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C12–C13 alcohol glycidyl ether

Chemical compound From Wikipedia, the free encyclopedia

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]

Quick facts Identifiers ...
C12–C13 alcohol glycidyl ether
n = 10-11
Identifiers
3D model (JSmol)
EC Number
  • 271-846-8
  • CCCCCCCCCCCCCOCC1CO1.CCCCCCCCCCCCOCC1CO1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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, 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

References

Further reading

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