4-''tert''-Butylcatechol (TBC) is an
organic chemical compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon chemical bond, bonds. Due to carbon's ability to Catenation, catenate (form chains with other carbon atoms), millions of organic c ...
which is a derivative of
catechol
Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is a toxic organic compound with the molecular formula . It is the ''ortho'' isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amoun ...
. TBC is available in the form of a solid crystal flake and 85% solution in
methanol
Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical and the simplest aliphatic alcohol, with the formula C H3 O H (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a ...
or water.
Uses
It is added as a stabilizer and
polymerisation inhibitor Polymerisation inhibitors (US: polymerization inhibitors) are chemical compounds added to monomers to prevent their auto-polymerisation. Unsaturated monomers such as acrylates, vinyl chloride, butadiene and styrene require inhibitors for both proces ...
to
butadiene
1,3-Butadiene () is the organic compound with the formula (CH2=CH)2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two viny ...
,
styrene
Styrene () is an organic compound with the chemical formula C6H5CH=CH2. This derivative of benzene is a colorless oily liquid, although aged samples can appear yellowish. The compound evaporates easily and has a sweet smell, although high concen ...
,
vinyl acetate
Vinyl acetate is an organic compound with the formula CH3CO2CH=CH2. This colorless liquid is the precursor to polyvinyl acetate and ethene-vinyl acetate copolymers, important industrial polymers.
Production
The worldwide production capacity of v ...
,
divinylbenzene
Divinylbenzene (DVB) consists of a benzene ring bonded to two vinyl groups. It is related to styrene (vinylbenzene) by the addition of a second vinyl group.CRC Handbook of Chemistry and Physics 65Th Ed. It is a colorless liquid manufactured by ...
and other reactive
monomer
In chemistry, a monomer ( ; ''mono-'', "one" + '' -mer'', "part") is a molecule that can react together with other monomer molecules to form a larger polymer chain or three-dimensional network in a process called polymerization.
Classification
Mo ...
streams.
TBC is also used as a stabilizer in the manufacture of
polyurethane
Polyurethane (; often abbreviated PUR and PU) refers to a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethan ...
foam.
It also can be used as an antioxidant for synthetic rubber, polymers and oil derivatives.
It can be used as purification agent for aminoformate catalysts.
It is 25 times better than
hydroquinone
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a ''para'' ...
at 60 °C for polymerization inhibitory effect.
See also
*
''tert''-Butylhydroquinone
References
Sources
US Patent 4061545:Polymerization inhibitor for vinyl aromatic compoundsUS Patent 3046472: Substituted Catechol Antioxidants
{{DEFAULTSORT:Butylcatechol, 4-tert-
Catechols
Antioxidants
Alkylphenols
Tert-butyl compounds