Preparation method of light response type ultrathin organic nanobelt

Abstract

The application discloses a preparation method of a light response type ultrathin organic nanobelt, and comprises the following steps: step one: swelling, placing Rink amide resin in a solid phase extraction column, adding a 4-methylpiperidine / DMF mixed solution and oscillating at room temperature to swell the resin, removing a Fomc group protection, and obtaining a product A; step two: washing, adding DMF in the product A, repeatedly oscillating and shaking, suction filtering, and then repeatedly washing several times with DMF to obtain a product B; and step three: one-time amidation. The application designs and synthesizes an amphiphilic alternating poly-peptide copolymer with a sequence and chain length that can be accurately controlled, obtains a size-uniform one-dimensional organic response type ultrathin nanomaterial, and introduces an azobenzene structure into the peptide system by a simple method, so that the ultrathin organic material has a unique light response characteristic without designing a complex and expensive shape memory material; the preparation process has the characteristics of simplicity, good repeatability, high stability and the like.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of preparation of organic ultrathin nanomaterials, and particularly relates to a preparation method of a light-responsive ultrathin organic nanobelt. BACKGROUND

[0002] Organic ultrathin material is a new type of organic nanomaterial, which has attracted widespread attention due to its unique physical and chemical properties and potential applications in the fields of electronics, chemistry, biology, medicine and catalysis.

[0003] Peptoids are a class of peptidomimetic compounds, which are characterized by transferring the side chain of the alpha carbon on the polypeptide backbone to the nitrogen on the backbone. Due to the substitution of the side chain from C to N, the peptoid backbone lacks hydrogen bonds, which makes it have many special properties superior to polypeptides (Chemical Reviews, 2016, 116(4): 1753-1802). As a new type of biomimetic material that can replace polypeptides, peptoids have made rapid development in synthesis methods and performance research. However, there are few reports on the construction of responsive peptoid molecules, especially the ultrathin organic nanomaterials assembled by stimulus-responsive peptoid molecules.

[0004] Light stimulation is considered a very promising response method due to its environmental friendliness, effective and precise operation, lack of time and space limitations, and good stability (Science China Chemistry 2022, 65, 2444). Azobenzene and its derivatives are a rich and inexpensive photoisomerization molecule, which has strong absorption in the ultraviolet to infrared band. Through light or heating, it can undergo cis-trans isomerization transformation, and due to its rapid light response ability, it has attracted widespread attention. Organic polymer materials containing azobenzene groups have extremely important applications in the fields of active light regulation of biomolecules, optical information storage materials and nanomaterials.

[0005] Organic nanomaterials assembled by sequence-accurate molecules such as DNA, proteins, polypeptides and other molecules have large specific surface area, tunable structure, unique molecular structure and adjustable functional groups, etc. (Accounts of Chemical Research, 2021, 54, 81). However, due to the complexity of the molecular sequence and structure, it is usually difficult to synthesize using conventional physical and chemical means, and it is difficult to accurately predict the molecular interaction and assembly structure, which seriously limits the controllable synthesis and development prospects of organic ultrathin nanomaterials SUMMARY

[0006] The application provides a preparation method of a light response type ultrathin organic nanobelt.

[0007] To solve the above technical problems, the application provides a preparation method of a light response type ultrathin organic nanobelt, which comprises the following steps:

[0008] Step one: swelling, the Rink amide resin is placed in a solid phase extraction column, 4-methylpiperidine / DMF mixed solution is added and the resin is swelled at room temperature to remove the Fomc group protection, and product A is obtained;

[0009] Step two: washing, DMF is added to product A, repeated shaking and shaking, suction filtration is performed, and then DMF is repeatedly used for washing several times, and product B is obtained;

[0010] Step three: primary amidation, bromoacetic acid solution and N,N'-diisopropyl diimine (DIC) / DMF mixed solution are added to product B, and amidation reaction is performed under the condition of shaking at room temperature, then DMF solution is added, repeated shaking and shaking, suction filtration is performed, and repeated washing is performed several times, and product C is obtained;

[0011] Step four: 4-((4-pentylphenyl) diazenyl) benzylamine substitution, 4-((4-pentylphenyl) diazenyl) benzylamine solution is added to product C, and replacement reaction is performed under the condition of shaking at room temperature, after the reaction is completed, DMF is used for washing several times, and product D is obtained;

[0012] Step five: secondary amidation, product D is subjected to amidation according to the operation of step three, and product E is obtained;

[0013] Step six: 2-methoxyethylamine substitution, 2-methoxyethylamine solution is added to product E, and replacement reaction is performed under the condition of shaking at room temperature, after the reaction is completed, DMF solution is used for washing several times, and product F is obtained;

[0014] Step seven: tertiary amidation, product F is subjected to amidation according to the operation of step three, and product G is obtained;

[0015] Step eight: octylamine substitution, octylamine solution is added to product G, and replacement reaction is performed under the condition of shaking at room temperature, after the reaction is completed, DMF is used for washing several times, and product H is obtained;

[0016] Step nine: quaternary amidation, product H is subjected to amidation according to the operation of step three, and product I is obtained;

[0017] Step ten: 2-methoxyethylamine substitution, adding 2-methoxyethylamine solution to product I, and performing replacement reaction under the condition of shaking at room temperature, and after the reaction is completed, washing with DMF for several times to obtain product J;

[0018] Step eleven: repeating the processes of amidation and 4-((4-pentylphenyl) diazenyl) benzylamine substitution, twice amidation and 2-methoxyethylamine substitution, three times amidation and octylamine substitution, and four times amidation and 2-methoxyethylamine substitution in sequence for three times, so as to introduce 3 4-((4-pentylphenyl) diazenyl) benzylamine units, three octylamine units and six 2-methoxyethylamine units into product K;

[0019] Step twelve: peptide-like cleavage, adding pure water to product K and using trifluoroacetic acid (TFA) to cleave the resin to obtain a final crude product, filtering the final crude product and evaporating under the flow of nitrogen, then dissolving the crude product in 1 mL of acetonitrile, precipitating with anhydrous ether and centrifuging to obtain a peptide-like product, then dissolving the peptide-like product in a mixture of pure water and tetrahydrofuran and freeze-drying to obtain a purified peptide-like high-purity sample, and preparing a peptide-like solution by using pure water / tetrahydrofuran as a solvent;

[0020] Step thirteen: self-assembly, preparing a peptide-like solution by using the purified peptide-like high-purity sample and pure water / tetrahydrofuran as a solvent under a constant temperature condition, and when tetrahydrofuran slowly volatilizes and the solution becomes turbid, self-assembly of the peptide-like product occurs to form a sub-one-dimensional ultrathin nanobelt structure, i.e., a light-responsive ultrathin organic nanobelt.

[0021] As a preferred embodiment of the above technical solution, the peptide-like product in step twelve is an alternating amphiphilic peptide-like molecule containing azobenzene and octylamine hydrophobic side groups and methoxy type hydrophilic side groups, and the molecular structure formula is as follows:

[0022]

[0023] As a preferred embodiment of the above technical solution, in step one, the amount of Rink amide resin added is 100 mg, the volume of the mixed solution of 4-methylpiperidine / DMF added is 3 mL, and the shaking time is 40 min, wherein the volume ratio of 4-methylpiperidine to DMF in 4-methylpiperidine / DMF is 1:4.

[0024] As the preferred of the above technical solution, in the step three, the amount of bromoacetic acid solution is 1.5 mL, the amount of N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 0.4 mL, wherein the concentration of bromoacetic acid solution is 0.6 mol / L, the volume ratio of N,N'-diisopropyl diimine solution and DMF solution in N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 1:1, and the shaking time after adding bromoacetic acid solution and N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 10 min.

[0025] As the preferred of the above technical solution, in the step four, the amount of 4-((4-pentylphenyl) diazenyl) benzylamine solution is 1.5 mL, the concentration is 0.6 mol / L, and the shaking time after adding 4-((4-pentylphenyl) diazenyl) benzylamine solution is 10 min.

[0026] As the preferred of the above technical solution, in the step six, the amount of 2-dimethoxyethylamine solution is 1.5 mL, the concentration is 0.6 mol / L, and the shaking time after adding 2-dimethoxyethylamine solution is 10 min.

[0027] As the preferred of the above technical solution, in the step eight, the amount of octylamine solution is 1.5 mL, the concentration is 0.6 M, and the shaking time after adding octylamine solution is 10 min.

[0028] As the preferred of the above technical solution, in the step twelve, the volume ratio of pure water and trifluoroacetic acid added to the product K is 5:95, the stirring time is 40 min, the temperature is 40℃, and the storage temperature of the peptide-like product is 0℃.

[0029] As the preferred of the above technical solution, in the step twelve, the volume ratio of pure water and tetrahydrofuran in the mixture of pure water and tetrahydrofuran in which the peptide-like product is dissolved is 1:1, the concentration of the peptide-like solution is 2 μmol / L, and the evaporation temperature is 4℃.

[0030] As the preferred of the above technical solution, the prepared light-responsive ultrathin organic nanobelt is used as a catalyst carrier.

[0031] The application provides a preparation method of a light response type ultrathin organic nanobelt.

[0032] The above description is only a summary of the technical scheme of the application, in order to more clearly understand the technical means of the application, the application can be implemented according to the content of the specification, and in order to make the above and other purposes, characteristics and advantages of the application more obvious and easy to understand, the following specific embodiments of the application are described. BRIEF DESCRIPTION OF DRAWINGS

[0033] Figure 1 is the 1H NMR spectrum of (4-aminobenzyl) tert-butyl carbamate in the second embodiment of the application;

[0034] Figure 2 is the 1H NMR spectrum of 4-((4-pentylphenyl) diazenyl) benzylamine in the second embodiment of the application;

[0035] Figure 3 is the high performance liquid chromatography-tandem mass spectrometry characterization of the peptide molecule in the second embodiment of the application;

[0036] Figure 4 is the TEM picture of the assembly in the second embodiment of the application;

[0037] Figure 5 is the AFM picture of the assembly in the second embodiment of the application;

[0038] Figure 6 is the UV-Vis spectrum of the peptide molecule in the second embodiment of the application in the tetrahydrofuran solution with ultraviolet visible light irradiation;

[0039] Figure 7 is the UV-Vis spectrum of the assembly in the second embodiment of the application in the aqueous solution with ultraviolet visible light irradiation. DETAILED DESCRIPTION

[0040] In order to make the objectives, characteristics and advantages of the present application more obvious and easy to understand, the technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the drawings in the embodiments of the present application. Obviously, the described embodiments are only a part of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative work are within the scope of protection of the present application.

[0041] Embodiment one:

[0042] The embodiment of the present application provides a preparation method of a light-responsive ultrathin organic nanobelt, comprising the following steps:

[0043] Step one: swelling, placing Rink amide resin in a solid-phase extraction column, adding a 4-methylpiperidine / DMF mixed solution and oscillating at room temperature to swell the resin, removing the Fomc group protection, the addition amount of the Rink amide resin is 100 mg, the volume of the added 4-methylpiperidine / DMF mixed solution is 3 mL, and the oscillation time is 40 min, wherein the volume ratio of 4-methylpiperidine to DMF in the 4-methylpiperidine / DMF is 1:4, and product A is obtained;

[0044] Step two: washing, adding DMF in product A, repeatedly oscillating and shaking, suction filtration, and then repeatedly washing several times with DMF to obtain product B;

[0045] Step three: one-time amidation, adding a bromoacetic acid solution and an N,N'-diisopropyl diimine (DIC) / DMF mixed solution in product B, oscillating at room temperature to perform an amidation reaction, then adding a DMF solution, repeatedly oscillating and shaking, suction filtration, and repeatedly washing several times, the amount of the bromoacetic acid solution is 1.5 mL, and the addition amount of the N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 0.4 mL, wherein the concentration of the bromoacetic acid solution is 0.6 mol / L, the volume ratio of the N,N'-diisopropyl diimine solution to the DMF solution in the N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 1:1, the oscillation time after adding the bromoacetic acid solution and the N,N'-diisopropyl diimine (DIC) / DMF mixed solution is 10 min, and product C is obtained;

[0046] Step four: 4-((4-pentylphenyl)diazenyl)benzylamine substitution, 4-((4-pentylphenyl)diazenyl)benzylamine solution was added to product C, and the displacement reaction was carried out by shaking at room temperature. After the reaction was completed, the product was washed with DMF several times. The amount of 4-((4-pentylphenyl)diazenyl)benzylamine solution was 1.5 mL, and the concentration was 0.6 mol / L. The shaking time of 4-((4-pentylphenyl)diazenyl)benzylamine solution was 10 min, and product D was obtained;

[0047] Step five: secondary amidation, product D was amidated according to the operation of step three, and product E was obtained;

[0048] Step six: 2-methoxyethylamine substitution, 2-methoxyethylamine solution was added to product E, and the displacement reaction was carried out by shaking at room temperature. After the reaction was completed, the product was washed with DMF solution several times. The amount of 2-dimethoxyethylamine solution was 1.5 mL, and the concentration was 0.6 mol / L. The shaking time of 2-dimethoxyethylamine solution was 10 min, and product F was obtained;

[0049] Step seven: tertiary amidation, product F was amidated according to the operation of step three, and product G was obtained;

[0050] Step eight: octylamine substitution, octylamine solution was added to product G, and the displacement reaction was carried out by shaking at room temperature. The amount of octylamine solution was 1.5 mL, and the concentration was 0.6 M. The shaking time of octylamine solution was 10 min, and product H was obtained after washing with DMF several times;

[0051] Step nine: quaternary amidation, product H was amidated according to the operation of step three, and product I was obtained;

[0052] Step ten: 2-methoxyethylamine substitution, 2-methoxyethylamine solution was added to product I, and the displacement reaction was carried out by shaking at room temperature. After the reaction was completed, the product was washed with DMF several times, and product J was obtained;

[0053] Step eleven: repeat the process of one amidation and 4-((4-pentylphenyl)diazenyl)benzylamine substitution, secondary amidation and 2-methoxyethylamine substitution, tertiary amidation and octylamine substitution, and quaternary amidation and 2-methoxyethylamine substitution three times in turn, and product K was obtained, which contained 3 4-((4-pentylphenyl)diazenyl)benzylamine units, 3 octylamine units, and 6 2-methoxyethylamine units;

[0054] Step twelve: peptide-like cleavage, adding pure water and trifluoroacetic acid (TFA) to the product K to crack the resin to obtain the final crude product, the volume ratio of pure water and trifluoroacetic acid added to the product K is 5:95, the stirring time is 40 min, the temperature is 40℃, the final crude product is filtered and evaporated under nitrogen flow, then the crude product is dissolved in 1mL acetonitrile, and then precipitated with anhydrous ether and centrifuged to obtain the peptide-like product, the storage temperature of the peptide-like product is 0℃, then the peptide-like product is dissolved in a mixture of pure water and tetrahydrofuran, the volume ratio of pure water and tetrahydrofuran in which the peptide-like product is dissolved is 1:1, the concentration of the peptide-like solution is 2μmol / L, the evaporation temperature is 4℃, and the freeze-drying is carried out to obtain the purified peptide-like high-purity sample, which is prepared into a peptide-like solution with pure water / tetrahydrofuran as the solvent;

[0055] Step thirteen: self-assembly, the purified peptide-like high-purity sample is prepared into a peptide-like solution with pure water / tetrahydrofuran as the solvent under constant temperature conditions, and the solution becomes turbid after the slow evaporation of tetrahydrofuran, that is, the peptide-like self-assembles to form a sub-one-dimensional ultrathin nanobelt structure, that is, a light-responsive ultrathin organic nanobelt.

[0056] The embodiment provides a preparation method of a light-responsive ultrathin organic nanobelt, which has the following steps: adopting a solid-phase synthesis technology, taking a peptide-like as a main chain structure, using azobenzene derivatives and octylamine as hydrophobic side groups, using methoxy as a hydrophilic side group, synthesizing an amphiphilic alternating peptide-like molecule; and then through a solution self-assembly method, in a mixed solution of tetrahydrofuran and water, using the good crystallization performance of the hydrophobic azobenzene derivative as a driving force and the methoxy as a hydrophilic group, obtaining a sub-one-dimensional ultrathin organic nanobelt material with light responsiveness, the sequence and chain length of the designed and synthesized amphiphilic alternating poly-peptide-like copolymer are accurately controllable, the obtained sub-one-dimensional organic responsive ultrathin nanomaterial is uniform in size, and by simply introducing the light-responsive azobenzene structure into the peptide-like system, the unique light-responsive characteristics of the ultrathin organic material can be endowed without designing a complex and expensive shape memory material; the preparation process has the characteristics of simplicity, good repeatability and high stability; and the sub-one-dimensional organic responsive ultrathin nanomaterial prepared by the method has a wide application prospect in the fields of biological medicine, molecular detection and catalysis.

[0057] In a further implementable manner of the embodiment, the peptide-like product in step twelve is an alternating amphiphilic peptide-like molecule containing azobenzene and octylamine hydrophobic side groups and methoxy hydrophilic side groups, and the molecular structural formula is as follows:

[0058]

[0059] The peptide-like molecules in the embodiment are amphiphilic alternating peptide-like copolymers with controllable sequences, which are self-assembled into ultrathin one-dimensional nanobelt materials in a mixture of tetrahydrofuran and water by using the good crystallization performance of hydrophobic azobenzene derivatives as driving force, methoxy as hydrophilic groups and hydrogen bond attraction generated in solution,

[0060] In a further implementable manner of the embodiment, the prepared light-responsive ultrathin organic nanobelt is used as a catalyst carrier.

[0061] The light-responsive ultrathin organic nanobelt in the embodiment can be used as a catalyst carrier, and the prepared one-dimensional organic responsive ultrathin nanomaterial by the preparation method in the technical solution has wide application prospects in biological medicine, molecular detection, catalysis and the like.

[0062] Embodiment Two

[0063] On the basis of Embodiment One, the embodiment provides a preparation method of a light-responsive organic ultrathin nanobelt, comprising the following steps:

[0064] (1) Preparation of tert-butyl (4-aminobenzyl) carbamate:

[0065] In a 500 mL single-necked flask, 4-aminobenzylamine 6.1 g, 200 mL tetrahydrofuran solution, 11.5 g di-tert-butyl dicarbonate and 610.9 mg 4-dimethylaminopyridine were added, and the mixture was stirred at room temperature for 16 hours. Finally, the solvent was removed, and the crude product was purified by flash silica gel column chromatography (n-hexane / EtOAc = 3:1) to obtain a light yellow solid of tert-butyl (4-aminobenzyl) carbamate. The nuclear magnetic characterization thereof is shown in the accompanying drawings of the specification Figure 1 , and the specific molecular formula is:

[0066]

[0067] (2) Preparation of 4-((4-pentylphenyl) diazenyl) benzylamine:

[0068] The obtained yellowish solid tert-butyl (4-aminobenzyl)carbamate (6.7 g) was dissolved in 150 mL of dichloromethane (DCM), and the oxone was dissolved in 270 mL of deionized water; then the completely dissolved oxone aqueous solution was slowly added dropwise into the above DCM solution, and stirred at room temperature overnight; after the completion of the reaction, the mixed solution was diluted with DCM and extracted to separate the liquid, and the obtained organic phase was dried with anhydrous magnesium sulfate (MgSO4); after suction filtration, the organic solvent was removed by rotary evaporation, and the obtained green oily liquid was then sequentially added with 4-pentyl aniline (4.9 g), 40 mL of acetic acid and 20 mL of DCM; stirred at room temperature for 3 days; after the completion of the reaction, the solution was neutralized with a NaOH solution in an equimolar ratio with acetic acid, and after the above neutralized solution was cooled to room temperature, it was diluted with DCM; the obtained organic phase was dried and the organic solvent was removed, and the crude product was purified by column chromatography with n-hexane: ethyl acetate = 4:1 (v / v) as the developing agent to obtain tert-butyl (4-((4-pentylphenyl)diazenyl)phenyl)carbamate; the obtained azobenzene monomer (4.4 g) in (1) was redissolved in 10 mL of DCM, and 8.6 mL of TFA solution was added for tert-butyl deprotection reaction, and after stirring at room temperature overnight, the excess TFA in the mixed solution was removed with a 5M NaOH solution, and extracted with ethyl acetate; the obtained organic phase was washed with a saturated NaHCO3 solution and a NaCl solution, dried with anhydrous MgSO4, and the organic solvent was removed, and then purified by column chromatography with dichloromethane:methanol = 9:1 (v / v) as the developing agent, and finally orange solid 4-((4-pentylphenyl)diazenyl)benzylamine was obtained, and its nuclear magnetic resonance characterization is shown in the drawings of the specification Figure 2 , the specific molecular formula is:

[0069]

[0070] (3) Synthesis of peptide-like molecules:

[0071] For details, see the preparation method of azo-based photoresponsive organic ultrathin nanobands in Example 1, and the molecular structure is shown below, and the molecular weight of the prepared peptide-like molecules is characterized by high performance liquid chromatography-tandem mass spectrometry, as shown in the drawings of the specification Figure 3 .

[0072]

[0073] (4) Preparation of photoresponsive ultrathin nanoband assemblies:

[0074] The high-purity sample of the peptoid after step purification is prepared into a peptoid solution using pure water / tetrahydrofuran as a solvent, and then sub-one-dimensional ultra-thin nanobelt structures are obtained by slowly volatilizing tetrahydrofuran under a constant temperature condition of 4°C, and the specific morphology is shown in the drawings Figure 4 As can be seen from the drawings, the obtained assembly presents a sub-one-dimensional nanobelt structure, and the size is uniform; meanwhile, the ultraviolet-visible spectrum shows that the peptoid molecules and the assembly exhibit good light response characteristics, and the UV-Vis spectrum characterization is shown in the drawings Figures 5-6 .

[0075] The 1H-NMR spectrum of the process molecule and the final azobenzene molecule is measured on an AVANCE400 (400MHz) nuclear magnetic resonance instrument, the solvent is deuterated DMSO and CDCl3, and the temperature is 25°C;

[0076] The ultraviolet light source in the ultraviolet-visible spectrum is a Uvata UP114 type lamp with a wavelength of 365nm and an intensity of 10mW / cm2, and the visible light source is a Uvata UP114 type lamp with a wavelength of 450nm and an intensity of 10mW / cm2, and the spectrum is shown in the drawings Figure 7 .

[0077] In the description of the present specification, the description of the terms "one embodiment", "some embodiments", "an example", "a specific example", or "some examples" means that the specific features, structures, materials or characteristics described in combination with the embodiment or example are included in at least one embodiment or example of the present application. Moreover, the specific features, structures, materials or characteristics described can be combined in any one or more embodiments or examples in a suitable manner. In addition, the person skilled in the art can combine and combine the different embodiments or examples described in the present specification and the features of the different embodiments or examples without contradiction.

[0078] In addition, the terms "first", "second" are only for descriptive purposes, and cannot be understood as indicating or implying relative importance or implicitly indicating the number of indicated technical features. Therefore, the features limited by "first", "second" can explicitly or implicitly include at least one feature. In the description of the present application, the meaning of "a plurality of" is two or more, unless otherwise specifically limited.

[0079] The above is only a specific embodiment of the present application, but the protection scope of the present application is not limited thereto, and any person skilled in the art can easily think of changes or replacements within the technical scope disclosed by the present application, which should be covered within the protection scope of the present application. Therefore, the protection scope of the present application should be subject to the protection scope of the claims.

Claims

1. A method for preparing photoresponsive ultrathin organic nanoribbons, characterized in that, The method comprises the following steps: Step one: swelling, placing Rink amide resin in a solid phase extraction column, adding 4-methyl piperidine / DMF mixed solution and shaking at room temperature to swell the resin, removing Fomc group protection to obtain product A; Step two: washing, adding DMF to product A, repeatedly shaking, suction filtration, and then repeatedly washing several times with DMF to obtain product B; Step three: primary amidation, adding bromoacetic acid solution and N, N'-diisopropyl diimine (DIC) / DMF mixed solution to product B, and shaking at room temperature to perform amidation reaction, then adding DMF solution, repeatedly shaking, suction filtration, and repeatedly washing several times to obtain product C; Step four: 4-((4-pentylphenyl) diazenyl) benzylamine substitution, adding 4-((4-pentylphenyl) diazenyl) benzylamine solution to product C, and shaking at room temperature to perform substitution reaction, and after the reaction is completed, washing several times with DMF to obtain product D; Step five: secondary amidation, performing amidation on product D according to the operation of step three to obtain product E; Step six: 2-methoxyethylamine substitution, adding 2-methoxyethylamine solution to product E, and shaking at room temperature to perform substitution reaction, and after the reaction is completed, washing several times with DMF to obtain product F; Step seven: tertiary amidation, performing amidation on product F according to the operation of step three to obtain product G; Step eight: octylamine substitution, adding octylamine solution to product G, and shaking at room temperature to perform substitution reaction, and after the reaction is completed, washing several times with DMF to obtain product H; Step nine: quaternary amidation, performing amidation on product H according to the operation of step three to obtain product I; Step ten: 2-methoxyethylamine substitution, adding 2-methoxyethylamine solution to product I, and shaking at room temperature to perform substitution reaction, and after the reaction is completed, washing several times with DMF to obtain product J; Step eleven: repeating the processes of primary amidation and 4-((4-pentylphenyl) diazenyl) benzylamine substitution, secondary amidation and 2-methoxyethylamine substitution, tertiary amidation and octylamine substitution, and quaternary amidation and 2-methoxyethylamine substitution in sequence three times, and a product K in which three 4-((4-pentylphenyl) diazenyl) benzylamine units, three octylamine units and six 2-methoxyethylamine units are connected is obtained. Step twelve: peptide-like cleavage, adding pure water and trifluoroacetic acid (TFA) to the product K to crack the resin to obtain the final crude product, filtering the final crude product and evaporating under nitrogen flow, then dissolving the crude product in 1 mL of acetonitrile, precipitating with anhydrous ether and centrifuging to obtain the peptide-like product, then dissolving the peptide-like product in a mixture of pure water and tetrahydrofuran and freeze-drying to obtain a purified peptide-like high-purity sample, and preparing a peptide-like solution with pure water / tetrahydrofuran as the solvent; Step thirteen: self-assembly, preparing a peptide-like solution with pure water / tetrahydrofuran as the solvent under constant temperature conditions, slowly volatilizing tetrahydrofuran, and the solution becoming turbid, i.e. the peptide-like self-assembles to form a sub-one-dimensional ultrathin nanobelt structure, i.e. a light-responsive ultrathin organic nanobelt.

2. The method of claim 1, wherein the method is characterized by: The peptide-like product in step twelve is an alternating amphiphilic peptide-like molecule containing azobenzene and octylamine hydrophobic side groups and methoxy type hydrophilic side groups, and its molecular structure is as follows: 。 3. The method for preparing a photoresponsive ultrathin organic nanoribbon according to claim 1, characterized in that, In step one, the amount of Rink amide resin added is 100 mg, the volume of 4-methylpiperidine / DMF mixed solution added is 3 mL, and the shaking time is 40 min, wherein the volume ratio of 4-methylpiperidine to DMF in 4-methylpiperidine / DMF is 1:

4. 4.The method of claim 1, wherein the method further comprises the step of: In step three, the amount of bromoacetic acid solution used is 1.5 mL, the amount of N, N'-diisopropyl imine (DIC) / DMF mixed solution added is 0.4 mL, wherein the concentration of the bromoacetic acid solution is 0.6 mol / L, the volume ratio of N, N'-diisopropyl imine solution to DMF solution in the N, N'-diisopropyl imine (DIC) / DMF mixed solution is 1:1, and the shaking time after adding the bromoacetic acid solution and the N, N'-diisopropyl imine (DIC) / DMF mixed solution is 10 min. ​ 5. The method for preparing a photoresponsive ultrathin organic nanoribbon according to claim 1, characterized in that, In step four, the amount of 4-((4-pentylphenyl)diazene)benzylamine solution used is 1.5 mL, and the concentration is 0.6 mol / L, and the shaking time after adding the 4-((4-pentylphenyl)diazene)benzylamine solution is 10 min.

6. The method of claim 1, wherein the method is characterized by: In step six, the amount of 2-dimethoxyethylamine solution used is 1.5 mL, and the concentration is 0.6 mol / L, and the shaking time after adding the 2-dimethoxyethylamine solution is 10 min.

7. The method of claim 1, wherein the method is characterized by: In step eight, the amount of octylamine solution used is 1.5 mL, and the concentration is 0.6 M; The shaking time after adding the octylamine solution is 10 min.

8. The method of claim 1, wherein the method is characterized by: In step twelve, the volume ratio of pure water and trifluoroacetic acid added to the product K is 5:95, the stirring time is 40 min, the temperature is 40°C, and the storage temperature of the peptide-like product is 0°C.

9. The method for preparing a photoresponsive ultrathin organic nanoribbon according to claim 1, characterized in that, In step twelve, the peptide-like product is dissolved in a mixture of pure water and tetrahydrofuran with a volume ratio of 1:1, the concentration of the peptide-like solution is 2 micromoles per liter, and the evaporation temperature is 4 degrees Celsius. 10.The method of claim 1, wherein the method is characterized by, The prepared light-responsive ultrathin organic nanobelt is used as a catalyst carrier.

Images