Synthesis and Spectroscopic Properties of Symmetrically Tetrasubstituted Phthalocyanines with Four Alkyl or Aryl Chains or Porphyrin, Adamantane, Crown, or Quinone Units Attached

Nagao Kobayashi, Toshie Ohya, Mitsuo Sato, Shin ichiro Nakajima

Research output: Contribution to journalArticlepeer-review

49 Citations (Scopus)

Abstract

Symmetrically tetrasubstituted phthalocyanines (Pcs) with four alkyl or aryl chains or adamantane, quinone, porphyrin, or crown units attached have been synthesized, and some of their spectroscopic properties are reported. These Pcs have been synthesized from the tetraanhydrides of metalated or nonmetalated 2,3,9,10,16,17,23,24-octacarboxyPcs and primary amines by one-step reaction in N-methyl-2-pyrrolidone. Differing from previously reported tetrasubstituted Pcs, the resultant Pcs do not generally contain positional isomers. They have a very high tendency toward aggregation, and as a result, their absorption spectra are unique in that the intensity of the Q band is extraordinally weak and its tail stretches to ca. 800 (Mt = Cu), 900 (Mt = H2), 1000 (Mt = Fe), or 1200 (Mt = Co) nm. Some interaction between the substituent groups and Pc moiety was confirmed spectroscopically in quinone and porphyrin attached Pcs. A zinc complex showed S2 emission in addition to S1 emission.

Original languageEnglish
Pages (from-to)1803-1808
Number of pages6
JournalInorganic Chemistry
Volume32
Issue number9
DOIs
Publication statusPublished - 1993 Jan 1

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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