Lecture Problem 14'37

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Lecture Problem 14.37

• Presented by Paula Lipka

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Problem Statement

• Nylon 6,6 may be formed by means of a
  condensation polymerization reaction in which
  hexamethylene diamine NH2(CH2)6NH2 and adipic
  acid react with one another with the formation of
  water as a byproduct. What masses of
  hexamethylene diamine and adipic acid are
  necessary to yield 20 kg of completely linear
  nylon 6,6?

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Adipic Acid and Hexamethylene diamine

• Hexamethylene diamine
• NH2(CH2)6NH2
• MW 116.2 kg/mol
• Adipic Acid
• C6H8O2(OH)2
• MW 146.2 kg/mol

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Condensation Polymerization

• Stepwise chemical reaction joins two units
• Small byproduct (usually water) is released
• Reaction time generally slower than for addition
  (free radical) polymerization
• Products Polycarbonate, thermosetting polymers,
  phenol-formaldhyde

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Nylon 6,6 Formation
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Nylon 6,6 Formula and Structure

• (NH)2(CH2)12O2

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Solutions

• Need 20 kg of nylon 6,6
• How many moles of nylon are needed?
• For each mer unit of nylon 6,6, need one
  hexamethylene diamine and one adipic acid

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Solution Continued

• Need 10.3 kg of hexamethylene diamine and 12.9 kg
  of adipic acid to form 20 kg of nylon 6,6
• Where did extra 3.2 kg of material go?
• Water!

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Application s

• Foundation of the synthetic fiber industry
• Nylon Products
• Clothing
• Carpeting
• Parachutes
• Properties of Nylon
• High Melting Point
• Wear and UV Resistant
• Blends easily with other fibers

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References

• www.pslc.ws/mactest/nylon.htm
• www.chemheritage.org/.../NYLON/chem/make.html