Black dichroic dye

摘要

Described is a black dichroic dye composition comprising 2 or more dyes, wherein at least one dye, generally a red dye and optionally a yellow dye, conforms to the formula A and at least one dye, usually a blue dye, conforms to the formula B Ar1—N═N—[Ar2—N═N—]qAr3—N═N—Ar4 (B) with symbols as defined in present claims. The dye composition is well suited for combination with liquid crystal material for use, inter alia, as polarizing film and/or in liquid crystal displays, showing, inter alia, high dichroic ratio and excellent compatibility with the LC material.;

主权项

1. A composition, comprising:
a dye of formula A:and
a dye of formula B:
Ar1—N═N—[Ar2—N═N—]qAr3—N═N—Ar4  (B), wherein each of n, m, and p is from 0 to 2; q is 0 or 1; Ar1 is one of the formulae: Ar2 and Ara are independently 1,4-phenylene, 1,4-phenylene substituted by one or two R5, or 1,4-naphthylene; Ar4 is naphthyl substituted by one or two residues C1-C8alkylamino, one or two residues di(C1-C8alkyl)amino, one or two residues di(C1-C8alkyl)amino whose alkyl groups are linked together to form one common bridging group C1-C8alkylene or C2-C8alkylene interrupted by O or S or NR′3 or any combination thereof, or two residues C1-C8alkylamino whose alkyl groups are linked together to form one common bridging group C1-C8alkylene or C2-C8alkylene interrupted by O or S or NR′3 or any combination thereof; or thiophenyl substituted by R11 and optionally further substituted by C1-C8alkyl, phenyl, halogen, or CN, wherein R11 is NR′R″, with R′ and R″ independently selected from H or C1-C4alkyl or C3-C12cycloalkyl or phenyl or substituted phenyl; or R′ and R″ together forming one common bridging group C1-C8alkylene or C2-C8alkylene interrupted by O, S and/or NR′3 either R1 is substituted or unsubstituted C1-C12alkyl, substituted or unsubstituted C3-C12cycloalkyl, or substituted or unsubstituted C3-C5cycloalkyl interrupted by O, S, or NR′3; and R3 is H, substituted or unsubstituted C1-C12alkyl, substituted or unsubstituted C3-C12cycloalkyl, or substituted or unsubstituted C3-C5cycloalkyl interrupted by O, S, or NR′3; or R1 and R3 together are substituted or unsubstituted C2-C12alkylene, substituted or unsubstituted C2-C8alkylene interrupted by O, S, NR′3, or any combination thereof, thus forming, together with a nitrogen atom, an aliphatic N-heterocyclic residue of 2 to 12 carbon atoms; R′3 is H or C1-C8alkyl; each of R4, R5, and R6, are independently selected from the group consisting of unsubstituted or substituted C1-C4alkyl, C1-C4alkoxy, halogen, and CN; X is H, Hal, or COOR2; Xb is Hal, COOR2, CN, phenyl, R8-substituted phenyl, C3-C12cycloalkyl, or C1-C12alkyl-cyclohexyl, Hal is CF3, or halogen; R2 is unsubstituted or substituted C1-C12alkyl; R8 is C1-C12alkyl with an optionally substituted alkyl moiety, C1-C12alkoxy with an optionally substituted alkyl moiety, C1-C12alkyl-phenyl with an optionally substituted alkyl moiety, C1-C12alkyl-cyclohexyl with an optionally substituted alkyl moiety, C1-C12alkoxy-cyclohexyl with an optionally substituted alkyl moiety, C3-C12cycloalkyl, phenyl, CN, or Hal; R12 and R13 are independently H; Hal; nitro; formyl; SCN; CN; COOR2; COR2; C1-C12alkyl; C1-C12alkoxy; C1-C12alkylthio; C1-C12alkyl-SO2; phenyl; phenoxy; phenyl-SO2; phenyl substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, or C1-C8alkylthio; phenoxy substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, or C1-C8alkylthio; phenyl-SO2 substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, or C1-C8alkylthio; C2-C12alkyl interrupted by O; C3-C12alkoxy interrupted by O; C3-C12alkylthio interrupted by O; C1-C8alkyl substituted by CN, COOR2, phenyl, fluoro, or CF3; C2-C3alkenyl substituted by CN, COOR2, phenyl, fluoro, or CF3; C1-C8alkoxy substituted by CN, COOR2, phenyl, fluoro, or CF3; or C1-C8alkylthio substituted by CN, COOR2, phenyl, fluoro, or CF3; or R12 and R13 together are C3-C4alkylene; R14 is H; Hal; CN; SCN; COOR2; COR2; C1-C12alkyl; C3-C12cycloalkyl; C1-C12alkoxy; C1-C12alkylthio; C1-C12alkylamino; di(C1-C12alkyl)amino; pyrrolidinyl; piperidinyl; morpholinyl; phenyl; phenyl-SO2; phenyl substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, or C1-C8alkylthio; C2-C12alkyl interrupted by O; C3-C12alkoxy interrupted by O; C3-C12alkylthio interrupted by O; C1-C8alkyl substituted by CN, COOR2, phenyl, fluoro, or CF3; C2-C3alkenyl substituted by CN, COOR2, phenyl, fluoro, or CF3; C1-C8alkoxy substituted by CN, COOR2, phenyl, fluoro, or CF3; or C1-C8alkylthio substituted by CN, COOR2, phenyl, fluoro, or CF3; R15 is H; Hal; OCF3; CN; COOR2; COR2; C1-C12alkyl; C1-C12alkoxy; C1-C12alkylthio; C1-C12alkylamino; di(C1-C12alkyl)amino; C1-C12alkyl-CONH; C1-C12alkyl-SO2; pyrrolidinyl; di(C1-C4alkyl)amino; morpholinyl; phenyl; phenyl-SO2; phenyl substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, C1-C8alkylthio, CN, CF3, or OCF3; phenyl-SO2 substituted by phenyl, C1-C8alkyl, cyclohexyl, C1-C8alkoxy, C1-C8alkylthio, CN, CF3, or OCF3; C2-C12alkyl interrupted by O; C3-C12alkoxy interrupted by O; C3-C12alkylthio interrupted by O; C1-C8alkyl substituted by CN, COOR2, COR2, phenyl, R8-substituted phenyl, fluoro, or CF3; C2-C3alkenyl substituted by CN, COOR2, COR2, phenyl, R8-substituted phenyl, fluoro, or CF3; C1-C8alkoxy substituted by CN, COOR2, COR2, phenyl, R8-substituted phenyl, fluoro, or CF3; C1-C8alkylthio substituted by CN, COOR2, COR2, phenyl, R8-substituted phenyl, fluoro, or CF3; or C1-C8alkyl-SO2 substituted by CN, COOR2, COR2, phenyl, R8-substituted phenyl, fluoro, or CF3; R16 and R17 are independently H, halogen, nitro, C1-C12alkyl, or C1-C12alkoxy.