Polymerization Lab Report 2

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University of Cincinnati, Main Campus *

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2040L

Subject

Chemistry

Date

Dec 6, 2023

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docx

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2

Uploaded by JudgeChimpanzeePerson403

04/10/23 Polymerization Report Results Table and Mechanism: Compound Weight (g) Mols Theoretical Yield Nylon 6-6 4.360 g 0.0642 0.0341 mol Discussion: The purpose of this experiment was to synthesize a polymer (Nylon 6-6) from adipoyl chloride and hexanediamide through a polymerization reaction. The polymer was drawn out of the beaker using a copper wire, this was then spun around a glass rod until there was no more product to draw out. The length of the polymer was not measured, so a percent yield was not calculated. The theoretical yield was 0.0341 moles and the mass of the (wet) polymer was 4.360 g and resulted in a total of 0.0642 moles. This experiment was very simple and there was not a lot of room for error, but some did occur. The first time running this experiment was unsuccessful, and this could be due to several reasons. One could be not adding enough sodium hydroxide to the hexanediamide. Another reason could be adding the adipoyl chloride solution too quickly, and the reaction could have taken place. Neither of those seemed to be the issue though, I believe the first container of adipoyl chloride was at fault. Most of the class struggled to form polymer from the first container. After more adipoyl chloride was made, the reaction worked and fumed (where it did not the first time around), and the color of the adipoyl chloride was much darker. Slowing down the process and making sure all the reactants were pure and correct would have resulted in a successful attempt the first time around. Questions:
1. The hydroxide must be added to the hexanediamide solution to deprotonate the amide group to allow the reaction to continue. If sodium hydroxide was not added, the reaction would not occur because the adipoyl chloride would not be able to attack and form the polymer/nylon. 2. 3. Chlorides are good leaving groups, so acid chlorides are more reactive than carboxylic acids. Chlorides form a weaker resonance bond with the carbonyl carbon than an ester group, so acid chlorides are more reactive than esters.
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