LC mixtures with negative delta epsilon containing CC-4-V1 and COB(S)-N-OM
The present invention relates to liquid-crystal (LC) media having negative dielectric anisotropy comprising one or more compounds of formula I and one, two, three or more compounds of formula III as defined in claim 1 , and to the use of the LC media for optical, electro-optical and electronic purposes, in particular useful to enable energy-saving LC displays of the VA, IPS or FFS type.
1 . A liquid crystal medium comprising
one or more chiral compounds,
one or more compounds of formula I
and
one or more compounds of formula III
in which
R 11 and R 12 each, independently of one another, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, where one or more CH 2 groups in these radicals may each be replaced, independently of one another, by
—C═C—, —CF 2 O—, —OCF 2 —, —CH═CH—, by —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
with the proviso that at least one of R 11 or R 12 is an alkyl or alkoxy radical having 1 to 15 C atoms wherein at least one CH 2 group is independently replaced by
—C≡C—, —CF 2 O—, —OCF 2 —, —CH═CH—, —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
A 1 on each occurrence, independently of one another, denotes a 1,4-phenylene radical, in which one or two CH groups may be replaced by N, or a 1,4-cyclohexylene or 1,4-cyclohexenylene radical, in which one or two non-adjacent CH 2 groups may be replaced by —O— or —S—,
where the radicals may be mono- or polysubstituted by halogen atoms,
n denotes 1 or 2,
Z 1 on each occurrence independently of one another denotes —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —CH 2 —, —CH 2 CH 2 —, —CH═CH—, or —C═C—,
L 11 and L 12 each, independently of one another, denote F, Cl, CF 3 or CHF 2 ,
and
W denotes O or S,
and wherein said liquid crystal medium has a negative dielectric anisotropy.
2 . A liquid crystal medium comprising
one or more chiral compounds,
one or more compounds of formula I
and
one or more compounds of formula III-3
in which
R 11 and R 12 identically or differently, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, in which one or more CH 2 groups in these radicals are optionally replaced, independently of one another, by —C═C—, —CF 2 O—, —OCF 2 —, —CH═CH—,
—O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
with the proviso that at least one of R 11 or R 12 is an alkyl or alkoxy radical having 1 to 15 C atoms wherein at least one CH 2 group is independently replaced by
—C≡C—, —CF 2 O—, —OCF 2 —, —CH═CH—, —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
and wherein said liquid crystal medium has a negative dielectric anisotropy.
3 . The liquid crystal medium according to claim 1 , further comprising one or more compounds of formulae III-1 and/or III-2
in which
R 11 and R 12 each, independently of one another, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, where one or more CH 2 groups in these radicals may each be replaced, independently of one another, by
—C═C—, —CF 2 O—, —OCF 2 —, —CH═CH—, by —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen, with the proviso that at least one of R 11 or R 12 is an alkyl or alkoxy radical having 1 to 15 C atoms wherein at least one CH 2 group is independently replaced by
—C═C—, —CF 2 O—, —OCF 2 —, —CH═CH—, by —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen, and
L 11 and L 12 each, independently of one another, denote F, Cl, CF 3 or CHF 2 .
4 . The liquid crystal medium according to claim 3 , wherein the medium comprises at least one compound of formula III-2.
5 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds selected from the group of the formulae IIA, IIB, IIC and IID,
in which
R 2A , R 2B , R 2C and R 2D each, independently of one another, denote H, an alkyl radical having 1 to 7 C atoms or an alkenyl radical having 2 to 7 C atoms, each of which is unsubstituted, or at least monosubstituted by halogen, where one or more CH 2 groups in these radicals may be replaced by —O—, —S—,
—C≡C—, —CF 2 O—, —OCF 2 —, —OC-O- or —O—CO— in such a way that O atoms are not linked directly to one another;
L 1 and L 2 each, independently of one another, denote F, Cl, CF 3 or CHF 2 ;
Y denotes H, F, Cl, CF 3 , CHF 2 or CH 3 ;
Z 2 , Z 2 B and Z 2 D each, independently of one another, denote a single bond, —CH 2 CH 2 —,, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —COO—, or —OCO—;
p denotes 0, 1 or 2;
q denotes 0 or 1; and
V denotes 1, 2, 3, 4, 5, or 6.
6 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds of formula IV-3,
in which
alkyl denotes an alkyl radical having 1 to 7 C atoms, and
alkenyl denotes an alkenyl radical having 2 to 7 C atoms,
and from which the compound of formula I is excluded.
7 . The liquid crystal medium according to claim 6 , wherein
the medium comprises a compound of formula IV-3, in which alkenyl denotes
m is 0, 1 or 2 and
n is 0, 1 or 2.
8 . The liquid crystal medium according to claim 6 , in which the medium additionally comprises a compound of formula IV-3 in which alkenyl denotes vinyl.
9 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds of the formula IV-1,
in which
alkyl and alkyl′, identically or differently, denote alkyl having 1 to 7 C atoms,
in a total amount in the range of from 1% to 30%.
10 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds of the formula V
in which
R 51 , R 52 denote alkyl having 1 to 7 C atoms, alkoxy having 1 to 7 C atoms, or alkoxyalkyl, alkenyl or alkenyloxy having 2 to 7 C atoms,
Z 51 , Z 52 each, independently of one another, denote —CH 2 —CH 2 —, —CH 2 —O—, —CH═CH—, —C≡C—, —COO— or a single bond, and
n is 1 or 2.
11 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds of formula H
in which
Ar denotes an aromatic or heteroaromatic hydrocarbon group having 4 to 40 C atoms;
Sp denotes a spacer group;
R S denotes H, alkyl having 1 to 12 C atoms or alkenyl having 2 to 12 C atoms;
Z S denotes —O—, —C(O)O—, —(CH 2 ) 2 — or —(CH 2 ) 2 O—, or a single bond;
HA denotes
R H denotes H, O • , CH 3 , OH or OR S ;
R S1 , R S2 , R S3 and R S4 identically or differently, denote alkyl having 1 to 6° C. atoms;
G denotes H or R S or a group Z S -HA;
z is an integer from 1 to 6; and
q is 3 or 4.
12 . The liquid crystal medium according to claim 1 , wherein the medium further comprises one or more compounds selected from the following group of compounds
wherein
R 51 and R 52 independently denote alkyl having 1 to 7 C atoms, alkoxy having 1 to 7 C atoms, or alkoxyalkyl, alkenyl or alkenyloxy having 2 to 7 C atoms,
alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms,
alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms,
(O)alkyl* or (O)-alkyl denotes alkyl* or O-alkyl*,
R, R 11 and R 12 each, independently of one another, are H, an alkyl radical having 1 to 7 C atoms or an alkenyl radical having 2 to 7 C atoms, each of which is unsubstituted, or at least monosubstituted by halogen, where one or more CH 2 groups in these radicals may be replaced by —O—, —S—,
C≡C—, —CF 2 O—, —OCF 2 —, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another;
L 1 and L 2 each, independently of one another, denote F or Cl,
L 3 denotes H or CH 3 ,
(O) denotes O or a single bond,
R IIIA denotes alkyl or alkenyl having up to 7 C atoms or a group Cy-C m H 2m+1 ,
m and n are, identically or differently, 0, 1, 2, 3, 4, 5 or 6,
Cy denotes a cycloaliphatic group having 3, 4 or 5 ring atoms, which is optionally substituted with alkyl having 1 to 3 C atoms or alkenyl having 2 to 3 C atoms, or with halogen or CN,
L 31 and L 32 each, independently of one another, denote F, Cl, CF 3 or CHF 2 , and
R 31 and R 32 each, independently of one another, are an alkyl or alkoxy radical having 1 to 15 C atoms or an alkenyl radical having 2 to 15 C atoms.
13 . A liquid crystal display comprising the liquid crystal medium according to claim 1 .
14 . The display according to claim 13 , wherein the display is a VA, IPS, FFS, PS-VA, PS-IPS or PS-FFS display.
15 . A process of preparing a liquid crystal medium according to claim 1 , comprising the steps of mixing one or more compounds of formulae I and III, and optionally with further LC compounds and/or additives.
16 . The liquid crystal medium according to claim 1 , wherein the one or more chiral compounds are selected from the following compounds
17 . The liquid crystal medium according to claim 1 , further comprising one or more reactive mesogenic compounds.
18 . A liquid crystal display comprising the liquid crystal medium according to claim 1 , wherein the display is a PS-VA display.
19 . A liquid crystal medium comprising one or more compounds of formula I
and
one or more compounds of formula III
in which
R 11 and R 12 each, independently of one another, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, where one or more CH 2 groups in these radicals may each be replaced, independently of one another, by
—C═C—, —CF 2 O—, —OCF 2 —, —CH═CH—, by —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
with the proviso that at least one of R 11 or R 12 is an alkyl or alkoxy radical having 1 to 15 C atoms wherein at least one CH 2 group is independently replaced by
—C≡C—, —CF 2 O—, —OCF 2 —, —CH═CH—, —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen,
A 1 on each occurrence, independently of one another, denotes a 1,4-phenylene radical, in which one or two CH groups may be replaced by N, or a 1,4-cyclohexylene or 1,4-cyclohexenylene radical, in which one or two non-adjacent CH 2 groups may be replaced by —O— or —S—,
where the radicals may be mono- or polysubstituted by halogen atoms,
n denotes 1 or 2,
Z 1 on each occurrence independently of one another denotes —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —CH 2 —, —CH 2 CH 2 —, —CH═CH—, or —C≡C—,
L 11 and L 12 each, independently of one another, denote F, Cl, CF 3 or CHF 2 ,
and
W denotes O or S,
and
at least one compound selected from CLOY-n-Om, CCG-V-F and CCC-3-V
wherein n and m are each independently 1 to 9,
and wherein said liquid crystal medium has a negative dielectric anisotropy.
20 . A liquid crystal display comprising the liquid crystal medium according to claim 19 , wherein the display is a PS-VA display.