International Journal of Scientific & Engineering Research, Volume 6, Issue 10, October-2015 303
ISSN 2229-5518
IJSER © 2015
http://www.ijser.org
Synthesis And Characterization of New Hetero Ar-
omatic Polyamide From benzo[1,2-d:4,5-
d']bis(thiazole)-2,6-diamine
Adesh Telvekar
1
, Sunder Kelkar
2
, Prakash Mahanwar*
Abstract:
A novel hetero aromatic polyamide has been synthesized using benzo[1,2-d:4,5-d'] bis(thiazole)-2,6-diamine, a diamine monomer, copolymerized with
terephthaloyl chloride (TPC) by condensation polymerization. The yield of purified polymer was found to be more than 60% and was confirmed by
FTIR and NMR analysis. . It shows inherent viscosity of 0.4 dLg
-1
. The thermal behavior of the polymer was studied by using Differential Scanning Calo-
rimeter (DSC) and Thermo Gravimetric Analysis (TGA). The glass transition temperature (Tg) of the polymer was found to be 201
o
C by DSC analysis.
The polymer was found to be stable up to 403
o
C which confirm its high temperature performance. It also shows good solubility in aprotic polar organic
solvents. The high thermal performance and good solubility, make it easily processable for desired application.
Keywords: Benzo[1,2-d:4,5-d']bis(thiazole)-2,6-diamine, Condensation polymerization, Hetero aromatic polyamide, ,High performance material, High
glass transition temprature, Soluble poly amide, Thermal stability.
1 INTRODUCTION
ith the introduction of high performance thermoplastic
materials like “Kevlar” (poly (p-phenyl tereph-
thalamide)) having good chemical resistance, high thermal
stability and ultrahigh mechanical strength, aromatic polyam-
ides got commercial acceptance in industry [1]. U.S. federal
trade commission has given separate generic name to aromatic
polyamides containing more than 85% of the amide groups
bounded directly to two aromatic rings as aramid [2]. These
high performance aromatic polyamides are important as they
can replace metals and ceramics in several fields, on virtue of
their excellent mechanical, electrical and chemical properties.
This drives attention of many researcher to study these poly-
amides as high performance material for special applications
[3]. This unusual property of aramides is due to an efficient
micro crystalline region resulted from strong hydrogen bond-
ing which leading to a compact rod like rigid structure [4].
Due to strong cohesive forces theses polymers exhibit higher
transition temperature, generally above its degradation tem-
perature. However, the lack of solubility of these polymers in
common organic solvents make their industrial processing
difficult [5]. While structural rigidity is important criteria in
————————————————
• Mr. Adarsh Telvekar, is currently pursuing Doctoral degree program in Poly-
mer Technology, in Polymer and Surface Engineering Department, Instituite of
Chemical Technology, Mumbai, India.
Mobile : 9870011221. E-mail: adeshtelvekar@gmail.com
• Mr. Sunder Kelkar, is currently pursuing Doctoral degree program in Chemis-
try, in Polymer and Surface Engineering Department, Instituite of Chemical
Technology, Mumbai, India.
Mobile : +91 9595338066. E-mail: sunderkelkar@gmail.com
• Corrosponding author, Prof. Prakash Mahanwar, (PhD. Tech) is currently
Heading Polymer and Surface Engineering Department, Instituite of Chemical
Technology, Mumbai, India.
Phone: +91 – 22 - 33612401. E-mail: pa.mahanwar@ictmumbai.edu.in
field of membranes. This high rigidity is usually associated
with high Tg values [6]. To fulfill the increasing need of new
processible engineering plastics, various studies have been
carried out to introduce substituent’s having various chemical
structures on the benzene rings of monomers. Also monomers
containing several phenyl rings separated by flexible bridges,
or heterocyclic monomers have been used [7]. Now, much at-
tention has been given to the preparation of solution processi-
ble poly imides by designing new di-amine or di-anhydride
monomers [8]. Introduction of heterocyclic ring such as pyri-
dine enhances the electron affinity, to improve electron trans-
portation properties and thus provide various reaction sites
for modification of polymer chain [9]. Hence such a polymers
have higher thermal property, low flammability and excellent
solubility in organic solvents [10].
In the present work, we have synthesized benzo[1,2-d:4,5-
d']bis(thiazole)-2,6-diamine (BbTDA) which was used as het-
ero aromatic di amine monomer for copolymerization with
terephthaloyl chloride (TPC) by condensation polymerization.
The new hetero aromatic polyamide, poly benzo[1,2-d:4,5-d']
bis thiazol amide (PBbTA) copolymer thus synthesized
wascharacterized for its structural elucidation, thermal prop-
erties, inherent viscosity, solubility and crystallographic prop-
erties.
2 EXPERIMENTAL
2.1 Materials
Ammonium thiocynate, benzoyl chloride, 1,4-
W
IJSER