Nylon 6,10 Lab

Abstract:

In this lab we formed nylon 6,10 from sebacoyl chloride and hexamethylenediamine. Polymers are chains of molecules made of similar repeating subunits called monomers. It is the monomers that determines the properties of the polymer. Condensation polymerization is the name given to reactions that form polymers by “dehydrating” the monomers (2).

Introduction:

Polymerization is the process of reacting small molecules called monomers in a way that causes them to form chains known as polymers. Polymerization reactions can occur as free radical polymerization (chain growth polymer) or condensation polymerization (step growth polymer). In order to form nylon-6,10 the process of condensation polymerization is used (1). In order for condensation polymerization reaction to occur the reagents must exhibit acidic or basic properties. In this polymerization reaction there are two monomers 1,6-diaminohexane and sebacic acid. A hydroxyl group from the acid and a hydrogen from the amine join together and form water leaving radicals of the monomers (1). The CO and the NH join together to form an amide bond, COHN, and the two monomers are joined as H2N(CH2)6NHOC(CH2)8COOH, this reaction can continue at the ends of the molecule.

The specific compounds required to prepare nylon 6-10 are sebacoyl chloride and 1,6-hexanediamine. Sebacoyl chloride has the structure indicated below:

O O

׀׀ ׀׀

Cl-C-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-C-Cl (1)

Each end of the molecule is capable of undergoing nucleophilic acyl substitution to form the amide linkage (2)

The 1,6-hexanediamine (shown below) had six carbons

[pic]

The reaction between these two compounds results in the formation of a linear polyamide and HCl (1).

[pic](1)

This...