Hexamethylenediamine

Hexamethylenediamine (HMD) is an organic compound with the formula H2N(CH2)6NH2. The compound is a colorless solid that is classified as an alkyl amine. It is widely used in the production of polyamide resins and polyurethanes.

Structure and properties

Hexamethylenediamine is a diamine that consists of a six-carbon alkane chain with an amine group attached to each end. The molecule is symmetrical, meaning that it has the same structure on either side of its central axis. This symmetry contributes to its chemical stability.

The compound is a solid at room temperature, but it can be melted or dissolved for use in various industrial processes. It is highly soluble in water and most organic solvents.

Production

Hexamethylenediamine is primarily produced through the hydrogenation of adiponitrile, a process that involves the addition of hydrogen to the adiponitrile molecule. This reaction is typically carried out in the presence of a catalyst, such as nickel or ruthenium.

Uses

The primary use of hexamethylenediamine is in the production of nylon-6,6, a type of polyamide resin that is used in a wide range of products, including textiles, carpets, and plastics. The compound is also used in the production of polyurethanes, which are used in foams, coatings, and elastomers.

In addition to these industrial uses, hexamethylenediamine is also used in the synthesis of certain pharmaceuticals and agrochemicals.

Safety

Hexamethylenediamine is a corrosive substance that can cause burns and eye damage. It is also harmful if inhaled, and can cause respiratory irritation. Proper safety measures should be taken when handling this substance, including the use of protective clothing and eye protection.

See also

• Adipic acid
• Nylon
• Polyurethane