JP2637499B2 - Electrophotographic photoreceptor - Google Patents

Electrophotographic photoreceptor

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Publication number
JP2637499B2
JP2637499B2 JP22339188A JP22339188A JP2637499B2 JP 2637499 B2 JP2637499 B2 JP 2637499B2 JP 22339188 A JP22339188 A JP 22339188A JP 22339188 A JP22339188 A JP 22339188A JP 2637499 B2 JP2637499 B2 JP 2637499B2
Authority
JP
Japan
Prior art keywords
layer
parts
photoreceptor
charge
electrophotographic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
JP22339188A
Other languages
Japanese (ja)
Other versions
JPH0272367A (en
Inventor
晋 永原
昇 樫村
文男 角野
勝 中川
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Canon Inc
Original Assignee
Canon Inc
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Filing date
Publication date
Application filed by Canon Inc filed Critical Canon Inc
Priority to JP22339188A priority Critical patent/JP2637499B2/en
Publication of JPH0272367A publication Critical patent/JPH0272367A/en
Application granted granted Critical
Publication of JP2637499B2 publication Critical patent/JP2637499B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/05Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
    • G03G5/0503Inert supplements
    • G03G5/051Organic non-macromolecular compounds
    • G03G5/0521Organic non-macromolecular compounds comprising one or more heterocyclic groups

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  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は電子写真感光体に関し、更に詳しくは、繰り
返し使用によっても画質劣化することのない耐久性に優
れた感光層を有する電子写真感光体に関する。
Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photoreceptor, and more particularly, to an electrophotographic photoreceptor having a photosensitive layer excellent in durability without deterioration in image quality even when repeatedly used. About.

〔従来の技術〕[Conventional technology]

近年、有機化合物を光導電体として用いた電子写真感
光体が数多く開発されている。その中で実用化されてい
るものは、ほとんどが光導電体を電荷発生材料と電荷輸
送材料とに機能分離した形態をとっている。このような
有機光導電体を用いた電子写真感光体は、材料設計に柔
軟性があるので感度、光応答性などの電子写真特性のさ
らなる向上が期待され、また成膜が容易で生産性が高い
ことが特徴とされている。
In recent years, many electrophotographic photoreceptors using an organic compound as a photoconductor have been developed. Among them, most of those practically used take a form in which a photoconductor is functionally separated into a charge generating material and a charge transporting material. Electrophotographic photoreceptors using such organic photoconductors are expected to further improve electrophotographic properties such as sensitivity and photoresponsiveness due to flexibility in material design, and to facilitate film formation and increase productivity. It is characterized by being high.

ところで、電子写真感光体は電子写真装置中で各種の
画像形成プロセスを繰り返しうけるが、その間、感光体
は安定した特性を示すことが要求される。しかしなが
ら、上記のような有機光導電体を用いた電子写真感光体
は、繰り返し使用において、帯電能の低下に伴う画像濃
度ムラ、表面抵抗の低下に伴う画像のにじみ等の画質劣
化が起きやすいという欠点を有している。
By the way, an electrophotographic photosensitive member is repeatedly subjected to various image forming processes in an electrophotographic apparatus, and during that time, the photosensitive member is required to exhibit stable characteristics. However, the electrophotographic photoreceptor using the organic photoconductor as described above is liable to cause image quality deterioration such as image density unevenness due to a decrease in charging ability and image bleeding due to a decrease in surface resistance in repeated use. Has disadvantages.

これらの劣化の原因としては、一つにはコロナ放電の
影響が考えられる。即ち、感光体が複写機中で使用され
る場合には、絶えずコロナ放電雰囲気にさらされてお
り、繰り返しコピーを行うに従ってコロナ放電により生
成するオゾン、NOx、HNO3等の活性種により有機光導電
体が劣化を受けると考えられる。特に、有機光導電体を
用いた電子写真感光体は負帯電で使用することが多い
が、負のコロナ帯電の場合には正帯電よりもオゾン発生
量が多く、このことも、正帯電を用いる他の感光体に比
べて劣化を受けやすい要因の一つとされている。
One of the causes of such deterioration is considered to be the influence of corona discharge. That is, when the photosensitive member is used in the copying machine, constantly are exposed to a corona discharge atmosphere, the organic light ozone generated by corona discharge, NO x, the active species, such as HNO 3 according Repeated copying It is believed that the conductor is subject to degradation. In particular, electrophotographic photoreceptors using organic photoconductors are often used with negative charging, but in the case of negative corona charging, the amount of ozone generated is larger than positive charging, which also uses positive charging. This is one of the factors that are more susceptible to deterioration than other photoconductors.

従来、上記のような電子写真感光体の劣化を防止する
方法として各種の酸化防止剤を添加することが提案され
ている(特開昭57−122444号公報、特開昭58−120260号
公報、特開昭61−156131号公報、特開昭62−105151号公
報など)。
Conventionally, as a method for preventing the deterioration of the electrophotographic photosensitive member as described above, it has been proposed to add various antioxidants (JP-A-57-122444, JP-A-58-120260, JP-A-61-156131, JP-A-62-105151, etc.).

〔発明が解決しようとする課題〕[Problems to be solved by the invention]

本発明の目的は、電子写真感光体の感光層に特定の塩
基性化合物を添加することにより前記したような欠点の
ない、即ち劣化を防止し且つ電子写真特性に弊害の生じ
ない電子写真感光体を提供することである。
SUMMARY OF THE INVENTION An object of the present invention is to provide an electrophotographic photoreceptor which does not have the above-mentioned disadvantages by adding a specific basic compound to a photosensitive layer of the electrophotographic photoreceptor, that is, prevents deterioration and causes no adverse effect on electrophotographic characteristics. It is to provide.

〔課題を解決するための手段〕[Means for solving the problem]

本発明者等は、このような感光体劣化の要因を探求
し、改良方法の検討を重ねた結果、有機光導電体を含有
する感光層中に特定の塩基性化合物を添加することによ
り十分な劣化防止効果がありしかも他の電子写真特性に
弊害の生じない感光体が得られることを見いだして本発
明を完成した。
The present inventors have searched for such factors of photoreceptor deterioration, and as a result of repeatedly studying improvement methods, sufficient addition of a specific basic compound to a photosensitive layer containing an organic photoconductor is sufficient. The present invention has been completed by finding that a photoreceptor having an effect of preventing deterioration and having no adverse effect on other electrophotographic characteristics can be obtained.

即ち、本発明は導電性基体及び有機光導電体を含む感
光層を有する電子写真感光体において、該感光層が一般
(式中、Xは−S−、−S−S−、−(CH2−、又
は−(CH=CH)−であり、この場合にnは0〜10の整
数であり、R1及びR2は水素原子、1〜10個の炭素原子を
有するアルキル基又は2〜10個の炭素原子を有するアル
ケニル基である) で表される化合物を、添加される層の全重量基準で0.05
〜10%含有することを特徴とする。
That is, the present invention relates to an electrophotographic photosensitive member having a photosensitive layer containing a conductive substrate and an organic photoconductor, wherein the photosensitive layer has a general formula (Wherein, X is -S -, - S-S - , - (CH 2) n -, or - (CH = CH) n - and is, n in this case is an integer of 0, R 1 and R 2 are a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms) based on the total weight of the added layer. 0.05
-10%.

本発明の電子写真感光体において、有機光導電体を含
有する感光層は、機能分離された電荷発生材料と電荷輸
送材料とが混合されている単層型感光体、又は電荷発生
材料を含む電荷発生層と電荷輸送材料を含む電荷輸送層
とを積層した積層型感光体などの形態をとることができ
る。
In the electrophotographic photoreceptor of the present invention, the photosensitive layer containing the organic photoconductor is a single-layer type photoreceptor in which a charge-separated charge-generating material and a charge-transporting material are mixed, or a charge containing the charge-generating material. It can take the form of a laminated photoreceptor in which a generating layer and a charge transport layer containing a charge transport material are laminated.

電荷発生材料としてはピリリウム系染料、チアピリリ
ウム系染料、フタロシアニン系顔料、アントアントロン
顔料、ペリレン顔料、ジベンズピレンキノン顔料、ピラ
ントロン顔料、アゾ顔料、インジゴ顔料、キナクリドン
系顔料などの有機色素類を用いることができる。
Use of organic dyes such as pyrylium dyes, thiapyrylium dyes, phthalocyanine pigments, anthantrone pigments, perylene pigments, dibenzpyrene quinone pigments, pyranthrone pigments, azo pigments, indigo pigments, and quinacridone pigments as charge generation materials Can be.

電荷輸送材料としてはピラゾリン系、ヒドラゾン系、
スチルベン系、トリフェニルアミン系、ベンジジン系、
オキサゾール系、インドール系、カルバゾール系の化合
物などを用いることができる。
As charge transport materials, pyrazoline-based, hydrazone-based,
Stilbene, triphenylamine, benzidine,
Oxazole-based, indole-based, carbazole-based compounds and the like can be used.

単層型感光体の場合には、上記の電荷発生材料及び電
荷輸送材料を適当な結着樹脂と共に溶剤中に分散、溶解
させ、それを導電性基体上に塗布して感光層を形成す
る。
In the case of a single-layer type photoreceptor, the above-described charge generating material and charge transporting material are dispersed and dissolved in a solvent together with a suitable binder resin, and the resultant is coated on a conductive substrate to form a photosensitive layer.

一方、積層型感光体の場合には、導電性基体上に
(i)電荷発生層、電荷輸送層の順に積層するか、又は
(ii)電荷輸送層、電荷発生層の順に積層する。(i)
の場合の電荷発生層の形成法としては上記の電荷発生材
料を適当な結着樹脂と共に溶剤中に分散、溶解させ、そ
れを導電性基体上に塗布する方法がある。電荷輸送層は
上記の電荷輸送材料を適当な結着樹脂と共に溶剤中に分
散、溶解させ、それを電荷発生層上に塗布して積層す
る。(i)の場合には本発明で用いる添加剤は電荷輸送
層中に含有させることが好適である。
On the other hand, in the case of a laminated photoreceptor, (i) a charge generation layer and a charge transport layer are laminated in this order on a conductive substrate, or (ii) a charge transport layer and a charge generation layer are laminated in this order. (I)
In such a case, as a method for forming the charge generation layer, there is a method in which the above-described charge generation material is dispersed and dissolved in a solvent together with a suitable binder resin, and the resultant is applied onto a conductive substrate. The charge transporting layer is formed by dispersing and dissolving the above-described charge transporting material together with a suitable binder resin in a solvent, and coating and laminating it on the charge generating layer. In the case of (i), the additive used in the present invention is preferably contained in the charge transport layer.

一方、上記(ii)の場合には、どちらの層も上記
(i)の場合と同様に形成することができる。しかしこ
の場合には電荷発生層中にも電荷輸送材料を含有させる
ことが好ましい。(ii)の場合には本発明で用いる添加
剤は電荷発生層に、又は電荷発生層及び電荷輸送層の両
方に含有させることが好適である。
On the other hand, in the case of the above (ii), both layers can be formed similarly to the case of the above (i). However, in this case, it is preferable to include a charge transport material also in the charge generation layer. In the case of (ii), the additive used in the present invention is preferably contained in the charge generation layer, or in both the charge generation layer and the charge transport layer.

本発明で用いる添加剤は前記した一般式によって示さ
れるように、ピラジン環を2個有する塩基性化合物であ
る。ピラジンは強い塩基性を示し、コロナ放電によって
生成するHNO3、HNO2などの酸性劣化物質を捕捉して感光
層の劣化を防止することができる。その添加量は添加さ
れる感光層(電荷発生層、電荷輸送層又はその両方)の
全重量基準で0.05〜10%、好ましくは0.1〜5%であ
る。添加量が0.05%未満の場合には所望の劣化防止効果
が達成されず、また10%を越える場合には感度低下、残
留電位上昇といった弊害が生ずる。
The additive used in the present invention is a basic compound having two pyrazine rings as shown by the above-mentioned general formula. Pyrazine exhibits strong basicity, and can capture acidic deteriorating substances such as HNO 3 and HNO 2 generated by corona discharge and prevent deterioration of the photosensitive layer. The addition amount is 0.05 to 10%, preferably 0.1 to 5%, based on the total weight of the photosensitive layer (the charge generation layer, the charge transport layer or both) added. If the amount is less than 0.05%, the desired effect of preventing deterioration is not achieved, and if it exceeds 10%, adverse effects such as a decrease in sensitivity and an increase in residual potential occur.

本発明においては感光層は更に、摩耗性減少のための
潤滑剤、表面改質剤、可撓性向上のための可塑剤などの
既知の添加剤を含有することができる。
In the present invention, the photosensitive layer may further contain known additives such as a lubricant for reducing abrasion, a surface modifier, and a plasticizer for improving flexibility.

本発明において導電性基体としては電子写真感光体に
一般に用いられている公知のもの、例えば円筒状又はベ
ルト状のアルミニウム、鉄、銅、又は金属蒸着したプラ
スチックフイルムなどを用いることができる。
In the present invention, as the conductive substrate, a known substrate generally used for an electrophotographic photoreceptor, for example, a cylindrical or belt-like aluminum, iron, copper, or metal-deposited plastic film can be used.

また、本発明においては導電性基体と感光層との間に
必要に応じて接着層、バリヤー層、平滑層などの中間層
を設けることができる。
In the present invention, an intermediate layer such as an adhesive layer, a barrier layer, and a smooth layer can be provided between the conductive substrate and the photosensitive layer, if necessary.

〔実施例〕〔Example〕

次に、本発明を実施例により具体的に説明するが、本
発明はこれらによって限定されるものではない。以下の
記載において、部はすべて重量部である。
Next, the present invention will be specifically described with reference to examples, but the present invention is not limited to these examples. In the following description, all parts are parts by weight.

実施例1 導電性基体として径80mm、長さ360mmのアルミニウム
シリンダーを用い、これにポリアミド樹脂(商品名:ア
ラミンCM−8000、東レ製)の5%メタノール溶液を浸漬
法により塗布して、0.5μ厚の下引層を設けた。
Example 1 An aluminum cylinder having a diameter of 80 mm and a length of 360 mm was used as a conductive substrate, and a 5% methanol solution of a polyamide resin (trade name: Alamin CM-8000, manufactured by Toray) was applied to the cylinder by an immersion method. A thick undercoat layer was provided.

次に、構造式 で表されるトリスアゾ顔料10部、ポリビニルブチラール
樹脂(商品名:エスレックBL−S、積水化学製)6部、
及びシクロヘキサノン50部をガラスビースを用いたサン
ドミル装置で分散させた。この分散液にメチルエチルケ
トン100部を加えて上記の下引層上に塗布し、0.2μの電
荷発生層を形成した。
Next, the structural formula 10 parts of a trisazo pigment represented by, 6 parts of a polyvinyl butyral resin (trade name: Eslec BL-S, manufactured by Sekisui Chemical)
And 50 parts of cyclohexanone were dispersed by a sand mill using a glass bead. To this dispersion, 100 parts of methyl ethyl ketone was added and applied onto the undercoat layer to form a 0.2 μm charge generation layer.

次に、構造式 で表されるスチルベン化合物10部及びポリカーボネート
樹脂(商品名:パンライトL−1250、帝人化成製)10部
をジクロロメタン50部及びモノクロロベンゼン10部に溶
解して、電荷輸送層用塗布液を調製した。これにビピラ
ジル(DPz−1)をそれぞれ0.02部、0.3部、0.6部及び
1.8部添加し、それらを上記電荷発生層上に塗布して18
μ厚の電荷輸送層を形成した。このようにして作成した
感光体をそれぞれ感光体1、2、3及び4とする。更
に、比較サンプルとしてDPz−1を加えない感光体5及
び添加量を3部とした感光体6を作成した。
Next, the structural formula Is dissolved in 50 parts of dichloromethane and 10 parts of monochlorobenzene to prepare a coating solution for a charge transport layer. 10 parts of a stilbene compound represented by the following formula and 10 parts of a polycarbonate resin (trade name: Panlite L-1250, manufactured by Teijin Chemicals Ltd.) are prepared. . To this, 0.02 parts, 0.3 parts, 0.6 parts of bipyrazil (DPz-1) and
1.8 parts were added, and they were coated on the
A μ-thick charge transport layer was formed. The photoconductors thus formed are referred to as photoconductors 1, 2, 3, and 4, respectively. Further, as comparative samples, a photoreceptor 5 to which DPz-1 was not added and a photoreceptor 6 to which the addition amount was 3 parts were prepared.

これらの感光体を電子写真複写機に装置し、それらの
特性を以下のようにして評価した。まず、感光体の暗部
電位(VD)、明部電位(VL)をそれぞれ−600V、−150V
となるように、潜像の条件を設定した。その時の像露光
量を求めて初期感度とした。次に5000枚の連続コピーを
行った後の電位を測定してVDの低下率及びVLの上昇分を
求めた、その後感光体を複写機内に放置し、10時間後の
表面電位を測定した。この際に、放置の間、コロナ帯電
器直下に位置していた感光体の部分をマーキングしてお
き、他の部分との差(ΔVD)を求めた。その結果を第1
表に示す。
These photoconductors were installed in an electrophotographic copying machine, and their characteristics were evaluated as follows. First, the dark part potential (V D ) and the light part potential (V L ) of the photoconductor are set to −600 V and −150 V, respectively.
The condition of the latent image was set so that The image exposure amount at that time was obtained and used as the initial sensitivity. The potential after then performing 5000 sheets of continuous copying was determined increase in the reduction rate and V L measured by V D, then the photoreceptor was left in the copying machine, the surface potential measured after 10 hours did. At this time, the portion of the photoreceptor positioned immediately below the corona charger during the standing was marked, and the difference (ΔV D ) from the other portions was determined. The result is
It is shown in the table.

尚、表に示した添加量はDPz−1を添加した感光層、
即ちこの場合には電荷輸送層の重量に対する比率(重量
%)である。
Incidentally, the addition amount shown in the table is the photosensitive layer to which DPz-1 is added,
That is, in this case, it is a ratio (% by weight) to the weight of the charge transport layer.

第1表から明らかなように、添加剤を含有しない感光
体については、繰り返して電子写真プロセスを受けるこ
とにより、暗部電位の著しい低下が見られた。また、添
加量が多過ぎる場合は明部電位が著しく上昇するという
弊害が生じている。一方、添加剤の含有量が適切な感光
体については、帯電能低下が少く、実用上の弊害は見ら
れない。
As is clear from Table 1, with respect to the photoreceptor containing no additive, a remarkable decrease in the dark area potential was observed by repeatedly performing the electrophotographic process. Further, when the amount of addition is too large, there is an adverse effect that the light portion potential is significantly increased. On the other hand, with respect to the photoreceptor having an appropriate additive content, there is little decrease in charging ability, and no practical adverse effect is observed.

実施例2 電荷発生材料として構造式 のジスアゾ顔料10部、ポリビニルブチラール樹脂(商品
名エスレックBX−1、積水化学製)6部及びシクロヘキ
サノン50部をガラスビーズを用いたサンドミル装置で分
散した。この分散液にテトラヒドロフラン100部を加え
て、実施例1と同一の基体及び下引き層の上に塗布して
0.2μ厚の電荷発生層を形成した。
Example 2 Structural formula as charge generation material Was dispersed in a sand mill using glass beads using 10 parts of a disazo pigment, 6 parts of a polyvinyl butyral resin (trade name: SREC BX-1, manufactured by Sekisui Chemical) and 50 parts of cyclohexanone. 100 parts of tetrahydrofuran was added to this dispersion, and the dispersion was applied on the same substrate and undercoat layer as in Example 1.
A 0.2 μm thick charge generation layer was formed.

次に電荷輸送材料として構造式 のベンズカルバゾール化合物8部、スチレン−アクリル
共重合樹脂(商品名エスチレンMS−200、新日本製鉄化
学製)10部、及びジピラジルメタン(DPz−2)0.36部
をジクロロメタン15部及びモノクロロベンゼン45部に溶
解した溶液を上記電荷発生層上に塗布して18μ厚の電荷
輸送層を形成した。これを感光体7とする。
Next, as a charge transport material, the structural formula 8 parts of a benzcarbazole compound, 10 parts of a styrene-acrylic copolymer resin (trade name: Estyrene MS-200, manufactured by Nippon Steel Corp.), and 0.36 part of dipyrazylmethane (DPz-2) are dissolved in 15 parts of dichloromethane and 45 parts of monochlorobenzene. The solution thus obtained was applied on the charge generation layer to form a charge transport layer having a thickness of 18 μm. This is referred to as a photoreceptor 7.

一方、比較のためにDPz−2を加えないサンプルを作
成し、これを感光体8とする。
On the other hand, a sample to which DPz-2 was not added was prepared for comparison, and this was designated as photoconductor 8.

これらの感光体について実施例1と同様に特性の評価
を行った。また初期のVD,VLをそれぞれ−650V,−150Vに
するときの光量も測定した。これらの結果を第2表に示
す。
The characteristics of these photosensitive members were evaluated in the same manner as in Example 1. In addition, the amount of light when the initial V D and V L were set to −650 V and −150 V, respectively, was also measured. Table 2 shows the results.

実施例3 実施例1と同様に基体上に下引き層を塗布した。 Example 3 An undercoat layer was applied on a substrate in the same manner as in Example 1.

次に構造式 のスチルベン化合物15部及びポリカーボネート樹脂(商
品名パンライトL−1250、帝人化成製)10部をジクロロ
メタン50部及びモノクロロベンゼン10部に溶解した溶液
を下引き層上に塗布して15μ厚の電荷輸送層を形成し
た。
Next, the structural formula A solution prepared by dissolving 15 parts of a stilbene compound and 10 parts of a polycarbonate resin (trade name: Panlite L-1250, manufactured by Teijin Chemicals) in 50 parts of dichloromethane and 10 parts of monochlorobenzene is applied on the undercoat layer, and a charge transport of 15 μ thickness is performed. A layer was formed.

次に構造式 のジスアゾ顔料4部、前記スチルベン化合物7部、前記
ポリカーボネート樹脂10部多び0.63部のDPz−1をジク
ロロメタン150部、モノクロロベンゼン50部中に分散溶
解した塗料を、前記電荷輸送層上にスプレー塗布して5
μ厚の電荷発生層を形成した。これを感光体9とする。
Next, the structural formula 4 parts of disazo pigment, 7 parts of the stilbene compound, 10 parts of the polycarbonate resin and 0.63 part of DPz-1 were dispersed and dissolved in 150 parts of dichloromethane and 50 parts of monochlorobenzene, and spray-coated on the charge transport layer. Then 5
A μ-thick charge generation layer was formed. This is designated as photoreceptor 9.

一方、DPz−1を添加しない感光体10を作成した。 On the other hand, a photoreceptor 10 to which DPz-1 was not added was prepared.

これらの感光体を正帯電にてVD=+650V,VL=+150V
となるように設定し、以下は従来と同様な評価を行っ
た。その結果を第3表に示す。
When these photosensitive members are positively charged, V D = + 650 V, V L = + 150 V
, And the following evaluation was performed in the same manner as in the prior art. Table 3 shows the results.

実施例4 実施例1と同様に基体上に下引き層を塗布した。 Example 4 An undercoat layer was applied on a substrate in the same manner as in Example 1.

次に構造式 のジスアゾ顔料1部、実施例2で用いたベンズカルバゾ
ール化合物10部、ポリカーボネート樹脂(商品名パンラ
イトL−1250、帝人化成製)10部及び1,2−ジピラジル
エタン(DPz−3)0.3部をシクロロメタン60部及びモノ
クロロベンゼン20部に分散、溶解した塗料を上記下引き
層上に塗布して16μ厚の感光層を作成した。これを感光
体11とする。一方比較のためDPz−3を添加しない感光
層を形成しこれを感光体12とする。
Next, the structural formula 1 part of the disazo pigment, 10 parts of the benzocarbazole compound used in Example 2, 10 parts of a polycarbonate resin (trade name Panlite L-1250, manufactured by Teijin Chemicals) and 0.3 part of 1,2-dipyrazylethane (DPz-3) A coating material dispersed and dissolved in 60 parts of dichloromethane and 20 parts of monochlorobenzene was applied on the undercoat layer to form a 16 μm-thick photosensitive layer. This is designated as photoconductor 11. On the other hand, for comparison, a photosensitive layer to which DPz-3 was not added was formed, and this was designated as photosensitive member 12.

これらの感光体について実施例3と同様な評価を行っ
た結果を第4表に示す。
Table 4 shows the results of the same evaluation as in Example 3 performed on these photoconductors.

実施例5 電荷発生材料として構造式 のジスアゾ顔料を用い、また、添加剤として第5表に示
す化合物を用いた以外は、実施例1と同様にして感光体
を作成した。また比較例として、添加剤を加えない感光
体を形成しこれを感光体13とする。
Example 5 Structural formula as charge generation material A photoreceptor was prepared in the same manner as in Example 1, except that the disazo pigment of Example 1 was used, and the compounds shown in Table 5 were used as additives. Further, as a comparative example, a photoreceptor to which no additive was added was formed, and this was designated as photoreceptor 13.

これらの感光体について同様の評価を行った結果を第
6表に示す。
Table 6 shows the results of similar evaluations of these photoconductors.

実施例6 実施例1及び2で作成した感光体2,5及び7について
前述した特性評価における5000枚コピーの後、さらに45
000枚のコピーを行った。その結果、酸化防止剤を添加
した感光体2,7については50000枚耐久後も初期と比較し
て画質の低下がなく安定してコントラストが高く、ムラ
のない画像が得られた。一方、酸化防止剤を添加してい
ない比較サンプルの感光体5は、15000枚耐久前後から
画像濃度の低下が顕著になった。またコピー終了後の休
止放置時に発生する電位低下により、非常にムラの多い
画像となった。
Example 6 For the photoconductors 2, 5, and 7 prepared in Examples 1 and 2, after 5,000 copies in the above-described characteristic evaluation, an additional 45
Made 000 copies. As a result, with respect to the photoconductors 2 and 7 to which the antioxidant was added, even after the endurance of 50,000 sheets, there was no decrease in image quality compared to the initial stage, and a stable high contrast and an image without unevenness were obtained. On the other hand, in the photoreceptor 5 of the comparative sample to which the antioxidant was not added, the decrease in image density became remarkable after about 15,000 sheets of durability. In addition, an image having extremely unevenness was obtained due to a potential drop generated when the copying machine was left idle after copying was completed.

以上の実施例で用いた添加剤(DPz−1〜10)の構造
を第7表にまとめて示す。
Table 7 shows the structures of the additives (DPz-1 to 10) used in the above Examples.

〔発明の効果〕 このように本発明の電子写真感光体はコロナ放電環境
下における電位の安定性が極めて高く、常に安定した高
品質の画像を形成することができる。また本電子写真感
光体は通常の複写機の他、レーザービームプリンター、
LEDプリンター、LCDプリンター、CRTプリンターなど、
電子写真を応用したプリンターの感光体としても用いる
ことができる。
[Effects of the Invention] As described above, the electrophotographic photoreceptor of the present invention has extremely high potential stability in a corona discharge environment, and can always form a stable and high-quality image. The electrophotographic photoreceptor can be used in ordinary copiers, laser beam printers,
LED printer, LCD printer, CRT printer, etc.
It can also be used as a photoconductor of a printer to which electrophotography is applied.

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】導電性基体及び有機光導電体を含む感光層
を有する電子写真感光体において、該感光層が一般式 (式中、Xは−S−、−S−S−、−(CH2−、又
は−(CH=CH)−であり、この場合にnは0〜10の整
数であり、R1及びR2は水素原子、1〜10個の炭素原子を
有するアルキル基又は2〜10個の炭素原子を有するアル
ケニル基である)で表される化合物を、添加される層の
全重量基準で0.05〜10%含有することを特徴とする電子
写真感光体。
1. An electrophotographic photosensitive member having a photosensitive layer containing a conductive substrate and an organic photoconductor, wherein the photosensitive layer has a general formula (Wherein, X is -S -, - S-S - , - (CH 2) n -, or - (CH = CH) n - and is, n in this case is an integer of 0, R 1 and R 2 are a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms) based on the total weight of the added layer An electrophotographic photosensitive member containing 0.05 to 10%.
JP22339188A 1988-09-08 1988-09-08 Electrophotographic photoreceptor Expired - Fee Related JP2637499B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP22339188A JP2637499B2 (en) 1988-09-08 1988-09-08 Electrophotographic photoreceptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP22339188A JP2637499B2 (en) 1988-09-08 1988-09-08 Electrophotographic photoreceptor

Publications (2)

Publication Number Publication Date
JPH0272367A JPH0272367A (en) 1990-03-12
JP2637499B2 true JP2637499B2 (en) 1997-08-06

Family

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Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JP2637499B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5393628A (en) * 1992-06-25 1995-02-28 Canon Kabushiki Kaisha Electrophotographic photosensitive member, and electrophotographic apparatus employing the same

Also Published As

Publication number Publication date
JPH0272367A (en) 1990-03-12

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