IP Library Granted Patent US 11,332,686
Granted Patent B2
US 11,332,686 · App. 16/470,713 · Granted May 17, 2022

Fluorine-containing ether compound, lubricant for magnetic recording medium and magnetic recording medium

Inventors: Naoya Fukumoto (Ichihara, JP); Yuta Yamaguchi (Kawasaki, JP); Naoko Ito (Tokyo, JP); Katsumi Murofushi (Ichihara, JP)
Assignee: SHOWA DENKO K.K.
C10M107/38C08G65/331G11B5/725C10M2213/0606C10N2040/18
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Quick Facts
Patent No.
US 11,332,686
App. No.
16/470,713
Granted
May 17, 2022
Kind
B2
Abstract

A fluorine-containing ether compound represented by formula (1) shown below. R 4 —CH 2 —R 3 —CH 2 —R 2 —CH 2 —R 1 —CH 2 —R 2 —CH 2 —R 3 —CH 2 —R 4   (1) (In formula (1), R 1 and R 3 represent different perfluoropolyether chains, R 2 represents a linking group containing one or more polar groups, and R 4 represents a terminal group containing two or more polar groups.)

Claims (39)

1. A fluorine-containing ether compound represented by a formula (1) shown below:

R 4 —CH 2 —R 3 —CH 2 —R 2 —CH 2 —R 1 —CH 2 —R 2 —CH 2 —R 3 —CH 2 —R 4   (1)

(wherein and R 3 represent different perfluoropolyether chains, R 2 is represented by a formula (6) shown below, and R 4 is a terminal group represented by one of formulas (2-2) to (2-5) shown below)

(wherein in formula (6), w represents an integer of 1),

(wherein in formula (2-2), p represents an integer of 1 to 5),

(wherein in formula (2-3), s represents an integer of 2 to 5),

(wherein in formula (2-4), t represents an integer of 1 to 5),

(wherein in formula (2-5), q represents an integer of 2 to 5).

2. The fluorine-containing ether compound according to claim 1 , wherein R′ in the formula (1) is a group represented by one of formulas (3-1), (3-2), (4) and (5) shown below:

(wherein in formula (3-1), m represents an integer of 1 to 20, and n represents an integer of 1 to 10),

—CF 2 —O—(CF 2 CF 2 O) g —CF 2 —  (3-2)

(wherein in formula (3-2), g represents an integer of 1 to 20),

(wherein in formula (4), u represents an integer of 1 to 30),

(wherein in formula (5), v represents an integer of 1 to 30).

3. The fluorine-containing ether compound according to claim 1 , wherein the compound represented by the formula (1) is represented by a formula (E) shown below, and Rf in the formula (E) shown below is represented by a formula (RF) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7).

4. The fluorine-containing ether compound according to claim 1 , wherein the compound represented by the formula (1) is represented by a formula (F) shown below, and Rf in the formula (F) shown below is represented by a formula (RF) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7).

5. The fluorine-containing ether compound according to claim 1 , wherein the compound represented by the formula (1) is represented by a formula (H) shown below, and Rf in the formula (H) shown below is represented by a formula (RF) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7).

6. The fluorine-containing ether compound according to claim 1 , wherein the compound represented by the formula (1) is represented by a formula (I) shown below, and Rf in the formula (I) shown below is represented by a formula (RF) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7).

7. The fluorine-containing ether compound according to claim 1 , wherein a number average molecular weight thereof is within a range from 1,000 to 10,000.

8. A lubricant for a magnetic recording medium comprising the fluorine-containing ether compound according to claim 1 .

9. A magnetic recording medium comprising at least a magnetic layer, a protective layer and a lubricant layer provided sequentially on a substrate, wherein the lubricant layer comprises the fluorine-containing ether compound according to claim 1 .

10. The magnetic recording medium according to claim 9 , wherein an average thickness of the lubricant layer is from 0.5 nm to 3 nm.

11. A fluorine-containing ether compound represented by a formula (1) shown below:

R 4 —CH 2 —R 3 —CH 2 —R 2 —CH 2 —R 1 —CH 2 —R 2 —CH 2 —R 3 —CH 2 —R 4   (1)

(wherein R 1 and R 3 represent different perfluoropolyether chains, R 1 is represented by a formula (RF-2) shown below or a formula (RF-3) shown below, R 2 represents a linking group containing one or more polar groups, and R 4 represents a terminal group containing two or more polar groups),

—CF 2 —O—(CF 2 CF 2 O) d —CF 2 —  (RF-2)

(wherein in formula (RF-2), d represents an integer of 1 to 12),

—CF 2 —O—(CF 2 CF 2 O) e —(CF 2 O) f —CF 2 —  (RF-3)

(wherein in formula (RF-3), e represents an integer of 1 to 20, and f represents an integer of 1 to 10).

12. The fluorine-containing ether compound according to claim 11 , wherein the compound represented by the formula (1) is represented by a formula (C) shown below, and Rf in the formula (C) shown below is represented by a formula (RF) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7).

13. The fluorine-containing ether compound according to claim 11 , wherein the compound represented by the formula (1) is represented by a formula (K) shown below, and in the formula (K) shown below, Rf is represented by a formula (RF) shown below, and Rf 1 is represented by a formula (RF-1) shown below:

(wherein in formula (RF), x represents an integer of 1 to 7, and y represents an integer of 1 to 7, and in formula (RF-1), z represents an integer of 1 to 10).

14. A lubricant for a magnetic recording medium comprising the fluorine-containing ether compound according to claim 11 .

15. A magnetic recording medium comprising at least a magnetic layer, a protective layer and a lubricant layer provided sequentially on a substrate, wherein the lubricant layer comprises the fluorine-containing ether compound according to claim 11 .

Assignments (3)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Jun 23, 2023
From: SHOWA DENKO K.K.
To: RESONAC CORPORATION
Reel/Frame 064082/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2019
From: FUKUMOTO, NAOYA; YAMAGUCHI, YUTA; ITO, NAOKO; MUROFUSHI, KATSUMI
To: SHOWA DENKO K.K.
Reel/Frame 049506/0062 →