Acrylic compound containing perfluoropolyether group and composition comprising the same

Patent metadata

Field	Value
Publication number	US-2024279163-A1
Application number	US-202418425912-A
Country	US
Kind code	A1
Filing date	Jan 29, 2024
Priority date	Feb 6, 2023
Publication date	Aug 22, 2024
Grant date	—

Abstract

A compound has a central structural unit of two arylene skeletons linked by a carbodiimide group wherein a perfluoropolyether group is bonded to one end and a multifunctional (meth)acryloyl group is bonded to the other end via urethane bonds. The compound can impart good initial contact angle and wear resistance while being soluble in commonly used solvents. Thus, the compound may be useful in a coating agent as an additive for securing initial contact angle and wear resistance.

First claim

1 . A compound represented by the following formula (I):

wherein,
Z is C 1 -C 16 alkyl unsubstituted or substituted with fluorine;
Y represents —(OC 4 F 8 ) a —(OC 3 F 6 ) b —(OC 2 F 4 ) c —(OCF 2 ) d —, wherein a, b, c, and d are each independently an integer from 0 to 200, and the sum of a, b, c, and d is 5 or more;
W represents

Ar 1 and Ar 2 are each independently arylene unsubstituted or substituted with C 1 -C 4 alkyl, C 1 -C 4 alkoxy, hydroxyl, or halogen;
X 1 to X 3 are each independently absent, or C 1 -C 4 alkylene unsubstituted or substituted with oxygen, sulfur, sulfonyl, or C 1 -C 4 haloalkyl;
A is (meth)acryloyloxy; and
n and m are each independently 0 or 1.

2 . The compound according to claim 1 , wherein Ar 1 and Ar 2 are each independently phenylene unsubstituted or substituted with C 1 -C 4 alkyl.

3 . The compound according to claim 1 , wherein X 1 to X 3 are each independently be absent, or C 1 -C 4 alkylene unsubstituted or substituted with C 1 -C 4 haloalkyl.

4 . The compound according to claim 1 , wherein the compound is represented by any one of the following formulas (I-1) to (I-4):

wherein,
Z is C 1 -C 16 alkyl unsubstituted or substituted with fluorine; and
Y represents —(OC 4 F 8 ) a —(OC 3 F 6 ) b —(OC 2 F 4 ) c —(OCF 2 ) d —, wherein a, b, c, and d are each independently an integer from 0 to 200, and the sum of a, b, c, and d is 5 or more.

5 . A hard coating composition comprising the compound according to claim 1 .

6 . The hard coating composition according to claim 5 , wherein the compound according to claim 1 is included in an amount of 2.5 to 10 wt % based on 100 wt % of the total hard coating composition.

7 . The hard coating composition according to claim 5 , further comprising a light-transmitting resin, a photoinitiator, and a solvent.

8 . A hard coating film formed using the hard coating composition according to claim 5 .

9 . An image display device having the hard coating film according to claim 8 .

10 . A window of a flexible display having the hard coating film according to claim 8 .

11 . A polarizing plate having the hard coating film according to claim 8 .

12 . A touch sensor having the hard coating film according to claim 8 .

13 . A composition for forming a low reflective layer comprising the compound according to claim 1 .

14 . The composition for forming a low reflective layer according to claim 13 , wherein the compound according to claim 1 is included in an amount of 2.5 to 10 wt % based on 100 wt % of the total composition for forming a low reflective layer.

15 . The composition for forming a low reflective layer according to claim 13 , further comprising a light-transmitting resin, particulates having voids, a photoinitiator, and a solvent.

16 . A coating film formed using the composition for forming a low reflective layer according to claim 13 .

17 . An image display device having the coating film according to claim 16 .

Assignees

• Dongwoo Fine Chem Co Ltd

Inventors

• Kim Siae
• Park Min Kyu
• JUNG Kyoungmoon
• Choi Yoonseok

Classifications

• C09D175/16

  having terminal carbon-to-carbon unsaturated bonds · CPC title

• C08G18/5015

  having fluorine atoms · CPC title

• C08G18/673

  containing two or more acrylate or alkylacrylate ester groups · CPC title

• G02B1/14

  Protective coatings, e.g. hard coatings · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title