In
polymer chemistry
Polymer chemistry is a sub-discipline of chemistry that focuses on the structures of chemicals, chemical synthesis, and chemical and physical properties of polymers and macromolecules. The principles and methods used within polymer chemistry ar ...
, condensation polymers are any kind of
polymer
A polymer (; Greek '' poly-'', "many" + '' -mer'', "part")
is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic a ...
s whose process of
polymerization
In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many f ...
involves a
condensation reaction (i.e. a small molecule, such as
water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as ...
or
methanol
Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical and the simplest aliphatic alcohol, with the formula C H3 O H (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is ...
, is produced as a byproduct). Condensation polymers are formed by polycondensation, when the polymer is formed by condensation reactions between species of all
degrees of polymerization, or by condensative
chain polymerization, when the polymer is formed by sequential addition of monomers to an
active site
In biology and biochemistry, the active site is the region of an enzyme where substrate molecules bind and undergo a chemical reaction. The active site consists of amino acid residues that form temporary bonds with the substrate ( binding site) ...
in a
chain reaction. The main alternative forms of polymerization are chain polymerization and
polyaddition, both of which give
addition polymers.
Condensation polymerization is a form of
step-growth polymerization
Step-growth polymerization refers to a type of polymerization mechanism in which bi-functional or multifunctional monomers react to form first dimers, then trimers, longer oligomers and eventually long chain polymers. Many naturally occurring ...
. Linear polymers are produced from
bifunctional monomers, i.e. compounds with two reactive
end-groups. Common condensation polymers include
polyamide
A polyamide is a polymer with repeating units linked by amide bonds.
Polyamides occur both naturally and artificially. Examples of naturally occurring polyamides are proteins, such as wool and silk. Artificially made polyamides can be made th ...
s,
polyacetals, and
protein
Proteins are large biomolecules and macromolecules that comprise one or more long chains of amino acid residues. Proteins perform a vast array of functions within organisms, including catalysing metabolic reactions, DNA replication, res ...
s.
Polyamides
One important class of condensation polymers are
polyamide
A polyamide is a polymer with repeating units linked by amide bonds.
Polyamides occur both naturally and artificially. Examples of naturally occurring polyamides are proteins, such as wool and silk. Artificially made polyamides can be made th ...
s. They arise from the reaction of
carboxylic acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxyli ...
and an amine. Examples include
nylon
Nylon is a generic designation for a family of synthetic polymers composed of polyamides ( repeating units linked by amide links).The polyamides may be aliphatic or semi-aromatic.
Nylon is a silk-like thermoplastic, generally made from pet ...
s and
protein
Proteins are large biomolecules and macromolecules that comprise one or more long chains of amino acid residues. Proteins perform a vast array of functions within organisms, including catalysing metabolic reactions, DNA replication, res ...
s. When prepared from amino-carboxylic acids, e.g. amino acids, the stoichiometry of the polymerization includes co-formation of water:
:n H
2N-X-CO
2H →
N-X-C(O)sub>n + (n-1) H
2O
When prepared from
diamine
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive.
In terms of quantities ...
s and
dicarboxylic acid
In organic chemistry, a dicarboxylic acid is an organic compound containing two carboxyl groups (). The general molecular formula for dicarboxylic acids can be written as , where R can be aliphatic or aromatic. In general, dicarboxylic acids sho ...
s, e.g. the production of
nylon 66, the polymerization produces two molecules of water per repeat unit:
:n H
2N-X-NH
2 + n HO
2C-Y-CO
2H →
N-X-NHC(O)-Y-C(O)sub>n + (2n-1) H
2O
:
Polyesters
One important class of condensation polymers are
polyesters. They arise from the reaction of
carboxylic acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxyli ...
and an alcohol. Examples include
polyethyleneterephthalate
Polyethylene terephthalate (or poly(ethylene terephthalate), PET, PETE, or the obsolete PETP or PET-P), is the most common thermoplastic polymer resin of the polyester family and is used in fibres for clothing, containers for liquids and foods, ...
:
:n HO-X-OH + n HO
2C-Y-CO
2H →
2C-Y-C(O)">-X-O2C-Y-C(O)sub>n + (2n-1) H
2O
Safety and environmental considerations
Condensation polymers tend to be more biodegradable than
addition polymers. The peptide or ester bonds between monomers can be hydrolysed, especially in the presence of catalysts or bacterial
enzyme
Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products ...
s.
See also
*
Biopolymer
Biopolymers are natural polymers produced by the cells of living organisms. Like other polymers, biopolymers consist of monomeric units that are covalently bonded in chains to form larger molecules. There are three main classes of biopolymers, ...
*
Epoxy resins
Epoxy is the family of basic components or cured end products of epoxy resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide functional group is also co ...
*
Polyamide
A polyamide is a polymer with repeating units linked by amide bonds.
Polyamides occur both naturally and artificially. Examples of naturally occurring polyamides are proteins, such as wool and silk. Artificially made polyamides can be made th ...
*
Polyester
Polyester is a category of polymers that contain the ester functional group in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include natura ...
References
External links
Polymers (and condensation polymers) - Virtual Text of Organic Chemistry, William Reusch
{{DEFAULTSORT:Condensation Polymer
Polymer chemistry
Polymerization reactions