Grade distribution for Exam 3 Frequency Exam 3 Histogram: Grade Frequency 35 30 25 20 15 10 5 0 Frequency Bin 1 Synthetic and Biological Polymers Polymers: Macromolecules formed by the covalent attachment of a set of small molecules termed monomers. Polymers are classified as: (1) Man-made or synthetic polymers that are synthesized in the laboratory; (2) Biological polymer that are found in nature. Synthetic polymers: nylon, poly-ethylene, poly-styrene Biological polymers: DNA, proteins, carbohydrates 2 Methods for making polymers Addition polymerization and condensation polymerization Addition polymerization: monomers react to form a polymer without net loss of atoms. Most common form: free radical chain reaction of ethylenes n monomers one polymer molecule 3 Example of addition polymers 4 Free-Radical AdditionPolymerization of Ethylene H2C CH2 200 °C 2000 atm CH2 CH2 CH2 CH2 O2 peroxides CH2 polyethylene CH2 CH2 Free-Radical Polymerization of Propene H2C CH CH CH3 CH3 CHCH3 CH CH CH CH CH CH3 CH3 CH3 CH3 CH3 polypropylene .. • RO .. H2C Mechanism CHCH3 Mechanism .. RO: H2C CHCH3 • .. RO: H2C Mechanism CHCH3 • H2C CHCH3 .. RO: H2C Mechanism CHCH3 H2C CHCH3 • .. RO: H2C Mechanism CHCH3 H2C CHCH3 • H2C CHCH3 .. RO: H2C Mechanism CHCH3 H2C CHCH3 H2C CHCH3 • .. RO: H2C Mechanism CHCH3 H2C CHCH3 H2C CHCH3 • H2C CHCH3 Likewise... •H2C=CHCl •H2C=CHC6H5 •F2C=CF2 polyvinyl chloride polystyrene Teflon Important constitutions for synthetic polymers 15 Supramolecular structure of polymers 16 Structural properties of linear polymers: conformationa l flexibility and strength 17 Cross linking adds tensile strength 18 Condensation polymerization Condensation polymerization: the polymer grows from monomers by splitting off a small molecule such as water or carbon dioxide. Example: formation of amide links and loss of water Monomers First unit of polymer + H2O 19 Polymers in the movies In the 1967 movie, "The Graduate”, a smug Los Angeles businessman takes aside the baby-faced Dustin Hoffman and declares, "I just want to say one word to you -- just one word -- 'plastics.' " In 2005 we can replace ‘plastics’ with another word: ‘synthetic polymers’ 20 Rembember from GChem? Nylon is a condensation polymer made of the monomers adipic acid and hexamethylene diamine. O OH O OH Q uickTim e™ and a Phot o - JPEG decom pr essor ar e needed t o see t his pict ur e. They're nylons, Benjamin. adipic acid + NH2 H2N hexamethylene diamine nylon 21 Hydrogen bonds between chains Supramolecular Structure of nylon Intermolecular hydrogen bonds give nylon enormous tensile strength 22 Biopolymers Nucleic acid polymers (DNA, RNA) Amino acids polymers (Proteins) Sugar polymers (Carbohydrates) Genetic information for the cell: DNA Structural strength and catalysis: Proteins Energy source: Carbohydrates 23 Proteins: amino acid monomers The basic structure of an amino acid monomer HO NH2 H O R The difference between amino acids is the R group 25 Proteins: condensation polymers Formed by condensation polymerization of amino acids Monomers: 20 essential amino acids General structure of an amino acid NH2 H R CO2H R is the only variable group Glycine (R = H) + Glycine First step toward poly(glycine) 26 Representation of the constitution of a protein 27 Three D representation of the structure of a protein 28 DNA Thymine (T) The monomers: Adenine (A) Cytosine (C) Guanine (G) PhosphateSugar (backbone) of DNA 30 Phosphatesugar backbone holds the DNA macromolecule together 31 One strand unwinds to duplicate its complement via a polymerization of the monomers C, G, A and T 32 Carbohydrates 34