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US 11,407,854 B2Granted
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsBeate Burkhart, Katja Scheible, Nils Koenen, Holger Heil
Life of this patent
Estimating the term…
Abstract
The present application relates to a polymer containing at least one structural unit of a formula (I). The polymer is suitable for use in an electronic device.
Claims18
A polymer comprising at least one structural unit of formula (I):
- wherein
- U is the same or different in each instance and is C(R1)2, CR1═CR1, Si(R1)2, O, or S, wherein the groups CR1═CR1, O, and S are not bonded directly to one another;
- Z is the same or different in each instance and is N or CR2 when no group is bonded thereto, and is C when a group is bonded thereto;
- Ar1, Ar2, Ar3, Ar4, and Ar5
- are the same or different and are selected from the group consisting of heteroaromatic ring systems, which have 5 to 40 aromatic ring atoms and which are optionally substituted by one or more R3 radicals, and aromatic ring systems which have 6 to 40 aromatic ring atoms and are optionally substituted by one or more R3 radicals;
- R1 is the same or different in each instance and is selected from the group consisting of H, D, F, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO, or SO2;
- R2 and R3
- are the same or different in each instance and are selected from the group consisting of H, D, F, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, straight-chain alkyl, or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl, or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein two or more R1 or R2 or R3 radicals are optionally joined to one another and optionally define a ring;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO, or SO2;
- R4 is the same or different in each instance and is selected from the group consisting of 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 2 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein two or more R4 radicals are optionally joined to one another and optionally define a ring;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R5 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R5C═CR5—, —C≡C—, Si(R5)2, C═O, C═NR5, —C(═O)O—, —C(═O)NR5—, NR5, P(═O)(R5), —O—, —S—, SO, or SO2;
- R5 is the same or different in each instance and is selected from the group consisting of H, D, F, CN, alkyl or alkoxy groups having 1 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon 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 R5 radicals may be joined to one another and may forma ring;
- and where the alkyl, alkoxy, alkenyl and alkynyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by F or CN;
- r is 1, 2, or 3 when p is 1, and is 1 when p is 0;
- s is 0, 1, 2, or 3 when q is 1, and is 1 when q is 0;
- p is 0 or 1;
- wherein, when p is 0, the groups bonded to the unit between square brackets with index p are bonded directly to one another;
- q is 0 or 1;
- wherein, when q is 0, the groups bonded to the unit between square brackets with index q are bonded directly to one another;
- n is 0 or 1, wherein, when n is 0, the groups bonded to the unit between square brackets with index n are bonded directly to one another;
- m is 0 or 1, wherein, when m is 0, the groups bonded to the unit between square brackets with index m are bonded directly to one another;
- o is 0 or 1, wherein, when o is 0, the groups bonded to the unit between square brackets with index o are bonded directly to one another;
- i is the same or different in each instance and is 1, 2, 3, 4, 5, 6, 7, or 8;
- wherein at least one U group containing one or more R1 groups selected from the group consisting of straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms is present;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO, or SO2.
30 more elements
A monomer of formula (M):
- U is the same or different in each instance and is C(R1)2, CR1═CR1, Si(R1)2, O, or S, wherein groups selected from CR1═CR1, O, and S are not bonded directly to one another;
- Z is the same or different in each instance and is N or CR2 when no group is bonded thereto, and is C when a group is bonded thereto;
- X is the same or different in each instance and is a leaving group suitable for a polymerization reaction;
- Ar1, Ar2, Ar3, Ar4, and Ar5
- are the same or different and are selected from the group consisting of heteroaromatic ring systems, which have 5 to 40 aromatic ring atoms and which are optionally substituted by one or more R3 radicals, and aromatic ring systems which have 6 to 40 aromatic ring atoms and are optionally substituted by one or more R3 radicals;
- R1 is the same or different in each instance and is selected from the group consisting of H, D, F, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO, or SO2;
- R and R3
- are the same or different in each instance and are selected from the group consisting of H, D, F, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, straight-chain alkyl, or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl, or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein two or more R1 or R2 or R3 radicals are optionally joined to one another and optionally define a ring;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4—O—, —S—, SO, or SO2;
- R4 is the same or different in each instance and is selected from the group consisting of 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 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- wherein two or more R4 radicals are optionally joined to one another and optionally define a ring;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R5 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R5C═CR5—, —C≡C—, Si(R5)2, C═O, C═NR5, —C(═O)O—, —C(═O)NR5—, NR5, P(═O)(R5), —O—, —S—, SO, or SO2;
- R5 is the same or different in each instance and is selected from the group consisting of H, D, F, CN, alkyl or alkoxy groups having 1 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon 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 R5 radicals may be joined to one another and may forma ring;
- and where the alkyl, alkoxy, alkenyl and alkynyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by F or CN;
- r is 1, 2, or 3 when p is 1, and is 1 when p is 0;
- s is 0, 1, 2, or 3 when q is 1, and is 1 when q is 0;
- p is 0 or 1;
- wherein, when p is 0, the groups bonded to the unit between square brackets with index p are bonded directly to one another;
- q is 0 or 1;
- wherein, when q is 0, the groups bonded to the unit between square brackets with index q are bonded directly to one another;
- n is 0 or 1, wherein, when n is 0, the groups bonded to the unit between square brackets with index n are bonded directly to one another;
- m is 0 or 1, wherein, when m is 0, the groups bonded to the unit between square brackets with index m are bonded directly to one another;
- o is 0 or 1, wherein, when o is 0, the groups bonded to the unit between square brackets with index o are bonded directly to one another;
- i is the same or different in each instance and is 1, 2, 3, 4, 5, 6, 7, or 8;
- and wherein at least one U group containing one or more R1 groups selected from the group consisting of straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms is present;
- wherein two or more R1 or R2 or R3 radicals are optionally joined to one another and optionally define a ring;
- wherein the alkyl, alkoxy, alkenyl, and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each optionally substituted by one or more R4 radicals;
- and wherein one or more CH2 groups in the alkyl, alkoxy, alkenyl, and alkynyl groups are optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO, or SO2.
31 more elements
Dependencies are inferred from the claim text.