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4.2.2 Polyesters and Polyamides

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1.

Synthetic polyamides, such as nylon, contain the same link as polypeptides. Nylon is
the general name for a family of polyamides.
A short section of a nylon polymer is shown below.

O
C

(CH2)8

O
(CH2)6

(CH2)8

(CH2)6

N
H

Draw the structures of two monomers that could be used to make this nylon.

[Total 2 marks]

2.

Short sections of the molecular structures of two polymers are shown below.
H

polymer C
O

polymer D

(a)

(i)

Circle, on the diagrams above, the simplest repeat unit in each polymer.
[2]

Plymstock School

(ii)

In the boxes below, draw the displayed formulae of the two monomers that
could be used to prepare polymer D.

[2]

(b)

Chemists have developed degradable polymers to reduce the quantity of plastic


waste being disposed of in landfill sites. Polymer D is more likely to be a
degradable polymer than polymer C.
Suggest two reasons why.
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[2]
[Total 6 marks]

3.

Nylon is sometimes used for electrical insulation. However, if there is a risk of high
temperatures then a polymer such as Nomex, with a higher melting point, is used.
The repeat unit of Nomex is shown below.

Plymstock School

C
N

(i)

Draw the structures of two monomers that could be used to form Nomex.

[2]

(ii)

Suggest a reason why the melting point of Nomex is higher than that of nylon.
........................................................................................................................
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[1]
[Total 3 marks]

4.

The fibres used in carpets are made from synthetic or natural polymers such as
nylon-6,6, OrlonTM and wool.
(a)

Complete the table below.


OrlonTM

nylo-6,6

monomer(s)

HO

repeat unit of
the polymer

(CH2)4

H2N

(CH2)6

NH2

OH

CN

type of
polymerisation
[4]

Plymstock School

(b)

Nylon-6,6 can be made from its monomers in the laboratory in two stages as
shown below.
O
HO

O
(CH2)4

OH

stage 1
O
Cl

O
(CH2)4

Cl

H2N

(CH2)6

NH2

stage 2
nylon-6,6

(i)

State a suitable reagent to carry out stage 1.


...............................................................................................................
[1]

(ii)

Deduce the inorganic product that is also formed in stage 2.


...............................................................................................................
[1]

(c)

Industrially, nylon-6,6 is not manufactured by the method in (b). Instead, the two
monomers are mixed directly at room temperature to give a salt. This salt is then
heated to convert it to nylon-6.6.
Suggest the structures of the two ions present in this salt.

[2]

Plymstock School

(d)

Wool is a protein. It is a natural polymer made by the same type of polymerisation


as nylon-6,6.
A section of the polymer chain in a protein is shown below.

CH2

H2C

CH3

OH

(i)

How many monomer units does this section contain?


.................................................
[1]

(ii)

Draw the structure of one of the monomer molecules that was used to form
this section.

[1]

Plymstock School

(iii)

State three ways in which the monomer units of a protein differ from those
of nylon-6,6.
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[3]
[Total 13 marks]

5.

Poly(phenylethene) is one of the most versatile and successful polymers.


The 3-D skeletal formula of a section of atactic poly(phenylethene) is shown in the
diagram below.

(i)

State the type of polymerisation used to make poly(phenylethene).


........................................................................................................................
[1]

(ii)

Draw a skeletal or displayed formula to show the monomer used to make


poly(phenylethene).

[1]

Plymstock School

(iii)

Outline how the polymer is formed from the monomer molecules. (You do not
need to give any details of the catalyst or conditions involved.)

........................................................................................................................
........................................................................................................................
........................................................................................................................
........................................................................................................................
........................................................................................................................
[2]
[Total 4 marks]

Plymstock School

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