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Another example is a room temperature 1:1 copolymerization of vinylidene cyanide with sty-
rene [ 185 ]:
+
N
N
N
N
N
N
n
N
N
Still another example is a reaction of 1,3 dioxalene with maleic anhydride [ 183 ].
Examples of stable complexes are reactions of sulfur dioxide with styrene [ 175 ], or vinyl ethers
with maleic anhydride [ 184 ], also
a
-olefins with maleic anhydride [ 179 - 181 ]. Also, a reaction of
trans
-stilbene with maleic anhydride [ 182 ], In these reactions charge-transfer complexes form. They
are stable and their existence can be detected by spectroscopic means. Additional energy, such as heat
or a free-radical attack, converts them to diradicals and polymerizes them into alternating copolymers
[ 175 , 185 - 191 ].
Examples of intermediates between the two extremes in stability are reaction products of sulfur
dioxide with conjugated dienes [ 192 ]. In this case, the reaction results in formation of mixtures of
alternating copolymers and cyclic adducts:
O
O
O
+
S
S
+
O
O
O
S
+
n
S
O
O
The yield of the polymer increases at the expense of the cyclic structure when heat or radiation is
applied. A free-radical attack has the same effect [ 192 ].
 
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