Polyarylene sulfide having excellent processability and preparation method thereof

Patent metadata

Field	Value
Publication number	US-9546248-B2
Application number	US-201113697282-A
Country	US
Kind code	B2
Filing date	May 6, 2011
Priority date	May 12, 2010
Publication date	Jan 17, 2017
Grant date	Jan 17, 2017

Abstract

The present invention relates to polyarylene sulfide, in which a ratio of a peak area of a polymer chain of a second polyarylene sulfide having a lower molecular weight than the maximum peak molecular weight to a peak area of a polymer chain of a first polyarylene sulfide having a higher molecular weight than the maximum peak molecular weight is 1.3 or less in the molecular weight distribution of the polyarylene sulfide, as measured by gel permeation chromatography using polystyrene as a standard, and a preparation method thereof. This polyarylene sulfide exhibits excellent processability and generates no burrs (flashes) or the like, and can satisfactorily mold a product requiring high molding precision.

First claim

What is claimed is:

1. A polyarylene sulfide comprising a polymer chain of a first polyarylene sulfide having a higher molecular weight than the maximum peak molecular weight and a polymer chain of a second polyarylene sulfide having a lower molecular weight than the maximum peak molecular weight, as measured by gel permeation chromatography using polystyrene as a standard,
wherein a ratio of a peak area of the polymer chain of the second polyarylene sulfide to a peak area of the polymer chain of the first polyarylene sulfide is 1.3 or less, and
the number average molecular weight of the polyarylene sulfide is 3,000 to 100,000, and
the maximum peak molecular weight is 12,000 to 60,000.

2. The polyarylene sulfide according to claim 1 , wherein the ratio of the peak area of the polymer chain of the second polyarylene sulfide to the peak area of the polymer chain of the first polyarylene sulfide is 1.2 or less.

3. The polyarylene sulfide according to claim 1 , wherein the ratio of the peak area of the polymer chain of the second polyarylene sulfide to the peak area of the polymer chain of the first polyarylene sulfide is 1.1 or less.

4. The polyarylene sulfide according to claim 1 , wherein the polymer chain of the first polyarylene sulfide has a molecular weight of 12,000 to 900,000, and the polymer chain of the second polyarylene sulfide has a molecular weight of 330 to 80,000.

5. The polyarylene sulfide according to claim 1 , wherein a polydispersity index, defined as a ratio of the weight average molecular weight to the number average molecular weight, is 2.0 to 4.0.

6. The polyarylene sulfide according to claim 1 , wherein the melting point is 265 to 320° C.

7. The polyarylene sulfide according to claim 1 , wherein the injection-molded product has a length of 40 cm or longer, when the polyarylene sulfide is melted in an injection machine, and then injected under the conditions of a maximum injection pressure of 1500 kgf/cm 2 , an injection volume of 20 ml, each injection speed of 30 mm/s, 30 min/s, and 25 mm/s, an injection pressure of 1450 kgf/cm 2 , an injection temperature of 32.0° C. in the injection machine with a spiral mold that has a longitudinal section having a semi-circular flow path with a diameter of 6 mm and a maximum height of 2.6 mm, and a cross-sectional section having a spiral flow path with a length of 150 mm.

8. The polyarylene sulfide according to claim 7 , wherein a burr generation weight ratio, defined as an amount of generated burrs to the weight of the injection-molded product, is 1% by weight or less.

9. The polyarylene sulfide according to claim 1 , wherein a disulfide repeating unit amount included in the polyarylene sulfide is 3% by weight or less, based on the total weight of polyarylene sulfide.

10. A method for preparing the polyarylene sulfide of claim 1 , comprising the steps of:
polymerizing reactants including a diiodo aromatic compound and a sulfur compound; and
further adding an additional sulfur compound at 0.01 to 30 parts by weight, based on 100 parts by weight of the sulfur compound included in the reactants, while maintaining the polymerization step.

11. The method according to claim 10 , wherein the sulfur compound is further added then 50 to 99% of the polymerization proceeds.

12. The method according to claim 10 , wherein the step of further adding the sulfur compound during the polymerization step is performed one or more times.

13. The method according to claim 10 , wherein in the step of further adding the sulfur compound, 0.01 to 10 parts by weight of a polymerization terminator is further added together with the sulfur compound, based on 100 parts by weight of the diiodo aromatic compound included in the reactants.

14. The method according to claim 10 , wherein the content of the diiodo aromatic compound in the reactants is 0.9 moles or more with respect to the sulfur compound included in the reactants.

15. The method according to claim 13 , wherein the polymerization terminator is one or more selected from the group consisting of iodobiphenyl, iodophenol, iodoaniline, iodobenzophenone, 2-mercaptobenzothiazole, 2,2′-dithiobisbenzothiazole, N-cyclohexylbenzothiazole-2-sulfenamide, 2-morpholinothiobenzothiazole, N-dicyclohexylbenzothiazole-2-sulfenamide, tetramethylthiuram monosulfide, tetramethylthiuram disulfide, zinc dimethyldithiocarbamate, zinc diethyldithiocarbamate, and diphenyl disulfide.

16. The method according to claim 10 , wherein the diiodo aromatic compound is one or more selected from the group consisting of diiodobenzene, diiodonaphthalene, diiodobiphenyl, diiodobisphenol, and diiodobenzophenone.

17. The method according to claim 10 , wherein the polymerization reaction is performed for 1 to 30 hours under initial reaction conditions of a temperature of 180 to 250° C. and a pressure of 50 to 450 Torr, and then under final reaction conditions of an elevated temperature of 270 to 350° C. and a reduced pressure of 0.001 to 20 Torr.

18. The method according to claim 10 , further comprising the step of melt-mixing the reactants including the diiodo aromatic compound, the sulfur compound, and the polymerization terminator, prior to the polymerization step.

19. The method according to claim 10 , wherein the polymerization reaction is performed in the presence of a nitrobenzene-based catalyst.

20. A product manufactured by molding the polyarylene sulfide according to claim 1 .

21. The product according to claim 20 , wherein the product is a molded product, a film, a sheet, or a fabric.

Assignees

• Park Kyu-Tae
• Kim Sung-Gi
• Lim Jae-Bong
• Cha Il-Hoon
• Lee Se-Ho
• Sk Chemicals Co Ltd

Inventors

• Park Kyu-Tae
• Kim Sung-Gi
• Lim Jae-Bong
• Cha Il-Hoon
• Lee Se-Ho

Classifications

• C08G75/02 Primary

  Polythioethers · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• C08G75/0204 Primary

  Polyarylenethioethers · CPC title

• C08L81/02

  Polythioethers; Polythioether-ethers · CPC title

• C08G75/14 Primary

  Polysulfides · CPC title