JPS63141073A - Electrostatic charge image developing toner - Google Patents
Electrostatic charge image developing tonerInfo
- Publication number
- JPS63141073A JPS63141073A JP61288513A JP28851386A JPS63141073A JP S63141073 A JPS63141073 A JP S63141073A JP 61288513 A JP61288513 A JP 61288513A JP 28851386 A JP28851386 A JP 28851386A JP S63141073 A JPS63141073 A JP S63141073A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- acid
- resins
- developing
- charge
- 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
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- 239000011347 resin Substances 0.000 claims abstract description 19
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- TVRGPOFMYCMNRB-UHFFFAOYSA-N quinizarine green ss Chemical compound C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1 TVRGPOFMYCMNRB-UHFFFAOYSA-N 0.000 claims abstract description 3
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
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- 150000004056 anthraquinones Chemical class 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- -1 p-toluidino Chemical group 0.000 claims description 4
- 239000006229 carbon black Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
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- 239000007900 aqueous suspension Substances 0.000 description 1
- 235000021342 arachidonic acid Nutrition 0.000 description 1
- 229940114079 arachidonic acid Drugs 0.000 description 1
- 229910052789 astatine Inorganic materials 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 0.000 description 1
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 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
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- AWJZTPWDQYFQPQ-UHFFFAOYSA-N methyl 2-chloroprop-2-enoate Chemical compound COC(=O)C(Cl)=C AWJZTPWDQYFQPQ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- HILCQVNWWOARMT-UHFFFAOYSA-N non-1-en-3-one Chemical compound CCCCCCC(=O)C=C HILCQVNWWOARMT-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical group CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 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
- 108091008695 photoreceptors Proteins 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003864 primary ammonium salts Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- UORVCLMRJXCDCP-UHFFFAOYSA-N propynoic acid Chemical compound OC(=O)C#C UORVCLMRJXCDCP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- G03G9/09—Colouring agents for toner particles
- G03G9/0906—Organic dyes
- G03G9/0908—Anthracene dyes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は電子複写機等で使用される静電荷像現像用トナ
ーに関するものである。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a toner for developing electrostatic images used in electronic copying machines and the like.
〈従来の技術〉
電子複写機等で使用される現像剤は、その現像工程にお
いて、例えば静電荷像が形成されている感光体等の像担
持体に一旦付着され、次に転写工程において感光体から
転写紙に転写された後、定着工程においてコピー紙面に
定着される。その際、潜像保持面上に形成される静電荷
像を現像するための現像剤として、キャリアーとトナー
とから成る二成分系現像剤およびキャリアーを必要とし
ない一成分系現像剤(磁性トナー)が知られている。<Prior Art> In the development process, the developer used in electronic copying machines and the like is once attached to an image carrier such as a photoconductor on which an electrostatic image is formed, and then in the transfer process, the developer is applied to the photoconductor. After being transferred from the image to a transfer paper, it is fixed to the copy paper surface in a fixing step. At that time, the developer for developing the electrostatic charge image formed on the latent image holding surface is a two-component developer consisting of a carrier and toner, and a one-component developer (magnetic toner) that does not require a carrier. It has been known.
そして、従来よシ現像剤への帯電を付与するものとして
ニグロシン系染料、1級アンモニウム塩等の帯電制御剤
やキャリアのコーティング剤等が知られていた。Conventionally, charge control agents such as nigrosine dyes and primary ammonium salts, carrier coating agents, and the like have been known as agents for imparting charge to the developer.
〈発明が解決しようとする問題点〉
しかしながら、これら従来の帯電付与剤では、帯電効果
が十分ではなく連続複写によるコピー汚れが発生し、コ
ピー品質が低下するという問題点を有していた。<Problems to be Solved by the Invention> However, these conventional charge-imparting agents have a problem in that the charging effect is not sufficient and copy stains occur due to continuous copying, resulting in a reduction in copy quality.
く問題点を解決するための手段〉
そこで、本発明者等はコピー汚れ等の発生し會
ない〆品質の静電荷像現像用トナーを提供すべく鋭意検
討を行なった結果、特定の構造を有する帯電向上剤をト
ナー中に含有させることによシ、これらの問題点が解決
されることを見い出し、本発明に到達した。Means for Solving the Problems> Therefore, the inventors of the present invention conducted intensive studies to provide a toner for developing electrostatic images with a high quality that does not cause copying stains, etc. As a result, the present inventors developed a toner having a specific structure. The inventors have discovered that these problems can be solved by incorporating a charge improver into the toner, and have arrived at the present invention.
すなわち、本発明の要旨は少なくとも着色剤及び樹脂か
らなる静電荷像現像用トナーにおいて、該トナーが下記
一般式(I)で表わされる帯電向上剤を少なくとも1種
以上含有することを特徴とする静電荷像現像用トナーに
存する。That is, the gist of the present invention is to provide an electrostatic image developing toner comprising at least a colorant and a resin, characterized in that the toner contains at least one charge improver represented by the following general formula (I). Exists in toner for developing charged images.
(上記式中”I’m R1及びR1は水素原子、アルキ
ル基、フェニル基またはアルキルフェニル基を示し、R
,は水素原子、ヒドロキシル基またはを示す。)
以下、本発明の詳細な説明する。(In the above formula, "I'm R1 and R1 represent a hydrogen atom, an alkyl group, a phenyl group, or an alkylphenyl group, and R
, represents a hydrogen atom, a hydroxyl group, or a hydrogen atom. ) Hereinafter, the present invention will be explained in detail.
本発明のトナーの樹脂成分としては公知の種々のものが
使用できる。Various known resin components can be used as the resin component of the toner of the present invention.
すなわち、スチレン樹脂、スチレン−アクリポリアミド
樹脂などの縮合重金型樹脂、さらにエポキシ樹脂などを
例示することができる。That is, examples include condensed heavy mold resins such as styrene resins and styrene-acrylic polyamide resins, as well as epoxy resins.
これら樹脂のうち付加重合型樹脂を形成するための単量
体としては、スチレン、0−メチルスチレン、m−メチ
ルスチレン、p−メチルスチレン、α−メチルスチレン
、p−エチルスチレン、2.弘−ジメチルスチレン、
p −n−7’チルスチレン、p −t+9rt−ブ
チルスチレン、p−n−へキシルスチレン、p−n−オ
クチルスヂ
チレン、p−”−ノニルスチレン、p−n−〆ヂ
シルスチレン、p−”−ドグシルスチレン、p−メトキ
シスチレン、p−7エニルスチレン、p−クロ羨スチレ
ン、3.u−ジクロロスチレンなどのスチレン類:エチ
レン、フロピレン、ブチレン、イソブチレンなどのエチ
レン系不飽和ビニル類:酢酸ビニル、プロピオン酸ビニ
ル、ベンジェ酸ビニル、路数ビニルナトのビニルエステ
ル類;アクリル酸メチル、アクリル酸エチル、アクリル
酸n−ブチル、アクリル酸イソブチル、アクリル酸プロ
ピル、アクリル酸n−オクチル、アクリル酸ドデシル、
アクリル酸ラウリル、アクリル酸コーエチルヘキシル、
アクリル酸ステアリル、アクリル酸λ−クロロエチル、
アクリル酸フェニル、α−クロロアクリル酸メチル、メ
タアクリル酸メチル、メタアクリル酸エチル、メタアク
リル酸プロピル、メタアクリル酸n−ブチル、メタアク
リル酸イソブチル、メタアクリル酸n−オクチル、メタ
アクリル酸ドデフル、メタアクリル酸ラウリル、メタア
クリルeJRJ−エチルヘキシル、メタアクリル酸ステ
アリル、メタアクリル酸フェニル、メタアクリル酸ジメ
チルアミノエチル、メタアクリル酸メタアクリル酸誘導
体;ビニルメチルエーテル、ビニルエチルエーテル、ビ
ニルインドールナトのビニルエーテル類;ビニルメチル
ケトン、ビニルへキシルケトン、メチルイソプロペニル
ケトンなどのビニルケトン類;N−ビニルピロール、N
−ビニルカルバゾール、N−ビニルインドール、N−ビ
ニルピロリドンなどのN−ビニル化合物類;ビニルナフ
タリン類等のモノオレフィン系単量体;プロパジエン、
ブタジェン、イノプレン、クロロプレン、ペンタジェン
、ヘキサジエンなどのジオレフィン系単量体を例示する
ことができる。これらの単量体は単独であるいは2糧以
上のものを組合せて用いることができる。Among these resins, monomers for forming addition polymerization type resins include styrene, 0-methylstyrene, m-methylstyrene, p-methylstyrene, α-methylstyrene, p-ethylstyrene, 2. Hiro-dimethylstyrene,
p -n-7'tylstyrene, p -t+9rt-butylstyrene, p-n-hexylstyrene, p-n-octylstyrene, p-"-nonylstyrene, p-n-dicilstyrene, p-"- Dogsylstyrene, p-methoxystyrene, p-7enylstyrene, p-chlorostyrene, 3. Styrenes such as u-dichlorostyrene: Ethylenically unsaturated vinyls such as ethylene, chlorostyrene, butylene, isobutylene: Vinyl acetate, vinyl propionate, vinyl benzoate, vinyl esters of polyvinylnato; methyl acrylate, acrylic acid Ethyl, n-butyl acrylate, isobutyl acrylate, propyl acrylate, n-octyl acrylate, dodecyl acrylate,
lauryl acrylate, coethylhexyl acrylate,
stearyl acrylate, λ-chloroethyl acrylate,
Phenyl acrylate, methyl α-chloroacrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, n-octyl methacrylate, dodefflu methacrylate, Lauryl methacrylate, methacrylic eJRJ-ethylhexyl, stearyl methacrylate, phenyl methacrylate, dimethylaminoethyl methacrylate, methacrylic acid derivatives; vinyl methyl ether, vinyl ethyl ether, vinyl ethers of vinyl indolnato. ; Vinyl ketones such as vinyl methyl ketone, vinyl hexyl ketone, methyl isopropenyl ketone; N-vinylpyrrole, N
- N-vinyl compounds such as vinylcarbazole, N-vinylindole, and N-vinylpyrrolidone; monoolefin monomers such as vinylnaphthalene; propadiene,
Examples include diolefin monomers such as butadiene, inoprene, chloroprene, pentadiene, and hexadiene. These monomers can be used alone or in combination of two or more.
また、縮合重合型樹脂を形成するだめの単量体としては
、エチレングリコール、トリエチレングリコール、/、
コープロピレングリコール、/、J−70ピレングリコ
ール、/、≠lブタンジオール、ネオペンチルグリコー
ル% ’l≠lブーンジオール、/、4C−ビス(ヒ
ドロキシメチル)シクロヘキサン、ビスフェノールA、
水素m加ビスフェノールA1ポリオキシエチレン化ビス
フェノールA1ポリオキシプロピレン化ビスフェノール
Aなどの多価アルコール、エチレンジアミン、テトラメ
チレンジアミン、ペンタメチレンジアミン、ピペラジン
、ヘキサメチレンジアミンなどの多価アミン、そして、
マレイン酸。In addition, the monomers forming the condensation polymerization type resin include ethylene glycol, triethylene glycol,
Co-propylene glycol, /, J-70 pyrene glycol, /, ≠l butanediol, neopentyl glycol % 'l≠l boondiol, /, 4C-bis(hydroxymethyl)cyclohexane, bisphenol A,
Polyhydric alcohols such as hydrogenated bisphenol A1 polyoxyethylenated bisphenol A1 polyoxypropylenated bisphenol A, polyhydric amines such as ethylene diamine, tetramethylene diamine, pentamethylene diamine, piperazine, hexamethylene diamine, and
Maleic acid.
フマール酸、メサコン酸、シトラコン酸、イタン
コン酸、ゲルタコf酸、フタル酸、イソフタル酸、テレ
フタル酸、シクロヘキサンジカルボン酸、コハク酸、ア
ジピン酸、セパチン酸、マロン酸、またはこれらの酸無
水物または低級アルコールとのエステル、リルイン酸の
二量体などの多価カルボン酸を例示することができる。Fumaric acid, mesaconic acid, citraconic acid, itanconic acid, geltaconic acid, phthalic acid, isophthalic acid, terephthalic acid, cyclohexanedicarboxylic acid, succinic acid, adipic acid, cepatic acid, malonic acid, or acid anhydrides or lower alcohols thereof Examples include polycarboxylic acids such as esters with and dimers of liluic acid.
また、本発明で用いる着色剤としては従来から用いられ
ているものであれば特に限定されるものではないが、好
ましくはカーボンブラックを用いるのがよい。Further, the colorant used in the present invention is not particularly limited as long as it is a conventionally used colorant, but carbon black is preferably used.
尚、本発明のトナーには従来品と同様に帯電制御剤が含
有されていてもよい。帯電制御剤としては公知のものが
用いられ、例えばニグロシン系染料、弘級アンモニウム
塩、ポリアミン樹脂、アミノ基含有スチレン系樹脂等が
挙げられ、又クロム含金染料も使用できる。Note that the toner of the present invention may contain a charge control agent as in conventional products. Known charge control agents can be used, such as nigrosine dyes, high grade ammonium salts, polyamine resins, amino group-containing styrene resins, and chromium-containing metal dyes.
本発明では、上記の成分を含有したトナーに対し、更に
下記一般式(1)で表わされる帯電向上剤を含有させる
必要がある。In the present invention, it is necessary to further contain a charging improver represented by the following general formula (1) in the toner containing the above-mentioned components.
(上記式中で、R1及びR1は、水素原子、アルキル基
、フェニル基またはアルキルフェニル基を示し、R8は
水素原子、ヒドロキシル基またはを示す。)
アルキル基としては、メチル基、エチル基、プロピル基
等の低級アルキル基が好ましく、アルキルフェニル基と
しては上記アルキル基の少なくとも7個で置換されてい
る置換フェニル基が好ましい。(In the above formula, R1 and R1 represent a hydrogen atom, an alkyl group, a phenyl group, or an alkylphenyl group, and R8 represents a hydrogen atom, a hydroxyl group, or an alkyl group.) Examples of the alkyl group include a methyl group, an ethyl group, and a propyl group. The alkylphenyl group is preferably a substituted phenyl group substituted with at least 7 of the above alkyl groups.
上記した帯電向上剤の具体例は/、4t−ビス(p−)
ルイジノ)アントラキノン、/−メチルアミノ−アント
ラキノン、/−(p−トルイジノ)−ルーヒドロキシア
ントラキノン等である0
本発明の帯電向上剤は、これらの1種以上、好ましくは
、上記した3化合物の混合物として用いるのが好ましい
。Specific examples of the above-mentioned charging improver are /, 4t-bis(p-)
The charge improver of the present invention may be one or more of these compounds, preferably a mixture of the three compounds mentioned above. It is preferable to use
帯電向上剤の使用量はトナー100重量部に対して0,
01〜10重量部、好ましくは0.7〜5重量部とする
のが好ましい。帯電向上剤の使用モが上記範囲以下だと
帯電性の向上効果が改善されずまた上記範囲以上である
とトナーの品質が低下するので好ましくない。また、本
発明で用いる着色剤をカルボン酸の金属塩で処理してお
くとコピー品質をより改善できるので好ましい。The amount of charge improver used is 0,000 for 100 parts by weight of toner.
The amount is preferably 0.01 to 10 parts by weight, preferably 0.7 to 5 parts by weight. If the amount of the charge improver used is less than the above range, the effect of improving chargeability will not be improved, and if it is more than the above range, the quality of the toner will deteriorate, which is not preferable. Further, it is preferable to treat the coloring agent used in the present invention with a metal salt of carboxylic acid because copy quality can be further improved.
このようなカルボン酸の金属塩としてはギ酸、酢酸、プ
ロピオン酸、酪酸、吉草酸、カブロン酸、二ナンド酸、
カプリル酸、ペラルゴン酸、ラウリン酸、トリデシル酸
、ミリスチン酸、ペンタデシル酸、パルミチン酸、ヘプ
タデシル酸、ステアリン酸基ノナデカン酸、アラキン酸
、ベヘン酸、リグノセリン酸、セロチン酸、ヘプタコサ
ン酸、モンタン酸、メリシンtR、ラフセル酸等の直鎖
構造をもつ脂肪酸の”+ Mg+ zn+aa、 Ba
、 Pb 等の金属塩;アクリル酸、クロトン酸、イ
ソクロトン酸、ウンデシレン酸、オレイン酸、エライジ
ン酸、セントメレイン酸、エルカ酸、ブラシジン酸、ソ
ルビン酸、リノール酸、アラキドン酸、プロピオール酸
、ステアロール酸等の不飽和脂肪酸のAt、 Mg、
Zn、 C!a。Examples of metal salts of carboxylic acids include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, cabroic acid, dinandoic acid,
Caprylic acid, pelargonic acid, lauric acid, tridecylic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecylic acid, stearic acid group nonadecanoic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, heptacanoic acid, montanic acid, melisin tR , "+ Mg+ zn+aa, Ba" of fatty acids with a linear structure such as rough cellic acid
, metal salts such as Pb; acrylic acid, crotonic acid, isocrotonic acid, undecylenic acid, oleic acid, elaidic acid, centomeleic acid, erucic acid, brassic acid, sorbic acid, linoleic acid, arachidonic acid, propiolic acid, stearolic acid, etc. of unsaturated fatty acids, At, Mg,
Zn, C! a.
Ba、 Pb等の金属塩; アビエチン酸、とマル酸、
安息香酸、ケイヒ酸等の天然樹脂中に遊離又はエステル
として存在する有機酸の総称である樹脂酸のkl、 M
g、 Zn、 Ca、 Ba、 Pb 等の金属塩等が
挙げられる。カルボン酸の金属塩を着色剤表面に処理す
る方法の一例としては、着色剤の水性懸濁液中に母体と
なる酸のアルカリ水溶液を加えて混合した後、更に必要
な金属を含む金属塩溶液を加えることによって所望のカ
ルボン酸の金属塩を着色剤粒子の表面に析出させること
ができる。次いで精製し、乾燥し解砕して粒度を調整す
ればよい。Metal salts such as Ba and Pb; abietic acid and malic acid,
Kl, M of resin acids, which is a general term for organic acids that exist free or as esters in natural resins such as benzoic acid and cinnamic acid.
Examples include metal salts such as Zn, Ca, Ba, and Pb. An example of a method for treating the surface of a colorant with a metal salt of a carboxylic acid is to add and mix an aqueous alkaline solution of the base acid to an aqueous suspension of the colorant, and then add a metal salt solution containing the necessary metal. By adding , the desired metal salt of carboxylic acid can be precipitated on the surface of the colorant particles. Then, the particle size may be adjusted by purifying, drying, and crushing.
本発明においてカルボン酸の金属塩は着色剤当りその表
面に約0.1−2!重量%、好ましくば/〜/!重量%
含まれるようにするのがよい。In the present invention, the metal salt of carboxylic acid is applied to the surface of the colorant in an amount of about 0.1-2% per colorant. Weight %, preferably /~/! weight%
It is better to include it.
又、カルボン酸の金属塩の軟化点は、70〜、!!Q″
C1好ましくはioo〜λ00℃の範囲であるのが好ま
しい。軟化点が70℃以下であると連続使用時にトナー
の凝集融着を起し易く又感光体表面にフィルミングの現
象を起こしやすく、好ましくない。Also, the softening point of metal salts of carboxylic acids is 70~! ! Q″
C1 is preferably in the range of ioo to λ00°C. If the softening point is below 70° C., the toner tends to aggregate and fuse during continuous use, and the phenomenon of filming on the surface of the photoreceptor is likely to occur, which is not preferable.
その他、本発明のトナー構成成分として、定着性や流動
性を向上させるため、低分子量オレフィン重合体や微粉
末シリカ等の添加剤が含まれてもよい。In addition, additives such as a low molecular weight olefin polymer and finely powdered silica may be included as the toner components of the present invention in order to improve fixing properties and fluidity.
トナーの製造法としては、上記の各成分をニーダ−等で
混練し冷却後、粉砕し分級すればよい。又、本発明のト
ナーは二成分系現像剤の他に、カプセル化トナーや重合
トナー及びマグネタイト含有トナー等のいわゆる一成分
系現像剤(磁性トナー)にも適用することができる。The toner can be produced by kneading the above-mentioned components in a kneader or the like, cooling them, and then crushing and classifying them. Furthermore, the toner of the present invention can be applied not only to two-component developers but also to so-called one-component developers (magnetic toners) such as encapsulated toners, polymerized toners, and magnetite-containing toners.
トナーの平均粒径は5〜20μm が好適であ名。The average particle size of the toner is preferably 5 to 20 μm.
本発明のトナーと混合して現像剤を形成するキャリアー
としては、特に制限はないが10〜200μm の平均
粒径を有する鉄粉が好ましい。The carrier to be mixed with the toner of the present invention to form a developer is not particularly limited, but iron powder having an average particle size of 10 to 200 μm is preferable.
なお、鉄粉の粒径には特に制恨はない。この場合、連続
使用時の耐久性向上の目的でフッ素系樹脂等をコーティ
ングしたいわゆるコーティングキャリアーも使用するこ
とができる。又、フェライト系、マグネタイト系の鉄粉
も使用−することができる。Note that there is no particular restriction on the particle size of the iron powder. In this case, a so-called coated carrier coated with a fluororesin or the like can also be used for the purpose of improving durability during continuous use. Further, ferrite-based and magnetite-based iron powders can also be used.
〈実施例〉
以下、実施例により本発明を更に詳細に説明するが本発
明はその要旨を超えない限り以下の実施例によりなんら
制限されるものではない。<Examples> Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited in any way by the following Examples unless the gist thereof is exceeded.
なお、実施例中「部」は「重量部」を示す。In addition, "parts" in the examples indicate "parts by weight."
く・実施例/〉
スチレン系樹脂(SBM−600三洋化成社製)100
部
オイルブラックBS(オリエント化学社m>よ部
カーボンブラック(MA−100三菱化成社製)70部
1部
とを配合混練し、粉砕分級して平均粒子径/l/j(Q
の黒色トナーを得た。Examples/〉 Styrenic resin (SBM-600 manufactured by Sanyo Chemical Co., Ltd.) 100
70 parts and 1 part of carbon black (MA-100 manufactured by Mitsubishi Kasei Co., Ltd.) were blended and kneaded, and the mixture was pulverized and classified to obtain an average particle diameter/l/j (Q
A black toner was obtained.
このトナー!部と平均粒径的100μmのフッ素箔樹脂
コーティングキャリアーioo部とを混合、攪拌して現
像削を作製した。次いでこの現伸剤を有機光導電体を感
光体とする複写機〈実施例λ〉
1,4−ビス(p−トルイジノ)
アントラキノンの使用量を 3部とする以外は、
実施例1と同様にしてトナー化し、実写した所、実施例
/と同様カプリの少い鮮明なコピーが得られた。This toner! A developed material was prepared by mixing and stirring a portion of a fluorine foil resin coated carrier having an average particle diameter of 100 μm. Next, a copying machine using an organic photoconductor as a photoconductor (Example λ) was prepared using this current extender, except that the amount of 1,4-bis(p-toluidino) anthraquinone used was 3 parts.
When a toner was prepared in the same manner as in Example 1 and an actual copy was taken, a clear copy with little capri was obtained as in Example 1.
〈実施例3〉
帯電向上剤として1,4−ビス(p−)ルイジノ)アン
トラキノンのかわりに
用いる以外は、実施例1と同様にしてトナー化し、実写
した所実施例/と同様、カプリの少い鮮明なコピーが得
られた。<Example 3> A toner was prepared in the same manner as in Example 1, except that 1,4-bis(p-)luidino)anthraquinone was used as the charging improver, and a toner was photographed. A very clear copy was obtained.
〈実施例弘〉
帯電向上剤として/、4L−ビス(p−トルイジノ)ア
ントラキノンのかわシに
/−(p−トルイジノ)−弘−ヒドロキシアントラキノ
ンを1部用いる以外は実施例/と同様にしてトナー化し
実写した所カプリの少い鮮明なコピーが得られた。<Example Hiro> A toner was prepared in the same manner as in Example except that 1 part of 4L-bis(p-toluidino)anthraquinone/-(p-toluidino)-Hiro-hydroxyanthraquinone was used as the charge improver. When the image was converted into a live photo, a clear copy with little capri was obtained.
〈実施例!〉
帯電向上剤としてl、クービス(p−トルイジノ)アン
トラキノンを1部、l−メチルアミノアントラキノンを
1部及び/−(p−)ルイジノ)−p−ヒドロキシアン
トラキノンを/fHJf使用する以外は、実施例/と同
様にしてトナー化し、実写した所カブリの少い鮮明なコ
ピーが得られた。<Example! 〉 Example except that 1 part of l,cubis(p-toluidino)anthraquinone, 1 part of l-methylaminoanthraquinone and /-(p-)luidino)-p-hydroxyanthraquinone/fHJf were used as charge improvers. When the image was converted into toner and photographed in the same manner as /, a clear copy with little fogging was obtained.
く比較例/〉
同様にしてトナー化し実写した所、カプリの多い、コピ
ー品質の悪いコピーが得られた。Comparative Example/〉 When the toner was made in the same manner and the copy was actually copied, a copy with many capri and poor copy quality was obtained.
〈発明の効果〉
本発明の静電荷像現像用トナーは、連続複写によるコピ
ー汚れ等の発生しない高品質の静電荷像現像用トナーで
ある。<Effects of the Invention> The toner for developing an electrostatic image of the present invention is a high quality toner for developing an electrostatic image that does not cause copy stains or the like due to continuous copying.
Claims (7)
用トナーにおいて、該トナーが下記一般式( I )で表
わされる帯電向上剤を少なくとも1種以上含有すること
を特徴とする静電荷像現像用トナー ▲数式、化学式、表等があります▼( I ) (上記式中で、R_1及びR_2は水素原子、アルキル
基、フエニル基またはアルキルフェニル基を示し、R_
3は水素原子、ヒドロキシル基または▲数式、化学式、
表等があります▼(R_1及びR_2は上記したとおり
である。)を示す。)(1) A toner for developing electrostatic images comprising at least a colorant and a resin, characterized in that the toner contains at least one charge improver represented by the following general formula (I): Toner▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the above formula, R_1 and R_2 represent a hydrogen atom, an alkyl group, a phenyl group, or an alkylphenyl group, and R_
3 is a hydrogen atom, a hydroxyl group, or a mathematical formula, a chemical formula,
There is a table etc. ▼ (R_1 and R_2 are as described above). )
1〜10重量部含有されていることを特徴とする特許請
求の範囲第1項記載の静電荷像現像用トナー。(2) Charge improver is 0.0 parts by weight per 100 parts by weight of toner.
The toner for developing an electrostatic image according to claim 1, wherein the toner contains 1 to 10 parts by weight.
ントラキノンであることを特徴とする特許請求の範囲第
1項記載の静電荷像現像用トナー。(3) The toner for developing an electrostatic image according to claim 1, wherein the charge improver is 1,4-bis(p-toluidino)anthraquinone.
であることを特徴とする特許請求の範囲第1項記載の静
電荷像現像用トナー。(4) The toner for developing an electrostatic image according to claim 1, wherein the charge improver is 1-methylamino-anthraquinone.
ロキシアントラキノンであることを特徴とする特許請求
の範囲第1項記載の静電荷像現像用トナー。(5) The toner for developing electrostatic images according to claim 1, wherein the charge improver is 1-(p-toluidino)-4-hydroxyanthraquinone.
アントラキノン、1−メチルアミノ−アントラキノン及
び1−(p−トルイジノ)−4−ヒドロキシアントラキ
ノンの混合物であることを特徴とする特許請求の範囲第
1項記載の静電荷像現像用トナー。(6) The charge improver is 1,4-bis(p-toluidino)
The toner for developing electrostatic images according to claim 1, which is a mixture of anthraquinone, 1-methylamino-anthraquinone, and 1-(p-toluidino)-4-hydroxyanthraquinone.
る特許請求の範囲第1項記載の静電荷像現像用トナー。(7) The toner for developing an electrostatic image according to claim 1, wherein the colorant is carbon black.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61288513A JP2572759B2 (en) | 1986-12-03 | 1986-12-03 | Toner for electrostatic image development |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61288513A JP2572759B2 (en) | 1986-12-03 | 1986-12-03 | Toner for electrostatic image development |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63141073A true JPS63141073A (en) | 1988-06-13 |
JP2572759B2 JP2572759B2 (en) | 1997-01-16 |
Family
ID=17731203
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61288513A Expired - Fee Related JP2572759B2 (en) | 1986-12-03 | 1986-12-03 | Toner for electrostatic image development |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2572759B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0758663A2 (en) * | 1995-07-27 | 1997-02-19 | SINCO ENGINEERING S.p.A. | Polyester resin with improved color characteristics |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5381126A (en) * | 1976-12-27 | 1978-07-18 | Ricoh Co Ltd | Electrophotographic magnetic toner |
JPS58136048A (en) * | 1982-02-08 | 1983-08-12 | Canon Inc | Negatively chargeable toner for developing static charge |
JPS61167954A (en) * | 1985-01-22 | 1986-07-29 | Ricoh Co Ltd | Electrostatic charge image developing toner |
JPS61172155A (en) * | 1985-01-25 | 1986-08-02 | Minolta Camera Co Ltd | Positively chargeable toner |
-
1986
- 1986-12-03 JP JP61288513A patent/JP2572759B2/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5381126A (en) * | 1976-12-27 | 1978-07-18 | Ricoh Co Ltd | Electrophotographic magnetic toner |
JPS58136048A (en) * | 1982-02-08 | 1983-08-12 | Canon Inc | Negatively chargeable toner for developing static charge |
JPS61167954A (en) * | 1985-01-22 | 1986-07-29 | Ricoh Co Ltd | Electrostatic charge image developing toner |
JPS61172155A (en) * | 1985-01-25 | 1986-08-02 | Minolta Camera Co Ltd | Positively chargeable toner |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0758663A2 (en) * | 1995-07-27 | 1997-02-19 | SINCO ENGINEERING S.p.A. | Polyester resin with improved color characteristics |
EP0758663A3 (en) * | 1995-07-27 | 1997-10-08 | Sinco Eng Spa | Polyester resin with improved color characteristics |
AU705353B2 (en) * | 1995-07-27 | 1999-05-20 | M&G Usa Corporation | Polyester resin with improved color characteristics |
Also Published As
Publication number | Publication date |
---|---|
JP2572759B2 (en) | 1997-01-16 |
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