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Cas Database

4181-05-9

4181-05-9

Identification

Synonyms:Benzaldehyde,p-(diphenylamino)- (7CI,8CI);4-(Diphenylamino)benzaldehyde;4-Formyltriphenylamine;p-(Diphenylamino)benzaldehyde;p-(N,N-Diphenylamino)benzaldehyde;p-Formyl-N,N-diphenylaniline;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn, IrritantXi

  • Hazard Codes:Xi,Xn

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde
  • Packaging:50mg
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde >98.0%(GC)(N)
  • Packaging:25g
  • Price:$ 303
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde >98.0%(GC)(N)
  • Packaging:5g
  • Price:$ 79
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-(Diphenylamino)benzaldehyde 97%
  • Packaging:5g
  • Price:$ 126
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 95+%
  • Packaging:1g
  • Price:$ 47
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 95+%
  • Packaging:10g
  • Price:$ 179
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 95+%
  • Packaging:5g
  • Price:$ 120
  • Delivery:In stock
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 98%
  • Packaging:25g
  • Price:$ 331
  • Delivery:In stock
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 98%
  • Packaging:5g
  • Price:$ 95
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:4-(N,N-Diphenylamino)benzaldehyde 97%
  • Packaging:100g
  • Price:$ 166
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Relevant articles and documentsAll total 135 Articles be found

Fluorophore-functionalized graphene oxide with application in cell imaging

Lei, Lei,Ma, Hengchang,Yang, Manyi,Qin, Yanfang,Ma, Yucheng,Wang, Tao,Yang, Yuan,Lei, Ziqiang,Lu, Dedai,Guan, Xiaolin

, p. 12375 - 12379 (2017)

In this work, we fabricated a novel triphenylamine-derivative (DNDT)-modified nanographene oxide by following a simple gram-scale method. The product showed interesting optical properties and good potential for use in bioimaging applications. This fluorescent carbon material could be readily internalized by HepG2 cells and was clearly visualized to accumulate mainly in the nucleus.

Novel D-π-A type triphenylamine based chromogens for DSSC: Design, synthesis and performance studies

Hosseinzadeh, Behzad,Beni, Alireza Salimi,Azari, Masoumeh,Zarandi, Maryam,Karami, Marzeih

, p. 8371 - 8381 (2016)

In this work, four novel D-π-A organic dyes (MH, MT, DT, DH) consisting of triphenylamine as an electron donor and 2,4-thiazolidinedione/hydantoin as anchoring groups were designed and synthesized for use in dye-sensitized solar cells (DSSCs). The synthesized dyes were characterized using FT-IR, NMR, mass spectrometry, absorbance and electrochemical measurements. The photophysical, electrochemical and photovoltaic properties of the solar cells based on these dyes were investigated to study the effect of two different anchoring groups on the performance of the dye-sensitized solar cells. The dye consisting of two hydantoin anchoring groups shows the highest conversion efficiency of 2.70% (short-circuit current = 7.60 mA cm-2, open circuit voltage = 570 mV, and fill factor = 0.62 under standard AM1.5G irradiation) compared to the other designed dyes. The observed results will provide basic information for the future design of sensitizers with different anchoring groups for photovoltaic applications.

Triarylamine-Pyridine-Carbonitriles for Organic Light-Emitting Devices with EQE Nearly 40%

Chen, Yi-Kuan,Jayakumar, Jayachandran,Hsieh, Chia-Min,Wu, Tien-Lin,Liao, Chun-Cheng,Pandidurai, Jayabalan,Ko, Chang-Lun,Hung, Wen-Yi,Cheng, Chien-Hong

, (2021)

Highly efficient thermally activated delayed fluorescence (TADF) molecules are in urgent demand for solid-state lighting and full-color displays. Here, the design and synthesis of three triarylamine-pyridine-carbonitrile-based TADF compounds, TPAPPC, TPAmPPC, and tTPAmPPC, are shown. They exhibit excellent photoluminescence quantum yields of 79?100% with small ΔEST values, fast reverse intersystem crossing (RISC), and high horizontal dipole ratios (Θ//?= 86?88%) in the thin films leading to the enhancement of device light outcoupling. Consequently, a green organic light-emitting diode (OLED) based on TPAmPPC shows a high average external quantum efficiency of 38.8?± 0.6%, a current efficiency of 130.1?± 2.1?cd A–1, and a power efficiency of 136.3?± 2.2?lm W–1. The highest device efficiency of 39.8% appears to be record-breaking among TADF-based OLEDs to date. In addition, the TPAmPPC-based device shows superior operation lifetime and high-temperature resistance. It is worth noting that the TPA-PPC-based materials have excellent optical properties and the potential for making them strong candidates for TADF practical application.

Real-Time Fluorescence in Situ Visualization of Latent Fingerprints Exceeding Level 3 Details Based on Aggregation-Induced Emission

Wang, Ya-Long,Li, Chong,Qu, Hong-Qing,Fan, Cheng,Zhao, Peng-Ju,Tian, Rui,Zhu, Ming-Qiang

, p. 7497 - 7505 (2020)

A water-soluble probe, TPA-1OH, with aggregation-induced emission activity is synthesized and used for expedient real-time fluorescence in situ visualization of latent fingerprints (LFPs). A TPA-1OH aqueous solution exhibits nonfluorescence in pure water

Axial anchoring designed silicon-porphyrin sensitizers for efficient dye-sensitized solar cells

Liu, Jing,Yang, Xichuan,Sun, Licheng

, p. 11785 - 11787 (2013)

Using silicon as a central atom of porphyrin allows the introduction of axial ligands, which are not only employed to prevent the aggregation of the macrocycles but also anchor the dyes onto the TiO2 surface. A dye-sensitized solar cell with th

A triphenylamine-based benzoxazole derivative as a high-contrast piezofluorochromic material induced by protonation

Xue, Pengchong,Chen, Peng,Jia, Junhui,Xu, Qiuxia,Sun, Jiabao,Yao, Boqi,Zhang, Zhenqi,Lu, Ran

, p. 2569 - 2571 (2014)

A triphenylamine-based benzoxazole derivative exhibits a low contrast piezofluorochromic behavior under external pressure, and a high-contrast fluorescence change induced by protonation can be observed. The Royal Society of Chemistry 2014.

Novel triphenylamine-based fluorescent probe for specific detection and bioimaging of OCl?

Jiang, Yuliang,Zhang, Sheng,Wang, Bingxiang,Qian, Tao,Jin, Can,Wu, Shishan,Shen, Jian

, p. 5733 - 5738 (2018)

Hypochlorite (OCl?) plays important roles both in physiological and pathological processes, the detection of which is of great significance. Herein, a novel fluorescent probe based on the triphenylamine-type schiff base derivative (TPAD) was developed to detect OCl?. Probe TPAD exhibited specific fluorescence response toward ClO? with the fluorescence quenching rate up to 80%, and the detection limit was estimated to be 0.8 μM. The sensing mechanism study demonstrated that TPAD reacted with ClO? via an oxidation process, which was evidenced by MS and NMR characterization. Moreover, owing to the excellent sensing properties and negligible cytotoxicity, TPAD was successfully applied in the bioimaging of OCl? in living A549 cells.

Aggregation‐induced Emission Properties of Triphenylamine Chalcone Compounds

Zhang, Ying-Peng,Teng, Qi,Yang, Yun-Shang,Cao, Jing-Qi,Xue, Ji-Jun

, p. 807 - 815 (2021)

Two triphenylamine chalcone derivatives 1 and 2 were synthesized through the Vilsmeier-Haack reaction and Claisen-Schmidt condensation reaction. Through ultraviolet absorption spectroscopy and fluorescence emission spectroscopy experiments, it was confirmed that these two compounds exhibited good aggregation-induced emission (AIE) behavior in ethanol/water mixtures. The solvent effect test showed with the increase of the orientation polarizability of the solvent, the Stokes shift in the solvent of compound 1 and compound 2 shows a linear change trend. Through solid state fluorescence test and universal density function theory (DFT), the existence of π-π stacking interaction in the solid state of the compound has been studied, resulting in weak fluorescence emission. pH has no effect on the fluorescence intensity of the aggregate state of excited state intramolecular proton transfer (ESIPT) molecules in an acidic environment, but greatly weakens its fluorescence intensity in an alkaline environment. Cyclic voltammetry (CV) test shows that compound 1 was more prone to oxidation reaction than compound 2. The results of thermal stability test show that the thermal stability of compound 1 was better than that of compound 2, indicating that triphenylamine chalcone derivatives can improve the thermal stability of compounds by increasing the number of branches.

BF2 group chelated AIE fluorescent probe for polarity mapping of lipid droplets in cells and in vivo

Lai, Chaofeng,Zhao, Yuping,Liang, Yun,Zou, Xiang,Lin, Weiying

supporting information, (2021/12/02)

Lipid droplets (LDs), are multi-functional organelles with the storage of neutral lipids and proteins, participating in various of physiological processes. However, abnormal of LDs in morphology and numbers always lead to multiple diseases, including canc

Process route upstream and downstream products

Process route

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h; Reflux;
95%
N,N-diphenylaminobenzene; With trichlorophosphate; In N,N-dimethyl-formamide; for 1h;
With sodium hydroxide;
85%
With N,N-dimethyl-formamide; trichlorophosphate; at 100 ℃; for 6h;
52.74%
With sodium hydroxide; trichlorophosphate; In water; N,N-dimethyl-formamide;
With trichlorophosphate; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; water; N,N-dimethyl-formamide;
With sodium hydroxide; trichlorophosphate; In water; N,N-dimethyl-formamide;
With trichlorophosphate; In N,N-dimethyl-formamide;
5.57 g (72%)
With trichlorophosphate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

diphenylamine
122-39-4

diphenylamine

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
4-bromo-benzaldehyde; With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;
diphenylamine; With sodium t-butanolate; In toluene; at 110 ℃; for 24h; Inert atmosphere;
63%
With palladium diacetate; potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 12h; Schlenk technique; Inert atmosphere;
44%
N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

triphenylphosphine
603-35-0

triphenylphosphine

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
N,N-dimethyl-formamide; With trichlorophosphate; for 0.5h; Cooling with ice;
triphenylphosphine; at 55 ℃; for 1h;
95%
dichloromethane
75-09-2

dichloromethane

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

acetone
67-64-1

acetone

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With sodium acetate trihydrate; magnesium sulfate; trichlorophosphate; In methanol;
73%
4-N,N-diphenylamino-1-bromobenzene
36809-26-4

4-N,N-diphenylamino-1-bromobenzene

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
With n-butyllithium; In tetrahydrofuran; at -78 ℃;
4-(diphenylamino)benzonitrile
20441-00-3

4-(diphenylamino)benzonitrile

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 7h;
95%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

4-[2-(triethoxysilyl) ethyl] triphenylamine
190334-72-6

4-[2-(triethoxysilyl) ethyl] triphenylamine

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With trichlorophosphate; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; water; N,N-dimethyl-formamide;
4-formylphenyl diphenylcarbamate

4-formylphenyl diphenylcarbamate

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With bis(1,5-cyclooctadiene)nickel (0); In toluene; at 160 ℃; for 14h; Inert atmosphere; Sealed tube; Glovebox;
80%
diphenylamine
122-39-4

diphenylamine

p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; at 70 - 120 ℃; for 13h;
[4-(diphenylamino)phenyl]methanol
25069-40-3

[4-(diphenylamino)phenyl]methanol

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
Conditions Yield
With eosin y; In dimethyl sulfoxide; at 80 ℃; for 24h; Irradiation;
40%

Global suppliers and manufacturers

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  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:89
  • Country:China (Mainland)
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