Hydrolytically Stable Isoelectric Hydrogel Compositions

• US 20080264793A1
• Filed: 08/13/2004
• Published: 10/30/2008
• Est. Priority Date: 08/15/2003
• Status: Abandoned Application

• Current Assignee: Gyula Vigh, Sanjiv Kumar S. Lalwani
• Original Assignee: Gyula Vigh, Sanjiv Kumar S. Lalwani
• Inventors: Vigh, Gyula, Lalwani, Sanjiv Kumar S.
• Application Number:
  US10/567,743
• Publication Number:
  US 20080264793A1
• Time in Patent Office: Days
• US Class Current: 204/518
• CPC Class Codes: B01D 61/425 Electro-ultrafiltration
• CPC Class Codes: B01D 71/38 Polyalkenylalcohols; Polyalkenylesters; Polyalkenylethers; Polyalkenylaldehydes; Polyalkenylketones; Polyalkenylacetals; Polyalkenylketals
• CPC Class Codes: C07K 1/24 by electrochemical means
• CPC Class Codes: C08F 16/06 Polyvinyl alcohol ; Vinyl alcohol
• CPC Class Codes: C08F 8/00 Chemical modification by after-treatment graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C
• CPC Class Codes: C08F 8/14 Esterification
• CPC Class Codes: G01N 27/44747 Composition of gel or of carrier mixture
• CPC Class Codes: G01N 27/44795 Isoelectric focusing

Abstract

An hydrolytically stable isoelectric hydrogel material comprising a single isoelectric compound having a defined pI value from 1 to 12 being incorporated into a hydrogel formed by reacting an oligo- or polyhydroxy compound with the single iso-electric compound and a difunctional or oligofunctional crosslinker, wherein after incorporation of the single isoelectric compound into the hydrogel, the hydrogel material become'"'"'s an ampholytic material.

Claims

1. A hydrolytically stable isoelectric hydrogel material formed by mixing and/or reacting a mixture comprising an oligo- or polyhydroxy compounds, a single isoelectric compound having a pI value of from 1 to 12, and a difunctional or oligofunctional agent, whereby after said mixed and/or reacting the hydrolytically stable isoelectric hydrogel material formed becomes an ampholytic material.

2. The hydrolytically stable isoelectric hydrogel material according to claim 1, wherein said hydrolytically stable isoelectric hydrogel material has a pI value which does not substantially change when the amount of the isoelectric compound mixed and/or reacted is altered, with the proviso that the concentration of the single isoelectric compound mixed and/or reacted is higher than the concentration of the single isoelectric compound mixed and/or reacted that is required to establish a pH in the hydrolytically stable isoelectric hydrogel material which is substantially equal to the pI value of the single isoelectric compound.

3. The hydrolytically stable isoelectric hydrogel material according to claim 1 wherein the single isoelectric compound mixed and/or reacted is selected from the group consisting of iminodicarboxylic acids, alkyliminodicarboxylic acids, aryliminodicarboxylic acids, iminooligocarboxylic acids, aminodicarboxylic acids, alkylaminodicarboxylic acids, arylaminodicarboxylic acids, alkylarylaminodicarboxylic acids, aminooligocarboxylic acids, alkylaminooligocarboxylic acids, arylaminooligocarboxylic acids, alkylarylaminooligocarboxylic acids, oligoaminooligocarboxylic acids, iminodiphosphonic acids, alkyliminodiphosphonic acids, aryliminodiphosphonic acids, iminooligophosphonic acids, aminophosphonic acids, alkylaminophosphonic acids, arylaminophosphonic acids, alkylaryiaminophosphonic acids, aminodiphosphonic acids, alkylaminodiphosphonic acids, arylaminodiphosphonic acids, alkylarylaminodiphosphonic acids, aminooligophosphonic acids, alkylaminooligophosphonic acids, arylaminooligophosphonic acids, alkylarylaminooligophosphonic acids, oligoaminooligophosphonic acids, aminophenols, aminodiphenols, amino oligophenols, oligoamino oligophenols, iminodiphenols, and compounds containing combinations of the functional groups thereof.

4. The hydrolytically stable isoelectric hydrogel material according to claim 3 wherein the single isoelectric compound mixed and/or reacted is selected from the group consisting of iminodiacetic acid with a pI value of pI<

2.5, aspartic acid with a pI value of pI<

3, and glutamic acid with a pI value of pI<

4.

5. The hydrolytically stable isoelectric hydrogel material according to claim 1 wherein the single isoelectric compound mixed and/or reacted is selected from the group consisting of diaminocarboxylic acids, diaminophenols, diaminophosphonic acids, oligoaminocarboxylic acids, oligoaminophenols, oligoaminophosphonic, and compounds containing combinations of the functional groups thereof.

7. The hydrolytically stable isoelectric hydrogel material according to claim 1 wherein the difunctional or oligofunctional agent mixed and/or reacted is selected from the group consisting of diepoxides, dihalides, and epihalohydrines.

21. A hydrolytically stable hydrogel membrane comprising an hydrolytically stable isoelectric material according to claim 1 supported on an inert or crosslinkable or crosslinked substrate.

22. The hydrolytically stable hydrogel membrane according to claim 21 wherein the substrate is selected from the group consisting of materials made of poly(vinyl alcohol) and its derivatives, partially or fully hydrolysed poly(vinyl acetate) and its derivatives, partially or fully hydrolysed poly(epihalohydrine) and its derivatives, partially or fully hydrolysed poly(epihalohyrine-co-polyethylene oxide) and its derivatives, poly(vinyl chloride) and its derivatives, polyvinylsulfone and its derivatives, and polyether ether ketone and its derivatives.

27. A method of separating compounds by electrophoresis comprising introducing a mixture of compounds into a membrane-based electrophoresis apparatus comprising an anodic and/or cathodic membrane according to claim 21.

6. (canceled)

8. An hydrolytically stable isoelectric hydrogel material formed by mixing and/or reacting a mixture comprising an isoelectric compound having a pI of from 1 to 12 and an oligomeric or polymeric scaffold, wherein the hydrolytically stable isoelectric hydrogel material formed thereby can be subsequently turned into an hydrogel and/or a membrane, and whereby after said mixing and/or reacting the hydrolytically stable hydrogel material becomes an ampholytic material.

9. The hydrolytically stable isoelectric hydrogel material according to claim 8, wherein said hydrolytically stable isoelectric hydrogel material has a pI value which does not substantially change when the amount of the isoelectric compound mixed and/or reacted is altered, with the proviso that the concentration of the single isoelectric compound mixed and/or reacted is higher than the concentration of the single isoelectric compound mixed and/or reacted that is required to establish a pH in the hydrolytically stable isoelectric hydrogel which is substantially equal to the pI value of the single isoelectric compound.

10. The hydrolytically stable isoelectric hydrogel material according to claim 8 wherein the single isoelectric compound reacted is selected from the group consisting of iminodicarboxylic acids, alkyliminodicarboxylic acids, aryliminodicarboxylic acids, iminooligocarboxylic acids, aminodicarboxylic acids, alkylaminodicarboxylic acids, arylaminodicarboxylic acids, alkylarylaminodicarboxylic acids, aminooligocarboxylic acids, alkylaminooligocarboxylic acids, arylaminooligocarboxylic acids, alkylarylaminooligocarboxylic acids, oligoaminooligocarboxylic acids, iminodiphosphonic acids, alkyliminodiphosphonic acids, aryliminodiphosphonic acids, iminooligophosphonic acids, aminophosphonic acids, alkylaminophosphonic acids, arylaminophosphonic acids, alkylarylaminophosphonic acids, aminodiphosphonic acids, alkylaminodiphosphonic acids, arylaminodiphosphonic acids, alkylarylaminodiphosphonic acids, aminooligophosphonic acids, alkylaminooligophosphonic acids, arylaminooligophosphonic acids, alkylarylaminooligophosphonic acids, oligoaminooligophosphonic acids, aminophenols, aminodiphenols, amino oligophenols, oligoamino oligophenols, iminodiphenols, and compounds containing combinations of the functional groups thereof.

11. The hydrolytically stable isoelectric hydrogel material according to claim 10 wherein the single isoelectric compound mixed and/or reacted is selected from the group consisting of iminodiacetic acid with a pI value of pI<

2.5, aspartic acid with a pI value of pI<

3, and glutamic acid with a pI value of pI<

4.

12. The hydrolytically stable isoelectric hydrogel material according to claim 8 wherein the isoelectric compound mixed and/or reacted is selected from the group consisting of diaminocarboxylic acids, diaminophenols, diaminophosphonic acids, oligoaminocarboxylic acids, oligoaminophenols, oligoaminophosphonic, and compounds containing combinations of the functional groups thereof.

13. The hydrolytically stable isoelectric hydrogel material according to claim 8 wherein the oligomeric or polymeric scaffold mixed and/or reacted is selected from the group consisting of unhydrolyzed or partially hydrolyzed poly(epihalohydrine)s, poly(vinyl alcohol)s and their derivatives, unhydrolyzed or partially hydrolyzed poly(vinyl acetate)s and their derivatives, hydrolyzed or partially hydrolyzed poly(vinyl chloride)s, oligo- and polysaccharides and their derivatives.

14. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting iminodiacetic acid, poly(vinyl alcohol) and glycerol diglycidyl ether in the presence of NaOH.

15. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting aspartic acid, poly(vinyl alcohol) and glycerol diglycidyl ether in the presence of NaOH.

16. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting glutamic acid, poly(vinyl alcohol) and glycerol diglycidyl ether in the presence of NaOH.

17. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting iminodiacetic acid, poly(vinyl alcohol) and poly(ethylene glycol) diglycidyl ether in the presence of NaOH.

18. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting aspartic acid, poly(vinyl alcohol) and poly(ethylene glycol) diglycidyl ether in the presence of NaOH.

19. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting glutamic acid, poly(vinyl alcohol) and poly(ethylene glycol) diglycidyl ether in the presence of NaOH.

20. The hydrolytically stable isoelectric hydrogel material according to claim 8 formed by reacting lysine, poly(vinyl alcohol) and glycerol diglycidyl ether in the presence of NaOH.

23. A method for forming an hydrolytically stable isoelectric hydrogel material comprising:

mixing and/or reacting a single isoelectric compound having a pI of 1 to 12 with a mixture comprising an oligo- or polyhydroxy compound and a difunctional or oligofunctional agent, wherein after said mixing and/or reacting, the hydrolytically stable isoelectric hydrogel material formed thereby becomes an ampholytic material.

25. A method for forming an hydrolytically stable hydrogel membrane comprising:

applying a hydrolytically stable isoelectric material prepared by the method according to claim 23 onto an inert or crosslinkable or crosslinked supporting substrate.

24. A method for forming an hydrolytically stable isoelectric hydrogel material comprising:

mixing and/or reacting a mixture comprising a single isoelectric compound having a pI of 1 to 12 with an oligomeric or polymeric scaffold, wherein the oligomeric or polymeric scaffold can be subsequently turned into a hydrogel and/or membrane, and whereby after said mixing and/or reacting, the hydrolytically stable isoelectric hydrogel material becomes an ampholytic material.

26. (canceled)