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2-bromoindolo[3,2,1-jk]carbazole (ICz-Br) is a fully planarized arylamine building block that can function as either a weak electron acceptor or electron donor. It is a crucial intermediate in the development of organic light-emitting diodes (OLEDs) and has been widely utilized in the design of efficient blue thermally activated delayed fluorescent (TADF) emitters and bipolar host materials.

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  • 1174032-81-5 Structure
  • Basic information

    1. Product Name: 2-broMoindolo[3,2,1-jk]carbazole
    2. Synonyms: 2-broMoindolo[3,2,1-jk]carbazole
    3. CAS NO:1174032-81-5
    4. Molecular Formula: C18H10BrN
    5. Molecular Weight: 320.1827
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1174032-81-5.mol
  • Chemical Properties

    1. Melting Point: 208-210℃
    2. Boiling Point: 439.9±27.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.57±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-broMoindolo[3,2,1-jk]carbazole(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-broMoindolo[3,2,1-jk]carbazole(1174032-81-5)
    11. EPA Substance Registry System: 2-broMoindolo[3,2,1-jk]carbazole(1174032-81-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1174032-81-5(Hazardous Substances Data)

1174032-81-5 Usage

Uses

Used in OLED Industry:
2-bromoindolo[3,2,1-jk]carbazole is used as an intermediate material for the development of OLEDs, specifically in the creation of efficient blue TADF emitters and bipolar host materials. Its unique electronic properties and planar structure contribute to the improved performance and efficiency of these devices.
Used in Research and Development:
ICz-Br is also used as a research compound in the field of organic chemistry and materials science. Its versatile electronic properties make it a valuable building block for the synthesis of new compounds and materials with potential applications in various industries, including electronics, pharmaceuticals, and renewable energy.

Check Digit Verification of cas no

The CAS Registry Mumber 1174032-81-5 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,7,4,0,3 and 2 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1174032-81:
(9*1)+(8*1)+(7*7)+(6*4)+(5*0)+(4*3)+(3*2)+(2*8)+(1*1)=125
125 % 10 = 5
So 1174032-81-5 is a valid CAS Registry Number.

1174032-81-5Relevant articles and documents

Efficient organic light-emitting diodes based on iridium(iii) complexes containing indolo[3,2,1-jk]carbazole derivatives with narrow emission bandwidths and low efficiency roll-offs

Liao, Xiang-Ji,Lu, Jun-Jian,Luo, Xu-Feng,Yan, Zhi-Ping,Yuan, Li,Zhang, Yi-Pin,Zheng, You-Xuan,Zhu, Jin-Jun

, p. 8226 - 8232 (2021)

In this work, two cyclometalated ligands 2-(pyridin-2-yl)indolo[3,2,1-jk]carbazole (pyidcz) and 2-(4-(trifluoromethyl)pyridin-2-yl)indolo[3,2,1-jk]carbazole (tfpyidcz) containing an indolo[3,2,1-jk]carbazole unit were synthesized for achieving highly efficient iridium(iii) complexes (pyidcz)2Ir(tmd) and (tfpyidcz)2Ir(tmd) (tmd = 2,2,6,6-tetramethyl-3,5-heptanedione). The two Ir(iii) complexes exhibit emissions peaking at 499 and 554 nm, respectively, with narrow full width at half maximum (FWHM) values of 35 and 53 nm, respectively, short phosphorescence lifetimes less than 1 μs and high photoluminescence quantum yields of up to 90% in CH2Cl2solution. The organic light-emitting diodes (OLEDs) with (pyidcz)2Ir(tmd) and (tfpyidcz)2Ir(tmd) emitters show good performances. The (pyidcz)2Ir(tmd)-based device shows a turn-on voltage (Von) of 3.6 V with a maximum brightness (Lmax) of 39123 cd m?2, a maximum current efficiency (ηc,max) of 69.2 cd A?1, a maximum power efficiency (ηp,max) of 36.8 lm W?1and a maximum external quantum efficiency (EQEmax) of 21.2%. In particular, the FWHM bandwidth of the electroluminescence spectrum is only 33 nm, which was rarely reported for Ir(iii) complex-based OLEDs. The performance of the (tfpyidcz)2Ir(tmd)-based device is slightly better with aVonof 3.3 V, aLmaxof 31714 cd m?2, aηc,maxof 78.4 cd A?1, aηp,maxof 54.7 lm W?1and an EQEmaxof 24.0%. Furthermore, the efficiency roll-offs of both devices are small, and theηcvalues at 10?000 cd m?2brightness are still maintained at 60.0 and 71.4 cd A?1, respectively, which provide a powerful reference for developing indolo[3,2,1-jk]carbazole-based Ir(iii) complexes for efficient OLEDs.

Impact of the donor structure in new D-π-A systems based on indolo[3,2,1-jk]carbazoles on their thermal, electrochemical, optoelectronic and luminescence properties

Goriachiy, Dmitry,Ma?kowski, Sebastian,Schab-Balcerzak, Ewa,Siwy, Mariola,Slodek, Aneta,Sulowska, Karolina,Szafraniec-Gorol, Gra?yna,Taydakov, Ilya,Vasylieva, Marharyta,Zych, Dawid

, p. 7351 - 7362 (2021/06/22)

In this work, novel fluorophores with D-π-A architectures (ICz-1-ICz-6) were synthesized and investigated, where the indolo[3,2,1-jk]carbazole (ICz) framework is connected by an ethylene bridge with extensive donor moieties -e.g., fluorene, carbazole, phenothiazine, methoxyphenyl, bithiophene, and dibenzothiophene. The influences of the donor character of the substituents in the indolocarbazole derivatives on their thermal, optical and electrochemical properties were explored and compared with the quantum chemical calculations based on DFT and TD-DFT. AllICz-1-ICz-6compounds emit blue light with emission peaks between 390 and 430 nm in solution, except for compoundICz-5with a strong phenothiazine donor, which emits light at 463 nm. TheICz-6derivative with the dibenzothiophene unit features an exception to Kasha's rule. For the selected compoundsICz-2,ICz-4, andICz-5, preliminary electroluminescence tests were performed, both based on devices with a neat compound (ITO/PEDOT:PSS/ICz/Al) and with a guest-host configuration (ITO/PEDOT:PSS/PVK:PBD:ICz/Al), where two emission bands were detected covering the range from 400 to over 900 nm. Additionally, several multilayer OLED devices (ITO/PEDOT:PSS/poly-TPD/ICz-2-5/TPBi/LiF/Al) were prepared, and all diodes showed electroluminescence at 570 nm.

Composition For Capping Layer of Organic Light Emitting Diode and Organic Light Emitting Diode Having The Same

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Paragraph 0178; 0179; 0185; 0186, (2021/02/16)

The present invention relates to an organic electroluminescent device, and more particularly, to an indolocarbazole derivative compound used as a material for a capping layer (CPL) of the organic electroluminescent device. More specifically, the present invention relates to an indolocarbazole derivative compound having an amine substituent, a composition for the CPL of the organic electroluminescent device comprising the same, and the organic electroluminescent device comprising the same.

Organic Light Emitting Material and Organic Light Emitting Diode Having The Same

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Paragraph 0104-0105; 0110-0111, (2021/11/02)

The present invention relates to a compound derivative for an organic electroluminescent device and an organic electroluminescent device using the same. The present invention relates to an aromatic compound including an indolocarbazolyl group and a spirobifluorenyl group, and more particularly, to an aromatic compound including an indolocarbazolyl group and a spirobifluorenyl group.

Novel indolo[3,2,1-jk]carbazole-based bipolar host material for highly efficient thermally activated delayed-fluorescence organic light-emitting diodes

Hiraga, Yasuhide,Kuwahara, Rempei,Hatta, Taizo

, (2021/07/28)

A novel bipolar material (ICzPyr) composed of electron-donating indolo[3,2,1-jk]carbazole and electron-withdrawing pyridmidine was developed and its use as a host material in thermally activated delayed-fluorescence (TADF) organic light-emitting diode (OL

Indolo [3, 2, 1-jk] carbazole derivative, organic electroluminescent device and display panel

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Paragraph 0046-0052, (2020/04/22)

The invention relates to an indolo [3, 2, 1-jk] carbazole derivative, an organic electroluminescent device and a display panel, and the indolo [3, 2, 1-jk] carbazole derivative has a structure shown as a formula (I). The indolo [3, 2, 1-jk] carbazole deri

Nitrogen-containing polycyclic compound, high polymer, mixture, composition and organic electronic device

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Paragraph 0213-0216, (2020/03/12)

The invention discloses a nitrogen-containing polycyclic compound represented by a general formula (1), a high polymer containing the nitrogen-containing polycyclic compound, a mixture, a compositionand an organic electronic device. According to the inven

Organic Light Emitting Material and Organic Light Emitting Diode Having The Same

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Paragraph 0094; 0102-0103, (2020/09/16)

The present invention relates to a compound derivative used in an organic electroluminescent device, and an organic electroluminescent device using the same. More particularly, the present invention relates to an indolocarbazole derivative compound having an amine substituent. When using the indolocarbazole derivative compound as a light emitting material for an organic layer of an organic electroluminescent device, an effect of deriving high luminous efficiency even with a low driving voltage can be provided.(AA) Negative electrode(BB) Electron injection layer(CC) Electron transport layer 2(DD) Electron transport layer 1(EE) Light emission layer(FF) Electron suppression layer(GG) Hole transport layer(HH) Hole injection layer(II) Positive electrode(JJ) SubstrateCOPYRIGHT KIPO 2021

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

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Paragraph 0161-0164, (2019/07/18)

The present invention provides a compound of chemical formula 1 and an organic light emitting device comprising the same. In chemical formula 1, Ar1, Ar2, R1, and R2 are equal to or different from each other; L1 to L3 are a direct bond or a divalent linking group; a is an integer of 1 to 9; R1 is equal to or different from each other when a is an integer of 2 or greater; b is an integer of 1 to 4; and R2 is equal to or different from each other when b is an integer of 2 or greater. The compound according to the present invention has excellent life characteristics and can exhibit high luminous efficiency even at a low driving voltage.COPYRIGHT KIPO 2019

Organic high molecular compound and application thereof

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Paragraph 0069-0072, (2018/03/26)

The invention discloses an organic high molecular compound and application thereof. The general formula of the compound is shown in the description. The compound is can be applied to an organic electroluminescent device, such as a hole injection layer material, a hole transmission layer material, an electron stopping layer material, a light-emitting layer material and a covering layer material. Compared with the prior art, the organic high molecular compound has the following advantages that (1) the organic high molecular compound disclosed by the invention can be used as the hole injection layer material, the hole transmission layer material, the electron stopping layer material, the light-emitting layer material containing a green phosphorescent or a red fluorescent main body substance and the like and the covering layer material, so that the organic high molecular compound is applied to preparation of the organic electroluminescent device; (2) the driving voltage can be reduced, theluminous efficiency, the brightness, the thermal stability and the color purity are improved and the service life of the device is prolonged; (3) the organic electroluminescent device prepared by adopting the compound disclosed by the invention has the advantages of high efficiency and long service life. The formula is shown in the description.

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