US4065455A
Expired / Lapsed
US
⏱️ 0.0 years remaining
5-Halogen-substituted 7 alkyl and 7-alkenyl 8-hydroxyquinolines
Assignee: General Mills Chemicals Inc
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Filing: 1974-03-04
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Granted: 1977-12-27
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Expires: 1994-03-04
Abstract
Abstract Compounds of the structure ##STR1## where X is Cl or Br, R is a branched chain alkyl or alkenylradical containing about 8 to 20 carbon atoms and R 1 , R 2 and R 3 are hydrogen or alkyl groups of 1 to 4 carbon atoms. The new compounds find use in extraction of metals.
Inventors
- 👤 Phillip L. Mattison
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 00:34
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/24; C07D215/26; C07D215/28; C07D215/30; Y; Y10; Y10S; Y10S423/00; Y10S423/09; Y10S423/14
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
75 words
A compound of the formula: ##STR14## wherein X is Cl or Br, R is a branched chain alkenyl radical of about 8 to 20 carbon atoms obtained by reaction of a starting 8-hydroxyquinoline compound with a 1-chloro-1-alkene and R 1 , R 2 and R 3 are hydrogen or alkyl groups of 1 to 4 carbon atoms with the proviso that at least two of R 1 , R 2 and R 3 are hydrogen.
Claim 2
Dependent Claim
75 words
A compound of the formula: ##STR14## wherein X is Cl or Br, R is a branched chain alkenyl radical of about 8 to 20 carbon atoms obtained by reaction of a starting 8-hydroxyquinoline compound with a 1-chloro-1-alkene and R 1 , R 2 and R 3 are hydrogen or alkyl groups of 1 to 4 carbon atoms with the proviso that at least two of R 1 , R 2 and R 3 are hydrogen.
Claim 3
Dependent Claim
20 words
A compound as defined in claim 1 in which R is an alkenyl radical of 12 to 20 carbon atoms.
Claim 4
Dependent Claim
21 words
A compound as defined in claim 2 in which one of R 1 , R 2 and R 3 is methyl.
Claim 5
Dependent Claim
15 words
A compound as defined in claim 2 in which the 1-chloro-2-alkene is obtained from triisobutylene.
Claim 6
Dependent Claim
23 words
A compound as defined in claim 4 in which X is Cl and R 1 , R 2 and R 3 are hydrogen.
Claim 7
Dependent Claim
15 words
A compound as defined in claim 2 in which the 1-chloro-2-alkene is obtained from tetrapropylene.
Claim 8
Dependent Claim
23 words
A compound as defined in claim 6 in which X is Cl and R 1 , R 2 and R 3 are hydrogen.
Claim 9
Dependent Claim
83 words
A compound of the formula: ##STR15## where X is Cl or Br, R is a branched chain alkyl radical of about 8 to 20 carbon atoms obtained by reaction of a starting 8-hydroxyquinoline compound with a 1-chloro-2-alkene followed by hydrogenation of the resulting alkenyl group and R 1 , R 2 and R 3 are hydrogen or alkyl groups of 1 to 4 carbon atoms with the proviso that at least two of R 1 , R 2 and R 3 are hydrogen.
Claim 10
Dependent Claim
83 words
A compound of the formula: ##STR15## where X is Cl or Br, R is a branched chain alkyl radical of about 8 to 20 carbon atoms obtained by reaction of a starting 8-hydroxyquinoline compound with a 1-chloro-2-alkene followed by hydrogenation of the resulting alkenyl group and R 1 , R 2 and R 3 are hydrogen or alkyl groups of 1 to 4 carbon atoms with the proviso that at least two of R 1 , R 2 and R 3 are hydrogen.
Claim 11
Dependent Claim
12 words
A compound as defined in claim 8 in which R is dodecyl.
Claim 12
Dependent Claim
7 words
The compound 5-chloro-7-dodecenyl-8-hydroxyquinoline having the structure: ##STR16##
Claim 13
Dependent Claim
7 words
The compound 5-chloro-7-dodecenyl-8-hydroxyquinoline having the structure: ##STR16##
Claim 14
Dependent Claim
7 words
The compound 5-chloro-7-dodecyl-8-hydroxyquinoline having the structure: ##STR17##
Claim 15
Dependent Claim
7 words
The compound 5-chloro-7-dodecyl-8-hydroxyquinoline having the structure: ##STR17##
Claim 16
Dependent Claim
7 words
The compound 5-bromo-7-dodecyl-8-hydroxyquinoline having the structure: ##STR18##
Claim 17
Dependent Claim
7 words
The compound 5-bromo-7-dodecyl-8-hydroxyquinoline having the structure: ##STR18##
Claim 18
Dependent Claim
7 words
The compound 2-methyl-5-bromo-7-dodecyl-8-hydroxyquinoline having the structure: ##STR19##
Claim 19
Dependent Claim
7 words
The compound 2-methyl-5-bromo-7-dodecyl-8-hydroxyquinoline having the structure: ##STR19##
Claim 20
Dependent Claim
7 words
The compound 4-methyl-5-chloro-7-dodecyl-8-hydroxyquinoline having the structure: ##STR20##
Claim 21
Dependent Claim
7 words
The compound 4-methyl-5-chloro-7-dodecyl-8-hydroxyquinoline having the structure: ##STR20##
References Cited (Backward Citations)
US2178571A
Cited
US3637711A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-26 | 1981-06-27 | 1981-12-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-26 | 1985-06-27 | 1985-12-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-26 | 1989-06-27 | 1989-12-27 | $7700.00 | Window Closed / Lapsed |