US 12,227,668 B2
Use of preformed reaction products of catechol compounds and functionalized co-reactant compounds to reduce oxidation of bare metal surfaces
Donald Robb Vonk, Clinton Township, MI (US); and Louis Patrick Rector, Rochester Hills, MI (US)
Assigned to Henkel AG & Co. KGaA, Duesseldorf (DE)
Filed by Henkel AG & Co. KGaA, Duesseldorf (DE)
Filed on Jun. 11, 2019, as Appl. No. 16/437,072.
Application 16/437,072 is a continuation of application No. PCT/US2017/068134, filed on Dec. 22, 2017.
Claims priority of provisional application 62/437,696, filed on Dec. 22, 2016.
Prior Publication US 2019/0292665 A1, Sep. 26, 2019
Int. Cl. C09D 179/02 (2006.01); B32B 15/04 (2006.01); B32B 15/08 (2006.01); C23C 22/05 (2006.01); C23C 22/06 (2006.01); C23C 22/07 (2006.01); C23C 22/50 (2006.01); C23C 22/56 (2006.01); C23C 22/60 (2006.01); C23C 22/73 (2006.01); C23C 22/76 (2006.01); C23C 22/82 (2006.01); C23F 11/04 (2006.01)
CPC C09D 179/02 (2013.01) [B32B 15/04 (2013.01); B32B 15/08 (2013.01); C23C 22/05 (2013.01); C23C 22/06 (2013.01); C23C 22/07 (2013.01); C23C 22/50 (2013.01); C23C 22/56 (2013.01); C23C 22/60 (2013.01); C23C 22/73 (2013.01); C23C 22/76 (2013.01); C23C 22/82 (2013.01); C23F 11/04 (2013.01)] 25 Claims
 
1. A method, comprising a step a) comprising contacting a bare metal substrate surface with an aqueous mixture comprised of at least one water soluble, preformed reaction product of at least one catechol compound and at least one co-reactant compound comprising at least one oligomeric or polymeric amine compound having a number average molecular weight of 500 to 2,000,000 g/mol comprising a plurality of repeating units having structure —[CH2CH2NH]— to provide a pre-rinsed metal substrate surface, and a step b) comprising conversion coating the pre-rinsed metal substrate surface to provide a conversion-coated metal substrate;
wherein the at least one catechol compound includes at least one amino-functionalized catechol compound or salt thereof and the at least one co-reactant compound includes at least one (meth)acryl-functionalized compound wherein a molar ratio of catechol compound(s) to functional groups in the co-reactant compound(s) reactive with the catechol compounds is from 1:0.05 to 1:25.