JPH09211873A - Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same - Google Patents

Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same

Info

Publication number
JPH09211873A
JPH09211873A JP8013884A JP1388496A JPH09211873A JP H09211873 A JPH09211873 A JP H09211873A JP 8013884 A JP8013884 A JP 8013884A JP 1388496 A JP1388496 A JP 1388496A JP H09211873 A JPH09211873 A JP H09211873A
Authority
JP
Japan
Prior art keywords
beads
electrophotographic photoreceptor
pigment
producing
coating
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
Application number
JP8013884A
Other languages
Japanese (ja)
Inventor
Kazuyuki Suruga
和行 駿河
Hideya Arisue
英也 有末
Makoto Okaji
誠 岡地
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.)
Mitsubishi Paper Mills Ltd
Original Assignee
Mitsubishi Paper Mills Ltd
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 Mitsubishi Paper Mills Ltd filed Critical Mitsubishi Paper Mills Ltd
Priority to JP8013884A priority Critical patent/JPH09211873A/en
Publication of JPH09211873A publication Critical patent/JPH09211873A/en
Pending legal-status Critical Current

Links

Abstract

PROBLEM TO BE SOLVED: To prepare a pigment-contg. dispersion liq. for an electrophotographic photoreceptor excellent in suitability to coating and having satisfactory stability and to obtain an electrophotographic photoreceptor having high sensitivity and excellent in repetitive characteristics by using the coating liq. SOLUTION: When pigment particles for an electrophotographic photoreceptor, together with a binder, are dispersed in a solvent to produce a coating liq. for producing an electrophotographic photoreceptor, at least one kind of dispersive medium selected from among soda glass beads, low alkali glass beads and yttria-contg. zirconia beads is used as a dispersive medium for dispersing the pigment particles.

Description

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

【0001】[0001]

【産業上の利用分野】本発明は塗工性に優れ、良好な安
定性を有する電子写真感光体製造用塗液の製造方法、及
びこの塗液を用いた、高感度で繰り返し特性に優れた電
子写真感光体に関するものである。
FIELD OF THE INVENTION The present invention relates to a method for producing a coating liquid for producing an electrophotographic photoreceptor having excellent coatability and good stability, and high sensitivity and excellent repetitive properties using this coating liquid. The present invention relates to an electrophotographic photoreceptor.

【0002】[0002]

【従来の技術】従来、電子写真方式の感光体としては、
セレン、硫化カドミウム、酸化亜鉛、シリコンなどの無
機光導電体を主成分とする感光層を有するものが広く知
られている。しかし、これらは感度、熱安定性、耐湿
性、耐久性などにおいて必ずしも満足し得るものではな
く、また特にセレン及び硫化カドミウムはその毒性のた
めに製造上、取扱上にも制約があった。
2. Description of the Related Art Conventionally, as an electrophotographic photosensitive member,
Those having a photosensitive layer containing an inorganic photoconductor as a main component such as selenium, cadmium sulfide, zinc oxide, and silicon are widely known. However, they are not always satisfactory in sensitivity, thermal stability, moisture resistance, durability and the like, and in particular, selenium and cadmium sulfide have restrictions in production and handling due to their toxicity.

【0003】一方、有機光導電性化合物を主成分とする
感光層を有する電子写真感光体は、製造が比較的容易で
あること、安価であること、取扱が容易であること、ま
た一般にセレン感光体に比べて熱安定性が優れているな
ど多くの利点を有し、近年多くの注目を集めている。
On the other hand, an electrophotographic photosensitive member having a photosensitive layer containing an organic photoconductive compound as a main component is relatively easy to manufacture, inexpensive, easy to handle, and generally selenium photosensitive. It has many advantages, such as better thermal stability than the body, and has received much attention in recent years.

【0004】このような有機光導電性化合物としては、
ポリ−N−ビニルカルバゾールがよく知られており、こ
れと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
感光層を有する電子写真感光体が特公昭50−1049
6号公報に記載されている。しかしながら、この感光体
は感度、成膜性、及び耐久性において必ずしも満足でき
るものではなかった。
[0004] Such organic photoconductive compounds include:
Poly-N-vinyl carbazole is well known, and has an electrophotographic photosensitive member having a photosensitive layer mainly composed of a charge transfer complex formed from this and a Lewis acid such as 2,4,7-trinitro-9-fluorenone. Body is 50-5049
No. 6 is described. However, this photoreceptor was not always satisfactory in sensitivity, film-forming property, and durability.

【0005】これに対し、トリフェニルアミン類、スチ
ルベン類、ヒドラゾン類に代表される電荷移動剤とフタ
ロシアニン、アゾ顔料などの電荷発生剤などを組み合わ
せた低分子量の有機光導電体を含む電子写真感光体が提
案されている。これらを適当なバインダーと組み合わ
せ、更に電荷発生能力の高い化合物と電荷移動能力の高
い化合物を、例えば積層型感光体として組み合わせるこ
とにより、セレンなどの無機感光体に近い感度を有する
ものも出現している。その結果、複写機やプリンターな
どの分野で、このような有機光導電性化合物を主成分と
する感光体が大きく進出してきている。
On the other hand, electrophotographic photosensitive materials containing a low-molecular-weight organic photoconductor obtained by combining a charge transfer agent represented by triphenylamines, stilbenes and hydrazones with a charge generating agent such as phthalocyanine and azo pigment. The body has been proposed. By combining these with an appropriate binder, and further combining a compound having a high charge generation ability and a compound having a high charge transfer ability, for example, as a laminated type photoreceptor, a compound having a sensitivity close to that of an inorganic photoreceptor such as selenium has appeared. There is. As a result, photoconductors containing such an organic photoconductive compound as a main component have largely entered the field of copying machines and printers.

【0006】ところで、導電性支持体上に有機系の素材
を塗工する際、樹脂など溶剤に可溶な構成物質は、溶剤
に溶解させて塗布することができるが、顔料など一般に
溶剤に不溶な構成物質については、このままでは塗布で
きないため、分散という手法が必要である。ここで述べ
る分散とは、顔料などを溶剤中で微粒子化して沈降物が
なく懸濁状態にすることであり、また分散の安定性とは
微粒子径が均一でかつ溶媒中で長時間にわたり安定に保
存されていることを意味する。
When an organic material is coated on a conductive support, a solvent-soluble constituent substance such as a resin can be dissolved in the solvent and applied, but a pigment or the like is generally insoluble in the solvent. Since such constituent substances cannot be applied as they are, a method of dispersion is necessary. Dispersion described here is to make the pigment, etc., into fine particles in a solvent to make it a suspended state without sediment, and the stability of dispersion means that the particle size is uniform and stable in the solvent for a long time. Means saved.

【0007】顔料の分散性が悪化すると、塗工面が荒
れ、ピンホールや濃度ムラなどの画像故障の原因とな
る。また、分散粒子が経時によって沈降して分散液の濃
度が均一でなくなることによって画像濃度にムラが生じ
たり、分散液が増粘して塗布量の変動を引き起こすな
ど、生産性の低下にもつながる。
When the dispersibility of the pigment is deteriorated, the coated surface becomes rough, which causes image defects such as pinholes and uneven density. In addition, the dispersed particles settle out over time and the concentration of the dispersion becomes non-uniform, resulting in uneven image density, and the viscosity of the dispersion causes fluctuations in the coating amount, leading to lower productivity. .

【0008】良好な顔料分散液を得るには、顔料の分子
構造の一部を変えたり、異種の構造を持つ顔料を混合し
たりして凝集状態をコントロールする方法や、顔料の表
面に溶媒に可溶な樹脂を吸着させる方法などがある。し
かしこれらの手法では元の顔料の電子写真的な性質、つ
まり感度や繰り返し特性などが変化してしまい、顔料の
基本性能において感光体としての初期の目的が達せられ
ないという状況が出現した。
In order to obtain a good pigment dispersion, a method of controlling the aggregation state by changing a part of the molecular structure of the pigment or mixing pigments having different structures, or using a solvent on the surface of the pigment There is a method of adsorbing a soluble resin. However, in these methods, the electrophotographic properties of the original pigment, that is, the sensitivity and the repetitive property are changed, and a situation has emerged in which the basic purpose of the pigment cannot meet its initial purpose as a photoreceptor.

【0009】[0009]

【発明が解決しようとする課題】本発明の目的は、塗布
性に優れてかつ良好な安定性を示す電子写真感光体用顔
料分散液の製造方法及びこの塗液を用いた高感度で繰り
返し特性に優れた電子写真感光体を提供することであ
る。
DISCLOSURE OF THE INVENTION An object of the present invention is to provide a method for producing a pigment dispersion for an electrophotographic photoreceptor which has excellent coatability and good stability, and a highly sensitive and repetitive property using this coating solution. To provide an excellent electrophotographic photoreceptor.

【0010】[0010]

【課題を解決するための手段】本発明者らは上記の目的
を達成するために種々の検討をした結果、溶剤中にバイ
ンダーとともに電子写真感光体用顔料粒子を分散してな
る電子写真感光体製造用塗液の製造方法において、前記
電子写真感光体用顔料粒子を分散するための分散メディ
アがソーダガラスビーズ、低アルカリガラスビーズ、イ
ットリア含有ジルコニアビーズから選ばれる少なくとも
一種の分散メディアにすることが有効であることを見い
だし、本発明に至ったものである。
DISCLOSURE OF THE INVENTION As a result of various investigations by the present inventors in order to achieve the above object, an electrophotographic photoreceptor obtained by dispersing pigment particles for an electrophotographic photoreceptor together with a binder in a solvent. In the method for producing a coating liquid for production, the dispersion medium for dispersing the pigment particles for electrophotographic photoreceptor may be soda glass beads, low alkali glass beads, or at least one dispersion medium selected from yttria-containing zirconia beads. The present invention has been found to be effective and has led to the present invention.

【0011】本発明はまた、導電性支持体上に少なくと
も電荷発生層、電荷移動層を順次積層してなる電子写真
感光体の電荷発生層に、上記電子写真感光体製造用塗液
を用いて形成された電子写真感光体が優れていることを
見いだし、本発明に至ったものである。
The present invention also uses the above-mentioned coating liquid for producing an electrophotographic photosensitive member as a charge generating layer of an electrophotographic photosensitive member comprising a conductive support and at least a charge generating layer and a charge transfer layer sequentially laminated on the conductive support. The inventors have found that the formed electrophotographic photosensitive member is excellent, and completed the present invention.

【0012】以下、本発明の各構成要素について詳細に
説明する。
Hereinafter, each component of the present invention will be described in detail.

【0013】本発明で使用される電子写真感光体用顔料
粒子としては、モノアゾ顔料、ポリアゾ顔料、金属錯塩
アゾ顔料、ピラゾロンアゾ顔料、スチルベン顔料及びチ
アゾールアゾ顔料などに代表されるアゾ系顔料、ペリレ
ン酸無水物及びペリレン酸イミドなどに代表されるペリ
レン系顔料、アントラキノン誘導体、アントアニトロン
誘導体、ジベンズピレンキノン誘導体、ピラントロン誘
導体、ビオラントロン誘導体及びイソビオラントロン誘
導体などに代表されるアントラキノン系または多環キノ
ン系顔料、金属フタロシアニン、金属ナフタロシアニ
ン、無金属フタロシアニン、無金属ナフタロシアニンな
どに代表されるフタロシアニン系顔料などが挙げられ
る。
The pigment particles for electrophotographic photoreceptors used in the present invention include azo pigments represented by monoazo pigments, polyazo pigments, metal complex azo pigments, pyrazolone azo pigments, stilbene pigments and thiazole azo pigments, and perylene. Perylene pigments typified by acid anhydrides and perylene imides, anthraquinone derivatives, anthanitrone derivatives, dibenzpyrenequinone derivatives, pyranthrone derivatives, anthraquinone derivatives such as violanthrone derivatives and isoviolanthrone derivatives, Examples include phthalocyanine pigments represented by ring quinone pigments, metal phthalocyanines, metal naphthalocyanines, metal-free phthalocyanines, and metal-free naphthalocyanines.

【0014】これらの中で、特にキャリア発生効率の高
いビスアゾ顔料、トリスアゾ顔料、フタロシアニン系顔
料を用いたものは、高い感度を与え、優れた感光体を提
供するため好ましい。例えば、ビスアゾ顔料の場合であ
れば、特開昭62−286058号公報、同63−32
557号公報、同63−243948号公報、同64−
21453号公報、同64−21455号公報、特開平
1−94350号公報、同1−200267号公報、同
1−202757号公報などに記載の化合物を使用する
ことが出来る。
Of these, bisazo pigments, trisazo pigments, and phthalocyanine pigments, which have a particularly high carrier generation efficiency, are preferable because they give high sensitivity and provide an excellent photoreceptor. For example, in the case of a bisazo pigment, JP-A-62-286058 and JP-A-63-32
No. 557, No. 63-243948, No. 64-
The compounds described in JP-A 21453, JP-A 64-21455, JP-A-1-94350, JP-A 1-200267, and JP-A 1-2202757 can be used.

【0015】本発明に係わる上記顔料粒子は、ボールミ
ル、縦型サンドミル、横型サンドミル、ペイントコンデ
ィショナーなどの分散メディアを用いる分散機によって
溶剤中に分散される。本発明でいう分散メディアとは、
顔料粒子と共に前述の分散機の中に投入され顔料粒子に
強い力を与えて粉砕し、溶剤中に分散させる働きをする
ものを意味する。本発明においては、分散メディアを用
いない例えば超音波分散法、ロールミル、衝撃ミルなど
は使用しない。
The above-mentioned pigment particles according to the present invention are dispersed in a solvent by a dispersing machine using a dispersing medium such as a ball mill, a vertical sand mill, a horizontal sand mill and a paint conditioner. Distributed media in the present invention means
It means a substance that is put into the above-mentioned disperser together with the pigment particles and gives a strong force to the pigment particles to pulverize and disperse them in the solvent. In the present invention, for example, an ultrasonic dispersion method, a roll mill, an impact mill or the like which does not use a dispersion medium is not used.

【0016】本発明に係わる分散メディアの材質として
は、ソーダガラス(SiO2 70〜73%、Na2O 1
3〜15%)、低アルカリガラス(SiO2 42〜52
%、Al33 13〜23%、CaO 10〜25%、C
aO+MgO 18〜32%)、イットリア含有ジルコ
ニア(ZrO2 93〜95%、Y23 4〜6%)であ
る必要がある。分散メディアの形状は直径数mmのビー
ズ状のものが好ましい。材質がソーダガラス、低アルカ
リガラス、イットリア含有ジルコニア以外の分散メディ
アを用いた場合、例えばイットリア含有ジルコニアと同
等の耐磨耗性を有するといわれるアルミナ(Al23
91〜93%)、チタニア(TiO2 77.7%、Al
23 17.4%、SiO2 4.6%)、ジルコン(Z
rO2 68.5%、SiO2 31%)などの分散メディ
アを用いて製造された顔料分散液を塗工して形成された
電荷発生層を有する電子写真感光体は塗工面が荒れ、画
像故障が発生し、さらに感度や繰り返し特性が悪くな
り、本発明の効果は得られない。
As the material of the dispersion medium according to the present invention, soda glass (SiO 2 70 to 73%, Na 2 O 1
3% to 15%), low-alkali glass (SiO 2 42 to 52
%, Al 3 O 3 13-23%, CaO 10-25%, C
aO + MgO 18 to 32%) and yttria-containing zirconia (ZrO 2 93 to 95%, Y 2 O 3 4 to 6%). The shape of the dispersion medium is preferably a bead shape having a diameter of several mm. When a dispersion medium other than soda glass, low alkali glass, or yttria-containing zirconia is used as the material, for example, alumina (Al 2 O 3 ) that is said to have the same abrasion resistance as yttria-containing zirconia is used.
91-93%), titania (TiO 2 77.7%, Al
2 O 3 17.4%, SiO 2 4.6%), zircon (Z
rO 2 68.5%, SiO 2 31%) and other electrophotographic photoreceptors having a charge generation layer formed by coating a pigment dispersion liquid produced using a dispersion medium, resulting in rough coating surface and image failure. Occurs and the sensitivity and repeatability are further deteriorated, and the effect of the present invention cannot be obtained.

【0017】本発明においては特に、ソーダガラスビー
ズを用いて製造された顔料分散液は、極めて優れた分散
性を有する。ソーダガラス中に含まれるアルカリ成分が
分散剤として働き、結果として分散性を向上させるもの
と考えられる。
Particularly in the present invention, the pigment dispersion liquid produced by using soda glass beads has extremely excellent dispersibility. It is considered that the alkaline component contained in the soda glass acts as a dispersant, and as a result, the dispersibility is improved.

【0018】分散剤は、顔料分散過程において顔料表面
の界面張力を低下させる湿潤効果を示し、さらに顔料粒
子周辺に電荷や立体障害をつくることによって顔料粒子
の凝集を適度にコントロールする分散安定効果を示す。
そのため、分散剤を使用することにより、分散性が良く
なり、かつ顔料粒子の凝集が起こりにくくなる。
The dispersant exhibits a wetting effect of lowering the interfacial tension of the pigment surface in the process of dispersing the pigment, and further has a dispersion stabilizing effect of appropriately controlling the agglomeration of the pigment particles by forming an electric charge or a steric hindrance around the pigment particles. Show.
Therefore, by using the dispersant, the dispersibility is improved and the pigment particles are less likely to aggregate.

【0019】また特に、低アルカリガラスビーズを用い
て分散された顔料分散液を塗工して形成された電荷発生
層を有する電子写真感光体は極めて優れた電気特性を示
す。その原因については未だ明白ではないが、おそらく
分散過程が進行していく中で、顔料粒子表面と分散メデ
ィアとの間の何らかの相互作用が働き、結果として形成
された電荷発生層の電気特性が改善されるものと考えら
れる。
Further, in particular, an electrophotographic photosensitive member having a charge generation layer formed by coating a pigment dispersion liquid using low-alkali glass beads exhibits extremely excellent electric characteristics. Although the cause of this is not yet clear, some interaction between the surface of the pigment particles and the dispersion medium may occur during the progress of the dispersion process, resulting in improvement of the electrical properties of the resulting charge generation layer. It is thought to be done.

【0020】本発明に係わるバインダーとしては、スチ
レン、酢酸ビニル、アクリル酸エステル、メタクリル酸
エステルなどによるビニル化合物の重合体や共重合体、
シリコーン樹脂、フェノキシ樹脂、ブチラール樹脂、ホ
ルマール樹脂、フェノール樹脂、ポリカーボネイト、ポ
リアリレート、ポリアミド、ポリイミドなどやエポキシ
樹脂、ウレタン樹脂などの熱硬化性樹脂、光硬化性樹脂
などが挙げられる。バインダーは電子写真感光体用顔料
100重量部に対し1から1000重量部、好ましくは
1から400重量部の範囲で用いられる。本発明に係わ
る電子写真感光体製造用塗液を用いた電荷発生層の厚さ
は、0.1から20μmが好ましい。
As the binder according to the present invention, a polymer or copolymer of a vinyl compound such as styrene, vinyl acetate, acrylic acid ester, methacrylic acid ester, etc.,
Examples thereof include silicone resins, phenoxy resins, butyral resins, formal resins, phenol resins, polycarbonates, polyarylates, polyamides, polyimides, epoxy resins, thermosetting resins such as urethane resins, and photocurable resins. The binder is used in an amount of 1 to 1000 parts by weight, preferably 1 to 400 parts by weight, based on 100 parts by weight of the pigment for electrophotographic photoreceptor. The thickness of the charge generation layer using the coating liquid for producing an electrophotographic photoreceptor according to the present invention is preferably 0.1 to 20 μm.

【0021】本発明における感光体が形成される導電性
支持体としては、周知の電子写真感光体に採用されてい
るものがいずれも使用できる。具体的には、例えば金、
銀、白金、チタニウム、アルミニウム、銅、亜鉛、鉄、
導電処理をした金属酸化物などのドラム、シート、ベル
トあるいはこれらの薄膜のラミネート物、蒸着物などが
挙げられる。
As the electroconductive support on which the photoconductor of the present invention is formed, any of those known in electrophotographic photoconductors can be used. Specifically, for example, gold,
Silver, platinum, titanium, aluminum, copper, zinc, iron,
Examples thereof include a drum, a sheet, a belt made of a metal oxide or the like that has been subjected to a conductive treatment, a laminate of these thin films, and a vapor deposit.

【0022】さらに、金属粉末、金属酸化物、カーボン
ブラック、炭素繊維、ヨウ化銅、電荷移動錯体、無機
塩、イオン伝導性の高分子電解質などの導電性物質を適
当なバインダーと共に塗布しポリマーマトリックス中に
埋め込んで導電処理を施したプラスチックやセラミッ
ク、紙などで構成されるドラム、シート、ベルトなど
や、このような導電性物質を含有し導電性となったプラ
スチック、セラミック、紙などのドラム、シート、ベル
トなどが挙げられる。
Further, a conductive substance such as metal powder, metal oxide, carbon black, carbon fiber, copper iodide, charge transfer complex, inorganic salt, and ion conductive polymer electrolyte is coated with a suitable binder to form a polymer matrix. Drums, sheets, belts, etc. made of plastic, ceramics, paper, etc. that have been embedded in and subjected to conductive treatment, and drums of plastics, ceramics, paper, etc. that have become conductive by containing such conductive substances, Examples include seats and belts.

【0023】感光層と導電性支持体の間には感光層から
導電性支持体への電荷の注入をコントロールするために
ブロッキング層を設けても構わないし、感光層表面には
感光体の耐久性を向上させるために表面層を設けても構
わない。
A blocking layer may be provided between the photosensitive layer and the conductive support in order to control the injection of charges from the photosensitive layer to the conductive support. A surface layer may be provided to improve the temperature.

【0024】本発明に係わる電荷移動層に用いられる電
荷移動物質には、正孔移動物質と電子移動物質がある。
前者の例としては、例えば特公昭34−5466号公報
に示されているオキサジアゾール類、特公昭45−55
5号公報に示されているトリフェニルメタン類、特公昭
52−4188号公報に示されているピラゾリン類、特
公昭55−42380号公報に示されているヒドラゾン
類、特開昭56−123544号公報に示されているオ
キサジアゾール類、特公昭58−32372号公報に示
されているトリアリールアミン類、特開昭58−198
043号公報に示されているスチルベン類などを挙げる
ことができる。一方、電子輸送物質としては、例えばク
ロラニル、テトラシアノエチレン、2,4,7−トリニ
トロ−9−フルオレノン、2,4,5,7−テトラニト
ロキサントン、1,3,7−トリニトロジベンゾチオフ
ェンなどがある。これらの電荷移動物質は、単独または
2種以上組み合わせて用いることが出来る。
The charge transfer material used in the charge transfer layer according to the present invention includes a hole transfer material and an electron transfer material.
Examples of the former include, for example, oxadiazoles disclosed in JP-B-34-5466 and JP-B-45-55.
5, triphenylmethanes, Japanese Patent Publication No. 52-18888, pyrazolines, Japanese Patent Publication No. 55-42380, hydrazones, JP-A-56-123544. Oxadiazoles disclosed in the publication, triarylamines disclosed in JP-B-58-32372, JP-A-58-198.
Examples thereof include stilbenes disclosed in Japanese Patent No. 043. On the other hand, examples of the electron transporting substance include chloranil, tetracyanoethylene, 2,4,7-trinitro-9-fluorenone, 2,4,5,7-tetranitroxanthone, 1,3,7-trinitrodibenzothiophene and the like. There is. These charge transfer substances can be used alone or in combination of two or more.

【0025】これらの電荷移動物質のなかで、ヒドラゾ
ン化合物、スチルベン化合物などは高い電荷(正孔)移
動度をもち、優れた感光体を提供するため好ましい。例
えばヒドラゾン化合物の場合であれば、前述の特公昭5
5−42380号公報をはじめとして、特開平1−10
0555号公報、同2−10367号公報、同2−51
163号公報、同2−96767号公報、同2−183
260号公報、同2−184856号公報、同2−18
4858号公報、同2−184859号公報、同2−2
26160号公報などに記載のヒドラゾン化合物を使用
することが出来る。
Among these charge transfer substances, hydrazone compounds and stilbene compounds are preferable because they have high charge (hole) mobility and provide an excellent photoconductor. For example, in the case of a hydrazone compound, the above-mentioned Japanese Patent Publication No.
Japanese Patent Application Laid-Open No. 1-10
No. 0555, No. 2-10367, No. 2-51
No. 163, No. 2-96767, No. 2-183.
No. 260, No. 2-184856, No. 2-18
No. 4858, No. 2-184859, No. 2-2
The hydrazone compounds described in Japanese Patent No. 26160 can be used.

【0026】電荷移動層に用いられるバインダーとして
は、ポリスチレン、ポリメチルメタクリレートに代表さ
れるアクリル樹脂、ビスフェノールAやZ骨格を持つポ
リカーボネイト樹脂、ポリアリレート樹脂、ポリフェニ
レンエーテル樹脂、ポリエーテルサルフォン樹脂、ポリ
アミド樹脂、ポリイミド樹脂、ポリエステル樹脂などを
用いることができる。電荷移動層内では電荷移動物質1
00重量部に対し、バインダーは10から400重量部
の範囲で用いられる。電荷移動層の厚さは、5から10
0μmが好ましい。
As the binder used in the charge transfer layer, polystyrene, acrylic resin represented by polymethylmethacrylate, polycarbonate resin having bisphenol A or Z skeleton, polyarylate resin, polyphenylene ether resin, polyether sulfone resin, polyamide A resin, a polyimide resin, a polyester resin, or the like can be used. Charge transfer material 1 in the charge transfer layer
The binder is used in the range of 10 to 400 parts by weight based on 00 parts by weight. The thickness of the charge transfer layer is 5 to 10
0 μm is preferred.

【0027】本発明の電子写真感光体は構成有機化合物
の酸化による劣化を防止するために、2,6−ジ−te
rt−ブチル−p−クレゾール、DL−α−トコフェロ
ールなどの酸化防止剤を添加してもよい。また成膜性、
可とう性、機械的強度を向上させるために周知の可塑剤
を使用してもよい。
The electrophotographic photoreceptor of the present invention contains 2,6-di-te in order to prevent deterioration of constituent organic compounds due to oxidation.
An antioxidant such as rt-butyl-p-cresol or DL-α-tocopherol may be added. In addition,
Well-known plasticizers may be used to improve flexibility and mechanical strength.

【0028】また、本発明では、顔料の場合は溶剤に分
散し、染料やバインダー及び電荷移動物質は溶解させて
使用する。使用する溶剤はクロロホルム、ジクロロメタ
ン、ジクロロエタン、トリクロロエタン、トリクロロエ
チレンなどのハロゲン化炭化水素、ベンゼン、トルエ
ン、キシレンなどの芳香族炭化水素、ジオキサン、テト
ラヒドロフラン、ジメトキシエタンなどのエーテル系、
メチルセロソルブ、ジメチルセロソルブ、メチルセロソ
ルブアセテートなどのセロソルブ系などの溶剤の単独ま
たは2種以上の混合溶剤または必要に応じてアルコール
類、アセトニトリル、N,N−ジメチルホルムアミド、
メチルエチルケトンなどの溶剤を更に加え使用すること
ができる。またドラムに塗工する場合には浸漬塗工方法
などが用いられる。
In the present invention, the pigment is used by dispersing it in a solvent and dissolving the dye, binder and charge transfer substance. Solvents used are chloroform, dichloromethane, dichloroethane, trichloroethane, halogenated hydrocarbons such as trichloroethylene, benzene, toluene, aromatic hydrocarbons such as xylene, dioxane, tetrahydrofuran, ether such as dimethoxyethane,
Solvents such as cellosolve solvents such as methyl cellosolve, dimethyl cellosolve, and methyl cellosolve acetate, or a mixed solvent of two or more kinds thereof, or if necessary, alcohols, acetonitrile, N, N-dimethylformamide,
A solvent such as methyl ethyl ketone can be further added and used. When coating on a drum, a dip coating method or the like is used.

【0029】[0029]

【実施例】次に本発明を実施例により更に詳細に説明す
るが、本発明はこれらに何ら限定されるものではない。
EXAMPLES Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

【0030】実施例1 例示化合物化1で示される電子写真感光体用顔料である
ビスアゾ顔料1重量部とエポキシ樹脂(新日本理化製;
BPO−20E)1重量部とをメチルイソブチルケトン
100重量部に混合し、ペイントコンディショナー装置
により直径1mmのソーダガラスビーズ(東芝バロディ
ーニ製;GB)とともに6時間分散した。こうして分散
された顔料粒子の平均粒径を、粒度分布測定装置(CO
ULTER製;N4SD)を用いて測定した。ここで、
平均粒径は最小粒径から最大粒径までの全分布の重心で
ある。また、顔料分散液を金属アルミニウム薄板(JI
S規格 #1050)上に、アプリケーターにて塗布し
て膜厚1μmの電荷発生物質の被膜を形成した。
Example 1 1 part by weight of a bisazo pigment which is a pigment for an electrophotographic photoreceptor represented by the exemplified compound formula 1 and an epoxy resin (manufactured by Shin Nippon Rika;
1 part by weight of BPO-20E) was mixed with 100 parts by weight of methyl isobutyl ketone, and dispersed with soda glass beads (manufactured by Toshiba Barodyni; GB) having a diameter of 1 mm for 6 hours by a paint conditioner device. The average particle size of the pigment particles dispersed in this way is measured by a particle size distribution measuring device (CO
It was measured using ULTER; N4SD). here,
The average particle size is the center of gravity of the entire distribution from the minimum particle size to the maximum particle size. In addition, a pigment dispersion liquid is applied to a metal aluminum thin plate (JI
S standard # 1050) was applied with an applicator to form a film of a charge generating substance having a film thickness of 1 μm.

【0031】[0031]

【化1】 Embedded image

【0032】次に、例示化合物化2で示されるヒドラゾ
ン化合物10重量部とポリカーボネイト樹脂(帝人化成
製;パンライトC−1400)10重量部をジクロロメ
タン200重量部に溶解させて、上記電荷発生物質の被
膜上に、この溶液をアプリケーターにより塗布し、乾燥
膜厚20μmの電荷移動層を形成した。
Next, 10 parts by weight of the hydrazone compound represented by the exemplified compound 2 and 10 parts by weight of a polycarbonate resin (manufactured by Teijin Chemicals; Panlite C-1400) are dissolved in 200 parts by weight of dichloromethane to prepare the above charge generating substance. This solution was applied onto the coating film by an applicator to form a charge transfer layer having a dry film thickness of 20 μm.

【0033】[0033]

【化2】 Embedded image

【0034】この様に作製した積層型電子写真感光体を
ドラム状アルミ素管に貼りつけ、市販の事務用複写機に
装着し、画像を形成させ、その画像に故障がないか調査
した。その結果を平均粒径の結果とともに表1に与え
る。
The laminated electrophotographic photosensitive member thus produced was attached to a drum-shaped aluminum tube, mounted on a commercial office copying machine, an image was formed, and it was investigated whether or not the image had a failure. The results are given in Table 1 together with the average particle size results.

【0035】次に、前記電子写真感光体を、室温暗中に
一昼夜保管した後、静電記録試験装置(川口電機製作所
製;SP−428)を用いて、感光体を−5.0kVの
帯電圧で帯電した後、2luxのタングステン光を照射
して、感光体の半減露光量E1/2を測定した。また別に
ドラム感光体評価装置(ジェンテック製;シンシア3
0)を用いて、室温23℃相対湿度55%の条件下にお
いて、帯電、除電の1000回の繰り返しを行った前後
で、感光体の帯電後の電位と残留電位を測定した。結果
を表2に示す。
Next, the electrophotographic photosensitive member was stored at room temperature in the dark for a whole day and night, and then the photosensitive member was charged with a voltage of -5.0 kV using an electrostatic recording tester (Kawaguchi Electric Co., Ltd .; SP-428). After being charged at 2, the half-exposure amount E1 / 2 of the photoconductor was measured by irradiating 2 lux of tungsten light. Separately, drum photoconductor evaluation device (Gentec; Cynthia 3
0), the potential after charging and the residual potential of the photoconductor were measured before and after 1000 times of repeating charging and discharging under the condition of room temperature of 23 ° C. and relative humidity of 55%. Table 2 shows the results.

【0036】実施例2、3 分散メディアを低アルカリビーズ(小原光学製;ハイビ
ーD・20、直径1mm)、イットリア含有ジルコニア
ビーズ(ニッカトー製;YTZ、直径1mm)として、
実施例1と同様に顔料分散液を作製し、実施例1と同様
に電子写真感光体を作製し試験を行った。結果を表1及
び表2に示す。
Examples 2 and 3 Dispersion media were low-alkali beads (manufactured by Ohara Kogaku; Hibee D.20, diameter 1 mm) and yttria-containing zirconia beads (manufactured by Nikkato; YTZ, diameter 1 mm).
A pigment dispersion was prepared in the same manner as in Example 1, and an electrophotographic photosensitive member was prepared in the same manner as in Example 1 and tested. The results are shown in Tables 1 and 2.

【0037】比較例1〜3 分散メディアをジルコンビーズ(セプル製;ジルコンビ
ーズ、直径1mm)、アルミナビーズ(ニッカトー製;
HD、直径1mm)、チタニアビーズ(富山セラミック
製;チタニアビーズ、直径1mm)として、実施例1と
同様に顔料分散液を作製し、実施例1と同様に電子写真
感光体を作製し試験を行った。結果を表1及び表2に示
す。
Comparative Examples 1 to 3 Zircon beads (made by Sepul; zircon beads, diameter 1 mm) and alumina beads (made by Nikkato;
HD, diameter 1 mm), titania beads (Toyama Ceramic; titania beads, diameter 1 mm), a pigment dispersion liquid was prepared in the same manner as in Example 1, and an electrophotographic photoreceptor was prepared and tested in the same manner as in Example 1. It was The results are shown in Tables 1 and 2.

【0038】[0038]

【表1】 [Table 1]

【0039】[0039]

【表2】 [Table 2]

【0040】表1の結果から、ソーダガラスビーズ、低
アルカリガラスビーズ、イットリア含有ジルコニアビー
ズを用いて分散を行うと、ジルコンビーズ、アルミナビ
ーズ、チタニアビーズを用いた場合に比べて平均粒径が
はるかに小さく、分散性が良いのが分かる。ジルコンビ
ーズ、アルミナビーズ、チタニアビーズを用いて製造さ
れた顔料分散液は3日間放置しておくと顔料粒子の沈降
が起こってしまうが、ソーダガラスビーズ、低アルカリ
ガラスビーズ、イットリア含有ジルコニアビーズを用い
て製造された顔料分散液は一週間放置しても顔料粒子の
沈降は起こらない。また、表1及び表2の結果から、ソ
ーダガラスビーズ、低アルカリガラスビーズ、イットリ
ア含有ジルコニアビーズを用いて製造された塗液は塗布
性が良好で、それらの塗液を用いると高感度で繰り返し
特性に優れ、かつ画像故障を起こさない電子写真感光体
が得られることが分かる。ジルコンビーズを用いた場合
は、感度や繰り返し特性はそれほど悪くはないが、分散
性が悪いため、塗布性が悪くなってしまう。
From the results shown in Table 1, when soda glass beads, low alkali glass beads, and yttria-containing zirconia beads were used for dispersion, the average particle size was far larger than that when zircon beads, alumina beads, and titania beads were used. It can be seen that it is extremely small and has good dispersibility. A pigment dispersion prepared using zircon beads, alumina beads, and titania beads causes sedimentation of pigment particles if left for 3 days, but soda glass beads, low alkali glass beads, and yttria-containing zirconia beads are used. The pigment dispersion thus prepared does not cause the pigment particles to settle even if it is allowed to stand for one week. Further, from the results of Table 1 and Table 2, the coating liquids produced by using soda glass beads, low alkali glass beads, and yttria-containing zirconia beads have good coating properties, and when these coating liquids are used, they are highly sensitive and repeatable. It can be seen that an electrophotographic photoreceptor having excellent characteristics and causing no image failure can be obtained. When zircon beads are used, the sensitivity and repeatability are not so bad, but the dispersibility is poor and the coatability is poor.

【0041】実施例4 電子写真感光体用顔料である無金属フタロシアニン(大
日本インキ製;Fastogen Blue 812
0)1重量部とポリエステル樹脂(東洋紡製;バイロン
220)1重量部とをシクロヘキサノン100重量部に
混合し、ペイントコンディショナー装置により直径1m
mのソーダガラスビーズ(東芝バロディーニ製;GB)
とともに6時間分散した。こうして分散された顔料粒子
の平均粒径を、実施例1と同様に測定した。また、顔料
分散液を実施例1で用いた金属アルミニウム薄板上に、
実施例1と同様にしてアプリケーターにて塗布して膜厚
1μmの電荷発生物質の被膜を形成した。
Example 4 Metal-free phthalocyanine (manufactured by Dainippon Ink; Fastogen Blue 812) which is a pigment for an electrophotographic photoreceptor.
0) 1 part by weight and 1 part by weight of a polyester resin (manufactured by Toyobo; Byron 220) are mixed with 100 parts by weight of cyclohexanone, and the diameter is 1 m by a paint conditioner device.
m soda glass beads (Toshiba Barodini; GB)
And dispersed for 6 hours. The average particle size of the pigment particles thus dispersed was measured in the same manner as in Example 1. Further, the pigment dispersion liquid was applied onto the metal aluminum thin plate used in Example 1,
The coating was performed by an applicator in the same manner as in Example 1 to form a film of the charge generating substance having a film thickness of 1 μm.

【0042】次に、例示化合物化3で示されるスチルベ
ン化合物10重量部とポリカーボネイト樹脂(三菱ガス
化学製;Z−200)10重量部とをジクロロメタン2
00重量部に溶解させて、上記電荷発生物質の被膜上
に、この溶液をアプリケーターにより塗布し、乾燥膜厚
20μmの電荷移動層を形成した。この様にして作製し
た感光体を用いて、実施例1と同様の試験を行った。結
果を表3及び表4に示す。
Next, 10 parts by weight of the stilbene compound represented by the exemplified compound 3 and 10 parts by weight of a polycarbonate resin (Z-200 manufactured by Mitsubishi Gas Chemical Co., Inc.) were added to dichloromethane 2
It was dissolved in 100 parts by weight, and this solution was applied onto the film of the above charge generating substance by an applicator to form a charge transfer layer having a dry film thickness of 20 μm. The same test as in Example 1 was conducted using the thus prepared photoconductor. The results are shown in Tables 3 and 4.

【0043】[0043]

【化3】 Embedded image

【0044】実施例5、6 分散メディアを低アルカリガラスビーズ(小原光学製;
ハイビーD・20、直径1mm)、イットリア含有ジル
コニアビーズ(ニッカトー製;YTZ、直径1mm)と
して、実施例4と同様に顔料分散液を作製し、実施例4
と同様に電子写真感光体を作製し試験を行った。結果を
表3及び表4に示す。
Examples 5 and 6 Dispersion media were low alkali glass beads (manufactured by Ohara Optical Co.
A pigment dispersion liquid was prepared in the same manner as in Example 4 as HiBe D · 20, diameter 1 mm) and yttria-containing zirconia beads (manufactured by Nikkato; YTZ, diameter 1 mm).
An electrophotographic photosensitive member was prepared and tested in the same manner as in. The results are shown in Tables 3 and 4.

【0045】比較例4〜6 分散メディアをジルコンビーズ(セプル製;ジルコンビ
ーズ、直径1mm)、アルミナビーズ(ニッカトー製;
HD、直径1mm)、チタニアビーズ(富山セラミック
製;チタニアビーズ、直径1mm)として、実施例4と
同様に顔料分散液を作製し、実施例4と同様に電子写真
感光体を作製し試験を行った。結果を表3及び表4に示
す。
Comparative Examples 4 to 6 Zircon beads (made by Sepul; zircon beads, diameter 1 mm) and alumina beads (made by Nikkato;
HD, diameter 1 mm), titania beads (Toyama Ceramic; titania beads, diameter 1 mm) were used to prepare a pigment dispersion liquid in the same manner as in Example 4, and an electrophotographic photosensitive member was prepared in the same manner as in Example 4 to perform a test. It was The results are shown in Tables 3 and 4.

【0046】[0046]

【表3】 [Table 3]

【0047】[0047]

【表4】 [Table 4]

【0048】表3の結果から、ソーダガラスビーズ、低
アルカリガラスビーズ、イットリア含有ジルコニアビー
ズを用いて分散を行うと、ジルコンビーズ、アルミナビ
ーズ、チタニアビーズを用いた場合に比べて平均粒径が
はるかに小さく、分散性が良いのが分かる。ジルコンビ
ーズ、アルミナビーズ、チタニアビーズを用いて製造さ
れた顔料分散液は3日間放置しておくと顔料粒子の沈降
が起こってしまうが、ソーダガラスビーズ、低アルカリ
ガラスビーズ、イットリア含有ジルコニアビーズを用い
て製造された顔料分散液は一週間放置しても顔料粒子の
沈降は起こらない。また、表3及び表4の結果から、ソ
ーダガラスビーズ、低アルカリガラスビーズ、イットリ
ア含有ジルコニアビーズを用いて製造された塗液は分散
性、塗布性が良好で、それらの塗液を用いると高感度で
繰り返し特性に優れ、かつ画像故障を起こさない電子写
真感光体が得られることが分かる。ジルコンビーズを用
いた場合は、感度や繰り返し特性はそれほど悪くはない
が、分散性が悪いため、塗布性が悪くなってしまう。
From the results shown in Table 3, when soda glass beads, low alkali glass beads, and yttria-containing zirconia beads were used for dispersion, the average particle size was far larger than that when zircon beads, alumina beads, and titania beads were used. It can be seen that it is extremely small and has good dispersibility. A pigment dispersion prepared using zircon beads, alumina beads, and titania beads causes sedimentation of pigment particles if left for 3 days, but soda glass beads, low alkali glass beads, and yttria-containing zirconia beads are used. The pigment dispersion thus prepared does not cause the pigment particles to settle even if it is allowed to stand for one week. Further, from the results of Tables 3 and 4, the coating liquids produced using soda glass beads, low alkali glass beads, and yttria-containing zirconia beads have good dispersibility and coatability, and the use of these coating liquids produces high results. It can be seen that an electrophotographic photosensitive member is obtained which has excellent sensitivity and repeatability and does not cause image failure. When zircon beads are used, the sensitivity and repeatability are not so bad, but the dispersibility is poor and the coatability is poor.

【0049】実施例7 アルコール可溶性ナイロン(東レ製;CM−8000)
1重量部をメタノール100重量部に溶解させ、酸化チ
タン(ルチル型、堺化学製;R−310)9重量部を混
合し、ペイントコンディショナー装置により直径1mm
のイットリア含有ジルコニアビーズ(ニッカトー製;Y
TZ)とともに5時間分散した。こうして得た酸化チタ
ン分散液を金属アルミニウム薄板(JIS規格 #10
50)上に、アプリケーターにて塗布して、膜厚0.5
μmの下引き層を形成した。
Example 7 Alcohol-soluble nylon (Toray; CM-8000)
1 part by weight is dissolved in 100 parts by weight of methanol, 9 parts by weight of titanium oxide (rutile type, manufactured by Sakai Chemical Co., Ltd .; R-310) is mixed, and a diameter of 1 mm is obtained by a paint conditioner device.
Yttria-containing zirconia beads (made by Nikkato; Y
TZ) and dispersed for 5 hours. The titanium oxide dispersion thus obtained was applied to a thin aluminum metal plate (JIS standard # 10).
50), coated with an applicator to a film thickness of 0.5
An undercoat layer of μm was formed.

【0050】次に、例示化合物化4で示される電子写真
感光体用顔料であるビスアゾ顔料1重量部とフェノキシ
樹脂(ユニオンカーバイト製;PKHJ)1重量部とを
ジメトキシエタン100重量部に混合し、ペイントコン
ディショナー装置により直径0.5mmのソーダガラス
ビーズ(東芝バロディーニ製;GB)とともに6時間分
散した。こうして分散された顔料粒子の平均粒径を、実
施例1と同様に測定した。また、上記下引き層上に、実
施例1と同様にしてアプリケーターにて塗布して膜厚1
μmの電荷発生物質の被膜を形成した。
Next, 1 part by weight of a bisazo pigment, which is a pigment for an electrophotographic photosensitive member represented by the exemplified compound formula 4, and 1 part by weight of a phenoxy resin (manufactured by Union Carbide; PKHJ) are mixed with 100 parts by weight of dimethoxyethane. , And was dispersed for 6 hours together with soda glass beads (manufactured by Toshiba Barodyni; GB) having a diameter of 0.5 mm by a paint conditioner device. The average particle size of the pigment particles thus dispersed was measured in the same manner as in Example 1. Further, a film thickness of 1 was obtained by coating the above undercoat layer with an applicator in the same manner as in Example 1.
A μm film of charge generating material was formed.

【0051】[0051]

【化4】 Embedded image

【0052】次に、例示化合物化5で示されるヒドラゾ
ン化合物10重量部とポリアリレート樹脂(ユニチカ
製;U−ポリマー)10重量部をジクロロエタン200
重量部に溶解させて、上記電荷発生物質の被膜上に、こ
の溶液をアプリケーターにより塗布し、乾燥膜厚20μ
mの電荷移動層を形成した。この様にして作製した感光
体を用いて、実施例1と同様の試験を行った。結果を表
5及び表6に示す。
Next, 10 parts by weight of the hydrazone compound represented by Exemplified Compound 5 and 10 parts by weight of polyarylate resin (U-Polymer manufactured by Unitika) were added to dichloroethane 200.
This solution was applied on a film of the above-mentioned charge generating substance by an applicator to give a dry film thickness of 20 μm.
m of charge transfer layers were formed. The same test as in Example 1 was conducted using the thus prepared photoconductor. The results are shown in Tables 5 and 6.

【0053】[0053]

【化5】 Embedded image

【0054】実施例8、9 分散メディアを低アルカリビーズ(小原光学製;ハイビ
ーD・20、直径0.5mm)、イットリア含有ジルコ
ニアビーズ(ニッカトー製;YTZ、直径0.5mm)
として、実施例7と同様に顔料分散液を作製し、実施例
7と同様に電子写真感光体を作製し試験を行った。結果
を表5及び表6に示す。
Examples 8 and 9 Dispersion media were low-alkali beads (Ohara Kogaku; Hibee D.20, diameter 0.5 mm), yttria-containing zirconia beads (Nikkato; YTZ, diameter 0.5 mm).
As a result, a pigment dispersion liquid was prepared in the same manner as in Example 7, and an electrophotographic photosensitive member was prepared in the same manner as in Example 7 and tested. The results are shown in Tables 5 and 6.

【0055】比較例7〜9 分散メディアをジルコンビーズ(セプル製;ジルコンビ
ーズ、直径0.5mm)、アルミナビーズ(ニッカトー
製;HD、直径0.5mm)、チタニアビーズ(富山セ
ラミック製;チタニアビーズ、直径0.5mm)とし
て、実施例7と同様に顔料分散液を作製し、実施例7と
同様に電子写真感光体を作製し試験を行った。結果を表
5及び表6に示す。
Comparative Examples 7 to 9 Dispersion media were zircon beads (made by Sepul; zircon beads, diameter 0.5 mm), alumina beads (made by Nikkato; HD, diameter 0.5 mm), titania beads (made by Toyama Ceramics; titania beads, With a diameter of 0.5 mm), a pigment dispersion liquid was prepared in the same manner as in Example 7, and an electrophotographic photosensitive member was prepared in the same manner as in Example 7 and tested. The results are shown in Tables 5 and 6.

【0056】[0056]

【表5】 [Table 5]

【0057】[0057]

【表6】 [Table 6]

【0058】表5の結果から、ソーダガラスビーズ、低
アルカリガラスビーズ、イットリア含有ジルコニアビー
ズを用いて分散を行うと、ジルコンビーズ、アルミナビ
ーズ、チタニアビーズを用いた場合に比べて平均粒径が
はるかに小さく、分散性が良いのが分かる。ジルコンビ
ーズ、アルミナビーズ、チタニアビーズを用いて製造さ
れた顔料分散液は3日間放置しておくと顔料粒子の沈降
が起こってしまうが、ソーダガラスビーズ、低アルカリ
ガラスビーズ、イットリア含有ジルコニアビーズを用い
て製造された顔料分散液は一週間放置しても顔料粒子の
沈降は起こらない。また、表5及び表6の結果から、ソ
ーダガラスビーズ、低アルカリガラスビーズ、イットリ
ア含有ジルコニアビーズを用いて製造された塗液は分散
性、塗布性が良好で、それらの塗液を用いると高感度で
繰り返し特性に優れ、かつ画像故障を起こさない電子写
真感光体が得られることが分かる。ジルコンビーズを用
いた場合は、感度や繰り返し特性はそれほど悪くはない
が、分散性が悪いため、塗布性が悪くなってしまう。
From the results shown in Table 5, when soda glass beads, low alkali glass beads, and yttria-containing zirconia beads were used for dispersion, the average particle size was far larger than that when zircon beads, alumina beads, and titania beads were used. It can be seen that it is extremely small and has good dispersibility. A pigment dispersion prepared using zircon beads, alumina beads, and titania beads causes sedimentation of pigment particles if left for 3 days, but soda glass beads, low alkali glass beads, and yttria-containing zirconia beads are used. The pigment dispersion thus prepared does not cause the pigment particles to settle even if it is allowed to stand for one week. Further, from the results of Table 5 and Table 6, the coating liquid produced using soda glass beads, low alkali glass beads, and yttria-containing zirconia beads has good dispersibility and coatability, and the use of these coating liquids results in high dispersibility. It can be seen that an electrophotographic photosensitive member is obtained which has excellent sensitivity and repeatability and does not cause image failure. When zircon beads are used, the sensitivity and repeatability are not so bad, but the dispersibility is poor and the coatability is poor.

【0059】[0059]

【発明の効果】以上から明らかなように、本発明によれ
ば塗布性に優れてかつ良好な安定性を示す顔料分散液及
びそれを用いた高感度で繰り返し特性に優れた電子写真
感光体を提供することができる。
As is apparent from the above, according to the present invention, a pigment dispersion having excellent coating properties and good stability, and an electrophotographic photosensitive member using the same, which has high sensitivity and excellent repetitive characteristics, can be provided. Can be provided.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 溶剤中にバインダーとともに電子写真感
光体用顔料粒子を分散してなる電子写真感光体製造用塗
液の製造方法において、前記電子写真感光体用顔料粒子
を分散するための分散メディアがソーダガラスビーズ、
低アルカリガラスビーズ、イットリア含有ジルコニアビ
ーズから選ばれる少なくとも一種の分散メディアである
ことを特徴とする電子写真感光体製造用塗液の製造方
法。
1. A method for producing a coating liquid for producing an electrophotographic photoreceptor, which comprises dispersing pigment particles for an electrophotographic photoreceptor together with a binder in a solvent, a dispersion medium for dispersing the pigment particles for an electrophotographic photoreceptor. Is soda glass beads,
A method for producing a coating liquid for producing an electrophotographic photoreceptor, which is at least one dispersion medium selected from low-alkali glass beads and yttria-containing zirconia beads.
【請求項2】 導電性支持体上に少なくとも、電荷発生
層、電荷移動層を順次積層してなる電子写真感光体にお
いて、前記電荷発生層が、請求項1記載の電子写真感光
体製造用塗液を用いて形成されていることを特徴とする
電子写真感光体。
2. An electrophotographic photosensitive member comprising a conductive support, and at least a charge generation layer and a charge transfer layer sequentially laminated on the conductive support, wherein the charge generation layer is a coating for producing an electrophotographic photosensitive member. An electrophotographic photosensitive member formed by using a liquid.
JP8013884A 1996-01-30 1996-01-30 Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same Pending JPH09211873A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP8013884A JPH09211873A (en) 1996-01-30 1996-01-30 Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP8013884A JPH09211873A (en) 1996-01-30 1996-01-30 Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same

Publications (1)

Publication Number Publication Date
JPH09211873A true JPH09211873A (en) 1997-08-15

Family

ID=11845638

Family Applications (1)

Application Number Title Priority Date Filing Date
JP8013884A Pending JPH09211873A (en) 1996-01-30 1996-01-30 Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same

Country Status (1)

Country Link
JP (1) JPH09211873A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7419751B2 (en) 2002-06-13 2008-09-02 Ricoh Company, Ltd. Titanylphthalocyanine crystal and method of producing the titanylphthalocyanine crystal, and electrophotographic photoreceptor, method, apparatus and process cartridge using the titanylphthalocyanine crystal
JP2010211243A (en) * 2010-06-30 2010-09-24 Hodogaya Chem Co Ltd Method for preparing pigment dispersion for manufacturing electrophotographic photoreceptor, and electrophotographic photoreceptor using the dispersion

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7419751B2 (en) 2002-06-13 2008-09-02 Ricoh Company, Ltd. Titanylphthalocyanine crystal and method of producing the titanylphthalocyanine crystal, and electrophotographic photoreceptor, method, apparatus and process cartridge using the titanylphthalocyanine crystal
JP2010211243A (en) * 2010-06-30 2010-09-24 Hodogaya Chem Co Ltd Method for preparing pigment dispersion for manufacturing electrophotographic photoreceptor, and electrophotographic photoreceptor using the dispersion

Similar Documents

Publication Publication Date Title
US6376141B1 (en) Photoreceptor with layered charge generation section
JP2006018266A (en) Image forming member
JPH0453424B2 (en)
JP3337152B2 (en) Manufacturing method of electrophotographic photoreceptor
JPH09211873A (en) Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using the same
JP3225172B2 (en) Method for producing undercoat liquid for electrophotographic photoreceptor and electrophotographic photoreceptor using the same
US5686213A (en) Tunable imaging members and process for making
JPH10239871A (en) Electrophotographic photoreceptor
US7384718B2 (en) Charge generating composition and imaging member
JP2002040687A (en) Electrophotographic photoreceptor, process cartridge and electrophotographic device
JPH08328270A (en) Electrophotographic photoreceptor and solution for applying photosensitive layer as well as production of electrophotographic photoreceptor
JP2000242007A (en) Electrophotographic photoreceptor
US7662528B2 (en) Charge generating composition
JPH08166677A (en) Coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using same
JP4275584B2 (en) Electrophotographic photoreceptor
JP2002023393A (en) Electrophotographic photoreceptor
JP2005141027A (en) Electrophotographic photoreceptor, electrophotographic image forming apparatus and process cartridge
JP2002244318A (en) Method for manufacturing pigment dispersion liquid for manufacture of electrophotographic photoreceptor and electrophotographic photoreceptor which uses the dispersion liquid
JP2741449B2 (en) Electrophotographic photoreceptor
JP2569236B2 (en) Electrophotographic photoreceptor
JPH1138652A (en) Production of coating liquid for producing electrophotographic photoreceptor and electrophotographic photoreceptor using that coating liquid
JP2000075517A (en) Electrophotographic photoreceptor, and process cartridge and electrophotographic device using the same
JP2005157291A (en) Layered type electrophotographic photoreceptor and image forming apparatus
JPH09197699A (en) Paint liquid for manufacturing electrophotographic sensitive body and electrophotographic sensitive body using thereof
JP2942778B2 (en) Electrophotographic photoreceptor

Legal Events

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