JPS62272263A - Laminate type electrophotographic sensitive body - Google Patents
Laminate type electrophotographic sensitive bodyInfo
- Publication number
- JPS62272263A JPS62272263A JP11651886A JP11651886A JPS62272263A JP S62272263 A JPS62272263 A JP S62272263A JP 11651886 A JP11651886 A JP 11651886A JP 11651886 A JP11651886 A JP 11651886A JP S62272263 A JPS62272263 A JP S62272263A
- Authority
- JP
- Japan
- Prior art keywords
- vinylcarbazole
- sensitive body
- electrophotographic sensitive
- electrophotographic photoreceptor
- poly
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 claims abstract description 18
- JPBGLQJDCUZXEF-UHFFFAOYSA-N chromenylium Chemical class [O+]1=CC=CC2=CC=CC=C21 JPBGLQJDCUZXEF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000010030 laminating Methods 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims abstract description 3
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 3
- 108091008695 photoreceptors Proteins 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 125000001246 bromo group Chemical class Br* 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 230000035945 sensitivity Effects 0.000 abstract description 7
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000000758 substrate Substances 0.000 abstract 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001716 carbazoles Chemical class 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 32
- 238000000576 coating method Methods 0.000 description 13
- 239000011248 coating agent Substances 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 3
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 3
- -1 propenyl-3-phenylbenzopyrylium perchlorate Chemical compound 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 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
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- 229910001887 tin oxide Inorganic materials 0.000 description 2
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
- G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
-
- 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
- G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure
- G03G5/047—Photoconductive layers characterised by having two or more layers or characterised by their composite structure characterised by the charge-generation layers or charge transport layers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
３、発明の詳細な説明
産業上の利用分野
本発明は、有機光導電性物質を含有する積層型電子写真
感光体に関するものである。Detailed Description of the Invention 3. Detailed Description of the Invention Field of Industrial Application The present invention relates to a laminated electrophotographic photoreceptor containing an organic photoconductive substance.
従来の技術
従来、電子写真感光体としてセレン、セレン−チル合金
、硫化カドミニウム、酸化亜鉛などの無機光導電性物質
からなる感光体が広く用いられて北。近年、合成が容易
であり、適当な波長域に光導電性を示す化合物を選択で
きるなどの特徴をもつ有機光導電性物質の研究が進めら
れている。BACKGROUND OF THE INVENTION Conventionally, photoreceptors made of inorganic photoconductive materials such as selenium, selenium-thyl alloy, cadmium sulfide, and zinc oxide have been widely used as electrophotographic photoreceptors. In recent years, research has been progressing on organic photoconductive substances that are easy to synthesize and have the ability to select compounds that exhibit photoconductivity in an appropriate wavelength range.
有機光導電性物質を感光層に用いた電子写真感光体は、
成膜が容易である、可とう性が高く設計の自由度が大き
い、安価で無公害であるなどの長 ５所を有しており、
無機光導電性物質からなる感光体では不可能な電子写真
プロセス（例えば、ベルト状の感光体を使用）を可能に
することができる。An electrophotographic photoreceptor using an organic photoconductive substance in the photosensitive layer is
It has five advantages: it is easy to form a film, it is highly flexible and has a large degree of freedom in design, and it is inexpensive and non-polluting.
Electrophotographic processes (for example, using a belt-shaped photoreceptor) that are not possible with photoreceptors made of inorganic photoconductive materials can be performed.
その中で、感度及び感光体寿命を改善するために、電荷
発生層と電荷輸送層とに機能を分離させて惑光層を形成
する積層型電子写真感光体が提案され、さらに、増感剤
の改良、増感方法の開発など活発に研究が進められてい
る。（例えば、第１６回電子写真学会講習会予稿集）
発明が解決しようとする問題点
しかしながら、前記の有機感光体も、感度、繰り返し安
定性など種々の電子写真感光体としての要求を十分に満
足するには至っていないのが現状である。したがって、
有機光導電性物質の長所をいかし、電子写真感光体とし
て要求される特性を充分に満足する高感度な電子写真感
光体の開発が望まれている。Among these, in order to improve sensitivity and photoreceptor life, a laminated electrophotographic photoreceptor has been proposed in which the functions are separated into a charge generation layer and a charge transport layer to form a photoreceptor layer. Research is being actively carried out to improve this and develop sensitization methods. (For example, the Proceedings of the 16th Electrophotography Society Seminar) Problems to be Solved by the Invention However, the above-mentioned organic photoreceptor also satisfies various requirements for an electrophotographic photoreceptor, such as sensitivity and repeated stability. The current situation is that this has not yet been achieved. therefore,
It is desired to develop a highly sensitive electrophotographic photoreceptor that fully satisfies the characteristics required for an electrophotographic photoreceptor by taking advantage of the advantages of organic photoconductive materials.
問題点を解決するための手段
本発明は、前記問題点に鑑み、下記構造式であらわされ
るトリメチン構造を有するベンゾピリリウム塩とブロム
化ポリ−Ｎ−ビニルカルバゾールとを含有する電荷発生
層と、ポリ−Ｎ−ビニルカルバゾールを含有する電荷輸
送層とを、導電性支持体上に積層して形成することによ
って高感度でかつ繰り返し安定性の良い電子写真感光体
を提供するものである。Means for Solving the Problems In view of the above problems, the present invention provides a charge generation layer containing a benzopyrylium salt having a trimethine structure represented by the following structural formula and brominated poly-N-vinylcarbazole; By laminating a charge transport layer containing poly-N-vinylcarbazole on a conductive support, an electrophotographic photoreceptor having high sensitivity and good repeat stability is provided.
（式中、Ｒ１は水素あるいはフェニル基、Ｒ２は水素、
ｐ−メトキシフェニル基、Ｘは酸素あるいは硫黄原子を
あられしている。）
作用
以下本発明の積層型電子写真感光体について詳細に説明
する。(In the formula, R1 is hydrogen or a phenyl group, R2 is hydrogen,
In the p-methoxyphenyl group, X represents an oxygen or sulfur atom. ) Function The laminated electrophotographic photoreceptor of the present invention will be explained in detail below.
本発明の積層型電子写真感光体の電荷発生層は、トリメ
チン構造を有するベンゾピリリウム塩とブロム化ポリ−
Ｎ−ビニルカルバゾールとを、あるいは適当なバインダ
ー樹脂を加えて分散又は溶解させ、これを導電性支持体
上に塗布することによって得られる。The charge generation layer of the laminated electrophotographic photoreceptor of the present invention comprises a benzopyrylium salt having a trimethine structure and a brominated polyester.
It can be obtained by adding N-vinylcarbazole or a suitable binder resin, dispersing or dissolving the mixture, and coating it on a conductive support.
トリメチン構造を有するベンゾピリリウム塩としては、
具体的には、２−（３’−（３”−フェニル−２″−ベ
ンゾピラニリデン）プロペニルツー３−フェニルベンゾ
ピリリウムパークロレイト、２− （３’ −（４”−
ｐ−メトキシフェニル−２″−ベンゾビラニリデン）プ
ロペニル）−４−ｐ−メトキシフェニルベンゾピリリウ
ムパークロレイト、２− （３’−（３’−フェニル−
４“−ｐ−メトキシフェニル−２＃−ベンゾチアピラニ
リデン）プロペニル）−３−フェニル−４−ｐ−メＩ−
キシフェニルベンゾチアピリリウムパークロレイトなど
が挙げられる。As a benzopyrylium salt having a trimethine structure,
Specifically, 2-(3'-(3''-phenyl-2''-benzopyranylidene) propenyl-3-phenylbenzopyrylium perchlorate, 2-(3'-(4''-
p-Methoxyphenyl-2''-benzovylanylidene)propenyl)-4-p-methoxyphenylbenzopyrylium perchlorate, 2-(3'-(3'-phenyl-
4"-p-methoxyphenyl-2#-benzothiapyranylidene)propenyl)-3-phenyl-4-p-meI-
Examples include xyphenylbenzothiapyrylium perchlorate.
ブロム化ポリ−Ｎ−ビニルカルバゾールは、カルバゾー
ル環１個に対して０．５〜２個の臭素が置換されている
もので、ポリ−Ｎ−ビニルカルバゾールを、クロルベン
ゼン−ベンゼンの混合溶剤中で少量の過酸化ベンゾイル
の存在下にて当量のＮ−ブロムスクシンイミドにて処理
し、加熱後メタノール中に江刺することにより容易に合
成することができる。また、ブロム加ポリーＮ−ビニル
カルバゾールは、ベンゾピリリウム塩１重量部に対して
０．５〜１０重量部、好ましくは５〜１０重量部用いら
れる。Brominated poly-N-vinylcarbazole is one in which 0.5 to 2 bromines are substituted for one carbazole ring, and poly-N-vinylcarbazole is prepared by mixing poly-N-vinylcarbazole in a mixed solvent of chlorobenzene and benzene. It can be easily synthesized by treating with an equivalent amount of N-bromsuccinimide in the presence of a small amount of benzoyl peroxide, heating, and pouring into methanol. Further, the brominated poly N-vinylcarbazole is used in an amount of 0.5 to 10 parts by weight, preferably 5 to 10 parts by weight, per 1 part by weight of the benzopyrylium salt.
さらに、ブロム化ポリ−Ｎ−ビニルカルバゾールだけで
も成膜性は有するが、電荷発生層と他層との接着性向上
、塗布膜の均一性向上、塗工時の流動性調整などの目的
で、必要に応じてバインダー樹脂を用いことができる。Furthermore, although brominated poly-N-vinylcarbazole alone has film-forming properties, it is necessary to use brominated poly-N-vinylcarbazole for the purposes of improving adhesion between the charge generation layer and other layers, improving uniformity of the coating film, and adjusting fluidity during coating. A binder resin can be used if necessary.
具体的には、ポリビニルブチラール、ポリ酢酸ビニル、
ポリカーボネイト、アクリル樹脂、メタクリル樹脂、ま
たはこれらの樹脂の共重合体などが挙げられる。また、
ブロム化ポリ−Ｎ−ビニルカルバゾールやバインダー樹
脂を溶解する溶剤はブロム化ポリ−Ｎ−ビニルカルバゾ
ールによって限定されるが、具体的には、クロロホルム
、塩化メチレン、二塩化エチレンなどハロゲン化炭化水
素類、クロルベンゼンなどのハロゲン化芳香族類などを
用いることができる。Specifically, polyvinyl butyral, polyvinyl acetate,
Examples include polycarbonate, acrylic resin, methacrylic resin, and copolymers of these resins. Also,
Solvents that dissolve brominated poly-N-vinylcarbazole and binder resin are limited to brominated poly-N-vinylcarbazole, but specifically include halogenated hydrocarbons such as chloroform, methylene chloride, and ethylene dichloride; Halogenated aromatics such as chlorobenzene can be used.
このようにして分散、調液された塗布液を通常の塗工法
によって塗布、加熱乾燥し、数μｍの膜厚で電荷発生層
を形成するが、好ましくは０．２〜２μｍの膜厚に形成
するのがよい。The coating liquid thus dispersed and prepared is applied by a normal coating method and dried by heating to form a charge generation layer with a thickness of several μm, preferably 0.2 to 2 μm. It is better to do so.
本発明の積層型電子写真感光体の電荷輸送層は、前記電
荷発生層上に、電荷輸送剤としてポリ−Ｎ−ビニルカル
バゾールを溶解した塗液を塗工することにより得られる
。塗液を溶解するための溶剤としては、トルエン、キシ
レンなどの芳香族炭化水素類などを用いることができる
。このようにして調液された塗布液を通常の塗工法によ
って塗布、加熱乾燥し、数μｍ〜数十μｍの膜厚で電荷
輸送層を形成するが、好ましくは５−２５μｍの膜厚に
形成するのがよい。The charge transport layer of the laminated electrophotographic photoreceptor of the present invention can be obtained by coating the charge generation layer with a coating liquid in which poly-N-vinylcarbazole is dissolved as a charge transport agent. As a solvent for dissolving the coating liquid, aromatic hydrocarbons such as toluene and xylene can be used. The coating solution prepared in this manner is applied by a normal coating method and dried by heating to form a charge transport layer with a thickness of several μm to several tens of μm, preferably 5 to 25 μm. It is better to do so.
本発明の積層型電子写真感光体に用いられる導電性支持
体は、従来から知られている導電性を有するものであれ
ばよく、アルミニウム、アルミニウム合金などの金属板
及び金属ドラム、酸化スズ、酸化インジウムなどの金属
酸化物からなる板、またはそれらの金属及び金属酸化物
などを真空蒸着、スパッタリング、ラミネート、塗布な
どによって付着させ導電性処理した各種プラスチックフ
ィルム、紙などである。The conductive support used in the laminated electrophotographic photoreceptor of the present invention may be any conventionally known conductive support, including metal plates and drums made of aluminum, aluminum alloy, tin oxide, tin oxide, etc. These include plates made of metal oxides such as indium, or various plastic films and papers made of metals and metal oxides adhered by vacuum evaporation, sputtering, lamination, coating, etc. and treated to be conductive.
さらに、本発明の積層型電子写真感光体を構成する電荷
発生層及び電荷輸送層には、塗膜の可とう性、均一性、
゛機械的強度などを向上させるために、Ｏ−クーフェニ
ル、エポキシ化合物、フタル酸エステル、マレイン酸エ
ステル、塩素化パラフィンなどの可塑剤を添加してもよ
い。また、通常の電子写真感光体と同様に、導電層と電
荷発生層との間にガゼイン、ポリビニルアルコール、ポ
リブチルアルコールなどの接着層またはバリヤ一層を設
けることができる。Furthermore, the charge generation layer and the charge transport layer constituting the laminated electrophotographic photoreceptor of the present invention have flexibility, uniformity,
``In order to improve mechanical strength, etc., plasticizers such as O-cuphenyl, epoxy compounds, phthalic esters, maleic esters, and chlorinated paraffins may be added. Further, as in a typical electrophotographic photoreceptor, an adhesive layer or barrier layer of casein, polyvinyl alcohol, polybutyl alcohol, etc. can be provided between the conductive layer and the charge generation layer.
このようにして、電荷発生層、電荷輸送層を導電性支持
体上に積層して形成される本発明の電子写真感光体は、
導電性支持体上に電荷発生層・電荷輸送層を順次積層す
るか、または導電性支持体上に電荷輸送層・電荷発生層
の順に積層してもよい。前者の場合は負帯電で感度を有
し、後者の場合は正帯電で感度を有するが、表面膜強度
及び耐久性の点から前者の方が望ましい。The electrophotographic photoreceptor of the present invention, which is formed by laminating the charge generation layer and the charge transport layer on the conductive support in this way,
A charge generation layer and a charge transport layer may be laminated in this order on a conductive support, or a charge transport layer and a charge generation layer may be laminated in this order on a conductive support. The former case has sensitivity when charged negatively, and the latter case has sensitivity when charged positively, but the former is more desirable in terms of surface film strength and durability.
実施例
以下、本発明の一実施例にて説明するが、本発明は以下
の実施例に示す組合せに限定されるものではない。EXAMPLE The present invention will be explained below using an example, but the present invention is not limited to the combinations shown in the following example.
（実施例１）
２− （３’−（３”−フェニル−２＃−ベンゾビラニ
リデン）プロペニル〕３−フェニルベンゾビリリウムパ
ークロレイト１重量部とブロム化ポリ−Ｎ−ビニルカル
バゾール１重量部及び塩化ビニル−酢酸ビニル共重合体
（ユニオンカーバイド社製 商品名Ｖ Ｍ ＣＨ） ０
．０５重量部を二塩化エチレン１００重量部に溶解した
。この塗液をアルミ板上に３０Ｏｒｐｍにて回転塗布し
、８０℃にて１時間乾燥して膜厚０．３μｍの電荷発生
層を形成した。次に、ポリ−Ｎ−ビニルカルバゾール（
西南香料■製商品名ツビコール＃２１０ ） １重量
部と〇−ターフェニル０．３重量部をトルエン１０重量
部に溶解した。(Example 1) 1 part by weight of 2-(3'-(3''-phenyl-2#-benzobyranylidene)propenyl)3-phenylbenzobilylium perchlorate and 1 part by weight of brominated poly-N-vinylcarbazole and vinyl chloride-vinyl acetate copolymer (manufactured by Union Carbide, trade name VM CH) 0
．． 05 parts by weight were dissolved in 100 parts by weight of ethylene dichloride. This coating liquid was spin-coated on an aluminum plate at 30 rpm and dried at 80° C. for 1 hour to form a charge generation layer with a thickness of 0.3 μm. Next, poly-N-vinylcarbazole (
1 part by weight of Tubicol #210 (trade name, manufactured by Seinan Kogyo ■) and 0.3 parts by weight of 〇-terphenyl were dissolved in 10 parts by weight of toluene.
この液を電荷発生層の上にブレード塗布し、８０℃にて
１時間乾燥して膜厚１５μｍの電荷輸送層を形成した。This liquid was applied onto the charge generation layer with a blade and dried at 80° C. for 1 hour to form a charge transport layer with a thickness of 15 μm.
このようにして得た積層型電子写真感光体を、静電複写
紙試験装置（川口電気製作所■製 ＥＰＡ −８１００
）を用いて、−６ｋＶで帯電した時の表面電位ＶＯ（Ｖ
）、その後暗所に１秒間放置した時の表面電位Ｖ １
（Ｖ） 、５１）ｕｘの白色光で露光した時に表面電
位が％Ｖ１ （Ｖ）まで減衰するのに要する露光量Ｅ
％ （ｌｕｘ−ｓｅｃ） 、及び露光６秒後の表面電位
ＶＲ６（Ｖ）をそれぞれ測定した。The thus obtained laminated electrophotographic photoreceptor was tested using an electrostatic copying paper tester (EPA-8100 manufactured by Kawaguchi Electric Seisakusho ■).
), the surface potential VO (V
), and then left in the dark for 1 second, the surface potential V 1
(V), 51) Exposure amount E required for the surface potential to attenuate to %V1 (V) when exposed to ux white light
% (lux-sec) and the surface potential VR6 (V) after 6 seconds of exposure were measured.
それらの測定結果を第１表に示す。The measurement results are shown in Table 1.
（実施例２）
２− （３’−（３“−フェニル−２“−ベンゾビラニ
リデン）プロペニル〕−３−フェニルベンゾピリリウム
パークロレイトの量を０．１重量部とした以外は、実施
例１と同様にして感光体の作成及び特性の測定を行なっ
た。結果を第１表に示す。(Example 2) Except that the amount of 2-(3'-(3"-phenyl-2"-benzovilanylidene)propenyl]-3-phenylbenzopyrylium perchlorate was 0.1 parts by weight, A photoreceptor was prepared and its characteristics were measured in the same manner as in Example 1. The results are shown in Table 1.
（比較例）
比較例として、電荷発生層中にブロム化ポリ−Ｎ−ビニ
ルカルバゾールを含まない組成にてサンプルを作成した
。(Comparative Example) As a comparative example, a sample was prepared in which the charge generation layer did not contain brominated poly-N-vinylcarbazole.
２− （３’−（３“−フェニル−２“−ベンゾビラニ
リデン）プロペニル〕−３−フェニルベンゾピリリウム
バークロレイト１重量部と塩化ビニル−酢酸ビニル共重
合体（ユニオンカーバイド社製 商品名ＶＭＣＨ）１重
量部を二塩化エチレン１００重量部に溶解した。この塗
液を用いて、実施例１と同様にして電荷発生層を作成し
た。また、電荷輸送層も実施例１と同様にして作成し、
特性の測定を行なった。結果を第１表に示す。1 part by weight of 2-(3'-(3"-phenyl-2"-benzovyranylidene)propenyl]-3-phenylbenzopyrylium verchlorate and vinyl chloride-vinyl acetate copolymer (manufactured by Union Carbide) 1 part by weight of VMCH) was dissolved in 100 parts by weight of ethylene dichloride. Using this coating liquid, a charge generation layer was prepared in the same manner as in Example 1. A charge transport layer was also prepared in the same manner as in Example 1. Create and
Characteristics were measured. The results are shown in Table 1.
第１表
発明の効果
以上、本発明の積層型電子写真感光体について詳細に説
明したが、本発明の積層型電子写真感光体は、トリメチ
ン構造を有するベンゾビリリウム塩とブロム化ポリ−Ｎ
−ビニルカルバゾールとを含有する電荷発生層とポリ−
Ｎ−ビニルカルバゾールを含有する電荷輸送層とを、導
電製支持体上に積層して形成するたとにより、高感度な
ものとなった。Table 1 Effects of the Invention As above, the laminated electrophotographic photoreceptor of the present invention has been explained in detail.
-A charge generating layer containing vinyl carbazole and a poly-
By laminating a charge transport layer containing N-vinylcarbazole on a conductive support, high sensitivity was achieved.
Claims (2)
ベンゾピリリウム塩とブロム化ポリ−Ｎ−ビニルカルバ
ゾールとう含有する電荷発生層と、ポリ−Ｎ−ビニルカ
ルバゾールを含有する電荷輸送層とを、導電性支持体上
に積層して形成することを特徴とする積層型電子写真感
光体。 ▲数式、化学式、表等があります▼ （式中、Ｒ１は水素あるいはフェニル基、Ｒ２は水素、
ｐ−メトキシフェニル基、Ｘは酸素あるいは硫黄原子を
あらわしている。）(1) A charge generation layer containing a benzopyrylium salt having a trimethine structure represented by the following structure and a brominated poly-N-vinylcarbazole, and a charge transport layer containing a poly-N-vinylcarbazole are electrically conductive. A laminated electrophotographic photoreceptor characterized in that it is formed by laminating layers on a support. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R1 is hydrogen or a phenyl group, R2 is hydrogen,
p-methoxyphenyl group, X represents oxygen or sulfur atom. )
バゾール環１個に対して、０．５〜２個の臭素が置換さ
れていることを特徴とする特許請求の範囲第（１）項記
載の積層型電子写真感光体。(2) The brominated poly-N-vinylcarbazole is characterized in that 0.5 to 2 bromines are substituted for one carbazole ring. Laminated electrophotographic photoreceptor.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11651886A JPS62272263A (en) | 1986-05-21 | 1986-05-21 | Laminate type electrophotographic sensitive body |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11651886A JPS62272263A (en) | 1986-05-21 | 1986-05-21 | Laminate type electrophotographic sensitive body |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62272263A true JPS62272263A (en) | 1987-11-26 |
Family
ID=14689125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11651886A Pending JPS62272263A (en) | 1986-05-21 | 1986-05-21 | Laminate type electrophotographic sensitive body |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62272263A (en) |
-
1986
- 1986-05-21 JP JP11651886A patent/JPS62272263A/en active Pending
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