CN101275362A - Preparation for silk with quantum dot nano-particles - Google Patents
Preparation for silk with quantum dot nano-particles Download PDFInfo
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- CN101275362A CN101275362A CNA2008100367072A CN200810036707A CN101275362A CN 101275362 A CN101275362 A CN 101275362A CN A2008100367072 A CNA2008100367072 A CN A2008100367072A CN 200810036707 A CN200810036707 A CN 200810036707A CN 101275362 A CN101275362 A CN 101275362A
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Abstract
A preparing method of fluorescent cocoon fibre assembled with quantum point nano particles, takes the quantum point nano particles as fluorescent particles, takes cocoon fibre as nuclear, adopts an electrostatic absorption method to connect one layer of organic high molecule on the cocoon fibre surface, and then adopts an electrostatic absorption method to connect one layer of quantum point nano particles on the organic high molecule surface, or alternately repeats steps for multitime, and then uses an electrostatic absorption method to connect one layer of organic high molecule on the quantum point nano particles surface, so as to compose a fluorescent cocoon fibre coated by quantum point nano particles once or many times, wherein, the quantum point nano particles surface is coated by organic small molecule and/or organic high molecule. The invention has advantages that the inventive fluorescent cocoon fibre assembled with quantum point nano particle, not only has large superiority in optical aspects such as fluorescent stability, fluorescent strength and fluorescent color kinds, but also can produce in large under low cost conditions with better product character repetitiveness.
Description
Technical field
That the present invention relates to is a kind of preparation method of fluorescence silk, and especially a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle belongs to the material technology field.
Background technology
Silk is that the silk gum that mainly contains fibroin and surface thereof is formed by the concretionary a kind of native protein fibrid of the oozy silk liquid of silk glands in the silkworm body.The production of silk is in the history in existing thousands of years of China, and the silks and satins that is made into by silk at home and abroad has long enjoyed a good reputation, and is an important component part of China's brilliant civilization.
Silk has beautiful quiet and tastefully laid out gloss, soft hand feeling, good hygroscopicity, gas permeability and warmth retention property, and good mechanical property and biocompatibility, these superior character be the artificial fiber material can not and, have important use in weaving and field such as biomedicine.
Using silk as silk goods, is that silk also is purposes the most widely up to now the earliest.For making silk goods have colourful color, dyeing is very important technology.Dyeing is dyestuff and silk generation physics or chemically combined process, and the dyestuff that is used for silk dyeing mainly is ACID DYES, REACTIVE DYES, direct dyes and reducing dye etc.In addition, possess some special functions for making silk, as uvioresistant, antibiotic, waterproof, anti-greasy dirt, etc., can also be on silk physical bond or chemical bond organic or inorganic material with these functions so that the silk modification.
In the technology of above-mentioned silk dyeing or modification, use fluorescent dye and handle silk, not only can make silk painted, can also make silk have the function of emitting fluorescence.The fabric that is made into by such silk with fluorescence, in traffic police clothes, sanitationman's business wear and fields such as sportswear, shoes and hats, advertisement article and label, obtained application, when possessing aesthetic value, play an important role at traffic safety, aspect such as false proof.The fluorescent dye that is used for silk dyeing at present mainly is an organic fluorescent dye, as fluorescent orange 2GFL, fluorescein 5GFL, fluorescent whitening agent, etc.Yet the distribution of the absorbing wavelength of the fluorescent stability of these organic fluorescent dyes, fluorescence quantum efficiency and light and the width of fluorescence emission spectrum etc. all has certain defective.
Because the fluorescence silk fabrics has a lot of using values, develops the concern that good fluorescence silk also so more and more is subjected to researcher and businessman.In recent years, by transgenic technology produce the existing bibliographical information of green fluorescence silk [Zhao Yun, etc. utilize homologous recombination to change domestic silk core albumen heavy chain gene. Acta Biochimica et Biophysica Sinica. (English edition) 2001,33:112-116; A.Agrawal, Nat.Biotech., 1999,17,412], be between silk fibroin heavy chain gene 5 ' and the 3 ' terminal sequence as the researcher and insert with green fluorescence protein gene and artificial synthetic fibroin sample gene Fusion gene, utilize electroporation method to import in the silkworm seed, ovum is used the uviol lamp inspection after hatching, grow and cocooing, and 73 " bright cocoons " with green fluorescence are arranged in about 5400 cocoons.By transgenic method, can control the fluorescence color of silk in theory, obtain needed colorful fluorescence silk.Yet, obtain the fluorescence silk cocoon by transgenic method, the cost height, efficient low (can weave silk particularly tell the fluorescence silk silkworm considerably less) also has big distance from industrialization.
Summary of the invention
Technology to be solved by this invention is that to obtain fluorescence silk fluorescent brightness in conjunction with organic fluorescent dye on the silk not strong in order to overcome, defectives such as photobleaching speed is fast, and for overcoming by transgenic method acquisition fluorescence silk cost height, defectives such as efficient is low, a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle is provided, the semiconductor fluorescence quantum dot is attached on the silk, obtains to have multiple fluorescence color and have high fluorescent brightness and the novel fluorescence silk of stability.
The present invention solves the problems of the technologies described above the technical scheme of being taked: a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle, the quantum dot nano particle is a fluorescent particles, with silk is nuclear, method on the silk surface by Electrostatic Absorption connects one deck organic polymer, method by Electrostatic Absorption connects one deck quantum dot nano particle on the organic polymer surface again, then at the method connection one deck organic polymer of quantum dot nano particle surface by Electrostatic Absorption, constitute the fluorescence silk of a quantum dot coating, wherein, described quantum dot nano particle coats through organic molecule and/or organic polymer surface.
The present invention solves the problems of the technologies described above the another technical scheme of being taked: a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle, the quantum dot nano particle is a fluorescent particles, with silk is nuclear, method on the silk surface by Electrostatic Absorption connects one deck organic polymer, method by Electrostatic Absorption connects one deck quantum dot nano particle on the organic polymer surface again, repeatedly alternately repeat above-mentioned steps, then at the method connection one deck organic polymer of quantum dot nano particle surface by Electrostatic Absorption, constitute repeatedly the fluorescence silk that quantum dot coats, wherein, described quantum dot nano particle coats through organic molecule and/or organic polymer surface.
Concrete, be exactly that the method by Electrostatic Absorption connects one deck organic polymer on the silk surface, connect one deck quantum dot nano particle with same method, connect one deck organic polymer again, connect one deck quantum dot nano particle then again, overlap successively up to reaching needed structure, connect one deck organic polymer at skin at last.
The fluorescence silk that coats of quantum dot repeatedly, the fluorescence of quantum dot nano particle can be a kind of color or several different colours, forms the fluorescence silk of single fluorescence color or multiple fluorescence color.
Connect organic polymer and can carry out repeatedly according to actual demand with the mutual overlapping that is connected the quantum dot nano particle, thus formation secondary, three times, four times, five times, six times, seven times, eight times, nine times, ten times, ten once, the fluorescence silk of ten secondaries even the coating of more times quantum dot.
In such scheme, described Electrostatic Absorption, concrete grammar is: with positively charged macromolecule dissolution in the alkaline aqueous solution of pH＞7, then to wherein adding silk, electronegative silk is with the macromolecule of positively charged in the adsorbent solution in alkaline solution, add electronegative quantum dot then, quantum dot will be adsorbed onto on the macromolecule of silk surface positively charged, thereby quantum dot is combined to the silk surface.
On the basis of such scheme, described fluorescence silk, outermost layer coated silica, also coated silica not.When coated silica, the method for described coated silica is: fluorescence silk is scattered in the alkaline solution, adds the ethyl orthosilicate that contains ethanol, after the hydrolysis, take out silk, with ethanol and deionized water cyclic washing, drying makes the fluorescence silk of surperficial coated silica.
Silk of the present invention, be meant the raw material thread (but also claiming raw silk) of domestic silkworm silk (claim not only mulberry silk), or the raw silk of tussah (comprising tussah silk, ricinus silk, fogara silk, camphor silk, wild silk yarn), or refer to remove the come unstuck domestic silkworm silk or the tussah that comes unstuck that the silk gum on raw silk surface forms by degumming tech by the raw silk of the raw silk of domestic silkworm silk or tussah.
Described method by Electrostatic Absorption is connected the organic polymer of silk or quantum dot nano particle surface, be meant macromolecule that the macromolecule, biotechnology of chemical synthesis is synthetic and one or more the combination in the natural polymer, macromolecule for positively charged under neutrality or alkali condition is cation high molecular.
Above-mentioned cation high molecular is specifically as follows one or more the combination in PDDA, poly-D-lysine, poly (sodium 4-styrenesulfonate), polyamide, polyacrylamide, the protein.
Described quantum dot nano particle is CdS, ZnS, HgS, CdSe, ZnSe, HgSe, CdTe, ZnTe, ZnO, PbSe, HgTe, GaAs, InP, InAs, InGaAs, InGaP, InGaP/ZnS, CdS/ZnS, CdS/Ag
2S, CdS/PbS, CdS/Cd (OH)
2CdS/HgS, CdS/HgS/CdS, ZnS/CdS, ZnS/CdS/ZnS, ZnS/HgS/ZnS/CdS, CdSe/CdS, CdSe/ZnS, CdSe/ZnSe, CdSe/CuSe, CdSe/HgTe, CdSe/HgSe, CdSe/HgSe/CdSe, CdTe/HgS, InAs/InP, InAs/CdSe, InAs/ZnSe, MgS, MgSe, MgTe, CaS, CaSe, CaTe, SrS, SrSe, SeTe, BaS, BaSe, BaTe, CdS:Mn, ZnS:Mn, CdS:Cu, ZnS:Cu, CdS:Tb, the combination of one or more nano particles among the ZnS:Tb.
Wherein A/B represents with A to be nuclear, and B is the nuclear shell structured nano-compound particle of shell, and A:B represents that B is doped among the nanocrystal A.
On the basis of such scheme, the described organic molecule that the quantum dot nano particle is coated is meant the polarity micromolecule with one or more polar groups; The described organic polymer that the quantum dot nano particle is coated is meant the polarity macromolecule.
On the basis of such scheme, described polarity micromolecule is specifically as follows TGA, mercaptopropionic acid, mercaptoethylmaine, dihydrolipoic acid, amino acid, ethylenediamine, ethylenediamine tetra-acetic acid, thioacetamide, dodecyl sodium sulfate, phosphatide, glycolipid, cation lipid and silane coupling agent, as CH
2=CHSi (OC
2H
5)
3, CH
2=CHSi (OCH
3)
2, CH
2=CHSi (OC
2H
4OCH
3)
3, CH
2=C (CH
3) COOC
3H
6Si (OCH
3)
3, HSC
3H
6Si (OCH
3)
3, H
2NC
3H
6Si (OC
2H
5)
3, H
2NC
2H
4NHC
3H
6Si (OCH
3)
3, H
2NCONHC
3H
6Si (OC
2H
5)
3, CH
3Si (OC
2H
5)
3, (CH
3)
3SiNHSi (CH
3)
3In one or more combination.These organic molecules are coated on the quantum dot surface by effects such as chemical bond, static, are (as Cd by its sulfydryl and quantum dot surface metal ion as TGA
2+) strong bonded and be coated to the quantum dot surface.
Described polarity macromolecule is specifically as follows polyethyleneglycol derivative (as amidized polyethylene glycol, the polyethylene glycol of sulfhydrylation, carboxylated polyethylene glycol, the polyethylene glycol of N-hydroxyl coral amber imidizate), polyglycolic acid, PLA, lactic acid-ethanol copolymer, polyvinylpyrrolidone, polyacrylic acid, polyacrylamide, PDDA, poly (sodium 4-styrenesulfonate), polyamide, polyamino acid, polydextrose acid, shitosan, protein, collagen, starch, sodium alginate, gelatin, the combination of one or more in the Arabic gum.
At above-mentioned preparation method's assembling the fluorescence silk product of quantum dot nano particle, described fluorescence silk, with silk is nuclear, the quantum dot nano particle that coats one or more fluorescence colors on the silk surface is a shell, constitute nucleocapsid structure, wherein, described silk surface is connected with organic polymer layer and quantum dot nano particle layer in turn, one deck organic polymer layer and one deck quantum dot nano particle layer are one group, be provided with a group or more, skin is connected with organic polymer layer, or skin is connected with organic polymer layer and silicon dioxide layer in turn, described quantum dot nano particle process organic molecule and/or the coating of organic polymer surface.
The invention has the beneficial effects as follows: compare with the fluorescence silk that obtains by transgenic technology with the fluorescence silk of painted organic fluorescent dye, the assembling that the present invention is prepared the fluorescence silk of quantum dot nano particle, except aspect the optics such as kind of fluorescent stability, fluorescence intensity, fluorescence color, having the very big superiority, can also produce on a large scale under the condition cheaply, and product property repeatability better.
Description of drawings
Figure 1A is under the visible light, the comparison diagram of pure silk and fluorescence silk sample.
Figure 1B is under the wavelength 365nm fluorescence excitation, the comparison diagram of pure silk and fluorescence silk sample.
Fig. 1 C is under the wavelength 302nm fluorescence excitation, the comparison diagram of pure silk and fluorescence silk sample.
Fig. 2 A is the comparison diagram of fluorescence silk under visible light and fluorescence excitation of 1 red fluorescence quantum dot of absorption.
Fig. 2 B is the comparison diagram of fluorescence silk under visible light and fluorescence excitation of 3 red fluorescence quantum dots of absorption.
The specific embodiment
Embodiment 1
Tame silk cocoon is soaked in 90 ℃ of NaHCO that contain 0.6wt%
3Silk gum and impurity to remove the silk surface in the hydrothermal solution take by weighing dry boiled silk 30～35mg, are soaked in 5ml and contain 0.8mgml approximately
-1The PDDA aqueous solution in, electronegative silk is with the PDDA of adsoption band positive electricity, take out silk behind about 30min, washed several times with water, then silk is soaked in the quantum dot aqueous solution of finishing micromolecule mercaptopropionic acid of 5ml, electronegative quantum dot will be adsorbed onto the PDDA of silk surface positively charged, behind about 1h, take out silk and washed several times with water, and then be dipped in the PDDA aqueous solution, alternately be soaked in so repeatedly in the PDDA aqueous solution and the quantum dot aqueous solution, be soaked in for totally 4 times in the PDDA aqueous solution, be soaked in the quantum dot for 3 times.After the silk that has adsorbed quantum dot blotted the aqueous solution with filter paper, the lucifuge air dry promptly obtained repeatedly the fluorescence silk that quantum dot coats.
The quantum dot that adopts in the present embodiment the has been finishing CdTe nano particle of mercaptopropionic acid, totally 4 kinds, i.e. green fluorescence, yellow fluorescence, red fluorescence and near infrared fluorescence quantum point nano particle.Adopt the CdTe nano particle of above-mentioned 4 kinds of different colours to make green fluorescence sample b, yellow fluorescence sample c, red fluorescence sample d and near-infrared fluorescent sample e respectively.
Make comparisons with pure silk sample a shown in Figure 1A, 5 silk samples color under visible light is slightly different.Shown in Figure 1B, Fig. 1 C, 4 fluorescence silk samples are under the excitation of 365nm or 302nm at wavelength, except that near-infrared fluorescent sample e, green fluorescence sample b, yellow fluorescence sample c, red fluorescence sample d all can launch very bright fluorescence, and fluorescence is more stable.
Find that by fluorescence microscope every silk is all launched very strong fluorescence, shown in Fig. 2 A and Fig. 2 B, the silk that does not adsorb quantum dot then only has faint spontaneous blue-fluorescence.
Embodiment 2
Dihydrolipoic acid (DHLA) reacts the macromolecule (DHLA-PEG) that obtains sulfhydrylation with polyethylene glycol (PEG), by the sulfydryl on this macromolecule DHLA-PEG is coated on the red fluorescence quantum dot CdTe/CdSe, make the quantum dot that organic polymer coats, by the method identical with embodiment 1, quantum dot is adsorbed onto on the silk, in the present embodiment, be soaked in for totally 2 times in the PDDA aqueous solution, be soaked in the quantum dot for 1 time, after the silk that has adsorbed quantum dot blots the aqueous solution with filter paper, the lucifuge air dry promptly obtains the fluorescence silk that quantum dot coats, and the result has obtained to have the silk of intense red fluorescence.
Embodiment 3
Be soaked in 90 ℃ of NaHCO that contain 0.6wt% after the cocoon layer of tussah is cut into fragment
3In the hydrothermal solution, with silk gum and the impurity of removing the silk surface, identical with embodiment 1 then method, the red fluorescence CdTe quantum dot that the surface is coated mercaptopropionic acid is adsorbed onto on the silk.In the present embodiment, be soaked in for totally 2 times in the PDDA aqueous solution, be soaked in the quantum dot for 1 time, after the silk that has adsorbed quantum dot blots the aqueous solution with filter paper, the lucifuge air dry, promptly obtain the fluorescence silk of a quantum dot coating, the result has obtained to have the silk of intense fluorescence equally.
Embodiment 4
The silk with red fluorescence that embodiment 1 is obtained is soaked in the 5ml water (gets 3 parts altogether, every part contains the about 35mg of dry silk), then respectively to wherein dripping the ethyl orthosilicate (2～30 μ l) that contains 27% (v/v) ethanol, mixed liquor is adjusted to pH 9～10 with ammoniacal liquor, take out silk behind the 1h, with ethanol and deionized water cyclic washing, drying at room temperature, promptly obtain the fluorescence silk of the repeatedly quantum dot coating of surperficial coated silica.
Find the fluorescence silk of coated silica, Cd by the dialysis experiment
2+The release ratio of the ion not sample of coated silica obviously reduces.But then, when the ethyl orthosilicate that adds more for a long time, the fluorescence of silk extremely significantly lowers.
Embodiment 5
Green fluorescence CdTe quantum dot (there is maximum fluorescence at the 530nm place) and red fluorescence CdTe quantum dot (there is maximum fluorescence at the 613nm place) that mercaptopropionic acid is coated mix, by the method identical with embodiment 1, to mix quantum dot is adsorbed onto on the silk, in the present embodiment, be soaked in for totally 2 times in the PDDA aqueous solution, be soaked in the quantum dot for 1 time, obtained once to coat the silk that mixes quantum dot with Chinese red fluorescence.
Embodiment 6
Tame silk cocoon is soaked in 90 ℃ of NaHCO that contain 0.6wt%
3Silk gum and impurity to remove the silk surface in the hydrothermal solution take by weighing dry boiled silk 30～35mg, are soaked in 5ml and contain 0.2mgml approximately
-1The macromolecule poly-D-lysine aqueous solution of positively charged in, take out silk behind about 30min, washed several times with water, then silk is soaked in the red fluorescence CdTe quantum dot aqueous solution of finishing mercaptopropionic acid of 5ml, behind about 1h, take out silk and washed several times with water, and then be dipped in the PDDA aqueous solution, take out silk behind about 30min, and then be soaked in the quantum dot aqueous solution, take out washed several times with water behind about 30min, be dipped at last in the PDDA aqueous solution, take out silk behind the 30min, washed several times with water, blot the aqueous solution with filter paper after, the lucifuge air dry has obtained to have the silk of very strong red fluorescence equally.
Claims (10)
1, a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle, the quantum dot nano particle is a fluorescent particles, it is characterized in that: be nuclear with silk, method on the silk surface by Electrostatic Absorption connects one deck organic polymer, method by Electrostatic Absorption connects one deck quantum dot nano particle on the organic polymer surface again, then at the method connection one deck organic polymer of quantum dot nano particle surface by Electrostatic Absorption, constitute the fluorescence silk of a quantum dot coating, wherein, described quantum dot nano particle coats through organic molecule and/or organic polymer.
2, a kind of preparation method who has assembled the fluorescence silk of quantum dot nano particle, the quantum dot nano particle is a fluorescent particles, it is characterized in that: be nuclear with silk, method on the silk surface by Electrostatic Absorption connects one deck organic polymer, method by Electrostatic Absorption connects one deck quantum dot nano particle on the organic polymer surface again, repeatedly alternately repeat above-mentioned steps, then at the method connection one deck organic polymer of quantum dot nano particle surface by Electrostatic Absorption, constitute repeatedly the fluorescence silk that quantum dot coats, wherein, described quantum dot nano particle surface coats through organic molecule and/or organic polymer.
3, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 1 and 2, it is characterized in that: described fluorescence silk, outermost layer is coated with silicon oxide, the method of coated silica is: fluorescence silk is scattered in the alkaline solution, adds the ethyl orthosilicate that contains ethanol, after the hydrolysis, take out silk, washing, drying makes the fluorescence silk of surperficial coated silica.
4, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 1 and 2 is characterized in that: the organic polymer that described method by Electrostatic Absorption is connected silk or quantum dot nano particle surface is a cation high molecular.
5, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 4 is characterized in that: described cation high molecular is one or more the combination in PDDA, poly-D-lysine, poly (sodium 4-styrenesulfonate), polyamide, polyacrylamide, the protein.
6, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 1 and 2, it is characterized in that: described quantum dot nano particle is CdS, ZnS, HgS, CdSe, ZnSe, HgSe, CdTe, ZnTe, ZnO, PbSe, HgTe, GaAs, InP, InAs, InGaAs, InGaP, InGaP/ZnS, CdS/ZnS, CdS/Ag
2S, CdS/PbS, CdS/Cd (OH)
2CdS/HgS, CdS/HgS/CdS, ZnS/CdS, ZnS/CdS/ZnS, ZnS/HgS/ZnS/CdS, CdSe/CdS, CdSe/ZnS, CdSe/ZnSe, CdSe/CuSe, CdSe/HgTe, CdSe/HgSe, CdSe/HgSe/CdSe, CdTe/HgS, InAs/InP, InAs/CdSe, InAs/ZnSe, MgS, MgSe, MgTe, CaS, CaSe, CaTe, SrS, SrSe, SeTe, BaS, BaSe, BaTe, CdS:Mn, ZnS:Mn, CdS:Cu, ZnS:Cu, CdS:Tb, the combination of one or more nano particles among the ZnS:Tb.
7, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 1 and 2 is characterized in that: the described organic molecule that the quantum dot nano particle is coated is the polarity micromolecule; The described organic polymer that the quantum dot nano particle is coated is the polarity macromolecule.
8, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 7 is characterized in that: described polarity micromolecule is one or more the combination in TGA, mercaptopropionic acid, mercaptoethylmaine, dihydrolipoic acid, amino acid, ethylenediamine, ethylenediamine tetra-acetic acid, thioacetamide, dodecyl sodium sulfate, phosphatide, glycolipid, cation lipid, the silane coupling agent.
9, the preparation method who has assembled the fluorescence silk of quantum dot nano particle according to claim 7 is characterized in that: described polarity macromolecule is one or more the combination in polyethyleneglycol derivative, polyglycolic acid, PLA, lactic acid-ethanol copolymer, polyvinylpyrrolidone, polyacrylic acid, polyacrylamide, PDDA, poly (sodium 4-styrenesulfonate), polyamide, polyamino acid, polydextrose acid, shitosan, protein, collagen, starch, sodium alginate, gelatin, the Arabic gum.
10, at the described preparation method's of claim 1 assembling the fluorescence silk product of quantum dot nano particle, it is characterized in that: described fluorescence silk, with silk is nuclear, the quantum dot nano particle that coats one or more fluorescence colors on the silk surface is a shell, constitute nucleocapsid structure, wherein, described silk surface is connected with organic polymer layer and quantum dot nano particle layer in turn, one deck organic polymer layer and one deck quantum dot nano particle layer are one group, be provided with a group or more, skin is connected with organic polymer layer, or skin is connected with organic polymer layer and silicon dioxide layer in turn, described quantum dot nano particle process organic molecule and/or organic polymer coating.
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