JPH1090919A - Electrophotographic photoreceptor - Google Patents
Electrophotographic photoreceptorInfo
- Publication number
- JPH1090919A JPH1090919A JP26255796A JP26255796A JPH1090919A JP H1090919 A JPH1090919 A JP H1090919A JP 26255796 A JP26255796 A JP 26255796A JP 26255796 A JP26255796 A JP 26255796A JP H1090919 A JPH1090919 A JP H1090919A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- photoreceptor
- group
- layer
- carrier
- 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.)
- Pending
Links
Landscapes
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は静電潜像を形成させ
るための電子写真感光体に関する。詳しくは、耐オゾ
ン、耐NOx性に優れた電子写真感光体に関するもので
ある。The present invention relates to an electrophotographic photosensitive member for forming an electrostatic latent image. More specifically, the present invention relates to an electrophotographic photosensitive member having excellent resistance to ozone and NOx.
【0002】[0002]
【従来の技術】従来、電子写真感光体としては、セレ
ン、酸化亜鉛、硫化カドミウム、シリコン等の無機光導
電性化合物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。しかし、これらは感度、熱安
定性、耐湿性、耐久性等において必ずしも満足し得るも
のではなく、また一部の無機感光体では感光体中に人体
に有害な物質を含むため、廃棄に際しての問題がある。2. Description of the Related Art Conventionally, as an electrophotographic photosensitive member, an inorganic photosensitive member having a photosensitive layer mainly composed of an inorganic photoconductive compound such as selenium, zinc oxide, cadmium sulfide, and silicon has been widely used. However, these are not always satisfactory in sensitivity, thermal stability, moisture resistance, durability, and the like. In addition, some inorganic photoreceptors contain substances that are harmful to the human body in the photoreceptor, and thus pose a problem in disposal. There is.
【0003】これら無機感光体の持つ欠点を克服する目
的で様々な有機光導電性化合物を主成分とする感光層を
有する有機感光体の研究・開発が近年盛んに行われてい
る。とくにキャリア発生機能とキャリア輸送機能とを異
なる物質にそれぞれ分担させた機能分離型の感光体は、
それぞれの材料を広い範囲から選択することができ、任
意の性能を有する感光体を比較的容易に作成し得ること
から多くの研究がなされており、一部実用に供されてい
るものがある。In order to overcome the disadvantages of these inorganic photoconductors, research and development of organic photoconductors having a photosensitive layer containing various organic photoconductive compounds as main components have been actively conducted in recent years. In particular, a function-separated type photoconductor in which the carrier generation function and the carrier transport function are assigned to different substances, respectively,
Since various materials can be selected from a wide range, and a photoreceptor having an arbitrary performance can be relatively easily produced, much research has been made, and some of them have been put to practical use.
【0004】このような有機感光体の表面層には、コロ
ナ帯電、トナー現像、紙への転写及びクリーニング処理
等の電気的、機械的外力が加えられるため、それらに対
する耐久性が要求される。とくに感光体の劣化に関わる
因子として、1)コロナ帯電時に発生するオゾン、窒素
酸化物(NOx)等の放電生成物が原因となる劣化、及
び 2)トナーまたはその構成成分及び紙粉等が感光体
表面に付着すること(フィルミング)が原因となる劣
化、の2つが考えられており、実際の複写機、プリンタ
ー画像ではこれらが複雑に絡み合って文字太り、画像ボ
ケ、画像抜け、黒ポチ等の画像異常となって現れてく
る。The surface layer of such an organic photoreceptor is subjected to electrical and mechanical external forces such as corona charging, toner development, transfer to paper, and cleaning, so that it is required to have durability against these. In particular, as factors related to the deterioration of the photoconductor, 1) deterioration caused by discharge products such as ozone and nitrogen oxide (NOx) generated during corona charging, and 2) toner or its constituent components and paper powder are exposed to light. Degradation caused by adhesion to the body surface (filming) is considered. In actual images of copiers and printers, these are intertwined in a complicated manner, causing fat characters, blurred images, missing images, black spots, etc. Appears as an image abnormality.
【0005】このような感光体劣化に対するメカニズム
が多方面から検討され、例えば以下のような技術的対策
が提案されている。例えば特定のヒンダートアミン、ヒ
ンダートフェノール化合物を酸化防止剤として感光体に
添加する方法が特開昭63−18355号、同63−7
3255号に記載されている。また特定の酸化防止剤と
含フッ素ポリカーボネート樹脂バインダーの組み合わせ
が特開平2−132450号に記載されている。The mechanism for such photoreceptor deterioration has been studied from various aspects, and for example, the following technical measures have been proposed. For example, a method of adding a specific hindered amine or a hindered phenol compound to a photoreceptor as an antioxidant is disclosed in JP-A-63-18355 and JP-A-63-7.
No. 3255. A combination of a specific antioxidant and a fluorine-containing polycarbonate resin binder is described in JP-A-2-132450.
【0006】しかしながら、これらの添加剤ではオゾ
ン、NOx等の影響は低減されるが、感度、残留電位は
悪化してしまうことがあること、また近年、感光体の高
感度化に伴い、より高速で高耐刷の複写機、プリンター
への搭載が要求されるようになったこと、複写機やプリ
ンターの小型化が進み、放電生成物の感光体周辺からの
除去が難しくなったこと等により、従来の感光体では耐
久性が不十分となっている。However, these additives reduce the influence of ozone, NOx, etc., but may deteriorate the sensitivity and residual potential. The need for mounting on high-duty copiers and printers has increased, and miniaturization of copiers and printers has made it difficult to remove discharge products from around photoconductors. Conventional photoconductors have insufficient durability.
【0007】[0007]
【発明が解決しようとする課題】本発明の目的は上記問
題点に鑑み、繰り返し使用しても帯電電位、感度、残留
電位等の電気特性が変化せず、また画像ボケ等の画像特
性も安定した、且つフィルミングがみられず耐久性の優
れた電子写真感光体を提供することにある。SUMMARY OF THE INVENTION In view of the above problems, it is an object of the present invention to keep the electrical characteristics such as charging potential, sensitivity and residual potential unchanged even after repeated use, and to stabilize image characteristics such as image blur. An object of the present invention is to provide an electrophotographic photoreceptor which has excellent film durability without filming.
【0008】[0008]
【課題を解決するための手段】本発明者等は以上の目的
を達成すべく鋭意検討を重ねた結果、特定の一般式
(A)で示される化合物が電子写真感光体の優れた有効
成分として働き得ることを見いだし、本発明を完成した
ものである。すなわち本発明の上記目的は、導電性支
持体上に少なくともキャリア発生物質およびキャリア輸
送物質を含有する感光層を設けた電子写真感光体におい
て、前記電子写真感光体は、下記一般式(A)で示され
る化合物を含有することを特徴とする電子写真感光体、
一般式(A)で示される化合物は、感光体を構成する
表面層に含有されている前記記載の電子写真感光体に
よって達成される。Means for Solving the Problems The present inventors have made intensive studies to achieve the above object, and as a result, a compound represented by the general formula (A) has been found to be an excellent active ingredient for an electrophotographic photoreceptor. They have found that they can work and have completed the present invention. That is, the object of the present invention is to provide an electrophotographic photosensitive member in which a photosensitive layer containing at least a carrier generating substance and a carrier transporting substance is provided on a conductive support, wherein the electrophotographic photosensitive member is represented by the following general formula (A): An electrophotographic photoreceptor, characterized by containing the compound represented by
The compound represented by the general formula (A) is achieved by the above-mentioned electrophotographic photosensitive member contained in a surface layer constituting the photosensitive member.
【0009】[0009]
【化2】 Embedded image
【0010】一般式(A)中、Rfはn価の炭素数2〜
10の含フッ素炭化水素残基を表し、Rはアルキル基、
アルケニル基、アラルキル基またはアシル基を表す。ま
たnは1または2を表す。In the general formula (A), Rf is an n-valent carbon number of 2 to 2.
Represents a fluorine-containing hydrocarbon residue of 10, R is an alkyl group,
Represents an alkenyl group, an aralkyl group or an acyl group. N represents 1 or 2.
【0011】Rfの含フッ素炭化水素残基としては、脂
肪族又は芳香族のものが好ましく、具体例としてはペン
タフルオロエチル、トリデカフルオロヘキシル、ヘプタ
デカフルオロオクチル、ヘキサフルオロプロピレン等の
パーフルオルアルキル基、またはヘキサフルオロフェニ
ル、テトラフルオロフェニレン、ビス(トリフルオロメ
チル)フェニル等のフッ素置換フェニル基等をあげるこ
とができる。またRのアルキル基、アラルキル基として
はメチル基、エチル基、ブチル基、ベンジル基、アルケ
ニル基としては、プロペニル基等の炭素数2〜10のア
ルケニル基などをあげることができる。アシル基として
はアセチル基、ベンゾイル基、クロトニル基等をあげる
ことができる。The fluorine-containing hydrocarbon residue for Rf is preferably an aliphatic or aromatic one, and specific examples thereof include perfluoro such as pentafluoroethyl, tridecafluorohexyl, heptadecafluorooctyl, and hexafluoropropylene. Examples thereof include an alkyl group, and a fluorine-substituted phenyl group such as hexafluorophenyl, tetrafluorophenylene, and bis (trifluoromethyl) phenyl. Examples of the alkyl group and aralkyl group of R include a methyl group, an ethyl group, a butyl group and a benzyl group, and examples of the alkenyl group include an alkenyl group having 2 to 10 carbon atoms such as a propenyl group. Examples of the acyl group include an acetyl group, a benzoyl group and a crotonyl group.
【0012】次に、一般式(A)で示される本発明の化
合物の具体例について述べるが、これによって本発明の
化合物が限定されるものではない。Next, specific examples of the compound of the present invention represented by the general formula (A) will be described, but the compound of the present invention is not limited thereto.
【0013】[0013]
【化3】 Embedded image
【0014】[0014]
【化4】 Embedded image
【0015】[0015]
【化5】 Embedded image
【0016】[0016]
【化6】 Embedded image
【0017】[0017]
【化7】 Embedded image
【0018】[0018]
【化8】 Embedded image
【0019】本発明の化合物は次のような方法で容易に
合成できる。 合成例1(例示化合物No.15の合成) N−(2′−プロペニル)−2,2,6,6−テトラメ
チル−4−ピペリジノール(9.9g;0.05モル)
をピリジン(100ml)に溶解し、室温にて攪拌下、
ペンタフルオロ安息香酸クロライド(11.5g;0.
05モル)を滴下する。3時間同温度で反応させた後、
反応物を1%炭酸ナトリウム水溶液(400ml)に注
ぎトルエンにて有機物を抽出する。トルエン層を水洗
後、硫酸ナトリムにて乾燥する。トルエンを除去した
後、残渣をシリカゲルカラム(溶離液ヘキサン:酢酸エ
チル=19:1)にて精製して、例示化合物No.15
を得る。(15.8g;収率81%)The compound of the present invention can be easily synthesized by the following method. Synthesis Example 1 (Synthesis of Exemplified Compound No. 15) N- (2′-propenyl) -2,2,6,6-tetramethyl-4-piperidinol (9.9 g; 0.05 mol)
Was dissolved in pyridine (100 ml) and stirred at room temperature.
Pentafluorobenzoic acid chloride (11.5 g;
(0.5 mol). After reacting at the same temperature for 3 hours,
The reaction product is poured into a 1% aqueous sodium carbonate solution (400 ml), and organic substances are extracted with toluene. After washing the toluene layer with water, it is dried with sodium sulfate. After removing the toluene, the residue was purified by a silica gel column (eluent hexane: ethyl acetate = 19: 1) to give Exemplified Compound No. Fifteen
Get. (15.8 g; 81% yield)
【0020】合成例2(例示化合物No.17の合成) 4−ペンタフルオロベンゾイルオキシ−2,2,6,6
−テトラメチルピペリジン(7.0g;0.02モル)
を無水酢酸(30ml)に加え、2時間加熱還流下、反
応させる。反応後、反応物を氷水(150ml)に注
ぎ、攪拌する。析出した結晶を濾取し、水洗・乾燥した
後、エタノール:水の混合溶剤より再結晶して、例示化
合物No.17を得る。(5.5g;収率70%)Synthesis Example 2 (Synthesis of Exemplified Compound No. 17) 4-Pentafluorobenzoyloxy-2,2,6,6
-Tetramethylpiperidine (7.0 g; 0.02 mol)
Is added to acetic anhydride (30 ml) and reacted under heating and reflux for 2 hours. After the reaction, the reaction is poured into ice water (150 ml) and stirred. The precipitated crystals were collected by filtration, washed with water and dried, and then recrystallized from a mixed solvent of ethanol and water. 17 is obtained. (5.5 g; yield 70%)
【0021】本発明の化合物は、電子写真感光体を構成
する任意の層、キャリア輸送層、キャリア発生層等に含
有させられるが、好ましくは、構成する層の表面層、即
ち、導電性支持体から最も離れた層に含有させられる。
その表面層は、保護層であってもよく、表面層を構成す
るキャリア輸送層であってもよい。The compound of the present invention may be contained in any of the layers constituting the electrophotographic photoreceptor, the carrier transporting layer, the carrier generating layer and the like. Preferably, the surface layer of the constituting layers, ie, the conductive support In the layer furthest away from
The surface layer may be a protective layer or a carrier transporting layer constituting the surface layer.
【0022】本発明の化合物を添加した電子写真感光体
は優れた電子写真特性を有し、コロナ帯電等で発生する
放電生成物の影響を制御し、またトナー、紙粉等のフィ
ルミングも低減して、繰り返し使用しても安定した電位
特性及び画像を提供する耐久性の高い感光体である。The electrophotographic photoreceptor to which the compound of the present invention is added has excellent electrophotographic properties, controls the effects of discharge products generated by corona charging, and reduces filming of toner, paper powder, and the like. Thus, a highly durable photosensitive member that provides stable potential characteristics and images even when used repeatedly.
【0023】本発明に係る感光体の層構成はキャリア発
生物質とキャリア輸送物質とがバインダー樹脂中に分散
された単層構成でもよく、またキャリア発生物質を含む
キャリア発生層とキャリア輸送物質を含むキャリア輸送
層が積層された構成でもよい。この積層構造の場合、い
ずれの層が最表面層側であってもよい。また必要に応じ
て導電性支持体と感光層との間に中間層を設けてもよ
く、感光層上に保護層を設けてもよい。劣化が表面より
進行することとフィルミング性という感光体表面層の物
性に効果的であるので、本発明の化合物は感光層の最表
面層に添加するのが好ましい。また保護層を有するとき
には、これらの層に添加されるのが好ましい。The layer structure of the photoreceptor according to the present invention may be a single layer structure in which a carrier generating substance and a carrier transporting substance are dispersed in a binder resin, or may include a carrier generating layer containing a carrier generating substance and a carrier transporting substance. A configuration in which a carrier transport layer is stacked may be employed. In the case of this laminated structure, any layer may be on the outermost layer side. If necessary, an intermediate layer may be provided between the conductive support and the photosensitive layer, and a protective layer may be provided on the photosensitive layer. The compound of the present invention is preferably added to the outermost surface layer of the photosensitive layer because the deterioration proceeds from the surface and the filming property is effective for the physical properties of the photosensitive layer. When a protective layer is provided, it is preferably added to these layers.
【0024】本発明の化合物の添加量としてはその層
(単層の場合の感光層、積層感光層の場合の最表面層)
内の重量比で0.1〜20重量%、より好ましくは1〜
10重量%添加される。The amount of the compound of the present invention may be determined in the layer (the photosensitive layer in the case of a single layer, or the outermost surface layer in the case of a laminated photosensitive layer).
0.1 to 20% by weight, more preferably 1 to 20% by weight
10% by weight is added.
【0025】本発明に係る感光体に用いられるキャリア
発生物質としては公知のどのようなものでも使用できる
が、例えば種々のフタロシアニン化合物、アゾ化合物、
ピリリウム化合物、ペリレン系化合物、シアニン系化合
物、スクアリウム化合物、多環キノン化合物が使用でき
る。As the carrier-generating substance used in the photoreceptor of the present invention, any known substances can be used. For example, various phthalocyanine compounds, azo compounds,
Pyrylium compounds, perylene compounds, cyanine compounds, squarium compounds, and polycyclic quinone compounds can be used.
【0026】また本発明に係る感光体に用いられるキャ
リア輸送物質としては公知のどのようなものでも使用で
きるが、例えばトリアリールアミン化合物、トリアリー
ルアミンスリル化合物、ヒドラゾン化合物、ピラゾリン
化合物が使用できる。As the carrier transporting substance used in the photoreceptor according to the present invention, any known carrier transporting substance can be used. For example, a triarylamine compound, a triarylamine thrill compound, a hydrazone compound and a pyrazoline compound can be used.
【0027】また本発明に係る感光体に用いられるバイ
ンダー樹脂としては、例えばポリスチレン、アクリル樹
脂、メタクリル樹脂、塩化ビニル樹脂、酢酸ビニル樹
脂、ポリビニルブチラール樹脂、シリコーン変性ブチラ
ール樹脂、エポキシ樹脂、ポリウレタン樹脂、フェノー
ル樹脂、ポリエステル樹脂、アルキッド樹脂、ポリカー
ボネート樹脂、シリコン樹脂、メラミン樹脂ならびに、
これらの樹脂の繰り返し単位の内の2つ以上を含む共重
合体樹脂があげられる。またこれらの絶縁性樹脂の他、
ポリ−N−ビニルカルバゾール等の高分子有機半導体が
挙げられる。The binder resin used in the photoreceptor according to the present invention includes, for example, polystyrene, acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, polyvinyl butyral resin, silicone-modified butyral resin, epoxy resin, polyurethane resin, Phenol resin, polyester resin, alkyd resin, polycarbonate resin, silicone resin, melamine resin and
Copolymer resins containing two or more of these resin repeating units are exemplified. In addition to these insulating resins,
A high molecular organic semiconductor such as poly-N-vinyl carbazole is exemplified.
【0028】本発明の感光層は本発明の化合物を適当な
溶媒にバインダ樹脂、必要に応じてキャリア輸送物質及
び/又はキャリア発生物質と共に溶解または分散させた
分散液をアプリケーター、バーコーター、ディップコー
ター等を用いて塗布、乾燥して形成することができる。
分散液の調製に使用される溶媒としては、例えばトルエ
ン、キシレン等の炭化水素類;メチレンクロライド、
1,2−ジクロルエタン等のハロゲン化炭化水素;メチ
ルエチルケトン、シクロヘキサン等のケトン類;酢酸エ
チル、酢酸ブチル等のエステル類;メタノール、エタノ
ール、プロパノール、ブタノール、メチルセルソルブ、
エチルセルソルブ等のアルコール類及びこの誘導体;テ
トラヒドロフラン、1,4−ジオキサン等のエーテル
類;ピリジンやジエチルアミン等のアミン類;N,N−
ジメチルホルムアミド等のアミド類等の窒素化合物;そ
の他脂肪酸及びフェノール類;二酸化炭素や燐酸トリエ
チル等の硫黄、燐化合物等の1種または2種以上を用い
ることができる。The photosensitive layer of the present invention comprises a dispersion of the compound of the present invention dissolved or dispersed in a suitable solvent together with a binder resin and, if necessary, a carrier transporting substance and / or a carrier generating substance, as an applicator, bar coater or dip coater. It can be formed by coating and drying using the method described above.
Examples of the solvent used for preparing the dispersion include hydrocarbons such as toluene and xylene; methylene chloride,
Halogenated hydrocarbons such as 1,2-dichloroethane; ketones such as methyl ethyl ketone and cyclohexane; esters such as ethyl acetate and butyl acetate; methanol, ethanol, propanol, butanol, methyl cellosolve,
Alcohols such as ethyl cellosolve and derivatives thereof; ethers such as tetrahydrofuran and 1,4-dioxane; amines such as pyridine and diethylamine; N, N-
Nitrogen compounds such as amides such as dimethylformamide; other fatty acids and phenols; one or more of sulfur and phosphorus compounds such as carbon dioxide and triethyl phosphate can be used.
【0029】次に前記感光層を支持する導電性支持体と
しては、アルミニウム、ニッケルなどの金属板・金属ド
ラム、またはアルミニウム、酸化錫、酸化インジュウム
などを蒸着したプラスチックフィルム、または導電性物
質を塗布した紙・プラスチックフィルム・ドラム等を使
用することができる。Next, as a conductive support for supporting the photosensitive layer, a metal plate or a metal drum of aluminum, nickel, or the like, a plastic film on which aluminum, tin oxide, indium oxide, or the like is deposited, or a conductive material is applied. Paper, plastic films, drums, etc. can be used.
【0030】また本発明に係る感光体には、その他、必
要により感光層を保護する目的で紫外線吸収剤または感
色性補正の染料を添加してもよい。また本発明の化合物
に加え、他の酸化防止剤を併用して添加してもよい。The photoreceptor according to the present invention may further contain, if necessary, an ultraviolet absorber or a dye for correcting color sensitivity for the purpose of protecting the photosensitive layer. In addition to the compound of the present invention, another antioxidant may be used in combination.
【0031】[0031]
【実施例】以下、実施例を挙げる。尚、「部」とは特に
断りのない限り「重量部」を表わす。 実施例1 円筒形アルミニウム基体上に、ポリアミド樹脂「CM8
000」(東レ社製)15部をメタノール:n−ブタノ
ール=9:1の混合溶媒100部に溶解した中間層液を
浸漬塗布し、厚さ0.5μmの中間層を設けた。EXAMPLES Examples will be given below. Incidentally, “parts” means “parts by weight” unless otherwise specified. Example 1 A polyamide resin “CM8” was placed on a cylindrical aluminum substrate.
000 "(manufactured by Toray Industries, Inc.) in 100 parts of a mixed solvent of methanol: n-butanol = 9: 1 was applied by dip coating to form an intermediate layer having a thickness of 0.5 μm.
【0032】その上に、キャリア発生物質としてX線回
析におけるブラッグ角2θの9.5°、24.1°、2
7.2°にピークを有するチタニルフタロシアニン10
部、シリコーン変性ブチラール樹脂5部、酢酸t−ブチ
ル:メトキシメチルペンタノン=9:1 500部をサ
ンドグラインダーを用いて分散した液を浸漬塗布して、
膜厚0.3μmの電荷発生層を形成した。Further, as a carrier generating substance, a Bragg angle 2θ of 9.5 °, 24.1 °, 2
Titanyl phthalocyanine 10 having a peak at 7.2 °
Part, 5 parts of silicone-modified butyral resin, and 500 parts of t-butyl acetate: methoxymethylpentanone = 9: 1 dispersed with a sand grinder by dip coating.
A charge generation layer having a thickness of 0.3 μm was formed.
【0033】次いでキャリア輸送物質(P−1)75
部、本発明の例示化合物(No.8)5部、ポリカーボ
ネート樹脂「ユーピロンZ−200」(三菱瓦斯化学社
製)100部をTHF1500部に溶解した液を、キャ
リア発生層上に浸漬塗布して膜厚25μmのキャリア輸
送層を形成し、実施例感光体1を作製した。Next, the carrier transporting substance (P-1) 75
Part, Exemplified Compound (No. 8) of the present invention, 5 parts, and 100 parts of a polycarbonate resin "Iupilon Z-200" (manufactured by Mitsubishi Gas Chemical Co., Ltd.) dissolved in 1500 parts of THF were dip-coated on the carrier generating layer. A 25 μm-thick carrier transporting layer was formed to prepare Example Photoconductor 1.
【0034】実施例2 実施例1における例示化合物No.8をNo.13に変
えた他は、実施例1と同様にして実施例感光体2を作製
した。Example 2 Compound No. 1 in Example 1 was used. 8 as No. 8. Except for changing the sample No. 13, the example photoconductor 2 was manufactured in the same manner as the example 1.
【0035】実施例3 実施例1における例示化合物No.8をNo.15に変
えた他は、実施例1と同様にして実施例感光体3を作製
した。Example 3 The exemplified compound No. 1 in Example 1 was used. 8 as No. 8. A photoconductor 3 of Example 1 was prepared in the same manner as Example 1, except that the photoconductor 3 was changed to 15.
【0036】実施例4 実施例1における例示化合物No.8をNo.17に変
えた他は、実施例1と同様にして実施例感光体4を作製
した。Example 4 Compound No. 1 of Example 1 8 as No. 8. A photoconductor 4 of Example 1 was made in the same manner as Example 1 except that the number was changed to 17.
【0037】実施例5 実施例1における例示化合物No.8をNo.25に変
えた他は、実施例1と同様にして実施例感光体5を作製
した。Example 5 Compound No. 1 in Example 1 was used. 8 as No. 8. A photoconductor 5 of Example 1 was made in the same manner as Example 1 except that the photoconductor 5 was changed to 25.
【0038】比較例1 実施例1における例示化合物No.8を除いたことの他
は実施例1と同様にして比較例感光体1を作製した。Comparative Example 1 Compound No. 1 of Example 1 Comparative Example Photoconductor 1 was prepared in the same manner as in Example 1 except that No. 8 was removed.
【0039】比較例2 実施例1における例示化合物No.8を比較化合物AO
−1に変えた他は、実施例1と同様にして比較例感光体
2を作製した。Comparative Example 2 Exemplified Compound No. in Example 1 8 as Comparative Compound AO
A photosensitive member 2 of Comparative Example was prepared in the same manner as in Example 1 except that the value was changed to -1.
【0040】比較例3 実施例1における例示化合物No.8を比較化合物AO
−2に変えた他は、実施例1と同様にして比較例感光体
3を作製した。Comparative Example 3 Exemplified Compound No. in Example 1 8 as Comparative Compound AO
Comparative Example Photoconductor 3 was prepared in the same manner as in Example 1, except that the composition was changed to -2.
【0041】比較例4 実施例1における例示化合物No.8を比較化合物AO
−3に変えた他は、実施例1と同様にして比較例感光体
4を作製した。Comparative Example 4 Exemplified Compound No. in Example 1 8 as Comparative Compound AO
Comparative Example Photoconductor 4 was prepared in the same manner as in Example 1, except for changing to -3.
【0042】[0042]
【化9】 Embedded image
【0043】評価 各実施例、比較例で得られた感光体について、コニカ社
製デジタルコピー「Konica7050」に装着し、
高温高湿環境下(33℃;80%RH)にて五千回の実
写試験を行い、初期及び五千回繰り返し後の黒色電位V
b、灰色電位Vg、残留電位Vrを測定した。また上記
五千回実写後の複写画像の画像特性(ボケ)及び五千回
実写後の感光体表面を目視・顕微鏡観察した。Evaluation The photoconductors obtained in the respective Examples and Comparative Examples were mounted on a digital copy “Konica 7050” manufactured by Konica Corporation.
In a high-temperature, high-humidity environment (33 ° C .; 80% RH), 5,000 actual shooting tests were performed, and the black potential V at the initial stage and after 5,000 iterations
b, gray potential Vg and residual potential Vr were measured. Further, the image characteristics (blurring) of the copied image after 5,000 times actual shooting and the surface of the photoreceptor after 5,000 times actual shooting were visually and microscopically observed.
【0044】 の3段階法で評価し、 の3段階法で評価した。結果を表1に示す。[0044] Of the three-step method, Was evaluated by a three-step method. Table 1 shows the results.
【0045】[0045]
【表1】 [Table 1]
【0046】また、比較例1及び2の感光体では五千回
実写後の感光体表面にはフィルミングが観察されるのに
対し、実施例1〜5の感光体ではとくに感光体表面に付
着物は認められなかった。In the photoreceptors of Comparative Examples 1 and 2, filming was observed on the photoreceptor surface after actual photographing 5,000 times, whereas the photoreceptors of Examples 1 to 5 were particularly applied to the photoreceptor surface. No kimono was found.
【0047】[0047]
【発明の効果】以上のように、本発明の化合物を用いた
電子写真感光体は、繰り返し使用しても安定した電気特
性、画像特性を示し、耐久性に優れた電子写真感光体で
ある。As described above, the electrophotographic photoreceptor using the compound of the present invention exhibits stable electric characteristics and image characteristics even when used repeatedly, and is excellent in durability.
Claims (2)
物質およびキャリア輸送物質を含有する感光層を設けた
電子写真感光体において、前記電子写真感光体は、下記
一般式(A)で示される化合物を含有することを特徴と
する電子写真感光体。 【化1】 (式中、Rfはn価の炭素数2〜10の含フッ素炭化水
素残基を表し、Rはアルキル基、アルケニル基、アラル
キル基またはアシル基を表す。またnは1または2を表
す。)1. An electrophotographic photosensitive member having a photosensitive layer containing at least a carrier-generating substance and a carrier-transporting substance on a conductive support, wherein the electrophotographic photosensitive member is a compound represented by the following general formula (A): An electrophotographic photoreceptor comprising: Embedded image (In the formula, Rf represents an n-valent fluorine-containing hydrocarbon residue having 2 to 10 carbon atoms, R represents an alkyl group, an alkenyl group, an aralkyl group, or an acyl group, and n represents 1 or 2.)
を構成する表面層に含有されている請求項1記載の電子
写真感光体。2. The electrophotographic photoconductor according to claim 1, wherein the compound represented by the general formula (A) is contained in a surface layer constituting the photoconductor.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26255796A JPH1090919A (en) | 1996-09-11 | 1996-09-11 | Electrophotographic photoreceptor |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26255796A JPH1090919A (en) | 1996-09-11 | 1996-09-11 | Electrophotographic photoreceptor |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH1090919A true JPH1090919A (en) | 1998-04-10 |
Family
ID=17377471
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP26255796A Pending JPH1090919A (en) | 1996-09-11 | 1996-09-11 | Electrophotographic photoreceptor |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH1090919A (en) |
-
1996
- 1996-09-11 JP JP26255796A patent/JPH1090919A/en active Pending
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