Patent US4390715A successfully refreshed from Google Patents.
US4390715A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pentafluorobenzyl esters
Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1981-07-10
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Granted: 1983-06-28
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Expires: 2001-07-10
Abstract
Abstract The (+), (-) and (+/-) forms of the compounds of the general formula (I) <IMAGE> (I) characterized in that R1 is a halo group; or a lower alkyl, lower alkoxy or lower alkylthio group, each of which may be substituted with one or more halo groups; R2 is hydrogen or a methyl group; or R1 and R2 together form a methylenedioxy, or a difluoromethylenedioxy group or, with the carbon atoms to which they are attached, an aromatic or heteroaromatic ring; and A is one of the groups X or Y <IMAGE> wherein X1 and X2 are the same or different and each is hydrogen or a fluoro, chloro, bromo or methyl group, with the proviso that if X1 is a fluoro group, then X2 should not be a bromo group; and X3 and X4 are the same or different and each is hydrogen or a fluoro group; and Y1, Y2, Y3, Y4, Y5 and Y6 are the same or different groups and each is hydrogen or a fluoro, bromo, chloro, or methyl group.
Inventors
- 👤 George Holan
- 👤 David F. O'Keefe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 09:53
CPC Classifications
A; A01; A01N; A01N37/00; A01N37/36; A01N37/38; A01N37/08; A01N53/00
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
190 words
The (+), (-) and (±) forms of the compounds of the general formula (I) ##STR7## characterised in that R 1 is a halo group; or a lower alkyl, lower alkoxy or lower alkylthio group, each of which may be substituted with one or more halo groups; R 2 is hydrogen or a methyl group; or R 1 and R 2 together form a methylenedioxy, or a difluoromethylenedioxy group or, with the carbon atoms to which they are attached, an aromatic ring; and A is one of the groups X or Y ##STR8## wherein X 1 and X 2 are the same or different and each is hydrogen or a fluoro, chloro, bromo or methyl group, with the proviso that if X 1 is a fluoro group, then X 2 should not be a bromo group; and X 3 and X 4 are the same or different and each is hydrogen or a fluoro group; and Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 are the same or different groups and each is hydrogen or a fluoro, bromo, chloro, or methyl group.
Claim 2
Dependent Claim
190 words
The (+), (-) and (±) forms of the compounds of the general formula (I) ##STR7## characterised in that R 1 is a halo group; or a lower alkyl, lower alkoxy or lower alkylthio group, each of which may be substituted with one or more halo groups; R 2 is hydrogen or a methyl group; or R 1 and R 2 together form a methylenedioxy, or a difluoromethylenedioxy group or, with the carbon atoms to which they are attached, an aromatic ring; and A is one of the groups X or Y ##STR8## wherein X 1 and X 2 are the same or different and each is hydrogen or a fluoro, chloro, bromo or methyl group, with the proviso that if X 1 is a fluoro group, then X 2 should not be a bromo group; and X 3 and X 4 are the same or different and each is hydrogen or a fluoro group; and Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 are the same or different groups and each is hydrogen or a fluoro, bromo, chloro, or methyl group.
Claim 3
Dependent Claim
37 words
Compounds as claimed in claim 1, characterised in that A is the group Y and Y 1 , Y 2 , Y 3 and Y 4 are each fluoro and Y 5 and Y 6 are hydrogen.
Claim 4
Dependent Claim
29 words
Compounds as claimed in claim 1, characterised in that A is the group X, X 1 and X 2 are fluoro and X 3 and X 4 are hydrogen.
Claim 5
Dependent Claim
25 words
Compounds as claimed in any one of claims 1 to 3, characterised in that R 1 is chloro or ethoxy and R 2 is hydrogen.
Claim 6
Dependent Claim
5 words
1(4-Ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 7
Dependent Claim
5 words
1(4-Ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 8
Dependent Claim
5 words
1-(4-Ethoxyphenyl)-2,2-difluorocyclopropane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 9
Dependent Claim
5 words
1-(4-Ethoxyphenyl)-2,2-difluorocyclopropane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 10
Dependent Claim
5 words
R(-)-1(4-Chlorophenyl)-2,2,3,3-tetrafluorocyclobutane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 11
Dependent Claim
5 words
R(-)-1(4-Chlorophenyl)-2,2,3,3-tetrafluorocyclobutane carboxylic acid 2',3',4',5',6'-pentafluorobenzyl ester.
Claim 12
Dependent Claim
31 words
Insecticidal compositions, characterised in that they comprise an insecticidally effective amount of one or more of the compounds stated in claim 1, incorporated in a suitable inert liquid or solid carrier.
Claim 13
Dependent Claim
27 words
Insecticidal compositions as claimed in claim 8, characterised in that they additionally contain at least one synergistic or potentiating agent of the class of microsomal oxidase inhibitors.
Claim 14
Dependent Claim
18 words
Insecticidal compositions as claimed in claim 9, characterised in that the synergist or potentiator is a pyrethrin synergist.
Claim 15
Dependent Claim
22 words
Insecticidal compositions as claimed in claim 9, characterised in that the synergist is one of the following: α[2-(2-butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene; 3-hexyl-5(3,4-methylenedioxyphenyl)-2-cyclohexanone; 2-(3,4-methylenedioxy-phenoxy)-3,6,9-trioxaundecane; 1,2-(methylenedioxy)-4-[2-octylsulfinyl)propyl]-benzene; dipropyl-5,6,7,8-tetrahydro-7-methylnaphtho-[2,3-di]-1,3-dioxole-5,6-dicarboxylate.
Claim 16
Dependent Claim
32 words
Insecticidal compositions as claimed in claim 10 or claim 11, characterised in that the synergist is used in an amount from about 1/1000th to 5 times the weight of the compound I.
Claim 17
Dependent Claim
32 words
Insecticidal compositions as claimed in claim 12, characterised in that the synergist is used in an amount from about 1/100th to an equal part by weight per part of the compound I.
Claim 18
Independent Claim
42 words
A method of combatting insect pests, characterised in that an insecticidally effective amount of a compound or composition as claimed in any one of claims 1 to 7, 8 to 13, 15 or 16 is applied to the insects and/or their locus.
Claim 19
Dependent Claim
29 words
Insecticidal compositions as claimed in claim 11, characterised in that the synergist is used in an amount from about 1/1000th to 5 times the weight of the compound I.
Claim 20
Dependent Claim
32 words
Insecticidal compositions as claimed in claim 15, characterised in that the synergist is used in an amount from about 1/100th to an equal part by weight per part of the compound I.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-06-27 | 1986-12-27 | 1987-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-27 | 1990-12-27 | 1991-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-27 | 1994-12-27 | 1995-06-28 | $7700.00 | Window Closed / Lapsed |