CN103864828B - A kind of three-dimensional indium Coordination Polymers and synthetic method and application that contains mixed ligand - Google Patents
A kind of three-dimensional indium Coordination Polymers and synthetic method and application that contains mixed ligand Download PDFInfo
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- CN103864828B CN103864828B CN201410133761.4A CN201410133761A CN103864828B CN 103864828 B CN103864828 B CN 103864828B CN 201410133761 A CN201410133761 A CN 201410133761A CN 103864828 B CN103864828 B CN 103864828B
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Abstract
The three-dimensional indium Coordination Polymers and synthetic method and the application that contain mixed ligand, relate to a kind of three-dimensional indium Coordination Polymers and synthetic method and application. The present invention is that will to solve the synthetic cost of existing blue-fluorescence luminous organic material high, the technical problem of poor heat stability. The molecular formula of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of the present invention is C66H42In8N6O45, structural formula is:Synthetic method of the present invention is: by 2,6-pyridinedicarboxylic acid, terephthalic acid (TPA) and indium nitrate are placed in distilled water, at room temperature be stirred to and mix, after regulation system pH value, after putting into liner and be the stainless steel cauldron reaction of polytetrafluoroethylene (PTFE), be down to room temperature, obtain yellow six rib shape crystal, to obtain final product. The three-dimensional indium Coordination Polymers that contains mixed ligand of the present invention can be used as the organic blue emitting material of metal and uses. The present invention is applied to the preparation field of luminous organic material.
Description
Technical field
The present invention relates to a kind of three-dimensional indium Coordination Polymers and synthetic method and application.
Background technology
In recent years, it is one of focus of field of light emitting materials research that the synthetic and performance of stablizing blue light emitting material is probed into always.Coordination Polymers is that the metal that comprises periodic network structure that forms by self assembling process of metal ion and organic ligand is organicSkeleton crystalline material, combines the characteristic of metal ion and organic ligand, has good heat endurance and luminescent properties.When after organic ligand and metal ion generation coordination, the position of fluorescence emission peak can change a lot. By changingMetal ion, the approach such as part and synthesis condition can regulate and control light emitting region, thereby obtain the hair that is applicable to needsLuminescent material. The luminous Coordination Polymers of the 3rd main group metal indium is because have good answering aspect photochemistry and luminescent materialExtremely researcher's the concern with potential. Main group metal indium ion has abundant coordination mode, and (hexa-coordinate, seven coordinations and eight are joinedPosition), easy and carboxyl oxygen carries out coordination. In the part of carboxylic acids, hydroxy-acid group can with metallic ion coordination or chelating, also canTo be combined to form the secondary building unit of multi-nuclear metal ion with metal ion, and then construct interesting the opening up of various noveltyFlutter structure, form the stable electroneutral Coordination Polymers that is. For indium Coordination Polymers, the generation of fluorescence is mainlyThe mode shifting by electric charge, its fluorescence radiation mode is divided into part and shifts (LMCT) and part to part to the electric charge of metalElectric charge shifts (LLCT), by metal and organic ligand Cheng Jian, can regulate and control the light emitting region of organic ligand, improves compoundHeat endurance. Based on the good application prospect of indium Coordination Polymers, a kind of bibliographical information that has no has been prepared in our researchThere is the three-dimensional indium Coordination Polymers of blue light performance.
Summary of the invention
The present invention is that will to solve the synthetic cost of existing blue-fluorescence luminous organic material high, the technical problem of poor heat stability,A kind of three-dimensional indium Coordination Polymers and synthetic method and application that contains mixed ligand is provided.
The molecular formula of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of the present invention is C66H42In8N6O45, structural formulaFor:In its basic structural unit, contain Liang Ge centerIndium metal ion, three 2,6-pyridinedicarboxylic acid part, three terephthalic acid (TPA) parts, three hydroxyls, and two freeHydrone; Wherein, central metal indium ion has two kinds of coordination modes, and one is indium ion In1 and one 2,6-pyridine twoNitrogen-atoms N1 in formic acid part, three 2, four oxygen atom O1 in 6-pyridinedicarboxylic acid part, O1#, O3, O4,An oxygen atom O5 in a terephthalic acid (TPA), a hydroxyl oxygen atom O7 coordination Cheng Jian, presents seven coordinations distortion slightlyPentagonal bipyramid configuration; Another kind is the carboxyl oxygen atom O6 of indium ion In2 and three terephthalic acid (TPA)s, O6#3, and O6#4,Three hydroxyl oxygen atom O7, O7#3, O7#4 becomes key coordination, forms four jiaos of bipyramid coordination environments of hexa-coordinate.
Between two adjacent indium ions, by carboxyl oxygen atom and the former sub-connection of hydroxyl oxygen of terephthalic acid (TPA), form and containedHave the annulus of 18 indium ions, the nearly step of adjacent annulus has connected and composed two-dimensional layered structure. Between adjacent layer, pass throughThe coordination of the monodentate ligand of the carboxyl oxygen atom of terephthalic acid (TPA) and 2,6-pyridinedicarboxylic acid carboxyl oxygen atom and nitrogen-atoms is connected,Form the three-dimensional structure of compound. If by In2 in three-dimensional structure with around by three In1 atoms formation of oxygen atom bridgingIndium bunch be simplified to a little, part 2,6-pyridinedicarboxylic acid and terephthalic acid (TPA) are reduced to line, 2,6-pyridinedicarboxylic acid and terephthaldehydeAcid connects respectively two metals, and each metal center connects four parts, infinitely repeats in this way, forms non-passing throughThe three-dimensional net structure of wearing.
The synthetic method of the above-mentioned three-dimensional indium Coordination Polymers that contains mixed ligand is to carry out according to the following steps:
The distilled water that 2,6-pyridinedicarboxylic acid, terephthalic acid (TPA) and indium nitrate is placed in to 5～10mL, is at room temperature stirred toMix, after regulation system pH value is 2～5, put into the stainless steel cauldron that liner is polytetrafluoroethylene (PTFE), in temperatureBe at 160～180 DEG C, to react after 3～5 days to be down to room temperature, obtain yellow six rib shape crystal, gained crystal is to contain to mix joinsThe three-dimensional indium Coordination Polymers of body; Wherein, the mol ratio of 2,6-pyridinedicarboxylic acid, phthalic acid and indium nitrate is 1:1～3:1～5.
The application of the above-mentioned three-dimensional indium Coordination Polymers that contains mixed ligand is the three-dimensional indium coordination polymerization that contains mixed ligandThing can be used as the organic blue emitting material of metal and uses.
The present invention includes following beneficial effect:
The productive rate of the three-dimensional structure indium Coordination Polymers that 1, the present invention prepares is in 70% left and right.
2, the present invention adopts two kinds of rigidity to have the aromatic carboxylic acids 2 of π key, and 6-pyridinedicarboxylic acid and terephthalic acid (TPA) are joined as organicBody, the method for employing Hydrothermal Synthesis, has synthesized the indium Coordination Polymers with three-dimensional structure. After part and indium metal coordinationForm structure regulating 2, the light emitting region of 6-pyridinedicarboxylic acid and terephthalic acid (TPA), has obtained having photoemissiveization of ethereal blueCompound. Because this compound has nonpenerative three-dimensional structure, heat endurance is high, can find out three-dimensional in thermogravimetric curve figureThe stability of framework can remain to 300 DEG C.
3, the three-dimensional indium Coordination Polymers in the present invention has stable blue luminescent properties, with independent part 2,6-pyridine twoFormic acid is compared luminous intensity and is improved. Under room temperature solid, taking 320nm as excitation wavelength, there is the indium coordination polymerization of three-dimensional structureThing has part 2 concurrently, and the maximum emission wavelength of 6-pyridinedicarboxylic acid and terephthalic acid (TPA) comprehensively presents blue-fluorescence, the strongestEmission peak is positioned at 423nm. In the present invention, the solid state fluorescence attenuation process of three-dimensional structure indium Coordination Polymers comprises two component τ1And τ2, its value is respectively 1.77 μ s and 14.17 μ s, compared with part, luminescent lifetime has obtained larger raising, as blue light materialMaterial has broad application prospects.
4, the present invention use rigid ligand 2,6-pyridinedicarboxylic acid and terephthalic acid (TPA) are cheap and easy to get, with indium nitrate at hydro-thermal barUnder part, react the three-dimensional indium Coordination Polymers that obtains a routine novel structure, preparation method is simple, and synthetic cost is low.
Brief description of the drawings
Fig. 1 is the basic structural unit figure of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one;
Fig. 2 is the two-dimensional network figure of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one;
Fig. 3 is the three-dimensional topology figure of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one;
Fig. 4 is the solid state fluorescence spectrogram of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one;
Fig. 5 is the solid state fluorescence life curve figure of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one;
Fig. 6 is the thermogravimetric analysis figure of the synthetic three-dimensional indium Coordination Polymers that contains mixed ligand of test one.
Detailed description of the invention
Detailed description of the invention one: the molecular formula of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of present embodiment isC66H42In8N6O45, in its basic structural unit, contain two central metal indium ions, three 2,6-pyridinedicarboxylic acid part,Three terephthalic acid (TPA) parts, three hydroxyls, and two free hydrones; Wherein, central metal indium ion has twoKind of coordination mode, one is indium ion In1 and one 2, the nitrogen-atoms N1 in 6-pyridinedicarboxylic acid part, three 2,6-pyridineFour oxygen atom O1 in dioctyl phthalate part, O1#, O3, O4, an oxygen atom O5 in a terephthalic acid (TPA), oneIndividual hydroxyl oxygen atom O7 coordination Cheng Jian, presents the seven coordinations pentagonal bipyramid configuration of distortion slightly; Another kind be indium ion In2 withThe carboxyl oxygen atom O6 of three terephthalic acid (TPA)s, O6#3, O6#4, three hydroxyl oxygen atom O7, O7#3, O7#4 becomes keyCoordination, four jiaos of bipyramid coordination environments of formation hexa-coordinate.
Between two adjacent indium ions, by carboxyl oxygen atom and the former sub-connection of hydroxyl oxygen of terephthalic acid (TPA), form and containedHave the annulus of 18 indium ions, the nearly step of adjacent annulus has connected and composed two-dimensional layered structure. Between adjacent layer, pass throughThe coordination of the monodentate ligand of the carboxyl oxygen atom of terephthalic acid (TPA) and 2,6-pyridinedicarboxylic acid carboxyl oxygen atom and nitrogen-atoms is connected,Form the three-dimensional structure of compound. If by In2 in three-dimensional structure with around by three In1 atoms formation of oxygen atom bridgingIndium bunch be simplified to a little, part 2,6-pyridinedicarboxylic acid and terephthalic acid (TPA) are reduced to line, 2,6-pyridinedicarboxylic acid and terephthaldehydeAcid connects respectively two metals, and each metal center connects four parts, infinitely repeats in this way, forms non-passing throughThe three-dimensional net structure of wearing.
Detailed description of the invention two: the synthetic method of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of present embodiment isCarry out according to the following steps:
The distilled water that 2,6-pyridinedicarboxylic acid, terephthalic acid (TPA) and indium nitrate is placed in to 5～10mL, is at room temperature stirred toMix, after regulation system pH value is 2～5, put into the stainless steel cauldron that liner is polytetrafluoroethylene (PTFE), in temperatureBe at 160～180 DEG C, to react after 3～5 days to be down to room temperature, obtain yellow six rib shape crystal, gained crystal is to contain to mix joinsThe three-dimensional indium Coordination Polymers of body; Wherein, the mol ratio of 2,6-pyridinedicarboxylic acid, phthalic acid and indium nitrate is 1:1～3:1～5.
Present embodiment comprises following beneficial effect:
The productive rate of the three-dimensional structure indium Coordination Polymers that 1, the present invention prepares is in 70% left and right.
2, the present invention adopts two kinds of rigidity to have the aromatic carboxylic acids 2 of π key, and 6-pyridinedicarboxylic acid and terephthalic acid (TPA) are joined as organicBody, the method for employing Hydrothermal Synthesis, has synthesized the indium Coordination Polymers with three-dimensional structure. After part and indium metal coordinationForm structure regulating 2, the light emitting region of 6-pyridinedicarboxylic acid and terephthalic acid (TPA), has obtained having photoemissiveization of ethereal blueCompound. Because this compound has nonpenerative three-dimensional structure, heat endurance is high, can find out three-dimensional in thermogravimetric curve figureThe stability of framework can remain to 300 DEG C.
3, the three-dimensional indium Coordination Polymers in the present invention has stable blue luminescent properties, with independent part 2,6-pyridine twoFormic acid is compared luminous intensity and is improved. Under room temperature solid, taking 320nm as excitation wavelength, there is the indium coordination polymerization of three-dimensional structureThing has part 2 concurrently, and the maximum emission wavelength of 6-pyridinedicarboxylic acid and terephthalic acid (TPA) comprehensively presents blue-fluorescence, the strongestEmission peak is positioned at 423nm. In the present invention, the solid state fluorescence attenuation process of three-dimensional structure indium Coordination Polymers comprises two component τ1And τ2, its value is respectively 1.77 μ s and 14.17 μ s, compared with part, luminescent lifetime has obtained larger raising, as blue light materialMaterial has broad application prospects.
4, the present invention use rigid ligand 2,6-pyridinedicarboxylic acid and terephthalic acid (TPA) are cheap and easy to get, with indium nitrate at hydro-thermal barUnder part, react the three-dimensional indium Coordination Polymers that obtains a routine novel structure, preparation method is simple, and synthetic cost is low.
Detailed description of the invention three: present embodiment is different from detailed description of the invention two: the volume of described solvent distilled waterFor 6mL. Other step and parameter are identical with detailed description of the invention two.
Detailed description of the invention four: present embodiment is different from detailed description of the invention two or three: described pH value is adjusted to2.5. Other step and parameter are identical with detailed description of the invention two or three.
Detailed description of the invention five: present embodiment is different from one of detailed description of the invention two to four: described reaction temperatureIt is 160 DEG C. Other step and parameter are identical with one of detailed description of the invention two to four.
Detailed description of the invention six: present embodiment is different from one of detailed description of the invention two to five: the described reaction timeIt is 4 days. Other step and parameter are identical with one of detailed description of the invention two to five.
Detailed description of the invention seven: present embodiment is different from one of detailed description of the invention two to six: described 2,6-pyridineThe mol ratio of dioctyl phthalate, terephthalic acid (TPA) and indium nitrate is 1:1:1. Other step and parameter and detailed description of the invention two to six itOne is identical.
Detailed description of the invention eight: the application of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of present embodiment is to containThere is the three-dimensional indium Coordination Polymers of mixed ligand to can be used as the organic blue emitting material use of metal.
By following verification experimental verification beneficial effect of the present invention:
Test one: the synthetic method of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand of this test is real according to the following stepsExisting:
2,6-pyridinedicarboxylic acid, terephthalic acid (TPA) and indium nitrate are placed in to the distilled water of 6mL, are at room temperature stirred to mixingEvenly, after regulation system pH value is 2.5, putting into the stainless steel cauldron that liner is polytetrafluoroethylene (PTFE), is 160 in temperatureAt DEG C, react after 4 days and be down to room temperature, obtain yellow six rib shape crystal, gained crystal is the three-dimensional indium that contains mixed ligand and joinsPosition polymer; Wherein, the mol ratio of 2,6-pyridinedicarboxylic acid, phthalic acid and indium nitrate is 1:1:1.
The basic structural unit figure of the three-dimensional indium Coordination Polymers that contains mixed ligand that this test is synthesized as shown in Figure 1;
The two-dimensional network figure of the three-dimensional indium Coordination Polymers that contains mixed ligand that this test is synthesized as shown in Figure 2;
The three-dimensional topology figure of the three-dimensional indium Coordination Polymers that contains mixed ligand that this test is synthesized as shown in Figure 3;
Utilize the FLSP920 combined type stable state transient state fluorescent/phosphorescent spectrometer three-dimensional that contain mixed ligand synthetic to this testIndium Coordination Polymers is carried out fluorescence spectrum and fluorescence lifetime test, obtains the synthetic three-dimensional indium that contains mixed ligand of this test and joinsThe solid state fluorescence spectrogram of position polymer as shown in Figure 4; Obtain the synthetic three-dimensional indium polycomplexation that contains mixed ligand of this testThe solid state fluorescence life curve figure of compound as shown in Figure 5; As can be seen from Figure 4, under room temperature solid, with 320nm for excitingWavelength, indium Coordination Polymers presents blue-fluorescence, and maximum emission wavelength is 423nm; As can be seen from Figure 5, indium polycomplexationThe fluorescence decay process of compound comprises bi-component, the fluorescence life τ when solid-state1And τ2Respectively 1.77 μ s and 14.17 μ s.
Use U.S. Perkin-ElmerTGA7 thermogravimetric analyzer to the three-dimensional indium polycomplexation that contains mixed ligand in the present inventionCompound carries out thermogravimetric analysis, and the thermogravimetric curve obtaining is as Fig. 6, and as can be seen from the figure the frame structure of this Coordination Polymers canTo remain to 300 DEG C.
Claims (3)
1. contain a three-dimensional indium Coordination Polymers for mixed ligand, it is characterized in that the three-dimensional indium polycomplexation that contains mixed ligandThe molecular formula of compound is C66H42In8N6O45, structural formula is:
In its basic structural unit, contain two central metal indium ions, three 2,6-pyridinedicarboxylic acid part, three terephthaldehydesAcid part, three hydroxyls, and two free hydrones; Wherein, central metal indium ion has two kinds of coordination modes,One is indium ion In1 and one 2, the nitrogen-atoms N1 in 6-pyridinedicarboxylic acid part, and three 2, in 6-pyridinedicarboxylic acid partFour oxygen atom O1, O1#, O3, O4, an oxygen atom O5 in a terephthalic acid (TPA), a hydroxyl oxygen atomO7 coordination Cheng Jian, presents the seven coordinations pentagonal bipyramid configuration of distortion slightly; Another kind is indium ion In2 and three terephthaldehydesThe carboxyl oxygen atom O6 of acid, O6#3, O6#4, three hydroxyl oxygen atom O7, O7#3, O7#4 becomes key coordination, forms sixFour jiaos of bipyramid coordination environments of coordination.
2. the synthetic method of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand as claimed in claim 1, its feature existsTo carry out according to the following steps in the synthetic method of the three-dimensional indium Coordination Polymers that contains mixed ligand:
2,6-pyridinedicarboxylic acid, terephthalic acid (TPA) and indium nitrate are placed in to the distilled water of 6mL, are at room temperature stirred to mixingEvenly, after regulation system pH value is 2.5, putting into the stainless steel cauldron that liner is polytetrafluoroethylene (PTFE), is 160 DEG C in temperatureLower reaction was down to room temperature after 4 days, obtained yellow six rib shape crystal, and gained crystal is the three-dimensional indium coordination that contains mixed ligandPolymer; Wherein, the mol ratio of 2,6-pyridinedicarboxylic acid, phthalic acid and indium nitrate is 1:1:1.
3. the application of a kind of three-dimensional indium Coordination Polymers that contains mixed ligand as claimed in claim 1, is characterized in that containingThere is the three-dimensional indium Coordination Polymers of mixed ligand to can be used as the organic blue emitting material use of metal.
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| CN104910199B (en) * | 2015-05-07 | 2017-01-18 | 哈尔滨工业大学 | Organic blue light-emitting material benzimidazole derivative-indium metal complex and preparation method thereof |
| CN105885827B (en) * | 2015-08-07 | 2018-04-10 | 重庆师范大学 | Fluorescent red-orange material zinc coordination polymer [Zn (HL) (HBPEP)]nAnd its synthetic method |
| CN105601942B (en) * | 2016-01-22 | 2019-03-15 | 辽宁大学 | One kind being based on InIIIMetal organic framework and its preparation method and application |
| CN107417712B (en) * | 2017-08-14 | 2019-09-24 | 山西大学 | A kind of cadmium organic backbone complex and preparation method thereof |
| CN110885451B (en) * | 2019-12-11 | 2021-05-07 | 北京工业大学 | In metal-organic framework material based on tricarboxylic acid ligand, preparation method and application thereof |
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