IP Library Granted Patent US 9,040,164
Granted Patent B2
US 9,040,164 · App. 13/126,524 · Granted May 26, 2015

Self-assembled silica condensates

Inventor: Jun Lin (Troy, MI)
Assignee: AXALTA COATING SYSTEMS IP CO., LLC
C09D183/04C08G18/6295C08G77/14C08G77/20C08G77/26C08K3/36C08L2312/00C09D133/04C09D175/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,040,164
App. No.
13/126,524
Granted
May 26, 2015
Kind
B2
Abstract

Self-assembled silica condensates are described as well as their use in coating compositions. The self-assembled silica condensates can be formed from the hydrolysis of medium to long chain trialkoxy silane compounds. Coating compositions containing the self-assembled silica condensates can provide coatings having improved scratch and mar resistance and can have excellent recoat adhesion.

Claims (35)

1. A coating composition comprising:

A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a tetraalkoxy orthosilicate and at least two medium to long chain trialkoxy silanes having a structure according to formula (1):

(RO) 3 —Si—R 1   (1);

wherein each R is independently an alkyl group having 1 to 4 carbon atoms and R 1 is an organic group comprising from 3 to 20 carbon atoms, wherein R 1 of at least one of said medium to long chain trialkoxy silanes is an alkyl group, and R 1 of at least one of said medium to long chain trialkoxy silanes is substituted with a functional group; and

B) a film-forming binder comprising:

a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and

at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof.

2. The coating composition of claim 1 wherein R 1 of at least one of said medium to long chain trialkoxy silanes is propyl trialkoxy silane and R 1 of at least one of said medium to long chain trialkoxy silanes is substituted with an epoxy functional group.

3. The coating composition of claim 1 wherein the crosslinkable component of the film-forming binder is a compound, oligomer and/or polymer containing epoxy functional groups and the crosslinking component of the film-forming binder is a compound, oligomer and/or polymer containing carboxylic acid groups.

4. The coating composition of claim 1 wherein said reaction mixture further comprises silane functional polymers.

5. The coating composition of claim 1 wherein the reaction mixture further comprises colloidal silica.

6. The coating composition of claim 1 wherein the functional group is epoxide, carbamate, urea, hydroxyl, vinyl or blocked isocyanate.

7. A coating composition comprising:

A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a silane functional polymer and a medium to long chain trialkoxy silane having a structure according to formula (2) or formula (3):

wherein, for either formula (2) or formula (3), each R is independently an alkyl group having 1 to 4 carbon atoms; and

B) a film-forming binder comprising:

a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and

at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof.

8. The coating composition of claim 7 wherein the silane functional polymer includes a hydrolysable silane functional group of the formula Si—X, wherein X is an alkoxy group having from 1 to 4 carbon atoms, an aryloxy group having from 6 to 20 carbon atoms, an acyloxy group having from 2 to 6 carbon atoms, hydrogen, halogen, hydroxy, amide, amide, imidazole, oxazolidinone, urea, carbamate or hydroxylamine.

9. The coating composition of claim 7 wherein the silane functional polymer includes a hydrolysable silane functional group of the formula Si—X, wherein X is an alkoxy group.

10. The coating composition of claim 7 wherein the silane functional polymer has a terminal end and includes a hydrolysable silane functional group at the terminal end.

11. The coating composition of claim 7 wherein the silane functional polymer includes a main polymer chain and includes a hydrolysable silane functional group in the main polymer chain.

12. The coating composition of claim 7 wherein the silane functional polymer includes a main polymer chain and includes a hydrolysable silane functional group pendant to the main polymer chain.

13. The coating composition of claim 7 wherein the medium to long chain trialkoxy silane has a structure according to formula (2):

14. The coating composition of claim 7 wherein the medium to long chain trialkoxy silane has a structure according to formula (3):

15. The coating composition of claim 7 wherein the reaction mixture further comprises colloidal silica.

16. The coating composition of claim 7 wherein the reaction mixture consists essentially of silane functional polymers and the medium to long chain trialkoxy silane.

17. The coating composition of claim 7 wherein the silane functional polymer also contains epoxide, acid, carbamate, urea, hydroxyl, or blocked isocyanate groups.

18. A coated substrate comprising at least one layer of a coating composition comprising:

A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a tetraalkoxy orthosilicate and at least two medium to long chain trialkoxy silanes having a structure according to formula (1):

(RO) 3 —Si—R 1   (1);

wherein each R is independently an alkyl group having 1 to 4 carbon atoms and R 1 is an organic group comprising from 3 to 20 carbon atoms, wherein R 1 of at least one of said medium to long chain trialkoxy silanes is an alkyl group, and R 1 of at least one of said medium to long chain trialkoxy silanes is substituted with a functional group; and

B) a film-forming binder comprising:

a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and

at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Sep 29, 2016
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: AXALTA COATING SYSTEMS IP CO. LLC (FORMERLY KNOWN AS U.S. COATINGS IP CO. LLC)
Reel/Frame 040184/0192 →
SECURITY AGREEMENT Recorded Nov 19, 2013
From: U.S. COATINGS IP CO. LLC (N/K/A AXALTA COATING SYSTEMS IP CO. LLC)
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 031668/0001 →
CHANGE OF NAME Recorded Jun 18, 2013
From: U.S. COATINGS IP CO., LLC
To: AXALTA COATING SYSTEMS IP CO., LLC
Reel/Frame 030639/0164 →
SECURITY AGREEMENT Recorded Mar 28, 2013
From: U.S. COATINGS IP CO. LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 030119/0163 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2013
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: U.S. COATINGS IP CO. LLC
Reel/Frame 029803/0826 →
Continuity (2)
Provisional Application 61120165 · Dec 5, 2008
Related Publication 20110207852A1 · Aug 25, 2011