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

Patent metadata

Field	Value
Publication number	US-11879109-B2
Application number	US-202017760973-A
Country	US
Kind code	B2
Filing date	Sep 8, 2020
Priority date	Sep 18, 2019
Publication date	Jan 23, 2024
Grant date	Jan 23, 2024

Abstract

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

R 1 —R 2 —CH 2 —R 3 —CH 2 —R 4   (1)

(R 1 is an organic group having an alicyclic structure having 3 to 13 carbon atoms; R 2 is represented by the following formula (2), and a in the formula (2) is an integer of 1 to 3; R 3 is a perfluoropolyether chain; and R 4 is a terminal group having two or three polar groups, in which individual polar groups bond to different carbon atoms and the carbon atoms to which the polar groups bond are bonded to each other through a linking group having a carbon atom to which the polar groups do not bond.)

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   (1)

(in the formula (1), R 1 is an organic group having an alicyclic structure having 3 to 13 carbon atoms; R 2 is represented by the following formula (2), and a in the formula (2) is an integer of 1 to 3; R 3 is a perfluoropolyether chain; and R 4 is a terminal group having two or three polar groups, in which individual polar groups bond to different carbon atoms and the carbon atoms to which the polar groups bond are bonded to each other through a linking group having a carbon atom to which the polar groups do not bond).

2. The fluorine-containing ether compound according to claim 1 ,
wherein the alicyclic structure of R 1 is a saturated alicyclic structure.

3. The fluorine-containing ether compound according to claim 1 ,
wherein the alicyclic structure of R 1 is one selected from the group consisting of cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclononane, cyclodecane, cycloundecane, cyclododecane, cyclotridecane and adamantane.

4. The fluorine-containing ether compound according to Claim 1 ,
wherein any one of a carbon atom, an oxygen atom and a nitrogen atom included in R 1 is bonded to a carbon atom included in R 2 .

5. The fluorine-containing ether compound according to claim 1 ,
wherein the alicyclic structure of R 1 has a substituent, which is selected from a functional group selected from the group consisting of a hydroxyl group, an alkoxy group, an amide group, an amino group, a carbonyl group, a carboxyl group, a nitro group, a cyano group and a sulfo group, or an alkyl group having the functional group.

6. The fluorine-containing ether compound according to Claim 1 ,
wherein R 3 is any of the following formulae (3) to (5),
—CF 2 O—(CF 2 CF 2 O) b —(CF 2 O) c —CF 2 —  (3)

(b and c in the formula (3) indicate average degrees of polymerization and each independently represents 0 to 30; here, there is no case where b and c become 0 at the same time)
—CF(CF 3 )—(OCF(CF 3 )CF 2 ) d —OCF(CF 3 )—  (4)

(d in the formula (4) indicates an average degree of polymerization and represents 0.1 to 30)
—CF 2 CF 2 O—(CF 2 CF 2 CF 2 O) e —CF 2 CF 2 —  (5)

(e in the formula (5) indicates an average degree of polymerization and represents 0.1 to 30).

7. The fluorine-containing ether compound according to Claim 1 ,
wherein the polar group in R 4 is a hydroxyl group.

8. The fluorine-containing ether compound according to Claim 1 ,
wherein R 4 is a terminal group which is any of the following formulae (6) to (9)

(In the formula (6), f represents an integer of 1 or 2, and g represents an integer of 1 to 5)
(in the formula (7), h represents an integer of 2 to 5)
(in the formula (8), i represents an integer of 1 to 5)
(in the formula (9), j represents an integer of 1 or 2, and k represents an integer of 1 or 2).

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

10. The fluorine-containing ether compound according to Claim 1 ,
wherein the compound represented by the formula (1) is any of compounds represented by the following formulae (A) to (C), and (G) to (O)

(in the formula (A), ba and ca indicate average degrees of polymerization, ba represents 0 to 30, and ca represents 0 to 30; here, there is no case where ba and ca become 0 at the same time)
(in the formula (B), bb and cb indicate average degrees of polymerization, bb represents 0 to 30, and cb represents 0 to 30; here, there is no case where bb and cb become 0 at the same time)
(in the formula (C), bc and cc indicate average degrees of polymerization, bc represents 0 to 30, and cc represents 0 to 30; here, there is no case where bc and cc become 0 at the same time)

(in the formula (G), bg and cg indicate average degrees of polymerization, bg represents 0 to 30, and cg represents 0 to 30; here, there is no case where bg and cg become 0 at the same time)
(in the formula (H), bh and ch indicate average degrees of polymerization, bh represents 0 to 30, and ch represents 0 to 30; here, there is no case where bh and ch become 0 at the same time)
(in the formula (I), bi and ci indicate average degrees of polymerization, bi represents 0 to 30, and ci represents 0 to 30; here, there is no case where bi and ci become 0 at the same time)

(in the formula (J), bj and cj indicate average degrees of polymerization, bj represents 0 to 30, and cj represents 0 to 30; here, there is no case where bj and cj become 0 at the same time)
(in the formula (K), bk and ck indicate average degrees of polymerization, bk represents 0 to 30, and ck represents 0 to 30; here, there is no case where bk and ck become 0 at the same time)

(in the formula (L), bl and cl indicate average degrees of polymerization, bl represents 0 to 30, and cl represents 0 to 30; here, there is no case where bl and cl become 0 at the same time)
(in the formula (M), bm and cm indicate average degrees of polymerization, bm represents 0 to 30, and cm represents 0 to 30; here, there is no case where bm and cm become 0 at the same time)
(in the formula (N), bn indicates an average degree of polymerization, and bn represents 0.1 to 30)
(in the formula (0), eo indicates an average degree of polymerization, and eo represents 0.1 to 30).

11. The fluorine-containing ether compound according to Claim 1 ,
wherein the compound represented by the formula (1) is any of compounds represented by the following formulae (T) to (X)

(in the formula (T), bt and ct indicate average degrees of polymerization, bt represents 0 to 30, and ct represents 0 to 30; here, there is no case where bt and ct become 0 at the same time)
(in the formula (U), bu and cu indicate average degrees of polymerization, bu represents 0 to 30, and cu represents 0 to 30; here, there is no case where bu and cu become 0 at the same time)
(in the formula (V), by and cv indicate average degrees of polymerization, by represents 0 to 30, and cv represents 0 to 30; here, there is no case where by and cv become 0 at the same time)
(in the formula (W), bw and cw indicate average degrees of polymerization, bw represents 0 to 30, and cw represents 0 to 30; here, there is no case where bw and cw become 0 at the same time)
(in the formula (X), bx and cx indicate average degrees of polymerization, bx represents 0 to 30, and cx represents 0 to 30; here, there is no case where bx and cx become 0 at the same time).

12. A lubricant for a magnetic recording medium, comprising:
the fluorine-containing ether compound according to Claim 1 .

13. A magnetic recording medium comprising at least:
a magne

Assignees

• Showa Denko Kk
• Resonac Corp

Inventors

• ASANO Ayano

Classifications

• C10M107/38 Primary

  containing halogen · CPC title

• C08G65/007

  containing fluorine · CPC title

• C10M107/32

  Condensation polymers of aldehydes or ketones; Polyesters; Polyethers · CPC title

• G11B5/7257

  Perfluoropolyether lubricant · CPC title

• C08G2650/04

  End-capping · CPC title