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US4098645A Expired / Lapsed US ⏱️ 0.0 years remaining

Immobilization of proteins with polyurethane polymers

Assignee: Hampshire Chemical Corp
•
Filing: 1976-11-18
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Granted: 1978-07-04
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Expires: 1996-11-18
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Abstract

Abstract A protein which can be an enzyme is immobilized by: (a) admixing the protein and an isocyanate-capped liquid polyurethane prepolymer in the absence of water to form a resulting mixture (an intermediate product); and (b) forming the intermediate product by reacting it with water to form a polyurethane foam comprising the immobilized enzyme. When certain proteins in sufficient amount are mixed with the prepolymer in the absence of water the resultant protein prepolymer mixture will solidify to produce a solid non-foamed product containing a protein immobilized therein. Initially mixing the protein and prepolymer in the absence of water results in immobilization of a substantially greater amount of protein than when water is present.

Inventors

  • 👤 Frank Joseph Hartdegen
  • 👤 Wayne Elliott Swann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:43
CPC Classifications
C; C13; C13K; C13K1/00; C13K1/06; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/64; C08G18/6415; C12; C12N; C12N11/00; C12N11/02; C12N11/08; C12N11/089; C12N11/093; C13K11/00; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/812; Y10S530/815; Y10S530/816

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 73 words
In a process for preparing an immobilized protein comprising admixing an isocyanate-capped liquid polyurethane prepolymer, the protein, and water to produce a polyurethane foam with the protein integrally bound to the polyurethane foam, the improvement comprising: (a) admixing the liquid polyurethane prepolymer and the protein in the absence of water to form a resulting solution; and (b) foaming the resulting solution by admixing it with an amount of water effective for producing foaming.
Claim 2
Dependent Claim 73 words
In a process for preparing an immobilized protein comprising admixing an isocyanate-capped liquid polyurethane prepolymer, the protein, and water to produce a polyurethane foam with the protein integrally bound to the polyurethane foam, the improvement comprising: (a) admixing the liquid polyurethane prepolymer and the protein in the absence of water to form a resulting solution; and (b) foaming the resulting solution by admixing it with an amount of water effective for producing foaming.
Claim 3
Dependent Claim 23 words
The process of claim 1 in which the immobilized protein is washed to remove unbound protein and to hydrolyze any unreacted isocyanate groups.
Claim 4
Dependent Claim 22 words
The process of claim 1 in which the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate and a polyethlene glycol.
Claim 5
Dependent Claim 29 words
The process of claim 1 in which the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate and a polyethylene glycol having a molecular weight of about 800-1,200.
Claim 6
Dependent Claim 47 words
The process of claim 1 in which the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate and a member selected from the group consisting of a polyoxybutylene polyol polymer, ethylene glycol, diethylene glycol, a polyoxyethylene polyol polymer, pentaerythritol, glycerol, trimethylolpropane, and a polyoxypropylene polyol polymer.
Claim 7
Dependent Claim 17 words
The process of claim 1 in which the protein is an enzyme, an antibody, or an antigen.
Claim 8
Dependent Claim 13 words
The process of claim 1 in which the protein is human immunoglobulin G.
Claim 9
Dependent Claim 73 words
The process of claim 1 in which the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate with an admixture of polyethylene glycol having a molecular weight of about 800-1,200 and trimethylolpropane, the trimethylolpropane and the polyethylene glycol being provided in a mole ratio of about 1:1-4 and the toluene diisocyanate being provided at a rate of about 0.85-1.25 mole per equivalent of --OH provided by the polyethylene glycol plus the trimethylolpropane.
Claim 10
Dependent Claim 132 words
The process of claim 1 in which the protein is an enzyme and the enzyme is urease, trypsin, lactase, glucose oxidase, chymotrypsin, ribonuclease, peroxidase, pepsin, rennin, invertase, papain, asparaginase, pectinase, pectin esterase, penicillin amidase, glucose isomerase, lysozyme, amino acid acylase, pronase, alcohol dehydrogenase, α-amylase, β-amylase, subtilisin, amino acid oxidase, catalase, tannase, phenol oxidase, glucoamylase, pullulanase, cellulase, ficin, bromelain, pancreatin, isoamylase, lipase, malic dehydrogenase, hexokinase, lactate dehydrogenase, adenosine deaminase, uricase, galactose oxidase, diaphorase, cholinesterase, aldolase, pyruvate carboxylase, phospharylase, cephalosporin amidase, isocitric dehydrogenase, α-glycerolphosphate dehydrogenase, glyceraldehyde-3-phosphate dehydrogenase, malic enzyme, glucose-6-phosphate dehydrogenase, 5-dehydroshikimic reductase, glutathione reductase, glycolic acid oxidase, yeast cytochrome c reductase, luciferase, nitrite reductase, glutamyl transferase, glutathione synthetase, glycocyamine phosphokinase, hippuric acid synthetase, aldehyde oxidase, succinic dehydrogenase, nitrate reductase, xanthine oxidase, lipoyl dehydrogenase, flavin peroxidase, glycine oxidase, carboxylase, α-keto acid dehydrogenase, or transketolase.
Claim 11
Dependent Claim 46 words
The process of claim 1 in which the isocyanate-capped liquid polyurethane prepolymer is made by reacting toluene diisocyanate with a polyhydroxy compound selected from the group consisting of polyoxybutylene polyol polymer, ethylene glycol, diethylene glycol, polyoxyethylene polyol polymer, pentaerythritol, glycerol, trimethylol propane and polyoxypropylene polyol polymer.
Claim 12
Dependent Claim 86 words
A process for preparing an immobilized protein comprising: (a) forming a first product by admixing, in the absence of water, the protein and a liquid polyisocyanate; (b) forming a second product comprising an isocyanate-capped liquid polyurethane prepolymer with the protein dissolved therein by admixing and reacting, in the absence of water, the first product and an amount of a polyol effective for forming the second product; and (c) forming the immobilized protein by admixing the second product and an amount of water effective for producing foaming.
Claim 13
Dependent Claim 86 words
A process for preparing an immobilized protein comprising: (a) forming a first product by admixing, in the absence of water, the protein and a liquid polyisocyanate; (b) forming a second product comprising an isocyanate-capped liquid polyurethane prepolymer with the protein dissolved therein by admixing and reacting, in the absence of water, the first product and an amount of a polyol effective for forming the second product; and (c) forming the immobilized protein by admixing the second product and an amount of water effective for producing foaming.
Claim 14
Dependent Claim 17 words
The process of claim 11 in which the protein is an enzyme, an antibody, or an antigen.
Claim 15
Dependent Claim 84 words
A process for preparing an immobilized protein comprising: (a) forming a first product by admixing, in the absence of water, the protein and a liquid polyol; (b) forming a second product comprising an isocyanate-capped liquid polyurethane prepolymer with the protein dissolved therein by reacting, in the absence of water, the first product and an amount of a polyisocyanate effective for forming the second product; and (c) forming the immobilized protein by admixing the second product and an amount of water effective for producing foaming.
Claim 16
Dependent Claim 84 words
A process for preparing an immobilized protein comprising: (a) forming a first product by admixing, in the absence of water, the protein and a liquid polyol; (b) forming a second product comprising an isocyanate-capped liquid polyurethane prepolymer with the protein dissolved therein by reacting, in the absence of water, the first product and an amount of a polyisocyanate effective for forming the second product; and (c) forming the immobilized protein by admixing the second product and an amount of water effective for producing foaming.
Claim 17
Dependent Claim 17 words
The process of claim 13 in which the protein is an enzyme, an antibody, or an antigen.
Claim 18
Dependent Claim 104 words
In a process for preparing an immobilized enzyme comprising admixing an isocyanate-capped liquid polyurethane prepolymer, the enzyme, and water to produce a polyurethane foam with the enzyme integrally bound to the polyurethane foam, the improvement comprising: (a) admixing, in the absence of water, the liquid polyurethane prepolymer and a substrate reactable with the enzyme to form a first composition; (b) admixing, in the absence of water, the first composition and the enzyme to form a second composition; and (c) foaming the second composition by admixing it with an amount of water effective for producing foam to form a poly(urea-urethane) foam comprising the immobilized enzyme.
Claim 19
Dependent Claim 104 words
In a process for preparing an immobilized enzyme comprising admixing an isocyanate-capped liquid polyurethane prepolymer, the enzyme, and water to produce a polyurethane foam with the enzyme integrally bound to the polyurethane foam, the improvement comprising: (a) admixing, in the absence of water, the liquid polyurethane prepolymer and a substrate reactable with the enzyme to form a first composition; (b) admixing, in the absence of water, the first composition and the enzyme to form a second composition; and (c) foaming the second composition by admixing it with an amount of water effective for producing foam to form a poly(urea-urethane) foam comprising the immobilized enzyme.
Claim 20
Dependent Claim 17 words
The process of claim 15 in which the enzyme is penicillin amidase and the substrate is benzylpenicillin.
Claim 21
Dependent Claim 16 words
The process of claim 15 in which the enzyme is glucoamylase and the substrate is starch.
Claim 22
Dependent Claim 16 words
The process of claim 15 in which the enzyme is glucoseisomerase and the substrate is starch.
Claim 23
Dependent Claim 21 words
The process of claim 15 in which the enzyme is amino acid acylase and the substrate is an acylated amino acid.
Claim 24
Independent Claim 71 words
A method of preparing biologically active polyurethanes comprising dissolving an effective amount of a biologically active protein in an isocyanate-capped liquid urethane prepolymer in the absence of water, and allowing said protein and prepolymer to react to form a solid non-foamed product, said protein characterized as being both soluble in said prepolymer and reactive therewith to yield a solid polyurethane wherein the protein is bound to the polymer in active form.
Claim 25
Independent Claim 71 words
A method of preparing biologically active polyurethanes comprising dissolving an effective amount of a biologically active protein in an isocyanate-capped liquid urethane prepolymer in the absence of water, and allowing said protein and prepolymer to react to form a solid non-foamed product, said protein characterized as being both soluble in said prepolymer and reactive therewith to yield a solid polyurethane wherein the protein is bound to the polymer in active form.
Claim 26
Dependent Claim 12 words
A method as in claim 20 wherein the protein is penicillin amidase.
Claim 27
Dependent Claim 22 words
A method as in claim 20 wherein the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate and a polyethylene glycol.
Claim 28
Dependent Claim 47 words
A method as in claim 20 wherein the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate and a member selected from the group consisting of a polyoxybutylene polyol polymer, ethylene glycol, diethylene glycol, a polyoxyethylene polyol polymer, pentaerythritol, glycerol, trimethylolpropane, and a polyoxypropylene polyol polymer.
Claim 29
Dependent Claim 73 words
A method as in claim 20 wherein the isocyanate-capped liquid polyurethane prepolymer is prepared by reacting toluene diisocyanate with an admixture of polyethylene glycol having a molecular weight of about 800-1,200 and trimethylolpropane, the trimethylolpropane and the polyethylene glycol being provided in a mole ratio of about 1:1-4 and the toluene diisocyanate being provided at a rate of about 0.85-1.25 mole per equivalent of --OH provided by the polyethylene glycol plus the trimethylolpropane.

References Cited (Backward Citations)

US3802997A Cited
US3672955A Cited
US3928138A Cited
US3905923A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-03 1982-01-02 1982-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-03 1986-01-02 1986-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-03 1990-01-02 1990-07-04 $7700.00 Window Closed / Lapsed

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