CN102634982A - Silver-carrying silicone-acrylate antibacterial finishing agent for textiles and method for preparing same - Google Patents
Silver-carrying silicone-acrylate antibacterial finishing agent for textiles and method for preparing same Download PDFInfo
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- CN102634982A CN102634982A CN2012101174745A CN201210117474A CN102634982A CN 102634982 A CN102634982 A CN 102634982A CN 2012101174745 A CN2012101174745 A CN 2012101174745A CN 201210117474 A CN201210117474 A CN 201210117474A CN 102634982 A CN102634982 A CN 102634982A
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- silver
- emulsion
- acrylate
- silicone
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- 230000000844 anti-bacterial effect Effects 0.000 title abstract description 20
- 238000000034 method Methods 0.000 title abstract description 12
- 239000004753 textile Substances 0.000 title abstract description 8
- 239000000839 emulsion Substances 0.000 claims abstract description 47
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 30
- -1 silver ions Chemical class 0.000 claims abstract description 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 11
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 8
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 33
- 239000004744 fabric Substances 0.000 claims description 33
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 30
- 230000003115 biocidal effect Effects 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 22
- 239000012875 nonionic emulsifier Substances 0.000 claims description 19
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 18
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 16
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 16
- ONJQDTZCDSESIW-UHFFFAOYSA-N polidocanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO ONJQDTZCDSESIW-UHFFFAOYSA-N 0.000 claims description 15
- 229910001961 silver nitrate Inorganic materials 0.000 claims description 15
- 238000003756 stirring Methods 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000003112 inhibitor Substances 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 238000002360 preparation method Methods 0.000 claims description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000012153 distilled water Substances 0.000 claims description 12
- 229910052710 silicon Inorganic materials 0.000 claims description 12
- 239000010703 silicon Substances 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 11
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 229910017604 nitric acid Inorganic materials 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 8
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims description 7
- IMXFBBQRYCEGLN-UHFFFAOYSA-N 5-[dimethoxy(methyl)silyl]pentane-2,3-diamine Chemical compound NC(C)C(CC[Si](OC)(OC)C)N IMXFBBQRYCEGLN-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 7
- 230000001804 emulsifying effect Effects 0.000 claims description 7
- 238000009413 insulation Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 7
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 6
- 230000000536 complexating effect Effects 0.000 claims description 6
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 5
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 5
- 235000019394 potassium persulphate Nutrition 0.000 claims description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003700 epoxy group Chemical group 0.000 claims description 4
- 125000000524 functional group Chemical group 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 4
- 241001272567 Hominoidea Species 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 238000012546 transfer Methods 0.000 claims description 2
- JMCMBKXKEBELAE-UHFFFAOYSA-N 3-(3-aminopropyl-ethoxy-methylsilyl)oxybutan-1-amine Chemical compound NCCC[Si](C)(OCC)OC(C)CCN JMCMBKXKEBELAE-UHFFFAOYSA-N 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 6
- 229910052709 silver Inorganic materials 0.000 abstract description 6
- 239000004332 silver Substances 0.000 abstract description 6
- 238000013461 design Methods 0.000 abstract description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 238000012986 modification Methods 0.000 abstract description 2
- 230000004048 modification Effects 0.000 abstract description 2
- 239000000470 constituent Substances 0.000 abstract 1
- 238000010556 emulsion polymerization method Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 15
- 241000191967 Staphylococcus aureus Species 0.000 description 12
- 241000588724 Escherichia coli Species 0.000 description 11
- 238000010790 dilution Methods 0.000 description 6
- 239000012895 dilution Substances 0.000 description 6
- 241000338702 Cupido minimus Species 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000003643 water by type Substances 0.000 description 5
- IDMDTOQZZWOJDM-UHFFFAOYSA-N 3-(3-aminopropyl-ethoxy-methylsilyl)oxy-3-methylpentane-1,5-diamine Chemical compound NCCC[Si](C)(OCC)OC(C)(CCN)CCN IDMDTOQZZWOJDM-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 230000008485 antagonism Effects 0.000 description 4
- 230000000845 anti-microbial effect Effects 0.000 description 4
- 230000002421 anti-septic effect Effects 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000000675 fabric finishing Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 238000009962 finishing (textile) Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 2
- 229910001948 sodium oxide Inorganic materials 0.000 description 2
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 2
- 229910000165 zinc phosphate Inorganic materials 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 206010011409 Cross infection Diseases 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 206010029803 Nosocomial infection Diseases 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000000922 anti-bactericidal effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- AHVOFPQVUVXHNL-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CCCCOC(=O)C=C AHVOFPQVUVXHNL-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000009351 contact transmission Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- OVMJVEMNBCGDGM-UHFFFAOYSA-N iron silver Chemical compound [Fe].[Ag] OVMJVEMNBCGDGM-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001902 propagating effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- FJOLTQXXWSRAIX-UHFFFAOYSA-K silver phosphate Chemical compound [Ag+].[Ag+].[Ag+].[O-]P([O-])([O-])=O FJOLTQXXWSRAIX-UHFFFAOYSA-K 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention belongs to the field of organic silicone acrylate modification and specifically provides a silver-carrying silicone-acrylate antibacterial finishing agent for textiles. The active constituent of the antibacterial finishing agent is silicone-acrylate emulsion complex silver ions containing monoamino or diamino or triamino; and the chemical structural formula of the silicone-acrylate emulsion complex silver ions is shown in the speciciation. The invention also provides a method for preparing the antibacterial finishing agent. The method is characterized in that: an organic silicone-acrylate emulsion containing amino on a side chain is prepared by a one-step emulsion polymerization method based on the design of a molecular structure, so that the newly formed organic silicone-acrylate side chain structure contains both carboxyl and amino and silver ions can be well chelated; and therefore, good antibacterial effect can be provided. The silver-carrying silicone-acrylate antibacterial finishing agent for textiles prepared by the method is low in silver ion concentration, friendly and harmless to human body and environment, and obvious in antibacterial effect.
Description
Technical field
The invention belongs to antibiotic finish of the fabric agent preparation field; Be specifically related to a kind of preparation method who contains the organic silicon acrylic ester copolymer complexing silver ion of mono amino, two amino or triamido, this antibacterial finishing agent can be used as the antibiotic finish of natural fabric, science fabric.
Background technology
Along with the raising with living standards of the people that develops rapidly of industry, people strengthen the consciousness of environmental sanitation and self health care day by day.In the life; People can touch microorganisms such as various bacteriums, fungi inevitably; These microorganisms can breed rapidly under suitable external condition (like temperature, humidity) and through the contact transmission disease, influence people's healthy and operate as normal, studying and living.And all kinds of textiless usually are the good habitats of these microorganisms; And become the important propagating source of disease; Pathogenic bacteria not only can produce undesirable smell after a large amount of breedings on the textiles; More can spread disease, like the cross infection that causes in public places such as hospital, hotel, restaurant, bathroom, endowment mechanisms through indirect mode.Therefore, to the research and development of the antibacterial textile function important that just seems.
Present stage, antibacterial fabric property method for sorting will have three kinds: first kind is that silver powder or other antibiotic media directly add in fibre spinning; Make it be inlaid into fibrous inside; Reach the effect of long-term antibacterial; Its shortcoming of bringing is the mechanical properties decrease that makes fiber, and the skin of fiber, core all contain antiseptic and cause the waste of antiseptic and the raising of production cost.Second kind is with inorganic powder (cage modle titanium dioxide for example; Zeolite etc.) as the silver-colored perhaps carrier of other antibiotic media; Use certain processing means (like coating etc.) to make it attached to fiber surface, its shortcoming of bringing is that antimicrobial component comes off easily, and anti-microbial property is impermanent.The third method is to carry out MOLECULE DESIGN, reaches the purpose that can make fabric have long-term antibacterial thereby in fabric finishing agent, introduce the antibiotic property group.
In the prior art, the method for the antibiotic property fabric finishing agent of preparation argentiferous has following several kinds:
1) patent No. a kind of textile antimicrobial agent that has been 200910229150.9 Chinese disclosure of the Invention, the composition that it is characterized in that it is the composite crystal of trbasic zinc phosphate and silver orthophosphate.Its preparation method is: soluble silver salt is joined in the polymer protection solution, and regulating the pH value is 1-7; Add zinc phosphate powder; Under water-bath, stir; Drying is placed on roasting under the hot conditions, promptly gets textile antimicrobial agent.The prepared textile antimicrobial agent of this technology can provide certain anti-microbial property; But it is in the step of handling fabric; Need relatively complex operating steps and add auxiliary agent such as adhesive, increased use cost, and the mode of action between itself and the fabric is a physics mode; Come off than being easier to, reduced antibiotic permanence.
2) patent No. be 200910053654.X Chinese disclosure of the Invention contain the preparation method of the liquid antibacterial agent of complexing silver; With the silver nitrate is raw material; With silver nitrate; Sodium chloride and NaOH make the argentiferous filter residue, behind washing and filtering with persulfate react the first liquid of argentiferous, with thiosulfate, phosphate complexing after sodium carbonate, sodium metasilicate make the liquid antibacterial agent that contains complexing silver after regulating pH.This antiseptic can use with running water dilution back, can contain the liquid mixing use of anion, CATION, non-ionic surface composition alive with great majority, particularly to the stable liquid antibacterial agent of Halogen solion.But the prepared antiseptic of this technical scheme is the compounding substances of multiple salt, and composition is easy to generate deposition or caking, and influence is used.
Summary of the invention
The purpose of this invention is to provide silver-colored silicon third antibiotic finish of the fabric agent in a kind of year and preparation method thereof.
According to an aspect of the present invention, the silver-colored silicon third antibiotic finish of the fabric agent in a kind of year is provided, the chemical structural formula that its active ingredient contains the Silicone acrylic emulsion complexing silver ion of mono amino or two amino or triamido is:
Wherein, a, b, c, m, n is the repeat number of segment, is the integer more than or equal to 1, and number-average molecular weight is 8000～12000g/mol, and R1 contains amino functional groups, R
2For-C
4H
9, R
3For-CH
3, R
4Become the functional groups of hydroxyl for facile hydrolysis.
In some embodiments, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH
2Or-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH
2Or-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH-CH
2-CH
2-NH
2
In some embodiments, R
4For-O-CH
3Or-O-CH
2-CH
3
The present invention provides the preparation method of carrying the silver-colored silicon third antibiotic finish of the fabric agent in addition, may further comprise the steps: 1) at first methyl methacrylate and butyl acrylate are mixed the back with 2%～10% NaOH solution washing, removal polymerization inhibitor; The APES nonionic emulsifier that will contain 10 epoxide groups is 0.2～5 mixed with mass ratio and adds catalyst with the AEO nonionic emulsifier that contains 9 epoxide groups; With vinyl triethoxyl siloxanes or vinyl trimethoxy siloxanes, silane coupler, remove the mixture and catalyst mix of mixed liquor, nonionic emulsifier TX-10 and AEO-9 of methyl methacrylate and butyl acrylate of polymerization inhibitor after; 2～2.5 times of distilled water that add above-mentioned monomer weight mix in suitable container; Utilize high-shear emulsion machine to carry out high-shear emulsifying 10～60 minutes; Transfer pH to 8～11 with the pH regulator agent, get pre-emulsion;
2) pour 1/3 pre-emulsion into reactor then, be warming up to 50～95 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 2～8 hours; After all dripping off, temperature is increased to 80～99 ℃, insulation reaction 3～10 hours;
3) silver nitrate and distilled water are mixed with the silver nitrate aqueous solution that concentration is 1mg/mL～10mg/mL; The target product of step 2 gained is transferred pH to 2～6 with nitric acid; And according to the silver nitrate aqueous solution mass ratio be that 100: 1 ratio joins silver nitrate aqueous solution in the target product of step 2 gained, stir.
In some embodiments, used silane coupler is: 3-aminopropyl methyldiethoxysilane, 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane or aminoethyl aminoethyl aminopropyl methyldiethoxysilane.
In some embodiments, other composition percentage by weight 100% except distilled water, the consumption of siloxanes of vinyl triethoxyl shown in the step 1 or vinyl trimethoxy siloxanes is: 5%～35%, preferred 10%～20%; The consumption of 3-aminopropyl methyldiethoxysilane or 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane or aminoethyl aminoethyl aminopropyl methyldiethoxysilane is 1%～10%, preferred 2%～5%; The consumption of methyl methacrylate is 5%～35%, preferred 10%～20%; The consumption of butyl acrylate is 20%～80%, preferred 30%～60%; The consumption of the mixture of nonionic emulsifier TX-10, AEO-9 is 4%～20%, preferred 5%～10%; Catalyst consumption is 0.1%～5%, preferred 0.3%～2.0%.
In some embodiments, major catalyst ammonium persulfate or potassium peroxydisulfate, secondary catalyst are potassium hydroxide or NaOH.
In some embodiments, the pH regulator agent is for being ammoniacal liquor or nitric acid.
The present invention has the characteristics of following several respects: 1, proposed the idea of MOLECULE DESIGN structure, the side chain of modification provides the chelate structure of silver ion, rather than the group of simple introducing antibiotic property.The specific activity of silver ion is higher, therefore good anti-microbial property can be provided.2, reaction condition is gentle, does not need high temperature, high pressure etc., low production cost.3, can not produce niff, application that can the limit processing fabric.4, this antibiotic property fabric softener is a kind of emulsion with blue light; Fabric nondiscolouring after its arrangement; Colibacillary bacteriostasis rate is reached more than 98.1%; Bacteriostasis rate to staphylococcus aureus reaches more than 97.8%, and the fabric of this processing has lasting antibacterial effect, after 100 washings, Escherichia coli and staphylococcus aureus is still had the anti-bactericidal effect more than 85%.
The specific embodiment
Following embodiment only further describes the present invention, is not construed as limiting the invention.
Wherein, Vinyl triethoxyl siloxanes or vinyl trimethoxy siloxanes, 3-aminopropyl methyldiethoxysilane or 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane or aminoethyl aminoethyl aminopropyl methyldiethoxysilane are purchased Guotai Huarong Chemical New Material Co., Ltd., Zhangjiagang City in Jiangsu; Methyl methacrylate; Butyl acrylate is purchased League of Nations's chemical inc in Jiangyin, Jiangsu; Nonionic emulsifier TX-10, AEO-9 purchase the petrochemical plant in Hai'an, Jiangsu; The pure level of ammonium persulfate analysis, the pure level of potassium peroxydisulfate analysis, pure grade of potassium hydroxide analysis, NaOH are analyzed pure grade, and ammoniacal liquor, nitric acid are the commercially available prod, the distilled water self-control.The high-shear emulsion machine of using is Shanghai FLUKO Fu Luke Company products.
Embodiment one
The chemical structural formula of the synthetic Silicone acrylic emulsion that contains mono amino is:
Wherein, a, b, c, m, n is the repeat number of segment, is the integer more than or equal to 1, measuring number-average molecular weight through GPC gel permeation chrommatograph Waters 1515 is 8000g/mol, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH
2, R
2For-C
4H
9, R
3For-CH
3, R
4For-O-CH
2-CH
3
After at first butyl acrylates mix with 30 gram methyl methacrylates and 30 grams, use the 5%NaOH solution washing, subsequent use behind the removal polymerization inhibitor; 's 1: 1 mixed with nonionic emulsifier TX-10, AEO-9 with mass ratio.With 4.3 gram vinyl triethoxyl siloxanes; 8.7 gram 3-aminopropyl methyldiethoxysilane, 60 grams have been removed the methyl methacrylate and the butyl acrylate mixed liquor of polymerization inhibitor, the mixture of 4 gram nonionic emulsifier TX-10, AEO-9; 0.06 gram ammonium persulfate, 0.02 gram potassium hydroxide; 200 gram distilled water mix in one 500 milliliters beaker, utilize FM200 type laboratory high-shear emulsion machine to carry out high-shear emulsifying 15 minutes, and Revolution Per Minute 8000 changes; Using ammoniacal liquor to regulate the pH value is 8, gets pre-emulsion.
Then 1/3 pre-emulsion is poured into the reactor of a 500mL, be warming up to 80 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 3 hours; After all dripping off, temperature is increased to 82～85 ℃, insulation reaction 4 hours.
Target product is transferred pH to 2 with nitric acid, and adding concentration is the silver nitrate aqueous solution 3mL of 1mg/mL, stirs, and the transparent emulsion that has a little blue light of gained is carries the agent of silver-colored Si acrylate antibiotic finish of the fabric.Get 10 times of this antibiotic finish dilution agents; Using Real Silk Habotai is that 616 * 400/10cm → one soaks (5min) → one and rolls (liquid carrying rate is about 60%) → two and soak (5min) → two and roll (liquid carrying rate is about 60%) → dry (90 ℃, 180s) through filling density; Select Escherichia coli and two kinds of experimental strains of staphylococcus aureus for use with the vibration flask method, carry out quantitative antibacterial test by industry standard antagonism mycelia silk fabric fabric.Get the best bacteriostasis rate 98.3% of Escherichia coli, staphylococcus aureus bacteriostasis rate 98.1%.
Embodiment two
The chemical structural formula of the synthetic Silicone acrylic emulsion that contains mono amino is:
Wherein, a, b, c, m, n is the repeat number of segment, is the integer more than or equal to 1, measuring number-average molecular weight through GPC gel permeation chrommatograph Waters 1515 is 8200g/mol, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH
2, R
2For-C
4H
9, R
3For-CH
3, R
4For-O-CH
2-CH
3
After at first 0.44 kilogram of methyl methacrylate and 4 kilograms of butyl acrylates being mixed, use the 2%NaOH solution washing, remove behind the polymerization inhibitor subsequent use; With nonionic emulsifier TX-10, AEO-9 with 1: 5 mixed of mass ratio.With 3 kg ethylene ethyl triethoxy silicane oxygen alkane; 0.09 kilogram 3-aminopropyl methyldiethoxysilane, 4.44 kilograms of methyl methacrylate butyl acrylate mixed liquors of having removed polymerization inhibitor, the mixture of 0.8 kilogram of nonionic emulsifier TX-10, AEO-9; 0.3 kilogram potassium peroxydisulfate, 0.1 kg of hydrogen sodium oxide molybdena; 20 kilograms of distilled water mix in one 50 liters container, utilize in the FA90-1.5 type high-shear emulsion machine on probation to carry out high-shear emulsifying 15 minutes, and Revolution Per Minute 3500 changes; Using the nitre acid for adjusting pH value is 11, gets pre-emulsion.
Then 1/3 pre-emulsion is poured into one 50 liters reactor, be warming up to 82 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 3 hours; After all dripping off, temperature is increased to 85～88 ℃, insulation reaction 8 hours.
Target product is transferred pH to 6 with nitric acid, and adding concentration is the silver nitrate aqueous solution 300mL of 10mg/mL, stirs, and the transparent emulsion that has a little blue light of gained is the agent of a kind of year silver-colored Si acrylate antibiotic finish of the fabric.Get 10 times of this antibiotic finish dilution agents; Using Real Silk Habotai is that 616 * 400/10cm → one soaks (5min) → one and rolls (liquid carrying rate is about 60%) → two and soak (5min) → two and roll (liquid carrying rate is about 60%) → dry (90 ℃, 180s) through filling density; Select Escherichia coli and two kinds of experimental strains of staphylococcus aureus for use with the vibration flask method, carry out quantitative antibacterial test by industry standard antagonism mycelia silk fabric fabric.Get the best bacteriostasis rate 98.7% of Escherichia coli, staphylococcus aureus bacteriostasis rate 98.5%.
Embodiment three
The chemical structural formula of the synthetic Silicone acrylic emulsion that contains two amino is:
Wherein, a, b, c, m, n is the repeat number of segment, is the integer more than or equal to 1, measuring number-average molecular weight through GPC gel permeation chrommatograph Waters 1515 is 9800g/mol, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH
2, R
2For-C
4H
9, R
3For-CH
3, R
4For-O-CH
3
After at first 15 gram methyl methacrylates, 45 gram butyl acrylates being mixed, use the 6%NaOH solution washing, subsequent use behind the removal polymerization inhibitor; 's 5: 1 mixed with nonionic emulsifier TX-10, AEO-9 with mass ratio.With 15 gram vinyl trimethoxy siloxanes; 3.5 gram 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane, 60 grams have been removed the methyl methacrylate and the butyl acrylate mixed liquor of polymerization inhibitor, the mixture of 8 gram nonionic emulsifier TX-10, AEO-9; 0.5 gram ammonium persulfate, 0.1 gram potassium hydroxide; 200 gram distilled water mix in one 500 milliliters beaker, utilize FM200 type laboratory high-shear emulsion machine to carry out high-shear emulsifying 15 minutes, and Revolution Per Minute 8000 changes; Using ammoniacal liquor to regulate the pH value is 9, gets pre-emulsion.
Then 1/3 pre-emulsion is poured into the reactor of a 500mL, be warming up to 86 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 3 hours; After all dripping off, temperature is increased to 88～92 ℃, insulation reaction 3 hours.
Target product is transferred pH to 3 with nitric acid, and adding concentration is the silver nitrate aqueous solution 3mL of 1.5mg/mL, stirs, and the transparent emulsion that has a little blue light of gained is the agent of a kind of year silver-colored Si acrylate antibiotic finish of the fabric.Get 10 times of this antibiotic finish dilution agents; Getting cotton STANDARD ADJACENT FABRIC GB7565-1987 → one soaks (15min) → one and rolls (liquid carrying rate is about 80%) → two and soak (5min) → two and roll (liquid carrying rate is about 80%) → dry (120 ℃, 480s); Select Escherichia coli and two kinds of experimental strains of staphylococcus aureus for use with the vibration flask method, antibiotic COTTON FABRIC is carried out quantitative antibacterial test by industry standard.Get the best bacteriostasis rate 99.6% of Escherichia coli, staphylococcus aureus bacteriostasis rate 99.1%.
Embodiment four
The chemical structural formula of the synthetic Silicone acrylic emulsion that contains two amino is:
Wherein, a, b, c, m, n is the repeat number of segment, being and measuring number-average molecular weight more than or equal to 1 integer through GPC gel permeation chrommatograph Waters 1515 is 10200g/mol, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH
2, R
2For-C
4H
9, R
3For-CH
3, R
4For-O-CH
2-CH
3
After at first 5 kilograms of methyl methacrylates and 70.24 kilograms of butyl acrylates being mixed, use the 10%NaOH solution washing, remove behind the polymerization inhibitor subsequent use; 's 2: 1 mixed with nonionic emulsifier TX-10, AEO-9 with mass ratio.With 5 kg ethylene ethyl triethoxy silicane oxygen alkane; 3.4 kilogram 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane, 75.24 kilograms of methyl methacrylate and butyl acrylate mixed liquors of having removed polymerization inhibitor, the mixture of 3.5 kilograms of nonionic emulsifier TX-10, AEO-9; 0.5 kilogram potassium peroxydisulfate, 0.1 kg of hydrogen sodium oxide molybdena; 200 kilograms of distilled water mix in one 500 liters container, utilize the industrial high-shear emulsion machine of FA160 to carry out high-shear emulsifying 15 minutes, and Revolution Per Minute 2900 changes; Using the nitre acid for adjusting pH value is 10, gets pre-emulsion.
Then 1/3 pre-emulsion is poured into one 500 liters reactor, be warming up to 89 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 3 hours; After all dripping off, temperature is increased to 92～96 ℃, insulation reaction 6 hours.
With target product usefulness, nitric acid is transferred pH to 6, adds concentration and be 3 liters of the silver nitrate aqueous solutions of 8mg/mL, stirs, and the transparent emulsion that has a little blue light of gained is the agent of a kind of year silver-colored Si acrylate antibiotic finish of the fabric.Get 10 times of this antibiotic finish dilution agents; Getting cotton STANDARD ADJACENT FABRIC GB7565-1987 → one soaks (15mi n) → one and rolls (liquid carrying rate is about 80%) → two and soak (5min) → two and roll (liquid carrying rate is about 80%) → dry (120 ℃, 480s); Select Escherichia coli and two kinds of experimental strains of staphylococcus aureus for use with the vibration flask method, carry out quantitative antibacterial test by industry standard antagonism acicula brocade fabric.Get the best bacteriostasis rate 99.7% of Escherichia coli, staphylococcus aureus bacteriostasis rate 99.3%.
Embodiment five
The chemical structural formula of the synthetic Silicone acrylic emulsion that contains triamido is:
Wherein, a, b, c, m, n is the repeat number of segment, being and measuring number-average molecular weight more than or equal to 1 integer through GPC gel permeation chrommatograph Waters 1515 is 12000g/mol, aminoalkyl R
1For-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH-CH
2-CH
2-NH
2, R
2For-C
4H
9, R
3For-CH
3, R
4For-O-CH
2-CH
3
After at first 33.16 gram methyl methacrylates, 17.42 gram butyl acrylates being mixed, use the 4%NaOH solution washing, subsequent use behind the removal polymerization inhibitor; 's 4: 1 mixed with nonionic emulsifier TX-10, AEO-9 with mass ratio.With 15 gram vinyl triethoxyl siloxanes; 0.87 gram aminoethyl aminoethyl aminopropyl methyldiethoxysilane; 50.58 gram has been removed the methyl methacrylate and the butyl acrylate mixed liquor of polymerization inhibitor, the mixture of 17.42 gram nonionic emulsifier TX-10, AEO-9,0.5 gram ammonium persulfate, 0.1 gram potassium hydroxide; 200 gram distilled water mix in one 500 milliliters beaker; Utilize FM200 type laboratory high-shear emulsion machine to carry out high-shear emulsifying 15 minutes, Revolution Per Minute 8000 changes, and gets pre-emulsion.
Then 1/3 pre-emulsion is poured into the reactor of a 500mL, be warming up to 87 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 3 hours; After all dripping off, temperature is increased to 96～99 ℃, insulation reaction 10 hours.
Target product is transferred pH to 5 with nitric acid, add the silver nitrate aqueous solution 3mL of 2mg/mL, stir, the transparent emulsion that has a little blue light of gained is the agent of a kind of year silver-colored Si acrylate antibiotic finish of the fabric.
Get 10 times of this antibiotic finish dilution agents; Getting cotton STANDARD ADJACENT FABRIC GB 7565-1987 → one soaks (20min) → one and rolls (liquid carrying rate is about 80%) → two and soak (10mi n) → two and roll (liquid carrying rate is about 80%) → dry (120 ℃, 480s); Select Escherichia coli and two kinds of experimental strains of staphylococcus aureus for use with the vibration flask method, carry out quantitative antibacterial test by industry standard antagonism acicula brocade fabric.Get the best bacteriostasis rate 99.6% of Escherichia coli, staphylococcus aureus bacteriostasis rate 99.5%.
The present invention is through the design of molecular structure; Prepared the organic silicon acrylic ester emulsion that contains amino on the side chain through a step emulsion polymerization; Make that existing carboxyl has amino again on the organic silicon acrylic ester side-chain structure of its new formation, chelated silver iron provides better anti-bacterial effect well.The silver-carrying modified organic silicon acrylic ester emulsion that the present invention is prepared, concentration of silver ions is low, and to human body, environmental friendliness is harmless, and antibacterial effect is remarkable, and production cost is low, and reactions step is simple, and reaction condition is gentle, is easy to suitability for industrialized production.
Above-described only is embodiments more of the present invention, should be pointed out that for the person of ordinary skill of the art, under the prerequisite that does not break away from creation design of the present invention, can also make other improvement, and these all belong to protection scope of the present invention.
Claims (8)
1. carry the silver-colored silicon third antibiotic finish of the fabric agent, the chemical structural formula that its active ingredient contains the Silicone acrylic emulsion complexing silver ion of mono amino or two amino or triamido is:
Wherein, a, b, c, m, n is the repeat number of segment, is the integer more than or equal to 1, number-average molecular weight is 8000～12000g/mol, R in the structural formula
1For containing amino functional groups, R
2For-C
4H
9, R
3For-CH
3, R
4Become the functional groups of hydroxyl for facile hydrolysis.
2. the silver-colored silicon third antibiotic finish of the fabric agent in a kind of year as claimed in claim 1, wherein, described aminoalkyl R
1For-CH
2-CH
2-CH
2-NH
2Or-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH
2Or-CH
2-CH
2-CH
2-NH-CH
2-CH
2-NH-CH
2-CH
2-NH
2
3. the silver-colored silicon third antibiotic finish of the fabric agent in a kind of year as claimed in claim 1, wherein, R
4For-O-CH
3Or-O-CH
2-CH
3
4. carry the silver-colored silicon third antibiotic finish of the fabric agent preparation method, may further comprise the steps:
1) at first methyl methacrylate and butyl acrylate are mixed the back with 2%～10% NaOH solution washing, removal polymerization inhibitor; The APES nonionic emulsifier TX-10 that will contain 10 epoxide groups is 0.2～5 mixed with mass ratio and adds catalyst with the AEO nonionic emulsifier AEO-9 that contains 9 epoxide groups; With vinyl triethoxyl siloxanes or vinyl trimethoxy siloxanes, silane coupler, remove mixed liquor, the nonionic emulsifier TX-10 of the methyl methacrylate of polymerization inhibitor and butyl acrylate and after the mixture of AEO-9 mixes; 2～2.5 times the distilled water that adds above-mentioned monomer weight mixes in suitable container; Utilize high-shear emulsion machine to carry out high-shear emulsifying 10～60 minutes; Transfer PH to 8～11 with the pH regulator agent, get pre-emulsion;
2) pour 1/3 pre-emulsion into reactor then and be warming up to 50～95 ℃, under nitrogen protection, stir, mixing speed is 200r/min; The pre-emulsion of residue 2/3 slowly splashed in the reactor in 2～8 hours; After all dripping off, temperature is increased to 80～99 ℃, insulation reaction 3～10 hours;
3) silver nitrate and distilled water are mixed with the silver nitrate aqueous solution that concentration is 1mg/mL～10mg/mL; The target product of step 2 gained is transferred pH to 2～6 with nitric acid; And according to the silver nitrate aqueous solution mass ratio be that 100: 1 ratio joins silver nitrate aqueous solution in the target product of step 2 gained, stir.
5. preparation method as claimed in claim 4 is characterized in that, used silane coupler is: 3-aminopropyl methyldiethoxysilane, 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane or aminoethyl aminopropyl methyldiethoxysilane.
6. preparation method as claimed in claim 5 is characterized in that, other composition percentage by weight 100% except distilled water, and the consumption of siloxanes of vinyl triethoxyl shown in the step 1 or vinyl trimethoxy siloxanes is: 5%～35%; The consumption of 3-aminopropyl methyldiethoxysilane or 3-(α-aminoethyl)-aminopropyl methyl dimethoxysilane or aminoethyl aminopropyl methyldiethoxysilane is 1%～10%; The consumption of methyl methacrylate is 5%～35%; The consumption of butyl acrylate is 20%～80%; The consumption of the mixture of nonionic emulsifier TX-10, AEO-9 is 4%～20%; Catalyst consumption is 0.1%～5%.
7. preparation method as claimed in claim 4 is characterized in that, said catalyst is major catalyst ammonium persulfate or potassium peroxydisulfate, and secondary catalyst is potassium hydroxide or NaOH.
8. preparation method as claimed in claim 4 is characterized in that, said pH regulator agent is ammoniacal liquor or nitric acid.
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| CN103333284A (en) * | 2013-07-17 | 2013-10-02 | 苏州大学 | Silicone acrylic emulsion and application of silicone acrylic emulsion as textile finishing agent |
| CN107759779A (en) * | 2017-11-13 | 2018-03-06 | 东华大学 | A kind of bacteria resistant polyester material and preparation method thereof |
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| CN103333284A (en) * | 2013-07-17 | 2013-10-02 | 苏州大学 | Silicone acrylic emulsion and application of silicone acrylic emulsion as textile finishing agent |
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Address after: 215127 No. 248 Changhong North Road, Yonzhi Town, Wuzhong District, Suzhou City, Jiangsu Province Patentee after: SUZHOU UONE PLASTIC INDUSTRY Co.,Ltd. Country or region after: China Patentee after: Xie Hongde Address before: No. 39 Yangqing Road, Suzhou Industrial Park, Suzhou City, Jiangsu Province, 215011 Patentee before: Suzhou Industrial Park UONE Plastic Industry Co.,Ltd. Country or region before: China Patentee before: Xie Hongde |
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