US 12,448,476 B2
Multi(meth)acrylate-functionalized oligomers and methods of preparing and using such oligomers
Ling Li, Exton, PA (US); and Yuhong He, Exton, PA (US)
Assigned to Arkema France, Puteaux (FR)
Appl. No. 17/771,080
Filed by Arkema France, Colombes (FR)
PCT Filed Oct. 19, 2020, PCT No. PCT/IB2020/000861
§ 371(c)(1), (2) Date Apr. 22, 2022,
PCT Pub. No. WO2021/079187, PCT Pub. Date Apr. 29, 2021.
Claims priority of provisional application 62/924,743, filed on Oct. 23, 2019.
Prior Publication US 2022/0396652 A1, Dec. 15, 2022
Int. Cl. C08F 290/06 (2006.01); C08F 2/50 (2006.01)
CPC C08F 290/067 (2013.01) [C08F 2/50 (2013.01)] 26 Claims
 
1. A curable composition comprising (i) at least one multi(meth)acrylate-functionalized oligomer having a polyurethane backbone, a plurality of (meth)acrylate functional groups pendant to the polyurethane backbone, and one or more terminal (meth)acrylate functional groups, wherein the oligomer is comprised of a) at least one multi(meth)acrylate-functionalized segment having at least two pendant (meth)acrylate groups, b) urethane-containing segments, c) at least one end-cap segment having at least one (meth)acrylate group, and, optionally, d) at least one chain-extending segment having no (meth)acrylate groups or no more than one (meth)acrylate group, and wherein at least one multi(meth)acrylate-functionalized segment is located at a position along the polyurethane backbone of the multi(meth)acrylate-functionalized oligomer and at least one (meth)acrylate functional group is present at one or more terminal positions of the multi(meth)acrylate-functionalized oligomer; and (ii) at least one of a) a photoinitiator or b) a curable compound, wherein the curable composition contains less than 10% non-reactive solvent based on the total weight of the curable composition, wherein the multi(meth)acrylate-functionalized oligomer has a number average molecular weight of from 500 to 20,000 g/mol, and wherein the oligomer comprises at least one multi(meth)acrylate-functionalized segment corresponding to one of Formula (IIa):
[—CHR2—R3—CHR4—]  (IIa)
wherein R2 and R4 are the same or different and correspond to
—CH2—O—C(═O)—CR5═CH2, wherein R5 is H or CH3, and R3 is a divalent organo moiety;
or Formula (IIb):

OG Complex Work Unit Chemistry
wherein R2 and R4 and R10 are the same or different and correspond to CH2—O—C(═O)—CR5═CH2, wherein R5 is H or CH3, R3 is a trivalent organo moiety and the wavy line represents a point of attachment to another segment of the oligomer, in particular to a urethane-containing segment.