The synthesis and characterization of new metal-free and metallophthalocyanines containing four 27-membered diazaheptathia macrocycles

GOK H. Z., Kantekin H., GOK Y., HERMAN G.

DYES AND PIGMENTS, vol.75, no.3, pp.606-611, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 75 Issue: 3
  • Publication Date: 2007
  • Doi Number: 10.1016/j.dyepig.2006.07.008
  • Journal Name: DYES AND PIGMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.606-611
  • Karadeniz Technical University Affiliated: Yes


A new metal-free 5 and metallophthalocyanines 6 and 7 containing four 27-membered diazaheptathia macrocyclic moieties on peripheral positions have been synthesized. The metal-free phthalocyanine 5 was synthesized by the reaction 27,28-dicyano-9,10,12,13,23,24,31,32-octahydro-5H,15H-tribenzo[b,h,w][1,4,7,13,16,19,25,10,22]hepathia diazacycloheptacosine-6,16 (7H,17H)-dione 4 with anhydrous 2-(dimethylamino)ethanol under reflux for 28 h. Metallophthalocyanines 6 and 7 were synthesized by the reaction of 4 with anhydrous NiCl2 and Zn(CH3CO)(2) in dry quinoline, respectively. The new compounds were characterized by a combination of elemental analysis and H-1 NMR, C-13 NMR, IR, UV-vis and MS spectral data. (c) 2006 Elsevier Ltd. All rights reserved.