JP2017214460A - Thermoplastic resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a thermoplastic resin composition having improved compatibility between a thermoplastic resin and a liquid crystal polymer, and a compatibilizer that can make a thermoplastic resin and a liquid crystal polymer compatible with each other.SOLUTION: A thermoplastic resin composition contains a thermoplastic resin (A) and a liquid crystal polymer (B) of 100 pts.wt in total, and a diglycidyl ether ester compound (C) represented by formula (1) of 0.1-20 pts.wt., with a weight ratio of thermoplastic resin (A)/liquid crystal polymer (B) of 1/99-99/1 (where, n is an integer of 0 or 1-10).SELECTED DRAWING: None

Description

The present invention relates to a thermoplastic resin composition containing a thermoplastic resin, a liquid crystal polymer, and a compatibilizing agent.

  In recent years, in order to impart various physical properties to resins, polymer blends or alloy resin compositions have been developed and used in a wide range of fields, taking advantage of their respective properties.

  For example, by blending a liquid crystal polymer with another thermoplastic resin, a resin composition having the excellent characteristics (heat resistance, weather resistance, gas barrier properties, chemical resistance, dimensional accuracy, etc.) of the liquid crystal polymer has been proposed. ing.

  However, since the liquid crystal polymer is generally inferior in compatibility with the thermoplastic resin, the resulting resin composition is inevitable in performance unevenness, delamination during molding, or strength reduction.

  Against this background, resin compositions containing a compatibilizing agent that stabilizes the interface between the liquid crystal polymer and the thermoplastic resin and finely disperses the resin have been developed. For example, a liquid crystal polymer and polyolefin resin composition (Patent Document 1) containing a compatibilizer in which a glycidyl group is incorporated in a polyolefin chain has been proposed, but the main chain of the compatibilizer is a polyolefin. For resins having poor compatibility with polyolefins, there is a drawback that the compatibilizing effect is weakened.

  Further, as a compatibilizing agent for a liquid crystal polymer and a thermoplastic resin, a liquid crystalline block copolymer obtained by copolymerizing a liquid crystal polymer (Patent Document 2) has been proposed. Had to be changed, and was less versatile.

Japanese National Patent Publication No. 7-508050 Japanese Patent Laid-Open No. 10-95821

  An object of the present invention is to provide a thermoplastic resin composition having improved compatibility between a thermoplastic resin and a liquid crystal polymer.

  Another object of the present invention is to provide a compatibilizing agent capable of compatibilizing a thermoplastic resin and a liquid crystal polymer.

  As a result of intensive studies on a thermoplastic resin composition in which a thermoplastic resin and a liquid crystal polymer are blended, the present inventors have added a specific diglycidyl ether ester compound as a compatibilizing agent, thereby providing a thermoplastic resin and a liquid crystal polymer. As a result, it was found that the compatibility was improved.

That is, in the present invention, 0.1 to 20 parts by weight of the diglycidyl ether ester compound (C) represented by the formula (1) is added to 100 parts by weight of the total amount of the thermoplastic resin (A) and the liquid crystal polymer (B). And a thermoplastic resin composition having a weight ratio of thermoplastic resin (A) / liquid crystal polymer (B) of 1/99 to 99/1.
(In the formula, n represents 0 or an integer of 1 to 10)

  Since the thermoplastic resin composition of the present invention contains a diglycidyl ether ester compound capable of reacting with both the thermoplastic resin and the liquid crystal polymer, the compatibility between the thermoplastic resin and the liquid crystal polymer is improved. ing.

FIG. 1 shows an electron microscopic image of the surface of a crushed product of a molded article made of the thermoplastic resin composition obtained in Example 1. FIG. 2 shows an electron microscope image of the surface of a crushed product of a molded article made of the thermoplastic resin composition obtained in Example 2. FIG. 3 shows an electron microscope image of the surface of a crushed product of a molded article made of the thermoplastic resin composition obtained in Example 3. FIG. 4 shows an electron microscope image of the surface of a crushed product of a molded product made of the thermoplastic resin composition obtained in Comparative Example 1. FIG. 5 shows an electron microscope image of the surface of a crushed product of a molded product made of the thermoplastic resin composition obtained in Comparative Example 2.

  The thermoplastic resin (A) used in the present invention is preferably a resin having one or more functional groups selected from the group consisting of a hydroxyl group, a carboxyl group, and an amino group. Specifically, examples of the thermoplastic resin (A) include polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polyamide, polycarbonate, polyacetal, polyurethane, polylactic acid, polyamide, polyimide, liquid crystal polymer, and the like. These can be used alone or in combination of two or more. Polyethylene terephthalate is particularly preferable because of its excellent compatibilizing effect with the liquid crystal polymer (B).

  When a liquid crystal polymer is used as the thermoplastic resin (A), it is a matter of course that a liquid crystal polymer different from the liquid crystal polymer (B) is used.

  The liquid crystal polymer (B) used in the present invention forms an anisotropic molten phase and is not particularly limited as long as it is called a thermotropic liquid crystal polymer by those skilled in the art.

  The property of the anisotropic molten phase can be confirmed by a normal deflection inspection method using an orthogonal deflector, that is, by observing a sample placed on a hot stage in a nitrogen atmosphere.

  The main repeating unit constituting the liquid crystal polymer (B) used in the present invention is selected from (i) aromatic oxycarbonyl repeating unit, (ii) aromatic dicarbonyl repeating unit and (iii) aromatic dioxy repeating unit. 1 or more types.

  The liquid crystal polymer (B) composed of each of these repeating units has a component that forms an anisotropic molten phase and a component that does not form an anisotropic molten phase, depending on the composition, composition ratio in the polymer, and sequence distribution. However, the liquid crystal polymer (B) used in the present invention is limited to those forming an anisotropic molten phase.

The liquid crystal polymer (B) used in the present invention is preferably a liquid crystal polyester containing a repeating unit represented by the formula (2) in an amount of 25 mol% or more in all repeating units and having a crystal melting temperature of 285 ° C. or less. Is done.

  In the liquid crystal polymer (B) used in the present invention, the content of the repeating unit represented by the formula (2) is more preferably 30 to 55 mol%, further preferably 35 to 45 mol%. When the repeating unit represented by the formula (2) is less than 25 mol% in all repeating units, the crystal melting temperature of the liquid crystal polymer tends to increase, which is not preferable.

  The crystal melting temperature of the liquid crystal polymer (B) used in the present invention is preferably 180 to 260 ° C, more preferably 190 to 250 ° C.

  When the crystal melting temperature exceeds 285 ° C., the temperature during kneading or molding becomes high, so that the decomposition of the diglycidyl ester ether compound proceeds and it is difficult to obtain a thermoplastic resin composition with improved compatibility. Tend to be.

  In the present specification and claims, the term “crystal melting temperature” refers to crystal melting measured by a differential scanning calorimeter (hereinafter abbreviated as DSC) at a heating rate of 20 ° C./min. It is obtained from the temperature peak temperature. More specifically, after observing an endothermic peak temperature (Tm1) observed when a liquid crystal polymer resin sample is measured at room temperature to 20 ° C./minute, the temperature is 20 to 50 ° C. higher than Tm1. Hold for 10 minutes, then cool the sample to room temperature under a temperature drop condition of 20 ° C./min, and then observe the endothermic peak when measured again under a temperature rise condition of 20 ° C./min. The crystal melting temperature of the liquid crystal polymer resin. As the measuring device, for example, Exstar 6000 manufactured by Seiko Instruments Inc. can be used.

  Examples of the monomer that gives the repeating unit represented by the formula (2) include 6-hydroxy-2-naphthoic acid and ester-forming derivatives such as acylated products, ester derivatives, and acid halides.

  Specific examples of the monomer that gives the aromatic oxycarbonyl repeating unit other than the monomer that gives the repeating unit represented by the formula (2) include, for example, 4-hydroxybenzoic acid and metahydroxybenzoic acid. Orthohydroxybenzoic acid, 5-hydroxy-2-naphthoic acid, 3-hydroxy-2-naphthoic acid, 4′-hydroxyphenyl-4-benzoic acid, 3′-hydroxyphenyl-4-benzoic acid, 4′-hydroxy Examples thereof include phenyl-3-benzoic acid, alkyl, alkoxy or halogen substituted products thereof, and ester-forming derivatives thereof such as acylated products, ester derivatives, and acid halides. Among these, 4-hydroxybenzoic acid is preferable from the viewpoint of easily adjusting the characteristics of the obtained liquid crystal polymer and the crystal melting temperature.

(Ii) Specific examples of the monomer that gives the aromatic dicarbonyl repeating unit include, for example, terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, 1,6-naphthalenedicarboxylic acid, and 2,7-naphthalenedicarboxylic acid. Acid, 1,4-naphthalenedicarboxylic acid, aromatic dicarboxylic acid such as 4,4'-dicarboxybiphenyl, alkyl, alkoxy or halogen-substituted products thereof, ester derivatives thereof, and ester-forming derivatives such as acid halides Is mentioned. Among these, terephthalic acid and 2,6-naphthalenedicarboxylic acid are preferable from the viewpoint of easily adjusting the mechanical properties, heat resistance, crystal melting temperature, and moldability of the obtained liquid crystal polymer to appropriate levels.

(Iii) Specific examples of the monomer that gives an aromatic dioxy repeating unit include, for example, hydroquinone, resorcin, 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 1,4- Aromatic diols such as dihydroxynaphthalene, 4,4′-dihydroxybiphenyl, 3,3′-dihydroxybiphenyl, 3,4′-dihydroxybiphenyl, 4,4′-dihydroxybiphenyl ether, their alkyl, alkoxy or halogen Substituents and ester-forming derivatives such as acylated products thereof can be mentioned. Among these, hydroquinone and 4,4'-dihydroxybiphenyl are preferable from the viewpoint of reactivity during polymerization and characteristics of the obtained liquid crystal polymer.

  The liquid crystal polymer (B) used in the present invention preferably has a melt viscosity measured with a capillary rheometer of 1 to 1000 Pa · s, more preferably 5 to 300 Pa · s.

As the liquid crystal polymer (B) used in the present invention, a liquid crystal polyester composed of repeating units represented by the formulas (2) to (5) is particularly preferably used.
[In the formula, Ar ₁ and Ar ₂ each represent one or more divalent aromatic groups, and p, q, r, and s represent the composition ratio (mol%) of each repeating unit in the liquid crystal polymer (B). And satisfies the following formula:
0.4 ≦ p / q ≦ 2.0
2 ≦ r ≦ 15, and 2 ≦ s ≦ 15].

  In the present specification and claims, “liquid crystal polyester composed of repeating units represented by formulas (2) to (5)” means that the liquid crystal polyester is represented by formulas (2) to (5). In addition to the repeating unit represented by the formula, it means that other repeating units may be contained.

  In one preferred embodiment of the present invention, the composition ratio of the repeating units represented by the above formulas (2) to (5) is p + q + r + s = 100 mol%.

  In the present specification and claims, the “divalent aromatic group” means an aromatic group having two substituents capable of forming an ester bond.

  Said suitable liquid crystalline polyester is repeating unit represented by Formula (2) and Formula (3), and both molar ratio (p / q) is 0.4-2.0, Preferably it is 0.6-1. 8, particularly preferably 0.8 to 1.6.

  In one embodiment, the liquid crystal polymer (B) preferably used in the present invention is preferably a liquid crystal polyester containing 35 to 48 mol% of repeating units represented by the formulas (2) and (3), respectively. Those containing 43 mol% are particularly preferred.

  The liquid crystal polyester (B) preferably used in the present invention contains the repeating units represented by the formulas (2) and (3) in the above-described ratio, thereby obtaining a liquid crystal polyester having a crystal melting temperature of 285 ° C. or lower. be able to.

  The liquid crystalline polyester preferably used in the present invention preferably contains 2 to 15 mol%, more preferably 5 to 13 mol% of repeating units represented by the formulas (4) and (5), respectively. Yes, the content of the repeating unit represented by formula (4) and formula (5) is preferably equimolar.

  The monomer giving the repeating unit represented by the formula (2) is as described above.

  Examples of the monomer that gives the repeating unit represented by the formula (3) include 4-hydroxybenzoic acid and ester-forming derivatives such as acylated products, ester derivatives, and acid halides.

  Examples of the monomer that gives the repeating unit represented by the formula (4) include hydroquinone, resorcin, 4,4′-dihydroxybiphenyl, 3,3′-dihydroxybiphenyl, 3,4′-dihydroxybiphenyl, and 4,4 ′. -Dihydroxybiphenyl ether, aromatic diols such as 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, alkyl, alkoxy or halogen substituted products thereof, acylated products thereof, etc. Examples include ester-forming derivatives.

  As the monomer that gives the repeating unit represented by the formula (5), terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, 1,6-naphthalenedicarboxylic acid, 2,7-naphthalenedicarboxylic acid, 4, Aromatic dicarboxylic acids such as 4′-dicarboxybiphenyl and bis (4-carboxyphenyl) ether, alkyl, alkoxy or halogen-substituted products thereof, and ester-forming derivatives such as ester derivatives and acid halides thereof. .

In one preferred embodiment, the repeating unit represented by the formula (4) and the formula (5) is represented by Ar ₁ in the formula (4):
And / or
And Ar ₂ is
And / or
It is what is.

  The liquid crystal polymer (B) used in the present invention includes the main monomer in the liquid crystal polymer (B) of the present invention that gives the repeating units represented by the general formulas (2) to (5). The main monomer may be other types of aromatic hydroxycarboxylic acid, aromatic diol, aromatic dicarboxylic acid, aromatic hydroxydicarboxylic acid, aromatic hydroxyamine, aromatic diamine, aromatic Aromatic aminocarboxylic acids, aromatic mercaptocarboxylic acids, aromatic dithiols, aromatic mercaptophenols and the like may be copolymerized as other monomer components. The ratio of these other monomer components is preferably 10 mol% or less with respect to the total of the monomer components giving the repeating units represented by the general formulas (2) to (5).

  The production method of the liquid crystal polymer (B) used as the resin component in the resin composition of the present invention is not particularly limited, and a known polyester polycondensation method for forming an ester bond with the monomer component, for example, melting An acidolysis method, a slurry polymerization method, etc. can be used.

  The melt acidosis method is a method suitable for producing the liquid crystal polymer (B) used in the present invention. In this method, a monomer is first heated to form a melt of a reactant, and the reaction is performed. The molten polymer is obtained by continuing. A vacuum may be applied to facilitate removal of volatiles (for example, acetic acid, water, etc.) by-produced in the final stage of condensation.

  The slurry polymerization method is a method of reacting in the presence of a heat exchange fluid, and the solid product is obtained in a state suspended in a heat exchange medium.

  In both the melt acidification method and the slurry polymerization method, the polymerizable monomer component used for producing the liquid crystal polymer (B) is a modified form in which the hydroxyl group is acylated at room temperature, that is, a lower acylated product. Can also be used for the reaction. The lower acyl group preferably has 2 to 5 carbon atoms, more preferably 2 or 3 carbon atoms. Particularly preferred is a method using an acetylated product of the monomer component in the reaction.

  As the lower acylated product of the monomer, a separately synthesized acylated product may be used, or an acylating agent such as acetic anhydride is added to the monomer during the production of the liquid crystal polymer (B) to produce it in the reaction system. You can also.

  In either case of the melt acidolysis method or the slurry polymerization method, a catalyst may be used as needed during the reaction.

Specific examples of the catalyst include organic tin compounds such as dialkyltin oxide (for example, dibutyltin oxide) and diaryltin oxide; organic titanium compounds such as titanium dioxide, antimony trioxide, alkoxy titanium silicate, and titanium alkoxide; alkali and alkali of carboxylic acid Examples include earth metal salts (for example, potassium acetate); gaseous acids catalysts such as Lewis acids (for example, BF ₃ ) and hydrogen halides (for example, HCl).

  The ratio of the catalyst used is usually 10 to 1000 ppm, preferably 20 to 200 ppm, based on the monomer.

  The liquid crystal polymer (B) obtained by such a polycondensation reaction is extracted from the polymerization reaction tank in a molten state, and then processed into a pellet, flake, or powder.

  In the thermoplastic resin composition of the present invention, the weight ratio of the thermoplastic resin (A) / liquid crystal polymer (B) is 1/99 to 99/1. From the viewpoint of easily exhibiting the compatibilizing effect, the thermoplastic resin ( When A) is dispersed in the liquid crystal polymer (B), it is preferably 2/98 to 30/70, and when the liquid crystal polymer (B) is dispersed in the thermoplastic resin (A), it is 70/30 to 98. It is preferably / 2.

The diglycidyl ether ester compound (C) represented by the formula (1) used in the present invention is usually produced as a mixture of a compound in which n = 0 and a compound in which n = 1 to 10, and a phase is obtained in a small amount. It is preferable that the compound of n = 0 is included 80% or more by the point which can exhibit a solubilization effect, and it is more preferable to include 90% or more.
(In the formula, n represents 0 or an integer of 1 to 10)

  By using the diglycidyl ether ester compound (C) represented by the formula (1) in a composition containing a thermoplastic resin and a liquid crystal polymer, the compatibility between the thermoplastic resin and the liquid crystal polymer can be improved. Therefore, the diglycidyl ether ester compound (C) represented by the formula (1) and the compatibilizer containing the compound are suitably used as compatibilizers for compatibilizing the thermoplastic resin (A) and the liquid crystal polymer (B). Can be used.

  The method for obtaining the diglycidyl ether ester compound (C) used in the present invention is not particularly limited, but is obtained by a method of reacting hydroxynaphthoic acid and epihalohydrin in the presence of a quaternary ammonium salt and / or a basic compound. Should be used. Further, it may be purified by recrystallization or the like. Alternatively, a commercial preparation containing a compound represented by the formula (1) may be used.

  In the thermoplastic resin composition of the present invention, the diglycidyl ether ester compound (C) represented by the formula (1) is used as a compatibilizing agent, and the total amount of the thermoplastic resin (A) and the liquid crystal polymer (B) is 100 wt. 0.1 to 20 parts by weight, preferably 0.2 to 10 parts by weight, and more preferably 0.5 to 5 parts by weight with respect to parts. When the content of the diglycidyl ether ester compound (C) represented by the formula (1) is less than 0.1 parts by weight, the compatibilizing effect between the liquid crystal polymer and the thermoplastic resin is not obtained, and the content exceeds 20 parts by weight. The reaction between the diglycidyl ether ester compounds (C) proceeds to cause a phenomenon such as gelation.

  The thermoplastic resin composition of the present invention is obtained by compounding the thermoplastic resin (A), the liquid crystal polymer (B), and the glycidyl ether ester compound (C) represented by the formula (1) with a twin screw extruder or the like. Can be obtained. Preferably, the thermoplastic resin composition of the present invention dry-mixes each pellet of the thermoplastic resin (A), the liquid crystal polymer (B) and the glycidyl ether ester compound (C) represented by the formula (1), Subsequently, the obtained dry mixture is put into a twin-screw extruder and compounded at a temperature of 220 to 350 ° C.

  The thermoplastic resin composition of the present invention is processed into a film, a sheet, a bottle, other packaging materials and the like by a known molding method such as injection molding, blow molding, uniaxial stretching, and inflation. In particular, it is processed into a desired molded product by blow molding suitable for molding hollow products such as PET bottles. Specific blow molding methods include tilet blow molding, injection blow molding, free blow molding, and the like.

  Hereinafter, although an example explains the present invention in detail, the present invention is not limited to this.

In the examples, the following abbreviations represent the following compounds:
PET: Polyethylene terephthalate LCP: Liquid crystal polymer BON6: 6-hydroxy-2-naphthoic acid POB: 4-hydroxybenzoic acid
HQ: Hydroquinone TPA: Terephthalic acid

[Synthesis example]
(Synthesis of Compatibilizer 1)
9 L of 6-hydroxy-2-naphthoic acid and 467 g of epichlorohydrin were added to 1 L of 4-neck Kolben, and the temperature was raised to 80 ° C. under a nitrogen stream. Next, a 50% aqueous solution of tetramethylammonium chloride was added dropwise at 80 ° C. over 2 hours, followed by stirring at the same temperature for 1 hour. Further, 87.1 g of a 48% aqueous sodium hydroxide solution was added dropwise at 80 ° C. over 3 hours, and the mixture was stirred at the same temperature for 30 minutes. Then, epichlorohydrin was removed by distillation under reduced pressure. After adding 560 g of toluene to the residue and stirring for 10 minutes, the precipitate was filtered. The filtrate was washed with 250 g of water, 19 g of 48% NaOH aqueous solution was added, and the mixture was refluxed for 1 hour. Further, it was washed with 250 g of water, washed with 250 g of 5% aqueous phosphorous solution, and washed again with 250 g of water. Toluene was removed by distillation under reduced pressure to obtain 105 g of a compatibilizing agent. The epoxy equivalent of the obtained compatibilizer was 168.

(Synthesis of LCP)
BON6, POB, HQ and TPA were charged in a 2 L reaction vessel equipped with a stirrer with a torque meter and a distilling tube so that the total amount was 5 mol in the composition ratio shown below, and then 0.05 g of potassium acetate (total Acetic anhydride was charged in an amount of 67 mol ppm with respect to the monomer and 1.025 mol of the total amount of hydroxyl groups (mol) of the monomer, and deacetic acid polymerization was carried out under the following conditions.

  In the polymerization, the temperature was raised from room temperature to 150 ° C. in 1 hour under a nitrogen gas atmosphere, and the temperature was maintained for 30 minutes. Next, while acetic acid produced as a by-product was distilled off, the temperature was quickly raised to 210 ° C. and kept at that temperature for 30 minutes. Thereafter, the temperature was raised to 335 ° C. over 3 hours, and then the pressure was reduced to 20 mmHg over 30 minutes. When the predetermined torque was exhibited, the polymerization reaction was terminated, and the reaction vessel contents were taken out and pulverized. LCP resin pellets LCP were obtained. The amount of acetic acid distilled during the polymerization was almost as theoretical. The crystal melting temperature measured by DSC of the obtained LCP was 221 ° C.

POB: 276.23 g (40 mole parts)
BON6: 376.34 g (40 mole parts)
HQ: 55.05 g (10 mole parts)
TPA: 83.06 g (10 mole parts)

(Thermoplastic resin (A))
In the examples, polyethylene terephthalate (NEH-2070 manufactured by Unitika Ltd.) was used as the thermoplastic resin (A).

[Example 1]
To 100 parts by weight of the total amount of polyethylene terephthalate resin and LCP obtained in the synthesis example (weight ratio of polyethylene terephthalate resin / LCP = 95/5), 3.00 parts by weight of compatibilizer 1 was dry-mixed. Compounding was performed at a cylinder temperature of 280 ° C. using a shaft extruder (manufactured by Ikegai Co., Ltd., PCM-30) to obtain a pellet of a polyethylene terephthalate resin composition in which LCP and a compatibilizing agent were mixed. It was measured.

  The obtained pellets were injection-molded under the conditions of a molding temperature of 280 ° C. and a mold temperature of 80 ° C. using an injection molding machine (UH1000-110) manufactured by Nissei Plastic Industry Co., Ltd. No. dumbbell was made. Using this dumbbell, tensile strength and tensile elongation were measured.

  Next, the dumbbell was frozen in liquid nitrogen and then crushed, and the crushed material was observed at a magnification of 1000 times using an Hitachi Hitachi S-300N electron microscope (FIG. 1), and the average particle size of LCP particles in the composition Was measured. The results are shown in Table 1 together with physical properties.

  The melt viscosity, tensile strength, tensile elongation, and average particle size of LCP particles in the composition were measured by the methods described below.

(Melt viscosity)
The melt viscosity was measured using a 0.7 mmφ × 10 mm capillary at 280 ° C. with a melt viscosity measuring device (Capillograph 1D manufactured by Toyo Seiki Co., Ltd.).

(Tensile strength and tensile elongation)
A No. 4 dumbbell was measured according to ASTM D638 using INSTRON 5567 (Instron Japan, a universal testing machine manufactured by Company Limited).

(Average particle size of LCP particles in the composition)
Ten LCP particles observed from the microscope image were arbitrarily selected, the length of the major axis was measured, and the average was calculated. The smaller the average particle size of the observed LCP particles, the better the compatibility.

[Examples 2-3]
A dumbbell was molded in the same manner as in Example 1 except that the amount of the compatibilizer 1 was changed as shown in Table 1, and the tensile strength, the tensile elongation, and the average particle size of the LCP particles in the composition were measured. The results are shown in Table 1 together with the melt viscosity. Moreover, the microscope image of Example 2 is shown in FIG. 2, and the microscope image of Example 3 is shown in FIG.

[Comparative Example 1]
Dumbbells were molded in the same manner as in Example 1 except that no compatibilizer was added, and the tensile strength, tensile elongation, and average particle size of LCP particles in the composition were measured. The results are shown in Table 1 together with the melt viscosity. Moreover, a microscope image is shown in FIG.

[Comparative Example 2]
Except that the compatibilizer 1 was changed to Bond First 2C (manufactured by Sumitomo Chemical Co., Ltd.), dumbbells were molded in the same manner as in Example 1, and the tensile strength, tensile elongation, and average particle size of LCP particles in the composition were measured. did. The results are shown in Table 1 together with the melt viscosity. Moreover, a microscope image is shown in FIG.

[Comparative Example 3]
An attempt was made to form a dumbbell in the same manner as in Example 1 except that the content of the compatibilizing agent 1 was changed to 30 parts by weight.

  As shown in Table 1, the resin compositions of Examples 1 to 3 using the compatibilizing agent of the present invention have a small average particle size of LCP particles in the composition, and the thermoplastic resin (A) and the liquid crystal polymer (B It is understood that the compatibility is improved.

Claims (9)

Including 100 to 20 parts by weight of the diglycidyl ether ester compound (C) represented by the formula (1) as a compatibilizer with respect to 100 parts by weight of the total amount of the thermoplastic resin (A) and the liquid crystal polymer (B). A thermoplastic resin composition having a weight ratio of thermoplastic resin (A) / liquid crystal polymer (B) of 1/99 to 99/1.
(In the formula, n represents 0 or an integer of 1 to 10.)   The resin composition according to claim 1, wherein the thermoplastic resin (A) is a resin having one or more functional groups selected from the group consisting of a hydroxyl group, a carboxyl group, and an amino group.   The thermoplastic resin (A) is selected from the group consisting of polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polyamide, polycarbonate, polyacetal, polyurethane, polylactic acid, polyamide, polyimide and liquid crystal polymer. The resin composition of Claim 1 or 2 which is the above resin. The resin composition according to any one of claims 1 to 3, wherein the thermoplastic resin (A) is polyethylene terephthalate. The liquid crystal polymer (B) is a liquid crystal polyester containing a repeating unit represented by the formula (2) in an amount of 25 mol% or more of all repeating units and having a crystal melting temperature of 285 ° C. or lower. Resin composition.
The resin composition according to any one of claims 1 to 5, wherein the liquid crystal polymer (B) is a liquid crystal polyester composed of repeating units represented by formulas (2) to (5).
[In the formula, Ar ₁ and Ar ₂ each represent one or more divalent aromatic groups, and p, q, r, and s are the composition ratios (moles) of the respective repeating units in the liquid crystal polymer (B). %) Satisfying the following formula:
0.4 ≦ p / q ≦ 2.0
2 ≦ r ≦ 15, and 2 ≦ s ≦ 15]. The resin composition according to claim 6, wherein the composition ratio of the repeating units represented by formulas (2) to (5) satisfies the following formula:
35 ≦ p ≦ 48,
35 ≦ q ≦ 48,
2 ≦ r ≦ 15, and 2 ≦ s ≦ 15. Ar ₁ is
And / or
And Ar ₂ is
And / or
The resin composition according to claim 6 or 7, wherein A compatibilizing agent for compatibilizing a thermoplastic resin (A) and a liquid crystal polymer (B), comprising a diglycidyl ether ester compound represented by formula (1).
(In the formula, n represents 0 or an integer of 1 to 10.)