CN108752630A - A kind of antibacterial agent and preparation method thereof - Google Patents
A kind of antibacterial agent and preparation method thereof Download PDFInfo
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- CN108752630A CN108752630A CN201810638227.7A CN201810638227A CN108752630A CN 108752630 A CN108752630 A CN 108752630A CN 201810638227 A CN201810638227 A CN 201810638227A CN 108752630 A CN108752630 A CN 108752630A
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
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- C08K9/00—Use of pretreated ingredients
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- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
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- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
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- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
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- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
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- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
Abstract
The present invention relates to a kind of antibacterial agent and preparation method thereof, antiseptic is copper/N, the nanometer titanium dioxide antibiotic material of N- diethyl p-phenylenediamines modification.The technical program is using nano-titanium dioxide as matrix, and by copper/N, N- diethyl p-phenylenediamines modify it, to effectively prevent the reunion of Nanometer Copper, improves the antibacterial effect of Nanometer Copper；Due to N, tertiary amine groups on N- diethyl p-phenylenediamine's molecular structures can protonate generation cation under solution condition, the cell wall of itself and the bacterium with anion reacts, and can generate synergetic antibacterial effect in this way, to improve the antibacterial effect of composite polyolefine material.
Description
Technical field
The invention belongs to technical field of macromolecules, particularly relate to a kind of for the field of polymers antiseptic and its preparation side
Method.
Background technology
With the continuous development in epoch, the application of anti-biotic material is more and more extensive, whether daily necessities, such as vapour
Vehicle, household electrical appliances, ceramics etc. or coating etc. for building have all used anti-biotic material, and this material itself, which has, to inhibit and kill
It goes out harmful microbe function.
The application synthesizes a kind of novel copper/N, and N- diethyl p-phenylenediamine's antiseptics, it can promote height well
The anti-microbial property of molecular material.This material not yet sees report so far, this has the type for extending antiseptic with application
Very important realistic meaning.
Invention content
The object of the present invention is to provide a kind of antibacterial agents and preparation method thereof, to promote the antibiotic property of high molecular material
Energy.
The present invention is achieved by the following technical solutions：
A kind of antibacterial agent, the antiseptic are copper/N, and the nano-titanium dioxide of N- diethyl p-phenylenediamines modification is anti-
Bacterium material.
A kind of preparation method of antibacterial agent, includes the following steps：
(1) a certain amount of nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are weighed；
(2) nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, it is anti-under room temperature
20-40min is answered, by centrifugation, washing, dry modifying titanium dioxide；
(3) a certain amount of modifying titanium dioxide, copper nitrate solution, N, N- diethyl p-phenylenediamines and ethanol solution are weighed；
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 20-30min, copper nitrate solution is then added and exists
It is stirred to react 2-4h under conditions of 60-80 DEG C, obtains solution A；
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material of base p-phenylenediamine modification.
The mass ratio of nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 in step (1) is (60-80)：
(240-300)：(1-3).
Modifying titanium dioxide, ethanol solution, copper nitrate solution and N in step (3), the quality of N- diethyl p-phenylenediamines
Than for (80-100)：(280-320)；(20-30)：(10-20).
The method have the benefit that：
1, in the case of sunlight, TiO2Active electronegative electronics and band can be voluntarily being generated on its surface just
The hole of electricity, and catalysis occurs with the oxygen of surrounding and air and react, generation hydroxyl radical free radical and elemental oxygen, both products can be with
Oxidation reaction occurs with the organic matter in bacterium, generates CO2And H2O, itself have certain bactericidal effect.
2, the technical program is using nano-titanium dioxide as matrix, and by copper/N, N- diethyl p-phenylenediamines carry out it
Modification, to effectively prevent the reunion of Nanometer Copper, improves the antibacterial effect of Nanometer Copper.
3, due to N, the tertiary amine groups on N- diethyl p-phenylenediamine's molecular structures can protonate generation sun under solution condition
Ion reacts with the cell wall of the bacterium with anion, can generate synergetic antibacterial effect in this way, to improve
The antibacterial effect of composite polyolefine material.
Specific implementation mode
Carry out the technical solution that the present invention will be described in detail by the following examples, embodiment below is merely exemplary, only
It can be used for explanation and illustration technical scheme of the present invention, and be not to be construed as the limitation to technical solution of the present invention.
Raw material is as follows used in the following embodiment of the application：
Nano-titanium dioxide, Beijing Deco Dao Jin Science and Technology Ltd.s；Ammonia spirit, Tengzhou Xiang Run Chemical Co., Ltd.s；
Silane coupling agent KH550, the excellent general chemical industry in Nanjing；Copper nitrate solution, Henan Kai Bo chemical products Co., Ltd；N, N- diethyl pair
Phenylenediamine, Anhui Gaosheng chemical inc；PBT (model 2002U), Polyplastics；PP (model Z30S), Maoming stone
Change；PE (model 5070), Panjin ethylene；PA6 (model C M1017), toray；PS (model 350), state of Taiwan Province are tall.
Test equipment used in the following embodiment of the application is as follows：
ZSK30 type double screw extruders, German W&P companies；JL-1000 type tensile testing machines, the wide just experiment instrument in Guangzhou
Device company produces；HTL900-T-5B type injection (mo(u)lding) machines, the production of Hai Tai plastics machineries Co., Ltd；XCJ-500 type shock-testings
Machine, the production of Chengde testing machine factory；QT-1196 type tester for elongation, Dongguan City Gao Tai detecting instruments Co., Ltd；QD-GJS-
B12K type homogenizers, Beijing perseverance Order instrument and meter Co., Ltd.
The application provides a kind of antibacterial agent, and antiseptic is copper/N, the nano-silica of N- diethyl p-phenylenediamines modification
Change titanium anti-biotic material.
A kind of preparation method of antibacterial agent, includes the following steps：
(1) a certain amount of nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are weighed；Nano-titanium dioxide, ammonia
Aqueous solution, Silane coupling agent KH550 mass ratio be (60-80)：(240-300)：(1-3).
(2) nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, it is anti-under room temperature
20-40min is answered, by centrifugation, washing, dry modifying titanium dioxide.
(3) a certain amount of modifying titanium dioxide, copper nitrate solution, N, N- diethyl p-phenylenediamines and ethanol solution are weighed；
The mass ratio of modifying titanium dioxide, ethanol solution, copper nitrate solution and N, N- diethyl p-phenylenediamines are (80-100)：(280-
320)；(20-30)：(10-20).
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 20-30min, copper nitrate solution is then added and exists
It is stirred to react 2-4h under conditions of 60-80 DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material of base p-phenylenediamine modification.
Embodiment 1
(1) 600g nano-titanium dioxides, 2.4kg ammonia spirits, 10g Silane coupling agent KH550s are weighed.
(2) nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, are reacted under room temperature
20min, by centrifugation, washing, dry modifying titanium dioxide.
(3) 800g modifying titanium dioxides, 200g copper nitrate solutions, 100gN, N- diethyl p-phenylenediamines, 2.8kg second are weighed
Alcoholic solution.
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 20min, copper nitrate solution is then added 60
It is stirred to react 2h under conditions of DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material P1 of base p-phenylenediamine modification.
Application examples 1
It takes 4 parts of P1 to be added in 96 parts of polypropylene (PP), stirs 10min through high mixer, be subsequently added into double screw extruder
Middle carry out blending extrusion, obtains PP composite materials X1.
Wherein, double screw extruder includes six humidity provinces sequentially arranged, and the temperature of the first humidity province is 170 DEG C, the
The temperature of two humidity provinces is 220 DEG C, and the temperature of third humidity province is 230 DEG C, and the temperature of the 4th humidity province is 240 DEG C, the 5th temperature
The temperature for spending area is 240 DEG C, and the temperature of the 6th humidity province is 240 DEG C, and the head temperature of double screw extruder is 230 DEG C, screw rod
Rotating speed is 220r/min.
Comparative example 1
96 parts of polypropylene (PP) are taken, 10min is stirred through high mixer, is subsequently added into double screw extruder be blended and squeeze
Go out, obtains PP composite materials D1.
The anti-microbial property data of PP composite materials prepared by the above application examples 1 and comparative example 1 are as shown in the table:
As can be seen from the above table, antibiotic properties of the X1 than D1 is good, this illustrates after the antiseptic of the technical program is added that PP is compound
The anti-microbial property of material is more preferable.
Embodiment 2
(1) 800g nano-titanium dioxides, 3kg ammonia spirits, 30g Silane coupling agent KH550s are weighed.
(2) nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, are reacted under room temperature
40min, by centrifugation, washing, dry modifying titanium dioxide.
(3) 1.0kg modifying titanium dioxides, 300g copper nitrate solutions, 200gN, N- diethyl p-phenylenediamines, 3.2kg are weighed
Ethanol solution.
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 30min, copper nitrate solution is then added 80
It is stirred to react 4h under conditions of DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material P2 of base p-phenylenediamine modification.
Application examples 2
It takes 4 parts of P2 to be added in 96 parts of polybutylene terephthalate (PBT)s (PBT), stirs 10min through high mixer, then add
Enter and carry out blending extrusion in double screw extruder, obtains PBT composite X2.
Wherein, double screw extruder includes six humidity provinces sequentially arranged, and the temperature of the first humidity province is 200 DEG C, the
The temperature of two humidity provinces is 260 DEG C, and the temperature of third humidity province is 260 DEG C, and the temperature of the 4th humidity province is 260 DEG C, the 5th temperature
The temperature for spending area is 260 DEG C, and the temperature of the 6th humidity province is 260 DEG C, and the head temperature of double screw extruder is 260 DEG C, screw rod
Rotating speed is 300r/min.
Comparative example 2
96 parts of PBT are taken, 10min is stirred through high mixer, is subsequently added into double screw extruder and carries out blending extrusion, obtain
PBT composite D2.
The anti-microbial property data of PBT composite prepared by the above application examples 2 and comparative example 2 are as shown in the table:
As can be seen from the above table, antibiotic properties of the X2 than D2 is good, this illustrates after the antiseptic of the technical program is added that PBT is multiple
The anti-microbial property of condensation material is more preferable.
Embodiment 3
(1) 700g nano-titanium dioxides, 2.7kg ammonia spirits, 20g Silane coupling agent KH550s are weighed.
(2) nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, are reacted under room temperature
30min, by centrifugation, washing, dry modifying titanium dioxide.
(3) 900g modifying titanium dioxides, 250g copper nitrate solutions, 150gN, N- diethyl p-phenylenediamines, 3.0kg second are weighed
Alcoholic solution.
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 25min, copper nitrate solution is then added 70
It is stirred to react 3h under conditions of DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material P3 of base p-phenylenediamine modification.
Application examples 3
It takes 4 parts of P3 to be added in 96 parts of polyethylene (PE), stirs 10min through high mixer, be subsequently added into double screw extruder
Middle carry out blending extrusion, obtains PE composite materials X3.
Wherein, double screw extruder includes six humidity provinces sequentially arranged, and the temperature of the first humidity province is 120 DEG C, the
The temperature of two humidity provinces is 180 DEG C, and the temperature of third humidity province is 180 DEG C, and the temperature of the 4th humidity province is 180 DEG C, the 5th temperature
The temperature for spending area is 180 DEG C, and the temperature of the 6th humidity province is 180 DEG C, and the head temperature of double screw extruder is 180 DEG C, screw rod
Rotating speed is 300r/min.
Comparative example 3
96 parts of PE are taken, 10min is stirred through high mixer, is subsequently added into double screw extruder and carries out blending extrusion, obtain PE
Composite material D3.
The anti-microbial property data of PE composite materials prepared by the above application examples 3 and comparative example 3 are as shown in the table:
As can be seen from the above table, antibiotic properties of the X3 than D3 is good, this illustrates after the antiseptic of the technical program is added that PE is compound
The anti-microbial property of material is more preferable.
Embodiment 4
(1) 750g nano-titanium dioxides, 2.8kg ammonia spirits, 10g Silane coupling agent KH550s are weighed.
(2) nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, are reacted under room temperature
25min, by centrifugation, washing, dry modifying titanium dioxide.
(3) 950g modifying titanium dioxides, 160g copper nitrate solutions, 240gN, N- diethyl p-phenylenediamines, 3.1kg second are weighed
Alcoholic solution.
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 24min, copper nitrate solution is then added 65
It is stirred to react 2h under conditions of DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material P4 of base p-phenylenediamine modification.
Application examples 4
It takes 4 parts of P4 to be added in 96 parts of polyamide 6s (PA6), stirs 10min through high mixer, be subsequently added into twin-screw extrusion
Blending extrusion is carried out in machine, obtains PA6 composite materials X4.
Wherein, double screw extruder includes six humidity provinces sequentially arranged, and the temperature of the first humidity province is 230 DEG C, the
The temperature of two humidity provinces is 260 DEG C, and the temperature of third humidity province is 260 DEG C, and the temperature of the 4th humidity province is 260 DEG C, the 5th temperature
The temperature for spending area is 260 DEG C, and the temperature of the 6th humidity province is 260 DEG C, and the head temperature of double screw extruder is 250 DEG C, screw rod
Rotating speed is 320r/min.
Comparative example 4
96 parts of PA6 are taken, 10min is stirred through high mixer, is subsequently added into double screw extruder and carries out blending extrusion, obtain
PA6 composite materials D4.
The anti-microbial property data of PA6 composite materials prepared by the above application examples 4 and comparative example 4 are as shown in the table:
As can be seen from the above table, antibiotic properties of the X4 than D4 is good, this illustrates after the antiseptic of the technical program is added that PA6 is multiple
The anti-microbial property of condensation material is more preferable.
Embodiment 5
(1) 650g nano-titanium dioxides, 2.5kg ammonia spirits, 20g Silane coupling agent KH550s are weighed.
(2) nano-titanium dioxide, ammonia spirit, Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, are reacted under room temperature
25min, by centrifugation, washing, dry modifying titanium dioxide.
(3) 850g modifying titanium dioxides, 260g copper nitrate solutions, 120gN, N- diethyl p-phenylenediamines, 3.1kg second are weighed
Alcoholic solution.
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 26min, copper nitrate solution is then added 70
It is stirred to react 4h under conditions of DEG C, obtains solution A.
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyls
The nanometer titanium dioxide antibiotic material P5 of base p-phenylenediamine modification.
Application examples 5
It takes 4 parts of P5 to be added in 96 parts of styrene (PS), stirs 10min through high mixer, be subsequently added into double screw extruder
Middle carry out blending extrusion, obtains PS composite materials X5.
Wherein, double screw extruder includes six humidity provinces sequentially arranged, and the temperature of the first humidity province is 160 DEG C, the
The temperature of two humidity provinces is 200 DEG C, and the temperature of third humidity province is 200 DEG C, and the temperature of the 4th humidity province is 200 DEG C, the 5th temperature
The temperature for spending area is 200 DEG C, and the temperature of the 6th humidity province is 200 DEG C, and the head temperature of double screw extruder is 200 DEG C, screw rod
Rotating speed is 280r/min.
Comparative example 5
96 parts of PS are taken, 10min is stirred through high mixer, is subsequently added into double screw extruder and carries out blending extrusion, obtain PS
Composite material D5.
The anti-microbial property data of PS composite materials prepared by the above application examples 5 and comparative example 5 are as shown in the table:
As can be seen from the above table, antibiotic properties of the X5 than D5 is good, this illustrates after the antiseptic of this technology is added, PS composite materials
Anti-microbial property it is more preferable.
The technical solution of this application describes a kind of preparation method of antibacterial agent, and the polyolefin material made from it
Material is also improved to some extent in terms of anti-microbial property, this has very the type and application field of extension antiseptic
Important meaning.
It although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
Understanding without departing from the principles and spirit of the present invention can carry out these embodiments a variety of variations, modification, replace
And deformation, the scope of the present invention are extremely equally limited by appended claims.
Claims (4)
1. a kind of antibacterial agent, which is characterized in that the antiseptic is copper/N, the nanometer two of N- diethyl p-phenylenediamines modification
Titanium oxide anti-biotic material.
2. the preparation method of antibacterial agent according to claim 1, which is characterized in that include the following steps：
(1) a certain amount of nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are weighed；
(2) nano-titanium dioxide, ammonia spirit and Silane coupling agent KH550 are added into three mouthfuls of sesame seed cakes, react 20- under room temperature
40min, by centrifugation, washing, dry modifying titanium dioxide；
(3) a certain amount of modifying titanium dioxide, copper nitrate solution, N, N- diethyl p-phenylenediamines and ethanol solution are weighed；
(4) modifying titanium dioxide is dissolved in ethanol solution, ultrasonic disperse 20-30min, copper nitrate solution is then added in 60-
It is stirred to react 2-4h under conditions of 80 DEG C, obtains solution A；
(5) it is added N into solution A, N- diethyl p-phenylenediamines, agitated, centrifugation, washing, dry copper/N, N- diethyl pair
The nanometer titanium dioxide antibiotic material of phenylenediamine modification.
3. the preparation method of antibacterial agent according to claim 2, which is characterized in that the nano-silica in step (1)
Change titanium, ammonia spirit, Silane coupling agent KH550 mass ratio be (60-80)：
(240-300)：(1-3).
4. the preparation method of antibacterial agent according to claim 2, which is characterized in that the modification dioxy in step (3)
It is (80-100) to change titanium, ethanol solution, copper nitrate solution and the mass ratio of N, N- diethyl p-phenylenediamine：(280-320)；(20-
30)：(10-20).
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| CN103467828A (en) * | 2013-09-23 | 2013-12-25 | 苏州市涵信塑业有限公司 | Antibacterial plastic and preparation method thereof |
| CN105237681A (en) * | 2015-10-28 | 2016-01-13 | 江南大学 | Halamine antibacterial agent coated modified nanometer titanium dioxide composite material and preparation method thereof |
-
2018
- 2018-06-20 CN CN201810638227.7A patent/CN108752630A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1775032A (en) * | 2005-11-30 | 2006-05-24 | 青岛大学 | Nano TiO2 carrying metal ion antibacterial agent and its preparing method |
| CN101298745A (en) * | 2007-04-30 | 2008-11-05 | 上海美林包装印刷有限公司 | Method for preparing negative oxygen ion environment-protective antibiotic paper pulp |
| CN103467828A (en) * | 2013-09-23 | 2013-12-25 | 苏州市涵信塑业有限公司 | Antibacterial plastic and preparation method thereof |
| CN105237681A (en) * | 2015-10-28 | 2016-01-13 | 江南大学 | Halamine antibacterial agent coated modified nanometer titanium dioxide composite material and preparation method thereof |
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Address after: 230601 No. 99 Ziyun Road, Hefei Economic and Technological Development Zone, Anhui Province Applicant after: Anhui Jianghuai Automobile Group Limited by Share Ltd Address before: 230601 No. 669 Shixin Road, Taohua Industrial Park, Hefei City, Anhui Province Applicant before: Anhui Jianghuai Automobile Group Limited by Share Ltd |
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Application publication date: 20181106 |