Experiment 10: Polymers History • The first synthetic polymers was Bakelite, a phenol-formaldehyde polymer. • Bakelite was commercially introduced in 1909. It was developed as a synthetic substitute for shellac. • Used at first to make billiard balls but later used for molded insulation, valve parts, knobs, etc. • Rayon, the first synthetic fiber • Precursors of Rayon – 1884 – developed as artificial silk from collodion • Marketed in 1891 but was short-lived – Viscoid – 1892, a cellulose polymer – Rayon – 1926, regenerated cellulose Polymers • Definition – A polymer is a molecule with a very high molecular weight which is composed of repeating simple structural units called monomers. Often referred to as macromolecules. – Homopolymer – single recurring monomer – Heteropolymer or Copolymer – at least 2 different monomer subunits Polymers • There are natural polymers and synthetic polymers. • Natural polymers – DNA, proteins, starches • Synthetic polymers – – Polyurethanes, Styrofoam Methods of Production Two major methods depending on the nature of the subunits… 1. Chain-reaction polymers (aka addition polymers) • Monomers are attached to each other by a chain-reaction. The reaction may have either a radical, an anion, or a cation as an intermediate. -Polypropene from propene, used in luggage and carpeting -Polystyrene formed from styrene, used in packaging -Polymethyl methacrylate formed from methyl methacrylate, also known as Lucite or Plexiglass 2. Step-Growth Polymerization (aka condensation polymers) • Monomers have functional groups at both ends. When these ends react, the result is the polymer w/the loss of a small molecule such as water or HCl. - Usually natural polymers are formed in this way - Monomer units can be different Homopolymers vs. Copolymers • Homopolymer – polymer comprised of a single type of monomer unit • Copolymer (also called a heteropolymer) – contains two ore more distinct momomers Chain-reaction polymers Polystyrene is a simple polymer made from repeating units of styrene. (R . is an initiator) Note : Most stable intermediate will always be benzyl. The dimer shown would continue the same steps growing by one styrene each time. Formation of “Slime”• Tautomers of vinyl alcohol • PVA is not made from vinyl alcohol because aldehyde tautomer favored. • It is made from Polyvinyl acetate with saponification to the alcohol. + H2O Step-growth polymerization – Release of water + 4 H2O Recycling Codes TODAY • The properties of 3 polymers will be investigated. 1. SOLUBILITY OF POLYSTYRENE 2. HOW MUCH WATER CAN IT HOLD? • http://www.cmu.edu/gelfand/k12-teachers/polymers/polymer-andabsorption/super-absorb-powder.html 3. CROSS-LINKED POLYMER “SLIME” Waste • Put your waste from each experiment into the corresponding waste container…. – Experiment “A” goes into “A” waste container – Experiment “B” goes into “B” waste container – Experiment “C” goes into “C” waste container • You may keep your SLIME! … just don’t eat it.