JPS5944052A - Electrophotographic receptor - Google Patents
Electrophotographic receptorInfo
- Publication number
- JPS5944052A JPS5944052A JP15454782A JP15454782A JPS5944052A JP S5944052 A JPS5944052 A JP S5944052A JP 15454782 A JP15454782 A JP 15454782A JP 15454782 A JP15454782 A JP 15454782A JP S5944052 A JPS5944052 A JP S5944052A
- Authority
- JP
- Japan
- Prior art keywords
- carrier
- group
- phase
- substituted
- aryl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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
-
- 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
- G03G5/0675—Azo dyes
- G03G5/0679—Disazo dyes
- G03G5/0681—Disazo dyes containing hetero rings in the part of the molecule between the azo-groups
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、2J4定性支持体上に、キャリア発生相とキ
ャリア輸送相とを組合せて成る感光層を設けた電子写真
感光体に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an electrophotographic photoreceptor in which a photosensitive layer comprising a combination of a carrier generation phase and a carrier transport phase is provided on a 2J4 qualitative support.
現在−までに、可tR1光を吸収[7て荷電キャリア(
以下単に「キャリア」 というO)を発生するキャリア
発止物質(以下rcGMJ という。)′4i:含有し
て成るキャリア発生層(以下rcGLJという。)と、
このCG Lにおいて発生した正又は負のキャリアの何
れか一方又は両方を輸送するキャリア輸送物質(以下1
−cTMJという。)を含有して成るキャリア輸送J―
(以下「CTL」という。)とを組合せることによシ、
電子写真感光体の感光層を構成せしめることが提案され
ている。このように、キャリアの発生と、その輸送とい
う感光ノーにおいて必要な2つの基礎的機能を、別個の
層に分担せしめることにより、感光層の構成に用い得る
物質の選択範囲が広範となる上、各戟能を最適に果す物
質又は物質系を拙文に選定することが可能となり、又そ
うすることにより、電子写真プロセスにおいて要求され
る諸ノドを性、例えば帯電せしめたときの表面¥α位が
高く、′成性保持能が大きく、光感度が高く、又反復使
用における安定性が大きい静の優′11だ特性を有りる
電子写真感光体を11孝成せしめることが可能となる。Until now, the charge carriers (
A carrier generating layer (hereinafter referred to as rcGLJ) containing a carrier-generating substance (hereinafter referred to as rcGMJ) '4i that generates a carrier-generating substance (hereinafter referred to as rcGMJ);
A carrier transport substance (hereinafter referred to as
-It is called cTMJ. ) carrier transport J-
(hereinafter referred to as "CTL").
It has been proposed to constitute a photosensitive layer of an electrophotographic photoreceptor. In this way, by assigning the two basic functions necessary for photosensitive printing, namely carrier generation and carrier transport, to separate layers, the range of materials that can be used in the composition of the photosensitive layer is widened, and It has become possible to select a material or material system that optimally performs each function, and by doing so, it has become possible to select a material or a material system that optimally performs each function, and by doing so, it is possible to improve the properties of the various nodes required in the electrophotographic process, for example, when the surface ¥α position is It becomes possible to produce an electrophotographic photoreceptor which has excellent static characteristics such as high stability retention, high photosensitivity, and high stability in repeated use.
従来このよう衣感光層と1〜てけ、しlえば次のような
ものが知られている。Conventionally, the following types of photosensitive layers are known.
(1) 無定形ヒレン又は硫化カドミウムより成るC
GLど、ポリ−N−ビニルカルバゾールより成るCTL
とを積層せ[7めた構成。(1) C consisting of amorphous hyaline or cadmium sulfide
GL, CTL composed of poly-N-vinylcarbazole
[7th configuration]
(2)無定形セレン又は(nic化カドミウJ、より成
るCGLと、2 、4 、7−1−リニトロー9−フル
オレノンfFr有するC T Lとを積層せしめた構成
。(2) A structure in which a CGL made of amorphous selenium or (nicked cadmium J) and a CTL having 2,4,7-1-linitro-9-fluorenone fFr are laminated.
(3) ペリレン誘導体より成るC G I、と、オ
キザジアゾールfil!導体を含有するCTLとを積層
せしめた構成(米国特約・第3871882号明細書参
照)。(3) CGI consisting of a perylene derivative and oxadiazole fil! A structure in which CTL containing a conductor is laminated (see U.S. Special Agreement No. 3,871,882).
(4)クロルダイヤンプルー又はメチルスカリリウムよ
り成るCGt、と、ピラゾリン誘導体を含有するCTL
とを積層せしめた41°4成(特開昭51−90827
号公報診照)。(4) CTL containing CGt consisting of chlordiayan blue or methylscalyllium and a pyrazoline derivative
A 41° four-layered structure (Japanese Patent Application Laid-open No. 51-90827
No. Publication Examination).
(5) 無定形セレン又はその合金より成るCGLと
、ポリアリールアルカン系芳香族アミン化合物を含有す
るC T Lとを積層せしめた構成(峙願11f152
−147251号明細曹)。(5) A structure in which CGL made of amorphous selenium or its alloy and CTL containing a polyarylalkane-based aromatic amine compound are laminated (filed application 11f152
-147251 Specification Co.).
(6) ペリレン誘導体を含有するCGLと、7Jζ
1ノアリ一ルアルカン系芳香族アミノ化合物を含有する
CTLとを積層せしめた構成(特願I1153−199
07号明細沓)O
このようにこの種の感光層としては多くのものが知られ
てはいるが、斯かる感光層を准−する従来のIL電子写
真感光体おいては反復して′成子写真プロセスに供した
ときの感光層の電気的疲労d!激しくて使用寿命が非常
に短い火照を有する。(6) CGL containing perylene derivative and 7Jζ
A structure in which a CTL containing a monoarylalkane-based aromatic amino compound is laminated (Patent application I1153-199)
No. 07 specification) O As described above, there are many known photosensitive layers of this type, but in conventional IL electrophotographic photoreceptors based on such photosensitive layers, 'Seiko' is repeatedly used. Electrical fatigue of the photosensitive layer when subjected to photographic processes d! It has intense flashing and has a very short service life.
例えば、繰り返して電子写真プロセスに供したときに、
当該電子写真感光体のlに位の履歴状独力式安定に維持
されず、安定した画像形成特性を得ることができない0
また、特定のビスアゾ化合物をCGMとしてJ44いる
ことが例えば特開昭55−117151−号公*祉、特
開昭54−145142号公報等に開示さ(れているが
、(6)
このCGMと組合せ得るとされているC i” Mとの
組合せにおいても、なお上述の欠点が相当に大きい。(
のことからも埋11にされるように、ある特定のキャリ
ア発生物質に対1.て有効なキャリア輸送物質が、他の
ギヤリア発生物質に対して常に有効な訳ではなく、又特
定のキャリア輸送物質に対して有効なキャリア発生物質
が、曲のキャリア輸送物質に対l−て常に有効であると
も言うことはできない。両物質の組合ぜが不適当な場合
には電子4大感度が低くなるばかりでなく、特に低′I
v界時の故電効率が悪いため、所t41m残留′1程位
が大きくなり、最悪の場合には反復して使用する度に電
位が蓄積し、実用−E′1は子写真の用途に供[7得な
くなる。For example, when subjected to repeated electrophotographic processes,
The history of the electrophotographic photoreceptor is not maintained stably on its own, making it impossible to obtain stable image forming properties.In addition, it is known that a specific bisazo compound is used as a CGM in J44, for example, in JP-A-55-1989. (6) In combination with C The drawbacks are quite large. (
11 for certain carrier-generating substances. Carrier-generating substances that are effective against other gear-generating substances are not always effective against other gear-generating substances, and carrier-generating substances that are effective against specific carrier-transporting substances are not always effective against other gear-generating substances. It cannot be said that it is effective. If the combination of both substances is inappropriate, not only will the electronic sensitivity become low, but especially low I
Due to the poor efficiency of waste electricity in the v field, the residual current at t41m becomes large, and in the worst case, the potential accumulates each time it is used repeatedly. The supply [7] will be lost.
このようにキャリア発生相の(、゛4成物質とキャリア
輸送相の構成物質との好適な組合せについては法則的な
選択手段titなく、多くの物質群の中から有利な組合
せを実践的に決足する必要がある0本発明は、キャリア
発生相とキャリアll’ji送相とf:m合せて成る感
光層を具え、大きな感度を有し、しかも繰9返して電子
4貞プロセスに供したときにも電位の履歴状態が安定に
維持され、常に良好な可視画像を形成することのできる
電子写真感光体を提供することを目的とする。In this way, there is no lawful selection method for suitable combinations of carrier generation phase (4) constituents and carrier transport phase constituents, but rather an advantageous combination is determined practically from among many substance groups. The present invention has a photosensitive layer consisting of a carrier generation phase, a carrier transport phase, and f:m, has high sensitivity, and has been repeatedly subjected to an electron four-phase process. It is an object of the present invention to provide an electrophotographic photoreceptor that can maintain a stable potential history state and always form good visible images.
以上の目的は、キャリア発生相とキャリアΦfit送相
とを組合せて成る感光層を4’*性支持体上に設けて成
る′電子写真感光体において、前記キャリア発生相が下
記一般式σ〕で示されるビスアゾ化合物を含有し、前記
キャリア輸送相が下記一般式00で示されるスチリル化
合物を含有することを特徴とする電子写真感光体によっ
て達成される。The above object is to provide an electrophotographic photoreceptor in which a photosensitive layer comprising a combination of a carrier generation phase and a carrier Φfit phase is provided on a 4'* support, in which the carrier generation phase is represented by the following general formula σ]. This is achieved by an electrophotographic photoreceptor containing the bisazo compound shown below, and wherein the carrier transport phase contains a styryl compound shown by the following general formula 00.
一般式〔D
C式中
Ar1およびAr2:それぞれ置換、未1d換のフェニ
レン基、
n+ : bit 4g4 、未1d侠のアルキル基、
アリ − ル29し、
112: 1tffi換、未11th′侯(/’)−f
リールM、複索JM基を表わす0〕
一般式1)0
〔式中
R3およびR4:それぞれ置換、未置換のアルキル基、
アリール基、
Rs : Ii&換、未置換のアリール基、複床
環基、
R6−R9:それぞれ水素原子、ハロゲン原子、アルキ
ル基、アルコキシ基、
アルギルアミノ基を表わす。〕
即ち本発明においてt;1、前記一般式σ〕で示される
ビスアゾ化合物をCG Mとして用いると共に、前記一
般式0(1で示さnるスチリル化合物fcTMとして用
いてこれらを組合せることにより、ギヤリアの発生と4
111送とをそれぞれ別個の物質で行なういわゆる機能
分離型感光体の感光層を構成する。General formula [Ar1 and Ar2 in the DC formula: each substituted, un-1d substituted phenylene group, n+: bit 4g4, un-1d-substituted alkyl group,
Arrival 29, 112: 1tffi conversion, not 11th' Hou (/') -f
Reel M, 0 representing a compound JM group] General formula 1) 0 [In the formula, R3 and R4: substituted and unsubstituted alkyl groups, respectively;
Aryl group, Rs: Ii & substituted, unsubstituted aryl group, double-bed ring group, R6-R9: each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or an argylamino group. That is, in the present invention, a bisazo compound represented by t; 1 and the general formula σ] is used as CGM, and a styryl compound fcTM represented by the general formula 0 (1) is used in combination. occurrence and 4
This constitutes a photosensitive layer of a so-called functionally separated photoreceptor in which 111 and 111 are each made of separate materials.
そしてこのことにより、感度か大きく、しかも繰9返L
’i!子写負プロセスに供したときにも電位の履歴状態
が安定に維持され従って常に良好な可視l7II7床を
形成1.得る′iJL子写貢感光体を提供することがで
きる。And due to this, the sensitivity is large and moreover, the L
'i! 1. The potential history state is maintained stably even when subjected to the negative process, thus always forming a good visible 17II7 bed. It is possible to provide a JL photoreceptor.
前記一般式(Illで示されるビスアゾ化合物の具体例
としては、しUえば次(1)構造式を有するものを挙げ
ることができるが、これらに限定さJしるものではない
〇
(I−2)
(I−3)
(■−4)
(I−5)
(I−6)
CI−7)
(I−8)
(I−9)
(1−10)
(1−12)
(I−13)
(I−15)
(I−22)
(I−23)
(I−24)
345−
(I−25)
前記一般式印で示されるスチリル化合物の具体例として
は、例えば次の構造式を有するものを挙げることができ
るが、こnらに限定されるものではない。Specific examples of the bisazo compound represented by the general formula (Ill) include those having the following structural formula (1), but are not limited to these (I-2 ) (I-3) (■-4) (I-5) (I-6) CI-7) (I-8) (I-9) (1-10) (1-12) (I-13) (I-15) (I-22) (I-23) (I-24) 345- (I-25) Specific examples of styryl compounds represented by the general formula symbol include those having the following structural formula: Examples include, but are not limited to.
例示化合物
(n−1)
(II−2)
(1’[−3)
(n−4)
(I[−5)
(II−6)
(II−7)
(I−8)
(TI−9)
(II−11)
(i−12)
(II−13)
(I[−15)
(II−16)
(l[−17)
(I[−18)
(II−19)
(II−20)
(■〜21)
(II−22)
(II −23)
(M −24)
(II−25)
(IF −26)
(II−27)
(If−28)
2ub
(II−29)
li3
(II−30)
(II−31)
次に本発明電子写真感光体の4′A4JA的構成につい
て説明する。Exemplary compound (n-1) (II-2) (1'[-3) (n-4) (I[-5) (II-6) (II-7) (I-8) (TI-9) (II-11) (i-12) (II-13) (I[-15) (II-16) (l[-17) (I[-18) (II-19) (II-20) (■ ~21) (II-22) (II-23) (M-24) (II-25) (IF-26) (II-27) (If-28) 2ub (II-29) li3 (II-30) (II-31) Next, the 4'A4JA structure of the electrophotographic photoreceptor of the present invention will be explained.
本発明の−し0においては、第1図に示すように、導電
性支持体1上に既述のビスアゾ化合物を主成分として含
有して成るCCl2を形成し、このCGLz上に既述の
スチリル化合物を主成分として含有して成るCTL3を
状ノーシて形成し、これらのCCl2とCTL3とによ
り感光層4を構成する。In the second embodiment of the present invention, as shown in FIG. A CTL 3 containing a compound as a main component is formed in a form, and a photosensitive layer 4 is constituted by these CCl 2 and CTL 3.
ここに前記導電性支持体10I質としては、v/uえば
アルミニウム、ニッケル、銅、亜鉛、ノくラジウム、鯛
、インジウム、錫、白金、金、ステンレス鋼、真鍮等の
金属のシートを用いることができる。しかしこれらに限
定されるものではなく、例えば第2図に示すように、絶
縁性基431A上11C導電層IBi設けて導電性支持
体1を構成・♂しめることもで色、この場合において基
体IAとしては紙、プラスチックシート等の可撓性を有
し、しかも曲げ、引張9等の応力に対して十分な強度を
有するものが適当である。又導t7mlBは金属シート
をラミネートし或いは金属を真空蒸着せしめることによ
り、又を」その他の方法によって設けることができる。Here, as the conductive support 10I, for example, a sheet of metal such as aluminum, nickel, copper, zinc, radium, sea bream, indium, tin, platinum, gold, stainless steel, or brass may be used. I can do it. However, the invention is not limited thereto, and for example, as shown in FIG. Suitable materials include paper, plastic sheets, and other materials that are flexible and have sufficient strength against stress such as bending and tension. The conductor can also be provided by laminating metal sheets, vacuum depositing metal, or by other methods.
前記CGL2は、既述のビスアゾ化&物単独によシ、又
はこれに適当なバインダー樹脂J脂を加えたものにより
、或いは更に特定又は非特定の極性のキャリアに対する
移動度の大きい物質即ちCTMを添加したものにより形
成することができる。The above-mentioned CGL2 can be prepared by using the above-mentioned bisazotized compound alone, by adding an appropriate binder resin J resin, or by adding a substance having a high mobility to carriers of specific or non-specific polarity, that is, CTM. It can be formed by adding something.
具体的な方法と1.では、前記支持体上に、既述のビス
アゾ化合物を適当なm剤に単独で或いは適当なバインダ
ー樹脂と共に溶解若しくは分散せしめたものを塗布して
乾燥せしめる方法が好便に利用される0ここに、バイン
ダー目脂としては、例えばポリエチレン、ポリプロピレ
ン、アクリル樹脂、メタクリル樹脂、塩化ビニル樹脂、
酢酸ビニル樹脂、エポキシ樹脂、ポリウレタン樹脂、フ
ェノール樹脂、ポリエステル樹脂、アルキッド樹脂、ポ
リカーボネート樹脂、シリコン樹脂、メラミン樹脂等の
付加重合型4σ1脂、重付加型樹脂、重縮合型樹脂、並
びにこれらの樹脂の繰返し単位のうちの2つ以上を含む
共重合体何)jll、し0えば塩化ビニル−酢酸ビニル
共重合体樹脂、塩化ビニル−酢酸ビニル−無水マレイン
酸共重合体樹脂等の絶縁性樹脂の浦、ボIJ −N−ビ
ニルカルバゾール等の高分子有機半導体’を挙げること
ができる。そして、このバインダー樹脂のビスアゾ化合
物に対する割合は、θ〜100重if%、特に0〜10
重量−の範囲である。Specific method and 1. Then, a method is conveniently used in which the aforementioned bisazo compound is dissolved or dispersed in a suitable m-agent alone or together with a suitable binder resin and then applied and dried. As the binder sebum, for example, polyethylene, polypropylene, acrylic resin, methacrylic resin, vinyl chloride resin,
Addition polymerization type 4σ1 resins, polyaddition type resins, polycondensation type resins such as vinyl acetate resin, epoxy resin, polyurethane resin, phenol resin, polyester resin, alkyd resin, polycarbonate resin, silicone resin, melamine resin, and these resins. Copolymers containing two or more of the repeating units, such as vinyl chloride-vinyl acetate copolymer resin, vinyl chloride-vinyl acetate-maleic anhydride copolymer resin, etc. , polymeric organic semiconductors such as BoIJ-N-vinylcarbazole. The ratio of this binder resin to the bisazo compound is θ~100% by weight, especially 0~10%.
The weight range is -.
前記CGL2には、必要に応じて適宜の01’Mを添加
してもよい。Appropriate 01'M may be added to the CGL2 as necessary.
以上のようにして形成される前記CGL2の厚さは、好
ましくは0.005〜20ミクロン、特に好ましくは0
.05〜5ミクロンである。0.005ミクロン未満で
は充分な光感度が得られず、”また20ミクロンを越え
ると充分な准荷保持註が・mられない。The thickness of the CGL 2 formed as described above is preferably 0.005 to 20 microns, particularly preferably 0.005 to 20 microns, particularly preferably 0.
.. 05-5 microns. If it is less than 0.005 microns, sufficient photosensitivity cannot be obtained, and if it exceeds 20 microns, sufficient load retention cannot be achieved.
また前記Ci” L 3は、既述のスチリル化合物によ
り、上述のCCl2と同様にして、即ち→1独で或いは
バインダー樹脂と共に形成することができる。Further, the Ci'' L 3 can be formed using the styryl compound described above in the same manner as the CCl 2 described above, ie, alone or together with a binder resin.
そして、匝のCTMを陰有せしめてもよい。このC’r
L 3の厚さは2〜100ミクロン、好ましくは5〜
30 ミクロンである。Then, the CTM of the box may be implied. This C'r
The thickness of L3 is 2-100 microns, preferably 5-100 microns
It is 30 microns.
本発明電子写真感光体は、他の機械的構成とすることが
できる。例えば第3図に示すように、導電性支持体1上
に適当ガ中間層5f設け、これを介してCCl2を形成
し、このCGI、2上にCTL3を形成するようにして
もよい。この中間tH5には、感光層4の帯電時におい
て導電性支持体1から感光層4にフリーキャリアがEE
人されることを阻止する機能、或いは感光層4を導電性
支持体に対して一体的に接着せしめる接着層としての機
能を有せしめることができる。ノυiかる中間層5の材
質としては、酸化アルミニウム、酸化インジウム等の全
開酸化物、アクリル樹脂、メタクリル樹脂、塩化ビニル
樹脂、酢酸ビニル樹脂、エポキシ樹脂、ポリウレタン樹
脂、フェノール樹脂、ポリエステル樹脂、アルキッド樹
脂、ポリカーボネート樹脂、シリコン樹脂、メラミン樹
脂、」ム比ビニルー酢酸ビニル共重合pt司i’l J
li’r 、 jM化化工ニルDli r俊ビニル−無
水マレイン酸共重合体樹脂等の高分子物質を用いること
ができる。The electrophotographic photoreceptor of the present invention may have other mechanical configurations. For example, as shown in FIG. 3, a suitable intermediate layer 5f may be provided on the conductive support 1, CCl2 may be formed through this, and CTL3 may be formed on the CGI, 2. At this intermediate tH5, free carriers are transferred from the conductive support 1 to the photosensitive layer 4 when the photosensitive layer 4 is charged.
It can have a function of preventing the photosensitive layer 4 from being touched or a function of an adhesive layer that integrally adheres the photosensitive layer 4 to the conductive support. Materials for the intermediate layer 5 include aluminum oxide, fully open oxide such as indium oxide, acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, epoxy resin, polyurethane resin, phenol resin, polyester resin, alkyd resin. , polycarbonate resin, silicone resin, melamine resin, vinyl-vinyl acetate copolymerization
A polymeric material such as vinyl-maleic anhydride copolymer resin can be used.
又第4図に示すように、導電性支持体1土に、前記中間
層5を介して又は介さずに、CTL3f、形成し、この
CTL3上にCGL2を形成して感光層4を構成せしめ
てもよい。Further, as shown in FIG. 4, a CTL 3f is formed on the conductive support 1 with or without the intermediate layer 5, and a CGL 2 is formed on this CTL 3 to constitute a photosensitive layer 4. Good too.
更に、既述のビスアゾ化合物を、既述のスチリル化合物
が含有さ7Lfcキヤリア輸送相中に分散含有せしめて
キャリア発生相を形成し、単一層状の感光層を形成する
ことも可能である。Furthermore, it is also possible to form a single-layer photosensitive layer by dispersing the bisazo compound described above in a 7Lfc carrier transport phase containing the styryl compound described above to form a carrier generation phase.
なお、本発明における感光)Jを構成するノーには、必
要に応じて種々の添加剤を加えることができる。In addition, various additives can be added to the compound forming the photosensitive material (J) according to the present invention, if necessary.
以下本発明の実施例について1flE明するが、これら
によって本発明が限定されるものではない。Examples of the present invention will be explained below, but the present invention is not limited thereto.
実施例1
アルミニウムをMMしたノゾさ100 ミクロンのポ
リエチレンテレフタレートよ構成る導電性支持体上に、
塩化ビニに酢酸ビニル−無水マレイン酸共重合体「エス
レツクMF−10J(積木化学工業社製)より成る厚さ
約0.1ミクロンの中間層を設け、例示化合物(I−1
)で示したビスアゾ化合物19とポリエステル樹脂[パ
イロン200J (東洋紡績社製)IIとをテトラヒド
ロフラン909に加えて12時間ボールミルにニジ分散
し、ここに得られた分散液をi】11記中間層上にドク
ターブレードを用いて塗布し、十分乾燥して厚さ約0,
5ミクロンのCGLを形成した。Example 1 On a conductive support made of polyethylene terephthalate with a thickness of 100 microns made of aluminum,
An intermediate layer with a thickness of approximately 0.1 micron made of vinyl acetate-maleic anhydride copolymer "Eslec MF-10J (manufactured by Block Chemical Industry Co., Ltd.) was provided on vinyl chloride, and the exemplified compound (I-1
) and the polyester resin [Pylon 200J (manufactured by Toyobo Co., Ltd.) II] were added to tetrahydrofuran 909 and dispersed in a ball mill for 12 hours, and the resulting dispersion was added to the intermediate layer in item 11 above. Apply with a doctor blade and dry thoroughly to a thickness of approximately 0.
A 5 micron CGL was formed.
一方、例示化合物(l[−18)で示したスチリル化合
物11.25.9とポリカーボネート樹脂「パンライト
ム−1250j(量大化成召製)159とを1゜2−ジ
クロルエタン100mlに溶解し、得られた溶液を前記
CGL上にドクターブレードを用いテ塗布し、十分乾燥
して厚さ12ミクロンのcTLを形成し、以って本発明
α子写真感光c本を製造した。On the other hand, the styryl compound 11.25.9 shown as the exemplified compound (l[-18) and the polycarbonate resin "Panritem-1250j (manufactured by Kasei Kasei Co., Ltd.) 159" were dissolved in 100 ml of 1°2-dichloroethane. The solution was coated onto the CGL using a doctor blade and sufficiently dried to form a CTL with a thickness of 12 microns, thereby producing c books of α-child photosensitive materials of the present invention.
これも−[試料11とする。This is also referred to as −[Sample 11.
実施例2〜・ム
CGLの形成にJL−いて、ビスアゾ化合物として例示
化合物(I−2)、(i−3)及び(i−2x)で示し
たものの各々を用いた11かは実M例1と全く同様にし
てa arの本発EIIJ電子写真感光体を製造した。Example 2 - 11 are actual examples in which each of the exemplified compounds (I-2), (i-3) and (i-2x) was used as a bisazo compound in the formation of muCGL. EXAMPLE 1 An EIIJ electrophotographic photoreceptor of the present invention was manufactured in exactly the same manner as in Example 1.
これらをそれぞれ「試料2」、「試料3」及び「試料4
」とする。These are "Sample 2", "Sample 3" and "Sample 4" respectively.
”.
実施例5
CTLの形成において、スチリル化合物として例示化合
物(If−22)を用いたはかd、実施例lと同様にし
て本発明電子4貞感光体を製造した。これを「試料5」
とする。Example 5 An electronic photoreceptor of the present invention was produced in the same manner as in Example 1, except that the exemplified compound (If-22) was used as the styryl compound in the formation of CTL. This is called “Sample 5”
shall be.
比較例1
実施例1のCT Lの形成1/Cおいて、スチリル化合
物の代りに次の構造式を有するヒドラゾン訪導体を用い
たほかは、実施例1と同様にし−C比較用成子写jK感
光体を製造した0これを「比較試料1」比較例2
実施篩1のCTLの形成において、スチリル化合物の代
りに次の構造式を有するピラゾリン誘導体を用いたほか
は、実施例1と同様にして比較用電子写ic感光体を製
造した0これを「比較試料2」とする。Comparative Example 1 Formation of CT L in Example 1 In 1/C, a hydrazone visiting conductor having the following structural formula was used in place of the styryl compound, but the procedure was the same as in Example 1. A photoreceptor was produced. This was used as "Comparative Sample 1" Comparative Example 2 The same procedure as in Example 1 was used except that in the formation of the CTL of Example Sieve 1, a pyrazoline derivative having the following structural formula was used instead of the styryl compound. A comparative electrophotographic photoreceptor was manufactured using the same method.This is referred to as "Comparative Sample 2."
以上のよう処して(iられた電子写真感光体、試料1〜
試料5並びに比較試料1及び比較試料2の各々にっhて
、Uエレクトロメータ?−8P−428截1(川口電機
製作断裂)を用りて、その電子写真特性を調べた。即ち
、感光体表面を帯電電圧−6KVで5秒間帯電させた時
の受容電rffV^Mと、5秒間暗減衰させlc伎の電
位(初期電位)をkiに減衰させるために心壁な露光量
E g(、鹸秒)とを調べた。Electrophotographic photoreceptors processed as described above, Samples 1 to 1
U electrometer? -8P-428 Cut 1 (manufactured by Kawaguchi Denki) was used to investigate its electrophotographic properties. In other words, the received charge rffV^M when the surface of the photoreceptor is charged with a charging voltage of -6 KV for 5 seconds, and the exposure amount that is necessary for dark decaying for 5 seconds to attenuate the potential (initial potential) of lc to ki. E g (, sec) was investigated.
結果Fii1表に示す通シで必る。Results are required according to the results shown in Table 1.
第1表
この第1表の結果よシ、本発明電子写真感光体は大きな
感度を有するものであることが明かである〇
゛また試料1〜試相5並びに#5杖試利1及び比較試料
2の各々を乾式電子複写機[U −Bix 2000R
J(小西六写真工業社製)に装着して連続複写を行ない
、露光紋り値2.5における黒紙電位vb(v)及び白
紙電位Vw(V)を「エレクトロスタチックボルトメー
ター144D−ID型」(モンローエレクトロニクスイ
ンコーポレーテツド製)を用い、現録する直前において
測定した。結果は第2表に示す通υである。Table 1 From the results shown in Table 1, it is clear that the electrophotographic photoreceptor of the present invention has high sensitivity〇゛Also, Samples 1 to 5, #5 Cane Sample 1, and Comparative Samples 2 each using a dry electronic copying machine [U-Bix 2000R
J (manufactured by Konishiroku Photo Industry Co., Ltd.) for continuous copying, and the black paper potential vb (v) and white paper potential Vw (V) at an exposure print value of 2.5 were measured using an "electrostatic voltmeter 144D-ID". The measurement was made using a mold (manufactured by Monroe Electronics Inc.) immediately before printing. The results are shown in Table 2.
尚ここでいう黒紙電位とは反射ld度1.3の黒紙を原
稿とし、上述の複写ザイクルを実施したときの感光体の
表面’tJi位を表わ1〜、白紙電位とは白紙を原稿と
したときの感光体の表面電位を表わす。The black paper potential here refers to the surface 'tJi of the photoreceptor when the above-mentioned copying cycle is performed using a black paper with a reflection ld degree of 1.3 as the original, and the white paper potential refers to the surface of the photoreceptor when the copy cycle described above is performed. Represents the surface potential of the photoreceptor when it is used as an original.
第2表
(但し、表中ΔV11(v)及びΔVw(V)はそれぞ
れ黒紙電位% (V)及び白紙’+Pt、 1■Vw
(v)の変動■を示し、変動■のトは増加を−は減少舌
・表わす。ン
この第2表の結果から明かなように、本発明電子写真ハ
&光体は、繰シ返し電子4共プロセスに供17だときに
も電イ)ンの履1地状態が安定に維持され、良好な画質
の可視画像を多数安定に形成することができる0Table 2 (However, in the table, ΔV11 (v) and ΔVw (V) are black paper potential% (V) and white paper '+Pt, 1■Vw, respectively.
(v) indicates a variation (■), and (g) in the variation (■) indicates an increase, and - indicates a decrease. As is clear from the results in Table 2, the electrophotographic material of the present invention maintains the stable state of the electrophotographic material even when subjected to repeated electronic processes. It is possible to stably form a large number of visible images with good image quality.
納1図は本発明電子写真感光体の411I成の一例を示
す説明用断面図、第2図は本発明電子写真感光体の他の
、構成V/I]を示す説明用断面図、第3図及び第4図
はそれぞれ本発明電子写真感光体の更に他の構成例を示
すifi2明月# 1I)r ifi lシ1である。
1・・・導電性支持t4 2・・・キャリア発生jt
l(CGL)3・・・ギヤリア輸送層(C1’l
−i・・・感光)装置5・・・中間層
IA・・・絶縁性、!l(体 IBoo・・尋1江層
条I図
#2図
第3図Fig. 1 is an explanatory sectional view showing an example of the 411I configuration of the electrophotographic photoreceptor of the present invention, Fig. 2 is an explanatory sectional view showing another configuration V/I of the electrophotographic photoreceptor of the invention, and Fig. 3 FIG. 4 and FIG. 4 respectively show ifi2 Meigetsu #1I)rifilshi1 showing still other structural examples of the electrophotographic photoreceptor of the present invention. 1... Conductive support t4 2... Carrier generation jt
l(CGL)3...Gearia transport layer (C1'l
-i...photosensitive) device 5...intermediate layer IA...insulating,! l (Body IBoo...Hirom 1 Ejaculate I Figure #2 Figure 3
Claims (1)
る感光層を2J4電性支持体−Lに設けて成る電子写真
感光体において、前記キャリア発生相が下記一般式[I
)で示されるビスアゾ化合物を1−有し、前記キャリア
柚送相が下記一般式〇〔jで示されるスチリル化合物を
含有することを特徴とする電子写真感光体。 一般式[1) 〔式中 ArsおよびArm :それぞれ置換、未置換のフエニ
または RI:置換、未置換のアルキル基、ア リ − ルA〜、 R2:置換、未置換のアリール基、複 素環基を表わす。〕 一般式[]FI 〔式中 11iおよびRム :それぞれ置換、未置換のアルキル
基、了り−ル基、 r<s:If換、未置換のアリール基、複索環基、 R6〜R#:それぞれ水素原子、ハロゲン原子、アルキ
ル基、アルコキシ基、 アルキルアミン基を表わす0〕[Scope of Claims] 1) An electrophotographic photoreceptor in which a photosensitive layer consisting of a combination of a carrier generation phase and a carrier transport phase -C is provided on a 2J4 electrostatic support -L, wherein the carrier generation phase has the following general formula [ I
1.) An electrophotographic photoreceptor, characterized in that the carrier phase contains a styryl compound represented by the following general formula (J). General formula [1] [In the formula, Ars and Arm: substituted or unsubstituted phenylene or RI: substituted or unsubstituted alkyl group, aryl A~, R2: substituted or unsubstituted aryl group, heterocyclic group, represent. ] General formula []FI [In the formula, 11i and R: each substituted or unsubstituted alkyl group, oryl group, r<s: If-substituted, unsubstituted aryl group, polycyclic ring group, R6 to R #: 0 each representing a hydrogen atom, halogen atom, alkyl group, alkoxy group, or alkylamine group]
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15454782A JPS5944052A (en) | 1982-09-07 | 1982-09-07 | Electrophotographic receptor |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15454782A JPS5944052A (en) | 1982-09-07 | 1982-09-07 | Electrophotographic receptor |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5944052A true JPS5944052A (en) | 1984-03-12 |
JPH0325775B2 JPH0325775B2 (en) | 1991-04-08 |
Family
ID=15586631
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15454782A Granted JPS5944052A (en) | 1982-09-07 | 1982-09-07 | Electrophotographic receptor |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5944052A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61129650A (en) * | 1984-11-29 | 1986-06-17 | Canon Inc | Laminate type electrophotographic sensitive body |
-
1982
- 1982-09-07 JP JP15454782A patent/JPS5944052A/en active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61129650A (en) * | 1984-11-29 | 1986-06-17 | Canon Inc | Laminate type electrophotographic sensitive body |
Also Published As
Publication number | Publication date |
---|---|
JPH0325775B2 (en) | 1991-04-08 |
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