Composition, Organic Semiconductor Layer and Electronic Device
AssigneesNovaled GmbH, Samsung SDI Co., Ltd.
InventorsElena Galan, Benjamin Schulze, Francois Cardinali, Hyungsun Kim, Seungjae Lee
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Abstract
The present invention relates to a composition, in particular to an organic semiconductor layer comprising a composition, suitable for use as an organic semiconductor layer for electronic devices, and a method of manufacturing the same, wherein the composition comprises: a) a compound of formula 1; and b) at least one organic metal complex, wherein the metal of the organic metal complex is selected from the group comprising alkali, alkaline earth or rare earth metal.
Claims21
A composition comprising
- a) a compound of formula 1:
- wherein
- R1 and R2 are independently selected from H, D, CN, halogen, C1 to C12 alkyl, C1 to C12 alkoxy, substituted or unsubstituted C6 to C18 aryl, substituted or unsubstituted C3 to C24 heteroaryl,
- wherein the substituents are selected from C1 to C12 alkyl, perhalogenated C1 to C12 alkyl, C1 to C12 alkoxy, perhalogenated C1 to C12 alkoxy, C6 to C24 aryl, perhalogenated C6 to C24 aryl, C3 to C24 heteroaryl, CN, halogen, P(═O)R′R″, C(═O)R′ or C(═O)OR′,
- wherein R′ and R″ are independently selected from C1 to C16 alkyl, C6 to C24 aryl, C3 to C24 heteroaryl;
- R3 or R4 has the general formula 2:
- wherein
- the asterisk symbol “*” represents the binding position of the group R3 or R4;
- L1, L2 and L3 are independently selected from substituted or unsubstituted C6 to C13 arylene or substituted or unsubstituted C3 to C12 heteroarylene, wherein the substituents are selected from C1 to C12 alkyl, perhalogenated C1 to C12 alkyl, C1 to C12 alkoxy, perhalogenated C1 to C12 alkoxy, C6 to C18 aryl, perhalogenated C6 to C18 aryl, C3 to C24 heteroaryl, CN, halogen;
- n is 1 or 0;
- m is 1 or 0;
- Ar1 is selected from substituted or unsubstituted C5 to C24 heteroaryl,
- wherein the substituents are selected from C1 to C12 alkyl, perhalogenated C1 to C12 alkyl, C1 to C12 alkoxy, perhalogenated C1 to C12 alkoxy, C6 to C24 aryl, perhalogenated C6 to C24 aryl, C3 to C24 heteroaryl, CN, halogen, P(═O)R′R″, C(═O)R′ or C(═O)OR′,
- wherein R′ and R″ are independently selected from C1 to C16 alkyl, C6 to C24 aryl, C3 to C24 heteroaryl;
- and
- wherein Ar1 is free of a spiro-group;
- Ar2 has the general formula 3:
- wherein the asterisk symbol “*” represents the binding position of the group Ar2 to the moiety L2;
- R5 to R9 are independently H, D, CN, halogen, C1 to C12 alkyl, C1 to C12 alkoxy, substituted or unsubstituted C6 to C12 aryl, substituted or unsubstituted C3 to C12 heteroaryl,
- wherein the substituted aryl ring or substituted heteroaryl ring is substituted with one or more C1 to C12 alkyl, C6 to C12 aryl or C3 to C12 heteroaryl groups, wherein the substituents are bonded by a single bond to the substituted aryl ring or substituted heteroaryl ring;
- or
- Ar2 is selected from a fused ring system comprising one to four substituted or unsubstituted 6 membered aryl rings and zero to two substituted or unsubstituted 5 to 7 membered heteroaryl rings,
- wherein the substituted aryl ring is substituted with C1 to C12 alkyl groups and the substituted heteroaryl ring is substituted with one or more C1 to C12 alkyl, C6 to C12 aryl or C3 to C12 heteroaryl groups;
- with the provision that:
- i) R3 is formula 2 and R4 is selected from C1 to C12 alkyl, substituted or unsubstituted C6 to C18 aryl, substituted or unsubstituted C3 to C24 heteroaryl,
- wherein the substituents are selected from C1 to C12 alkyl, perhalogenated C1 to C12 alkyl, C1 to C12 alkoxy, perhalogenated C1 to C12 alkoxy, C6 to C24 aryl, perhalogenated C6 to C24 aryl, C3 to C24 heteroaryl, CN, halogen, P(═O)R′R″, C(═O)R′ or C(═O)OR
- wherein R′ and R″ are independently selected from C1 to C16 alkyl, C6 to C24 aryl, C3 to C24 heteroaryl;
- or
- ii) R4 is formula 2 and R3 is H or D;
- and
- b) at least one organic metal complex, wherein the metal of the organic metal complex is selected from the group comprising alkali, alkaline earth or rare earth metal.
The organic electronic device according to 14, wherein the organic electronic device is selected front she group comprising a light emitting device, thin film transistor, a battery, a display device or a photovoltaic cell.
Dependencies are inferred from the claim text.