发明名称 Method for the synthesis of diacids from natural acids
摘要 Preparing diacids or diesters (I) obtained from long chain natural mono-unsaturated fatty acid or ester with at least 10 adjacent carbon atoms per molecule (II), comprises: first transforming natural fatty acid or ester into omega -mono unsaturated fatty acid or ester (III) by pyrolysis and ethanolysis; submitting the obtained product to metathesis either homometathesis to obtain a compound, or crossed metathesis with a compound of formula (IV) to obtain unsaturated compound; and second transforming double bond of unsaturated compound into saturated compound by hydrogenation. Preparing diacids or diesters of formula (ROOC-(CH 2) n-COOR) (I) obtained from long chain natural mono-unsaturated fatty acid or ester with at least 10 adjacent carbon atoms per molecule of formula (CH 3-(CH 2) n-CHR 1-CH 2-CH=CH-(CH 2) p-COOR) (II), comprises: transforming natural fatty acid or ester in omega -mono unsaturated fatty acid or ester of formula (CH 2=CH-(CH 2) m-COOR) (III) by pyrolysis and ethanolysis; submitting the obtained product to metathesis either homometathesis to obtain a compound of formula (ROOC-(CH 2) m-CH=CH-(CH 2) m-COOR), or crossed metathesis with a compound of formula (R 2OOC-(CH 2) r-CH=CH-R 3) (IV) to obtain unsaturated compound of formula (ROOC-(CH 2) m-CH=CH-(CH 2) r-COOR 2); and transforming double bond of unsaturated compound into saturated compound by hydrogenation. In formula (I): n : 5-24; R : H or 1-4C alkyl radical; and R 1H or OH. In formula (II): R : H or 1-4C alkyl radical; and n, p : 2-11. In formula (III):m = p or p+1 according to nature of treated fatty acid/ester and used transformation. In formula (IV): R 2H or 1-4C alkyl radical; r : 0-1 or 2; and R 3H, CH 3 or COOR 2. Independent claims are included for: (1) a process for synthesizing diester of formula (CH 3OOC-(CH 2) 1 0-COOCH 3) obtained from methyl ester of ricinoleic acid submitted to pyrolysis to form ester of formula (CH 2=CH-(CH 2) 8-COOCH 3), which is subjected to crossed metathesis with methyl acrylate forming diester of formula (CH 3OOC-CH=CH-(CH 2) 1 0-COOCH 3), which is hydrogenated; (2) a process for synthesizing diester of formula (CH 3OOC-(CH 2) 1 2-COOCH 3) obtained from methyl ester of lesquerolic acid with pyrolysis of hydrolysed fatty ester to form ester of formula (CH 2=CH-(CH 2) 1 0-COOCH 3) followed by crossed metathesis with methyl acrylate for hydrogenation; (3) a process for synthesizing diacid or diester of formula (ROOC-(CH 2) 1 2-COOR) obtained from vaccenic acid or ester with acid or ester ethenolysis to give unsaturated acid or ester (CH 2=CH-(CH 2) 9-COOR) followed by crossed metathesis with acid or ester of formula (CH 3-CH=CH-CH 2-COOR) for hydrogenation of the product; and (4) a process for synthesizing diacid or diester of formula (ROOC-(CH 2) 8-COOR) obtained from lauroleic or physeteric acid or ester with ethenolysis of acid or ester to produce acid or ester OF formula (CH 2=CH-(CH 2) 3-COOR) followed by a homometathesis completed by hydrogenation.
申请公布号 PL2520564(T3) 申请公布日期 2016.11.30
申请号 PL20130121792T 申请日期 2008.06.11
申请人 发明人 DUBOIS JEAN-LUC
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