Dendritic macromolecules for metal-ligand catalyzed processes

• US 6,350,819 B1
• Filed: 10/27/2000
• Issued: 02/26/2002
• Est. Priority Date: 10/27/2000
• Status: Expired due to Fees

• Current Assignee: Union Carbide Chemicals & Plastics Technology Corporation (Dow, Inc.)
• Original Assignee: Union Carbide Chemicals & Plastics Technology Corporation (Dow, Inc.)
• Inventors: Miller, David James, Tulchinsky, Michael Leo
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): Asinovsky, Olga
• Application Number:
  US09/697,837
• Time in Patent Office: 487 Days
• Field of Search: 525/330.4, 528/167, 568/454
• US Class Current: 525/330.4
• CPC Class Codes: C07C 45/50 by oxo-reactions
• CPC Class Codes: C07C 47/02 Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
• CPC Class Codes: C07F 9/65744 condensed with carbocyclic or heterocyclic rings or ring systems
• CPC Class Codes: C07F 9/65746 the molecule containing more than one cyclic phosphorus atom
• CPC Class Codes: C08G 79/04 Phosphorus linked to oxygen or to oxygen and carbon
• CPC Class Codes: C08G 83/003 Dendrimers
• CPC Class Codes: Y02P 20/582 Recycling of unreacted starting or intermediate materials

Abstract

This invention relates to dendritic macromolecules and their use in metal-dendritic macroligand complex catalyzed processes, e.g., hydroformylation. The use of metal-dendritic macroligand complex catalysts in such processes facilitates the separation of desired product from catalyst, for example, by membrane filtration.

Claims

1. A dendritic macromolecule having a core and one or more branches emanating from the core wherein at least a portion of the branches contain terminal groups derived from organophosphites, organophosphonites and/or organophosphinites.

6. The dendritic macromolecule of claim 1 which has a molecular weight of greater than about 2500.

7. The dendritic macromolecule of claim 1 which has a molecular weight of from about 6000 to about 200,000.

8. The dendritic macromolecule of claim 1 which has a three-dimensional molecular diameter of greater than about 30 Angstrom units.

9. The dendritic macromolecule of claim 1 which has a three-dimensional molecular diameter of from about 40 Angstrom units to about 150 Angstrom units.

10. The dendritic macromolecule of claim 1 wherein at least about 10 percent of terminal groups are functionalized with organophosphite groups.

11. The dendritic macromolecule of claim 1 wherein at least about 80 percent of terminal groups are functionalized with organophosphite groups.

2. A dendritic macromolecule having a core and one or more branches emanating from the core wherein at least a portion of the branches contain terminal groups derived from a trivalent phosphorus-containing group of the formula

3. A dendritic macromolecule represented by the formula:

wherein A represents a q-valent dendritic macromolecule radical, each B is the same or different and represents a substituted or unsubstituted r-valent organic or inorganic radical, each Y is the same or different and represents a substituted or unsubstituted monovalent hydrocarbon radical containing from 6 to 40 carbon atoms or each adjacent Y may be bridged together to form a substituted or unsubstituted cyclic hydrocarbon radical, n is a value of from 1 to about 3, n is a value of from 1 to about 1000, q equals n, and r equals m+1.

4. A process for the preparation of a dendritic macromolecule which comprises (a) reacting a substituted or unsubstituted organophosphite, organophosphonitc or organophosphinite, or a derivative of a substituted or unsubstituted organophosphite, organophosphonite or organophosphinite, with one or more organic or inorganic compounds, wherein said one or more organic or inorganic compounds contain at least two functional groups, to give a functional organophosphite, organophosphonite or organophosphinite, and (b) reacting said functional organophosphite, organophosphonite or organophosphinite with a dendrimer to give said dendritic macromolecule.

5. A process for the preparation of a dendritic macromolecule which comprises (a) reacting a dendrimer with one or more organic or inorganic compounds, wherein said one or more organic or inorganic compounds contain at least two functional groups, to give a functional dendrimer, and (b) reacting said functional dendrimer with a substituted or unsubstituted organophosphite, organophosphonite or organophosphinite, or a derivative of a substituted or unsubstituted organophosphite, organophosphonite or organophosphinite, to give said dendritic macromolecule.