KR101706327B1 - Polyarylene Sulfide Having Improved Mechanical and Thermal Properties, and Preparation Method Thereof - Google Patents

Abstract

The present invention relates to a polyarylene sulfide having excellent thermal and mechanical properties and a process for producing the polyarylene sulfide. Specifically, the polyarylene sulfide has a disulfide repeating unit content of 0.5% by weight or less and a cooling crystallization temperature of 220 to 240 ° C to be.
Also, the polyarylene sulfide may be prepared by polymerizing a reaction product comprising a diiodo aromatic compound and a sulfur compound; And adding 5 to 30 parts by weight of a polar solvent to 100 parts by weight of the reactant while the polymerization reaction is being carried out.
Such polyarylene sulfide scarcely generates by-products during the production process, and the produced resin is also excellent in thermal and mechanical properties and thus can be usefully used in engineering plastics production and molding.

Description

TECHNICAL FIELD The present invention relates to a polyarylene sulfide resin having excellent thermal and mechanical properties and a method for producing the polyarylene sulfide resin.

The present invention relates to a polyarylene sulfide excellent in thermal and mechanical properties and a method for producing the same.

Currently, polyarylene sulfide is a typical engineering plastic. Due to its high heat resistance, chemical resistance, flame resistance and electrical insulation, polyarylene sulfide is in high demand for high temperature and corrosive environment and electronic products. Its main applications are computer accessories, automotive parts, coatings on contact areas with corrosive chemicals, and industrial chemical resistant fibers.

Currently, polyphenylene sulfide (PPS) is the only commercially available polyarylene sulfide commercially available. Currently, the commercial production process of PPS is performed by using p-dichlorobenzene (hereinafter referred to as "pDCB") and sodium sulfide as raw materials and N-methyl pyrrolidone In a polar organic solvent. This process is known as the Macallum process and the basic process can be found in U.S. Patent Nos. 2,513,188 and 2,583,941. Several polar solvents have been proposed, but the most commonly used polar solvents are N-methyl pyrrolidone. This process uses dichloro aromatic compounds as raw materials and sodium chloride (NaCl) as a byproduct.

On the other hand, when polyphenylene sulfide is produced using such a McCallum process, a large amount of sodium chloride produced as a by-product must be treated. In addition, polyphenylene sulfide obtained by such a method is a powder phase, The post-treatment is troublesome, and the physical properties of polyphenylene sulfide produced by oxidation and crosslinking reaction by oxygen in the post-treatment process are also deteriorated.

On the other hand, the inventors of the present invention have completed the present invention while studying a method for producing PPS excellent in mechanical and thermal characteristics, in which almost no byproduct is obtained.

The present invention provides a polyarylene sulfide exhibiting excellent thermal and mechanical properties with little occurrence of by-products in the course of the production process, and a process for producing the polyarylene sulfide.

In order to achieve the above object, the present invention provides a polyarylene sulfide having a disulfide repeating unit of 0.5 wt% or less and a cooling crystallization temperature of 220 to 240 ° C.

The present invention also relates to a process for producing a polyisocyanate compound, which comprises: polymerizing a reaction product comprising a diiodoaromatic compound and a sulfur compound; And further adding 5 to 10 parts by weight of a polar solvent to 100 parts by weight of the reactant while the polymerization reaction is being carried out.

The present invention also provides products such as molded articles, films, sheets or fibers produced by molding polyarylene sulfide as described above.

Hereinafter, a copolymer polyester resin according to a specific embodiment of the invention, a method for producing the same, and a molded article using the same will be described.

The inventors of the present invention have studied about a method for producing a polyarylene sulfide having better thermal and mechanical properties in the course of producing a polyarylene sulfide by polymerizing a reactant containing a diiodoaromatic compound and a sulfur compound The present invention has been completed.

The polyarylene sulfide produced by the method of polymerizing a reaction product containing a diiodo aromatic compound and a sulfur compound usually contains a certain amount of disulfide repeating unit in the resin, and such disulfide repeating unit is a unique crystal of polyarylene sulfide And the crystallinity of the resin is lowered. In addition, due to such low crystallinity, the thermal properties of the resin including the melting point are poor, and the mechanical properties are also deteriorated to some extent. Further, when the melt polymerization is carried out with a reaction product containing a diiodoaromatic compound and a sulfur compound, the viscosity becomes excessively high during polymerization, resulting in poor workability. Further, in order to lower the viscosity during polymerization, There is a problem that the thermal and mechanical properties of the finally obtained polyarylene sulfide become poor.

The inventors of the present invention have found that when a polar solvent or a polar solvent and a metal iodide are added during polymerization of a polyarylene sulfide as a reactant containing a diiodo compound and a sulfur compound, The content of the disulfide repeating unit in the polyarylene sulfide is improved and the crystallization temperature in cooling is also high and thus the polyarylene sulfide excellent in mechanical properties such as thermal property and impact strength including the melting point is obtained It can be done.

The polyarylene sulfide according to one embodiment of the present invention has a disulfide repeating unit of 0.5 wt% or less and a cooling crystallization temperature of 220 to 240 ° C. The polyarylene sulfide having a disulfide repeating unit content of as low as 0.5% by weight or less in the polyarylene sulfide and a cooling crystallization temperature of 220 to 240 ° C has a high crystallinity and is excellent in thermal characteristics including melting point , And mechanical properties are also excellent.

At this time, the polyarylene sulfide may contain 99.5% by weight or more of the repeating unit of arylene sulfide with respect to the total weight of the polyarylene sulfide.

As a result of experiments conducted by the inventors of the present invention, it is expected that such polyarylene sulfide has high crystallinity and is excellent in thermal characteristics and can be applied to molding of engineering plastic requiring heat resistance or flame retardancy. The polyarylene sulfide having a cooling crystallization temperature and a disulfide repeating unit content as described above has a high melting point, specifically, 280 to 283 ° C.

The polyarylene sulfide may have a number average molecular weight of 5,000 to 50,000, preferably 3,000 to 10,000.

The polyarylene sulfide as described above may be a polyarylene sulfide having a relatively uniform dispersion degree of 2.0 to 3.5, preferably 2.0 to 3.0, which is defined as a weight average molecular weight with respect to the number average molecular weight. The polyarylene sulfide having a number average molecular weight and / or a dispersion value as described above can be manufactured and applied in various product forms depending on the molecular weight or the melt viscosity.

As described above, the polyarylene sulfide according to the embodiment of the present invention has a melt viscosity of 500 to 50,000 poise, preferably 1,000 to 20,000, more preferably 3,000 to 15,000, measured at 300 DEG C by a rotating disk viscometer have.

And polyarylene sulfide having such a low disulfide repeating unit content and a high cooling crystallization temperature exhibits excellent mechanical properties and thermal properties. Specifically, the tensile strength value measured according to ASTM D 638 is 700 to 800 Kgf / cm ² , and the elongation measured according to ASTM D 638 is 15% or more, which shows excellent mechanical properties to be used as engineering plastics.

On the other hand, such excellent thermal properties are also expected to be useful for the production of engineering plastics which require properties such as heat resistance or flame retardancy.

According to another embodiment of the present invention, there is provided a process for preparing a compound of formula (I), which comprises polymerizing a reaction product comprising a diiodo aromatic compound and a sulfur compound; And a step of adding 5 to 30 parts by weight of a polar solvent to 100 parts by weight of the reactant while the polymerization reaction is being carried out, to prepare the polyarylene sulfide according to the above-described embodiments.

As described above, the addition of the polar solvent at the middle stage of the melt polymerization reaction can suppress the rapid increase of the melt viscosity during the polymerization, and therefore, the temperature of the polymerization reactor is separately increased to lower the melt viscosity during the polymerization process, And so on. When the polymerization is carried out by adding a certain amount of a polar solvent during the polymerization reaction step, polyarylene sulfide having a disulfide repeating unit content of 0.5% by weight or less and a cooling crystallization temperature of 220 to 240 ° C is obtained .

On the other hand, the polyarylene sulfide having a low disulfide repeating unit content and a high cooling crystallization temperature exhibits excellent thermal and mechanical properties. The content, the number average molecular weight, the degree of dispersion, the melt viscosity, the tensile strength, the elongation, and the melting point of the polyarylene sulfide repeating units of the polyarylene sulfide produced by the above- As described in the embodiment.

The polar solvent may be added at a point of time when the polymerization reaction is carried out to a certain extent. However, it is preferable that the diiodide aromatic compound contained in the initial reaction is 70-100 wt% Is 90 to 100% by weight, and a polar solvent can be added at the time when it is used up. The addition of a polar solvent at the beginning of the polymerization reaction may rather deteriorate the physical properties of the polyarylene sulfide to be finally produced. When the polar solvent is added when the polymerization is almost completed, the relative viscosity , The effect of lowering the disulfide repeating unit and the effect of cooling crystallization temperature are small, and it is difficult to produce polyarylene sulfide exhibiting improved thermal and mechanical properties.

The polar solvent is not limited in its constitution, but a polar solvent having a high boiling point can be selected and used when the polymerization reaction takes place under a low vacuum condition. Preferably, a polar solvent having a boiling point of 200 ° C or higher can be used. Specifically, N-methylpyrrolidone, biphenyl, or a mixture thereof may be used, but the present invention is not limited to the above examples.

However, when the polymerization reaction is carried out under a low vacuum condition, an inert gas such as nitrogen may be injected into the vacuum line to reduce the degree of vacuum, . ≪ / RTI > In this way, it is possible to prevent the scattering of the polar solvent to be introduced by administering the solution after reducing the degree of vacuum or by applying a polar solvent at normal pressure. On the other hand, when the polymerization reaction is carried out in a reflux reactor, it is preferable to keep the polar solvent continuously in the reactor by the reflux condenser because the melt viscosity can be prevented from rising excessively.

On the other hand, after the addition of the polar solvent, the polyarylene sulfide may be further prepared by further adding a metal iodide salt. The addition of the metal iodide salt in this way can further suppress the formation of disulfide in the resin during polymerization and slow the crystallization rate during the polymerization reaction to produce a polyarylene sulfide having a high cooling crystallization temperature.

At this time, the added metal iodide salt is not limited in its composition, but at least one selected from the group consisting of sodium iodide (NaI), potassium iodide (KI), and lithium iodide (LiI) can be used. By administering the metal iodide during the polymerization reaction as described above, the melt viscosity can be relatively lowered during the polymerization to improve the workability of the polymerization reaction, and the crystallization rate of the resin can be lowered to produce polyarylene sulfide having excellent thermal and mechanical properties .

On the other hand, the addition timing of the metal iodide salt is not limited as long as the polar solvent is added. However, after the addition of the polar solvent, the diiodoaromatic compound contained in the initial reaction is preferably 70 to 100 wt% And can be added at the time when it is exhausted.

Also, even when the metal iodide salt is added, it is preferable to apply an inert gas such as nitrogen to the inside of the vacuum line to decrease the degree of vacuum after the addition of the polar solvent, or to introduce the metal salt at normal pressure. In this way, it is possible to prevent the scattering of the already added polar solvent and the metal iodide to be administered by administering the metal salt after reducing the degree of vacuum or administering the metal iodide at normal pressure.

On the other hand, the amount of the metal iodide to be added may exhibit the effect of improving the physical properties by only a small amount of administration, and the amount of the metal iodide to be added is not particularly limited, but preferably, from the viewpoint of prevention of impurities accumulated in the resin, To 50 to 500 ppm based on the metal.

The diiodo aromatic compounds that can be used in the polymerization of the polyarylene sulfide include diiodobenzene (DIB), diiodonaphthalene, diiodobiphenyl, diiodobisphenol, , And diiodobenzophenone. However, the present invention is not limited thereto, and an alkyl group, a sulfone group, or the like may be attached to such a compound as a substituent Or a diiodoaromatic compound containing an atom such as oxygen or nitrogen in an aryl compound may be used. At this time, the diiodinated aromatic compound has various diiodide isomers depending on the position where the iodine atom is attached, more preferably para-diiodobenzene (pDIB), 2,6-diiodonaphthalene, Or compounds with iodine attached symmetrically to the farthest distances at both ends of the molecule, such as p, p'-diiodobiphenyl.

There is no limitation on the form of the sulfur compound which can be used. Normally, sulfur is present as cyclooctasulfur (S8) in which eight atoms are bonded at room temperature, but there is no limitation in the composition if it is a commercially available solid or liquid sulfur.

Further, the reactant may further contain a polymerization initiator, a stabilizer, or a mixture thereof. Specific examples of usable polymerization initiators include mercaptobenzothiazole, 2,2'-dithiobenzothiazole, cyclo Hexylbenzothiazole sulfenamide, and butylbenzothiazole sulfenamide. However, the present invention is not limited to the above-mentioned examples.

The composition of the stabilizer is not particularly limited as long as it is a stabilizer generally used in the polymerization reaction of the resin.

On the other hand, during the polymerization reaction as described above, the polymerization terminator may be added at a point of time when polymerization has been carried out to some extent. The composition of the polymerization terminator is not limited as long as it is a compound capable of stopping the polymerization by removing the iodine group contained in the polymer to be polymerized. Specific examples thereof include diphenyl suldifide, diphenyl ether, diphenyl, benzophenone, dibenzothiazole disulfide, monoiodoaryl compound, At least one member selected from the group consisting of benzothiazoles, benzothiazolesulfenamides, thiurams, dithiocarbamates and diphenyl disulfides can be used .

More preferably, the polymerization terminator is selected from the group consisting of iodobiphenyl, iodophenol, iodoaniline, iodobenzophenone, 2-mercaptobenzothiazole, ), 2,2'-dithiobisbenzothiazole, N-cyclohexylbenzothiazole-2-sulfenamide, 2-morpholinothiobenzo But are not limited to, 2-morpholinothiobenzothiazole, N, N-dicyclohexylbenzothiazole-2-sulfenamide, tetramethylthiuram monosulfide, May be at least one member selected from the group consisting of tetramethylthiuram disulfide, Zinc dimethyldithiocarbamate, Zinc diethyldithiocarbamate, and diphenyl disulfide .

On the other hand, the timing of administration of the polymerization terminator can be determined in consideration of the molecular weight of the resin to be finally polymerized. Preferably, the diiodo aromatic compound contained in the initial reaction product can be administered at a time when 70 to 100% by weight of the diiodide aromatic compound is reacted and exhausted.

On the other hand, the above polymerization step is not limited as long as the polymerization can be initiated in the reaction product containing the diiodo aromatic compound and the sulfur compound. In this case, the temperature rise and the pressure drop are carried out under the initial reaction conditions of the temperature of 180 to 250 ° C. and the pressure of 50 to 450 torr to obtain the final reaction conditions at a temperature of 270 to 350 ° C. Lt; 0 > C and a pressure of 0.001 to 20 torr for 1 to 30 hours. More preferably, the polymerization reaction can be carried out at a temperature of 280 to 300 ° C and a pressure of 0.1 to 0.5 torr as a final reaction condition.

Meanwhile, the method of preparing the polyarylene sulfide according to the above-described embodiment may further include a step of melt-mixing the reactant containing the diiodo aromatic compound and the sulfur compound before the polymerization step. Such a melt mixing may be carried out at a temperature of 130 to 200 캜, more preferably 160 to 190 캜, although the constitution is not limited as long as all of the above-mentioned reactants can be melt-mixed.

As described above, the melt-mixing step is carried out before the polymerization so that the polymerization reaction to be performed later can proceed more easily.

On the other hand, in the method for producing polyarylene sulfide according to the above-described embodiment, the polymerization reaction can be carried out in the presence of a nitrobenzene-based catalyst. Further, when the melt-mixing step is carried out before the polymerization reaction as described above, the catalyst may be added in the melt-mixing step. Examples of the nitrobenzene-based catalyst include 1,3-diiodo-4-nitrobenzene, 1-iodo-4-nitrobenzene, and the like, but the present invention is not limited thereto.

The present invention also provides an article produced by molding said polyarylene sulfide, said article being in the form of a molded article, film, sheet, or fiber. Particularly in the case of a molded product, it may be a molded product such as a cellular phone connector, a transistor component, a DVD player component, and a sensor component, which require particularly high molding precision.

The molded article may be an injection molded article, an extrusion molded article, or a blow molded article. From the viewpoint of crystallization, the mold temperature in injection molding is preferably 30 DEG C or higher, more preferably 60 DEG C or higher, more preferably 80 DEG C or higher, and from the viewpoint of deformation of the test piece, , More preferably 170 ° C or lower, and even more preferably 160 ° C or lower. The molded article thus formed can be used as electric / electronic parts, building members, automobile parts, mechanical parts, daily necessities, and the like.

As the film or sheet, various films and sheets such as unstretched, uniaxially stretched, and biaxially stretched can be produced. The fiber can be used as a fabric, a knitted fabric, a nonwoven fabric (spun bond, melt blow, staple), a rope, or a net made of various fibers such as undrawn yarn, drawn yarn,

The polyarylene sulfide according to the present invention hardly generates any byproducts during the production process, and the produced resin is also excellent in thermal and mechanical properties and thus can be usefully used in the production and molding of engineering plastics.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the scope of the present invention is not limited to the following examples.

[Comparative Example] Polymerization of polyarylene sulfide

Comparative Example 1

To a 1 L glass reactor equipped with a thermocouple capable of measuring the inner temperature of the reactor and a vacuum line capable of charging nitrogen and vacuum, 300.0 g of p-diiodobenzene (pDIB), 29.15 g of sulfur, 1.5 g of mercaptobenzothiazole Is started at the initial reaction conditions of 220 ° C. and 350 Torr, and the final reaction temperature is 300 ° C. and the pressure is gradually lowered to 1 Torr or less. The polymerization reaction was carried out. At the end of the reaction, 2 g of zinc diethyldithiocarbamate was added as a polymerization terminator and the reaction was further continued for 1 hour. The reaction was carried out for a total of 8 hours. Specific reaction conditions are shown in Table 1 below.

Comparative Example 2

The polymerization reaction was carried out under the same conditions as in Comparative Example 1, but the polymerization reaction was continued for 2 hours longer than that of Comparative Example 1, and the polymerization reaction was carried out for a total of 10 hours. Specific reaction conditions are shown in Table 1 below.

[Example] Polymerization of polyarylene sulfide

Example 1

A condenser was attached to the same polymerization reactor as in Comparative Example 1 so that the reflux of the solvent was possible and the polymerization reaction was carried out under the same polymerization conditions as in Comparative Example 1. The reaction was carried out at 270 ° C and at a pressure of 150 Torr, After the vacuum was terminated, 20 g of n-methylpyrrolidone (NMP) was added and the atmospheric pressure reaction was conducted for 10 minutes under a nitrogen atmosphere to stir the reaction mixture so that the reaction molten salt and normal methyl pyrrolidone were mixed well. Thereafter, the temperature rise and the pressure drop were again carried out to proceed the polymerization reaction, and zinc diethyldithiocarbamate was added as a polymerization terminator in the same manner as in Comparative Example 1, and the reaction was terminated. The total reaction time was 8 hours. Specific reaction conditions are shown in Table 1 below.

Example 2

The polymerization reaction was carried out under the same conditions as in Example 1 except that 30 g of n-methylpyrrolidone was added and normal methylpyrrolidone was added. After further reaction for 1 hour, And the vacuum was discarded, and sodium iodide (NaI) was added to the metal iodide at a concentration of 100 ppm based on Na. Sodium iodide was added and the reaction was allowed to proceed under atmospheric pressure for 10 minutes under a nitrogen atmosphere. Then, as in Example 1, zinc diethyldithiocarbamate was added as a polymerization terminator and the polymerization reaction was terminated. The polymerization reaction was carried out for a total of 10 hours. Specific reaction conditions are shown in Table 1 below.

Example 3

The polymerization reaction was carried out under the same conditions as in Example 2 except that 50 ppm of sodium iodide (NaI) instead of 100 ppm of Na was added. The total polymerization reaction time was set to 10 hours as in Example 2. Specific reaction conditions are shown in Table 1 below.

Example 4

The polymerization reaction was carried out under the same conditions as in Example 2 except that 40 g of n-methylpyrrolidone was used. Sodium iodide (NaI) as a metal iodide salt was added to 100 ppm of potassium iodide (KI) instead of 100 ppm of Na Respectively. The reaction time was 12 hours in total, and the reaction proceeded longer than the polymerization reaction time of Example 2 for 2 hours. Specific reaction conditions are shown in Table 1 below.

Example 5

The polymerization reaction was carried out under the same conditions as in Example 2 except that 50 g of n-methylpyrrolidone was used. Sodium iodide (NaI) as a metal iodide was added to 200 ppm of potassium iodide (KI) instead of 100 ppm of Na Respectively. The polymerization reaction time was 12 hours in total, and the reaction proceeded longer than the polymerization reaction time of Example 2 for 2 hours. Specific reaction conditions are shown in Table 1 below.

P-DIB
(g) Sulfur
(g) Mercaptobenzothiazole
(g) Zinc diethyldithiocarbamate
(g) NMP
(g) Metal salt (Na, K, ppm) Total polymerization reaction time (hours) NaI KI Comparative Example 1 300 29.15 1.5 2 - - - 8 Comparative Example 2 300 29.15 1.5 2 - - - 10 Example 1 300 29.15 1.5 2 20 - - 8 Example 2 300 29.15 1.5 2 30 100 - 10 Example 3 300 29.15 1.5 2 30 50 - 10 Example 4 300 29.15 1.5 2 40 - 100 12 Example 5 300 29.15 1.5 2 50 - 200 12

[ Experimental Example ] Comparative Example  And Example Polyarylene Sulfide  Property measurement

1.D Sulfide  Weight% analysis

After a small amount of sample (about 2 mg) was burned at 1000 ℃ with AQF (Automatic Quick Furnace), sulfuric acid gas was collected by absorption liquid (hydrogen peroxide) and ionized, and then, by using IC (Ion Chromatography) And the sulfur content was quantified with a sulfur ion standard (K2SO4). The difference in sulfur content between the theoretical sulfur content and the sulfur content was calculated as disulfide, and the results are shown in Table 2.

2. Cool crystallization temperature ( Tc ) Measure

The polyphenylene sulfide of the examples and comparative examples was completely melted by raising the temperature from 30 ° C. to 320 ° C. at a rate of 10 ° C./min using a differential scanning calorimeter (DSC) And the cooling crystallization temperature was measured.

3. Melt viscosity ( Melt Viscosity ) analysis

In the analysis of physical properties of polymers synthesized according to Comparative Examples and Examples, the melt viscosity was measured at 300 ° C with a rotating disk viscometer. In the frequency sweep method, the angular frequency was measured from 0.6 to 500 rad / s and the viscosity at 1.0 rad / s was defined as the melting point. The measured values are shown in Table 2.

4. Melting point ( Tm ) Measure

After raising the temperature from 30 ° C to 320 ° C at a rate of 10 ° C / min using a differential scanning calorimeter (DSC), the sample was cooled to 30 ° C and then heated from 30 ° C to 320 ° C at a rate of 10 ° C / min The melting point was measured. The measured values are shown in Table 2.

5. The tensile strength  Measure

The tensile strengths of the specimens of Examples and Comparative Examples were measured according to the ASTM D 638 method. The measured values are shown in Table 2 below.

6. Elongation  Measure

According to the ASTM D 638 method, the elongation of the specimens of Examples and Comparative Examples was measured. The measured values are shown in Table 2 below.

Disulfide
content
(weight%) Cooling crystal
Firing temperature
(° C) MV
(poise) Tm
(° C) The tensile strength
(Kgf / cm ² ) Elongation (%) Comparative Example 1 5 212 3050 234 400 1.5 Comparative Example 2 3.4 205 5200 231 430 1.8 Example 1 0.4 235 4580 283 740 16 Example 2 0.3 234 8870 281 700 15 Example 3 0.3 235 9400 281 770 18 Example 4 0.2 230 12400 280 720 16 Example 5 0.2 236 13200 280 700 18

As shown in Table 2 above, when a polar solvent or a polar solvent and a metal iodide are added during the polymerization in the course of the melt polymerization reaction with a reaction product comprising a diiodo aromatic compound and a sulfur compound, the disulfide content contained in the resin is minimized And a resin having a high cooling crystallization temperature could be obtained. In addition, it was confirmed that the resin prepared by the method according to the embodiments showed excellent thermal and mechanical properties.

Claims (20)

99.5% by weight or more of an arylene sulfide repeating unit based on the total weight of the polyarylene sulfide; 0.5% by weight or less of disulfide repeating units; And 50 to 500 ppmw of a metal iodide salt based on the metal,
The cooling crystallization temperature is 220 to 240 캜,
A tensile strength value measured according to ASTM D 638 of 700 to 800 Kgf / cm ² ,
Having an elongation of at least 15%, measured according to ASTM D 638,
Polyarylene sulfide.
The method according to claim 1,
Wherein the metal iodide salt is at least one selected from the group consisting of sodium iodide (NaI), potassium iodide (KI), and lithium iodide (LiI).
The method according to claim 1,
Polyarylene sulfide having a melting point of 280 to 283 ° C. The method according to claim 1,
Polyarylene sulfide having a number average molecular weight of from 5,000 to 50,000. The method according to claim 1,
Polyarylene sulfide having a melt viscosity of 500 to 50,000 poise measured at 300 DEG C with a rotating disk viscometer. The method according to claim 1,
Examples of the polyarylene sulfide include diphenyl suldifide, diphenyl ether, diphenyl, benzophenone, dibenzothiazole disulfide, monoiodaryl compound ( a monoiodoaryl compound, a benzothiazole, a benzothiazolesulfenamide, a thiuram, a dithiocarbamate, and a diphenyl disulfide. Or more,
Polyarylene sulfide.
delete Polymerizing a reactant comprising a diiodo aromatic compound and a sulfur compound; And adding a polar solvent in an amount of 5 to 30 parts by weight based on 100 parts by weight of the reaction product at a point of time when the diiodo aromatic compound in the reaction product is reacted with 70 to 100% And
And adding a metal iodide salt after an additional step of the polar solvent.
The polar solvent has a boiling point of 200 ° C or higher,
Wherein the disulfide repeating unit is contained in an amount of 0.5 wt% or less and the cooling crystallization temperature is 220 to 240 캜.
delete 9. The method of claim 8,
Wherein the arylene sulfide repeating unit is 99.5 wt% or more based on the total weight of the polyarylene sulfide,
A method for producing polyarylene sulfide.
9. The method of claim 8,
Wherein the polyarylene sulfide has a melting point of 280 to 283 占 폚.
9. The method of claim 8,
Wherein the polar solvent is N-methyl pyrrolidone, biphenyl, or a mixture thereof. 9. The method of claim 8,
Wherein the metal iodide is at least one selected from the group consisting of sodium iodide (NaI), potassium iodide (KI), and lithium iodide (LiI).
9. The method of claim 8,
Wherein the diiodine aromatic compound is at least one selected from the group consisting of diiodide benzene, diiodinated naphthalene, diiodide biphenyl, diiodinated bisphenol, and diiodobenzophenone. 9. The method of claim 8,
The polymerization is carried out at a temperature ranging from 180 to 250 ° C. and a pressure of from 50 to 450 torr under a reaction temperature of from 270 to 350 ° C. and a pressure of from 0.001 to 20 torr, Lt; / RTI > hours. 9. The method of claim 8,
Further comprising the step of melt-mixing a reactant comprising a diiodo aromatic compound and a sulfur compound before the polymerization reaction step. An article produced by molding the polyarylene sulfide of claim 1.
18. The article of claim 17, wherein the article is in the form of a molded article, film, sheet, or fiber. 9. The method of claim 8,
Further comprising adding a polymerization terminator after the step of further adding the polar solvent.
20. The method of claim 19,
The polymerization terminator may be selected from the group consisting of diphenyl suldifide, diphenyl ether, diphenyl, benzophenone, dibenzothiazole disulfide, monoiodoaryl at least one member selected from the group consisting of benzothiazole compounds, benzothiazole compounds, benzothiazolesulfenamide compounds, thiuram compounds, dithiocarbamates, and diphenyl disulfide / RTI >
A method for producing polyarylene sulfide.