Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes
Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive m...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Liu, Yanshan [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2017transfer abstract |
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| Schlagwörter: |
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| Umfang: |
8 |
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| Übergeordnetes Werk: |
Enthalten in: A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells - Haghgoo, M. ELSEVIER, 2020, Amsterdam [u.a.] |
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| Übergeordnetes Werk: |
volume:145 ; year:2017 ; pages:391-398 ; extent:8 |
| Links: |
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| DOI / URN: |
10.1016/j.dyepig.2017.06.001 |
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ELV014838249 |
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| 245 | 1 | 0 | |a Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes |
| 264 | 1 | |c 2017transfer abstract | |
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| 520 | |a Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. | ||
| 520 | |a Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. | ||
| 650 | 7 | |a Tetrahydropyrimidine |2 Elsevier | |
| 650 | 7 | |a Enantiomer |2 Elsevier | |
| 650 | 7 | |a Molecular packing mode |2 Elsevier | |
| 650 | 7 | |a Mechanofluorochromism |2 Elsevier | |
| 650 | 7 | |a Polymorphism |2 Elsevier | |
| 700 | 1 | |a Ye, Ziwei |4 oth | |
| 700 | 1 | |a Zhao, Min |4 oth | |
| 700 | 1 | |a Chen, Qianting |4 oth | |
| 700 | 1 | |a Wang, Yazhen |4 oth | |
| 700 | 1 | |a Zhu, Qiuhua |4 oth | |
| 773 | 0 | 8 | |i Enthalten in |n Elsevier Science |a Haghgoo, M. ELSEVIER |t A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells |d 2020 |g Amsterdam [u.a.] |w (DE-627)ELV004269640 |
| 773 | 1 | 8 | |g volume:145 |g year:2017 |g pages:391-398 |g extent:8 |
| 856 | 4 | 0 | |u https://doi.org/10.1016/j.dyepig.2017.06.001 |3 Volltext |
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10.1016/j.dyepig.2017.06.001 doi GBV00000000000273A.pica (DE-627)ELV014838249 (ELSEVIER)S0143-7208(17)30674-5 DE-627 ger DE-627 rakwb eng 660 660 DE-600 690 VZ 50.31 bkl 56.11 bkl Liu, Yanshan verfasserin aut Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes 2017transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Tetrahydropyrimidine Elsevier Enantiomer Elsevier Molecular packing mode Elsevier Mechanofluorochromism Elsevier Polymorphism Elsevier Ye, Ziwei oth Zhao, Min oth Chen, Qianting oth Wang, Yazhen oth Zhu, Qiuhua oth Enthalten in Elsevier Science Haghgoo, M. ELSEVIER A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells 2020 Amsterdam [u.a.] (DE-627)ELV004269640 volume:145 year:2017 pages:391-398 extent:8 https://doi.org/10.1016/j.dyepig.2017.06.001 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 50.31 Technische Mechanik VZ 56.11 Baukonstruktion VZ AR 145 2017 391-398 8 045F 660 |
| spelling |
10.1016/j.dyepig.2017.06.001 doi GBV00000000000273A.pica (DE-627)ELV014838249 (ELSEVIER)S0143-7208(17)30674-5 DE-627 ger DE-627 rakwb eng 660 660 DE-600 690 VZ 50.31 bkl 56.11 bkl Liu, Yanshan verfasserin aut Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes 2017transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Tetrahydropyrimidine Elsevier Enantiomer Elsevier Molecular packing mode Elsevier Mechanofluorochromism Elsevier Polymorphism Elsevier Ye, Ziwei oth Zhao, Min oth Chen, Qianting oth Wang, Yazhen oth Zhu, Qiuhua oth Enthalten in Elsevier Science Haghgoo, M. ELSEVIER A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells 2020 Amsterdam [u.a.] (DE-627)ELV004269640 volume:145 year:2017 pages:391-398 extent:8 https://doi.org/10.1016/j.dyepig.2017.06.001 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 50.31 Technische Mechanik VZ 56.11 Baukonstruktion VZ AR 145 2017 391-398 8 045F 660 |
| allfields_unstemmed |
10.1016/j.dyepig.2017.06.001 doi GBV00000000000273A.pica (DE-627)ELV014838249 (ELSEVIER)S0143-7208(17)30674-5 DE-627 ger DE-627 rakwb eng 660 660 DE-600 690 VZ 50.31 bkl 56.11 bkl Liu, Yanshan verfasserin aut Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes 2017transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Tetrahydropyrimidine Elsevier Enantiomer Elsevier Molecular packing mode Elsevier Mechanofluorochromism Elsevier Polymorphism Elsevier Ye, Ziwei oth Zhao, Min oth Chen, Qianting oth Wang, Yazhen oth Zhu, Qiuhua oth Enthalten in Elsevier Science Haghgoo, M. ELSEVIER A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells 2020 Amsterdam [u.a.] (DE-627)ELV004269640 volume:145 year:2017 pages:391-398 extent:8 https://doi.org/10.1016/j.dyepig.2017.06.001 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 50.31 Technische Mechanik VZ 56.11 Baukonstruktion VZ AR 145 2017 391-398 8 045F 660 |
| allfieldsGer |
10.1016/j.dyepig.2017.06.001 doi GBV00000000000273A.pica (DE-627)ELV014838249 (ELSEVIER)S0143-7208(17)30674-5 DE-627 ger DE-627 rakwb eng 660 660 DE-600 690 VZ 50.31 bkl 56.11 bkl Liu, Yanshan verfasserin aut Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes 2017transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Tetrahydropyrimidine Elsevier Enantiomer Elsevier Molecular packing mode Elsevier Mechanofluorochromism Elsevier Polymorphism Elsevier Ye, Ziwei oth Zhao, Min oth Chen, Qianting oth Wang, Yazhen oth Zhu, Qiuhua oth Enthalten in Elsevier Science Haghgoo, M. ELSEVIER A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells 2020 Amsterdam [u.a.] (DE-627)ELV004269640 volume:145 year:2017 pages:391-398 extent:8 https://doi.org/10.1016/j.dyepig.2017.06.001 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 50.31 Technische Mechanik VZ 56.11 Baukonstruktion VZ AR 145 2017 391-398 8 045F 660 |
| allfieldsSound |
10.1016/j.dyepig.2017.06.001 doi GBV00000000000273A.pica (DE-627)ELV014838249 (ELSEVIER)S0143-7208(17)30674-5 DE-627 ger DE-627 rakwb eng 660 660 DE-600 690 VZ 50.31 bkl 56.11 bkl Liu, Yanshan verfasserin aut Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes 2017transfer abstract 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. Tetrahydropyrimidine Elsevier Enantiomer Elsevier Molecular packing mode Elsevier Mechanofluorochromism Elsevier Polymorphism Elsevier Ye, Ziwei oth Zhao, Min oth Chen, Qianting oth Wang, Yazhen oth Zhu, Qiuhua oth Enthalten in Elsevier Science Haghgoo, M. ELSEVIER A multiscale analysis for free vibration of fuzzy fiber-reinforced nanocomposite conical shells 2020 Amsterdam [u.a.] (DE-627)ELV004269640 volume:145 year:2017 pages:391-398 extent:8 https://doi.org/10.1016/j.dyepig.2017.06.001 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 50.31 Technische Mechanik VZ 56.11 Baukonstruktion VZ AR 145 2017 391-398 8 045F 660 |
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sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes |
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Sensitive mechanofluorochromism based on conversion of paired and unpaired enantiomer packing modes |
| abstract |
Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. |
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Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. |
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Mechanofluorochromic organic compounds have attracted increasing attention owing to their application in various fields. Here, dimethyl 1,3-bis(4-bromophenyl)-2-phenyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (Me-THP-2Br), a racemic C6-unsubstituted tetrahydropyrimidine with highly sensitive mechanofluorochromic characteristics based on a new mechanism is reported. Me-THP-2Br has excellent aggregation-induced emission (AIE) characteristics, that is, no emission in solution but becomes highly emissive upon aggregation. It can unusually form four stable solid forms, namely, three polymorphic crystals PC, BC and CC emitting purple, blue, cyan fluorescence respectively, and one amorphous state AS with 18–52% fluorescence quantum yields. We find that all these as-prepared solid forms can emit the same green fluorescence (490 nm) when they are ground into powder, and revert to purple fluorescence (425 nm) upon fuming/heating. The green and purple emissions can be switched reversibly by grinding-fuming/heating process. In addition, the ground powder of Me-THP-2Br can be used as an excellent rewritable material. More importantly, its sensitive mechanofluorochromism proves to originate mainly from conversion between the paired RS-packing and unpaired RR/SS-packing of enantiomers, which is first reported. Since racemic organic compounds can be easily obtained by chemical synthetic methods, more racemic organic fluorophores with sensitive mechanofluorochromism are expected to be developed. |
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