Electronic switching element
AssigneeMerck Patent GmbH
InventorsPeer Kirsch, Andreas Ruhl, Marc Tornow, Achyut Bora
Life of this patent
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Abstract
An electronic switching element is described having, in sequence, a first electrode, a molecular layer bonded to a substrate, and a second electrode. The molecular layer contains compounds of formula I, R1-(A1-Z1)r—B1—(Z2-A2)s-Sp-G, wherein A1, A2, B1, Z1, Z2, Sp, G, r, and s are as defined herein, in which a mesogenic radical is bonded to the substrate via a spacer group, Sp, by means of an anchor group, G. The switching element is suitable for production of components that can operate as a memristive device for digital information storage.
Claims12
A compound of formula I
- R1-(A1-Z1)r—B1—(Z2-A2)s-Sp-G (I)
- in which
- G denotes —SO2OH, —OP(O)(OH)2, —P(O)(OH)2, —C(OH)(PO(OH)2)2, —Si(ORx)3 or —SiCl3,
- R1 denotes H, an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C≡C—, —CH═CH—,
- —O—, —S—, —CF2O—, —OCF2—, —CO—O—, or —O—CO—, —SiR0R00—, —NH—, —NR0— or —SO2— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may each be replaced by halogen, CN, SCN or SF5,
- R0, R00, identically or differently, denote an alkyl or alkoxy radical having 1 to 15 C atoms, in which, in addition, one or more H atoms may each be replaced by halogen,
- A1, A2 on each occurrence, identically or differently, denote an aromatic, heteroaromatic, alicyclic or heteroaliphatic ring having 4 to 25 ring atoms, which may also contain condensed rings and which may be mono- or polysubstituted by Y⋅
- Y on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms,
- B1
- denotes
- where the groups may be oriented in both directions,
- L1 to L5, independently of one another, denote F, Cl, Br, I, CN, SF5, CF3 or OCF3, where L3 may alternatively also denote H,
- Z1, Z2 on each occurrence, identically or differently, denote a single bond, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —CH2O—, —OCH2—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —CH2—, —(CH2)2—, —(CH2)3—, —(CH2)4—, —CF2—, —CF2—CF2—, —CF2—CH2—, —CH2—CF2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CH2)3O—, —O(CH2)3—, —C≡C—, —O—, —S—, —C═N—, —N═C—, —N═N—, —N═N(O)—, —N(O)═N— or —N═C—C═N—,
- Sp denotes a spacer group or a single bond,
- Rx denotes straight-chain or branched alkyl having 1 to 6 C atoms, and
- r and s, independently of one another, denote 0, 1, 2 or 3,
- where r+s≤4;
- and
- wherein the compound of formula I is mesogenic and has negative dielectric anisotropy.
A compound of formula I
- R1-(A1-Z1)r—B1—(Z2-A2)s-Sp-G (I)
- in which
- Sp denotes —O(CF2)p1— or —(CF2)p1—,
- p1 denotes an integer from 1 to 12,
- R1 denotes H, an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH2 groups in these radicals may each be replaced,
- —O—, —S—, —CF2O—, —OCF2—, —CO—O—, or —O—CO—, —SiR0R00—, —NH—, —NR0— or —SO2— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may each be replaced by halogen, CN, SCN or SF5,
- R0, R00, identically or differently, denote an alkyl or alkoxy radical having 1 to 15 C atoms, in which, in addition, one or more H atoms may each be replaced by halogen,
- A1, A2 on each occurrence, identically or differently, denote an aromatic, heteroaromatic, alicyclic or heteroaliphatic ring having 4 to 25 ring atoms, which may also contain condensed rings and which may be mono- or polysubstituted by Y⋅
- Y on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms,
- B1
- denotes
- where the groups may be oriented in both directions,
- L1 to L5, independently of one another, denote F, Cl, Br, I, CN, SF5, CF3 or OCF3, where L3 may alternatively also denote H,
- Z1, Z2 on each occurrence, identically or differently, denote a single bond, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —CH2O—, —OCH2—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —CH2—, —(CH2)2—, —(CH2)3—, —(CH2)4—, —CF2—, —CF2—CF2—, —CF2—CH2—, —CH2—CF2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CH2)3O—, —O(CH2)3—, —C≡C—, —O—, —S—, —C═N—, —N═C—, —N═N—, —N═N(O)—, —N(O)═N— or —N═C—C═N—,
- Sp denotes a spacer group or a single bond,
- G denotes —SO2OH, —OP(O)(OH)2, —PO(OH)2, —C(OH)(PO(OH)2)2, Si(ORx)3 or —SiCl3,
- Rx denotes straight-chain or branched alkyl having 1 to 6 C atoms, and
- r and s, independently of one another, denote 0, 1, 2 or 3,
- where r+s≤4;
- and
- wherein the compound of formula I is mesogenic and has negative dielectric anisotropy.
Dependencies are inferred from the claim text.