US4801699A
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US
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Polysaccharide esters containing acetal and aldehyde groups
Assignee: Ingredion Inc
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Filing: 1987-03-09
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Granted: 1989-01-31
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Expires: 2007-03-09
Abstract
Abstract Polysaccharide esters containing aldehyde and acetal groups having the structural formulas <IMAGE> +TR <IMAGE> are prepared by reacting a polysaccharide, such as a starch, gum, or cellulose, with an acetal-containing reagent which contains a functional group reactive with the hydroxyl groups of the polysaccharide; Z is a multivalent organic group; A and A' are independently a lower alkyl or together form at least a 5-membered cyclic acetal; x is at least 1; and y is at least 1. When x is>1 the esters are corsslinked. Typical reagents for introducing the acetal group include 3,3-diethoxypropionyl guanidine (itself a novel compound) and 4-(methylaminoacetaldehyde dimethyl acetal)-4-oxo-butanoic acid). The derivatives are useful in conventional applications such as coatings, adhesives, paper additives and foodstuffs.
Inventors
- 👤 Patrick G. Jobe
- 👤 Diane J. Lamb
- 👤 Gary T. Martino
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 02:42
CPC Classifications
C; C08; C08B; C08B31/00; C08B31/003; C08B13/00; C08B3/00; C08B3/14; C08B31/02; C08B31/04; C08B37/00; C08B37/006; C08B37/0087; D; D21; D21H; D21H17/00; D21H17/20; D21H17/21; D21H17/24; D21H21/00; D21H21/14; D21H21/18
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
50 words
A polysaccharide ester having the structure ##STR41## wherein Sacch-O- represents a polysaccharide molecule, Z is a multivalent organic group, A and A' are independently a lower alkyl or A and A' form a cyclic acetal containing at least 5-members, x is at least 1, and y is at least 1.
Claim 2
Dependent Claim
50 words
A polysaccharide ester having the structure ##STR41## wherein Sacch-O- represents a polysaccharide molecule, Z is a multivalent organic group, A and A' are independently a lower alkyl or A and A' form a cyclic acetal containing at least 5-members, x is at least 1, and y is at least 1.
Claim 3
Dependent Claim
28 words
The ester of claim 1, wherein Z contains a monovalent substituent selected from the group consisting of an alkyl, ether, carbonyl, ester, amide, amine, thioalkyl, sulfonate, and sulfate.
Claim 4
Dependent Claim
30 words
The ester of claim 1, wherein the polysaccharide is a starch, a gum, or a cellulose, Z is a divalent group, and A and A' are methyl or ethyl groups.
Claim 5
Dependent Claim
26 words
The ester of claim 3, wherein Z is --CH 2 --, the polysaccharide is a starch, or a cellulose, and A and A' are ethyl groups.
Claim 6
Dependent Claim
21 words
The ester of claim 3, wherein Z is ##STR42## the polysaccharide is a starch, and A and A' are methyl groups.
Claim 7
Dependent Claim
7 words
The ester of claim 1 wherein ##STR43##
Claim 8
Dependent Claim
157 words
An aldehyde-containing polysaccharide ester having the structure ##STR44## which is prepared by hydrolyzing, at a pH of less than about 7, an acetal-containing polysaccharide which is prepared by reacting a polysaccharide, at a pH of about 7 or above, with an acetal-containing reagent having the structure ##STR45## wherein Sacch-O- represents a polysaccharide molecule, Z is a multivalent organic group and P is a group capable of reacting with a hydroxyl group of the polysaccharide molecule to form an ester derivative, which group is an activated acyl group selected from the group consisting of an acid chloride, an imidazolium, an isocyanate, an anhydride, and a vinyl ester or a non-activated acyl group selected from the group consisting of an acid, an acid salt, and an ester, A and A' are independently a lower alkyl or A and A' form a cyclic acetal containing at least 5 members, x is at least 1, and y is at least 1.
Claim 9
Dependent Claim
157 words
An aldehyde-containing polysaccharide ester having the structure ##STR44## which is prepared by hydrolyzing, at a pH of less than about 7, an acetal-containing polysaccharide which is prepared by reacting a polysaccharide, at a pH of about 7 or above, with an acetal-containing reagent having the structure ##STR45## wherein Sacch-O- represents a polysaccharide molecule, Z is a multivalent organic group and P is a group capable of reacting with a hydroxyl group of the polysaccharide molecule to form an ester derivative, which group is an activated acyl group selected from the group consisting of an acid chloride, an imidazolium, an isocyanate, an anhydride, and a vinyl ester or a non-activated acyl group selected from the group consisting of an acid, an acid salt, and an ester, A and A' are independently a lower alkyl or A and A' form a cyclic acetal containing at least 5 members, x is at least 1, and y is at least 1.
Claim 10
Dependent Claim
25 words
The ester of claim 1, where in the pH is about 5 or less during the hydrolysis and at about 7.5 during the polysaccharide reaction.
Claim 11
Dependent Claim
14 words
The ester of claim 8, wherein the pH is about 2-3 during the hydrolysis.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-01-31 | 1992-08-01 | 1993-01-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-01-31 | 1996-08-01 | 1997-01-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-01-31 | 2000-08-01 | 2001-01-31 | $7700.00 | Window Closed / Lapsed |