WO2022215660A1 - Composition d'agent conférant des propriétés mécaniques, composition de résine et article moulé - Google Patents

Composition d'agent conférant des propriétés mécaniques, composition de résine et article moulé Download PDF

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Publication number
WO2022215660A1
WO2022215660A1 PCT/JP2022/016821 JP2022016821W WO2022215660A1 WO 2022215660 A1 WO2022215660 A1 WO 2022215660A1 JP 2022016821 W JP2022016821 W JP 2022016821W WO 2022215660 A1 WO2022215660 A1 WO 2022215660A1
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component
mass
parts
melamine
piperazine
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PCT/JP2022/016821
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English (en)
Japanese (ja)
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陽平 稲垣
彩香 三觜
豊 米澤
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株式会社Adeka
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Publication of WO2022215660A1 publication Critical patent/WO2022215660A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00—Fireproofing materials
    • C09K21/06—Organic materials
    • C09K21/10—Organic materials containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00—Fireproofing materials
    • C09K21/06—Organic materials
    • C09K21/12—Organic materials containing phosphorus

Definitions

  • the present invention relates to a mechanical property-imparting agent composition containing an amine phosphate salt and melamine cyanurate, and a resin composition containing the mechanical property-imparting agent composition.
  • intumescent flame retardants which are mainly composed of salts of polyphosphoric acid or pyrophosphoric acid and nitrogen-containing compounds, form an intumescent layer on the surface during combustion, suppressing the diffusion of decomposition products and heat transfer. It is known that flame retardancy is exhibited by As an example of this type of flame retardant, Patent Document 1 proposes a flame retardant containing a specific melamine salt, a specific piperazine salt and melamine cyanurate, which has a high anti-drip effect, It is disclosed to be excellent in flame retardancy.
  • An object of the present invention is to provide a mechanical property-imparting agent composition that imparts excellent flame retardancy and excellent mechanical properties to a resin, and to provide a resin composition containing the mechanical property-imparting agent composition. That's what it is.
  • the present inventors have made intensive studies on a configuration for solving the above problems, and found that by mixing a resin with a mechanical property-imparting agent composition in which an amine phosphate and melamine cyanurate are combined in a specific ratio, the resin The present inventors have completed the present invention by finding that excellent flame retardancy and mechanical properties are imparted to.
  • the present invention is based on the above findings, and includes the following components (A-1) and (A-2): component (A): amine phosphate salt and component (B): melamine cyanurate.
  • the object is to provide a mechanical property-imparting agent composition containing in a specific ratio.
  • A-1) Component: A melamine salt containing at least one selected from the group consisting of melamine orthophosphate, melamine pyrophosphate and melamine polyphosphate.
  • A-2) Component Component: a piperazine salt containing at least one selected from the group consisting of piperazine orthophosphate, piperazine pyrophosphate and piperazine polyphosphate.
  • the present invention also provides a resin composition containing a resin and the mechanical property-imparting agent composition, and a molded article thereof.
  • the present invention also provides a method for imparting mechanical properties to a resin, comprising mixing a resin with a composition containing the (A) component and the (B) component in a specific ratio.
  • the present invention provides use of a mechanical property-imparting agent composition containing the component (A) and the component (B) in a specific ratio as a mechanical property-imparting agent.
  • mechanical properties mean mechanical properties such as impact resistance, rigidity, tensile properties, and in particular, tensile elongation and tensile strength measured in tensile property evaluation in accordance with ISO 527. do.
  • the term "mechanical property imparting agent” means an additive that has the effect of improving the aforementioned mechanical properties when blended with a resin.
  • a mechanical property-imparting agent composition means a composition containing one or more mechanical property-imparting agents.
  • flame retardancy means that a substance is difficult to ignite, and even if it ignites and continues to burn, the speed is very slow, and then it self-extinguishes.
  • the mechanical property-imparting agent composition of the present invention is characterized in that it contains component (A): amine phosphate and component (B): melamine cyanurate in a specific ratio.
  • amine phosphate salt which is the component (A) contained in the mechanical property-imparting agent composition of the present invention.
  • Phosphate amine salts are salts of phosphoric acid and amines.
  • phosphoric acid means an acid formed by hydrating diphosphorus pentoxide, and specifically includes orthophosphoric acid, pyrophosphoric acid and polyphosphoric acid. Each of these phosphoric acids can be used alone, or two or more of them can be used in combination.
  • the amine phosphate salt used as component (A) in the mechanical property-imparting agent composition of the present invention is component (A-1): at least one selected from the group consisting of melamine orthophosphate, melamine pyrophosphate and melamine polyphosphate.
  • component (A-1) at least one selected from the group consisting of melamine orthophosphate, melamine pyrophosphate and melamine polyphosphate.
  • the melamine salt used as the (A-1) component in the mechanical property-imparting agent composition of the present invention contains at least one selected from the group consisting of melamine orthophosphate, melamine pyrophosphate and melamine polyphosphate.
  • melamine pyrophosphate is preferably contained from the viewpoint of flame retardancy, handleability and storage stability.
  • the melamine salt is a mixture, it is preferable that the content of melamine pyrophosphate in the mixture is the highest on a mass basis.
  • the content of melamine pyrophosphate in the melamine salt is preferably 90% by mass or more, more preferably 95% by mass or more, and particularly preferably 98% by mass or more.
  • These salts of phosphoric acid and melamine can be obtained by reacting the corresponding phosphoric acid or phosphate with melamine or melamine hydrochloride.
  • the phosphate include monobasic sodium phosphate, monobasic potassium phosphate, dibasic sodium phosphate, dibasic potassium phosphate, tribasic sodium phosphate, tribasic potassium phosphate, sodium pyrophosphate, pyroline potassium phosphate, sodium polyphosphate, potassium polyphosphate and the like.
  • melamine pyrophosphate and melamine polyphosphate may be obtained by thermally condensing melamine orthophosphate.
  • the melamine salt used in the component (A-1) of the present invention is preferably a melamine salt containing melamine pyrophosphate or melamine polyphosphate as a main component, obtained by thermally condensing melamine orthophosphate.
  • a melamine salt containing melamine pyrophosphate as a main component obtained by thermally condensing acid melamine is preferred.
  • the piperazine salt used as component (A-2) in the mechanical property-imparting agent composition of the present invention contains at least one selected from the group consisting of piperazine orthophosphate, piperazine pyrophosphate and piperazine polyphosphate.
  • the content of piperazine pyrophosphate in the melamine salt is preferably 90% by mass or more, more preferably 95% by mass or more, and particularly preferably 98% by mass or more.
  • These salts of phosphoric acid and piperazine can be obtained by reacting the corresponding phosphoric acid or phosphate with piperazine or piperazine hydrochloride.
  • phosphate those described above can be used.
  • Piperazine pyrophosphate and piperazine polyphosphate may also be obtained by thermally condensing piperazine orthophosphate.
  • the piperazine salt used in the component (A-2) of the present invention is preferably a piperazine salt containing piperazine pyrophosphate or piperazine polyphosphate as a main component obtained by thermally condensing piperazine orthophosphate, particularly orthophosphoric acid.
  • a piperazine salt containing piperazine pyrophosphate as a main component obtained by thermally condensing piperazine is preferred.
  • the (A) component contained in the mechanical property-imparting agent composition of the present invention preferably consists only of the (A-1) component and the (A-2) component.
  • the content of component (A-1) in component (A) is preferably 10 to 50 parts by mass, more preferably 20 to 50 parts by mass, per 100 parts by mass of component (A).
  • the content of component (A-2) in component (A) is preferably 90 to 50 parts by mass, more preferably 80 to 50 parts by mass, per 100 parts by mass of component (A).
  • the total amount of component (A) in the mechanical property-imparting agent composition of the present invention is preferably 60 to 90% by mass, more preferably 60 to 83% by mass. It is preferable that the content of component (A) is 60% by mass or more in terms of improving flame retardancy, and that it is 90% by mass or less ensures the amount of component (B) to be blended, and the effect of the present invention is obtained. is preferable in terms of increasing
  • the content of the amine phosphate salt as the component (A) typified by the melamine salt as the component (A-1) and the piperazine salt as the component (A-2) is , can be determined by ion chromatography.
  • Melamine cyanurate which is the component (B) in the agent composition for imparting mechanical properties of the present invention, is an organic salt of melamine and cyanuric acid.
  • a commercially available product can be used as the melamine cyanurate.
  • Examples of commercial products of melamine cyanurate include MC-4000, MC-4500 and MC-6000 manufactured by Nissan Chemical Industries, Ltd.
  • the content of the component (B) is 10 parts by mass or more with respect to 100 parts by mass of the total content of the components (A-1) and (A-2). 40 parts by mass or less, preferably over 20 parts by mass and 40 parts by mass or less, more preferably over 20 parts by mass and 38 parts by mass or less, particularly preferably over 20 parts by mass and 30 parts by mass or less .
  • setting the content of the component (B) to 10 parts by mass or more there is an advantage of improving the mechanical properties when blended with the resin.
  • setting the content of component (B) to 40 parts by mass or less is advantageous in terms of flame retardancy.
  • the content of the component (B) can be measured, for example, by infrared spectroscopy, gas chromatography, gas chromatography-mass spectrometry, or the like.
  • the mechanical property-imparting agent composition of the present invention can further contain zinc oxide (ZnO) (hereinafter, this component is also referred to as "(C) component").
  • ZnO zinc oxide
  • the zinc oxide functions as a flame retardant aid.
  • the zinc oxide may be surface-treated.
  • Commercially available zinc oxide can be used. 0.02 ⁇ m ultrafine zinc oxide: manufactured by Sakai Chemical Industry Co., Ltd.), Nanofine K (superfine zinc oxide coated with zinc silicate with an average particle size of 0.02 ⁇ m: manufactured by Sakai Chemical Industry Co., Ltd.), and the like. .
  • the content of zinc oxide as the component (C) is 0.01 to 10 mass parts per 100 parts by mass of the component (A) from the viewpoint of flame retardancy. parts, more preferably 0.5 to 8 parts by mass, still more preferably 1 to 7 parts by mass.
  • the content of zinc oxide is 0.01 part by mass or more, the flame retardancy becomes better.
  • the content of zinc oxide is less likely to be adversely affected.
  • the mechanical property-imparting agent composition of the present invention prevents the mechanical property-imparting agent powder from agglomerating, improves storage stability, and improves dispersibility in synthetic resins. It preferably contains at least one selected from coupling agents, hydrotalcite and lubricants (hereinafter, this component is also referred to as “component (D)").
  • silicone oils include dimethylsilicone oil in which the side chains and terminals of polysiloxane are all methyl groups, and methylphenyl, in which the side chains and terminals of polysiloxane are methyl groups and part of the side chains are phenyl groups.
  • examples thereof include silicone oil, methylhydrogensilicone oil in which the side chains and terminals of polysiloxane are methyl groups and part of the side chains are hydrogen, and copolymers thereof.
  • silicone oil examples include KF-96 (manufactured by Shin-Etsu Chemical Co., Ltd.), KF-965 (manufactured by Shin-Etsu Chemical Co., Ltd.), and KF-968 (manufactured by Shin-Etsu Chemical Co., Ltd.) as dimethyl silicone oil.
  • methyl hydrogen silicone oils examples include KF-99 (manufactured by Shin-Etsu Chemical Co., Ltd.), KF-9901 (manufactured by Shin-Etsu Chemical Co., Ltd.), HMS-151 (manufactured by Gelest), HMS-071 (manufactured by Gelest ), HMS-301 (manufactured by Gelest), DMS-H21 (manufactured by Gelest), etc.
  • methylphenyl silicone oils examples include KF-50 (manufactured by Shin-Etsu Chemical Co., Ltd.), KF-53 (manufactured by Shin-Etsu Chemical Co., Ltd.), KF-54 (Shin-Etsu Chemical Co., Ltd.), KF-56 (Shin-Etsu Chemical Co., Ltd.), etc.
  • Examples of epoxy-modified products include X-22-343 ( Shin-Etsu Chemical Co., Ltd.), X-22-2000 (Shin-Etsu Chemical Co., Ltd.), KF-101 (Shin-Etsu Chemical Co., Ltd.), KF-102 (Shin-Etsu Chemical Co., Ltd.), KF-1001 ( Shin-Etsu Chemical Co., Ltd.), carboxyl-modified products such as X-22-3701E (Shin-Etsu Chemical Co., Ltd.), carbinol-modified products such as X-22-4039 (Shin-Etsu Chemical Co., Ltd.) (manufactured by Shin-Etsu Chemical Co., Ltd.), X-22-4015 (manufactured by Shin-Etsu Chemical Co., Ltd.), and amine-modified products include, for example, KF-393 (manufactured by Shin-Etsu Chemical Co., Ltd.).
  • the mechanical property-imparting agent powder is prevented from agglomerating, the storage stability is improved, and the dispersibility in the synthetic resin is improved.
  • Jen silicone oil is preferred.
  • Epoxy coupling agents include, for example, compounds represented by the general formula A—(CH 2 ) k —Si(OR) 3 and having an epoxy group.
  • A is a group having an epoxy ring
  • k represents a number from 1 to 3
  • R represents a methyl group or an ethyl group.
  • the group having an epoxy ring as used herein includes a glycidoxy group and a 3,4-epoxycyclohexyl group.
  • epoxy coupling agents include silane coupling agents having an epoxy group, such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxy propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, glycidoxyoctyltrimethoxysilane and the like.
  • silane coupling agents having an epoxy group such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxy propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, glycidoxyoctyltrimethoxysilane and the
  • Hydrotalcite is a complex salt compound consisting of magnesium, aluminum, hydroxyl group, carbonate group and optional water of crystallization, which are known as natural or synthetic products. Substituted ones and those in which hydroxyl groups and carbonate groups are substituted with other anionic groups can be mentioned. Specifically, for example, hydrotalcite represented by the following formula (3) and hydrotalcite represented by the following formula (3) in which the metal is replaced with an alkali metal can be mentioned. A compound represented by the formula (4) can also be used as the Al—Li-based hydrotalcite.
  • x1 and x2 represent numbers satisfying 0 ⁇ x2/x1 ⁇ 10 and 2 ⁇ x1+x2 ⁇ 20, respectively, and p represents 0 or a positive number.
  • a q- represents a q-valent anion
  • p represents 0 or a positive number.
  • carbonate anions in the hydrotalcite may be partly replaced with other anions.
  • the hydrotalcite may be obtained by dehydrating the water of crystallization, and includes higher fatty acids such as stearic acid, higher fatty acid metal salts such as alkali metal oleate, and organic metal sulfonates such as alkali metal dodecylbenzenesulfonate. It may be coated with salt, higher fatty acid amide, higher fatty acid ester, wax, or the like.
  • Lubricants include pure hydrocarbon lubricants such as liquid paraffin, natural paraffin, microwax, synthetic paraffin, low molecular weight polyethylene and polyethylene wax; halogenated hydrocarbon lubricants; fatty acid lubricants such as higher fatty acids and oxy fatty acids; , fatty acid amide lubricants such as bis fatty acid amides; lower alcohol esters of fatty acids, polyhydric alcohol esters of fatty acids such as glycerides, polyglycol esters of fatty acids, ester lubricants such as fatty alcohol esters of fatty acids (ester wax); metal soaps , fatty alcohol, polyhydric alcohol, polyglycol, polyglycerol, partial ester of fatty acid and polyhydric alcohol, fatty acid and polyglycol, partial ester lubricant of polyglycerol, silicone oil, mineral oil, and the like. Lubricants may be used individually by 1 type, and may use 2 or more types together.
  • the mechanical property imparting agent composition of the present invention contains at least one selected from silicone oil, epoxy coupling agent, hydrotalcite and lubricant (component (D)) from the viewpoint of improving flame retardancy.
  • component (D) is, from the viewpoint of effectively exhibiting the effect of containing component (D), relative to 100 parts by mass of component (A). 0.01 to 5 parts by mass is preferable, and 0.01 to 3 parts by mass is more preferable.
  • the mechanical property-imparting agent composition of the present invention contains a silicone oil
  • the content of the silicone oil is 100 parts by mass of the component (A) from the viewpoint of enhancing the above-mentioned effects due to the inclusion of the silicone oil.
  • 0.01 to 3 parts by mass is preferable, and 0.1 to 1 part by mass is more preferable.
  • the content of the epoxy coupling agent is It is preferably 0.01 to 3 parts by mass, more preferably 0.1 to 1.5 parts by mass, per 100 parts by mass of component (A).
  • the content of hydrotalcite is 100% of component (A) from the viewpoint of enhancing the above-mentioned effects due to the inclusion of hydrotalcite. It is preferably 0.01 to 5 parts by mass, more preferably 0.1 to 0.5 parts by mass.
  • the content of the lubricant is preferably It is 0.01 to 3 parts by mass, more preferably 0.1 to 0.5 parts by mass.
  • the mechanical property-imparting agent composition used in the present invention may optionally contain a phenolic antioxidant, a phosphite antioxidant, a thioether antioxidant, other antioxidants, a nucleating agent, and an ultraviolet absorbing agent. agents, light stabilizers, plasticizers, fillers, fatty acid metal salts, antistatic agents, pigments, dyes and the like can be blended. These components can be blended in advance in the mechanical property-imparting agent composition of the present invention, and by blending the mechanical property-imparting agent composition into the resin, these components can be blended into the resin composition. It is preferable to stabilize the resin composition by blending these.
  • phenolic antioxidant examples include 2,6-di-tert-butyl-4-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2-tert-butyl-4,6 -dimethylphenol, styrenated phenol, 2,2'-methylenebis(4-ethyl-6-tert-butylphenol), 2,2'-thiobis-(6-tert-butyl-4-methylphenol), 2,2' -thiodiethylenebis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2-methyl-4,6-bis(octylsulfanylmethyl)phenol, 2,2'-isobutylidene Bis(4,6-dimethylphenol), isooctyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, N,N'-hexane-1,6-diylbis[3-(3, 5-
  • the amount of these phenolic antioxidants used is preferably 0.001 to 5 parts by mass in 100 parts by mass of the resin composition when blended in the resin, and 0.01 to 1.0 parts by mass. is more preferred.
  • phosphite-based antioxidant examples include triphenylphosphite, diisooctylphosphite, heptakis (dipropylene glycol) triphosphite, triisodecylphosphite, diphenylisooctylphosphite, and diisooctylphenylphosphite.
  • the amount of these phosphite-based antioxidants used is preferably 0.001 to 5 parts by mass, preferably 0.01 to 1.0 parts by mass, based on 100 parts by mass of the resin composition when blended in the resin. is more preferable.
  • thioether antioxidant examples include 3,3′-thiodipropionic acid, alkyl(C 12-14 )thiopropionic acid, di(lauryl)-3,3′-thiodipropionate, 3,3 '-ditridecyl thiobispropionate, di(myristyl)-3,3'-thiodipropionate, di(stearyl)-3,3'-thiodipropionate, di(octadecyl)-3,3'-thiodipropionate pionate, lauryl stearyl thiodipropionate, tetrakis[methylene-3-(dodecylthio)propionate]methane, thiobis(2-tert-butyl-5-methyl-4,1-phenylene)bis(3-(dodecylthio)propionate) , 2,2′-thiodiethylenebis(3-aminobutenoate), 4,6
  • the amount of these thioether-based antioxidants used is preferably 0.001 to 5 parts by mass in 100 parts by mass of the resin composition when blended in the resin, and 0.01 to 1.0 parts by mass. is more preferred.
  • antioxidants examples include N-benzyl- ⁇ -phenyl nitrone, N-ethyl- ⁇ -methyl nitrone, N-octyl- ⁇ -heptyl nitrone, N-lauryl- ⁇ -undecyl nitrone, N- Tetradecyl- ⁇ -tridecyl nitrone, N-hexadecyl- ⁇ -pentadecyl nitrone, N-octyl- ⁇ -heptadecyl nitrone, N-hexadecyl- ⁇ -heptadecyl nitrone, N-octadecyl- ⁇ -pentadecyl nitrone, N- Nitrone compounds such as heptadecyl- ⁇ -heptadecyl nitrone, N-octadecyl- ⁇ -heptadecyl nitrone, 3-arylbenzofuran-2(3
  • the amount of these other antioxidants used is preferably 0.001 to 5 parts by mass, and 0.01 to 1.0 parts by mass in 100 parts by mass of the resin composition when blended in the resin. quantity is more preferred.
  • nucleating agent examples include carboxylic acid metals such as sodium benzoate, 4-tert-butylbenzoic acid aluminum salt, sodium adipate, and disodium bicyclo[2.2.1]heptane-2,3-dicarboxylate.
  • the amount of these nucleating agents to be used is preferably 0.001 to 5 parts by mass, and preferably 0.01 to 1.0 parts by mass, based on 100 parts by mass of the resin composition when blended in the resin. more preferred.
  • Examples of the ultraviolet absorber include 2,4-dihydroxybenzophenone, 5,5′-methylenebis(2-hydroxy-4-methoxybenzophenone), 2-hydroxy-4-normal octoxybenzophenone, 2-hydroxy-4- Benzophenones such as methoxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2-(2-hydroxy-5-methylphenyl)benzotriazole, 2-(2- hydroxy-5-tert-octylphenyl)benzotriazole, 2-(2-hydroxy-3,5-di-tert-butylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3-tert-butyl- 5-methylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3,5-dicumylphenyl)benzotriazole, 2,2′-methylenebis(4-tert-octyl-6-benzo
  • the amount of these ultraviolet absorbers used is preferably an amount of 0.001 to 5 parts by mass, and an amount of 0.05 to 0.5 parts by mass in 100 parts by mass of the resin composition when blended in the resin. is more preferred.
  • Examples of the light stabilizer 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, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2 ,3,4-butanetetracarboxylate, tetrakis(1,2,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, bis(2,2,6, 6-tetramethyl-4-piperidyl)-di(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)-di(tridecyl) )-1,2,3,4-butanetetrac
  • the amount of these light stabilizers to be used is preferably an amount of 0.001 to 5 parts by mass, and an amount of 0.005 to 0.5 parts by mass, based on 100 parts by mass of the resin composition when blended in the resin. is more preferred.
  • plasticizer examples include epoxy-based soybean oil, epoxidized linseed oil, epoxidized fatty acid octyl ester and the like; methacrylate-based; polycondensates of dicarboxylic acid and polyhydric alcohol; Polyesters such as polycondensates with polyhydric alcohols, polycondensates of dicarboxylic acids, polyhydric alcohols and alkylene glycol, polycondensates of dicarboxylic acids, polyhydric alcohols and arylene glycol, polyether esters such as polycondensates of a polyhydric alcohol and an alkylene glycol, polycondensates of a polyhydric carboxylic acid, a polyhydric alcohol and an arylene glycol; aliphatic esters such as adipic acid esters and succinic acid esters; Aromatic esters such as phthalate, terephthalate, trimellitate, pyromellitate, benzoate and the like are included. These plasticizers may be
  • the amount of these plasticizers used is preferably 0.1 to 500 parts by mass, more preferably 1 to 100 parts by mass, based on 100 parts by mass of the resin composition when mixed with the resin.
  • Examples of the filler include talc, mica, calcium carbonate, calcium oxide, calcium hydroxide, magnesium carbonate, magnesium hydroxide, magnesium oxide, magnesium sulfate, aluminum hydroxide, barium sulfate, glass powder, glass fiber, clay, Dolomite, mica, silica, alumina, potassium titanate whiskers, wollastonite, fibrous magnesium oxysulfate, montmorillonite, etc. can be mentioned, and the particle size (in the fibrous form, the fiber diameter, fiber length and aspect ratio) can be selected appropriately. can be used These fillers may be used individually by 1 type, and may use 2 or more types together.
  • the amount of these fillers used is preferably 1 to 100 parts by mass, more preferably 3 to 80 parts by mass, based on 100 parts by mass of the resin composition when mixed with the resin.
  • fatty acid of the fatty acid metal salt examples include capric acid, 2-ethylhexanoic acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, nonadecylic acid, arachidic acid, Heicosylic acid, behenic acid, tricosylic acid, lignoceric acid, cerotic acid, montanic acid, saturated fatty acids such as melissic acid, 4-decenoic acid, 4-dodecenoic acid, palmitoleic acid, ⁇ -linolenic acid, linoleic acid, ⁇ -linolenic acid , stearidonic acid, petroselinic acid, oleic acid, elaidic acid, vaccenic acid, eicosapentaenoic acid, docosapentaenoic acid, docosahexaeno
  • Examples of the metal of the fatty acid metal salt include alkali metals, magnesium, calcium, strontium, barium, titanium, manganese, iron, zinc, silicon, zirconium, yttrium, barium or hafnium, and particularly sodium, lithium, Alkali metals such as potassium are preferred.
  • alkali metals magnesium, calcium, strontium, barium, titanium, manganese, iron, zinc, silicon, zirconium, yttrium, barium or hafnium, and particularly sodium, lithium, Alkali metals such as potassium are preferred.
  • One of these fatty acid metal salts may be used alone, or two or more thereof may be used in combination.
  • the amount of these fatty acid metal salts used is preferably 0.001 to 5 parts by mass, more preferably 0.05 to 3 parts by mass, based on 100 parts by mass of the resin composition when blended in the resin. preferable.
  • antistatic agent examples include cationic antistatic agents such as fatty acid quaternary ammonium ion salts and polyamine quaternary salts, higher alcohol phosphate salts, higher alcohol EO adducts, polyethylene glycol fatty acid esters, and anionic antistatic agents.
  • cationic antistatic agents such as fatty acid quaternary ammonium ion salts and polyamine quaternary salts, higher alcohol phosphate salts, higher alcohol EO adducts, polyethylene glycol fatty acid esters, and anionic antistatic agents.
  • Anionic antistatic agents such as alkyl sulfonates, higher alcohol sulfates, higher alcohol ethylene oxide adduct sulfates, higher alcohol ethylene oxide adduct phosphates, polyhydric alcohol fatty acid esters, polyglycol phosphate esters , polyoxyethylene alkylallyl ether and other nonionic antistatic agents, amphoteric alkylbetaines such as alkyldimethylaminoacetic acid betaine, and amphoteric antistatic agents such as imidazoline type amphoteric surfactants.
  • One of these antistatic agents may be used alone, or two or more thereof may be used in combination.
  • the amount of these antistatic agents used is preferably 0.01 to 20 parts by mass, more preferably 3 to 10 parts by mass, based on 100 parts by mass of the resin composition when mixed with the resin.
  • pigments can also be used as the pigment, for example Pigment Red 1, 2, 3, 9, 10, 17, 22, 23, 31, 38, 41, 48, 49, 88, 90, 97, 112 , 119, 122, 123, 144, 149, 166, 168, 169, 170, 171, 177, 179, 180, 184, 185, 192, 200, 202, 209, 215, 216, 217, 220, 223, 224 Pigment Orange 13, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 65, 71 and pigment yellow 1, 3, 12, 13, 14, 16, 17, 20, 24, 55, 60, 73, 81, 83, 86, 93, 95, 97, 98, 100, 109, 110, 113, 114,117,120,125,126,127,129,137,138,139,147,148,150,151,152,153,154,166,168,175,180,185 and pigment green 7,
  • the amount of these pigments to be used is preferably 0.0001 to 10 parts by mass in 100 parts by mass of the resin composition when mixed with the resin.
  • dyes can also be used as the dyes. Examples include dyes such as nitro dyes, indamine dyes, oxazine dyes, phthalocyanine dyes, and cyanine dyes. These dyes may be used individually by 1 type, and may use 2 or more types together.
  • the amount of these dyes used is preferably 0.0001 to 10 parts by mass based on 100 parts by mass of the resin composition when mixed with the resin.
  • the essential components (A), (B), and optionally (C) to (D), and optionally other Any of the optional components may be mixed, and various mixers can be used for mixing. Heat can be applied during mixing.
  • mixers include Turbler mixers, Henschel mixers, ribbon blenders, V-type mixers, W-type mixers, super mixers, Nauta mixers, and the like.
  • the mechanical property-imparting agent composition of the present invention has the effect of imparting mechanical properties to resins, and is useful as a resin composition (sometimes referred to as a "resin additive"), particularly as a mechanical property-imparting agent.
  • the mechanical property-imparting agent composition of the present invention is preferably used as a resin composition imparted with mechanical properties (hereinafter also referred to as the resin composition of the present invention) by blending it with a resin.
  • thermoplastic resins include polyolefin resins, biomass-containing polyolefin resins, halogen-containing resins, aromatic polyester resins, linear polyester resins, degradable aliphatics, polyamide resins, cellulose ester resins; polycarbonate resins.
  • thermoplastic resins such as polyurethane resins, polyphenylene oxide resins, polyphenylene sulfide resins, acrylic resins, and blends thereof.
  • thermosetting resins include phenol resins, urea resins, melamine resins, epoxy resins, unsaturated polyester resins, and the like.
  • thermoplastic elastomers examples include olefinic thermoplastic elastomers, styrene thermoplastic elastomers, polyester thermoplastic elastomers, nitrile thermoplastic elastomers, and nylon thermoplastic elastomers.
  • Elastomers, vinyl chloride-based thermoplastic elastomers, polyamide-based thermoplastic elastomers, polyurethane-based thermoplastic elastomers, and the like can also be used.
  • resins may be used singly or in combination of two or more. Also, the resin may be alloyed.
  • the resin used in the present invention has molecular weight, degree of polymerization, density, softening point, ratio of insoluble matter in solvent, degree of stereoregularity, presence or absence of catalyst residue, type and blending ratio of raw material monomer, polymerization catalyst. It can be used regardless of the type (for example, Ziegler catalyst, metallocene catalyst, etc.).
  • polyolefin-based resins or polyurethane-based thermoplastic elastomers are preferable because they can impart excellent mechanical properties.
  • polyolefin resins include polyethylene, low density polyethylene, linear low density polyethylene, high density polyethylene, polypropylene, homopolypropylene, random copolymer polypropylene, block copolymer polypropylene, impact copolymer polypropylene, high impact copolymer polypropylene, and isotactic.
  • Thermoplastic polyurethane resins can also be mentioned as thermoplastic polyurethane elastomers.
  • Thermoplastic polyurethane resin (TPU) is a rubber-like elastic body having a urethane group (-NHCOO-) in its molecular structure. It consists of strong moieties and is generally prepared using polyols, diisocyanates, and chain extenders.
  • thermoplastic polyurethane resin can be divided into a casting type in which liquid is poured into a mold and cured, a type in which roll-kneading and press molding is performed as with conventional rubber, and a type that can be processed in the same manner as general thermoplastic resins. Although they can be broadly classified, the present invention does not distinguish between them.
  • thermoplastic polyurethane resin examples include ester (lactone)-based polyurethane copolymers, ester (adipate)-based polyurethane copolymers, ether-based polyurethane copolymers, carbonate-based polyurethane copolymers, and ether/ester-based polyurethanes. Copolymers are included, and these thermoplastic polyurethane resins (TPU) can be used alone or in combination.
  • TPU thermoplastic polyurethane resins
  • the resin content is preferably 50 to 99.9% by mass, more preferably 60 to 90% by mass.
  • the resin composition of the present invention preferably contains 10 to 400 parts by mass, more preferably 20 to 80 parts by mass, of the mechanical property imparting agent composition per 100 parts by mass of the resin.
  • the molding method is not particularly limited, and includes extrusion, calendering, injection molding, roll molding, compression molding, blow molding, etc., and molded products of various shapes such as resin plates, sheets, films, irregular shaped products, etc. can be manufactured.
  • the resin composition of the present invention and its molded product are used in electrical/electronic/communication, electronic & engineering, agriculture, forestry and fisheries, mining, construction, food, textile, clothing, medical, coal, petroleum, rubber, leather, automobile, precision equipment, It can be used in a wide range of industrial fields such as wood, building materials, civil engineering, furniture, printing, and musical instruments. More specifically, printers, personal computers, word processors, keyboards, PDAs (small information terminals), telephones, copiers, facsimiles, ECRs (electronic cash registers), calculators, electronic notebooks, cards, holders, stationery, etc.
  • the resin composition of the present invention and its molded product can be used for seats (filling, outer material, etc.), belts, ceiling coverings, compatible tops, armrests, door trims, rear package trays, carpets, mats, sun visors, foil covers, mattress covers. , airbags, insulating materials, straps, straps, wire coating materials, electrical insulating materials, paints, coating materials, covering materials, floor materials, corner walls, carpets, wallpaper, wall covering materials, exterior materials, interior materials , roofing materials, decking materials, wall materials, pillar materials, decking boards, fence materials, frames and moldings, window and door profiles, shingles, siding, terraces, balconies, soundproofing boards, heat insulating boards, window materials, etc.
  • automobiles hybrid cars, electric vehicles, vehicles, ships, aircraft, buildings, housing and construction materials, civil engineering materials, clothing, curtains, sheets, plywood, synthetic fiber boards, carpets, entrance mats, sheets, buckets, hoses, containers , eyeglasses, bags, cases, goggles, skis, rackets, tents, musical instruments and other daily necessities, and sports goods.
  • the purities of the above melamine salts and piperazine salts were measured using an ion chromatograph ICS-2100 (Thermo Fisher Scientific Co., Ltd.), a Dionex IonPac AS-19 column (Thermo Fisher Scientific Co., Ltd.), and an electrical conductivity detector. was measured using
  • component (D) As the melamine salt and piperazine salt, those produced in Production Examples 1 and 2 above were used.
  • Thermoplastic polyurethane resin (BASF Elastollan 1185A) 100 parts by weight calcium stearate 0.1 parts by weight, glycerin monostearate 0.3 parts by weight, tetrakis [3-(3,5-di-tert-butyl-4-hydroxyphenyl ) 0.1 part by mass of methyl propionate]methane and 0.1 part by mass of 2,2′-methylenebis(4,6-di-tert-butylphenyl)-2-ethylhexylphosphite were blended, and preliminarily mixed with a Henschel mixer.
  • BASF Elastollan 1185A 100 parts by weight calcium stearate 0.1 parts by weight, glycerin monostearate 0.3 parts by weight, tetrakis [3-(3,5-di-tert-butyl-4
  • thermoplastic polyurethane resin composition X was obtained by mixing.
  • the components shown in Table 1 or 2 were added to the obtained thermoplastic polyurethane resin composition X in parts by weight shown in the table, and mixed with a Henschel mixer to obtain a resin composition.
  • Pellets were produced from each resin composition obtained above by the following method.
  • the resin compositions of Examples 1 to 15 containing a thermoplastic polyurethane resin and the resin compositions of Comparative Examples 1 to 4 were extruded into cylinders using a twin-screw extruder (manufactured by The Japan Steel Works, Ltd.; TEX-30 ⁇ ). Melt-kneading was performed at a temperature of 170 to 200° C. and a screw speed of 150 rpm. The strand discharged from the die was cooled in a cooling bath and cut with a pelletizer to prepare pellets of the resin composition.
  • the resin compositions of Examples 16 to 20 and the resin compositions of Comparative Examples 5 to 8 containing polypropylene resin were extruded at a cylinder temperature of 220 using a twin-screw extruder (manufactured by Japan Steel Works, Ltd.; TEX-30 ⁇ ). Melt-kneading was carried out under conditions of ⁇ 230°C and a screw speed of 150 rpm. The strand discharged from the die was cooled in a cooling bath and cut with a pelletizer to prepare pellets of the resin composition.
  • the pellets of the resin composition obtained above were injection molded using an injection molding machine (manufactured by Nissei Plastic Industry Co., Ltd.; NEX-80), and an ISO Type-A dumbbell piece for tensile property evaluation and a length of 127 mm, A test piece for flame retardancy evaluation having a width of 12.7 mm and a thickness of 1.6 mm was obtained.
  • the set screw temperature was 190°C and the mold temperature was 50°C.
  • the set screw temperature was 230°C and the mold temperature was 40°C.
  • the mechanical property-imparting agent composition of the present invention can impart high flame retardancy and good mechanical properties to resins, and is excellent as a mechanical property-imparting agent.

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Abstract

Le but de la présente invention est de fournir : une composition d'agent conférant des propriétés mécaniques qui peut conférer une excellente ininflammabilité et d'excellentes propriétés mécaniques à une résine ; une composition de résine qui contient cette composition d'agent conférant des propriétés mécaniques.　La présente invention est une composition d'agent conférant des propriétés mécaniques qui contient : un composant (A), un sel d'amine d'acide phosphorique ; et un composant (B), du cyanurate de mélamine. Le composant (A) contient un composant (A-1) et un composant (A-2). La teneur en composant (B) est de 10 à 40 parties en masse par rapport à un total de 100 parties en masse du composant (A-1) et du composant (A-2).　Composant (A-1) : un sel de mélamine incluant au moins un type choisi dans le groupe constitué par l'orthophosphate de mélamine, le pyrophosphate de mélamine et le polyphosphate de mélamine.　Composant (A-2) : un sel de pipérazine incluant au moins un type choisi dans le groupe constitué par l'orthophosphate de pipérazine, le pyrophosphate de pipérazine et le polyphosphate de pipérazine.
PCT/JP2022/016821 2021-04-08 2022-03-31 Composition d'agent conférant des propriétés mécaniques, composition de résine et article moulé WO2022215660A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09221567A (ja) * 1996-02-13 1997-08-26 Chisso Corp 難燃性ポリオレフィン系樹脂組成物
WO2012161070A1 (fr) * 2011-05-25 2012-11-29 堺化学工業株式会社 Agent retardateur de flamme et composition de résine retardatrice de flamme
WO2014080821A1 (fr) * 2012-11-21 2014-05-30 堺化学工業株式会社 Produit ignifugeant et composition de résine ignifugeante
WO2019021671A1 (fr) * 2017-07-24 2019-01-31 株式会社Adeka Composition et composition de résine ignifuge
WO2019054155A1 (fr) * 2017-09-12 2019-03-21 株式会社Adeka Composition, et composition de résine synthétique ignifuge

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09221567A (ja) * 1996-02-13 1997-08-26 Chisso Corp 難燃性ポリオレフィン系樹脂組成物
WO2012161070A1 (fr) * 2011-05-25 2012-11-29 堺化学工業株式会社 Agent retardateur de flamme et composition de résine retardatrice de flamme
WO2014080821A1 (fr) * 2012-11-21 2014-05-30 堺化学工業株式会社 Produit ignifugeant et composition de résine ignifugeante
WO2019021671A1 (fr) * 2017-07-24 2019-01-31 株式会社Adeka Composition et composition de résine ignifuge
WO2019054155A1 (fr) * 2017-09-12 2019-03-21 株式会社Adeka Composition, et composition de résine synthétique ignifuge

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