National Starch and Chemical Investment Holding Corporation

National Starch and Chemical Corporation

David M Del Giudice

Martin M Tessler

Robert L Billmers

Craig H Leake

Michael J Hasuly

Robert L Bilimers

A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH.dbd.N--Y or ##STR1## where Sacch--O-- represents a polysaccharide molecule; Z is --(CH.sub.2).sub.n -- or ##STR2## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a water-soluble substituted or unsubstituted aromatic compound containing only one free primary amine group, or (b) a monovalent group derived from a water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine group, or (c) a multivalent group derived from a water-soluble protein containing more than one primary amine group; n is one or greater; and m is zero or greater, is prepared by first modifying the polysaccharide with a reagent to introduce free aromatic aldehyde groups and then reacting with a suitable amine-containing reagent. The siloxane-containing starch derivaties are useful in glass forming size compositions.

Polysaccharides containing aromatic aldehydes and their derivatization

A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH.dbd.N--Y or ##STR1## where Sacch--O-- represents a polysaccharide molecule; Z is --(CH.sub.2).sub.n -- or ##STR2## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a water-soluble substituted or unsubstituted aromatic compound containing only one free primary amine group, or (b) a monovalent group derived from a water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine group, or (c) a multivalent group derived from a water-soluble protein containing more than one primary amine group; n is one or greater; and m is zero or greater, is prepared by first modifying the polysaccharide with a reagent to introduce free aromatic aldehyde groups and then reacting with a suitable amine-containing reagent. The siloxane-containing starch derivatives are useful in glass forming size compositions.

A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH.dbd.N--Y or ##STR1## where Sacch-O- represents a polysaccharide molecule; Z is --(CH.sub.2).sub.n -- or ##STR2## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a water-soluble substituted or unsubstituted aromatic compound containing only one free primary amine group, or (b) a monovalent group derived from a water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine group, or (c) a multivalent group derived from a water-soluble protein containing more than one primary amine group; n is one or greater; and m is zero or greater, is prepared by first modifying the polysaccharide with a reagent to introduce free aromatic aldehyde groups and then reacting with a suitable amine-containing reagent. The siloxane-containing starch derivatives are useful in glass forming size compositions.

Polysaccharide aldehydes having the formula ##STR1## or Sacch--O--CH.sub.2 --Ar--CHO (II) such as starch, cellulose, and gum aldehydes, are useful as paper additives for imparting strength and as the granular or gelatinized portion of a corrugating adhesive. Those having formula I are prepared by a nonoxidative method which involves reacting the polysaccharide base, in the presence of alkali, with a derivatizing acetal reagent having the general structure ##STR2## and then hydrolyzing the acetal by adjusting the pH to less than 7, preferably 2-4. In the formula Ar is an aryl group, optionally containing an ether linkage, or an alkaryl group and A and A' are lower alkyls or together form at least a 5-membered cyclic acetal. The polysaccharide aldehydes are crosslinked by the addition of selected polyfunctional crosslinkers such as an aliphatic primary polyamine or polyketone.

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Somerset, NJ, United States of America

David M Del Giudice