IP Library Granted Patent US 7,931,943
Granted Patent B2
US 7,931,943 · App. 11/855,847 · Granted Apr 26, 2011

Enhanced bonding layers on native oxide surfaces

Assignee: The Trustees of Princeton University
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Quick Facts
Patent No.
US 7,931,943
App. No.
11/855,847
Granted
Apr 26, 2011
Kind
B2
Abstract

Process for forming a coated article by (a) depositing a layer of an omega functionalized organophosphorous compound on an oxide substrate; (b) heating the substrate of step (a) to a temperature sufficient to bond the omega functionalized organophosphorous compound to the oxide substrate; (c) depositing a separate layer onto the layer produced by step (b); and (d) bonding the layers produced by steps (b) and (c) through the omega functional group.

Claims (20)

1. A process for forming a coated article comprising:

a) contacting a non-particulate oxide substrate with a solution of an omega functionalized organophosphorous compound in a solvent, wherein said solution is at a temperature between about 20 and about 200° C., and removing said solvent so that a self-assembled monolayer of said omega functionalized organophosphorous compound forms on said substrate;

b) reacting the substrate of step (a) with said omega functionalized organophosphorous compound self-assembled monolayer after said solvent has been removed so that the phosphorous-containing groups of said omega functionalized organophosphorous compound covalently bond to the oxide substrate;

c) depositing a separate layer onto the layer produced by step (b) comprising a compound with a functional group that forms a covalent bond with said omega functional group of said organophosphorous compound; and

d) forming a covalent bond between the layers produced by steps (b) and (c) through the omega functional group.

2. The process of claim 1 , wherein the omega functionalized organophosphorous compound is an omega-functionalized organophosphorous acid containing a hydrocarbon ligand having from about 2 to about 40 carbon atoms, said hydrocarbon ligand comprising a linear or branched, saturated or unsaturated, substituted or unsubstituted aliphatic or aromatic alkylene moiety.

3. The process of claim 2 , wherein the hydrocarbon ligand is substituted by an aromatic substituent.

4. The process of claim 2 , wherein the hydrocarbon ligand comprises an aromatic moiety.

5. The process of claim 2 , wherein the hydrocarbon ligand is substituted at one or more carbon positions.

6. The process of claim 2 , wherein the hydrocarbon ligand comprises an unsaturated alkylene moiety that is further polymerized.

7. The process of claim 2 , wherein the hydrocarbon ligand contains a pi-electron delocalized structure.

8. The process of claim 7 , wherein said pi-electron delocalized structure is an aromatic ring compound.

9. The process of claim 1 , wherein said omega-functional group is selected from the group consisting of hydroxyl, amino, carboxylate, phosphonate, and thiol.

10. The process of claim 1 in which the separate layer of step (c) contains inorganic or organic moieties.

11. The process of claim 1 , wherein the omega functionalized organophosphorous compound is selected from the group consisting of hydroxy-phosphonic acids, aminophosphonic acids, phosphonic acid carboxylates, phosphonic acid thiols, and bisphosphonic acids.

12. The process of claim 1 in which the separate layer of step (c) is an adhesive composition.

13. The process of claim 12 , wherein the adhesive composition is an epoxy composition.

14. The process of claim 12 further comprising:

(e) applying a separate layer to the adhesive layer of step (c) whereby the adhesive layer bonds the layers of steps (c) and (e) together.

15. The process of claim 14 , wherein the adhesive layer is an epoxy adhesive.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2020
From: GUO, JING
To: THE TRUSTEES OF PRINCETON UNIVERSITY
Reel/Frame 054409/0242 →
CONFIRMATORY LICENSE Recorded Jun 14, 2016
From: PRINCETON UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 038984/0490 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2008
From: SCHWARTZ, JEFFREY; GAWALT, ELLEN; AVALTRONI, MICHAEL
To: THE TRUSTEES OF PRINCETON UNIVERSITY
Reel/Frame 021923/0816 →
Continuity (6)
Continuation 10405557 · Apr 1, 2003
Continuation In Part 10179743 · Jun 24, 2002
Continuation In Part 09668080 · Sep 22, 2000
Provisional Application 60300144 · Jun 22, 2001
Provisional Application 60155398 · Sep 22, 1999
Related Publication 20080166470A1 · Jul 10, 2008