Water → Cardanol IPDI HEMA

HRID 554060

Reaktionsgleichung

Reaktionsgleichung von HRID 554060
[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. 2-Hydroxy ethyl methacrylate [HEMA][0.43 g, 0.003 moles] 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 cardanol (1 g, 0.0033 moles) in 10 ml DMF. 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-ae85bedb30ec48dd8271d2fed0e351de
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048979B2

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