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US4414349A Expired / Lapsed US ⏱️ 0.0 years remaining

Silicone resin coating composition adapted for primerless adhesion to plastic substrates and process for making same

Assignee: General Electric Co
•
Filing: 1982-01-15
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Granted: 1983-11-08
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Expires: 2002-01-15
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Abstract

Abstract This invention relates to coating compositions prepared by prehydrolyzing the silane function of a silylated ultraviolet radiation screening compound and adding it to an aqueous silicone resin composition. Hydrolyzing the silane function renders the ultraviolet screen a silanol which is a compatible component in the silicone resin compositions contemplated.

Inventors

  • 👤 Howard A. Vaughn, Jr.
  • 👤 Ta-Yen Ching

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 10:08
CPC Classifications
C; C09; C09D; C09D183/00; C09D183/04

Claims Analysis

Total Claims: 43
Claim 1
Independent Claim 62 words
A coating composition adapted for adhesion to plastic substrates without a primer, said composition being prepared by: (i) prehydrolyzing a silylated ultraviolet radiation screening compound by reaction with a mixture comprising alcohol, water, and a small amount of an agent to catalyze hydrolysis; and thereafter (ii) adding the silanol-functional reaction product to an aqueous partially condensed silicone resin composition containing colloidal silica.
Claim 2
Dependent Claim 62 words
A coating composition adapted for adhesion to plastic substrates without a primer, said composition being prepared by: (i) prehydrolyzing a silylated ultraviolet radiation screening compound by reaction with a mixture comprising alcohol, water, and a small amount of an agent to catalyze hydrolysis; and thereafter (ii) adding the silanol-functional reaction product to an aqueous partially condensed silicone resin composition containing colloidal silica.
Claim 3
Dependent Claim 21 words
The coating composition prepared according to claim 1, wherein the alcohol is selected from a group consisting of isopropanol and isobutanol.
Claim 4
Dependent Claim 13 words
The coating composition prepared according to claim 2, wherein the alcohol is isopropanol.
Claim 5
Dependent Claim 13 words
The coating composition prepared according to claim 2, wherein the alcohol is isobutanol.
Claim 6
Dependent Claim 17 words
The coating composition prepared according to claim 1, wherein said agent to catalyze hydrolysis is an acid.
Claim 7
Dependent Claim 14 words
The coating composition prepared according to claim 5, wherein said acid is acetic acid.
Claim 8
Dependent Claim 17 words
The coating composition prepared according to claim 1, wherein the silylated ultraviolet radiation screening compound is 4-(3-triethoxysilylpropoxy)-2-hydroxybenzophenone.
Claim 9
Dependent Claim 18 words
The coating composition prepared according to claim 1, wherein said mixture in step (i) has an acidic pH.
Claim 10
Dependent Claim 97 words
A composition prepared according to claim 1, wherein the silicone resin composition of step (ii) is a dispersion of colloidal silica in an aqueous-organic solution of a silanol of the formula RSi(OH) 3 , wherein R is selected from a group consisting of alkyl having 1 to 3 carbon atoms and aryl, wherein at least 70 weight percent of the silanol is CH 3 Si(OH) 3 , said resin containing 10 to 50 weight percent solids, said solids consisting of 10 to 70 weight percent colloidal silica and 30 to 90 weight percent of the partial condensate.
Claim 11
Dependent Claim 23 words
The composition prepared according to claim 9, wherein the pH of the silicone resin composition is in the range of 7.1 to 7.8.
Claim 12
Dependent Claim 80 words
The coating composition prepared according to claim 1, wherein said silylated ultraviolet radiation screening compound has the formula: ##STR4## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3 inclusive.
Claim 13
Dependent Claim 13 words
The coating composition prepared according to claim 11, wherein R 3 is hydroxy.
Claim 14
Dependent Claim 13 words
The coating composition prepared according to claim 11, wherein R 3 is hydrogen.
Claim 15
Dependent Claim 13 words
The coating composition prepared according to claim 13, wherein R 4 is hydroxy.
Claim 16
Dependent Claim 63 words
A process for preparing a coating composition adapted for adhesion to plastic substrates without a primer, which comprises: (i) prehydrolyzing a silylated ultraviolet radiation screening compound by reaction with a mixture comprising alcohol, water, and a small amount of an agent to catalyze hydrolysis; and thereafter (ii) adding the silanol-functional reaction product to an aqueous partially condensed silicone resin composition containing colloidal silica.
Claim 17
Dependent Claim 63 words
A process for preparing a coating composition adapted for adhesion to plastic substrates without a primer, which comprises: (i) prehydrolyzing a silylated ultraviolet radiation screening compound by reaction with a mixture comprising alcohol, water, and a small amount of an agent to catalyze hydrolysis; and thereafter (ii) adding the silanol-functional reaction product to an aqueous partially condensed silicone resin composition containing colloidal silica.
Claim 18
Dependent Claim 18 words
The process of claim 15, wherein the alcohol is selected from a group consisting of isopropanol and isobutanol.
Claim 19
Dependent Claim 10 words
The process of claim 16, wherein the alcohol is isopropanol.
Claim 20
Dependent Claim 10 words
The process of claim 16, wherein the alcohol is isobutanol.
Claim 21
Dependent Claim 14 words
The process of claim 15, wherein said agent to catalyze hydrolysis is an acid.
Claim 22
Dependent Claim 11 words
The process of claim 19, wherein said acid is acetic acid.
Claim 23
Dependent Claim 14 words
The process of claim 15, wherein the silylated ultraviolet radiation screening compound is 4-(3-triethoxysilylpropoxy)-2-hydroxybenzophenone.
Claim 24
Dependent Claim 15 words
The process of claim 15, wherein said mixture in step (i) has an acidic pH.
Claim 25
Dependent Claim 95 words
The process of claim 15, wherein the silicone resin composition of step (ii) is a dispersion of colloidal silica in an aqueous-organic solution of a silanol of the formula RSi(OH) 3 , wherein R is selected from a group consisting of alkyl having 1 to 3 carbon atoms and aryl, wherein at least 70 weight percent of the silanol is CH 3 Si(OH) 3 , said resin containing 10 to 50 weight percent solids, said solids consisting of 10 to 70 weight percent colloidal silica and 30 to 90 weight percent of the partial condensate.
Claim 26
Dependent Claim 21 words
The process of claim 23, wherein the pH of the silicone resin composition is in the range of 7.1 to 7.8.
Claim 27
Dependent Claim 77 words
The process of claim 15, wherein said silylated ultraviolet radiation screening compound has the formula: ##STR5## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3 inclusive.
Claim 28
Dependent Claim 10 words
The process of claim 25, wherein R 3 is hydroxy.
Claim 29
Dependent Claim 10 words
The process of claim 25, wherein R 3 is hydrogen.
Claim 30
Dependent Claim 10 words
The process of claim 27, wherein R 4 is hydroxy.
Claim 31
Dependent Claim 19 words
An unprimed plastic substrate coated on at least one surface with a coating composition as defined in claim 1.
Claim 32
Dependent Claim 16 words
A plastic substrate as defined in claim 29, wherein said plastic substrate is composed of polycarbonate.
Claim 33
Dependent Claim 115 words
A coating composition adapted for adhesion to plastic substrates without a primer and without prior aging, said coating composition comprising an aqueous partially condensed silicone resin composition containing colloidal silica and copolymerized with a small amount, effective to prevent discoloration, of a soluble prehydrolyzed silanol-functional silylated ultraviolet radiation screening compound having the formula: ##STR6## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3, inclusive.
Claim 34
Dependent Claim 115 words
A coating composition adapted for adhesion to plastic substrates without a primer and without prior aging, said coating composition comprising an aqueous partially condensed silicone resin composition containing colloidal silica and copolymerized with a small amount, effective to prevent discoloration, of a soluble prehydrolyzed silanol-functional silylated ultraviolet radiation screening compound having the formula: ##STR6## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3, inclusive.
Claim 35
Dependent Claim 122 words
An unprimed plastic substrate coated on at least one surface with a mar-resistant, optically clear composition adapted for use without prior aging comprising an aqueous partially condensed silicone resin composition containing colloidal silica, said silicone resin composition being copolymerized with a small amount, effective to prevent discoloration, of a soluble prehydrolyzed silanol-functional silylated ultraviolet radiation screening compound having the formula: ##STR7## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3, inclusive.
Claim 36
Dependent Claim 122 words
An unprimed plastic substrate coated on at least one surface with a mar-resistant, optically clear composition adapted for use without prior aging comprising an aqueous partially condensed silicone resin composition containing colloidal silica, said silicone resin composition being copolymerized with a small amount, effective to prevent discoloration, of a soluble prehydrolyzed silanol-functional silylated ultraviolet radiation screening compound having the formula: ##STR7## wherein R 1 is hydrogen, C 1 -C 8 alkyl or halogen; R 3 and R 4 are hydrogen, C 1 -C 8 alkoxy, carboxy, halogen, hydroxy, amino, carbethoxy or --Q--(CH 2 ) 3 Si(OR 2 ) 3 ; Q is --NH-- or --O--; R 2 is C 1 -C 8 alkyl; and a is an integer equal to 1-3, inclusive.
Claim 37
Dependent Claim 11 words
The coating composition of claim 31, wherein R 3 is OH.
Claim 38
Dependent Claim 11 words
The coating composition of claim 31, wherein R 3 is H.
Claim 39
Dependent Claim 11 words
The coating composition of claim 34, wherein R 4 is OH.
Claim 40
Dependent Claim 15 words
The coating composition of claim 31, wherein said silylated ultraviolet radiation screening compound is 4-(3-triethoxysilylpropoxy)-2-hydroxybenzophenone.
Claim 41
Dependent Claim 13 words
A coated substrate as defined in claim 32, wherein R 3 is OH.
Claim 42
Dependent Claim 13 words
A coated substrate as defined in claim 32, wherein R 3 is H.
Claim 43
Dependent Claim 13 words
A coated substrate as defined in claim 38, wherein R 4 is OH.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-11-07 1987-05-09 1987-11-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-11-07 1991-05-09 1991-11-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-11-07 1995-05-09 1995-11-08 $7700.00 Window Closed / Lapsed

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