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US4443579A Expired / Lapsed US ⏱️ 0.0 years remaining

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

Assignee: General Electric Co
•
Filing: 1981-12-08
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Granted: 1984-04-17
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Expires: 2001-12-08
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Abstract

Abstract A process is provided for preparing coating compositions suitable for a primerless application to plastic substrates, which includes catalyzed prehydrolysis of a silylated UV screen component. Preferred embodiments employ catalyzing agents which can be removed from the prehydrolysis solution. Coating compositions made by the process are also disclosed.

Inventors

  • 👤 James E. Doin
  • 👤 Susan E. Hayes

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 05:23
CPC Classifications
C; C09; C09D; C09D4/00; C09D183/00; C09D183/04

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 145 words
A coating composition adapted for adhesion to a plastic substrate without a primer, said composition being prepared by: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having the formula ##STR2## 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compounds to a silanol; and thereafter (B) adding a minor proportion of the hydrolysis product of step (A) to a major proportion of an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 2
Dependent Claim 145 words
A coating composition adapted for adhesion to a plastic substrate without a primer, said composition being prepared by: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having the formula ##STR2## 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compounds to a silanol; and thereafter (B) adding a minor proportion of the hydrolysis product of step (A) to a major proportion of an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 3
Dependent Claim 28 words
The coating composition of claim 1, wherein the hydrolysis step (A) includes an additional component (iii) which is an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 4
Dependent Claim 18 words
The coating composition prepared according to claim 1, wherein the catalyzing agent (ii) is removed before step (B).
Claim 5
Dependent Claim 18 words
The coating composition prepared according to claim 2, wherein the catalyzed agent (ii) is removed before step (B).
Claim 6
Dependent Claim 17 words
The coating composition of claim 3 or 4, wherein the catalyzing agent is a solid, acid-functionalized material.
Claim 7
Dependent Claim 16 words
The coating composition of claim 3 or 4, wherein the catalyzing agent is an acid-treated clay.
Claim 8
Dependent Claim 19 words
The coating composition of claim 3 or 4, wherein the catalyzing agent is a carboxylic acid-functionalized cation exchange resin.
Claim 9
Dependent Claim 15 words
The coating composition of claim 1 or 2, wherein the catalyzing agent is ammonium hydroxide.
Claim 10
Dependent Claim 54 words
The coating composition of claim 1 or 2, wherein the catalyzing agent is ammonium hydroxide, and two additional steps are included after step (A) and before step (B): (A) (1) neutralizing said catalyzing agent (ii) by the addition of a solid, acid-functionalized material; and thereafter (A) (2) removing said solid, acid-functionalized material by filtration.
Claim 11
Dependent Claim 108 words
The coating compostion of claim 1 or 2, wherein said aqueous partially condensed silicone resin composition including colloidal silica is a dispersion of colloidal silica in an aliphatic alcohol-water solution of the partial condensate of a silanol of the formula RSi(OH) 3 , wherein R is selected from the group consisting of alkyl having 1 to 3 carbon atoms and aryl, at least 70 weight percent of the silanol being CH 3 Si(OH) 3 , said aqueous silicone resin containing 10 to 50 weight percent solids, said solids consisting essentially of 10 to 70 weight percent colloidal silica and 30 to 90 weight percent of the partial condensate.
Claim 12
Dependent Claim 18 words
The coating composition of claim 10, which contains in addition a small amount of a polysiloxane polyether copolymer.
Claim 13
Dependent Claim 17 words
The coating composition of claim 1 or 2, wherein the silylated ultraviolet light screening compound is 4-(3-triethoxysilylpropoxy)-2-hydroxybenzophenone.
Claim 14
Dependent Claim 157 words
A coating composition adapted for adhesion to a plastic substrate without a primer, said composition being prepared by: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having the formula ##STR3## 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compound to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product of step (A) with a major portion of an alcohol; and thereafter (C) adding the product of step (B) to an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 15
Dependent Claim 157 words
A coating composition adapted for adhesion to a plastic substrate without a primer, said composition being prepared by: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having the formula ##STR3## 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compound to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product of step (A) with a major portion of an alcohol; and thereafter (C) adding the product of step (B) to an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 16
Dependent Claim 10 words
The composition of claim 13, wherein the alcohol is isobutanol.
Claim 17
Dependent Claim 146 words
A process for preparing a coating composition adapted for adhesion to a plastic substrate without a primer, which comprises: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compounds to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product to step (A) with a major proportion of an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 18
Dependent Claim 146 words
A process for preparing a coating composition adapted for adhesion to a plastic substrate without a primer, which comprises: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compounds to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product to step (A) with a major proportion of an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 19
Dependent Claim 27 words
The process of claim 15, wherein the hydrolysis step (A) includes an additional component (iii) which is an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 20
Dependent Claim 15 words
The process of claim 15, wherein the catalyzing agent (ii) is removed before step (B).
Claim 21
Dependent Claim 15 words
The process of claim 16, wherein the catalyzing agent (ii) is removed before step (B).
Claim 22
Dependent Claim 16 words
The process of claim 17 or 18, wherein the catalyzing agent is a solid, acid-functionalized material.
Claim 23
Dependent Claim 15 words
The process of claim 17 or 18, wherein the catalyzing agent is an acid-treated clay.
Claim 24
Dependent Claim 18 words
The process of claim 17 or 18, wherein the catalyzing agent is a carboxylic acid-functionalized cation exchange resin.
Claim 25
Dependent Claim 14 words
The process of claim 15 or 16, wherein the catalyzing agent is ammonium hydroxide.
Claim 26
Dependent Claim 53 words
The process of claim 15 or 16, wherein the catalyzing agent is ammonium hydroxide, and two additional steps are included after step (A) and before step (B): (A) (1) neutralizing said catalyzing agent (ii) by the addition of a solid, acid-functionalized material; and thereafter (A) (2) removing said solid, acid-functionalized material by filtration.
Claim 27
Dependent Claim 107 words
The process of claim 15 or 16, wherein said aqueous partially condensed silicone resin composition including colloidal silica is a dispersion of colloidal silica in an aliphatic alcohol-water solution of the partial condensate of a silanol of the formula RSi(OH 3 , wherein R is selected from the group consisting of alkyl having 1 to 3 carbon atoms and aryl, at least 70 weight percent of the silanol being CH 3 Si(OH) 3 , said aqueous silicone resin containing 10 to 50 weight percent solids, said solids consisting essentially of 10 to 70 weight percent colloidal silica and 30 to 90 weight percent of the partial condensate.
Claim 28
Dependent Claim 17 words
The process of claim 24, which contains in addition a small amount of a polysiloxane polyether copolymer.
Claim 29
Dependent Claim 16 words
The process of claim 15 or 16, wherein the silylated ultraviolet light screening compound is 4-(3-triethoxysilylpropoxy)-2-hydroxybenzophenone.
Claim 30
Dependent Claim 158 words
A process for preparing a coating composition adapted for adhesion to a plastic substrate without a primer, which comprises: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compound to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product of step (A) with a major porportion of an alcohol; and thereafter (C) adding the product of step (B) to an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 31
Dependent Claim 158 words
A process for preparing a coating composition adapted for adhesion to a plastic substrate without a primer, which comprises: (A) prehydrolyzing (i) a silylated ultraviolet light screening compound having 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, in the presence of (ii) an agent to catalyze conversion of the silane function of said silylated ultraviolet light screening compound to a silanol; and thereafter (B) mixing a minor proportion of the hydrolysis product of step (A) with a major porportion of an alcohol; and thereafter (C) adding the product of step (B) to an aqueous partially condensed silicone resin composition including colloidal silica.
Claim 32
Dependent Claim 10 words
The process of claim 27, wherein the alcohol is isobutanol.

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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) 1987-04-17 1987-10-17 1988-04-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-04-17 1991-10-17 1992-04-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-04-17 1995-10-17 1996-04-17 $7700.00 Window Closed / Lapsed

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