Flame retardant, resin composition, molded article, and compound

Abstract

A flame retardant according to the present invention contains a compound (A) and is to be added to a polyolefin resin. The compound (A) contains a basic amino acid (a1), a divalent or higher metal (a2), and phytic acid (a3). The molar ratio of the basic amino acid (a1) / the phytic acid (a3) is 1.5-4.5.

Description

Flame Retardant, Resin Composition, Molded Article, and Compound

[0001] The present invention relates to a flame retardant, a resin composition containing the flame retardant, a molded article formed using the resin composition, and a compound.

[0002] As a technique for making synthetic resins flame retardant, there is known a technique of blending a phosphate compound such as ammonium polyphosphate, melamine polyphosphate, or piperazine polyphosphate as a flame retardant into a resin. However, the reserves of phosphate ore, which is the raw material for phosphorus compounds, are limited, and concerns about resource depletion have been pointed out.

[0003] Phytic acid has attracted attention as a phosphorus resource to replace phosphate ore. Phytic acid is a natural component abundantly contained in plants such as grains and beans, and can be industrially obtained by extracting it from plant raw materials such as rice bran.

[0004] As a flame retardant using phytic acid, for example, Patent Document 1 proposes a flame retardant having a structure composed of phytic acid, a basic amino acid, and a metal. In the examples of that document, it is described that a polylactic acid composite material blended with the flame retardant has improved flame retardancy and drip resistance.

[0005] Chinese Patent Application Publication No. 115572309

[0006] However, although the flame retardant described in Patent Document 1 imparts a certain degree of flame retardancy to polylactic acid resin, it cannot impart sufficient flame retardancy to polyolefin - based resins. Further, the flame retardant has low bloom resistance to polyolefin - based resins, and there is a problem that the flame retardant component blooms on the surface of the molded article.

[0007] Under these circumstances, there has been a demand for a flame retardant using phytic acid that has good bloom resistance to polyolefin - based resins and imparts sufficient flame retardancy to polyolefin - based resins.

[0008] As a result of intensive studies by the present inventors to solve this problem, a flame retardant having excellent bloom resistance and excellent flame retardancy for polyolefin - based resins has been found, and the present invention has been completed.

[0009] According to the present invention, a flame retardant for addition to a polyolefin resin is provided, comprising compound (A), wherein compound (A) comprises a basic amino acid (a1), a divalent or higher metal (a2), and phytic acid (a3), and the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5.

[0010] In the flame retardant of the present invention, it is preferable that the compound (A) is a chelate compound in which either or both of a ligand (a1') derived from a basic amino acid (a1) and a ligand (a3') derived from phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2).

[0011] In the flame retardant of the present invention, it is preferable that the basic amino acid (a1) is lysine.

[0012] In the flame retardant of the present invention, it is preferable that the metal (a2) is zinc.

[0013] In the flame retardant of the present invention, it is preferable that the molar ratio of the metal (a2) to the phytic acid (a3) ​​in the compound (A) is 1.0 to 2.5.

[0014] In the flame retardant of the present invention, the metal (a2) is preferably divalent, trivalent, tetravalent, or hexavalent.

[0015] In the flame retardant of the present invention, it is preferable that the flame retardant further comprises a phosphate (B), wherein the phosphate (B) is one or more selected from the group consisting of melamine orthophosphate, melamine pyrophosphate, melamine polyphosphate, and ammonium polyphosphate.

[0016] In the flame retardant of the present invention, it is preferable that the content of the phosphate (B) per 100 parts by mass of the compound (A) is 1 to 100 parts by mass.

[0017] In the flame retardant of the present invention, it is preferable that the flame retardant further comprises a metal compound (C), wherein the metal compound (C) is one or more selected from the group consisting of metal oxides and metal hydroxides.

[0018] In the flame retardant of the present invention, it is preferable that the content of the metal compound (C) relative to 100 parts by mass of the total of the compound (A) and the phosphate (B) is 0.1 to 20 parts by mass.

[0019] Furthermore, the present invention provides a resin composition containing 10 to 400 parts by mass of the flame retardant per 100 parts by mass of polyolefin resin.

[0020] In the resin composition of the present invention, it is preferable to further contain a fibrous filler.

[0021] In the resin composition of the present invention, it is preferable that the polyolefin resin includes recycled resin.

[0022] In the resin composition of the present invention, it is preferable that the polyolefin resin includes a biomass-derived polyolefin resin.

[0023] Furthermore, according to the present invention, a molded article made using the resin composition is provided.

[0024] Furthermore, the present invention provides a compound comprising a basic amino acid (a1), a metal (a2), and phytic acid (a3), wherein the basic amino acid (a1) is lysine, the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5, the metal (a2) is zinc, and the molar ratio of the metal (a2) to the phytic acid (a3) ​​is 1.0 to 2.5.

[0025] In the compound of the present invention, it is preferable that the compound is a chelate compound in which either or both of the ligand (a1') derived from a basic amino acid (a1) and the ligand (a3') derived from phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2).

[0026] According to the present invention, it is possible to provide a flame retardant that exhibits excellent bloom resistance to polyolefin resins and can impart excellent flame retardancy to polyolefin resins, a resin composition containing the flame retardant, a molded article made using the resin composition, and a compound.

[0027] The present invention relates to flame retardants, resin compositions, molded articles, and compounds. The present invention will be described below based on preferred embodiments.

[0028] <Flame Retardant> The flame retardant of this embodiment contains a compound (A) comprising a basic amino acid (a1), a metal with a divalent or higher valent

[0029] [Compound (A)] Compound (A) contains a basic amino acid (a1), a metal with a valence of 2 or higher (a2), and phytic acid (a3).

[0030] Basic amino acid (a1) is an amino acid that has one amino group and one carboxyl group in addition to a basic functional group in its molecule. Since compound (A) contains ligand (a1') derived from basic amino acid (a1), the flame retardant containing compound (A) forms an intomescent (expanded foam layer) by promoting char formation through dehydration of the carboxyl group and further promoting foaming by volatile gases from the decomposed amino group. This expanded foam layer is expected to provide insulation and excellent flame retardancy.

[0031] Examples of basic amino acids (a1) include lysine, arginine, histidine, ornithine, and hydroxylysine. Among these, lysine, ornithine, and hydroxylysine are preferred in terms of the balance between flame retardancy and bloom resistance, with lysine being more preferred.

[0032] As metal (a2), a metal with a valent or higher valent

[0033] Phytic acid (a3) ​​may be of plant origin, extracted from plants such as grains and legumes, or obtained through chemical synthesis. In particular, plant-derived phytic acid is preferred because it contributes to the conservation of reserves and ensures supply stability.

[0034] Phytic acid is a compound in which six phosphate groups are esterified to inositol, and is also called inositol hexaphosphate. Plant-derived phytic acid is generally a mixture of inositol phosphates in which 1 to 6 phosphate groups are esterified to inositol. The phytic acid (a3) ​​of the present invention may be such a mixture. In the phytic acid (a3) ​​of the present invention, the content ratio of inositol hexaphosphate to the total amount of phytic acid (a3) ​​is preferably 25% by mass or more, more preferably 35% by mass or more, even more preferably 50% by mass or more, even more preferably 70% by mass or more, and may be 100% by mass, from the viewpoint of balancing flame retardancy and bloom resistance.

[0035] The content ratio of the basic amino acid (a1) and phytic acid (a3) ​​in the above compound (A) is usually 1.5 to 4.5, preferably 2.0 to 4.0, more preferably 2.5 to 3.5, even more preferably 2.7 to 3.3, and particularly preferably 2.7 to 3.0, in terms of the molar ratio (a1) / (a3) from the viewpoint of balancing flame retardancy and bloom resistance.

[0036] The content ratio of metal (a2) and phytic acid (a3) ​​in the above compound (A) is preferably 1.0 to 2.5, more preferably 1.3 to 2.3, even more preferably 1.5 to 2.1, and particularly preferably 1.7 to 2.0, in terms of a molar ratio of (a2) / (a3) from the viewpoint of balancing flame retardancy and bloom resistance to polyolefin resins.

[0037] The above compound (A) is a chelate compound in which either one or both of the ligand (a1') derived from the basic amino acid (a1) and the ligand (a3') derived from phytic acid (a3) are coordinated to a divalent or higher metal (a2). From the viewpoint of the balance between flame retardancy and bloom resistance, the average value of the molar ratio of (a1') / (a3') in the compound (A) is usually 1.5 to 4.5, preferably 2.0 to 4.0, more preferably 2.5 to 3.5, even more preferably 2.7 to 3.3, and particularly preferably 2.7 to 3.0.

[0038] From the viewpoint of the balance between flame retardancy and bloom resistance to polyolefin resins, the content ratio of the metal (a2) and the ligand (a3') derived from phytic acid (a3) in the above compound (A) is such that the average value of the molar ratio of (a2) / (a3') is preferably 1.0 to 2.5, more preferably 1.3 to 2.3, even more preferably 1.5 to 2.1, and particularly preferably 1.7 to 2.0.

[0039] In the present embodiment, the compound (A) can include, for example, a chelate compound having a structure represented by the following general formula (1) as an example.

[0040]

[0041] In the general formula (1), the [ ] located on the right side of the formula represents the ligand (a1') derived from the basic amino acid (a1). M represents the metal (a2). The [ ] located on the left side of the formula represents the ligand (a3') derived from phytic acid (a3). In the general formula (1), X represents an organic group, preferably an alkylamino group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, an alkylimidazole group having 1 to 3 carbon atoms, or an alkylguanidino group having 1 to 6 carbon atoms. The number of carbon atoms in the above groups is the number of carbon atoms in the alkyl group.

[0042] In the general formula (1) above, any two hydroxyl groups in the phosphate group of the ligand (a3') derived from phytic acid (a3) are coordinated to the metal (a2). The hydroxyl groups coordinated to the metal (a2) are not particularly limited. Two hydroxyl groups in different phosphate groups of the ligand (a3') may be coordinated to the metal (a2), or two hydroxyl groups in one phosphate group of the ligand (a3') may be coordinated to the metal (a2). Also, in the general formula (1) above, the hydroxyl group and amino group contained in the ligand (a1') derived from the basic amino acid (a1) are coordinated to the metal (a2).

[0043] Specifically, the chelate compound of the present embodiment can include a compound having a structure in which two hydroxyl groups of different phosphate groups of the ligand (a3') are coordinated to the metal (a2), and a compound having a structure in which two hydroxyl groups of one phosphate group of the ligand (a3') are coordinated to the metal (a2), as represented by the following general formula (1-A). Furthermore, it may include a compound having a structure in which a plurality of ligands (a3') are each coordinated to the metal (a2) via one hydroxyl group, a compound having a structure in which the ligand (a3') is coordinated to a plurality of metals (a2) via one or more hydroxyl groups, and the like.

[0044]

[0045] In the general formula (1-A), [ ] located on the right side of the formula indicates the ligand (a1') derived from the basic amino acid (a1). M indicates the metal (a2). [ ] located on the left side of the formula indicates the ligand (a3') derived from phytic acid (a3). X has the same meaning as in the general formula (1).

[0046] The chelate compound may also include a compound having a structure in which only the ligand (a1') is coordinated to M, a compound having a structure in which only the ligand (a3') is coordinated to M, and further a compound having a structure in which only the ligand (a3') is coordinated to M and the basic amino acid (a1) is bonded to the ligand (a3'), and the like.

[0047] The content of compound (A) in the flame retardant of the present invention is preferably 30 to 100% by mass, more preferably 40 to 100 parts by mass, and even more preferably 50 to 100 parts by mass, of 100% by mass of the flame retardant, from the viewpoint of flame retardancy and bloom resistance to polyolefin resins.

[0048] A conventionally known method can be used to produce compound (A) in the flame retardant of the present invention. For example, the method for producing compound (A) may include a step of reacting a basic amino acid (a1), a metal oxide or metal hydroxide corresponding to the metal (a2), and phytic acid (a3) ​​in a polar solvent. The metal oxide or metal hydroxide may be a hydrate.

[0049] The polar solvent may be a single solvent or a mixed solvent containing two or more types. For example, the polar solvent may be H ２ O, H ２ Solvents mainly composed of oxygen, alcohol-based solvents, H ２ Examples include mixed solvents of oxygen and alcohol-based solvents. Here, "main component" means that the content in the solvent is 50% by mass or more.

[0050] Furthermore, in the method for producing compound (A), the mixing time and the ambient temperature during mixing can be set as appropriate. The mixing time may be, for example, 1 to 20 hours or 2 to 10 hours. The reaction ambient temperature may be room temperature of 25°C, but may be heated if necessary.

[0051] Furthermore, in the method for producing compound (A), the mixing ratio of basic amino acids, metal oxides or metal hydroxides, and phytic acid is appropriately selected according to the content ratio of basic amino acids (a1): metals (a2): phytic acid (a3) ​​in the target compound (A).

[0052] Furthermore, the method for producing compound (A) may include a step of drying the polar solvent in a solution containing the reactants and the polar solvent. Known drying methods such as heat drying and vacuum drying can be used. Crushing and classification may be performed as needed.

[0053] As a result of the above, compound (A) is obtained, which contains a reaction product of a basic amino acid (a1), a metal oxide or metal hydroxide, and phytic acid (a3). Compound (A) obtained by the above method may be further separated and purified as needed by separation and purification means such as filtration, concentration, distillation, extraction, crystallization, recrystallization, adsorption, and column chromatography, or by means of a combination thereof.

[0054] [Phosphate (B)] The flame retardant of the present invention preferably further contains phosphate (B). This enhances flame retardancy and bloom resistance to polyolefin resins.

[0055] The phosphate (B) is selected from the group consisting of melamine orthophosphate, melamine pyrophosphate, melamine polyphosphate, and ammonium polyphosphate, and may be used alone or in combination of two or more. Among these, melamine pyrophosphate, melamine polyphosphate, and ammonium polyphosphate are preferred from the viewpoint of flame retardancy and bloom resistance, melamine pyrophosphate and ammonium polyphosphate are more preferred, and melamine pyrophosphate is even more preferred. If component (B) is a mixture of multiple phosphates, it is preferable that it contains melamine pyrophosphate, and the higher the proportion of melamine pyrophosphate, the better.

[0056] From the viewpoint of flame retardancy, the ratio of phosphorus atoms to melamine or ammonium ions in phosphate (B) is preferably 0.5 to 2 moles of melamine or ammonium ions per mole of phosphorus atoms, and more preferably 0.8 to 1.2 moles of melamine or ammonium ions per mole of phosphorus atoms.

[0057] Among the phosphates (B), melamine orthophosphate, melamine pyrophosphate, and melamine polyphosphate can be obtained by reacting melamine with the corresponding phosphoric acid or a salt of a phosphoric acid. Melamine pyrophosphate and melamine polyphosphate can also be obtained by heating and condensing melamine orthophosphate.

[0058] Among the phosphates (B), ammonium polyphosphate can be obtained by reacting phosphorus-containing compounds such as phosphoric acid, polyphosphate, urea phosphate, melamine phosphate, monoammonium phosphate, diammonium phosphate, and triammonium phosphate with a condensing agent such as urea or phosphorus pentoxide, and an ammonia-forming agent such as ammonia gas, ammonium carbonate, ammonium bicarbonate, or biuret, at a temperature of 170 to 350°C for a sufficient amount of time.

[0059] The content of phosphate (B) in the flame retardant of the present invention is preferably 1 to 100 parts by mass, more preferably 5 to 90 parts by mass, even more preferably 10 to 80 parts by mass, even more preferably 15 to 70 parts by mass, and particularly preferably 20 to 50 parts by mass, per 100 parts by mass of compound (A), from the viewpoint of flame retardancy and bloom resistance.

[0060] [Metal Compound (C)] The flame retardant of the present invention preferably further contains a metal compound (C). This can further enhance the flame retardancy. The metal compound (C) comprises one or more selected from the group consisting of metal oxides and metal hydroxides.

[0061] Examples of metal oxides or metal hydroxides include zinc oxide, magnesium oxide, calcium oxide, titanium oxide, zirconium oxide, barium oxide, tin dioxide, lead dioxide, antimony trioxide, molybdenum trioxide, cadmium oxide, zinc hydroxide, magnesium hydroxide, calcium hydroxide, and barium hydroxide. These may be used individually or in combination of two or more. Among these, zinc oxide, magnesium oxide, and magnesium hydroxide are preferred from the viewpoint of flame retardancy, with zinc oxide being more preferred.

[0062] The content of the metal compound (C) in the flame retardant of the present invention is preferably 0.1 to 20 parts by mass, more preferably 1 to 15 parts by mass, and even more preferably 3 to 12 parts by mass, based on 100 parts by mass of the total of compound (A) and phosphate (B), from the viewpoint of flame retardancy.

[0063] [Other Components] The flame retardant of the present invention preferably further contains at least one selected from the group consisting of flame retardant aids and drip inhibitors. Examples of the flame retardant aids include polyhydric alcohol compounds. This can improve the flame retardancy of the resin.

[0064] The above polyhydric alcohols are compounds having multiple hydroxyl groups in their structure, and examples include pentaerythritol, dipentaerythritol, tripentaerythritol, polypentaerythritol, neopentyl glycol, trimethylolpropane, ditrimethylolpropane, 1,3,5-tris(2-hydroxyethyl) isocyanurate, polyethylene glycol, glycerin, diglycerin, mannitol, maltitol, lactitol, sorbitol, erythritol, xylitol, xylose, sucrose, trehalose, inositol, fructose, maltose, and lactose. Of these polyhydric alcohol compounds, one or more selected from pentaerythritol, dipentaerythritol, tripentaerythritol, and polypentaerythritol are preferred, dipentaerythritol, tripentaerythritol, and polypentaerythritol are more preferred, and dipentaerythritol is even more preferred. Furthermore, 1,3,5-tris(2-hydroxyethyl) isocyanurate and sorbitol can also be suitably used. These may be used individually or in combination of two or more.

[0065] From the viewpoint of improving flame retardancy, the content of the above-mentioned flame retardant aid is preferably 0.1 to 50 parts by mass, more preferably 1 to 40 parts by mass, and even more preferably 5 to 30 parts by mass, per 100 parts by mass of compound (A).

[0066] Examples of the above-mentioned drip prevention aids include layered silicates, fluorine-based drip prevention aids, and silicone rubbers. This can suppress dripping during the combustion of resin. The above-mentioned layered silicates are layered silicate minerals, and may be natural or synthetic, and are not particularly limited.

[0067] Examples of the above-mentioned layered silicates include smectite-type clay minerals such as montmorillonite, saponite, hectorite, byderite, stevensite, and nontronite, as well as vermiculite, halloysite, swelling mica, and talc. These may be used individually or in combination of two or more. From the viewpoint of preventing dripping, saponite or talc are preferred among these, and from the viewpoint of economics such as price, talc is particularly preferred. The above-mentioned layered silicates may have cations between the layers.

[0068] The above cations may be metal ions, or some or all of them may be cations other than metal ions, such as organic cations, (quaternary) ammonium cations, or phosphonium cations.

[0069] Examples of the above-mentioned metal ions include sodium ions, potassium ions, calcium ions, magnesium ions, lithium ions, nickel ions, copper ions, and zinc ions.

[0070] Examples of the above-mentioned organic cations or quaternary ammonium cations include lauryltrimethylammonium cation, stearyltrimethylammonium cation, trioctylmethylammonium cation, distearyldimethylammonium cation, dihydrogenated beef tallow dimethylammonium cation, and distearyldibenzylammonium cation. These may be used individually or in combination of two or more.

[0071] Specific examples of the above-mentioned fluorine-based drip prevention aids include, for example, fluorine-based resins such as polytetrafluoroethylene, polyvinylidene fluoride, and polyhexafluoropropylene, as well as alkali metal salt compounds of perfluoroalkanesulfonic acid such as sodium perfluoromethanesulfonate, potassium perfluoro-n-butanesulfonate, potassium perfluoro-t-butanesulfonate, sodium perfluorooctanesulfonate, and calcium perfluoro-2-ethylhexanesulfonate, or alkaline earth metal salts of perfluoroalkanesulfonic acid. Among these, polytetrafluoroethylene is preferred from the viewpoint of drip prevention. These may be used individually or in combination of two or more.

[0072] The content of the above-mentioned drip inhibitor is preferably 0.01 to 15 parts by mass, more preferably 0.1 to 10 parts by mass, and even more preferably 0.3 to 5 parts by mass, per 100 parts by mass of compound (A), from the viewpoint of drip-preventing effect. The above-mentioned flame retardant aid and drip inhibitor may be incorporated into the flame retardant of the present invention, or into the resin composition described later.

[0073] The flame retardant of the present invention is effective in making polyolefin resins flame retardant and is preferably used as a flame retardant to be added to resin compositions using polyolefin resins.

[0074] <Resin Composition> The resin composition of the present invention comprises the flame retardant of the present invention and a polyolefin resin.

[0075] The lower limit of the content of the flame retardant of the present invention in the resin composition of the present invention is typically 10 parts by mass or more, preferably 15 parts by mass or more, more preferably 20 parts by mass or more, and even more preferably 25 parts by mass or more, per 100 parts by mass of the resin composition of the present invention. This allows the flame retardant to fully exhibit its flame retardant performance. On the other hand, the upper limit of the content of the flame retardant of the present invention in the resin composition of the present invention is typically 80 parts by mass or less, preferably 60 parts by mass or less, more preferably 50 parts by mass or less, and even more preferably 40 parts by mass or less, per 100 parts by mass of the resin composition of the present invention. This allows the resin to fully exhibit its inherent physical properties.

[0076] Furthermore, the lower limit of the content of the flame retardant of the present invention in the resin composition of the present invention is usually 10 parts by mass or more, preferably 15 parts by mass or more, more preferably 20 parts by mass or more, even more preferably 25 parts by mass or more, and particularly preferably 30 parts by mass or more, per 100 parts by mass of the polyolefin resin. This allows the flame retardant to fully exhibit its flame retardant performance. On the other hand, the upper limit of the content of the flame retardant of the present invention is usually 400 parts by mass or less, preferably 150 parts by mass or less, more preferably 100 parts by mass or less, and even more preferably 70 parts by mass or less, per 100 parts by mass of the polyolefin resin. This allows the resin to fully exhibit its inherent physical properties.

[0077] Furthermore, the lower limit of the content of compound (A) of the present invention in the resin composition of the present invention is usually 5 parts by mass or more, preferably 10 parts by mass or more, more preferably 15 parts by mass or more, even more preferably 18 parts by mass or more, and particularly preferably 20 parts by mass or more, per 100 parts by mass of the polyolefin resin. This allows the flame retardant containing compound (A) to exhibit its flame retardant properties to be fully realized. On the other hand, the upper limit of the content of compound (A) of the present invention is usually 100 parts by mass or less, preferably 80 parts by mass or less, more preferably 60 parts by mass or less, and even more preferably 40 parts by mass or less, per 100 parts by mass of the polyolefin resin. This allows the resin to exhibit its inherent physical properties to be fully realized.

[0078] The lower limit of the polyolefin resin content in the resin composition of the present invention is typically 20 parts by mass or more, preferably 40 parts by mass or more, more preferably 50 parts by mass or more, and even more preferably 60 parts by mass or more, per 100 parts by mass of the resin composition of the present invention. This allows the inherent physical properties of the polyolefin resin to be fully exhibited. On the other hand, the upper limit of the polyolefin resin content in the resin composition of the present invention is typically 90 parts by mass or less, preferably 85 parts by mass or less, more preferably 80 parts by mass or less, and even more preferably 75 parts by mass or less, per 100 parts by mass of the resin composition of the present invention. This allows the resin composition of the present invention to contain the amount of flame retardant necessary to exhibit flame retardant performance. In the present invention, polyolefin resin refers to a polyolefin resin or a polymer blend containing a polyolefin resin.

[0079] Examples of the polyolefin resins mentioned above include polypropylene, high-density polyethylene, low-density polyethylene, linear low-density polyethylene, polybutene-1, poly-3-methylpentene, poly-4-methylpentene, ethylene / propylene block copolymer, ethylene / propylene random copolymer, and other α-olefin polymers. These may be used individually or in combination of two or more.

[0080] Among these polyolefin resins, polypropylene, ethylene / propylene block copolymer, ethylene / propylene random copolymer, high-density polyethylene, low-density polyethylene, and linear low-density polyethylene are preferred because they can more effectively exhibit the flame-retardant properties of the flame retardant, and polypropylene, ethylene / propylene block copolymer, and ethylene / propylene random copolymer are more preferred.

[0081] The above polyolefin resin may be a polymer blend with thermoplastic elastomers such as isoprene rubber, butadiene rubber, ethylene-propylene rubber, ethylene-propylene-diene rubber, acrylonitrile-butadiene copolymer rubber, styrene-butadiene copolymer rubber, olefin elastomers, styrene elastomers, polyester elastomers, nitrile elastomers, nylon elastomers, vinyl chloride elastomers, polyamide elastomers, and polyurethane elastomers. The above thermoplastic elastomers may be used individually or in combination of two or more.

[0082] The polymers constituting the above-mentioned polyolefin resins can be used regardless of molecular weight, degree of polymerization, polymerization method, density, softening point, proportion of insoluble matter in the solvent, degree of stereoregularity, presence or absence of catalyst residue, type and blending ratio of raw material monomers, type of polymerization catalyst, etc.

[0083] The above-mentioned polyolefin resin may include recycled resin. Recycled resin refers to resin that has been collected and recycled from used resin products. This reduces carbon dioxide emissions and conserves resources, thereby reducing the environmental burden. When the polyolefin resin of the present invention contains recycled resin, it does not have to contain 100% by mass of recycled resin.

[0084] The above-mentioned polyolefin resin may include biomass-derived polyolefin resins. Biomass-derived polyolefin resin refers to a resin formed by the polymerization of monomers containing biomass-derived olefin monomers. This can reduce carbon dioxide emissions from fossil resources and conserve fossil resources, thereby reducing the environmental burden.

[0085] Examples of the olefin monomers mentioned above include α-olefins such as propylene, ethylene, 1-butene, 3-methyl-1-pentene, and 4-methyl-1-pentene. These may be used individually or in combination of two or more. The raw material monomers for biomass-derived polyolefin resin do not necessarily have to contain 100% by mass of biomass-derived olefin monomers.

[0086] If the polyolefin resin of the present invention includes a biomass-derived polyolefin resin, it does not need to contain 100% by mass of the biomass-derived polyolefin resin.

[0087] [Other Components] The resin composition of the present invention may contain other optional components along with the flame retardant of the present invention. There are no particular restrictions on the timing of mixing the flame retardant of the present invention and other optional components with the polyolefin resin. For example, two or more components selected from among the components other than the polyolefin resin may be mixed in advance before being added to the polyolefin resin, or each component other than the polyolefin resin may be added sequentially to the polyolefin resin. When mixing multiple components in advance, each component may be crushed before mixing, or mixed and then crushed. If the polyolefin resin is a polymer blend, each component other than the polyolefin resin may be added to a compound that is already a polymer blend, or it may be added during the manufacturing process of the polymer blend.

[0088] Furthermore, the method for mixing the flame retardant and the polyolefin resin may be to mix the flame retardant with the entire amount of the polyolefin resin to be mixed, or to pre-mix the flame retardant with a portion of the polyolefin resin to create a masterbatch, and then mix the masterbatch with the remaining polyolefin resin. The masterbatch may also contain the other optional components mentioned above. The flame retardant content in the masterbatch can be 1 part by mass or more, and can be between 10 and 90 parts by mass per 100 parts by mass of the masterbatch.

[0089] The following describes other optional components that can be incorporated into the resin composition of the present invention. It is preferable to stabilize the resin composition of the present invention by adding, as necessary, phenolic antioxidants, phosphorus-based antioxidants, thioether-based antioxidants, ultraviolet absorbers, hindered amine-based light stabilizers, etc.

[0090] Examples of the phenolic antioxidants include 2,6-di-tert-butyl-p-cresol, 2,6-diphenyl-4-octadecyloxyphenol, distearyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate, 1,6-hexamethylenebis[(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide], 4,4'-thiobis(6-tert-butyl-m-cresol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-ethyl-6-tert-butylphenol), 4,4'-Butylidenebis(6-tertiary butyl-m-cresol), 2,2'-Ethylidenebis(4,6-di-tertiary butylphenol), 2,2'-Ethylidenebis(4-secondary butyl-6-tertiary butylphenol), 1,1,3-Tris(2-methyl-4-hydroxy-5-tertiary butylphenyl)butane, 1,3,5-Tris(2,6-dimethyl-3-hydroxy-4-tertiary butylbenzyl) isocyanurate, 1,3,5-Tris(3,5-di-tertiary butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-Tris(3,5-di-tertiary butyl- 4-Hydroxybenzyl)-2,4,6-trimethylbenzene, 2-tert-butyl-4-methyl-6-(2-acryloyloxy-3-tert-butyl-5-methylbenzyl)phenol, stearyl(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate methyl]methane, thiodiethylene glycol bis[(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 1,6-hexamethylenebis[(3,5-di-tert-butyl-4-hydroxyphenyl) [Xyphenyl)propionate], bis[3,3-bis(4-hydroxy-3-tertiary butylphenyl)butyric acid] glycol ester, bis[2-tertiary butyl-4-methyl-6-(2-hydroxy-3-tertiary butyl-5-methylbenzyl)phenyl] terephthalate, 1,3,5-tris[(3,5-di-tertiary butyl-4-hydroxyphenyl)propionyloxyethyl] isocyanurate, 3,9-bis[1,1-dimethyl-2-{(3-tertiary butyl-4-hydroxy-5-methylphenyl)propionyloxy}ethyl]-2,4,8,Examples include 10-tetraoxaspiro[5,5]undecane and triethylene glycol bis[(3-tertiary butyl-4-hydroxy-5-methylphenyl)propionate]. These phenolic antioxidants may be used individually or in combination of two or more. From the viewpoint of antioxidant effect, the content of the phenolic antioxidant is preferably 0.001 to 10 parts by mass, and more preferably 0.05 to 5 parts by mass, per 100 parts by mass of the polyolefin resin.

[0091] Examples of the phosphorus-based antioxidants include trisnonylphenyl phosphite, tris(2,4-di-tert-butylphenyl) phosphite, tris[2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methylphenylthio)-5-methylphenyl] phosphite, tridecyl phosphite, octyl diphenyl phosphite, didecyl monophenyl phosphite, bis(tridecyl)pentaerythritol diphosphite, bis(nonylphenyl)pentaerythritol Tall diphosphite, bis(2,4-di-tertiary butylphenyl) pentaerythritol diphosphite, bis(2,6-di-tertiary butyl-4-methylphenyl) pentaerythritol diphosphite, bis(2,4,6-tri-tertiary butylphenyl) pentaerythritol diphosphite, bis(2,4-dicumylphenyl) pentaerythritol diphosphite, tetrakis(tridecyl) isopropylidene diphenol diphosphite, tetrakis(tridecyl)-4, 4'-n-butylidenebis(2-tertiary butyl-5-methylphenol) diphosphite, hexakis(tridecyl)-1,1,3-tris(2-methyl-4-hydroxy-5-tertiary butylphenyl)butane triphosphite, tetrakis(2,4-di-tertiary butylphenyl) biphenylenediphosphonite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 2,2'-methylenebis(4,6-tertiary butylphenyl)-2-ethylhexyl phosphate Examples include sphite, 2,2'-methylenebis(4,6-tertiary butylphenyl)-octadecyl phosphite, 2,2'-ethylidenebis(4,6-di-tertiary butylphenyl) fluorophosphite, tris(2-[(2,4,8,10-tetrakis-tertiary butyldibenzo[d,f][1,3,2]dioxaphosphine-6-yl)oxy]ethyl)amine, and phosphites of 2-ethyl-2-butylpropylene glycol and 2,4,6-tri-tertiary butylphenol. These phosphorus-based antioxidants may be used individually or in combination of two or more. From the viewpoint of antioxidant effect, the content of the phosphorus-based antioxidant is preferably 0.001 to 10 parts by mass, and more preferably 0.05 to 5 parts by mass, per 100 parts by mass of the polyolefin resin.

[0092] Examples of the thioether-based antioxidants include dialkylthiodipropionates such as dilauryl thiodipropionate, dimyristyl thiodipropionate, and distearyl thiodipropionate, and pentaerythritol tetrakis (β-alkyl mercaptopropionates). These thioether-based antioxidants may be used individually or in combination of two or more. From the viewpoint of antioxidant effect, the content of the thioether-based antioxidant is preferably 0.001 to 10 parts by mass, and more preferably 0.05 to 5 parts by mass, per 100 parts by mass of the polyolefin resin.

[0093] Examples of the UV absorbers include 2-hydroxybenzophenones such as 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 5,5'-methylenebis(2-hydroxy-4-methoxybenzophenone); 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(2'-hydroxy-3',5'-di-tertiary butylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-3' 2-(2'-hydroxyphenyl)benzotriazoles such as -tertiary butyl-5'-methylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-tertiary octylphenyl)benzotriazole, 2-(2'-hydroxy-3',5'-dicumylphenyl)benzotriazole, 2,2'-methylenebis(4-tertiary octyl-6-(benzotriazolyl)phenol), and 2-(2'-hydroxy-3'-tertiary butyl-5'-carboxyphenyl)benzotriazole; phenyl salicylic acid Benzoates such as benzoates, resorcinol monobenzoate, 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, 2,4-di-tert-amylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate; substituted oxanilides such as 2-ethyl-2'-ethoxyoxanilide and 2-ethoxy-4'-dodecyloxanilide; ethyl-α-cyano-β,β-diphenylacrylate, methyl Examples include cyanoacrylates such as -2-cyano-3-methyl-3-(p-methoxyphenyl)acrylate; and triaryltriazines such as 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-di-tertiary butylphenyl)-s-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-s-triazine, and 2-(2-hydroxy-4-propoxy-5-methylphenyl)-4,6-bis(2,4-di-tertiary butylphenyl)-s-triazine. These UV absorbers may be used individually or in combination of two or more.From the viewpoint of UV absorption effect, the amount of UV absorber is preferably 0.001 to 30 parts by mass, and more preferably 0.05 to 10 parts by mass, per 100 parts by mass of polyolefin resin.

[0094] Examples of the hindered amine-based light stabilizers include 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidyl stearate, 2,2,6,6-tetramethyl-4-piperidyl benzoate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, and tetrakis(1,2 ,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, bis(2,2,6,6-tetramethyl-4-piperidyl)・bis(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)・bis(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)-2-butyl-2-(3,5-di-tertiary butyl-4-hydroxybenzyl)malonate, 1-(2-H (Droxyethyl)-2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate polycondensate, 1,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-morpholino-s-triazine polycondensate, 1,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-tertiaryoctylamino-s-triazine polycondensate, 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino (N)-s-triazin-6-yl]-1,5,8,12-tetraazadodecane, 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino)-s-triazin-6-yl]-1,5,8,12-tetraazadodecane, 1,6,11-tris[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-s-triazin-6-yl]aminoundecane, 1,6,11-tris[2,4-bis(N-butyl-N-(1,2,2,6,Examples include 6-pentamethyl-4-piperidyl)amino)-s-triazine-6-yl]aminoundecane, bis(2,2,6,6-tetramethyl-1-octyloxy-4-piperidyl)decandioate, bis(2,2,6,6-tetramethyl-1-undecyloxypiperidine-4-yl)carbonate, and BASF's TINUVIN-NOR-371. These hindered amine light stabilizers may be used individually or in combination of two or more. From the viewpoint of light stabilization effect, the content of the hindered amine light stabilizer is preferably 0.001 to 30 parts by mass, and more preferably 0.05 to 10 parts by mass, per 100 parts by mass of the polyolefin resin.

[0095] The resin composition of the present invention may optionally contain a known neutralizing agent to neutralize the residual catalyst in the polyolefin resin. Examples of the neutralizing agent include fatty acid metal salts such as calcium stearate, lithium stearate, and sodium stearate; fatty acid amide compounds such as ethylenebis(stearamide), ethylenebis(12-hydroxystearamide), and stearamide; or inorganic compounds such as hydrotalcite. These neutralizing agents may be used individually or in combination of two or more. From the viewpoint of neutralization effect, the content of the neutralizing agent is preferably 0.001 to 3 parts by mass, and more preferably 0.01 to 1 part by mass, per 100 parts by mass of the polyolefin resin.

[0096] The resin composition of the present invention preferably further contains a fibrous filler, if necessary. This can improve the mechanical properties of the resin composition.

[0097] Various inorganic and organic fibrous fillers can be used as the fibrous fillers mentioned above. Examples of inorganic fibrous fillers include carbon fibers such as carbon nanofibers, glass fibers, asbestos fibers, graphite fibers, metal fibers, potassium titanate whiskers, aluminum borate whiskers, magnesium-based whiskers, silicon-based whiskers, warlastenite, sepiolite, asbestos, slag fibers, zonolite, elestadite, gypsum fibers, silica fibers, silica-alumina fibers, zirconia fibers, boron nitride fibers, silicon nitride fibers, and boron fibers. Examples of organic fibrous fillers include cellulose fibers such as cellulose nanofibers and cellulose microfibers, polyester fibers, nylon fibers, acrylic fibers, acetate fibers, kenaf, ramie, cotton, jute, hemp, sisal, flax, linen, silk, Manila hemp, sugarcane, wood pulp, paper waste, recycled paper, wool, bamboo fibers, and wood powder. These fibrous fillers may be used individually or in combination of two or more types.

[0098] As for the fibrous filler mentioned above, glass fibers, carbon fibers, cellulose fibers, and wood powder are preferred from the viewpoint of improving physical properties, glass fibers, cellulose fibers, and wood powder are more preferred, and glass fibers and cellulose fibers are even more preferred.

[0099] The above-mentioned fibrous filler may contain a consolidating agent to bind the fibers together. Examples of consolidating agents include polypropylene resin, polyurethane resin, polyester resin, acrylic resin, epoxy resin, starch, and vegetable oil.

[0100] When the resin composition of the present invention contains glass fibers, the glass fiber content is preferably 1 to 50 parts by mass, more preferably 5 to 45 parts by mass, even more preferably 10 to 40 parts by mass, and even more preferably 15 to 35 parts by mass, based on 100 parts by mass of the total mass of the resin composition, from the viewpoint of improving processability and physical properties.

[0101] When the resin composition of the present invention contains cellulose fibers, the amount of cellulose fibers is preferably 1 to 60 parts by mass, more preferably 3 to 50 parts by mass, even more preferably 5 to 45 parts by mass, and even more preferably 10 to 40 parts by mass, based on 100 parts by mass of the total mass of the resin composition, from the viewpoint of improving processability and physical properties.

[0102] When the resin composition of the present invention contains wood powder, the amount of wood powder is preferably 1 to 50 parts by mass, more preferably 3 to 45 parts by mass, even more preferably 5 to 40 parts by mass, and even more preferably 10 to 30 parts by mass, based on 100 parts by mass of the total mass of the resin composition, from the viewpoint of improving processability and physical properties.

[0103] When the resin composition of the present invention contains fibrous fillers other than glass fibers, cellulose fibers, and wood powder, the content of the fibrous fillers is preferably 1 to 50 parts by mass, more preferably 3 to 45 parts by mass, even more preferably 5 to 40 parts by mass, even more preferably 5 to 35 parts by mass, and even more preferably 10 to 30 parts by mass, based on 100 parts by mass of the total mass of the resin composition, from the viewpoint of improving processability and physical properties.

[0104] When the resin composition of the present invention contains glass fibers, it is preferable to include a compatibilizer to enhance the compatibility between the base resin and the glass fibers, to the extent that it does not impair the effects of the present invention. Examples of compatibilizers include modified resins that have affinity for both the base resin and the glass fibers. Examples of the above compatibilizers include maleic anhydride-modified polyolefins such as maleic anhydride-modified polypropylene and maleic anhydride-modified polyethylene, and silane-modified polyolefins, among which maleic anhydride-modified polyolefins are preferred from the viewpoint of compatibility. These compatibilizers can be used individually or in combination of two or more. The amount of these compatibilizers used is preferably 0.1 to 30 parts by mass, preferably 0.5 to 20 parts by mass, and more preferably 1 to 15 parts by mass, per 100 parts by mass of glass fibers.

[0105] The resin composition of the present invention may further contain, as necessary, additives commonly used in polyolefin resins, such as crosslinking agents, antistatic agents, antifogging agents, plate-out inhibitors, surface treatment agents, plasticizers, lubricants, reinforcing agents, nucleating agents, flame retardants other than those of the present invention, flame retardant aids, fluorescent agents, antifungal agents, disinfectants, foaming agents, metal deactivators, mold release agents, silicone oils, silane coupling agents, fillers other than the fibrous fillers mentioned above, hydrotalcites, metal soaps, pigments, dyes, etc., to the extent that they do not impair the effects of the present invention.

[0106] The form of the resin composition of the present invention is not particularly limited, but from the viewpoint of the handling properties of the resin composition, it is preferably in the form of pellets, powder, granules or flakes, and more preferably in the form of pellets.

[0107] The resin composition of the present invention can be used alone or in combination with other resin compositions, additive components, or mixtures thereof for molding and the like. Furthermore, the resin composition of the present invention can be used as a masterbatch.

[0108] <Molded Articles> Molded articles of the present invention can be obtained by molding the resin composition of the present invention by known methods. The above molding method is not particularly limited, and examples include extrusion molding, calendering, injection molding, roll molding, compression molding, blow molding, etc. By these molding methods, molded articles of various shapes, such as resin plates, sheets, films, pellets, and irregularly shaped products, can be manufactured.

[0109] Furthermore, the resin composition and molded articles of the present invention can be used in a wide range of industrial fields, including electrical, electronic, and telecommunications, agriculture, forestry and fisheries, mining, construction, food, textiles, clothing, medical, coal, petroleum, rubber, leather, automobiles, precision instruments, timber, building materials, civil engineering, furniture, printing, and musical instruments. More specifically, they can be used in office automation equipment such as printers, personal computers, word processors, keyboards, PDAs (Personal Digital Assistants), telephones, photocopiers, facsimile machines, ECRs (Electronic Cash Registers), calculators, electronic organizers, cards, holders, and stationery; home appliances such as washing machines, refrigerators, vacuum cleaners, microwave ovens, lighting fixtures, game consoles, irons, and kotatsu (heated tables); AV equipment such as TVs, VTRs, video cameras, radio cassette players, tape recorders, MiniDiscs, CD players, speakers, and liquid crystal displays; electrical and electronic components such as connectors, relays, capacitors, switches, printed circuit boards, coil bobbins, semiconductor encapsulating materials, LED encapsulating materials, electric wires, cables, transformers, deflection yokes, distribution boards, and clocks; and communication equipment. Furthermore, the resin composition and molded articles of the present invention can also be used in optical material applications such as optical discs, CD discs, DVD discs, and lenses, as well as in glass substitute applications.

[0110] Furthermore, the resin composition and molded articles of the present invention can be used in a variety of applications, including seats (filling, upholstery, etc.), belts, headliners, convertible tops, armrests, door trims, rear package trays, carpets, mats, sun visors, wheel covers, mattress covers, airbags, insulating materials, handrails, handrail straps, wire insulation materials, electrical insulating materials, paints, coatings, upholstery materials, flooring materials, bulkheads, carpets, wallpaper, wall coverings, exterior materials, interior materials, roofing materials, decking materials, wall materials, column materials, baseboards, fence materials, frameworks and moldings, window and door profiles, shingles, paneling, terraces, balconies, soundproofing boards, heat insulating boards, window materials, and other materials for automobiles, vehicles, ships, aircraft, buildings, houses and construction, as well as civil engineering materials, clothing, curtains, sheets, plywood, synthetic fiberboards, carpets, doormats, sheets, buckets, hoses, containers, eyeglasses, bags, cases, goggles, skis, rackets, tents, musical instruments and other everyday goods, sports equipment, and more.

[0111] <Compound> The compound of this embodiment is a compound comprising a basic amino acid (a1), a metal (a2), and phytic acid (a3), wherein the basic amino acid (a1) is lysine, the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5, the metal (a2) is zinc, and the molar ratio of the metal (a2) to the phytic acid (a3) ​​is 1.0 to 2.5.

[0112] In this embodiment, the basic amino acid (a1), metal (a2), and phytic acid (a3) ​​can be the same components as those described above in the flame retardant.

[0113] The content ratio of the basic amino acid (a1) and phytic acid (a3) ​​in the compound of this embodiment is usually 1.5 to 4.5, preferably 2.0 to 4.0, more preferably 2.5 to 3.5, even more preferably 2.7 to 3.3, and particularly preferably 2.7 to 3.0, in terms of the molar ratio of (a1) / (a3) from the viewpoint of balancing flame retardancy and bloom resistance.

[0114] The content ratio of metal (a2) and phytic acid (a3) ​​in the compound of this embodiment is preferably 1.0 to 2.5, more preferably 1.3 to 2.3, even more preferably 1.5 to 2.1, and particularly preferably 1.7 to 2.0, in terms of a molar ratio of (a2) / (a3) from the viewpoint of balancing flame retardancy and bloom resistance to polyolefin resins.

[0115] The compound of this embodiment is a chelate compound in which either or both of a ligand (a1') derived from a basic amino acid (a1) and a ligand (a3') derived from phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2). The average molar ratio of (a1') / (a3') of compound (A) is usually 1.5 to 4.5, preferably 2.0 to 4.0, more preferably 2.5 to 3.5, even more preferably 2.7 to 3.3, and particularly preferably 2.7 to 3.0.

[0116] The content ratio of the metal (a2) and the ligand (a3') derived from phytic acid (a3) ​​in the compound of this embodiment is preferably such that the average molar ratio of (a2) / (a3') is 1.0 to 2.5, more preferably 1.3 to 2.3, even more preferably 1.5 to 2.1, and particularly preferably 1.7 to 2.0.

[0117] The compound of this embodiment can be used not only as a flame retardant, but also in a variety of applications such as antioxidants, preservatives, acidulants, supplements, chelating agents, excipients, and fertilizers.

[0118] <Other> The following embodiments are included in this disclosure: [1] A flame retardant for addition to a polyolefin resin, comprising compound (A), wherein compound (A) comprises a basic amino acid (a1), a divalent or higher metal (a2), and phytic acid (a3), and the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5. [2] The flame retardant according to [1], wherein compound (A) is a chelate compound in which either or both of a ligand (a1') derived from the basic amino acid (a1) and a ligand (a3') derived from the phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2). [3] The flame retardant according to [1] or [2], wherein the metal (a2) is divalent, trivalent, tetravalent, or hexavalent. [4] The flame retardant according to any one of [1] to [3], wherein the basic amino acid (a1) is lysine. [5] The flame retardant according to any one of [1] to [4], wherein the metal (a2) is zinc. [6] The flame retardant according to any one of [1] to [5], wherein the molar ratio of the metal (a2) to the phytic acid (a3) ​​in the compound (A) is 1.0 to 2.5. [7] The flame retardant according to any one of [1] to [6], further comprising a phosphate (B), wherein the phosphate (B) comprises one or more selected from the group consisting of melamine orthophosphate, melamine pyrophosphate, melamine polyphosphate, and ammonium polyphosphate. [8] The flame retardant according to [7], wherein the content of the phosphate (B) per 100 parts by mass of the compound (A) is 1 to 100 parts by mass. [9] The flame retardant according to any one of [1] to [8], further comprising a metal compound (C), wherein the metal compound (C) comprises one or more selected from the group consisting of metal oxides and metal hydroxides.

[10] The flame retardant according to [9], wherein the content of the metal compound (C) is 0.1 to 20 parts by mass per 100 parts by mass of the total of the compound (A) and the phosphate (B).

[11] A resin composition containing 10 to 400 parts by mass of the flame retardant according to any one of [1] to

[10] per 100 parts by mass of a polyolefin resin.

[12] The resin composition according to

[11] , further containing a fibrous filler.

[13] The resin composition according to

[11] or

[12] , wherein the polyolefin resin contains recycled resin.

[14] The resin composition according to

[11] or

[12] , wherein the polyolefin resin comprises a biomass-derived polyolefin resin.

[15] A molded article made using the resin composition according to any one of

[11] to

[14] .

[16] A compound comprising a basic amino acid (a1), a metal (a2), and phytic acid (a3), wherein the basic amino acid (a1) is lysine, the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5, the metal (a2) is zinc, and the molar ratio of the metal (a2) to the phytic acid (a3) ​​is 1.0 to 2.5.

[17] The compound according to

[16] , wherein the compound is a chelate compound in which either or both of a ligand (a1') derived from the basic amino acid (a1) and a ligand (a3') derived from the phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2).

[0119] Although embodiments of the present invention have been described above, these are merely examples, and various other configurations can be adopted as long as they do not impair the effects of the present invention.

[0120] The present invention will be described in detail below with reference to examples, but the present invention is not limited in any way to the descriptions in these examples. Also, all formulation amounts listed in Tables 2 to 5 are based on parts by mass.

[0121] [Examples 1-37, Comparative Examples 1-12] <Production Example 1: Production of Polypropylene Composition 1>

[0122] Polypropylene composition 1 was prepared by mixing 100 parts by mass of homopolypropylene (melt flow rate [230°C, load 2.16 kg] 8 g / 10 min) with 0.1 parts by mass of pentaerythritol tetrakis [3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] as a phenolic antioxidant, 0.1 parts by mass of tris(2,4-diter-butylphenyl) phosphite as a phosphorus antioxidant, and 0.1 parts by mass of calcium stearate as a neutralizing agent.

[0123] <Production Example 2: Production of Polypropylene Composition 2> Polypropylene composition 2 was obtained in the same manner as in Production Example 1, except that impact copolymer polypropylene (ethylene / propylene block copolymer, melt flow rate [230°C, load 2.16 kg] 14 g / 10 min) was used instead of homopolypropylene.

[0124] <Production Example 3: Production of Compound (A)-1> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 1.5:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 3:1.5:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the mixture was dried at 90°C for 5 hours to obtain compound (A)-1 in the form of a white powder.

[0125] <Production Example 4: Production of Compound (A)-2> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 1.67:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 3:1.67:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the mixture was dried at 90°C for 5 hours to obtain compound (A)-2 in the form of a white powder.

[0126] <Production Example 5: Production of Compound (A)-3> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 1.83:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 3:1.83:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the mixture was dried at 90°C for 5 hours to obtain compound (A)-3 in the form of a white powder.

[0127] <Production Example 6: Production of Compound (A)-4> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 2:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 3:2:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the slurry was dried at 90°C for 5 hours to obtain compound (A)-4 in the form of a white powder.

[0128] <Production Example 7: Production of Compound (A)-5> Lysine aqueous solution, barium hydroxide octahydrate, and phytic acid aqueous solution were mixed so that the molar ratio of lysine:barium:phytic acid was 3:1.5:1 to obtain a mixture. Water was removed from the obtained mixture by evaporation, and the mixture was dried at 90°C for 5 hours to obtain compound (A)-5, which is a white powder.

[0129] <Production Example 8: Production of Compound (A)-6> Lysine aqueous solution, calcium hydroxide, and phytic acid aqueous solution were mixed in a molar ratio of lysine:calcium:phytic acid of 3:2:1 to obtain a mixture. Water was removed from the obtained mixture by evaporation, and the mixture was dried at 90°C for 5 hours to obtain compound (A)-6 in the form of a white powder.

[0130] <Production Example 9: Production of Comparative Compound (A)-X1> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 1.67:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 1:1.67:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the mixture was dried at 90°C for 5 hours to obtain comparative compound (A)-X1 in the form of a white powder.

[0131] <Production Example 10: Production of Comparative Compound (A)-X2> Zinc hydroxide and a 50% aqueous solution of phytic acid were mixed so that the molar ratio of zinc to phytic acid was 1.67:1 to obtain a mixture. The obtained mixture was added to an aqueous solution of lysine so that the molar ratio of lysine:zinc:phytic acid was 5:1.67:1 to obtain a white slurry. Water was removed from the obtained slurry by evaporation, and the mixture was dried at 90°C for 5 hours to obtain comparative compound (A)-X2 in the form of a white powder.

[0132] Details of the raw materials used in manufacturing examples 3 to 10 are shown below. • Lysine: L-(+)-Lysine, manufactured by Tokyo Chemical Industry Co., Ltd. • Phytic acid: 50% phytic acid aqueous solution, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., inositol hexaphosphate content relative to total phytic acid: 100% by mass • Zinc hydroxide: Zinc hydroxide, manufactured by Junsei Chemicals Co., Ltd. • Barium hydroxide octahydrate: Barium hydroxide octahydrate, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. • Calcium hydroxide: Calcium hydroxide, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.

[0133] <Method for Analyzing the Composition of Compounds> The chelate compounds obtained in Production Examples 3 to 10 were analyzed by measuring the concentration of each component using the following method, and the molar ratio of each component was calculated, with the amount of phytic acid (mol) set to 1. The results are shown in Table 1 below. (Concentration of Phytic Acid and Metals) The weighed chelate compounds were dissolved in a 1 M aqueous nitric acid solution, and the concentrations of P and metals were quantified using ICP-AES. The concentrations of phytic acid and metals contained in the chelate compounds were calculated from the measured values. (Concentration of Lysine) An aqueous solution was prepared by dissolving 20 mM tert-butyl alcohol, 140 mM HCl, and a predetermined concentration of lysine, and this was used as a lysine calibration curve solution. The weighed chelate compounds were similarly dissolved in a solution containing 20 mM tert-butyl alcohol and 140 mM HCl. 1 mL each of the calibration curve solution and compound solution were taken and mixed with 0.1 mL of heavy water, １ Measurements were performed using 1H-NMR. The area ratio of the peak area value derived from tert-butyl alcohol and the peak area value derived from lysine (methylene not bound to amine) (total value) in the calibration solution was recorded, and a calibration curve was created. The area ratio was similarly recorded for the compound solution, and the lysine concentration was calculated using the calibration curve.

[0134]

[0135] Details of each component in Tables 2-5 are shown below. • Polypropylene composition 1: Produced in Production Example 1 above • Polypropylene composition 2: Produced in Production Example 2 above • Compound (A)-1: Produced in Production Example 3 above • Compound (A)-2: Produced in Production Example 4 above • Compound (A)-3: Produced in Production Example 5 above • Compound (A)-4: Produced in Production Example 6 above • Compound (A)-5: Produced in Production Example 7 above • Compound (A)-6: Produced in Production Example 8 above • Comparative compound (A)-X1: Produced in Production Example 9 above • Comparative compound (A)-X2: Produced in Production Example 10 above • Phosphate (B)-1: Melamine pyrophosphate • Phosphate (B)-2: Ammonium polyphosphate • Metal compound (C)-1: Zinc oxide • Metal compound (C)-2: Magnesium oxide • Metal compound (C)-3: Magnesium hydroxide

[0136] <Preparation of Resin Composition> Each component was mixed using a food mixer in the proportions listed in Tables 2 to 5. The resulting mixture was molded using a press molding machine (hydraulic molding machine TBD-50-2, manufactured by Toho Machinery Co., Ltd.) at a temperature of 210°C and a pressure of 30 kgf / cm². ２ For 5 minutes, at a pressure of 70 kgf / cm². ２ The resin was molded under conditions of 3 minutes to obtain a 1.6 mm thick resin plate.

[0137] <Preparation of Test Specimens for Evaluation Tests> From the resin plate obtained above, test specimens measuring 125 mm × 13 mm × 1.6 mm were cut out using a die-cutting machine (SD type lever-type sample cutter SDL-200, manufactured by Dumbbell Co., Ltd.). Flame retardancy was evaluated using these test specimens.

[0138] <Flame Retardancy Evaluation: UL-94V> The test specimen prepared above was held vertically, and a burner flame was applied to the lower end for 10 seconds. After removing the flame, the burning time t1 was measured until the flame that ignited the specimen went out. Next, as soon as the flame went out, a second application of the flame was started for 10 seconds, and the burning time t2 was measured in the same manner as the first time until the ignited flame went out. At the same time, it was also evaluated whether the cotton below the specimen ignited due to the falling ember. A combustion rank was assigned according to the UL-94 standard based on t1, t2, and whether the cotton ignited. V-0 is the highest combustion rank, and the flame retardancy decreases as the rank decreases to V-1, V-2, etc. However, specimens that do not fall into any rank from V-0 to V-2 are classified as NR. The results of the combustion rank are shown in Tables 2 to 5.

[0139] <Bloom Evaluation> The amount of bloom on the surface of the resin sheet obtained by the above press molding was observed visually and evaluated according to the following criteria. The results are shown in Tables 2 to 5. (Evaluation Criteria) A: No bloom was observed. B: A small amount of bloom was observed, but it does not pose a practical problem. C: Bloom was clearly observed and poses a practical problem.

[0140]

[0141]

[0142]

[0143]

[0144] Tables 2 and 3 show the evaluation results for flame retardancy and bloom resistance in homopolypropylene. Homopolypropylene containing the flame retardant of the present invention (Examples 1 to 21) showed no practical problems in terms of bloom resistance and was found to have good bloom resistance compared to polypropylene. Furthermore, all showed excellent flame retardancy. In addition, comparisons between Example 4 and Examples 5-6 and 20, between Example 7 and Examples 8-9, and between Example 10 and Examples 11-12 showed that the addition of phosphate (B) improved flame retardancy. In addition, comparisons between Example 4 and Examples 5-6 and 19-21 showed that the addition of phosphate (B) improved bloom resistance. On the other hand, homopolypropylene containing flame retardants outside the scope of the present invention (Comparative Examples 1 to 6) showed inferior flame retardancy and bloom resistance compared to the present invention (Examples 1 to 21). Tables 4 and 5 show the evaluation results for flame retardancy and bloom resistance in impact copolymer polypropylene (ethylene / propylene block copolymer). Impact copolymer polypropylenes containing the flame retardant of the present invention (Examples 22-37) exhibited good bloom resistance and excellent flame retardancy, similar to Examples 1-21. Furthermore, comparisons between Example 25 and Examples 26-29, and between Example 33 and Examples 34-37, showed that the addition of a metal compound (C) improved flame retardancy. On the other hand, impact copolymer polypropylenes containing flame retardants outside the scope of the present invention (Comparative Examples 7-12) exhibited inferior flame retardancy and bloom resistance compared to the present invention (Examples 22-37). From the above, it was shown that the flame retardant of the present invention provides excellent bloom resistance and excellent flame retardancy to polyolefin resins.

[0145] This application claims priority based on Japanese Patent Application No. 2025-007521, filed on 20 January 2025, and incorporates all of its disclosures herein.

Claims

1. A flame retardant for addition to a polyolefin resin, comprising compound (A), wherein compound (A) comprises a basic amino acid (a1), a divalent or higher metal (a2), and phytic acid (a3), and the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.

5.

2. The flame retardant according to claim 1, wherein compound (A) is a chelate compound in which either or both of a ligand (a1') derived from a basic amino acid (a1) and a ligand (a3') derived from phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2).

3. The flame retardant according to claim 1 or 2, wherein the metal (a2) is divalent, trivalent, tetravalent, or hexavalent.

4. The flame retardant according to any one of claims 1 to 3, wherein the basic amino acid (a1) is lysine.

5. The flame retardant according to claim 1 or 2, wherein the metal (a2) is zinc.

6. The flame retardant according to any one of claims 1 to 5, wherein the molar ratio of the metal (a2) to the phytic acid (a3) ​​in the compound (A) is 1.0 to 2.

5.

7. The flame retardant according to any one of claims 1 to 6, further comprising a phosphate (B), wherein the phosphate (B) comprises one or more selected from the group consisting of melamine orthophosphate, melamine pyrophosphate, melamine polyphosphate, and ammonium polyphosphate.

8. The flame retardant according to claim 7, wherein the content of the phosphate (B) per 100 parts by mass of the compound (A) is 1 to 100 parts by mass.

9. The flame retardant according to any one of claims 1 to 8, further comprising a metal compound (C), wherein the metal compound (C) comprises one or more selected from the group consisting of metal oxides and metal hydroxides.

10. The flame retardant according to claim 9, wherein the content of the metal compound (C) is 0.1 to 20 parts by mass per 100 parts by mass of the total of the compound (A) and the phosphate (B).

11. A resin composition containing 10 to 400 parts by mass of the flame retardant described in any one of claims 1 to 10, per 100 parts by mass of a polyolefin resin.

12. The resin composition according to claim 11, further comprising a fibrous filler.

13. The resin composition according to claim 11 or 12, wherein the polyolefin resin includes recycled resin.

14. The resin composition according to claim 11 or 12, wherein the polyolefin resin comprises a biomass-derived polyolefin resin.

15. A molded article made using the resin composition described in any one of claims 11 to 14.

16. A compound comprising a basic amino acid (a1), a metal (a2), and phytic acid (a3), wherein the basic amino acid (a1) is lysine, the molar ratio of the basic amino acid (a1) to the phytic acid (a3) ​​is 1.5 to 4.5, the metal (a2) is zinc, and the molar ratio of the metal (a2) to the phytic acid (a3) ​​is 1.0 to 2.

5.

17. The compound according to claim 16, wherein the compound is a chelate compound in which either or both of a ligand (a1') derived from a basic amino acid (a1) and a ligand (a3') derived from phytic acid (a3) ​​are coordinated to a divalent or higher metal (a2).

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