Butyl rubber, sometimes just called "butyl", is a synthetic rubber, a copolymer of isobutylene with isoprene. The abbreviation IIR stands for isobutylene isoprene rubber. Polyisobutylene, also known as "PIB" or polyisobutene, (C4H8)n, is the homopolymer of isobutylene, or 2-methyl-1-propene, on which butyl rubber is based. Butyl rubber is produced by polymerization of about 98% of isobutylene with about 2% of isoprene. Structurally, polyisobutylene resembles polypropylene, but has two methyl groups substituted on every other carbon atom, rather than one. Polyisobutylene is a colorless to light yellow viscoelastic material. It is generally odorless and tasteless, though it may exhibit a slight characteristic odor.
A synthetic rubber, or elastomer, butyl rubber is impermeable to air and used in many applications requiring an airtight rubber. Polyisobutylene and butyl rubber are used in the manufacture of adhesives, agricultural chemicals, fiber optic compounds, ball bladders, O-rings, caulks and sealants, cling film, electrical fluids, lubricants (2 stroke engine oil), paper and pulp, personal care products, pigment concentrates, for rubber and polymer modification, for protecting and sealing certain equipment for use in areas where chemical weapons are present, as a gasoline/dieselfuel additive, and chewing gum. The first major application of butyl rubber was tire inner tubes. This remains an important segment of its market even today.
History
Isobutylene was discovered by Michael Faraday in 1825. Polyisobutylene (PIB) was first developed by the BASF unit of IG Farben in 1931 using a boron trifluoride catalyst at low temperatures and sold under the trade name Oppanol B[de]. PIB remains a core business for BASF to this day.
It was later developed into butyl rubber in 1937, by researchers William J. Sparks and Robert M. Thomas, at Standard Oil of New Jersey's Linden, N.J., laboratory. Today, the majority of the global supply of butyl rubber is produced by two companies, ExxonMobil (one of the descendants of Standard Oil) and Polymer Corporation, a Canadian federal crown corporation established in 1942 to produce artificial rubber to substitute for overseas supply cut off by World War II. It was renamed Polysar in 1976 and the rubber component became a subsidiary, Polysar Rubber Corp. The company was privatized in 1988 with its sale to NOVA Corp which, in turn, sold Polysar Rubber in 1990 to Bayer AG of Germany. In 2005 Bayer AG spun off chemical divisions, including most of the Sarnia site, creating LANXESS AG, also of Germany.[1]
PIB homopolymers of high molecular weight (100,000–400,000 or more) are polyolefin elastomers: tough extensible rubber-like materials over a wide temperature range; with low density (0.913–0.920), low permeability and excellent electrical properties.
In the 1950s and 1960s, halogenated butyl rubber (halobutyl) was developed, in its chlorinated (chlorobutyl) and brominated (bromobutyl) variants, providing significantly higher curing rates and allowing covulcanization with other rubbers such as natural rubber and styrene-butadiene rubber. Halobutyl is today the most important material for the inner linings of tubeless tires. Francis P. Baldwin received the 1979 Charles Goodyear Medal for the many patents he held for these developments.
In the spring of 2013 two incidents of PIB contamination in the English Channel, believed to be connected, were described as the worst UK marine pollution 'for decades'. The RSPB estimated over 2,600 seabirds were killed by the chemical and hundreds more were rescued and decontaminated.[2]
Uses
Fuel and lubricant additive
Polyisobutylene can be reacted with maleic anhydride to make polyisobutenylsuccinic anhydride (PIBSA), which can then be converted into polyisobutenylsuccinimides (PIBSI) by reacting it with various ethyleneamines. When used as an additive in lubricating oils and motor fuels, they can have a substantial effect on the properties of the oil or fuel.[3][4] Polyisobutylene added in small amounts to the lubricating oils used in machining results in a significant reduction in the generation of oil mist and thus reduces the operator's inhalation of oil mist.[5] It is also used to clean up waterborne oil spills as part of the commercial product Elastol. When added to crude oil it increases the oil's viscoelasticity when pulled, causing the oil to resist breakup when it is vacuumed from the surface of the water.
Polyisobutylene is used in some formulations as a thickening agent.
Explosives
Polyisobutylene is often used by the explosives industry as a binding agent in plastic explosives such as C-4.[8] Polyisobutylene binder is used because it makes the explosive more insensitive to premature detonation as well as making it easier to handle and mold.
Speakers and audio equipment
Butyl rubber is generally used in speakers, specifically the surrounds. It was used as a replacement for foam surrounds because the foam would deteriorate. The majority of modern speakers use butyl rubber, while most vintage speakers use foam.
Sporting equipment
Butyl rubber is used for the bladders in sporting balls (e.g. Rugby balls, footballs, basketballs, netballs) and to make bicycle inner tubes to provide a tough, airtight inner compartment.
Damp proofing and roof repair
Butyl rubber sealant is used for damp proofing, rubber roof repair and for maintenance of roof membranes (especially around the edges). It is important[citation needed] to have the roof membrane fixed, as a lot of fixtures (e.g., air conditioner vents, plumbing, and other pipes) can considerably loosen it.
Rubber roofing typically refers to a specific type of roofing materials that are made of ethylene propylene diene monomers (EPDM rubber). It is crucial to the integrity of such roofs to avoid using harsh abrasive materials and petroleum-based solvents for their maintenance.
Polyester fabric laminated to butyl rubber binder provides a single-sided waterproof tape that can be used on metal, PVC, and cement joints. It is used for repairing and waterproofing metal roofs.
Gas masks and chemical agent protection
Butyl rubber is one of the most robust elastomers when subjected to chemical warfare agents and decontamination materials. It is a harder and less porous material than other elastomers, such as natural rubber or silicone, but still has enough elasticity to form an airtight seal. While butyl rubber will break down when exposed to agents such as NH3 (ammonia) or certain solvents, it breaks down more slowly than comparable elastomers. It is therefore used to create seals in gas masks and other protective clothing.
Pharmaceutical stoppers
Butyl and bromobutyl rubber are commonly used for manufacturing rubber stoppers used for sealing medicine vials and bottles.[9]
Chewing gum
Gumdrop chewing gum collecting bin
Most modern chewing gum uses food-grade butyl rubber as the central gum base, which contributes not only the gum's elasticity but also gives it a stubborn, sticky quality which has led some municipalities to propose taxation to cover costs of its removal.[10]
Recycled chewing gum has also been used as a source of recovered polyisobutylene. Amongst other products, this base rubber has been manufactured into coffee cups and 'Gumdrop' gum-collecting bins.[11][12] When filled, the collecting bins and their contents are shredded together and recycled again.
Tires
Because of their superior resistance to gas diffusion, butyl rubber and halogenated rubber are used for the innerliner inside pneumatic tubeless tires, and for the inner tube in older tires.
Insulating windows
Polyisobutylene is used as the primary seal in an insulating glass unit for commercial and residential construction providing the air and moisture seal for the unit.
Notes
↑ "Butyl Rubber: A Techno-commercial Profile". Chemical Weekly. 55 (12): 207–211. November 3, 2009.
Vulcanization is a range of processes for hardening rubbers. The term originally referred exclusively to the treatment of natural rubber with sulfur, which remains the most common practice. It has also grown to include the hardening of other (synthetic) rubbers via various means. Examples include silicone rubber via room temperature vulcanizing and chloroprene rubber (neoprene) using metal oxides.
Petrochemicals are the chemical products obtained from petroleum by refining. Some chemical compounds made from petroleum are also obtained from other fossil fuels, such as coal or natural gas, or renewable sources such as maize, palm fruit or sugar cane.
Styrene-butadiene or styrene-butadiene rubber (SBR) describe families of synthetic rubbers derived from styrene and butadiene. These materials have good abrasion resistance and good aging stability when protected by additives. In 2012, more than 5.4 million tonnes of SBR were processed worldwide. About 50% of car tires are made from various types of SBR. The styrene/butadiene ratio influences the properties of the polymer: with high styrene content, the rubbers are harder and less rubbery. SBR is not to be confused with the thermoplastic elastomer, styrene-butadiene block copolymer, although being derived from the same monomers.
Butene, also known as butylene, is an alkene with the formula C4H8. The word butene may refer to any of the individual compounds. They are colourless gases that are present in crude oil as a minor constituent in quantities that are too small for viable extraction. Butene is therefore obtained by catalytic cracking of long-chain hydrocarbons left during refining of crude oil. Cracking produces a mixture of products, and the butene is extracted from this by fractional distillation.
An elastomer is a polymer with viscoelasticity and with weak intermolecular forces, generally low Young's modulus (E) and high failure strain compared with other materials. The term, a portmanteau of elastic polymer, is often used interchangeably with rubber, although the latter is preferred when referring to vulcanisates. Each of the monomers which link to form the polymer is usually a compound of several elements among carbon, hydrogen, oxygen and silicon. Elastomers are amorphous polymers maintained above their glass transition temperature, so that considerable molecular reconformation is feasible without breaking of covalent bonds. At ambient temperatures, such rubbers are thus relatively compliant and deformable. Their primary uses are for seals, adhesives and molded flexible parts. Application areas for different types of rubber are manifold and cover segments as diverse as tires, soles for shoes, and damping and insulating elements.
Isobutylene is a hydrocarbon with the chemical formula (CH3)2C=CH2. It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value.
A synthetic rubber is an artificial elastomer. They are polymers synthesized from petroleum byproducts. About 32 million metric tons of rubbers are produced annually in the United States, and of that amount two thirds are synthetic. Synthetic rubber, just like natural rubber, has many uses in the automotive industry for tires, door and window profiles, seals such as O-rings and gaskets, hoses, belts, matting, and flooring. They offer a different range of physical and chemical properties which can improve the reliability of a given product or application. Synthetic rubbers are superior to natural rubbers in two major respects: thermal stability, and resistance to oils and related compounds. They are more resistant to oxidizing agents, such as oxygen and ozone which can reduce the life of products like tires.
A thickening agent or thickener is a substance which can increase the viscosity of a liquid without substantially changing its other properties. Edible thickeners are commonly used to thicken sauces, soups, and puddings without altering their taste; thickeners are also used in paints, inks, explosives, and cosmetics.
Nitrile rubber, also known as nitrile butadiene rubber, NBR, Buna-N, and acrylonitrile butadiene rubber, is a synthetic rubber derived from acrylonitrile (ACN) and butadiene. Trade names include Perbunan, Nipol, Krynac and Europrene. This rubber is unusual in being resistant to oil, fuel, and other chemicals.
FKM is a family of fluorocarbon-based fluoroelastomer materials defined by ASTM International standard D1418, and ISO standard 1629. It is commonly called fluorine rubber or fluoro-rubber. FKM is an abbreviation of Fluorine Kautschuk Material. All FKMs contain vinylidene fluoride as a monomer. Originally developed by DuPont, FKMs are today also produced by many companies, including: Daikin (Dai-El), 3M (Dyneon), Solvay S.A. (Tecnoflon), HaloPolymer (Elaftor), Gujarat Fluorochemicals (Fluonox), and several Chinese manufacturers. Fluoroelastomers are more expensive than neoprene or nitrile rubber elastomers. They provide additional heat and chemical resistance. FKMs can be divided into different classes on the basis of either their chemical composition, their fluorine content, or their cross-linking mechanism.
Sealant is a substance used to block the passage of fluids through openings in materials, a type of mechanical seal. In building construction sealant is sometimes synonymous with caulk and also serve the purposes of blocking dust, sound and heat transmission. Sealants may be weak or strong, flexible or rigid, permanent or temporary. Sealants are not adhesives but some have adhesive qualities and are called adhesive-sealants or structural sealants.
Gum base is the non-nutritive, non-digestible, water-insoluble masticatory delivery system used to carry sweeteners, flavors, and any other substances in chewing gum and bubble gum. It provides all the basic textural and masticatory properties of gum.
Membrane roofing is a type of roofing system for buildings, RV's, Ponds and in some cases tanks. It is used to create a watertight covering to protect the interior of a building. Membrane roofs are most commonly made from synthetic rubber, thermoplastic, or modified bitumen. Membrane roofs are most commonly used in commercial application, though they are becoming increasingly common in residential application.
Cracks can be formed in many different elastomers by ozone attack, and the characteristic form of attack of vulnerable rubbers is known as ozone cracking. The problem was formerly very common, especially in tires, but is now rarely seen in those products owing to preventive measures.
Alkylphenols are a family of organic compounds obtained by the alkylation of phenols. The term is usually reserved for commercially important propylphenol, butylphenol, amylphenol, heptylphenol, octylphenol, nonylphenol, dodecylphenol and related "long chain alkylphenols" (LCAPs). Methylphenols and ethylphenols are also alkylphenols, but they are more commonly referred to by their specific names, cresols and xylenols.
An antiozonant, also known as anti-ozonant, is an organic compound that prevents or retards damage caused by ozone. The most important antiozonants are those which prevent degradation of elastomers like rubber. A number of research projects study the application of another type of antiozonants to protect plants.
In chemistry, cationic polymerization is a type of chain growth polymerization in which a cationic initiator transfers charge to a monomer which then becomes reactive. This reactive monomer goes on to react similarly with other monomers to form a polymer. The types of monomers necessary for cationic polymerization are limited to alkenes with electron-donating substituents and heterocycles. Similar to anionic polymerization reactions, cationic polymerization reactions are very sensitive to the type of solvent used. Specifically, the ability of a solvent to form free ions will dictate the reactivity of the propagating cationic chain. Cationic polymerization is used in the production of polyisobutylene and poly(N-vinylcarbazole) (PVK).
The Charles Goodyear Medal is the highest honor conferred by the American Chemical Society, Rubber Division. Established in 1941, the award is named after Charles Goodyear, the discoverer of vulcanization, and consists of a gold medal, a framed certificate and prize money. The medal honors individuals for "outstanding invention, innovation, or development which has resulted in a significant change or contribution to the nature of the rubber industry". Awardees give a lecture at an ACS Rubber Division meeting, and publish a review of their work in the society's scientific journal Rubber Chemistry and Technology.
Polyisobuteneamine (PIBA) is a polymer derived from the reaction of polyisobutylene (PIB) with ammonia or primary amines. This polymeric compound is known for its excellent adhesive and dispersant properties and is commonly used as an additive in lubricants, fuel, and other industrial applications.
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