Polysaccharide derivatives containing aldehyde groups, their pre

Details Polysaccharide derivatives containing aldehyde groups, their pre Polysaccharide derivatives containing aldehyde groups, their pre

1986-02-14

1987-10-27

Griffin, Ronald W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 30, 536 43, 536 45, 536 52, 536 56, 536 84, 536111, 536114, 162158, 568590, 549430, C08B 3102, C08B 3108, C08B 1104, C08B 3714

Patent

active

047031166

ABSTRACT:
Polysaccharide aldehydes having the formula Sacch--O--CH.sub.2 --CH.dbd.CH--CHO, ##STR1## such as starch, cellulose, and gum aldehydes, are useful for imparting wet, dry, or temporary wet strength to paper. They are prepared by a non-oxidative 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 formulas, n is 1-3; R.sup.11 and R.sup.12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R.sup.11 or R.sup.12 is one of the groups when n is 2, or R.sup.11 and R.sup.12 are not present when n is 3; R.sup.13 is an alkyl group, optionally containing an ether linkage, or an aralkyl group; R.sup.14 and R.sup.15 are individually a hydrogen or a methyl group; R.sup.16, R.sup.17, and R.sup.18 are individually an alkyl group; Y- is an anion; Z is an organic group capable of reacting with the polysaccharide base to form an ether derivative and selected from the group consisting of an epoxide, ethylenically unsaturated group, halohydrin, and halogen; R.sup.19, if present, is a divalent organic group containing no reactive substituents; and A and A'0 are lower alkyls or together form at least a 5-membered cyclic acetal.

REFERENCES:
patent: 2698937 (1955-01-01), Staerkle et al.
patent: 3519618 (1970-07-01), Parmerter
patent: 4048435 (1977-09-01), Rutenberg et al.
patent: 4276414 (1981-06-01), Tessler

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