• Journal of the Korean Chemical Society
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• v.48 no.5
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• pp.537-541
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• 2004

• Textile Coloration and Finishing
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• v.19 no.5
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• pp.24-29
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• 2007

It is well known that certain classes of dye are reducible to stable colorless leuco compounds, which can be oxidized in air back to the colored species. We now reported that bis(4-dialkylaminophenyl)squaraine dyes are readily reduced in solution by borohydride to give alkali soluble leuco compound, which exists in the 3-hydroxy 2,4-bis(4-dialkylaminophenyl)cyclobuten-one. New alkylamine leuco compounds were synthesized by the reaction of leuco chloro-squaraine with alkylamine derivatives. The leuco compounds are easily isolated and can be air oxidized back to the squaraine dyes. These dyes have many technical application. e.g. in xerography, solar cell, optical recording material, redox indicators, and enzyme assays.

• Proceedings of the Korean Society of Dyers and Finishers Conference
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• 2003.04a
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• pp.29-31
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• 2003

The 1,3-bis(4-aminoaryl)squaraines showed colour change behaviour, they were found to undergo reduction with sodium borohydride in solution to give colourless leuco compounds, which oxidised readily in air back to the coloured squaraine dye. We have shown that oxidation of the parent leuco-squaraines gives the neutral squaraine system. Initial observations indicated that the derivatives gave new long-wavelength absorbing chromophores, and It is interesting to note that the onidation of the leuco squaraines did initially produce a species absorbing at longer wavelengths than the parent squaraine dye. This colour-change redox behaviour has potential in the area of peroxidase-based bioassays and artificial camouflage.

• Journal of Radiopharmaceuticals and Molecular Probes
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• v.6 no.2
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• pp.177-181
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• 2020

Dual-modality imaging strategy using near-infrared fluorescence (FLI) and photoacoustic imaging (PAI) demands a suitable probe to enable dual-modular signal production. Herein, we demonstrate a synthetic protocol of small molecular dye for dual-modular FLI and PAI. A condensation reaction between squaric acid and carboxypentyl benzoindolium, and followed by basic hydrolysis to give the benzoindole derived squaraine (BSQ) dye in 49% yield. Next, the carboxylic acid group of BSQ was further functionalized with N-hydroxysuccinimide or azide group for an efficient conjugation with a targeting biomolecule. BSQ showed a maximum fluorescent emission at around 680 nm and the photoacoustic signal reached a maximum intensity at 680-700 nm. Based on these results, we conclude that BSQ analogs will be useful probes for dual-modular (FLI/PAI) imaging studies in animal models.

• Textile Coloration and Finishing
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• v.18 no.5 s.90
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• pp.53-60
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• 2006

The 1,3-bis(4-aminoaryl)squaraines showed color, change behavior, they were found to undergo reduction with sodium borohydride in solution to give colorless leuco compounds, which oxidized readily in air back to the colored squaraine dye. We have shown that initial observations indicated that the derivatives synthesized gave new donor-acceptor chromophores. It is also interesting to note than the oxidation of the leuco squaraines did initially produce a species absorbing about 630-680 wavelengths. The 1,3-squaraines have found many uses as near-infrared absorbers, laser dyes and photoconductive materials. Furthermore their color-change redox behavior has potential in the area of peroxidase-based bioassaysas oxidation sensitive indicator systems were investigated.

• Proceedings of the Materials Research Society of Korea Conference
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• 1994.05a
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• pp.142-142
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• 1994

• Bulletin of the Korean Chemical Society
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• v.26 no.3
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• pp.428-432
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• 2005

Squarylium or squaraine dyes are derived from 1,2-dihydroxycyclobuten-3,4-dione, otherwise known as squaric acids. They are two principal types: the 1,2-bisdonorsubstituted derivatives, and the 1,3-bisdonorsubstituted derivatives. The former are essentially merocyanines and have no distinctive properties, whereas the latter represent a unique type of chromophore, which is neither a merocyanines nor cyanine and has exceptional light absorption characteristics. They also have many functional applications based on their special properties. Thus it was the objective of this research project to synthesize a range of 1,3-squarylium dyes of widely differing structural types, and to investigate their light absorption and fluorescence properties in general, and the color change properties of appropriate examples in particular. Also in this study, the various pHinduced colour change processes were examined.

• Journal of the Institute of Electronics Engineers of Korea SD
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• v.37 no.6
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• pp.17-23
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• 2000

In this study, we prepared red organic light-emitting-diode(OLED) with a fluorescent dye(Sq)-doped and inserted between emission and cathode layer 1,3-bis(5-p-t-butylphenyl)-1,3,4-oxadiazol-2-yl)benzene (OXD7) or/and tris(8-hydroxyquinoline) aluminum ($Alq_3$) layers for increasing electroluminescent(EL) efficiency. This inserting effect has been observed and EL mechanism characteristics have been examined. The hole transfer layer is a N,N'-diphenyl-N,N'-bis-(3-methyl phenyl)-1,1'-diphenyl-4,4'-diamine (TPD), and the host and guest materials of emission layer is $Alq_3$ and bis[1-methyl-3,3'-dimethyl-2-indorindiylmethyl] squaraine (Sq), respectively. For the inserting of $Alq_3$, emission efficiency increased. But we can not obtained highly pure red emission owing to the emission of inserting $Alq_3$ layer. The inserting of OXD7 makes hole block and accumulate. Because of increasing recombination probability of electron and hole, highly pure red color can be held. Simultaneously brightness characteristics and emission efficiency could improve.