JPS6338701B2 - - Google Patents
Info
- Publication number
- JPS6338701B2 JPS6338701B2 JP56025314A JP2531481A JPS6338701B2 JP S6338701 B2 JPS6338701 B2 JP S6338701B2 JP 56025314 A JP56025314 A JP 56025314A JP 2531481 A JP2531481 A JP 2531481A JP S6338701 B2 JPS6338701 B2 JP S6338701B2
- Authority
- JP
- Japan
- Prior art keywords
- polarity control
- control agent
- developer
- formula
- present
- 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.)
- Expired
Links
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001868 cobalt Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052748 manganese Inorganic materials 0.000 claims description 2
- 239000011572 manganese Substances 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 description 13
- 239000000049 pigment Substances 0.000 description 11
- 239000002245 particle Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- CNPVJWYWYZMPDS-UHFFFAOYSA-N 2-methyldecane Chemical compound CCCCCCCCC(C)C CNPVJWYWYZMPDS-UHFFFAOYSA-N 0.000 description 4
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000003125 aqueous solvent Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000012860 organic pigment Substances 0.000 description 3
- 239000002612 dispersion medium Substances 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000013049 sediment Substances 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
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical class OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 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 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000005419 hydroxybenzoic acid derivatives Chemical class 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000001035 lead pigment Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920000196 poly(lauryl methacrylate) Polymers 0.000 description 1
- 229920001481 poly(stearyl methacrylate) Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001052 yellow pigment Substances 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
- G03G9/12—Developers with toner particles in liquid developer mixtures
- G03G9/135—Developers with toner particles in liquid developer mixtures characterised by stabiliser or charge-controlling agents
- G03G9/1355—Ionic, organic compounds
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Liquid Developers In Electrophotography (AREA)
- Developing Agents For Electrophotography (AREA)
Description
本発明は改良された性質を有する極性制御剤を
含有する電子写真用現像剤に関する。更に詳しく
は、本発明は液体現像剤等に使用した場合カーボ
ンおよびその他の顔料粒子に極性を付与してすぐ
れた分散安定性またはすぐれた現像特性を与える
極性制御剤に関する。
一般に、電子写真用液体現像剤は主として非水
性溶剤、染料、顔料、樹脂および極性制御剤等か
ら構成されている。従来、極性制御剤としてはア
ルキド樹脂、亜麻仁油、ロジン変性樹脂、アクリ
ル樹脂、ナフテン酸金属塩、レシチン等の天然ま
たは合成樹脂が主として用いられていた。しかし
ながら、これらの極性制御剤は顔料の分散安定性
において満足のいくものではない。例えば顔料と
してカーボンブラツクを使用する場合分散濃度が
低いと分散がうまくいかず分散したとしても再凝
集が起る可能性がある。また、顔料として有機顔
料を使用する場合、分散濃度が高いと分散しにく
く、また分散濃度が低い場合でも凝集して沈降し
やすくなり、色の鮮明さに欠ける等の問題があ
る。
さらに、従来の極性制御剤を含有する現像剤を
使用した電子写真複写装置によつて多数枚のコピ
ーをとると極性制御剤の蓄積に起因して画像濃度
が低下したり画像の鮮明さがなくなつていわゆる
「にじみ」画像が出現する欠点があつた。
本発明者等は従来の極性制御剤の欠点を解消す
べく種々検討した結果、ある種のヒドロキシ安息
香酸誘導体が分散安定性、極性および画像品質等
の面から極めて優秀な極性制御剤たり得ることを
知つた。
すなわち、本発明によれば、極性制御剤として
一般式
（式中R1はアルキル基でありそしてR2は水素原
子であるかまたはジアルキルアミノメチル基であ
る）の化合物またはそのアルカリあるいはアルカ
リ土類金属、アルミニウム、マンガンまたはコバ
ルトの塩を含有する電子写真用現像剤が提供され
るものである。
本発明の目的は分散安定性にすぐれ且つ画像劣
化の少ない極性制御剤を提供することである。さ
らに本発明の目的は、改良された性質を有する極
性制御剤を含有する電子写真用現像液を提供する
ことである。
本発明による前記一般式を有する化合物におい
て造塩性元素としてはリチウム、ナトリウム、カ
リウム、カルシウム、マグネシウム、バリウム、
マンガン、アルミニウムおよびコバルトがあげら
れる。本発明の化合物を具体的に以下に示す。
The present invention relates to electrophotographic developers containing polarity control agents with improved properties. More particularly, the present invention relates to a polarity control agent that imparts polarity to carbon and other pigment particles to provide superior dispersion stability or superior development properties when used in liquid developers and the like. Generally, a liquid developer for electrophotography is mainly composed of a non-aqueous solvent, a dye, a pigment, a resin, a polarity control agent, and the like. Conventionally, natural or synthetic resins such as alkyd resins, linseed oil, rosin-modified resins, acrylic resins, naphthenic acid metal salts, and lecithin have been mainly used as polarity control agents. However, these polarity control agents are not satisfactory in dispersion stability of pigments. For example, when carbon black is used as a pigment, if the dispersion concentration is low, dispersion may not be successful and even if it is dispersed, reaggregation may occur. Furthermore, when an organic pigment is used as a pigment, it is difficult to disperse when the dispersion concentration is high, and even when the dispersion concentration is low, it tends to aggregate and settle, resulting in problems such as lack of color clarity. Furthermore, when a large number of copies are made using an electrophotographic copying device that uses a conventional developer containing a polarity control agent, the image density decreases and the images become unclear due to the accumulation of the polarity control agent. There was a drawback that over time, so-called "bleeding" images appeared. The present inventors have conducted various studies to overcome the drawbacks of conventional polarity control agents, and have found that certain hydroxybenzoic acid derivatives can be extremely excellent polarity control agents in terms of dispersion stability, polarity, image quality, etc. I learned. That is, according to the present invention, as a polarity control agent, the general formula (wherein R 1 is an alkyl group and R 2 is a hydrogen atom or a dialkylaminomethyl group) or an alkali or alkaline earth metal, aluminum, manganese or cobalt salt thereof. A developer for use in the invention is provided. An object of the present invention is to provide a polarity control agent that has excellent dispersion stability and less image deterioration. A further object of the invention is to provide an electrophotographic developer containing a polarity control agent with improved properties. In the compound having the above general formula according to the present invention, salt-forming elements include lithium, sodium, potassium, calcium, magnesium, barium,
Mention may be made of manganese, aluminum and cobalt. The compounds of the present invention are specifically shown below.
【式】【formula】
【式】【formula】
【式】【formula】
【式】【formula】
【式】【formula】
【式】【formula】
【式】
本発明の極性制御剤は顔料に対して通常0.01〜
20重量％好ましくは１〜10重量％の割合で使用す
るのが適当である。本発明の極性制御剤は通常の
無機および有機顔料と一緒に使用できる。無機顔
料としては例えばカーボンブラツク、アセチレン
ブラツクおよび黒鉛などの黒色顔料、ベンガラな
どの赤色顔料、黄鉛などの黄色顔料、紺青などの
青色顔料がある。また、有機顔料としては例えば
ハンザイエロー、ベンチジンイエローおよびパー
マネントレツドなどのアゾ系顔料、フタロシアニ
ンブルーなどのフタロシアニン系顔料、キナクリ
ドンマゼンタ、キナクリドンレツドおよびキナク
リドンオレンジ等のキナクリドン系顔料がある。
本発明の極性制御剤に使用可能な分散媒は水ま
たはアルコールのような極性溶剤または非水溶剤
である。非水溶剤としては例えば脂肪族、脂環式
および芳香族の炭化水素溶剤があり、好ましくは
イソパラフイン系溶剤（b.p.100〜200℃）が適当
である。一般的に云えば、本発明の電子写真用液
体現像剤はそれぞれ所望組成に配合した着色剤、
溶剤（分散媒）、樹脂および極性制御剤を適当な
分散手段で分散することによつて調製される。ボ
ールミル、アトライター、サンドミル、三本ロー
ル、熱ロールおよびケデイミル等を使用するのが
適当である。
次に、本発明を実施例によつてさらに詳細に説
明する。例中、部はすべて重量部である。
実施例 １
下記成分すなわち
カーボン（三菱＃44） 10部
ポリステアリルメタクリレート 50〃
ポリブチルメタクリレート 20〃
アイソパーＨ（エクソン社製品、イソパラフイン
系溶剤） 100〃
極性制御剤〔化合物(E)〕 ５〃
をアトライターで４時間分散する。得られた分散
液の10ｇをアイソパーH1000mlに分散して現像剤
を調製した。現像剤調製直後のトナーの平均粒径
は0.28μでありゼータ電位は68ｍＶであつた。こ
の現像剤を常温下で３ケ月間保存したところトナ
ーの平均粒径は0.26μであり、ゼータ電位は80ｍ
Ｖであつた。沈降物も微量であつた。
実施例 ２
下記成分すなわち
ポリラウリルメタクリレート 50部
アイソパーＨ 100〃
カーボン（三菱MA−11） 10〃
極性制御剤〔化合物(F)〕 15〃
ボールミルで10時間分散した。その分散液の８
ｇをアイソパーH1000mlに分散して現像剤を調製
した。調製直後のトナーの平均粒径は0.25μであ
り、ゼータ電位は92ｍＶであつた。この現像剤を
常温下で３ケ月間保存したところ平均粒径は
0.26μであり、ゼータ電位は93ｍＶであつた。
実施例 ３〜11
実施例１に記載した各成分の代りに以下の表１
に記載した各成分を用いる以外には全く同様にし
て各現像剤を調製した。各現像剤を評価した結果
を以下の表２に示す。[Formula] The polarity control agent of the present invention is usually 0.01 to 0.01 to the pigment.
It is suitable to use it in a proportion of 20% by weight, preferably 1 to 10% by weight. The polarity control agents of the present invention can be used together with conventional inorganic and organic pigments. Inorganic pigments include, for example, black pigments such as carbon black, acetylene black and graphite, red pigments such as red red pigment, yellow pigments such as yellow lead, and blue pigments such as navy blue. Examples of organic pigments include azo pigments such as Hansa Yellow, Benzidine Yellow and Permanent Red, phthalocyanine pigments such as Phthalocyanine Blue, and quinacridone pigments such as Quinacridone Magenta, Quinacridone Red and Quinacridone Orange. The dispersion medium that can be used in the polarity control agent of the present invention is a polar solvent such as water or alcohol, or a non-aqueous solvent. Examples of the non-aqueous solvent include aliphatic, alicyclic and aromatic hydrocarbon solvents, and isoparaffinic solvents (bp 100 to 200°C) are suitable. Generally speaking, the electrophotographic liquid developer of the present invention includes a colorant, which is blended into a desired composition, and
It is prepared by dispersing a solvent (dispersion medium), resin and polarity control agent using a suitable dispersion means. It is suitable to use ball mills, attritors, sand mills, three-roll mills, hot rolls, peddy mills, and the like. Next, the present invention will be explained in more detail with reference to Examples. In the examples, all parts are by weight. Example 1 The following components: Carbon (Mitsubishi #44) 10 parts Polystearyl methacrylate 50 Polybutyl methacrylate 20 Isopar H (Exxon product, isoparaffinic solvent) 100 Polarity control agent [Compound (E)] 5 Disperse with attritor for 4 hours. A developer was prepared by dispersing 10 g of the obtained dispersion in 1000 ml of Isopar H. The average particle size of the toner immediately after developer preparation was 0.28 μ, and the zeta potential was 68 mV. When this developer was stored at room temperature for 3 months, the average particle size of the toner was 0.26μ, and the zeta potential was 80μ.
It was V. There was also a very small amount of sediment. Example 2 The following components: polylauryl methacrylate 50 parts Isopar H 100 Carbon (Mitsubishi MA-11) 10 Polarity control agent [Compound (F)] 15 Dispersion was performed in a ball mill for 10 hours. 8 of the dispersion
A developer was prepared by dispersing g in 1000 ml of Isopar H. The average particle size of the toner immediately after preparation was 0.25 μ, and the zeta potential was 92 mV. When this developer was stored at room temperature for 3 months, the average particle size was
0.26μ, and the zeta potential was 93mV. Examples 3 to 11 The following Table 1 was substituted for each component described in Example 1.
Each developer was prepared in exactly the same manner except for using each component described in . The results of evaluating each developer are shown in Table 2 below.
【表】【table】
【表】
上記実施例に示される結果から明らかなよう
に、本発明の極性制御剤を使用した現像剤は正ま
たは負に明瞭に帯電するとともにすぐれた分散安
定性を示した。例えば、ゼータ電位が60〜90ｍＶ
と高く長期保存してもトナーの沈降物はほとんど
なかつた。またトナーの平均粒径も変化しなかつ
た。
また、本発明の極性制御剤を含有した現像剤を
用いるとコピーの画像が初期および多数枚（１万
枚以上）コピー後もほとんど変化しないという利
点がある。特に、にじみ画像が少なく、画像濃度
も一定であつた。
本発明の極性制御剤は電子写真用の液体現像剤
にはもちろん、乾式現像剤にも有効であるのみな
らず、塗料、ラツカー、インキ、ペイント等の顔
料分散にも用いることが可能である。[Table] As is clear from the results shown in the above examples, the developer using the polarity control agent of the present invention was clearly charged positively or negatively and exhibited excellent dispersion stability. For example, the zeta potential is 60 to 90 mV
Even after long-term storage at a high temperature, there was almost no toner sediment. Furthermore, the average particle size of the toner did not change. Further, when the developer containing the polarity control agent of the present invention is used, there is an advantage that the copied image hardly changes at the initial stage and after copying a large number of copies (10,000 copies or more). In particular, there were few blurred images and the image density was constant. The polarity control agent of the present invention is effective not only in liquid developers for electrophotography but also in dry developers, and can also be used for dispersing pigments in paints, lacquers, inks, paints, and the like.
Claims (1)
子であるかまたはジアルキルアミノメチル基であ
る）の化合物またはそのアルカリあるいはアルカ
リ土類金属、アルミニウム、マンガンまたはコバ
ルトの塩を含有することを特徴とする、電子写真
用現像剤。[Claims] 1 General formula as a polarity control agent (wherein R 1 is an alkyl group and R 2 is a hydrogen atom or a dialkylaminomethyl group) or its alkali or alkaline earth metal, aluminum, manganese or cobalt salts. Characteristics of electrophotographic developer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56025314A JPS57139753A (en) | 1981-02-23 | 1981-02-23 | Electrophotographic developer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56025314A JPS57139753A (en) | 1981-02-23 | 1981-02-23 | Electrophotographic developer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57139753A JPS57139753A (en) | 1982-08-28 |
| JPS6338701B2 true JPS6338701B2 (en) | 1988-08-01 |
Family
ID=12162533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56025314A Granted JPS57139753A (en) | 1981-02-23 | 1981-02-23 | Electrophotographic developer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57139753A (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2572756B2 (en) * | 1986-11-07 | 1997-01-16 | 三菱化学株式会社 | Toner for electrostatic image development |
| US4891286A (en) * | 1988-11-21 | 1990-01-02 | Am International, Inc. | Methods of using liquid tower dispersions having enhanced colored particle mobility |
| US5002848A (en) * | 1989-09-15 | 1991-03-26 | E. I. Du Pont De Nemours And Company | Substituted carboxylic acids as adjuvants for positive electrostatic liquid developers |
| US5308731A (en) * | 1993-01-25 | 1994-05-03 | Xerox Corporation | Liquid developer compositions with aluminum hydroxycarboxylic acids |
| US6132916A (en) * | 1996-11-21 | 2000-10-17 | Minolta Co., Ltd. | Toner for developing electrostatic latent images |
| JPWO2005026844A1 (en) * | 2003-09-12 | 2007-10-04 | 日本ゼオン株式会社 | Toner for electrostatic image development |
| JP2007009192A (en) | 2005-05-31 | 2007-01-18 | Fujifilm Holdings Corp | Non-spherical polymer fine particle, method for producing the same, and composition containing the fine particle |
-
1981
- 1981-02-23 JP JP56025314A patent/JPS57139753A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57139753A (en) | 1982-08-28 |
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