CN105754276A - Polymer film material with temperature fluorescence response and preparation method of polymer film material - Google Patents
Polymer film material with temperature fluorescence response and preparation method of polymer film material Download PDFInfo
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- CN105754276A CN105754276A CN201610177494.XA CN201610177494A CN105754276A CN 105754276 A CN105754276 A CN 105754276A CN 201610177494 A CN201610177494 A CN 201610177494A CN 105754276 A CN105754276 A CN 105754276A
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- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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Abstract
The invention relates to the technical field of optical sensing materials and particularly discloses a preparation method of a polymer film material with temperature fluorescence response. According to the preparation method, Eu(TTA)3(H2O)2 with the fluorescence effect is bonded on surfaces of carbon nanotubes, the carbon nanotubes modified with a europium compound on surfaces are dispersed in a polymer, and the novel film material with the rare earth ion luminous characteristic, excellent performance of the carbon nanotubes and temperature fluorescence response is prepared. The luminous europium compound, the carbon nanotubes and the polymer are combined, the novel film material with the rare earth ion luminous characteristic, excellent performance of the carbon nanotubes and temperature fluorescence response can be obtained, besides, the method is simple to operate, and the prepared material is stable in performance.
Description
Technical field
The present invention relates to optical sensing field of material technology, particularly relate to a kind of polymer thin-film material with temperature fluorescence response and preparation method thereof.
Background technology
When Fluorescence sensitized material contacts with each other with measured matter or environment, the Photophysical Behaviors inherent due to fluorophor is affected, so that the output form of optical signal changes to reach sensing purpose.Fluorescence sense has highly sensitive, and selectivity is good, can gather the advantages such as signal enriches, be increasingly used for the detection of ion, gas concentration and temperature etc..The every field extensive requirement to fluorescence sense so that the research and development for fluorescent sensing material is always very active, and shows boundless application prospect.
Type according to fluorophor is different, and Fluorescence sensitized material is generally divided into the sensitive material based on organic molecule fluorescence and sensitive material two class based on rare earth luminescence.Current most of fluorescence sense is all based on organic molecule Fluorescence sensitized material, but organic fluorescence molecule has one disadvantage in that, be namely susceptible to " photobleaching " phenomenon, its range of application of this drawbacks limit.
Compared with launching group with organic fluorescence, rare-earth fluorescent sensitive material has higher quantum yield, bigger Storks displacement, narrower emission band, and more stable luminescent properties, these features make it have broad application prospects in fluorescence sense and fluorescent probe.CNT is owing to having the Wuli-Shili-Renli system approach of excellence, when it is applied in sensing aspect, not only there is the characteristic of nano material itself, simultaneously because its specific surface area is big, surface activity is high, surface can the excellent properties such as band relatively polyfunctional group and good bioaffinity, for improve sensor performance and response signal etc. be significant.
Summary of the invention
The preparation method that it is an object of the invention to provide a kind of carbon nano-tube/polymer temperature fluorescence response thin-film material with finishing europium compound.
In order to solve the problem of above-mentioned technology, the technical solution used in the present invention is: will have europium-thenoyltrifluoroacetone compound (Eu (TTA) of fluorescent effect3(H2O)2) be combined with CNT, and the CNT of this finishing europium compound is distributed in polymer, and obtaining the polymer thin-film material with temperature fluorescence response, the method for the present invention specifically includes with following step:
Step 1, a certain amount of CNT is put into dense H2SO4And HNO3Mixed liquor in, under supersonic oscillations and mechanical agitation, 20～40 DEG C process 2～6h, then with a large amount of deionized water wash to neutrality, vacuum drying 6～12h at 50～60 DEG C；
Step 2, CNT step 1 obtained add in 20～60 parts of chloride reagents, are heated to 60 DEG C under sonic oscillation, and reflux 24h, and decompression afterwards is distilled off unnecessary chloride reagent；
Step 3, CNT step 2 obtained add 5, the 6-diaminostilbenes of 50～100 parts of 10wt%, in 10-Phen-dimethyl formamide solution, 70～90 DEG C of magnetic agitation reaction 12～24h, filter, with absolute ethanol washing, 60～70 DEG C of vacuum drying 3～6h；
Step 4, the CNT that step 3 is obtained and 1～5 part of Eu (TTA)3(H2O)2, join in alcoholic solution, after heating reflux reaction 24～48h, with absolute ethanol washing, 60～70 DEG C of vacuum drying 3～6h；
Step 5, CNT ultrasonic disperse 10～30min step 4 obtained are in polymer solution, use spin coater spin coating on substrate, rotating speed 1000～2000 revs/min, under infrared lamp, dry 20～30min, obtains the polymer thin-film material with temperature fluorescence response.
Preferably, dense H described in step 12SO4And HNO3Volume ratio be 3:1.
Preferably, the CNT described in step 1 is SWCN, and external diameter is 1～2nm, and length is 5～20 μm.
Preferably, the chloride reagent described in step 2 is thionyl chloride, at least one in oxalyl chloride.
Preferably, the polymer solution described in step 5 is at least one in polymethyl methacrylate-Ketohexamethylene, polymethyl methacrylate-acetone, polystyrene-oxolane, polystyrene-dimethylformamide, polystyrene-chloroform, Merlon-chloroform, Merlon-dichloromethane.
Present invention also offers the polymer thin-film material with temperature fluorescence response that a kind of preparation method described above prepares.
The preparation method of the present invention has the Eu (TTA) of fluorescent effect at carbon nano tube surface bonding3(H2O)2, and the CNT of this finishing europium compound is distributed in polymer, preparation has the New temperature fluorescence response thin-film material of rare earth luminescence characteristic and CNT excellent properties simultaneously.
Luminous europium compound, CNT are combined by the present invention with polymer, it is possible not only to obtain the New temperature fluorescence response thin-film material with rare earth luminescence characteristic and CNT excellent properties, and the method is simple to operate, prepared strong mechanical property.
Accompanying drawing explanation
Fig. 1 is the synthetic route chart of the CNT of finishing europium compound.
Fig. 2 is the thin polymer film fluorescent spectrum curve at different temperatures of embodiment 1 preparation.
Detailed description of the invention
Embodiment 1:
The preparation method of a kind of polymer thin-film material with temperature fluorescence response, specifically includes following steps:
1,1g CNT is put into dense H2SO4And HNO3Mixed liquor (volume ratio is 3:1) in, under supersonic oscillations and mechanical agitation, 30 DEG C process 3h, then with a large amount of deionized water wash to neutrality, 50 DEG C of vacuum drying 6h；
2, the CNT obtained 1 adds in 25g thionyl chloride, is heated to 60 DEG C under sonic oscillation, and reflux 24h, and decompression afterwards is distilled off unnecessary chloride reagent；
3, the CNT obtained 2 adds 5, the 6-diaminostilbenes of 60g10wt%, in 10-Phen-dimethyl formamide solution, 80 DEG C of magnetic agitation reaction 12h, filter, with absolute ethanol washing, 65 DEG C of vacuum drying 5h；
4, the CNT obtained 3 and 1.5gEu (TTA)3(H2O)2, join in alcoholic solution, heating reflux reaction 24h, with absolute ethanol washing, 60 DEG C of vacuum drying 4h；
5, the CNT ultrasonic disperse 15min obtained 4, in polymethyl methacrylate-cyclohexanone solution, uses spin coater spin coating on substrate, rotating speed 1000 revs/min, and under infrared lamp, dry 20min, obtains the thin-film material with temperature fluorescence response.
Embodiment 2:
The preparation method of a kind of polymer thin-film material with temperature fluorescence response, specifically includes following steps:
1,2g CNT is put into dense H2SO4And HNO3Mixed liquor (volume ratio is 3:1) in, under supersonic oscillations and mechanical agitation, 40 DEG C process 6h, then with a large amount of deionized water wash to neutrality, 55 DEG C of vacuum drying 10h；
2, the CNT obtained 1 adds in 40g oxalyl chloride, is heated to 60 DEG C under sonic oscillation, and reflux 24h, and decompression afterwards is distilled off unnecessary chloride reagent；
3, the CNT obtained 2 adds 5, the 6-diaminostilbenes of 120g10wt%, in 10-Phen-dimethyl formamide solution, 70 DEG C of magnetic agitation reaction 20h, filter, with absolute ethanol washing, 65 DEG C of vacuum drying 6h；
4, the CNT obtained 3 and 5gEu (TTA)3(H2O)2, join in alcoholic solution, heating reflux reaction 36h, with absolute ethanol washing, 70 DEG C of vacuum drying 3h；
5, the CNT ultrasonic disperse 20min obtained 4, in polystyrene-chloroformic solution, uses spin coater spin coating on substrate, rotating speed 1500 revs/min, and under infrared lamp, dry 20min, obtains the thin-film material with temperature fluorescence response.
Embodiment 3:
The preparation method of a kind of polymer thin-film material with temperature fluorescence response, specifically includes following steps:
1,1.5g CNT is put into dense H2SO4And HNO3Mixed liquor (volume ratio is 3:1) in, under supersonic oscillations and mechanical agitation, 35 DEG C process 4h, then with a large amount of deionized water wash to neutrality, 60 DEG C of vacuum drying 8h；
2, the CNT obtained 1 adds in 75g thionyl chloride, is heated to 60 DEG C under sonic oscillation, and reflux 24h, and decompression afterwards is distilled off unnecessary chloride reagent；
3, the CNT obtained 2 adds 5, the 6-diaminostilbenes of 100g10wt%, in 10-Phen-dimethyl formamide solution, 90 DEG C of magnetic agitation reaction 16h, filter, with absolute ethanol washing, 70 DEG C of vacuum drying 3h；
4, the CNT obtained 3 and 2.5gEu (TTA)3(H2O)2, join in alcoholic solution, heating reflux reaction 48h, with absolute ethanol washing, 65 DEG C of vacuum drying 5h；
5, the CNT ultrasonic disperse 30min obtained 4, in Merlon-dichloromethane solution, uses spin coater spin coating on substrate, rotating speed 2000 revs/min, and under infrared lamp, dry 30min, obtains the thin-film material with temperature fluorescence response.
5,6-diaminostilbenes of the present invention, 10-Phen is commercial reagents, Eu (TTA)3(H2O)2For commercial reagents, it is also possible to prepared by the method described in " American Chemical Society's meeting will " (J.Am.Chem.Soc.1964 86 volume 5117 pages).
The preparation method of the present invention has the Eu (TTA) of fluorescent effect at carbon nano tube surface bonding3(H2O)2, and the CNT of this finishing europium compound is distributed in polymer, preparation has the New temperature fluorescence response thin-film material of rare earth luminescence characteristic and CNT excellent properties simultaneously.
The technical scheme above embodiment of the present invention provided is described in detail, principle and the embodiment of the embodiment of the present invention are set forth by specific case used herein, and the explanation of above example is only applicable to help to understand the principle of the embodiment of the present invention；Simultaneously for one of ordinary skill in the art, according to the embodiment of the present invention, all will change in detailed description of the invention and range of application, in sum, this specification content should not be construed as limitation of the present invention.
Claims (6)
1. the preparation method of a polymer thin-film material with temperature fluorescence response, it is characterised in that include with following step:
Step 1, a certain amount of CNT is put into dense H2SO4And HNO3Mixed liquor in, under supersonic oscillations and mechanical agitation, 20～40 DEG C process 2～6h, then with a large amount of deionized water wash to neutrality, vacuum drying 6～12h at 50～60 DEG C；
Step 2, CNT step 1 obtained add in 20～60 parts of chloride reagents, are heated to 60 DEG C under sonic oscillation, and reflux 24h, and decompression afterwards is distilled off unnecessary chloride reagent；
Step 3, CNT step 2 obtained add 5, the 6-diaminostilbenes of 50～100 parts of 10wt%, in 10-Phen-dimethyl formamide solution, 70～90 DEG C of magnetic agitation reaction 12～24h, filter, with absolute ethanol washing, 60～70 DEG C of vacuum drying 3～6h；
Step 4, the CNT that step 3 is obtained and 1～5 part of Eu (TTA)3(H2O)2, join in alcoholic solution, after heating reflux reaction 24～48h, with absolute ethanol washing, 60～70 DEG C of vacuum drying 3～6h；
Step 5, CNT ultrasonic disperse 10～30min step 4 obtained are in polymer solution, use spin coater spin coating on substrate, rotating speed 1000～2000 revs/min, under infrared lamp, dry 20～30min, obtains the polymer thin-film material with temperature fluorescence response.
2. the preparation method of a kind of polymer thin-film material with temperature fluorescence response according to claim 1, it is characterised in that: dense H described in step 12SO4And HNO3Volume ratio be 3:1.
3. the preparation method of a kind of polymer thin-film material with temperature fluorescence response according to claim 1, it is characterised in that: the CNT described in step 1 is SWCN, and external diameter is 1～2nm, and length is 5～20 μm.
4. the preparation method of a kind of polymer thin-film material with temperature fluorescence response according to claim 1, it is characterised in that: the chloride reagent described in step 2 is thionyl chloride, at least one in oxalyl chloride.
5. the preparation method of a kind of polymer thin-film material with temperature fluorescence response according to claim 1, it is characterised in that: the polymer solution described in step 5 is at least one in polymethyl methacrylate-Ketohexamethylene, polymethyl methacrylate-acetone, polystyrene-oxolane, polystyrene-dimethylformamide, polystyrene-chloroform, Merlon-chloroform, Merlon-dichloromethane.
6. the polymer thin-film material with temperature fluorescence response that a preparation method as claimed in any one of claims 1 to 5, wherein prepares.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107607222A (en) * | 2017-08-10 | 2018-01-19 | 常州大学 | A kind of flexibility temperature sensor based on pectin/xanthans blend film and preparation method thereof |
| CN107643562A (en) * | 2017-09-20 | 2018-01-30 | 惠州学院 | A kind of preparation method of the polymer plane fiber waveguide with pH value fluorescence response |
| CN111423871A (en) * | 2020-04-01 | 2020-07-17 | 青岛大学 | Multi-wall carbon nanotube structure derivative and hybrid luminescent nano material and preparation method thereof |
| CN112852152A (en) * | 2021-03-02 | 2021-05-28 | 青岛大学 | Flexible heat-resistant ultraviolet aging-resistant high-efficiency luminous high polymer material and preparation method thereof |
| CN114685785A (en) * | 2022-03-08 | 2022-07-01 | 青岛大学 | Cyanate ester resin luminescent material doped with anchored europium carbon nano tube and preparation method thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107607222A (en) * | 2017-08-10 | 2018-01-19 | 常州大学 | A kind of flexibility temperature sensor based on pectin/xanthans blend film and preparation method thereof |
| CN107607222B (en) * | 2017-08-10 | 2019-07-30 | 常州大学 | It is a kind of based on pectin/xanthan gum blend film flexibility temperature sensor and preparation method thereof |
| CN107643562A (en) * | 2017-09-20 | 2018-01-30 | 惠州学院 | A kind of preparation method of the polymer plane fiber waveguide with pH value fluorescence response |
| CN107643562B (en) * | 2017-09-20 | 2019-12-13 | 惠州学院 | Preparation method of polymer planar optical waveguide with pH value fluorescent response |
| CN111423871A (en) * | 2020-04-01 | 2020-07-17 | 青岛大学 | Multi-wall carbon nanotube structure derivative and hybrid luminescent nano material and preparation method thereof |
| CN112852152A (en) * | 2021-03-02 | 2021-05-28 | 青岛大学 | Flexible heat-resistant ultraviolet aging-resistant high-efficiency luminous high polymer material and preparation method thereof |
| CN114685785A (en) * | 2022-03-08 | 2022-07-01 | 青岛大学 | Cyanate ester resin luminescent material doped with anchored europium carbon nano tube and preparation method thereof |
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