IP Library › Patent Application 17678966

Patent Application

App. No. 17/678,966

SPRAYABLE MICROENCAPSULATED PHEROMONES

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Patent No.: US None
App. No.: 17/678,966

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Abstract

This disclosure provides agrochemical compositions and methods of manufacturing and using the same. In embodiments, the present disclosure relates to agrochemical compositions comprising one or more pheromones.

Claims (100)

1 . A sprayable capsule pheromone formulation comprising:

an oil phase containing at least one sex pheromone;

a water phase containing a multiamine and at least one surfactant; and

at least one polyurea shell material formed by interfacial polymerization between diisocyanates in the oil phase and multiamine in the water phase.

2 . The sprayable capsule formulation of claim 1 , wherein the at least one pheromone is selected from the group consisting of:

(Z)-7-Dodecen-1-yl Acetate (Z7-12Ac), (Z)-8-Dodecenyl acetate (Z8-12Ac), (Z)-9-Dodecenyl acetate (Z9-12Ac), (E,Z)-7,9-Dodecadienyl acetate (E7Z9-12Ac), (Z)-11-Tetradecenyl acetate (Z11-14Ac), (E)-5-Decenyl acetate (E5-10Ac), (E,E)-8,10-Decadienyl acetate (E8E10-10Ac), (Z)-11-Hexadecenyl acetate (Z11-16Ac), and mixtures thereof;

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

3 . The sprayable capsule formulation of claim 2 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13.

4 . The sprayable capsule formulation of claim 1 , wherein a median diameter of the capsule is in the rage of 3-20 microns.

5 . The sprayable capsule formulation of claim 1 , wherein the diisocyanates are selected from the group consisting of 2,4-toluene diisocyanate (TDI), 4,4-diphenylmethane diisocyanate (MDI), isophorone diisocyanate (IPDI), and 1,6-hexamethylene diisocyanate (HDI).

6 . The sprayable capsule formulation of claim 1 , wherein the oil phase includes a diluent oil consisting of paraffin oil, epoxidized soybean oil, wax, or a combination thereof.

7 . The sprayable capsule formulation of claim 1 , wherein the multiamine is selected from the group consisting of ethylenediamine (EDA), hexanediamine (HDA), diethylenetriamine (DETA), and urea.

8 . The sprayable capsule formulation of claim 1 , wherein the formulation comprises:

a pheromone content of 1-50 wt %; and

a microcapsule shell material content of 2-10 wt %;

wherein the median microcapsule diameter is 1-100 microns.

9 . A method of forming a sprayable capsule pheromone formulation comprising:

providing an oil phase containing at least one sex pheromone and at least one diisocyanate;

providing a water phase containing a multiamine; and

emulsifying the oil phase in the aqueous phase with at least one emulsifier;

increasing the temperature of the emulsified oil; and

adding multiamines to the water phase to form a polyurea shell material between the oil phase and the water phase.

10 . The method of claim 1 , wherein the at least one pheromone is selected from the group consisting of:

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

11 . The method of claim 10 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13.

12 . The method of claim 1 , wherein a median diameter of the capsule is in the range of 3-20 microns.

13 . The method of claim 1 , wherein the diisocyanates are selected from the group consisting of 2,4-toluene diisocyanate (TDI), 4,4-diphenylmethane diisocyanate (MDI), isophorone diisocyanate (IPDI), and 1,6-hexamethylene diisocyanate (HDI).

14 . The method of claim 1 , wherein the oil phase includes a diluent oil consisting of paraffin oil, epoxidized soybean oil, wax, or a combination thereof.

15 . The method of claim 1 , wherein the multiamine is selected from the group consisting of ethylenediamine (EDA), hexanediamine (HDA), diethylenetriamine (DETA), and urea.

16 . A sprayable capsule pheromone formulation comprising:

an anionic oil phase emulsion containing at least one sex pheromone; and

a cationic melamine-urea-formaldehyde (MUF) polymer bonded to the anionic oil phase to form a melamine-urea-formaldehyde microcapsule on an exterior surface of the emulsion containing the at least or sex pheromone.

17 . The sprayable capsule formulation of claim 16 , wherein the anionic oil phase emulsion comprises sodium lignosulfonate.

18 . The sprayable capsule formulation of claim 16 , wherein the pheromone is selected from the group consisting of:

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

19 . The sprayable capsule formulation of claim 17 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13; and the mixture of (Z)-11-Hexadecenal (Z11-16Ald) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 50:50.

20 . The sprayable capsule formulation of claim 1 , wherein a median diameter of the capsule is in the range of 1-100 microns.

21 . The sprayable capsule formulation of claim 1 , wherein a median diameter of the capsule is in the range of 3-20 microns.

22 . The sprayable capsule formulation of claim 1 , wherein the formulation comprises:

a pheromone content of 1-50 wt %; and

a microcapsule shell material content of 2-10 wt %;

wherein the median microcapsule diameter is 1-100 microns.

23 . A method of forming a sprayable capsule pheromone formulation comprising:

providing an aqueous formaldehyde solution;

adjusting the pH of the aqueous formaldehyde solution using a trisubstituted unreactive amine;

mixing the formaldehyde solution with solid melamine and urea to provide a water phase containing a multiamine;

heating the water phase to form a melamine-urea-formaldehyde (MUF) prepolymer;

emulsifying a pheromone in an aqueous solution containing an anioinic protective colloid to form pheromone emulsion droplets;

adding the MUF prepolymer solution to the aqueous solution to form a layer of MUF prepolymer ionically bonded to the pheromone emulsion droplets; and

heating the ionically bonded prepolymer to form a MUF microcapsule.

24 . The method of claim 23 , wherein the at least one pheromone is selected from the group consisting of:

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

25 . The method of claim 24 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13; and the mixture of (Z)-11-Hexadecenal (Z11-16Ald) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 50:50.

26 . The method of claim 23 , wherein a median diameter of the capsule is in the range of 1-100 microns.

27 . The method of claim 23 , wherein the anionic protective colloid comprises sodium lignosulfonate.

28 . The degree of sulfonation of lignosulfonates of claim 17 is in the range of 0.5-3.3 moles/kg.

29 . A sprayable capsule pheromone formulation comprising:

an oil phase emulsion containing at least one sex pheromone; and

a double layer shell made of a polyurea (PUR) layer and melamine-urea-formaldehyde (MUF) layer microcapsule encapsulating an exterior surface of the emulsion containing the at least one sex pheromone.

30 . The sprayable capsule formulation of claim 29 , wherein the pheromone is selected from the group consisting of:

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

31 . The sprayable capsule formulation of claim 30 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13.

32 . The sprayable capsule formulation of claim 29 , wherein a median diameter of the capsule is in the range of 1-100 microns.

33 . The sprayable capsule formulation of claim 29 , wherein a median diameter of the capsule is in the range of 3-20 microns.

34 . The sprayable capsule formulation of claim 29 , wherein the PUR wt % is between 0.25% to 2% of the total weight of the formulation.

35 . The sprayable capsule formulation of claim 29 , wherein the MUF wt % is between 2% to 9% of the total weight of the formulation.

36 . The sprayable capsule formulation of claim 29 , wherein the ratio of melamine to urea in the formulation is from 9:1 to 2:1.

37 . A method of forming a sprayable capsule pheromone formulation comprising:

providing an oil phase containing at least one sex pheromone and at least one diisocyanate;

providing a water phase containing a multiamine; and

emulsifying the oil phase in the aqueous phase with at least one emulsifier;

increasing the temperature of the emulsified oil;

adding multiamines to the water phase to form form a polyurea shell material between the oil phase and the water phase, wherein the polyurea shell material comprises an anionic emulsifier solution surrounding the polyurea shell material;

providing an aqueous formaldehyde solution;

adjusting the pH of the aqueous formaldehyde solution using a trisubstituted unreactive amine;

mixing the formaldehyde solution with solid melamine and urea to provide a water phase containing a multiamine;

heating the water phase to form a melamine-urea-formaldehyde (MUF) prepolymer;

adding the MUF prepolymer solution to the anionic emulsifier solution surrounding the PUR shell material to form a layer of MUF prepolymer ionically bonded to the PUR shell material; and

heating the ionically bonded prepolymer to form a polyurea and melamine-urea-formaldehyde (PUR-MUF) microcapsule.

38 . The method of claim 37 , wherein the at least one pheromone is selected from the group consisting of:

(Z)-9-Hexadecenal (Z9-16Ald), (Z)-11-Hexadecenal (Z11-16Ald), (Z)-13-Octadecenal (Z13-18Ald), (Z)-9-Octadecenal (Z9-18Ald), and mixtures thereof; and

(Z)-9-Tetradecenyl Acetate (Z9-14Ac), (Z)-11-Hexadecenyl Acetate (Z11-16Ac) and mixtures thereof.

39 . The method of claim 38 , wherein the mixture of (Z)-9-Tetradecenyl Acetate (Z9-14Ac) and (Z)-11-Hexadecenyl Acetate (Z11-16Ac) is present in a mass ratio of 87:13.

40 . The method of claim 37 , wherein a median diameter of the capsule is in the range of 3-20 microns.

41 . The method of claim 37 , wherein the diisocyanates are selected from the group consisting of 2,4-toluene diisocyanate (TDI), 4,4-diphenylmethane diisocyanate (MDI), isophorone diisocyanate (IPDI), and 1,6-hexamethylene diisocyanate (HDI).

42 . The method of claim 37 , wherein the oil phase includes a diluent oil consisting of paraffin oil, epoxidized soybean oil, wax, or a combination thereof.

43 . The method of claim 37 , wherein the multiamine is selected from the group consisting of ethylenediamine (EDA), hexanediamine (HDA), diethylenetriamine (DETA), and urea.

44 . The method of claim 37 , wherein the anionic protective colloid comprises sodium lignosulfonate.

45 . The method of claim 37 , wherein the amount of at least one diisocyanate used in the oil phase is between 0.25% to 2% of the total weight of the formulation.

46 . The degree of sulfonation of lignosulfonates of claim 44 is in the range of 0.5-3.3 moles/kg.

Assignments (1)

SECURITY INTEREST Recorded Aug 24, 2023

From: PROVIVI, INC.

To: HORIZON TECHNOLOGY FINANCE CORPORATION

Reel/Frame 064697/0700 →