2,5-Dianilinoterephthalic acid → Quinacridone

HRID 427190

Reaktionsgleichung

Reaktionsgleichung von HRID 427190
[NH:1]([C:8]1[CH:16]=[C:15]([C:17](O)=[O:18])[C:14]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:13][C:9]=1[C:10](O)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(NC2C=C(C(O)=O)C(NC3C=CC(C)=CC=3)=CC=2C(O)=O)=CC=1>>[CH:24]1[CH:25]=[C:26]2[C:17]([C:15]3[C:14]([NH:20][C:21]2=[CH:22][CH:23]=1)=[CH:13][C:9]1[C:10]([C:7]2[C:2]([NH:1][C:8]=1[CH:16]=3)=[CH:3][CH:4]=[CH:5][CH:6]=2)=[O:11])=[O:18]

Komponenten

3

Edukt 2

HCID 823512,5-Dianilinoterephthalic acidHCID 825242,5-Di-p-toluidinoterephthalic acid

Produkt 1

HCID 13976Quinacridone

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

450 parts of polyphosphoric acid containing 85.0% P2O5 are metered into a stirred vessel. Then 135 parts of 2,5 -dianilinoterephthalic acid and 15 parts of 2,5di(4-toluidino) terephthalic acid are introduced at 125° C. with stirring and the mixture is heated at 125° C. for 1 hour during which ring closure takes place to form the quinacridone. The reaction mixture is subsequently metered with stirring over 2 minutes (CG: 50%/min) into 1607.5 parts of 80% strength phosphoric acid at 135° C., during which it is hydrolyzed. During this hydrolysis the temperature rises to 150° C. The phosphoric acid concentration after the hydrolysis is 87.5%. Then 1209.2 parts of 40% strength phosphoric acid are added dropwise and the suspension is cooled to 120° C. The phosphoric acid concentration thereafter is 70%. The mixture is stirred at 120° C. for 3 hours. Subsequently the mixed crystal pigment is filtered off with suction at 110° C., washed with 70% strength phosphoric acid until the runoff is colorless, washed to neutrality with water, and dried at 80° C. This gives 133.4 parts of mixed crystal pigment (Pigment Violet 19, γIV phase). At twice the Bragg angle, 2θ, X-ray spectrum shows three strong lines at 6.3°, 13.6° and 26.3°, five moderate lines at 12.8°, 16.3°, 20.6°, 23.8° and 28.1°, and two weak lines at 21.4° and 31.20. Lines of 2.9-dimethylquinacridone cannot be detected.

Quellen und Nachweise

ORD-Eintrag
ord-f287f21c439040e28f9bf9493adbaf98
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06312512B1

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