JP3153523B2 - Resin composition and method for producing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a resin composition, and more particularly to a polyolefin resin composition having improved impact resistance while maintaining properties such as rigidity, and a method for producing the same.

[0002]

2. Description of the Related Art Polyolefin resins, particularly crystalline polyolefin resins, are not only excellent in various properties such as rigidity, electric properties, solvent resistance and molding workability, but also have low specific gravity and low cost. It has features and is widely used as various molded products and films. However, such polyolefin resins also have some disadvantages, and improvement thereof is desired. One of these drawbacks is that the impact properties are inferior, and various proposals have hitherto been made as methods for improving such drawbacks. Among them, for example, a method of blending an elastomer with a polyolefin resin, or a method of producing a random copolymer or a block copolymer having a plurality of olefin monomer units acting as an elastomer in the polyolefin resin by polymerization. (See JP-A-63-30950).

On the other hand, a blend of a polyolefin resin and another thermoplastic resin has the above-mentioned characteristics of the polyolefin resin such as excellent moldability, and is relatively inferior to the polyolefin resin. Various attempts have been made to produce a material having improved properties such as a resin composition comprising a polyolefin resin and a polyphenylene ether resin (Japanese Patent Publication No. Sho 42-706).
No. 9, JP-A-2-115248), a resin composition comprising a polyolefin resin and polyphenylene sulfide (Japanese Patent Publication No. 54-39856), a resin composition comprising polystyrene and polypropylene (US Pat. No. 4,237,190), etc. Has been proposed.

[0004]

However, these conventionally proposed methods and compositions have various disadvantages.
It is not industrially satisfactory. That is, in the method of blending the above elastomers for improving the impact properties of the polyolefin resin or the method of modifying by polymerization, a considerably large amount of elastomer is required to obtain practically improved impact properties. It is necessary to make the polyolefin resin exist in the polyolefin resin. As a result, it is inevitable that the original excellent properties of the polyolefin resin such as rigidity and heat deformation resistance are impaired.

Accordingly, an object of the present invention is to provide a polyolefin resin composition having both high rigidity and high impact strength using a polyolefin resin as a resin component.

[0006]

Means for Solving the Problems The present inventors have made intensive studies to achieve the above object, and as a result, when three kinds of specific organic compounds are mixed with a polyolefin resin, surprisingly, The inventors have found that the impact strength of the polyolefin resin can be remarkably improved without sacrificing the inherent excellent properties of the polyolefin resin such as high rigidity, and have completed the present invention.

That is, the present invention relates to (A) a polyolefin resin, (B-1) an alkenyl aromatic hydrocarbon, (B-
2) a functional compound having a bond or a functional group selected from the group consisting of a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group, and (C) a general formula

Embedded image ^{R I NH-X-NHR II} [ wherein, R ^I and R ^II may be the same or different, represent alkyl group which may have a each a hydrogen atom or an inert substituent, X represents an alkylene group having 7 to 30 carbon atoms which may have an inert substituent. ]
And a process for producing the same.

Examples of the polyolefin resin (A) used in the present invention include ethylene, propylene, butene-1, pentene-1, hexene-1, 3-methylbutene-1, 4-methylpentene-1, and octene. -1, decene-1, dodecene-1, tetradecene-1, hexadecene-1, octadecene-1, eicosene-1, etc.
Olefins: Homopolymers or copolymers of olefins such as cyclic olefins described in JP-A-2-115248. These may be used alone or in combination. Incidentally, a copolymer obtained by copolymerizing an olefin and a small amount of another unsaturated monomer, and a modified product of the copolymer and the olefin alone or a copolymer obtained by oxidation, halogenation, sulfonation, etc. It shall be included in the polyolefin resin.

Examples of other unsaturated monomers copolymerizable with olefins include acrylic acid, methacrylic acid, maleic acid, itaconic acid, methyl acrylate, methyl methacrylate, maleic anhydride, arylmaleimide Organic acids or derivatives thereof, such as imides and alkylmaleimides; vinyl esters, such as vinyl acetate and vinyl butyrate; aromatic vinyl compounds, such as styrene and methylstyrene; vinyl trimethylmethoxysilane, γ-methacryloyloxypropyltrimethoxysilane, etc. Vinylcyclosilane; dicyclopentadiene, 4-ethylidene-2-norbornene, 4-methyl-1,4-hexadiene, 5-methyl-
Non-conjugated dienes such as 1,4-hexadiene are exemplified. Among these, ethylene, propylene, butene
Copolymers or homopolymers containing a majority weight of 1,3-methylbutene-1,4-methylpentene-1 are preferred, and crystalline propylene-based polymers such as propylene homopolymer, propylene-ethylene block or random copolymer Is more preferred.

Regarding the molecular weight of the polyolefin resin,
Since the preferred range varies depending on the purpose, the range cannot be unconditionally determined.
kg / cm ² melt flow rate (MF
R), from 0.01 to 400 g / 10 min, preferably from 0.1 to 400 g / 10 min.
15 to 60 g / 10 minutes. The polyolefin resin can be produced by a conventionally known method such as polymerization or modification. Also, commercially available products are widely available, and can be appropriately selected from these and used.

The alkenyl aromatic hydrocarbon of the present invention (B-
Examples of 1) include styrene and α-methylstyrene.

The functional compound (B-2) in the present invention is a non-aromatic carbon-carbon double bond or triple bond,
An organic compound having a bond or a functional group selected from the group consisting of an oxirane group and a derived carboxyl group. The functional compounds having only a non-aromatic carbon-carbon double bond or triple bond in the present invention are olefins, liquid diene polymers and quinones shown below.

That is, specific examples of such functional compounds include olefins exemplified by dodecene-1, octadecene-1 and the like; liquid diene polymers exemplified by liquid polybutadiene; and 1,2- and 1,4- Benzoquinone, 2,6-dimethylbenzoquinone, 2,6-diphenylbenzoquinone, tetramethylbenzoquinone, 2-
Chloro-1,4-benzoquinone, chloranil, 2,2 '
-And 4,4'-diphenoquinone, 1,2-, 1,4
And quinones exemplified by 2,6-naphthoquinone, 9,10-anthraquinone and the like.

Further, specific examples of the functional compound having only an oxirane group in the present invention include a compound obtained by condensing epichlorohydrin with a compound selected from the group consisting of polyhydric phenols, polyhydric alcohols and amines. Examples of the epoxy resin include an epoxy resin to be produced, an epoxidized product of the liquid diene polymer, an oxidized polyolefin wax, an octadecyl glycidyl ether, and an epoxy compound exemplified by 1-hexadecene oxide.

Examples of the functional compound having only a derived carboxyl group in the present invention include the following compounds, wherein the derived carboxyl group has the general formula

[Image Omitted] -COOR ₁ , -COX, -CONR ₂ R ₃ or -CO-Y-CO- wherein R ₁ is a hydrogen atom or a carbon atom which may have an inert substituent. X represents a halogen atom, and R ₂ and R ₃ each represent a hydrogen atom or 1 carbon atom which may have an inert substituent;
Represents from 10 to 10 alkyl or aryl groups,
Y represents an oxygen atom or NH. ] Which is derived from a carboxyl group.

Specific examples of such a functional compound include carboxylic acid exemplified by succinic anhydride, maleic anhydride polymer such as styrene-maleic anhydride copolymer, methyl p-nitrobenzoate, p-cyanophenylacetamide and the like. It is a derivative. The functional compound (B-2) in the present invention includes (i) at least one of a bond or a functional group selected from the group consisting of a non-aromatic carbon-carbon double bond, an oxirane group and a derived carboxyl group; (ii) a functional group selected from the group consisting of a derivative carboxyl group, a derivative hydroxyl group, a derivative amino group, a derivative silyl group, a derivative mercapto group, a derivative sulfonic acid group and an oxirane group, which is different from the functional group of the above (i). Functional compounds having at least one of the functional groups simultaneously are preferred.

Here, the derived hydroxyl group is represented by the general formula

Embedded image —OR ₄ —, —OCOR ₅ — or —OSi
(R ₆ ) ₃ — wherein R ₄ and R _{5 each} have a hydrogen atom or 1 to 10 carbon atoms which may have an inert substituent.
Alkyl or aryl groups, and three R
₆ represents an alkyl group, an aryl group or an alkoxy group having 1 to 10 carbon atoms which may have the same or different inert substituents. ] Is a group derived from a hydroxyl group represented by

The derived amino acid group is represented by the general formula

-NHR ₇ -or -NHCOR _8- wherein,
R ₇ represents a hydrogen atom, a cyano group or an alkyl group or an aryl group having 1 to 10 carbon atoms which may have an inert substituent, and R ₈ represents a hydrogen atom or an inert substituent. 1 to 20 carbon atoms that may be present
Represents an alkyl group or an aryl group. ] Is a group derived from the amino group represented by

The derivative silyl group has the general formula

Embedded image -Si (R _{9) 3} [wherein, of the three R ₉ are each the same or different hydrogen atom, an amino group, or number of carbon atoms which may have a mercapto group of 1 to 10 Represents an alkyl group, an aryl group or an alkoxy group. ] Is a group derived from the silyl group.

The derivative mercapto group has the general formula

Embedded image wherein —SR ₁₀ — or —SCOR ₁₁ —
₁₀ and R ₁₁ represent a hydrogen atom or an alkyl or aryl group having 1 to 10 carbon atoms which may have an inert substituent. ] Which is derived from a mercapto group.

The derivative sulfonic acid group has the general formula

Embedded image —SO ₃ R ₁₂ , —SO ₂ X or —SO ₂ N
R ₁₃ R ₁₄ wherein R ₁₂ represents a hydrogen atom or an alkyl or aryl group having 1 to 20 carbon atoms which may have an inert substituent, X represents a halogen atom, R ₁₃ and R ₁₄ each represent a hydrogen atom or an alkyl or aryl group having 1 to 10 carbon atoms which may have an inert substituent. ] Which is derived from a sulfonic acid group represented by

Examples of such preferred functional compounds include unsaturated dicarboxylic acids exemplified by maleic acid, fumaric acid, chloromaleic acid, hymic acid, citraconic acid, itaconic acid; acrylic acid, butanoic acid, crotonic acid,
Vinyl acetic acid, methacrylic acid, pentenoic acid, dodecenoic acid,
Unsaturated monocarboxylic acids exemplified by linoleic acid, angelic acid, cinnamic acid, etc .; the α, β-unsaturated dicarboxylic acids or unsaturated monocarboxylic acids exemplified by maleic anhydride, hymic anhydride, acrylic anhydride, etc. Acid anhydrides of carboxylic acids; acid amides of the aforementioned α, β-unsaturated dicarboxylic acids or unsaturated monocarboxylic acids exemplified by maleic acid amide, maleic hydrazide, acrylamide, N- (hydroxymethyl) acrylamide; ethylmaleic acid Esters of the aforementioned α, β-unsaturated dicarboxylic acids or unsaturated monocarboxylic acids; imides of α, β-unsaturated dicarboxylic acids or unsaturated monocarboxylic acids exemplified by maleimide;

Unsaturated epoxy compounds exemplified by allyl glycidyl ether, glycidyl acrylate, glycidyl methacrylate, etc .; unsaturated amines exemplified by allylamine, p-aminostyrene, N-vinylaniline, etc .; allyl alcohol, 3-butene-2 -Unsaturated alcohols exemplified by all, propargyl alcohol, etc .; p
Alkenyl phenols exemplified by -vinylphenol, 2-propenylphenol and the like; 2- (3-cyclohexenyl) ethyltrimethoxysilane, 1,3-divinyltetraethoxysilane, vinyltris- (2-methoxyethoxy) silane, 5 An organosilane compound such as-(bicycloheptenyl) triethoxysilane, γ-aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane; 3-mercaptopropionic acid,
-Mercapto compounds such as mercaptobenzimidazole;

2-hydroxyisobutyric acid, DL-tartaric acid,
Citric acid, malic acid, agaric acid, diammonium citrate, triammonium citrate, calcium citrate, calcium malate, potassium citrate, potassium malate, acetyl citrate, stearyl citrate, distearyl citrate, acetyl mari Ethate, stearyl malate, N, N'-diethyl citrate, N, N'-dipropyl citrate, N-phenyl citrate, N-dodecyl citrate, N,
Oxycarboxylic acid derivatives such as N'-didodecylenoic acid amide and N-dodecylmalic acid amide; trimellitic anhydride anhydride, chloroformylsuccinic acid, chloroformylsuccinic anhydride, chloroformylglutaric acid,
Acid chlorides such as chloroformyl glutaric anhydride and chloroacetyl succinic anhydride are exemplified.

More preferred functional compounds include (i) a non-aromatic carbon-carbon multiple bond and (ii) the above-mentioned derived carboxyl group, derived hydroxyl group, derived amino group, derived silyl group, derived mercapto group and oxysilane group. A compound having at least one functional group selected from the group consisting of the above; and the above oxycarboxylic acid derivative. Further preferred functional compounds among these are maleic acid, fumaric acid, acrylic acid, methacrylic acid, maleic anhydride, hymic anhydride, glycidyl methacrylate, glycidyl acrylate, acrylamide, maleimide, allylamine, allyl alcohol and propargyl alcohol,
Citric and malic acids are the most preferred functional compounds are maleic anhydride and fumaric acid.

The diamino compound (C) in the present invention has the general formula

Embedded image This is an organic compound represented by R ^I NH—X—NHR ^II . In the formula, R ^I and R ^II may be the same or different and each represents a hydrogen atom or an alkyl group which may have an inert substituent, and X may have an inert substituent. Good carbon number 7
Represents from 30 to 30 alkylene groups. Where R ^I , R ^II
And the inert substituent in X is a thermally stable group such as an aryl group, a halogen group, a cyano group, a nitro group, a carbonyl group, a sulfonyl group, an ether group, a sulfide group, an ester group, and an amide group. is there.

Specific examples of the diamino compound (C) include 1,6-diamino-2-ethylhexane, 1,7
-Diaminoheptane, 1,8-diaminooctane, 1,
9-diaminononane, 1,10-diaminodecane, 1,
11-diaminoundecane, 1,12-diaminododecane, 1,12-bis (N, N'-dimethylamino) dodecane, 1,13-diaminotridecane, 1,14-diaminotetradecane, 1,15-diaminopentadecane,
1,16-diaminohexadecane, 1,17-diaminoheptadecane, 1,18-diaminooctadecane, 1,
24-diaminotetracosane, 1,16-diamino-
2,2-dimethyl-4-methylhexane, bis (4-aminocyclohexyl) methane, bis (4-amino-3-
Methylcyclohexyl) methane, 2,2'-bis (4-
Aminocyclohexyl) propane, bis-hexamethylenetriamine and the like. Among these compounds, preferred diamino compounds are those in which both R ^I and R ^II in the above general formula are hydrogen atoms and X is a straight-chain alkylene group having 8 to 20 carbon atoms. , 12-diaminododecane.

In the present invention, when a resin composition having higher impact strength is desired, it is desirable to incorporate an elastomer into the composition. Examples of such elastomers include natural rubber, polybutadiene rubber, polyisoprene rubber, butyl rubber, ethylene-propylene copolymer rubber, butadiene-styrene copolymer rubber, butadiene-acrylonitrile copolymer rubber, hydrogenated and non-hydrogenated rubbers. Styrene-conjugated diene-based block copolymer rubber, polyester rubber, acrylic rubber, silicone rubber and the like, and modified products thereof.
Among these, preferred elastomers are styrene-isoprene including hydrogenated products including terpolymers obtained by copolymerizing diene compounds and graft copolymers obtained by graft copolymerizing unsaturated monomers such as styrene. Styrene-conjugated diene block copolymer rubbers such as diblock copolymers and styrene-butadiene block copolymers.

The polyolefin resin (A) in the resin composition of the present invention comprises the above-mentioned polyolefin resin and, if desired, the above-mentioned elastomer. These polyolefin resins and elastomers may be of plural types. When an elastomer is used, the proportion of the elastomer that can be contained in the polyolefin resin (A) is generally 0 to 70% by weight, preferably 1 to 70% by weight based on the weight of the polyolefin resin (A) containing the elastomer. To 50% by weight.

With respect to the above-mentioned component (B) [(B-1) and (B-2)] and the above-mentioned diamino compound (C) in the resin composition of the present invention, the effects thereof are as follows: The preferred range cannot be determined unequivocally because it depends on the components of the polyolefin resin (A) to be selected. However, the component (B) is generally 0.1 to 30 parts by weight based on 100 parts by weight of the polyolefin resin (A).
Parts by weight, preferably 0.2 to 20 parts by weight, and the diamino compound (C) is generally 0.001 to 20 parts by weight, preferably 0.02 to 10 parts by weight on the same basis. The resin composition of the present invention can be produced by a general method used for compounding a thermoplastic resin, for example, as described in the above-mentioned JP-A-63-128056.

Regarding the mixing order of the components, when all the components are simultaneously mixed at the same time, when the polyolefin resin (A) and the component (B) are previously mixed, when the polyolefin resin or the elastomers in the polyolefin resin (A) is mixed. Various methods can be adopted, for example, when both or one of them is previously mixed with the component (B) to be converted into a modified product and then mixed with another component.

The above-mentioned method is preferable as a method for producing the resin composition of the present invention. Specifically, the above-mentioned polyolefin resin (A), and if desired, a thermoplastic resin comprising the above-mentioned elastomers, and the above-mentioned component (B) are used. Melt kneading,
Next, a method of mixing the diamino compound (C), if desired, the above elastomers, and optionally other substances described below can be exemplified.

Here, as the method of melt-kneading, various conventionally known methods can be adopted. That is, the above components are mixed by a resin such as a Henschel mixer, a super mixer, a ribbon blender, a V blender or a known mixing means used for mixing a resin and a liquid or solid additive to form a uniform mixture. After that, a method of kneading the mixture using a kneading means such as a Banbury mixer, a plastmill, a Brabender plastograph, or a single-screw or twin-screw extruder can be given as an example.

At the time of kneading, the temperature is 150 to 400.
° C, preferably in the range of 200 to 350 ° C.
In some cases, kneading is preferably performed in the presence of a radical generator to obtain a more uniform resin composition.
Examples of such radical generators include halogenated imides such as N-bromosuccinimide; benzoyl peroxide;
Dicumyl peroxide, di-t-butyl peroxide, cumene hydroperoxide, 2,5-dimethyl-2,5-di (peroxybenzoate) hexyne-
Organic peroxides such as 3,1,3-bis (t-butylperoxyisopropyl) benzene, lauroyl peroxide, t-butylperacetate; persulfates such as potassium persulfate and ammonium persulfate; azobisisobutyrate Examples thereof include diazo compounds such as lonitrile and 1,1′-azobis (cyclohexanecarbonitrile). When such a radical generator is used, its use amount is generally 10 parts by weight or less, preferably 0.001 to 5 parts by weight, per 100 parts by weight of the thermoplastic resin [polyolefin resin (A) and, when contained, elastomers]. Department. In the production of the resin composition of the present invention, the mixing of the diamino compound (C) may be performed at a time after at least a part of the thermoplastic resin and the component (B) have formed at least an apparently uniform melt. preferable. In this case, any method can be adopted as the mixing method, but the above-described melt kneading is preferable.

As a preferred embodiment of the production of the resin composition of the present invention, the polyolefin resin (A), the component (B), the above-mentioned elastomers if necessary, and the above-mentioned radical generator are optionally used by using a twin-screw extruder. After melt-kneading and once isolating as a molded product such as a pellet, the molded product is blended with the diamino compound (C), if desired, the elastomers, and optionally other substances described below,
Melt-kneading using a twin-screw extruder, polyolefin resin (A), component (B), if desired, the above elastomers from the former of the upstream supply port and the downstream supply port provided in the extruder, and If desired, the radical generator, and from the latter, the diamino compound (C), if desired, the elastomers, and optionally, the other substances described below are continuously supplied to the extruder at a predetermined ratio, respectively,
Specific examples include extruding while melting and kneading.

The resin composition of the present invention can contain a wide range of substances other than the above substances, if desired. Examples of such other substances which are preferably included for a particular purpose include other resins, flame retardants, stabilizers, plasticizers, lubricants, pigments, reinforcing fibers, fillers, and the like. Here, the other resin refers to a thermoplastic resin other than the above-mentioned polyolefin resin, and further refers to a thermoplastic resin other than the polyphenylene ether resin, the polystyrene resin, and the polyarylene sulfide resin. Nylon-6, nylon-
And thermoplastic resins such as polyamides such as 66, nylon-12 and the like, polyamide imides, polyacrylates such as polymethyl methacrylate, and polyvinyl halides such as polyvinyl chloride and polyvinylidene chloride.

Examples of flame retardants include triphenyl phosphate, tricresyl phosphate, phosphate obtained from a mixture of isopropylphenol and phenol, difunctional phenols such as benzohydroquinone or bisphenol A and other alcohols or phenols. Phosphates exemplified by phosphates and the like obtained from a mixture with decabromobiphenyl, pentabromotoluene, decabromodiphenyl ether,
Brominated compounds exemplified by hexabromobenzene, brominated polystyrene, brominated epoxy resin, and the like; nitrogen-containing compounds such as melamine, melamine triisocyanurate; and inorganic substances such as red phosphorus, antimony trioxide, and boron oxide. be able to.

As specific examples of the reinforcing fiber, glass fiber,
Inorganic fibers such as potassium titanate fiber, rock wool and carbon fiber; organic fibers such as aromatic polyamide fiber and polybenzimidazole fiber; metal fibers such as brass fiber and aluminum zinc fiber are listed.

Specific examples of the filler include glass beads,
Inorganic filler such as milled glass fiber, asbestos, wollastonite, mica, talc, clay, calcium carbonate, magnesium hydroxide, silica, diatomaceous earth; metal filler such as aluminum flake, zinc flake; organic filler such as polyimide powder And the like. In addition, specific examples of stabilizers include sterically hindered phenols, organic phosphites, oxalic diazides, sterically hindered amines, and the like, and specific examples of pigments such as titanium oxide and zinc sulfide.
Specific examples of the lubricant include polyethylene wax and paraffin. The mixing ratio of the above-mentioned other substances can be arbitrarily selected according to the purpose. However, if a general guideline for using them is given, the above-mentioned substance is used per 100 parts by weight of the thermoplastic resin (A) The other resin is 500 parts by weight or less; the flame retardant is 30 parts by weight or less, preferably 1 to 20 parts by weight;
The reinforcing fiber and the filler are each 100 parts by weight or less, preferably 0.1 to 80 parts by weight, and the lubricant is 2 parts by weight or less.

[0040]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the scope of the present invention is not limited by these examples. In addition, the Izod impact strength (3.2 mm thickness, with a notch), tensile properties and bending properties in the examples were measured for ASTM D256, ASTM D638 and ASTM for test pieces prepared by injection molding.
It is a value measured at 23 ° C. according to D790.

Comparative Example 1a Polypropylene having an MFR of 1.2 / 10 minutes [Sumitomo Chemical Co., Ltd .: Sumitomo Noblen WF299B] 10
0 parts by weight, 2 parts by weight of maleic anhydride, and 1 part by weight of a radical generator composition obtained by dispersing 1,3-bis (t-butylperoxyisopropyl) benzene at a concentration of 8% by weight in polypropylene using a super mixer. After mixing, a mixture A was obtained. The mixture was extruded using a 50 mm twin-screw kneading extruder [manufactured by Toshiba Machine Co., Ltd .: TEM-50] at a barrel temperature of 230 ° C., and the extruded strands were pelletized. Then, 100 parts by weight of the pellet and 1,1
One part by weight of 2-diaminododecane was mixed, and the obtained mixture was extruded at a barrel temperature of 230 ° C. using the twin-screw kneading extruder. The extruded strand was pelletized to obtain a resin composition of the present invention. The tensile elongation, flexural modulus and Izod impact strength of the composition were each 6
00%, 16500kg / cm ² and 5.2kg · cm / cm
Met.

Comparative Example 1b Comparative Example 1 except that 1,12-diaminododecane was not used.
The same operation as in a was performed to obtain pellets of the resin composition.
The flexural modulus and Izod impact strength of the resin composition were 15800 kg / cm ² and 3.0 kg · cm / cm, respectively.

Examples 1-4, Comparative Example 2 85, 1 and 1 part by weight of each of the polypropylene, maleic anhydride and radical generator compositions in Comparative Example 1a, and ethylene-propylene copolymer rubber (Sumitomo Chemical Co., Ltd.) (Esplen E111P) and 15 parts by weight of styrene and 2 parts by weight of styrene were mixed and extruded in the same manner as in Example 1 to obtain a pellet of mixture A. Then, 100 parts by weight of the pellet and diamino compound 1 shown in Table 1 were added.
Parts by weight were mixed, and the resulting mixture was extruded at a barrel temperature of 230 ° C. using the twin-screw kneading extruder. The extruded strand was pelletized to obtain a resin composition of the present invention. Table 1 shows the tensile elongation, flexural modulus and Izod impact strength of the composition.

[0044]

[Table 1]

[0045]

The resin composition of the present invention thus obtained is extruded by utilizing its excellent impact strength and economy.
It is molded by various molding methods such as injection molding and blow molding and supplied to the world as useful various resin products, and its industrial value is extremely large.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-58-176244 (JP, A) JP-A-3-231945 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C08L 23/00-23/36 C08J 3/20 C08K 5/00-5/59

Claims (12)

(57) [Claims] 1) (A) a polyolefin resin, (B-
1) a functional compound having a bond or a functional group selected from the group consisting of an alkenyl aromatic hydrocarbon, (B-2) a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group, and (C) In the formula, R ^I NH-X-NHR ^II wherein R ^I and R ^II may be the same or different, and each represents a hydrogen atom or an alkyl group which may have an inert substituent. And X represents an alkylene group having 7 to 30 carbon atoms which may have an inert substituent. ]
A resin composition comprising a diamino compound represented by the formula: 2. The resin composition according to claim 1, wherein the alkenyl aromatic hydrocarbon (B-1) is styrene. 3. A diamino compound (C) having the general formula: NH ₂ —X—NH _{2 wherein} X represents a linear alkylene group having 8 to 20 carbon atoms. The resin composition according to claim 1, wherein the resin composition is a diamino compound represented by the formula: 4. The functional compound (B-2) comprises: (ii) at least one of a bond or a functional group selected from the group consisting of (i) a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group. Derived carboxyl group, derived hydroxyl group,
A functional group selected from the group consisting of a derivative amino group, a derivative silyl group, a derivative mercapto group, a derivative sulfonic acid group and an oxirane group, having at the same time at least one functional group different from the functional group of (i) above. The resin composition according to any one of claims 1 to 3, which is a functional compound. 5. The resin composition according to claim 1, further comprising an elastomer. 6. The resin composition according to claim 1, wherein the diamino compound (C) is 1,12-diaminododecane. (A) a thermoplastic resin which is a polyolefin resin, (B-1) an alkenyl aromatic hydrocarbon, (B-
2) a functional compound having a bond or a functional group selected from the group consisting of a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group, and (C) a general formula: R ^I NH-X —NHR ^II wherein R ^I and R ^II may be the same or different and each represents a hydrogen atom or an alkyl group which may have an inert substituent, and X has an inert substituent. Represents an alkylene group having 7 to 30 carbon atoms which may be substituted. ]
2. The method for producing a resin composition according to claim 1, wherein a diamino compound represented by the formula is mixed. 8. (A) a thermoplastic resin which is a polyolefin resin, (B-1) an alkenyl aromatic hydrocarbon, (B-
2) A functional compound having a bond or a functional group selected from the group consisting of a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group is melt-kneaded, and then the diamino compound (C) is mixed. A method for producing the resin composition according to claim 7. 9. The method for producing a resin composition according to claim 7, wherein the alkenyl aromatic hydrocarbon (B-1) is styrene. 10. The functional compound (B-2) comprises: (ii) at least one of a bond or a functional group selected from the group consisting of (i) a non-aromatic carbon-carbon multiple bond, an oxirane group and a derived carboxyl group. A functional group selected from the group consisting of a derivative carboxyl group, a derivative hydroxyl group, a derivative amino group, a derivative silyl group, a derivative mercapto group and an oxirane group, wherein at least one of the functional groups different from the functional group of the above (i).
10. A functional compound having both
The method for producing a resin composition according to any one of the above. 11. Components (A), (B-1) and (B-2)
The method for producing a resin composition according to any one of claims 7 to 10, wherein an elastomer is further mixed at any stage of mixing (C) and (C). 12. The components (A), (B-1) and (B-2)
And the elastomers are melt-kneaded.
The method for producing a resin composition according to claim 11, wherein the diamino compound is mixed.