JPH0358389B2 - - Google Patents

Info

Publication number: JPH0358389B2
Authority: JP; Japan
Prior art keywords: quinacridone; parts; product; phthalimidomethylquinacridone; crude
Prior art date: 1981-07-07
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 - Lifetime

Application number

JP57116312A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5823858A (ja

Inventor

Ifuraimu Jiafui Edowaado

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novartis AG

Original Assignee

Ciba Geigy AG

Priority date (The priority date 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 date listed.)

1981-07-07

Filing date

1982-07-06

Publication date

1991-09-05

1982-07-06 Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG

1983-02-12 Publication of JPS5823858A publication Critical patent/JPS5823858A/ja

1991-09-05 Publication of JPH0358389B2 publication Critical patent/JPH0358389B2/ja

Status Granted legal-status Critical Current

Links

CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 73
NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 66
239000002245 particle Substances 0.000 claims description 51
239000007788 liquid Substances 0.000 claims description 38
238000000034 method Methods 0.000 claims description 33
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
238000000227 grinding Methods 0.000 claims description 22
238000003801 milling Methods 0.000 claims description 19
239000006104 solid solution Substances 0.000 claims description 19
TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical group 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 12
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
229910052801 chlorine Inorganic materials 0.000 claims description 8
239000000460 chlorine Substances 0.000 claims description 8
239000000243 solution Substances 0.000 claims description 7
XPZQBGDNVOHQIS-UHFFFAOYSA-N 2,9-dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(Cl)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)Cl)N1)C1=C2 XPZQBGDNVOHQIS-UHFFFAOYSA-N 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
229910052794 bromium Inorganic materials 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 claims description 5
239000000203 mixture Substances 0.000 claims description 5
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
239000011737 fluorine Substances 0.000 claims description 4
150000002431 hydrogen Chemical class 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
230000008569 process Effects 0.000 claims description 4
150000002576 ketones Chemical class 0.000 claims description 3
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 2
YEIYQKSCDPOVNO-UHFFFAOYSA-N 5,8,9,12-tetrahydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=CC=C2C(=O)C(C=C2N3)=C1C=C2C(=O)C1=C3C=CCC1 YEIYQKSCDPOVNO-UHFFFAOYSA-N 0.000 claims description 2
BUGUFPOZAOTHBP-UHFFFAOYSA-N C=12C(=O)C3=CC=CC=C3NC2=CC=CC=1NC1=CC=CC=C1 Chemical compound C=12C(=O)C3=CC=CC=C3NC2=CC=CC=1NC1=CC=CC=C1 BUGUFPOZAOTHBP-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
125000003545 alkoxy group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
229930195733 hydrocarbon Natural products 0.000 claims description 2
150000002430 hydrocarbons Chemical class 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
239000004215 Carbon black (E152) Substances 0.000 claims 1
150000008282 halocarbons Chemical class 0.000 claims 1
239000000047 product Substances 0.000 description 83
239000000049 pigment Substances 0.000 description 69
229910000831 Steel Inorganic materials 0.000 description 23
239000010959 steel Substances 0.000 description 23
239000000843 powder Substances 0.000 description 22
239000002002 slurry Substances 0.000 description 22
SJIQTGOBEGYKSI-UHFFFAOYSA-N 2-[(1,3-dioxoisoindol-2-yl)methyl]-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC1=CC=C(NC=2C(=CC3=C(C(C4=CC=CC=C4N3)=O)C=2)C2=O)C2=C1 SJIQTGOBEGYKSI-UHFFFAOYSA-N 0.000 description 17
230000000694 effects Effects 0.000 description 14
239000000463 material Substances 0.000 description 11
239000003973 paint Substances 0.000 description 11
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 10
239000002253 acid Substances 0.000 description 10
229920001187 thermosetting polymer Polymers 0.000 description 10
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
239000007787 solid Substances 0.000 description 8
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
238000001914 filtration Methods 0.000 description 7
150000003839 salts Chemical class 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
229910052782 aluminium Inorganic materials 0.000 description 6
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
239000003966 growth inhibitor Substances 0.000 description 6
238000010438 heat treatment Methods 0.000 description 6
238000009837 dry grinding Methods 0.000 description 5
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
239000002966 varnish Substances 0.000 description 5
239000000654 additive Substances 0.000 description 4
230000008901 benefit Effects 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
238000007792 addition Methods 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
238000009835 boiling Methods 0.000 description 3
230000008859 change Effects 0.000 description 3
238000000576 coating method Methods 0.000 description 3
238000004040 coloring Methods 0.000 description 3
238000000605 extraction Methods 0.000 description 3
239000008188 pellet Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
238000004381 surface treatment Methods 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
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 2
206010013647 Drowning Diseases 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000004821 distillation Methods 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000004880 explosion Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
230000009467 reduction Effects 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
238000001256 steam distillation Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
229920001169 thermoplastic Polymers 0.000 description 2
239000004416 thermosoftening plastic Substances 0.000 description 2
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
241000519695 Ilex integra Species 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
230000009471 action Effects 0.000 description 1
229940037003 alum Drugs 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000013065 commercial product Substances 0.000 description 1
238000010586 diagram Methods 0.000 description 1
238000002050 diffraction method Methods 0.000 description 1
238000007865 diluting Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000005484 gravity Effects 0.000 description 1
229920001903 high density polyethylene Polymers 0.000 description 1
239000004700 high-density polyethylene Substances 0.000 description 1
239000012535 impurity Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
229910017053 inorganic salt Inorganic materials 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
238000004898 kneading Methods 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229910000008 nickel(II) carbonate Inorganic materials 0.000 description 1
ZULUUIKRFGGGTL-UHFFFAOYSA-L nickel(ii) carbonate Chemical compound [Ni+2].[O-]C([O-])=O ZULUUIKRFGGGTL-UHFFFAOYSA-L 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
231100000956 nontoxicity Toxicity 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
230000005070 ripening Effects 0.000 description 1
230000001568 sexual effect Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Landscapes

Nitrogen Condensed Heterocyclic Rings (AREA)

JP11631282A 1981-07-07 1982-07-06 顔料形態のキナクリドン顔料の製造方法 Granted JPS5823858A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date
US28119481A	1981-07-07	1981-07-07
US281194		1981-07-07
US368321		1982-04-16

Publications (2)

Publication Number	Publication Date
JPS5823858A JPS5823858A (ja)	1983-02-12
JPH0358389B2 true JPH0358389B2 (de)	1991-09-05

Family

ID=23076338

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP11631282A Granted JPS5823858A (ja)	1981-07-07	1982-07-06	顔料形態のキナクリドン顔料の製造方法

Country Status (1)

Country	Link
JP (1)	JPS5823858A (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH02180884A (ja) *	1988-12-29	1990-07-13	Toyo Ink Mfg Co Ltd	新規な化合物，およびそれを用いた顔料並びに電子写真感光体
JP3489348B2 (ja) *	1995-10-12	2004-01-19	大日本インキ化学工業株式会社	インダンスロンブルー顔料又はカルバゾールジオキサジンバイオレット顔料の製造方法
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
KR102525365B1 (ko) *	2018-03-30	2023-04-26	다이니치 세이카 고교 가부시키가이샤	퀴나크리돈 고용체 안료의 제조 방법, 안료 분산액 및 잉크젯용 잉크

Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2857400A (en) *	1955-09-19	1958-10-21	Du Pont	Pigment production
GB900757A (en) *	1959-07-13	1962-07-11	Ciba Ltd	Process for the manufacture of quinacridone pigments in a finely divided form
US3264300A (en) *	1963-04-30	1966-08-02	American Cyanamid Co	2, 9-dimethylquinacridone in a "yellow" crystalline form
DE1225598B (de) *	1961-09-16	1966-09-29	Siegle & Co G M B H G	Verfahren zur Herstellung von feinverteilten und farbstarken Pigmenten
US3598625A (en) *	1967-11-14	1971-08-10	Cities Service Co	Production of pigmentary grade colorants

1982
- 1982-07-06 JP JP11631282A patent/JPS5823858A/ja active Granted

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2857400A (en) *	1955-09-19	1958-10-21	Du Pont	Pigment production
GB900757A (en) *	1959-07-13	1962-07-11	Ciba Ltd	Process for the manufacture of quinacridone pigments in a finely divided form
DE1225598B (de) *	1961-09-16	1966-09-29	Siegle & Co G M B H G	Verfahren zur Herstellung von feinverteilten und farbstarken Pigmenten
US3264300A (en) *	1963-04-30	1966-08-02	American Cyanamid Co	2, 9-dimethylquinacridone in a "yellow" crystalline form
US3598625A (en) *	1967-11-14	1971-08-10	Cities Service Co	Production of pigmentary grade colorants

Also Published As

Publication number	Publication date
JPS5823858A (ja)	1983-02-12

Publication	Publication Date	Title
US4455173A (en)	1984-06-19	Preparation of pigmentary form of quinacridone pigments
US4541872A (en)	1985-09-17	Preparation of pigmentary grade pigment from crude pigment
JP2530895B2 (ja)	1996-09-04	変性β−キナクリドン顔料
US4895949A (en)	1990-01-23	Process for preparation of quinacridone solid solutions
CA1199026A (en)	1986-01-07	Preparation of pigmentary grade pigment from crude pigment
GB2031004A (en)	1980-04-16	Process for converting crude and or coarsely crystalline perylenetetracarboxylid acid diimides to a pigmentary form
US3275637A (en)	1966-09-27	Modified quinacridones
KR970000737B1 (ko)	1997-01-18	불투명한 이치환 퀴나크리돈 화합물의 제조방법
JPS63135459A (ja)	1988-06-07	黄色γ−キナクリドンの変態の製造方法
JPS60110760A (ja)	1985-06-17	無置換の線状トランスキナクリドンの高隠ぺい性ガンマ変態
JP2000038521A (ja)	2000-02-08	キナクリドン顔料の製造方法
EP0047117B1 (de)	1984-05-16	Verfahren zur Umwandlung von vorgemahlenem rohen Chinacridon in eine Pigmentform sowie die Anstrichstoffe und Kunststoffe, die dieses Pigment enthalten
JPH0358389B2 (de)	1991-09-05
JPH0680899A (ja)	1994-03-22	改質β−キナクリドン顔料の水性湿式製造法
JPS6143390B2 (de)	1986-09-27
US5383966A (en)	1995-01-24	Process for the preparation of dispersible quinacridones
CA1215346A (en)	1986-12-16	Borox dispersion milling of quinacridones
EP0081840B1 (de)	1986-10-29	Verfahren zur Herstellung eines Kupferphthalocyaninpigments
US7419542B2 (en)	2008-09-02	2,9-dichloro-quinacridone as α-quinacridone crystal phase inhibitor
US5919299A (en)	1999-07-06	Process for producing transparent pigmentary quinacridones by acid swelling of premilled subpigmentary quinacridones in the presence of an organic liquid
JP800H (ja)	1994-12-14	粗製顔料から顔料グレードの顔料を製造する方法
US3657248A (en)	1972-04-18	Conditioning process for producing beta phase quinacridone
EP0775703B1 (de)	2003-08-20	Verfahren zur Herstellung transparenter Chincridon-Pigmente durch Säure-Schwellung vorgemahlener Chinacridon Sub-pigmente in Gegenwart einer organische Flüssigkeit
US3547926A (en)	1970-12-15	Conditioning process for producing beta phase quinacridone
JPH02229867A (ja)	1990-09-12	アンタントロン系の混晶顔料およびそれらの製造方法ならびに使用方法