Antimicrobial effect of cycloaliphatic diol antimicrobial agents in coating compositions

• US 8,106,111 B2
• Filed: 05/13/2010
• Issued: 01/31/2012
• Est. Priority Date: 05/15/2009
• Status: Expired due to Fees

• Current Assignee: Eastman Chemical Company
• Original Assignee: Eastman Chemical Company
• Inventors: McCaulley, James Allen, Oldfield, Terry Ann, Matosky, Andrew Joseph, Dobbs, Suzanne Winegar, Christian, Vicky Lynn
• Primary Examiner(s): Sanders, Kriellion
• Application Number:
  US12/779,161
• Publication Number:
  US 20110028590A1
• Time in Patent Office: 628 Days
• Field of Search: 523/122, 524/383
• US Class Current: 523/122
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/10 Macromolecular compounds
• CPC Class Codes: A01N 31/02 Acyclic compounds
• CPC Class Codes: A01N 31/04 Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
• CPC Class Codes: A01N 31/06 Oxygen or sulfur directly attached to a cycloaliphatic ring system
• CPC Class Codes: A01N 31/08 Oxygen or sulfur directly attached to an aromatic ring system
• CPC Class Codes: A01N 37/44 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 47/12 containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
• CPC Class Codes: C09D 5/14 Paints containing biocides, e.g. fungicides, insecticides or pesticides C09D5/16 takes precedence

Abstract

A cycloaliphatic diol antimicrobial agent selected from the group consisting of 1,1-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol was found to provide antimicrobial activity in coating compositions and latexes, and was found to enhance the effectiveness of other antimicrobial agents commonly used in coatings and dispersions. Alone or as part of a preservative system, this cycloaliphatic diol antimicrobial agent in water can provide an easy-to-handle liquid that allows coatings producers to achieve improved microbial control, or achieve equivalent control while using less antimicrobial agents in their formulations. Consequently, the shelf life of the products can be maintained while reducing the use of the traditional preservative, or the shelf-life can be enhanced with addition of this cycloaliphatic diol antimicrobial agent to an existing antimicrobial system.

Claims

1. A coating composition comprising:

(a) at least one cycloaliphatic diol antimicrobial agent selected from the group consisting of 1,1-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol, in an amount of about 0.5 to about 5 weight percent based on the weight of said coating compositions, to reduce or inhibit microbial growth in said coating composition;

(b) water; and

(c) at least one binder,

wherein said coating composition is selected from the group consisting of flat and non-flat wall coating, primer, wash primer, sealer, undercoater, floor coating, roof coating, bond breaker coating, concrete curing compound, driveway sealer, dry fog coating, faux finish coating, form release compound, industrial maintenance coating, lacquer, mastic texture coating, enamel coating, rust preventative coating, sanding sealer, stains, swimming pool coatings, traffic marking coatings, varnishes, waterproofing sealers, and wood preservative compositions.

2. The coating composition according to claim 1, wherein said cycloaliphatic diol antimicrobial agent is present in an amount of about 1 to about 3 weight percent, based on the weight of said coating composition.

3. The coating composition according to claim 1, wherein said binder comprises polymeric particles.

4. The coating composition according to claim 1, which further comprises one or more additives selected from the group consisting of catalysts, thickeners, stabilizers, emulsifiers, texturizers, adhesion promoters, UV stabilizers, flatteners, flow control agents, extenders, plasticizers, pigments, dyes, pigment wetting agents, pigment dispersing agents, defoaming agents, antifoaming agents, anti-settling agents, anti-sag agents, and corrosion inhibitors.

5. A coating composition comprising:

(a) at least one antimicrobial system comprising at least one cycloaliphatic diol antimicrobial agent selected from the group consisting of 1,1-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol, present in an amount of about 0.2 to about 5 weight percent based on the weight of said coating composition, and at least one second antimicrobial agent;

(b) water; and

(c) at least one binder,

wherein the antimicrobial system is present in an amount effective to reduce or inhibit microbial growth in said coating composition, and

wherein said coating composition is selected from the group consisting of flat and non-flat wall coating, primer, wash primer, sealer, undercoater, floor coating, roof coating, bond breaker coating, concrete curing compound, driveway sealer, dry fog coating, faux finish coating, form release compound, industrial maintenance coating, lacquer, mastic texture coating, enamel coating, rust preventative coating, sanding sealer, stains, swimming pool coatings, traffic marking coatings, varnishes, waterproofing sealers, and wood preservative compositions.

6. The coating composition according to claim 5, wherein said cycloaliphatic diol antibacterial agent is present in an amount of about 0.4 to about 3 weight percent, based on the weight of said coating composition.

7. The coating composition according to claim 5, wherein said binder comprises polymeric particles.

8. The coating composition according to claim 5, which further comprises one or more additives selected from the group consisting of catalysts, thickeners, stabilizers, emulsifiers, texturizers, adhesion promoters, UV stabilizers, flatteners, flow control agents, extenders, plasticizers, pigments, dyes, pigment wetting agents, pigment dispersing agents, defoaming agents, antifoaming agents, anti-settling agents, anti-sag agents, and corrosion inhibitors.

9. A method for reducing or inhibiting microbial growth in a coating composition, comprising:

adding at least one cycloaliphatic diol antimicrobial agent selected from the group consisting of 1,1-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol to a coating composition comprising water and a binder, in an amount of about 0.5 to 5 weight percent based on the weight of said coating composition, to reduce or inhibit microbial growth in said coating composition,

wherein said coating composition is selected from the group consisting of flat and non-flat wall coating, primer, wash primer, sealer, undercoater, floor coating, roof coating, bond breaker coating, concrete curing compound, driveway sealer, dry fog coating, faux finish coating, form release compound, industrial maintenance coating, lacquer, mastic texture coating, enamel coating, rust preventative coating, sanding sealer, stains, swimming pool coatings, traffic marking coatings, varnishes, waterproofing sealers, and wood preservative compositions.

10. The method according to claim 9, wherein said cycloaliphatic diol antimicrobial agent is present in an amount of about 1 to about 3 weight percent, based on the weight of said coating composition.

11. The method according to claim 9, wherein said binder comprises polymeric particles.

12. The method according to claim 9, wherein said coating composition further comprises one or more additives selected from the group consisting of catalysts, thickeners, stabilizers, emulsifiers, texturizers, adhesion promoters, UV stabilizers, flatteners, flow control agents, extenders, plasticizers, pigments, dyes, pigment wetting agents, pigment dispersing agents, defoaming agents, antifoaming agents, anti-settling agents, anti-sag agents, and corrosion inhibitors.

13. A method for reducing or inhibiting microbial growth in a coating composition, comprising:

adding an antimicrobial system comprising at least one cycloaliphatic diol antimicrobial agent selected from the group consisting of 1,1-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol, in an amount from 0.4 to 3 weight percent based on the weight of the coating composition, and at least one second antimicrobial agent, to a coating composition comprising water and a binder, to reduce or inhibit microbial growth in said coating composition,

wherein said coating composition is selected from the group consisting of flat and non-flat wall coating, primer, wash primer, sealer, undercoater, floor coating, roof coating, bond breaker coating, concrete curing compound, driveway sealer, dry fog coating, faux finish coating, form release compound, industrial maintenance coating, lacquer, mastic texture coating, enamel coating, rust preventative coating, sanding sealer, stains, swimming pool coatings, traffic marking coatings, varnishes, waterproofing sealers, and wood preservative compositions.