Production of Materials - POLYMERS Flashcards

1
Q

Functional groups

A

The group of atoms that determine the properties of the compound

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2
Q

Homologous series

A

A ‘family’ of chemicals that all have the same functional group e.g. alkanes, alkanols

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3
Q

Alkyl

A

Addition of alkane minus 1 H

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4
Q

Alkanol

A

Addition of hydroxyl group

  • primary alkanol: -OH is terminal [end of C chain] therefore the C-OH is only attached to one other C atom
  • secondary alkanol: the C-OH is attached to 2 other C atoms
  • tertiary alkanol: the C-OH is attached to 3 other C atoms
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5
Q

Alkanoic Acid

A

Addition of carboxylic acid group

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6
Q

Haloalkane

A

Addition of halogen

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7
Q

Alkanone [ketone]

A

Addition of oxygen

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8
Q

Alkanal [aldehyde]

A

addition of oxygen and hydrogen [separately]

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9
Q

Alkyl alkanoate [ester]

A

y is named first [alkyl]

x is followed by ‘oate’

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10
Q

Alkanoxyalkane [ether]

A
  • oxygen is in the middle of two alkyls [oxy]
  • shortest alkyl group named first
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11
Q

Aminoalkane [amine]

A

Addition of amino group [-NH2]

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12
Q

Alkyl alkanamide [amide]

A
  • y named first [alkyl]
  • x followed by ‘amide’
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13
Q

Ethene Production

A
  • dehydrating ethanol using a concentrated catalyst H2SO4 [formula seen in image below]
  • cracking of fractions produced in the refining process of crude oil
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14
Q

Cracking

A

decomposition involving the breakdown of organic molecules

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15
Q

Hydrocarbon cracking

A

Steam/thermal cracking [pyrolysis occurs at high temperatures of 700-900oC]

  • non-catalytic
  • mixtures of alkanes are passed through very hot metal tubes with steam to decompose into smaller alkenes
  • e.g. ethane → ethene

Catalytic Cracking

  • heavy crude oil is heated in the presense of a zeolite [Al silicate]
  • catalyst allows allows cracking to occur at lower temperature [approx. 500oC]
  • this process is carried out because of the high demand for short chain molecules e.g. ethene in petrochemical indutry
  • example equation:
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16
Q

Hydrocarbon Safety Issues [C1 - C4]

A

C1 - C4:

  • highly flammable [high autoignition temp therefore will not spontaneously ignite]
  • volatile gases [low flash point] therefore must be stored in high pressure cylinders
  • these cylinders must be checked for leaks regularly
  • simple asphyxiants - can cause death as a result of lack of oxygen
  • mild anaesthetics [except methane]
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17
Q

Hydrocarbon Safety Issues [liquid hydrocarbons]

A
  • volatile [vapourise readily] therefore stored in heavy metal containers
  • containers stored in well ventilated areas
  • low flash point therefore never handled near naked flames
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18
Q

Hydrocarbon Safety Issues [benzene]

A
  • volatile liquid
  • flammable
  • carcinogen
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19
Q

Hydrocarbon Safety Issues [C5 - C8]

A
  • can cause skin and eye irritation and narcosis [drowsiness or unconsciousness]
  • hexane also causes neuropathy therefore used in fume cupboard and with breating apparatus
20
Q

Combustion of ethene

A

C2H4 (g) + 3O2 (g) → 2CO2 (g) + 2H2O(g)

21
Q

Combustion of ethanol

A

Complete:

C2H5OH(l) + 3O2 (g) → 2CO2 (g) + 3H2O(g)

Incomplete:

2C2H5OH(l) + 5O2 (g) → 2CO2 (g) + 2CO(g) + 6H2O(g)

22
Q

Ethene

A
  • highly reactive across double bond
  • unsaturated
  • oily nature [alkene]
  • volatile gas therefore low b.p. and m.p.
  • flammable therefore good fuel
23
Q

Reactions of Alkenes [mainly ethene]

A
  • combustion
  • hydration
  • hydrogenation
  • halogenation
  • hydrohalogenation
  • oxidation
  • polymerisation
24
Q

Combustion of alkenes

A
  • addition of O2 (g)
  • burning [oxidation]
  • fuel + O2 → CO2 + H2O + energy
    • this is assuming complete combustion [plenty of O2]
25
Hydration of alkenes
* addition of H2O * often used to produce ethanol from ethene * requires acid catalyst [usually dilute H2SO4 solution] * used in industry to produce alcohols, cosmetics and medicines * to maximise yield, ethene is reacted with water at high temp. [approx 300°C] and high pressure and use phosphoric acid [H3PO4] as catalyst * ethanol is a fuel additive and used in thermometers
26
Hydrogenation of alkenes
* addition of H2 (g) * requires a metal catalyst [usually Pt or Ni - do not take part in the reaction} - this catalyst is heated to 150°C * the basis for producing margarine * from vegetable oils [from double to single bonds - saturates] * this causes oils to harden into soft solids
27
Halogenation of alkenes
* the addition of halogen * no need for catalyst as both alkene and halogen are reactive * example - 1,2 - dichloroethane [refrigerant and aerosol propellant]
28
Hydrohalogenation of alkenes
* addition of hydrogen and halogen * examples: * HF [strongest acid] → flouroalkane * HCl → chloroalkane * HBr → bromoalkane * bromoethane is an industrial solvent
29
Oxidation of alkenes
* addition of potassium permanganate [KMnO4 (aq)] * very strong oxidising agent and very reactive * oxidation of ethene equation is as follows:
30
Polymerisation of alkenes
* making polymers [plastics] * polymer: a long chain molecule made up of repeating units [monomers] * ethene is the starting point for many polymers
31
Addition Polymerisation
* initiation: * requires a catalyst [organic peroxide] to break the double bond in the monomer * forms free radicals [highly reactive due to the unpaired electrons] * propogation: * monomers attach to carbon chain at free radicals * termination: * no more monomers can be added to polymer chain * formation of polymer
32
Initiation of ethene
shown with the following structural equation:
33
Propogation of ethene free radicals
shown with the following structural equation:
34
Termination of ethene
the final polymer product is shown as:
35
Polyethene [polyethylene]
* can be low or high density PE * produced using addition polymerisation
36
LDPE
* low density polyethylene * still use I.P.T. process * catalyst - organic peroxide * conditions: * 100-300°C * very high pressure [1500-3000 atmosphere] * this decreases volume and increases collision frequency of free radicals thereby increasing the yield of polymer * structure: * tends to have shorter polymer chains with lots of side branches [up to 5 C atoms] * side branches prevent close packing of chains therefore _low_ density * same formula = [C2H4]n * properties: * tough * brittle * flexible * semi-crystalline [lots of spacing and low density areas] * transparent/transluscent * very pure compound * not heat resistant * uses: * gladwrap * plastic bags * tupperware
37
HDPE
* high density polyethylene * still use I.P.T. * catalyst - zeigler-natta [Al based oxide] * conditions: * optimum is 300°C * low pressure [1-2 atmosphere] * structure: * long, linear chains with very few or no side chains therefore when cooled, the molecules pack closer together therefore _high_ density * same formula - [C2H4]n * properties: * very strong * less flexible * less transparent [often appears white] * does contain some impuities [zeigler-natta partially breaks down] * heat resistant [\>100°C] * uses: * oven bags * kitchen electrical appliances * water pipes * buckets * wheelie bins * petrol tanks
38
Polyvinyl chloride [PVC]
* monomer: chloroethene [vinyl chloride] * undergoes addition polymerisation
39
Polystyrene
* monomer: ethenylbenzene [styrene] * undergoes addition polymerisation
40
Polytetraflouroethene [teflon]
* monomer: tetrafloroethene * undergoes addition polymerisation * polymer has an almost frictionless surface * used in non-stick fry pans, greaseless bearings etc.
41
Condensation Polymerisation
* usually requires two separate monomers * a condensation polymer forms by the elimination of a small molecule [usually H2O] when pairs of monomer molecules join together * cellulose is a naturally occurring condensation polymer which is formed from the monomer unit glucose
42
Glucose
* C6H12O6 * carbohydrate in which the atoms are arranged in a ring [arranged as seen in image] * the presence of five hydroxyl groups allows the polymerisation of glucose to form cellulose, starch and glycogen * the 'backbone' of polymers is formed by the elimination of water [H2O] between C1 of one glucose molecule and C4 of another
43
Cellulose
* monomer: glucose [C6H12O6] - ring carbohydrate * undegoes condensation polymerisation * the elimination of water occurs between C1 of one glucose molecule and C4 of another * polymer contains 1800-3000 glucose units per molecule * fibre-like material - present as long chains packed close together * the polymer chains of cellulose lie parallel to the axis of the cellulose fibre * fibres are held together by strong H bonds [between H and OH groups * cotton fibres are 90% cellulose * rigid, strong, able to resist chemical attack and highly insoluble
44
Starch
* monomer: glucose [C6H12O6] - ring carbohydrate * undergoes condensation polymerisation * the elimination of water occurs between C1 of one glucose molecule and C4 of another * fluffy, powdery material with numerous side chains * isn't as closely packed as cellulose * not very reactive [insoluble in cold water but soluble in hot water]
45
Natural vs Synthetic
Natural: * starch * cellulose * rubber * cotton * silk Synthetic: * made from fossil fuels * polyethylene [PE] * polyvinylchloride [PVC] * polystyrene [PS] * Teflon * Kevlar * nylon
46
Fermentation of glucose
* decomposition process of glucose into ethanol * chemical equation for fermentation: C6H12O6 (aq) → 2C2H5OH(l) + 2CO2 (g) * conditions necessary: * the substrate [glucose or succrose] being in solution * the presence of yeast [provides catalyst zymase] * an approx. temperature of 37°C [blood temp.] * the exclusion of air [anaerobic] * suitable pH * N.B. once the cocentration of ethanol reaches 14-15% the yeast can no longer survive therefore fermentation stops
47
Biopolymers