In
organic chemistry
Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...
, amine value is a measure of the
nitrogen
Nitrogen is a chemical element; it has Symbol (chemistry), symbol N and atomic number 7. Nitrogen is a Nonmetal (chemistry), nonmetal and the lightest member of pnictogen, group 15 of the periodic table, often called the Pnictogen, pnictogens. ...
content of an
organic molecule. Specifically, it is usually used to measure the
amine
In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...
content of amine functional compounds. It may be defined as the number of
milligram
The kilogram (also spelled kilogramme) is the base unit of mass in the International System of Units (SI), equal to one thousand grams. It has the unit symbol kg. The word "kilogram" is formed from the combination of the metric prefix kilo- (m ...
s of
potassium hydroxide
Potassium hydroxide is an inorganic compound with the formula K OH, and is commonly called caustic potash.
Along with sodium hydroxide (NaOH), KOH is a prototypical strong base. It has many industrial and niche applications, most of which utili ...
(KOH) equivalent to one gram of
epoxy
Epoxy is the family of basic components or Curing (chemistry), cured end products of epoxy Resin, resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide fun ...
hardener resin. The units are thus mg KOH/g.
List of ASTM methods
There are a number of ASTM analytical test methods to determine amine value. A number of states in the United States have adopted their own test methods but they are based on ASTM methods. Although there are similarities with the method it is not the same as an
acid value
In chemistry, acid value (AV, acid number, neutralization number or acidity) is a number used to quantify the acidity of a given chemical substance. It is the quantity of Base (chemistry), base (usually potassium hydroxide (KOH)), expressed as m ...
.
* ASTM D2073 - This is a potentiometric method.
* ASTM D2074-07
* ASTM D2896 - potentiometric method with
perchloric acid
Perchloric acid is a mineral acid with the formula H Cl O4. It is an oxoacid of chlorine. Usually found as an aqueous solution, this colorless compound is a stronger acid than sulfuric acid, nitric acid and hydrochloric acid. It is a powerful oxid ...
.
* ASTM D6979-03
First principles
The amine value is useful in helping determine the correct
stoichiometry
Stoichiometry () is the relationships between the masses of reactants and Product (chemistry), products before, during, and following chemical reactions.
Stoichiometry is based on the law of conservation of mass; the total mass of reactants must ...
of a two component amine cure
epoxy
Epoxy is the family of basic components or Curing (chemistry), cured end products of epoxy Resin, resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide fun ...
resin system.
[Howarth, GA. Master of Science thesis "The synthesis of a legislation compliant corrosion protection paint system, based on waterborne epoxy, urethane and oxazolidine technology". April 1997 Imperial College London Chapter 3.2.3 Amine stoichiometry page 56]
It is the number of Nitrogens x 56.1 (Mwt of KOH) x 1000 (convert to milligrams) divided by
molecular mass
The molecular mass () is the mass of a given molecule, often expressed in units of daltons (Da). Different molecules of the same compound may have different molecular masses because they contain different isotopes of an element. The derived quan ...
of the amine functional compound. So using
Tetraethylenepentamine
Tetraethylenepentamine (TEPA) is an organic compound and is in the class of chemicals known as ethyleneamines. It is a slightly viscous liquid and is not colorless but, like many amines, has a yellow color. It is soluble in most polar solvents. D ...
(TEPA) as an example:
Mwt = 189, number of
nitrogen
Nitrogen is a chemical element; it has Symbol (chemistry), symbol N and atomic number 7. Nitrogen is a Nonmetal (chemistry), nonmetal and the lightest member of pnictogen, group 15 of the periodic table, often called the Pnictogen, pnictogens. ...
atoms = 5
So 5 x 1000 x 56.1/189 = 1484. So the Amine Value of TEPA = 1484
Other amines
All numbers are in units of mg KOH/g.
*
Ethylenediamine
Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a basic amine. It is a widely used building block in chemical synthesis, with approximately ...
. Amine value = 1870
*
Diethylenetriamine. Amine value = 1634
*
Triethylenetetramine
Triethylenetetramine (TETA and trien), also known as trientine ( INN) when used medically, is an organic compound with the formula H2NHCH2CH2NH2sub>2. The pure free base is a colorless oily liquid, but, like many amines, older samples assume a y ...
. Amine value = 1537
*
Aminoethylpiperazine. Amine value = 1305
*
Isophorone diamine. Amine value = 660
*
Hexamethylenediamine. Amine value = 967
*
1,2-Diaminocyclohexane. Amine value = 984
*
1,3-BAC. Amine value = 790
*
2-Methylpentamethylenediamine -Dytek A. Amine value = 967
*
m-Xylylenediamine -MXDA. Amine value = 825
See also-related test methods
*
Acid value
In chemistry, acid value (AV, acid number, neutralization number or acidity) is a number used to quantify the acidity of a given chemical substance. It is the quantity of Base (chemistry), base (usually potassium hydroxide (KOH)), expressed as m ...
*
Bromine number
In chemistry, the bromine number is the amount of bromine () in grams absorbed by 100 g of a sample. The bromine number was once used as a measure of aliphatic unsaturation in gasoline and related petroleum samples, but this assay has fallen into ...
*
Epoxy value
Epoxy value derives from the Epoxy equivalent weight (EEW) or Weight Per Epoxide (WPE) and is a measure of the epoxy content of an epoxy resin or epoxy reactive diluent, or glycidyl ether. This is an important parameter as it allows determination ...
*
Hydroxyl value
In analytical chemistry, the hydroxyl value is defined as the number of milligrams of potassium hydroxide (KOH) required to neutralize the acetic acid taken up on acetylation of one gram of a chemical substance that contains free hydroxyl groups. ...
*
Iodine value
In chemistry, the iodine value (IV; also iodine absorption value, iodine number or iodine index) is the mass of iodine in grams that is consumed by 100 grams of a chemical substance. Iodine numbers are often used to determine the degree of u ...
*
Peroxide value
Detection of peroxide gives the initial evidence of rancidity in unsaturated fats and oils. Other methods are available, but peroxide value is the most widely used. It gives a measure of the extent to which an oil sample has undergone primary oxid ...
*
Saponification value
Saponification value or saponification number (SV or SN) represents the number of milligrams of potassium hydroxide (KOH) or sodium hydroxide (NaOH) required to saponify one gram of fat under the conditions specified. It is a measure of the ...
References
Further reading
*
*
*
* {{Cite book, last=Lee, first=Henry, url=https://www.worldcat.org/oclc/311631322, title=Handbook of epoxy resins, date=1967, publisher=McGraw-Hill, others=Kris Neville, isbn=0-07-036997-6, edition=
nd, expanded worklocation=New York, oclc=311631322
External links
The chemistry of epoxideSynthesis of amines
Analytical chemistry