Vol.:(0123456789)
Polymer Bulletin
https://doi.org/10.1007/s00289-019-02855-3
1 3
ORIGINAL PAPER
Novel catechol‑derived phosphorus‑based precursors
for coating applications
Megh Patel
1
· Siddhesh Mestry
1
· Ganesh Phalak
1
· Shashank Mhaske
1
Received: 5 December 2018 / Revised: 30 April 2019 / Accepted: 19 June 2019
© Springer-Verlag GmbH Germany, part of Springer Nature 2019
Abstract
Depletion of the petroleum resources and poor fame-retardant properties of the
epoxy resins drive researchers to develop an epoxy resin with good heat stability
from bio-resources. In the current research work, we have reported the synthesis
of a novel crosslinking agent for epoxy from the catechol as a bio-resource which
can be further modifed to form epoxy resin as well. The synthesis of the fame-
retardant epoxy resin (TOMPP) was performed in two separate steps which include
the reaction of the catechol with phosphoryl chloride followed by the reaction of
the remaining hydroxyl groups with the epichlorohydrin. The structures of the syn-
thesized products were confrmed using Fourier transform infrared spectroscopy,
nuclear magnetic resonance spectroscopy and hydroxyl and epoxy values. The ther-
mogravimetric analysis and diferential scanning calorimetry were performed to
analyse the thermal stability of the cured flms which showed thermal degradation
temperatures of both TOMPP and THPP formulations were decreased as the con-
centration of the TOMPP and THPP increased, while glass transition temperature
(T
g
) values increased. The char yield value of the THPP formulations was increased
with increasing concentration of the intermediate, but for TOMPP it decreased. 40%
THPP showed the least current density in electrochemical impedance spectroscopy
suggesting the good corrosion resistance property. Mechanical properties were
found to be similar for both THPP and TOMPP formulations. Flame retardancy was
checked by LOI and UL-94 tests which revealed 40% THPP formulation had the
maximum LOI as 28 and self-extinguishing behaviour.
* Shashank Mhaske
stmhaske@gmail.com
Megh Patel
mvp.patel159@gmail.com
Siddhesh Mestry
siddhesh17mestry@gmail.com
Ganesh Phalak
ganeshphalak1391@gmail.com
1
Department of Polymer and Surface Engineering, Institute of Chemical Technology, Mumbai,
India