CN107640759A - PH responsive type feux rouges carbon quantum dots in weak acid pattern and preparation method thereof - Google Patents
PH responsive type feux rouges carbon quantum dots in weak acid pattern and preparation method thereof Download PDFInfo
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- CN107640759A CN107640759A CN201710980976.3A CN201710980976A CN107640759A CN 107640759 A CN107640759 A CN 107640759A CN 201710980976 A CN201710980976 A CN 201710980976A CN 107640759 A CN107640759 A CN 107640759A
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 239000002253 acid Substances 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 12
- 239000000243 solution Substances 0.000 claims abstract description 12
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 7
- 238000005119 centrifugation Methods 0.000 claims abstract description 6
- 238000000502 dialysis Methods 0.000 claims abstract description 6
- 239000011521 glass Substances 0.000 claims abstract description 6
- 239000000843 powder Substances 0.000 claims abstract description 6
- 239000006228 supernatant Substances 0.000 claims abstract description 6
- 238000002604 ultrasonography Methods 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000005303 weighing Methods 0.000 claims abstract description 6
- 238000001514 detection method Methods 0.000 claims abstract description 5
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 3
- 230000001413 cellular effect Effects 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 7
- 239000008240 homogeneous mixture Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 5
- 238000000954 titration curve Methods 0.000 abstract description 4
- 238000006862 quantum yield reaction Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 4
- 229940043267 rhodamine b Drugs 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 239000002086 nanomaterial Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
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- 238000000026 X-ray photoelectron spectrum Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000011852 carbon nanoparticle Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
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- 238000005516 engineering process Methods 0.000 description 1
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- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002096 quantum dot Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
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- 238000009738 saturating Methods 0.000 description 1
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Abstract
The present invention provides a kind of in pH responsive type feux rouges carbon quantum dots of weak acid pattern and its preparation method and application.Carbon quantum dot preparation method：1) p-phenylenediamine for weighing certain mass is dissolved in secondary water, and a small amount of dense HCl is then added into solution, and ultrasound gets a uniform mixture；2) above-mentioned solution is transferred in hydrothermal reaction kettle, question response stands after stopping and is cooled to room temperature, and centrifugation removes insoluble matter, takes supernatant, by dialysis, dialysis treatment at least three days in glass container, that is, obtains the pure carbon quantum dot aqueous solution；3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.Double S models are presented in carbon quantum dot of the present invention, pH titration curves, and the carbon quantum dot for illustrating to be prepared has the tactic pattern of two-spot weak acid, containing two pKa, has wider response range to pH value, can be applied in cellular pH detection reagent is prepared.
Description
Technical field
The present invention relates to biomaterial, particularly belongs to a kind of pH responsive type feux rouges carbon quantum dots and its system in weak acid pattern
Preparation Method and application.
Background technology
Measurement index of the pH value as acidity, it is fast and accurately measured in environmental protection, biological physiology, mining and industry
Vital effect is played in production.Measure pH method mainly has pH test paper mensuration, electrode method and sensor method at present
Deng.Wherein, pH test paper mensuration is although simple and easy to do but its degree of accuracy is relatively low, and is influenceed by subjective factor greatly, to be unfavorable for pH
The accurate measurement of value.Electrode method is greatly improved than the pH test paper mensuration degrees of accuracy, but exists and disturbed by electrochemistry, metal
Ion interference, there is damage to cell.Sensing method is the most a kind of pH assay methods studied at present, is based especially on
The optical sensor of fluorescence probe is because having the characteristics that good selectivity, high sensitivity, examination amount is small and is extensively favored by researcher.So
And because the size of fluorescent pH nano-sensor is larger, it can only determine the pH value in certain part cell.Therefore, research has
The pH nano materials of reduced size and more preferable biocompatibility are still an important research direction.
Carbon quantum dot refers to that size is less than the spherical fluorescence carbon nano-particle that 10nm disperses.Due to excellent photism
The features such as energy, good chemical stability, biocompatibility and function of surface controllability, bio-imaging, environmental monitoring and
The numerous areas such as nano material have a good application prospect.In recent years, the carbon quantum dot of synthesis generally sends strong bluish-green
Color and the shorter-wavelength light with excitation wavelength dependence, which has limited its application in biomedical and photoelectric device.Cause
This, realizes efficient red emission and the carbon quantum dot with excitation wavelength independence has very important significance.For the above
Problem, the present invention provide the method for preparing carbon quantum dot by hydro-thermal method using p-phenylenediamine as raw material, not only simple to operate, ring
Protect, and obtained carbon quantum dot particle diameter is relatively more uniform, good water solubility, can be used for the detection of pH value in biological field.
The content of the invention
A kind of present invention aims to overcome that the deficiencies in the prior art, there is provided pH responsive type feux rouges carbon amounts in weak acid pattern
Son point and its preparation and application.
A kind of preparation method of pH responsive type feux rouges carbon quantum dots in weak acid pattern provided by the invention, including following step
Suddenly：
1) p-phenylenediamine for weighing certain mass is dissolved in secondary water, and a small amount of dense HCl, ultrasound are then added into solution
Get a uniform mixture；The mol ratio of p-phenylenediamine, secondary water and HCl is 5：228：2-3；
2) above-mentioned solution is transferred in hydrothermal reaction kettle, 8~10h is reacted at 200~220 DEG C, after question response stops
Standing is cooled to room temperature, and centrifugation removes insoluble matter, takes supernatant, saturating in glass container by 500-1000Da bag filter
Analysis is handled at least three days, that is, obtains the pure carbon quantum dot aqueous solution；
3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.
Double S models are presented in the fluorescent carbon quantum dot pH titration curves that the present invention is prepared, and illustrate the carbon amounts being prepared
Tactic pattern of the son point with two-spot weak acid, containing two pKa, has wider response range to pH value, can prepare cell
Applied in pH detection reagents.
Compared with prior art, the invention has the advantages that：
(1) operating procedure of the present invention is simple, is not required to handle or modify the carbon that can obtain N doping by surface passivator
Quantum dot.
(2) carbon quantum dot obtained by the present invention has good solubility and dispersiveness in aqueous.
(3) quantum yield of carbon quantum dot of the present invention is higher, using rhodamine B (quantum yield is 31%) for object of reference, institute
The quantum yield of carbon quantum dot is obtained typically between 6.4%-12.5%.
(4) fluorescent carbon quantum dot being prepared can delicately detect the change of pH value, and double S moulds are presented in pH titration curves
Type, the carbon quantum dot for illustrating to be prepared have the tactic pattern of two-spot weak acid, containing two pKa, have to pH value wider
Response range, it is expected to the real-time monitoring for being applied to pH value in cell.
Brief description of the drawings
Fig. 1 is the transmission electron microscope picture of fluorescent carbon quantum dot prepared by the embodiment of the present invention 1；
Fig. 2 is the infrared spectrogram of fluorescent carbon quantum dot prepared by the embodiment of the present invention 1, and abscissa is detection ripple in figure
Long, ordinate is transmissivity；
Fig. 3 is the XPS spectrum figure of fluorescent carbon quantum dot prepared by the embodiment of the present invention 1.
Fig. 4 is the ultra-violet absorption spectrum and fluorescence excitation-emission light of fluorescent carbon quantum dot prepared by the embodiment of the present invention 1
Spectrum.
Fig. 5 is the fluorescence intensity of fluorescent carbon quantum dot prepared by the embodiment of the present invention 1 with pH variation diagrams (1.4-7.4).
Fig. 6 be the embodiment of the present invention 1 prepare fluorescent carbon quantum dot at 590nm fluorescence intensity with pH value change curve
(1.4-7.4)。
Embodiment
Embodiment 1
A kind of preparation of pH responsive type feux rouges carbon quantum dots in weak acid pattern in the present embodiment, comprises the following steps：
1) p-phenylenediamine for weighing 216mg is dissolved in 10mL secondary waters, and the 300 dense HCl of μ L, ultrasound are then added into solution
Get a uniform mixture.
2) above-mentioned solution is transferred in hydrothermal reaction kettle, 10h is reacted at 200 DEG C, question response stands cooling after stopping
To room temperature, centrifugation removes insoluble matter and takes supernatant, and by 500-1000Da bag filter, dialysis treatment is at least in glass container
Three days, that is, obtain the pure carbon quantum dot aqueous solution.
3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.Its Relative quantum yields
(using rhodamine B as standard) is 12.5%.
Carry out structural characterization to the carbon quantum dot of above-mentioned synthesis, such as Fig. 1,2,3.The carbon quantum dot is spherical in shape, and particle diameter is more
Uniformly, about 3.7nm.Contain C, N, O, H element in the carbon quantum dot.3415cm in infrared spectrum-1And 3330cm-1Locate as N-H
The stretching vibration peak of key, illustrate that substantial amounts of amino is contained on the carbon quantum dot surface.
Spectrum property research, such as Fig. 4 are carried out to the carbon quantum dot of above-mentioned synthesis.The carbon quantum dot is in ultraviolet and visible region
There is an absorption in domain, and the absworption peak at 234nm is that the absworption peak at 281nm is by C=O as caused by π → π * transition on aromatic rings
N → π * transition caused by.Emission peak in the case where 566nm is excited as illustrated, launch wavelength near 590nm.
Carry out the measure of pH value to the carbon quantum dot of above-mentioned synthesis, such as Fig. 5,6.When pH value changes in the range of 1.4-7.4
When, fluorescence intensity gradually strengthens.Double S models are presented in pH titration curves, and the carbon quantum dot for illustrating to be prepared has two-spot weak acid
Tactic pattern, containing two pKa, there is wider response range to pH value, be expected to be applied to cell in pH value real-time prison
Survey.
Embodiment 2
A kind of preparation of pH responsive type feux rouges carbon quantum dots in weak acid pattern in the present embodiment, comprises the following steps：
1) p-phenylenediamine for weighing 216mg is dissolved in 10mL secondary waters, and the 250 dense HCl of μ L, ultrasound are then added into solution
Get a uniform mixture.
2) above-mentioned solution is transferred in hydrothermal reaction kettle, 9h is reacted at 210 DEG C, question response stands after stopping and is cooled to
Room temperature, centrifugation removes insoluble matter and takes supernatant, by 500-1000Da bag filter, dialysis treatment at least three in glass container
My god, that is, obtain the pure carbon quantum dot aqueous solution.
3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.Its Relative quantum yields
(using rhodamine B as standard) is 9.1%.
Embodiment 3
A kind of preparation of pH responsive type feux rouges carbon quantum dots in weak acid pattern in the present embodiment, comprises the following steps：
1) p-phenylenediamine for weighing 216mg is dissolved in 10mL secondary waters, and the 200 dense HCl of μ L, ultrasound are then added into solution
Get a uniform mixture.
2) above-mentioned solution is transferred in hydrothermal reaction kettle, 8h is reacted at 200 DEG C, question response stands after stopping and is cooled to
Room temperature, centrifugation removes insoluble matter and takes supernatant, by 500-1000Da bag filter, dialysis treatment at least three in glass container
My god, that is, obtain the pure carbon quantum dot aqueous solution.
3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.Its Relative quantum yields
(using rhodamine B as standard) is 6.4%.
Claims (3)
1. the preparation method of a kind of pH responsive type feux rouges carbon quantum dots in weak acid pattern, it is characterised in that comprise the following steps：
1) p-phenylenediamine for weighing certain mass is dissolved in secondary water, and a small amount of dense HCl is then added into solution, and ultrasound obtains
Homogeneous mixture solotion；The mol ratio of p-phenylenediamine, secondary water and HCl is 5：228：2-3；
2) above-mentioned solution is transferred in hydrothermal reaction kettle, 8~10h is reacted at 200~220 DEG C, question response is stood after stopping
It is cooled to room temperature, centrifugation removes insoluble matter, takes supernatant, by 500-1000Da bag filter, in glass container at dialysis
Reason at least three days, that is, obtain the pure carbon quantum dot aqueous solution；
3) purple powder shape carbon quantum dot is obtained after the above-mentioned carbon quantum dot aqueous solution is freeze-dried.
2. feux rouges carbon quantum dot prepared by method as claimed in claim 1.
3. application of the feux rouges carbon quantum dot as claimed in claim 2 in cellular pH detection reagent is prepared.
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| CN201710980976.3A CN107640759B (en) | 2017-10-20 | 2017-10-20 | PH-sensitive red light carbon quantum dot in weak acid mode and preparation method thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107916105A (en) * | 2017-11-17 | 2018-04-17 | 山西大学 | It is a kind of to be used to detect red fluorescence carbon quantum dot of internal pH and preparation method thereof |
| CN108359453A (en) * | 2018-02-05 | 2018-08-03 | 吉林大学 | It is a kind of to pass through the feux rouges carbonized polymers point and preparation method thereof of the high fluorescence quantum efficiency of blood-brain barrier by prepared by o-phenylenediamine |
| CN109266337A (en) * | 2018-10-09 | 2019-01-25 | 山西大学 | A kind of regulation preparation method and application of multicolor fluorescence carbon dots |
| CN109897634A (en) * | 2019-04-24 | 2019-06-18 | 江南大学 | A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications |
| CN109946272A (en) * | 2019-03-08 | 2019-06-28 | 广西师范学院 | The preparation method and applications of cellulose fluorescent balls |
| CN110055063A (en) * | 2019-05-09 | 2019-07-26 | 山西大学 | A kind of B, N, fluorescent orange carbon dots of S codope and its preparation method and application |
| CN112174111A (en) * | 2020-09-30 | 2021-01-05 | 湖南科技大学 | Preparation method and application of near-infrared light-emitting carbon dots with p-phenylenediamine as carbon source |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103642494A (en) * | 2013-12-27 | 2014-03-19 | 中国科学院上海微系统与信息技术研究所 | Preparation method for fluorescence carbon-based quantum dot |
| CN106992240A (en) * | 2017-05-09 | 2017-07-28 | 太原理工大学 | A kind of preparation method for the carbon quantum dot base fluorescence membrane for sending out orange light |
-
2017
- 2017-10-20 CN CN201710980976.3A patent/CN107640759B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103642494A (en) * | 2013-12-27 | 2014-03-19 | 中国科学院上海微系统与信息技术研究所 | Preparation method for fluorescence carbon-based quantum dot |
| CN106992240A (en) * | 2017-05-09 | 2017-07-28 | 太原理工大学 | A kind of preparation method for the carbon quantum dot base fluorescence membrane for sending out orange light |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107916105A (en) * | 2017-11-17 | 2018-04-17 | 山西大学 | It is a kind of to be used to detect red fluorescence carbon quantum dot of internal pH and preparation method thereof |
| CN107916105B (en) * | 2017-11-17 | 2020-11-10 | 山西大学 | Red fluorescent carbon quantum dot for detecting intracellular pH and preparation method thereof |
| CN108359453A (en) * | 2018-02-05 | 2018-08-03 | 吉林大学 | It is a kind of to pass through the feux rouges carbonized polymers point and preparation method thereof of the high fluorescence quantum efficiency of blood-brain barrier by prepared by o-phenylenediamine |
| CN108359453B (en) * | 2018-02-05 | 2021-02-26 | 吉林大学 | Red light carbonized polymer dot prepared from o-phenylenediamine and capable of passing through blood brain barrier and having high fluorescence quantum efficiency and preparation method of red light carbonized polymer dot |
| CN109266337A (en) * | 2018-10-09 | 2019-01-25 | 山西大学 | A kind of regulation preparation method and application of multicolor fluorescence carbon dots |
| CN109946272A (en) * | 2019-03-08 | 2019-06-28 | 广西师范学院 | The preparation method and applications of cellulose fluorescent balls |
| CN109946272B (en) * | 2019-03-08 | 2021-03-23 | 广西师范学院 | Preparation method and application of cellulose fluorescent sphere |
| CN109897634A (en) * | 2019-04-24 | 2019-06-18 | 江南大学 | A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications |
| CN109897634B (en) * | 2019-04-24 | 2020-10-09 | 江南大学 | pH-sensitive long-wavelength fluorescent carbon dot and biological application thereof |
| CN110055063A (en) * | 2019-05-09 | 2019-07-26 | 山西大学 | A kind of B, N, fluorescent orange carbon dots of S codope and its preparation method and application |
| CN112174111A (en) * | 2020-09-30 | 2021-01-05 | 湖南科技大学 | Preparation method and application of near-infrared light-emitting carbon dots with p-phenylenediamine as carbon source |
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