Quino[2,3-b]acridine-7,14-dione,3,10-dichloro-5,12-dihydro- (3573-01-1)

The systematic name of C.I.Pigment Red 209 is 3,10-dichloro-5,12-dihydroquino[2,3-b]acridine-7,14-dione. With the CAS registry number 3573-01-1, it is also named as quino[2,3-b]acridine-7,14-dione, 3,10-dichloro-5,12-dihydro-. The production of paint is smaller than quinacridone and 2,9-dimethyl quinacridone which are not replaced. C.I.Pigment Red 209 is a special product which gives magenta.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 6.72; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5; (4)ACD/LogD (pH 7.4): 5; (5)ACD/BCF (pH 5.5): 1758; (6)ACD/BCF (pH 7.4): 1758; (7)ACD/KOC (pH 5.5): 7317; (8)ACD/KOC (pH 7.4): 7317; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.708; (13)Molar Refractivity: 98.086 cm³; (14)Molar Volume: 251.671 cm³; (15)Polarizability: 38.884×10^-24 cm³; (16)Surface Tension: 61.44 dyne/cm; (17)Enthalpy of Vaporization: 92.275 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C.

Preparation of C.I.Pigment Red 209: The diethyl succinate refluxs in caustic alcohol medium through ring formation to get hydroquinone dicarboxylate ethyl hydride. The condensation of hydroquinone dicarboxylate ethyl hydride and m-chloro aniline in ethanol and hydrochloric acid under nitrogen atmosphere gives the corresponding product which produce 3,10-dichloro-quinacridone crude pigment in poly phosphoric acid medium by closed-loop. Through handling, we can get the CI Pigment Red 209.

Uses of C.I.Pigment Red 209: It is mainly used for industrial coatings, especially automotive coatings. And it can also be used for polyolefin (mild size distortion) and ABS coloring.

People can use the following data to convert to the molecule structure. 
1. SMILES: Clc4cc5Nc3cc2C(=O)c1c(cc(Cl)cc1)Nc2cc3C(=O)c5cc4;
2. InChI: InChI=1/C20H10Cl2N2O2/c21-9-1-3-11-15(5-9)23-17-8-14-18(7-13(17)19(11)25)24-16-6-10(22)2-4-12(16)20(14)26/h1-8H,(H,23,25)(H,24,26).