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JEE Main 2019
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Animated Solution for Chemistry - Organic Chemistry: The structure of nylon-6 is

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Visualized Solution

\text{Monomer of Nylon-6}

  • \text{Nylon-6 is a polymer made from a single monomer: Caprolactam.}

\text{Structure of Caprolactam}

  • \text{Caprolactam is a 7-membered ring containing:}
  • 1 \times \text{-C(=O)- group}
  • 1 \times \text{-NH- group}
  • 5 \times \text{-CH}_2\text{- groups}

\text{Ring Opening Polymerisation}

  • \text{Heating caprolactam at } 533 \text{ K with water initiates ring-opening polymerisation.}

\text{Breaking the Amide Bond}

  • \text{The bond between the carbonyl carbon and the nitrogen atom breaks.}

\text{Repeating Unit of Nylon-6}

  • \text{The unrolled chain forms the repeating unit:}
  • \left[ \text{-C(=O)-(CH}_2\text{)}_5\text{-NH-} \right]_n

\text{Properties and Uses}

  • \text{Nylon-6 is a polyamide.}
  • \text{It has high tensile strength and elasticity.}
  • \text{Used in tyre cords, fabrics, and ropes.}

The Sigma Insight: Polymers

Solution Diagram

The Ring-Opening Magic

Synthesizing Nylon-6
Polymers are the backbone of modern materials, and among them, polyamides hold a special place due to their incredible strength and durability. Today, we are diving into the structure and synthesis of one of the most famous polyamides: Nylon-6.

Meeting the Monomer

Caprolactam
To understand the structure of Nylon-6, we must first look at its building block. Unlike Nylon-6,6 which is formed from two different monomers, Nylon-6 is synthesized from a single monomer called Caprolactam.
Caprolactam is a cyclic amide. If you look closely at its structure, it is a 7-membered ring. However, the name 'Nylon-6' comes from the number of carbon atoms it contains. The ring consists of: - One carbonyl group: - One amine group: - Exactly five methylene groups:
This gives us a total of 6 carbon atoms, hence the '6' in Nylon-6.

The Polymerisation Process

How do we turn this closed ring into a long, continuous polymer chain? The answer lies in a process called ring-opening polymerisation.
When caprolactam is heated to a high temperature of about in an inert nitrogen atmosphere and in the presence of water, the ring becomes unstable. The weakest link in this cyclic structure is the amide bond—the bond directly connecting the carbonyl carbon to the nitrogen atom.
Under these conditions, this specific bond breaks. Imagine taking a circular bracelet and snipping it at the clasp; it immediately unrolls into a straight line.

Deriving the Repeating Unit

Once the ring opens, the molecule stretches out. Let's trace the unrolled chain from one end to the other: 1. It starts with the carbonyl group: 2. This is followed by the five methylene groups: 3. It ends with the nitrogen atom:
When thousands of these unrolled molecules link together head-to-tail, they form the polymer Nylon-6. Therefore, the repeating unit of the polymer is exactly:

Why is Nylon-6 so Strong?

Nylon-6 is renowned for its high tensile strength, elasticity, and resistance to abrasion. But where does this strength come from?
The secret lies in hydrogen bonding. The group of one polymer chain forms strong intermolecular hydrogen bonds with the group of an adjacent chain. This creates a tightly packed, highly crystalline structure that makes Nylon-6 perfect for heavy-duty applications like tyre cords, ropes, and durable fabrics.

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