CN117385490A - Antibacterial fabric based on modified polyester fiber - Google Patents
Antibacterial fabric based on modified polyester fiber Download PDFInfo
- Publication number
- CN117385490A CN117385490A CN202311446154.9A CN202311446154A CN117385490A CN 117385490 A CN117385490 A CN 117385490A CN 202311446154 A CN202311446154 A CN 202311446154A CN 117385490 A CN117385490 A CN 117385490A
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- Prior art keywords
- antibacterial
- parts
- polyester fiber
- modified polyester
- fabric based
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- Granted
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 49
- 239000004744 fabric Substances 0.000 title claims abstract description 45
- 229920000728 polyester Polymers 0.000 title claims abstract description 43
- 239000000835 fiber Substances 0.000 title claims abstract description 41
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 43
- 229920005989 resin Polymers 0.000 claims abstract description 12
- 239000011347 resin Substances 0.000 claims abstract description 12
- 239000002216 antistatic agent Substances 0.000 claims abstract description 11
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims abstract description 10
- IRAGEBXSFXWYNX-UHFFFAOYSA-N 2-(1,3,5-triazinan-1-yl)ethanol Chemical compound OCCN1CNCNC1 IRAGEBXSFXWYNX-UHFFFAOYSA-N 0.000 claims abstract description 10
- YIROYDNZEPTFOL-UHFFFAOYSA-N 5,5-Dimethylhydantoin Chemical compound CC1(C)NC(=O)NC1=O YIROYDNZEPTFOL-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003063 flame retardant Substances 0.000 claims abstract description 10
- 229920001225 polyester resin Polymers 0.000 claims abstract description 5
- 239000004645 polyester resin Substances 0.000 claims abstract description 5
- 239000003381 stabilizer Substances 0.000 claims abstract description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 33
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 18
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 11
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 10
- -1 polyethylene terephthalate Polymers 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- RNXPZVYZVHJVHM-UHFFFAOYSA-N 1,12-dichlorododecane Chemical compound ClCCCCCCCCCCCCCl RNXPZVYZVHJVHM-UHFFFAOYSA-N 0.000 claims description 6
- VTYRPALGSNDUQQ-UHFFFAOYSA-N 2-(dimethylamino)acetyl chloride Chemical compound CN(C)CC(Cl)=O VTYRPALGSNDUQQ-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 238000000465 moulding Methods 0.000 claims description 5
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 5
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 5
- 238000002390 rotary evaporation Methods 0.000 claims description 5
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims description 4
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- WSANZYFPFILJKZ-UHFFFAOYSA-N 1-[2-[bis(2-hydroxypentyl)amino]ethyl-(2-hydroxypentyl)amino]pentan-2-ol Chemical compound CCCC(O)CN(CC(O)CCC)CCN(CC(O)CCC)CC(O)CCC WSANZYFPFILJKZ-UHFFFAOYSA-N 0.000 claims description 3
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 3
- 238000004440 column chromatography Methods 0.000 claims description 3
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 claims description 3
- 239000005457 ice water Substances 0.000 claims description 3
- 239000010410 layer Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000012044 organic layer Substances 0.000 claims description 3
- 238000010791 quenching Methods 0.000 claims description 3
- 230000000171 quenching effect Effects 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 3
- 238000003723 Smelting Methods 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract description 8
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 239000012752 auxiliary agent Substances 0.000 abstract description 3
- 239000011159 matrix material Substances 0.000 abstract description 3
- 230000002195 synergetic effect Effects 0.000 abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 10
- 238000004659 sterilization and disinfection Methods 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 230000001954 sterilising effect Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- 239000003480 eluent Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 238000005491 wire drawing Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- 241000222122 Candida albicans Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 229940095731 candida albicans Drugs 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- GHPYJLCQYMAXGG-WCCKRBBISA-N (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride Chemical compound Cl.N[C@@H](CSCCB(O)O)C(O)=O GHPYJLCQYMAXGG-WCCKRBBISA-N 0.000 description 1
- 230000004543 DNA replication Effects 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- AEJIMXVJZFYIHN-UHFFFAOYSA-N copper;dihydrate Chemical compound O.O.[Cu] AEJIMXVJZFYIHN-UHFFFAOYSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/09—Addition of substances to the spinning solution or to the melt for making electroconductive or anti-static filaments
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
- D01F1/103—Agents inhibiting growth of microorganisms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses an antibacterial fabric based on modified polyester fibers ， Belongs to the technical field of fabrics. 90-100 parts of polyester resin, 3-5 parts of flame retardant, 1-2 parts of stabilizer, 1-3 parts of antistatic agent and 1-2 parts of antibacterial agent are mixed according to parts by weight, melted and then wiredrawn and molded to obtain polyester fibers, and finally the polyester fibers are woven to obtain the antibacterial fabric based on the modified polyester fibers. The quaternary ammonium salt antibacterial agent with long alkyl chain ensures that the fabric has good antibacterial effect, and the quaternary ammonium salt structure and 5, 5-dimethyl hydantoin and hydroxyethyl hexahydro s-triazine grafted on the antibacterial agent have synergistic effect, so that the fabric has excellent antibacterial effect; the antibacterial agent has good compatibility with matrix resin, so the fabric can be preserved for a long timeThe antibacterial property is excellent; the antibacterial agent and other auxiliary agents act together to endow the fabric with comprehensive properties such as antibacterial, flame retardant, antistatic and the like.
Description
Technical Field
The invention belongs to the technical field of fabrics, and particularly relates to an antibacterial fabric based on modified polyester fibers.
Background
The polyester fiber is a synthetic fiber obtained by spinning polyester formed by polycondensation of organic dibasic acid and dihydric alcohol, is called PET fiber for short, and is invented in 1941, and is the first large variety of the current synthetic fiber. The polyester fiber produced in large quantities in industry is made of polyethylene terephthalate, and the commodity name of China is polyester. The polyester fiber has the advantages of high strength, high modulus, good elasticity and light resistance, good dimensional stability, easy washing and quick drying, good crease resistance and shape retention, fastness and durability, crease resistance, non-ironing, non-sticking and the like, and is a popular textile material.
However, in daily life, people inevitably contact with various microorganisms such as bacteria and mold, the microorganisms grow and propagate rapidly under proper external conditions such as temperature and humidity, sweat, sebum and the like of human bodies can remain in the use process of the polyester fiber, the substances are good nutrient sources of various microorganisms such as bacteria and mold, and hot air generated by the human body is difficult to volatilize, so that the polyester fiber fabric is extremely easy to grow germs, and the problem restricts the further development of polyester technology in many occasions. Chinese patent CN201510866954.5 provides a mesoporous zirconium phosphate loaded nano silver antibacterial polyester fiber, which has antibacterial effect, but has the defects of high cost, easy color change, incapability of keeping stable and excellent antibacterial effect for a long time and the like, and along with the improvement of living standard, the requirements of people on clothing materials are higher and higher, so that the design of an antibacterial fabric based on the modified polyester fiber is needed.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides an antibacterial fabric based on modified polyester fibers.
The aim of the invention can be achieved by the following technical scheme:
an antibacterial fabric based on modified polyester fibers is woven by polyester fibers, and the polyester fibers comprise the following raw materials in parts by weight: 90-100 parts of polyester resin, 3-5 parts of flame retardant, 1-2 parts of stabilizer, 1-3 parts of antistatic agent and 1-2 parts of antibacterial agent;
further, the polyester fiber is prepared by mixing raw materials in parts by weight, smelting and wire drawing and molding.
Further, the polyester resin is one or more of polyethylene terephthalate resin, polybutylene terephthalate resin and polybutylene terephthalate resin.
Further, the flame retardant is one or more of flame retardant DDP, melamine cyanurate and aluminum hydroxide.
Further, the stabilizer is one or more of an antioxidant 1010, an antioxidant 168 and an ultraviolet absorber UV-P.
Further, the antistatic agent is one or more of antistatic agent TD-5512, antistatic agent SK-212 and antistatic agent SN.
Wherein the antibacterial agent is prepared by the steps of:
s1, adding 5, 5-dimethyl hydantoin and sodium hydroxide into a three-neck flask at room temperature, then pouring absolute ethyl alcohol, heating to 90 ℃ after stirring uniformly, stirring at 90 ℃ for reaction for 10min, performing rotary evaporation, drying, directly adding N, N-dimethylformamide after drying, adding 1, 12-dichlorododecane, performing condensation reflux reaction at 95 ℃ for 8h, naturally cooling to room temperature, filtering, and performing reduced pressure distillation to obtain an intermediate 1; the dosage ratio of 5, 5-dimethyl hydantoin, sodium hydroxide, absolute ethyl alcohol, N-dimethylformamide and 1, 12-dichlorododecane is 25.6g:8g:80mL:110mL:47.8g;
the 5, 5-dimethyl hydantoin with equal molar weight reacts with sodium hydroxide in absolute ethanol solvent to generate sodium salt, and then the sodium salt reacts with 1, 12-dichlorododecane with equal molar weight to obtain an intermediate 1. The reaction process is as follows:
s2, adding an intermediate 1, (dimethylamino) acetyl chloride, dimethyl sulfoxide and triethylamine into a three-neck flask at room temperature under the protection of nitrogen, uniformly mixing and stirring, then slowly adding 10% sodium hydroxide solution by mass fraction, controlling the reaction temperature to be 80 ℃, performing reaction for 3 hours, performing rotary evaporation to remove part of solvent, purifying by column chromatography (eluent adopts a mixed solvent of benzene and methanol with the volume ratio of 9:1), and performing reduced pressure distillation to remove eluent to obtain an intermediate 2; the dosage ratio of the intermediate 1, (dimethylamino) acetyl chloride, dimethyl sulfoxide, triethylamine and sodium hydroxide is 33.1g:11mL:90mL:14mL:3mL;
under alkaline condition, intermediate l and (dimethylamino) acetyl chloride undergo nucleophilic substitution reaction, and triethylamine removes hydrogen chloride generated by the reaction. The reaction process is as follows:
s3, sequentially adding 1, 2-dichloroethane, an intermediate 2, hydroxyethyl hexahydro-S-triazine and anhydrous aluminum trichloride into a three-neck flask, stirring and reacting for 3 hours at 30 ℃, slowly adding into ice water for quenching after the reaction is finished, separating liquid, extracting a water layer by using dichloromethane, merging organic layers, concentrating at normal temperature, washing a concentrated product by using ice methanol, filtering, and vacuum drying a filter cake for 12 hours to obtain an antibacterial agent; the dosage ratio of 1, 2-dichloroethane, intermediate 2, hydroxyethyl hexahydro s-triazine and anhydrous aluminum trichloride is 100mL:22.6g:11g:6.7g;
under the action of nucleophile anhydrous aluminum trichloride, the acyl (Cl-C=O) of the intermediate 2 and the amino (-OH) of the hydroxyethyl hexahydro s-triazine undergo an addition reaction to generate ester, so as to obtain the antibacterial agent. The reaction process is as follows:
the antibacterial agent is a quaternary ammonium salt antibacterial agent, the quaternary ammonium salt antibacterial agent is an antibacterial agent with a very wide application range, has the advantages of good stability, washability, lasting effect and the like, has been widely applied to the fields of daily cleaning and disinfection, water treatment, textiles and medicine, and has the antibacterial mechanism that quaternary ammonium salt cations containing positive charges are dissociated in aqueous solution, and N is added + Ions can be adsorbed on the cell wall of bacteria with negative electricity, can destroy cell membranes, denature proteins, prevent DNA replication and propagation, and the like, thereby achieving an antibacterial effect; the short alkyl chain length of the quaternary ammonium salt antibacterial agent has great influence on antibacterial force, and the antibacterial agent has the best killing effect on bacteria when the number of carbon atoms in the chain is 10-16The quaternary ammonium salt antibacterial agent has the advantages that the alkyl chain has 12 carbon atoms, so the antibacterial effect is excellent; the antibacterial agent is structurally grafted with 5, 5-dimethyl hydantoin, and the 5, 5-dimethyl hydantoin has the effects of sterilization and corrosion resistance; the structure of the antibacterial agent is also grafted with hydroxyethyl hexahydro-s-triazine, and the hydroxyethyl hexahydro-s-triazine can be used as an auxiliary agent for textiles, has the effects of sterilization and bacteriostasis, has good stability, is suitable for high temperature, acid-base and other conditions, and has a slow-release sterilization mode, so that the antibacterial agent can stably play the roles of sterilization and bacteriostasis for a long time; the three sterilization structures cooperate to jointly improve the sterilization effect of the antibacterial agent; meanwhile, the antibacterial agent structure also contains hydroxyl, ester, amide and other groups, and due to similar compatibility, the existence of the groups enhances the compatibility of the antibacterial agent and matrix resin, so that the antibacterial agent is not easy to migrate and fall off, the antibacterial and bacteriostatic effects are fully and stably exerted, and the fabric has excellent antibacterial property for a long time.
The invention has the beneficial effects that: the quaternary ammonium salt antibacterial agent with long alkyl chain ensures that the fabric has good antibacterial effect, and the quaternary ammonium salt structure and 5, 5-dimethyl hydantoin and hydroxyethyl hexahydro s-triazine grafted on the antibacterial agent have synergistic effect, so that the fabric has excellent antibacterial effect; the antibacterial agent has good compatibility with matrix resin, so that the fabric can keep excellent antibacterial property for a long time; the antibacterial agent and other auxiliary agents act together to endow the fabric with comprehensive properties such as antibacterial, flame retardant, antistatic and the like.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The preparation of the antibacterial agent comprises the following specific reaction steps:
s1, dissolving 25.6g of 5, 5-dimethyl hydantoin and 8g of sodium hydroxide in 80mL of absolute ethyl alcohol, stirring at 90 ℃ for reaction for 10min, rotationally evaporating the solution at 45 ℃ to remove the solvent absolute ethyl alcohol, vacuum-drying the obtained sodium salt at 45 ℃ for 24h, then adding 110mL of N, N-dimethylformamide, adding 47.8g of 1, 12-dichlorododecane, condensing and refluxing at 95 ℃ for reaction for 8h, naturally cooling to room temperature, filtering, and distilling at 95 ℃ under reduced pressure to obtain an intermediate 1;
s2, adding 33.1g of intermediate 1, 11mL of (dimethylamino) acetyl chloride, 90mL of dimethyl sulfoxide and 14mL of triethylamine into a 250mL three-neck flask at room temperature under the protection of nitrogen, uniformly mixing and stirring, then slowly adding 3mL of 10% sodium hydroxide solution by mass fraction, controlling the reaction temperature to be 80 ℃, performing reaction for 3 hours, removing part of solvent by rotary evaporation, purifying by column chromatography (eluent adopts a mixed solvent of benzene and methanol with the volume ratio of 9:1), and removing the eluent by reduced pressure distillation to obtain intermediate 2;
s3, sequentially adding 100mL of 1, 2-dichloroethane, 22.6g of intermediate 2, 11g of hydroxyethyl hexahydros-triazine and 6.7g of anhydrous aluminum trichloride into a 250mL three-neck flask, stirring at 30 ℃ for reaction for 3 hours, slowly adding ice water for quenching after the reaction is finished, separating liquid, extracting a water layer with dichloromethane, combining organic layers, concentrating at normal temperature, washing a concentrated product with ice methanol, filtering, and vacuum drying a filter cake for 12 hours to obtain the antibacterial agent.
Example 2
The preparation method of the antibacterial agent comprises the following specific steps:
the remaining steps were unchanged, and step S3 of example 1 was removed to obtain an antibacterial agent.
Example 3
The preparation method of the antibacterial fabric based on the modified polyester fiber comprises the following specific steps:
90 parts of poly (terephthaloyl-butylene terephthalate) resin, 3 parts of aluminum hydroxide, 1 part of antioxidant 1010,1 parts of antistatic agent TD-5512,1 parts of the antibacterial agent of the embodiment 1 are mixed and smelted, then the smelted product is subjected to wiredrawing molding to obtain modified polyester fibers, and finally the modified polyester fibers are woven to obtain the antibacterial fabric.
Example 4
The preparation method of the antibacterial fabric based on the modified polyester fiber comprises the following specific steps:
95 parts of polybutylene terephthalate resin, 4 parts of melamine cyanurate, 1.5 parts of antioxidant 1010 and 168,2 parts of antistatic agent SK-212,1.5 parts of the antibacterial agent of the embodiment 1 are mixed and smelted, the smelted product is subjected to wiredrawing molding to obtain modified polyester fibers, and finally the modified polyester fibers are woven to obtain the antibacterial fabric.
Example 5
The preparation method of the antibacterial fabric based on the modified polyester fiber comprises the following specific steps:
100 parts of polyethylene terephthalate resin, 5 parts of flame retardant DDP and aluminum hydroxide, 2 parts of antioxidant 1010, antioxidant 168 and ultraviolet absorber UV-P,3 parts of antistatic agent SN and 2 parts of antibacterial agent of example 1 are mixed and smelted, then the smelted product is subjected to wiredrawing molding to obtain modified polyester fiber, and finally the modified polyester fiber is woven to obtain the antibacterial fabric.
Comparative example 1
The remaining steps were unchanged, and the antimicrobial agent of example 5 was removed to give a fabric.
Comparative example 2
The remaining steps were unchanged, and the antibacterial agent of example 5 was replaced with the antibacterial agent of example 2, to obtain a fabric.
Comparative example 3
The remaining steps were unchanged, and the antibacterial agent of example 5 was replaced with an antibacterial agent ZW30 of the biotechnology company ltd of nanjinshanshi blue shield to obtain a fabric.
Antibacterial test: evaluation of antimicrobial Properties of textiles according to GB/T20944.3-2008 part 3: the fabrics of examples 3-5 and comparative examples 1-3 were tested for antimicrobial properties by the vibration method. And (3) strain: coli ATCC25922, staphylococcus aureus ATCC6538, candida albicans ATCC10231. The test results for all items are shown in the following table:
| test item | Coli/% | Candida albicans/% | Staphylococcus aureus/% |
| Example 3 | 99.78 | 99.55 | 99.21 |
| Example 4 | 99.85 | 99.68 | 99.32 |
| Example 5 | 99.95 | 99.74 | 99.48 |
| Comparative example 1 | 37.42 | 34.68 | 35.29 |
| Comparative example 2 | 98.90 | 98.84 | 98.81 |
| Comparative example 3 | 98.89 | 98.83 | 98.81 |
From the above table, the antibacterial fabric obtained by the embodiment of the invention has excellent antibacterial effect; as can be seen from the comparison results of the example 5 and the comparative example 1, the antibacterial effect of the antibacterial fabric of the present invention is far better than that of the common fabric without antibacterial agent; as can be seen from the comparison results of the example 5 and the comparative example 2, the three antibacterial structures can exert synergistic effect, so as to jointly improve the antibacterial effect of the fabric; as is apparent from the comparison results of example 5 and comparative example 3, the antibacterial effect of the antibacterial fabric of the present invention is superior to that of the fabric using the existing antibacterial agent.
In the description of the present specification, the descriptions of the terms "one embodiment," "example," "specific example," and the like, mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present invention. In this specification, schematic representations of the above terms do not necessarily refer to the same embodiments or examples. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is merely illustrative and explanatory of the invention, as various modifications and additions may be made to the particular embodiments described, or in a similar manner, by those skilled in the art, without departing from the scope of the invention or exceeding the scope of the invention as defined in the claims.
Claims (9)
1. The antibacterial fabric based on the modified polyester fiber is characterized by being woven by the polyester fiber, wherein the polyester fiber comprises the following raw materials in parts by weight: 90-100 parts of polyester resin, 3-5 parts of flame retardant, 1-2 parts of stabilizer, 1-3 parts of antistatic agent and 1-2 parts of antibacterial agent;
wherein the antibacterial agent is prepared by the steps of:
s1, dissolving 5, 5-dimethyl hydantoin and sodium hydroxide in absolute ethyl alcohol, stirring at 90 ℃ for reaction for 10min, then carrying out rotary evaporation and drying, then adding N, N-dimethylformamide and 1, 12-dichlorododecane, condensing and refluxing at 95 ℃ for reaction for 8h, filtering, and carrying out reduced pressure distillation to obtain an intermediate 1;
s2, adding an intermediate 1, (dimethylamino) acetyl chloride, dimethyl sulfoxide and triethylamine into a flask at room temperature under the protection of nitrogen, stirring, adding a sodium hydroxide solution, reacting for 3 hours at 80 ℃, and performing rotary evaporation, column chromatography purification and reduced pressure distillation to obtain an intermediate 2;
s3, adding 1, 2-dichloroethane, an intermediate 2, hydroxyethyl hexahydro S-triazine and anhydrous aluminum trichloride into a flask, stirring and reacting for 3 hours at 30 ℃, then adding ice water for quenching, separating liquid, extracting a water layer with dichloromethane, combining organic layers, concentrating, washing, filtering and drying to obtain the antibacterial agent.
2. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the 5, 5-dimethylhydantoin, sodium hydroxide, absolute ethyl alcohol, N-dimethylformamide and 1, 12-dichlorododecane in the step S1 are used in an amount ratio of 25.6g:8g:80mL:110mL:47.8g.
3. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the intermediate 1 of step S2, the dosage ratio of (dimethylamino) acetyl chloride, dimethyl sulfoxide, triethylamine and sodium hydroxide is 33.1g:11mL:90mL:14mL:3mL.
4. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the dosage ratio of 1, 2-dichloroethane, intermediate 2, hydroxyethyl hexahydros-triazine and anhydrous aluminum trichloride in step S3 is 100mL:22.6g:11g:6.7g.
5. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the polyester fiber is prepared by mixing raw materials in parts by weight, smelting and drawing and molding.
6. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the polyester resin is one or more of polyethylene terephthalate resin, polybutylene terephthalate resin and polybutylene terephthalate resin.
7. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the flame retardant is one or more of flame retardant DDP, melamine cyanurate and aluminum hydroxide.
8. The antibacterial fabric based on modified polyester fibers according to claim 1, wherein the stabilizer is one or more of an antioxidant 1010, an antioxidant 168 and an ultraviolet absorber UV-P.
9. The antibacterial fabric based on modified polyester fiber according to claim 1, wherein the antistatic agent is one or more of antistatic agent TD-5512, antistatic agent SK-212 and antistatic agent SN.
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