Process for the telomerization of conjugated dienes and suitable catalyst therefor
AssigneeSnamprogetti S.p.A.
InventorsRenata Patrini, Mario Marchionna
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Abstract
Mono-alkadienyl alkyl ethers and di-alkadienyl alkyl ethers are prepared by telomerization of a conjugated diene, by causing said conjugated diene to react with an aliphatic alcohol or an aliphatic diol respectively, by operating in an aqueous/organic biphasic liquid system, in the presence of a catalytic system formed by: (a) a palladium salt or complex; (b) an alkyl-, alkylcycloalkyl-, or alkylarylphosphine ligand, bearing an acidic or neutral hydrophylic moiety, having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, x and y are as defined in the disclosure; and (c) an either inorganic or organic base.
Claims17
Process for preparing mono-alkadienyl alkyl ethers (IV) by means of the catalyzed reaction of a conjugated diene (I) with an aliphatic alcohol (II):
- ##STR5## and for preparing di-alkadienyl alkyl ethers (V) by means of the catalyzed reaction of said conjugated diene (I) with an aliphatic diol (III):
- ##STR6## wherein:
- R.sup.i represents a hydrogen atom or a methyl radical,
- R.sup.ii represents a hydrogen atom, a C.sub.1 -C.sub.8 alkyl radical, or a phenyl radical,
- R.sup.iii represents a C.sub.1 -C.sub.8 alkyl radical, and
- R.sup.iv represents a C.sub.2 -C.sub.8 alkylene radical;
- characterized in that the reaction between the conjugated diene (I) and the alcohol (II) or diol (III) is carried out in an aqueous/organic two-phase liquid system, wherein the organic phase comprises a liquid hydrocarbon, in the presence of a catalytic system formed by:
- (a) a palladium salt or complex;
- (b) an alkyl-, alkylcycloalkyl-, or alkylaryl-phosphine ligand, bearing an acidic or neutral hydrophylic moiety, having the formula (VI):
- ##STR7## wherein:
- A represents a hydrophylic moiety of sulfate (--SO.sub.3 M), phosphate (--PO.sub.3 M.sub.2), hydroxy (--OH) or alkoxy (--OR.sub.4) character (in which M represents H, Li, Na, K and NH.sub.4 and R.sub.4 represents a C.sub.1 -C.sub.5 alkyl moiety),
- R.sub.1 represents a hydrogen atom, a C.sub.1 -C.sub.5 alkyl moiety, a C.sub.5 -C.sub.6 cycloalkyl moiety, a C.sub.1 -C.sub.5 alkoxy moiety, an aryl radical or an aryloxy moiety, with said aryl moieties being optionally substituted with one or more halogen atoms or C.sub.1 -C.sub.5 alkyl moieties;
- R.sub.2 and R.sub.3 represent, each independently, a hydrogen atom or a methyl radical,
- x is a numeral comprised within the range of from 1 to 3,
- y is a numeral comprised within the range of from 1 to 6;
- and
- (c) an inorganic or organic base.
Dependencies are inferred from the claim text.