Direct hydroformylation of a multi-component synthesis gas conta

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C07C 4550

Patent

active

056750412

ABSTRACT:
The invention is a process for production of C.sub.3 to C.sub.6 aldehydes by hydroformylating a mixture containing: (a) C.sub.2 to C.sub.5 olefins and mixtures thereof, and (b) (i) C.sub.2 to C.sub.5 alkynes and mixtures thereof or (ii) C.sub.3 to C.sub.5 cumulated dienes and mixtures thereof or (iii) mixtures of (i) and (ii), with CO, H.sub.2 and a solution of a rhodium complex catalyst produced by complexing Rh and an organophosphorus compound at a concentration of Rh in solution from 1 to 1000 ppm by weight. Alternatively, the solution of rhodium complex catalyst can have a P/Rh atom ratio of at least 30. Alternatively, the solution of rhodium complex catalyst can have a P/Rh atom ratio greater than the value R.sub.L defined by the formula: ##EQU1## in which R.sub.B is the P/Rh ratio sufficient for a catalytically active Rh complex, pKa.sub.TPP is the pKa value for triphenylphosphine, pKa.sub.L is the pKa value for the triorganophosphorus compound, R is the gas constant, and .DELTA.S.sub.B is 35(N-1) cal/mole/.degree.K., N is the number of P-Rh attachments per ligand molecule. The process has utility for the hydroformylation of streams that contain olefins and alkynes.

REFERENCES:
patent: 2752395 (1956-06-01), Harvey et al.
patent: 3239566 (1966-03-01), Slaugh et al.
patent: 3445505 (1969-05-01), Wakamatsu et al.
patent: 3455091 (1969-07-01), Herber et al.
patent: 3527809 (1970-09-01), Pruett et al.
patent: 3555098 (1971-01-01), Olivier et al.
patent: 3644446 (1972-02-01), Booth et al.
patent: 3647842 (1972-03-01), Wilkes
patent: 3733362 (1973-05-01), Biaio
patent: 3760001 (1973-09-01), Staendeke
patent: 3801646 (1974-04-01), Booth et al.
patent: 3859359 (1975-01-01), Keblys
patent: 3917661 (1975-11-01), Pruett et al.
patent: 3939188 (1976-02-01), McVicker
patent: 3946082 (1976-03-01), McVicker
patent: 3965192 (1976-06-01), Booth
patent: 3968134 (1976-07-01), Gregorio et al.
patent: 4009003 (1977-02-01), Stautzenberger et al.
patent: 4021463 (1977-05-01), Kummer et al.
patent: 4083880 (1978-04-01), Kagan et al.
patent: 4122123 (1978-10-01), Hestermann et al.
patent: 4139565 (1979-02-01), Unruh et al.
patent: 4148830 (1979-04-01), Pruett et al.
patent: 4151209 (1979-04-01), Paul et al.
patent: 4152344 (1979-05-01), Unruh
patent: 4200591 (1980-04-01), Hignett et al.
patent: 4210426 (1980-07-01), Sridhar
patent: 4215077 (1980-07-01), Matsumoto et al.
patent: 4221744 (1980-09-01), Unruh
patent: 4230641 (1980-10-01), Bartish
patent: 4247486 (1981-01-01), Brewester et al.
patent: 4262142 (1981-04-01), Sherman, Jr. et al.
patent: 4262147 (1981-04-01), Garrou et al.
patent: 4277414 (1981-07-01), Saito et al.
patent: 4277627 (1981-07-01), Bryant et al.
patent: 4283304 (1981-08-01), Bryant et al.
patent: 4283562 (1981-08-01), Billig et al.
patent: 4287370 (1981-09-01), Harris et al.
patent: 4330678 (1982-05-01), Van Leeuwen et al.
patent: 4363764 (1982-12-01), Billig et al.
patent: 4400548 (1983-08-01), Abatjoglou et al.
patent: 4482749 (1984-11-01), Dennis et al.
patent: 4496768 (1985-01-01), Dennis et al.
patent: 4585897 (1986-04-01), Fields et al.
patent: 4593127 (1986-06-01), Bunning et al.
patent: 4599206 (1986-07-01), Billig et al.
patent: 4668809 (1987-05-01), Oswald et al.
patent: 4694109 (1987-09-01), Devon et al.
patent: 4711968 (1987-12-01), Oswald et al.
patent: 4717775 (1988-01-01), Billig et al.
patent: 5001274 (1991-03-01), Bunning
patent: 5312996 (1994-05-01), Packett
Adkins et at., Journal of Organic Chemistry 17, 980 (1952) "Hydroformylation of Conjugated Dienes".
Aldridge et at., Chemistry & Industry, Apr. 2, 1960, p. 374, "Butadiene-Cobalt Hydrocarbonyl Complex".
Baddley, Journal of American Chemical Society 91:13, 3361 (1969), "Model Compounds for Trans Metal Intermediates in Homogeneous Catalysts".
Booth, et al., Journal of Organometallic Chemistry, 35:195 (1972) "Reactions of Hydridocarbonyltris(Triphenylphosphine)-Rhodium with Alkynes".
Brown, et al., Journal of American Chemical Society (A), 1971, 850, "Interactions of Hydridocarbonyltiphenylphosphine Complexes of Rhodium and Iridium with Confugated Dienes and Allene".
Collman et al., Journal of the American Chemical Society, 89:4, 844 (Feb. 15, 1967), "Acetylene Complexes of Iridium and Rhodium".
Fell et al., Tetrahedron Letters No. 32, p. 2721 (1969), Pentagon Press, Great Britain, "Dialdehydes by Hydroformylation of Conjugated Dienes".
Fell et al, Journal of Molecular Catalysis, 2 (1977) 211, "The Hydroformylation of Conjugated Dienes v. Aliphatic Tertiary Phosphines and P-Substituted Phospholanes as Cocatalysts of the Rhodium-Catalysed Hydroformylation of 1,3-Dienes".
Morikawa, Bull. Chem. Society of Japan, 37, 379, (1964), "The Oxo Reaction of Unconjugated .alpha., .omega.-Diolefin".
Kafarov et al., Zhurnal Prikladnoi Khimii, vol. 54, No. 8, pp. 1763-1768, Aug. 1981, "Mathematical Modeling of a Reactor for the Liquid-Phase Synthesis of Higher Aliphatic Alcohols from Carbon Monoxide, Hyodrogen, and Acetylene".
Moore et al., Chemistry and Industry, Oct. 15, 1960, 1304, "NMR Study of the Butadiene-Cobalt Hydrocarbonyl Reaction Products".
Orchin et al., Catalysis Reviews, 6(1), 85-131, (1972), "On the Mechanism of the Oxo Reaction".
Palyi et al., Journal of Molecular Catalysis, 13 ( 1981 ), 61-70, "Activation of Carbon Monoxide and Acetylenes by Cobalt Carbonyls".
Pyatnitskii et al., Petroleum Chem., vol. 31, No. 4, pp. 472-479, 1991, "Combined and Separate Hydrogenation of CO and Acetylene on Catalysts Containing Group VIII Metals".
Sanchez-Delgado et al., J.C.S. Dalton (1977), p. 804, "Interaction of Diphenylacetylene and Other Acetylenes with Hydridonitrosyltris(triphenylphosphine)ruthenium, Carbonylhydridotris(triphenylphosphine)-rhodium and -iridium".
Spek et al., Journal of Molecular Catalysis, 3 (1977/78), 81-100, "Rh(.pi.-C.sub.3 H.sub.5)CO(PPh.sub.3).sub.2 on .gamma.-Alumina. Synthesis, Texture and Infrared Spectroscopy".
Schwartz et al., J.A.C.S., 94:26, 1972, "Carbon-Carbon Bond Formation via Oxidative Addition to Vinylrhodium(I) Complexes. A New Stereospecific Synthesis of Trisubstituted Olefins from Disubstituted Acetylenes".
Fell et al., Erdoel und Kohle, 29(4), 149-153 (Apr. 1976), "Hydroformylierung von Alkinen und Allenen".
Pruett et al., Journal of Organic Chemistry, 34(2), 327-330, Feb. 1969, "A Low-Pressure System for Producing Normal Aldehydes by Hydroformylation of .alpha. Olefins".
Falbe (ed.), New Syntheses with Carbon Monoxide, Springer-Verlag, New York, 1980.
Green et al., Cat. Letters, 13, 341-347, 1992, "High Yield Synthesis of Propanal . . . ".
Fell et al., Chemiker Zeitung, 99 (11), 452-458, 1975, "Kobalt Carbonyl-und Rhodium Carbonyl . . . " (English lang. abstract).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Direct hydroformylation of a multi-component synthesis gas conta does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Direct hydroformylation of a multi-component synthesis gas conta, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Direct hydroformylation of a multi-component synthesis gas conta will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2358775

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.