JPS6318742B2 - - Google Patents
Info
- Publication number
- JPS6318742B2 JPS6318742B2 JP9025980A JP9025980A JPS6318742B2 JP S6318742 B2 JPS6318742 B2 JP S6318742B2 JP 9025980 A JP9025980 A JP 9025980A JP 9025980 A JP9025980 A JP 9025980A JP S6318742 B2 JPS6318742 B2 JP S6318742B2
- Authority
- JP
- Japan
- Prior art keywords
- red
- charge generation
- photoreceptor
- transport layer
- charge
- 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
Links
- 108091008695 photoreceptors Proteins 0.000 claims description 25
- 238000010521 absorption reaction Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- -1 phthalocyanine compound Chemical class 0.000 claims description 7
- 238000001228 spectrum Methods 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class 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 description 6
- 230000035945 sensitivity Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 2
- 239000004419 Panlite Substances 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
- 239000003973 paint Substances 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- BZKRKPGZABEOSM-UHFFFAOYSA-N 4-[2-[3-[4-(diethylamino)phenyl]-2-phenyl-3,4-dihydropyrazol-5-yl]ethenyl]-n,n-diethylaniline Chemical compound C1=CC(N(CC)CC)=CC=C1C=CC1=NN(C=2C=CC=CC=2)C(C=2C=CC(=CC=2)N(CC)CC)C1 BZKRKPGZABEOSM-UHFFFAOYSA-N 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- KZMRYBLIGYQPPP-UHFFFAOYSA-O [4-[(2-chlorophenyl)-[4-[ethyl-[(3-sulfophenyl)methyl]amino]phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-ethyl-[(3-sulfophenyl)methyl]azanium Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S(O)(=O)=O)C=2C(=CC=CC=2)Cl)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 KZMRYBLIGYQPPP-UHFFFAOYSA-O 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/09—Sensitisors or activators, e.g. dyestuffs
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Description
本発明は電荷発生材料としてフタロシアニン化
合物を用いた電子写真用感光体に関するものであ
る。
従来より、電子写真用感光体としては、セレン
や硫化カドミウムなどの無機化合物が主に用いら
れてきているが、これらの材料の多くは毒物や劇
物あるいは特定化学物質に指定され、その取扱
い、特に廃棄には注意を要するという欠点を持つ
ている。一方、これらの無機物を使つた感光体に
対して、最近では毒性のない安価な感光体とし
て、有機光導電体を用いた電子写真用感光体が提
案されている。その代表的なものとしては、たと
えば、増感されたポリ−N−ビニルカルバゾー
ル、ポリビニルアントラセン、ポリアセナフチレ
ン、各種フタロシアニン化合物など、多数の有機
化合物がある。これらのうちフタロシアニン化合
物は、価格、感度の点で優れている。
しかしながら、フタロシアニン化合物を用いた
電子写真用感光体を搭載した電子写真複写機で、
朱印、赤字、赤線などの赤色部分を含む原稿を白
黒で複写した場合、得られる画像の、原稿上の赤
色部分に相当する部分の画像濃度が、原稿上の青
色部分や黒色部分に相当する部分の画像濃度に比
べて非常に低いという実用上の大きな問題点が存
在する。
これは、フタロシアニン化合物を用いた電子写
真用感光体の赤色域における感度が非常に高く、
前記感光体が前記原稿上の赤色部分からの赤色反
射光と白色部分からの白色反射光に対して、同程
度の光導電性を示すため、それを搭載した電子写
真複写機では、前記原稿上の赤色部分が白色部分
として処理されてしまうことに起因する。
本発明の目的は、上記欠点を克服し、実用可能
なフタロシアニン化合物を用いる電子写真用感光
体を提供することにある。
本発明は、導電性基板上に設けられた、電荷発
生材料としてフタロシアニン化合物を含む電荷発
生層と、上記電荷発生層の上面に設けられた電荷
輸送層とからなる感光体の上記電荷輸送層中に、
スペクトルの赤色域に吸収極大を持つ色素を適当
量添加含有させることにより、赤色部分を含む原
稿の複写時に得られる画像の、原稿の赤色部分に
相当する部分の画像濃度が非常に高くなるという
ことを見出したことにもとづいている。
以下に本発明の実施例について詳細に説明す
る。
実施例 1
α型銅フタロシアニン(「2712、シアニンブル
ーB」:東洋インキ(株)商品名)1重量部とポリエ
ステル樹脂(「バイロン200」:東洋紡績(株)商品名)
2重量部を、テトラヒドロフラン80重量部ととも
に150時間ボールミルにより混合し、均一な塗布
液を調製した。この塗布液を、厚さ75μmのポリ
エステルフイルムにラミネートした10μmの厚み
のアルミニウム箔上に、フイルムアプリケーター
で乾燥後の塗布膜厚が15μmとなるよう塗布し、
乾燥させた。このようにして得られた電荷発生層
上に、シアニン(吸収極大5800〜6100Å:イース
トマン・コダツク社製)3重量部、3−(p−メ
トキシフエニル)−1,5−ジフエニル−2−ピ
ラゾリン1000重量部、およびポリカーボネート
(「パンライトL−1250:帝人(株)商品名)1000重量
部をテトラヒドロフラン10000重量部に溶かした
溶液を、乾燥膜厚が15μmになるよう塗布して、
電荷輸送層を作製した。
このようにして得られた電荷発生層と電荷輸送
層とからなる電子写真感光体について、感度すな
わち半減露光量(E1/2)を求めたところ、10.1ル
クス・秒であつた。半減露光量は、まず感光体を
暗所で−6kVのコロナ放電により帯電させ、次い
で照度5ルクスの白色光を照射し、表面電位が初
期表面電位の半分に減衰するに要する露光量を測
定することにより求めた。この測定には、川口電
機製静電記録紙試験装置「SP−428改良型」を用
いた。
次に、この電子写真用感光体を電子写真複写機
に搭載し、その感色性を調べたところ、第1表の
結果が得られた。
The present invention relates to an electrophotographic photoreceptor using a phthalocyanine compound as a charge generating material. Conventionally, inorganic compounds such as selenium and cadmium sulfide have been mainly used as photoreceptors for electrophotography, but many of these materials are designated as poisonous, deleterious substances, or specified chemical substances, and their handling, It has the disadvantage of requiring special care when disposing of it. On the other hand, in contrast to photoreceptors using these inorganic substances, electrophotographic photoreceptors using organic photoconductors have recently been proposed as non-toxic and inexpensive photoreceptors. Typical examples include a large number of organic compounds, such as sensitized poly-N-vinylcarbazole, polyvinylanthracene, polyacenaphthylene, and various phthalocyanine compounds. Among these, phthalocyanine compounds are superior in terms of cost and sensitivity. However, with electrophotographic copying machines equipped with electrophotographic photoreceptors using phthalocyanine compounds,
When copying a document containing red parts such as red stamps, red letters, and red lines in black and white, the image density of the part of the resulting image that corresponds to the red part on the original is equivalent to the blue part or black part of the original. There is a major practical problem in that the density of the image is very low compared to the image density of the area. This is because electrophotographic photoreceptors using phthalocyanine compounds have extremely high sensitivity in the red region.
Since the photoreceptor exhibits photoconductivity to the same degree for red reflected light from the red portion of the original and white reflected light from the white portion, an electrophotographic copying machine equipped with the photoreceptor has a This is because the red part of the image is processed as a white part. An object of the present invention is to overcome the above-mentioned drawbacks and provide an electrophotographic photoreceptor using a practically usable phthalocyanine compound. The present invention provides a charge transport layer of a photoreceptor comprising a charge generation layer containing a phthalocyanine compound as a charge generation material, provided on a conductive substrate, and a charge transport layer provided on the upper surface of the charge generation layer. To,
By adding and containing an appropriate amount of a dye that has an absorption maximum in the red region of the spectrum, the image density of the portion corresponding to the red portion of the document becomes extremely high in the image obtained when copying a document containing the red portion. It is based on what was discovered. Examples of the present invention will be described in detail below. Example 1 1 part by weight of α-type copper phthalocyanine (“2712, Cyanine Blue B”: Toyo Ink Co., Ltd. trade name) and polyester resin (“Vylon 200”: Toyobo Co., Ltd. trade name)
2 parts by weight were mixed with 80 parts by weight of tetrahydrofuran in a ball mill for 150 hours to prepare a uniform coating solution. This coating liquid was applied onto a 10 μm thick aluminum foil laminated to a 75 μm thick polyester film using a film applicator so that the coating thickness after drying was 15 μm.
Dry. On the charge generation layer thus obtained, 3 parts by weight of cyanine (absorption maximum 5800-6100 Å: manufactured by Eastman Kodak), 3-(p-methoxyphenyl)-1,5-diphenyl-2- A solution prepared by dissolving 1,000 parts by weight of pyrazoline and 1,000 parts by weight of polycarbonate (Panlite L-1250: trade name of Teijin Ltd.) in 10,000 parts by weight of tetrahydrofuran was applied so that the dry film thickness was 15 μm.
A charge transport layer was prepared. The sensitivity, that is, the half-decreased exposure (E 1/2 ) of the electrophotographic photoreceptor composed of the charge generation layer and the charge transport layer thus obtained was determined to be 10.1 lux·sec. The half-decreased exposure amount is determined by first charging the photoreceptor in a dark place with a corona discharge of -6 kV, then irradiating it with white light at an illuminance of 5 lux, and measuring the amount of exposure required for the surface potential to attenuate to half of the initial surface potential. I asked for it. For this measurement, an electrostatic recording paper testing device "SP-428 improved model" manufactured by Kawaguchi Electric was used. Next, this electrophotographic photoreceptor was installed in an electrophotographic copying machine and its color sensitivity was examined, and the results shown in Table 1 were obtained.
【表】
第1表から明らかなように、電荷発生材料とし
てフタロシアニン化合物を含む電荷発生層と、前
記電荷発生層の上部に設けられた電荷輸送層とか
らなる電子写真感光体において、電荷輸送層中に
スペクトルの赤色域に吸収極大を持つ色素を含む
前記感光体は、電荷輸送層中にスペクトルの赤色
域に吸収極大を持つ色素を含まない前記感光体に
比べて、赤色部分を含む原稿を複写した場合、原
稿の赤色部分に相当する部分の画像濃度が非常に
高く、その実用的価値は大きい。
実施例 2
実施例1と同く同様にして得られた電荷発生層
の上に「ブリリアント・ミリング・グリーンB」
(C.I.42100、吸収極大6354Å:保土谷化学工業(株)
商品名)1重量部、1−フエニル−3−(p−ジ
エチルアミノスチリル)−5−(p−ジエチルアミ
ノフエニル)−2−ピラゾリン(「ASPP」:亜南
産業(株)商品名)300重量部、およびポリカーボネ
ート(「パンライトL−1250」:帝人(株)商品名)
300重量部を、テトラヒドロフラン3000重量部と
ともに170時間ボールミル混合して塗料を得た。
この塗料を、乾燥膜厚が15μmになるよう塗布し
て、電荷輸送層を作製した。
このようにして得られた電荷発生層と電荷輸送
層とからなる電子写真感光体について、各色のフ
イルタ(コダツク社製ラツテンフイルタ)を用
い、実施例1と同様の方法にて、その半減露光量
による光感度を求めた。この場合、青色フイルタ
はNo.47、緑色フイルタはNo.58、赤色フイルタ
はNo.25を用いた。結果を第2表に示す。[Table] As is clear from Table 1, in an electrophotographic photoreceptor comprising a charge generation layer containing a phthalocyanine compound as a charge generation material and a charge transport layer provided on the charge generation layer, the charge transport layer The photoreceptor containing a dye having an absorption maximum in the red region of the spectrum in its charge transport layer is more sensitive to originals containing a red region than the photoreceptor that does not contain a dye having an absorption maximum in the red region of the spectrum in its charge transport layer. When a copy is made, the image density of the portion corresponding to the red portion of the original is very high, and its practical value is great. Example 2 "Brilliant Milling Green B" was applied on the charge generation layer obtained in the same manner as in Example 1.
(CI42100, absorption maximum 6354Å: Hodogaya Chemical Industry Co., Ltd.)
(trade name) 1 part by weight, 1-phenyl-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)-2-pyrazoline (``ASPP'': Anan Sangyo Co., Ltd. trade name) 300 parts by weight , and polycarbonate (“Panlite L-1250”: Teijin Ltd. product name)
A paint was obtained by mixing 300 parts by weight with 3000 parts by weight of tetrahydrofuran in a ball mill for 170 hours.
This paint was applied to give a dry film thickness of 15 μm to prepare a charge transport layer. The electrophotographic photoreceptor composed of the charge generation layer and the charge transport layer thus obtained was treated in the same manner as in Example 1 using filters of each color (Ratten filter manufactured by Kodatsu), and the half-decreased exposure amount was determined. The light sensitivity was determined. In this case, blue filter No. 47, green filter No. 58, and red filter No. 25 were used. The results are shown in Table 2.
【表】
第2表より明らかなように、電荷発生材料とし
てフタロシアニン化合物を含む電荷発生層と、前
記電荷発生層の上部に設けられた電荷輸送層とか
らなる電子写真感光体において、電荷輸送層中に
スペクトルの赤色域に吸収極大を持つ色素を含む
感光体は、可視域におけるその分光感度特性に大
きな差がなく、実用上優れた感光体である。
上記実施例では、フタロシアニン化合物として
α型銅フタロシアニン顔料を用いたが、本発明
は、その他の金属フタロシアニンやハロゲン化フ
タロシアニン、メタルフリーフタロシアニンなど
のその他のフタロシアニン化合物を電荷発生材料
として用いる電子写真感光体にも適用できること
は、言うまでもない。また、色素については、ス
ペクトルの赤色域に吸収極大を持つ色素でありさ
えすればよく、実施例中に用いられている色素に
限定されるものではない。
このように、本発明の感光体は、赤色部分を含
む原稿を白黒で複写した場合、得られる画像の原
稿上の赤色部分に相当する部分の画像濃度が、原
稿上の青色部分や黒色部分に相当する部分の画像
濃度に比べて、非常に低いという、従来のフタロ
シアニンを電荷発生材料として用いる電子写真用
感光体の欠点を克服することができ、また、その
製造も容易であるので、その実用的価値は非常に
高いものである。[Table] As is clear from Table 2, in an electrophotographic photoreceptor comprising a charge generation layer containing a phthalocyanine compound as a charge generation material and a charge transport layer provided on the charge generation layer, the charge transport layer A photoreceptor containing a dye having an absorption maximum in the red region of the spectrum has no significant difference in spectral sensitivity characteristics in the visible region, and is an excellent photoreceptor in practical use. In the above examples, an α-type copper phthalocyanine pigment was used as the phthalocyanine compound, but the present invention provides an electrophotographic photoreceptor using other phthalocyanine compounds such as other metal phthalocyanines, halogenated phthalocyanines, and metal-free phthalocyanines as charge-generating materials. Needless to say, it can also be applied to Furthermore, the dye may be any dye that has an absorption maximum in the red region of the spectrum, and is not limited to the dyes used in the Examples. In this way, when the photoreceptor of the present invention copies a document containing a red portion in black and white, the image density of the portion corresponding to the red portion of the resulting image is lower than that of the blue portion or black portion of the document. It can overcome the disadvantage of conventional electrophotographic photoreceptors that use phthalocyanine as a charge-generating material, which is that the image density is very low compared to the corresponding part, and it is also easy to manufacture, so it can be used for practical purposes. Its value is extremely high.
Claims (1)
してフタロシアニン化合物を含む電荷発生層と、
上記電荷発生層の上面に設けられた電荷輸送層と
からなる感光体において、上記電荷輸送層がスペ
クトルの赤色域に吸収極大を持つ色素を含むこと
を特徴とする電子写真用感光体。1. A charge generation layer containing a phthalocyanine compound as a charge generation material, provided on a conductive substrate;
A photoreceptor for electrophotography comprising a charge transport layer provided on the upper surface of the charge generation layer, wherein the charge transport layer contains a dye having an absorption maximum in the red region of the spectrum.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9025980A JPS5714848A (en) | 1980-07-01 | 1980-07-01 | Electrophotographic receptor |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9025980A JPS5714848A (en) | 1980-07-01 | 1980-07-01 | Electrophotographic receptor |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5714848A JPS5714848A (en) | 1982-01-26 |
JPS6318742B2 true JPS6318742B2 (en) | 1988-04-20 |
Family
ID=13993493
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9025980A Granted JPS5714848A (en) | 1980-07-01 | 1980-07-01 | Electrophotographic receptor |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5714848A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6063020A (en) * | 1983-09-19 | 1985-04-11 | 松下電器産業株式会社 | Electric cooker |
JPS63188144A (en) * | 1987-01-30 | 1988-08-03 | Konica Corp | Photosensitive body |
JP2010181911A (en) * | 2001-03-22 | 2010-08-19 | Ricoh Co Ltd | Electrophotographic photoreceptor and electrophotographic device using same |
-
1980
- 1980-07-01 JP JP9025980A patent/JPS5714848A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5714848A (en) | 1982-01-26 |
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