Sulfuric Acid → HCID 178527663, compound

HRID 1879521Notes

Reaction equation

HRID 1879521 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])O.[Fe:6].[CH:7]1[CH:8]=[CH:9][C:10]2[C:11](=[C:13]3[N:45]=[C:44]4[N:46]=[C:37]([C:38]5[CH:39]=[CH:40][CH:41]=[CH:42][C:43]=54)[N:36]=[C:34]4[NH:35][C:27]([C:28]5[CH:29]=[CH:30][CH:31]=[CH:32][C:33]=54)=[N:26][C:24]4=[N:25][C:17]([C:18]5[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=54)=[N:16][C:15]=2[NH:14]3)[CH:12]=1>>[S:1]([Fe:6]([S:1]([OH:5])(=[O:4])=[O:3])([S:1]([OH:3])(=[O:5])=[O:4])[S:1]([OH:3])(=[O:5])=[O:4])([OH:3])(=[O:5])=[O:4].[CH:8]1[CH:7]=[CH:12][C:11]2[C:10](=[C:15]3[N:16]=[C:17]4[N:25]=[C:24]([C:23]5[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=54)[N:26]=[C:27]4[NH:35][C:34]([C:33]5[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=54)=[N:36][C:37]4=[N:46][C:44]([C:43]5[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=54)=[N:45][C:13]=2[NH:14]3)[CH:9]=1

Participants

3

Reactant 2

HCID 1118Sulfuric Acid2×HCID 136117129HCID 136117129, compound

Product 1

HCID 178527663HCID 178527663, compoundYield 70%

Conditions

Temperature
50 °C

Procedure

Under a nitrogen pad, about 55 g of 20 weight percent of fuming sulfuric acid is added slowly to about 10 g of iron-phthalocyanine. After the fuming sulfuric acid is completely added, the reaction mixture is heated to 50° C. for 2 hours. The reaction mixture is then cooled to room temperature and filtered. The filtrate is then washed with 500 mL of pH 8 water. The resulting solid is then removed and dried in a vacuum oven. The dried solid is then ground to a fine powder with a mortar and pestle. The final product is a dark gray powder having a tetra-sulfo iron-phthalocyanine yield of 70 percent. The material contains 12 percent sulfophthalimide, 25 percent phthalimide, 3 percent phthalic acid, and 0.8 percent sulfophthalic acid. A 1 percent solution of the material in 1:1 methyldiethanolamine:water yields excessive foaming characteristics and is non-filterable using standardized tests.

Workup

  1. temperatureThe reaction mixture is then cooled to room temperature
  2. filtrationfiltered
  3. washThe filtrate is then washed with 500 mL of pH 8 water
  4. customThe resulting solid is then removed
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-9fadbfdc74d54c03b3ccf839a6d53687
Source dataset
uspto-grants-2012_11
Patent number
US08318005B2

Reaction notes

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