US4056610A
Expired / Lapsed
US
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Microcapsule insecticide composition
Assignee: 3M Co
•
Filing: 1976-08-24
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Granted: 1977-11-01
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Expires: 1996-08-24
Abstract
Abstract A microcapsule insecticide composition comprising microcapsules each having a polyurea shell wall including as an integral part of said shell a photostable ultraviolet light absorbent compound with a log molar extinction coefficient of from about 2 to about 5 with respect to radiation having wave lengths in the range of from about 270 to 350 nanometers and a liquid fill capable of slowly permeating the shell and comprising a pyrethroid and a biological synergist therefor.
Inventors
- 👤 Loren L. Barber, Jr.
- 👤 Anthony J. Lucas
- 👤 Richard Y. Wen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 16:20
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; A; A01; A01N; A01N25/00; A01N25/26; A01N25/28; B; B01; B01J; B01J13/00; B01J13/02; B01J13/20
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
178 words
The method of controlling insect pest activity comprising contacting said insects, in an environment having ultra violet light activity degrading to pyrethroid, with a microcapsule insecticide composition comprising microcapsules each having (i) a permeable polyurea shell including as an integral part of said shell a shell stabilizer comprising a photostable ultraviolet light absorbent compound having a log molor extinction coefficient of from about 2 to 5 with respect to radiation having wavelengths in the range of from about 270 to 350 nanometers, and (ii) a liquid fill comprising a pyrethroid, a water-immiscible organic solvent, an antioxidant, a biological synergist for said pyrethroid and a fill stabilizer comprising a photostable ultraviolet light absorbent compound having a log molar extinction coefficient of from about 2 to 5 with respect to radiation having wavelengths in the range of from about 270 to 350 nanometers; wherein said liquid fill permeates said porous polyurea shell over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of the shell wall for an extended period of time.
Claim 2
Independent Claim
178 words
The method of controlling insect pest activity comprising contacting said insects, in an environment having ultra violet light activity degrading to pyrethroid, with a microcapsule insecticide composition comprising microcapsules each having (i) a permeable polyurea shell including as an integral part of said shell a shell stabilizer comprising a photostable ultraviolet light absorbent compound having a log molor extinction coefficient of from about 2 to 5 with respect to radiation having wavelengths in the range of from about 270 to 350 nanometers, and (ii) a liquid fill comprising a pyrethroid, a water-immiscible organic solvent, an antioxidant, a biological synergist for said pyrethroid and a fill stabilizer comprising a photostable ultraviolet light absorbent compound having a log molar extinction coefficient of from about 2 to 5 with respect to radiation having wavelengths in the range of from about 270 to 350 nanometers; wherein said liquid fill permeates said porous polyurea shell over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of the shell wall for an extended period of time.
Claim 3
Dependent Claim
29 words
The method according to claim 1 wherein said shell stabilizer comprises a benzophenone substituted with an acidic group having a dissociation constant greater than 1 × 10 -6 .
Claim 4
Dependent Claim
12 words
The method according to claim 2 wherein said benzophenone is 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid.
Claim 5
Dependent Claim
23 words
The method according to claim 1 wherein said shell stabilizer comprises a benzophenone substituted with a group containing at least one active hydrogen.
Claim 6
Dependent Claim
11 words
The method according to claim 4 wherein said benzophenone is 2-amino-5-chlorobenzophenone.
Claim 7
Dependent Claim
23 words
The method according to claim 1 wherein said biological synergist is selected from the group consisting of 3,4-methylenedioxy-6-propylbenzyl butyldiethylene glycol ether and N-(2-ethylhexyl)-bicyclo[2.2.1]-5-heptene-2,3-dicarboximide.
Claim 8
Dependent Claim
13 words
The method according to claim 1 wherein said antioxidant comprises an alkylated phenol.
Claim 9
Dependent Claim
12 words
The method according to claim 7 wherein said alkylated phenol is octadecyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)-propionate.
Claim 10
Dependent Claim
14 words
The method according to claim 1 wherein said water-immiscible organic solvent is deodorized kerosene.
Claim 11
Dependent Claim
13 words
The method according to claim 1 wherein said fill stabilizer comprises a benzophenone.
Claim 12
Dependent Claim
11 words
The method according to claim 10 wherein said benzophenone is 4-dodecyloxy-2-hydroxybenzophenone.
Claim 13
Dependent Claim
20 words
The method according to claim 1 wherein said composition is applied to a sheet material prior to contacting said insects.
Claim 14
Independent Claim
88 words
The method of controlling insect pest activity comprising contacting said insects, in an environment having ultraviolet light activity degrading to pyrethroid, with a microcapsule insecticide composition comprising microcapsules in the range from about 1 to 100 microns each having (i) a polyurea shell including as an integral part of said shell 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid shell stabilizer and (ii) a liquid fill capable of slowly permeating said shell and comprising a solution of naturally occurring pyrethroids in deoderized kerosene, 3,4-methylenedioxy-6-propylbenzyl butyldiethylene glycol ether synergist, octadecyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate antioxidant, and 2-hydroxy-4-methoxybenzophenone fill stabilizer.
Claim 15
Independent Claim
88 words
The method of controlling insect pest activity comprising contacting said insects, in an environment having ultraviolet light activity degrading to pyrethroid, with a microcapsule insecticide composition comprising microcapsules in the range from about 1 to 100 microns each having (i) a polyurea shell including as an integral part of said shell 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid shell stabilizer and (ii) a liquid fill capable of slowly permeating said shell and comprising a solution of naturally occurring pyrethroids in deoderized kerosene, 3,4-methylenedioxy-6-propylbenzyl butyldiethylene glycol ether synergist, octadecyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate antioxidant, and 2-hydroxy-4-methoxybenzophenone fill stabilizer.
Claim 16
Dependent Claim
19 words
The method according to claim 1 wherein said shell stabilizer is chemically attached to said permeable polyurea shell wall.
Claim 17
Dependent Claim
19 words
The method according to claim 1 wherein said shell stabilizer is physicochemically held on said permeable polyurea shell wall.
Claim 18
Dependent Claim
249 words
A microcapsule insecticide composition comprising from about 60-90 percent liquid fill and from about 40-10 percent porous polyurea shell; wherein said liquid fill comprises from about a. 5-40 percent of pyrethroids selected from the group consisting of pyrethrin I, pyrethrin II, cinerin I, cinerin II, jasmolin II, allethrin, barthrin, dimethrin, resmethrin and tetramethrin; b. 20-40 percent of a water-immiscible organic solvent selected from the group consisting of pentane, nonane, decane and their analogs, benzene, toluene, xylene, deoderized kerosene, liquid parafin, parafin oil, light mineral oil and white mineral oil; c. 0.01-2 percent of an alkylated phenol antioxidant selected from the group consisting of 2,6-di-t-butyl cresol; 2,2'-methylene-bis-(6-t-butyl-4-methyl phenol); 2,2'-thio bis-(6-t-butyl-4-methyl phenol); pentaerythritol tetrakis-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)]-propionate; 2,6-dioctadecyl-p-cresol and octadecyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl) propionate; d. 25-50 percent of a piperonyl alkyl ether synergist selected from the group consisting of 3,4-methylenedioxy-6-propylbenzyl butyldiethylene glycol ether and N-(2-ethylhexyl)-bicyclo[2.2.1]-5-heptene-2,3-dicarboximide; and e. 0.01-2 percent by weight of a benzophenone fill stabilizer selected from the group consisting of benzophenone; 2,4-dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2-hydroxy-4-octyloxybenzophenone; and 4-dodecyloxy-2-hydroxybenzophenone; and wherein said porous polyurea shell includes, as an integral part thereof, from about 0.5 - 20 percent of 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid as a shell stabilizer; and wherein said liquid fill permeates said porous polyurea shell wall over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of said shell wall for an extended period of time in an environment having ultra violet light activity normally degrading to pyrethroid; and wherein all percentages are percentages by weight of said microcapsule insecticide composition.
Claim 19
Dependent Claim
249 words
A microcapsule insecticide composition comprising from about 60-90 percent liquid fill and from about 40-10 percent porous polyurea shell; wherein said liquid fill comprises from about a. 5-40 percent of pyrethroids selected from the group consisting of pyrethrin I, pyrethrin II, cinerin I, cinerin II, jasmolin II, allethrin, barthrin, dimethrin, resmethrin and tetramethrin; b. 20-40 percent of a water-immiscible organic solvent selected from the group consisting of pentane, nonane, decane and their analogs, benzene, toluene, xylene, deoderized kerosene, liquid parafin, parafin oil, light mineral oil and white mineral oil; c. 0.01-2 percent of an alkylated phenol antioxidant selected from the group consisting of 2,6-di-t-butyl cresol; 2,2'-methylene-bis-(6-t-butyl-4-methyl phenol); 2,2'-thio bis-(6-t-butyl-4-methyl phenol); pentaerythritol tetrakis-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)]-propionate; 2,6-dioctadecyl-p-cresol and octadecyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl) propionate; d. 25-50 percent of a piperonyl alkyl ether synergist selected from the group consisting of 3,4-methylenedioxy-6-propylbenzyl butyldiethylene glycol ether and N-(2-ethylhexyl)-bicyclo[2.2.1]-5-heptene-2,3-dicarboximide; and e. 0.01-2 percent by weight of a benzophenone fill stabilizer selected from the group consisting of benzophenone; 2,4-dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2-hydroxy-4-octyloxybenzophenone; and 4-dodecyloxy-2-hydroxybenzophenone; and wherein said porous polyurea shell includes, as an integral part thereof, from about 0.5 - 20 percent of 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid as a shell stabilizer; and wherein said liquid fill permeates said porous polyurea shell wall over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of said shell wall for an extended period of time in an environment having ultra violet light activity normally degrading to pyrethroid; and wherein all percentages are percentages by weight of said microcapsule insecticide composition.
Claim 20
Dependent Claim
44 words
A microcapsule insecticide composition according to claim 16 wherein said microcapsules are in the range of about 1 to 100 microns each and wherein said pyrethroids are selected from the group consisting of pyrethrin I, pyrethrin II, cinerin I, cinerin II and jasmolin II.
Claim 21
Dependent Claim
131 words
A microcapsule composition comprising about 25 percent porous polyurea shell wall and about 75 percent liquid fill; wherein said permeable shell comprises about 16 percent porous polyurea and 9 percent 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid as an integral part thereof; and wherein said liquid fill comprises about 36.9 percent of a solution of naturally occurring pyrethroids in deoderized kerosene, about 36.9 percent 3,4-methylenedioxy-6-propylbenzylbutyldiethylene glycol ether, about 0.7 percent 2,6-dioctadecyl-p-cresol and about 0.7 percent 4-dodecyloxy-2-hydroxybenzophenone; wherein said liquid fill permeates said porous polyurea shell over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of said shell wall for an extended period of time in an environment having ultraviolet light activity degrading to pyrethroids; and wherein all percentages are percentages by weight of said microcapsule insecticide composition.
Claim 22
Dependent Claim
131 words
A microcapsule composition comprising about 25 percent porous polyurea shell wall and about 75 percent liquid fill; wherein said permeable shell comprises about 16 percent porous polyurea and 9 percent 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid as an integral part thereof; and wherein said liquid fill comprises about 36.9 percent of a solution of naturally occurring pyrethroids in deoderized kerosene, about 36.9 percent 3,4-methylenedioxy-6-propylbenzylbutyldiethylene glycol ether, about 0.7 percent 2,6-dioctadecyl-p-cresol and about 0.7 percent 4-dodecyloxy-2-hydroxybenzophenone; wherein said liquid fill permeates said porous polyurea shell over a sustained period of time and maintains an insecticidally effective level of pyrethroid upon the outer surface of said shell wall for an extended period of time in an environment having ultraviolet light activity degrading to pyrethroids; and wherein all percentages are percentages by weight of said microcapsule insecticide composition.
References Cited (Backward Citations)
US3098000A
Cited
US2168064A
Cited
US3063893A
Cited
US3130121A
Cited
US3264176A
Cited
US3577515A
Cited
US3560613A
Cited
US3541203A
Cited
US3839561A
Cited
US3784684A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-10-31 | 1981-05-02 | 1981-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-31 | 1985-05-02 | 1985-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-31 | 1989-05-02 | 1989-11-01 | $7700.00 | Window Closed / Lapsed |