1 Polymers (a.k.a. coffee cups, DNA and slime!) Polymers are long-chain molecules made up of many small subunits called monomers. The monomers may or may not all be identical. Polymers are very important in the natural world as well as in modern chemistry. Examples of common polymers are polyethylene, polyester, Teflon, proteins and DNA. Synthetic Addition Polymers form by addition reactions of monomers with C=C bonds similar to addition reactions of alkenes studied earlier this unit: Addition of bromine to ethene: H + C C H H H H Br Br H C C H Br Br H Addition of ethene to ethene (to ethene…thousands may join!): This polymer (polyethene) can be written in condensed form: some other addition polymers: polyvinylchloride (PVC) polystyrene (coffee cups) polytetrafluoroethene (Teflon) 2 Properties of polymers unreactive (since carbon-carbon bonds are saturated) flexible/mouldable; increases with heat (only London forces present - maybe dipole-dipole if other functional groups present) strength of polymers can be increased with crosslinking (forming bonds between polymer chains); usually requires “dienes;” properties depend on % diene present when polymer is made eg. neoprene (used in wetsuits) eg. with an inorganic crosslinker: vulcanization of rubber 3 Synthetic Condensation Polymers form when monomers join through ester or amide linkages via “dehydration synthesis” reactions ester synthesis: think back to the lab… carboxylic acid + alcohol ester polyester synthesis: polyamide synthesis: Kevlar: Homework: pg. 102 #1,2 pg. 107 #4,5(top)1,2,6,7(bottom) pg. 111 #2,3 pg. 113 #1 4 Natural Polymers (Biopolymers) A) Proteins (polyamides/polypeptides) monomers: (L-)amino acids (20 different common amino acids exist) whose ‘R’-groups determine the properties of the polypeptide chain pg. 119: Amino acids in groups based on polarity linkage: an amide bond, commonly called a peptide bond or peptide linkage formed by the reaction between the carboxylic acid and amine ends of the monomers (dehydration synthesis) the order of amino acids in the polymer will determine the final shape (and therefore function) of a protein *** glance at pg. 122. Structure is… primary = 1° ____________ secondary = 2° ______________ tertiary = 3° ______________ quaternary = 4° _______________ B) Carbohydrates (polysaccharides) monomers: sugars (most commonly glucose but also fructose, galactose, etc.) linkage: an ether linkage formed by the dehydration synthesis of two sugar molecules via their hydroxyl groups 5 crosslinking of polysaccharides can result in very different properties, as with plastics DNA (polynucleotides) monomers: nucleotides (4 exist: abbreviated as A, T, C and G) linkage: phosphodiester linkage between the phosphate of one nucleotide and the sugar of another (formed by dehydration synthesis) one strand of DNA pairs with another via hydrogen bonding, resulting in a “double helix” structure Homework: pg. 124 #4,6(top) #2,4; pg. 128 #2,5,6; pg. 131 #2,3