Experiment Testing The Strength And Physical Properties Of Nylon Report PDF

Title Experiment Testing The Strength And Physical Properties Of Nylon Report
Course Organic Chemistry 3
Institution University of Chicago
Pages 2
File Size 111.9 KB
File Type PDF
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Summary

Synthesis of Nylon Lab Report...


Description

Synthesis of Nylon Lab Report Purpose: The purpose of this experiment is to synthesize Nylon 6,10 from Sebacoyl Chloride and 1,6-Hexanediamine and to determine the tensile strength and physical properties of the Nylon product.

Results: 1. Percent Yield of Nylon We used 20 mL of 0.2 M Sebacoyl Chloride/Hexane Solution with 20 mL of 0.5 M 1,6-Hexanediamine/NaOH (aq) Solution. Clearly, the limiting reagent is Sebacoyl Chloride, as there is a 1:1 molar stoichiometry between the reagents. 20 mL Sebacoyl Chloride x (0.2 mol Sebacoyl Chloride / 1 L) = 0.004 mol Sebacoyl Chloride Used 0.004 mol Sebacoyl Chloride x (1 mol Nylon 6,10 / 1 mol Sebacoyl Chloride) = 0.004 mol Nylon 6,10 Expected 0.004 mol Nylon 6,10 x (282.43 g / 1 mol Nylon 6,10) = 1.13 g Theoretical Yield We obtained 5.31 g of Nylon, therefore our yield was (5.31 g / 1.13 g) * 100 = 470% Yield. ERROR ANALYSIS: Given this very high yield, there needs to be discussion of potential sources of such a high yield or "error." The nylon we had synthesized was very wet, to the point that it was almost pasty when it first was rolled from the reaction beaker. Even after drying, the nylon was likely quite wet and, given the high density of water, this likely explains our yield being so high. 2. Nylon Appearance and Tensile Strength Our final product after drying for 15 minutes was a white fabric-like, product. The product had relatively strong tensile strength, however, it tore with high stretching force. When torn, this product appeared to have bristle-like ends. This makes sense, as Nylon 6,10 is typically used in bristles and brushes1 .

Discussion: 1. There were two purposes of the NaOH in the solution with 1,6-Hexanediamine. The first purpose of having the NaOH-- as seen in the mechanism of the reaction-- is to establish basic conditions for the deprotonation of the amine group, which is needed for the formation of an amide from an acid chloride and an amine. The second purpose of the NaOH is to neutralize the HCl formed as a side product. If we don't neutralize the HCl, there could be side reactions with the Nylon or the Nylon product could be damaged. 2. If we had used Sebacic Acid instead of Sebacoyl Chloride, the reaction would require much more heat, as this is a dehydration reaction rather than a nucleophilic acyl substitution reaction. The reason that heat is needed when using Sebacic Acid is because the reaction proceeds with an ammonium carboxylate salt intermediate, which requires high temperatures to remove an H2O group to form an amide.

Structure of Sebacic Acid

Works Cited: 1. Scott, C. (n.d.). Nylon-6,10. Retrieved from http://www.polymerprocessing.com/polymers/PA610.html...


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