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Hydrochloric Acid → Triphenylsulfonium succinic acid salt

HRID 76211
Notes
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Reaction equation

HRID 76211 reaction equation
[C:1]1([Si](OC)(OC)[O:8]C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[Si](OCC)(OCC)OCC)C.C[Si](OCC)(OCC)OCC.CO[Si]([CH2:45][CH2:46][CH2:47][CH:48]1[CH2:53][C:52](=[O:54])[O:51][C:49]1=[O:50])(OC)OC.C(O[Si](OCC)(OCC)CCCNC(=O)CCCO)C.Cl.C(OCC(O)C)C.[OH-].[C:84]1([S+:90]([C:97]2[CH:102]=[CH:101][CH:100]=[CH:99][CH:98]=2)[C:91]2[CH:96]=[CH:95][CH:94]=[CH:93][CH:92]=2)[CH:89]=[CH:88][CH:87]=[CH:86][CH:85]=1>O.C(O)C.CC(C)=O>[C:52]([O-:51])(=[O:54])[CH2:53][CH2:48][C:49]([O-:50])=[O:8].[C:97]1([S+:90]([C:84]2[CH:85]=[CH:86][CH:87]=[CH:88][CH:89]=2)[C:91]2[CH:96]=[CH:95][CH:94]=[CH:93][CH:92]=2)[CH:98]=[CH:99][CH:100]=[CH:101][CH:102]=1.[C:1]1([S+:90]([C:52]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:53]=2)[C:84]2[CH:89]=[CH:88][CH:87]=[CH:86][CH:85]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

12

Reactant 8

HCID 313Hydrochloric Acid2×HCID 6517TetraethoxysilaneHCID 152871-Ethoxy-2-propanolHCID 16241TriethoxymethylsilaneHCID 18137TrimethoxyphenylsilaneHCID 2760693N-(3-Triethoxysilylpropyl)-4-hydroxybutyramide
HCID 11507216
2,5-Furandione, dihydro-3-[3-(trimethoxysilyl)propyl]-
HCID 21909474Triphenylsulfanium hydroxide

Product 1

HCID 87066795Triphenylsulfonium succinic acid salt

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4.73 g of phenyltrimethoxysilane, 69.54 g of tetraethoxysilane, 16.92 g of methyltriethoxysilane, 0.14 g of trimethoxysilylpropyl succinic anhydride, 7.33 g of N-(3-triethoxysilylpropyl)-4-hydroxybutyramide, 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, 31.78 g of a 0.01 M hydrochloric acid aqueous solution was added to the mixed solution. The reaction was carried out 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, water and hydrochloric acid being reaction by-products were distilled off under reduced pressure to obtain a hydrolysis-condensation product. To the hydrolysis-condensation product, 1.34 g of a 10% by weight triphenylsulfonium hydroxide aqueous solution was added to obtain a triphenylsulfonium succinic acid salt-containing Si polymer. The obtained polymer corresponded to a polymer having five types of unit structures of Formula (3-32). The molecular weight Mw of the obtained polymer measured by GPC was found to be 1,500 in terms of polystyrene.

Workup

  1. dissolutionto be dissolved
  2. additionthe resultant mixed solution
  3. temperaturewas warmed
  4. temperatureto reflux
  5. customthe resultant reaction solution
  6. distillationwere distilled off under reduced pressure
  7. customto obtain a hydrolysis-condensation product

Sources & evidence

ORD record
ord-62c3ce0fb1124a95b915c1e2f5d1be6a
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08835093B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes