Glycerol triglycidyl ether

There are a variety of recognized alternate names.{{Cite web |title=Glycerol triglycidyl ether {{!}} 13236-02-7 {{!}} FG173064 |url=https://www.biosynth.com/p/FG173064/13236-02-7-glycerol-triglycidyl-ether#:~:text=2910900090%20-%20China:%202910900090-,Glycerol%20triglycidyl%20ether%20is%20a%20reactive,%20hydrophobic%20compound%20that%20can,to%20yield%20glycerol%20triglycidyl%20ether. |access-date=2024-12-17 |website=www.biosynth.com}}

• Triglycidylglycerol
• 1,2,3-Tris(2,3-epoxypropoxy)propane
• Glycerine triglycidyl ether
• Glycerol tris(2,3-epoxypropyl) ether
• 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane
• Propane, 1,2,3-tris(2,3-epoxypropoxy)-
• Glycerol 1,2,3-triglycidyl ether

Glycerine and epichlorohydrin are reacted with a Lewis acid catalyst to form a halohydrin. The next step is dehydrochlorination with sodium hydroxide. This forms the triglycidyl ether.{{Cite journal |last=Crivello |first=James V. |date=2006 |title=Design and synthesis of multifunctional glycidyl ethers that undergo frontal polymerization |url=https://doi.org/10.1002/pola.21761 |journal=Journal of Polymer Science Part A: Polymer Chemistry |volume=44 |issue=21 |pages=6435–6448 |doi=10.1002/pola.21761 |bibcode=2006JPoSA..44.6435C |issn=0887-624X|url-access=subscription }}{{Cite patent|country=US|pubdate=1992-11-10|assign1=Ciba-Geigy Corp.|number=5162547|title=Process for the preparation of glycidyl ethers|=|inventor1-last=Roth|inventor1-first=Martin|inventor2-last=Wolleb|inventor2-first=Heinz|inventor3-last=Truffer|inventor3-first=Marc-Andre}}

As the molecule has 3 oxirane functionalities, it is a reactive modifier and viscosity reduction agent of epoxy resins.{{Citation |last=Monte |first=Salvatore J. |title=Diluents and viscosity modifiers for epoxy resins |date=1998 |url=https://doi.org/10.1007/978-94-011-5862-6_24 |work=Plastics Additives: An A-Z reference |series=Polymer Science and Technology Series |volume=1 |pages=211–216 |editor-last=Pritchard |editor-first=Geoffrey |place=Dordrecht |publisher=Springer Netherlands |language=en |doi=10.1007/978-94-011-5862-6_24 |isbn=978-94-011-5862-6 |access-date=2022-03-29 |archive-date=2022-04-11 |archive-url=https://web.archive.org/web/20220411203514/https://link.springer.com/chapter/10.1007/978-94-011-5862-6_24 |url-status=live |url-access=subscription }} These reactive diluent modified epoxy resins may then be further formulated into CASE applications: Coatings, Adhesives, Sealants, and Elastomers.Howarth G.A "Synthesis of a legislation compliant corrosion protection coating system based on urethane, oxazolidine and waterborne epoxy technology" Master of Science Thesis April 1997 Imperial College London The use of the diluent does effect mechanical properties and microstructure of epoxy resins. Its use in photochemical applications has also been extensively used and studied.{{Cite journal |last1=Huang |first1=Biwu |last2=Chen |first2=Yiwang |last3=Deng |first3=Qilan |date=2008-12-01 |title=Photopolymerization of glycerin triglycidyl ether based systems |url=https://link.springer.com/article/10.1007/s11595-007-6795-2 |journal=Journal of Wuhan University of Technology-Mater. Sci. Ed. |language=en |volume=23 |issue=6 |pages=795–798 |doi=10.1007/s11595-007-6795-2 |issn=1993-0437|url-access=subscription }}{{Cite journal |last1=Crivello |first1=James V. |last2=Ortiz |first2=Ricardo Acosta |date=2001 |title=Synthesis of epoxy monomers that undergo synergistic photopolymerization by a radical-induced cationic mechanism |url=https://onlinelibrary.wiley.com/doi/10.1002/pola.10015 |journal=Journal of Polymer Science Part A: Polymer Chemistry |language=en |volume=39 |issue=20 |pages=3578–3592 |doi=10.1002/pola.10015 |bibcode=2001JPoSA..39.3578C |issn=1099-0518|url-access=subscription }} Uses in modern battery technology have also been researched.{{Cite journal |last1=Huang |first1=Hao |last2=Yi |first2=Linyun |last3=Chen |first3=Xiaoxiao |last4=Wei |first4=Chaohui |last5=Zhou |first5=Aijun |last6=Wang |first6=Yuehui |last7=Li |first7=Jingze |date=2024 |title=A glycerol triglycidyl ether cross-linker assisting an in situ thermally polymerized gel polymer electrolyte for advanced lithium metal batteries |url=https://xlink.rsc.org/?DOI=D4NJ01484G |journal=New Journal of Chemistry |language=en |volume=48 |issue=30 |pages=13631–13638 |doi=10.1039/D4NJ01484G |issn=1144-0546|url-access=subscription }} The molecule maybe further reacted to produce materials such as surfactants.{{Cite journal |last1=Zhou |first1=Ming |last2=Zhao |first2=Jinzhou |last3=Wang |first3=Xu |last4=Jing |first4=Jiaqiang |last5=Zhou |first5=Lizhi |date=2013 |title=Synthesis and Characterization of Novel Surfactants 1,2,3-tri(2-oxypropylsulfonate-3-alkylether-propoxy) Propanes |url=https://aocs.onlinelibrary.wiley.com/doi/10.1007/s11743-013-1442-8 |journal=Journal of Surfactants and Detergents |language=en |volume=16 |issue=5 |pages=665–672 |doi=10.1007/s11743-013-1442-8 |issn=1558-9293|url-access=subscription }}

{{reflist}}

• {{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}}

Category:Reactive diluents

Category:Glycidyl ethers

Category:Glycerol ethers