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ORGANIC CHEMISTRY 1.1 -POLYMERS

It is obtained from 2 words
– Poly – many
– Merons- units
· Polymers are gigantic molecules which form chain of molecules.
·
A polymer is a giant chain like molecule obtained by intermolecular combination of large number of small molecules of the same or different types known as monomers.
E.g: Nylon 6,6
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
· Monomers are small molecules(simple molecules having low molecules) which capable of combining almost infinity together to form a polymers.

Structure of polymers
The primary structure of polymers is given by the types of monomers and their arrangement in molecules in the polymer.
If the polymer is made up of one types of monomer, it is known as Homopolymer or simple polymer.
E.g:
i. EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

ii. PVC i.e EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

If the polymer is made up of two or more different types of monomers known as copolymer

There are 3 types of copolymer depending on order of polymer units



TYPES OF POLYMERS
  • Synthetic Polymers.
  • Natural / Synthetic rubber.
  • Vulcanisation .


EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Examples of copolymer include:
(a) Nylon 6,6
(b) Polyester
Polymer can be classified into 2 classes on the basis of their structures
(a) Linear polymer
(b) Branched chain polymer



Linear chain polymer
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


Branched chain polymer
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Properties:
i. Linear chain polymer have higher melting point and boiling point than branched polymers
Reason: – Van der Waal forces are stronger in the linear chain polymer.
ii. Linear polymer have higher density
iii. Linear polymer also have higher tensile strength

i)Classification based on molecular forces
There are 2 major classes
1. Thermosetting polymer
2. Thermoplastic polymer

THERMOSETTING POLYMER
– These are polymers which cannot be moulded on heating
– When heated they become hard.
Reason: – On heating they undergo further reaction which increases cross linked chain. They cannot be fused i.e infusible.
E.g: Bakelite
THERMOPLASTIC POLYMER
These are polymers which can be moulded on heating.
– They become soft when and when heated become stiff
E.g: PVC
They are linear structures with no cross linkage. Van der Waal will exist between molecules



ii)Classification based on the nature of polymer
There are 2 major classes
1. Natural
2. Artificial or synthetic polymer
Natural polymers
Example:
i. Cotton made up of cellulose, starch (made of glucose)

ii. Bamboo stick
iii. Paper
iv. Proteins
v. DNA, monomer nucleic acid

Artificial polymers
Example:
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
iii)Classification based on the mechanism of polymerization
There are 2 major classes of polymer
a. Addition polymer
b. Condensation polymer
A.
Addition polymerization
This is due to combination of unsaturated monomers (contain double or triple bond)
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Ethene polyethene

Addition polymerization proceeds into 3 possible mechanisms
1. -Free radical polymerization
2. -Cationic polymerization
3. -Anionic polymerization

Free radical polymerization
Free radical polymerization is one which the reaction are catalysed by free radical obtained by organic peroxide (R–O–O–R`)


EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS Step: 01 Chain initiation step
.EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Step : 02 Chain propagation step
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Step: 03 Chain termination step
The reaction stops when two free reactions combine or when the radicals undergo disproportionation
R EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS + R EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Example
Polymer
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Chain initiation step .
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Chain propagation step
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Chain termination step
R–EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Polymer
Other polymer can be made from
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Cationic polymerization
In this polymerization the initiator is an electrophyl. The electrophyl adds to the alkene causing it to become a cation
Example of initiators:-
electrophiles H+, – NO2
i. Lewis acid e.g EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS, EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS, H+



Mechanism
1. 1. Chain initiation step
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Here we use a strong base to remove the hydrogen


Other monomers which can undergo Cationic polymerization include
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


Using Isobutylene
1.
1. Chain initiation step

EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
2.Chain propagation step

EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
3.
3. Chain termination step
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Anionic polymerization
Mechanism
Initiated by nucleophile that react with alkenes to form anionic propagating site
Example of nucleophile

NaNH2

Butyl lithium BuLi

R – O (Alkoxide)

Grignard reagent

This reaction occur if the carbon is stabilized by a suitable electron withdrawing group

EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Mechanism
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


Polytetraloroethene
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS



Uses of polymers :
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Used in making pipes, bags, container and unbreakable bottles

Polyethene EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Used in making pipes, containers, bottles, electrical insulation
Styrene
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
USES:
– Household goods
– Electrical insulationEcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
– Optical lenses

Polychloroethane

EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

Typical chain section
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
USES;
– Cable insulation
– Pipes
– Hoses
– Fabrics
– Flooring

Polytetrafluoroethane
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
USES:
– -Surface coating of fans (non stick)
– -Pipes
– -Apparatus for chemical plants


6. Polypropanonitrile
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERSMonomer
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

USES:
-Tertiles


7.Polyethanylethanoate (vinyl acetate)
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERSEcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
USES:
– -Paints
– -Adhesives
– -Water repellent coating

8.Perspex (polymethyl-2- methyl(propanoate)
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
USES:
– -Optical lenses
– -Glasses
– -Used as glue and paint



CONDESATION POLYMERIZATION
It takes place through condensation reaction between two bifunctional or trifunctional monomers with simultaneous loss of small molecules such as H2O, HCl, NH3 etc.
Example:
i. Polyesters
ii. Polyamides or polypeptides
iii. Terylene
It is made up of two monomers


Polyester e.g Terylene.
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


Polyamides e.g Nylon 6, 6 (polyamide)
It is made up of two monomers
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
Nylon 6,6
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS
EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS


EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS

EcoleBooks | CHEMISTRY A LEVEL(FORM SIX) NOTES - ORGANIC CHEMISTRY 1.1 -POLYMERS




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