Anti-microbial paper products having a substituted 1,2-dihydroquinoline

Abstract

The present invention generally provides anti-microbial paper products, compositions comprising anti-microbial paper products, processes for producing anti-microbial paper products, and methods of inhibiting microbial growth or replication in paper products.

1 . A process of producing a paper product, the process comprising contacting a substituted 1,2-dihydroquinoline compound with a composition comprising pulp.  
   
   
       2 . The process of  claim 1 , further comprising forming a paper web from the pulp; and drying the paper web.  
   
   
       3 . The process of  claim 2 , further comprising forming the paper web from the pulp by extracting water to define paper fibers having a plurality of interstices, the substituted 1,2-dihydroquinoline compound being deposited within the interstices.  
   
   
       4 . The process of  claim 1 , wherein the substituted 1,2-dihydroquinoline is a compound having the formula:  
     
       
         
         
             
             
         
       
       wherein: 
 R 1 , R 2 , R 3  and R 4  are independently selected from the group consisting of hydrogen and an alkyl group having from 1 to about 6 carbons;  
 R 5  is an alkoxy group having from 1 to about 12 carbons.  
 
     
   
   
       5 . The process of  claim 1 , wherein the substituted 1,2-dihydroquinoline compound is 6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline.  
   
   
       6 . The process of  claim 1 , wherein the substituted 1,2-dihydroquinoline is added to the pulp at a concentration of at least 300 ppm.  
   
   
       7 . The process of  claim 1 , wherein the substituted 1,2-dihydroquinoline is added to the pulp at a concentration of at least 0.1% by weight.  
   
   
       8 . The process of  claim 1 , wherein the substituted 1,2-dihydroquinoline is added to the pulp at a concentration from about 0.1% to about 6% by weight.  
   
   
       9 . The process of  claim 1 , further comprising adding an additional agent to the pulp, the agent selected from the group consisting of a surfactant, an antioxidant, a slimicide, and an anti-microbial.  
   
   
       10 . The process of  claim 9 , wherein the agent is a surfactant selected from the group consisting of cationic surfactants, non-ionic surfactants and combinations thereof.  
   
   
       11 . The process of  claim 10 , wherein the surfactant is selected from the group consisting of ethoxylated sorbitans, ethoxylated fatty acids, polysorbate-80, glycerol oleate, oleate salts, coconate salts, laurelate salts and combinations thereof.  
   
   
       12 . The process of  claim 9 , wherein the agent is an anti-microbial selected from the group consisting of halogenated salicylanilides, halogenated carbanilides, alkylbenzoylacrylates, thiuram sulfides, quaternary ammonium compounds, halogenated anilides of thiophene carboxylic acids, chlorohexidines, dithiocarbamates, halogenated bisphenols, halogenated diphenyl ethers, and antibiotics.  
   
   
       13 . The process of  claim 9 , wherein the agent is an anti-microbial selected from the group consisting of 2-bromo-2-nitropropane-1,3-diol; 1,5-pentanedial; tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione; and 1,3,5-tris-(2-hydroxyethyl)-1,3,5-hexahydrotriazine.  
   
   
       14 . The process of  claim 9 , wherein the agent is an antioxidant selected from the group consisting of alpha-lipoic acid, alpha-tocopherol, alpha-tocopherol acetate, ascorbic acid, ascorbyl palmitate, beta-propiolactone, BHA, BHT, carvone, cinnamaldehyde, citral, decanal, dehydroacetic acid, delta-tocopherol, diacetyl, dilauryl thiodipropionate, dodecyl gallate, eugenol, gallic acid, limonene, octyl gallate, oregano oil, piperonal, propyl gallate, stearyl citrate, TBHQ, and vanillin.  
   
   
       15 . The process of  claim 1 , wherein the 1,2-dihydroquinoline compound inhibits microbial growth or replication within the paper product or on the surface of the paper product.  
   
   
       16 . The process of  claim 15 , wherein the microbe is selected from the group consisting of a bacterium, a fungi, a yeast and a virus.  
   
   
       17 . The process of  claim 16 , wherein the microbe is selected from the group consisting of  Pseudomonas, Klebsiella, Enterobacter, Bacillus, Desulphovibrio, Candida, Saccharomyces , and  Aspergillus.    
   
   
       18 . The process of  claim 1 , wherein the paper product is paper or paperboard.  
   
   
       19 . A method of inhibiting microbial growth or replication in a paper product, the method comprising contacting the paper product with a substituted 1,2-dihydroquinoline compound.  
   
   
       20 . The method of  claim 19 , wherein the substituted 1,2-dihydroquinoline is a compound having the formula:  
     
       
         
         
             
             
         
       
       wherein: 
 R 1 , R 2 , R 3  and R 4  are independently selected from the group consisting of hydrogen and an alkyl group having from 1 to about 6 carbons;  
 R 5  is an alkoxy group having from 1 to about 12 carbons.  
 
     
   
   
       21 . The method of  claim 19 , wherein the substituted 1,2-dihydroquinoline compound is 6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline.  
   
   
       22 . The method of  claim 19 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration of at least 300 ppm.  
   
   
       23 . The method of  claim 19 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration of at least 0.1% by weight.  
   
   
       24 . The method of  claim 19 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration from about 0.1% to about 5% by weight.  
   
   
       25 . The method of  claim 19 , further comprising contacting an additional agent with the paper product, the agent selected from the group consisting of a surfactant, an antioxidant, a slimicide, and an anti-microbial.  
   
   
       26 . The method of  claim 25 , wherein the agent is a surfactant selected from the group consisting of cationic surfactants, non-ionic surfactants and combinations thereof.  
   
   
       27 . The method of  claim 26 , wherein the surfactant is selected from the group consisting of ethoxylated sorbitans, ethoxylated fatty acids, polysorbate-80, glycerol oleate, oleate salts, coconate salts, laurelate salts and combinations thereof.  
   
   
       28 . The method of  claim 25 , wherein the agent is an anti-microbial selected from the group consisting of halogenated salicylanilides, halogenated carbanilides, alkylbenzoylacrylates, thiuram sulfides, quaternary ammonium compounds, halogenated anilides of thiophene carboxylic acids, chlorohexidines, dithiocarbamates, halogenated bisphenols, halogenated diphenyl ethers, and antibiotics.  
   
   
       29 . The method of  claim 25 , wherein the agent is an anti-microbial selected from the group consisting of 2-bromo-2-nitropropane-1,3-diol; 1,5-pentanedial; tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione; and 1,3,5-tris-(2-hydroxyethyl)-1,3,5-hexahydrotriazine.  
   
   
       30 . The method of  claim 25 , wherein the agent is an antioxidant selected from the group consisting of alpha-lipoic acid, alpha-tocopherol, alpha-tocopherol acetate, ascorbic acid, ascorbyl palmitate, beta-propiolactone, BHA, BHT, carvone, cinnamaldehyde, citral, decanal, dehydroacetic acid, delta-tocopherol, diacetyl, dilauryl thiodipropionate, dodecyl gallate, eugenol, gallic acid, limonene, octyl gallate, oregano oil, piperonal, propyl gallate, stearyl citrate, TBHQ, and vanillin.  
   
   
       31 . The method of  claim 19 , wherein the microbe is selected from the group consisting of a bacterium, a fungi, a yeast and a virus.  
   
   
       32 . The method of  claim 19 , wherein the microbe is selected from the group consisting of  Pseudomonas, Klebsiella, Enterobacter, Bacillus, Desulphovibrio, Candida, Saccharomyces , and  Aspergillus.    
   
   
       33 . The method of  claim 19 , wherein the paper product is paper or paperboard.  
   
   
       34 . A paper product, the product comprising paper and a substituted 1,2-dihydroquinoline compound.  
   
   
       35 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline compound is disposed on the surface of the paper product.  
   
   
       36 . The paper product of  claim 34 , the paper product having paper fibers comprising a plurality of interstices, the substituted 1,2-dihydroquinoline compound being deposited within the interstices.  
   
   
       37 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline is a compound having the formula:  
     
       
         
         
             
             
         
       
       wherein: 
 R 1 , R 2 , R 3  and R 4  are independently selected from the group consisting of hydrogen and an alkyl group having from 1 to about 6 carbons;  
 R 5  is an alkoxy group having from 1 to about 12 carbons.  
 
     
   
   
       38 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline compound is 6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline.  
   
   
       39 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration of at least 300 ppm.  
   
   
       40 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration of at least 0.1% by weight.  
   
   
       41 . The paper product of  claim 34 , wherein the substituted 1,2-dihydroquinoline is present in the paper product at a concentration from about 0.1% to about 5% by weight.  
   
   
       42 . The paper product of  claim 34 , further comprising an additional agent selected from the group consisting of a surfactant, an antioxidant, a slimicide, and an anti-microbial.  
   
   
       43 . The paper product of  claim 42 , wherein the agent is a surfactant selected from the group consisting of cationic surfactants, non-ionic surfactants and combinations thereof.  
   
   
       44 . The paper product of  claim 43 , wherein the surfactant is selected from the group consisting of ethoxylated sorbitans, ethoxylated fatty acids, polysorbate-80, glycerol oleate, oleate salts, coconate salts, laurelate salts and combinations thereof.  
   
   
       45 . The paper product of  claim 42 , wherein the agent is an anti-microbial selected from the group consisting of halogenated salicylanilides, halogenated carbanilides, alkylbenzoylacrylates, thiuram sulfides, quaternary ammonium compounds, halogenated anilides of thiophene carboxylic acids, chlorohexidines, dithiocarbamates, halogenated bisphenols, halogenated diphenyl ethers, and antibiotics.  
   
   
       46 . The paper product of  claim 45 , wherein the agent is an anti-microbial selected from the group consisting of 2-bromo-2-nitropropane-1,3-diol; 1,5-pentanedial; tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione; and 1,3,5-tris-(2-hydroxyethyl)-1,3,5-hexahydrotriazine.  
   
   
       47 . The paper product of  claim 42 , wherein the agent is an antioxidant selected from the group consisting of alpha-lipoic acid, alpha-tocopherol, alpha-tocopherol acetate, ascorbic acid, ascorbyl palmitate, beta-propiolactone, BHA, BHT, carvone, cinnamaldehyde, citral, decanal, dehydroacetic acid, delta-tocopherol, diacetyl, dilauryl thiodipropionate, dodecyl gallate, eugenol, gallic acid, limonene, octyl gallate, oregano oil, piperonal, propyl gallate, stearyl citrate, TBHQ, and vanillin.  
   
   
       48 . The paper product of  claim 34 , wherein the 1,2-dihydroquinoline compound inhibits microbial growth or replication within the paper product or on the surface of the paper product.  
   
   
       49 . The paper product of  claim 48 , wherein the microbe is selected from the group consisting of a bacterium, a fungi, a yeast and a virus.  
   
   
       50 . The paper product of  claim 48 , wherein the microbe is selected from the group consisting of  Pseudomonas, Klebsiella, Enterobacter, Bacillus, Desulphovibrio, Candida, Saccharomyces , and  Aspergillus.    
   
   
       51 . The paper product of  claim 34 , wherein the paper product is paper or paperboard.  
   
   
       52 . A composition comprising a substituted 1,2-dihydroquinoline compound and pulp or a pulp slurry.