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US4839449A
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Polysaccharides containing aromatic aldehydes and their derivatization via amine-aldehyde interactions
Assignee: Syracuse University
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Filing: 1987-10-26
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Granted: 1989-06-13
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Expires: 2007-10-26
Abstract
Abstract A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH═N--Y or ##STR1## where Sacch-O- represents a polysaccharide molecule; Z is --(CH 2 ) 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.
Inventors
- 👤 Robert L. Billmers
- 👤 David M. Del Giudice
- 👤 Martin M. Tessler
- 👤 Michael J. Hasuly
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:46
CPC Classifications
C; C08; C08B; C08B31/00; C08B31/08; C08B31/12; C08B31/125; C03; C03C; C03C25/00; C03C25/10; C03C25/24; C03C25/26; C08B11/00; C08B11/02; C08B11/04; C08B11/08; C08B31/02; C08B31/04; C08B37/00; C08B37/006; C08B37/0087; C08B37/0096; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2938; Y10T428/294; Y10T428/2956
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
63 words
A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH=N--Y or ##STR23## where Sacch--O-- represents a polysaccharide molecule; Y is a monovalent group derived from a water-soluble substituted or unsubstituted alipatic or cycloaliphatic compound containing only one primary amine group; Z is --(CH 2 ) n -- or ##STR24## Ar is a divalent aromatic group; n is one or greater; and m is zero or greater.
Claim 2
Dependent Claim
63 words
A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH=N--Y or ##STR23## where Sacch--O-- represents a polysaccharide molecule; Y is a monovalent group derived from a water-soluble substituted or unsubstituted alipatic or cycloaliphatic compound containing only one primary amine group; Z is --(CH 2 ) n -- or ##STR24## Ar is a divalent aromatic group; n is one or greater; and m is zero or greater.
Claim 3
Dependent Claim
9 words
The derivative of claim 1, wherein Zn is 1.
Claim 4
Dependent Claim
13 words
The derivative of claim 1, wherein Y is --C 2 H 4 OH.
Claim 5
Dependent Claim
21 words
The derivative of claim 1, wherein Y is --CH 2 --CH 2 --CH 2 --Si(OC 2 H 5 ) 3 .
Claim 6
Dependent Claim
9 words
The derivative of claim 1, wherein Y is ##STR25##
Claim 7
Dependent Claim
16 words
The derivative of claim 1, wherein the polysaccharide is a starch in granular or dispersed form.
Claim 8
Dependent Claim
23 words
The derivative of claim 6, wherein the starch is a waxy corn, corn, high amylose corn, potato, rice, sweet potato, or tapicoa starch.
Claim 9
Dependent Claim
31 words
The derivative of claim 7, wherein the starch contains one or more cationic, anionic, nonionic, or zwitterionic groups, with the proviso that the cationic groups are not free primary amine groups.
Claim 10
Dependent Claim
18 words
The derivative of claim 8, wherein the starch is waxy corn, corn, high amylose corn, or potato starch.
Claim 11
Dependent Claim
11 words
The derivative of claim 9, wherein the starch contains cationic groups.
Claim 12
Dependent Claim
13 words
The derivative of claim 8, wherein the cationic groups are diethylaminoethyl ether groups.
Claim 13
Dependent Claim
11 words
The derivative of claim 1, wherein the polysaccharide is a gum.
Claim 14
Dependent Claim
11 words
The derivative of claim 12, wherein the gum is guar gum.
Claim 15
Dependent Claim
15 words
The derivative of claim 1, wherein the polysaccharide is a cellulose or a cellulose derivative.
Claim 16
Dependent Claim
128 words
A glass forming size composition, comprising an aqueous dispersion of: (a) about 40-70% of a starch derivative having the structure St--O--Z--Ar--CH=N--Y or ##STR26## where St-O-represents a starch molecule; Z is --(CH 2 ) n -- or ##STR27## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a silane-containing soluble substituted or unsubstituted aromatic compound containing only one free primary amine or (b) a monovalent group derived from a siloxane-containing water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine grup; n is one or greater; and m is zero or greater; (b) about 15-40% of a nonionic oil; (c) about 2-8% of an emulsifier; (d) about 5-15% of a cationic lubricant, with the percentages being by weight and totalling 100%.
Claim 17
Dependent Claim
128 words
A glass forming size composition, comprising an aqueous dispersion of: (a) about 40-70% of a starch derivative having the structure St--O--Z--Ar--CH=N--Y or ##STR26## where St-O-represents a starch molecule; Z is --(CH 2 ) n -- or ##STR27## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a silane-containing soluble substituted or unsubstituted aromatic compound containing only one free primary amine or (b) a monovalent group derived from a siloxane-containing water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine grup; n is one or greater; and m is zero or greater; (b) about 15-40% of a nonionic oil; (c) about 2-8% of an emulsifier; (d) about 5-15% of a cationic lubricant, with the percentages being by weight and totalling 100%.
Claim 18
Dependent Claim
51 words
The size composition of claim 15, wherein the starch derivative is present in an amount of about 10%, the nonionic oil is present in an amount of about 25%, the emulsifier is present in an amount of about 5%, and the cationic lubricant is present in an amount of about 10%.
Claim 19
Dependent Claim
22 words
The size composition of claim 1, wherein in the starch derivative Z is --CH 2 -- and Ar has the structure ##STR28##
Claim 20
Dependent Claim
20 words
The size composition of claim 16, wherein in the starch derivative Z is ##STR29## and Ar has the structure ##STR30##
Claim 21
Dependent Claim
26 words
The size composition of claim 16, wherein in the starch derivative Y is --CH 2 --CH 2 --CH 2 --Si(OC 2 H 5 ) 3 .
Claim 22
Dependent Claim
26 words
The size composition of claim 17, wherein in the starch derivative Y is --CH 2 --CH 2 --CH 2 --Si(OC 2 H 5 ) 3 .
Claim 23
Dependent Claim
20 words
The size composition of claim 19, wherein the starch derivative is a high amylose, potato, or waxy corn starch derivative.
Claim 24
Dependent Claim
20 words
The size composition of claim 20, wherein the starch derivative is a high amylose, potato, or waxy corn starch derivative.
Claim 25
Dependent Claim
21 words
A method of sizing glass fibers, comprising applying the glass forming size composition as claim 15, onto the fibers upon formation.
Claim 26
Dependent Claim
21 words
The sized glass fiber produced according to the method of claim 22, characterized by the improved adhesion to the glass fiber.
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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) | 1992-06-12 | 1992-12-12 | 1993-06-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-06-12 | 1996-12-12 | 1997-06-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-06-12 | 2000-12-12 | 2001-06-13 | $7700.00 | Window Closed / Lapsed |