Butyl rubber
Encyclopedia
Butyl rubber is a synthetic rubber
Synthetic rubber
Synthetic rubber is is any type of artificial elastomer, invariably a polymer. An elastomer is a material with the mechanical property that it can undergo much more elastic deformation under stress than most materials and still return to its previous size without permanent deformation...

, a copolymer of isobutylene
Isobutylene
Isobutylene is a hydrocarbon of significant industrial importance. It is a four-carbon branched alkene , one of the four isomers of butylene. At standard temperature and pressure it is a colorless flammable gas.-Uses:...

 with isoprene
Isoprene
Isoprene , or 2-methyl-1,3-butadiene, is a common organic compound with the formula CH2=CCH=CH2. Under standard conditions it is a colorless liquid...

. 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
Isobutylene
Isobutylene is a hydrocarbon of significant industrial importance. It is a four-carbon branched alkene , one of the four isomers of butylene. At standard temperature and pressure it is a colorless flammable gas.-Uses:...

 with about 2% of isoprene
Isoprene
Isoprene , or 2-methyl-1,3-butadiene, is a common organic compound with the formula CH2=CCH=CH2. Under standard conditions it is a colorless liquid...

. Structurally, polyisobutylene resembles polypropylene
Polypropylene
Polypropylene , also known as polypropene, is a thermoplastic polymer used in a wide variety of applications including packaging, textiles , stationery, plastic parts and reusable containers of various types, laboratory equipment, loudspeakers, automotive components, and polymer banknotes...

, having two methyl group
Methyl group
Methyl group is a functional group derived from methane, containing one carbon atom bonded to three hydrogen atoms —CH3. The group is often abbreviated Me. Such hydrocarbon groups occur in many organic compounds. The methyl group can be found in three forms: anion, cation and radical. The anion...

s substituted on every other carbon
Carbon
Carbon is the chemical element with symbol C and atomic number 6. As a member of group 14 on the periodic table, it is nonmetallic and tetravalent—making four electrons available to form covalent chemical bonds...

 atom. Polyisobutylene is a colorless to light yellow viscoelastic material. It is generally odorless and tasteless, though it may exhibit a slight characteristic odor.

Butyl rubber has excellent impermeability, and the long polyisobutylene segments of its polymer
Polymer
A polymer is a large molecule composed of repeating structural units. These subunits are typically connected by covalent chemical bonds...

 chains give it good flex properties.

The formula for PIB is:
-(-CH2-C(CH3)2-)n-

The formula for IIR is:




It can be made from the monomer
Monomer
A monomer is an atom or a small molecule that may bind chemically to other monomers to form a polymer; the term "monomeric protein" may also be used to describe one of the proteins making up a multiprotein complex...

 isobutylene
Isobutylene
Isobutylene is a hydrocarbon of significant industrial importance. It is a four-carbon branched alkene , one of the four isomers of butylene. At standard temperature and pressure it is a colorless flammable gas.-Uses:...

 or CH2=C(CH3)2 only via cationic addition polymerization.

A synthetic rubber, or elastomer
Elastomer
An elastomer is a polymer with the property of viscoelasticity , generally having notably low Young's modulus and high yield strain compared with other materials. The term, which is derived from elastic polymer, is often used interchangeably with the term rubber, although the latter is preferred...

, 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, caulks and sealants, cling film, electrical fluids, lubricants (2 cycle engine oil), paper and pulp, personal care products, pigment
Pigment
A pigment is a material that changes the color of reflected or transmitted light as the result of wavelength-selective absorption. This physical process differs from fluorescence, phosphorescence, and other forms of luminescence, in which a material emits light.Many materials selectively absorb...

 concentrates, for rubber and polymer modification, for protecting and sealing certain equipment for use in areas where chemical weapons are present, as a gasoline
Gasoline
Gasoline , or petrol , is a toxic, translucent, petroleum-derived liquid that is primarily used as a fuel in internal combustion engines. It consists mostly of organic compounds obtained by the fractional distillation of petroleum, enhanced with a variety of additives. Some gasolines also contain...

/diesel fuel additive, and even in chewing gum
Chewing gum
Chewing gum is a type of gum traditionally made of chicle, a natural latex product, or synthetic rubber known as polyisobutylene. For economical and quality reasons, many modern chewing gums use rubber instead of chicle...

. The first major application of butyl rubber was tire
Tire
A tire or tyre is a ring-shaped covering that fits around a wheel rim to protect it and enable better vehicle performance by providing a flexible cushion that absorbs shock while keeping the wheel in close contact with the ground...

 inner tubes. This remains an important segment of its market even today.

History

Polyisobutylene was first developed by the BASF
BASF
BASF SE is the largest chemical company in the world and is headquartered in Germany. BASF originally stood for Badische Anilin- und Soda-Fabrik . Today, the four letters are a registered trademark and the company is listed on the Frankfurt Stock Exchange, London Stock Exchange, and Zurich Stock...

 unit of IG Farben
IG Farben
I.G. Farbenindustrie AG was a German chemical industry conglomerate. Its name is taken from Interessen-Gemeinschaft Farbenindustrie AG . The company was formed in 1925 from a number of major companies that had been working together closely since World War I...

 in 1931 and sold under the trade name Oppanol B. It was later developed into butyl rubber in 1937, by researchers William J. Sparks
William J. Sparks
William Joseph Sparks was a chemist at Exxon. As an inventor, his most important contribution was the development of butyl rubber....

 and Robert M. Thomas, at Standard Oil
Standard Oil
Standard Oil was a predominant American integrated oil producing, transporting, refining, and marketing company. Established in 1870 as a corporation in Ohio, it was the largest oil refiner in the world and operated as a major company trust and was one of the world's first and largest multinational...

 of New Jersey's Linden
Linden, New Jersey
- Local government :, the Mayor of Linden is . The former longtime Mayor of Linden is 82-year-old John T. Gregorio, who served as mayor of Linden for 30, nonconsecutive years and was repeatedly tagged with scandal during his mayoral career, including one felony conviction, later pardoned, which...

, N.J., laboratory. Today, the majority of the global supply of butyl rubber is produced by just two companies, ExxonMobil
ExxonMobil
Exxon Mobil Corporation or ExxonMobil, is an American multinational oil and gas corporation. It is a direct descendant of John D. Rockefeller's Standard Oil company, and was formed on November 30, 1999, by the merger of Exxon and Mobil. Its headquarters are in Irving, Texas...

, the successor to Standard Oil, and LANXESS
Lanxess
Lanxess AG is a specialty chemicals group based in Germany, with headquarters and major operations in Leverkusen. It was founded in 2004 when Bayer AG spun off its chemicals operations and parts of its polymer activities. As measured by sales, Lanxess is the fourth largest chemicals group in Germany...

, a spinoff from Bayer
Bayer
Bayer AG is a chemical and pharmaceutical company founded in Barmen , Germany in 1863. It is headquartered in Leverkusen, North Rhine-Westphalia, Germany and well known for its original brand of aspirin.-History:...

. Texas Petrochemicals (TPC Group) is the largest manufacturer of PIB in North America.

In 1950s and 1960s, halogen
Halogen
The halogens or halogen elements are a series of nonmetal elements from Group 17 IUPAC Style of the periodic table, comprising fluorine , chlorine , bromine , iodine , and astatine...

ated butyl rubber (halobutyl) was developed, in its chlorinated (chlorobutyl) and brominated (bromobutyl) variants, providing significantly higher curing rates and allowing covulcanization with such other rubbers as natural rubber and styrene-butadiene
Styrene-butadiene
Styrene-Butadiene or Styrene-Butadiene-Rubber is a synthetic rubber copolymer consisting of styrene and butadiene. It has good abrasion resistance and good aging stability when protected by additives, and is widely used in car tires, where it may be blended with natural rubber...

 rubber. Halobutyl is today the most important material for the inner linings of tubeless tires.

Fuel and lubricant additive

Polyisobutylene (in the form of polyisobutylene succinimide, PIBSI) has interesting properties when used as an additive in lubricating oils and motor fuels. Polyisobutylene added in small amounts to the lubricating oils used in machining
Machining
Conventional machining is a form of subtractive manufacturing, in which a collection of material-working processes utilizing power-driven machine tools, such as saws, lathes, milling machines, and drill presses, are used with a sharp cutting tool to physical remove material to achieve a desired...

 results in a significant reduction in the generation of oil mist and thus reduces the operator's inhalation of oil mist. It is also used to clean up waterborne oil spill
Oil spill
An oil spill is the release of a liquid petroleum hydrocarbon into the environment, especially marine areas, due to human activity, and is a form of pollution. The term is mostly used to describe marine oil spills, where oil is released into the ocean or coastal waters...

s as part of the commercial product Elastol. When added to crude oil it increases the oil's viscoelasticity
Viscoelasticity
Viscoelasticity is the property of materials that exhibit both viscous and elastic characteristics when undergoing deformation. Viscous materials, like honey, resist shear flow and strain linearly with time when a stress is applied. Elastic materials strain instantaneously when stretched and just...

 when pulled, causing the oil to resist breakup when it is vacuumed from the surface of the water.

As a fuel additive, polyisobutylene has detergent
Detergent
A detergent is a surfactant or a mixture of surfactants with "cleaning properties in dilute solutions." In common usage, "detergent" refers to alkylbenzenesulfonates, a family of compounds that are similar to soap but are less affected by hard water...

 properties. When added to diesel fuel, it resists fouling of fuel injectors, leading to reduced hydrocarbon and particulate emissions. It is blended with other detergents and additives to make a "detergent package" that is added to gasoline
Gasoline
Gasoline , or petrol , is a toxic, translucent, petroleum-derived liquid that is primarily used as a fuel in internal combustion engines. It consists mostly of organic compounds obtained by the fractional distillation of petroleum, enhanced with a variety of additives. Some gasolines also contain...

 and diesel fuel to resist buildup of deposits and engine knock.

Polyisobutylene is used in some formulations as a thickening agent
Thickening agent
Thickening agents, or thickeners, is the term applied to substances which increase the viscosity of a solution or liquid/solid mixture without substantially modifying its other properties; although most frequently applied to foods where the target property is taste, the term also is applicable to...

.

Sporting equipment

Butyl rubber is used for the bladders in basketballs, footballs, soccer balls and other inflatable balls to provide a tough, airtight inner compartment.

Roof Repair

Butyl rubber sealant is used for rubber roof repair and for maintenance of roof membranes (especially around the edges). It is important to have the roof membrane fixed, as a lot of fixtures (i.e., air conditioner vents, plumbing and other pipes, etc.) can considerably loosen it.

Rubber roofing typically refers to a specific type of roofing materials that are made of ethylene propylene diene monomers (EPDM). 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 ideal 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
Ammonia
Ammonia is a compound of nitrogen and hydrogen with the formula . It is a colourless gas with a characteristic pungent odour. Ammonia contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to food and fertilizers. Ammonia, either directly or...

) 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.

Chewing gum

Many varieties of chewing gum
Chewing gum
Chewing gum is a type of gum traditionally made of chicle, a natural latex product, or synthetic rubber known as polyisobutylene. For economical and quality reasons, many modern chewing gums use rubber instead of chicle...

utilize food-grade butyl rubber as the central gum base.

External links

The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.
 
x
OK