Radiation curable compositions

Patent metadata

Field	Value
Publication number	US-12286509-B2
Application number	US-201916980965-A
Country	US
Kind code	B2
Filing date	Mar 21, 2019
Priority date	Mar 27, 2018
Publication date	Apr 29, 2025
Grant date	Apr 29, 2025

Abstract

The present invention relates to a radiation curable composition comprising: (I) A radiation curable component comprising a compound having at least one ethylenically unsaturated group and (II) A chlorinated polyester component that is prepared from (A) A polyol component which is substantially free of any Bisphenol A derivative compound and which is substantially free of any cyclic ether polyol compound, said polyol component comprising a polyol compound (Ai) which is cyclic and which has at least two hydroxyl groups, and (B) A polycarboxylic acid component comprising a compound (Bi) having at least one chlorine group and at least two carboxyl groups, (C) optionally at least one monoalcohol compound, (D) optionally at least one monocarboxylic acid compound, (III) optionally at least one polycarboxylic acid compound substantially free of chlorine groups.

First claim

The invention claimed is:

1. A radiation curable composition comprising
(I) a radiation curable component comprising a compound having at least one ethylenically unsaturated group,
(II) a chlorinated polyester component that is prepared from
(A) a polyol component which is substantially free of any Bisphenol A derivative compound and which is substantially free of any cyclic ether polyol compound, said polyol component comprising a polyol compound (Ai) which is cyclic, which has at least two hydroxyl groups, and wherein the polyol component (A) comprises at least 40% by weight of one or more cyclic polyol(s) (Ai), and
(B) a polycarboxylic acid component comprising a compound (Bi) having at least one chlorine group and at least two carboxyl groups,
(C) optionally at least one monoalcohol compound,
(D) optionally at least one monocarboxylic acid compound,
(E) optionally at least one polycarboxylic acid compound substantially free of chlorine groups,
wherein the chlorine content of the chlorinated polyester (II) is between 15 and 75%, and
wherein the chlorinated polyester (II) has a number average molecular weight of between 500 and 5000 Daltons, and

(III) optionally an additional radiation curable component comprising at least one oligomeric compound having at least two radiation curable ethylenically unsaturated groups,
wherein the radiation curable component (I) and the chlorinated polyester (II) are different from each other.

2. The radiation curable composition according to claim 1 , wherein the polyol component (A) additionally comprises an acyclic aliphatic polyol compound (Aii), optionally including at least one ether function.

3. The radiation curable composition according to claim 1 , wherein the cyclic polyol compound (Ai) comprises 1,4-cyclohexanedimethanol (CHDM).

4. The radiation curable composition according to claim 1 , wherein the compound (Bi) comprises chlorendic acid.

5. The radiation curable composition according to claim 4 , wherein the polycarboxylic acid compound (E) comprises phthalic acid.

6. The radiation curable composition according to claim 1 , wherein the equivalent ratio of hydroxyl groups to carboxyl groups exceeds 1.0.

7. The radiation curable composition according to claim 1 , wherein the ethylenically unsaturated compound (I) comprises at least one (meth) acrylated compound selected from the group consisting of di(meth) acrylates, tri (meth) acrylates, tetra(meth) acrylates, penta (meth) acrylates, and hexa (meth) acrylates.

8. The radiation curable composition according to claim 1 , wherein the chlorine content of the chlorinated polyester (II) is from 15 to 30%.

9. The radiation curable composition according to claim 1 , comprising at least one additive selected from the group consisting of a photoinitiator, pigment, wetting agent, pigment dispersant, leveling agent, inhibitor, dispersing agent, stabilizer, antifoam agent, and filler.

10. The radiation curable composition according to claim 1 , wherein the oligomeric compound (III) has a backbone comprising one or more selected from the group consisting of ester, ether, urethane, epoxy, acrylic, and amino group.

11. An adhesive, coating, ink or varnish composition comprising the radiation curable composition according to claim 1 .

12. An article coated, partially or entirely, with the composition according to claim 11 .

Assignees

• ALLNEX Belgium SA

Inventors

• Cleymans Ruben
• Van Holen Jurgen

Classifications

• C09J167/02

  Polyesters derived from dicarboxylic acids and dihydroxy compounds (C09J167/06 takes precedence) · CPC title

• C09D11/104

  Polyesters · CPC title

• C09D11/101

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• C09D4/06

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title

• C09J167/00

  Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain (based on polyester-amides C09J177/12; based on polyester-imides C09J179/08); Adhesives based on derivatives of such polymers · CPC title