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Hydrochloric Acid → Pyridinium Trifluoromethanesulfonate

HRID 537710
Notes
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Reaction equation

HRID 537710 reaction equation
C1([Si](OC)(OC)OC)C=CC=CC=1.C(O[Si](OCC)(OCC)OCC)C.C[Si](OCC)(OCC)OCC.[F:38][C:39]([F:45])([F:44])[S:40]([O-:43])(=[O:42])=[O:41].CO[Si](CC[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][N+:56]=1C)(OC)OC.Cl.C(OCC(O)C)C>O.CC(C)=O.CO.C(O)C>[F:38][C:39]([F:45])([F:44])[S:40]([O-:43])(=[O:42])=[O:41].[NH+:56]1[CH:57]=[CH:58][CH:59]=[CH:60][CH:55]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

11

Reactant 6

HCID 313Hydrochloric Acid2×HCID 6517TetraethoxysilaneHCID 152871-Ethoxy-2-propanolHCID 16241TriethoxymethylsilaneHCID 18137TrimethoxyphenylsilaneHCID 86654379HCID 86654379, compound

Product 1

HCID 2734866
Pyridinium Trifluoromethanesulfonate

Reagents, catalysts & solvents 4

HCID 180AcetoneSolvent2×HCID 702EthanolSolventHCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

4.92 g of phenyltrimethoxysilane, 72.39 g of tetraethoxysilane, 22.04 g of methyltriethoxysilane, 0.56 g of the 30% methanol solution of trimethoxysilylethylmethylpyridinium trifluoromethanesulfonate, and 150 g of acetone were charged into a 500 mL flask to be dissolved and the resultant mixed solution was warmed while stirring the mixed solution with a magnetic stirrer to reflux. Next, 33.13 g of 0.01 M hydrochloric acid was added to the mixed solution. The mixed solution was subjected to the reaction for 240 minutes and then the resultant reaction solution was cooled down to room temperature. Then, 200 g of propylene glycol monoethyl ether was added to the reaction solution, and ethanol and methanol as reaction by-products, acetone, water, and hydrochloric acid were distilled off under reduced pressure to obtain a hydrolysis-condensation product. The polymer thus obtained corresponded to Formula (VII-22):

Workup

  1. dissolutionto be dissolved
  2. additionthe resultant mixed solution
  3. temperaturewas warmed
  4. temperatureto reflux
  5. customThe mixed solution was subjected to the reaction for 240 minutes
  6. customthe resultant reaction solution
  7. distillationwere distilled off under reduced pressure
  8. customto obtain a hydrolysis-condensation product
  9. customThe polymer thus obtained

Sources & evidence

ORD record
ord-76385a962aed4d7eaccb2f4f3d9bebaa
Source dataset
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08864894B2

Reaction notes

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