IP Library Granted Patent US 8,840,986
Granted Patent B2
US 8,840,986 · App. 12/992,491 · Granted Sep 23, 2014

Laminate coated with radiation-hardenable printing ink or printing lacquer and moulded piece

Inventors: Roland Künzel (Leverkusen, DE); Klaus Meyer (Dormagen, DE); Norbert Kinzel (Köln, DE); Wolfgang Schäfer (Horb a N., DE); Martin Hauck (Weil der Stedt, DE)
Assignee: Bayer MaterialScience AG
C09D11/033C08L33/00B29C45/14688C09D11/102C08J7/047C09D11/101C08J2469/00B29C2045/14704C09D169/00
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Quick Facts
Patent No.
US 8,840,986
App. No.
12/992,491
Granted
Sep 23, 2014
Kind
B2
Abstract

The present invention relates to printing ink or printing lacquer containing non radiation-hardenable polycarbonate, preferably, aromatic, in particular as a binder and adhesion promoting components. According to the invention, the polycarbonate is present with radiation-hardening monomers, in particular dissolved therein.

Claims (59)

1. A laminate comprising:

a) a substrate comprising a thermoplastic polymer,

b) a single- or multi-layer ink film and/or varnish film comprising a printing ink or a printing varnish, comprising

i) a binder comprising a non-radiation-curing aromatic polycarbonate based on a geminally disubstituted dihydroxydiphenyl cycloalkane, and

ii) a solvent comprising at least one radiation-curing monomer, which is selected from the group consisting of acrylates, methacrylates, vinyl ethers and nitrogen-containing compounds with an ethylenic double bond,

wherein the binder is dissolved in the solvent and the solvent is bound in chemically crosslinked form in the printing ink or printing varnish after curing,

wherein the glass transition temperature of the polycarbonate used as the binder in the ink film or varnish film T g(binder) is higher than the glass transition temperature of the substrate T g(substrate) .

2. The laminate according to claim 1 , wherein the substrate is a film comprising a thermoplastic polymer.

3. The laminate according to claim 1 , wherein the thermoplastic polymer of the substrate is one or more polycarbonate(s) or copolycarhonate(s) based on diphenols, poly- or copolyacrylates(s) and poly- or copolymethacrylate(s), poly- or copolymer(s) with styrene, poly- or copolycondensate(s) of terephthalic acid, of naphthalenedicarboxylic acid or of a cycloalkyl dicarboxylic acid, polyurethane(s), polyolefin(s) or combinations thereof.

4. The laminate according to claim 1 , wherein the overall thickness of the substrate and the ink film or varnish film is 0.05 to 4 mm.

5. The laminate according to claim 1 , wherein the substrate comprises one or more polymer layers and/or the ink film or varnish film comprises one or more layers.

6. The laminate according to claim 1 , wherein the polycarbonate in the binder of the printing ink or printing varnish has a molecular weight M w (weight average) of at least 10000 and/or comprises a bifunctional carbonate structural unit of formula (I),

wherein

R 1 and R 2 are, independently of one another, hydrogen, halogen, C 1 -C 8 alkyl, C 5 -C 6 cycloalkyl, or C 6 -C 10 aralkyl;

m is an integer of from 4 to 7;

R 3 and R 4 may be selected for each X individually and, independently of one another, are hydrogen or C 1 -C 6 alkyl; and

X is carbon;

with the proviso that, on at least one X atom, R 3 and R 4 simultaneously signify alkyl.

7. The laminate according to claim 6 , wherein the polycarbonate comprises at least 30 mole % of the bifunctional carbonate structural unit of formula (I), based on the amount of substance of all bifunctional carbonate structural units.

8. The laminate according to claim 1 , wherein the radiation-cured printing ink or printing varnish has a softening point of less than 144° C.

9. The laminate according to claim 1 , wherein the laminate is obtained by forming.

10. A back-filled moulding comprising the laminate according to claim 1 , and a back-filling which comprises a thermoplastic polymer, wherein the back-filling is positioned on the side printed with the printing ink and/or printing varnish, and wherein the moulding is back-filled at a temperature of 200° C. or more.

11. The back-filled moulding according to claim 10 , wherein the back-filling comprises one or more layers of at least one thermoplastic polymer.

12. A process for the production of a back-filled moulding which comprises back-filling the laminate according to claim 1 one or more times with at least one thermoplastic polymer on the side printed with the printing ink and/or printing varnish at a temperature of 200° C. or more.

13. The process according to claim 12 , wherein the back-filling takes place by back-injection moulding, back-compression moulding or foam backing.

14. The process according to claim 12 , wherein the laminate is coated with a polyurethane layer by printing, on the side printed with the printing ink or printing varnish and then back-filled with at least one thermoplastic polymer.

15. The process according to claim 14 , wherein the laminate is coated with the polyurethane by screen printing.

16. A process for the production of a laminate which comprises:

a) providing a substrate which comprises a thermoplastic polymer;

b) printing an ink film and/or varnish film to the substrate, wherein the ink film and/or the varnish film comprises a printing ink or printing varnish, comprising

1) a binder comprising a non-radiation-curing aromatic polycarbonate based on a geminally disubstituted dihydroxydiphenyl cycloalkane, and

2) a solvent comprising at least one radiation-curing monomer, which is selected from the group consisting of acrylates, methacrylates, vinyl ethers and nitrogen-containing compounds with an ethylenic double bond,

wherein the binder is dissolved in the solvent and the solvent is bound in chemically crosslinked form in the printing ink or printing varnish after curing, and

wherein the glass transition temperature of the polycarbonate used as the binder in the film or varnish film T g(binder) is higher that the glass transition temperature of the substrate T g(substrate) ;

c) curing the substrate after applying the ink film and/or varnish film.

17. The process according to claim 16 , wherein the ink film and/or the varnish film is printed by screen printing.

18. The process according to claim 16 , wherein the substrate is formed before being coated with the ink film and/or varnish film.

19. The process according to claim 16 , wherein the laminate is formed after coating the substrate with the ink film and/or varnish film.

20. A laminate comprising:

a) a substrate comprising a thermoplastic polymer,

b) a single- or multi-layer ink film and/or varnish film comprising a printing ink or a printing varnish, comprising

i) a binder comprising a non-radiation-curing aromatic polycarbonate based on a geminaily disubstituted dihydroxydiphenyl cycloalkane, and

ii) a solvent comprising at least one radiation-curing monomer, which is selected from the group consisting of acrylates, methacrylates, vinyl ethers and nitrogen-containing compounds with an ethylenic double bond,

wherein the binder is dissolved in the solvent and the solvent is bound in chemically crosslinked form in the printing ink or printing varnish after curing,

wherein the polycarbonate in the binder of the printing ink or printing varnish has a molecular weight M w (weight average) of at least 10000 and/or comprises a bifunctional carbonate structural unit of formula (I),

wherein

R 1 and R 2 are, independently of one another, hydrogen, halogen, C 1 -C 8 alkyl, C 5 -C 6 cycloalkyl, or C 6 -C 10 aralkyl;

m is an integer of from 4 to 7;

R 3 and R 4 may be selected for each X individually and independently of one another, are hydrogen or C 1 -C 6 alkyl; and

X is carbon;

with the proviso that, on at least one X atom, R 3 and R 4 simultaneously signify alkyl,

and wherein the polycarbonate comprises at least 30 mole % of the bifunctional carbonate structural unit of formula (I), based on the amount of substance of all bifunctional carbonate structural units.

21. A laminate comprising:

a) a substrate comprising a thermoplastic polymer,

b) a single- or multi-layer ink film and/or varnish film comprising a printing ink or a printing varnish, comprising

i) a binder comprising a non-radiation-curing aromatic polycarbonate based on a geminally disubstituted dihydroxydiphenyl cycloalkane, and

ii) a solvent comprising at least one radiation-curing monomer, which is selected from the group consisting of acrylates, methacrylates, vinyl ethers and nitrogen-containing compounds with an ethylenic double bond,

wherein the binder is dissolved in the solvent and the solvent is bound in chemically crosslinked form in the printing ink or printing varnish after curing, and

wherein the radiation-cured printing ink or printing varnish has a softening point of less than 144° C.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED ON REEL 038301 FRAME 0001. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME FROM BAYER MATERIALSCIENCE AG TO COVESTRO DEUTSCHLAND AG. Recorded Jun 13, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038966/0865 →
CHANGE OF NAME Recorded Mar 30, 2016
From: COVESTRO DEUTSCHLAND AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038301/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2011
From: KUNZEL, ROLAND; MEYER, KLAUS; KINZEL, NORBERT; SCHAFER, WOLFGANG; HAUCK, MARTIN
To: BAYER MATERIALSCIENCE AG
Reel/Frame 025762/0822 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2010
From: KUNZEL, ROLAND; MEYER, KLAUS; KINZEL, NORBERT; SCHAEFER, WOLFGANG; HAUCK, MARTIN
To: BAYER MATERIALSCIENCE AG
Reel/Frame 025545/0019 →
Priority Claims (1)
DE 10 2008 023 499 · May 14, 2008 · national
Continuity (1)
Related Publication 20110117350A1 · May 19, 2011