US5002808A
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Adhesion methods employing benzocyclobutene-based organosilane adhesion aids
Assignee: Dow Chemical Co
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Filing: 1989-02-08
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Granted: 1991-03-26
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Expires: 2009-02-08
Abstract
Abstract Benzocyclobutene-functionalized organosilanes, and a method of increasing adhesion between a polymer and an inorganic surface by using benzocyclobutene-functionalized organosilanes as adhesion aids.
Inventors
- 👤 Stephen F. Hahn
- 👤 Dennis J. Kreil
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 11:37
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; H; H10; H10W; H10W72/00; H10W72/071; H10W72/073; H10W72/07331; H10W72/07337; H10W72/30; H10W72/351; H10W72/353; H10W72/354; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31536
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
149 words
A method of increasing adhesion between an inorganic surface and a polymer, comprising the steps of: (a) contacting the inorganic surface with a homogeneous mixture of: (1) a monomer or prepolymer precursor of the polymer, and (2) an effective amount of an organosilane adhesion aid of the formula: ##STR16## wherein R 2 is --CH═CH--Y-- or ##STR17## and Y is a direct bond, phenylene of (CH 2 ) m , Z is phenylene of (CH 2 ) m ; m is an integer between 1 and 4, inclusive; R 2 is C 1-4 alkyl, methoxy, methoxycarbonyl, trifluoromethoxycarbonyl, nitro, or halo; each R 3 is independently C 1-4 alkyl, halo, nitro, or cyano; X is C 1-4 alkoxy; n is 0 or 1; and each q and r is independently 0 or 1; and then (b) polymerizing the monomer or prepolymer while maintaining contact between the mixture and the inorganic surface.
Claim 2
Independent Claim
149 words
A method of increasing adhesion between an inorganic surface and a polymer, comprising the steps of: (a) contacting the inorganic surface with a homogeneous mixture of: (1) a monomer or prepolymer precursor of the polymer, and (2) an effective amount of an organosilane adhesion aid of the formula: ##STR16## wherein R 2 is --CH═CH--Y-- or ##STR17## and Y is a direct bond, phenylene of (CH 2 ) m , Z is phenylene of (CH 2 ) m ; m is an integer between 1 and 4, inclusive; R 2 is C 1-4 alkyl, methoxy, methoxycarbonyl, trifluoromethoxycarbonyl, nitro, or halo; each R 3 is independently C 1-4 alkyl, halo, nitro, or cyano; X is C 1-4 alkoxy; n is 0 or 1; and each q and r is independently 0 or 1; and then (b) polymerizing the monomer or prepolymer while maintaining contact between the mixture and the inorganic surface.
Claim 3
Dependent Claim
14 words
The method of claim 1 wherein the organosilane adhesion aid has the formula: ##STR18##
Claim 4
Dependent Claim
14 words
The method of claim 1 wherein the organosilane adhesion aid has the formula: ##STR19##
Claim 5
Dependent Claim
14 words
The method of claim 1 wherein the organosilane adhesion aid has the formula: ##STR20##
Claim 6
Dependent Claim
29 words
The method of claim 1 wherein the amount of the organosilane adhesion aid in the mixture is about 0.01 to about 20 percent of the weight of the mixture.
Claim 7
Dependent Claim
24 words
The method of claim 1 wherein the inorganic surface is the surface of a glass, a metal capable of oxidation, or a metal oxide.
Claim 8
Dependent Claim
15 words
The method of claim 6 wherein the monomer or prepolymer precursor is derived from benzocyclobutene.
Claim 9
Dependent Claim
12 words
The method of claim 7 wherein the monomer has the formula: ##STR21##
Claim 10
Dependent Claim
12 words
The method of claim 7 wherein the monomer has the formula: ##STR22##
Claim 11
Dependent Claim
12 words
The method of claim 7 wherein the monomer has the formula: ##STR23##
Claim 12
Dependent Claim
12 words
The method of claim 7 wherein the monomer has the formula: ##STR24##
Claim 13
Independent Claim
185 words
A method of increasing adhesion between an inorganic surface and a polymer, comprising the steps of: (a) dissolving an effective amount of an organosilane adhesion aid of the formula: ##STR25## wherein R 1 is --CH═CH--Y-- or ##STR26## and Y is a direct bond, phenylene or (CH 2 ) m , Z is phenylene or (CH 2 ) m , m is an integer between 1 and 4, inclusive; R 2 is C 1-4 alkyl, methoxy, methoxycarbonyl, trifluoromethoxycarbonyl, nitro, or halo; each R 3 is independently C 1-4 alkyl, halo, nitro, or cyano; X is C 1-4 alkoxy; n is 0 or 1; and each q and r is independently 0 or 1; in a suitable solvent so as to prepare a solution, (b) applying an amount of the solution to the inorganic surface sufficient to wet the surface, (c) removing substantially all of the solvent from the applied solution, (d) contacting a monomer or prepolymer precursor of the polymer with the wetted inorganic surface, and then (e) polymerizing the monomer or prepolymer while maintaining contact between the monomer or prepolymer and the wetted inorganic surface.
Claim 14
Independent Claim
185 words
A method of increasing adhesion between an inorganic surface and a polymer, comprising the steps of: (a) dissolving an effective amount of an organosilane adhesion aid of the formula: ##STR25## wherein R 1 is --CH═CH--Y-- or ##STR26## and Y is a direct bond, phenylene or (CH 2 ) m , Z is phenylene or (CH 2 ) m , m is an integer between 1 and 4, inclusive; R 2 is C 1-4 alkyl, methoxy, methoxycarbonyl, trifluoromethoxycarbonyl, nitro, or halo; each R 3 is independently C 1-4 alkyl, halo, nitro, or cyano; X is C 1-4 alkoxy; n is 0 or 1; and each q and r is independently 0 or 1; in a suitable solvent so as to prepare a solution, (b) applying an amount of the solution to the inorganic surface sufficient to wet the surface, (c) removing substantially all of the solvent from the applied solution, (d) contacting a monomer or prepolymer precursor of the polymer with the wetted inorganic surface, and then (e) polymerizing the monomer or prepolymer while maintaining contact between the monomer or prepolymer and the wetted inorganic surface.
Claim 15
Dependent Claim
23 words
The method of claim 12 wherein the monomer or prepolymer precursor is a solution of the monomer or prepolymer in an organic solvent.
Claim 16
Dependent Claim
14 words
The method of claim 13 wherein the organic solvent is xylene, THF, or toluene.
Claim 17
Dependent Claim
13 words
The method of claim 14 wherein the organic solvent is xylene or THF.
Claim 18
Dependent Claim
14 words
The method of claim 12 wherein the organosilane adhesion aid has the formula: ##STR27##
Claim 19
Dependent Claim
14 words
The method of claim 12 wherein the organosilane adhesion aid has the formula: ##STR28##
Claim 20
Dependent Claim
14 words
The method of claim 12 wherein the organosilane adhesion aid has the formula: ##STR29##
Claim 21
Dependent Claim
41 words
The method of claim 12 wherein the solvent for the organosilane adhesion aid is an aqueous solution of a C 1-4 alcohol or an organic solvent selected from the group consisting of xylene, THF, toluene, heptane, hexane, acetone, and methylene choride.
Claim 22
Dependent Claim
34 words
The method of claim 19 wherein the amount of organosilane adhesion aid in the aqueous solution of a C 1-4 alcohol is about 0.1 to about 1 percent of the weight of the solution.
Claim 23
Dependent Claim
15 words
The method of claim 20 wherein the C 1-4 - alcohol is methanol or ethanol.
Claim 24
Dependent Claim
13 words
The method of claim 19 wherein the organic solvent is xylene or THF.
Claim 25
Dependent Claim
24 words
The method of claim 12 wherein the inorganic surface is the surface of a glass, a metal capable of oxidation, or a metal oxide.
Claim 26
Dependent Claim
15 words
The method of claim 23 wherein the monomer or prepolymer precursor is derived from benzocyclobutene.
Claim 27
Dependent Claim
12 words
The method of claim 24 wherein the monomer has the formula: ##STR30##
Claim 28
Dependent Claim
12 words
The method of claim 24 wherein the monomer has the formula: ##STR31##
Claim 29
Dependent Claim
12 words
The method of claim 24 wherein the monomer has the formula: ##STR32##
Claim 30
Dependent Claim
12 words
The method of claim 24 wherein the monomer has the formula: ##STR33##
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-03-25 | 1994-09-24 | 1995-03-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-03-25 | 1998-09-24 | 1999-03-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-03-25 | 2002-09-24 | 2003-03-26 | $7700.00 | Window Closed / Lapsed |