METHODS FOR THE SYNTHESIS OF FATTY DIACIDS BY THE METATHESIS OF UNSATURATED DIACIDS OBTAINED BY FERMENTATION OF NATURAL FATTY ACIDS
申请人:Dubois Jean-Luc
公开号:US20100196973A1
公开(公告)日:2010-08-05
The invention relates to a method for the synthesis of diacids of general formula ROOC—(CH
2
)
n
—(CH═CH)
n
—(CH
2
)
m
COOR
1
in which n and m are identical or different and each represent an integer such that their sum is between 6 and 15, a is an index of 0 or 1, and R and R
1
are H or an alkyl radical with 1 to 4 carbon atoms, from long-chain mono-unsaturated natural fatty acids or esters having at least 10 adjacent carbon atoms per molecule of the general formula CH
3
—(CH
2
)
p
—CH═CH—(CH
2
)
q
—COOR, p and q, being identical or different and representing indices between 2 and 11, wherein said method comprises the first step of oxidizing by fermentation said natural fatty acid or ester, using a microorganism, such as a bacterium, a yeast, or a fungus, into at least one unsaturated dicarboxylic acid or dicarboxylate, the second step of submitting the product from the first step to a metathesis crossed with a compound of formula R
2
OOC—(CH
2
)
x
—CH═CH—R
3
, in which R
2
is H or an alkyl radical with 1 to 4 carbon atoms, x is 0 or 1 or 2, and R
3
is H, CH
3
or COOR
2
, in order to obtain the unsaturated compound of formula ROOC—(CH
2
)
q
—CH═CH—(CH
2
)
x
—COOR
2
, and the third optional step of converting the unsaturated compound into a saturated compound by hydrogenation of the double bond,.