Back to results
US 11,440,925 B2Granted
Compounds for electronic devices
AssigneeMerck Patent GmbH
InventorsTeresa Mujica-Fernaud, Rémi Anémian, Hyeon-Hui Kang, Il Jung, Jun-Ho Kim
Life of this patent
Estimating the term…
Abstract
The present application concerns silafluorene derivatives according to a specific formula. The silafluorene derivatives can be employed in electronic devices. Furthermore, the present application concerns methods for preparation of the silafluorene derivatives, and electronic devices comprising the silafluorene derivatives.
Claims14
A compound of a formula (I)
- where the following applies to the variable groups:
- Z is, identically or differently on each occurrence, selected from CRA;
- X is, identically or differently on each occurrence, selected from CR2;
- R1 is selected, identically or differently at each occurrence, from H, D, F, straight-chain alkyl or alkoxy groups having 1 to 20 C atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 C atoms, alkenyl or alkynyl groups having 2 to 20 C atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more radicals R1 may be connected to each other to form a ring;
- where the said alkyl, alkoxy, alkenyl and alkynyl groups and the said aromatic and heteroaromatic ring systems may in each case be substituted by one or more radicals R4, and where one or more CH2 groups in the said alkyl, alkoxy, alkenyl and alkynyl groups may in each case be replaced by —R4C═CR4—, —C═C—, Si(R4)2, CO═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO or SO2;
- RA and R2 are selected, identically or differently at each occurrence, from H, D, F, C(═O)R4, CN, Si(R4)3, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, straight-chain alkyl or alkoxy groups having 1 to 20 C atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 C atoms, alkenyl or alkynyl groups having 2 to 20 C atoms, aromatic ring systems having 6 to 40 aromatic ring atoms and not comprising any heteroatoms as aromatic ring atoms, where two or more radicals RA and/or R2 may be connected to each other to form a ring;
- where the said alkyl, alkoxy, alkenyl and alkynyl groups and the said aromatic systems may in each case be substituted by one or more radicals R4, and where one or more CH2 groups in the said alkyl, alkoxy, alkenyl and alkynyl groups may in each case be replaced by —R4C═CR4—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO or SO2;
- R4 is selected, identically or differently at each occurrence, from H, D, F, C(═O)R5, CN, Si(R5)3, N(R5)2, P(═O)(R5)2, OR5, S(═O)R5, S(═O)2R5, straight-chain alkyl or alkoxy groups having 1 to 20 C atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 C atoms, alkenyl or alkynyl groups having 2 to 20 C atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more radicals R4 may be connected to each other to form a ring;
- where the said alkyl, alkoxy, alkenyl and alkynyl groups and the said aromatic and heteroaromatic ring systems may in each case be substituted by one or more radicals R5, and where one or more CH2 groups in the said alkyl, alkoxy, alkenyl and alkynyl groups may in each case be replaced by —R5C═CR5—, —C═C—, Si(R5)2, CO═O, C═NR5, —C(═O)O—, —C(═O)NR5—, NR5, P(═O)(R5), —O—, —S—, SO or SO2;
- R5 is selected, identically or differently at each occurrence, from H, D, F, CN, alkyl groups having 1 to 20 C atoms, aromatic ring systems having 6 to 40 C atoms, or heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more radicals R5 may be connected to each other to form a ring;
- and where the said alkyl groups, aromatic ring systems and heteroaromatic ring systems may be substituted by F and CN;
- provided that
- a) at least one radical RA is replaced by a group according to formula (A)
- where the group according to formula (A) is attached via the free bond on the left of the structure of formula (A), and where the variables in formula (A) are defined as follows:
- Ar1 is selected, identically or differently on each occurrence, from phenyl, biphenyl, branched terphenyl, non-branched terphenyl, branched quaterphenyl, non-branched quaterphenyl, fluorenyl, naphthyl, anthracenyl, pyridyl, quinolinyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, fluorenyl-phenylenyl, dibenzofuranyl-phenylenyl, dibenzothiophenyl-phenylenyl, phenanthrenyl and triphenylyl, each of which may be substituted by one or more radicals R3;
- L1 is selected, identically or differently on each occurrence, from aromatic ring systems having 6 to 30 aromatic ring atoms and from heteroaromatic ring systems having 5 to 30 aromatic ring atoms, each of which may be substituted by one or more radicals R3;
- R3 is selected, identically or differently at each occurrence, from H, D, F, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, S(═O)R4, S(═O)2R4, straight-chain alkyl or alkoxy groups having 1 to 20 C atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 C atoms, alkenyl or alkynyl groups having 2 to 20 C atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more radicals R3 may be connected to each other to form a ring;
- where the said alkyl, alkoxy, alkenyl and alkynyl groups and the said aromatic and heteroaromatic ring systems may in each case be substituted by one or more radicals R4, and where one or more CH2 groups in the said alkyl, alkoxy, alkenyl and alkynyl groups may in each case be replaced by —R4C═CR4—, —C═C—, Si(R4)2, CO═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(O)(R4), —O—, —S—, SO or SO2;
- n is 0, 1, 2 or 3.
20 more elements
Dependencies are inferred from the claim text.