IP Library Granted Patent US 12,550,894
Granted Patent B2
US 12,550,894 · App. 17/309,740 · Granted Feb 17, 2026

Insecticidal formulation for vector and pest control with increased contact efficacy

Inventors: Arnoldus Vermeer (Monheim, DE); Peter Hertlein (Leichlingen, DE); Sebastian Horstmann (Leverkusen, DE); Volker Gutsmann (Langenfeld, DE); Alexander Arlt (Cologne, DE); Robert Velten (Langenfeld, DE)
Assignee: DISCOVERY PURCHASER CORPORATION
A01N25/14A01N25/04A01N25/30A01N53/00
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Quick Facts
Patent No.
US 12,550,894
App. No.
17/309,740
Granted
Feb 17, 2026
Kind
B2
Abstract

Provided herein are insecticidal formulations for vector and pest control with increased contact efficacy, more particularly insecticidal active ingredient-matrix material particles and insecticidal compositions comprising such insecticidal active ingredient-matrix material particles. Methods of preparation of the insecticidal active ingredient-matrix material particles, the insecticidal compositions and uses of such insecticidal formulations are also provided.

Claims (36)

1 . Insecticidal active ingredient-matrix material particles with a particle size d50 of 0.1 to 75 microns comprising

a) at least one insecticidal active ingredient selected from the group consisting of isoxazolines, meta-diamides, arylpyrazolheteroarylamides and arylpyrazolarylamides, wherein the insecticidal active ingredient has a melting point of equal to or above 110° C. and a water solubility of equal to or below 0.1%, and wherein the at least one insecticidal active ingredient is distributed in

b) a matrix material comprising polymerized monomer units selected from the group consisting of C7 to C12 unsaturated aromatic hydrocarbons, wherein at least one of the polymerized monomer units is selected from the group consisting of indene, methyl indene, vinyltoluene, and dicyclopentadiene, wherein the matrix material has a softening point that is at least 30° C. under the melting point of the insecticidal active ingredient, and wherein the insecticidal active ingredient-matrix material particle does not exhibit a melting peak of the active ingredient when measured in a second heating cycle after heating to a temperature of at least 20° C. above the melting point of the insecticidal active ingredient at a steady heating rate using Differential Scanning Calorimetry.

2 . Insecticidal active ingredient-matrix material particles of claim 1 , wherein the insecticidal active ingredient-matrix material particles do not exhibit a melting peak of the active ingredient when measured in the second heating cycle after heating to a temperature of at least 20° C. above the melting point of the at least one insecticidal active ingredient at a steady heating rate in a first heating cycle using Differential Scanning Calorimetry.

3 . The insecticidal active ingredient-matrix material particles according to claim 2 , wherein the maximal heating temperature of the first heating cycle is retained for a period of at least 10 minutes.

4 . The insecticidal active ingredient-matrix material particles according to claim 2 , wherein the at least one insecticidal active ingredient and the matrix material are cooled down to a temperature of between 0° C. to 40° C. between the first and second heating cycle at a steady cooling rate.

5 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the weight ratio between the at least one insecticidal active ingredient and the matrix material is from 1:99 to 1:1.

6 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the at least one insecticidal active ingredient is selected from the group consisting of 2-chloro-N-cyclopropyl-5-{1-[2,6-dichloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]-1H-pyrazol-4-yl}-N-methylnicotinamide, Broflanilide and 4-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-1,2-oxazolidin-4-yl]-2-methylbenzamide.

7 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the molecular weight of the matrix material is between 1 to 1000 kDa.

8 . An insecticidal composition, wherein the insecticidal composition comprises

a) insecticidal active ingredient-matrix material particles according to claim 1 ,

b) one or more surfactant(s),

c) optionally further adjuvants selected from the group of anti-freeze agents, anti-foam agents, preservatives, anti-oxidants, thickeners, colorants and binders, and

d) a liquid phase and/or fillers.

9 . The insecticidal composition according to claim 8 , wherein the insecticidal composition comprises

a) from 1 to 70% by weight of insecticidal active ingredient-matrix material particles of claim 1 ,

b) from 1 to 25% of one or more surfactant(s),

c) from 0 to 25% by weight of adjuvants selected from the group of anti-freeze agents, anti-foam agents, preservatives, anti-oxidants, thickeners, colourants and binders,

d) liquid phase and/or fillers which in any case add up to 100% per weight of the total insecticidal composition.

10 . The insecticidal composition according to claim 9 , wherein the insecticidal composition is in the form of a suspension concentrate (SC), water-dispersable granule (WG) or wettable powder (WP) or a spray solution thereof.

11 . A method for controlling pests, comprising applying to a surface the insecticidal active ingredient-matrix material particles according to claim 1 .

12 . A method to identify a useful matrix material for insecticidal active ingredient-matrix material particles of claim 1 with Differential Scanning Calorimetry comprising:

a) heating at least one insecticidal active ingredient selected from the group consisting of isoxazolines, meta-diamides, arylpyrazolheteroarylamides and arylpyrazolarylamides and a matrix material to be tested to a temperature of at least 20° C. above the melting point of the at least one insecticidal active ingredient at a steady heating rate in a first heating cycle of the Differential Scanning Calorimetry,

b) retaining the maximal heating temperature of the first heating cycle for a period of at least 10 minutes,

c) cooling the temperature down to a temperature of between 0° C. to 40° C.,

d) in a second heating cycle step, raising the temperature to a temperature of at least 20° C. above the melting point of the at least one insecticidal active ingredient at a steady heating rate, and

e) identifying a useful matrix material in the case that the insecticidal active ingredient matrix material combination does not exhibit a melting peak when measured in the second heating cycle of the Differential Scanning Calorimetry.

13 . A method for controlling pests, comprising applying to a surface an insecticidal composition according to claim 8 .

14 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the polymerized monomer units are selected from the group consisting of indene, methyl indene, or a combination thereof.

15 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the particle size d50 is between 0.5 and 50 microns.

16 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the particle size d50 is between 1 and 25 microns.

17 . The method of claim 11 , wherein the insecticidal active ingredient-matrix material particles are applied by spraying.

18 . The method of claim 13 , wherein the insecticidal composition is applied by spraying.

19 . The method of claim 18 , wherein the insecticidal composition is diluted with water.

20 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein at least one of the polymerized monomer units is indene.

21 . The insecticidal active ingredient-matrix material particles according to claim 1 , wherein the matrix material comprises phenol modified indene.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 8, 2023
From: VERMEER, ARNOLDUS; HERTLEIN, PETER; HORSTMANN, SEBASTIAN; GUTSMANN, VOLKER; ARLT, ALEXANDER; VELTEN, ROBERT
To: BAYER AKTIENGESELLSCHAFT
Reel/Frame 063561/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2023
From: BAYER AKTIENGESELLSCHAFT
To: DISCOVERY PURCHASER CORPORATION
Reel/Frame 062493/0612 →
ABL PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 061603/0988 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 061604/0001 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 061604/0013 →