Reaction #833517

ord-1579c3b4251e4e1d8a71cf3941a5b82d

Reaction equation

O=S(=O)(O)O
sulfuric acid
O=C1NC(c2ccc(Cl)cc2)=C2C(=O)NC(c3ccc(Cl)cc3)=C12
C.I. Pigment Red 254
O=S(=O)(O)O
sulfuric acid
→
O=c1nc2ccnc-2c1=O
diketopyrrolopyrrole

Reactants

O=S(=O)(O)O
sulfuric acid
—
A1
O=C1NC(c2ccc(Cl)cc2)=C2C(=O)NC(c3ccc(Cl)cc3)=C12
C.I. Pigment Red 254
O=S(=O)(O)O
sulfuric acid

Reagents

None

Solvents

O
water
O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureSubsequent to cooling
  2. 2
    workup.ADDITIONits pouring
  3. 3
    Otherthe precipitation of
  4. 4
    FiltrationThe formed precipitate was collected by filtration
  5. 5
    Washwashed with water
  6. 6
    Otherto obtain a water-
  7. 7
    Otherwas dried

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07393404B2uspto-grants-2008_07