IP Library Granted Patent US 12,503,478
Granted Patent B2
US 12,503,478 · App. 17/528,255 · Granted Dec 23, 2025

Organosilane compounds and methods of making and using the same

Inventors: Paul A. Bertin (Western Springs, IL); Charles E. Coburn (Vernon Hills, IL)
Assignee: Wilmar Trading Pte. Ltd.
C07F7/1876
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Quick Facts
Patent No.
US 12,503,478
App. No.
17/528,255
Granted
Dec 23, 2025
Kind
B2
Abstract

Silane compounds derived from medium-chain fatty acids are generally disclosed herein. Methods of using such compounds, for example, as compatibilizing agents, are also disclosed herein, as well as methods of making such compounds, for example, from medium-chain fatty acids derived from natural oils.

Claims (31)

1 . A compound of formula (I):

wherein:

G1 is —(CH2)9 or —(CH2) 11 —;

G2 is C(O);

R1 is an organosilane moiety, wherein the organosilane moiety is a moiety of formula (II):

—Si(R11)(R12)(R13)  (II)

wherein:

R11, R12, and R13 are independently a hydrogen atom, a halogen atom, —OH, C1-12 alkyl, C6-14 aryl, C1-12 alkyloxy, or C6-14 aryloxy, wherein at least one of R11, R12, and R13 is C1-12 alkyl, C6-14 aryl, C1-12 alkyloxy, or C6-14 aryloxy;

R2 is NH—R4;

R4 is independently C2-12 alkenyl, or C1-101 heteroalkyl, each of which is optionally substituted one or more times by substituents selected independently from Rx, and

Rx is a halogen atom, —OH, —NH2, C1-6 alkyl, C2-6 alkenyl, C1-12 heteroalkyl, or C6-14 aryl, wherein any two-OH substituents on immediately adjacent carbon atoms may optionally combine to form an epoxy group.

2 . The compound of claim 1 , wherein G1 is —(CH2)9—.

3 . The compound of claim 1 , wherein each of R11, R12, and R13 is C1-12 alkyloxy.

4 . The compound of claim 3 , wherein each of R11, R12, and R13 is selected independently from the group consisting of: methoxy, ethoxy, isopropoxy, propoxy, butoxy, sec-butoxy, isobutoxy, and tert-butoxy.

5 . The compound of claim 4 , wherein each of R11, R12, and R13 is ethoxy.

6 . A compound of formula (I):

wherein:

G1 is —(CH2)9 or —(CH2) 11 —;

G2 is —CH2— or C(O);

R1 is an organosilane moiety, wherein the organosilane moiety is a moiety of formula (II):

—Si(R11)(R12)(R13)  (II)

wherein:

R11, R12, and R13 are independently a hydrogen atom, a halogen atom, —OH, C1-12 alkyl, C6-14 aryl, C1-12 alkyloxy, or C6-14 aryloxy, wherein at least one of R11, R12, and R13 is C1-12 alkyl, C6-14 aryl, C1-12 alkyloxy, or C6-14 aryloxy;

R2 is NH—R4;

wherein R4 is a moiety of formula (III):

-G3-N+(R21)(R22)-G4-R23  (III)

wherein:

G3 is C1-12 alkylene;

G4 is C1-6 alkylene;

R21 and R22 are independently a hydrogen atom or C1-20 alkyl; and

R23 is a hydrogen atom or a phenyl moiety.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 17, 2022
From: ELEVANCE RENEWABLE SCIENCES, INC.
To: WILMAR TRADING PTE. LTD.
Reel/Frame 059031/0926 →
Continuity (4)
Continuation 16508535 · Jul 11, 2019
Provisional Application 62772929 · Nov 29, 2018
Provisional Application 62697522 · Jul 13, 2018
Related Publication 20220073544A1 · Mar 10, 2022
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