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

Patent metadata

Field	Value
Publication number	US-12100434-B2
Application number	US-202117797177-A
Country	US
Kind code	B2
Filing date	Feb 2, 2021
Priority date	Feb 7, 2020
Publication date	Sep 24, 2024
Grant date	Sep 24, 2024

Abstract

A fluorine-containing ether compound represented by a formula (1) shown below.R1—(O(CH2)a)b-[A]-[B]—O—CH2—R2—CH2—R3  (1)(In the formula (1), R1 is an alkyl group which may have a substituent, or an organic group having at least one double bond or triple bond. Further, a represents an integer of 2 to 4, and b is 0 or 1. [A] is represented by a formula (2): —(OCH2CH(OH)CH2)c— (wherein c is 1 or 2). [B] is represented by a formula (3): —(O(CH2)eCH(OH)CH2)d— (wherein d is 0 or 1, and e represents an integer of 2 to 4). However, the sum of c in the formula (2) and d in the formula (3) is 2. R2 is a perfluoropolyether chain. R3 is represented by a formula (4): —(OCH2CH(OH)CH2)2—O—CH2(CH2)fOH (wherein f represents an integer of 2 to 5).

First claim

What is claimed is:

1. A fluorine-containing ether compound represented by a formula (1) shown below:
R 1 —(O(CH 2 ) a ) b -[A]-[B]—O—CH 2 —R 2 —CH 2 —R 3   (1)

wherein in the formula (1), R 1 is an alkyl group which may have a substituent, or an organic group having at least one double bond or triple bond, a represents an integer of 2 to 4, b represents 0 or 1, [A] is represented by a formula (2) shown below, wherein c in the formula (2) is 1 or 2, [B] is represented by a formula (3) shown below, wherein d in the formula (3) is 0 or 1, and e represents an integer of 2 to 4, provided that a sum of c in the formula (2) and d in the formula (3) is 2, R 2 is a perfluoropolyether chain, R 3 is represented by a formula (4) shown below, and f in the formula (4) represents an integer of 2 to 5.

2. The fluorine-containing ether compound according to claim 1 , wherein the fluorine-containing ether compound has a number average molecular weight within a range from 1,000 to 2,300.

3. The fluorine-containing ether compound according to claim 1 , wherein R 1 in the formula (1) is an alkyl group of 1 to 6 carbon atoms.

4. The fluorine-containing ether compound according to claim 1 ,
wherein R 1 in the formula (1) is an alkyl group of 1 to 6 carbon atoms that has a substituent, and
the substituent is a fluoro group or a cyano group.

5. The fluorine-containing ether compound according to claim 1 , wherein R 1 in the formula (1) is any one of an organic group of 6 to 12 carbon atoms containing an aromatic hydrocarbon, an organic group of 3 to 10 carbon atoms containing an aromatic heterocycle, an alkenyl group of 2 to 8 carbon atoms, and an alkynyl group of 3 to 8 carbon atoms.

6. The fluorine-containing ether compound according to claim 1 , wherein R 1 in the formula (1) is one group selected from a group consisting of a methyl group, ethyl group, n-propyl group, isopropyl group, 2,2,2-trifluoroethyl group, 2,2,3,3,3-pentafluoropropyl group, 2,2,2,2,2,2-hexafluoroisopropyl group, 2-cyanoethyl group, 3-cyanopropyl group, 4-cyanobutyl group, phenyl group, methoxyphenyl group, cyanophenyl group, phenethyl group, thienylethyl group, N-methylpyrazolylmethyl group, allyl group, 3-butenyl group, 4-pentenyl group, propargyl group, 3-butynyl group, and 4-pentynyl group.

7. The fluorine-containing ether compound according to claim 1 ,
wherein R 2 in the formula (1) is represented by one of formula (5) to (8) shown below:
—CF 2 O—(CF 2 CF 2 O) g —(CF 2 O) h —CF 2 —  (5)

in the formula (5), g and h indicate average polymerization degrees, wherein g represents a number from 3 to 8, and h represents a number from 3 to 8,
—CF 2 O—(CF 2 CF 2 O) i —CF 2 —  (6)

in the formula (6), i indicates an average polymerization degree, and represents a number from 5 to 13,
—CF 2 CF 2 O—(CF 2 CF 2 CF 2 O) j —CF 2 CF 2 —  (7)

in the formula (7), j indicates an average polymerization degree, and represents a number from 3 to 8, and
—CF(CF 3 )—(OCF(CF 3 )CF 2 ) k —OCF(CF 3 )—  (8)

in the formula (8), k indicates an average polymerization degree, and represents a number from 3 to 8.

8. The fluorine-containing ether compound according to claim 1 , wherein the compound represented by the formula (1) is a compound represented by one of formulas (A1) to (A3), (B1) to (B3), (L1) and (M1) shown below:

in the formula (A1), ma1 and na1 indicate average polymerization degrees, wherein ma1 represents a number from 3 to 8, and na1 represents a number from 3 to 8,
in the formula (A2), na2 indicates an average polymerization degree, and represents a number from 5 to 13,
in the formula (A3), na3 indicates an average polymerization degree, and represents a number from 3 to 8,
in the formula (B1), mb1 and nb1 indicate average polymerization degrees, wherein mb1 represents a number from 3 to 8, and nb1 represents a number from 3 to 8,
in the formula (B2), nb2 indicates an average polymerization degree, and represents a number from 5 to 13,
in the formula (B3), nb3 indicates an average polymerization degree, and represents a number from 3 to 8,
in the formula (L1), ml1 and nl1 indicate average polymerization degrees, wherein ml1 represents a number from 3 to 8, and nl1 represents a number from 3 to 8, and
in the formula (M1), mm1 and nm1 indicate average polymerization degrees, wherein mm1 represents a number from 3 to 8, and nm1 represents a number from 3 to 8.

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

10. 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 contains the fluorine-containing ether compound according to claim 1 .

11. The magnetic recording medium according to claim 10 , wherein an average thickness of the lubricant layer is within a range from 0.5 nm to 2.0 nm.

Assignees

• Resonac Corp

Inventors

• Yagyu Daisuke
• Kato Tsuyoshi
• ASANO Ayano
• SHIBATA Natsumi
• Fukumoto Naoya

Classifications

• C10N2040/18

  in connection with recordings on magnetic tape or disc · CPC title

• C10N2020/04

  Molecular weight; Molecular weight distribution · CPC title

• C10M2219/102

  containing sulfur and carbon only in the ring · CPC title

• C10M2215/305

  used as base material · CPC title

• C10M2211/0425

  used as base material · CPC title