AU2021101799A4 - Eutectic compound with solid fluorescence property and preparation method and application thereof - Google Patents

Eutectic compound with solid fluorescence property and preparation method and application thereof Download PDF

Info

Publication number
AU2021101799A4
AU2021101799A4 AU2021101799A AU2021101799A AU2021101799A4 AU 2021101799 A4 AU2021101799 A4 AU 2021101799A4 AU 2021101799 A AU2021101799 A AU 2021101799A AU 2021101799 A AU2021101799 A AU 2021101799A AU 2021101799 A4 AU2021101799 A4 AU 2021101799A4
Authority
AU
Australia
Prior art keywords
eutectic compound
preparation
solid
present
fluorescence property
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
AU2021101799A
Inventor
Zhanguo JIANG
Huimin ZENG
Caihong ZHAN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Normal University CJNU
Original Assignee
Zhejiang Normal University CJNU
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zhejiang Normal University CJNU filed Critical Zhejiang Normal University CJNU
Application granted granted Critical
Publication of AU2021101799A4 publication Critical patent/AU2021101799A4/en
Ceased legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F11/00Compounds containing elements of Groups 6 or 16 of the Periodic Table
    • C07F11/005Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18Metal complexes
    • C09K2211/188Metal complexes of other metals not provided for in one of the previous groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Luminescent Compositions (AREA)

Abstract

Austracy The present invention belongs to the field of composite materials, and discloses a eutectic compound with solid fluorescence property and a preparation method and application thereof. The eutectic compound {[C2 8 H3 1ClN 2 0 3 ]2 [N(C 4H 9) 4 ]2 }[a-M oO2 is obtained by originally dissolving and recrystallizing anionic molecular clusters {U-Mo 8 O 26 } and cationic organic fluorescent dye molecule rhodamine 6G. Compared with solid rhodamine 6G, the fluorescence intensity of the eutectic compound is enhanced by nearly 14 times. The composite material synthesized by the present invention not only enriches the application of polyoxometallates in solid luminescence, but also provides valuable experience for researchers to further research solid luminescent materials and for the research hotspot in luminescence and luminescence mechanisms of aggregates in recent years. 1 Drawings of Description yO Mc 00 N H 1C Fig. 1 ON H Fig.2 1

Description

Austracy
The present invention belongs to the field of composite materials, and discloses a eutectic compound with solid fluorescence property and a preparation method and application thereof. The eutectic compound {[C2 8 H3 ClN 1 20 ][N(C 4 H ) 49 2 ] }[a-M 3 2 oO 2 is obtained by originally dissolving and recrystallizing anionic molecular clusters {U-Mo 8 O 26 } and cationic organic fluorescent dye molecule rhodamine 6G. Compared with solid rhodamine 6G, the fluorescence intensity of the eutectic compound is enhanced by nearly 14 times. The composite material synthesized by the present invention not only enriches the application of polyoxometallates in solid luminescence, but also provides valuable experience for researchers to further research solid luminescent materials and for the research hotspot in luminescence and luminescence mechanisms of aggregates in recent years.
Drawings of Description
yO
Mc
00
N H
1C Fig. 1
ON H
Fig.2
Description
EUTECTIC COMPOUND WITH SOLID FLUORESCENCE PROPERTY AND PREPARATION METHOD AND APPLICATION THEREOF
Technical Field
The present invention belongs to the field of composite materials, and particularly relates to a eutectic compound with solid fluorescence property and a preparation method and application thereof.
Background Fluorescence is a characteristic of substances, which plays a vital role in many technologies such as OLED, biomarkers, etc. Fluorescence can also be observed in many types of dye molecules. These organic fluorescent dye molecules can emit strong fluorescence in a dilute solution, but the fluorescence intensity may decrease or hardly exist in a solution with high concentration, which is called aggregation-induced quenching. When dyes are tightly packed in solid state, exciton coupling may occur and a new exciton state may be generated, resulting in quenching phenomenon. Therefore, how to keep the strong luminescence property of organic fluorescent dye molecules in the solid state is an urgent problem to be solved by scientists.
Summary In view of this, a purpose of the present invention is to provide a eutectic compound capable of reserving strong luminescence properties of organic fluorescent dye molecules in solid state to solve the problems in the prior art. To realize the above purpose, the present invention adopts the following technical solution:
Description
A eutectic compound with solid fluorescence property is provided. A chemical molecular formula of the eutectic compound is {[C 2 8H 3 ClN 1 2 0 3 2][N(C 4 H9)4] 2 }[a-MoO26], and a molecular structure is as shown
in formula 1:
OM
00
N C
Formula (1). Further, an anionic group of the eutectic compound is [a-Mo 8 O 2 6 ] 4 -, and a
structure of the anionic group is as shown in formula 2:
MC 0 N
H
Formula 2.
1)
Description
It should be noted that through single-crystal X-ray diffraction, the structure of the eutectic compound of the present invention is determined: {[C 2 8 H 3 1ClN 2 0 3 ] 2 [N(C 4 H 9 ) 4 ] 2 }[U-Mo 8 O 2 6], wherein the anionic portion
[U-Mo 8 O 2 6] 4 - is a ring structure composed of 6 octahedrons {MoO 6 } in an edge-sharing manner, and the upper end and the lower end of a ring are respectively provided with a tetrahedron {MoO4 }. In addition, 8 Mo atoms are connected by 6 two-bridge oxygens and 6 three-bridge oxygens. A second purpose of the present invention is to provide a preparation method of the eutectic compound. To realize the above purpose, the present invention adopts the following technical solution: The preparation method of the eutectic compound with solid fluorescence property includes the following steps: I, synthesizing a precursor [N(C 4 H 9 )4]4[U-Mo 8 O 26 ]: mixing MoO 3 and
[(n-C 4H 9)4N]OH aqueous solution at a room temperature to obtain a white milky substance, then performing the suction filtration and vacuum drying, dissolving the substance in acetonitrile, and then storing in a refrigerator for crystallization; II, dissolving [N(C 4 H 9 ) 4 ]4[-Mo 8 O 2 6 ]obtained in the step I in acetonitrile, adding rhodamine 6G dissolved in organic solvent to obtain a yellow solution, and volatilizing the solvent to obtain the eutectic compound with the solid fluorescence property. Further, in the step I, a molar ratioof MoO 3 to [(n-C 4H 9 )4N]OH is 2:1.
Further, the mixing time in the step I is 60 h, and the vacuum drying time is -20 h. Further, in the step II, a molar ratio of [N(C 4 H 9 )4]4[U-Mo 8 O2 6 ] to R6G is 2:1 to
8:1. Further, the organic solvent in the stepII includes acetonitrile, methanol, N,N'-dimethylformamide or dichloromethane.
Description
It should be noted that the synthesis method of the present invention is simple and efficient. Crystals which emit red fluorescence can be obtained only by mixing the precursor [N(C 4 H 9 )4]4[U-Mo 8 O2 6] and the rhodamine 6G and then volatilizing the solvent. The rhodamine 6G is one of the rhodamine family dyes with high fluorescence property, can be used as a laser dye, has high photostability, high fluorescence quantum yield and low cost, and is often used to determine the reference of the fluorescence quantum yield of other substances. However, the rhodamine 6G may be aggregated in solid state due to 1 -7 interaction, so the high fluorescence intensity of the rhodamine 6G in a dilute solution cannot be maintained in the solid state. Polyoxometalates are a kind of anionic metal-oxo clusters. The combination of cationic rhodamine 6G and anionic polyoxometalates can reduce the aggregation between rhodamine 6G molecules and separate the rhodamine 6G molecules, so that the fluorescence intensity in the solid state is enhanced. A third purpose of the present invention is to provide an application of the eutectic compound. To realize the above purpose, the present invention adopts the following technical solution: The eutectic compound with solid fluorescence property is used in the preparation of temperature sensors, pressure sensors, concentration sensors, gas sensors, electrochemical sensors and electroluminescence devices, drug analysis, environmental monitoring, biosensing, biomarkers, bioimaging or analysis and detection materials and devices. Compared with the prior art, the present invention has the following advantages and beneficial effects: 1. The present invention combines cationic rhodamine 6G and anionic polyoxometalates, which can reduce the aggregation between the rhodamine 6G molecules and separate the rhodamine 6G molecules, so that the fluorescence intensity in the solid state is enhanced.
Description
2. In the present invention, the strategy of separating aggregated fluorescent dye molecules by using polyoxometalates with adjustable structure and charges provides more possibilities and basis for preparing more eutectic compounds with strong fluorescence in the solid state. 3. The synthesis method of the present invention is simple, moderate in synthesis condition and high in yield, and has the potential of industrialized application.
Description of Drawings To more clearly describe the technical solutions in the embodiments of the present invention or in the prior art, the drawings required to be used in the description of the embodiments or the prior art will be simply presented below. Apparently, the drawings in the following description are merely the embodiments of the present invention, and for those ordinary skilled in the art, other drawings can also be obtained according to the provided drawings without contributing creative labor. Fig. 1 is a molecular structural diagram of a eutectic compound of the present invention; Fig. 2 is a molecular structural diagram of anions of the present invention; Fig. 3 is a photo of crystals of the eutectic compound of the present invention; Fig. 4 is a diffuse reflection spectrogram of the eutectic compound and rhodamine 6G of the present invention; Fig. 5 is an image of fluorescence emission of the eutectic compound and the rhodamine 6G under irradiation of a 365 nm ultraviolet lamp of the present invention; Fig. 6 is a solid fluorescence spectrogram of the eutectic compound and the rhodamine 6G of the present invention;
Description
Fig. 7 is a fluorescence lifespan graph of rhodamine 6G of the present invention; and
Fig. 8 is a fluorescence lifespan graph of the eutectic compound of the present invention.
Detailed Description The technical solutions in embodiments of the present invention will be clearly and fully described below. Apparently, the described embodiments are merely part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments in the present invention, all other embodiments obtained by those ordinary skilled in the art without contributing creative labor will belong to the protection scope of the present invention. To better understand the present invention, the present invention is further described specifically through the following embodiments, which should not be construed as a limitation to the present invention. For those skilled in the art, non-essential improvements and adjustments made based on the above summary of the present invention are also regarded as falling within the protection scope of the present invention. Embodiment 1 A eutectic compound with solid fluorescence property and a preparation method thereof are provided. The method includes the following specific steps: I, a precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O2 6 ]is synthesized:MoO 3 is dissolved in a
[(n-C 4H 9 )4N]OH aqueous solution, wherein a molar ratio of MoO 3 to
[(n-C 4H 9)4N]OH is 2: 1; the mixture is mixed violently for 60 h; after the pH of the mixture is changed from 7.8 to 6.1, a gray suspension is changed to white precipitates; and the white precipitates are suction-filtered and vacuum dried for 10 h to obtain white powder, and the white powder is [N(C 4 H 9 )4]4[U-Mo 8 O 26 ]. Then
Description
the white powder is dissolved in acetonitrile, the mixture is filtered, and filtrate is stored in a refrigerator for standby use. II, 0.9 mL of precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O2 6 ](0.1 g/10 mL) dissolved in acetonitrile is added into 2 mL of rhodamine 6G (0.01 g/10 mL) dissolved in the acetonitrile to obtain a yellow solution, and after solvent is volatilized, the eutectic compound {[C 2 8H 3 1ClN 2 0 3 ]2 [N(C 4 H 9 ) 4 ] 2 }[U-Mo 8 O 2 6] with solid fluorescence
property is obtained. Embodiment 2 A eutectic compound with solid fluorescence property and a preparation method thereof are provided. The method includes the following specific steps: I, a precursor [N(C 4 H 9) 4 ]4[U-Mo 8 O2 6 ]is synthesized:MoO 3 is dissolved in a
[(n-C 4H 9)4N]OH aqueous solution, wherein a molar ratio of MoO 3 to
[(n-C 4H 9)4N]OH is 2: 1; the mixture is mixed violently for 60 h; after the pH of the mixture is changed from 7.8 to 6.1, a gray suspension is changed to white precipitates; and the white precipitates are suction-filtered and vacuum dried for 20 h to obtain white powder, and the white powder is [N(C 4 H 9 )4]4[U-Mo 8 O 26 ]. Then the white powder is dissolved in acetonitrile, the mixture is filtered, and filtrate is stored in a refrigerator for standby use. II, 0.3 mL of precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O2 6 ] (0.1 g/10 mL) dissolved in acetonitrile is added into 2 mL of rhodamine 6G (4x10-4 g/mL) dissolved in the acetonitrile to obtain a yellow solution, and after solvent is volatilized, the eutectic compound {[C 2 8H 3 1ClN 2 0 3 ]2 [N(C 4 H 9 ) 4 ] 2 }[U-Mo 8 O 2 6] with solid fluorescence
property is obtained. Embodiment 3 A eutectic compound with solid fluorescence property and a preparation method thereof are provided. The method includes the following specific steps: I, a precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O 2 6 ] is synthesized:
MoO3 is dissolved in a [(n-C 4H 9)4N]OH aqueous solution, wherein a molar ratioof MoO 3 to [(n-C 4H 9)4N]OH is 2: 1; the mixture is mixed violently for 60 h;
Description
after the pH of the mixture is changed from 7.8 to 6.1, a gray suspension is changed to white precipitates; and the white precipitates are suction-filtered and vacuum dried for 13 h to obtain white powder, and the white powder is
[N(C 4 H 9 ) 4 ]4[-Mo 8 O 2 ].Then the white powder is dissolved in acetonitrile, the mixture is filtered, and filtrate is stored in a refrigerator for standby use. II, 0.5 mL of precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O2 6 ] (0.1 g/10 mL) dissolved in acetonitrile is added into 2 mL of rhodamine 6G (3.65x10-4 g/mL) dissolved in the acetonitrile to obtain a yellow solution, and after solvent is volatilized, the eutectic compound {[C 2 8H 3 1ClN 2 0 3 ]2 [N(C 4 H 9 ) 4 ] 2 }[U-Mo 8 O 2 6] with solid fluorescence
property is obtained. Embodiment 4 A eutectic compound with solid fluorescence property and a preparation method thereof are provided. The method includes the following specific steps: I, a precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O 2 6 ] is synthesized:
MoO3 is dissolved in a [(n-C 4H 9) 4N]OH aqueous solution, wherein a molar ratioof MoO 3 to [(n-C 4H 9) 4N]OH is 2: 1; the mixture is mixed violently for 60 h; after the pH of the mixture is changed from 7.8 to 6.1, a gray suspension is changed to white precipitates; and the white precipitates are suction-filtered and vacuum dried for 16 h to obtain white powder, and the white powder is
[N(C 4 H 9 ) 4 ]4[-Mo 8 O 2 ].Then the white powder is dissolved in acetonitrile, the
mixture is filtered, and filtrate is stored in a refrigerator for standby use. II, 0.3 mL of precursor [N(C 4 H 9 ) 4 ]4[U-Mo 8 O2 6 ] (0.1 g/10 mL) dissolved in acetonitrile is added into 2 mL of rhodamine 6G (3.65x10-4 g/mL) dissolved in the acetonitrile to obtain a yellow solution, and after solvent is volatilized, the eutectic compound {[C 2 8H 3 1ClN 2 0 3 ]2 [N(C 4 H 9 ) 4 ] 2 }[U-Mo 8 O 2 6] with solid fluorescence
property is obtained. In order to further prove the beneficial effects of the present invention and to better understand the present invention, the following determination tests are used to further illustrate the strong solid fluorescence enhancement and synthesis based
Description
on molecular clusters [a-Mo 8 O2 6] and organic fluorescent dye molecules of the
present invention, but shall not be construed as a limitation to the present invention. For those skilled in the art, the properties of products obtained by other determination tests based on the above summary of the present invention and the applications based on the above properties are also regarded as falling within the protection scope of the present invention. Test example 1 Structural characterization of a eutectic compound with solid fluorescence property: The eutectic compound of the present invention is determined through single-crystal X-ray diffraction. It can be seen from Fig. 1 and Fig. 2 that an anionic portion [U-Mo 8 O2 6 ] 4- is a ring structure composed of 6 octahedrons {MoO 6 }
in an edge-sharing manner, and the upper end and the lower end of a ring are respectively provided with a tetrahedron {MoO4 }. In addition, 8 Mo atoms are connected by 6 two-bridge oxygens and 6 three-bridge oxygens. Each molecular cluster {a-Mo 8 O2 6 }is connected with two rhodamine 6G molecules and two
tetrabutyl groups through electrostatic interaction or hydrogen bonds. It can be seen from Fig. 3 that the eutectic compound obtained through the preparation method disclosed by the present invention is russet rodlike crystals. Test example 2 Property determination: A characterization method for the property of the eutectic compound of the present invetion is: Diffuse reflection spectrum: a wavelength range is set as 200-800 nm, a slit width is 4 nm, and 100 mg of obtained eutectic compound is stored in a sample pool and then tested in an instrument Agilent Carry 5000. Solid fluorescence spectrum: an excitation wavelength is set as 570 nm, an emission wavelength range is 580-800 nm, a slit width is 2 nm, and 100 mg of obtained eutectic compound is stored in the sample pool and then detected in an instrument FLS9800.
Description
Fluorescence lifespan: an excitation wavelength is set as 570 nm, an emission wavelength is 659 nm, a slit width is 5 nm, and the number of collected dots is 5000; and 100 mg of obtained eutectic compound is stored in the sample pool and then detected in an instrument FLS9800. Specifically, Fig. 4 is a diffusion reflection spectrogram of the eutectic compound of the present invention, rhodamine 6G and molecular clusters
[N(C 4 H) 4 ]4[-Mo 8 O 2 6 ]. It can be seen from the figure that the molecular clusters
[N(C 4 H)4]4[-Mo 8 O2 ] have a wide absorption peak in an ultraviolet band 200-400
nm, and the eutectic compound has a wide absorption peak in an ultraviolet visible band 200-600 nm, which indicates that rhodamine 6G and the molecular clusters
[N(C 4 H) 4 2 6] are compounded successfully, and the absorption spectrum ]4 [a-Mo 8 O of the molecular clusters [N(C 4 H)4]4[a-Mo 8 O2 6 ]can be broadened from the
ultraviolet band to the visible band through the combination with the organic fluorescent dye molecules, so that the application of the molecular clusters is expected to be enlarged. From the fluorescence spectrum, as shown in Figs. 5-6, the left side of Fig. 5 is an image of fluorescence emission of rhodamine 6G under the irradiation of a 365 nm ultraviolet lamp. It can be seen from the figure that the rhodamine 6G hardly emits fluorescence. The right side of Fig. 5 is an image of the fluorescence emission of the eutectic compound under the irradiation of the 365 nm ultraviolet lamp. It can be seen from the figure that the eutectic compound can emit strong red fluorescence. Fig. 6 is a fluorescence spectrogram of the eutectic compound and the rhodamine 6G of the present invention. Under the excitation wavelength of 570 nm, the emission wavelengths of the two are respectively about 650 nm. In addition, the fluorescence intensity of the eutectic compound is enhanced by nearly 14 times compared with the rhodamine 6G. Fig. 7 and Fig. 8 are fluorescence lifespan graphs of the rhodamine 6G and the eutectic compound. It can be seen from the figures that the fluorescence lifespans of the two are respectively within an ns range and decrease in a
Description
double-exponential manner; however, the fluorescence lifespan of the eutectic compound is apparently greater than the fluorescence lifespan of the rhodamine 6G. The above description of the disclosed embodiments enables those skilled in the art to realize or use the present invention. Many modifications to these embodiments will be apparent to those skilled in the art. The general principle defined herein can be realized in other embodiments without departing from the spirit or scope of the present invention. Therefore, the present invention will not be limited to these embodiments shown herein, but will conform to the widest scope consistent with the principle and novel features disclosed herein.

Claims (8)

Claims
1. A eutectic compound with solid fluorescence property, wherein a chemical molecular formula of the eutectic compound is {[C 2 8H 3 ClN 1 2 0 3 2][N(C 4 H 9 )4 2 }[a-MoO 26 and ], a molecular structure is as shown in formula 1:
00 N
formula (1).
2. The eutectic compound with solid fluorescence property according to claim 1, wherein an anionic group of the eutectic compound is [a-Mo 8 O 2 6] 4 -, and a
structure of the anionic group is as shown in formula 2:
Claims
N
H
*C
formula 2.
3. A preparation method of the eutectic compound with solid fluorescence
property of claim 1, comprising the following steps:
I, synthesizing a precursor [N(C 4 H 9 ) 4 ] 4 [a-Mo 8 O 26]: mixing MoO 3 and
[(n-C 4 H 9 )4N]OH aqueous solution at a room temperature to obtain a white milky
substance, then performing suction filtration and vacuum drying, dissolving the substance in acetonitrile, and then storing in a refrigerator for crystallization;
II, dissolving [N(C 4 H 9) 4 ]4 [-Mo 8 O 2 6] obtained in the step I in acetonitrile,
adding rhodamine 6G dissolved in organic solvent to obtain a yellow solution, and
volatilizing the solvent to obtain the eutectic compound with the solid fluorescence
property.
4. The preparation method according to claim 3, wherein in the step I, a molar
ratio of MoO 3 to [(n-C 4H 9 )4 N]OH is 2:1.
5. The preparation method according to claim 4, wherein the mixing time in
the step I is 60 h, and the vacuum drying time is 10-20 h.
6. The preparation method according to claim 3, wherein in the step II, a
molar ratio of [N(C 4 H 9) 4 ]4 [-Mo 8 O2 6 ]to R6G is 2:1 to 8:1.
Claims
7. The preparation method according to claim 3, wherein the organic solvent in the step II comprises acetonitrile, methanol, N,N'-dimethylformamide or dichloromethane.
8. An application of the eutectic compound with solid fluorescence property of any one of claims 1-2 in the preparation of temperature sensors, pressure sensors, concentration sensors, gas sensors, electrochemical sensors and electroluminescence devices, drug analysis, environmental monitoring, biosensing, biomarkers, bioimaging or analysis and detection materials and devices.
AU2021101799A 2021-02-04 2021-04-08 Eutectic compound with solid fluorescence property and preparation method and application thereof Ceased AU2021101799A4 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202110166598.1 2021-02-04
CN202110166598.1A CN112940039B (en) 2021-02-04 2021-02-04 Eutectic compound with solid fluorescence performance and preparation method and application thereof

Publications (1)

Publication Number Publication Date
AU2021101799A4 true AU2021101799A4 (en) 2021-05-27

Family

ID=76094327

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2021101799A Ceased AU2021101799A4 (en) 2021-02-04 2021-04-08 Eutectic compound with solid fluorescence property and preparation method and application thereof

Country Status (2)

Country Link
CN (1) CN112940039B (en)
AU (1) AU2021101799A4 (en)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019157376A1 (en) * 2018-02-09 2019-08-15 Massachusetts Institute Of Technology Molybdenum oxo alkylidene compounds, methods of making the same and use thereof in metathesis reactions
KR102657054B1 (en) * 2018-08-17 2024-04-15 나노코 2디 매테리얼 리미티드 Polyoxometalate compound exhibiting bright emission and method for producing the same
CN111841639B (en) * 2020-06-22 2022-11-08 嘉兴学院 Europium complex with function of catalyzing light to degrade organic dye and preparation method and application thereof

Also Published As

Publication number Publication date
CN112940039B (en) 2023-08-25
CN112940039A (en) 2021-06-11

Similar Documents

Publication Publication Date Title
Kasprzyk et al. Luminescence phenomena of carbon dots derived from citric acid and urea–a molecular insight
Zhang et al. One-step green solvothermal synthesis of full-color carbon quantum dots based on a doping strategy
Lu et al. Influence of cyano groups on the properties of piezofluorochromic aggregation-induced emission enhancement compounds derived from tetraphenylvinyl-capped ethane
Chen et al. An AIE-active hemicyanine fluorogen with stimuli-responsive red/blue emission: extending the pH sensing range by “switch+ knob” effect
Jia et al. Stable Cu nanoclusters: from an aggregation-induced emission mechanism to biosensing and catalytic applications
Zhao et al. Tetraphenylethene modified perylene bisimide: effect of the number of substituents on AIE performance
CN111995580B (en) Fluorescent dye with tetraphenyl ethylene imidazole ring structure and application thereof
Liu et al. Schiff base derivatives containing heterocycles with aggregation-induced emission and recognition ability
US20220293814A1 (en) Preparation process and led application of copper nanoclusters fluorescent nanoflowers with high quantum yield
Deng et al. Solid-state thiolate-stabilized copper nanoclusters with ultrahigh photoluminescence quantum yield for white light-emitting devices
Boominathan et al. Aggregation induced emission characteristics of maleimide derivatives
Guan et al. A strategy to construct fluorescent non-aromatic small-molecules: hydrogen bonds contributing to the unexpected fluorescence
Wang et al. Aggregation-induced emission compounds based on 9, 10-diheteroarylanthracene and their applications in cell imaging
Lu et al. A stable silver metallacage with solvatochromic and mechanochromic behavior for white LED fabrication
Liang et al. Conjugate and non-conjugate controls of a sensitizer to enhance dye-sensitized upconversion luminescence
Li et al. (Z)-Tetraphenylbut-2-ene-1, 4-diones: facile synthesis, tunable aggregation-induced emission and fluorescence acid sensing
AU2021101799A4 (en) Eutectic compound with solid fluorescence property and preparation method and application thereof
Moiseev et al. Protecting the triplet excited state in sterically congested platinum porphyrin
Yi et al. Tetraphenylethene derivatives with AIE-ESIPT characteristics: Synthesis, crystal structures, photophysical properties and application for ClO− detection and pH sensing
Qin et al. Nitrogen-and sulfur-doped graphene quantum dots for chemiluminescence
CN107759504B (en) Dual-phase organic fluorescent material with strong fluorescence in solid and liquid states and preparation method thereof
Qiao et al. A new polyoxometalate supermolecular compound as fluorescent probe for detecting of Fe (III): Synthesis, structures, and properties
CN106632489A (en) Platinum green light material containing Schiff base ligand and preparation method of platinum green light material
Zhou et al. One-pot synthesis of metal-free, yellow-emitting phosphor with organic single crystal as a matrix
CN114235771B (en) Sensing detection method for heavy metal mercury ion detection

Legal Events

Date Code Title Description
FGI Letters patent sealed or granted (innovation patent)
MK22 Patent ceased section 143a(d), or expired - non payment of renewal fee or expiry