Poly(1,4-phenylene Oxide)
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Poly(''p''-phenylene oxide) (PPO), poly(''p''-phenylene ether) (PPE), poly(oxy-2,6-dimethyl-1,4-phenylene), often referred to simply as polyphenylene oxide, is a high-temperature
thermoplastic A thermoplastic, or thermosoftening plastic, is any plastic polymer material that becomes pliable or moldable at a certain elevated temperature and solidifies upon cooling. Most thermoplastics have a high molecular weight. The polymer chains as ...
with the general formula (C8H8O)n. It is rarely used in its pure form due to difficulties in processing. It is mainly used as blend with polystyrene, high impact styrene-butadiene
copolymer In polymer chemistry, a copolymer is a polymer derived from more than one species of monomer. The polymerization of monomers into copolymers is called copolymerization. Copolymers obtained from the copolymerization of two monomer species are som ...
or
polyamide A polyamide is a polymer with repeating units linked by amide bonds. Polyamides occur both naturally and artificially. Examples of naturally occurring polyamides are proteins, such as wool and silk. Artificially made polyamides can be made throug ...
. PPO is a registered trademark of
SABIC Saudi Basic Industries Corporation (), known as SABIC (), is a Saudi chemical manufacturing company. 70% of SABIC's shares are owned by Saudi Aramco. It is active in petrochemicals, chemicals, industrial polymers and fertilizers. It is the second ...
Innovative Plastics B.V. under which various polyphenylene ether resins are sold.


History

Polyphenylene ether was discovered in 1959 by
Allan Hay Allan Stuart Hay FRS (July 23, 1929 – August 14, 2017) was a Canadian chemist, and Tomlinson Emeritus Professor of Chemistry at McGill University. He is best known for his synthesization of Polyphenylene Oxide, leading to the development of No ...
, and was commercialized by General Electric in 1960. While it was one of the cheapest high-temperature resistant plastics, processing was difficult, while the impact and heat resistance gradually decreased with time. Mixing it with polystyrene in any ratio could compensate for the disadvantages. In the 1960s, modified PPE came into the market under the trademark
Noryl The Noryl family of modified resins consists of amorphous blends of polyphenylene oxides (PPO) or polyphenylene ether (PPE) resins with polystyrene. They combine the inherent benefits of PPE resin (affordable high heat resistance, good electric ...
.


Properties

PPE is an amorphous high-performance plastic. The
glass transition temperature The glass–liquid transition, or glass transition, is the gradual and reversible transition in amorphous materials (or in amorphous regions within semicrystalline materials) from a hard and relatively brittle "glassy" state into a viscous or rub ...
is 215 °C, but it can be varied by mixing with
polystyrene Polystyrene (PS) is a synthetic polymer made from monomers of the aromatic hydrocarbon styrene. Polystyrene can be solid or foamed. General-purpose polystyrene is clear, hard, and brittle. It is an inexpensive resin per unit weight. It i ...
. Through modification and the incorporation of fillers such as glass fibers, the properties can be extensively modified.


Applications

PPE blends are used for structural parts, electronics, household and automotive items that depend on high heat resistance, dimensional stability and accuracy. They are also used in medicine for sterilizable instruments made of plastic. The PPE blends are characterized by hot water resistance with low water absorption, high impact strength, halogen-free fire protection and low density. This plastic is processed by injection molding or extrusion; depending on the type, the processing temperature is 260–300 °C. The surface can be printed, hot-stamped, painted or metallized. Welds are possible by means of heating element, friction or ultrasonic welding. It can be glued with halogenated solvents or various adhesives. This plastic is also used to produce air separation membranes for generating nitrogen. The PPO is spun into a hollow fiber membrane with a porous support layer and a very thin outer skin. The permeation of oxygen occurs from inside to out across the thin outer skin with an extremely high flux. Due to the manufacturing process, the fiber has excellent dimensional stability and strength. Unlike hollow fiber membranes made from polysulfone, the aging process of the fiber is relatively quick so that air separation performance remains stable throughout the life of the membrane. PPO makes the air separation performance suitable for low temperature () applications where polysulfone membranes require heated air to increase permeation.


Production from natural products

Natural phenol In biochemistry, naturally occurring phenols are natural products containing at least one phenol functional group. Phenolic compounds are produced by plants and microorganisms. Organisms sometimes synthesize phenolic compounds in response to ecol ...
s can be
enzymatically An enzyme () is a protein that acts as a biological catalyst by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as produc ...
polymerized.
Laccase Laccases () are multicopper oxidases found in plants, fungi, and bacteria. Laccases oxidize a variety of phenolic substrates, performing one-electron oxidations, leading to crosslinking. For example, laccases play a role in the formation of li ...
and
peroxidase Peroxidases or peroxide reductases ( EC numberbr>1.11.1.x are a large group of enzymes which play a role in various biological processes. They are named after the fact that they commonly break up peroxides, and should not be confused with other ...
induce the polymerization of
syringic acid Syringic acid is a naturally occurring phenolic compound and dimethoxybenzene that is commonly found as a plant metabolite. Natural occurrence Syringic acid can be found in several plants including '' Ardisia elliptica'' and ''Schumannianthus ...
to give a poly(1,4-phenylene oxide) bearing a
carboxylic acid In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl ...
at one end and a
phenol Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile and can catch fire. The molecule consists of a phenyl group () ...
ic hydroxyl group at the other.


References

''Translated from the article '' Polyphenylenether'' on the German Wikipedia.''


External links

* * {{DEFAULTSORT:Poly(P-Phenylene Oxide) Molecular electronics Organic polymers Polyethers Organic semiconductors Engineering plastic Thermoplastics Diphenyl ethers