2013
DOI: 10.1002/anie.201306503
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Mechanically Induced Multicolor Switching Based on a Single Organic Molecule

Abstract: Asserting its independence: A single organic molecule containing pyrene and rhodamine B chromophores separated by a peptide spacer formed a mechanochromic material whose fluorescence could be switched from blue to bluish-green and reddish by grinding. Modulation of the overlapped packing pattern of the pyrene excimer for blue emission was crucial for the reversible tricolored switching observed.

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Cited by 203 publications
(97 citation statements)
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“…With this in mind, we synthesized as eries of organic molecules with different numberso fp henylalanine molecules as the spacers to link the chromophores of pyrene and rhodamine B. Interestingly,t he molecules with tetra-or pentaphenylalanine (23 and 24)a st he spacers exhibited areversible tricolor switch upon the sequential increase of external forces ( Figure 22). [36] The initial 23 and 24 emitted blue luminescence at 440 nm, 435 nm, respectively,b ecause of the partially overlapped packing of excimer Ii nahelical-like hexagonal column. Upon slight grinding, the assembled structures were destroyed, which led to as andwich stacking of the pyrene moieties and resulted in ac hange in fluorescencef rom blue to bluish-green (23:4 80 , 24:4 65 nm).…”
Section: Multicolor Switch Through Mechanical Control Of Both the Supmentioning
confidence: 98%
“…With this in mind, we synthesized as eries of organic molecules with different numberso fp henylalanine molecules as the spacers to link the chromophores of pyrene and rhodamine B. Interestingly,t he molecules with tetra-or pentaphenylalanine (23 and 24)a st he spacers exhibited areversible tricolor switch upon the sequential increase of external forces ( Figure 22). [36] The initial 23 and 24 emitted blue luminescence at 440 nm, 435 nm, respectively,b ecause of the partially overlapped packing of excimer Ii nahelical-like hexagonal column. Upon slight grinding, the assembled structures were destroyed, which led to as andwich stacking of the pyrene moieties and resulted in ac hange in fluorescencef rom blue to bluish-green (23:4 80 , 24:4 65 nm).…”
Section: Multicolor Switch Through Mechanical Control Of Both the Supmentioning
confidence: 98%
“…[7] Despite appealing optoelectronic properties accompanied with conventional disc PA Hs,the strong p-p stacking severely limited their molecular rearrangements for the MCF process.T hus, large PA Hs have rarely been recognized as mechano-responsive luminogens.T he synthetic versatility of PA Hs chemistry, has enabled various dynamic phase behaviors and structures, as well as tunable fluid and long-range ordering. [9] Herein, we demonstrated that the marriage of columnar mesogens from novel discotic PA Hs,a nd MCF characters,o ffered new platform for multifunctional stimuliresponsive soft materials,a nd provided new opportunities to understand their optical behavior under mechanical force. [9] Herein, we demonstrated that the marriage of columnar mesogens from novel discotic PA Hs,a nd MCF characters,o ffered new platform for multifunctional stimuliresponsive soft materials,a nd provided new opportunities to understand their optical behavior under mechanical force.…”
mentioning
confidence: 94%
“…Following the principle of color mixing, myriad emission colors with aw ide range from orange to purple and across white zone in astraight line in the chromaticity diagram of the Commission Internationale de lEclairage (CIE) can be obtained by simply mechanical grinding the compound. [4][5][6][7][8][9][10][11] Many studies have been conducted on mechano/piezo-responsive organic luminescent materials,a lso known as mechanoluminochromic materials.H owever,s tudies focusing on the switching range of the emission of such materials remain limited. [3] Ther elationship in the molecular level between the emission properties of organic luminescent materials and the external pressure or mechanical stimuli has recently gained considerable attention because the knowledge of such ar elationship is essential to real-world applications of the "smart" materials.…”
mentioning
confidence: 99%
“…[3] Ther elationship in the molecular level between the emission properties of organic luminescent materials and the external pressure or mechanical stimuli has recently gained considerable attention because the knowledge of such ar elationship is essential to real-world applications of the "smart" materials. [4][5][6][7][8][9][10][11] Many studies have been conducted on mechano/piezo-responsive organic luminescent materials,a lso known as mechanoluminochromic materials.H owever,s tudies focusing on the switching range of the emission of such materials remain limited. [11,12] On the other hand, although the compounds are constructed with complex molecular structures,t hese single organic compounds generally exhibit only one kind of emission, either fluorescent or phosphorescent, in the solid state.…”
mentioning
confidence: 99%
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