Diethanolamine → Isobutylene para-methylstyrene

HRID 22440

Reaktionsgleichung

Reaktionsgleichung von HRID 22440
[CH3:1][C:2](=[CH2:4])[CH3:3].[CH3:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1.BrCC1C=CC(C=C)=CC=1.N(CCO)CCO>C1(C)C=CC=CC=1.C(O)(C)C.C1(C)C=CC=CC=1.C(O)(C)C>[CH3:3][C:2](=[CH2:1])[CH3:4].[CH3:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1

Komponenten

6

Edukt 2

HCID 8113DiethanolamineHCID 69933008Isobutylene p-methylstyrene p-bromomethylstyrene

Produkt 1

HCID 6454125Isobutylene para-methylstyrene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1140TolueneLösungsmittelHCID 3776IsopropanolLösungsmittelHCID 21881414Toluene isopropyl alcoholLösungsmittel

Versuchsvorschrift

Isobutylene/para-methylstyrene/para-diethanolaminomethylstyrene copolymer was prepared in accordance with the technique of U.S. Pat. No. 5,162,445 which is incorporated by reference herein. In the nucleophilic substitution reaction, 500 g of isobutylene/p-methylstyrene/p-bromomethylstyrene copolymer (1.7 mole % p-methylstyrene, 0.7 mole % p-bromomethylstyrene 30 ML @ 125° C.) was dissolved in 2267 g of toluene in a 5-liter resin flask under nitrogen to form an 18 wt. % solution. Then 24.6 g diethanol amine (Aldrich, 99%) in 567 g of isopropanol was added slowly with stirring at room temperature to give a 14.9 wt % polymer solution in an 80/20 (weight/weight) toluene/isopropanol solvent blend. The solution was heated with stirring under nitrogen to reflux at about 87° C. for 3 hours before being allowed to cool. The polymer was recovered by precipitation and kneading in isopropanol. The recovered "wet" polymer was further purified by washing and kneading in a 50/50, water/methanol mixture to complete the removal of unreacted diethanolamine and then vacuum-oven dried at 70° C. for 48 hours with 0.2 wt. % BHT mixed as an antioxidant. The polymer was characterized by 'H NMR and showed the complete conversion of p-bromomethyl to diethanolaminomethyl functionality (0.7 mole % DEA).

Aufarbeitung

  1. customto form an 18 wt. % solution
  2. temperatureThe solution was heated
  3. stirringwith stirring under nitrogen
  4. temperatureto reflux at about 87° C. for 3 hours
  5. temperatureto cool
  6. customThe polymer was recovered by precipitation
  7. customThe recovered "wet" polymer
  8. customwas further purified
  9. washby washing
  10. customthe removal of unreacted diethanolamine
  11. customvacuum-oven dried at 70° C. for 48 hours with 0.2 wt. % BHT
  12. additionmixed as an antioxidant

Quellen und Nachweise

ORD-Eintrag
ord-5869a5eee1ce43f6aeb8c115933dbd69
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428099

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