2520. Copper Phthalocyanine

Nomenclature

CAS number: 147-14-8
(SP-4-1)-[29H,31H-Phthalocyaninato(2-)-N29,N30,N31,N32]copper; C.I. Pigment Blue 15; C.I. 74160.
C32H16CuN8; mol wt 576.07.
C 66.72%, H 2.80%, Cu 11.03%, N 19.45%.

Description and references

Discoverers: Dandridge et al., GB 322169 (1928 to Scottish Dyes). Prepn: Baumann et al., Angew. Chem. 68, 133 (1956); Sanielevici et al., Rec. Chim. (Bucharest) 12, 281 (1961); Raab, Hoernle, GB 930150 (1963 to Bayer). Purification: Heinle, Mau, DE 1167307 (1964 to G. Siegle); Sanielevici et al., BE 657307 (1965 to Romania, Ministry of Petroleum and Chemical Industry); H. Tomoda et al., Chem. Lett. 1980, 1277. Properties: Dent, Linstead, J. Chem. Soc. 1934, 1027; Easton, Smith, J. Oil Colour Chem. Assoc. 49, 614 (1966). See also Colour Index vol. 4 (3rd ed., 1971) p 4618.

Chemical structure

Properties

Bright blue microcrystals with purple lustre; sol in 98% H2SO4 from which it can be almost quantitatively pptd by dilution with water. Practically insol in water, alcohol, and hydrocarbons. Stable toward heat (crystalline and analytically pure sublimate obtained at about 580° in low pressure atmosphere of nitrogen or carbon dioxide), alkalies, dilute acids. Dec by hot nitric acid, or dilute acid permanganate to yield phthalimide. Exists in two forms: the thermodynamically less stable, redder α-form is a better pigment than the more stable greener β-form. In the presence of aromatic solvents, heat, high shear, etc., α-form is converted to β-form.

Use

In inks and paints. In polypropylene sutures.