Dimethylformamide → N,N,N',N',N''-Pentamethylguanidine

HRID 40434

Reaction equation

HRID 40434 reaction equation
S(F)(F)(=O)=O.[CH3:6][N:7]([CH3:13])[C:8]([N:10]([CH3:12])[CH3:11])=[NH:9].[CH3:14]N(C)C=O>>[CH3:6][N:7]([CH3:13])[C:8](=[N:9][CH3:14])[N:10]([CH3:12])[CH3:11]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 17607Sulfuryl fluorideHCID 664601,1,3,3-Tetramethylguanidine

Product 1

HCID 139457N,N,N',N',N''-Pentamethylguanidine

Procedure

A perfluorinated polymer precursor (film thickness: 25 μm, sulfonyl fluoride form, EW1100) was treated with 1,1,3,3-tetramethylguanidine in dimethylformamide (DMF) solution at 90° C. for 24 hr. After washing with water, the membrane was dried under a vacuum plate at 75° C. The absorption by C═N was observed at 1525-1580 cm−1 by FT-IR, and C═N and N—CH3 peak was observed at 162 and 39.5 ppm by C-NMR, respectively. Tetramethlguanidine functionalized perfluorinated polymers were further treated with dimethyl sulfate (DMS) in DMF at 90° C. for 24 hr. Pentamethylguanidine functionalized perfluorinated polymer was obtained. Guanidine functionalized perfluorinated polymers were further treated with 1 M NaOH for 4 hr at boiling temperature followed by washing with water.

Workup

  1. washAfter washing with water
  2. customthe membrane was dried under a vacuum plate at 75° C
  3. customThe absorption by C═N
  4. additionTetramethlguanidine functionalized perfluorinated polymers were further treated with dimethyl sulfate (DMS) in DMF at 90° C. for 24 hr

Sources & evidence

ORD record
ord-2f1953dd5f044993a7caebe724f6d7d1
Source dataset
uspto-grants-2013_09
Patent number
US08530109B2

Linked notes

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