is an organic polysulfide found in
shiitake mushrooms In commerce, the term "polysulfide" usually refers to a class of polymers with alternating chains of several sulfur atoms and hydrocarbons. They have the formula {{chem2|R^{1}S_{
n}R^{2}|}}. In this formula
n indicates the number of sulfur atoms (or "rank"). Polysulfide polymers can be synthesized by
condensation polymerization reactions between organic dihalides and alkali metal salts of polysulfide anions: {{chem2|
n Na2S5 +
n ClCH2CH2Cl → [CH2CH2S5]_{
n} + 2
n NaCl}} Dihalides used in this condensation polymerization are dichloroalkanes such as
1,2-dichloroethane, bis(2-chloroethoxy)methane (), and
1,3-dichloropropane. The polymers are called
thiokols. In some cases, polysulfide polymers can be formed by
ring-opening polymerization reactions. Polysulfide polymers are also prepared by the addition of polysulfanes to alkenes. An idealized equation is: {{chem2|2 RCH\dCH2 + H2S_{
n} → (RCH2CH2)2S_{
n}|}} In reality, homogeneous samples of {{chem2|H2S_{
n}|}} are difficult to prepare. Polysulfide polymers are insoluble in water, oils, and many other organic solvents. Because of their solvent resistance, these materials find use as
sealants to fill the joints in pavement, automotive window glass, and aircraft structures. Polymers containing one or two sulfur atoms separated by hydrocarbon sequences are usually not classified polysulfides, e.g.
poly(p-phenylene) sulfide {{chem2|(C6H4S)_{
n}|}}.
Polysulfides in vulcanized rubber Many commercial
elastomers contain polysulfides as
crosslinks. These crosslinks interconnect neighboring polymer chains, thereby conferring rigidity. The degree of rigidity is related to the number of crosslinks. Elastomers, therefore, have a characteristic ability to return to their original shape after being stretched or compressed. Because of this memory for their original
cured shape, elastomers are commonly referred to as
rubbers. The process of crosslinking the polymer chains in these polymers with sulfur is called
vulcanization. The sulfur chains attach themselves to the allylic carbon atoms, which are adjacent to C=C linkages. Vulcanization is a step in the processing of several classes of rubbers, including poly
chloroprene (
Neoprene), styrene-butadiene, and poly
isoprene, which is chemically similar to natural rubber.
Charles Goodyear's discovery of vulcanization, involving the heating of polyisoprene with sulfur, was revolutionary because it converted a sticky and almost useless material into an elastomer that could be fabricated into useful products. ==Occurrence in gas giants==