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Synthesis, characterization and nanoparticle formation of polyarylene poly(amic acid)s and polyimides containing fluorescent dye moieties
Author(s) -
Budy Stephen M,
Rose Joseph,
Gibson Corinne,
Son David Y
Publication year - 2021
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.6125
Subject(s) - differential scanning calorimetry , thermogravimetric analysis , perylene , glass transition , gel permeation chromatography , fluorescence , naphthalene , polymer chemistry , materials science , fourier transform infrared spectroscopy , polymer , absorption (acoustics) , nanoparticle , dynamic light scattering , molecule , nuclear chemistry , chemistry , analytical chemistry (journal) , organic chemistry , chemical engineering , nanotechnology , physics , quantum mechanics , engineering , composite material , thermodynamics
Abstract New naphthalene‐ and perylene‐containing polyarylene poly(amic acid)s and polyimides were synthesized from a new phenylated phenylenediamine. A small‐molecule model compound was also synthesized with naphthalene end‐groups. The new compounds were characterized, and the structures were confirmed using 1 H NMR and attenuated total reflectance Fourier transform infrared spectroscopy. Thermal characterization was conducted using thermogravimetric analysis and differential scanning calorimetry. Onset of thermal degradation temperatures for the naphthalene and perylene polyimides were 561 and 545 °C, and char yields at 1000 °C were 61 and 59% (under nitrogen), respectively. The glass transition temperatures were 381 and 396 °C, respectively. Molecular weights determined using gel permeation chromatography were M w = 35 000 and 24 000 g mol −1 , respectively. The absorption maxima were at 387 and 427/458/491/527 nm, respectively, while the fluorescence emission maxima were at 498 and 541/582 nm, respectively. Nanoparticles were prepared from these new fluorescent dye‐containing polyarylene polyimides with sizes of 102/397 and 177 nm, respectively, as determined using dynamic light scattering. © 2020 Society of Industrial Chemistry