US 11,680,123 B2
Radiation curable composition
Elodie Siband, Brussels (BE); Stephan Peeters, Heverlee (BE); and Steven Cappelle, Ninove (BE)
Assigned to ALLNEX BELGIUM S.A., Drogenbos (BE)
Appl. No. 16/763,291
Filed by ALLNEX BELGIUM S.A., Drogenbos (BE)
PCT Filed Nov. 22, 2018, PCT No. PCT/EP2018/082239
§ 371(c)(1), (2) Date May 12, 2020,
PCT Pub. No. WO2019/101865, PCT Pub. Date May 31, 2019.
Claims priority of application No. 17203388 (EP), filed on Nov. 23, 2017.
Prior Publication US 2020/0299449 A1, Sep. 24, 2020
Int. Cl. C08F 220/20 (2006.01); C08G 18/22 (2006.01); C08G 18/24 (2006.01); C08G 18/62 (2006.01); C08G 18/67 (2006.01); C08G 18/73 (2006.01); C08G 18/75 (2006.01); C08G 18/79 (2006.01); C09D 11/102 (2014.01); C09D 133/06 (2006.01); C09D 133/14 (2006.01); C09D 175/16 (2006.01); C09J 133/06 (2006.01); C09J 133/14 (2006.01)
CPC C08F 220/20 (2013.01) [C08G 18/227 (2013.01); C08G 18/246 (2013.01); C08G 18/6258 (2013.01); C08G 18/673 (2013.01); C08G 18/73 (2013.01); C08G 18/755 (2013.01); C08G 18/792 (2013.01); C09D 11/102 (2013.01); C09D 133/066 (2013.01); C09D 133/14 (2013.01); C09D 175/16 (2013.01); C09J 133/066 (2013.01); C09J 133/14 (2013.01)] 15 Claims
 
1. A radiation curable composition (X) comprising at least one (meth)acrylated acrylic polymer (AA) comprising pendant hydroxyl groups which is the reaction product of:
a) at least one water-insoluble (meth)acrylic polymer (AP) comprising pendant hydroxyl groups which is the reaction product of:
a1) at least one hydroxy functional ethylenically unsaturated monomer (AP1), and
a2) at least one ethylenically unsaturated monomer (AP2) which is different from (AP1), and
b) at least one isocyanate group-containing monoadduct (MA) comprising at least one (meth)acrylate group and which attaches to the water-insoluble (meth)acrylic polymer (AP) comprising pendant hydroxyl groups by a urethane linkage and which is the reaction product of:
b1) at least one polyisocyanate (MA1), and
b2) at least one hydroxy functional (meth)acrylate monomer (MA2),
wherein the equivalent ratio of NCO groups to OH groups of the radiation curable composition (X) is from 1:0.5 to 1:10 and the glass transition temperature (Tg) of the radiation curable composition (X) after the acrylation is at least 10° C. and wherein the glass transition temperature (Tg) is measured by dynamic scanning calorimetry (DSC) according to the standard ASTM E1356-08,
wherein the hydroxyl number IOH of the radiation curable composition (X) is comprised from 20 to 350 mgKOH/g,
wherein the hydroxyl number IOH is measured by the following method:
step 1—acetylation step: all hydroxyl functions are acetylated at 75° C. by acetic chloride;
step 2—the excess of acetic chloride is hydrolysed by a solution of N-methyl-2-pyrrolidone (NMP) in water; and
step 3—titration step: The formed acid functions are titrated with KOH 0.5 N solution,
wherein the radiation curable composition (X) is water-insoluble, and
wherein the radiation curable composition (X) is a non-aqueous composition.