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Styrene

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CAS:100-42-5
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CAS:100-42-5
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CAS:100-42-5
Purity:Standard for GC,>99.5%(GC) Package:99RMB/500ML
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Products Intro: Product Name:Styrene, 99.5%, stabilized with HQ
CAS:100-42-5
Purity:99.5% Package:1L;250ML
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Products Intro: Product Name:Styrol
CAS:100-42-5
Purity:99% Package:2.5L Remarks:B20021
Styrene Basic information
Description Chemical properties Polymerization Reaction Uses Production Hazards Storage References
Product Name:Styrene
Synonyms:femanumber3234.;NCI-C02200;Phenethylene;Phenylethene;Phenylethylen;phenyl-ethylen;Phenylthylene;Stirolo
CAS:100-42-5
MF:C8H8
MW:104.15
EINECS:202-851-5
Product Categories:Analytical Chemistry;Standard Solution of Volatile Organic Compounds for Water & Soil Analysis;Standard Solutions (VOC);Aromatics
Mol File:100-42-5.mol
Styrene Structure
Styrene Chemical Properties
Melting point -31 °C
Boiling point 145-146 °C(lit.)
density 0.906 g/mL at 20 °C
vapor density 3.6 (vs air)
vapor pressure 12.4 mm Hg ( 37.7 °C)
refractive index n20/D 1.546(lit.)
FEMA 3233
Fp 88 °F
storage temp. 2-8°C
solubility 0.24g/l
form Liquid
color Colorless
explosive limit1.1-8.9%(V)
Water Solubility 0.3 g/L (20 ºC)
FreezingPoint -30.6℃
Sensitive Air Sensitive
Merck 14,8860
BRN 1071236
Stability:Stable, but may polymerize upon exposure to light. Normally shipped with a dissolved inhibitor. Substances to be avoided include strong acids, aluminium chloride, strong oxidizing agents, copper, copper alloys, metallic salts, polymerization catalysts and accelerators. Flammable - vapour may travel considerable distance to ignition source
InChIKeyPPBRXRYQALVLMV-UHFFFAOYSA-N
CAS DataBase Reference100-42-5(CAS DataBase Reference)
NIST Chemistry ReferenceStyrene(100-42-5)
EPA Substance Registry SystemBenzene, ethenyl-(100-42-5)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 10-20-36/38-40-36/37/38-39/23/24/25-23/24/25-11-48/20-63
Safety Statements 23-36-26-16-45-36/37-7-46
RIDADR UN 2055 3/PG 3
WGK Germany 2
RTECS WL3675000
Autoignition Temperature914 °F
TSCA Yes
HS Code 2902 50 00
HazardClass 3
PackingGroup III
Hazardous Substances Data100-42-5(Hazardous Substances Data)
ToxicityLD50 in mice (mg/kg): 660 ± 44.3 i.p.; 90 ± 5.2 i.v.
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Styrene Usage And Synthesis
DescriptionStyrene is a certain organic chemical compound having the chemical formula C8H8 and structural formula CH2=CHC6H5, also known as styrol, vinylbenzene, phenylethene,phenylethylene,styrene,styreen and so on. Its chemical structure is made up of a benzene ring bonded onto a vinyl group . At room temperature and pressure, styrene is a clear, colorless liquid. Styrene is an important monomer of synthetic rubber, adhesives and plastics, such as styrene sheet.
Chemical properties
Physical state clear, colorless.
Colour Colorless to yellowish, oily liquid
Odour Extremely penetrating
Melting point/ freezing point -31°C(lit.)
Boiling point or initial boiling point and boiling range 145°C
Flammability Class IC Flammable Liquid: Fl.P. at or above 22.8°C and below 37.8°C.Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Lower and upper explosion limit / flammability limit Lower flammable limit: 0.9% by volume; Upper flammable limit: 6.8% by volume
Flash point 32°C(lit.)
Auto-ignition temperature 490°C (USCG, 1999)
refractive index  n20/D 1.546(lit.)
Storage temp. 2-8°C
Kinematic viscosity 0.696 cP at 25°C
Solubility In water:0.3 g/L (20 ºC),
Partition coefficient n-octanol/water (log value) log Kow = 2.95
Vapour pressure 12.4 mm Hg ( 37.7 °C)
Density and/or relative density 0.906
Relative vapour density 3.6 (vs air)
Polymerization ReactionStyrene is a common vinyl monomer and is the raw material for the synthesis of polystyrene. In addition to bulk polymers, copolymers can be copolymerized with other monomers, such as acrylates and acrylonitrile. It can be polymerized under free radical photoinitiator or thermal initiator, and can also autopolymerize at high temperature. As vinyl monomer, its polymerization reaction activity is lower than acrylate, methacrylate and other high activity monomer, higher than vinyl acetate and other low activity monomer.[1] In addition, styrene can also be used as a monomer for anionic polymerization, cationic polymerization and coordination polymerization.[2]
UsesStyrene is an important monomer of synthetic rubber, adhesives and plastics. [3,4,5] It is used for the synthesis of styrene butadiene rubber and polystyrene resin, polyester glass fiber reinforced plastics and coatings. It is used for preparing polystyrene, ion exchange resin, and foam polystyrene. It is also used for copolymerization with other monomers to produce various engineering plastics, such as copolymerization of acrylonitrile and butadiene to produce ABS resin, widely used in various household appliances and industries. Copolymerization with acrylonitrile, obtained SAN is a resin with shock resistance and bright color. The SBS produced by copolymerization with butadiene is a thermoplastic rubber, which is widely used as a polyvinyl chloride and acrylic modifier. SBS and SIS thermoplastic elastomers are made with butadiene and isoprene copolymerization, and as a crosslinking monomer, styrene is used in the modification of PVC, polypropylene, and unsaturated polyester.
Syrene is used as a hard monomer for the production of styrene acrylic emulsion and solvent pressure sensitive adhesive. Emulsion adhesive and paint can be prepared by copolymerization with vinyl acetate and acrylic ester. Styrene is one of the most commonly used vinyl monomers in the scientific field, used in various modified and composite materials.[6]
In addition, a small amount of styrene is also used as perfume and other intermediates. By chloromethylation of styrene, cinnamyl chloride is used as an intermediate for the non anesthetic analgesic strong pain determination, and styrene is also used as an antitussive, expectorant and anticholinergic original medicine in stomach Changning. It can be used to synthesize anthraquinones dye intermediates , pesticide emulsifiers, and styrene phosphonic acids ore dressing agent and copper plating brighteners.[7]
ProductionIn nature, styrene is very little in some plants and their fruits (such as cinnamon, coffee beans and peanuts), and there are styrene in coaltar[8]. Initially, in nineteenth Century, styrene was separated from storesin distillion. In the laboratory, styrene is usually prepared by decarboxylation of cinnamic acid. Styrene is used as raw material for industrial production,can be produced by catalytic dehydrogenation of ethylbenzene.
The most common way to produce styrene is to catalyze dehydrogenation of ethylbenzene at 550~600oC. Ethylbenzene is mixed into its own 10-16 times volume of high temperature water vapor, through solid phase catalytic bed to achieve dehydrogenation. The main by-products of the reaction are benzene and toluene.
The styrene process was developed in the 1930s by BASF (Germany) and Dow Chemical (USA).After continuous improvement, an iron series catalyst was added with a variety of cocatalysts, and selectivity of styrene was up to 95% in 1978. The catalyst added was mostly alkali metal or alkaline earth metal, such as potassium, vanadium, molybdenum, tungsten, cerium and chromium.
The ethylbenzene dehydrogenation reactor has two types: isothermal and adiabatic. The isothermal reactor is a tubular reactor, which is seldom used. Now, an adiabatic reactor is generally used.The process includes two parts: ethylbenzene dehydrogenation and Styrene Distillation Separation. At present, the most mature and developed technology of negative pressure adiabatic dehydrogenation is Lummus technology and Fina technology. The conversion of ethylbenzene in the reactor is about 35% to 40%. The dehydrogenation solution contains ethylbenzene 55% to 60%, styrene 35% to 40%, and a small amount of benzene, toluene and tar. Therefore, it is necessary to fractionate styrene products by distillation. As the boiling point of ethylbenzene and styrene is relatively close, the number of plates needed for separation is higher, and styrene is highly polymerizable at higher temperature. In order to reduce the occurrence of polymerization, the addition of hydroquinone or sulfur inhibitor can still be used to reduce pressure. The control tower temperature is not more than 90 oC.
Styrene is also commercially produced by POSM process. Styrene and propylene oxide are obtained from ethylbenzene and propylene. In this production route, ethylbenzene is oxidized to the peroxide of ethylbenzene, and then the peroxide is used to oxidize propylene to obtain 1- phenyl ethanol and propylene oxide. Finally, styrene can be obtained after dehydration of 1- phenyl ethanol. This method is characterized by the production of 0.4t propylene oxide. It does not require high temperature such as dehydrogenation, and avoids the problem of producing propylene oxide by chlorohydrin process. However, the reaction time is complex, the by-products are large, and the technological process is long. The consumption of ethylbenzene is higher than that of dehydrogenation. [7,8,9]
HazardsHealth hazards: irritation and anaesthesia for the mucous membrane of the eye and upper respiratory tract. Acute poisoning: at high concentration, the eye and upper respiratory tract mucosa irritation immediately, eye pain, tears, runny, sneezing, sore throat, cough, etc., followed by headache, dizziness, nausea, vomiting, fatigue and so on; serious can have vertigo, gait staggering. The eye can be burned when it is contaminated by styrene. Chronic effects: common neurasthenia syndrome, headache, fatigue, nausea, loss of appetite, abdominal distention, melancholia, forgetfulness, finger tremor, etc. Chronic exposure sometimes causes obstructive pulmonary disease.
Environmental hazards: serious harm to the environment and pollution to the water, soil and atmosphere.
Risk of explosion: This product is flammable, suspicious carcinogens, irritating. [10,11]
StorageStyrene is Stable under room temperature, but may polymerize upon exposure to light and heat without no initiator. Normally shipped with a dissolved inhibitor. Substances to be avoided include strong acids, aluminium chloride, strong oxidizing agents, metallic salts, polymerization catalysts and accelerators.A considerable distance to ignition source is needed.[10,11]
References
  1. Jindong Zeng, Jian Zhu Organoselenium compoundes:development of a universal “living” free radical polymerization mediator. Polym. Chem., 2013, 4, 3453
  2. Zuren Pan polymer chemistry Industry Press 2007
  3. M.T. Ramesan Preparation and properties of different functional group containing styrene butadiene rubberJournal of the Chilean Chemical Society54(1):23-27 • 2008
  4. Richard A. Poillucci and Assistant Professor Christopher J. Hansen Reducing use of styrene monomer in unsaturated polyester resins. Technical Report No. 74,2013.University of Massachusetts Lowell
  5. Andreea Simona CURIAC, Andrei PETRE, PREPARAT.ION OF ADHESIVES FROM THE EXPANDABLE POLYSTYRENE WASTE. Journal of Young Scientist, Volume V, 2017 
  6. Czech Republic, Vojtěch, KOLÁ?OVÁ Markéta. EU SORPTION PROPERTIES OF GRAPHEN OXIDE AND STYRENE COMPOSITES FOR SR-85 AND CS-137 BRYNYCH. Oct 14th – 16th 2015, nanocon,Brno, 
  7. Styrene,http://www.molbase.cn
  8. Prof. Dr. Arno Behr. Styrene production from ethyl benzene, Faculty of Biochemical andChemical EngineeringTechnical Chemistry A (Chemical Process Development)
  9. Waleed Nour Eldien, Esra A. Almnem. Simulation to Production of Styrene by Catalytic Dehydrogenation of Ethyl Benzene. International Journal of Trend in Research and Development, Volume 4(4), ISSN: 2394-9333.
  10. Styrene Monomer: Environmental, Health, Safety, Transport and Storage guidelines March 3rd 2007 Styrene Producers Association CEFIC Sector Group Avenue Van Nieuwenhuyse 4/2 B1160 Brussels Belgium
  11. Jesper Kjølholt, Marlies Warming, Survey of styrene, The Danish Environmental Protection Agency Strandgade 29, 1401 Copenhagen K Denmark.
Chemical PropertiesStyrene is a colorless or yellow, sweet odor liquid. It is produced during alkylation of benzene with ethylene. It is highly reactive and polymerizes rapidly with a violent explosive reaction. This demands proper handling, transportation, and storage by adding polymerization inhibitors in adequate quantities during these operations. Styrene monomer has been extensively used in the manufacture of chemical intermediates, fi lling components, plastics, resins, and stabilizing agents.
Chemical PropertiesStyrene is a colorless to yellowish, very refractive, oily liquid with a penetrating odor
Chemical Propertiescolourless oily liquid
UsesUsed in the manufacturing plastics; synthetic rubber; resins; insulator.
DefinitionChEBI: A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.
General DescriptionA clear colorless to dark liquid with an aromatic odor. Flash point 90°F. Density 7.6 lb/gal. Vapors heavier than air and irritating to the eyes and mucous membranes. Subject to polymerization. If the polymerization takes place inside a closed container, the container may rupture violently. Less dense than water and insoluble in water. Used to make plastics, paints, and synthetic rubber.
Air & Water ReactionsHighly flammable. Insoluble in water.
Reactivity ProfileSTYRENE MONOMER is a colorless, oily liquid, moderately toxic, flammable. A storage hazard above 32°C, involved in several industrial explosions caused by violent, exothermic polymerization [Bond, J., Loss Prev. Bull., 1985, (065), p. 25]. Polymerization becomes self-sustaining above 95°C [MCA SD-37, 1971]. Presence of an inhibitor lessens but does not eliminate the possibility of unwanted polymerization. Violent polymerization leading to explosion may be initiated by peroxides (e.g., di-tert-butyl peroxide, dibenzoyl peroxide), butyllithium, azoisobutyronitrile. Reacts violently with strong acids (sulfuric acid, oleum, chlorosulfonic acid), strong oxidizing agents [Lewis, 3rd ed., 1993, p. 1185]. Reacts with oxygen above 40°C to form explosive peroxide [Barnes, C. E. et al., J. Amer. Chem. Soc., 1950, 72, p. 210]. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154, 164]. Mixing styrene in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid, oleum, and sulfuric acid [NFPA 1991].
HazardFlammable, moderate fire risk, explosive limits in air 1.1–6.1%, must be inhibited during storage. Toxic by ingestion and inhalation. Central nervous system impairment, upper respiratory tract irritant, and peripheral neuropathy. Possible carcinogen.
Health HazardModerate irritation of eyes and skin. High vapor concentrations cause dizziness, drunkeness, and anesthesia.
Health HazardExposures to styrene induce adverse health effects, which include irritation to the eyes, mucous membrane, loss of appetite, vomiting, and nausea. Prolonged exposure results in skin damage in the form of dermatitis, rough, and fi ssured skin.
Fire HazardBehavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back. At elevated temperatures such as in fire conditions, polymerization may take place which may lead to container explosion.
Contact allergensThe presence of styrene in packaged foods is due primarily to leaching of monomer from polystyrene containers. Polystyrene (PS) is widely used in the manufacturing of food contact materials such as trays for meat, cookies, and candies with disposable plates, cups, etc. and about 50 % of the consumption of PS was related to food packaging and food service articles. During the production process the styrene monomer can become occluded in PS products and may migrate out of these materials into food. The rate of migration of styrene monomer from polystyrene containers depends mainly on the lipophilicity of the food, surface area of the container per volume of food, duration of contact, and food temperature.
Styrene was found in 24 food contact materials from different categories (extruded polystyrene foam, expandable polystyrene, high-impacted polystyrene) at concentrations ranging from 9.3 to 3100 mg/kg, with a mean concentration of 340 mg/kg. This concentration is below the USFDA limit for styrene in food packaging materials which are 5000 mg/kg for fatty foods and 10000 mg/kg for aqueous foods. Moreover, styrene dimers and trimers, which are also residual materials produced during polymerisation, have been detected. Styrene was found in various foods such as yoghurt, croissants, cookies, raw chicken, and raw beef held in contact with PS packaging (meat trays, cookie trays, and chocolate candy trays) at concentrations ranging from 2.6 ng/g in raw chicken to 163 ng/g in sandwich cookies. Styrene is reasonably anticipated to be a human carcinogen. Several international brands start to phase out polystyrene foam packaging from their products.
Safety ProfileConfirmed carcinogen. Experimental poison by ingestion, inhalation, and intravenous routes. Moderately toxic experimentally by intraperitoneal route. Mildly toxic to humans by inhalation. An experimental teratogen. Human systemic effects by inhalation: eye and olfactory changes. It can cause irritation and violent itching of the eyes @200 ppm, lachrymation, and severe human eye injuries. Its toxic effects are usually transient and result in irritation and possible narcosis. Experimental reproductive effects. Human mutation data reported. A human skin irritant. An experimental skin and eye irritant. The monomer has been involved in several industrial explosions. It is a storage hazard above 32°C. A very dangerous fire hazard when exposed to flame, heat, or oxidants. Explosive in the form of vapor when exposed to heat or flame. Reacts with oxygen above 40°C to form a heat-sensitive explosive peroxide. Violent or explosive polymerization may be initiated by alkahmetal-graphite composites, butyllithium, dibenzoyl peroxide, other initiators (e.g., azoisobutyronitrile, di-tert-butyl peroxide). Reacts violently with chlorosulfonic acid, oleum, sulfuric acid, chlorine + iron(IⅡ) chloride (above 50°C). May ignite when heated with air + polymerizing polystyrene. Can react vigorously with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes
Potential ExposureStyrene is used in the production of plastics and polystyrene resins. It is also used in combination with 1,3-butadiene or acrylonitrile to form copolymer elastomers, butadiene-styrene rubber; and acrylonitrilebutadiene-styrene. It is also used in the manufacture of protective coatings; resins, polyesters; in making insulators and in drug manufacture.
First aidIf this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
ShippingUN2055 Styrene monomer, stabilized, Hazard Class: 3; Labels: 3-Flammable liquid.
Purification MethodsStyrene is difficult to purify and keep pure. 25 1.5441. Usually it contains added inhibitors (such as a trace of hydroquinone). Wash it with aqueous NaOH to remove inhibitors (e.g. tert-butanol), then with water, dry it for several hours with MgSO4 and distil it at 25o under reduced pressure in the presence of an inhibitor (such as 0.005% p-tert-butylcatechol). It can be stored at -78o. It can also be stored and kept anhydrous with Linde type 5A molecular sieves, CaH2, CaSO4, BaO or sodium, being fractionally distilled, and distilled in a vacuum line just before use. Alternatively styrene (and its deuterated derivative) are passed through a neutral alumina column before use [Woon et al. J Am Chem Soc 108 7990 1986, Collman J Am Chem Soc 108 2588 1986]. [Beilstein 5 IV 1334.]
IncompatibilitiesStyrene May form explosive mixture with air. A storage hazard above 31C. Upon heating to 200C, styrene polymerizes to form polystyrene, a plastic. Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Store in a cool, dry area away from oxidizers, catalysts for vinyl polymers; peroxides, strong acids; aluminum chloride. May polymerize if contaminated, subjected to heat; under the influence of light; and on contact with many compounds, such as oxygen, oxidizing agents; peroxides and strong acids. Usually contains an inhibitor, such as tert-butylcatechol. Corrodes copper and copper alloys. Attacks some plastics, rubber, and coatings.
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. In some cases, recovery and recycle of styrene monomer is economic and the technology is available.
Tag:Styrene(100-42-5) Related Product Information
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