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Intramolecular excimer formation in naphthalene‐containing polyesters. Bichromophoric model compounds derived from phthalic, succinic or malonic acid and 2‐hydroxynaphthalene or 2‐hydroxymethylnaphthalene
Author(s) -
Pozuelo Javier,
Mendicuti Francisco,
Mattice Wayne L.
Publication year - 1995
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1995.021960532
Subject(s) - malonate , intramolecular force , chemistry , naphthalene , excimer , polyester , phthalic acid , polymer chemistry , photochemistry , succinic acid , malonic acid , fluorescence , organic chemistry , physics , quantum mechanics
Steady state fluorescence measurements in dilute solutions are performed for bis(2‐naphthyl) phthalate, bis(2‐naphthylmethyl) phthalate, bis(2‐naphthyl) succinate, bis(2‐naphthylmethyl) succinate, bis(2‐naphthyl) malonate and bis(2‐naphthylmethyl) malonate, as models for polyesters containing naphthalene in their rigid units and flexible spacers that impose differences in the types of interactions between successive naphthalene units. The amount of intramolecular excimer in dilute solution depends on the type of flexible spacer, and also whether the compound is derived from 2‐naphthol or 2‐hydroxymethylnaphthalene. No excimer is detected from the compounds derived from 2‐naphthol, but all compounds derived from 2‐hydroxymethylnaphthalene showed excimer formation. These results are rationalized with a theoretical analysis of the conformations of the flexible spacers.