CN101353545B - UV curing antibiotic coating and preparation thereof - Google Patents
UV curing antibiotic coating and preparation thereof Download PDFInfo
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- CN101353545B CN101353545B CN200810124580XA CN200810124580A CN101353545B CN 101353545 B CN101353545 B CN 101353545B CN 200810124580X A CN200810124580X A CN 200810124580XA CN 200810124580 A CN200810124580 A CN 200810124580A CN 101353545 B CN101353545 B CN 101353545B
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Abstract
The invention discloses a UV-curable antimicrobial coating, the components of which are as follows: bisphenol A type epoxy acrylate EA; aliphatic PUA; special functional group acrylate PA; TPGDA; TMPTA; photoinitiators; nano acrylate; oxidized silver; and auxiliaries. The preparation method comprises the following steps of: step one, synthesizing special functional group heterocyclic compound PA and later adding phosphorus pentoxide to acrylic acid hydroxy esters so as to react with hydroxyl piperidine and then prepare special functional group heterocyclic compound PA; and step two, taking each component according to the formula, stirring and mixing each component so as to carry out dispersion at the speed of 900 to 1200r per min, then adding silver oxide and photoinitiators after being dispersed evenly, and finally obtaining UV-curable antimicrobial coating through dispersion. The UV-curable antimicrobial coating prepared by the invention has good anti-bacterial effect. As the self-prepared special functional group acrylate PA, the nano acrylate and the silver oxide are added, after UV-curable film-forming, the anti-coli rate can achieve over 99 percent and the anti-staphylococcal rate thereof achieves over 99 percent, and the effectiveness is long.
Description
Technical field
The invention belongs to the antibiotic paint preparation field, particularly the preparation method of the antibiotic paint of ultraviolet light polymerization.
Background technology
Ultraviolet-curing paint is the coating of a kind of environment-friendly and green of 20 middle of century exploitation, produces in China's research and development to be less than the time in 20 years.Because its environmental protection, energy-conservation, be that a kind of green building that the China and even the whole world are tried hard to recommend is decorated protecting materials efficiently.All developed in China in nearly 8 years with 25% speed increase.
UV UV-light antibiotic paint is that we are based on the novel UV coating researched and developed on the coating material solidified basis of UV.Just bud is studied also in the whole world in this regard, and UV coating expands to the covering with paint of " toy for children " " mobile phone " " cosmetic package " and the office appliance that some are high-grade at present from floor furniture in China.And these aspects party healthy largely all, so exploitation UV antibiotic paint has great social significance.
Summary of the invention
How not possess antibacterial at existing ultraviolet-curing paint, the invention provides a kind of UV curing antibiotic coating and preparation method thereof, this kind UV curing antibiotic coating has the excellent antibiotic performance, and preparation technology is simple.
Technical scheme of the present invention is: a kind of UV curing antibiotic coating, and by weight percentage, component is:
Bisphenol-a epoxy acrylate EA 25-35%;
Aliphatic urethane acrylate PUA 10-15%;
Specific functional groups acrylate PA 5-10%;
TPGDA tri (propylene glycol) diacrylate Tripropylene glycol diacrylate monomer 10-15%;
TMPTA trimethylolpropane tris vinylformic acid Trimethylolpropane Triacrylate monomer 10-28%;
1173 light trigger 2-hydroxyls-aminomethyl phenyl propane-1-ketone 2-Hydroxy-2-methyl-1-phenyl-1-propanone
5-6％；
Nano acrylic ester 3-5%;
Silver suboxide 0.5-1%;
Auxiliary agent 9-20%.
Described auxiliary agent can be in matting agent, abrasion-resistant powder, defoamer, the flow agent one or more.Wherein matting agent can be selected OK500, the OK412 of goldschmidt chemical corporation for use, and Gray Si 907 is preferably selected in 907,906 etc. of qualifying Leix.Abrasion-resistant powder can be selected the slight nano material M-5 of company in Hangzhou or Guangdong gold monkey chemical industry M-10 or the imperial gloomy VX-S of Japan, preferably selects the imperial gloomy VX-S of Japan.BYK052, BYK066N or the Dutch vapour Bagong EFKA2020 of department, EFKA2038 that defoamer can be selected BYK company preferably select EFKA2020.Flow agent can select BYK company BYK360, BYK358, BYK333, BYK306 and DOW CORNING 27,27 mixed uses of preferably selecting 358 and the DOW CORNING of BYK for use.
The preparation method of described UV curing antibiotic coating, step is:
The first step, synthetic specific functional groups heterogeneous ring compound PA: Vanadium Pentoxide in FLAKES in molar ratio: crylic acid hydroxy ester is 1: 1.05～1.36, Vanadium Pentoxide in FLAKES is added in the crylic acid hydroxy ester, stir while adding, controlled temperature≤95 ℃, add the back temperature control at 85-110 ℃, hydroxy piperidine in molar ratio after 20 minutes: Vanadium Pentoxide in FLAKES is that 1.05～1.1: 1 ratio adds hydroxy piperidine, at 115 ℃ of temperature controls and vacuumize, stopped reaction when detecting acid value and reaching 220-260mgKOH/g. wherein crylic acid hydroxy ester can be selected Hydroxyethyl acrylate, Propylene glycol monoacrylate, hydroxyethyl methylacrylate, Rocryl 410.Hydroxy piperidine can be selected 2-hydroxy piperidine, 4-hydroxy piperidine for use.
Second step, by weight, taking by weighing bisphenol-a epoxy acrylate EA is 25-35%, and aliphatic urethane acrylate PUA is 10-15%, and synthetic specific functional groups acrylate PA is 5-10% in the first step, the TPGDA monomer is 10-15%, the TMPTA monomer is 10-28%, and light trigger 1173 is 5-6%, and nano acrylic ester is 3-5%, silver suboxide is 0.5-1%, and auxiliary agent is 9-20%; Specific functional groups acrylate PA, epoxy acrylate EA, aliphatic urethane acrylate PUA are mixed, mix back adding TPGDA monomer, TMPTA monomer and auxiliary agent and disperse under 900-1200r/min speed, the back that is uniformly dispersed adds silver suboxide and light trigger disperses to obtain UV curing antibiotic coating.
Described silver suboxide is through pretreated, and pre-treatment step is for stirring 90-120 minute at 35-60 ℃ with TPGDA.
Beneficial effect of the present invention is:
The UV curing antibiotic coating good anti-bacterial effect of the present invention's preparation.Owing to added homemade specific functional groups acrylate PA and nano acrylic ester and silver suboxide, Chinese People's Anti-Japanese Military and Political College enterobacteria rate can reach more than 99% after the ultraviolet light polymerization film forming, and the staphylococcus rate reaches more than 99%, and has long-lasting.
Embodiment
Preparation used in the present invention: TPGDA Taiwan Changxing chemical company, TMPTA Taiwan Changxing chemical company, EOTMPTA U.S. Sartomer company, 1173 light trigger Beijing Ying Li scientific ﹠ technical corporation, aliphatic urethane acrylate oligopolymer PUA molecular weight 2000, Sartomer company, epoxy acrylate EA standard bisphenol A-type, Changxing, Taiwan chemical company, the BYK3500 that the commercially available common agents of coatings additive(s) such as matting agent, abrasion-resistant powder, defoamer, flow agent, nano acrylic ester Germany BYK company provide reaches and silver suboxide is Beijing physics and chemistry institute of the Chinese Academy of Sciences.
A kind of UV curing antibiotic coating is characterized in that, by weight percentage, component is:
Bisphenol-a epoxy acrylate EA 25-35% can be 25%, 31% or 35%;
Aliphatic urethane acrylate PUA 10-15% can be 10%, 12% or 15%;
Specific functional groups acrylate PA 5-10% can be 5%, 7% or 10%;
TPGDA monomer 10-15% can be 10%, 13% or 15%;
TMPTA monomer 10-28% can be 10%, 16.5% or 28%;
Light trigger 1173 5-6% can be 5%, 5.5% or 6%;
Nano acrylic ester 3-5% can be 3%, 4% or 5%;
Silver suboxide 0.5-1% can be 0.5%, 0.75% or 1%;
Auxiliary agent 9-20% can be 9%, 11% or 20%.
Described auxiliary agent is one or more in matting agent, abrasion-resistant powder, defoamer, the flow agent.
Embodiment 1
Synthetic specific functional groups heterogeneous ring compound PA
Slowly add in the 1.5 mol propylenes acid hydroxyl ethyl ester with 1.1 moles of Vanadium Pentoxide in FLAKESs, stir while adding, controlled temperature is no more than 95 ℃, add the back temperature control at 205-110 ℃, add 1.1 moles of 4-hydroxy piperidines after 20 minutes, at 115 ℃ of temperature controls and vacuumized 2 hours, detect acid value and reach 220-260mgKOH/g and get final product.Wherein Hydroxyethyl acrylate also can change any one in Propylene glycol monoacrylate, hydroxyethyl methylacrylate, the Rocryl 410 into, and effect is the same.It also is the same effect that the 4-hydroxy piperidine also can use the 2-hydroxy piperidine.
Its physical and chemical index is as follows:
| Project | Outward appearance | Acid value mgKOH/g | Refractive index n D25℃ | Viscosity mp.s/25 ℃ |
| Index | 3-4# | 220-260 | 1.4780 | 1200-1500 |
Annotate: the outward appearance form and aspect are used Fe, and the Co colorimetry is measured; Refractive index is to use the monocular Abbe refractometer; Viscosity is to use
NDJ-79 type rotational viscosimeter (Shanghai Tongji University instrument plant) is measured, and acid value is measured with chemical method.
Embodiment 2
Table 1, UV antibiotic paint benchmark prescription
| Title | Classification | Consumption |
| Bisphenol-a epoxy acrylate EA | Oligopolymer | 25-35％ |
| Aliphatic urethane acrylate PUA | Oligopolymer | 10-15％ |
| Specific functional groups acrylate PA | Oligopolymer | 5-10％ |
| TPGDA | Monomer | 10-15％ |
| TMPTA | Monomer | 10-28％ |
| Light trigger 1173 | Light trigger | 5-6％ |
| Nano acrylic ester | Additive | 3-5％ |
| Silver suboxide | Additive | 0.5-1％ |
| Mute light powder | Matting agent | 3-6％ |
| Abrasion-resistant powder | High-abrasive material | 5-10％ |
| Defoamer | Froth breaking | 0.6-2.2％ |
| Flow agent | Levelling | 0.4-1.8％ |
By the formula ratio in the table 1 carry out high speed dispersion with the speed of 900-1200r/min and vacuumize (vacuum tightness for-0.08MPa) be mixed with coating, with showering construction, glue spread 90-100g/m
2Condition under with three 80W/cm
2Mercury lamp radiation curing film forming.The performance such as the table 2 that are had by the said process film forming
Table 2, UV antibacterial film coating performance
| Test item | Detected result | Detection method | Remarks |
| Appearance of film | Smooth smooth | GB1721-79 | |
| Curing speed | ≥20 | 2 lamps once | Energy 〉=300mj/cm2 |
| Sticking power (progression) | 1-2 | GB9286-88 | Cross-hatching |
| Hardness of film H | ≥2 | GB6739-1999 | The pencil method |
| The enterobacteria rate % of the Chinese People's Anti-Japanese Military and Political College | 99.5 | JC/T897-2002 | The bacterium colony method of 24h |
| Anti-streptococcus aureus rate % | 99.5 | JC/T897-2002 | The bacterium colony method of 24h |
| Salt water resistance soaks | No change | GB/T1733-93 | 168 hours |
| Anti-butanone wiping | Greater than 100 times | GB/T1743-93 | |
| Snappiness mm | 1 | GB/T1731-93 | Dry film 30um |
| Thermotolerance | No demoulding cracking | GB/T1735-85 |
Embodiment 3
In the prescription of table 1, remove specific functional groups acrylate PA, nano acrylic ester and silver suboxide, all the other are constant, film forming is tested anti-microbial property after making ultraviolet-curing paint, with remove nano acrylic ester and silver suboxide, test performance after the ultraviolet-curing paint film forming making sheet of all the other components unchanged the results are shown in Table 3:
Table 3, do not add the antibiotic detection of special anti-biotic material
| Classification | The enterobacteria rate % of the Chinese People's Anti-Japanese Military and Political College | Staphylococcus rate % | Feeler mechanism |
| Add the PA type | 93.18％ | 92.73％ | Microorganism detection center, Guangdong Province |
| Do not add the PA punishment | 85.35％ | 86.84％ | Microorganism detection center, Guangdong Province |
Anti-microbial property obviously improves after having added specific functional groups acrylate PA as can be seen.
Embodiment 4
In the composition of table 1, remove nano acrylic ester, all the other components unchanged, test performance after the film forming making sheet; With in the composition of table 1, remove silver suboxide, all the other components unchanged, test performance after the film forming making sheet; With remove nano acrylic ester and silver suboxide, all the other components unchanged, test performance after the film forming making sheet in the composition in table 1.Test result sees Table 4:
Table 4 adds the antibiotic detection behind the anti-biotic material
Learn from last table, the antibacterial effect that only adds specific functional groups acrylate PA and silver suboxide or only add the ultraviolet-curing paint of specific functional groups acrylate PA and nano acrylic ester also is reasonable, but anti-microbial property descends to some extent after 100 days, but added the ultraviolet-curing paint of specific functional groups acrylate PA, nano acrylic ester and silver suboxide no matter be for a long time or all suitable height of the antibiotic rate of short-term, effect is best.
Embodiment 5
The preparation method of described UV curing antibiotic coating, step is:
The first step, synthetic specific functional groups heterogeneous ring compound PA: Vanadium Pentoxide in FLAKES in molar ratio: crylic acid hydroxy ester is 1: 1.05, Vanadium Pentoxide in FLAKES is added in the crylic acid hydroxy ester, stir while adding, controlled temperature≤95 ℃ add the back temperature control at 85-110 ℃, and 4-hydroxy piperidine in molar ratio after 20 minutes: Vanadium Pentoxide in FLAKES is that 1.05: 1 ratio adds the 4-hydroxy piperidine, at 115 ℃ of temperature controls and vacuumize, stopped reaction when detecting acid value and reaching 220-260mgKOH/g;
Second step, by weight, taking by weighing bisphenol-a epoxy acrylate EA is 25%, and aliphatic urethane acrylate PUA is 10%, and synthetic specific functional groups acrylate PA is 5% in the first step, the TPGDA monomer is 10%, the TMPTA monomer is 25%, and light trigger 1173 is 5%, and nano acrylic ester is 3%, silver suboxide is 1%, and auxiliary agent is 16%; Wherein the matting agent that adopts of auxiliary agent selects that Gray Si 906 is 3% for use, abrasion-resistant powder selects that the imperial gloomy VX-S of Japan is 10%, defoamer is Dutch vapour Bagong department EFKA2020 is 1% for use, flow agent is selected 1% BYK company for use, and 27 of 358 and 1% DOW CORNING mixes uses.Specific functional groups acrylate PA, epoxy acrylate EA, aliphatic urethane acrylate PUA are mixed, mixing back adding TPGDA monomer, TMPTA monomer and auxiliary agent disperses under 900-1200r/min speed, being uniformly dispersed, the back adds silver suboxide and light trigger disperses, vacuumize, obtain UV curing antibiotic coating, censorship, system film (curing), it is qualified to detect, packing, warehouse-in.Described silver suboxide is that pre-treatment step is through pretreated: stirred 90-120 minute at 35-60 ℃ with TPGDA.
Embodiment 6
The preparation method of described UV curing antibiotic coating, step is:
The first step, synthetic specific functional groups heterogeneous ring compound PA: Vanadium Pentoxide in FLAKES in molar ratio: crylic acid hydroxy ester is 1: 1.36, Vanadium Pentoxide in FLAKES is added in the crylic acid hydroxy ester, stir while adding, controlled temperature≤95 ℃ add the back temperature control at 85-110 ℃, and 4-hydroxy piperidine in molar ratio after 20 minutes: Vanadium Pentoxide in FLAKES is that 1: 1 ratio adds the 4-hydroxy piperidine, at 115 ℃ of temperature controls and vacuumize, stopped reaction when detecting acid value and reaching 220-260mgKOH/g;
Second step, by weight, taking by weighing bisphenol-a epoxy acrylate EA is 25%, and aliphatic urethane acrylate PUA is 10%, and synthetic specific functional groups acrylate PA is 7% in the first step, the TPGDA monomer is 12%, the TMPTA monomer is 21.5%, and light trigger 1173 is 6%, and nano acrylic ester is 3%, silver suboxide is 0.5%, and auxiliary agent is 15%; Specific functional groups acrylate PA, epoxy acrylate EA, aliphatic urethane acrylate PUA are mixed, mixing back adding TPGDA monomer, TMPTA monomer and auxiliary agent disperses under 900-1200r/min speed, being uniformly dispersed, the back adds silver suboxide and light trigger disperses, vacuumize, obtain UV curing antibiotic coating, censorship, system film (curing), it is qualified to detect, packing, warehouse-in.Described silver suboxide is that pre-treatment step is through pretreated: stirred 90-120 minute at 35-60 ℃ with TPGDA.
Embodiment 7
The preparation method of described UV curing antibiotic coating, step is:
The first step, synthetic specific functional groups heterogeneous ring compound PA: Vanadium Pentoxide in FLAKES in molar ratio: crylic acid hydroxy ester is 1: 1.25, Vanadium Pentoxide in FLAKES is added in the Hydroxyethyl acrylate, stir while adding, controlled temperature≤95 ℃ add the back temperature control at 85-110 ℃, and 4-hydroxy piperidine in molar ratio after 20 minutes: Vanadium Pentoxide in FLAKES is that 1.02: 1 ratio adds the 4-hydroxy piperidine, at 115 ℃ of temperature controls and vacuumize, stopped reaction when detecting acid value and reaching 220-260mgKOH/g;
Second step, by weight, taking by weighing bisphenol-a epoxy acrylate EA is 28%, and aliphatic urethane acrylate PUA is 12%, and synthetic specific functional groups acrylate PA is 6% in the first step, the TPGDA monomer is 10%, the TMPTA monomer is 24%, and light trigger 1173 is 5.3%, and nano acrylic ester is 4%, silver suboxide is 0.7%, and auxiliary agent is 10%; Specific functional groups acrylate PA, epoxy acrylate EA, aliphatic urethane acrylate PUA are mixed, mixing back adding TPGDA monomer, TMPTA monomer and auxiliary agent disperses under 9001200r/min speed, being uniformly dispersed, the back adds silver suboxide and light trigger disperses, vacuumize, obtain UV curing antibiotic coating, censorship, system film (curing), it is qualified to detect, packing, warehouse-in.Described silver suboxide is that pre-treatment step is through pretreated: stirred 90-120 minute at 35-60 ℃ with TPGDA.
Claims (4)
1. a UV curing antibiotic coating is characterized in that, by weight percentage, component is:
Bisphenol-a epoxy acrylate 25-35%;
Aliphatic urethane acrylate 10-15%;
Specific functional groups acrylate 5-10%;
Tri (propylene glycol) diacrylate monomer 10-15%;
Trimethylolpropane tris Acrylic Acid Monomer 10-28%;
Light trigger 1173 5-6%;
Nano acrylic ester 3-5%;
Silver suboxide 0.5-1%;
Auxiliary agent 9-20%
Described silver suboxide is through pretreated, and pre-treatment step is for stirring 90-120 minute at 35-60 ℃ with tri (propylene glycol) diacrylate;
Described specific functional groups acrylate makes by the following method: the mol ratio Vanadium Pentoxide in FLAKES: crylic acid hydroxy ester is 1: 1.05～1.36, Vanadium Pentoxide in FLAKES is added in the crylic acid hydroxy ester, stir while adding, controlled temperature≤95 ℃, add the back temperature control at 85-110 ℃, hydroxy piperidine in molar ratio after 20 minutes: Vanadium Pentoxide in FLAKES is that 1～1.05: 1 ratio adds hydroxy piperidine, and 115 ℃ of controlled temperature also vacuumize, stopped reaction when detecting acid value and reaching 220-260mgKOH/g.
2. UV curing antibiotic coating as claimed in claim 1 is characterized in that described auxiliary agent is one or more in matting agent, abrasion-resistant powder, defoamer, the flow agent.
3. UV curing antibiotic coating as claimed in claim 1 is characterized in that described crylic acid hydroxy ester is any one in Hydroxyethyl acrylate, Propylene glycol monoacrylate, hydroxyethyl methylacrylate, the Rocryl 410.
4. UV curing antibiotic coating as claimed in claim 1 is characterized in that described hydroxy piperidine is 2-hydroxy piperidine or 4-hydroxy piperidine.
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| CN101353545B true CN101353545B (en) | 2010-06-23 |
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