IP Library Granted Patent US 11,427,779
Granted Patent B2
US 11,427,779 · App. 16/480,483 · Granted Aug 30, 2022

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

Inventors: Yuta Yamaguchi (Kawasaki, JP); Daisuke Yagyu (Ichihara, JP); Naoya Fukumoto (Ichihara, JP); Shoko Uetake (Ichihara, JP); Tsuyoshi Kato (Ichihara, JP); Hiroyuki Tomita (Ichihara, JP); Ryuuta Miyasaka (Ichihara, JP); Katsumi Murofushi (Ichihara, JP)
Assignee: SHOWA DENKO K.K.
C10M107/46C07D213/68C07D231/12C07D277/24C07D333/16C07D409/12C08G65/3344C08G65/3348C08G65/33396C10M107/44G11B5/7257G11B5/7266G11B5/7268C10M2217/065C10M2221/0405C10N2040/18
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Quick Facts
Patent No.
US 11,427,779
App. No.
16/480,483
Granted
Aug 30, 2022
Kind
B2
Abstract

A fluorine-containing ether compound represented by Formula (1) is provided. R 1 —R 2 —CH 2 —R 3 —CH 2 —R 4 —R 5   (1) (In Formula (1), R 1 and R 5 each represents a group having a heterocyclic ring and may be the same as or different from each other, R 2 and R 4 each represents a divalent linking group having a polar group and play be the same as or different from each other, and R 3 represents a perfluoropolyether chain.)

Claims (63)

1. A fluorine-containing ether compound represented by Formula (1)

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

(in Formula (1), R 1 and R 5 each represents a group having a heterocyclic ring, wherein the heterocyclic ring is at least a pyrazole ring, a thiophene ring, a thiazole ring, or a pyridine ring, R 1 and R 5 may be the same as or different from each other, R 2 and R 4 are each represented by Formula (2-1) or (2-2), and R 3 represents a perfluoropolyether chain)

—(O—CH 2 CH(OH)CH 2 ) a —O—  (2-1)

(in Formula (2-1), a represents an integer selected from 1 to 3)

—(O—CH 2 CH(CH 2 OH)CH 2 ) b —O—  (2-2)

(in Formula (2-2), b represents an integer selected from 1 to 3).

2. The fluorine-containing ether compound according to claim 1 , wherein R 3 is represented by any of Formulas (3) to (5)

—CF 2 —(OCF 2 CF 2 ) c —(OCF 2 ) d —OCF 2 —  (3)

(in Formula (3), c and d each represents 0 to 20, where c or d is 0.1 or more)

—CF(CF 3 )—(OCF(CF 3 )CF 2 ) e —OCF(CF 3 )—  (4)

(in Formula (4), e represents 0.1 to 20)

—CF 2 CF 2 —(OCF 2 CF 2 CF 2 ) f —OCF 2 CF 2 —  (5)

(in Formula (5), f represents 0.1 to 20).

3. The fluorine-containing ether compound according to claim 1 , wherein a number-average molecular weight is within a range of 500 to 10000.

4. A lubricant for a magnetic recording medium, comprising:

the fluorine-containing ether compound according to claim 1 .

5. A magnetic recording medium, comprising:

a substrate; and

at least a magnetic layer, a protective layer, and a lubricating layer sequentially provided on the substrate,

wherein the lubricating layer includes the fluorine-containing ether compound according to claim 1 .

6. The magnetic recording medium according to claim 5 ,

wherein an average film thickness of the lubricating layer is 0.5 nm to 2 nm.

7. The fluorine-containing ether compound according to claim 1 , wherein R 1 and R 5 in Formula (1) are each represented by one selected from Formulas (6) to (9)

Z—  (6)

(in Formula (6), Z represents a heterocyclic ring which may have a substituent),

Z—O—(CH 2 ) g —  (7)

(in Formula (7), Z represents a heterocyclic ring which may have a substituent, and g represents an integer selected from 1to 3)

Z—(CH 2 ) h —  (8)

(in Formula (8), Z represents a heterocyclic ring which may have a substituent, and h represents an integer selected from 1 to 3)

Z—(CH 2 ) i —O—(CH 2 ) j —  (9)

(in Formula (9), Z represents a heterocyclic ring which may have a substituent, and i and j each represents an integer selected from 1 to 3),

wherein the heterocyclic ring is at least a pyrazole ring, a thiophene ring, a thiazole ring, or a pyridine ring.

8. The fluorine-containing ether compound according to claim 1 , which is a compound selected from compounds represented by Formulas (A) to (F) and (I) to (L)

(in Formula (A), q and r each represents 0.1 to 20)

(in Formula (B), k and m each represents 0.1 to 20)

(in Formula (C), n and p each represents 0.1 to 20)

(in Formula (D), s and t each represents 0.1 to 20)

(in Formula (E), u and v each represents 0.1 to 20)

(in Formula (F), w and x each represents 0.1 to 20)

(in Formula (I), cc and dd each represents 0.1 to 20)

(in Formula (J), ee and ff each represents 0.1 to 20)

(in Formula (K), gg represents 0.1 to 20)

(in Formula (L), hh represents 0.1 to 20).

9. The fluorine-containing ether compound according to claim 1 , wherein R 2 and R 4 in Formula (1) are each represented by Formula (2-1).

10. The fluorine-containing ether compound according to claim 1 , wherein R 2 and R 4 in Formula (1) are each represented by Formula (2-2).

11. The fluorine-containing ether compound according to claim 1 ,

wherein R 3 is represented by any of Formulas (3) to (5), and R 1 and R 5 in Formula (1) are each represented by one selected from Formulas (6) to (9)

—CF 2 —(OCF 2 CF 2 ) c —(OCF 2 ) d —OCF 2 —  (3)

(in Formula (3), c and d each represents 0 to 20, where c or d is 0.1 or more)

—CF(CF 3 )—(OCF(CF 3 )CF 2 ) e —OCF(CF 3 )—  (4)

(in Formula (4), e represents 0.1 to 20)

—CF 2 CF 2 —(OCF 2 CF 2 CF 2 ) f —OCF 2 CF 2 —  (5)

(in Formula (5), f represents 0.1 to 20)

Z—  (6)

(in Formula (6), Z represents a heterocyclic ring which may have a substituent)

Z—O—(CH 2 ) g —  (7)

(in Formula (7), Z represents a heterocyclic ring which may have a substituent, and g represents an integer selected from 1 to 3)

Z—(CH 2 ) h —  (8)

(in Formula (8), Z represents a heterocyclic ring which may have a substituent, and h represents an integer selected from 1 to 3)

Z—(CH 2 ) i —O—(CH 2 ) j —  (9)

(in Formula (9), Z represents a heterocyclic ring which may have a substituent, and i and j each represents an integer selected from 1 to 3),

wherein the heterocyclic ring is at least a pyrazole ring, a thiophene ring, a thiazole ring, or a pyridine ring.

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 Jul 24, 2019
From: YAMAGUCHI, YUTA; YAGYU, DAISUKE; FUKUMOTO, NAOYA; UETAKE, SHOKO; KATO, TSUYOSHI; TOMITA, HIROYUKI; MIYASAKA, RYUUTA; MUROFUSHI, KATSUMI
To: SHOWA DENKO K.K.
Reel/Frame 049851/0384 →
Priority Claims (1)
JP JP2017-012344 · Jan 26, 2017 · national
Continuity (1)
Related Publication 20190382676A1 · Dec 19, 2019
Cited By (1)
US 12,338,407