CN113234238A - Photoresponse type self-repairing polymer gel and preparation method thereof - Google Patents
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Abstract
The invention discloses a photoresponse type self-repairing polymer gel and a preparation method thereof. According to the invention, the self-repairing polymer gel has self-repairing capability, and the photochromic group is grafted on the photoresponsive polymer, so that the photoresponsive self-repairing polymer gel has the dual characteristics of fluorescence and photochromism, the application field of the photoresponsive self-repairing polymer gel is favorably expanded, and the prepared photoresponsive self-repairing polymer gel has excellent self-repairing property.
Description
Technical Field
The invention belongs to the field of intelligent high polymer materials, and particularly relates to a photoresponse type self-repairing high polymer gel and a preparation method thereof.
Background
When a biological tissue is damaged from the outside, the original function and structure of the biological tissue can be restored through self-repair of cells or tissues. As a soft and high-water-content material, the hydrogel is widely applied to the fields of sensing and detection, drug release, drivers, tissue engineering and the like, has self-repairing performance, can prolong the service life of the hydrogel, and can greatly improve the use safety.
Since the beginning of the 21 st century, many scientists around the world have been working on developing multifunctional gel materials to address the complex problem. The prepared gel has the photoresponse characteristic and the self-repairing characteristic, and has very wide application prospect in the fields of functional devices, biomedicine, information storage and the like. At present, the photoresponse type self-repairing polymer gel only has single photoresponse characteristic and single function, and cannot meet the increasing application requirements of various fields, so that the photoresponse type self-repairing polymer gel needs to be prepared.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide the photoresponse type self-repairing polymer gel which has the self-repairing capability and is grafted with the photochromic group on the photoresponse polymer, so that the photoresponse type self-repairing polymer gel has the dual characteristics of fluorescence and photochromism, the application field of the photoresponse type self-repairing polymer gel is favorably expanded, and the prepared photoresponse type self-repairing polymer gel has excellent self-repairing performance and wide application prospect in the fields of biomedicine, functional devices, sensing and the like.
The photoresponsive self-repairing polymer gel for solving the technical problems has the following structure:
Optionally, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo-diarylethene.
Optionally, the photoresponse-type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Optionally, the R is one of the following groups:
accordingly, another technical problem to be solved by the present invention is to provide a method for preparing a photoresponse type self-repairing polymer gel.
In terms of the preparation method, the preparation method of the photoresponse type self-repairing polymer gel for solving the technical problems comprises the following steps:
step S1, dissolving 1, 2-bis (5-formyl-2-methylthiophene-3-yl) perfluorocyclopentene into methanol, wherein the mass ratio of the 1, 2-bis (5-formyl-2-methylthiophene-3-yl) perfluorocyclopentene to the methanol is 0.5-10%;
step S2, dissolving hyperbranched polyethyleneimine into methanol, wherein the mass ratio of the hyperbranched polyethyleneimine to the methanol is 5-30%;
step S3, mixing and stirring the two solutions prepared in the steps S1 and S2 in a mixing container for 0.1-1 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 40-70 ℃ for 0.5-3 h;
and step S5, evaporating the solution prepared in the step S4 under reduced pressure for 1-5h at the same temperature to obtain the photoresponse type self-repairing polymer gel.
One of the above technical solutions has the following advantages or beneficial effects: on the basis of not increasing the synthesis difficulty and the synthesis cost, the invention expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has the double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Drawings
In order to more clearly illustrate the technical solution of the embodiments of the present invention, the drawings of the embodiments will be briefly described below, and it is apparent that the drawings in the following description relate only to some embodiments of the present invention and are not limiting thereof, wherein:
FIG. 1 is a FT-IR characterization chart of the photo-responsive self-repairing polymer gel prepared in example 1.
FIG. 2 is a diagram showing the UV absorption of the photo-responsive self-repairing polymer gel prepared in example 1.
FIG. 3 is a fluorescence emission diagram of the photo-responsive self-repairing polymer gel prepared in example 1.
FIG. 4 is a nuclear magnetic resonance hydrogen spectrum of the photoresponsive self-repairing polymer gel prepared in example 1.
FIG. 5 is a nuclear magnetic resonance hydrogen spectrum of the photoresponsive self-repairing polymer gel prepared in example 2.
FIG. 6 is a nuclear magnetic resonance hydrogen spectrum of the photo-responsive self-repairing polymer gel prepared in example 3.
FIG. 7 is a nuclear magnetic resonance hydrogen spectrum of the photo-responsive self-repairing polymer gel prepared in example 4.
FIG. 8 is a nuclear magnetic resonance hydrogen spectrum of the photo-responsive self-repairing polymer gel prepared in example 5.
FIG. 9 is a nuclear magnetic resonance hydrogen spectrum of the photo-responsive self-repairing polymer gel prepared in example 6.
Detailed Description
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Further, it should be understood that various changes or modifications of the present invention may be made by those skilled in the art after reading the teaching of the present invention, and such equivalents may fall within the scope of the present invention as defined in the appended claims.
Example 1
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, said R is a group-CHO.
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.025 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 0.5 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 0.1 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 40 ℃ for 3 hours;
and step S5, evaporating the solution prepared in the step S4 at 40 ℃ under reduced pressure for 5 hours to obtain the photoresponse type self-repairing polymer gel.
Referring to fig. 1 to 4, it can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with a wavelength of 254nm, and changes back to the original light yellow under the irradiation of visible light, and the photoresponse type self-repairing polymer gel displays yellow fluorescence under an ultraviolet lamp with a wavelength of 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Example 2
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, said R is a group-CH2-CHO。
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.05 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 1 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 0.3 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 50 ℃ for 2 hours;
and step S5, evaporating the solution prepared in the step S4 at 50 ℃ under reduced pressure for 4 hours to obtain the photoresponse type self-repairing polymer gel.
Referring to fig. 1,2, 3 and 5, it can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with a wavelength of 254nm, and changes back to the original light yellow under the irradiation of visible light, and the photoresponse type self-repairing polymer gel displays yellow fluorescence under an ultraviolet lamp with a wavelength of 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Example 3
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, R is a group
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.1 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 1 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 0.5 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 60 ℃ for 1 h;
and step S5, evaporating the solution prepared in the step S4 at 60 ℃ under reduced pressure for 1h to obtain the photoresponse type self-repairing polymer gel.
Referring to fig. 1,2, 3 and 6, it can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with a wavelength of 254nm, and changes back to the original light yellow under the irradiation of visible light, and the photoresponse type self-repairing polymer gel displays yellow fluorescence under an ultraviolet lamp with a wavelength of 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Example 4
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, R is a group
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.5 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 1.5 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 2 hours;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 70 ℃ for 1 h;
and step S5, evaporating the solution prepared in the step S4 at 70 ℃ under reduced pressure for 1h to obtain the photoresponse type self-repairing polymer gel.
Referring to fig. 1, fig. 2, fig. 3 and fig. 7, it can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with 490nm, and changes back to the original light yellow under the irradiation of visible light with 690nm, and the photoresponse type self-repairing polymer gel displays yellow fluorescence under an ultraviolet lamp with 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Example 5
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, R is a group
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.5 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 1.5 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 1 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 50 ℃ for 1 h;
and step S5, evaporating the solution prepared in the step S4 at 50 ℃ under reduced pressure for 5 hours to obtain the photoresponse type self-repairing polymer gel.
Referring to fig. 1,2, 3 and 8, it can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with a wavelength of 254nm, and changes back to the original light yellow under the irradiation of visible light, and the photoresponse type self-repairing polymer gel displays yellow fluorescence under an ultraviolet lamp with a wavelength of 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
Example 6
This example provides a photoresponsive self-repairing polymer gel having the structure:
Further, the photoresponse type self-repairing polymer gel contains a photochromic unit, and the photochromic unit is perfluorocyclo diarylethene.
Further, the photoresponse type self-repairing polymer gel contains a photoluminescence unit, and the photoluminescence unit is hyperbranched polyethyleneimine.
Further, theR is a group
Correspondingly, the invention also provides a preparation method of the photoresponse type self-repairing polymer gel, which comprises the following steps:
step S1, weighing 0.1 g of 1, 2-bis (5-formyl-2-methylthiophen-3-yl) perfluorocyclopentene and dissolving in 5 g of methanol;
step S2, weighing 0.8 g of hyperbranched polyethyleneimine and dissolving in 5 g of methanol;
step S3, transferring the two solutions prepared in the steps S1 and S2 into a 20ml round-bottom flask, and mixing and stirring for 0.5 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 60 ℃ for 1 h;
and step S5, evaporating the solution prepared in the step S4 at 60 ℃ under reduced pressure for 3 hours to obtain the photoresponse type self-repairing polymer gel.
It can be found that the photoresponse type self-repairing polymer gel prepared by the preparation method changes from light yellow to reddish brown under the irradiation of an ultraviolet lamp with the wavelength of 490nm and changes back to the original light yellow under the irradiation of 690 visible light, and the photoresponse type self-repairing polymer gel shows yellow fluorescence under the ultraviolet lamp with the wavelength of 390 nm. Therefore, the embodiment expands the photoresponse function of the photoresponse type self-repairing polymer gel, so that the photoresponse type self-repairing polymer gel has double functions of photochromism and fluorescence, and the application field of the photoresponse type self-repairing polymer gel is greatly expanded.
While embodiments of the invention have been disclosed above, it is not limited to the applications listed in the description and the embodiments, which are fully applicable in all kinds of fields of application of the invention, and further modifications may readily be effected by those skilled in the art, whereby the invention is not limited to the details given, without departing from the general concept defined by the claims and the scope of equivalents.
Claims (5)
1. A photoresponse type self-repairing polymer gel is characterized by comprising the following structures:
2. The photo-responsive self-repairing polymer gel of claim 1, wherein the photo-responsive self-repairing polymer gel comprises a photochromic unit, and the photochromic unit is perfluorocyclo-diarylethene.
3. The photo-responsive self-repairing polymer gel of claim 1, wherein the photo-responsive self-repairing polymer gel comprises a photoluminescent unit, and the photoluminescent unit is hyperbranched polyethyleneimine.
4. The photo-responsive self-repairing polymer gel of claim 1, wherein R is one of the following groups:
-CHO、-CH2-CHO、
5. the preparation method of the photoresponse type self-repairing polymer gel as claimed in any one of claims 1 to 4, characterized by comprising the following steps:
step S1, dissolving 1, 2-bis (5-formyl-2-methylthiophene-3-yl) perfluorocyclopentene into methanol, wherein the mass ratio of the 1, 2-bis (5-formyl-2-methylthiophene-3-yl) perfluorocyclopentene to the methanol is 0.5-10%;
step S2, dissolving hyperbranched polyethyleneimine into methanol, wherein the mass ratio of the hyperbranched polyethyleneimine to the methanol is 5-30%;
step S3, mixing and stirring the two solutions prepared in the steps S1 and S2 in a mixing container for 0.1-1 h;
step S4, heating and refluxing the mixed solution prepared in the step S3 at 40-70 ℃ for 0.5-3 h;
and step S5, evaporating the solution prepared in the step S4 under reduced pressure for 1-5h at the same temperature to obtain the photoresponse type self-repairing polymer gel.
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