A Direct Comparison of the Aggregation Behavior of Phthalocyanines and 2,3-Naphthalocyanines

✍ Scribed by Michael T.M. Choi; Pearl P.S. Li; Dennis K.P. Ng

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 148 KB
• Volume: 56
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(00)00326-4

✦ Synopsis

AbstractÐTwo pairs of analogous zinc(II) phthalocyanines and 2,3-naphthalocyanines with eight butylthio or 3,6-dioxa-1-decylthio substituents have been synthesized and shown to exhibit a substantial aggregation tendency in organic solvents. The visible spectra of the octakis(3,6-dioxa-1-decylthio) naphthalocyanine 7 have been recorded in THF with different concentrations and the data have been analyzed using a nonlinear least-squares ®tting procedure giving e m (777 nm), e d (777 nm), and K d at 1.95£10 6 M 21 cm 21 , 1.29£ 10 5 M 21 cm 21 , and 2.72£10 5 M 21 , respectively. Simulated visible spectra for the pure monomeric and dimeric 7 have also been obtained. By variable-concentration and variable-temperature visible spectroscopic studies, the heats of aggregation of all these macrocycles in toluene have also been determined (217.1 to 2105.0 kJ mol 21 ). These values depend largely on the additional interactions due to the substituents.