Itaconic acid → Lactic acid itaconic acid
Reaction equation
[C:1]([OH:6])(=[O:5])[C@H:2]([CH3:4])[OH:3].[C:7]([OH:15])(=[O:14])[C:8]([CH2:10][C:11]([OH:13])=[O:12])=[CH2:9].OCC(CO)(CO)CO.[Sn+2]>>[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:7]([OH:15])(=[O:14])[C:8]([CH2:10][C:11]([OH:13])=[O:12])=[CH2:9]Participants
Procedure
Reaction was performed in a 250 ml glass reactor where was added 227.8 g of aqueous L-lactic acid (88% water solution corresponding to 88 mole-%), 27.2 g of itaconic acid (8 mole-%), 13.6 g of pentaerythritol (4 mole-%) and 0.1 g of tin(II) octoate. Into the reaction vessel was led nitrogen and it was immersed partly into the oil bath with temperature of 90° C. and the mixing was start at a speed of 200 rpm. The temperature was increased at a rate of 25° C./h to 150° C. The temperature was evenly increased at a rate of 15° C./h to 180° C., where it was kept during the whole polymerisation. Bubbling of nitrogen was continued throughout the polymerisation and the formed water was collected as it evolved. Total polymerisation time was 11 hours. The product resin was hard, clear but brittle, yellowish in colour and it was observed to crosslink by radicals.
Workup
- customReaction
- customwas performed in a 250 ml glass reactor
- customwas immersed partly into the oil bath with temperature of 90° C.
- temperatureThe temperature was increased at a rate of 25° C./h to 150° C
- temperatureThe temperature was evenly increased at a rate of 15° C./h to 180° C., where it
- customwas kept during the whole polymerisation
- customBubbling of nitrogen
- customwas continued throughout the polymerisation
- customthe formed water was collected as it
- customTotal polymerisation time
Sources & evidence
- ORD record
- ord-7ab2fc1bcffa460588d6c05f9c708f1b
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08563664B2
Reaction notes
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