4-Vinylphenol → 4-Ethynylphenol

HRID 1384435Notes

Reaction equation

HRID 1384435 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)=[CH2:2].N(C(C)(CC)C#N)=NC(C)(CC)C#N>CO>[CH:2]#[C:1][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 624534-VinylphenolHCID 930792,2'-Azobis(2-methylbutyronitrile)

Product 1

HCID 327584-EthynylphenolYield 19.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 506.5 g of the same p-vinylphenol fraction as used in Example 5, obtained by vacuum flash distillation were added 150.3 g of methanol as a solvent and 4.4 g of 2,2′-azobis(2-methylbutyronitrile) as an initiator. A polymerization reaction was conducted at 80° C. for 3 hours to obtain 97.2 g of a poly(p-vinylphenol). The polymer had a Mw of 11,000, a Mn of 6,300, a light transmittance at 248 nm, of 75.2% and a light transmittance at 450 nm, of 95.7%.

Workup

  1. customobtained by vacuum flash distillation
  2. customA polymerization reaction

Sources & evidence

ORD record
ord-1cf27eccb3f0487ba2fd3ce01eaed42e
Source dataset
uspto-grants-2001_07
Patent number
US06258901B1

Reaction notes

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