• Title/Summary/Keyword: Squarylium

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Syntheses and Characteristics of Polymethine Squarylium and Croconium Dyes (Squarylium, Croconium계 Polymethine 색소의 합성과 특성)

  • Kim, Sung Hoon;Hwang, Seok Hwan;Song, Han Chul;Yoon, Nam Sik
    • Journal of the Korean Chemical Society
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    • v.40 no.12
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    • pp.741-747
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    • 1996
  • The syntheses and absorption spectra of squarylium and croconium dyes were studied. IR data and negative solvatochromism revealed that squarylium dyes have symmetrical 1,3-bonded squarylium rings. A new class of unsymmetrical squarylium dyes and their precursor have also been synthesized. The λmax of croconium dyes undergoes a bathochromic shift of about 100 nm compared with corresponding squarylium dyes. This shift can he calculated by the Pariser-Parr-Pople molecular orbital method.

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Electrical Properties of Amphiphillic Squarylium Dye Ultra Thin Films (양친매성 스쿠아릴리움색소 초박막의 전기적 특성)

  • Jeong, Soon-Wook
    • Journal of the Korean Applied Science and Technology
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    • v.20 no.2
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    • pp.177-181
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    • 2003
  • Ultra-thin films of amphiphillic squarylium dye were prepared on the hydrophillic substrate by Langmuir-Blodgett(LB) technique. In this study, the photoelectric properties of a amphiphillic squarylium dye LB film was investigated. The visible light(${\lambda}$ = 684nm ) of xenon lamp was illuminated on the amphiphillic squarylium dye LB films and light absorptivity and photoconductivity were observed. The photoconductivity was nearly constant regardless of nominal layer number. The photoelectric properties of the amphiphillic squarylium dye LB films with bottom electrode showed better than that top electrode.

Photosensitive Effects of Poly(vinyl cinnamoyl acetate) by New Squarylium Dyes(II) (신규 Squarylium Dyes에 의한 Poly(vinyl cinnamoyl acetate)의 고감도화(II))

  • 손세모;곽선엽
    • Journal of the Korean Graphic Arts Communication Society
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    • v.18 no.1
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    • pp.113-120
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    • 2000
  • A previous paper was reported in being sensetized photopolymer, poly(vinyl cinnamoyl acetate) (PVCiA)1) with some squarylium dyes such as 1,3-bis(4 or 6-trifluouomethy1-1,3,3-trimethylindo) squarylium dyes(TFSQ). Here, we synthesized new 1,3-bis(4 or 6-nitro-1,3,3-trimethylindo) squarylium dyes(NISQ) to sensetize photopolymer, such as poly(vinyl cinnamoyl acetate). Absorption's coefficient of (NISQ8) is 8.5x105, the sensitivity of PVCiA added with NISQ8(3%) was highly sensitized 8 times than not added, and 2 times than TFSQ8(3%). Maybe, high absorption'scoefficient and red shift of NISQs with strongly withdrawing group to TFSQs afford to the high sensitivity of PVCiA.

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Fabrication as Ultra-thin films of Amphiphilic Squarylium dye by the Langmuir-Blodgett Technique (랭뮤어-블로젯법에 의한 양친매성 스쿠아릴리움 색소의 초박막 제작)

  • Jeong, Sun-Uk
    • Korean Journal of Materials Research
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    • v.9 no.6
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    • pp.595-598
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    • 1999
  • Ultra-thin films of amphiphilic Squarylium dye were prepared on the hydrophilic glass substrate by Langumuir-Blodgett(LB) technique. From the measurement of the surface pressure-area($\pi$-A) isotherm at air-water interface, it was found that amphiphilic Squarylium dye can form the stable monolayers. Using the LB technique, the Z-type monolayer assembly can be obtained. The amphiphilic Squarylium dye LB films exhibit λ\ulcorner at 684nm. The absorption is significantly red-shifted from solution of amphiphilic Squarylium dye(637nm in chloroform), suggesting that the Squarylim chromophores form J-aggregate in the LB film.

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Coloration of Glasses with Squarylium Dye by Sol-Gel Process (Sol-Gel법을 이용한 Squarylium색소의 유리착색)

  • 김성훈;한선경;송경헌;임용진
    • Textile Coloration and Finishing
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    • v.6 no.1
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    • pp.49-53
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    • 1994
  • The transparent coloration of glasses has been successfully achieved by coated glass surface with squarylium dye by the sol-gel colored coating method. Treatment of sol-gel colored coating layer with HCI(g) greatly decreases the absorbance at λ$_{max}$, that increases exposure to $NH_{3}$(g) and the reversible color-colorless responce was extremely rapid.d.

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Photosensitive Effect of Poly(vinyl cinnamoyl acetate) by New Squarylium Dyes(I) (신규 Squarylium Dyes 증감제에 의한 Poly(vinyl cinnamoyl acetate)의 고감도화(I))

  • 손세모;박진화
    • Journal of the Korean Graphic Arts Communication Society
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    • v.16 no.3
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    • pp.1-13
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    • 1998
  • Some photopolymer, poly(vinyl cinnamoyl acetate)(PVCiA) was synthesized by esterification of polymer(vinyl alcohol(PVA) with monochloroacetic acid, followed by reaction poly(vinyl monochloroacetate)(PVChA) and potassium cinnamate. When esterification of PVA with monochloroacetic acid was reacted in the dimethyl sulfoxide(DMSO), in the synthesis of PVChA, it is very good yield and the successive cinnamoyl acetoxyl esterification of PVCiA can be successfully synthesized. But PVCiA is low photosensitive polymer if not added photosensitizing dyes. Here, we synthesized photosensitizing dyes. trifluoromethylindol squarylium dye derivatives(TFSQ). Indolization of 3-trifluoromethylphenyl-hydrazine formed 4- and 6-substituted indoles, the rate of 4- and 6-substituted indoles is close to unity. Absorption's coefficient of 1,3-bis(4-trifluoromethyl-1,3,3-trimethylindol) squarylium dye(TFSQ) is 7.57$\times$10\ulcorner, PVCiA added with TFSQ(3%) was highly sensitized six times than not added.

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The Novel Functional Chromophores Based on Squarylium Dyes

  • Park, Soo-Youl;Jun, Kun;Oh, Sea-Wha
    • 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.

Synthesis of New pyridyl Squarine Dyes and Application to Poly(vinyl cinnamoyl actate)(III) (신규 pyridyl Squarine Dyes의 합성 및 Poly(vinyl cinnamoyl actate)의 고감도화(III))

  • 손세모
    • Journal of the Korean Graphic Arts Communication Society
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    • v.18 no.2
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    • pp.143-151
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    • 2000
  • A previous paper was reported in being sensetized photopolymer, poly(vinyl cinnamoyl acetate)(PVCiA)$^{1.2)}$ with some squarylium dyes such as 1,3-bis(4 or 6-trifluoromethyl-1,3,3-trimethylindo)squarylium dyes(TFSQ) and 1,3-bis(4 or 6-nitro-1,3,3-trimethylindo)(NISQ). Here, we synthesized new 1,3-bis(1,3,3-trimethylpyridylindo)squarylium dyes(PSQD) to sensetize photopolymer, such as poly(vinyl cinnamoyl acetate). Absorption's coefficient of (PSQDI) was 9.78$\times$10$^{5}$ , highest absorption's coefficient among them synthesized by author, and the sensitivity of PVCiA added with PSQD1 (3%) was highly sensitized about 16 times than not added, and higher than NISQ(3%). PSQD1 with substituted 4 and 7 positions by nitrogen is rich in n-$\pi$* transition, resulted in high absorption's coefficient, red shift for another squarylium dyes, and afforded to the highest sensitivity of PVCiA.

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