CN103087217B - Red luminescent material, and preparation method and application thereof - Google Patents
Red luminescent material, and preparation method and application thereof Download PDFInfo
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- CN103087217B CN103087217B CN201310009224.4A CN201310009224A CN103087217B CN 103087217 B CN103087217 B CN 103087217B CN 201310009224 A CN201310009224 A CN 201310009224A CN 103087217 B CN103087217 B CN 103087217B
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Abstract
The invention discloses a red luminescent material, and a preparation method and application thereof. The method comprises the following steps: under acidic conditions, glutaric dialdehyde and amino compound are subjected to condensation reaction in water to obtain the red luminescent material. The red luminescent material disclosed by the invention can be excited to emit red light in a solution, suspension, gel agglomerate or solid powder, wherein the excitation waveband is 450-650nm, and the maximum central emission wavelength is 670nm or so. When the red luminescent material is excited by a 630nm laser, 650-720nm bright red light can be obtained. The red luminescent material disclosed by the invention can be excited to emit red light in a solution, suspension, gel agglomerate or solid powder, wherein the excitation waveband is 450-650nm, and the maximum central emission wavelength is 670nm or so. When the red luminescent material is excited by a 630nm laser, 650-720nm bright red light can be obtained.
Description
Technical field
The present invention relates to a kind of red illuminating material and preparation method thereof and application.
Background technology
Luminescence polymer material particularly has great using value and development prospect in life science field and industrial production (as preparation of photoelectric lighting device, flat screen etc.) in scientific research, therefore the research of luminescence polymer is subject to giving more sustained attention for a long time of academia and industrial circle.Luminescence polymer with respect to other luminophore as inorganic and organic molecule etc., the application of preparing etc. aspect in photoelectric device and flat pannel display has outstanding advantage, as adjustable in the optical property of polymkeric substance, device has flexibility and preparation simple easily (as realized by the technology such as spin coating, printing); In biological markers detection application aspect, its toxicity is little, and bio-compatibility is high, is better than inorganic and organic molecule luminescent material.
According to application needs, must prepare the luminescence polymer of different colours, wherein emitting red light polymkeric substance has multiple using value: first, redness is that three primary colors are (red, one of green, indigo plant), be to prepare white light and the complete requisite color of spectral emissions optical device; Secondly, ruddiness, away from organism autofluorescence wave band, can reduce the interference of organism autofluorescence, is conducive to improve the sensitivity of bioanalysis; The 3rd, a little less than red scattering of light, penetration depth is larger, is conducive to carry out the imaging analysis of biology interior; The 4th, redness is the high sensitive colors of human eye, is frequently used in warning occasions such as traffic.As can be seen here, research red illuminating material is significant and have a great practical value.
But the research of current luminescence polymer is also in process, develop also very insufficiently, wherein for the researches of emitting red light polymkeric substance, optional quantity is very limited, mainly comprises that multipolymer taking ruddiness small molecules as color development source or polymkeric substance are as Polythiophene etc.Their preparation method is mostly more loaded down with trivial details, and preparation condition control difficulty is large, and raw materials cost is higher.Expectation can develop simply, cheap and have the novel preparation method of the emitting red light polymkeric substance that commercial exploitation is worth and prepare novel material.
Summary of the invention
The object of this invention is to provide a kind of red illuminating material and preparation and application thereof, the method is single stage method, utilize and successfully prepare a kind of novel red light material without the raw material of luminosity, and the transmitting that is excited under solution, suspension, gel lump or solid state powder all of this material there is the ruddiness of long-time opposing photobleaching ability.
The preparation method of red illuminating material provided by the invention, comprises the steps:
Under acidic conditions, glutaraldehyde and obtain described red illuminating material through condensation reaction containing aminocompound in water.
In above-mentioned preparation method, the pH value of described acidic conditions can be 3.0 ~ 6.5, specifically can be 3.5 ~ 4.5,3.75,3.89,3.90,3.93,3.99,4.04,4.11,4.14 or 4.19.
In above-mentioned preparation method, the described mol ratio containing aminocompound and described glutaraldehyde can be 1:0.01 ~ 20, specifically can be 1:0.5 ~ 20,1:0.5 ~ 10,1:0.5,1:2,1:4,1:6,1:8,1:10,1:11,1:12.5 or 1:20.
In above-mentioned preparation method, carry out in the system of described condensation reaction, the quality percentage composition of described glutaraldehyde can be 0.01% ~ 10%, specifically can be 0.25% ~ 6.25%, 0.25%, 1%, 2%, 3%, 4%, 5%, 5.5% or 6.25%; The described quality percentage composition containing aminocompound can be 0.01% ~ 20%, specifically can be 0.33% ~ 1%, 0.33%, 0.35%, 0.55% or 1%; Can be by regulating described glutaraldehyde and/or described concentration and post-treating method containing aminocompound, regulate the state of the product preparing, as the form of the form of solution, suspension, the form of gel group or the form of solid state powder, so that be applied to different purposes.
In above-mentioned preparation method, the temperature of described condensation reaction can be 10 DEG C ~ 95 DEG C, specifically can be 25 DEG C ~ 95 DEG C, 25 DEG C, 35 DEG C, 45 DEG C, 55 DEG C, 65 DEG C, 75 DEG C, 85 DEG C or 95 DEG C, time can be 1 hour ~ 20 hours, specifically can be 0.5 hour ~ 10 hours, 0.5 hour,, 1 hour, 1.5 hours, 2 hours, 2.5 hours, 3 hours, 3.5 hours, 5 hours, 10 hours or 20 hours.
In above-mentioned preparation method, describedly can be aminosugar (as glucosamine, oligochitosan or chitosan etc.), inorganic ammonium salt (as ammonium sulfate etc.), organic amine (as alkylamines such as methylamines) or biogenic amine (as amino acid, peptide or albumen etc.) containing aminocompound.
In above-mentioned preparation method, when described containing aminocompound while being chosen as chitosan, can in described water, add oil phase to obtain w/o type microemulsion, described glutaraldehyde and the described aminocompound that contains obtain emitting red light polymer nano granules through condensation reaction in described w/o type microemulsion;
Described oil phase specifically can be made up of triton x-100, n-Octanol and hexanaphthene.
The invention provides the red illuminating material of being prepared by aforesaid method; It is 450nm ~ 650nm that the ruddiness of described red illuminating material excites wave band, and maximum emission wavelength is 670nm; When with 630nm laser excitation, can obtain the bright red of 650-720nm; The luminosity of described red illuminating material is stable, has the ability of long-time (continuous laser excited in 30 minutes, and luminous intensity only reduces by 30%) opposing photobleaching.
Red illuminating material provided by the invention can be used for biomarker, photoelectric material and prepares in photoelectric material, as adopted emitting red light polymer beads as cell marking reagent.
The present invention compared with prior art, has following advantage:
1, method provided by the invention, raw materials used all redfree luminosities own, and also cheap and easy to get, greatly save preparation cost, be conducive to applying of such material.
2, method provided by the invention, without particular requirement, does not need the assistant systems such as added metal catalysis again to environment, simple to operate, and it is convenient to implement, and aftertreatment is easy, prepares reproduciblely, and preparation cost is low, very easy to utilize.
3, method provided by the invention, amino reactant in described method except glutaraldehyde can change and be capable of being combined, and available aminocompound has aminosugar (as glucosamine, oligochitosan, chitosan etc.), inorganic ammonium salt (as ammonium sulfate etc.), organic amine (as alkylamines such as methylamines), biogenic amine (as amino acid, peptide, albumen etc.) etc.
4, red illuminating material provided by the invention all can be excited and red-emitting under solution, suspension, gel lump or solid state powder, excites wave band between 450 ~ 650nm, and center of maximum emission wavelength is near 670nm.When with 630nm laser excitation, can obtain the bright red of 650 ~ 720nm.
5, red illuminating material optical property provided by the invention is very stable, has the ability of long-time (continuous laser excited in 30 minutes, and luminous intensity only reduces by 30%) opposing photobleaching.
6, emitting red light polymer materials provided by the invention can regulate and control by the consumption, reaction times, the temperature of reaction that regulate alone or in combination the reactants such as glutaraldehyde easily.
7, emitting red light polymkeric substance provided by the invention can obtain by controlling preparation method the product of different shapes size, as prepared the nano particle that water dispersible is good by microemulsion method, size distribution is in 4 nanometers between 12 nanometers, and the cytotoxicity of nano particle is little, bio-compatibility good.
8, red illuminating material provided by the invention can be used to the development research of biomarker, sensing assays, photoelectric material.
Brief description of the drawings
Fig. 1 is the image (be respectively left figure and right figure) of the red illuminating material prepared of embodiment 1 during under natural light irradiation with 633nm laser excitation.
Fig. 2 is the image (be respectively left figure and right figure) of the red illuminating material prepared of embodiment 2 during under natural light irradiation with 633nm laser excitation.
Fig. 3 is the image (be respectively left figure and right figure) of the red illuminating material prepared of embodiment 3 during under natural light irradiation with 633nm laser excitation.
Fig. 4 is the fluorescence emission spectrum of each red illuminating material of preparing of embodiment 4 in the time exciting with 630nm, wherein in relation curve between illustration be polymkeric substance emissive porwer and glutaraldehyde concentration.
Fig. 5 is the fluorescence emission spectrum of each red illuminating material of preparing of embodiment 5 in the time exciting with 630nm, wherein in the illustration emissive porwer that is polymkeric substance and the relation curve between the reaction times.
Fig. 6 is the fluorescence emission spectrum of each red illuminating material of preparing of embodiment 6 in the time exciting with 630nm, wherein in relation curve between illustration be polymkeric substance emissive porwer and temperature of reaction.
Fig. 7 is the particle images of transmissive electron microscope after the emitting red light nano particle prepared of embodiment 7 amplifies 100,000 times.
Fig. 8 is the fluorescence emission spectrum of the red illuminating material prepared of embodiment 8 in the time exciting with 630nm.
Fig. 9 is the fluorescence emission spectrum of the red illuminating material prepared of embodiment 9 in the time exciting with 630nm.
Figure 10 is the fluorescence emission spectrum of the red illuminating material prepared of embodiment 10 in the time exciting with 630nm.
Figure 11 is that emitting red light nano particle and HeLa cell prepared by embodiment 7 hatched the rear marking image to nucleus (kernel) altogether.
Figure 12 is the light intensity bleaching curve that red illuminating material nano particle (GCP NPs) prepared by embodiment 7 collects under laser radiation in continuous 30 minutes.
Embodiment
The experimental technique using in following embodiment if no special instructions, is ordinary method.
Material, reagent etc. used in following embodiment, if no special instructions, all can obtain from commercial channels.
Embodiment 1, prepare the red illuminating material of solution form
Glutaraldehyde water solution taking mass concentration as 0.5% is as reactant, and concrete preparation method is as follows: under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 0.5% by water.Getting isopyknic above-mentioned chitosan aqueous solution and glutaraldehyde water solution is mixed in reaction vessel, the pH value of the reaction system obtaining is 4.19, in this reaction system, the mol ratio of chitosan molecule unit and glutaraldehyde is 1:0.5, the quality percentage composition of glutaraldehyde is 0.25%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds at 25 DEG C standing and reacting 5 hours, now color no longer changes, and obtains the product of solution form.
Product prepared by this embodiment, under 633nm laser excitation, can present bright redness, and as shown in the right figure in Fig. 1, wherein left figure is the image under natural light irradiation.
Embodiment 2, prepare the red illuminating material of solid gel form
Glutaraldehyde water solution taking mass concentration as 10% is as reactant, and concrete preparation method is as follows: under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned chitosan aqueous solution and glutaraldehyde water solution is mixed in the container of specified shape, the pH value of the reaction system obtaining is 3.93, in this reaction system, the mol ratio of chitosan molecule unit and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds at 25 DEG C standing and reacting 20 hours, now color no longer changes, and obtains the product of solid gel form.
The product of solid gel form prepared by this embodiment, under 633nm laser excitation, can present bright redness, and as shown in the right figure in Fig. 2, wherein left figure is the image under natural light irradiation.
Embodiment 3, prepare the red illuminating material of pressed powder form
Glutaraldehyde water solution taking mass concentration as 10% is as reactant, and concrete preparation method is as follows: under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned chitosan aqueous solution and glutaraldehyde water solution is mixed in the container of specified shape, the pH value of the reaction system obtaining is 3.93, in this reaction system, the mol ratio of chitosan molecule unit and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds at 25 DEG C standing and reacting 20 hours, now color no longer changes, and obtains the product of solid gel form, after above-mentioned product lyophilize (lyophilize 2 days under 50 DEG C of vacuum conditions), obtains the pressed powder form of material.
The product of pressed powder form prepared by this embodiment, under 633nm laser excitation, can present bright redness, and as shown in the right figure in Fig. 3, wherein left figure is the image under natural light irradiation.
Embodiment 4,
Taking glutaraldehyde as reactant, different concns reactant reaction is prepared material:
Under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn by water: 2%, 4%, 6%, 8%, 10%, 11% and 12.5%.The glutaraldehyde water solution of getting isopyknic above-mentioned chitosan aqueous solution and different concns mixes respectively, the pH value of the each reaction system (order all increasing by the concentration of glutaraldehyde water solution is arranged) obtaining is respectively 4.14,4.11,4.04,3.99,3.93,3.90 and 3.89, and the mol ratio of chitosan molecule unit and glutaraldehyde is respectively 1:2,1:4,1:6,1:8,1:10,1:11 and 1:12.5; The quality percentage composition of glutaraldehyde is respectively 1%, 2%, 3%, 4%, 5%, 5.5% and 6.25%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds at 25 DEG C standing and reacting 10 hours, until color no longer changes, obtain different fluorescent materials.
Transmitting collection of illustrative plates with the material of fluorescent spectrophotometer assay different concns reactant reaction gained under 630nm excites, as shown in Figure 4, wherein interior illustration is the relation curve between emissive porwer and the glutaraldehyde mass concentration of the material that obtains, can be learnt by this figure, in this reaction system, by regulating glutaraldehyde concentration, can obtain the polymkeric substance that luminous intensity is different; In the time that glutaraldehyde concentration is 10%, the luminous intensity maximum of products therefrom.
Embodiment 5,
Glutaraldehyde water solution taking mass concentration as 10% is as reactant, and the differential responses time is prepared luminescent material:
Under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned chitosan aqueous solution and glutaraldehyde water solution mixes, the pH value of the reaction system obtaining is 3.93, and in this reaction system, the mol ratio of chitosan molecule unit and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds, at 25 DEG C, distinguish standing and reacting 0.5 hour, 1 hour, 1.5 hours, 2 hours, 2.5 hours, 3 hours and 3.5 hours, obtain different fluorescent materials.
The transmitting collection of illustrative plates of the material obtaining with the fluorescent spectrophotometer assay differential responses time under 630nm excites, as shown in Figure 5, wherein interior illustration is the emissive porwer of the material that obtains and the relation curve between the reaction times, can be learnt by this figure, in the initial period of reaction, speed of response is very fast, and after approximately 2 hours, speed of response is slow gradually.
Embodiment 6,
Glutaraldehyde water solution taking mass concentration as 10% is as reactant, and differing temps is prepared material:
Under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned chitosan aqueous solution and glutaraldehyde water solution mixes, the pH value of the reaction system obtaining is 3.93, and in this reaction system, the mol ratio of chitosan molecule unit and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of chitosan is 1%; After ultrasonic 20 seconds respectively at standing and reacting at 25 DEG C, 35 DEG C, 45 DEG C, 55 DEG C, 65 DEG C, 75 DEG C, 85 DEG C and 95 DEG C 20 hours), now color no longer changes, and obtains different fluorescent materials.
The transmitting collection of illustrative plates of the material obtaining by fluorescent spectrophotometer assay differential responses temperature under 630nm excites, as shown in Figure 6, wherein interior illustration is the relation curve between emissive porwer and the temperature of reaction of the material that obtains, can be learnt by this figure, in the scope of 25 DEG C ~ 95 DEG C, with the increase of temperature of reaction, the luminous intensity of products therefrom reduces.
Embodiment 7, prepare red illuminating material nano particle
Glutaraldehyde water solution taking mass concentration as 10% is as reactant, and concrete preparation process is as follows:
Under ultrasonic condition, chitosan is dissolved into 1.5%(v/v) acetic acid aqueous solution in, be configured to mass concentration and be 2% chitosan aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Above-mentioned chitosan aqueous solution and glutaraldehyde water solution are for subsequent use as the water of w/o type microemulsion.Oil phase is mixed and forms with volume ratio 7:8:9 by triton x-100, n-Octanol and hexanaphthene, and wherein triton x-100 is tensio-active agent, and n-Octanol is cosurfactant, and hexanaphthene is solvent.First get the above-mentioned mixing oil phase of 8mL in 15mL round-bottomed flask, flask is placed in to ice/water and mixes bath, 700rpm condition lower magnetic force stirs.Then respectively get the above-mentioned chitosan aqueous solution of 1mL and glutaraldehyde water solution, after mixing rapidly, join in above-mentioned oil phase and continue to stir 5min under ice/water bath condition.Again flask is placed in to 5 ° of C solution ultrasonic until solution becomes transparence (being conventionally no more than 10min), has just formed w/o type microemulsion.Flask is placed in to the crosslinking reaction of accelerating chitosan and glutaraldehyde under 25 ° of C, in reaction process, follows microemulsion color to become transparent salmon from water white transparency.React color after 20 hours and no longer change, configuration ethanol/water mixing solutions cleans, the ultrasonic 5min that vibrates, and after the centrifugal 10min of 5000rpm, solution be divided into water and oil phase, and nano particle is dispersed in water.Water dialysis, thoroughly obtain the nano particle of particle diameter in 5.6nm left and right, as shown in Figure 7 after lyophilize.
The water dispersion solution of nano particle prepared by this embodiment, when with 633nm laser excitation, presents bright ruddiness.
Embodiment 8, ammonium sulfate react and prepare red illuminating material with glutaraldehyde
Glutaraldehyde water solution taking mass concentration as 10% and ammonium sulfate are as reactant, concrete preparation method is as follows: under ultrasonic condition, ammonium sulfate is dissolved in acetic acid-sodium acetate buffer solution of 1.75mM (pH is 3.75), is configured to mass concentration and is 0.66% ammonium sulfate solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned ammonium sulfate solution and glutaraldehyde water solution is mixed in reaction vessel, the pH value of the reaction system obtaining is 3.79, in this reaction system, the mol ratio of ammonium sulfate and glutaraldehyde is 1:20, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of ammonium sulfate is 0.33%; After ultrasonic 20 seconds at 20 DEG C standing and reacting 10 hours, now color no longer changes, and obtains the product that ammonium sulfate reacts with glutaraldehyde.
Transmitting collection of illustrative plates with fluorescent spectrophotometer assay products therefrom under 630nm excites, as shown in Figure 8, can be learnt by this figure, products therefrom can have transmitting at 670nm place under 630nm excites.
Embodiment 9, methylamine react and prepare red illuminating material with glutaraldehyde
Glutaraldehyde water solution taking mass concentration as 10% and methylamine are as reactant, concrete preparation method is as follows: under ultrasonic condition, commercially available 30% aqueous methylamine solution is mixed in acetic acid-sodium acetate buffer solution of 1.75mM (pH is 3.75), is configured to mass concentration and is 1.1% aqueous methylamine solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned aqueous methylamine solution and glutaraldehyde water solution is mixed in reaction vessel, the pH value of the reaction system obtaining is 4.00, and in this reaction system, the mol ratio of methylamine and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and the quality percentage composition of methylamine is 0.55%; After ultrasonic 20 seconds at 20 DEG C standing and reacting 10 hours, now color no longer changes, and obtains the product that methylamine reacts with glutaraldehyde.
Transmitting collection of illustrative plates with fluorescent spectrophotometer assay products therefrom under 630nm excites, as shown in Figure 9, can be learnt by this figure, products therefrom can have transmitting at 670nm place under 630nm excites.
Embodiment 10, leucine react and prepare red illuminating material with glutaraldehyde
Glutaraldehyde water solution taking mass concentration as 10% and leucine are as reactant, concrete preparation method is as follows: under ultrasonic condition, leucine is dissolved in acetic acid-sodium acetate buffer solution of 1.75mM (pH is 3.75), is configured to mass concentration and is 0.70% the leucine aqueous solution.Commercially available 50% glutaraldehyde water solution is diluted to desired concn 10% by water.Getting isopyknic above-mentioned leucine aqueous solution and glutaraldehyde water solution is mixed in reaction vessel, the pH value of the reaction system obtaining is 3.84, in this reaction system, the mol ratio of leucine and glutaraldehyde is 1:10, the quality percentage composition of glutaraldehyde is 5%, and leucic quality percentage composition is 0.35%; After ultrasonic 20 seconds at 20 DEG C standing and reacting 10 hours, now color no longer changes, and obtains the product that leucine reacts with glutaraldehyde.
Transmitting collection of illustrative plates with fluorescent spectrophotometer assay products therefrom under 630nm excites, as shown in figure 10, can be learnt by this figure, products therefrom can have transmitting at 670nm place under 630nm excites.
Embodiment 11, red illuminating material nano particle are for cell marking
Get (ultimate density of nano particle is 25 μ g/mL) after nano particle and the about 50min of HeLa co-culture of cells prepared by embodiment 7, be placed under laser confocal microscope and observe the position of nano particle at cell, as shown in figure 11.Result shows, the most of mark of luminous nano granule has arrived nuclear kernel position.Emitting red light nano particle can be used as the specific mark of cell marking reagent to nucleus position as can be seen here.
Under above-mentioned laser intensity Continuous irradiation, investigated the photobleaching performance of nano particle simultaneously, as shown in figure 12, result shows, nano particle of the present invention has good bleach-resistant performance.
Claims (1)
1. a preparation method for emitting red light polymkeric substance, comprises the steps:
Under acidic conditions, glutaraldehyde and obtain described emitting red light polymkeric substance through condensation reaction containing aminocompound in water;
Described is glucosamine, oligochitosan, chitosan, ammonium sulfate, methylamine, amino acid containing aminocompound;
The pH value of described acidic conditions is 3.0 ~ 6.5.
2
.according to the preparation method described in claim 1, it is characterized in that: the described mol ratio containing aminocompound and described glutaraldehyde is 1:0.01 ~ 20.
3
.preparation method according to claim 1, is characterized in that: carry out in the system of described condensation reaction, the quality percentage composition of described glutaraldehyde is 0.01% ~ 10%, and the described quality percentage composition containing aminocompound is 0.01% ~ 20%.
4
.preparation method according to claim 1, is characterized in that: the temperature of described condensation reaction is 10 DEG C ~ 95 DEG C, and the time is 1 hour ~ 20 hours.
5
.preparation method according to claim 1, it is characterized in that: described method also comprises the steps: to add oil phase to obtain w/o type microemulsion in described water, described glutaraldehyde and the described aminocompound that contains obtain emitting red light polymer nano granules through condensation reaction in described w/o type microemulsion;
Described oil phase is made up of triton x-100, n-Octanol and hexanaphthene.
6
.the emitting red light polymkeric substance that in claim 1-5, described in any one prepared by method.
7
.emitting red light polymkeric substance according to claim 6, is characterized in that: it is 450nm ~ 650nm that the ruddiness of described emitting red light polymkeric substance excites wave band, and maximum emission wavelength is 670nm.
8
.emitting red light polymkeric substance described in claim 6 or 7 is at biomarker, photoelectric material and prepare the application in photoelectric material.
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| Title |
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| 《Monodisperse Chitosan Microspheres with Interesting Structures for Protein Drug Delivery》;WeiWei et.al;《Adv.Mater》;20081231;第20卷;2292-2296 * |
| WeiWei et.al.《Monodisperse Chitosan Microspheres with Interesting Structures for Protein Drug Delivery》.《Adv.Mater》.2008,第20卷2292-2296. * |
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