CN105694862B - Luminescent material [Zn (tibc)2]nAnd synthetic method - Google Patents
Luminescent material [Zn (tibc)2]nAnd synthetic method Download PDFInfo
- Publication number
- CN105694862B CN105694862B CN201610171237.5A CN201610171237A CN105694862B CN 105694862 B CN105694862 B CN 105694862B CN 201610171237 A CN201610171237 A CN 201610171237A CN 105694862 B CN105694862 B CN 105694862B
- Authority
- CN
- China
- Prior art keywords
- tibc
- htibc
- pure
- dissolved
- amino
- 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.)
- Active
Links
- 239000000463 material Substances 0.000 title claims abstract description 10
- 238000010189 synthetic method Methods 0.000 title claims abstract description 8
- 239000011701 zinc Substances 0.000 claims abstract description 37
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000004458 analytical method Methods 0.000 claims abstract description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical class CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 8
- JHZOXYGFQMROFJ-UHFFFAOYSA-N 3,5-dibromo-2-hydroxybenzaldehyde Chemical class OC1=C(Br)C=C(Br)C=C1C=O JHZOXYGFQMROFJ-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000003321 amplification Effects 0.000 claims abstract description 5
- 239000012153 distilled water Substances 0.000 claims abstract description 5
- 238000003199 nucleic acid amplification method Methods 0.000 claims abstract description 5
- 238000010992 reflux Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000004246 zinc acetate Substances 0.000 claims abstract description 5
- 150000003852 triazoles Chemical class 0.000 claims abstract description 3
- 239000013078 crystal Substances 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 5
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 claims 1
- 229910052939 potassium sulfate Inorganic materials 0.000 claims 1
- 235000011151 potassium sulphates Nutrition 0.000 claims 1
- 238000010025 steaming Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- 239000002262 Schiff base Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 4
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract description 4
- -1 triazole schiff bases Chemical class 0.000 abstract description 4
- 239000000470 constituent Substances 0.000 abstract description 2
- 230000006641 stabilisation Effects 0.000 abstract description 2
- 238000011105 stabilization Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- KIWSSRGQVCZDQU-UHFFFAOYSA-N 3,4-dibromo-2-hydroxybenzaldehyde Chemical class OC1=C(Br)C(Br)=CC=C1C=O KIWSSRGQVCZDQU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 238000005286 illumination Methods 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/008—Supramolecular polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/14—Macromolecular compounds
- C09K2211/1408—Carbocyclic compounds
- C09K2211/1425—Non-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/14—Macromolecular compounds
- C09K2211/1441—Heterocyclic
- C09K2211/1466—Heterocyclic containing nitrogen as the only heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
Abstract
The invention discloses a kind of luminescent material [Zn (tibc)2]nAnd synthetic method.Monomer molecule formula is：C18H10ZnBr4N8O2, molecular weight is：755.33g/mol, Htibc are the 3,5 Dibromosalicylaldehydes contracting triazole schiff bases of 4 amino 1,2,4.It will analyze pure 3, and 5 Dibromosalicylaldehydes and the triazole of analytically pure 4 amino 1,2,4, be dissolved in analysis straight alcohol solution, be heated to reflux and stir to obtain part Htibc.Dried Htibc and the pure zinc acetate of analysis are dissolved in and analyze pure N, in N ' dimethylformamides, distilled water is added, five days is stood in 90 DEG C of baking ovens.[Zn(tibc)2]nThe 526.4nm of 529.7a.u. intensity fluorescence is produced under 450nm incident light irradiation；Under 800V photomultiplier, 3 times of amplification coefficient, it is placed in 1mol/L potassium persulfate solutions, produces the luminous of 2910a.u. intensity stabilizations.Present invention process is simple, cost is cheap, chemical constituent is easily controllable, reproducible and yield is high.
Description
Technical field
The present invention relates to a kind of luminescent material of stabilization [Zn (tibc)2]n, (Htibc is 3,5- Dibromosalicylaldehyde contracting 4- ammonia
The triazole of base -1,2,4 schiff bases) and synthetic method.
Background technology
Development of the modern luminescent material after many decades, oneself turns into the fields such as presentation of information, lighting source, photoelectric device
Backing material, the effect to become more and more important is played for social development and technological progress.Particularly energy scarcity is present, and exploitation turns
The luminescent material for changing efficiency high is that solve the problems, such as one of energy scarcity method.
The content of the invention
The purpose of the present invention is exactly to synthesize the excellent functional material of luminosity for design, utilizes micro- bottle of reaction method to synthesize
[Zn(tibc)2]n。
[Zn (tibc) of the present invention2]nMolecular formula be：C18H10ZnBr4N8O2, molecular weight is：755.33 g/
Mol, Htibc 3,5- Dibromosalicylaldehyde contracting 4- amino -1,2,4 triazole schiff bases, crystal structural data are shown in Table one, Jian Changjian
Angular data is shown in Table two.
Table one:[Zn(tibc)2]nCrystallographic parameter
aR1=Σ | | Fo|–|Fc||/Σ|Fo|.b wR2=[Σ w (| Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2
Table two:[Zn(tibc)2]nBond distanceWith bond angle °
| Zn1—O3 | 2.015(6) | N9—N17 | 1.367(10) |
| Zn1—O3i | 2.015(6) | N9—C10 | 1.313(10) |
| Zn1—N6 | 2.201(7) | N15—N6iii | 1.428(9) |
| Zn1—N6i | 2.201(7) | N15—C0AA | 1.360(11) |
| Zn1—N9 | 2.195(7) | N15—C10 | 1.321(11) |
| Zn1—N9i | 2.195(7) | N17—C0AA | 1.304(11) |
| Br5—C11 | 1.891(9) | C6—C7 | 1.422(14) |
| Br8—C16 | 1.894(11) | C6—C16 | 1.375(14) |
| O3—C5 | 1.282(10) | C7—C5 | 1.426(13) |
| N6—C8i | 1.279(11) | C5—C11 | 1.428(11) |
| N6—N15ii | 1.428(9) | C11—C20 | 1.358(14) |
| C8—N6i | 1.279(11) | C16—C20 | 1.395(15) |
| C8—C7 | 1.453(12) | ||
| O3—Zn1—O3i | 180.0(4) | C10—N9—N17 | 107.4(7) |
| O3—Zn1—N6i | 84.1(2) | C0AA—N15—N6iii | 126.9(7) |
| O3—Zn1—N6 | 95.9(2) | C10—N15—N6iii | 126.5(7) |
| O3i—Zn1—N6i | 95.9(2) | C10—N15—C0AA | 106.5(7) |
| O3i—Zn1—N6 | 84.1(2) | C0AA—N17—N9 | 107.3(7) |
| O3—Zn1—N9 | 87.9(3) | C16—C6—C7 | 119.8(10) |
| O3—Zn1—N9i | 92.1(3) | C6—C7—C8 | 115.1(8) |
| O3i—Zn1—N9i | 87.9(3) | C6—C7—C5 | 121.3(8) |
| O3i—Zn1—N9 | 92.1(3) | C5—C7—C8 | 123.6(8) |
| N6—Zn1—N6i | 179.999(1) | N17—C0AA—N15 | 109.0(8) |
| N9—Zn1—N6 | 95.1(3) | O3—C5—C7 | 124.5(7) |
| N9i—Zn1—N6i | 95.1(3) | O3—C5—C11 | 120.7(8) |
| N9—Zn1—N6i | 84.9(3) | C7—C5—C11 | 114.7(8) |
| N9i—Zn1—N6 | 84.9(3) | N9—C10—N15 | 109.8(7) |
| N9—Zn1—N9i | 180.0 | C5—C11—Br5 | 116.9(7) |
| C5—O3—Zn1 | 125.0(5) | C20—C11—Br5 | 119.1(7) |
| C8i—N6—Zn1 | 123.2(6) | C20—C11—C5 | 124.0(9) |
| C8i—N6—N15ii | 111.0(7) | C6—C16—Br8 | 120.6(9) |
| N15ii—N6—Zn1 | 122.3(5) | C6—C16—C20 | 120.5(10) |
| N6i—C8—C7 | 124.4(8) | C20—C16—Br8 | 118.8(8) |
| N17—N9—Zn1 | 123.0(5) | C11—C20—C16 | 119.6(9) |
| C10—N9—Zn1 | 129.5(6) |
Symmetry codes:(i)-x,-y+1,-z+1；(ii)-x,y-1/2,-z+3/2；(iii)-x,y+1/2,- z+
3/2.
[the Zn (tibc)2]nSynthetic method concretely comprise the following steps：
(1) by analytically pure 3, the 5- Dibromosalicylaldehydes of 2.79g and the analytically pure 4- amino -1,2 of 0.841g, 4- triazoles,
It is dissolved in 30mL analysis straight alcohol solution, is heated to reflux and has solid precipitation after stirring two hours, filter, is analyzed with 10mL pure
Ethanol washs three times, places and is dried at 50 DEG C, obtains part Htibc.By the dried Htibc of 0.069-0.138 g and
0.050-0.100g, which analyzes pure zinc acetate and is dissolved in 5mL, analyzes pure N, in N '-dimethyl formamide, is placed in micro- reaction bulb, then add
Enter 5mL distilled water, five days are stood in 90 DEG C of baking ovens, there is the i.e. [Zn (tibc) of golden yellow crystal generation2]n.Pass through single crystal diffractometer
Determine [Zn (tibc)2]nStructure, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
(2) [Zn (tibc) obtained by step (1) is taken2]nThe pure N of analysis is dissolved in, concentration is made into N '-dimethyl formamide solvent
For 5.0 × 10-6Mol/L solution, carry out fluorometric investigation, [Zn (tibc)2]n529.7 are produced under 450nm incident light irradiation
A.u. the 526.4nm of intensity fluorescence；Under 800V photomultiplier, 3 times of amplification coefficient, take 100 μ L are above-mentioned to prepare
Solution is placed in 1mol/L potassium persulfate solutions (conducting medium), generates the luminous of 2910 a.u. intensity, and in this condition
Under, it can continue and stabilized illumination.
The present invention has the advantages that technique is simple, cost is cheap, chemical constituent is easily controllable, reproducible and yield is high.
Brief description of the drawings
Fig. 1 is the present invention [Zn (tibc)2]nStructure chart.
Fig. 2 is the present invention [Zn (tibc)2]n2 d plane picture.
Fig. 3 is the present invention [Zn (tibc)2]nTomograph.
Fig. 4 is the present invention [Zn (tibc)2]nFluorescence spectra.
Fig. 5 is the present invention [Zn (tibc)2]nElectrochemical luminescence spectrogram.
Embodiment
Embodiment 1：
[Zn (tibc) of the present invention2]nMolecular formula be：C18H10ZnBr4N8O2, molecular weight is：755.33 g/
Mol, Htibc 3,5- Dibromosalicylaldehyde contracting 4- amino -1,2,4 triazole schiff bases, crystal structural data are shown in Table one, Jian Changjian
Angular data is shown in Table two.
[Zn(tibc)2]nSynthetic method concretely comprise the following steps：
(1) by analytically pure 3, the 5- Dibromosalicylaldehydes of 2.79g and the analytically pure 4- amino -1,2 of 0.841g, 4- triazoles,
It is dissolved in 30mL analysis straight alcohol solution, is heated to reflux and has solid precipitation after stirring two hours, filter, is analyzed with 10mL pure
Ethanol washs three times, places and is dried at 50 DEG C, obtains part Htibc.Yield：3.214g yield 94%.0.069g is dried
Rear Htibc and 0.050g, which analyzes pure zinc acetate and is dissolved in 5mL, analyzes pure N, in N '-dimethyl formamide, is placed in micro- reaction bulb
In, 5mL distilled water is added, five days are stood in 90 DEG C of baking ovens, there is the i.e. [Zn (tibc) of golden yellow crystal generation2]n.Yield：
0.047g, yield 47%.[Zn (tibc) is determined by single crystal diffractometer2]nStructure, crystal structural data is shown in Table one, Jian Changjian
Angular data is shown in Table two.
(2) [Zn (tibc) obtained by step (1) is taken2]nThe pure N of analysis is dissolved in, concentration is made into N '-dimethyl formamide solvent
For 5.0 × 10-5Mol/L solution, carry out fluorometric investigation, [Zn (tibc)2]nProduced under 450nm incident light irradiation
The 526.4nm of 529.7a.u. intensity fluorescence；Under 800V photomultiplier, 3 times of amplification coefficient, take 100 μ L are above-mentioned to match somebody with somebody
Good solution is placed in 1mol/L potassium persulfate solutions (conducting medium), generates the luminous of 2910a.u. intensity, and at this
Under part, it can continue and stabilized illumination.
Embodiment 2：
[Zn (tibc) of the present invention2]nMolecular formula be：C18H10ZnBr4N8O2, molecular weight is：755.33 g/
Mol, Htibc 3,5- Dibromosalicylaldehyde contracting 4- amino -1,2,4 triazole schiff bases, crystal structural data are shown in Table one, Jian Changjian
Angular data is shown in Table two.
[Zn(tibc)2]nSynthetic method concretely comprise the following steps：
(1) by analytically pure 3, the 5- Dibromosalicylaldehydes of 2.79g and the analytically pure 4- amino -1,2 of 0.841g, 4- triazoles,
It is dissolved in 30mL analysis straight alcohol solution, is heated to reflux and has solid precipitation after stirring two hours, filter, is analyzed with 10mL pure
Ethanol washs three times, places and is dried at 50 DEG C, obtains part Htibc.Yield：3.214g yield 94%.0.138g is dried
Rear Htibc and 0.100g, which analyzes pure zinc acetate and is dissolved in 5mL, analyzes pure N, in N '-dimethyl formamide, is placed in micro- reaction bulb
In, 5mL distilled water is added, five days are stood in 90 DEG C of baking ovens, there is the i.e. [Zn (tibc) of golden yellow crystal generation2]n.Yield：
0.094g, yield 47%.[Zn (tibc) is determined by single crystal diffractometer2]nStructure, crystal structural data is shown in Table one, Jian Changjian
Angular data is shown in Table two.
(2) [Zn (tibc) obtained by step (1) is taken2]nThe pure N of analysis is dissolved in, concentration is made into N '-dimethyl formamide solvent
For 5.0 × 10-5Mol/L solution, carry out fluorometric investigation, [Zn (tibc)2]nProduced under 450nm incident light irradiation
The 526.4nm of 529.7a.u. intensity fluorescence；Under 800V photomultiplier, 3 times of amplification coefficient, take 100 μ L are above-mentioned to match somebody with somebody
Good solution is placed in 1mol/L potassium persulfate solutions (conducting medium), generates the luminous of 2910a.u. intensity, and at this
Under part, it can continue and stabilized illumination.
Claims (1)
- A kind of 1. luminescent material [Zn (tibc)2]n, it is characterised in that luminescent material [Zn (tibc)2]nMolecular formula be： C18H10ZnBr4N8O2, molecular weight is：755.33, Htibc be the triazole Schiff of 3,5- Dibromosalicylaldehyde contracting 4- amino -1,2,4 Alkali, crystal structural data are shown in Table one, and bond distance's bond angle data are shown in Table two；[Zn(tibc)2]nProduced under 450nm incident light irradiation The 526.4nm of 529.7a.u. intensity fluorescence；Under 800V photomultiplier, 3 times of amplification coefficient, 1mol/L mistakes are placed in In potassium sulfate solution, what is produced 2910a.u. intensity and stablize is luminous；Table one:[Zn(tibc)2]nCrystallographic parameteraR1=Σ | | Fo|–|Fc||/Σ|Fo|.bwR2=[Σ w (| Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2Table two:[Zn(tibc)2]nBond distanceWith bond angle °Symmetry codes:(i)-x,-y+1,-z+1；(ii)-x,y-1/2,-z+3/2；(iii)-x,y+1/2,-z+3/2.[the Zn (tibc)2]nSynthetic method concretely comprise the following steps：(1) by analytically pure 3, the 5- Dibromosalicylaldehydes of 2.79g and the analytically pure 4- amino -1,2 of 0.841g, 4- triazoles, it is dissolved in In 30mL analysis straight alcohol solution, it is heated to reflux and has solid precipitation after stirring two hours, filter, straight alcohol is analyzed with 10mL Washing three times, is placed and dried at 50 DEG C, obtain part Htibc；By 0.069-0.138g dried Htibc and 0.050- 0.100g, which analyzes pure zinc acetate and is dissolved in 5mL, analyzes pure N, in N '-dimethyl formamide, is placed in micro- reaction bulb, adds 5mL steamings Distilled water, five days are stood in 90 DEG C of baking ovens, there is the i.e. [Zn (tibc) of golden yellow crystal generation2]n。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610171237.5A CN105694862B (en) | 2016-03-23 | 2016-03-23 | Luminescent material [Zn (tibc)2]nAnd synthetic method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610171237.5A CN105694862B (en) | 2016-03-23 | 2016-03-23 | Luminescent material [Zn (tibc)2]nAnd synthetic method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105694862A CN105694862A (en) | 2016-06-22 |
| CN105694862B true CN105694862B (en) | 2017-12-12 |
Family
ID=56232644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610171237.5A Active CN105694862B (en) | 2016-03-23 | 2016-03-23 | Luminescent material [Zn (tibc)2]nAnd synthetic method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105694862B (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102503963B (en) * | 2011-09-13 | 2014-04-23 | 江西师范大学 | Zinc metal-organic coordination polymer and preparation method thereof |
| JP6009957B2 (en) * | 2013-02-05 | 2016-10-19 | 株式会社日本触媒 | Organometallic complex |
-
2016
- 2016-03-23 CN CN201610171237.5A patent/CN105694862B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN105694862A (en) | 2016-06-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105693637B (en) | Luminescent material [Cu (tibc)2]nAnd synthetic method | |
| CN104926981B (en) | A kind of preparation method based on molecular engram carbon point fluorescent sensing material | |
| CN112409292B (en) | Multifunctional fluorescent probe, preparation method and application | |
| CN106243154A (en) | A kind of phosphorescent iridium complex probe of cell membrane targeting and its preparation method and application | |
| CN113831756B (en) | Red fluorescent protein two-photon photosensitive dye and preparation method and application thereof | |
| CN105694862B (en) | Luminescent material [Zn (tibc)2]nAnd synthetic method | |
| CN106632138B (en) | It is a kind of identify hydrazine small-molecule fluorescent probe and its application | |
| CN108912084B (en) | Carbon monoxide fluorescent probe and preparation method and application thereof | |
| CN105837607B (en) | A kind of rare earth organic complex and preparation method and application | |
| CN102391150A (en) | Iron-ion fluorescent probe compound and preparation method thereof | |
| CN105694861B (en) | Luminescent material [Mn (tibc)2]nAnd synthetic method | |
| CN105801503B (en) | Luminescent material [Zn (tidc)2]nAnd synthetic method | |
| CN109438721A (en) | A kind of cadmium base luminescent metal organic framework material and its preparation method and application with high-fluorescence quantum yield | |
| CN108314636A (en) | A kind of polyaryl sulphur oscillation luminescent material and its preparation method and application | |
| CN105801504B (en) | Luminescent material [Cd (tibc)2]nAnd synthetic method | |
| CN105694860B (en) | Luminescent material [Cd (tidc) 2] n and synthetic method | |
| CN108997439B (en) | Metal iridium complex prepared based on 5-aldehyde-1, 10-phenanthroline and application thereof | |
| CN105694867B (en) | Fluorescent material [Cu2Na2(mtyp)2(CH3COO)2(H2O)3]nAnd synthetic method | |
| CN102731479A (en) | Organic ligand, rare earth organic fluorescent probe material thereof and preparation method thereof | |
| CN102890076B (en) | The method of the twin-channel detection platinum ion of a kind of fluorescence-phosphorescence based on schiff bases | |
| CN110759834B (en) | Fluorescent probe for identifying aluminum ions and preparation method and application thereof | |
| CN105647521B (en) | Luminescent material [Mn (tidc)2]nAnd synthetic method | |
| CN110590784B (en) | Derivative based on pyrrolopyrroledione and preparation method and application thereof | |
| CN105801502B (en) | Luminescent material Cu2(etmp)4And synthetic method | |
| CN105713020A (en) | Fluorescent material [Cu(tidc)2]n and synthesis method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20201218 Address after: 11 / F, Jingang building, south of Lianyungang Road, Sheyang Economic Development Zone, Sheyang County, Yancheng City, Jiangsu Province 224300 Patentee after: Li Zaigao Address before: 541004 the Guangxi Zhuang Autonomous Region Guilin Construction Road No. 12 Patentee before: GUILIN University OF TECHNOLOGY |
|
| TR01 | Transfer of patent right | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20160622 Assignee: Yancheng Aipinyue Network Technology Co.,Ltd. Assignor: Li Zaigao Contract record no.: X2023980047070 Denomination of invention: Luminescent material [Zn (tibc)2]nand synthesis method Granted publication date: 20171212 License type: Common License Record date: 20231120 |
|
| EE01 | Entry into force of recordation of patent licensing contract | ||
| EC01 | Cancellation of recordation of patent licensing contract |
Assignee: Yancheng Aipinyue Network Technology Co.,Ltd. Assignor: Li Zaigao Contract record no.: X2023980047070 Date of cancellation: 20240416 |
|
| EC01 | Cancellation of recordation of patent licensing contract |