Methanol → Quinacridone

HRID 2298700Notes

Reaction equation

HRID 2298700 reaction equation
[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.CO>O>[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]

Participants

4

Reactant 2

HCID 887MethanolHCID 823512,5-Dianilinoterephthalic acid

Product 1

HCID 13976Quinacridone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
133 °C

Procedure

2,5-dianilino-terephthalic acid (one part) was dissolved in polyphosphoric acid (6.14 parts at 118.5%). The solution, already at 105° C., was heated to 133° C. for 3 hours then cooled to 100° C. and diluted to a fluid mass with water (0.5 parts). The solution was then drowned into methanol (11.6 parts) and the mixture heated at 125° C. for one hour to obtain a bluish red beta-phase quinacridone pigment.

Workup

  1. temperaturethen cooled to 100° C.
  2. temperaturethe mixture heated at 125° C. for one hour

Sources & evidence

ORD record
ord-341c212c460c40299e6cd2972d4e7395
Source dataset
uspto-grants-2002_12
Patent number
US06494949B2

Reaction notes

Loading…