IP Library Granted Patent US 12662601
Granted Patent B2
US 12662601 · App. 18/255,187 · Granted Jun 23, 2026

Clear coating antimicrobial compositions, methods of preparation, and uses thereof for conferring antimicrobial activity to a surface

Inventors: Ramesh Kumar Mani (St. John's, CA); Bala Kishan Gorityala (St. John's, CA)
Assignee: POLYAMYNA NANOTECH INC.
C09D5/14C08K5/19C09D7/20C09D7/63C09D7/65C09D129/14
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Quick Facts
Patent No.
US 12662601
App. No.
18/255,187
Granted
Jun 23, 2026
Kind
B2
Abstract

Described herein are clear coating antimicrobial compositions, methods of preparation, and uses thereof for conferring antimicrobial activity to a surface. One particular composition comprises at least one antimicrobial, a vinyl acetal derivative polymer binder and a solvent for solubilizing said at least one antimicrobial and said vinyl acetal derivative polymer binder. Another particular composition, comprises at least one antimicrobial and a binder polymer/solvent selected from an acrylic acid polymer, a polyester-based polymer, an epoxy-based polymer, and mixtures thereof.

Claims (769)

1 . A clear coating antimicrobial composition for conferring antimicrobial activity to a hard surface, comprising:

at least one antimicrobial, wherein said least one antimicrobial comprises at least one quaternary ammonium compound, and wherein the composition comprises more than 1% w/w quaternary ammonium compound;

a vinyl acetal derivative polymer binder;

an organic solvent for solubilizing said at least one antimicrobial and said vinyl acetal derivative polymer binder; and

a carrier;

wherein said composition provides durable antimicrobial activity once applied on a hard surface.

2 . The clear coating antimicrobial composition of claim 1 , wherein said organic solvent is selected from the group consisting of polar protic solvent, dipolar aprotic solvent and mixtures thereof.

3 . The clear coating antimicrobial composition of claim 2 , wherein said polar protic solvent is selected from the group consisting of ethanol, n-butanol, methanol, propanol, isopropanol, acetic acid, diacetone alcohol and mixtures thereof.

4 . The clear coating antimicrobial composition of claim 1 , wherein said vinyl acetal derivative polymer binder is selected from the group derived from any aldehyde and polyvinyl alcohol consisting of poly(vinyl butyral) and poly(vinyl formal) and mixtures thereof.

5 . The clear coating antimicrobial composition of claim 1 , wherein the organic solvent comprises at least one alcohol.

6 . The clear coating antimicrobial composition of claim 5 , comprising at least 1% w/w alcohol, or at least 5% w/w alcohol, or at least 10% w/w alcohol, or at least 25% w/w alcohol, or at least 50% w/w alcohol, or at least 60% w/w alcohol, at least 70% w/w alcohol, or at least 75% w/w alcohol, or at least 80% w/w alcohol, or at least 85% w/w alcohol, or at least 90% w/w alcohol, or at least 95% w/w alcohol, or at least 98% w/w alcohol, based on the total weight of the composition.

7 . The clear coating antimicrobial composition of claim 1 , wherein said organic solvent comprises a mixture of ethanol and butanol.

8 . The clear coating antimicrobial composition of claim 7 , wherein said mixture of ethanol and butanol comprises about 70 w/w % to about 98 w/w % ethanol and about 30 w/w % to about 2 w/w % butanol, based on the total weight of the composition.

9 . The clear coating antimicrobial composition of claim 1 , wherein said organic solvent comprises a mixture of ethanol: diacetone alcohol or a mixture of isopropanol: diacetone alcohol.

10 . The clear coating antimicrobial composition of claim 1 , wherein said at least one antimicrobial is selected from the group consisting of quaternary ammonium compounds, metal ion-containing compounds, chelating agents, amino acid-based surfactants, antibiotics, compounds having a guanidine moiety, antifungal agents, antiviral agents and mixtures thereof.

11 . The clear coating antimicrobial composition of claim 1 , wherein the composition comprises 1.1% w/w to about 5% w/w quaternary ammonium compound, based on the total weight of the composition.

12 . The clear coating antimicrobial composition of claim 1 , wherein the carrier is selected from the group consisting of cellulose polymers, acrylic polymers, glycol polymers, polyvinyl alcohols, pyrrolidones and mixtures thereof.

13 . The clear coating antimicrobial composition of claim 12 , wherein the cellulose polymer is selected from the group consisting of hydroxypropyl methylcellulose (HPMC), hydroxypropyl cellulose (HPC), hydroxyethylcellulose (HEC), hydroxyethyl methyl cellulose (HEMC), methylcellulose (MC), sodium carboxymethyl cellulose (NaCMC), ethylcellulose (EC), and mixtures thereof.

14 . The clear coating antimicrobial composition of claim 1 , wherein the composition is comprised of 1% w/w to less than 5% w/w of the polymer binder, based on the total weight of the composition.

15 . The clear coating antimicrobial composition of claim 1 , wherein the composition is any one from Formulation as defined in the following table, wherein

R represents the vinyl acetal derivative polymer binder polymer,

R 1 represents the carrier

R 2 represents antimicrobial(s), and

R 3 represent the solvent(s):

Particular examples of clear coating antimicrobial compositions

comprising a vinyl acetal derivative polymer binder

Formulation

Number

R*

R 1 **

R 2 ***

R 3

1

PVB

EC

ADBAC

Ethanol:n-Butanol

2

PVB

EC

ADEBAC

Ethanol:n-Butanol

3

PVB

EC

ADBAC:ADEBAC

Ethanol:n-Butanol

4

PVB

EC

DDAC

Ethanol:n-Butanol

5

PVB

EC

DDAC:ADBAC

Ethanol:n-Butanol

6

PVB

EC

ADBAS

Ethanol:n-Butanol

7

PVB

EC

ADBAC:DDAC

Ethanol:n-Butanol

8

PVB

EC

ADBAC:ADBAS

Ethanol:n-Butanol

9

PVB

EC

ADEBAC:DDAC

Ethanol:n-Butanol

10

PVB

EC

ADEBAC:ADBAS

Ethanol:n-Butanol

11

PVB

EC

ADBAC:ADEBAC:DDAC

Ethanol:n-Butanol

12

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

Ethanol:n-Butanol

13

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

Ethanol:n-Butanol

14

PVB

EC

BC

Ethanol:n-Butanol

15

PVB

EC

HTAC

Ethanol:n-Butanol

16

PVB

EC

DTAB

Ethanol:n-Butanol

17

PVB

EC

TTAB

Ethanol:n-Butanol

21

PVB

EC

ADBAC

2-propanol:n-Butanol

22

PVB

EC

ADEBAC

2-propanol:n-Butanol

23

PVB

EC

ADBAC:ADEBAC

2-propanol:n-Butanol

24

PVB

EC

DDAC

2-propanol:n-Butanol

25

PVB

EC

DDAC:ADBAC

2-propanol:n-Butanol

26

PVB

EC

ADBAS

2-propanol:n-Butanol

26

PVB

EC

ADBAC:DDAC

2-propanol:n-Butanol

27

PVB

EC

ADBAC:ADBAS

2-propanol:n-Butanol

28

PVB

EC

ADEBAC:DDAC

2-propanol:n-Butanol

29

PVB

EC

ADEBAC:ADBAS

2-propanol:n-Butanol

30

PVB

EC

ADBAC:ADEBAC:DDAC

2-propanol:n-Butanol

31

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

2-propanol:n-Butanol

32

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

2-propanol:n-Butanol

33

PVB

EC

BC

2-propanol:n-Butanol

34

PVB

EC

HTAC

2-propanol:n-Butanol

35

PVB

EC

DTAB

2-propanol:n-Butanol

36

PVB

EC

TTAB

2-propanol:n-Butanol

40

PVB

EC

ADBAC

Ethanol:Diacetone

alcohol

41

PVB

EC

ADEBAC

Ethanol:Diacetone

alcohol

42

PVB

EC

ADBAC:ADEBAC

Ethanol:Diacetone

alcohol

43

PVB

EC

DDAC

Ethanol:Diacetone

alcohol

44

PVB

EC

DDAC:ADBAC

Ethanol:Diacetone

alcohol

45

PVB

EC

ADBAS

Ethanol:Diacetone

alcohol

46

PVB

EC

ADBAC:DDAC

Ethanol:Diacetone

alcohol

47

PVB

EC

ADBAC:ADBAS

Ethanol:Diacetone

alcohol

48

PVB

EC

ADEBAC:DDAC

Ethanol:Diacetone

alcohol

49

PVB

EC

ADEBAC:ADBAS

Ethanol:Diacetone

alcohol

50

PVB

EC

ADBAC:ADEBAC:DDAC

Ethanol:Diacetone

alcohol

51

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

Ethanol:Diacetone

alcohol

52

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

Ethanol:Diacetone

alcohol

53

PVB

EC

BC

Ethanol:Diacetone

alcohol

54

PVB

EC

HTAC

Ethanol:Diacetone

alcohol

55

PVB

EC

DTAB

Ethanol:Diacetone

alcohol

56

PVB

EC

TTAB

Ethanol:Diacetone

alcohol

60

PVB

EC

ADBAC

2-propanol:Diacetone

alcohol

61

PVB

EC

ADEBAC

2-propanol:Diacetone

alcohol

62

PVB

EC

ADBAC:ADEBAC

2-propanol:Diacetone

alcohol

63

PVB

EC

DDAC

2-propanol:Diacetone

alcohol

64

PVB

EC

DDAC:ADBAC

2-propanol:Diacetone

alcohol

65

PVB

EC

ADBAS

2-propanol:Diacetone

alcohol

66

PVB

EC

ADBAC:DDAC

2-propanol:Diacetone

alcohol

67

PVB

EC

ADBAC:ADBAS

2-propanol:Diacetone

alcohol

68

PVB

EC

ADEBAC:DDAC

2-propanol:Diacetone

alcohol

69

PVB

EC

ADEBAC:ADBAS

2-propanol:Diacetone

alcohol

70

PVB

EC

ADBAC:ADEBAC:DDAC

2-propanol:Diacetone

alcohol

71

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

2-propanol:Diacetone

alcohol

72

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

2-propanol:Diacetone

alcohol

73

PVB

EC

BC

2-propanol:Diacetone

alcohol

74

PVB

EC

HTAC

2-propanol:Diacetone

alcohol

75

PVB

EC

DTAB

2-propanol:Diacetone

alcohol

76

PVB

EC

TTAB

2-propanol:Diacetone

alcohol

80

PVB

EC

ADBAC

Ethanol

81

PVB

EC

ADEBAC

Ethanol

82

PVB

EC

ADBAC:ADEBAC

Ethanol

83

PVB

EC

DDAC

Ethanol

84

PVB

EC

DDAC:ADBAC

Ethanol

85

PVB

EC

ADBAS

Ethanol

86

PVB

EC

ADBAC:DDAC

Ethanol

87

PVB

EC

ADBAC:ADBAS

Ethanol

88

PVB

EC

ADEBAC:DDAC

Ethanol

89

PVB

EC

ADEBAC:ADBAS

Ethanol

90

PVB

EC

ADBAC:ADEBAC:DDAC

Ethanol

91

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

Ethanol

92

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

Ethanol

93

PVB

EC

BC

Ethanol

94

PVB

EC

HTAC

Ethanol

95

PVB

EC

DTAB

Ethanol

96

PVB

EC

TTAB

Ethanol

100

PVB

EC

ADBAC

2-propanol

101

PVB

EC

ADEBAC

2-propanol

102

PVB

EC

ADBAC:ADEBAC

2-propanol

103

PVB

EC

DDAC

2-propanol

104

PVB

EC

DDAC:ADBAC

2-propanol

105

PVB

EC

ADBAS

2-propanol

106

PVB

EC

ADBAC:DDAC

2-propanol

107

PVB

EC

ADBAC:ADBAS

2-propanol

108

PVB

EC

ADEBAC:DDAC

2-propanol

109

PVB

EC

ADEBAC:ADBAS

2-propanol

110

PVB

EC

ADBAC:ADEBAC:DDAC

2-propanol

111

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

2-propanol

112

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

2-propanol

113

PVB

EC

BC

2-propanol

114

PVB

EC

HTAC

2-propanol

115

PVB

EC

DTAB

2-propanol

116

PVB

EC

TTAB

2-propanol

120

PVB

EC

ADBAC

n-Butanol

121

PVB

EC

ADEBAC

n-Butanol

122

PVB

EC

ADBAC:ADEBAC

n-Butanol

123

PVB

EC

DDAC

n-Butanol

124

PVB

EC

DDAC:ADBAC

n-Butanol

125

PVB

EC

ADBAS

n-Butanol

126

PVB

EC

ADBAC:DDAC

n-Butanol

127

PVB

EC

ADBAC:ADBAS

n-Butanol

128

PVB

EC

ADEBAC:DDAC

n-Butanol

129

PVB

EC

ADEBAC:ADBAS

n-Butanol

130

PVB

EC

ADBAC:ADEBAC:DDAC

n-Butanol

131

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

n-Butanol

132

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

n-Butanol

133

PVB

EC

BC

n-Butanol

134

PVB

EC

HTAC

n-Butanol

135

PVB

EC

DTAB

n-Butanol

136

PVB

EC

TTAB

n-Butanol

140

PVB

EC

ADBAC

Diacetone alcohol

141

PVB

EC

ADEBAC

Diacetone alcohol

142

PVB

EC

ADBAC:ADEBAC

Diacetone alcohol

143

PVB

EC

DDAC

Diacetone alcohol

144

PVB

EC

DDAC:ADBAC

Diacetone alcohol

145

PVB

EC

ADBAS

Diacetone alcohol

146

PVB

EC

ADBAC:DDAC

Diacetone alcohol

147

PVB

EC

ADBAC:ADBAS

Diacetone alcohol

147

PVB

EC

ADEBAC:DDAC

Diacetone alcohol

148

PVB

EC

ADEBAC:ADBAS

Diacetone alcohol

149

PVB

EC

ADBAC:ADEBAC:DDAC

Diacetone alcohol

150

PVB

EC

ADBAC:ADEBAC:DDAC:ADBAS

Diacetone alcohol

151

PVB

EC

ADBAC:ODDAC:DODAC:DDDAC

Diacetone alcohol

152

PVB

EC

BC

Diacetone alcohol

153

PVB

EC

HTAC

Diacetone alcohol

154

PVB

EC

DTAB

Diacetone alcohol

155

PVB

EC

TTAB

Diacetone alcohol

*PVB = Polyvinylbutyral;

**EC = Ethyl cellulose;

***ADBAC = N-alkyl dimethyl benzyl ammonium chloride; ADEBAC = N-alkyl dimethyl ethylbenzyl ammonium chloride; DDAC = Didecyl dimethyl ammonium chloride; ADBAS = N-alkyl dimethyl benzyl ammonium saccharinate; ODDAC = Octyl decyl dimethyl ammonium chloride; DODAC = Dooctyl dimethyl ammonium chloride; DDDAC = Didecyl dimethyl ammonium chloride; BC = Benzethonium chloride; HTAC = Hexadecyl trimethyl ammonium chloride; DTAB = Decyl trimethyl ammonium bromide; TTAB = Tetra trimethyl ammonium bromide.

16 . The clear coating antimicrobial composition of claim 1 , further comprising an additive, wherein the additive enhances any of the following properties of the composition or final coating derived therefrom: preservation properties, mechanical properties, thermal properties, electrical properties, barrier properties, rheology properties, scavenging properties, exfoliation properties, fire-retardant properties, permeability properties, surfactant properties, rust-proofing properties, olfactive properties, wetting properties, drying properties, adhesion properties and levelling properties.

17 . The clear coating antimicrobial composition of claim 1 , wherein the composition consists essentially of polyvinyl butyral (PVB), ethylcellulose and quaternary ammonium(s) dispersed into ethanol and n-butanol.

18 . The clear coating antimicrobial composition of claim 1 , wherein the composition consists essentially of polyvinyl butyral (PVB), ethylcellulose and N-alkyl dimethyl benzyl ammonium chloride (ADBAC) dispersed in ethanol and butanol.

19 . A clear coating antimicrobial composition for conferring antimicrobial activity to a hard surface, comprising:

(i) N-alkyl dimethyl benzyl ammonium chloride (ADBAC);

(ii) polyvinylbutyral (PVB);

(iii) a carrier;

(iv) a solvent for solubilizing said (i) and (ii), wherein said solvent comprises a mixture of ethanol and butanol; and

(v) ethylcellulose (EC).

20 . An article of manufacture comprising the clear coating antimicrobial composition as defined in claim 1 , wherein said article is selected from the group consisting of plastics, polymers, steel, glass, wood, ceramic, concrete, walls, paper, cellulose, foams, fibers, filters, and leather.

21 . A method for conferring antimicrobial activity to a hard surface, comprising contacting said surface with the clear coating antimicrobial composition as defined in claim 1 .

22 . The method of claim 21 , comprising spraying or brushing the hard surface with said clear coating antimicrobial composition, and wherein said hard surface is selected from the group consisting of furniture, partition curtains, handrails, doors, doorknobs, medical equipment, walls, floors, elevators, air vents, air filters.

23 . The clear coating antimicrobial composition of claim 1 , wherein the at least one quaternary ammonium compound is selected from the group consisting of: akyl dimethyl benzyl ammonium chloride (ADBAC), didecyl dimethyl ammonium chloride (DDAC), benzyldimethyl(2-dodecyloxyethyl)-ammonium chloride, benzyldimethyl(2-hydroxyethyl)ammonium chloride, benzyldimethyl (hexadecylcarbamoylmethyl)ammonium chloride, benzyldimethyl (tetradecylcarboamoylmethyl)ammonium chloride, benzyloxycarbonylmethyl-trimethylammonium chloride, bis-(2-hydroxyethyl)-ciannamyl(2-dodecyloxymethyl)ammonium chloride, benzyltriethylammonium chloride, tetramethylammonium chloride, tetramethylammonium iodide, tetraethylammonium hydroxide, tetramethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethyldioctadecylammonium chloride, dodecyltrimethylammonium choride, trimethylphenylammonium chloride, octadecyltrimethyl ammonium bromide, tetrabutyl ammonium bromide, tetramethylammonium nitrate, tetrabutylammonium hydroxide, didodecyldimethyl ammonium bromide, didodecyldimethylammonium chloride, dimethyldioctadecyl ammonium bromide, (2-(methacryloyloxy)ethyl)trimethylammonium chloride, dioctyl dimethyl ammonium chloride, tetrapropylammonium chloride, didecyldimethylammonium chloride, bezyldodecyldimethyl ammonium bromide, diallyl dimethyl ammonium chloride, benzalkonium bromide, ammonium bromide, benzyltributylammonium chloride, octyldecyl dimethyl ammonium chloride, tetrabutylammonium hydrogen sulfate, tetrabutylammonium tribromide, methyltributylammonium chloride, bis(hydrogenated tallow)dimethylammonium chloride, N-alkyldimethyl benzyl ammonium chloride, and tetrabutylammonium fluoride trihydrate and mixtures thereof.

24 . A clear coating antimicrobial composition for conferring antimicrobial activity to a hard surface, comprising:

at least one antimicrobial, wherein said least one antimicrobial comprises at least one quaternary ammonium compound;

a vinyl acetal derivative polymer binder;

an organic solvent for solubilizing said at least one antimicrobial and said vinyl acetal derivative polymer binder; and

a carrier;

wherein the at least one quaternary ammonium compound is selected from the group consisting of: akyl dimethyl benzyl ammonium chloride (ADBAC), didecyl dimethyl ammonium chloride (DDAC), benzyldimethyl(2-dodecyloxyethyl)-ammonium chloride, benzyldimethyl(2-hydroxyethyl)ammonium chloride, benzyldimethyl (hexadecylcarbamoylmethyl)ammonium chloride, benzyldimethyl (tetradecylcarboamoylmethyl)ammonium chloride, benzyloxycarbonylmethyl-trimethylammonium chloride, bis-(2-hydroxyethyl)-ciannamyl(2-dodecyloxymethyl)ammonium chloride, benzyltriethylammonium chloride, tetramethylammonium chloride, tetramethylammonium iodide, tetraethylammonium hydroxide, tetramethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethyldioctadecylammonium chloride, dodecyltrimethylammonium choride, trimethylphenylammonium chloride, octadecyltrimethyl ammonium bromide, tetrabutyl ammonium bromide, tetramethylammonium nitrate, tetrabutylammonium hydroxide, didodecyldimethyl ammonium bromide, didodecyldimethylammonium chloride, dimethyldioctadecyl ammonium bromide, (2-(methacryloyloxy)ethyl)trimethylammonium chloride, dioctyl dimethyl ammonium chloride, tetrapropylammonium chloride, didecyldimethylammonium chloride, bezyldodecyldimethyl ammonium bromide, diallyl dimethyl ammonium chloride, benzalkonium bromide, ammonium bromide, benzyltributylammonium chloride, octyldecyl dimethyl ammonium chloride, tetrabutylammonium hydrogen sulfate, tetrabutylammonium tribromide, methyltributylammonium chloride, bis(hydrogenated tallow)dimethylammonium chloride, N-alkyldimethyl benzyl ammonium chloride, and tetrabutylammonium fluoride trihydrate and mixtures thereof; and

wherein said composition provides durable antimicrobial activity once applied on a hard surface.