Radiation curing composition

Abstract

Disclosed is a radiation curable composition comprising 2-hydroxy-3-butenoic acid and/or at least one ester of 2-hydroxy-3-butenoic acid and at least one additional compound selected from radiation curable monomers, oligomers and polymers.

Claims

1. A radiation curable composition characterised in that it comprises 2-hydroxy-3-butenoic acid and/or at least one ester of 2-hydroxy-3-butenoic acid and at least one additional compound selected from radiation curable monomers, oligomers and polymers.

2. A composition according to claim 1 characterised in that said ester of 2-hydroxy-3-butenoic acid is a methyl or ethyl ester.

3. A composition according to claim 2 characterised in that said methyl or ethyl ester is methyl vinyl glycolate or ethyl vinyl glycolate.

4. A composition according to claim 1 characterised in that said ester of 2-hydroxy-3-butenoic acid is an ester with 2-ethyl-heptanol, 2-propyl-heptanol, 5-hydroxy-1,3-dioxane, 5-hydroxymethyl-1,3-dioxane, or 5-hydroxyethyl-1,3-dioxane.

5. A composition according to claim 1 characterised in that said ester of 2-hydroxy-3-butenoic acid is an ester with a hyperbranched dendritic polyol.

6. A composition according to claim 1 characterised in that said ester of 2-hydroxy-3-butenoic acid is a mono or diester of a diol, a mono, di or triester of a triol, a mono, di, tri or tetraester of a tetrol, a mono, di, tri, tetra or pentaester of a pentol or a mono, di, tri, tetra, penta or hexaester of a hexol.

7. A composition according to claim 1 characterised in that said additional compound is at least one acrylic, methacylic or crotonic ester having at least one carbon-carbon double bond.

8. A composition according to claim 7 characterised in that said acrylic, methacrylic or crotonic ester is an ester with a hyperbranched dendritic polyol.

9. A composition according to claim 7 characterised in that said acrylic, methacrylic or crotonic ester is a mono or diester of a diol, a mono, di or triester of a triol, a mono, di, tri or tetraester of a tetrol, a mono, di, tri, tetra or pentaester of a pentol or a mono, di, tri, tetra, penta or hexaester of a hexol.

10. A composition according to claim 1 characterised in that said additional compound is at least one allyl or methallyl ether having at least one carbon-carbon double bond.

11. A composition according to claim 10 characterised in that said allyl or methallyl ether is an ether with a hyperbranched dendritic polyol.

12. A composition according to claim 10 characterised in that said allyl or methallyl ether is a mono or diether of a diol, a mono, di or triether of a triol, a mono, di, tri or tetraether of a tetrol, a mono, di, tri, tetra or pentaether of a pentol or a mono, di, tri, tetra, penta or hexaether of a hexol.

13. A composition according to claim 1 characterised in that it additionally comprises at least one epoxy (meth)acrylate, amine modified epoxy (meth)acrylate, urethane (meth)acrylate, bisphenol A (meth)acrylate, polyester (meth)acrylate, polyether (meth)acrylate, amine modified polyether (meth)acrylate and/or acid functional (meth)acrylate.

14. A composition according to claim 1 characterised in that it additionally comprises lauryl(meth)acrylate, nonylphenol (meth)acrylate, and/or alkoxylated nonylphenol (meth)acrylate, oxetane(meth)acrylate, cyano(meth)acrylate and/or tetrahydrofurfuryl (meth)acrylate, wherein the alkoxylated nonylphenol (meth)acrylate, oxetane(meth)acrylate, cyano(meth)acrylate and/or tetrahydrofurfuryl (meth)acrylate are selected from ethoxylated, propoxylated, and butoxylated nonylphenol (meth)acrylate, oxetane(meth)acrylate, cyano(meth)acrylate and tetrahydrofurfuryl (meth)acrylate.

15. A composition according to claim 1 characterised in that it additionally comprise at least one vinyl monomer, oligomer or polymer, selected from vinylpyrrolidones, polyolefins, styrenes, vinyl halides, vinyl acetates, vinyl alcohols and acrylonitriles.

16. A composition according to claim 1 characterised in that it additionally comprises at least one matting agent, flow/levelling agent, rheology modifying agent, dye and/or pigment.

17. A composition according to claim 1 characterised in that it is a UV, IR and EB curable compositions.

18. A composition according to claim 1 characterised in that it is a UV curable composition which additionally comprises at least one photoinitiator.

19. A composition according to claim 18 characterised in that said photoinitiator is a free radical, cation or anion photoinitiator.

20. A composition according to claim 18 characterised in that said photoinitiator is a sulphonium antimonate, a sulphonium fluoroantimonate, a sulphonium fluorophosphate, a sulphonium nitrate, a sulphonium triflate, an iodonium fluorophophate, a hydroxy(cyclo)alkylaryl ketone, a metallocene, a ketoprofen, a benzoin ether, a benzil ketal, an acetophenone, a benzophenone, an amino(cyclo)alkylphenone, an acylphosphine oxide, a benzoephenone, a thixantone, an anthraquinone and/or a camphorquinone.

Description

EXAMPLE 1

(1) 96 parts by weight of methyl vinyl glycolate was mixed with 4 parts by weight of the photoinitiator Irgacure 500 (Ciba Specialty Chemicals) and UV cured 30*5 m/min H-bulb set at 100% with a film thickness of 40 m on glass panels.

(2) The following harness properties were obtained:

(3) TABLE-US-00001 Knig hardness, 1 hr. 70 knig secs. Knig hardness, 24 hrs. 74 knig secs. Knig hardness, 1 week 62 knig secs.

(4) Used equipment gave UV dose J/cm.sup.2 H-bulb set at 100%:

(5) TABLE-US-00002 UV-A UV-B UV-C UV-V 26.7 23.46 5.25 28.38

EXAMPLE 2

(6) 50 parts by weight of methyl vinyl glycolate was mixed with 46 parts by weight of hexanediol diacrylate and 4 parts by weight of the photoinitiator Irgacure 500 (Ciba Specialty Chemicals) and UV cured 20*5 m/min H-bulb set at 100% with a film thickness of 40 m on glass panels.

(7) The following hardness properties were obtained:

(8) TABLE-US-00003 Knig hardness, 1 hr. 170 knig secs. Knig hardness, 24 hrs. 181 knig secs. Knig hardness, 1 week 200 knig secs.

(9) Used equipment gave UV dose, J/cm.sup.2 H-bulb set at 100%:

(10) TABLE-US-00004 UV-A UV-B UV-C UV-V 17.8 15.64 3.7 18.92