N,N'-Diphenyl-P-Phenylenediamine → Sulfoethyl methacrylate

HRID 1165605

Reaktionsgleichung

Reaktionsgleichung von HRID 1165605
[S:1]([CH2:5][CH2:6][OH:7])([OH:4])(=[O:3])=[O:2].C1C=CC(NC2C=CC(NC3C=C[CH:25]=[CH:26][CH:27]=3)=CC=2)=CC=1.[C:28]1(C=CC(O)=CC=1)[OH:29].COC>>[C:28]([O:7][CH2:6][CH2:5][S:1]([OH:4])(=[O:3])=[O:2])(=[O:29])[C:26]([CH3:25])=[CH2:27]

Komponenten

4

Edukt 3

HCID 6319N,N'-Diphenyl-P-PhenylenediamineHCID 7866Isethionic AcidHCID 21865427Benzene-1,4-diol;methoxymethane

Produkt 1

HCID 74543Sulfoethyl methacrylate

Versuchsvorschrift

To the reactor containing the concentrated isethionic acid solution of Example 1 is added 95.2 Kg. (209.5 lbs.) of MAA to achieve a MAA/ITA molar ratio of about 5:1 along with 14 grams of N,N' diphenyl-p-phenylene diamine and 140 grams of monomethyl ether hydroquinone, both serving as polymerization inhibitors. The mixture is heated for about 6 hours under a vacuum of about 90 mm. Hg. at a temperature of about 80° C. to form sulfoethyl methacrylate according to the reaction: ##STR9## with water of reaction and residual water from the oxidation reaction being continuously removed by azeotropic distillation of a water/MAA mixture under vacuum. At the completion of the reaction, as shown by the cessation of the azeotropic distillation and an increase in the pot temperature, any remaining MAA is removed by vacuum distillation at a pressure of about 10 mm. Hg. The resultant product is sulfoethyl methacrylate having a purity of about 90-95% with methacrylic acid as the major impurity.

Aufarbeitung

  1. additionis added 95.2 Kg
  2. customboth serving as polymerization inhibitors
  3. temperatureThe mixture is heated for about 6 hours under a vacuum of about 90 mm. Hg

Quellen und Nachweise

ORD-Eintrag
ord-de48230e36d7441e95bf5d17c6fa2569
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04910330

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