JPH02293870A - Toner for developing electrostatic charge image - Google Patents
Toner for developing electrostatic charge imageInfo
- Publication number
- JPH02293870A JPH02293870A JP1114207A JP11420789A JPH02293870A JP H02293870 A JPH02293870 A JP H02293870A JP 1114207 A JP1114207 A JP 1114207A JP 11420789 A JP11420789 A JP 11420789A JP H02293870 A JPH02293870 A JP H02293870A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- carbon black
- styrene
- resin
- copolymer
- 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.)
- Granted
Links
- 239000006229 carbon black Substances 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 18
- 239000011347 resin Substances 0.000 claims abstract description 18
- 239000000049 pigment Substances 0.000 claims abstract description 11
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 239000003086 colorant Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 4
- 239000012188 paraffin wax Substances 0.000 abstract description 4
- 239000011230 binding agent Substances 0.000 abstract description 3
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004793 Polystyrene Substances 0.000 abstract description 2
- 229920002223 polystyrene Polymers 0.000 abstract description 2
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 description 20
- 150000001875 compounds Chemical class 0.000 description 14
- 238000000034 method Methods 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- -1 polyethylene Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- QECVIPBZOPUTRD-UHFFFAOYSA-N N=S(=O)=O Chemical compound N=S(=O)=O QECVIPBZOPUTRD-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 229910000859 α-Fe Inorganic materials 0.000 description 2
- NKELEQZBIMMAPC-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.ClC1=CC=C(C=C)C=C1 NKELEQZBIMMAPC-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910017518 Cu Zn Inorganic materials 0.000 description 1
- 229910017752 Cu-Zn Inorganic materials 0.000 description 1
- 229910017943 Cu—Zn Inorganic materials 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920007962 Styrene Methyl Methacrylate Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000006231 channel black Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 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
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 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
- 230000007547 defect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical class [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000006233 lamp black 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
- ADFPJHOAARPYLP-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;styrene Chemical compound COC(=O)C(C)=C.C=CC1=CC=CC=C1 ADFPJHOAARPYLP-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 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
- 239000003208 petroleum Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 108091008695 photoreceptors Proteins 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920002102 polyvinyl toluene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920006249 styrenic copolymer Polymers 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000006234 thermal black Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Developing Agents For Electrophotography (AREA)
Abstract
Description
［ａ業上の利用分野］
本発明は電子写真、静電記録、静電印刷などにおける静
電荷像を現像する静電荷像現像用トナーに関する．
［従来の技術］
電気的潜像をトナーにより現像して可視画像を形成する
方法として従来、静電印刷法或いは電子写真法等が著名
である．例えば、電子写真法としては、米国特許第２，
２９７，６９１号明細書、特公昭４２−２３９１０号公
報、特公昭４３−２４７４８号公報等に記載された種々
の方法が周知である．一般には、先導電性物買を利用し
種々の手段により光導電性を示す感光体上に電気的潜像
を形成し、次いで該潜像をトナーで現像して可視像を得
るか、又は必要に応じて紙等に粉像を転写した後加熱、
加圧或いは溶剤蒸気等により定着して可視像を得るもの
である．
従来、静電荷像現像用トナーには着色剤としてカーボン
ブラックが多く使用されていた。また、かかるトナーに
帯電制御剤として各種染顔料を使用する場合がある．た
とえばＣ．Ｉ．Ｐｉｇｍｅｎｔ ｂｌｕｅ１５に代表さ
れる銅−フタ口シアニン、特開昭５２−４５９３１号公
報に記載されている銅一フタ口シアニンのスルホニルア
ミン話導体、また、特開昭６０−７４３５号公報に記載
のＣ．Ｉ．Ｐｌｇａ＋ｅｎｔ Ｒｅｄ ４８等が挙げら
れる．
しかし、銅一フタ口シアニン、銅−フタ口シアニンのス
ルホニルアミン誘導体をカーボンプラックとともに用い
ると、トナーとして青味を有したシャープな黒色を呈す
る反面、水素基、スルホン基が吸湿性を有するために、
高温下において十分な帯電性が得られない，また、特開
昭６０−７４３５号公報記載のＣ．Ｉ．Ｐｉｇｍｅｎｔ
Ｒｅｄ ４８のように赤色の染顔料をカーボンプラッ
クとともに用いるとトナーは赤味を帯び、画像のシャー
プ性に欠ける．また、この顔料を用いると樹脂との相溶
性が不十分で、着色剤の分散性を悪くしカーボンブラッ
クの着色力を減じせしめたり局部的な帯電のバラツキを
生じる不都合があった．
［発明が解決しようとする課題］
本発明の目的は上記のような問題点を解決し、十分な着
色力を有しシャープな画像を呈し樹脂との相溶性に優れ
、帯電性、特に摩擦帯電における帯電の立ち上がりが良
好な静電荷像現像用トナーを提供することにある．
［課題を解決するための手段及び作用］本発明の特徴と
するところは、樹脂、カーボンブラック、及び一般式（
１）で示される顔料を必須成分として含有する静電荷像
現像用トナーにある。
一般式（Ｉ）
Ｒ，Ｒ’：炭素数１〜５のアルキレン基但し、ＸＩ””
’Ｘ４のすべてが−Ｈの場合を除＜．】本発明トナーに
適用する結着樹脂としては公知のものがすべて使用可能
であるが、例えばボリスチレン、ボリｐ−クロルスチレ
ン、ポリビニルトルエンなどのスチレン及びその置換体
の単重合体、スチレン−ｐ−クロルスチレン共重合体、
スチレンープロピレン共重合体、スチレンービニルトル
エン共重合体、スチレンービニルナフタリン共重合体、
スチレンーアクリル酸メチル共重合体、スチレンーアク
リル酸エチル共重合体、スチレンーアクリル酸ブチル共
重合体、スチレンーアクリル酸オクチル共重合体、スチ
レンーメタクリル酸メチル共重合体、スチレンーメタク
リル酸エチル共重合体、スチレンーメタクリル酸ブチル
共重合体、スチレンーα−クロルメタクリル酸メチル共
重合体、スチレンーアクリ口ニトリル共重合体、スチレ
ンービニルメチルエーテル共重合体、スチレンービニル
エチルエーテル共重合体、スチレンービニルメチルケト
ン共重合体、スチレンーブタジェン共重合体、スチレン
ーイソブレン共重合体、スチレンーアクリ口ニトリルー
インデン共重合体、スチレンーマレイン酸共重合体、ス
チレンーマレイン酸エステル共重合体などのスチレン系
共重合体、ポリメチルメタクリレート、ポリブチルメタ
クリレート、ポリ塩化ビニル、ポリ酢酸ビニル、ポリエ
チレン、ボリブロビレン、ポリエステル、ポリウレタン
、ボリアミド、エボキシ樹脂、ポリビニルブチラール、
ポリアクリル酸樹脂、ロジン、変性口ジン、テルペン樹
脂、フェノール樹脂、脂肪族又は脂環族炭化水素樹脂、
芳香族系石油樹脂、塩素化バラフィン、パラフィンワッ
クスなどが単独或いは混合して使用できる。
本発明に適用するカーボンブラックは、着色できるもの
がすべて使用可能であるが、例えばファーネスブラック
、チャンネルブラック、サーマルブラック、ランプブラ
ック、などが挙げられる．カーボンブラックの添加量は
樹脂１００重量部に対し、２重量部から１３．５重量部
であり、添加量が２重量部未満であると、十分な着色力
が得られず樹脂や顔料の色の影響を受けてしまう．また
、１３．５重量部を越えて添加すると、カーボンブラッ
クの導電性のために十分良好な摩擦帯電が得られず、ま
た帯電の環境安定性を損うことになる．好ましくは３重
量部からｌＯ重量部であり、さらに好ましくは３重量部
から７重量部である．本発明トナーの構成成分として特
に重要なものは前記した一般式（１）で示される銅−フ
タ口シアニン系の化合物である．一般式ＣＩ）で示され
る化合物の具体例としては、式中のＸ Ｉ”’ Ｘ ４
が、等であるものが挙げられる。
この化合物は、カーボンブラックとともに用いると、結
着樹脂への相溶性が高いため均一分散され、トナーに良
好なシャープな画像を提供する．また、化合物の末端の
水素基を前記ａ》〜ｄ）に示される末端基に置換するた
め、帯電性が良好となり、特に高湿下において吸湿によ
る帯電不良を阻止できる．この一般式（Ｉ）で示される
化合物の使用量は、カーボンブラックとの添加量比がカ
ーボンブラック１００に対してｌＯ〜５０の範囲である
。
ｌＯ未満であれば、一般式（Ｉ）で示される化合物の帯
電制御的役割が十分でなく、逆に５０を越えると青味が
強すぎて黒色から青色へずれるおそれがある．好ましく
はカーボンブラック１００に対し２０〜４０である．
更に本発明トナーには必要に応じて荷電！＃Ｊ御剤を添
加してもよい。一例を挙げれば負性トナーとして使用す
る場合にはアルキルサリチル酸の金属キレート等が、正
性トナーとして使用する場合ではジメチルアミノエチル
メタクリレートースチレンコボリマー等が使用できる．
さらに本発明トナーが使用される現像剤に対してはコロ
イダルシリカなどの流動性改質剤をトナーに対して０．
０１重量％〜５重量％（好ましくは０．１重量％〜２ｌ
ｉ量％）程度添加してもよい．また、現像剤にキャリア
を使用する場合は従来から公知のものが使用できる．例
えば表面酸化または未酸化の鉄、ニッケル、銅、亜鉛、
コバルト、マンガン、クロム、希土類等の金属及びそれ
らの合金または酸化物及び上記の金属より成るフェライ
ト等が使用でき、その製造方法として特別な制約はない
．
また、上記キャリアの表面を樹脂等で被覆した系は、本
発明の現像剤として特に好ましい．その方法としては樹
脂等の被覆材を溶剤中に溶解もしくは懸濁せしめて塗布
し、キャ゛リアに付着せしめる方法、単に粉体で混合す
る方法等、従来公知の方法がいずれも適用できる。
次に本発明のトナーの一般的な製造方法について説明す
る．
先ず樹脂、カーボンブラック及び一般式（Ｉ）で示され
る（場合により帯電制御剤）をヘンシェルミキサー等で
均一に分散させた後、二一ダーエクスルーダー ロール
ミル等で溶融混練する．次に混練物をカッターミル、ハ
ンマーミル等で粗粉砕し、さらにジェットミル、■式ミ
ル等で微粉砕する．微粉砕物をＤＳ、ジグザグ分級機で
分級し、化合物場合により分級物中にシリカ等をヘンシ
ェルミキサー等で分散させる。
［実施例］
以下実施例をもって本発明を詳細に説明する。
尚、実施例中の部は全て重量部を示す。
ブリのないシャープな黒色画像が得られた。
火五旦ユ
実施例１における化合物［１１を具体例×１〜×３・・
・上記化合物をヘンシェルミキサーで均一に分散させた
後、ロールミルで溶融混練し、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
砕機で微粉砕する。得られた微粉末を分級し、１〜２０
μを選択しトナーとする。このトナー１０部に対してキ
ャリア（ Ｃｕ−Ｚｎフェライト）９０部を混合し現像
剤とした．この現像剤を用いて、磁気ブラシ現像装置を
有するＮＰ−５０００複写機（キヤノン■製）で高温高
温から低温低湿における環境で複写した。現像剤の２成
分ブローオフ法における帯電量を測定した結果、環境依
存性は良好で（第１図）、その複写物はカ実施例１と同
様に実施したところ帯電性も良好で（第１図）、かつシ
ャープな黒色画像が得られた．
上記化合物を実施例１と同様にしてトナーを製造し、そ
のトナーにコロイダルシリヵをトナーに対して１重量％
添加し、ＣＬＣ−１複写機（キヤノン■製）で複写した
。複写物はカブリのない極めてシャープな黒色を呈した
．
また、インダクタンストナー濃度検知できるよう改造し
たＣＬＣ−１複写機で耐久試験を行なった．その結果２
万枚耐久後もカブリ、とびちり等のない鮮明な黒色画像
が得られた．
匿灸■ユ
実施例１において、化合物［１１の代わりにＣ．Ｉ．Ｐ
ｉｇｍｅｎｔ ｂｌｕｅ １５を２部にする他は、実施
例１と全く同様にしてトナー及び現像剤を調製した．高
温高温環境で帯電が不十分で（第１図）、画像上にカブ
リやトナー飛散を生じた。
比較例２
実施例１において、化合物［１］の代わりにＣ．Ｉ．Ｐ
ｉｇｍｅｎｔ Ｒｅｄ ４８を２部にする他は、実施例
１と全く同様にトナー及び現像剤を調製した。ＮＰ−５
０００複写機（キヤノン■製）で複写した画像は、赤味
を帯び特にハーフトーン部で目立ち、画像のシャープ性
を欠きまた局部的な帯電のバラッキにより画像の濃淡ム
ラが生じた．
匿箆■ユ
実施例１において、カーボンブラックを２０重量部に増
量し、化合物［１１を使用しない以外は全く実施例１と
同様にトナー及び現像剤を調製した。
トナーの帯電量が低く（第１図）、画像上に多量のカブ
リを生じた．
［発明の効果］
本発明は黒色トナーの色味調整及び帯電量調節の目的で
化合物[Field of Industrial Use] The present invention relates to a toner for developing electrostatic images in electrophotography, electrostatic recording, electrostatic printing, etc. [Prior Art] Electrostatic printing, electrophotography, and the like are well-known methods for forming visible images by developing electrical latent images with toner. For example, as an electrophotographic method, U.S. Patent No.
Various methods described in Japanese Patent Publication No. 297,691, Japanese Patent Publication No. 42-23910, Japanese Patent Publication No. 43-24748, etc. are well known. In general, an electrical latent image is formed on a photoreceptor exhibiting photoconductivity by various means using a leading conductive material, and then the latent image is developed with toner to obtain a visible image, or If necessary, heat the powder image after transferring it to paper, etc.
A visible image is obtained by fixing under pressure or solvent vapor. Conventionally, carbon black has often been used as a colorant in toners for developing electrostatic images. In addition, various dyes and pigments may be used as charge control agents in such toners. For example, C. I. Pigment blue 15 is a representative example of copper-captate cyanine, a copper-captated cyanine sulfonylamine conductor described in JP-A-52-45931, and C described in JP-A-60-7435. ．． I. Examples include Plga+ent Red 48. However, when sulfonylamine derivatives of copper-hydrocyanine and copper-hydrocyanine are used together with carbon plaque, the toner exhibits a sharp black color with a bluish tinge, but on the other hand, because hydrogen groups and sulfone groups are hygroscopic, ,
In addition, the C.I. I. Pigment
When a red dye or pigment like Red 48 is used together with carbon plaque, the toner becomes reddish and the image lacks sharpness. Furthermore, when this pigment is used, its compatibility with the resin is insufficient, resulting in poor dispersibility of the colorant, reducing the coloring power of carbon black, and causing local charging variations. [Problems to be Solved by the Invention] The purpose of the present invention is to solve the above-mentioned problems, have sufficient coloring power, exhibit sharp images, have excellent compatibility with resins, and have excellent charging properties, especially frictional charging. An object of the present invention is to provide a toner for developing electrostatic images that has a good charge build-up. [Means and effects for solving the problems] The features of the present invention are that a resin, carbon black, and a compound of the general formula (
The toner for developing electrostatic images contains the pigment shown in 1) as an essential component. General formula (I) R, R': Alkylene group having 1 to 5 carbon atoms, however, XI""
'Except when all of X4 are -H<. ] All known binder resins can be used for the toner of the present invention, including monopolymers of styrene and its substituted products such as polystyrene, poly-p-chlorostyrene, polyvinyltoluene, and styrene-p-chlorostyrene. Chlorstyrene copolymer,
Styrene-propylene copolymer, styrene-vinyltoluene copolymer, styrene-vinylnaphthalene copolymer,
Styrene-methyl acrylate copolymer, styrene-ethyl acrylate copolymer, styrene-butyl acrylate copolymer, styrene-octyl acrylate copolymer, styrene-methyl methacrylate copolymer, styrene-ethyl methacrylate Copolymer, styrene-butyl methacrylate copolymer, styrene-α-methyl chloromethacrylate copolymer, styrene-acrylic nitrile copolymer, styrene-vinyl methyl ether copolymer, styrene-vinylethyl ether copolymer, styrene -vinylmethylketone copolymer, styrene-butadiene copolymer, styrene-isobrene copolymer, styrene-acrylic nitrile-indene copolymer, styrene-maleic acid copolymer, styrene-maleic acid ester copolymer, etc. Styrenic copolymers, polymethyl methacrylate, polybutyl methacrylate, polyvinyl chloride, polyvinyl acetate, polyethylene, polypropylene, polyester, polyurethane, polyamide, epoxy resin, polyvinyl butyral,
Polyacrylic acid resin, rosin, modified rosin, terpene resin, phenolic resin, aliphatic or alicyclic hydrocarbon resin,
Aromatic petroleum resins, chlorinated paraffin, paraffin wax, etc. can be used alone or in combination. Any carbon black that can be colored can be used as the carbon black used in the present invention, and examples thereof include furnace black, channel black, thermal black, lamp black, and the like. The amount of carbon black added is 2 to 13.5 parts by weight per 100 parts by weight of the resin. If the amount added is less than 2 parts by weight, sufficient coloring power may not be obtained and the color of the resin or pigment may change. I am affected by it. If more than 13.5 parts by weight is added, sufficient triboelectric charging cannot be obtained due to the conductivity of carbon black, and the environmental stability of charging will be impaired. The amount is preferably 3 parts by weight to 10 parts by weight, and more preferably 3 parts by weight to 7 parts by weight. Particularly important constituents of the toner of the present invention are the copper-phthalocyanine compounds represented by the above-mentioned general formula (1). Specific examples of the compound represented by the general formula CI) include
, etc. When used with carbon black, this compound has high compatibility with the binder resin, so it is uniformly dispersed and provides a good sharp image to the toner. Furthermore, since the terminal hydrogen group of the compound is substituted with the terminal group shown in a) to d) above, charging properties are improved, and charging defects due to moisture absorption can be prevented, especially under high humidity conditions. The amount of the compound represented by the general formula (I) to be added to carbon black is in the range of 10 to 50 to 100 parts of carbon black. If it is less than 1O, the charge control role of the compound represented by the general formula (I) will not be sufficient, and if it exceeds 50, the blue tint will be too strong and may shift from black to blue. Preferably it is 20 to 40 to 100 of carbon black. Furthermore, the toner of the present invention is charged as necessary! #J preparation may be added. For example, when used as a negative toner, a metal chelate of alkyl salicylic acid can be used, and when used as a positive toner, a dimethylaminoethyl methacrylate-styrene copolymer can be used. 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 a rate of 0.
01% to 5% by weight (preferably 0.1% to 2l)
It may be added in an amount of about i amount%). Furthermore, when using a carrier in the developer, conventionally known carriers can be used. For example, surface oxidized or unoxidized iron, nickel, copper, zinc,
Metals such as cobalt, manganese, chromium, and rare earths, their alloys or oxides, and ferrites made of the above metals can be used, and there are no special restrictions on the manufacturing method. Further, a system in which the surface of the carrier is coated with a resin or the like is particularly preferable as the developer of the present invention. As a method for this, any conventionally known method can be applied, such as a method in which a coating material such as a resin is dissolved or suspended in a solvent, applied, and adhered to a carrier, or a method in which a powder is simply mixed. Next, a general method for manufacturing the toner of the present invention will be explained. First, the resin, carbon black, and general formula (I) (and optionally a charge control agent) are uniformly dispersed using a Henschel mixer or the like, and then melt-kneaded using a 21-der extruder roll mill or the like. Next, the kneaded material is coarsely ground using a cutter mill, hammer mill, etc., and then finely ground using a jet mill, type mill, etc. The finely pulverized product is classified using a DS or zigzag classifier, and if necessary, silica or the like is dispersed in the classified product using a Henschel mixer or the like. [Example] The present invention will be explained in detail with reference to Examples below. In addition, all parts in the examples indicate parts by weight. A sharp black image without blur was obtained. Compound [11] in Example 1 x 1 to x 3...
- The above compound is uniformly dispersed using a Henschel mixer, then melt-kneaded using a roll mill, cooled, and then coarsely ground using a hammer mill, and then finely ground using an air jet type pulverizer. The obtained fine powder was classified and 1 to 20
Select μ and use it as toner. A developer was prepared by mixing 90 parts of carrier (Cu-Zn ferrite) with 10 parts of this toner. Using this developer, copies were made using an NP-5000 copying machine (manufactured by Canon ■) having a magnetic brush developing device in environments ranging from high temperature to low temperature and low humidity. As a result of measuring the amount of charge in the two-component blow-off method of the developer, the environmental dependence was good (Fig. 1), and when the copy was subjected to the same procedure as in Example 1, the charging property was also good (Fig. 1). ), and a sharp black image was obtained. A toner was produced using the above compound in the same manner as in Example 1, and 1% by weight of colloidal silica was added to the toner.
Copying was performed using a CLC-1 copying machine (manufactured by Canon ■). The copy exhibited an extremely sharp black color with no fog. In addition, durability tests were conducted using a CLC-1 copying machine modified to detect inductance toner concentration. Result 2
Even after 10,000 prints, clear black images with no fogging or smearing were obtained. In Moxibustion Example 1, the compound [11 was replaced by C. I. P
A toner and developer were prepared in the same manner as in Example 1, except that igment blue 15 was used in 2 parts. Charging was insufficient in a high-temperature environment (Figure 1), causing fog and toner scattering on the image. Comparative Example 2 In Example 1, C.I. I. P
A toner and developer were prepared in the same manner as in Example 1, except that igment Red 48 was used in 2 parts. NP-5
Images copied using a 000 copying machine (manufactured by Canon ■) had a reddish tinge, which was particularly noticeable in the halftone areas, lacked sharpness, and uneven shading occurred due to localized electrostatic charge variations. A toner and a developer were prepared in the same manner as in Example 1 except that the amount of carbon black was increased to 20 parts by weight and Compound [11 was not used. The amount of charge on the toner was low (Figure 1), causing a large amount of fog on the image. [Effects of the Invention] The present invention utilizes a compound for the purpose of adjusting the color tone and the amount of charge of black toner.
【１】を加えた静電荷像現像用トナーに関するも
のであり、この化合物［１］ を加えることにより、帯
電特性を良好にし、かつシャープな画像を得ることに特
徴を有する．This relates to a toner for developing electrostatic images containing compound [1], which is characterized by the addition of compound [1] to improve charging characteristics and to obtain sharp images.
Claims (1)
で示される顔料を含有することを特徴とする静電荷像現
像用トナー。 一般式（ I ） ▲数式、化学式、表等があります▼ ［Ｘ＿１＿〜＿４：▲数式、化学式、表等があります▼
、▲数式、化学式、表等があります▼、−Ｈ、Ｒ、Ｒ′
：炭素数１〜５のアルキレン基 但し、Ｘ＿１〜Ｘ＿４のすべてが−Ｈの場合を除く。］
（２）該カーボンブラック及び一般式（ I ）で示され
る顔料の総着色剤量が、樹脂１００重量部に対し１５重
量部以下である請求項（１）記載の静電荷像現像用トナ
ー。 （３）該カーボンブラックと一般式（ I ）で示される
顔料の添加量比が、１００／１０〜１００／５０である
請求項（１）又は（２）記載の静電荷像現像用トナー。[Claims] (1) Resin, carbon black and the following general formula (I)
A toner for developing an electrostatic image, comprising a pigment represented by: General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [X_1＿～＿4: ▲There are mathematical formulas, chemical formulas, tables, etc.▼
, ▲There are mathematical formulas, chemical formulas, tables, etc. ▼, -H, R, R'
: Alkylene group having 1 to 5 carbon atoms, except when all of X_1 to X_4 are -H. ]
(2) The toner for developing electrostatic images according to claim 1, wherein the total amount of the colorant of the carbon black and the pigment represented by the general formula (I) is 15 parts by weight or less based on 100 parts by weight of the resin. (3) The toner for developing electrostatic images according to claim (1) or (2), wherein the ratio of the added amount of the carbon black to the pigment represented by the general formula (I) is from 100/10 to 100/50.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1114207A JP2824783B2 (en) | 1989-05-09 | 1989-05-09 | Toner for developing electrostatic images |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1114207A JP2824783B2 (en) | 1989-05-09 | 1989-05-09 | Toner for developing electrostatic images |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02293870A true JPH02293870A (en) | 1990-12-05 |
| JP2824783B2 JP2824783B2 (en) | 1998-11-18 |
Family
ID=14631893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1114207A Expired - Fee Related JP2824783B2 (en) | 1989-05-09 | 1989-05-09 | Toner for developing electrostatic images |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2824783B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04186369A (en) * | 1990-11-21 | 1992-07-03 | Toyo Ink Mfg Co Ltd | Toner for electrostatic developing |
| JPH05142851A (en) * | 1991-11-18 | 1993-06-11 | Mita Ind Co Ltd | Electrophotographic color toner |
-
1989
- 1989-05-09 JP JP1114207A patent/JP2824783B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04186369A (en) * | 1990-11-21 | 1992-07-03 | Toyo Ink Mfg Co Ltd | Toner for electrostatic developing |
| JPH05142851A (en) * | 1991-11-18 | 1993-06-11 | Mita Ind Co Ltd | Electrophotographic color toner |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2824783B2 (en) | 1998-11-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5200288A (en) | Electrostatic developing toner with hydroxyaromatic carboxylic acid additive | |
| US5085965A (en) | Negative toner for developing latent electrostatic images | |
| JPH02191968A (en) | Toner for developing electrostatic charge image | |
| US5290650A (en) | Electrostatic image-developing positively chargeable toner and developer | |
| JP3099439B2 (en) | Magenta toner for electrophotography | |
| JPS58203455A (en) | Electrostatic charge image developing toner | |
| JPH0315860A (en) | Black toner | |
| JP2814096B2 (en) | Magenta toner | |
| JPH02293870A (en) | Toner for developing electrostatic charge image | |
| JPH0157902B2 (en) | ||
| JP2782216B2 (en) | Toner for developing electrostatic images | |
| JPS58136048A (en) | Negatively chargeable toner for developing static charge | |
| JPS6159347A (en) | Toner | |
| JPS61292644A (en) | Developer for electrostatic latent image | |
| JPS59187347A (en) | Magnetic toner | |
| JP2694543B2 (en) | Toner for developing electrostatic images | |
| JP2870040B2 (en) | Negatively chargeable color toner | |
| JP2870846B2 (en) | Two-component developer for electrostatic image development | |
| JP2701510B2 (en) | Magenta toner for electrophotography | |
| JPS62125369A (en) | Green toner | |
| JPS63269165A (en) | Toner for developing electrostatic charge image | |
| JPH0545924A (en) | Electrostatic charge image developing toner | |
| JP4393013B2 (en) | Method for producing toner for developing electrostatic image | |
| JPS6159349A (en) | Toner | |
| JPH01309072A (en) | Electrostatic charge image developing toner |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20070911 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080911 Year of fee payment: 10 |
|
| LAPS | Cancellation because of no payment of annual fees |