Antibacterial composition

Abstract

The present application relates to an antibacterial composition. The present application provides an antibacterial composition that is non-toxic to the human body and exhibits antibacterial properties against a variety of microorganisms or bacteria. The antibacterial composition can also exhibit excellent antibacterial properties against so-called superbacteria.

Description

[Technical field]

[0001] This application claims priority based on Korean Patent Application No. 10-2019-0005276 filed on January 15, 2019, the contents of which are incorporated herein by reference.

[0002] The present application relates to antimicrobial compositions, specifically, antimicrobial compositions that include organic-inorganic composite materials. [Background technology]

[0003] Antibiotics are natural or synthetic compounds that can inhibit or eliminate the growth and survival of microorganisms or bacteria. They have enabled a wide range of surgical procedures and dramatically extended the human life span.

[0004] Antibacterial agents are required to have antibacterial effects as well as to be non-toxic to the human body. For example, arsenic (As)-based OBPA (oxybisphenox arsine), chlorine (Cl)-based triclosan and isothiazolinone are representative organic antibacterial agents or insecticides, but their use is limited because they are harmful to the human body and the environment.

[0005] In addition, inorganic antibacterial agents that use nanoparticles of metals such as Ag are known and show antibacterial effects, but research results have shown that metal nanoparticles can cause damage to DNA.

[0006] Yet another problem associated with antibacterial agents is the emergence of superbacteria, which are bacteria resistant to antibacterial agents and are known to arise as a result of frequent antibacterial use. Representative types of superbacteria include MRSA (Methicillin-Resistant Staphylococcus Aureus) and VRSA (Vancomycin-Resistant Staphylococcus Aureus). Summary of the Invention [Problem to be solved by the invention]

[0007] The present application provides an antibacterial composition. One object of the present application is to provide an antibacterial composition that is low or non-toxic, is not harmful to the human body, and exhibits antibacterial effects against a variety of microorganisms or bacteria, particularly against superbacteria. [Means for solving the problem]

[0008] The present application relates to an antibacterial composition comprising an organic-inorganic complex material. The present application also relates to the use of the organic-inorganic complex material as an antibacterial agent.

[0009] The organic-inorganic composite material may be formed of building blocks and may be a porous three-dimensional structure material. The building blocks are units that form the organic-inorganic composite material, and may refer to units that form a framework structure (topology) by themselves, as described below.

[0010] The building blocks may include a metal component including a metal and an organic ligand, where the metal component may be, for example, a single metal or a metal cluster, and the metal or metal cluster may be included in the metal component in an ionic form (e.g., a cationic form).

[0011] In the organic-inorganic hybrid material or building block, the organic ligand is bonded (e.g., coordinated) to the metal component, and such bonds can form a porous one-, two-, or three-dimensional structure. Examples of such organic-inorganic hybrid materials include materials called MOFs (metal organic frameworks) or MOPs (metal organic polyhedrons) (hereinafter, MOFs, etc.).

[0012] The organic-inorganic composite material may be the MOF, etc. When the organic-inorganic composite material is the MOF, etc., the metal component may be a so-called SBU (Secondary Building Unit).

[0013] In organic-inorganic composite materials or MOFs, the size of the pores can be controlled by the type and bonding form of the metal component and / or organic ligand. In the present application, it has been confirmed that a porous structure formed by combining the pore characteristics formed by the metal component and organic ligand satisfying the conditions described below and the pore arrangement of the pore characteristics and the related framework structure (topology) is not harmful to the human body and exhibits antibacterial properties against various microorganisms and bacteria. In particular, such a porous structure can surprisingly exhibit antibacterial properties against super bacteria such as MRSA. In addition, the antibacterial properties are expressed even when the metal component and organic ligand, which are generally known not to have antibacterial properties, are applied, and thus it can be expected that the unique pore characteristics and pore arrangement formed in the present application will greatly contribute to the antibacterial properties.

[0014] For example, the metal in the metal component may be a metal belonging to Periods 3 to 5 of the periodic table, and the properties of the metal belonging to the periods, such as the coordination number, may contribute to the formation of a porous structure suitable for the present application in combination with an organic ligand, which will be described later.

[0015] The building blocks formed by the metal components and organic ligands may have a framework structure (topology) of fcu, sod, sra, mtn, bnn, tbo, csq, pcu, qom, nbo, cag, gar, crb, gls, mer, rho, fau, lta, poz, moz, zni, dia, lcs, dft, ana, frl, or gme in the RCSR (Reticular Chemistry Structure Resource) database. The pores having the specific characteristics of the present application are contained in a porous structure having such a framework structure, thereby ensuring the desired antibacterial properties.

[0016] In one example, the metal component and the organic ligand may have an L value in the range of 2 to 45 in the following formula 1:

[0017] [Formula 1] L = C × (M m / M L ) x 10

[0018] In Equation 1, M m is the molar mass of the metal contained in the metal component, M L is the molar mass of the components in the building block excluding the metal component (e.g., the organic ligand), and C is the number of coordinating functional groups possessed by the organic ligand.

[0019] The molar mass (M m , M L ) may be the average molar mass. Thus, for example, when one metal is applied as the metal of the metal component, the molar mass of the metal is M in the formula 1. m When two or more metals are applied, the average (arithmetic mean) of the molar masses of the metals is M in formula 1. m In the case of an organic ligand, when one kind of organic ligand is used as the organic ligand, the molar mass of the organic ligand can be M in the above formula 1. L When two or more organic ligands are used, the average (arithmetic mean) of the molar masses of the organic ligands is M L It could be.

[0020] The number of the coordinating functional groups may also be an average number. For example, when one type of organic ligand is applied as the organic ligand, the number of the coordinating functional groups of the organic ligand becomes C in the formula 1, and when two or more types of organic ligands are applied, the average (arithmetic mean) of the numbers of the coordinating functional groups of the organic ligands may become C in the formula 1.

[0021] In the present application, the metal component may be the metal alone, a metal cluster containing the metal, or an ion of the metal or metal cluster. Such a metal component may be bonded to an organic ligand to provide a building block or an organic-inorganic composite material having one of the framework structures (topologies) listed below.

[0022] For example, the metal component may be a metal component containing a metal belonging to the third to fifth periods of the periodic table. The metal may be, for example, a metal ion having 2 to 5 coordination sites. For example, the metal cluster may contain other components in addition to a metal belonging to the third to fifth periods of the periodic table or an ion of the metal, and may have 2 to 5 coordination sites. In this case, the other components may be non-metallic components. Specifically, in forming the structure of the organic-inorganic composite material described below, the metal cluster may further contain an anion-providing element such as oxygen (O), nitrogen (N), sulfur (S), and / or phosphorus (P) so that the metal cluster can have a predetermined charge. For example, the metal cluster may contain zinc ions (Zn 2+ ) with acetate to obtain Zn 4 O(CH 3 COO) 6 As a cluster, it can contain oxygen (O) atoms.

[0023] In one embodiment, the organic-inorganic composite material may include one or more metals or metal ions.

[0024] In one embodiment, the metal cluster forming the organic-inorganic composite material may include one or more types of metals or metal ions.

[0025] Exemplary metal types that can be used as the metal component are described in more detail below.

[0026] The organic ligand is a collective term for compounds (chemical species) such as ions or molecules that coordinate to the metal component, and can provide an organic-inorganic hybrid material having one of the framework structures listed below by bonding with the metal component. That is, the organic ligand refers to a compound having at least one functional group that can coordinate to a metal component (hereinafter, referred to as a coordinating functional group).

[0027] The ligand may be used in the sense of including monodentate ligands and polydentate ligands. For example, the organic ligand may include a linking ligand or a bridging organic linker that links two or more adjacent metal components (metals, metal clusters, and / or ions thereof) and thereby allows the organic-inorganic hybrid material to have a void or pore in a two-dimensional or three-dimensional structure. The organic ligand may also include a non-linking ligand that coordinates to any one metal but does not link adjacent metal components (metals, metal clusters, and / or ions thereof).

[0028] The organic-inorganic hybrid material may contain one or more monodentate ligands and / or one or more polydentate ligands.

[0029] Exemplary chemical classes that can be used as organic ligands are described in detail below.

[0030] The organic-inorganic composite material includes one or more metal components and one or more organic ligands. Adjacent metal components may be linked by a multidentate ligand. The organic-inorganic composite material may have a building block, which is a unit in which a certain metal component is linked by a certain organic ligand. A skeletal structure may be realized by a network in which these building blocks are repeated. The organic-inorganic composite material formed by repeating the network between the building blocks has porosity due to its crystal structure.

[0031] Antibacterial properties can be imparted to the organic-inorganic composite material and compositions containing the same by controlling the size, shape and / or structure of pores by adjusting the type of metal, the type of organic ligand, their structure and / or their physicochemical properties, and by controlling the topology of the building blocks or the organic-inorganic composite material itself.

[0032] The organic-inorganic composite material provided in the present application, which has excellent antibacterial properties and is non-harmful to the human body, can satisfy the above formula 1. Surprisingly, the antibacterial properties of the organic-inorganic composite material of the present application can be expressed even when the organic-inorganic composite material is formed from a non-antibacterial metal and a non-antibacterial ligand.

[0033] In one example, the building block or organic-inorganic composite material may be formed of a metal and an organic ligand such that the L value in the following formula 1 falls within the range of 2 to 45. The building block is a compound unit that is repeated to form a framework structure of the organic-inorganic composite material.

[0034] [Formula 1] L = C × (M m / M L ) x 10

[0035] In the above formula 1, M m is the molar mass of the metal of the metal component of the building block, M Lis the molar mass of the building block excluding the metal component (e.g., the organic ligand), and C is the number of coordinating functional groups of the organic ligand. L in formula 1 can be a dimensionless value.

[0036] M in Equation 1 m can be the average molar mass, as previously described, e.g., the arithmetic mean of the molar mass (g / mol) of each metal when a building block contains more than one metal. When the building block contains only one metal, the M m is the molar mass of the metal.

[0037] M in Equation 1 L As described above, M may be an average molar mass. For example, when one building block contains two or more organic ligands, the arithmetic average of the molar masses (g / mol) of the organic ligands is the M L When the building block contains only one type of organic ligand, the M L may be the molar mass of the organic ligand.

[0038] As described above, C in formula 1 may also be the average number of coordinating functional groups. Therefore, when one building block includes two or more organic ligands, the arithmetic mean of the number of coordinating functional groups in each organic ligand may be the C. When the building block includes only one type of organic ligand, C may be the number of coordinating functional groups in the ligand.

[0039] In other examples, the L value may be 2.1 or more, 2.2 or more, 2.3 or more, 2.4 or more, or 2.5 or more, 3.0 or more, 3.5 or more, 4.0 or more, 4.5 or more, 5.0 or more, 5.5 or more, 6.0 or more, 6.5 or more, 7.0 or more, 7.5 or more, 8.0 or more, 8.5 or more, 9.0 or more, 10.0 or more, 10.5 or more, 11.0 or more, 11.5 or more, 12.0 or more, 12.5 or more, 13.0 or more, 13.5 or more, 14.0 or more, 14.5 or more, or 15.0 or more. The L value can be, for example, 44.0 or less, 43 or less, 42 or less, 41 or less, or 40 or less, 35 or less, 30 or less, 25 or less, or 20 or less, 19 or less, 18 or less, 17 or less, 16 or less, 15 or less, 14 or less, 13 or less, 12 or less, 11 or less, 10 or less, 9 or less, 8 or less, 7 or less, 6 or less, 5 or less, 4 or less, or 3 or less.

[0040] In one example, the L value may be within a range of 2.0 to 20. For example, the L value may be 2.1 or more, 2.2 or more, 2.3 or more, 2.4 or more, or 2.5 or more. Specifically, the L value may be, for example, 3.0 or more, 3.5 or more, 4.0 or more, 4.5 or more, 5.0 or more, 5.5 or more, 6.0 or more, 6.5 or more, 7.0 or more, 7.5 or more, 8.0 or more, 8.5 or more, 9.0 or more, 10.0 or more, 10.5 or more, 11.0 or more, 11.5 or more, 12.0 or more, 12.5 or more, 13.0 or more, 13.5 or more, 14.0 or more, 14.5 or more, or 15.0 or more. The L value can also be, for example, 19.0 or less, 18.5 or less, 18.0 or less, 17.5 or less, 17.0 or less, 16.5 or less, 16.0 or less, 15.5 or less, 15.0 or less, 14.5 or less, 14.0 or less, 13.5 or less, 13.0 or less, 12.5 or less, 12.0 or less, 11.5 or less, 11.0 or less, 10.5 or less, or 10.0 or less.

[0041] The L value may be within the range of about 4-8 or within the range of 10-13, in other examples.

[0042] When the value of L calculated by Equation 1 falls within the above range, it is advantageous to realize pore characteristics that can ensure antibacterial properties. Experimental results show that when the value of L exceeds the above range, the antibacterial properties of the organic-inorganic porous material may deteriorate. This is presumed to be because L becomes too large, reducing the surface area of ​​the organic-inorganic composite material. When the value of L is below the above range, there may be a problem that the structural stability of the organic-inorganic composite material is reduced.

[0043] As long as the L value is satisfied, M m , M L and the C value are not particularly limited.

[0044] In one embodiment, M in formula 1 m and M. L Ratio (M m / M L ) can be in the range of 0.1 to 2.5. Experimental confirmation has shown that when the above formula is satisfied, it is advantageous to satisfy the L value, and as a result, excellent antibacterial properties and harmlessness to the human body can be ensured. m / M L In other examples, the ratio may be 0.2 or more, 0.3 or more, 0.4 or more, 0.5 or more, 0.6 or more, 0.7 or more, or 0.75 or more, or may be 2.4 or less, 2.3 or less, 2.2 or less, 2.1 or less, 2.0 or less, 1.9 or less, 1.8 or less, 1.7 or less, 1.6 or less, 1.5 or less, 1.4 or less, 1.3 or less, 1.2 or less, 1.1 or less, 1.0 or less, 0.9 or less, or about 0.85 or less.

[0045] Said M m can be in the range of 15 to 130 g / mol. m may be, for example, 20 g / mol or more, 25 g / mol or more, 30 g / mol or more, 35 g / mol or more, 40 g / mol or more, 45 g / mol or more, 50 g / mol or more, 55 g / mol or more, 60 g / mol or more, 65 g / mol or more, 70 g / mol or more, 75 g / mol or more, 80 g / mol or more, 85 g / mol or more, 90 g / mol or more, or 95 g / mol or more.m may be, for example, 125 g / mol or less, 120 g / mol or less, 115 g / mol or less, 110 g / mol or less, 105 g / mol or less, 100 g / mol or less, or 95 g / mol or less.

[0046] Said M L The M may be in the range of 15 to 650 g / mol. L is, for example, 20 g / mol or more, 25 g / mol or more, 30 g / mol or more, 35 g / mol or more, 40 g / mol or more, 45 g / mol or more, 50 g / mol or more, 55 g / mol or more, 60 g / mol or more, 65 g / mol or more, 70 g / mol or more, 75 g / mol or more, 80 g / mol or more, 85 g / mol or more, 90 g / mol or more, 95 g / mol or more, 100 g / mol or more, 105 g / mol or more, 110 g / mol or more, 115 g / mol or more, The M may be 120 g / mol or more, 125 g / mol or more, 130 g / mol or more, 135 g / mol or more, 140 g / mol or more, 145 g / mol or more, 150 g / mol or more, 165 g / mol or more, 170 g / mol or more, 175 g / mol or more, 185 g / mol or more, 190 g / mol or more, 195 g / mol or more, 200 g / mol or more, 205 g / mol or more, 210 g / mol or more, or 215 g / mol or more. L may be, for example, 600 g / mol or less, 550 g / mol or less, 500 g / mol or less, 450 g / mol or less, 400 g / mol or less, 350 g / mol or less, 300 g / mol or less, 250 g / mol or less, 245 g / mol or less, 240 g / mol or less, 235 g / mol or less, 230 g / mol or less, 225 g / mol or less, 220 g / mol or less, 215 g / mol or less, or 210 g / mol or less.

[0047] In one example, C may be 1 or more. For example, C may be a number within the range of 2 to 6, 2 to 5, or 2 to 4.

[0048] It is believed that when the organic-inorganic composite material satisfies the formula 1 and the pore characteristics (size, shape and / or structure) contained in the building block are linked with the skeletal structure (topology) described below, a porous structure suitable for antibacterial properties is formed. As is clear from the experimental examples below, when the organic-inorganic composite material satisfies the formula 1 and has the skeletal structure (topology) described in this application, the organic-inorganic composite material and / or a composition containing the same can exhibit antibacterial properties against super bacteria such as Escherichia coli and Staphylococcus aureus as well as MRSA (methicillin-resistant staphylococcus aureus). In addition, even when the organic-inorganic composite material is formed from a non-antibacterial metal and a non-antibacterial organic ligand, the overall porous structure can exhibit antibacterial properties.

[0049] The building block including the metal component and the organic ligand or the organic-inorganic composite material formed therefrom may have a specific framework structure (topology). For example, the organic-inorganic composite material may have a structure (topology) of fcu, sod, sra, mtn, bnn, tbo, csq, pcu, qom, nbo, cag, gar, crb, gls, mer, rho, fau, lta, poz, moz, zni, dia, lcs, dft, ana, frl, or gme in the RCSR (Reticular Chemistry Structure Resource) database. Methods for identifying the structure of the organic-inorganic composite material, such as MOF, are well known, and may be identified, for example, through single-crystal X-ray diffraction analysis. Identification criteria are based on the provisions of the RCSR (Reticular Chemistry Structure Resource) database. Even when MOFs are composed of the same metal component (SBL) and organic ligand, it is known that the skeletal structure (topology) changes depending on the ratio between them and the synthesis method. In the field of MOF manufacturing, synthesis methods or raw material ratios that form the desired skeletal structure (topology) depending on the raw materials used are known, but it is not known that antibacterial properties are expressed by the combination of the above-mentioned skeletal structure (topology) and pore characteristics. In other words, if an organic-inorganic composite material or building block that satisfies formula 1 has the above-listed skeletal structure, it may be advantageous to ensure antibacterial properties.

[0050] Although not limited thereto, in one example, the building block including the metal component and the organic ligand and / or the organic-inorganic composite material formed therefrom may have one of the framework structures (topology) of SOD, FCU, TBO, MTN, BNN, or SRA.

[0051] The metal contained in the organic-inorganic complex material may be a metal belonging to the third to fifth periods of the periodic table. For example, the organic-inorganic complex material may contain one or more metals or ions thereof selected from Na, Mg, Al, K, Ca, Sc, Ti, Vm Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Rb, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, and Sn. In one example, the organic-inorganic complex material may contain a non-antibacterial metal among the metals belonging to the third to fifth periods. In the present application, the term "non-antibacterial metal" may refer to a metal known to have no growth inhibitory effect on bacteria such as Escherichia coli, Staphylococcus aureus, or MRSA (methicillin-resistant staphylococcus aureus). In other words, the term "non-antibacterial metal" may be used to mean a metal, such as Ag, that is known to reduce bacteria in a culture experiment on a specific bacterium alone, i.e., a metal with antibacterial properties that is known to have a high bacteriostasis rate. In one example, the organic-inorganic composite material may not include Ag as a metal component.

[0052] In one example, the non-antibacterial nature of a metal component or metal may mean that a surface with an antibacterial activity value of less than 2.0 is formed when a specific bacterium is used in an antibacterial test according to JIS Z2801 or a similar test. According to JIS Z2801, an antibacterial activity value of 2.0 or more can be considered to have antibacterial properties, so the metal component used in forming the organic-inorganic composite material or building block in this application may be interpreted as being non-antibacterial. When the test is performed, the metal component or metal (excluding the organic ligand among the components constituting the organic-inorganic composite material or building block) may be used to form a surface for the antibacterial test. The test may be performed on a single layer consisting of only the metal component, or may be performed in a state in which the metal component forms a layer or film with other polymer components, film components, etc. The specific bacterium used in the test may be gram-negative bacteria, gram-positive bacteria, or super bacteria. Specifically, the bacteria used in the antibacterial test according to JIS Z2801 include Escherichia coli, Staphylococcus aureus, and MRSA (methicillin-resistant staphylococcus aureus), but are not limited to these.

[0053] In one example, the composition can include one or more non-antibacterial metals or ions thereof selected from Zr, Zn, Fe, Cu, Al, Mg, Ni, and Cr. These metals are non-antibacterial in themselves, but can be combined with organic ligands to form antibacterial organic-inorganic composite materials satisfying Formula 1.

[0054] The metal may have various oxidation numbers during the process of forming the organic-inorganic composite material. For example, the metal may have an oxidation number in the range of +1 to +5 or +2 to +5. The same metal may have different oxidation numbers depending on the components participating in the formation of the metal cluster or the three-dimensional shape of the organic-inorganic composite material formed by bonding with an organic ligand. For example, the organic-inorganic composite material may have a metal ion such as Zr 4+ , Zn 2+ , Fe 3+ , Fe 2+ , Cu 2+ , Cu + , Al 3+ , Mg 2 +, Ni 2+ , Ni + and Cr 3+ may include one or more selected from the following:

[0055] Even when the same metal is used to form an organic-inorganic composite, the building block or the framework structure (topology) of the organic-inorganic composite may differ depending on the length and shape of the organic ligand, whether or not the related formula 1 is satisfied, and / or the synthesis method, etc., and therefore the antibacterial properties and toxicity to the human body may vary.

[0056] In one example, the organic ligand may be non-antibacterial, for example, a compound (chemical species) or a compound (salt) derived therefrom that is known to have no growth inhibitory effect on bacteria such as Escherichia coli, Staphylococcus aureus, or MRSA (methicillin-resistant staphylococcus aureus) may be used as the organic ligand.

[0057] In one example, the non-antibacterial nature of an organic ligand may mean that a surface with an antibacterial activity value of less than 2.0 is formed when an antibacterial test according to JIS Z2801 or a similar test is performed using a specific bacterium. According to JIS Z2801, an antibacterial activity value of 2.0 or more can be considered to have antibacterial properties, so the organic ligand used in forming the organic-inorganic composite material or building block in this application may be interpreted as being non-antibacterial. When performing the test, an organic ligand (excluding metal components among the components constituting the organic-inorganic composite material or building block) may be used to form a surface for the antibacterial test. The test may be performed on a single layer consisting of only the organic ligand, or may be performed in a state in which the organic ligand forms a layer or film with other polymer components, film components, etc. The type of bacterium used in the test is the same as that described above.

[0058] The organic ligand has a hydrocarbon substructure and can include, for example, one or more of oxygen (O), nitrogen (N), sulfur (S), and phosphorus (P) to allow coordination to the metal component. 2 H, -SO 3 H, -Si(OH) 3 , -PO 3 H, -CN, -NH 2 , -NHR, -NR (wherein R can be any hydrocarbon), -NO 2 , halogen (-X), CO 2 -, C.S. 2 -, NO 2- , and / or S.O. 3-The organic ligand may include a coordinating functional group such as the above. The organic ligand may be a hydrocarbon substructure having the above functional group bonded thereto, and may include an aromatic compound such as an alkyl group or a cycloalkyl group having 1 to 40 carbon atoms, an alkylene group having 1 to 40 carbon atoms, or a condensed or uncondensed aryl group. Examples of the hydrocarbon group represented by R include linear, branched, or cyclic alkyl or alkoxy groups having 1 to 20, 1 to 16, 1 to 12, 1 to 8, or 1 to 4 carbon atoms, and linear, branched, or cyclic alkenyl or alkynyl groups having 2 to 20, 2 to 16, 2 to 12, 2 to 8, or 2 to 4 carbon atoms, but are not limited thereto.

[0059] In one example, the organic-inorganic hybrid material may include one or more of the compounds represented by the following Formula 1a and Formula 1b or compounds derived therefrom as an organic ligand.

[0060] [Chemical formula 1a] [ka]

[0061] In the above-mentioned formula 1a, R 1 , R 2 , R 3 and R 4 may each independently be a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, an amino group, or a coordinating functional group.

[0062] In relation to Chemical Formula 1a, the alkyl group may be a substituted or unsubstituted alkyl group. The number of carbon atoms of the alkyl group is not particularly limited. For example, the alkyl group may be an alkyl group having a carbon number in the range of 1 to 40, 1 to 36, 1 to 32, 1 to 28, 1 to 24, 1 to 20, 1 to 16, 1 to 12, 1 to 8, or 1 to 4. The alkyl group may be linear, branched, or cyclic. The alkyl group may be substituted with N, O, and / or S. The ring may include an aromatic ring or a non-aromatic ring.

[0063] In one embodiment, the coordinating functional group that may be included in the above-mentioned chemical formula 1a is -CO 2 H, -SO 3 H, -Si(OH) 3 , -PO 3 H, -NH 2 , -NHR, -NR (wherein R can be any hydrocarbon), -NO 2 , halogen (-X), CO 2 -, C.S. 2 -, NO 2 - and SO 3 Examples of the hydrocarbon represented by R include linear, branched or cyclic alkyl or alkoxy groups having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms or 1 to 4 carbon atoms, and linear, branched or cyclic alkenyl or alkynyl groups having 2 to 20 carbon atoms, 2 to 16 carbon atoms, 2 to 12 carbon atoms, 2 to 8 carbon atoms or 2 to 4 carbon atoms, but are not limited thereto.

[0064] In another example, the coordinating functional group that may be included in the formula 1a is, but is not limited to, a carboxyl group (-COOH), a carboxylate anion group (-COO-), an amine group (-NH 2 ), nitro group (-NO 2 ), halogens (-X) and sulfonic acid groups (-SO 3 H) may be one or more of the following:

[0065] In one embodiment, R in Formula 1a1 ~R 4 At least one of the groups may be a coordinating functional group.

[0066] In one embodiment, R in Formula 1a 1 ~R 4 At least two of the R 1 and R 2 may all be coordinating functional groups. 1 and R 3 may be the same or different coordinating functional groups, R 2 and R 4 may be independently hydrogen, an alkyl group, a hydroxyl group, or an amino group. The specific type of compound is not particularly limited, but a compound capable of providing an organic ligand such as that of Chemical Formula 1a may be, for example, fumaric acid.

[0067] [Formula 1b] [ka]

[0068] In one embodiment, the ligand of formula 1b is coordinated to a metal (M=Ti, V, Cr, Mn, Fe, Co, Ni, Pd, Pt, Cu, Ag, Au, etc.) to form [M(CN) 6 ] 3- , [M(CN) 4 ] 2- , or [M(CN) 2 ] - The type of the organic-inorganic porous composite material containing the ligand of Formula 1b is not particularly limited, and may be, for example, Prussian blue.

[0069] In the above formula 1a, R 3 and R 4 may or may not be linked together to form a cyclic compound.

[0070] In one embodiment, R in Formula 1a3 and R 4 can be linked together to form a cyclic compound as shown in Chemical Formula 2 below.

[0071] In such a case, R 1 and R 2 may be a coordinating functional group or may not be a coordinating functional group. Specifically, in the case where a cyclic compound as shown in Chemical Formula 2 is formed, R 1 and R 2 If all of them are not coordinating functional groups, R 5 , R 6 , R 7 , and R 8 may be a coordinating functional group. Or, in the case of a cyclic compound such as formula 2, R 1 and R 2 If one or more of the groups is a coordinating functional group, R 5 , R 6 , R 7 , and R 8 may not be coordinating functional groups, one or more of which may be coordinating functional groups.

[0072] [Chemical formula 2] [ka]

[0073] In the formula 2, L is a nitrogen atom or a divalent residue represented by the following formula 3: 1 is a nitrogen atom or a carbon atom, and R 1 , R 2 , R 5 , R 7 and R 8 are each independently a hydrogen atom, an alkyl group, an alkoxy group, a hydroxyl group, an amino group, or a coordinating functional group; L 1 is a nitrogen atom, R 8 may not be present.

[0074] [Chemical formula 3] [ka]

[0075] In formula 3, R 5 and R 6 may each independently be a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, an amino group, or a coordinating functional group.

[0076] In one embodiment, in relation to Formula 2, L and L 1 When all of the atoms are nitrogen atoms, the compound of Formula 1 may be an imidazole-based ligand. Examples of such imidazole-based compounds include, but are not limited to, 2-methyl imidazole or 2-ethyl imidazole.

[0077] In one embodiment, in relation to Formula 2, L is a divalent residue of Formula 3, and L 1 When is a nitrogen atom, the compound of formula 1 can be a pyridine-based ligand.

[0078] In one embodiment, in relation to Formula 2, L is a divalent residue of Formula 3, and L 1 When is a carbon atom, the compound of formula 1 may be an aromatic ligand. For example, but not limited to, terephthalic acid, 2,5-dihydroxyterephthalic acid, 1,2,3-benzenetricarboxylic acid, or 1,3,5-benzenetricarboxylic acid may be used.

[0079] In one example, in relation to the above chemical formulas 1 to 3, the alkoxy group is a functional group that can be represented by -OR, and the R can be a straight-chain, branched-chain, or cyclic hydrocarbon having 1 to 40 or less carbon atoms, specifically 1 to 20, 1 to 16, 1 to 12, 1 to 8, or 1 to 4 carbon atoms. For example, the R can be an alkyl group such as methyl or ethyl, or a hydrocarbon containing an aromatic ring such as an aryl group. The alkoxy group may be optionally substituted with one or more substituents. Examples of the aryl group contained in the alkoxy group include a phenyl group, a benzyl group, a biphenyl group, and a naphthalene group.

[0080] Although the organic ligand is non-antibacterial, when it is combined with the non-antibacterial metal described above to form an organic-inorganic complex satisfying Formula 1, it can impart antibacterial properties to the organic-inorganic complex and a composition containing the same.

[0081] In the organic-inorganic composite material or building block, the organic ligand may be contained in a ratio within the range of about 0.00001 mol to 5 mol per 1 mol of the metal or metal component. In other examples, the ratio may be 0.0001 mol or more, 0.001 mol or more, 0.01 mol or more, 0.1 mol or more, 0.2 mol or more, 0.3 mol or more, 0.4 mol or more, or 0.5 mol or more, or 4.9 mol or less, 4.8 mol or less, 4.7 mol or less, 4.6 mol or less, 4.5 mol or less, 4.4 mol or less, 4.3 mol or less, 4.2 mol or less, 4.1 mol or less, 4.0 mol or less, 3.9 mol or less, 3.8 mol or less, 3.7 mol or less, 3.6 mol or less, or 3.5 mol or less.

[0082] The method for producing an organic-inorganic composite material containing a metal component and an organic ligand is not particularly limited, and may be, for example, a method known to produce MOFs, etc. Such a method may include, for example, a process of mixing a compound capable of providing a metal salt and an organic ligand according to the purpose in an appropriate solvent, rubbing or heating, filtering and drying. In the field of MOFs, etc., various methods are known that can obtain a desired organic-inorganic composite material with a desired structure, metal component (SBU), and organic ligand.

[0083] In one example, the organic-inorganic composite material may be formed from building blocks including non-antibacterial metals and non-antibacterial organic ligands, and may be a material having antibacterial properties against all of gram-negative bacteria, gram-positive bacteria, and super bacteria. The antibacterial properties are measured by a method described in the following experimental examples, and may mean a bacteriostasis rate of 95% or more, preferably 96% or more, 97% or more, 98% or more, or 99% or more against the gram-negative bacteria, gram-positive bacteria, and super bacteria, respectively, and more preferably about 100%.

[0084] In one example, the antibacterial property of the organic-inorganic composite material may mean that a surface having an antibacterial activity value of 2.0 or more is formed when an antibacterial test according to JIS Z2801 or a similar test is performed using a specific bacterium. According to JIS Z2801, the activity value corresponds to a reduction in the number of living bacteria to 1 / 100 or less when the organic-inorganic composite material is used. Even when a non-antibacterial metal component and a non-antibacterial organic ligand are included, the organic-inorganic composite material formed from a building block satisfying formula 1 can have antibacterial properties. The test may be performed on a single layer consisting of only the organic-inorganic composite material, or may be performed in a state in which a layer or film containing other components is formed. The type of bacterium used in the test is the same as that described above.

[0085] The composition may be non-toxic to the human body as confirmed by the following experimental examples. For example, the composition may have a median lethal concentration (LC50) measured by acute inhalation toxicity (ACUTE INHALATION TOXICITY, Test No. 436, dust atmosphere) exceeding 1.0 mg / L. In another example, the composition may have a median lethal concentration (LC50) measured by acute inhalation toxicity (ACUTE INHALATION TOXICITY, Test No. 436, dust atmosphere) of 5.0 mg / L or more. In this specification, non-toxic to the human body means that the composition belongs to category 4 or 5 in the toxicity classification criteria according to the Globally harmonized system of classification & labeling chemicals (GHS).

[0086] In one example, the organic-inorganic composite material may be in particle or powder form.

[0087] In one embodiment, the antibacterial composition may include a polymer component and the organic-inorganic composite material. When the antibacterial composition includes a polymer component, it may be advantageous to prepare the composition in the form of a pellet, nonwoven fabric, or film.

[0088] The type of polymer that can be contained in the antibacterial composition is not particularly limited. For example, polyolefin (PO), polystyrene (PS), polyacrylonitrile (PAN), acrylonitrile butadiene styrene (ABS), polylactic acid (PAL), polyvinyl acetate (PVAc), polyvinylpyrrolidone (PVP), polyvinyl alcohol (PVA), etc. can be used.

[0089] When a polymer is included, the antibacterial composition may include the organic-inorganic complex material in an amount of, for example, 0.001 parts by weight or more relative to 100 parts by weight of the total composition. Specifically, the composition may include the organic-inorganic complex material in an amount of 0.1 parts by weight or more, 1 part by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 25 parts by weight or more, 30 parts by weight or more, 35 parts by weight or more, 40 parts by weight or more, 45 parts by weight or more, or 50 parts by weight or more. The upper limit of the amount of the organic-inorganic complex material is not particularly limited, but, for example, the organic-inorganic complex material may be used in an amount of about 100 parts by weight or less in the composition. Specifically, the composition may include the organic-inorganic composite material in an amount of 99 parts by weight or less, 98 parts by weight or less, 97 parts by weight or less, 96 parts by weight or less, or 95 parts by weight or less, more specifically, 90 parts by weight or less, 85 parts by weight or less, 80 parts by weight or less, 75 parts by weight or less, 70 parts by weight or less, 65 parts by weight or less, 60 parts by weight or less, 55 parts by weight or less, 50 parts by weight or less, 45 parts by weight or less, 40 parts by weight or less, 35 parts by weight or less, 30 parts by weight or less, 25 parts by weight or less, or 20 parts by weight or less.

[0090] In one embodiment, the composition may further include a functional substance. The functional substance may be, for example, a drug delivery agent, a fragrance, a deodorant, or an antibacterial substance. That is, the composition may further include one or more of a drug delivery agent, a fragrance, a deodorant, and an antibacterial substance.

[0091] The form in which the composition contains the drug delivery substance, the fragrance, the deodorant, and / or the antibacterial substance is not particularly limited. For example, the drug delivery substance, the fragrance, the deodorant, or the antibacterial substance may be present in the composition in a state of being mixed with the organic-inorganic complex substance. In some cases, the substance may be supported in the organic-inorganic complex substance, and the composition may be configured in a form in which the organic-inorganic complex substance is contained in the functional formulation.

[0092] The type of drug delivery agent that can be included in the composition is not particularly limited.For example, drug delivery agents including oral administration carriers such as lactose, starch, cellulose derivatives, magnesium stearate, stearic acid, etc.; or parenteral administration carriers such as water, suitable oil, saline, aqueous glucose and glycol, etc. can be used.

[0093] The type of fragrance that can be included in the composition is not particularly limited. For example, the fragrance includes both natural fragrances and artificial fragrances, and a substance that can provide a scent such as lavender, ginger, bergamot, spearmint, or lime may be used.

[0094] The type of deodorant that can be contained in the composition is not particularly limited. For example, a chemical deodorant such as glutamic acid or a flavonoid-based deodorant extracted from a plant can be used.

[0095] The type of antibacterial substance that can be contained in the composition is not particularly limited. For example, propolis, xylitol, mastic, α-pinene, natural mineral components (ESN substances), etc. can be used as the antibacterial substance.

[0096] When the composition includes a functional material, the antibacterial composition may include the organic-inorganic composite material in an amount of, for example, 0.001 parts by weight or more based on 100 parts by weight of the total composition, and other components may include a functional material and / or a polymer component. The content of the functional material and the organic-inorganic composite material according to one embodiment of the present application is in accordance with the content ratio in the composition when the polymer is included as described above.

[0097] In one example, the composition can be used as a paint, for example, as a material to be coated on the surface of a material or article having the uses described below.

[0098] The use of the composition is not particularly limited as long as antibacterial properties, such as inhibition of bacterial growth, are required. For example, the composition can be used for syringe materials, injection solution storage containers and tube materials, Ringer's solution pack materials, Ringer's solution storage containers and tube materials, gauze, bandages, sterile gloves, antibacterial fibers, inner leather materials for clothes and shoes, plastic materials for automobile interiors, interior / exterior paints, kitchen containers and kitchenware materials, home appliance materials, plastic materials for toilets and bathrooms, food packaging materials, medical devices, etc.

[0099] In addition, considering that other substances can be contained within the pores of the organic-inorganic composite material, the material and compositions containing the same can be used as a gas transport carrier, a drug delivery receptor, a harmful gas collector, or a genetic material. Effect of the Invention

[0100] The present application provides an antibacterial composition that is non-toxic to the human body and exhibits antibacterial properties against a variety of microorganisms or bacteria, and that can exhibit excellent antibacterial properties even against so-called super bacteria. [Brief description of the drawings]

[0101] [Figure 1] FIG. 1 is a schematic diagram for explaining the antibacterial evaluation method (KCL-FIR 1003) of Test Example 2. [Diagram 2] 1 shows the results of anti-Escherichia coli evaluation for Example 1. [Diagram 3] 1 shows the results of anti-Staphylococcus aureus evaluation for Example 1. [Figure 4] 1 shows the anti-superbacteria evaluation results for Example 1. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0102] The present application will be described in detail with reference to the following examples, but the scope of the present application is not limited to the following examples.

[0103] Preparation Example 1: Preparation of organic-inorganic composite material (A) Put 18 mL of DMF (N,N-dimethylformamide) into a 20 mL vial and add 0.210 g of Zn(NO 3 ) 2 4H 2 O(8.03×10 -4 mol) and 0.060 g of 2-methylimidazole (H-MeIM) (7.31 × 10 -4 mol) was dissolved in the vial. The vial cap was closed, and the mixture was heated at a temperature of about 140° C. for about 24 hours. The mother liquor was removed from the reaction solution, and 20 mL of chloroform was added. The colorless polygonal crystals formed in the upper layer of the vial were collected and washed with DMF (10 mL×3), and then dried in the air for about 10 minutes to obtain an organic-inorganic composite material (A). The organic-inorganic composite material (A) contains zinc ions (Zn 2+ It is a porous material with a structure in which metal components having the metal cations 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 6

[0104] Preparation Example 2: Preparation of organic-inorganic composite material (B) 0.053g ZrCl 4 (0.227 mmol) and 0.034 g of 1,4-Benzenedicarboxylic acid (H 2 BDC (0.227 mmol) was dissolved in 24.9 g of DMF (N,N-dimethylformamide) (340 mmol) at room temperature. The mixed solution was sealed and reacted in an oven preheated to about 120° C. for about 24 hours. After the reaction was completed, the reaction solution was naturally cooled, filtered, washed with DMF (N,N-dimethylformamide), and naturally dried at room temperature to obtain an organic-inorganic composite material (B). The organic-inorganic composite material (B) was a mixture of zirconium ions (Zr 4+ ) is a metal component having 1,4-benzenedicarboxylic acid (H 2 It is a porous material with a structure connected by BDC, organic ligand, and the number of coordinating functional groups: 2), and it was confirmed through single-crystal X-ray diffraction analysis that it has the fcu topology of the RCSR (Reticular Chemistry Structure Resource) database.

[0105] Production example 3: Production of organic-inorganic composite material (C) 2.17 g of 2-amino terephthalic acid and 3.8 g of ZrCl 4 was dissolved in 36 mL of DMF (N,N-dimethylformamide). The mixed solution was stirred for about 30 minutes, then placed in a Teflon container, covered with a Teflon stopper, and reacted in a pressure vessel at a temperature of about 120°C for about 24 hours. After the reaction, the solid reactant was washed using DMF (N,N-dimethylformamide) and methanol in that order, and dried at room temperature and then in an oven at about 150°C for about 4 hours to obtain an organic-inorganic composite material (C). The organic-inorganic composite material (C) was prepared by adding zirconium ions (Zr 4+It is a porous material with a structure in which metal components having the structure 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 112, 123, 131, 142, 143, 154, 155, 166, 170, 187, 191, 192, 193, 194, 195, 196, 197, 198, 199, 199

[0106] Production Example 4: Production of organic-inorganic composite material (D) 1.8 mmol of copper(II) nitrate trihydrate and 1.0 mmol of Benzene-1,3,5-tricarboxylic acid (TMA-H3) were placed in a Teflon container containing 12 mL of a mixed solvent of water and ethanol (50:50), and the lid was closed. The Teflon container was placed in a pressure vessel and heated at a temperature of about 180° C. for about 12 hours. After the hydrothermal synthesis reaction, the target product was filtered, washed and dried to obtain the target product (organic-inorganic composite material (D)). The organic-inorganic composite material (D) contains copper ions (Cu 2+ It is a porous material having a structure in which a metal component having the structure (TMA-H3) is linked by Benzene-1,3,5-tricarboxylic acid (TMA-H3, organic ligand, number of coordinating functional groups: 3), and it was confirmed through single-crystal X-ray diffraction analysis that it has the tbo topology of the RCSR (Reticular Chemistry Structure Resource) database.

[0107] Production Example 5: Production of organic-inorganic composite material (E) 0.015 g FeCl 3(3 mmol) and 0.019 g of trimesic acid (H3BTC) were added to 30 mL of DMF (N,N-dimethylformamide) and mixed. The mixed solution was transferred to a Teflon (registered trademark) container, placed in an autoclave, and reacted at about 110°C for about 23 hours. The solvent was removed from the reactant using a centrifuge, and the reactant was washed several times with DMF (N,N-dimethylformamide) and methanol, and dried overnight at 60°C to obtain the target product (organic-inorganic composite material (E)). The organic-inorganic composite material (E) contains iron ions (Fe 3+ It is a porous material with a structure in which metal components having the metal cations 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 112, 123, 131, 142, 143, 154, 165, 170, 186, 197, 198, 199, 102, 103, 104, 105, 106, 107, 108,

[0108] Production Example 6: Production of organic-inorganic composite material (F) 0.1mmol H4dhtp (2,5-Dihydroxyterephthalic acid), 0.2mmol Mg(NO 3 ) 2 6H 2 Dissolve 10 mg of polyvinylpyrrolidone in a mixture of 6 mL of DMF (N,N-dimethylformamide) and 0.5 mL of H 2 The mixed solution was transferred to a Teflon container, which was then placed in a pressure vessel and subjected to a hydrothermal reaction at about 120°C for about 8 hours. The reaction solution was filtered, washed with DMF (N,N-dimethylformamide) and ethanol, and then dried to obtain the target product (organic-inorganic composite material (F)). The organic-inorganic composite material (F) contains magnesium ions (Mg 2+It is a porous material with a structure in which metal components having the structure H4dhtp (2,5-Dihydroxyterephthalic acid, organic ligand, number of coordinating functional groups: 2) are linked, and it was confirmed through single-crystal X-ray diffraction analysis that it has the bnn topology of the RCSR (Reticular Chemistry Structure Resource) database.

[0109] Production Example 7: Production of organic-inorganic composite material (G) 70mL of H 2 15.06g Al in O 2 (SO 4 ) 3 18H 2 Add 70 mL of H2O to prepare solution A. 2 Solution B was prepared by adding 5.2 g of fumaric acid and 5.3 g of NaOH to HO. Then, solution B was slowly added to solution A to prepare a mixed solution, which was then stirred for about 30 minutes while maintaining the mixed solution at about 60°C. 2 After repeating the filtration and washing process using O and ethanol, the mixture was dried at about 100°C for about 12 hours to obtain the target product (organic-inorganic composite material (G)). The organic-inorganic composite material (G) contains aluminum ions (Al 3+ It is a porous material with a structure in which metal components having the metal cations 1 and 2 are linked by fumaric acid (organic ligand, number of coordinating functional groups: 2), and it was confirmed through single-crystal X-ray diffraction analysis that it has the sra topology of the RCSR (Reticular Chemistry Structure Resource) database.

[0110] The topologies of the organic-inorganic composite materials of Preparation Examples 1 to 7 and C and M of Formula 1 m , M L and L are summarized in Table 1 below. mis the molar mass (g / mol) of the metal ion contained in the metal component of the organic-inorganic composite material of Production Examples 1 to 7, and M L is the molar mass (g / mol) of the organic ligand, and C is the number of coordinating functional groups per mole of the organic ligand.

[0111] [Table 1]

[0112] Example 1 An antibacterial composition was prepared by mixing the organic-inorganic composite material (A) of Preparation Example 1 and polyacrylonitrile (PAN). The content of the organic-inorganic composite material was about 25% by weight based on the weight of the polymer (PAN). The antibacterial composition was irradiated by an electric irradiation method to prepare a test piece in the form of a nonwoven fabric having a weight of about 10-12 gsm and a thickness of about 30-40 μm. The antibacterial evaluation of Test Example 2 was carried out using the nonwoven fabric.

[0113] Examples 2 to 7 Test specimens were prepared in the same manner as in Example 1, except that the organic-inorganic composite materials of Preparation Examples 2 to 7 were used instead of the organic-inorganic composite material (A) of Preparation Example 1, and antibacterial evaluation of Test Example 2 was carried out using the test specimens.

[0114] Test example 1: Human toxicity test The toxicity of organic / inorganic complex substances to the human body was evaluated by measuring acute inhalation toxicity (Test No. 436, dust atmosphere) in accordance with the OECD guidelines for the evaluation of the toxicity of chemical substances. Specifically, the median lethal concentration (LC50) was evaluated for six rodents while varying the concentration of the organic / inorganic complex substance powders of Preparation Examples 1 to 7. The toxicity classification criteria were based on the following GHS (Globally harmonized system of classification & labeling chemicals) criteria. Substances that fall into Category 4 or 5 can be considered harmless to the human body. The results are shown in Table 2 below. The unit of LC50 in Table 2 below is mg / L.

[0115] Category 1 (LC50≦0.05mg / L): DANGER, fatal if inhaled. Category 2 (0.05 mg / L <LC50≦0.5mg / L):DANGER、fatal if inhaled Category 3 (0.5 mg / L <LC50≦1.0mg / L):DANGER、Toxic if inhaled. Category 4 (1.0 mg / L <LC50≦5.0mg / L):WARNING、Harmful if inhaled. Category 5 (LC50≧5.0mg / L):WARNING, May harmful if inhaled.

[0116] [Table 2]

[0117] Test example 2: Antibacterial test Antibacterial properties were evaluated by KCL-FIR 1003 (film adhesion method), an antibacterial evaluation method approved by the Korea Institute of Construction and Living Environment Testing and Research. The nonwoven fabric test pieces manufactured in each example were cut into a size of 5 cm x 5 cm, and a stomacher film of the same size was prepared as a control piece. A test bacteria solution was prepared using one platinum loop of cultured test bacteria (Escherichia coli ATCC 8739, Staphylococcus aureus ATCC 6538P, and MRSA; Staphylococcus aureus subsp. aureus ATCC 33591)) in sterilized water containing 1 / 500 nutrient broth so that the number of bacteria was about 2.5 to 10 x 105 CFU / Ml. Then, 0.2 mL of the test bacteria liquid was taken and inoculated onto the test pieces (nonwoven fabrics of Examples 1 to 9) in a Petri dish, and a stomacher film measuring 4 cm x 4 cm was placed over the dropped test bacteria liquid so that the test bacteria liquid spread over the entire film. The same process was carried out for the control piece. The Petri dishes containing the test and control pieces were incubated at 37°C for 24 hours. The viable cell count of the inoculated test bacteria was measured using the agar plate culture method. Figure 1 shows a schematic diagram of this evaluation process, and Figures 2 to 4 show the anti-Escherichia coli evaluation results, anti-Staphylococcus aureus evaluation results, and anti-superbacteria evaluation results of Example 1, respectively.

[0118] The experimental results for each Example are shown in Table 3, and the degree of antibacterial activity is expressed as a bacteriostasis rate (sterilization rate) (%).

[0119] [Table 3]

[0120] As can be seen from Table 3, the antibacterial composition of the present application exhibited a bacteriostasis rate of 99% or more against not only Escherichia coli and Staphylococcus aureus, but also the superbacterium MRSA. The bacteriostasis rate of 99% or more means that the number of surviving bacteria is 1 / 100 or less.

Claims

1. It contains organic and inorganic composite materials formed from building blocks, The organic-inorganic composite material is A porous material having a structure in which a metal component having zirconium ions (Zr 4+ ) is linked by 1,4-benzenedicarboxylic acid (H 2 BDC, organic ligand, number of coordinating functional groups: 2), and which has been confirmed to have a framework structure of fcu in the RCSR (Reticular Chemistry Structure Resource) database through single crystal X-ray diffraction analysis; A porous material having a structure in which a metal component having zirconium ions (Zr 4+ ) is linked by 2-aminoterephthalic acid (organic ligand, number of coordinating functional groups: 2), and which has been confirmed to have a framework structure of fcu in the RCSR database through single crystal X-ray diffraction analysis; A porous material having a structure in which a metal component having iron ions (Fe 3+ ) is linked by trimesic acid (H 3 BTC, organic ligand, number of coordinating functional groups: 3), and which has been confirmed to have the framework structure of mtn in the RCSR database through single crystal X-ray diffraction analysis; A porous material having a structure in which a metal component having magnesium ions (Mg 2+ ) is linked by H 4 dhtp (2,5-Dihydroxyterephthalic acid, organic ligand, number of coordinating functional groups: 2), and which is confirmed to have a bnn framework structure in the RCSR database through single crystal X-ray diffraction analysis, or This porous material has a structure in which a metal component having aluminum ions (Al 3+ ) is linked by fumaric acid (organic ligand, number of coordinating functional groups: 2), and has been confirmed to have the sra framework structure of the RCSR database through single crystal X-ray diffraction analysis. An antibacterial composition for use in antibacterial applications, wherein the L value of the following formula 1 is within the range of 2 to 45: [Formula 1] L=C×(M ｍ / M Ｌ )×10 In Equation 1, M ｍ is the molar mass of the metal ion contained in the metal component, M Ｌ is the molar mass of the components in the building block excluding the metal component, and C is the number of coordinating functional groups possessed by the organic ligand.

2. 2. The antimicrobial composition of claim 1, wherein the L value of Formula 1 is in the range of 2 to 20.

3. M in formula 1 ｍ and M. Ｌ The ratio of (M ｍ / M Ｌ 3. The antibacterial composition according to claim 1, wherein the β-amino acid residue is in the range of 0.1 to 2.

5.

4. The antibacterial composition according to claim 1 , wherein the metal component forms a surface having an antibacterial activity value of less than 2.0 in an antibacterial test according to JIS Z2801.

5. 5. The antimicrobial composition according to claim 1, wherein the organic ligand forms a surface having an antimicrobial activity value of less than 2.0 in an antimicrobial test according to JIS Z2801.

6. 6. The antibacterial composition according to claim 1, having antibacterial properties against gram-negative bacteria, gram-positive bacteria and superbacteria.

7. The antibacterial composition according to any one of claims 1 to 6, which has a median lethal concentration (LC50) in an acute inhalation toxicity test of more than 1.0 mg / L and is non-toxic to humans.

8. 8. The antimicrobial composition of claim 1, further comprising one or more selected from the group consisting of drug delivery agents, fragrances, deodorants, and antimicrobial agents.

9. The antibacterial composition according to any one of claims 1 to 8, which is used for a syringe material, an injection solution storage container, an injection solution storage tube material, a Ringer's solution pack material, a Ringer's solution storage container, a Ringer's solution storage tube material, gauze, a bandage, a sterile glove, an antibacterial fiber, a clothing lining material, a shoe lining material, a plastic material for internal components of an automobile, an interior paint, an exterior paint, a kitchen container material, a kitchen utensil material, a home appliance material, a plastic material for a toilet, a plastic material for a bathroom, a food packaging material, or a medical device.

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