JPH04238361A - 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 equipment

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Publication number
JPH04238361A
JPH04238361A JP3021407A JP2140791A JPH04238361A JP H04238361 A JPH04238361 A JP H04238361A JP 3021407 A JP3021407 A JP 3021407A JP 2140791 A JP2140791 A JP 2140791A JP H04238361 A JPH04238361 A JP H04238361A
Authority
JP
Japan
Prior art keywords
electrophotographic
group
electrophotographic photoreceptor
formula
photosensitive layer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP3021407A
Other languages
Japanese (ja)
Other versions
JP2940833B2 (en
Inventor
Koichi Suzuki
幸一 鈴木
Yoshirou Kashizaki
樫▲ざき▼ 好郎
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Canon Inc
Original Assignee
Canon Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Canon Inc filed Critical Canon Inc
Priority to JP3021407A priority Critical patent/JP2940833B2/en
Publication of JPH04238361A publication Critical patent/JPH04238361A/en
Application granted granted Critical
Publication of JP2940833B2 publication Critical patent/JP2940833B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PURPOSE:To obtain satisfactory high sensitivity characteristics and stable potential characteristics at the time of repeated utilization by providing a photosensitive layer contg. a specified disazo pigment on an electrically conductive base material. CONSTITUTION:A photosensitive layer contg. a disazo pigment represented by formula I is provided on an electrically conductive base material. In the formula I, each of R1 and R2 is H, halogen such ass Cl atom or Br atom, alkyl group such AS methyl group or ethyl group or aryl group which may have a substituent such as phenyl group, each of A1 and A2 is a residual group of a coupler having a phenolic hydroxyl group and A1 and A2 may be different from each other. The photosensitive layer is preferably composed of at least two layers, that is, an electric charge generating layer contg. the disazo pigment represented by the formula I and a electric charge transferring layer.

Description

【発明の詳細な説明】[Detailed description of the invention]

【0001】0001

【産業上の利用分野】本発明は特定の構造を有するアゾ
顔料を感光層に含有する電子写真感光体、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 photoreceptor containing an azo pigment having a specific structure in a photosensitive layer, an electrophotographic apparatus equipped with the electrophotographic photoreceptor, 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、酸化亜鉛などの無機光導電性物質が
広く用いられていた。一方、有機光導電性物質からなる
電子写真感光体としてはポリ−N−ビニルカルバゾ−ル
に代表される光導電性ポリマ−や2,5−ビス(p−ジ
エチルアミノフェニル)−1,3,4−オキサジアゾ−
ルのような低分子の有機光導電性物質を用いたもの、さ
らにはこのような有機光導電性物質と各種の染料や顔料
を組み合わせたものなどが知られている。有機光導電性
物質を用いた電子写真感光体は成膜性がよく、塗工によ
って生産できるため、極めて生産性が高く安価な感光体
を提供できる利点を有している。また、使用する染料や
顔料の選択により、感色性を自在にコントロ−ルできる
などの利点を有し、これまで、幅広い検討が成されてき
た。特に最近では、有機光導電性染料や顔料を含有した
電荷発生層と前述の光導電性ポリマ−や低分子の有機光
導電性物質を含有した電荷輸送層を積層した機能分離型
感光体の開発により、従来の有機電子写真感光体の欠点
とされていた感度や耐久性に著しい改善が成されてきた
2. Description of the Related Art Conventionally, inorganic photoconductive materials such as selenium, cadmium sulfide, and zinc oxide have been widely used as electrophotographic photoreceptors. On the other hand, electrophotographic photoreceptors made of organic photoconductive substances include photoconductive polymers typified by poly-N-vinylcarbazole and 2,5-bis(p-diethylaminophenyl)-1,3,4- Oxadiazo
There are known methods that use low-molecular organic photoconductive substances such as fluorophores, and also those that combine such organic photoconductive substances with various dyes and pigments. Electrophotographic photoreceptors using organic photoconductive substances have good film-forming properties and can be produced by coating, so they have the advantage of providing extremely highly productive and inexpensive photoreceptors. Furthermore, it has the advantage that color sensitivity can be freely controlled by selecting the dyes and pigments used, and a wide range of studies have been conducted to date. Particularly recently, a functionally separated photoreceptor has been developed in which a charge generation layer containing an organic photoconductive dye or pigment is laminated with a charge transport layer containing the aforementioned photoconductive polymer or low-molecular organic photoconductive substance. As a result, significant improvements have been made in the sensitivity and durability, which were considered to be shortcomings of conventional organic electrophotographic photoreceptors.

【0003】アゾ顔料は優れた光導電性を示し、しかも
、アゾ成分とカプラ−成分の組み合わせ方で様々な特性
を持った化合物が容易に得られることから、これまでに
数多くの化合物が提案されており、例えば特開昭60−
131539号公報、特開昭57−47357号公報、
特開昭54−22834号公報などに記載されている。 しかしながら、従来のアゾ顔料を用いた電子写真感光体
は、感度や繰り返し使用時の電位安定性の面で必ずしも
十分なものとは言えなかった。
[0003]Azo pigments exhibit excellent photoconductivity, and because compounds with various properties can be easily obtained by combining the azo component and coupler component, many compounds have been proposed to date. For example, JP-A-60-
No. 131539, Japanese Patent Application Laid-Open No. 57-47357,
It is described in Japanese Patent Application Laid-Open No. 54-22834. However, electrophotographic photoreceptors using conventional azo pigments have not always been sufficient in terms of sensitivity and potential stability during repeated use.

【0004】0004

【発明が解決しようとする課題】本発明の目的は新規な
光導電性材料を提供すること、良好な高感度特性と繰り
返し使用時の安定した電位特性を有する電子写真感光体
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 The objects of the present invention are to provide a novel photoconductive material, an electrophotographic photoreceptor having good high sensitivity characteristics and stable potential characteristics during repeated use; An object of the present invention is to provide an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor.

【0005】[0005]

【課題を解決するための手段】本発明は導電性支持体上
に下記一般式(1)で示すアゾ顔料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) 式中、R1およびR2は同一または異なって水素原子、
ハロゲン原子、アルキル基または置換基を有してもよい
アリ−ル基を示し、A1およびA2は同一または異なっ
てフェノ−ル性水酸基を有するカプラ−残基を示す。具
体的にはハロゲン原子としては塩素原子、臭素原子など
、アルキル基としてはメチル、エチルなどの基、アリ−
ル基としてはフェニルなどの基が挙げられ、置換基とし
てはエチルなどのアルキル基、塩素原子、臭素原子など
のハロゲン原子が挙げられる。
[Means for Solving the Problems] The present invention comprises an electrophotographic photoreceptor characterized in that it has a photosensitive layer containing an azo pigment represented by the following general formula (1) on a conductive support. General formula (1) In the formula, R1 and R2 are the same or different and are hydrogen atoms,
It represents a halogen atom, an alkyl group, or an aryl group which may have a substituent, and A1 and A2 are the same or different and represent a coupler residue having a phenolic hydroxyl group. Specifically, halogen atoms include chlorine atoms and bromine atoms, and alkyl groups include methyl, ethyl, and aryl groups.
Examples of the group include phenyl and the like, and examples of the substituent include alkyl groups such as ethyl, and halogen atoms such as chlorine and bromine atoms.

【0006】また、A2  およびA2  の示すフェ
ノ−ル性水酸基を有するカプラ−残基としては、好まし
い例として、下記一般式(2)〜(6)で示す残基が挙
げられる。
Preferred examples of the coupler residues having a phenolic hydroxyl group represented by A2 and A2 include residues represented by the following general formulas (2) to (6).

【0007】一般式(2)General formula (2)

【0008】一般式(3)General formula (3)

【0009】一般式(4)General formula (4)

【0010】一般式(5)General formula (5)

【0011】一般式(6)General formula (6)

【0012】一般式(2)、(3)および(4)中のX
はベンゼン環と縮合して置換基を有してもよいナフタレ
ン環、アントラセン環、カルバゾール環、ベンズカルバ
ゾール環、ジベンゾフラン環などの多環芳香環または複
素環を形成するに必要な残基を示し、一般式(6)中の
Yは置換基を有してもよい2価の芳香族炭化水素基ない
しは窒素原子を環内に含む2価の複素環基を示し、具体
的にはo−フェニレン、o−ナフチレン、ペリナフチレ
ン、1,2−アンスリレン、3,4−ピラゾ−ルジイル
、2,3−ピリジンジイル、4,5−ピリジンジイル、
6,7−インダゾ−ルジイル、6,7−キノリンジイル
などの2価の基が挙げられ、一般式(2)および(3)
中のR3およびR4は水素原子、置換基を有してもよい
アルキル基、アリ−ル基、アラルキル基または複素環基
を示し、また、R3、R4はともに窒素原子を介して結
合し環状アミノ基を形成してもよく、一般式(4)中の
R5は水素原子、置換基を有してもよいアルキル基、ア
リ−ル基、アラルキル基または複素環基を示し、一般式
(5)中のR6は水素原子、置換基を有してもよいアル
キル基、アリ−ル基、アラルキル基または複素環基を示
し、上記表現のアルキル基としてはメチル、エチル、プ
ロピルなどの基、アリール基の具体例としてはフェニル
、ナフチル、アンスリルなどの基、アラルキル基として
はベンジル、フェネチルなどの基、複素環基としてはピ
リジル、チエニル、カルバゾリル、ベンゾイミダゾリル
、ベンゾチアゾリルなどの基、窒素原子を環内に含む環
状アミノ基としてはピロ−ル、ピロリン、ピロリジン、
ピロリドン、インド−ル、インドリン、カルバゾ−ル、
イミダゾ−ル、ピラゾ−ル、ピラゾリン、オキサジン、
フェノキサジンなどが挙げられる。また置換基としては
、フッ素、塩素、ヨウ素、臭素などのハロゲン原子、メ
チル、エチル、プロピルなどのアルキル基、メトキシ、
エトキシなどのアルコキシ基、ジメチルアミノ、ジエチ
ルアミノなどのアルキルアミノ基、フェニルカルバモイ
ル基、ニトロ基、シアノ基、トリフルオロメチルなどの
ハロメチル基などが挙げられ、一般式(2)中のZは酸
素原子または硫黄原子を表わし、nは0または1の整数
である。
X in general formulas (2), (3) and (4)
represents a residue necessary to form a polycyclic aromatic ring or heterocycle such as a naphthalene ring, anthracene ring, carbazole ring, benzcarbazole ring, dibenzofuran ring, etc. which may have a substituent by condensation with a benzene ring, Y in general formula (6) represents a divalent aromatic hydrocarbon group which may have a substituent or a divalent heterocyclic group containing a nitrogen atom in the ring, specifically o-phenylene, o-naphthylene, perinaphthylene, 1,2-antrylene, 3,4-pyrazorudiyl, 2,3-pyridinediyl, 4,5-pyridinediyl,
Divalent groups such as 6,7-indazolediyl and 6,7-quinolinediyl are mentioned, and those of general formulas (2) and (3)
R3 and R4 in the formula represent a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, or a heterocyclic group which may have a substituent, and R3 and R4 are both bonded via a nitrogen atom to form a cyclic amino group. R5 in the general formula (4) represents a hydrogen atom, an alkyl group that may have a substituent, an aryl group, an aralkyl group, or a heterocyclic group, and the general formula (5) R6 represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, or a heterocyclic group which may have a substituent, and the alkyl group in the above expression includes groups such as methyl, ethyl, propyl, and an aryl group. Specific examples include groups such as phenyl, naphthyl, and anthryl; aralkyl groups include benzyl and phenethyl; heterocyclic groups include pyridyl, thienyl, carbazolyl, benzimidazolyl, and benzothiazolyl; and groups containing a nitrogen atom in the ring. Cyclic amino groups include pyrrole, pyrroline, pyrrolidine,
pyrrolidone, indole, indoline, carbazole,
imidazole, pyrazole, pyrazoline, oxazine,
Examples include phenoxazine. Substituents include halogen atoms such as fluorine, chlorine, iodine, and bromine, alkyl groups such as methyl, ethyl, and propyl, methoxy,
Examples include alkoxy groups such as ethoxy, alkylamino groups such as dimethylamino and diethylamino, phenylcarbamoyl groups, nitro groups, cyano groups, and halomethyl groups such as trifluoromethyl. Z in general formula (2) is an oxygen atom or It represents a sulfur atom, and n is an integer of 0 or 1.

【0013】なお、一般式(1)中のA1およびA2が
一般式(2)、(3)または(4)であり、式中のXが
ベンゼン環と縮合してベンズカルバゾ−ル環を形成して
いるカプラ−を用いた顔料は、その吸収域が近赤外領域
付近まで広がるため、半導体レ−ザ−用の電荷発生材料
としても好適である。
In addition, A1 and A2 in general formula (1) are general formula (2), (3) or (4), and X in the formula is fused with a benzene ring to form a benzcarbazole ring. Pigments using such couplers have an absorption range extending to near the near-infrared region, and are therefore suitable as charge-generating materials for semiconductor lasers.

【0014】また、本発明は感光層が一般式(1)で示
すアゾ顔料を含有する電荷発生層と電荷輸送層の少なく
とも二層からなる請求項1記載の電子写真感光体から構
成される。
The present invention also provides an electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer comprises at least two layers: a charge generation layer containing an azo pigment represented by the general formula (1) and a charge transport layer.

【0015】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 photoreceptor of the present invention.

【0016】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
情報を受信する受信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 photoreceptor of the present invention, and a facsimile machine having a receiving means for receiving image information from a remote terminal.

【0017】次に本発明の一般式(1)で示すアゾ顔料
の代表的な具体例を表1−1〜1−10に列挙するが、
本発明において用いる上記アゾ顔料はこれらに限定され
るものではない。例示顔料は、基本型において、変化す
る部分のみを記載することで具体的構造を表わすことと
する。
Next, typical examples of the azo pigment represented by the general formula (1) of the present invention are listed in Tables 1-1 to 1-10.
The azo pigments used in the present invention are not limited to these. The specific structure of the exemplified pigment will be expressed by describing only the parts that change in the basic form.

【0018】基本型      A1−N=N−M−N
=N−A2
Basic type A1-N=N-M-N
=N-A2

【0019】表1−1 表1−2 表1−3 表1−4 表1−5 表1−6 表1−7 表1−8 表1−9 表1−10Table 1-1 Table 1-2 Table 1-3 Table 1-4 Table 1-5 Table 1-6 Table 1-7 Table 1-8 Table 1-9 Table 1-10

【0020】一般式(1)で示すアゾ顔料は、相当する
ジアミンを常法によりテトラゾ化し、アルカリの存在下
にカプラ−と水系でカップリングするか、テトラゾニウ
ム塩をホウフッ化塩や塩化亜鉛複塩などに変換した後、
N,N−ジメチルホルムアミド、ジメチルスルホキシド
などの有機溶剤中で酢酸ソ−ダ、トリエチルアミン、N
−メチルモルホリンなどの塩基の存在下、カプラ−とカ
ップリングすることによって容易に合成できる。
The azo pigment represented by the general formula (1) can be obtained by tetrazotizing the corresponding diamine by a conventional method and coupling it with a coupler in an aqueous system in the presence of an alkali, or by converting a tetrazonium salt into a borofluoride salt or a zinc chloride double salt. After converting to
Sodium acetate, triethylamine, N, in an organic solvent such as N,N-dimethylformamide or dimethyl sulfoxide
- It can be easily synthesized by coupling with a coupler in the presence of a base such as methylmorpholine.

【0021】一般式(1)中のA1  、A2  が相
異なるカプラ−であるアゾ顔料を合成する場合は、前述
のテトラゾニウム塩1モルに対し初めに一方のカプラ−
1モルをカップリングさせ、次いでもう一方のカプラ−
1モルをカップリングさせて合成するか、あるいはジア
ミンの一方のアミノ基をアセチル基などで保護しておき
、これをジアゾ化し一方のカプラ−をカップリングさせ
た後、保護基を塩酸などで加水分解し、これを再びジア
ゾ化しもう一方のカプラ−をカップリングさせて合成す
ることができる。
When synthesizing an azo pigment in which A1 and A2 in the general formula (1) are different couplers, one coupler is first added to 1 mole of the above-mentioned tetrazonium salt.
Coupling one mole and then the other coupler
Synthesize by coupling 1 mole of diamine, or protect one amino group of the diamine with an acetyl group, diazotize it, couple one coupler, and then hydrate the protecting group with hydrochloric acid etc. It can be synthesized by decomposing it, diazotizing it again, and coupling the other coupler.

【0022】合成例(顔料1の合成) 300ミリリットルビ−カ−に水150ミリリットル、
濃塩酸20ミリリットル(0.23モル)とを14.0
g(0.032モル)を入れ5℃で30分間撹拌した後
0℃まで冷却し、亜硝酸ソ−ダ4.6g(0.067モ
ル)を水10ミリリットルに溶解した液を液温を2℃以
下に保ちながら10分間で滴下した。15分撹拌した後
、カ−ボン濾過し、この溶液中へホウフッ化ソ−ダ10
.5g(0.096モル)を水90ミリリットルにとか
した液を撹拌下滴下し、析出したホウフッ化塩を濾取し
、冷水で洗浄した後アセトニトリルで洗浄し、室温で減
圧乾燥した。収量13.2g、収率65%
Synthesis Example (Synthesis of Pigment 1) 150 ml of water in a 300 ml beaker,
20ml (0.23mol) of concentrated hydrochloric acid and 14.0
g (0.032 mol) and stirred at 5°C for 30 minutes, then cooled to 0°C, and a solution of 4.6 g (0.067 mol) of sodium nitrite dissolved in 10 ml of water was heated to a temperature of 2. The mixture was added dropwise over 10 minutes while keeping the temperature below ℃. After stirring for 15 minutes, carbon filtration was performed, and 10% of sodium fluoroborate was added to the solution.
.. A solution obtained by dissolving 5 g (0.096 mol) in 90 ml of water was added dropwise under stirring, and the precipitated borofluoride salt was collected by filtration, washed with cold water, then acetonitrile, and dried under reduced pressure at room temperature. Yield 13.2g, yield 65%

【0023】次に1リットルビ−カ−にDMF500ミ
リリットルを入れ、ナフト−ルASを11.1g(0.
042モル)を溶解し液温を5℃に冷却した後、先に得
たホウフッ化塩12.7g(0.020モル)を溶解し
、次いでトリエチルアミン5.1g(0.050モル)
を5分間で滴下した。2時間撹拌した後析出した顔料を
濾取し、DMFで4回、水で3回洗浄した後凍結乾燥し
た。収量13.6g、収率67%
Next, put 500 ml of DMF into a 1 liter beaker, and add 11.1 g (0.0 g) of Naphthol AS.
After dissolving 042 mol) and cooling the liquid temperature to 5°C, 12.7 g (0.020 mol) of the previously obtained borofluoride salt was dissolved, followed by 5.1 g (0.050 mol) of triethylamine.
was added dropwise over 5 minutes. After stirring for 2 hours, the precipitated pigment was collected by filtration, washed four times with DMF and three times with water, and then freeze-dried. Yield 13.6g, yield 67%

【0024】元素分析値 C  計算値70.72%、実測値70.68%H  
計算値4.09%、実測値4.09%N  計算値17
.06%、実測値17.08%
Elemental analysis value C Calculated value 70.72%, Actual value 70.68%H
Calculated value 4.09%, actual value 4.09%N Calculated value 17
.. 06%, actual value 17.08%

【0025】本発明の電
子写真感光体は、導電性支持体上に一般式(1)で示す
アゾ顔料を含有する感光層を有する。感光層の形態は公
知のいかなる形態を取っていてもかまわないが、一般式
(1)で示すアゾ顔料を含有する感光層を電荷発生層と
し、これに電荷輸送物質を含有する電荷輸送層を積層し
た機能分離型の感光層が特に好ましい。
The electrophotographic photoreceptor of the present invention has a photosensitive layer containing an azo pigment represented by the general formula (1) on a conductive support. The form of the photosensitive layer may be any known form, but it is preferable that the photosensitive layer containing the azo pigment represented by the general formula (1) is used as a charge generation layer, and a charge transport layer containing a charge transport substance is added thereto. Laminated functionally separated photosensitive layers are particularly preferred.

【0026】電荷発生層は、前記のアゾ顔料を適当な溶
剤中でバインダ−樹脂と共に分散した塗布液を、導電性
支持体上に公知の方法によって塗布することによって形
成することができ、その膜厚は例えば5μm以下、好ま
しくは0.1〜1μmの薄膜層とすることが望ましい。 この際用いられるバインダー樹脂は、広範な絶縁性樹脂
あるいは有機光導電性ポリマ−から選択されるが、ポリ
ビニルブチラール、ポリビニルベンザ−ル、ポリアリレ
ート、ポリカーボネート、ポリエステル、フェノキシ樹
脂、セルロース系樹脂、アクリル樹脂、ポリウレタンな
どが好ましく、その使用量は電荷発生層中の含有率で8
0重量%以下、好ましくは40重量%以下である。また
使用する溶剤は前記の樹脂を溶解し、後述の電荷輸送層
や下引層を溶解しないものから選択することが好ましい
。具体的には、テトラヒドロフラン、1,4−ジオキサ
ンなどのエ−テル類、シクロヘキサノン、メチルエチル
ケトンなどのケトン類、N,N−ジメチルホルムアミド
などのアミド類、酢酸メチル、酢酸エチルなどのエステ
ル類、トルエン、キシレン、クロロベンゼンなどの芳香
族類、メタノール、エタノール、2−プロパノールなど
のアルコール類、クロロホルム、塩化メチレン、ジクロ
ルエチレン、四塩化炭素、トリクロルエチレンなどの脂
肪族ハロゲン化炭化水素類など挙げられる。
The charge generation layer can be formed by coating a coating solution in which the azo pigment described above is dispersed together with a binder resin in a suitable solvent on a conductive support by a known method, and the film is It is desirable that the thin film layer has a thickness of, for example, 5 μm or less, preferably 0.1 to 1 μm. The binder resin used in this case is selected from a wide range of insulating resins or organic photoconductive polymers, including polyvinyl butyral, polyvinyl benzal, polyarylate, polycarbonate, polyester, phenoxy resin, cellulose resin, and acrylic resin. , polyurethane, etc. are preferred, and the amount used is 8% in terms of content in the charge generation layer.
It is 0% by weight or less, preferably 40% by weight or less. The solvent used is preferably selected from those that dissolve the resin described above but do not dissolve the charge transport layer or undercoat layer described below. Specifically, ethers such as tetrahydrofuran and 1,4-dioxane, ketones such as cyclohexanone and methyl ethyl ketone, amides such as N,N-dimethylformamide, esters such as methyl acetate and ethyl acetate, toluene, Examples include aromatics such as xylene and chlorobenzene, alcohols such as methanol, ethanol, and 2-propanol, and aliphatic halogenated hydrocarbons such as chloroform, methylene chloride, dichloroethylene, carbon tetrachloride, and trichloroethylene.

【0027】電荷輸送層は電荷発生層の上または下に積
層され、電界の存在下電荷発生層から電荷キャリアを受
取り、これを輸送する機能を有している。電荷輸送層は
電荷輸送物質を必要に応じて適当なバインダ−樹脂と共
に溶剤中に溶解し塗布することによって形成され、その
膜厚は一般的には5〜40μmであるが15〜30μm
が好ましい。
The charge transport layer is laminated above or below the charge generation layer and has the function of receiving charge carriers from the charge generation layer in the presence of an electric field and transporting them. The charge transport layer is formed by dissolving a charge transport substance in a solvent together with an appropriate binder resin as necessary and coating the layer, and the film thickness is generally 5 to 40 μm, but 15 to 30 μm.
is preferred.

【0028】電荷輸送物質は電子輸送性物質と正孔輸送
性物質があり、電子輸送性物質としては、例えば2,4
,7ートリニトロフルオレノン、2,4,5,7ーテト
ラニトロフルオレノン、クロラニル、テトラシアノキノ
ジメタンなどの電子吸引性物質やこれら電子吸引性物質
を高分子化したものなどが挙げられる。正孔輸送性物質
としてはピレン、アントラセンなどの多環芳香族化合物
、カルバゾール系、インド−ル系、イミダゾ−ル系、オ
キサゾ−ル系、チアゾ−ル系、オキサジアゾ−ル系、ピ
ラゾ−ル系、ピラゾリン系、チアジアゾ−ル系、トリア
ゾ−ル系化合物などの複素環化合物、pージエチルアミ
ノベンズアルデヒドーN,Nージフェニルヒドラゾン、
N,N−ジフェニルヒドラジノ−3−メチリデン−9−
エチルカルバゾ−ルなどのヒドラゾン系化合物、α−フ
ェニル−4’−N,N−ジフェニルアミノスチルベン、
5−[4−(ジ−p−トリルアミノ)ベンジリデン]−
5H−ジベンゾ[a,d]シクロヘプテンなどのスチリ
ル系化合物、ベンジジン系化合物、トリアリ−ルメタン
系化合物、トリフェニルアミンあるいは、これらの化合
物から成る基を主鎖または側鎖に有するポリマ−(例え
ばポリ−N−ビニルカルバゾ−ル、ポリビニルアントラ
センなど)が挙げられる。これらの有機電荷輸送物質の
他にセレン、セレンーテルル、アモルファスシリコン、
硫化カドミウムなどの無機材料も用いることができる。 また、これらの電荷輸送物質は1種または2種以上組合
せて用いることができる。電荷輸送物質が成膜性を有し
ていないときには適当なバインダーを用いることができ
る。具体的には、アクリル樹脂、ポリアリレート、ポリ
エステル、ポリカーボネート、ポリスチレン、アクリロ
ニトリルースチレンコポリマー、ポリアクリルアミド、
ポリアミド、塩素化ゴムなどの絶縁性樹脂あるいはポリ
ーNービニルカルバゾール、ポリビニルアントラセンな
どの有機光導電性ポリマーなどが挙げられる。
Charge transporting substances include electron transporting substances and hole transporting substances, and examples of electron transporting substances include 2 and 4
Examples include electron-withdrawing substances such as , 7-trinitrofluorenone, 2,4,5,7-tetranitrofluorenone, chloranil, and tetracyanoquinodimethane, and polymerized versions of these electron-withdrawing substances. Hole-transporting substances include polycyclic aromatic compounds such as pyrene and anthracene, carbazole-based, indole-based, imidazole-based, oxazole-based, thiazole-based, oxadiazole-based, and pyrazole-based substances. , heterocyclic compounds such as pyrazoline, thiadiazole, and triazole compounds, p-diethylaminobenzaldehyde N,N-diphenylhydrazone,
N,N-diphenylhydrazino-3-methylidene-9-
Hydrazone compounds such as ethylcarbazole, α-phenyl-4'-N,N-diphenylaminostilbene,
5-[4-(di-p-tolylamino)benzylidene]-
A styryl compound such as 5H-dibenzo[a,d]cycloheptene, a benzidine compound, a triarylmethane compound, triphenylamine, or a polymer having a group consisting of these compounds in its main chain or side chain (for example, poly- N-vinylcarbazole, polyvinylanthracene, etc.). In addition to these organic charge transport materials, selenium, selenium-tellurium, amorphous silicon,
Inorganic materials such as cadmium sulfide can also be used. Further, these charge transport materials can be used alone or in combination of two or more. When the charge transport material does not have film-forming properties, a suitable binder can be used. Specifically, acrylic resin, polyarylate, polyester, polycarbonate, polystyrene, acrylonitrile-styrene copolymer, polyacrylamide,
Examples include insulating resins such as polyamide and chlorinated rubber, and organic photoconductive polymers such as polyN-vinylcarbazole and polyvinylanthracene.

【0029】感光層が形成される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、銅、亜鉛、
ステンレス、バナジウム、モリブデン、クロム、チタン
、ニッケル、インジウム、金や白金などが用いられる。 またこうした金属あるいは合金を、真空蒸着法によって
被膜形成したプラスチック(例えばポリエチレン、ポリ
プロピレン、ポリ塩化ビニル、ポリエチレンテレフタレ
ート、アクリル樹脂など)や導電性粒子(例えばカーボ
ンブラック、銀粒子など)を適当なバインダー樹脂と共
にプラスチックまたは金属基板上に被覆した支持体ある
いは導電性粒子をプラスチックや紙に含浸した支持体な
どを用いることができる。
Examples of the conductive support on which the photosensitive layer is formed include aluminum, aluminum alloy, copper, zinc,
Stainless steel, vanadium, molybdenum, chromium, titanium, nickel, indium, gold, and platinum are used. In addition, plastics (e.g., polyethylene, polypropylene, polyvinyl chloride, polyethylene terephthalate, acrylic resin, etc.) or conductive particles (e.g., carbon black, silver particles, etc.) coated with these metals or alloys by vacuum deposition are coated with a suitable binder resin. In addition, a support coated on a plastic or metal substrate, or a support made of plastic or paper impregnated with conductive particles can be used.

【0030】導電性支持体と感光層の中間にバリヤー機
能と接着機能をもつ下引き層を設けることもできる。下
引き層はカゼイン、ポリビニルアルコール、ニトロセル
ロース、ポリアミド(ナイロン6、ナイロン66、ナイ
ロン610、共重合ナイロン、アルコキシメチル化ナイ
ロンなど)、ポリウレタン、酸化アルミニウムなどによ
って形成できる。下引き層の膜厚は5μm以下、好まし
くは0.1〜3μmが適当である。
An undercoat layer having barrier and adhesive functions may also be provided between the conductive support and the photosensitive layer. The undercoat layer can be formed of casein, polyvinyl alcohol, nitrocellulose, polyamide (nylon 6, nylon 66, nylon 610, copolymerized nylon, alkoxymethylated nylon, etc.), polyurethane, aluminum oxide, or the like. The thickness of the undercoat layer is suitably 5 μm or less, preferably 0.1 to 3 μm.

【0031】本発明の別の具体例として、前述のアゾ顔
料と電荷輸送物質を同一層に含有させた電子写真感光体
を挙げることができる。この際電荷輸送物質としてポリ
ーNービニルカルバゾールとトリニトロフルオレノンか
らなる電荷移動錯体を用いることもできる。この例の電
子写真感光体は、前述のアゾ顔料と電荷移動錯体を適当
な樹脂溶液中に分散させた液を塗布乾燥して形成するこ
とができる。いずれの電子写真感光体においても用いる
顔料は一般式(1)で示すアゾ顔料の結晶形は非晶質で
あっても結晶質であってもよく、また必要に応じて一般
式(1)で示すアゾ顔料を2種類以上組み合せたり、公
知の電荷発生物質と組み合せて使用することも可能であ
る。
Another specific example of the present invention is an electrophotographic photoreceptor containing the above-mentioned azo pigment and charge transport material in the same layer. In this case, a charge transfer complex consisting of poly N-vinylcarbazole and trinitrofluorenone can also be used as the charge transport substance. The electrophotographic photoreceptor of this example can be formed by coating and drying a solution in which the azo pigment and charge transfer complex described above are dispersed in a suitable resin solution. The pigment used in any electrophotographic photoreceptor is an azo pigment represented by the general formula (1), and the crystal form thereof may be amorphous or crystalline. It is also possible to use a combination of two or more types of azo pigments shown or in combination with a known charge generating substance.

【0032】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 for electrophotographic copying machines, but also for laser beam printers, C
RT printer, LED printer, LCD printer,
It can also be widely used in electrophotographic applications such as laser engraving and facsimile.

【0033】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。
Next, an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor of the present invention will be explained.

【0034】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1
a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。
FIG. 1 shows a schematic configuration of a general transfer type electrophotographic apparatus using the drum type photoreceptor of the present invention. In the figure, 1 is a drum-type photoreceptor as an image carrier, and a shaft 1
It is rotated at a predetermined circumferential speed in the direction of the arrow around point a. During the rotation process, the photoreceptor 1 is uniformly charged to a predetermined positive or negative potential on its circumferential surface by the charging means 2, and then subjected to light image exposure L (slit exposure/ (laser beam scanning exposure, etc.). As a result, electrostatic latent images corresponding to the exposed images are sequentially formed on the circumferential surface of the photoreceptor. The electrostatic latent image is then developed with toner by a developing means 4, and the toner-developed image is transferred by a transfer means 5 from a paper feed section (not shown) between the photoreceptor 1 and the transfer means 5, when the photoreceptor 1 is rotated. The images are sequentially transferred onto the surface of the transfer material P that is fed in synchronization with the image data. The transfer material P that has undergone the image transfer is separated from the photoreceptor surface and introduced into the image fixing means 8, where the image is fixed and printed out outside the machine as a copy. After the image has been transferred, the surface of the photoreceptor 1 is cleaned by a cleaning means 6 to remove residual toner after transfer, and is subjected to a charge removal process by a pre-exposure means 7 and used repeatedly for image formation. As the uniform charging means 2 for the photoreceptor 1, a corona charging device is generally widely used. Further, as for the transfer device 5, a corona transfer means is generally widely used. An electrophotographic apparatus is constructed by combining a plurality of components such as the above-mentioned photoreceptor, developing means, and cleaning means into an apparatus unit, and this unit is detachably attached to the main body of the apparatus. It may be configured. For example, the photoreceptor 1 and the cleaning means 6 may be integrated into one apparatus unit, and may be configured to be detachable using a guide means such as a rail on the main body of the apparatus. At this time, the above-mentioned device unit may include a charging means and/or a developing means. In addition, when the electrophotographic apparatus is used as a copying machine or a printer, the light image exposure L is the reflected light or transmitted light from the original, or the original is read and converted into a signal, and this signal is used to generate a laser beam. This is performed by scanning a screen, driving a light emitting diode array, or driving a liquid crystal shutter array.

【0035】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。
When used as a facsimile printer, the optical image exposure L is for printing received data.

【0036】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11は画像読取部10と
プリンタ−19を制御する。コントロ−ラ11の全体は
CPU17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13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12を通してプ
リンタ−19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18はプリン
タ−19を制御している。14は電話である。回線15
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12で復調された後
、CPU17は画像情報の信号処理を行い順次画像メモ
リ16に格納される。そして、少なくとも1ペ−ジの画
像がメモリ16に格納されると、そのペ−ジの画像記憶
を行う。CPU17は、メモリ16より1ペ−ジの画像
情報を読み出しプリンタコントロ−ラ18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18は、CPU17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
19を制御する。なお、CPU17は、プリンタ19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. A controller 11 controls an image reading section 10 and a printer 19. The entire controller 11 is controlled by a CPU 17. The read data from the image reading section is transmitted to the other party's station through the transmitting circuit 13. Data received from the partner station is sent to the printer 19 through the receiving circuit 12. Predetermined image data is stored in the image memory. A printer controller 18 controls a printer 19. 14 is a telephone. line 15
After the image received from the remote terminal (image information from a remote terminal connected via a line) is demodulated by the receiving circuit 12, the CPU 17 performs signal processing on the image information and sequentially stores it in the image memory 16. . When at least one page of images is stored in the memory 16, the image of that page is stored. The CPU 17 reads one page of image information from the memory 16 and sends out the one page of image information signaled to the printer controller 18. printer control
When the printer 18 receives one page of image information from the CPU 17, it controls the printer 19 to record the image information of that page. Note that the CPU 17 receives the next page while the printer 19 is recording. As described above, images are received and recorded.

【0037】[0037]

【実施例】実施例1〜8 アルミ支持体上にメトキシメチル化ナイロン(重量平均
分子量3万2千)5gとアルコ−ル可溶性共重合ナイロ
ン(重量平均分子量2万9千)10gをメタノ−ル95
g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。次に顔料1を5gをシ
クロヘキサノン95gにブチラ−ル樹脂(ブチラ−ル化
度63モル%)を2gを溶かした液に加え、サンドミル
で20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0.2μmとなるようにマイヤ
−バ−で塗布し乾燥して電荷発生層を形成した。
[Example] Examples 1 to 8 5 g of methoxymethylated nylon (weight average molecular weight 32,000) and 10 g of alcohol-soluble copolymerized nylon (weight average molecular weight 29,000) were placed on an aluminum support in methanol. 95
A solution dissolved in 10 g was applied using a Mayer bar to form an undercoat layer having a thickness of 1 μm after drying. Next, 5 g of Pigment 1 was added to a solution prepared by dissolving 2 g of butyral resin (butyralization degree 63 mol %) in 95 g of cyclohexanone, and dispersed in a sand mill for 20 hours. This dispersion was applied onto the previously formed undercoat layer using a Mayer bar so that the film thickness after drying was 0.2 μm, and dried to form a charge generation layer.

【0038】次に、下記構造式で示すヒドラゾン化合物
5gとポリメチルメタクリレ−ト(重量平均分子量10
万)5gをクロロベンゼン40gに溶解し、これを電荷
発生層の上に乾燥後の膜厚が20μmとなるようにマイ
ヤ−バ−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, 5 g of a hydrazone compound shown by the following structural formula and polymethyl methacrylate (weight average molecular weight 10
Example 1: 5 g of chlorobenzene was dissolved in 40 g of chlorobenzene, and applied onto the charge generation layer using a Mayer bar so that the film thickness after drying was 20 μm, and dried to form a charge transport layer. An electrophotographic photoreceptor was prepared.

【0039】顔料1に代えて他の例示顔料を用い、実施
例2〜8に対応する電子写真感光体を全く同様にして作
成した。
Electrophotographic photoreceptors corresponding to Examples 2 to 8 were prepared in exactly the same manner using other exemplary pigments in place of Pigment 1.

【0040】作成した電子写真感光体を川口電機(株)
製、静電複写紙試験装置ModelSP−428を用い
て−5KVのコロナ放電で負に帯電し、暗所で1秒間保
持した後、ハロゲンランプを用いて照度10ルックスで
露光し、帯電特性を評価した。帯電特性としては、表面
電位V0と暗所放置後の表面電位が1/2に減衰するに
必要な露光量E1/2を測定した。結果を示す。
The produced electrophotographic photoreceptor was manufactured by Kawaguchi Electric Co., Ltd.
The paper was negatively charged with a -5KV corona discharge using an electrostatic copying paper tester Model SP-428 manufactured by Manufacturer Co., Ltd., held in a dark place for 1 second, and then exposed to light using a halogen lamp at an illuminance of 10 lux to evaluate the charging characteristics. did. As for charging characteristics, the surface potential V0 and the exposure amount E1/2 required for the surface potential to attenuate to 1/2 after being left in a dark place were measured. Show the results.

【0041】 実施例1 顔料1      V0:−700V、E1/2:4.
0ルックス・秒実施例2 顔料5      V0:−700V、E1/2:2.
1ルックス・秒実施例3 顔料10    V0:−690V、E1/2:4.6
ルックス・秒実施例4 顔料16    V0:−685V、E1/2:1.9
ルックス・秒実施例5 顔料19    V0:−705V、E1/2:2.4
ルックス・秒実施例6 顔料26    V0:−720V、E1/2:4.8
ルックス・秒実施例7 顔料27    V0:−710V、E1/2:2.4
ルックス・秒実施例8 顔料29    V0:−705V、E1/2:4.3
ルックス・秒
Example 1 Pigment 1 V0: -700V, E1/2: 4.
0 lux/second Example 2 Pigment 5 V0: -700V, E1/2: 2.
1 lux/second Example 3 Pigment 10 V0: -690V, E1/2: 4.6
Lux/Second Example 4 Pigment 16 V0: -685V, E1/2: 1.9
Lux/Second Example 5 Pigment 19 V0: -705V, E1/2: 2.4
Lux/Second Example 6 Pigment 26 V0: -720V, E1/2: 4.8
Lux/Second Example 7 Pigment 27 V0: -710V, E1/2: 2.4
Lux/Second Example 8 Pigment 29 V0: -705V, E1/2: 4.3
looks second

【0042】比較例1 実施例1に用いたアゾ顔料を比較顔料1に代えた他は実
施例1と全く同様にして電子写真感光体を作成し、同様
に帯電特性を評価した。結果を示す。V0:−710V
、E1/2:7.4ルックス・秒この結果から、本発明
の電子写真感光体は十分な帯電能と優れた感度を有する
ことが分かる。
Comparative Example 1 An electrophotographic photoreceptor was prepared in exactly the same manner as in Example 1, except that the azo pigment used in Example 1 was replaced with Comparative Pigment 1, and the charging characteristics were evaluated in the same manner. Show the results. V0:-710V
, E1/2: 7.4 lux·sec From these results, it can be seen that the electrophotographic photoreceptor of the present invention has sufficient charging ability and excellent sensitivity.

【0043】実施例9〜12 実施例1、2、4および5で作成した電子写真感光体を
を−6.5KVのコロナ帯電器、露光光:学系、現像器
、転写帯電器、除電露光光学系およびクリ−ナ−を備え
た電子写真複写機のシリンダ−に貼り付けた。初期の暗
部電位VDと明部電位VLをそれぞれ−700V、−2
00V付近に設定し、5千回繰り返し使用した際の暗部
電位の変動量ΔVDと明部電位の変動量ΔVLを測定し
た。結果を示す。なお、電位の変動量における負記号は
電位の絶対値の低下を表わし、正記号は電位の絶対値の
増加を表わす。 実施例9      ΔVD:−20V、ΔVL:+3
0V実施例10    ΔVD:−10V、ΔVL:+
20V実施例11    ΔVD:+5V、  ΔVL
:+25V実施例12    ΔVD:−10V、ΔV
L:+25V
Examples 9 to 12 The electrophotographic photoreceptors prepared in Examples 1, 2, 4, and 5 were charged with a -6.5 KV corona charger, exposure light: science, developer, transfer charger, and static elimination exposure. It was attached to the cylinder of an electrophotographic copying machine equipped with an optical system and a cleaner. The initial dark potential VD and light potential VL are -700V and -2, respectively.
The amount of variation ΔVD in the dark area potential and the amount of variation ΔVL in the bright area potential were measured when the battery was set at around 00V and used repeatedly 5,000 times. Show the results. Note that a negative sign in the amount of change in potential represents a decrease in the absolute value of the potential, and a positive sign represents an increase in the absolute value of the potential. Example 9 ΔVD: -20V, ΔVL: +3
0V Example 10 ΔVD: -10V, ΔVL: +
20V Example 11 ΔVD: +5V, ΔVL
: +25V Example 12 ΔVD: -10V, ΔV
L: +25V

【0044】比較例2 比較例1で作成した電子写真感光体について、実施例9
と同様の方法により、繰り返し使用時の電位変動を測定
した。結果を示す。 ΔVD:−10V、ΔVL:+60V 上記の結果から、本発明の電子写真感光体は繰り返し使
用時の電位変動が少ないことが分かる。
Comparative Example 2 Regarding the electrophotographic photoreceptor prepared in Comparative Example 1, Example 9
Potential fluctuations during repeated use were measured using the same method as above. Show the results. ΔVD: -10V, ΔVL: +60V From the above results, it can be seen that the electrophotographic photoreceptor of the present invention has little potential fluctuation during repeated use.

【0045】実施例13 アルミ蒸着ポリエチレンテレフタレ−トフィルムのアル
ミ面上に膜厚0.5μmのポリビニルアルコ−ルの下引
き層を形成した。この上に実施例4で用いたジスアゾ顔
料の分散液をマイヤ−バ−で塗布乾燥して、膜厚0.2
μmの電荷発生層を形成した。次いで下記構造式のスチ
リル化合物5gと ポリカ−ボネ−ト(重量平均分子量5万5千)5gをテ
トラヒドロフラン40gに溶かした液を電荷発生層の上
に塗布乾燥して、膜厚21μmの電荷輸送層を形成した
。作成した電子写真感光体について帯電特性と耐久特性
を実施例1と実施例9と同じ方法によって測定した。 結果を示す。 V0:−700V、E1/2:1.6ルックス・秒、Δ
VD:0V、ΔVL:+15V
Example 13 A subbing layer of polyvinyl alcohol having a thickness of 0.5 μm was formed on the aluminum surface of an aluminum vapor-deposited polyethylene terephthalate film. On top of this, the dispersion of the disazo pigment used in Example 4 was applied with a Meyer bar and dried, resulting in a film thickness of 0.2
A charge generation layer of .mu.m was formed. Next, a solution prepared by dissolving 5 g of a styryl compound having the following structural formula and 5 g of polycarbonate (weight average molecular weight: 55,000) in 40 g of tetrahydrofuran was applied onto the charge generation layer and dried to form a charge transport layer with a thickness of 21 μm. was formed. The charging characteristics and durability characteristics of the produced electrophotographic photoreceptor were measured in the same manner as in Examples 1 and 9. Show the results. V0: -700V, E1/2: 1.6 lux seconds, Δ
VD: 0V, ΔVL: +15V

【0046】実施例14 実施例7で作成した電子写真感光体の電荷発生層と電荷
輸送層を逆の順番で塗布した電子写真感光体を作成し実
施例1と同じ方法で帯電特性を評価した。ただし、帯電
は正帯電とした。 V0:+705V、E1/2:3.9ルックス・秒
Example 14 An electrophotographic photoreceptor was prepared by applying the charge generation layer and charge transport layer of the electrophotographic photoreceptor prepared in Example 7 in the reverse order, and the charging characteristics were evaluated in the same manner as in Example 1. . However, the charging was positive. V0: +705V, E1/2: 3.9 lux/sec

【0
047】実施例15 実施例5で作成した電荷発生層上に2,4,7−トリニ
トロ−9−フルオレノン5gとポリ−4,4’−ジオキ
シジフェニル−2,2−プロパンカ−ボネ−ト(分子量
30万)5gをテトラヒドロフラン50gに溶解した液
をマイヤ−バ−で塗布し、乾燥後の膜厚が18μmの電
荷輸送層を形成した。作成した電子写真感光体について
実施例1と同じ方法で帯電特性を評価した。ただし、帯
電は正帯電とした。V0:+710V、E1/2:1.
8ルックス・秒。
0
Example 15 5 g of 2,4,7-trinitro-9-fluorenone and poly-4,4'-dioxydiphenyl-2,2-propane carbonate ( A solution obtained by dissolving 5 g of molecular weight 300,000 in 50 g of tetrahydrofuran was applied using a Mayer bar to form a charge transport layer having a thickness of 18 μm after drying. The charging characteristics of the produced electrophotographic photoreceptor were evaluated in the same manner as in Example 1. However, the charging was positive. V0: +710V, E1/2: 1.
8 lux seconds.

【0048】実施例16 顔料16を0.5gをシクロヘキサノン9.5gと共に
ペイントシェイカ−で5時間分散した。ここへ実施例1
で用いたと同じ電荷輸送材料5gとポリカ−ボネ−ト5
gをテトラヒドロフラン40gに溶解した液を加え、さ
らに1時間しんとうした。こうして調製した塗布液をア
ルミ支持体上にマイヤ−バ−で塗布乾燥して膜厚が20
μmの感光層を形成した。こうして作成した電子写真感
光体を実施例1と同様の方法で帯電特性を評価した。帯
電は正帯電とした。 V0:+700V、E1/2:2.0ルックス・秒。
Example 16 0.5 g of Pigment 16 was dispersed with 9.5 g of cyclohexanone in a paint shaker for 5 hours. Example 1 here
5 g of the same charge transport material used in and polycarbonate 5
A solution prepared by dissolving 1.0 g of 1.0 g in 40 g of tetrahydrofuran was added thereto, and the mixture was further stirred for 1 hour. The coating solution thus prepared was applied onto an aluminum support using a Mayer bar and dried until the film thickness was 20 mm.
A photosensitive layer of μm was formed. The charging characteristics of the electrophotographic photoreceptor thus prepared were evaluated in the same manner as in Example 1. The charging was positive. V0: +700V, E1/2: 2.0 lux/sec.

【0049】[0049]

【発明の効果】本発明の電子写真感光体は、感光層に特
定構造の化合物を用いたことにより、該電子写真感光体
の電子写真特性において高感度、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、耐久性に優れるという顕著な効果を発揮させ
るのに有効である。また、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な効果を
奏する。
Effects of the Invention The electrophotographic photoreceptor of the present invention uses a compound with a specific structure in the photosensitive layer, so that the electrophotographic properties of the electrophotographic photoreceptor have high sensitivity and continuous image formation by repeated charging and exposure. It is effective in exhibiting the remarkable effect of having small fluctuations in bright area potential and dark area potential and excellent durability. Furthermore, similar effects can be achieved in an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor.

【図面の簡単な説明】[Brief explanation of the drawing]

【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 machine using an electrophotographic device as a printer.

【符号の説明】[Explanation of symbols]

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) 1a  軸 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 10  画像読取部 11  コントロ−ラ− 12  受信回路 13  送信回路 14  電話 15  回線 16  画像メモリ 17  CPU 18  プリンタコントロ−ラ 19  プリンタ−
1 Drum-type photoreceptor as an image carrier (electrophotographic photoreceptor of the present invention) 1a Shaft 2 Corona charging device 3 Exposure section 4 Developing means 5 Transfer means 6 Cleaning means 7 Pre-exposure means 8 Image fixing means L Optical image Exposure P Transfer material 10 that has undergone image transfer Image reading unit 11 Controller 12 Receiving circuit 13 Transmitting circuit 14 Telephone 15 Line 16 Image memory 17 CPU 18 Printer controller 19 Printer

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】導電性支持体上に下記一般式(1)で示す
アゾ顔料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) 式中、R1およびR2は同一または異なって水素原子、
ハロゲン原子、アルキル基または置換基を有してもよい
アリ−ル基を示し、A1およびA2は同一または異なっ
てフェノ−ル性水酸基を有するカプラ−残基を示す。
1. An electrophotographic photoreceptor comprising a photosensitive layer containing an azo pigment represented by the following general formula (1) on a conductive support. General formula (1) In the formula, R1 and R2 are the same or different and are hydrogen atoms,
It represents a halogen atom, an alkyl group, or an aryl group which may have a substituent, and A1 and A2 are the same or different and represent a coupler residue having a phenolic hydroxyl group.
【請求項2】感光層が、一般式(1)で示すアゾ顔料を
含有する電荷発生層と電荷輸送層の少なくとも二層から
なる請求項1記載の電子写真感光体。
2. The electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer comprises at least two layers: a charge generation layer containing an azo pigment represented by formula (1) and a charge transport layer.
【請求項3】請求項1記載の電子写真感光体を備えた電
子写真装置。
3. An electrophotographic apparatus comprising the electrophotographic photoreceptor according to claim 1.
【請求項4】請求項1記載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。
4. A facsimile machine comprising an electrophotographic apparatus comprising the electrophotographic photoreceptor according to claim 1 and means for receiving image information from a remote terminal.
JP3021407A 1991-01-23 1991-01-23 Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile Expired - Fee Related JP2940833B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3021407A JP2940833B2 (en) 1991-01-23 1991-01-23 Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3021407A JP2940833B2 (en) 1991-01-23 1991-01-23 Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile

Publications (2)

Publication Number Publication Date
JPH04238361A true JPH04238361A (en) 1992-08-26
JP2940833B2 JP2940833B2 (en) 1999-08-25

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JP (1) JP2940833B2 (en)

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* Cited by examiner, † Cited by third party
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