Chloroprene rubber
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Neoprene (also polychloroprene) is a family of synthetic rubbers that are produced by
polymerization In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many fo ...
of
chloroprene Chloroprene is the common name for 2-chlorobuta-1,3-diene (IUPAC name) with the chemical formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene ...
.Werner Obrecht, Jean-Pierre Lambert, Michael Happ, Christiane Oppenheimer-Stix, John Dunn and Ralf Krüger "Rubber, 4. Emulsion Rubbers" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. Neoprene exhibits good chemical stability and maintains flexibility over a wide temperature range. Neoprene is sold either as solid rubber or in
latex Latex is an emulsion (stable dispersion) of polymer microparticles in water. Latexes are found in nature, but synthetic latexes are common as well. In nature, latex is found as a milky fluid found in 10% of all flowering plants (angiosperms ...
form and is used in a wide variety of commercial applications, such as laptop sleeves,
orthopaedic Orthopedic surgery or orthopedics ( alternatively spelt orthopaedics), is the branch of surgery concerned with conditions involving the musculoskeletal system. Orthopedic surgeons use both surgical and nonsurgical means to treat musculoskeletal ...
braces (wrist, knee, etc.),
electrical insulation An electrical insulator is a material in which electric current does not flow freely. The atoms of the insulator have tightly bound electrons which cannot readily move. Other materials—semiconductors and conductors—conduct electric current ...
, liquid and sheet-applied elastomeric membranes or flashings, and automotive fan
belt Belt may refer to: Apparel * Belt (clothing), a leather or fabric band worn around the waist * Championship belt, a type of trophy used primarily in combat sports * Colored belts, such as a black belt or red belt, worn by martial arts practit ...
s.


Production

Neoprene is produced by free-radical polymerization of
chloroprene Chloroprene is the common name for 2-chlorobuta-1,3-diene (IUPAC name) with the chemical formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene ...
. In commercial production, this polymer is prepared by free radical emulsion polymerization. Polymerization is initiated using
potassium persulfate Potassium persulfate is the inorganic compound with the formula K2 S2O8. Also known as potassium peroxydisulfate, it is a white solid that is sparingly soluble in cold water, but dissolves better in warm water. This salt is a powerful oxidant, c ...
. Bifunctional nucleophiles, metal oxides (e.g. zinc oxide), and
thiourea Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), except that the oxygen atom is replaced by a sulfur atom (as implied by the ''thio-'' prefix); however, the properties of urea a ...
s are used to crosslink individual polymer strands.


History

Neoprene was invented by DuPont scientists on April 17, 1930, after Dr Elmer K. Bolton of DuPont attended a lecture by Fr
Julius Arthur Nieuwland Julius Aloysius Arthur Nieuwland, CSC, (14 February 1878 – 11 June 1936) was a Belgian-born Holy Cross priest and professor of chemistry and botany at the University of Notre Dame, Indiana. He is known for his contributions to acetylene r ...
, a professor of chemistry at the
University of Notre Dame The University of Notre Dame du Lac, known simply as Notre Dame ( ) or ND, is a private Catholic university, Catholic research university in Notre Dame, Indiana, outside the city of South Bend, Indiana, South Bend. French priest Edward Sorin fo ...
. Nieuwland's research was focused on acetylene chemistry and during the course of his work he produced divinyl acetylene, a jelly that firms into an elastic compound similar to rubber when passed over sulfur dichloride. After DuPont purchased the
patent A patent is a type of intellectual property that gives its owner the legal right to exclude others from making, using, or selling an invention for a limited period of time in exchange for publishing an enabling disclosure of the invention."A ...
rights from the university,
Wallace Carothers Wallace Hume Carothers (; April 27, 1896 – April 29, 1937) was an American chemist, inventor and the leader of organic chemistry at DuPont, who was credited with the invention of nylon. Carothers was a group leader at the DuPont Experimen ...
of DuPont took over commercial development of Nieuwland's discovery in collaboration with Nieuwland himself and DuPont chemists Arnold Collins,
Ira Williams Ira Williams (1894–1977) was an American chemist at DuPont's Jackson Laboratory in New Jersey, who in 1930 made commercial Neoprene possible by producing a soft, plastic form of chloroprene that could be processed by the rubber industry. He won ...
and James Kirby. Collins focused on monovinyl acetylene and allowed it to react with
hydrogen chloride The compound hydrogen chloride has the chemical formula and as such is a hydrogen halide. At room temperature, it is a colourless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric water vapor. Hydrogen chloride ga ...
gas, manufacturing
chloroprene Chloroprene is the common name for 2-chlorobuta-1,3-diene (IUPAC name) with the chemical formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene ...
. DuPont first marketed the compound in 1931 under the trade name DuPrene, but its commercial possibilities were limited by the original manufacturing process, which left the product with a foul odor. A new process was developed, which eliminated the odor-causing byproducts and halved production costs, and the company began selling the material to manufacturers of finished end-products. To prevent shoddy manufacturers from harming the product's reputation, the trademark DuPrene was restricted to apply only to the material sold by DuPont. Since the company itself did not manufacture any DuPrene-containing end products, the trademark was dropped in 1937 and replaced with a generic name, neoprene, in an attempt "to signify that the material is an ingredient, not a finished consumer product". DuPont then worked extensively to generate demand for its product, implementing a marketing strategy that included publishing its own technical journal, which extensively publicized neoprene's uses as well as advertising other companies' neoprene-based products. By 1939, sales of neoprene were generating profits over $300,000 for the company ().


Applications


General

Neoprene resists degradation more than
natural Nature, in the broadest sense, is the physical world or universe. "Nature" can refer to the phenomena of the physical world, and also to life in general. The study of nature is a large, if not the only, part of science. Although humans are ...
or synthetic rubber. This relative inertness makes neoprene well suited for demanding applications such as
gasket Some seals and gaskets A gasket is a mechanical seal which fills the space between two or more mating surfaces, generally to prevent leakage from or into the joined objects while under compression. It is a deformable material that is used to c ...
s, hoses, and
corrosion Corrosion is a natural process that converts a refined metal into a more chemically stable oxide. It is the gradual deterioration of materials (usually a metal) by chemical or electrochemical reaction with their environment. Corrosion engi ...
-resistant
coating A coating is a covering that is applied to the surface of an object, usually referred to as the substrate. The purpose of applying the coating may be decorative, functional, or both. Coatings may be applied as liquids, gases or solids e.g. Pow ...
s. It can be used as a base for adhesives, noise isolation in power
transformer A transformer is a passive component that transfers electrical energy from one electrical circuit to another circuit, or multiple circuits. A varying current in any coil of the transformer produces a varying magnetic flux in the transformer' ...
installations, and as padding in external metal cases to protect the contents while allowing a snug fit. It resists burning better than exclusively
hydrocarbon In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or ...
based rubbers, resulting in its appearance in weather stripping for fire doors and in combat related attire such as gloves and face masks. Because of its tolerance of extreme conditions, neoprene is used to line landfills. Neoprene's burn point is around 260 °C (500 °F). In its native state, neoprene is a very pliable rubber-like material with insulating properties similar to rubber or other solid plastics. Neoprene foam is used in many applications and is produced in either closed-cell or open-cell form. The closed-cell form is
waterproof Waterproofing is the process of making an object or structure waterproof or water-resistant so that it remains relatively unaffected by water or resisting the ingress of water under specified conditions. Such items may be used in wet environme ...
, less compressible and more expensive. The open-cell form can be
breathable Moisture vapor transmission rate (MVTR), also water vapor transmission rate (WVTR), is a measure of the passage of water vapor through a substance. It is a measure of the permeability for vapor barriers. There are many industries where moisture c ...
. It is manufactured by foaming the rubber with
nitrogen Nitrogen is the chemical element with the symbol N and atomic number 7. Nitrogen is a nonmetal and the lightest member of group 15 of the periodic table, often called the pnictogens. It is a common element in the universe, estimated at se ...
gas, where the tiny enclosed and separated gas bubbles can also serve as insulation. Nitrogen gas is most commonly used for the foaming of Neoprene foam due to its inertness, flame resistance, and large range of processing temperatures.


Civil engineering

Neoprene is used as a component of
elastomeric bridge bearing An elastomeric bridge bearing, also known as a pot bearing or elastomeric bearing, is a commonly used modern bridge bearing. The term encompasses several different types of bearings including bearing pads, bridge bearings, laminated elastomeric ...
s, to support heavy loads while permitting small horizontal movements.


Aquatics

Neoprene is a popular material in making protective clothing for aquatic activities. Foamed neoprene is commonly used to make fly fishing waders,
wetsuit A wetsuit is a garment worn to provide thermal protection while wet. It is usually made of foamed neoprene, and is worn by surfers, divers, windsurfers, canoeists, and others engaged in water sports and other activities in or on water. It ...
s, and
drysuit A dry suit or drysuit provides the wearer with environmental protection by way of thermal insulation and exclusion of water, and is worn by divers, boaters, water sports enthusiasts, and others who work or play in or near cold or contaminated ...
s as it provides excellent insulation against cold. The foam is quite buoyant, and divers compensate for this by wearing weights. Since foam neoprene contains gas pockets, the material compresses under water pressure, getting thinner at greater depths; a 7 mm neoprene wet suit offers much less exposure protection under 100 feet of water than at the surface. A recent advance in neoprene for wet suits is the "super-flex" variety, which uses
spandex Spandex, Lycra, or elastane is a synthetic fiber known for its exceptional elasticity. It is a polyether-polyurea copolymer that was invented in 1958 by chemist Joseph Shivers at DuPont's Benger Laboratory in Waynesboro, Virginia, US. The g ...
in the knit liner fabric for greater flexibility and stretch. A drysuit is similar to a wetsuit, but uses thicker and more durable neoprene to create an entirely
waterproof Waterproofing is the process of making an object or structure waterproof or water-resistant so that it remains relatively unaffected by water or resisting the ingress of water under specified conditions. Such items may be used in wet environme ...
suit that is suitable for wear in extremely cold water or
polluted Pollution is the introduction of contaminants into the natural environment that cause adverse change. Pollution can take the form of any substance (solid, liquid, or gas) or energy (such as radioactivity, heat, sound, or light). Pollutants, the ...
water.


Home accessories

Recently, neoprene has become a favorite material for lifestyle and other home accessories including laptop sleeves, tablet holders,
remote control In electronics, a remote control (also known as a remote or clicker) is an electronic device used to operate another device from a distance, usually wirelessly. In consumer electronics, a remote control can be used to operate devices such a ...
s, mouse pads, and cycling chamois.


Music

The Rhodes piano used hammer tips made of neoprene in its electric pianos, after changing from felt hammers around 1970. Neoprene is also used for speaker cones and drum practice pads.


Hydroponic gardening

Hydroponic Hydroponics is a type of horticulture and a subset of hydroculture which involves growing plants, usually crops or medicinal plants, without soil, by using water-based mineral nutrient solutions in aqueous solvents. Terrestrial or aquatic plant ...
and aerated gardening systems make use of small neoprene inserts to hold plants in place while propagating cuttings or using net cups. Inserts are relatively small, ranging in size from . Neoprene is a good choice for supporting plants because of its flexibility and softness, allowing plants to be held securely in place without the chance of causing damage to the stem. Neoprene root covers also help block out light from entering the rooting chamber of hydroponic systems, allowing for better root growth and helping to deter the growth of algae.


Face mask

During the
COVID-19 Coronavirus disease 2019 (COVID-19) is a contagious disease caused by a virus, the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). The first known case was identified in Wuhan, China, in December 2019. The disease quickly ...
global pandemic, Neoprene was identified by some health experts as an effective material to use for home made face masks. Some commercial face mask manufacturers that use Neoprene have claimed 99.9% filtration for particles as small as 0.1 microns. The size of Coronavirus is identified to be on average 0.125 microns.


Other

Neoprene is used for Halloween masks and masks used for face protection, for insulating
CPU socket In computer hardware, a CPU socket or CPU slot contains one or more mechanical components providing mechanical and electrical connections between a microprocessor and a printed circuit board (PCB). This allows for placing and replacing the cen ...
s when extreme overclocking at subzero temperatures, to make waterproof automotive seat covers, in liquid and sheet-applied elastomeric roof membranes or flashings, and in a neoprene-
spandex Spandex, Lycra, or elastane is a synthetic fiber known for its exceptional elasticity. It is a polyether-polyurea copolymer that was invented in 1958 by chemist Joseph Shivers at DuPont's Benger Laboratory in Waynesboro, Virginia, US. The g ...
mixture for manufacture of
wheelchair A wheelchair is a chair with wheels, used when walking is difficult or impossible due to illness, injury, problems related to old age, or disability. These can include spinal cord injuries ( paraplegia, hemiplegia, and quadriplegia), cerebr ...
positioning harnesses. In tabletop wargames, neoprene mats printed with grassy, sandy, icy, or other natural features have become popular gaming surfaces. They are durable, firm and stable, and attractive in appearance, and also favoured for their ability to roll up in storage but lie flat when unrolled. Because of its chemical resistance and overall durability, neoprene is sometimes used in the manufacture of dishwashing gloves, especially as an alternative to
latex Latex is an emulsion (stable dispersion) of polymer microparticles in water. Latexes are found in nature, but synthetic latexes are common as well. In nature, latex is found as a milky fluid found in 10% of all flowering plants (angiosperms ...
. In fashion, neoprene has been used by designers such as
Gareth Pugh Gareth Pugh (born 31 August 1981) is an English fashion designer"Gareth Pugh: Fashion Designer."
, Balenciaga,
Rick Owens Richard Saturnino Owens (born November 18, 1962) is an American fashion designer from Porterville, California. In addition to his main line, Owens has a furniture line and a number of diffusion lines. Early life and education Richard Saturnino ...
, Lanvin and
Vera Wang Vera Ellen Wang (; born June 27, 1949) is an American fashion designer. Early life Vera Ellen Wang was born June 27, 1949 in New York City to Chinese parents who emigrated to the United States in the mid-1940s. Her mother, Florence Wu (Wu ...
. This trend, promoted by street style bloggers such as Jim Joquico of Fashion Chameleon, gained traction and trickled down to mainstream fashion around 2014.


Precautions

Some people are allergic to neoprene while others can get dermatitis from
thiourea Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), except that the oxygen atom is replaced by a sulfur atom (as implied by the ''thio-'' prefix); however, the properties of urea a ...
residues left from its production. The most common accelerator in the
vulcanization Vulcanization (British: Vulcanisation) 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 includ ...
of polychloroprene is
ethylene thiourea Ethylene thiourea (ETU) is an organosulfur compound with the formula . It is an example of an ''N'',''N''-disubstituted thiourea. It is a white solid. It is synthesized by treating ethylenediamine with carbon disulfide. Ethylene thioureas are ...
(ETU), which has been classified as
reprotoxic Reproductive toxicity refers to the potential risk from a given chemical, physical or biologic agent to adversely affect both male and female fertility as well as offspring development. Reproductive toxicants may adversely affect sexual function ...
. The European rubber industry project called SafeRubber focused on alternatives to the use of ETU.


See also

* Isoprene


References


External links


Historical Files on Neoprene
are available at Hagley Museum and Library {{DuPont American inventions Brand name materials Dielectrics DuPont products Elastomers U.S. Synthetic Rubber Program