IP Library Patent Application 17098995
Patent Application
App. No. 17/098,995

SURFACE DISINFECTANT WITH RESIDUAL BIOCIDAL PROPERTY

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Patent No.
US None
App. No.
17/098,995
Abstract

A biofilm sealant is provided imparting a residual biocidal property. The biofilm sealant is used to treat a surface to impart a film having a capacity to quickly kill bacteria and other germs for at least 24 hours after deposit of the film on a treated surface. The disinfectant formulation biofilm sealant comprises a polymer binder, wherein the polymer binder is an oxazoline homopolymer or an extended or a modified polymer based on an oxazoline homopolymer, and a biocidal compound.

Claims (72)

1 . A method of using, the method comprising:

sealing a biofilm with a polymer binder,

wherein the polymer binder is an oxazoline homopolymer or an extended or a modified polymer based on an oxazoline homopolymer

2 . The method of using according to claim 1 , further comprising sealing the biofilm with the polymer binder and a component selected from the group consisting of a biocidal compound, an enzyme, an antibody, a bacteriophage or a mixture of bacteriophages, and a combination thereof.

3 . The method of using according to claim 1 , wherein the oxazoline homopolymer has a structure of:

wherein

R 1 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group;

R 2 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group or a macrocyclic structure;

R 3 is a hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl group; and

n is in a range of 1 to 1,000,000.

4 . The method of using according to claim 1 , wherein the extended or the modified polymer based on the oxazoline homopolymer has a structure of:

wherein

R 1 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group;

R 3 is a hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl group;

n is in a range of 1 to 1,000,000;

B is a monomer repeating unit linked to oxazoline in a coploymer; and

m is in a range of 0 to 500,000.

5 . The method of using according to claim 4 , wherein B is ethyleneimine having a structure of:

wherein

R 1 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group;

R 2 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group or a macrocyclic structure;

R 3 is hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl;

R 4 is hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl;

m is in a range of 0 to 500,000; and

n is in a range of 1 to 1,000,000.

6 . The method of using according to claim 4 , wherein B has a structure of:

wherein

R 1 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group;

R 2 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group or a macrocyclic structure;

R 3 is hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl;

R 4 is hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl;

R 5 is hydrogen, methyl, ethyl, propyl, or another type of alkyl group;

m is in a range of 0 to 500,000;

n is in a range of 1 to 1,000,000; and

X − , an anion, is a halogen, sulfonate, sulfate, phosphonate, phosphate, carbonate/bicarbonate, hydroxy, or carboxylate.

7 . The method of using according to claim 4 , wherein B is a polyethyloxazoline modified with polydiallyldimethylammonium chloride having a structure of:

wherein

R 1 is a hydrogen, alkyl, alkenyl, alkoxy, alkylamino, alkynyl, allyl, amino, anilino, aryl, benzyl, carboxyl, carboxyalkyl, carboxyalkenyl, cyano, glycosyl, halo, hydroxyl, oxazolinium mesylate, oxazolinium tosylate, oxazolinium triflate, silyl oxazolinium, phenolic, polyalkoxy, quaternary ammonium, thiol, or thioether group;

R 2 is a short chain alkyl group;

R 3 is a short chain alkyl group;

R 4 is hydrogen, alkyl, alkenyl, alkoxy, aryl, benzyl, hydroxyalkyl, or perfluoroalkyl;

m is in a range of 0 to 500,000;

n is in a range of 1 to 1,000,000; and

X − , an anion, is a halogen, sulfonate, sulfate, phosphonate, phosphate, carbonate, bicarbonate, hydroxy, or carboxylate.

8 . The method of using according to claim 4 , wherein B is an olefin selected from the group consisting of diallyldimethylammonium chloride, styrene, methoxy styrene, methoxyethene, or another olefin.

9 . The method of using according to claim 1 , wherein the polymer binder is prepared with a monomer of ethyloxazoline.

10 . The method of using according to claim 9 , wherein ethyloxazoline is copolymerized with a heterocyclic monomer.

11 . The method of using according to claim 1 , wherein the polymer binder employs a pendant oxazoline group on a polymer backbone.

12 . The method of using according to claim 11 , wherein the polymer backbone is an acrylic or a styrene based polymer, or a copolymer containing acrylic or styrene.

13 . The method of using according to claim 1 , wherein the disinfectant formulation is in a form of a liquid.

14 . The method of using according to claim 1 , wherein the biocidal compound is selected from the group consisting of a quaternary ammonium compound, citric acid, sulfamic acid, glycolic acid, lactic acid, lauric acid, and capric acid, silane quaternary salts, triclosan, zinc pyrithione, metal salt, metal oxide, phenol, botanical, halogen, peroxide, heterocyclic antimicrobial, aldehyde, alcohol, and a combination thereof.

15 . The method of using according to claim 14 , wherein the quaternary ammonium compound has a structure of:

wherein

R 1 is alkyl, alkoxy, or aryl, either with or without heteroatoms, or saturated or non-saturated;

R 2 is alkyl, alkoxy, or aryl, either with or without heteroatoms, or saturated or non-saturated;

R 3 is alkyl, alkoxy, or aryl, either with or without heteroatoms, or saturated or non-saturated;

R 4 is alkyl, alkoxy, or aryl, either with or without heteroatoms, or saturated or non-saturated;

X − , an anion, is halogen, sulfonate, sulfate, phosphonate, phosphate, carbonate, bicarbonate, hydroxy, or carboxylate.

16 . The method of using according to claim 14 , wherein the quaternary ammonium compound is selected from the group consisting of n-alkyl dimethyl benzyl ammonium chloride, di-n-octyl dimethyl ammonium chloride, dodecyl dimethyl ammonium chloride, n-alkyl dimethyl benzyl ammonium saccharinate, 3-(trimethoxysilyl) propyldimethyloctadecyl ammonium chloride, and a combination thereof.

17 . The method of using according to claim 14 , wherein the quaternary ammonium compound is present in a composition comprising: N-alkyl dimethyl benzyl ammonium chloride, N-octyl decyl dimethyl ammonium chloride, di-n-decyl dimethyl ammonium chloride, and di-n-dioctyl dimethyl ammonium chloride.

18 . The method of using according to claim 14 , wherein the quaternary ammonium compound is a polymeric version having a structure of:

wherein

R 1 is hydrogen, methyl, ethyl, propyl or other carbon alkyl group;

R 2 is hydrogen, methyl, ethyl, propyl or other carbon alkyl group;

R 3 is methylene, ethylene, propylene or other alkylene linking group;

R 4 is methylene, ethylene, propylene or other alkylene linking group;

R 5 is hydrogen, methyl, ethyl, propyl or other carbon alkyl group;

R 6 is hydrogen, methyl, ethyl, propyl or other carbon alkyl group; and

n is in a range of 2 to 10,000.

19 . The method of using according to claim 18 , wherein the polymeric version is a cationic polymer.

20 . The method of using according to claim 19 , wherein the cationic polymer is a polyamine derived from dimethylamine and epichlorohydrin.

21 . The method of using according to claim 14 , wherein the quaternary ammonium compound is poly diallyldimethylammonium chloride, polyDADMAC, or a compound comprising a biguanide moiety in the molecule.

Assignments (5)
NUNC PRO TUNC ASSIGNMENT Recorded Jan 26, 2023
From: W.M. BARR & COMPANY
To: MICROBAN PRODUCTS COMPANY
Reel/Frame 062498/0718 →
SECURITY AGREEMENT Recorded May 21, 2021
From: W.M. BARR & COMPANY, INC.
To: FIFTH THIRD BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 056323/0739 →
SECURITY AGREEMENT Recorded May 21, 2021
From: W.M. BARR & COMPANY, INC.
To: FIFTH THIRD BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 056325/0225 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: SHIREMAN, DENNIS EARL; KAVCHOK, KEVIN ANDREW; HAWES, CHARLES L.
To: W.M. BARR & COMPANY, INC.
Reel/Frame 054994/0939 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2021
From: LAN, TIAN; AYLWARD, BRIAN PATRICK; HANNA, SAMUEL JAMES; SLOAN, GINA PARISE; WELCH, KAREN TERRY
To: MICROBAN PRODUCTS COMPANY
Reel/Frame 054990/0471 →