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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
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Hydrocarbons ex: Alkanes
1 – Meth- 2 – Eth- 3 – Prop- 4 – But- 5 – Pent- 6 – Hex- 7 – Hept- 8 – Oct- 9 – Non- 10 – Dec- 11 – Undec- 12 – Dodec-
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Hydrocarbons at Room Temperature
Gas Methane Ethane Propane Butane Liquid Waxy Plastic 20 to 40 Carbons 40 or more Carbons 5 to 19 Carbons
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Melting Point As the length of hydrocarbons get longer, the Melting Point grows Higher Why?
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What other material properties change?
Viscosity Hardness Toughness Flammability
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Bonding Covalent Ionic (NaCl) Polar (H2O) Van der Waals
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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
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Example of addition polymers
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Free-Radical AdditionPolymerization of Ethylene
H2C CH2 200 °C 2000 atm O2 peroxides CH2 polyethylene 6
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Free-Radical Polymerization of Propene
H2C CHCH3 CH CH3 polypropylene 6
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.. RO Mechanism • H2C CHCH3 7
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.. RO: Mechanism H2C CHCH3 • 9
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.. RO: Mechanism H2C CHCH3 • CHCH3 H2C 10
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.. RO: Mechanism H2C CHCH3 H2C CHCH3 • 10
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.. RO: Mechanism H2C CHCH3 H2C CHCH3 CHCH3 H2C • 10
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.. RO: Mechanism H2C CHCH3 H2C CHCH3 H2C CHCH3 • 10
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.. RO: Mechanism H2C CHCH3 H2C CHCH3 H2C CHCH3 CHCH3 H2C • 10
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Likewise... H2C=CHCl polyvinyl chloride H2C=CHC6H5 polystyrene
F2C=CF Teflon 19
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Important constitutions for synthetic polymers
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Supramolecular structure of polymers
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Structural properties of linear polymers: conformational flexibility and strength
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Molecular Structure of Polymers
Linear High Density Polyethylene (HDPE), PVC, Nylon, Cotton Branched Low Density Polyethylene (LDPE) Cross-linked Rubber Network Kevlar, Epoxy
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Low-Density Polyethylene (LDPE)
Chain Length: Low-Density Polyethylene (LDPE)
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PVC – (polyvinyl chloride)
Chain Length: 4,000 – 5,000 More Polar Stronger Bonding
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High-Density Polyethylene (HDPE)
Chain Length: 10,000 – 100,000 High-Density Polyethylene (HDPE)
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Ultra-high-molecular-weight polyethylene (UHMWPE)
Chain Length: 2-6 million Ultra-high-molecular-weight polyethylene (UHMWPE) Joint Replacement Helmet Gears
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Rubber Tree Sap: Goodyear Sticky Viscous Gooey Experiment Luck
Profit ($0)
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Vulcanization
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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
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Polyethylene Terephthalate (PETE) “Polyester”
Chain Length: 4,000 – 8,000 Polyethylene Terephthalate (PETE) “Polyester” Ester
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Kevlar Strong Network of Covalent Bonds And Polar Hydrogen Bonds
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Nylon
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Hydrogen bonds between chains
Supramolecular Structure of nylon Intermolecular hydrogen bonds give nylon enormous tensile strength
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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
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Proteins: amino acid monomers
The basic structure of an amino acid monomer The difference between amino acids is the R group 4
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Cotton Long Strands of Cellulose + Hydrogen Bonds
Cellulose is the most common organic material on earth! It is also a primary constituent of wood and paper.
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Polymers in Biology Starch DNA Sugar Proteins
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Proteins: condensation polymers
Formed by condensation polymerization of amino acids Monomers: 20 essential amino acids General structure of an amino acid R is the only variable group Glycine (R = H) Glycine First step toward poly(glycine)
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Representation of the constitution of a protein
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Three D representation of the structure of a protein
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DNA 4
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Thymine (T) The monomers: Adenine (A) Cytosine (C) Guanine (G)
Phosphate- Sugar (backbone) of DNA
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Phosphate-sugar backbone holds the DNA macromolecule together
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One strand unwinds to duplicate its complement via a polymerization of the monomers
C, G, A and T
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Carbohydrates 4
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Endless Possibilities
New Functional Groups Different Polymer Backbones
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Conclusions: Polymers make up all sorts of materials that are all around us! They can have a huge range or material properties based on their: Functional Groups Structure Backbone Keep thinking about how chemical interactions on the nano-scale correspond to material properties on the macro-scale
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Links http://en.wikipedia.org/wiki/Plastic_recycling
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