US 5,395,949 AGranted

Process and catalyst for preparing organic carbonates

AssigneeEnichem Synthesis S.p.A.

InventorsDaniele Delledonne, Franco Rivetti, Ugo Romano

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Abstract

Organic carbonates and cyclic organic carbonates are prepared by reacting an aliphatic or cycloaliphatic alcohol, or, respectively, an aliphatic diol, with carbon monoxide and oxygen, by operating in the presence of a complex catalyst of cobalt with organic ligands bearing one or more oxygen functional groups, as electron donors.

Claims11

Dependent claims

A process for preparing an organic carbonate:

##STR17## wherein R is a linear or branched C.sub.1 -C.sub.10 alkyl radical, or a C.sub.5 -C.sub.8 cycloalkyl radical;
or a cyclic organic carbonate:
##STR18## wherein R' is a linear or branched C.sub.2 -C.sub.5 alkylene radical;
by reacting an aliphatic or cycloaliphatic alcohol
R--OH
or, respectively, an aliphatic diol
HO--R'--OH
with carbon monoxide and oxygen;
wherein said process is carried out in the presence of a catalyst comprising a divalent or trivalent cobalt ion and an organic ligand selected from the group consisting of:
(i) a carboxylate ligand having the formula:
R.sub.1 --COO.sup.- ;
R.sub.2 --[COO.sup.- ].sub.2 ;
R.sub.3 --[COO.sup.- ].sub.3 ;
OR R.sub.4 --[COO.sup.- ].sub.4 ;
wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently selected from the group consisting of monovalent, divalent, trivalent and tetravelent radicals having up to 20 carbon atoms, and monovalent, divalent, trivalent and tetravalent organic radicals having up to 20 carbon atoms which additionally contain non-carbonyl oxygen atom(s), nitrogen atom(s), sulfur atom(s) and halogen atom(s),
(ii) a beta-diketonate ligand having the formula:
##STR19## wherein each of R.sub.5, R.sub.6 and R.sub.7 independently is selected from the group consisting of a hydrogen atom, aliphatic, cycloaliphatic and aromatic radicals having up to 10 carbon atoms, and aliphatic cycloaliphatic and aromatic radicals having up to 10 carbon atoms which additionally contain non-carbonyl oxygen atom(s), nitrogen atom(s), sulfur atom(s) and halogen atom(s),
(iii) a Schiff base having one or more oxygen functional groups selected from the group consisting of:
##STR20## wherein R.sub.2, R.sub.5 and R.sub.7 are as above defined, R.sub.8 is an aliphatic, cycloaliphatic or aromatic radical having up to 10 carbon atoms, R.sub.9 is a hydrogen atom or is the same as R.sub.8, and X is an alkyl, alkoxy, nitro, cyano, amino radical, or a halogen atom;
and
(iv) a ligand having the formula:
P--OH
wherein P is selected from those having the formula:
##STR21## in which formulae R'.sub.1 and R'.sub.2 are a hydrogen atom, a halogen atom selected from the group consisting of chlorine, bromine or iodine, a (C.sub.1 -C.sub.20)alkyl, or a (C.sub.1 -C.sub.20) alkoxy radical.

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Dependencies are inferred from the claim text.

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Abstract

A process for preparing an organic carbonate:

##STR17## wherein R is a linear or branched C.sub.1 -C.sub.10 alkyl radical, or a C.sub.5 -C.sub.8 cycloalkyl radical;
or a cyclic organic carbonate:
##STR18## wherein R' is a linear or branched C.sub.2 -C.sub.5 alkylene radical;
by reacting an aliphatic or cycloaliphatic alcohol
R--OH
or, respectively, an aliphatic diol
HO--R'--OH
with carbon monoxide and oxygen;
wherein said process is carried out in the presence of a catalyst comprising a divalent or trivalent cobalt ion and an organic ligand selected from the group consisting of:
(i) a carboxylate ligand having the formula:
R.sub.1 --COO.sup.- ;
R.sub.2 --[COO.sup.- ].sub.2 ;
R.sub.3 --[COO.sup.- ].sub.3 ;
OR R.sub.4 --[COO.sup.- ].sub.4 ;
wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently selected from the group consisting of monovalent, divalent, trivalent and tetravelent radicals having up to 20 carbon atoms, and monovalent, divalent, trivalent and tetravalent organic radicals having up to 20 carbon atoms which additionally contain non-carbonyl oxygen atom(s), nitrogen atom(s), sulfur atom(s) and halogen atom(s),
(ii) a beta-diketonate ligand having the formula:
##STR19## wherein each of R.sub.5, R.sub.6 and R.sub.7 independently is selected from the group consisting of a hydrogen atom, aliphatic, cycloaliphatic and aromatic radicals having up to 10 carbon atoms, and aliphatic cycloaliphatic and aromatic radicals having up to 10 carbon atoms which additionally contain non-carbonyl oxygen atom(s), nitrogen atom(s), sulfur atom(s) and halogen atom(s),
(iii) a Schiff base having one or more oxygen functional groups selected from the group consisting of:
##STR20## wherein R.sub.2, R.sub.5 and R.sub.7 are as above defined, R.sub.8 is an aliphatic, cycloaliphatic or aromatic radical having up to 10 carbon atoms, R.sub.9 is a hydrogen atom or is the same as R.sub.8, and X is an alkyl, alkoxy, nitro, cyano, amino radical, or a halogen atom;
and
(iv) a ligand having the formula:
P--OH
wherein P is selected from those having the formula:
##STR21## in which formulae R'.sub.1 and R'.sub.2 are a hydrogen atom, a halogen atom selected from the group consisting of chlorine, bromine or iodine, a (C.sub.1 -C.sub.20)alkyl, or a (C.sub.1 -C.sub.20) alkoxy radical.

21 more elements