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 (1) which comprises, in this sequence, a first electrode (16), a molecular layer (18) bonded to a substrate, and a second electrode (20), where the molecular layer essentially consists of compounds of the formula I indicated in claim 1, in which a mesogenic radical is bonded to the substrate via a spacer group (Sp) by means of an anchor group (G), is suitable for the production of components (1) as memristive device for digital information storage.
Claims25
Electronic switching element (1) which comprises, in this sequence,
- a first electrode (20),
- a molecular layer (18) bonded to a substrate, and
- a second electrode (16),
- where the substrate consists of the first electrode (20) and optionally one or more layers lying on top of this, and
- where the molecular layer is essentially formed from one or more compounds of the formula I, as defined below:
- R1—(A1—Z1)r—B1—(Z2—A2)s—Sp—G (I)
- in which
- R 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 be replaced by halogen, CN, SCN or SFS,
- 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 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, preferably F or Cl,
- 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, preferably Cl or F, 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—CH═CH2, —OH, —SH, —SO2OH, —OP(O)(OH)2, —PO(OH)2, —C(OH)(PO(OH)2)2, —COOH, —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.
A memristive electronic component comprising a molecular layer essentially formed from one or more compounds of the formula I, as defined below:
- R1—(A1—Z1)r—B1—(Z2—A2)s—Sp—G (I)
- 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 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 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, preferably F or Cl,
- B1 denotes
- —CF2—CF2—, —CH2—CF2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CH2)3O—, —O(CH2)3—, —C≡C—, —O—, —S—, —S═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 —CH═CH2, —OH, —SH, —SO2OH, —OP(O)(OH)2, —PO(OH)2, —C(OH)(PO(OH)2)2, —COOH, —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.
Dependencies are inferred from the claim text.