Preparation method of nucleotide tackifying polylipoic acid-based underwater adhesive

Abstract

The invention discloses a preparation method of a nucleotide tackifying polylipoic acid-based underwater adhesive, and belongs to the field of underwater adhesives. The preparation method comprises the following steps: dissolving three monomers of adenylic acid, lipoic acid and methacryloyloxyethyl trimethyl ammonium chloride in a mixed solution of dimethyl sulfoxide and water, and carrying out a polymerization reaction under a heating condition of 50 DEG C to finally prepare the nucleotide tackifying polylipoic acid-based underwater adhesive. The adhesion property of the lipoic acid polymer is remarkably improved by introducing the adenylic acid monomer. The adhesive prepared by the preparation method disclosed by the invention shows excellent adhesion capacity to various materials (metal, plastic, glass and wood) in a high-humidity environment and an underwater environment, and the underwater adhesion strength can reach 130.47 kPa. According to the invention, high-strength bonding of an adhesive material in an underwater environment is realized, the application range of the adhesive is widened, and the adhesive is expected to be applied to the fields of tissue adhesives, underwater robots, wearable equipment and the like.

Description

Technical Field

[0001] The invention belongs to a nucleotide thickening polylipoic acid-based underwater adhesive and a preparation method thereof, and relates to the field of underwater adhesives. Background Art

[0002] As an important branch of the adhesive field, underwater adhesives are widely used in biomedicine, marine engineering, wearable devices and other fields. Although various adhesives have been developed and applied, it is still very challenging to achieve a high-strength adhesion interface in an underwater environment. The presence of a hydration layer on the surface of the substrate in an underwater environment hinders the effective adhesion between the adhesive and the substrate. At the same time, the presence of interfacial water will reduce the contact area between the substrate and the adhesive. In addition, water molecules in the environment will diffuse into the adhesive to a certain extent, reducing the cohesive strength of the adhesive. Therefore, the development of a high-strength underwater adhesive is of great significance for practical applications.

[0003] Through the study of marine organisms such as mussels in nature, researchers have found that the catechol groups in the adhesive proteins they secrete can form chemical bonds and various physical interactions on the surface of the substrate to achieve the construction of an adhesive interface. Specifically, the catechol groups can form a variety of adhesion interactions with organic and inorganic surfaces, including reversible non-covalent bonds and irreversible covalent interactions to promote their adhesion to solid materials and biological tissue surfaces. However, the phenolic hydroxyl groups of the catechol groups are easily oxidized, causing the adhesive to lose its long-term adhesion, which to a certain extent limits the practical application of catechol underwater adhesives.

[0004] Nucleotides are important components of DNA and RNA, and have rich structural diversity, including bases, pentoses, and phosphate groups. Nucleotides have been widely used in packaging, enzyme mimicry, and sensing due to their good biocompatibility and water solubility. Nucleotides contain functional groups such as amino groups, negatively charged phosphate groups, and nitrogen heterocycles, which can form physical interactions such as electrostatic interactions and hydrogen bonds between polymer networks and substrates. Therefore, nucleotide molecules have the potential to impart good adhesion to polymer materials.

[0005] The natural biomolecule lipoic acid has dynamic covalent disulfide bonds and carboxyl groups, which enable lipoic acid monomers to construct supramolecular polymer networks in a hierarchical self-assembly manner. Nowadays, adhesive materials designed with lipoic acid molecules as raw materials are widely used in fields such as wound dressings and drug sustained release, but most of the reported lipoic acid-based adhesive materials still cannot be used in underwater environments. However, lipoic acid monomers have great potential to become underwater adhesives because the dynamic covalent disulfide bonds in the main chain of the lipoic acid polymer network can effectively drive away the interfacial water on the surface of the substrate as hydrophobic groups, thereby allowing the polylipoic acid fluid to form a good interfacial contact with the substrate. The carboxyl groups on the side chains can form hydrogen bonds, metal coordination and other effects with the substrate to form good underwater adhesion. Summary of the invention

[0006] Purpose of the invention: In order to solve the problem that adhesive materials cannot achieve effective bonding and have low bonding strength in underwater environments, the purpose of the present invention is to provide a nucleotide thickening polylipoic acid-based underwater adhesive and a preparation method thereof, which provides a new idea for the preparation of underwater adhesives.

[0007] Technical solution: A method for preparing a nucleotide thickened polylipoic acid-based underwater adhesive, the steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid monomers in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide thickening polythioic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 10-50 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 50-70 g / L, and the mass concentration of the thioctic acid monomer is 60-100 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

[0008] Innovation: The innovation of the present invention is that adenylic acid is introduced as an adhesion factor into the lipoic acid polymer network. The nitrogen heterocyclic group and amino group inherent in the adenylic acid monomer can effectively form hydrogen bonds with various substrates to achieve strong adhesion between the adhesive and the substrate surface. On the other hand, the dynamic disulfide bonds on the main chain of the lipoic acid polymer are essentially hydrophobic groups, which provides conditions for underwater adhesion. The carboxyl groups on the side chains can also form hydrogen bonds. Adenylic acid itself can form hydrogen bonds with methacryloyloxyethyltrimethylammonium chloride to form electrostatic effects, which improves the cohesive force of the adhesive and the underwater adhesion strength, solving the problem that the adhesive material cannot achieve effective adhesion and has low adhesion strength in an underwater environment.

[0009] Beneficial effects: (1) The present invention prepares a nucleotide-thickened polylipoic acid-based underwater adhesive. The monomers required for preparation are low-cost, easy to obtain, and the preparation process is safe and simple. While achieving underwater bonding, it also takes into account material cost, biocompatibility, etc.; (2) The nucleotide-enhanced polylipoic acid-based underwater adhesive prepared by the present invention achieves strong underwater adhesion to a variety of substrates, including metal, plastic, glass, wood, etc.; compared with traditional catechol adhesives, it can achieve long-term underwater adhesion; (3) The nucleotide thickening polylipoic acid-based underwater adhesive prepared by the present invention provides a new idea and method for the design and preparation of new underwater adhesives. BRIEF DESCRIPTION OF THE DRAWINGS In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the following briefly introduces the drawings required for use in the embodiments or the description of the prior art; Figure 1 Diagram of the preparation mechanism of polylipoic acid-based underwater adhesive for nucleotide thickening.

Claims

1. A method for preparing a nucleotide thickening polylipoic acid-based underwater adhesive, characterized in that: The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid monomers in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide thickening polythioic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 10-50 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 50-70 g / L, and the mass concentration of the thioctic acid monomer is 60-100 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

2. The method for preparing a nucleotide thickening polylipoic acid-based underwater adhesive as claimed in claim 1, wherein: The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid monomers in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide-enhanced polythioctic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 10 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 50 g / L, and the mass concentration of the thioctic acid monomer is 60 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

3. The preparation method of a nucleotide thickening polylipoic acid-based underwater adhesive as claimed in claim 1, characterized in that, The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide thickening polythioic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 20 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 55 g / L, and the mass concentration of the thioctic acid monomer is 70 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

4. The method for preparing a nucleotide thickening polylipoic acid-based underwater adhesive as claimed in claim 1, characterized in that: The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide-enhanced polythioctic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 30 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 60 g / L, and the mass concentration of the thioctic acid monomer is 80 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

5. The preparation method of a nucleotide thickening polylipoic acid-based underwater adhesive as claimed in claim 1, characterized in that, The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide-enhanced polythioctic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 40 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 65 g / L, and the mass concentration of the thioctic acid monomer is 90 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

6. The method for preparing a nucleotide thickening polylipoic acid-based underwater adhesive as claimed in claim 1, characterized in that: The steps and conditions are as follows: (1) Dissolving adenylic acid, methacryloyloxyethyl trimethyl ammonium chloride and thioctic acid in a mixed solution of deionized water and dimethyl sulfoxide in sequence, stirring at room temperature until completely dissolved, to obtain a precursor solution of a nucleotide thickening polythioic acid-based underwater adhesive; the mass concentration of the adenylic acid monomer in the solution is 50 g / L, the mass concentration of the methacryloyloxyethyl trimethyl ammonium chloride monomer is 70 g / L, and the mass concentration of the thioctic acid monomer is 100 g / L; (2) The precursor solution of the nucleotide thickening polylipoic acid-based underwater adhesive is slowly poured into the reaction mold, and the reaction mold is sealed and placed in an oven at 50° C. for reaction for 5 hours to finally obtain the nucleotide thickening polylipoic acid-based underwater adhesive.

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