Cyclohexadiene fullerene derivatives
AssigneesMerck Patent GmbH, Nano-C, Inc.
InventorsNicolas Blouin, Stephane Berny, Edward A. Jackson, Henning Richter, Feng He
Life of this patent
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Abstract
The invention relates to novel fullerene derivatives, to methods for their preparation and educts or intermediates used therein, to mixtures and formulations containing them, to the use of the fullerene derivatives, mixtures and formulations as organic semiconductors in, or for the preparation of, organic electronic (OE) devices, especially organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising, or being prepared from, these fullerene derivatives, mixtures or formulations.
Claims28
A compound of formula I
- wherein
- Cn is a fullerene composed of n carbon atoms, optionally with one or more atoms trapped inside,
- Adduct is a secondary adduct or a combination of secondary adducts appended to the fullerene Cn with any connectivity,
- m is 0, an integer ≧1, or a non-integer >0,
- o is an integer ≧1,
- R1, R2, R3, R4 independently of each other denote H, halogen, CN, R5 or R6,
- R5 denotes a saturated or unsaturated, non-aromatic carbo- or heterocyclic group, or an aryl, heteroaryl, aryloxy or heteroaryloxy group, wherein each of the aforementioned groups has 3 to 20 ring atoms, is mono- or polycyclic, does optionally contain fused rings, and is optionally substituted by one or more halogen atoms or CN groups, or by one or more identical or different groups R6,
- R6 denotes an alkyl group with 1 to 30 C atoms, which is straight-chain, branched or cyclic, and in which one or more CH2 groups are each optionally replaced by —O—, —S—, —C(═O)—, —C(═S)—, —C(═O)—O—, —O—C(═O)—, —NR0—, —C(═O)—NR0—, —NR0—C(═O)—, —SiR0R00—, —CF2—, —CHR0═CR00—, —CY1═CY2— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another, and in which one or more H atoms are each optionally replaced by F, Cl, Br, I or CN,
- Y1 and Y2 denote independently of each other H, F, Cl or CN, and
- R0 and R00 denote independently of each other H or an optionally substituted carbyl or hydrocarbyl group with 1 to 40 C atoms,
- wherein at least one of R1, R2, R3 and R4 denotes R5 that is substituted by one or more groups R6 as defined above, which have at least 3 C atoms wherein at least one CH2 group is optionally replaced by —O—, —S—, —C(═O)—, —C(═S)—, —C(═O)—O—, —O—C(═O)—, —NR0—, —SiR0R00—, —CF2—, —CHR0═CR00—, —CY1═CY2— or —C≡C—.
Dependencies are inferred from the claim text.