• Source: 1,4-Cyclohexanedimethanol diglycidyl ether

1,4-Cyclohexanedimethanol diglycidyl ether is an organic chemical in the glycidyl ether family. Its formula is C14H24O4 and the IUPAC name is 2-[[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methoxymethyl]oxirane. It has the CAS number of 14228-73-0 and is REACH registered in Europe. An industrial chemical, a key use is in the reduction of the viscosity of epoxy resin systems functioning as a reactive diluent.




Synonyms


The material is known under various names which include:

2,2'-[1,4-Cyclohexanediylbis(methyleneoxymethylene)]bis[oxirane]
1,4-Bis(glycidoxymethyl)cyclohexane
1,4-Bis(hydroxymethyl)cyclohexane diglycidyl Ether
1,4-Bis[(2,3-epoxypropoxy)methyl]cyclohexane
1,4-Bis[(glycidyloxy)methyl]cyclohexane
1,4-Cyclohexanedimethanol diglycidyl Ether




Manufacture


The manufacturing process involves reacting cyclohexanedimethanol with epichlorohydrin, using a Lewis acid as catalyst, to form a halohydrin. This is followed by washing with sodium hydroxide in a dehydrochlorination step to form the epoxide rings. The waste products are water and sodium chloride and excess caustic soda. One of the quality control tests would involve measuring the Epoxy value by determination of the epoxy equivalent weight.




Uses


As the molecule has oxirane functionality, a key use is reducing the viscosity of epoxy resins. These reactive diluent modified epoxy resins may then be further formulated into which may then be formulated into CASE applications: Coatings, Adhesives, Sealants, Elastomers, and electronic encapsulant. The use of the diluent does effect mechanical properties and microstructure of epoxy resins.
It is also used as a monomer in UV curing systems. In addition it is used to synthesize other molecules such as the acrylated version.




Toxicology


The material is classed as a skin irritant.




See also


Glycidol




References






Further reading


Epoxy resin technology. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968. ISBN 0-470-11390-1. OCLC 182890.{{cite book}}: CS1 maint: others (link)
Flick, Ernest W. (1993). Epoxy resins, curing agents, compounds, and modifiers : an industrial guide. Park Ridge, NJ. ISBN 978-0-8155-1708-5. OCLC 915134542.{{cite book}}: CS1 maint: location missing publisher (link)
Lee, Henry (1967). Handbook of epoxy resins. Kris Neville ([2nd, expanded work] ed.). New York: McGraw-Hill. ISBN 0-07-036997-6. OCLC 311631322.
"Dow Epoxy Resins" (PDF).




External links


Hexion difunctional epoxy diluents
Denacol epoxy diluent range
Cargill Reactive diluents
AALChem DE 204 CHDMDGE

Kata Kunci Pencarian:

• 1,4-Butanediol diglycidyl ether
• 1,4-Cyclohexanedimethanol diglycidyl ether
• Bisphenol A diglycidyl ether
• Diglycidyl ether
• Cyclohexanedimethanol
• Neopentyl glycol diglycidyl ether
• 1,6-Hexanediol diglycidyl ether
• Diglycidyl resorcinol ether
• Allyl glycidyl ether
• Diethylene glycol diglycidyl ether