IP Library Patent Application 16966673
Patent Application
App. No. 16/966,673

TRISILOXANE ALKOXYLATE COMPOSITIONS

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Patent No.
US None
App. No.
16/966,673
Abstract

A surfactant composition comprising two trisiloxane alkoxylate surfactants can provide synergistic improvements in at least spreading, adhering and/or uptake properties of chemical formulations containing those surfactants. A first surfactant having fewer than 10 alkylene oxide substituents is combined with a second surfactant of higher weight having 10 or more substituents. Compositions in accordance with the invention can lead to synergistically improved spread area as well as droplet adhesion of agrochemical sprays on plant surfaces.

Claims (68)

1 . An organosilicone surfactant composition, comprising a combination of a first surfactant TSA-1 and a second surfactant TSA-2, wherein:

(1) TSA-1 has the general formula (I):

M 1 DM 2   (I)

where

M 1 =(R 1 )(R 2 )(R 3 )SiO 0.5

M 2 =(R 4 )(R 5 )(R 6 )SiO 0.5

D=(R 7 )(R 8 )SiO

where

R 1 R 2 R 3 R 4 R 5 and R 7 are independently selected from the group consisting of monovalent hydrocarbon radicals having from 1-4 carbon atoms,

either (R 6 is R 9 and R 8 is Z) or (R 6 is Z and R 8 is R 9 ),

R 9 is a monovalent hydrocarbon radical having from 1-4 carbon atoms

Z is a polyalkyleneoxide group of the general formula:

—R 10 —O—[C 2 H 4 O] a —[C 3 H 6 O] b —[C 4 H 8 O] c —R 11 , where

R 10 is a linear or branched divalent hydrocarbon group of 3 to 4 carbon atoms

R 11 is selected from the group consisting of H or monovalent hydrocarbon radicals of from 1 to 6 carbon atoms and acetyl, where

subscripts a is 2 to 9, b is 0 to 7, and c is 0 to 7, and satisfy the following relationships: 2≤a+b+c<10, and a≥2 and

when b+c=0, then a=5-9,

and

(2) TSA-2 has the general formula (II):

M 3 D 1 M 4   (II)

where

M 3 =(R 12 )(R 13 )(R 14 )SiO 0.5

M 4 =(R 15 )(R 16 )(R 17 )SiO 0.5

D 1 =(R 18 )(R 19 )SiO

where

R 12 R 13 R 14 R 15 R 17 and R 18 are independently selected from the group consisting of monovalent hydrocarbon radicals having from 1-4 carbon atoms

either (R 16 is R 20 and R 19 is Q) or (R 16 is Q and R 19 is R 20 )

R 20 is a monovalent hydrocarbon radical having from 1-4 carbon atoms

Q is a polyalkyleneoxide group of the general formula:

—R 22 —O—[C 2 H 4 O] d —[C 3 H 6 O] e —[C 4 H 8 O] f —R 23 , where

subscript d=3-35, e=0-50, and f=0-20, provided that e+f≥1, and 10≤d+e+f≤75 with d≥5

R 22 is a linear or branched divalent hydrocarbon group of 3 to 4 carbon atoms

R 23 is selected from the group consisting of H, monovalent hydrocarbon radicals of from 1 to 6 carbon atoms and acetyl.

2 . The organosilicone surfactant composition of claim 1 , wherein, b+c=0, and a=6-8.

3 . The organosilicone surfactant composition of claim 1 wherein, a=5-9, b=0, c=0, d=8-12, e=2-5, f=0, and d+e+f≥10.

4 . The organosilicone surfactant composition of claim 1 wherein, a=5-8, b=2-3, c=0, a+b+c<10, d=7-12, e=20-30, and f=0.

5 . The organosilicone surfactant composition of claim 1 , wherein, a=5-7, b=2-3, c=0, a+b+c<10, d=10-12, e=12-18, and f=0 or 1.

6 . The organosilicone surfactant composition of claim 1 , wherein, a=5-7, b=1-3, c=0, a+b+c<10, d=10-12, e=12-18, and f=0 or 1.

7 . A water or oil based agrochemical formulation comprising at least about 0.1% of the organosilicone surfactant composition of claim 1 .

8 . A water or oil based agrochemical formulation comprising a synergistically effective amount of the organosilicone surfactant composition of claim 1 , wherein, the agrochemical formulation has a droplet adhesion of the agrochemical formulation, as a percentage of impacted droplets, that is larger than the non-synergistic additive droplet adhesion that would be predicted, based on the linearly additive weight percentages of TSA-1 and TSA-2.

9 . A water or oil based agrochemical formulation comprising a synergistically effective amount of the organosilicone surfactant composition of claim 1 , wherein, the agrochemical formulation has a plant uptake that is larger than the uptake of the formulation with either TSA-1 or TSA-2, but not the other.

10 . An agrochemical formulation formulated to be applied to a plant, comprising a synergistic combination of at least a first and a second trisiloxane surfactant, each independently having the general formula (I):

M 1 DM 2   (I)

where

M 1 =(R 1 )(R 2 )(R 3 )SiO 0.5

M 2 =(R 4 )(R 5 )(R 6 )SiO 0.5

D=(R 7 )(R 8 )SiO

where

R 1 R 2 R 3 R 4 R 5 R 6 R 7 and R 8 are independently selected from the group consisting of hydrocarbon radicals, wherein

the formulation has a synergistic uptake into a bean leaf that is larger than the value predicted by the linearly additive properties of TSA-1 and TSA-2.

11 . An agrochemical formulation comprising a synergistically effective amount of the surfactant composition of claim 1 and formulated to be applied to a plant, wherein

the formulation has a surface area spread when applied to a cabbage leaf that is at least 20% larger than the spread that would be predicted, based on the weight percentages of two trisiloxane surfactants.

12 . A surfactant formulation, formulated to be applied to a plant, comprising a synergistic combination of at least a first and a second trisiloxane surfactant, each independently having the general formula (I):

M 1 DM 2   (I)

where

M 1 =(R 1 )(R 2 )(R 3 )SiO 0.5

M 2 =(R 4 )(R 5 )(R 6 )SiO 0.5

D=(R 7 )(R 8 )SiO

where

R 1 R 2 R 3 R 4 R 5 R 6 R 7 and R 8 are independently selected from the group consisting of hydrocarbon radicals.

13 . The surfactant formulation of claim 12 , wherein the first trisiloxane alkoxylate surfactant has a lower molecular weight and about 7-9 alkykeneoxide units and the second having a higher molecular weight and more than about 10 alkykeneoxide units.

14 . The surfactant formulation of claim 13 , wherein the first and second surfactants each comprise polyoxyethylene or polyoxyethylene/polyoxypropylene copolymer units.

15 . The surfactant formulation of claim 12 , wherein the formulation will exhibit an uptake into a bean leaf that is at least twice as large as the uptake of the formulation with either the first or second trisiloxane surfactant without the presence of the other.

16 . The surfactant formulations of claim 12 , wherein the formulation is formulated to be taken into a plant via a plant stomata.

17 . The surfactant formulation of claim 12 , and also comprising one or more of an herbicide, an insecticide, a fungicide, a plant growth regulator, a biological, a micronutrient or a fertilizer.

18 . The surfactant formulation of claim 17 , wherein the first and second surfactants are present in the formulation at a concentration between 0.005% and 95% based on the weight of the entire formulation.

19 . The surfactant formulation of claim 17 , wherein the surfactants are present in the formulation at a concentration between 2.5% and 70% based on the weight of the entire formulation.

20 . The surfactant formulation of claim 16 , wherein the surfactants are present in the formulation at a concentration between 0.005% and 2.5% based on the weight of the entire formulation.

Assignments (5)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2025
From: KOOKMIN BANK NEW YORK BRANCH
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 072039/0906 →
FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2020
From: POLICELLO, GEORGE A; TRUONG, THE LINH; HE, FENGQI
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 054287/0368 →