Hydroquinone → Ethylene glycol dimethacrylate

HRID 1452270

反応式

HRID 1452270 の反応式
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].C([Sn](Cl)(Cl)Cl)[CH2:9][CH2:10][CH3:11].C[O-].[Na+].[CH3:19][O:20][C:21]1C=CC(O)=CC=1.C1(C=CC(O)=CC=1)[OH:29]>CCCCCCC.C(O)CO>[C:1]([O:6][CH2:7][CH2:19][O:20][C:21](=[O:29])[C:10]([CH3:9])=[CH2:11])(=[O:5])[C:2]([CH3:4])=[CH2:3]

参加物

8

反応物 5

HCID 785HydroquinoneHCID 6658Methyl MethacrylateHCID 90154-MethoxyphenolHCID 14236Butyltin trichlorideHCID 10942334Sodium Methoxide

生成物 1

HCID 7355Ethylene glycol dimethacrylate収率 93%

試薬・触媒・溶媒 2

HCID 174Ethylene Glycol溶媒HCID 8900Heptane溶媒

実験手順

A mixture of ethylene glycol (62.0 parts), methyl methacrylate (300 parts), heptane (50 parts), butyltin trichloride (7.0 parts), sodium methoxide (5.4 parts, 25% in methanol), 4-methoxyphenol (0.5 parts) and hydroquinone (0.5 parts) was heated as in Example 1. Methanol, heptane, and excess methyl methacrylate were removed from the crude product. To remove the tin catalyst and polymerization inhibitors, the crude product containing approximately 50% solvent was washed twice with 15% sodium hydroxide at 20% of batch weight. After reducing alkalinity by washing the product with a 15% sodium chloride brine solution, the organic layer was concentrated to yield 185 parts (93% yield based on ethylene glycol) of ethylene glycol dimethacrylate (EGDMA). The purity of the final product was greater than 98%. Analysis for residual tin was 160 ppm.

後処理

  1. temperaturewas heated as in Example 1
  2. customMethanol, heptane, and excess methyl methacrylate were removed from the crude product
  3. customTo remove
  4. customthe tin catalyst and polymerization inhibitors
  5. washwas washed twice with 15% sodium hydroxide at 20% of batch weight
  6. washby washing the product with a 15% sodium chloride brine solution
  7. concentrationthe organic layer was concentrated

出典と根拠

ORDレコード
ord-c699d8b312b64b27b6ebbad83ba81f1e
出典データセット
uspto-grants-1997_02
特許番号
US05606103

関連ノート

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