Methanol → Quinacridone

HRID 1042605

Reaktionsgleichung

Reaktionsgleichung von HRID 1042605
CO[C:3]1[CH:30]=[CH:29][C:6]([NH:7][C:8]2[CH:16]=[C:15]([C:17](O)=O)[C:14]([NH:20][C:21]3[CH:26]=[CH:25][C:24](OC)=[CH:23][CH:22]=3)=[CH:13][C:9]=2C(O)=O)=[CH:5][CH:4]=1.[CH3:31][OH:32].[OH2:33]>O.CO>[CH:3]1[CH:4]=[C:5]2[C:31]([C:9]3[C:8]([NH:7][C:6]2=[CH:29][CH:30]=1)=[CH:16][C:15]1[C:17]([C:26]2[C:21]([NH:20][C:14]=1[CH:13]=3)=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:33])=[O:32]

Komponenten

5

Edukt 3

HCID 887Methanol3×HCID 962WaterHCID 30848371,4-Benzenedicarboxylic acid, 2,5-bis[(4-methoxyphenyl)amino]-

Produkt 1

HCID 13976QuinacridoneAusbeute 26,42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22242641Methanol--water (1/1)Lösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

Charged to a container were 360 g of 117% polyphosphoric acid and were heated to 85° C. with agitation. At 85-105° C., 60 g of 2,5-di(4-methoxyanilino) terephthalic acid type I prepared according to Example 1 were added over 60-90 minutes and the reaction mixture was allowed to stir 5 hours at 110-115° C. The reaction mixture was then cooled to approximately 90-95° C. and poured slowly into a container containing 900 g of vigorously stirring methanol over ˜15 minutes. The methanol temperature during the drowning was maintained at <35° C. via an ice-water bath under the round bottom flask. The violet methanol-pigment slurry was allowed to stir 1 hour at room temperature and then heated to reflux (68-72° C.) where it was then held for 1 hour. The slurry was allowed to cool to <65° C. and then poured into a container with 1350 g of water. The resulting water/methanol/pigment slurry was held for 3 hours at 60° C. and then filtered. The resulting presscake was washed with water to a pH of 2.9. Approximately 214.3 g presscake were obtained at approximately 26.42% solids, resulting in approximately 56.6 g solids. Approximately 25 g dry basis pigment from the presscake were reslurried in water and methanol to a total of 150 g water and 150 g methanol. The slurry pH was adjusted to approximately 7 with dilute NaOH. The slurry was then transferred to a Parr pressure reactor and 1.5 g 50% NaOH added. The reactor was sealed and held 6 hours at 120-125° C. After allowing the reaction mixture to cool to room temperature, the slurry was transferred to a beaker. At 40-45° C., 2.0 g Dresinate X dissolved in water were added to the stirring slurry. After 30 minutes at 40-45° C., 4 g of calcium chloride dehydrate, dissolved in water, were added to the slurry. After adjusting the total volume to 1 L with water and stirring for approximately 15 minutes at 40-45° C., the pH was adjusted to 4-4.5 with 75% phosphoric acid. After stirring 1 hour at 40-45° C., the slurry was filtered and the resulting presscake washed with water to conductivity free. The presscake was dried to obtain approximately 24 g of violet pigment powder.

Aufarbeitung

  1. additionCharged to a container
  2. additionwere added over 60-90 minutes
  3. temperatureThe reaction mixture was then cooled to approximately 90-95° C.
  4. additionpoured slowly into a container
  5. stirringto stir 1 hour at room temperature
  6. temperatureheated
  7. temperatureto reflux (68-72° C.) where it
  8. waitwas then held for 1 hour
  9. temperatureto cool to <65° C.
  10. filtrationfiltered
  11. washThe resulting presscake was washed with water to a pH of 2.9

Quellen und Nachweise

ORD-Eintrag
ord-36e7abdb0df04dd09710012b5238fd6d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557990B2

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