JPH06102683A - Electrophotographic sensitive body, electrophotographic device provided with the same and facsimile equipment - Google Patents
Electrophotographic sensitive body, electrophotographic device provided with the same and facsimile equipmentInfo
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- JPH06102683A JPH06102683A JP4274881A JP27488192A JPH06102683A JP H06102683 A JPH06102683 A JP H06102683A JP 4274881 A JP4274881 A JP 4274881A JP 27488192 A JP27488192 A JP 27488192A JP H06102683 A JPH06102683 A JP H06102683A
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- Prior art keywords
- electrophotographic
- group
- charge
- photosensitive layer
- image
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Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は電子写真感光体、該電子
写真感光体を備えた電子写真装置並びにファクシミリに
関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photosensitive member, an electrophotographic apparatus equipped with the electrophotographic photosensitive member, and a facsimile.
【0002】[0002]
【従来の技術】従来、電子写真感光体としては、セレ
ン、硫化カドミウム、酸化亜鉛などを主成分とする感光
層を有する無機感光体が広く用いられてきた。これらは
ある程度の基礎特性を備えてはいるが、成膜性、可塑性
などに問題がある。さらに無機光導電性材料は一般的に
毒性が強く、製造上並びに取り扱い上にも大きな制約が
あった。2. Description of the Related Art Conventionally, as an electrophotographic photoreceptor, an inorganic photoreceptor having a photosensitive layer containing selenium, cadmium sulfide, zinc oxide or the like as a main component has been widely used. Although these have some basic properties, they have problems in film-forming property and plasticity. Further, the inorganic photoconductive material is generally highly toxic, and there are great restrictions in manufacturing and handling.
【0003】一方、有機導電性化合物を主成分とする有
機感光体は、無機感光体の上記欠点を補うなど多くの利
点を有し、これまで数多くの提案がされ、いくつか実用
化されてきている。このような有機感光体として、ポリ
−N−ビニルカルバゾ−ルに代表される光導電性ポリマ
−などと2,4,7−トリニトロ−9−フルオレノンな
どのルイス酸とから形成される電荷移動錯体を主成分と
する感光体が提案されている。これらの有機光導電性ポ
リマ−は軽量性、成膜性などの点では優れているが、感
度、耐久性、環境変化による安定性などの面で無機光導
電性材料に劣り、必ずしも満足できるものではない。On the other hand, an organic photoconductor containing an organic conductive compound as a main component has many advantages such as supplementing the above-mentioned drawbacks of the inorganic photoconductor, and many proposals have been made and some have been put into practical use. There is. As such an organic photoreceptor, a charge transfer complex formed from a photoconductive polymer represented by poly-N-vinylcarbazole and a Lewis acid such as 2,4,7-trinitro-9-fluorenone is used. A photoreceptor containing the main component has been proposed. Although these organic photoconductive polymers are excellent in terms of lightness and film forming property, they are inferior to inorganic photoconductive materials in terms of sensitivity, durability, stability due to environmental changes, etc. is not.
【0004】電荷発生機能と電荷輸送機能とをそれぞれ
別の物質に分担させた機能分離型電子写真感光体が、従
来の有機感光体の欠点とされていた感度や耐久性に著し
い改善をもたらした。このような機能分離型感光体は、
電荷発生物質と電荷輸送物質の各々の材料選択範囲が広
く、任意の特性を有する電子写真感光体を比較的容易に
作成できるという利点を有している。電荷発生材料とし
ては、アゾ系顔料、多環キノン顔料、シアニン色素、ス
クエアリック酸染料、ピリリウム塩系色素などが知ら
れ、中でもアゾ系顔料は耐光性が強い、電荷発生能力が
大きい、材料合成が容易などの点から数多くの顔料が提
案されている。電荷輸送材料としては、例えば特公昭5
2−4188号公報のピラゾリン化合物、特公昭55−
42380号公報および特開昭55−52063号公報
のヒドラゾン化合物、特公昭58−32372号公報お
よび特開昭61−132955号公報のトリフェニルア
ミン化合物、特開昭54−151955号公報および特
開昭58−198043号公報のスチルベン化合物など
が知られている。これらの電荷輸送材料に要求されるこ
とは、光、熱に対して安定であること、コロナ放電によ
り発生するオゾン、NOX 、硝酸などに対して安定であ
ること、高い電荷輸送能を有すること、有機溶剤、結着
剤との相溶性が高いこと、製造が容易で安価出あること
などが挙げられる。また近年の更なる電子写真感光体の
高耐久化の要望に伴い、耐久性向上のために感光層上に
保護層を設けたり、複写機やレ−ザ−ビ−ムプリンタ−
などで感光体を長期保存することなどにより、電荷輸送
層にクラックが生じたり、電荷輸送材料が結晶化、相分
離するという現象が生じ画像欠陥となることがある。ま
た近年のデジタル化に対応した反転現像系では、一次帯
電と転写帯電が逆極性のため、転写の有無により帯電性
が異なるいわゆる転写メモリ−が生じ、画像上濃度むら
として非常に現れやすくなっている。The function-separated type electrophotographic photosensitive member in which the charge generating function and the charge transporting function are shared by different substances brings about a remarkable improvement in the sensitivity and durability which have been the drawbacks of the conventional organic photosensitive members. . Such a function-separated type photoreceptor is
The material selection range of each of the charge generating substance and the charge transporting substance is wide, and it has an advantage that an electrophotographic photoreceptor having arbitrary characteristics can be prepared relatively easily. As charge generating materials, azo pigments, polycyclic quinone pigments, cyanine dyes, squaric acid dyes, pyrylium salt dyes, etc. are known. Among them, azo pigments have strong light resistance, large charge generation ability, and material synthesis. Many pigments have been proposed because of their ease of use. As the charge transport material, for example, Japanese Patent Publication No.
No. 2-4188, Pyrazoline Compound, JP-B-55-
42380 and JP-A-55-52063, hydrazone compounds, JP-B-58-32372 and JP-A-61-132955, triphenylamine compounds, JP-A-54-151955 and JP-A-54-151955. The stilbene compound of 58-198043 is known. These charge transport materials are required to be stable to light and heat, stable to ozone, NO x , nitric acid, etc. generated by corona discharge, and have high charge transport ability. , High compatibility with organic solvents and binders, easy production, and low cost. Further, in response to the demand for higher durability of electrophotographic photoreceptors in recent years, a protective layer is provided on the photosensitive layer for the purpose of improving durability, or a copying machine or a laser beam printer is used.
For example, when the photoconductor is stored for a long period of time, the charge transport layer may be cracked, or the charge transport material may be crystallized or phase-separated, resulting in an image defect. Further, in a recent reversal development system compatible with digitalization, since the primary charging and the transfer charging have opposite polarities, a so-called transfer memory having different charging properties depending on the presence / absence of transfer is generated, which is very likely to appear as density unevenness on an image. There is.
【0005】従来の低分子の有機化合物を電荷輸送材料
として用いた電子写真感光体では、前述の問題点や要求
を一部は満足するが全てを高いレベルで満足するものは
ないのが現状である。Conventional electrophotographic photoreceptors using a low molecular weight organic compound as a charge transport material satisfy some of the above-mentioned problems and requirements, but none satisfy all of them at a high level. is there.
【0006】[0006]
【発明が解決しようとする課題】本発明の目的は第一に
大きな感度を有し、しかも繰り返し使用時の電位が安定
に維持できる電子写真感光体を提供すること、第二に感
光層上に保護層を設けたり、複写機やレ−ザ−ビ−ムプ
リンタ−などで長期保存しても電荷輸送層にクラックを
生じたり、電荷輸送化合物の結晶化などが生じない電子
写真感光体を提供すること、第三に反転現像系でも転写
メモリ−が生じにくい電子写真感光体を提供すること、
第四に製造が容易でかつ安価に提供できる新規な有機光
導電性化合物を提供すること、該電子写真感光体を備え
た電子写真装置並びにファクシミリを提供することにあ
る。SUMMARY OF THE INVENTION An object of the present invention is to provide an electrophotographic photosensitive member which has a large sensitivity and can maintain a stable electric potential during repeated use. Provided is an electrophotographic photosensitive member which is provided with a protective layer and does not cause cracks in the charge transport layer or crystallization of the charge transport compound even when stored for a long time in a copying machine or a laser beam printer. Thirdly, to provide an electrophotographic photoreceptor in which transfer memory is less likely to occur even in a reversal development system,
Fourthly, to provide a novel organic photoconductive compound which can be easily manufactured and can be provided at low cost, and to provide an electrophotographic apparatus and a facsimile equipped with the electrophotographic photosensitive member.
【0007】[0007]
【課題を解決するための手段】本発明は下記一般式
(1)で示すフルオレン化合物を含有する感光層を有す
ることを特徴とする電子写真感光体から構成される。一
般式(1)The present invention comprises an electrophotographic photosensitive member characterized by having a photosensitive layer containing a fluorene compound represented by the following general formula (1). General formula (1)
【化2】 式中、R1 は水素原子、ハロゲン原子、置換基を有して
もよいアルキル基、アラルキル基、アミノ基、アルコキ
シ基または水酸基を示し、Ar1 およびAr2は置換基
を有してもよい芳香環基または複素環基を示し、nは2
〜10の整数である。[Chemical 2] In the formula, R 1 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an aralkyl group, an amino group, an alkoxy group or a hydroxyl group, and Ar 1 and Ar 2 may have a substituent. Represents an aromatic ring group or a heterocyclic group, n is 2
It is an integer of -10.
【0008】式中、Aは置換基を有してもよい芳香族炭
化水素環または窒素原子を環内に含む複素環の2価の基
を示す。In the formula, A represents an aromatic hydrocarbon ring which may have a substituent or a divalent heterocyclic group containing a nitrogen atom in the ring.
【0009】具体的には、ハロゲン原子としてはフッ素
原子、塩素原子、臭素原子など、アルキル基としては炭
素数1〜4の基、アラルキル基としてはベンジル、フェ
ネチル、ナフチルメチルなどの基、アミノ基としてはジ
メチルアミノ、ジフェニルアミノなどの基、アルコキシ
基としてはメトキシ、エトキシ、プロポキシなどの基、
芳香環基としてはフェニル、ナフチル、アンスリル、ピ
レニルなどの基、複素環基としてはチエニル、フリル、
ピリジル、キノリルなどの基が挙げられる。Specifically, the halogen atom is a fluorine atom, a chlorine atom, a bromine atom or the like, the alkyl group is a group having 1 to 4 carbon atoms, the aralkyl group is a group such as benzyl, phenethyl or naphthylmethyl, and an amino group. As a group such as dimethylamino and diphenylamino, as an alkoxy group such as methoxy, ethoxy and propoxy,
The aromatic ring group is a group such as phenyl, naphthyl, anthryl, and pyrenyl, and the heterocyclic group is thienyl, furyl,
Examples include groups such as pyridyl and quinolyl.
【0010】上記基が有してもよい置換基としては炭素
数1〜4のアルキル基、メトキシ、エトキシ、プロポキ
シなどのアルコキシ基、フェニル、ナフチルなどの芳香
環基またはフッ素、塩素、ヨウ素、臭素などのハロゲン
原子などが挙げられる。The substituent which the above-mentioned group may have is an alkyl group having 1 to 4 carbon atoms, an alkoxy group such as methoxy, ethoxy and propoxy, an aromatic ring group such as phenyl and naphthyl, or fluorine, chlorine, iodine and bromine. And halogen atoms.
【0011】次に本発明の一般式(1)で示すフルオレ
ン化合物の代表例を表1〜7に挙げる。Representative examples of the fluorene compound represented by the general formula (1) of the present invention are shown in Tables 1 to 7.
【表1】 [Table 1]
【表2】 [Table 2]
【表3】 [Table 3]
【表4】 [Table 4]
【表5】 [Table 5]
【表6】 [Table 6]
【表7】 [Table 7]
【0012】合成例(化合物例13の合成) 2−ビス(4’−メチルフェニル)アミノフルオレン1
0.0gをN,N−ジメチルホルムアミド100ミリリ
ットルに溶解し、10℃以下に冷却後、ナトリウムメト
キサイド4.5gをゆっくり添加した。添加終了後、3
0分間撹拌した後、1,4−ジヨ−ドブタン12.9g
/N,N−ジメチルホルムアミド30ミリリットル溶液
を10℃以下で滴下した。滴下終了後、室温に戻し、3
0分間撹拌後60〜70℃で4時間加熱撹拌を行った。
反応液を氷水に開け、トルエンで抽出後、シリカゲルカ
ラムで分離精製し、目的化合物を4.6g得た(融点1
46.5〜148.0℃)。Synthesis Example (Synthesis of Compound Example 13) 2-bis (4'-methylphenyl) aminofluorene 1
0.0 g was dissolved in 100 ml of N, N-dimethylformamide, cooled to 10 ° C. or lower, and 4.5 g of sodium methoxide was slowly added. After addition is complete, 3
After stirring for 0 minutes, 12.9 g of 1,4-diiodobutane
A 30 ml / N, N-dimethylformamide solution was added dropwise at 10 ° C. or lower. After the dropping is completed, the temperature is returned to room temperature and 3
After stirring for 0 minutes, heating and stirring were performed at 60 to 70 ° C. for 4 hours.
The reaction solution was opened in ice water, extracted with toluene, and then separated and purified with a silica gel column to obtain 4.6 g of the desired compound (melting point: 1
46.5-148.0C).
【0013】他の化合物も一般的に同様な手法によって
合成される。Other compounds are generally synthesized by a similar method.
【0014】本発明の電子写真感光体は、前記一般式
(1)で示すフルオレン化合物からなる電荷輸送物質と
適当な電荷発生物質を組み合わせて構成される。感光体
の構成としては、例えば以下の形態が挙げられる。 (1)電荷発生物質を含有する層/電荷輸送物質を含有
する層 (2)電荷輸送物質を含有する層/電荷発生物質を含有
する層 (3)電荷発生物質と電荷輸送物質を含有する層 (4)電荷発生物質を含有する層/電荷発生物質と電荷
輸送物質を含有する層The electrophotographic photosensitive member of the present invention is constituted by combining a charge transporting material composed of the fluorene compound represented by the general formula (1) with an appropriate charge generating material. Examples of the configuration of the photoconductor include the following forms. (1) Layer containing charge generating substance / layer containing charge transporting substance (2) Layer containing charge transporting substance / layer containing charge generating substance (3) Layer containing charge generating substance and charge transporting substance (4) Layer containing charge generating substance / layer containing charge generating substance and charge transporting substance
【0015】前記一般式(1)で示すフルオレン化合物
は、正孔に対し高い輸送能を有するため、上記形態の感
光層における電荷輸送物質として用いることができる。
感光層の形態が(1)の場合は負帯電、(2)の場合は
正帯電が好ましく、(3)および(4)の場合は正帯
電、負帯電いずれでも使用することができる。Since the fluorene compound represented by the general formula (1) has a high hole-transporting ability, it can be used as a charge-transporting substance in the photosensitive layer of the above-mentioned form.
When the form of the photosensitive layer is (1), it is preferably negatively charged, when it is (2), it is preferably positively charged, and when it is (3) or (4), both positively charged and negatively charged can be used.
【0016】本発明の電子写真感光体では、接着性向上
や電荷注入制御のために、感光層の表面に保護層や絶縁
層を設けてもよい。なお、本発明の電子写真感光体は前
記感光体の基本構成に限定されるものではない。In the electrophotographic photosensitive member of the present invention, a protective layer or an insulating layer may be provided on the surface of the photosensitive layer in order to improve adhesiveness and control charge injection. The electrophotographic photoconductor of the present invention is not limited to the basic constitution of the photoconductor.
【0017】上記基本構成のうち特に(1)の形態が好
ましく、さらに詳細に説明する。本発明において導電性
支持体としては、例えばアルミニウム、アルミニウム合
金、ステンレス、銅などの金属や合金を板形状またはド
ラム形状にしたもの、ガラス、樹脂、紙などの非導電性
支持体や上記の導電性支持体上にアルミニウム、パラジ
ウム、ロジウム、金、白金などの金属を蒸着もしくはラ
ミネ−トすることにより薄膜形成したもの、ガラス、樹
脂、紙などの非導電性支持体や上記導電性支持体上に導
電性高分子、酸化スズ、酸化インジウムなどの導電性物
質の層を蒸着あるいは塗布することにより形成したもの
などが挙げられる。Of the above basic constitutions, the form (1) is particularly preferable and will be described in more detail. In the present invention, as the conductive support, for example, a metal or alloy such as aluminum, aluminum alloy, stainless steel, or copper in a plate shape or a drum shape, a non-conductive support such as glass, resin, or paper, or the above conductive material is used. Thin film formed by vapor-depositing or laminating a metal such as aluminum, palladium, rhodium, gold or platinum on a non-conductive support, non-conductive support such as glass, resin, paper or the above-mentioned conductive support Examples thereof include those formed by depositing or coating a layer of a conductive substance such as a conductive polymer, tin oxide, or indium oxide.
【0018】本発明において、電荷発性物質としては、
例えばモノアゾ、ジスアゾ、トリスアゾなどのアゾ系顔
料、金属フタロシアニン、無金属フタロシアニンなどの
フタロシアニン系顔料、インジゴ、チオインジゴなどの
インジゴ系顔料、ペリレン酸無水物、ペリレン酸イミド
などのペリレン系顔料、アンスラキノン、ピレンキノン
などの多環キノン系顔料、スクワリリウム色素、ピリリ
ウム塩、チオピリリウム塩類、トリフェニルメタン系色
素、セレン、非晶質シリコンなどの無機物質などが挙げ
られる。In the present invention, as the charge generating substance,
For example, azo pigments such as monoazo, disazo and trisazo, phthalocyanine pigments such as metal phthalocyanine and metal-free phthalocyanine, indigo pigments such as indigo and thioindigo, perylene anhydride, perylene pigments such as perylene imide, anthraquinone, Examples thereof include polycyclic quinone pigments such as pyrenequinone, squarylium dyes, pyrylium salts, thiopyrylium salts, triphenylmethane dyes, selenium, and inorganic substances such as amorphous silicon.
【0019】電荷発生層は前記のような電荷発生物質を
適当な結着剤樹脂に分散して塗工液を調製し、これを導
電性支持体上に塗工することにより形成することができ
る。また導電性支持体上に蒸着、スパッタ、CVDなど
の乾式法で薄膜を形成することによって形成できる。The charge generation layer can be formed by dispersing the above-mentioned charge generation substance in an appropriate binder resin to prepare a coating solution, and coating this on a conductive support. . Alternatively, it can be formed by forming a thin film on the conductive support by a dry method such as vapor deposition, sputtering or CVD.
【0020】結着剤樹脂としては広範囲な結着性樹脂か
ら選択でき、例えばポリカ−ボネ−ト、ポリエステル、
ポリアリレ−ト、ブチラ−ル樹脂、ポリスチレン、ポリ
ビニルアセタ−ル、ジアリルフタレ−ト樹脂、アクリル
樹脂、メタクリル樹脂、酢酸ビニル樹脂、フェノ−ル樹
脂、シリコン樹脂、ポリサルホン、スチレン−ブタジエ
ンコポリマ−、アルキッド樹脂、エポキシ樹脂、尿素樹
脂、塩化ビニル−サクサンビニルコポリマ−などが挙げ
られる。これらは単独または共重合体として1種または
2種以上混合して用いてもよい。The binder resin can be selected from a wide range of binder resins, for example, polycarbonate, polyester,
Polyarylate, butyral resin, polystyrene, polyvinyl acetal, diallyl phthalate resin, acrylic resin, methacrylic resin, vinyl acetate resin, phenol resin, silicone resin, polysulfone, styrene-butadiene copolymer, alkyd resin , Epoxy resin, urea resin, vinyl chloride-succin vinyl copolymer, and the like. You may use these individually or in mixture of 2 or more types as a homopolymer or a copolymer.
【0021】電荷発生層中に含有する樹脂は、80重量
%以下、好ましくは40重量%以下である。また電荷発
生層の膜厚は5μm以下、特には0.01〜2μmの薄
膜層とすることが好ましい。また電荷発生層には種々の
増感剤を添加してもよい。The content of the resin in the charge generation layer is 80% by weight or less, preferably 40% by weight or less. The film thickness of the charge generation layer is preferably 5 μm or less, and particularly preferably 0.01 to 2 μm. Further, various sensitizers may be added to the charge generation layer.
【0022】電荷輸送層は前記一般式(1)で示すフル
オレン化合物と適当な結着剤樹脂とを組み合わせて形成
することができる。結着剤樹脂としては前記電荷発生層
に用いられる結着剤樹脂が挙げられ、さらにポリビニル
カルバゾ−ル、ポリビニルアントラセンなどの光導電性
高分子化合物が挙げられる。The charge transport layer can be formed by combining the fluorene compound represented by the general formula (1) and a suitable binder resin. Examples of the binder resin include the binder resin used in the charge generation layer, and further include photoconductive polymer compounds such as polyvinyl carbazole and polyvinyl anthracene.
【0023】結着剤樹脂と前記一般式(1)で示すフル
オレン化合物との配合割合は、結着剤樹脂100重量部
あたり、フルオレン化合物を10〜500重量部とする
ことが好ましい。電荷輸送層の膜厚は電荷キヤリアを輸
送する限界があるので、必要以上に厚くすることはでき
ないが、5〜40μm、特には10〜30μmの範囲が
好ましい。さらに電荷輸送層中に酸化防止剤、紫外線吸
収剤、可塑剤または公知の電荷輸送物質を必要に応じて
添加することができる。The compounding ratio of the binder resin and the fluorene compound represented by the general formula (1) is preferably 10 to 500 parts by weight of the fluorene compound per 100 parts by weight of the binder resin. The thickness of the charge transport layer cannot be increased more than necessary because it has a limit for transporting charge carriers, but it is preferably in the range of 5 to 40 μm, particularly 10 to 30 μm. Further, an antioxidant, an ultraviolet absorber, a plasticizer or a known charge transporting substance can be added to the charge transporting layer as required.
【0024】電荷発生層および電荷輸送層の形成方法と
しては浸漬コ−ティング法、スプレ−コ−ティング法、
スピンナ−コ−ティング法、ロ−ラ−コ−ティング法、
マイヤ−バ−コ−ティング法、ブレ−ドコ−ティング法
などのコ−ティング法を用いて行うことができる。The charge generation layer and the charge transport layer are formed by a dip coating method, a spray coating method,
Spinner coating method, Roller coating method,
It can be carried out by using a coating method such as a Mayer coating method or a blade coating method.
【0025】本発明の電子写真感光体は電子写真複写機
に利用するのみならず、レーザービ−ムプリンター、C
RTプリンター、LEDプリンター、液晶プリンター、
レーザー製版、ファクシミリなどの電子写真応用分野に
も広く用いることができる。The electrophotographic photoreceptor of the present invention can be used not only in electrophotographic copying machines, but also in laser beam printers, C
RT printer, LED printer, liquid crystal printer,
It can also be widely used in electrophotographic application fields such as laser plate making and facsimile.
【0026】また、本発明は前記本発明の電子写真感光
体を備えた電子写真装置から構成される。The present invention also comprises an electrophotographic apparatus equipped with the electrophotographic photosensitive member of the present invention.
【0027】また、本発明は前記本発明の電子写真感光
体を備えた電子写真装置およびリモ−ト端末からの画像
情報を受信する手段を有するファクシミリから構成され
る。The present invention also comprises an electrophotographic apparatus equipped with the electrophotographic photosensitive member of the present invention and a facsimile having means for receiving image information from a remote terminal.
【0028】次に、本発明の電子写真感光体を備えた電
子写真装置並びにファクシミリについて説明する。図1
に本発明のドラム型感光体を用いた一般的な転写式電子
写真装置の概略構成を示した。図において、1は像担持
体としてのドラム型感光体であり軸1aを中心に矢印方
向に所定の周速度で回転駆動される。該感光体1はその
回転過程で帯電手段2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、次いで露光部3にて不図示の
像露光手段により光像露光L(スリット露光・レ−ザ−
ビ−ム走査露光など)を受ける。これにより感光体周面
に露光像に対応した静電潜像が順次形成されていく。そ
の静電潜像は、次いで現像手段4でトナ−現像され、そ
のトナ−現像像が転写手段5により不図示の給紙部から
感光体1と転写手段5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Pの面に順次転写されてい
く。像転写を受けた転写材P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て複写物(コピ
−)として機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6にて転写残りトナ−
の除去を受けて清浄面化され、前露光手段7により除電
処理がされて繰り返して像形成に使用される。感光体1
の均一帯電手段2としてはコロナ帯電装置が一般に広く
使用されている。また、転写装置5もコロナ転写手段が
一般に広く使用されている。電子写真装置として、上述
の感光体や現像手段、クリ−ニング手段などの構成要素
のうち、複数のものを装置ユニットとして一体に結合し
て構成し、このユニットを装置本体に対して着脱自在に
構成しても良い。例えば、感光体1とクリ−ニング手段
6とを一体化してひとつの装置ユニットとし、装置本体
のレ−ルなどの案内手段を用いて着脱自在の構成にして
もよい。このとき、上記の装置ユニットのほうに帯電手
段および/または現像手段を伴って構成してもよい。ま
た、光像露光Lは、電子写真装置を複写機やプリンタ−
として使用する場合には、原稿からの反射光や透過光、
あるいは、原稿を読み取り信号化し、この信号によりレ
−ザ−ビ−ムの走査、発光ダイオ−ドアレイの駆動、ま
たは液晶シャッタ−アレイの駆動などにより行われる。
また、ファクシミリのプリンタ−として使用する場合に
は、光像露光Lは受信デ−タをプリントするための露光
になる。Next, an electrophotographic apparatus and a facsimile equipped with the electrophotographic photosensitive member of the present invention will be described. Figure 1
The schematic structure of a general transfer type electrophotographic apparatus using the drum type photoreceptor of the present invention is shown in FIG. In the figure, reference numeral 1 denotes a drum type photosensitive member as an image bearing member, which is rotationally driven around a shaft 1a in a direction of an arrow at a predetermined peripheral speed. The photosensitive member 1 is uniformly charged at its peripheral surface by a charging unit 2 at a predetermined positive or negative potential in the course of its rotation, and then at an exposure unit 3 an optical image exposure L (slit exposure Laser
Beam scanning exposure). As a result, electrostatic latent images corresponding to the exposed image are sequentially formed on the peripheral surface of the photoconductor. The electrostatic latent image is then toner-developed by the developing means 4, and the toner-developed image is rotated by the transfer means 5 from a paper feeding portion (not shown) between the photosensitive body 1 and the transfer means 5. Then, the image is sequentially transferred onto the surface of the transfer material P that is fed in synchronization with the above. The transfer material P which has received the image transfer is separated from the surface of the photoconductor and is introduced into the image fixing means 8 where it is subjected to image fixing and printed out as a copy (copy). The surface of the photoreceptor 1 after the image transfer is transferred by the cleaning means 6 to the toner after transfer.
Is removed, the surface is cleaned, the charge is removed by the pre-exposure means 7, and the surface is repeatedly used for image formation. Photoconductor 1
A corona charging device is generally widely used as the uniform charging means 2. Also, as the transfer device 5, corona transfer means is generally widely used. As an electrophotographic apparatus, a plurality of constituent elements such as the photoconductor, the developing unit, and the cleaning unit described above are integrally combined as an apparatus unit, and the unit is detachably attached to the apparatus main body. It may be configured. For example, the photoconductor 1 and the cleaning means 6 may be integrated into one device unit, and the device body may be detachably configured by using guide means such as a rail. At this time, the above-mentioned apparatus unit may be configured with a charging means and / or a developing means. In addition, the light image exposure L is used for an electrophotographic apparatus such as a copying machine or a printer.
When used as, the reflected or transmitted light from the original,
Alternatively, it is performed by converting the original into a reading signal and scanning the laser beam, driving the light emitting diode array, driving the liquid crystal shutter array, or the like by this signal.
Further, when used as a printer of a facsimile, the light image exposure L becomes an exposure for printing the reception data.
【0029】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10は画像読取部9とプ
リンタ−18を制御する。コントロ−ラ10の全体はC
PU16により制御されている。画像読取部からの読取
りデ−タは、送信回路12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11を通してプ
リンタ−18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17はプリン
タ−18を制御している。13は電話である。回線14
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11で復調された
後、CPU16は画像情報の信号処理を行い順次画像メ
モリ15に格納される。そして、少なくとも1ペ−ジの
画像がメモリ15に格納されると、そのペ−ジの画像記
憶を行う。CPU16は、メモリ15より1ペ−ジの画
像情報を読み出しプリンタコントロ−ラ17に信号かさ
れた1ペ−ジの画像情報を送出する。プリンタコントロ
−ラ17は、CPU16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−18を制御する。なお、CPU16は、プリンタ−
18による記録中に、次のペ−ジの受信を行っている。
以上のように、画像の受信と記録が行われる。FIG. 2 is a block diagram showing an example of this case. The controller 10 controls the image reading unit 9 and the printer 18. The entire controller 10 is C
It is controlled by the PU 16. The read data from the image reading unit is transmitted to the partner station through the transmission circuit 12. The data received from the partner station is sent to the printer 18 through the receiving circuit 11. Predetermined image data is stored in the image memory. The printer controller 17 controls the printer 18. 13 is a telephone. Line 14
The image (image information from the remote terminal connected via the line) received from the demodulator is demodulated by the receiving circuit 11, and then the CPU 16 performs signal processing of the image information and sequentially stores it in the image memory 15. . When at least one page of image is stored in the memory 15, the image of that page is stored. The CPU 16 reads out one page of image information from the memory 15 and sends the one page of image information signaled to the printer controller 17. Upon receiving the image information of one page from the CPU 16, the printer controller 17 controls the printer 18 to record the image information of the page. The CPU 16 is a printer
While recording by 18, the next page is being received.
The image is received and recorded as described above.
【0030】[0030]
実施例1 アルミ支持体上にN−メトキシメチル化6ナイロン(重
量平均分子量3万5千)6gとアルコ−ル可溶性共重合
ナイロン(重量平均分子量3万5千)10gをメタノ−
ル75gに溶解した液をマイヤ−バ−で塗布し、乾燥後
の膜厚が1μmの下引き層を形成した。Example 1 6 g of N-methoxymethylated 6-nylon (weight average molecular weight 35,000) and 10 g of alcohol-soluble copolymerized nylon (weight-average molecular weight 35,000) were methanol-coated on an aluminum support.
The solution dissolved in 75 g of the resin was applied with a Mayer bar to form an undercoat layer having a film thickness after drying of 1 μm.
【0031】次にチタニルオキシフタロシアニン5gを
シクロヘキサノン160gにフェノキシ樹脂3gを溶か
した液に加え、ボ−ルミルで16時間分散した。この分
散液を先に形成した下引き層の上に乾燥後の膜厚が0.
15μmとなるようにブレ−ドコ−ティング法で塗布
し、乾燥して電荷発生層を形成した。Next, 5 g of titanyloxyphthalocyanine was added to a solution prepared by dissolving 3 g of phenoxy resin in 160 g of cyclohexanone, and dispersed by a ball mill for 16 hours. A film thickness after drying of this dispersion on the undercoat layer previously formed was 0.1.
The charge generation layer was formed by coating with a blade coating method to a thickness of 15 μm and drying.
【0032】次に、前記化合物例13のフルオレン化合
物9gをポリカ−ボネ−トZ型樹脂(重量平均分子量5
万5千)10gをクロロベンゼン70gに溶解し、これ
を電荷発生層の上に乾燥後の膜厚が19μmとなるよう
にブレ−ドコ−ティング法で塗布し、乾燥して電荷輸送
層を形成し、実施例1の電子写真感光体を作成した。Next, 9 g of the fluorene compound of Compound Example 13 was added to a polycarbonate Z type resin (weight average molecular weight 5
5,000) 10 g was dissolved in 70 g of chlorobenzene, and this was applied on the charge generation layer by a blade coating method so that the film thickness after drying was 19 μm, and dried to form a charge transport layer. An electrophotographic photosensitive member of Example 1 was prepared.
【0033】作成した電子写真感光体に−5KVのコロ
ナ放電を行った。この時の表面電位(初期電位V0 )を
測定した。さらにこの感光体を1秒間暗所で放置した後
の表面電位を測定した。感度は暗減衰した後の電位V1
を1/6に減衰するのに必要な露光量(E1/6:μJ
/cm2 )を測定することによって評価した。この際、
光源としてガリウム/アルミニウム/ヒ素の三元系半導
体レ−ザ−(出力:5mW、発振波長780nm)を用
いた。The prepared electrophotographic photosensitive member was subjected to corona discharge of -5 KV. The surface potential (initial potential V 0 ) at this time was measured. Further, the surface potential of this photoreceptor was measured after leaving it in the dark for 1 second. The sensitivity is the potential V 1 after dark decay.
Exposure amount (E1 / 6: μJ
/ Cm 2 ) was measured to evaluate. On this occasion,
A gallium / aluminum / arsenic ternary semiconductor laser (output: 5 mW, oscillation wavelength 780 nm) was used as a light source.
【0034】次に同上の半導体レ−ザ−を備えた反転現
像方式の電子写真方式プリンタ−であるレ−ザ−ビ−ム
プリンタ−(商品名LBP−SXの改造機、キヤノン
(株)製)に作成した電子写真感光体を取り付けて、転
写電流OFF時の一次帯電電圧をVa1とし、転写電流O
N時の一次帯電電圧をVa2として、転写メモリ−(Va1
−Va2)を測定し、その後画像形成試験を行った。条件
は、一次帯電後の表面電位を−700V、像露光後の表
面電位を−150V(露光量1.2μJ/cm2)、転
写電位を+700V、現像極性を負極性、プロセススピ
−ドを47mm/sec、現像条件(現像バイアス)を
−450V、像露光後スキャン方式をイメ−ジスキャ
ン、一次帯電前露光を8.1ルックス/秒の赤色全面露
光、画像形成はレ−ザ−ビ−ムを文字信号および画像信
号に従ってラインスキャンして行ったが、文字、信号と
もに良好なプリントが得られた。Next, a laser beam printer which is an electrophotographic printer of the reversal development system equipped with the semiconductor laser as above (a modified model of LBP-SX under the trade name, manufactured by Canon Inc.) ), The electrophotographic photosensitive member prepared in (1) is attached, the primary charging voltage when the transfer current is OFF is set to V a1 , and the transfer current O
When the primary charging voltage at N is V a2 , the transfer memory − (V a1
-V a2) were measured, it was then image formation test. The conditions are as follows: surface potential after primary charging is -700 V, surface potential after image exposure is -150 V (exposure amount 1.2 μJ / cm 2 ), transfer potential is +700 V, developing polarity is negative, and process speed is 47 mm. / Sec, development conditions (development bias) of -450 V, post-image exposure scanning method of image scan, pre-priming charging exposure of 8.1 lux / sec red full-area exposure, image formation with laser beam Line scanning was performed according to the character signal and the image signal, and good prints were obtained for both the character and the signal.
【0035】また、感光層のクラックの促進試験とし
て、前記作成した電子写真感光体の表面に指油を付着さ
せ、常温常圧下で4時間放置し、感光層にクラックが生
じているか否かを観察した。さらに、電荷輸送化合物の
結晶かの促進試験として、前記作成した電子写真感光体
の表面に指油を付着させ、45℃で4日間放置して電荷
輸送化合物の結晶かが生じているか否かを観察した。Further, as a test for promoting the cracking of the photosensitive layer, finger oil was adhered to the surface of the electrophotographic photosensitive member prepared above and allowed to stand for 4 hours at room temperature and atmospheric pressure to check whether the photosensitive layer was cracked or not. I observed. Further, as a test for accelerating the formation of crystals of the charge transport compound, finger oil was attached to the surface of the electrophotographic photosensitive member prepared above, and left at 45 ° C. for 4 days to determine whether crystals of the charge transport compound were generated. I observed.
【0036】実施例2〜8 実施例1で用いた化合物例13のフルオレン化合物に代
えて、他の化合物例のフルオレン化合物を用いた他は、
実施例1と同様にして実施例2〜8に対応する電子写真
感光体を作成した。各感光体の電子写真特性、転写メモ
リ−、感光層のクラックおよび電荷輸送化合物の結晶化
の評価を実施例1と同様の方法によって行った。結果を
表8および9に示す。Examples 2 to 8 Other than using the fluorene compound of the other compound example instead of the fluorene compound of the compound example 13 used in Example 1,
Electrophotographic photoreceptors corresponding to Examples 2 to 8 were prepared in the same manner as in Example 1. The electrophotographic characteristics, transfer memory, cracks in the photosensitive layer and crystallization of the charge transport compound of each photoreceptor were evaluated by the same method as in Example 1. The results are shown in Tables 8 and 9.
【0037】比較例1〜5 実施例1で用いた化合物例13のフルオレン化合物に代
えて、下記構造式で示す化合物A〜Eを用いた他は、実
施例1と同様にして比較例1〜5に対応する電子写真感
光体を作成した。各感光体の電子写真特性、転写メモリ
−、感光層のクラックおよび電荷輸送化合物の結晶化の
評価を実施例1と同様の方法によって行った。結果を表
8および9に示す。 化合物AComparative Examples 1 to 5 Comparative Examples 1 to 5 were performed in the same manner as in Example 1 except that the compounds A to E represented by the following structural formulas were used instead of the fluorene compound of Compound Example 13 used in Example 1. An electrophotographic photosensitive member corresponding to No. 5 was prepared. The electrophotographic characteristics, transfer memory, cracks in the photosensitive layer and crystallization of the charge transport compound of each photoreceptor were evaluated by the same method as in Example 1. The results are shown in Tables 8 and 9. Compound A
【化3】 化合物B[Chemical 3] Compound B
【化4】 化合物C[Chemical 4] Compound C
【化5】 化合物D[Chemical 5] Compound D
【化6】 化合物E[Chemical 6] Compound E
【化7】 [Chemical 7]
【0038】[0038]
【表8】 [Table 8]
【表9】 [Table 9]
【0039】実施例9 下記構造式のジスアゾ顔料5gをブチラ−ル樹脂(ブチ
ラ−ル化度63モル%)2.5gをシクロヘキサノン9
0ミリリットルに溶解した液と共にサンドミルで16時
間分散し、塗工液を調製した。Example 9 2.5 g of a disazo pigment having the following structural formula was added to 2.5 g of a butyral resin (degree of butyralization: 63 mol%) to cyclohexanone 9:
A coating solution was prepared by dispersing the solution dissolved in 0 ml with a sand mill for 16 hours.
【化8】 [Chemical 8]
【0040】この塗工液をアルミシ−ト上に乾燥後の膜
厚が0.1μmとなるようにマイヤ−バ−で塗布し、電
荷発生層を形成した。This coating solution was applied onto an aluminum sheet with a Mayer bar so that the film thickness after drying was 0.1 μm, to form a charge generation layer.
【0041】次に電荷輸送物質として化合物例2のフル
オレン化合物9gとポリカ−ボネ−ト(重量平均分子量
3万5千)12.0gをクロロベンゼン70gに溶解
し、この液を先の電荷発生層の上にマイヤ−バ−で塗布
し、乾燥後膜厚が18μmの電荷輸送層を形成し、電子
写真感光体を作成した。Next, 9 g of the fluorene compound of Compound Example 2 as a charge transport material and 12.0 g of polycarbonate (weight average molecular weight of 35,000) were dissolved in 70 g of chlorobenzene, and this solution was used as the charge generation layer. After coating with a Mayer bar and drying, a charge transport layer having a film thickness of 18 μm was formed to prepare an electrophotographic photoreceptor.
【0042】作成した電子写真感光体を静電複写紙試験
装置(商品名Model SP−428、川口電機
(株)製)を用いてスタチック方式で−5KVでコロナ
帯電し、暗所で1秒間保持した後、照度20ルックスで
露光し、帯電特性を測定した。帯電特性としては、表面
電位V0 と1秒間暗減衰させたときの電位V1 を1/5
に減衰するのに必要な露光量(E1/5)を測定した。The produced electrophotographic photosensitive member was corona-charged at -5 KV by a static method using an electrostatic copying paper tester (trade name: Model SP-428, manufactured by Kawaguchi Denki Co., Ltd.) and kept in the dark for 1 second. After that, exposure was carried out with an illuminance of 20 lux and the charging characteristics were measured. As the charging characteristics, the surface potential V 0 and the potential V 1 when dark-decayed for 1 second are 1/5.
The amount of exposure (E1 / 5) required to attenuate the light was measured.
【0043】さらに、繰り返し使用したときの明部電位
と暗部電位の変動を測定するために、作成した電子写真
感光体をPPC複写機(商品名NP−3825、キヤノ
ン(株)製)の感光体ドラム用シリンダ−に貼り付け
て、同機で5千枚複写を行い、初期と5千枚複写後の明
部電位VL の変動分△VL および暗部電位VD の変動分
△VD を測定した。なお、初期のVD とVL はそれぞれ
−700V、−200Vとなるように設定した。また、
感光層のクラックおよび電荷輸送化合物の結晶化の促進
試験を実施例1と同様の方法で行った。結果を表10お
よび11に示す。Further, in order to measure the fluctuations in the light potential and the dark potential when repeatedly used, the prepared electrophotographic photoconductor was used as a photoconductor of a PPC copying machine (trade name NP-3825, manufactured by Canon Inc.). drum cylinder - affixed to perform 5,000 sheet copying in the aircraft, measured variation △ V D of the initial and 5,000 sheets variation of light-area potential V L after copying △ V L and the dark potential V D did. The initial V D and V L were set to -700V and -200V, respectively. Also,
A test for promoting cracking of the photosensitive layer and crystallization of the charge transport compound was conducted in the same manner as in Example 1. The results are shown in Tables 10 and 11.
【0044】実施例10〜13 実施例9で用いた化合物例2のフルオレン化合物に代え
て、他の化合物例のフルオレン化合物を用いた他は、実
施例9と同様にして実施例10〜13に対応する電子写
真感光体を作成した。各感光体の電子写真特性、転写メ
モリ−、感光層のクラックおよび電荷輸送化合物の結晶
化の評価を実施例1と同様の方法によって行った。結果
を表10および11に示す。Examples 10 to 13 Examples 10 to 13 were carried out in the same manner as in Example 9 except that the fluorene compound of Example 2 was used instead of the fluorene compound of Example 2 of compound used in Example 9. A corresponding electrophotographic photoreceptor was prepared. The electrophotographic characteristics, transfer memory, cracks in the photosensitive layer and crystallization of the charge transport compound of each photoreceptor were evaluated by the same method as in Example 1. The results are shown in Tables 10 and 11.
【0045】比較例6〜10 実施例9で用いた化合物例2のフルオレン化合物に代え
て、前記化合物A〜Eを用いた他は、実施例9と同様に
して比較例6〜10に対応する電子写真感光体を作成し
た。各感光体の電子写真特性、転写メモリ−、感光層の
クラックおよび電荷輸送化合物の結晶化の評価を実施例
1と同様の方法によって行った。結果を表10および1
1に示す。Comparative Examples 6 to 10 Corresponding to Comparative Examples 6 to 10 in the same manner as in Example 9 except that the compounds A to E were used instead of the fluorene compound of Compound Example 2 used in Example 9. An electrophotographic photoreceptor was created. The electrophotographic characteristics, transfer memory, cracks in the photosensitive layer and crystallization of the charge transport compound of each photoreceptor were evaluated by the same method as in Example 1. The results are shown in Tables 10 and 1.
Shown in 1.
【表10】 [Table 10]
【表11】 [Table 11]
【0046】実施例14 4−(4−ジメチルアミノフェノ−ル)−2,6−ジフ
ェニルチアピリリウムパ−クロレ−ト4gと化合物例4
5のフルオレン化合物6gを共重合ポリエステル(重量
平均分子量3万8千)のトルエン(40重量部)−ジオ
キサン(60重量部)溶液90gに混合し、ボ−ルミル
で48時間分散した。この分散液をアルミシ−ト上にマ
イヤ−バ−で塗布し、120℃で1時間乾燥させ、15
μmの膜厚の感光層を形成し、電子写真感光体を作成し
た。Example 14 4- (4-Dimethylaminophenol) -2,6-diphenylthiapyrylium perchlorate (4 g) and Compound Example 4
6 g of the fluorene compound of 5 was mixed with 90 g of a toluene (40 parts by weight) -dioxane (60 parts by weight) solution of a copolyester (weight average molecular weight of 38,000), and the mixture was dispersed by a ball mill for 48 hours. This dispersion was applied on an aluminum sheet with a Mayer bar and dried at 120 ° C. for 1 hour.
An electrophotographic photoreceptor was prepared by forming a photosensitive layer having a thickness of μm.
【0047】作成した電子写真感光体の初期特性を実施
例9と同様の方法で測定したところV0 :−702V、
V1 :−695、E1/5:3.8ルックス・秒であっ
た。また実施例1と同様に感光層のクラックおよび電荷
輸送物質の結晶化の促進試験を行ったところ、クラック
に関しては4時間後でも全く認められず、結晶化に関し
ても4日間後でも全く認められなかった。The initial characteristics of the electrophotographic photosensitive member thus prepared were measured by the same method as in Example 9 to obtain V 0 : -702V,
V 1: -695, E1 / 5 : was 3.8 lux-seconds. Further, when a test for promoting cracking of the photosensitive layer and crystallization of the charge-transporting substance was conducted in the same manner as in Example 1, no crack was observed even after 4 hours, and no crystallization was observed even after 4 days. It was
【0048】[0048]
【発明の効果】本発明の電子写真感光体は、感光層に特
定構造のフルオレン化合物を含有することにより、高感
度、繰り返し帯電、露光による連続画像形成に際して、
明部電位と暗部電位の変動が小さく、耐久性に優れ、さ
らに反転現像系においても転写メモリ−が極めて小さ
く、かつ画像欠陥を生じる感光層のクラックや電荷輸送
化合物の結晶化が極めて起こりにくいという顕著な効果
を奏し、さらに該電子写真感光体を備えた電子写真装置
並びにファクシミリにおいても同様の顕著な効果を奏す
る。EFFECT OF THE INVENTION The electrophotographic photoreceptor of the present invention contains a fluorene compound having a specific structure in the photosensitive layer, so that high sensitivity, repetitive charging, and continuous image formation by exposure can be achieved.
It is said that the fluctuation of the light potential and the dark potential is small, the durability is excellent, the transfer memory is very small even in the reversal development system, and the crack of the photosensitive layer causing the image defect and the crystallization of the charge transport compound are extremely unlikely to occur. Notable effects are exhibited, and similar effects are also exhibited in an electrophotographic apparatus and a facsimile equipped with the electrophotographic photosensitive member.
【図1】 一般的な転写式電子写真装置の概略構成図で
ある。FIG. 1 is a schematic configuration diagram of a general transfer type electrophotographic apparatus.
【図2】 電子写真装置をプリンタ−として使用したフ
ァクシミリのブロック図である。FIG. 2 is a block diagram of a facsimile using the electrophotographic apparatus as a printer.
1 像担持体としてのドラム型感光体(本発明の電子
写真感光体) 2 コロナ帯電装置 3 露光部 4 現像手段 5 転写手段 6 クリ−ニング手段 7 前露光手段 8 像定着手段 L 光像露光 P 像転写を受けた転写材 9 画像読取部 10 コントロ−ラ− 11 受信回路 12 送信回路 13 電話 14 回線 15 画像メモリ 16 CPU 17 プリンタコントロ−ラ 18 プリンタ−DESCRIPTION OF SYMBOLS 1 Drum type photoconductor as an image carrier (electrophotographic photoconductor of the present invention) 2 Corona charging device 3 Exposure part 4 Developing means 5 Transfer means 6 Cleaning means 7 Pre-exposure means 8 Image fixing means L Optical image exposure P Transfer material having received image transfer 9 Image reading unit 10 Controller 11 Receiver circuit 12 Transmitter circuit 13 Telephone 14 Line 15 Image memory 16 CPU 17 Printer controller 18 Printer-
───────────────────────────────────────────────────── フロントページの続き (72)発明者 金丸 哲郎 東京都大田区下丸子3丁目30番2号 キヤ ノン株式会社内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Tetsuro Kanamaru 3-30-2 Shimomaruko, Ota-ku, Tokyo Canon Inc.
Claims (3)
物を含有する感光層を有することを特徴とする電子写真
感光体。一般式(1) 【化1】 式中、R1 は水素原子、ハロゲン原子、置換基を有して
もよいアルキル基、アラルキル基、アミノ基、アルコキ
シ基または水酸基を示し、Ar1 およびAr2は置換基
を有してもよい芳香環基または複素環基を示し、nは2
〜10の整数である。1. An electrophotographic photoreceptor having a photosensitive layer containing a fluorene compound represented by the following general formula (1). General formula (1) In the formula, R 1 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an aralkyl group, an amino group, an alkoxy group or a hydroxyl group, and Ar 1 and Ar 2 may have a substituent. Represents an aromatic ring group or a heterocyclic group, n is 2
It is an integer of -10.
電子写真装置。2. An electrophotographic apparatus provided with the electrophotographic photosensitive member according to claim 1.
電子写真装置およびリモ−ト端末からの画像情報を受信
する手段を有するファクシミリ。3. A facsimile having an electrophotographic apparatus equipped with the electrophotographic photosensitive member according to claim 1 and means for receiving image information from a remote terminal.
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JP4274881A JP2981348B2 (en) | 1992-09-21 | 1992-09-21 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4274881A JP2981348B2 (en) | 1992-09-21 | 1992-09-21 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
Publications (2)
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JPH06102683A true JPH06102683A (en) | 1994-04-15 |
JP2981348B2 JP2981348B2 (en) | 1999-11-22 |
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JP4274881A Expired - Lifetime JP2981348B2 (en) | 1992-09-21 | 1992-09-21 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
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US7598667B2 (en) | 2003-05-15 | 2009-10-06 | Idemitsu Kosan Co., Ltd. | Arylamine compound and organic electroluminescence device containing the same |
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-
1992
- 1992-09-21 JP JP4274881A patent/JP2981348B2/en not_active Expired - Lifetime
Cited By (11)
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---|---|---|---|---|
US7598667B2 (en) | 2003-05-15 | 2009-10-06 | Idemitsu Kosan Co., Ltd. | Arylamine compound and organic electroluminescence device containing the same |
US20150179940A1 (en) * | 2012-07-23 | 2015-06-25 | Merck Patent Gmbh | Compounds and organic electronic devices |
JP2015530364A (en) * | 2012-07-23 | 2015-10-15 | メルク パテント ゲーエムベーハー | Fluorene and organic electronic devices containing them |
JP2018008939A (en) * | 2012-07-23 | 2018-01-18 | メルク パテント ゲーエムベーハー | Fluorenes and organic electronic devices containing them |
US9882142B2 (en) | 2012-07-23 | 2018-01-30 | Merck Patent Gmbh | Compounds and organic electronic devices |
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US11641775B2 (en) | 2012-07-23 | 2023-05-02 | Merck Patent Gmbh | Compounds and organic electronic devices |
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US20180190904A1 (en) * | 2014-07-11 | 2018-07-05 | Idemitsu Kosan Co.,Ltd. | Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device |
US10854822B2 (en) * | 2014-07-11 | 2020-12-01 | Idemitsu Kosan Co., Ltd. | Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device |
US10944057B2 (en) | 2014-07-11 | 2021-03-09 | Idemitsu Kosan Co., Ltd. | Compound, material for organic electroluminescence devices, organic electroluminescence device, and electronic equipment |
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