IP Library Granted Patent US 9,718,971
Granted Patent B2
US 9,718,971 · App. 14/351,596 · Granted Aug 1, 2017

Curable liquids and inkjet inks for food packaging applications

Inventors: Johan Loccufier (Mortsel, BE); Roel De Mondt (Mortsel, BE)
Assignee: AGFA GRAPHICS NV
C09D11/005B41J2/01B41M5/0047B41M5/5209B41M5/5254C09D11/02C09D11/101C09D11/322
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Quick Facts
Patent No.
US 9,718,971
App. No.
14/351,596
Granted
Aug 1, 2017
Kind
B2
Abstract

A radiation curable liquid includes at least one free radical polymerizable monomer or oligomer, at least one diffusion hindered acetalyzation catalyst, and at least one diffusion hindered hydroxyl containing compound. The radiation curable liquid applied to a substrate prevents migration of very low viscous monomers, such as vinyl ether acrylate monomers, into the substrate.

Claims (36)

1. A radiation curable liquid comprising:

at least one free radical polymerizable monomer or oligomer;

at least one multifunctional, oligomeric, polymeric, or polymerizable acetalysation catalyst;

at least one multifunctional, oligomeric, polymeric, or polymerizable hydroxyl containing compound including at least two hydroxyl groups; and

at least one polymeric or polymerizable photoinitiator.

2. The radiation curable liquid according to claim 1 consisting essentially of:

50.0 to 98.5 wt % of the at least one free radical polymerizable monomer or oligomer;

0.5 to 20.0 wt % of the at least one multifunctional, oligomeric, polymeric, or polymerizable acetalysation catalyst;

1.0 to 30.0 wt % of the at least one multifunctional, oligomeric, polymeric, or polymerizable hydroxyl containing compound;

up to 20.0 wt % of the at least one polymeric or polymerizable photoinitiator;

0 to 20.0 wt % of at least one multifunctional, oligomeric, polymeric, or polymerizable co-initiator;

0 to 35.0 wt % of white pigment;

0 to 25.0 wt % of polymeric dispersant; and

0 to 10.0 wt % of surfactant.

3. The radiation curable liquid according to claim 1 , wherein the acetalysation catalyst is provided and is selected from the group consisting of a polymeric sulfonic acid, an oligomeric sulfonic acid, a polymerizable sulfonic acid, a polymeric phosphoric acid, an oligomeric phosphoric acid, a polymerizable phosphoric acid, a polymeric phosphonic acid, an oligomeric phosphonic acid, a polymerizable phosphonic acid, a polymeric pyridinium sulfonate, an oligomeric pyridinium sulfonate, and a polymerizable pyridinium sulfonate.

4. The radiation curable liquid according to claim 1 , wherein the at least one multifunctional, oligomeric, polymeric, or polymerizable hydroxyl containing compound is selected from the group consisting of a polymeric compound, an oligomeric compound, and a polymerizable compound.

5. A kit comprising a radiation curable liquid according to claim 1 and a radiation curable inkjet ink including at least 20 wt % vinyl ether acrylate based on a total weight of the radiation curable inkjet ink.

6. The kit according to claim 5 , wherein

a polymerizable composition of the radiation curable inkjet ink consists essentially of:

a) 25-100 wt % of one or more polymerizable compounds A having at least one acrylate group and at least one vinylether group;

b) 0-55 wt % of one or more polymerizable compounds B selected from the group consisting of monofunctional acrylates and difunctional acrylates; and

c) 0-55 wt % of one or more polymerizable compounds C selected from the group consisting of trifunctional acrylates, tetrafunctional acrylates, pentafunctional acrylates, and hexafunctional acrylates; wherein

if a weight percentage of compounds B>24 wt %, then a weight percentage of compounds C>1 wt %; and

all weight percentages of A, B, and C are based upon a total weight of the polymerizable composition.

7. An inkjet printing method comprising the steps of:

applying a radiation curable liquid as defined in claim 1 to a substrate; and

jetting a radiation curable inkjet ink including at least 20 wt % of vinyl ether acrylate to the radiation curable liquid on the substrate.

8. The inkjet printing method according to claim 7 , wherein the radiation curable liquid is applied by flexographic printing.

9. The inkjet printing method according to claim 8 , wherein the substrate includes at least one resin selected from the group consisting of polyester, polyamide, polyvinyl chloride, polyvinylidene chloride, polycarbonate, polystyrene, acrylonitrile-butadiene-styrene, cellulose derivatives, and polyolefins.

10. The inkjet printing method according to claim 7 , wherein

a polymerizable composition of the radiation curable inkjet ink consists essentially of:

a) 25-100 wt % of one or more polymerizable compounds A having at least one acrylate group and at least one vinylether group;

b) 0-55 wt % of one or more polymerizable compounds B selected from the group consisting of monofunctional acrylates and difunctional acrylates; and

c) 0-55 wt % of one or more polymerizable compounds C selected from the group consisting of trifunctional acrylates, tetrafunctional acrylates, pentafunctional acrylates, and hexafunctional acrylates; wherein

if a weight percentage of compounds B>24 wt %, then a weight percentage of compounds C>1 wt %; and

all weight percentages of A, B, and C are based upon a total weight of the polymerizable composition.

Assignments (2)
CHANGE OF NAME Recorded Jan 3, 2018
From: AGFA GRAPHICS NV
To: AGFA NV
Reel/Frame 045742/0598 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2014
From: LOCCUFIER, JOHAN; DE MONDT, ROEL
To: AGFA GRAPHICS NV
Reel/Frame 032675/0222 →
Priority Claims (1)
EP 11193943 · Dec 16, 2011 · regional
Continuity (2)
Provisional Application 61577102 · Dec 19, 2011
Related Publication 20140285568A1 · Sep 25, 2014