Patent US3402509A successfully refreshed from Google Patents.
Patent EP0017183A2 successfully refreshed from Google Patents.
EP0017183A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Hydroformylation medium, process of production thereof and process for producing aldehydes using the hydroformylation medium
Assignee: Union Carbide Corp
•
Filing: 1980-03-27
•
Granted: —
•
Expires: 2000-03-27
Abstract
Abstract Hydroformylation mediums, and a process for producing same, which are derived from a rhodium complex concentrate as well as a hydroformylation process for producing aldehydes which employs said concentrate as a source of rhodium for the rhodium complex catalyst of said process.
Inventors
- 👤 Werner Otte
- 👤 Wolfgang Hans Eduard Müller
- 👤 Manfred Zur Hausen
- 👤 David Robert Bryant
- 👤 Richard Allen Galley
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 22:22
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/40; B01J31/4015; B01J31/4023; B01J31/4038; B01J31/4046; B01J31/16; B01J31/20; B01J31/24; B01J31/2404; B01J31/4053; C; C07; C07C; C07C45/00; C07C45/49; C07C45/50; B01J2231/00; B01J2231/30; B01J2231/32; B01J2231/321; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/822; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582; Y02P20/584
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
173 words
A process for preparing a hydroformylation medium, said medium comprising a rhodium complex and triarylphosphine, which comprises mixing a rhodium complex concentrate with a sufficient amount of triarylphosphine so that there is at least about 10 moles of free triarylphosphine per mole of rhodium present in said medium; said rhodium complex concentrate having been produced by a process which comprises concentrating a spent hydroformylation reaction medium that contains a partially deactivated rhodium complex catalyst and free triarylphosphine, into at least two separate material streams by means of distillation at temperatures of about 20°C to about 350°C and atpressures of about 1000 mm Hg. to about 1x10 6 mm Hg., wherein one stream is said rhodium complex concentrate distillation residue containing a major amount of the rhodium of said catalyst and which has been concentrated to about 0.1 to about 30 percent by weight of said spent hydroformylation reaction medium, and the other material stream or streams consist essentially of one or more of the distilled volatile components of said spent hydroformylation reaction medium.
Claim 2
Dependent Claim
173 words
A process for preparing a hydroformylation medium, said medium comprising a rhodium complex and triarylphosphine, which comprises mixing a rhodium complex concentrate with a sufficient amount of triarylphosphine so that there is at least about 10 moles of free triarylphosphine per mole of rhodium present in said medium; said rhodium complex concentrate having been produced by a process which comprises concentrating a spent hydroformylation reaction medium that contains a partially deactivated rhodium complex catalyst and free triarylphosphine, into at least two separate material streams by means of distillation at temperatures of about 20°C to about 350°C and atpressures of about 1000 mm Hg. to about 1x10 6 mm Hg., wherein one stream is said rhodium complex concentrate distillation residue containing a major amount of the rhodium of said catalyst and which has been concentrated to about 0.1 to about 30 percent by weight of said spent hydroformylation reaction medium, and the other material stream or streams consist essentially of one or more of the distilled volatile components of said spent hydroformylation reaction medium.
Claim 3
Dependent Claim
33 words
A process as defined in claim 1, wherein said concentrate contains more than about 90, preferably more than about 97, percent by weight of all of the rhodium of said partially deactivated catalyst.
Claim 4
Dependent Claim
32 words
A process as defined in claim 1, wherein the distillation takes place in two stages and wherein the second distillation stage is distilled at a lower pressure than the first distillation stage.
Claim 5
Dependent Claim
62 words
A process as defined in claim 3, wherein the first distillation stage is conducted at temperatures of about 20°C to about 250°C and pressures of about 1000 mm Hg. to about 0.1 mm Hg., and the second distillation stage is conducted at temperatures of about 25°C to about 350°C and pressures of about 100 mm Hg. to about 1x10 -6 mm Hg.
Claim 6
Dependent Claim
61 words
A process as defined in claim 4, wherein the first distillation stage is conducted at temperatures of about 20°C to about 190°C and pressures of about 150 mm Hg. to about 0.5 mm Hg., and the second distillation stage is conducted at temperatures of about 150°C to about 300°C and pressures of about 20 mm Hg. to about 0.1 mm Hg.
Claim 7
Dependent Claim
16 words
A process as defined in claim 1, wherein the spent hydroformylation reaction medium is batch distilled.
Claim 8
Dependent Claim
17 words
A process as defined in claim 1, wherein the distillation is carried out in a thin-film evaporator.
Claim 9
Dependent Claim
12 words
A process as defined in claim 1, wherein the triarylphosphine is triphenylphosphine.
Claim 10
Dependent Claim
53 words
A process as defined in claim 1,wherein sufficient triarylphosphine and sufficient solvent has been mixed witl said concentrate so that the hydroformylation medium contains at least about 10 moles, preferably about 50 moles, of free triarylphosphine per mole of rhodium and from about 25 to about 1000 ppm rhodium calculated as free meta
Claim 11
Dependent Claim
31 words
A process as defined in claim 9, wherein the hydr formylation medium contains from about 50 to about 400 ppm rhodium calculated as free metal and wherein the triarylphosphine is triphenylphospine.
Claim 12
Dependent Claim
24 words
A process as defined in claim 10, wherein the solvent is selected from the group consisting of aldehydes and higher boiling aldehyde condensation products.
Claim 13
Dependent Claim
27 words
A process as defined in claim 3, wherein the first distillation stage is batch distilled and the second distillation stage is carried out in a thin-film evaporator.
Claim 14
Dependent Claim
18 words
A process as defined in claim 3, wherein both distillation stages are carried out in a thin-film evaporator.
Claim 15
Dependent Claim
39 words
A process as defined in claim 3, wherein the rhodium complex concentrate has been concentrated to about 1 to about 10 percent by weight, preferably about 2 to about 6 percent by weight, of said spent hydroformylation reaction medium.
Claim 16
Dependent Claim
18 words
A process as defined in claim 13, wherein both distillation stages are carried out in a wiped-film evaporator.
Claim 17
Dependent Claim
32 words
A process as defined in claim 1 or/and 4, wherein the process for producing said rhodium complex concentrate also involves washing the rhodium complex concentrate with an aqueous alkaline solution and/or water.
Claim 18
Dependent Claim
42 words
and/or 4 17. A process as defined in claim 1 hwherein the process for producing said rhodium complex concentrate also involves adding an oxidant selected from the group consisting of oxygen and an organic peroxide, preferably oxygen, to the rhodium complex concentrate.
Claim 19
Dependent Claim
36 words
A process as defined in claim 17, wherein said oxidant is oxygen in the form of air which has been thoroughly dispersed throughout said concentrate by directly feeding air into said rhodium complex concentrate distillation residue.
Claim 20
Dependent Claim
32 words
A process as defined in claim 17, wherein the process for producing said rhodium complex concentrate also involves washing the oxidant treated rhodium complex concentrate with an aqueous alkaline solution and/or water.
Claim 21
Dependent Claim
40 words
A process for preparing a hydroformylation medium as defined in claim 1, wherein at least some of the triarylphosphine of said medium is triarylphosphine that is recovered from the distillate of the concentration process for producing said rhodium complex concentrate.
Claim 22
Dependent Claim
75 words
A hydroformylation medium comprising a rhodium complex and at least about 10 moles of free triarylphosphine per mole of rhodium present in said medium, said rhodium complex having been derived from a rhodium complex concentrate which has been produced by a process which comprises concentrating a spent hydroformylation reaction medium that contains a partially deactivated rhodium complex catalyst and free triarylphosphine, into at least two separate material streams according to the process of claims 1-20.
Claim 23
Dependent Claim
37 words
Process for producing aldehydes by hydroformylating an olefin with hydrogen and carbon monoxide in the presence of a hydroformylation reaction medium,characterised that a medium obtained according to the process of claims 1-20 is used as hydroformylation medium.
Claim 24
Dependent Claim
39 words
A hydroformylation process according to claim 22, characterised that at least some of the triarylphosphine in said hydroformylation reaction medium is triarylphosphine that has been recovered from the distillate of the concentration process for producing said rhodium complex concentrate.
Claim 25
Dependent Claim
133 words
Process for the recovery and activity increase of spent rhodium and phosphine containing catalysts from reaction products of the rhodium catalysed oxosynthesis, characterised by the fact that, the reaction mixture containing partially deactivated rhodium catalysts is separated into at least 2 material streams by means of distillation at temperatures of 150 to 300°C and at pressures of 1,500 to 0.1 milibars, whereby 1a One material stream contains the volatile components such as aldehydes, acetals esters and phosphines but practically no rhodium and 1b The other material stream contains practically all the rhodium compound, whereby the distillation residue is concentrated to 0.1 to 30 weight percent and sufficient phosphine quantity is added to this concentrated material stream so that at least 100 moles phosphine per gramme atom rhodium is present in the regenerated mixture.
Claim 26
Dependent Claim
133 words
Process for the recovery and activity increase of spent rhodium and phosphine containing catalysts from reaction products of the rhodium catalysed oxosynthesis, characterised by the fact that, the reaction mixture containing partially deactivated rhodium catalysts is separated into at least 2 material streams by means of distillation at temperatures of 150 to 300°C and at pressures of 1,500 to 0.1 milibars, whereby 1a One material stream contains the volatile components such as aldehydes, acetals esters and phosphines but practically no rhodium and 1b The other material stream contains practically all the rhodium compound, whereby the distillation residue is concentrated to 0.1 to 30 weight percent and sufficient phosphine quantity is added to this concentrated material stream so that at least 100 moles phosphine per gramme atom rhodium is present in the regenerated mixture.
Claim 27
Dependent Claim
30 words
Process in accordance with claim 24, characterised by the fact that the distillative separation into the material streams is carried out in a thin-film evaporator or in a falling-film evaporator.
Claim 28
Dependent Claim
36 words
Process in accordance with claims 24 and 25, characterised by the fact that the distillative separation into more than 2 material streams takes place in two stages, preferably the second stage being distilled at lower pressure.
Claim 29
Dependent Claim
28 words
Process in accordance with claims 24 to 26, characterised by the fact that phosphine recovered from the rhodium-free distillate is added to the concentrated rhodium containing material stream.
Claim 30
Dependent Claim
22 words
Process in accordance with claims 24 to 27, characterised by the fact that phosphine is used in the form of triphenyl phosphine.
Claim 31
Dependent Claim
34 words
Process in accordance with claims 24 to 28, characterised by the fact that distillative separation into at least 2 material streams is carried out at temperatures of 170 to 270°C,preferably at 200 to 220°C.
Claim 32
Dependent Claim
30 words
Process in accordance with claims 24 to 29, characterised by the fact that the distillation residue is concentrated to 1 to 10 weight percent preferably 1.5 to 5 weight percento
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.