US4276414A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Novel zwitterion polygalactomannan ether derivatives and a method for the preparation thereof
Assignee: Ingredion Inc
•
Filing: 1980-09-22
•
Granted: 1981-06-30
•
Expires: 2000-09-22
Abstract
Abstract Zwitterion polygalactomannan ether derivatives are prepared by reacting a polygalactomannan gum, such as guar gum or locust bean gum, with N-(2-haloethyl)iminobis(methylene)diphosphonic acid or with a N-(alkyl)-N-(2-haloethyl)aminomethylphosphonic acid. The derivatives contain aminophosphonic acid groups (or their salts) as zwitterion substituents which consist of either one or two anionic methylene phosphonic acid groups bound to a cationic nitrogen. Modified derivatives containing non-ionic, anionic, cationic, or cationogenic substituents may also be prepared.
Inventors
- 👤 Martin M. Tessler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 16:32
CPC Classifications
C; C08; C08L; C08L5/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
60 words
As a composition of matter, a zwitterion polygalactomannan ether derivative of the general structure ##STR4## or a combination of (i) and (ii), wherein Gum-O represents a polygalactomannan gum molecule; R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group or a ##STR5## M is a cation; and n is the valence number of M.
Claim 2
Dependent Claim
60 words
As a composition of matter, a zwitterion polygalactomannan ether derivative of the general structure ##STR4## or a combination of (i) and (ii), wherein Gum-O represents a polygalactomannan gum molecule; R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group or a ##STR5## M is a cation; and n is the valence number of M.
Claim 3
Dependent Claim
29 words
The zwitterion derivative of claim 1, wherein M is hydrogen, an alkali, or an alkaline earth metal and said polygalactomannan is a guar gum or a locust bean gum.
Claim 4
Dependent Claim
19 words
The zwitterion derivative of claim 1, wherein R is an ethyl, n-butyl, or cyclohexyl group and M is sodium.
Claim 5
Dependent Claim
30 words
The zwitterion derivative of claim 1, wherein said polygalactomannan gum molecule contains non-ionic, anionic, cationic, or cationogenic groups and said polygalactomannan is a guar gum or a locust bean gum.
Claim 6
Dependent Claim
35 words
A derivative of claim 4, wherein said non-ionic groups are 2-hydroxypropyl ether groups, said anionic groups are carboxymethyl groups, and said cationic or catinogenic groups are 3-(trimethylammonium chloride)-2-hydroxypropyl ether groups or diethyl aminoethyl ether groups.
Claim 7
Dependent Claim
19 words
The zwitterion derivative of claim 5, wherein R is an ethyl, n-butyl, or cyclohexyl group and M is sodium.
Claim 8
Independent Claim
137 words
A method for preparing a zwitterion polygalactomman ether derivative of the general structure ##STR6## or a combination of (i) and (ii), wherein Gum-O represents a polygalactomanan gum molecule; R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group or a ##EQU1## M is a cation; and n is the valence number of M, which comprises the steps of: a. reacting a polygalactomannan gum base with about 0.1 to 100% by weight, based on the dry gum, of a zwitterion reagent having the general formula ##EQU2## wherein X is chlorine or bromine, R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group, or a ##EQU3## M is a cation, and n is the valence number of M; and b. isolating the resulting zwitterion polygalactomannan ether derivative.
Claim 9
Independent Claim
137 words
A method for preparing a zwitterion polygalactomman ether derivative of the general structure ##STR6## or a combination of (i) and (ii), wherein Gum-O represents a polygalactomanan gum molecule; R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group or a ##EQU1## M is a cation; and n is the valence number of M, which comprises the steps of: a. reacting a polygalactomannan gum base with about 0.1 to 100% by weight, based on the dry gum, of a zwitterion reagent having the general formula ##EQU2## wherein X is chlorine or bromine, R is a C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl group, or a ##EQU3## M is a cation, and n is the valence number of M; and b. isolating the resulting zwitterion polygalactomannan ether derivative.
Claim 10
Dependent Claim
37 words
The method of claim 7, wherein said reaction is carried out in an aqueous medium containing a water-miscible solvent and 0.05-20% excess alkali, based on the dry gum, at a temperature of 15°-100° C. for 0.5-8 hours.
Claim 11
Dependent Claim
23 words
The method of claim 7, wherein said reaction is carried out in aqueous isopropanol at a temperature of 20°-60° C. for 1-5 hours.
Claim 12
Dependent Claim
26 words
The method of claim 7, wherein said polygalactomannan gum is a guar gum or a locust bean gum, optionally containing non-ionic, anionic, cationic, or cationogenic groups.
Claim 13
Dependent Claim
24 words
The method of claim 10, wherein said gum contains 2-hydroxypropyl ethyl groups, carboxy methyl groups, 3-(trimethylammonium chloride)-2-hydroxypropyl ether groups, or diethyl aminoethyl ether groups.
Claim 14
Dependent Claim
27 words
The method of claim 7, wherein said zwitterion reagent is selected from the group consisting of N-(2-chloroethyl)iminobis(methylene)diphosphonic acid, N-(2-bromethyl)iminobis(methylene)diphosphonic acid, N-(ethyl)-N-(2-chloroethyl)aminomethylphosphonic acid, N-(n-butyl)-N-(2-chloroethyl)aminomethylphosphonic acid, and N-(cyclohexyl)-N-(2-chloroethyl)aminomethylphosphonic acid.
References Cited (Backward Citations)
US2477544A
Cited
US2520161A
Cited
US3723408A
Cited
US3723409A
Cited
US4031306A
Cited
US4031307A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-06-29 | 1984-12-29 | 1985-06-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-06-29 | 1988-12-29 | 1989-06-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-06-29 | 1992-12-29 | 1993-06-30 | $7700.00 | Window Closed / Lapsed |