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US4741804A Expired / Lapsed US ⏱️ 0.0 years remaining

Polysaccharide derivatives containing aldehyde groups, their preparation from the corresponding acetals and use as paper additives

Assignee: Ingredion Inc
•
Filing: 1987-04-03
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Granted: 1988-05-03
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Expires: 2007-04-03
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Abstract

Abstract Polysaccharide aldehydes having the formula ##STR1## 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 formula, n is 1-3; R 11 and R 12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R 11 or R 12 is one of the groups when n is 2, or R 11 and R 12 are not present when n is 3; R 13 is an alkyl group, optionally containing an ether linkage, or an aryl, aralkyl, or alkaryl group; R 14 and R 15 are individually a hydrogen or a methyl group; R 16 , R 17 , and R 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 19 , if present, is a divalent organic group containing no reactive substituents; and A and A' are lower alkyls or together form at least a 5-membered cyclic acetal.

Inventors

  • 👤 Daniel B. Solarek
  • 👤 Patrick G. Jobe
  • 👤 Martin M. Tessler
  • 👤 Robert L. Billmers
  • 👤 Diane J. Lamb
  • 👤 John J. Tsai

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 09:17
CPC Classifications
C; C08; C08B; C08B11/00; C08B11/02; C08B11/04; C08B11/14; C08B31/00; C08B31/08; C08B31/12; C08B31/125; C08B37/00; C08B37/006; C08B37/0087; C08B37/0093; C08B37/0096; D; D21; D21H; D21H17/00; D21H17/20; D21H17/21; D21H17/24; D21H17/25; D21H17/28; D21H17/31

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 181 words
In a method for making paper having dry strength, wet strength, temporary wet strength, or combinations thereof, the step which comprises adding, as a strength aid, to the stock at any stage prior to forming a web, an effective amount of an aldehyde-containing polysaccharide derivative which has a structure selected from the group consisting of ##STR51## wherein Sacch--O-- represents a polysaccharide molecule; n is 1 to 3; R 11 and R 12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R 11 or R 12 is one of the groups when n is 2, or R 11 and R 12 are not present when n is 3; R 13 is an alkyl group, optionally containing an ether linkage, or an aralkyl group; R 14 and R 15 individually are hydrogen or a methyl group; R 16 , R 17 , and R 18 individually are an alkyl group; A, A', A" and A"' are independently a lower alkyl group or A and A' together form at least a 5-membered cyclic acetal; and Y is an anion.
Claim 2
Dependent Claim 181 words
In a method for making paper having dry strength, wet strength, temporary wet strength, or combinations thereof, the step which comprises adding, as a strength aid, to the stock at any stage prior to forming a web, an effective amount of an aldehyde-containing polysaccharide derivative which has a structure selected from the group consisting of ##STR51## wherein Sacch--O-- represents a polysaccharide molecule; n is 1 to 3; R 11 and R 12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R 11 or R 12 is one of the groups when n is 2, or R 11 and R 12 are not present when n is 3; R 13 is an alkyl group, optionally containing an ether linkage, or an aralkyl group; R 14 and R 15 individually are hydrogen or a methyl group; R 16 , R 17 , and R 18 individually are an alkyl group; A, A', A" and A"' are independently a lower alkyl group or A and A' together form at least a 5-membered cyclic acetal; and Y is an anion.
Claim 3
Dependent Claim 16 words
In the method of claim 7, wherein the derivative contains cationic and anionic, or zwitterionic groups.
Claim 4
Dependent Claim 22 words
In the method of claim 2, wherein the derivative contains, as the cationic groups, diethylaminoethyl ether groups or 3-(trimethylammonium chloride)2-hydroxypropyl ether groups.
Claim 5
Dependent Claim 19 words
The paper containing as the strength aid in an effective amount of the aldehyde-containing polysaccharide derivative of claim 1.
Claim 6
Dependent Claim 17 words
In the method of claim 1, wherein the polysaccharide is a starch, a gum, or a cellulose.
Claim 7
Dependent Claim 12 words
In the method of claim 5, wherein the polysaccharide is the starch.
Claim 8
Dependent Claim 24 words
In the method of claim 5, wherein the starch is a waxy maize, corn, high amylose corn, potato, rice, sweet potato, or tapioca starch.
Claim 9
Dependent Claim 15 words
In the method of claim 3, wherein the derivative has the structure Sacch--O--CH 2 --CH═CH--CHO.
Claim 10
Dependent Claim 15 words
In the method of claim 3, wherein the derivative has the structure Sacch--O--CH 2 --C.tbd.C--CHO.
Claim 11
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR52##
Claim 12
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR53##
Claim 13
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR54##
Claim 14
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR55##
Claim 15
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR56##
Claim 16
Dependent Claim 13 words
In the method of claim 3, wherein the derivative has the structure ##STR57##
Claim 17
Dependent Claim 28 words
In the method of claim 1, wherein the derivative is added in an amount from about 0.1 to 10% by weight, based on the weight of dry pulp.
Claim 18
Dependent Claim 20 words
The paper of claim 4, wherein the polysaccharide is a starch, a gum, or a cellulose which contains cationic groups.
Claim 19
Dependent Claim 13 words
The paper of claim 17, wherein the starch contains diethyl aminoethyl ether groups.
Claim 20
Dependent Claim 23 words
The paper of claim 18, wherein the starch is a waxy maize, corn, high amylose corn, potato, rice, sweet potato, or tapioca starch.
Claim 21
Dependent Claim 16 words
The paper of claim 19, wherein the starch is the waxy maize or the corn starch.

References Cited (Backward Citations)

US2285490A Cited
US3087852A Cited
US3453258A Cited
US4605702A Cited
US4605718A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-03 1991-11-02 1992-05-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-03 1995-11-02 1996-05-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-03 1999-11-02 2000-05-03 $7700.00 Window Closed / Lapsed

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