Sulfuric Acid → 4-Ethynylphenol

HRID 2676

Reaction equation

HRID 2676 reaction equation
C([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)(C)(C)C.N(C(C)(C)C#N)=NC(C)(C)C#N.S(=O)(=O)(O)O.C(OCC)(=O)C>COCC(O)C>[CH:11]#[C:10][C:9]1[CH:12]=[CH:13][C:6]([OH:5])=[CH:7][CH:8]=1

Participants

6

Procedure

In 80 g of propylene glycol monomethyl ether was dissolved 88 g of p-t-butoxystyrene, and then, 2 g of azobisisobutyronitrile was added to the solution, after which they were subjected to polymerization for 10 hours under a nitrogen atmosphere while the reaction temperature was kept at 80° C. After the polymerization, an aqueous sulfuric acid solution was added to the reaction mixture and the resulting mixture was subjected to hydrolysis at 80° C. for 8 hours. Subsequently, ethyl acetate was added to the reaction mixture and the resulting mixture was washed with water, after which the solvent was replaced by acetone. The resulting resin solution was dropped into a large amount of water to coagulate a resin. The resin was recovered and dried in a vacuum drier kept at 50° C. overnight to obtain 48 g of a white fine powder of poly(p-hydroxystyrene).

Workup

  1. customafter which they were subjected to polymerization for 10 hours under a nitrogen atmosphere while the reaction temperature
  2. customwas kept at 80° C
  3. customAfter the polymerization
  4. customthe resulting mixture was subjected to hydrolysis at 80° C. for 8 hours
  5. washthe resulting mixture was washed with water
  6. additionThe resulting resin solution was dropped into a large amount of water
  7. customThe resin was recovered
  8. customdried in a vacuum drier

Sources & evidence

ORD record
ord-a955b85440dc450e8071495d57560dc1
Source dataset
uspto-grants-1998_03
Patent number
US05731125

Linked notes

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