Patent US4443579A successfully refreshed from Google Patents.
US4443579A
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US
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Silicone resin coating composition adapted for primerless adhesion to plastic and process for making same
Assignee: General Electric Co
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Filing: 1981-12-08
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Granted: 1984-04-17
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Expires: 2001-12-08
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 07:48
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.
References Cited (Backward Citations)
US2460805A
Cited
US3708225A
Cited
US4051161A
Cited
US3976497A
Cited
US3986997A
Cited
US4027073A
Cited
US4177315A
Cited
US4159206A
Cited
US4188451A
Cited
US4277287A
Cited
US4278804A
Cited
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 |