Glycol: any of a
class of organic chemicals characterized by having separate two hydroxyl (-OH)
groups, contribute to high water solubility, hygroscopicity and reactivity with
many organic compounds, on usually linear and aliphatic carbon chain. The
general formula is CnH2n(OH)2 or
(CH2)n(OH)2. The wider meaning
names include diols, dihydric alcohols, and dihydroxy alcohols. Polyethylene
glycols and polypropylene glycols are sometimes called polyglycols which are
derived by polymerization of ethylene oxide and propylene oxide respectively.
Polyethylene glycols are water-soluble at all molecular weights, but
polypropylene glycols become increasingly less water-soluble at high molecular
weights. Ethylene glycol, HOCH2CH2OH, is the simplest
member of the glycol family. Mono-, di- and triethylene glycols are the first
three members of a homologous series of dihydroxy alcohols. They are colourless,
essentially odourless stable liquids with low viscosities and high boiling
points. Ethylene glycol is a colourless, odourless, involatile and hygroscopic
liquid with a sweet taste. It is somewhat viscous liquid; miscible with water;
boiling point 198 C, melting point 13 C; soluble in ethanol, acetone, acetic
acid, glycerine, pyridine, aldehydes; slightly soluble in ether; insoluble in
oil, fat, hydrocarbones. It is prepared commercially by oxidation of ethylene at
high temperature in the presence of silver oxide catalyst, followed by hydration
of ethylene oxide to yield mono-, with di-, tri-, and tetraethylene glycols as
co-products. The yields of ethylene glycol are depend on pH conditions. The
acid-catalyzed condition in the presence of excess water provides the highest
yield of monoethylene glycol. Because of its low freezing point, involatility
and low corrosive activity, it is widely used in mixtures of automobile
antifreeze and engine-cooling liquids. Ethylene glycol has become increasingly
important in the plastics industry for the manufacture of polyester fibers and
resins, including polyethylene terephthalate, which is used to make plastic
bottles for soft drinks (PET bottles). MEG is the raw material in the production
of polyester fiber, PET resins, alkyd, and unsaturated polyester. Diethylene
glycol, CH2OHCH2OCH2CH2OH, is similar in
properties to MEG, but with a higher boiling point, viscosity, and specific
gravity. Diethylene glycol is used in the manufacture of unsaturated polyester
resins, polyurethanes and plasticizers. It is a water-soluble liquid; boiling
point 245 C; soluble in many organic solvents. It is used as a humectant in the
tobacco industry and in the treatment of corks, glue, paper and cellophane.
Diethylene glycol (DEG) is derived as a co-product with ethylene glycol and
triethylene glycol. The industry generally operates to maximize MEG production.
Ethylene glycol is by far the largest volume of the glycol products in a variety
of applications. Availability of DEG will depend on demand for derivatives of
the primary product, ethylene glycol, rather than on DEG market requirements.
Triethylene glycol, HO(C2H4O)3H, is a colourless,
odourless, non-volatile, and hygroscopic liquid. It is characterised by two
hydroxyl groups along with two ether linkages, which contribute to its high
water solubility, hygroscopicity, solvent properties and reactivity with many
organic compounds. DEG is used in the synthesis of morpholine and 1,4-dioxane.
TEG is displacing diethylene glycol in many of these applications on account of
its lower toxicity. TEG finds use as a vinyl plasticizer, as an intermediate in
the manufacture of polyester resins and polyols, and as a solvent in many
miscellaneous applications. Triethylene glycol (TEG) is derived as a coproduct
in the manufacture of ethylene glycol from ethylene oxide, and from "on-purpose"
TEG production using diethylene glycol. Some capacities are based on total
capacity for ethylene glycols. The main uses for TEG depend upon its hygroscopic
properties. Air conditioning systems use TEG as dehumidifiers and, when
volatilized, as an air disinfectant for bacteria and virus control. Glycols,
having high boiling point and affinity for water, are employed as liquid
desiccant for the dehydration of natural gas. The dehydration means the removal
of water vapor in refinery tower so that dry hydrocarbon gases can exit from the
top of the tower. There are wide range of glycol ethers which have bifunctional
nature of ether and alcohol. cellosolves are monoether derivatives of ethylene
glycol. They are excellent solvents, having solvent properties of both ethers
and alcohols. Glycol family products are versatile compounds used in the fields
include;
- Anti-freezing and anti-icing additive
- Intermediate
in polymer production and chemical reaction
- Solvent or
plasticizer for plastic, lacquer, paint and varnish
- Hydraulic,
brake, thermal exchange fluids and fuel additive
- Humidifying
and plasticizing
- Dehydrating
- Coupling
printing inks
- Textile
conditioning
- Solvent for
dyes in textile and leather finishing
- Agricultural
formulation
- General
purpose cleaners
- Explosives
manufacture
- Electrolytic
component
- Humectant
- Water-based
coating
- Preservative, rust remover, and
disinfectant
Glycol
ethers, with the combination of ether, alcohol and hydrocarbon
chain in one molecule, provide versatile solvency characteristics
with both polar and non-polar properties. The chemical
structure of long hydrocarbon chain resist to solubility
in water, while ether or alcohol groups introduce
the promoted hydrophilic solubility performance. This
surfactant-like structure provides the compatibility
between water and a number of organic solvents, and
the ability to couple unlike phases. Glycol ethers are
characterized by their wide range of hydrophilic/hydrophobic
balances. glycol ethers are used as diluents and levelling agents in the manufacture of
paints and baking finishes. Glycol ether series are used in the manufacture
of nitrocellulose and combination lacquers. They are
used as an additive in brake fluid. They are formulated for dying textiles and leathers
and for insecticides and herbicides. They provides performance in cleaners
products with oil-water dispersions. They are used in printing industries as
they have a slow evaporation rate. They are used as a fixative for perfumes,
germicides, bactericides, insect repellents and antiseptic. They are used as an
additive for jet fuel to prevent ice buildup. Thje term of cellosolve refers
to ethylene glycol monoethyl ether or a group of glycol ether
solvent as below.
Glycol
ether
|
Cellosolve
|
CAS
RN
|
Tris(ethylene glycol monobutyl ether)
phosphate |
Tributyl cellosolve phosphate |
78-51-3 |
Ethylene glycol monoethyl ether acrylate |
Cellosolve acrylate |
106-74-1 |
Ethylene glycol isopropyl ether |
Isopropyl
cellosolve
|
109-59-1 |
Ethylene glycol monomethyl ether |
Methyl
cellosolve
|
109-86-4 |
Ethylene glycol monomethyl ether acetate |
Methyl
cellosolve acetate
|
110-49-6 |
Ethylene glycol dimethyl ether |
Dimethyl
cellosolve
|
110-71-4 |
Ethylene glycol monoethyl ether |
Cellosolve
|
110-80-5 |
Ethylene glycol monomethyl ether oleate |
Methyl cellosolve oleate |
111-10-4 |
Ethylene glycol monoethyl ether acetate |
Ethyl
cellosolve acetate
|
111-15-9 |
Ethylene glycol monoallyl ether |
Allyl cellosolve |
111-45-5 |
Ethylene glycol monobutyl ether |
Butyl
cellosolve
|
111-76-2 |
Diethylene Glycol Monoethyl Ether |
Carbitol
cellosolve
|
111-90-0 |
Ethylene glycol monobutyl ether acetate |
Butyl
cellosolve acetate
|
112-07-2 |
Ethylene glycol monohexyl
ether |
Hexyl cellosolve |
112-25-4 |
Diethylene glycol monobutyl ether |
Butyl
carbitol
|
112-34-5 |
Ethylene glycol dibutyl ether |
Dibutyl
cellosolve
|
112-48-1 |
Bis(ethylene glycol monomethyl ether) phthalate |
Dimethyl cellosolve phthalate |
117-82-8 |
Bis(ethylene glycol monobutyl ether)
phthalate |
Dibutyl cellosolve phthalate |
117-83-9 |
Ethylene glycol o,p-Dichlorophenyl
ether |
2,4-Dichlorophenyl
cellosolve |
120-67-2 |
Ethylene glycol monophenyl ether |
Phenyl
cellosolve
|
122-99-6 |
Ethylene glycol monomethyl ether acetylricinoleate |
Methyl cellosolve acetylricinoleate |
140-05-6 |
Bis(ethylene glycol monobutyl ether) adipate |
Dibutyl cellosolve adipate |
141-18-4 |
Ethylene glycol monobenzyl ether |
Benzyl
cellosolve
|
622-08-2 |
Ethylene glycol diethyl ether |
Diethyl
cellosolve
|
629-14-1 |
Ethylene glycol monopropyl ether |
Propyl
cellosolve
|
2807-30-9 |
Ethylene glycol monomethyl ether acrylate |
Methyl cellosolve acrylate |
3121-61-7 |
Ethylene glycol butyl ethyl ether |
Butyl ethyl cellosolve |
4413-13-2 |
Ethylene glycol monoisobutyl ether |
Isobutyl cellosolve |
4439-24-1 |
Ethyleneglycol 2-ethylbutyl ether |
Ethylbutyl cellosolve |
4468-93-3 |
Ethylene glycol monobutyl ether
acrylate |
Butyl cellosolve acrylate |
7251-90-3 |
Ethylene glycol monoheptyl ether |
Heptyl cellosolve |
7409-44-1 |
Ethylene glycol monomethylpentyl ether |
2-Methylpentyl cellosolve |
10137-96-9 |
Ethylene glycol o,p-Dichlorophenyl
methyl ether |
2,4-Dichlorophenyl methyl
cellosolve |
10140-84-8 |
Ethylene glycol monobutyl ether
phosphate |
Butyl cellosolve phosphate |
14260-98-1 |
Poly(cellosolve silicate) |
Poly(cellosolve silicate) |
37338-04-8 |
Ethylene glycol monophenyl ether acrylate |
Phenyl cellosolve acrylate |
48145-04-6 |
Ethylene glycol monoethyl ether
oleate |
Cellosolve oleate |
68134-05-4 |
Ethylene glycol monobutyl ether
sebacate |
Butyl cellosolve sebacate |
68186-66-3 |
Ethylene glycol monobutyl ether
phosphate potassium salt |
Butyl cellosolve, phosphate potassium salt |
68389-63-9 |
Ethylene glycol monobutyl ether
polyphosphate |
Butyl cellosolve polyphosphate |
68514-82-9 |
Ethylene glycol monohexyl
ether phosphate |
Hexyl cellosolve phosphate |
68814-14-2 |
The
term of glyme refers to glycol dimethyl ether. Monoglyme,
diglyme, triglyme are ethylene glycol dimethyl ether,
Diethylene glycol dimethyl ether, and triethylene glycol dimethyl ether
respectively. Ethylene glycol dimethyl ether is readily
soluble in
water. Glymes, dimethyl ethers, have two
terminal methyl groups which offer stability and high solvency. They are used as a higher boiling alternative to diethyl ether or THF. Glyme forms chelate
and are useful as bidentate ligands. They are useful
as solubilizers and phase transfer catalysts. Glymes offer the property required
as an inert reaction medium chemical reaction due to their low chemical
reactivity. They are suitable particularly for organometallic and polymerization
reactions. Glycol ethers which contain hydroxyl group
are also useful chemical intermediate. The hydroxyl
group will undergo reaction with aldehydes (or ketones)
to produce hemiacetals (or acetals), with epoxides to
produce polyether alcohols, with halogenating agents
to produce alkoxy alkyl halides, with carboxylic acid
compounds or inorganic acids to produce a number
of esters.
Glycol dimethyl
ether |
Glyme |
CAS
RN
|
Ethylene glycol dimethyl ether |
Monoglyme |
110-71-4 |
Diethylene glycol dimethyl ether |
Diglyme |
111-96-6 |
Diethylene glycol diethyl
ether |
Ethyl diglyme |
112-36-7 |
Triethylene glycol dimethyl ether |
Triglyme |
112-49-2 |
Diethylene glycol dibutyl ether |
Butyl Diglyme |
112-73-2 |
Tetraethylene glycol dimethyl ether |
Tetraglyme |
143-24-8 |
Ethylene glycol diethyl ether |
Ethyl monoglyme |
629-14-1 |
Polyethylene glycol dibutyl ether |
Polyglycol BB |
31885-97-9 |
Dipropylene glycol dimethyl ether |
Proglyme |
111109-77-4 |
|