Chemicals Based
Technologies - Tetrabromobisphenol-A
Introduction
By the end of twentieth century, synthetic
polymers have phenomenally attracted the global attention.
Simultaneously, the application of various flame retardant
materials has also been established. Approximately ten
percent of total polymers have been identified as flame-retardants.
Flame-retardants are simply the halogenated organic
compounds. Brominated or chlorinated compounds are chiefly
used as flame-retardants. They are used in the manufacture
of plastics, electrical and electronic products, laminates,
adhesives etc. which when incidentally caught fire,
flame retardant releases halogen hydrides and extinguish
the fire. Tetrabromobisphenol-A (CH3 ) C (C6 H2 Br2
OH) 2 (79-94-7) denoted hereafter as TBBPA, is one such
flame-retardant. It is a bromine derivative of bisphenol-A
and TBBPA is an important substance among various bromo
compounds. As a flame retardant, TBBPA constitutes on-third
of the total bromine based flame-retardants because
of its high stability and compatibility as an additive
and a reactive compound. TBBPA is also used in the preparation
of acrylonitrile butadiene styrene (ABS) polymer as
well as in the preparation of epoxy and polycarbonate
resins. These resins have versatile applications in
the manufacture of electronic equipment, in particular
computer-printed circuit boards. The resins are also
used as fire retardants in the manufacture of coatings,
plastics, paints, adhesives and laminates as the high
level activity of TBBPA allows it to be used at relatively
low loading, transulating to a greater retention of
the physical properties of the base polymer. The survey
carried out by Chemical Weekly in 1994 revealed an overall
(5-6%) growth in the use of TBBPA.
According to the survey conducted
in 1993, the total global annual production of bromine
was estimated to be about 1.70 lakh tons and about 47%
of it had been consumed in the production of fire retardants
only. TBBPA and tetrabromodiphenyl ether are being used
worldwide as potential fire retardants. Considering
that 20% of total worlds bromine production goes
into the manufacture of these compounds, their annual
production has been estimated to be around 0.60 lakh
tons. The bromine production during 1995-2000 in India
was found to be around 2000-2200 tons over and above
that of 500-750 tons was imported. Although, bromine
also finds many applications in the manufacture of dyes
and drug intermediates, if one assumes similar trend
of bromine consumption as it prevails the world over,
it is expected that the requirement of TBBPA is about
1000 tons per year in India.
Only a few organized sectors in Indian
Industry are manufacturing TBBPA. Companies like i)
M/s Nerka Chemicals Pvt.Ltd., Vapi; ii) M/s Sky Lead
Chemicals, Bhavnagar; iii) M/s Alkyl Chemicals, Valsad
and iv) M/s Kesar Petro Products, Mumbai had been known
in the past to manufacture TBBPA from liquid bromine
in a small scale which was stopped later on for unknown
reason. One of them could be due to low bromine atom
efficiency of the process. The capacity of these units
and their actual production figures are not even known
as such. Under these circumstances, it seems that the
market for the manufacture of TBBPA would attract many
entrepreneurs.
Process
Bisphenol-A (BPA) is suspended in
a chlorinated organic solvent in a two neck round bottom
flask. Required amount of the brominating agent, developed
by this institute for substitution reaction, dissolved
in water was added to it. Calculated volumes of commercial
grade hydrochloric acid is added drop wise over 3 h
under stirring. After the addition, the contents are
stirred for half-an hour more for the reaction to complete.
The crystallized product is filtered, washed with water
and dried in oven. The organic layer is recycled for
the successive batch by recharging BPA, brominating
agent and acid. After the completion of a number of
cycles, the organic solvent is distilled out to separate
the solvent and the product dissolved in it. The aqueous
layer contains excess unreacted acid and inorganic salts,
which can be discharged after neutralization.
Specifications
of the Product
The dried TBBPA will have the following
characteristics :
S.No.
Technique
Specifications
1.
Melting point
178-182oC
2.
Elemental analysis (%)
Found Calculated
C : 33.00 - 33.22 33.01
H : 2.18 - 2.21 2.21
Br : 58.00 - 58.68 58.82
3.
Self extinguishing property
20 Sec.
4.
Moisture (%)
8-10
5.
Loss on ignition (%)
99-98
6.
1H-NMR
1.57 d (s, 3H) and 1.59 d (s, 3H)
Raw Material and Utility Requirement
Bisphenol - A
Brominating agent
Halogenated organic solvent
Mineral acid
Deionized water
Alkali
Chlorine
List of Major Equipments
Glass or
glass lined reactors with accessories like stirrers,
motors, rpm control, distillation assembly etc.
Separating funnels,
Filtration unit
Oven
Pumps
Economic Aspects of the Product
Raw material and utility cost has
been calculated base don the data collected for the
preparation of 1 kg of TBBPA and the cost figures available
from Chemical Weekly are given in the following table.
Raw materials cost in the preparation of 1 kg of TBBPA
using New Brominating agent developed in this laboratory
:-
Raw Material
Requirement (Kgs.)
Rate per kg. or lit (Rs.)
Cost (Rs.)
Bisphenol-A
0.45
51
23
Brominating agent
0.60
45
27
Chemicals (Mineral Acid, Alkali, Chlorine)
--
--
12
Solvents
--
--
16
Utilities
--
--
5
Total
83
For further information please contact
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( A Government of India Enterprise )
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