EP0096988A2
Expired / Lapsed
EP
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Hydroformylation process
Assignee: Johnson Matthey Davy Technologies Ltd
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Filing: 1983-05-24
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Granted: —
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Expires: 2003-05-24
Abstract
Abstract A process for the production of a non-linear aldehyde by hydroformylation of an optionally substituted internal olefin comprises: providing a hydroformylation zone containing a charge of a liquid reaction medium having dissolved therein a complex rhodium hydroformylation catalyst comprising rhodium in complex combination with carbon monoxide and with a cyclic phosphite having a bridgehead phosphorus atom linked to three oxygen atoms at least two of which form together with the bridgehead phosphorus atom part of a ring; supplying said internal olefin to the hydroformylation zone; maintaining temperature and pressure conditions in the hydroformylation zone conducive to hydroformylation of the internal olefin; supplying make-up hydrogen and carbon monoxide to the hydroformylation zone; and recovering from the liquid hydroformylation medium a hydroformylation product comprising at least one non-linear aldehyde.
Inventors
- 👤 Alan James Dennis
- 👤 George Edwin Harrison
- 👤 James Peter Wyber
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 19:20
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1845; B01J31/185; B01J31/20; C; C07; C07C; C07C45/00; C07C45/49; C07C45/50; C07C45/78; C07C45/81; C07C45/82; C07F; C07F15/00; C07F15/0006; C07F15/0073; C07F15/008; B01J2231/00; B01J2231/30; B01J2231/32; B01J2231/321; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/822
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
128 words
A process for the production of a non-linear aldehyde by hydroformylation of an optionally substituted internal olefin which comprises: providing a hydroformylation zone containing a charge of a liquid reaction medium having dissolved therein a complex rhodium hydroformylation catalyst comprising rhodium in complex combination with carbon monoxide and with a cyclic phosphite having a bridgehead phosphorus atom linked to three oxygen atoms at least two of which form together with the bridgehead phosphorus atom part of a ring; supplying said internal olefin to the hydroformylation zone; maintaining temperature and pressure conditions in the hydroformylation zone conducive to hydroformylation of the internal olefin; supplying make-up hydrogen and carbon monoxide to the hydroformylation zone; and recovering from the liquid hydroformylation medium a hydroformylation product comprising at least one non-linear aldehyde.
Claim 2
Dependent Claim
128 words
A process for the production of a non-linear aldehyde by hydroformylation of an optionally substituted internal olefin which comprises: providing a hydroformylation zone containing a charge of a liquid reaction medium having dissolved therein a complex rhodium hydroformylation catalyst comprising rhodium in complex combination with carbon monoxide and with a cyclic phosphite having a bridgehead phosphorus atom linked to three oxygen atoms at least two of which form together with the bridgehead phosphorus atom part of a ring; supplying said internal olefin to the hydroformylation zone; maintaining temperature and pressure conditions in the hydroformylation zone conducive to hydroformylation of the internal olefin; supplying make-up hydrogen and carbon monoxide to the hydroformylation zone; and recovering from the liquid hydroformylation medium a hydroformylation product comprising at least one non-linear aldehyde.
Claim 3
Dependent Claim
32 words
A process according to claim 1, in which the cyclic phosphite is an at least bicyclic phosphite of the general formula: in which Z represents a trivalent cyclic or acyclic organic group.
Claim 4
Dependent Claim
16 words
A process according to claim 2, in which the cyclic phosphite ligand is 2,8,9-trioxa-l-phosphatricyclo-[3.3.1.1 3,7 ]-decane.
Claim 5
Dependent Claim
23 words
A process according to claim 2, in which the cyclic phosphite ligand is selected from 4-methyl-2,6,7-trioxa- l-phosphabicyclo-[2,2,2]-octane, 4-ethyl-2,6,7-trioxa- l-phosphabicyclo-[2,2,2]-octane, 4-ethoxymethyl-2-6,7-trioxa-1-phosphabicyclo-[2,2,2]-octane, and 4-acetoxymethyl-2,6,7- trioxa-l-phosphabicyclo-[2,2,2]-octane.
Claim 6
Dependent Claim
40 words
A process according to claim 1, in which the cyclic phosphite is a monocyclic phosphite of the general formula: in which Z' represents a divalent cyclic or acyclic organic radical and R' represents an optionally substituted alkyl or aryl radical.
Claim 7
Dependent Claim
25 words
A process according to any one of claims 1 to 5, in which the internal olefin compound is butene-2 and the hydroformylation product comprises 2-methylbutyraldehyde.
Claim 8
Dependent Claim
34 words
A process according to any one of claims 1 to 6, in which the internal olefin is supplied to the hydroformylation zone in admixture with a smaller molar amount of an alpha- olefinic compound.
Claim 9
Dependent Claim
82 words
A process according to any one of claims 1 to 7, in which the hydroformylation zone is maintained at a temperature of from about 40°C up to about 160°C, at a total pressure of from about 4 bar up to about 35 bar, at a partial pressure of hydrogen and of carbon monoxide each of at least about 0.05 bar, and at a ratio of'partial pressures of hydrogen and of carbon monoxide in the range of from about 10:1 to about 1:10.
Claim 10
Dependent Claim
24 words
A process according to any one of claims 1 to 8, in which the cyclic phosphite ligand:Rh molar ratio is at least about 3:1.
Claim 11
Dependent Claim
41 words
A process according to any one of claims 1 to 9, in which recovery of the hydroformylation product includes withdrawal of reaction medium from the hydroformylation zone and distillation thereof in one or more stages under normal, reduced or elevated pressure.
Claim 12
Dependent Claim
27 words
ll. A process according to claim 10, in which the distillation step yields also a stream comprising unreacted internal olefin which is recycled to the hydroformylation zone.
Claim 13
Dependent Claim
25 words
A process according to any one of claims 1 to 11, in which the reaction medium comprises aldehyde product and aldehyde condensation products as solvent.
Claim 14
Dependent Claim
40 words
A process according to any one of claims 1 to 12, in which make-up internal olefin is supplied to the hydroformylation zone at a rate corresponding to at least about 0.5 gram moles per litre of reaction medium per hour.
Claim 15
Dependent Claim
94 words
A process according to any one of claims 1 to 13, in which the cyclic phosphite is formed in situ by transesterification of an organic phosphite of the general formula: in which each R' is an optionally substituted alkyl or aryl radical with a triol or higher polyol of the general formula: in which Y, Y' and Y" each, independently of the others, represent a divalent organic radical, and R is a trivalent atom or group, or with a diol of the general formula: in which Z' represents a divalent cyclic or acyclic radical.
References Cited (Backward Citations)
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