Methanol → Hydroxystyrene

HRID 535223

반응식

HRID 535223 반응식
C[OH:2].O.C(OC(O[C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[CH2:15])=[CH:12][CH:11]=1)C)C>C1C2=C3C(=CC=C2)C=CC=C3C=1.CC1C=CC(C=C)=CC=1.N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O.COCC(O)C.O.O.C(O)(=O)C(O)=O>[OH:2][CH:15]=[CH:14][C:13]1[CH:16]=[CH:17][CH:10]=[CH:11][CH:12]=1

참가 물질

9

반응물 3

HCID 887Methanol2회HCID 962WaterHCID 9855712p-(1-Ethoxyethoxy)styrene

생성물 1

HCID 138202Hydroxystyrene수율 136.9%

시약·촉매·용매 5

HCID 61373Oxalic acid dihydrate촉매HCID 79001-Methoxy-2-propanol용매HCID 9161Acenaphthylene용매HCID 121611-Ethenyl-4-methylbenzene용매HCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)용매

반응 조건

온도
80 °C

실험 절차

In a 500-mL dropping funnel under nitrogen blanket, a solution was prepared by dissolving 76.0 g of 4-(1-ethoxyethoxy)styrene, 8.6 g of acenaphthylene, 12.7 g of 4-methylstyrene, 2.7 g of Monomer Z-1, and 10.4 g of dimethyl 2,2′-azobis(2-methylpropionate) (V601, Wako Pure Chemical Industries, Ltd.) in 112 g of propylene glycol monomethyl ether (PGME) as a solvent. A 500-mL polymerization flask was purged with nitrogen, charged with 75 g of PGME, and heated at 80° C., after which the solution was added dropwise to the flask over 4 hours. After the completion of dropwise addition, stirring was continued for 20 hours to effect polymerization while maintaining the temperature of 80° C. The polymerization solution was then cooled down to room temperature. To the solution were added 25 g of methanol and 1.25 g of oxalic acid dihydrate. The mixture was stirred for 3 hours at 50° C. The reaction solution was added dropwise to a mixture of 2,000 g of water and 50 g of methanol for precipitation. The copolymer precipitate was collected by filtration, washed twice with a mixture of 500 g of water and 10 g of methanol, and dried, yielding 65.0 g of a white hydroxystyrene copolymer, designated Polymer 3, having Mw=4,940 and Mw/Mn=1.63.

후처리

  1. customa solution was prepared
  2. customA 500-mL polymerization flask
  3. customwas purged with nitrogen
  4. additioncharged with 75 g of PGME
  5. additionafter which the solution was added dropwise to the flask over 4 hours
  6. additionAfter the completion of dropwise addition
  7. custompolymerization
  8. temperaturewhile maintaining the temperature of 80° C
  9. temperatureThe polymerization solution was then cooled down to room temperature
  10. stirringThe mixture was stirred for 3 hours at 50° C
  11. filtrationThe copolymer precipitate was collected by filtration
  12. washwashed twice with a mixture of 500 g of water and 10 g of methanol
  13. customdried

출처 및 근거

ORD 기록
ord-5b1d03239d834765a3bad099b84cf96e
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859181B2

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