JPH0450951A - Yellow liquid developer for electrostatic photography - Google Patents
Yellow liquid developer for electrostatic photographyInfo
- Publication number
- JPH0450951A JPH0450951A JP15848090A JP15848090A JPH0450951A JP H0450951 A JPH0450951 A JP H0450951A JP 15848090 A JP15848090 A JP 15848090A JP 15848090 A JP15848090 A JP 15848090A JP H0450951 A JPH0450951 A JP H0450951A
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- liquid developer
- resin
- parts
- developer
- 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
- 239000007788 liquid Substances 0.000 title claims abstract description 49
- 239000000049 pigment Substances 0.000 claims abstract description 46
- 229920005989 resin Polymers 0.000 claims abstract description 32
- 239000011347 resin Substances 0.000 claims abstract description 32
- 239000002245 particle Substances 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 3
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- 239000006185 dispersion Substances 0.000 abstract description 6
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 19
- 238000004519 manufacturing process Methods 0.000 description 16
- 239000007787 solid Substances 0.000 description 11
- CNPVJWYWYZMPDS-UHFFFAOYSA-N 2-methyldecane Chemical compound CCCCCCCCC(C)C CNPVJWYWYZMPDS-UHFFFAOYSA-N 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 6
- 238000001556 precipitation Methods 0.000 description 6
- 238000004062 sedimentation Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000004342 Benzoyl peroxide Substances 0.000 description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- DXYUWQFEDOQSQY-UHFFFAOYSA-N n'-octadecylpropane-1,3-diamine Chemical compound CCCCCCCCCCCCCCCCCCNCCCN DXYUWQFEDOQSQY-UHFFFAOYSA-N 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- -1 Aliphatic amines Chemical class 0.000 description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- ZCGHEBMEQXMRQL-UHFFFAOYSA-N benzyl 2-carbamoylpyrrolidine-1-carboxylate Chemical compound NC(=O)C1CCCN1C(=O)OCC1=CC=CC=C1 ZCGHEBMEQXMRQL-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 108091008695 photoreceptors Proteins 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000011115 styrene butadiene Substances 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- LKVJLQKCWWNRJC-UHFFFAOYSA-N buta-1,3-diene prop-2-enylbenzene Chemical compound C=CC=C.C(C1=CC=CC=C1)C=C LKVJLQKCWWNRJC-UHFFFAOYSA-N 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 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
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 1
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
- ZNAOFAIBVOMLPV-UHFFFAOYSA-N hexadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(C)=C ZNAOFAIBVOMLPV-UHFFFAOYSA-N 0.000 description 1
- PZDUWXKXFAIFOR-UHFFFAOYSA-N hexadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C=C PZDUWXKXFAIFOR-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- LKEDKQWWISEKSW-UHFFFAOYSA-N nonyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCOC(=O)C(C)=C LKEDKQWWISEKSW-UHFFFAOYSA-N 0.000 description 1
- MDYPDLBFDATSCF-UHFFFAOYSA-N nonyl prop-2-enoate Chemical compound CCCCCCCCCOC(=O)C=C MDYPDLBFDATSCF-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
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- YFMFSCRSAWIWOP-UHFFFAOYSA-N phenyl(trityl)diazene Chemical compound C1=CC=CC=C1N=NC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 YFMFSCRSAWIWOP-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Liquid Developers In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
（技術分野）
本発明は電子写真感光体あるいは静電記録体に形成した
静電潜像にトナー粒子を静電気的に付着させて可視像化
して色重ねするプロセスに用いられる正帯電性の静電写
真用イエロー液体現像剤に関する。Detailed Description of the Invention (Technical Field) The present invention relates to a process in which toner particles are electrostatically attached to an electrostatic latent image formed on an electrophotographic photoreceptor or an electrostatic recording medium to create a visible image and to overlap colors. The present invention relates to a positively charging electrostatic yellow liquid developer used.
（従来技術）
電子写真あるいは静電記録によりフルカラー画像を得る
には、電子写真感光体や静電記録紙などに常法により静
電潜像を形成し減法混色法に従った原色のカラー液体現
像剤中のトナー粒子により静電気的に付着させて可視像
化して色重ねすることで得られる。(Prior art) In order to obtain a full-color image by electrophotography or electrostatic recording, an electrostatic latent image is formed on an electrophotographic photoreceptor or electrostatic recording paper by a conventional method, and then developed with primary color liquid using the subtractive color mixing method. It is obtained by electrostatically adhering to toner particles in the agent, visualizing the image, and superimposing the colors.
この方法に用いられる液体現像剤は、顔料をそれぞれロ
ジン、アマニ油、大豆油、変性アルキッド樹脂、スチレ
ンブタジェン樹脂、アクリル樹脂などの樹脂または油脂
とともに脂肪族炭化水素のような高絶縁性低誘電率の担
体液中で粉砕分散することによって得ている。The liquid developer used in this method contains pigments such as rosin, linseed oil, soybean oil, modified alkyd resins, styrene-butadiene resins, acrylic resins, and other resins or oils, as well as highly insulating and low dielectric materials such as aliphatic hydrocarbons. It is obtained by pulverization and dispersion in a carrier liquid at a certain rate.
さらに正帯電性の液体現像剤を得るには金属石鹸などの
電荷制御剤を分散時にあるいは分散後に添加して所望の
帯電量を得ている。金属石鹸の電荷制御剤による帯電の
メカニズムは、担体液体中で解離したイオンが顔料を中
心としたトナー粒子に吸着するためと考えられる。この
ようなメカニズムにおいては、液体現像剤を長期に保存
した場合や、複写を継続した場合にイオンの吸着量の変
化にともなう帯電量の変動が起こりやすく、安定な液体
現像剤を得ることは困難であった。Furthermore, in order to obtain a positively chargeable liquid developer, a charge control agent such as a metal soap is added during or after dispersion to obtain a desired amount of charge. The mechanism of charging of metal soaps by the charge control agent is thought to be that ions dissociated in the carrier liquid are adsorbed to toner particles mainly containing pigments. With this mechanism, when the liquid developer is stored for a long time or when copying is continued, the amount of charge tends to fluctuate due to changes in the amount of adsorbed ions, making it difficult to obtain a stable liquid developer. Met.
（目 的）
本発明の目的は前記のような欠点を除去した色重ね現像
型の静電写真に適した正帯電性のイエロー液体現像剤を
提供することにある。(Objective) The object of the present invention is to provide a positively charging yellow liquid developer suitable for color overlapping development type electrostatic photography which eliminates the above-mentioned drawbacks.
（構 成）
上記の問題点を解決するために従来より検討を重ねてき
たが、特定の構造の顔料を脂肪族アミンで表面改質する
ことで解決し得ることを見出した。(Structure) In order to solve the above-mentioned problems, we have made repeated studies and found that the problem can be solved by surface-modifying a pigment with a specific structure with an aliphatic amine.
すなわち本発明は、担体液体中に顔料及び樹脂を主成分
とするトナー粒子を分散してなる液体現像剤において該
顔料が下記一般式（ｒ）で表わされることを特徴とする
静電写真用カラー液体現像剤からなる。That is, the present invention provides a liquid developer comprising toner particles containing a pigment and a resin as main components dispersed in a carrier liquid, wherein the pigment is represented by the following general formula (r). Consists of liquid developer.
一般式（Ｉ）
Ｒ； アルキル基、置換されたアルキル基、シクロアル
キル基、または置換された
シクロアルキル基
ｘ； ＣＨ，、ＯＣＨ，、ＣＣ
ｙ； Ｈ，ＣＩ
Ａ、Ｂ、Ｃ，ＨｌＣＨ，、ＣＱｌｏＣｌ（。General formula (I) R; alkyl group, substituted alkyl group, cycloalkyl group, or substituted cycloalkyl group x; CH,, OCH,, CC y; H, CI A, B, C, HlCH,, CQloCl(.
一般式（Ｉ）で示される顔料は、例えば一般式（ＩＩ）
と、表１で示されるようなアセト酢酸アリールアミド系
不溶性ジスアゾ顔料のカルボニル基と脂肪族アミンとを
７０〜２００℃で加熱脱水反応させることで得られる。The pigment represented by the general formula (I) is, for example, a pigment represented by the general formula (II).
can be obtained by subjecting the carbonyl group of an acetoacetate arylamide-based insoluble disazo pigment shown in Table 1 and an aliphatic amine to a heating dehydration reaction at 70 to 200°C.
反応は有機溶媒、または水性媒体中で行える。The reaction can be carried out in an organic solvent or an aqueous medium.
Ｒ； アルキル基、置換されたアルキル基、シクロアル
キル基または置換された
シクロアルキル基
ｘ； ＣＨ，、ＯＣＨ，、ＣＱ
Ｙ、Ｈ，ＣＱ
Ａ、Ｂ、Ｃ，Ｈ％ＣＨ，、ＣＱ、ＯＣＨ。R; alkyl group, substituted alkyl group, cycloalkyl group, or substituted cycloalkyl group x; CH,, OCH,, CQ Y, H, CQ A, B, C, H% CH,, CQ, OCH.
表１
使用するアミンとその量、特にアセト酢酸アリールアミ
ド系不溶性ジスアゾ顔料との割合によってカルボニル基
の全部または一部だけがアミンと反応した顔料が得られ
、これによって液体現像剤にしたときに所望の帯電量に
制御できる。Table 1 Depending on the amine used and its amount, especially the ratio to the acetoacetate arylamide-based insoluble disazo pigment, a pigment in which all or only part of the carbonyl group has reacted with the amine can be obtained, which makes it possible to obtain the desired pigment when made into a liquid developer. The amount of charge can be controlled to .
また本発明における顔料を使用した液体現像剤は単体液
中での分散安定性が優れる。これは、脂肪族アミンのア
ルキル基の炭素数が６〜２０のときに期待される効果で
長鎖アルキル基の担体液に対する親和性が高いためであ
る。Further, the liquid developer using the pigment of the present invention has excellent dispersion stability in a single liquid. This is due to the effect expected when the alkyl group of the aliphatic amine has 6 to 20 carbon atoms, and the long-chain alkyl group has a high affinity for the carrier liquid.
本発明で使用される脂肪族アミンは、例えばステアリル
アミン、オレイルアミン、シクロヘキシルアミン、３−
ジメチルアミノプロピルアミン、３−オクタデシルアミ
ノプロビルアミンなどがある。Aliphatic amines used in the present invention include, for example, stearylamine, oleylamine, cyclohexylamine, 3-
Examples include dimethylaminopropylamine and 3-octadecylaminopropylamine.
次に本発明の顔料の製造例を示す。Next, a production example of the pigment of the present invention will be shown.
顔料製造例１
エタノール５０部中に３−オクタデシルアミノプロピル
アミン５０部を加熱溶解し、Ｃ，１，ピグメントイエロ
ー１２の水性スラリー１０００部（固形分５０％）に加
え、８０℃で１時間撹拌した後冷却する。スラリーを濾
過してプレスケーキにし、さらに水洗濾過を繰り返して
、乾燥粉砕により粉末顔料を得た。Pigment Production Example 1 50 parts of 3-octadecylaminopropylamine was heated and dissolved in 50 parts of ethanol, added to 1000 parts of an aqueous slurry of C, 1, Pigment Yellow 12 (solid content 50%), and stirred at 80°C for 1 hour. Cool afterwards. The slurry was filtered to form a press cake, which was further washed and filtered with water, and then dried and ground to obtain a powder pigment.
顔料製造例２
ミキサー中で３−オクタデシルアミノプロビルアミン３
０部を温度８０℃に加熱しＣ，１，ピグメントイエロー
１２ （ドライバウダー）７０部を徐々に加え温度を１
５０℃に上げ１時間撹拌を続けると黄色塑性物質が得ら
れる。この物質を冷却粉砕して粉末顔料を得た。Pigment production example 2 3-octadecylaminoprobylamine 3 in a mixer
Heat 0 parts to 80℃, gradually add 70 parts of C, 1, and Pigment Yellow 12 (dry powder) and reduce the temperature to 1.
When the temperature is raised to 50° C. and stirring is continued for 1 hour, a yellow plastic material is obtained. This material was cold-milled to obtain a powdered pigment.
顔料製造例３
顔料製造例】の３−オクタデシルアミノプロビルアミン
をステアリルアミンに変えた他は同様にして粉末顔料を
得た。Pigment Production Example 3 A powder pigment was obtained in the same manner as in Pigment Production Example except that 3-octadecylaminopropylamine was replaced with stearylamine.
顔料製造例４
顔料製造例２のＣ，Ｉ、ピグメントイエロー１２をＣ，
１，ピグメントイエロー１３に変えた他は同様にして粉
末顔料を得た。Pigment Production Example 4 C, I of Pigment Production Example 2, Pigment Yellow 12, C,
A powder pigment was obtained in the same manner except that Pigment Yellow 13 was used.
顔料製造例５
顔料製造例１のエタノールを１００部に３−オクタデシ
ルアミノプロビルアミンを１００部用いる他は、同様に
して粉末顔料を得た。Pigment Production Example 5 A powder pigment was obtained in the same manner as in Pigment Production Example 1, except that 100 parts of ethanol and 100 parts of 3-octadecylaminoprobylamine were used.
次に本発明の液体現像剤に使用できる結着樹脂としては
従来技術の項で示したものが挙げられるが、ブタジェン
ルアクリル共重合体がより好ましい。ブタジェンルアク
リル共重合体（以下樹脂（Ａ）という）は、スチレン・
ブタジェン樹脂またはビニルトルエン・ブタジェン樹脂
のうち少なくとも一種類と下記一般式（ｍ）から選ばれ
る少なくとも一種類のモノマーとを重合して得られる非
水系樹脂である。Next, examples of the binder resin that can be used in the liquid developer of the present invention include those shown in the section of the prior art, but a butadiene acrylic copolymer is more preferred. Butadiene acrylic copolymer (hereinafter referred to as resin (A)) is a styrene-
It is a non-aqueous resin obtained by polymerizing at least one type of butadiene resin or vinyltoluene-butadiene resin and at least one type of monomer selected from the following general formula (m).
一般式（ＩＩＩ） ＣＨ，・と Ｒ，ＨｌまたはＣＨ。General formula (III) CH, and R, Hl or CH.
Ｘ、−ＣＯ○Ｃ，Ｈ，＋１゜
一○ＣＯＣ、、Ｈｈ ｎ ＋ ＋ （ｎは６〜２０）樹
脂（Ａ）を製造するにはスチレン・ブタジェン共重合体
を非水系溶媒に溶解したのち、一般式（ｍ）のモノマー
を滴下しアゾビスイソブチロニｈ ＩＪ／ｌ／ （Ａ
Ｉ ＢＮ） 、ベンゾイルパーオキサイド（ＢＰＯ）の
ような比較的低温で重合を開始させる重合開始剤の存在
下に６０〜１２０℃程度の温度で重合反応を行なえばよ
い。X, -CO○C,H, +1゜1○COC,, Hh n + + (n is 6 to 20) To produce the resin (A), after dissolving the styrene-butadiene copolymer in a non-aqueous solvent, , a monomer of general formula (m) is added dropwise to azobisisobutyronih IJ/l/ (A
The polymerization reaction may be carried out at a temperature of about 60 to 120° C. in the presence of a polymerization initiator that initiates polymerization at a relatively low temperature, such as benzoyl peroxide (BPO).
前記一般式（ｍ）で表わされるモノマーは重合後も溶媒
和成分となり得るモノマーで、その具体例としては、ラ
ウリルメタクリレート、ラウリルアクリレート、ステア
リルメタクリレート、ステアリルアクリレート、２−エ
チルへキシルメタクリレート、２−エチルへキシルアク
リレート、ドデシルメタクリレート、ドデシルアクリレ
ート、ヘキシルメタクリレート、ヘキシルアクリレート
、オクチルメタクリレート、オクチルアクリレート、セ
チルメタクリレート、セチルアクリレート、ビニルラウ
レート、ビニルステアレート、ノニルメタクリレート、
ノニルアクリレート、デシルメタウリレート、デシルア
クリレート、シクロへキシルメタクリレート、シクロへ
キシルアクリレートなどがある。The monomer represented by the general formula (m) is a monomer that can become a solvation component even after polymerization, and specific examples thereof include lauryl methacrylate, lauryl acrylate, stearyl methacrylate, stearyl acrylate, 2-ethylhexyl methacrylate, and 2-ethyl. Hexyl acrylate, dodecyl methacrylate, dodecyl acrylate, hexyl methacrylate, hexyl acrylate, octyl methacrylate, octyl acrylate, cetyl methacrylate, cetyl acrylate, vinyl laurate, vinyl stearate, nonyl methacrylate,
Examples include nonyl acrylate, decyl methaurylate, decyl acrylate, cyclohexyl methacrylate, and cyclohexyl acrylate.
本発明で使用される重合開始剤としては、前記のＡＩＢ
Ｎ、ＢＰＯの他にフェニルアゾトリフェニルメタン、ラ
ウリルパーオキサイド、ｔ−ブチルパーオキサイドなど
が挙げられる。As the polymerization initiator used in the present invention, the above-mentioned AIB
In addition to N and BPO, examples include phenylazotriphenylmethane, lauryl peroxide, and t-butyl peroxide.
ここで、樹脂（Ａ）の製造例を挙げておく。Here, an example of manufacturing resin (A) will be given.
樹脂（Ａ）の製造例
撹拌機、温度計、冷却管、および滴下ロートを備えた２
０Ωのフラスコにトルエン４００ｇ、スチレン・ブタジ
ェン樹脂（プライオライｌ−Ｓ −５、グツドイヤー類
）３００ｇを仕込み、８０℃に加熱撹拌しながらこの中
に２−エチルへキシルメタクリレート４００ｇ、ベンゾ
イルパーオキサイド１０ｇよりなるモノマー溶液を２時
間で滴下した。Production example of resin (A) 2 equipped with a stirrer, thermometer, cooling tube, and dropping funnel
Charge 400 g of toluene and 300 g of styrene-butadiene resin (Pryolly I-S-5, Gutdeyer) into a 0Ω flask, and while heating and stirring to 80°C, add 400 g of 2-ethylhexyl methacrylate and 10 g of benzoyl peroxide. The monomer solution was added dropwise over 2 hours.
その後この温度で５時間重合させた。この結果重合率９
５％の樹脂分散液が得られた。Thereafter, polymerization was carried out at this temperature for 5 hours. As a result, the polymerization rate was 9
A 5% resin dispersion was obtained.
本発明の液体現像剤に使用する担体液としては、脂肪族
炭化水素またはその誘導体が好ましい。The carrier liquid used in the liquid developer of the present invention is preferably an aliphatic hydrocarbon or a derivative thereof.
その具体例を挙げると例えばパラフィン系またはイソパ
ラフィン系炭化水素（エッソ社のアイソパーＨ１アイソ
パーＧ、アイソパーし、アイソパーになど）、リグロイ
ン、ｎ−ヘキサン、イソオクタン、シクロヘキサンなど
が単独であるいは２種以上が組み合わされて使用される
。Specific examples include paraffinic or isoparaffinic hydrocarbons (Esso's Isopar H1 Isopar G, Isopar, Isopar, etc.), ligroin, n-hexane, isooctane, cyclohexane, etc. alone or in combination of two or more. and used.
以上に示した材料を用いて静電写真用イエロー液体現像
剤を得るには、本発明の顔料１重量部に対して、樹脂（
Ａ）１〜５重量部（樹脂固形分として）と担体液１０〜
３０重量部とをアトライタ、ボールミル、サンドミルな
とで混線分散して濃縮トナーとし必要に応じてこれを同
様な担体液で希釈すればよい。なお、本発明の顔料は長
鎖アルキル基の導入により担体液に対する分散性が極め
て高いので分散機を用いずども安定な濃縮トナーが得ら
れる。In order to obtain a yellow liquid developer for electrostatography using the materials shown above, the resin (
A) 1 to 5 parts by weight (as resin solid content) and 10 to 5 parts by weight of carrier liquid
30 parts by weight may be cross-dispersed using an attritor, ball mill, or sand mill to obtain a concentrated toner, which may be diluted with a similar carrier liquid as required. Furthermore, since the pigment of the present invention has extremely high dispersibility in a carrier liquid due to the introduction of a long-chain alkyl group, a stable concentrated toner can be obtained without using a disperser.
次に具体例を示す。A specific example is shown next.
実施例１
製造例１の顔料 ５部樹脂（Ａ
）（固形分換算） １０部アイソパーＨ
（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時聞分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製し、希釈
２４時間後のトナーの比電荷量を測定したところ正電荷
を帯び、１，５２０μＣ／ｇであった。続いて、これを
静電カラープロッター〇Ｅ−３４３６（バーサチック社
製）で負の潜像を形成し現像を行なったところ、かぶり
のないコントラストの高い画像が得られた。この現像剤
を１ケ月間５０℃で保管した後、常温に戻し粒子の沈降
伏態を観察したところ殆ど沈澱は見られず、また比電荷
量を測定したところ１，４７０μＣ／ｇであり良好な保
存特性を示した。Example 1 Pigment of Production Example 1 5 parts resin (A
) (solid content equivalent) 10 parts Isopar H
(Including the solvent in resin (A)) 85 parts of each mixture of the above composition was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of the concentrated toner was diluted in Isopar HIQ to create a yellow liquid developer for electrostatic photography. After 24 hours of dilution, the specific charge of the toner was measured and found to be positively charged, 1,520 μC/g. Subsequently, a negative latent image was formed and developed using an electrostatic color plotter 〇E-3436 (manufactured by Versatic Co., Ltd.), and a high contrast image without fogging was obtained. After storing this developer at 50°C for one month, it was returned to room temperature and the sedimentation behavior of the particles was observed. Almost no precipitation was observed, and when the specific charge was measured, it was 1,470 μC/g, which was good. It showed storage properties.
なお、以下の実施例および比較例とともに、比電荷量測
定結果を表２に示す。Note that Table 2 shows the specific charge amount measurement results along with the following Examples and Comparative Examples.
実施例２
製造例２の顔料 ５部樹脂（Ａ
）（固形分換算） １０部アイソパーＨ（
樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正帯電性を示し、これを静電カラー
プロッター〇Ｅ−３４３６（バーサチック社製）で潜像
を形成し、現像を行なったところかぶりのないコントラ
ストの高い画像が得られた。この現像剤を実施例１と同
様に保管した後、常温に戻し粒子の沈降伏態を観察した
ところ殆ど沈澱は見られなかった。Example 2 Pigment of Production Example 2 5 parts resin (A
) (solid content equivalent) 10 parts Isopar H (
(including the solvent in resin (A)) 85 parts Each of the mixtures having the above composition was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of the concentrated toner was diluted in Isopar HIQ to prepare a yellow liquid developer for electrostatic photography. did. The obtained liquid developer exhibited positive chargeability, and when a latent image was formed using an electrostatic color plotter E-3436 (manufactured by Versatic Co., Ltd.) and developed, a high-contrast image with no fogging was obtained. Ta. After this developer was stored in the same manner as in Example 1, it was returned to room temperature and the sedimentation behavior of the particles was observed, and almost no precipitation was observed.
失簾五ユ
製造例３の顔料 ５部樹脂（Ａ
）（固形分換算） １０部アイソパーＨ
（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正帯電性を示しこれを静電カラープ
ロッター〇Ｅ−３４３６（バーサチック社製）で潜像を
形成し現像を行なったところ、かぶりのないコントラス
トの高い画像が得られた。Pigment of Goyu production example 3 5 parts resin (A
) (solid content equivalent) 10 parts Isopar H
(Including the solvent in resin (A)) 85 parts of each mixture of the above composition was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of it was diluted in Isopar HIQ to prepare a yellow liquid developer for electrostatic photography. Prepared. The obtained liquid developer showed positive chargeability, and when a latent image was formed and developed using an electrostatic color plotter E-3436 (manufactured by Versatic), a high-contrast image with no fog was obtained. .
実施例４
製造例４の顔料 ５部樹脂（Ａ
）（固形分換算） １０部アイソパーＨ
（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正帯電性を示しこれを静電カラープ
ロッターＣＥ−３４３６（バーサチック社製）で潜像を
形成し現像を行なったところ、かぶりのないコントラス
トの高い画像が得られた。Example 4 Pigment of Production Example 4 5 parts resin (A
) (solid content equivalent) 10 parts Isopar H
(Including the solvent in resin (A)) 85 parts of each mixture of the above composition was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of it was diluted in Isopar HIQ to prepare a yellow liquid developer for electrostatic photography. Prepared. The obtained liquid developer showed positive chargeability, and when a latent image was formed and developed using an electrostatic color plotter CE-3436 (manufactured by Versatic Co., Ltd.), an image with high contrast and no fog was obtained.
１厘里旦
製造例５の顔料 ５部樹脂（Ａ
）（固形分換算） １０部アイソパーＨ
（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨ１ｆｉ中
に希釈して静電写真用イエロー液体現像剤を調製した。1 Pigment of Rindan Production Example 5 5 parts Resin (A
) (solid content equivalent) 10 parts Isopar H
(Including the solvent in resin (A)) 85 parts Each of the above mixtures was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of the mixture was diluted in Isopar H1fi to prepare a yellow liquid developer for electrostatic photography. Prepared.
得られた液体現像剤は正帯電性を示しこれを静電カラー
プロッター〇Ｅ−３４３６（バーサチック社製）で潜像
を形成し現像を行なったところ、かぶりのないコントラ
ストの高い画像が得られた。The obtained liquid developer showed positive chargeability, and when a latent image was formed and developed using an electrostatic color plotter E-3436 (manufactured by Versatic), a high-contrast image with no fog was obtained. .
比較例］
ピグメントイエロー１２（未処理） ５部樹脂（
Ａ）（固形分換算） １０部アイソパーＨ
（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨ１Ω中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正電荷を帯びているものの、これを
静電カラープロッターＣＥ−３４３６（バーサチック社
製）で潜像を形成して現像を行なったところ、ややかぶ
りが多い画像が得られた。この現像剤を実施例１と同様
に保管した後、常温に戻し粒子の沈降伏態を観察したと
ころ多量の沈澱が見られた。Comparative example] Pigment Yellow 12 (untreated) 5 parts resin (
A) (solid content equivalent) 10 parts Isopar H
(Including the solvent content in resin (A)) 85 parts of each mixture of the above composition was dispersed in a ball mill for 24 hours to obtain a concentrated toner, and 50 g of the mixture was diluted in Isopar H1Ω to prepare a yellow liquid developer for electrostatic photography. Prepared. Although the obtained liquid developer was positively charged, when it was developed by forming a latent image with an electrostatic color plotter CE-3436 (manufactured by Versatic), an image with a slight amount of fog was obtained. Ta. After this developer was stored in the same manner as in Example 1, it was returned to room temperature and the sedimentation behavior of the particles was observed, and a large amount of precipitation was observed.
比較例２
ピグメントイエロー１３ （未処理） ５部樹脂
（Ａ）（固形分換算） １０部アイソパ
ーＨ（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正電荷を帯びてはいるものの、これ
を静電カラープロッター〇Ｅ−３４３６（バーサチック
社製）で潜像を形成し現像を行なったところ、ややかぶ
りか多い画像が得られた。この現像剤を実施例１と同様
に保管した後、常温に戻し粒子の沈降伏態を観察したと
ころ多量の沈澱が見られた。Comparative Example 2 Pigment Yellow 13 (untreated) 5 parts Resin (A) (in terms of solid content) 10 parts Isopar H (including the solvent in resin (A)) 85 parts The mixtures with the above compositions were each dispersed in a ball mill for 24 hours. An electrostatographic yellow liquid developer was prepared by diluting 50 g of the concentrated toner in Isopar HIQ. Although the obtained liquid developer was positively charged, when it was used to form a latent image on an electrostatic color plotter E-3436 (manufactured by Versatic Co., Ltd.) and was developed, an image with a slight amount of fog was obtained. It was done. After this developer was stored in the same manner as in Example 1, it was returned to room temperature and the sedimentation behavior of the particles was observed, and a large amount of precipitation was observed.
比較例３
ピグメントイエロー１２（未処理） ５部樹脂（
Ａ）（固形分換算） １０部ナフテン酸
ジルコニウム（金属分４％）０．２５部
アイソパーＨ（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正電荷を帯びており、これを静電カ
ラープロッターＣＥ−３４３６（バーサチック社製）で
潜像を形成し現像を行なったところ、かぶりもなくコン
トラストの高い画像が得られた。この現像剤を実施例】
と同様に保管した後、常温に戻し再度潜像形成、および
現像を行なったところ、ややかぶりの多い画像であった
。また粒子の沈降伏態を観察したところ沈澱が見られた
。Comparative Example 3 Pigment Yellow 12 (untreated) 5 parts resin (
A) (in terms of solid content) 10 parts Zirconium naphthenate (metal content 4%) 0.25 parts Isopar H (including the solvent content in resin (A)) 85 parts Each of the mixtures with the above composition was dispersed in a ball mill for 24 hours. An electrostatographic yellow liquid developer was prepared by diluting 50 g of the concentrated toner in Isopar HIQ. The obtained liquid developer was positively charged, and when a latent image was formed and developed using an electrostatic color plotter CE-3436 (manufactured by Versatic), an image with high contrast and no fog was obtained. Ta. Example of this developer]
After being stored in the same manner as above, the image was returned to room temperature and latent image formation and development were performed again, resulting in an image with a slight amount of fog. Further, when the sedimentation behavior of the particles was observed, precipitation was observed.
比較例４
ピグメントイエロー１３（未処理） ５部樹脂（
Ａ）（固形分換算） １０部ナフテン酸
ジルコニウム（金属分４％）０．２５部
アイソパーＨ（樹脂（Ａ）中の溶剤分も含む）８５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０ｇをアイソパーＨＩＱ中に
希釈して静電写真用イエロー液体現像剤を調製した。得
られた液体現像剤は正電荷を帯びており、これを静電カ
ラープロッターＣＥ−３４３６（バーサチック社製）で
潜像を形成して現像を行なったところ、かぶりもなくコ
ントラストの高い画像が得られた。この現像剤を実施例
１と同様に保管した後、常温に戻し再度潜像形成、およ
び現像を行なったところ、ややかぶりの多い画像であっ
た。また、粒子の沈降伏態を観察したところ沈澱が見ら
れた。Comparative Example 4 Pigment Yellow 13 (untreated) 5 parts resin (
A) (in terms of solid content) 10 parts Zirconium naphthenate (metal content 4%) 0.25 parts Isopar H (including the solvent content in resin (A)) 85 parts Each of the mixtures with the above composition was dispersed in a ball mill for 24 hours. An electrostatographic yellow liquid developer was prepared by diluting 50 g of the concentrated toner in Isopar HIQ. The obtained liquid developer was positively charged, and when it was developed by forming a latent image using an electrostatic color plotter CE-3436 (manufactured by Versatic), an image with high contrast and no fog was obtained. It was done. After this developer was stored in the same manner as in Example 1, it was returned to room temperature and latent image formation and development were performed again, resulting in an image with a slight amount of fog. Further, when the sedimentation behavior of the particles was observed, precipitation was observed.
表２
トナー比電荷量
（μＣ／ｇ）
（効 果）
本発明の構成による静電写真用イエロー液体現像剤は実
施例、および比較例の対比から明らかなように明確な正
電荷を示し長期間保存してもその電気特性の変化が従来
の液体現像剤に比べて少なく、また分散安定性に優れて
いるものである。Table 2 Toner specific charge amount (μC/g) (Effects) As is clear from the comparison between Examples and Comparative Examples, the yellow liquid developer for electrophotography according to the structure of the present invention exhibits a clear positive charge and remains stable for a long period of time. Even when stored, its electrical properties change less than conventional liquid developers, and it also has excellent dispersion stability.
Claims (1)
分散してなる液体現像剤において、該顔料が下記一般式
（ I ）で表わされることを特徴とする静電写真用イエ
ロー液体現像剤 一般式（ I ） ▲数式、化学式、表等があります▼ Ｒ；アルキル基、置換されたアルキル基、 シクロアルキル基、または置換された シクロアルキル基 Ｘ；ＣＨ＿２、ＯＣＨ＿３、Ｃｌ Ｙ；Ｈ、Ｃｌ Ａ、Ｂ、Ｃ；Ｈ、ＣＨ＿２、Ｃｌ、ＯＨＣ＿３[Claims] An electrostatic photographic liquid developer comprising toner particles containing a pigment and a resin as main components dispersed in a carrier liquid, characterized in that the pigment is represented by the following general formula (I). Yellow liquid developer general formula (I) ▲Mathematical formulas, chemical formulas, tables, etc. are available▼ R: Alkyl group, substituted alkyl group, cycloalkyl group, or substituted cycloalkyl group X: CH_2, OCH_3, Cl Y ;H, Cl A, B, C; H, CH_2, Cl, OHC_3
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15848090A JP2901013B2 (en) | 1990-06-15 | 1990-06-15 | Yellow liquid developer for electrostatic photography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15848090A JP2901013B2 (en) | 1990-06-15 | 1990-06-15 | Yellow liquid developer for electrostatic photography |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0450951A true JPH0450951A (en) | 1992-02-19 |
| JP2901013B2 JP2901013B2 (en) | 1999-06-02 |
Family
ID=15672663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15848090A Expired - Fee Related JP2901013B2 (en) | 1990-06-15 | 1990-06-15 | Yellow liquid developer for electrostatic photography |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2901013B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009122280A (en) * | 2007-11-13 | 2009-06-04 | Seiko Epson Corp | Liquid developer and image forming apparatus |
| JP2009244832A (en) * | 2008-03-11 | 2009-10-22 | Seiko Epson Corp | Liquid developer and image forming apparatus |
-
1990
- 1990-06-15 JP JP15848090A patent/JP2901013B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009122280A (en) * | 2007-11-13 | 2009-06-04 | Seiko Epson Corp | Liquid developer and image forming apparatus |
| JP2009244832A (en) * | 2008-03-11 | 2009-10-22 | Seiko Epson Corp | Liquid developer and image forming apparatus |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2901013B2 (en) | 1999-06-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2003295522A (en) | Charge control agent and toner for electrostatic charge development | |
| US5085965A (en) | Negative toner for developing latent electrostatic images | |
| US5523484A (en) | Bis and tris N-(carbonyl, carbonimidoyl, carbonothioyl) sulfonamide charge control agents, toners and developers | |
| JP3876157B2 (en) | Charge control resin particles and electrostatic image developing toner | |
| JPH0450951A (en) | Yellow liquid developer for electrostatic photography | |
| JP3118921B2 (en) | Charge control agent for toner and toner for developing electrostatic images | |
| EP0658820B1 (en) | Negative charge control agent and toner for developing electrostatic image | |
| JP5294233B2 (en) | Charge imparting composition and charge imparting member using the same | |
| JP3210407B2 (en) | Charge control agent and positively chargeable toner for developing electrostatic images | |
| WO1989012849A1 (en) | Toner for electrophotography | |
| KR100419765B1 (en) | Electrostatic toner | |
| JPH04182674A (en) | Yellow liquid developer for electrostatic photography | |
| JP2736977B2 (en) | Toner for developing electrostatic images | |
| JP4158355B2 (en) | Method for producing calcium salt-containing composition of hydroxyaromatic carboxylic acid and toner containing the same. | |
| JPH07175269A (en) | Electrostatic charge image developing toner | |
| JPH09204074A (en) | Toner for developing electrostatic charge image | |
| JPH032302B2 (en) | ||
| JP5294232B2 (en) | Positively chargeable charge control agent and positively chargeable toner for electrostatic image development containing the same | |
| JPH0218568A (en) | Toner for electrophotography | |
| JPH04107568A (en) | Positively charged electrophotographic toner | |
| JPH05249746A (en) | Negatively chargeable electrophotographic toner | |
| JPH02196246A (en) | Toner for electrostatic charge development | |
| JPS61172158A (en) | Liquid developer for electrostatic charge image | |
| JP2006146273A (en) | Charging control resin particles and toner for electrostatic image development | |
| JPH01145665A (en) | Liquid color developer for electrostatic photography |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |