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US 2006/0149022 A1Published application
Conjugated polymers and blends containing carbazole, representation and use thereof
AssigneeCovion Organic Semiconductors GmbH
InventorsAmir Parham, Aurelie Falcou, Susanne Heun, Heinrich Becker, Esther Breuning
Life of this patent
Estimating the term…
Abstract
The present invention relates to conjugated polymers comprising specific carbazole structural units. The materials according to the invention display steeper current-voltage curves and are therefore better suited to use in organic light-emitting diodes than are comparative polymers which do not contain these units.
Claims28
A conjugated polymer (POLY1), characterized in that it comprises 1-100 mol % of units of the formula (I),
- where the symbols and indices have the following meanings:
- R is identical or different on each occurrence and is a cycloalkyl system which has from 3 to 40 carbon atoms and may be substituted or unsubstituted, an aromatic or heteroaromatic ring system which has from 2 to 40 carbon atoms and may be substituted or unsubstituted or an alkylenearyl, alkylenecycloalkyl or alkyleneheteroaryl system which has a linear or branched alkylene chain having from 1 to 16 carbon atoms and may be substituted or unsubstituted;
- the aryl, heteroaryl and cycloalkyl systems can also be part of a larger fused aromatic or aliphatic ring system;
- the possible substituents R1 can potentially be located on each free position;
- Aryl are identical or different on each occurrence and are each an aromatic or heteroaromatic ring system which has from 2 to 40 carbon atoms and may be substituted or unsubstituted or a substituted or unsubstituted stilbenylene or tolanylene unit;
- the possible substituents R1 can potentially be located on each free position;
- R1 is identical or different on each occurrence and is a straight-chain, branched or cyclic alkyl or alkoxy chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by N—R2, O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine, an aryl or aryloxy group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1, or Cl, F, CN, N(R2)2, B(R2)2, where two or more radicals R1 may also together form a ring system;
- Ra is identical or different on each occurrence and is a straight-chain, branched or cyclic alkyl or alkoxy chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by N—R2, O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine, an aryl or aryloxy group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1, or Cl, F, CN, N(R2)2, B(R2)2;
- R2 is identical or different on each occurrence and is H, a straight-chain, branched or cyclic alkyl chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine, an aryl group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1;
- m is identical or different on each occurrence and is 0, 1 or 2;
- o is identical or different on each occurrence and is 0, 1 or 2, with the proviso that o must not be 0 when m=2;
- r is identical or different on each occurrence and is 0 or 1,
- z is identical or different on each occurrence and is 0, 1, 2 or 3;
- the open-line bond indicates the linkage in the polymer;
- it should in the present case not be a methyl group.
12 more elements
(canceled)
A mixture comprising
- (A) 5-99.5% by weight of at least one conjugated polymer (POLY2) comprising 1-100 mol % of units of the formula (XXXII),
- where the symbols and indices have the following meanings:
- R3 is identical or different on each occurrence and is a linear or branched alkyl chain which has from 1 to 40 carbon atoms and may be substituted or unsubstituted, a cycloalkyl system which has from 3 to 40 carbon atoms and may be substituted or unsubstituted, an aromatic or heteroaromatic ring system which has from 2 to 40 carbon atoms and may in each case be substituted or unsubstituted or an alkylenearyl, alkylenecycloalkyl or alkyleneheteroaryl system which may be substituted or unsubstituted;
- the possible substituents R1 can potentially be located on each free position;
- the aryl and heteroaryl systems can also be part of a larger fused aromatic ring system;
- Aryl are identical or different on each occurrence and are each an aromatic or heteroaromatic ring system which has from 2 to 40 carbon atoms and may be substituted or unsubstituted or a substituted or unsubstituted stilbenylene or tolanylene unit;
- the possible substituents R1 can potentially be located on each free position:
- R1 is identical or different on each occurrence and is a straight-chain, branched or cyclic alkyl or alkoxy chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by N—R2, O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine, an aryl or aryloxy group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1, or Cl, F, CN, N(R2)2, B(R2)2, where two or more radicals R1 may also together form a ring system;
- Ra is identical or different on each occurrence and is a straight-chain, branched or cyclic alkyl or alkoxy chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by N—R2, O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine an aryl or aryloxy group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1, or Cl, F, CN, N(R2)2, B(R2)2;
- p1 R2 is identical or different on each occurrence and is H, a straight-chain, branched or cyclic alkyl chain which has from 1 to 22 carbon atoms and in which one or more nonadjacent carbon atoms may also be replaced by O, S, —CO—O—, O—CO—O, where one or more H atoms may also be replaced by fluorine, an aryl group which has from 5 to 40 carbon atoms and in which one or more carbon atoms may also be replaced by O, S or N which may also be substituted by one or more nonaromatic radicals R1;
- m is identical or different on each occurrence and is 0, 1 or 2;
- o is identical or different on each occurrence and is 0, 1 or 2. with the proviso that o must not be 0 when m=2;
- r is identical or different on each occurrence and is 0 or 1,
- z is identical or different on each occurrence and is 0, 1, 2 or 3;
- and
- (B) 0.5-95% by weight of at least one organic or organometallic dendrimer or at least one low molecular weight molecule having a molecular weight in the range <10 000 (COMP1) which in a pure or dilute film is capable of fluorescence or phosphorescence and which has adequate solubility in suitable solvents to be able to be processed in the blend together with the polymer from a solution in this solvent.
13 more elements
Dependencies are inferred from the claim text.