Water → Cardanol IPDI HEMA

HRID 554061

Reaktionsgleichung

Reaktionsgleichung von HRID 554061
[O:1]=[C:2]=[N:3][CH:4]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:6]([CH3:16])([CH2:7][N:8]=[C:9]=[O:10])[CH2:5]1.[CH2:17]=[CH:18][CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[C:36]([OH:38])[CH:35]=[CH:34][CH:33]=1.[OH2:39].CN([CH:43]=[O:44])C>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[CH2:17]=[CH:18][CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[C:36]([OH:38])[CH:35]=[CH:34][CH:33]=1.[CH3:14][C:12]1([CH3:15])[CH2:11][C:6]([CH2:7][N:8]=[C:9]=[O:10])([CH3:16])[CH2:5][CH:4]([N:3]=[C:2]=[O:1])[CH2:13]1.[CH3:15][C:12]([C:13]([O:38][CH2:36][CH2:43][OH:44])=[O:39])=[CH2:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6228Dimethylformamide2×HCID 169132Isophorone diisocyanateHCID 11266523Cardanol

Produkt 1

HCID 131729244Cardanol IPDI HEMAAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 9809426Di-n-butyldilauryltinKatalysator

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

Isophorone diisocyanate [IPDI] (0.73 g, 0.003 moles) in 10 ml dry DMF was taken in a 100 ml two necked flask. Cardanol (1 g, 0.0033 moles) in 10 ml DMF was added drop wise with constant stirring under nitrogen. The reaction mixture was allowed to proceed under room temperature for 1 and a half hours. Then 3 drops of dibutyl tin dilaurate [DBTDL] was added as catalyst followed by drop wise addition of 2-Hydroxy ethyl methacrylate [HEMA][0.43 g, 0.003 moles]. It was left stirring at room temperature for further 2 hours. It was then heated to 55° C. and maintained at that temperature for 2 hours. Then, the contents were poured to 150 ml water and extracted with dichloromethane. It was then washed with plenty of water and dried in vacuum oven at 60° C. for 12 hours. Yield=90% (1.95 g)

Aufarbeitung

  1. customto proceed under room temperature for 1 and a half hours
  2. waitIt was left
  3. stirringstirring at room temperature for further 2 hours
  4. temperaturemaintained at that temperature for 2 hours
  5. extractionextracted with dichloromethane
  6. washIt was then washed with plenty of water
  7. customdried in vacuum oven at 60° C. for 12 hours

Quellen und Nachweise

ORD-Eintrag
ord-510f307d6329427180adb98ea35e4565
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048979B2

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