# US 7,408,019 B2 · Fluorinated ether compound

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- Number: US 7,408,019 B2
- Document ID: US7408019B2
- Status: Granted
- Kind: B2
- Application number: 11/410,896
- Filed: 2006-04-26
- Published: 2006-09-07
- Granted: 2008-08-05
- Earliest claimed: 2003-10-31
- Assignees: Asahi Glass Company, Limited
- Inventors: Masao Iwaya; Kazuya Oharu; Hirokazu Takagi; Hidekazu Okamoto
- Web page: https://patentgrep.com/patent/US7408019B2

## CPC

- C09K 5/00: Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

A novel fluorinated ether compound useful as an inert medium is provided. The compound is represented by the following formula (1) such as the compound represented by the following formula (1a) or the compound represented by the following formula (1b): RF1OCFRF2CFRF2ORF1 (1) F(CF2)4OCF(CF3)CF(CF3)O(CF2)4F (1a) F(CF2)6OCF(CF3)CF(CF3)O(CF2)6F (1b) wherein the symbols have the following meanings: RF1 is a C4-7 linear perfluoroalkyl group; and RF2 is a fluorine atom or a trifluoromethyl group.

## Claims

### Claim 1

A compound represented by the following formula (1):
RF1OCFRF2CFRF2ORF1 (1)
wherein the symbols have the following meanings:
RF1 is a C4-7 linear perfluoroalkyl group; and
RF2 is a trifluoromethyl group.

### Claim 2 (depends on 1)

The compound according to claim 1, which is represented by the following formula (1a) or the following formula (1b):
F(CF2)4OCF(CF3)CF(CF3)O(CF2)4F (1a)
F(CF2)6OCF(CF3)CF(CF3)O(CF2)6F (1b).

### Claim 3

A method for producing a compound represented by the following formula (1), comprising subjecting two molecules of a compound represented by the following formula (4) to a coupling reaction, or subjecting two molecules of at least one compound selected from the group consisting of a compound represented by the following formula (5) and a compound represented by the following formula (6), to a coupling reaction:
RF1OCFRF2COF (4)
RF1OCFRF2COOH (5)
RF1OCFRF2COOM (6)
RF1OCFRF2 CFRF2ORF1 (1)
wherein the symbols have the following meanings:
RF1 is a C4-7 linear perfluoroalkyl group;
RF2 is a fluorine atom or a trifluoromethyl group; and
M is an alkali metal atom.

### Claim 4 (depends on 3)

The method according to claim 3, wherein two molecules of the compound represented by the formula (4) are subjected to a coupling reaction by an optical coupling reaction.

### Claim 5 (depends on 3)

The method according to claim 3, wherein two molecules of at least one compound selected from the group consisting of the compound represented by the formula (5) and the compound represented by the formula (6), are subjected to a coupling reaction by an electrolytic coupling reaction.

### Claim 6 (depends on 3)

The method according to claim 3, wherein RF1 is F(CF2)4— or F(CF2)6—, and RF2 is a trifluoromethyl group.

### Claim 7 (depends on 1)

An inert cooling medium comprising the compound as defined in claim 1.

### Claim 8 (depends on 1)

A method for producing a compound as defined in claim 1, comprising subjecting two molecules of a compound represented by the following formula (4) to a coupling reaction, or subjecting two molecules of at least one compound selected from the group consisting of a compound represented by the following formula (5) and a compound represented by the following formula (6), to a coupling reaction:
RF1OCFRF2COF (4)
RF1OCFRF2COOH (5)
RF1OCFRF2COOM (6)
RF1OCFRF2 CFRF2ORF1 (1)
wherein the symbols have the following meanings:
RF1 is a C4-7 linear perfluoroalkyl group;
RF2 is a fluorine atom or a trifluoromethyl group; and
M is an alkali metal atom.

### Claim 9 (depends on 8)

The method according to claim 8, wherein two molecules of the compound represented by the formula (4) are subjected to a coupling reaction by an optical coupling reaction.

### Claim 10 (depends on 8)

The method according to claim 8, wherein two molecules of at least one compound selected from the group consisting of the compound represented by the formula (5) and the compound represented by the formula (6), are subjected to a coupling reaction by an electrolytic coupling reaction.

### Claim 11 (depends on 8)

The method according to claim 8, wherein RF1 is F(CF2)4— or F(CF2)6.