Diethanolamine → Isobutylene para-methylstyrene

HRID 22440

반응식

HRID 22440 반응식
[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

참가 물질

6

반응물 2

HCID 8113DiethanolamineHCID 69933008Isobutylene p-methylstyrene p-bromomethylstyrene

생성물 1

HCID 6454125Isobutylene para-methylstyrene

시약·촉매·용매 3

HCID 1140Toluene용매HCID 3776Isopropanol용매HCID 21881414Toluene isopropyl alcohol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5869a5eee1ce43f6aeb8c115933dbd69
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428099

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