Cellulose acylate film, novel compound, polarizing plate and liquid crystal display device

Patent metadata

Field	Value
Publication number	US-10040754-B2
Application number	US-201514835165-A
Country	US
Kind code	B2
Filing date	Aug 25, 2015
Priority date	Feb 26, 2013
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

A cellulose acylate film, which includes a compound denoted by general formula (I) below, the equivalent U of which, calculated as a value obtained by dividing the molecular weight of the compound by the number of divalent linking groups denoted by —O—C(═O)—NH— contained per molecule, is less than or equal to 515, wherein, in general formula (I), each of L 11 and L 21 independently denotes an optionally substituted alkylene group; each of L 12 and L 22 independently denotes a single bond, any one of or any combination of —O—, —NR 1 —, —S— and —C(═O)—; R 1 denotes a hydrogen atom or a substituent; each of n1 and n2 independently denotes an integer of 0 to 20, with at least either n1 or n2 being an integer of greater than or equal to 1.

Q 1 -(L 12 -L 11 ) n1 -O—C(═O)—NH-(L 21 -L 22 ) n2 -Q 2   General formula (I)

First claim

What is claimed is:

1. A cellulose acylate film,
which comprises a compound denoted by general formula (I) below,
wherein the equivalent U of the compound, which is calculated as a value obtained by dividing the molecular weight of the compound by the number of divalent linking groups denoted by —O—C(═O)—NH—contained per molecule, is less than or equal to 515:
Q 1 -(L 12 -L 11 ) n1 -O—C(═O)—NH-(L 21 -L 22 ) n2 -Q 2   General formula (I)

wherein, in general formula (I),
each of L 11 and L 21 independently denotes an optionally substituted alkylene group;
each of L 12 and L 22 independently denotes a single bond, any one of or any combination of —O—, —NR 1 —, —S—, and —C(═O)—;
R 1 denotes a hydrogen atom or a substituent;
each of n1 and n2 independently denotes an integer of 0 to 20, with at least either n1 or n2 being an integer of greater than or equal to 1;
when L 11 , L 12 , L 21 , and L 22 are present in a plurality of number, the plurality of L 11 , L 12 , L 21 , and L 22 can be identical or different;
and each of Q 1 and Q 2 independently denotes a substituent, with at least either Q 1 or Q 2 comprising a ring structure.

2. The cellulose acylate film according to claim 1 , wherein the compound denoted by general formula (I) comprises 1 to 6 divalent linking groups denoted by —O—C(═O)—NH—per molecule.

3. The cellulose acylate film according to claim 1 , wherein the molecular weight of the compound denoted by general formula (I) ranges from 230 to 2,000.

4. The cellulose acylate film according to claim 1 , wherein the compound denoted by general formula (I) is a compound denoted by general formula (I-1) below:
(Q 3 -(L 32 -L 31 ) n3 -A-(L 41 -L 42 ) n4 ) m -Z 1   General formula (I-1):

wherein, in general formula (I-1),
each of L 31 and L 41 independently denotes an optionally substituted alkylene group;
each of L 32 and L 42 independently denotes a single bond, any one of or any combination of —O—, —NR 1 —, —S—, and —C(═O)—;
R 1 denotes a hydrogen atom or a substituent;
each of n3 and n4 independently denotes an integer of 0 to 20, with at least either n3 or n4 being an integer of greater than or equal to 1;
when L 31 , L 32 , L 41 , and L 42 in a plurality of number, the plurality of L 31 , L 32 , L 41 , and L 42 can be identical or different;
Q 3 denotes a substituent;
Z 1 denotes a linking group of valence m;
A denotes *—O—C(═O)—NH—or *—NH—C(═O)—O—, where * denotes a position of a bond with L 41 ; m denotes an integer of 2 to 6;
when Q 3 and A are present in a plurality of number, the plurality of Q 3 and A can be identical or different; with at least either Q 3 or Z 1 comprising a ring structure.

5. The cellulose acylate film according to claim 4 , wherein, at least either Q 3 or Z 1 in the compound denoted by general formula (I-1) comprises a ring structure, and the compound denoted by general formula (I-1) has 2 or 3 ring structures per molecule.

6. The cellulose acylate film according to claim 4 , wherein, in general formula (I-1), at least one of the plurality of Q 3 comprises an aromatic group, or Z 1 comprises an alicyclic group or aromatic group.

7. The cellulose acylate film according to claim 4 , wherein, in general formula (I-1), at least one of the plurality of Q 3 comprises an aromatic group, or Z 1 comprises a alicyclic group.

8. The cellulose acylate film according to claim 1 , wherein the compound denoted by general formula (I) is a compound denoted by general formula (I-2) below:
(Q 4 -(L 52 -L 51 ) n5 -A-(L 61 -L 62 ) n6 ) m1 -Z 2   General formula (I-2):

wherein, in general formula (I-2),
each of L 51 and L 61 independently denotes an optionally substituted alkylene group;
each of L 52 and L 62 independently denotes a single bond, or any one of or any combination of —O—, —NR 1 —, —S—, and —C(═O)—;
R 1 denotes a hydrogen atom or a substituent;
each of n5 and n6 independently denotes an integer of 0 to 20, with at least either n5 or n6 being an integer of greater than or equal to 1;
when L 51 , L 52 , L 61 , and L 62 are present in a plurality of number, the plurality of L 5 , L 52 , L 61 , and L 62 can be identical or different;
Q 4 denotes a substituted or unsubstituted phenyl group, substituted or unsubstituted cyclohexyl group, methyl group, or t-butyl group;
Z 2 denotes a group comprising at least one or any combination of linear, branched, or alicyclic group and aromatic group;
A denotes *—O—C(═O)—NH—or *—NH—C(═O)—O—, where * denotes a position of a bond with L 61 ; m1 denotes the integer 2 or 3;
when Q 4 and A are present in a plurality of number, the plurality of Q 4 and A can be identical or different; with at least one from among Z 2 and the plurality of Q 4 comprising a ring structure.

9. The cellulose acylate film according to claim 8 , wherein, in general formula (I-2), Q 4 is an unsubstituted phenyl group.

10. The cellulose acylate film according to claim 1 , wherein the compounded denoted by general formula (I) is selected from the group consisting of a compound denoted by general formula (II) below and a compound denoted by general formula (III) below:

wherein, in general formulas (II) and (III),
each of L 1a and L 1b independently denotes a single bond, an alkylene group, one of groups denoted by general formulas (2A) to (2E) below, or a group comprised of a combination of one or more groups denoted by general formulas (2A) to (2E) and one or more alkylene groups;
each of Q 1a and Q 1b independently denotes a substituent, with at least either Q 1a or Q 1b denoting a phenyl group optionally substituted with an alkoxy group having 1 to 3 carbon atoms or an alkyl group having 1 to 3 carbon atoms;
—{R b jb (CR a R c ) ja —O—(C═O)}—*;  General formula (2A)

—{R b jb (CR a R c ) ja —O}—*;  General formula (2B)

—{R b jb (CR a R c ) ja —(C═O)O—}—*;  General formula (2C)

—{R b jb (CR a R c ) ja —NR 1 (C═O)O—}—*;  General formula (2D)

—{R b jb (CR a R c ) ja —O—(C═O)NR 1 }—*;  General formula (2E)

wherein, in general formulas (2A) to (2E),
* denotes a position of a bond with Q 1a or Q 1b , or a position of a bond with an adjacent group on the Q 1a or Q 1b side;
each of R a and R c independently denotes a hydrogen atom or an alkyl group having 1 to 3 carbon atoms;
ja denotes an integer that is greater than or equal to 1;
when R a and R c are present in a plurality of number, the plurality of R a and R c can be identical or different;
R b denotes a cycloalkylene group optionally substituted with one or more alkyl groups having 1 to 3 carbon atoms;
jb denotes 0 or 1;
and R 1 denotes a hydrogen atom or an alkyl group having 1 to 4 carbon atoms;
when R 1 are present in a plurality of number, the plurality of R 1 can be identical or different.

11. The cellulose acylate film according to claim 1 , which comprises the compound denoted by general formula (I) in a quantity of 0.1 to 50 mass parts per 100 mass parts of cellulose acylate.

12. A polarizing plate, which comprises the cellulose acylate film according to claim 1 and a polarizer.

13. A liquid crystal display device, which comprises the polarizing plate according to claim 12 .

14. The liquid crystal display device according to claim 13 , wherein the polarizing plate is provided on at least a v

Assignees

• Fujifilm Corp

Inventors

• Inada Hiroshi
• Shiraiwa Naozumi
• Xu Yingjie
• Yoshida Aiko
• Noro Masaki
• Kuwayama Yasukazu
• Fukagawa Nobutaka

Classifications

• Y10T428/31971

  Of carbohydrate · CPC title

• C07C271/56

  with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring · CPC title

• G02B5/30

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

• G02B1/14

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

• C07C271/06 Primary

  Esters of carbamic acids · CPC title