1. Production of Materials Flashcards
1.1 What is the industrial source of ethylene?
Catalytic cracking - splitting of large hydrocarbon molecules into smaller molecules in the presence of a catalyst
1.1 What are the products of catalytic cracking?
An alkane (with a shorter chain than the original) An alkene
1.1 Example of catalytic cracking
C10H22 -> C8H18 + C2H4 (in the presence of heat and a zeolite catalyst)
1.1 What are the uses of catalytically cracked hydrocarbons?
Shorter alkanes can be bended with petrol to increase supply
Alkenes (e.g. ethylene) are useful building blocks for a variety of chemicals
1.2 What property of ethylene makes it readily transformed into many useful products?
Alkenes are highly reactive where electrons are more densely held (near the double bond)
To achieve a more even spread of electrons, the double bond must break and form single bonds (and new products)
1.3 What is an example of ethylene serving as a monomer?
Ethylene is oxidised with a catalyst, then hydrolysed to form ethylene glycol. This is used as a solvent and to make anti-freeze.
C2H4O + H2O -> HO-CH2-CH2-OH(l)
1.4 What type of polymer is polyethylene?
Addition polymer
Polymers are substances made of very long molecules which are made up of smaller units called monomers, covalently bonded together
An addition polymer (such as polyethylene) forms when small molecules add together to form longer molecules, with no other product
1.5 What are the steps in the production of polyethylene?
- Initiation - a chemical called an initiator starts the reaction by opening the double bond of an ethylene monomer. This forms an ethylene free radical - very reactive molecule
- Propagation - the monomer joins, forming a chain
- Termination - when free radical ethylene chains combine, a complete molecule is formed and the process stops
1.5 What are the different types of polyethylene?
LDPE (low density polyethylene) - Produced under high temperatures and pressures (300ºC). Produces significant chain branching - molecules cannot pack together
HDPE (high density polyethylene) - Produced under low pressures and temperatures (60ºC). Molecules unbranched and pack closely together, creating a more crystalline substance.
1.6 What are two commercially significant monomers?
Vinyl chloride (chloroethene) Stereo (ethenyl benzene)
1.7 What are the properties and uses of vinyl chloride’s polymer?
Polyvinylchloride (PVC)
Rigid, electrical insulator, moderately resistant to chemical attack, impervious to oils and most organic materials
Uses: Water pipes, credit cards, kitchen utensils, electrical insulation, packaging fatty foods, bottles to hold oils and organic materials
1.7 What are the properties and uses of styrene’s polymer?
Polystyrene
(expanded polystyrene): low density, lightweight, heat insulator, absorbs shock - floatation devices, styrofoam cups, fast food containers
(crystal polystyrene): hard, clear plastic - rigid items - car batter cases, tool handles, audio cassettes and CD cases
1.8 What is the test for comparing reactivities of alkanes and alkenes?
Bromine water test
addition reaction - changes colour from orange to clear when reacted with alkene - double bond breaks and Br atoms are added
Done under fume hood to avoid toxic fumes
2.1 Give three reasons why alternative sources are needed in the petrochemical industry
- petroleum, natural gas and coal are finite resources - price will increase as stores deplete
- 95% used for fuel, 5% for plastics, only small percentage recycled
- plastics from fossil fuels are not biodegradable and when burnt as fuel release CO2 and toxic fumes
2.2 What is a condensation polymer?
A polymer that forms by the elimination of a small molecule (often water) when pairs of monomer molecules join together. (usually 2 different monomers)
2.3 What groups do common types of condensation polymers from from?
monomers containing a carboxylic acid group (-COOH) and either an alcohol (-OH) of amine group (-NH2)
2.3 How many atoms do each of the groups give when forming a condensation polymer?
NH2 gives 1H
COOH only gives 1H when combining with -OH, but gives OH when combining with NH2
(all of these combinations create a water molecule)
2.4 Describe the structure of cellulose
Flat, straight and right molecule made of repeating glucose units
Hydroxyl groups on the rings are available to hydrogen bond cellulose molecules together side by side -> strong fibres, insoluble
2.5 Why is cellulose suitable to build petrochemicals?
because it contains the basic carbon-chain structures
it is the most abundant organic compound on earth - 100bn tonnes produced by plants each year
2.5 What are the benefits of using cellulose as a raw material?
- can only be broken down by certain bacteria, protozoa and fungi
- resilient to hydrolysis by acids
- when hydrolysed, produces glucose which can be fermented into ethanol - renewable biomass is converted to evan which normally comes from non-renewable petroleum
2.6 What does PHB stand for?
polyhydroxybutyrate
2.6 What are the properties of PHB?
insoluble in water, permeable to oxygen, resistant to UV light, biocompatible, high melting point, high tensile strength, biodegradable
2.6 What are some applications of PHB?
- Medical - biodegradability and biocompatibility - dissolving casing, disposable instruments
- US Navy - cups can be thrown into water
- Japan - disposable razors - flush down toilets
2.6 What are some limitations of PHB?
brittle, higher cost than fossil fuel plastics, more readily available only in developed countries
3.1 Describe the dehydration of ethanol to ethene
Reaction carried out at 350º
Catalyst: alumia/porous ceramic catalysts. CONCENTRATED sulphuric acid
Sulphuric acid severs the -OH group from the molecule. It is also a dehydrating agent which increases ethene’s yield.
C2H5OH -> C2H4 + H2O
3.2 Describes the hydration of ethylene into ethanol
Reaction carried out at 300ºC
Catalyst: dilute sulphuric acid or phosphoric acid
C2H4 +H2O -> C2H5OH
3.3 Why is ethanol a solvent for polar and non-polar substances
The ethanol molecule has two ends - the polar hydroxyl group (-OH), and the non-polar chain (CH3CH2)
3.3 What are some uses for ethanol as a solvent?
Dissolving medicine and food colourings the do not dissolve in water. Water is then added to dilute.
3.3 Why is ethanol important as an industrial solvent?
least toxic of all all alcohols, second most important solvent after water. Almost all consumer products listed as containing alcohol have ethanol as a main component.
3.4 What is the equation for the combustion of ethanol?
C2H5OH + 3O2 -> 2CO2 + 3H2O
3.4 Why does the ethanol molecule almost always combust completely and why is this beneficial?
Because it contains and oxygen atom
This is beneficial because it hardly produces any of the pollution formed from burning other fuels
3.4 Why is ethanol considered a renewable resource?
Because it is made from plant material and the products of its combustion are the reactants needed by plants for photosynthesis.
3.5 What are some advantages of using ethanol as an alternative fuel?
- Renewable resource - reduce reliability on non-renewable oil.
- Ethanol from sugarcane is using a by-product that would make sugarcane production more sustainable
- Produces less greenhouse gases than other fuels
- can be used up to 10% in petrol without engine modifications
3.5 What are some disadvantages of using ethanol as an alternative fuel?
- large areas of land have to be cleared -> soil erosion, deforestation, salinity
- if energy for production is derived from fuel combustion, there is no reduction of greenhouse emissions anyway
- disposal of smelly waste from fermentation creates environmental issues
- ethanol of >10-15% requires expensive engine modifications, as the water content of fermented ethanol causes corrosion
3.5 What are some examples of the uses of ethanol as a fuel?
- 1970’s - Brazilian government subsidised production of sugarcane -> today approx 25% of vehicles in Brazil use pure ethanol fuel
- Australia and the USA produce a limited amount of petrol-ethanol mix
- Australian media portrays negative impact on car engines
- The use of biofuels enjoys political support worldwide, although this is not translated into action
3.6 What conditions are needed to promote the fermentation of sugars?
- Enzymes such as yeast increase the rate of the reaction
- Water - the reaction will only take place if the reactants are in a solution
- Temp around 37ºC for the fermenting yeast to grow
- Low oxygen (anaerobic) - When deprived of oxygen, yeast will respire the sugars anaerobically to obtain energy