JPH04121754A - Electrostatic charge developing toner - Google Patents
Electrostatic charge developing tonerInfo
- Publication number
- JPH04121754A JPH04121754A JP2242041A JP24204190A JPH04121754A JP H04121754 A JPH04121754 A JP H04121754A JP 2242041 A JP2242041 A JP 2242041A JP 24204190 A JP24204190 A JP 24204190A JP H04121754 A JPH04121754 A JP H04121754A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- substituted
- formula
- group
- anion
- 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
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 150000001450 anions Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 10
- -1 4-sulfonaphthalate ion Chemical class 0.000 claims description 5
- 239000003086 colorant Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 239000000377 silicon dioxide Substances 0.000 abstract description 2
- 230000000996 additive effect Effects 0.000 abstract 1
- 230000001976 improved effect Effects 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 7
- 239000002245 particle Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000010438 heat treatment Methods 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
- 239000000463 material Substances 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 description 1
- NRFFMWTVYMKWPU-UHFFFAOYSA-N 2-sulfonaphthalene-1-carboxylic acid Chemical class C1=CC=C2C(C(=O)O)=C(S(O)(=O)=O)C=CC2=C1 NRFFMWTVYMKWPU-UHFFFAOYSA-N 0.000 description 1
- HBBNWQNDMASDAC-UHFFFAOYSA-N 4-sulfonaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(S(O)(=O)=O)C2=C1 HBBNWQNDMASDAC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000013861 fat-free Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 108091008695 photoreceptors Proteins 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
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
持体に一旦付着せしめられ、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。<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 photoreceptor on which an electrostatic image is formed, and then is exposed to light in the transfer process. After being transferred from the paper to the transfer paper, it is fixed to the copy paper surface in a fixing step.
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がる成る二
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。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、従来より現像剤に帯電性を付与するものとして
ニグロシン系染料、４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 quaternary ammonium salts, carrier coating agents, and the like have been known as agents that impart chargeability to developers.
〈発明が解決しようとする課題〉
しかしながら、これら従来の帯電性付与剤は、帯電性付
与効果が必ずしも十分ではなく特に該効果が経時変化す
る為に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 chargeability imparting agents do not necessarily have a sufficient chargeability imparting effect, and in particular, the effect changes over time, resulting in copy stains caused by continuous copying and poor copy quality. However, there was a problem in that it decreased.
く課題を解決するための手段〉
そこで、本発明者等は時間を経てもコピー汚れ等の発生
しにくい高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化合物をト
ナー中に含有させることにより、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 present inventors conducted intensive studies to provide a high-quality electrostatic image developing toner that is less likely to cause stains on copies over time. It has been discovered that these problems can be solved by incorporating a compound having the following into the toner, and the present invention has been achieved.
すなわち、本発明の要旨は、少なくとも樹脂及び着色剤
を含有してなる静電荷像現像用トナーにおいて、下記−
能代（１）又は（ＩＩ）で表わされる化合物を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 a toner for developing an electrostatic image containing at least a resin and a colorant as follows:
The present invention relates to a toner for developing electrostatic images characterized by containing one or more compounds represented by Noshiro (1) or (II).
〔式中、＾ｒ’ ＋ Ａｒ２は置換もしくは未置換のア
ルキル基または置換もしくは未置換のアラルキル基を表
わし、互いに同一であっても異っていてもよ（、）（ｅ
はアニオンを表わす。〕
〔式中、＾ｒ３は置換もしくは未置換のアルキル基また
は置換もしくは未置換のアラルキル基を表わし、Ｘｅは
アニオンを表わす〕
以下、本発明の詳細な説明する。[In the formula, ^r' + Ar2 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and may be the same or different from each other (,) (e
represents an anion. [In the formula, ^r3 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and Xe represents an anion.] The present invention will be described in detail below.
本発明の静電荷像現像用トナーは、下記−能代（１）又
は（ＩＩ）で表わされる化合物を１種以上含有すること
が特徴である。The electrostatic image developing toner of the present invention is characterized in that it contains one or more compounds represented by Noshiro (1) or (II) below.
Ｃ式中、＾ｒ’ 、 Ａｒ”は置換もしくは未置換のア
ルキル基または置換もしくは未置換のアラルキル基を表
わし、互いに同一であっても異っていてもよく、Ｘｅは
アニオンを表わす。〕
〔式中、＾ｒ３は置換もしくは未置換のアルキル基また
は置換もしくは未置換のアラルキル基を表わし、＞（ｅ
はアニオンを表わす〕
尚、−能代（１）又は（Ｉｆ）中、−又は陽形であって
、以下同様とする。In formula C, ^r' and Ar'' represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and may be the same or different from each other, and Xe represents an anion.] In the formula, ^r3 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and >(e
represents an anion] In -Noshiro (1) or (If), - or positive form, and the same applies hereinafter.
上記−能代においてＡｒ’ 、 Ａｒ” ＋ Ａｒ３は
各々独立に、メチル基、エチル基、プロピル基、イソプ
ロピル基、ｎ−ブチル基、イソブチル基、ペンチル基、
ヘキシル基、ヘプチル基、オクチル基、デシル基、ドデ
シル基、テトラデシル基、ヘキサデシル基、オクタデシ
ル基等のアルキル基：ベンジル基等のアラルキル基：低
級アルキル置換ベンジル基、ニトロ置換ベンジル基、ハ
ロゲン置換ベンジル基、アルコキシ置換ベンジル基等の
置換アラルキル基；を表わす。Ｘｅは塩素、臭素などハ
ロゲン、テトラフェニルホウ素、又はアルキル硫酸、ス
ルホン酸等のアニオンであり、代表例としてはメチル硫
酸塩、ｐ−）ルエンスルホン酸、α−ナフトールスルホ
ン酸塩、３−又は４−スルホナフタル酸塩等があげられ
る。中でも、Ａｒ’ 、＾ｒ！Ａｒ３についてはテトラ
デシル基、ヘキサデシル基又はオクタデシル基である化
合物が好ましく、）（ｅについては、α−ナフトールス
ルホン酸塩、３−又は４−スルホナフタル酸塩等のアニ
オンである化合物が好ましい。In the above - Noshiro, Ar', Ar" + Ar3 each independently represent a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a pentyl group,
Alkyl groups such as hexyl group, heptyl group, octyl group, decyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group; Aralkyl group such as benzyl group: lower alkyl-substituted benzyl group, nitro-substituted benzyl group, halogen-substituted benzyl group , a substituted aralkyl group such as an alkoxy-substituted benzyl group; Xe is a halogen such as chlorine or bromine, tetraphenylboron, or an anion such as alkyl sulfate or sulfonic acid, and typical examples include methyl sulfate, p-)luenesulfonic acid, α-naphtholsulfonate, 3- or 4- - Examples include sulfonaphthalates. Among them, Ar', ^r! For Ar3, a compound is preferably a tetradecyl group, hexadecyl group or octadecyl group, and for (e), a compound is preferably an anion such as α-naphtholsulfonate, 3- or 4-sulfonaphthalate.
一般式（１）で表わされる化合物の中で、本発明の静電
荷像現像用トナーに含有せしめるのに好適なものの具体
例としては、下記の構造式で表わされる化合物を挙げる
ことができるが、これらに限定されるものではない。Among the compounds represented by the general formula (1), specific examples of compounds suitable for inclusion in the toner for developing electrostatic images of the present invention include compounds represented by the following structural formula. It is not limited to these.
αｅ
又、−能代（ｎ）で表わされる化合物の中で本発明の静
電荷像現像用トナーに含有せしめるのに好適なものの具
体例としては下記の構造式で表わされる化合物を挙げる
ことができるがこれらに限定されるものではない。αe Among the compounds represented by -Noshiro (n), specific examples of compounds suitable for inclusion in the electrostatic image developing toner of the present invention include compounds represented by the following structural formula. It is not limited to these.
■丞■金隻
ｆｌｌａ式（１）、又は（Ｉ［）で表わされる化合物は
、その製造方法によらず、本発明に用いることができる
が、以下にその具体的製造方法の一例を説明する。■丞■Kinsen flaThe compound represented by the formula (1) or (I[) can be used in the present invention regardless of its manufacturing method, but an example of a specific manufacturing method will be explained below. .
一般式（１）で表される化合物は、一般には、例えば下
記−能代（ｎ［）
＾ｒ’Ｙ ・・・（Ｉ［［）
〔式中Ａｒ’は一般式（１）と同意義、Ｙは塩素、臭素
等のハロゲン基を表わす〕
で表わされる、ハロゲン化化合物とトリエチレンジアミ
ンをジメチルホルムアミド、Ｎ−メチルピロリドン等の
反応に不活性な有機溶媒中、７０℃前後に加温して例え
ば２４時間反応させることにより得られる。同じく一般
式（ＩＩＩ）の化合物及びトリエチレンジアミンを用い
、エタノール、メタノール等の有機溶媒中加熱還流させ
、約８時間程反応させることにより一般式（ＩＩ）で表
される化合物が得られる。Generally, the compound represented by the general formula (1) is, for example, the following - Noshiro (n[) ^r'Y ... (I[[)
[In the formula, Ar' has the same meaning as in general formula (1), and Y represents a halogen group such as chlorine or bromine.] A halogenated compound represented by the formula and triethylenediamine are reacted with dimethylformamide, N-methylpyrrolidone, etc. It is obtained by reacting in an active organic solvent at a temperature of about 70°C for, for example, 24 hours. Similarly, a compound represented by general formula (II) is obtained by heating and refluxing a compound represented by general formula (III) and triethylenediamine in an organic solvent such as ethanol or methanol for about 8 hours.
さらに、アニオン交換するためには、一般に一般式（Ｔ
Ｖ）
ＸｅＺΦ ・・・ （ｒ
Ｖ）〔式中、ｘＯは一般式（１）と同意義、ＺΦはアル
カリ金属等を表わす〕
と上記ですでに得られた化合物を水中約７０℃前後で加
温して反応させることによりできる。Furthermore, in order to exchange anions, the general formula (T
V) XeZΦ... (r
V) [In the formula, xO has the same meaning as in general formula (1), ZΦ represents an alkali metal, etc.] and the compound already obtained above can be reacted in water by heating it at around 70 ° C. .
本発明に、使用し得る樹脂成分としては、静電荷像現像
用トナーに適した公知の種々のものが使用できる。例え
ば、スチレン系樹脂、スチレンアクリル系共重合樹脂、
ポリエステル系樹脂、エポキシ系樹脂及びこれらの混合
樹脂、また、これらのアルキル側鎖にアミノ基を有する
もの等がある。As the resin component that can be used in the present invention, various known resin components suitable for toners for developing electrostatic images can be used. For example, styrene resin, styrene acrylic copolymer resin,
There are polyester resins, epoxy resins, mixed resins thereof, and those having amino groups in their alkyl side chains.
トナー中の一般式（１）又は（ＩＩ）で表される化合物
の含有率は、樹脂１００重量部に対して０．１〜２０重
量部が好ましくより好ましくは１〜１５重量部である。The content of the compound represented by formula (1) or (II) in the toner is preferably 0.1 to 20 parts by weight based on 100 parts by weight of the resin, and more preferably 1 to 15 parts by weight.
一般式（１）又は（ＩＩ）で表される化合物の含有率が
、少なすぎると帯電性の向上効果が期待できずまた過剰
であるとトナーの品質が低下するので好ましくない。If the content of the compound represented by formula (1) or (II) is too low, no improvement in charging properties can be expected, and if it is excessive, the quality of the toner will deteriorate, which is not preferred.
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制限されるものではなく、黒色トナ
ーを得るには、カーボンブラック等を使用する。また、
−能代（１）又は（ＩＩ）で表される化合物は通常白色
なので、青、赤、黄等のカラートナーに含有せしめても
よく、この場合は相当する色の染顔料等からなる着色剤
を用いる。The colorant used in the present invention is not particularly limited as long as it is conventionally used, and carbon black or the like is used to obtain a black toner. Also,
- Since the compound represented by Noshiro (1) or (II) is usually white, it may be included in color toners such as blue, red, yellow, etc. In this case, a coloring agent consisting of a dye or pigment of the corresponding color may be added. use
着色剤の含有率は、樹脂１００重量部に対して３〜２０
重量部とするのが好ましい。The content of the colorant is 3 to 20 parts by weight per 100 parts by weight of the resin.
Preferably, it is expressed in parts by weight.
更に、本発明のトナーには、−能代（１）又は（Ｉｆ）
で表される化合物とは別に、公知のものを含めて他の帯
電制御剤、即ち、例えば、ニゲロシア 糸束ＩＩ、４級
アンモニウム塩、ポリアミン樹脂等を含有せしめてもよ
い。Furthermore, the toner of the present invention includes - Noshiro (1) or (If)
Apart from the compound represented by, other charge control agents including known ones, such as Nigelsia Yarn Bundle II, quaternary ammonium salt, polyamine resin, etc., may be contained.
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を含有せしめてもよい。In addition, additives such as a low molecular weight olefin polymer and finely powdered silica may be included as the toner constituent 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。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.
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。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が好適である。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。なお、鉄粉の粒径には特に
制限はない。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、マグネタイト系等を初めとする公知の他のキャリ
アーも使用することができる。これらキャリアーは、ト
ナー１重量部に対して、５〜１００重量部使用すること
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. 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. Other known carriers including ferrite carriers, magnetite carriers, etc. can also be used. It is preferable to use 5 to 100 parts by weight of these carriers per 1 part by weight of the toner.
〈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、下記実施例中単に「部」とあるのはいずれも「重
量部」を意味するものとする。In addition, in the following examples, the term "parts" simply means "parts by weight."
去脂貫二上
スチレン系樹脂 １００部（三洋化
成社製、商品名ＳＢＭ−６００）カーボンブラック
１０部（三菱化成（株）製＃４４）
例示化合物（１）２部
上記の材料を配合混練し、粉砕分級して平均粒子径１）
μｍの黒色トナーを得た。100 parts of fat-free styrene resin (manufactured by Sanyo Kasei Co., Ltd., trade name SBM-600) carbon black
10 parts (#44 manufactured by Mitsubishi Kasei Corporation) 2 parts of Exemplary Compound (1) The above materials were mixed and kneaded, and the average particle size was 1).
A black toner of μm was obtained.
このトナー５部と平均粒径約１００μｍのフッ素系樹脂
コーティングキャリアー１００部とを混合、攪拌して現
像剤を作製した。次いでこの現像剤を有機光導電体を怒
光体とする複写機で実写したところ、白地部の地汚れ、
いわゆるカブリの少ない鮮明なコピーが得られた。A developer was prepared by mixing and stirring 5 parts of this toner and 100 parts of a fluororesin coated carrier having an average particle size of about 100 μm. Next, when this developer was actually copied using a copying machine that uses an organic photoconductor as an irradiant, it was found that the white background was smudged,
Clear copies with little so-called fog were obtained.
尖旌貰ニ↓
帯電制御剤として、例示化合物（１）２部のかわりに例
示化合物（４）を３部使用する以外は、実施例−１と全
く同様にしたところ、実施例−１と同様に良好なコピー
が得られた。The same procedure as in Example-1 was carried out, except that 3 parts of Exemplified Compound (4) was used instead of 2 parts of Exemplified Compound (1) as a charge control agent, and the result was the same as in Example-1. A good copy was obtained.
大隻開二主
帯電制御剤として例示化合物（１）２部のかわりに例示
化合物（６）を５部使用する以外は実施例−１と全く同
様にしたところ、実施例−１と同様に良好なコピーが得
られた。The same procedure as in Example-1 was carried out except that 5 parts of Exemplified Compound (6) was used instead of 2 parts of Exemplified Compound (1) as the main charge control agent, and the result was as good as in Example-1. A copy was obtained.
大膳炭二↓
帯電制御剤として例示化合物（１）２部のかわりに例示
化合物（９）を３部使用する以外は、実施例−１と全く
同様にしたところ、実施例−１と同様に良好なコピーが
得られた。The same procedure as in Example-1 was performed except that 3 parts of Exemplified Compound (9) was used instead of 2 parts of Exemplified Compound (1) as a charge control agent, and the results were as good as in Example-1. A copy was obtained.
ス１」［二ｉ
帯電制御剤として、例示化合物（１）２部のかわりに例
示化合物０７１を３部使用する以外は、実施例１と全く
同様にしたところ、実施例−１と同様に良好なコピーが
得られた。Example 1 was repeated except that 3 parts of Exemplified Compound 071 was used instead of 2 parts of Exemplified Compound (1) as a charge control agent. A copy was obtained.
ス１貫＝」−
帯電制御剤として、例示化合物（１）２部にかわりに例
示化合物（２１）を２部使用する以外は実施例１と全く
同様にしたところ、実施例−１と同様に良好なコピーが
得られた。The same procedure as in Example 1 was carried out except that 2 parts of Exemplified Compound (21) was used instead of 2 parts of Exemplified Compound (1) as a charge control agent. A good copy was obtained.
去脂貫二１
帯電制御剤として例示化合物（１）２部のかわりに例示
化合物（２４）を３部使用する以外は実施例−１と全く
同様にしたところ、実施例−１と同様に良好なコピーが
得られた。1. The same procedure as in Example-1 was carried out except that 3 parts of Exemplified Compound (24) was used instead of 2 parts of Exemplified Compound (1) as a charge control agent, and the results were as good as in Example-1. A copy was obtained.
ル較拠ニ上
材料として例示化合物（１）を用いなかった以外は実施
例−１と同様にして現像剤を製造し実写に供した所、カ
ブリの多いコピー品質の悪いコピーが得られた。When a developer was prepared in the same manner as in Example 1 except that Exemplified Compound (1) was not used as the material and used for actual copying, a copy with a lot of fog 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
ーの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 electrostatic images of the present invention is a high quality toner for developing electrostatic images that does not cause stains on copies due to continuous copying.
出 願 人applicant
Claims (2)
現像用トナーにおいて、下記一般式（ I ）又は（II）
で表わされる化合物を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 ） 〔式中、Ａｒ＾１、Ａｒ＾２は置換もしくは未置換のア
ルキル基または置換もしくは未置換のアラルキル基を表
わし、互いに同一であっても異っていてもよく、Ｘ＾■
はアニオンを表わす。〕 ▲数式、化学式、表等があります▼・・・（II） 〔式中、Ａｒ＾３は置換もしくは未置換のアルキル基ま
たは置換もしくは未置換のアラルキル基を表わし、Ｘ＾
■はアニオンを表わす〕(1) In a toner for developing an electrostatic image containing at least a resin and a colorant, the following general formula (I) or (II) is used.
A toner for developing an electrostatic image, characterized by containing one or more types of compounds represented by the following. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) [In the formula, Ar^1 and Ar^2 represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and they are the same as each other. It's okay to be different, X^■
represents an anion. [In the formula, Ar^3 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and X^
■represents anion]
物で、Ｘ＾■が３−又は４−スルホナフタル酸イオンで
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
荷像現像トナー。(2) The electrostatic charge image according to claim 1, wherein in the compound represented by the general formula (I) or (II), X^■ is a 3- or 4-sulfonaphthalate ion. developing toner.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2242041A JPH04121754A (en) | 1990-09-12 | 1990-09-12 | Electrostatic charge developing toner |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2242041A JPH04121754A (en) | 1990-09-12 | 1990-09-12 | Electrostatic charge developing toner |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04121754A true JPH04121754A (en) | 1992-04-22 |
Family
ID=17083396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2242041A Pending JPH04121754A (en) | 1990-09-12 | 1990-09-12 | Electrostatic charge developing toner |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04121754A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002092695A1 (en) * | 2001-05-11 | 2002-11-21 | Mitsui Chemicals, Inc. | Dopant agent and electroconductive polymer material comprising the same |
-
1990
- 1990-09-12 JP JP2242041A patent/JPH04121754A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002092695A1 (en) * | 2001-05-11 | 2002-11-21 | Mitsui Chemicals, Inc. | Dopant agent and electroconductive polymer material comprising the same |
| US6814888B2 (en) | 2001-05-11 | 2004-11-09 | Mitsui Chemicals, Inc. | Dopant agent and electroconductive polymer material comprising the same |
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