Reaktion #1114524

Reaktionsgleichung

poly(p-hydroxystyrene)

ammonium chloride

potassium carbonate

ethyl acetate

ethyl acetate

→

PGMEA

Lösungsmittel

DMSO

water

—

ice water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas returned to room temperature
2. 2
   workup.STIRRINGafter stirring at room temperature for 3 hours
3. 3
   workup.STIRRINGThe reaction solution was further stirred at room temperature for 4 hours
4. 4
   workup.ADDITIONby little added to the reaction solution
5. 5
   SonstigeThe reaction solution was transferred to a separating funnel
6. 6
   workup.STIRRINGAfter stirring
7. 7
   Sonstigethe aqueous layer was removed
8. 8
   Waschenthe organic layer was washed with 200 mL of distilled water five times
9. 9
   EinengenThe organic layer was then concentrated to about 150 mL
10. 10
    workup.ADDITIONadded dropwise in 2 L of hexane
11. 11
    workup.DISSOLUTIONThe obtained precipitate was dissolved in a methanol
12. 12
    workup.ADDITIONTHF mixed solution, and 7.50 g of triphenylsulfonium bromide was added
13. 13
    workup.STIRRINGThe mixture was stirred at room temperature for 2 hours
14. 14
    Einengenthe reaction solution was concentrated under reduced pressure
15. 15
    workup.ADDITIONdiluted with 300 mL of ethyl acetate
16. 16
    Waschenwashed with 300 mL of distilled water five times
17. 17
    EinengenThe organic layer was concentrated
18. 18
    workup.DISSOLUTIONdissolved in 70 g of PGMEA
19. 19
    Sonstigethe low boiling point solvent was then removed by an evaporator

Vorschrift

30 g of poly(p-hydroxystyrene) (VP2500) produced by Nippon Soda Co., Ltd. was dissolved in 150 mL of DMSO, and 4.41 g of 1-chloromethylnaphthalene, 34.51 g of potassium carbonate and 0.56 g of sodium iodide were added thereto. The mixture was stirred at 70° C. for 4 hours, and the reaction solution was returned to room temperature. Subsequently, 6.65 g of α-chlorobenzyl methyl ether was added dropwise thereto and after stirring at room temperature for 3 hours, 3.40 g of butanesultone was added dropwise. The reaction solution was further stirred at room temperature for 4 hours, and 100 mL of ethyl acetate and 100 mL of distilled water were added thereto. Thereafter, 130 g of an aqueous 21 mass % ammonium chloride solution was little by little added to the reaction solution while stirring the reaction solution in ice water. The reaction solution was transferred to a separating funnel, and 100 mL of ethyl acetate and 100 mL of distilled water were further added. After stirring, the aqueous layer was removed, and the organic layer was washed with 200 mL of distilled water five times. The organic layer was then concentrated to about 150 mL and added dropwise in 2 L of hexane. The obtained precipitate was dissolved in a methanol:THF mixed solution, and 7.50 g of triphenylsulfonium bromide was added thereto. The mixture was stirred at room temperature for 2 hours, and the reaction solution was concentrated under reduced pressure, diluted with 300 mL of ethyl acetate, and washed with 300 mL of distilled water five times. The organic layer was concentrated and dissolved in 70 g of PGMEA, and the low boiling point solvent was then removed by an evaporator to obtain 108.2 g of a PGMEA solution (32.5 mass %) of Resin (P-7).

Quelle