US 11,708,493 B2
Adhesion promoting compounds for apolar substrates
Hugues Van Den Bergen, Drogenbos (BE); Paul Gevaert, Geraardsbergen (BE); and Stephan Peeters, Heverlee (BE)
Assigned to ALLNEX BELGIUM S.A., Drogenbos (BE)
Appl. No. 16/765,538
Filed by ALLNEX BELGIUM S.A., Drogenbos (BE)
PCT Filed Nov. 20, 2018, PCT No. PCT/EP2018/081951
§ 371(c)(1), (2) Date May 20, 2020,
PCT Pub. No. WO2019/101747, PCT Pub. Date May 31, 2019.
Claims priority of application No. 17202773 (EP), filed on Nov. 21, 2017.
Prior Publication US 2020/0308417 A1, Oct. 1, 2020
Int. Cl. C09D 4/00 (2006.01); C08F 222/10 (2006.01); B65D 65/42 (2006.01); C07F 7/00 (2006.01); C07F 7/28 (2006.01); C08F 230/04 (2006.01); C09D 11/101 (2014.01); C09D 11/107 (2014.01); C09D 135/02 (2006.01); C09D 143/00 (2006.01)
CPC C09D 4/00 (2013.01) [B65D 65/42 (2013.01); C07F 7/003 (2013.01); C07F 7/28 (2013.01); C08F 222/103 (2020.02); C08F 230/04 (2013.01); C09D 11/101 (2013.01); C09D 11/107 (2013.01); C09D 135/02 (2013.01); C09D 143/00 (2013.01)] 19 Claims
 
1. An adhesion promoter (AP) that is the reaction product of:
(i-1) at least one hydroxyl functional (meth)acrylated compound bearing at least two (meth)acryloyl groups, wherein the at least one compound (i-1) is represented by Formula 1,
(ii) at least one titanium orthoester (ii-a) and/or at least one zirconium orthoester (ii-b), wherein the at least one compound (ii) is represented by Formula 2, and,
(iii) optionally, at least one other compound bearing groups capable to react with hydroxyl groups, said groups being carboxylic acid groups,
wherein Formula 1 is

OG Complex Work Unit Chemistry
 and
wherein Formula 2 is

OG Complex Work Unit Chemistry
wherein, in Formula 1 and Formula 2,
n>=2,
M=Ti or Zr,
R=alkyl,
R′=alkyl, (poly)ester, (poly)ether (poly)carbonate, (poly)urethane or (poly)amide, and
R″=—H or —CH3.