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CAS No.: | 980-26-7 |
---|---|
Name: | Pigment Red 122 |
Article Data: | 15 |
Molecular Structure: | |
Formula: | C22H16N2O2 |
Molecular Weight: | 340.381 |
Synonyms: | Quino[2,3-b]acridine-7,14-dione,5,12-dihydro-2,9-dimethyl-;Acramin Scarlet LDCN;Aquatone Red 122;Bayscript Magenta VP-SP 25012;CFR 321;Cab-O-Jet 266;ChromofineMagenta 6887;Chromofine Magenta RG;Colortex Red UG 276;Colortex Red UG 515;Cromophtal JetMagenta DMQ;Cromophtal Jet Magenta DWQ;ECR 184;ECR 185;ECR 187;ECR 187 (pigment);EP1000 (pigment);Eupolen Red 47-9001;Fastogen Magenta R;Fastogen Magenta RY;Fastogen Super Magenta R;Fastogen Super Magenta RE 01;Fastogen Super MagentaRH;Fastogen Super Magenta RS;Fastogen Super Magenta RTS;Hostacopy E 02M101;HostapermPink E;Hostaperm Pink E 02;Hostaperm Pink E-WD;Hostaperm Pink EB;Hostaperm Red E-WD;QuindoMagenta RV 6832;RV 6828;Sunfast Magenta 122;Sunfast Magenta 228-0013;Toner Magenta E 02;Toner Magenta EB;W92930;Xfast Magenta 4790;Ink Jet Magenta E02VP2621;Inxel Red A 303;KET Red 310;KFRed 1;Keystone Jet Print Micro Magenta;LionogenMagenta 5750;Lionogen Magenta 5790;Lionogen Magenta FG5793;Lionogen Magenta R;Magenta E 02VP2621;Magenta QWD 0108;Magenta RG;Monolite Rubine 3B;PR 122;PV Fast Pink EB;PV Fast Pink EB trans;Paliogen Red L 4790;Pigmatex Fuchsia BW;Pink E 02;QJD 3122;QWD0108 Magenta;Quinacridone Red F;Quindo Magenta RV 6704;Quindo Magenta RV 6803;Quindo Magenta RV 6831; |
EINECS: | 213-561-3 |
Density: | 1.307 g/cm3 |
Melting Point: | 440℃ |
Boiling Point: | 601.6 °C at 760 mmHg |
Flash Point: | 221.4 °C |
Appearance: | chip |
PSA: | 65.72000 |
LogP: | 4.29280 |
2,5-di(4'-methylphenylamino)terephthalic acid
C.I. Pigment Red 122
Conditions | Yield |
---|---|
With polyphosphoric acid PPA at 125℃; for 6h; Dieckmann Condensation; | 99.59% |
With phosphoric acid; phosphorus pentoxide at 20 - 130℃; for 2.25h; Product distribution / selectivity; | 97% |
With PPA at 20 - 130℃; for 2.25h; Product distribution / selectivity; | 85% |
2,9-dimethyl-6,13-dihydroquinacridone
C.I. Pigment Red 122
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium hydroxide at 90 - 110℃; for 4h; pH=10 - 11; pH-value; Temperature; | 91.13% |
With sodium hydroxide; dihydrogen peroxide In water; polyethylene glycol 400 at 20 - 60℃; for 1h; Product distribution / selectivity; |
C21H18N2O4
2,5-di(phenylamino)-terephthalic acid
2,5-di(4'-methylphenylamino)terephthalic acid
A
Quinacridone
B
C.I. Pigment Red 122
C
5,12-dihydro-2-methylquino[2,3-b]acridine-7,14-dione
Conditions | Yield |
---|---|
With PPA at 90 - 125℃; for 3h; | |
With PPA at 90 - 125℃; for 3h; | |
With PPA at 90 - 125℃; for 3h; | |
With PPA at 90 - 125℃; for 3h; |
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate
p-toluidine
C.I. Pigment Red 122
Conditions | Yield |
---|---|
Stage #1: dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate; p-toluidine With phosphoric acid at 20 - 100℃; for 4h; Stage #2: With sodium hydroxide; sodium 3-nitrobenzenesulfonate In water for 4h; Heating / reflux; Stage #3: With sulfuric acid pH=3; Product distribution / selectivity; |
2,5-di-p-toluidino-terephthalic acid dimethyl ester
C.I. Pigment Red 122
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 0.166667h; Product distribution / selectivity; Heating / reflux; | |
Multi-step reaction with 2 steps 1: sodium hydroxide / 3 h / 110 °C / Reflux 2: polyphosphoric acid PPA / 6 h / 125 °C View Scheme |
2,5-di(4'-methylphenylamino)terephthalic acid
A
C.I. Pigment Red 122
Conditions | Yield |
---|---|
With polyphosphoric acid at 120 - 130℃; for 2h; |
Conditions | Yield |
---|---|
With zirconium chloride In tetrachloromethane at 10 - 60℃; for 48h; | 90% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 24h; Reflux; | 65% |
Conditions | Yield |
---|---|
With sodium hydride In 1-methyl-pyrrolidin-2-one | 38% |
Conditions | Yield |
---|---|
With sodium hydride In 1-methyl-pyrrolidin-2-one | 36% |
Structure of 2,9-Dimethylquinacridone (CAS NO.980-26-7):
IUPAC Name: 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
Empirical Formula: C22H16N2O2
Molecular Weight: 340.3746
EINECS: 213-561-3
Index of Refraction: 1.676
Molar Refractivity: 97.94 cm3
Molar Volume: 260.3 cm3
Polarizability: 38.82×10-24cm3
Surface Tension: 54.3 dyne/cm
Density: 1.307 g/cm3
Flash Point: 221.4 °C
Enthalpy of Vaporization: 89.53 kJ/mol
Boiling Point: 601.6 °C at 760 mmHg
Vapour Pressure: 1.98E-14 mmHg at 25°C
Canonical SMILES: CC1=CC2=C(C=C1)NC3=CC4=C(C=C3C2=O)NC5=C(C4=O)C=C(C=C5)C
InChI: InChI=1S/C22H16N2O2/c1-11-3-5-17-13(7-11)21(25)15-9-20-16(10-19(15)23-
17)22(26)14-8-12(2)4-6-18(14)24-20/h3-10H,1-2H3,(H,23,25)(H,24,26)
InChIKey: TXWSZJSDZKWQAU-UHFFFAOYSA-N
2,9-Dimethylquinacridone (CAS NO.980-26-7) can be used for printing ink, paint, high-grade plastic resin, coating printing, soft plastic products, etc.
1. | orl-rat LD50:>23 g/kg | ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. 15 (Suppl 1),(1996),S22. | ||
2. | skn-rbt LD50:>3 g/kg | ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. 15 (Suppl 1),(1996),S22. |
Reported in EPA TSCA Inventory.
Moderately toxic by skin contact. Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of NOx.