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Glycol ethers

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Class of chemical compounds
Ethylene glycol monomethyl ether, a glycol ether

Glycol ethers are a class of chemical compounds consisting ofalkylethers that are based onglycols such asethylene glycol orpropylene glycol. They are commonly used as solvents inpaints and cleaners. They have good solvent properties while having higher boiling points than the lower-molecular-weight ethers andalcohols.

History

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The name "Cellosolve" was registered in 1924 as a United States trademark by Carbide & Carbon Chemicals Corporation (a division[1]of Union Carbide Corporation) for "Solvents for Gums, Resins, Cellulose Esters, and the Like". "Ethyl Cellosolve" or simply "Cellosolve" consists mainly ofethylene glycol monoethyl ether and was introduced as a lower-cost solvent alternative toethyl lactate. "Butyl Cellosolve" (ethylene glycol monobutyl ether) was introduced in 1928, and "Methyl Cellosolve" (ethylene glycol monomethyl ether) in 1929.[2][3]

Types

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Glycol ethers are designated "E-series" or "P-series" for those made fromethylene oxide orpropylene oxide, respectively. Typically, E-series glycol ethers are found in pharmaceuticals, sunscreens, cosmetics, inks, dyes and water-based paints, while P-series glycol ethers are used in degreasers, cleaners, aerosol paints and adhesives. Both E- and P-series glycol ethers can be used as intermediates that undergo further chemical reactions, producing glycol diethers and glycol ether acetates.[citation needed] P-series glycol ethers are marketed as having lower toxicity than the E-series.

Health impacts

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This sectionneeds morereliable medical references forverification or relies too heavily onprimary sources. Please review the contents of the section andadd the appropriate references if you can. Unsourced or poorly sourced material may be challenged andremoved.Find sources: "Glycol ethers" – news ·newspapers ·books ·scholar ·JSTOR(February 2024)

Most glycol ethers are water-soluble, biodegradable and only a few are considered toxic.[citation needed]

In the early 1990s, studies found higher than expected rates of miscarriages among women who worked in semiconductor plants, which was traced back to glycol ethers[which?] used in the photoresist substances that coatsemiconductors.[4]

One study suggests that occupational exposure to glycol ethers is related to low motilesperm count,[5] a finding disputed by the chemical industry.[6]

Subclasses

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Solvents

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Dialkyl ethers

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Esters

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References

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  1. ^History - Union Carbide Company (Year 1920)
  2. ^Benninga, H. (1990).A history of lactic acid making: a chapter in the history of biotechnology. Dordrecht [Netherlands]: Kluwer Academic Publishers. p. 251.ISBN 0-7923-0625-2.OCLC 20852966.
  3. ^Union Carbide later registered "Cellosolve" as a trademark for "ETHYL SILICATES FOR USE AS BINDERS IN INVESTMENT CASTINGS AND IN ZINC-RICH PRIMERS" (Reg. Number 1019768, September 9, 1975), but allowed it to expire.
  4. ^Calma, Justine (Dec 8, 2023)."The fight to clean up the toxic legacy of semiconductors".The Verge. Retrieved5 January 2024.
  5. ^Nicola Cherry; Harry Moore; Roseanne McNamee; Allan Pacey; Gary Burgess; Julie-Ann Clyma; Martin Dippnall; Helen Baillie; Andrew Povey (2008)."Occupation and male infertility: glycol ethers and other exposures".Occup. Environ. Med.65 (10):708–714.doi:10.1136/oem.2007.035824.PMID 18417551.
  6. ^Peter J Boogaard; Gerard M H Swaen (2008)."Letter to the editor on a recent publication titled "Occupation and male infertility: glycol ethers".Occup. Environ. Med. Archived fromthe original on 2011-07-24.
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