[27.3] condensation polymers
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what is condensation polymerisation?
joining of monomers with the loss of a small molecule, usually water or hydrogen chloride
how many different functional groups are needed in condensation polymerisation?
2
what are the monomers that undergo condensation polymerisation? (3)
• dicarboxylic acids with diols • dicarboxylic acids with diamines • amino acids
polyesters made of one monomer containing two different functional groups
• one monomer with hydroxyl (-OH) and carboxyl (-COOH) group • ester bond formed when OH of COOH and H of OH are removed • 1 molecule of water formed per ester bond
polyesters made from two monomers each containing two functional groups
• monomer 1: diol, with two hydroxyl groups • monomer 2: dicarboxylic acid, with two carboxyl groups • ester bond formed when OH of COOH and H of OH are removed • 1 molecule of water formed per ester bond
polyamies made from one monomer with two functional groups
• monomer = amino acids • amide bond formed when OH of COOH and H of NH₂ are removed • 1 molecule of water formed per amide bond
polyamides made from two monomers each with two functional groups
• monomer 1: dicarboxylic acid or dioyl chloride • monomer 2: diamine • if CA monomer, amide bond is formed when H of NH₂ and OH of COOH are removed • if dioyl chloride monomer, amide bond is formed when H of NH₂ and Cl of COCl are removed • (2n-1) H₂O / HCl made per amide bond
what can polyesters and polyamides be hydrolysed by?
• hot aqueous acid (eg. HCl) • hot aqueous alkali (eg. NaOH)
acid hydrolysis of polyesters
• reflux with dilute H+/H₂O • reactants: polyester + 2n H₂O • products: dioic acid + diol
base hydrolysis of polyesters
• reflux with dilute NaOH/H₂O • reactants: polyester + 2n NaOH • products: diol + dicarboxylate salt (ie. COO⁻Na⁺)
acid hydrolysis of polyamides
• reflux with dilute H+/H₂O • reactants: polyamide + 2n H₂O • products: dioic acid + diammonium salt (ie. NH₃⁺Cl⁻)
base hydrolysis of polyamides
• reflux with dilute NaOH/H₂O • reactants: polyamide + 2n NaOH • products: dicarboxylate salt + diamine (NH₂)