JPH0429707B2 - - Google Patents
Info
- Publication number
- JPH0429707B2 JPH0429707B2 JP14248683A JP14248683A JPH0429707B2 JP H0429707 B2 JPH0429707 B2 JP H0429707B2 JP 14248683 A JP14248683 A JP 14248683A JP 14248683 A JP14248683 A JP 14248683A JP H0429707 B2 JPH0429707 B2 JP H0429707B2
- Authority
- JP
- Japan
- Prior art keywords
- quinacridone
- solid solution
- acid
- manufacturing
- caustic
- 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.)
- Expired
Links
- 239000006104 solid solution Substances 0.000 claims description 27
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical class N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 23
- 239000000049 pigment Substances 0.000 claims description 20
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 239000003518 caustics Substances 0.000 claims description 9
- 239000003513 alkali Substances 0.000 claims description 8
- TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- BFEJTCHFLJECJN-UHFFFAOYSA-N 4,11-Dichloro-5,12-dihydroquino[2,3-b]acridine-7,14-dione Chemical compound N1C2=C(Cl)C=CC=C2C(=O)C2=C1C=C(C(C=1C=CC=C(C=1N1)Cl)=O)C1=C2 BFEJTCHFLJECJN-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 239000003495 polar organic solvent Substances 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- -1 quinacridone compound Chemical class 0.000 claims description 3
- 239000000243 solution Substances 0.000 claims description 3
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims description 2
- SNDAOXYSCAWUFQ-UHFFFAOYSA-N 5,6,12,13-tetrahydroquinolino[2,3-b]acridine-7,14-dione Chemical class N1C2=CC=CC=C2C(=O)C2=C1CC(C(=O)C1=CC=CC=C1N1)=C1C2 SNDAOXYSCAWUFQ-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 2
- 230000003113 alkalizing effect Effects 0.000 claims 1
- 239000002245 particle Substances 0.000 description 13
- 238000002441 X-ray diffraction Methods 0.000 description 12
- 238000006386 neutralization reaction Methods 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000013078 crystal Substances 0.000 description 7
- 238000001226 reprecipitation Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000010586 diagram Methods 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000004040 coloring Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JMEWGCRUPXQFQL-UHFFFAOYSA-N 1,2-dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1Cl)Cl)N1)C1=C2 JMEWGCRUPXQFQL-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14248683A JPS6035055A (ja) | 1983-08-05 | 1983-08-05 | キナクリドン系固溶体顔料の製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14248683A JPS6035055A (ja) | 1983-08-05 | 1983-08-05 | キナクリドン系固溶体顔料の製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6035055A JPS6035055A (ja) | 1985-02-22 |
| JPH0429707B2 true JPH0429707B2 (pt) | 1992-05-19 |
Family
ID=15316437
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14248683A Granted JPS6035055A (ja) | 1983-08-05 | 1983-08-05 | キナクリドン系固溶体顔料の製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6035055A (pt) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH064776B2 (ja) * | 1984-11-15 | 1994-01-19 | 東ソー株式会社 | 顔料組成物の製造法 |
| JPS61255964A (ja) * | 1985-05-10 | 1986-11-13 | Toyo Soda Mfg Co Ltd | 有機顔料の製造法 |
| US5095056A (en) * | 1991-01-14 | 1992-03-10 | Ciba-Geigy Corporation | 2,9-dichloroquinacridone-pigmented engineering plastics and coatings |
| US5286863A (en) * | 1991-08-22 | 1994-02-15 | Ciba-Geigy Corporation | Oxidation process for preparing quinacridone pigments |
| US5223624A (en) * | 1991-08-22 | 1993-06-29 | Baebler Fridolin | Modified gamma-quinacridone pigment |
| TW434296B (en) * | 1994-10-12 | 2001-05-16 | Ciba Sc Holding Ag | Process for the preparation of diaryldiketopyrrolopyrrole pigments |
| US6117605A (en) * | 1997-07-08 | 2000-09-12 | Canon Kabushiki Kaisha | Magenta toner for developing electrostatic images and process for production thereof |
| AU2004223991B2 (en) * | 2003-02-14 | 2008-02-21 | Hee Kwon Rho | Closure with push type opener |
| CN101778912B (zh) | 2007-08-21 | 2012-10-10 | 花王株式会社 | 喷墨记录用水性油墨 |
| JP2009108197A (ja) * | 2007-10-30 | 2009-05-21 | Fujifilm Corp | 水不溶性色材の分散体及びこの製造方法、これを用いた記録液、インクセット、印画物、画像形成方法、及び画像形成装置 |
| EP2100928B1 (en) | 2008-03-10 | 2011-09-14 | FUJIFILM Corporation | Water-insoluble colorant dispersion, production method thereof, and recording liquid, ink set, image-forming method and image-forming apparatus using the same |
| JP2009256595A (ja) | 2008-03-26 | 2009-11-05 | Fujifilm Corp | 水不溶性色材分散体、水不溶性色材含有物の製造方法、水不溶性色材の微粒子、水不溶性色材用分散剤、並びにこれらを用いた記録液、インクセット、印画物、画像形成方法、及び画像形成装置 |
| JP2009263626A (ja) | 2008-03-31 | 2009-11-12 | Fujifilm Corp | 水不溶性色材分散体及びこの製造方法、これを用いた記録液、画像形成方法、及び画像形成装置 |
| JP2010196032A (ja) | 2009-01-29 | 2010-09-09 | Fujifilm Corp | 水不溶性色材の分散体及びこの製造方法、これを用いた記録液、インクセット、印画物、画像形成方法、及び画像形成装置 |
| JP5704821B2 (ja) | 2009-02-05 | 2015-04-22 | キヤノン株式会社 | インク、インクジェット記録方法、インクカートリッジ、及びインクジェット記録装置 |
| JP5689226B2 (ja) * | 2009-03-31 | 2015-03-25 | 富士フイルム株式会社 | 水不溶性色材の分散体、その製造方法、並びにそれを用いた記録液、インクセット、印画物、画像形成方法および画像形成装置 |
| JP2015131882A (ja) | 2014-01-09 | 2015-07-23 | キヤノン株式会社 | インクジェット用インク及びインクジェット記録方法 |
| CA3041601C (en) | 2016-10-28 | 2021-06-08 | Dainichiseika Color & Chemicals Mfg. Co., Ltd. | Method for producing quinacridone solid solution pigment, pigment dispersion, and inkjet ink |
| AU2018416405B2 (en) * | 2018-03-30 | 2021-05-06 | Dainichiseika Color & Chemicals Mfg. Co., Ltd. | Method for producing quinacridone solid-solution pigment, pigment dispersion, and ink-jet ink |
-
1983
- 1983-08-05 JP JP14248683A patent/JPS6035055A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6035055A (ja) | 1985-02-22 |
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