JPS5957256A - Magenta toner - Google Patents

Magenta toner

Info

Publication number
JPS5957256A
JPS5957256A JP57168115A JP16811582A JPS5957256A JP S5957256 A JPS5957256 A JP S5957256A JP 57168115 A JP57168115 A JP 57168115A JP 16811582 A JP16811582 A JP 16811582A JP S5957256 A JPS5957256 A JP S5957256A
Authority
JP
Japan
Prior art keywords
toner
resin
group
ammonium ion
alkyl
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
JP57168115A
Other languages
Japanese (ja)
Inventor
Motoo Urawa
茂登男 浦和
Eiichi Imai
今井 栄一
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.)
Canon Inc
Original Assignee
Canon Inc
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 Canon Inc filed Critical Canon Inc
Priority to JP57168115A priority Critical patent/JPS5957256A/en
Publication of JPS5957256A publication Critical patent/JPS5957256A/en
Priority to US06/789,348 priority patent/US4590139A/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
    • G03G5/12Recording members for multicolour processes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/09Colouring agents for toner particles
    • G03G9/0906Organic dyes
    • G03G9/0908Anthracene dyes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/09Colouring agents for toner particles
    • G03G9/0906Organic dyes
    • G03G9/091Azo dyes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/09Colouring agents for toner particles
    • G03G9/0906Organic dyes
    • G03G9/0914Acridine; Azine; Oxazine; Thiazine-;(Xanthene-) dyes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/09Colouring agents for toner particles
    • G03G9/0906Organic dyes
    • G03G9/0918Phthalocyanine dyes

Abstract

PURPOSE:To obtain a toner having good spectral reflection characteristics, good color mixing property, and high transparency, and superior characteristics of chargeability and durability, by incorporating a specified resin and a combination of 2 specified compds. CONSTITUTION:A resin used as a toner constituent satisifies T1=100-150 deg.C and ¦DELTAT¦=¦T1-T2¦=5-30 deg.C=5-30 deg.C, where T1 is the temp. at which the melt viscosity becomes 10<5>cp, and T2 is the temp. at which that becomes 0.5X10<5>cp. A preferable toner binder resin is exemplified by polystyrene and styrene type resins, vinyl chloride resin, epoxy resin, polyurethane resin, silicone resin, etc., and the compd. to be used are represented by formulae ( I ) and (II) in which X is a substituent represented by formula (III); R1 is H or alkyl; R2 is H, alkyl, OH, phenyl, sulfo, or its alkali metal salt or alkaline earth metal salt; Y is H, halogen, OH, alkyl, sulfo, or its alkali metal salt; and Z1, Z2 are each H, OH, or alkyl, independently.

Description

【発明の詳細な説明】 本発明はカラー電子写Δ用゛7トンタトナーにに関する
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a 7-ton toner for color electrophotography.

従来電子写真法と17で米国性1〆[第2297691
号、特公昭42−23910号公報及び特公昭43−2
4748 刊公報などに種、々の方法が記載され−しい
るが、一般にit光導r[f、性物質を利用し、種々の
手段により感光体上に電気的潜像を形成1〜、次いで該
潜像をトナーで現像し必要に応じて紙などに粉像を転写
した後、加熱、加圧或いは溶剤蒸気などにより定着する
ものである。また、カラーの多色像を得るためにtよ原
稿を色分解)・fルターを用いで露光し、上記の工程を
イエロー、マゼンタ、シアンなどのカシ−トナーを用い
複数回繰返し、トナー像を重ね合せカラー画像とするも
のである。
Conventional electrophotography method and 17 are American characteristics 1〆 [No. 2297691
No., Special Publication No. 42-23910 and Special Publication No. 43-2
Various methods are described in publications such as No. 4748, but in general, an electrical latent image is formed on a photoreceptor by various means using an IT light guide r[f, and then the electrostatic latent image is formed on a photoreceptor by various means. After developing the latent image with toner and transferring the powder image to paper or the like as necessary, it is fixed by heating, pressure, solvent vapor, or the like. In addition, in order to obtain a multicolor image, the original is exposed to light using a color separation)/f filter, and the above process is repeated several times using black toner such as yellow, magenta, and cyan to create a toner image. This is a superimposed color image.

このようなカラートナーには、白黒コピー用の黒色トナ
ーと同様に荷電性が優れていること、環境依存性が少な
いこと、繰返しの連続使用に対して劣化の少ないこと等
の種々の特性が要求される一方、さらにカラートナー特
有のものと12で、トナーの分光反射特性が良好である
こと、混色性が良好であること、透明性が大であること
、等の特性が必要不Yり決な11三賀として備わつLい
なけJしげ7.辷らない。
Such color toners are required to have various characteristics, such as excellent charging properties similar to black toner for black-and-white copying, low environmental dependence, and low deterioration with repeated and continuous use. On the other hand, in addition to the characteristics specific to color toners, the toner must have good spectral reflection characteristics, good color mixing properties, high transparency, etc. 7. Don't trip.

しかし2ながら、色相造四性=力τ良好ならしめる為に
使用可能な材料が限定され、荷電性及び連続便用におけ
る耐久性等をl−31−1+陽足することができず、カ
ラートナーの改良に対する要望が絶えないのが現状であ
る。
However, the materials that can be used to make the four properties of hue creation = good force τ are limited, and it is not possible to achieve chargeability and durability for continuous use, etc. Currently, there is a constant demand for improvements.

本発明d、前述し/こ現況に鑑・グてなされたものであ
り、その主たるFJ的IJ1、良好な分光反射特性及び
混色性及び「入門性含有し、かつ荷電性耐久性等に対し
ても優れた特性1′有するマゼンタトナーを提供するこ
とにある3、 前記目的eよ、熔融粘度が1(16cPを示ず時の温度
を′■゛−10,5X lO’c P f:示r時の温
度tTtとした時にl’1=100〜151)°(” 
、 l j ’J’ l = l ’l’、 −’I’
、1=5〜3 o ’(Eである樹脂と、下記一般式(
1)及び(2)で表わされる化合物とを0−fi′J′
るマゼンタトナーを使用する事で達成される。
The present invention (d) has been developed in view of the above-mentioned current situation, and its main features are FJ-like IJ1, good spectral reflection characteristics and color mixing properties, and good spectral reflection characteristics and color mixing properties. The purpose of the present invention is to provide a magenta toner having excellent properties 1' and 3. According to the above-mentioned objective e, the temperature when the melt viscosity is 1 (not 16 cP) is '■゛-10,5X lO'c P f: When the temperature is tTt, l'1=100~151)°("
, l j 'J' l = l 'l', -'I'
, 1=5-3 o' (E) and the following general formula (
The compounds represented by 1) and (2) are 0-fi'J'
This is achieved by using a magenta toner that

Y       Z+  OZt で表わされるビ、換基;R1は水素又はア月・へ′ル基
; Rzは水素、アルキノ穣・基、水酸基、フェニル基
或は置換基(・・・水素基、)・ロゲン′原子、アルキ
ル基の(tl ilか)を有するフエニノl、基、スル
フォン基或はそのアルカリ金賜、7 /l/ )) I
J 」二類金属又ハアンモニウムイオン、脂肪族アンモ
ニウムイオン、脂環族ノ′ンモニウノ・・イオン、異s
igアンモニウムイオンとの塩の倒れか、Yは水素、ハ
ロゲン原子、水酸基、゛rルキル基、スルフォーン基、
又はそのアルカリ金属、ア)lzカリ」二鎖金属、フン
七ニウムイオン、JAR肪jMフ゛ンモニウムイ偽ン、
脂環族アンモ;−ウノ、 =I A・ン、又fj、異節
環吠アンモ=ウム・イオンとの塩の何れか、Zt+2、
は夫々独立に、水素、水酸基又Vよ一7’ /L−キッ
ト基を表わす。〕 以下、本発明トナーの構成成分につI/−)で説明する
、 本発明トナーの構成成分と(−て行に重要なものは、熔
融粘度がto’icpを示r時の温度’f: ’r +
、0、5 X tosc pを示す時の温区紮1゛、と
した時′■゛1=lOO〜] 50 ’Oカッ1jTl
−1’、I’+ Tyl =5〜30°Cを示す樹脂で
ある。
Bisubstituent represented by Y Z+ OZt; R1 is hydrogen or an azuki group; Rz is hydrogen, an alkino group, a hydroxyl group, a phenyl group, or a substituent (...a hydrogen group, ), a hydrogen group ' atoms, alkyl groups, sulfone groups, or alkali metals thereof, 7 /l/ )) I
J ” Class II metals, ammonium ions, aliphatic ammonium ions, alicyclic nonmonium ions, heteros
Y is hydrogen, halogen atom, hydroxyl group, alkyl group, sulfone group,
or its alkali metals, a) lzkali double-chain metals, phthalocyanine ions, JAR fat jM phmonium imitations;
Alicyclic ammo;-Uno, =I A・n, also fj, any salt with heterologous ammonium ion, Zt+2,
each independently represents hydrogen, a hydroxyl group or a V-7'/L-kit group. ] Below, the constituent components of the toner of the present invention will be explained in I/-), and the important ones in the line (-) are the temperature 'f' when the melt viscosity is to'icp and r. :'r+
, 0, 5
-1', I'+ Tyl = 5 to 30°C.

これらの温度−熔融粘度特性を有する樹脂Vよ加熱され
ることにより極めてシャーク°に粘度イ氏下を起こすこ
とが特徴であZ〕。仁のような粘度低下が最上部トナ一
層と最下部トナ一層との適腋な混合音生じせしめ、さら
にトナ一層自体の透すij性を急激に増加さぜ、良☆f
な減色混合を起こすものでおる。
When the resin V having these temperature-melt viscosity characteristics is heated, the viscosity decreases to an extremely low temperature (Z). The drop in viscosity like lint causes a suitable mixing sound between the top toner layer and the bottom toner layer, and furthermore, it rapidly increases the transparency of the toner layer itself.
It causes subtractive color mixing.

トナーJし、で、例えは′r1が1(J(10以下のよ
うなイ1)1脂°2使用したトナーにおいては容易にブ
ロッキングを起こし2保存安定性に欠点があり、さらに
T、がl 50 ”Q以上であると混色性が不良となり
、かつ定着性にも難がでてくる。
Toner J, for example, 'r1 is 1 (J (such as 10 or less)) 1 fat ° 2 The used toner easily causes blocking and 2 has shortcomings in storage stability, and furthermore, T, If it is more than l 50 "Q, the color mixing property will be poor and the fixing property will also be difficult.

一方’I’+ = 10 (1〜I 50 ’Oであつ
°Cも温度変化に対してたらたらと粘度変化を起こすト
ナー、例えば1jT140°Cのようなトナーにおいて
は適度な混色を起こす温度は存在・するがその温度が高
すぎた秒、あるい11よりリヤーな色が再現しなかった
り、あるいはその温度が比較的低い場合にはガラス転移
温度が低くなり、ブロッキングを起こしやすくなるとい
う欠点がある。
On the other hand, for toners with 'I'+ = 10 (1~I50'O) whose viscosity changes dramatically in response to temperature changes, such as 1jT140°C, there is a temperature at which moderate color mixing occurs.・However, if the temperature is too high, colors that are more vivid than 11 cannot be reproduced, or if the temperature is relatively low, the glass transition temperature will be low and blocking will occur easily. .

好ましいトナー用結着樹脂としては例えば、ポリスチレ
ン、クロロポリスチレン、ポリ−α−メチルメチしノン
、スチレン−クロロスチレン共重合体、スチレン−プロ
ピレン共重合体、スチレンーズタジエン共車合体、スチ
レン−塩化ビニル共重合体、スチレン−酢酸ビニル共重
合体、スチレン−マレインnQ 共FR合ft 、スチ
レン−アクリル酸エステル共重合体、(スチレン−アク
リル酸メチル共′重合体、スチレン−アクリル酸エチル
共重合体、スチレン−アクリル酸ブチル共重合体、スチ
レン−アクリル酸オクチル共重合体、スチレン−アクリ
ル酸フェニル共屯合体等)、スチレン−メタクリル酸エ
ステル4月重合体(スチレン−メタクリル酸ブチル共重
合体、スチレン−メタクリル酸エチル共重会体、スチレ
ン−メタクリル酸ブチル共重合体、メチ1フンーメタク
リルを便フェニル共を合体等)、スチレン−α−クロル
アクリル酸メチル共重合体、スチレン−アクリロニトリ
ル−アクリル酸エステル共重合体等のスチレン系樹脂(
スチレン又はスチレン1誦換体を含む単車合体又は共重
合体)、塩化ビニル樹脂、スチレン−酢酸ビニル共重合
体、ロジン変性マレイン酸樹脂、フェニール樹脂、エポ
キシ樹脂、ポリエステル樹脂、低分子量ポリエチレン、
低分子量ポリプロピレン、アイオノマー樹脂、ポリウレ
タン樹脂、シリコーン樹脂、ケトン樹脂、エチレン−エ
チルアクリレート共重合体、キシレン樹脂、ポリビニル
ブチラール樹脂等があるが、上記樹脂は中独で使用する
に限らず、2種以上併用する車もでAる。
Preferred binder resins for toner include, for example, polystyrene, chloropolystyrene, poly-α-methylmethyone, styrene-chlorostyrene copolymer, styrene-propylene copolymer, styrene-tadiene copolymer, and styrene-chloride. Vinyl copolymer, styrene-vinyl acetate copolymer, styrene-malein nQ co-FR polymer, styrene-acrylic acid ester copolymer, (styrene-methyl acrylate copolymer, styrene-ethyl acrylate copolymer) , styrene-butyl acrylate copolymer, styrene-octyl acrylate copolymer, styrene-phenyl acrylate copolymer, etc.), styrene-methacrylate ester polymer (styrene-butyl methacrylate copolymer, styrene - ethyl methacrylate copolymer, styrene-butyl methacrylate copolymer, methacrylate-methacrylate combined with phenyl, etc.), styrene-α-methyl chloroacrylate copolymer, styrene-acrylonitrile-acrylic acid Styrenic resins such as ester copolymers (
monomers or copolymers containing styrene or styrene 1 recombinant), vinyl chloride resins, styrene-vinyl acetate copolymers, rosin-modified maleic acid resins, phenyl resins, epoxy resins, polyester resins, low molecular weight polyethylene,
There are low molecular weight polypropylene, ionomer resin, polyurethane resin, silicone resin, ketone resin, ethylene-ethyl acrylate copolymer, xylene resin, polyvinyl butyral resin, etc., but the above resins are not only used in China and Germany, but two or more types There are also cars that can be used together.

又これらの製造方法も特に限定さJしるものではない。Moreover, these manufacturing methods are not particularly limited.

塊状重合、溶液重合、乳化取合、1%m燭重合いずれも
使用できる。
Any of bulk polymerization, solution polymerization, emulsion polymerization, and 1% candle polymerization can be used.

なお、本発明における粘度測定は試料及びローターを直
接加熱できる恒温槽を具備j〜だ茜粘度用回転粘度計を
使用した。
In the present invention, the viscosity was measured using a rotational viscometer equipped with a constant temperature bath capable of directly heating the sample and rotor.

更に、本発明の構成成分のうち重要なものd前記一般式
(1)及び(2)で表わ烙れる化合物にある。
Further, among the constituent components of the present invention, important ones are the compounds represented by the above general formulas (1) and (2).

化合物(1)はCI 8o7?vent ILed 4
9  に分類さ!しるもので、Aizen lLhod
amine 13 Ba5e 、 ILhodamin
eBase FB等のローダミy B Ba5eがある
が、これらは色相が極めて良好であり、微暇の使用で十
分な着色力を与える。
Is compound (1) CI 8o7? vent ILed 4
Classified as 9! In the sign, Aizen lLhod
amine 13 Ba5e, ILhodamin
There are rhodamiy B Ba5e such as eBase FB, but these have extremely good hues and provide sufficient tinting power with occasional use.

また化合物(2)の具体例としては 1 /\ (J 1 (コ /\ (I /\ /\ 0 1 / \ / \ 1 / \ (J 1 / \ /\ 1 /\ 1 1 /\ j(す、さ 等があげられる。Further, as a specific example of compound (2), 1 /\ (J 1 (Ko /\ (I /\ /\ 0 1 / \ / \ 1 / \ (J 1 / \ /\ 1 /\ 1 1 /\ j (s, sa etc. can be mentioned.

こhらの化合物は、前述した特定の胡脂と併用された場
合、その複合効果として極めて良好な分光反射唱″性透
明性を有し、例えば他のイエロー、シアントナーと組合
Wだ時には広柿囲な色画現性を示すと同時に鮮明な黒色
をも再現できる。更にその複合効果は4久寿命の太りゴ
な向上、転写効率の低F防正、感光ドラムへの不要なト
ナー付着の防+Esクリーニング性の向上、環境非依存
性の向上等総合的な電子′厚真特性改善に極めて有Iy
、’bである。
When these compounds are used in combination with the specific sesame oil mentioned above, the combined effect is extremely good spectral reflectance and transparency, and when combined with other yellow and cyan toners, for example, they have a wide range of At the same time, it is possible to reproduce clear black colors while exhibiting wide color image development.Furthermore, the combined effect is a significant improvement in the lifespan, a reduction in transfer efficiency, and a reduction in unnecessary toner adhesion to the photosensitive drum. Extremely effective in improving overall electronic properties such as improving anti-+E cleaning properties and improving environmental independence.
, 'b.

本発明トナーは、必・堤に応じて〜f1)1、制御剤を
添加しても良い。−例を挙げれば負性トナーとして使用
する1扇合には、アルギルザリチル酸の金属ギレート等
が、またiE性トナーとして使用する場合でl:L 、
  ジメチルアミンエチルメタクリレートースグレンコ
ボリマー等が使用でムる。
To the toner of the present invention, a control agent may be added depending on necessity. - For example, when used as a negative toner, metal gylate of argyl salicylic acid, etc., and when used as an iE toner, l:L,
Dimethylamine ethyl methacrylate tose glenco polymer etc. can be used.

更に本発明トナーが使用される現像剤に対し7てはコロ
イダルシリカ等の流動性改質材をトナーに対して0.0
1 jバ叶96〜5重賦幇、好ましくは0.1電縫%〜
2重吋5σ程度添加しても良い。
Furthermore, for the developer in which the toner of the present invention is used, a fluidity modifier such as colloidal silica is added to the toner at 0.0%.
1 jba leaf 96~5 layers, preferably 0.1% electric stitching~
It is also possible to add about 2 x 5σ.

以下本発明を実施例及び比較例により具体的に説明する
。尚、以下の実施例に於る配合部数は全てm帽部である
The present invention will be specifically explained below using Examples and Comparative Examples. In addition, all the blended parts in the following examples are m cap parts.

〔実施例1〕 をボールミルでYlも合粉砕後、ロールミルで熔融混練
[7、冷却後、ハンマーミルを用いて粗粉砕し、次いで
エアージェット方式による微粉砕機で微粉砕した。得ら
れた微粉末を分級し、1〜20μを選択し、これに対し
てコロイダルシリカl*IXを添加してトナーとした。
[Example 1] After pulverizing Yl together in a ball mill, the mixture was melt-kneaded in a roll mill [7] After cooling, it was coarsely pulverized using a hammer mill, and then finely pulverized using an air jet type pulverizer. The obtained fine powder was classified and 1 to 20 μm was selected, and colloidal silica I*IX was added thereto to prepare a toner.

このトナー10部に対してキャリヤー(同第1鉄粉製還
元鉄粉)90部を混合して現像剤と1−た。この現像剤
を用いてNPカラー複写機(ギヤノン9η!JL′1)
を用いて連続5000枚を複写したと仁ろ、複写物はカ
プリの無い41iめで分光反射特性が良好でちり、かつ
、鮮明なマゼンタ色を呈し、−!た、クリーニング不良
等を生じなかった。
To 10 parts of this toner, 90 parts of a carrier (reduced iron powder manufactured by Ferrous Powder Co., Ltd.) was mixed and mixed with a developer. Using this developer, NP color copying machine (Gyanon 9η!JL'1)
I made 5,000 copies in a row using the .The copies were 41i without capri, had good spectral reflection characteristics, were dust free, and had a clear magenta color.-! In addition, no cleaning defects occurred.

更にアゾ系染料を使用したイエロートナーと銅−フタロ
シアニン系顔料をte用したシアントナーとを組み合わ
ぜて複写したところ、極めて色再現性の良好かつ鮮明な
カラー画像が得られ、更に原稿の黒に相当する部分がp
l(黒色に再現された。
Furthermore, when copying was performed using a combination of a yellow toner using an azo dye and a cyan toner using a copper-phthalocyanine pigment, clear color images with extremely good color reproducibility were obtained, and the black of the original was even more easily reproduced. The corresponding part is p
l (reproduced in black.

実施例 トナー組成を上記とする以外は実施例1と同様に実施し
たところ、連続5000枚複写後の複写画像はカプリの
無い極めて鮮明なマゼンタ色を呈し、クリーニング不良
等も発生しなかった。
EXAMPLE The same procedure as in Example 1 was carried out except that the toner composition was as described above. After 5,000 continuous copies, the copied images exhibited an extremely clear magenta color with no capri, and no cleaning defects occurred.

更に、アゾ系染料を使用したイエロートナーと銅−フタ
ロシアニン系顔料を使用したシアントナーとを組み合わ
せて複写したところ、極めて色再現性の良好かつ鮮明な
カラー画像が得られ、更に原稿の黒に相当する部分が純
黒色に再現された。
Furthermore, when copying a combination of yellow toner using an azo dye and cyan toner using a copper-phthalocyanine pigment, a clear color image with extremely good color reproducibility was obtained, and it was even more similar to the black of the original. The parts that appear have been reproduced in pure black.

〔実施例3〕 トナー組成を上記とする以外は実施例1と同様に実施し
たところ、連続5000枚複写後の複写画像はカプリの
無い極めて鮮明なマゼンタ色を呈した。
[Example 3] Example 1 was carried out in the same manner as in Example 1 except that the toner composition was changed to the above. After 5,000 continuous copies, the copied image exhibited an extremely clear magenta color without capri.

更にアゾ系染料を使用したイエロートナーと銅−フタロ
シアニン系顔料を使用したシアントナーとを組み合わせ
て複写したところ、極めて色再現性の良好かつ鮮明なカ
ラー画像力玉得られ、更に原稿の黒に相当する部分が純
黒色に再現された。
Furthermore, when copying using a combination of yellow toner using an azo dye and cyan toner using a copper-phthalocyanine pigment, a clear color image with extremely good color reproducibility was obtained, and it also corresponded to the black of the original. The parts that appear have been reproduced in pure black.

〔実施例4〕 トナー組成を上記のものと1実施例1と同様な現像剤を
作成して酸化亜鉛感光紙上の負の潜像を現像したところ
極めて鮮明なマゼンタSZジ画f象が?IIらす1、だ
[Example 4] When a negative latent image on zinc oxide photosensitive paper was developed using the same developer as in Example 1 with the toner composition as above, an extremely clear magenta SZ image was obtained. II Russ 1.

〔比較例1〕 トナー組成を上記とする以外は実施例1と同様に実施し
たところ、複写画像は全体的にうすく不鮮明な1lII
If象しか得られなかった。
[Comparative Example 1] The same procedure as in Example 1 was carried out except that the toner composition was changed to the above. The copied image was 1lII, which was overall pale and unclear.
I could only get an If image.

〔比較例2〕 トナー組成を上記とする以外は実施例1と同様に実施し
たところ、複写画像は背−1t#度の増大したカブリ現
象を生じ、不鮮明な画像しか得られず、更にこのカプリ
現象は連続5000枚複写で更に著しくなった。
[Comparative Example 2] Example 1 was carried out in the same manner as in Example 1 except that the toner composition was changed to the above. However, the copied image had an increased fogging phenomenon of -1t# degree on the back, and only an unclear image was obtained. The phenomenon became even more remarkable after 5,000 copies were made continuously.

〔比較例3〕 トナー結着樹脂として、T、=148℃、;△Tl=4
8℃ であるスチレン−ブタジェン樹脂を使用する以外
は実施例1と同様な方法でトナー化したマゼンタトナー
と、アゾ系染料を用いたイエロートナーと、銅フタロシ
アニン系顔料を使用したシアントナーとを組み合わせ複
写したところ、得られた画像は混色の不十分な不鮮明画
像しか得られなかった。
[Comparative Example 3] As toner binding resin, T = 148°C; ΔTl = 4
A magenta toner made into a toner in the same manner as in Example 1 except for using a styrene-butadiene resin having a temperature of 8°C, a yellow toner using an azo dye, and a cyan toner using a copper phthalocyanine pigment were combined. When it was copied, the resulting image was only a blurred image with insufficient color mixing.

以上説明したように、本発明による着色剤と樹脂の新規
な組み合わせによって、極めて分光反射特性の優れ、か
つイエロートナー、シアントナーとの3色重ね合わせに
よって強烈な黒色を呈し、連続使用及び環境の変化に対
して高水準の画質を保持する事が可能である電子写真用
マゼンタトナーを得る事ができた。
As explained above, the novel combination of colorant and resin according to the present invention has extremely excellent spectral reflection characteristics, and by superimposing the three colors of yellow toner and cyan toner, it exhibits an intense black color, making it easy to use continuously and in the environment. It was possible to obtain a magenta toner for electrophotography that can maintain a high level of image quality despite changes.

Claims (1)

【特許請求の範囲】 熔融粘度が015 CP を:示゛ノ”時の温度を゛[
1゜0、5 x 105 Ck)音量ず時の71.h助
を′l゛にとしまた時、1’l= 100〜150  
’C、l 1lTl−l’l”t  ’l’21 =5
〜30°Cである樹脂と、下記一般式(1)と(2)で
表わされる化合物とを含有するマゼンiトナー。 で表わされる置換基SR青よ水素又はアルキル基;R2
は水素、アルキル基、水酸基、フェニル基或は置換基(
・・・水素基、・・ロゲン原了、アルキル基の何れか)
を有するフエニIし基、スルフォン基或はそのアルカリ
金属、アルカリ土類金属又はアンモニウムイオン、脂肪
族アンモニウムイオン、脂環族アンモニウムイづン、異
節環伏アンモニウムイオンとの塩の4MJれか、Yは水
素、ハロゲン原子、水酸基、アルキル基、スルフォン基
、又はそのアルカリ金属、アルカリ土類金属、アンモニ
ウムイオン、脂肪族アンモニウムイオン、脂環族アンモ
ニウト−fオン、又は異節環伏アンモニウムイオンとの
塩の何れか、Z112、は夫々独立に、水素、水酸基又
tよアルキル基を表わす。〕
[Claims] The melt viscosity is 015 CP.
1゜0, 5 x 105 Ck) Volume 71. When h is set to 'l゛, 1'l = 100 to 150
'C, l 1lTl-l'l"t 'l'21 = 5
A mazen i toner containing a resin having a temperature of ~30°C and compounds represented by the following general formulas (1) and (2). Substituent SR represented by hydrogen or alkyl group; R2
is hydrogen, alkyl group, hydroxyl group, phenyl group or substituent (
...Hydrogen group,...Rogen Hara Ryo, alkyl group)
4MJ of a phenol group, a sulfone group or its salt with an alkali metal, alkaline earth metal or ammonium ion, aliphatic ammonium ion, alicyclic ammonium ion, heterocyclic ammonium ion, Y is hydrogen, a halogen atom, a hydroxyl group, an alkyl group, a sulfone group, or its combination with an alkali metal, an alkaline earth metal, an ammonium ion, an aliphatic ammonium ion, an alicyclic ammonium ion, or a heterocyclic ammonium ion. Any of the salts, Z112, each independently represents hydrogen, a hydroxyl group or an alkyl group. ]
JP57168115A 1982-09-27 1982-09-27 Magenta toner Pending JPS5957256A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP57168115A JPS5957256A (en) 1982-09-27 1982-09-27 Magenta toner
US06/789,348 US4590139A (en) 1982-09-27 1985-10-21 Three color toner kit and method of use

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57168115A JPS5957256A (en) 1982-09-27 1982-09-27 Magenta toner

Publications (1)

Publication Number Publication Date
JPS5957256A true JPS5957256A (en) 1984-04-02

Family

ID=15862127

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57168115A Pending JPS5957256A (en) 1982-09-27 1982-09-27 Magenta toner

Country Status (1)

Country Link
JP (1) JPS5957256A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61144675A (en) * 1984-12-19 1986-07-02 Canon Inc Fixing roller
US4711832A (en) * 1986-05-05 1987-12-08 Eastman Kodak Company Colored electroscopic toners containing quenched esterified rhodamine dyes
US5102761A (en) * 1989-05-02 1992-04-07 Canon Kabushiki Kaisha Color toner for electrophotography containing a phenolic compound
US5346792A (en) * 1991-06-11 1994-09-13 Canon Kabushiki Kaisha Color toner
US5652075A (en) * 1994-12-26 1997-07-29 Canon Kabushiki Kaisha Color toner, two-component type developer, image forming apparatus, color image forming method and process for producing a color toner
US5811213A (en) * 1996-09-02 1998-09-22 Canon Kabushiki Kaisha Magenta toner for developing electrostatic images and process for production thereof
US6022659A (en) * 1997-02-28 2000-02-08 Canon Kabushiki Kaisha Yellow toner for developing electrostatic images
US6117605A (en) * 1997-07-08 2000-09-12 Canon Kabushiki Kaisha Magenta toner for developing electrostatic images and process for production thereof
US6667140B2 (en) 2000-09-01 2003-12-23 Canon Kabushiki Kaisha Toner and image forming method
US6855471B2 (en) 2002-01-15 2005-02-15 Canon Kabushiki Kaisha Toner and image-forming method
JP2012212175A (en) * 2012-07-06 2012-11-01 Konica Minolta Business Technologies Inc Electrophotographic toner set
JP2013047796A (en) * 2011-07-27 2013-03-07 Canon Inc Magenta toner and method for producing the same

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61144675A (en) * 1984-12-19 1986-07-02 Canon Inc Fixing roller
US4711832A (en) * 1986-05-05 1987-12-08 Eastman Kodak Company Colored electroscopic toners containing quenched esterified rhodamine dyes
US5102761A (en) * 1989-05-02 1992-04-07 Canon Kabushiki Kaisha Color toner for electrophotography containing a phenolic compound
US5346792A (en) * 1991-06-11 1994-09-13 Canon Kabushiki Kaisha Color toner
US5652075A (en) * 1994-12-26 1997-07-29 Canon Kabushiki Kaisha Color toner, two-component type developer, image forming apparatus, color image forming method and process for producing a color toner
US5811213A (en) * 1996-09-02 1998-09-22 Canon Kabushiki Kaisha Magenta toner for developing electrostatic images and process for production thereof
US6022659A (en) * 1997-02-28 2000-02-08 Canon Kabushiki Kaisha Yellow toner for developing electrostatic images
US6117605A (en) * 1997-07-08 2000-09-12 Canon Kabushiki Kaisha Magenta toner for developing electrostatic images and process for production thereof
US6667140B2 (en) 2000-09-01 2003-12-23 Canon Kabushiki Kaisha Toner and image forming method
US6855471B2 (en) 2002-01-15 2005-02-15 Canon Kabushiki Kaisha Toner and image-forming method
JP2013047796A (en) * 2011-07-27 2013-03-07 Canon Inc Magenta toner and method for producing the same
JP2012212175A (en) * 2012-07-06 2012-11-01 Konica Minolta Business Technologies Inc Electrophotographic toner set

Similar Documents

Publication Publication Date Title
US4590139A (en) Three color toner kit and method of use
JPS5957256A (en) Magenta toner
JP3055226B2 (en) Magenta toner for electrophotography
JPS58203455A (en) Electrostatic charge image developing toner
JP2648606B2 (en) Magenta color toner composition
JPH01231062A (en) Yellow type color toner composition
US5286592A (en) Electrostatographic toner containing cyan pigment
JP2618427B2 (en) Yellow color toner composition
US5283147A (en) Electrostatographic toner containing magenta pigment
JPS6357788B2 (en)
JP3169423B2 (en) Green toner for electrophotography
US5292621A (en) Electrostatographic toner containing yellow pigment
JPS58136048A (en) Negatively chargeable toner for developing static charge
JPH0251166A (en) Yellow color toner composition
JP2644299B2 (en) Magenta color toner composition
JPS6336498B2 (en)
JPH0336554A (en) Electrophotographic magenta toner
JP2853184B2 (en) Cyan toner for electrophotography
JPS5957255A (en) Yellow toner
JPH02195361A (en) Black color toner composition
JPH02264969A (en) Electrophotographic magenta toner
JPH0323465A (en) Magenta toner for electrophotography
JPH02151879A (en) Electrophotographic color toner
JPH0355563A (en) Yellow toner for electrophotography
JPH0248676A (en) Yellow color toner composition