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

Patent metadata

Field	Value
Publication number	US-11639330-B2
Application number	US-201816640132-A
Country	US
Kind code	B2
Filing date	Jul 30, 2018
Priority date	Aug 21, 2017
Publication date	May 2, 2023
Grant date	May 2, 2023

Abstract

Provided is a fluorine-containing ether compound that can be suitably used as a material for a lubricant for a magnetic recording medium, capable of forming a lubricant layer having excellent chemical substance resistance and wear resistance even when the thickness is small. A fluorine-containing ether compound represented by the following formula (1):R1—R2—CH2—R3—CH2—R4—R5  (1)In the formula (1), R3 is a perfluoropolyether chain. R2 and R4 are divalent linkage groups having a polar group, and may be the same or different. R1 and R5 are terminal groups bonded to R2 or R4, which may be the same or different, and at least one of R1 and R5 is an organic group having 1 to 8 carbon atoms wherein one or more hydrogen atoms of the organic group is substituted with a cyano group.

First claim

The invention claimed is:

1. A fluorine-containing ether compound represented by the following formula (1),
R 1 —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 2 and R 4 are divalent linkage groups represented by the following formula (2-1) and may be the same or different; R 1 and R 5 are terminal groups bonded to R 2 or R 4 and may be the same or different; and at least one of R 1 and R 5 is an organic group having 1 to 8 carbon atoms wherein one or more hydrogen atoms of the organic group is substituted with a cyano group,
—(X—CH 2 CH(OH)CH 2 ) a —X—  (2-1)

wherein in the formula (2-1), a represents an integer of 1 to 3, X represents an oxygen atom or CH 2 , and two X may be the same or different.

2. The fluorine-containing ether compound according to claim 1 , wherein the organic group is a phenyl group or an alkyl group having 1 to 5 carbon atoms.

3. The fluorine-containing ether compound according to claim 1 , wherein a in the formula (2-1) is 1 or 2, and each X is an oxygen atom.

4. The fluorinated ether compound according to claim 1 , wherein R 3 in the formula (1) is any one of the following formulas (3) to (5),
—CF 2 O—(CF 2 CF 2 O) c —(CF 2 O) d —CF 2 —  (3)

wherein c and d in the formula (3) represent an average degree of polymerization and each represents 0 to 20, and c or d is 0.1 or more;
—CF(CF 3 )—(OCF(CF 3 )CF 2 ) e —OCF(CF 3 )—  (4)

wherein in formula (4), e represents an average degree of polymerization and represents 0.1 to 20; and
—CF 2 CF 2 —(OCF 2 CF 2 CF 2 ) f —OCF 2 CF 2 —  (5)

wherein in the formula (5) f represents an average degree of polymerization and represents 0.1 to 20.

5. The fluorine-containing ether compound according to claim 1 , wherein R 1 and R 5 in the formula (1) are the same, and R 2 and R 4 are the same.

6. The fluorine-containing ether compound according to claim 5 , wherein R 1 and R 5 in the formula (1) are alkyl groups having 1 to 5 carbon atoms wherein the alkyl groups are substituted with at least one cyano group.

7. The fluorine-containing ether compound according to claim 1 , wherein R 1 and R 5 in the formula (1) are different, and one of R 1 and R 5 is a phenyl group substituted with at least one cyano group or an alkyl group having 1 to 5 carbon atoms substituted with at least one cyano group, and the other of R 1 and R 5 is an organic group having at least one selected from the group consisting of an aromatic ring, a heterocyclic ring, an alkenyl group, an alkynyl group and a hydroxy group.

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

9. A lubricant for magnetic recording media, comprising the fluorine-containing ether compound according to claim 1 .

10. 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 .

11. The magnetic recording medium according to claim 10 , wherein an average film thickness of the lubricant layer is 0.5 nm to 2 nm.

Assignees

• Showa Denko Kk

Inventors

• Nanko Masaki
• Fukumoto Naoya
• Yagyu Daisuke
• Yamaguchi Yuta
• Kato Tsuyoshi
• Tomita Hiroyuki
• Murofushi Katsumi
• NISHIZAWA Shohei

Classifications

• G11B5/7257 Primary

  Perfluoropolyether lubricant · CPC title

• C07D333/16

  by oxygen atoms · CPC title

• C07C255/13 Primary

  containing cyano groups and etherified hydroxy groups bound to the carbon skeleton · CPC title

• C10M2213/0606

  used as base material · CPC title

• C07C255/17

  containing cyano groups and doubly-bound oxygen atoms bound to the same acyclic carbon skeleton · CPC title