9.2 Production of Materials Notes
9.2 Production of Materials Notes
2 Production of Materials
1 Fossil fuels provide both energy and raw materials such as ethylene, for the production of
other substances
1.2.1 Construct word and balanced formulae equations of chemical reactions as they are
encountered
o Thermal cracking
e.g. C10H22 (l) → C8H18 (l) + C2H4 (g)
o Catalytic cracking
e.g. C10H22 (l) catalyst
→
C8H18 (l) + C2H4 (g)
o Reactions of alkanes
Combustion
Complete combustion – plentiful supply of oxygen; products: water
and carbon dioxide
e.g. 2C8H18 (l) + 25O2 (g) → 16CO2 (g) + 18H2O (l)
Incomplete combustion – insufficient supply of oxygen; products:
water and carbon monoxide and/or soot
e.g. 2C8H18 (l) + 17O2 (g) → 16CO (g) + 18H2O (l)
2C8H18 (l) + 9O2 (g) → 16C (s) + 18H2O (l)
Substitution
e.g. CH4 (g) + Cl2 (g) UV
→
CH3Cl () + HCl (aq)
o Reactions of alkenes
Combustion
Addition
Hydrogenation
ethene + hyrodgen → ethane
e.g. C2H4 (g) + H2 (g) catalyst
→
C2H6
catalyst: nickel (Ni), palladium (Pd) or platinum (Pt)
Halogenation
ethene +halogen → 1,2-dihaloethane
e.g. C2H4 (g) + X2 → C2H4X2
X = Cl, Br, I, F...
Hydrohalogenation
ethene +hydrogen halide → haloethane
e.g. C2H4 (g) + HX → C2H5X
X = Cl, Br, I, F...
Hydration
ethene +water dilute H 2 S O 4 ethanol
→
1.2.5 Identify polyethylene as an addition polymer and explain the meaning of this term
1.2.6 Outline the steps in the production of polyethylene as an example of a commercially and
industrially important polymer
1. Initiation: An initiator molecule (eg. Peroxide) is added (subjected to heat). The
initiator reacts with one ethylene molecule, creating a monomer radical.
2. Propagation: The ethylene radical reacts with more ethylene monomers to increase
the carbon chain and hence forming the polymer radical.
3. Termination: The polymer radicals collide and react, forming a longer chain. This is a
random process, so the length of polyethylene chains can vary greatly.
The investigation was repeated with cyclohexane and all variables such as volume and
temperature were held constant so that a fair comparison could be made.
This investigation was carried out in a fume cabinet because bromine water is highly toxic
when inhaled. Cyclohexene and cyclohexane were used because they are liquids and are
easier to handle than gases. Bromine water was used because it reacts readily with a double
bond but not single bonds.
The reactions should be carried out in the shade to avoid the substitution reaction of an
alkane.
1.3.3 Analyse information from secondary sources such as computer simulations, molecular
model kits or multimedia resources to model the polymerisation process
http://www.absorblearning.com/media/attachment.action?quick=zm&att=2553
2 Some scientists research the extraction of materials from biomass to reduce our dependence
on fossil fuels
2.3.1 Discuss the need for alternative sources of the compounds presently obtained from the
petrochemical industry
Petroleum is a depleting source of energy and we must find alternative sources to cater for
society’s demands. Ethene is an important starting material obtained from the catalytic
cracking of heavy fractions of alkanes, as many products can be produced from this
monomer, namely polymers and plastics. Alternative sources to obtain ethene include the
fermentation of starch and the decomposition of cellulose. However in today’s society, the
disadvantages outweigh the advantages. The number processes required to obtain ethene
are long and tedious and aren’t efficient enough to produce an economically sustainable
output.
2.3.2 Explain what is meant by a condensation polymer
A condensation polymer is a polymer which is produced from monomers that chemically join
together by releasing water molecules. Condensation polymers can be both natural e.g.
cellulose and starch, as well as synthetic e.g. polyester and nylon.
2.3.3 Describe the reaction involved when a condensation polymer is formed
When two functional groups chemically join together from two different monomers, a small
molecule e.g. water, is released.
2.3.4 Describe the structure of cellulose and identify it as an example of a condensation polymer
found as a major component of biomass
Cellulose is a natural condensation polymer formed from β-glucose. In the β-glucose
molecule, the OH at C1 and C2 are on opposite sides of the horizontal plane.
2.3.5 Identify that cellulose contains the basic carbon-chain structures needed to build
petrochemicals and discuss its potential as a raw material
o Cellulose is a carbon-containing condensation polymer, comprised of β-glucose
monomers. (refer to diagram above)
o Petroleum fractions have been the most convenient raw material, however, resources
are finite and demand is increasing.
o Cellulose is renewable; is a major component of biomass.
o Use of cellulose can be achieved in two ways:
o Modify existing biopolymer chains to meet specific application, e.g. rayon.
o Break down biopolymers into smaller molecules which can be used to make new
synthetic polymers.
o Cellulose can be decomposed to glucose which can be used to produce ethanol via
fermentation.
o Ethanol can be used as an alternate fuel or starting material for plastics production.
o From ethanol, ethene can be obtained via dehydration.
o However, there is no efficient method of cellulose decomposition just yet, apart from
costly thermal decomposition.
2.3.1 Use available evidence to gather and present data from secondary sources and analyse
progress in the recent development and use of a named biopolymer. This analysis should
name the specific enzyme(s) used or organism used to synthesise the material and an
evaluation of the use or potential use of the polymer produced related to its properties
Biopol – A commercially produced biopolymer
o Biopol is a trade name for polyhydroxyalkanoate.
o Is made totally/majority by living organisms.
o Is the co-polymer of Poly-3-hydroxybutanoate (Polyhydroxybutyrate – PHB) and
Poly-3-hydroxypentanoate (Polyhydroxventrate – PHV).
o Can be produced by a number of different bacteria e.g. Alcaligenes eutrophus, as an
energy storage material.
o A culture of bacteria is placed in a tank with appropriate nutrients (e.g. carbon-
based food source) so that it multiplies rapidly.
o Once a large enough culture of bacteria is produced, a specific nutrient (e.g.
nitrogen) is restricted.
o The bacteria stops to reproduce and instead produces the polymer as a source of
energy for later use.
o This polymer is then isolated and purified
o Properties include: insoluble in water, non-toxic, resistant to UV light, biocompatible
and biodegradable.
o Biopol has a great potential for use where biodegradability is a major factor. E.g.
disposable nappies, plates, fast food utensils, shampoo bottles.
o Also due its biocompatibility, biopol is used in medicine to make non-toxic and
decomposable sutures and staples.
o However, biopol is more expensive to produce than petroleum based polymers.
o In 1980, E coli were genetically modified to produce this polymer, which has
advantages of faster growth, higher yield and easier recovery.
o The uses of transgenic plants are expected to further lower the production costs of
biopolymers.
o Transgenic plants are genetically engineered plants that can be made to produce
biodegradable plastics rather than starch.
3 Other resources, such as ethanol, are readily available from renewable resources such as
plants
3.2.1 Describe the dehydration of ethanol to ethylene and identify the need for a catalyst in this
process and the catalyst used
3.2.3 Describe and account for the many uses of ethanol as a solvent for polar and non-polar
substances
Ethanol can dissolve both polar and non-polar substances. Its polar end (hydrophilic end,
containing the OH- group) is stabilised with polar molecules via dipole-dipole, ion-dipole or
hydrogen bonds. The ethyl group (hydrophobic end) of ethanol establishes the dispersion
force with the non-polar molecules.
3.2.4 Outline the use of ethanol as a fuel and explain why it can be called a renewable resource
80% of the world’s demand for transportation fuels are petroleum derived. However, as the
price of petroleum continues to rise, the concept of other fuels as alternatives becomes
more attractive. Ethanol produces heat energy on combustion and therefore is regarded as a
potential fuel. Ethanol is considered to a renewable resource as it can be produced via the
fermentation of starches in crops, which can be regrown at a reasonably fast rate.
3.2.5 Describe conditions under which fermentation of sugars is promoted
The conditions under which fermentation is promoted are:
o Presence of suitable grain or fruit mashed up with water
o Presence of yeast
o The exclusion of air (anaerobic environment)
o The temperature is kept at about 37°C
3.2.6 Summarise the chemistry of the fermentation process
o Yeast is added to mashed up grain and water.
o The yeast breaks down the large carbohydrates (e.g. starch or sucrose C 12H22O11 (aq)) into
simple sugars (glucose C6H12O6 (aq)).
o In an oxygen-free atmosphere, the yeast use their enzymes to break down the sugars,
forming ethanol and CO2 as products.
3.2.7 Define the molar heat of combustion of a compound and calculate the value for ethanol
from first-hand data
Molar heat of combustion is the amount of energy lost when a mole of a compound is
combusted. The theoretical molar heat of combustion value for ethanol is 1367 kJ/mol while
the experimental value is 281 kJ/mol.
3.2.8 Assess the potential of ethanol as an alternative fuel and discuss the advantages and
disadvantages of its use
o As a solvent (industrial, pharmaceuticals…)
Can dissolve polar and non-polar substances.
Polar end is stabilised with polar molecules via dipole-dipole, ion-dipole or
hydrogen bonds.
Ethyl group establishes dispersion forces with non-polar molecules.
o As a potential fuel
Ethanol produces heat energy on combustion and therefore is regarded as a
fuel.
o Advantages:
Renewable
“Greenhouse neutral” – net amount of CO 2 released into atmosphere is
zero.
Ethanol undergoes complete combustion more readily than octane due to
shorter carbon chain and contains oxygen in its structure cleaner fuel
o Disadvantages:
Engines must be modified to run on fuel containing more than 20% ethanol
Large areas of land required to grow crops that will be harvested for ethanol
production via fermentation.
Soil erosion
Land can be used for other purposes
Greenhouse unfriendly energy input for mechanical planting, harvesting and
distillation of ethanol
Disposal of fermentation wastes presents major environmental issues.
3.2.9 Identify the IUPAC nomenclature for straight-chained alkanols from C1 to C8
2 ethanol
3 propan-1-ol
4 butan-1-ol
5 pentan-1-ol
6 hexan-1-ol
7 heptan-1-ol
8 octan-1-ol
3.3.1 Process information from secondary sources such as molecular model kits, digital
technologies or computer simulations to model:
o The addition of water to ethylene
o The dehydration of ethanol
Refer to 3.2.1 and 3.2.2
3.3.2 Process information from secondary sources to summarise the processes involved in the
industrial production of ethanol from sugar cane
3.3.3 Process information from secondary sources to summarise the use of ethanol as an
alternative car fuel, evaluating the success of current usage
Refer to 3.2.8
3.3.4 Solve problems, plan and perform a first-hand investigation to carry out the fermentation
of glucose and monitor mass changes
Refer to prac book report
3.3.5 Present information from secondary sources by writing a balanced equation for the
fermentation of glucose to ethanol
C6H12O6 (aq) yeast
→
2C2H5OH (aq) + 2CO2 (g)
3.3.6 Identify data sources, choose resources and perform a first-hand investigation to
determine and compare heats of combustion of at least three liquid alkanols per gram and
per mole
Refer to prac book report
4.3.1 Perform a first-hand investigation to identify the conditions under which a galvanic cell is
produced
Refer to prac book report
4.3.2 Perform a first-hand investigation and gather first-hand information to measure the
difference in potential of different combinations of metals in an electrolyte solution
Refer to prac book report
4.3.3 Gather and present information on the structure and chemistry of a dry cell or lead-acid
cell and evaluate it in comparison to one of the following:
o Button cell
o Fuel cell
o Vanadium redox cell
o Lithium cell
o Liquid junction photovoltaic device (eg. The Gratzel cell)
in terms of:
o Chemistry
o Cost and practicality
o Impact on society
o Environment impact
4.3.4 Solve problems and analyse information to calculate the potential requirement using
tables of standard potentials and half-equations
Refer to examples in chemistry book
Transuranic elements with atomic numbers 96 and above are produced using particle
accelerators. Small charge atomic particles (usually nuclei of He, B or C) are accelerated to
very high speeds by using electrical attraction and repulsion. The small particles with high
kinetic energy then hit a target of large atoms.
239
Pu + 42 He → 242 1
94 96 Cm + 0n
242
Cm + 42 He → 245 1
96 98 Cf + 0 n