Synthesis and characterization of symmetric and non-symmetric bis-spiropyranylethyne

Cho, Young Jin; Rho, Kee Yoon; Kim, Sung-Hoon; Keum, Sam‐Rok; Yoon, Cheol Min

doi:10.1016/s0143-7208(99)00067-4

Cited by 21 publications

(15 citation statements)

References 4 publications

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“…[4][5][6][7][8][9][10][11][12][13][14][15] However, the synthesis and characterization of oligomers or polymers containing spiropyran moieties in the main backbone have not been well investigated. [16][17][18][19][20][21][22][23] Herein, we report the synthesis and characterization of conjugated bis-spiropyran derivatives. To investigate the effect of connectivity, several bis-spiropyran molecules having connection at different positions were prepared (Scheme 2).…”

mentioning

confidence: 99%

Synthesis and Characterizations of Bis-Spiropyran Derivatives

Lee¹,

Ji²,

Kang³

2012

Bulletin of the Korean Chemical Society

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We synthesized three different derivatives of bis-spiropyran using simple organic reactions with high yields. BSP1, a derivative of bis-spiropyran having a connection at the position 6' and BSP2, a derivative of bisspiropyran having a connection at the position 5 and BSP3, a derivative of bis-spiropyran containing a dithienylethene group between two spiropyran moieties were synthesized. The optical properties of BSPs were characterized. UV-Vis spectra showed that BSPs exhibit reversible photo-isomerization and the efficiency of photo-isomerization is highly dependent on the position of nitro group. BSPs having nitro group at para position of hydroxy group showed the higher efficiency of photo-isomerization that the one having nitro group at ortho position. The optical microscope images obtained under ultraviolet or visible light exposure demonstrated that the formation of nanorods can be reversibly controlled by optical signal.

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confidence: 99%

Synthesis and Characterizations of Bis-Spiropyran Derivatives

Lee¹,

Ji²,

Kang³

2012

Bulletin of the Korean Chemical Society

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“…A large variety of applications for photoresponsive molecules has been investigated in highlevel technologies such as controlling the conformation and activity of biomolecules [1][2][3], sensors [4][5][6][7][8][9][10], data recording, optical storage, optical switching [11][12][13][14], displays, non-linear optics [15][16][17][18], and other photochemical and photophysical reactions [19,20].…”

Section: Introductionmentioning

confidence: 99%

“…In these molecules, spiropyrans which have unique molecular binding abilities, and signal transduction functions are known as important classes [12,13,27]. Because, the stability and photosensitivity of spiropyrans are strongly dependent on the substituent, the design of novel structures of these photoswitches and the investigation of their optical behaviour are interesting [14,15,28].…”

Section: Introductionmentioning

confidence: 99%

Development of molecular photoswitch with very fast photoresponse based on asymmetrical bis-azospiropyran

Nourmohammadian

Abdi

2016

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…In fact, photoresponsive systems with controllable light induced color, have a vast variety of applications due to their potential use in high level technologies such as sensors, [1][2][3][4][5] biology, 6 data recording, optical storage, optical switching, 7-10 displays, and non-linear optics. [11][12][13] Among the molecular switches, those with reversible ring closure have drawn much attention owing to the well-separated absorption bands of the two isomers. 14,15 In the these molecules, spiropyrans are important classes with interesting unique molecular binding abilities and signal transduction functions.…”

Section: Introductionmentioning

confidence: 99%

“…Two zwitterionic merocyanine units are provided with a more sensible system as they possess more sensitivity and molar capacity than mono spiropyran. 14 There are a few studies on bis-spiropyran systems and their unique properties, 8,11,14,[18][19][20][21][22][23] but to the best of our knowledge, bis-azospiropyran systems have not been reported yet.…”

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confidence: 99%

Symmetric Bis-Azospiropyrans: Synthesis, Characterization and Colorimetric Study

Nourmohammadian¹,

Abdi²

2013

Bulletin of the Korean Chemical Society

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Synthesis and characterization of some novel symmetric bis-azospiropyrans are reported in this study. These bis-azospiropyrans are bifunctional chromophores with two spiropyrans linked by a bis-azo extended aromatic system that produce more color strength (large molar absorption coefficient in mero forms) due to appending two azospiropyran chromophores on one molecule. ) at the same conditions. Such high molar absorption coefficients confers high sensitivity to light and more color intensity of mero form, that leads to improvement of their light sensitivity and better discrimination of spiro (OFF) form from mero (ON) ones in molecular switches. The structures were deduced from their MS, FT-IR, and 1 H-NMR spectroscopic data and CHN analysis. All the synthesized photochemically bifunctional compounds revealed fluorescent emission in their colorless form which was faded out after exposing to UV light. Fluorescence quantum yield values of the mero forms were 0.25-0.81 and two high fluorescence quantum yield values (0.60 and 0.81) were found in these series.

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Synthesis and characterization of symmetric and non-symmetric bis-spiropyranylethyne

Cited by 21 publications

References 4 publications

Synthesis and Characterizations of Bis-Spiropyran Derivatives

Synthesis and Characterizations of Bis-Spiropyran Derivatives

Development of molecular photoswitch with very fast photoresponse based on asymmetrical bis-azospiropyran

Symmetric Bis-Azospiropyrans: Synthesis, Characterization and Colorimetric Study

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