1,1'-Ferrocenediisocyanate (1,1'-diisocyanatoferrocene) is the organoiron compound with the formula . It is the simplest di isocyanate derivative of

ferrocene Ferrocene is an organometallic compound with the formula . The molecule is a complex consisting of two cyclopentadienyl rings bound to a central iron atom. It is an orange solid with a camphor-like odor, that sublimes above room temperature, a ...

. It can be synthesized by the

Curtius rearrangement The Curtius rearrangement (or Curtius reaction or Curtius degradation), first defined by Theodor Curtius in 1885, is the thermal decomposition of an acyl azide to an isocyanate with loss of nitrogen gas. The isocyanate then undergoes attack by a va ...

of the di

acyl azide Acyl azides are carboxylic acid derivatives with the general formula RCON3. These compounds, which are a subclass of organic azides, are generally colorless. Preparation Typically acyl azides are generated under conditions where they rearrange to ...

, using several protocols starting from

1,1'-ferrocenedicarboxylic acid 1,1'-Ferrocenedicarboxylic acid is the organoiron compound with the formula . It is the simplest dicarboxylic acid derivative of ferrocene. It is a yellow solid that is soluble in aqueous base. The 1,1' part of its name refers to the location of ...

. The compound is useful as an intermediate in the synthesis of 1,1'-diaminoferrocene by

hydrolysis Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solvation reactions in which water ...

of the isocyanates. Various poly( siloxane–

urethane Urethane may refer to: * Ethyl carbamate, a chemical compound which is an ester of carbamic acid * Polyurethane, a polymer composed of a chain of organic units joined by carbamate (urethane) links *Carbamate In organic chemistry, a carbamate is ...

)

crosslink In chemistry and biology a cross-link is a bond or a short sequence of bonds that links one polymer chain to another. These links may take the form of covalent bonds or ionic bonds and the polymers can be either synthetic polymers or natural ...

polymer A polymer (; Greek '' poly-'', "many" + ''-mer'', "part") is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic a ...

s can be formed by reaction with siloxane-

diol A diol is a chemical compound containing two hydroxyl groups ( groups). An aliphatic diol is also called a glycol. This pairing of functional groups is pervasive, and many subcategories have been identified. The most common industrial diol is e ...

s. These compounds are of interest as electrochemically active polymers that might have good

mechanical properties A materials property is an intensive property of a material, i.e., a physical property that does not depend on the amount of the material. These quantitative properties may be used as a metric by which the benefits of one material versus another ca ...

at low temperature.

References

Ferrocenes Cyclopentadienyl complexes Isocyanates {{organic-chem-stub