Bisphenol A → Silver

HRID 1942825Notes

Reaction equation

HRID 1942825 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.C[N+](C)(C)C.[OH-:23].[OH-:24].[Na+].[N+]([O-])([O-])=O.[Ag+:30]>CO>[CH3:10][C:8]([C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1)([C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[CH3:9].[C:14]([OH:17])([OH:24])=[O:23].[Ag:30]

Participants

7

Reactant 4

HCID 6623Bisphenol AHCID 14798Sodium HydroxideHCID 24470Silver NitrateHCID 60966Tetramethylammonium hydroxide

Product 2

HCID 23954SilverHCID 159987Carbonic acid;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
180 °C

Procedure

In a round bottom flask 0.15 grams of silver nitrate was dissolved in 15 grams of methanol. The solution was added to a glass tube reactor containing bisphenol-A (24 g) and DPC (23.35 grams). 800 microliters of a solution containing TMAH (2.6 mg) and NaOH (9.58 mg) were added as a catalyst to the reactant mixture and the resultant mixture was purged with nitrogen and heated to a temperature of 180° C. under stirring at a speed of 90 rpm. After 15 minutes the pressure in the tube reactor reached 910 millibar. After 30 minutes, the temperature was increased to 220° C., and the pressure was maintained at 910 millibar for 30 minutes. The temperature was then increased to 240° C. The pressure was slowly reduced from 910 millibar to 170 millibar over a period of 4 to 5 minutes at a rate of 75 to 100 millibar per 30 seconds. After being maintained at 170 millibar and 240° C. for 60 minutes, the temperature was increased to 280° C. The reaction mixture was then maintained at 280° C. and 20 millibar for 30 minutes and finally maintained at 300° C., 0 millibar pressure for 30 minutes to provide a bisphenol-A polycarbonate nanocomposite comprising 0.40 wt % silver nanoparticles.

Workup

  1. additionThe solution was added to a glass tube reactor
  2. additionwere added as a catalyst to the reactant mixture
  3. customthe resultant mixture was purged with nitrogen
  4. waitAfter 30 minutes
  5. temperaturethe temperature was increased to 220° C.
  6. temperaturethe pressure was maintained at 910 millibar for 30 minutes
  7. temperatureThe temperature was then increased to 240° C
  8. waitThe pressure was slowly reduced from 910 millibar to 170 millibar over a period of 4 to 5 minutes at a rate of 75 to 100 millibar per 30 seconds
  9. temperatureAfter being maintained at 170 millibar and 240° C. for 60 minutes
  10. temperaturethe temperature was increased to 280° C
  11. temperatureThe reaction mixture was then maintained at 280° C.
  12. wait20 millibar for 30 minutes
  13. temperaturefinally maintained at 300° C.

Sources & evidence

ORD record
ord-eea119fab6ce41a3abc00364435da81e
Source dataset
uspto-grants-2013_03
Patent number
US08389626B2

Reaction notes

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