Sulfuric Acid → Alpha.-Copper phthalocyanine

HRID 1198371Notes

Reaction equation

HRID 1198371 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 GlycolSolvent3×

Conditions

Temperature
70 °C

Procedure

A crude copper phthalocyanine (purity 95%) was dry-milled with an attriter for 40 minutes to give a dry-milled product having an α-crystal content of 47%. Then, 100 parts of the dry-milled product, 500 parts of sodium chloride and 25 parts of diethylene glycol were charged into a double arm kneader having a volume of 1,000 parts, and kneaded (wet-milled) at 100° to 110° C. for 3 hours while additional diethylene glycol was added to maintain a dense mass (dough). The total amount of the diethylene glycol was 80 parts. After the wet-milling, the mixture was taken into 1,300 parts of a 1% sulfuric acid aqueous solution at 70° C., stirred for 1 hour while maintaining the temperature of 70° C., and filtered. The resultant solid was washed with water and dried to give 93 of a β-copper phthalocyanine pigment. The copper phthalocyanine pigment had a particle size of 0.02 to 0.06 μm and an aspect ratio of 1.2 to 2.5.

Workup

  1. customto give a dry-milled product
  2. additionwas added
  3. temperatureto maintain a dense mass (dough)
  4. filtrationfiltered
  5. washThe resultant solid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-26f77240f93945f5b7f92f5886c98976
Source dataset
uspto-grants-1994_01
Patent number
US05281268

Reaction notes

Loading…