The Versatile World of Nylon: Textile Fiber Lecture #13 (in a Series on Textile Fibers)
Good morning/afternoon/evening, everyone, and welcome back to our series on textile fibers. Today, we embark on an exploration of a truly revolutionary synthetic fiber that dramatically impacted the textile industry: Nylon.

Known for its exceptional strength, elasticity, and versatility, nylon has found its way into countless applications, from apparel and hosiery to industrial uses and even parachutes. In this lecture, we will delve into the fascinating world of nylon, examining its history, preparation, chemical structure, and key properties.
A Glimpse into History: The Birth of a Synthetic Marvel
The development of nylon was a landmark achievement in polymer science. In the 1930s, a research team led by Wallace Carothers at DuPont embarked on fundamental research into the creation of large molecules, or polymers. Their groundbreaking work led to the synthesis of the first commercially successful synthetic fiber: nylon 6,6, with its public announcement in 1938.
The timing of nylon’s arrival was significant. It emerged as a replacement for silk, which was expensive and often sourced from regions facing geopolitical instability. Nylon’s initial success was particularly pronounced in the hosiery industry, where its strength and elasticity offered a superior alternative to silk stockings. The term “nylons” quickly became synonymous with women’s stockings.
Beyond hosiery, World War II further propelled nylon’s importance. Its strength, lightweight nature, and resistance to mildew made it ideal for military applications such as parachutes, ropes, and tents, solidifying its reputation as a high-performance fiber.
The Chemistry Behind the Strength: Preparation and Chemical Structure
Nylon is a synthetic polyamide, meaning it is a polymer whose repeating units are linked by amide bonds (-CONH-). The specific properties of nylon vary depending on the monomers used to create the polymer chain. The two most common types of nylon used in textiles are nylon 6,6 and nylon 6.
1. Nylon 6,6: The Original Workhorse
- Preparation: Nylon 6,6 is synthesized through a process called condensation polymerization of two monomers:
- Adipic acid: A dicarboxylic acid with the chemical formula HOOC-(CH₂)₄-COOH.
- Hexamethylenediamine: A diamine with the chemical formula H₂N-(CH₂)₆-NH₂.
- Salt Formation: Adipic acid and hexamethylenediamine are mixed in solution to form nylon salt, which is an ionic compound where the proton from the carboxyl group of adipic acid transfers to the amine group of hexamethylenediamine.
- Polymerization: The nylon salt solution is then heated under high pressure in an autoclave (a closed vessel). During this heating, water molecules are eliminated as the amine group of one monomer reacts with the carboxyl group of another, forming amide linkages and long polymer chains. The overall reaction can be represented as:
n HOOC-(CH₂)₄-COOH + n H₂N-(CH₂)₆-NH₂ → [-OC-(CH₂)₄-CO-NH-(CH₂)₆-NH-]n + 2n H₂O
- Chemical Structure: The repeating unit of nylon 6,6 consists of a chain of six carbon atoms from the hexamethylenediamine and a chain of four carbon atoms from the adipic acid, connected by amide linkages. The “6,6” designation indicates the number of carbon atoms in each of the two monomer units. The repeating unit’s structure can be visualized as:
O H O H // | // | -C - (CH₂)₄ - C - N - (CH₂)₆ - N - \\ | \\ H H
2. Nylon 6: A Close Relative
- Preparation: Nylon 6 is another important polyamide fiber, but it is synthesized from a single monomer:
- Caprolactam: A cyclic amide with a six-carbon ring.
- Hydrolysis: Caprolactam is heated in the presence of a small amount of water, causing the ring to open and form a linear molecule with an amino end and a carboxyl end.
- Polymerization: These linear molecules then react with each other through condensation polymerization, forming amide linkages and long polymer chains of nylon 6. The overall reaction can be represented as:
n C₆H₁₁NO (Caprolactam) → [-NH-(CH₂)₅-CO-]n (Nylon 6)
- Chemical Structure: The repeating unit of nylon 6 consists of a chain of six carbon atoms derived from the caprolactam molecule, linked by amide bonds. The “6” designation indicates the number of carbon atoms in the monomer unit. The repeating unit’s structure can be visualized as:
H O | // -N - (CH₂)₅ - C - | \\ H
Key Structural Features of Nylon:
Both nylon 6,6 and nylon 6 share fundamental structural characteristics that contribute to their desirable properties:
- Polyamide Chains: The long polymer chains are composed of repeating amide (-CONH-) groups.
- Hydrogen Bonding: The presence of hydrogen atoms attached to the nitrogen atoms and oxygen atoms in the carbonyl groups of the amide linkages allows for strong intermolecular hydrogen bonding between adjacent polymer chains. These strong intermolecular forces are a primary reason for nylon’s high tensile strength and elasticity.
- Crystalline and Amorphous Regions: The arrangement of the polymer chains in nylon can vary, resulting in both crystalline (ordered) and amorphous (disordered) regions. The degree of crystallinity influences the fiber’s strength, stiffness, and melting point. Drawing (stretching) the fibers during manufacturing helps to align the polymer chains, increasing crystallinity and thus strength and orientation.
In our next lecture, we will delve into the remarkable properties of nylon fibers, exploring how their unique chemical structure translates into practical advantages in the textile world. We will discuss their strength, elasticity, abrasion resistance, moisture absorption, and their diverse applications.
Thank you for your attention.