Phthalonitrile → Phthalocyanine

HRID 363710

Reaction equation

HRID 363710 reaction equation
[CH:1]1[CH:6]=[C:5]([C:7]#[N:8])[C:4]([C:9]#[N:10])=[CH:3][CH:2]=1>[Ti](Cl)(Cl)(Cl)Cl.ClC1C2C(=CC=CC=2)C=CC=1>[CH:1]1[CH:2]=[CH:3][C:4]2[C:5](=[C:7]3[N:8]=[C:7]4[N:10]=[C:9]([C:4]5[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=54)[N:10]=[C:9]4[NH:8][C:7]([C:5]5[CH:6]=[CH:1][CH:2]=[CH:3][C:4]=54)=[N:10][C:9]4=[N:8][C:7]([C:5]5[CH:6]=[CH:1][CH:2]=[CH:3][C:4]=54)=[N:10][C:9]=2[NH:8]3)[CH:6]=1

Participants

4

Reactant 1

HCID 7042Phthalonitrile

Product 1

HCID 86280045Phthalocyanine

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 70031-ChloronaphthaleneSolvent

Procedure

In this comparative example, α-titanyloxyphthalocyanine was prepared by the method disclosed in Japanese Patent Application Laying-open No.62-134651. That is, a mixture of 40 g of phthalodinitrile, 18 g of titanium tetrachloride, and 500 cc of chloronaphthalene was stirred at the temperature of 240° C. to 250° C. for 3 hours in nitrogenous atmosphere to completely react with each other. The mixture was filtrated after the reaction, and as a result dichlorothitanium phthalocyanine was obtained. The obtained dichlorothitanium was mixed with 300 cc of concentrated ammonium solution to obtain a mixture. Then the mixture was heat-refluxed for 1 hour and subjected to the purification by using a Soxhlet extractor. Consequently, titanyloxyphthalocyanine was obtained by drying the purified product. The resultant titanyloxyphthalocyanine was confirmed as α-type crystal having an X-ray diffraction spectrum which is the same as the one shown in FIG. 3.

Workup

  1. customto completely react with each other
  2. filtrationThe mixture was filtrated
  3. customafter the reaction

Sources & evidence

ORD record
ord-22bf60cda7144d808e529c5e8e761ca4
Source dataset
uspto-grants-1999_02
Patent number
US05874570

Linked notes

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