IP Library Granted Patent US 7,232,921
Granted Patent B2
US 7,232,921 · App. 10/972,396 · Granted Jun 19, 2007

Method for preparing a biphenylphosphonate compound

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Quick Facts
Patent No.
US 7,232,921
App. No.
10/972,396
Granted
Jun 19, 2007
Kind
B2
Abstract

A method for preparing a biphenylphosphonate compound of the following formula (I): wherein n is 2 or 3; Ar is a C 6 –C 16 aromatic group; which comprising (a) reacting an o-phenylphenol with a phosphorus trichloride in the presence of a zinc chloride catalyst to form a 6-chloro-6H-dibenz [c,e][1,2] oxaphosphorin of the following formula (II); (b) reacting a polyhydroxybenzene compound of the formula (III) (HO) n —Ar   (III) wherein n and Ar are defined the same as the above, with the compound of formula (II) to form a compound of the following formula (IV) wherein n and Ar are defined the same as the above; and (c) oxidizing the compound of formula (IV) in the presence of water and ozone to form the compound of formula (I).

Claims (14)

1. A method for preparing a biphenylphosphonate compound of the following formula (I):

wherein n is 2 or 3; and Ar is a C 6 –C 16 aromatic group; comprising:

(a) reacting o-phenylphenol with phosphorus trichloride in the presence of zinc chloride catalyst to form 6-chloro-6H-dibenz [c,e][1,2] oxaphosphorin of the following formula (II);

(b) reacting a polyhydroxybenzene compound of the formula (III)

(HO) n —Ar  (III)

wherein n and Ar are defined the same as the above, with the compound of formula (II) to form a compound of the following formula (IV)

wherein n and Ar are defined the same as the above; and

(c) oxidizing the compound of formula (IV) in the presence of water and ozone to form the compound of formula (I).

2. The method according to claim 1 , wherein the Ar is selected from the group consisting of:

3. The method according to claim 1 , wherein the molar ratio of o-benzylphenol to phosphorous trichloride in step (a) is between 1:1 to 1:2.

4. The method according to claim 1 , wherein the molar ratio of the compound of formula (III) to the compound of formula (II) in step (b) is between 1:2 to 1:3.

5. The method according to claim 1 , wherein the molar ratio of water to the compound of formula (II) in step (c) is between 1:20 to 1:5.

6. The method according to claim 1 , wherein the reaction in step (a) is under a temperature between 30° C. to 200° C.

7. The method according to claim 1 , wherein the reaction in step (b) is under a temperature between 60° C. to 150° C.

Assignments (1)
CHANGE OF NAME Recorded Apr 17, 2015
From: CHUNG-SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY
To: NATIONAL CHUNG SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY
Reel/Frame 035453/0240 →