TW201026698A - Organic electroluminescence device - Google Patents

Abstract

An organic electroluminescence device is provided, wherein a light emitting layer includes an electron transport phosphorescence light emitting material, and includes an electron transport layer having a nitrogen-containing heterocyclic compound represented by the following formula (1) between the light emitting layer and a cathode: Formula 1 (A1 to A3 are independently nitrogen or carbon, Ar1 is an aryl group or a heteroaryl group, Ar2 is hydrogen, an arylgroup, a heteroaryl group, an alkyl group or an alkoxy group, wherein any of Ar1 and Ar2 is a fused ring group or a monoheterofused ring group, L1 and L2 are independently a single bond, an arylene group, a heteroarylene group or a fluorenylene group, R is hydrogen, an aryl group, a heteroaryl group, an alkyl group or an alkoxy group, n is an integer from 0 to 5.)

Description

[Technical Field] The present invention relates to an organic electroluminescence device (hereinafter sometimes referred to as an organic EL element), which can be effectively used for a full color display. (full color display), backlight (back light), surface light source of illumination source, or a light source array such as a printer. ,

[Prior Art] At present, research and development of various display elements are active. Among them, organic EL elements are attracting attention as promising display elements because they can obtain high-luminance light emission at a low voltage. The organic EL element is composed of a light-emitting layer or a plurality of organic layers including a light-emitting layer and a counter electrode sandwiching the organic layer. The organic EL element is an element for illuminating at least one of the following luminescence: electrons injected from the gate and recombined holes injected from the anode are recombined in the organic layer: luminescence of the generated excitons And luminescence from excitons of other molecules generated by energy transfer from the above excitons. Heretofore, the organic a-element uses a laminated structure that separates functions, thereby greatly improving the brightness and element efficiency, and is used in three ways: an electron transport layer and a light-emitting layer, or a hole-transmitting/light-emitting layer. Two-layer laminated component; three-layer laminated component in which a hole transport layer and a ft transfer layer are laminated; and a laminated hole = a light-emitting layer, an electric, a hole blocking layer, and an electron transport layer, a four-layer laminated type. 201026698 32734pif.doc _ The use of pressure reduction, and further exploration of the drive and the transfer of materials: to promote the injection of electricity from the cathode and the electron transfer of the electronic material, especially the == reveals the specific structure of the Gas heterocyclic derivative::==:] As expected, the patent text _:==== material is included in the hair layer, electron-alkenyl)-9,1〇-diphenylanthracene. Fork one B, especially ΐ:: Exploring. As a result, there is a luminescent material (for example, rate::: real luminescent material) which is difficult to form a sufficient migration EL element [previous technical literature] [Patent Document 1] [Patent Document 1] Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. An organic electric field light-emitting device having a high voltage and high luminous efficiency. The above object of the present invention is achieved by the following means: [1] An organic electroluminescent device comprising a pair of electrodes on a substrate and a light-emitting layer between the electrodes An organic layer of the electron transport layer, the upper luminescent layer comprising an electron transporting disc light-emitting material, and the electron transporting layer is included between the luminescent layer and the cathode. The electron transporting layer contains the following general formula (1) The nitrogen-containing heterocyclic compound represented by: [Chemical Formula 1] Formula (1)

7 201026698 32734pit.doc = Carbon number of the alkyl group; where ' Μ 的 Ϊ = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = _ group; R is a hydrogen atom, substituted or unsubstituted sulfonium, substituted or unsubstituted nucleocarbon ===== f unsubstituted carbon number 1~2G filament, or Instead of the alkoxy group substituted by the number = 1 to 2 ,, η is. When the integer of 〜5 is '=3', the plurality of R's may be the same or different, and the carbon-and-carbon ring or carbocyclic ring may be bonded by the organic carbon field as described in <2> The element has a metal misalignment as the above-mentioned electron transporting-photoluminescent material, and has a ligand having more than t teeth, and the ligand is a chain-like ligand and has a partial structure represented by the following general formula (2) Qiao 8 201026698 32734pif.doc [Chemical 2] General formula (2)

(In the general formula (2), μ11 represents a metal ion, L11, L12, L13,

14 y 15 I ^ L independently of each other represents a ligand coordinated; in Ln, Lu Φ ” and T further exists in the atomic group to form a cyclic ligand; L15 does not bond with and L a cyclic ligand; γ11, γΐ2, γ13 are independent of each other and have no linking group, single bond or double bond; L" and γΠ, 丫丨2 and [η, [η transmit luminescence, the above electronic components of the towel, The nitrogen-containing heterocyclic compound represented by the organic electric field luminescence (i) described in the above item is a nitrogen-containing heterocyclic compound represented by the following formula (3): 9 201026698 32734pif.doc: [Chemical Formula 3] 3)

(In the formula (3), A1 to A3, Ar1, Ar2, L1 and L2 have the same meanings as in the above formula (1); and R' has the same meaning as R in the above formula (1). The organic electroluminescent device according to any one of the above-mentioned formula (1), wherein the nitrogen-containing heterocyclic compound represented by the above formula (1) is represented by the following formula (4) The nitrogen-containing heterocyclic compound represented: 201026698 32734pif.doc

General formula (4)

(In the formula (4), A1, A2, Ar1, Ar2, L1 and L2 are synonymous with the above formula (1); R' and Rn are synonymous with R in the above formula (1), and may be the same as each other. Can be different). The organic electroluminescent device according to any one of the above-mentioned general formulas (1), (3) to (4), wherein the nitrogen-containing heterocyclic compound represented by the above formulas (1), (3) to (4), is a nitrogen-containing heterocyclic compound represented by the above formula (1), (3) to (4). In the above, L1 and L2 are each independently a group selected from the group of divalent groups represented by the following chemical formula φ: 11 201026698 32734pif.doc [Chemical 5]

The organic electric field light-emitting element according to any one of the above-mentioned general formulas (1), (3) to (4), wherein the nitrogen-containing heterocyclic ring represented by the above formula (1), (3) to (4), is a nitrogen-containing heterocyclic ring represented by the above formula (1), (3) to (4). In the compound, at least one of Ar1 and Ar2 is a group represented by the following general formulae (5) to (14):

12 201026698 32734pif.doc

R 12 R13 R19

R 18 R 17

13 201026698 32734pif.doc (wherein R1~R92 are independent of each other as a hydrogen atom, a dentate atom, a substituted or unsubstituted carbon number, a substituted or unsubstituted carbon number/~20 thief oxygen a substituted or substituted aryloxy group having 6 to 40 carbon atoms, a substituted or unsubstituted diamine group having a core number of 12 to 8 fluorene, a substituted or unsubstituted nucleus number 6~ 4G aryl, via & or unsubstituted heteroaryl having a core carbon number of 3 to 4, or substituted or unsubstituted diarylaminoaryl having a core number of 18 to 120, L3 is a group selected from the group consisting of divalent groups represented by the following chemical formula: [Chem. 7]

The organic electric field illuminating according to any one of <1> to <7>, wherein the electron-propagating phosphorescent material comprises a partial structure represented by the following formula U5): 201026698 32734pif.doc Yt 8] general formula (15)

R24 Φ (in the formula (15), 'Μ21 denotes a metal ion, γ2】_ a single bond or a naphthene 22, a Υ23, independently of each other, or a linkage = a junction ^ Q22, independently of each other, represents an atomic group forming a nitrogen-containing heterocycle, ^ a bond between a ring and a fluorene 21 and a fluorene single or double bond formed by a ring *Y21 J formed by Q22; π and X22 independently represent an oxygen atom, a table = a substituted or unsubstituted nitrogen atom; R21, R22 R23 and r24 represent a hydrogen atom or a substituent, and R 1 and R22 and r23 and r24 are bonded to each other to form a ring; and L25 represents an integer of 〜4 in the above). U is not described in <9>, as described in <8>, wherein the organic electric field light-emitting element includes four ======= 15 201026698 32734pif.doc sub-structure: [Chemical 9] General formula (16)

(In the formula (16), Z1 represents a nitrogen-containing heterocyclic ring coordinated to platinum by a nitrogen atom; L1 represents a single bond or a linking group; and R1, R3 and R4 independently represent a hydrogen atom or a substituent, and R2 represents a substitution. base). <10> The organic electroluminescent device according to <9>, wherein the platinum complex containing the tetradentate ligand having the partial structure represented by the above formula (16) is represented by the following formula (17) Platinum complex represented: 16 201026698 32734pif.doc [Chemical] (17) and independently of each other; Rl, r L and atom or substituent, R2 represents a substituent). Independent of each other

Illustrated by the general formula: 11 &gt;, &lt;1〇: the platinum-integrated member represented by the organic electric field (17), wherein the complex compound: the following formula (18) = 17 201026698 32734pif.doc [11] General formula (18)

(In the formula (18), Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom; and L1, L2 and L3 each independently represent a single bond or a linking group; R1; R3 and R4 each independently represent a hydrogen atom or a substituent, and R2 represents a substituent; Ra and # independently represent a substituent, and η and m each independently represent an integer of 0 to 3). The organic electroluminescence device of the above formula (17), wherein the platinum complex represented by the above formula (17) is a starting complex represented by the following formula (19): 18 201026698 32734pif.doc [Chemical 12] General formula (19)

(In the formula (19), Q4 represents an aromatic hydrocarbon ring group or an aromatic heterocyclic group bonded to platinum by a carbon atom or a nitrogen atom; and L1, L2 and L3 each independently represent a single bond or a linking group; R1 R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent; Ra and 1^ independently represent a substituent, and η and m each independently represent an integer of 0 to 3). <13> The organic electroluminescent device according to <12>, wherein the platinum complex represented by the above formula (19) is a compound represented by the following formula (20): 19 201026698 32734pif.doc General formula (20)

(In the formula (20), L, L2 and L3 each independently represent a single bond or a linking group; R1, W, and r4 are related to a hydrazine or a substituent, and r2 represents a substituent; and Ra and Rb independently represent a substitution. n; m independently of each other represents an integer of 0 to 3; R5, R7, and R8 independently of each other represent a hydrogen atom or a substituent 'R6 represents a substituent). The organic light-emitting device 70 according to any one of <1> to <13>, wherein the light-emitting layer comprises a hole-transporting host material. &lt;15&gt; The organic electric field j according to any one of the items <1>^14> contains an electron transport layer package/reducing dopant containing a nitrogen-containing heterocyclic compound. One of the organic electric fields is selected from the group consisting of alkali metals, alkaline earth gold &lt;16&gt; such as &lt;1:&gt; to &lt;15&gt;, wherein the above-mentioned reducing dopant is 20 201026698 32734pif.doc , Alkali metal oxides, alkali metal tooth compounds, alkaline earth rare earth gold eyebrows, soil test metal teeth, rare earth metal oxides, f metal tellurides, metal organic complexes, soil test metals The organic complex of the 3σ substance and the rare earth metal is at least [the effect of the invention]. The field of the invention provides a low-voltage and high-luminous efficiency organic electro-electronic recording of a specific structure of the nitrogen-containing impurity. The ring derivative 'its == the effect of the nitrogen-containing heterocyclic derivative and the fluorescent luminescent material to surely lower the driving voltage. However, in the case of photoluminescent materials, there are drawbacks. The mechanism of the above situation is not clear, and it is presumed as follows. ίThe case where the hole transmission material commonly used by f is used as the host: value! Most of the photoluminescent materials are also hole-transporting properties. Therefore, if the electron-transferring layer (10) of the nitrogen-containing heterocyclic derivative (10) is injected into the light-emitting layer in the electron-transporting layer, the flow of electrons in the light-emitting layer is stagnant. Therefore, the electronic disk is the same as the carrier balance, and (4) the lowering of the luminous efficiency, and the electron-transporting light having a high electron transporting property in the present invention can be used to carry out the electron flow of the south light-emitting layer. t hole and, at the same time, can achieve low voltage and high efficiency. Particularly in the case of a sub-compound of a tetra-subunit, high efficiency and low driving voltage can be achieved. In order to make the above-mentioned features and advantages of the present invention more comprehensible, the following embodiments are described in detail with reference to the accompanying drawings. [Embodiment] Hereinafter, an organic electroluminescence device (hereinafter referred to as "organic EL device") of the present invention will be described in detail. In some cases, the organic EL device of the present invention has a cathode on a substrate. An organic layer containing an organic light-emitting layer (hereinafter sometimes referred to as "?") is provided between the electrodes. In view of the property f of the self-luminous element, it is preferred that at least one of the electrodes and the cathode are transparent. , the organic layer in the present invention may be a single layer or a laminated layer of any type of 厝: f-like 'preferably from the anode side sequentially layered holes i transmission = luminescent layer, electron transport layer can also The electric charge has an electric control layer between the light-emitting layer and the electron transport layer, and may have a hole injection between the anode and the hole transport layer, and may also have electron injection between the cathode and the electron transport layer. Floor. The layers can also be divided into multiple layers of secondary layers. The invention comprises an organic layer having a “counter electrode and a μvalue μ* layer and an electron transport layer between the electrodes, wherein the luminescent layer comprises an electron luminescent material” and comprises an upper RGB transmission between the luminescent layer and the cathode. Layer 'The above electron transport layer contains a nitrogen-containing heterocyclic compound represented by the following general formula (1). 22 201026698 32734pif.doc [Chem. 14] General formula (1)

General formula () towel 'A~A; mutually independent domain atom or carbon Ar is aryl-substituted or unsubstituted nucleon substituted or unsubstituted nucleus 3~6G _ silk, which is nitrogen Atom, substituted or unsubstituted aryl group having 6 to 9 carbon atoms, substituted or unsubstituted aryl group having 3 to 6 G carbon atoms, substituted or unsubstituted carbon number 1 to 20 An alkyl group, or a substituted or unsubstituted alkoxy group having a carbon number of 丨~2〇. Here, any of Ar and Ar2 is a substituted or unsubstituted fused ring group having a core number of 10 to 60 or a substituted or unsubstituted monoheterocyclic group having 3 to 60 carbon atoms. L1 and L2 are each independently a single bond, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 60, or substituted or Unsubstituted stretch base. R is a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 60, a substituted or unsubstituted carbon number of 1 ～20 alkyl, or substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, η is an integer of 0 to 5, when η is greater than or equal to 23 201026698 32734pif.doc 2 'multiple R can be the same Alternatively, a plurality of adjacent ones may be bonded to each other to form a carbocyclic aliphatic ring or a carbocyclic aromatic ring group. Preferably, at least one metal complex is contained as the electron transporting phosphorescence. The material, the metal complex has a ligand of three or more teeth, and the ligand is a chain-like ligand and has a partial structure represented by the following formula (2). General formula (2) ©

In the formula (2), ]11 represents a metal ion, and 1^1, 1^12, 1^13, 1^14, and L each independently represent a ligand coordinated to M11. There is no further atomic group between L11 and L14 to form a cyclic ligand. L15 is not bonded to both L11 and L14 to form a cyclic ligand. Γιι, γ!2, and γη are independent of each other, and represent a linking group, a single bond, or a double bond. The bond between L1 and γ12, γ12 and l12, L12 24 201026698 32734pif.doc and Y11, Y11 and L13, L13 and Y13, Y13 and L14 represents a single bond or a double bond. Η11 represents 0 to 4. It is preferred that the above electron transporting phosphorescent material is a platinum complex. The nitrogen-containing heterocyclic compound represented by the above formula (1) is preferably a nitrogen-containing heterocyclic compound represented by the following formula (3). General formula (3)

In the formula (3), Α1 to A3, Ar1, Ar2, L1 and L2 are synonymous with the above formula (1). R' is synonymous with R in the above formula (1). The nitrogen-containing heterocyclic compound represented by the above formula (1) is preferably a nitrogen-containing heterocyclic compound represented by the following formula (4). 25 201026698 32734pif.doc [Chemistry] General formula (4)

In the formula (4), A1, A2, Ar1, Ar2, L1 and L2 are synonymous with the above formula (1). R' and Rn have the same meanings as R in the above formula (1), and may be the same or different from each other. In the nitrogen-containing heterocyclic compound represented by the above formulas (1) and (3) to (4), the above-mentioned L1 and L2 are each independently selected from the group consisting of divalent groups represented by the following chemical formula. The base in the group. [Chem. 18]

-{S

In the nitrogen-containing heterocyclic compound represented by the above formulas (1) and (3) to (4), at least one of the above Ar1 and Ar2 is preferably a compound of the following formula (5). ) The base represented by ~(14).

27 201026698 32734pif.doc

12 R R13 R19 R11 R14

R15 R16

G general formula (7)

69

◎

&gt;90)89 wherein R1 to R92 are independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted 28 201026698 32734pif.doc carbon~ 2〇 alkoxy group, substituted or unsubstituted aryloxy group having a core carbon number of 6 to 4 fluorene, substituted or unsubstituted diarylamino group having a core carbon number of 12 to 80, substituted or not a substituted aryl group having a core carbon number of 6 to 4 Å, a substituted unsubstituted aryl group having a core number of 3 to 40, or a substituted or unsubstituted diarylamino group having a core number of 18 to 120 The aryl group, L3, is a group selected from the group consisting of a single bond and a divalent group represented by the following chemical formula.

[Chem. 20]

It is preferred that the above electron transporting phosphorescent material contains a partial structure represented by the following formula (15). 29 201026698 32734pif.doc [Chem. 21] General formula (15)

In the formula (15), Μ21 represents a metal ion, and Y21 represents a linking group, a single bond or a double bond. Υ22 and Υ23 are independent of each other to indicate a single bond or a linker. Q21 and Q22 independently represent each other to form a group of atoms containing a nitrogen-containing hetero ring, and a bond between a ring formed by Q21 and a bond of ruthenium 21 and a bond formed by a ring formed by Q22 and a ruthenium 21 represent a single bond or a double bond. X21 and X22 independently of each other represent an oxygen atom, a sulfur atom, a substituted or unsubstituted nitrogen atom. R21, R22, R23 and R24 independently of each other represent a hydrogen atom or a substituent, and R21 and R22 and R23 and R24 may be bonded to each other to form a ring. L25 represents a ligand coordinated to Μ21. Η21 represents an integer of 0 to 4. It is preferred that at least one initial complex containing a tetradentate ligand is used as the above electron transporting phosphorescent material, and the platinum complex comprises a partial structure represented by the following formula (16). 30 201026698 32734pif.doc [Chem. 22] General formula (16)

In the formula (16), Z1 represents a nitrogen-containing heterocyclic ring which is coordinated with a nitrogen atom. L1 represents a single bond or a linking group. R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent. It is preferred that the platinum complex containing a tetradentate ligand having a partial structure represented by the above formula (16) is platinum iridium represented by the following formula (17): 201026698 32734pif.doc [Chem. 23] General formula (17) I 3

In the formula (17), Z1 and Z2 each independently represent a nitrogen-containing heterocyclic ring which is coordinated to platinum by a nitrogen atom. Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom. L1, L2 and L3 independently represent a single bond or a linking group. R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent. The platinum complex represented by the above formula (17) is preferably a platinum complex represented by the following formula (18). 32 201026698 32734pif.doc [Chem. 24] General formula (18)

In the formula (18), Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom. L1, L2 and L3 independently represent a single bond or a linking group. R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent. Ra and 妒 independently represent a substituent, and 10 η and m independently represent an integer of 0 to 3. The platinum complex represented by the above formula (17) is preferably a platinum complex represented by the following formula (19). 33 201026698 32734pif.doc [Chem. 25] General formula (19)

In the formula (19), Q4 represents an aromatic hydrocarbon ring group or an aromatic heterocyclic group bonded to platinum by a carbon atom or a nitrogen atom. L1, L2, L3, R1, R3, R4, R2, Ra, Rb, and η, m are synonymous with the above formula (18). The platinum complex represented by the above formula (19) is preferably a compound represented by the following formula (20).

34 201026698 32734pif.doc [Chem. 26] General formula (20)

In the formula (20), 1^, ^3, ]^~114, ^, η, m are synonymous with the above formula (18). R5, r7, and ❹ represent a hydrogen atom or a substituent 'R6 represents a substituent. Preferably, the light-emitting layer contains a hole transporting host. Preferably, the electrical value of the nitrogen-containing heterocyclic compound is reductively mixed. Preferably, the reducing property is: Earth metal, rare earth metal, oxidized toothing of metal, metal oxide of soil test, earth metal (IV), oxide of rare earth metal, self-crystallization of rare earth metal, money complex of metal test, soil test metal At least one of the group consisting of an organic complex and an organic complex of a rare earth metal. 2. Components of Organic Electric Field Light-Emitting Element Next, the elements constituting the light-emitting element of the present invention will be described in detail. 35 201026698 32734pif.doc. (substrate)

The substrate used in the present invention is preferably a substrate which does not scatter or attenuate light emitted from the organic layer. Specific examples of the substrate include inorganic materials such as yttrium stabilized zirconia (YSZ) and glass; polyethylene terephthalate and polyphthalate. Polyesters such as p〇iybutylene phthalate and p〇iyethylene naphthalate, polystyrene, polycarbonate, and poly( P〇iyether sulfone ), polyarylate, p〇iyimide, polycycloolefin, norb〇rnene resin, and poly(ethylene difluoroethylene) Organic material such as poly(chlorotrifluoroethylene)).

For example, when glass is used as the substrate, in order to reduce the eluted ions from the glass, the material of the glass is preferably a glass without a glass. In addition, when using nano-calcium glass (s〇da), it is preferred to use a glass which is subjected to barrier coating (b muscle h coat). When an organic material is used, it is preferable. It is excellent in durability, dimensional stability, solvent resistance, electrical insulation, and extra money. The shape, structure, size, etc. of the board are selected for the purpose and purpose of the π-piece. The structure of the substrate may be a single layer structure, and may be formed by a single member'. It may also be formed by two pieces of 36 201026698 32734pif.doc. The substrate may be colorless and transparent, or may be colored and transparent, and will not be organic. The light scattering or fading scale emitted by the luminescent layer is preferably transparent. 〜, ,, ,, a moisture barrier layer (gas barrier layer) may be provided on the surface or the back surface of the substrate.

As the material of the moisture-proof layer (gas barrier layer), an inorganic substance such as nitriding stone or the like is preferably used. The moisture-proof layer (gas barrier layer) can be formed, for example, by high frequency sputtering or the like. When a thermoplastic substrate is used as a gate, a hard coat, an undercoat layer, or the like may be further provided as needed. (Anode) The anode usually has a hole as a supply layer to the organic layer. The shape, structure, size, and the like of the anode are not particularly limited. The electrode material can be appropriately selected from known electrode materials depending on the use and purpose of the light-emitting element. As described above, the anode is usually a transparent anode. Examples of the material include a metal, an alloy, a metal oxide, a conductive compound, or a mixture of the materials. Specific examples of the anode material include tin oxide doped with antimony or fluorine (antim〇). Conductive of ny d〇ped tin oxide, fluorene, fluorine, zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), etc. Metal oxides; metals such as gold, silver, chromium, nickel, etc., and mixtures or laminates of such metals with conductive metal oxides; inorganic conductivity of copper iodide, copper sulfide, etc. 3 7 201026698 32734pif.doc, an organic conductive material such as polyaniline, polybenzazole, polyscale, etc.; a laminate of these organic conductive materials and ιτο, t, preferably a conductive metal oxide In particular, in terms of productivity and high performance, IT〇 is preferable. The anode can be formed on the substrate by, for example, a method which is appropriately selected in consideration of adaptability to a material constituting the anode, in the above manner. It is: a wet method such as a printing method or a coating method; a vacuum evaporation method (v_m evaporati〇n meth〇d), a sputtering method (indicative method), and an iontophoresis method (i〇nplatingmeth〇d). Physical means; Chemical vapor deposition (CVD), plasma CVD (plasma chemical vap〇r (4) (10), etc.) Chemicals: When ITO is used as the material of the anode, the formation of the anode can be Or the south frequency hard method, the vacuum steaming method, the ion electricity money method, etc. The hair _ money electric field light-emitting element towel, the yang formation position is particularly limited. According to the purpose and purpose of the light-emitting element, it is suitable... Is the axis On the upper wire plate, in the case of the surface of the case = f, it is also possible to form a chemistry such as pattening and lithography (Ph〇t〇lith〇graphy) on the surface. Like j (etehin== 仃, you can also use the laser (1) to enter the overlapable mask to perform vacuum distillation or miscellaneous, and the method of separation (10). ffmethGd) or printing method, the thickness of the anode can be selected according to the material constituting the anode. 38 201026698 32734pif.doc f Method-General I is usually 1Gnm~5 (^m or so, more than 50nm~2〇 . The resistance value of the anode is preferably less than or equal to 〇 3 Ω / □, more preferably, = equal to Η) 2 Ω / ϋ. In the case where the anode is transparent, it can be bloody? . In order to emit light from the transparent anode side, the anode 萁 - preferably 疋 is 60% or more, more preferably 70% or more. The new =: transparent anode 'detailed in the "Transparent Electrode Membrane (1999), edited by Sawada," can be described in the article (4), the invention. #Use low heat resistance (four) (piastic) It is better to use IT0 or IZ〇 and a transparent anode formed at 15 (rc). r illusion low, dish (cathode) = use of the first component, 'self-public: electrode:= when the material, material, for example A mixture of gold, alloy, and metal μ can be used as a mixture of diterpene, etc. The above-mentioned cathode material is a bell-alloy, a magnesium alloy, a metal alloy, and a metal. Injectability regulations and § 'may be used in combination with two or more. The material that constitutes the cathode in the material is in terms of electron injectability. 39 201026698 32734pif.doc It is better to check the metal or soil in the soil to save stability. In terms of sexuality, it is better to use aluminum as the main material. The so-called material based on the name refers to the combination of alkali, alkaline and alkaline earth metals of 单独, 铭, and (% by weight) to 〇wt%. a mixture of these materials (for example, a bell alloy, a town alloy σ 〆 another 'on the cathode The materials described in the publications of Japanese Laid-Open Patent Publication No. Hei No. Hei. For example, it can be formed by a method which is appropriately selected from the following aspects in consideration of the above-described configuration of the cathode, and the above-mentioned == should be, wet type m plating method such as brush method and coating method, t Ρ ion ore method Physical methods such as CVD, electric CVD, etc. For example, when selecting a metal or the like as a material of the cathode, one of the ς or _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ The light lithography or the like can be carried out by vacuum evaporation or miscellaneous silver by physical paste such as laser, or by a method such as a separation method or a printing method. The 'cathode formation position is not particularly limited on all of the layers of the machine layer, and may be formed in the portion of the money layer. If there is another 'between the cathode and the organic layer, it may be inserted at ^° nm to 5 nm. Fluoride C from metal or soil test metal: 201026698 32734 The dielectric layer formed by pif.doc (dieiecinv u, plating method or ion plating method, etc.) The thickness of the true ruthenium plating method and the sputtering cathode can be determined according to the composition, and it is usually not specified, usually 1 〇; The material is appropriately selected to be SOnm, em. The left and right 'better, in addition, the cathode can be transparent, or the cathode can be made thinner by making the material of the cathode thinner, and then layering ITO or IZ〇臈 is formed by a thick (organic layer) transparent conductive material of 1 nm to 10 nm. The organic layer in the present invention will be described. The organic EL element i of the present invention is a right human compound layer, and the light-emitting layer contains j. At least one layer of the light-emitting layer has a 2-transmissive phosphorescent material between the light-emitting layer and the cathode, and the electron transporting of the nitrogen-containing heterocyclic compound is as described above on the transport layer 1 represented by the general formula (1). Each layer such as a hole transmission layer is cited. In the organic EL device of the present invention, the dry etching method, the vapor deposition method, or the dry method, etc., in the organic EL device of the present invention, can be formed by using a printing method or a spray | (ink · 1, method, wet) Any method such as a coating method, a transfer method, or a t-layer method is suitably formed. When a layer such as a two-energy layer is 'received', when an electric field is applied to the layer or the hole transport layer receives a hole, and from 41 201026698 32734pif.doc cathode, electron &amp; human layer or electron transport layer recombination of electrons Let the place shine. The light-emitting layer of the invention I contains at least an electron-transporting phosphorescent material as a green material. Preferably, the electron transporting filament material is at least one of the following metal complexes having a coordination of three or more teeth. The ligand is a chain ligand and has the following general formula. (2) Part of the structure indicated.

Ut 27] General formula (2) Y1.1

Μ: In the formula (2), PCT 11 represents a metal ion, and ]^1, 1^, 1^3, 1^4, and L15 independently represent a ligand coordinated to the ruthenium. There is no atomic group between L„ and L〗4 to form a cyclic ligand. U5 does not bond with both Ln and L14 to form a cyclic ligand. γ11, γ12, γ13 are independent of each other. Linking group, single bond or double bond. L11 and γ12, γ12 and l12, L12 42 201026698 32734pif.doc and Y11, Y]1 and L13, bond or double bond. n&quot; means L13 and γ13, Υ13 and L14 0~4 The bond between the two indicates that the electron-transporting phosphorescent material is a complex. The partial structure represented by the formula (1)).

General formula (15)

R24. In the general formula (15), it means a metal ion, γ, a single bond or a double bond 〇γ22 Υ23^, and the two are independent of each other to represent a single bond or a bond—two Q 1 independently represent a form of a nitrogen-containing heterocyclic ring. Primordial. Q, a bond between a ring and Y, and a single bond or a double bond formed by f. Χ21 and X22 independently of each other indicate that the bond of oxygen atom = represents a substituted or unsubstituted nitrogen atom. R21, R22, R2'3, and 24 may form a ring from an atom, a hydrogen atom or a substituent, R21 and R22, and R23 and R24, respectively, and a separate table. L25 represents an integer that is coordinated at ~4. The above ligand η21 represents 〇. It is preferred that at least one of the above-mentioned electron-transfer-based platinum complexes is a partial structure represented by tetradentate coordination (16). The complex complex contains the following general formula [Chem. 29] Formula (16)

In the formula (16), ζι denotes a heterocyclic ring. L1 represents a single bond or a nitrogen-containing atom or a substituent which is bonded to a platinum atom, and R2 represents a substitution of KR and R4 independently of each other to represent hydrogen. Preferably, the platinum is contained in the above-mentioned tetradentate ligand. The compound is a partial structure of the compound represented by the broad formula. Platinum error represented by the general formula (Π) 44 201026698 32734pif.doc [Chem. 30] General formula (17)

In the formula (17), Z1 and Z2 each independently represent a nitrogen-containing heterocyclic ring which is coordinated to 16 with a nitrogen atom. Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom. L1, L2 and L3 independently represent a single bond or a linking group. R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent. It is preferred that the platinum complex represented by the above formula (Π) is an imide complex represented by the following formula (18). 45 201026698 32734pif.doc [Chem. 31] General formula (18)

In the formula (18), Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom. L1! ? And L3 independently represents a single bond or a linker. R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent. Ra and # independently represent a substituent, and η and m independently represent an integer of 0 to 3. The platinum complex represented by the above formula (17) is preferably a platinum complex represented by the following formula (19). 46 201026698 32734pif.doc [Chem. 32] General formula (19)

In the formula (19), Q4 represents an aromatic hydrocarbon ring group or an aromatic heterocyclic group bonded to platinum by a carbon atom or a nitrogen atom. L1, :^,! ^,! ^, R3, 114, 尺2, ;^, :^, and 11, 111 are synonymous with the above formula (18). The platinum complex represented by the above formula (19) is preferably a compound represented by the following formula (20). 47 201026698 32734pif.doc [Chem. 33] General formula (20)

In the formula (20), l1, l2, l3, r1~r4, r ❹ are ====== with a fine equal to 0.2 wt% and less than or equal to 3 〇 wt%, and a better 疋 is greater than 〇. 3 and less than or equal to 2% milk%, the best = is greater than or equal to + equal to 〇 〇 wt%. The light-emitting layer content in the present invention is preferably 0.5% by weight or more. It can also contain an electron transporting subject material. The hole-passing body material The so-called host material is a compound that is mainly transported in the light-emitting layer, and the body material itself bears the charge injection, ‘,, and the substantially non-luminous combination. 48 ❿ 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 2010 In the present specification, the term "substantially does not emit light" means that the amount of luminescence of the compound which does not emit light on the step is preferably less than 53⁄4 from the substantial total illuminance, more preferably less than or equal to, and the cartridge; &quot;&quot; The overall value is equal to 1%. '. Further preferably, the concentration of the host material in the small light-emitting layer is not specific to the light-emitting layer cover as the main component (the content of the most (four) component, 7?〇· less than or equal to, and more preferably 70 wt% and less than or equal to 99. 8 plus %, preferably greater than and less than or equal to 99.7 wt%. Specially designed for 80 wt% of the other: the glass transition point is preferably greater than or equal to 10 and small t:, and further preferably greater =: U 〇 C and less than or equal to 3 (8) 〜 2 is equal to 12 〇 C and less than or equal to 25 CTC. Electronically-transmitting phosphorescent luminescent material &gt; ί Μ Μ 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四The material is preferably a metal complex as described in the following (2). 49 201026698 32734pif.doc General formula (2)

3 In the formula (2), Μ11 represents a ligand in which a metal ion _1 is coordinated to Μη. In l1 and l!4 to L15, respectively, an atomic group is formed to form a cyclic ligand. L15 is also further present to form a cyclic ligand. Y11, Y12, γΐΐ ^ and L and L14 are double bonds. Further, when the γ11, γ!2 bite knife indicates a linking group, a single bond or Y12, Y12 and L12, L12 and γη, and a base, L11 and 〇

The keys between Ll4 independently represent a single bond or a double L key, Υ, 3, Yl3 and a key with L11~L15 can be eight main one double key η is not 0~ species. "The coordination of the ligand, the ionic bond, the covalent bond, and the compound represented by the formula (2) will be described in detail. 限定 ϋ Μ Μ 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示Good or triple metal ions. Bivalent or trivalent gold, _: 疋 surface ion, 铱 ion, 铢 ion, palladium ion, 铐 word ion, 铕 ion, 釓 ion, 铽 ion, better 50 201026698 32734pif.doc is platinum ion, strontium ion, ^ sub, especially good _ sub. 'It is better that the rotor, silver from the general formula (2), lu, τ12 τ π position in the core of the ligand. L is contained in the atom assigned to the Μ11, preferably 曰~1, Ll3, and L]4 and == her son's better is a nitrogen atom, a dimer, a &quot;zigo sulfur atom, by M11 Year-old Γ 11, TU τ 13 is not a covalent bond, Λ二:, the key of the division can be clearly defined in the ligand, for the convenience of description, not only refers to the distribution of other ionic bonds, covalent bonds The formation of the .... ^ ^ ^ ^ 12 ' γ11, Ll3, γ13 and ^ formed by the ligand is better 疋 anionic ligand (At least - an anion is bonded to the metal to form a secret filament.) The number of the fine material of the secretory ligand base towel is preferably from 1 to 3, more preferably 1, 2, and even more preferably 2. L11, L12, L.13, and L14 which are coordinated to the ruthenium 11 by a carbon atom are specifically limited, and an imino ligand or an aromatic carbocyclic ligand (for example, benzene) can be independently mentioned. a ligand, a naphthalene ligand, an anthracene ligand, a phenanthracene ligand, a heterocyclic ligand (for example, a furan ligand, a porphin) (thiophene) ligand, η pyridine ligand, β pyrazine ligand, pyrimidine ligand, thiazole ligand, oxazole Site group, beta pyrrole ligand, imidazole ligand, pyrazole coordination 51 201026698 32734pif.doc base, and viscous soil containing such ligands (eg 啥(qUin〇line) ligand, benzoquinone "benzothiazole ligand, etc." and the tautomer of these fused rings. L11, L12, L13 and L14 coordinated to M11 are not particularly limited, and may be independently represented by a nitrogen-containing heterocyclic ligand (for example, a thiodentate ligand, a pyrazine ligand, a bite coordination). Base, pyridazine ligand, triazine ligand, carbazole ligand, oxazole ligand, fluorene ligand, imidazole ligand, pyrazole ligand, three a azole (triaz〇le) ligand, an oxadiazole ligand, a thiadiaz〇le ligand, and a fused ring containing the ligand (eg, a quinoline ligand, a benzoxazole ligand, a benzoimidazole ligand, etc.) and a tautomer of the fused ring (in addition, in the present invention, in addition to the usual isomer, the following examples are also referred to as mutual mutation. Structure. For example, the five-membered heterocyclic ligand of the exemplified compound (24) ◎ described in the compound number "Chemical 24" of JP-A-2007-103493, and the terminal five of the exemplified compound (64) described in the compound number "Chem. 28". a heterocyclic ligand, a compound number "a five-membered heterocyclic ligand of the exemplified compound (145) described in the formula 37 is also defined as an upper terpene tautomer), and the like; an amine ligand (an amidated group) The base group (more preferably, the carbon number is 2 to 30, more preferably the carbon number is 2 to 2 Å, particularly 2 to 10 Å, for example, a methylamino group), and the arylamine group is a phenylamino group. ), an amine-based ligand (preferably carbon 3 〇, more preferably a carbon number of 2 to 2 G, particularly preferably a carbon number of 2 = = compared to B = number; amine group, etc.), burning Oxylamine group (preferably, the number of gorge is 2~3〇, more preferably, the carbon number is 2~plus, 52 201026698 32734pif.d〇c, especially the carbon number is 2~12, difang 4 base-based ligand (preferably two = amine ί = arylamino group, etc.), base amine = 7 is 1 to 3 〇, more preferably carbon number is 2 〇 'Uli (four) number Ο Sub-coordination of methylamino, phenylamino, etc. Etc.). Some of the ligands may be further substituted. "Imino coordinated to oxygen atoms in the L1 Μ11], Τ 12 τ 13 = ~ 3 set. =, 1 to 1 〇, for example, cn1: 20' is particularly preferred, the carbon number is a ligand (preferably, the carbon number is 6 to 30, more it is 20, and particularly preferably the carbon number is M2, for example, the two carbon number is (preferably two 12, etc.; gauge, the second is a carbon number of 2: == is a carbon number of 2 to 3 〇, a better 醯oxy group, benzene mm is 2~1 〇', for example, B is 3 to 4, more m, oxy ligand (preferably, carbon number 24, for example, two; odor; two 30' is particularly preferably a carbon number of 3 ～ ” dimethyl decyloxy, triphenyl fluorenyl ligand (for example, an oxime group I carbonyl thiol (for example, dimethyst, etc.), a base ligand, etc.), etc. The ligand can also be via the base, 53 201026698 32734pif.doc LU, l 2, l13 1~12 coordinated with sulfur atom, good secret is 1~2G, especially good carbon number is good Is the carbon number ^ 6 ~ =, H 丄 H), / thiol ligand (better 疋 carbon number is 6 ~ 20, especially good is carbon can be cited benzene sulfur (four)), miscellaneous Cyclo-thiol ligand (more than (4) = better 岐 carbon number is 1~2G, especially preferably I~12, for example, pyridylthio group, 2-benzene Indazole thiol,

a thiosulfanyl group, a benzoinylthio group, a sulfur group-based ligand (for example, a sulfur-coordination group, a sulfur-g-coordination group, etc.), or a _coordination group (for example, disulfide-sulfur (IV) Silk, disulfide weiweisi, sulfur-grade secreting ligand, etc.). These ligands can also be further substituted. L11, L12, L13 and L14 which are coordinated to the M11 by a phosphorus atom are not particularly limited, and a dialkylphosphino ligand, a diarylphosphino ligand, a trialkylphosphine may be independently mentioned. a terminal group, a triarylphosphine ligand, a phosphinine ligand, and the like. These ligands can also be further substituted.

L11 and L.14 are preferably independently: an aromatic carbocyclic ligand, an alkoxy ligand, an aryloxy ligand, an ether ligand, an alkylthio ligand, an arylthio group. a ligand, an alkylamino ligand, an arylamine ligand, a mercaptoamine ligand, a nitrogen-containing heterocyclic ligand (eg, an n-bite ligand, a beta-azine ligand, a pyrimidine) Ruthenium ligand, pyridazine ligand, triazine ligand, ruthenium ligand, bite ligand, fluorene ligand, imidazole ligand, carbazole ligand, triple-coordination a oxadiazole ligand, a thiadiazole ligand, or a fused ring ligand containing such a ligand (for example, a ruthenium ligand, quinoxaline 54 201026698 32734pif.doc More preferably, a ligand, a phthalazine ligand, a benzoxazole ligand, a benzoquinone sigmatine ligand, or the like, or a tautomer of the fused ring ligand, etc.) Is an aromatic carbocyclic ligand, an aryloxy ligand, an arylthio ligand, an arylamine ligand, and a pyridine ligand, a pyrazine ligand, a ruthenium ligand, an imidazole Ligand, or contain these a fused ring ligand (eg, a quinoline ligand, a quinoxaline ligand, a pyridazine ligand, a benzoimidazole ligand, etc.) or a tautomer of the fused ring ligand, Further, the aromatic carbocyclic silk, the aryloxy silk, the (tetra) ligand, the arylamine ligand, and the „bite ligand, the t-qin ligand, the wow coordination $米a salivary ligand, or a slightly cyclic ligand containing the ligand, in particular: an aromatic carbocyclic ligand, an aryloxy ligand, and a caffeine, a oxazide ligand, a ruthenium ligand, a stilbene ligand, or a fused ring ligand containing the ligand. — The ruthenium group is independent of r and is a ring and a ring ring group which form a coordination bond, respectively. Preferred are (iv) rings &quot;biazines and 兮'嗟-salt ring, chew-salt ring, bilo ring, tri-salt ring, pyridazine ligand, benzoquinone. Aachen, Yixin, porphyrin ligand, ring, etc.) and these fused rings; ^ mutual change; ^ saliva, false in her blood 0 ring, pyrimidine ring, 吼 ring, == better Is a pyridine ring, a ruthenium ring, a ruthenium ring 駄 J ^, a ligand ring (such as an isomer, and thus a better θ, ° ring, etc.) and the fused ring The coordination ring, the ring, the money ring, and the ring and the thick ring containing the anthracene ring are particularly good for the bite 55 201026698 32734pif.doc ❹ In the formula (2), 'L15 indicates the coordination on the top. Bit base. Lis is preferably a mono to tetradentate ligand, more preferably an anionic ligand of a single to four teeth. The anionic ligand of the single to tetradentate is not particularly limited, and a dentate ligand, a 1,3-di-coordination group (for example, an acetamidine acetone ligand, etc.), and a pyridine coordination group are preferred. a monoanionic bidentate ligand (for example, a picolinic acid ligand, a 2·(2-phenyl)-pyridine ligand, etc.), from L11, Υ12, L12, γ11, l13 a tetradentate ligand formed by γ]3 or Li4; more preferably a 1,3·dione ligand (e.g., an acetone acetonyl ligand, etc.) 'monoanionic double dentate containing a pyridine ligand Ligand (for example, π ratio biting formic acid ligand, 2·(2_phenyl) 吼 配 ligand L11 &gt; γ12 Ν l12 , γΐι χ ^13 γΐ3 τ Η L Υ L opened &gt; a tetradentate ligand; further preferably a 1,3-diketone ligand (e.g., an acetamidine valence ligand, etc.), a monoanionic bidentate ligand containing a pyridine ligand (e.g., picolinic acid) a ligand, a 2-(2-hydroxyphenyl)-pyridine ligand, etc.), particularly preferably an anthracene, a 3-dione ligand (for example, an ethylene-propionyl group, etc.). The number of ligands does not exceed the metal Coordination number, wherein L is not bonded to both L11 and L.14 to form a cyclic ligand. The general formula (2) towel 'Υη, γ, and γ13 are divided into standing groups, early bonds or The double bond: The linking group is not particularly limited, and for example, a linking group composed of a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, a ♦ atom, or a dish atom is preferably contained. For example, 56 201026698 32734pif.doc [Chem. 35] H2. Death 2 H2 V&quot; h2

H2

When ph=-H〇 Y12 and L12, L12 and 乂^J'f are connected, L11 and Y12

Yl3 ' Υΐ3^ L is a group of a base group, and is preferably a single bond, a base group, or an amine group. γ base. Preferably, γ12 and γ13 are single and preferably are formed by Y12, Ln, and Lu bonds, and further preferably a single bond L13 and a ring formed by ruthenium L and Μ11 57' 201026698 32734pif. The doc is 5 Wei 4~ig, the coffee is the number of rings and it is better that the ring number is 5 or 6. When the metal is 1, L]5, in the formula (2), ηιι means 〇~4. When the volume is round, f is. When M, coordination 'two: two numbers, the table is not a double-dentate ligand, when u is 1, L5 means single-order reduction Ζλ, π has a coordination number of 6 and n11 is 2 η1丨. It is 'soil. When the metal is a metal with a coordination number of 8, the coordination number of the s u is better than 疋 1, 2, and more preferably 1. When the coordination number of μ11 is "and ' is '1', Ll5 indicates a tetradentate ligand. When Μ11 is plural, and soil 1 is 2, 'Ll5 indicates a double-dentate ligand. When η1] is lv 个 L The preferred embodiment of the compound represented by the formula (2) is as follows (15·4) η Formula (15), Formula (15_2), Formula (15- 3), each compound represented by the formula and the formula (15-5). The compound represented by the formula (15) will be described.

58 201026698 32734pif.doc [Chem. 36] General formula (5)

In the formula (15), M21 represents a metal ion, and Y21 represents a linking group, a single bond or a double bond. Y22 and Y respectively represent a single bond or a linking group. Q21 and Q22 respectively represent a group of atoms forming a nitrogen-containing hetero ring, and a bond between the formed ring and γ21 and a bond formed between Q22 and Y21 represents a single bond or a double bond. X21 and X22 each independently represent an oxygen atom, a sulfur atom, a substituted or unsubstituted nitrogen atom. R21, R22, R23 and R24 each independently represent a hydrogen atom or a substituent, and R21 and R22 and κ23 and r24 may each be bonded to form a ring. L·25 represents a ligand coordinated to M21. Η2〗 represents an integer of 〇~4. The general formula (丨5) will be described in detail. In the general formula (15), 'M21 is synonymous with Μιι in the above formula (2), and the preferred range is also the same. Q21 and Q2 are an atomic group which independently forms a nitrogen-containing hetero ring (a ring containing nitrogen coordinated to Μ21). The nitrogen-containing hybrid 59 201026698 32734pif.d〇c ring formed by Q22 is not particularly limited, and is, for example, a triazine ring, a township =: Qin ring, a substance, a ring, a three-smell ring, and the like, Wow ring "severe ring, pyridine ring, 喧 ring, ugazine ring, two" ring (such as 啥 环 ring, ring, etc.) and these _ mutual =: ring, clumsy, sitting by Q21, q22 The formation of nitrogen-containing impurities, substances. a azine ring, a pyrimidine ring, a 哒 π ring, preferably a pyridine ring, a pyridine ring, a scaly ring, and a ring containing the two ring-containing rings, a mushy, a quinoxaline ring, and a ring "%" of the "引" (eg, 啥 ring, and the tweezers of the fused ring, stupid, saliva, etc.) pyridine ring, imidazole ring, pyrrole ring, human guanidine pyridine, pyrazine ring , such as the fused ring, and the fused ring of the fused ring: the base ring (such as the bite ring and the ring of the ring (for example, the ton ring. The ring #) Substituted nitrogen atom, more = good, sulfur atom, substituted or unatomic, and more preferably oxygen; ^^ atom, sulfur atom, substituted nitrogen γ, γ in the above formula (2f: the same _' and the preferred range also γ22, γ23 independently represent a single bond group, an alkyl group, an alkenyl group, a thiocarbonyl group, a nitrogen atom linkage, a sulfur atom, a heteroaryl group, an oxygen atom. 4, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,- a base, a dilute substituent and (10) a stand of the table or a substituent. For the range of 1 to 30, it is better to cite an alkyl group (preferably a carbon number of 10, for example, a / J 1 to 20, particularly preferably, the carbon number is 1 to n-decyl, n-hexadecanyl, isopropyl, tert-butyl, n-octyl, (preferably, the carbon number is Ϊ~^, ring) Pentyl, cyclohexyl, etc.), the base number of the base is 7 ^, more preferably the carbon number is 2 to 20, especially the base, the core 2;) 1 ^ ^ ^ is the number of 2 m The carbon number is 2 to 3G, more preferably propyl, pentylene) 1 base = \2 == If the alkyne is carbon number is ό~20, #f虹 from β疋 carbon number is ό~30 More preferably, the phenyl group, the p-methylphenyl group, and the fluorene have a carbon number of 6 to 12, and examples thereof include an amine group, and the group and the dimethylamino group are B: a group: a base group, a diphenylamine group Base, xylylamino group, etc.), ethylamine group, monohydric fluorenyl group (preferably, the carbon number is 〖~:= is the carbon number is, for example, two = for B1, it is better: stupid base The 'two:: number ^ 61 201026698 32734pif.doc ~] 2' For example, it is better to call the oxy group is the number of broken! ~ 2 〇, especially ^ money is 】 ~ 30醯 醯 、 、 、 、 、 、 、 、 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋 疋It is 竣 无 A 〇 杂 为 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 Preferably, it is a carbon carbonyl group or the like, and is 2, for example, a phenoxy-oxyloxy group (preferably, for example, if the yarn is tlG2^, the carbon number is 2, the benzoinoxy group, etc.) And the number of the tyrosine group is 2 to 1 Γ, for example, the number of the stalks is 2 to 1 〇, for example, the number is 30, and more preferably the number is broken. It is a few = base (preferably 2 12), for example, methoxy is particularly preferred as a carbon number thiol group (preferably, the carbon number is 7 to 3 g^: an amine group, etc.), and an aryloxy group. The benzylamine is preferably a carbon number of 7 to 12, more preferably a carbon number of 7 to 20, particularly an amine group (preferably, a carbon number is a aryl group, etc.), and a continuation of 2 Å. Preferably, the carbon number is 30, more preferably the carbon number is 1 to benzene, and the amine is _$'. Base, preferably, the carbon number is 〇~2〇, especially ^ is preferably a carbon number of 0~30, more than an amine, a methyl group, and a carbon number of 〇~12, for example, Base, etc.). Soil, monomethylamine sulfonyl, phenylamine sulfonate 62 lV^OOyo 32734pif.doc amine, sulfhydryl (preferably 1~20 'especially (four), number 〖~3G, more preferably carbon number is 妤It is a much better φ sulphur-based (good, money is, Γ 甲 methylthio, ethyl thio, etc.) ί, it is good that the carbon number is 6~&amp; I like a good carbon number is 6~20, Especially (better is the amount of 〖~3: phenylthio group, etc.), heterocyclic thio group, 2 marriage (four) silk county, ... ΐίί ^ number is ^ more 4 is 幷: second class), finance base (more Good &quot;12, for example, it can be mentioned that A#0' is particularly good for carbon-based (preferably carbon-based, for-material, etc.), and it is better that the carbon number is ^0. It is a carbon number of I~20, especially fluorenyl, etc.), a urea group (preferably, yttrium sulfinyl group, phenyl sulfinic acid 1~2 〇, especially good ==71~3〇' better) The carbon number is urea group, stupid urea group, etc.). 12, for example, a urea group or a methylphosphoric acid amine group (preferably, a dish 1 to 20, particularly preferably a carbon number of 30, more preferably an amine group, a phenyl amylamine group, etc.) Examples thereof include a diethylphosphorus atom, a chlorine atom, an atom, a hard atom, and a dentate atom (for example, a fluorine group, an amino acid group (hyd_mic _ aerobic, 26-based, a few groups, a nitramine group, Miscellaneous (preferably carbon number § acid group, sulfhydryl group, 1 to 12, hetero atom such as nitrogen atom, oxygen number 63 201026698 32734pif.doc), for example,基,娜ί# (morpholine),

The oxazolyl group, the benzoimidazolyl group, the I (CarbaZ〇lyl), the azepinyl group, etc. have a carbon number of 3 to 40, more preferably a carbon number of 3 to 3 = 3 3 to Μ, for example, trimethyl sulfonate, ruthenium ruthenium, etc., and a methoxy group (preferably, the carbon number is 3, bisphenylphenyl group, etc.). Preferably, 1, 1222, 1123, and ^^ are groups based on the group H π or r23 and r24 are bonded to form a ring-based diterpene fused ring &quot;ridge complement, etc., and the r21 $ is the same as the R24 bond. , forming a ring structure (for example, a clumpy fused ring, T or 2 L and L in the above formula (2), and a range of i: the same as η21 is equivalent to η in the above formula (2), and the preferred range is also Preferred in the formula (15) is: a metal complex of Y21 Bunker when QS1, η 唆 ring; a V (tetra) ring is a ring of a pyridine ring, Y21 is a single bond or a double bond, and χΖ1, χ22 form a substituted or a metal complex of an unsubstituted nitrogen atom; a subcompound, a gas-containing five-membered ring, or a metal complex containing a disordered six-shell ring of two =, upper nitrogen source 201026698 32734pif.doc A preferred embodiment of the compound represented by the above formula (15) is a compound represented by the following formula (1-A): [Chem. 37] Formula (1-A)

1 Lu The general formula (1-A) will be described. In the formula (1-A), M31 is the same as M11 in the above formula (2), and the preferred range is also the same. m or Franz, Z32, Z33, z34, Z35 and z36 each independently represent a substituted carbon atom, a nitrogen atom, more preferably a substituted or unsubstituted carbon atom. The substituent on the carbon may be exemplified by the above formula: 3f of the month, and '~2, 〜3, Z33 and Z' are awkwardly thick, and the 'Sha Z36 can be bonded via the f-bonding group (for example) The knot I: bicyclic, etc.) and τ31, Z36 and T38 can form a fused ring via a hydrazine bond (for example, a benzoquinone fused ring, a pyridine fused ring, etc.). a group of a preferred aryl group, alkoxy group, amphoteric group, a fused ring (e.g., a benzoquinone fused ring, a pyridine fused ring, etc.), a halogen 65 201026698 32734pif.doc ί is a sulfhydryl group, The base of the pro-branches (for example, benzoquinone benzene), and more preferably the aryl group, the group forming (4) (Example 2:; such as a condensed ring, etc.) is particularly good to form (4) (for example, stupid A group of a fused ring, a pyridine fused ring, or the like. Τ31, 护, Τ33, Τ34, Τ35, τ36, τ37 and butyl 3f show a substituted or unsubstituted carbon atom, a nitrogen atom, more preferably a substituted or unsubstituted carbon atom. The substituent on the carbon may be the one described by R21 in (1).

GT^T^T35#t36.t36#t3^t37#;_J2#T33. The bond forms a fused ring (for example, benzoquinone fused ring, 対_^. From the above-mentioned carbon on the linking group, a good button Forming a fused ring (such as a clumpy ring, a ratio of; an oxy group, an amine group, an aryl group, a group forming a fused ring (for example, from a ring), a halogen atom, and thus a "review" Particularly preferred than the bite is an aryl group. Anthracene, a halogen atom, meaning, d=; and the same as in the above formula (15)

Q The compound represented by the formula (15-2) will be described. 66 201026698 32734pif.doc [Chem. 38] General formula (15-2)

In the general formula (15-2), 'Μ51 is synonymous with Μ11 in the above formula (2), and the preferred range is also the same. Q51 and Q52 are each independently the same as Q21 and Q22 in the above formula (15), and the preferred ranges are also the same. 53 Q and Q54 each independently represent a group forming a nitrogen-containing hetero ring (a ring containing nitrogen coordinated to Μ 1). The nitrogen-containing heterocyclic ring formed by Q53 and Q54 is not particularly limited. It is preferably a tautomer of a pyrrole derivative (for example, the exemplified compound described in JP-A-2007-103493, Compound No. "Chem. 24" ( The five-membered heterocyclic ligand of 24), the terminal five-membered heterocyclic ligand of the exemplified compound (64) described in the compound number "Chemical Formula 28", and the exemplified compound (145) of the compound number "Chemical 37" a five-membered heterocyclic ligand, etc., and a tautomer of an imidazole derivative (for example, an exemplary compound described in Japanese Patent Laid-Open No. 2007-103493, Compound No. 24) (a heterocyclic five-membered ring ligand of 2f, etc.) a tautomer of a thiazole derivative (for example, in the patent No. 2007-103493, the compound number "Chemical 24", which is recorded in the compound No. 2007-103, 201026698, 32734pif.doc, a heterocyclic five-membered ligand of the compound (30), The tautomer of the oxazole derivative (for example, the heterocyclic five-membered ligand of the exemplified compound (31) described in the compound No. 2007-103493, No. 24-103493), and more preferably pyrrole-derived. Tautomers, imidazole derivatives The tautomer, the tautomer of the thiazole derivative, and further preferably the tautomer of the pyrrole derivative, the tautomer of the derivative, and especially the tautomer of the good derivative. It is synonymous with Yn in the above formula (2), and the preferred range is also

The same as L is synonymous with Lis in the above formula (2), and the preferred range is also the same as η 51 and upper η&quot;, and the preferred range is also the same. The friend W W does not independently represent a substituted or unsubstituted nitrogen atom, preferably an unsubstituted carbon material, a nitrogen material, and an unsubstituted carbon atom. The compound represented by the formula (15-3), which is a good size, is described.

68 201026698 32734pif.doc [Chem. 39] General formula (15-3)

In the formula (15-3), MA1, QA1, QA2, YA1, YA2, YA3, RA1, RA2, RA3, RA4, LA5, and nA1 are respectively Μ21, Q21, Q22, and Y21 in the above formula (1). Y22, Y23, R21, R22, R23, R24, L25 and n21 are synonymous, and the preferred range is also the same. A preferred embodiment of the compound represented by the above formula (15-3) is a compound represented by the following formula (3-oxime). The compound represented by the formula (3_Β) will be described. 69 201026698 32734pif.doc [Chem. 40] General formula (3-B)

In the formula (3-B), m71 is the same as above and preferably in the same range. The Μ11 synonym and the two/2 and Υ73 in the general formula (2) are synonymous with γ2Ι, γ22 and γ in the general formula (8), respectively, and the preferred ranges are also the same. MY, γ, same. 〇 the above formula (2), meaning, and preferred range is the same as / synonymous with the above formula (7)...1, and preferably also the phase Z71, Z72, Z73, Z74, Z75m776\ or unsubstituted carbon atom, nitrogen atom , preferably === replaces the carbon atom of the generation. The substituent on the carbon may be a group described by R above. Moreover, the ruler 71 and R72, R73 and r74. The base in the bond forms a ring (for example, a benzene ring, an η than a bite ring). The left side is synonymous with the substituent of the ?-β in the linked formula (1)), and the preferred form of the compound represented by the above formula (3·Β) is the following general formula (3-C). The compound represented. The compound represented by the formula (3-C) will be described. General formula (3-C) ❹ (R5.C3 R \ strict C1 aC2

(Rcv (RC5)nC5 Formula (3-C) _, π, π each independently represent a chlorine atom or a thiol group, and the substituent is a substituent represented by R2! to R24 in the above formula (15). The alkyl group, the aryl group, and the heterocyclic group which are described above (the group may be further substituted with 21). The substituent at this time may be, for example, a substituent represented by r21 in the above formula (15). The substituent represented by RC3, RC4, RC5^ and RC6 is also synonymous with the substituent of R21 and R2 in the above formula (Μ). nc3 and nc6 represent an integer of 〇~3, 11&lt; : 4, 1^5 integers of meters () to 4, when there are multiple 11 &lt;:3, 1^4, 1^5, rC6, respectively, multiple 仏...^ may be the same or different 71 7126698 32734pif.doc, a square group, and a ring to form a ring. RC3, RC4, RC5, and RC6 are preferably an alkylheteroaryl group, a cyano group, or a sulfonium atom. The compound represented by the formula (15-4) is used. Description [Chem. 42] General formula (15-4)

In the formula 115_4), the plant, R'R, rB3, R21, L, ηΒ3, χΒ1 and χΒ2 are respectively inr'Yl'R21'R2i'R23'R24'L25' in the above formula (15) N2, 'x21- ❹ X-interval' and the preferred range is also the same. Preferably, it is the same in (9), the pyrazine ring, the ring of the ring, the benzene, the pyridine ring, the RB5, the e; The above formula (15) ===, a substituent, and the substituent is a table =, an aryl group or a heterocyclic group. Wherein: η denotes that η denoted by J independently represents 〇4ι not with R or R 4 knots (10), 72 201026698 32734pif.doc, ten, (15_4), the preferred form of the compound is the following formula ( 4-Α) the compound represented. The compound represented by the formula (4-Α) is described. General formula (4-Α) (RdV1 R03 ^

In the group (4-A), Rd3 and rD4 each independently represent a chlorine atom or a substituent, and R \ RD2 represents a substituent, respectively. Rdi, rD2, rE &gt; 3 and the substituents represented are synonymous with the substituents represented by RB5 and RB6 in the above formula (15-4), and the preferred ranges are also the same. /1, nm means 〇~4 = an integer. When there are a plurality of Rdi and rd2, respectively, a plurality of rD1 and Rm may be the same or different, and may be connected to form a ring. 〇 〇] represents a stretching group having a carbon number of 1 to 8 at the i, 2 position substituted vinyl group, a stabilizing base ring, a pyridine ring, a pyrazine ring, or a pyrimidine ring. The compound represented by the formula (15-5) will be described. 73 201026698 32734pif.doc [Formation 441 General formula (15-5)

In the formula (15-5), the oxime 61 is synonymous with Mu in the above formula (2), and the preferred range is also the same. Q61 and Q62 each independently represent a group forming a ring. The ring formed by 亇1 and Q62 is purely determined, and examples thereof include a benzene ring, a ring, a ring, and a ring, an oxime ring, a sputum ring, a ringing ring, and a different β sputum. A fused ring of rings. The ring formed by Q61 and Q62 is preferably a benzene ring &quot; than a bite ring, an 嗟 ring, a money, and the Wei (4), and more preferably a stupid ring &quot; Further preferred are a benzene ring and an anthracene ring of the benzene ring. γ is synonymous with Y]1 in the above formula (2), and a preferred range is also 201026698 32734pif.doc stretching group, aryl group, heteroaryl group, oxygen atom linkage group, gas source hand linkage group, I is a linking group formed by a combination of some linking groups. Preferably, γ and γ are each independently a single bond, a carbonyl linking group, a stretched linking group, an extended alkenyl group, more preferably a single bond, and more preferably a single bond. L is synonymous with L15 in the above formula (2), and the preferred range is also the same. ❿ n is synonymous with η11 in the above formula (2), and the preferred range is also the same. 0 Table 1, ζ63, ζ64, ζ65, ζ66, ζ67, and ζ68 are independently substituted or unsubstituted carbon atoms, nitrogen materials, preferably It is taken by the substitution of 2f carbon atoms. The substituent on the carbon may be a group described by the above formula t4, and 261 and 262, 262 and Z63, and the bonds Λ#π, ^ and π, #7 and π may be formed via a linking group. Touch (for example, material shop, Chisaki, etc.). By q6!, ❹ ring. The formed ring may be bonded to Z61 and Z68 via a linking group to form the above-mentioned substituent, preferably a silk, a green group, an aromatine group, or a sulphide 1 ring (for example, a benzoquinone ring ratio). The base of the fluorene ring or the like, the anthracene ring: (4) the fused base = the amine group, the aryl group, the group forming the _ (for example, the benzoquinone is thick, such as abbreviated), and further preferably the aryl group, forming a slight ring. The base of (for example, a clumping ring, etc.) is particularly preferably a group forming an anthracene ring (for example, a hydrazine ring, a pyridine fused ring, etc.). The electron transporting luminescent light-emitting material of the present invention is preferably a fault 75. 32734pif.doc. The tetradentate of the partial structure represented is preferably a platinum complex comprising a ligand of the formula (16).

ϋ Heterocyclic oxime shows i: '2 indicates a nitrogen-containing π-side it linking group which is not coordinated to a platinum atom by a nitrogen atom. (4) ^ Table money atom or take out the nitrogen-containing heterocyclic ring in which it coordinates. For example, Z1 may be a (tetra) ring, a bicyclic ring, or a ring: -, a triple-salt ring, and more preferably: a second A, an enemy is particularly preferred, and a pyridine ring is preferred. These rings may also have a substituted substituent. The substituent may be used as a substituent described later. 76 201026698 32734pif.doc The base 3 is a f or a linking group. The linking group is not particularly limited, and a preferred = atom, an oxygen atom, a sulfur atom, or a π group formed by an emitting atom hereinafter indicates a specific example, but the bonding is determined by the bonding group. Linkage base

If possible, the substituents may be introduced as a substituent, and the substituent may be exemplified as having a substituent of ～3〇. More preferably, the carbon number is 〜2=(preferably, the carbon number is 】 For example, ethyl, isopropyl 1 preferably has a carbon number of 1 to U), an anthracenyl group, a n-hexyl group, a ring, a cyclobutylidene group, an n-octyl group, and a carbon number. 2, more preferably carbon ^ is 1 base, etc.), base (the number is 2 to 20, especially good is 77 201026698 32734pif.doc carbon number is 2~1Q ' For example, 3-戍 thin Base, etc.), block base (preferably H-propyl, 2·butyl, and 2 to 2G, particularly preferably a carbon number of 2 to 30, more preferably a carbon group, a 3-pentyl group) Block base or the like), * base ~ 10, for example, the block C is a carbon number of 6 to 20, particularly preferably 2 carbon number is 6 to 30, a better base, a para-methyl group, a silk, a number of 6 ～12, for example, benzene can be mentioned. 〜30, more preferably, the carbon number is ruthenium and an amine group (preferably, the carbon number is, for example, an amine group, oxime, particularly preferably a carbon number of 〇~) 〇, amidino group, diphenyl group The amino group and the divalent group have a carbon number of from i to 30, more preferably, earth or the like, and an oxy group (preferably from 1 to 10, and examples thereof include a methoxy group, ''', and ~20'. Particularly preferred is a carbon number group, etc.), an aryloxy group (preferably 杲2 oxy group, butoxy group, 2-ethylhexyloxy (tetra), especially preferably ~3G' is more carbon number|naphthalene Examples of the oxy group, the 2-naphthyloxy group, and the like, and the _ are phenoxy groups; and the urethane groups are preferably 20 carbon atoms (preferably, the carbon number is 1 to 30, *, particularly preferably the carbon number is 1). 〜 a more preferable 疋 疋 嗪 〇 、 、 、 〇 ' The carbon number is 12, for example, the ethyl alcohol base is used, and the carbon number is κ alkoxylate (preferably carbon f-based, t-butyl, etc.), and -20 is particularly good. Carbon material 2~, 1 is more preferably a carbon number of 2 ethoxy, etc.), and an aryloxy group is a methoxy group. The carbon number is 7~2〇, especially the second one is the carbon number is 7~30, and the more acidic ones are more suitable. The number of turns can be 2~30, better 78 201026698 32734pif. The smashing number of the doc is 2 to 20, particularly preferably a carbethoxy group, a benzhydryloxy group, etc., and 2 to w, for example, -30, and more preferably a carbon number of 2~ 2〇=base (relatively, the carbon number is 2, for example, an acetamidoamine group, a stupid one, and preferably a number of turns of 2 to 1 Å, and a base (preferably, the carbon number is 2~) 3 fluorenyl group, etc., alkoxy group saddle is preferably a carbon number of 2 to 12, for example, a carbon number of 2 to 20, especially an oxycarbonylamino group (preferably, the carbon number is oxyfluoride) a carbonylamino group or the like, aryl to 20, particularly preferably a carbon number of 7 to 3 Å, more preferably a carbon number of 7 amine groups, etc., or a sulfonylamino group (preferably &amp; The phenoxycarbonyl group has a carbon number of from 1 to 20, particularly preferably a number of from 1 to 30, more preferably a mercaptoamine group, a phenylsulfonyl group, or the like, to 12, and examples thereof include methanesulfonate. 2: a good methylamine sulfonyl group, dimethyl meganide ^ 12 ', for example, an amine sulfonyl group, a brewing group (preferably a carbon number ^ ~ ^ base, a phenyl amine continuation base, etc.), Amine is preferably a carbon number of 〜~12,. It is more preferably a carbon number of 1 to 20, a urethane, a diethylamine, a hydrazine, an amine, and a methylamine. A is a carbon number of H Μ county, etc.), a hetero group (a preferred number is Η2, for example, a = number is 1 to 2 〇', especially good carbon is a carbon number of 6 to 30, B Sulfur group, etc., arylthio group (compared to a carbon number of 6 to 12, for example, + can be a carbon number of 6 to 20, particularly preferably a carbon number of 1 to 3 Å, I bovine stupid thiol, etc. a heterocyclic thio group (preferably 1 to 12, for example, a carbon number of 1 to 2 Å), particularly preferably a carbazole thiol group, a 2-benzoquinone pyridine thio group, 2_benzimidazolethio group, 2-benzoquinone thio group, etc., sulfonyl group (preferably, the carbon number is 79 201026698 32734pif.doc, the carbon number is preferably 丨~2(), especially 曱Γ Xylene base, etc.), sub base = 疋 slave number is 1~30, more preferably carbon number is 丨~ preferably 1~12, for example The ginseng and benzene are = carbon number gland (preferably, the carbon number is ^, the better m base, phenyl silk, etc.), Gusi (compared ==, methyl gland: Is the carbon number is 1~20', especially the carbon number] Bu 2: can be ^: = gas (1) such as fluorine in the gas atom / odor atom, dish atom), nitrogen - 'acid group, sulfhydryl, imine Base, "base (the preferred carbon number is from 1 to 30, more preferably the carbon number is 12, and the subunit is, for example, a nitrogen atom, an oxygen atom, a sulfurogen +: m, a group, a na, a fluorenyl group: a body It can be exemplified by Linji, benzoquinone, phenylidene, awkward, ruthenium, etc., Wei Ke (preferably, the carbon number is 3 to 4 〇, and the carbon number of two g is 3 to 30, particularly preferably, the carbon number is 3 to 24, for example, bis-basestone, triphenyl-Wei-based, triphenyl-We-propyl, etc., and alkoxy (preferably carbon = 3 to 40' is more preferable) The number of carbon atoms is from 3 to 30, and particularly preferably, the number of carbon atoms is from 3 to 2, and, for example, a trimethyl sulfonyloxy group, a triphenyl sulfonyloxy group, etc., etc. Further substituted, the substituent is preferably an alkyl group, an aryl group, a heterocyclic group, a halogen atom or a decane. More preferably, the alkyl group, the aryl group, the heterocyclic group, and the atom of the element are further preferably a fluorenyl group, an aryl group or an aromatic heterocyclic ring-shaped fluorine atom. Soil, 201026698 32734pif.doc L1 is preferably Single bond, methylene, dimethylmethylene, diphenylmethylene.. ^

R1, R3 and R4 represent a hydrogen atom or a substituent. When ri, r3, and r4 represent a substituent, the substituent may be used as a substituent of the linking group Li. R1, R3 and R4 are preferably a hydrogen atom, an alkyl group, a J group, an amine group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, a decyl group, an alkoxycarbonyl group, an aryloxycarbonyl group or an alkylthio group. , arylthio, heterocyclic thio, sulfonyl, fluorenyl sulfonium, cyano, heterocyclic, decyl, decyloxy, more preferably hydrogen atom ^ aryl group, private base, burning A milk base, a brew base, a sulfur base, a flavonol, a dentate atom, a cyano group, a heterocyclic group, a decyl group, and more preferably a hydrogen atom 'alkyl group, aryl group, alkoxy group, anthracene, sulfonate A mercapto group, a fluorine atom, a cyano group, a heterocyclic group, a decyl group, and more preferably a hydrogen atom, an alkyl group, an aryl group, a sulfonyl group, a fluorine atom, a cyano group or a heterocyclic group, and particularly preferably a hydrogen atom. , an alkyl group, a square group, a fluorine atom, a cyano group, a heterocyclic group. The most preferred are a hydrogen atom, an alkyl group, a fluorine atom, a fluoroalkyl group or a cyano group. These substituents may be further substituted by other beauty. , , Earth ® f represents a substituent. The substituent represented by R2 can be used as

A substituent exemplified by the substituent represented by R1, R3 or R4. The substituent represented by R2 is preferably an alkyl group, an aryl group, an amine group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, a decyl group, an alkoxycarbonyl group, an aryloxycarbonyl group or an alkylthio sulfonium group. Arylthio, heterocyclic thio, sulfonyl, cryptate, cyano, heterocyclyl, decyl, decyloxy, more preferably alkyl, aryl, amine, alkyl fluorenyl, fluorenyl , alkylthio, sulfonyl, A atom, cyano, heterocyclic, decyl, and more preferably alkyl, aryl, alkoxy, fluorenyl, fluorenyl, 81 201026698 32734pif.doc A fluorine atom, a cyano group, a heterocyclic group or a hetero group is preferably a form, an aryl group, a group, an I atom, a cyano group or a heterocyclic group, and particularly preferably a fluorenyl group, a aryl group, a cation group or a cyano group. Base, heterocyclic group. The best dike, atom free, fluoroalkyl, cyano. These substituents may also be further substituted by other groups. The platinum complex containing a tetradentate ligand having a partial structure represented by the formula (16) is preferably a platinum complex represented by the formula (17). General formula (17)

The inclusions zi and ζ2 of 〇 indicate that they are coordinated at the beginning with a nitrogen atom. Q represents a group bonded to a carbon atom, an oxygen atom, a sulfur atom, a + or a squamous atom. Ll, L2 and the linkage "々", ^, ^ represent a hydrogen atom or a substituent 7 is substituted for the ', the general formula (17). Z1 and Z2 are of the general formula (16): L1, L2 and Λ may be the same or different. The same meaning = L is synonymous / and the preferred range is also the same. Q2 represents a group bonded to the carbon atom by a carbon atom, 82 201026698 32734pif.doc 氧 oxogen! or a phosphorus atom. ,: base (benzene, etc.), aromatic heterocyclic group = %, pyrimidine oxime, pyridazine ring, triazine ring, di.v granule ring, material) from cut; (four) ring 'pass-step Replace. Take the silk _ ring. These groups may also be q2 bonded to the atom by an atom, and for example, nitrogen may be mentioned (the ratio of 〇 to p, the ratio of the ring, the taste, the diarylamine group, the mercaptoamine group, the alkoxy group) Amines and other L amines ^ (Acrylamine groups, _ groups, etc.. These groups can also be taken; Oxyfluoride amine groups, = sub-bonds: Q2 on which the bond is turned, for example, an oxyl group And a heterocyclic oxy group, a decyloxy group, a aryl group, etc. In the above-mentioned q2, for example, a diaryl aryl-based steroidal hydrocarbon, a carbon-bonded ring-shaped aromatic nitrogen-containing heterocyclic ring, an aryloxy-ring group, and a nitrogen atom can be mentioned. A group of a ring-based group of nicotine groups and an aromatic hetero-aromatic group on a carbon-bonded surface. It is good to have a carbon-junction on the surface. Si Q2::carbon is bonded to 10 The aromatic heterocyclic group and the hydrazine in the above oxygen (16) have a substituent. The substituent may be a substituent exemplified as the substituent of the formula L. 83 201026698 32734pif.doc R1, R2, R3 And R4 is synonymous with R1, R2, R3 and R4 in the formula (16), and Range also the same. Total complexes of platinum complexes represented by the formula (17) is preferably represented by the general formula (18) represents. [Of 48] of formula (18)

In the formula (18), Q2 represents a group bonded to the beginning by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a filling atom. L1, L2 and L3 represent a single bond or a linker. R1, R3 and R4 represent a hydrogen atom or a substituent, and R2 represents a substituent. Ra and Rb represent a substituent, and η and m represent an integer of 0 to 3. The general formula (18) will be described. Q2, L1, L2, L3, R1, R2, R3, and R4 are synonymous with Q2, L1, L2, L3, R1, R2, R3, and R4 in the formula (17), and the preferred ranges are also the same. Ra&amp; Rb represents a hydrogen atom or a substituent. As the substituent, a substituent which is a substituent of L1 can be used. Ra, # is preferably a ruthenium atom, an alkyl group, an aryl group, an amine group, an alkoxy group, or a fluorine atom. 84 201026698 32734pif.doc More preferably, it is a tiger base, an aryl group, and more preferably a hospital base. η and m represent an integer of 0 to 3. The platinum complex represented by the formula (17) is preferably a complex of the formula represented by the formula (19). General formula (19)

In the formula (19), Q4 represents an aromatic hydrocarbon ring group or an aromatic heterocyclic group bonded to platinum by a carbon atom or a nitrogen atom. L1, L2 and L3 represent a single bond or a linker. R1, R3 and R4 represent an argon atom or a substituent, and R2 represents a substituent. Ra and Rb represent a substituent, and η and m represent an integer of 0 to 3. The general formula (19) will be described. L1, L2, L3, R1, R2, R3, R4, Ra, Rb, η and m and L1, L2, L3, R1, 112, 113, 114, 1^, 1115, 11 in the formula (18) and 111 is synonymous and the preferred range is also the same. Q4 represents an aromatic hydrocarbon ring group bonded to platinum by a carbon atom or a nitrogen atom. 85 201026698 32734pif.doc or an aromatic heterocyclic group. The Q4 bonded to the platinum by a carbon atom may, for example, be a benzene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a triazole ring, a pyrazole ring, an imidazole ring, a thiophene ring, a furan ring, or These rings are a benzoquinone fused ring, a pyridinium fused ring or the like. The Q4 bonded to the platinum by a nitrogen atom may, for example, be a pyrrole ring, a 0 m ring, a β ring, a triple ring, or a benzoquinone ring of the rings, a σ ratio, a fused ring, or the like. . If possible, Q4 may also have a substituent. The substituent can be used as a substituent which is a substituent of the linking group L1 in the formula (16). One of the preferred forms of the platinum complex represented by the formula (19) is a complex compound represented by the formula (20). General formula (20)

201026698 32734pif.doc In the formula (20), L1, L2 and L3 represent a single bond or a linking group. R], R3, R4, R5, R7 and R8 represent a hydrogen atom or a substituent, and R2 and R6 represent a substituent. Ra and Rb represent a substituent, and n and m represent an integer of 0 to 3. The general formula (20) will be described. L1, L2, L3, R1, R2, R3, Ruler 4, 1^, 1^, 11 and 111 and 1^, 17, 1^, 111, R2, R3, R4, Ra in the formula (19) Rb, η and m are synonymous, and the preferred range is also the same. R5, R6, R7, and R8 are synonymous with R1, R2, R3, and R4, and the preferred ranges are the same, and may be the same or different. Specific examples of the compounds represented by the general formulae (16) to (20) are given below, but the present invention is not limited to these compounds.

87 201026698 32734pif.doc [Chem. 51]

Ο

88 201026698 32734pif.doc [it 52]

89 201026698 32734pif.doc [Chem. 53] 24 . , 25 . , 26

◎

❹ 90 201026698 32734pif.doc

38

S〇2CH2CH3

91 201026698 32734pif.doc Η匕 55]

92 201026698 32734pif.doc

[化56]

F 93 201026698 32734pif.doc [化 57] 77 78 79

94 201026698 32734pif.doc [Chem. 58] 90 91

95 201026698 32734pif.doc [Chem. 59]

96 201026698 32734pif.doc

[60]

97 201026698 32734pif.doc [Chem. 61]

130

98 201026698 32734pif.doc

[化 62]

99 201026698 32734pif.doc [Chem. 63]

100 201026698 32734pif.doc

[化 64] 161 CN

〇

170 CN

162 CN

165 F3C, /CF3 166 CN

101 201026698 32734pif.doc [Chem. 65]

180

102 201026698 32734pif.doc [Chem. 66] 10

186 185

CH,

103 201026698 32734pii.doc [Chem. 67] 191 193 192

Μ 196

◎

104 201026698 32734pif.doc [Chem. 68] 200 201 202

105 201026698 32734pii.doc [Chem. 69]

106 201026698 32734pif.doc [化70]

107 230 201026698 32734pif.doc [Chem. 71]

108 201026698 32734pif.doc [Chem. 72]

239 240 241

109 201026698 32734pif.doc [Chem. 73] 249

252

110 201026698 32734pif.doc [化74]

111 201026698 32734pif.doc [化75] 267 r-[ 9KR ~, 269 r&gt;u

112 201026698 32734pif.doc Η匕 76]

❿G

02S d

SOo F3co2s

S02CF3 &lt;Body Material&gt; The light-emitting layer in the present invention preferably contains a host material. The light-emitting layer in the present invention preferably contains an electron-transporting light-emitting material 113 as a light-emitting material and contains a hole transporting host material as a host material. It is also possible to further include an electron transporting host material. "Current-transporting host material", = = the hole-transporting host material used in the organic layer of the present invention, the ionization potential (ionization potential) The ip is preferably greater than or equal to 5"eV and less than or equal to 6.4 eV, more preferably greater than or equal to 5 4 eV and less than or equal to 6.2 eV, and more preferably greater than or equal to 5 6 eV and less than or equal to another. And from the viewpoint of a reduction in driving voltage, electron (electron affinity) Ea is preferably 1.2 eV or more and small # is equal to 3.1 eV, more preferably 14 or more and less than or equal to 3. 〇eV 'and further It is preferably 18 eV or more and 28 eV or less. Specific examples of the hole transporting host material include the following materials. It can be exemplified by pyrrole, carbazole, azacarbazole, pyrazole, anthracene, azapine, wood, hydrazine, polyarylhydrocarbon (P〇lyarylalkane), pyraline (pyrazoline), 吼坐 坐 pyr ( pyraz〇i〇ne ), phenylenediamine, aryiamine, amine-substituted chalcone, phenethyl hydrazine, fluorenone (f] Uorenone), hydrazone, stiibene, silazane, aromatic tertiary amine compound, styrylamine compound, aromatic secondary methyl compound, 卟琳a conductive polymer oligomer such as a (porphyrin) compound, a polysulfide compound, a poly(N-ethinyl), an aniline copolymer, an oligomer, or a polythiophene. Organic decane, 114 201026698 32734pif.doc Carbon film, and derivatives of these compounds, and the like. Among them, it is preferred that the ten-seat creature, the derivative, the flavor, the aromatic tertiary amine compound or the thiophene derivative have multiple material skeletons and/or the compound is in the amine skeleton. - ~ Wan Duo's third grade as the specific material of such a hole transporting host material, the following compounds are mentioned, but it is not limited to these compounds.

115 201026698 32734pif.doc [化77] Η—1 Η —2 Η —3

116 201026698 32734pif.doc [Chem. 78]

Η-13 Η—Ί4

117 201026698 32734pif.doc [化79] H-17 H-18

H-19 H_20

<<Electron-transporting host material>> The organic EL device of the present invention may contain an electron-transporting host material together with the hole transporting host material. 118 201026698 32734pif.doc In view of the high electron transfer property and the reduction of the driving voltage used in the present invention, the durability is increased by 2.5 eV or more and 35 e = affinity = &amp;preferably; and less than or equal to 3. "V, and then better == at V2.6, the durability is improved and the driving voltage drop e is lower than the heart =, 5.8 eV is found, and less than 7 〇W is better than 5.9 eV and It is 6.5 eV or less. The material of the electron transporting main body, for example, may be exemplified by biting, sneezing, triazine, oxazole, sputum, saliva, and sputum: sitting,二二唾, 细, 蕙覼 烧 (secret, etc. - e) T-enketone (anthrone), diphenykjuin〇ne, thi〇Pyrandioxide, carbodiimide (carb) 〇diimide), 苟 苟 基 ; fl; fl_nylidene methane), diphenylethylene scaly, fluorine-substituted aromatic compound, naphthalene, perylene, etc. Derivatives of these compounds (also forming a fused ring with other rings), 8_ via 啥基琳(8_qUin〇iin〇i) A metal s s substance, a metal phthalocyanine, a metal complex represented by a metal complex containing benzoxazole or benzothiazole as a ligand, etc. Electron transport host material Preferred are metal complexes, azole derivatives (benzimidazole derivatives, imidazolium pyridine derivatives, etc.), azme derivatives (acridine derivatives, pyrimidine derivatives, triazine derivatives). 119 201026698 32734pif.doc et al., wherein 'in the present invention, in terms of durability, a metal complex is preferred. The metal complex (A) preferably has at least a coordination on the metal - a metal complex of a ligand of a nitrogen atom or an oxygen atom or a sulfur atom. The metal ion in the metal complex is not particularly limited, and is preferably a phosphonium ion, a town ion, a rotor, a gallium ion, or a zinc ion. Indium ions, tin ions, platinum ions or palladium ions, more preferably cerium ions, aluminum ions, gallium ions, zinc ions, _ sub- or filaments, and further preferably sulphur, sulphur or palladium ions. Coordination group contained in the complex There are various well-known ligands, for example, "phot〇chemistry and of

Coordination Compounds", Springer-Verlag Press, H

Yersm, issued in 1987; "Organic Metal Chemistry _ Basics and Applications _", Sang Hua Fang Publishing House, "Yamamoto Akira, serving in the annual issue, etc.". The above ligand is preferably a nitrogen-containing heterocyclic ligand (preferably 1 to 30', more preferably a carbon number of 2 to 2 G, particularly preferably a carbon number of 3 to 15 '. The tooth distribution silk can also be a ligand above the double teeth. Preferably # ❹ is a ligand with more than two teeth and less than six teeth. In addition, the combination of the above two teeth and the six teeth below the single teeth The ligand is also preferred. Examples of the ligand include a azine ligand (for example, a pyridine ligand, a bipyridyl ligand, and a terpyridine ligand). , hydroxyphenylazole ligand (example = phenyl benzene material her silk, silk 幷 配 配 (10), stupid 1 120 reckless

ZOWZbWH 32734pif.doc tastes salivary ligand, pull (four) (preferably carbon number is 丨 ~ ligand, etc.), alkoxy ligand is carbon number is 1~10, 'better carbon number It is preferably 1 to 20, particularly preferably 2-ethylhexyloxy, etc., such as methoxy, ethoxy, butoxy~3〇, more preferably a carbon number A ferritic ligand (preferably The carbon number is ό, for example, a silly oxy group, 〜20, particularly preferably a carbon number of 6 to 12, an oxy group and 4. a biphenyl oxy oxy group, a 2-naphthyloxy group, a 2, 4, The 6-trimethylbenzene aryloxy ligand has a carbon number of 1 to 20, and particularly preferably B has a carbon number of 1 to 3 G, more preferably an oxy"pyroxy group, and a carbon number of 1 ～12, for example, the pyridine group (preferably, the carbon number is a linyl group), and the thiol group is preferably a carbon number of 1 to 12, for example, a number of 1 to 20, especially Sulfur-based ligand (preferably carbon, m, ethylthio, etc.), aryl~, especially good carbon number is 6~'m岐 carbon number is 6 ==, base (preferably broken number) For; =0 give more: bowl = number two: 幷 two is two, f ^)

Respect) "Abandon: base dream alkoxy and triisopropyl stone gas A:), Fangxiang hydrocarbon anion ligand (preferably ^^ is a carbon number of 6~25, especially good The carbon number is ^, anion, Tsai anion and second-class 2 _ sub-filament (fine 121 ZOiUZbWb 32734pii.doc iW 〃 is a carbon number of 2~20, γ, Π 峻 阴离子 anion, ° than 嗓 anion, A 'for example, an indole benzophenone ion, a cation, a yttrium, an anthracene anion, an ion, and a benzoquinone anion, a benzoxazole anion, a thiophene is a nitrogen-containing translocating group. ^|mium ion ligand, etc., more alkoxy ligand, and further preferably β &amp; base, heteroaryloxy or oxime, Weilu ligand, filament, aryloxy a heterocyclic anion ligand, a main group, an ionic ligand, or an aromatic hydrazine, if y, an electronic hybrid material, for example, a day =, 2_pass, Japanese patent _4_214179, day =Special opening 221, Japanese patent special employment _2·5, m special employment 4_22 leg, Japanese typhoon 32, etc. The electron transport main (four) material 'example Specific examples thereof include the following materials' that is not limited to these materials.

122 201026698 32734pif.doc [Chem. 80] E-1 E-2 E-3

123 201026698 32734pif.doc [化81] E-9 E-10 E_11

E-15

E-16

124 201026698 32734pif.doc

[化82] E-17 E-18

Φ The electron transport layer host material is preferably El~E-6, E-8, E-9, E·21 or E-22, more preferably E-3, E_4, E-6, E-8, E_9, E_10, E-21 or E-22, and further preferably E-3, E-4, E-21 or E_22. &lt;Thickness&gt; As the film thickness of the light-emitting layer, from the viewpoints of unevenness in luminance, driving voltage, and brightness, a layer having a thickness of 100 nm or less is preferable, and further preferably 5 nm to 70 nm. Especially good is 10 nm to 50 nm. If the film thickness of the light-emitting layer is thin, the high-brightness and low-voltage drive can be performed. However, since the element resistance is small, it is susceptible to changes in the brightness, resulting in uneven brightness. When the film thickness of the optical layer is thick, the driving voltage is increased, resulting in luminous efficiency, which is a cause of limited use. <Layer structure> The optical layer may be a layer or two or more layers, and each layer may be Different ❹ f light colors are used for illuminating. Moreover, when the luminescent layer is a laminated structure, each layer constituting the laminated structure is lyophilized, and the total film thickness is the above-mentioned tumbling (hole injection layer, hole transport layer) The hole injection layer and the hole transport layer are layers having a receiving hole from the anode or the anode side and transmitted to the cathode. The hole of the secret (4) is: the material of the transmission layer of the zha hole, except the joint of the present invention. In addition to the lock type (interlock), other holes can be used to inject materials and hole transport materials. The hole hole injection (4), the hole transport material can be a low molecular compound, or a two-molecule compound. It is better to have the following Layer of the compound: indole derivative, microbial organism, tri-salt derivative, derivative, bismuth di-salt derivative, sodium-salt derivative, sulphate derivative, yum derivative &quot; , phenylenediamine derivative, arylamine derivative, chalcone derivative obtained by amine group, styrene derivative, _derivative, 腙=biological, stilbene derivative, Thief bio, aromatic tertiary amine compound, styrylamine compound, aromatic secondary methyl compound, ugly phthalocyanine compound, σ breen compound, phen quinone derivative, organic Shi Xiyuan 126 201026698 32734pif .doc organism, carbon or the like. The electron-injecting layer or the hole transporting layer of the organic EL device of the present invention may contain an electron-accepting dopant. The electrons introduced into the hole injection layer or the hole-transporting layer are accepted. As the dopant, if it is electron accepting and has a property of oxidizing an organic compound, an inorganic compound or an organic compound may be used. Specifically, the inorganic compound may be iron chloride, aluminum chloride or chlorinated.

A halogenated metal such as indium chloride or antimony pentachloride; a metal oxide such as pentoxide or molybdenum trioxide. In the case of an organic compound, a compound containing a nitro group, a halogen compound, a cyano group, a trifluoromethyl group or the like as a substituent, an anthracene compound, an acid anhydride compound, a fullerene or the like can be suitably used. In addition, Japanese Patent Laid-Open No. Hei 6-212153, Japanese Patent Laid-Open No. Hei 11-111463, Japanese Patent Laid-Open No. 251-251, 曰f and Special-Open 2000-196140, and Japanese Patent Laid-Open No. 2 _286 can be suitably used. 〇54, 日j利特开2_-31558〇, Japanese patent special opening M〇2175, 日士宙利特开2〇〇M60493, Japanese Patent Special Open 2002-252085, 日j利特开2002-56985, Japanese Patent Special Open 3_157981, Japanese (4) 3-2 Brain, Sakamoto Patent Special Open 2〇〇3_229278, Open 2_-3 Confucian 4, Japanese Patent Special Open _72〇12, Japanese Special Open 2GG5- Secret 37, Japan Patent special open W3 and so on. Electronic material == to 127 201026698 32734pif.doc :=:=: Word 2 is better ~ ~, 10 wt%. 0~20 wt%, especially good (U wt% ~ layer thickness is in terms of degree drop, note eight layers, passer two: the thickness is better 〇" nm~2 another ^' electric leg ~ ^ η, and further preferably inm~(10) brain. Better 疋〇.5 two two two=layer: a layer formed by a plurality of layers or layers of the above materials: may also be composed of the same composition or Different groups (electron injection layer, electron transport layer) (4) The carrier transport layer flanked by the cathode is represented by the following general formula (1)

Q 128 201026698 32734pif.doc [Chem. 83] General formula (1)

❹ 1 General formula (1) +, ^ ~ ^ mutual heart Wei atom or carbon atom. Ar is a t-substituted or unsubstituted nucleus having 6 to 60 aryl groups, or a substituted or substituted aryl group having a core number of 3 to 6 G, and Af 2 is a hydrogen atom, and the substituted 6 is substituted. ~6G material base, Nade or unsubstituted nucleocarbon number 3~6〇_filament, substituted alkyl substituted carbon number 20 alkyl group, or substituted or unsubstituted carbon number rib alkane Oxygen. The towel 'At* and any of them are a fused ring group with a peak or unsubstituted nucleocycle number of ίο~6〇, or a substituted or unrecorded monoheterocyclic group having a nuclear carbon number of 3 to 60 . L1 and L2 are each independently a single bond, a substituted or unsubstituted lysine having a carbon number of 6 to 6 G, a substituted aryl group having a substituted carbon number of 3:60, or a substituted or unsubstituted Reinforce the base. R is a hydrogen atom, a substituted or unsubstituted aryl group having a core carbon number of 6 to 6 Å, a substituted or unsubstituted heteroaryl group having a core carbon number of 3 to 6 Å, a substituted or unsubstituted carbon a number of 1 to 20 alkyl groups, or a substituted or unsubstituted alkoxy group having 1 to 2 carbon atoms, η is an integer of 〇~5, and when η is 2 or more, a plurality of R may be the same or different Further, a plurality of adjacent base members may be bonded to each other to form a carbocyclic aliphatic ring or a carbocyclic aromatic ring. 129 201026698 32734pif.doc The compound represented by the following formula (3) is preferably a ruthenium containing a heterocyclic street organism represented by the formula (1). General formula (3)

L2- Ατλ Άγ&quot; 式 In the formula 1, A1 to A3 are each independently a nitrogen atom or a carbon atom. ❹

Ar1 is a substituted or unsubstituted aryl group having a core carbon number of 6 to 6 Å, or a substituted or unsubstituted heteroaryl group having a core carbon number of 3 to 6 Å, which is a hydrogen atom, substituted or unsubstituted. An aryl group having 6 to 6 fluorene of a nucleus, a substituted or unsubstituted nucleus having a core number of 3 to 6 Å, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or substituted or Unsubstituted carbonic acid number i~20. The towel, Al&gt;W, is a substituted or unsubstituted fused ring group having a core number of 10 to 60 or a substituted or unsubstituted nucleus having a complex number of 3 to 60. L and L are each independently a single bond, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 6 Å, or substituted Or unsubstituted exfoliation. R is a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 60, substituted 130 201026698 32734pif.doc or not Substituted alkyl groups having 1 to 20 carbon atoms, or substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms. In the present invention, the money-transfer derivative of the formula (1) is preferably a compound represented by the following formula (4). General formula (4)

In the formula, A1 to A2 are each independently a nitrogen atom or a carbon atom.

Arl is a substituted or unsubstituted aryl group having 6 to 60 carbon atoms or a substituted or unsubstituted heteroaryl group having a core number of 3 to 6 Å, and A# is a hydrogen atom, substituted or not. a substituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 6 G, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or substituted or Unsubstituted carbon number ~ 20 alkoxy groups. Wherein each of a- and Ar2 is a substituted or unsubstituted fused ring group having a core carbon number of 10 to 60 or a substituted or unsubstituted monoheterocyclic group having a core carbon number of 3 to 60. L1 and L2 are each independently a single bond, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted core having a carbon number of 3 to 6 2010. 2010 2010698698 32734pif.doc Base, or substituted or unsubstituted. R, and R" are divided into two groups, the aryl group with a nuclear carbon number of 6, 60, the substituted or unsubstituted heteroaryl group having a nuclear carbon number of 3 to (9), substituted by a substituted county. The carbon number 丨 〜 2 (4) silk, or the substituted or unsubstituted carbon number 1 to 2 G oxy group, R, and R" may be the same or not. In (4), A1 to A3 are each independently a nitrogen atom of the formula (1), (3) or a carbon atom. ❹ In the formula (1)'(3)~(4), 'Arl is substituted or unsubstituted, vermiculite is 6 to 60 (preferably, the carbon number is 6 to 4 〇) ^ or unmodified 3 to 6G ( (4) Find the number of 3 〇).

Examples of the substituted or unsubstituted aryl group of Ar include benzoxanthyl group, 2-naphthyl group, fluorenyl-anthryl group, 2-mercapto group, 9-fluorenyl group, and Non-based, phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, ^tetraphenyl (1hhh_yi), 2, tetraphenyl, 9·fused tetraphenyl,

Is J ( 1 * ysenyl), 2 蒯 、, 6 蒯 、, ! _ 芘 ( (i _p ji i), - specific earth, 4-mercapto, 2-biphenyl, 3 · biphenyl, 4_biphenyl, conjugated tris-Hi, p-triphenyl-3-yl, p-triphenyl, m-triphenyl ice, = benzene-3-yl, m-triphenyl, o-tolyl, m-toluene Base, p- 2, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 3-methyl 1 = 4-methyl-1-naphthyl, 4-methyl-ι Sulfhydryl, 4L methylbiphenyl, 4"-z: butyl-tert-triphenyl-4-yl, propadienyl, fluorenyl, spirobifluorene Formed a 132 201026698 32734pif.doc valence, perfluorophenyl, perfluoronaphthyl, perfluorodecyl, perfluorobiphenyl, monovalent group formed by 9-phenylindole, by 9_ (1,_naphthyl) a monovalent group formed by ruthenium, a monovalent group formed of 9-(2'-naphthyl)anthracene, a monovalent group formed of 6-phenylanthracene, and 9-[ A monovalent group formed by 4-(diphenylamino)phenyl]anthracene or the like is preferably a phenyl group, a naphthyl group, a biphenyl group, a triphenylene group, or a 9-(10-phenyl)'fluorene group. Base, 9-[1 - (1 '· naphthyl)] anthryl group, 9- [ΐ〇 · (2, _-naphthyl)] anthryl ❹.

Examples of the substituted or unsubstituted heteroaryl group of Ar1 include pyrrolyl, fluorenyl, fluorenyl, oxacyclopentadienyl (along), acridinyl, a quinolyl group, an isoquinolyl group, a benzofuranyl group, an imidazolyl group, a pyrimidinyl group, a fluorenyl group, a selenophenyl group, a stilbene group, a triazolyl group, etc., preferably an acridinyl group, Quinolinyl, isoquinolinyl. In the general formula (1), (3) to (4), Ar2 is a hydrogen atom, a substituted or unsubstituted aryl group having a core carbon number of 6 to 60 (preferably, a core carbon number of 6 to 4 Å), Substituted or unsubstituted aryl group having a carbon number of 3 to 6 Å (preferably having a core carbon number of 3 to 40), substituted or unsubstituted carbon number 丨 ~ added carbon ί 1 to 6) The alkyl group, or the substituted or unsubstituted carbon i 1 〜 2 〇 (preferably a carbon number alkoxy group). The number of 丝2 secret filaments modified by the wire, the same base of Ar1 can be mentioned. 'Can be cited and can be mentioned: 曱, isobutyl,

Examples of the substituted or unsubstituted heteroaryl group of Ar2 The same group as the above Ar1.

Examples of substituted or unsubstituted alkyl groups of Ar2, group, ethyl, propyl, isopropyl, n-butyl, second butyl 133 201026698 32734pif.doc Second butyl, n-pentyl, n-hexyl , n-heptyl, n-octyl, hydroxymethyl, 1-hydroxyethyl, 2-transethyl, 2-isobutyl, dihydroxyethyl, 1,3-dihydroxyisopropyl, 2 , 3-dihydroxy tert-butyl, anthracene and trishydroxypropyl, chloromethyl, 1-oxyethyl, 2-chloroethyl, 2-chloroisobutyl, dichloroethyl, hydrazine, 3· Dichloroisopropyl, 2,3-dichloro-tert-butyl, 1,2,3-trimethylpropyl, bromomethyl, odorous ethyl, 2-bromoethyl, 2-bromoisobutyl, L2-dibromoethyl, hydrazine, 3·dibromoisopropyl, 2,3-dibromo-tert-butyl, 1,2,3-tribromopropyl, mothyl, 1-disc ethyl, 2 - Ethyl ethyl, 2, hexyl isobutyl, 1 &gt; 2 - diiodoethyl, hydrazine, 3-diiodoisopropyl, 2,3 diiodobutyl, 1,2,3-triiodide Propyl, aminomethyl, 1-aminoethyl, 2-aminoethyl, 2-aminoisobutyl, 1,2-diaminoethyl, diaminoisopropyl, 2,3 _Diamino-tert-butyl, 1,2,3-triaminopropyl Cyanomethyl, cyanoethyl, 2 • cyanoethyl, 2 — aryl isobutyl, 1,2-dicyanoethyl, anthracene, 3-dicyanoisopropyl, 2,3-dicyano Third butyl, 1,2,3-tricyanopropyl, nitromethyl, hydrazine-nitroethyl, 2-nitroethyl, 2-nitroisobutyl, dinitroethyl, With dinitroisopropyl, 2,3-dinitro-tert-butyl, nitropropyl, cyclopropyl, cyclodecylbutyl, cyclopentyl, cyclohexyl, &quot;cyclohexyl, &quot;adamantane The base (Ι-adamanty D, 2_adamantyl, μ norbornyl group (2, 2-norbornyl group, etc.) is preferably a methyl group, an ethyl group or a tert-butyl group.

The substituted or unsubstituted oxime group of Ar2 is a group represented by ?, and examples of Y include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, second butyl group, and different groups. Butyl, tert-butyl, n-pentyl, n-hexyl, n-正:yl, benzyl, thioethyl, ethyl 2-hydroxy, 2-hydroxyl, butyl, 1,2-dihydroxy Base, dihydroxyisopropyl, 2,3-di 134 201026698 32734pif.doc Hydroxy tert-butyl, 1,2,3-trihydroxypropyl, chloromethyl, 1-chloroethyl, 2-chloroethyl , 2-oxisobutyl, 1,2, di-n-ethyl, 1,3-dichloroisopropyl, 2-dichloro-tert-butyl, 1,2,3-trichloropropyl, bromomethyl, 1-bromoethyl, 2: oxiethyl, 2-bromoisobutyl, i,2-dibromoethyl, 1,3-dibromoisopropyl, 2,3-dibromo-tert-butyl, 1, 2,3-tribromopropyl, iodomethyl, 1-iodoethyl, 2 ethyl, 2-isobutyl, 1,2-diethyl, 1,3-diisopropyl, 2 3_ Filled with second butyl, 1,2,3-tri-propyl, aminomethyl, ι-aminoethyl, 2-aminoethyl, 2-aminoisobutyl, ι,2- Diaminoethyl, iota, 3-diamino® isopropyl, 2,3-di Tributyl, 12,3-triaminopropyl, cyanomethyl = 1 - cyanoethyl, 2-cyanoethyl, 2-cyanoisobutyl, 1,2, dicyanoethyl, hydrazine , 3_ dicyanoisopropyl, 2,3-dicyano-tert-butyl, 1,2,3-tricyanopropyl, nitroguanidino, 1-nitroethyl, 2-nitroethyl Base, 2-nitroisobutyl, n-dinitroethyl, 1,3-dinitroisopropyl, 2,3-dinitro-t-butyl', 1,2,3-di-decyl A propyl group or the like is preferably a methyl group, an ethyl group or a tert-butyl group. In the formulae (1), (3) to (4), any one of Ar1 and Ar2 is a substituted or unsubstituted fused ring group having a nucleus number of from 1 to 60, or substituted by © or An unsubstituted monoheterocyclic ring having 3 to 60 carbon atoms. L1 and L2 of the formulae (1) and (3) to (4) are each independently a single bond, a substituted or unsubstituted nucleus having a carbon number of 6 to 6 Å (preferably, a core carbon number of 6 to 40). An extended aryl group, a substituted or unsubstituted hydrazine having a nucleus carbon number of 3 to 6 Å (preferably a core wei 3 to 4 Å), or a modified or unsubstituted hydrazine group. Examples of the substituted or unsubstituted extended aryl group of L and L include a 135 201026698 32734pii.doc valence group obtained by further removing a hydrogen atom from the same aryl group as the above Ari. Examples of the substituted or unsubstituted heteroaryl group of L1 and L2 include a divalent group obtained by further removing a hydrogen atom from the same heteroaryl group as the above Ar1. Further, in the general formulae (1) and (3) to (4), L1 and/or L2 are preferably a group selected from the group consisting of divalent groups shown below. [化86]

Further, in the general formulae (1) and (3) to (4), the above Ar1 is preferably a group represented by the following general formulae (5) to (14).

136 201026698 32734pif.doc

[化87]

General formula (5)

18 17 Formula (6) Formula (7)

In the formula, R1 to R92 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. Substituted, substituted or unsubstituted nucleocarbon 137 201026698 32734pif.doc == aryloxy, substituted or unsubstituted nucleocarbon number U~80, one amine group, neo substituted or unsubstituted nucleus == a heteroaryl group having a nuclear carbon number of 3 to 40, or a diarylaminoaryl group having a number of 18 to 120, and L; which is composed of two counties represented by a single bond and oxime. Base. [化88]

-d -b

General formula (1) ❾R Qianxuan, Nadais aryl 'Substituted or unsubstituted nucleocarbon number: carbon number of the left substituted silk peak generation H thief base deuterated or unsubstituted carbon number 1~20 base. The second wire replacement of the silk is replaced by the above-mentioned silkworm (four) miscellaneous silk, which can be exemplified by the above-mentioned silk, which can be exemplified by (4) the substituted or unsubstituted alkoxy group of the above R, The same base as Ar2 described in 138 201026698 32734pif.doc can be cited. f - 2 °&quot;, # n ^ I can also be bonded to each other (4) into a carbon ring type fat to T or carbon adjacent ^ more: The aliphatic ring can be cited as a ring of ring-shaped burn, ring homes and the like. The aromatic ring may be a ring of benzene, naphthalene, phenanthrene or anthracene.

.Αγλλ,^ and ^^ are independently the same as above, and AjJ η: is a substituted or unsubstituted nucleocarbon: or a substituted or unsubstituted nucleus with a carbon number of 3 to 6 〇 Miscellaneous:] ίί ί: ί I, L: and L2 are independently the same as above. In the above, R is the same as r_ of the formula (1). ϋ (2), 'A1 to A2 are independently the same as above. ❹ i Γ::: is _ or unbase:, recorded or unsubstituted nucleus with a carbon number of 3 to 6 G ^ 2 (4) * ′ Li&amp;L2 are independently the same as above. And ^2 = not independently with the general formula (1) (four), shown: two (1), (3) ~ (4) expressed in the /, the body, but not limited to the examples 139 201026698 32734pif.doc compound. In addition, "\" in the following table indicates a single key.

140 201026698 32734pif.doc [Chem. 89]

Ar'i &gt;0Q^L2_Ar2 (Basic Skeleton) Ar1 L1 L2 Ar2 1-1 Ok &quot; XX 1-2 1-3 ^ &quot; XX 1-4 1-5 α,χχ You 1-6 a, u茗1-7 03⁄4 1-8 CX, XX 141 201026698 32734pif.doc 90]

Ar1 L1 L2 Ar2 2-1 a, xx 2-2 n 2-3 CX, XX 2-4 a \ u 2-5 a - xx 2-6 n &amp; 142 201026698 32734pif.doc [Number 1]

Ar1 L1 L2 Ar2 2-7 a, U ^00 2-8 2-9 a, U 2-10 α 2-11 a \ XX 2-12 Ok, XX ό 143 201026698 32734pii.doc [Chem. 91]

Ar1 L1 L2 Ar2 3-1 3-2 α, Zhu Zhu) 〇 3-3 to, f ^oo 3-4 3-5 points, 1 wish) 0 3-6 3-7 ^ \ 1 承 00 3-8 11式3-9 1u &amp;〇3-10 You, u吼144 201026698 32734pif.doc

145 201026698 J2734pil.doc

146 201026698 32734pif.doc

147 201026698 J2734pil.doc

148 201026698 32734pif.doc [Chem. 95]

ArVLi &quot;l^3Q^2-Ar2 (base skeleton) (r/ Ar' L' L2 Ar2 7-1 7-2 a, 7-3 7-4 a, 4&amp;〇7-5 a &quot; xS - ^^00 7-6 a 7-7 7-8 a, 149 201026698 32734pif.doc [Chem. 96]

Ar1v ^^j^V^-Ar2 (base skeleton) Ar1 L1 L2 Ar2 8-1 8-2 a, xx O〇8-3 a, XX 8-4 8-5 8-6 H $ 8-7 αΊ 8 -8 a - xx

150 201026698 32734pif.doc 97]

Ar1 L1 LZ Ar2 9-1 m A 9-2 α is also excited 9-3 9-4 aa 9-5 CX ' XX 9-6 a'xx sea 151 201026698 32734pit.doc [Number 3]

Ar1 L1 L2 Ar2 9-7 (TOO 9-8 α Ί ^)0 9-9 9-10 9-11 9-12 α \ u ^〇LNJ〇 0

152 201026698 32734pif.doc [Chem. 98]

❿

Ar' L' L2 Ar2 10-1 α \ t Λο 10-2 α, 10-3 α, &gt; 10-4 qS. &quot; ^00 10-5 10-6 ^ ^ ^CO 10-7 10- 8 贤XX private 10-9 10-10 sand \ 1 root 153 201026698 32734pit.doc [化99]

Ar1 L1 L2 Ar2 11-1 ^ XX- JO 11-2 οα ότ / 11-3 ^ xr- j〇 11-4 11-5 XT / Force 11-6 11-7 11-8 xr -

154 201026698 32734pif.doc [Chem. 100]

155 201026698

^Z/i4pit.d〇C number 4]

Ar1 L1 L2 Ar2 12-7 ' A 12-8 U ' α 12-9 feu \ α 12-10 feu, a 12-11 , a 12-12 ^aNj〇 xx, a ό 156 201026698 32734pif.doc 101]

Ar* L* L2 Ar2 13-1 13-2 003⁄4 ^ ^ 13-3 033⁄4 ^ ^ 13-4 003⁄4^3⁄4 13-5 cc%#/ 吒13-6 003⁄4 Θ 13-7 13-8 13-9 ccfe 13-10 157 201026698 32734pii.doc [Chem. 102]

ArVLi &quot;^Q^-Ar2 (base skeleton) (r/n Ar' L1 L2 Ar2 14-1 14-2 14-3 ml 14-4 α, u &amp; 〇 14-5 a, wish D 14-6 Further, it is further preferred that the layer containing the nitrogen-containing heterocyclic derivative contains a reducing dopant. The reducing dopant is preferably selected from the group consisting of an alkali metal, an alkaline earth metal, and a rare earth.

158 201026698 32734pif.doc Metal, alkali metal oxides, alkali metal compounds, alkaline earth metal oxides, alkaline earth metal halides, rare earth metal oxides, rare earth metal halides, alkali metal organic complexes At least one of an organic complex of an alkaline earth metal and an organic complex of a rare earth metal. The metal can be exemplified by Li (work function: 2.90 eV), Na (work function: 2.36 eV), K (work function: 2.28 eV), 铷 (Rb) (work function: 2.16 eV), Cs (work function: 1.95) eV) and so on.

Examples of the soil tester include Ca (work function: 2.9 eV), Sr (work function: 2·0 eV to 2·5 eV), and Ba (work function: 2.52 eV). Examples of the rare earth metal include Sc, Y, Eu, Tb, and Ce. The oxide of the metal can be exemplified by Li 2 〇, Li 〇, Na 〇 or the like. Examples of the toothing of the alkali metal include LiF, NaF, KF, LiCl, KC1, and NaCl. Examples of the oxide of the soil tester include CaO, BaO, SrO, and the like. The halide of the alkaline earth metal may, for example, be a fluoride such as CaF2, BaF2, SrF2 or BeF2, or a halide other than the fluoride.

Li, Na, K, Rb Early and good reducing dopants can be given a ... u μ, guided metal test, and soil test metals such as Ca, Sr and Ba; especially good work function is less than or equal to 2 9 eV metal. The metal towel-based dopants are selected from the group consisting of K, Rb, and cs = preferably, the buckle is preferred, and most preferably. . The money belongs to the genus = the ability is particularly high, so by adding a relatively small amount of these verifications. In addition, there is a combination of the improvement of the luminescence brightness in the fEL element and the long-life 'work function less than or equal to 2.9 〜, which is also better than the combination of the 199 201026698 32734pif.doc two or more of these metals. Contains the Cs port, for example (: 8 with him, 〇 and ^ with 111), or ^ *. The reducing power can be efficiently exhibited by combining CS', and the luminance of the organic EL element can be improved and the lifetime can be extended. These reducing dopants can be used singly or in combination of two or more. The amount of the original dopant used varies depending on the type of the material. For the electron transport, the layer material is preferably αι福~99 wt%, and more preferably 1.0 wt% to 80 wt%, especially Good is 2 〇wt%~7〇拊%. The electron transporting layer in the present invention may be used together with the above-mentioned nitrogen-containing heterocyclic compound in other electron injecting materials and electron transport (4). The electron injecting materials and electron transporting materials may be low molecular compounds or high molecular weight compounds. Body. a preferred layer of bismuth containing: a bite derivative, a quinone derivative, a shot derivative &quot; a quinone derivative, a time derivative, a phenanthroline derivative, a triazine derivative, a triazole Derivatives, catastrophic salivating organisms, "Evil snails, smuggling organisms, fine derivatives, scorpion dimethyl lining organisms, 蒽_derivatives, ransaki organisms, cardioxide derivatives, carbodiimides Derivatives, mercapto methane derivatives, distyryl pyridazine derivatives, naphthalene, anthracene, etc., aromatic ring tetra-neodyts, enantiomeric derivatives, 8_ secret metal complexes or metal phthalocyanines A variety of gold &gt; 1 complexes represented by metal complexes containing benzoquinone or (4) enchantment, and an organic Wei derivative derived from _ ring red ray. 160 201026698 32734pif.doc From the point of view of lowering the driving voltage, it is difficult to change the thickness of the electron-injection layer. Electron transmission = The thickness of the special transmission layer is preferably lnm~5〇〇 inr=m, and then better is ι〇--. The thickness of the layer is preferably from 0. 1 nm to 200 nm, more preferably 〇2 is excited to ~(10) nm' and further preferably is G5nm~5Gnn^ good electrons; the main in-layer and electron transport layer can be The single layer structure formed by two or more types may also be a multilayer structure formed of the same two layers. [Different groups of money (hole blocking layer) The hole blocking layer is a layer having a function of preventing holes which are transmitted from the anode side to the light emitting layer from passing to the cathode side. In the present invention, a hole blocking layer may be provided as an organic layer adjacent to the light-emitting layer on the cathode side. Examples of the compound constituting the barrier layer of the hole include bis-A methyl ketone. 喧 喧 &gt; 4_(phenylphenol) aluminum ❷

Bis (2 methyl 8-quinolin〇latQ)-4-(phenyl-phenGlate)-alum inium(III) 'BAlq), etc., complex derivative, triterpene derivative, dimercapto-4'7_diphenyl a phenanthroline derivative such as -U0-morpholine (2,9-dimethyl-4J-diphenyl.lJ0.phenanthr〇Hne, :BCP). The thickness of the hole barrier layer is preferably from 1 nm to 500 nm, more preferably from 5 11111 to 20 〇 11111, and further preferably from 1 〇 11111 to 1 〇〇 11111. The hole blocking layer may be a single layer structure formed of one or two or more of the above materials, or may be a multilayer structure formed of a plurality of layers 161 201026698 όζ/5vpn.doc of the same composition or different compositions. (Electron barrier layer) The work space: the barrier layer is a layer having a function of preventing electrons from the cathode side transfer wheel to the light-emitting layer from passing through the (three)-electrode side. In the present invention, an electron resist layer may be provided as an organic layer on the anode side and the light-emitting layer. Examples of the compound constituting the electron blocking layer are compounds in which the hole transporting material is peaked. Rhyme as

The thickness of the electron blocking layer is preferably 1 nm to 5 GGnm, more preferably 5 11111 to 20 〇 11111, and further preferably 1 〇 11111 〜 1 〇 (^ 瓜. The hole blocking layer may be composed of the above materials The single-layer structure formed of one or two or more types may be a multilayer structure formed of or different from each other. (Protective layer) In the present invention, the organic EL element as a whole may be protected by a protective layer. The material may be a compound having a function of suppressing the deterioration of the element such as moisture or oxygen, and entering the function of the element (10).

Specific examples of the material include metals such as In, Sn, Pb, Au, Cu, Ag, AL·Τι, or Ni; Mg〇, Si〇, si〇2, Al2〇3, &amp; ^〇^〇'2〇3, 丫2〇3 or 11〇2 metal oxides; metal nitrides such as SiNx, SiNxOy; metal fluorides such as MgF2, UF, a% or CaF2; polyethylene, poly Copolymers of propylene, polymethyl methacrylate, polyimine, poly gland, polytetraethylene, polychloroethylene, polydichloroethylene, chlorotrifluoroethylene and difluoroethylene 162 201026698 32734pif.doc obtained by copolymerizing a monomer mixture containing tetrafluoroethylene and at least one comonomer. The fluorinated copolymer having a cyclic structure in the main chain of the copolymer, water absorbing material, water absorption Less than or equal to _ key r such as = true b empty steam • ', J not cat 曰曰 C molecular beam Γ = ΓΕ) method, cluster ion beam (clus ^ ^ ^ t, plasma polymerization method (high frequency excitation ion plating Law)

=^1!_method, _ method, gas source (material 1) CVD method, coating method, printing method or transfer method. (Sealing) The organic electric field light-emitting element of the present invention may also use a sealed container and may also be filled with a 7 ^ absorbent or inert (4) in a space between the sealed container and the light-emitting element. The water absorption ship is not limited, for example: cerium oxide, sodium oxide, potassium oxide, calcium oxide, sodium sulfate, sulfuric acid, sulfuric acid, phosphorus pentoxide, chlorine, magnesium chloride, copper chloride, fluorination, gasification Sharp, Chinese, brominated hunger, molecular sieve, zeolite, and oxygen. Miscellaneous (4) is not particularly limited. For example, it can be a paraffin type, a liquid stone (called uidparaffin), a fluorine-based solvent such as a fluorocarbon, a perfluoroamine or a perfluoroanthracene, a chlorine solvent, and a silicone oil. Oil) class. (Drive) The organic electroluminescent device of the present invention can be applied with a direct current (and optionally an alternating component) voltage (usually 2 163 201026698 3Z7i4piI.doc volts to 15 volts) or a direct current between the anode and the cathode. Get radiance. The driving method of the organic electroluminescent element of the present invention can be carried out by using Japanese Patent Laid-Open No. Hei 2-148687, Japanese Patent Laid-Open No. Hei No. Hei No. Hei No. 5-29080, and Japanese Patent Laid-Open No. 713/558. Japanese Laid-Open Patent Publication No. Hei 8-234685, Japanese Patent Application No. 8-241047, and Japanese Patent No. Hei. No. Hei. No. Hei. The light-emitting element of the present invention has an excellent emission efficiency by various known methods. For example, the light emission can be improved by the following method: high external quantum efficiency: processing the surface shape of the substrate (for example, forming a fine concavo-convex pattern), controlling the refractive index of the substrate, the ΙΤ0 layer, and the organic layer, on the substrate, ΙΤΟ The film thickness of the layer and the organic layer is controlled. The light-emitting element of the present invention may also be a so-called top emission method in which light is emitted from the anode side. (Use of the Invention) The organic electroluminescent device of the present invention can be suitably used for a display element, a display, a backlight, an electrophotographic, an illumination source, a recording light source, an exposure light source, a reading light source, a logo, a billboard, Interior decoration (such as heart), optical communication, etc. [Examples] The present invention will be specifically described by way of examples, but the present invention is not limited to the examples. 1. Preparation of Organic EL Element 201026698 32734pif.doc Comparative Example 1 A 0.5 mm thick, 2.5 cm square glass substrate was placed in a cleaning container, ultrasonically cleaned in 2-propanol, and ultraviolet odor was observed for 3 minutes. Ultraviolet-ozone treatment. The lower layer was then vaporized on the transparent anode by vacuum evaporation. The vapor deposition rate in the examples of the present invention is 〇·2 nm/sec unless otherwise specified. The vapor deposition rate was measured using a crystal oscillator. The film thickness described below was also measured using a crystal oscillator. Bipolar ITO (Indium Tin Oxide) having a thickness of 100 nm on a glass substrate. • Hole injection layer: 4,4',4Π-tris(N-(2-naphthyl)-indole-phenylamino)triphenylamine (4,4 nm, deposited on the anode (ITO)) 4,4 -Tris(N-(2-naphtyl)-N-phenyl-amino)-triphenylamin e,2-TNATA) 〇• hole transport layer: vapor deposited on the hole injection layer with a thickness of 7 nm [ N-(l-naphthyl)-N-phenyl]benzidine (Bis[N-(l-naplithyl)-N-phenyl]benzidine, a-NPD). • Second hole transport layer: An amine compound 1 having a thickness of 3 nm was deposited on the hole transport layer. • luminescent layer. On the second hole transport layer, the vapor layer has a thickness of 30 nm. The luminescent layer is doped with a hole transporting host material Ν, Ν·-dimercapto-3,5- Benzene (N, N'-dicarbazolyl-3, 5-benzene, mCP) and 6.0 wt% of hole transporting phosphorescent material relative to mCP (3-phenyl 0-bite) silver (tris (2- Phenylpyridine) iridium (III), Ir(ppy) 3). 165 201026698 i2734pit.doc Sub-transport layer: The electron-transporting material of the t-light-emitting layer with a thickness of 4 〇 以 以 以 ( 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。

LiF • Electron injection layer: The thickness of the evaporation on the electron transport layer is ι Cong • Cathode: a patterned mask is placed on the electron transport layer (light-emitting area = 2 mm×2 mm mask), and the steam is recorded as nm Golden shame becomes the cathode.

A sealed can and a UV-curing adhesive (XNR5516hv, Nagase) made of non-axis (such as (6) Na_) are used in the handle box (glGVe bQX) in which the aig Qngas is replaced. -Ciba (manufactured)) for sealing. Thereby, a comparative organic EL element was produced. Hereinafter, the structure of the material used in the examples is shown. [化103]

Amine compound 1

ό Comparative Example 2 In Comparative Example 1, 'electron transport layer uses low electron transport material BAlq (Bis-(2-methyl-8-quinolinolato)-4-(phenyl-phenolate)-alum 166 201026698 32734pif.doc inium(III) A comparative organic EL device was produced in the same manner as in Comparative Example 1, except that the nitrogen-containing heterocyclic derivative 1 was used instead. Comparative Example 3 In Comparative Example 1, the electron-transporting phosphorescent material tetradentate ligand platinum complex 1 represented by the general formula (2) was used instead of Ir(ppy) 3 in the light-emitting layer, and the electron transport layer was used low. The electron transporting material BAlq (Bis-(2-methyl-8-quinolinolato)-4-(phenyl-phenolate)-alum iiiimn(III)) was used instead of the nitrogen-containing heterocyclic derivative 丨, in addition to the comparison of 0 cases 1 A comparative organic EL device was produced in the same manner. Eight [104]

Example 1 In Comparative Example 1, a tetradentate ligand platinum complex 1 as an electron-transporting phosphorescent material represented by the general formula (2) was used instead of ir(ppy) 3 in the light-emitting layer, and Comparative Example i The organic EL device of the present invention was produced in the same manner. 167 201026698 sz /34pir.doc Example 2 Comparative Example 1 towel, the light-emitting layer was replaced by Ir(ppy) 3 by the electron transporting disc photoluminescent material tetradentate ligand platinum complex 1 represented by the general formula (2), and The organic EL device of the present invention was produced in the same manner as in Comparative Example 除 except that the nitrogen-containing heterocyclic derivative 2 was used instead of the nitrogen-containing heterocyclic derivative 1 in the electron-transporting layer.

[化105J

Example 3 In Comparative Example 1, the electron-emitting layer of the electron-transporting phosphorescent material tetradentate ligand platinum complex 1 represented by the formula (2) was used instead of ir(ppy)3, and the electron transport layer was used. The organic EL device of the present invention was produced in the same manner as in Comparative Example 1, except that the nitrogen heterocyclic derivative 3 was used instead of the nitrogen-containing heterocyclic derivative 1. 168 201026698 32734pif.doc [Chem. 106]

Example 4 In Comparative Example 1, the electron-emitting phosphorescent material tetradentate ligand platinum complex 1 represented by the general formula (2) was used instead of Ir(ppy) 3, and the electron transport layer was made of nitrogen. The organic EL device of the present invention was produced in the same manner as in Comparative Example 1, except that the heterocyclic derivative 4 was used instead of the nitrogen-containing heterocyclic derivative 1. _ [化107]

169 201026698 32734pif.doc Example 5 In Comparative Example 1, the electron-transporting phosphorescent material tetradentate ligand platinum complex 2 represented by the general formula (2) was used instead of Ir(ppy) 3 in the light-emitting layer. The organic EL device of the present invention was produced in the same manner as in Comparative Example 1. [化108]

Example 6 In Comparative Example 1, the electron-transporting phosphorescent luminescent material tetradentate ligand platinum complex 3 contained in the general formula (2) was used instead of Ir(ppy) 3 in addition to the comparative example. 1 The organic EL device of the present invention was produced in the same manner. 170 201026698 32734pif.doc [化 109]

Tetradentate ligand platinum complex 3 Example 7 In Example 6, the light-emitting layer was produced in the same manner as in Example 6 except that the following hole transporting host material 2 was used instead of mCP as the hole transporting host material. The organic EL device of the invention. Reference 171 201026698 32734pit.doc

The hole-passing main material 2 (sex cone evaluation) The driving voltage and the external particle efficiency were measured for the obtained organic EL element of the present invention and the comparative organic EL element. 1) Drive voltage 〇 Power measurement unit manufactured by Dongyang Technology Co., Ltd. (Source)

Measure Unit) 2400 ' applies a DC voltage to each component to illuminate each component. A voltage at a luminance of 1000 cd/m 2 was measured as a driving voltage. 2) External quantum efficiency A power supply measuring unit 2400 manufactured by Dongyang Technology Co., Ltd. is used to apply a DC voltage to each element to cause each element to emit light. The luminance of the luminescence was measured using a luminance meter BM-8 manufactured by Topcon Corporation. The luminescence spectrum (emission 172 201026698 32734pif.doc spectrum) and the emission wavelength were measured using a spectrum analyzer PMA-11 manufactured by Hamamatsu Photonics Co., Ltd. According to these numerical values, the external quantum efficiency at the time of cd/m2 is different by the redundancy variation method. The results obtained are shown in Table 6. [Table 1] Driving voltage (V) - External quantum effect · ^ f %, Comparative example 1 7.3 7.1 Comparative example 2 10.5 9 Q 'Comparative example 3 8.8 13.3 Example 1 6.5 13.4 Example 2 6.6 13.6 Example 3 7.0 12.4 ~ Example 4 6.4 13.6 Example 5 6.6 14 0 Example 6 6.5 14.2 ~ _Example 7 6.2 14.4

In the case where the comparative example 1 is compared with the comparative example 2, the hole transmission, the _ mercerized (four) kiss machine, the low electron transporting material BAlq becomes a high electron transporting material, the biological 1 'hard moving electric low' and external quantum The efficiency is reduced, 'at the same time achieving high quantum efficiency and low voltage of phosphorescence. ·Comparatively, if the comparison example 3 of the (four) electron transport _ photoluminescent material tetradentate = face complex i is compared with the example i, the comparison example 3 of the disk ==rAlq is used. The nitrogen heterocycle-derived H reduces the driving secret. The same effects as in Example 1 were obtained in the same manner as in Examples 1 to 4 in which three kinds of nitrogen heterocyclic derivatives satisfying 173 201026698 32734 pit.doc were obtained. Examples 5 to 7 The same effects were obtained in the elements of the present invention obtained by changing the kind of the electron-transporting phosphorescent material and the kind of the host material. The entire contents of the specification of Japanese Patent Application No. 2008-273308, filed on Oct. 23, 2008, the entire contents of The present invention has been disclosed in the above embodiments, and it is not intended to limit the invention to those skilled in the art, and it is possible to make some modifications and refinements without departing from the spirit and scope of the invention. The scope of the invention is defined by the scope of the appended claims. [Simple description of the diagram] ~ None. [Main component symbol description] No 0

174

Claims (1)

201026698 32734pif.doc VII. Patent application scope: 1. An organic electric field light-emitting element comprising: a counter electrode and an organic layer including a light-emitting layer and an electron transport layer between the electrodes, wherein the light-emitting layer contains electron transporting property A luminescent material comprising the electron transporting layer between the luminescent layer and the cathode, wherein the electron transporting layer contains a nitrogen-containing heterocyclic compound represented by the following formula (1): General formula (1) 175 201026698 i^/34pn,doc a fused ring group having a carbon number of 10 to 60, or a substituted or unsubstituted monoheterocyclic ring group having a core number of 3 to 60; L1 and L2 are each independently a single bond, substituted Or an unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted heteroaryl group having a core number of 3 to 60, or a substituted or unsubstituted hydrazine group 'R is hydrogen Atom, substituted or unsubstituted aryl group having 6 to 6 fluorene nucleus, substituted or unsubstituted heteroaryl group having 3 to 60 carbon atoms, substituted or unsubstituted carbon number 1 to 20 a calcined group, or a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, η is an integer of 〇~5, and when n is 2 or more, a plurality of R's may be the same or different, and adjacent A plurality of R groups may be bonded to each other to form a carbocyclic aliphatic ring or a carbocyclic aromatic ring). 2. The organic electroluminescent device according to claim 1, wherein at least one metal complex is included as the electron transporting phosphorescent material, and the metal complex has a ligand of three or more teeth, and The ligand is a bond-like ligand and has a partial structure represented by the following formula (2): [Chemical Formula 2] Formula (2) 176 201026698 32734pif.doc In the formula (2), Mn represents a metal ion, and l11, l12, l13, and L independently of each other represent a coordination on the Mn and a step-by-step presence of the material to form an autumn hetero group; L15 Does not bond with the two to form a cyclic ligand; γ]], U, 13, Y and the Μ矣-Xia or double bond of the gate of B, L and γ13, Y13盥L14; ηη represents 〇~4) . The key table between the two is not the same as the organic electric field light-emitting element described in item 2, and the &lt;1 sub-wheel-light-emitting material is a compound. The second electric field light-emitting element according to the first aspect, wherein the nitrogen-containing heterocyclic compound represented by the formula (3): k is a compound of the following formula (3) , (in the general formula (3) ^1~^^1^2;;^^^^ is synonymous in the general formula (1). R, plaque and L and upper 5 are as defined, R and the above formula (1) R is synonymous). Shen&quot;The organic electric field light-emitting element described in item 1 of the patent scope, 177 201026698 32734pif.doc The following is the general formula (4) (In the formula (4), Α1, ¥, Ari, Ar2, L1 and l2 are synonymous with the above formula (1); R, R" are synonymous with R in the above formula (1), and are mutually identical Can also be different). The organic electroluminescent device according to any one of claims 1 to 5, wherein the nitrogen-containing heterocyclic compound represented by the above formula (1), (3) to '(4) Wherein, the above L1 L2 is independently a group selected from the group consisting of divalent groups represented by the following chemical formula: 178 201026698 32734pif.doc [Chemical 5] ~〇~ ~〇~〇~ The organic electroluminescent device according to any one of the above-mentioned items (1), (3) to (4), wherein the nitrogen-containing heterocyclic compound represented by the above formula (1), (3) to (4) In the above, at least one of Ar1 and Ar2 is a group represented by the following general formulae (5) to (14): 179 201026698 32734pil.doc R13 r19 General formula (7) ◎ ◎ 180 201026698 32734pif.doc (wherein R to R are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 2 carbon atoms, a substituted or unsubstituted carbon number 1~ Alkoxy group of 20, substituted or unsubstituted aryl group having 6 to 40 carbon atoms, substituted or unsubstituted aryl group having n-carbon number η~, substituted or unsubstituted An aryl group having a core carbon number of 6 to 4 Å, a substituted or unsubstituted heteroaryl group having a core carbon number of 3 to 40, or a substituted or unsubstituted diarylamino aryl group having a core number of 18 to 120 L3 is a group selected from the group consisting of a single bond and a divalent group represented by the following chemical formula: [Chem. 7] The organic electroluminescent device according to claim 6, wherein the above-mentioned Ar and the nitrogen-containing heterocyclic compound represented by the above formulas (1) and (3) to (4) At least one of Ar2 is a group represented by the following general formulae (5) to (14). 181 201026698 32734pit.doc General formula (5) R13 r19 R18 R17 ❿ R37 r36 r35 -,72 General formula (13) general formula (14) ^49 ^50 ^51 Formula (10) ❹ 182 201026698 32734pif.doc (wherein R1 to R92 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted carbon number of 1 to 20, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having a core carbon number of 6 to 40, a substituted or unsubstituted nucleus having a carbon number of 1 to 8 Å a diarylamine group, a substituted or unsubstituted aryl group having a core number of 6 to 4 Å, a substituted or unsubstituted heteroaryl group having a core number of 3 to 40, or a substituted or unsubstituted core a diarylaminoaryl group having a carbon number of 18 to 120, and L3 is a group selected from the group consisting of a single bond and a divalent group represented by the following chemical formula: and a group in the group: [Chem. 7] 9. The organic electroluminescent device according to claim 1, wherein the electron-transporting phosphorescent material comprises a partial structure represented by the following: f 183 201026698 32734pif.doc [Chemical Formula 8] General Formula (15) R24 (In the formula (15), =21 represents a metal ion, γΖ1 represents a single bond or a double bond of a linker, and Υ and Υ independently represent a single bond or a linker; and q2i Q22 independently represents a group of atoms forming a nitrogen-containing hetero ring, The bond between the self-loop and γ21 formed by Q2! and the bond between the ring formed by Q22 and Y2i $ Single or double bond · 'X21, X22 independently of each other represents an oxygen atom, a sulfur atom, a substituted or unsubstituted nitrogen atom; R21, R22, R23, r24' represents a nitrogen atom or a radical, and a radical '~2 and a knot And the formation of m shows the coordination on w: an integer of 4 tough). Sister Lane ' η 不 Τ Τ T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T T 9] General formula (16) (In the formula (16), Z1 represents a nitrogen-containing heterocyclic ring coordinated to a platinum atom by a nitrogen atom; L1 represents a single bond or a linking group; and R1, R3 and R4 each independently represent a halogen atom or a substituent, and R2 represents a substitution. base). 11. The organic electroluminescent device according to claim 10, wherein the platinum complex comprising a tetradentate ligand having a partial structure represented by the above formula (16) is a compound of the following formula (17) The platinum complex represented by: 185 201026698 J2Vi4piI.doc [Chemical Formula 10] Formula (17) I 3 R1 (in the formula (π), z1 and Z2 independently of each other represent a nitrogen-containing heterocyclic ring coordinated to a platinum atom by a nitrogen atom; and Q2 represents a bond with a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom. The group on the platinum; L1, L2 and L3 independently of each other represent a single bond or a linking group; R1, R3 and R4 independently of each other represent a hydrogen atom or a substituent, and R2 represents a substituent). 12. The organic electroluminescent device according to claim 11, wherein the platinum complex represented by the above formula (17) is a platinum complex represented by the following formula (18): 186 201026698 32734pif.doc [Chemistry 11] General formula (18) (In the formula (18), Q2 represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom; and L1, L2 and L3 each independently represent a single bond or a linking group; R1; R3 and R4 each independently represent a hydrogen atom or a substituent, and R2 represents a substituent; Ra and Rb each independently represent a substituent, and η and m each independently represent an integer of 0 to 3). The organic electroluminescent device according to claim 11, wherein the platinum complex represented by the above formula (17) is a platinum complex represented by the following formula (19): 187 201026698 32734pif.doc [Chemical 12] General formula (19) (In the formula (19), Q4 represents an aromatic hydrocarbon ring group or an aromatic heterocyclic group bonded to platinum by a carbon atom or a nitrogen atom; and L1, L2 and L3 each independently represent a single bond or a linking group; R1 R3 and R4 each independently represent a hydrogen atom or a substituent, and R2 represents a substituent; Ra and # independently represent a substituent, and η and m each independently represent an integer of 0 to 3). 14. The organic electroluminescent device according to claim 13, wherein the platinum complex represented by the above formula (19) is a compound represented by the following formula (20): 201026698 32734pif.doc General formula (20) 譬 譬 =; Ra, Rb mutually independent table == 2 2 Take =, = 2, R7, R8 independently of each other means chlorine atom or a doping agent, its first! The organic electric field illuminator described in 6 items Rare earth metal, metal test (4): is selected from the group consisting of alkali metal alkaline earth metals, oxides, metallized teeth, and soil-repairing metal parts, and the luminescence element (4). The electron transport layer of the aza compound has an oxide of 189 201026698 32734pif.doc, a telluride of a soil test metal, an oxide of a rare earth metal, a halide of a rare earth metal, an organic complex of an alkali metal, and a metal tester At least one of a group consisting of an organic complex and an organic complex of a rare earth metal 190 201026698 32734pii.doc IV. Designated representative map: (1) The designated representative of the case: None. (2) A brief description of the symbol of the representative figure: None 0. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: General formula (1) 201026698 32734pifl is the Chinese specification of No. 98135633 without the underscore correction page oxygen atom, sulfur atom, nitrogen atom or dish atom and bonding ^^ Q2 bonded to platinum by stone anion atom, such as aromatic hydrocarbon group (stupid base, Benzene is represented by an imine ring, a ring, a ring, a ring, and a pyridazine. The z-storm is thick. These groups can also be bonded with a nitrogen atom. Q2 on platinum, for example = ring: ring, _, etc.), (= sulphate, etc.). These groups may also be further substituted with a hydroxy group, a base, and a second group: in the case of, for example, an oxy group, a sulfur atom, a sulfur atom, a sulfonium group, a methoxy group, an oxetyloxy group, etc. . Examples of the substituent and the Q 2 include a thio group, an alkylthio group, a heterocyclic thio group, and a carbonylthio group. Claw base. Q2 which is bonded to the dip by the atom of the dish, for example, a diaryl linoleic hydrocarbon, preferably a nitrogen-containing nucleus which is bonded to the surface by carbon and turned over at the == Nitrogen is bonded, and the aromatics on the surface are in the form of carbon, and the ring is bonded to the uranium. The aromatic group can also have a substituent. Correction (16) Chinese substance __ base (4); ^ as general formula 83 201026698 32734pifl , , R2, R3 and R4 are synonymous with R4 in the general formula (6) and the preferred range is also the same. The platinum complex represented by the formula (17) of the formula (18) is preferably a platinum complex represented. General formula (18) In the gas formula (18), Q represents a group bonded to platinum by a carbon atom, an oxygen atom, a sulfur atom, a nitrogen atom or a phosphorus atom, and G. R3, R4 represent a hydrogen atom or a substituent, and R2 represents ί戈土. R and R represent a substituent, and n and m represent an integer of 〇~3. The general formula (18) will be described. Q2, L2, L3] 2 '3, Q2, L], L2, L3, Lr^^^^ in the general formula (9), and the preferred range is also _. Rb represents a hydrogen atom or a substituted substituent (the substituent may be a substituent which may be used as L). ^, preferably hydrogen atom, alkyl, aryl, silk, silk, gas 84 201026698 32734pifl [化]〇9] Tetradentate ligand chain complex 3 Example 7 In Example 6, the light-emitting layer was produced in the same manner as in Example 6 except that the following hole transporting host material 2 was used instead of mCP as the hole transporting host material. The organic EL device of the invention. 201026698 327:s4pifl [110] (Performance Evaluation) The driving voltage and the external quantum efficiency were measured for the obtained organic EL device of the present invention and the comparative organic EL device. 1) Drive voltage Using a Source Measure Unit 2400 manufactured by Dongyang Technology Co., Ltd., a DC voltage is applied to each component to illuminate each component. A voltage at a luminance of 1 〇〇〇 cd/m 2 was measured as a driving voltage. 2) External quantum efficiency A power supply measuring unit 2400 manufactured by Dongyang Technology Co., Ltd. is used to apply a DC voltage to each element to cause each element to emit light. The luminance of the luminescence was measured using a luminance meter BM-8 manufactured by Top Con. The luminescence spectrum (emission 201026698 32734 pifl * spectrum) and the luminescence wavelength were measured using a spectrum analyzer PMA·1 manufactured by 浜松光子学. Based on these numerical values, the external quantum efficiency when the luminance is 〇〇〇cd/m2 is calculated by the luminance conversion algorithm. The results obtained are shown in Table 1. [Table 1] 1 driving voltage (V) External quantum efficiency (%) _ Comparative Example 1 7.3 7.1 _ Comparative Example 2 10.5 9.9 Comparative Example 3 8.8 13.3 _ Example 1 6.5 13.4 Example 2 6.6 13.6 _Example 3 Γ 7.0 12.4 Example 4 6.4 13.6 a t case 5 6.6 14.0 Example 6 6.5 14.2 Example 7 6.2 14.4 10 κΐΐί 1 In the case of the taste of Comparative Example 2, when the low electron two precursor material Ir(ppy) 3 is used, if the electron transport layer is made Alq becomes a high electron transporting material containing a nitrogen-containing heterocyclic compound], and the driving voltage is lowered, and the external amount is one, and the high quantum efficiency and low electricity of the scale light emission are simultaneously achieved, and the other method is used. Electron transporting bit base complex! (4) Comparative Example 3 and Example f = Four teeth distribution The transmission layer used BAlq in Comparative Example 3 compared with ^ ' and electron = Example] in the external quantum efficiency to maintain the biological 1 to lower the driving voltage. With examples! Similarly to the use of the state of the large ~ straw satisfies the formula ()) containing 173 201026698 aza cans derivatives of examples 2 to 4, "to change the electron transportability of phosphorus before, to obtain the same effect. Examples 5 to 7 The components of the present invention, the type of the 'broken type and the type of the main material' can still obtain the same force f. The effect of 2008, the effect of the month of 2008-273308, the entry of the patent: In the title of the book, the content of the king of 曰 is cited as a reference. Although the present invention has been implemented to implement J-^οπ-, (i) J-way as described above, it is used to define the invention, any of the techniques of the invention The spirit and f ^ Y, there are those who know the ignorance of the ten, in the absence of the four quarters, 'high can make some changes to the disk retouching, so the scope of protection was invented by apricot molybdenum by the society ^ so this book r V ,, Πϋ The scope defined by the scope of the application in June is subject to the definition of the scope of the patent in June. [Illustration between the figures] No. [Description of the main components] No 0 ❹ 174