IP Library Granted Patent US 11,180,457
Granted Patent B2
US 11,180,457 · App. 16/759,515 · Granted Nov 23, 2021

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

Inventors: Tsuyoshi Kato (Ichihara, JP); Daisuke Yagyu (Ichihara, JP); Naoya Fukumoto (Ichihara, JP); Yuta Yamaguchi (Kawasaki, JP); Masumi Kuritani (Tokyo, JP); Katsumi Murofushi (Ichihara, JP); Masaki Nanko (Ichihara, JP); Hiroyuki Tomita (Ichihara, JP)
Assignee: SHOWA DENKO K. K.
C07D231/12C07D277/24C07D333/16C10M107/24C10M107/38C10M107/40C10M107/46G11B5/725C10M2213/0606
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Quick Facts
Patent No.
US 11,180,457
App. No.
16/759,515
Granted
Nov 23, 2021
Kind
B2
Abstract

Provided is a fluorine-containing ether compound capable of forming a lubricant layer having excellent wear resistance even when the thickness is thin, and suitable as a material of a lubricant for a magnetic recording medium. The fluorine-containing ether compound is a compound represented by the following formula (1): R 1 —R 2 —CH 2 —R 3 —CH 2 —R 4 —R 5 ; wherein R 3 is a perfluoropolyether chain; R 1 is a terminal group bonded to R 2 ; R 5 is a terminal group bonded to R 4 ; R 1 is an alkenyl group or an alkynyl group; R 5 is a group containing a heterocyclic ring; R 2 is represented by the following formula (2); R 4 is represented by the following formula (3); and a in the formula (2) and b in the formula (3) are each independently an integer of 1 to 3.

Claims (28)

1. A fluorine-containing ether compound represented by the following formula (1),

R l —R 2 —CH 2 —R 3 —CH 2 —R 4 —R 5   (1)

wherein, in the formula (1), R 3 is a perfluoropolyether chain; R 1 is a terminal group bonded to R 2 ; R 5 is a terminal group bonded to R 4 ; R 1 is an alkenyl group or an alkynyl group; R 5 is a group containing a heterocyclic ring; R 2 is represented by the following formula (2); R 4 is represented by the following formula (3); and a in the formula (2) and b in the formula (3) are each independently an integer of 1 to 3

2. The fluorine-containing ether compound according to claim 1 , wherein R 1 in the formula (1) is an alkenyl group having 2 to 8 carbon atoms or an alkynyl group having 3 to 8 carbon atoms.

3. The fluorine-containing ether compound according to claim 1 , wherein R 1 in the formula (1) is at least one selected from the group consisting of an allyl group, a butenyl group, a pentenyl group and a propargyl group.

4. The fluorine-containing ether compound according to claim 1 , wherein R 5 in the formula (1) is at least one selected from the group consisting of a group containing a thiophene ring, a group containing a thiazole ring, and a group containing a pyrazole ring.

5. The fluorine-containing ether compound according to claim 1 , wherein R 3 in the formula (1) is any one of the following formulae (4) to (6),

—CF 2 O—(CF 2 CF 2 O) m —(CF 2 O) n —CF 2 —  (4)

wherein, in the formula (4), m and n represent an average degree of polymerization and each of them represents 0 to 30, and m or n is 0.1 or more.

—CF(CF 3 )—(OCF(CF 3 )CF 2 ) y —OCF(CF 3 )—  (5)

wherein, in the formula (5), y represents an average degree of polymerization and represents 0.1 to 30.

—CF 2 CF 2 O—(CF 2 CF 2 CF 2 O) z —CF 2 CF 2 —  (6)

wherein, in the formula (6), z represents an average degree of polymerization and represents 0.1 to 30.

6. The fluorine-containing ether compound according to claim 1 , wherein a number average molecular weight is in the range of 500 to 10,000.

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

8. A magnetic recording medium in which at least a magnetic layer, a protective layer, and a lubricant layer are sequentially provided on a substrate, wherein the lubricant layer contains the fluorine-containing ether compound according to claim 1 .

9. The magnetic recording medium according to claim 8 , wherein an average film thickness of the lubricant layer is 0.5 nm to 2 nm.

10. The fluorine-containing ether compound according to claim 1 , wherein the fluorine-containing ether compound is any one of compounds represented by the following formulae (A) to (J),

wherein, in the formula (A), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the fo niula (B), ni and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (C), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (D), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (E), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (F), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (G), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (H), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30,

wherein, in the formula (I), z represents an average degree of polymerization and z represents 1 to 30, and

wherein, in the formula (J), m and n represent the average degree of polymerization, m represents 1 to 30, and n represents 0 to 30.

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 Apr 27, 2020
From: KATO, TSUYOSHI; YAGYU, DAISUKE; FUKUMOTO, NAOYA; YAMAGUCHI, YUTA; KURITANI, MASUMI; MUROFUSHI, KATSUMI; NANKO, MASAKI; TOMITA, HIROYUKI
To: SHOWA DENKO K. K.
Reel/Frame 052502/0943 →