Granted Patent B2

US 12,577,413 · App. 17/469,224 · Granted Mar 17, 2026

Inventors: Bong June Zhang (Newton, MA); Miguel Galvez (Danvers, MA)

Assignee: Henkel AG & Co. KGaA

C09D5/14C08K3/015C08K3/08C09D7/61C09D183/04C08K2003/0806C08K2003/085

Abstract

Claims (23)

1 . An anti-microbial coating, comprising:

a first silane compound comprising a functional group bound to a metal ion, wherein the functional group is a diamine; and

a second silane compund that is different from the first silane compound,

wherein at least the first silane compound has antimicrobial properties, wherein the first silane compound and the second silane compound are each immobilized on a substrate through —Si—O—linkages, wherein the oxygen atom of the —Si—O— linkages is bound to the sbustrate, wherein the substrate is a glass substrate, a metal substrate, and/or a ceramic substrate, and

wherein

(i) the second silane compound does not comprise a metal ion; and/or

(ii) the second silane compound comprises the structure:

wherein:

R 1 is selected from the group consisting of —C 1 -C 20 alkyl, —C 2 -C 20 alkenyl, and —C 3 -C 20 alkynyl, any of which may optionally be at least partially halogenated;

each R 2 is the same or different and is a linkage to the substrate or is selected from the group consisting of hydrogen, —C 1 -C 10 alkyl, —C 2 -C 10 , alkenyl, and —C 3 -C 10 alkynyl,

wherein each carbon atom and/or hydrogen atom in R 1 and R 2 is independently optionally substituted with deuterium, a halogen, —OH, —CN, —OR 3 , —CO 2 H, —C(O)OR 3 , —C(O)NH 2 , —C(O)NH(C 1 -C 10 alkyl), —C(O)N(C 1 -C 10 alkyl) 2 , —SC 1 -C 10 alkyl, —S(O)C 1 -C 10 alkyl, —S(O) 2 C 1 -C 10 alkyl, —S(O)NH(C 1 -C 10 alkyl), —S(O) 2 NH(C 1 -C 10 alkyl), —S(O)N(C 1 C 10 alkyl) 2 , —S(O) 2 N(C 1 -C 10 alkyl) 2 , —NR 3 , —NH 2 , —C 2 H 8 N 2 , —NH(C 1 -C 10 alkyl), —P(C 1 -C 10 alkyl) 2 , —P(O)(C 1 -C 10 alkyl) 2 , —PO 3 H 2 , or —Si(—OC 1 -C 10 alkyl) 3 ; and

each R 3 is selected from the group consisting of hydrogen, deuterium, —C 1 -C 10 alkyl, —C 2 -C 10 alkenyl, —C 2 -C 10 alkynyl, —C 3 -C 10 cycloalkyl, and —C 1 -C 10 alkyl-O—C 1 -C 10 alkyl, optionally substituted.

2 . The anti-microbial coating of claim 1 , wherein the metal ion is silver.

3 . The anti-microbial coating of claim 1 , wherein the metal ion is copper.

4 . The anti-microbial coating of claim 1 , wherein the anti-microbial coating has a greater than or equal to 99% reduction in retention of a microbe after the anti-microbial coating is exposed to the microbe.

5 . An article comprising:

the anti-microbial coating of claim 1 .

6 . The antimicrobial coating of claim 1 , wherein the functional group is ethylene diamine, di-ethylene diamine, or tri-ethylene diamine.

7 . The antimicrobial coating of claim 4 , wherein the microbe is of the genus Escherichia, Staphylococcus, Streptococcus, Listeria, Enterococcus, Salmonella , and/or Pseudomonas.

8 . The antimicrobial coating of claim 7 , wherein the microbe comprises Escherichia coli and/or Staphylococcus aureus.

9 . The anti-microbial coating of claim 1 , wherein the metal substrate is not a metal oxide substrate.

10 . The article of claim 5 , wherein the article is a cell phone, a computer monitor, a television screen, a touch screen, an appliance, a transportation vehicle, or building equipment.

11 . The anti-microbial coating of claim 1 , wherein the second silane compound has invisible fingerprint and/or anti-fingerprint properties.

Assignments (3)

Continuity (2)

References Cited (32)