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4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine, also known as 2-(3,6-di-tert-butyl-9H-carbazol-9-yl)aniline, is an organic compound characterized by the molecular formula C32H37N. It is a carbazole derivative, featuring a benzene ring connected to an aniline group and a carbazole moiety. 4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine is distinguished by its 3,6-di-tert-butyl substituents, which offer steric protection and improve its stability and solubility in organic solvents. Its unique electronic and optical properties make it a key component in the synthesis of organic semiconductors and optoelectronic materials, suitable for a range of electronic and photonic applications.

255829-30-2

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255829-30-2 Usage

Uses

Used in Organic Semiconductors:
4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine is utilized as a key component in the development of organic semiconductors due to its electronic properties, which are essential for the performance of these materials in various electronic devices.
Used in Optoelectronic Materials:
In the optoelectronics industry, 4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine is employed as a building block for creating materials with specific optical characteristics, such as light absorption and emission properties, which are crucial for applications like organic light-emitting diodes (OLEDs) and photovoltaic cells.
Used in Electronic Devices:
4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine is used as a material in the construction of electronic devices, leveraging its stability and solubility to enhance the performance and reliability of these devices.
Used in Photonic Applications:
4-(3,6-di-tert-butyl-9H-carbazol-9-yl)benzenamine is also applied in photonic applications, where its optical properties are harnessed for the development of photonic devices and systems, such as optical sensors and communication technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 255829-30-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,5,8,2 and 9 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 255829-30:
(8*2)+(7*5)+(6*5)+(5*8)+(4*2)+(3*9)+(2*3)+(1*0)=162
162 % 10 = 2
So 255829-30-2 is a valid CAS Registry Number.

255829-30-2Relevant academic research and scientific papers

Novel symmetric purpurine compound and preparation method and applications thereof

-

, (2020/03/09)

The invention discloses a novel symmetric purpurine compound, which is composed of an acceptor 4,4'-dipyridine, different donor groups, and different counter anions. The structure of the compound is shown in the description. The invention also discloses a

Soluble triarylamine functionalized symmetric viologen for all-solid-state electrochromic supercapacitors

Zhuang, Yanling,Zhao, Weiwei,Wang, Longlu,Li, Feiyang,Wang, Weikang,Liu, Shujuan,Huang, Wei,Zhao, Qiang

, p. 1632 - 1644 (2020/08/21)

Electrochromic supercapacitors have drawn enormous attention due to their ability to monitor the charge and discharge processes through color changes of electroactive materials. However, there are few work on small organic molecules as active materials fo

Regulation of peripheral tert-butyl position: Approaching efficient blue OLEDs based on solution-processable hole-transporting materials

Wu, Sen,Liu, Hongli,Sun, Wei,Li, Xianggao,Wang, Shirong

, p. 85 - 92 (2019/05/24)

Solution-processable hole transporting materials (HTMs)play a vital role in organic light emitting diodes (OLEDs)with the purpose of reducing costs and improving productivity. Herein, two twisted HTMs N2,N2,N7,N7-tetrakis(4-(3,6-di-tert-butyl-9H- carbazol-9-yl)phenyl)-9,9-dimethyl-9H-fluoren-2,7-diamine (p-BCz-F)and N2,N2,N7, N7-tetrakis(4-(2,7-di-tert-butyl-9H-carbazol-9-yl)phenyl)-9,9-dimethyl-9H-fluoren-2,7-diamine (m-BCz-F), have been successfully synthesized. The two compounds are endowed with superior solubility in common organic solvents, facilitating solution-processed OLEDs. By simply changing position of peripheral tert-butyl moiety, the material performance could be regulated. The HTMs p-BCz-F exhibits superior glass transition temperature (Tg)of 168 °C. Particularly, in terms of mobility, 1.42-fold higher could be also found for p-BCz-F (4.35 × 10?4 cm2V– 1S?1)than m-BCz-F (3.05 × 10?4 cm2V– 1S?1). Similarly, the p-BCz-F-based blue devices with BCzVBi as the emitter show better performance with maximum current efficiency (CE)of 7.05 cd/A and luminance (L)of 23365 cd/m2, corresponding CE of 6.12 cd/A and L of 21055 cd/m2 for m-BCz-F-based devices. In short, the different position of peripheral tert-butyl on carbazolyl moiety will lead to different performance and it provided a simple strategy to design solution-processable HTMs for efficient OLEDs.

Micromolecular hole transport material applied to solution processing type organic light-emitting device

-

, (2019/07/01)

The invention relates to a micromolecular hole transport material applied to a solution processing type organic electroluminescent device. The micromolecular hole transport material is prepared according to the following steps: adding a planar N heterocyclic ring and 4-fluoronitrobenzene into a reaction bottle according to a molar ratio of 1:1 to 1:1.5 with DMF as a solvent and K2CO3 as an acid binding agent, and conducting reacting at 100-120 DEG C for 5-10 hours to obtain a nitro compound; and reducing the obtained nitro compound by using SnCl2.H2O in a molar ratio of 1:2 to 1: 3, and carrying out a reflux reaction in ethanol for 4-6 hours. The end group of the micromolecular hole transport material is a planar N-heterocycle. The hole transport material with an end group of a planar N heterocyclic ring and capable of being processed in a solution can be applied to the fields of organic electroluminescent devices, and also can be applied to the fields of organic solar cells, organic thin film transistors or organic photoreceptors.

Efficient and straightforward click synthesis of structurally related dendritic triazoles

Mangione,Spanevello,Anzardi

, p. 47681 - 47688 (2017/10/23)

A simple, rapid and efficient copper-catalyzed 1,3-dipolar cycloaddition reaction is described for the synthesis of a novel family of twelve triazolic dendrimers structurally related. The products were the result of the click reaction of three cores and four different azides in tetrahydrofuran applying a homogeneous copper catalysis. The reaction intermediates and products were obtained in very good to excellent yields using straightforward and simple work-up procedures. This new family of compounds contain electroactive moieties such as carbazole and triphenylamine which may turn them into excellent candidates for the development of optoelectronic organic materials.

Substituent effects on electrochemical and electrochromic properties of aromatic polyimides with 4-(carbazol-9-yl)triphenylamine moieties

Wang, Hui-Min,Hsiao, Sheng-Huei

, p. 1172 - 1184 (2014/03/21)

Three series of aromatic polyimides with 4-(carbazol-9-yl)triphenylamine moieties were prepared from the polycondensation reactions of 4,4′-diamino-4″-(carbazol-9-yl) triphenylamine (1), 4,4′-diamino-4″-(3,6-di-tert-butylcarbazol-9-yl)triphenylamine (t-Bu-1), and 4,4′-diamino-4″-(3,6-dimethoxycarbazol-9-yl) triphenylamine (MeO-1), respectively, with various commercially available tetracarboxylic dianhydrides. In addition to high thermal stability and good film-forming ability, the resulting polyimides exhibited an ambipolar electrochromic behavior. The polyimides based on t-Bu-1 and MeO-1 revealed higher redox-stability and enhanced electrochromic performance than the corresponding ones based on 1 because the active sites of their carbazole units are blocked with bulky t-butyl or electron-donating methoxy groups. 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1172-1184 Three series of 4-(carbazol-9-yl)triphenylamine-based aromatic polyimides are prepared by polycondensation of corresponding diamines with various commercially available tetracarboxylic dianhydrides. All the polyimides afford flexible and tough films with high thermal stability. The polymer films show ambipolar redox and multicolored electrochromic behaviors. During the electro-oxidation processes, the polyimides with t-butyl or methoxy substituents on the pendent carbazole unit exhibit enhanced electrochemical stability and electrochemical performance, as compared with the coresponding parent polyimides, because the electrochemically active sites of carbazole are blocked. Copyright

New dendritic gelator bearing carbazole in each branching unit: Selected response to fluoride ion in gel phase

Xu, Defang,Liu, Xingliang,Lu, Ran,Xue, Pengchong,Zhang, Xiaofei,Zhou, Huipeng,Jia, Junhui

experimental part, p. 1523 - 1528 (2011/04/17)

A new dendritic gelator with carbazole as the building block (HBCD) was synthesized. It was found that H-bonding between the amide groups and π-π interaction between the aromatic rings played predominant roles in the gel formation. Meanwhile, significant

High triplet energy polymer as host for electrophosphorescence with high efficiency

Chen, Yen-Chun,Huang, Guo-Sheng,Hsiao, Chung-Chin,Chen, Show-An

, p. 8549 - 8558 (2007/10/03)

We report the conjugated polymer P(tBu-CBP) as a host with high triplet energy (ET 2.53 eV) and suitable HOMO (5.3 eV) and LUMO (2.04 eV) energy levels. Upon doping with green and red emission Ir-complexes, it gives devices with high luminous a

Synthesis and Characterization of Monodendrons Based on 9-Phenylcarbazole

Zhu, Zhengguo,Moore, Jeffrey S.

, p. 116 - 123 (2007/10/03)

A series of 9-phenylcarbazole ethynylene monodenrons have been prepared by palladium-catalyzed coupling reactions creating well-organized arrays of redox centers. The tert-butyl groups attached to the 3,6-positions of peripheral 9-phenylcarbazole monomers provide adequate solubility to a limited degree. Trimer and 7-mer monodendrons were prepared using a monomer with 3,3-diethyltriazene at its focal point. To facilitate purification, the synthesis of 15-mer monodendron, however, required a monomer bearing a 3-hydroxy-3-methyl-but-1-ynyl group at its focal point as a masking group for the terminal acetylene functionality. Although the solubility was limited, high generation monodendrons were found to be readily soluble in carbon disulfide, a solvent of high polarizability. Spectroscopic studies showed that there is limited through-bond conjugation over the monodendrons, but fluorescence studies suggested the presence of long-range through-space interactions in the higher members of the series.

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