Process for preparing and recovering 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha, alpha'dialkylstilbene
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United States of America Patent
Stats
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Mar 3, 1998
Grant Date -
N/A
app pub date -
Sep 13, 1996
filing date -
Sep 13, 1996
priority date (Note) -
Expired
status (Latency Note)
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Abstract
A process for preparing a 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene which includes the steps of (A) reacting at a temperature of from -20.degree. C. to 20.degree. C. a mixture of: (1) at least one alpha-haloketone; (2) at least one compound containing one phenolic hydroxyl group or aromatic alkoxy group per molecule such that the mole ratio of phenolic hydroxyl group-containing or aromatic alkoxy group-containing compound(s):alpha-haloketone(s) is at least 0.1:1; and (3) either (a) at least one strong protonic acid or (b) at least one Lewis acid, or (c) any combination thereof; thereby forming a reaction product containing at least one halogen-containing bisphenol compound which, upon being dehydrohalogenated, forms a 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha, alpha'-dialkylstilbene; (B) reducing the acid content of the product resulting from step (A) to less than 10,000 ppm; (C) dehydrohalogenating the product obtained from step (B), thereby forming a dehydrohalogenated product containing 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene; (D) adding water to the product of step (C) in amounts sufficient to crystallize at least a portion of the, 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene and recovering the crystals and the remaining organic phase separately; (E) independently repeating steps (A), (B), and (C) to obtain a dehydrohalogenated product; (F) mixing at least a portion of organic phase obtained in step (D) with the product obtained in step (E); and (G) adding water to the mixture obtained in step (F) in amounts sufficient to crystallize at least a portion of the 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene and recovering the crystals.
First Claim
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Family

- 15 United States
- 10 France
- 8 Japan
- 7 China
- 5 Korea
- 2 Other
Patent Owner(s)
Patent Owner | Address | |
---|---|---|
MICHIGAN MOLECULAR INSTITUTE | 1910 WEST SAINT ANDREWS ROAD MIDLAND MI 48640 |
International Classification(s)

- 1996 Application Filing Year
- C07C Class
- 1796 Applications Filed
- 734 Patents Issued To-Date
- 40.87 % Issued To-Date
Inventor(s)
Inventor Name | Address | # of filed Patents | Total Citations |
---|---|---|---|
Carr, David A | Lake Jackson, TX | 6 | 20 |
# of filed Patents : 6 Total Citations : 20 | |||
Hefner, Jr Robert E | Lake Jackson, TX | 181 | 1680 |
# of filed Patents : 181 Total Citations : 1680 |
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Patent Citation Ranking
- 5 Citation Count
- C07C Class
- 17.02 % this patent is cited more than
- 27 Age
Forward Cite Landscape
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Maintenance Fees
Fee | Large entity fee | small entity fee | micro entity fee | due date |
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Fee | Large entity fee | small entity fee | micro entity fee |
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Surcharge after expiration - Late payment is unavoidable | $700.00 | $350.00 | $175.00 |
Surcharge after expiration - Late payment is unintentional | $1,640.00 | $820.00 | $410.00 |
Full Text

Legal Events
Date | Code | Event | Description |
---|---|---|---|
Apr 02, 2002 | STCH | INFORMATION ON STATUS: PATENT DISCONTINUATION | free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362 |
Mar 04, 2002 | LAPS | LAPSE FOR FAILURE TO PAY MAINTENANCE FEES | |
Mar 03, 2002 | FP | LAPSED DUE TO FAILURE TO PAY MAINTENANCE FEE | Effective Date: Mar 03, 2002 |
Sep 25, 2001 | REMI | MAINTENANCE FEE REMINDER MAILED | |
Sep 07, 1999 | AS | ASSIGNMENT | free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:DOW CHEMICAL COMPANY, THE;REEL/FRAME:010299/0486 Owner name: MICHIGAN MOLECULAR INSTITUTE, MICHIGAN Effective Date: Sep 07, 1999 |
Mar 03, 1998 | I | Issuance | |
Sep 13, 1996 | F | Filing | |
Sep 13, 1996 | PD | Priority Date |

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