C12–C13 alcohol glycidyl ether

n = 10-11
Identifiers
CAS Number	120547-52-6
3D model ( JSmol)	Interactive image
EC Number	271-846-8
SMILES CCCCCCCCCCCCCOCC1CO1.CCCCCCCCCCCCOCC1CO1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

C12-C13 alcohol glycidyl ether is a mixture of organic chemicals in the glycidyl ether family. ^[1] It is a mixture of mainly 12 and 13 carbon chain alcohols, also called fatty alcohols that have been glycidated. ^[2] It is an industrial chemical used as a surfactant but primarily for epoxy resin viscosity reduction. ^{[3] [4]} It has the CAS number 120547-52-6. ^[5]

Manufacture

A fatty alcohol mixture rich in C12-C13 alcohols is placed in a reactor with a Lewis acid catalyst. Epichlorohydrin is then added slowly to control the exotherm. The reaction results in the formation of the halohydrins. ^[6] This is followed by a caustic dehydrochlorination, to form C12-C13 alcohol glycidyl ether. ^[7] The waste products are water and sodium chloride and excess caustic soda. ^[8] One of the quality control tests would involve measuring the Epoxy value by determination of the epoxy equivalent weight.

Synonyms

The material has a number of synonyms. ^[9]

• Oxirane, mono (C12-13-alkyloxy) methyl derivatives
• Alkyl(C12-C13) glycidyl ether
• Alkyl glycidyl ether
• Oxirane, Mono (C12-C13 alkoxymethyl) methyl derivatives
• (C12-C13)alkylglycidyl ether
• Oxirane, 2-[(C12-13-alkyloxy)methyl] derivatives

Uses

As an epoxy modifier it is classed as an epoxy reactive diluent. ^[10] It is one of a family of glycidyl ethers available used for viscosity reduction of epoxy resins. ^{[11] [12]} These are then further formulated into coatings, sealants, adhesives, and elastomers. ^{[13] [14]} Resins with this diluent tend to show improved workability. ^[15] It is also used to synthesize other molecules. ^{[16] [17]} The use of the diluent does effect mechanical properties and microstructure of epoxy resins. ^{[18] [19]}

Toxicology

The toxicology is fairly well known, and it is classed as a skin irritant. ^[20]

See also

• Epoxide
• 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 websites

• Denacol epoxy diluent range
• Reactive Diluents – Olin Epoxy
• Hexion Epoxy Functional Modifiers
• Cargill Reactive diluents