Thermal Characterization of Diglycidyl Ether of Bisphenol-
A/Phosphorus Containing Amines
PREETI JAIN, VEENA CHOUDHARY, I. K. VARMA
Centre for Polymer Science and Engineering, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi-110016, India
Received 5 May 2000; accepted 5 September 2000
Published online 27 April 2001
ABSTRACT: In order to improve the thermal resistance of diglycidyl ether of bisphenol-
A (DGEBA), phosphorus-containing di- and tri-amines, i.e., bis (3-aminophenyl) methyl
phosphine oxide (B) and tris (3-aminophenyl) phosphine oxide (T), were used as curing
agents. The effect of phosphorus content on the curing characteristics and char residue
of cured resins in nitrogen atmosphere was evaluated by using different molar ratios of
conventional curing agent, i.e. 4, 4'-diaminodiphenyl sulfone (D) and amine B or T.
Activation energy of curing, as evaluated by using the multiple heating rate method,
was lowest when triamine T (61.0 kJmol
-1
) was used as hardener and was highest
when D (68.7 kJmol
-1
) was used. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 81:
390 –395, 2001
Key words: phosphorus-containing amines; curing; thermal stability; epoxy resins;
heat of curing
INTRODUCTION
In order to extend the applications of epoxy resins
as electronic material and in the aerospace indus-
try, it is crucial to improve their flame and ther-
mal resistance. Several approaches have been re-
ported in the literature for improving the thermal
and flame resistance of these resins. Aromatic
bromine compounds, in conjunction with anti-
mony oxide, have been widely used as flame re-
tardants for epoxy resins in the past. The major
problem encountered with these systems is the
production of highly toxic and corrosive products
during combustion.
1
Fire hazards and the envi-
ronmental concerns of using halogen-based sys-
tems, which have been publicized by political
movements, have necessitated the search for new
halogen free fire retardant agents.
Organophosphorus compounds have demon-
strated good ability as flame retardants.
2
These
compounds form a carbonaceous char, thereby
protecting the polymer surface from the flame
action.
3
Beneficial interaction between flame re-
tardants, i.e., the influence of phosphorus and
nitrogen compounds, has long been recognized.
Their combination leads to effects that are
greater than would be expected from a linear
combination of these elements alone. Flame re-
tardants such as phosphorus-halogen mixtures,
ammonium phosphate, and organophosphorus
compounds have been used as additives to impart
flame retardance to the epoxy resins.
4–6
Another approach for improving the thermal
and flame resistance is the structural modifica-
tion of epoxy resins or curing agents. Incorpora-
tion of covalently bonded flame retardant groups
in polymer backbone has attracted much atten-
tion because a high efficiency in flame retardation
is achieved by this method.
7–10
Our earlier studies with addition polyimides
have shown that incorporation of phosphorus/ni-
Correspondence to: I. K. Varma.
Contract grant sponsor: Council for Scientific and Indus-
trial Research (CSIR), Govt. of India (P.J.).
Journal of Applied Polymer Science, Vol. 81, 390 –395 (2001)
© 2001 John Wiley & Sons, Inc.
390