JPH01306861A - Electrophotographic toner - Google Patents
Electrophotographic tonerInfo
- Publication number
- JPH01306861A JPH01306861A JP63135413A JP13541388A JPH01306861A JP H01306861 A JPH01306861 A JP H01306861A JP 63135413 A JP63135413 A JP 63135413A JP 13541388 A JP13541388 A JP 13541388A JP H01306861 A JPH01306861 A JP H01306861A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- formula
- ion
- colorless
- compd
- 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
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 10
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 4
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 8
- -1 aliphatic ammonium ions Chemical class 0.000 claims description 7
- 125000002723 alicyclic group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 7
- 239000011347 resin Substances 0.000 abstract description 7
- 150000002500 ions Chemical class 0.000 abstract 1
- 230000035939 shock Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 6
- 239000000049 pigment Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000001044 red dye Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- DFYKHEXCUQCPEB-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;styrene Chemical compound C=CC1=CC=CC=C1.CCCCOC(=O)C(C)=C DFYKHEXCUQCPEB-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003984 copper intrauterine device Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-O diethylammonium Chemical compound CC[NH2+]CC HPNMFZURTQLUMO-UHFFFAOYSA-O 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000696 magnetic material Substances 0.000 description 1
- 239000006247 magnetic powder Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 229920005792 styrene-acrylic resin Polymers 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
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
- G03G9/09783—Organo-metallic 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
- G03G9/0975—Organic compounds anionic
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は電子写真において静電潜像を現像するためのト
ナーに関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a toner for developing electrostatic latent images in electrophotography.
(従来の技術)
電子写真は光導電性物質などにより構成された
′光導電体上に潜像を構成し、これを粉末現像剤で現像
して顕像化、さらに熱あるいは溶剤、場合によっては圧
力によって紙上に定着する方法が一般的である。このよ
うな電子写真の現(!剤としては天然樹脂または合成樹
脂に着色剤、電荷調整剤、流動化剤等を分散させたトナ
ーと鉄粉またはフェライト粉のキャリアとの混合物より
成る2成分系現像剤と、天然υl脂または合成樹脂に着
色剤、電荷調整剤、流動化剤、磁性体より成る1成分系
現像剤とに大別することができる。(Conventional technology) Electrophotography consists of photoconductive materials, etc.
'The general method is to form a latent image on a photoconductor, develop it with a powder developer to make it visible, and then fix it on paper using heat, a solvent, or in some cases pressure. In this type of electrophotography, the agent is a two-component system consisting of a mixture of a toner in which a coloring agent, a charge control agent, a fluidizing agent, etc. are dispersed in a natural or synthetic resin, and a carrier of iron powder or ferrite powder. Developers can be broadly classified into one-component developers, which are composed of natural υl fats or synthetic resins, colorants, charge control agents, fluidizing agents, and magnetic materials.
2成分系現像剤は、キャリアとの摩擦によl)荷電せし
めたトナーを静電潜像に付着せしめることによ])現像
を達成するものであり、1成分系現像削としては、従来
より、キャリアの代わ1)にこれと同様の機能を有する
ブラシ状、板状の)¥擦部材との摩擦によって荷電され
るトナーが知られており、また最近に至って、磁性体微
粉末を分散状態に保ち、該磁性体微粉末との相互摩擦に
よって荷電されるトナーが知られるようになった。光導
電体層は正または負に荷電することができるので、オリ
ジナルの下で露光により正または負の静電潜像が得られ
る。この静電潜像の極性に応じて、現像用トナーは正ま
たは負に保たれる。A two-component developer achieves development by causing charged toner to adhere to an electrostatic latent image through friction with a carrier. Toners that are charged by friction with brush-like or plate-like friction members that have the same function as carriers (1) are known as substitutes for carriers. A toner that is charged by mutual friction with the fine magnetic powder has become known. The photoconductor layer can be positively or negatively charged so that exposure under the original produces a positive or negative electrostatic latent image. Depending on the polarity of this electrostatic latent image, the developing toner remains positive or negative.
トナーに荷電を保つためには、トナーの主成分である(
チ(脂の摩擦帯電性を利用することも提案されているが
、この方法ではトナーの荷電が小さく、かつ、固体表面
抵抗値が大きいため、得られた画像はカブリ易く、不鮮
明なものとなる。そこで所望の摩擦帯電性をトナー1こ
付与するために、荷電を付与する染料、顔料さらには電
荷調整剤なるものを添加することが行なわれており、今
日当該技術分野で実用化されている。In order to keep the toner charged, the main component of the toner (
(It has also been proposed to utilize the triboelectricity of fat, but in this method, the toner has a small charge and a high solid surface resistance value, so the resulting image is prone to fogging and becomes unclear.) Therefore, in order to impart the desired triboelectric charging properties to the toner, it has been attempted to add charge-imparting dyes, pigments, and even charge control agents, and this technique is currently being put into practical use in this technical field. .
(発明が解決しようとする問題点)
しかしながら、これらの電荷調整剤としての染料、顔料
は、構造が複雑で安定性に乏しく、例えば、機械的摩擦
および衝撃、温度、湿度条件の変化、電気的衝撃および
光照射等により分解または変質して、電荷8!l整能が
失われ易い。また、1つの本質的欠陥は、有色物質であ
るため1こ、特定の色相を有するトナー用1こは無色ま
たは実質的lこ無色と見なしうる電荷調整剤か必要であ
るという必要条件に違背する点にある。(Problems to be Solved by the Invention) However, these dyes and pigments used as charge control agents have complex structures and lack stability, such as mechanical friction and impact, changes in temperature and humidity conditions, and electrical resistance. Decomposes or changes in quality due to impact or light irradiation, resulting in a charge of 8! L adjustment is likely to be lost. One essential flaw is that since it is a colored material, it violates the requirement that toners with a specific hue require a charge control agent that can be considered colorless or substantially colorless. At the point.
(問題点を解決するための手段)
本発明者等は、樹脂成分との分散性が良好で、また、溶
融混練が充分できる温度まで熱安定性を有し、しかも無
色の物質であってトナーに負荷電を付与することがでg
る化合物を見い出し、優れたトナーを発明するに至った
。(Means for Solving the Problems) The present inventors have developed a toner material that has good dispersibility with the resin component, has thermal stability up to a temperature that allows sufficient melt-kneading, and is colorless. By giving a negative charge to g
They discovered a compound that could achieve this and invented an excellent toner.
すなわち、本発明は一般式(1)
(式中、Rは水素原子、アルキル基、アルコキシ基、ハ
ロゲン原子を表わし、n およびn は1、Φ
2.3または4であり、× は水素イオン、アルカリ金
属イオン、脂肪族アンモニウムイオン(置換脂肪族アン
モニワムイオンを含む)、脂環族アンモニウムイオンま
たはへテロ環状アンモニウムイオンを表わす。)で表わ
される化合物を電荷調整剤として含有することをvf徴
とする電子写真用トナーである。That is, the present invention is based on the general formula (1) (wherein R represents a hydrogen atom, an alkyl group, an alkoxy group, or a halogen atom, n and n are 1, Φ 2.3 or 4, and x is a hydrogen ion, Containing a compound represented by an alkali metal ion, an aliphatic ammonium ion (including substituted aliphatic ammonium ions), an alicyclic ammonium ion, or a heterocyclic ammonium ion as a charge control agent is considered to be a vf characteristic. This is a toner for electrophotography.
一般式(1)で示される化合物のアニオンの具体例を下
記に示す。Specific examples of the anion of the compound represented by general formula (1) are shown below.
アニオンNo、 構 造 式アニオンNo、
構 造 式また、−取代([)で表わされ
る化合物のカチオンとしてのアルカリ金属イオンは、L
+ 、Na 、K などがあげられる。脂肪族および
脂環族アンモニウムイオンとしては、式(n)で示した
アンモニウムイオンがあげられ、R1、R2、R1およ
びR,の具体例を第1表に示す。Anion No., Structural formula anion No.,
In addition, the alkali metal ion as a cation of the compound represented by the structural formula ([) is L
+, Na, K, etc. Examples of aliphatic and alicyclic ammonium ions include ammonium ions represented by formula (n), and specific examples of R1, R2, R1 and R are shown in Table 1.
R2−N−R,(H) ヘテロ環状アンモニウムイオンの具体例を下記に示す。R2-N-R, (H) Specific examples of heterocyclic ammonium ions are shown below.
アンモニウム
イオンNo、 構 造 式
%式%
本発明の電荷調整剤として使用する化合物(1)の製造
法は、米国特許第3539614号明細書などに述べら
れている。例乏ば、ホウ酸とアミンの水溶液にサリチル
酸を加え反応させることによりボロジサリチル酸アンモ
ニウムが得られる。Ammonium ion No. Structural formula % Formula % The method for producing the compound (1) used as the charge control agent of the present invention is described in US Pat. No. 3,539,614 and the like. For example, ammonium borodisalicylate can be obtained by adding salicylic acid to an aqueous solution of boric acid and an amine and allowing the reaction to occur.
ちなみに、トナー成分中に添加される一般式(I)で表
わされる化合物の量は、樹脂100重量部に対し、一般
に0.1〜10重量部、好ましくは0.5〜5重量部の
割合で含有せしめる。Incidentally, the amount of the compound represented by general formula (I) added to the toner component is generally 0.1 to 10 parts by weight, preferably 0.5 to 5 parts by weight, based on 100 parts by weight of the resin. Make it contain.
本発明のトナーは、上記−取代(1)の化合物の池に、
接着性、保存性、流動性、粉砕性等を考慮して、スチレ
ン(5(脂、スチレン−アクリル系樹脂、スチレン−ブ
タジェン樹脂、エポキシ樹脂、ポリエステル+111R
、パラフィンワックス等の公知のトナー用樹脂の1種ま
たは数種を混合して用いられる。また着色剤としては、
公知の多数の染料、顔料を用いることができるが、カラ
ーコピー用トナーとして特に優れているものとして、ベ
ンジ゛ジンエロー、キナクドリン、銅フタロシアニンブ
ルー、銅7タロシアニングリーン等が挙げられる。The toner of the present invention includes a pond of the compound of the above-mentioned removal allowance (1),
Considering adhesiveness, storage stability, fluidity, crushability, etc., styrene (5 (fat), styrene-acrylic resin, styrene-butadiene resin, epoxy resin, polyester + 111R
, paraffin wax, and other known resins for toners, or a mixture of several types thereof may be used. In addition, as a coloring agent,
Although many known dyes and pigments can be used, some that are particularly excellent as toners for color copying include benzidine yellow, quinacridine, copper phthalocyanine blue, and copper 7 thalocyanine green.
本発明のトナーは、普通は、キャリアと混合して2成分
系現像剤を提供するが、もちろん、1成分系現像剤とし
ても使用できる。The toner of the present invention is usually mixed with a carrier to provide a two-component developer, but can of course also be used as a one-component developer.
(実施例) 以下、実施例により本発明の詳細な説明する。(Example) Hereinafter, the present invention will be explained in detail with reference to Examples.
なお実施例中の部とは、重量部を表わす。Note that parts in the examples represent parts by weight.
(実施例1)
スチレン樹脂100部、カーボンブラック6部、ボロン
サリチル酸ジメチルアンモニウム2部の配合物をボール
ミルで均一に予備混合し、プレミックスを調製する。次
いで加熱溶融混練し、冷却後、振動ミルで粗粉砕し、更
にシェツトミルを用いて微粉砕i、て、黒色トナーを得
た。この黒色トナーの粒径は8〜15μIffであった
。(Example 1) A mixture of 100 parts of styrene resin, 6 parts of carbon black, and 2 parts of dimethylammonium boron salicylate is uniformly premixed in a ball mill to prepare a premix. Next, the mixture was heated and melted and kneaded, and after cooling, it was coarsely pulverized using a vibrating mill, and further finely pulverized using a shedding mill to obtain a black toner. The particle size of this black toner was 8 to 15 μIff.
得られたトナー5部に対して鉄粉キャリア95部を混合
して現像剤を調整した。本現像剤の初期ブローオフ帯電
量は−25,9μC/gであった。A developer was prepared by mixing 95 parts of iron powder carrier with 5 parts of the obtained toner. The initial blow-off charge amount of this developer was -25.9 μC/g.
本現像剤を市販のセレンドラムに磁気ブラシ現像法にて
トナー画像を形成したところ、カブリのない鮮明な画像
が得られた。本トナーは、連続複写1oooo枚後にお
いても複写品質の低下はみられなかった。When a toner image was formed using this developer on a commercially available selenium drum using a magnetic brush development method, a clear image without fogging was obtained. With this toner, no deterioration in copy quality was observed even after continuous copying of 100 sheets.
(実施例2)
スチレン−アクリル共重合樹脂100部、黄色染料(C
,1,ディスバーズイエロー33)6部、ボ
′ロビ又(3,5−ノーtert−ブチルサリチル酸)
ジメチルアンモニウム2部の配合物を実施例1と同様に
処理して黄色トナーを得た。得られた黄色トナーよ1)
実施例1と同様にして調整した現像剤の初期ブローオフ
帯電量は−23,6μC/8であった。(Example 2) 100 parts of styrene-acrylic copolymer resin, yellow dye (C
, 1, Disbirds Yellow 33) 6 copies, bottle
'Robimata (3,5-not-tert-butylsalicylic acid)
A formulation of 2 parts dimethylammonium was processed as in Example 1 to obtain a yellow toner. The obtained yellow toner 1)
The initial blow-off charge amount of the developer prepared in the same manner as in Example 1 was -23.6 μC/8.
本現像剤を実施例1と同様に複写したところ、カブリの
ない鮮明な黄色の画像が得られた。本トナーは、連続複
写10000枚後においても複写品質の低下はみられな
かった。When copies were made using this developer in the same manner as in Example 1, clear yellow images without fog were obtained. With this toner, no deterioration in copy quality was observed even after 10,000 continuous copies were made.
(実施例3)
スチレン−n−ブチルメタクリレート共重合体樹脂10
0部、赤色染料(C,I、ピグメントレッド]2)8部
、ボロジサリチル酸トリ輸−ブチル)アンモニウム2部
の配合物を実施例1と同様に処埋して赤色トナーを得た
。得られた赤色トナーより実施例1と同様にして調整し
た現像剤の初期ブローオフ帯電量は−23,7μC/g
であった。(Example 3) Styrene-n-butyl methacrylate copolymer resin 10
A mixture of 0 parts of red dye (C, I, pigment red), 8 parts of red dye (C, I, pigment red), and 2 parts of tri-butyl)ammonium borodisalicylate was processed in the same manner as in Example 1 to obtain a red toner. The initial blow-off charge amount of the developer prepared from the obtained red toner in the same manner as in Example 1 was -23.7 μC/g.
Met.
本現像剤を実施例1と同様に複写したところ、カブリの
ない鮮明な赤色の画像が得られた。本トナーは、連続複
写10000枚後においても複写品質の低下はみられな
かった。When copies were made using this developer in the same manner as in Example 1, clear red images without fog were obtained. With this toner, no deterioration in copy quality was observed even after 10,000 continuous copies were made.
(実施例4) ポリエステル樹脂1. O0部、青色染料(C,I。(Example 4) Polyester resin 1. O0 parts, blue dye (C, I.
ピグメントブルーl5)616、ボロジサリチル酸ジエ
チルアンモニウム2部の配合物を実施例1と同様に処理
して青色トナーを得た。得られた青色トナーより実施例
1と同様にして調整した現像剤の初期ブローオフ帯電量
は−29,1μC/ g であった。Pigment Blue 15) 616 and 2 parts of diethylammonium borodisalicylate were treated in the same manner as in Example 1 to obtain a blue toner. The developer prepared from the obtained blue toner in the same manner as in Example 1 had an initial blow-off charge amount of -29.1 μC/g.
本現像剤を実施例1と同様に複写したところ、カブリの
ない鮮明な青色の画像が得られた。本トナーは、連続複
写10000枚後においても複写品質の低下はみられな
かった。When copies were made using this developer in the same manner as in Example 1, clear blue images without fog were obtained. With this toner, no deterioration in copy quality was observed even after 10,000 continuous copies were made.
(発明の効果)
本発明に使用する電荷調整剤は、機械的摩擦および衝撃
安定性、温度および湿度安定性等に優れ、かつ無色であ
るので、画像が鮮明で連続使用可能な電子写真用トナー
が得られた。(Effects of the Invention) The charge control agent used in the present invention has excellent mechanical friction and impact stability, temperature and humidity stability, and is colorless, so it is an electrophotographic toner that provides clear images and can be used continuously. was gotten.
特許出願人 日本カーリット株式会社Patent applicant Nippon Carlit Co., Ltd.
Claims (1)
ロゲン原子を表わし、mおよびnは1、2、3または4
であり、X^■水素イオン、アルカリ金属イオン、脂肪
族アンモニウムイオン(置換脂肪族アンモニウムイオン
を含む)、脂環族アンモニウムイオンまたはヘテロ環状
アンモニウムイオンを表わす。)で表わされる化合物を
電荷調整剤として含有することを特徴とする電子写真用
トナー。[Claims] The following general formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R represents a hydrogen atom, an alkyl group, an alkoxy group, or a halogen atom, and m and n are 1, 2, 3 or 4
and represents a hydrogen ion, an alkali metal ion, an aliphatic ammonium ion (including substituted aliphatic ammonium ions), an alicyclic ammonium ion, or a heterocyclic ammonium ion. ) A toner for electrophotography, characterized in that it contains a compound represented by the following formula as a charge control agent.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63135413A JPH01306861A (en) | 1988-06-03 | 1988-06-03 | Electrophotographic toner |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63135413A JPH01306861A (en) | 1988-06-03 | 1988-06-03 | Electrophotographic toner |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01306861A true JPH01306861A (en) | 1989-12-11 |
Family
ID=15151148
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63135413A Pending JPH01306861A (en) | 1988-06-03 | 1988-06-03 | Electrophotographic toner |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01306861A (en) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5256515A (en) * | 1992-11-19 | 1993-10-26 | Xerox Corporation | Toner compositions with halogenated metal salicyclic acid complex charge enhancing additives |
US5863692A (en) * | 1996-09-10 | 1999-01-26 | Minolta Co., Ltd. | Toner for elastrostatic latent image developing and method of manufacturing same |
US5905011A (en) * | 1997-03-12 | 1999-05-18 | Minolta Co., Ltd. | Nonmagnetic monocomponent negatively chargeable color developer |
US6977129B2 (en) | 2001-12-10 | 2005-12-20 | Ricoh Company, Ltd. | Charge control agent, toner using same developer containing the toner and developing device containing the developer |
WO2007111346A1 (en) | 2006-03-29 | 2007-10-04 | Hodogaya Chemical Co., Ltd. | Cyclic phenol sulfide mixture, and charge controlling agent or toner using the same |
WO2007119797A1 (en) | 2006-04-13 | 2007-10-25 | Hodogaya Chemical Co., Ltd. | Oxidized cyclic phenol sulfide mixture, and charge controlling agent or toner using the same |
WO2011105334A1 (en) | 2010-02-26 | 2011-09-01 | 保土谷化学工業株式会社 | Charge controlling agent and toner using same |
WO2012035996A1 (en) | 2010-09-14 | 2012-03-22 | 保土谷化学工業株式会社 | Charge control agent and toner using same |
WO2012102137A1 (en) | 2011-01-27 | 2012-08-02 | 保土谷化学工業株式会社 | Charge control agent and toner using same |
US8790855B2 (en) | 2010-09-13 | 2014-07-29 | Hodogaya Chemical Co., Ltd | Charge control agent and toner using same |
JP2016504221A (en) * | 2012-12-19 | 2016-02-12 | イノヴィア フィルムズ リミテッド | the film |
JPWO2015046214A1 (en) * | 2013-09-24 | 2017-03-09 | 保土谷化学工業株式会社 | Charge control agent and toner using the same |
US10474050B2 (en) | 2015-09-17 | 2019-11-12 | Hodogaya Chemical Co., Ltd. | Toner and charge control agent using pyrazolone derivative or salt of derivative |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6263941A (en) * | 1985-09-17 | 1987-03-20 | Fuji Xerox Co Ltd | Electric charge exchange controlling agent and developer composition |
JPS63226662A (en) * | 1987-03-17 | 1988-09-21 | Fuji Xerox Co Ltd | Developer for electrostatic charge image |
-
1988
- 1988-06-03 JP JP63135413A patent/JPH01306861A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6263941A (en) * | 1985-09-17 | 1987-03-20 | Fuji Xerox Co Ltd | Electric charge exchange controlling agent and developer composition |
JPS63226662A (en) * | 1987-03-17 | 1988-09-21 | Fuji Xerox Co Ltd | Developer for electrostatic charge image |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5256515A (en) * | 1992-11-19 | 1993-10-26 | Xerox Corporation | Toner compositions with halogenated metal salicyclic acid complex charge enhancing additives |
US5863692A (en) * | 1996-09-10 | 1999-01-26 | Minolta Co., Ltd. | Toner for elastrostatic latent image developing and method of manufacturing same |
US5905011A (en) * | 1997-03-12 | 1999-05-18 | Minolta Co., Ltd. | Nonmagnetic monocomponent negatively chargeable color developer |
US6977129B2 (en) | 2001-12-10 | 2005-12-20 | Ricoh Company, Ltd. | Charge control agent, toner using same developer containing the toner and developing device containing the developer |
US7901858B2 (en) | 2006-03-29 | 2011-03-08 | Hodogaya Chemical Co., Ltd. | Mixed cyclic phenol sulfides, and charge control agents and toners using the same |
WO2007111346A1 (en) | 2006-03-29 | 2007-10-04 | Hodogaya Chemical Co., Ltd. | Cyclic phenol sulfide mixture, and charge controlling agent or toner using the same |
US7709172B2 (en) | 2006-04-13 | 2010-05-04 | Hodogaya Chemical Co., Ltd. | Oxidized mixed cyclic phenol sulfides, and charge control agents and toners using the same |
US7820832B2 (en) | 2006-04-13 | 2010-10-26 | Hodogaya Chemical Co., Ltd. | Oxidized mixed cyclic phenol sulfides, and charge control agents and toners using the same |
WO2007119797A1 (en) | 2006-04-13 | 2007-10-25 | Hodogaya Chemical Co., Ltd. | Oxidized cyclic phenol sulfide mixture, and charge controlling agent or toner using the same |
WO2011105334A1 (en) | 2010-02-26 | 2011-09-01 | 保土谷化学工業株式会社 | Charge controlling agent and toner using same |
US8790855B2 (en) | 2010-09-13 | 2014-07-29 | Hodogaya Chemical Co., Ltd | Charge control agent and toner using same |
US8900785B2 (en) | 2010-09-14 | 2014-12-02 | Hodogaya Chemical Co., Ltd. | Charge control agent and toner using the same |
WO2012035996A1 (en) | 2010-09-14 | 2012-03-22 | 保土谷化学工業株式会社 | Charge control agent and toner using same |
KR20140005986A (en) | 2011-01-27 | 2014-01-15 | 호도가야 가가쿠 고교 가부시키가이샤 | Charge control agent and toner using same |
WO2012102137A1 (en) | 2011-01-27 | 2012-08-02 | 保土谷化学工業株式会社 | Charge control agent and toner using same |
JP2016504221A (en) * | 2012-12-19 | 2016-02-12 | イノヴィア フィルムズ リミテッド | the film |
JPWO2015046214A1 (en) * | 2013-09-24 | 2017-03-09 | 保土谷化学工業株式会社 | Charge control agent and toner using the same |
US9835965B2 (en) | 2013-09-24 | 2017-12-05 | Hodogaya Chemical Co., Ltd. | Charge control agent and toner using same |
US10474050B2 (en) | 2015-09-17 | 2019-11-12 | Hodogaya Chemical Co., Ltd. | Toner and charge control agent using pyrazolone derivative or salt of derivative |
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