JPH0524502B2 - - Google Patents
Info
- Publication number
- JPH0524502B2 JPH0524502B2 JP18331986A JP18331986A JPH0524502B2 JP H0524502 B2 JPH0524502 B2 JP H0524502B2 JP 18331986 A JP18331986 A JP 18331986A JP 18331986 A JP18331986 A JP 18331986A JP H0524502 B2 JPH0524502 B2 JP H0524502B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- formula
- charge transport
- following general
- general formula
- 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 34
- 239000011347 resin Substances 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 239000011230 binding agent Substances 0.000 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 229920001230 polyarylate Polymers 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 239000010410 layer Substances 0.000 description 40
- 239000000463 material Substances 0.000 description 18
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical class C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 9
- 239000002904 solvent Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920001225 polyester resin Polymers 0.000 description 4
- 239000004645 polyester resin Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229920005668 polycarbonate resin Polymers 0.000 description 3
- 239000004431 polycarbonate resin Substances 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- FKNIDKXOANSRCS-UHFFFAOYSA-N 2,3,4-trinitrofluoren-1-one Chemical compound C1=CC=C2C3=C([N+](=O)[O-])C([N+]([O-])=O)=C([N+]([O-])=O)C(=O)C3=CC2=C1 FKNIDKXOANSRCS-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 1
- 239000004420 Iupilon Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- -1 benzidine compound Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000005525 hole transport Effects 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0618—Acyclic or carbocyclic compounds containing oxygen and nitrogen
Landscapes
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Description
〔産業上の利用分野〕
この発明は電荷発生層と電荷輸送層とからなる
感光層を基板上に設けた電子写真感光体の特に電
荷輸送層に関する。
〔従来の技術〕
近年、電子写真感光体として有機材料を用いる
試みがなされている。この有機感光体は電荷発生
能を有する材料（以下電荷発生材という。）と電
荷輸送能を有する材料（以下電荷輸送材という。）
とを組合せて用いるものであり、電荷発生層と電
荷輸送層とを積層したりして用いられている。輸
送される電荷としては正孔もしくは電子が考えら
れるが、電荷輸送能を有する電荷輸送材料（ｎ型
有機半導体）としてはポリビニルカルバゾール
（PVK）とトリニトロフルオレノン（TNF）の
１：１の混合物が実用に供せられており、また正
孔輸送能を有する電荷輸送材料（ｐ型有機半導
体）としてはピラゾリン、ヒドラゾンやベンジジ
ン誘導体等が知られている（特開昭52−120834号
等。）。
ベンジジン系の電荷輸送材料としては、従来ベ
ンジジンのジフエニル基が無置換のもの、あるい
は両アミノ基に対してｍ−位が置換されたものが
知られているが、これらのベンジジン誘導体は比
較的酸化されやすく、また電荷輸送層の結着剤樹
脂として用いられる非晶性のポリエステル樹脂や
ポリカーボネート樹脂と電荷移動錯体を形成する
ために帯電性が低下し、これらの樹脂を結着剤と
して使用することができなかつた。また従来感光
層に用いられている結着剤樹脂は耐溶剤性が悪
く、電荷発生層あるいは電荷輸送層を溶液塗布法
等により形成する際に下層の溶解もしくは軟化を
生じていた。また溶媒耐性のある樹脂は電荷発生
材料あるいは電荷輸送材料の分散性が悪いという
不都合を有していた。
〔発明が解決しようとする問題点〕
本発明の目的は、耐酸化性を有し、結着剤とし
て用いられるポリエステル樹脂等と電荷移動錯体
を形成しにくい新規なベンジジン誘導体を電荷輸
送材料とし、この電荷輸送材料を耐溶剤性、強
度、耐熱性、耐摩耗性があり、感光体の基板や他
の層との接着性にすぐれた結着樹脂中に分散した
層を電荷輸送層とする電子写真感光体を提供する
ことにある。
〔問題点を解決するための手段及び作用〕
本発明は、基板上に電荷発生層と電荷輸送層と
からなる感光層を形成した電子写真感光体におい
て、電荷輸送層が下記一般式（）
（式中、R1はアルキル基を表わし、R2及びR3
は互に独立したものであつて、それぞれ水素原
子、アルキル基、アルコキシ基、ハロゲン原子、
アルコキシカルボニル基または置換アミノ基を表
わす。）で示される電荷輸送材料を特定のエステ
ル系結着剤樹脂に混合した層である電子写真感光
体である。
一般式（）で示されるベンジジン誘導体は従
来電荷輸送材料として用いられているベンジジン
誘導体とは両アミノ基のオルト位にアルコキシ置
換基を有する点で相違し、耐酸化性にすぐれてい
る。
このようなベンジジン化合物の具体例を構造式
で以下に示す。式中、Meはメチル基、Etはエチ
ル基、Prはプロピル基、Buはブチル基を表わす。
本発明の電子写真感光体の電荷輸送層において
用いられるエステル系結着剤樹脂はまず第１に、
式
（式中、R4及びR5は互に独立したものであつ
て、それぞれ水素原子、アシル基、アルキル基、
フエニル基を表わすか、またはR4とR5が一緒に
なつて環を形成するアルキレン基を表わし、X1，
X2，X3及びX4は互に独立したものであつて、そ
れぞれ水素原子、アルキル基またはハロゲン原子
を表わす。）で示される分子量が10000〜100000の
ポリアリレートエステル樹脂である。
このようなポリアリレートエステル樹脂の具体
例下記に構造式で示す。
本発明で、電荷輸送層において用いられる第２
のエステル系結着剤樹脂は式
（式中、ｍは１〜４の整数を表わし、その他の
記号は前記と同じ意味を表わす。）で示される分
子量が10000〜100000のポリエステルカーボネー
ト樹脂である。
式（）で示されるポリエステルカーボネート
の具体例を下記に構造式で示す。
一般式（）および（）で示される前記のポ
リエステル系樹脂は、それぞれ単独で結着剤とし
て用いることができるが、これらの樹脂を互に任
意の割合で含む組成物としても用いることができ
る。
また一般式（）および／または（）の樹脂
90〜10重量％と、従来結着剤として用いられてい
る次式（）
（式中の各記号は前記と同じ意味を表わす。）
で示される分子量10000〜120000のポリカーボネ
ート樹脂10〜90重量％とからなる組成物をも利用
することができる。
これらの結着樹脂に対して、式（）のベンジ
ジン化合物は10〜80重量％、好ましくは30〜55重
量％均一に混合して使用される。
本発明に係る結着剤樹脂は、前記のベンジジン
誘導体を含有する電荷輸送層だけでなく、電荷発
生層の結着剤として、あるいは中間層（接着層
等）としても使用することができる。
本発明に係る電荷輸送層を有する感光体の例
は、(1)導電性基板上に電荷輸送層を形成した後、
トリスアゾ系、スクエアリリウム系、ピリリウム
系、Tri−Se等の電荷発生材料を結着樹脂と共に
溶媒中に分散混合した溶液を塗布乾燥して電荷発
生層を形成した構造の正極性帯電用感光体、また
は(2)導電性基板上に前記の電荷発生層を形成した
後、本発明によるベンジジン誘導体を結着樹脂と
共に分散混合した溶液を塗布乾燥して電荷輸送層
を形成した構造の負極性帯電用感光体である。こ
れらの構造の感光体は離形材料を用いることによ
つて、導電性基板とは反対側、つまり使用時に表
面側となる層から、離形材料上に順次層形成し、
最後に離形材料を剥すことによつても作成するこ
とができる。
本発明の感光体には所望により表面保護層ある
いは中間層等を設けてもよい。
〔発明の効果〕
本発明の電子写真感光体は、正極性帯電用の場
合には、基板と下層の電荷輸送層との接着性が良
好であり、接着層を設ける必要がなく、電荷輸送
層上に電荷発生層を塗布する際、耐溶剤性がある
ため層界面が乱れず良好な電気特性が得られる。
また負極性帯電用の場合には保護層を設けなくて
も表面の電荷輸送層が耐摩耗性に優れているので
耐久性があり、保護層を設ける場合にはその塗布
時に耐溶剤性があるため界面が乱れることがな
い。
電荷輸送材のベンジジン誘導体は酸化に対して
安定であり、一般式（）および（）で示され
るエステル系結着剤樹脂との整合性がよく、また
これらの結着剤樹脂は耐溶剤性、強度、耐熱性、
耐摩耗性、接着性にすぐれており、従つて本発明
の電子写真感光体は電気的特性及び力学的強度に
すぐれており、ベルト状感光体としても利用する
ことができる。
〔実施例〕
実施例 １
Al基板上に、次式
で示されるベンジジン誘導体３重量部及び次式
で示されるポリエステル樹脂（ユニチカ社製、Ｕ
−ポリマ−Ｕ−100）３重量部をジクロロメタン
34重量部に溶かした溶液（以下、液Ａという。）
を塗布乾燥して25μの電荷輸送層を形成し、その
上に次式
で示されるスクエアリリウム化合物35重量部及び
次式
で示されるポリエステル樹脂（東洋紡績社製、バ
イロン200）65重量部とテトラヒドロフラン950重
量部をボールミルで粉砕混合した分散液（以下、
液Ｂという。）を塗布、乾燥して1μの電荷発生層
を形成し、感光体を作成した。
比較例 １
電荷輸送層の結着剤樹脂をポリカーボネート樹
脂（三菱ガス化学社製、ユーピロンS1000）に代
えて（この塗布液を、液Ｃという。）、実施例１と
同様の条件で感光体を作成した。
実施例１及び比較例１の感光体について通常の
電子写真特性装置にて＋850Vの帯電を施して、
半減露光時間を測定した。初期及び1000サイクル
目の測定値を下記の表１に示す。
[Industrial Field of Application] The present invention relates to an electrophotographic photoreceptor in which a photosensitive layer comprising a charge generation layer and a charge transport layer is provided on a substrate, particularly to a charge transport layer. [Prior Art] In recent years, attempts have been made to use organic materials as electrophotographic photoreceptors. This organic photoreceptor consists of a material that has charge generation ability (hereinafter referred to as charge generation material) and a material that has charge transport ability (hereinafter referred to as charge transport material).
It is used in combination with a charge generation layer and a charge transport layer. The charges to be transported may be holes or electrons, but a 1:1 mixture of polyvinylcarbazole (PVK) and trinitrofluorenone (TNF) is used as a charge transport material (n-type organic semiconductor) that has charge transport ability. Pyrazoline, hydrazone, benzidine derivatives, and the like are known as charge transport materials (p-type organic semiconductors) that are used in practical use and have hole transport ability (Japanese Patent Application Laid-open No. 120834/1983, etc.). As benzidine-based charge transport materials, benzidine with an unsubstituted diphenyl group or one with both amino groups substituted at the m-position is known, but these benzidine derivatives are relatively oxidized. In addition, the chargeability decreases due to the formation of charge transfer complexes with amorphous polyester resins and polycarbonate resins used as binder resins in the charge transport layer, making it difficult to use these resins as binders. I couldn't do it. Furthermore, binder resins conventionally used in photosensitive layers have poor solvent resistance, and when a charge generation layer or a charge transport layer is formed by a solution coating method or the like, the lower layer is dissolved or softened. Further, solvent-resistant resins have the disadvantage of poor dispersibility of charge-generating materials or charge-transporting materials. [Problems to be Solved by the Invention] An object of the present invention is to use a new benzidine derivative that has oxidation resistance and is difficult to form a charge transfer complex with a polyester resin used as a binder as a charge transport material, The charge transport layer is a layer in which this charge transport material is dispersed in a binder resin that has solvent resistance, strength, heat resistance, and abrasion resistance, and has excellent adhesion to the photoreceptor substrate and other layers. The purpose of the present invention is to provide a photographic photoreceptor. [Means and effects for solving the problems] The present invention provides an electrophotographic photoreceptor in which a photosensitive layer consisting of a charge generation layer and a charge transport layer is formed on a substrate, in which the charge transport layer has the following general formula (). (In the formula, R 1 represents an alkyl group, R 2 and R 3
are independent from each other, and are hydrogen atoms, alkyl groups, alkoxy groups, halogen atoms, and
Represents an alkoxycarbonyl group or a substituted amino group. This is an electrophotographic photoreceptor that is a layer in which a charge transporting material shown in ) is mixed with a specific ester binder resin. The benzidine derivative represented by the general formula () differs from benzidine derivatives conventionally used as charge transport materials in that it has an alkoxy substituent at the ortho position of both amino groups, and has excellent oxidation resistance. Specific examples of such benzidine compounds are shown below using structural formulas. In the formula, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, and Bu represents a butyl group. The ester binder resin used in the charge transport layer of the electrophotographic photoreceptor of the present invention is, first of all,
formula (In the formula, R 4 and R 5 are each independently a hydrogen atom, an acyl group, an alkyl group,
represents a phenyl group, or represents an alkylene group in which R 4 and R 5 are taken together to form a ring, and X 1 ,
X 2 , X 3 and X 4 are independent of each other and each represents a hydrogen atom, an alkyl group or a halogen atom. ) is a polyarylate ester resin with a molecular weight of 10,000 to 100,000. A specific example of such a polyarylate ester resin is shown in the structural formula below. In the present invention, the second
The ester binder resin has the formula (In the formula, m represents an integer of 1 to 4, and the other symbols have the same meanings as above.) It is a polyester carbonate resin having a molecular weight of 10,000 to 100,000. A specific example of the polyester carbonate represented by the formula () is shown below as a structural formula. The polyester resins represented by the general formulas () and () can each be used alone as a binder, but they can also be used as a composition containing these resins in any proportion. Also, resins of general formula () and/or ()
90 to 10% by weight, and the following formula (), which is conventionally used as a binder: (Each symbol in the formula has the same meaning as above.)
A composition comprising 10 to 90% by weight of a polycarbonate resin having a molecular weight of 10,000 to 120,000 can also be used. The benzidine compound of formula () is used in a uniform mixture of 10 to 80% by weight, preferably 30 to 55% by weight, with respect to these binder resins. The binder resin according to the present invention can be used not only for the charge transport layer containing the benzidine derivative described above, but also as a binder for the charge generation layer or as an intermediate layer (adhesive layer, etc.). An example of a photoreceptor having a charge transport layer according to the present invention includes (1) forming a charge transport layer on a conductive substrate;
A positive charging photoreceptor having a structure in which a charge-generating layer is formed by coating and drying a solution in which a charge-generating material such as trisazo-based, squarerium-based, pyrylium-based, Tri-Se, etc. is dispersed and mixed in a solvent with a binder resin; or (2) for negative polarity charging with a structure in which, after forming the charge generation layer on the conductive substrate, a solution in which the benzidine derivative according to the present invention is dispersed and mixed together with a binder resin is applied and dried to form a charge transport layer. It is a photoreceptor. Photoreceptors with these structures use a release material, so that layers are sequentially formed on the release material starting from the side opposite to the conductive substrate, that is, the layer that becomes the surface side during use.
It can also be created by finally peeling off the mold release material. The photoreceptor of the present invention may be provided with a surface protective layer or an intermediate layer, if desired. [Effects of the Invention] When the electrophotographic photoreceptor of the present invention is used for positive charging, it has good adhesion between the substrate and the lower charge transport layer, and there is no need to provide an adhesive layer. When a charge generation layer is applied on top, the layer interface is not disturbed due to its solvent resistance, and good electrical properties can be obtained.
In addition, in the case of negative polarity charging, the charge transport layer on the surface has excellent wear resistance even without a protective layer, so it is durable, and if a protective layer is provided, it is resistant to solvents when applied. Therefore, the interface is not disturbed. The benzidine derivative of the charge transport material is stable against oxidation and has good compatibility with the ester binder resins represented by the general formulas () and (), and these binder resins also have solvent resistance, strength, heat resistance,
The electrophotographic photoreceptor of the present invention has excellent abrasion resistance and adhesive properties, and therefore has excellent electrical properties and mechanical strength, and can also be used as a belt-shaped photoreceptor. [Example] Example 1 On an Al substrate, the following formula 3 parts by weight of benzidine derivative represented by and the following formula Polyester resin shown by (manufactured by Unitika, U
-Polymer-U-100) 3 parts by weight in dichloromethane
A solution dissolved in 34 parts by weight (hereinafter referred to as liquid A).
was applied and dried to form a charge transport layer of 25μ, and on top of that the following formula 35 parts by weight of a squarerium compound represented by and the following formula A dispersion (hereinafter referred to as
It is called liquid B. ) was coated and dried to form a 1 μm charge generation layer, thereby creating a photoreceptor. Comparative Example 1 A photoreceptor was coated under the same conditions as in Example 1, except that the binder resin in the charge transport layer was replaced with polycarbonate resin (Iupilon S1000, manufactured by Mitsubishi Gas Chemical Co., Ltd.) (this coating solution was referred to as Solution C). Created. The photoreceptors of Example 1 and Comparative Example 1 were charged to +850V using a normal electrophotographic characteristic device.
The half-life exposure time was measured. The measured values at the initial stage and at the 1000th cycle are shown in Table 1 below.
【表】
実施例 ２
導電性基板としてAl蒸着PETフイルムを用い、
この上にTri−Seを蒸着し、更にその上に液Ａを
25μになるように塗布乾燥して感光体を作成し
た。
比較例 ２
液Ａの代わりに液Ｃを用いて、実施例２と同様
にして感光体を作成した。
実施例２及び比較例３の感光体について、それ
ぞれ＋850Vの帯電を施し、半減露光量（初期及
び1000サイクル目）を測定した結果を表２に示
す。[Table] Example 2 Using Al-deposited PET film as a conductive substrate,
Tri-Se is evaporated on top of this, and then liquid A is added on top of it.
A photoreceptor was prepared by coating and drying to a thickness of 25μ. Comparative Example 2 A photoreceptor was produced in the same manner as in Example 2 except that Liquid C was used instead of Liquid A. The photoreceptors of Example 2 and Comparative Example 3 were each charged to +850 V, and the half-decreased exposure amount (initial and 1000th cycle) was measured. Table 2 shows the results.
【表】
実施例３及び比較例３
実施例２及び比較例２の感光体をベルト状とし
て実機テスト（それぞれ実施例３及び比較例３）
を行つた。10000枚のコピー後、実施例３の感光
体ではクラツクはみとめられなかつたが、比較例
３の感光体では多数のクラツクが発生していた。
実施例 ４
次式
で示されるベンジジン誘導体３ｇ及びユニチカ社
性Ｕポリマ−Ｕ−1003ｇをジクロロメタン34ｇに
溶液した溶液をAl基板上に設けたTri−Seの電荷
発生層1μ上に塗布乾燥して電荷輸送層とした感
光体を作成し、＋870Vの帯電を施して、半減露光
量を測定したところE1/2＝0.9（ルツクス・秒）で
あつた。
比較例 ４
ベンジジン誘導体を次式
で示される化合物に代えて実施例４と同様にして
感光体を作成して、帯電特性を測定しようとした
が帯電しなかつた。[Table] Example 3 and Comparative Example 3 Actual machine test using the photoreceptors of Example 2 and Comparative Example 2 as belts (Example 3 and Comparative Example 3, respectively)
I went to After copying 10,000 sheets, no cracks were observed in the photoreceptor of Example 3, but many cracks were observed in the photoreceptor of Comparative Example 3. Example 4th equation A solution of 3 g of the benzidine derivative shown by and 3 g of Unitika U-Polymer U-100 in 34 g of dichloromethane was coated on a 1 μm charge generation layer of Tri-Se provided on an Al substrate and dried to form a charge transport layer. A body was created, charged to +870V, and the half-life exposure was measured, and it was found to be E 1/2 = 0.9 (lux seconds). Comparative Example 4 The benzidine derivative is expressed by the following formula: A photoreceptor was prepared in the same manner as in Example 4 except for using the compound represented by , and an attempt was made to measure the charging characteristics, but no charging occurred.
Claims (1)
感光層を形成した電子写真感光体において、電荷
輸送層が下記一般式（） （式中、R1はアルキル基を表わし、R2及びR3
は互に独立したものであつて、それぞれ水素原
子、アルキル基、アルコキシ基、ハロゲン原子、
アルコキシカルボニル基または置換アミノ基を表
わす。）で示される電荷輸送材料を、下記一般式
（） （式中、R4及びR5は互に独立したものであつ
て、それぞれ水素原子、アシル基、アルキル基、
フエニル基を表わすか、またはR4とR5が一緒に
なつて環を形成するアルキレン基を表わし、X1，
X2，X3及びX4は互に独立したものであつて、そ
れぞれ水素原子、アルキル基またはハロゲン原子
を表わす。）で示される分子量が10000〜100000の
ポリアリレートエステル結着剤樹脂に混合した層
であることを特徴とする電子写真感光体。 ２ 基板上に電荷発生層と電荷輸送層とからなる
感光層を形成した電子写真感光体において、電荷
輸送層が下記一般式（） （式中、R1はアルキル基を表わし、R2及びR3
は互に独立したものであつて、それぞれ水素原
子、アルキル基、アルコキシ基、ハロゲン原子、
アルコキシカルボニル基または置換アミノ基を表
わす。）で示される電荷輸送材料を、下記一般式
（） （式中、R4及びR5は互に独立したものであつ
て、それぞれ水素原子、アシル基、アルキル基、
フエニル基を表わすか、またはR4とR5が一緒に
なつて環を形成するアルキレン基を表わし、X1，
X2，X3及びX4は互に独立したものであつて、そ
れぞれ水素原子、アルキル基またはハロゲン原子
を表わし、ｍは１〜４の整数を表わす。）で示さ
れる分子量が10000〜100000のポリエステルカー
ボネート結着剤樹脂に混合した層であることを特
徴とする電子写真感光体。 ３ 基板上に電荷発生層と電荷輸送層とからなる
感光層を形成した電子写真感光体において、電荷
輸送層が下記一般式（） （式中、R1はアルキル基を表わし、R2及びR3
は互に独立したものであつて、それぞれ水素原
子、アルキル基、アルコキシ基、ハロゲン原子、
アルコキシカルボニル基または置換アミノ基を表
わす。）で示される電荷輸送材料を、下記一般式
（） （式中、R4及びR5は互に独立したものであつ
て、それぞれ水素原子、アシル基、アルキル基、
フエニル基を表わすか、またはR4とR5が一緒に
なつて環を形成するアルキレン基を表わし、X1，
X2，X3及びX4は互に独立したものであつて、そ
れぞれ水素原子、アルキル基またはハロゲン原子
を表わす。）で示される分子量が10000〜100000の
ポリアリレートエステル10〜90重量％と下記一般
式（） （式中の記号は前記と同じ意味を表わす。）で
示される分子量10000〜120000のポリカーボネー
ト樹脂90〜10重量％とからなる結着剤樹脂組成物
に混合した層であることを特徴とする電子写真感
光体。 ４ 基板上に電荷発生層と電荷輸送層とからなる
感光層を形成した電子写真感光体において、電荷
輸送層が下記一般式（） （式中、R1はアルキル基を表わし、R2及びR3
は互に独立したものであつて、それぞれ水素原
子、アルキル基、アルコキシ基、ハロゲン原子、
アルコキシカルボニル基または置換アミノ基を表
わす。）で示される電荷輸送材料を、下記一般式
（） （式中、R4及びR5は互に独立したものであつ
て、それぞれ水素原子、アシル基、アルキル基、
フエニル基を表わすか、またはR4とR5が一緒に
なつて環を形成するアルキレン基を表わし、X1，
X2，X3及びX4は互に独立したものであつて、そ
れぞれ水素原子、アルキル基またはハロゲン原子
を表わし、ｍは１〜４の整数を表わす。）で示さ
れる分子量が10000〜100000のポリエステルカー
ボネート10〜90重量％と下記一般式（） （式中の記号は前記と同じ意味を表わす。）で
示される分子量10000〜120000のポリカーボネー
ト樹脂90〜10重量％とからなる結着剤樹脂組成物
に混合した層であることを特徴とする電子写真感
光体。[Scope of Claims] 1. In an electrophotographic photoreceptor in which a photosensitive layer consisting of a charge generation layer and a charge transport layer is formed on a substrate, the charge transport layer has the following general formula (). (In the formula, R 1 represents an alkyl group, R 2 and R 3
are independent from each other, and are hydrogen atoms, alkyl groups, alkoxy groups, halogen atoms, and
Represents an alkoxycarbonyl group or a substituted amino group. ) is expressed by the following general formula (): (In the formula, R 4 and R 5 are each independently a hydrogen atom, an acyl group, an alkyl group,
represents a phenyl group, or represents an alkylene group in which R 4 and R 5 are taken together to form a ring, and X 1 ,
X 2 , X 3 and X 4 are independent of each other and each represents a hydrogen atom, an alkyl group or a halogen atom. ) An electrophotographic photoreceptor comprising a layer mixed with a polyarylate ester binder resin having a molecular weight of 10,000 to 100,000. 2 In an electrophotographic photoreceptor in which a photosensitive layer consisting of a charge generation layer and a charge transport layer is formed on a substrate, the charge transport layer has the following general formula (). (In the formula, R 1 represents an alkyl group, R 2 and R 3
are independent from each other, and are hydrogen atoms, alkyl groups, alkoxy groups, halogen atoms, and
Represents an alkoxycarbonyl group or a substituted amino group. ) is expressed by the following general formula (): (In the formula, R 4 and R 5 are each independently a hydrogen atom, an acyl group, an alkyl group,
represents a phenyl group, or represents an alkylene group in which R 4 and R 5 are taken together to form a ring, and X 1 ,
X 2 , X 3 and X 4 are independent of each other and each represents a hydrogen atom, an alkyl group or a halogen atom, and m represents an integer of 1 to 4. ) An electrophotographic photoreceptor comprising a layer mixed with a polyester carbonate binder resin having a molecular weight of 10,000 to 100,000. 3 In an electrophotographic photoreceptor in which a photosensitive layer consisting of a charge generation layer and a charge transport layer is formed on a substrate, the charge transport layer has the following general formula () (In the formula, R 1 represents an alkyl group, R 2 and R 3
are independent from each other, and are hydrogen atoms, alkyl groups, alkoxy groups, halogen atoms, and
Represents an alkoxycarbonyl group or a substituted amino group. ) is expressed by the following general formula (): (In the formula, R 4 and R 5 are each independently a hydrogen atom, an acyl group, an alkyl group,
represents a phenyl group, or represents an alkylene group in which R 4 and R 5 are taken together to form a ring, and X 1 ,
X 2 , X 3 and X 4 are independent of each other and each represents a hydrogen atom, an alkyl group or a halogen atom. ) 10 to 90% by weight of polyarylate ester with a molecular weight of 10,000 to 100,000 and the following general formula () (The symbols in the formula have the same meanings as above). Photographic photoreceptor. 4 In an electrophotographic photoreceptor in which a photosensitive layer consisting of a charge generation layer and a charge transport layer is formed on a substrate, the charge transport layer has the following general formula () (In the formula, R 1 represents an alkyl group, R 2 and R 3
are independent from each other, and are hydrogen atoms, alkyl groups, alkoxy groups, halogen atoms, and
Represents an alkoxycarbonyl group or a substituted amino group. ) is expressed by the following general formula (): (In the formula, R 4 and R 5 are each independently a hydrogen atom, an acyl group, an alkyl group,
represents a phenyl group, or represents an alkylene group in which R 4 and R 5 are taken together to form a ring, and X 1 ,
X 2 , X 3 and X 4 are independent of each other and each represents a hydrogen atom, an alkyl group or a halogen atom, and m represents an integer of 1 to 4. ) 10 to 90% by weight of polyester carbonate with a molecular weight of 10,000 to 100,000 and the following general formula () (The symbols in the formula have the same meanings as above). Photographic photoreceptor.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18331986A JPS6340164A (en) | 1986-08-06 | 1986-08-06 | Electrophotographic sensitive body |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18331986A JPS6340164A (en) | 1986-08-06 | 1986-08-06 | Electrophotographic sensitive body |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6340164A JPS6340164A (en) | 1988-02-20 |
| JPH0524502B2 true JPH0524502B2 (en) | 1993-04-08 |
Family
ID=16133620
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18331986A Granted JPS6340164A (en) | 1986-08-06 | 1986-08-06 | Electrophotographic sensitive body |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6340164A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01315751A (en) * | 1988-03-08 | 1989-12-20 | Canon Inc | Electrophotographic sensitive body |
| US4992350A (en) * | 1988-09-30 | 1991-02-12 | Ricoh Company, Ltd. | Biphenyl compounds and electrophotographic photoconductor comprising the same |
-
1986
- 1986-08-06 JP JP18331986A patent/JPS6340164A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6340164A (en) | 1988-02-20 |
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