CN110644123B - Durable antibacterial easy-to-dye hydrophilic polyester fiber fabric - Google Patents
Durable antibacterial easy-to-dye hydrophilic polyester fiber fabric Download PDFInfo
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- CN110644123B CN110644123B CN201910946267.2A CN201910946267A CN110644123B CN 110644123 B CN110644123 B CN 110644123B CN 201910946267 A CN201910946267 A CN 201910946267A CN 110644123 B CN110644123 B CN 110644123B
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- polyester fiber
- ammonium salt
- fiber fabric
- monomer
- hydrophilic
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- 229920000728 polyester Polymers 0.000 title claims abstract description 83
- 239000000835 fiber Substances 0.000 title claims abstract description 81
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 47
- 239000004744 fabric Substances 0.000 title claims abstract description 41
- 239000000178 monomer Substances 0.000 claims abstract description 63
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 19
- 239000011734 sodium Substances 0.000 claims abstract description 11
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 11
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 11
- 150000001450 anions Chemical class 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims description 34
- 150000003863 ammonium salts Chemical group 0.000 claims description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 30
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 238000002360 preparation method Methods 0.000 claims description 15
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 14
- 238000004043 dyeing Methods 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 12
- 238000009940 knitting Methods 0.000 claims description 12
- 238000004537 pulping Methods 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 239000012043 crude product Substances 0.000 claims description 10
- 239000003963 antioxidant agent Substances 0.000 claims description 8
- 230000003078 antioxidant effect Effects 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000006068 polycondensation reaction Methods 0.000 claims description 7
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000012760 heat stabilizer Substances 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- -1 ammonium salt modified glycol Chemical class 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 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 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 150000002009 diols Chemical class 0.000 claims description 4
- CBEQRNSPHCCXSH-UHFFFAOYSA-N iodine monobromide Chemical compound IBr CBEQRNSPHCCXSH-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 claims description 4
- LDLCZOVUSADOIV-UHFFFAOYSA-N 2-bromoethanol Chemical compound OCCBr LDLCZOVUSADOIV-UHFFFAOYSA-N 0.000 claims description 3
- LAMUXTNQCICZQX-UHFFFAOYSA-N 3-chloropropan-1-ol Chemical compound OCCCCl LAMUXTNQCICZQX-UHFFFAOYSA-N 0.000 claims description 3
- HXHGULXINZUGJX-UHFFFAOYSA-N 4-chlorobutanol Chemical compound OCCCCCl HXHGULXINZUGJX-UHFFFAOYSA-N 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 claims description 3
- 229910052740 iodine Inorganic materials 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 claims description 3
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 claims description 2
- RQFUZUMFPRMVDX-UHFFFAOYSA-N 3-Bromo-1-propanol Chemical compound OCCCBr RQFUZUMFPRMVDX-UHFFFAOYSA-N 0.000 claims description 2
- SIJLYRDVTMMSIP-UHFFFAOYSA-N 4-Bromo-1-butanol Chemical compound OCCCCBr SIJLYRDVTMMSIP-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- KRXBVZUTZPDWQI-UHFFFAOYSA-N ethane-1,2-diol;titanium Chemical compound [Ti].OCCO KRXBVZUTZPDWQI-UHFFFAOYSA-N 0.000 claims description 2
- 150000003944 halohydrins Chemical class 0.000 claims description 2
- LQHZUHYCGBWCKC-UHFFFAOYSA-M sodium;1,4-dihydroxybutane-2-sulfonate Chemical group [Na+].OCCC(CO)S([O-])(=O)=O LQHZUHYCGBWCKC-UHFFFAOYSA-M 0.000 claims 1
- 230000002045 lasting effect Effects 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001768 cations Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 150000003839 salts Chemical group 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 238000005303 weighing Methods 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
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04B—KNITTING
- D04B1/00—Weft knitting processes for the production of fabrics or articles not dependent on the use of particular machines; Fabrics or articles defined by such processes
- D04B1/14—Other fabrics or articles characterised primarily by the use of particular thread materials
- D04B1/16—Other fabrics or articles characterised primarily by the use of particular thread materials synthetic threads
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6856—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6886—Dicarboxylic acids and dihydroxy compounds
-
- 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
-
- 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
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04B—KNITTING
- D04B21/00—Warp knitting processes for the production of fabrics or articles not dependent on the use of particular machines; Fabrics or articles defined by such processes
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
- D10B2331/04—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyesters, e.g. polyethylene terephthalate [PET]
Abstract
The invention relates to a durable antibacterial easy-to-dye hydrophilic polyester fiber fabric, and belongs to the technical field of polyester fiber fabrics. The double quaternary ammonium salt modified monomer is adopted as a hydrophilic and antibacterial monomer, and the main chain of the polyester fiber molecule contains a large amount of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a chromophil anion modified monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber. The polyester fiber fabric is easy to dye, realizes the comprehensive effects of hydrophilicity, antistatic property and lasting antibacterial property, and has wide application prospect.
Description
Technical Field
The invention relates to a divisional application of a durable antibacterial easy-dyeing hydrophilic polyester fiber fabric and a preparation method thereof, wherein the application date is 2018, 4 months and 4 days, and the application number is 201810301257.9. The invention belongs to the technical field of polyester fiber fabrics, and relates to a durable antibacterial easy-dyeing hydrophilic polyester fiber fabric.
Background
The polyester fiber is a synthetic fiber obtained by spinning polyester formed by polycondensation of organic dibasic acid and dihydric alcohol. The polyester fiber produced in large scale is made of polyethylene terephthalate, and the Chinese trade name is terylene. The polyester fiber has the advantages of high strength, high modulus, good elasticity and light resistance, good dimensional stability, easy washing and quick drying, and the like, and is a popular textile material.
But because the molecular structure of the polyester is arranged regularly, the crystallinity is high, the modulus is large, the polar functional group is lacked, the moisture absorption of the fiber is poor, the moisture regain of the fiber is only 0.4 percent under the standard environment, and the moisture regain of the natural fiber cotton reaches 7.5 percent; the conventional polyester fiber dyeing needs to be carried out under the conditions of high temperature and high pressure of 130 ℃, and a large amount of energy is consumed; the polyester fiber also has the problems of easy generation of bacteria and the like; the problems of poor hygroscopicity and dyeing property of polyester fibers, easy generation of bacteria and the like restrict further development of polyester technology in many occasions. Researchers are always striving to pursue the goal of preparing a fiber which has the advantages of moisture absorption performance, quick drying performance, softness performance and the like and simultaneously has the excellent mechanical properties of polyester fiber.
For example, chinese patent CN201410037950.1 relates to a method for preparing highly hydrophilic dyeable polyester fiber, which can be widely used for preparing moisture-absorbing sweat-releasing antistatic fiber; chinese patent CN201510866954.5 provides a mesoporous zirconium phosphate loaded nano-silver antibacterial polyester fiber which has the characteristic of lasting antibacterial effect. But the performance of the two is single.
Disclosure of Invention
In order to overcome the defects and shortcomings of the prior art, the invention provides a durable antibacterial easy-to-dye hydrophilic polyester fiber fabric and a preparation method thereof.
A dyeable hydrophilic polyester fiber fabric with lasting antibacterial property, the dyeable hydrophilic quaternary ammonium salt modified polyester fiber for knitting adopts biquaternary ammonium salt modified dihydric alcohol monomer as hydrophilic and antibacterial monomer, the main chain of the polyester fiber molecule contains a large amount of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a chromophil anion modified monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber.
The preparation method of the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric comprises the following steps:
sequentially adding a biquaternary ammonium salt modified dihydric alcohol monomer, ethylene glycol, terephthalic acid, a polycondensation catalyst, a heat stabilizer and an antioxidant into a reactor, stirring and pulping, and heating to 230-250 ℃ for reaction; and then adding an easily-dyed anionic monomer into the reactor, heating to continue reaction, cooling, slicing, drawing to obtain easily-dyed hydrophilic quaternary ammonium salt modified polyester fiber, and knitting to obtain the durable antibacterial easily-dyed hydrophilic polyester fiber fabric.
Furthermore, the preparation method of the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric comprises the following steps in parts by weight:
sequentially adding 20-25 parts of biquaternary ammonium salt modified dihydric alcohol monomer, 25-28 parts of ethylene glycol, 130-150 parts of terephthalic acid, 0.1-0.5 part of polycondensation catalyst, 0.01-0.03 part of heat stabilizer and 0.01-0.03 part of antioxidant into a reactor provided with a stirrer and a heating device, stirring and pulping at normal temperature, heating to 230-250 ℃ after pulping, and reacting for 2-3 hours; and then adding 1.5-3 parts of easily-dyed anionic monomer into the reactor, heating to 240-260 ℃, reacting for 1-2 hours, heating to 265-280 ℃, continuing to react for 3-5 hours, cooling, slicing, drawing to obtain easily-dyed hydrophilic quaternary ammonium salt modified polyester fibers, and knitting to obtain the durable antibacterial easily-dyed hydrophilic polyester fiber fabric.
The polycondensation catalyst is at least one of ethylene glycol titanium, antimony trioxide and antimony acetate.
The heat stabilizer is at least one of trimethyl phosphate and tris (nonylphenyl) phosphite.
The antioxidant is at least one of a basf antioxidant 1010, a basf antioxidant B900 and tris (2, 4-di-tert-butylphenyl) phosphite.
The chromophil anion monomer is 1, 4-dihydroxy butane-2-sodium sulfonate.
The molecular structural formula of the biquaternary ammonium salt modified dihydric alcohol monomer (in the formula, m is 1-3, n is 1-5, and X is Cl (chlorine) or Br (bromine)) is as follows:
the preparation method of the biquaternary ammonium salt modified dihydric alcohol monomer comprises the following steps:
sequentially adding 1-1.2 mol of dibasic tertiary amine, 0.001-0.002 mol of catalyst and 1-2 mol of ethyl acetate into a reactor provided with a stirrer, a heating device and a liquid dropping device, heating to 80-120 ℃, then slowly dropping 2mol of halohydrin into the reactor through the liquid dropping device, continuing stirring and reacting for 2-3 hours after dropping for 1-2 hours, then cooling to room temperature, removing ethyl acetate and unreacted monomers through reduced pressure distillation to obtain a crude product of the biquaternary ammonium salt monomer, and washing the crude product of the biquaternary ammonium salt monomer with ethyl ether and drying in vacuum to obtain the biquaternary ammonium salt modified dihydric alcohol monomer.
The dibasic tertiary amine is at least one of N, N ' -tetramethyl ethylenediamine, N ' -tetramethyl-1, 3-propane diamine, N ' -tetramethyl-1, 4-butane diamine, N ' -tetramethyl-1, 5-pentane diamine and N, N ' -tetramethyl-1, 6-hexane diamine; the catalyst is at least one of iodine and iodine bromide; the halogenated alcohol is at least one of 2-chloroethanol, 3-chloropropanol, 2-bromoethanol, 3-bromopropanol, 4-chloro-1-butanol and 4-bromo-1-butanol.
The durable antibacterial easy-to-dye hydrophilic polyester fiber fabric has the following advantages: (1) modified dihydric alcohol (biquaternary ammonium salt modified dihydric alcohol monomer) containing biquaternary ammonium salt ions is synthesized and used as a monomer for the synthesis and modification of polyester fibers, so that the hydrophilic property and the lasting antibacterial property of the polyester fabric are improved (the quaternary ammonium salt ions are positioned in the molecular structure of the polyester); (2) 1, 4-dihydroxy butane-2-sodium sulfonate is used as a chromophil anion modified monomer, on one hand, the regularity of the original polyester structure is looser because the monomer contains a side group, and on the other hand, the original polyester molecular chain contains a sulfonic acid group, so that the monomer is easy to carry out ion exchange with a cation group in a cation pigment and is easier to dye; (3) the sulfonate anion group is positioned on the branched chain of the polyester fiber and is cooperated with the quaternary ammonium salt ion, so that the hydrophilicity of the polyester fiber fabric is greatly improved, and the antistatic property and the stain resistance of the polyester fiber fabric are further improved.
Detailed Description
The durable antibacterial easy-dyeing hydrophilic polyester fiber fabric and the preparation method thereof are further described with reference to the following examples. It is to be understood that the specific embodiments described herein are merely illustrative of the relevant invention and not restrictive of the invention.
Example 1
A dyeable hydrophilic polyester fiber fabric with lasting antibacterial property, the dyeable hydrophilic quaternary ammonium salt modified polyester fiber for knitting adopts biquaternary ammonium salt modified dihydric alcohol monomer as hydrophilic and antibacterial monomer, the main chain of the polyester fiber molecule contains a large amount of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a chromophil anion modified monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber; the preparation method comprises the following steps in parts by weight:
in a reactor with a stirrer and a heating device, sequentially adding 22 parts of biquaternary ammonium salt modified dihydric alcohol monomer, 27 parts of ethylene glycol, 148 parts of terephthalic acid, 0.3 part of antimony trioxide, 0.02 part of trimethyl phosphate and 0.015 part of Pasteur antioxidant 1010 into the reactor, stirring and pulping at normal temperature, heating to 240 ℃ after pulping, and reacting for 2.5 hours; and then adding 2.5 parts of 1, 4-dihydroxy butane-2-sodium sulfonate into the reactor, heating to 255 ℃, reacting for 1.5h, heating to 270 ℃, continuing to react for 4h, cooling, slicing, drawing to obtain the easy-to-dye hydrophilic quaternary ammonium salt modified polyester fiber, and knitting to obtain the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric.
The preparation method of the diquaternary ammonium salt modified diol monomer in the embodiment comprises the following steps:
sequentially adding 1.1mol of N, N' -tetramethyl-1, 3-propanediamine, 0.001mol of iodine bromide and 1.5mol of ethyl acetate into a reactor provided with a stirrer, a heating device and a dropping device, heating to 110 ℃, then slowly dropping 2mol of 3-chloropropanol into the reactor through the dropping device, continuously stirring after 1.5h of dropping, keeping the temperature for reaction for 2.4h, then cooling to room temperature, removing the ethyl acetate and unreacted monomers by reduced pressure distillation to obtain a crude product of the biquaternary ammonium salt monomer, and washing the crude product of the biquaternary salt monomer with ether and drying in vacuum to obtain the biquaternary salt modified dihydric alcohol monomer.
Example 2
A dyeable hydrophilic polyester fiber fabric with lasting antibacterial property, the dyeable hydrophilic quaternary ammonium salt modified polyester fiber for knitting adopts biquaternary ammonium salt modified dihydric alcohol monomer as hydrophilic and antibacterial monomer, the main chain of the polyester fiber molecule contains a large amount of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a chromophil anion modified monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber; the preparation method comprises the following steps in parts by weight:
in a reactor with a stirrer and a heating device, adding 25 parts of biquaternary ammonium salt modified dihydric alcohol monomer, 25 parts of ethylene glycol, 150 parts of terephthalic acid, 0.5 part of titanium glycol, 0.03 part of tris (nonylphenyl) phosphite and 0.03 part of tris (2, 4-di-tert-butylphenyl) phosphite into the reactor in sequence, stirring and pulping at normal temperature, heating to 250 ℃ after pulping, and reacting for 2 hours; and then adding 3 parts of 1, 4-dihydroxy butane-2-sodium sulfonate into the reactor, heating to 260 ℃, reacting for 1 hour, heating to 280 ℃, continuing to react for 3 hours, cooling, slicing, drawing to obtain the easy-to-dye hydrophilic quaternary ammonium salt modified polyester fiber, and knitting to obtain the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric.
The preparation method of the diquaternary ammonium salt modified diol monomer in the embodiment comprises the following steps:
sequentially adding 1.2mol of N, N' -tetramethyl-1, 6-hexanediamine, 0.002mol of iodine and 2mol of ethyl acetate into a reactor provided with a stirrer, a heating device and a dropping device, heating to 120 ℃, then slowly dropping 2mol of 2-bromoethanol into the reactor through the dropping device, continuing stirring and carrying out heat preservation reaction for 2h after 1h of dropping is finished, then cooling to room temperature, carrying out reduced pressure distillation to remove ethyl acetate and unreacted monomers to obtain a crude product of the biquaternary ammonium salt monomer, and washing the crude product of the biquaternary ammonium salt monomer with ethyl ether and carrying out vacuum drying to obtain the biquaternary ammonium salt modified dihydric alcohol monomer.
Example 3
A dyeable hydrophilic polyester fiber fabric with lasting antibacterial property, the dyeable hydrophilic quaternary ammonium salt modified polyester fiber for knitting adopts biquaternary ammonium salt modified dihydric alcohol monomer as hydrophilic and antibacterial monomer, the main chain of the polyester fiber molecule contains a large amount of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a chromophil anion modified monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber; the preparation method comprises the following steps in parts by weight:
in a reactor with a stirrer and a heating device, sequentially adding 20 parts of biquaternary ammonium salt modified dihydric alcohol monomer, 28 parts of ethylene glycol, 130 parts of terephthalic acid, 0.1 part of antimony acetate, 0.01 part of trimethyl phosphate and 0.01 part of tris (2, 4-di-tert-butylphenyl) phosphite into the reactor, stirring and pulping at normal temperature, heating to 230 ℃ after pulping, and reacting for 3 hours; and then adding 1.5 parts of 1, 4-dihydroxy butane-2-sodium sulfonate into the reactor, heating to 240 ℃, reacting for 2 hours, heating to 265 ℃, continuing to react for 5 hours, cooling, slicing, drawing to obtain the easy-to-dye hydrophilic quaternary ammonium salt modified polyester fiber, and knitting to obtain the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric.
The preparation method of the diquaternary ammonium salt modified diol monomer in the embodiment comprises the following steps:
sequentially adding 1mol of N, N' -tetramethylethylenediamine, 0.001mol of iodine bromide and 1mol of ethyl acetate into a reactor provided with a stirrer, a heating device and a dropping device, heating to 80 ℃, slowly dropping 2mol of 4-chloro-1-butanol into the reactor through the dropping device, continuously stirring after 2h of dropping is finished, carrying out heat preservation reaction for 3h, cooling to room temperature, carrying out reduced pressure distillation to remove the ethyl acetate and unreacted monomers to obtain a crude product of the biquaternary ammonium salt monomer, and washing the crude product of the biquaternary ammonium salt monomer with diethyl ether and carrying out vacuum drying to obtain the biquaternary ammonium salt modified dihydric alcohol monomer.
Comparative example: and (3) carrying out performance test by taking a commercial antibacterial polyester fiber fabric as a comparative example.
Hydrophilic performance test, according to the weighing method, the hydrophilic performance, the antibacterial performance (GB/T20944 and 2007 evaluation of textile antibacterial performance) and the dyeing performance test results of the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric and the comparative example in the examples 1-3 are shown in Table 1.
TABLE 1 durable antibacterial easy-dyeing hydrophilic polyester fiber fabric performance
As can be seen from Table 1, the moisture regain, the average resistance and the dyeing performance of the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric are far higher than those of the commercially available polyester fiber.
Claims (9)
1. The durable antibacterial easy-to-dye hydrophilic polyester fiber fabric is characterized by comprising the following preparation methods: sequentially adding a biquaternary ammonium salt modified dihydric alcohol monomer, ethylene glycol, terephthalic acid, a polycondensation catalyst, a heat stabilizer and an antioxidant into a reactor, stirring and pulping, and heating to 230-250 ℃ for reaction; then adding an easily-dyed anionic monomer into the reactor, heating to continue reaction, cooling, slicing and drawing to obtain easily-dyed hydrophilic quaternary ammonium salt modified polyester fibers, and knitting to obtain the durable antibacterial easily-dyed hydrophilic polyester fiber fabric;
according to the durable antibacterial easy-to-dye hydrophilic polyester fiber fabric, the easy-to-dye hydrophilic quaternary ammonium salt modified polyester fiber for knitting adopts biquaternary ammonium salt modified dihydric alcohol monomers as hydrophilic and antibacterial monomers, and the main chain of the polyester fiber molecule contains a large number of quaternary ammonium salt groups; 1, 4-dihydroxy butane-2-sodium sulfonate is adopted as a dyeable anion monomer, and a sulfonate anion group is positioned on a branched chain of the polyester fiber.
2. The durable antibacterial easy-to-dye hydrophilic polyester fiber fabric according to claim 1, which is characterized in that the preparation method comprises the following steps in parts by weight:
sequentially adding 20-25 parts of biquaternary ammonium salt modified dihydric alcohol monomer, 25-28 parts of ethylene glycol, 130-150 parts of terephthalic acid, 0.1-0.5 part of polycondensation catalyst, 0.01-0.03 part of heat stabilizer and 0.01-0.03 part of antioxidant into a reactor provided with a stirrer and a heating device, stirring and pulping at normal temperature, heating to 230-250 ℃ after pulping, and reacting for 2-3 hours; and then adding 1.5-3 parts of easily-dyed anionic monomer into the reactor, heating to 240-260 ℃, reacting for 1-2 hours, heating to 265-280 ℃, continuing to react for 3-5 hours, cooling, slicing, drawing to obtain easily-dyed hydrophilic quaternary ammonium salt modified polyester fibers, and knitting to obtain the durable antibacterial easily-dyed hydrophilic polyester fiber fabric.
3. A durable antibacterial easy-dyeing hydrophilic polyester fiber fabric as claimed in claim 1 or 2, wherein the polycondensation catalyst is at least one of ethylene glycol titanium, antimony trioxide and antimony acetate.
4. A durable antibacterial easy-dyeing hydrophilic polyester fiber fabric according to claim 1 or 2, wherein the heat stabilizer is at least one of trimethyl phosphate and tris (nonylphenyl) phosphite.
5. A durable antibacterial easy-dyeing hydrophilic polyester fiber fabric according to claim 1 or 2, wherein the antioxidant is at least one of basf antioxidant 1010, basf antioxidant B900 and tris (2, 4-di-tert-butylphenyl) phosphite.
6. A durable and antibacterial easy-dyeing hydrophilic polyester fiber fabric according to claim 1 or 2, wherein the easy-dyeing anionic monomer is sodium 1, 4-dihydroxybutane-2-sulfonate.
7. The durable, antibacterial and easily-dyed hydrophilic polyester fiber fabric according to claim 1 or 2, wherein the molecular structural formula of the diquaternary ammonium salt modified glycol monomer is as follows:
wherein m is 1-3; n is 1 to 5; x is Cl (chlorine) or Br (bromine).
8. The durable antibacterial easy-to-dye hydrophilic polyester fiber fabric according to claim 1 or 2, wherein the preparation method of the biquaternary ammonium salt modified diol monomer comprises the following steps:
sequentially adding 1-1.2 mol of dibasic tertiary amine, 0.001-0.002 mol of catalyst and 1-2 mol of ethyl acetate into a reactor provided with a stirrer, a heating device and a liquid dropping device, heating to 80-120 ℃, then slowly dropping 2mol of halohydrin into the reactor through the liquid dropping device, continuing stirring and reacting for 2-3 hours after dropping for 1-2 hours, then cooling to room temperature, removing ethyl acetate and unreacted monomers through reduced pressure distillation to obtain a crude product of the biquaternary ammonium salt monomer, and washing the crude product of the biquaternary ammonium salt monomer with ethyl ether and drying in vacuum to obtain the biquaternary ammonium salt modified dihydric alcohol monomer.
9. The durable, antibacterial and easily dyeable hydrophilic polyester fiber fabric according to claim 8, wherein the dibasic tertiary amine is at least one of N, N ' -tetramethylethylenediamine, N ' -tetramethyl-1, 3-propanediamine, N ' -tetramethyl-1, 4-butanediamine, N ' -tetramethyl-1, 5-pentanediamine, N ' -tetramethyl-1, 6-hexanediamine; the catalyst is at least one of iodine and iodine bromide; the halogenated alcohol is at least one of 2-chloroethanol, 3-chloropropanol, 2-bromoethanol, 3-bromopropanol, 4-chloro-1-butanol and 4-bromo-1-butanol.
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| GB2578479B (en) * | 2018-10-29 | 2023-05-03 | Green Lizard Tech Ltd | Vegetable oil treatment process |
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| WO2021107870A1 (en) * | 2019-11-25 | 2021-06-03 | Agency For Science, Technology And Research | Antimicrobial agent, coating formulation, composite surface coating and methods of preparing the same |
| CN111471168A (en) * | 2020-05-29 | 2020-07-31 | 陕西科技大学 | Quaternary ammonium salt antibacterial biodegradable material and preparation method and application thereof |
| CN111471169B (en) * | 2020-06-15 | 2022-12-06 | 扬州富威尔复合材料有限公司 | Antibacterial polyester chip and preparation method thereof |
| CN111621008B (en) * | 2020-07-06 | 2022-08-02 | 河南功能高分子膜材料创新中心有限公司 | Preparation method of antibacterial high-temperature-resistant copolyester |
| CN111993717A (en) * | 2020-08-31 | 2020-11-27 | 南通永逸仕染整科技有限公司 | Hydrophilic antibacterial high-color-absorption polyester-acrylic composite yarn fabric and preparation method thereof |
| CN112646159B (en) * | 2020-12-21 | 2022-09-27 | 浙江光华科技股份有限公司 | Preparation method of quaternary ammonium salt modified polyester resin for antibacterial powder coating |
| CN114057615B (en) * | 2021-11-11 | 2022-08-02 | 浙江大学 | High-temperature-resistant polymerizable antibacterial agent, preparation thereof and application thereof in synthesis of antibacterial polyester |
| CN114250541B (en) * | 2021-12-30 | 2023-04-25 | 匹克（中国）有限公司 | Moisture-absorbing quick-drying antibacterial fabric and preparation method thereof |
| CN115595685B (en) * | 2022-10-13 | 2024-02-20 | 厦门翔鹭化纤股份有限公司 | Hydrophilic polyester fiber and preparation method and application thereof |
| CN115651177B (en) * | 2022-10-13 | 2023-10-20 | 厦门翔鹭化纤股份有限公司 | Hydrophilic polyester granules and preparation method thereof |
| CN115806661B (en) * | 2023-02-09 | 2023-06-02 | 江苏恒力化纤股份有限公司 | Method for preparing high molecular weight acidic dyeable block copolyesters by liquid phase polycondensation |
| CN115785421B (en) * | 2023-02-09 | 2023-06-02 | 江苏恒力化纤股份有限公司 | Method for preparing high molecular weight acidic dyeable polyester by solid phase polycondensation method |
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