IP Library Granted Patent US 7,524,562
Granted Patent B2
US 7,524,562 · App. 11/253,116 · Granted Apr 28, 2009

Method of improving abrasion resistance of plastic article using functionalized polymers and article produced thereby

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Quick Facts
Patent No.
US 7,524,562
App. No.
11/253,116
Granted
Apr 28, 2009
Kind
B2
Abstract

The invention includes embodiments that relate to a method of improving the abrasion resistance of a plastic article. The method comprises: (a) providing a composition comprising at least one e-beam active thermoplastic polymeric material; (b) forming an article from the composition of step (a); and (c) exposing the article formed in step (b) to an electron beam source. The invention also includes embodiments that relate to an article comprising an abrasion resistant surface.

Claims (45)

1. A method for improving the abrasion resistance of a plastic article, said method comprising:

(a) providing a composition comprising at least one e-beam active co-polyestercarbonate comprising ester structural units derive from a combination of a C 3 -C 40 aromatic diol and a diol selected from the group consisting of a C 2 -C 20 aliphatic diol, a C 3 -C 40 cycloaliphatic diol or a combination thereof;

(b) forming an article from the composition of step (a); and

(c) exposing the article formed in step (b) to an electron-beam source.

2. The method according to claim 1 , wherein said e-beam active co-polyestercarbonate comprises carbonate structural units of the formula

wherein R 1 and R 2 are independently at each occurrence a halogen atom, a nitro group, a cyano group, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; W is a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; and “a” and ‘b” are independently at each occurrence an integer from 0 to 4, with the proviso that “a+b” is greater than or equal to 1.

3. The method according to claim 2 , wherein W is a cyclohexylidene radical and R 1 and R 2 are both methyl radicals.

4. The method according to claim 1 , wherein said e-beam active co-polyestercarbonate comprises carbonate structural units of the formula

wherein R 3 and R 4 are independently at each occurrence a halogen atom, a nitro group, a cyano group, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; R 5 is independently at each occurrence a C 2 -C 10 aliphatic group or an oxygen atom, R 6 , R 7 , R 8 and R 9 are independently at each occurrence a hydrogen atom, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; “c” and ‘d” are independently at each occurrence an integer from 0 to 4; and “n” is an integer from 0 to 10.

5. The method according to claim 1 , wherein said electron-beam active co-polyestercarbonate comprises structural units of the formula

wherein R 10 comprises a combination of a divalent C 3 -C 40 aromatic radical, a radical selected from the group consisting a C 2 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, and a combination thereof, and R 11 comprises a divalent C 2 -C 20 aliphatic radical, a divalent C 3 -C 40 aromatic radical, a divalent C 3 -C 40 cycloaliphatic radical, or comprises structural units of the formula

wherein R 12 and R 13 are independently at each occurrence a hydrogen atom, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical and “p” is an integer from 1 to 10.

6. The method according to claim 5 , wherein R 10 is an aromatic C 6 radical and a radical selected from the group consisting of a hexanediol residue, a butanediol resdue, a diethylene glycol residue, and a combination thereof; and R 11 is selected from the group consisting of an isophthalic acid, acid halide, or acid ester residue, a terephthalic acid, acid halide, or acid ester residue and a combination thereof.

7. The method according to claim 1 , wherein said electron-beam active co-polyestercarbonate comprises at least one terminally connected moiety comprising structural units of the formula

wherein R 14 is a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, a C 3 -C 40 aromatic radical, or comprises structural units of the formula

wherein R 14 , R 15 and R 16 are independently at each occurrence a hydrogen atom, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; and “p” is an integer from 1 to 10.

8. The method according to claim 1 , wherein said electron-beam active co-polyestercabonate further comprises structural units of the formula

wherein R 17 is a divalent C 2 -C 20 aliphatic radical, a divalent C 3 -C 40 aromatic radical, or a divalent C 3 -C 40 cycloaliphatic radical.

9. The method according to claim 8 , wherein said electron-beam active co-polyestercarbonate comprises bisphenol A polycarbonate structural units.

10. The method according to claim 1 , wherein said electron-beam active co-polyestercarbonate comprises structural units of the formula

wherein R 18 and R 19 are independently at each occurrence a halogen atom, a nitro group, a cyano group, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; and “f” and “g” are independently at each occurrence an integer from 0 to 4.

11. The method according to claim 1 , wherein step (b) comprises extruding said composition to form an article, which is a film.

12. The method according to claim 11 , wherein said film has a thickness in a range from about 10 microns to about 1000 microns.

13. The method according to claim 1 , wherein step (b) comprises co-extruding said composition with a second polymeric material to form a multi-layered article.

14. The method according to claim 13 , wherein said second polymeric material is selected different from said electron-beam active thermoplastic polymeric material provided in step (a), and said second polymeric material is selected from the group consisting of polycarbonates, co-polycarbonates, co-polyestercarbonates, and combinations thereof.

15. The method according to claim 1 , wherein step (b) comprises solvent casting said composition to form a film.

16. The method according to claim 1 , wherein said exposing is conducted in the presence of nitrogen or hydrogen.

17. The method according to claim 1 , wherein said exposing is conducted in vacuum.

18. The method according to claim 1 , wherein the electron beam source has an operating voltage in the range from about 80 kV to about 20 MV.

19. The method according to claim 1 , wherein the electron beam source has an operating voltage of about 150 kV.

20. The method according to claim 1 , wherein said exposing to an electron beam source results in an electron beam dosage in the range from about 1 Mrad to about 5000 Mrad.

21. An article comprising an abrasion resistant surface; wherein said article is prepared by a method comprising:

(a) providing a composition comprising at least one electron-beam active co-polyestercarbonate comprising ester structual units derived from a C 3 -C 40 aromatic diol and a diol selected from the group consisting of a C 2 -C 20 aliphatic diol, a C 3 -C 40 cycloaliphatic diol, or a combination thereof;

(b) forming an article from the composition of step (a); and

(c) exposing the article formed in step (b) to an electron-beam source.

22. A method for improving the abrasion resistance of a plastic article, said method comprising:

(a) providing a composition comprising at least one e-beam active co-polyestercarbonate comprising

ester structural units of the formula

wherein R 10 is a C 2 -C 20 aliphatic radical and R 11 is a divalent C 3 -C 40 aromatic radical,

ester structural units of the formula

wherein R 18 and R 19 are independently at each occurrence a halogen atom, a nitro group, a cyano group, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; and “f” and “g” are independently at each occurrence an integer from 0 to 4; and

carbonate structural units of the formula

wherein R 1 and R 2 are independently at each occurrence a halogen atom, a nitro group, a cyano group, a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; W is a C 1 -C 20 aliphatic radical, a C 3 -C 40 cycloaliphatic radical, or a C 3 -C 40 aromatic radical; and “a” and ‘b” are independently at each occurrence an integer from 0 to 4;

(b) forming an article from the composition of step (a); and

(c) exposing the article formed in step (b) to an electron-beam source.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →