JPS5859453A - Electrophotographic receptor - Google Patents

Electrophotographic receptor

Info

Publication number
JPS5859453A
JPS5859453A JP15909381A JP15909381A JPS5859453A JP S5859453 A JPS5859453 A JP S5859453A JP 15909381 A JP15909381 A JP 15909381A JP 15909381 A JP15909381 A JP 15909381A JP S5859453 A JPS5859453 A JP S5859453A
Authority
JP
Japan
Prior art keywords
zinc oxide
electron
resin
electrophotographic receptor
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.)
Pending
Application number
JP15909381A
Other languages
Japanese (ja)
Inventor
Haruo Hasegawa
長谷川 晴夫
Tomoko Watanabe
友子 渡辺
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ricoh Co Ltd
Original Assignee
Ricoh Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ricoh Co Ltd filed Critical Ricoh Co Ltd
Priority to JP15909381A priority Critical patent/JPS5859453A/en
Publication of JPS5859453A publication Critical patent/JPS5859453A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664Dyes
    • G03G5/0666Dyes containing a methine or polymethine group
    • G03G5/0668Dyes containing a methine or polymethine group containing only one methine or polymethine group
    • G03G5/067Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/062Acyclic or carbocyclic compounds containing non-metal elements other than hydrogen, halogen, oxygen or nitrogen
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/09Sensitisors or activators, e.g. dyestuffs

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)

Abstract

PURPOSE:To obtain a zinc oxide type electrophotographic receptor suitable for recording using semiconductor laser beams, by providing as photoconductive layer consisting of zinc oxide, an electron affinitive compd., and a specified dye in an electrophotographic receptor. CONSTITUTION:A photosensitive layer consisting of zinc oxide-resin layer is formed on a conductive substrate to obtain an electrophotographic receptor. The photosensitive layer contains zinc oxide, a spectral sensitizer represented by the general formulaI(R is CH3, C2H5, CH2COOH, C2H4COOH, CH2=CHCH2 or n-C7H15; X is I, Br, Cl, or formula II; formula III is any of formulae IV-IX; and formula V is any of XI-XVI), an electron affinitive compound serviceable for an assistant spectral sensitizer, such as benzoquinone, chloranil, phthalic anhydride, dinitrobenzoic acid, or tetracyanoquinomethane, and a resin, and is formed on the conductive substrate, so it is made high sensitive to 700-1,000nm wavelength light, and the photoreceptor using this layer is suitable for an electrophotography using semiconductor laser beams.

Description

【発明の詳細な説明】 本発明は特に半導体レーザー用として適した酸化亜鉛系
電子写真感光体に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a zinc oxide electrophotographic photoreceptor particularly suitable for use in semiconductor lasers.

レーザープリンターのようにレーザー光で静電潜像を形
成する記鎌機器におりてはレーザー光に対して高感度な
電子写真感光体が必要である。このような高感度電子写
真感光体としてはVIS−アルゴンレーザーのようなレ
ーザー光(波長488および515nm(Z)可視域の
長波長光)K対しては酸化亜鉛にローズベンガルやエリ
スロシン等の酸性増感色素を加えてスペクトル増感した
本のが知られている。しかしアルゴンレーザーに比べて
小型で安価な半導体レーザー(波長700〜1000 
nmの可視ないし近赤外の長波長光)に対して適合した
高感度電子写真感光体は殆んど矧られていない。
Recording devices such as laser printers that use laser light to form electrostatic latent images require electrophotographic photoreceptors that are highly sensitive to laser light. For such a high-sensitivity electrophotographic photoreceptor, for laser light such as VIS-argon laser (wavelength 488 and 515 nm (Z) long wavelength light in the visible range), zinc oxide, acid enhancer such as rose bengal or erythrosine is used. Books are known that have been spectrally sensitized by adding a sensitizing dye. However, semiconductor lasers (wavelengths of 700 to 1000) are smaller and cheaper than argon lasers.
There are almost no high-sensitivity electrophotographic photoreceptors that are suitable for visible to near-infrared long-wavelength light (nm visible to near-infrared long wavelength light).

本発明の目的は波長700〜1000 nmの長波長光
に対し高感度を有し、従って元導体レーザー用として好
適な電子写真感光体を提供することである。
An object of the present invention is to provide an electrophotographic photoreceptor that has high sensitivity to long wavelength light in the wavelength range of 700 to 1000 nm and is therefore suitable for use in a base conductor laser.

即ち本発明の感光体は導電性支持体上に酸化亜鉛、電子
親和性化合物、一般式 %式% で示される色素及び樹脂よりなる光導電層を設けたもの
である。
That is, the photoreceptor of the present invention has a photoconductive layer comprising zinc oxide, an electron-affinity compound, a dye represented by the general formula %, and a resin on a conductive support.

本発明で用いられる電子親和性化合物はスペクトル増感
助剤として使用され、その具体例としてはベンゾキノン
、クロルアニル、無水フタル酸、ジニトロ安息香酸、テ
トラシアノキノジメタン等が挙げられる。使用量Fi酸
化亜鉛に対し002〜0.5憲量チが適当である。この
使用量が0.02重ji%より少ないと増感効果が低下
する傾向をMするが、これは前記一般式で示される色素
の酸化亜鉛への吸着が悪くなるためと考えられる。また
使用量が0.5重量%より多いと暗減衰が速くなるとい
り創作用が出たり、増感効果が却って悪くなつ六すする
傾向を有する。
The electrophilic compound used in the present invention is used as a spectral sensitizing aid, and specific examples thereof include benzoquinone, chloranil, phthalic anhydride, dinitrobenzoic acid, and tetracyanoquinodimethane. A suitable amount is 0.02 to 0.5% Fi for the amount of zinc oxide used. If the amount used is less than 0.02% by weight, the sensitizing effect tends to decrease, but this is thought to be due to poor adsorption of the dye represented by the above general formula to zinc oxide. Moreover, if the amount used is more than 0.5% by weight, there is a tendency that the dark decay becomes faster and the sensitizing effect becomes worse.

一般式I又は1の色素はスペクトル増感剤として用いら
れる。その使用量は酸化亜鉛に対して0.01〜0.1
6重量%が適当である。
Dyes of general formula I or 1 are used as spectral sensitizers. The amount used is 0.01 to 0.1 relative to zinc oxide.
6% by weight is suitable.

樹脂としては従来公知のもの、例えばアクリル樹脂、シ
リコン樹脂、ポリエステル、酢酸ビニル樹脂、スチレン
樹脂、アルキド樹脂、ウレタン樹脂等の高絶縁性のもの
が使用される。使用量は酸化亜鉛に対して10〜30夏
量チが適当である。
As the resin, conventionally known resins, such as highly insulating resins such as acrylic resin, silicone resin, polyester, vinyl acetate resin, styrene resin, alkyd resin, and urethane resin, are used. The appropriate amount to be used is 10 to 30 days per day of zinc oxide.

導電性支持体も公知のもの、例えば金属フィルム;金属
蒸着し7’j[又はプラスチックフィルム等が使用され
る。
The conductive support may also be of a known type, such as a metal film; a metal-deposited support, or a plastic film.

本発明の感光体を作るには導電性支持体上に酸化亜鉛、
電子親和性化合物、前記一般式の色素及び樹脂をトルエ
ンのような有機溶媒中に溶解又は分散した光導電層形成
液を塗布乾燥すればよい。なお酸化亜鉛は予め電子親和
性化合物で表面処理しておいてもよい。この場合は電子
親和性化合物を溶解した溶液に酸化亜鉛を加えて分散し
、ついで溶媒を蒸発させるか或いは蒸発させることなく
、前記一般式の色素(又はその溶液)及び樹脂(又はそ
の溶液)を11次加えて光導電層形成液を調製すること
が好ましい。
To make the photoreceptor of the present invention, zinc oxide,
A photoconductive layer forming liquid in which an electron-affinity compound, a dye of the above general formula, and a resin are dissolved or dispersed in an organic solvent such as toluene may be coated and dried. Note that zinc oxide may be surface-treated with an electron-affinity compound in advance. In this case, zinc oxide is added to a solution containing the electron-affinity compound and dispersed, and then the dye (or its solution) of the general formula (or its solution) and the resin (or its solution) are added by evaporating the solvent or without evaporating the solvent. It is preferable to prepare a photoconductive layer forming solution in addition to the 11th step.

以下、実施例により本発明を説明する。The present invention will be explained below with reference to Examples.

実施例1 電子親和性化合物として3,5−ジニトロ安息香酸o、
1gをトルエン10011に溶解した溶液に酸化亜鉛X
0OIiを加え、これを超音波分散機で20分間分散し
た後、ロータリーエノ々ボレーターにより80℃の温度
でトルエンを留去した。次に前記一般式においてR−C
,)I、、X−I。
Example 1 3,5-dinitrobenzoic acid o as an electron affinity compound,
Zinc oxide
After adding 0OIi and dispersing it with an ultrasonic disperser for 20 minutes, toluene was distilled off at a temperature of 80°C with a rotary enovolator. Next, in the general formula, R-C
,)I,,X-I.

(溶液状態における吸収極太: 817 nm ) −
0,IJi’をメタノール12ON及びジメチルホルム
ア建ド101の混合溶媒に溶かした溶液に、前述のよう
にして表面処理した酸化亜鉛を加え、超音波分散機で2
0分間分散した後、ロータリーエバポレーターにより5
0℃の温度でメタノール金留去した。これにアクリル樹
脂の40%)ルエン浴液40jl及びトルエン100J
Iを加えてゼールミルで4時間ミリングし、これを10
0μ厚のアルミ箔支持体上に塗布し、90℃の熱風で5
分間乾燥して付着量2517−の光導電層t−設ける仁
とにより電子写真感光体を作成した。
(Extreme absorption in solution state: 817 nm) -
Zinc oxide surface-treated as described above was added to a solution of 0,IJi' dissolved in a mixed solvent of methanol 12ON and dimethylformad 101, and 2
After 0 minutes of dispersion, the rotary evaporator
Methanol gold was distilled off at a temperature of 0°C. Add 40% of acrylic resin to this) toluene bath solution 40jl and toluene 100J
I was added and milled for 4 hours in a Zeel mill, and then milled for 10
Coated on a 0μ thick aluminum foil support and heated with hot air at 90℃ for 5 minutes.
An electrophotographic photoreceptor was prepared by drying for a minute and forming a photoconductive layer with a coating weight of 2,517 cm.

実施例2 電子親和性化合物としてp−クロル安息香酸2Nt)ル
エン10OII中に溶かし、この中に酸化亜鉛100J
Jを加えてホモジナイザーで20分間分散することによ
り酸化亜鉛を表面処理し次。一方、前記一般式でR”C
,H,、x−z 。
Example 2 p-chlorobenzoic acid as an electrophilic compound 2Nt) Dissolved in 10OII of toluene, in which 100J of zinc oxide
Zinc oxide was surface treated by adding J and dispersing with a homogenizer for 20 minutes. On the other hand, in the above general formula, R”C
,H,,x-z.

の色素(溶液状態での吸収極大a 923 nm )0
.12Ilをジメチルホルムア建ドlOd中に溶かした
。次に前記光面処理した酸化亜鉛の分散液をアジテータ
で攪拌しながら、前記色素#1液を滴下して酸化亜鉛に
色素を吸着せしめ、引続−き攪拌を続けながら、30分
後にアクリル樹脂の50−トルエン溶液4011を加え
た。次に得られ次混合液を、f −yミルで1時間ミリ
ングし、これを実施例1と同様にして支持体上に塗布乾
燥して光導電層を設けることにより、電子写真感光体を
作成した。
dye (absorption maximum a 923 nm in solution state) 0
.. 12Il was dissolved in dimethylformad. Next, while stirring the photosurface-treated zinc oxide dispersion using an agitator, the dye #1 solution was added dropwise to allow the dye to be adsorbed onto the zinc oxide, and after 30 minutes, while continuing to stir, the acrylic resin was removed. 50-toluene solution 4011 was added. Next, the resulting mixed solution was milled for 1 hour using an f-y mill, and then coated on a support and dried in the same manner as in Example 1 to form a photoconductive layer, thereby producing an electrophotographic photoreceptor. did.

実施例3 電子親和性化合物としてp−フロラ= h−0,1gを
用い、且つ色素として前記一般式で2と同じ方法で電子
写真感光体を作成した。
Example 3 An electrophotographic photoreceptor was prepared in the same manner as in 2, using 1 g of p-flora=h-0 as the electron-affinity compound and using the above general formula as the dye.

実施例4 色素として前記一般式中、R−’−C1H,,X−’I
Example 4 As a dye, in the general formula, R-'-C1H,,X-'I
.

の(溶液状態での極大吸収: 771 nm ) 0.
11を用いた他は実施例3と同じ方法で電子写真感光体
を作成し次。
(Maximum absorption in solution state: 771 nm) 0.
An electrophotographic photoreceptor was prepared in the same manner as in Example 3 except that No. 11 was used.

実施例5 色素として前記一般式中、R−C,H,、X”−: 7
801m ) 0.1 Iiを用いfic他は実施例3
と同じ方法で電子写真感光体を作成した。
Example 5 As a dye, in the general formula, R-C, H,, X''-: 7
801m) 0.1 Ii was used for fic and others in Example 3.
An electrophotographic photoreceptor was prepared in the same manner as described above.

実施例6 色素として前記一般式でRがCM、g CHCH,。Example 6 In the above general formula, R is CM, g CHCH, as a dye.

X謂Br。X so-called Br.

の(溶液状態での吸収極大: ? 60 nm ) 0
.08Iを用いて実施例3と同様にして電子写真感光体
を作成した。
(Absorption maximum in solution state: ? 60 nm) 0
.. An electrophotographic photoreceptor was prepared in the same manner as in Example 3 using 08I.

実施例7 色素として前記一般式でRaaaC1H@、 X=Br
 。
Example 7 As a dye, in the general formula RaaaC1H@, X=Br
.

の(溶液状態での吸収極大: 760 nm ) 0.
08Iを用いて実施例3と同様にして電子写真感光体を
作成した。
(Maximum absorption in solution state: 760 nm) 0.
An electrophotographic photoreceptor was prepared in the same manner as in Example 3 using 08I.

次に以上のようにして得られた実施例1〜7の感光体の
表面を夫々、負コロナ帯電後、波長700〜950nm
の単色光(キセノンランプの分光による)を10 nm
の間隔で照射して赤面電位の減衰を測定し、これから感
度を半Ift、m光量の逆数として求めた。その結果を
測定波長と共に下表に示す。なおいずれの感光体も70
0〜950nmの長波長光に対し感光性が認められた。
Next, the surfaces of the photoreceptors of Examples 1 to 7 obtained as described above were charged with negative corona, and then charged with a wavelength of 700 to 950 nm.
Monochromatic light (by xenon lamp spectroscopy) of 10 nm
The attenuation of the blush potential was measured by irradiating at an interval of , and from this the sensitivity was determined as half Ift, the reciprocal of the amount of light in m. The results are shown in the table below along with the measurement wavelength. Note that both photoreceptors are 70
Photosensitivity to long wavelength light of 0 to 950 nm was observed.

なお実施例1〜フにおいて夫々電子親和性化合物を用い
ず、従って前記化合物で酸化亜鉛を表面処理しなかった
他は実施例1〜7と同じ方法で電子写真感光体を作成し
、同様にして感度を求めたところ、夫々実施例1〜7の
感光体のl/lO以下であった。
In Examples 1 to 7, electrophotographic photoreceptors were prepared in the same manner as in Examples 1 to 7, except that no electron-affinity compound was used, and therefore the zinc oxide was not surface-treated with the compound. When the sensitivities were determined, they were lower than l/lO of the photoreceptors of Examples 1 to 7, respectively.

特許出願人 株式会社 リ コーPatent applicant Ricoh Co., Ltd.

Claims (1)

【特許請求の範囲】 1、導電性支持体上に酸化亜鉛、電子親和性化合物、一
般式 %式% ) で示される色素及び樹脂よりなる光導電層を設けた電子
写真感光体。
[Scope of Claims] 1. An electrophotographic photoreceptor comprising a photoconductive layer comprising zinc oxide, an electron-affinity compound, a dye represented by the general formula (%), and a resin on a conductive support.
JP15909381A 1981-10-06 1981-10-06 Electrophotographic receptor Pending JPS5859453A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15909381A JPS5859453A (en) 1981-10-06 1981-10-06 Electrophotographic receptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15909381A JPS5859453A (en) 1981-10-06 1981-10-06 Electrophotographic receptor

Publications (1)

Publication Number Publication Date
JPS5859453A true JPS5859453A (en) 1983-04-08

Family

ID=15686078

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15909381A Pending JPS5859453A (en) 1981-10-06 1981-10-06 Electrophotographic receptor

Country Status (1)

Country Link
JP (1) JPS5859453A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984004825A1 (en) * 1983-05-24 1984-12-06 Sony Corp Electrophotographic sensitized material
EP0201725A2 (en) * 1985-04-17 1986-11-20 Hoechst Aktiengesellschaft Electrophotographic registration material
JPS63241561A (en) * 1987-03-30 1988-10-06 Fuji Photo Film Co Ltd Process for forming picture image using scanning exposure
JPS63264763A (en) * 1987-04-22 1988-11-01 Fuji Photo Film Co Ltd Image forming method including scanning exposure step
US4879195A (en) * 1987-12-18 1989-11-07 Oji Paper Co., Ltd. Laser-sensitive electrophotographic material
US5370956A (en) * 1991-12-27 1994-12-06 Mitsubishi Paper Mills Limited Electrophotographic photoreceptor

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984004825A1 (en) * 1983-05-24 1984-12-06 Sony Corp Electrophotographic sensitized material
EP0201725A2 (en) * 1985-04-17 1986-11-20 Hoechst Aktiengesellschaft Electrophotographic registration material
JPS63241561A (en) * 1987-03-30 1988-10-06 Fuji Photo Film Co Ltd Process for forming picture image using scanning exposure
JPS63264763A (en) * 1987-04-22 1988-11-01 Fuji Photo Film Co Ltd Image forming method including scanning exposure step
US4879195A (en) * 1987-12-18 1989-11-07 Oji Paper Co., Ltd. Laser-sensitive electrophotographic material
US5370956A (en) * 1991-12-27 1994-12-06 Mitsubishi Paper Mills Limited Electrophotographic photoreceptor

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