Phosphorous acid p,p'-[5,5',6,6'-tetramethyl-3,3'-bis(1-methylethyl)[1,1'-biphenyl]-2,2'-diyl] p,p,p',p'-tetrakis(2,4-dimethylphenyl) ester in hydroformylation

Patent metadata

Field	Value
Publication number	US-2018126366-A1
Application number	US-201715805372-A
Country	US
Kind code	A1
Filing date	Nov 7, 2017
Priority date	Nov 8, 2016
Publication date	May 10, 2018
Grant date	—

Abstract

The compound of the formula (1) and its complexes with metal cations are used for catalysis in hydroformylation processes.

First claim

1 . Complex comprising a compound of the formula (1)

and a metal atom selected from: Rh, Ru, Co and Ir.

2 . Complex according to claim 1 , represented by formula (2) with M=metal atom selected from Rh, Ru, Co and Ir.

3 . Complex according to claim 1 , characterized in that the metal atom is Rh.

4 . Process comprising the process steps of:
a1) initially charging an olefin, b1) adding
a complex according to claim 1 or
a compound of the formula (1) and a substance that provides a metal atom selected from: Rh, Ru, Co and Ir,
c1) feeding in H 2 and CO, d1) heating the reaction mixture, with conversion of the olefin to an aldehyde.

5 . Process according to claim 4 , characterized in that the metal atom is Rh.

6 . Process according to claim 4 , characterized in that, in step a1), an olefin having 2 to 24 carbon atoms, preferably ethene, propane or butene, especially 1-butene and/or 2-butene, is initially charged.

7 . A hydroformylation process comprising utilizing
a complex according to claim 1 , or a compound of formula (1)
for catalysis in the hydroformylation process.

8 . Process according to claim 7 , characterized in that, by means of the hydroformylation process, substituted or unsubstituted aldehydes having 3 to 20 carbon atoms, preferably substituted or unsubstituted propenals, butanals, pentanals, nonanals or tridecanals, especially substituted or unsubstituted propenals, butanals or pentanals, are prepared.

9 . Process for preparing a compound of the formula (1):

comprising the following process steps:
a2) preparing a formulation A2 comprising bis(2,4-dimethylphenyl) chlorophosphite in a first solvent;
b2) preparing a formulation B2 comprising 3,3′-diisopropyl-5,5′,6,6′-tetramethyl-[1,1′-biphenyl]-2,2′-diol in a second solvent;
c2) mixing formulations A2 and B2 at a temperature between −50° C. and room temperature.

10 . Process according to claim 9 , characterized in that formulation B2 is metered into formulation A2 at −50° C. to 0° C.

11 . Mixture comprising the compound of the formula (1), characterized in that this mixture has a chlorine value—determined according to Wickbold—below 10 000 ppm, especially below 1000 ppm, where the chlorine value is based on the weight.

Assignees

• Evonik Degussa Gmbh

Inventors

• Franke Robert

Classifications

• B01J2231/321

  Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title

• C07C45/505

  Asymmetric hydroformylation · CPC title

• B01J2531/822

  Rhodium · CPC title

• C07F15/0053

  without a metal-carbon linkage · CPC title

• C07F15/008

  without a metal-carbon linkage · CPC title