US5188953A
Expired / Lapsed
US
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Biocatalytic oxidation using soybean peroxidase
Assignee: Wiley Organics Inc
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Filing: 1991-05-22
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Granted: 1993-02-23
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Expires: 2011-05-22
Abstract
Abstract Biocatalytic oxidative processes wherein oxidizable substrates are reacted with peroxides in the presence of a peroxidase such as soybean peroxidase or another legume peroxidase; an oxidative coupling reaction for producing phenolic resins; a method for the purification of peroxidase enzyme-containing extracts generally also are described.
Inventors
- 👤 Mark A. Johnson
- 👤 Alexander R. Pokora
- 👤 William L. Cyrus, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:41
CPC Classifications
C; C12; C12N; C12N9/00; C12N9/0004; C12N9/0065; C08; C08G; C08G61/00; C12P; C12P7/00; C12P7/02; C12P7/22
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
108 words
A process for preparing a phenolic resin which consisting essentially of reacting a phenol represented by the formula (I): ##STR4## where Y and Z are selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an allyl group, a phenylalkyl group, and a --COOR group where R represents a hydrogen atom or a lower alkyl group, or Z in conjunction with the adjacent meta position forms a condensed benzene ring, with soybean peroxidase in the presence of a peroxide to form a resin of oxidatively coupled phenol having a number average molecular weight of at least 500.
Claim 2
Dependent Claim
108 words
A process for preparing a phenolic resin which consisting essentially of reacting a phenol represented by the formula (I): ##STR4## where Y and Z are selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an allyl group, a phenylalkyl group, and a --COOR group where R represents a hydrogen atom or a lower alkyl group, or Z in conjunction with the adjacent meta position forms a condensed benzene ring, with soybean peroxidase in the presence of a peroxide to form a resin of oxidatively coupled phenol having a number average molecular weight of at least 500.
Claim 3
Dependent Claim
27 words
The process of claim 1 wherein said reaction is carried out in a medium containing water and an organic solvent, and said peroxide is gradually added thereto.
Claim 4
Dependent Claim
18 words
The process of claim 2 wherein said resin has a number average molecular weight up to approximately 30,000.
Claim 5
Dependent Claim
25 words
The process of claim 3 wherein said soybean peroxidase enzyme is reacted in an amount of about 500 to 500,000 units per 100 grams phenol.
Claim 6
Dependent Claim
13 words
The process of claim 4 wherein said resin is a dimer or trimer.
Claim 7
Dependent Claim
19 words
The process of claim 4 wherein said resin has a number average molecular weight of approximately 1000 to 15,000.
Claim 8
Dependent Claim
19 words
The process of claim 4 wherein said resin has a number average molecular weight of approximately 500 to 5000.
Claim 9
Dependent Claim
21 words
The process of claim 4 wherein said phenol is reacted in a concentration of 1 to 100 g per 100 ml.
Claim 10
Dependent Claim
11 words
The process of claim 4 wherein said peroxide is hydrogen peroxide.
Claim 11
Dependent Claim
40 words
The process of claim 9 wherein said phenol is selected from the group consisting of phenol, 4-t-butylphenol, 4-n-butylphenol, 4-ethylphenol, cresol, p-phenylphenol p-octylphenol, p-nonylphenol, p-hydroxybenzoic acid, 4-hydroxynaphthoic acid, p,p-bipheno, 4-aminosalicylic acid, salicylic acid, methyl salicylate, ethyl salicylate, 4,4'-isopropylidenediphenol, and ethyl 4-hydroxybenzoate.
Claim 12
Dependent Claim
13 words
The process of claim 10, wherein said organic solvent is miscible with water.
Claim 13
Dependent Claim
13 words
The process of claim 10, wherein said organic solvent is immiscible with water.
Claim 14
Dependent Claim
19 words
The process of claim 9 wherein said soybean peroxidase enzyme is an extract pre-treated to remove lipophilic impurities therefrom.
Claim 15
Dependent Claim
14 words
The process of claim 1 wherein said soybean peroxidase is reacted as soybean hulls.
Claim 16
Dependent Claim
14 words
The process of claim 14 wherein said hulls are crushed and washed with toluene.
Claim 17
Dependent Claim
31 words
The process of claim 1 wherein said resin is represented by the formula (II): ##STR5## where n is greater than 2 and Y and Z are defined as in formula (I).
References Cited (Backward Citations)
US3957424A
Cited
US4900671A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-02-23 | 1996-08-24 | 1997-02-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-02-23 | 2000-08-24 | 2001-02-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-02-23 | 2004-08-24 | 2005-02-23 | $7700.00 | Window Closed / Lapsed |