JPH05287178A - Production of thermoplastic resin composition - Google Patents

Abstract

PURPOSE:To obtain the subject composition excellent in resistance to impact and hydrolysis by incorporating a polyester with a specified amount of a specific modified polyolefin followed by kneading in a molten state. CONSTITUTION:The objective composition can be obtained by kneading in a molten state at 200-300 deg.C a blend of (A) 50-99wt.% of a polyester and (B) 50-1wt.% of a modified polyolefin produced by kneading in a molten state at 150-300 deg.C a mixture of (1) 100 pts.wt. of a polyolefin, (2) 0.2-10 pts.wt. of an unsaturated glycidyl compound of formula I (R is H, 1-6C alkyl, etc. ; Ar is 6-20C aromatic hydrocarbon having at least one glycidyloxy group; n is 1-4) (pref. a compound of formula II) and (3) 0.001-0.5 pts.wt. of a radical polymerization catalyst (e.g. benzoyl peroxide) with the weight ratio: (2)/(3) of 25-200 [said polyolefin being present at the weight ratio: (the component 2 grafted to the component 1)/(the component 2 polymerized without grafting onto the component 1 of 1 to 5].

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a method for producing a thermoplastic resin composition containing a polyester and a polyolefin. More specifically, polyester and polyolefin are well compatibilized and have excellent mechanical properties such as impact resistance and mechanical strength, and excellent surface properties such as water deterioration resistance, chemical resistance, heat resistance and appearance. Exterior parts, electrical components, home appliances,
The present invention relates to a method for producing a thermoplastic resin composition suitable for molded articles such as sports goods, furniture and office supplies.

[0002]

2. Description of the Related Art Polyester has heat resistance,
Although it is a resin excellent in mechanical strength and insulation, it has a drawback that it is poor in impact resistance or hydrolysis resistance. On the other hand, polyolefin has the features of being lightweight and excellent in impact resistance, and having good environmental characteristics such as moldability, water resistance, and chemical resistance. Therefore, attempts have been made to prepare a resin composition having the advantages of both by blending a polyester and a polyolefin, each of which has excellent characteristics. However, since the compatibility of polyester and polyolefin is poor, there is a problem that impact resistance and mechanical strength of the thermoplastic resin composition containing both are lowered.

For the purpose of improving the compatibility between the polyester and the polyolefin, an unsaturated carboxylic acid or its derivative, especially maleic anhydride (M) is added to the polyester.
AH) and other unsaturated dicarboxylic acid anhydrides or polyolefins modified with an epoxy compound are blended and melt-kneaded to improve the compatibility dispersibility of the polyester and the polyolefin to improve impact resistance and deterioration due to water absorption. Preventive measures are being taken.

However, in the case of producing a composition from the modified polyolefin and the polyester, since the two are heated and kneaded, deterioration of the polyester due to temperature is inevitable, the original rigidity of the polyester is impaired, and the tensile strength of the polyester is reduced. There was a problem such as deterioration of characteristics. Therefore, an object of the present invention is to provide a method for producing a composition of a polyester and a polyolefin, which does not impair the properties of the polyester in the step of heating and kneading the polyester and the modified polyolefin.

[0005]

Means for Solving the Problems As a result of intensive investigations by the present inventors, it has been found that a modified polyolefin to be blended with a polyester is one containing a multimeric (oligomeric) component of a modifier that has not reacted with the polyolefin. The oligomer component of this modifier reacts with polyester during kneading to compensate for the deterioration of physical properties due to deterioration during heating and kneading, and a thermoplastic resin composition excellent in impact resistance, hydrolysis resistance, and tensile properties is obtained. The present invention has been achieved and the present invention has been achieved.

That is, the present invention comprises (A) 50 to 99% by weight of polyester, (B) 100 parts by weight of polyolefin and the following general formula (I):

[Chemical 2] [In the formula, R represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Ar represents an aromatic hydrocarbon group having 6 to 20 carbon atoms having at least one glycidyloxy group, and n
Represents an integer of 1 to 4. ] Unsaturated glycidyl compound represented by 0.2 to 10 parts by weight and radical polymerization catalyst 0.001 to
A modified polyolefin obtained by blending 0.5 part by weight of the unsaturated glycidyl compound with respect to the radical polymerization catalyst in a weight ratio of 25 to 200 and melt-kneading at 150 to 300 ° C. ) The unsaturated glycidyl compound grafted to the polyolefin and (b) the unsaturated glycidyl compound polymerized without grafting to the polyolefin are present in a weight ratio of (a) / (b) = 1 to 5 The present invention provides a method for producing a thermoplastic resin plastic material, which comprises melt-kneading 50 to 1% by weight of a modified polyolefin at 200 to 300 ° C.

The method for producing the thermoplastic resin composition of the present invention will be described in detail below. The (A) polyester, which is the main component of the thermoplastic resin composition used in the present invention, is a thermoplastic resin generally obtained by polycondensation of a saturated dicarboxylic acid and a saturated dihydric alcohol, such as polyethylene terephthalate, polypropylene terephthalate, Examples thereof include polytetramethylene terephthalate (polybutylene terephthalate), polyhexamethylene terephthalate, polycyclohexane-1,4-dimethylol terephthalate, and polyneopentyl terephthalate. Of these, polyethylene terephthalate and polybutylene terephthalate are preferred.

The above polyester has an intrinsic viscosity [η] (dl / g) of 0.30 to 1.8 determined from a solution viscosity measured at 25 ° C. in an o-chlorophenol solvent and a terminal carboxyl group concentration of 10 to 200 meq. / Kg is preferable.

In the case of polyethylene terephthalate, it is preferable that the intrinsic viscosity [η] is 0.30 to 1.2 and the terminal carboxyl group concentration is 10 to 200 meq / kg. The terephthalic acid component in polyethylene terephthalate may be substituted with an alkyl group, a halogen group or the like, and the glycol component may be ethylene glycol up to about 50% by weight of another glycol such as 1,4-butylene. It may contain glycol, propylene glycol, hexamethylene glycol or the like.

In the case of polybutylene terephthalate, it is preferable that the intrinsic viscosity [η] is 0.30 to 1.8 and the terminal carboxyl group concentration is 10 to 200 meq / kg. Also in this case, the terephthalic acid component may be substituted with an alkyl group, a halogen group or the like, and the glycol component may be 1,
In addition to 4-butylene glycol, other glycols such as ethylene glycol, propylene glycol and hexamethylene glycol may be contained up to about 50% by weight.

In the component (B) of the thermoplastic resin composition of the present invention, the polyolefin before modification (unmodified) is ethylene and propylene, butene-1, hexene-1,3-methylbutene-1,4-methyl. -Pentene-1, heptene-1, octene-1, decene-1, etc. α-olefin homopolymers having 3 or more carbon atoms, these 2
Random, block, graft, etc. copolymers of one or more kinds of monomers, mixtures thereof, random, block, graft, etc. copolymerization of ethylene, or α-olefins having 3 or more carbon atoms with the main part and other unsaturated monomers It is united.

Among these polyolefins, a homopolymer of ethylene or propylene, a copolymer of ethylene and propylene, and a copolymer of ethylene or propylene with other α-olefins are preferable. Particularly preferred is an ethylene-propylene copolymer having an ethylene content of 20% by weight or less, and such polypropylene usually has a content of 0.1% or less.
~ 200g / 10min melt flow rate (MF
R, JIS K7210, load 2.16 kg, 230 ° C). As an ethylene polymer, high pressure low density polyethylene (LDP)
E) and low-pressure method high-density polyethylene (HDPE) are preferable, and linear low-density polyethylene (LLDPE) known as an intermediate- and low-pressure method ethylene copolymer can also be used.

Further, in the present invention, the polyolefin may contain up to about 40% by weight of an olefin elastomer. Here, the olefin elastomer means ethylene, propylene, butene-1, hexene-
2 of α-olefins such as 1,4-methyl-pentene-1
It means a copolymer rubber of one kind or three or more kinds, or a copolymer of α-olefin and another kind of monomer. Specific examples of the copolymer rubber of two or more kinds of α-olefins include ethylene-propylene rubber (EPR), ethylene-butene rubber (EBR) and ethylene-propylene-diene rubber (EPDM).

The modified polyolefin used in the present invention is the above-mentioned various polyolefins modified with an unsaturated glycidyl compound. Here, the unsaturated glycidyl compound used as the modifier is a compound having an acrylamide or methacrylamide group and an epoxy group, and the unsaturated glycidyl compound represented by the following general formula (I) is preferably used.

[0015]

[Chemical 3]

[Wherein R represents a hydrogen atom or a carbon number of 1 to 6]
Of Ar, Ar is an aromatic hydrocarbon group having 6 to 20 carbon atoms and having at least one glycidyloxy group, and n represents an integer of 1 to 4. Among the unsaturated glycidyl compounds represented by the above general formula, glycidyl compounds represented by the following general formula are particularly preferable.

[0017]

[Chemical 4]

[Wherein R represents a hydrogen atom or a carbon number of 1 to 6]
Is an alkyl group. Such a glycidyl compound can be produced, for example, by the method described in JP-A-60-130580. These polymerizable compounds can be used alone or in combination of two or more kinds.

The blending amount of the above modifier is polyolefin 10
0.2-10 parts by weight, preferably 0.5-
5 parts by weight.

The modification catalyst is a conventional radical polymerization catalyst such as benzoyl peroxide, lauroyl peroxide,
Di-t-butyl peroxide, acetyl peroxide, perbenzoic acid t
-Butyl, dicumyl peroxide, perbenzoic acid, peracetic acid, t-butyl perpivalate, 2,5-dimethyl-2,5-di-
Peroxides such as t-butylperoxyhexyne and azo compounds such as azobisisobutyronitrile are used.

In the production method of the present invention, the amount of the catalyst added is 0.001 to 0.5 with respect to 100 parts by weight of the polyolefin.
Parts by weight, preferably 0.005 to 0.3 parts by weight, and modifier / catalyst in a weight ratio of 25 to 200, preferably 50 to
It must be within the range of 120. By using the modifier and the catalyst in a ratio within the above range, in the modified polyolefin, a part of the modifier does not react with the polyolefin and remains as an oligomer, and this oligomer is a polyester at the time of the next kneading. Reacts with, and an excellent resin composition is obtained.

In the modified polyolefin containing a modifier which does not react with the polyolefin and becomes an oligomer, the polyolefin, the unsaturated glycidyl compound and the catalyst are charged into the extruder or the twin-screw kneader in the above proportions. However, it can be obtained by heating and melting at a temperature of 150 to 300 ° C., preferably 180 to 280 ° C., and kneading.

In the modified polyolefin thus obtained, (a) a grafted modifier is present in an amount of 0.03 to 9.5% by weight, preferably 0.5 to 5% by weight, and (b) a non-grafted polymerized modifier is present. Is 0.02 to 9% by weight, preferably 0.1
.About.3% by weight, and (a) / (b) must be controlled to 1-5.

The amount of (a) the grafted modifier and (b) the non-grafted multimerized modifier in the modified polyolefin can be determined by the following method.

(1) Amount of grafted modifier: The obtained modified polyolefin is dissolved in boiling xylene and reprecipitated in acetone. By this operation, the modifiers (monomers and multimers) remaining without being grafted on the polyolefin are extracted into acetone. The precipitated polymer is vacuum dried and hot pressed into a film having a thickness of about 50 μm. The IR of the obtained film was measured, and a peak (1650 cm ^-1 ) related to expansion and contraction of the carbonyl (C = O) bond of the modifier and a peak peculiar to the isotactic polyolefin (for example, 840 cm for polypropylene)
^-1 , polyethylene, EPR, EBR, etc., the ratio of the absorbance with 720 cm ^-1 ) is calculated, and the content of the denaturant is determined using a calibration curve prepared in advance. This value corresponds to the amount of modifier grafted on the polyolefin. The value obtained by converting this value into the weight fraction in the modified polyolefin is designated as A.

(2) Total amount of modifier: The obtained modified polyolefin is hot-pressed into a film having a thickness of about 50 μm, and the content of the modifier is determined from the IR spectrum as in (1). This value indicates the amount of all modifiers (the one grafted to the polyolefin, the one polymerized without grafting, the monomer remaining without reaction) contained in the modified polyolefin. The value obtained by converting this value into the weight fraction occupied in the modified polyolefin is designated as B.

(3) Amount of unreacted modifier (monomer): The obtained modified polyolefin is frozen in liquid nitrogen and pulverized to prepare a sample of about 100 mesh powder. Soxhlet extract this powder with acetone for 24 hours, concentrate the extract to an appropriate concentration, and perform IR in the same manner as (1).
The content of the denaturant is determined from the spectrum. This value is
It shows an unreacted modifier (monomer) contained in the modified polyolefin. The value obtained by converting this value into the weight fraction occupied in the modified polyolefin is designated as C.

(4) Amount of polymerized modifier: The amount of polymerized modifier M contained in the modified polyolefin is determined from the above A, B and C by the following formula. M = B-A-C

In the method of the present invention, a thermoplastic resin composition is obtained by melt-kneading a modified polyolefin containing a multimer of an unsaturated glycidyl compound which has not reacted with the polyolefin obtained above and a polyester. Is.

In the present invention, the blending ratio of the (A) polyester and the (B) modified polyolefin is (A) :( B) 50-99: 50-1, preferably 6 by weight.
It is 0 to 90:40 to 10. The amount of polyester is 50
If it is less than 100%, the heat resistance and elastic modulus are lowered, and if it exceeds 99%, the hydrolysis resistance and impact resistance are impaired.

Further, in the present invention, other substances, for example, for the purpose of strengthening or modifying the thermoplastic resin composition, for example,
Fillers and reinforcements such as glass fiber, heat stabilizers, light stabilizers,
A flame retardant, a plasticizer, an antistatic agent, a foaming agent, a nucleating agent and the like can be added and blended.

As the melt-kneading method, various conventionally known methods can be adopted. That is, a batch kneading method using a batch type kneading machine, a kneading method using a kneading machine such as a Banbury mixer, a Brabender, a kneading roll, a single-screw extruder, or a twin-screw extruder can be exemplified. The kneading temperature is 200 to 300 ° C., preferably 210.
Is in the range of to 290 ° C. If the kneading temperature is lower than 200 ° C, the compatibility of polyester and polyolefin is insufficient, and if the temperature exceeds 300 ° C, the original properties of the resin may be impaired.

[0033]

The thermoplastic resin composition obtained by melt-kneading polyester and polyolefin modified with an unsaturated glycidyl compound by the method of the present invention has impact resistance, hydrolysis resistance and tensile properties. Although the details of the reason why it becomes an excellent thermoplastic resin composition are not always clear, the molecular weight of the polyester is improved by the unsaturated glycidyl compound present in the modified polyolefin and polymerized without grafting, and the mixture is kneaded by heating. It is considered that the deterioration of physical properties due to deterioration over time is compensated for.

[0034]

The present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to the following examples. In the examples and comparative examples, the following raw material components and catalysts were used.

Polyester polybutylene terephthalate (PBT): C 7000N manufactured by Teijin Limited, intrinsic viscosity [η] 1.05 (in o-chlorophenol, 25 ° C.).

Unmodified polyolefin (1) Ethylene-propylene rubber (EPR): manufactured by Nippon Synthetic Rubber Co., Ltd .: EP02P, melt flow rate (MF)
R, 230 ° C, 2.16 kg load) 1.5 g / 10 minutes. (2) Polypropylene (PP): Tonen Chemical Co., Ltd .: Y
201, Melt flow rate (MFR, 230 ℃, 2.16)
kg load) 1.5 g / 10 minutes. (3) Polyethylene (PE): Tonen Chemical Co., Ltd .: J6
170, Melt flow rate (MFR, 230 ℃, 2.16)
kg load) 11 g / 10 minutes.

Radical polymerization catalyst POX: Perhexin 25B [manufactured by NOF CORPORATION]

Modified polyolefin (1) Modified ethylene-propylene rubber (modified EPR): (a) Modified EPR: Ethylene-propylene rubber (manufactured by Nippon Synthetic Rubber Co., Ltd .: EP02P) 100 parts by weight,
0.02 parts by weight of organic peroxide (POX) (Perhexin 25B: manufactured by NOF CORPORATION), unsaturated glycidyl compound (AXE) represented by the following chemical formula [Kanefuchi Chemical Industry Co., Ltd.]

[0039]

[Chemical 4]

3 parts by weight of is added, the diameter is 30 mm, L /
Using a single-screw extruder with a D ratio of 23, the screw rotation speed is 5
Melt-kneaded at 0 rpm and a temperature of 180 ° C. AXE graft ratio: 2.0% by weight, non-grafted multimeric AXE
Ratio: 0.9% by weight, melt flow rate (MFR, 230
℃, 2.16kg load) 1.4g / 10 minutes.

(B) Modified EPR: 0.1 parts by weight of POX and 2 parts by weight of AXE were added to 100 parts by weight of ethylene-propylene rubber (EP02P manufactured by Nippon Synthetic Rubber Co., Ltd.), diameter 30 mm, L / D. Melt-kneaded at a screw rotation speed of 50 rpm and a temperature of 180 ° C. using a single-screw extruder with a ratio of 23. AXE graft ratio: 1.8% by weight, non-grafted multimerized AXE ratio: 0.01% by weight or less, melt flow rate (MFR, 230 ° C, 2.16 kg load) 1.6 g
/ 10 minutes.

(C) Modified EPR: 0.1 parts by weight of POX and maleic anhydride (MA) per 100 parts by weight of ethylene-propylene rubber (EP02P manufactured by Nippon Synthetic Rubber Co., Ltd.)
H) 1 part by weight was added and melt-kneaded at a screw rotation speed of 50 rpm and a temperature of 180 ° C. using a single-screw extruder having a diameter of 30 mm and an L / D ratio of 23. MAH graft ratio:
0.8% by weight, MAH ratio without grafting: 0.1% by weight
Below, melt flow rate (MFR, 230 ℃, 2.16kg
Load) 1.2g / 10 minutes.

(2) Modified polypropylene (modified PP): (a) Modified PP: To 100 parts by weight of polypropylene (manufactured by Tonen Kagaku KK: Y201), 0.05 parts by weight of POX and 3 parts by weight of AXE were added, Using a single-screw extruder with a diameter of 30 mm and an L / D ratio of 23, screw rotation speed 80 rp
Melt kneaded at m and temperature of 200 ° C. AXE graft ratio: 2.1% by weight, non-grafted multimerized AXE ratio:
0.8% by weight, melt flow rate (MFR, 230 ° C,
2.16kg load) 13g / 10 minutes.

(B) Modified PP: POX based on 100 parts by weight of polypropylene (Y201 manufactured by Tonen Kagaku KK)
0.1 parts by weight and 2 parts by weight of AXE are added, the diameter is 30 mm,
Melt-kneaded at a screw rotation speed of 80 rpm and a temperature of 200 ° C. using a single-screw extruder having an L / D ratio of 23. AXE
Grafting ratio: 1.8% by weight, multimerized A without grafting
XE ratio: 0.01% by weight or less, melt flow rate (MF
R, 230 ° C, 2.16kg load) 19g / 10 minutes.

(C) Modified PP: 100 parts by weight of polypropylene (Y201 manufactured by Tonen Chemical Co., Ltd.), POX
0.3 parts by weight, 1 part by weight of MAH are added, and the diameter is 30 mm,
Melt-kneaded at a screw rotation speed of 80 rpm and a temperature of 200 ° C. using a single-screw extruder having an L / D ratio of 23. MAH
Grafting ratio: 0.4% by weight, MAH not grafted
Ratio: 0.2% by weight or less, melt flow rate (MFR, 2
30 ° C, 2.16 kg load) 34 g / 10 minutes.

(3) Modified polyethylene (modified PE): (a) Modified PE: polyethylene (manufactured by Tonen Chemical Co., Ltd .:
J6170) 100 parts by weight, POX 0.02 parts by weight,
Add 3 parts by weight of AXE, diameter 30mm, L / D ratio 23
Using a single-screw extruder, the screw rotation speed is 70 rpm,
Melt kneaded at a temperature of 200 ° C. AX graft ratio:
1.9% by weight, non-grafted multimeric AXE ratio: 1.0
% By weight, melt flow rate (MFR, 230 ° C, 2.16
kg load) 6.5 g / 10 minutes.

(B) Modified PE: POX to 100 parts by weight of polyethylene (J6170 manufactured by Tonen Chemical Co., Ltd.)
0.1 parts by weight and 2 parts by weight of AXE are added, the diameter is 30 mm,
Melt-kneaded at a screw rotation speed of 70 rpm and a temperature of 200 ° C. using a single-screw extruder having an L / D ratio of 23. AXE
Grafting ratio: 1.8% by weight, multimerized A without grafting
XE ratio: 0.01% by weight or less, melt flow rate (MF
R, 230 ° C, 2.16kg load) 6.0g / 10 minutes.

(C) Modified PE: POX to 100 parts by weight of polyethylene (J6170 manufactured by Tonen Chemical Co., Ltd.)
0.1 parts by weight and 1 part by weight of MAH are added, the diameter is 30 mm,
Melt-kneaded at a screw rotation speed of 70 rpm and a temperature of 200 ° C. using a single-screw extruder having an L / D ratio of 23. MAH
Grafting ratio: 0.7% by weight, MAH not grafted
Ratio: 0.1% by weight or less, melt flow rate (MFR, 2
30 ℃, 2.16kg load) 4.3g / 10min.

Tables 1 to 3 collectively show the raw material composition for producing the modified polyolefin and the ratio of the AXE graft ratio in the obtained modified polyolefin to the polymerized AXE ratio not grafted.

[0050]

[Table 1]

[0051]

[Table 2]

[0052]

[Table 3]

Examples 1 to 3, Comparative Examples 1 to 9 Polyester (PBT) and modified polyolefin (modified EPR, modified EPR, modified EPR, modified PP,
Modified PP, modified PP, modified PE, modified PE and modified PE) or unmodified polyolefin (unmodified EPR, unmodified PP and unmodified PE) were used in the proportions shown in Table 4, which were biaxial with a diameter of 45 mm. Using an extruder, the mixture was melt-kneaded at a screw rotation speed of 200 rpm and a temperature of 250 ° C. to be pelletized.

The flexural modulus, tensile yield strength, elongation at break, Izod impact strength and melt flow rate (MFR, 250) of the thermoplastic resin composition thus obtained
℃, 2.16kg load) was measured. The results are also shown in Table 4.

[0055]

[Table 4]

[0056]

[Table 5]

The methods for measuring the physical properties shown in Table 4 above are as follows. (1) Flexural modulus: measured by ASTM D790 (23 ° C). (2) Tensile yield strength: measured by ASTM D638 (23 ° C). (3) Elongation at break: Measured according to ASTM D638 (23 ° C). (4) Izod impact strength: ASTM D256 (23 ℃ and −
Measured at 30 ° C. (5) Melt flow rate: measured at 250 ° C. and a load of 2.16 kg.

As is clear from Table 4, the thermoplastic resin compositions obtained by the method of the present invention are the compositions of Comparative Examples 3, 6 and 9 comprising polyester and unmodified polyolefin,
Compositions of Comparative Examples 2, 5 and 8 using MAH as a modifier and AXE used as a modifier, but the mixed ratio of the grafted AXE amount and the ungrafted AXE amount is outside the scope of the present invention. Compared to Comparative Examples 1, 4, and 7, the flexural modulus, tensile yield strength, elongation at break, and Izod impact strength are good, and particularly the tensile yield strength and elongation at break are remarkably improved.

[0059]

As described in detail above, according to the production method of the present invention, the polyolefin modified with the unsaturated glycidyl compound is uniformly dispersed in the polyester, and the impact resistance and the hydrolysis resistance are improved, In addition, the multimer of the modifier not grafted on the polyolefin makes the polyester into a high molecular weight, and a thermoplastic resin composition having improved impact resistance, tensile strength and the like can be obtained. Such a thermoplastic resin composition according to the present invention is used as various engineering plastics, particularly as a resin composition for interior and exterior parts of automobiles, home electric appliance parts, industrial material parts, sports equipment, furniture, office supplies, packaging materials and the like. It is suitable.

[Chemical 5]

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Yuji Fujita 1-3-1 Nishitsurugaoka, Oi-cho, Iruma-gun, Saitama Tonen Research Institute

Claims (1)

[Claims] 1. (A) 50 to 99% by weight of polyester
And (B) 100 parts by weight of polyolefin and the following general formula
(I) [Chemical formula 1] [In the formula, R represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Ar represents an aromatic hydrocarbon group having 6 to 20 carbon atoms having at least one glycidyloxy group, and n
Represents an integer of 1 to 4. ] Unsaturated glycidyl compound represented by 0.2 to 10 parts by weight and radical polymerization catalyst 0.001 to
A modified polyolefin obtained by blending 0.5 part by weight of the unsaturated glycidyl compound with respect to the radical polymerization catalyst in a weight ratio of 25 to 200 and melt-kneading at 150 to 300 ° C. ) The unsaturated glycidyl compound grafted to the polyolefin and (b) the unsaturated glycidyl compound polymerized without grafting to the polyolefin are present in a weight ratio of (a) / (b) = 1 to 5 A method for producing a thermoplastic resin plastic material, which comprises melt-kneading 50 to 1% by weight of a modified polyolefin at 200 to 300 ° C.