JPS58111049A - 金属錯塩化合物および該化合物を含有する電子写真用トナ− - Google Patents
金属錯塩化合物および該化合物を含有する電子写真用トナ−Info
- Publication number
- JPS58111049A JPS58111049A JP56209271A JP20927181A JPS58111049A JP S58111049 A JPS58111049 A JP S58111049A JP 56209271 A JP56209271 A JP 56209271A JP 20927181 A JP20927181 A JP 20927181A JP S58111049 A JPS58111049 A JP S58111049A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- complex salt
- represent
- toner
- salt compound
- 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
- -1 salt compound Chemical class 0.000 title claims abstract description 32
- 150000001875 compounds Chemical class 0.000 title abstract description 7
- 239000011651 chromium Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052804 chromium Inorganic materials 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003086 colorant Substances 0.000 abstract description 5
- 238000005859 coupling reaction Methods 0.000 abstract description 4
- 239000000203 mixture Substances 0.000 abstract description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract description 4
- 239000000843 powder Substances 0.000 abstract description 3
- 238000006193 diazotization reaction Methods 0.000 abstract description 2
- 235000010288 sodium nitrite Nutrition 0.000 abstract description 2
- SWFNPENEBHAHEB-UHFFFAOYSA-N 2-amino-4-chlorophenol Chemical compound NC1=CC(Cl)=CC=C1O SWFNPENEBHAHEB-UHFFFAOYSA-N 0.000 abstract 1
- NHIRTPYVBADBSR-UHFFFAOYSA-J [Na+].[Cr+3].Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O Chemical compound [Na+].[Cr+3].Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O.Oc1ccccc1C([O-])=O NHIRTPYVBADBSR-UHFFFAOYSA-J 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 230000007774 longterm Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 description 6
- 150000001844 chromium Chemical class 0.000 description 6
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ZYPDJSJJXZWZJJ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-piperidin-4-yloxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OC1CCNCC1 ZYPDJSJJXZWZJJ-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- YZJSKRBKHCLMQC-UHFFFAOYSA-N 3-hydroxy-n-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 YZJSKRBKHCLMQC-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241001585533 Callitris endlicheri Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 231100000150 mutagenicity / genotoxicity testing Toxicity 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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
- G03G9/091—Azo dyes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Developing Agents For Electrophotography (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56209271A JPS58111049A (ja) | 1981-12-25 | 1981-12-25 | 金属錯塩化合物および該化合物を含有する電子写真用トナ− |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56209271A JPS58111049A (ja) | 1981-12-25 | 1981-12-25 | 金属錯塩化合物および該化合物を含有する電子写真用トナ− |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS58111049A true JPS58111049A (ja) | 1983-07-01 |
JPS6361347B2 JPS6361347B2 (enrdf_load_stackoverflow) | 1988-11-29 |
Family
ID=16570176
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56209271A Granted JPS58111049A (ja) | 1981-12-25 | 1981-12-25 | 金属錯塩化合物および該化合物を含有する電子写真用トナ− |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS58111049A (enrdf_load_stackoverflow) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61101558A (ja) * | 1984-10-23 | 1986-05-20 | Hodogaya Chem Co Ltd | 金属錯塩化合物および電子写真用トナ− |
JPS61155464A (ja) * | 1984-12-28 | 1986-07-15 | Hodogaya Chem Co Ltd | 金属錯塩化合物および電子写真用トナ− |
JPS6311952A (ja) * | 1986-07-03 | 1988-01-19 | Canon Inc | 乾式電子写真用磁性トナー |
JPS6375077A (ja) * | 1986-09-18 | 1988-04-05 | Hodogaya Chem Co Ltd | 静電塗装用樹脂粉体組成物 |
JPH02105864A (ja) * | 1988-08-31 | 1990-04-18 | Basf Ag | 1:2―クロム錯体アゾ染料溶液の製造方法 |
EP1426830A1 (en) * | 2002-12-06 | 2004-06-09 | Orient Chemical Industries, Ltd. | Charge control agent and toner for electrostatic image development |
WO2014092125A1 (ja) | 2012-12-13 | 2014-06-19 | 保土谷化学工業株式会社 | 電荷制御剤の製造方法 |
-
1981
- 1981-12-25 JP JP56209271A patent/JPS58111049A/ja active Granted
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61101558A (ja) * | 1984-10-23 | 1986-05-20 | Hodogaya Chem Co Ltd | 金属錯塩化合物および電子写真用トナ− |
JPS61155464A (ja) * | 1984-12-28 | 1986-07-15 | Hodogaya Chem Co Ltd | 金属錯塩化合物および電子写真用トナ− |
JPS6311952A (ja) * | 1986-07-03 | 1988-01-19 | Canon Inc | 乾式電子写真用磁性トナー |
JPS6375077A (ja) * | 1986-09-18 | 1988-04-05 | Hodogaya Chem Co Ltd | 静電塗装用樹脂粉体組成物 |
JPH02105864A (ja) * | 1988-08-31 | 1990-04-18 | Basf Ag | 1:2―クロム錯体アゾ染料溶液の製造方法 |
EP1426830A1 (en) * | 2002-12-06 | 2004-06-09 | Orient Chemical Industries, Ltd. | Charge control agent and toner for electrostatic image development |
US7094513B2 (en) | 2002-12-06 | 2006-08-22 | Orient Chemical Industries, Ltd. | Charge control agent and toner for electrostatic image development |
WO2014092125A1 (ja) | 2012-12-13 | 2014-06-19 | 保土谷化学工業株式会社 | 電荷制御剤の製造方法 |
US9056884B2 (en) | 2012-12-13 | 2015-06-16 | Hodogaya Chemical Co., Ltd. | Process for producing a charge control agent |
KR20150097490A (ko) | 2012-12-13 | 2015-08-26 | 호도가야 가가쿠 고교 가부시키가이샤 | 전하 제어제의 제조 방법 |
Also Published As
Publication number | Publication date |
---|---|
JPS6361347B2 (enrdf_load_stackoverflow) | 1988-11-29 |
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