TW201741393A - Polyamide resin composition containing metal salt of phenylphosphonic acid compound - Google Patents

Abstract

To provide a polyamide resin composition to which is added a crystal nucleator suitable for promoting the crystallization of a polyamide resin, said composition making it possible to raise the crystallization rate and further improve the higher molding process properties in comparison with polyamide resins. A polyamide resin composition containing a polyamide resin and a crystal nucleator that comprises a metal salt of a phenylphosphonic acid compound represented by formula [1]. (In the formula, R1 and R2 each independently represent a hydrogen atom, C1-10 alkyl group, or C2-11 alkoxycarbonyl group).

Description

Polyamide resin composition containing a metal salt of a phenylphosphonic acid compound

The present invention relates to a polyamide resin composition, and more particularly to a polyamine resin composition comprising a nucleating agent derived from a metal salt of a phenylphosphonic acid compound, and a composition obtained from the resin composition Polyamide resin molded body.

The polyamide resin is generally widely used as an engineering plastic excellent in mechanical properties, chemical resistance, oil resistance, and the like. Among them, polyamine 610 classified into a bioplastic is excellent in chemical resistance, metal chloride resistance (for example, calcium chloride resistance), low water absorption, dimensional stability, and the like, and is expected to be, for example, a food container. Forming materials for bearings, connectors, fuel conduits for automobiles, hoses or interior materials, housings or parts for electrical and electronic products.

However, since the crystallization speed of the polyamide resin is slow, it is difficult to crystallize sufficiently, and a softening or the like occurs at a temperature higher than the glass transition point (Tg). Also, at the time of injection molding In the mold, heat treatment (annealing) is performed at a predetermined temperature to increase the degree of crystallization of the polyamide resin. However, since the crystallization rate is slow, molding cycleability is poor, and productivity is problematic.

In order to solve such problems, a method of adding a nucleating agent to a polyamide resin has been studied. The nucleating agent serves as a primary crystal nucleus of the crystalline polymer, promotes crystal growth, and has a function of refining the spherulite size and promoting crystallization.

In the nucleating agent of the polyamide resin, a layered silicate (Patent Document 1), talc (Patent Document 2), and the like have been disclosed.

[Previous Technical Literature] [Patent Document]

[Patent Document 1] Japanese Patent Publication No. 2002-527593

[Patent Document 2] Japanese Patent Laid-Open Publication No. 2003-89773

As described above, various nucleating agents have been proposed in order to increase the crystallization rate of the polyamide resin, but in recent years, in order to achieve higher molding processability of the polyamide resin, a more effective nucleating agent has been expected.

Accordingly, it is an object of the present invention to provide a polyimide resin composition which is added with a nucleating agent suitable for promoting crystallization of a polyamide resin, which has a faster crystallization rate than a polyamide resin. And can be upgraded to a higher molding processability, and provide the composition of the polyamide resin A polyamide resin molded article obtained by crystallization.

As a result of intensive studies to achieve the above object, the present inventors have found that crystallization of a polyamide resin can be promoted by adding a metal salt of a specific phenylphosphonic acid compound as a nucleating agent in a polyamide resin.

In other words, the present invention relates to a polyamine resin composition comprising a polyamine resin and a nucleating agent formed from a metal salt of a phenylphosphonic acid compound represented by the formula [1]. (wherein R ¹ and R ² each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxycarbonyl group having 2 to 11 carbon atoms).

According to a second aspect, the polyamine resin composition of the first aspect, wherein the metal salt of the phenylphosphonic acid compound is selected from the group consisting of a lithium salt, a sodium salt, a potassium salt, a magnesium salt, a calcium salt, a barium salt, and a manganese salt. a metal salt of at least one of a group of salts, iron salts, cobalt salts, nickel salts, copper salts, zinc salts, silver salts, aluminum salts, and tin salts.

The third aspect of the present invention relates to the polyamine resin composition of the second aspect, wherein the metal salt of the phenylphosphonic acid compound is selected from the group consisting of at least one of a calcium salt, a manganese salt, a zinc salt, and a tin salt. salt.

The fourth aspect is the polyamine resin composition of the third aspect, Wherein the metal salt of the phenylphosphonic acid compound is a manganese salt.

The polyamine resin composition of any one of the first aspect to the fourth aspect, wherein the content of the nucleating agent is 0.001 to 10 parts by mass based on 100 parts by mass of the polyamide resin. .

The polyamine resin composition according to any one of the first aspect to the fifth aspect, wherein the polyamine resin is selected from the group consisting of polyamine 6, polyamine 11, and polyamine 12 , Polyamide 46, Polyamide 66, Polyamide 610, Polyamide 612, Polyamide 1010, Polyamide 1212, Polyamine 4T, Polyamide M5T, Polyamide 6T, Polyamine 6I At least one of a group of polyamine 9T, polyamine 10T, and polyamine MXD6.

According to a seventh aspect of the invention, the polyamine resin composition of the sixth aspect, wherein the polyamine resin comprises at least polyamine 610.

The eighth aspect of the invention relates to a polyamide resin molded article obtained by crystallizing a polyamide resin composition of any one of the first to seventh aspects.

The polyamine resin composition of the present invention can improve the crystallization promoting effect of the polyamide resin by using a metal salt of a specific phenylphosphonic acid compound as a nucleating agent, and further, can provide a form processability. An excellent polyamide resin composition and a polyamide resin molded article obtained by crystallizing the polyamide resin composition.

[Best Practice for Carrying Out the Invention]

Hereinafter, the present invention will be described in more detail.

<Polyamine resin composition>

The polyamine (hereinafter also referred to as PA) resin composition of the present invention comprises a PA resin and a nucleating agent made of a metal salt of a phenylphosphonic acid compound.

[PA resin]

The PA resin to be used in the present invention may be a polymer of a diamine and a dibasic acid, a polymer of an indoleamine or an aminocarboxylic acid, or two or more of these. The copolymer is made.

Examples of the diamine include tetramethylene diamine, hexamethylene diamine, octamethylene diamine, nonamethylene diamine, undecyl diamine, and dodecamethylene. An aliphatic diamine such as a diamine; a diamine having an aromatic ‧ ring structure such as m-xylene diamine;

Examples of the dicarboxylic acid include aliphatic two of adipic acid, heptane dicarboxylic acid, octane dicarboxylic acid, decane dicarboxylic acid, undecane dicarboxylic acid, and dodecane dicarboxylic acid. A carboxylic acid; a dicarboxylic acid having an aromatic ‧ ring structure such as terephthalic acid or isophthalic acid;

Examples of the intrinsic amine include an intrinsic amine having 6 to 12 carbon atoms such as γ-butyrolactam, ε-caprolactam, ω-glycolide, and ω-lauric acid. .

The aminocarboxylic acid may, for example, have 6 to 12 carbon atoms such as ε-aminohexanoic acid, 7-aminoheptanoic acid, 11-aminoundecanoic acid or 12-aminododecanoic acid. Aminocarboxylic acid.

Specific examples of such a PA resin include polyamine 6, polyamide 11, polyamine 12, polyamine 46, polyamide 66, polyamide 610, polyamide 612, and polyfluorene. Homopolymer of amine 1010, polyamine 1212, polyamine 4T, polyamine M5T, polyamine 6T, polyamine 6I, polyamine 9T, polyamine 10T, polyamine MXD6, etc. Copolymer of amine 6/66, polyamidamine 6/12, polyamido 11/12, and the like. Among them, polyamine 610 is preferred.

These PA resins may be used alone or in combination of two or more.

As such a PA resin, a commercially available person can be suitably used, and examples thereof include Rilsan (registered trademark) series manufactured by Arkema Co., Ltd., Pebax (registered trademark) series, Hiprolon series, and Daicel-Evonik (Daamimid series). , with the Vestamid (registered trademark) series, the Amilan series of the Toray (share) system, the UBE Nylon series made by Ube Industries Co., Ltd., the UBLSTA series, the Glamide (registered trademark) series of Toyo Textile Co., Ltd., and the Kuraray system. The Genestar series, the Ultramid (registered trademark) series manufactured by BASF, and the Arlen series manufactured by Mitsui Chemicals Co., Ltd.

Further, the PA resin used in the present invention may be a polymer blended with other resins mainly comprising a PA homopolymer or a PA copolymer. The other resin may be a general-purpose thermoplastic resin to be described later. / Thermoplastic engineering plastics, biodegradable resins, etc. In the polymer blended with other resins, the content of the other resin is preferably 50% by mass or less.

Examples of the above-mentioned general-purpose thermoplastic resin/thermoplastic engineering plastics include polyethylene (PE), polyethylene copolymer, polypropylene (PP), polypropylene copolymer, ethylene-propylene copolymer, and polybutene (PB). Polyolefins such as ethylene-vinyl alcohol copolymer (EVOH), ethylene-vinyl acetate copolymer (EVA), ethylene-ethyl acrylate copolymer (EEA), poly(4-methyl-1-pentene) Resin; polystyrene (PS), high-impact polystyrene (HIPS), acrylonitrile-styrene copolymer (AS), acrylonitrile-butadiene-styrene copolymer (ABS), methyl methacrylate - polystyrene resin such as styrene copolymer (MS); (meth)acrylic resin such as polymethyl methacrylate (PMMA); polyvinyl chloride resin; polyvinylidene chloride resin; polyaminocarboxylic acid Ethyl resin; polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polyethylene naphthalate (PEN), polybutylene naphthalate (PBN), etc. Polyester resin; polyimine resin; polycarbonate resin; polyphenylene ether resin; modified polyphenylene ether resin; polyacetal resin; polyfluorene resin; polyphenylene sulfide resin.

Examples of the biodegradable resin include polyglycolic acid (PGA), polylactic acid (PLA), poly(3-hydroxybutyric acid) (PHB), and copolymers of 3-hydroxybutyric acid and 3-hydroxyhexanoic acid. Polyhydroxyalkanoates such as (PHBH); polycaprolactone, polybutylene succinate, polysuccinic acid/butylene adipate, polysuccinic acid/butylene carbonate, polysuccinate Polyester resin such as polyethylene glycolate, polysuccinic acid/ethylene adipate; polyvinyl alcohol; modified starch; cellulose acetate; chitin; chitosan;

[metal salt of phenylphosphonic acid compound]

The nucleating agent used in the present invention is a metal salt of a phenylphosphonic acid compound represented by the formula [1].

In the phenylphosphonic acid compound represented by the above formula [1], R ¹ and R ² in the formula each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 2 to 11 carbon atoms. Alkylcarbonyl. Here, the alkoxycarbonyl group having 2 to 11 carbon atoms means an alkoxycarbonyl group having 1 to 10 carbon atoms in the alkoxy group.

Examples of the alkyl group having 1 to 10 carbon atoms in R ¹ and R ² include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, and a tert-butyl group. Base.

In addition, examples of the alkoxycarbonyl group having 2 to 11 carbon atoms include a methoxycarbonyl group and an ethoxycarbonyl group.

Specific examples of the phenylphosphonic acid compound represented by the above formula [1] include phenylphosphonic acid, 4-methylphenylphosphonic acid, 4-ethylphenylphosphonic acid, and 4-n-propyl group. Phenylphosphonic acid, 4-isopropylphenylphosphonic acid, 4-n-butyl Phenylphosphonic acid, 4-isobutylphenylphosphonic acid, 4-tert-butylphenylphosphonic acid, 3,5-dimethoxycarbonylphenylphosphonic acid, 3,5-diethoxycarbonylbenzene Phosphonic acid, 2,5-dimethoxycarbonylphenylphosphonic acid, 2,5-diethoxycarbonylphenylphosphonic acid, and the like. These compounds are suitable for direct use of commercially available products.

As the metal forming the metal salt of the phenylphosphonic acid compound, a monovalent, divalent, or trivalent metal can be used. Further, two or more kinds of metals may be mixed and used.

Specific examples of the metal forming the metal salt include lithium, sodium, potassium, magnesium, calcium, barium, manganese, iron, cobalt, nickel, copper, zinc, silver, aluminum, tin, and the like. Among the metal salts formed by the metals, calcium salts, manganese salts, zinc salts and tin salts are preferred. Among them, in view of the PA resin composition which is excellent in the crystallization rate of the PA resin and which is excellent in moldability, a manganese salt is particularly preferable.

The method for producing the metal salt of the phenylphosphonic acid compound is not particularly limited, and is generally obtained by using a phenylphosphonic acid compound and a chloride, a sulfate, or a nitrate of the above metal with a base such as sodium hydroxide in water. The mixture is mixed and reacted to precipitate a metal salt of a phenylphosphonic acid compound, and a crystalline powder can be obtained by filtration and drying. Further, the phenylphosphonic acid compound is mixed with an oxide, a hydroxide, a carbonate or an organic acid salt of the above metal in water or an organic solvent, and then reacted, followed by filtration or distillation of the solvent. It can be obtained by drying.

The form of the obtained powder is usually a granular crystal, a plate crystal, a rod crystal, a needle crystal, or the like, and may be a form in which the crystals are laminated.

Commercially available products can be used in the case where such compounds (crystalline powders) are currently commercially available.

When the metal salt of the above phenylphosphonic acid compound is formed, the stoichiometric ratio of the phenylphosphonic acid compound to the metal is not particularly limited, and is generally a stoichiometric ratio of the phenylphosphonic acid compound/metal to 1/2 It is preferred to use it within the range of ~2/1. The metal salt of the phenylphosphonic acid compound is preferably a free phenylphosphonic acid compound or metal which does not contain an unformed salt.

The average particle diameter of the metal salt of the phenylphosphonic acid compound is preferably 10 μm or less, and more preferably 5 μm or less. Here, the average particle diameter (μm) is a 50% by volume (median diameter) measured by a laser diffraction ‧ scattering method based on the Mie theory. The smaller the average particle diameter, the better the crystallization rate tends to be.

In order to set the average particle diameter of the metal salt of the phenylphosphonic acid compound to 10 μm or less, the crystal powder obtained by the above method can be used in a uniformizer, a Henschel mixer (HENSCHEL MIXER), a Loedige mixer, etc., as needed. A dry mill having a shearing force, or a ball mill, a bar mill, a pulverizer, an inomizer pulverizer, a jet mill, or the like, to prepare a fine powder. Further, a fine powder can also be produced by using a water, an organic solvent which can be mixed with water, and a mixed solution thereof, and using a wet pulverizer such as a ball mill, a bead mill, a sand mill or a grinder.

The amount of the metal salt of the phenylphosphonic acid compound added is 0.001 to 10 parts by mass, preferably 0.01 to 5 parts by mass, more preferably 0.1 to 2 parts by mass, per 100 parts by mass of the PA resin. By setting the addition amount to 0.001 part by mass or more, a sufficient crystallization rate can be obtained. Moreover, even if it exceeds 10 mass parts, the crystallization rate cannot be further accelerated, and it is economically advantageous to use it in 10 mass parts or less.

[Other additives]

The PA resin composition of the present invention may be blended with a well-known inorganic filler as long as it does not impair the effects of the present invention. Examples of the inorganic filler include glass fiber, carbon fiber, talc, mica, vermiculite, kaolin, clay, apatite, glass beads, glass flakes, potassium titanate, calcium carbonate, magnesium sulfate, and titanium oxide. The shape of the inorganic filler may be any of a fibrous form, a granular form, a plate shape, a needle shape, a spherical shape, and a powder. These inorganic fillers can be used within 300 parts by mass of 100 parts by mass of the PA resin.

The PA resin composition of the present invention may be blended with a known flame retardant as long as it does not impair the effects of the present invention. Examples of the flame retardant include a halogen-based flame retardant such as bromine or chlorine; an antimony-based flame retardant such as antimony trioxide or antimony pentoxide; and aluminum hydroxide, magnesium hydroxide, and polyoxymethane compound. Inorganic flame retardants; phosphorus-based flame retardants such as red phosphorus, phosphates, ammonium polyphosphate, phosphazene; melamine, melam, melem, melamine, melamine cyanurate, phosphoric acid Melamine resistance of melamine, melamine pyrophosphate, melamine polyphosphate, melamine polyphosphate, melamamine ‧ melemamine double salt, alkyl phosphinate melamine, phenylphosphonic acid melamine, melamine sulfate, meyl sulfamate A flammable agent such as PTFE or the like. These flame retardants can be used within 200 parts by mass of 100 parts by mass of the PA resin.

Further, in the PA resin composition of the present invention, as long as the effects of the present invention are not impaired, generally added additives such as an end sealant, a hydrolysis inhibitor, a heat stabilizer, a light stabilizer, and a hot wire may be appropriately formulated as needed. Absorbent, ultraviolet absorber, antioxidant, scouring improver, plasticizer, compatibilizer, decane, titanium, aluminum, etc., various coupling agents, foaming agents, antistatic agents, mold release agents, lubricants, Antibacterial and antifungal agents, pigments, dyes, perfumes, various other fillers, other nucleating agents, other thermoplastic resins, and the like.

[Method for Producing Polyamide Resin Composition]

The PA resin composition of the present invention can be produced by mixing the above PA resin with a nucleating agent made of the metal salt of the aforementioned phenylphosphonic acid compound. The method of mixing the nucleating agent is not particularly limited, and examples thereof include a method of mixing a nucleating agent with a composition containing a PA resin or a PA resin and another additive before molding, and a PA resin or PA at the time of molding. A method of mixing a nucleating agent with a composition of a resin and other additives (for example, side feed SIDE FEED). Further, when the PA resin is produced, a nucleating agent may be mixed with a monomer of a diamine, a dicarboxylic acid or an activated product thereof to produce a PA resin composition.

The PA resin composition of the present invention is preferably a temperature at which the temperature is lowered (the temperature at which the resin is crystallized during cooling of the resin composition in a molten state) Tcc is preferably 188 ° C or higher, and more preferably 191 ° C or higher. Preferably.

<Polyamine resin molded body>

The PA resin molding system of the present invention comprises the crystallized PA resin and a nucleating agent made of the metal salt of the phenylphosphonic acid compound. In addition, the spherulite diameter of the PA resin molded body of the present invention is preferably 30 μm or less, and more preferably 20 μm or less. By setting the spherulite diameter to 30 μm or less, a PA resin molded body having a smoother surface can be obtained.

Such a PA resin molding system can be obtained, for example, by using the PA resin composition of the present invention and crystallizing the PA resin contained in the above. The method of crystallizing the PA resin is not particularly limited. For example, in the process of molding the PA resin composition into a predetermined shape, the PA resin composition may be heated to a crystallization temperature or higher and then cooled. Further, in the above process, after the PA resin composition is heated to a temperature higher than the crystallization temperature, it is rapidly cooled and formed into a molded body in an amorphous state, and further heated to carry out crystallization.

The PA resin molding system of the present invention has excellent mechanical strength and heat resistance.

When the PA resin composition of the present invention is formed, various molded articles can be easily produced by a conventional molding method such as general injection molding, blow molding, vacuum molding, or compression molding.

[Examples]

Hereinafter, the present invention will be specifically described by way of Examples, but the present invention is not limited to the examples described below.

In the examples, the apparatus and conditions used for the preparation of the sample and the analysis of the physical properties are as follows.

(1) Differential Scanning Calorimetry (DSC)

Device: (share) Perkinelmer JAPAN made Diamond DSC

Also, the code name indicates the following.

PA610: Polyamide 610 [Vestamid (registered trademark) Terra HS16 Natural by Daicel-Evonik Co., Ltd.]

PPA: phenylphosphonic acid [Nissan Chemical Industry Co., Ltd.]

PPA-Zn: Zinc Phenylphosphonate (Eco-promote (registered trademark) manufactured by Nissan Chemical Industries Co., Ltd.)

HFIPA: 1,1,1,3,3,3-hexafluoro-2-propanol

[Production Example 1] Production of calcium phenylphosphonate (PPA-Ca)

In a reaction vessel equipped with a stirrer, 7.4 g (50 mmol) of calcium chloride dihydrate [manufactured by Wako Pure Chemical Industries, Ltd.] and 100 g of water were placed, and the mixture was stirred to obtain a uniform solution. Next, to the solution which was stirred at room temperature (about 23 ° C), a solution of 7.8 g (50 mmol) of PPA and 4.2 g (105 mmol) of sodium hydroxide dissolved in 68 g of water was added, and the mixture was further stirred for 1 hour. The resulting solid was collected by filtration under reduced pressure and washed with water. The obtained wet product was dried at 200 ° C for 6 hours to obtain a calcium phenylphosphonate (PPA-Ca) as a target white powder.

[Manufacturing Example 2] Production of Manganese Phenylphosphonate (PPA-Mn)

In the same manner as in Production Example 1, except that 9.9 g (50 mmol) of manganese chloride tetrahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) was used instead of calcium chloride dihydrate, a pale pink as a purpose was obtained. Color powder of manganese phenylphosphonate (PPA-Mn).

Further, the obtained phenylphosphonate is an anhydride immediately after drying, but is monohydrate at room temperature (about 23 ° C) in an air atmosphere.

[Production Example 3] Production of tin phenylphosphinate (PPA-Sn)

An ivory powder as a target can be obtained in the same manner as in Production Example 1, except that 9.5 g (50 mmol) of tin chloride (II) [manufactured by Wako Pure Chemical Industries, Ltd.] is used instead of calcium chloride dihydrate. Tin phenylphosphonate (PPA-Sn).

[Examples 1 to 4]

0.5 parts by mass of the compound described in Table 1 as a nucleating agent and 900 parts by mass of HFIPA were added to 100 parts by mass of PA610 by using an ultrasonic cleaner (output 150 W) at room temperature (about 23 ° C). Ultrasonic irradiation was performed for 30 minutes to obtain a polyamide resin composition.

The resin composition was dropped onto a hot plate at 60° C. and the solvent was evaporated to obtain a polyimide film-form molded body in an amorphous (amorphous) state containing a nucleating agent.

The temperature-lowering crystallization temperature (Tcc) and the half-crystallization time (t _1/2 ) of the obtained amorphous film-like molded body were measured according to the following procedure. The results are combined and shown in Table 1.

[cooling crystallization temperature (Tcc)]

About 2 mg was cut out from the amorphous film-like formed body. The film sheet was heated to 250 ° C at 100 ° C /min by DSC, and immediately after being kept at 250 ° C for 1 minute, when the measurement was carried out at 20 ° C / min, the heat of crystallization from polyamine was observed. The temperature at the peak of the peak of (crystallization 焓 ΔHc) is taken as the temperature crystallization temperature (Tcc). The larger the value of Tcc, the faster the crystallization rate under the same conditions, indicating that it has an excellent effect as a nucleating agent.

[semi-crystallization time (t _1/2 )]

About 2 mg was cut out from the amorphous film-like formed body. The film piece was heated to 250 ° C at 100 ° C / min using DSC, and kept at 250 ° C for 1 minute, then measured to cool to 150 ° C at 100 ° C / min, and directly maintained at 150 ° C, after reaching 150 ° C The time from the crystallization of polyamine to the crystallization (crystallization 焓 ΔHc) reaching the peak was taken as the half crystallization time (t _1/2 ). The smaller the value of t _1/2 is, the faster the crystallization rate under the same conditions is, indicating that it has an excellent effect as a nucleating agent.

[Comparative Example 1]

The operation and evaluation were carried out in the same manner as in Example 1 except that the nucleating agent was not added. The results are combined and shown in Table 1.

[Reference example]

The operation and evaluation were carried out in the same manner as in Example 1 except that the nucleating agent was changed to talc (Micro-ace P-8 manufactured by Nippon-talc Co., Ltd.). The results are combined and shown in Table 1.

From the results of Table 1, it was confirmed that the metal salt of a specific phenylphosphonic acid compound (Examples 1 to 4) was used as a nucleating agent as compared with the case where no nucleating agent was added (Comparative Example 1). High Tcc and fast t _1/2 have a crystallization promoting effect. In particular, it has been confirmed that the use of manganese phenylphosphonate exhibits a high Tcc and a fast t _1/2 even when compared with the conventionally used talc (reference example), and has extremely excellent crystallization. Promote the effect.

In other words, by adding a metal salt of a specific phenylphosphonic acid compound as a nucleating agent to the polyamine resin, the crystallization rate of the polyamide resin is improved, and the heat resistance and the moldability are excellent. A guanamine resin composition.

Claims (8)

A polyamine resin composition comprising a polyamine resin and a nucleating agent formed from a metal salt of a phenylphosphonic acid compound represented by the formula [1], (wherein R ¹ and R ² each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxycarbonyl group having 2 to 11 carbon atoms). The polyamine resin composition of claim 1, wherein the metal salt of the phenylphosphonic acid compound is selected from the group consisting of a lithium salt, a sodium salt, a potassium salt, a magnesium salt, a calcium salt, a barium salt, a manganese salt, and an iron salt. a metal salt of at least one of a group consisting of a cobalt salt, a nickel salt, a copper salt, a zinc salt, a silver salt, an aluminum salt, and a tin salt. The polyamine resin composition of claim 2, wherein the metal salt of the phenylphosphonic acid compound is selected from the group consisting of a metal salt of at least one of a calcium salt, a manganese salt, a zinc salt, and a tin salt. The polyamine resin composition of claim 3, wherein the metal salt of the phenylphosphonic acid compound is a manganese salt. The polyamine resin composition of any one of Claims 1 to 4, wherein the content of the nucleating agent is 0.001 to 10 parts by mass based on 100 parts by mass of the polyamide resin. The polyamine resin composition according to any one of claims 1 to 5, wherein the polyamine resin is selected from the group consisting of polyamines and poly Guanamine 11, Polyamide 12, Polyamide 46, Polyamide 66, Polyamide 610, Polyamide 612, Polyamide 1010, Polyamide 1212, Polyamine 4T, Polyamide M5T, Poly At least one of the group consisting of guanamine 6T, polyamido 6I, polyamidamine 9T, polydecylamine 10T, and polyamidamine MXD6. The polyamine resin composition of claim 6, wherein the polyamine resin comprises at least polyamine 610. A polyamide resin molded article obtained by crystallizing the polyamidamide resin composition according to any one of claims 1 to 7.