Hydroquinone → Ethylene glycol dimethacrylate

HRID 1452270

반응식

HRID 1452270 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

HCID 7355Ethylene glycol dimethacrylate수율 93%

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 8900Heptane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c699d8b312b64b27b6ebbad83ba81f1e
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05606103

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