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US 12,193,328 B2Granted
Aromatic compounds and use thereof for formation of molecular layers and fabrication of switching elements for memristive devices
AssigneeMerck Patent GmbH
InventorsPeer Kirsch, Sebastian Resch, Henning Seim
Life of this patent
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Abstract
The present invention relates to a compounds of formula I R1-(A1-Z1)r—B1—ZL-A2-(Z3-A3)s-G (I) in which the occurring groups and parameters have the meanings given in claim 1, to the use thereof for the formation of molecular layers, in particular self assembled monolayers, to a process for the fabrication of a switching element for memristive devices comprising said molecular layers and to a memristic device comprising said switching element.
Claims15
A compound of formula I
- R1-(A1-Z1)r—B1—ZL-A2-(Z3-A3)s-G (I)
- in which
- R1 denotes H, straight chain or branched alkyl or alkoxy radical having up to 20 C atoms, where one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C═C—, —CH═CH—,
- —CF2O—, —OCF2—, —CO—O—, —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, or alternatively, R1 denotes a group Dia-ZD,
- Dia denotes a diamondoid radical,
- ZD has one of the meanings of Z1 and Z3 or denotes a straight chain or branched spacer group,
- Z1, Z3 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)n1—, —(CF2)n2—, —CF2—CH2—, —CH2—CF2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CH2)n3O—, —O(CH2)n4—, —C═C—, —O—, —S—, —CH═N—, —N═CH—, —N═N—, —N═N(O)—, —N(O)═N—, or —N═C—C═N—,
- n1, n2, n3, n4 identically or differently, are 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,
- ZL denotes-O—, —S—, —CH2—, —C(O)—, —CF2—, —CHF—, —C(R)2—, —S(O)—, or —SO2—,
- R0, R00, identically or differently, denote an alkyl or alkoxy radical having 1 to 15 C atoms, in which one or more H atoms may each be replaced by halogen,
- A1, A3 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,
- A2 denotes an aromatic or heteroaromatic ring having 5 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 up to 12 C atoms, or cycloalkyl having 3 to 12 C atoms, or alkylcycloalkyl having 4 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 alternatively denotes H,
- G denotes —OP(O)(OH)2, —PO(OH)2, or —C(OH)(PO(OH)2)2,
- Rx denotes straight-chain alkyl having 1 to 6 C atoms or branched alkyl having 3 to 6 C atoms, and
- r is 0, 1 or 2, and
- S is 0, 1 or 2,
- where r+s≤4.
18 more elements
Dependencies are inferred from the claim text.