Article comprising fluorochemical surface layer

• US 7,101,618 B2
• Filed: 05/07/2004
• Issued: 09/05/2006
• Est. Priority Date: 05/07/2004
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Moore, George G. I., Klun, Thomas P., Jing, Naiyong, Qiu, Zai-Ming, Pellerite, Mark J., Elsbernd, Cheryl L. S., Coggio, William D., Walker, Christopher B. Jr., Buckanin, Richard S., Wang, Sharon
• Primary Examiner(s): ZACHARIA, RAMSEY E
• Application Number:
  US10/841,159
• Publication Number:
  US 20050249942A1
• Time in Patent Office: 851 Days
• Field of Search: 428/336, 428/421, 428/522
• US Class Current: 428/336
• CPC Class Codes: B32B 2307/21 Anti-static
• CPC Class Codes: B32B 2307/40 having particular optical properties
• CPC Class Codes: B32B 2457/20 Displays, e.g. liquid crystal displays, plasma displays
• CPC Class Codes: B32B 2457/204 Plasma displays
• CPC Class Codes: B32B 27/18 characterised by the use of special additives
• CPC Class Codes: B32B 27/28 comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
• CPC Class Codes: B32B 33/00 Layered products characterised by particular properties or particular surface features, e.g. particular surface coatings; Layered products designed for particular purposes not covered by another single class
• CPC Class Codes: C08F 220/22 Esters containing halogen
• CPC Class Codes: C08F 220/24 containing perhaloalkyl radicals
• CPC Class Codes: C09K 2323/00 Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
• CPC Class Codes: C09K 2323/05 Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
• CPC Class Codes: Y10T 428/25 Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
• CPC Class Codes: Y10T 428/263 Coating layer not in excess of 5 mils thick or equivalent
• CPC Class Codes: Y10T 428/265 1 mil or less
• CPC Class Codes: Y10T 428/2848 Three or more layers
• CPC Class Codes: Y10T 428/3154 Of fluorinated addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31935 Ester, halide or nitrile of addition polymer

Abstract

The invention relates to display and protective articles having a fluorochemical surface layer, and methods of making such articles. The invention also relates to fluoropolyether acrylate compositions.

Claims

1. An article comprising:

a) a light transmissive substrate having a surface layer comprising the reaction product of

i) at least one fluoropolyether (meth)acryl compound that comprises at least one terminal F(CF(CF₃)CF₂O)aCF(CF₃)—

group and at least two (meth)acryl groups;

wherein a averages from 4 to 15; and

ii) at least one non-fluorinated crosslinking agent; and

b) a hardcoat layer disposed between the substrate and the surface layer.

2. The article of claim 1 wherein the substrate is a transparent or matte polymeric film.

3. The article of claim 1 wherein the surface layer exhibits a static contact angle with water of at least 90°

.

4. The article of claim 1 wherein the surface layer exhibits an advancing contact angle with hexadecane of at least 50°

.

5. The article of claim 1 wherein the surface layer exhibits ink repellency after 200 wipes with cheesecloth and a weight of 725 grams according to the Durability Test.

6. The article of claim 1 wherein the surface layer exhibits ink bead up after 200 wipes with cheesecloth and a weight of 725 grams according to the Durability Test.

7. The article of claim 1 wherein the surface layer has a thickness ranging from about 10 to 200 nanometers.

8. The article of claim 7 wherein the surface layer exhibits an initial haze of less than 2%.

9. The article of claim 7 wherein the surface layer exhibits an initial transmission of at least 90% as measured with a BYK Gardner-Haze-Clarity-Transmission meter.

10. The article of claim 1 wherein the substrate has a major surface opposing the surface layer and an adhesive layer is disposed on the opposing major surface.

11. The article of claim 10 wherein the adhesive layer is selected from a permanent adhesive composition or a removable adhesive composition.

12. The article of claim 1 wherein the reaction product further comprises at least one monofunctional compound.

13. The article of claim 12 wherein the monofunctional compound has the formula (R_A)—

W—

(CH₂R^F1—

H) wherein R_A is a (meth)acrylate group or a CH₂═

CFCO group, R^F1 is a fluoroalkylene group comprising 2 to 7 carbon atoms, and W is a linking group.

14. The article of claim 13 wherein the compound of the formula (R_A)—

W—

(CH₂R^F1—

H) is ω

-hydro 2,2,3,3,4,4,5,5-octafluoropentyl acrylate.

15. The article of claim 1 wherein the reaction product further comprises a Michael-type addition of a reactive fluoropolyether and a poly(meth)acrylate.

16. The article of claim 1 wherein the crosslinking agent is selected from the group consisting of trimethyloipropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol tetraacrylate, and mixtures thereof.

17. A method of providing a surface layer on a substrate comprising:

a) providing a hardcoated substrate;

b) coating the fluoropolyether (meth)acryl compound and non-fluorinated crosslinking agent of claim 1 onto the hardcoated substrate; and

c) curing the composition.

18. A display panel comprising:

a) a light transmissive substrate having a surface layer comprising the reaction product of

i) at least one fluoropolyether (meth)acryl compound that comprises at least one terminal F(CF(CF₃)CF₂O)aCF(CF₃)—

group and at least two (meth)acryl groups;

wherein a averages from 4 to 15;

, and

ii) at least one non-fluorinated crosslinking agent; and

b) a hardcoat layer disposed between the substrate and the surface layer.

19. The display panel of claim 18 wherein the article is selected from a touch screen, a liquid crystal display panel, a plasma display panel, a television screen, a computer screen, and an instrument display panel.

20. An article comprising a substrate having a surface layer comprising the reaction product of at least one fluoropolyether (meth)acryl compound that comprises at least one terminal F(CF(CF₃)CF₂O)aCF(CF₃)—

group and at least two (meth)acryl groups, wherein a averages from 4 to 15, and at least one non-fluorinated crosslinking agent; and

a hardcoat layer disposed between the substrate and the surface layer.