Sulfuric Acid → Alpha.-Copper phthalocyanine

HRID 1075972Notes

Reaction equation

HRID 1075972 reaction equation
[CH:1]1[CH:6]=[C:5]2[C:7]3[N:22]=[C:21]([C:4]2=[CH:3][CH:2]=1)[N:20]=[C:19]1[C:23]2[C:28]([C:17](=[N:18]1)[N:16]=[C:15]1[C:29]4[C:34]([C:13](=[N:14]1)[N:12]=[C:11]1[C:35]5[C:40]([C:9](=[N:10]1)[N:8]=3)=[CH:39][CH:38]=[CH:37][CH:36]=5)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:27][CH:26]=[CH:25][CH:24]=2.[Cu:41].[Cl-].[Na+].S(=O)(=O)(O)O>C(O)COCCO>[CH:25]1[CH:24]=[C:23]2[C:19]3[N-:18][C:17]([C:28]2=[CH:27][CH:26]=1)=[N:16][C:15]1=[N:14][C:13]([C:34]2[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=2)=[N:12][C:11]1[N-:10][C:9](=[C:40]2[C:35]=1[CH:36]=[CH:37][CH:38]=[CH:39]2)[N:8]=[C:7]1[C:5]2[C:4]([C:21](=[N:22]1)[N:20]=3)=[CH:3][CH:2]=[CH:1][CH:6]=2.[Cu:41]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 475701Monastral Blue B

Product 1

HCID 499989Alpha.-Copper phthalocyanine

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Conditions

Temperature
95 °C

Procedure

A conventional Baker-Perkins sigma blade mixer having a capacity of two cubic inches (32.8 cubic centimeters) is charged with 4.5 g of crude copper phthalocyanine, 1.5 of anhydrous FeCl3, 29.0 g of micropulverized sodium chloride, and 4.42 g of diethylene glycol. The charge is milled at 54 r.p.m. for three hours. The temperature during milling is maintained from 80°C. to 90°C. by passing steam through the mill jacket. The milled charge is then added to 500 cc of an acidic aqueous solution containing 5 cc of 98% sulfuric acid. The resulting slurry is heated to 95°C. and maintained at that temperature for one hour and thirty minutes. The pigment is isolated by filtering, washing with water to remove any residual sulfate and drying overnight at 180°F. (82°C.) to give a substantially quantitative yield of β-copper phthalocyanine exhibiting the bright green-shade blue color.

Workup

  1. customThe charge is milled at 54 r.p.m
  2. temperatureThe temperature during milling is maintained from 80°C. to 90°C.
  3. additionThe milled charge
  4. temperaturemaintained at that temperature for one hour and thirty minutes
  5. customThe pigment is isolated
  6. filtrationby filtering
  7. washwashing with water
  8. customto remove any residual sulfate
  9. customdrying overnight at 180°F. (82°C.)

Sources & evidence

ORD record
ord-60731359aa7346ebaba89e62bcbdeeaa
Source dataset
uspto-grants-1976_05
Patent number
US03954795

Reaction notes

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