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Nylon by Interfacial Polymerization
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- 1what are the characteristics of nylon 6-10?-synthetic polymer
-formed via nucleophilic acyl substitution rxn between sebacoyl chloride (acid chloride) and 1,6-diaminohexane (amine)
- 2sebacoyl chloride structure-has 10 carbons
-acid chloride functional groups on both ends - 31,6-diaminohexane structure-6 carbons
-has primary amine functional groups on both ends
- 4what are the two solvents used?-dichloromethane & water
-top layer has 1,6-diaminohexane dissolved in NaOH
-bottom layer has sebacoyl chloride dissolved in dichloromethane (CH2Cl2) - 5what is the solubility of sebacoyl chloride in water and dichloromethane?-sebacoyl chloride is slightly polar, but unable to participate in hydrogen bonding. Therefore it cannot dissolve in water. It is dissolved in the lower layer in dichloromethane
- 6what is the solubility of 1,6-diaminohexane in water and dichloromethane?-1,6-diaminohexane is dissolved in NaOH in the top layer. It can participate in hydrogen bonding, so it is dissolvable in water. This is also because it has a small # of carbon atoms per amine group. It can also dissolve in dichloromethane due to its polarity
- 7why is NaOH dissolved in the water layer?-because NaOH is a strong base and can turn the HCl by-product into NaCl and water, which can be easily removed
- 8why is the polymer washed in dilute acid?the dilute acid neutralizes the NaOH produced in the rxn solution
- 9what chemicals were needed to make specific type of polymers in our experiments?-sebacoyl chloride, which is an acid chloride, reacts with 1,6-diaminohexane, which is a diamine, through a nucleophilic acyl substitution rxn to make nylon 6-10
-this is a condensation polymerization rxn - 10what is the formula for nylon 6-10?-(NH-(CH2)6-NH-CO-(CH2)8-CO)-n + HCl
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- (Midterm) Organic Chemistry 2 Fichas sobre Nylon by Interfacial Polymerization, creado por Marie Feliu el 18/06/2019.
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- Marie Feliu
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