19249-34-4

Usage

Uses

Used in Scientific Research:
N,N-Diacetoxyethylaniline is used as a research chemical for various applications in the fields of chemistry and biochemistry. Its unique molecular structure allows it to form different types of bonds, making it a valuable compound for studying chemical reactions and interactions.
Used in Chemical Synthesis:
In the chemical industry, N,N-Diacetoxyethylaniline can be used as a starting material or intermediate in the synthesis of other organic compounds. Its ability to form ionic and covalent bonds makes it a versatile building block for creating a wide range of chemical products.
Used in Analytical Chemistry:
N,N-Diacetoxyethylaniline can be employed as a reagent or standard in analytical chemistry for the detection, identification, and quantification of various compounds. Its distinct chemical properties can be utilized to develop analytical methods and techniques.
Used in Pharmaceutical Research:
In the pharmaceutical industry, N,N-Diacetoxyethylaniline may be used as a precursor or intermediate in the development of new drugs. Its unique molecular structure can be modified to create potential drug candidates for the treatment of various diseases and medical conditions.
Used in Material Science:
N,N-Diacetoxyethylaniline can also be utilized in material science for the development of new materials with specific properties. Its ability to form different types of bonds can contribute to the creation of advanced materials with applications in various industries, such as electronics, aerospace, and automotive.

InChI:InChI=1/C14H19NO4/c1-12(16)18-10-8-15(9-11-19-13(2)17)14-6-4-3-5-7-14/h3-7H,8-11H2,1-2H3

Upstream product

• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 62-53-3 aniline 

Downstream Products

• 41313-77-3 4-(bis(2-acetoxyethyl)amino)benzaldehyde 
• 27913-86-6 4-(bis(2-hydroxyethyl)amino)benzaldehyde 
• 213817-46-0 4-{bis[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]amino}benzaldehyde 
• 1106670-18-1 2,5-dibromo-9,9'-bis(4-(bis(2-acetoxyethyl)amino)phenyl)fluorene 
• 147622-01-3 N,N-bis(2-acetoxyethyl)-4-iodoaniline 
• 1236207-46-7 4-((3-(2-hydroxyethoxy)-4-nitro)phenylazo)-N,N-bis(2-acetoxyethyl)aniline 
• 1262030-00-1 4-N,N-di[2-(p-benzoylphenylmethoxy)ethyl]amino-4'-nitrostilbene 
• 1223510-90-4 4-[N,N-bis(2-acetoxyethyl)amino]phenylacetylene 

Relevant academic research and scientific papers

Precious metal-free molecular machines for solar thermal energy storage

Four benzothiazolium crown ether-containing styryl dyes were prepared through an optimized synthetic procedure. Two of the dyes (4b and 4d) having substituents in the 5-position of the benzothiazole ring are newly synthesized compounds. They demonstrated a higher degree of trans-cis photoisomerization and a longer life time of the higher energy forms in comparison with the known analogs. The chemical structures of all dyes in the series were characterized by NMR, UV-vis, IR spectroscopy and elemental analysis. The steady-state photophysical properties of the dyes were elucidated. The stability constants of metal complexes were determined and are in good agreement with the literature data for reference dyes. The temporal evolution of trans-to-cis isomerization was observed in a real-time regime. The dyes demonstrated a low intrinsic fluorescence of their Ba2+ complexes and high yield of E/Z photoisomerization with lifetimes of the higher energy form longer than 500 seconds. Density functional theory (DFT) calculations at the B3LYP/6-31+G(d,p) level were performed in order to predict the enthalpies (H) of the cis and trans isomers and the storage energies (ΔH) for the systems studied.

Squaric acid dye and application thereof in manufacturing colorimetric fluorescent dual-response copper ion probe

The invention discloses a squaric acid dye and application thereof in manufacturing a colorimetric fluorescent dual-response copper ion probe. The preparation method comprises the following steps: (1)mixing a phenylamine derivative with squaric acid to obtain a mixture, dissolving the mixture into a proper solvent, connecting to an upper water distributor, and performing decompressing inner ebullition and separating water for several hours under protection of N2; (2) cooling a reaction mixture obtained in step (1) to the room temperature, and removing the solvent under reduced pressure to obtain a crude product; and (3) performing chromatographic purification on the crude product through a silicagel column, thereby obtaining a near-infrared squaric acid dye product. The squaric acid dye is good in stability and is excellent in optical performance; a nitrogen atom and an oxygen atom on a side chain have relatively good bonding force with copper ions, and only copper ion in various added metal ions in the system causes fluorescence quenching of the dye, and the color of the solution is changed to colorless from blue color, and therefore, the dye can be taken as a colorimetric/fluorescent probe for copper ion detection, can be used for detecting copper ion in a water-containing medium, and shows relatively good detection sensitivity.

Double-cyano stilbene ethylene two-photon fluorescent solvent chromophore water-soluble probe and its synthetic method and application (by machine translation)

The invention belongs to the technical field of fine chemicals, in particular to double-cyano stilbene ethylene two-photon fluorescent solvent chromophore water-soluble probe and its synthetic method and application, the probe in order to double-cyano stilbene (DCS) for the two-photon fluorescent matrix preparation. The probe molecules of small size, good solubility in water and is suitable for solvent polarity detection, in addition to the fluorescence intensity of the probe, two-photon absorption cross section of the insured with viscosity changes obviously, display a very wide range of solvent chromophore, large two-photon absorption cross section and ultra-large Stokes displacement, thereby greatly improving the detection sensitivity, imaging resolution, sensitivity and transverse and longitudinal resolution, and the accuracy of the test; cell microscopic imaging experiment to demonstrate that its in a cell or tissue has good color range and absorption effect, can be very good detection and reflect cell change in viscosity of the situation, and itself not toxic to the cells. In biological, in the medical field has great application value. (by machine translation)

Synthetic technology of hydroxyethylaniline ester (III)

The invention discloses a synthetic technology of hydroxyethylaniline ester (III). The synthesis process is shown by a chemical equation shown in the description. The technology has the following advantages: 1, the advantage of few instant reaction substances of a micro-channel reactor is used, so the flammable and explosive disadvantages of a hydroxyethylation reaction in a routine kettle are solved, the process safety is increased, and current chemical engineering safety operation requirements are met; and 2, the advantage of high mixing efficiency of the micro-channel reactor is used, the reaction can be carried out under solvent-free conditions when a hydroxyethylation reaction raw material is liquid, and when the excess amount of ethylene oxide is very small, so a reaction solution obtained after the hydroxyethylation reaction ends can be esterified in the micro-channel reactor, serial operation of two-step reactions is realized, and manpower and three wastes are greatly reduced. The technology is a new technology with simplified processes, and accords with environmental protection and safety requirements.

Water/alcohol soluble electron injection material containing azacrown ether groups: Synthesis, characterization and application to enhancement of electroluminescence

Using an environmentally stable metal as the cathode in a polymer light-emitting diode (PLED) is an essential requirement for its practical application. We present the preparation of a water/alcohol soluble copoly(p-phenylene) (P1) containing pendant azacrown ether and ethylene glycol ether groups as a highly efficient electron injection layer (EIL) for PLEDs, allowing the use of environmentally stable aluminum as the cathode. Multilayer PLEDs [ITO/PEDOT:PSS/PF-Green-B/EIL/Al] using P1 as EIL exhibit significantly enhanced device performance, particularly in the presence of K 2CO3 or Cs2CO3. The maximum luminous power efficiency and maximum luminance of the device with Cs2CO 3-doped P1 as EIL were enhanced to 9.16 lm W-1 and 17050 cd m-2, respectively, compared with those without EIL (0.16 lm W -1, 890 cd m-2). The turn-on voltage was also significantly reduced from 5.7 V to 3.7 V simultaneously. The performance enhancement has been attributed to improved electron injection which has been confirmed by the rise in open-circuit voltage (Voc) obtained from photovoltaic measurements. The incorporation of such an electron injection layer significantly enhances device performance for PLEDs with an environmentally stable metal as the cathode.

A fluorene-based material containing triple azacrown ether groups: Synthesis, characterization and application in chemosensors and electroluminescent devices

We design a novel multifunctional fluorene-based material containing triple azacrown ether (FTC) not only for application in aqueous solution as a chemosensor towards Fe3+ but also to enhance the electroluminescence of PLEDs using an environmentally stable aluminum cathode. The photo-physical and sensing properties were investigated by absorption and photoluminescence (PL) spectroscopy. The FTC exhibited specific selectivity and high sensitivity toward Fe3+, with the Stern-Volmer coefficients (Ksv) being 1.59 × 105 M-1 in a solvent mixture of tetrahydrofuran and water (THF-H2O = 9/1, v/v). The FTC maintained high selectivity toward Fe3+ in the presence of ten interfering metal cations. The HOMO and LUMO levels were estimated to be -5.88 eV and -2.88 eV, respectively. The FTC significantly enhances the emission performance of PLEDs [ITO/PEDOT:PSS/MEH-PPV/EIL/Al] when used as an electron injection layer (EIL), especially in the presence of metal carbonates. Particularly, the device using K2CO3 doped FTC as the electron-injection layer (EIL) exhibited significantly enhanced performance compared to the one without EIL. The performance was significantly enhanced to 11630 cd m-2 and 1.47 cd A-1, respectively, from 230 cd m-2 and 0.03 cd A -1 of the non-FTC device. Current results indicate that multifunctional fluorene-based material FTC is a potential candidate for selective detection of Fe3+ and as an effective electron injection layer to enhance the performance of MEH-PPV.

Copoly(p-phenylene) containing azacrown ether: Synthesis, optical properties, and application for chemical sensor

Copoly(p-phenylene) (P1) containing pendent azacrown ether and ethylene glycol ether was prepared by the Suzuki coupling reaction and applied for chemical sensor. Poly(p-phenylene) derivative P0 without the azacrown ether groups were also synthesized for comparative study. The photophysical and sensing properties were investigated by absorption and photoluminescence (PL) spectroscopy to elucidate the influence of the azacrown ether groups. The P1 exhibited specific selectivity and high sensitivity toward Zn2+, with the Stern-Volmer coefficient (Ksv) being 3.66 × 106 M-1 at low concentration in mixture solvent of tetrahydrofuran and water (THF/H2O = 9/1, v/v). The P1 maintained high selectivity toward Zn2+ in the presence of fifteen interfering metal cations. This results indicate that copoly(p-phenylene) (P1) is a promising functional material for chemical sensors. Copyright

Aminostilbazolium derivatives substituted by hydroxyethyl groups for second-order nonlinear optics

As DAST (1-methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium p-toluenesulfonate) derivatives for improved crystal stability and inhibition of crystal water inclusion, 1-(2-hydroxyethyl)-4-(2-{4-[bis(2-hydroxyethyl)amino] phenyl}ethenyl)pyridinium salts 2 (2a-2l) and 1-(2-hydroxyethyl)-4-{2-[4- (diethylamino)phenyl]ethenyl}pyridinium salts 3 (3a-3l) were synthesized and their properties were investigated. Salts 3 were found to have no crystal water, and the cation with one hydroxyethyl group was effective to eliminate water inclusion in the crystals. Although the melting points of 2 were lower than those of the corresponding 3, decomposition temperatures of these chromophores were above 250°C indicating their good thermal stability. Crystals of m-nitrobenzenesulfonate salt 3f was obtained without crystal water and showed SHG activity. Copyright Taylor & Francis Group, LLC.

Colorimetric probes based on anthraimidazolediones for selective sensing of fluoride and cyanide ion via intramolecular charge transfer

Probes based on anthra[1,2-d]imidazole-6,11-dione were designed and synthesized for selective ion sensing. Each probe acted as strong colorimetric sensors for fluoride and cyanide ions and exhibited intramolecular charge transfer (ICT) band, which showed significant red-shifts after addition of either the F- or CN- ion. One of the probes (2) showed selective colorimetric sensing for both cyanide and fluoride ions. In organic medium, 2 showed selective color change with fluoride and cyanide, whereas in aqueous organic medium it showed a ratiometric response selectively for cyanide ion.

Benzothiazole-based fluorophores of donor-π-acceptor-π-donor type displaying high two-photon absorption

A series of novel heterocycle-based dyes with donor-π-bridge-acceptor- π-bridge-donor (D-π-A-π-D) structural motif, where benzothiazole serves as an electron-withdrawing core, have been designed and synthesized via palladium-catalyzed Sonogashira and Suzuki-type cross-coupling reactions. All the target chromophores show strong one-photon and two-photon excited emission. The maximum two-photon absorption (TPA) cross sections ΔTPA of the prepared derivatives bearing diphenylamino functionalities occur at wavelengths ranging from 760 to 800 nm and are as large as ～900-1100 GM. One- and two-photon absorption characteristics of the title dyes have also been investigated by using density functional theory (DFT) and the structure-property relationships are discussed. The TPA cross sections calculated by means of quadratic response time-dependent DFT using the Coulomb-attenuated CAM-B3LYP functional support the experimentally observed trends within the series, as well as higher ΔTPA values of the title compounds compared to those of analogous fluorene or carbazole-derived dyes. In contrast, the traditional B3LYP functional was not successful in predicting the observed trend of TPA cross sections for systems with different central cores. In general, structural modification of the π-bridge composition by replacement of ethynylene (alkyne) with E-ethenylene (alkene) linkages and/or replacement of dialkylamino electron-donating edge substituents by diarylamino ones results in an increase of ΔTPA values. The combination of large TPA cross sections and high emission quantum yields makes the title benzothiazole-based dyes attractive for applications involving two-photon excited fluorescence (TPEF).