Jump to content

Polyethylene terephthalate

From Wikipedia, the free encyclopedia
(Redirected from PETE)
"PETE" redirects here. For other uses, see Pete (disambiguation).

Polyethylene terephthalate
Strukturformel von Polyethylenterephthalat (PET)
PET polymer chain
A short section of a PET polymer chain
Names
IUPAC name
poly(ethylene terephthalate)
Systematic IUPAC name
poly(oxyethyleneoxyterephthaloyl)
Other names
Terylene (trademark); Dacron (trademark).
Identifiers
Abbreviations PET, PETE
ChEBI
ChemSpider
  • None
ECHA InfoCard 100.121.858 Edit this at Wikidata
UNII
Properties
(C10H8O4)n[1]
Molar mass 10–50 kg/mol, varies
Density
Melting point > 250 °C (482 °F; 523 K)[2] 260 °C[1]
Boiling point > 350 °C (662 °F; 623 K) (decomposes)
Practically insoluble[2]
log P 0.94540[3]
Thermal conductivity 0.15[4] to 0.24 W/(m·K)[1]
1.57–1.58,[4] 1.5750[1]
Thermochemistry
1.0 kJ/(kg·K)[1]
Related compounds
Related Monomers
 Terephthalic acid
Ethylene glycol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Polyethylene terephthalate (or poly(ethylene terephthalate), PET, PETE, or the obsolete PETP or PET-P), is the most common thermoplastic polymer resin of the polyester family and is used in fibres for clothing, containers for liquids and foods, and thermoforming for manufacturing, and in combination with glass fibre for engineering resins.[5]

In 2016, annual production of PET was 56 million tons.[6] The biggest application is in fibres (in excess of 60%), with bottle production accounting for about 30% of global demand.[7] In the context of textile applications, PET is referred to by its common name, polyester, whereas the acronym PET is generally used in relation to packaging.[citation needed] Polyester makes up about 18% of world polymer production and is the fourth-most-produced polymer after polyethylene (PE), polypropylene (PP) and polyvinyl chloride (PVC).[citation needed]

PET consists of repeating (C10H8O4) units. PET is commonly recycled, and has the digit 1 (♳) as its resin identification code (RIC). The National Association for PET Container Resources (NAPCOR) defines PET as: "Polyethylene terephthalate items referenced are derived from terephthalic acid (or dimethyl terephthalate) and mono ethylene glycol, wherein the sum of terephthalic acid (or dimethyl terephthalate) and mono ethylene glycol reacted constitutes at least 90 percent of the mass of monomer reacted to form the polymer, and must exhibit a melting peak temperature between 225 °C and 255 °C, as identified during the second thermal scan in procedure 10.1 in ASTM D3418, when heating the sample at a rate of 10 °C/minute."[8]

Depending on its processing and thermal history, polyethylene terephthalate may exist both as an amorphous (transparent) and as a semi-crystalline polymer. The semicrystalline material might appear transparent (particle size less than 500 nm) or opaque and white (particle size up to a few micrometers) depending on its crystal structure and particle size.

One process for making PET uses bis(2-hydroxyethyl) terephthalate,[citation needed] which can be synthesized by the esterification reaction between terephthalic acid and ethylene glycol with water as a byproduct (this is also known as a condensation reaction), or by transesterification reaction between ethylene glycol and dimethyl terephthalate (DMT) with methanol as a byproduct. Polymerization is through a polycondensation reaction of the monomers (done immediately after esterification/transesterification) with water as the byproduct.[5]

Young's modulus, E 2800–3100 MPa
Tensile strength, σt 55–75 MPa
Elastic limit 50–150%
Notch test 3.6 kJ/m2
Glass transition temperature, Tg 67–81 °C
Vicat B 82 °C
Linear expansion coefficient, α 7×10−5 K−1
Water absorption (ASTM) 0.16
Source[1]

Uses

[edit]

Textiles

[edit]

Polyester fibres are widely used in the textile industry. The invention of the polyester fibre is attributed to J. R. Whinfield.[9] It was first commercialized in the 1940s by ICI, under the brand 'Terylene'.[10] Subsequently E. I. DuPont launched the brand 'Dacron'. As of 2022, there are many brands around the world, mostly Asian.

Polyester fibres are used in fashion apparel often blended with cotton, as heat insulation layers in thermal wear, sportswear and workwear and automotive upholstery.

Rigid packaging

[edit]

Plastic bottles made from PET are widely used for soft drinks, both still and sparkling. For beverages that are degraded by oxygen, such as beer, a multilayer structure is used. PET sandwiches an additional polyvinyl alcohol (PVOH) or polyamide (PA) layer to further reduce its oxygen permeability.

Non-oriented PET sheet can be thermoformed to make packaging trays and blister packs.[11] Crystallizable PET withstands freezing and oven baking temperatures.[12]: 1378  Both amorphous PET and BoPET are transparent to the naked eye. Color-conferring dyes can easily be formulated into PET sheet.

PET is permeable to oxygen and carbon dioxide and this imposes shelf life limitations of contents packaged in PET.[13]: 104 

In the early 2000s, the global PET packaging market grew at a compound annual growth rate of 9% to €17 billion in 2006.[14]

Flexible packaging

[edit]

Biaxially oriented PET (BOPET) film (including brands like "Mylar") can be aluminized by evaporating a thin film of metal onto it to reduce its permeability, and to make it reflective and opaque (MPET). These properties are useful in many applications, including flexible food packaging and thermal insulation (such as space blankets).

Photovoltaic modules

[edit]

BOPET is used in the backsheet of photovoltaic modules. Most backsheets consist of a layer of BOPET laminated to a fluoropolymer or a layer of UV stabilized BOPET.[15]

PET is also used as a substrate in thin film solar cells.

Thermoplastic resins

[edit]

PET can be compounded with glass fibre and crystallization accelerators, to make thermoplastic resins. These can be injection moulded into parts such as housings, covers, electrical appliance components and elements of the ignition system.[16]

Nanodiamonds

[edit]

PET is stoichiometrically a mixture of carbon and H2O, and therefore has been used in an experiment involving laser-driven shock compression which created nanodiamonds and superionic water. This could be a possible way of producing nanodiamonds commercially.[17][18]

Other applications

[edit]
  • A waterproofing barrier in undersea cables.
  • As a film base.
  • As a fibre, spliced into bell rope tops to help prevent wear on the ropes as they pass through the ceiling.
  • Since late 2014 as liner material in type IV composite high pressure gas cylinders. PET works as a much better barrier to oxygen than earlier used (LD)PE.[19]
  • As a 3D printing filament, as well as in the 3D printing plastic PETG (polyethylene terephthalate glycol). In 3D printing PETG has become a popular material[20] - used for high-end applications like surgical fracture tables[21] to automotive and aeronautical sectors, among other industrial applications.[22] The surface properties can be modified to make PETG self-cleaning for applications like the fabrication of traffic signs for the manufacture of light-emitting diode LED spotlights.[23]
  • As one of three layers for the creation of glitter; acting as a plastic core coated with aluminum and topped with plastic to create a light reflecting surface,[24] although as of 2021 many glitter manufacturing companies have begun to phase out the use of PET after calls from organizers of festivals to create bio-friendly glitter alternatives.[24][25]
  • Film for tape applications, such as the carrier for magnetic tape or backing for pressure-sensitive adhesive tapes. Digitalization has caused the virtual disappeance of the magnetic audio and videotape application.
  • Water-resistant paper.[26]
  • PET preform for injection stretch blow moulding of a bottle
    PET preform for injection stretch blow moulding of a bottle
  • A finished PET bottle
    A finished PET bottle
  • A PET bottle which has been heated by a candle and has recrystallized, making it opaque.
    A PET bottle which has been heated by a candle and has recrystallized, making it opaque.
  • PET clamshell packaging, used to sell fruit, hardware, etc.
    PET clamshell packaging, used to sell fruit, hardware, etc.
  • Polyester yarn
    Polyester yarn
  • Microfiber towels and cleaning cloths
    Microfiber towels and cleaning cloths
  • Aluminized Mylar balloons filled with helium
    Aluminized Mylar balloons filled with helium

History

[edit]

PET was patented in 1941 by John Rex Whinfield, James Tennant Dickson and their employer the Calico Printers' Association of Manchester, England. E. I. DuPont de Nemours in Delaware, United States, first used the trademark Mylar in June 1951 and received registration of it in 1952.[27] It is still the best-known name used for polyester film. The current owner of the trademark is DuPont Teijin Films.[28]

In the Soviet Union, PET was first manufactured in the laboratories of the Institute of High-Molecular Compounds of the USSR Academy of Sciences in 1949, and its name "Lavsan" is an acronym thereof (лаборатории Института высокомолекулярных соединений Академии наук СССР).[29]

The PET bottle was invented in 1973 by Nathaniel Wyeth[30] and patented by DuPont.[31]

Physical properties

[edit]
Sailcloth is typically made from PET fibers also known as polyester or under the brand name Dacron; colorful lightweight spinnakers are usually made of nylon.

PET in its most stable state is a colorless, semi-crystalline resin. However it is intrinsically slow to crystallize compared to other semicrystalline polymers. Depending on processing conditions it can be formed into either non-crystalline (amorphous) or crystalline articles. Its amenability to drawing in manufacturing makes PET useful in fibre and film applications. Like most aromatic polymers, it has better barrier properties[clarification needed] than aliphatic polymers. It is strong and impact-resistant. PET is hygroscopic and absorbs water.[32]

About 60% crystallization is the upper limit for commercial products, with the exception of polyester fibers.[clarification needed] Transparent products can be produced by rapidly cooling molten polymer below the glass transition temperature (Tg) to form a non-crystalline amorphous solid.[33] Like glass, amorphous PET forms when its molecules are not given enough time to arrange themselves in an orderly, crystalline fashion as the melt is cooled. While at room temperature the molecules are frozen in place, if enough heat energy is put back into them afterward by heating the material above Tg, they can begin to move again, allowing crystals to nucleate and grow. This procedure is known as solid-state crystallization.[citation needed] Amorphous PET also crystallizes and becomes opaque when exposed to solvents, such as chloroform or toluene.[34]

A more crystalline product can be produced by allowing the molten polymer to cool slowly. Rather than forming one large single crystal, this material has a number of spherulites (crystallized areas) each containing many small crystallites (grains). Light tends to scatter as it crosses the boundaries between crystallites and the amorphous regions between them, causing the resulting solid to be translucent.[citation needed] Orientation also renders polymers more transparent.[clarification needed] This is why BOPET film and bottles are both crystalline, to a degree, and transparent.[citation needed]

Flavor absorption

[edit]

PET has an affinity for hydrophobic flavors, and drinks sometimes need to be formulated with a higher flavor dosage, compared to those going into glass, to offset the flavor taken up by the container.[35]: 115  While heavy gauge PET bottles returned for re-use, as in some EU countries, the propensity of PET to absorb flavors makes it necessary to conduct a "sniffer test" on returned bottles to avoid cross-contamination of flavors.[35]: 115 

Intrinsic viscosity

[edit]

Different applications of PET require different degrees of polymerization, which can be obtained by modifying the process conditions. The molecular weight of PET is measured by solution viscosity.[clarification needed] The preferred method to measure this viscosity is the intrinsic viscosity (IV) of the polymer.[36] Intrinsic viscosity is a dimensionless measurement found by extrapolating the relative viscosity (measured in (dℓ/g)) to zero concentration. Shown below are the IV ranges for common applications:[37]

Application IV
Textile fibers 0.40–0.70
Technical fibers (e.g. tire cord) 0.72–0.98
Biaxially oriented PET film (BOPET) 0.60–0.70
Sheet grade film for thermoforming 0.70–1.00
General purpose bottles 0.70–0.78
Carbonated drink bottles 0.78–0.85
Monofilaments and engineering plastics 1.00–2.00

Copolymers

[edit]

PET is often copolymerized with other diols or diacids to optimize the properties for particular applications.[38][39]

PETG

[edit]

For example, cyclohexanedimethanol (CHDM) can be added to the polymer backbone in place of ethylene glycol. Since this building block is much larger (six additional carbon atoms) than the ethylene glycol unit it replaces, it does not fit in with the neighboring chains the way an ethylene glycol unit would. This interferes with crystallization and lowers the polymer's melting temperature. In general, such PET is known as PETG or PET-G (polyethylene terephthalate glycol-modified). It is a clear amorphous thermoplastic that can be injection-molded, sheet-extruded or extruded as filament for 3D printing. PETG can be colored during processing.

Isophthalic acid

[edit]
Replacing terephthalic acid (right) with isophthalic acid (center) creates a kink in the PET chain, interfering with crystallization and lowering the polymer's melting point.

Another common modifier is isophthalic acid, replacing some of the 1,4-(para-) linked terephthalate units. The 1,2-(ortho-) or 1,3-(meta-) linkage produces an angle in the chain, which also disturbs crystallinity.

Advantages

[edit]

Such copolymers are advantageous for certain molding applications, such as thermoforming, which is used for example to make tray or blister packaging from co-PET film, or amorphous PET sheet (A-PET/PETA) or PETG sheet. On the other hand, crystallization is important in other applications where mechanical and dimensional stability are important, such as seat belts. For PET bottles, the use of small amounts of isophthalic acid, CHDM, diethylene glycol (DEG) or other comonomers can be useful: if only small amounts of comonomers are used, crystallization is slowed but not prevented entirely. As a result, bottles are obtainable via stretch blow molding ("SBM"), which are both clear and crystalline enough to be an adequate barrier to aromas and even gases, such as carbon dioxide in carbonated beverages.

Production

[edit]

Polyethylene terephthalate is produced largely from purified terephthalic acid (PTA), as well as to a lesser extent from (mono-)ethylene glycol (MEG) and dimethyl terephthalate (DMT).[40][5] As of 2022, ethylene glycol is made from ethene found in natural gas, while terephthalic acid comes from p-xylene made from crude oil. Typically an antimony or titanium compound is used as a catalyst, a phosphite is added as a stabilizer and a bluing agent such as cobalt salt is added to mask any yellowing.[41]

Processes

[edit]

Dimethyl terephthalate process

[edit]
Polyesterification reaction in the production of PET

In the dimethyl terephthalate (DMT) process, DMT and excess ethylene glycol (MEG) are transesterified in the melt at 150–200 °C with a basic catalyst. Methanol (CH3OH) is removed by distillation to drive the reaction forward. Excess MEG is distilled off at higher temperature with the aid of vacuum. The second transesterification step proceeds at 270–280 °C, with continuous distillation of MEG as well.[40]

The reactions can be summarized as follows:

First step
C6H4(CO2CH3)2 + 2 HOCH2CH2OH → C6H4(CO2CH2CH2OH)2 + 2 CH3OH
Second step
n C6H4(CO2CH2CH2OH)2 → [(CO)C6H4(CO2CH2CH2O)]n + n HOCH2CH2OH

Terephthalic acid process

[edit]
Polycondensation reaction in the production of PET

In the terephthalic acid process, MEG and PTA are esterified directly at moderate pressure (2.7–5.5 bar) and high temperature (220–260 °C). Water is eliminated in the reaction, and it is also continuously removed by distillation:[40]

n C6H4(CO2H)2 + n HOCH2CH2OH → [(CO)C6H4(CO2CH2CH2O)]n + 2n H2O

Bio-PET

[edit]

Bio-PET is the bio-based counterpart of PET.[42][43] Essentially in Bio-PET, the MEG is manufactured from ethylene derived from sugar cane ethanol. A better process based on oxidation of ethanol has been proposed,[44] and it is also technically possible to make PTA from readily available bio-based furfural.[45]

Bottle processing equipment

[edit]
A finished PET drink bottle compared to the preform from which it is made

There are two basic molding methods for PET bottles, one-step and two-step. In two-step molding, two separate machines are used. The first machine injection molds the preform, which resembles a test tube, with the bottle-cap threads already molded into place. The body of the tube is significantly thicker, as it will be inflated into its final shape in the second step using stretch blow molding.

In the second step, the preforms are heated rapidly and then inflated against a two-part mold to form them into the final shape of the bottle. Preforms (uninflated bottles) are now also used as robust and unique containers themselves; besides novelty candy, some Red Cross chapters distribute them as part of the Vial of Life program to homeowners to store medical history for emergency responders. The two-step process lends itself to third party production remote from the user site. The preforms can be transported and stored by the thousand in a much smaller space than would finished containers, for the second stage to be carried out on the user site on a 'just in time' basis. In one-step machines, the entire process from raw material to finished container is conducted within one machine, making it especially suitable for molding non-standard shapes (custom molding), including jars, flat oval, flask shapes, etc. Its greatest merit is the reduction in space, product handling and energy, and far higher visual quality than can be achieved by the two-step system.[citation needed]

Degradation

[edit]

PET is subject to degradation during processing. If the moisture level is too high, hydrolysis will reduce the molecular weight by chain scission, resulting in brittleness. If the residence time and/or melt temperature (temperature at melting) are too high, then thermal degradation or thermooxidative degradation will occur resulting in discoloration and reduced molecular weight, as well as the formation of acetaldehyde, and the formation "gel" or "fish-eye" formations through cross-linking. Mitigation measures include copolymerisation with other monomers like CHDM or isophthalic acid, which lower the melting point and thus the melt temperature of the resin, as well as the addition of polymer stabilisers such as phosphites.[46]

Acetaldehyde

[edit]

Acetaldehyde, which can form by degradation of PET after mishandling of the material, is a colorless, volatile substance with a fruity smell. Although it forms naturally in some fruit, it can cause an off-taste in bottled water. As well as high temperatures (PET decomposes above 300 °C or 570 °F) and long barrel residence times, high pressures and high extruder speeds (which cause shear raising the temperature), can also contribute to the production of acetaldehyde. Photo-oxidation can also cause the gradual formation acetaldehyde over the object's lifespan. This proceeds via a Type II Norrish reaction.[47]

When acetaldehyde is produced, some of it remains dissolved in the walls of a container and then diffuses into the product stored inside, altering the taste and aroma. This is not such a problem for non-consumables (such as shampoo), for fruit juices (which already contain acetaldehyde), or for strong-tasting drinks like soft drinks. For bottled water, however, low acetaldehyde content is quite important, because if nothing masks the aroma, even extremely low concentrations (10–20 parts per billion in the water) of acetaldehyde can produce an off-taste.[48]

Safety and environmental concerns

[edit]

Commentary published in Environmental Health Perspectives in April 2010 suggested that PET might yield endocrine disruptors under conditions of common use and recommended research on this topic.[49] Proposed mechanisms include leaching of phthalates as well as leaching of antimony. An article published in Journal of Environmental Monitoring in April 2012 concludes that antimony concentration in deionized water stored in PET bottles stays within EU's acceptable limit even if stored briefly at temperatures up to 60 °C (140 °F), while bottled contents (water or soft drinks) may occasionally exceed the EU limit after less than a year of storage at room temperature.[50]

Antimony

[edit]

Antimony (Sb) is a metalloid element that is used as a catalyst in the form of compounds such as antimony trioxide (Sb2O3) or antimony triacetate in the production of PET. After manufacturing, a detectable amount of antimony can be found on the surface of the product. This residue can be removed with washing. Antimony also remains in the material itself and can, thus, migrate out into food and drinks. Exposing PET to boiling or microwaving can increase the levels of antimony significantly, possibly above US EPA maximum contamination levels.[51] The drinking water limit assessed by WHO is 20 parts per billion (WHO, 2003), and the drinking water limit in the United States is 6 parts per billion.[52] Although antimony trioxide is of low toxicity when taken orally,[53] its presence is still of concern. The Swiss Federal Office of Public Health investigated the amount of antimony migration, comparing waters bottled in PET and glass: The antimony concentrations of the water in PET bottles were higher, but still well below the allowed maximum concentration. The Swiss Federal Office of Public Health concluded that small amounts of antimony migrate from the PET into bottled water, but that the health risk of the resulting low concentrations is negligible (1% of the "tolerable daily intake" determined by the WHO). A later (2006) but more widely publicized study found similar amounts of antimony in water in PET bottles.[54] The WHO has published a risk assessment for antimony in drinking water.[53]

Fruit juice concentrates (for which no guidelines are established), however, that were produced and bottled in PET in the UK were found to contain up to 44.7 μg/L of antimony, well above the EU limits for tap water of 5 μg/L.[55]

Shed microfibres

[edit]

Clothing sheds microfibres in use, during washing and machine drying. Plastic litter slowly forms small particles. Microplastics which are present on the bottom of the river or seabed can be ingested by small marine life, thus entering the food chain. As PET has a higher density than water, a significant amount of PET microparticles may be precipitated in sewage treatment plants. PET microfibers generated by apparel wear, washing or machine drying can become airborne, and be dispersed into fields, where they are ingested by livestock or plants and end up in the human food supply. SAPEA have declared that such particles 'do not pose a widespread risk'.[56] PET is known to degrade when exposed to sunlight and oxygen.[57] As of 2016, scarce information exists regarding the life-time of the synthetic polymers in the environment.[58]

Polyester recycling

[edit]
Main article: PET bottle recycling
Resin identification code 1
Alternate 1
Alternate 2

While most thermoplastics can, in principle, be recycled, PET bottle recycling is more practical than many other plastic applications because of the high value of the resin and the almost exclusive use of PET for widely used water and carbonated soft drink bottling.[59][60] PET bottles lend themselves well to recycling (see below). In many countries PET bottles are recycled to a substantial degree,[59] for example about 75% in Switzerland.[61] The term rPET is commonly used to describe the recycled material, though it is also referred to as R-PET or post-consumer PET (POSTC-PET).[62][63]

The prime uses for recycled PET are polyester fiber, strapping, and non-food containers.[citation needed] Because of the recyclability of PET and the relative abundance of post-consumer waste in the form of bottles, PET is also rapidly gaining market share as a carpet fiber.[64] PET, like many plastics, is also an excellent candidate for thermal disposal (incineration), as it is composed of carbon, hydrogen, and oxygen, with only trace amounts of catalyst elements (but no sulfur).[citation needed] In general, PET can either be chemically recycled into its original raw materials (PTA, DMT, and EG), destroying the polymer structure completely;[citation needed] mechanically recycled into a different form, without destroying the polymer;[citation needed] or recycled in a process that includes transesterification and the addition of other glycols, polyols, or glycerol to form a new polyol. The polyol from the third method can be used in polyurethane (PU foam) production,[65][66][67][68] or epoxy-based products, including paints.[69]

In 2023 a process was announced for using PET as the basis for supercapacitor production. PET, being stoichiometrically carbon and H2O, can be turned into a form of carbon containing sheets and nanospheres, with a very high surface area. The process involves holding a mixture of PET, water, nitric acid, and ethanol at a high temperature and pressure for eight hours, followed by centrifugation and drying.[70][71]

Significant investments were announced in 2021 and 2022 for chemical recycling of PET by glycolysis, methanolysis,[72][73] and enzymatic recycling[74] to recover monomers. Initially these will also use bottles as feedstock but it is expected that fibres will also be recycled this way in future.[75]

PET is also a desirable fuel for waste-to-energy plants, as it has a high calorific value which helps to reduce the use of primary resources for energy generation.[76]

Biodegradation

[edit]

At least one species of bacterium in the genus Nocardia can degrade PET with an esterase enzyme.[77] Esterases are enzymes able to cleave the ester bond between two oxygens that links subunits of PET.[77] The initial degradation of PET can also be achieved esterases expressed by Bacillus, as well as Nocardia.[78] Japanese scientists have isolated another bacterium, Ideonella sakaiensis, that possesses two enzymes which can break down the PET into smaller pieces digestible by the bacteria. A colony of I. sakaiensis can disintegrate a plastic film in about six weeks.[79][80] French researchers report developing an improved PET hydrolase that can depolymerize (break apart) at least 90 percent of PET in 10 hours, breaking it down into individual monomers.[81][82][83] Also, an enzyme based on a natural PET-ase was designed with the help of a machine learning algorithm to be able to tolerate pH and temperature changes by the University of Texas at Austin. The PET-ase was found to able to degrade various products and could break them down as fast as 24 hours.[84][85]

See also

[edit]

References

[edit]
  1. ^ a b c d e f g h van der Vegt, A. K.; Govaert, L. E. (2005). Polymeren, van keten tot kunstof. VSSD. ISBN 9071301486.
  2. ^ a b c Record of Polyethylenterephthalat in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 7 November 2007.
  3. ^ "poly(ethylene terephthalate) macromolecule_msds".
  4. ^ a b Speight, J. G.; Lange, Norbert Adolph (2005). McGraw-Hill (ed.). Lange's Handbook of Chemistry (16th ed.). pp. 2807–2758. ISBN 0-07-143220-5.
  5. ^ a b c De Vos, Lobke; Van de Voorde, Babs; Van Daele, Lenny; Dubruel, Peter; Van Vlierberghe, Sandra (December 2021). "Poly(alkylene terephthalate)s: From current developments in synthetic strategies towards applications". European Polymer Journal. 161: 110840. Bibcode:2021EurPJ.16110840D. doi:10.1016/j.eurpolymj.2021.110840. hdl:1854/LU-8730084.
  6. ^ Saxena, Shalini (19 March 2016). "Newly identified bacteria cleans up common plastic". Ars Technica. Retrieved 21 March 2016.
  7. ^ Ji, Li Na (June 2013). "Study on Preparation Process and Properties of Polyethylene Terephthalate (PET)". Applied Mechanics and Materials. 312: 406–410. Bibcode:2013AMM...312..406J. doi:10.4028/www.scientific.net/AMM.312.406. S2CID 110703061.
  8. ^ "What is PET? - NAPCOR". NAPCOR. Retrieved 8 July 2020.
  9. ^ Whinfield, J.R. (May 1953). "The Development of Terylene". Textile Research Journal. 23 (5): 289–293. doi:10.1177/004051755302300503. S2CID 137314779.
  10. ^ The name Terylene was formed by inversion of (polyeth)ylene ter(ephthalate) and dates to the 1940s. Oxford Dictionary. Terylene was first registered as a UK trademark in April 1946.[citation needed] UK Intellectual Property Office UK00000646992
  11. ^ Pasbrig, Erwin (29 March 2007), Cover film for blister packs, retrieved 20 November 2016
  12. ^ Mishra, Munmaya (17 December 2018). Encyclopedia of Polymer Applications, 3 Volume Set. CRC Press. ISBN 978-1-351-01941-5.
  13. ^ Ashurst, P.; Hargitt, R. (26 August 2009). Soft Drink and Fruit Juice Problems Solved. Elsevier. ISBN 978-1-84569-706-8.
  14. ^ Patton, Dominique (16 January 2008). "Salzgitter to buy SIG Beverages unit". Beverage Daily. Retrieved 1 November 2023.
  15. ^ "COVEME PHOTOVOLTAIC Backsheets and Frontsheets for PV modules" (PDF). Retrieved 4 March 2022.
  16. ^ "Rynite PET Design Guide" (PDF). DuPont. Retrieved 4 March 2022.
  17. ^ He, Jhiyu; et al. (2 September 2022). "Diamond formation kinetics in shock-compressed C─H─O samples recorded by small-angle x-ray scattering and x-ray diffraction". Science Advances. 8 (35): eabo0617. Bibcode:2022SciA....8O.617H. doi:10.1126/sciadv.abo0617. hdl:10852/101445. PMC 10848955. PMID 36054354. S2CID 252046278.
  18. ^ Leah Crane (10 September 2022). "Blasting plastic with powerful lasers turns it into tiny diamonds". New Scientist.
  19. ^ SIPA: Lightweight compressed gas cylinders have plastic liners / PET provides high oxygen barrier https://www.plasteurope.com, 18 November 2014, retrieved 16 May 2017.
  20. ^ Santana, Leonardo; Alves, Jorge Lino; Sabino Netto, Aurélio da Costa; Merlini, Claudia (6 December 2018). "Estudo comparativo entre PETG e PLA para Impressão 3D através de caracterização térmica, química e mecânica". Matéria (Rio de Janeiro) (in Portuguese). 23 (4): e12267. doi:10.1590/S1517-707620180004.0601. ISSN 1517-7076.
  21. ^ Bow, J. K.; Gallup, N.; Sadat, S. A.; Pearce, J. M. (15 July 2022). "Open source surgical fracture table for digitally distributed manufacturing". PLOS ONE. 17 (7): e0270328. Bibcode:2022PLoSO..1770328B. doi:10.1371/journal.pone.0270328. ISSN 1932-6203. PMC 9286293. PMID 35839177.
  22. ^ Valvez, Sara; Silva, Abilio P.; Reis, Paulo N. B. (2022). "Optimization of Printing Parameters to Maximize the Mechanical Properties of 3D-Printed PETG-Based Parts". Polymers. 14 (13): 2564. doi:10.3390/polym14132564. ISSN 2073-4360. PMC 9269443. PMID 35808611.
  23. ^ Barrios, Juan M.; Romero, Pablo E. (January 2019). "Improvement of Surface Roughness and Hydrophobicity in PETG Parts Manufactured via Fused Deposition Modeling (FDM): An Application in 3D Printed Self–Cleaning Parts". Materials. 12 (15): 2499. Bibcode:2019Mate...12.2499B. doi:10.3390/ma12152499. ISSN 1996-1944. PMC 6696107. PMID 31390834.
  24. ^ a b Green, Dannielle Senga; Jefferson, Megan; Boots, Bas; Stone, Leon (15 January 2021). "All that glitters is litter? Ecological impacts of conventional versus biodegradable glitter in a freshwater habitat". Journal of Hazardous Materials. 402: 124070. Bibcode:2021JHzM..40224070G. doi:10.1016/j.jhazmat.2020.124070. ISSN 0304-3894. PMID 33254837. S2CID 224894411.
  25. ^ Street, Chloe (6 August 2018). "61 UK festivals are banning glitter - make the switch to eco sparkle". Evening Standard. Retrieved 25 March 2023.
  26. ^ Teijin. "Teijin Develops Eco-friendly Wet-strong Printing Paper Made 100% with Recycled Polyester Derived from Used PET Bottles". Teijin Group. Archived from the original on 25 August 2013. Retrieved 12 March 2013.
  27. ^ Whinfield, John Rex and Dickson, James Tennant (1941) "Improvements Relating to the Manufacture of Highly Polymeric Substances", UK Patent 578,079; "Polymeric Linear Terephthalic Esters", U.S. patent 2,465,319 Publication date: 22 March 1949; Filing date: 24 September 1945; Priority date: 29 July 1941
  28. ^ TEIJIN: Trademarks Archived 2 May 2013 at the Wayback Machine "Mylar and Melinex are the registered trademarks or trademarks of Dupont Teijin Films U.S. Limited Partnership and have been licensed to Teijin DuPont Films Japan Limited"
  29. ^ Ryazanova-Clarke, Larissa; Wade, Terence (31 January 2002). The Russian Language Today. Taylor & Francis. pp. 49–. ISBN 978-0-203-06587-7.
  30. ^ "Nathaniel Wyeth – Got a lot of bottle". www.thechemicalengineer.com. Retrieved 3 March 2022.
  31. ^ Wyeth, N.; Roseveare, R. (15 May 1973). "US patent US3733309 "Biaxially oriented poly(ethylene terephthalate) bottle"".
  32. ^ Margolis, James M. (28 October 2020). Engineering Thermoplastics: Properties and Applications. CRC Press. ISBN 978-1-000-10411-0.
  33. ^ Scheirs, John; Long, Timothy E. (2003). Modern polyesters : chemistry and technology of polyesters and copolyesters. Hoboken, N.J.: John Wiley & Sons. ISBN 0-471-49856-4. OCLC 85820031.
  34. ^ NPCS Board of Consultants & Engineers (2014) Chapter 6, p. 56 in Disposable Products Manufacturing Handbook, NIIR Project Consultancy Services, Delhi, ISBN 978-9-381-03932-8
  35. ^ a b Ashurst, P.; Hargitt, R. (26 August 2009). Soft Drink and Fruit Juice Problems Solved. Elsevier. ISBN 978-1-84569-706-8.
  36. ^ Thiele, Ulrich K. (2007) Polyester Bottle Resins, Production, Processing, Properties and Recycling, Heidelberg, Germany, pp. 85 ff, ISBN 978-3-9807497-4-9
  37. ^ Gupta, V.B. and Bashir, Z. (2002) Chapter 7, p. 320 in Fakirov, Stoyko (ed.) Handbook of Thermoplastic Polyesters, Wiley-VCH, Weinheim, ISBN 3-527-30113-5.
  38. ^ "What is PETG? (Everything You Need To Know)". China: Wankai New Materials Co., Ltd. 18 July 2024. Retrieved 28 October 2024.
  39. ^ "What is PETG? (Everything You Need To Know)". TWI Ltd. Retrieved 28 October 2024.
  40. ^ a b c "Polyesters". Ullmann's Encyclopedia of Industrial Chemistry. Vol. A21. Weinheim: Wiley-VCH. pp. 233–238. doi:10.1002/14356007.a21_227. ISBN 978-3527306732.
  41. ^ MacDonald, W?A (2002). "New advances in poly(ethylene terephthalate) polymerization and degradation". Polymer International. 51 (10): 923–930. doi:10.1002/pi.917.
  42. ^ Bio-based drop-in, smart drop-in and dedicated chemicals
  43. ^ Duurzame bioplastics op basis van hernieuwbare grondstoffen
  44. ^ Alex Tullo (20 November 2017). "New route planned to biobased ethylene glycol". C&EN Global Enterprise. 95 (46): 10. doi:10.1021/cen-09546-notw6. Retrieved 4 March 2022.
  45. ^ Tachibana, Yuya; Kimura, Saori; Kasuya, Ken-ichi (4 February 2015). "Synthesis and Verification of Biobased Terephthalic Acid from Furfural". Scientific Reports. 5 (1): 8249. Bibcode:2015NatSR...5E8249T. doi:10.1038/srep08249. ISSN 2045-2322. PMC 4316194. PMID 25648201.
  46. ^ F Gugumus (1996). Gaechter and Mueller (ed.). Plastics additives handbook : stabilizers, processing aids, plasticizers, fillers, reinforcements, colorants for thermoplastics (4th ed.). Munich: Hanser. p. 92. ISBN 3446175717.
  47. ^ Day, M.; Wiles, D. M. (January 1972). "Photochemical degradation of poly(ethylene terephthalate). III. Determination of decomposition products and reaction mechanism". Journal of Applied Polymer Science. 16 (1): 203–215 BHET. doi:10.1002/app.1972.070160118.
  48. ^ Nawrocki, J; Dąbrowska, A; Borcz, A (November 2002). "Investigation of carbonyl compounds in bottled waters from Poland". Water Research. 36 (19): 4893–4901. Bibcode:2002WatRe..36.4893N. doi:10.1016/S0043-1354(02)00201-4. PMID 12448533.
  49. ^ Sax, Leonard (2010). "Polyethylene Terephthalate May Yield Endocrine Disruptors". Environmental Health Perspectives. 118 (4): 445–8. doi:10.1289/ehp.0901253. PMC 2854718. PMID 20368129.
  50. ^ Tukur, Aminu (2012). "PET bottle use patterns and antimony migration into bottled water and soft drinks: the case of British and Nigerian bottles". Journal of Environmental Monitoring. 14 (4): 1236–1246. doi:10.1039/C2EM10917D. PMID 22402759.
  51. ^ Cheng, X.; et al. (2010). "Assessment of metal contaminations leaching out from recycling plastic bottles upon treatments". Environmental Science and Pollution Research International. 17 (7): 1323–30. Bibcode:2010ESPR...17.1323C. doi:10.1007/s11356-010-0312-4. PMID 20309737. S2CID 20462253.
  52. ^ Consumer Factsheet on: Antimony Archived 7 June 2014 at the Wayback Machine, EPA archive 2003-06-23
  53. ^ a b Guidelines for drinking – water quality. who.int
  54. ^ Shotyk, William; et al. (2006). "Contamination of Canadian and European bottled waters with antimony from PET containers". Journal of Environmental Monitoring. 8 (2): 288–92. doi:10.1039/b517844b. PMID 16470261.
  55. ^ Hansen, Claus; et al. (2010). "Elevated antimony concentrations in commercial juices". Journal of Environmental Monitoring. 12 (4): 822–4. doi:10.1039/b926551a. PMID 20383361.
  56. ^ "SAPEA report: Evidence on microplastics does not yet point to widespread risk - ALLEA". Retrieved 5 March 2022.
  57. ^ Chamas, Ali; Moon, Hyunjin; Zheng, Jiajia; Qiu, Yang; Tabassum, Tarnuma; Jang, Jun Hee; Abu-Omar, Mahdi; Scott, Susannah L.; Suh, Sangwon (9 March 2020). "Degradation Rates of Plastics in the Environment". ACS Sustainable Chemistry & Engineering. 8 (9): 3494–3511. doi:10.1021/acssuschemeng.9b06635. S2CID 212404939.
  58. ^ Ioakeimidis, C.; Fotopoulou, K. N.; Karapanagioti, H. K.; Geraga, M.; Zeri, C.; Papathanassiou, E.; Galgani, F.; Papatheodorou, G. (22 March 2016). "The degradation potential of PET bottles in the marine environment: An ATR-FTIR based approach". Scientific Reports. 6 (1): 23501. Bibcode:2016NatSR...623501I. doi:10.1038/srep23501. PMC 4802224. PMID 27000994.
  59. ^ a b Malik, Neetu; Kumar, Piyush; Shrivastava, Sharad; Ghosh, Subrata Bandhu (June 2017). "An overview on PET waste recycling for application in packaging". International Journal of Plastics Technology. 21 (1): 1–24. doi:10.1007/s12588-016-9164-1. ISSN 0972-656X. S2CID 99732501.
  60. ^ Imran, Muhammad; Kim, Do Hyun; Al-Masry, Waheed A.; Mahmood, Asif; Hassan, Azman; Haider, Sajjad; Ramay, Shahid M. (April 2013). "Manganese-, cobalt-, and zinc-based mixed-oxide spinels as novel catalysts for the chemical recycling of poly(ethylene terephthalate) via glycolysis". Polymer Degradation and Stability. 98 (4): 904–915. doi:10.1016/j.polymdegradstab.2013.01.007.
  61. ^ "RAPPORT DE GESTION 2019" (PDF) (in French). Swiss PET Recycling Association. p. 5. Retrieved 5 March 2022.
  62. ^ Awaja, Firas; Pavel, Dumitru (1 July 2005). "Recycling of PET". European Polymer Journal. 41 (7): 1453–1477. Bibcode:2005EurPJ..41.1453A. doi:10.1016/j.eurpolymj.2005.02.005. ISSN 0014-3057.
  63. ^ "PET and its eco-friendly alternative: rPET". Prevented Ocean Plastic. 8 May 2020. Retrieved 9 October 2022.
  64. ^ "R-PET: Schweizer Kreislauf – PET-Recycling". www.petrecycling.ch (in French). Retrieved 6 March 2022.
  65. ^ Makuska, Ricardas (2008). "Glycolysis of industrial poly(ethylene terephthalate) waste directed to bis(hydroxyethylene) terephthalate and aromatic polyester polyols" (PDF). Chemija. 19 (2): 29–34.
  66. ^ "Arropol | Arropol Chemicals". Retrieved 2 January 2019.
  67. ^ Shirazimoghaddam, Shadi; Amin, Ihsan; Faria Albanese, Jimmy A; Shiju, N. Raveendran (3 January 2023). "Chemical Recycling of Used PET by Glycolysis Using Niobia-Based Catalysts". ACS Engineering Au. 3 (1): 37–44. doi:10.1021/acsengineeringau.2c00029. ISSN 2694-2488. PMC 9936547. PMID 36820227. S2CID 255634660.
  68. ^ Jehanno, Coralie; Pérez-Madrigal, Maria M.; Demarteau, Jeremy; Sardon, Haritz; Dove, Andrew P. (21 December 2018). "Organocatalysis for depolymerisation". Polymer Chemistry. 10 (2): 172–186. doi:10.1039/C8PY01284A. hdl:2117/365711. ISSN 1759-9962. S2CID 106033120.
  69. ^ Bal, Kevser; Ünlü, Kerim Can; Acar, Işıl; Güçlü, Gamze (1 May 2017). "Epoxy-based paints from glycolysis products of postconsumer PET bottles: synthesis, wet paint properties and film properties". Journal of Coatings Technology and Research. 14 (3): 747–753. doi:10.1007/s11998-016-9895-0. ISSN 1935-3804. S2CID 99621770.
  70. ^ Karmela Padavic-Callaghan (23 August 2023). "Plastic bottles can be recycled into energy-storing supercapacitors". New Scientist.
  71. ^ Wang, Shengnian; et al. (2023). "Upcycling drink bottle waste to ball-sheet Intercalated carbon structures for supercapacitor applications". ACS Fall 2023 - Sessions. American Chemical Society.
  72. ^ Laird, Karen (18 January 2022). "Loop, Suez select site in France for first European Infinite Loop facility". Plastics News. Retrieved 11 March 2022.
  73. ^ Toto, Deanne (1 February 2021). "Eastman invests in methanolysis plant in Kingsport, Tennessee". Recycling Today. Retrieved 11 March 2022.
  74. ^ Page Bailey, mary (24 February 2022). "Carbios and Indorama to build first-of-its-kind enzymatic recycling plant for PET in France". Chemical Engineering. Retrieved 11 March 2022.
  75. ^ Shojaei, Behrouz; Abtahi, Mojtaba; Najafi, Mohammad (December 2020). "Chemical recycling of PET : A stepping-stone toward sustainability". Polymers for Advanced Technologies. 31 (12): 2912–2938. doi:10.1002/pat.5023. ISSN 1042-7147. S2CID 225374393.
  76. ^ Palacios-Mateo, Cristina; van der Meer, Yvonne; Seide, Gunnar (6 January 2021). "Analysis of the polyester clothing value chain to identify key intervention points for sustainability". Environmental Sciences Europe. 33 (1): 2. doi:10.1186/s12302-020-00447-x. ISSN 2190-4715. PMC 7787125. PMID 33432280.
  77. ^ a b Samak, Nadia A.; Jia, Yunpu; Sharshar, Moustafa M.; Mu, Tingzhen; Yang, Maohua; Peh, Sumit; Xing, Jianmin (December 2020). "Recent advances in biocatalysts engineering for polyethylene terephthalate plastic waste green recycling". Environment International. 145: 106144. Bibcode:2020EnInt.14506144S. doi:10.1016/j.envint.2020.106144. PMID 32987219. S2CID 222156984.
  78. ^ Smith, Matthew R.; Cooper, Sharon J.; Winter, Derek J.; Everall, Neil (July 2006). "Detailed mapping of biaxial orientation in polyethylene terephthalate bottles using polarised attenuated total reflection FTIR spectroscopy". Polymer. 47 (15): 5691–5700. doi:10.1016/j.polymer.2005.07.112.
  79. ^ Yoshida, S.; Hiraga, K.; Takehana, T.; Taniguchi, I.; Yamaji, H.; Maeda, Y.; Toyohara, K.; Miyamoto, K.; Kimura, Y.; Oda, K. (11 March 2016). "A bacterium that degrades and assimilates poly(ethylene terephthalate)". Science. 351 (6278): 1196–9. Bibcode:2016Sci...351.1196Y. doi:10.1126/science.aad6359. PMID 26965627. S2CID 31146235.
  80. ^ "Could a new plastic-eating bacteria help combat this pollution scourge?". The Guardian. 10 March 2016. Retrieved 11 March 2016.
  81. ^ Ong, Sandy (24 August 2023). "The living things that feast on plastic". Knowable Magazine | Annual Reviews. doi:10.1146/knowable-082423-1.
  82. ^ Tournier, V.; Topham, C. M.; Gilles, A.; David, B.; Folgoas, C.; Moya-Leclair, E.; Kamionka, E.; Desrousseaux, M.-L.; Texier, H.; Gavalda, S.; Cot, M.; Guémard, E.; Dalibey, M.; Nomme, J.; Cioci, G.; Barbe, S.; Chateau, M.; André, I.; Duquesne, S.; Marty, A. (April 2020). "An engineered PET depolymerase to break down and recycle plastic bottles". Nature. 580 (7802): 216–219. Bibcode:2020Natur.580..216T. doi:10.1038/s41586-020-2149-4. ISSN 1476-4687. PMID 32269349. S2CID 215411815.
  83. ^ Tournier, Vincent; Duquesne, Sophie; Guillamot, Frédérique; Cramail, Henri; Taton, Daniel; Marty, Alain; André, Isabelle (14 March 2023). "Enzymes' Power for Plastics Degradation". Chemical Reviews. 123 (9): 5612–5701. doi:10.1021/acs.chemrev.2c00644. ISSN 0009-2665. PMID 36916764. S2CID 257506291.
  84. ^ "Scientists Engineer New Plastic-Eating Enzyme | Sci-News.com". Breaking Science News | Sci-News.com. 28 April 2022. Retrieved 2 June 2022.
  85. ^ Lu, Hongyuan; Diaz, Daniel J.; Czarnecki, Natalie J.; Zhu, Congzhi; Kim, Wantae; Shroff, Raghav; Acosta, Daniel J.; Alexander, Bradley R.; Cole, Hannah O.; Zhang, Yan; Lynd, Nathaniel A.; Ellington, Andrew D.; Alper, Hal S. (April 2022). "Machine learning-aided engineering of hydrolases for PET depolymerization". Nature. 604 (7907): 662–667. Bibcode:2022Natur.604..662L. doi:10.1038/s41586-022-04599-z. ISSN 1476-4687. PMID 35478237. S2CID 248414531.
[edit]
Wikimedia Commons has media related to Polyethylene terephthalate.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Polyethylene_terephthalate&oldid=1254673797"