Water-insoluble polymers from cyclic sulfonium compounds
AssigneeThe Dow Chemical Company
InventorsRitchie A. Wessling, Donald L. Schmidt, Kiyoshi I. Aikawa
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Abstract
Water-soluble sulfonium salts are converted, without the elimination of odorous volatile by-products, to water-insoluble products useful as binders in coating formulations by heating a water-soluble cyclic sulfonium salt in which the sulfonium sulfur is bonded only to aliphatic carbons.
Claims8
A water-insoluble cured product resulting from heating a water-soluble cyclic aliphatic sulfonium salt represented by the formula ##STR10## wherein R.sup.1 is an n-valent organic radical wherein each valence bond to the sulfonium moiety is on an aliphatic carbon other than benzyl;
- R.sup.2 is a polyvalent organic radical that unites with the sulfonium atom to form a 5- to 7-membered ring;
- said R.sup.2 bearing a molecular weight enhancing substitutent (R.sup.3);
- X is a suitable counteranion which may be covalently bonded to R.sup.1, R.sup.2 or R.sup.3 as depicted in Formula II;
- n is an integer from 1 to 500, m is an integer from 1 to 500 provided that the product of m.times.n.ltoreq.500, y is a number from 1 to 4, z is a number corresponding to the net cationic charge on the sulfonium cation and p is a number equal to z/y, until the sulfonium moiety is converted to a sulfide moiety.
A water-insoluble cured product resulting from heating a water-soluble cyclic aliphatic sulfonium salt represented by the formulas:
- ##STR11## wherein R.sup.1 is alkyl or residue of an oxirane having been reacted with a sulfide to form a sulfonium moiety;
- R.sup.3 is hydroxyl, acryloyloxy, methacryloyloxy or oxymaleoyloxalate;
- X is lactate, acrylate or methacrylate and n is 1 to 4, until the sulfonium moiety is converted to a sulfide moiety.
A water-insoluble cured product resulting from heating a water-soluble cyclic aliphatic sulfonium salt represented by the formulas:
- ##STR12## wherein R.sup.1 is an n-valent organic radical wherein each valence bond to the sulfonium moiety is on an aliphatic carbon other than benzyl;
- R.sup.2 is a polyvalent organic radical that unites with the sulfonium atom to form a 5- to 7-membered ring, said R.sup.2 bearing a molecular weight enhancing substituent (R.sup.3);
- R.sup.3 is an a,b-alkenyl carbonyloxy moiety and X is a hydroxide, saturated carboxylate, polycarboxylate, bicarbonate, sulfate or alkylaryl sulfonate;
- n is an integer from 1 to 500, m is an integer from 1 to 500 provided that the product of m.times.n.gtoreq.500, y is a number from 1 to 4, z is a number corresponding to the net cationic charge on the sulfonium cation and p is a number equal to z/y.
Dependencies are inferred from the claim text.