Sulfuric Acid → 2-Methylbenzenesulfonic acid hydrate

HRID 1491529Notes

Reaction equation

HRID 1491529 reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:8](=O)(=[O:11])([OH:10])[OH:9].Cl[SiH](Cl)Cl>>[OH2:9].[C:1]1([CH3:7])[C:6]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 1118Sulfuric Acid2×HCID 1140Toluene2×HCID 24811Trichlorosilane

Product 1

HCID 124969952-Methylbenzenesulfonic acid hydrate

Procedure

Hydrogen silsesquioxane resin was prepared by the method taught in Japanese Patent Publication Number Sho 47-31838 [31,838/1972 ] as follows: Toluenesulfonic acid monohydrate was prepared by dripping 6 moles toluene over a period of 1 hour into a mixture of 3.75 moles sulfuric acid and 2.25 moles fuming sulfuric acid at a mixture temperature of 45° C. to 60° C. and then aging for an additional 30 minutes at 45° C. Into this product was then dripped the mixture of 1 mole trichlorosilane and 6.6 moles toluene over a period of 5 hours at 30° C. followed by ageing for 30 minutes at 45° C. After cooling and layer separation, the toluenesulfonic acid layer (lower layer) was removed. In order to remove the acid present in the upper layer, it was washed with suitable quantities of sulfuric acid/water (50/50 weight ratio), then sulfuric acid/water (25/75 weight ratio), and finally water. The water was then completely eliminated by azeotropic drying for 1 hour to afford a toluene solution. Removal of the toluene front this toluene solution by reduced pressure (vacuum pump) at 60° C. gave hydrogen silsesquioxane resin A. This hydrogen silsesquioxane resin A had a number-average molecular weight. (Mn) of 1,650, and the value of its weight-average molecular weight/number-average molecular weight ratio (Mw /Mn) was 19.4.

Workup

  1. customHydrogen silsesquioxane resin was prepared by the method
  2. customof 1 hour
  3. customat a mixture temperature of 45° C. to 60° C.
  4. waitby ageing for 30 minutes at 45° C
  5. temperatureAfter cooling
  6. customlayer separation
  7. customthe toluenesulfonic acid layer (lower layer) was removed
  8. customIn order to remove the acid present in the upper layer, it
  9. washwas washed with suitable quantities of sulfuric acid/water (50/50 weight ratio)
  10. customby azeotropic drying for 1 hour
  11. customto afford a toluene solution
  12. customRemoval of the toluene front this toluene solution by reduced pressure (vacuum pump) at 60° C.

Sources & evidence

ORD record
ord-709f657aadf14971a3978cd57fb3671e
Source dataset
uspto-grants-1994_12
Patent number
US05370904

Reaction notes

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