US 12,351,677 B2
Liquid epoxy resin composition useful for making polymers
Richard H. Evans, Wexford, PA (US); Benjamin J. Webster, Pittsburgh, PA (US); Robert M. O'Brien, Monongahela, PA (US); and Jeffrey Niederst, Leechburg, PA (US)
Assigned to SWIMC LLC, Cleveland, OH (US)
Filed by SWIMC LLC, Cleveland, OH (US)
Filed on Sep. 14, 2021, as Appl. No. 17/474,957.
Application 17/474,957 is a continuation of application No. 15/773,093, granted, now 11,130,835, previously published as PCT/US2016/060332, filed on Nov. 3, 2016.
Claims priority of provisional application 62/250,217, filed on Nov. 3, 2015.
Prior Publication US 2021/0403633 A1, Dec. 30, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C09D 171/00 (2006.01); C08G 59/02 (2006.01); C08G 59/06 (2006.01); C08G 59/24 (2006.01); C08G 59/62 (2006.01); C08L 71/00 (2006.01); C08L 71/03 (2006.01); C09D 163/00 (2006.01); C09D 171/03 (2006.01)
CPC C08G 59/063 (2013.01) [C08G 59/022 (2013.01); C08G 59/066 (2013.01); C08G 59/245 (2013.01); C08G 59/62 (2013.01); C08L 71/03 (2013.01); C09D 163/00 (2013.01); C09D 171/03 (2013.01)] 23 Claims
 
1. A method of making an aromatic polyether polymer comprising:
providing a liquid epoxy resin composition that is prepared by reacting reactants including one or more epihalohydrins and one or more ortho-substituted diphenol compounds, wherein the liquid epoxy resin composition comprises diepoxide resins, optional mono-epoxide compounds, and optional unreacted ortho-substituted diphenol compounds; each optional mono-epoxide compound comprising a base structural unit derived from an ortho-substituted diphenol compound of said one or more ortho-substituted diphenol compounds; each diepoxide resin comprising a base structural unit derived from an ortho-substituted diphenol compound of said one or more ortho-substituted diphenol compounds and an “n” number of additional structural units derived from said ortho-substituted diphenol compound; and wherein the liquid epoxy resin composition comprises more than 60 and less than 80 weight percent of n=0 diepoxide resins, based on the total weight of said diepoxide resins, any mono-epoxide compounds, and any unreacted ortho-substituted diphenol compounds; and wherein the liquid epoxy resin composition is a liquid at 20° C. and atmospheric pressure; and
reacting the liquid epoxy resin composition with one or more extender compounds to yield an aromatic polyether polymer having a number average molecular weight of at least 2,000;
wherein the aromatic polyether polymer is substantially free of bisphenol A, epoxides of bisphenol A, bisphenol F, epoxides of bisphenol F, bisphenol S, and epoxides of bisphenol S.
 
15. The method of claim 1, wherein ortho-substituted diphenol compounds comprises tetramethyl bisphenol F.
 
16. The method of claim 15, wherein the one or more epihalohydrins comprise epichlorohydrin, and the liquid epoxy resin composition comprises:
less than 0.05 weight percent, if any, of hydrolyzable chloride content;
less than 0.05 weight percent, if any, of water;
less than 10 ppm, if any, of unreacted epichlorohydrin;
less than 1,000 ppm, if any, of unreacted ortho-substituted diphenol compounds;
less than 3 weight percent, if any, of mono-epoxide compounds; and
less than 5 weight percent, if any, of n≥2 diepoxide resins;
wherein unless specified, the indicated concentration is based on the total weight of the liquid epoxy resin composition.
 
23. A liquid interior food or beverage container coating composition including the aromatic polyether polymer resulting from the method of claim 16.