The synthesis and characterization of a group of transition metal octabutoxynaphthalocyanines and the absorption and emission properties of the Co, Rh, Ir, Ni, Pd and Pt members of this group

Abstract

The synthesis and photophysical properties of new metallo-octabutoxynaphthalocyanines with Rh(III), Ir(III), and Pt(II) are reported. Various metals were inserted into the metal-free octabutoxynaphthalocyanine and the resultant metal complexes were fully characterized by NMR, UV-vis spectroscopy, and mass spectrometry. The absorption and emission properties of these new complexes were also examined and compared to those of Co(II), Ni(II), and Pd(II) octabutoxynaphthalocyanines. The results provide useful information to understand the effect of these transition metals on the properties of this macrocyclic ring.

Platinum(II)‐Mediated Double Coupling of 2,3‐Diphenylmaleimidine with Nitrile Functionalities To Give Annulated Pentaazanonatetraenate (PANT) Systems

“…[15,16,60] Concurrently, platinum(II) phthalocyanines (E), featuring four annulated TAPD systems, demonstrate luminescence from 750 to 900 nm, and this emission is characterized by relatively low quantum yields (0.0017-0.013). [62][63][64][65] 700-800 nm with low quantum yields, are closer to platinum(II) phthalocyanines (E).…”

Люминесценция Pd и Pt бензогидропорфиразинов в ближнем ИК диапазоне

“…Как отмечено выше, главный результат работыобнаружение фосфоресценции комплексов Pd и Pt c дибензогидропорфиразинами в средней части ближней ИК области, с аксимумами 0−0-полос (λ 00 p ) около 1650 и 1500 nm соответственно, что является, насколько нам известно, рекордными значениями для молекулярной фосфоресценции тетрапирролов. Для сравнения приведем λ 00 p для молекул Pd-и Pt-фталоцианинов: 990 nm [16][17][18] (PdPc) и 945 nm (PtPc) [18] (при 77 K), а также для комплексов октабутокси-2,3-нафталоцианина (Nc(OBu) 8 ) [19] (при 293 K) -1343 и 1265 nm для Pd и Pt комплексов соответственно.…”

Photophysical and Photochemical Properties and Aggregation Behavior of Phthalocyanine and Naphthalocyanine Derivatives

“…1 H nuclear magnetic resonance (NMR) spectra were performed with CDCl 3 or DMSO-d 6 as solvent and tetramethylsilane (TMS) as internal standard.…”

“…1,2 Both macrocycles are widely applied as industrial dyes, in solar cells, 3 nonlinear optics, 4 electrochromic devices, 5 photodynamic therapy (PDT) 6 and chemical sensors. Phthalocyanines (Pc) and naphtalocyanines have a high tendency to aggregate, especially in aqueous solution.…”