Rubber | Monomers | Formula | Applications |
(i) Neoprene rubber | \[\underset{\text{Chloroprene}}{\mathop{C{{H}_{2}}=\underset{Cl\,}{\mathop{\underset{|}{\mathop{C}}\,-}}\,CH=C{{H}_{2}}}}\,\] | \[{{\left( -C{{H}_{2}}-\underset{Cl\,}{\mathop{\underset{|}{\mathop{C}}\,=}}\,CH-C{{H}_{2}}- \right)}_{n}}\] | Making automobile, refrigerator parts and electric wire. |
(ii) Styrene Butadiene Rubber (SBR) or Buna-S | Making of tyre and other mechanical rubber goods. | ||
(iii) Butyl rubber | \[{{\left( -C{{H}_{2}}-\overset{C{{H}_{3}}\,\,\,\,\,\,}{\mathop{\overset{|}{\mathop{C}}\,=CH}}\,-C{{H}_{2}}-\underset{C{{H}_{3}}\,\,\,\,\,\,\,}{\overset{C{{H}_{3}}\,\,\,\,\,\,\,}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,-C{{H}_{2}}}}}\,- \right)}_{n}}\] | Making of toys, tyre, tube etc. | |
(iv) Nitrile rubber or Buna N or GRA | \[\underset{\text{Butadiene }(75%)}{\mathop{C{{H}_{2}}=CH-CH=C{{H}_{2}}}}\,\]and \[\underset{\text{Acrylonitrile }(25%)}{\mathop{C{{H}_{2}}=CH-CN}}\,\] | \[{{\left( -C{{H}_{2}}-\underset{CN}{\mathop{\underset{|}{\mathop{C}}\,H}}\,-C{{H}_{2}}-CH=CH-C{{H}_{2}}- \right)}_{n}}\] | more...
It is a polymer which is capable of returning to its original length, shape or size after being stretched or deformed. It is the example of elastomer. Rubber are of two types.
(1) Natural rubber
(2) Synthetic rubber
(1) Natural rubber : It is obtained as latex from rubber trees. The latex is coagulated with acetic acid or formic acid. The coagulated mass is then squeezed.
The raw natural rubber is a soft gummy and sticky mass. It is insoluble in water, dil. Acids and alkalies but soluble in benzene, chloroform, ether, petrol and carbon disulphide. It absorb a large amount of water. It has low elasticity and tensile strength.
Destructive distillation of natural rubber gives mainly isoprene (2-methyl butadiene).
Thus isoprene is a monomer of natural rubber the no. of isoprene unit are 11,000 to 20,000 which linked together in a chain.
\[\underset{\text{Isopreme}}{\mathop{nC{{H}_{2}}=\overset{C{{H}_{3}}\,\,\,\,\,}{\mathop{\overset{|}{\mathop{C}}\,-CH}}\,}}\,=C{{H}_{2}}\xrightarrow{\text{Polymerisation}}\]\[\underset{\text{Natural rubber}}{\mathop{{{\left[ -C{{H}_{2}}-\overset{C{{H}_{3}}\,\,\,\,\,\,\,}{\mathop{\overset{|}{\mathop{C}}\,=CH}}\,-C{{H}_{2}}- \right]}_{n}}}}\,\]
(2) Synthetic rubber : The synthetic rubber is obtained by polymerising certain organic compounds which may have properties similar to rubber and some desirable properties. Most of these are derived from butadiene derivatives and contain carbon-carbon double bonds. The synthetic rubbers are either homopolymers of 1, 3 butadiene or copolymer in which one of the monomers is 1, 3 butadiene or its derivative so that the polymer has the availability of double bonds for its vulcanization. Some important examples are Neoprene, styrene, butadiene rubber (SBR) thiokol, silicones, polyurethane, rubber etc.
Vulcanization of rubber : The process of heating natural rubber with sulphur to improve its properties is called vulcanization. Vulcanization was introduced by Charles Goodyear.
Although natural rubber is thermoplastic substance in which there are no cross link between the polymer chain and it on vulcanization set into a given shape which is retained.
The vulcanization process performed originally was slow. Now a days, some additives such as zinc oxide etc. are used to accelerate the rate of vulcanization. During vulcanization, sulphur cross links are formed (figure) the double bonds in the rubber molecule acts as reactive sites. The allylic\[-C{{H}_{2}}\], alpha to double bond is also very reactive. During vulcanization, sulphur forms cross links at these reactive sites. As a result, rubber gets stiffened and intermolecular movement of rubber springs is prevented resulting in physical character of rubber. The extent of stiffness of vulcanized rubber depend upon the amount of sulphur added. For example about 5% sulphur is used for making tyre rubber while 30% of the sulphur is used for making battery case rubber.
In a polymer, the chains are normally tangled up with each other. When the rubber is stretched, the chains straighten out to some extent. The chains cannot slip past each other because of the polysulphide bridges. Thus, rubber can be stretched only to a limited extent. When the tension is removed, the chains try to coil up more...
(1) Chain growth or addition polymerisation : It involve a series of reaction each of which consumes a reactive particle and produces another similar one. The reactive particle may be free radicals or ion (cation or anion) to which monomers get added by a chain reaction. The polymers thus formed are known as chain growth polymers. Chain growth polymerisation is an important reaction of alkenes and conjugated dienes or indeed of all kinds of compounds that contain carbon-carbon double bond polythene, polypropylene, polybutadiene, teflon PVC, polystyrene are some of chain growth polymers. It is based on three mechanism
(i) Free radical mechanism
(ii) Cation mechanism
(iii) Anion mechanism
Each mechanism of polymerisation reaction involves an initiator of their corresponding nature. The addition polymerisation reaction is very rapid and is also characterized by three steps i.e. chain initiation, chain propogation and chain termination step.
(i) Free-radical mechanism : Free-radical polymerisation is initiated by organic peroxide or other reagents which decompose to give free radicals. Following steps are involved.
(a) Chain initiation : Organic peroxides undergo homolytic fission to form free radicals.
(b) Chain propagation : Free radical adds to an alkene molecule to form a new free radical.
The free radical formed attacks another alkene molecule and the process continues in building a long chain.
(c) Chain termination : The chain reaction comes to halt when two free radical chains combine.
\[2R{{(C{{H}_{2}}C{{H}_{2}})}_{n}}C{{H}_{2}}\overset{\bullet }{\mathop{C}}\,{{H}_{2}}\to R{{(C{{H}_{2}}C{{H}_{2}})}_{n}}C{{H}_{2}}C{{H}_{2}}:C{{H}_{2}}C{{H}_{2}}{{(C{{H}_{2}}C{{H}_{2}})}_{n}}R\]\[:C{{H}_{2}}C{{H}_{2}}{{(C{{H}_{2}}C{{H}_{2}})}_{n}}R\]
(1) Classification based on source of availability : They are classified as
(i) Natural polymers (ii) Synthetic polymers (iii) Semi-synthetic polymers
(i) Natural polymers : The polymers obtained from nature (plants and animals) are called natural polymers. These polymers are very essential for life. They are as under.
(a) Starch : It is polymer of glucose and it is food reserve of plant.
(b) Cellulose : It is also a polymer of glucose. It is a chief structural material of the plant both starch and cellulose are made by plants from glucose produced during photosynthesis.
(c) Proteins : These are polymers of a-amino acids, they have generally 20 to 1000 \[\alpha \] amino acid joined together in a highly organized arrangement. These are building blocks of animal body and constitute an essential part of our food.
(d) Nucleic acids : These are polymers of various nucleotides. For example RNA and DNA are common nucleotides.
The diazonium salts have the general formula \[ArN_{2}^{+}{{X}^{}}\], where X– may be an anion like Cl–, Br– etc. and the group \[N_{2}^{+}(-N\equiv {{N}^{+}})\] is called diazonium ion group.
(1) Nomenclature : The diazonium salts are named by adding the word diazonium to the name of the parent aromatic compound to which they are related followed by the name of the anion. For example,
The diazonium salt may contain other anions also such as \[NO_{3}^{},HSO_{4}^{},B{{F}_{4}}\] etc.
(2) Preparation of diazonium salts :
\[NaN{{O}_{2}}+HCl\to NaCl+HONO\]
The reaction of converting aromatic primary amine to diazonium salt is called diazotisation.
(3) Physical properties of diazonium salts
(i) Diazonium salts are generally colourless, crystalline solids.
(ii) These are readily soluble in water but less soluble in alcohol.
(iii) They are unstable and explode in dry state. Therefore, they are generally used in solution state.
(iv) Their aqueous solutions are neutral to litmus and conduct electricity due to the presence of ions.
(4) Chemical properties of diazonium salts
(i) Substitution reaction : In substitution or replacement reactions, nitrogen of diazonium salts is lost as \[{{N}_{2}}\] and different groups are introduced in its place.
(a) Replacement by \[-OH\] group
(b) Replacement by hydrogen
(c) Replacement by \[-Cl\] group
This reaction is called Sandmeyer reaction.
When the diazonium salt solution is warmed with copper powder and the corresponding halogen acid, the respective halogen is introduced. The reaction is a modified form of Sandmeyer reaction and is known as Gattermann reaction.
(d) Replacement by iodo \[(-I)\] group
(e) Replacement by \[-F\] group
This reaction is called Balz Schiemann reaction.
(f) Replacement by Cyano \[(-CN)\]group
The nitriles can be hydrolysed to acids.
This method of preparing carboxylic acids is more useful than carbonation of Grignard reagents.
(g) Replacement by \[-N{{O}_{2}}\] group
(h) Replacement by thio \[(-SH)\] group
(ii) Coupling reactions : The diazonium ion acts as an electrophile because there is positive charge on terminal nitrogen. It can react with nucleophilic aromatic compounds \[(Ar-H)\] activated by electron donating groups (\[-OH\] and \[-N{{H}_{2}}\]), which as strong nucleophiles react with aromatic diazonium salts. Therefore, benzene diazonium chloride couples with electron rich aromatic more...
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