Back to results
US 2024/0352224 A1Published application
Regioselectively substituted cellulose ester based negative birefringent compensation films having improved wavelength dispersion
AssigneeEastman Chemical Company
InventorsQUIANQIAN ZHANG, BIN WANG, CASEY LYNN ELKINS, WESLEY WAYNE MCCONNELL
Life of this patent
Estimating the term…
Abstract
The present application discloses stretched films comprising regioselectively substituted cellulose esters and a component A Formula (I), Formula (II), wherein rings A, B, C, R1, R2, R5, R6, R8, R9, m; n; and k are defined herein. The films exhibit negative birefringence and improved wavelength dispersion.
Claims20
A film, comprising:
- (1) a regioselectively substituted cellulose ester comprising:
- (i) a plurality of aromatic-CO— substituents;
- (ii) a plurality of a first unsaturated or saturated (C1-6)alkyl-CO— substituents;
- and
- (iii) a plurality of hydroxyl substituents;
- wherein:
- the degree of substitution for the hydroxyl (“DSOH”) is from 0.2 to 1.1,
- the cellulose ester has a C2 degree of substitution for the aromatic-CO— substituent (“C2DSArCO”) which is from 0.15 to 0.8,
- the cellulose ester has a C3 degree of substitution for the aromatic-CO— substituent (“C3DSArCO”) which is from 0.05 to 0.6,
- the cellulose ester has a C6 degree of substitution for the aromatic-CO— substituent (“C6DSArCO”) which is from 0.05 to 0.6,
- the total degree of substitution for the aromatic-CO— substituent (“TotDSArCO”) which is from 0.25 to 2.0,
- the aromatic-CO— is
- (i) an (C6-20) aryl-CO—, wherein the aryl is unsubstituted or substituted by 1-5 R1;
- or
- (ii) a heteroaryl-CO—, wherein the heteroaryl is a 5- to 10-membered ring having 1- to 4-heteroatoms chosen from N, O, or S, and wherein the heteroaryl is unsubstituted or substituted by 1-5 R1;
- and
- (2) a component A that is
- wherein:
- ring A is an (C6-20) aryl or a 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- ring B is (C6-20) aryl or a 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- ring C is (C6-20) aryl or a 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- each R1 is independently saturated or unsaturated (C1-20)alkyl;
- saturated or unsaturated halo(C1-20)alkyl;
- saturated or unsaturated (C1-20)alkoxy;
- saturated or unsaturated halo(C1-20)alkoxy;
- (C6-20) aryl unsubstituted or substituted by 1-5 alkyl, haloalkyl, alkoxy, haloalkoxy, halo;
- 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- or —CH2C(O)—R3;
- R2 is independently hydrogen, saturated or unsaturated (C1-20)alkyl, or saturated or unsaturated halo(C1-20)alkyl;
- each R3 is independently saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, (C6-20) aryl, or 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S, wherein the aryl or heteroaryl are unsubstituted or substituted by 1-5 R6;
- each R4 is independently saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, saturated or unsaturated hetero (C1-20)alkyl containing 1-2 heteroatoms chosen from N, O or S, saturated or unsaturated (C1-20)alkyl-CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy, saturated or unsaturated halo(C1-20)alkoxy, saturated or unsaturated hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-O—CO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, (C6-20) aryl unsubstituted or substituted with 1-5 R6, or 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S unsubstituted or substituted with 1-5 R6,
- wherein each of the groups is unsubstituted or substituted by 1-3 hydroxyl, saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy, saturated or unsaturated hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkyl, or saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkyl-, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkyl-O—CO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, unsubstituted or substituted (C6-20) aryl, or unsubstituted or substituted 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- each R6 is independently hydroxy, cyano, saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy, saturated or unsaturated halo(C1-20)alkoxy, halo, (C6-20) aryl, 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S, saturated or unsaturated hydroxy (C1-20)alkyl, or saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkyl-O—CO, saturated or unsaturated (C1-20)alkyl-O—CO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, or (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, wherein each of the groups is unsubstituted or substituted by 1-5 R7;
- each R7 is independently hydroxy, cyano, saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, or saturated or unsaturated (C1-20)alkoxy, saturated or unsaturated hydroxy (C1-20)alkyl, saturated or unsaturated hydroxy (C1-20)alkoxy, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkoxy, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkoxy, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkoxy, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkyl-O—CO, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-O—CO, saturated or unsaturated (C1-20)alkyl-O—CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-O—CO—(C1-20)alkoxy, saturated or unsaturated (C1-20)alkyl-COO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—(C1-20)alkoxy, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkoxy, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkoxy;
- each R9 is independently R4—O—, hydroxy, cyano, saturated or unsaturated (C1-20)alkyl, saturated or unsaturated hetero (C1-20)alkyl containing 1-2 heteroatoms chosen from N, O or S, saturated or unsaturated halo(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-O—CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkyl-O—CO, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—O—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, (C6-10) aryl unsubstituted or substituted with 1-5 R6, 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S unsubstituted or substituted with 1-5 R6,
- wherein each of the groups are unsubstituted or substituted by 1-3 hydroxy, saturated or unsaturated (C1-20)alkyl, saturated or unsaturated halo(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy, or saturated or unsaturated halo(C1-20)alkoxy, saturated or unsaturated hydroxy (C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-hydroxy (C1-20)alkyl, or saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-CO—(C1-20)alkyl-, saturated or unsaturated (C1-20)alkyl-CO, saturated or unsaturated (C1-20)alkyl-COO, saturated or unsaturated (C1-20)alkyl-O—CO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkyl-COO—C(1-20)alkyl, saturated or unsaturated (C1-20)alkoxy-(C1-20)alkyl-COO—(C1-20)alkyl, or (C1-20)alkoxy-(C1-20)alkyl-O—CO—(C1-20)alkyl, unsubstituted or substituted (C6-20) aryl, or unsubstituted or substituted 5- to 10-membered heteroaryl containing 1-4 heteroatoms chosen from N, O, or S;
- each n is independently 0, 1, 2, 3, 4, or 5;
- each m is independently 0, 1, 2, 3, 4, or 5;
- and
- k is independently 0, 1, 2, 3, or 4,
- wherein:
- component A is present at less than 30 wt %, based on the total weight of the film,
- the film exhibits a Re(589 nm) that is from −100 nm to −350 nm,
- the film exhibits a Rth(589 nm) that is from −100 nm to 100 nm,
- the film exhibits a ratio of Re(450 nm)/Re(550 nm) that is 0.7 to 1.20,
- the film exhibits a ratio of Re(650 nm)/Re(550 nm) that is 0.9 to 1.25,
- the film exhibits a [[−Rth(589 nm)/Re(589 nm)]+0.5] (“Nz”) that is from 0.2 to 0.8,
- each Rth(589 nm) is the out-of-plane retardation measured at 589 nm,
- each Re(589 nm), Re(450 nm), Re(550 nm) is the in-plane retardation measured at 589 nm, 450 nm, and 550 nm, respectively, and
- the film is stretched.
47 more elements
Dependencies are inferred from the claim text.