IP Library Granted Patent US 9,268,065
Granted Patent B1
US 9,268,065 · App. 14/644,404 · Granted Feb 23, 2016

Composition for polarizing film, polarizing film, and display device including the polarizing film

Inventors: Yong Joo Lee (Suwon-si, KR); Ha Na Kim (Yongin-si, KR); Deuk Kyu Moon (Seoul, KR); Jong Hoon Won (Yongin-si, KR); Myung Sup Jung (Seongnam-si, KR)
Assignees: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
G02B1/08G02B5/3025
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Quick Facts
Patent No.
US 9,268,065
App. No.
14/644,404
Granted
Feb 23, 2016
Kind
B1
Abstract

A composition for a polarizing film, including a polyolefin and a dichroic dye represented by Chemical Formula 1: wherein in Chemical Formula 1, groups and variables are the same as defined in the detailed description.

Claims (45)

1. A composition for a polarizing film, comprising

a polyolefin and

a dichroic dye represented by Chemical Formula 1:

 wherein, in Chemical Formula 1,

EWG is a halogen, C(═O)R, C(═O)OR′, a haloalkyl group, C(═O)Cl, CN, SO 3 R″, or NO 2 , wherein R, R′, and R″ are a C1 to C30 alkyl group,

Ar 1 is a C6 to C12 arylene group or a C4 to C12 heteroarylene group,

Ar 2 is a C12 to C20 arylene group or a C4 to C20 heteroarylene group,

R 1 and R 2 are independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C2 to C20 alkenyl group, or a substituted or unsubstituted C2 to C20 alkynyl group, provided that at least one of R 1 and R 2 is a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C2 to C20 alkenyl group, or a substituted or unsubstituted C2 to C20 alkynyl group,

R 3 and R 4 are independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C1 to C20 alkylthio group,

m and n are integers of 1 or 2,

R 1a is hydrogen or a substituted or unsubstituted C1 to C30 alkyl group,

provided that R 1 , R 1a , and R 2 are not simultaneously hydrogen,

provided that a+p, q, and r do not exceed bonding valence of the phenylene group, Ar 1 and Ar 2 , respectively, and

R 5 and R 6 are independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, wherein R 5 and R 6 are optionally linked to each other to provide a ring.

2. The composition for a polarizing film of claim 1 , wherein the R 1 and R 2 are a substituted or unsubstituted C5 to C30 alkyl group, a substituted or unsubstituted C5 to C20 alkoxy group, a substituted or unsubstituted C5 to C20 alkylthio group, a substituted or unsubstituted C5 to C20 alkenyl group, or a substituted or unsubstituted C5 to C20 alkynyl group.

3. The composition for a polarizing film of claim 1 , wherein Ar 1 is a phenylene group or a naphthylene group.

4. The composition for a polarizing film of claim 1 , wherein the Ar 2 is a naphthylene group or an anthracenylene group.

5. The composition for a polarizing film of claim 1 , wherein the dichroic dye is represented by Chemical Formula 2:

wherein, in Chemical Formula 2,

EWG is a halogen, C(═O)R, C(═O)OR′, a haloalkyl group, C(═O)Cl, CN, SO 3 R″, or NO 2 , wherein R, R′, and R″ are a C1 to C30 alkyl group,

R 1 and R 2 are independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C2 to C20 alkenyl group, or a substituted or unsubstituted C2 to C20 alkynyl group, provided that at least one of R 1 and R 2 is a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C2 to C20 alkenyl group, or a substituted or unsubstituted C2 to C20 alkynyl group,

R 3 and R 4 are independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C1 to C20 alkylthio group,

m and n are integers of 1 or 2,

R 1a to R 1c are independently hydrogen, or a substituted or unsubstituted C1 to C30 alkyl group,

provided that R 1 , R 1a , R 2 , and R 1b are not simultaneously hydrogen, p, q, r, a, b, and c are each an integer of 0 to 2,

provided that a+p, q+b do not exceed bonding valence of the corresponding phenylene group, and r+c does not exceed bonding valence of the naphthylene group, and

R 5 and R 6 are independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, wherein R 5 and R 6 are optionally linked to each other to provide a ring.

6. The composition for a polarizing film of claim 5 , wherein the R 1 and R 2 are independently a substituted or unsubstituted C5 to C30 alkyl group, a substituted or unsubstituted C5 to C20 alkoxy group, a substituted or unsubstituted C5 to C20 alkylthio group, a substituted or unsubstituted C5 to C20 alkenyl group, or a substituted or unsubstituted C5 to C20 alkynyl group.

7. The composition for a polarizing film of claim 1 , wherein the dichroic dye has a decomposition temperature of greater than or equal to about 245° C.

8. The composition for a polarizing film of claim 1 , wherein the polyolefin has a melting point of less than or equal to about 300° C.

9. The composition for a polarizing film of claim 1 , wherein the polyolefin comprises polyethylene, polypropylene, a copolymer thereof, or a combination thereof.

10. The composition for a polarizing film of claim 1 , wherein the polyolefin has a melt flow index of about 1 gram per 10 minutes to about 15 grams per 10 minutes.

11. The composition for a polarizing film of claim 1 , wherein the polypropylene has a melt flow index of about 0.1 grams per 10 minutes to 5 grams per 10 minutes, and

the polyethylene-polypropylene copolymer has a melt flow index of about 5 grams per 10 minutes to about 15 grams per 10 minutes.

12. The composition for a polarizing film of claim 1 , wherein the polyolefin is a mixture of polypropylene and a polyethylene-polypropylene copolymer, and the polyethylene-polypropylene copolymer comprises about 1 to about 50 percent by weight of the polyethylene.

13. The composition for a polarizing film of claim 1 , wherein the polyolefin comprises polypropylene and a polyethylene-polypropylene copolymer in a weight ratio of about 1:9 to about 9:1.

14. The composition for a polarizing film of claim 1 , wherein an amount of the dichroic dye is about 0.01 to about 5 parts by weight based on 100 parts by weight of the polyolefin.

15. The composition for a polarizing film of claim 14 , wherein an amount of the dichroic dye is about 0.05 to 1 part by weight based on 100 parts by weight of the polyolefin.

16. The composition for a polarizing film of claim 1 , which has a solid content of greater than or equal to about 90 percent by weight.

17. The composition for a polarizing film of claim 1 , which does not comprise a solvent.

18. A polarizing film comprising a molten mixture of the composition for a polarizing film of claim 1 .

19. The polarizing film of claim 18 , which has a dichroic ratio of about 3 to about 10 in a wavelength region of greater than or equal to about 600 nanometers.

20. The polarizing film of claim 18 , wherein the dichroic dye is dispersed in the polyolefin, and

the polyolefin is elongated in a uniaxial direction at an elongation rate of about 400 to about 1,000%.

21. A display device comprising the polarizing film of claim 18 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2019
From: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
To: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
Reel/Frame 051381/0016 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2015
From: LEE, YONG JOO; KIM, HA NA; MOON, DEUK KYU; WON, JONG HOON; JUNG, MYUNG SUP
To: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
Reel/Frame 035136/0965 →
Priority Claims (1)
KR 10-2014-0146394 · Oct 27, 2014 · national