POLYARYLENE SULFIDE RESIN AND PREPARATION METHOD THEREOF

Abstract

The present invention relates to a polyarylene sulfide which has more improved compatibility with other polymer materials or fillers, and a method for preparing the same. The polyarylene sulfide is characterized in that at least part of end groups of the main chain of the polyarylene sulfide is hydroxyl group (OH), the polyarylene sulfide contains iodine bonded to its main chain and free iodine, and the content of iodine bonded to the main chain and free iodine is 10 to 10,000 ppmw.

Claims

1. A polyarylene sulfide in which at least part of end groups of a main chain of the polyarylene sulfide is hydroxyl group (OH), wherein the polyarylene sulfide contains iodine bonded to the main chain and free iodine, and a content of iodine bonded to the main chain and free iodine is 10 to 10,000 ppmw.

2. The polyarylene sulfide according to claim 1, wherein the content of iodine bonded to the main chain and free iodine is 10 to 3000 ppmw.

3. The polyarylene sulfide according to claim 1, showing a peak in the range of 3300 to 3600 cm.sup.1, in a FT-IR spectrum.

4. The polyarylene sulfide according to claim 3, wherein a relative height intensity of the peak in the range of 3300 to 3600 cm.sup.1 is 0.01 to 3%, when a height of a ring stretch peak shown in the range of 1400 to 1600 cm.sup.1 is assumed as an intensity of 100%, in the FT-IR spectrum.

5. The polyarylene sulfide according to claim 1, wherein a melting temperature is 265 to 290 C.

6. The polyarylene sulfide according to claim 1, wherein a number average molecular weight is 5,000 to 50,000.

7. The polyarylene sulfide according to claim 1, wherein a melt viscosity, measured with a rotating disk viscometer at 300 C., is 10 to 50,000 poise.

8. The polyarylene sulfide according to claim 1, wherein a tensile strength, measured according to ASTM D 638, is 100 to 900 kgf/cm.sup.2.

9. The polyarylene sulfide according to claim 1, wherein an elongation measured according to ASTM D 638, is 1 to 10%.

10. The polyarylene sulfide according to claim 1, wherein a flexural strength, measured according to ASTM D 790, is 100 to 2,000 kgf/cm.sup.2.

11. The polyarylene sulfide according to claim 1, wherein an impact strength, measured according to ASTM D 256, is 1 to 100 J/m.

12. (canceled)

13. (canceled)

14. (canceled)

15. (canceled)

16. (canceled)

17. (canceled)

18. (canceled)

19. A molded article, including the polyarylene sulfide according to claim 1.

20. The molded article according to claim 19, which is in the form of film, sheet, or fiber.

Description

DETAILED DESCRIPTION OF THE EMBODIMENT

[0057] Hereinafter, preferable examples are presented to aid in understanding of the present invention. However, the following examples are only for illustrating the present invention and the present invention is not limited to or by them.

Example 1: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0058] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 50 g of 2,2-dithiobisbenzothiazole was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 51 g of 4-iodophenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0059] The polyarylene sulfide resin of Example 1 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.4% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0060] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine sulfide was measured by the method described below, and the content thereof was confirmed to be about 1500 ppmw.

Example 2: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0061] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 50 g of 2,2-dithiobisbenzothiazole was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 25 g of 4-iodophenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0062] The polyarylene sulfide resin of Example 2 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.24% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0063] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 2000 ppmw.

Example 3: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0064] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 50 g of 2,2-dithiobisbenzothiazole was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 51 g of 4,4-dithiodiphenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0065] The polyarylene sulfide resin of Example 3 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.62% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0066] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 500 ppmw.

Example 4: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0067] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 50 g of 2,2-dithiobisbenzothiazole was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 25 g of 4,4-dithiodiphenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0068] The polyarylene sulfide resin of Example 4 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.33% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0069] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 1200 ppmw.

Example 5: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0070] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 30 g of diphenyl disulfide was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 25 g of 4-iodophenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0071] The polyarylene sulfide resin of Example 5 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.27% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0072] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 1800 ppmw.

Example 6: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0073] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 30 g of diphenyl disulfide was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the reaction was progressed 90%, 51 g of 4,4-dithiodiphenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0074] The polyarylene sulfide resin of Example 6 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.58% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0075] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 600 ppmw.

Example 7: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0076] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 35 g of diphenyl disulfide was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the polymerization reaction was progressed 90%, 25 g of 4-iodophenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0077] The polyarylene sulfide resin of Example 7 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.29% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0078] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 800 ppmw.

Example 8: Synthesis of Polyarylene Sulfide Including Hydroxy Group at the End of the Main Chain

[0079] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 35 g of diphenyl disulfide was added thereto as a polymerization terminator and the reaction was carried out for 1 hour. Subsequently, when the reaction was progressed 90%, 13 g of 4,4-dithiodiphenol was added thereto and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0080] The polyarylene sulfide resin of Example 8 was analyzed by FT-IR spectroscopy. At this time, the presence of the hydroxyl group peak was confirmed in the range of about 3300 to 3600 cm.sup.1 in the spectrum. It was also confirmed that the relative height intensity of the peak in the range of about 3300 to 3600 cm.sup.1 was about 0.26% when the height of the ring stretch peak shown in the range of about 1400 to 1600 cm.sup.1 was assumed as the intensity of 100%.

[0081] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 700 ppmw.

Comparative Example 1

[0082] The reactants including 5,130 g of p-diiodobenzene (p-DIB) and 450 g of sulfur was completely melted and mixed in a 5 L reactor equipped with a thermocouple capable of measuring the inside temperature of the reactor and a vacuum line for nitrogen purging and vacuumizing by heating the same to 180 C., and then polymerization reaction was progressed by carrying out temperature-rising and pressure reducing step by step from the initial reaction condition of 220 C. and 350 torr to the final reaction temperature of 300 C. and the pressure of 1 torr or less, and then further adding sulfur little by little. When the polymerization reaction was progressed 80% (the degree of progress of the polymerization reaction was identified by the relative viscosity ratio according to the formula (present viscosity/target viscosity)*100%, and the present viscosity was measured with a viscometer after taking a sample from the reactor where the polymerization reaction was progressing), 50 g of 2,2-dithiobisbenzothiazole was added thereto as a polymerization terminator and reacted under nitrogen atmosphere for 10 minutes. The reaction was further progressed with slowly vacuumizing to 0.5 torr or less, and terminated when the viscosity reached the target viscosity. Thereby, the polyarylene sulfide resin having hydroxyl group at the end of the main chain was synthesized. The final resin obtained by the reaction was prepared into pellets by using a small strand cutter.

[0083] The polyarylene sulfide resin of Comparative Example 1 was analyzed by FT-IR spectroscopy. As a result, it was confirmed that there was no hydroxyl group peak in the range of about 3300 to 3600 cm.sup.1 in the spectrum.

[0084] In addition, the content of iodine bonded to the main chain of the polyarylene and free iodine was measured by the method described below, and the content thereof was confirmed to be about 2500 ppmw.

Comparative Example 2

[0085] Product name Z200 of DIC Co., Ltd. in which the polyarylene sulfide made by Macallum process was compounded with an elastomer was used as Comparative Example 2.

Experimental Example 1: Evaluation of Basic Properties of Polyarylene Sulfide

[0086] The physical properties of polyarylene sulfides of Examples 1 to 8 and Comparative Examples 1 to 2 were evaluated by the following methods:

[0087] Melting Point (Tm)

[0088] The melting point was measured by using a differential scanning calorimeter (DSC) by elevating the temperature from 30 C. to 320 C. with a speed of 10 C./min, then cooling the temperature to 30 C., and then again elevating the temperature from 30 C. to 320 C. with a speed of 10 C./min.

[0089] Number Average Molecular Weight (Mn) and Polydispersity Index (PDI)

[0090] The sample was dissolved in 1-chloronaphthalene with stirring at 250 C. for 25 minutes so as to be 0.4 wt % solution, and then the polyarylene sulfide having different molecular weights was sequentially separated in the column of a high-temperature gel permeation chromatography (GPC) system (210 C.) while flowing the solution with a flow rate of 1 mL/min. The intensity corresponding to the molecular weight of the separated polyarylene sulfide was measured by using a RI detector. After making a calibration line with a standard specimen (polystyrene) of which the molecular weight was known, the relative number average molecular weight (Mn) and polydispersity index (PDI) of the measured sample were calculated.

[0091] Melt Viscosity (Poise)

[0092] The melt viscosity (hereinafter, referred to as M.V.) was measured at 300 C. by using a rotating disk viscometer. In frequency sweep measuring method, angular frequency was measured from 0.6 to 500 rad/s, and the viscosity at 1.84 rad/s was defined as the melt viscosity (M.V.).

[0093] Content of Iodine Bonded to Main Chain and Free Iodine (Ppmw)

[0094] The content of iodine bonded to the main chain and free iodine (ppmw) was determined as follows. The sample was prepared through an automatic pretreatment system (AQF) in which the sample was combusted with a furnace at high temperature and then iodine was ionized and dissolved in distilled water. The content of iodine in the sample was measured by using a calibration curve previously analyzed for the sample via ion chromatography

[0095] The physical properties measured according to above methods are listed in Table 1 below:

TABLE-US-00001 TABLE 1 Number Polydis- Melting average persity Melt Iodine point molecular Index Viscosity content Classification ( C.) weight (PDI) (Poise) (ppmw) Example 1 278.1 17,124 2.9 2,150 1500 Example 2 278.8 17,333 2.8 2,210 2000 Example 3 277.5 17,225 2.9 1,960 500 Example 4 277.8 17,457 2.8 2,010 1200 Example 5 279.2 17,320 2.9 2,530 1800 Example 6 278.3 17,112 2.9 2,440 600 Example 7 279.5 17,450 2.8 2,250 800 Example 8 279.2 17,420 2.8 2,150 700 Comparative 280.5 17,267 2.8 2,420 2500 Example 1 Comparative 282.0 15,237 3.1 2,000 0 Example 2

Experimental Example 2: Evaluation of Mechanical Properties of Polyarylene Sulfide

[0096] The mechanical properties of the polyarylene sulfides of Examples 1 to 8 and Comparative Example 1 were evaluated by the following methods. When measuring each of these physical properties, the specimen was obtained under the following conditions:

[0097] Production Conditions of Test Specimen

[0098] The test specimen was prepared from 3 kg of polyarylene sulfide) with an injection mold machine (Engel ES75P, mold clamping force of 80 tons, diameter of 25 mm) and the test was carried out according to ASTM D638. In the process, the barrel temperature was set to 270 C./300 C./300 C. in order from the feeding inlet, and the nozzle temperature was 300 C., and the mold temperature was 150 C.

[0099] Tensile Strength and Elongation

[0100] The tensile strength and the elongation of the polyarylene sulfide specimens prepared according to Examples 1 to 8 and Comparative Example 1 were measured according to ASTM D 638 method.

[0101] Flexural Strength and Flexural Strength Retention Ratio

[0102] The flexural strengths of the polyarylene sulfide specimens prepared according to Examples 1 to 8 and Comparative Example 1 were measured according to ASTM D 790. Then, after aging the specimen in an oven at 280 C. for 100 hours, the flexural strength was again measured and the flexural strength retention ratio was calculated based on the following formula:

[0103] The flexural strength retention ratio (%)=[(flexural strength after aging)/(flexural strength before aging)]*100

[0104] Impact Strength (Izod)

[0105] The impact strengths of the polyarylene sulfide specimens prepared according to Examples 1 to 8 and Comparative Example 1 were measured according to ASTM D 256.

[0106] The mechanical properties measured according to above methods are listed in Table 2 below:

TABLE-US-00002 TABLE 2 Tensile Flexural Impact strength Elongation strength strength Classification (kgf/cm.sup.2) (%) (kgf/cm.sup.2) (J/m, Notched) Example 1 617 1.5 1,420 18 Example 2 608 1.4 1,415 17 Example 3 605 1.2 1,432 18 Example 4 650 1.3 1,425 17 Example 5 602 1.4 1,433 19 Example 6 605 1.6 1,454 17 Example 7 603 1.4 1,428 21 Example 8 615 1.3 1,477 18 Comparative 622 1.2 1,453 19 Example 1

[0107] The specimens were prepared by compounding the polyarylene sulfides of Examples 1 to 8 and Comparative Example 1 with other components according to the following methods:

[0108] Compounding of Polyarylene Sulfide and Glass Fiber

[0109] After drying the polymerized resin, the compounding was carried out with a small twin-screw extruder under the condition of the extrusion die temperature of 330 C. and the screw speed of 200 rpm while adding 40 parts by weight of Glass Fiber 910 (made by Owens Corning Co., Ltd.) to 60 parts by weight of the resin.

[0110] Compounding of Polyarylene Sulfide and Elastomer

[0111] The mixing extrusion was carried out under the condition of the extrusion die temperature of 300 C. and the screw speed of 200 rpm while adding 10 parts by weight of Lotader (Grade AX-8840, made by Arkema), the elastomer, to 90 parts by weight of the resin.

[0112] The mechanical properties of the compounded specimens prepared as above and the specimen of Comparative Example 2 were evaluated in the same manner as in the polyarylene sulfide specimen and are listed in Table 3 below.

TABLE-US-00003 TABLE 3 Flexural strength Impact Tensile Strength Elongation Flexural Strength retention ratio strength Classification (kgf/cm.sup.2) (%) (kgf/cm.sup.2) (%) (J/m, Notched) Example 1 + 1,780 1.9 2,420 87 92 Glass fiber 40% Example 2 + 1,760 1.8 2,415 85 90 Glass fiber 40% Example 3 + 1,770 1.9 2,410 86 89 Glass fiber 40% Example 4 + 1,750 1.8 2,410 85 87 Glass fiber 40% Example 5 + 1,720 1.8 2,610 84 90 Glass fiber 40% Example 6 + 1,700 1.7 2,530 83 88 Glass fiber 40% Example 7 + 1,750 1.8 2,440 85 85 Glass fiber 40% Example 8 + 1,730 1.9 2,515 83 87 Glass fiber 40% Comparative 1,700 1.7 2,300 78 77 Example 1 + Glass fiber 40% Comparative 1,800 2.2 2,450 82 110 Example 2 + Glass fiber 40% Example 1 + 590 18.0 1,050 55 Elastomer 10% Example 2 + 585 16.7 1,030 53 Elastomer 10% Example 3 + 588 17.5 1,030 51 Elastomer 10% Example 4 + 585 17.0 1,020 50 Elastomer 10% Example 5 + 575 17.5 1,030 48 Elastomer 10% Example 6 + 580 17.2 1,010 52 Elastomer 10% Example 7 + 586 17.8 1,035 48 Elastomer 10% Example 8 + 577 16.5 1,020 49 Elastomer 10% Comparative 556 2.5 950 17 Example 1 + Elastomer 10% Comparative 660 15.7 940 76 Example 2

[0113] According to Tables 2 and 3 above, it was confirmed that, by compounding the polyarylene sulfide of Example 1 of which hydroxy group is introduce to the end of the main chain with glass fiber, the impact strength was greatly elevated from about 18 J/m to about 92 J/m. Also, it was confirmed that, by compounding the polyarylene sulfide of Example 2 of which hydroxy group is introduced to the end group of the main chain with elastomer, the tensile elongation was greatly elevated from about 1.5% to about 18.0% and the izod strength from about 18 J/m to about 55 J/m. It was confirmed that the improvement in physical properties due to such compounding was equivalent even in other examples.

[0114] From the improvement of the physical properties due to such compounding, it was confirmed that the polyarylene sulfides of Examples can exhibit excellent compatibility with other various polymer materials or fillers, and consequently can exhibit excellent synergistic effects.

[0115] In contrast, it was confirmed that the polyarylene sulfide of Comparative Example 1 was inferior in the compatibility with other polymer materials or fillers and the synergistic effects caused by compounding was not so big.