4041-19-4

Upstream product

• 629-27-6 1-Iodooctane 
• 86-74-8 9H-carbazole 
• 111-86-4 n-Octylamine 
• 2236-52-4 2,2'-diiodobiphenyl 
• 13029-08-8 2,2'-Dichlorobiphenyl 
• 13029-09-9 2,2'-dibromobiphenyl 
• 111-83-1 1-bromo-octane 

Downstream Products

• 79554-93-1 3,6-dibromo-9-octyl-9H-carbazole 
• 193017-42-4 9,9'-dioctyl-9H,9'H-3,3'-bicarbazole 
• 628337-00-8 3-bromo-9-octyl-9H-carbazole 
• 478706-06-8 9-octyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 

Relevant academic research and scientific papers

Impact of strength and size of donors on the optoelectronic properties of D-π-A sensitizers

A series of carbazole based sensitizers with either phenyl based donors (TBC, TMC, OMC, PC, TBR, TMR, OMR and PR) or aryl amine based donors (OMNC, CNC and HNC) as well as one without a donor group (CC) have been synthesized to understand the influence of the strength of the donor moiety on the optical, electrochemical and photovoltaic properties. Two different acceptor moieties such as cyano acrylic acid and rhodanine acetic acid were introduced and evaluated. Different substituents on the phenyl group have a significant impact on the light harvesting ability of the sensitizers. Among phenyl based donors, anisole based carbazole (OMC) shows the highest short circuit current (JSC) of 4.96 mA cm-2 with overall power conversion efficiency (PCE) of 2.69%. In the case of the sensitizers with aryl amine based donors, the increasing bulkiness of the donor group lead to increasing open circuit potential. Transient photocurrent and photovoltage measurements signify the importance of a bulky donor fragment in determining the open circuit potential of the dyes. Sensitizers with hexyloxy substituted phenyl amine as the donor group shows a JSC of 6.84 mA cm-2 with PCE of 3.33%. The overall investigation provides vital information about the influence of donor groups on the optoelectronic properties of the sensitizers for its photovoltaic applications.

Three-photon absorption properties of a novel symmetrical Carbazole derivative having terminal 1,10-phenanthroline rings via carbon-nitrogen (C = N) double bond

Three-photon absorption (3PA) properties of symmetric-type carbazole derivatives show great potential for application in light-activated therapy and optical limiting. A novel symmetrical carbazole derivative (abbreviated as POCP) with end-groups of 1,10-phenanthroline rings as the donor moieties, chained via carbon-nitrogen (C = N) double bond, has been synthetized and its three photon absorption properties has been also determined by using a Q-switched Nd: YAG laser pumped with 30 ps pulses at 1064 nm in dimethylformamide. The measurement of 3PA cross-section of this compound is performed by open aperture Z-scan and σ3PA is 481 × 10-78 cm6 s2/photon2 for the transition S0 → S 1. The influence of the molecular structure of this compound on three-photon absorption cross-sections is discussed micromechanically by Austin model 1 and Zerner's Intermediate Neglect of Differential Overlap/S method. Copyright

Origin of the color of π-conjugated polymers: Poly(N-n-octyl-3- carbazoyl)acetylene prepared with a [Rh(norbornadiene)Cl]2 catalyst

[Rh(NBD)CL]2 catalyst was used to prepare poly(N-n-octyl-3- carbazoyl)acetylene, p(NOCzA) in the presence of various solvents at room temperature to selectively produce the corresponding cis-transoid polymer in high yields. The poly(NOCzA)s obtained were characterized in detail using analytical methods. The yellow or orange color of the polymers was ascribed to formation of the columnar as the π-conjugated self assembly whose content could also be decreased with compression associated with a red shift of the absorption maximum in the UV vis spectrum. The correlation between the absorption maximum in the conjugated polymer with the ionization potential was also described.

Comprehensive exploration of the optical and biological properties of new quinoline based cellular probes

A series of quinoline derivatives containing bithiophene and N-octyl-carbazole moieties and a variety of substituents in the quinoline core were synthesized and characterized. The influence of bithienyl and N-octyl-carbazyl substituents on the photophysical properties of novel quinolines were thoroughly investigated and supported by DFT calculations. The absorption and emission maxima of quinolines are located at 373-412 and 410–606?nm, respectively, which considerably red-shifts when an electron-withdrawing substituent (NO2) is introduced to the quinoline ring. The quantum yield and lifetime for carbazyl-substituted quinolines are considerably higher (Φem?=?9–70%, τ?=?0.83–5.72?ns) compared to their bithiophene substituted counterparts (Φem?=?18–53%, τ?=?0.61–1.46?ns) resulting from greater planarity of carbazyl-substituted quinolines as proved by theoretical calculations. The carbazyl functional group in quinolines has immense impact on values of Δμ (13.83–15.50 D) indicating that the electron-donating ability of carbazole moiety relative to bithiophene motif (Δμ?=?9.16–13.83) in studied quinolines is more predisposed to intramolecular charge transfer (ICT). The capability of the novel compounds for cellular staining was investigated. All examined quinoline derivatives penetrate cell organelles quickly and efficiently with good overall fluorescence and signal to noise ratio. Relative lack of toxicity make them useful in such applications.

Developing new hybrid scaffold for urease inhibition based on carbazole-chalcone conjugates: Synthesis, assessment of therapeutic potential and computational docking analysis

Although a diverse range of chemical entities offering striking therapeutic potential against urease enzyme has been reported, the key challenges (toxicity and safety) associated with these inhibitors create a large unmet medical need to unveil new, poten

Carbazole based hemicyanine dye for both "naked eye" and 'NIR' fluorescence detection of CN- in aqueous solution: From molecules to low cost devices (TLC plate sticks)

A hybrid carbazole hemicyanine dye (receptor CHD) was developed as a new visible and near infrared chemodosimeter type sensor with high ratiometric selectivity towards cyanide in the presence of other anions in aqueous solution. The chemosensor also showed excellent performance when used in the "dip stick" method, i.e. in solid phase (TLC plates). The Royal Society of Chemistry 2013.

A series of V-shaped small molecule non-fullerene electron acceptors for efficient bulk-heterojunction devices

Two simple semiconducting acceptor-acceptor1-donor-acceptor (A-A1-D-A) modular, small molecule non-fullerene electron acceptors, 2-(4-(7-hexadecyl-1,3,6,8-tetraoxo-3,6,7,8-tetrahydrobenzo[lmn][3,8]phenanthrolin-2(1H)-yl)phenyl)-3-(6-

Molecular recognition of the antiretroviral drug abacavir: Towards the development of a novel carbazole-based fluorosensor

Due to their optical and electro-conductive attributes, carbazole derivatives are interesting materials for a large range of biosensor applications. In this study, we present the synthesis routes and fluorescence evaluation of newly designed carbazole fluorosensors that, by modification with uracil, have a special affinity for antiretroviral drugs via either Watson-Crick or Hoogsteen base pairing. To an N-octylcarbazole-uracil compound, four different groups were attached, namely thiophene, furane, ethylenedioxythiophene, and another uracil; yielding four different derivatives. Photophysical properties of these newly obtained derivatives are described, as are their interactions with the reverse transcriptase inhibitors such as abacavir, zidovudine, lamivudine and didanosine. The influence of each analyte on biosensor fluorescence was assessed on the basis of the Stern-Volmer equation and represented by Stern-Volmer constants. Consequently we have demonstrated that these structures based on carbazole, with a uracil group, may be successfully incorporated into alternative carbazole derivatives to form biosensors for the molecular recognition of antiretroviral drugs. The Author(s) 2011. This article is published with open access at Springerlink.com.

A two-photon fluorescent lipid raft probe derived from dicyanostilbene and similar to cholesterol’s structure

Lipid raft is a microdomain being rich in cholesterol and sphingolipid and closely related to neurodegenerative diseases such as Alzheimer’s disease and prion disease. Hence the study on the physiological mechanism of lipid raft is helpful to reveal its biological role and its correlations with diseases. Two-photon fluorescence probe for lipid raft is a sharp tool to achieve this goal. A dicyanocarbazolylstilbene-derived two-photon fluorescence probe for lipid raft (DLR) was developed. Both DLR and lipid raft belong to D-π-A (donor-π-acceptor; π: C = C) type rigid planar molecule, and contain four fused carbon rings (one five-membered ring and three six-membered ring), and bear a long carbon chain (C8H17). The excellent comparability between the rigid plane of the probe molecule and the rigid lipid raft could significantly enhance the specific affinity to lipid rafts. DLR’s maximum emission wavelength increased with medium polarity while its fluorescence intensity (FI) augmented with viscosity, and FI in DPPC (dipalmitoylphosphatidylcholine) was 20 times higher than that in DOPC (dioleoylphosphatidylcholine). DLR’s fluorescence lifetime in DPPC was more than 2.2 times longer than that in DOPC. These indicate that DLR can distinguish DPPC from DOPC. Φδs of DLR in DPPC and DOPC were 1350 GM and 67 GM, respectively. DLR can image lipid raft distribution in cells and tissues. Graphic abstract: [Figure not available: see fulltext.]

Carbazole-based π-conjugated 2,2′-Bipyridines, a new class of organic chromophores: Photophysical, ultrafast nonlinear optical and computational studies

The developmen of donor-acceptor (D-A) architecture based organic chromophores with large two-photon absorption (2 PA) cross-sections are essential for myriad of applications, ranging from nonlinear microscopy to biomedical imaging. Here, we present the results from a comprehensive study of 2 PA cross-sections of a new series of carbazole mono substituted-π-conjugated-2,2′-bipyridine derivatives with D-π-A architecture, possessing carbazole as the donor moiety and bipyridine core as an acceptor. Further, we have extended the π-conjugation by introducing the phenyl and butoxy substituted phenyl linkers. The fluorescence properties of these D-A chromophores are highly sensitive to solvent polarity and alteration of electron donor functionalities. The relevant computation studies support our experimental results, e.g., a shift in emission maxima and band gaps of the molecules. The third-order nonlinear optical (NLO) properties of the title donor-acceptor (D-A) chromophores demonstrated that 2 PA cross-section values are in the range of 6–39 GM, obtained using ~50 fs (fs) laser pulses at a wavelength of 800 nm. Further, the nonlinear refractive indices (n2) of these chromophores were found to be ~10?14 cm2/W, rendering them potential optical switching candidates since the coefficients were obtained with kHz, fs pulses extracting pure electronic nonlinearities. Based on our experimental findings and theoretical calculations presented in this study, we believe that carbazole-based π-conjugated 2,2′-bipyridines, demonstrated in this work, would be potential ligands to obtain a series of transition metal coordination complexes of interesting physical properties (for example, superior NLO behaviour).