JPS5946653A - Electrophotographic receptor - Google Patents

Abstract

PURPOSE:To maintain the adhesive strength and durability of the protective layer and to prevent the formation of an uneven image, by interposing an organometallic compound selected from a group consisting of alkoxide type, aryloxide type, acylate type, chelate type and mixed type compounds of transition metals and Al between the protective layer and the charge transferring layer or the charge generating layer. CONSTITUTION:The transition metals are Ti, Zr, etc. An alkoxide type organometallic compound contains the metal in the bond form of metallic alcoholate, an aryloxide type one contains the metal in the bond form of metallic phenolate, and an acylate type one contains the metal in the bond form of carboxylate. A chelate type organometallic compound contains the metal in the chelate ring formed by a chelating agent at the maximum coordination number of the metal. A mixed type organometallic compound contains the metal in at least 2 kinds of said bond forms, and for example, it is synthesized by reacting an alkoxide type organometallic compound of monohydric alcohol as a starting substance with polyhydric alcohol or a chelating agent by transesterification.

Description

[Detailed description of the invention]

The present invention utilizes a conductive layer, which generates a charge (mM phase), in a conventional manner.
29 Photosensitive substance with photosensitive phase number and 1. Use 1;1;
In Kokata Mari charges, it is seretsu and zinc hesylide. Inorganic conductive materials such as titanium oxide and cadmium sulfide have been mainly used. However, many of these are generally highly toxic, and there are problems in how to dispose of them. On the other hand, photosensitive materials that use photoconductive compounds are generally less toxic and less toxic than those that use photoconductive substances, and are more transparent, durable, lightweight, and have a smooth surface. Recently, it has been widely studied due to its advantages in terms of
is made of. Among them, composite photoreceptors with the functions of charge generation and transport (4) and separation (1) have conventionally been used with photoconductive compounds (1) and (1). It has been possible to significantly improve the sensitivity, which was a major drawback of
It's starting to fade. These composite photoreceptors were fabricated using the Carlson method, such as 71 and F7. When it is used, an electrostatic latent image is formed on the surface of the light body by 2 cm. Next, a band with the opposite sign is developed using a developer commonly called toner.
By transferring and fixing the l-2 image 1 (7.2) to another substrate 9, such as paper, it is possible to obtain a 7.2 image. /YaFl
There is no need to worry about removing (cleaning) it using a /- or similar tool. By repeating the photoreceptor, transfer, and cleaning steps in this way, the surface of the photoreceptor is worn out. As a result, the transferred image becomes unclear, and in some cases, the life of the photoreceptor is significantly shortened due to peeling of the charge transport layer and charge generation layer. strong durability is required.It has been proposed to provide a β layer.
) materials include polyethylene, poly-n-butyl methacrylate/-te, polyamide, polyj-sulfur. Polyurethane, polycarbonate, polyvinyl. Polmar, polyvinyl acetal, polyvinyl butyral, ethyl cellulose, cellulose acetate, Silicone resin/l Any air-drying and thermosetting (・!1 fat, further Q",
UV curing resins such as A riboacrylate and meligo methacrylate are also used. Among these, silicone resins and polycarbonates (↓ are known to be effective in improving the ml durability of photoreceptors,
Poor adhesion to the photoreceptor and it will not hold during use! There is a problem that the 1ff1 layer peels off. When the protective layer peels off from the photoreceptor, the peeled off area appears as image unevenness. The durability of the photoreceptor as a whole is seriously damaged. The present invention solves these problems))
It has a protective layer with excellent adhesion, and the protective layer does not peel off during use, allowing it to maintain high durability and prevent the occurrence of carcasses. In other words, the present invention is a two-layered structure that provides a charge generating layer containing a charge-generating material, charge retention, and transport. In an electrophotographic photoreceptor having a charge transport layer and a protective layer, a transition metal and an alkoxide type of aluminum, -Uno, aryl, etc. The compound selected from the group consisting of oxide type, acylate type, gyrate type, and combination type thereof also relates to an electrophotographic photoreceptor in which at least one type of organometallic compound is present.The following The materials used in the electrophotographic photoreceptor according to the present invention will be described in detail below.A) Organic pigments that generate charges contained in the charge generation layer include azoxybenzene-based, disazo-based, trisazo-based, Benzimidazole type, polycyclic quinone type, indigoid type, ginacridone type, perylene type, methine type, α type, β type, γ type, δ type and ε type,
Pigments that are known to generate charges, such as focal bending type having various crystal structures such as X-type, and metal type phthalocyanine, can be used. These pigments are described in, for example, JP-A-47-37453, JP-A-47-37544, and JP-A-47-1.
No. 8543, JP-A-47-18544, I
P! j Kaimei No. 43942, Japanese Patent Publication No. 48-70
No. 538, JP-A-49-1231, JP-A-4
Publication No. 9-105536 + IJf4f Kaisho 50-752
1.4 inch, 1% Kaimei No. 50-92738, Japanese Patent Kokai No. 53-471028, 1% Kaisho 54-1773
It is disclosed in Publication No. 2, etc. In addition to these, any organic pigment that generates charge carriers upon irradiation with light can be used. The charge-transporting substances that are the main components of the charge-transporting layer are polymer compounds such as -N-vinylcarbazole, halogenated carbazole-N-vinylcarbazole, polyvinylpyrene, and polyvinylindoquinoxole. phosphorus+'
Fry-1y vinylbenzene thiophene, boribi-luanthracene. Polyvinyl acridine, polyvinyl pyrazoline, etc. are low-molecular compounds such as Shimafluorene. Flumerenone, λ7-sinitro9-fluorenone, 2
, 4.71 linitro-9-fluorenone, 41(-indeno(1,2,6)thiophen-4-one, 3.7-sinitrodibenzothio7y-7-5-:iroxide, 1-bromopyrene. 2-phenylpyrene, carbazole, 3-phenylcarbazole, 2-phenylindole, 2-phenylnaphthalene, oxadiazole, triazole, 1-phenyl-3-(4-diethylaminostyryl)-5-(4
-diethylaminophenyl)pyrazoline, 2-phenyl-4-(4-diethylaminophenyl)-5-phenyloxtole, triphenylamine, imidazole, chrysene, tetraphen, acridene, and derivatives thereof. The material generation layer and miscellaneous transport layer contain a binder, 'riJ plastic, which is commonly used in electrophotographic photoreceptors. Additives such as tackifiers and pinhole inhibitors can be used as binders. Silicone resins, polyamides, polyurethanes. Polynysdel, epoxy resins, polycarbonate. Polycarbonate, polystyrene, polymethacrylic acid. Examples include methyl, polyacrylamide, etc., but especially as binders used in the charge transport layer, silicone resins, styrene resins, etc. are suitable!JT/)1. Crosslinking thermosetting and photocuring) 01 resins can also be used. No. 17 is not particularly limited as long as it is an insulating resin that has a film-forming ability in a normal state, and a resin that can be cured by heat and/or light to form a film. Plasticizers (71 include... rogenated paraffin, dimethylnaphthalene, dibutyl phthalate, etc.) Fluidity-enhancing agents include Modaflow (Tonzanto Chemical Co., Ltd.'J
J) + Acronal 4F (manufactured by Bass 7), etc., and benzoin as a hinhole inhibitor. Examples include dimethyl narentalate and the like. These may be appropriately selected and used, and the amount thereof may be determined appropriately. 'ilj? i; I in generation layer, binder t''2. In contrast to the organic pigments mentioned above, when using a polymer compound, use a binder. Although it is not necessary to use a binder, 300% of the binder is added to the polymer compound.
It may be used for vehicle volume Z or less. When a low-molecular compound is used as the charge-transporting substance, it is preferable to use a binder in an amount of 30 to 300 times the amount of the low-molecular compound. In this case, if the amount of the binder is too small, it is likely to be difficult to form a charge transport layer. The plasticizer and other additives are preferably used in an amount of 5 M% or less based on the charge transporting substance. In the present invention, a conductive layer is laminated with a conductive treated paper or plastic film, or a smoked foil such as aluminum laminate.7/The plastic film 1. (In the dead plate Natori conductor, 1). The electronic method of the present invention (the photoreceptor has electrophotographic properties in which a charge generation layer is formed on the conductive layer 101 and a charge transport layer is formed thereon) - preferably, the charge generation layer and the charge transport layer are The thickness of the i'IL charge-generating layer is preferably 0.01 to 1°7.
1 m, particularly preferably 02 to 5 μm. If it is less than 0.011 tln, it will be difficult to uniformly form the charge generation layer, +107. If you exceed zm, electronic photo 4M
'There is a tendency for sex to decline. ? The thickness of the charge transport layer is preferably 5 to 50 pm. Particularly preferred) The thickness is 8 to 20 μn1. , 5/IIn uncured, the initial potential decreases, and if it exceeds 50 μm, the sensitivity tends to decrease. To form the charge generation layer, components of the charge generation layer may be vapor-deposited, such as acetone, methylegol, detrahydrofuran, dioxane, toluene, quinolene, chloroform, etc. This can be done by uniformly dissolving or dispersing in a solvent such as maylene chloride, methanol, or isop-17 banol, and then coating and drying the conductive layer. This can be carried out by dissolving the components of the transport layer in the above-mentioned solvent, applying the solution to -F of the charge generation layer, and drying it.As the material used for the protective layer in the present invention, 1. polyethylene, which is commonly proposed. Air-drying and thermosetting polyester resins such as poly-11-butermecrylate, polyamide, polynisdel, polyurethane, polycarbonate, polyvinyl polymer, polyvinyl acecool, polyvinyl butyral, ethyl cellulose, cellulose acetate, silicone resin, and more. There is no restriction as long as it is a material that is repeatedly coated on the surface of the electrophotographic photoreceptor and has the effect of improving durability, such as ultraviolet curing resins such as orifacrylate and oligomethacrylate.Silicone resins are particularly suitable for wear resistance. Preferably.Additives such as plasticizers, fluidity improvers, and Vinpol inhibitors that can be used in V and the charge generation layer and charge transport layer can also be used in the protective layer.These can be selected as appropriate. 5 in the protective layer, and the loss may be determined as appropriate to the extent that the durability and other properties are not deteriorated.
It is preferable to use it in serious punishment section or below. Next, the present invention includes a ψ layer and a charge transport layer (in the case of a photoreceptor in which a conductive layer, a charge generation layer, and a charge transport layer are laminated in this order) or a charge generation RA (conductive layer; a charge transport layer, a charge generation layer). In the case of a photoconductor laminated in the order of Σ), an alkoxide type or aryloxide type of a transition metal and aluminum is present between the layers for the purpose of improving the adhesion of the protective layer. At least one organometallic compound selected from the group of compounds consisting of acylate type, Kill-1 type, and mixed type will be described in detail. The transition metals mentioned here are titanium, zirconyl, l3. Typical examples include Banajiu j. Alco = I/F type organic gold A (“1 compound means that the metal is gold E
Aryloxide type organometallic compounds are organometallic compounds that are contained in an alcoholate bonding mode, and aryl oxide type organometallic compounds are organometallic compounds that are contained in an alcoholate bonding mode. when. , J, an organometallic compound containing an acylate-type organometallic compound A1 and kJ, ipW group in a carboxylate bonding mode, a chelate-type organometallic compound kJj compound and &j, -, G: a group Organic metals (compounds) in which the maximum number of metal coordinations and rings are formed using a clearing agent. , gold stone is the above gold!1g alcoholate, metal nol-root, gold F1 carbon r2J
Refers to an organometallic compound containing at least two bonding modes of λA and -i group chelates. Also, this organogold JA compound contains polyhydric alcohol between the metal atoms in one molecule of the organometallic compound. It also includes polymers containing two or more atoms of the same type and/or different types bonded by polyvalent carboxylic acid and polychelating agents. 1. Synthesis method of Q compound and +'
Explanation of fees - Jru. (1) Rukoxide type, aryloxide type, acylate type, chelate type, and mixed types thereof A simple and preferable method for synthesizing the alkoxide-type organometallic compound of the polyhydric alcohol, phenol, carboxylic acid, [hydroxycarboxylic acid, chelating agent, etc.] is simple and suitable. 9. For example, freshly cut pieces of violet genus are mixed with mercuric chloride of 0.1 to 2. 0
Heavy 3:N: Add q6 and bring to the boil at ambient temperature ff1) for 4 to 6 hours. Once the metal flakes have disappeared, the excess monohydric alcohol is distilled off, and the residue can be recrystallized every once in a vacuum. This IE 1. - As the alcohol, methyl alcohol, alcohol, isopropyl alkyl alcohol, etc. can be used. Typical examples of a/L coyacid type organometallic compounds of alcohols include tetraisopropyl tetanate, tetrabutyl titanate, tetraisoprobyl zirconate, tetocy n-ocdyl zirconate, triisoprobyl orthovanadate, Triisobutyl aluminate. Examples include tri-isomer-1-fubil aluminate. Using this alkoxide type metal compound of polyhydric alcohol as a starting material, the alkoxide type of polyhydric alcohol,
Examples of methods for total synthesis of arylmegicito-type and monoacylate-type organic compounds include, for example, predetermined amounts of polyhydric algonols, phenols, carvone rj! and m xylic acids toluene, xylene, alcoholic organometallic compounds of m alcohols,
7 nat t1) solution (30~70 QJ1%M11
'( ) Add just under 1 gram of garlic, heat and stir. After relaxing for 2 hours and 7 days, I created m Aloo 1-
The liquid is distilled out of the system together with the solvent. The residue may be distilled under reduced pressure or distilled from SiJ. +1-hexane,
It can be obtained by injecting it into a poor solvent such as "petroleum"--chill and precipitating it. At this time, the obtained substance is not a completely pure product but a mixture of several compounds with different structures, and it is preferable to further refine the substance by repeating distillation under reduced pressure or precipitation in a poor solvent. However, in this mixture state [
Even if it is used for a long time, a composition containing it can fully exhibit the effects of the present invention, and this mixture can be used as component 7i:U)l.
This does not depart from the invention. Polyvalent Alni used here! -As a rule. Nibu-rengelicol, phlopirengelicol. Kyohenthyl glycol, bentanediol. Hexanediol, octabucanediol, diethylene glycol, triethylene glycol. Trimethy[1-ruj-kun, l-rimenalolbroban, glycerin, pencholythritol, tris(2
-hydroxyethyl) isosyphnurate, etc. Phenol Itrt is phenol, catej.-
Al, resorcinol, hydroquinone, hyrogallol, oki/seven-nido-r fuginone, etc. oxyacids such as ``C'', glycolic acid, lactic acid, α-oxy'/fa+ acids, β-oxyacids such as hydroacrylic acid, malic acid, oxydicarboxylic acids such as tartronic acid, Aliphatic oxyacids including monooxytricarboxylic acids such as citric acid, dioxymonocarboxylic acids such as glyceric acid, and u-, m-, p-oxybenzoic acids. 2,3-, 3.4-, 3.5-dioxybenzoic acid,
Maltelic acid) 1:I There are aromatic oxyacids such as paic acid and gallic acid. as carboxylic acid, benzoic acid, 2,3-dimethoxybenzoic acid, T) to toluic acid, fj. Noxyacetic acid, noenylprobionic acid, phenyl acetic acid ffi, alpha naphthyl acetic acid, beta naphthyl acetic acid, acetic acid. Malalic acid, succinic acid, adipine-decacic acid. Examples include phthalic acid, isophthalic acid, terephthalic acid, tetrahydrophthalic acid, hegizahydrophthalic acid, trimellitic acid, and bi-I7mellitic acid. Next, chelate type and alkoxy in the molecule. A method for synthesizing a mixed organometallic compound having at least two or more bonding structures with a metal, among which acylate and acetic acid structures σ) and 1 to θ. For example, a predetermined amount of a chelating agent and at least two of polyhydric alcohols, phenols, carboxylic acids, and oxyacids.
Add m-alcohol al=z-gicide-type organometallic compounds such as ketoluene, gysilene, methyl ethyl ketone, etc. dropwise to a solution containing 30 to 70 m of alcohol, and heat and stir for 2 hours. . The m alcohols produced by the reaction are distilled out of the system together with the solvent. It can be obtained by distilling the residue under reduced pressure or by injecting it into a poor solvent such as 11-hexane or petroleum ether to precipitate it. The substance obtained at t- is a completely pure product Ll:
It is a mixture of several different compounds, and is preferably purified by repeated distillation under reduced pressure. 17 However, even when used in the form of this mixture, the composition containing zotl fully exhibits the effects of the present invention 1-1 It is a deviation from the present invention to use this mixture as component (D). That's a lot. The chelating agent used here (7) and the metal atom (5)
A compound having an atom with a free electron pair such as oxygen or nitrogen at a position forming a six-membered ring or a six-membered ring; Digariketo acids and their esters, β-diketones. Examples include ogishiginoline, amino alcohol, and ship base. Also, nclopentadiene”? Chelating agents can also include compounds that form π-complexes with metal atoms, such as chelating agents and derivatives thereof. Also, ethylene bis(acetoacetate), diethylene glycol bis(acetoacetate)), 2,4-diacetyl l/zorcin, 1,1. It is also possible to use pyrolytic agents having two or more gyrate-forming structures in the molecule, such as '7,2'-detrabenzoylethane. The organometallic compound thus obtained can be used alone or ('J
, two or more types are present between the protective layer and the transport layer or the charge generation layer.
When a charge generation layer and a charge transport layer are sequentially laminated on the 11th surface of the conductive layer, the 11th surface of the charge transport layer is 9 cm (on the contrary, the -) of the conductive layer.
- On the surface of the charge generation layer when a charge transport layer and a charge generation layer are sequentially laminated. (1) When the organometallic compound in the present invention is in liquid form, a method of coating the organometallic compound in the trenches (2) A method for applying the organometallic compound in the present invention in acetone. Ethyl ketone, ethyl-L-thyl, tetrahydrofuran, dioxane, dichloromethane, 50% tetracharcoal;

[Fubiru alcohol,
Was it diluted with an organic bath agent such as II-butanol? 7] Perform surface treatment using a method such as applying a liquid and drying to form a primary protective layer. an organometallic compound embedded between the H-retaining negative layer and the charge transport layer or charge generation layer)
is 1.0 per unit area. So, 10”m9/Cm2
~1021fJ9/(, p2 is good size, especially JQ
'Mg/Cm2 to 3.7179/Cm2 is preferred. ]
Q: If it is less than my/an2, the adhesion will be less effective. If it exceeds io2/cm2, the sensitivity will decrease and the residual potential will increase. In the present invention, when the organometallic compound is present between the protective layer and the charge transport layer or between the protective layer and the charge generation layer, in addition to the organometallic compound mentioned above, a plasticizer, a fluidity imparting agent, a plasticizer, a plasticizer, a plasticizer, etc. It can be used in combination with additives. however. It is safe to say that the amount of these additives to be used is 10% or less based on the above-mentioned organometallic compound. If it exceeds 12% by weight, the effect of improving adhesion will decrease. In 1 to 1, the protective layer is formed using acetone, methyl edyl ketone, and tetrahydrofuran. The surface of the photoreceptor was treated with the organometallic compound of the present invention 1 to 1 after being mixed with a solvent such as geogysan, toluene, xylene, chloroformo, carbon tetrachloride, megoolene chloride, or methanol for 7 hours. This can be done by applying the resin to the surface and curing it with heat and/or ultraviolet rays. I1
L-); The p value of the protected layer is preferably o, oi~5
11 "n, especially f + shukuke", 0, 05-l 7un
It is. If 0.011 nm is uncured, there will be no effect on layers 1 and 17, and the durability will be poor, and if it exceeds 5 μm, the sensitivity will be poor and the residual potential will increase. In the electrophotographic photoreceptor according to the present invention,
A thin adhesive layer or barrier layer may be used. The electrophotographic photoreceptor Q of the present invention has a protective layer with excellent adhesion, maintains a high degree of durability during use, and has the advantage of preventing image unevenness due to peeling of the protective layer. . Comparative examples and examples are shown below. The materials used in the following examples are listed below. The numbers in parentheses indicate abbreviations. (1) 117. Organic pigment 0-nocyanine type that generates loading: F, 1slogcn river pc FGFCFO
F) [Dog Nippon Ink Chemistry 1 (1'0 trade name) (2) Denshu) Substance 02-(p~di,)-thylamino)tuunyl-4-(p
-dimedylamino) phenyl-5 (〇-ri V Kono I hot phenyl-1,3-oni V Zazo-l <OX7.) (3) Binder 0-cone varnish: ■gu I (, 255 [Shin-Etsu Chemical In one house (i7++ product name) 0 Polyester: Byron 200 [Toyobo (Fate product name)] (4) Boshin layer material 0 Polycarbonate: Panlite L-1,250 [Teijin Kasei (Pl) product name] ・Silicone resin : Kl) 80 A, +3 [Shin-Etsu Chemical Co., Ltd. ((1) Trade name]) (5) Organometallic compound according to the present invention 0 ebul acetoacetate anno j miniuno, diisopropyl l Note:
ALCIl [Monthly 1st Lab) - f-In Chemical (Japanese) Product Name] ・Synthesis thermometer for organometallic compound (I), 9 drops of cooling tube for reflux - Aluminum isopropylate in a four L1 flask equipped with a troat and a stirrer 20y-1l Ruen 409- is prepared in Nishiki room <&,
1 mol ML. Do not stir the contents.Acetoacetic acid, Gople 267
Slowly drip 1-. After dropping for 1 hour, add pentaerythritol 7f, n-propyl alcohol/l/
-r-/l/207%) 7 was added into the flask and further heated to reflux the produced isopropyl alcohol. After keeping warm for 2 hours, a distillation device was attached in place of the reflux condenser to raise the temperature of the reaction system (because the isopropyl alcohol produced by the reaction
, (distilled off with n-furobyl alcohol and hydrene (
~Ta. The residue in the flask was poured into a petroleum needle 200y to precipitate an organometallic compound. After filtering the mixture, it was dried at 100°C under reduced pressure for 8 hours at 50°C, 50°C, and 50°C. In this way, the compound A(t) is designated as an organometallic compound (1). This compound is white in color with a melting point rJ, 1
I got angry when the temperature was over 90℃. Synthesis of O organic (1>occupied compound (■))
, l: Put 68 fluff of Tetra 7"F lunatanate and 70 g of xylene into a fourth flask with a diameter of 11 mm, and completely dissolve the contents at room temperature.
As acetylacetone 407 was slowly added dropwise, the temperature of the reaction system rose to 50-60°C due to an exothermic reaction. After stirring for 30 minutes after dropping, 27 g of Trimedylolf II bread and 30 g of n-proyl alcohol were added to the flask and heated to 1,00°C. After keeping warm for 2 hours, a distillation device was attached instead of the reflux condenser and the reaction system was heated while the +1 produced by the reaction was added.
- Phthanol is distilled off together with n-zo-11yl alcohol and xylene. The residue in the flask was poured into 300 g of petroleum.
] Two people, A' metal compound is totally precipitated, λ. This is 1
After 5 filtration/after drying under reduced pressure for 8 hours at 1,5 (+ +nmI (g)), J'(L) > 1 and the compound is an organometallic compound (old). -σ) Compound tJ,'!, (colored, +*I: points are 105~
The temperature was 112°C. Comparative example ISF 13 1.5 Y, IgR-2553,0
7 (solid content 5 Fiii'Qt:%) + , 7'
Blend Chill f(-Luketo 795.9'i) and mill this mixture in a ball mill (1-(Honkagaku porcelain''11:3 size
- mill) for 8 hours. The entire applicator of the resulting pigment dispersion is applied to an aluminum plate (conductor).
- and dried at 90''C for 15 minutes to form a charge generation layer of 1111.
Methyl nibs and luctone 769- were blended and completely dissolved. This solution was applied to the above charge generation layer using an agricoator and dried at 7.90°C for 20 minutes to a thickness of 15 lt.
m's? Forming FL rice transport layer 1. Thus, a '+1j-7 A photoreceptor was obtained. Comparative Example 2 As shown in Comparative Example 1, a mixture of tetrahydrofuran and inopropanol in a weight ratio of 3:1 was applied to the surface of the photoconductor using 5 coats of polycarbonate. Apply the dissolved solution using an applicator and dry at 90°C for 20 minutes to a thickness of 0.51. Comparative Example 3 A mixture of tetrahydrofuran and inopropanol in a weight ratio of 1:3 was applied to the surface of the photoreceptor shown in Comparative Example 1. For example, apply a solution of 5 times 1 □ 1,000% silicone resin dissolved in a solvent using an applicator, dry at 100°C for 60 minutes, and obtain a thickness of 7.
An electrophotographic photoreceptor is obtained by forming a bonding layer of 17zl11. Examples 1 to 6 The organic total compound shown in Table 1 was dissolved in a 1:3 mixed solvent of tetrahydrone, inopropanol, and the solid content was 0.5 to 0.5.
A 5% by weight solution was obtained. These solutions were applied to the surface of the photoreceptor shown in Comparative Example 1 using an applicator, and
It was dried at ℃ for 20 minutes. The coating amount of the tangent metal compound is shown in Table 1 - No. In this way, a pupil retention layer of polycarbonate) and silicone resin was prepared using the same method as that shown in Comparative Examples 2 and 3. An electrophotographic photoreceptor was obtained by forming the following. First, the electrophotographic properties of the electrophotographic photoreceptors of Comparative Examples 1 to 3 and Examples 1 to 6 were measured using an electrostatic recording paper tester (Kawaguchi Denki Store 5P-
Table 1 shows the results measured using 428). Initial potential Vat in the table shows the charging potential when a negative 5Kv corona is discharged, and l17f decreases V, the potential decay when the same is discharged for 10 seconds in the dark (K −
Startup x100. V blindness 0; after 10 seconds, the potential of
It shows the last month's value when the potential was halved by irradiating it with white light. Residual potential □ indicates the surface potential after 15 seconds of exposure to white light. Table 1 shows that, compared to Comparative Example 1, by providing a protective layer on the surface of the electrophotographic photoreceptor obtained in Comparative Examples 2 and 3 (1), the residual potential V slightly increases. However, in Comparative Examples 2-3 and Comparative Examples 1-G, the organic gold 11 polymerization was 717
．． Electrophotograph 1F due to the presence between the cargo transport layer and the capture layer! "Decrease in i-sexuality Q" is not observed. Next, the abrasion resistance and adhesion of the electrophotographic photoreceptors obtained in Comparative Examples 1 to 3 and Practical 1Nli Examples 1 to 6 were evaluated. The results are shown in Table 2. From Table 2, Comparative Example 2 with 15 H-retaining layers compared to Comparative Example 1
-3It has good abrasion and 4/) has extremely poor adhesion. On the other hand, the electrophotographic photoreceptors according to the present invention, which are not shown in Examples 1 to 6, had significantly improved adhesion while maintaining high abrasion resistance. The electrophotographic photoreceptors prepared in Comparative Examples 1 to 3 and Examples 1 to 6 were applied to a Carlson method electrophotographic device to produce images, and the copying durability was evaluated in Table 3. Table 2 Abrasion resistance and adhesion of photoreceptor t) JIS using urethane sponge for N wear qi
K 6902 was also measured. 2) A peel test was conducted using Sellotape. (T: 11 separation x, completely peeled off) Table 3 Subject Durability 3 to Comparative Example 1 As shown in Comparative Example 1, the image quality of the photoreceptor deteriorates after approximately 5,000 sheets due to surface abrasion. In contrast, in Comparative Examples 2 and 3, the image quality deteriorated due to wear due to the effect of the protective layer.
Although it is not possible to see up to 10,000 copies, if more copies are made continuously, the retained R4 gradually begins to peel off from the surface of the photoreceptor, resulting in unevenness of the image. - The electrophotographic photoreceptor that improved the adhesion of the protective layer invented by Rikiki and maintained the peeling of the layer even after exceeding 50,000 sheets.
There is no ψ2 change on the surface of the photoreceptor such as t, and there is no low F in image quality. The electrophotographic photoreceptor according to the present invention has excellent durability and always provides a stable 1-7 image f7:4jt.

Claims (1)

[Claims] 1. A conductive layer, a charge generation layer containing an organic Ni material that generates charges. Between the nφ layer and the charge transport layer or the protective layer and the charge generation layer, transition gold! An electrophotographic photoreceptor comprising at least one organometallic compound selected from the group consisting of alkoxide type, aryl oxide type, acylate type, chelate type, and mixed types of aluminum and aluminum. 2. Alkoxide type of transition metals and aluminum. A small amount of an organometallic compound selected from the group of arylmexide type, acylate type, chelate type, and mixed types of these compounds is added to 10" m9/cm2~l.
3. The electrophotographic photoreceptor according to claim 1, wherein the i-film layer is present between the charge transport layer or the protective layer and the charge generation layer. 3. The protective layer contains 7 silicone resin. 1 or 2 of claim 9 and 1, which has C as the main component? if. Kogata true photoreceptor.