Amine value

{{Short description|Measure of an organic compound's nitrogen content}}

In organic chemistry, amine value is a measure of the nitrogen content of an organic molecule.{{Cite book|last=Howarth|first=G.A|title=Waterborne Maintenance Systems for Concrete and Metal Structures|publisher=The Royal Society of Chemistry|year=1995|isbn=0-85404-740-9|editor-last=Karsa|editor-first=D.R|volume=165|location=Cambridge, U.K|chapter=5|editor-last2=Davies|editor-first2=W.D}} Specifically, it is usually used to measure the amine content of amine functional compounds.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 1.9.5 page 29 It may be defined as the number of milligrams of potassium hydroxide (KOH) equivalent to one gram of epoxy 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.{{Cite web|title=DETERMINING EPOXIDE EQUIVALENT AND AMINE VALUE OF RESINS|url=https://ftp.dot.state.tx.us/pub/txdot-info/cst/TMS/800-B_series/pdfs/ctm815.pdf|website=Texas.gov}} Although there are similarities with the method it is not the same as an acid value.

  • ASTM D2073 - This is a potentiometric method.{{Cite web|title=ASTM D2073 - Standard Test Methods for Total, Primary, Secondary, and Tertiary Amine Values of Fatty Amines, Amidoamines, and Diamines by Referee Potentiometric Method {{!}} Engineering360|url=https://standards.globalspec.com/std/979374/ASTM%20D2073|access-date=2021-07-22|website=standards.globalspec.com}}
  • ASTM D2074-07
  • ASTM D2896 - potentiometric method with perchloric acid.{{Cite web|title=Epikure 3378 Technical Data Sheet|url=https://www.penpoly.com/app/uploads/epikure-3378-tds.pdf|website=Peninsula Polymers}}
  • ASTM D6979-03

First principles

The amine value is useful in helping determine the correct stoichiometry of a two component amine cure epoxy resin system.{{Cite journal|last=Jackson|first=M. A|date=October 1990|title=Guidelines to formulation of waterborne epoxy primers|journal=PPCJ Polymers, Paint and Colour Journal|volume=180|pages=608–617|via=DMG Events}}{{Cite journal|last=Howarth|first=Graham|date=1995-01-01|title=The use of water‐based epoxies for anti‐corrosive primers|journal=Pigment & Resin Technology|volume=24|issue=6|pages=3–6|doi=10.1108/eb043156|issn=0369-9420}}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 of the amine functional compound. So using Tetraethylenepentamine (TEPA) as an example:

Mwt = 189, number of nitrogen 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.

References

{{Reflist}}

Further reading

  • {{Cite web|title=Amines {{!}} Introduction to Chemistry|url=https://courses.lumenlearning.com/introchem/chapter/amines/#:~:text=The%20amine%20functional%20group%20contains,by%20a%20carbon-containing%20substituent.&text=Amine%20groups%20bonded%20to%20an,are%20known%20as%20aromatic%20amines.|access-date=2021-07-22|website=courses.lumenlearning.com}}
  • {{Cite book|url=https://www.worldcat.org/oclc/182890|title=Epoxy resin technology.|date=1968|publisher=Interscience Publishers|others=Paul F. Bruins, Polytechnic Institute of Brooklyn|isbn=0-470-11390-1|location=New York|oclc=182890}}
  • {{Cite book|last=Flick|first=Ernest W.|url=https://www.worldcat.org/oclc/915134542|title=Epoxy resins, curing agents, compounds, and modifiers : an industrial guide|date=1993|isbn=978-0-8155-1708-5|location=Park Ridge, NJ|oclc=915134542}}
  • {{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=[2nd, expanded work]|location=New York|oclc=311631322}}