New materials based on carbazole for optoelectronic device applications：Theoretical investigation

A quantum-chemical investigation on the structural and optoelectronic properties of two materials based on carbazole is carried out.The purpose is to display the effect of grafting the fluorine atoms on their optoelectronic and physico-chemical properties.In addition to solubility in the polar solvents and the modification in geometric parameters,the substitution of fluorine destabilizes the HOMO and LUMO levels,decreases the band gap energy and raises conjugation length.These properties suggest the substituted fluorine compound as a good candidate for optoelectronic applications.     

Two-dimensional materials toward Terahertz optoelectronic device applications

Two-dimensional (2D) materials have become a worldwide hot topic due to their fascinating properties, including high carrier mobility, tunable bandgap, ultra-broadband optical absorption and response. The versatility of 2D materials enable it hold great potential to achieve high performance Terahertz (THz) optoelectronic devices. However, the THz radiation, range from infrared to microwave, known as the THz gap, much less investigated than that of other electromagnetic wave. Motivated by this lack of knowledge, we reviewed the recent advances of research into 2D materials based THz optoelectronic devices. Firstly, we introduced the background and motivation of this review. Then, the suitable 2D material candidates are exhibited, followed by a comprehensive review of their applications in THz generation devices, modulator, THz shielding, and photodetectors. Finally, the challenges and further development directions are concluded. We believe that some milestone investigations of 2D materials based THz optoelectronic devices will emerge soon, which will bring about great industrial revelations in 2D materials-based nanodevice commercialization.     

Novel electroactive and photoactive molecular materials based on conjugated donor-acceptor structures for optoelectronic device applications

Four donor-acceptor functionalized molecular materials with symmetrical structures have been synthesized and investigated for their use in optoelectronic applications. These pi-conjugated molecules consist of one electron-donating moiety, for instance, carbazole, triphenylamine, or phenothiazine at the center, and two acceptors at each side. Introduction of different donor moieties decreases the band gaps allowing a fine-tuning of the optical and electrical properties. These materials exhibit multifunctional properties, such as a red light-emitting behavior and a large photovoltaic effect. Red organic light-emitting diodes were fabricated in a facile nondoping configuration based on these materials. Saturated red-emission is observed with a CIE of x = 0.64 and y = 0.33, and an external quantum efficiency of 0.19%. In addition, our first observation of photovoltaic response in the pi-conjugated molecule with donor-acceptor-donor structure is reported. The organic single-component photovoltaic cells were fabricated and characterized. Their open-circuit voltage and short-circuit current density are 1.1 V and 0.07 mA cm(-2), respectively. The photovoltaic effect corresponds to the absorption characteristics of the compound and depends on the nature of the electron-donating group.     

New optoelectronic materials based on bitriazines: synthesis and properties

A series of bitriazine derivatives were synthesized for the first time by the self-coupling reactions of the monocholoro-triazines in the presence of nickel catalyst. Such bitriazines show excellent optoelectronic properties.     

Borazine materials for organic optoelectronic applications

Borazine materials have been demonstrated to be a new class of multifunctional and thermally stable materials with high electron (10(-3) cm2 V(-1) s(-1)) and moderate hole (10(-4) cm2 V(-1) s(-1)) mobilities for applications in electroluminescent devices.     

Fluorescent materials based on phosphazene derivatives and their applications: Sensors and optoelectronic devices

Phosphazenes, one of the most important classes of organophosphorus compounds containing phosphorus (V) with double bonds between P and N, can be cyclic molecules or high molecular weight polymers that play an important and dominant role in advanced inorganic materials. Phosphazenes have been the subject of many studies over the past two decades as an excellent synthetic platform for the development of fluorescent materials. This study is conducted to evaluate the contribution of phosphazene chemistry to the preparation of fluorescent materials and to emphasize its importance in development of sophisticated materials. This review provides detailed information about the latest developments in the field of cyclic-, dendrimeric- and polymeric phosphazenes based fluorescent materials and their application examples of sensors (fluorescent and electrochemical) and optoelectronic devices (OLED, OFET and electrochromic devices). The future perspective of fluorescence materials based on phosphazenes is also discussed.     

New thiophene‐phenylene‐thiophene acceptor random conjugated copolymers for optoelectronic applications

New low band gap thiophene‐phenylene‐thiophene ( TPT )‐based donor‐acceptor‐donor random copolymers were synthesized for optoelectronic device applications by a palladium‐catalyzed Stille coupling reaction under microwave heating. The acceptors included 2,3‐bis(4‐(2‐ethylhexyloxy)phenyl)‐5,8‐bis[5′‐bromo‐dithien‐2‐yl‐quinoxalines] ( DTQ ) and 3,6‐bis(5‐bromothiophen‐2‐yl)‐2,5‐bis(2‐ethyl‐hexyl)‐pyrrolo[3,4‐c]‐pyrrole‐1,4‐dione ( DPP ). The prepared random copolymers were named as PTPTDTQ_0.55 , PTPTDTQ_0.34DPP_0.14 , and PTPTDTQ_0.26DPP_0.34 depending on the copolymer ratio. The optical band gaps (E) of PTPTDTQ_0.55 , PTPTDTQ_0.34DPP_0.14 , and PTPTDTQ_0.26DPP_0.34 were 1.74, 1.56, and 1.48 eV, respectively. The hole mobility obtained from the field‐effect transistor devices prepared from PTPTDTQ_0.55 , PTPTDTQ_0.34DPP_0.14 , and PTPTDTQ_0.26DPP_0.34 were 2.2 × 10^?3, 2.4 × 10^?3, and 4.7 × 10^?3 cm² V^?1 s^?1, respectively, with the on‐off ratios of 4.0 × 10⁴, 4.0 × 10⁴, and 5.3 × 10⁴. It suggested that the significant intramolecular charge transfer between the TPT and acceptor led to the band gap reduction and hole mobility enhancement. Polymer solar cells of these TPT ‐based copolymers blended with 1‐(3‐methoxycarbonyl)propyl‐1‐phenyl‐[6,6]‐C‐71 (PC₇₁BM) under illumination of AM 1.5G (100 mW cm^?2) solar simulator exhibited a power conversion efficiency (PCE) as high as 3.71%. Besides, the near‐infrared photodetector device prepared from PTPTDTQ_0.26DPP_0.34 showed a high external quantum efficiency exceeding 32% at 700 nm (under ?3 V bias) and fast‐speed response. This study suggests that the prepared TPT ‐based donor‐acceptor random copolymers exhibited promising and versatile applications on optoelectronic devices. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 2351–2360, 2010     

Polymerization of branched thiophene monomers and optoelectronic properties of materials

Bithiophene monomers ( 5HBTh and 5HBThO ) were prepared by the Suzuki coupling reaction of 3‐thienylboronic acid with 2‐bromo‐5‐hexylthiophene and 2‐bromo‐5‐hexylthiophene‐1,1‐dioxide. The oxidation polymerization mediated by vanadium catalyst gave poly(5HBTh) and oligo(5HBThO) . 5HBThO bearing thiophene‐1,1‐dioxide had an absorption maximum at longer wavelength region than 5HBTh due to the intramolecular charge transfer interaction, while peak maxima blue shifted and their difference became small after the polymerization. Terthiophene monomers ( 5″HTTh , 3,5″DHTTh , and 4,5″DHTTh ) were subsequently prepared by the mono‐bromination of 5HBTh followed by the Suzuki coupling reaction with boronic acid derivatives. The vanadium‐catalyzed oxidation polymerization of 5″HTTh and 4,5″DHTTh afforded soluble polymers and the absorption maximum wavelengths red shifted after the polymerization in contrast to bithiophene monomers and 3,5″DHTTh . The absorption and emission spectra of poly(5″DHTTh) red shifted when compared with those of poly(4,5″DHTTh) . Thus the presence and position of n‐hexyl chain influenced the monomer polymerizability and optoelectronic properties of branched polythiophenes. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3034–3044, 2009     

Diketopyrrolopyrrole-based functional supramolecular polymers: next-generation materials for optoelectronic applications

The very concept of dye and pigment chemistry that was long known to the industrial world underwent a radical revision after the discovery and commercialization of dyes such as mauveine, indigo, and so on. Apart from their conventional role as coloring agents, organic dyes, and pigments have been identified as indispensable sources for high-end technological applications including optical and electronic devices. Simultaneous with the advancement in the supramolecular chemistry of π-conjugated systems and the divergent evolution of organic semiconductor materials, several dyes, and pigments have emerged as potential candidates for contemporary optoelectronic devices. Of all the major pigments, diketopyrrolopyrrole (DPP) better known as the ‘Ferrari Pigment’ and its derivatives have emerged as a major class of organic functional dyes that find varied applications in fields such as industrial pigments, organic solar cells, organic field–effect transistors, and in bioimaging. Since its discovery in 1974 by Farnum and Mehta, DPP-derived dyes gained rapid attention because of its attractive color, synthetic feasibility, ease of functionalization, and tunable optical and electronic properties. The advancement in supramolecular polymerization of DPP-based small molecules and oligomers with directed morphological and electronic features have led to the development of high performing optoelectronic devices. In this review, we highlight the recent developments in the optoelectronic applications of DPP derivatives specifically engineered to form supramolecular polymers.     

三聚茚有机光电功能材料在太阳电池领域的应用

三聚茚可经一步反应合成,功能化程度高,是规整的、纳米级的刚性结构,能通过平衡分子之间聚集尺寸的大小来控制激子扩散长度继而调节分子之间的相互作用;而且,三聚茚具有优良的荧光性能、热稳定性能和空穴传输性能,是应用广泛的有机光电材料.本文从太阳电池领域(有机太阳电池、钙钛矿太阳电池和染料敏化太阳电池)出发,综述了国内外对三聚茚材料的研究工作,总结了三聚茚材料对太阳电池领域的发展所做出的贡献.     

Synthesis of thiophene/phenylene co‐oligomers. V. Functionalization at molecular terminals toward optoelectronic device applications

We report the synthesis of various thiophene/phenylene co‐oligomers with a total number of thiophene and benzene (phenylene) rings of 5 and 6 with various terminal groups. Those terminal groups have been chosen from among alkyl groups, methoxy groups, trifluoromethyl groups, and cyano groups. The molecular backbone of these compounds comprises phenyl‐ or biphenylyl‐capped thiophene (or oligothiophene) or an alternating co‐oligomer. The synthesis is based on either the Suzuki coupling reaction or the Negishi coupling reaction. These reaction schemes enabled us to obtain the target compounds in high quality. In particular, the latter coupling method turned out to produce the compounds at a high yield. The terminal groups are expected to produce various functionalities based upon their electron donating character (alkyl groups and methoxy groups) or electron withdrawing character (trifluoromethyl groups and cyano groups). Additionally some of these groups bring about enhanced solubility. This will lead to the production of a diversity of modified compounds of thiophene/phenylene co‐oligomers. To give an example that demonstrates usefulness of the target compounds, we present optoelectronic data that are associated with their device applications.     

Fluorinated organic materials for electronic and optoelectronic applications: the role of the fluorine atom

In this article we highlight, by means of selected examples drawn from work performed in our or other laboratories, the features of some classes of fluorinated conjugated materials and their use in electronic devices such as electroluminescent diodes or field effect transistors. A variety of fluorinated conjugated systems, either molecular or polymeric, such as poly(phenylenevinylene)s, poly(phenyleneethynylene)s, polythiophenes, polyphenylenes, are dealt with. Attention is also focused on a different class of electroluminescent compounds, represented by the cyclometalated iridium complexes with various forms (mer and fac). In particular, fluorine atoms lower both the HOMO and LUMO energy levels. Consequently, the electron injection is made easier, the materials display a greater resistance against the degradative oxidation processes and organic n-type or ambipolar semiconducting materials may result. Moreover, the C-H...F interactions play an important role in the solid state supramolecular organization, originating a typical pi-stack arrangement which enhances the charge carrier mobility.     

New thiophene derivatives as potential materials for non linear optics

A method of synthesis of unsymmetrical 2,5-diarylthiophenes is described using β-chloroacroleins, prepared from acetophenones, and their condensation with sodium sulfide and various benzyl bromides.     

Λ-Shaped optoelectronic materials based on Trger's base

Trger's base (TB) is a well-known chiral molecule with rigid concave shape that makes it applicable in different areas such as superamolecular chemistry,molecular recognition,biological labeling,and so on.In this article,we briefly summarize some recent research progress in the optoelectronic properties of novel TB analogues and their applications in optoelectronic field with emphasis on the developments achieved in our group.     

Synthesis of D-A copolymers based on thiadiazole and thiazolothiazole acceptor units and their applications in ternary polymer solar cells

We have designed and synthesized two wide bandgap new donor-acceptor (D-A) copolymers consisting of the same alkylthiazole-substituted benzo[1,2-b;4,5-b′]dithiophene (BDTTz) donor unit and but different acceptor units, i.e., thiazolo[5,4-d]thiazole (TT_Z) ( P122 ) and 1,3,-4 thiadiazole (TDz) ( P123 ) and investigated their optical and electrochemical properties. We have employed these copolymers as donor and fullerene (PC ₇₁ BM) and narrow bandgap non-fullerene (Y6) as acceptor, to fabricate binary and ternary bulk heterojunction polymer solar cells (PSCs). The overall power conversion efficiency (PCE) of optimized binary bulk heterojunction PSCs based on P122 :Y6 and P123 :Y6 is 12.60% and 13.16%, respectively. The higher PCE for PSCs based on P123 than P122 counterparts may be associated with the broader absorption profile of the P123 and more charge carrier mobilities than that for the P122 active layer. With the incorporation of small amount of PC₇₁BM into either P122 :Y6 or P123 :Y6 binary blend, the corresponding ternary PSCs showed an overall PCE of 14.89% and 15.52%, respectively, which is higher than the binary counterparts using either Y6 or PC₇₁BM as acceptor. Incorporating the PC₇₁BM in the binary host blend increases the absorption in the 300–500 nm wavelength region, generating more excitons in the active ternary layer and helping to dissociate the excitons into free charge carriers more effectively. The more appropriate nanoscale phase separation in the active ternary layer than the binary counterpart may be one of the reasons for higher PCE.     

New carbon materials: biological applications of functionalized nanodiamond materials

Nanoscale diamond particles have become an interesting material. Due to their inertness, small size and surface structure, they are well-suited for biological applications, such as labelling and drug delivery. Here we discuss the surface structure and functionalisation of diamond nanoparticles. Non-covalent as well as covalent grafting of bioactive moieties is possible, and first applications of fluorescent diamond nanoparticles are described.     

Toward design of high-performance optoelectronic materials: comparative theoretical studies on the photophysical and charge transport properties of fluorene-based compounds

As an important building block for optoelectronic applications, various chemical modifications at C9-position of fluorene have been proposed to enhance its performance by suppressing the well-known keto effect. In order to identify different substitution effects on the photophysical and charge transport properties of fluorene, we systematically study the electronic structures and photophysical behaviors of fluorene (FR) and its three dimerized counterparts, namely, 9,9′-spirobifluorene (SBF), 9,9′-bifluorenylidene (BFD), and bis(biphenyl-2-2-diyl)allene (BDA), by employing density functional theory calculations. The changes in bond length alternation indicate that the geometrical relaxations of the fluorene unit in its dimerized derivatives are smaller than FR compound. This fact was further proved by the nonradiative decay rate estimated of the first excited singlet state for each compound. Meanwhile, the vibration relaxation analyses suggest that the bridge between two fluorene fragments plays an important role in the nonradiative decay process. In addition, the injection abilities were evaluated in terms of the ionization potentials and electron affinities, and the carrier transport properties were discussed in the framework of Marcus theory. We find BFD could be a better ambipolar transport material, and BDA can be used as a high-efficient luminescent building unit with excellent hole transport property.     

Opportunity of spinel ferrite materials in nonvolatile memory device applications based on their resistive switching performances

The opportunity of spinel ferrites in nonvolatile memory device applications has been demonstrated by the resistive switching performance characteristics of a Pt/NiFe(2)O(4)/Pt structure, such as low operating voltage, high device yield, long retention time (up to 10(5) s), and good endurance (up to 2.2 × 10(4) cycles). The dominant conduction mechanisms are Ohmic conduction in the low-resistance state and in the lower-voltage region of the high-resistance state and Schottky emission in the higher-voltage region of the high-resistance state. On the basis of measurements of the temperature dependence of the resistances and magnetic properties in different resistance states, we explain the physical mechanism of resistive switching of Pt/NiFe(2)O(4)/Pt devices using the model of formation and rupture of conducting filaments by considering the thermal effect of oxygen vacancies and changes in the valences of cations due to the redox effect.