about 400 parts of a reactive polyfunctional acrylic monomer, and (vi) an effective amount of anaerobic gelation inhibitor selected from the group consisting of 2,2,6,6-tetramethylpiperidinyloxy, 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy, bis(4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy sebacate diradical, 2,2-diphenyl-1-picrylhydrazyl, 1,3,5-triphenylverdazyl, 1-nitroso-2-naphthol, a nitrone, ##STR12##
Claim 3
Dependent Claim 15 words
A method in accordance with claim 1, where the organic substrate is a polycarbonate substrate.
Claim 4
Dependent Claim 15 words
A method in accordance with claim 1, where the colloidal silica is silylated with methylacryloxypropyltrimethoxysilane.
Claim 5
Dependent Claim 15 words
A method in accordance with claim 1, where the reactive polyfunctional acrylic monomer is hexanedioldiacrylate.
Claim 6
Dependent Claim 18 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is represented by the formula ##STR13##
Claim 7
Dependent Claim 14 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy.
Claim 8
Dependent Claim 14 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is 2,2,6,6-tetramethylpiperidinyloxy.
Claim 9
Dependent Claim 14 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is 2,2-diphenyl-1-picryl-hydrazyl.
Claim 10
Dependent Claim 18 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is represented by the formula ##STR14##
Claim 11
Dependent Claim 15 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is 1,3,5,-triphenyl verdazyl.
Claim 12
Dependent Claim 18 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is represented by the formula ##STR15##
Claim 13
Dependent Claim 14 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is 1-nitroso-2-naphthol.
Claim 14
Dependent Claim 15 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is a nitrone.
Claim 15
Dependent Claim 16 words
A method in accordance with claim 1, where the anaerobic gelation inhibitor is bis(2,2,6,6-tetramethyl-4-piperidinyloxy) sebacate diradical.
Claim 16
Dependent Claim 96 words
A composite comprising (C) an organic substrate having at least a portion of its surface treated with (D) a radiation cured silicon containing polyacrylate hardcoat composition, which is the product of reaction of a devolatilized mixture comprising by weight, (vi) 100 parts of a water miscible organic solvent, (vii) 1 to about 75 parts of colloidal silica silylated with alkoxysilylacrylate, (viii) 10 to about 400 parts of reactive acrylic monomer, and (x) an effective amount of anaerobic gelation inhibitor selected from the group consisting of 2,2,6,6-tetramethylpiperidinyloxy, 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy, bis(4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy sebacate diradical, 2,2-diphenyl-1-picrylhydrazyl, 1,3,5-triphenylverdazyl, 1-nitroso-2-naphthol, a nitrone, ##STR16##
Claim 17
Dependent Claim 96 words
A composite comprising (C) an organic substrate having at least a portion of its surface treated with (D) a radiation cured silicon containing polyacrylate hardcoat composition, which is the product of reaction of a devolatilized mixture comprising by weight, (vi) 100 parts of a water miscible organic solvent, (vii) 1 to about 75 parts of colloidal silica silylated with alkoxysilylacrylate, (viii) 10 to about 400 parts of reactive acrylic monomer, and (x) an effective amount of anaerobic gelation inhibitor selected from the group consisting of 2,2,6,6-tetramethylpiperidinyloxy, 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy, bis(4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy sebacate diradical, 2,2-diphenyl-1-picrylhydrazyl, 1,3,5-triphenylverdazyl, 1-nitroso-2-naphthol, a nitrone, ##STR16##
Claim 18
Dependent Claim 18 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is represented by the formula ##STR17##
Claim 19
Dependent Claim 14 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy.
Claim 20
Dependent Claim 14 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is 2,2,6,6-tetramethylpiperidinyloxy.
Claim 21
Dependent Claim 14 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is 2,2-diphenyl-1-picryl-hydrazyl.
Claim 22
Dependent Claim 18 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is represented by the formula ##STR18##
Claim 23
Dependent Claim 15 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is 1,3,5,-triphenyl verdazyl.
Claim 24
Dependent Claim 18 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is represented by the formula ##STR19##
Claim 25
Dependent Claim 14 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is 1-nitroso-2-naphthol.
Claim 26
Dependent Claim 15 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is a nitrone.
Claim 27
Dependent Claim 16 words
A composite in accordance with claim 15, where the anaerobic gelation inhibitor is bis(2,2,6,6-tetramethyl-4-piperidinyloxy) sebacate diradical.

References Cited (Backward Citations)

US3258477A Cited
US4021310A Cited
US4385153A Cited
US4455205A Cited
US4491508A Cited
US4528324A Cited
US4709067A Cited
US5258225A Cited
US5271968A Cited
US5242719A Cited
US5312871A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1998-11-13 1999-05-15 1999-11-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2002-11-13 2003-05-15 2003-11-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2006-11-13 2007-05-15 2007-11-14 $7700.00 Window Closed / Lapsed

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