JPS6026952A - Positive electrostatically chargeable toner - Google Patents

Positive electrostatically chargeable toner

Info

Publication number
JPS6026952A
JPS6026952A JP58136207A JP13620783A JPS6026952A JP S6026952 A JPS6026952 A JP S6026952A JP 58136207 A JP58136207 A JP 58136207A JP 13620783 A JP13620783 A JP 13620783A JP S6026952 A JPS6026952 A JP S6026952A
Authority
JP
Japan
Prior art keywords
toner
resin
agent
compd
positive charge
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
JP58136207A
Other languages
Japanese (ja)
Inventor
Masaki Uchiyama
内山 正喜
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 JP58136207A priority Critical patent/JPS6026952A/en
Publication of JPS6026952A publication Critical patent/JPS6026952A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/097Plasticisers; Charge controlling agents
    • G03G9/09733Organic compounds
    • G03G9/09741Organic compounds cationic

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

PURPOSE:To improve the image density of the positive-chargeable toner to be used for electrophotography and electrostatic recording and to prevent photographic fog by incorporating a resin, coloring agent and specific compd. into said toner. CONSTITUTION:A resin, coloring agent and the compd. expressed by the formula are incorporated into a toner. The compd. expressed by the formula is particularly used as a positive charge control agent. Since the control agent is colorless, said agent is particularly suitable for a color toner and moreover said agent disperses well into the resin and therefore the uniformly charged toner is obtainable. The control agent is preferably compounded within a 1-1.5wt% range of the resin. Pigments such as carbon black and phthalocyanine and various dyes are used for the coloring agent. Various resins such as polystyren resin, acrylic resin are used for the above-described resin. If R2NCH2CH2X.HCl is used as the positive charge control agent, the compd. is colorless and has a high capacity of positive charge power and therefore the positive charge toner of a desired color is obtd. without spoiling the hue intrinsic to the coloring agent and the image having no photographic fog is obtd.

Description

【発明の詳細な説明】 本発明は電子写真、静電記録罠使われる正帯電性トナー
に関する。さらに詳しくは、カラー現像を行なうに適し
た正帯電性トナーに関する0該分野における現像法とし
て紘、従来から、荷電制御剤等を含有せしめた微粒子ト
ナーと、ガラス玉や鉄粉等のキャリヤーとを混合して作
られる現像剤を用いる乾式現像法が知られている0この
ような乾式現像用正帯電性トナーに用いられる、正荷電
制御剤としては、例えば、特公昭4B−25669号公
報に記載されている脂肪酸変性ニグロシンがある。しか
しながら、この荷電制御剤は黒褐色であるため着色剤と
してカーボンブラックを用いる黒色トナーには使い得る
ものの、青、黄、赤等のカラートナー用として用いるこ
とはできない。その他の正荷電制御剤としては、特開昭
51−9456号公報に記載されている知勇ポリアミン
樹脂がある。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to positively chargeable toners used in electrophotography and electrostatic recording traps. More specifically, regarding positively chargeable toner suitable for color development, the development method used in this field has conventionally been to use fine particle toner containing a charge control agent, etc., and a carrier such as glass beads or iron powder. A dry development method using a developer prepared by mixing is known.As a positive charge control agent used in such a positively chargeable toner for dry development, for example, the one described in Japanese Patent Publication No. 4B-25669 There is a fatty acid-modified nigrosine that has been used. However, since this charge control agent has a blackish brown color, it can be used for black toner using carbon black as a colorant, but it cannot be used for color toners such as blue, yellow, and red. Other positive charge control agents include Chiyu polyamine resin described in JP-A-51-9456.

この荷電制御剤は、無色でカラートナー用にも用いるこ
とができるものの、樹脂との相溶性が悪く、分散しにく
い欠点がある。
Although this charge control agent is colorless and can be used for color toners, it has the drawback of poor compatibility with resins and difficulty in dispersing it.

本発明の目的とするところは前記の如き欠点をことごと
く改良した正帯電性トナーを提供することにある。
An object of the present invention is to provide a positively chargeable toner which has all the drawbacks mentioned above improved.

即ち本発明は樹脂9着色剤及び(I)式%式% R=cHs、 C2H,などのアルキル基x==ciま
たはOH で示される化合物を含有する正帯電性トナーである0 本発明は、正荷電制御剤としてa2NCH20H2X−
HCI(R=、、CH3,C2H5などのアルキル基、
X = G/またはOH)を用いたことを特徴とするが
、該制御剤は無色であるため、特にカラートナーに枯好
適であるのみならず、樹脂への分散が良好であるため均
一荷電トナーが得られるという特長がある。
That is, the present invention is a positively chargeable toner containing a resin 9 colorant and a compound represented by an alkyl group x==ci or OH such as (I) formula % R=cHs, C2H, etc. a2NCH20H2X- as a positive charge control agent
HCI (R=,, alkyl group such as CH3, C2H5,
Since the control agent is colorless, it is particularly suitable for color toners, and is also well-dispersed in resin, so it can be used for uniformly charged toners. It has the advantage of being able to obtain

上記制御剤は樹脂に対して1〜15重量−の範囲内で配
合するのが望ましい。1重量−未満では、トナーの正帯
電性が不足し、実用には供せない。
It is desirable that the above-mentioned control agent is blended in an amount of 1 to 15% by weight based on the resin. If it is less than 1 weight, the toner will lack positive chargeability and cannot be put to practical use.

また、15重量%を越える場合には、トナーの正帯電性
が大き過ぎ、キャリヤとして用いられるガラス玉や鉄粉
などの静電的吸引力の増大のため、現像剤の流動性の低
下や、画像濃度の低下を招く。
If it exceeds 15% by weight, the positive chargeability of the toner is too large and the electrostatic attraction force of glass beads or iron powder used as a carrier increases, resulting in a decrease in the fluidity of the developer. This results in a decrease in image density.

本発明に用いられる着色剤は、カーボンブラック、ロー
ダミン6Gレーキ、フタロシアニンブルー、フタロシア
ニングリーン、ハンザイエローGなどの従来公知のいか
なる顔料、またモノアゾ系。
The colorant used in the present invention may be any conventionally known pigment such as carbon black, rhodamine 6G lake, phthalocyanine blue, phthalocyanine green, Hansa Yellow G, or a monoazo pigment.

ジスアy系、 金17R錯塩型モノアゾ系、アントラキ
ノン系、フタロシアニン系、トリアリルメタン系染料な
ど、従来公知のいかなる染料をも使い得る。
Any conventionally known dyes can be used, such as dis-Ay dyes, gold-17R complex type monoazo dyes, anthraquinone dyes, phthalocyanine dyes, and triallylmethane dyes.

着色剤は、樹脂に対して0.1〜50重量部使用され、
場合によって適宜、その割合を決めればよい。また、場
合によっては50重量部を越えて使用してもよい。
The colorant is used in an amount of 0.1 to 50 parts by weight based on the resin,
The ratio may be determined as appropriate depending on the case. In some cases, more than 50 parts by weight may be used.

本発明に係る正帯電性トナーには必要に応じて、コロイ
ド状シリカ、脂肪酸の金属塩、フルオロポリマー、シリ
コンオイルなど従来公知のいかなる添加剤をも配合する
ことができる。
The positively chargeable toner according to the present invention may contain any conventionally known additives such as colloidal silica, metal salts of fatty acids, fluoropolymers, and silicone oils, if necessary.

本発明に用いられる樹脂は、ポリスチレン樹脂。The resin used in the present invention is polystyrene resin.

アクリル樹脂、エポキシ樹脂、ポリエステル樹脂など硝
子転移点が40℃以上、150℃以下の従来公知のいか
なる樹脂をも使い得る。例えばホリスチレン、クロロポ
リスチレン、ポリ−α−メチルスチレン、スチレン−ク
ロロスチレン共重合体。
Any conventionally known resin having a glass transition point of 40° C. or higher and 150° C. or lower, such as acrylic resin, epoxy resin, or polyester resin, can be used. For example, folystyrene, chloropolystyrene, poly-α-methylstyrene, styrene-chlorostyrene copolymer.

スチレン−プロピレン共重合体、スチレンブタジェン共
重合体、スチレン−塩化ビニル共重合体。
Styrene-propylene copolymer, styrene-butadiene copolymer, styrene-vinyl chloride copolymer.

スチレン酢酸ビニル共重合体、スチレン−マレイン酸共
重合体、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。
Styrene-vinyl acetate copolymer, styrene-maleic acid copolymer, styrene-acrylic acid ester copolymer (styrene-methyl acrylate copolymer).

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重合体)、
スチレン−メタクリル酸エステル共重合体(スチレン−
メタクリル酸メチル共重合体、スチレン−メタクリル酸
エチル共重合体。
styrene-ethyl acrylate copolymer, styrene-butyl acrylate copolymer, styrene-octyl acrylate copolymer, styrene-phenyl acrylate copolymer),
Styrene-methacrylic acid ester copolymer (styrene-
Methyl methacrylate copolymer, styrene-ethyl methacrylate copolymer.

スチレン−メタクリル酸ブチル共重合体、スチレン−メ
タクリル酸フェニル共重合体など)、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などの単重合体又
は共重合体。また本発明に使用するエポキシ樹脂はエポ
キシ当量が900〜3500のものが良い。特に好まし
く使用できる具体例を示すと、例えばエビツー) 10
04 、エビツー) jDO7,エピコート1 [10
9(いずれもシェル社製)。アラルダイトGY6084
 、アラルダイ)(、Y6097 、アラルダイ)GY
6099 (いずれもチバガイギー社製)などが挙げら
れる。
(styrene-butyl methacrylate copolymer, styrene-phenyl methacrylate copolymer, etc.), styrene-α-methyl chloroacrylate copolymer, styrene-acrylonitrile-acrylic acid ester copolymer, etc. Combined. The epoxy resin used in the present invention preferably has an epoxy equivalent of 900 to 3,500. Specific examples that can be particularly preferably used include Ebisu) 10
04, Ebi two) jDO7, Epicote 1 [10
9 (all manufactured by Shell). Araldite GY6084
, Araldai) (, Y6097, Araldai) GY
6099 (all manufactured by Ciba Geigy).

本発明に使用するポリエステル樹脂は、多価アルコール
と多塩基酸からなる重縮合物で、好ましイ多価アルコー
ル成分としては例えば、エチレングリコール、グリセリ
ン、1.2−プロピレングリコール、1−3−プロピレ
ングリコール、ネオペンチルグリコール、1−4ブタン
ジオール、1−6ヘキサンジオール、1−4シクロヘキ
サンジメタツール、トリメチロールエタン、トリメチロ
ールプロパン、ペンタエリスリトールなどが用いられ、
また多塩基酸成分としては、例えばマレイン酸、フマル
酸、イソフタル酸、テレフタル酸、アジピン酸、セバシ
ン酸、トリメリット酸、ピロメリット酸等を用いること
ができる。上記樹脂紘単独でまたは2種以上併用して使
用できる。
The polyester resin used in the present invention is a polycondensate consisting of a polyhydric alcohol and a polybasic acid, and preferred polyhydric alcohol components include, for example, ethylene glycol, glycerin, 1,2-propylene glycol, 1-3- Propylene glycol, neopentyl glycol, 1-4 butanediol, 1-6 hexanediol, 1-4 cyclohexane dimetatool, trimethylolethane, trimethylolpropane, pentaerythritol, etc. are used.
Further, as the polybasic acid component, for example, maleic acid, fumaric acid, isophthalic acid, terephthalic acid, adipic acid, sebacic acid, trimellitic acid, pyromellitic acid, etc. can be used. The above resin foams can be used alone or in combination of two or more.

以下、実施例により本発明を具体的に説明する。Hereinafter, the present invention will be specifically explained with reference to Examples.

〔実施例1〕 (スチレン/メタクリル酸n−ブチル)共重合体98重
量部、p−ダミン6Gレーキ顔料1重量部及び(C3H
5)、NC,H2(’jH2C1,HGl 4重量部を
高速ミキサーで混合後、ロールミルで溶融混練した。冷
却後、ハンマーミルで粗粉砕し、更にエアージェット方
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、25〜30μmを選択してトナーとした。このトナ
ー6重量部に対して球状酸化鉄粉100重量部を混合し
1、現像剤とした。本現像剤の10−オフ電荷量は+1
8.2(μc/1g)ナー)であった。
[Example 1] 98 parts by weight of (styrene/n-butyl methacrylate) copolymer, 1 part by weight of p-damin 6G lake pigment and (C3H
5), NC, H2 ('jH2C1, HGl) 4 parts by weight were mixed in a high-speed mixer, then melted and kneaded in a roll mill. After cooling, the mixture was coarsely ground in a hammer mill, and further finely ground in an air jet type pulverizer. The obtained fine powder was classified and 25 to 30 μm was selected to make a toner. 6 parts by weight of this toner was mixed with 100 parts by weight of spherical iron oxide powder to prepare a developer. 10 of this developer - Off charge amount is +1
8.2 (μc/1g).

一方比較トナーとして、上記配合のうち(CH3)2N
OH,OH,CA!−HGIを配合しないトナーを作成
し、同様に現像剤を調製した。本現像剤のプローオフ電
荷量は+6.6(μc/1g)ナー)であった0周速約
10cm/sで回転するセレンドラムをコロナ電圧+5
KVで一様に帯電後、該セレンドラムにネガ原稿を通し
て光照射し、前記2種類のうち、(OH,) 2NCj
H20H2Cjl 、HOlを配合した現像剤を用い、
磁気ブラシ方式により反転現像を行ない、しかる後、普
通紙の背後から一5KVのコロナ電圧をかけ転写画像を
得た。画像は明らかに画像濃度が高くカプリが少なく鮮
明であった。同様にC0Hs)xNGH20H201−
HClを含まないトナーを用いて現像を行なったところ
現像機からトナー飛散が起こり、又カプリの多い、画像
濃度の低い転写画像しか得られなかった。
On the other hand, as a comparison toner, among the above formulations, (CH3)2N
OH, OH, CA! - A toner containing no HGI was prepared, and a developer was prepared in the same manner. The proof-off charge amount of this developer was +6.6 (μc/1g).The corona voltage was +5
After uniformly charging with KV, the selenium drum is irradiated with light through a negative original, and one of the above two types (OH,) 2NCj
Using a developer containing H20H2Cjl and HOl,
Reversal development was performed using a magnetic brush method, and then a corona voltage of 15 KV was applied from behind the plain paper to obtain a transferred image. The image was clearly clear with high image density and little capri. Similarly C0Hs)xNGH20H201-
When development was carried out using a toner not containing HCl, toner scattering occurred from the developing machine, and only a transferred image with a large amount of capri and low image density was obtained.

〔実施例2〕 実施例1のうち着色剤を7タロシアニンプルーに変えた
他は全く同様にして、(CzHs)2NcH2CH20
H−HCIJ 6重量部を作成し、現像剤を調製してブ
ローオフ電荷量を測定した。(CzHs)2NcH2c
H,0H−HC1!を含むトナーは+14.7(μQ/
Ig)ナー)、含まないトナーは+3.8(μc/l 
g )ナー)であった。
[Example 2] In the same manner as in Example 1 except that the coloring agent was changed to 7 talocyanine blue, (CzHs)2NcH2CH20
6 parts by weight of H-HCIJ was prepared, a developer was prepared, and the amount of blow-off charge was measured. (CzHs)2NcH2c
H,0H-HC1! Toner containing +14.7 (μQ/
Ig) toner), +3.8 (μc/l without toner)
g) ner).

両トナーをそれぞれ用いて実施例1と同様にして現像を
行なったところ、(CzH6)2NCH2CHzOH0
HGlを含むトナーを用いた場合には、明らかに画像濃
度が高く、カプリが少ない、鮮明な転写画像が得られた
。(C2H6) 2NCH2CH20H−HGI を含
まないトナーを用いた場合には、現像機からトナー飛散
が激しく起こり、また得られた転写画像は、カプリが多
く画像濃度の低い貧弱なものであった。
When development was carried out in the same manner as in Example 1 using both toners, (CzH6)2NCH2CHzOH0
When the toner containing HGl was used, a clear transferred image with clearly high image density and little capri was obtained. When a toner not containing (C2H6) 2NCH2CH20H-HGI was used, toner scattering occurred violently from the developing machine, and the resulting transferred image had a poor image density with a large amount of capri.

本発明は正荷電制御剤として、R2NCH20H2X、
H(Jを使うことを特徴とするが、R2NCH,CH2
X、HC;l は無色であり、また高度な正荷電能力を
有するため、着色剤本来の色相を損うことなく、望みの
色の正帯電性トナーを与える。またR2NCH2CH2
X−HGIは棟脂への分散性が良いため均一荷電のトナ
ーが得られるという特徴が有るので、本発明に係るトナ
ーを用いて現像を行なえに、カプリのない良好な画像が
得られる。
The present invention uses R2NCH20H2X,
H (characterized by the use of J, R2NCH, CH2
Since X, HC; l is colorless and has a high degree of positive chargeability, it provides a positively chargeable toner of a desired color without impairing the colorant's original hue. Also R2NCH2CH2
Since X-HGI has a characteristic of being able to obtain a toner with uniform charge due to its good dispersibility in the ridge resin, a good image without capri can be obtained even when the toner according to the present invention is used for development.

←J工・・j慢← J-engineer...j arrogant

Claims (2)

【特許請求の範囲】[Claims] (1)樹脂2着色剤及び(1)式で示される化合物をR
2NGHzGH2X−HCl ・・・・(I)入R=Q
l(、、(32H,などのアルキル基x=ciまたはO
H 含有する正帯電性トナー0
(1) Resin 2 Colorant and the compound represented by formula (1) are R
2NGHzGH2X-HCl...(I) Input R=Q
Alkyl group x=ci or O
H Contains positively chargeable toner 0
(2) (I)式で示される化合物が樹脂に対して1〜
15Wt*である特許請求の範囲第1項記載の正帯電性
トナー。
(2) The compound represented by formula (I) is 1 to
The positively chargeable toner according to claim 1, which has a toner of 15 Wt*.
JP58136207A 1983-07-26 1983-07-26 Positive electrostatically chargeable toner Pending JPS6026952A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58136207A JPS6026952A (en) 1983-07-26 1983-07-26 Positive electrostatically chargeable toner

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58136207A JPS6026952A (en) 1983-07-26 1983-07-26 Positive electrostatically chargeable toner

Publications (1)

Publication Number Publication Date
JPS6026952A true JPS6026952A (en) 1985-02-09

Family

ID=15169820

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58136207A Pending JPS6026952A (en) 1983-07-26 1983-07-26 Positive electrostatically chargeable toner

Country Status (1)

Country Link
JP (1) JPS6026952A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4902570A (en) * 1987-03-06 1990-02-20 Wacker-Chemie Gmbh Process for preparing highly dispersed metal oxides whose surfaces are modified by an ammonium-functional organopolysiloxane as a positive chargeable controlling agent for toners

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4902570A (en) * 1987-03-06 1990-02-20 Wacker-Chemie Gmbh Process for preparing highly dispersed metal oxides whose surfaces are modified by an ammonium-functional organopolysiloxane as a positive chargeable controlling agent for toners

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