267221-89-6

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 81090-53-1 N,N-bis(4-bromophenyl)aniline 
• 73183-34-3 bis(pinacol)diborane 
• 603-34-9 N,N-diphenylaminobenzene 

Downstream Products

• 1429739-55-8 C₄₄H₂₇NO₂S₆ 
• 1605305-92-7 4,4'-(di-(N-(2-ethylhexyl)-1,8-naphthalimide-4-yl)phenyl)benzenamine 
• 1384597-64-1 4,4'-bis[4-(2,2':6',2'’-terpyridinyl)]phenyltriphenylamine 
• 1380608-74-1 4,4'-bis(4-(pyridin-2-yl)-2,1,3-benzothiadiazol-7-yl)triphenylamine 
• 1373340-83-0 C₇₈H₉₁N₅O₄S₄ 

Relevant academic research and scientific papers

High-efficiency multilayer polymeric blue light-emitting diodes using boronate esters as cross-linking linkages

A novel approach for the production of cross-linked and robust hole transport layers for use in multilayer polymeric light-emitting diodes (PLEDs) has been developed. Two alternating triphenylamine-fluorene copolymers (TPAFn, n = 2, 3) with hydroxyl group

Photo-irradiated: E / Z isomerization reaction of star-shaped isomers containing two cyanostilbene arms with charge transfer excited states

The E/Z isomerization reaction of the multi-cyanostilbene molecule is still not clear. Herein, we have designed and synthesized three star-shaped molecular isomers with a triphenylamine core linked to two cyanostilbene groups with E/Z isomerization, Z,Z-TPDCF, Z,E-TPDCF and E,E-TPDCF, possessing three different isomeric molecular configurations, to investigate the specific E/Z isomerization reaction of the cyanostilbene groups in the two molecular arms. The in situ UV, 1H NMR and HPLC spectra under UV-irradiation clearly showed that the E/Z isomerization reactions of both E,E-TPDCF and Z,Z-TPDCF firstly turned them into Z,E-TPDCF, and the Z,E-TPDCF was almost simultaneously turned into more E,E-TPDCF and less Z,Z-TPDCF due to the calculated lowest unoccupied molecular orbitals of Z,E-TPDCF on the cyanostilbene arm with the Z-configuration. In general, Z,E-TPDCF exhibited a relatively better configurational stability than Z,Z-TPDCF or E,E-TPDCF under the photo-irradiation conditions. Further research demonstrated that all three isomers exhibited excellent aggregation-induced emission (AIE) properties.

Administration of the D-A structure and steric hindrance effect to construct efficient red emitters for high-performance OLEDs with low efficiency roll-off

Restricted by the energy-gap law and π-π stacking, developing highly efficient red emitting materials and corresponding organic light-emitting diodes (OLEDs) having the emission over 600 nm is a formidable challenge. Three red emitters, namely DPABz-TPA,

Organic small molecule hole transport material, preparation method and application thereof

The invention belongs to the technical field of organic photoelectric materials, and discloses an organic small molecule hole transport material, a preparation method and application thereof. The structural formula of the small molecule hole transport material is shown as a formula (I). The invention also discloses a preparation method of the small molecule hole transport material, and the preparation method is simple and can be used for large-scale production. The small molecule hole transport material is large in steric hindrance, excellent in solubility and good in film forming quality, hole injection and transport are facilitated, and the turn-on voltage of a device is reduced; moreover, the maximum luminous efficiency of an OLED device taking the small molecule material as a hole transport layer can reach 11.0 candela/ampere, and excellent electroluminescent performance is shown.

Strategies to Enhance the Photosensitization: Polymerization and the Donor–Acceptor Even–Odd Effect

A particular challenge in the design of organic photosensitizers (PSs) with donor–acceptor (D-A) structures is that it is based on trial and error rather than specific rules. Now these challenges are addressed by proposing two efficient strategies to enhance the photosensitization efficiency: polymerization-facilitated photosensitization and the D-A even–odd effect. Conjugated polymers have been found to exhibit a higher 1O2 generation efficiency than their small molecular counterparts. Furthermore, PSs with A-D-A structures show enhanced photosensitization efficiency over those with D-A-D structures. Theoretical calculations suggest an enhanced intersystem crossing (ISC) efficiency by these strategies. Both in vitro and in vivo experiments demonstrate that the resulting materials can be used as photosensitizers in image-guided photodynamic anticancer therapy. These guidelines are applicable to other polymers and small molecules to lead to the development of new PSs.

New derivatives of triphenylamine and naphthalimide as ambipolar organic semiconductors: Experimental and theoretical approach

Four new derivatives of triphenylamine containing different number of naphthalimide moieties were designed and synthesized by Suzuki condensation and their properties were studied by the experimental and theoretical tools. The compounds obtained are capable to form molecular glasses with glass transition temperatures ranging from 45 °C to 84°C. They exhibit very high thermal stabilities with 5% weight loss temperatures ranging from 429°C to 483°C. Fluorescence quantum yields of the dilute solutions in nonpolar solvents of the synthesized materials range from 0.63 to 0.78. Due to the pronounced electron donor-acceptor character, the compounds show dramatic solvatochromic red shifts of fluorescence (up to 250 nm) in polar solvents. The ionization potentials of the solid samples of the compounds established by electron photoemission spectrometry in air ranged from 5.57 to 6.01 eV. 4-(4′-(Di-(4″-methoxyphenyl)amino)phenyl)-N-(2-ethylhexyl)-1, 8-naphthalimide (5) was found to show ambipolar charge transport in air with the mobilities of charges exceeding 10-4 cm2 V-1 s-1 at high electric fields. The electron mobility of the compounds containing no methoxy groups were found to exceed the hole mobility by 2-3 orders of magnitude. The special role of methoxy groups in the ambipolar charge transport character of compound 5 is discussed in the frame of hopping Marcus theory, by applying a static theoretical analysis followed by a qualitative discussion of the positional disorder in some of these materials.

Synthesis and applications of novel low bandgap star-burst molecules containing a triphenylamine core and dialkylated diketopyrrolopyrrole arms for organic photovoltaics

In this study, we used facile synthetic routes to construct two well-defined starburst donor/acceptor conjugated small molecules with broad absorption features; in TPAKP-2 and TPAKP-3, triphenylamine (TPA) moieties served as electron donor core units and dialkylated diketopyrrolopyrrole (DKP) moieties with symmetrical thiophene units served as electron acceptors, in 1:2 and 1:3 ratios, respectively. Our investigation of the photophysical properties indicated that the absorption bands of TPAKP-2, and TPAKP-3 extended up to 793 nm, with low optical band gaps of 1.56 and 1.65 eV respectively. Under illumination with AM 1.5 white light (100 mW cm-2), we investigated the performance of bulk heterojunction (BHJ) photovoltaic devices incorporating an active layer of an electron-donor small molecule (TPAKP-2 or TPAKP-3) blended with an electron acceptor: [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) or [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) at various weight ratios. The photovoltaic device containing the donor TPAKP-3 and the acceptor PC71BM at a 1:3 weight ratio exhibited the best power conversion efficiency (1.81%), with an open circuit voltage of 0.66 V, a short circuit current density of 7.93 mA cm -2, and a fill factor of 34.7%.

Synthesis, photophysical and iron-sensing properties of terpyridyl-based triphenylamine derivatives

A series of new terpyridyl phenyl/styryl triphenylamine chromophores were designed and synthesized. The branching number and the rigid/flexible bridge structures had a remarkable effect on the photophysical, selectivity and sensitivity for Fe(II) ion properties of these chromophores. The fluorescence lifetimes of the rigid terpyridyl phenyl triphenylamine chromophores are longer than that of the flexible terpyridyl styryl triphenylamine derivatives. The terpyridyl phenyl/styryl triphenylamine chromophores present an increasing fluorescence lifetime with the increase in the number of branches from 1 to 3. The terpyridyl flexible styryl triphenylamine derivatives have a higher sensitivity than that of the terpyridyl rigid phenyl triphenylamine derivatives for Fe(II) ion in neutral aqueous solution amongst other divalent metal ions such as Cu2+, Co2+, Ni2+, Hg2+, Mg2+, Pb2+, Zn2+.

High performance aniline vapor detection based on multi-branched fluorescent triphenylamine-benzothiadiazole derivatives: Branch effect and aggregation control of the sensing performance

A series of benzothiadiazole-pyridine branched triphenylamine derivatives TPA1BP, TPA2BP and TPA3BP have been designed and synthesized to sense aniline vapor with distinguished sensitivity, selectivity and repeatability via photoinduced electron transfer (PET). Suitable energy levels ensure the high selectivity to aniline for all three sensory materials. However, the aggregations of the three materials in the film state on a quartz substrate increase along with the branches, which highly deteriorate the sensing performance for less efficient fluorescence, lower contact area and inferior vapor penetration. The oriented ZnO nanorod array is introduced as the substrate to eliminate the aggregation and enhance the sensing performance, because of its high surface-to-volume ratio and 3D structure. Therefore, the cooperative effect that the sensing performance of TPAnBP increases with the number of branches could be observed; fluorescence intensities of the films on the nano-substrate are 34%, 45% and 54% quenched for TPA1BP, TPA2BP and TPA3BP, respectively, after exposure to 300 ppm aniline vapor for less than 5 s. Moreover, the fluorescences of all three sensory materials are almost 100% recovered by eluting with fresh air for 20 s and could be reused immediately. The detection limits are predicted to be 1 ppm for TPA1BP, 100 ppb for TPA2BP and 1 ppb for TPA3BP according to the fitted plot, demonstrating a significant cooperative effect of the molecular branches.