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Nylon by Interfacial Polymerization

Marie Feliu Organic Chemistry 2 English 10 cards

Nylon by Interfacial Polymerization

Cards in this deck (10)

  1. 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)
    what are the characteristics of nylon 6-10?
  2. 2sebacoyl chloride structure-has 10 carbons
    -acid chloride functional groups on both ends
    sebacoyl chloride structure
  3. 31,6-diaminohexane structure-6 carbons
    -has primary amine functional groups on both ends
    1,6-diaminohexane structure
  4. 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)
  5. 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
  6. 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
  7. 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
  8. 8why is the polymer washed in dilute acid?the dilute acid neutralizes the NaOH produced in the rxn solution
  9. 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
  10. 10what is the formula for nylon 6-10?-(NH-(CH2)6-NH-CO-(CH2)8-CO)-n + HClwhat is the formula for nylon 6-10?

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Organic Chemistry 2 (Midterm) Flashcards on Nylon by Interfacial Polymerization, created by Marie Feliu on 18/06/2019.
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