JPH0470630B2 - - Google Patents
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- Publication number
- JPH0470630B2 JPH0470630B2 JP1053487A JP5348789A JPH0470630B2 JP H0470630 B2 JPH0470630 B2 JP H0470630B2 JP 1053487 A JP1053487 A JP 1053487A JP 5348789 A JP5348789 A JP 5348789A JP H0470630 B2 JPH0470630 B2 JP H0470630B2
- Authority
- JP
- Japan
- Prior art keywords
- charge
- charge transport
- charge generation
- photoreceptor
- generation 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.)
- Expired - Lifetime
Links
- 108091008695 photoreceptors Proteins 0.000 claims description 37
- 239000000126 substance Substances 0.000 claims description 18
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000011230 binding agent Substances 0.000 claims description 12
- -1 hydrazone compound Chemical class 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 5
- 239000004800 polyvinyl chloride Substances 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
- 239000010410 layer Substances 0.000 description 37
- 230000035945 sensitivity Effects 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000004065 semiconductor Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 206010034972 Photosensitivity reaction Diseases 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000036211 photosensitivity Effects 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000007786 electrostatic charging Methods 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 239000004420 Iupilon Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 238000007600 charging Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
Landscapes
- Photoreceptors In Electrophotography (AREA)
Description
産業上の利用分野
本発明は積層型有機感光体に関し、詳しくは、
導電性支持体上に電荷発生物質を含む電荷発生層
と、電荷輸送物質を含む電荷発生層とを備え、特
に、半導体レーザーの波長に高い感度を有し、レ
ーザービームプリンター用の感光体として好適に
用いることができる積層型有機感光体に関する。
従来の技術
近年、特公昭55−42380号公報や特公昭60−
34099号公報に記載されているように、電子写真
装置においては、導電性支持体上に電荷発生物質
を含む電荷発生層と、電荷輸送物質を含む電荷発
生層とを積層してなる積層型真機感光体が開発さ
れ、また、実用化されている。かかる積層型有機
感光体は、第２図に示すように、例えば、ポリエ
ステルフイルム１上にアルミニウム２を蒸着して
なる導電性支持体３上に電荷発生層４と電荷輸送
層５とが積層されている。
これらの積層型有機感光体においては、電荷輸
送層は、例えば、電荷輸送物質を適宜の有機溶
剤、結着剤、及び必要に応じて可塑剤等と共に溶
液又は分散液とし、これを導電性支持体又はその
上の電荷発生層上に塗布し、乾燥して、５〜
100μm程度の厚さに被膜化することによつて調製
される。また、電荷輸送層は、結着剤中に電荷輸
送物質を溶解させ、これを被膜化させることによ
つて調製される。
従来、既に多種多様な電荷輸送物質が知られて
おり、例えば、特開昭60−255854公報には、電荷
輸送物質として、
で表わされるヒドラゾン化合物を用いると共に、
電荷発生物質として、銅フタロシアニンや、或い
はテトラメチルフタロシアニン、ジアルキルアミ
ノフタロシアニン等の無金属フタロシアニンを含
む種々のフタロシアニン化合物を用いてなる積層
型有機感光体が提供されている。しかし、開示さ
れている積層型有機感光体は、帯電能や感度等に
おいて尚、満足すべき性能を有しない。
上記銅フタロシアニンを含む種々の金属フタロ
シアニン化合物及び無金属フタロシアニンが光導
電性を有することは古くより知られており、例え
ば、特公昭49−4338公報（及び対応する米国特許
第3816118号明細書）には、特に、Ｘ型無金属フ
タロシアニンを用いてなる単層型感光体が記載さ
れているが、感度が低い。
他方、近年、レーザービームプリンター用の感
光体として、半導体レーザーの波長である780nm
付近に感度を有する感光体が要求されるに至つて
おり、広範囲にわたる研究開発がなされている
が、前記したヒドラゾン化合物を電荷輸送物質と
して用いる感光体は、半導体レーザーの長波長光
には感度が低い。
発明が解決しようとする課題
本発明者らは、レーザービームプリンター用の
感光体としては用いることができる有機感光体を
得るべく鋭意研究した結果、予期しないことに、
電荷輸送物質として前記式（）で表わされるヒ
ドラゾン化合物を用いると共に、電荷発生物質と
してＸ型無金属フタロシアニンを用い、且つ、電
荷発生物層を構成するための結着用樹脂として含
塩素樹脂を用いることによつて、800nmに高感度
を有し、かくして、半導体レーザーの波長である
780nm付近に感度を有する積層型有機感光体を得
ることができることを見出して、本発明に至つた
ものである。
課題を解決するための手段
本発明は、導電性支持体上に電荷発生層と電荷
輸送層とを備えた積層型有機感光体において、電
荷発生層が電荷発生物質としてＸ型無金属フタロ
シアニンを含むと共に、結着剤として含塩素重合
体を含み、電荷輸送層が電荷輸送物質として、
で表わされるヒドラゾン化合物を含むことを特徴
とする。
本発明による電子写真感光体において、電荷発
生物質は、Ｘ型無金属フタロシアニンであつて、
次式で表わされる。
また、Ｘ型無金属フタロシアニンのＸ線回折図
（CuKα線、粉末法）を第１図に示す。
本発明による積層型有機感光体において、電荷
輸送物質は、前記（）式で表わされるヒドラゾ
ン化合物である。
本発明による積層型有機感光体は、上記電荷発
生物質としてのＸ型無金属フタロシアニンと共に
有機溶剤、結着剤としての含塩素重合体、及び必
要に応じて可塑剤等を含む溶液若しくは分散液を
導電性支持体上に塗布し、乾燥させて、電荷発生
層を形成し、この上に前記ヒドラゾン化合物と共
に有機溶剤、結着剤、及び必要に応じて可塑剤等
を含む溶液を塗布し、乾燥させて、電荷輸送層を
形成することによつて得ることができる。但し、
導電性支持体上における電荷発生層と電荷輸送層
とは、上記とは逆の順序で積層されてもよい。
電荷発生層における結着剤としての含塩素重合
体の含有量は、少ないほど好ましいが、通常、５
〜50重量％の範囲が適当である。また、電荷発生
層の厚さは、通常、0.05〜20μm、好ましくは0.1
〜10μmの範囲である。
上記含塩素重合体としては、例えば、ポリ塩化
ビニルや、塩化ビニル−酢酸ビニル共重合体、塩
化ビニル−EVAグラフト共重合体、塩化ビニル
−酢酸ビニル−無水マレイン酸共重合体等の塩化
ビニル共重合体が好適に用いられる。塩化ビニル
共重合体の場合は塩化ビニル含有量が20重量％以
上であるものが好ましく用いられる。
電荷輸送層における電荷輸送物質としての前記
ヒドラゾン化合物の含有量は、通常、10〜60重量
％の範囲が好適であり、また、かかる電荷輸送層
の厚さは、通常、５〜100μmが適当である。
電荷輸送層を形成するために用いられる結着剤
としては、電荷輸送物質の溶液や分散液を安定且
つ容易に調製し得るように、有機溶剤に溶解し得
ると共に、上記電荷輸送物質と相溶性が高く、更
に、低廉でその被膜が機械的強度が高く、透明性
及び絶縁性がすぐれる樹脂が好ましく用いられ
る。例えば、ポリカーボネート、ポリスチレン、
ポリエステル、ポリ塩化ビニル樹脂、スチレン−
アクリル共重合体等が好適である。
電荷発生物層及び電荷輸送層を形成するのに用
いる有機溶剤は、特に限定されるもではないが、
例えば、クロロホルム、１，２−ジクロロエタ
ン、１，１，２，２−テトラクロロエタンや、テ
トラヒドロフランが好適に用いられる。
発明の効果
本発明による積層型有機感光体は、電荷輸送物
質として特定のヒドラゾン化合物を用いると共
に、電荷発生物質としてＸ型無金属フタロシアニ
ンを用い、且つ、電荷発生物層を構成するための
結着剤樹脂として含塩素重合体を用いることによ
つて、半導体レーザーの波長に対して高い感度を
有するので、レーザービームプリンター用の感光
体として好適に用いることができる。
実施例
以下に実施例を挙げて本発明を説明するが、本
発明はこれら実施例により何ら限定されるもので
はない。
実施例 １
ポリ塩化ビニル（チツソ(株)製PVC−SR、平均
重合度800）をテトラヒドロフランとｎ−ヘキサ
ンを用いて、再沈精製し、真空乾燥した。
このポリ塩化ビニル1.6重量部と電荷発生物質
としてのＸ型無金属フタロシアニン（大日本イン
キ化学工業(株)製8120B）2.2重量部とをテトラヒ
ドロフラン96.2重量部に加え、ボールミルにて２
時間混合粉砕して、分散液を得た。尚、第１図に
上記Ｘ型無金属フタロシアニンのＸ線回折図
（CuKα線、粉末法）を示す。
この分散液をアルミニウム蒸着したポリエステ
ルフイルム上にドクターブレードを用いて塗布
し、室温にて自然乾燥させた後、80℃で１時間加
熱乾燥させて、膜厚0.6μmの電荷発生層を形成し
た。
別に、ポリカーボネート（三菱亙斯化学工業(株)
製ユーピロンＥ−2000）10重量部と電荷輸送物質
としての前記ヒドラゾン化合物８重量部をクロロ
ホルム82重量部に溶解させ、得られた溶液を上記
電荷発生層上にドクターブレード（間隙100μm）
を用いて塗布し、室温にて自然乾燥させた後、
100℃で１時間加熱乾燥させて、膜厚20μmの電荷
発生層を形成し、かくして、積層型有機感光体を
製作した。
実施例 ２
実施例１において、電荷発生層の形成に際し
て、結着剤として酢酸含有量15重量％の塩化ビニ
ル−酢酸ビニル共重合体（日本化薬(株)製）を用い
た以外は、実施例１と同様にして、積層型有機感
光体を製作した。
実施例 ３
実施例１において、電荷発生層の形成に際し
て、結着剤として塩化ビニルのモル分率が50％で
ある塩化ビニル−EVAグラフト重合体（日本ゼ
オン(株)製グラフトマーＲ−５）を用いた以外は、
実施例１と同様にして、積層型有機感光体を製作
した。
実施例 ４
実施例１において、電荷発生層の形成に際し
て、結着剤として塩化ビニル−酢酸ビニル−マレ
イン酸共重合体（積水化学工業(株)製エスレツク
MF−10）を用いると共に、電荷発生層の膜厚を
0.3μmとした以外は、実施例１と同様にして、積
層型有機感光体を製作した。
比較例 １
実施例２において、電荷輸送物質として、Ｎ，
Ｎ−ジエチルアミノベンズアルデヒドジフエニル
ヒドラゾンを用いた以外は、実施例２と同様にし
て、積層型有機感光体を製作した。
比較例 ２
実施例１において、電荷発生層の形成に際し
て、結着剤として、前記と同じポリカーボネート
を用いた以外は、実施例１と同様にして、積層型
有機感光体を製作した。
比較例 ３
実施例３において、電荷輸送物質として、Ｎ，
Ｎ−ジエチルアミノベンズアルデヒドジフエニル
ヒドラゾンを用いた以外は、実施例３と同様にし
て、積層型有機感光体を製作した。
以上のようにして得られたそれぞれの積層型有
機感光体について、静電気帯電試験装置（川口電
機製作所(株)製EPA8100型）を用いて、静電帯電
特性を次のようにして評価した。
即ち、−6KVのコロナ放電にて感光体表面を負
に帯電させ、そのときの感光体の表面の電位を測
定して、初期電位とした。この後、５秒間、暗所
に放置して、電位を測定し、電荷保持率を求め
た。次いで、ハロゲンランプによつて感光体の表
面を照度５ルツクスにて光照射し、表面電位が
１／２に至るまでの時間を測定し、その時点まで
の露光量E1/2（ルツクス・秒）を光感度とした。
また、単色光に対する光感度の測定として、上
記ハロゲンランプからの白色光を色ガラスフイル
ターと干渉フイルターを組み合わせることによつ
て、750nmの単色光とし、光強度を0.5μW／cm2と
して、感光体表面に光照射し、同様に、表面電位
が当初の１／２に至るまでの時間を測定し、その
時点までの露光量E1/2（μJ／cm2）を光感度として
求めた。
いずれの場合も、光照射してから５秒後の電位
を残留電位として測定した。以上の結果を第１表
INDUSTRIAL APPLICATION FIELD The present invention relates to a laminated organic photoreceptor, and in detail,
Comprising a charge generation layer containing a charge generation substance and a charge generation layer containing a charge transport substance on a conductive support, it has particularly high sensitivity to the wavelength of a semiconductor laser, and is suitable as a photoreceptor for a laser beam printer. The present invention relates to a laminated organic photoreceptor that can be used for. Conventional technology In recent years, Japanese Patent Publication No. 42380/1983 and Japanese Patent Publication No. 1983-42380
As described in Publication No. 34099, in electrophotographic devices, a multilayer type film is used in which a charge generation layer containing a charge generation substance and a charge generation layer containing a charge transport substance are stacked on a conductive support. A photoreceptor has been developed and put into practical use. As shown in FIG. 2, such a laminated organic photoreceptor includes, for example, a charge generation layer 4 and a charge transport layer 5 laminated on a conductive support 3 formed by vapor-depositing aluminum 2 on a polyester film 1. ing. In these laminated organic photoreceptors, the charge transport layer is formed by forming a solution or dispersion of a charge transport substance together with an appropriate organic solvent, a binder, and, if necessary, a plasticizer, etc., and applying this to a conductive support. Coating on the body or the charge generating layer thereon, drying,
It is prepared by forming a film to a thickness of about 100 μm. Further, the charge transport layer is prepared by dissolving a charge transport substance in a binder and forming a film with the resulting solution. Hitherto, a wide variety of charge transport substances have already been known. For example, in Japanese Patent Application Laid-open No. 60-255854, charge transport substances include: Using a hydrazone compound represented by
Laminated organic photoreceptors have been provided that use various phthalocyanine compounds, including copper phthalocyanine or metal-free phthalocyanine such as tetramethyl phthalocyanine and dialkylaminophthalocyanine, as charge generating substances. However, the disclosed laminated organic photoreceptor still does not have satisfactory performance in terms of charging ability, sensitivity, etc. It has been known for a long time that various metal phthalocyanine compounds and metal-free phthalocyanines, including the copper phthalocyanine mentioned above, have photoconductivity. In particular, a single-layer type photoreceptor using X-type metal-free phthalocyanine is described, but the sensitivity is low. On the other hand, in recent years, 780nm, the wavelength of semiconductor lasers, has been used as a photoreceptor for laser beam printers.
A photoreceptor with high sensitivity is now required, and extensive research and development has been carried out. However, the photoreceptor using the above-mentioned hydrazone compound as a charge transport material is not sensitive to long wavelength light from a semiconductor laser. low. Problems to be Solved by the Invention As a result of intensive research to obtain an organic photoreceptor that can be used as a photoreceptor for laser beam printers, the present inventors unexpectedly found that
Using a hydrazone compound represented by the above formula () as a charge transporting substance, using an X-type metal-free phthalocyanine as a charge generating substance, and using a chlorine-containing resin as a binding resin for forming the charge generating layer. It has high sensitivity at 800nm, thus being the wavelength of semiconductor lasers.
The present invention was achieved by discovering that it is possible to obtain a laminated organic photoreceptor having sensitivity around 780 nm. Means for Solving the Problems The present invention provides a multilayer organic photoreceptor comprising a charge generation layer and a charge transport layer on a conductive support, in which the charge generation layer contains an X-type metal-free phthalocyanine as a charge generation substance. In addition, the charge transport layer contains a chlorine-containing polymer as a binder, and the charge transport layer contains a charge transport material. It is characterized by containing a hydrazone compound represented by: In the electrophotographic photoreceptor according to the present invention, the charge generating substance is an X-type metal-free phthalocyanine, and
It is expressed by the following formula. Furthermore, the X-ray diffraction pattern (CuKα ray, powder method) of X-type metal-free phthalocyanine is shown in FIG. In the layered organic photoreceptor according to the present invention, the charge transport material is a hydrazone compound represented by the above formula (). The laminated organic photoreceptor according to the present invention contains a solution or dispersion containing an A charge generation layer is formed by coating on a conductive support and drying.A solution containing the hydrazone compound, an organic solvent, a binder, and if necessary a plasticizer is coated on top of this and dried. This can be obtained by forming a charge transport layer. however,
The charge generation layer and charge transport layer on the conductive support may be laminated in the reverse order to the above. The content of the chlorine-containing polymer as a binder in the charge generation layer is preferably as small as possible, but usually 5
A range of 50% by weight is suitable. Further, the thickness of the charge generation layer is usually 0.05 to 20 μm, preferably 0.1 μm.
~10μm range. Examples of the chlorine-containing polymer include polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-EVA graft copolymer, and vinyl chloride-vinyl acetate-maleic anhydride copolymer. Polymers are preferably used. In the case of vinyl chloride copolymers, those having a vinyl chloride content of 20% by weight or more are preferably used. The content of the hydrazone compound as a charge transport substance in the charge transport layer is usually preferably in the range of 10 to 60% by weight, and the thickness of the charge transport layer is usually 5 to 100 μm. be. The binder used to form the charge transport layer must be soluble in an organic solvent and compatible with the charge transport material so that a solution or dispersion of the charge transport material can be stably and easily prepared. It is preferable to use a resin that is inexpensive, has a high mechanical strength, and has excellent transparency and insulation properties. For example, polycarbonate, polystyrene,
Polyester, polyvinyl chloride resin, styrene
Acrylic copolymers and the like are preferred. The organic solvent used to form the charge generator layer and the charge transport layer is not particularly limited, but may include, but is not limited to,
For example, chloroform, 1,2-dichloroethane, 1,1,2,2-tetrachloroethane, and tetrahydrofuran are preferably used. Effects of the Invention The laminated organic photoreceptor according to the present invention uses a specific hydrazone compound as a charge transport material, uses an X-type metal-free phthalocyanine as a charge generation material, and has a binder for forming a charge generation material layer. By using a chlorine-containing polymer as the agent resin, it has high sensitivity to the wavelength of a semiconductor laser, so it can be suitably used as a photoreceptor for a laser beam printer. EXAMPLES The present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples in any way. Example 1 Polyvinyl chloride (PVC-SR manufactured by Chitsuso Corporation, average degree of polymerization 800) was purified by reprecipitation using tetrahydrofuran and n-hexane, and dried in vacuum. 1.6 parts by weight of this polyvinyl chloride and 2.2 parts by weight of X-type metal-free phthalocyanine (8120B manufactured by Dainippon Ink & Chemicals Co., Ltd.) as a charge generating substance were added to 96.2 parts by weight of tetrahydrofuran, and the mixture was heated in a ball mill to 2.2 parts by weight.
The mixture was mixed and pulverized for a period of time to obtain a dispersion. Incidentally, FIG. 1 shows an X-ray diffraction pattern (CuKα ray, powder method) of the above-mentioned X-type metal-free phthalocyanine. This dispersion was applied onto a polyester film coated with aluminum using a doctor blade, air-dried at room temperature, and then heated and dried at 80° C. for 1 hour to form a charge generation layer with a thickness of 0.6 μm. Separately, polycarbonate (Mitsubishi Kogyo Chemical Co., Ltd.)
10 parts by weight of Iupilon E-2000) and 8 parts by weight of the above-mentioned hydrazone compound as a charge transport substance were dissolved in 82 parts by weight of chloroform, and the resulting solution was applied onto the charge generation layer with a doctor blade (gap 100 μm).
After applying and letting it air dry at room temperature,
The mixture was dried by heating at 100° C. for 1 hour to form a charge generation layer with a thickness of 20 μm, thus producing a laminated organic photoreceptor. Example 2 The same procedure as in Example 1 was carried out except that a vinyl chloride-vinyl acetate copolymer (manufactured by Nippon Kayaku Co., Ltd.) with an acetic acid content of 15% by weight was used as a binder when forming the charge generation layer. A laminated organic photoreceptor was produced in the same manner as in Example 1. Example 3 In Example 1, when forming the charge generation layer, a vinyl chloride-EVA graft polymer (Graftomer R-5 manufactured by Nippon Zeon Co., Ltd.) having a vinyl chloride molar fraction of 50% was used as a binder. Except for using
A laminated organic photoreceptor was produced in the same manner as in Example 1. Example 4 In Example 1, when forming the charge generation layer, vinyl chloride-vinyl acetate-maleic acid copolymer (Eslec, manufactured by Sekisui Chemical Co., Ltd.) was used as a binder.
MF-10) and the thickness of the charge generation layer.
A laminated organic photoreceptor was manufactured in the same manner as in Example 1 except that the thickness was 0.3 μm. Comparative Example 1 In Example 2, N,
A layered organic photoreceptor was produced in the same manner as in Example 2 except that N-diethylaminobenzaldehyde diphenylhydrazone was used. Comparative Example 2 A multilayer organic photoreceptor was produced in the same manner as in Example 1, except that the same polycarbonate as described above was used as the binder in forming the charge generation layer. Comparative Example 3 In Example 3, N,
A layered organic photoreceptor was produced in the same manner as in Example 3 except that N-diethylaminobenzaldehyde diphenylhydrazone was used. The electrostatic charging properties of each of the laminated organic photoreceptors obtained as described above were evaluated as follows using an electrostatic charging tester (model EPA8100 manufactured by Kawaguchi Electric Manufacturing Co., Ltd.). That is, the surface of the photoreceptor was negatively charged by -6 KV corona discharge, and the potential of the surface of the photoreceptor at that time was measured and used as the initial potential. Thereafter, the sample was left in a dark place for 5 seconds, the potential was measured, and the charge retention rate was determined. Next, the surface of the photoconductor is irradiated with light at an illuminance of 5 lux using a halogen lamp, the time required for the surface potential to reach 1/2 is measured, and the amount of exposure up to that point is E 1/2 (lux/second). ) was taken as the photosensitivity. In addition, to measure the photosensitivity to monochromatic light, the white light from the halogen lamp was converted into monochromatic light of 750 nm by combining a colored glass filter and an interference filter, and the light intensity was set to 0.5 μW/cm 2 and the photoreceptor was The surface was irradiated with light, and the time until the surface potential reached 1/2 of the initial value was similarly measured, and the exposure amount E 1/2 (μJ/cm 2 ) up to that point was determined as the photosensitivity. In either case, the potential 5 seconds after the light irradiation was measured as the residual potential. Table 1 shows the above results.
【表】
に示す。
第１表に示す結果から明らかなように、本発明
による感光体は、照射光が白色光、単色光
（750nm）のいずれの場合にも、半減露光量E1/2
が低く、高感度であることが理解される。It is shown in [Table]. As is clear from the results shown in Table 1, the photoreceptor according to the present invention has a half-reduced exposure amount E 1/2 whether the irradiation light is white light or monochromatic light (750 nm).
It is understood that the sensitivity is low and the sensitivity is high.
第１図は、本発明による積層型有機感光体にお
いて、電荷発生物質として用いられるＸ型無金属
フタロシアニンのＸ線回折図（CuKα線、粉末
法）、第２図は、一般に、積層型電子写真感光体
を示す断面図である。
３…導電性支持体、４…電荷発生物質の層、５
…電荷輸送物質の層。
FIG. 1 is an X-ray diffraction diagram (CuKα ray, powder method) of X-type metal-free phthalocyanine used as a charge generating substance in the laminated organic photoreceptor of the present invention, and FIG. 2 is a generally laminated electrophotograph. FIG. 3 is a cross-sectional view showing a photoreceptor. 3... Conductive support, 4... Charge generating material layer, 5
...a layer of charge-transporting material.
Claims (1)
を備えた積層型有機感光体において、電荷発生層
が電荷発生物質としてＸ型無金属フタロシアニン
を含むと共に、結着剤としてポリ塩化ビニル又は
塩化ビニル含有量が20重量％以上である塩化ビニ
ル共重合体を含み、電荷輸送層が電荷輸送物質と
して、 で表わされるヒドラゾン化合物を含むことを特徴
とする積層型有機感光体。[Scope of Claims] 1. A laminated organic photoreceptor comprising a charge generation layer and a charge transport layer on a conductive support, wherein the charge generation layer contains an X-type metal-free phthalocyanine as a charge generation substance, and a binder. The charge transport layer contains polyvinyl chloride or a vinyl chloride copolymer having a vinyl chloride content of 20% by weight or more as a charge transport material, A laminated organic photoreceptor characterized by containing a hydrazone compound represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5348789A JPH02232659A (en) | 1989-03-06 | 1989-03-06 | Laminated organic photosensitive body |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5348789A JPH02232659A (en) | 1989-03-06 | 1989-03-06 | Laminated organic photosensitive body |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02232659A JPH02232659A (en) | 1990-09-14 |
| JPH0470630B2 true JPH0470630B2 (en) | 1992-11-11 |
Family
ID=12944202
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5348789A Granted JPH02232659A (en) | 1989-03-06 | 1989-03-06 | Laminated organic photosensitive body |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02232659A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5545499A (en) * | 1995-07-07 | 1996-08-13 | Lexmark International, Inc. | Electrophotographic photoconductor having improved cycling stability and oil resistance |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5143930A (en) * | 1974-09-30 | 1976-04-15 | Konishiroku Photo Ind | DENSHISHA SHINYOKANKOSEISOSEIBUTSU |
| JPS59191048A (en) * | 1983-04-14 | 1984-10-30 | Canon Inc | Electrophotographic sensitive body |
| JPS60243089A (en) * | 1984-05-16 | 1985-12-03 | Dainippon Ink & Chem Inc | Preparation of high-purity x type non-metallic phthalocyanine |
| JPS617840A (en) * | 1984-06-21 | 1986-01-14 | Minolta Camera Co Ltd | Photosensitive body |
| JPS6123154A (en) * | 1984-07-11 | 1986-01-31 | Takasago Corp | Electrophotographic sensitive body |
| JPS63180962A (en) * | 1987-01-21 | 1988-07-26 | Alps Electric Co Ltd | Production of x type metal free phthalocyanine |
| JPS63274958A (en) * | 1987-05-06 | 1988-11-11 | Minolta Camera Co Ltd | Separated function type photosensitive body |
| JPS63286857A (en) * | 1987-05-19 | 1988-11-24 | Fuji Xerox Co Ltd | Electrophotographic sensitive body |
-
1989
- 1989-03-06 JP JP5348789A patent/JPH02232659A/en active Granted
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5143930A (en) * | 1974-09-30 | 1976-04-15 | Konishiroku Photo Ind | DENSHISHA SHINYOKANKOSEISOSEIBUTSU |
| JPS59191048A (en) * | 1983-04-14 | 1984-10-30 | Canon Inc | Electrophotographic sensitive body |
| JPS60243089A (en) * | 1984-05-16 | 1985-12-03 | Dainippon Ink & Chem Inc | Preparation of high-purity x type non-metallic phthalocyanine |
| JPS617840A (en) * | 1984-06-21 | 1986-01-14 | Minolta Camera Co Ltd | Photosensitive body |
| JPS6123154A (en) * | 1984-07-11 | 1986-01-31 | Takasago Corp | Electrophotographic sensitive body |
| JPS63180962A (en) * | 1987-01-21 | 1988-07-26 | Alps Electric Co Ltd | Production of x type metal free phthalocyanine |
| JPS63274958A (en) * | 1987-05-06 | 1988-11-11 | Minolta Camera Co Ltd | Separated function type photosensitive body |
| JPS63286857A (en) * | 1987-05-19 | 1988-11-24 | Fuji Xerox Co Ltd | Electrophotographic sensitive body |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH02232659A (en) | 1990-09-14 |
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