Glycol ethers are a class of chemical compounds consisting of
alkyl ethers that are based on
glycols such as
ethylene glycol or
propylene glycol. They are commonly used as solvents in
paint
Paint is any pigmented liquid, liquefiable, or solid mastic composition that, after application to a substrate in a thin layer, converts to a solid film. It is most commonly used to protect, color, or provide texture. Paint can be made in many ...
s and cleaners. They have good solvent properties while having higher boiling points than the lower-molecular-weight ethers and
alcohol
Alcohol most commonly refers to:
* Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom
* Alcohol (drug), an intoxicant found in alcoholic drinks
Alcohol may also refer to:
Chemicals
* Ethanol, one of sev ...
s.
The name "Cellosolve" was registered in 1924 as a United States trademark by Carbide & Carbon Chemicals Corporation (a division
of
Union Carbide Corporation) for "Solvents for Gums, Resins, Cellulose Esters, and the Like". "Ethyl Cellosolve" or simply "Cellosolve" consists mainly of
ethylene glycol monoethyl ether and was introduced as a lower-cost solvenet alternative to
ethyl lactate. "Butyl Cellosolve" (
ethylene glycol monobutyl ether
2-Butoxyethanol is an organic compound with the chemical formula BuOC2H4OH (Bu = CH3CH2CH2CH2). This colorless liquid has a sweet, ether-like odor, as it derives from the family of glycol ethers, and is a butyl ether of ethylene glycol. As a rela ...
) was introduced in 1928, and "Methyl Cellosolve" (
ethylene glycol monomethyl ether) in 1929.
Glycol ethers are designated "E-series" for or "P-series" for those made from
ethylene oxide or
propylene 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. P-series glycol ethers are marketed as having lower toxicity than the E-series. Most glycol ethers are water-soluble, biodegradable and only a few are considered toxic.
One study suggests that occupational exposure to glycol ethers is related to low motile
sperm count, a finding disputed by the chemical industry.
Glycol ether solvents
*
Ethylene glycol monomethyl ether (2-methoxyethanol, CH
3OCH
2CH
2OH)
*
Ethylene glycol monoethyl ether (2-ethoxyethanol, CH
3CH
2OCH
2CH
2OH)
*
Ethylene glycol monopropyl ether (2-propoxyethanol, CH
3CH
2CH
2OCH
2CH
2OH)
*
Ethylene glycol monoisopropyl ether (2-isopropoxyethanol, (CH
3)
2CHOCH
2CH
2OH)
*
Ethylene glycol monobutyl ether
2-Butoxyethanol is an organic compound with the chemical formula BuOC2H4OH (Bu = CH3CH2CH2CH2). This colorless liquid has a sweet, ether-like odor, as it derives from the family of glycol ethers, and is a butyl ether of ethylene glycol. As a rela ...
(2-butoxyethanol, CH
3CH
2CH
2CH
2OCH
2CH
2OH), a widely used solvent in paintings and surface coatings, cleaning products and inks
*
Ethylene glycol monophenyl ether (2-phenoxyethanol, C
6H
5OCH
2CH
2OH)
*
Ethylene glycol monobenzyl ether (2-benzyloxyethanol, C
6H
5CH
2OCH
2CH
2OH)
*
Propylene glycol methyl ether, (1-methoxy-2-propanol, CH
3OCH
2CH(OH)CH
3)
*
Diethylene glycol monomethyl ether
2-(2-Methoxyethoxy)ethanol, also known under trade names Methyl carbitol, is an industrial solvent and is also commonly used as a fuel system icing inhibitor (FSII) in jet fuels. It is a clear, colorless, hygroscopic liquid. Structurally it is an ...
(2-(2-methoxyethoxy)ethanol, methyl carbitol, CH
3OCH
2CH
2OCH
2CH
2OH)
*
Diethylene glycol monoethyl ether
2-(2-Ethoxyethoxy)ethanol, also known under many trade names, is the organic compound with the formula CH3CH2OCH2CH2OCH2CH2OH. It is a colorless liquid. It is a popular solvent for commercial applications. It is produced by the ethoxylation of eth ...
(2-(2-ethoxyethoxy)ethanol, carbitol cellosolve, CH
3CH
2OCH
2CH
2OCH
2CH
2OH)
*
Diethylene glycol mono-n-butyl ether (2-(2-butoxyethoxy)ethanol, butyl carbitol, CH
3CH
2CH
2CH
2OCH
2CH
2OCH
2CH
2OH)
*
Dipropyleneglycol methyl ether
*
C12-15 pareth-12 a polyethylene glycol ether used as an emulsifier in cosmetics
Dialkyl ethers
*
Ethylene glycol dimethyl ether
Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a colorless, aprotic, and liquid ether that is used as a solvent, especially in batteries. Dimethoxyethane is mi ...
(dimethoxyethane, CH
3OCH
2CH
2OCH
3), a higher boiling alternative to
diethyl ether and
THF, also used as a solvent for polysaccharides, a reagent in organometallic chemistry and in some electrolytes of
lithium batteries
*
Ethylene glycol diethyl ether (diethoxyethane, CH
3CH
2OCH
2CH
2OCH
2CH
3)
*
Ethylene glycol dibutyl ether (dibutoxyethane, CH
3CH
2CH
2CH
2OCH
2CH
2OCH
2CH
2CH
2CH
3)
Esters
*
Ethylene glycol methyl ether acetate (2-methoxyethyl acetate, CH
3OCH
2CH
2OCOCH
3)
*
Ethylene glycol monoethyl ether acetate (2-ethoxyethyl acetate, CH
3CH
2OCH
2CH
2OCOCH
3)
*
Ethylene glycol monobutyl ether acetate (2-butoxyethyl acetate, CH
3CH
2CH
2CH
2OCH
2CH
2OCOCH
3)
*
Propylene glycol methyl ether acetate
Propylene glycol methyl ether acetate (PGMEA, 1-methoxy-2-propanol acetate) is a P-type glycol ether used in inks, coatings, and cleaners. It is sold by Dow Chemical under the name Dowanol PMA, by Shell Chemical under the name methyl proxitol ace ...
(1-methoxy-2-propanol acetate)
References
{{DEFAULTSORT:Glycol Ethers
Commodity chemicals