Abstracts Book - IMRC 2018

• SB1-P080
SYNTHESIS AND CHARACTERIZATION OF NEW
POLY(OXINDOLARYLENE)S
Enoc Cetina Mancilla 1 , María Ortencia González Díaz 2 , Mikhail Zolotukhin 1
1 Universidad Nacional Autónoma de México, Instituto de Investigaciones en Materiales,
Mexico. 2 Centro de Investigación Científica de Yucatán, Materiales Avanzados, Mexico.
New high molecular weight aromatic polymers of poly(oxindolarylene)s class
were synthesized by metal-free, superacid catalyzed step-growth “click”-
polycondensation of isatin with dibenzothiophene and dibenzofuran.
Homopolymers of isatin with dibenzothiophene and dibenzofuran, random and
block copolymers were successfully obtained. The reactions were performed at
room temperature in the Brønsted superacid trifluoromethanesulfonic acid
(CF3SO3H, TFSA) and in a mixture of TFSA with methylene chloride.
The polymers obtained were soluble in most common organic solvents, and
flexible transparent films could be cast the solutions. 1 H and 13 C NMR studies of
the polymers synthesized revealed their linear structure with para-substitution
in the phenylene fragments of the main chain. The polymers obtained also
possess high thermostability. No significant weight loss below 480 °C (air) was
observed. DSC analysis revealed the absence of heat transitions until
decomposition temperatures. The polymers synthesized contain in the
backbone fused-ring aromatic fragments with symmetry axis perpendicular to
the main chain. Disruption of chain packing caused by the combination of bulky
backbone aromatic with side oxindol structures and contortion-center provides
promising combinations of gas permeabilities and selectivities.
Acknowledgment:
The authors acknowledge the financial support CONACYT Mexico (Grant N
151842) and DGAPA-UNAM (PAPIIT IN 105314-3).
Keywords: poly(oxindolarylene), superacid, polycondensation
Presenting authors email: enoc.cetina@gmail.com