JPS5912443A - Electrophotographic receptor - Google Patents

Electrophotographic receptor

Info

Publication number
JPS5912443A
JPS5912443A JP12148482A JP12148482A JPS5912443A JP S5912443 A JPS5912443 A JP S5912443A JP 12148482 A JP12148482 A JP 12148482A JP 12148482 A JP12148482 A JP 12148482A JP S5912443 A JPS5912443 A JP S5912443A
Authority
JP
Japan
Prior art keywords
photoconductive
weight
parts
titanium compound
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
JP12148482A
Other languages
Japanese (ja)
Inventor
Hideaki Ueda
秀昭 植田
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.)
Minolta Co Ltd
Original Assignee
Minolta 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 Minolta Co Ltd filed Critical Minolta Co Ltd
Priority to JP12148482A priority Critical patent/JPS5912443A/en
Publication of JPS5912443A publication Critical patent/JPS5912443A/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
    • G03G5/05Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
    • G03G5/0503Inert supplements
    • G03G5/051Organic non-macromolecular compounds
    • 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
    • G03G5/05Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
    • G03G5/0503Inert supplements
    • G03G5/051Organic non-macromolecular compounds
    • G03G5/0514Organic non-macromolecular compounds not comprising cyclic groups

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

Abstract

PURPOSE:To obtain an electrophotographic receptor giving superior image characteristics and having superior moisture resistance and high reproducibility by forming a photoconductive layer contg. a specified org. titanium compound by a specified amount basing on the amount of powder of a photoconductive material on a substrate. CONSTITUTION:A photoconductive layer is formed on an electrically conductive substrate by applying a photoconductive coating contg. an org. titanium compound represented by formula I or II [where R1O is (CH3)2CHO-, ROCOCH2O-, ROCH2CH2O- or CPH2P+1O- (1<=p<=10), R is H or CPH2P+1, each of R2 and R3 is a group represented by formula III, IV or V, -CH=CHX4 or the like, X4 is H, NH2 or SH, each of X1-X3 is -(C=O)-, a group represented by formula VI, VIIor VIII or -(SO2)-, each of (m) and (n) is 0-3, and m+n=2 or 3]. The titanium compound is incorporated by 0.01-3pts.wt. per 100pts.wt. photoconductive powder. A copied image of superior quality is obtd. even at high humidity.

Description

【発明の詳細な説明】 本発明は電子写真用感光体、特に、画1象特性および耐
湿性に優れ、再現性の良好な電子写真用感光体に関する
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an electrophotographic photoreceptor, and particularly to an electrophotographic photoreceptor that has excellent image characteristics, moisture resistance, and good reproducibility.

一般に、光導電性材料粉末を用いて電子写真用感光体を
製造する場合、光導電性材料粉末を結着剤中に分散させ
て光導電性塗料を調製し、これをアルミニウムその他の
導電性基体」二に塗布し、光導電層を形成することが行
なわれる。しかしながら、これらの光導電性材料は一般
に極性を有するため結着剤とのぬれ性が悪く、均一に分
散させることが困難であシ、その為、良好な画像特性お
よび耐湿性を有する感光体を得ることが困難である他、
ロット毎に特性が変わり均質な感光体が得られないとい
う問題があった。
Generally, when manufacturing an electrophotographic photoreceptor using a photoconductive material powder, a photoconductive paint is prepared by dispersing the photoconductive material powder in a binder, and this is applied to an aluminum or other conductive substrate. '' to form a photoconductive layer. However, since these photoconductive materials are generally polar, they have poor wettability with binders and are difficult to disperse uniformly, making it difficult to create photoreceptors with good image properties and moisture resistance. In addition to being difficult to obtain,
There was a problem in that characteristics varied from lot to lot, making it impossible to obtain a homogeneous photoreceptor.

本発明は、このような問題に鑑みてなされたものであっ
て、画像特性および耐湿性に優れ、再現性の良好な電子
写真用感光体を提供することを目的とする。
The present invention has been made in view of these problems, and an object of the present invention is to provide an electrophotographic photoreceptor that has excellent image characteristics and moisture resistance, and has good reproducibility.

本発明による電子写真用感光体は、一般式;%式% ) X4は−[■、−NH2fF、たは−5I−(を表わし
、m、nは同じ又は異なりで、0〜3の整数、m −4
−n = 2または3を満足する。)で表わされる有機
チタン化合物を含有してなる光導電性塗料を基体上に塗
布し、光導電性層を形成せしめたことを特徴とするもの
であって、前記有機チタン化合物が、その光導電性塗料
中での配合割合を適当に調整すれば、光導電性材料粉末
とカップリング反応して該粉末粒子表面に親油性を付与
し、結着剤とのぬれ性を向上させると同時に、分散性を
向上させるという知見に基づくものである。
The electrophotographic photoreceptor according to the present invention has the general formula; m −4
−n=2 or 3 is satisfied. ) is characterized in that a photoconductive coating containing an organic titanium compound represented by By appropriately adjusting the blending ratio in the photoconductive material powder, a coupling reaction with the photoconductive material powder imparts lipophilicity to the surface of the powder particles, improving wettability with the binder and at the same time facilitating dispersion. This is based on the knowledge that it improves sexual performance.

前記一般式で表わされる有機チタン化合物としては、具
体的には、イソプロポキシトリステアロイルチタン、イ
ンプロポキシトリクミルフェニルオキシチタン、イソプ
ロポキシジメタクルイソステアロイルチタン、イソプロ
ポキシイソステアロイルジアクリルチタンなどが例示さ
れ、これらは単独で又は混合して使用しうるが、これら
に限定されるものではない。また、市販品では、ケンリ
ッチ・ペトローケミカルズ社製のKR−TTS((CI
(3)2CHO−−f’ i (OCOCl 7H35
)3からなるチタンカップリング剤の商品名)、KR−
348〔(CI(3)2CI(OTi(OC6H4C(
CH2)2−C6H5)3からなるチタンカップリング
剤の商品名)などの他、KR−7、KR−11があげら
れる。
Specific examples of the organic titanium compound represented by the above general formula include isopropoxy tristearoyl titanium, impropoxy tricumylphenyloxy titanium, isopropoxy dimethacrylisostearoyl titanium, and isopropoxy isostearoyl diacryl titanium. , these may be used alone or in combination, but are not limited thereto. In addition, commercially available products include KR-TTS ((CI) manufactured by Kenrich Petrochemicals Co., Ltd.
(3) 2CHO--f' i (OCOCl 7H35
) Trade name of titanium coupling agent consisting of 3), KR-
348 [(CI(3)2CI(OTi(OC6H4C(
Examples include KR-7 and KR-11, as well as the trade name of a titanium coupling agent consisting of CH2)2-C6H5)3.

前記有機チタン化合物を[吏用する場合、光導電性材料
粉末と共に結着剤に混入して分散させてもよいが、予め
有機チタン化合物を光導電性材料粉末と、溶剤の存在化
又は非存在下、混合して粒子表面に吸着させ、次いで結
着剤中に分散させるのが好ましい。
When the organic titanium compound is used, the organic titanium compound may be mixed with the photoconductive material powder into a binder and dispersed. It is preferable that the particles be adsorbed onto the surface of the particles by mixing, and then dispersed in the binder.

優れた画像特性および耐湿性を得るためには、前記有機
チタン化合物を光導電性材料100重量部に対し0.0
1〜3重量部の割合で配合するのがよい。これは有機チ
タン化合物がo、oi重量部未満では、その効果はほと
んど期待できず、3重量部を超えると、光導電性材料粉
末粒子の凝集をまねき、分散が悪くなったり、光導電性
塗料の粘度を増大させ、生産性の劣化を招くからである
In order to obtain excellent image properties and moisture resistance, the organic titanium compound should be added in an amount of 0.0 parts by weight per 100 parts by weight of the photoconductive material.
It is preferable to mix it in a proportion of 1 to 3 parts by weight. If the organic titanium compound is less than o or oi parts by weight, almost no effect can be expected; if it exceeds 3 parts by weight, the photoconductive material powder particles may aggregate, resulting in poor dispersion or photoconductive paint. This is because it increases the viscosity of the product, leading to deterioration of productivity.

光導電性塗料の他の成分としては、光導電性材料粉末、
結着剤およびその溶剤などがあるが、これらについては
特に制限はなく、通常用いられるものを使用すればよい
。例えば、光導電性粉末としては、酸化亜鉛、硫化カド
ミウムその池の無機光導電性粉末、ジアゾ系染料、銅フ
タロシアニン系染料などの有機光導電性粉末などがあげ
られるが、これらに限定されるものではない。また、結
着剤としては、ポリスチレン、ポリエチレン、ポリプロ
ピレン、ビニル系樹脂、アクリル樹脂、ポリカーボネイ
ト、ポリウレタン樹脂、およびそれらのモノマーの共重
合体などがあげられるが、これらに限定されるものでは
ない。
Other components of the photoconductive paint include photoconductive material powder,
There are binders and their solvents, but there are no particular restrictions on these, and commonly used ones may be used. For example, photoconductive powders include, but are not limited to, inorganic photoconductive powders such as zinc oxide, cadmium sulfide, organic photoconductive powders such as diazo dyes, and copper phthalocyanine dyes. isn't it. Further, examples of the binder include polystyrene, polyethylene, polypropylene, vinyl resin, acrylic resin, polycarbonate, polyurethane resin, and copolymers of these monomers, but are not limited thereto.

次に、本発明の実施例について説明する。Next, examples of the present invention will be described.

実施例1 炭酸カドミウム173重量部を塩化第2銅0.68重量
部を含む水溶液に加え、硫化水素を吹き込んテCd S
 (Cu ) −ncdcO3を沈殿さセル。コノ沈殿
物をr別し、水洗、乾燥した後、粉砕し、250°Cで
15時間焼成してCd S (Cu ) −ncdcO
3光導電性粉末を得る。この光導電性粉末100重量部
ヲ、 K R−TT S (ケンリッチ・ペトロ・ケミ
カルズ社製チタンカップリング剤の商品名)0.1重量
部を溶解させたトルエン溶液170重量部に加え、充分
攪拌した後、乾燥させた。このチタンカップリング剤で
処理したCd5(Cu)・ncdcO3粉末100重量
部をアクリディックA405(大日本インキ(株)製熱
硬化性アクリル樹脂の商品名)60重量部、トルエン2
30重量部と共にボールミルにて十分に混練して均一に
分散させて光導電性塗料を調製する。この光導電性塗料
をアルミニウム基体上に塗布し、乾燥後、熱硬化させて
30μ厚の光導電層を形成する。この光導電層上に前記
アクリル樹脂の溶液を塗布し、乾燥後、130°Cで3
0分間加熱、硬化させて0.5〜1μ厚の保護層を形成
し、電子写真用感光体を作成する。
Example 1 173 parts by weight of cadmium carbonate was added to an aqueous solution containing 0.68 parts by weight of cupric chloride, and hydrogen sulfide was blown into the solution.
(Cu)-ncdcO3 precipitated cells. The precipitate was separated, washed with water, dried, crushed, and calcined at 250°C for 15 hours to form CdS(Cu)-ncdcO.
3. Obtain photoconductive powder. 100 parts by weight of this photoconductive powder was added to 170 parts by weight of a toluene solution in which 0.1 part by weight of K R-TTS (trade name of a titanium coupling agent manufactured by Kenrich Petrochemicals) was dissolved, and the mixture was thoroughly stirred. After that, it was dried. 100 parts by weight of Cd5(Cu)/ncdcO3 powder treated with this titanium coupling agent, 60 parts by weight of Acridic A405 (trade name of thermosetting acrylic resin manufactured by Dainippon Ink Co., Ltd.), 2 parts by weight of toluene,
A photoconductive coating material is prepared by thoroughly kneading the mixture with 30 parts by weight in a ball mill to uniformly disperse it. This photoconductive paint is applied onto an aluminum substrate, dried and then thermally cured to form a 30 micron thick photoconductive layer. A solution of the acrylic resin was applied onto this photoconductive layer, and after drying, it was heated at 130°C for 3 hours.
A protective layer having a thickness of 0.5 to 1 μm is formed by heating and curing for 0 minutes to produce an electrophotographic photoreceptor.

実施例2 実施例1と同様の方法で得たCd5(Cu)・nCdC
O3粉末100重量部をKR−3450,2重量部とボ
ールミルにて約5時間混合した後、アクリル樹脂60重
量部とトルエン230重量部を加え、十分に混練して光
導電性塗料を調製し、実施例1と同様にして電子写真用
感光体を作成する。
Example 2 Cd5(Cu)・nCdC obtained by the same method as Example 1
After mixing 100 parts by weight of O3 powder with 2 parts by weight of KR-3450 in a ball mill for about 5 hours, 60 parts by weight of acrylic resin and 230 parts by weight of toluene were added and thoroughly kneaded to prepare a photoconductive paint. An electrophotographic photoreceptor was prepared in the same manner as in Example 1.

比較例1 実施例1と同様にして得たCd S (Cu )−nc
dcO3粉末100重量部とアクリディックA4056
0重量部、トルエン230重量部と共に混練して光導電
性塗料を調製し、実施例1と同様にして電子写真用感光
体を作成する。
Comparative Example 1 CdS(Cu)-nc obtained in the same manner as Example 1
100 parts by weight of dcO3 powder and Acridic A4056
0 parts by weight and 230 parts by weight of toluene to prepare a photoconductive coating material, and produce an electrophotographic photoreceptor in the same manner as in Example 1.

実施例1、実施例2および比較例1で作成した各感光体
について、市販の複写機を用いて、初期静電特性と、温
度25°C1相対湿度85%の雰囲気中に72時間放置
して調湿処理後の静電特性および画像品質1.を測定し
た。その結果を第1表に示す。なお、複写機の一次帯電
印加電圧は−5,5KVで、E200は初期帯電電圧V
oが200Vに落ちるまでの露光量である。
For each of the photoreceptors prepared in Example 1, Example 2, and Comparative Example 1, the initial electrostatic properties were determined using a commercially available copying machine, and the photoreceptors were left in an atmosphere at a temperature of 25° C. and a relative humidity of 85% for 72 hours. Electrostatic characteristics and image quality after humidity control processing 1. was measured. The results are shown in Table 1. The primary charging voltage applied to the copying machine is -5.5KV, and E200 is the initial charging voltage V.
This is the exposure amount until o drops to 200V.

第1表 第1表の結果から明らかなように、有機チタン化合物を
含有する本発明の電子写真用感光体は、初期特性におい
ては比較例1のものとほぼ同じであるが、調湿後の静電
特性が初期特性とほとんど変らないのに対し、比較例1
のものは著しく劣化している。また、本発明の感光体は
調湿後の画像品質が良好であるのに対し、比較例1のも
のは画像流れや白斑点を生じ画像品質において劣る。こ
れらのことから、本発明によれば、耐湿性および分散性
を向上させることができ、まだ、良好な分散状態を常に
得ることができるので製造再現性を向上させることがで
きる。
Table 1 As is clear from the results in Table 1, the electrophotographic photoreceptor of the present invention containing an organic titanium compound has almost the same initial characteristics as that of Comparative Example 1, but after humidity conditioning, While the electrostatic properties are almost the same as the initial properties, Comparative Example 1
Those have deteriorated significantly. Furthermore, while the photoreceptor of the present invention has good image quality after humidity conditioning, the photoreceptor of Comparative Example 1 suffers from image deletion and white spots and is inferior in image quality. For these reasons, according to the present invention, moisture resistance and dispersibility can be improved, and a good dispersion state can always be obtained, so that manufacturing reproducibility can be improved.

実施例3 光導電性材料としてリオノール・ブルーER(東洋イン
キ(株)製鋼フタロシアニン顔料の商品名)40重量部
を用い、これをK R−TT S 0.04重量部を含
有するメチルエチルケトン溶液40重量部に加え、充分
に攪拌した後、乾燥させる。次いで、これをOXL−g
7(三井東圧(株)製熱加塑性アクリル樹脂の商品名)
60重量部、酢酸エチル230重世部と共にボールミル
にて30時間混練して均一に分散させて光導電性塗料を
調製する。この光導電性塗料をアルミニウム基体」二に
塗布し、乾燥させて20μ厚の光導電層を有する電子写
真用感光体を作成する。
Example 3 Using 40 parts by weight of Lionol Blue ER (trade name of steel phthalocyanine pigment manufactured by Toyo Ink Co., Ltd.) as a photoconductive material, this was mixed with 40 parts by weight of a methyl ethyl ketone solution containing 0.04 parts by weight of KR-TTS. After stirring thoroughly, dry the mixture. Next, this is OXL-g
7 (Product name of thermoplastic acrylic resin manufactured by Mitsui Toatsu Co., Ltd.)
A photoconductive paint is prepared by kneading the mixture with 60 parts by weight and 230 parts by weight of ethyl acetate in a ball mill for 30 hours to uniformly disperse the mixture. This photoconductive paint is applied to an aluminum substrate and dried to produce an electrophotographic photoreceptor having a 20 μm thick photoconductive layer.

比較例2 リオノールブルーER40重量部を、0XL−9760
重量部、酢酸エチル230重量部と共に実施例3と同様
に混練して光導電性塗料を調製し・実施へと同様0電子
写真用感光体を作、成する・実施例3および比較例2の
感光体について、初期静電特性および25°C185%
RHの雰囲気中に72時間放置した後の静電特性および
画像品質を測定した。その結果を第2表に示す。
Comparative Example 2 Lionol Blue ER40 parts by weight were added to 0XL-9760.
and 230 parts by weight of ethyl acetate to prepare a photoconductive paint in the same manner as in Example 3.A photoreceptor for electrophotography was prepared in the same manner as in Example 3 and Comparative Example 2. Regarding the photoreceptor, initial electrostatic properties and 25°C 185%
The electrostatic properties and image quality after being left in an RH atmosphere for 72 hours were measured. The results are shown in Table 2.

第2表 第2表の結果から明らかなように、本発明によれば有機
光導電性材料の場合でも耐湿性および画像特性に優れた
感光体を得ることができる。
As is clear from the results in Table 2, according to the present invention, a photoreceptor with excellent moisture resistance and image characteristics can be obtained even when an organic photoconductive material is used.

特 許 出 願 人  ミノルタカメラ株式会社代理 
人弁理士 青白 葆 ほか2名
Patent applicant: Agent for Minolta Camera Co., Ltd.
Patent attorney Aohaku Ao and 2 others

Claims (2)

【特許請求の範囲】[Claims] (1)一般式: %式% ) X4は−11、−NH2まだは−SI(を表わし、tn
、nは同じ又は異なりで、0〜3の整数、m −1−n
 = 2または3を満足する。)で表わされる有機チタ
ン化合物を含有してなる光導電性塗料を基体」二に塗布
し、光導電性層を形成せしめたことを特徴とする電子写
真用感光体。
(1) General formula: % formula %) X4 represents -11, -NH2 still represents -SI (tn
, n are the same or different and are integers of 0 to 3, m −1-n
= satisfies 2 or 3. 1. A photoreceptor for electrophotography, characterized in that a photoconductive paint containing an organic titanium compound represented by the following formula is coated on a substrate to form a photoconductive layer.
(2)前記光導電性塗料中に含まれる光導電性材料粉末
100重量部に対して前記有機チタン化合物を0.01
〜3重世部含有している特許請求の範囲第1項記載の電
子写真用感光体。
(2) 0.01 parts by weight of the organic titanium compound is added to 100 parts by weight of the photoconductive material powder contained in the photoconductive paint.
The electrophotographic photoreceptor according to claim 1, which contains .about.3 fold moieties.
JP12148482A 1982-07-12 1982-07-12 Electrophotographic receptor Pending JPS5912443A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12148482A JPS5912443A (en) 1982-07-12 1982-07-12 Electrophotographic receptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12148482A JPS5912443A (en) 1982-07-12 1982-07-12 Electrophotographic receptor

Publications (1)

Publication Number Publication Date
JPS5912443A true JPS5912443A (en) 1984-01-23

Family

ID=14812294

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12148482A Pending JPS5912443A (en) 1982-07-12 1982-07-12 Electrophotographic receptor

Country Status (1)

Country Link
JP (1) JPS5912443A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62231702A (en) * 1986-04-01 1987-10-12 南機械株式会社 Method of treating veneer in layup system
JPH04162041A (en) * 1990-10-26 1992-06-05 Fuji Xerox Co Ltd Electrophotographic photosensitive body

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62231702A (en) * 1986-04-01 1987-10-12 南機械株式会社 Method of treating veneer in layup system
JPH04162041A (en) * 1990-10-26 1992-06-05 Fuji Xerox Co Ltd Electrophotographic photosensitive body

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