JPS6032061A - Magnetic toner - Google Patents
Magnetic tonerInfo
- Publication number
- JPS6032061A JPS6032061A JP58141330A JP14133083A JPS6032061A JP S6032061 A JPS6032061 A JP S6032061A JP 58141330 A JP58141330 A JP 58141330A JP 14133083 A JP14133083 A JP 14133083A JP S6032061 A JPS6032061 A JP S6032061A
- Authority
- JP
- Japan
- Prior art keywords
- electron
- toner
- magnetic toner
- resin
- group
- 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
- 230000005291 magnetic effect Effects 0.000 title claims description 29
- 239000011347 resin Substances 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 22
- 239000006247 magnetic powder Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 description 31
- 125000006575 electron-withdrawing group Chemical group 0.000 description 18
- 238000000034 method Methods 0.000 description 13
- -1 konorut Chemical compound 0.000 description 12
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 10
- 239000002245 particle Substances 0.000 description 8
- 108091008695 photoreceptors Proteins 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000011787 zinc oxide Substances 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 238000012644 addition polymerization Methods 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 239000011669 selenium Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- XHAFIUUYXQFJEW-UHFFFAOYSA-N 1-chloroethenylbenzene Chemical compound ClC(=C)C1=CC=CC=C1 XHAFIUUYXQFJEW-UHFFFAOYSA-N 0.000 description 1
- UDJZTGMLYITLIQ-UHFFFAOYSA-N 1-ethenylpyrrolidine Chemical compound C=CN1CCCC1 UDJZTGMLYITLIQ-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- KBKNKFIRGXQLDB-UHFFFAOYSA-N 2-fluoroethenylbenzene Chemical compound FC=CC1=CC=CC=C1 KBKNKFIRGXQLDB-UHFFFAOYSA-N 0.000 description 1
- OFECPMCOWSSDAR-UHFFFAOYSA-N 4,5-dihydrotriazol-1-amine Chemical compound NN1CCN=N1 OFECPMCOWSSDAR-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium 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
- 230000007423 decrease Effects 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- ZUBMZHJPTYYMRG-UHFFFAOYSA-N ethyl 3-amino-2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=CN ZUBMZHJPTYYMRG-UHFFFAOYSA-N 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- MTRJKZUDDJZTLA-UHFFFAOYSA-N iron yttrium Chemical compound [Fe].[Y] MTRJKZUDDJZTLA-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- RHZUCBDJZVSUPD-UHFFFAOYSA-N propyl 3-aminoprop-2-enoate Chemical compound CCCOC(=O)C=CN RHZUCBDJZVSUPD-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000003142 tertiary amide group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229940075420 xanthine Drugs 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
- G03G9/087—Binders for toner particles
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08791—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by the presence of specified groups or side chains
-
- 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
- G03G9/087—Binders for toner particles
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
- G03G9/08728—Polymers of esters
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
本発明は電子写真法において形成される静電荷像を現像
するための磁性トナーに関する。よシ詳細には、良好な
画像濃度を与える磁性トナーに関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a magnetic toner for developing electrostatic images formed in electrophotography. More specifically, the present invention relates to a magnetic toner that provides good image density.
従来よシ静1!荷像を現像するための方法として、樹脂
中に磁性微粉末等を分散含有せしめたいわゆる磁性トナ
ーを用いる一成分現像法が広く知ら、れている。この磁
性トナーを用いる一成分現像法は二成分現像法と異なシ
、格別のキャーリアを必要としないためトナー濃度の調
整が不要であシ、また現像装置全体をコンパクトに栴成
できる等の利点を有する。Conventional Shizuka 1! As a method for developing a charged image, a one-component developing method using a so-called magnetic toner in which fine magnetic powder or the like is dispersed in a resin is widely known. This one-component development method using magnetic toner differs from the two-component development method in that it does not require a special carrier, so there is no need to adjust the toner concentration, and it has the advantage that the entire developing device can be made compact. have
しかしながら、これを現像像転写〜の複写装置に用いた
場合、以下の如き部層があった。However, when this was used in a copying device for developing image transfer, there were the following layers.
すなわち、−成分トナーには導電性のものと絶縁性のも
のがあるが、導電性の磁性トナーを上記複写装置に用い
る場合、トナーに静電荷像と逆極性の電荷が誘起される
ことにより、現像は可能となるものの、転写工程におい
ては、コロナ放電等によシ、転写紙をトナーと逆極性に
帯電させるが°、その際、電荷が転写紙を貝通し、トナ
ーの極性を変化させるため転写効率が低下する。また、
得られる画像そのものもボケやムラを生じ易い。In other words, there are conductive and insulating toners, but when conductive magnetic toner is used in the above-mentioned copying apparatus, charges with the opposite polarity to the electrostatic charge image are induced in the toner. Although development is possible, in the transfer process, the transfer paper is charged to the opposite polarity to the toner using corona discharge, etc. At that time, the charge passes through the transfer paper and changes the polarity of the toner. Transfer efficiency decreases. Also,
The resulting image itself is also likely to be blurred or uneven.
一方、絶縁性の磁性トナーを上記複写装置に用いる場合
、転写時の問題は解消され、良好な転写画像が得られる
。On the other hand, when an insulating magnetic toner is used in the above-mentioned copying apparatus, the problems during transfer are solved and a good transferred image can be obtained.
しかしながら、感光体上に形成さ、れる静電荷像による
トナーへの電荷注入が生じ難くなるため、或いは、トナ
ー粒子相互の摩擦、トナー粒子と現像スリーブ等との摩
擦が十分性なわれず、トナー粒子の摩擦帯電量が低くな
るため現像性が低下し充分な画像濃度が得られない。However, it becomes difficult to inject charge into the toner due to the electrostatic charge image formed on the photoreceptor, or the friction between the toner particles and the friction between the toner particles and the developing sleeve etc. is not sufficient. Since the amount of triboelectrification of the particles becomes low, developability deteriorates and sufficient image density cannot be obtained.
本発明者等は、かかる点に留意し、鋭意検討した結果、
電子供与基および電子吸引基を有する初詣を使用した磁
性トナーにより、所期の目的が達成されることを見い出
し、本発明を完成するに到った。The inventors of the present invention have kept this in mind and as a result of intensive study,
The present inventors have discovered that the intended purpose can be achieved by a magnetic toner using hatsumode having an electron-donating group and an electron-withdrawing group, and have completed the present invention.
′本発明の磁性トナーの構成成分としての磁性トナーと
しては、公知の種々のものを使用できる。例Lir!、
鉄、マンガン、ニッケル、コノくルト、クロム等の金属
の微粉末、フェライト、マグネタイト等の鉄、コバルト
、ニッケル、マンガン等の合金や酸化物、イツトリウム
−鉄等のガーネット類、その他、アルミニウムーマンガ
ン合金等の強磁性合金等を単独で、或いは、これらを組
合せて使用できる。'As the magnetic toner as a component of the magnetic toner of the present invention, various known magnetic toners can be used. Example Lir! ,
Fine powder of metals such as iron, manganese, nickel, konorut, chromium, etc., alloys and oxides of iron such as ferrite, magnetite, cobalt, nickel, manganese, etc., garnets such as yttrium-iron, etc., aluminum-manganese Ferromagnetic alloys such as alloys can be used alone or in combination.
これら磁性粉の粒径FiO,/−1μ、好ましくは、0
..2〜lμの範囲であるものが好ましい。The particle size of these magnetic powders is FiO,/-1μ, preferably 0
.. .. Preferably, it is in the range of 2 to lμ.
本発明で使用する樹脂は、電子供与基および電子吸引基
を有する。本発明においては、樹脂7分子中に電子供与
基と電子吸引基とを有する樹脂でもよいし、また、電子
供与基を有する樹脂と電子吸引基を有する樹脂との混合
物であってもよい。The resin used in the present invention has an electron donating group and an electron withdrawing group. In the present invention, a resin having an electron-donating group and an electron-withdrawing group in seven resin molecules may be used, or a mixture of a resin having an electron-donating group and a resin having an electron-withdrawing group may be used.
電子供与基および/″!た#′i電子吸引基を有する樹
脂は、電子供与基を有し、付加重合可能な不飽和二重結
合を有する化合物と頂、子吸引基を有し、付加重合可能
な不飽和二重結合を有する化合物との両者を共重合する
か、それぞれを単独で重合することによシ、更には、上
記した共重合あるいFi重合をするに際し、これらと共
重合可能な不飽和二重結合を有する他の化合物を公知の
方法に従って共重合することによって容易に得られる。A resin having an electron-donating group and an electron-withdrawing group is a compound having an electron-donating group and an unsaturated double bond that can undergo addition polymerization. It is possible to copolymerize with these compounds by copolymerizing both with a compound having a possible unsaturated double bond, or by polymerizing each alone, and furthermore, when carrying out the above copolymerization or Fi polymerization. It can be easily obtained by copolymerizing another compound having an unsaturated double bond according to a known method.
電子供与基を有し、付加重合可能な不飽和二重結合を有
する化合物としては、例えば、3−アミノアクリル酸プ
ロピル1.?−N、N−ジエチルアミノアクリル酸プロ
ピル、J−kl、H−ジメチルアミノメタクリル酸エチ
ル、ビニルピロリジン、ビニルピリジン等の牙−7′級
乃至牙3級アミン基を有する化合物、或いは、アクリル
アミド、H,N−ジエチルアクリルアミド、N−ビニル
ピロリドン、N−メチルメタクリルアミド等の;1−1
級乃至牙3級アミド基を有する化合物等好ましくは、牙
/級乃至1′3級アミノ基を有する化合物、特に好まし
くは、j−4,N−ジエチルアミノアクリル酸プロピル
、J−N、N−ジメチルアミノメタクリル酸エチル、ビ
ニルピリジンが挙げら1する。Examples of the compound having an electron-donating group and an unsaturated double bond capable of addition polymerization include propyl 3-aminoacrylate 1. ? -N,N-diethylaminopropyl acrylate, J-kl, H-dimethylaminoethyl methacrylate, vinylpyrrolidine, vinylpyridine, etc., compounds having a 7' to tertiary amine group, or acrylamide, H, N-diethylacrylamide, N-vinylpyrrolidone, N-methylmethacrylamide, etc.; 1-1
Compounds having a tertiary to tertiary amide group, preferably compounds having a tertiary to 1' tertiary amino group, particularly preferably j-4,N-diethylaminopropyl acrylate, J-N,N-dimethyl Examples include ethyl aminomethacrylate and vinylpyridine.
電子吸引基を有し、付加重合可能な不飽和二重結合を有
する化合物としては、例えば、ニトロ置換スチレン、ニ
トロ置換ビニルトルエン、ニトロ置換ビニルナフタレン
等のニトロ基を有する化合物、 クロロスチレン、フル
オロスチレン、クロロプレン等のノ・ロゲン原子を有す
る化合物、アクリル酸、メタク」ノル酸、マレイン酸等
のカルボキシル基を有する化合物、アクリロニトリル、
メタクリロニトリルiのニトリル基を有する化合物、或
いは、無水マレイン酸等の酸無水物等、好ましくは、ニ
トロ基を有する化合物、ハロゲン原子を有する化合物、
カルボキシル基を有する化合物、特に好ましくは一ニト
ロ置換スチレン、り′ロロスチレン、クロロプレン、ア
クリル酸、メタクリル酸が挙げられる。Examples of compounds having an electron-withdrawing group and an unsaturated double bond capable of addition polymerization include compounds having a nitro group such as nitro-substituted styrene, nitro-substituted vinyltoluene, and nitro-substituted vinylnaphthalene, chlorostyrene, and fluorostyrene. , compounds with a norogen atom such as chloroprene, compounds with a carboxyl group such as acrylic acid, methacrylic acid, maleic acid, acrylonitrile,
A compound having a nitrile group such as methacrylonitrile i, or an acid anhydride such as maleic anhydride, preferably a compound having a nitro group, a compound having a halogen atom,
Compounds having a carboxyl group, particularly preferably mononitro-substituted styrene, poly-rorostyrene, chloroprene, acrylic acid, and methacrylic acid.
上記電子供与基または電子吸引基をイ1す、る化合物と
共重合可能な不飽和二重結合を有する他の化合物として
は、スチレン、α−メチルスチレン、ジビニルベンゼン
、ンエニルスfL/ン、ビニルナフタレン等のビニル芳
香族系化合物。Other compounds having an unsaturated double bond that can be copolymerized with the above-mentioned electron-donating or electron-withdrawing group include styrene, α-methylstyrene, divinylbenzene, vinylnaphthalene, and vinylnaphthalene. Vinyl aromatic compounds such as.
アクリル酸メチル、メタクリル酸メチル、メタクリル酸
ブチル、アクリル酸ヘキシル、アクリル酸シタロヘキシ
ル、アクリル酸フェニル、メタクリル酸フェニル等のア
クリル酸またはメタクリル酸のアルキルエステル等、好
ましくは、スチレン、α−メチルスチレンが埜けられる
。Alkyl esters of acrylic acid or methacrylic acid such as methyl acrylate, methyl methacrylate, butyl methacrylate, hexyl acrylate, citalohexyl acrylate, phenyl acrylate, and phenyl methacrylate, preferably styrene and α-methylstyrene. I get kicked.
電子供与基を有する化合物成分と電子吸引基を有する化
合物成分は重量比で0.t〜10:lの範囲となるよう
な割合で使用するのが好ましい。樹脂Φの電子供与基と
電子吸引基の責のパランスにより、トナーは全体として
正極性または負極性となるが、例えばBe等の感光体上
の正の潜像を現像する場合には、電子吸引基を有する化
合物成分を比較的多くする。具体的には電子吸引基を有
する化合物成分と電子供与−な有する化合物成分を重量
比で0.35〜コ、t:l。The weight ratio of the compound component having an electron-donating group and the compound component having an electron-withdrawing group is 0. It is preferable to use them in a ratio ranging from t to 10:l. Depending on the balance between the electron-donating group and the electron-withdrawing group in the resin Φ, the toner as a whole has a positive or negative polarity. The number of compound components having groups is relatively increased. Specifically, the weight ratio of the compound component having an electron-withdrawing group to the compound component having an electron-donating group is 0.35 to 1, t:l.
好ましくFi/〜コ、3:lの範囲の割合で使用すれば
好適である。酸化亜鉛等の感光体上の負の潜像を現像す
る場合には、電子供与基を有する化合物成分を比較的多
くシ、具体的には電子供与基を有する化合物成分と電子
吸引基を有する化合物成分を重量比で/−10:iの範
囲の割合で使用すれば好適である。Preferably, it is used in a ratio of Fi/-3:l. When developing a negative latent image on a photoreceptor such as zinc oxide, a relatively large amount of a compound component having an electron donating group is used. Specifically, a compound component having an electron donating group and a compound having an electron withdrawing group are used. It is preferred to use the components in a weight ratio in the range /-10:i.
また、共重合可能な他の化合物を使用する場合、電子供
与基を有する化合物成分と電子吸引基を有する化合物成
分は、共重合可能な他の化合物ダ0〜90重量部、好ま
しくは、50〜g。In addition, when using other copolymerizable compounds, the compound component having an electron-donating group and the compound component having an electron-withdrawing group are 0 to 90 parts by weight, preferably 50 to 90 parts by weight of the other copolymerizable compound. g.
用量部に対して、それらの合計量で4(7−10」置部
、好ましくは、Sθ〜−〇重量部の範囲で使用するのが
よい。The total amount thereof is preferably 4 (7-10" parts) per part dose, preferably in the range of Sθ to -0 parts by weight.
かかる本発明?樹−〇分子量は、通常、Mt平均分子量
でto:oo’o以工で、10.ooσ〜3θo、oo
o、’特に、゛コ気δ0θ〜3θ4θOθの範囲のもの
が好適に使用できる。Such an invention? Tree-〇 molecular weight is usually Mt average molecular weight to:oo'o to 10. ooσ〜3θo, oo
In particular, those in the range of δ0θ to 3θ4θOθ can be suitably used.
本発明においては、上記樹脂に公智の樹脂。In the present invention, the above-mentioned resin may be a known resin.
例エバ、スチレン、ビニルトル風ン、α−,メチルスチ
レン、α−クロ′ロスチレン、ビ冊ルナ7タレン等の単
独重合体、或いは、これらとアクリル酸ブチル、メタク
リル゛酸ブチル、ジビニルベンゼン等との共重合体等を
併用しても上い。For example, homopolymers such as EVA, styrene, vinyl ester, α-, methylstyrene, α-chlorostyrene, and vinyl 7-talene, or combinations of these with butyl acrylate, butyl methacrylate, divinylbenzene, etc. A copolymer or the like may also be used in combination.
その際、電子供与基を有する化合物と電子吸引基を有す
る化合物の合計量が、使用する全樹脂中、A O−/
ON′Ik%、好ましくは、Sθ〜−〇XIk%となる
様な範囲で併用するのがよい。At that time, the total amount of the compound having an electron-donating group and the compound having an electron-withdrawing group is A O-/
It is preferable to use them in combination in such a range that ON'Ik%, preferably Sθ to −0XIk%.
上記樹脂と磁性粉の使用割合は、通常、樹脂73〜50
重量部に対して磁性粉2に一40重量部の範囲から選ば
れる。The ratio of the resin and magnetic powder used is usually 73 to 50% resin.
The magnetic powder is selected from a range of -40 parts by weight based on the magnetic powder 2.
本発明の磁性トナー顛は、例えば、トナーの色調を変え
るため、周知のカーボンブラックや7タロシアニン系顔
料゛、インドルレニン系顔料、キサンチン系顔料、アミ
ノトリアゾリン系顔料、アン、トラセシ系顔料−等の有
機顔料、θ、/−/μ無機顔鼾を添加してもよい。また
、トナーの流動性を改良するため、数十mμのチタニア
、アルミナ、シリカ等のアエロジルな添加してもよい。The magnetic toner system of the present invention may be made of, for example, well-known carbon black, 7-thalocyanine pigments, indolrenine pigments, xanthine pigments, aminotriazoline pigments, ann, tracetic pigments, etc., in order to change the color tone of the toner. Organic pigments, θ, /−/μ and inorganic pigments may be added. Further, in order to improve the fluidity of the toner, several tens of micrometers of titania, alumina, silica, etc. may be added as an aerosol.
更°に1.ロール定着時の定着温度中を広げるため1.
各種低分子量pワックス類、例えば、低分子量ポリエチ
レン、低分子量ポリプロピレン等を添加してもよい。1. To widen the fixing temperature during roll fixing 1.
Various low molecular weight p-waxes such as low molecular weight polyethylene, low molecular weight polypropylene, etc. may be added.
これら添加物ネ°′、樹脂および磁性粉の合計量ioθ
重量部に対して10重量部以下の割合で使用する。The total amount of these additives, resin and magnetic powder ioθ
It is used in a ratio of 10 parts by weight or less to parts by weight.
磁性トナーは、上記の各成分をニーダ−等で混練し、冷
却後粉砕、分級する粉砕法の#電か、スプレードライヤ
ー法、マイクロカプセル法等公知の方法によって得るこ
とができる。The magnetic toner can be obtained by a known method such as a pulverization method in which the above-mentioned components are kneaded in a kneader or the like, cooled, and then pulverized and classified, a spray dryer method, a microcapsule method, and the like.
磁性トナー粒子の平均粒径は、通常、j〜−〇μ″のも
のが好ましい。また、電気抵抗は、アクリル樹脂製の直
径1.6cIILのシリンダ中に約0.2儂め厚さにト
ナーを注入し、コ、7ダOgの荷重をかけ、そのシリン
ダの上下TFj、極に10,000v/cIrLの直流
電圧を印加して測定した場合、約/ 、!714Ωcr
IL以上であるのが好ましい。The average particle size of the magnetic toner particles is usually preferably j~-〇μ''.The electric resistance is determined by placing the toner in a cylinder made of acrylic resin with a diameter of 1.6 cIIL to a thickness of about 0.2 mm. When measured by injecting and applying a load of 7 da Og and applying a DC voltage of 10,000 v/cIrL to the upper and lower TFj and poles of the cylinder, it is approximately /,!714 Ωcr
It is preferable that it is above IL.
本発明の磁性トナーは、良好な画像濃度を与える。例え
は、電子供与基のみ含有した樹脂で磁性トナーを調製し
、ZnO等の感光体の負潜像を現像しても#丘とんど画
像濃度が得られないのに対し、トナー全体として正であ
るが、若干量の電子吸引基を含有させると著るしく画像
濃度が向上する。これは恐らく、トナーの表面に電子供
与基のみ存在する場合に比べ、電子吸引基も若干共存す
ることによって、トナー粒子相互間の摩擦帯電性が急激
に増加するためと考えられる。The magnetic toner of the present invention provides good image density. For example, even if a magnetic toner is prepared with a resin containing only electron-donating groups and a negative latent image on a photoreceptor such as ZnO is developed, a very low image density cannot be obtained; However, when a certain amount of electron-withdrawing group is contained, the image density is significantly improved. This is probably because, compared to the case where only electron-donating groups are present on the surface of the toner, the coexistence of some electron-withdrawing groups sharply increases the triboelectricity between the toner particles.
以下に実施例を挙けて更に本発明を具体的に説明する。EXAMPLES The present invention will be explained in more detail with reference to Examples below.
実施例1
〒記表1に示す共重合成分から成る共重合体(重量平均
分子量:約/4(万〜15万)60声31¥%、マグネ
タイト(戸田工業社製、“EPT/ 000″)37重
i%およびカーボンブラック(三菱化成工業社製、“#
30″)3重量%を乾式混合後、ニーグーにより混線し
た。次りで、この混疎物を冷却固化した後、粉砕機で粉
砕し、更に風力分級機により粒度が1o−20μの磁性
トナーを得た。Example 1 Copolymer consisting of the copolymerization components shown in Table 1 (weight average molecular weight: approx. /4 (10,000 to 150,000) 60% 31 yen, magnetite (manufactured by Toda Kogyo Co., Ltd., "EPT/000") 37% by weight and carbon black (manufactured by Mitsubishi Chemical Industries, Ltd., “#
After dry mixing 3% by weight of 30''), cross-mixing was carried out using a Ni-Goo.Next, this mixed substance was cooled and solidified, and then pulverized using a pulverizer, and then magnetic toner having a particle size of 1o-20μ was further mixed using an air classifier. Obtained.
イ4tられた磁性トナーを使用し、感光体として酸化亜
鉛を用いた市販の電子写真複写機にて磁フ1+
気yラシ現像法によシ現像を行ない、得られた複写物の
画欺部および非画像部(グラウンド)のハ度を反射濃度
計で測定して磁性トナーの画像評価を行なった。その結
果を表1に示す。Using the 4T magnetic toner, development was carried out using a commercially available electrophotographic copying machine using zinc oxide as a photoreceptor, using a magnetic film 1+ air brush development method, and the resulting copy was developed using a commercially available electrophotographic copying machine using zinc oxide. The image evaluation of the magnetic toner was performed by measuring the hardness of the non-image area (ground) using a reflection densitometer. The results are shown in Table 1.
表 1
本実流側Fi、酸化亜鉛感光体上の負の潜像を現像する
例である。従って、トナーは正に?#F電しやすいもの
ほど高い画像濃度が期待される。Table 1 This is an example of developing a negative latent image on the actual flow side Fi, a zinc oxide photoreceptor. Therefore, is toner correct? #F The easier it is to conduct electricity, the higher the image density is expected to be.
しかしながら、表1から明らかなとおシ、実際には、電
子供与基のみを有する樹脂を使用した最も正に帯電しや
すいトナー16 /よりも、電子吸引基、を併せもった
樹脂を使用したトナーA、2〜A7の方が、より高い画
像濃度を与えることがわかる。However, as is clear from Table 1, Toner A, which uses a resin that also has electron-withdrawing groups, is actually more positively charged than Toner 16, which uses a resin that only has electron-donating groups, and which is the most positively charged. , 2 to A7 give higher image density.
実施例一
実施例1において、樹脂として下記表−に示す共重合体
(重量平均分子量:約/f万〜13万〕を使用するはか
は同様にして磁性トナーを得た。Example 1 A magnetic toner was obtained in the same manner as in Example 1 except that the copolymers shown in the table below (weight average molecular weight: about /f - 130,000) were used as resins.
得られ7c磁性トナーを使用し、感光体としてセレンな
用いる市販の電子写真複写機にて磁気ブラシ現像法によ
り現像を行ない、実施例1と同様にして画像評価を行な
った。その結果を表−に示す。Using the obtained 7c magnetic toner, development was carried out by a magnetic brush development method in a commercially available electrophotographic copying machine using selenium as a photoreceptor, and image evaluation was performed in the same manner as in Example 1. The results are shown in Table.
表 コ
本実施例は、セレン感光体上の正の潜像を現像する例で
ある。従って、トナーは負に帯電しやすいものtlど高
い画像濃度が期待される。This example is an example of developing a positive latent image on a selenium photoreceptor. Therefore, toner that is more likely to be negatively charged is expected to have a higher image density.
しかしながら、表コから明らかなとおシ、実際には、電
子吸引基のみを有する樹脂を使用した最も負に帯電しや
すいトナーJftAtよシも、電子供与基を併せもった
樹脂を使用したトナーAt〜Jf6/りの方が、よシ高
い画像濃度を与えることがわかる。However, as is clear from the table, in reality, even the toner JftAt, which uses a resin that only has electron-withdrawing groups and is most likely to be negatively charged, the toner At~ which uses a resin that also has electron-donating groups. It can be seen that Jf6/ri gives a higher image density.
実施例J
実施例/において、樹脂として下記表3に示す共重合体
(重量平均分子量:約lダ万〜1.を万)を使用するは
かは同様にして磁性トナーをイ!tた。Example J In Example J, a magnetic toner was prepared in the same manner as in Example 1, except that the copolymers shown in Table 3 below (weight average molecular weight: approximately 10,000 to 1,000) were used as resins. It was.
得られた磁性トナーを使用し、感光体として有機光半導
体を用いた市販の電子写真複写機にて磁気ブラシ現像法
により現像を行ない、実施例/と同様にして画像評価を
行なった。その結果を表3に示す。Using the obtained magnetic toner, development was carried out by a magnetic brush development method in a commercially available electrophotographic copying machine using an organic photoconductor as a photoreceptor, and image evaluation was performed in the same manner as in Example. The results are shown in Table 3.
表 3
電子供与基および電子吸引基を有する共重合体を使用し
た磁性トナーが良好な両f!濃度を与えることがわかる
。Table 3: Both f! It can be seen that it gives the concentration.
実施例ダ
実施例コにおいて、共重合体の代シに表1に示す重合体
°(M量平均分子量:約/4e万〜/!万)の混合物を
使用する#1かは同様にして磁性トナーを得た〇
次いで、実施例−と同様にして画像評価を行なった。そ
の結果を表ダに示す。In Examples 1 and 2, #1, in which a mixture of the polymers shown in Table 1 (M weight average molecular weight: approximately /4e0,000 to /!0000) was used as the copolymer, was similarly magnetic. After obtaining the toner, image evaluation was performed in the same manner as in Example. The results are shown in Table DA.
表ダから明らかなとおシミ子供4基を有すZ重合体およ
び電子吸引基を有する重合体を含も重合体混合物′4r
−使用した磁性トナーが良好な藺像濃度を与えることが
わかる。A polymer mixture '4r containing a Z polymer having 4 groups and a polymer having an electron-withdrawing group as seen from the table.
- It can be seen that the magnetic toner used gives good image density.
Claims (1)
ーにおいて、該樹脂が電子供4基および電子吸引基を有
することを特徴とする磁性トナー。(1) A magnetic toner comprising at least magnetic powder and a resin, wherein the resin has four electron groups and an electron-attracting group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58141330A JPS6032061A (en) | 1983-08-02 | 1983-08-02 | Magnetic toner |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58141330A JPS6032061A (en) | 1983-08-02 | 1983-08-02 | Magnetic toner |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6032061A true JPS6032061A (en) | 1985-02-19 |
Family
ID=15289432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58141330A Pending JPS6032061A (en) | 1983-08-02 | 1983-08-02 | Magnetic toner |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6032061A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016500248A (en) * | 2012-11-30 | 2016-01-07 | ベイジン インスティテュート オブ ナノエナジー アンド ナノシステムズ | Pulse generator and generator group |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57196264A (en) * | 1981-05-29 | 1982-12-02 | Mita Ind Co Ltd | One component type developer |
| JPS57207260A (en) * | 1981-06-16 | 1982-12-18 | Matsushita Electric Ind Co Ltd | Self-chargeable toner |
-
1983
- 1983-08-02 JP JP58141330A patent/JPS6032061A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57196264A (en) * | 1981-05-29 | 1982-12-02 | Mita Ind Co Ltd | One component type developer |
| JPS57207260A (en) * | 1981-06-16 | 1982-12-18 | Matsushita Electric Ind Co Ltd | Self-chargeable toner |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016500248A (en) * | 2012-11-30 | 2016-01-07 | ベイジン インスティテュート オブ ナノエナジー アンド ナノシステムズ | Pulse generator and generator group |
| US9825557B2 (en) | 2012-11-30 | 2017-11-21 | Beijing Institute Of Nanoenergy And Nanosystems | Impulse generator and generator set |
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