Diethyl toluene diamine explained

Diethyl toluene diamine (DETDA) is a liquid aromatic organic molecule[1] with formula C11H18N2. It is chemically an aromatic diamine and has the CAS Registry number of 68479-98-1. It has more than one isomer and the mixture of the two main isomers is given a different CAS number of 75389-89-8.[2] It is often marketed as a less toxic version of 4,4'-methylenedianiline (MDA). It is also used to replace the more toxic 4,4'-methylenebis(2-chloroaniline) (MOCA).[3] The toxicology is reasonably well understood.[4]

Uses

DETDA is an industrial chemical used in the injection molding industry.[5] One of the reasons it is used in RIM is because it gives very short demold times.[6] It is also used extensively in polyurethanes and in both spray polyureas[7] and elastomers.[8] [9] When used in elastomer production these can be used as an energy absorbing system in automobiles.[10] It is a diamine and thus in polymer science terms is a Chain extender rather than a chain terminator. Chain extenders (f = 2) and cross linkers (f ≥ 3) are low molecular weight amine terminated compounds that play an important role in polyurea compounds, elastomers and adhesives. DETDA is one such amine and is used extensively in reaction injection molding (RIM) and in polyurethane and polyurea elastomer formulations.[11]

Pyrolysis in combination with other materials can produce a carbon-based molecular sieve.[12] Carbon nanotubes have also been produced and studied with the material.[13] There are other more specialist uses for the material too.[14]

As it is an aromatic amine, its rate of cure is much slower than aliphatic amines and thus used with epoxy resin systems to lengthen the working time or potlife.[15] These are then used in adhesives, sealants, and paints or coatings.[16] It is often used with epoxy resins for its excellent mechanical properties. Epoxy formulations based on DETDA also tend to have good high temperature properties.[17]

Supply

DETDA is produced globally and is thus fairly strategically important.[18] [19]

See also

External websites

Notes and References

  1. Web site: Diethyltoluenediamine 68479-98-1 . 2022-03-24 . www.chemicalbook.com.
  2. Web site: PubChem . Detda . 2022-03-24 . pubchem.ncbi.nlm.nih.gov . en.
  3. Web site: Gantrade . DETDA: A Liquid that Delivers the Hard and Tough . 2022-03-24 . www.gantrade.com . en-us.
  4. Web site: Babin . Michael . 1997 . The uptake and distribution of diethyltoluenediamine in the male sprague dawley rat. Louisiana State University.
  5. EP. 0383100. application. 1990-08-22. Process and compositions for production of moldings. Mobay Corp.. Nodelman. Neil H.., since withdrawn.
  6. Web site: 2014-12-22 . Classic PU Patent of the Month: Polyurethane-Polyurea RIM Elastomers (Bayer 1976) . 2022-03-24 . Innovation in Polyurethanes . en.
  7. Web site: DETDA (E100) Curing Agent for Spray Polyurea Coating . 2022-03-24 . www.exceedchemical.com.
  8. US. 4581433. Elastomer polyurethane-polyurea coatings based On bis(4-isocyanatocyclohexyl)methane. 1986-04-08. Mobay Corp.. Potter. Terry A.. Markusch. Peter H.. Prepelka. David J..
  9. US. 4482690. 1984-11-13. Process for the production of polyurethane urea elastomers. Air Products and Chemicals Inc.. Orphanides. Gus G..
  10. CA. 2785900. Energy absorbing system for vehicles. 2018-03-06. Zeller. Frank. Texas Research International Inc..
  11. EP. 3433294. Melt processable thermoplastic polyurethane-urea elastomers. 2021-09-01. Makal. Umit G.. Loeber. George H.. Suragani Venu. Lalith B.. Lubrizol Advanced Materials Inc..
  12. Fu . Shilu . Wenz . Graham B. . Sanders . Edgar S. . Kulkarni . Sudhir S. . Qiu . Wulin . Ma . Canghai . Koros . William J. . 2016-12-15 . Effects of pyrolysis conditions on gas separation properties of 6FDA/DETDA:DABA(3:2) derived carbon molecular sieve membranes . Journal of Membrane Science . en . 520 . 699–711 . 10.1016/j.memsci.2016.08.013 . 0376-7388. free .
  13. Ajori . S. . Ansari . R. . 2015-02-01 . Vibrational characteristics of diethyltoluenediamines (DETDA) functionalized carbon nanotubes using molecular dynamics simulations . Physica B: Condensed Matter . 459 . 58–61 . 10.1016/j.physb.2014.11.101 . 2015PhyB..459...58A . 0921-4526.
  14. Ren . Shitong . 2015-01-16 . Synthesis, characterization, and polymerization of a novel benzoxazine based on diethyltoluenediamine . Journal of Applied Polymer Science. 132 . 17 . 10.1002/app.41920 .
  15. US. 9057002. 2015-06-16. Curable resin compositions. Dow Global Technologies LLC. Padilla-Acevedo. Angela I.. Valette. Ludovic. Mullins. Michael J.. Kandathil E. Verghese;Mark B. Wilson.
  16. J-C. Huang . Y-T. Chu . 1996-03-01 . Blend-Curing of Epoxies with Jeffamine® and Diethyltoluenediamine . Journal of Polymer Engineering . en . 16 . 1–2 . 51–72 . 10.1515/POLYENG.1996.16.1-2.51 . 138046510 . 2191-0340.
  17. Web site: Poynton . Gary . 2014 . Multi‐component Epoxy Resin Formulation for High Temperature Applications PhD thesis . Manchester University (UK).
  18. Web site: Global DETDA and DMTDA Market - Size Research with Latest Opportunities 2021: Top Growing Factors, Market Dynamic Analysis and Development Suggestions, Emerging Technologies Forecast to 2026 . 2022-03-24 . rivercountry.newschannelnebraska.com . en.
  19. Web site: DETDA and DMTDA Market Size, Status, Global Outlook and Forecast 2022-2026, COVID-19 Impact, Market Trends, Share, Size . 2022-03-24 . MarketWatch . EN-US.

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