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Polyurea

Polyurea

Overview
Polyurea is a type of elastomer
Elastomer
An elastomer is a polymer with the property of viscoelasticity , generally having notably low Young's modulus and high yield strain compared with other materials. The term, which is derived from elastic polymer, is often used interchangeably with the term rubber, although the latter is preferred...

 that is derived from the reaction product of an isocyanate
Isocyanate
Isocyanate is the functional group of elements –N=C=O , not to be confused with the cyanate functional group which is arranged as –O–C≡N or with isocyanide, R-N≡C. Any organic compound which contains an isocyanate group may also be referred to in brief as an isocyanate. An isocyanate may have more...

 component and a synthetic resin
Synthetic resin
Synthetic resins are materials with a property of interest that is similar to natural plant resins: they are viscous liquids that are capable of hardening permanently. Otherwise, chemically they are very different from the various resinous compounds secreted by plants .The synthetics are of several...

 blend component through step-growth polymerization
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 and some synthetic polymers are produced by step-growth...

. The isocyanate can be aromatic or aliphatic in nature. It can be monomer
Monomer
A monomer is an atom or a small molecule that may bind chemically to other monomers to form a polymer; the term "monomeric protein" may also be used to describe one of the proteins making up a multiprotein complex...

, polymer
Polymer
A polymer is a large molecule composed of repeating structural units. These subunits are typically connected by covalent chemical bonds...

, or any variant reaction of isocyanates, quasi-prepolymer
Prepolymer
The term pre-polymer refers to a monomer or system of monomers that have been reacted to an intermediate molecular weight state. This material is capable of further polymerization by reactive groups to a fully cured high molecular weight state. As such, mixtures of reactive polymers with un-reacted...

 or a prepolymer. The prepolymer, or quasi-prepolymer, can be made of an amine
Amine
Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...

-terminated polymer resin, or a hydroxyl
Hydroxyl
A hydroxyl is a chemical group containing an oxygen atom covalently bonded with a hydrogen atom. In inorganic chemistry, the hydroxyl group is known as the hydroxide ion, and scientists and reference works generally use these different terms though they refer to the same chemical structure in...

-terminated polymer resin.
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Encyclopedia
Polyurea is a type of elastomer
Elastomer
An elastomer is a polymer with the property of viscoelasticity , generally having notably low Young's modulus and high yield strain compared with other materials. The term, which is derived from elastic polymer, is often used interchangeably with the term rubber, although the latter is preferred...

 that is derived from the reaction product of an isocyanate
Isocyanate
Isocyanate is the functional group of elements –N=C=O , not to be confused with the cyanate functional group which is arranged as –O–C≡N or with isocyanide, R-N≡C. Any organic compound which contains an isocyanate group may also be referred to in brief as an isocyanate. An isocyanate may have more...

 component and a synthetic resin
Synthetic resin
Synthetic resins are materials with a property of interest that is similar to natural plant resins: they are viscous liquids that are capable of hardening permanently. Otherwise, chemically they are very different from the various resinous compounds secreted by plants .The synthetics are of several...

 blend component through step-growth polymerization
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 and some synthetic polymers are produced by step-growth...

. The isocyanate can be aromatic or aliphatic in nature. It can be monomer
Monomer
A monomer is an atom or a small molecule that may bind chemically to other monomers to form a polymer; the term "monomeric protein" may also be used to describe one of the proteins making up a multiprotein complex...

, polymer
Polymer
A polymer is a large molecule composed of repeating structural units. These subunits are typically connected by covalent chemical bonds...

, or any variant reaction of isocyanates, quasi-prepolymer
Prepolymer
The term pre-polymer refers to a monomer or system of monomers that have been reacted to an intermediate molecular weight state. This material is capable of further polymerization by reactive groups to a fully cured high molecular weight state. As such, mixtures of reactive polymers with un-reacted...

 or a prepolymer. The prepolymer, or quasi-prepolymer, can be made of an amine
Amine
Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...

-terminated polymer resin, or a hydroxyl
Hydroxyl
A hydroxyl is a chemical group containing an oxygen atom covalently bonded with a hydrogen atom. In inorganic chemistry, the hydroxyl group is known as the hydroxide ion, and scientists and reference works generally use these different terms though they refer to the same chemical structure in...

-terminated polymer resin.

The resin blend may be made up of amine-terminated polymer resins, and/or amine-terminated chain extenders. The amine-terminated polymer resins will not have any intentional hydroxyl moieties. Any hydroxyls are the result of incomplete conversion to the amine-terminated polymer resins. The resin blend may also contain additives, or non-primary components. These additives may contain hydroxyls, such as pre-dispersed pigments in a polyol
Polyol
A polyol is an alcohol containing multiple hydroxyl groups. In two technological disciplines the term "polyol" has a special meaning: food science and polymer chemistry.- Polyols in food science :...

 carrier. Normally, the resin blend will not contain a catalyst(s).

Polymer structure


The word polyurea is derived from the Greek words πολυ- - poly- meaning "many"; and ουρίας - oûron meaning "to urinate". The latter term refers to the substance urea
Urea
Urea or carbamide is an organic compound with the chemical formula CO2. The molecule has two —NH2 groups joined by a carbonyl functional group....

, found in urine, rather than urine
Urine
Urine is a typically sterile liquid by-product of the body that is secreted by the kidneys through a process called urination and excreted through the urethra. Cellular metabolism generates numerous by-products, many rich in nitrogen, that require elimination from the bloodstream...

 itself. Urea
Urea
Urea or carbamide is an organic compound with the chemical formula CO2. The molecule has two —NH2 groups joined by a carbonyl functional group....

 or carbamide is an organic compound
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

 with the chemical formula (NH2)2CO. The molecule
Molecule
A molecule is an electrically neutral group of at least two atoms held together by covalent chemical bonds. Molecules are distinguished from ions by their electrical charge...

 has two amine
Amine
Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...

 groups (–NH2) joined by a carbonyl
Carbonyl
In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom: C=O. It is common to several classes of organic compounds, as part of many larger functional groups....

 functional group
Functional group
In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. The same functional group will undergo the same or similar chemical reaction regardless of the size of the molecule it is a part of...

 (C=O). In a polyurea, alternating monomer units of isocyanates and amines react with each other to form urea linkages. Ureas can also be formed from the reaction of isocyanates and water which forms a carbamic acid intermediate. This acid quickly decomposes by splitting off carbon dioxide and leaving behind an amine. This amine then reacts with another isocyanate group to form the polyurea linkage. This two step reaction is used in what is commonly but improperly called polyurethane foams. The carbon dioxide that is liberated in this reaction is the primary blowing (foaming) agent especially in many polyurethane foams which more precisely should be called polyurethane/urea foams.

Uses


Polyurea and polyurethane
Polyurethane
A polyurethane is any polymer composed of a chain of organic units joined by carbamate links. Polyurethane polymers are formed through step-growth polymerization, by reacting a monomer with another monomer in the presence of a catalyst.Polyurethanes are...

 are copolymers used in the manufacture of spandex
Spandex
Spandex or elastane is a synthetic fibre known for its exceptional elasticity. It is strong, but less durable than natural Latex, its major non-synthetic competitor. It is a polyurethane-polyurea copolymer that was co-invented in 1959 by chemists C. L. Sandquist and Joseph Shivers at DuPont's...

, which was invented in 1959.

Development of two-component polyurethane and polyurea spray elastomers took place in the 1990s. Their fast reactivity and relative insensitivity to moisture make them useful coatings for large surface area projects, such as secondary containment, manhole and tunnel coatings, tank liners, and truck bed liners. Excellent adhesion to concrete and steel is obtained with the proper primer and surface treatment. They can also be used for spray molding and armor. Some polyureas reach strengths of 6000psi (40MPa) tensile and over 500% elongation making it a tough coating. The quick cure time allows many coats to be built up quickly.