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Topics for Today. From Soap to Biodiesel!. Topics for Today. Why biodiesel? How are soap and biodiesel different?. No text readings . Topics for Friday. EXAM 4!!!!. For Monday. Connecting the amino acids…. Topics. Amines (review) Amides (review) Nylons (review) Amino Acids Proteins.
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Topics for Today • From Soap to Biodiesel!
Topics for Today • Why biodiesel? • How are soap and biodiesel different? No text readings
Topics for Friday EXAM 4!!!!
For Monday • Connecting the amino acids…
Topics • Amines (review) • Amides (review) • Nylons (review) • Amino Acids • Proteins
Readings for Monday • 11.6 Proteins: First among equals • 11.7 Good nutrition and alternative diets: Getting enough protein
Topics for Today • From Soap to Biodiesel!!
Review - Soap • Generic term for the soluble salt of a fatty acid
Sopanification • The process of making soap • 1) Hydrolysis of the fat (water is used) • 2) Neutralizing the fatty acid (water is produced)
When soaps DON’T work… What is hard water?
Soap in soft water Soluble in water “Separates” into ions
O C O- O O O C C C O- O- O- Soap in soft water Na+ Na+ Na+ Na+
Soap in hard water • Soap interacts with the Mg2+ and Ca2+ ions. NOT soluble!!!!
O O C C O- O- Soaps form complexes with Mg2+ and Ca2+!! Soap in hard water So what? Na+ Mg2+ Mg2+ O- O- C C O O Na+ Na+ Na+
O O C C O- O- Soap in hard water Na+ Mg2+ Mg2+ O- O- C C O O Na+ Insoluble in water (soap scum)!!! Na+ Na+
Soap (soluble) • SCUM (insoluble) Falls out of the water
O O C C O- O- Na+ + Ca2+ (or Mg2+) Na+
O O C C O- O- + 2Na+ Mg2+ (or Ca2+) SCUM
How do you prevent soap scum? Why detergents? • Use soft water • Use detergents
Detergents • Same as soaps, but a different polar end. Usually a sulfate or a phosphate!!
Soapsodium stearate O + H C ( C H ) C N a 3 2 1 6 O Non-polar hydrocarbon chain Polar ionic group, soluble in water
DetergentSodium Lauryl Sulfonate Why don’t detergents make scum? O S + H C ( C H ) C N a 10 3 2 1 6 ─ O O Non-polar hydrocarbon chain Polar ionic group, soluble in water
O Soluble! + H C ( C H ) C S N a 3 2 1 6 10 ─ O O Mg2+ O + H C ( C H ) C S N a 3 2 1 6 10 ─ O O
Soap on the Web • Cator.hsc.edu/~kmd/caveman/projects/soap • History of soap making www.alcasoft.com/soapfact/history.html
Topics for Today • From Soap to Biodiesel!! Review
M. King Hubbert "Our ignorance is not so vast as our failure to use what we know." 1903 - 1989
August, 2005: Chevron Full Page Magazine Adds It took us 125 years to use the first trillion barrels of oil. We’ll use the next trillion in 30. So why should you care? willyoujoinus.com
Review Where does gasoline come from?
Gasoline? Liquified Petroleum Gas (LPG) Gasoline Kerosene and Diesel Fuel Heating Oil and Diesel Fuel Lubricating Oil Solids (Paraffin, Asphalt, etc)
Diesel? Liquified Petroleum Gas (LPG) Gasoline Kerosene and Diesel Fuel Heating Oil and Diesel Fuel Lubricating Oil Solids (Paraffin, Asphalt, etc)
Rudolf Diesel Invented the diesel engine in 1892
“The use of plant oil as fuel may seem insignificant today. But such products can in time become just as important as today’s kerosene and coal-tar-products” - Rudolph Diesel
“The use of plant oil as fuel may seem insignificant today. But such products can in time become just as important as today’s kerosene and coal-tar-products” - Rudolph Diesel
How do we use plant oil as a fuel? What is biodiesel? Biodiesel!
Chemically speaking… • The (methyl) ester of a fatty acid! How is it different from a soap??
Review - Soap • The soluble salt of a fatty acid!
O C O- Na+ Soap – Salt of a fatty acid O C OCH3 Biodiesel – Methyl Ester of a fatty acid
Biodiesel Feedstocks Canola Sunflower Linseed Safflower Corn oil Rapeseed Which is best? Soybeans
Plants utilize photosynthesis to convert solar energy into chemical energy. Different plants produce usable oil at different rates. For Example: • Soybean: 40 to 50 US gal/acre (35 to 45,000 L/km²) • Rapeseed: 110 to 145 US gal/acre (100 to 130,000 L/km²) • Mustard: 140 US gal/acre (130,000 L/km²) • Jatropha: 175 US gal/acre (160,000 L/km²) • Palm oil: 650 US gal/acre (580,000 L/km²) • Algae: 10,000 to 20,000 US gal/acre (9,000,000 to 18,000,000 L/km²) Q? How much energy goes into growing and harvesting these feedstocks? Q? What are the fertilizer requirements for each of these feedstocks? http://www.biodiesel.org/resources/reportsdatabase/default.asp
Making biodiesel – green refineries of the future? 100 g soybean oil 100.4 g biodiesel + 10.9 g methanol + 10.4 g glycerol
More than 50% of the fatty acids are linoleic acid! Soybeans
How does this compare with diesel fuel? A polyunsaturated fatty acid C18H32O2
Biodiesel products are similar to conventional petrodiesel Cetane (C16H34) An unbranched alkane (paraffin) PETERODIESEL COMPONENT Methyl Linolenate (C19H32O2) A fatty acid methyl ester (FAME) BIODIESEL COMPONENT