4627-22-9

Basic information

• Product Name: 4,4'-DI-TERT-BUTYLDIPHENYLAMINE
• Synonyms: BIS(4-TERT-BUTYLPHENYL)AMINE;4,4'-DI-TERT-BUTYLDIPHENYLAMINE;Bis(p-tert-butylphenyl)amine;Di-4-tert-butylphenylamine;N,N-Bis(4-tert-butylphenyl)amine;p,p'-Di-tert-butyldiphenylamine;Stearer STAR;BenzenaMine,4-(1,1-diMethylethyl)-N-[4-(1,1-diMethylethyl)phenyl]-
• CAS NO: 4627-22-9
• Molecular Formula: C₂₀H₂₇N
• Molecular Weight: 281.44
• Mol File: 4627-22-9.mol

Chemical Properties

• Melting Point: 108 °C
• Boiling Point: 195 °C / 3mmHg
• Flash Point: 188.1 °C
• Appearance: /
• Density: 0.974 g/cm³
• Vapor Pressure: 4.61E-06mmHg at 25°C
• Refractive Index: 1.552
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: 1.47±0.40(Predicted)
• CAS DataBase Reference: 4,4'-DI-TERT-BUTYLDIPHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DI-TERT-BUTYLDIPHENYLAMINE(4627-22-9)
• EPA Substance Registry System: 4,4'-DI-TERT-BUTYLDIPHENYLAMINE(4627-22-9)

Safety Data

• Hazardous Substances Data: 4627-22-9(Hazardous Substances Data)

Usage

Uses

Used in Neuroscience Research:
4,4'-DI-TERT-BUTYLDIPHENYLAMINE is used as a reagent for synthesizing efficient luminogens with AIE features. These luminogens are particularly useful in neuroscience research for imaging the brain through an intact skull. The AIE properties of the synthesized luminogens allow for enhanced fluorescence upon aggregation, enabling researchers to visualize brain structures and processes more effectively.

InChI:InChI=1/C20H27N/c1-19(2,3)15-7-11-17(12-8-15)21-18-13-9-16(10-14-18)20(4,5)6/h7-14,21H,1-6H3

Upstream product

• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 769-92-6 4-tert-Butylaniline 
• 34549-00-3 4,4-di-tert-butyl-diphenylnitroxide radical 
• 1457935-54-4 bis(4-tert-butylphenyl)oxoammoniumtribromide 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 937-07-5 4-tert-butylcyclohex-2-enone 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 98-54-4 para-tert-butylphenol 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 6637-03-2 1-(tert-butyl)-4-nitrosobenzene 
• 5400-88-4 4-tert-butylcyclohexylamine 
• 34548-99-7 N,N-bis(4-tert-butylphenyl)hydroxylamine 
• 34549-00-3 bis(4-tert-butylphenyl)aminoxyl 
• 122-39-4 diphenylamine 

Downstream Products

• 32367-71-8 Bis(4-tert.-butyl-phenyl)aminyl 
• 134538-77-5 2-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-di(tert-butyl)diphenylamine 
• 134538-76-4 2,2'-di(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-4,4'-di(tert-butyl)diphenylamine 
• 98-54-4 para-tert-butylphenol 
• 3282-56-2 4-tert-butylnitrobenzene 
• 769-92-6 4-tert-Butylaniline 
• 165820-83-7 N¹,N¹,N³,N³,N⁵,N⁵-hexakis(4-(tert-butyl)phenyl)benzene-1,3,5-triamine 
• 197144-68-6 {4-[Bis-(2,4,6-trimethyl-phenyl)-phosphanyl]-2,3,5,6-tetramethyl-phenyl}-bis-(4-tert-butyl-phenyl)-amine 
• 51545-35-8 tris(4-(tert-butyl)phenyl)amine 
• 34549-00-3 4,4-di-tert-butyl-diphenylnitroxide radical 
• 1457935-56-6 N-(2,6-dibromo-4-tert-butylphenyl)-N-(2'-bromo-4'-tert-butylphenyl)amine 
• 1457935-57-7 bis(2,6-dibromo-4-tert-butylphenyl)amine 
• 1015228-11-1 bis(2-bromo-4-tert-butylphenyl)amine 
• 1457935-55-5 N-(2-bromo-4-tert-butylphenyl)-N-(4'-tert-butylphenyl)amine 

Relevant articles and documents

Stable diarylnitroxide diradical with triplet ground state

Nitroxide diradical 2, the first isolated diarylnitroxide diradical, is stable in the solid state at room temperature and it possesses triplet ground state with strong ferromagnetic coupling. The Royal Society of Chemistry 2009.

Temperature-Dependent Effects of Alkyl Substitution on Diarylamine Antioxidant Reactivity

Alkylated diphenylamines are among the most efficacious radical-trapping antioxidants (RTAs) for applications at elevated temperatures since they are able to trap multiple radical equivalents due to catalytic cycles involving persistent diphenylnitroxide and diphenylaminyl radical intermediates. We have previously shown that some heterocyclic diarylamine RTAs possess markedly greater efficacy than typical alkylated diphenylamines, and herein, report on our efforts to identify optimal alkyl substitution of the scaffold, which we had found to be the ideal compromise between reactivity and stability. Interestingly, the structure-activity relationships differ dramatically with temperature: para-alkyl substitution slightly increased reactivity and stoichiometry at 37 and 100 °C due to more favorable (stereo)electronic effects and corresponding diarylaminyl/diarylnitroxide formation, while ortho-alkyl substitution slightly decreased both reactivity and stoichiometry. No such trends were evident at 160 °C; instead, the compounds were segregated into two groups based on the presence/absence of benzylic C-H bonds. Electron spin resonance spectroscopy indicates that increased efficacy was associated with lesser diarylnitroxide formation, and deuterium-labeling suggests that this is due to abstraction of the benzylic H atom, precluding nitroxide formation. Computations predict that this reaction path is competitive with established fates of the diarylaminyl radical, thereby minimizing the formation of off-cycle products and leading to significant gains in high-temperature RTA efficacy.

Copper-Assisted Amination of Boronic Acids for Synthesis of Bulky Diarylamines: Experimental and DFT Study

Comparative investigation of copper-assisted oxidative and reductive amination showed that the latter was preferable for the synthesis of bulky diarylamines. DFT estimation of the mechanism of copper(I)-assisted reductive amination of boronic acids with aryl nitroso compounds was performed and possible active species were identified. DFT estimation of the steric penalty revealed that the barrier for the transmetalation step for the hindered nitroso compound was almost the same as that for the unsubstituted one, whereas a bulky group in the boronic acid increased the activation energy. A DFT study of the influence of the electronic properties of the substituents in both reactants on the activation energy revealed that the optimal combination for the synthesis of unsymmetrical diarylamines to provide better yields was an electron-rich aryl boronic acid and an electron-deficient nitroso compound. By using these helpful guidelines, a series of new bulky diarylamines were obtained and fully characterized.

Nitrogen-containing compound, organic electroluminescent device, and electronic device

The invention provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device, and belongs to the technical field of organic materials. The structure of the nitrogen-containing compound is represented by Chemical Formula 1: wherein X1, X2, Y1, Y2 are the same or different from each other and are each independently a single bond, O, S, N(R3), C(R4R5), Ge(R6R7), Si(R8R9), Se, wherein X1 and Y1 are not single bonds simultaneously and X2 and Y2 are not single bonds simultaneously.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

The present invention provides a novel compound capable of improving light emitting efficiency, stability and lifespan of an element, an organic electric element using the same, and an electronic device thereof.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF

In the present invention, provided is a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltages, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.

Organic electroluminescent compound

The invention provides an organic electroluminescent compound. The structure of the organic electroluminescent compound is represented by the formula (I), wherein R1 to R9 individually represent H, ahalogen atom, a cyano group, a C1-C20 alkyl group, a C1-C20 halogenated alkyl group, a C3-C20 cycloalkyl group, a C3-C20 halogenated cycloalkyl group, a C1-C20 alkoxyl group, a C1-C20 silicyl group, an aryloxyl group with a cyclization carbon number of 6-30, an aryl group with a cyclization carbon number of 6-30, and a heterocyclic aryl group with a cyclization carbon number of 6-30; X1 is one ofO, S, S=O, and O=S=O; X2 and X 3 individually represent C or N; m and n individually represent 0 or 1; and p represents an integer of 0 to 4. The compound is used as a doping material of an OLED luminescent layer, and the obtained OLED device has the advantages of long service life, high thermal decomposition temperature, good thermal stability, and excellent luminescent efficiency and color purity.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using same, and an electronic device for the same. In one aspect, the present invention provides a compound represented by the following chemical formula 1. The compounds according to the present invention by utilizing a light emitting device of high efficiency, low driving voltage, high heat resistance can be achieved, and the color purity of the device can greatly improve the service life.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF

The present invention provides a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltage, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

Discloses a novel compound capable of improving the luminous efficiency, stability and lifetime of an element, and an organic electronic element, or an electronic device using the same. (by machine translation)