Methods and compositions for inhibiting vinyl aromatic monomer polymerization
a technology of aromatic monomers and compositions, which is applied in the direction of organic chemistry, fuels, and thickeners, can solve the problems of unsatisfactory polymerization, loss of desired monomer end-product, and increase of undesired polymerization rate, and achieve the effect of inhibiting polymerization
Inactive Publication Date: 2013-01-31
GENERAL ELECTRIC CO
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Benefits of technology
The invention provides a method for inhibiting the polymerization of vinyl aromatic monomers such as styrene. This is achieved by adding a combined treatment of a quinone methide derivative and a phenol compound to the monomer medium. The quinone methide derivative can be 2,6-di-tert-butyl-4-benzylidene-cyclohexa-2,5-dienone and the phenol compound can be 2,6-di-t-butylphenol. The combined treatment can be heated or distilled to remove impurities from the monomer. A vinyl aromatic monomer anti-polymerization composition is also provided, which contains a liquid carrier and the combined treatment of a quinone methide derivative and a phenol compound.
Problems solved by technology
This polymerization is undesirable during many stages of the manufacturing, processing, handling, storage and use of styrene monomers.
Unfortunately, purification operations carried out at elevated temperatures result in an increased rate of undesired polymerization.
Polymerization, such as thermal polymerization, during the monomer purification process, results not only in loss of desired monomer end- product, but also in loss of production efficiency caused by polymer formation or agglomeration on process equipment.
In heat requiring operations, such agglomeration adversely affects heat transfer efficiency.
Method used
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[0043]The effect of a combined treatment of QM (Quinone Methide) and 2,6-di-tert butyl phenol on the thermal polymerization of styrene at 115-120° C. was evaluated by comparing polymer formation utilizing the following procedure.
[0044]A 250 ml RB flask-equipped with an Ar gas inlet, water cooled condenser and sample outlet was charged with 110 ml of styrene and the candidate polymerization inhibitor(s). [600 ppm (w / v)]. The flask was purged with Argon for 10 minutes. The flask was then immersed into an oil-bath thermostatically controlled at 115-120° C. and heated with purging Ar continuously. Once the temperature reached 115° C., the stop clock was started and this time was considered as time zero. About 5 ml of the sample was removed from the flask at varying time intervals for up to 4 hours and measured precisely before pouring into about 40 ml methanol to precipitate out the styrene polymer. The precipitated polystyrene was filtered with a gas membrane filter that was pre-weighe...
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Abstract
Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.
Description
CROSS REFERENCE TO RELATED APPLICATION[0001]The present application is a divisional of allowed U.S. patent application Ser. No. 12 / 793,226 filed Jun. 3, 2010.FIELD OF THE INVENTION[0002]The invention pertains to methods and compositions for inhibiting the undesired polymerization of vinyl aromatic monomers, such as styrene monomer, during processes such as monomer preparation, and purification, and during storage and shipment of products containing such monomers.BACKGROUND OF THE INVENTION[0003]Polystyrene is a thermoplastic with many desirable characteristics. It is clear, transparent, readily colored and easily fabricated. The family of styrene polymers includes polystyrene itself, copolymers of styrene with other vinyl monomers, polymers of derivatives of styrene and mixtures of polystyrene and styrene-containing copolymers with elastomers.[0004]ABS (acrylonitrile, butadiene-styrene) resins have enjoyed tremendous commercial popularity for many years as durable, temperature and s...
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IPC IPC(8): C07C7/20C09K15/08
CPCC07C7/20C08F12/08C07C15/46C08F2/40
Inventor RAI, VINOD KUMARELDIN, SHERIFKING, MARYLINK, JOHNSUBBIAH, ALAGARSAMY A.HERRINGTON, H. KELLY
Owner GENERAL ELECTRIC CO
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