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US 9,752,075 B2Granted
Mesogenic media and liquid crystal display
AssigneeMerck Patent GmbH
InventorsRachel Tuffin, Rebecca Proctor, Simon Siemianowski, Benjamin Snow, Owain Llyr Parri, Kevin Adlem
Life of this patent
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Abstract
Mesogenic media comprising a first component, component A, consisting of bimesogenic compounds optionally a second component, component B, consisting of nematogenic compounds, and optionally a second or third component, component C, consisting of one or more chiral molecules, is suitable for use in flexoelectric liquid crystal devices.
Claims25
A mesogenic medium comprising:
- a first component, component A, consisting of bimesogenic compounds and comprising one or more compounds of formula A-0 and one or more compounds selected from formulae A-I to A-III
- wherein
- R01 and R02 are each independently H, F, Cl, CN, NCS or a straight-chain or branched alkyl group with 1 to 25 C atoms which may be unsubstituted, mono- or polysubstituted by halogen or CN, and wherein one or more non-adjacent CH2 groups, in each occurrence independently from one another, are optionally replaced by —O—, —S—, —NH—, —N(CH3)—, —CO—, —COO—, —OCO—, —O—CO—O—, —S—CO—, —CO—S—, —CH═CH—, —CH═CF—, —CF═CF— or —C≡C— in such a manner that oxygen atoms are not linked directly to one another,
- MG01 is -A01-Z01-A02-,
- MG02 is -A03-Z02-A04-Z03-A05-,
- Z01 to Z03 are, independently of each other in each occurrence, a single bond, —COO—, —OCO—, —O—CO—O—, —OCH2—, —CH2O—, —OCF2—, —CF2O—, —CH2CH2—, —(CH2)4—, —CF2CF2—, —CH═CH—, —CF═CF—, —CH═CH—COO—, —OCO—CH═CH— or —C≡C—, optionally substituted with one or more of F, S and/or Si,
- A01 to A05 are each independently in each occurrence 1,4-phenylene, wherein in addition one or more CH groups may each be replaced by N, trans-1,4-cyclo-hexylene in which, in addition, one or two non-adjacent CH2 groups may each be replaced by O or S, 1,4-cyclohexenylene, 1,4-bicyclo-(2,2,2)-octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydro-naphthalene-2,6-diyl, 1,2,3,4-tetrahydro-naphthalene-2,6-diyl, cyclobutane-1,3-diyl, spiro[3.3]heptane-2,6-diyl or dispiro[3.1.3.1]decane-2,8-diyl, wherein each of these groups is unsubstituted or mono-, di-, tri- or tetrasubstituted by substituents selected from F, Cl, CN, and alkyl, alkoxy, alkylcarbonyl and alkoxycarbonyl groups with 1 to 7 C atoms, wherein one or more H atoms may each be substituted by F or Cl,
- Sp0 is a spacer group comprising 1, 3 or 5 to 40 C atoms, wherein one or more non-adjacent and non-terminal CH2 groups may each be replaced by —O—, —S—, —NH—, —N(CH3)—, —CO—, —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O—, —CH(halogen)-, —CH(CN)—, —CH═CH— or —C═C—, however in such a way that no two O-atoms are adjacent to one another, no two —CH═CH— groups are adjacent to each other, and no two groups selected from —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O— and —CH═CH— are adjacent to each other, and
- X01 and X02 are independently from one another a linking group selected from —CO—O—, —O—CO—, —CH═CH—, —C≡C—, —O—, —S—CO—, —CO—S—, —S— and —CO— or a single bond, and wherein X01 and X02 are different from each other,
- however under the condition that in —X01-Sp0-X02— no two O-atoms are adjacent to one another, no two —CH═CH— groups are adjacent to each other, and no two groups selected from —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O— and —CH═CH— are adjacent to each other,
- wherein
- R11 and R12, R21 and R22 and R31 and R32 are each independently H, F, Cl, CN, NCS or a straight-chain or branched alkyl group with 1 to 25 C atoms which may be unsubstituted, mono- or polysubstituted by halogen or CN, wherein one or more non-adjacent CH2 groups, in each occurrence independently from one another, are optionally replaced by —O—, —S—, —NH—, —N(CH3)—, —CO—, —COO—, —OCO—, —O—CO—O—, —S—CO—, —CO—S—, —CH═CH—, —CH═CF—, —CF═CF— or —C≡C— in such a manner that oxygen atoms are not linked directly to one another,
- MG11 and MG12, MG21 and MG22 and MG31 and MG32 are each independently a mesogenic group,
- Sp1, Sp2 and Sp3 are each independently a spacer group comprising 5 to 40 C atoms, wherein one or more non-adjacent CH2 groups, with the exception of the CH2 groups of Sp1 linked to O-MG11 and/or O-MG12, of Sp2 linked to MG21 and/or MG22 and of Sp3 linked to X31 and X32, may each be replaced by —O—, —S—, —NH—, —N(CH3)—, —CO—, —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O—, —CH(halogen)-, —CH(CN)—, —CH═CH— or —C≡C—, however in such a way that (in the molecules) no two O-atoms are adjacent to one another, no two —CH═CH— groups are adjacent to each other, and no two groups selected from —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O— and —CH═CH— are adjacent to each other, and
- X31 and X32 are independently from one another a linking group selected from —CO—O—, —O—CO—, —CH═CH—, —C≡C— or —S—, and, alternatively, one of X31 and X32 may also be either —O— or a single bond, and, again alternatively, one of X31 and X32 may be —O— and the other one a single bond,
- an optional second component, component B, consisting of nematogenic compounds,
- and
- an optional second or third component, component C, consisting of one or more chiral molecules.
15 more elements
Dependencies are inferred from the claim text.