Aggregation of 3,4,9,10-Perylenediimide Radical Anions and Dianions Generated by Reduction with Dithionite in Aqueous Solutions

Autor(es)

Marcon, Rodrigo O. ^[1] ; Brochsztain, Sergio ^[2]

Afiliação do(s) autor(es)

^[1] Univ Mogi das Cruzes, Ctr Interdisciplinar Invest Bioquim, BR-08780911 Mogi Das Cruzes, SP - Brazil

^[2] Univ Fed ABC, BR-09210170 Santo Andre, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Physical Chemistry A; v. 113, n. 9, p. 1747-1752, MAR 5 2009.
• Citações Web of Science: 69

Resumo

Aqueous solutions of N,N'-bis(2-phosphonoethyl)-3,4,9,10-perylenediimide (PPDI) were titrated with sodium dithionite, generating radical anions (PPDI(-center dot)) and dianions (PPDI(2-)). In aqueous ethanol (1:1 v/v), PPDI existed as monomers and remained in the monomeric form in all reduced states. In water, on the other hand, PPDI formed dimers, which were transformed into a pi-stacked aggregated form upon one-electron reduction to PPDI(-center dot). Addition of a second electron, however, resulted in dissociation of the aggregates, giving the dianion PPDI(2-) in the monomeric form. The presence of CTAB micelles prevented the aggregation of PPDI(-center dot) in water, indicating that the radical anions were incorporated into the micellar phase. Reduction of PPDI in ethanol solution, where the dye was aggregated, resulted in the formation of soluble mixed stacks containing both PPDI(-center dot) and PPDI(2-). These mixed stacks stabilized the radical anion form, preventing further reduction to the dianion. (AU)

• Processo FAPESP: 99/07114-2 - Síntese e caracterização de novos materiais compostos de imidas aromáticas
• Beneficiário: Sergio Brochsztain
• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores
• Processo FAPESP: 05/51104-4 - Preparação de cápsulas ocas revestidas com camadas de imidas aromáticas para o armazenamento de energia solar
• Beneficiário: Sergio Brochsztain
• Modalidade de apoio: Auxílio à Pesquisa - Regular