JPH0222945B2 - - Google Patents
Info
- Publication number
- JPH0222945B2 JPH0222945B2 JP57139189A JP13918982A JPH0222945B2 JP H0222945 B2 JPH0222945 B2 JP H0222945B2 JP 57139189 A JP57139189 A JP 57139189A JP 13918982 A JP13918982 A JP 13918982A JP H0222945 B2 JPH0222945 B2 JP H0222945B2
- Authority
- JP
- Japan
- Prior art keywords
- dye
- group
- powder
- 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 - Lifetime
Links
- 239000000843 powder Substances 0.000 claims description 28
- 239000003086 colorant Substances 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- -1 sulfomethyl group Chemical group 0.000 claims description 6
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical group NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 32
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 229920003002 synthetic resin Polymers 0.000 description 4
- 239000000057 synthetic resin Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 239000000434 metal complex dye Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000010953 Ames test Methods 0.000 description 1
- 231100000039 Ames test Toxicity 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 230000002794 monomerizing effect Effects 0.000 description 1
- 231100000150 mutagenicity / genotoxicity testing Toxicity 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance 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
- G03G9/09—Colouring agents for toner particles
- G03G9/0906—Organic dyes
- G03G9/091—Azo dyes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
Description
本発明は電子写真用現像粉に関するものであ
る。電子写真は、光導電性物質などにより構成さ
れた光導電体上に静電潜像を構成し、これを粉末
現像剤で現像し顕像化、さらに熱あるいは溶剤で
定着する方法が一般的である。
このような電子写真の現像剤としトナーと呼ば
れる樹脂と着色剤とからなる微粒子粉末と、キヤ
リヤーと呼ばれる微小なガラス玉または鉄粉との
混合物が使用される。
本発明はこのトナーと呼ばれる現像粉に関する
ものである。
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。そこで負の静電潜像上に
正に帯電した現像粉で現像するとオリジナルと一
致したポジーポジ像が生ずる。しかし正の静電潜
像上に負に帯電した現像粉で現像を行うと黒白の
トーンが逆になつてオリジナルの陰画すなわちポ
ジーネガ像が得られる。このように電子写真用の
現像粉としては正に帯電した現像粉と負に帯電し
た現像粉の二種類がある。
本発明はこのうち負に帯電する現像粉に関する
ものである。
一般に現像粉は合成樹脂に染料、顔料などの着
色剤を混合した微粒子粉末である。
現像粉を負に帯電するため、それに混合する染
料は着色とともに荷電制御剤としての静電特性が
重要な役割を果している。とくに着色剤として従
来使用されている染料、顔料はほとんど正に帯電
するものが多く、負に荷電するとしても帯電性が
弱く、正反像が入りまじつたり、かぶりを生じた
りして鮮明な画像が得られなかつた。
本発明者らは、この点に着目して負の特性を有
し、とくに使用樹脂との相容性がきわめて良好な
染料を開発した。この結果従来使用されていた着
色剤の欠点をすべて改良した静電特性のすぐれた
現像粉を製造することができた。すなわち、
本発明は、次式
（式中、R1はアミノ基、アセチルアミノ基、ス
ルホアミド基、スルホメチル基、ベンゾイルアミ
ノ基（置換ベンゾイルアミノ基を含む）を表わ
し、R2はニトロ基、ハロゲン原子を表わし、R3
は水素原子、ハロゲン原子を表わし、ｎは１また
は２、ｍは１〜３の整数を表わし、ｎ＋ｍの合計
は４以下であり、Ｍはクロムまたはコバルト原子
を表わす。）で表わされる２：１型金属錯塩染料
を荷電制御剤および着色剤として含有する電子写
真用現像粉である。
上記染料は静電的に負に帯電する性質を有し、
したがつて適当な現像用樹脂と所望の割合で混合
して負に帯電する現像粉をきわめて容易にうるこ
とができる。
また上記式(1)で示される染料に類似するトナー
用着色剤としての２：１型金属錯塩染料は次に詳
述するように数多くあるが、本発明に係る染料は
公知染料と比較して、現像粉用樹脂に対する相容
性がとくに良好である。したがつて現像粉微粒子
のそれぞれに均一に分布する。このことは現像粉
の帯電特性に対し重要な点である。さらに本発明
の染料はそれ自身、負帯電量がきわめて大であ
る。
２：１型金属錯塩染料をトナーに使用する例と
しては、たとえば特公昭41−6397号公報、特公昭
41−12915号公報、特公昭41−20153号公報、特公
昭43−27596号公報、特公昭51−29827号公報、特
開昭47−5637号公報、特開昭49−21151号公報お
よび特開昭49−27229号公報をあげることができ
る。しかしながらこれらの公知染料はいずれも染
料母体構造の負電荷に対する対イオンがアルカリ
金属イオン、アルカリ土類金属イオン、アンモニ
ウムイオン、脂肪族アンモニウムイオン、脂環族
アンモニウムイオン、異節環状アンモニウムイオ
ンであり、本発明に係る染料の対イオンHとは
異なつている。
本発明者らは、種々検討の結果染料の対イオン
をHとすることにより、トリボ電荷量が極めて
高くなり、さらに樹脂との相容性がきわめて良好
となることを発見し本発明を完成した。本発明の
染料が樹脂との相容性がとくに良好となる理由に
ついては必ずしも明確ではないが、本発明の染料
はかさ比重がとくに小であり、また染料粒子が柔
らかく分割され易いことに起因するものと思われ
る。
本発明の現像粉に使用される式(1)の染料は、
一般式
（式中、R2、R3およびｎ、ｍは前に定義した通
りである。）で表わされるジアゾ成分を常法によ
りジアゾ化し、このジアゾ化物を、下記一般式
（式中、R1は前に定義した通りである。）で表わ
されるアゾ成分と常法に従いカツプリングするこ
とにより、下記一般式
（式中、R1、R2、R3、ｎおよびｍは前に定義し
た通りである。）で表わされるモノアゾ化合物を
合成することができる。次にこのモノアゾ化合物
を水あるいは有機溶媒中、常法によりクロム化付
与剤あるいはコバルト化付与剤で処理して得られ
る。一般には次式(5)
（式中Ａ
はアルカリ金属イオンまたはアンモニ
ウムイオンを表わし、R1、R2、R3、ｎ、ｍは前
に定義した通りである。）
で表わされる２：１型金属錯塩染料を含水アルコ
ールに分散し、化学量論的にやや過剰の塩酸また
は硫酸を加えることにより対イオンをＨ
とし容
易に得ることができる。この場合アルコールとし
てはメタノール、エタノール、プロパノール、ブ
タノールなどの低級アルコールを好適に使用する
ことができ、アルコールの濃度は30〜50％の範囲
が好ましい。
このようにして得られる本発明に係る染料は、
その結晶が非常に柔らかく乾燥後の粉砕工程を省
略して製品とすることができる。さらに驚くべき
ことにはそのかさ比重が極端に小さくなり、公知
染料との比較では1/3〜1/6となる。このことはト
ナー用の荷電制御剤および着色剤として現像粉用
樹脂との相容性がきわめて良いことを示してい
る。また、本発明に係る染料は変異原性試験（エ
ームズテスト）で陰性を呈する。
本発明の現像粉は、(1)の染料を合成樹脂に対し
重量比で１〜50％の範囲で溶融調合し、固化した
後ボールミルその他の粉砕機で粉砕するか、また
は合成樹脂モノマーに重合開始剤を加え、これに
染料をモノマーに対して重量比で１〜50％の範囲
で加え、混合物を水中に懸濁しながら重合するこ
とにより製造することができる。この際染料とし
て他の着色剤あるいはカーボンブラツクなどを加
えても差支えない。このようにして製造された現
像粉は、キヤリアーとの摩擦により静電像の現像
に適した帯電量を与え、現像の繰返しにおいても
帯電量は一定に保持されており、帯電分布も均一
でしかも一定に保持される。従つてこの現像粉を
用いて現像された画像は、均一で一定の濃度を有
しており、従来の負の現像粉に比較して非常に鮮
明なものである。
以下製造例、実施例により本発明を詳細に説明
する。
実施例 １
上式で示される染料10部を50％エタノール水溶
液80部に分散し、はげしくかきまぜながら36％塩
酸20部を加え、２時間かきまぜたのち水120部に
あけ、ロ過する。染料ケーキを水50部で洗浄し、
乾燥し次の構造式
で表わされる染料9.5部を得た。この染料は原料
に使用した染料と比較してそのかさ比重は1/2に
減少していた。次にこの染料５部にスチレン系合
成樹脂100とカーボンブラツク５部とを加えよく
混合後、加熱融解させ、冷却後ボールミル中で粉
砕し、負に帯電する微細な現像粉を得た。次いで
黒色に着色したこの現像粉を重量比５：100で直
径100〜150μの鉄粉と混合して現像剤を得た。＋
5000のコロナ放電により帯電させたセレン感光
板上に正の静電気潜像を形成させ、前記現像剤を
用いて磁気刷子法により現像したところポジ像を
得た。このポジ像上に＋5000のコロナ放電を与
えて紙に転写させ、加熱定着することによりかぶ
りなどのない鮮明な画像が得られた。またランニ
ング時（１万回）、トナーの現像特性に大きな変
化がなかつた。なおトナーの帯電量はブローオフ
法で測定したところ、平均して−22μc/ｇであ
り、又帯電分布は−21〜−23μc/ｇでほゞ均一で
あつた。
一方、比較のため本実験例で本発明の染料の代
りに、下記公知の染料
を使用した場合、得られた画像は地汚れが生じ不
鮮明となり、ランニング時（１万回）、トナーの
現像特性が大きく変化し実用的な画像が形成でき
なかつた。このトナーの平均帯電量は−11μc/ｇ
であり、帯電量分布は−２〜−25μc/ｇで不均一
であつた。
以下、表−１に示す２：１型金属錯塩化合物を
用いた以外は実施例１と全く同様の操作を行なつ
た。得られたトナーの帯電量分布およランニング
結果についても併せて表−１に記載した。
The present invention relates to a developing powder for electrophotography. Electrophotography generally involves forming an electrostatic latent image on a photoconductor made of a photoconductive substance, developing this image with a powder developer to make it visible, and then fixing it with heat or a solvent. be. As a developer for such electrophotography, a mixture of a fine particle powder called a toner consisting of a resin and a colorant, and microscopic glass beads or iron powder called a carrier is used. The present invention relates to this developing powder called toner. The photoconductor layer can be positively or negatively charged so that exposure under the original produces a positive or negative electrostatic latent image. Therefore, if the negative electrostatic latent image is developed with positively charged developer powder, a positive image matching the original is generated. However, when a positively electrostatic latent image is developed with negatively charged developer powder, the black and white tones are reversed and a negative image of the original, that is, a positive negative image is obtained. As described above, there are two types of developer powder for electrophotography: positively charged developer powder and negatively charged developer powder. The present invention relates to negatively charged developer powder. Generally, developer powder is a fine powder made by mixing synthetic resin with coloring agents such as dyes and pigments. In order to charge the developing powder negatively, the dye mixed therein plays an important role not only in coloring but also in its electrostatic properties as a charge control agent. In particular, most of the dyes and pigments conventionally used as coloring agents are positively charged, and even if they are negatively charged, their chargeability is weak, resulting in mixed mirror images or fog, resulting in sharp images. I couldn't get an image. The present inventors focused on this point and developed a dye that has negative characteristics and particularly has extremely good compatibility with the resin used. As a result, it was possible to produce a developing powder with excellent electrostatic properties that improved all the drawbacks of conventionally used colorants. That is, the present invention provides the following formula (In the formula, R 1 represents an amino group, an acetylamino group, a sulfamide group, a sulfomethyl group, or a benzoylamino group (including substituted benzoylamino groups), R 2 represents a nitro group or a halogen atom, and R 3
represents a hydrogen atom or a halogen atom, n represents 1 or 2, m represents an integer of 1 to 3, the sum of n+m is 4 or less, and M represents a chromium or cobalt atom. This is an electrophotographic developing powder containing a 2:1 type metal complex salt dye represented by ) as a charge control agent and a coloring agent. The above dye has the property of being negatively charged electrostatically,
Therefore, a negatively charged developing powder can be obtained very easily by mixing with a suitable developing resin in a desired ratio. In addition, there are many 2:1 type metal complex dyes as toner colorants similar to the dye represented by formula (1) above, as detailed below, but the dye according to the present invention is more effective than known dyes. , has particularly good compatibility with developing powder resins. Therefore, the developer powder is uniformly distributed in each of the fine particles. This is an important point regarding the charging characteristics of the developing powder. Furthermore, the dye of the present invention itself has an extremely large amount of negative charge. Examples of using 2:1 type metal complex dyes in toners include, for example, Japanese Patent Publication No. 41-6397;
No. 41-12915, Japanese Patent Publication No. 41-20153, Japanese Patent Publication No. 43-27596, Japanese Patent Publication No. 51-29827, Japanese Patent Application Publication No. 47-5637, Japanese Patent Publication No. 49-21151 and Publication No. 49-27229 can be mentioned. However, in all of these known dyes, the counter ion to the negative charge of the dye matrix structure is an alkali metal ion, an alkaline earth metal ion, an ammonium ion, an aliphatic ammonium ion, an alicyclic ammonium ion, or a heterocyclic ammonium ion. It is different from the counter ion H of the dye according to the present invention. As a result of various studies, the present inventors discovered that by using H as the counter ion of the dye, the amount of triboelectric charge becomes extremely high, and the compatibility with the resin becomes extremely good, and the present invention was completed. . The reason why the dye of the present invention has particularly good compatibility with resin is not necessarily clear, but it is due to the fact that the dye of the present invention has a particularly low bulk specific gravity and the dye particles are soft and easily divided. It seems to be. The dye of formula (1) used in the developing powder of the present invention has the general formula (wherein R 2 , R 3 , n, and m are as defined above) is diazotized by a conventional method, and this diazotized product is converted to the following general formula (In the formula, R 1 is as defined above.) By coupling with the azo component represented by the formula according to the conventional method, the following general formula Monoazo compounds of the formula (wherein R 1 , R 2 , R 3 , n and m are as defined above) can be synthesized. Next, this monoazo compound is treated with a chromation-imparting agent or a cobalt-imparting agent in water or an organic solvent by a conventional method. Generally, the following formula (5) (In the formula, A represents an alkali metal ion or an ammonium ion, and R 1 , R 2 , R 3 , n, and m are as defined above.) By dispersing and adding a slightly stoichiometric excess of hydrochloric acid or sulfuric acid, the counter ion can be easily obtained as H 2 . In this case, lower alcohols such as methanol, ethanol, propanol, and butanol can be suitably used as the alcohol, and the alcohol concentration is preferably in the range of 30 to 50%. The dye according to the present invention obtained in this way is
The crystals are very soft and can be manufactured into products by omitting the pulverization process after drying. Furthermore, surprisingly, the bulk specific gravity is extremely small, being 1/3 to 1/6 compared to known dyes. This shows that it has very good compatibility with the developing powder resin as a charge control agent and coloring agent for toner. Moreover, the dye according to the present invention exhibits negative results in a mutagenicity test (Ames test). The developing powder of the present invention is prepared by melting and blending the dye (1) in a weight ratio of 1 to 50% based on the synthetic resin, solidifying it, and then pulverizing it with a ball mill or other pulverizer, or polymerizing it into a synthetic resin monomer. It can be produced by adding an initiator, adding thereto a dye in a weight ratio of 1 to 50% based on the monomer, and polymerizing the mixture while suspending it in water. At this time, other colorants or carbon black may be added as a dye. The developer powder produced in this way provides an amount of charge suitable for developing an electrostatic image through friction with the carrier, and the amount of charge remains constant even after repeated development, and the charge distribution is uniform. held constant. Therefore, images developed using this developing powder have uniform and constant density, and are much clearer than conventional negative developing powders. The present invention will be explained in detail below using production examples and examples. Example 1 Disperse 10 parts of the dye represented by the above formula in 80 parts of a 50% ethanol aqueous solution, add 20 parts of 36% hydrochloric acid while stirring vigorously, stir for 2 hours, pour into 120 parts of water, and filter. Wash the dye cake with 50 parts of water;
Dried and the following structural formula 9.5 parts of a dye of the formula was obtained. The bulk specific gravity of this dye was reduced to 1/2 compared to the dye used as the raw material. Next, 100 parts of styrene synthetic resin and 5 parts of carbon black were added to 5 parts of this dye, mixed well, heated and melted, cooled and ground in a ball mill to obtain a fine, negatively charged developing powder. Next, this black-colored developing powder was mixed with iron powder having a diameter of 100 to 150 μm at a weight ratio of 5:100 to obtain a developer. +
A positive electrostatic latent image was formed on a selenium photosensitive plate charged by corona discharge at 5,000 ml, and developed by a magnetic brush method using the developer to obtain a positive image. By applying a +5000 corona discharge to this positive image, transferring it to paper, and fixing it by heating, a clear image without fogging was obtained. Further, during running (10,000 times), there was no significant change in the development characteristics of the toner. The charge amount of the toner was measured by the blow-off method and was found to be -22 .mu.c/g on average, and the charge distribution was approximately uniform from -21 to -23 .mu.c/g. On the other hand, for comparison, in this experimental example, the following known dye was used instead of the dye of the present invention. When using the toner, the obtained image had background smudges and became unclear, and during running (10,000 times), the development characteristics of the toner changed significantly, making it impossible to form a practical image. The average charge amount of this toner is -11μc/g
The charge amount distribution was non-uniform between -2 and -25 μc/g. Hereinafter, the same operation as in Example 1 was performed except that the 2:1 type metal complex salt compound shown in Table 1 was used. The charge amount distribution and running results of the obtained toner are also listed in Table 1.
【表】【table】
【表】【table】
【表】【table】
【表】【table】
【表】【table】
【表】【table】
【表】【table】
Claims (1)
ルホアミド基、スルホメチル基、ベンゾイルアミ
ノ基（置換ベンゾイルアミノ基を含む）を表わ
し、R2はニトロ基、ハロゲン原子を表わし、R3
は水素原子、ハロゲン原子を表わし、ｎは１また
は２、ｍは１〜３の整数を表わし、ｎ＋ｍの合計
は４以下であり、Ｍはクロムまたはコバルト原子
を表わす。）で表わされる２：１型金属錯塩化合
物を荷電制御剤および着色剤として含有すること
を特徴とする電子写真用現像粉。[Claims] 1. The following general formula (In the formula, R 1 represents an amino group, an acetylamino group, a sulfamide group, a sulfomethyl group, or a benzoylamino group (including substituted benzoylamino groups), R 2 represents a nitro group or a halogen atom, and R 3
represents a hydrogen atom or a halogen atom, n represents 1 or 2, m represents an integer of 1 to 3, the sum of n+m is 4 or less, and M represents a chromium or cobalt atom. An electrophotographic developing powder containing a 2:1 type metal complex salt compound represented by ) as a charge control agent and a colorant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57139189A JPS5929253A (en) | 1982-08-12 | 1982-08-12 | Powdered developer for electrophotography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57139189A JPS5929253A (en) | 1982-08-12 | 1982-08-12 | Powdered developer for electrophotography |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5929253A JPS5929253A (en) | 1984-02-16 |
| JPH0222945B2 true JPH0222945B2 (en) | 1990-05-22 |
Family
ID=15239624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57139189A Granted JPS5929253A (en) | 1982-08-12 | 1982-08-12 | Powdered developer for electrophotography |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5929253A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59228259A (en) * | 1983-06-09 | 1984-12-21 | Hodogaya Chem Co Ltd | Toner for electrophotography |
| JPS6191667A (en) * | 1984-10-11 | 1986-05-09 | Orient Kagaku Kogyo Kk | Electrostatic charge image developing toner |
| JPH0742451B2 (en) * | 1986-07-31 | 1995-05-10 | 保土谷化学工業株式会社 | Near infrared absorber |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5267331A (en) * | 1975-12-01 | 1977-06-03 | Canon Inc | Electrophotographic toner |
| JPS5635142A (en) * | 1979-08-30 | 1981-04-07 | Nippon Kayaku Co Ltd | Electrophotographic printing toner |
-
1982
- 1982-08-12 JP JP57139189A patent/JPS5929253A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5267331A (en) * | 1975-12-01 | 1977-06-03 | Canon Inc | Electrophotographic toner |
| JPS5635142A (en) * | 1979-08-30 | 1981-04-07 | Nippon Kayaku Co Ltd | Electrophotographic printing toner |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5929253A (en) | 1984-02-16 |
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