Acrylic grafted polyether resins based on phenol stearic acid and coating compositions formed therefrom
View Patent ↗Coating compositions can be prepared from an acrylic grafted polyether resin, wherein the smallest difunctional hydroxyl phenyl segment used to form the acrylic grafted polyether resin has a molecular weight greater than about 500, and wherein the smallest difunctional hydroxyl phenyl segment used to form the acrylic grafted polyether resin does not comprise two or more non-impaired hydroxyl groups attached to two or more different five-membered or six-membered carbon atom rings in a segment having a molecular weight less than about 500. The acrylic grafted polyether resin can be prepared by reacting a dihydroxyl compound and/or a diamine compound with a phenol stearic acid compound to produce a diphenol, reacting the diphenol with a diglycidyl ether compound to form a polyether resin, and mixing the polyether resin with an ethylenically unsaturated monomer component in the presence of an initiator to form the acrylic grafted polyether resin.
1. A bisphenol-A free acrylic grafted polyether resin prepared by a method comprising the steps of:
a) reacting a dihydroxyl compound and/or a diamine compound with a phenol stearic acid compound comprising 10-(p-hydroxyphenyl)-octadecanoic acid to produce a diphenol;
b) reacting the diphenol with a diglycidyl ether compound to form a polyether resin; and
c) mixing the polyether resin with an ethylenically unsaturated monomer component in the presence of an initiator to form the bisphenol-A free acrylic grafted polyether resin.
2. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the bisphenol-A free acrylic grafted polyether resin is neutralized in the presence of water to form a coating composition.
3. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the dihydroxyl compound comprises 1,4-cyclohexane dimethanol, butane diol, neopentyl glycol, 1,3-cyclohexane dimethanol, ethylene glycol, propylene glycol, 1,3-propane diol, diethylene glycol, a polyether glycol, a polyester, a polycarbonate, a hydroxyl functional polyolefin, or a mixture thereof.
4. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the diamine compound comprises a piperazine compound, ethylene diamine, hexamethylene diamine, a fatty diamine, or a mixture thereof.
5. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the diglycidyl ether compound comprises the diglycidyl ether of 4-cyclohexane dimethanol, butane diol, neopentyl glycol, cyclohexane dimethanol, ethylene glycol, propylene glycol, 1,3-propane diol, trimethylol propane, diethylene glycol, a polyether glycol, or a mixture thereof.
6. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the acid number of the bisphenol-A free acrylic grafted polyether resin is less than about 30 mg KOH/resin.
7. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the bisphenol-A free acrylic grafted polyether resin is prepared in the presence of a catalyst.
8. The bisphenol-A free acrylic grafted polyether resin of claim 7 , wherein the catalyst is an acid catalyst.
9. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the phenol stearic acid compound is present in a mole ratio of about 1:1 of the hydroxyl or amine functionality.
10. The bisphenol-A free acrylic grafted polyether resin of claim 1 , wherein the polyether resin is prepared in the presence of an initiator comprising t-butyl peroxy benzoate, t-butyl peroctoate, dibenzoyl peroxide, 1,1,3,3-tetramethylbutyl-peroxy-2-ethylhexanoate, or a mixture thereof.
11. A coating composition comprising the bisphenol-A free acrylic grafted polyether resin of claim 1 .
12. A method of coating a substrate comprising applying the coating composition of claim 11 to the substrate.
13. The coating composition of claim 11 , further comprising a crosslinker.
14. The coating composition of claim 13 , wherein the crosslinker comprises a phenolic resin.