TW202219146A - Styrene copolymer composition having excellent impact strength - Google Patents

Abstract

A styrene copolymer composition contains a cyanurate compatibilizer represented by formula (I) and a styrene copolymer component. In formula (I), R1, R2 and R3 represent C4 to C18 alkyl groups. The styrene copolymer component includes acrylonitrile-butadiene-styrene copolymer and acrylonitrile-styrene copolymer.

Description

Styrene copolymer composition

The present invention relates to a styrene copolymer composition, particularly a styrene copolymer composition comprising a cyanurate compatibilizer.

Acrylonitrile-butadiene-styrene copolymers containing high butadiene content are widely used in electrical appliances or automotive products due to their excellent mechanical properties, chemical resistance and dimensional stability. . With the increasingly high performance requirements in these fields, improving the properties of acrylonitrile-butadiene-styrene copolymers containing high butadiene content has received much attention and research.

One of the current ways of modifying acrylonitrile-butadiene-styrene copolymers containing high butadiene content is to add acrylonitrile-styrene copolymers to acrylonitrile-butadiene containing high butadiene content - Styrene copolymers, however, since acrylonitrile-butadiene-styrene copolymers have a high content of butadiene, resulting in Poor compatibility makes it difficult to effectively improve the properties of acrylonitrile-butadiene-styrene copolymers.

Therefore, an object of the present invention is to provide a styrene copolymer composition.

式(I)。 Therefore, the styrene copolymer composition of the present invention comprises the cyanurate compatibilizer represented by formula (I) and the styrene copolymer component. In formula (I), R ¹ , R ² , and R ³ represent C ₄ to C ₁₈ alkyl groups. The styrene copolymer component includes acrylonitrile-butadiene-styrene copolymer and acrylonitrile-styrene copolymer;

Formula (I).

The effect of the present invention is: through the cyanurate compatibilizer represented by the formula (I), the acrylonitrile-butadiene-styrene copolymer and the acrylonitrile-styrene copolymer can be uniformly mixed, so that the benzene The ethylene copolymer composition has excellent impact strength.

式(I)。 The styrene copolymer composition of the present invention comprises a cyanurate compatibilizer represented by formula (I) and a styrene copolymer component. In formula (I), R ¹ , R ² , and R ³ represent C ₄ to C ₁₈ alkyl groups. The styrene copolymer component includes acrylonitrile-butadiene-styrene copolymer and acrylonitrile-styrene copolymer;

Formula (I).

The present invention will be described in detail below.

In some embodiments of the present invention, in formula (I), R ¹ , R ² and R ³ are the same. In some embodiments of the present invention, in formula (I), R ¹ , R ² , R ³ represent a C ₇ to C ₁₇ alkyl group. _The C7 to _C17 alkyl group is, for example, ₁ -ethylpentyl, C11 straight-chain alkyl or _C17 straight-chain alkyl.

In some embodiments of the present invention, based on the total amount of the styrene copolymer component as 100 parts by weight, the content of the cyanurate compatibilizer represented by the formula (I) ranges from 0.1 part by weight to 100 parts by weight. 2.5 parts by weight. In order to make the styrene copolymer composition have more excellent impact strength, preferably, the cyanurate represented by the formula (I) is based on 100 parts by weight of the total amount of the styrene copolymer composition. The content of the compatibilizer ranges from 1 part by weight to 2.5 parts by weight.

The acrylonitrile-butadiene-styrene copolymer is, for example, acrylonitrile-butadiene-styrene copolymer high rubber powder purchased from Guoqiao Company. In some embodiments of the present invention, the content of the acrylonitrile-butadiene-styrene copolymer ranges from 15 parts by weight to 40 parts by weight based on 100 parts by weight of the total amount of the styrene copolymer components .

The acrylonitrile-styrene copolymer is, for example, an acrylonitrile-styrene copolymer purchased from Guoqiao Company. In some embodiments of the present invention, based on the total amount of the styrene copolymer component as 100 parts by weight, the content of the acrylonitrile-styrene copolymer ranges from 60 parts by weight to 85 parts by weight.

In some aspects of the present invention, the styrene copolymer composition further includes an additive component, and the additive component includes at least one additive. Such additives are, for example, lubricants or antioxidants and the like. The lubricant is, for example, N,N-ethylenebis-stearamide (N,N-ethylene-bis-stearamide, EBS for short). The antioxidant is, for example, pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl) propionate or tri-2,4-di-tert-butylphenyl phosphite, and the like.

The styrene copolymer composition of the present invention can be used in products requiring impact strength, such as refrigerator door panels or shells of safety helmets.

The present invention will be further described with respect to the following examples, but it should be understood that the examples are only used for illustration and should not be construed as a limitation of the implementation of the present invention.

Preparation Example 1 Cyanurate Compatibilizer

式(I-1)。 A stirring device and an H-tube condensation reflux device are set up on a three-necked reactor. 26.2 grams of 1,3,5-tris(2-hydroxyethyl) cyanuric acid, 88.2 grams of stearic acid, 660 grams of toluene and 1.4 grams of p-toluenesulfonic acid were placed in the three-necked reaction kettle, and the temperature was increased. To the reflux temperature of 110°C to 120°C, the reaction was continued for 6 hours at the reflux temperature, and the reaction was terminated when no moisture was produced. Then, the temperature was gradually lowered to -4°C, a white solid was precipitated, and the white solid was collected by filtration. Then, the white solid was rinsed with glacial heptane, and the white solid was placed in a vacuum oven at 35°C for 2 hours. 97.8 g of cyanurate compatibilizer represented by the white formula (I-1) were obtained,

Formula (I-1).

Preparation Example 2 Cyanurate Compatibilizer

式(I-2)。 A stirring device and an H-tube condensation reflux device are set up on a three-necked reactor. 26.2 grams of 1,3,5-tris(2-hydroxyethyl) cyanuric acid, 66.1 grams of lauric acid, 640 grams of toluene and 1.4 grams of p-toluenesulfonic acid were placed in the three-necked reaction kettle, and the temperature was raised to The reflux temperature is 110°C to 120°C, and the reaction is continued at this reflux temperature for 6 hours, and the reaction is terminated when no moisture is produced. Then, the temperature was gradually lowered to -4°C, a white solid was precipitated, and the white solid was collected by filtration. Then, the white solid was rinsed with glacial heptane, and the white solid was placed in a vacuum oven at 35°C for 2 hours. 74 grams of cyanurate compatibilizers shown in the white formula (I-2) were obtained,

Formula (I-2).

Preparation Example 3 Cyanurate Compatibilizer

式(I-3)。 A stirring device and an H-tube condensation reflux device are set up on a three-necked reactor. 26.2 grams of 1,3,5-tris(2-hydroxyethyl)cyanuric acid, 46.1 grams of 2-ethylhexanoic acid, 500 grams of toluene and 1 gram of p-toluenesulfonic acid were placed in the three-necked reactor , the temperature was raised to a reflux temperature of 110° C. to 120° C., the reaction was continued for 6 hours at the reflux temperature, and the reaction was terminated when no moisture was produced. Next, toluene and excess unreacted raw materials were removed by vacuum to obtain 55.6 g of a colorless colloidal cyanurate compatibilizer represented by formula (I-3),

Formula (I-3).

Example 1 Styrene copolymer composition and molded product

25 parts by weight of acrylonitrile-butadiene-styrene copolymer (purchased from Guoqiao company, trade name 60P), 75 weight parts of acrylonitrile-styrene copolymer (purchased from Guoqiao company, trade name D20), 0.1 parts by weight of the cyanurate compatibilizer of formula (I-1) of Preparation Example 1 and the additive component are uniformly mixed at 25°C, wherein the additive component includes 2 weight parts of N , N-ethylene bisstearylamine, 0.1 parts by weight of tetrakis (3,5-di-tert-butyl-4-hydroxyphenyl) pentaerythritol propionate (trade name 1010, hereinafter referred to as 1010) and 0.1 parts by weight Tris-2,4-di-tert-butylphenyl phosphite (trade name 168, hereinafter referred to as 168). Then, a twin-screw extruder (brand: Taiwan Hongyu Machinery Co., Ltd.; model: testing machine PSM20A) is used to extrude to form an extrudate, and the temperature of the extrusion process is 190°C to 230°C, and the screw speed is 200 rev/min and the feed rate was 6 rev/min. Next, the extrudate was subjected to cooling treatment, air drying treatment, pelletizing treatment, and drying treatment to obtain a styrene copolymer composition. The styrene copolymer composition was subjected to injection treatment at 210° C. with a single vertical injection machine and left to stand for 24 hours to obtain a molded product having a size of 64 mm×12.7 mm×10.2 mm.

Examples 2 to 8

The examples 2 to 8 are carried out in the same steps as the example 1, the main difference is that the amount of each component is changed, see Table 1.

Comparative Example 1

25 parts by weight of acrylonitrile-butadiene-styrene copolymer (purchased from Guoqiao Company, trade name 60P), 75 weight parts of acrylonitrile-styrene copolymer (purchased from Guoqiao Company, trade name D20) and the additive component are uniformly mixed at 25°C, wherein the additive component includes 2 parts by weight of N,N-ethylenebisstearylamine, 0.1 part by weight of tetrakis(3,5-distearylamine) Pentaerythritol tributyl-4-hydroxyphenyl) propionate (trade name 1010, hereinafter referred to as 1010) and 0.1 parts by weight of tri-2,4-di-tert-butylphenyl phosphite (trade name 168, hereinafter referred to as 168 ). Then, a twin-screw extruder (brand: Taiwan Hongyu Machinery Co., Ltd.; model: testing machine PSM20A) was used to extrude to form an extrudate, and the temperature of the extrusion process was 190°C to 230°C, and the screw speed was 200 rev/min and the feed rate was 6 rev/min. Next, the extrudate was subjected to cooling treatment, air drying treatment, pelletizing treatment, and drying treatment to obtain a styrene copolymer composition. The styrene copolymer composition was subjected to injection treatment under the condition of 210° C. with a single vertical injection machine, and was allowed to stand for 24 hours to obtain a molded article having a size of 64 mm×12.7 mm×10.2 mm.

Comparative Examples 2 to 3

The comparative examples 2 to 3 were carried out in the same steps as the comparative example 1, and the main difference was that the amount of each component was changed, see Table 1.

Evaluation item

Impact Strength Test: According to ASTM D256 (2004 Edition) - Standard Test Method for Izod Impact Properties of Plastics and chamfering machine (model: GOTECH-7016-A3)] and carry out impact strength test on three test samples at 23 ℃, and take the average value of impact strength. These test samples were formed by chamfering the molded product of Example 1 to form a notch, and the molded products of the other Examples and Comparative Examples were formed as test samples according to the above method.

Table 1 "--": not added Example Comparative example 1 2 3 4 5 6 7 8 1 2 3 The cyanurate compatibilizer represented by formula (I) Preparation example 1 1 1 1 1 2 2 3 -- -- -- Dosage (parts by weight) 0.1 1 1 1 2.5 0.1 2.5 1 -- -- -- Additive components (parts by weight) N,N-Ethylenebisstearylamine 2 2 2 2 2 2 2 2 2 2 2 1010 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 168 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Acrylonitrile-butadiene-styrene copolymer Dosage (parts by weight) 25 25 15 40 25 25 25 25 25 15 40 Acrylonitrile-styrene copolymer Dosage (parts by weight) 75 75 85 60 75 75 75 75 75 85 60 Average value of impact strength (kgf-cm/cm) 35.3 38.6 24.6 44.3 40.5 35.5 39.7 36.8 34.1 22.5 41.8

As can be seen from the experimental data in Table 1, compared to the impact strength of Comparative Example 1 that does not contain the cyanurate compatibilizer represented by formula (I), the styrene copolymer compositions of Examples 1 to 8 of the present invention When the cyanurate compatibilizer represented by the formula (I) is included, the impact strength is significantly improved, which means that the use of the cyanurate compatibilizer represented by the formula (I) can indeed effectively improve the The compatibility between the acrylonitrile-butadiene-styrene copolymer and the acrylonitrile-styrene copolymer is uniformly mixed, so that the impact resistance is improved.

To sum up, through the cyanurate compatibilizer represented by formula (I), the acrylonitrile-butadiene-styrene copolymer and the acrylonitrile-styrene copolymer can be uniformly mixed, resulting in the copolymerization of the styrene The composition has excellent impact resistance, so it can surely achieve the object of the present invention.

However, the above are only examples of the present invention, and should not limit the scope of implementation of the present invention. All simple equivalent changes and modifications made according to the scope of the patent application of the present invention and the content of the patent specification are still within the scope of the present invention. within the scope of the invention patent.

none.

Claims (10)

A styrene copolymer composition, comprising: a cyanurate compatibilizer represented by formula (I) and a styrene copolymer component, wherein the styrene copolymer component comprises acrylonitrile-butadiene-benzene Ethylene copolymer and acrylonitrile-styrene copolymer;

Formula (I) R ¹ , R ² , R ³ represent a C ₄ to C ₁₈ alkyl group. The styrene copolymer composition according to claim 1, wherein R ¹ , R ² and R ³ are the same. The styrene copolymer composition according to claim 1, wherein R ¹ , R ² , and R ³ represent a C ₇ to C ₁₇ alkyl group. The styrene copolymer composition according to claim 3, wherein R ¹ , R ² and R ³ represent a C ₇ alkyl group. The styrene copolymer composition according to claim 3, wherein R ¹ , R ² and R ³ represent a C ₁₁ alkyl group. The styrene copolymer composition according to claim 3, wherein R ¹ , R ² and R ³ represent a C ₁₇ alkyl group. The styrene copolymer composition according to claim 1, wherein, based on the total amount of the styrene copolymer component as 100 parts by weight, the content of the cyanurate compatibilizer represented by the formula (I) is The range is 0.1 parts by weight to 2.5 parts by weight. The styrene copolymer composition according to claim 1, wherein, based on 100 parts by weight of the total amount of the styrene copolymer components, the content of the acrylonitrile-butadiene-styrene copolymer ranges from 15 parts by weight to 40 parts by weight. The styrene copolymer composition according to claim 1, further comprising an additive component, and the additive component includes at least one additive. The styrene copolymer composition according to claim 9, wherein the additive is selected from lubricants or antioxidants.