Polymerization Classifications
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Questions and Answers

What happens to the concentration of monomer over time?

  • It decreases gradually (correct)
  • It remains constant
  • It fluctuates randomly
  • It increases rapidly
  • What is the primary characteristic of step growth polymerization?

  • Oligomers react together to form longer chains (correct)
  • Monomers react in a single step
  • The reaction is reversible
  • Chain growth is rapid and continuous
  • What is the main difference between linear and branched polymers?

  • Branched polymers have a network structure
  • Branched polymers have a backbone with short branches (correct)
  • Linear polymers have a single chain structure
  • Linear polymers have cross-links
  • What is the main characteristic of cross-linked polymers?

    <p>They have covalently bonded linking units between chains</p> Signup and view all the answers

    What is the primary factor that determines the physical properties of a polymer?

    <p>The arrangement of individual chains</p> Signup and view all the answers

    What is the primary type of force that holds polymer chains together?

    <p>Van der Waals forces</p> Signup and view all the answers

    What are the regions of a polymer where the chains are highly ordered called?

    <p>Crystallites</p> Signup and view all the answers

    What happens to the density of a polymer when it has substituents or branches that prevent close packing?

    <p>It decreases</p> Signup and view all the answers

    What type of polymers have both ordered crystalline regions and amorphous noncrystalline regions?

    <p>Thermoplastic polymers</p> Signup and view all the answers

    What is the reason thermosetting polymers cannot be remelted by heating?

    <p>Because the cross-links are covalent bonds</p> Signup and view all the answers

    What happens to the polymer chains when elastomers are stretched?

    <p>They stretch out and crystallize</p> Signup and view all the answers

    What type of polymers are rubber and spandex examples of?

    <p>Elastomers</p> Signup and view all the answers

    What type of polymerization is involved in the formation of addition polymers?

    <p>Chain-growth polymerization</p> Signup and view all the answers

    What is the common monomer used to form vinyl polymers?

    <p>Ethylene</p> Signup and view all the answers

    Why do elastomers return to their original state after the stretching force is removed?

    <p>Because of weak van der Waals forces</p> Signup and view all the answers

    What is the characteristic of thermoplastic polymers that allows them to be molded when heated?

    <p>Chain slippage</p> Signup and view all the answers

    What is the purpose of molecule XY in radical polymerization?

    <p>To terminate the growing chain</p> Signup and view all the answers

    Why is head-to-tail addition favored in radical polymerization?

    <p>Due to the radical stabilization by the substituent</p> Signup and view all the answers

    What type of bond is required for molecule XY to react with the growing chain?

    <p>Bond that can readily be cleaved homolytically</p> Signup and view all the answers

    What is the role of the initiator in radical polymerization?

    <p>To initiate a new chain</p> Signup and view all the answers

    Why does head-to-head addition occur when Z is small?

    <p>Due to the lack of radical stabilization</p> Signup and view all the answers

    What is the effect of a phenyl substituent on the radical?

    <p>It stabilizes the radical by electron delocalization</p> Signup and view all the answers

    What type of cleavage occurs in radical polymerization?

    <p>Homolytic cleavage</p> Signup and view all the answers

    What is the result of chain transfer in radical polymerization?

    <p>Termination of the growing chain</p> Signup and view all the answers

    What is the role of the initiator in anionic polymerization?

    <p>It acts as a nucleophile to react with the monomer.</p> Signup and view all the answers

    What type of shift can occur in the propagating site during cationic polymerization?

    <p>1,2-hydride shift</p> Signup and view all the answers

    What is the characteristic of the monomers that undergo cationic polymerization?

    <p>They have substituents that stabilize the positive charge.</p> Signup and view all the answers

    What is the type of carbocation formed at the propagating site before rearrangement?

    <p>Secondary carbocation</p> Signup and view all the answers

    What is the reason for the difficulty in nucleophilic attack on an alkene in anionic polymerization?

    <p>Alkenes are electron-rich.</p> Signup and view all the answers

    What is the characteristic of the initiator in anionic polymerization?

    <p>It is a very good nucleophile.</p> Signup and view all the answers

    What is the purpose of the electron-withdrawing substituent in anionic polymerization?

    <p>To decrease the electron density of the double bond.</p> Signup and view all the answers

    What is the result of a 1,2-hydride shift in the propagating site during cationic polymerization?

    <p>A more stable tertiary carbocation is formed.</p> Signup and view all the answers

    What is the functional group that reacts with the carboxylic acid group in the formation of nylon?

    <p>Amino group</p> Signup and view all the answers

    What is the name of the polyamide formed from the polymerization of 6-aminohexanoic acid?

    <p>Nylon 6</p> Signup and view all the answers

    What is the common name of the polyester polymer formed by the transesterification of dimethyl terephthalate with ethylene glycol?

    <p>Dacron</p> Signup and view all the answers

    What is the characteristic of epoxy resins that makes them resistant to solvents and high temperature?

    <p>Extensive cross-linking</p> Signup and view all the answers

    What is the functional group that defines a polyurethane?

    <p>Urethane group (carbamate)</p> Signup and view all the answers

    What is the starting material for the synthesis of nylon 6?

    <p>ε-caprolactam</p> Signup and view all the answers

    What is the name of the polyamide formed from two different bifunctional monomers—adipoyl chloride and 1,6-hexanediamine?

    <p>Nylon 66</p> Signup and view all the answers

    What is the reaction that forms Kodel polyester?

    <p>Transesterification</p> Signup and view all the answers

    Study Notes

    Polymerization

    • The concentration of monomer decreases gradually until it is depleted during polymerization.

    Classification of Polymers: Growth

    • Step growth: Chains have at least two growth points, forming oligomers that react to give longer chains, associated with condensation polymerization.
    • Chain growth: Associated with addition polymerization.

    Classification of Polymers: Structure

    • Linear polymers: Continuous chain of repeating units.
    • Branched polymers: Short branches connected to the main chain.
    • Cross-linked polymers: Covalently bonded linking units between chains.

    Classification of Polymers: Physical Properties

    • Physical properties of polymers are a result of individual chain arrangement.
    • Regions of highly ordered chains (crystallites) are interspersed with amorphous, noncrystalline regions.
    • Polymers classified according to properties:
      • Thermoplastic polymers: Have both ordered crystalline and amorphous noncrystalline regions, can be molded when heated.
      • Thermosetting polymers: Cross-linked, rigid, and cannot be remelted by heating.
      • Elastomers: Flexible, can be stretched and return to original state, have some cross-linking.

    Addition Polymers

    • Formed from ethylene or substituted ethylenes (vinyl polymers).
    • Radical polymerization:
      • Termination steps: Chain transfer, may occur by reaction with a molecule XY.
      • Favored head-to-tail addition due to steric hindrance and stabilization by substituents.
      • May undergo head-to-head or tail-to-tail addition in some cases.
    • Cationic polymerization:
      • Mechanism involves chain-initiating, chain-propagating, and termination steps.
      • Carbocation intermediates can undergo rearrangement by 1,2-hydride or 1,2-methyl shift.
      • Best monomers have substituents that stabilize the positive charge.

    Anionic Polymerization

    • Initiator is a nucleophile that reacts with the monomer to form an anion propagating site.
    • Nucleophilic attack on an alkene requires a very good nucleophile and electron-withdrawing substituents on the alkene.

    Classes of Step-Growth Polymers

    • Polyamides
    • Polyesters
    • Epoxy resins
    • Polyurethanes

    Polyamides

    • Nylon 6: Formed from 6-aminohexanoic acid, a polyamide.
    • Nylon 66: Formed from adipoyl chloride and 1,6-hexanediamine.
    • Starting material for nylon 6 synthesis is ε-caprolactam.

    Polyesters

    • Containing many ester groups.
    • Dacron: Made by transesterification of dimethyl terephthalate with ethylene glycol.
    • Kodel polyester: Formed by transesterification of dimethyl terephthalate with 1,4-di(hydroxymethyl)cyclohexane.

    Epoxy Resins

    • Strongest adhesives known, extensively cross-linked systems.
    • Adhere to almost any surface, resistant to solvents and high temperature.
    • Epoxy cement: Consisting of a low-molecular-weight prepolymer and a hardener that react to form a cross-linked polymer.

    Polyurethanes

    • Containing urethane (carbamate) groups.
    • Formed by reaction of a prepolymer with a hardener.

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    Description

    This quiz covers the classifications of polymers, including chain growth and step growth polymerization. It explores the formation of oligomers and their role in polymerization reactions.

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