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US4066652A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted 8-hydroxyquinolines and process for the preparation thereof

Assignee: Ashland LLC
•
Filing: 1973-09-12
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Granted: 1978-01-03
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Expires: 1993-09-12
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Abstract

Abstract A class of hydrocarbyl substituted 8-hydroxyquinolines wherein the indicated substituent arises through the indirect alkylation of said quinolinol with a hindered aldehyde. These alkylates are useful metal collectors in hydrometallurgical extraction processes designed for the recovery of metal values from dilute aqueous solutions thereof.

Inventors

  • 👤 James A. Hartlage

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 04:29
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/24; C07D215/26

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 87 words
A process for preparing a compound of the formula: ##STR4## wherein R and R' represent alkyl groups having a sum total of 6-18 carbon atoms, which comprises the steps of heating at a temperature of about 140°-200° C. substantially equal molar amounts of 8-hydroxyquinoline and a hindered aldehyde of the formula: ##STR5## wherein R and R' have the above-mentioned meanings, to effect the condensation thereof and the concomitant removal of water of dehydration from the condensate and thereupon distilling the reaction product to recover the resultant alkylate.
Claim 2
Dependent Claim 87 words
A process for preparing a compound of the formula: ##STR4## wherein R and R' represent alkyl groups having a sum total of 6-18 carbon atoms, which comprises the steps of heating at a temperature of about 140°-200° C. substantially equal molar amounts of 8-hydroxyquinoline and a hindered aldehyde of the formula: ##STR5## wherein R and R' have the above-mentioned meanings, to effect the condensation thereof and the concomitant removal of water of dehydration from the condensate and thereupon distilling the reaction product to recover the resultant alkylate.
Claim 3
Dependent Claim 20 words
A process in accordance with claim 1 wherein the removal of the water of dehydration is effected by azeotropic distillation.
Claim 4
Dependent Claim 17 words
A process in accordance with claim 2 wherein the solvent is toluene, xylene or a mixture thereof.
Claim 5
Dependent Claim 41 words
A process in accordance with claim 3 wherein said distillation step is carried out on a reaction product freed of solvent at a pressure not in excess of 5mm Hg at a pot temperature of from about 150° to 350° C.

References Cited (Backward Citations)

US3682935A Cited
US3536717A Cited
US3637711A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-02 1981-07-04 1982-01-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-02 1985-07-04 1986-01-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-02 1989-07-04 1990-01-03 $7700.00 Window Closed / Lapsed

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