IP Library Granted Patent US 7,544,846
Granted Patent B1
US 7,544,846 · App. 12/219,789 · Granted Jun 9, 2009

Method for producing 1,4-bis(difluoromethyl)tetrafluorobenzene

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Quick Facts
Patent No.
US 7,544,846
App. No.
12/219,789
Granted
Jun 9, 2009
Kind
B1
Abstract

A method for producing 1,4-bis(difluoromethyl)tetrafluorobenzene is disclosed, which has the following steps: (a) mixing 1,4-bis(dichloromethyl)tetrafluorobenzene, a catalyst, an aprotic polar solvent, and an alkali metal fluoride to form a reaction mixture; (b) heating the reaction mixture; and (c) purifying the resultant to obtain 1,4-bis(difluoromethyl)tetrafluorobenzene.

Claims (19)

1. A method for producing 1,4-bis(difluoromethyl)tetrafluorobenzene, comprising the following steps:

(a) mixing 1,4-bis(dichloromethyl)tetrafluorobenzene, a catalyst, an aprotic polar solvent, and an alkali metal fluoride to form a reaction mixture;

(b) heating the reaction mixture to perform a reaction; and

(c) purifying the reaction mixture to obtain 1,4-bis(difluoromethyl)tetrafluorobenzene.

2. The method as claimed in claim 1 , wherein the step (a) comprises the following steps:

(a1) mixing 1,4-bis(dichloromethyl)tetrafluorobenzene, a catalyst, and an aprotic polar solvent in a reactor to form a mixture;

(a2) heating the mixture until the 1,4-bis(dichloromethyl)tetrafluorobenzene dissolves; and

(a3) adding an alkali metal fluoride to the mixture to form the reaction mixture.

3. The method as claimed in claim 1 , wherein the reaction time of the step (b) is in the range of from 1 to 48 hours.

4. The method as claimed in claim 1 , wherein the reaction temperature of the step (b) is in the range of from 40 to 160° C.

5. The method as claimed in claim 1 , wherein the catalyst is at least one selected from the group consisting of quaternary ammonium salt, quaternary phosphonium salt, and crown ether.

6. The method as claimed in claim 5 , wherein the quaternary ammonium salt is tetramethyl ammonium chloride.

7. The method as claimed in claim 5 , wherein the quaternary phosphonium salt is tetraphenylphosphonium bromide.

8. The method as claimed in claim 5 , wherein the crown ether is 18-crown-6-ether.

9. The method as claimed in claim 1 , wherein the aprotic polar solvent is acetonitrile, sulpholane, or N,N-dimethylformamide.

10. The method as claimed in claim 1 , wherein the alkali metal fluoride is KF or CsF.

11. The method as claimed in claim 1 , wherein the mole number of the alkali metal fluoride is in the range of from 1-fold to 16-fold greater than that of 1,4-bis(dichloromethyl)tetrafluorobenzene.

12. The method as claimed in claim 1 , wherein the amount of the catalyst is in the range of from 1 to 40% wt based on 1,4-bis(dichloromethyl)tetrafluorobenzene.

13. The method as claimed in claim 1 , wherein purifying in the step (c) is to filtrate, extract, distil, and sublimate the reaction mixture.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2016
From: YUAN-SHIN MATERIALS TECHNOLOGY CORP.; NATIONAL CHUNG-SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY
To: NATIONAL CHUNG-SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY
Reel/Frame 039791/0090 →
CHANGE OF NAME Recorded Apr 17, 2015
From: CHUNG-SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY, ARMAMENTS BUREAU, M.N.D.
To: NATIONAL CHUNG SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY
Reel/Frame 035453/0341 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2008
From: LIN, CHUN-HSU; TU, CHAC-CHOU; HO, CHAN-YUAN; CHOU, CHUAN-YU; OU, WEI-HSIUNG; WANG, SHIEH-JUN
To: YUAN-SHIN MATERIALS TECHNOLOGY CORP.; CHUNG-SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY.ARMAMENTS BUREAU, M.N.D.
Reel/Frame 021356/0832 →