135-88-6Relevant academic research and scientific papers
Nucleophilic ipso-Substitution of Aryl Methyl Ethers through Aryl C-OMe Bond Cleavage; Access to Functionalized Bisthiophenes
Mishra, Abhishek Kumar,Verma, Ajay,Biswas, Srijit
, p. 3403 - 3410 (2017)
A metal and solvent free strategy to functionalize aryl methyl ethers through direct nucleophilic substitution of aryl C-OMe bond has been described. A wide range of O, S, N, and C-centered uncharged nucleophiles has been successfully employed. Using this protocol, functional derivatives of bisthiophene have been synthesized in a straightforward way. The reactions are highly atom-efficient and generate methanol as the only byproduct.
Synthesis of aminonaphthalene derivatives using the bucherer reaction under microwave irradiation
Canete,Melendrez,Saitz,Zanocco
, p. 2143 - 2148 (2001)
A very simple and efficient method to prepare aminonaphthalene derivatives in good yield using the Bucherer reaction under microwave irradiation in a closed vessel is described. A reaction time of 30 min at 150 Watts of microwave power was established as the optimum irradiation conditions when approximately 2 g of the initial hydroxynaphthalene was used in the synthesis.
2-N-PHENYLAMINONAPHTHALENE FROM LAVANDULA VERA
Papanov, Georgi Y.,Gacs-Baitz, Eszter,Malakov, Peter Y.
, p. 3045 - 3046 (1985)
The aerial parts of Lavandula vera afforded a new natural aromatic substance, which was identified as 2-N-phenylaminonaphthalene.Key Word Index - Lavandula vera; Labiatae; 2-N-phenylaminonaphthalene.
Hyperaromatic stabilization of arenium ions: Acid-catalyzed dehydration of 2-substituted 1,2-dihydro-1-naphthols
Kudavalli, Jaya Satyanarayana,Coyne, Dara,O'Ferrall, Rory A. More
, p. 563 - 572 (2012)
Rate constants for acid-catalyzed dehydration of cis-2-substituted 1,2-dihydro-naphthols are well correlated by the Taft relationship log k = -0.49 - 8.8σI, with minor negative deviations for OH and OMe. By contrast the trans substituents show a poor correlation with σI and in most cases react more slowly than their cis isomers. The behavior is consistent with rate-determining formation of a 2-substituted carbocation (naphthalenium ion) intermediate that for cis reactants possesses a 2-C-H bond suitably oriented for hyperconjugation with the charge center. For the trans isomers the 2-substituent itself is oriented for hyperconjugation in the initially formed conformation of the cation. It is argued that k cis/ktrans rate ratios for substituents (Me, 8.4; Bu t, 12.7; Ph, 3.8; NH3+, 160; OH, 440) reflect their hyperconjugating ability relative to hydrogen. Faster reactions of trans isomers are observed for substitutents known (RS, N3) or suspected (EtSO, EtSO2) of stabilizing the cation by a π or σ neighboring group effect. The good Taft correlation is taken to indicate that cis substuents are reacting normally, differentiated only by their inductive effects. The slower reactions of the trans isomers are the judged to be "abnormal". This is confirmed by comparing effects of cis and trans β-OH substituents on the reactivities of dihydro phenols, naphthols, and phenanthrols. Whereas kH/kOH for cis substituents varies by less than 8-fold and is consistent with the influence of an inductive effect of the OH group (kH/kOH ≈ 2000), kH/k OH for the trans substituents varies by 3 orders of magnitude, reflecting the additional influence of the lesser hyperconjugating ability of a C-OH bond compared to a C-H bond. The magnitude and variation of this difference is consistent with C-H hyperconjugation conferring aromatic character on the arenium ions
Triarylamine derivative and organic electroluminescent device thereof
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Paragraph 0179-0182, (2021/09/15)
The invention provides a triarylamine derivative and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescence. The triarylamine derivative provided by the invention has a higher triplet energy level. When the organic electroluminescent device is applied to the organic electroluminescent device, the driving voltage of the organic electroluminescent device can be effectively reduced, the luminous efficiency is improved, and the service life of the device is prolonged.
Organic compound, electronic component, comprising same and electronic device
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Paragraph 0116; 0165-0168; 0173, (2021/07/17)
The invention provides an organic compound, an electronic component comprising the same and an electronic device, and belongs to the technical field of organic electroluminescence. The compound provided by the invention contains condensed rings of carbazole and fluorene, dibenzofuran or dibenzothiophene, has a rigid plane structure and high light-emitting quantum efficiency, and can improve the thermal stability and film stability of a material. According to the invention, the low triplet state energy level is effectively improved; and the compound is used for a light-emitting layer in a red light device, can effectively improve non-uniformity of charge transmission, improves the light-emitting efficiency and stability of the device, and effectively improves the performance of the device.
Organic compound, and electronic element and electronic device using same
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Paragraph 0150-0152; 0154, (2021/07/14)
The invention relates to an organic compound. The structure of the organic compound is shown as a formula I. When the organic compound is used as a hole adjustment layer material of an electronic element, driving voltage can be reduced, the luminous efficiency of a device can be improved, and the service life of the device can be prolonged.
Nitrogen-containing compound, organic electroluminescent device, and electronic device
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Paragraph 0111-0115; 0118, (2021/01/24)
The invention provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device, and belongs to the technical field of organic materials. The structure of the nitrogen-containing compound is represented by Chemical Formula 1: wherein X1, X2, Y1, Y2 are the same or different from each other and are each independently a single bond, O, S, N(R3), C(R4R5), Ge(R6R7), Si(R8R9), Se, wherein X1 and Y1 are not single bonds simultaneously and X2 and Y2 are not single bonds simultaneously.
COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Paragraph 0250; 0395-0397; 0399-0401, (2021/08/10)
The present invention provides a novel compound capable of improving the luminous efficiency, stability, and lifespan of a device, an organic electric device using the same, and an electronic apparatus thereof. By using a compound according to the present invention, high luminous efficiency, low driving voltage, and high heat resistance of the device can be achieved, and color purity and lifespan of the device can be greatly improved.
COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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Paragraph 0103; 0106-0109, (2021/06/22)
In the present invention, provided is a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltages, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.
