JPS6059590B2 - electrophotographic photoreceptor - Google Patents

electrophotographic photoreceptor

Info

Publication number
JPS6059590B2
JPS6059590B2 JP55121862A JP12186280A JPS6059590B2 JP S6059590 B2 JPS6059590 B2 JP S6059590B2 JP 55121862 A JP55121862 A JP 55121862A JP 12186280 A JP12186280 A JP 12186280A JP S6059590 B2 JPS6059590 B2 JP S6059590B2
Authority
JP
Japan
Prior art keywords
charge transfer
pyrazoline
electrophotographic photoreceptor
general formula
compound
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.)
Expired
Application number
JP55121862A
Other languages
Japanese (ja)
Other versions
JPS5745545A (en
Inventor
和弘 榎本
耕造 拝野
重芳 鈴木
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 JP55121862A priority Critical patent/JPS6059590B2/en
Publication of JPS5745545A publication Critical patent/JPS5745545A/en
Publication of JPS6059590B2 publication Critical patent/JPS6059590B2/en
Expired legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664Dyes
    • G03G5/0666Dyes containing a methine or polymethine group
    • G03G5/0672Dyes containing a methine or polymethine group containing two or more methine or polymethine groups
    • G03G5/0674Dyes containing a methine or polymethine group containing two or more methine or polymethine groups containing hetero rings
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0622Heterocyclic compounds
    • G03G5/0624Heterocyclic compounds containing one hetero ring
    • G03G5/0627Heterocyclic compounds containing one hetero ring being five-membered
    • G03G5/0631Heterocyclic compounds containing one hetero ring being five-membered containing two hetero atoms

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Light Receiving Elements (AREA)

Description

【発明の詳細な説明】 この発明は、ピラゾリン化合物を用いた電子写真用感光
体に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an electrophotographic photoreceptor using a pyrazoline compound.

近年電子写真感光体に用いられる有機光導電物質質とし
ては、ポリーN−ビニルカルバゾールをはじめとして数
多くのものが知られており、有機光導電物質を用いた感
光体のタイプとしては、1)電子供与性化合物と電子受
容性化合物との組み合せにより電荷移動錯体を形成した
もの。
In recent years, many types of organic photoconductive materials, including poly-N-vinylcarbazole, have been known as organic photoconductive materials used in electrophotographic photoreceptors. A charge transfer complex formed by a combination of a donating compound and an electron-accepting compound.

(2)染料を添加して増惑したもの。(3)特開昭49
−105537に開示されている様な電荷発生層と電荷
移動層のに機能分離したもの。
(2) Those enriched with dyes. (3) Japanese Patent Application Publication No. 1973
105537, in which the charge generation layer and charge transfer layer are functionally separated.

(4) 特開昭47−3032&特開昭47−1854
5に開示されている様な正孔あるいは電子活性マトリッ
クスに顔料分散したもの。等が知られている。
(4) JP-A-47-3032 & JP-A-47-1854
Pigment dispersed in a hole- or electron-active matrix as disclosed in No. 5. etc. are known.

本発明のピラゾリン化合物は特に前述の(3)のタイプ
の感光体の電荷移動層の電荷移動材料として用いた時に
最も秀れた特性を示す。
The pyrazoline compound of the present invention exhibits the most excellent characteristics particularly when used as a charge transfer material for the charge transfer layer of a photoreceptor of the type (3) mentioned above.

ピラゾリン系化合物に関しては、特公昭34一1036
6に開示されており、更には電荷移動材料としての使用
が特開昭49−105537に開示されている。
Regarding pyrazoline compounds, Japanese Patent Publication No. 34-1036
6, and furthermore, its use as a charge transfer material is disclosed in JP-A-49-105537.

本発明者等はこれらピラゾリン系化合物の中で更に高域
度の電子写真感光体を作成するのに適しているものはな
いか種々のピラゾリン系化合物を合成した。
The present inventors synthesized various pyrazoline compounds to find out whether any of these pyrazoline compounds would be suitable for producing an electrophotographic photoreceptor with a higher frequency range.

これら化合物については本発明者の1人により特開昭5
5−32068にすでに開示されている。引続く研究の
結果、本発明者等は特開昭55一32068のピラゾリ
ン化合物の中で特に新たに合成されたピラゾリン環の5
位がスチリル、3位がスチリルまたは4−フエニル工J
,3−ブタピニエルになつているものが前述の(3)の
タイプの感光体の電荷移動層の電荷移動材料として用い
た時に特に秀れた特性を示すことを見出した。
These compounds were described by one of the inventors in JP-A No. 5
5-32068. As a result of subsequent research, the present inventors found that among the pyrazoline compounds of JP-A-55-32068, the newly synthesized pyrazoline ring 5
The first place is styryl, the third place is styryl or 4-phenylated J
, 3-butapiniel exhibits particularly excellent properties when used as a charge transfer material in the charge transfer layer of the above-mentioned type (3) photoreceptor.

また、これらピラゾリン化合物の合成も他のピラゾリン
化合物と比べて容易であり、原料のアルデヒド、ケトン
も容易に手に入れることができる。
Furthermore, the synthesis of these pyrazoline compounds is easier than that of other pyrazoline compounds, and the raw materials, aldehydes and ketones, are also easily available.

また有機溶剤に対する溶解性もよく、バインダー樹脂の
比率をかなり下げても析晶化現像が見られす、ますます
高域度の電子写真感光体を得るのに適している。本発明
のピラゾリン化合物は、一般式(1)で示され、式中A
,Al,A2は置換基を含んでいてもよいフェニル基で
あり、nは1又は2である。
Furthermore, it has good solubility in organic solvents, and crystallization development is observed even when the ratio of binder resin is considerably lowered, making it suitable for obtaining electrophotographic photoreceptors with increasingly higher resolution. The pyrazoline compound of the present invention is represented by the general formula (1), in which A
, Al, A2 are phenyl groups which may contain substituents, and n is 1 or 2.

一般式(1)この発明のピラゾリン化合物は、一般式(
■)A1−NH−NH2(但しA1は一般式(1)と同
じ。
General formula (1) The pyrazoline compound of this invention has the general formula (
(2) A1-NH-NH2 (However, A1 is the same as in general formula (1).

)で示されるヒドラジノ化合物と一般式(■)(但し、
A,A2およびnは一般式(1)と同じ。
) and the general formula (■) (however,
A, A2 and n are the same as in general formula (1).

)で示される化合物を少量の酢酸もしくは無水酢酸と共
に数時間加熱撹拌することにより容易に合成することが
できる。ここで本発明のピラゾリン化合物の具体的な合
成例について述べる。
) can be easily synthesized by heating and stirring the compound with a small amount of acetic acid or acetic anhydride for several hours. Here, a specific example of synthesis of the pyrazoline compound of the present invention will be described.

(合成例)1−フェニルー3−(4−フェニルー1″,
3″−ブタジエル)−5−スチリルーピラゾリン(下記
構造式)ケイ皮酸アルデヒドとアセトンをアルカリ触媒
を用いて得たシンナミリデンアセトン(融点142〜1
42.5シC)10.7yとフェニルヒドラジン5.5
yを氷酢酸80cc溶かし浴温100℃油浴中で約5時
間加熱撹拌を行なつた。
(Synthesis example) 1-phenyl-3-(4-phenyl-1'',
3″-Butadiel)-5-styrylupyrazoline (Structural formula below) Cinnamylidene acetone obtained from cinnamic aldehyde and acetone using an alkali catalyst (melting point 142-1
42.5y C) 10.7y and phenylhydrazine 5.5
y was dissolved in 80 cc of glacial acetic acid and heated and stirred in an oil bath at a bath temperature of 100° C. for about 5 hours.

反応終了後反応液を氷冷する!と螢光の強いかつ色の結
晶が析出してくる。この結晶を淵取後エタノール約20
0m1より再結晶を行ない螢光の強い黄緑色結晶12.
8yを得た。尚この時の収率は79(%)てあつた。融
点141〜142.5℃同様の合成法により下記のピラ
ゾリン化合物も容易に得られる。これら化合物は例とし
てあげたものであり、これら化合物に何ら限定されるも
のではない。
After the reaction is complete, cool the reaction solution on ice! Then, highly fluorescent and colored crystals begin to precipitate. After filtering out these crystals, ethanol approx.
Recrystallize from 0ml to obtain yellow-green crystals with strong fluorescence12.
Got 8y. The yield at this time was 79 (%). The following pyrazoline compound with a melting point of 141 to 142.5° C. can also be easily obtained by a similar synthetic method. These compounds are given as examples, and the present invention is not limited to these compounds in any way.

特に上記化合物例の中でNO,l,NO.2,NO.5
,NO.6,NO.llの様にピラゾリン環の3位が4
″−フェニルー1″,3″ープタジエニル及びその誘導
体になつているものは、他のピラゾリン化合物に比べて
電子写真特性にすぐれかつ結合剤樹脂この相溶性もよく
通常析晶化現象も見られないきわめて機械的特性にすぐ
れた電子写真感光体を得る事が出来る。これらのピラゾ
リン化合物を電荷移動層に用いる場合、電荷発生層は電
荷移動層の上部あるいは下部のいずれてあつてもよいが
、繰り返し使用するタイプの感光体においては物理的強
度の面から導電性支持体、電荷発生層、電荷移動層の順
に積層するのが好ましい。更に導電性支持体と電荷発生
層の接着性を向上する目的で接着層を設けることができ
る。
In particular, among the above compound examples, NO, 1, NO. 2, NO. 5
, NO. 6, NO. The 3rd position of the pyrazoline ring is 4, as in ll.
"-Phenyl-1",3"-ptadienyl and its derivatives have superior electrophotographic properties compared to other pyrazoline compounds, and are highly compatible with binder resins, with no crystallization phenomenon usually observed. It is possible to obtain an electrophotographic photoreceptor with excellent mechanical properties.When these pyrazoline compounds are used in the charge transfer layer, the charge generation layer may be placed either above or below the charge transfer layer, but it cannot be repeatedly used. In the type of photoreceptor, it is preferable to laminate the conductive support, the charge generation layer, and the charge transfer layer in this order from the viewpoint of physical strength. An adhesive layer can be provided.

接着層の材料としては、力ティン、ゼラチン、ポリビニ
ルアルコール、ポリエチレングリコール、ポリアクリル
酸ソーダ等の樹脂が効果的である。
Effective materials for the adhesive layer include resins such as tin, gelatin, polyvinyl alcohol, polyethylene glycol, and sodium polyacrylate.

接着層の厚さは0.5〜5p1好ましくは1〜3μが適
当である。
The appropriate thickness of the adhesive layer is 0.5-5p1, preferably 1-3μ.

電荷発生層どしては、セレン、セレン−テルル、ピリリ
ウム染料、チオピリリユウム染料、フタロシアニン系顔
料、特開昭47−37543に開示されているジスアゾ
顔料等の種々の電荷発生材料から選はれた、別個の蒸着
層あるいは樹脂分散層喪、樹脂マトリックス層を用いる
ことができ、特定の電荷発生材料との組合せに限定され
ることはない。
The charge generating layer is selected from various charge generating materials such as selenium, selenium-tellurium, pyrylium dyes, thiopyrylium dyes, phthalocyanine pigments, and disazo pigments disclosed in JP-A-47-37543. Separate deposited layers or resin dispersion layers or resin matrix layers can be used and are not limited to combinations with particular charge generating materials.

電荷発生層の膜厚は3μ以下好ましくは1p以下がよく
、電荷移動の膜厚は5〜30p好ましくは10〜20p
てある。
The thickness of the charge generation layer is preferably 3μ or less, preferably 1p or less, and the charge transfer thickness is 5 to 30p, preferably 10 to 20p.
There is.

本発明のピラゾリン化合物は、正孔の移動に対して効果
があり、従つて最上層に電荷発生層がある場合には感光
体を正に帯電し、導電性支持体と電荷移動層との間に電
荷発生層のある場合は感光体を負に帯電するのが好まし
い。
The pyrazoline compound of the present invention has an effect on the movement of holes, and therefore positively charges the photoreceptor when there is a charge generation layer on the top layer, and charges the photoreceptor between the conductive support and the charge transfer layer. When the photoreceptor has a charge generation layer, it is preferable to charge the photoreceptor negatively.

本発明のピラゾリン化合物は、それ自身ではフィルム形
成能がないためバインダー樹脂を用いる必要がある。
The pyrazoline compound of the present invention does not have film-forming ability by itself, so it is necessary to use a binder resin.

これらバインダー樹脂としてはアクリル樹脂、ポリスチ
レン樹脂、ポリフェニレンオキサイド樹脂、ポリサルフ
オン樹脂、ポリエステル樹脂、ポリカーボネート樹脂、
等多くの樹脂が用いうる。中でもポリカーボネート樹脂
、ポリスチレン樹脂、ポリエステル樹紙が特に良好であ
つた。本発明のピラゾリン化合物とバインダーの比率は
電荷移動層の物理的強度と電荷移動能とのかねあいから
バインダー0.3〜3重量部に対してピラゾリン化合物
1重量部を用いることが望ましい。
These binder resins include acrylic resin, polystyrene resin, polyphenylene oxide resin, polysulfone resin, polyester resin, polycarbonate resin,
Many resins can be used. Among them, polycarbonate resin, polystyrene resin, and polyester tree paper were particularly good. Regarding the ratio of the pyrazoline compound to the binder of the present invention, it is preferable to use 1 part by weight of the pyrazoline compound to 0.3 to 3 parts by weight of the binder in consideration of the physical strength and charge transfer ability of the charge transfer layer.

以下に本発明に実施例によつて説明する。実施例1 アルミ蒸着フィルム上に力ティンのアンモニア水溶液を
エアナイフて塗布乾燥し膜厚0.6ILmの接着層を形
成した。
The present invention will be explained below with reference to Examples. Example 1 An aqueous ammonia solution was coated on an aluminum vapor-deposited film using an air knife and dried to form an adhesive layer with a thickness of 0.6 ILm.

つぎに東洋インキ製造(株)製β型銅フタロシアニン(
商品名山0rK)1B1L]ENCBTOner)を水
、エタノール、ベンゼンで順次熱p過して精製した顔料
7g東洋レーヨン社製アルコール可溶性ナイロン(商品
名アミランCM−8000)10V1エチルアルコール
50m1をボールミルに仕込み6時間分散後上述の接着
層上にワイヤードクトルて塗布し乾燥後の膜厚が0.e
)ILmの電荷発生層を形成した。
Next, β-type copper phthalocyanine manufactured by Toyo Ink Manufacturing Co., Ltd. (
7g of pigment purified by sequentially heating and filtering ENCBTOner) with water, ethanol, and benzene.Pour 50ml of 10V1 ethyl alcohol into a ball mill for 6 hours. After dispersion, it is applied onto the above adhesive layer using a wire doctor, and the film thickness after drying is 0. e
) A charge generation layer of ILm was formed.

つぎに本発明のピラゾリン化合物NO.l,NO.3,
NO.l3並びに比較のために1,3,5−トリフエニ
易ルピラゾリン及び1,3−ジフェニル5−スチリルピ
ラゾリンBの各1gを三菱ガス化学(株)製ポリカーボ
ネート樹脂(商品名ユーピロンS−1000)0.8y
をクロルベンゼン5m1に溶かし均一に溶解した後に上
述の電荷移動層上にそれぞれ塗布し、膜厚12μmの電
荷移動層を形成した。この様にして作成した電子写真感
光体5種類を20℃、60%(相対温度)で2S間調湿
後川口電機(株)製静電複写紙試験装置SP−428を
用いスタティック方式でコロナ電源電圧(−)6KVで
加電し、暗所で1C@7間保持した後、XlnOnラン
プで照度5ルックスで露光し電子写真特性を調べた。
Next, pyrazoline compound NO. of the present invention. l, NO. 3,
NO. 13 and for comparison, 1 g each of 1,3,5-triphenylpyrazoline and 1,3-diphenyl-5-styrylpyrazoline B were added to 0.1 g of polycarbonate resin (trade name: Iupilon S-1000) manufactured by Mitsubishi Gas Chemical Co., Ltd. 8y
were dissolved uniformly in 5 ml of chlorobenzene and then coated on the charge transfer layer described above to form a charge transfer layer with a thickness of 12 μm. The five types of electrophotographic photoreceptors prepared in this manner were subjected to humidity conditioning for 2S at 20°C and 60% (relative temperature), and then statically connected to a corona power source using an electrostatic copying paper tester SP-428 manufactured by Kawaguchi Electric Co., Ltd. After applying a voltage (-) of 6 KV and maintaining it in a dark place for 1 C @ 7 hours, it was exposed to light using an XlnOn lamp at an illumination intensity of 5 lux to examine its electrophotographic characteristics.

結果は以下の表1に示した。The results are shown in Table 1 below.

1,3,5−トリフェニルピラゾリン(比較例)を用い
た電子写真感光体は感光層表面に於て析晶化現象を起し
、著しく感光体の機械的強度(皮膜性等)を劣化させ、
かつ感光体自体の感度(Ell2)もNOl〜NO.3
の感光体のそれよりもかなり悪い。
In the electrophotographic photoreceptor using 1,3,5-triphenylpyrazoline (comparative example), a crystallization phenomenon occurred on the surface of the photosensitive layer, which significantly deteriorated the mechanical strength (film properties, etc.) of the photoreceptor. let me,
Moreover, the sensitivity (Ell2) of the photoconductor itself is also between NO1 and NO. 3
much worse than that of the photoreceptor.

実施例2 実施例1と同様の操作を行なつた。Example 2 The same operation as in Example 1 was performed.

ただ電荷移動層はポリカーボネート樹脂(商品名ユーピ
ロンS−1000)の量を0.8fIから1.29に増
量し又可塑剤としてのポリエステル樹脂を0.1yを加
え更にク頃レベンゼンを5m1から7m1に増量し、均
一な溶液を得これから、膜厚12μmの電荷移動層を形
成した。これら5種類の感光体の電子写真特性を以下の
表2に示した。
However, for the charge transfer layer, the amount of polycarbonate resin (trade name Iupilon S-1000) was increased from 0.8fI to 1.29fI, 0.1y of polyester resin was added as a plasticizer, and the amount of black lebenzene was increased from 5ml to 7ml. The amount was increased to obtain a uniform solution, from which a charge transfer layer with a thickness of 12 μm was formed. The electrophotographic properties of these five types of photoreceptors are shown in Table 2 below.

本実施例で比較化合物トリフェニルピラゾリンを用いた
感光体NO.9の表面に於て析晶化現象は何ら認められ
なかつたが、それでも感度は本発明のピラゾリン化合物
に対して2〜3倍程悪い。
In this example, photoreceptor No. 1 using the comparative compound triphenylpyrazoline. Although no crystallization phenomenon was observed on the surface of Sample No. 9, the sensitivity was still about 2 to 3 times worse than that of the pyrazoline compound of the present invention.

この事は機械的な要因による感度低下とともに、物性的
な要因によつても感度が比較化合物は本発明の化合物よ
り劣つていることが明らかである。実施例3アルミはり
あわせポリエチレンテレフタレートフィルム上に1yの
シアニン色素、3−エチルー2〔5−(3−エチルー2
−ベンゾチアゾビニリデン)−1,3ーペンタジエニル
〕ベンゾチアゾリウム・アイオダイド、0.2qのポリ
ビニルブチラール樹脂、電気化学(株)製(商品名電化
ブチラール及び10yのテトラヒドロフランをボールミ
ルによりスラリーにし、更にテトラヒドロフラン5yを
加えて上述のAlはりあわせフィルム上にワイヤードク
トルで塗布し乾燥後の膜厚が1.0μmの電荷発生層を
形成した。
This clearly shows that the comparative compound is inferior to the compound of the present invention in sensitivity not only due to mechanical factors but also due to physical factors. Example 3 1y cyanine dye, 3-ethyl-2 [5-(3-ethyl-2
-Benzothiazovinylidene)-1,3-pentadienyl]benzothiazolium iodide, 0.2q of polyvinyl butyral resin, manufactured by Denki Kagaku Co., Ltd. (trade name Denka Butyral and 10y of tetrahydrofuran) were made into a slurry using a ball mill, and further tetrahydrofuran was added. 5y was added and applied onto the above Al laminated film using a wire doctor to form a charge generation layer having a thickness of 1.0 μm after drying.

つぎに本発明のピラゾリン化合物NO.2,NO.4,
8“NO.5,NO.7,NO.8,NOlOの各1y
をユニチカ(株)製ポリアリレート樹脂(商品名U−1
00)0.9y及び当社自製のアクリル樹脂0.2fを
クロルベンゼン10m1に溶かし均一に溶解した後に上
述の電荷移動層上に、それぞれ塗布し、膜厚11μmの
電荷移動層を形成した。
Next, pyrazoline compound NO. of the present invention. 2, NO. 4,
8" NO.5, NO.7, NO.8, NOIO each 1y
Polyarylate resin manufactured by Unitika Co., Ltd. (product name U-1)
00) 0.9y and 0.2f of our own acrylic resin were dissolved in 10 ml of chlorobenzene to uniformly dissolve them and then coated on the charge transfer layer described above to form a charge transfer layer with a thickness of 11 μm.

実施例1と同様にして測定した帯電特性を表3に示した
Charging characteristics measured in the same manner as in Example 1 are shown in Table 3.

またこれらのサンプルは約5500Aにおいていずれも
最大感度を有する。
Also, these samples all have maximum sensitivity at about 5500A.

この波長に於けるモノクロ光線による各サンプルの初期
電位■Oが200ボルトまで減じる為のエネルギーは表
4の通りであつた。表3及び表4よりわかる通り本発明
のピラゾリン化合物を用いた電子写真感光体はいずれも
感度が良い。
Table 4 shows the energy needed to reduce the initial potential .O of each sample to 200 volts using monochrome light at this wavelength. As can be seen from Tables 3 and 4, all electrophotographic photoreceptors using the pyrazoline compound of the present invention have good sensitivity.

これらはいずれも負電圧に於ける値であるが正電圧に於
ても、若干数値的に大きく(感度低下)出るが数値の逆
転といつたことはなくほぼ負電圧の場合と同様の傾向を
有していた。
These are all values for negative voltage, but even for positive voltage, the numerical values are slightly larger (reduction in sensitivity), but the numerical values are not reversed, and the trend is almost the same as that for negative voltage. had.

実施例4 アルミをはりあわせたポリエステルフィルム上に電荷発
生層としてダイアンブルー(DianeBlueCl−
21180)1y及びアルコール可溶性ナ゛イロン0.
3yをエチルアルコール50m1に溶解しこの溶液を乾
燥時の膜厚が1μmになるように塗布した。
Example 4 Diane Blue (DianeBlueCl-) was applied as a charge generation layer on a polyester film laminated with aluminum.
21180) 1y and alcohol-soluble nylon 0.
3y was dissolved in 50 ml of ethyl alcohol, and this solution was applied so that the dry film thickness was 1 μm.

Claims (1)

【特許請求の範囲】 1 導電性支持体上に電荷発生層および電荷移動層を有
する電子写真感光体において、電荷移動層中に下記一般
式( I )で示されれるピラゾリン化合物の少なくとも
1種を含有することを特徴とする電子写真感光体。 一般式( I ) ▲数式、化学式、表等があります▼ (但し、A、A_1、A_2は置換基を有していてもよ
いフェニル基、nは1または2を表わす。 )2 一般式( I )のnが2の化合物である特許請求
の範囲第1項記載の電子写真感光体。3 一般式( I
)で示される化合物が1−フエニル−3−(4′−フエ
ニル−1′、3′−ブタジエニル)−5−スチリル−ピ
ラゾリンである特許請求の範囲第1項記載の電子写真感
光体。
[Scope of Claims] 1. An electrophotographic photoreceptor having a charge generation layer and a charge transfer layer on a conductive support, in which at least one pyrazoline compound represented by the following general formula (I) is contained in the charge transfer layer. An electrophotographic photoreceptor comprising: General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (However, A, A_1, A_2 are phenyl groups that may have substituents, and n represents 1 or 2.)2 General formula (I 2. The electrophotographic photoreceptor according to claim 1, wherein n in ) is 2. 3 General formula ( I
2. The electrophotographic photoreceptor according to claim 1, wherein the compound represented by ) is 1-phenyl-3-(4'-phenyl-1', 3'-butadienyl)-5-styryl-pyrazoline.
JP55121862A 1980-09-03 1980-09-03 electrophotographic photoreceptor Expired JPS6059590B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP55121862A JPS6059590B2 (en) 1980-09-03 1980-09-03 electrophotographic photoreceptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP55121862A JPS6059590B2 (en) 1980-09-03 1980-09-03 electrophotographic photoreceptor

Publications (2)

Publication Number Publication Date
JPS5745545A JPS5745545A (en) 1982-03-15
JPS6059590B2 true JPS6059590B2 (en) 1985-12-25

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JP (1) JPS6059590B2 (en)

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