GB2583668A - Liquid crystal medium and liquid crystal device - Google Patents

Liquid crystal medium and liquid crystal device Download PDF

Info

Publication number
GB2583668A
GB2583668A GB2010991.4A GB202010991A GB2583668A GB 2583668 A GB2583668 A GB 2583668A GB 202010991 A GB202010991 A GB 202010991A GB 2583668 A GB2583668 A GB 2583668A
Authority
GB
United Kingdom
Prior art keywords
independently
formula
compounds
coo
denotes
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
GB2010991.4A
Other versions
GB202010991D0 (en
Inventor
Siemianowski Simon
Schnatwinkel Bjoern
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Priority claimed from PCT/EP2018/084889 external-priority patent/WO2019121368A1/en
Publication of GB202010991D0 publication Critical patent/GB202010991D0/en
Publication of GB2583668A publication Critical patent/GB2583668A/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
    • C09K19/0258—Flexoelectric
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/122—Ph-Ph
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/123—Ph-Ph-Ph
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3004—Cy-Cy
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/301—Cy-Cy-Ph
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3021—Cy-Ph-Ph-Cy
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to a medium comprising one or more bimesogenic compounds and one or more liquid crystalline compounds having a high positive value for dielectrical anisotropy. Further, the invention relates to a method of production of such LC media, to the use of such media in LC devices, in particular, in flexoelectric LC devices and to a flexoelectric LC device comprising a LC medium according to the present invention.

Claims (16)

Patent Claims
1. Medium comprising one or more compounds or of formula I, R11_A11(-Z11-A12-)P -X11-Sp11-Xi2 -(A13-Z12-)q A14-R12 wherein R11 and R12 denotes independently from another H, F, Cl, CN, NO2, NCO, NCS or a straight-chain or branched alkyl group, which may be unsubstituted, mono- or polysubstituted by halogen or CN and in which one or more non- adjacent and non-terminal CH2 groups may be replaced, in each occurrence independently from one another, by -0-, -S-, -NH-, -N(CH3)-, -CO-, -COO-, - OCO-, -O-CO-O-, -S-CO-, -CO-S-, -CH=CH-, -CH=CF-, -CF=CF- or -CºC- in such a manner that oxygen atoms are not linked directly to one another, A11 to A14 each independently in each occurrence denote, 1 ,4- phenylene, wherein in addition one or more CFI groups may be replaced by N, trans-1 ,4-cyclo- hexylene in which, in addition, one or two non- adjacent CFI2 groups may be replaced by O and/or S, 1 ,4-cyclohexylene, naphthalene-2, 6-diyl, decahydro- naphthalene-2,6-diyl, 1 ,2,3,4-tetrahydro-naphthalene- 2, 6-diyl, it being possible for all these groups to be unsubstituted, mono-, di-, tri- or tetrasubstituted with F, Cl, CN or alkyl, alkoxy, alkylcarbonyl or alkoxycarbonyl groups, wherein one or more FI atoms may be substituted by F or Cl, Z11 and Z12 are, independently of each other in each occurrence, a single bond, -COO-, -OCO-, -O-CO-O-, -OCFI2-, -CH2O-, -OCF2-, -CF2O-, -CH2CH2-, -(CH2)4-, -CF2CF2-, -CH=CH-, -CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, S and/or Si, p and q is each and independently 0, 1 , 2, 3 or 4, Sp11 is a spacer group comprising 1 , 3 or 5 to 40 C atoms, wherein one or more non-adjacent and non-terminal Chte groups may also be replaced by -0-, -S-, -NH-, -N(CH3)-, -CO-, -0-C0-, -S-CO-, -0-C00-, -CO-S-, -C0-0-, -CF2-, -CF2O-, -OCF2- -C(OH)-, -CH(alkyl)-, -CH(alkenyl)-, -CH(alkoxyl)-, -CH(oxaalkyl)-, -CH=CH- or -CºC-, however in such a way that no two O-atoms are adjacent to one another and no two groups selected from -O-CO-, -S-CO-, -O-COO-, -CO-S-, -CO-O- and -CFI=CFI- are adjacent to each other, X11 and X12 are independently from one another selected from a single bond, -CO-O-, -O-CO-, -O-COO-, -0-, -CH=CH-, -CºC-, -CF2-O-, -O-CF2-, -CF2-CF2-, -CH2-O-, -O-CH2-, -CO-S-, -S-CO-, -CS-S-, -S-CS-, -S-CSS- and -S-, wherein in -X11-Sp1-X12- respectively two O atoms, two -CFI=CFI- groups and two groups selected from -O-CO-, -S-CO-, -O-COO-, -CO-S- and -CO-O- are not linked directly to one another, and one or more compounds of formula A or F, wherein R21 denotes alkyl, alkoxy, oxaalkyl or alkoxyalkyl having 1 to 9 C atoms or alkenyl or alkenyloxy having 2 to 9 C atoms, all of which are optionally fluorinated, 9 denotes 0, 1 , 2 or 3, Z21 denotes -CH2CH2-, -CF2CF2-, -COO-, trans- CFI=CFI-, trans-CF=CF~, -CFI2O- or a single bond, X° F, Cl, CN, halogenated alkyl or alkoxy having 1 to 6 C atoms or halogenated alkenyl or alkenyloxy having 2 to 6 C atoms, and L21 to L24 each, independently of one another denotes FI or F.
2. Medium according to claim 1 , wherein one or more compounds of formula I are selected from the compounds of formula IA, RH-A1 1-A12-(CH2)a-A1 3-A14-R12 IA wherein R1 1 and R12 denote independently FI, F, Cl, CN, or a straight-chain or branched alkyl group, which may be unsubstituted, mono- or polysubstituted by halogen or CN, it being also possible for one or more non-adjacent CFI2 groups to be replaced, in each occurrence independently from one another, by -0-, -S-, -NFH-, -N(CFl3)-, -CO-, -COO-, -OCO-, -O-CO-O-, -S-CO-, -CO-S-, -CH=CH-, -CH=CF-, -CF=CF- or -CºC- in such a manner that oxygen atoms are not linked directly to one another, A1 1 to A14 denote independently in each occurrence a aryl-, heteroaryl-, alicyclic- and heterocyclic group, preferably 1 ,4-phenylene, wherein in addition one or more CFI groups may be replaced by N, 1 ,4-bicyclo- (2,2,2)-octylene, 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, it being possible for all these groups to be unsubstituted, mono-, di-, tri- or tetrasubstituted with F, Cl, CN or alkyl, alkoxy, alkylcarbonyl or alkoxycarbonyl groups, wherein one or more FI atoms may be substituted by F or Cl, a denotes an integer from 1 to 15.
3. Medium according to claim 1 or 2, wherein one or more compounds of formula I are selected from the compounds of formula IB, Ri i-A1 1-A12-(A13)b-X1 1 -(CH2)C-X12-A14-A15-A16- R12 IB wherein R1 1 and R12 have each and independently from another one of the meanings as given for R1 1 and R12 under formula IA, A1 1 to A16 have each and independently from another one of the meanings as given for A1 1 to A14 under formula IA, X1 1 and X12 are each independently in each occurrence, -COO-, -OCO-, -0-C0-0-, -CF2-O-, -O-CF2-, -OCH2-, - CH2O-, -CH2CH2-, -(CH2)4-, -CF2CF2-, -CH=CH-, - CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, b denotes an integer from 1 to 15, and c denotes 0 or 1 .
4. Medium according to one or more of claims 1 to 3, wherein one or more compounds of formula I are selected from the compounds of formula IC, Ri i-A1 1-A12-X1 1 -(CH2)d-X12-A13-A14-R12 IC wherein R1 1 and R12 have each and independently one of the meanings as given above for R1 1 under formula IA, A1 1 to A14 have each and independently one of the meanings as given above for A1 1 under formula IA, X1 1 and X12 are each independently in each occurrence, -COO-, -OCO-, -O-CO-O-, -OCH2-, -CH2O-, -CH2CH2-, -(CH2)4-, -CF2-O-, -O-CF2-, -CF2CF2-, -CH=CH-, -CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, d denotes an integer from 1 to 15.
5. Medium according to one or more of claims 1 to 4, wherein one or more compounds of formula I are selected from the compounds of formula ID, R1 1-A1 1-X1 1 -(CH2)e-X12-A12-(A13)f-R12 ID wherein R1 1 and R12 have each and independently one of the meanings as given above for R1 1 under formula IA, A1 1 to A13 have each and independently one of the meanings as given above for A1 1 under formula IA, X1 1 and X12 are each independently in each occurrence, -COO-, -OCO-, -0-C0-0-, -OCH2-, -CH2O-, -CH2CH2-, -(CH2)4-, -CF2-O-, -O-CF2-, -CF2CF2-, -CH=CH-, -CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, e denotes an integer from 1 to 15, and f denotes 0 or 1 .
6. Medium according to one or more of claims 1 to 5, wherein one or more compounds of formula I are selected from the compounds of formula IE, Ri i-A1 1-A12-(CH2)g-X1 2-A1 3-A14-(A15)h-R12 IE wherein R1 1 and R12 have each and independently one of the meanings as given above for R1 1 under formula IA, A1 1 to A15 have each and independently one of the meanings as given above for A1 1 under formula IA, X12 denotes -0-, -COO-, -OCO-, -0-C0-0-, -OCH2-, -CH2O, -CH2CH2-, -(CH2)4-, -CF2-O-, -O-CF2-, -CF2CF2-, -CH=CH-, -CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, S and/or Si, h denotes 0 or 1 and g denotes an integer from 1 to 15.
7. Medium according to one or more of claims 1 to 6, wherein one or more compounds of formula I are selected from the compounds of formula IF, Ri i-A1 1-Z1 1-A12-(Z12-A13)i-(CH2)r(A14-Z13-)k-A15-Z14-A16-R12 IF wherein R1 1 and R12 have each and independently one of the meanings as given above for R1 1 under formula IA, A1 1 to A16 have each and independently one of the meanings as given above for A1 1 under formula IA, Z1 1 to Z14 each and independently denotes -COO-, -OCO-, -O-CO-O-, -OCH2-, -CH2O-, -OCF2-, -CF2O-, -CH2CH2-, -(CH2)4-,-CF2CF2-, -CH=CH-, -CF=CF-, -CH=CH-COO-, -OCO-CH=CH- or -CºC-, optionally substituted with one or more of F, S and/or Si or a single bond, with the proviso that at least one of Z11 to Z14 is not a single bond, j denotes an integer from 1 to 15, and i and k each and independently denotes 0 or 1.
8. Medium according to one or more of claims 1 to 7, wherein one or more compounds of formula A are selected from the group consisting of the following formulae: in which A21, R21, X°, L21 and L22 have the meanings given in formula A in claim 1 .
9. Medium according to one or more of claims 1 to 8, wherein one or more compounds of formula F are selected from the group consisting of the following formulae: in which R21, X°, L21 and L22 have the meaning given in formula F in claim 1 .
10. Medium according to one or more of claims 1 to 9, comprising one or more chiral dopants.
1 1 . Medium according to one or more of claims 1 to 10, comprising one or more compounds of formula B, in which the individual radicals have, independently of each other and on each occurrence identically or differently, the following meanings: each, independently of one another, and on each occurrence, identically or differently R31 alkyl, alkoxy, oxaalkyl or alkoxyalkyl having 1 to 9 C atoms or alkenyl or alkenyloxy having 2 to 9 C atoms, all of which are optionally fluorinated, X° F, Cl, CN, halogenated alkyl or alkoxy having 1 to 6 C atoms or halogenated alkenyl or alkenyloxy having 2 to 6 C atoms, z31 -CH2CH2-, -CF2CF2-, -COO-, trans- CFI=CFI-, trans- CF=CF-, -CFI2O- or a single bond, L31 , L 32 each, independently of one another, FI or F, g 0, 1 , 2 or 3.
12. Medium according to one or more of claims 1 to 1 1 , comprising one or more compounds of formula E, in which the individual radicals, on each occurrence identically or differ- ently, each, independently of one another, have the following meaning: RA1 alkenyl having 2 to 9 C atoms or, if at least one of the rings X, Y and Z denotes cyclohexenyl, also one of the meanings of RA2, RA2 alkyl having 1 to 12 C atoms, in which, in addition, one or two non-adjacent CFte groups may be replaced by -O, -CH=CH-, -CO-, -OCO- or -COO- in such a way that O atoms are not linked directly to one another, x 1 or 2.
13. Method for the production of a medium according to one or more of claims 1 to 12, comprising the step of mixing one or more compounds of formula I, with one or more compounds selected from compounds of formulae A and/or F.
14. Use of a medium according to one or more of claims 1 to 12, in electro optical devices.
15. Electro optical device comprising a medium according to one or more of claims 1 to 12.
16. Electro optical device according to claim 15, characterized in that it is a flexoelectric device.
GB2010991.4A 2017-12-18 2018-12-14 Liquid crystal medium and liquid crystal device Withdrawn GB2583668A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP20081382 2017-12-18
PCT/EP2018/084889 WO2019121368A1 (en) 2017-12-18 2018-12-14 Liquid crystal medium and liquid crystal device

Publications (2)

Publication Number Publication Date
GB202010991D0 GB202010991D0 (en) 2020-09-02
GB2583668A true GB2583668A (en) 2020-11-04

Family

ID=72339139

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2010991.4A Withdrawn GB2583668A (en) 2017-12-18 2018-12-14 Liquid crystal medium and liquid crystal device

Country Status (1)

Country Link
GB (1) GB2583668A (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1477547A1 (en) * 2003-05-09 2004-11-17 MERCK PATENT GmbH Liquid crystalline medium and liquid crystal display
WO2014005671A1 (en) * 2012-07-06 2014-01-09 Merck Patent Gmbh Bimesogenic compounds and mesogenic media
WO2014032772A1 (en) * 2012-08-29 2014-03-06 Merck Patent Gmbh Bimesogenic compounds and mesogenic media
WO2016096076A1 (en) * 2014-12-19 2016-06-23 Merck Patent Gmbh Light modulation element
WO2016206772A1 (en) * 2015-06-26 2016-12-29 Merck Patent Gmbh Liquid crystal medium containing polymerisable compounds

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1477547A1 (en) * 2003-05-09 2004-11-17 MERCK PATENT GmbH Liquid crystalline medium and liquid crystal display
WO2014005671A1 (en) * 2012-07-06 2014-01-09 Merck Patent Gmbh Bimesogenic compounds and mesogenic media
WO2014032772A1 (en) * 2012-08-29 2014-03-06 Merck Patent Gmbh Bimesogenic compounds and mesogenic media
WO2016096076A1 (en) * 2014-12-19 2016-06-23 Merck Patent Gmbh Light modulation element
WO2016206772A1 (en) * 2015-06-26 2016-12-29 Merck Patent Gmbh Liquid crystal medium containing polymerisable compounds

Also Published As

Publication number Publication date
GB202010991D0 (en) 2020-09-02

Similar Documents

Publication Publication Date Title
JP2015527304A5 (en)
EP2835410B1 (en) Nematic liquid crystal composition
JP2015527303A5 (en)
JP2017088591A5 (en)
JP2015527980A5 (en)
EP1813662B1 (en) Liquid crystalline medium and liquid crystal display
EP3029126B1 (en) Nematic liquid crystal composition and liquid crystal display element using same
KR101422870B1 (en) Liquid-crystal composition and liquid-crystal display element
JP2015523334A5 (en)
JP7105744B2 (en) liquid crystal medium
KR101794737B1 (en) Nematic liquid crystal composition and liquid crystal display element using same
ATE530620T1 (en) LIQUID CRYSTALLINE MEDIUM
JP2016113583A5 (en)
CN102307967A (en) Liquid crystalline medium and liquid crystal display
KR20180030475A (en) Liquid crystal composition and liquid crystal display element using same
KR101590149B1 (en) Nematic liquid crystal composition
KR102462887B1 (en) Liquid crystal composition and liquid crystal display device
JP2017526786A5 (en)
KR20080047997A (en) Liquid crystalline medium and liquid crystal display
CN109641839B (en) Liquid crystal composition and liquid crystal display element
KR20160147053A (en) Liquid-crystal composition and liquid-crystal display element obtained using same
KR20110002460A (en) Liquid crystalline medium and liquid crystal display
GB2583668A (en) Liquid crystal medium and liquid crystal device
CN111100654A (en) Liquid crystal composition, use thereof, and liquid crystal display element
TW201615808A (en) Nematic liquid crystal composition

Legal Events

Date Code Title Description
WAP Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1)