107885-39-2

Upstream product

• 50-00-0 formaldehyd 
• 33703-64-9 1-(p-nitrophenyl)-2-hydroxycyclobutene-3,4-dione 
• 107885-40-5 3-chloro-4-(4-dimethylamino-phenyl)-cyclobut-3-ene-1,2-dione 
• 2892-63-9 3,4-Dichlorocyclobut-3-ene-1,2-dione 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 134073-30-6 2-(4-Dimethylamino-2-methyl-phenyl)-4-(4-dimethylamino-phenyl)-cyclobutane-1,3-dione 
• 118418-01-2 4-(distearylamino)phenyl-4'-(dimethylamino)phenylsquaraine 

Relevant academic research and scientific papers

Highly selective and sensitive colourimetric detection of Hg2+ ions by unsymmetrical squaraine dyes

A novel class of sulphonate group containing unsymmetrical squaraine dyes has been synthesized. These dyes show a selective and sensitive affinity towards Hg2+ in methanol and are practically insensitive to most other environmentally and biologically relevant metal ions. Isothermal titration calorimetric (ITC) studies and High Resolution Mass Spectral (HRMS) analysis indicate a 1:1 binding mode. 1H and 13C NMR of the isolated Dye...Hg2+ adduct showed an unusual addition reaction of Hg2+ along the phenyl-squarate carbon-carbon bond which was also supported by TD-DFT calculations using PM6 level geometries.

SQUARYLIUM COMPOUND, DYE COMPOSITION, FILM, OPTICAL FILTER, SOLID STATE IMAGE SENSOR, IMAGE DISPLAY DEVICE AND INFRARED SENSOR

PROBLEM TO BE SOLVED: To provide a squarylium compound that can achieve both of shielding properties in the near-infrared region and transmitting properties in the visible region. SOLUTION: A squarylium compound has a chemical structure represented by formula (1) (R1 is a substituted/unsubstituted aliphatic hydrocarbon group, or a substituted/unsubstituted aromatic ring group; in the formula (1) a naphthalene ring may have any substituent and may further form a condensed ring; A is a substituted/unsubstituted aromatic ring group). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Novel glycoconjugated squaraine dyes for selective optical imaging of cancer cells

Novel glycoconjugated squaraine dyes were synthesized, which exhibited excellent internalization in tumor cells and are potent fluorogenic imaging probes for tumor selective optical imaging.

The synthesis and 1O2 photosensitization of halogenated asymmetric aniline-based squaraines

The halogenated (brominated or iodinated) squaraines have promising potential in the application of photodynamic therapy (PDT). Though aniline-based squaraines are the most classical squaraine dyes, no halogenated derivatives with the halogen atoms directly incorporated in the conjugation skeleton of the squaraine chromophore have been reported so far. In this work, a stepwise synthetic approach, i.e. by way of the halogenated semi-squaraines, was applied successfully to prepare halogenated asymmetric aniline-based squaraines. Such a structure makes iodine atoms be able to exert significant heavy atom effect on the intersystem crossing (ISC) efficiency of the squaraine dye. As a result, the iodinated asymmetric squaraine (SQ-OH-I) exhibits a singlet oxygen ( 1O2) quantum yield as high as 0.54. In contrast, the 1O2 quantum yield of the non-halogenated squaraine analogue (SQ-OH) is only 0.02. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2011.

Squaric Acids: A New Motif for Designing Inhibitors of Protein Tyrosine Phosphatases

(Equation presented) Protein tyrosine phosphatases (PTPases) are important targets in medicinal chemistry. These enzymes play a role in a number of human diseases, including type II diabetes and infection by Yersinia pestis, the causative agent of bubonic

A controlled supramolecular approach toward cation-specific chemosensors: Alkaline earth metal ion-driven exciton signaling in squaraine tethered podands

Three different squaraine tethered bichromophoric podands 3a-c with one, two, and three oxygen atoms in the podand chain and an analogous monochromophore 4a were synthesized and characterized. Among these, the bichromophores 3a-c showed high selectivity toward alkaline earth metal cations, particularly to Mg2+ and Ca2+ ions, whereas they were optically silent toward alkali metal ions. From the absorption and emission changes as well as from the Job plots, it is established that Mg2+ ions form 1:1 folded complexes with 3a and 3b whereas Ca2+ ions prefer to form 1:2 sandwich dimers. However, 3c invariably forms weak 1:1 complexes with Mg2+, Ca2+, and Sr2+ ions. The signal output in all of these cases was achieved by the formation of a sharp blue-shifted absorption and strong quenching of the emission of 3a-c. The signal transduction is achieved by the exciton interaction of the face-to-face stacked squaraine chromophores of the cation complex, which is a novel approach of specific cation sensing. The observed cation-induced changes in the optical properties are analogous to those of the "H" aggregates of squaraine dyes. Interestingly, a monochromophore 4a despite its binding, as evident from 1H NMR studies, remained optically silent toward Mg2+ and Ca2+ ions. While the behavior of 4a toward Mg2+ ion is understood, its optical silence toward Ca2+ ion is rationalized to the preferential formation of a "Head-Tail-Tail-Head" arrangement in which exciton coupling is not possible. The present study is different from other known reports on chemosensors in the sense that cation-specific supramolecular host-guest complexation has been exploited for controlling chromophore interaction via cation-steered exciton coupling as the mode of signaling.

Squaraine chemistry. A new approach to symmetrical and unsymmetrical photoconductive squaraines. Characterization and solid state properties of these materials

A new approach to 1-(p-dimethylaminophenyl)-2-hydroxycyclobutene-3,4-dione (4), a precursor for the synthesis of symmetrical and unsymmetrical photoconductive squaraines, is described.In situ generation of p-nitrophenyl ketene, by the reaction of p-nitrop