Phthalonitrile → Dichlorotitanium phthalocyanine

HRID 657455Notes

Reaction equation

HRID 657455 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
115 °C

Procedure

40 g of o-phthalodinitrile, 18 g of titanium tetrachloride and 500 ml of α-chloronaphthalene were heated at 200 to 250° C. with stirring in a nitrogen atmosphere for 3 hours to react. Then, the reaction mixture was allowed to cool to 100 to 130° C. and filtered under heating and the residue was washed with α-chloronaphthalene heated to 100° C. to obtain a crude product of dichlorotitanium-phthalocyanine.

Workup

  1. customto react
  2. filtrationfiltered
  3. temperatureunder heating
  4. washthe residue was washed with α-chloronaphthalene
  5. temperatureheated to 100° C.

Sources & evidence

ORD record
ord-e58c0b6b97a4438aacb9535fdbb79778
Source dataset
uspto-grants-2011_12
Patent number
US08076047B2

Reaction notes

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