89555-39-5

Usage

Uses

2-Naphthalenecarboxylic acid, 1-bromo-, methyl ester is a useful research chemical.

Upstream product

• 186581-53-3 diazomethane 
• 20717-79-7 1-bromo-2-naphthoic acid 
• 67-56-1 methanol 
• 76373-11-0 1-bromo-2-naphthoyl chloride 
• 74-88-4 methyl iodide 
• 37763-43-2 1-bromo-2-(bromomethyl)naphthalene 
• 76635-70-6 (1-bromo-2-naphthyl)methanol 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 91-57-6 2-Methylnaphthalene 
• 3378-82-3 1-bromo-2-naphthaldehyde 
• 2586-62-1 1-bromo-2-methylnaphtalene 

Downstream Products

• 743-37-3 1-(2-methoxycarbonyl-phenyl)-[2]naphthoic acid methyl ester 
• 6223-83-2 9-oxo-9H-fluorene-4-carboxylic acid 
• 860520-19-0 7-oxo-7H-benz[de]anthracene-1-carboxylic acid 
• 288402-16-4 methyl 1-(diphenylphosphino)-2-naphthoate 
• 18531-96-9 (S)-1,1'-binaphthyl-2,2'-dicarboxylic acid 
• 85464-88-6 [1,1']binaphthyl-2,2'-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Deep-blue light-emitting polyfluorenes with asymmetrical naphthylthio-fluorene as Chromophores

A novel blue polycyclic aromatic compound 2,8-dibromo-14,14-dioctyl-14H-benzo[b]benzo [5,6] fluoreno[1,2-d]thiophene 9,9-dioxide (Br2NFSO) is designed and synthesized through multistep synthesis, and its structure is confirmed by nuclear magnetic resonance. Based on synthesized polycyclic aromatic compound Br2NFSO, a series of twisted blue light-emitting polyfluorenes derivatives (PNFSOs) are prepared by one-pot Suzuki polycondensation. Based on the twisted polymer molecular structure resulted from the asymmetric links of 14,14-dioctyl-14H-benzo[b]benzo[5,6]fluoreno[1,2-d]thiophene 9,9-dioxide (NFSO) unit in copolymers and better electron transport ability of NFSO than those of the electron-deficient dibenzothiophene-S,S-dioxide counterpart, the resulting polymers exhibit excellent electroluminescent spectra stability in the current densities from 100 to 800 mA cm?2, and show blue-shifted and narrowed electroluminescent spectra with the Commission Internationale de L′Eclairage (CIE) of (0.16, 0.07) for PNFSO5, compared to poly(9,9-dioctylfluorene) (PFO) with the CIE of (0.18, 0.18). Moreover, the superior device performance is achieved based on PNFSO5 with the maximum luminous efficiency (LEmax) of 1.96 cd A?1, compared with the LEmax of 0.49 cd A?1 for PFO. The results indicate that the twisted polycyclic aromatic structure design strategy has a great potential to tuning blue emission spectrum and improving EL efficiency of blue light-emitting polyfluorenes.

Annelated Pyridine Bases for the Selective Acylation of 1,2-Diols

A set of 24 annelated derivatives of 4-diaminopyridine (DMAP) has been synthesized and tested with respect to its catalytic potential in the regioselective acylation of 1,2-diol substrates. The Lewis basicities of the catalysts as quantified through quantum chemical calculations vary due to inductive substituent effects and intramolecular stacking interactions between side chain π-systems and the pyridinium core ring system. The primary over secondary hydroxyl group selectivities in catalytic acylations of 1,2-diol substrates depend on the size and the steric demand of the Lewis base and the anhydride reagent.

Efficient polyfluorene derivatives for blue light-emitting diodes enabled by tuning conjugation length of bulky chromophores

In this work, a series of blue chromophores containing PAH core with different conjugation lengths and end-capped with diphenylamine were developed and introduced into PPF derivatives. Since the blue chromophores can enhance the thermal stability and suppress the interchain interactions efficiently, all copolymers present outstanding thermal decomposition temperatures up to 425 °C, high photoluminescence quantum yields (PLQYs) up to 48% and smooth surface morphology. Furthermore, the corresponding single-layer blue polymer light-emitting devices (PLEDs) based on these blue copolymers show good blue light emission peaking at 456–468 nm, and excellent stability of electroluminescence (EL) spectra. In particular, the best PLED with a maximum luminance of 8938 cd m?2, a maximum luminous efficiency (LEmax) of 3.73 cd A?1, Commission International de L'Eclairage (CIE) coordinates of (0.14, 0.16) is achieved based on PPF-F. These results demonstrate that tuning the conjugation length of the bulky chromophores in blue light-emitting polymers is a novel and effective molecular design strategy toward highly stable and efficient blue polymer light-emitting diodes.

AROMATIC DIAMINE DERIVATIVE

PROBLEM TO BE SOLVED: To provide an aromatic diamine derivative that makes it possible to prepare a blue organic electroluminescent element having high luminous efficiency and sufficient service life. SOLUTION: An aromatic diamine derivative is represente

Synthesis and photophysical properties of isocoumarin-based D-π-A systems

We prepared a small library of polarity-sensitive fluorescent dyes characterized by an isocoumarin core properly functionalized with a conjugated push-pull system. The key step of the synthesis is based on a regio-selective silver(I)/p-TSA co-catalyzed cyclization of 2-alkynylbenzoates recently optimized in our laboratory. The photophysical properties of isocoumarin-based D-π-A systems have been investigated and a rationale was proposed based on their dipole moments and Hammett constants of the ED and EW groups involved.

Small molecule light-emitting material based on naphthothiodibenzofuran unit, preparation method and applications thereof

The invention discloses a small molecule light-emitting material based on a naphthothiodibenzofuran unit, a preparation method and applications thereof, wherein the naphthothiodibenzofuran unit is beneficial to improving the electron affinity and promoting the injection and transmission of electrons, and has high fluorescence efficiency and high chemical stability. According to the invention, thesmall molecule light-emitting material based on the naphthothiodibenzofuran unit is obtained through a Suzuki or C-N coupling reaction, and has high thermal stability, good film-forming property and good dissolvability; and after the small molecule light-emitting material based on the naphthothiodibenzofuran unit is dissolved by adopting a common organic solvent, and the light emitting layer of alight-emitting diode is prepared through spin coating, vacuum evaporation, ink-jet printing or printing film formation.

Red or near-infrared light operating negative photochromism of a binaphthyl-bridged imidazole dimer

The development of red or near-infrared light (NIR) switchable photochromic molecules is required for an efficient utilization of sunlight and regulation of biological activities. While the photosensitization of photochromic molecules to red or NIR light has been achieved by a two-photon absorption process, the development of a molecule itself having sensitivity to red or NIR light has been now a challenging study. Herein, we developed an efficient molecular design for realizing red or NIR-light-responsive negative photochromism based on binaphthyl-bridged imidazole dimers. The introduction of electron-donating substituents shows the red shift of the absorption band at the visible-light region because of the contribution of a charge-transfer transition. Especially, the introduction of a di(4-methoxyphenyl)amino group (TPAOMe) and a perylenyl group largely shifts the absorption edge of the stable colored form to 900 nm. In addition, because the absorption band of one of the derivatives substituted with TPAOMe covers the whole visible-light region, the colored form shows a neutral gray color. Upon red (660 nm) or NIR-light (790 nm) irradiation, we observed the negative photochromic reaction from the stable colored form to the metastable colorless form. Therefore, the substituted binaphthyl-bridged imidazole dimers constitute the attractive photoswitches within a biological window.

p-TSA-Based DESs as “Active Green Solvents” for Microwave Enhanced Cyclization of 2-Alkynyl-(hetero)-arylcarboxylates: an Alternative Access to 6-Substituted 3,4-Fused 2-Pyranones

In this paper, we describe the use of p-TSA based Deep Eutectic Solvents (DESs) as alternative environmental-friendly “active” solvents for the microwave-mediated synthesis of 6-substituted 3,4-fused 2-pyranones, and in particular isocoumarins, starting from 2-alkynyl-(hetero)arylcarboxylates. When the alkyne terminus bears a neutral or an electron-donating group (EDG), the reactions are fast, clean and highly regioselective, to give the 6-endo-dig cyclization products in good to excellent yields. For substrates bearing an electron-withdrawing group (EWG) on the alkyne end, the regioselectivity can be tuned by adding a small amount of silver(I) triflate as co-catalyst. DES was demonstrated to be reusable without loss of efficiency in terms of reaction yields. Based on experimental evidence and previous findings, two competitive mechanisms working simultaneously are proposed to explain the outcomes and the regioselectivity issues.

9-Benzofiurene-terminated electroluminescence material as well as preparation method and application thereof

The invention discloses a 9-benzofiurene-terminated electroluminescence material as well as a preparation method and application thereof. The electroluminescence material adopts a five-membered ring structure as a core, respectively adopts C-C or C-N to b

Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds

A survey of diversely substituted 2-arylbenzoic acids were synthesized and tested for use as proton shuttle in the direct arylation of indoles with bromobenzenes. It was found that 3-ethoxy-2-phenylbenzoic acid gives superior yield and selectivity for this class of substrates.