JPS6057846A - Photosensitive body - Google Patents

Abstract

PURPOSE:To form a good visible image by incorporating a specified tetraazo compd. in a carrier generating layer for forming a photosensitive layer together with a carrier transfer layer and further, a specified compd. in the carrier transfer layer. CONSTITUTION:A compd. to be used as the carrier generating material CGM of a carrier generating layer for forming a photosensitive layer is tetraazo compd. represented by formula I and a compd. to be used as the carrier transfer material CTM of the carrier transfer layer is one of compds. of formulae II and III. These compds. are combined to form the photosensitive layer of a functionally separated type photosensitive body for executing the generation and transfer of the carriers by using separate materials, respectively. As a result, sensitivity is raised, and potential hysteresis is retained stable even by being repeatedly used for electrophotographic processes, and always good visible images can be formed. In the formulae, Ar<1>-Ar<3> are each an aromatic carbon ring group or an aromatic heterocyclic group; A is formula IV or the like; X is OH or the like; and Y is H, halogen, or the like.

Description

[Detailed Description of the Invention], Industrial Application Field *The invention relates to a photoconductor having a daylight layer consisting of a carrier generation phase and a carrier transport layer, for example, a true photoconductor. It is.

λ Prior Art According to a conventionally known electrophotographic photoreceptor, a carrier-generating substance (hereinafter referred to as "CGM") that absorbs visible light and generates charge carriers (hereinafter simply referred to as "carrier") is used.
” sometimes happens. ) (hereinafter sometimes referred to as "CGL"), and this CG
Carrier transport material (hereinafter referred to as rcTM) that transports either or both of the positive and negative carriers generated at
There is a thing called J. ) and a carrier transport layer (hereinafter sometimes referred to as "CTL"), the photosensitive layer is constructed.

In this way, by assigning the two necessary basic functions of carrier generation and carrier transport to the separate layers constituting the photosensitive layer, the range of materials that can be used in the composition of the photosensitive layer is expanded. In addition to being wide-ranging, it becomes possible to independently select materials or material systems that optimally perform each function. In addition, this provides excellent characteristics required in the electrophotographic process, such as high surface potential when charged, high charge retention capacity, high photosensitivity, and high stability during repeated use. It becomes possible to obtain an electrophotographic photoreceptor having characteristics.

As the above-mentioned photosensitive layer, for example, the following ones are known.

(1) CG composed of amorphous selenium or cadmium sulfide
A structure in which L and CTL made of poly-N-vinylcarbazole are laminated.

(2) CC composed of amorphous selenium or cadmium sulfide
L and 2. 4. A structure in which CTL containing 7-dolinitro and 9-fluorenone are laminated.

(3) A structure in which a CGL composed of a perylene derivative and a CTL containing an oxadiazole derivative are laminated (
(See US Pat. No. 3,871,882).

(4) CGL composed of chlordiayan blue or methylskarylium and CTL containing a pyrazoline derivative
(Refer to Japanese Unexamined Patent Publication No. 51-90827) 0 (5) CGL composed of amorphous selenium or an alloy thereof;
A structure in which CTL containing a polyarylalkane aromatic amine compound is laminated (Japanese Patent Application No. 52-14725)
1 specification).

(6) A structure in which a CGL containing a perylene derivative and a CTL containing a polyarylalkane aromatic amino compound are laminated (Japanese Patent Application No. 19907/1983).

Although many types of functionally separated photosensitive layers are known, in conventional electrophotographic photoreceptors having such photosensitive layers, the photosensitive layer changes when subjected to repeated electrophotographic processes. It has the disadvantage of severe electrical fatigue and a very short service life.

For example, when subjected to an electrophotographic process repeatedly,
The potential history state of the electrophotographic photoreceptor is not maintained stably,
Stable image forming characteristics cannot be obtained.

Further, the use of specific bisazo compounds as CGM is disclosed in, for example, JP-A-55-117151 and JP-A-54.
Although it is disclosed in Publication No. 14.5142 etc., C
Even in combination with CTM, which is said to be able to be combined with GM, the above-mentioned drawbacks are still considerable. As can be understood from this, a carrier transporting substance that is effective against a particular carrier-generating substance is not necessarily effective against other carrier-generating substances, and It cannot be said that a carrier-generating substance that is effective against other carrier-transporting substances will also be effective against other carrier-transporting substances. If the combination of both materials is inappropriate, the electrophotographic sensitivity will be low and the discharge efficiency will be particularly poor at low electric fields, resulting in a large residual potential and, in the worst case, repeated damage. Each time it is used, a potential accumulates, making it practically unusable for electrophotographic purposes.

In this way, it is thought that there is no lawful means of selecting a suitable combination of the constituent substances of the carrier generation phase and the constituent substances of the carrier transport phase, and it is considered that there is no practical means of selecting an advantageous combination from among many substance groups. It is necessary to determine lζ.

3. Purpose of the Invention The purpose of the present invention is to: [Rear generation: 1f]] and the carrier transport substance Kubol, and even when used repeatedly in electrophotographic processes, the potential history state is maintained stably and good visible images are always formed. Our goal is to provide photoreceptors that can.

4. Structure of the invention and its effects, that is, the present invention provides a photoreceptor having a photosensitive layer consisting of a carrier generation phase and a carrier transport phase, in which the carrier generation phase contains a tetraazo compound represented by the following general formula [I]. and the carrier transport phase contains at least one of the compounds represented by the following general formulas [■] and [■].

General formula [I]: A-N=N-Ar”-N=N-Ar”-N=N-Ar”
-N=NA [However, in this general formula, Ar1 and Ar1: each substituted or unsubstituted carbocyclic aromatic ring group or substituted or unsubstituted heterocyclic aromatic ring group, NHS Ox R'<However, R1 and R5 are each a hydrogen atom or a substituted or unsubstituted alkyl group, R6 is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group> Y is a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group an alkyl group, an alkoxy group, a carboxyl group, a sulfo group, a substituted or unsubstituted carbamoyl group, or a substituted or unsubstituted sulfamoyl group, 2 is a substituted or unsubstituted carbocyclic aromatic 7 & ring atomic group, , a substituted or unsubstituted aryl group, R1 is a hydrogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted carbamoyl group or carboxyl group or an ester group thereof, R
2 and R3 are each a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group, n is an integer of 1 or 2, m is 0.1.2.3 or 0 representing an integer of 4] General formula [■]: 7 [However, in this general formula, R7: substituted or unsubstituted aryl group, R1: hydrogen atom, ), rogen atom, substituted or unsubstituted alkyl group, alkoxy group, amino group, substituted amine group, hydroxyl group, R9: substituted or unsubstituted aryl group, substituted or unsubstituted double-bedded ring group 0] General formula [■]: [However, in this general formula , R10 and R,11: each a hydrogen atom or)1
0 gene atom, R" and R": each represents a substituted or unsubstituted arylene group, Ar': represents a substituted or unsubstituted arylene group. .In addition to the case where so-called layers are formed, it also includes the case where each Kusunoki Jy substance forms a phase in which they are in contact with each other.

According to the present invention, the tetraazo compound represented by the general formula CI) is used as CGM, and the tetraazo compound represented by the general formula [I
I) Using the compounds represented by ~CmJ as CTM,
By skillfully combining these materials, a photosensitive layer of a so-called functionally separated photosensitive material is constructed, in which generation and transport of carriers are performed using separate materials. As a result, it is possible to provide a photoreceptor that has high sensitivity, maintains a stable potential history state even when subjected to a repetitive electrophotographic process, and therefore always forms a good visible image. In addition, in the photoreceptor of the present invention, a large spectral sensitivity can be obtained especially in the long wavelength range of 600 to 700 nm, and therefore, for example, wavy 6328A17) can be obtained.
A helium-neon laser can be used as a light source for latent image formation, and furthermore, the so-called potential tailing is good at low electric fields, and the potential of non-image areas becomes zero or close to zero during development, so it is very effective. Good development can be achieved even with a one-component developer consisting only of toner, which cannot provide a bias.

Hereinafter, the present invention will be explained in more detail with reference to Examples.

First, general formulas [I], [I■], [I
The compound II) is specifically fed.

Specific examples of the tetraazo compound represented by the general formula CI) include those having the following graphical formula, but are not limited thereto.

(I-1) (I-2) H H (I-3) COOH (I-4) (I-5) (I-6) (I7) QCHs (I-8) (I-9). H3 (I-11-(I-15)C)Lm (I-17) (I-18) (I-19) (I-22) (I-24) (I-26) (I-28) ( I-29) (I-30) (I-31) (I-32) (I-33) (I-34) :I-3s) (I-36) (I-37) (I-38) ( I-39) (I-40) N(C1f:)++ (I-41) 1 (I-42) H S:l-44) H OI■ aH-t H (I-46) 0H (I-47 ). □ (I-48) (I-49) (I-52) (I-54) (i-55) (I-58) (I-59) (I-60 (I-63) The above general formula [■ As a specific example of the carnozole derivative represented by C, for example, those having the following 'ill formula may be mentioned, but the invention is not limited thereto.

(n-1) (II-2) (II-3) CH-4) CHs (n-11) (■-12) (n-13) (JL; *11s (n-14) (II-1, 5) (If-17) HsCz　＼C,H.

(II-20) (II-21) HzC' ”CHs (II-22) (II-23) (n-24) (II-25) CRs (n-26) (n-27) (n-29) (II-30) (n-31) (II-32) OCH3 Specific examples of the hydrazone compound represented by the above general formula [■] include those having the following structural formula, but are limited to these. It's not about being done.

-IH-1) (m-4) (III-5) (III-6) (ms) (III-9) (III-10) (itr-J,i) (m-12) (III-13) Next, the present invention will be specifically explained with reference to the drawings.

The photoreceptor of the present invention is constructed as shown in FIG. 1, for example. That is, the carrier generation layer 2 containing the above-mentioned tetraazo compound as a main component is formed on the conductive support 1, and the above-mentioned general formulas [■], [
A carrier transport layer 3 containing as a main component at least one of the compounds of [2]] is laminated, and the carrier generation layer 2 and the gear transport layer 3 constitute a transparent layer 4.

Here, the materials of the conductive support 1 include aluminum, nickel 4, copper, zinc, palladium, silver,
All materials such as, but not limited to, indium, tin, platinum, gold, stainless steel, brass, etc. can be used, for example, as shown in FIG. The conductive support 1 is coated with layer IB at t?
17th generation F1. You can also In this case, the substrate IA may be a flexible material such as paper or a plastic sheet, and also has sufficient strength against stress such as bending and tensile stress. Further, the conductive layer IB is formed by laminating metal sheets or 1. z I: Can be provided by vacuum deposition of metal A/bow or by other methods.

Carrier generation 7N 2 u-, a tetraazo compound alone, a suitable binder resin added thereto, or a substance with high mobility for specific or non-specific polar carriers (i.e. carrier transport substance)
It can be formed by adding .

Specific forming methods include a method in which the tetraazo compound is vacuum-deposited on the support, and a method in which a solution M or a dispersion of the tetraazo compound alone or together with a suitable binder resin is coated in a suitable solvent and dried. can be mentioned.

In this latter method, a Ba-Ingu resin or a carrier transporting substance may be added, and in that case, the ratio of carrier generating substance: binder resin: carrier transporting substance is 1=(θ~Zoo) by weight. : (0
~500), particularly preferably 1: (θ~10) = (0~50).

The solvent or dispersion used in the above method includes, for example, n-butylamine, diethylamine, ethylenediamine, isopropanolamine, monoethanolamine, triethanolamine, triethylenediamine, N,
N-dimethylformamide, acetone, methyl ethyl ketone, cyclohexanone, benzene, toluene, xylene, chloroform, 1,2-dichloroethane, dichloromethane, tetrahydrofuran, dioxane, methanol, ethanol, isopropanol, ethyl rrp,
Butyl acetate, dimethyl sulfoxide, and others can be used.

Further, as the binder resin, for example, polyethylene,
Addition polymer resins and polyaddition resins such as polypropylene, acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, epoxy resin, polyurethane resin, phenol resin, polyester resin, alkyd resin, polycarbonate resin, silicone resin, melamine resin, etc. , polycondensation type resins, and copolymer resins containing two or more of the repeating units of these resins, such as vinyl chloride-vinyl acetate copolymer resins, vinyl chloride-vinyl acetate-maleic anhydride copolymers In addition to insulating resins such as composite resins, polymeric organic semiconductors such as poly-H-vinylcarbazole can be used. The ratio of this binder resin to the tetraazo compound is in the range of 0 to 100% by weight, particularly 0 to 10% by weight. An appropriate CTM may be added to the CGL2 as necessary.

Furthermore, this carrier generation layer may contain one or more electron-accepting substances for the purpose of improving sensitivity, reducing residual potential or fatigue during repeated use, and the like.

Examples of electron-accepting substances that can be used here include succinic anhydride, maleic anhydride, dibromaleic anhydride, phthalic anhydride, tetrachlorophthalic anhydride,
Tetrabromo phthalic anhydride, 3-nitro phthalic anhydride,
4-nitrophthalic anhydride, pyromellitic anhydride, mellitic anhydride, tetracyanoethylene, tetracyanoquinodimethane, o-dinitrobenzene, m-dinitrobenzene, 1.3. s-)! J nitrobenzene, varanitrobenzonitrile, picrylic tetralide, quinone chlorimide, chloranil, flumanil, cyclodicyanobarapenzoquinone, anthraquinone, dinitroanthraquinone, 2,7-cyclohexanone, 2,4.7-)IJ nitrofluorenone, 2.4,5. T-f tranitrofluorenone, 9-fluorenylidene [dicyanomethylenemalonodinitrile], polynitro-9-fluorenyritene [dicyanomethylenemalonodinitrile], picric acid,
0-nitrobenzoic acid, p-nitrobenzoic acid, 3,5-dinitrobenzoic acid, pentafluorobenzoic acid, 5-nitrosalicylic acid, 3,5-dinitrosalicylic acid, phthalic acid,
Examples include mellitic acid and other compounds with high electron affinity. The addition ratio of the electron-accepting substance is carrier-generating substance:electron-accepting substance=100 by weight.
: 0.01-200 preferably 100 : 0.1-1
It is 00.

The thickness of the CGL 2 formed as described above is preferably 0.005 to 20 μm, particularly preferably 0.0 μm.
It is 5-5 μm. If it is less than 0.005 μm, sufficient photosensitivity cannot be obtained, and if it is less than 20 μm'? : If it exceeds, sufficient charge retention cannot be obtained.

In addition, the above-mentioned CTL3 can be used to convert the above-mentioned compound into the above-mentioned CGL.
2 (i.e. alone or with the binder described above)
Dissolved and dispersed with resin, applied and dried)
can be formed. Further, other CTMs may be included.

In the case of B, the blending ratio of the binder resin and the total carrier transport substance is preferably 100 parts by weight of the binder resin and 10 to 500 parts by weight of the total carrier transport substance.
When polycarbonate is used as the binder resin, it is preferable to use 20 to 200 parts by weight of the total carrier transport material in a ratio of 100:1 to 200, since excellent electrophotographic properties can be obtained.

Furthermore, the above-mentioned electron-accepting substance may be added to this carrier transport layer for the purpose of improving sensitivity and further reducing residual potential or fatigue during repeated use. When this electron-accepting substance is added to both the carrier generation layer and the carrier transport layer, the electron-accepting substances added to each layer may be completely the same or partially the same, or in some cases, they may be completely different. It doesn't matter. Note that it may be added to either the electron-accepting substance 1 or the carrier transport layer.

The ratio of the 11 electron-accepting substances added to the carrier transport layer is as follows: Total carrier transport substance: Electron-accepting substance = 100 by weight
: 0.01 to 100 preferably 100 : 0.1 to
It is 50.

The thickness of the single layer transport layer 3 formed in this manner is 2 to 1.00 pm, preferably 5 to 30 .mu.m'''r'.

The present invention has been described above in accordance with the specific structural example shown in FIG. 1 or FIG. If this is sufficient, the mechanical structure of the electrophotographic photoreceptor can be arbitrarily selected.

For example, as shown in FIG. 3, a suitable intermediate layer 5 is provided on a scrap, iJL support 1, a carrier generation layer 2 is formed thereon, and a gear transport layer 3 is formed thereon. Good too. In this middle 345, 71 & light Jil? Functions to prevent free carriers from being injected from the conductive support l to Jm4 when charging i4, and as a bonding layer to integrally adhere the photosensitive layer 4 to the conductive support. It is possible to have the following functions. Materials for the intermediate layer 5 include metal oxides such as aluminum oxide and indium oxide, acrylic resins, methacrylic resins, vinyl chloride resins, vinyl acetate resins, epoxy resins, polyurethane resins, phenolic resins, polyester resins,
Polymer materials such as alkyd resin, polycarbonate (<1 fat, silicone resin, melamine resin, vinyl chloride-vinyl acetate copolymer resin, vinyl chloride-vinyl acetate-maleic anhydride copolymer resin) can be used.

Further, as shown in FIG. 4, a carrier transport layer 3 is formed on the conductive support 1 with or without the intermediate layer 5 interposed therebetween, and a carrier generation layer 2 is formed thereon. The photosensitive layer 4 may also be configured.

Further, FIG. 5 shows a structure obtained by dispersing the above-mentioned carrier-generating substance (tetraazo compound) in a carrier-transporting phase containing the above-mentioned compound (i.e., from a mixed layer of a carrier-generating substance phase and a carrier-transporting substance phase). An example in which a single-layer photosensitive layer is formed is shown below.

Hereinafter, the present invention will be described in more detail with reference to specific examples.

Example 1 A vinyl chloride-vinyl acetate-maleic anhydride copolymer [from S-LEC MF-10J (manufactured by Tanezu Kagaku Kogyo Co., Ltd.) The thickness is approximately 0.
A 1 pm interlayer was provided. Next, the structural formula (1
-52) Tetraazo compound 27 1,2-dichloroethaneioorn! , and dispersed in a ball mill for 12 hours, the resulting dispersion was applied onto the intermediate layer using a doctor blade, and thoroughly dried to a thickness of about 0.3 mm.
A CGL of μm was formed.

On the other hand, compound 11252 shown by structural formula (II-5) and polycarbonate resin [Panlite L-1250J (
(manufactured by Ondai Kasei Co., Ltd.) 151 and 1,2-dichloroethane 10
0.7+7! The resulting solution was applied to the CGL soil using a doctor blade and dried at a temperature of 80°C for 1 hour to form a CTL with a thickness of 12 μm, thereby forming an electrophotographic photosensitive layer according to the present invention. manufactured a body. This is called “Sample 1
”.

Examples 2 to 5 In the formation of CGL, the following structural formulas (I-7), (I-13), (I-17), (I-5) were used as tetraazo compounds.
An electrophotographic photoreceptor of 48i according to the present invention was manufactured in exactly the same manner as in Example 1 except that each of the materials shown in 1) was used. These are called "Sample 2" and "Sample 3" respectively.
, "Sample 4" and "Sample 5".

Examples 6 to 8 In the formation of CTL, the same procedure as in Example 1 was carried out, except that compounds represented by structural formulas (n-9), (II-16), and (II-32) were used as carrier transport substances. An electrophotographic photoreceptor according to the present invention was manufactured.

These will be referred to as "Sample 6," "Sample 7," and "Sample 8."

Example 9 An intermediate layer was provided on a conductive support in the same manner as in Example 1, and tetraazo compound 2F shown as exemplified compound (I-52) and polycarbonate resin [Panlite L125] were prepared.
0 J 1 y was added to 1,2-dichloroethane 100- and dispersed in a ball mill for 12 hours, and the resulting dispersion was applied onto the intermediate layer using a doctor blade and dried thoroughly. A CGL with a thickness of about 085 μm was formed.

A CTL was formed on this CGL in the same manner as the CTL in Example 1, thereby producing an electrophotographic photoreceptor according to the present invention. This will be referred to as "Sample 9."

Examples 10 to 15 The following table shows carrier-generating substances and carrier-transporting substances.
A 6'ML electrophotographic photoreceptor was prepared in exactly the same manner as in Practical IA Example 1 except that the exemplified compound shown in 1 was used. These are respectively referred to as "Sample 10" to "Sample 15".

(The following margins continue on the next page) Table 1 Comparative Example 1 In the formation of CTL in Example 1, general formula (IT), [
A comparative electrophotographic photoreceptor was produced in the same manner as in Example 1, except that a pyrazoline derivative having the following formula 11 was used in place of the compound represented by [2].

This is referred to as "comparative sample 1."

Comparative Example 2 In the formation of CTL of Example 1, general formula [Ir), [
A comparative electrophotographic photoreceptor was produced in the same manner as in Example 1, except that an oxadiazole derivative having the following structural formula was used in place of the compound represented by III). This will be referred to as "comparative sample 2."

Electrophotograph 1 & light body obtained as above, sample 1
The electrophotographic characteristics of Sample 15, Comparative Sample 1, and Comparative Sample 2 were investigated using an "Electrometer Model 5P-428" (manufactured by Kawaguchi Electric Seisakusho).
That is, it is necessary to attenuate the acceptance potential VA (V) when the surface of the photoreceptor is charged with a charging potential of -6 KV for 5 seconds and the potential (initial potential) Vl after 5 seconds of dark decay attenuated by sweat. The exposure amount EV (luX·sec) was investigated. The results are shown in Table 2 below and are consistent.

Table 2 Samples 1 to 15 and Comparative Sample 1 and Comparative Sample 2
Each of the
'' (manufactured by Konishi Roku Photo Industry Co., Ltd.) to perform C continuous copying, and measure the black paper potential vb (v) and white paper potential VW (v) at an exposure plate value of 1.0 using an "electrostatic voltmeter 144D-L". D type" (Monroe Elle/) Ronix Inc.) was measured immediately before development2.The results are as shown in Table 3 below.The black paper potential here refers to the reflective seam. 13 represents the surface potential of the photoreceptor when the above-mentioned copying cycle is performed using the black paper No. 13 as the original document, and the white paper potential represents the surface potential of the F & photoreceptor when the white paper (2) is used as the original phase.

(The following is a margin, continued on the next page) (However, in the table, △vb(v) and △■w(v) indicate the amount of variation in the black paper potential vb(v) and white paper potential Vw(V), respectively. (+ in the variation amount indicates an increase, and - indicates a decrease.) As is clear from the results in Table 3, the electrophotographic photoreceptor of the present invention maintains a constant potential even when subjected to repeated electrophotographic processes. The history state is maintained stably, and a large number of visible images of good quality can be stably formed.

[Brief explanation of the drawing]

The drawings show embodiments of the present invention, and FIGS. 1, 2, 3, 4, and 5 are sectional views of five examples of electrophotographic photoreceptors. In addition, in the symbols shown in the drawings, 1...--...--- Substrate 2...... Carrier generation layer (C
GL) 3...Carrier transport layer (CTL) 4...Photosensitive layer. 1st mouth 2nd day 30th day 4th day, S day

Claims (1)

[Scope of Claims] 1. A photoreceptor having a photosensitive layer consisting of a carrier generation phase and a carrier transport phase, wherein the carrier generation phase contains a tetraazo compound represented by the following general formula [I], and the carrier transport phase A photoreceptor, characterized in that it has at least one compound represented by the following general formulas [■] and [■]. General formula [I]: A-N=N-Ar1-N=N-Ar" -N=N-Ar
"-N=N-A [However, in this general formula, Ar1, Ar" and Ar" are each a substituted or unsubstituted carbocyclic aromatic ring group or a substituted or unsubstituted heterocyclic aromatic ring group , NH8Ox R'<where R4 and R6 are each a hydrogen atom or a substituted or unsubstituted alkyl group, R6 is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group> Y is a hydrogen atom, a halogen atom, Substituted or unsubstituted alkyl group, alkoxy group, carboxyl group, sulfo group, substituted or unsubstituted carbamoyl group, or substituted or unsubstituted sulfamoyl group, 2 is substituted or unsubstituted carbocyclic aromatic ring or heterocycle Atom group necessary to constitute an aromatic ring of the formula A' is a substituted or unsubstituted aryl group, R1 is a hydrogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, The carbamoyl group or carboxyl group in τ or the ester group R2 and Rs in t are each a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group, and n is a substituted or unsubstituted aryl group. or an integer of 2, m represents an integer of 0.1.2.3 or 4)] General formula [■]: 7 [However, in this general formula, R7: substituted or unsubstituted aryl group, R8 : Hydrogen atom, halogen atom, traded or unsubstituted alkyl group, alkoxy group, amino group, substituted amine group, hydroxyl group, R9: Represents a substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group. ] General formula [nD: [However, in this general formula, Hle and R11: each a hydrogen atom or ) rogen atom, R'' and R'3: each a substituted or unsubstituted aryl group, Ar': a substituted or Represents an unsubstituted arylene group. ]