1226-74-0

Usage

Uses

Used in Pharmaceutical Industry:
(2Z)-3-(4-hydroxyphenyl)-2-(4-nitrophenyl)prop-2-enenitrile is used as an intermediate in the synthesis of pharmaceuticals for its versatile reactivity and potential applications in organic synthesis.
Used in Dye Industry:
(2Z)-3-(4-hydroxyphenyl)-2-(4-nitrophenyl)prop-2-enenitrile is used as a building block in the production of dyes due to its aromatic nature and dual phenyl functionality.
Used in Fine Chemicals Industry:
(2Z)-3-(4-hydroxyphenyl)-2-(4-nitrophenyl)prop-2-enenitrile is used as a valuable intermediate in the synthesis of various fine chemicals, contributing to the creation of complex organic molecules with specific properties and functionalities.

Upstream product

• 555-21-5 4-Nitrophenylacetonitrile 
• 123-08-0 4-hydroxy-benzaldehyde 

Relevant academic research and scientific papers

Synthesis and characterization of a bis-methanofullerene-4-nitro-α- cyanostilbene dyad as a potential acceptor for high-performance polymer solar cells

We report the synthesis, characterization, and electrochemical properties of bis-PCBM dyad containing 4-nitro-α-cyanostilbene units for potential usage in efficient organic solar cells. The bis-PCBM dyad is fully characterized by NMR, UV-vis absorption, a

Complex-formation-enhanced fluorescence quenching effect for efficient detection of picric acid

Amine-functionalized α-cyanostilbene derivatives (Z)-2-(4-aminophenyl)-3-(4-butoxyphenyl)acrylonitrile (ABA) and (Z)-3-(4-butoxyphenyl)-2-[4-(butylamino)phenyl]acrylonitrile (BBA) were designed for specific recognition of picric acid (PA), an environmenta

An unusual AIE fluorescent sensor for sequentially detecting Co2+-Hg2+-Cu2+ based on diphenylacrylonitrile Schiff-base derivative

Aggregation-induced emission (AIE)molecules with strong fluorescence in aggregated states are favourable for preparing the organic fluorescence sensor in aqueous phase. In this work, a red fluorescent sensor 5 based on AIE diphenylacrylonitrile Schiff-bas

Propargylated cyanostilbene based chemodosimeter for Pd2+ with application in biological fluids

A new propargylated cyanostilbene has been synthesized and was found to be sensitive to Pd2+ ions over the other metal ions tested, with a significantly lower detection limit of 9.3?ppb under mild conditions. The sensing protocol proceeds via palladium catalyzed depropargylation reaction. The probe was also explored for its potential to detect Pd2+ in human urine and blood samples. The noted significant % age of spiked recoveries in both cases depict promising potential of 3 for practical application. Importantly, the reported sensing protocol is first time employed for the detection of Pd2+ ions from biological fluids.

A simple turn-on fluorescent chemosensor for CO2 based on aggregation-induced emission: Application as a CO2 absorbent screening method

An α-cyanostilbene-based fluorescent chemosensor, which includes a primary amine, was developed for the quantitative analysis of CO2 in solution. (Z)-3-(4-(3-Aminopropoxy)phenyl)-2-(4-nitrophenyl)acrylonitrile (1) reacts with CO2 and enables a turn-on type CO2 chemosensor with increased fluorescence due to aggregation-induced emission. More importantly, 1 required no additives such as an amine media for detecting CO2, and the limit of detection was estimated to be ～26 ppm. This system was successfully applied to determine the relative efficiency of CO2 absorbents dependent on the fluorescence change in 1. The use of this chemosensor as a CO2 absorbent screening method suggests that 1 may be used to develop a high-throughput screening method for the evaluation of high-performance CO2 absorbents.

A simple and effective modification of PCBM for use as an electron acceptor in efficient bulk heterojunction solar cells

[6,6]-phenyl-C-61-butyric acid methyl ester (PCBM) and poly(3- hexylthiophene) (P3HT) are the most widely used acceptor and donor materials, respectively, in polymer solar cells (PSCs). However, the low LUMO (lowest unoccupied molecular orbital) energy level of PCBM limits the open circuit voltage (Voc) of the PSCs based on P3HT. Herein a simple, low-cost and effective approach of modifying PCBM and improving its absorption is reported which can be extended to all fullerene derivatives with an ester structure. In particular, PCBM is hydrolyzed to carboxylic acid and then converted to the corresponding carbonyl chloride. The latter is condensed with 4-nitro-4′-hydroxy-α-cyanostilbene to afford the modified fullerene F. It is more soluble than PCBM in common organic solvents due to the increase of the organic moiety. Both solutions and thin films of F show stronger absorption than PCBM in the range of 250-900 nm. The electrochemical properties and electronic energy levels of F and PCBM are measured by cyclic voltammetry. The LUMO energy level of F is 0.25 eV higher than that of PCBM. The PSCs based on P3HT with F as an acceptor shows a higher Voc of 0.86 V and a short circuit current (Jsc) of 8.5 mA cm-2, resulting in a power conversion efficiency (PCE) of 4.23%, while the PSC based on P3HT:PCBM shows a PCE of about 2.93% under the same conditions. The results indicate that the modified PCBM, i.e., F, is an excellent acceptor for PSC based on bulk heterojunction active layers. A maximum overall PCE of 5.25% is achieved with the PSC based on the P3HT:F blend deposited from a mixture of solvents (chloroform/acetone) and subsequent thermal annealing at 120 °C. A simple, low-cost and effective approach of modifying PCBM and improving its absorption is reported. The modified PCBM, F, is an excellent acceptor for BHJ solar cells. The solar cell based on P3HT:F shows a power conversion efficiency (PCE) of 4.23%, while that based on P3HT:PCBM shows a PCE of about 2.93%. A maximum PCE of 5.25% is achieved with the P3HT:F blend deposited from a mixture of solvents and subsequent thermal annealing.

A α-cyanostilbene-modified Schiff base as efficient turn-on fluorescent chemosensor for Zn2+

A novel Schiff base derivative (Z)-3-(4-(hexyloxy)phenyl)-2-(4-((E)-2-hydroxybenzylidene amino)phenyl)acrylonitrile (L) was designed, synthesized and characterized. L was used as a Zn2+ selective, turn-on, fluorescent chemosensor with a detection limit of 0.1 μM in DMF. 1:1 stoichiometric complex formation of L wih Zn2+ was confirmed through fluorescent titration experiments and Job's plot. The enhancement of fluorescence intensity of L with addition of Zn2+ is the consequence of the inhibited isomerization of the C=N bond, namely chelation-enhanced fluorescence (CHEF) effect. [Figure not available: see fulltext.]

Pyridine Schiff base structured fluorescent probe for detecting copper ions, and preparation method and application thereof

The invention relates to a pyridine Schiff base structured fluorescent probe for detecting copper ions, and a preparation method and an application thereof. The fluorescent probe is a cyanodiphenylethylene compound having a hydroxyl group. The preparation

Sulfonic acid functionalized metal-organic framework (S-IRMOF-3): A novel catalyst for sustainable approach towards the synthesis of acrylonitriles

A sulfonic acid functionalized metal-organic framework (S-IRMOF-3) has been synthesized by dropwise addition of chlorosulfonic acid (0.5 mL) in IRMOF-3 (1 g) containing 20 mL of CHCl3 at 0 °C under simple stirring. The catalyst was applied in K

Quantitative and highly selective sensing of sodium houttuyfonate via long-aliphatic chains hydrophobic assembly and aggregation-induced emission

A new α-cyanostilbene derivative, CDB-DMA12, was designed and synthesized as a supramolecular chemosensor for the detection of sodium houttuyfonate (SH) via aggregation-induced emission enhancement (AIEE), which could efficiently bind with SH, then induce an obvious fluorescence enhancement and visible absorption red-shifting (by the naked eye). Accordingly, a linear relationship was found when plotting the fluorescence intensity at 558 nm against SH concentration, with an estimated detection limit of 8.5 μM. Interestingly, morphology changes from nanoparticles to sheet, scroll and tube-shaped aggregates were observed on CDB-DMA12 after the addition of SH. Moreover, CDB-DMA12 showed high selectivity to SH among other sulfonyl containing species, which is attributed to the synergistic effect of its quaternary ammonium, the hydrogen bonding of the active group sites and the twelve carbon containing long-aliphatic chain units. In addition, the results paved a new way for the detection/recognition of amphiphilic natural products in aqueous solution with high sensitivity and selectivity. Besides, it provided a possible approach for the preparation of new fluorescent micro/nano-scaled architectures through the solution self-assembly of oppositely-charged amphiphiles.