Method for Preparing Resin Compositions Containing Nano Silver Particles

Abstract

The present invention relates to synthetic resin composition containing nano silver particles, in which a silver complex having a specific structure that allows formation of the nano silver particles is dissolved in monomer for the resin composition and the organic silver complex is decomposed with polymerization to prepare the synthetic resin composition containing the nano silver particles. The present invention can provide a method for resin compositions, which has simple and economic preparation process and allows uniform dispersion of the nano silver particles in the resin composition.

1 . A method for preparing resin compositions containing nano silver particles, comprising: dissolving a silver complex prepared by reacting a silver compound represented by the formula 1 below with one or a mixture of two or more selected from the group consisting of ammonium carbamate-based compound, ammonium carbonate-based compound and ammonium bicarbonate-based compound represented by the formula 2 to 4, in a vinyl monomer; and radically polymerizing the vinyl monomer, 
       
         
           
           
               
               
           
         
         wherein, in the formulas 1 to 4, X is a substituent selected from the group consisting of oxygen, sulfur, halogen, cyano, cyanate, carbonate, nitrate, nitrite, sulfate, phosphate, thiocyanate, chlorate, perchlorate, tetrafluoroborate, acetylacetonate, carboxylate and derivatives thereof, n is an integer from 1 to 4, R 1  to R 6  are independently selected from the group consisting of hydrogen, hydroxyl group, C 1 -C 30  alkoxy group, C 3 -C 20  aryloxy group, C 1 -C 30  aliphatic or C 3 -C 20  cycloaliphatic alkyl group or C 3 -C 20  aryl or C 4 -C 30  aralkyl group as a mixture thereof, substituted C 1 -C 30  alkyl group, substituted C 3 -C 20  aryl group, substituted C 4 -C 30  aralkyl group, C 3 -C 20  heterocyclic compound including a heteroatom selected from the group consisting of N, S and O, polymer compound and derivatives thereof, wherein when R 1  to R 6  are substituted or unsubstituted alkyl group or aralkyl group, alkyl group or aralkyl group may contain a heteroatom selected from the group consisting of N, S and O, or an unsaturated bond in the carbon chain, wherein R 1  and R 2  or R 4  and R 5 , independently, may form an alkylene ring containing or not containing a heteroatom. 
       
     
     
         2 . The method as set forth in  claim 1 , wherein the silver compound of the formula 1 is one or a mixture of two or more selected from the group consisting of silver oxide, silver thiocyanate, silver cyanide, silver cyanate, silver carbonate, silver nitrate, silver nitrite, silver sulfate, silver phosphate, silver perchlorate, silver tetrafluoroborate, silver acetylacetonate, silver acetate, silver lactate, silver oxalate and a derivative thereof. 
     
     
         3 . The method as set forth in  claim 1 , wherein R 1  to R 6  are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, amyl, hexyl, ethylhexyl, heptyl, octyl, isooctyl, nonyl, decyl, dodecyl, hexadecyl, octadecyl, docodecyl, cyclopropyl, cyclopentyl, cyclohexyl, allyl, hydroxy, methoxy, hydroxyethyl, methoxyethyl, 2-hydroxypropyl, methoxypropyl, cyano ethyl, ethoxy, butoxy, hexyloxy, methoxyethoxyethyl, methoxyethoxyethoxyethyl, hexamethyleneimine, morpholine, piperidine, piperazine, ethylenediamine, propylenediamine, hexamethylenediamine, triethylenediamine, pyrrole, imidazole, pyridine, carboxymethyl, trimethoxysilylpropyl, triethoxysilylpropyl, phenyl, methoxyphenyl, cyanophenyl, phenoxy, tolyl, benzyl polyallylamine, polyethyleneimine and a derivative thereof. 
     
     
         4 . The method as set forth in  claim 3 , wherein the ammonium carbamate-based compound of the formula 2 is one or a mixture of two or more selected from the group consisting of ammonium carbamate, ethylammonium ethylcarbamate, isopropylammonium isopropylcarbamate, n-butylammonium n-butylcarbamate, isobutylammonium isobutylcarbamate, t-butylammonium t-butylcarbamate, 2-ethylhexylammonium 2-ethylhexylcarbamate, octadecylammonium octadecylcarbamate, 2-methoxyethylammonium 2-methoxyethylcarbamate, 2-cyanoethylammonium 2-cyanoethylcarbamate, dibutylammonium dibutylcarbamate, dioctadecylammonium dioctadecylcarbamate, methyldecylammonium methyldecylcarbamate, hexamethyleneiminium hexamethyleneiminecarbamate, morpholinium morpholinecarbamate, pyridinium ethylhexylcarbamate, triethylenediaminium isopropylbicarbamate, benzylammonium benzylcarbamate, triethoxysilylpropylammonium triethoxysilylpropylcarbamate and a derivative thereof, the ammonium carbonate-based compound represented by the formula 3 is one or a mixture of two or more selected from the group consisting of ammonium carbonate, ethylammonium ethylcarbonate, isopropylammonium isopropylcarbonate, n-butylammonium n-butylcarbonate, isobutylammonium isobutylcarbonate, t-butylammonium t-butylcarbonate, 2-ethylhexylammonium 2-ethylhexylcarbonate, 2-methoxyethylammonium 2-methoxyethylcarbonate, 2-cyanoethylammonium 2-cyanoethylcarbonate, octadecylammonium octadecylcarbonate, dibutylammonium dibutylcarbonate, dioctadecylammonium dioctadecylcarbonate, methyldecylammonium methyldecylcarbonate, hexamethyleneiminium hexamethyleneiminecarbonate, morpholinium morpholinecarbonate, benzylammonium benzylcarbonate, triethoxysilylpropylammonium triethoxysilylpropylcarbonate, triethylenediaminium isopropylcarbonate and a derivative thereof, and the ammonium bicarbonate-based compound represented by the formula 4 is one or a mixture of two or more selected from the group consisting of ammonium bicarbonate, isopropylammonium bicarbonate, t-butylammonium bicarbonate, 2-ethylhexylammonium bicarbonate, 2-methoxyethylammonium bicarbonate, 2-cyanoethylammonium bicarbonate, dioctadecylammonium bicarbonate, pyridinium bicarbonate, triethylenediaminium bicarbonate and a derivative thereof. 
     
     
         5 . The method as set forth in  claim 1 , wherein the silver complex is prepared by adding carbon dioxide to amine compound corresponding to one of the compounds of the formulas 2 to 4 to prepare corresponding ammonium carbamate-based compound, ammonium carbonate-based compound or ammonium bicarbonate-based compound, and reacting the prepared compound with the silver compound of the formula 1. 
     
     
         6 . The method as set forth in  claim 1 , wherein the vinyl monomer is one or a mixture of two or more selected from the group consisting of alkyl group-containing vinyl monomer, hydroxyl group-containing vinyl monomer, N-substituted amide-based vinyl monomer, alkoxyalkylacrylate-based vinyl monomer, cyanoacrylate monomer, epoxy group-containing acrylic monomer, acrylic acid ester monomer. 
     
     
         7 . The method as set forth in  claim 1 , wherein the vinyl monomer is one or a mixture of two or more selected from the group consisting of methylacrylate, methylmethacrylate, ethylacrylate, ethylmethacrylate, propylacrylate, propylmethacrylate, butylacrylate, butylmethacrylate, hexylacrylate, hexylmethacrylate, octylacrylate, 2-ethylhexylacrylate, hydroxyethylacrylate, hydroxyethylmethacrylate, hydroxypropylacrylate, hydroxypropylmethacrylate, hydroxybutylacrylate, hydroxybutylmethacrylate, hydroxyhexylacrylate, hydroxyhexylmethacrylate, N,N-dimethylacrylamide, N,N-dimethylmethacrylamide; methoxyethylacrylate, methoxyethylmethacrylate, ethoxyethylacrylate, ethoxyethylmethcrylate, vinylchloride, vinylidene chloride, vinylfluoride, vinylidene fluoride, vinylacetate, vinylpropionate, N-vinylpyrrolidone, methylvinylpyrrolidone, vinylpyridine, vinylpiperidone, vinylpyrimidine, vinylpiperazine, vinylpyrazine, vinylpyrrole, vinylimidazole, vinyloxazole, vinylmorpholine, N-vinylcarboxamides, styrene, α-methylstyrene, N-vinylcaprolactam, acrylonitrile, methacrylonitrile, glycidylacrylate, glycidylmethacrylate, ethyleneglycolacrylate, ethyleneglycolmethacrylate, prop yleneglycolacrylate, propyleneglycolmethacrylate, methoxyethyleneglycolacrylate, methoxyethyleneglycolmethacrylate, methoxypropyleneglycolacrylate, methoxypropyleneglycolmethacrylate, tetrahydrofurfuryl acrylate, tetrahydrofurfuryl methacrylate, 2-methoxyethyl acrylate, isoprene, butadiene, isobutylene and vinyl ether, diallylphthalate and diallylcarbonate. 
     
     
         8 . The method as set forth in  claim 1 , further comprising performing heat treatment at 40 to 200° C. after the radical polymerization. 
     
     
         9 . A resin composition containing nano silver particles prepared by the method for preparing resin compositions containing nano silver particles as set forth in  claim 1 .