155172-87-5

Upstream product

• 2892-63-9 3,4-Dichlorocyclobut-3-ene-1,2-dione 
• 613-29-6 N-Dibutylaniline 
• 62-53-3 aniline 
• 155172-86-4 4-(N,N-Dibutylaminophenyl)-3-chlorocyclobut-3-ene-1,2-dione 

Relevant academic research and scientific papers

Near infrared fluorophore-tagged chloroquine in plasmodium falciparum diagnostic imaging

Chloroquine was among the first of several effective drug treatments against malaria until the onset of chloroquine resistance. In light of diminished clinical efficacy of chloroquine as an antimalarial therapeutic, there is potential in efforts to adapt

An Unsymmetrical Squaraine-Dye-Based Chemical Platform for Multiple Analyte Recognition

The design of fluorescent molecular platforms capable of responding to multiple analytes is a topic of great interest. Herein, the use of a Zn2+-complexed unsymmetrical squaraine dye, Sq–Zn2+, as a chemical platform for recognizing structurally distinct analytes is reported. The squaraine ring is substituted on one side with a dipicolylamine unit, which acts as the metal ion receptor, whereas the other part of the molecule carries a dibutylaniline moiety, which is an electron donor. The molecular system is unique because it can respond specifically to different types of analytes, namely, atmospheric carbon dioxide, cyclic phosphates, and picric acid. Moreover, the interaction of these analytes can be monitored colorimetrically and fluorimetrically, which favors both qualitative and quantitative analyses. The distinct response towards cyclic and linear phosphates, as well as the selective response towards picric acid, among the various nitroaromatic compounds was achieved with sensitivity at the ppm level. The flexible coordination offered by Zn2+ plays a significant role in the discrimination of these analytes with high specificity. Dye Sq–Zn2+ introduced herein is a single-molecule construct that can be used for the selective and sensitive response towards analytes of environmental and biological relevance.

Photovoltaic Devices Prepared through a Trihydroxy Substitution Strategy on an Unsymmetrical Squaraine Dye

A series of unsymmetrical arene-1,3-squaraine (USQ) derivatives with two, three, or four hydroxy (?OH) substituents, namely, USQ-2-OH, USQ-3-OH, or USQ-4-OH, respectively, were designed and synthesized, and the effect of the number of hydroxy groups on the optoelectronic properties of USQs were investigated. Despite the three compounds having similar UV/Vis absorption and HOMO energy levels, solution-processed bulk-heterojunction (BHJ) small-molecule organic solar cells with USQ-3-OH as electron-donor materials exhibit the highest power conversion efficiency of 6.07 %, which could be mainly attributed to the higher hole mobility and smaller phase separation. It is also noteworthy that the short-circuit current (Jsc) of the USQ-3-OH-based device is as high as 14.95 mA cm?2, which is the highest Jsc values reported for squaraine-based BHJ solar cells to date. The results also indicate that more ?OH substituents on squaraine dyes do not necessarily lead to better photovoltaic performance.

Asymmetrical squaraine cyanine dye probe based on substituted aniline, preparation method and application thereof

The invention belongs to the field of chemical analysis test and specifically relates to an asymmetrical squaraine cyanine dye probe based on substituted aniline as well as a preparation method and an application thereof. The method comprises the followin

Unsymmetrical squaraines with new linkage manner for high-performance solution-processed small-molecule organic photovoltaic cells

Squaraines are promising donor materials because of their strong and broad absorption band in the visible and near infrared regions which is suitable for application in organic photovoltaic (OPV) cells. Two unsymmetrical squaraines (USQs), namely BIBISQ and TIBISQ, with two electron-donating aryls directly linked to the electron-withdrawing squaric acid core (Y-manner) can act as high performance donor materials for solution-processed bulk-heterojunction (BHJ) OPV cells. Both USQs show ideal low bandgaps (1.47 eV for BIBISQ and 1.39 eV for TIBISQ) with an intense and broad absorption band in the range of 500-900 nm, and relatively low HOMO levels of ～-5.10 eV. The BHJ-OPV device based on both of them simultaneously showed excellent short current density (Jsc) (over 13 mA cm-2), open circuit voltage (Voc) (0.84 V), fill factor (FF) (0.49) and power conversion efficiency (PCE) of over 5% under a blend ratio of USQs:PC71BM = 1:3. These results indicate that the two USQs are quite promising candidates for small molecular (SM) OPV cells and the Y-manner should be a quite successful linking method for USQs.

Development of asymmetrical near infrared squaraines with large Stokes shift

A new strategy of obtaining large Stokes shift squaraine dyes is reported. Archetypal near infrared squaraines typically have very sharp absorption peaks and small Stokes shifts due to their very rigid ground and excited state molecular structures. TDDFT

Self-assembled near-infrared dye nanoparticles as a selective protein sensor by activation of a dormant fluorophore

Design of selective sensors for a specific analyte in blood serum, which contains a large number of proteins, small molecules, and ions, is important in clinical diagnostics. While metal and polymeric nanoparticle conjugates have been used as sensors, small molecular assemblies have rarely been exploited for the selective sensing of a protein in blood serum. Herein we demonstrate how a nonspecific small molecular fluorescent dye can be empowered to form a selective protein sensor as illustrated with a thiol-sensitive near-IR squaraine ( Sq) dye (λabs= 670 nm, λem= 700 nm). The dye self-assembles to form non fluorescent nanoparticles (Dh = 200 nm) which selectively respond to human serum albumin (HSA) in the presence of other thiol-containing molecules and proteins by triggering a green fluorescence. This selective response of the dye nanoparticles allowed detection and quantification of HSA in blood serum with a sensitivity limit of 3 nM. Notably, the Sq dye in solution state is nonselective and responds to any thiol-containing proteins and small molecules. The sensing mechanism involves HSA specifi c controlled disassembly of the Sq nanoparticles to the molecular dye by a noncovalent binding process and its subsequent reaction with the thiol moiety of the protein, triggering the green emission of a dormant fluorophore present in the dye. This study demonstrates the power of a self-assembled small molecular fluorophore for protein sensing and is a simple chemical tool for the clinical diagnosis of blood serum.

Ultrasound stimulated nucleation and growth of a dye assembly into extended gel nanostructures

A squaraine dye functionalized with a bulky trialkoxy phenyl moiety through a flexible diamide linkage (GA-SQ) capable of undergoing self-assembly has been synthesized and fully characterized. Rapid cooling of a hot solution of GA-SQ to 0 °C results in se

A novel squaraine dye with squaramide as a scaffold and the colorimetric detection of amine

A novel unsymmetrical squaramide-linked squaraine dye (SQ) has been synthesized through squaramide 3 and semisquaraine 6. The molecular structure of SQ has been characterized by 1H NMR, IR and MS. Due to the influence of the hydrogen bond and the solvent effect, SQ exhibits unique spectral properties compared with typical squaraine dyes. For its excellent ability of binding primary amine, SQ is a promising receptor of recognizing primary amine.

Squaraine-based colorimetric and fluorescent sensors for Cu2+-specific detection and fluorescence imaging in living cells

New squaraine-based chemosensors SQ1 and SQ2 functionalized with 2-picolyl units were first synthesized and used as highly selective and sensitive colorimetric and fluorometric dual-channel sensors for Cu2+-specific recognition in aqueous systems. Among a series of individual metal ions, only Cu2+ could result in dramatic color changes. We also evaluated their capability of biological applications and found that SQ2 could be successfully employed as a Cu2+-selective probe in the fluorescence imaging of living cells.