Monoamino compound and organic luminescence device using the same

An organic luminescence device comprising at least a pair of electrodes including an anode and a cathode and one or a plurality of layers containing an organic compound sandwiched between the pair of electrodes, wherein at least one of the layers containing the organic compound contains at least one of compounds represented by the following general formula [1]:

• (wherein X1 and X2 represent divalent groups respectively selected from the group consisting of a substituted or unsubstituted alkylene group, aralkylene group, arylene group and heterocyclic group;
• and an alkylene group, an aralkylene group, an alkenylene group, an amino group, a silyl group, a carbonyl group, an ether group and a thioether group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group, in which X1 and X2 may be identical with or different from each other, and also X1 and X2 may be directly bonded with each other;
• X3 represents a group selected from the group consisting of substituted or unsubstituted alkyl group, aralkyl group, aryl group, and heterocyclic group, in which X3 may be identical with or different from X1 or X2 and in which the substituent is selected from the group consisting of alkyl, benzyl, phenethyl, aralkyl, alkoxy, phenoxy, 4-butylphenoxy, benzyloxy, phenyl, alkylphenyl, chlorophenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, heterocyclic, halogen, cyano, and nitro;
• Y1 and Y2 represent groups respectively from the group consisting of a substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group;
• a substituted or unsubstituted alkylene group, aralkylene group, alkenylene group, amino group, and silyl group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group;
• and an unsubstituted carbonyl group, ether group, and thioether group, each of which has a coupling group including a substituted unsubstituted arylene group or a divalent heterocyclic group, in which Y1 and Y2 may be identical with or different from each other;
• Y1 and Y2, or X1, Y1 and Y2 may be bonded with each other to form a ring;
• R1 to R8 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, and a substituted or unsubstituted alkyl group, aralkyl group, and aryl group, in which R1 to R8 may be identical with or different from each other;
• and
• m+n denotes an integer number of 1 to 10, wherein the layer containing the compound represented by the general formula [1] contains at least one of the compounds represented by the following general formula [3]:
• (wherein Ar4 to Ar7 represent groups respectively selected from the group consisting of a substituted or unsubstituted aryl group and heterocyclic group, in which Ar4 to Ar7 may be identical with or different from each other;
• and R12 and R13 represent groups selected from the group consisting of a hydrogen atom, a halogen group, substituted or unsubstituted alkyl group and aralkyl group, a substituted amino group, and a cyano group).

An organic luminescence device comprising at least a pair of electrodes including an anode and a cathode and one or a plurality of layers containing an organic compound sandwiched between the pair of electrodes, wherein at least one of the layers containing the organic compound contains at least one of compounds represented by the following general formula [1]:

• (wherein X1 and X2 represent divalent groups respectively selected from the group consisting of a substituted or unsubstituted alkylene group, aralkylene group, arylene group and heterocyclic group;
• and an alkylene group, an aralkylene group, an alkenylene group, an amino group, a silyl group, a carbonyl group, an ether group and a thioether group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group, in which X1 and X2 may be identical with or different from each other, and also X1 and X2 may be directly bonded with each other;
• X3 represents a group selected from the group consisting of substituted or unsubstituted alkyl group, aralkyl group, aryl group, and heterocyclic group, in which X3 may be identical with or different from X1 or X2 and in which the substituent is selected from the group consisting of alkyl, benzyl, phenethyl, aralkyl, alkoxy, phenoxy, 4-butylphenoxy, benzyloxy, phenyl, alkylphenyl, chlorophenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, heterocyclic, halogen, cyano, and nitro;
• Y1 and Y2 represent groups respectively from the group consisting of a substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group;
• a substituted or unsubstituted alkylene group, aralkylene group, alkenylene group, amino group, and silyl group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group;
• and an unsubstituted carbonyl group, ether group, and thioether group, each of which has a coupling group including a substituted unsubstituted arylene group or a divalent heterocyclic group, in which Y1 and Y2 may be identical with or different from each other;
• Y1 and Y2, or X1, Y1 and Y2 may be bonded with each other to form a ring;
• R1 to R8 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, and a substituted or unsubstituted alkyl group, aralkyl group, and aryl group, in which R1 to R8 may be identical with or different from each other;
• and
• m+n denotes an integer number of 1 to 10, wherein the layer containing the compound represented by the general formula [1] contains at least one of the compounds represented by the following general formula [4]:
• (wherein Ar8 to Ar12 represent groups respectively selected from the group consisting of a substituted or unsubstituted aryl group and heterocyclic group, in which Ar8 to Ar12 may be identical with or different from each other;
• and R14 represents a group selected from the group consisting of a hydrogen atom, a halogen group, substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group, a substituted amino group, and a cyano group).

An organic luminescence device comprising at least a pair of electrodes including an anode and a cathode and one or a plurality of layers containing an organic compound sandwiched between the pair of electrodes, wherein at least one of the layers containing the organic compound contains at least one of compounds represented by the following general formula [1]:

• (wherein X1 and X2 represent divalent groups respectively selected from the group consisting of a substituted or unsubstituted alkylene group, aralkylene group, arylene group and heterocyclic group;
• and an alkylene group, an aralkylene group, an alkenylene group, an amino group, a silyl group, a carbonyl group, an ether group and a thioether group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group, in which X1 and X2 may be identical with or different from each other, and also X1 and X2 may be directly bonded with each other;
• X3 represents a group selected from the group consisting of substituted or unsubstituted alkyl group, aralkyl group, aryl group, and heterocyclic group, in which X3 may be identical with or different from X1 or X2 and in which the substituent is selected from the group consisting of alkyl, benzyl, phenethyl, aralkyl, alkoxy, phenoxy, 4-butylphenoxy, benzyloxy, phenyl, alkylphenyl, chlorophenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, heterocyclic, halogen, cyano, and nitro;
• Y1 and Y2 represent groups respectively from the group consisting of a substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group;
• a substituted or unsubstituted alkylene group, aralkylene group, alkenylene group, amino group, and silyl group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group;
• and an unsubstituted carbonyl group, ether group, and thioether group, each of which has a coupling group including a substituted unsubstituted arylene group or a divalent heterocyclic group, in which Y1 and Y2 may be identical with or different from each other;
• Y1 and Y2, or X1, Y1 and Y2 may be bonded with each other to form a ring;
• R1 to R8 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, and a substituted or unsubstituted alkyl group, aralkyl group, and aryl group, in which R1 to R8 may be identical with or different from each other;
• and
• m+n denotes an integer number of 1 to 10, wherein the layer containing the compound represented by the general formula [1] contains at least one of the compounds represented by the following general formula [5]:
• (wherein Ar13 to Ar16 represent groups respectively selected from the group consisting of a substituted or unsubstituted aryl group and heterocyclic group, in which Ar13 to Ar16 may be identical with or different from each other, or at most three of Ar13 to Ar16 may be a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aralkyl group;
• and R15 to R18 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group, a substituted amino group, and a cyano group).

An organic luminescence device comprising at least a pair of electrodes including an anode and a cathode and one or a plurality of layers containing an organic compound sandwiched between the pair of electrodes, wherein at least one of the layers containing the organic compound contains at least one of compounds represented by the following general formula [1]:

• (wherein X1 and X2 represent divalent groups respectively selected from the group consisting of a substituted or unsubstituted alkylene group, aralkylene group, arylene group and heterocyclic group;
• and an alkylene group, an aralkylene group, an alkenylene group, an amino group, a silyl group, a carbonyl group, an ether group and a thioether group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group, in which X1 and X2 may be identical with or different from each other, and also X1 and X2 may be directly bonded with each other;
• X3 represents a group selected from the group consisting of substituted or unsubstituted alkyl group, aralkyl group, aryl group, and heterocyclic group, in which X3 may be identical with or different from X1 or X2 and in which the substituent is selected from the group consisting of alkyl, benzyl, phenethyl, aralkyl, alkoxy, phenoxy, 4-butylphenoxy, benzyloxy, phenyl, alkylphenyl, chlorophenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, heterocyclic, halogen, cyano, and nitro;
• Y1 and Y2 represent groups respectively from the group consisting of a substituted or unsubstituted alkyl group, aralkyl group, aryl group and heterocyclic group;
• a substituted or unsubstituted alkylene group, aralkylene group, alkenylene group, amino group, and silyl group, each of which has a coupling group including a substituted or unsubstituted arylene group or a divalent heterocyclic group;
• and an unsubstituted carbonyl group, ether group, and thioether group, each of which has a coupling group including a substituted unsubstituted arylene group or a divalent heterocyclic group, in which Y1 and Y2 may be identical with or different from each other;
• Y1 and Y2, or X1, Y1 and Y2 may be bonded with each other to form a ring;
• R1 to R8 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, and a substituted or unsubstituted alkyl group, aralkyl group, and aryl group, in which R1 to R8 may be identical with or different from each other;
• and
• m+n denotes an integer number of 1 to 10, wherein the layer containing the compound represented by the general formula [1] contains at least one of the compounds represented by the following general formula [6]:
• (wherein R19 and R20 represent groups respectively selected from the group consisting of a hydrogen atom, and substituted or unsubstituted alkyl group, aralkyl group, and aryl group, in which the R19 groups or the R20 groups bonded with different fluorene groups may be identical with or different from each other, and R19 and R20 bonded with the same fluorene group may be identical with or different from each other;
• and
• R21 to R24 represent groups respectively selected from the group consisting of a hydrogen atom, a halogen group, substituted or unsubstituted alkyl group, aralkyl group, and alkoxy group, a substituted silyl group, and a cyano group;
• and p is an integer number of 2 to 10).