반응 #1929005

반응 방정식

8-chloro-1-octanol

pyridine

SOCl2

→

Polymer 9

수율 95.0%

Chlorooctane

수율 95.0%

용매

THF

반응 조건

후처리

1. 1
   기타The Schlenk was connected to a trap with a NaOH solution (2M) for absorption of HCl and SO2
2. 2
   온도The temperature was slowly increased
3. 3
   workup.DISTILLATIONExcess of SOCl2 and THF were distilled off under vacuum at 50° C. for 30 minutes
4. 4
   workup.ADDITIONThen freshly distilled THF (30 ml) was added
5. 5
   workup.DISSOLUTIONto dissolve the acylated polymer
6. 6
   workup.DISSOLUTIONAfter 30 minutes needed for complete dissolution of polymer
7. 7
   기타The polymer was recovered
8. 8
   기타by precipitating
9. 9
   workup.DISTILLATIONinto distilled water
10. 10
    기타The product purification
11. 11
    workup.DISSOLUTIONwas made by dissolution in hot CH2Cl2
12. 12
    기타precipitation in ethanol
13. 13
    기타drying at 50° C. in vacuum oven

실험 절차

1 g (0.0015 mol, equivalent weight=666 gram per mole repeat unit) polymer 5 was placed into a 50 ml Schlenk and dissolved in THF anhydrous (30 ml). The Schlenk was connected to a trap with a NaOH solution (2M) for absorption of HCl and SO2. Then pyridine anhydrous 0.5 ml (0.0062 mol), and SOCl2 0.3 ml (0.0041 mol) were added dropwise at room temperature into the Schlenk. The temperature was slowly increased and maintained at 60° C. for 3 h. Excess of SOCl2 and THF were distilled off under vacuum at 50° C. for 30 minutes, the resulting crude acid chloride polymer. Then freshly distilled THF (30 ml) was added to dissolve the acylated polymer. After 30 minutes needed for complete dissolution of polymer, a solution of excess 8-chloro-1-octanol 1.05 ml (2 mol.eq, 0.0062 mol) was added dropwise to the polymer solution at room temperature under vigorous stirring, and allowed to stir for 24 h. The polymer was recovered by precipitating into distilled water. The product purification was made by dissolution in hot CH2Cl2, precipitation in ethanol and drying at 50° C. in vacuum oven to obtain Polymer 9 as a brown solid (1.39 g, yield 95%) with the following characteristics:

출처