AU2021100705A4 - A carbon dots-based visible-light-excited thermally activated delayed fluorescence material and its preparation method and application - Google Patents
A carbon dots-based visible-light-excited thermally activated delayed fluorescence material and its preparation method and application Download PDFInfo
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Abstract
The invention belongs to the technical field of luminescent materials, and particularly relates
to a carbon dots-based visible-light-excited thermally activated delayed fluorescence material
and its preparation method and application. A carbon dots-based visible-light-excited thermally
activated delayed fluorescence material is prepared from the following raw materials in
percentage by weight: 2-3 mg of carbon dots, 2-4 g of boric acid and 20-40 ml of water. The
preparation method provided by the invention comprises the following steps: mixing carbon
dots, boric acid and water in proportion, ultrasonically dissolving, heating to 180-300 °C in an
oven, and reacting for 4-7 hours to obtain a solid product. Grinding the solid product to obtain
the carbon dots-based visible-light-excited thermally activated delayed fluorescence material.
The invention has the beneficial effects that thethermally activated delayed fluorescence
material is excited by ultraviolet light with the wavelength of 200-480 nm to generate thermally
activated delayed fluorescence, and when the excitation wavelength is 420 nm, the intensity of
thermally activated delayed fluorescence is strongest. The material can not only generate blue
green thermally activated delayed fluorescence under ultraviolet excitation, but also generate
blue-green thermally activated delayed fluorescence under visible light.
Description
A carbon dots-based visible-light-excited thermally activated delayed fluorescence
material and its preparation method and application
The invention belongs to the technical field of luminescent materials, and particularly
relates to a carbon dots-based visible-light-excited thermally activated delayed
fluorescence material and its preparation method and application.
Carbon dots is a zero-dimensional carbon-based fluorescent material with a particle size
of less than 10nm. It has the advantages of good water solubility, photostability, excellent
biocompatibility, wide source of raw materials, low cost and environmental friendliness.
It has broad application prospects in the fields of analytical sensing, photocatalysis, solar
cells, light-emitting diodes, fluorescence imaging and tracing, tumor targeting and
treatment, etc.
Although the fluorescence properties of carbon dots have attracted wide attention, there
are few reports on thermally activated delayed fluorescence in carbon dots. Due to its
unique properties, thermally activated delayed fluorescence has great potential in
biological imaging, anti-counterfeiting and LED. However, most of the reported
thermally activated delayed fluorescence materials contain metal ions, which are
expensive, toxic and unstable. Nowadays, scientists have also developed reports of
organic compounds with thermally activated delayed fluorescence , but the preparation
method of this product is cumbersome and harmful to the environment, which does not
conform to the contemporary concept of green environmental protection.
The purpose of the invention is to provide a carbon dots-based visible-light-excited
thermally activated delayed fluorescence material and its preparation method and
application.
According to the technical scheme adopted by the invention for realizing the purpose, the
carbon dots-based visible-light-excited thermally activated delayed fluorescence material
is prepared from the following raw materials in percentage by weight: 2-3 mg of carbon
dots, 2-4 g of boric acid and 20-40 ml of water.
As a preferred mode of the invention, the carbon dots is prepared by using rhodamine B
as a carbon source.
Another technical scheme adopted by the present invention to achieve its purpose is to
provide a preparation method of a carbon dots-based visible-light-excited thermally
activated delayed fluorescence material, which comprises the following steps:
Mixing carbon dots, boric acid and water in proportion, ultrasonically dissolving, heating
to 180-300 °C in an oven, and reacting for 4-7 hours to obtain a solid product.
Grinding the solid product to obtain the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material.
As a preferred mode of the invention, the preparation method of the carbon dots
comprises the following steps:
Dissolving rhodamine B in the reaction solution, mixing, placing in a reaction kettle,
reacting at 180-200 °C for 8-12 hours, cooling to room temperature, and taking out
reactants.
Adjusting the pH of the reactant to neutral, dialyzing, rotary steaming, and freeze drying
to obtain solid powder of carbon dots.
The reaction solution is a solution of polyethylene glycol and alkaline ultrapure water.
The mass/volume ratio of rhodamine B to the reaction solution is not more than 2.
The volume ratio of the polyethylene glycol to the alkaline ultrapure water solution is
1:14 - 3:12.
The alkaline ultrapure water solution is sodium hydroxide ultrapure water solution with
the concentration of more than or equal to >0.67 M ..
The retention of dialysis bag is 500 - 1000 Da, and the dialysis time is 48 - 96 hours.
The invention also provides the application of the visible-light-excited thermally
activated delayed fluorescence material for preparing luminescent products or anti
counterfeiting products.
The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material and the preparation method thereof have the following beneficial effects: the
thermally activated delayed fluorescence material of the invention is excited by
ultraviolet light with a wavelength of 200-480 nm to generate fluorescence, and the
intensity of the thermally activated delayed fluorescence is strongest when the excitation
wavelength is 420 nm. The material of the invention can generate blue-green thermally activated delayed fluorescence not only under ultraviolet excitation, but also under visible light, wherein the luminescent main body is carbon dots, and the solid matrix is boric acid.
Fig. 1 is a cross-sectional scanning electron microscope diagram of the thermally
activated delayed fluorescence material of the present invention.
Fig. 2 is an XRD spectrum of the thermally activated delayed fluorescence material of the
present invention.
Fig. 3 is an infrared spectrum of the thermally activated delayed fluorescence material of
the present invention.
Fig. 4 is a full spectrum of the thermally activated delayed fluorescence material of the
present invention.
Fig. 5 is a life decay curve ofthe thermally activated delayed fluorescence material of the
present invention.
Fig. 6 is a thermally activated delayed fluorescence spectrum of the material of the
present invention at different temperatures.
Fig. 7 is a life decay curve ofthe thermally activated delayed fluorescence material of the
present invention at different temperatures.
Fig. 8 is a picture ofthe thermally activated delayed fluorescence material of the present
invention irradiated at 254 nm.
Fig. 9 is a picture ofthe thermal activated delayed fluorescence material after being
turned off at 254 nm.
Fig. 10 is a picture ofthe thermally activated delayed fluorescence material of the present
invention irradiated at 365 nm.
Fig. 11 is a picture ofthe thermally activated delayed fluorescence material of the present
invention after being turned off at 365 nm.
Fig. 12 is a picture ofthe thermally activated delayed fluorescence material of the present
invention under the irradiation of visible light.
Fig. 13 is a picture ofthe thermally activated delayed fluorescence material of the present
invention after visible light is turned off.
Fig. 14 is a picture of thethermally activated delayed fluorescence material used for
digital anti-counterfeiting.
Fig. 15 is a picture of thethermally activated delayed fluorescence material used for
pattern anti-counterfeiting.
Fig. 16 is an afterglow projection pattern excited by visible light by plating the thermally
activated delayed fluorescence material of the present invention on glass.
Fig. 17 is a visible light writing pattern realized by plating the thermally activated delay
fluorescence material of the present invention on glass.
In order to facilitate the understanding of the present invention, the present invention will
be described in more detail with reference to the figures and specific embodiments.
Preferred embodiments of the present invention are shown in the figures. However, the
present invention can be realized in many different forms and is not limited to the
embodiments described in this specification. On the contrary, these embodiments are
provided for a more thorough understanding of the disclosure of the present invention.
Embodiment 1
The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material provided in this embodiment is prepared as follows:
1. Preparing carbon dots
(1) Take 1mL of prepared OM sodium hydroxide solution and 1ml of polyethylene
glycol 400, adjust the volume of the mixed solution to l5mL with ultrapure water, then
weigh 30 mg of rhodamine B and dissolve it in the above mixed solution, stir it evenly,
then transfer it to a polytetrafluoroethylene reaction kettle, put it into an oven, and heat it
to 180 °C for continuous reaction for 8h.
(2) Cooling to room temperature, pouring out the solution in the reaction kettle, adjusting
the solution to neutrality with hydrochloric acid, subpackaging the solution into dialysis
bags of 1000 Da, and dialyzing for 72 hours to remove impurities.
(3) After dialysis, the solution was collected, concentrated by rotary evaporation at 65 °C,
and then freeze-dried at -80 °C, thus obtaining the carbon dots with high fluorescence
quantum yield.
2. Preparation of thermally activated delayed fluorescence material
2 mg of carbon dots prepared in the above steps and 3 g of boric acid are weighed and
placed in a 50 mL beaker, 40 mL of ultrapure water is added, and the carbon dots and
boric acid are completely dissolved by ultrasound.
Seal the beaker with tin foil to prevent the water from evaporating too fast. Transfer the
beaker to an oven at 180 °C and react for 7 h. After cooling, a green glassy solid is
obtained, which is taken out and ground into powder to obtainthe thermally activated
delayed fluorescence material.
Embodiment 2
The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material provided in this embodiment is prepared as follows:
1. Preparing carbon dots
(1) Take 1 mL of prepared 10 M sodium hydroxide solution and 1 ml of polyethylene
glycol 400, adjust the volume of the mixed solution to 15 mL with ultrapure water, then
weigh 28 mg of rhodamine B and dissolve it in the above mixed solution, stir it evenly,
then transfer it to a polytetrafluoroethylene reaction kettle, put it into an oven, and heat it
to 180 °C for continuous reaction for 8h.
(2) Cooling to room temperature, pouring out the solution in the reaction kettle, adjusting
the solution to neutrality with hydrochloric acid, subpackaging the solution into a dialysis
bag of 2000 Da, and dialyzing with changing water frequently to remove impurities.
(3) After dialysis, the solution was collected, concentrated by rotary evaporation at 60 °C,
and then freeze-dried at -80 °C, and carbon dots with high fluorescence quantum yield
was prepared.
2. Preparing thermally activated delayed fluorescence material
2 mg of carbon dots prepared in the above steps and 4 g of boric acid are weighed and
placed in a 50 mL beaker, and 30 mL of ultrapure water is added, so that the carbon dots
and boric acid are completely dissolved by ultrasound.
Seal the beaker mouth with tin foil to prevent the water from evaporating too
fast.Transfer the beaker to an oven at 200 °C and react for 6 h.After cooling, a green
glassy solid is obtained, which is taken out and ground into powder to obtain the
thermally activated delayed fluorescence material.
Embodiment 3
The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material provided in this embodiment is prepared as follows:
1. Preparing carbon dots
(1) Take 1mL of prepared 10 M sodium hydroxide solution and 1ml of polyethylene
glycol 400, adjust the volume of the mixed solution to 15 mL with ultrapure water, then
weigh 28 mg of rhodamine B and dissolve it in the above mixed solution, stir it evenly,
then transfer it to a polytetrafluoroethylene reaction kettle, put it into an oven, and heat it
to 180 °C for continuous reaction for 8 h.
(2) Cooling to room temperature, pour out the solution in the reaction kettle, adjust the
solution to neutrality with hydrochloric acid, then pack the solution into dialysis bags of
2000 Da, and dialyze with water frequently to remove impurities.
(3) After dialysis, the solution was collected, concentrated by rotary evaporation at 60 °C,
and then freeze-dried at -80 °C, and carbon dots with high fluorescence quantum yield
was prepared.
2. Preparing a thermally activated delayed fluorescence material
Weigh 3 mg of carbon dots prepared in the above steps and 4 g of boric acid into a 50 mL
beaker, add 40 mL of ultrapure water, and completely dissolve the carbon dots and boric
acid by ultrasound.
Seal the beaker mouth with tin foil to prevent the water from evaporating too fast.
Transfer the beaker to an oven at 240 °C and react for 5 h.After cooling, a green glassy
solid is obtained, which is taken out and ground into powder to obtain the thermally
activated delayed fluorescence material.
Embodiment 4
The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material provided in this embodiment is prepared as follows:
1. Preparing carbon dots
(1) Take 1 mL of prepared OM sodium hydroxide solution and 1 ml of polyethylene
glycol 400, adjust the volume of the mixed solution to 15 mL with ultrapure water, then
weigh 28 mg of rhodamine B and dissolve it in the above mixed solution, stir it evenly, then transfer it to a polytetrafluoroethylene reaction kettle, put it into an oven, and heat it to 180 °C for continuous reaction for 8h.
(2) Cool to room temperature, pour out the solution in the reaction kettle, adjust the
solution to neutrality with hydrochloric acid, then pack the solution into dialysis bags of
2000 Da, and dialyze with water frequently to remove impurities.
(3) After dialysis, the solution was collected, concentrated by rotary evaporation at 60 °C,
and then freeze-dried at -80 °C, and carbon dots with high fluorescence quantum yield
was prepared.
2. Preparing a thermally activated delayed fluorescence material
2 mg of carbon dots prepared in the above steps and 2 g of boric acid are weighed and
placed in a 50 mL beaker, and 30 mL of ultrapure water is added, so that the carbon dots
and boric acid are completely dissolved by ultrasound.
Seal the beaker with tin foil to prevent the water from evaporating too fast. Transfer the
beaker to an oven at 270 °C and react for 4h. After cooling, a green glassy solid is
obtained, which is taken out and ground into powder to obtainthe thermally activated
delayed fluorescence material.
The characterization of the thermally activated delayed fluorescence material prepared in
the embodiment of the present invention is illustrated by taking the thermally activated
delayed fluorescence material prepared in the embodiment 1 as an example.
Fig. 1 is a cross-sectional scanning electron micrograph of the thermally activated
delayed fluorescence material prepared in Embodiment 1. It can be seen from the figure
that carbon dots is uniformly dispersed in the matrix.
Fig. 2 is an XRD pattern, from which it can be seen that the synthesized the thermally
activated delayed fluorescence material has a good crystal form.
Fig. 3 is an infrared spectrum, from which it can be seen that the surface of the
synthesized thermally activated delayed fluorescence material is rich in -OH, -NH 2 , C-O
and -CH3 .
Fig. 4 is the thermally activated delayed fluorescence spectrum produced by the
thermally activated delayed fluorescence material prepared in Embodiment 1 under the
excitation of 200-480nm wavelength. It can be seen from the figure that the optimal
excitation of the thermally activated delayed fluorescence material is 420 nm, and the
emission peak position is 480nm.
Fig. 5 is the time-resolved decay spectra of the thermally activated delayed fluorescence
material prepared in Embodiment 1. It can be concluded from the figure that the lifetime
of the prepared thermally activated delayed fluorescence material is 484 ms.
Fig. 6 is the thermally activated delayed fluorescence emission spectrum of the material
prepared in Embodiment 1 under 420 nm excitation at different temperatures. It can be
seen from the figure that the emission peak at 480 nm increases with the increase of
temperature, and it is considered that the emission at 480 nm belongs to thermally
activated delayed fluorescence.
Fig. 7 is the thermally activated delayed fluorescence spectra of the material prepared in
Embodiment 1 under 420nm excitation at different temperatures. It can be seen from the
figure that with the increase of temperature, the lifetime of the material gradually
decreases.
Fig. 8 is a picture of thethermally activated delayed fluorescence material prepared in
Embodiment 1 under a 254 nm ultraviolet lamp.
Fig. 9 is a picture after the 254 nm ultraviolet lamp is turned off. It can be found that the
thermally activated delayed fluorescence material can still emit blue-green afterglow after
the ultraviolet lamp is turned off.
Fig. 10 is a picture of the thermally activated delayed fluorescence material prepared in
Embodiment 1 under a 254 nm ultraviolet lamp,
Fig. 11 is a picture after the 365 nm ultraviolet lamp is turned off. It can be found that the
thermally activated delayed fluorescence material can still emit blue-green afterglow after
the ultraviolet lamp is turned off.
Fig. 12 is a picture of the thermally activated delayed fluorescence material prepared in
embodiment 1 under visible light.
Fig. 13 is a picture after the visible light is turned off. It can be found thatthe thermally
activated delayed fluorescence material can still emit blue-green afterglow after the
visible light is turned off.
Embodiment 5
The thermally activated delayed fluorescence material prepared by the invention is used
for preparing anti-counterfeiting patterns and anti-counterfeiting marks.
Fig. 14 is a pattern anti-counterfeiting constructed by using the Tai Chi tabloid map. The
two parts of Tai Chi are excited by ultraviolet and visible light to realize pattern anti
counterfeiting by using the thermally activated delayed fluorescence material and
CDs/starch (which only shows blue-green fluorescence under the excitation of ultraviolet
lamp and has no afterglow and visible light excitation properties).
Fig. 15 shows an information encryption scheme based on the unique property of the
visible light excitation of the thermally activated delayed fluorescence material. In this
invention, the prominent characteristics of the thermally activated delayed fluorescence
material under the excitation of visible light are used (the thermally activated delayed
fluorescence material displays blue-green fluorescence under the excitation of ultraviolet
lamp, and the ultraviolet lamp turns off to display blue-green afterglow. Visible light can
also excite blue-green afterglow, and a simple encryption model is made. As shown in
Fig. 15, a digital pattern "88888" is written on the filter paper with different illuminants,
in which "740263" is marked with the thermally activated delayed fluorescence material,
and the rest is marked with CDs/starch (only blue-green fluorescence is displayed under
the excitation of ultraviolet lamp, and CDs/starch is a composite material synthesized by
the applicant before).When the UV lamps at 254 nm and 365 nm are turned on, the
materials emit blue-green ultra-long thermally activated delayed fluorescence, while
CDs/starch does not have the characteristics of ultra-long thermally activated delayed
fluorescence. Therefore, when the ultraviolet lamps at 254 and 365 nm are turned off, the
blue-green number "740263" is captured by naked eyes. More importantly, when the
LED lamp is turned off, the blue-green ultra-long thermally activated delayed
fluorescence "740263" pattern will also be displayed. Among them, "740263" pattern is
the encrypted information to be conveyed. Only when the UV and LED light sources are
turned off can the correct information be displayed, while "88888" is incorrect
information. Therefore, the thermally activated delayed fluorescence material synthesized
by the embodiment of the invention can realize information encryption.
Embodiment 6
The thermally activated delayed fluorescence material prepared by the invention can be
used for preparing luminescent products, such as fluorescence pens, fluorescence
pigments and the like. Fig. 16 is an afterglow projection pattern of school badge, zebra,
window flower and molecular formula excited by visible light by plating the thermally
activated delayed fluorescence material of the present invention on glass.
Fig. 17 shows that the thermally activated delayed fluorescence material of the present
invention is plated on glass, so that visible light writing can be realized on the glass, and
the written content can be clearly seen on the glass.
Claims (9)
1. A carbon dots-based visible-light-excited thermally activated delayed fluorescence
material, which is characterized by being prepared from the following raw materials in
percentage by weight: 2-3 mg of carbon dots, 2-4 g of boric acid and 20-40 ml of water.
2. The carbon dots-based visible-light-excited thermally activated delayed fluorescence
material according to claim 1, characterized in that the carbon dots is prepared by using
rhodamine B as a carbon source.
3. The preparation method of the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material according to claim 1 or 2, comprising:
Mixing carbon dots, boric acid and water in proportion, ultrasonically dissolving, heating
to 180-300 °C in an oven, and reacting for 4-7 hours to obtain a solid product.
Grinding the solid product to obtain the thermally activated delayed fluorescence
material.
4. The preparation method of the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material according to claim 3, characterized in that the
preparation method of the carbon dots comprises:
Dissolving rhodamine B in the reaction solution, mixing, placing in a reaction kettle,
reacting at 180-200 °C for 8-12 hours, cooling to room temperature, and taking out
reactants.
Adjusting the pH of the reactant to neutral, dialyzing, rotary steaming, and freeze drying
to obtain solid powder of carbon dots.
5. The preparation method of the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material according to claim 4, characterized in that the
reaction solution is polyethylene glycol and alkaline ultrapure water solution. The
mass/volume ratio of rhodamine B to the reaction solution is not more than 2.
6. The preparation method of the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material according to claim 5, characterized in that the
volume ratio of the polyethylene glycol to the alkaline ultrapure water solution is 1:14
3:12.
7. The preparation method of carbon dots-based visible-light-excited thermally activated
delayed fluorescence material according to claim 5, characterized in that the alkaline
ultrapure water solution is sodium hydroxide ultrapure water solution with a
concentration of > 0.6 M.
8. The preparation method of the carbon dots-based visible-light-excited thermally
activated delayed fluorescence material according to claim 4, characterized in that the
retention amount of the dialysis bag is 500-100 Da, and the dialysis time is 48-96 hours.
9. The application of the carbon dots-based visible-light-excited thermally activated
delayed fluorescence material according to claim 1 or 2, characterized by being used for
preparing luminescent products or anti-counterfeiting products.
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