Réaction #1747832

ord-7bbe57a030b442c089d3c721babd9ae4

Équation de réaction

CCCCCCCC/C=C\CCCCCCCC(=O)O
C18:1
CCCCCCCCCCCCCCCCCC(=O)O
C18:0
CCCCCCCCCCCCCCCCCC(=O)O
C18:0
CCCCCCCC/C=C\CCCCCCCC(=O)O
C18:1
CCCCCCCCCCCCCCCC(=O)O
C16:0
Rendement 3.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreat −20° C.
  2. 2
    Autreis 0° C
  3. 3
    workup.ADDITIONA mixture of 9% (v/v)
  4. 4
    Autreat −5° C

Mode opératoire

Fatty acid methyl esters were tested for cold temperature performance as detailed above. The chart below shows the effect of adding long chain saturated fatty acids to C18:1 methyl ester (methyl octadecenoate). Pure C18:1 methyl ester is liquid at −20° C. but addition of C18:0 methyl octadecanoate) raises the observed pour point to as high as +5° C. with as little as 2% C18:0 present in the mixture; at 1% C18:0 the pour point of the mixture is 0° C. Similarly, C16 mixtures with C18:1 dramatically raises the pour point. A mixture of 9% (v/v) C16 methyl ester (methyl hexadecanoate) with 91% C18:1 was solid at −5° C. As little as 3% C16:0 resulted in a solid at −15° C. C14:0 methyl ester (methyl tetradecanoate) at concentrations as low as 1% resulted in a solid at −20° C., and 30% C14:0 was solid at −10° C. Mixtures with C12:0 (methyl dodecanoate) presented an interesting and unexpected result. At levels of C12 between 1% and 5% the mixtures were solid at −20° C., but between 6% and 20% C12 mixtures with C18:1 remained liquid at −20° C. Accordingly, the presence of C12:0 in a biodiesel at 6-20%; or more preferably at 6-10%, has surprising beneficial effects on cold flow properties. Thus, while the longer chain saturated FAMEs significantly raised the pour point of mixtures with C18:1, C14 had a much smaller effect and C12 had almost no effect at concentrations up to 20% (v/v).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08029579B2uspto-grants-2011_10