CN112662231A - Amino acid modified gold nano ink and preparation method and application thereof - Google Patents
Amino acid modified gold nano ink and preparation method and application thereof Download PDFInfo
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Abstract
The invention belongs to the technical field of ink-jet printing ink, and particularly relates to amino acid modified gold nano ink as well as a preparation method and application thereof. The preparation method comprises the following steps: (1) mixing an amino acid solution with a soluble gold salt solution to obtain nanoclusters; (2) adding a reducing agent into the nanoclusters to reduce gold ions to obtain amino acid modified nanogold; (3) and separating the nano gold modified by the amino acid to obtain solid particles, cleaning the solid particles, and re-dissolving to obtain the gold nano ink. The gold nano ink prepared by the invention has uniform particles, good dispersibility and good conductivity after annealing treatment at a certain temperature, and can be used for preparing a microelectrode array by ink-jet printing. The ink preparation method is simple, and the large-scale preparation feasibility is high.
Description
Technical Field
The invention belongs to the technical field of ink-jet printing ink, and particularly relates to amino acid modified gold nano ink as well as a preparation method and application thereof.
Background
As the demand for flexible electronic devices in biomedical field is increasing, the processing methods thereof include photolithography, screen printing, inkjet printing, etc., wherein inkjet printing has the advantages of no need of a template, non-contact, integration on a flexible substrate, etc., and is favored by researchers. Ink jet printing is divided into continuous and random ink jet printing, in which an ink pump applies a suitable pressure to ink to make the ink continuously jet from a nozzle. Its advantage is that it can form high-speed ink drop, and is suitable for high-speed printing field, but the shortcoming needs to carry out pressurization operation to the ink, and partial ink drop is recycled by recovery unit, but this not only makes printer structure become complicated, also can cause the pollution to the ink. The random ink jet printing is also called as on-demand ink jet printing, and is divided into a thermal bubble type and a piezoelectric type according to different technical schemes. The thermal bubble type ink jet uses the thin film resistor at the end of the nozzle to instantly heat to high temperature to promote the ink to boil to form bubbles, and the bubbles are pushed to extrude the ink with the rising force of the pressure, so that the ink is sprayed to a preset position on the paper through the nozzle to generate ink dots. The electro-jet printing is to form the required pattern by setting a printing path and then drawing ink droplets to the lower substrate by the action of an electric field, and the mode has higher precision and resolution and requires less ink. However, the electrojet printing has some disadvantages, such as easy clogging of the nozzle, which requires good fluidity of the ink, small particles, good dispersibility, and no occurrence of agglomeration. Researchers have prepared a plurality of inks aiming at different application scenes, wherein for the biomedical field, the gold nano-ink arouses people's interest due to high requirements on the ink, such as no toxicity, good biocompatibility, good conductivity and the like. However, gold nanoparticles are very easy to agglomerate due to large surface energy, and need to be surface-modified while preparing gold nanoparticles, and the sintering temperature cannot be too high due to the fact that ink needs to be deposited on a flexible substrate.
The solvent in the metallic ink for ink-jet printers needs to evaporate at a lower temperature, then the protective layer is removed at a higher temperature, and finally the metal particles recrystallize, and the resistance of the printed structure is reduced to form a conductive path. Since the common substrates of flexible electronic devices, such as polyethylene terephthalate, generally cannot operate at high temperatures for long periods of time, the temperature of the annealing process of the printing ink is controlled within a certain range. Electrochemical sensors are widely used in the field of analytical detection due to their advantages such as low cost, easy operation, and integration, and in recent years, many efforts have been made to miniaturize electrochemical sensors due to the demands of use scenarios. Miniaturization of sensors necessarily means miniaturization of electrodes, and ink jet printing is one of the methods capable of producing micro-electrode arrays.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a method for preparing gold nano ink for ink-jet printing, and on the other hand, a microelectrode array is prepared by the ink by using the ink-jet printing technology, and the microelectrode array is combined with other materials to be used as an electrochemical sensor for biomolecule detection.
To achieve the above objects, according to one aspect of the present invention, there is provided a method for preparing an amino acid-modified gold nano-ink, comprising the steps of:
(1) mixing an amino acid solution with a soluble gold salt solution to obtain nanoclusters;
(2) adding a reducing agent into the nanoclusters to reduce gold ions to obtain amino acid modified nanogold;
(3) and separating the nano gold modified by the amino acid to obtain solid particles, cleaning the solid particles, and re-dissolving to obtain the gold nano ink.
Preferably, the amino acid has a molecular weight of 100-200. The amino acid with the molecular weight of 100-200 is a small molecular amino acid and is easy to dissolve in water.
Preferably, the amino acid is one or more of L-glutamic acid, arginine, tryptophan, L-cysteine and lysine, and preferably, the amino acid is L-cysteine, and a sulfhydryl group in the L-cysteine can form an S-Au bond with gold.
Preferably, the ratio of the amount of the amino acid to the amount of the soluble gold salt is (3-10):1, preferably 8: 1.
preferably, the soluble gold salt is one of chloroauric acid, sodium chloroaurate and potassium dicyanoaurate; the reducing agent is one of sodium borohydride, hydrogen peroxide, sodium citrate and hydrazine hydrate.
Preferably, the pH of the system is adjusted to be 3.0-5.0 in the step (1), and the reaction temperature is 10-30 ℃ in the step (2).
Preferably, in the step (3), the solid particles are dissolved again by adding a solvent, wherein the solvent is a mixed solution of one or more of methanol, ethanol, ethylene glycol, propylene glycol, butanediol, pentanediol, cyclohexane, hexanediol, polyvinylpyrrolidone and dimethyl sulfoxide and deionized water.
Preferably, the mass percentage of the solid particles of the gold nano ink in the step (3) is 1 wt% -20 wt%, and preferably 8 wt% -20 wt%.
According to another aspect of the present invention, there is provided an amino acid-modified gold nano-ink prepared according to the preparation method described above.
According to another aspect of the present invention, there is provided a use of an amino acid modified gold nano-ink, the use comprising preparing a microelectronic device as the ink by inkjet printing, the microelectronic device being capable of preparing a microelectrode array, the microelectrode array being used as an electrochemical sensor for biomolecule detection.
The ink-jet printing process of the ink-jet printing method comprises the following steps: the preparation of the device is carried out by using a square wave or direct current mode, and the bias range is as follows: 300 + 2800V, amplitude range: 300- & lt3000V, & gt frequency range: 20HZ-250HZ, duty cycle: 10% -90%, printing height range: 0.05mm-5mm, air pressure range: 0-20Kpa, print station temperature: 20-50 ℃.
The invention has the following beneficial effects:
(1) the gold nano ink prepared by the invention has uniform particles, good dispersibility and good conductivity after annealing treatment at a certain temperature, and can be used for preparing a microelectrode array by ink-jet printing. The ink preparation method is simple, and the large-scale preparation feasibility is high.
(2) The microelectrode array prepared by the invention has good conductivity, high stability and selectable size, can be used as an electrochemical sensor for analysis and detection, and can be used in the field of implanted devices.
Drawings
Fig. 1 is a TEM image of the gold nano-ink prepared in example 5.
Fig. 2 is a distribution diagram of the particle size of the gold nano-ink prepared in example 5.
FIG. 3 is a micro-electrode prepared by ink-jet printing according to example 5.
FIG. 4 is a micro-electrode prepared by ink-jet printing according to example 5.
FIG. 5 is a cyclic voltammogram of the micro-electrode prepared in example 7 in a potassium ferricyanide solution.
FIG. 6 is a cyclic voltammogram of the micro-electrode prepared in example 7 repeatedly scanned for 10 cycles in a potassium ferricyanide solution.
FIG. 7 is an impedance spectrum of the micro-electrode prepared in example 7 in a potassium ferricyanide solution
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention. In addition, the technical features involved in the embodiments of the present invention described below may be combined with each other as long as they do not conflict with each other.
Example 1
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.1214mmol of L-glutamic acid was added to 10ml of deionized water, and stirred to be completely dissolved, thereby defining a solution A.
(2) Then 1ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 3.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 0.5h, so that the solution B is defined.
(3) Then 0.1mmol of sodium borohydride was dissolved in 0.5ml of ice water and added to the above B solution. The reaction was stirred for 3h, then centrifuged and washed.
(4) Dispersing the obtained product in a mixed solvent of methanol, ethanol and water. Obtaining the gold nano ink.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing.
Example 2
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.3mmol of L-glutamic acid was added to 15ml of deionized water, and stirred to be completely dissolved, thereby defining a solution A.
(2) Then 5ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 4.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 1h, so that the solution B is defined.
(3) Then 1mmol of sodium borohydride was dissolved in water and added to the above solution B. The reaction was stirred for 3h, then centrifuged and washed.
(4) The obtained product was dispersed in a mixed solvent of methanol, ethanol and water. Obtaining the gold nano ink.
(5) The prepared gold nano ink is used for preparing a microelectrode by ink-jet printing.
Example 3
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.6mmol of L-glutamic acid was added to 15ml of deionized water, and stirred to be completely dissolved, thereby defining a solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 5.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then adding a proper amount of hydrogen peroxide into the solution B. The reaction was stirred for 5h, then centrifuged and washed.
(4) The obtained product was dispersed in a mixed solvent of methanol, ethanol and water. The gold nano ink which is uniformly dispersed and can be used for ink-jet printing is obtained.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing.
Example 4
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.3mmol of arginine was added to 15ml of deionized water and stirred to dissolve it completely, defined as solution A.
(2) Then 5ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 4.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 1h, so that the solution B is defined.
(3) Then 1mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 3h, then centrifuged and washed.
(4) The obtained product was dispersed in a mixed solvent of ethylene glycol, ethanol and water. The gold nano ink which is uniformly dispersed and can be used for ink-jet printing is obtained.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing.
Example 5
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.3mmol L-cysteine and 0.3mmol arginine were added to 15ml deionized water and stirred to dissolve completely, defined as solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 5.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then 2mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 5h, then centrifuged and washed.
(4) The obtained product was dispersed in a mixed solvent of ethylene glycol, ethanol and water. The gold nano ink which is uniformly dispersed and can be used for ink-jet printing is obtained.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing.
Example 6
An amino acid modified gold nano ink for ink-jet printing is prepared by the following steps:
(1) 0.3mmol L-cysteine and 0.3mmol arginine were added to 15ml deionized water and stirred to dissolve completely, defined as solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 4.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then 2mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 5h, then centrifuged and washed.
(4) Dispersing the obtained product in a mixed solvent of polyvinylpyrrolidone, ethanol and water. The gold nano ink which is uniformly dispersed and can be used for ink-jet printing is obtained.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing.
Example 7
A preparation method for preparing gold nano ink for ink-jet printing comprises the following steps:
(1) 0.3mmol L-cysteine and 0.3mmol arginine were added to 15ml deionized water and stirred to dissolve completely, defined as solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 4.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then 2mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 5h, then centrifuged and washed.
(4) The obtained product was dispersed in a mixed solvent of ethylene glycol, ethanol and water. The gold nano ink which is uniformly dispersed and can be used for ink-jet printing is obtained.
(5) The prepared gold nano ink is used for preparing a microelectrode array by ink-jet printing. The prepared microelectrode is annealed for 2 hours at 150 ℃. FIGS. 5, 6, and 7 are graphs showing the electrochemical properties of the micro-electrode after the annealing treatment.
Comparative examples
Comparative example 1
A preparation method for preparing gold nano ink for ink-jet printing comprises the following steps:
(1) 0.3mmol L-cysteine and 0.3mmol arginine were added to 15ml deionized water and stirred to dissolve completely, defined as solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 2.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then 2mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 5h, then centrifuged and washed.
(4) Dispersing the obtained product in a mixed solvent of polyvinylpyrrolidone, ethanol and water. To obtain a mixed solution with poor dispersibility.
Comparative example 2
A preparation method for preparing gold nano ink for ink-jet printing comprises the following steps:
(1) 0.3mmol L-cysteine and 0.3mmol arginine were added to 15ml deionized water and stirred to dissolve completely, defined as solution A.
(2) Then 10ml of chloroauric acid aqueous solution with the mass concentration of 10mg/ml is added into the solution A, the pH is adjusted to 7.0 by using sodium hydroxide solution and hydrochloric acid solution, and the mixture is fully stirred for 2 hours, so that the solution B is defined.
(3) Then 2mmol of sodium borohydride was dissolved in 5ml of ice water and added to the above B solution. The reaction was stirred for 5h, then centrifuged and washed.
(4) Dispersing the obtained product in a mixed solvent of polyvinylpyrrolidone, ethanol and water. To obtain a mixed solution with poor dispersibility.
Test examples
1. And (5) testing by a transmission electron microscope. The instrument equipment comprises: transmission electron microscopy (HT7700, Hitachi, Japan). Testing parameters: the electron beam acceleration voltage is-100 KV, and the amplification factor is-10 ten thousand times.
The gold nano-ink prepared in example 5 was tested, and the test results are shown in fig. 1, and it can be seen that the gold particles are uniformly distributed and have a size of about 5 nm.
2. And (5) dynamic light scattering test. The instrument equipment comprises: malvern laser particle sizer (Zetasizer Nano ZS, malvern, uk). The gold nano-ink prepared in example 5 was tested, and the test results are shown in fig. 2, which shows that the gold particles have a uniform size distribution and an average particle diameter of about 5 nm.
3. And (5) appearance testing. Fig. 3 and 4 are microelectrodes prepared by ink-jet printing of gold nano-inks prepared in example 5.
4. And (4) testing the electrochemical performance. Cyclic voltammetry test, instrumentation: electrochemical workstation (CHI660E, shanghai chen hua instruments ltd., shanghai), potassium ferricyanide solution as electrolyte, printed microelectrode as reference electrode, counter electrode and working electrode constitute a three-electrode system. Testing parameters: voltage range: -0.4V-0.6V, scan rate 100 mv/s. And (4) electrochemical impedance testing. The instrument equipment comprises: an electrochemical workstation (CHI660E, shanghai chen hua instruments ltd., shanghai) uses potassium ferricyanide solution as electrolyte, and a printed microelectrode as a reference electrode, a counter electrode and a working electrode constitute a three-electrode system.
FIG. 5 is a cyclic voltammogram of the micro-electrode prepared in example 7 in a potassium ferricyanide solution. FIG. 6 is a cyclic voltammogram of the micro-electrode prepared in example 7 repeatedly scanned for 10 cycles in a potassium ferricyanide solution. FIG. 7 is an impedance spectrum of the micro-electrode prepared in example 7 in a potassium ferricyanide solution. The microelectrode has good cyclic stability through cyclic voltammetry test. The impedance spectrum shows that the resistance value of the microelectrode is smaller. Has better conductivity. The detailed data of the test are shown in table 1.
TABLE 1 test results table
FIG. 1 is an electron microscope image of the gold nano-ink prepared in example 5, FIG. 2 is a particle size distribution diagram of the gold nano-ink prepared in example 5, and both characterization means prove that the particle size distribution of the synthesized gold ink is relatively uniform, and the particle size is about 5 nm.
As is clear from comparison of examples 1 to 7 with comparative examples 1 to 2, the inks of the present invention having a pH of 3.0 to 5.0 can be formed. From examples 1 to 7, it can be seen that different amino acids were combined with soluble gold salts, and then reducing agents were added to obtain gold nanoparticles, which were inconsistent in particle size, uniformity, and dispersibility. In particular, the cold water solubility of L-glutamic acid is poor, so the molar ratio of L-glutamic acid to gold cannot be very high, resulting in that the particle size distribution of the synthesized gold particles is not very uniform, and high-concentration ink cannot be obtained. Arginine has good water solubility, and compared with glutamic acid, the molar ratio of arginine to gold can be higher, and the dispersibility is better, but the arginine and gold particles cannot be prepared into high-concentration ink due to electrostatic adsorption acting force between the arginine and the gold particles.
Particularly, the acting force of the amino acid and the gold is divided into electrostatic adsorption and chemical bond, and the acting force of the chemical bond is stronger than that of the electrostatic adsorption, so that the sulfydryl in the L-cysteine is combined with the gold to form an S-Au bond, and the prepared ink has smaller and uniform particle size, so that the ink has better dispersibility and stability.
The gold nano ink stabilized by the micromolecular amino acid prepared by the invention can be used for preparing a microelectrode array by ink-jet printing. The nano particles in the ink are small, the stability is good, irreversible agglomeration cannot occur, a nozzle cannot be blocked, the ink can be integrated on a flexible substrate through an ink-jet printing technology, the formed microelectrode can be annealed at a certain temperature, and the treated electrode has good conductivity and circulation stability and can be used for preparing an electrochemical sensor.
It will be understood by those skilled in the art that the foregoing is only a preferred embodiment of the present invention, and is not intended to limit the invention, and that any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the scope of the present invention.
Claims (10)
1. A preparation method of amino acid modified gold nano ink is characterized by comprising the following steps:
(1) mixing an amino acid solution with a soluble gold salt solution to obtain nanoclusters;
(2) adding a reducing agent into the nanoclusters to reduce gold ions to obtain amino acid modified nanogold;
(3) and separating the nano gold modified by the amino acid to obtain solid particles, cleaning the solid particles, and re-dissolving to obtain the gold nano ink.
2. The method as set forth in claim 1, wherein the molecular weight of the amino acid is 100-200.
3. The method according to claim 2, wherein the amino acid is a mixture of one or more of L-glutamic acid, arginine, tryptophan, L-cysteine, and lysine, preferably L-cysteine, and the thiol group in the L-cysteine is capable of forming an S-Au bond with gold.
4. The method according to claim 2, wherein the ratio of the amino acid to the amount of the soluble gold salt substance is (3-10):1, preferably 8: 1.
5. The method according to claim 1, wherein the soluble gold salt is one of chloroauric acid, sodium chloroaurate, and potassium dicyanoaurate; the reducing agent is one of sodium borohydride, hydrogen peroxide, sodium citrate and hydrazine hydrate.
6. The method according to claim 1, wherein the pH of the system is adjusted to 3.0 to 5.0 in the step (1), and the reaction temperature is 10 ℃ to 30 ℃ in the step (2).
7. The preparation method according to claim 1, wherein the solid particles in step (3) are dissolved after adding a solvent, wherein the solvent is a mixture of one or more of methanol, ethanol, ethylene glycol, propylene glycol, butanediol, pentanediol, cyclohexane, hexanediol, polyvinylpyrrolidone and dimethyl sulfoxide and deionized water.
8. The preparation method according to claim 7, wherein the mass percentage of the solid particles of the gold nano-ink in the step (3) is 1 to 20 wt%, preferably 8 to 20 wt%.
9. An amino acid-modified gold nano ink, characterized by being prepared according to the preparation method of any one of claims 1 to 8.
10. The use of the amino acid-modified gold nano-ink according to claim 9, comprising the preparation of a microelectronic device by inkjet printing as an ink, the microelectronic device being capable of preparing a microelectrode array, the microelectrode array being capable of use as an electrochemical sensor for biomolecule detection.
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| CN114472915A (en) * | 2022-01-19 | 2022-05-13 | 东南大学 | Stretchable bionic clustered gold nanowire film and preparation method and application thereof |
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