Catalyst systems for producing copolymers of carbon monoxide and

Details Catalyst systems for producing copolymers of carbon monoxide and Catalyst systems for producing copolymers of carbon monoxide and

1999-06-08

2000-08-15

Acquah, Samuel A.

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Polymer of an ethylenically unsaturated reactant with a...

568 17, 524701, 524706, 524709, 524711, 524712, 524714, 524742, 524745, 502152, 502154, 502158, 502159, 502162, 502164, 502168, 502169, C08G 6702, B01J 3100

Patent

active

061038679

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel catalyst systems for preparing copolymers of carbon monoxide and olefinically unsaturated compounds, comprising as active constituents ##STR2## where the substituents and indices have the following meanings: R.sup.5 is hydrogen or a substituent selected from the group consisting of C.sub.1 -C.sub.20 -organic and C.sub.3 -C.sub.30 -organosilicon radicals in substituted and unsubstituted form, or a NR.sup.6 R.sup.7 substituent or a radical of the formula II ##STR3## where q is an integer from 0 to 20 and C.sub.1 -C.sub.20 organic and C.sub.3 -C.sub.30 -organosilicon radicals and Elements, from the group consisting of C.sub.1 -C.sub.20 -organic and C.sub.3 -C.sub.30 -organosilicon radicals in substituted and unsubstituted form, unsubstituted form, silylene-bridged organic radicals or NR.sup.8 radicals, consisting of C.sub.1 -C.sub.20 -organic and C.sub.3 -C.sub.30 -organosilicon radicals, acids.
The present invention further relates to a process for preparing copolymers of carbon monoxide and olefinically unsaturated monomer compounds and also to the use of catalyst systems based on cis-bridged metal complexes for preparing copolymers of carbon monoxide and olefinically unsaturated monomer compounds. In addition, the invention relates to the use of the copolymers obtained according to the present invention for producing fibers, films, moldings and coatings and also to the fibers, films, moldings and coatings.
Catalyst systems for preparing copolymers of carbon monoxide and olefinically unsaturated compounds are adequately known. Active catalyst constituents used are generally cis-palladium complexes chelated by bidentate phosphine ligands, eg. [Pd(R.sub.2 P(CH.sub.2).sub.n PR.sub.2)(OAc).sub.2 ] (cf. EP 0 121 965). Ligands which have been found to be particularly useful for the copolymerization of carbon monoxide with ethylene and/or propylene are bidentate phosphine ligands having a propylene bridge, with preference being given to using catalyst systems comprising, for example, [(dmppp)Pd(OAc).sub.2 ](BF.sub.4).sub.2 as metal complex (dmppp=1,3-bis{di(2-methoxyphenyl)phosphino}propane) (cf. J. Organomet. Chem. 1991, 417, p. 235 ff).
1,3-Bis{di(2-methoxyphenyl)phosphino}propane) is, similarly to the bridging unit 1,3-bis{diphenylphosphino}propane (dppp) which is likewise frequently used in the copolymerization of carbon monoxide and olefinically unsaturated compounds, obtained by reacting 1,3-dibromopropane or 1,3-dichloropropane with the corresponding metal phosphides (cf. T. Yamagishi, S. Ikeda, M. Yatagai, M. Yamaguchi, M. Hida, J. Chem. Soc. Perkin Trans. 1, 1988, 1787-1790), but this necessitates the handling of extremely reactive and also highly flammable and toxic reagents. An industrial-scale process is therefore problematical for safety reasons; in any case even the conventional preparation of alkylene-bridged phosphine ligands requires a high outlay in terms of apparatus in order to keep the hazard potential as low as possible when handling halogen-containing, inflammable substances. Furthermore, unsymmetrically substituted alkylene-bridged ligands, ie. those having different phosphine substituents or containing different chelating atoms, are only obtainable to a limited extent from dibromo- or dichloro-terminated alkylene compounds. In addition, alkylene-bridged bidentate ligands are generally also not suitable for covalent linking to a support material, which considerably restricts their range of use.
Bidentate ligand systems which can be covalently coupled to a support are disclosed, for example, in European Patent Application EP-A 0 585 493, which describes phosphine ligands having a propylene bridge which has a tertiary hydroxyl group in the 2 position. However, a tertiary alcohol is naturally particularly sensitive, eg. to acids, and as a result of steric effects reacts relatively sluggishly, so that poor yields are to be expected from the outset for an ether of ester linkage with a spacer group. This is a disadvantage particularly in the case of highly f

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