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US4774178A Expired / Lapsed US ⏱️ 0.0 years remaining

Immobilization of biological material within a polymer matrix

Assignee: Bayer AG
•
Filing: 1985-04-26
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Granted: 1988-09-27
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Expires: 2005-04-26
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Abstract

Abstract Biological material such as microorganisms is immobilized by polymerizing in the presence of the biological material a readily soluble polyetherpolyol having some hydroxyl groups esterified with acrylic and/or methacrylic acid and remaining hydroxyl groups reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid or a polyfunctional isocyanate. Preferably, the isocyanate derivative of an unsaturated carboxylic acid is isocyanatoethyl acrylate, isocyanatoethyl methacrylate of 4-isocyanato-3-methyl-2-butyl-acrylate and the polyfunctional isocyanate is a diisocyanate or polyisocyanate. Beads can be produced by forming droplets in a water-immiscible medium and polymerizing. Polymerization can be carried out under inert gas in the presence of radical initiators or by irradiation with actinic light.

Inventors

  • 👤 Peter Egerer
  • 👤 Wilfried Haese
  • 👤 Hermann Perrey
  • 👤 Gunter Schmidt-Kastner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 07:51
CPC Classifications
C; C12; C12N; C12N11/00; C12N11/02; C12N11/04; C12N11/08; C12N11/082; C12N11/087; C12N11/089; C12N11/093; C12P; C12P19/00; C12P19/24; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/812; Y10S530/815; Y10S530/817

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 129 words
In the immobilization of biological material by polymerizing a polymerizable compound in the presence of biological material, the improvement which comprises employing as the polymerizable compound an aqueous solution of a polymerizable compound which is readily soluble in water, contains two or more polymerizable functional groups per molecule and has a molecular weight of over 400 wherein said polymerizable compound is selected from the group consisting of a polyethyerpolyol in which some of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid and a polyetherpolyol in which some of the hydroxyl groups have been esterified with acrylic acid and/or methacrylic acid and the remainder have been reacted with a polyfunctional isocyanate.
Claim 2
Dependent Claim 129 words
In the immobilization of biological material by polymerizing a polymerizable compound in the presence of biological material, the improvement which comprises employing as the polymerizable compound an aqueous solution of a polymerizable compound which is readily soluble in water, contains two or more polymerizable functional groups per molecule and has a molecular weight of over 400 wherein said polymerizable compound is selected from the group consisting of a polyethyerpolyol in which some of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid and a polyetherpolyol in which some of the hydroxyl groups have been esterified with acrylic acid and/or methacrylic acid and the remainder have been reacted with a polyfunctional isocyanate.
Claim 3
Dependent Claim 40 words
A process according to claim 1, wherein in the improvement the aqueous solution contains the biological material and is dispersed in a second, inert liquid medium to form beads, and this aqueous phase in the form of beads is polymerized.
Claim 4
Dependent Claim 29 words
A process according to claim 2, wherein in the improvement the inert liquid medium comprises a water-immiscible medium selected from the group consisting of aliphatic, cycloaliphatic or aromatic hydrocarbons.
Claim 5
Dependent Claim 25 words
A process according to claim 2, wherein in the improvement polymerization is carried out to produce beads of mean diameter 0.05 mm to 5 mm.
Claim 6
Dependent Claim 31 words
A process according to claim 2, wherein in the improvement the ratio of the weight of the aqueous phase to that of the inert liquid medium is between 1:1 and 1:20.
Claim 7
Dependent Claim 41 words
A process according to claim 2, wherein in the improvement the dispersion of the aqueous phase to form beads is brought about by stirring and/or by passing through inert gas or by spraying the aqueous phase into the inert liquid medium.
Claim 8
Dependent Claim 28 words
A process according to claim 1, wherein in the improvement a radical polymerization initiator and/or a radical polymerization initiator redox system and/or an accelerator is present during polymerization.
Claim 9
Dependent Claim 31 words
A process according to claim 7, wherein in the improvement a water-soluble radical polymerization initiator is used which comprises ammonium peroxydisulphate, and wherein a water-soluble accelerator is used which comprises N,N,N',N'-tetramethylethylene-diamine.
Claim 10
Dependent Claim 21 words
A process according to claim 1, wherein in the improvement a photoinitiator is added, and polymerization is carried out by irradiation.
Claim 11
Dependent Claim 34 words
A process according to claim 9, wherein in the improvement polymerization is carried out by irradiation with actinic light with the addition of a photosensitizer which is poorly soluble in the inert liquid medium.
Claim 12
Dependent Claim 37 words
A process according to claim 1, wherein in the improvement an aqueous solution or dispersion of the biological material is mixed with polymerizable compound or an aqueous solution thereof in a weight ratio between 1:1 and 30:1.
Claim 13
Dependent Claim 63 words
A process according to claim 1, wherein (a) the polyether-polyol is a polyethylene glycol with a molecular weight of 400 and above, and (b) the polyfunctional isocyanate comprises a member selected from the group consisting of isophorone diisocyanate, toluylene diisocyanate, hexamethylene diisocyanate, polyisocyanate containing biuret groups and a polyisocyanate which has been produced from the reaction of a diisocyanate with a polyhydric alcohol.
Claim 14
Dependent Claim 17 words
A process according to claim 1, wherein in the improvement the biological material comprises a fermentation broth.
Claim 15
Dependent Claim 12 words
A process according to claim 13, wherein the fermentation broth is pre-concentrated.
Claim 16
Dependent Claim 30 words
A process according to claim 2, wherein in the improvement the inert liquid medium comprises a water immiscible medium selected from the group consisting of silicone oils and paraffin oils.
Claim 17
Dependent Claim 22 words
A process according to claim 2, wherein in the improvement the beads are dried and the entrapped biological material remains fully active.
Claim 18
Dependent Claim 9 words
The product produced by the process of claim 1.
Claim 19
Dependent Claim 123 words
In the immobilization of biological material by polymerizing a polymerizable compound in the presence of the biological material, the improvement which comprises employing as the polymerizable compound an aqueous solution of a polymerizable compound which is readily soluble in water, contains two or more polymerizable functional groups per molecule and has a molecular weight of over 400 wherein said polymerizable compound is a polyethylene glycol with a molecular weight of 400 and above in which some of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid the isocyanate group-containing derivative comprises a member selected form the group consisting of isocyanatoethyl acrylate, isocyanatoethyl methacrylate and 4-isocyanato-3-methyl-2-butyl-acrylate.
Claim 20
Dependent Claim 123 words
In the immobilization of biological material by polymerizing a polymerizable compound in the presence of the biological material, the improvement which comprises employing as the polymerizable compound an aqueous solution of a polymerizable compound which is readily soluble in water, contains two or more polymerizable functional groups per molecule and has a molecular weight of over 400 wherein said polymerizable compound is a polyethylene glycol with a molecular weight of 400 and above in which some of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid the isocyanate group-containing derivative comprises a member selected form the group consisting of isocyanatoethyl acrylate, isocyanatoethyl methacrylate and 4-isocyanato-3-methyl-2-butyl-acrylate.
Claim 21
Dependent Claim 110 words
In the carrying out of biotransformations by contacting a substrate with a immobilized biological material, the improvement which comprises using an immobilized biological material obtained by polymerizing a polymerizable compound in the presence of the biological material wherein said polymerizable compound is selected from the group consisting of a polyetherpolyol in which come of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid and a polyetherpolyol in which some of the hydroxyl groups have been esterified with acrylic acid and/or methacrylic acid and the remainder have been reacted with a polyfunctional isocyanate.
Claim 22
Dependent Claim 110 words
In the carrying out of biotransformations by contacting a substrate with a immobilized biological material, the improvement which comprises using an immobilized biological material obtained by polymerizing a polymerizable compound in the presence of the biological material wherein said polymerizable compound is selected from the group consisting of a polyetherpolyol in which come of the hydroxyl groups have been esterified with acrylic and/or methacrylic acid and the remainder have been reacted with an isocyanate group-containing derivative of an unsaturated carboxylic acid and a polyetherpolyol in which some of the hydroxyl groups have been esterified with acrylic acid and/or methacrylic acid and the remainder have been reacted with a polyfunctional isocyanate.

References Cited (Backward Citations)

US3791927A Cited
US3860490A Cited
US3859169A Cited
US4342834A Cited
US4195129A Cited
US4390627A Cited
US4582805A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-09-27 1992-03-28 1992-09-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-09-27 1996-03-28 1996-09-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-09-27 2000-03-28 2000-09-27 $7700.00 Window Closed / Lapsed

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