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US4356125A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of 2-hydroxytetrahydrofuran

Assignee: Stamicarbon BV
•
Filing: 1981-04-22
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Granted: 1982-10-26
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Expires: 2001-04-22
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Abstract

Abstract An improved process for the conversion of allyl alcohol with hydrogen and carbon monoxide to form a reaction mixture containing hydroformylation products of 2-hydroxytetrahydrofuran and/or 4-hydroxybutyraldehyde. Allyl alcohol, hydrogen, and carbon monoxide are passed, in a gaseous phase, into contact with a catalyst comprised of a solid porous carrier material containing within its pores a solution of a catalytically active metalloorganic complex dissolved in at least one ligand-forming compound, which solution has a vapor pressure of less than 1.3 mbar under the reaction conditions applied. The improved process is preferably carried out on a continuous basis.

Inventors

  • 👤 Nicolaas A. de Munck
  • 👤 Joseph J. F. Scholten

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 17:00
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/04; C07D307/18; C07D307/20; C07C; C07C45/00; C07C45/49

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 113 words
An improved process for the conversion of allyl alcohol with hydrogen and carbon monoxide in the presence of a catalytically active metallo-organic complex to form a reaction mixture containing hydroformylation product selected from the group consisting of 2-hydroxytetrahydrofuran and 4-hydroxybutyraldehyde, the improvement comprising bringing said allyl alcohol, hydrogen, and carbon monoxide, in a gaseous phase and at a temperature of between about 90° C. and 150° C., into contact with a catalyst comprised of a solid porous carrier material containing within its pores a solution of a catalytically active metallo-organic complex in at least one ligand-forming compound, said solution having a vapor pressure of less than 1.3 mbar under the reaction conditions applied.
Claim 2
Dependent Claim 113 words
An improved process for the conversion of allyl alcohol with hydrogen and carbon monoxide in the presence of a catalytically active metallo-organic complex to form a reaction mixture containing hydroformylation product selected from the group consisting of 2-hydroxytetrahydrofuran and 4-hydroxybutyraldehyde, the improvement comprising bringing said allyl alcohol, hydrogen, and carbon monoxide, in a gaseous phase and at a temperature of between about 90° C. and 150° C., into contact with a catalyst comprised of a solid porous carrier material containing within its pores a solution of a catalytically active metallo-organic complex in at least one ligand-forming compound, said solution having a vapor pressure of less than 1.3 mbar under the reaction conditions applied.
Claim 3
Dependent Claim 37 words
The process of claim 1 wherein said allyl alcohol, hydrogen, and carbon monoxide are continuously introduced into a reaction zone containing said catalyst, and said hydroformylation product containing reaction mixture is continuously withdrawn from said reaction zone.
Claim 4
Dependent Claim 22 words
The process of claim 1 or 2 wherein the conversion is performed at a temperature of between 100° C. and 130° C.
Claim 5
Dependent Claim 21 words
The process of claim 1 or 2 wherein said conversion is performed at a pressure of between 2 and 5 bar.
Claim 6
Dependent Claim 31 words
The process of claim 1 or 2 wherein the molar ratio between hydrogen, allyl alcohol, and carbon dioxide brought into contact with said catalyst is about 2 to 10:1:2 to 10.
Claim 7
Dependent Claim 20 words
The process of claim 5 wherein the molar ratio between hydrogen and carbon monoxide is between about 1:1 to 1:5.
Claim 8
Dependent Claim 30 words
The process of claim 1 or 2 wherein said carrier material has an organophilic surface that is at least substantially free of acid groups, basic groups and alkali metal ions.
Claim 9
Dependent Claim 23 words
The process of claim 1 or 2 wherein said ligand-forming compound within which said catalytically active metallo-organic complex is dissolved is a triarylphosphine.

References Cited (Backward Citations)

US3937742A Cited
US4193942A Cited
US4292198A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-25 1986-04-26 1986-10-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-25 1990-04-26 1990-10-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-25 1994-04-26 1994-10-26 $7700.00 Window Closed / Lapsed

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