JPH08184980A - Electrophotographic photoreceptor, process cartridge having the photoreceptor and electrophotographic device - Google Patents

Electrophotographic photoreceptor, process cartridge having the photoreceptor and electrophotographic device

Info

Publication number
JPH08184980A
JPH08184980A JP6337577A JP33757794A JPH08184980A JP H08184980 A JPH08184980 A JP H08184980A JP 6337577 A JP6337577 A JP 6337577A JP 33757794 A JP33757794 A JP 33757794A JP H08184980 A JPH08184980 A JP H08184980A
Authority
JP
Japan
Prior art keywords
structural formula
compound
photosensitive member
electrophotographic
electrophotographic photosensitive
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.)
Granted
Application number
JP6337577A
Other languages
Japanese (ja)
Other versions
JP3126889B2 (en
Inventor
Michiyo Sekiya
道代 関谷
Kazunari Nakamura
一成 中村
Akio Maruyama
晶夫 丸山
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
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Canon Inc filed Critical Canon Inc
Priority to JP06337577A priority Critical patent/JP3126889B2/en
Publication of JPH08184980A publication Critical patent/JPH08184980A/en
Application granted granted Critical
Publication of JP3126889B2 publication Critical patent/JP3126889B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Landscapes

  • Photoreceptors In Electrophotography (AREA)
  • Electrophotography Configuration And Component (AREA)

Abstract

PURPOSE: To provide an electrophotographic photoreceptor excellent in slidability, having durability to wear and scratch of the surface due to chafing, without the surface resistance being lowered due to a corona product generated in a repeated electrophotographic process and maintaining a high-grade picture quality even under high-humidity conditions. CONSTITUTION: A photosensitive layer and a protective layer are formed on a conductive substrate in this order to constitute an electrophotographic photoreceptor. The fine particle of a conductive metal oxide is dispersed in a resin formed by polymerizing a photosetting acryl monomer and oligomer in the protective layer, and the layer contains a compd. having a constitutional formula shown by formula I, etc., as a photopolymerization initiator and a compd. having a constitutional formula shown by formula II, etc., as a photopolymerization initiator assistant.

Description

【発明の詳細な説明】Detailed Description of the Invention

【産業上の利用分野】本発明は電子写真感光体、特に保
護層を持つ電子写真感光体に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photoreceptor, particularly an electrophotographic photoreceptor having a protective layer.

【0002】[0002]

【従来の技術】電子写真感光体には運用される電子写真
プロセスに応じた所要の感度、電気特性及び光学特性を
備えていることが要求されるが、更に、繰り返し使用さ
れる感光体にあっては、感光体の表面層、即ち支持体よ
り最も離隔する層には、コロナ帯電、トナ−現像、紙へ
の転写及びクリ−ニング処理等の電気的及び機械的外力
が直接に加えられるために、それらに対する耐久性が要
求されれる。具体的には、摺擦による表面の摩耗やキズ
の発生、またコロナ帯電時に発生するオゾンによる表面
の劣化等に対する耐久性が要求されている。一方、トナ
−の現像及びクリ−ニングの繰り返しによる表面層への
トナ−付着という問題もあり、これに対しては表面層の
クリ−ニング性を向上させることが求められている。
2. Description of the Related Art An electrophotographic photosensitive member is required to have required sensitivity, electrical characteristics and optical characteristics according to an electrophotographic process to be used. As for the surface layer of the photoconductor, that is, the layer most distant from the support, external electric and mechanical forces such as corona charging, toner development, transfer to paper and cleaning treatment are directly applied. In addition, durability against them is required. Specifically, it is required to have durability against abrasion and scratches on the surface due to rubbing, and deterioration of the surface due to ozone generated during corona charging. On the other hand, there is a problem that toner is adhered to the surface layer due to repeated toner development and cleaning, and to this end, improvement of the cleaning property of the surface layer is required.

【0003】上記のような表面層に要求される特性を満
たすために、樹脂を主成分とする表面保護層を設ける試
みがなされている。例えば特開昭57−30843号公
報に提案されているように、導電性粉末として金属酸化
物を添加して抵抗を制御した保護層が提案されている。
In order to satisfy the properties required for the surface layer as described above, attempts have been made to provide a surface protective layer containing a resin as a main component. For example, as proposed in JP-A-57-30843, there is proposed a protective layer in which a metal oxide is added as a conductive powder to control the resistance.

【0004】電子写真感光体用の保護層に金属酸化物を
分散するのは、保護層自体の電気抵抗を制御し、電子写
真プロセスの繰り返しにおける感光体内での残留電位の
増加を防止するのがその主な目的であり、他方、電子写
真感光体用の保護層の適切な抵抗値は1010〜1015
hm・cmであることが示されている。しかしながら前
記の範囲の抵抗値においては、保護層の電気抵抗はイオ
ン電導によって影響を受けやすく、そのために環境の変
化によって電気抵抗が大きく変化する傾向にある。
Dispersing a metal oxide in a protective layer for an electrophotographic photoreceptor controls the electric resistance of the protective layer itself and prevents an increase in residual potential in the photoreceptor during repeated electrophotographic processes. Its main purpose is, on the other hand, a suitable resistance value of the protective layer for an electrophotographic photoreceptor is 10 10 to 10 15 o.
It has been shown to be hm · cm. However, in the resistance value within the above range, the electric resistance of the protective layer is easily affected by ion conduction, and therefore the electric resistance tends to largely change due to changes in the environment.

【0005】更に、特に高湿下において、繰り返し帯電
により発生するオゾン、NOX 等のコロナ生成物等が表
面に付着することにより感光体の表面抵抗の低下を引き
起こし、画像流れが発生する等の問題が生じている。ま
た、高寿命化にむけて結着樹脂そのものの離型性、摺擦
による摩耗や傷に対する耐久性も十分でなく、未だ保護
層として満足できる電子写真特性を示すものが得られて
いないのが現状であった。
Furthermore, especially in high humidity, ozone generated by the repeated charging, causing a decrease in the surface resistance of the photoreceptor by corona products such as NO X adheres to the surface, the image flow, such as occurs There is a problem. Further, for the purpose of extending the service life, the releasability of the binder resin itself, the durability against abrasion and scratches due to rubbing are not sufficient, and a protective layer having satisfactory electrophotographic properties has not yet been obtained. It was the current situation.

【0006】[0006]

【発明が解決しようとする課題】本発明の目的は、滑り
性に優れ、摺擦による表面の摩耗や傷の発生等に対して
耐久性を有する電子写真感光体を提供すること、更に別
の目的は、繰り返し電子写真プロセスにおいて発生する
コロナ生成物付着による表面抵抗の低下がなく、高湿下
においても高品位の画質を保つことのできる電子写真感
光体を提供することである。
SUMMARY OF THE INVENTION It is an object of the present invention to provide an electrophotographic photosensitive member which is excellent in slipperiness and has durability against abrasion and scratches on the surface due to rubbing. It is an object of the present invention to provide an electrophotographic photosensitive member which can maintain high-quality image quality even under high humidity without causing reduction in surface resistance due to adhesion of corona products which are repeatedly generated in the electrophotographic process.

【0007】[0007]

【課題を解決するための手段】本発明は導電性支持体上
に感光層及び保護層(必要に応じ、感光層と保護層の間
に中間層、)をこの順に有する電子写真感光体におい
て、該保護層が光硬化型アクリルモノマ−及びオリゴマ
−が重合することによって形成される樹脂に導電性金属
酸化物微粒子が分散され、かつ、光重合開始剤として少
なくとも、構造式(1)の化合物もしくは構造式(2)
の化合物を含有し、かつ、光重合開始助剤として少なく
とも、構造式(3)の化合物もしくは構造式(4)の化
合物を含有することを特徴とする電子写真感光体から構
成される。 構造式(1)
The present invention provides an electrophotographic photoreceptor having a photosensitive layer and a protective layer (if necessary, an intermediate layer between the photosensitive layer and the protective layer) in this order on a conductive support, Conductive metal oxide fine particles are dispersed in a resin in which the protective layer is formed by polymerizing a photocurable acrylic monomer and an oligomer, and at least a compound represented by the structural formula (1) as a photopolymerization initiator or Structural formula (2)
And a compound of the structural formula (3) or a compound of the structural formula (4) as a photopolymerization initiation auxiliary agent. Structural formula (1)

【化5】 構造式(2)Embedded image Structural formula (2)

【化6】 構造式(3)[Chemical 6] Structural formula (3)

【化7】 構造式(4)[Chemical 7] Structural formula (4)

【化8】 Embedded image

【0008】本発明の電子写真感光体は導電性支持体上
に感光層と保護層(必要に応じ、感光層と保護層の間に
中間層)を有する電子写真用感光体である。
The electrophotographic photosensitive member of the present invention is an electrophotographic photosensitive member having a photosensitive layer and a protective layer (if necessary, an intermediate layer between the photosensitive layer and the protective layer) on a conductive support.

【0009】保護層について説明すると、前述のように
導電性金属酸化物微粒子を結着樹脂中に分散し光硬化さ
せた膜を電子写真感光体の保護層に用いる場合の問題点
は、膜の硬化性と電気抵抗の環境安定性である。本発明
者等は数々の検討の結果、上記の問題点を解決する手段
として結着樹脂を効率よく均一に光硬化させるために、
吸光係数が高い光重合開始剤として前記構造式(1)及
び(2)の化合物を、長波長に吸収域がある光重合開始
助剤として前記構造式(3)及び(4)の化合物を含有
させることが非常に有効であることを発見した。
Explaining the protective layer, the problem in using a film obtained by dispersing conductive metal oxide fine particles in a binder resin and photocuring the film as a protective layer of an electrophotographic photoreceptor as described above is a problem. Curability and environmental resistance of electrical resistance. As a result of various studies, the inventors of the present invention, in order to efficiently and uniformly photo-cure the binder resin as a means for solving the above problems,
The compound of the above structural formulas (1) and (2) is contained as a photopolymerization initiator having a high extinction coefficient, and the compound of the above structural formulas (3) and (4) is contained as a photopolymerization initiation aid having an absorption region at a long wavelength. It has been found that it is very effective.

【0010】構造式(1)もしくは(2)の化合物であ
る重合開始剤の割合は、保護層全重量に対して0.1〜
30wt%、好ましくは0.5〜20wt%である。ま
た、構造式(3)もしくは(4)の化合物である重合開
始助剤の割合は、保護層全重量に対して0.1〜30w
t%、好ましくは0.5〜20wt%である。構造式
(1)もしくは(2)の化合物に対する構造式(3)も
しくは(4)の化合物の割合は、20〜300%、好ま
しくは50〜200%である。
The proportion of the polymerization initiator which is the compound of structural formula (1) or (2) is 0.1 to the total weight of the protective layer.
It is 30 wt%, preferably 0.5 to 20 wt%. Moreover, the ratio of the polymerization initiation assistant which is the compound of structural formula (3) or (4) is 0.1 to 30 w relative to the total weight of the protective layer.
t%, preferably 0.5 to 20 wt%. The ratio of the compound of structural formula (3) or (4) to the compound of structural formula (1) or (2) is 20 to 300%, preferably 50 to 200%.

【0011】光重合開始剤として、構造式(1)、構造
式(2)の化合物を他の開始剤と混合して使用してもよ
く、使用可能な開始剤としてはベンゾフェノン、ミヒラ
−ケトン、チオキサントン、ベンゾイソブチルエ−テ
ル、アシロキムエステル、ジベンゾスロベン等が挙げら
れる。光重合開始助剤として、構造式(3)、構造式
(4)の化合物を他の重合開始助剤と混合して使用して
もよい。
As the photopolymerization initiator, the compounds of the structural formulas (1) and (2) may be mixed with other initiators, and usable initiators are benzophenone, Michler-ketone, Examples thereof include thioxanthone, benzoisobutyl ether, acylokim ester, dibenzothroben and the like. As the photopolymerization initiation assistant, the compounds of structural formulas (3) and (4) may be mixed with other polymerization initiation assistants and used.

【0012】本発明において用いる保護層用の結着樹脂
として光硬化型アクリルモノマ−及びオリゴマ−を単体
で用いてもよく、また、更に光硬化型アクリルモノマ−
及びオリゴマ−と共重合を起こす硬化性モノマ−及びオ
リゴマ−を混合することも可能である。
As the binder resin for the protective layer used in the present invention, a photocurable acrylic monomer or an oligomer may be used alone, and a photocurable acrylic monomer may be further used.
It is also possible to mix curable monomers and oligomers which undergo copolymerization with the oligomers.

【0013】本発明において用いる金属酸化物として
は、酸化亜鉛、酸化チタン、酸化スズ、酸化アンチモ
ン、酸化インジウム、酸化ビスマス、スズをド−プした
酸化インジウム、アンチモンをド−プした酸化スズ、酸
化ジルコニウム等の超微粒子を用いることができる。こ
れ等金属酸化物を1種類もしくは2種類以上混合して用
いる。2種類以上混合した場合には固溶体または融着の
形をとってもよい。このような金属酸化物超微粒子の平
均粒径は0.3μm以下、好ましくは0.1μm以下で
ある。
Examples of the metal oxide used in the present invention include zinc oxide, titanium oxide, tin oxide, antimony oxide, indium oxide, bismuth oxide, indium oxide doped with tin, tin oxide doped with antimony, and oxide. Ultrafine particles such as zirconium can be used. These metal oxides are used alone or in combination of two or more. When two or more kinds are mixed, they may be in the form of solid solution or fusion. The average particle size of such ultrafine metal oxide particles is 0.3 μm or less, preferably 0.1 μm or less.

【0014】本発明における保護層において、導電性金
属酸化物微粒子の分散性の向上、平滑性の向上を目的と
して種々の添加剤を加えることができる。特に分散性の
向上に関しては導電性金属酸化物微粒子の表面処理を行
うことが非常に有効である。表面処理剤としては特に含
フッ素シランカップリング剤、フッ素変性シリコ−ンオ
イル、フッ素系界面活性剤及びフッ素系グラフトポリマ
−が好ましい。
Various additives can be added to the protective layer of the present invention for the purpose of improving the dispersibility and smoothness of the conductive metal oxide fine particles. Especially for improving dispersibility, it is very effective to perform surface treatment of the conductive metal oxide fine particles. As the surface treatment agent, a fluorine-containing silane coupling agent, a fluorine-modified silicone oil, a fluorine type surfactant and a fluorine type graft polymer are particularly preferable.

【0015】結着樹脂と導電性金属酸化物微粒子との割
合は直接的に保護層の抵抗を決定する要因であり、保護
層の抵抗が1010〜1015ohm・cmの範囲になるよ
うに設定する。
The ratio of the binder resin to the conductive metal oxide fine particles is a factor that directly determines the resistance of the protective layer, so that the resistance of the protective layer is in the range of 10 10 to 10 15 ohm.cm. Set.

【0016】保護層において平滑性の向上を目的として
フッ素系樹脂粒子を加えることができる。フッ素系樹脂
粒子としては四フッ化エチレン樹脂、三フッ化塩化エチ
レン樹脂、六フッ化塩化エチレンプロピレン樹脂、フッ
化ビニル樹脂、フッ化ビニリデン樹脂、二フッ化二塩化
エチレン樹脂及びこれ等の共重合体の中から1種類ある
いは2種類以上を適宜選択するのが好ましいが、特に、
四フッ化エチレン樹脂、フッ化ビニリデン樹脂が好まし
い。保護層中のフッ素系樹脂粒子の割合は、5wt%〜
70wt%、好ましくは10wt%〜60wt%であ
る。樹脂の分子量や粒子の粒径は適宜選択することがで
き、特に制限されるものではない。
Fluorine-based resin particles may be added to the protective layer for the purpose of improving smoothness. Fluorine-based resin particles include tetrafluoroethylene resin, trifluorochloroethylene resin, hexafluorochloroethylene propylene resin, vinyl fluoride resin, vinylidene fluoride resin, difluorodichloroethylene resin, and their co-weights. It is preferable to appropriately select one kind or two or more kinds from the combination, but in particular,
Ethylene tetrafluoride resin and vinylidene fluoride resin are preferred. The ratio of the fluorine-based resin particles in the protective layer is 5 wt% ~
70 wt%, preferably 10 wt% to 60 wt%. The molecular weight of the resin and the particle size of the particles can be appropriately selected and are not particularly limited.

【0017】更に保護層中に、耐候性を向上させる目的
で、酸化防止剤等の添加物を加えてもよい。
Further, an additive such as an antioxidant may be added to the protective layer for the purpose of improving weather resistance.

【0018】保護層は前記結着樹脂中に金属酸化物微粒
子を分散した分散液を塗布、硬化して形成する。保護層
の膜厚は0.2〜7μmが適当であり、より好ましくは
0.5〜5μmである。
The protective layer is formed by applying and curing a dispersion liquid in which metal oxide fine particles are dispersed in the binder resin. The protective layer preferably has a thickness of 0.2 to 7 μm, more preferably 0.5 to 5 μm.

【0019】感光層と保護層の間に平滑性、耐久性を向
上する目的で中間層を設けてもよい。中間層に用いる結
着樹脂としては、ポリエステル樹脂、ポリカ−ボネ−ト
樹脂、ポリウレタン樹脂、フェノ−ル樹脂、エポキシ樹
脂、メラミン樹脂、ポリスチレン樹脂、ポリビニルブチ
ラ−ル樹脂、ポリアミド樹脂、アクリル樹脂、スチレン
−ブタジエン共重合体、スチレン−アクリル共重合体、
セルロ−ス、カゼイン、ゼラチン、ポリアクリル酸及び
そのエステル、ポリメタクリル酸及びそのエステル等が
挙げられる。また、中間層の厚さは0.01〜10μm
であり、好ましくは0.1〜3μmである。また、中間
層にはこの他酸化防止剤、導電性材料、紫外線吸収剤
An intermediate layer may be provided between the photosensitive layer and the protective layer for the purpose of improving smoothness and durability. As the binder resin used for the intermediate layer, polyester resin, polycarbonate resin, polyurethane resin, phenol resin, epoxy resin, melamine resin, polystyrene resin, polyvinyl butyral resin, polyamide resin, acrylic resin, Styrene-butadiene copolymer, styrene-acrylic copolymer,
Cellulose, casein, gelatin, polyacrylic acid and its ester, polymethacrylic acid and its ester and the like can be mentioned. The thickness of the intermediate layer is 0.01 to 10 μm.
And preferably 0.1 to 3 μm. In addition, in the intermediate layer, other than this, antioxidant, conductive material, ultraviolet absorber

【0020】次に感光層について説明すると、本発明の
電子写真感光体の感光層の構成は、電荷発生物質と電荷
輸送物質双方を含有する単層型、電荷発生層と電荷輸送
層を導電性支持体上に積層した積層型のいずれかであ
る。以下、積層型の感光体について説明する。
Explaining the photosensitive layer, the photosensitive layer of the electrophotographic photosensitive member of the present invention has a single layer type containing both the charge generating substance and the charge transporting substance, and the charge generating layer and the charge transporting layer are made conductive. It is either a laminated type laminated on a support. Hereinafter, the laminated type photoreceptor will be described.

【0021】積層型の感光層の構成としては導電性支持
体上に電荷発生層、電荷輸送層をこの順に積層するか、
逆に電荷輸送層、電荷発生層の順に積層して構成する。
As the constitution of the laminated type photosensitive layer, a charge generation layer and a charge transport layer are laminated in this order on a conductive support, or
On the contrary, the charge transport layer and the charge generation layer are laminated in this order.

【0022】本発明において用いる支持体は導電性を有
するものであればよく、例えばアルミニウム、銅、クロ
ム、ニッケル、亜鉛、ステンレス等の金属をドラム状ま
たはシ−ト状に成型したもの、アルミニウムや銅等の金
属箔をプラスチックフィルムにラミネ−トしたもの、ア
ルミニウム、酸化インジウム、酸化スズ等をプラスチッ
クフィルムに蒸着したもの、導電性物質を単独または結
着樹脂と共に塗布して導電層を設けた金属、プラスチッ
クフィルム、紙等が挙げられる。
The support used in the present invention may be any one having conductivity, and for example, a metal such as aluminum, copper, chromium, nickel, zinc or stainless is molded into a drum shape or a sheet shape, aluminum or Laminated metal foil such as copper on plastic film, vapor deposited aluminum, indium oxide, tin oxide, etc. on plastic film, metal on which conductive material is applied alone or with binder resin to form conductive layer , Plastic film, paper and the like.

【0023】電荷輸送層は、主鎖または側鎖にビフェニ
レン、アントラセン、ピレン、フェナントレン等の構造
を有する多環芳香族化合物、インド−ル、カルバゾ−
ル、オキサジアゾ−ル、ピラゾリン等の含窒素環化合
物、ヒドラゾン化合物、スチリル化合物等の電荷輸送物
質を成膜性を有する樹脂に溶解させた塗工液を用いて形
成される。このような成膜性を有する樹脂としてはポリ
エステル、ポリカ−ボネ−ト、ポリスチレン、ポリメタ
クリル酸エステル等が挙げられる。電荷輸送層の膜厚は
5〜40μm、好ましくは10〜30μmである。
The charge transport layer comprises a polycyclic aromatic compound having a structure such as biphenylene, anthracene, pyrene or phenanthrene in the main chain or side chain, indol, carbazol.
It is formed by using a coating liquid prepared by dissolving a nitrogen-containing ring compound such as diol, oxadiazol, or pyrazoline, a charge transporting substance such as a hydrazone compound, or a styryl compound in a resin having a film-forming property. Examples of the resin having such a film forming property include polyester, polycarbonate, polystyrene, and polymethacrylic acid ester. The thickness of the charge transport layer is 5 to 40 μm, preferably 10 to 30 μm.

【0024】電荷発生層は、ス−ダンレッド、ダイアン
ブル−等のアゾ顔料、ピレンキノン、アントアントロン
等のキノン顔料、キノシアニン顔料、ペリレン顔料、イ
ンジゴ、チオインジゴ等のインジゴ顔料、フタロシアニ
ン顔料等の電荷発生物質をポリビニルブチラ−ル、ポリ
スチレン、ポリ酢酸ビニル、アクリル樹脂等の結着樹脂
に分散させて、この分散液を塗工するか、前記顔料を真
空蒸着することによって形成する。電荷発生層の膜厚は
5μm以下、好ましくは0.05〜3μmである。
The charge generating layer is a charge generating substance such as azo pigments such as sudan red and diamble, quinone pigments such as pyrene quinone and anthanthrone, quinocyanine pigments, perylene pigments, indigo pigments such as indigo and thioindigo, and phthalocyanine pigments. Is dispersed in a binder resin such as polyvinyl butyral, polystyrene, polyvinyl acetate, and acrylic resin, and the dispersion is coated or the pigment is vacuum-deposited. The thickness of the charge generation layer is 5 μm or less, preferably 0.05 to 3 μm.

【0025】本発明においては、導電層と感光層の間に
バリア−機能と接着機能を有する下引き層を設けること
ができる。下引き層はカゼイン、ポリビニルアルコ−
ル、ニトロセルロ−ス、エチレン−アクリル酸コポリマ
−、アルコ−ル可溶性アミド、ポリウレタン、ゼラチン
等によって形成される。膜厚は0.1−3μmが適当で
ある。
In the present invention, an undercoat layer having a barrier function and an adhesive function can be provided between the conductive layer and the photosensitive layer. The undercoat layer is casein, polyvinyl alcohol
And nitrocellulose, ethylene-acrylic acid copolymer, alcohol-soluble amide, polyurethane, gelatin and the like. A suitable film thickness is 0.1-3 μm.

【0026】本発明の電子写真感光体は光重合開始剤と
して構造式(1)の化合物もしくは構造式(2)の化合
物を光重合開始助剤として構造式(3)の化合物もしく
は構造式(4)の化合物を含有した光硬化型アクリルモ
ノマ−及びオリゴマ−を含有する結着樹脂に導電性金属
酸化物微粒子を分散した液を保護層用塗工液とし、これ
を感光層上に塗工、紫外線硬化して保護層を形成してお
り、硬度が高く金属酸化物微粒子の分散性のよい均質な
保護層を形成することができ、また、オゾン、NOX
の活性物質に対する耐久性を有する保護層を形成するこ
とができた。その結果、ムラ、カブリ、ボケ等の画像欠
陥がなく、耐摩耗性、耐環境性が非常に高く、しかも電
子写真特性に優れた感光体を提供することが可能となっ
た。
In the electrophotographic photoreceptor of the present invention, the compound of the structural formula (1) or the compound of the structural formula (2) is used as the photopolymerization initiator and the compound of the structural formula (3) or the structural formula (4) is used as the photopolymerization initiation assistant. ) Is a photocurable acrylic monomer containing a compound of the compound and a binder resin containing an oligomer-dispersed conductive metal oxide fine particles as a protective layer coating liquid, which is coated on the photosensitive layer, and ultraviolet curing forms a protective layer, can hardness to form the high metal oxide dispersion good homogeneous protective layer of the microparticles, also has durability ozone, to the active substances, such as NO X A protective layer could be formed. As a result, it is possible to provide a photoconductor that has no image defects such as unevenness, fog, and blurring, has extremely high abrasion resistance and environment resistance, and has excellent electrophotographic characteristics.

【0027】本発明の電子写真感光体は、複写機、レ−
ザ−ビ−ムプリンタ−、LEDプリンタ−、液晶シャッ
タ−式プリンタ−等の電子写真装置一般に適用でき、更
に電子写真技術を応用したディスプレイ、記録、軽印
刷、製版、ファクシミリ等の装置にも幅広く適用するこ
とができる。
The electrophotographic photosensitive member of the present invention is used in a copying machine, a laser.
It can be generally applied to electrophotographic devices such as beam printers, LED printers, liquid crystal shutter-type printers, etc., and also widely used in devices such as displays, recording, light printing, plate making, and facsimiles to which electrophotographic technology is applied. Can be applied.

【0028】また、本発明は7前記本発明の電子写真感
光体、及び帯電手段、現像手段及びクリ−ニング手段か
らなる群より選ばれる少なくとも1つの手段を一体に支
持し、電子写真装置本体に着脱自在であることを特徴と
するプロセスカ−トリッジから構成される。
In the present invention, the electrophotographic photoreceptor of the present invention 7 and at least one means selected from the group consisting of charging means, developing means and cleaning means are integrally supported, It is composed of a process cartridge characterized by being detachable.

【0029】また、本発明は前記本発明の電子写真感光
体、帯電手段、像露光手段、現像手段及び転写手段を有
することをを特徴とする電子写真装置から構成される。
Further, the present invention comprises an electrophotographic apparatus characterized by having the electrophotographic photosensitive member of the present invention, a charging means, an image exposing means, a developing means and a transferring means.

【0030】図1に本発明の電子写真感光体を有するプ
ロセスカ−トリッジを有する電子写真装置の概略構成を
示す。図において、1はドラム状の本発明の電子写真感
光体であり、軸2を中心に矢印方向に所定の周速度で回
転駆動される。感光体1は回転過程において、一次帯電
手段3によりその周面に正または負の所定電位の均一帯
電を受け、次いで、スリット露光やレ−ザ−ビ−ム走査
露光等の像露光手段(不図示)からの画像露光光4を受
ける。こうして感光体1の周面に静電潜像が順次形成さ
れていく。
FIG. 1 shows a schematic structure of an electrophotographic apparatus having a process cartridge having the electrophotographic photosensitive member of the present invention. In the figure, reference numeral 1 denotes a drum-shaped electrophotographic photosensitive member of the present invention, which is rotationally driven around a shaft 2 in a direction of an arrow at a predetermined peripheral speed. In the course of rotation of the photoconductor 1, the peripheral surface of the photoconductor 1 is uniformly charged to a predetermined positive or negative potential by a primary charging means 3, and then an image exposure means (non-exposure means) such as slit exposure or laser beam scanning exposure is used. Image exposure light 4 from the drawing is received. In this way, electrostatic latent images are sequentially formed on the peripheral surface of the photoconductor 1.

【0031】形成された静電潜像は、次いで現像手段5
によりトナ−現像され、現像されたトナ−現像像は、不
図示の給紙部から感光体1と転写手段6との間に感光体
1の回転と同期取りされて給送された転写材7に、転写
手段6により順次転写されていく。像転写を受けた転写
材7は感光体面から分離されて像定着手段8へ導入され
て像定着を受けることにより複写物(コピ−)として装
置外へプリントアウトされる。像転写後の感光体1の表
面は、クリ−ニング手段9によって転写残りトナ−の除
去を受けて清浄面化され、更に前露光手段(不図示)か
らの前露光光10により除電処理がされた後、繰り返し
画像形成に使用される。尚、一次帯電手段3が帯電ロ−
ラ−等を用いた接触帯電手段である場合は、前露光は必
ずしも必要ではない。
The formed electrostatic latent image is then developed by the developing means 5.
The toner-developed toner image developed and developed by the transfer material 7 is fed from a sheet feeding unit (not shown) between the photoconductor 1 and the transfer unit 6 in synchronization with the rotation of the photoconductor 1. Then, the image is sequentially transferred by the transfer means 6. The transfer material 7 that has received the image transfer is separated from the surface of the photoconductor and is introduced into the image fixing means 8 to undergo the image fixing, and is printed out as a copy (copy) to the outside of the apparatus. The surface of the photoreceptor 1 after the image transfer is cleaned by the cleaning means 9 after removal of the residual toner after transfer, and is further neutralized by the pre-exposure light 10 from the pre-exposure means (not shown). And then repeatedly used for image formation. The primary charging means 3 is a charging roller.
In the case of a contact charging means using a wire or the like, pre-exposure is not always necessary.

【0032】本発明においては、上述の感光体1、一次
帯電手段3、現像手段5及びクリ−ニング手段9等の構
成要素のうち、複数のものをプロセスカ−トリッジとし
て一体に結合して構成し、このプロセスカ−トリッジを
複写機やレ−ザ−ビ−ムプリンタ−等の電子写真装置本
体に対して着脱可能に構成してもよい。例えば、一次帯
電手段3、現像手段5及びクリ−ニング手段9の少なく
とも1つを感光体1と共に一体に支持してカ−トリッジ
化し、装置本体のレ−ル12等の案内手段を用いて装置
本体に着脱可能なプロセスカ−トリッジ11とすること
ができる。また、画像露光光4は、電子写真装置が複写
機やプリンタ−である場合には、原稿からの反射光や透
過光を用いる、あるいは、センサ−で原稿を読み取り、
信号化し、この信号に従って行われるレ−ザ−ビ−ムの
走査、LEDアレイの駆動及び液晶シャッタ−アレイの
駆動等により照射される光である。
In the present invention, a plurality of constituent elements such as the photoconductor 1, the primary charging means 3, the developing means 5 and the cleaning means 9 are integrally combined as a process cartridge. However, the process cartridge may be detachably attached to the main body of the electrophotographic apparatus such as a copying machine or a laser beam printer. For example, at least one of the primary charging means 3, the developing means 5 and the cleaning means 9 is integrally supported with the photoconductor 1 to form a cartridge, and a guide means such as a rail 12 of the apparatus main body is used. The process cartridge 11 can be attached to and detached from the main body. Further, when the electrophotographic apparatus is a copying machine or a printer, the image exposure light 4 uses reflected light or transmitted light from a document, or a document is read by a sensor,
It is the light emitted by the signalization and the scanning of the laser beam, the driving of the LED array, the driving of the liquid crystal shutter array, etc., performed according to this signal.

【0033】一方、ファクシミリのプリンタ−として使
用する場合には、画像露光光4は受信デ−タをプリント
するための露光光になる。図2はこの場合の1例をブロ
ック図で示したものである。コントロ−ラ−14は画像
読取部13とプリンタ−22を制御する。コントロ−ラ
−14の全体はCPU20により制御されている。画像
読取部13からの読取デ−タは、送信回路16を通して
相手局に送信される。相手局から受けたデ−タは受信回
路15を通してプリンタ−22に送られる。画像メモリ
には所定の画像デ−タが記憶される。プリンタ−コント
ロ−ラ−21はプリンタ−22を制御している。17は
電話である。回線18から受信された画像(回線を介し
て接続されたリモ−ト端末からの画像情報)は、受信回
路15で復調された後、CPU20によって画像情報を
複号処理され順次画像メモリ19に格納される。そし
て、少なくとも1ぺ−ジの画像が画像メモリ19に格納
されると、そのペ−ジの画像記録を行う。CPU20
は、画像メモリ19から1ペ−ジの画像情報を読み出
し、プリンタ−コントロ−ラ−21に複号化された1ペ
−ジの画像情報を送出する。プリンタ−コントロ−ラ−
21は、CPU20からの1ペ−ジの画像情報を受け取
ると、そのペ−ジの画像情報記録を行うべくプリンタ−
22を制御する。CPU20は、プリンタ−22による
記録中に、次のペ−ジの受信を行っている。このように
して、画像の受信と記録が行われる。
On the other hand, when used as a printer for a facsimile, the image exposure light 4 becomes exposure light for printing the received data. FIG. 2 is a block diagram showing an example of this case. The controller 14 controls the image reading unit 13 and the printer 22. The entire controller 14 is controlled by the CPU 20. The read data from the image reading unit 13 is transmitted to the partner station through the transmission circuit 16. The data received from the partner station is sent to the printer 22 through the receiving circuit 15. Predetermined image data is stored in the image memory. The printer controller 21 controls the printer 22. 17 is a telephone. The image received from the line 18 (image information from the remote terminal connected via the line) is demodulated by the receiving circuit 15, and then the image information is decoded by the CPU 20 and sequentially stored in the image memory 19. To be done. Then, when at least one page of image is stored in the image memory 19, the image of that page is recorded. CPU20
Reads one page of image information from the image memory 19 and sends the decoded one page of image information to the printer controller -21. Printer controller
When the printer 21 receives the image information of one page from the CPU 20, the printer 21 prints the image information of the page.
22 is controlled. The CPU 20 receives the next page during recording by the printer 22. In this way, the image is received and recorded.

【0034】[0034]

【実施例】【Example】

実施例1 アルミニウムシリンダ−上に、アルコ−ル可溶性ポリア
ミド(商品名アミランCM−8000、東レ(株)製)
10部、メトキシメチル化ナイロン(商品名トレジンE
F−30T、帝国科学(株)製)30部をメタノ−ル1
50部、ブタノ−ル150部の混合溶媒中に溶解して調
製した塗工液を浸漬塗布し、90℃で10分間乾燥さ
せ、膜厚1μmの下引き層を形成した。
Example 1 An alcohol-soluble polyamide (trade name: Amilan CM-8000, manufactured by Toray Industries, Inc.) on an aluminum cylinder.
10 parts, methoxymethylated nylon (trade name resin T
F-30T, manufactured by Teikoku Kagaku Co., Ltd., 30 parts by methanol 1
A coating solution prepared by dissolving in a mixed solvent of 50 parts and butanol 150 parts was applied by dip coating and dried at 90 ° C. for 10 minutes to form an undercoat layer having a film thickness of 1 μm.

【0035】次に、下記構造式のジスアゾ顔料4部、Next, 4 parts of a disazo pigment having the following structural formula,

【化9】 ブチラ−ル樹脂(商品名エスレックBL−S、積水化学
(株)製)2部及びシクロヘキサノン100部をサンド
ミルで48時間分散した後、テトラヒドロフラン100
部を加えて電荷発生層用塗布液を調製した。この塗布液
を前記下引き層上に浸漬塗布し、80℃で15分間乾燥
させて、膜厚0.15μmの電荷発生層を形成した。
[Chemical 9] After 2 parts of butyral resin (trade name S-REC BL-S, manufactured by Sekisui Chemical Co., Ltd.) and 100 parts of cyclohexanone were dispersed in a sand mill for 48 hours, tetrahydrofuran 100 was added.
Parts were added to prepare a charge generation layer coating solution. This coating solution was applied onto the undercoat layer by dip coating and dried at 80 ° C. for 15 minutes to form a charge generation layer having a thickness of 0.15 μm.

【0036】次に、下記構造式のスチリル化合物10部Next, 10 parts of a styryl compound having the following structural formula

【化10】 及びポリカ−ボネ−ト(商品名ユ−ピロンZ200、三
菱ガス化学(株)製)10部をジクロルメタン20部、
クロロベンゼン60部の混合溶媒中に溶解し、この溶液
を前記電荷発生層上に浸漬塗布し、120℃で60分間
乾燥させて、膜厚18μmの電荷発生層を形成した。
[Chemical 10] And 10 parts of polycarbonate (trade name: Yupilon Z200, manufactured by Mitsubishi Gas Chemical Co., Inc.) and 20 parts of dichloromethane.
It was dissolved in a mixed solvent of 60 parts of chlorobenzene, this solution was applied onto the charge generation layer by dip coating, and dried at 120 ° C. for 60 minutes to form a charge generation layer having a thickness of 18 μm.

【0037】次に、平均粒径0.2μmのアンチモン含
有酸化スズ微粒子(商品名T−1、三菱マテリアル
(株)製)100部、(3,3,3−トリフルオロプロ
ピル)トリメトキシシラン(信越化学(株)製)30
部、95%エタノ−ル5%水溶液300部をミリング処
理した後、溶液をろ過、エタノ−ル洗浄後、乾燥、12
0℃、1時間の加熱処理により、微粒子の表面処理を行
った。
Next, 100 parts of antimony-containing tin oxide fine particles having an average particle size of 0.2 μm (trade name T-1, manufactured by Mitsubishi Materials Corporation), (3,3,3-trifluoropropyl) trimethoxysilane ( Shin-Etsu Chemical Co., Ltd.) 30
Parts, 300 parts of 95% ethanol 5% aqueous solution were milled, and the solution was filtered, washed with ethanol and dried.
Surface treatment of the fine particles was performed by heat treatment at 0 ° C. for 1 hour.

【0038】下記構造式の結着樹脂100部、100 parts of a binder resin having the following structural formula,

【化11】 前記構造式(1)の化合物である光重合開始剤50部、
前記構造式(3)の化合物である光重合開始助剤50
部、トルエン300部を混合してサンドミルで96時間
分散し、この分散液に四フッ化エチレン樹脂微粒子(商
品名ルブロンL−2、ダイキン工業(株)製)100部
を混合し、サンドミルで更に4時間分散して保護層用の
塗布液を調製した。この混合液を前記電荷輸送層上にス
プレ−塗布して成膜し、乾燥後高圧水銀灯にて500m
W/cm2 の光強度で20秒間紫外線照射して膜厚4μ
mの保護層を形成し、電子写真感光体を作成した。
[Chemical 11] 50 parts of a photopolymerization initiator which is a compound of the structural formula (1),
Photopolymerization initiation assistant 50 which is the compound of the structural formula (3)
Parts of toluene and 300 parts of toluene are mixed and dispersed in a sand mill for 96 hours, and 100 parts of tetrafluoroethylene resin fine particles (trade name: Lubron L-2, manufactured by Daikin Industries, Ltd.) are mixed in the dispersion, and further mixed in a sand mill. The coating liquid for the protective layer was prepared by dispersing for 4 hours. This mixed solution is spray-coated on the charge transport layer to form a film, and after drying, it is heated to 500 m with a high pressure mercury lamp.
UV irradiation at a light intensity of W / cm 2 for 20 seconds gives a film thickness of 4μ
A protective layer of m was formed to prepare an electrophotographic photoreceptor.

【0039】作成した電子写真感光体を帯電−露光−現
像−転写−クリ−ニングのプロセスを1.5秒サイクル
で繰り返す複写機に取り付け、20℃、50%の常温常
湿下で電子写真特性の評価を行い、10℃、15%の低
温低湿下での画像評価及び35℃、85%の高温高湿下
で繰り返し画出し耐久を5000回行った。更に常温常
湿下で繰り返し画出し耐久を50000回行った。その
結果、後記比較例1に示す保護層なしの感光体と比較し
て、感度、残留電位は同等であり、しかも比較例2及び
3の光重合開始剤単独使用と比較して、流れ、ボケのな
い画像を得ることができ、50000回の繰り返し画出
しにおいても安定した画像を保つことができた。結果を
表1及び2に示す。
The prepared electrophotographic photosensitive member was attached to a copying machine which repeats the process of charging-exposure-developing-transfer-cleaning in a cycle of 1.5 seconds, and the electrophotographic characteristics were obtained at 20 ° C and 50% room temperature and normal humidity. The image evaluation was performed at 10 ° C. under a low temperature and low humidity of 15%, and the repeated image development was repeated 5000 times under a high temperature and a high humidity of 35 ° C. and 85%. Further, the image was repeatedly printed and endured 50,000 times under normal temperature and normal humidity. As a result, the sensitivity and residual potential were equivalent to those of the photoconductor without a protective layer shown in Comparative Example 1 described later, and moreover, compared with the photopolymerization initiators used in Comparative Examples 2 and 3 alone, flow and blurring were observed. It was possible to obtain an image with no image, and it was possible to maintain a stable image even after repeated image formation of 50,000 times. The results are shown in Tables 1 and 2.

【0040】実施例2 実施例1において、保護層用の塗布液中の光重合開始剤
の構成を前記構造式(2)の化合物である光重合開始剤
20部に代えた他は、実施例1と同様にして電子写真感
光体を作成し、評価を行った。結果を表1及び2に示
す。
Example 2 Example 2 was repeated except that the composition of the photopolymerization initiator in the coating liquid for the protective layer was changed to 20 parts of the photopolymerization initiator which is the compound of the above structural formula (2). An electrophotographic photosensitive member was prepared in the same manner as in 1 and evaluated. The results are shown in Tables 1 and 2.

【0041】実施例3 実施例1において、保護層用の塗布液中の光重合開始剤
の構成を前記構造式(1)の化合物である光重合開始剤
30部及び前記構造式(2)の化合物である光重合開始
剤20部に代えた他は、実施例1と同様にして電子写真
感光体を作成し、評価を行った。結果を表1及び2に示
す。
Example 3 In Example 1, the composition of the photopolymerization initiator in the coating liquid for the protective layer was 30 parts by weight of the photopolymerization initiator which is the compound of the structural formula (1) and the structural formula (2). An electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 1 except that 20 parts of the photopolymerization initiator as a compound was used. The results are shown in Tables 1 and 2.

【0042】実施例4 実施例1において、保護層用の塗布液中の結着樹脂の構
成を、下記結着樹脂75部、
Example 4 The composition of the binder resin in the coating liquid for the protective layer in Example 1 was as follows:

【化12】 下記結着樹脂25部とし、[Chemical 12] 25 parts of the following binder resin,

【化13】 また、光重合開始助剤の構成を前記構造式(4)の化合
物に代えた他は、実施例1と同様にして電子写真感光体
を作成し、評価を行った。結果を表1及び2に示す。
[Chemical 13] Further, an electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 1 except that the composition of the photopolymerization initiation auxiliary was changed to the compound of the structural formula (4). The results are shown in Tables 1 and 2.

【0043】実施例5 実施例2において、保護層用の塗布液中の結着樹脂の構
成を、下記結着樹脂80部、
Example 5 In Example 2, the composition of the binder resin in the coating solution for the protective layer was as follows:

【化14】 下記結着樹脂20部とし、Embedded image 20 parts of the following binder resin,

【化15】 また、光重合開始助剤の構成を前記構造式(4)の化合
物に代えた他は、実施例2と同様にして電子写真感光体
を作成し、評価を行った。結果を表1及び2に示す。
[Chemical 15] Further, an electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 2 except that the composition of the photopolymerization initiation assistant was changed to the compound of the structural formula (4). The results are shown in Tables 1 and 2.

【0044】実施例6 実施例3において、保護層用の塗布液中の光重合開始助
剤の構成を前記構造式(4)の化合物に代えた他は、実
施例2と同様にして電子写真感光体を作成し、評価を行
った。結果を表1及び2に示す。
Example 6 An electrophotography was carried out in the same manner as in Example 2 except that the composition of the photopolymerization initiation aid in the coating liquid for the protective layer was changed to the compound of the above structural formula (4). A photoconductor was prepared and evaluated. The results are shown in Tables 1 and 2.

【0045】実施例7 実施例1における電荷輸送層と保護層の間に下記のよう
な中間層を設け、更に保護層用の塗布液中の光重合開始
助剤の構成を、前記構造式(3)の化合物である光重合
開始助剤40部及び前記構造式(4)の化合物である光
重合開始助剤10部に代えた他は、実施例1と同様にし
て電子写真感光体を作成し、評価を行った。結果を表1
及び2に示す。
Example 7 The following intermediate layer was provided between the charge transport layer and the protective layer in Example 1, and the composition of the photopolymerization initiation assistant in the coating liquid for the protective layer was the same as the above structural formula ( An electrophotographic photosensitive member was prepared in the same manner as in Example 1 except that 40 parts of the photopolymerization initiation auxiliary which was the compound of 3) and 10 parts of the photopolymerization initiation auxiliary which was the compound of the structural formula (4) were used. And evaluated. The results are shown in Table 1.
And 2 are shown.

【0046】中間層用の塗布液として、下記構造式で示
される繰り返し単位を有する樹脂(重量平均分子量3
0,000)5部
As a coating solution for the intermediate layer, a resin having a repeating unit represented by the following structural formula (weight average molecular weight 3
50,000) 5 copies

【化16】 をDMF95部に溶解させて中間層用塗布液を調製し
た。この塗布液を電荷輸送層上にスプレ−塗工して膜厚
1μmの中間層を形成した。
Embedded image Was dissolved in 95 parts of DMF to prepare a coating solution for the intermediate layer. This coating solution was spray-coated on the charge transport layer to form an intermediate layer having a film thickness of 1 μm.

【0047】実施例8 実施例7において、保護層用の塗布液中の光重合開始剤
の構成を、前記構造式(2)の化合物である光重合開始
剤50部に代えた他は、実施例7と同様にして、電子写
真感光体を作成し、評価を行った。結果を表1及び2に
示す。
Example 8 Example 8 was repeated, except that the composition of the photopolymerization initiator in the coating liquid for the protective layer was changed to 50 parts of the photopolymerization initiator of the compound of the structural formula (2). An electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 7. The results are shown in Tables 1 and 2.

【0048】実施例9 実施例7において、保護層用の塗布液中の光重合開始剤
の構成を前記構造式(1)の化合物である光重合開始剤
25部及び前記構造式(2)の化合物である光重合開始
剤25部に代えた他は、実施例7と同様にして電子写真
感光体を作成し、評価を行った。結果を表1及び2に示
す。
Example 9 In Example 7, the composition of the photopolymerization initiator in the coating liquid for the protective layer was 25 parts by weight of the photopolymerization initiator which is the compound of the above structural formula (1) and the above structural formula (2). An electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 7 except that 25 parts of the photopolymerization initiator as a compound was used. The results are shown in Tables 1 and 2.

【0049】比較例1 実施例1において、保護層を設けなかった他は、実施例
1と同様にして電子写真感光体を作成し、評価を行っ
た。その結果、表1及び2に示すように初期の電子写真
特性は良好であったが、耐久を行ったところ、7000
枚頃から良好な画像が得られなくなった。
Comparative Example 1 An electrophotographic photosensitive member was prepared and evaluated in the same manner as in Example 1 except that the protective layer was not provided. As a result, as shown in Tables 1 and 2, the initial electrophotographic characteristics were good.
From around this time, good images could not be obtained.

【0050】比較例2 実施例1において、光重合開始剤の構成を前記構造式
(1)の化合物である光重合開始剤50部のみとした他
は、実施例1と同様にして電子写真感光体を作成し、同
様に評価を行った。その結果、表1及び2に示すように
初期の電子写真特性は良好であったが、耐久を行ったと
ころ、30000枚頃から傷が発生し、良好な画像が得
られなくなった。また、高温高湿下において3000枚
頃から画像ボケが発生した。
Comparative Example 2 Electrophotographic exposure was carried out in the same manner as in Example 1 except that the composition of the photopolymerization initiator was changed to only 50 parts of the photopolymerization initiator which is the compound of the structural formula (1). The body was prepared and evaluated in the same manner. As a result, as shown in Tables 1 and 2, the initial electrophotographic characteristics were good, but when it was subjected to durability, scratches were generated from around 30,000 sheets, and good images could not be obtained. In addition, image blur occurred from around 3000 sheets under high temperature and high humidity.

【0051】比較例3 実施例1において、光重合開始剤の構成を前記構造式
(2)の化合物である光重合開始剤20部のみとした他
は、実施例1と同様にして電子写真感光体を作成し、同
様に評価を行った。その結果、表1及び2に示すように
初期の電子写真特性は良好であったが、耐久を行ったと
ころ、20000枚頃から傷が発生し、良好な画像が得
られなくなった。また、初期高温高湿下において画像ボ
ケが発生した。
Comparative Example 3 Electrophotographic exposure was carried out in the same manner as in Example 1 except that the composition of the photopolymerization initiator was changed to 20 parts of the photopolymerization initiator which is the compound of the structural formula (2). The body was prepared and evaluated in the same manner. As a result, as shown in Tables 1 and 2, the initial electrophotographic characteristics were good, but when it was subjected to durability, scratches were generated from around 20,000 sheets, and good images could not be obtained. Further, image blurring occurred under the initial high temperature and high humidity.

【0052】[0052]

【表1】 [Table 1]

【表2】 [Table 2]

【0053】[0053]

【発明の効果】本発明の電子写真感光体は、特定の光重
合開始剤及び光重合開始助剤を用いたことにより、保護
層の耐摩耗性、耐環境性が非常に向上したため、電子写
真特性を損ねることなく、繰り返し耐久を行っても画質
の良い安定した画像を提供することができるという顕著
な効果を奏する。
INDUSTRIAL APPLICABILITY In the electrophotographic photoreceptor of the present invention, the wear resistance and environment resistance of the protective layer are greatly improved by using the specific photopolymerization initiator and photopolymerization initiation auxiliary agent, and therefore, the electrophotographic photoreceptor There is a remarkable effect that a stable image with good image quality can be provided even if repeated durability is performed without deteriorating the characteristics.

【図面の簡単な説明】[Brief description of drawings]

【図1】本発明の電子写真感光体を有するプロセスカ−
トリッジを有する電子写真装置の概略構成を示す図であ
る。
FIG. 1 is a process chart having an electrophotographic photoreceptor of the present invention.
It is a figure which shows schematic structure of the electrophotographic apparatus which has a triggle.

【図2】本発明の電子写真感光体を有するファクシミリ
のブロックの例を示す図である。
FIG. 2 is a diagram showing an example of a block of a facsimile having the electrophotographic photosensitive member of the present invention.

【符号の説明】[Explanation of symbols]

1 本発明の電子写真感光体 2 軸 3 一次帯電手段 4 画像露光光 5 現像手段 6 転写手段 7 転写材 8 像定着手段 9 クリ−ニング手段 10 前露光光 11 プロセスカ−トリッジ 12 レ−ル 13 画像読取部 14 コントロ−ラ− 15 受信回路 16 送信回路 17 電話 18 回線 19 画像メモリ 20 CPU 21 プリンタ−コントロ−ラ− 22 プリンタ− 1 Electrophotographic Photoreceptor of the Present Invention 2 Axis 3 Primary Charging Means 4 Image Exposure Light 5 Developing Means 6 Transfer Means 7 Transfer Material 8 Image Fixing Means 9 Cleaning Means 10 Pre-Exposure Light 11 Process Cartridge 12 Rails 13 Image reading unit 14 Controller 15 Receiver circuit 16 Transmitter circuit 17 Telephone 18 Line 19 Image memory 20 CPU 21 Printer-Controller 22 Printer-

Claims (14)

【特許請求の範囲】[Claims] 【請求項1】 導電性支持体上に感光層及び保護層(必
要に応じ、感光層と保護層の間に中間層、)をこの順に
有する電子写真感光体において、該保護層が光硬化型ア
クリルモノマ−及びオリゴマ−が重合することによって
形成される樹脂に導電性金属酸化物微粒子が分散され、
かつ、光重合開始剤として少なくとも、構造式(1)の
化合物もしくは構造式(2)の化合物を含有し、かつ、
光重合開始助剤として少なくとも、構造式(3)の化合
物もしくは構造式(4)の化合物を含有することを特徴
とする電子写真感光体。 構造式(1) 【化1】 構造式(2) 【化2】 構造式(3) 【化3】 構造式(4) 【化4】
1. An electrophotographic photoreceptor having a photosensitive layer and a protective layer (if necessary, an intermediate layer between the photosensitive layer and the protective layer) in this order on a conductive support, wherein the protective layer is a photocurable type. Conductive metal oxide fine particles are dispersed in a resin formed by polymerizing an acrylic monomer and an oligomer,
And containing at least a compound of structural formula (1) or a compound of structural formula (2) as a photopolymerization initiator, and
An electrophotographic photoreceptor comprising at least a compound of structural formula (3) or a compound of structural formula (4) as a photopolymerization initiation aid. Structural formula (1) Structural formula (2) Structural formula (3) Structural formula (4)
【請求項2】 光重合開始剤として構造式(1)の化合
物を含有し、かつ、光重合開始助剤として構造式(3)
の化合物を含有する請求項1記載の電子写真感光体。
2. A compound of structural formula (1) as a photopolymerization initiator, and a structural formula (3) as a photopolymerization initiation aid.
The electrophotographic photosensitive member according to claim 1, which contains the compound according to claim 1.
【請求項3】 光重合開始剤として構造式(1)の化合
物を含有し、かつ、光重合開始助剤として構造式(4)
の化合物を含有する請求項1記載の電子写真感光体。
3. A compound of structural formula (1) as a photopolymerization initiator, and a structural formula (4) as a photopolymerization initiation aid.
The electrophotographic photosensitive member according to claim 1, which contains the compound according to claim 1.
【請求項4】 光重合開始剤として構造式(1)の化合
物を含有し、かつ、光重合開始助剤として構造式(3)
の化合物及び構造式(4)の化合物を含有する請求項1
記載の電子写真感光体。
4. A compound of structural formula (1) as a photopolymerization initiator, and a structural formula (3) as a photopolymerization initiation aid.
The compound of Claim 1 and the compound of Structural Formula (4) are contained.
The electrophotographic photosensitive member described.
【請求項5】 光重合開始剤として構造式(2)の化合
物を含有し、かつ、光重合開始助剤として構造式(3)
の化合物を含有する請求項1記載の電子写真感光体。
5. A compound of structural formula (2) as a photopolymerization initiator, and a structural formula (3) as a photopolymerization initiation aid.
The electrophotographic photosensitive member according to claim 1, which contains the compound according to claim 1.
【請求項6】 光重合開始剤として構造式(2)の化合
物を含有し、かつ、光重合開始助剤として構造式(4)
の化合物を含有する請求項1記載の電子写真感光体。
6. A compound of structural formula (2) as a photopolymerization initiator, and a structural formula (4) as a photopolymerization initiation aid.
The electrophotographic photosensitive member according to claim 1, which contains the compound according to claim 1.
【請求項7】 光重合開始剤として構造式(2)の化合
物を含有し、かつ、光重合開始助剤として構造式(3)
の化合物及び構造式(4)の化合物を含有する請求項1
記載の電子写真感光体。
7. A compound of structural formula (2) as a photopolymerization initiator, and a structural formula (3) as a photopolymerization initiation aid.
The compound of Claim 1 and the compound of Structural Formula (4) are contained.
The electrophotographic photosensitive member described.
【請求項8】 光重合開始剤として構造式(1)の化合
物及び(2)の化合物を含有し、かつ、光重合開始助剤
として構造式(3)の化合物を含有する請求項1記載の
電子写真感光体。
8. The compound according to claim 1, which contains the compound of structural formula (1) and the compound of (2) as a photopolymerization initiator, and the compound of structural formula (3) as a photopolymerization initiation aid. Electrophotographic photoreceptor.
【請求項9】 光重合開始剤として構造式(1)の化合
物及び構造式(2)の化合物を含有し、かつ、光重合開
始助剤として構造式(4)の化合物を含有する請求項1
記載の電子写真感光体。
9. A compound of structural formula (1) and a compound of structural formula (2) are contained as photopolymerization initiators, and a compound of structural formula (4) is contained as a photopolymerization initiation aid.
The electrophotographic photosensitive member described.
【請求項10】 光重合開始剤として構造式(1)の化
合物及び構造式(2)の化合物を含有し、かつ、光重合
開始助剤として構造式(3)の化合物及び構造式(4)
の化合物を含有する請求項1記載の電子写真感光体。
10. A compound of structural formula (1) and a compound of structural formula (2) as a photopolymerization initiator, and a compound of structural formula (3) and a structural formula (4) as a photopolymerization initiation aid.
The electrophotographic photosensitive member according to claim 1, which contains the compound according to claim 1.
【請求項11】 導電性金属酸化物粒子が表面処理され
ている請求項1記載の電子写真感光体。
11. The electrophotographic photosensitive member according to claim 1, wherein the conductive metal oxide particles are surface-treated.
【請求項12】 保護層にフッ素系樹脂粒子を含有する
請求項1記載の電子写真感光体。
12. The electrophotographic photosensitive member according to claim 1, wherein the protective layer contains fluorine-based resin particles.
【請求項13】 請求項1記載の電子写真感光体、及び
帯電手段、現像手段及びクリ−ニング手段からなる群よ
り選ばれる少なくとも1つの手段を一体に支持し、電子
写真装置本体に着脱自在であることを特徴とするプロセ
スカ−トリッジ。
13. An electrophotographic photosensitive member according to claim 1, and at least one means selected from the group consisting of a charging means, a developing means and a cleaning means, which are integrally supported and are detachably mountable to the main body of the electrophotographic apparatus. A process cartridge characterized by the following.
【請求項14】 請求項1記載の電子写真感光体、帯電
手段、像露光手段、現像手段及びクリ−ニング手段を有
することを特徴とする電子写真装置。1 【0001】
14. An electrophotographic apparatus comprising the electrophotographic photosensitive member according to claim 1, a charging unit, an image exposing unit, a developing unit and a cleaning unit. 1 [0001]
JP06337577A 1994-12-28 1994-12-28 Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus Expired - Fee Related JP3126889B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP06337577A JP3126889B2 (en) 1994-12-28 1994-12-28 Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP06337577A JP3126889B2 (en) 1994-12-28 1994-12-28 Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus

Publications (2)

Publication Number Publication Date
JPH08184980A true JPH08184980A (en) 1996-07-16
JP3126889B2 JP3126889B2 (en) 2001-01-22

Family

ID=18309964

Family Applications (1)

Application Number Title Priority Date Filing Date
JP06337577A Expired - Fee Related JP3126889B2 (en) 1994-12-28 1994-12-28 Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus

Country Status (1)

Country Link
JP (1) JP3126889B2 (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006154796A (en) * 2004-11-01 2006-06-15 Ricoh Co Ltd Image forming method, image forming apparatus and electrophotographic cartridge
US7340200B2 (en) 2004-01-09 2008-03-04 Ricoh Company, Ltd. Charging unit and image forming apparatus incorporating the unit
JP2008065231A (en) * 2006-09-11 2008-03-21 Konica Minolta Business Technologies Inc Electrophotographic photoreceptor
US7387862B2 (en) 2004-05-25 2008-06-17 Sharp Kabushiki Kaisha Electrophotographic photoreceptor and image forming apparatus providing the same
JP2008225411A (en) * 2007-03-16 2008-09-25 Ricoh Co Ltd Method for manufacturing electrophotographic photoreceptor and electrophotographic photoreceptor, image forming apparatus, image forming method and process cartridge for image forming apparatus using the photoreceptor
JP2009080401A (en) * 2007-09-27 2009-04-16 Konica Minolta Business Technologies Inc Electrophotographic photoreceptor and method for manufacturing the same
US8367287B2 (en) 2006-01-12 2013-02-05 Sharp Kabushiki Kaisha Electrophotographic photoconductor, method of producing the same and image forming apparatus
WO2013081178A1 (en) * 2011-11-30 2013-06-06 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus, and gallium phthalocyanine crystal
JP2014123104A (en) * 2012-11-20 2014-07-03 Canon Inc Electrophotographic photoreceptor, process cartridge and electrophotographic apparatus
JP2018013676A (en) * 2016-07-22 2018-01-25 コニカミノルタ株式会社 Electrophotographic photoreceptor, method for manufacturing the same, and electrophotographic image forming apparatus
US10642176B2 (en) 2015-10-21 2020-05-05 Hewlett-Packard Development Company, L.P. Photosensitive body including protective layer formed on photosensitive layer

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019015776A (en) 2017-07-04 2019-01-31 株式会社リコー Electrophotographic photoreceptor, image forming apparatus, and process cartridge

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7340200B2 (en) 2004-01-09 2008-03-04 Ricoh Company, Ltd. Charging unit and image forming apparatus incorporating the unit
US7596344B2 (en) 2004-01-09 2009-09-29 Ricoh Company, Ltd. Charging unit and image forming apparatus incorporating the unit
CN100397244C (en) * 2004-05-25 2008-06-25 夏普株式会社 Electrophotographic photoreceptor and image forming apparatus providing the same
US7387862B2 (en) 2004-05-25 2008-06-17 Sharp Kabushiki Kaisha Electrophotographic photoreceptor and image forming apparatus providing the same
JP4597837B2 (en) * 2004-11-01 2010-12-15 株式会社リコー Image forming method, image forming apparatus, and electrophotographic cartridge
JP2006154796A (en) * 2004-11-01 2006-06-15 Ricoh Co Ltd Image forming method, image forming apparatus and electrophotographic cartridge
US8367287B2 (en) 2006-01-12 2013-02-05 Sharp Kabushiki Kaisha Electrophotographic photoconductor, method of producing the same and image forming apparatus
JP2008065231A (en) * 2006-09-11 2008-03-21 Konica Minolta Business Technologies Inc Electrophotographic photoreceptor
JP4605126B2 (en) * 2006-09-11 2011-01-05 コニカミノルタビジネステクノロジーズ株式会社 Electrophotographic photoreceptor
JP2008225411A (en) * 2007-03-16 2008-09-25 Ricoh Co Ltd Method for manufacturing electrophotographic photoreceptor and electrophotographic photoreceptor, image forming apparatus, image forming method and process cartridge for image forming apparatus using the photoreceptor
JP2009080401A (en) * 2007-09-27 2009-04-16 Konica Minolta Business Technologies Inc Electrophotographic photoreceptor and method for manufacturing the same
WO2013081178A1 (en) * 2011-11-30 2013-06-06 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus, and gallium phthalocyanine crystal
JP2013137515A (en) * 2011-11-30 2013-07-11 Canon Inc Electrophotographic photoreceptor, process cartridge and electrophotographic device, and gallium phthalocyanine crystal
US9459542B2 (en) 2011-11-30 2016-10-04 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus, and gallium phthalocyanine crystal
JP2014123104A (en) * 2012-11-20 2014-07-03 Canon Inc Electrophotographic photoreceptor, process cartridge and electrophotographic apparatus
US10642176B2 (en) 2015-10-21 2020-05-05 Hewlett-Packard Development Company, L.P. Photosensitive body including protective layer formed on photosensitive layer
JP2018013676A (en) * 2016-07-22 2018-01-25 コニカミノルタ株式会社 Electrophotographic photoreceptor, method for manufacturing the same, and electrophotographic image forming apparatus

Also Published As

Publication number Publication date
JP3126889B2 (en) 2001-01-22

Similar Documents

Publication Publication Date Title
JP2801478B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus having the electrophotographic photoreceptor, apparatus unit, and facsimile
JPH0540360A (en) Electrophotographic sensitive body
JP3126889B2 (en) Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus
JPH08328287A (en) Electrophotographic photoreceptor, process cartridge with the same and electrophotographic device
JP3267526B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus and process cartridge using the electrophotographic photoreceptor
JP2896823B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile
JPH06308756A (en) Electrophotographic receptor
JP3253205B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus and apparatus unit having the electrophotographic photoreceptor
JP2000310871A (en) Electrophotographic photoreceptor, its production, process cartridge and electrophotographic device
JP2821318B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile
JP3184692B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus and apparatus unit having the electrophotographic photoreceptor
JPH10186696A (en) Electrophotographic photoreceptor, process cartridge having that electrophotographic photoreceptor and electrophotographic device
JP3352305B2 (en) Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor, and electrophotographic apparatus
JPH08179542A (en) Electrophotographic photoreceptor and process cartridge having same and electrophotographic apparatus
JPH0611877A (en) Electrophotographic sensitive body, electrophotographic device and facsimile having the same
JPH06295085A (en) Electrophotographic sensitive body, electrophotographic device with the same and device unit
JP3337747B2 (en) Electrophotographic photoreceptor and electrophotographic apparatus having the same
JPH0619176A (en) Electrophotographic sensitive body, and electrophotographic apparatus and facsimile provided with the same
JP3050673B2 (en) Electrophotographic photoreceptor and electrophotographic apparatus having the same
JP2000310872A (en) Electrophotographic photoreceptor, process cartridge and electrophotographic device
JP2000131867A (en) Electrophotographic photoreceptor, process cartridge having the photoreceptor and electrophotographic apparatus
JP2839112B2 (en) Electrophotographic photosensitive member, copying machine and facsimile using the same
JP2004045540A (en) Electrophotographic photoreceptor, process cartridge and electrophotographic device equipped with the electrophotographic photoreceptor
JP3192550B2 (en) Electrophotographic photoreceptor, electrophotographic apparatus having the electrophotographic photoreceptor, and process cartridge
JPH09297423A (en) Electrophotographic photoreceptor, process cartridge having the electrophotographic photoreceptor and electrophotographic device

Legal Events

Date Code Title Description
LAPS Cancellation because of no payment of annual fees