Sulfuric Acid → Diketopyrrolopyrrole

HRID 746335Notes

Reaction equation

HRID 746335 reaction equation
C1C([C:7]2[NH:23][C:21](=O)[C:9]3=[C:10](C4C=CC(Cl)=CC=4)[NH:11][C:12](=[O:13])[C:8]=23)=CC=C(Cl)C=1.S(=O)(=O)(O)[OH:26]>O>[O:26]=[C:8]1[C:7]2[C:10]([CH:9]=[CH:21][N:23]=2)=[N:11][C:12]1=[O:13]

Participants

4

Reactant 2

HCID 1118Sulfuric Acid2×HCID 178517478HCID 178517478, compound

Product 1

HCID 23363597Diketopyrrolopyrrole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

The pigment dispersant A1 of Synthesis Example A1 (3.75 parts) and C.I. Pigment Red 254 (6.25 parts) were added to 95% sulfuric acid (100 parts), followed by stirring at room temperature for 1 hour. Subsequent to cooling, the resulting concentrated sulfuric acid solution was poured into iced water (1,000 parts); its pouring led the precipitation of a composite according to the present invention. The formed precipitate was collected by filtration and then washed with water to obtain a water-based paste (39 parts, true amount: 10 parts). The water-based paste was dried to obtain a diketopyrrolopyrrole (a pigment dispersant A3, 10 parts), which was determined to contain on average 0.3 sulfonic group introduced per molecule from the results of an elemental analysis for sulfur.

Workup

  1. temperatureSubsequent to cooling
  2. additionits pouring
  3. customthe precipitation of
  4. filtrationThe formed precipitate was collected by filtration
  5. washwashed with water
  6. customto obtain a water-
  7. customwas dried

Sources & evidence

ORD record
ord-1579c3b4251e4e1d8a71cf3941a5b82d
Source dataset
uspto-grants-2008_07
Patent number
US07393404B2

Reaction notes

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