Adhesive printing form attachment layer, method for its manufacture, and printing form attachment cylinder comprising the same

Patent metadata

Field	Value
Publication number	US-12006455-B2
Application number	US-202117144412-A
Country	US
Kind code	B2
Filing date	Jan 8, 2021
Priority date	Jan 9, 2020
Publication date	Jun 11, 2024
Grant date	Jun 11, 2024

Abstract

The present invention relates to an adhesive printing form attachment layer comprising a support, and a permanently sticky layer suitable for receiving a printing form and fixing a printing form during a printing operation provided on the support, wherein the permanently sticky layer comprises a crosslinked structure obtained by crosslinking a crosslinkable composition comprising at least one polyurethane-based polymeric compound that has two or more crosslinkable groups, which are preferably ethylenically unsaturated groups, and two or more —NHC(O)O— linkages. A method of preparing the adhesive printing form attachment layer and of operating a printing machine using the adhesive printing form attachment layer are also disclosed.

First claim

What is claimed is:

1. An adhesive printing form attachment layer comprising:
a support; and
a permanently sticky layer disposed on the support, the permanently sticky layer comprising a crosslinked polyurethane-based material,
wherein, the permanently sticky layer has a first surface facing the support, a second surface facing away from the support, and a thickness between the first surface and the second surface; and
wherein, an average value of adhesion of the permanently sticky layer throughout 20% of the thickness from the second surface is lower than an average value of adhesion of the permanently sticky layer throughout 20% of the thickness from the first surface.

2. The adhesive printing form attachment layer of claim 1 , wherein
the support has a thickness of 50 μm to 800 μm;
the support comprises one or more of polyethylene terephthalate, polyvinyl chloride, polyethylene, polyamide, and polypropylene;
the support is able to transmit electromagnetic radiation having a wavelength of 250 nm to 750 nm through the thickness; and
the thickness of the permanently sticky layer is 0.05 mm to 1.00 mm.

3. The adhesive printing form attachment layer of claim 1 , wherein
the permanently sticky layer exhibits an adhesion of 60 nN or greater at any region throughout the thickness.

4. The adhesive printing form attachment layer of claim 1 , wherein
the crosslinked polyurethane-based material is 90% by weight or greater of the permanently sticky layer.

5. The adhesive printing form attachment layer of claim 1 , wherein
the crosslinked polyurethane-based material of the permanently sticky layer is a product of crosslinking a crosslinkable composition comprising a polyurethane-based polymeric compound that has two or more crosslinkable groups.

6. The adhesive printing form attachment layer of claim 5 ,
wherein, the two or more crosslinkable groups are ethylenically unsaturated groups.

7. The adhesive printing form attachment layer of claim 5 , wherein
the polyurethane-based polymeric compound is represented by formula (I)
R 3 —OC(O)—NH—R 1 —[NH—C(O)—O—R 2 —O—C(O)—NH—R 1 ] n —NH—C(O)O—R 4   (I)

R 3 represents an organic group comprising a crosslinkable group;
R 4 represents an organic group comprising a crosslinkable group;
R 3 and R 4 may be the same or different from each other;
n is an integer of 1 to 1000;
R 1 are divalent linking groups that may be the same or different from each other; and
R 2 is a divalent linking group, and in case there are multiple R 2 , the multiple R 2 may be the same or different from each other.

8. The adhesive printing form attachment layer of claim 7 , wherein
R 1 is selected from a group consisting of toluene diisocyanate, methylene diphenyl diisocyanate, 1,4-Butanediisocyanate, 1,6-Hexamethylenediisocyanate, 2,2,4-Trimethylhexamethylene diisocyanate, Ethyl-2,6-diisocyanatohexanoate, Methyl-2,6-diisocyanatohexanoate, Isophorone diisocyanate, and 1,4-Cyclohexane diisocyanate; and
R 2 is hydrogenated polybutadiene.

9. The adhesive printing form attachment layer of claim 7 , wherein
R 3 and R 4 comprise a structure represented by formula (III)
CH 2 ═C(X)—C(O)O—L   (III)

X is hydrogen or a methyl group, and L is a divalent connecting group binding the group of formula (III) to the remainder of the polyurethane-based polymeric compound.

10. The adhesive printing form attachment layer of claim 5 , wherein
the polyurethane-based polymeric compound is represented by formula (II)
JY m   (II)

J is an m-valent organic group;
m is an integer of 2 to 100;
each of the multiple Y, which may be the same or different from each other, is a group represented by
R 3 —OC(O)—NH—R 1 —[NH—C(O)—O—R 2 —O—C(O)—NH—R 1 ] n —NH—C(O)O—

or
—OC(O)—NH—R 1 —[NH—C(O)—O—R 2 —O—C(O)—NH—R 1 ] n —NH—C(O)O—R 4 ,

R 3 represents an organic group comprising a crosslinkable group;
R 4 represents an organic group comprising a crosslinkable group;
R 3 and R 4 may be the same or different from each other;
n is an integer of 1 to 1000;
R 1 is a divalent linking group, and in case there are multiple R 1 , the multiple R 1 may be the same or different from each other; and
R 2 is a divalent linking group, and in case there are multiple R 2 , the multiple R 2 may be the same or different from each other.

11. The adhesive printing form attachment layer of claim 10 , wherein
the polyurethane-based polymeric compound is represented by the formula C(CH 2 CH 3 )(CH 2 OZ) 3 , where Z is R 3 —OC(O)—NH—R 1 —[NH—C(O)—O—R 2 —O—C(O)—NH—R 1 ] n —NH—C(O)—.

12. The adhesive printing form attachment layer of claim 5 , wherein
the polyurethane-based polymeric compound has a repeating unit containing a polymeric group selected from the group consisting of:
(i) homopolymers and copolymers of two or more ethylenically unsaturated compounds selected from the group consisting of: styrenes, alkenes and polyenes having 2 to 12 carbon atoms, and cycloalkenes having 3 to 12 carbon atoms;
(ii) a polyether polyol; and
(iii) a polyester polyol; and

the polymeric group has a weight average molecular weight of 500 to 10,000.

13. The adhesive printing form attachment layer of claim 5 ,
wherein, the polyurethane-based polymeric compound has a polyurethane backbone obtained by either (i) reacting a tri- or higher functional isocyanate with a diol or (ii) reacting a tri- or higher functional polyol with a diisocyanate.

14. The adhesive printing form attachment layer of claim 5 ,
wherein, the crosslinkable composition further comprises a (meth)acrylic monomer selected from a group consisting of:
(i) (meth)acrylic monomers represented by formula (A-1)
CH 2 ═CHX—C(O)OR 5   (A-1)

wherein, X is H or CH 3 , and
wherein, R 5 is H or an organic group having 1-18 carbon atoms;

(ii) (meth)acrylic monomers represented by formula (A-2)
CH 2 ═CX′—C(O)OR 6 OC(O)CX′═CH 2   (A-2)

wherein, X′ is independently H or CH 3 , and
wherein, R 6 is a divalent group having 2 to 18 carbon atoms;

(iii) (meth)acrylic monomers represented by formula (A-3)
R 7 —(OCR 8 HCH 2 ) n′ —(OCH 2 CR 8 H) m′ —L′—OC(O)—CX═CH 2   (A-3)

wherein, R 7 is H or a C 1-6 alkyl group,
wherein, X is H or CH 3 ,
wherein, R 8 is H or CH 3 ,
wherein, m′ is an integer from 0 to 100,
wherein, n′ is an integer from 0 to 100,
wherein, n′+m′ is 2 to 100, and
wherein, L′ is a single bond or a divalent linking group; and

(iv) (meth)acrylic monomers represented by formula (A-4):
H 2 C═CX—C(O)O—L″—(OCR 8 HCH 2 ) n″ —(OCH 2 CR 8 H) m″ —L″—OC(O)—CX═CH 2   (A-4)

wherein, X is H or CH 3 ,
wherein, R 8 is H or CH 3 ,
wherein, m″ is an integer from 0 to 100,
wherein, n″ is an integer from 0 to 100,
wherein, n″+m″ is 2 to 100, and
wherein, L″ is a single bond or a divalent linking group.

15. The adhesive printing form attachment layer of claim 5 , wherein
the crosslinkable composition further comprises one or more (meth)acrylic monomers, and the one or more (meth)acrylic monomers are 0.5% by weight to 30% by weight of the crosslinkable composition, excluding any solvent;
the polyurethane-based polymeric compound is at least 50 wt % or more of the crosslinkable composition, excluding any solvent;
the support layer has a thickness of 50 μm to 800 μm, and comprises a material selected from a group consisting of polyethylene terephthalate, polyvinyl chloride, polyethylene, polyamide, and polypropylene; and
the crosslinkable composition has a thickness of 250 μm to 500 μm.

16. The adhesive printing form attachment layer o

Assignees

• Tesa Se

Inventors

• Thebud Nils

Classifications

• C09J175/16

  having terminal carbon-to-carbon unsaturated bonds · CPC title

• C09J175/14

  Polyurethanes having carbon-to-carbon unsaturated bonds · CPC title

• C09J175/08

  from polyethers · CPC title

• C09J175/06

  from polyesters · CPC title

• C09J2301/416

  use of irradiation · CPC title