polymers. addition polymers condensation polymers
TRANSCRIPT
POLYMERS
POLYMERS
Addition polymers
Condensation polymers
Some definitions
Polymer
long chain molecule made from lots of small molecules joined together
Monomer
small molecules that join together in polymerisation
Addition Polymerisationformation of long chain molecules from lots of small
molecules joining together – with no other product
Condensation Polymerisationformation of long chain molecules from lots of small
molecules joining together – with a small molecule (e.g. water) released
http://users.argonet.co.uk/users/hoptonj/polymer.htm
Addition polymers
Addition polymers
H
C C
H
HH
H
C
H H
H
C
n
n
ethene poly(ethene)
polythene
Addition polymers
n
phenylethene poly(phenylethene)
H
C C
C6H5
HH
H
C
H H
C6H5
C
n
polystyrene
Addition polymers
n
methyl 2-propenoate poly(methyl 2-propenoate )
perspex
H
C
H COOCH3
CH3
Cn
H
C C
CH3
COOCH3H
Addition polymers
n
methyl 2-cyanopropenoate
superglue
H
C C
CN
COOCH3H
H
C
H COOCH3
CN
Cn
poly(methyl 2-cyanopropenoate)
Addition polymers
n
chloroethene
PVC
poly(chloroethene)
H
C C
Cl
HH
H
C
H H
Cl
Cn
Addition polymers
n
tetrafluoroethene
PTFE / Teflon
poly(tetrafluoroethene)
F
C C
F
FF
F
C
F F
F
Cn
Addition polymers
n
propene poly(propene)
H
C C
CH3
HH
H
C
H H
CH3
Cn
Addition polymers
• Catalysts are used for the polymerisation, and the exact mechanism depends on the catalyst and alkene (it is not electrophilic addition – it is usually catalytic addition).
• Polyalkenes are inert, although can burn.
• As they are inert, they are non-biodegradable.
Condensation polymers
• Condensation polymers are polymers formed from condensation reactions between monomers. A small molecule (often water) is produced as well as the polymer.
• Many natural polymers are condensation polymers, e.g. silk, starch and DNA.
• The two main types are polyesters and polyamides.
Polyesters
• Esters are formed on reaction between carboxylic acids and alcohols.
• Polyesters are formed when dicarboxylic acids react with diols.
• Polyesters are hydrolysed (in the presence of strong acid or a specific enzyme) into their constituent acid and alcohol, so they are bio-degradable .
Polyesters
HO C
O O
C OH OHHO HO OH
O
C OHHO C
O
strong acid or specific enzyme
- H2O
O
O
C OO C
O
C
O O
C O O
Polyesters
strong acid or specific enzyme
C
O
OHC
O
HO
benzene-1,4-dicarboxylic acid
HO CH2 CH2 OH
ethane-1,2-diol
n + n
terylene (PET)
C
O
O CH2 CH2 OC
O
n
+ 2n H2O
Polyesters
NH2H2N C
O
HO C
O
OHn n
benzene-1,4-diamine benzene-1,4-dicarboxylic acid
N C
O
C
O
N
HHn
+ 2n H2O
Kevlar
Polyesters
• Amides are formed on reaction between carboxylic acids and amines.
• Polyamides are formed when dicarboxylic acids react with diamines.
• Polyamides are hydrolysed (in the presence of strong acid or a specific enzyme), so they are bio-degradable.
.
.
Polyamides
strong acid or specific enzyme
HO C
O
(CH2)4 C
O
OH H2N (CH2)6 NH2n + n
hexanedioic acid 1,6-diaminohexane
nylon-6,6
C
O
(CH2)4 C N
O
H
(CH2)6 N
H n
+ 2n H2O
Polyamides
strong acid or specific enzyme
H2N (CH2)5 C
O
OHn
n
+ n H2O N (CH2)5 C
O
H