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Toluene → Ethylene 5-norbornen-2-ol

HRID 854595
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인쇄 미리보기

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HRID 854595 반응식
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[OH:8].C1(C)C=CC=CC=1.C=C>C1CC=CCCC=C1.C1CC=CCCC=C1.[Ni].CC(C)=O>[CH2:1]=[CH2:2].[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[OH:8]
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참가 물질

6

반응물 3

HCID 1140Toluene2회HCID 6325Ethylene2회HCID 96066Bicyclo(2.2.1)hept-5-en-2-ol

생성물 1

HCID 86594155Ethylene 5-norbornen-2-ol수율 79%

시약·촉매·용매 2

HCID 6433264Bis(1,5-cyclooctadiene)nickel촉매HCID 180Acetone
용매

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온도
20 °C

실험 절차

A glass reactor was loaded inside a glove box with L(iPr2)Ni(ηl-CH2Ph)(PMe3) (about 20 μmol; 2.00 g of 8.77 mM solution in toluene), Ni(COD)2 (about 50 μmol; 2.50 g of 17.6 mM solution in toluene), 5-norbornen-2-ol (about 9.12 mmol; 3.00 g of 2.63 M solution in toluene) and toluene (about 18.45 g) such that the total volume of the toluene solution was about 30 mL. The glass reactor was sealed inside the glove box and was attached to a vacuum/nitrogen line manifold. Ethylene was fed continuously into the reactor at about 100 psi and the pressurized reaction mixture was stirred at about 20° C. Ethylene was vented after about 20 minutes and acetone was added to quench the polymerization. The precipitated polymer was collected by filtration and dried under high vacuum overnight. About 0.498 g of ethylene/5-norbornen-2-ol co-polymer was obtained. The activity of the catalyst with respect to ethylene consumption was about 86 kg mol−1 h−1.

후처리

  1. customThe glass reactor was sealed inside the glove box
  2. customto quench
  3. customthe polymerization
  4. filtrationThe precipitated polymer was collected by filtration
  5. customdried under high vacuum overnight

출처 및 근거

ORD 기록
ord-eba11b8c4945438f8bbe7c2d85f60b0f
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07259214B2

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