US 12,247,097 B2
Room temperature ionic liquid curing agent
Jian Li, Beijing (CN); and Lei Wang, Shanghai (CN)
Assigned to Evonik Operations GmbH, Essen (DE)
Filed by Evonik Operations GmbH, Essen (DE)
Filed on Jul. 18, 2022, as Appl. No. 17/867,220.
Application 17/867,220 is a division of application No. 16/309,154, abandoned, previously published as PCT/CN2016/087248, filed on Jun. 27, 2016.
Prior Publication US 2022/0356298 A1, Nov. 10, 2022
Int. Cl. C08G 59/54 (2006.01); C08G 59/24 (2006.01); C08G 59/42 (2006.01); C08G 59/50 (2006.01); C08G 59/58 (2006.01); C09D 5/00 (2006.01); C09D 163/00 (2006.01); C09J 163/00 (2006.01); C09K 3/10 (2006.01)
CPC C08G 59/54 (2013.01) [C08G 59/245 (2013.01); C08G 59/4207 (2013.01); C08G 59/423 (2013.01); C08G 59/4261 (2013.01); C08G 59/4284 (2013.01); C08G 59/5026 (2013.01); C08G 59/504 (2013.01); C08G 59/5073 (2013.01); C08G 59/58 (2013.01); C09D 5/002 (2013.01); C09D 163/00 (2013.01); C09J 163/00 (2013.01); C09K 3/10 (2013.01); C09K 2200/0647 (2013.01)] 19 Claims
OG exemplary drawing
 
1. An epoxy curing agent comprising at least one room temperature ionic liquid salt, the room temperature ionic liquid salt being a reaction product of:
(a) at least one polyalkylene polyamine compound represented by formula (I):

OG Complex Work Unit Chemistry
wherein x, y, and z are integers of 2 and 3, m and n are integers of 1-3; and
(b) an organic acid having pka less than 6; wherein the at least one polyalkylene polyamine compound comprises a mixture of dissimilar polyalkylene polyamine compounds selected from the group consisting of N,N′-bis(3-aminopropyl)ethylenediamine and N,N,N′-tris(3-aminopropyl)ethylenediamine, wherein the at least one polyalkylene polyamine compound further comprises a derivative of polyalkylene polyamine, wherein the derivative of polyalkylene polyamine is one or more compounds selected from alkylated polyalkylene polyamine, benzylated polyalkylene polyamine, hydroxyalkylated polyalkylene polyamine, and polyalkylene polyamine adduct, and wherein the reaction of the reaction product proceeds at a reaction temperature of 65° C. to 110° C. for 3 to 7 hours.