Phthalonitrile → Dichlorotitanium phthalocyanine

HRID 1857902Notes

Reaction equation

HRID 1857902 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:11](Cl)(Cl)([Cl:13])[Cl:12]>ClC1C2C(=CC=CC=2)C=CC=1>[Cl:12][Ti:11][Cl:13].[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 2

HCID 7042PhthalonitrileHCID 24193Titanium Tetrachloride

Product 1

HCID 136368297Dichlorotitanium phthalocyanine

Reagents, catalysts & solvents 1

HCID 70031-ChloronaphthaleneSolvent

Conditions

Temperature
235 °C

Procedure

First, 40 g of o-phthalodinitrile, 18 g of titanium tetrachloride and 500 ml of α-chloronaphthalene were reacted by heating and stirring at 220 to 250° C. for 3 hours in a nitrogen atmosphere and then left for cooling. The reaction mixture was then hot filtrated and washed with 200 ml of α-chloronaphthalene heated to 100° C. to give a crude dichlorotitanium phthalocyanine composition.

Workup

  1. temperatureby heating
  2. waitleft
  3. temperaturefor cooling
  4. filtrationThe reaction mixture was then hot filtrated
  5. washwashed with 200 ml of α-chloronaphthalene
  6. temperatureheated to 100° C.

Sources & evidence

ORD record
ord-5e83f9b4e09c4918ade462748ebc2542
Source dataset
uspto-grants-2000_11
Patent number
US06150063

Reaction notes

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