JPS6228771A - Electrophotographic image developing material - Google Patents
Electrophotographic image developing materialInfo
- Publication number
- JPS6228771A JPS6228771A JP60167476A JP16747685A JPS6228771A JP S6228771 A JPS6228771 A JP S6228771A JP 60167476 A JP60167476 A JP 60167476A JP 16747685 A JP16747685 A JP 16747685A JP S6228771 A JPS6228771 A JP S6228771A
- Authority
- JP
- Japan
- Prior art keywords
- discoloration
- parts
- toner
- benzotriazole
- prepared
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
- G03G9/09758—Organic compounds comprising a heterocyclic ring
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
- G03G9/09775—Organic compounds containing atoms other than carbon, hydrogen or oxygen
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
技術分野
この発明は電子写真法にお【ノる静電潜像を顕像化する
のに用いる顕像化材料に関する。DETAILED DESCRIPTION OF THE INVENTION TECHNICAL FIELD This invention relates to a developing material used for visualizing electrostatic latent images in electrophotography.
従来技術
電子写真方式による画像形成法は、一般に広く知られて
おり、その画像の品質に対する要求も次第に高くなって
いる。2. Description of the Related Art Electrophotographic image forming methods are generally well known, and the demands on the quality of the images are becoming increasingly high.
特にカラー画像の場合にはトナーの材料である樹脂成分
の変色、着色成分である染料、顔料等の退色が原因でカ
ラー画像が変色し易いのが問題になっているが、有効な
退色防止方法は未だ存在しない。Particularly in the case of color images, it is a problem that color images tend to discolor due to discoloration of the resin component that is the material of the toner, and fading of the dyes and pigments that are the coloring components, but there are effective methods to prevent discoloration. does not exist yet.
目 的
この発明は、従来技術の上記問題を解決し、樹脂成分や
着色成分が変退色し難い顕像化材料を提供することを目
的としている。Purpose This invention aims to solve the above-mentioned problems of the prior art and to provide a developing material in which the resin component and the coloring component are unlikely to discolor or fade.
構 成
上記目的を達成するための、この発明の構成は、ベンゾ
トリアゾール、ベンゾフェノン、ピペリジンおよびその
N−メチル誘導体からなる群かららばれた一つ以上の化
合物を含有する電子写真用顕像化材料である。Structure To achieve the above object, the present invention provides an electrophotographic imaging material containing one or more compounds selected from the group consisting of benzotriazole, benzophenone, piperidine, and their N-methyl derivatives. It is.
上記化合物(以下変色防止剤と総称する)のうち、トリ
アゾールとベンゾフェノンとは自身がエノール型からケ
ト型に変化する際に紫外線を吸収すると下記のとおりで
ある。Among the above compounds (hereinafter collectively referred to as anti-discoloration agents), triazole and benzophenone absorb ultraviolet rays when changing from enol form to keto form as shown below.
1)ベンゾトリアゾールタイプ
エノール型 ケト型2)ベンゾフェ
ノンタイプ
樹脂や顔料の変退色は主に紫外線を吸収することによる
劣化反応であり、その防止に最も有効な方法は、この有
害な紫外線を吸収できる材料を混合しておくことである
。1) Benzotriazole type Enol type Keto type 2) Benzophenone type Discoloration and fading of resins and pigments is mainly a deterioration reaction due to absorption of ultraviolet rays, and the most effective way to prevent this is to use materials that can absorb this harmful ultraviolet rays. It is necessary to mix the
上記変色防止剤はこの点から有効な化合物である。The above discoloration inhibitor is an effective compound from this point of view.
ヒペリジンおよびそのN−メチル誘導体としては例えば
下記の化合物がある。Examples of hyperidine and its N-methyl derivatives include the following compounds.
3)化合物A 4)化合物B これらの物質の作用は次のように推定される。3) Compound A 4) Compound B The effects of these substances are estimated as follows.
>O−+R・→/NOR
>OR+ROO−+ >O−+ROORまず初めにアミ
ンの酸化にJ:す、ニトロオキサイドラジカルが生成さ
れ、バインダーの劣化により生じたラジカルを捕獲し、
ヒドロキシアミンエーテルを生成し、パーオキサイドラ
ジカルと反応する。そしてまた、元のニトロオキサイド
ラジカルを生成して、半永久的にこの反応を繰り返す。>O−+R・→/NOR >OR+ROO−+ >O−+ROOR First, in the oxidation of the amine, nitroxide radicals are generated, and the radicals generated due to the deterioration of the binder are captured.
Generates hydroxyamine ether and reacts with peroxide radicals. Then, the original nitroxide radical is generated again, and this reaction is repeated semi-permanently.
この発明の顕像化材料を作製するには、上記の材料を各
種プロセスに応じて、適当量原料中に添加すればよい。In order to produce the visualization material of the present invention, appropriate amounts of the above-mentioned materials may be added to the raw materials depending on various processes.
以下実施例によって、具体的に説明する。This will be specifically explained below using examples.
なお、実施例に記載された各成分の聞(部)はすべて重
量部である。In addition, all parts (parts) of each component described in the examples are parts by weight.
実施例1
原料組成
ポリエステル樹脂 100部c、r、ピグ
メントレッド59:15部2− (2′−ヒドロキシフ
ェニル)
−ベンゾ1−リアゾール 1部
トルエン 1000部上記原料
をボールミルで混合分散させた後、得られた材料をスプ
レィドライ髪2−により噴霧乾燥し、平均粒径15μの
トナーを17だ。Example 1 Raw material composition Polyester resin 100 parts C, R, Pigment Red 59: 15 parts 2-(2'-hydroxyphenyl)-benzo1-lyazole 1 part Toluene 1000 parts After mixing and dispersing the above raw materials in a ball mill, the obtained The resulting material was spray dried using a spray dryer to obtain a toner with an average particle size of 15 microns.
このトナー5部に200/ 300メツシユタイプのキ
ャリア鉄粉95部を混合し、マゼンタ色の現像剤を作製
した。A magenta color developer was prepared by mixing 95 parts of 200/300 mesh type carrier iron powder with 5 parts of this toner.
この現像剤をリコー製複写機(F T 4060)に用
い、通常の条件で普通紙にコピーしたところ、マゼンタ
色の1明な複写画像を得た。When this developer was used in a Ricoh copying machine (F T 4060) and copies were made on plain paper under normal conditions, a magenta bright copy image was obtained.
一方、変色防止剤である2−(2′ヒドロキシフエニル
)−ベンゾトリアゾールを用いないで粉末トナーを作製
し、同様の工程で複写画像を作製した。On the other hand, a powder toner was prepared without using 2-(2'hydroxyphenyl)-benzotriazole, which is a discoloration inhibitor, and a copied image was prepared using the same process.
上記複写画像をフェードメーター(スガ試験機株式会社
製)により、カーボンアーク燈を光源としてフェードテ
ストをした。The above-mentioned copied image was subjected to a fade test using a fade meter (manufactured by Suga Test Instruments Co., Ltd.) using a carbon arc lamp as a light source.
テスト前とテスト後の色特性を比較してその変化を下記
に示す。The color characteristics before and after the test were compared and the changes are shown below.
ただし、上記へE’abはC,E1976(L※a”b
”)表色系における色差であり、この発明では色彩色素
計CR−100(ミノルタカメラ株式会社製)により色
差を測定した。However, E'ab to the above is C, E1976 (L*a"b
”) is a color difference in a color system, and in this invention, the color difference was measured using a color pigment meter CR-100 (manufactured by Minolta Camera Co., Ltd.).
この結果によれば、ベンゾトリアゾール含有複写物は色
差の程度の評語で表わすと「きわめてわずかに異なる」
程度であり、この両者の差は歴然としていた。According to these results, the benzotriazole-containing copies were found to be ``very slightly different'' in terms of the degree of color difference.
The difference between the two was obvious.
実施例2
原料組成
2−エチルへキシルメタクリレート
のコロイド状ポリマー液(固形分25%)160部
2−(2−ヒドロキシフェニル)
一ベンゾトリアゾール 2部
C,1,ピグメントイエロー1728部ナフテン酸カル
シウム 2部アイソパーH480部
上記混合物をボールミルで48時間混練して濃縮トナー
とし、その200QをアイソパーH2℃中に分散して液
体現像剤を1りた。Example 2 Raw material composition 2-Ethylhexyl methacrylate colloidal polymer liquid (solid content 25%) 160 parts 2-(2-hydroxyphenyl) -benzotriazole 2 parts C,1, Pigment Yellow 1728 parts Calcium naphthenate 2 parts 480 parts of Isopar H The above mixture was kneaded in a ball mill for 48 hours to obtain a concentrated toner, and 200Q thereof was dispersed in Isopar H at 2 DEG C. to prepare one liquid developer.
この現像剤を市販の湿式転写式電子写真複写橢(リコー
DT5200)に入れ、通常の条件で酋通紙にコピーし
たところ、イエロー色の鮮明な複写画像を得た。When this developer was placed in a commercially available wet transfer type electrophotographic copying machine (Ricoh DT5200) and copies were made on paper under normal conditions, a clear yellow copy image was obtained.
一方、比較のために、ベンゾトリアゾールが含まれてい
ない液体トナーをつくり、同様に複写画像をつくった。On the other hand, for comparison, a liquid toner containing no benzotriazole was prepared and a copy image was prepared in the same manner.
これらの複写画像を実施例1と同様の変退色テストを行
ない、評価を行なったところ、下記の結果が1qられた
。When these copied images were subjected to the same discoloration test as in Example 1 and evaluated, the following results were obtained.
この結果ににればベンゾトリアゾール含有複写物は「極
めてわずかに異なる」程度であり、ベンゾトリアゾール
を含有していない複写物は「感知し得る稈に事なる」程
度であり、円台の差はかなり大きかった。According to these results, the benzotriazole-containing copies are only ``very slightly different,'' while the benzotriazole-free copies are only ``perceptibly different,'' and the disc difference is It was quite large.
実施例3
原料組成
スチレン−アクリル樹脂 100部c、r、ピグ
メントイエロー175部
2.4−ジヒドロキシベンゾフェノン
1部
トルエン 1000部上記混合
物をボールミルで混合分散した後、得られた材料をスプ
レードライヤーにより噴霧乾燥することにより平均粒径
15μのトナーを得た。このトナー5部に対して200
/ 300メツシユタイプのキャリア鉄粉95部を混合
し、イエロー現像剤をつくった。Example 3 Raw material composition Styrene-acrylic resin 100 parts C, R, Pigment Yellow 175 parts 2.4-dihydroxybenzophenone 1 part Toluene 1000 parts After mixing and dispersing the above mixture in a ball mill, the obtained material was spray-dried with a spray dryer. As a result, a toner having an average particle size of 15 μm was obtained. 200 for 5 parts of this toner
A yellow developer was prepared by mixing 95 parts of 300 mesh type carrier iron powder.
この現像剤を実施例1と同様の試験を行なつ Iこ 。This developer was subjected to the same test as in Example 1.
実施例4
原料組成
ステアリルメタクリレートのコロイド
状ポリマー液(固形分25.5%)100部アゾレーキ
系顔料 10部2.4−ジヒドロキシベン
ゾフェノン
1部
レシチン 8部インドデカン
300部上記混合物をボールミルで48
時間混線して濃縮トナーとし、その46(lをシェルゾ
ール71の3000+aβ中に分散させて液体現像剤を
作製した。Example 4 Raw material composition Colloidal polymer liquid of stearyl methacrylate (solid content 25.5%) 100 parts Azo lake pigment 10 parts 2,4-dihydroxybenzophenone 1 part Lecithin 8 parts Indodecane
48 parts of 300 parts of the above mixture in a ball mill
A concentrated toner was obtained by time mixing, and 46 (l) of the concentrated toner was dispersed in Scherzol 71 3000+aβ to prepare a liquid developer.
上記実施例3および実施例4の現像剤、ならびに、それ
らと比較する現像剤の各試験の評価結果を下記の表に示
す。The evaluation results of each test for the developer of Example 3 and Example 4 and the developer compared thereto are shown in the table below.
なお、試験の方法は実施例2と同様である。Note that the test method was the same as in Example 2.
実施例5
実施例1における2−(2′−ヒドロキシフェニル)−
ベンゾトリアゾールの代りに館記化合物Δ 1部を用い
た以外は実施例1と同じ組成の原料、同じ工程で粉末ト
ナーを作製し、以後同じ条件で複写画像の作製、比較試
験をした。フェードテストは24時間実施した。Example 5 2-(2'-hydroxyphenyl)- in Example 1
A powder toner was prepared using the same raw materials and the same steps as in Example 1, except that 1 part of Tateki Compound Δ was used in place of benzotriazole, and thereafter, copy images were prepared and comparative tests were conducted under the same conditions. The fade test was conducted for 24 hours.
その結果を下記の表に示す。The results are shown in the table below.
実施例6
実施例2における2−(2=−ヒドロキシフェニル)−
ベンゾトリアゾールの代りに前記化合物A1部を用いた
以外は実施例2と同じ条件でトナーをつくり、それを用
いて同じ条件で複写画像の作製、比較試験をしたところ
、実施例2と同じ結果が得られた。Example 6 2-(2=-hydroxyphenyl)- in Example 2
A toner was prepared under the same conditions as in Example 2, except that 1 part of the above compound A was used instead of benzotriazole, and a copy image was prepared using the toner under the same conditions and a comparative test was conducted, and the same results as in Example 2 were obtained. Obtained.
実施例7〜8
実施例7は実施例3の、実施例8は実施例4の2.4−
ジヒドロキシベンゾフェノンの代りに前記化合物81部
を用いた以外はそれぞれ実施例7または実施例3と同じ
条件で、トナーをつくり、複写画像を作製し、同じ条件
で比較試験をした。Examples 7-8 Example 7 is Example 3, Example 8 is Example 4, 2.4-
A toner was prepared and a copy image was prepared under the same conditions as in Example 7 or Example 3, respectively, except that 81 parts of the above compound was used in place of dihydroxybenzophenone, and a comparative test was conducted under the same conditions.
その結果を下記の表に示す。The results are shown in the table below.
効 果
以上説明したように、この発明の電子写真用顕像化材料
(トナー)はカラー画像を形成した侵の画像の変色、退
色の防止機能が大であることが明らかである。Effects As explained above, it is clear that the electrophotographic imaging material (toner) of the present invention has a great ability to prevent discoloration and fading of color images.
Claims (1)
ばれた一つ以上の化合物を含有することを特徴とする電
子写真用顕像化材料。[Scope of Claims] A visualization material for electrophotography, characterized in that it contains one or more compounds selected from the group consisting of benzotriazole, benzophenone, piperidine, and their N-methyl derivatives.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60167476A JPS6228771A (en) | 1985-07-31 | 1985-07-31 | Electrophotographic image developing material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60167476A JPS6228771A (en) | 1985-07-31 | 1985-07-31 | Electrophotographic image developing material |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS6228771A true JPS6228771A (en) | 1987-02-06 |
Family
ID=15850384
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP60167476A Pending JPS6228771A (en) | 1985-07-31 | 1985-07-31 | Electrophotographic image developing material |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6228771A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5362592A (en) * | 1991-11-14 | 1994-11-08 | Showa Denko K.K. | Decolorizable toner |
JP2014052428A (en) * | 2012-09-05 | 2014-03-20 | Toshiba Tec Corp | Decolorable developer |
-
1985
- 1985-07-31 JP JP60167476A patent/JPS6228771A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5362592A (en) * | 1991-11-14 | 1994-11-08 | Showa Denko K.K. | Decolorizable toner |
US5449583A (en) * | 1991-11-14 | 1995-09-12 | Showa Denko, K.K. | Method of making decolorizable toner |
JP2014052428A (en) * | 2012-09-05 | 2014-03-20 | Toshiba Tec Corp | Decolorable developer |
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