A fiber-grade polyphenylene sulfide resin synthesis method
US-2015344632-A1 · Dec 3, 2015 · US
US10072124B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10072124-B2 |
| Application number | US-201715490038-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 18, 2017 |
| Priority date | Sep 3, 2013 |
| Publication date | Sep 11, 2018 |
| Grant date | Sep 11, 2018 |
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The present invention relates to a method for manufacturing a polyarylene sulfide resin comprising: a step of reacting a poly(arylenesulfonium salt) having a constitutional unit represented by the following formula (1) with an aliphatic amide compound to obtain a polyarylene sulfide resin having a constitutional unit represented by the following formula (2): wherein R 1 represents a direct bond, -Ar 2 -, -Ar 2 -S— or -Ar 2 -O—; Ar 1 and Ar 2 each represent an arylene group optionally having a functional group as a substituent; R 2 represents an alkyl group having 1 to 10 carbon atoms or an aromatic group optionally having an alkyl group having 1 to 10 carbon atoms as a substituent; and X − represents an anion, wherein R 1 and Ar 1 are the same as described above.
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The invention claimed is: 1. A polyarylene sulfide resin obtained by a method comprising reacting a poly(arylenesulfonium salt) having a constitutional unit represented by the following formula (1) with an aliphatic amide compound, wherein the polyarylene sulfide resin has a constitutional unit represented by the following formula (2): wherein R 1 represents a direct bond, -Ar 2 -, -Ar 2 -S— or -Ar 2 -O—; Ar 1 and Ar 2 each represent an arylene group optionally having a functional group as a substituent; R 2 represents an alkyl group having 1 to 10 carbon atoms or an aryl group optionally having an alkyl group having 1 to 10 carbon atoms; and X − represents an anion, wherein R 1 represents a direct bond, -Ar 2 -, -Ar 2 -S— or -Ar 2 -O—; and Ar 1 and Ar 2 each represent an arylene group optionally having a functional group as a substituent, wherein the polyarylene sulfide resin further comprises the aliphatic amide compound in an amount of 1000 ppm or less based on the total mass of the polyarylene sulfide resin and the aliphatic amide compound, and wherein the poly(arylenesulfonium salt) is obtained by polymerizing an aromatic sulfoxide represented by the following formula (20): in the presence of an acid, wherein Ar 1 represents an arylene group optionally having a functional group as a substituent; R 2 represents an alkyl group having 1 to 10 carbon atoms or an arly group optionally having an alkyl group having 1 to 10 carbon atoms; R 3 represents a hydrogen atom, Ar 3 -, Ar 3 -S— or Ar 3 -O—; and Ar 3 represents an aryl group optionally having a functional group as a substituent. 2. A molding comprising the polyarylene sulfide resin according to claim 1 . 3. The polyarylene sulfide resin of claim 1 , wherein an amount of the aliphatic amide remaining in the resin is in a range of 1000 ppm or less based on the mass of the resin including the polyarylene sulfide resin and the aliphatic amide. 4. A method for manufacturing a polyarylene sulfide resin composition comprising melt-kneading the polyarylene sulfide resin according to claim 1 with at least one other component selected from an inorganic filler, a thermoplastic resin, an elastomer and a cross-linkable resin to obtain the polyaryrene sulfide resin composition. 5. A method for manufacturing a molding comprising: obtaining a polyaryrene sulfide resin composition by the method according to claim 4 ; and processing the polyarylene sulfide resin composition into the molding. 6. The method for manufacturing a molding according to claim 5 , wherein the processing step comprises processing the polyarylene sulfide resin into the molding alone or processing the polyarylene sulfide resin into the molding with other materials. 7. A polyarylene sulfide resin having a constitutional unit represented by the following formula (2): wherein R 1 represents a direct bond, -Ar 2 -, -Ar 2 -S— or -Ar 2 -O—; and Ar 1 and Ar 2 each represent an arylene group optionally having an amino group, a mercapto group, a carboxy group or a sulfo group as a substituent, wherein the polyarylene sulfide resin has a terminal group represented by the formula: R 3 -Ar 1 -S—, in the formula, Ar 1 represents an arylene group optionally having an amino group, a mercapto group, a carboxy group or a sulfo group as a substituent, R 3 represents a hydrogen atom, Ar 3 -, Ar 3 -S— or Ar 3 -O—; and Ar 3 represents an aryl group optionally having an amino group, a mercapto group, a carboxy group or a sulfo group as a substituent, and wherein the polyarylene sulfide resin further comprises the aliphatic amide compound in an amount of 1000 ppm or less based on the total mass of the polyarylene sulfide resin and the aliphatic amide. 8. A molding comprising the polyarylene sulfide resin according to claim 7 .
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