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US3972948A Expired / Lapsed US ⏱️ 0.0 years remaining

Anhydrous catalyst for manufacture of glycol ethers

Assignee: Texaco Inc
•
Filing: 1974-11-29
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Granted: 1976-08-03
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Expires: 1994-11-29
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Abstract

Abstract An improved process for preparing mono- and poly-glycol ethers by mixing and reacting an alkylene oxide and an alcohol in the presence of a catalyst containing alkali or alkaline earth cations at temperatures within the range of about 50°to about 350°C. under pressure of between about 30 to about 3,000 psig is disclosed. An anhydrous high boiling liquid residue, prepared by the concentration of the liquid reaction product effluent residue remaining after desired mono- and poly-glycol ethers have been separated therefrom has been found to be highly useful as the catalyst for the described process. The employment of the anhydrous high boiling liquid residue as a catalyst advantageously results in the production of liquid reaction product effluents containing relatively little, if any, undesirable glycol by-products which are difficult to separate from the desired mono- and poly-glycol ethers. In a continuous process for preparing mono- and poly-glycol ethers, the concentrated anhydrous, high boiling liquid residue of the invention can be recycled for admixture with the alkylene oxide and alcohol reactant feed streams in the reactor used as the catalyst of the reaction.

Inventors

  • 👤 George Joseph Laemmle
  • 👤 Kenneth Carol Rightmer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 18:36
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/26; C08G65/2696; C07; C07C; C07C41/00; C07C41/01; C07C41/02; C07C41/03; C08G65/2642; C08G65/2645; C08G65/2648

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 152 words
In the method for the preparation of mono- and poly-glycol ethers comprising the steps of mixing and catalytically reacting an alkylene oxide containing 2 to 4 carbon atoms and an alcohol comprising a saturated aliphatic monohydric alcohol having from 1 to 4 carbon atoms in the presence of a catalyst containing alkali or alkaline earth cations at a temperature within the range of about 50° to about 350° C. under a pressure of about 30 to about 3,000 psig and then separating the desired mono- and poly-glycol ethers from the liquid reaction product effluent, the improvement comprising: employing as said catalyst an anhydrous high boiling liquid residue containing catalytically active alcoholates of alkali or alkaline earth metals prepared in said process for the production of said desired mono- and poly-glycol ethers by concentrating the liquid residue of said reaction product effluent after said desired mono- and poly-glycol ethers have been separated therefrom.
Claim 2
Dependent Claim 152 words
In the method for the preparation of mono- and poly-glycol ethers comprising the steps of mixing and catalytically reacting an alkylene oxide containing 2 to 4 carbon atoms and an alcohol comprising a saturated aliphatic monohydric alcohol having from 1 to 4 carbon atoms in the presence of a catalyst containing alkali or alkaline earth cations at a temperature within the range of about 50° to about 350° C. under a pressure of about 30 to about 3,000 psig and then separating the desired mono- and poly-glycol ethers from the liquid reaction product effluent, the improvement comprising: employing as said catalyst an anhydrous high boiling liquid residue containing catalytically active alcoholates of alkali or alkaline earth metals prepared in said process for the production of said desired mono- and poly-glycol ethers by concentrating the liquid residue of said reaction product effluent after said desired mono- and poly-glycol ethers have been separated therefrom.
Claim 3
Dependent Claim 47 words
The method of claim 1 wherein said anhydrous high boiling liquid residue is prepared by concentrating said reaction product effluent liquid residue to provide at least about 9 weight percent alkali or alkaline earth metal concentration, based on the weight of said anhydrous high boiling liquid residue.
Claim 4
Dependent Claim 31 words
The method of claim 2 wherein said reaction product effluent liquid residue is concentrated by heating at about 100° to about 130° C. under about 5 to 6 mm. Hg vacuum.
Claim 5
Dependent Claim 23 words
The method of claim 2 wherein about 80 to about 88 weight percent of said reaction product effluent liquid residue is removed therefrom.
Claim 6
Dependent Claim 24 words
The method of claim 1 wherein said alkali or alkaline earth cations are selected from the group consisting of sodium, potassium and mixtures thereof.
Claim 7
Dependent Claim 218 words
In the continuous process for the preparation of mono- and poly-glycol ethers comprising the steps of mixing flowing streams of an alkylene oxide containing 2 to 4 carbon atoms, an alcohol comprising a saturated aliphatic monohydric alcohol having from 1 to 4 carbon atoms and a catalyst containing alkali or alkaline earth cations, heating the admixture to about 50° to about 350° C. under a pressure of about 30 to about 3,000 psig until a crude reaction product effluent stream is formed, and passing the crude product effluent stream through a plurality of distillation units operated under conditions whereby excess unreacted alcohol and desired mono- and poly-glycol ethers are separated therefrom, the improvement comprising: concentrating the crude reaction product effluent residue remaining after excess unreacted alcohol and desired mono- and poly-glycol ethers have been separated to provide an anhydrous high boiling liquid residue containing catalytically active alcoholates of alkali or alkaline earth cations, said crude reaction product effluent residue being concentrated in an amount sufficient to provide at least 9 weight percent alkali or alkaline earth metal concentration, based upon the weight of said anhydrous high boiling liquid residue; and recycling said anhydrous high boiling liquid residue to the flowing streams of ethylene oxide and alcohol whereby said residue is diluted therewith and used as said catalyst stream.
Claim 8
Dependent Claim 218 words
In the continuous process for the preparation of mono- and poly-glycol ethers comprising the steps of mixing flowing streams of an alkylene oxide containing 2 to 4 carbon atoms, an alcohol comprising a saturated aliphatic monohydric alcohol having from 1 to 4 carbon atoms and a catalyst containing alkali or alkaline earth cations, heating the admixture to about 50° to about 350° C. under a pressure of about 30 to about 3,000 psig until a crude reaction product effluent stream is formed, and passing the crude product effluent stream through a plurality of distillation units operated under conditions whereby excess unreacted alcohol and desired mono- and poly-glycol ethers are separated therefrom, the improvement comprising: concentrating the crude reaction product effluent residue remaining after excess unreacted alcohol and desired mono- and poly-glycol ethers have been separated to provide an anhydrous high boiling liquid residue containing catalytically active alcoholates of alkali or alkaline earth cations, said crude reaction product effluent residue being concentrated in an amount sufficient to provide at least 9 weight percent alkali or alkaline earth metal concentration, based upon the weight of said anhydrous high boiling liquid residue; and recycling said anhydrous high boiling liquid residue to the flowing streams of ethylene oxide and alcohol whereby said residue is diluted therewith and used as said catalyst stream.
Claim 9
Dependent Claim 26 words
The process of claim 6 wherein about 80 to about 88 weight percent of said crude reaction product effluent residue is removed therefrom during said concentration.
Claim 10
Dependent Claim 24 words
The process of claim 6 wherein said alkali or alkaline earth cations are selected from the group consisting of sodium, potassium and mixtures thereof.

References Cited (Backward Citations)

US2508036A Cited
US2834820A Cited
US2932670A Cited
US3346557A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-03 1980-02-02 1980-08-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-03 1984-02-02 1984-08-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-03 1988-02-02 1988-08-03 $7700.00 Window Closed / Lapsed

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