IP Library Granted Patent US 10,370,492
Granted Patent B2
US 10,370,492 · App. 14/211,552 · Granted Aug 6, 2019

UV-curable film compositions with improved scratch resistance

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Quick Facts
Patent No.
US 10,370,492
App. No.
14/211,552
Granted
Aug 6, 2019
Kind
B2
Abstract

Thin walled products having good scratch resistance are disclosed, as are processes for making such products (e.g. films, sheets, and thin walled articles). The product includes a thin layer formed from (A) a cross-linkable polycarbonate resin having endcaps derived from a monohydroxybenzophenone; and (B) if desired, a base polymeric resin. When exposed to ultraviolet light, crosslinking will occur in the layer with the cross-linkable polycarbonate resin, enhancing the scratch resistance properties of the thin layer and the overall product.

Claims (34)

1. A thin walled product comprising:

a crosslinked layer formed from a photoactive additive that has been exposed to ultraviolet light, the photoactive additive containing photoactive endcap groups derived from monohydroxybenzophenone and endcap groups derived from a non-photoactive end-capping agent;

wherein the photoactive additive is a homopolycarbonate formed from the reaction of:

the monohydroxybenzophenone;

a diol chain extender which is bisphenol A;

a first linker moiety which is phosgene; and

the non-photoactive end-capping agent; and

wherein the photoactive additive has a monohydroxybenzophenone-derived endcap content from 3.0 to 5.0 mol %; and

wherein the photoactive additive does not contain any aliphatic polyester, aliphatic polyether, aliphatic polythioether, aliphatic polyacetal, aliphatic polycarbonate, C-C linked polymer, and polysiloxane segments.

2. The thin walled product of claim 1 , wherein the thin walled product has a scratch rating of B or harder according to ASTM D3363.

3. The thin walled product of claim 2 , further comprising a substrate layer formed from a substrate resin and bonded to the crosslinked layer.

4. The thin walled product of claim 1 , wherein the monohydroxybenzophenone is 4-hydroxybenzophenone.

5. The thin walled product of claim 4 , wherein the photoactive additive has a weight average molecular weight of 15,000 or greater, measured prior to crosslinking.

6. The thin walled product of claim 1 , wherein the non-photoactive end-capping agent is selected from the group consisting of phenol, p-t-butylphenol, p-cumylphenol, octylphenol, and p-cyanophenol.

7. The thin walled product of claim 1 , wherein the reaction that forms the photoactive additive further comprises a secondary linker moiety having at least three functional groups, each of which can react with a linking group of the first linker moiety.

8. A process for making the thin walled product of claim 1 , comprising:

extruding a film layer comprising the photoactive additive; and

exposing the film layer to ultraviolet light to induce crosslinking in the film layer and obtain the thin walled product.

9. The process of claim 8 , wherein the film layer is co-extruded with a substrate resin that forms a substrate layer bonded to the film layer.

10. The process of claim 8 , wherein the thin walled layer has a scratch rating of B or harder according to ASTM D3363.

11. The process of claim 8 , wherein the film layer further comprises a polymeric base resin.

12. A thin walled product comprising:

a crosslinked layer formed from a photoactive additive that has been exposed to ultraviolet light, the photoactive additive containing photoactive endcap groups derived from monohydroxybenzophenone;

and

wherein the photoactive additive has a monohydroxybenzophenone-derived endcap content from 3.0 to 5.0 mol %; and

the photoactive additive has a structure of Formula (II):

wherein n′ ranges from 29 to 65, and

wherein the thin walled product further comprises a substrate layer formed from a substrate resin and bonded to the crosslinked layer, and the thin walled product has a scratch rating of B or harder according to ASTM D3363.

13. The thin walled product of claim 12 , wherein the crosslinked layer is from about 2% to about 40% of the thickness of the thin walled product.

14. The thin walled product of claim 12 , wherein the crosslinked layer has a thickness of about 2.5 micrometers to about 12.7 millimeters.

15. The thin walled product of claim 12 , wherein the substrate resin is a polycarbonate film.

16. The thin walled product of claim 12 , wherein the photoactive additive has a weight-average molecular weight of between 17,000 and 80,000 Daltons, as measured by gel permeation chromatography using a UV-VIS detector and polycarbonate standards.

17. The thin walled product of claim 12 , wherein the crosslinked layer further comprises a polymeric base resin which is different from the photoactive addictive.

18. The thin walled product of claim 12 , wherein the crosslinked layer further comprises a flame retardant.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE 12/116841, 12/123274, 12/345155, 13/177651, 13/234682, 13/259855, 13/355684, 13/904372, 13/956615, 14/146802, 62/011336 PREVIOUSLY RECORDED ON REEL 033591 FRAME 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 29, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033663/0427 →
CORRECTIVE ASSIGNMENT TO CORRECT REMOVE 10 APPL. NUMBERS PREVIOUSLY RECORDED AT REEL: 033591 FRAME: 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 28, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033649/0529 →
CHANGE OF NAME Recorded Aug 22, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033591/0673 →