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Organic electronics is a field of materials science concerning the design,
synthesis Synthesis or synthesize may refer to: Science Chemistry and biochemistry *Chemical synthesis, the execution of chemical reactions to form a more complex molecule from chemical precursors ** Organic synthesis, the chemical synthesis of organ ...
, characterization, and application of
organic Organic may refer to: * Organic, of or relating to an organism, a living entity * Organic, of or relating to an anatomical organ Chemistry * Organic matter, matter that has come from a once-living organism, is capable of decay or is the product ...
molecules or polymers that show desirable electronic properties such as conductivity. Unlike conventional inorganic
conductor Conductor or conduction may refer to: Music * Conductor (music), a person who leads a musical ensemble, such as an orchestra. * ''Conductor'' (album), an album by indie rock band The Comas * Conduction, a type of structured free improvisation ...
s and semiconductors, organic electronic materials are constructed from organic (carbon-based) molecules or polymers using synthetic strategies developed in the context of organic chemistry and polymer chemistry. One of the promised benefits of organic electronics is their potential low cost compared to traditional electronics. Attractive properties of polymeric conductors include their electrical conductivity (which can be varied by the concentrations of dopants) and comparatively high mechanical flexibility. Challenges to the implementation of organic electronic materials are their inferior thermal stability, high cost, and diverse fabrication issues.


History

;Electrically conductive polymers Traditional conductive materials are inorganic, especially metals such as copper and aluminum as well as many alloys. In 1862 Henry Letheby described polyaniline, which was subsequently shown to be electrically conductive. Work on other polymeric organic materials began in earnest in the 1960s. For example in 1963, a derivative of tetraiodopyrrole was shown to exhibit conductivity of 1 S/cm (S =
Siemens Siemens AG ( ) is a German multinational conglomerate corporation and the largest industrial manufacturing company in Europe headquartered in Munich with branch offices abroad. The principal divisions of the corporation are ''Industry'', '' ...
). In 1977, it was discovered that oxidation enhanced the conductivity of polyacetylene. The 2000 Nobel Prize in Chemistry was awarded to
Alan J. Heeger Alan Jay Heeger (born January 22, 1936) is an American physicist, academic and Nobel Prize laureate in chemistry. Heegar was elected as a member into the National Academy of Engineering in 2002 for co-founding the field of conducting polymers an ...
,
Alan G. MacDiarmid Alan Graham MacDiarmid, Order of New Zealand, ONZ Fellow of the Royal Society, FRS (14 April 1927 – 7 February 2007) was a New Zealand-born Americans, American chemist, and one of three recipients of the Nobel Prize for Chemistry in 2000. Ear ...
, and Hideki Shirakawa jointly for their work on polyacetylene and related conductive polymers. Many families of electrically conducting polymers have been identified including polythiophene, polyphenylene sulfide, and others. J.E. Lilienfeld first proposed the field-effect transistor in 1930, but the first OFET was not reported until 1987, when Koezuka et al. constructed one using Polythiophene which shows extremely high conductivity. Other conductive polymers have been shown to act as semiconductors, and newly synthesized and characterized compounds are reported weekly in prominent research journals. Many review articles exist documenting the development of these materials. In 1987, the first organic
diode A diode is a two-terminal electronic component that conducts current primarily in one direction (asymmetric conductance); it has low (ideally zero) resistance in one direction, and high (ideally infinite) resistance in the other. A diode ...
was produced at
Eastman Kodak The Eastman Kodak Company (referred to simply as Kodak ) is an American public company that produces various products related to its historic basis in analogue photography. The company is headquartered in Rochester, New York, and is incorpor ...
by Ching W. Tang and
Steven Van Slyke Steven Van Slyke (born July 19, 1956) is an American chemist, best known for his co-invention of the Organic Light Emitting Diode (OLED) and his contributions to the commercial development of OLED displays. Van Slyke is currently the Chief Techn ...
. ;Electrically conductive charge transfer salts In the 1950s, organic molecules were shown to exhibit electrical conductivity. Specifically, the organic compound
pyrene Pyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. The chemical formula is . This yellow solid is the smallest peri-fused PAH (one where the rings are fused through mor ...
was shown to form semiconducting charge-transfer complex salts with halogens. In 1972, researchers found metallic conductivity (conductivity comparable to a metal) in the charge-transfer complex
TTF-TCNQ Tetrathiafulvalene is an organosulfur compound with the formula (. Studies on this heterocyclic compound contributed to the development of molecular electronics. TTF is related to the hydrocarbon fulvalene, , by replacement of four CH groups wit ...
. ;Light and electrical conductivity
André Bernanose André Bernanose (17 June 1912 – 18 March 2002) was a 20th-century French physicist, chemist and pharmacologist. He studied chemiluminescence during the late 1940s - early 1950s, which led him to discover the electroluminescence. He is for thi ...
was the first person to observe
electroluminescence Electroluminescence (EL) is an optical phenomenon, optical and electrical phenomenon, in which a material emits light in response to the passage of an electric current or to a strong electric field. This is distinct from black body light emissi ...
in organic materials. Ching W. Tang and
Steven Van Slyke Steven Van Slyke (born July 19, 1956) is an American chemist, best known for his co-invention of the Organic Light Emitting Diode (OLED) and his contributions to the commercial development of OLED displays. Van Slyke is currently the Chief Techn ...
, reported fabrication of the first practical OLED device in 1987. The OLED device incorporated a double-layer structure motif composed of copper phthalocyanine and a derivative of
perylenetetracarboxylic dianhydride Perylenetetracarboxylic dianhydride (PTCDA) is an organic dye molecule and an organic semiconductor. It is used as a precursor to a class of molecules known as Rylene dyes, which are useful as pigments and dyes. It is a dark red solid with low s ...
. In 1990, a polymer light emitting diodes was demonstrated by Bradley, Burroughes, Friend. Moving from molecular to macromolecular materials solved the problems previously encountered with the long-term stability of the organic films and enabled high-quality films to be easily made. In the late 1990's, highly efficient electroluminescent dopants were shown to dramatically increase the light-emitting efficiency of OLEDs These results suggested that electroluminescent materials could displace traditional hot-filament lighting. Subsequent research developed multilayer polymers and the new field of plastic electronics and organic light-emitting diodes (OLED) research and device production grew rapidly.


Conductive organic materials

Organic conductive materials can be grouped into two main classes: polymers and conductive
molecular A molecule is a group of two or more atoms held together by attractive forces known as chemical bonds; depending on context, the term may or may not include ions which satisfy this criterion. In quantum physics, organic chemistry, and bioche ...
solids and salts. Polycyclic aromatic compounds such as pentacene and
rubrene Rubrene (5,6,11,12-tetraphenyltetracene) is a red colored polycyclic aromatic hydrocarbon. Rubrene is used as a Photosensitizer, sensitiser in chemoluminescence and as a yellow light source in lightsticks. Electronic properties As an organic semi ...
often form semiconducting materials when partially oxidized. Conductive polymers are often typically intrinsically conductive or at least semiconductors. They sometimes show mechanical properties comparable to those of conventional organic polymers. Both
organic Organic may refer to: * Organic, of or relating to an organism, a living entity * Organic, of or relating to an anatomical organ Chemistry * Organic matter, matter that has come from a once-living organism, is capable of decay or is the product ...
synthesis and advanced dispersion techniques can be used to tune the electrical properties of conductive polymers, unlike typical inorganic conductors. Well-studied class of conductive polymers include polyacetylene,
polypyrrole Polypyrrole (PPy) is an organic polymer obtained by oxidative polymerization of pyrrole. It is a solid with the formula H(C4H2NH)nH. It is an intrinsically conducting polymer, used in electronics, optical, biological and medical fields. History ...
, polythiophenes, and polyaniline. Poly(p-phenylene vinylene) and its derivatives are electroluminescent semiconducting polymers. Poly(3-alkythiophenes) have been incorporated into prototypes of solar cells and transistors.


Organic light-emitting diode

An OLED (organic light-emitting diode) consists of a thin film of organic material that emits light under stimulation by an electric current. A typical OLED consists of an anode, a cathode, OLED organic material and a conductive layer. OLED organic materials can be divided into two major families: small-molecule-based and polymer-based. Small molecule OLEDs (SM-OLEDs) include
tris(8-hydroxyquinolinato)aluminium Tris(8-hydroxyquinolinato)aluminium is the chemical compound with the formula Al(C9H6NO)3. Widely abbreviated Alq3, it is a coordination complex wherein aluminium is bonded in a bidentate manner to the conjugate base of three 8-hydroxyquinoline l ...
fluorescent and phosphorescent dyes, and conjugated
dendrimers Dendrimers are highly ordered, branched polymeric molecules. Synonymous terms for dendrimer include arborols and cascade molecules. Typically, dendrimers are symmetric about the core, and often adopt a spherical three-dimensional morphology. The ...
. Fluorescent
dye A dye is a colored substance that chemically bonds to the substrate to which it is being applied. This distinguishes dyes from pigments which do not chemically bind to the material they color. Dye is generally applied in an aqueous solution an ...
s can be selected according to the desired range of
emission Emission may refer to: Chemical products * Emission of air pollutants, notably: **Flue gas, gas exiting to the atmosphere via a flue ** Exhaust gas, flue gas generated by fuel combustion ** Emission of greenhouse gases, which absorb and emit radi ...
wavelengths; compounds like
perylene Perylene or perilene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12, occurring as a brown solid. It or its derivatives may be carcinogenic, and it is considered to be a hazardous pollutant. In cell membrane cytochemistry, ...
and
rubrene Rubrene (5,6,11,12-tetraphenyltetracene) is a red colored polycyclic aromatic hydrocarbon. Rubrene is used as a Photosensitizer, sensitiser in chemoluminescence and as a yellow light source in lightsticks. Electronic properties As an organic semi ...
are often used. Devices based on small molecules are usually fabricated by thermal
evaporation Evaporation is a type of vaporization that occurs on the surface of a liquid as it changes into the gas phase. High concentration of the evaporating substance in the surrounding gas significantly slows down evaporation, such as when humidi ...
under vacuum. While this method enables the formation of well-controlled homogeneous
film A film also called a movie, motion picture, moving picture, picture, photoplay or (slang) flick is a work of visual art that simulates experiences and otherwise communicates ideas, stories, perceptions, feelings, beauty, or atmosphere ...
; is hampered by high cost and limited scalability. Polymer light-emitting diodes (PLEDs) are generally more efficient than SM-OLEDs. Common polymers used in PLEDs include derivatives of poly(p-phenylene vinylene) and polyfluorene. The emitted color by the structure of the polymer. Compared to thermal evaporation,
solution Solution may refer to: * Solution (chemistry), a mixture where one substance is dissolved in another * Solution (equation), in mathematics ** Numerical solution, in numerical analysis, approximate solutions within specified error bounds * Soluti ...
-based methods are more suited to creating
film A film also called a movie, motion picture, moving picture, picture, photoplay or (slang) flick is a work of visual art that simulates experiences and otherwise communicates ideas, stories, perceptions, feelings, beauty, or atmosphere ...
s with large dimensions.


Organic field-effect transistor

An Organic field-effect transistor is a field-effect transistor utilizing organic molecules or polymers as the active semiconducting layer. A field-effect transistor (
FET The field-effect transistor (FET) is a type of transistor that uses an electric field to control the flow of current in a semiconductor. FETs (JFETs or MOSFETs) are devices with three terminals: ''source'', ''gate'', and ''drain''. FETs contr ...
) is any semiconductor material that utilizes
electric field An electric field (sometimes E-field) is the physical field that surrounds electrically charged particles and exerts force on all other charged particles in the field, either attracting or repelling them. It also refers to the physical field fo ...
to control the shape of a channel of one type of charge carrier, thereby changing its conductivity. Two major classes of
FET The field-effect transistor (FET) is a type of transistor that uses an electric field to control the flow of current in a semiconductor. FETs (JFETs or MOSFETs) are devices with three terminals: ''source'', ''gate'', and ''drain''. FETs contr ...
are n-type and p-type semiconductor, classified according to the charge type carried. In the case of organic FETs (OFETs), p-type OFET compounds are generally more stable than n-type due to the susceptibility of the latter to oxidative damage. As for OLEDs, some OFETs are molecular and some are polymer-based system.
Rubrene Rubrene (5,6,11,12-tetraphenyltetracene) is a red colored polycyclic aromatic hydrocarbon. Rubrene is used as a Photosensitizer, sensitiser in chemoluminescence and as a yellow light source in lightsticks. Electronic properties As an organic semi ...
-based OFETs show high carrier mobility of 20–40 cm2/(V·s). Another popular OFET material is Pentacene. Due to its low solubility in most organic solvents, it's difficult to fabricate thin film transistors ( TFTs) from pentacene itself using conventional spin-cast or, dip coating methods, but this obstacle can be overcome by using the derivative TIPS-pentacene.


Organic electronic devices

Organic solar cells could cut the cost of solar power compared with conventional solar-cell manufacturing. Silicon thin-film solar cells on flexible substrates allow a significant cost reduction of large-area photovoltaics for several reasons:Koch, Christian (2002
Niedertemperaturabscheidung von Dünnschicht-Silicium für Solarzellen auf Kunststofffolien
Doctoral Thesis, ipe.uni-stuttgart.de
# The so-called ' roll-to-roll'-deposition on flexible sheets is much easier to realize in terms of technological effort than deposition on fragile and heavy glass sheets. # Transport and installation of lightweight flexible solar cells also saves cost as compared to cells on glass. Inexpensive polymeric substrates like
polyethylene terephthalate 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 ...
(PET) or
polycarbonate Polycarbonates (PC) are a group of thermoplastic polymers containing carbonate groups in their chemical structures. Polycarbonates used in engineering are strong, tough materials, and some grades are optically transparent. They are easily work ...
(PC) have the potential for further cost reduction in photovoltaics. Protomorphous solar cells prove to be a promising concept for efficient and low-cost photovoltaics on cheap and flexible substrates for large-area production as well as small and mobile applications. One advantage of printed electronics is that different electrical and electronic components can be printed on top of each other, saving space and increasing reliability and sometimes they are all transparent. One ink must not damage another, and low temperature annealing is vital if low-cost flexible materials such as paper and plastic film are to be used. There is much sophisticated engineering and chemistry involved here, with iTi, Pixdro, Asahi Kasei, Merck & Co., Merck, BASF, HC Starck, Hitachi Chemical and Frontier Carbon Corporation among the leaders. Electronic devices based on organic compounds are now widely used, with many new products under development. Sony reported the first full-color, video-rate, flexible, plastic display made purely of organic materials; television screen based on OLED materials;
biodegradable Biodegradation is the breakdown of organic matter by microorganisms, such as bacteria and fungi. It is generally assumed to be a natural process, which differentiates it from composting. Composting is a human-driven process in which biodegradati ...
electronics based on organic compound and low-cost organic solar cell are also available.


Fabrication methods

Small molecule semiconductors are often insoluble, necessitating deposition via vacuum
sublimation Sublimation or sublimate may refer to: * ''Sublimation'' (album), by Canvas Solaris, 2004 * Sublimation (phase transition), directly from the solid to the gas phase * Sublimation (psychology), a mature type of defense mechanism * Sublimate of mer ...
. Devices based on conductive polymers can be prepared by solution processing methods. Both solution processing and vacuum based methods produce amorphous and polycrystalline films with variable degree of disorder. "Wet" coating techniques require polymers to be dissolved in a volatile solvent, filtered and deposited onto a
substrate Substrate may refer to: Physical layers *Substrate (biology), the natural environment in which an organism lives, or the surface or medium on which an organism grows or is attached ** Substrate (locomotion), the surface over which an organism lo ...
. Common examples of solvent-based coating techniques include drop casting, spin-coating, doctor-blading, inkjet printing and
screen printing Screen printing is a printing technique where a mesh is used to transfer ink (or dye) onto a substrate, except in areas made impermeable to the ink by a blocking stencil. A blade or squeegee is moved across the screen to fill the open mes ...
. Spin-coating is a widely used technique for small area thin film production. It may result in a high degree of material loss. The doctor-blade technique results in a minimal material loss and was primarily developed for large area thin film production. Vacuum based thermal deposition of small molecules requires
evaporation Evaporation is a type of vaporization that occurs on the surface of a liquid as it changes into the gas phase. High concentration of the evaporating substance in the surrounding gas significantly slows down evaporation, such as when humidi ...
of molecules from a hot source. The molecules are then transported through vacuum onto a substrate. The process of condensing these molecules on the substrate surface results in thin film formation. Wet coating techniques can in some cases be applied to small molecules depending on their solubility.


Organic solar cells

Organic semiconductor diodes convert light into electricity. Figure to the right shows five commonly used organic photovoltaic materials. Electrons in these organic molecules can be delocalized in a delocalized π orbital with a corresponding π* antibonding orbital. The difference in energy between the π orbital, or highest occupied molecular orbital ( HOMO), and π* orbital, or lowest unoccupied molecular orbital ( LUMO) is called the band gap of organic photovoltaic materials. Typically, the band gap lies in the range of 1-4eV. The difference in the band gap of organic
photovoltaic Photovoltaics (PV) is the conversion of light into electricity using semiconducting materials that exhibit the photovoltaic effect, a phenomenon studied in physics, photochemistry, and electrochemistry. The photovoltaic effect is commercially us ...
materials leads to different chemical structures and forms of organic solar cells. Different forms of solar cells includes single-layer organic
photovoltaic Photovoltaics (PV) is the conversion of light into electricity using semiconducting materials that exhibit the photovoltaic effect, a phenomenon studied in physics, photochemistry, and electrochemistry. The photovoltaic effect is commercially us ...
cells, bilayer organic
photovoltaic Photovoltaics (PV) is the conversion of light into electricity using semiconducting materials that exhibit the photovoltaic effect, a phenomenon studied in physics, photochemistry, and electrochemistry. The photovoltaic effect is commercially us ...
cells and heterojunction
photovoltaic Photovoltaics (PV) is the conversion of light into electricity using semiconducting materials that exhibit the photovoltaic effect, a phenomenon studied in physics, photochemistry, and electrochemistry. The photovoltaic effect is commercially us ...
cells. However, all three of these types of solar cells share the approach of sandwiching the organic electronic layer between two metallic conductors, typically indium tin oxide.


Organic field-effect transistors

An organic field-effect transistor is a three terminal device (source, drain and gate). The charge carriers move between source and drain, and the gate serves to control the path's conductivity. There are mainly two types of organic field-effect transistor, based on the semiconducting layer's charge transport, namely p-type (such as dinaphtho ,3-''b'':2′,3′-''f''hieno
,2-''b'' The comma is a punctuation mark that appears in several variants in different languages. It has the same shape as an apostrophe or single closing quotation mark () in many typefaces, but it differs from them in being placed on the baseline o ...
hiophene, DNTT), and n-type (such phenyl C61 butyric acid methyl ester, PCBM). Certain organic semiconductors can also present both p-type and n-type (i.e., ambipolar) characteristics. Such technology allows for the fabrication of large-area, flexible, low-cost electronics. One of the main advantages is that being mainly a low temperature process compared to CMOS, different type of materials can be utilized. This makes them in turn great candidates for sensing.


Features

Conductive polymers are lighter, more flexible, and less expensive than inorganic conductors. This makes them a desirable alternative in many applications. It also creates the possibility of new applications that would be impossible using copper or silicon. Organic electronics not only includes organic semiconductors, but also organic dielectrics, conductors and light emitters. New applications include
smart windows Smart glass or switchable glass (also called a smart window or switchable window) is a glass or glazing whose light transmission properties dynamically alter to control the passage of solar irradiation into buildings. In general, the glass chan ...
and electronic paper. Conductive polymers are expected to play an important role in the emerging science of
molecular computer DNA computing is an emerging branch of unconventional computing which uses DNA, biochemistry, and molecular biology hardware, instead of the traditional electronic computing. Research and development in this area concerns theory, experiments, a ...
s.


See also

* Annealing * Bioplastic *
Carbon nanotube A scanning tunneling microscopy image of a single-walled carbon nanotube Rotating single-walled zigzag carbon nanotube A carbon nanotube (CNT) is a tube made of carbon with diameters typically measured in nanometers. ''Single-wall carbon na ...
*
Circuit deposition A thin film is a layer of material ranging from fractions of a nanometer (monolayer) to several micrometers in thickness. The controlled synthesis of materials as thin films (a process referred to as deposition) is a fundamental step in many ap ...
* Conductive ink * Flexible display *
Laminar Laminar means "flat". Laminar may refer to: Terms in science and engineering: * Laminar electronics or organic electronics, a branch of material sciences dealing with electrically conductive polymers and small molecules * Laminar armour or "band ...
* Melanin * Organic field-effect transistor (OFET) * Organic semiconductor * Organic light-emitting diode (OLED) * Photodetector * Printed electronics * Radio frequency identification *
Radio tag Radio-frequency identification (RFID) uses electromagnetic fields to automatically identify and track tags attached to objects. An RFID system consists of a tiny radio transponder, a radio receiver and transmitter. When triggered by an electromagn ...
*
Schön scandal The Schön scandal concerns German physicist Jan Hendrik Schön (born August 1970 in Verden an der Aller, Lower Saxony, Germany) who briefly rose to prominence after a series of apparent breakthroughs with semiconductors that were later discovered ...
* Spin coating


References


Further reading

* Grasser, Tibor., Meller, Gregor. Baldo, Marc. (Eds.) (2010) ''Organic electronics'' Springer, Heidelberg. (Print) 978-3-642-04538-7 (Online) * * * * ''Electronic Processes in Organic Crystals and Polymers, 2 ed. '' by Martin Pope and Charles E. Swenberg, Oxford University Press (1999), * ''Handbook of Organic Electronics and Photonics'' (3-Volume Set) by Hari Singh Nalwa, American Scientific Publishers. (2008),


External links

*
orgworld
– ''Organic Semiconductor World'' homepage. {{Electronic systems Artificial materials