Coating compositions for use in creped paper product manufacturing and methods for producing the same
A method for preparing an adhesive resin for use in a coating composition for a crepe paper manufacturing process that includes the steps of reacting a polycarboxylic acid or a derivative of a polycarboxylic acid with a polyamine to form a polyamidoamine intermediate; reacting a polyetheramine with an epihalohydrin to form a polyetheramine-epihalohydrin intermediate and reacting the polyamidoamine intermediate with the polyetheramine-epihalohydrin intermediate to form a polyamidoamine polyetheramine-epihalohydrin resin.
1 . A method for preparing an adhesive resin for use in a coating composition for a crepe paper manufacturing process, the method comprising the steps of:
a. reacting a polycarboxylic acid chosen from oxalic acid, malonic acid, succinic acid, glutaric acid, glutamic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, maleic acid, fumaric acid, terephthalic acid, citric acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, or mixtures of two or more thereof or a derivative of a polycarboxylic acid chosen from dimethyl malonate, diethyl malonate, dimethyl succinate, dimethyl glutarate, diethyl glutarate, dimethyl glutamate, diethylglutamate, dimethyl adipate, diethyl adipate, dimethyl terephthalate, succinic anhydride, maleic anhydride, glutarylchloride, adipoyl chloride, or mixtures of two or more thereof; with a polyamine chosen from polyalkylene polyamines, polyethylene polyamines, polypropylene polyamines, polybutylene polyamines, polypentylene polyamines, polyhexylene polyamines, or mixtures of two or more thereof, to form a polyamidoamine intermediate, wherein the molar ratio of the polyamine to the polycarboxylic acid or the derivative of the carboxylic acid is from about 0.9:1 to about 1.6:1;
b. reacting a polyetheramine that comprises from 1 to 3 primary amine groups with an epihalohydrin chosen from an epifluorohydrin, epichlorohydrin, epibromohydrin, epiiodohydrin, or mixtures of two or more thereof, to form a polyetheramine-epihalohydrin intermediate having a molar ratio of polyetheramine to the epihalohydrin of from 0.5:1 to about 4.0:1;
c. reacting the polyamidoamine intermediate with the polyetheramine-epihalohydrin intermediate to form a polyamidoamine polyetheramine-epihalohydrin resin having a dry weight ratio of polyetheramine-epihalohydrin intermediate to polyamidoamine of from about 0.07:1 to about 0.62:1;
d. reacting the polyamidoamine polyetheramine-epihalohydrin resin with a difunctional cross-linker, wherein the dry weight ratio of difunctional crosslinker to polyamidoamine polyetheramine-epihalohydrin resin is from about 0.005:1 to about 0.2:1; and
e. optionally adjusting the pH of the polyamidoamine polyetheramine-epihalohydrin resin with an acid to a value from about 2.0 to about 9.0.
2 . The method of claim 1 , wherein the polycarboxylic acid is an adipic acid.
3 . The method of claim 1 , wherein said polyamine is chosen from ethylenediamine, hexamethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, dipropylenetriamine, bis-hexamethylenetriamine, N-methylbis(aminopropyl)amine, aminoethylpiperazine, bis-aminoethylpiperazine, piperazine ethylenediamine, tris(2-aminoethyl)amine, or mixtures of two or more thereof.
4 . The method of claim 3 , wherein the polyamine comprises a mixture of diethylenetriamine and triethylenetetramine.
5 . The method of claim 4 , wherein the polyetheramine comprises 2 primary amine groups and is characterized by the formula:
a. H 2 N—(CH 3 CHCH 2 O) x —(CH 2 CH 2 O) y —(CH 2 CHR)—NH 2 ,
b. wherein x is from 0 to about 40, y is from about 0 to about 40; and R is either H or CH 3 .
6 . The method of claim 4 , wherein the polyetheramine comprises 2 primary amine groups and is characterized by the formula:
a. H 2 N—(CH 3 CHCH 2 O) x —(CH 2 CH 2 O) y —(CH 2 CHR)—NH 2 ,
b. wherein x is 6, y is about 39; and R is CH 3 .
7 . The method of claim 1 , wherein the epihalohydrin comprises epichlorohydrin.
8 . The method of claim 1 , wherein the difunctional cross-linker is chosen from epifluorohydrin, epichlorohydrin, epibromohydrin, epiiodohydrin, ethylene glycol diglycidyl ether, 1,4-butanediol diglycidyl ether, glycidyl mesylate, glycidyl tosylate, or mixtures of two or more thereof.
9 . The method of claim 8 , wherein the difunctional cross-linker comprises epichlorohydrin.
10 . The method of claim 1 , wherein the acid is chosen from sulfuric acid, phosphoric acid, phosphorous acid, hypophosphorous acid, nitric acid, nitrous acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, formic acid, acetic acid, propionic acid, butyric acid, citric acid, benzoic acid, or mixtures of two or more thereof.
11 . The polyamidoamine polyetheramine-epihalohydrin resin according to claim 1 .
12 . A coating composition comprising the polyamidoamine polyetheramine-epihalohydrin resin of claim 1 .
13 . The coating composition of claim 12 , further comprising a polyvinyl alcohol.
14 . A crepe paper product comprising the coating composition of claim 12 , wherein the crepe paper product is in the form of bath tissue, facial tissue, wipes, paper napkins, filter papers, or coffee filters.
15 . The crepe paper product of claim 14 , further comprising a polyvinyl alcohol.