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US4417916A Expired / Lapsed US ⏱️ 0.0 years remaining

Encapsulation by interfacial polycondensation

Assignee: Monsanto Co
•
Filing: 1981-07-22
•
Granted: 1983-11-29
•
Expires: 2001-07-22
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Abstract

Abstract This invention relates to a process for encapsulation, and particularly to the production of small or minute capsules constituted by a skin or thin wall of polyurea, which involves bringing together an aqueous phase containing a lignin sulfonate emulsifier and a water-immiscible phase containing a water-immiscible material, the material to be encapsulated, plus polymethylene polyphenylisocyanate, dipersing the water-immiscible phase in the aqueous phase followed by addition of a polyfunctional amine. Polymethylene polyphenylisocyanate reacts with the amine to form a solid polyurea shell wall about the encapsulated material. The capsules formed may be directly used as aqueous suspensions.

Inventors

  • 👤 George B. Beestman
  • 👤 John M. Deming

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 18:22
CPC Classifications
B; B01; B01J; B01J13/00; B01J13/02; B01J13/06; B01J13/14; B01J13/16; A; A01; A01N; A01N25/00; A01N25/26; A01N25/28; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982; Y10T428/2984

Claims Analysis

Total Claims: 43
Claim 1
Independent Claim 146 words
A process of encapsulating water-immiscible material within a shell wall of polyurea which comprises: (a) providing an aqueous phase containing an emulsifier selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; (b) dispersing in said aqueous phase, a water-immiscible phase consisting essentially of polymethylene polyphenylisocyanate dissolved in said water-immiscible material, to form a dispersion of water-immiscible phase droplets throughout the aqueous phase; (c) adding, with agitation, to said dispersion a polyfunctional amine, whereby said amine reacts with polymethylene polyphenylisocyanate to form a polyurea shell wall about said water-immiscible material; wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylphenyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide, methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and benzyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate.
Claim 2
Dependent Claim 146 words
A process of encapsulating water-immiscible material within a shell wall of polyurea which comprises: (a) providing an aqueous phase containing an emulsifier selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; (b) dispersing in said aqueous phase, a water-immiscible phase consisting essentially of polymethylene polyphenylisocyanate dissolved in said water-immiscible material, to form a dispersion of water-immiscible phase droplets throughout the aqueous phase; (c) adding, with agitation, to said dispersion a polyfunctional amine, whereby said amine reacts with polymethylene polyphenylisocyanate to form a polyurea shell wall about said water-immiscible material; wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylphenyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide, methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and benzyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate.
Claim 3
Dependent Claim 27 words
A process as described in claim 1 wherein the concentration of said water-immiscible material is from about 480 grams to about 700 grams per liter of composition.
Claim 4
Dependent Claim 66 words
A process as described in claim 2 wherein the concentration of polymethylene polyphenylisocyanate is from about 3.5% to about 21.0% by weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is from about 1.5% to about 9% by weight of said water-immiscible material and wherein the concentration of said emulsifier is from about 1/2% to about 15% by weight of said water-immiscible material.
Claim 5
Dependent Claim 85 words
A process according to claim 3 wherein the concentration of said water-immiscible material is from about 480 grams to about 600 grams per liter of composition, wherein the concentration of polymethylene polyphenylisocyanate is from about 5.0% to about 15.0% by weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is from about 2.0% to about 7.5% by weight of said water-immiscible material, and wherein the concentration of said emulsifier is from about 2.0% to about 6.0% by weight of said water-immiscible material.
Claim 6
Dependent Claim 60 words
A process as described in claim 4 wherein the concentration of polymethylene polyphenylisocyanate is about 7.0% relative to the weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is about 3.0% relative to the weight of said water-immiscible material and wherein the concentration of said emulsifier is about 2.0% relative to the weight of said water-immiscible material.
Claim 7
Dependent Claim 21 words
A process as described in any of claims 1 to 5 wherein said emulsifier is the sodium salt of lignin sulfonate.
Claim 8
Dependent Claim 13 words
A process as described in claim 6 wherein said amine is 1,6-hexamethylene diamine.
Claim 9
Dependent Claim 27 words
A process as described in claim 7 wherein said water-immiscible material is selected from the group consisting of α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl) acetanilide, α-chloro-N-(2-methoxy-6-methylphenyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl)]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)phenyl]acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl)acetamide and mixtures thereof.
Claim 10
Dependent Claim 13 words
A process as described in claim 8 wherein said water-immiscible material is α-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide.
Claim 11
Dependent Claim 13 words
A process as described in claim 8 wherein said water-immiscible material is α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide.
Claim 12
Dependent Claim 13 words
A process as described in claim 8 wherein said water-immiscible material is N-[(acetylamino)-methyl]-α-chloro-N-(2,6-diethylphenyl)acetamide.
Claim 13
Dependent Claim 18 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of S-2,3,3-trichloroallyl-diisopropylthiocarbamate and α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine.
Claim 14
Dependent Claim 19 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)one.
Claim 15
Dependent Claim 19 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea.
Claim 16
Dependent Claim 19 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 17
Dependent Claim 18 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of α-chloro-N-isopropylacetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 18
Dependent Claim 18 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of α-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide and 2-chloro-4-ethylamino-6-isoproplyamino-1,3,5-triazine.
Claim 19
Dependent Claim 18 words
A process as described in claim 8 wherein said water-immiscible material is a mixture of 2'-methyl-6'-ethyl-N-(1-methoxyprop-2-yl)-2-chloroacetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 20
Dependent Claim 28 words
A process as described in claim 1 wherein the temperature of the reaction is maintained above the melting point of said water-immiscible material but below about 80° C.
Claim 21
Dependent Claim 30 words
A process as described in claim 1 wherein the average particle size of the microcapsules is in the range of from about 1 micron to about 50 microns in diameter.
Claim 22
Dependent Claim 241 words
A composition consisting essentially of a mixture of water and microcapsules containing a water-immiscible material, said mixture being produced by a process which comprises the steps of: (a) providing an aqueous phase containing an emulsifier selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; (b) dispersing in said aqueous phase, a water-immiscible phase consisting essentially of polymethylene polyphenylisocyanate dissolved in said water-immiscible material, to form a dispersion of water-immiscible phase droplets throughout the aqueous phase; (c) adding, with agitation, to said dispersion a polyfunctional amine, whereby said amine reacts with polymethylene polyphenylisocyanate to form a polyurea shell wall about said water-immiscible material; wherein the concentration of said water-immiscible material is from about 480 grams to about 600 grams per liter of said composition, wherein the concentration of polymethylene polyphenylisocyanate is from about 3.5% to about 15.0% by weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is from about 1.5% to about 9.0% by weight of said water-immiscible material, and wherein the concentration of said emulsifier is from about 1/2% to about 15% by weight of said water-immiscible material; and wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylphenyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide,methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate, benzyl, 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and mixtures thereof.
Claim 23
Dependent Claim 241 words
A composition consisting essentially of a mixture of water and microcapsules containing a water-immiscible material, said mixture being produced by a process which comprises the steps of: (a) providing an aqueous phase containing an emulsifier selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; (b) dispersing in said aqueous phase, a water-immiscible phase consisting essentially of polymethylene polyphenylisocyanate dissolved in said water-immiscible material, to form a dispersion of water-immiscible phase droplets throughout the aqueous phase; (c) adding, with agitation, to said dispersion a polyfunctional amine, whereby said amine reacts with polymethylene polyphenylisocyanate to form a polyurea shell wall about said water-immiscible material; wherein the concentration of said water-immiscible material is from about 480 grams to about 600 grams per liter of said composition, wherein the concentration of polymethylene polyphenylisocyanate is from about 3.5% to about 15.0% by weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is from about 1.5% to about 9.0% by weight of said water-immiscible material, and wherein the concentration of said emulsifier is from about 1/2% to about 15% by weight of said water-immiscible material; and wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylphenyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide,methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate, benzyl, 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and mixtures thereof.
Claim 24
Dependent Claim 14 words
A composition as described in claim 21 wherein said polyfunctional amine is 1,6-hexamethylene diamine.
Claim 25
Dependent Claim 17 words
A composition as described in claim 21 wherein said emulsifier is the sodium salt of lignin sulfonate.
Claim 26
Dependent Claim 30 words
A composition as described in claim 21 wherein the average particle size of the microcapsules is in the range of from about 1 micron to about 50 microns in diameter.
Claim 27
Dependent Claim 72 words
A composition as described in claim 21 wherein the concentration of polymethylene polyphenylisocyanate is from about 5.6% to about 13.9% relative to the weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is from about 2.4% to about 6.1% relative to the weight of said water-immiscible material, and wherein the concentration of said emulsifier is from about 2.0% to about 6.0% relative to the weight of said water-immiscible material.
Claim 28
Dependent Claim 60 words
A composition as described in claim 25 wherein the concentration of polymethylene polyphenylisocyanate is about 7.0% relative to the weight of said water-immiscible material, wherein the concentration of said polyfunctional amine is about 3.0% relative to the weight of said water-immiscible material and wherein the concentration of said emulsifier is about 2% relative to the weight of said water-immiscible material.
Claim 29
Dependent Claim 13 words
A composition as described in claim 25 wherein said water-immiscible material is α-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)phenyl]acetamide.
Claim 30
Dependent Claim 13 words
A composition as described in claim 25 wherein said water-immiscible material is 2'-methyl-6'-ethyl-N-(1-methoxyprop-2-yl)-2-chloroacetanilide.
Claim 31
Dependent Claim 13 words
A composition as described in claim 25 wherein said water-immiscible material is N-[(acetylamino)-methyl]-α-chloro-N-(2,6-diethylphenyl)acetamide.
Claim 32
Dependent Claim 19 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of S-2, 3,3-trichloroallyl-diisopropylthiocarbamate and α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine.
Claim 33
Dependent Claim 19 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one.
Claim 34
Dependent Claim 19 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea.
Claim 35
Dependent Claim 19 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of α-chloro-2',6'-diethyl-N-methoxymethyl acetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 36
Dependent Claim 18 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of α-chloro-N-isopropylacetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 37
Dependent Claim 19 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of α-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoromethyl)-phenyl] acetamide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 38
Dependent Claim 18 words
A composition as described in claim 25 wherein said water-immiscible material is a mixture of 2'-methyl-6'-ethyl-N-(1-methoxyprop-2-yl)-2-chloro-acetanilide and 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine.
Claim 39
Dependent Claim 200 words
A composition consisting essentially of a suspension in water of microcapsules comprised of a water-immiscible material contained within an encapsulating wall of polyurea wherein: (a) the concentration of said water-immiscible material is from about 480 grams to about 600 grams per liter of total composition; (b) wherein said encapsulating wall of polyurea is the reaction product of polymethylene polyphenylisocyanate and a polyfunctional amine, wherein the concentration of polymethylene polyphenylisocyanate is from about 3.5% to about 21.0% relative to the weight of said water-immiscible material and wherein the concentration of said polyfunctional amine is from about 1.5% to about 9.0% relative to the weight of said water-immiscible material; (c) wherein said water contains from about 1/2% to about 6% of an emulsifier relative to the weight of said water immiscible material, said emulsifier being selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; and wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylpheyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoro-methyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide, methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and benzyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate.
Claim 40
Dependent Claim 200 words
A composition consisting essentially of a suspension in water of microcapsules comprised of a water-immiscible material contained within an encapsulating wall of polyurea wherein: (a) the concentration of said water-immiscible material is from about 480 grams to about 600 grams per liter of total composition; (b) wherein said encapsulating wall of polyurea is the reaction product of polymethylene polyphenylisocyanate and a polyfunctional amine, wherein the concentration of polymethylene polyphenylisocyanate is from about 3.5% to about 21.0% relative to the weight of said water-immiscible material and wherein the concentration of said polyfunctional amine is from about 1.5% to about 9.0% relative to the weight of said water-immiscible material; (c) wherein said water contains from about 1/2% to about 6% of an emulsifier relative to the weight of said water immiscible material, said emulsifier being selected from the group consisting of sodium, potassium, magnesium, calcium or ammonium salts of lignin sulfonate; and wherein said water-immiscible material is selected from the group consisting of 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide, N-(butoxymethyl)-2-chloro-2',6'-diethylacetanilide, 2-chloro-N-isopropyl acetanilide, α-chloro-2'-ethyl-6'-methyl-N-(1-methyl-2-methoxyethyl)acetanilide, α-chloro-N-(2-methoxy-6-methylpheyl)-N-(1-methylethoxymethyl)acetamide, α-chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) phenyl]-acetamide, α-chloro-N-[2-methyl-6-(2-methylpropoxy)phenyl]-N-(propoxymethyl)acetamide, N-[(acetylamino)methyl]-α-chloro-N-(2,6-diethylphenyl) acetamide, α-chloro-N-methyl-N-(2-methyl-6-propoxyphenyl)acetamide, N-(2-butoxy-6-methylphenyl)-α-chloro-N-methylacetamide, isobutyl ester of (2,4-dichlorophenoxy)acetic acid, 2-chloro-N-(ethoxymethyl)-6'-ethyl-o-acetatoluidide, 1-(1-cyclohexen-1-yl)-3-(2-fluorophenyl)-1-methyl urea, S-2,3,3-trichloroallyl-diisopropylthiocarbamate, S-2,3-dichloroallyl-diisopropylthiocarbamate,α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-chloro-4,6-bis(ethylamino)-1,3,5-triazine, 2-chloro-4,6-bis(isopropylamino)-1,3,5-triazine, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one, N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea, 2-chloro-N-(ethoxymethyl)-N-[2-methyl-6-(trifluoro-methyl)phenyl]acetamide, α-chloro-N-(ethoxymethyl)-N-[2-ethyl-6-(trifluoromethyl)-phenyl]acetamide, methyl and ethyl parathion, ethyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate and benzyl 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylate.
Claim 41
Dependent Claim 17 words
A composition as described in claim 37 wherein said emulsifier is the sodium salt of lignin sulfonate.
Claim 42
Dependent Claim 13 words
A composition as described in claim 38 wherein said amine is 1,6-hexamethylene diamine.
Claim 43
Dependent Claim 30 words
A composition as described in claim 37 wherein the average particle size of said microcapsules is in the range of from about 1 micron to about 50 microns in diameter.

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3.5 Years (Year 4) 1986-11-28 1987-05-30 1987-11-29 $2000.00 Window Closed / Lapsed
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11.5 Years (Year 12) 1994-11-28 1995-05-30 1995-11-29 $7700.00 Window Closed / Lapsed

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