3297-72-1

Usage

Uses

Used in OLED Industry:
Phenylisoquinoline is used as a ligand for synthesizing OLED dopants, which are essential components in the production of OLEDs. These dopants enhance the performance and efficiency of OLEDs, making them brighter, more energy-efficient, and longer-lasting.
Phenylisoquinoline is used as a chemical intermediate for the synthesis of various organic compounds and pharmaceuticals. Its unique structure and properties make it a valuable building block in the development of new drugs and materials.

InChI:InChI=1/C15H11N/c1-2-7-13(8-3-1)15-14-9-5-4-6-12(14)10-11-16-15/h1-11H

Upstream product

• 119-65-3 isoquinoline 
• 60-29-7 diethyl ether 
• 591-51-5 phenyllithium 
• 98-95-3 nitrobenzene 
• 52250-50-7 1-phenyl-3,4-dihydroisoquinoline 
• 34119-82-9 2-(benzoylamino)-1-phenylethanol 
• 96-09-3 styrene oxide 
• 100-47-0 benzonitrile 
• 1532-72-5 isoquinoline N-oxide 
• 981-18-0 triphenyl(phenylazo)methane 
• 134021-15-1 1-phenyl-1,2-dihydro-isoquinoline 
• 16303-15-4 1-phenylisoquinoline 2-oxide 
• 7355-77-3 N-benzoyl benzophenone hydrazone 
• 78133-52-5 dimethyl isoquinolin-1-ylphosphonate 

Downstream Products

• 6637-53-2 3-hydroxy-3-phenyl-2,3-dihydro-isoindol-1-one 
• 172794-79-5 (S)-(-)-benzyl 1-phenyl-1,2-dihydroisoquinoline-2-carboxylate 
• 207615-49-4 (R)-(+)-benzyl 1-phenyl-1,2-dihydroisoquinoline-2-carboxylate 
• 126798-70-7 4-chloro-1-phenyl-isoquinoline 
• 1360607-12-0 1-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]isoquinoline 
• 380427-61-2 1-(2-bromo-phenyl)isoquinoline 
• 56268-57-6 1-{2-hydroxy-phenyl}-isoquinoline 
• 936498-09-8 1-(3-bromophenyl)isoquinoline 

Relevant academic research and scientific papers

New synthesis of isoquinoline derivatives by reactions of 2-(2-methoxyethenyl)benzonitriles with organolithiums and lithium dialkylamides

A simple and efficient synthesis of 1-alkyl(or aryl)isoquinoline and isoquinolin-1-amine derivatives based on intramolecular cyclization of 2-(2-methoxyethenyl)benzonitriles initiated by the addition of alkyl(or aryl)lithiums and lithium dialkylamides to the nitrile carbons, respectively, is described.

High-efficiency electrophosphorescent fluorene-alt-carbazole copolymers N-grafted with cyclometalated Ir complexes

A series of electrophosphorescent conjugated fluorene-alt-carbazole copolymers are synthesized by Suzuki polycondensation. A diketone-ended alkyl chain which is grafted in the N-position of carbazole serves as a ligand to form a pendant cyclometalated Ir complex with 1-phenylisoquinoline (Piq), 2-naphthylpyridine (Napy), and 2-phenylquinoline (Phq). The PL efficiencies of PFCzIrPiq and PFCzIrPhq copolymers are around 60% and 70%, respectively. EL emission from the backbone of PFCzIrPiq and PFCzIrPhq copolymers is completely quenched even though the Ir complex contents in the polymers are as low as 0.5 mol %. The device of PFCzIrPiq05 copolymer shows the highest external quantum efficiency of 4.9% ph/el and the luminous efficiency of 4.0 cd/A with 240 cd/m2 at a bias voltage of 7.7 V and a peak emission of 610 nm. The device efficiency of PFCzIrPiq05 copolymer still remains high (QE ext = 3.4% ph/el and LE = 2.9 cd/A) with a luminance of 2978 cd/m2 even at a current density of 100 mA/cm2. The enhancement of the device performance could be due to the higher triplet energy and meanwhile to suitable HOMO and LUMO levels for efficient charge injection by introducing a carbazole unit into the polyfluorene backbone at the 3,6-linkage and blending PBD into the copolymers.

A series of red-light-emitting ionic iridium complexes: Structures, excited state properties, and application in electroluminescent devices

A series of ionic diiminoiridium complexes [Ir(piq-C∧N) 2(L-N∧N)](PF6) were prepared, where piq-C∧N is 1-phenylisoquinolinato and L-N∧N are bidentate N-coordinating ligands: 2,2′-bipyridine (bpy), 4,4′-dimethyl-2,2′-bipyridine (mbpym), 5,5′-bis(thiopen-2-yl)-2,2′-bipyridine (tbpyt), and 5,5′-bis(9,9-dioctylfluoren-2-yl)-2,2′-bipyridine (FbpyF). X-ray diffraction studies of [Ir(piq)2(mbpym)](PF6) revealed that the iridium center adopts a distorted octahedral geometry. All complexes exhibited intense and long-lived emission at room temperature. The substituents on the 2,2′-bipyridine moieties influence the photophysical and electrochemical properties. The excited states were investigated through theoretical calculations together with photophysical and electrochemical properties. It was found that the excited state of the [Ir(piq) 2(FbpyF)](PF6) complex can be assigned to a mixed character of 3LC (πN∧N→π *N∧N), 3MLCT, 3LLCT (π C∧N→π*N∧N), and 3LC (πC∧N→π*C∧N). In addition, the alkylfluorene-substituted complex, [Ir(piq)2(FbpyF)](PF6), had relatively high quantum efficiency and good film-forming ability, and it was expected to be a good candidate for lighting and display applications. A nondoped, single-layer device that incorporates this complex as a light-emitting layer was fabricated and red phosphorescence was obtained. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Efficient and stable deep-red phosphorescent organic light-emitting diodes based on an iridium complex containing a benzoxazole-substituted ancillary ligand

In the deep red: A biscyclometalated deep-red phosphorescent dopant containing a new ancillary ligand, iridium(III) bis(1-phenylisoquinolinato-N, C2′) (2-(benzo[d]oxazol-2-yl)phenol) (Ir(piq)2bop) has been designed and synthesized. B

Novel cyclometalated Ru(II) complexes containing isoquinoline ligands: Synthesis, characterization, cellular uptake and in vitro cytotoxicity

Two novel cyclometalated Ru(II) complexes containing isoquinoline ligand, [Ru(bpy)2(1-Ph-IQ)](PF6), (bpy = 2,2′-bipyridine; 1-Ph-IQ = 1-phenylisoquinoline; RuIQ-1) and [Ru(phen)2(1-Ph-IQ)](PF6) (phen = 1,10-phenanthroline; RuIQ-2) were found to show high cytotoxic activity against NCI–H460, A549, HeLa and MCF-7 cell lines. Notably, both of them exhibited IC50 values that were an order of magnitude lower than those of clinical cisplatin and two structurally similar Ru(II)-isoquinoline complexes [Ru(bpy)2(1-Py-IQ)](PF6)2 (Ru3) and [Ru(phen)2(1-Py-IQ)](PF6)2 (Ru4) (1-Py-IQ = 1-pyridine-2-yl). The cellular uptake and intracellular localization displayed that the two cyclometalated Ru(II) complexes entered NCI–H460 cancer cells dominantly via endocytosis pathway, and preferentially distributed in the nucleus. Further investigations on the apoptosis-inducing mechanisms of RuIQ-1 and RuIQ-2 revealed that the two complexes could cause S, G2/M double-cycle arrest by regulating cell cycle related proteins. The two complexes also could reduce the mitochondrial membrane potential (MMP), promote the generation of intracellular ROS and trigger DNA damage, and then lead to apoptosis-mediated cell death. More importantly, RuIQ-2 exhibits low toxicity both towards normal HBE cells in vitro and zebrafish embryos in vivo. Accordingly, the developed complexes hold great potential to be developed as novel therapeutics for effective and low-toxic cancer treatment.

Transition metal complex, mixture, composition and organic electronic device

The invention discloses a transition metal complex containing gold (Au). The transition metal complex is shown as a general formula (1). According to the metal complex disclosed by the invention, due to a relatively stable six-membered ring aniline structure, the metal complex can be used as a doping material of a light-emitting layer in an organic electronic light-emitting device, so the stability of the device is improved, and meanwhile, the starting voltage is reduced to prolong the service life of the device.

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. According to the transition metal complex, due to the fact that the metal organic complex contains a ketone group and has excellent electron transmission capacity, the compound contains an arylamine group and also has excellent hole transmission capacity, and the transition metal complex has a stable six-membered ring structure, when the transition metal complex serves as a light-emitting layer doping material and is applied to an organic electronic device, especially an OLED, the light-emitting efficiency of the device can be improved, and the service life of the device can be prolonged.

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. According to the transition metal complex provided by the invention, because the transition metal complex contains an ester group and a relatively stable six-membered ring structure, the complex has excellent electron transmission capability, and can improve the luminous efficiency and prolong the service life of the device when being used as a luminescent layer doping material in an organic electronic device, especially an OLED (Organic Light Emitting Diode).

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. When the transition metal complex provided by the invention is used as a light-emitting layer doping material and is applied to an organic electronic device, especially an OLED, the light-emitting efficiency of the device can be improved, and the service life of the device can be prolonged.

Geometric and electronic effects on the performance of a bifunctional Ru2P catalyst in the hydrogenation and acceptorless dehydrogenation of N-heteroarenes

The development of bifunctional catalysts for the efficient hydrogenation and acceptorless dehydrogenation of N-heterocycles is a challenge. In this study, Ru2P/AC effectively promoted reversible transformations between unsaturated and saturated N-heterocycles affording yields of 98% and 99%, respectively. Moreover, a remarkable enhancement in the reusability of Ru2P/AC was observed compared with other Ru-based catalysts. According to density functional theory calculations, the superior performance of Ru2P/AC was ascribed to specific synergistic factors, namely geometric and electronic effects induced by P. P greatly reduced the large Ru-Ru ensembles and finely modified the electronic structures, leading to a low reaction barrier and high desorption ability of the catalyst, further boosting the hydrogenation and acceptorless dehydrogenation processes.