Kevlar, used in bulletproof vests, is made by the condensation copolymerization of the monomers Nc1ccc(N)cc1 and O=C(O)c1ccc(C(=O)O)cc1 Draw the structure of a portion of the Kevlar chain.

Short Answer

Expert verified
In the condensation copolymerization process, 1,4-phenylenediamine (Nc1ccc(N)cc1) and terephthalic acid (O=C(O)c1ccc(C(=O)O)cc1) react to form Kevlar. Their reactive sites are the amine groups of 1,4-phenylenediamine and the carboxylic acid groups of terephthalic acid. When these groups react, they form an amide bond and eliminate a water molecule. The resulting structure of a portion of the Kevlar chain is: O || C | N | (/\\ /\\ /\\) N | H+O-H C || O

Step by step solution

01

Identify the monomers

The exercise provides two SMILES (Simplified Molecular Input Line Entry System) strings representing the two monomers involved in the formation of Kevlar. The first monomer is 1,4-phenylenediamine, and the second monomer is terephthalic acid. We can use a molecule editor such as ChemDoodle, Jmol, or PubChem to convert the SMILES strings into chemical structures. In this case, the monomers' structures are: \(\\\)1,4-Phenylenediamine: (Nc1ccc(N)cc1) \(\\\)Terephthalic acid: (O=C(O)c1ccc(C(=O)O)cc1)
02

Understand the Condensation Copolymerization Process

Condensation copolymerization involves the reaction of two monomers with the elimination of a small molecule, usually water. In the case of Kevlar, the amine group of 1,4-phenylenediamine and the carboxylic acid group of terephthalic acid react with each other, forming an amide bond and eliminating a water molecule.
03

Identify the Reactive Sites of the Monomers

In 1,4-phenylenediamine, the reactive sites are the two amine groups (-NH2) on the benzene ring. In terephthalic acid, the reactive sites are the two carboxylic acid groups (-COOH) on the benzene ring.
04

Draw the Reaction between the Monomers to Form a Section of the Kevlar Chain

To form a portion of the Kevlar chain, one of the amine groups from 1,4-phenylenediamine reacts with one carboxylic acid group of terephthalic acid, forming an amide bond and eliminating a water molecule in the process. The resulting structure would look like this: (Remember that this is only one possible section of the chain; the chains in Kevlar are much longer and have many repeating units.) O || C | N | (/\\ /\\ /\\) N | H+O-H C || O (Space has been added for readability. In the actual chain, the benzene rings would be close together.) This is one section of the Kevlar chain, and the polymerization process would continue with other monomers and chains to form much longer chains.

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