CN102127425A - 8-hydroxy-1,3,6-trisulfonyl pyrene anion/octanesulfonate anion co-intercalation hydrotalcite composite luminescent material - Google Patents

8-hydroxy-1,3,6-trisulfonyl pyrene anion/octanesulfonate anion co-intercalation hydrotalcite composite luminescent material Download PDF

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CN102127425A
CN102127425A CN2010106204201A CN201010620420A CN102127425A CN 102127425 A CN102127425 A CN 102127425A CN 2010106204201 A CN2010106204201 A CN 2010106204201A CN 201010620420 A CN201010620420 A CN 201010620420A CN 102127425 A CN102127425 A CN 102127425A
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negatively charged
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luminescent material
hydroxyl
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CN102127425B (en
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陆军
党思乐
卫敏
段雪
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Beijing University of Chemical Technology
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Abstract

The invention discloses an 8-hydroxy-1,3,6-trisulfonyl pyrene anion/octanesulfonate anion co-intercalation hydrotalcite composite luminescent material and a preparation method thereof, belonging to the field of inorganic/organic composite luminescent materials. The method comprises the following steps: preparing a bivalent/trivalent metal cation solution A, and a solution B of trisodium salt of 8-hydroxy-1,3,6-trisulfonyl pyrene and sodium octanesulfonate; slowly and dropwisely adding a prepared NaOH solution into an A and B mixed solution; after finishing the dropwise adding, regulating the pH value to obtain slurry D; reacting the slurry D under hydrothermal conditions; and carrying out centrifugal washing on the obtained product, and carrying out vacuum drying. The method implements the immobilization of 8-hydroxy-1,3,6-trisulfonyl pyrene anions, effectively enhances the fluorescence efficiency of the luminescent dye molecules, and reduces the fluorescent quenching generated by the accumulation of the luminescent dye molecules.

Description

8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material altogether
Technical field
The invention belongs to inorganic organic composite luminescent material preparing technical field, particularly a kind of 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material and preparation method thereof altogether.
Background technology
Hydrotalcite intercalation material (LDHs) is the novel nano inorganic functional material that a class has laminate structure, and its similar is in brucite, and forming general formula can be expressed as: [M 2+ 1-xM 3+ x(OH) 2] X+(A N-) X/nMH 2O, wherein M 2+And M 3+Be respectively divalence and tervalent metallic cation in the laminate, as: Mg 2+, Ni 2+, Co 2+, Zn 2+, Cu 2+And Al 3+, Cr 3+, Fe 3+, Sc 3+Deng; A N-Be interlayer anion, as: CO 3 2-, NO 3 -, Cl -, OH -, SO 4 2-, PO 4 3-, C 6H 4(COO) 2 2-Negatively charged ion etc.; X is M 3+/ (M 2++ M 3+) molar ratio, it is worth generally between 0.1~0.5; M is the number of middle water molecule.Metallic cation on the LDHs laminate is owing to be subjected to the influence of minimum effect of lattice energy and lattice orientation effect thereof, and uniform distribution in a certain way on laminate makes on the laminate that in each small structural unit, its chemical constitution and structure are constant.Simultaneously, the divalent metal that is positioned on the laminate can be in the certain proportion scope by the close trivalent metal cation isomorphous substitution of ionic radius, the Modulatory character of this chemical constitution and the microscopic uniformity of structure, the good precursor material that makes it become composite structure and form uniform matrix material.
It is a kind of fluorescence molecule that is subjected to extensive concern and research that 8-hydroxyl-1,3,6-trisulfonic acid base pyrene three are received salt, has 3 sulfonate radicals and a hydroxyl.It has been generally acknowledged that sulfonate radical ionization when the pH value is greater than 1, is one 3 valency negatively charged ion; Hydroxyl ionization becomes the negatively charged ion of one 4 valency when the pH value is greater than 7.4.(ROH) its fluorescence emission peak was positioned at the 440nm place and belongs to blue emission when hydroxyl was unionized; And after hydroxyl ionization (RO -) its fluorescence emission peak is positioned at the 510nm place and belongs to green emission.When ROH is excited rayed and (ROH*) its acid can enhancing greatly when transitting to excited state, very easily shift H this moment +Give the acceptors such as water molecules in the solution, the excited state Proton-Transfer Reactions takes place, become RO -* thereby the green glow that ground state is launched the 510nm place is returned in transition again.So 8-hydroxyl-1,3,6-trisulfonic acid base pyrene is an extremely specific molecule, is not only to can be used as pH value sensor material because its luminous pH of being subjected to influences, its the luminous microenvironment influence that also is subjected on every side can detect its microenvironment state on every side simultaneously.So it is in science, medical science, and fields such as commerce have a wide range of applications.
But the dye class luminescent material easily forms aggregate under common solution state, be unfavorable for the efficiently luminous of dye molecule.If dye molecule is uniformly distributed in a kind of material of main part as object, then can improve the luminous efficiency of object to greatest extent.Therefore electronegative dye molecule is introduced the interlayer of stratified material hydrotalcite, formed organic-inorganic composition, can realize that dye molecule aligns and homodisperse, improves its fluorescence efficiency on molecular scale.
Summary of the invention
The purpose of this invention is to provide a kind of 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion are total to composite luminescent material of intercalated houghite and preparation method thereof.Perfluoroetane sulfonic acid root negatively charged ion inserts hydrotalcite layers and constitutes the interlayer environment that polarity is more weak, has played dispersion 8-hydroxyl-1,3 simultaneously, and the gathering quenching phenomenon has been avoided in the anionic effect of 6-trisulfonic acid base pyrene, has improved fluorescence efficiency.
The 8-hydroxyl-1,3 of the present invention's preparation, 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion intercalated hydrotalcite composite luminescent material altogether are a kind of anionic supramolecule stratiform composite luminescent materials, and its chemical formula is: [(M 2+) 1-x(M 3+) x(OH) 2] X+(A 1 A-) y(A 2 B-) zMH 2O, 0.2≤x≤0.33 wherein, 0.02x≤y≤0.1x, 0.7x≤z≤0.94x, and ya+zb=x, m=3~6 are interlayer crystal water molecule number, M 2+Represent divalent metal, M 3+Represent trivalent metal ion, A 1 A-Represent 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion, a=3, A 2 B-Represent perfluoroetane sulfonic acid root negatively charged ion, b=1; The crystalline structure of this composite luminescent material is the crystalline structure of houghite material, and metallic cation and hydroxide ion constitute octahedra with covalent linkage, forms sheet structure by being total to the limit.
Preparation method's of the present invention concrete operations step is:
(1) preparation divalence, trivalent metal cation mol ratio M 2+/ M 3+Be 2: 1~4: 1 solution A, wherein divalent metal concentration is 0.01~1.6M; Solvent is water and ethanol mixed solvent, and the shared volume ratio of ethanol is 30%~50%;
(2) press 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt and perfluorooctane sulfonate mol ratio are 1: 32.6~1: 6.52 preparation mixing solutions B, and make two kinds of electronegative sums of negatively charged ion equal M in the step (1) 3+The ionic mole number, it is 0.01~2.0M that two kinds of ions add up to volumetric molar concentration concentration; Solvent is selected water and ethanol mixed solvent for use, and the shared volume ratio of ethanol is 30%~50%;
(3) solution A is mixed with solution B obtain solution C, then solution C is poured in the four-hole boiling flask;
(4) the preparation mole number is the M in the step (1) 2+, M 3+The NaOH solution that the metal ion total moles is 2~2.5 times, NaOH strength of solution are 0.01~3.0M, and solvent is selected water and ethanol mixed solvent for use, and the shared volume ratio of ethanol is 30%~50%; This NaOH solution by constant pressure funnel, is slowly being dripped in the four-hole boiling flask that solution C is housed under the nitrogen protection condition;
(5) be added dropwise to complete the back and regulate pH value 4.0~9.0 with NaOH, obtain slurries D, place 50~80 ℃ of water-baths to react under the nitrogen protection condition 12~24 hours four-hole boiling flask, or slurries D is transferred in the water heating kettle, temperature control reacted 12~24 hours down for 80~100 ℃;
(6) reaction product in the step (5) is spent CO respectively 2Deionized water and alcohol mixed solution centrifuge washing 3~6 times, colourless to washings, the shared volume ratio of ethanol is 30%~50%; With the vacuum-drying 15~20 hours in 50~70 ℃ of temperature ranges of the centrifugal filter cake that obtains, promptly obtain 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material altogether.
Described M 2+Be Mg 2+, Ni 2+, Co 2+, Zn 2+Or Ca 2+, M 3+Be Al 3+Or Fe 3+
Beneficial effect of the present invention is: luminescent dye 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion is introduced hydrotalcite layers, utilize the space confinement effect of hydrotalcite stratified material and the interaction between the Subjective and Objective, realize the immobilization of dye molecule, reduced the fluorescent quenching that dye molecule produces because of gathering simultaneously, provide the theoretical investigation basis for hydrotalcite being applied to solid dye luminescent device field.
Description of drawings
Fig. 1 is the 8-hydroxyl-1,3 that the embodiment of the invention 1 obtains, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the XRD spectra of the composite luminescent material of intercalated houghite altogether.
Fig. 2 is the 8-hydroxyl-1,3 that the embodiment of the invention 2 obtains, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the XRD spectra of the composite luminescent material of intercalated houghite altogether.
Fig. 3 is the 8-hydroxyl-1,3 that the embodiment of the invention 1 obtains, the fluorescence emission spectrogram that the composite luminescent material of the common intercalated houghite of 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion is obtained by the 375nm ultraviolet excitation.
Fig. 4 is the 8-hydroxyl-1,3 that the embodiment of the invention 2 obtains, the fluorescence emission spectrogram that the composite luminescent material of the common intercalated houghite of 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion is obtained by the 375nm ultraviolet excitation.
Embodiment
The present invention adopts coprecipitation method to obtain 8-hydroxyl-1,3, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the composite luminescent material of intercalated houghite altogether.
Further explain the present invention below by specific embodiment.
Embodiment 1
1, takes by weighing 1.99g Zn (NO 3) 26H 2O and 0.94g Al (NO 3) 39H 2O is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution A, Zn 2+/ Al 3+Mol ratio is 2: 1, Zn 2+Concentration be 0.05M;
2, with 0.529g perfluorooctane sulfonate and 0.0088g 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution B;
3, solution A is mixed with solution B obtain solution C, solution C is poured in the four-hole boiling flask;
4, getting 0.8g NaOH is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%; This NaOH solution by constant pressure funnel, under the nitrogen protection condition, is slowly dripped in the four-hole boiling flask that solution C is housed;
5, being added dropwise to complete the back is 4.5 with NaOH adjusting pH value, obtains slurries D, places 70 ℃ of water-baths to react 24 hours under the nitrogen protection condition four-hole boiling flask;
6, reaction product is spent CO respectively 2Deionized water and alcohol mixed solution centrifuge washing, colourless to washings, the shared volume ratio of ethanol is 30%; The centrifugal filter cake that obtains 70 ℃ of vacuum-dryings 20 hours, is promptly obtained 8-hydroxyl-1,3, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the composite luminescent material of intercalation ZnAl hydrotalcite altogether.
Product is characterized: as shown in Figure 1,8-hydroxyl-1,3, the serial diffraction peak that 00l is orientated has appearred in 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root the negatively charged ion XRD figure of intercalated hydrotalcite composite luminescent material altogether, 003 diffraction peak appears near 4.5 °, and calculating interlamellar spacing is 1.98nm, and 8-hydroxyl-1 is described, 3, the intercalation success altogether of 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion.As shown in Figure 3,8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion intercalated houghite material altogether go out the peak by the fluorescence emission spectrum that the 375nm ultraviolet excitation obtains at 452nm, with respect to pure 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt dilute solution, tangible bathochromic effect appears in the emmission spectrum of this composite luminescent material, shows common intercalation success once more.
Embodiment 2
1, takes by weighing 1.28g Mg (NO 3) 26H 2O and 0.94g Al (NO 3) 39H 2O is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution A, Mg 2+/ Al 3+Mol ratio is 2: 1, Zn 2+Concentration be 0.05M;
2, with 0.529g perfluorooctane sulfonate and 0.0088g 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution B;
3, solution A is mixed with solution B obtain solution C, solution C is poured in the four-hole boiling flask;
4, getting 0.8g NaOH is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%; This NaOH solution by constant pressure funnel, under the nitrogen protection condition, is slowly dripped in the four-hole boiling flask that solution C is housed;
5, being added dropwise to complete the back is 8.5 with NaOH adjusting pH value, obtains slurries D, places 70 ℃ of water-baths to react 24 hours under the nitrogen protection condition four-hole boiling flask;
6, reaction product is spent CO respectively 2Deionized water and alcohol mixed solution centrifuge washing, colourless to washings, the shared volume ratio of ethanol is 30%; The centrifugal filter cake that obtains 70 ℃ of vacuum-dryings 20 hours, is promptly obtained 8-hydroxyl-1,3, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the composite luminescent material of intercalation MgAl hydrotalcite altogether.
Product is characterized: as shown in Figure 2,8-hydroxyl-1,3, the serial diffraction peak that 00l is orientated has appearred in 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root the negatively charged ion XRD figure of intercalated hydrotalcite composite luminescent material altogether, 003 diffraction peak appears near 4.29 °, and calculating interlamellar spacing is 2.06nm, and 8-hydroxyl-1 is described, 3, the intercalation success altogether of 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion.As shown in Figure 4,8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion intercalated houghite material altogether go out the peak by the fluorescence emission spectrum that the 375nm ultraviolet excitation obtains at 527nm, with respect to pure 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt dilute solution, tangible bathochromic effect appears in the emmission spectrum of this composite luminescent material, shows common intercalation success once more.
Embodiment 3
1, takes by weighing 1.99g Zn (NO 3) 26H 2O and 0.94g Al (NO 3) 39H 2O is dissolved in 40ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution A, Zn 2+/ Al 3+Mol ratio is 2: 1, Zn 2+Concentration be 0.125M;
2, with 0.529g perfluorooctane sulfonate and 0.0088g 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt is dissolved in 40ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%, obtains solution B;
3, solution A is mixed with solution B obtain solution C, solution C is poured in the four-hole boiling flask;
4, getting 0.8g NaOH is dissolved in 100ml and removes CO 2Deionized water and ethanol mixed solvent in, the shared volume ratio of ethanol is 30%; This NaOH solution by constant pressure funnel, under the nitrogen protection condition, is slowly dripped in the four-hole boiling flask that solution C is housed;
5, being added dropwise to complete the back is 4.5 with NaOH adjusting pH value, obtains slurries D, and slurries D is transferred in the water heating kettle, and hydro-thermal reaction is 24 hours in 80 ℃ of baking ovens;
6, reaction product is spent CO respectively 2Deionized water and alcohol mixed solution centrifuge washing, colourless to washings, the shared volume ratio of ethanol is 30%; The centrifugal filter cake that obtains 70 ℃ of vacuum-dryings 20 hours, is promptly obtained 8-hydroxyl-1,3, and 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the composite luminescent material of intercalation ZnAl hydrotalcite altogether.
In sum, with the composite luminescent material of the present invention's preparation: 1, carry out XRD and characterize, calculating interlamellar spacing is 1.9~2.1nm, shows 8-hydroxyl-1,3, the intercalation success altogether of 6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion; 2, carry out fluorescence spectrum and characterize, show that the optimal luminescent peak of this composite luminescent material has tangible red shift characteristic with respect to its aqueous solution; Above-mentioned sign and test result show that this composite luminescent material makes full use of the space confinement effect of hydrotalcite layers and the interaction between the Subjective and Objective, has realized the dye molecule immobilization.

Claims (4)

1. 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material altogether, it is characterized in that this composite luminescent material is a kind of anionic supramolecule stratiform composite luminescent material, and its chemical formula is: [(M 2+) 1-x(M 3+) x(OH) 2] X+(A 1 A-) y(A 2 B-) zMH 2O, 0.2≤x≤0.33 wherein, 0.02x≤y≤0.1x, 0.7x≤z≤0.94x, and ya+zb=x, m=3~6 are interlayer crystal water molecule number, M 2+Represent divalent metal, M 3+Represent trivalent metal ion, A 1 A-Represent 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion, a=3, A 2 B-Represent perfluoroetane sulfonic acid root negatively charged ion, b=1; The crystalline structure of this composite luminescent material is the crystalline structure of houghite material, and metallic cation and hydroxide ion constitute octahedra with covalent linkage, forms sheet structure by being total to the limit.
2. a kind of 8-hydroxyl-1,3 according to claim 1,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material altogether, it is characterized in that described M 2+Be Mg 2+, Ni 2+, Co 2+, Zn 2+Or Ca 2+, M 3+Be Al 3+Or Fe 3+
3. 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the preparation method of intercalated hydrotalcite composite luminescent material altogether, it is characterized in that the concrete operations step is:
(1) preparation divalence, trivalent metal cation mol ratio M 2+/ M 3+Be 2: 1~4: 1 solution A, wherein divalent metal concentration is 0.01~1.6M; Solvent is water and ethanol mixed solvent, and the shared volume ratio of ethanol is 30%~50%;
(2) press 8-hydroxyl-1,3,6-trisulfonic acid base pyrene trisodium salt and perfluorooctane sulfonate mol ratio are 1: 32.6~1: 6.52 preparation mixing solutions B, and make two kinds of electronegative sums of negatively charged ion equal M in the step (1) 3+The ionic mole number, it is 0.01~2.0M that two kinds of ions add up to volumetric molar concentration concentration; Solvent is selected water and ethanol mixed solvent for use, and the shared volume ratio of ethanol is 30%~50%;
(3) solution A is mixed with solution B obtain solution C, then solution C is poured in the four-hole boiling flask;
(4) the preparation mole number is the M in the step (1) 2+, M 3+The NaOH solution that the metal ion total moles is 2~2.5 times, NaOH strength of solution are 0.01~3.0M, and solvent is selected water and ethanol mixed solvent for use, and the shared volume ratio of ethanol is 30%~50%; This NaOH solution by constant pressure funnel, is slowly being dripped in the four-hole boiling flask that solution C is housed under the nitrogen protection condition;
(5) be added dropwise to complete the back and regulate pH value 4.0~9.0 with NaOH, obtain slurries D, place 50~80 ℃ of water-baths to react under the nitrogen protection condition 12~24 hours four-hole boiling flask, or slurries D is transferred in the water heating kettle, temperature control reacted 12~24 hours down for 80~100 ℃;
(6) reaction product in the step (5) is spent CO respectively 2Deionized water and alcohol mixed solution centrifuge washing 3~6 times, colourless to washings, the shared volume ratio of ethanol is 30%~50%; With the vacuum-drying 15~20 hours in 50~70 ℃ of temperature ranges of the centrifugal filter cake that obtains, promptly obtain 8-hydroxyl-1,3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be intercalated hydrotalcite composite luminescent material altogether.
4. a kind of 8-hydroxyl-1,3 according to claim 3,6-trisulfonic acid base pyrene negatively charged ion and perfluoroetane sulfonic acid root negatively charged ion be the preparation method of intercalated hydrotalcite composite luminescent material altogether, it is characterized in that described M 2+Be Mg 2+, Ni 2+, Co 2+, Zn 2+Or Ca 2+, M 3+Be Al 3+Or Fe 3+
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CN103965654A (en) * 2014-04-30 2014-08-06 北京化工大学 Light-fastness pigment with super-molecular intercalated structure and preparation method thereof
CN105214102A (en) * 2015-10-22 2016-01-06 北京化工大学 A kind of supermolecule composite optothermal reagent and the application in photo-thermal therapy and near infrared imaging thereof
WO2019242221A1 (en) * 2018-06-19 2019-12-26 南京大学 Fluorescent sensing film for ph planar optode, preparation method and application

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CN101417133A (en) * 2008-11-21 2009-04-29 哈尔滨工程大学 Slow-release medicine intercalation magnetic hydrotalcite with fluorescence radiation performance and preparation method thereof
US20100130750A1 (en) * 2008-11-25 2010-05-27 Dongpeng Yan Benzocarbazole-intercalated layered double hydroxides composite luminescent material and its preparation method
CN101793828A (en) * 2010-01-07 2010-08-04 北京化工大学 Optical pH sensor of fluorescein and sodium heptanesulfonate intercalated layered double hydroxide and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN101417133A (en) * 2008-11-21 2009-04-29 哈尔滨工程大学 Slow-release medicine intercalation magnetic hydrotalcite with fluorescence radiation performance and preparation method thereof
US20100130750A1 (en) * 2008-11-25 2010-05-27 Dongpeng Yan Benzocarbazole-intercalated layered double hydroxides composite luminescent material and its preparation method
CN101793828A (en) * 2010-01-07 2010-08-04 北京化工大学 Optical pH sensor of fluorescein and sodium heptanesulfonate intercalated layered double hydroxide and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN103965654A (en) * 2014-04-30 2014-08-06 北京化工大学 Light-fastness pigment with super-molecular intercalated structure and preparation method thereof
CN103965654B (en) * 2014-04-30 2016-08-17 北京化工大学 A kind of supermolecular intercalation structure of resistance to light type pigment and preparation method thereof
CN105214102A (en) * 2015-10-22 2016-01-06 北京化工大学 A kind of supermolecule composite optothermal reagent and the application in photo-thermal therapy and near infrared imaging thereof
CN105214102B (en) * 2015-10-22 2018-10-23 北京化工大学 A kind of supermolecule composite optothermal reagent and its application in terms of photo-thermal therapy and near infrared imaging
WO2019242221A1 (en) * 2018-06-19 2019-12-26 南京大学 Fluorescent sensing film for ph planar optode, preparation method and application
US11300510B2 (en) 2018-06-19 2022-04-12 Nanjing University Fluorescent sensing film for pH planar optode, preparation method and application

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