CN118048708A - Moisture-absorbing quick-drying polyester fiber and fabric - Google Patents
Moisture-absorbing quick-drying polyester fiber and fabric Download PDFInfo
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- CN118048708A CN118048708A CN202410452834.XA CN202410452834A CN118048708A CN 118048708 A CN118048708 A CN 118048708A CN 202410452834 A CN202410452834 A CN 202410452834A CN 118048708 A CN118048708 A CN 118048708A
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- 229920000728 polyester Polymers 0.000 title claims abstract description 70
- 239000000835 fiber Substances 0.000 title claims abstract description 68
- 238000001035 drying Methods 0.000 title claims abstract description 44
- 239000004744 fabric Substances 0.000 title claims abstract description 27
- 239000000178 monomer Substances 0.000 claims abstract description 31
- 150000002009 diols Chemical class 0.000 claims abstract description 27
- 238000002360 preparation method Methods 0.000 claims abstract description 19
- 238000009987 spinning Methods 0.000 claims abstract description 17
- 239000002253 acid Substances 0.000 claims abstract description 13
- HUXJXNSHCKHFIL-UHFFFAOYSA-N 1-(2-bromoethoxy)-2-methoxyethane Chemical compound COCCOCCBr HUXJXNSHCKHFIL-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 57
- 239000000047 product Substances 0.000 claims description 53
- 238000006243 chemical reaction Methods 0.000 claims description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 238000003756 stirring Methods 0.000 claims description 34
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims description 30
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 24
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 22
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 20
- 230000001681 protective effect Effects 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 19
- 238000005886 esterification 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 15
- 238000002156 mixing Methods 0.000 claims description 15
- 239000000376 reactant Substances 0.000 claims description 15
- 238000004321 preservation Methods 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 14
- 239000008367 deionised water Substances 0.000 claims description 13
- 229910021641 deionized water Inorganic materials 0.000 claims description 13
- 239000000243 solution Substances 0.000 claims description 13
- 238000005303 weighing Methods 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 10
- 235000009518 sodium iodide Nutrition 0.000 claims description 10
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 10
- YYXFJSDMOVHLMJ-UHFFFAOYSA-N (4-hydroxyphenoxy)boronic acid Chemical compound OB(O)OC1=CC=C(O)C=C1 YYXFJSDMOVHLMJ-UHFFFAOYSA-N 0.000 claims description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 9
- 238000001816 cooling Methods 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- KNDQHSIWLOJIGP-RNGGSSJXSA-N (3ar,4r,7s,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound C1[C@@H]2[C@@H]3C(=O)OC(=O)[C@@H]3[C@H]1C=C2 KNDQHSIWLOJIGP-RNGGSSJXSA-N 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- SZWBRVPZWJYIHI-UHFFFAOYSA-N 4-n-Hexylphenol Chemical compound CCCCCCC1=CC=C(O)C=C1 SZWBRVPZWJYIHI-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 238000007865 diluting Methods 0.000 claims description 6
- 238000002074 melt spinning Methods 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 5
- OCJUNNNZCBGXCC-UHFFFAOYSA-N [Br].ClC(Cl)(Cl)Cl Chemical compound [Br].ClC(Cl)(Cl)Cl OCJUNNNZCBGXCC-UHFFFAOYSA-N 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 239000005457 ice water Substances 0.000 claims description 5
- 235000010265 sodium sulphite Nutrition 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 4
- -1 alcohol amine Chemical class 0.000 claims description 4
- PNPBGYBHLCEVMK-UHFFFAOYSA-N benzylidene(dichloro)ruthenium;tricyclohexylphosphanium Chemical compound Cl[Ru](Cl)=CC1=CC=CC=C1.C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1.C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1 PNPBGYBHLCEVMK-UHFFFAOYSA-N 0.000 claims description 4
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 239000011984 grubbs catalyst Substances 0.000 claims description 4
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 238000010025 steaming Methods 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 claims description 2
- ZNPSUQQXTRRSBM-UHFFFAOYSA-N 4-n-Pentylphenol Chemical compound CCCCCC1=CC=C(O)C=C1 ZNPSUQQXTRRSBM-UHFFFAOYSA-N 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 4
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 abstract description 4
- 229920000570 polyether Polymers 0.000 abstract description 4
- 238000006467 substitution reaction Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000005893 bromination reaction Methods 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- 239000012044 organic layer Substances 0.000 description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 12
- 230000004048 modification Effects 0.000 description 10
- 238000012986 modification Methods 0.000 description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 9
- 239000012046 mixed solvent Substances 0.000 description 9
- 230000007935 neutral effect Effects 0.000 description 9
- 239000003208 petroleum Substances 0.000 description 9
- 239000000741 silica gel Substances 0.000 description 9
- 229910002027 silica gel Inorganic materials 0.000 description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 8
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000001514 detection method Methods 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000004594 Masterbatch (MB) Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000009423 ventilation Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- COIQUVGFTILYGA-UHFFFAOYSA-N (4-hydroxyphenyl)boronic acid Chemical compound OB(O)C1=CC=C(O)C=C1 COIQUVGFTILYGA-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004900 Hydrophilic Finishing Agent Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
Classifications
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
- Y02P70/62—Manufacturing or production processes characterised by the final manufactured product related technologies for production or treatment of textile or flexible materials or products thereof, including footwear
Landscapes
- Polyesters Or Polycarbonates (AREA)
Abstract
The invention discloses a moisture-absorbing quick-drying polyester fiber and fabric, which belongs to the technical field of functional fiber fabric preparation, and is prepared by polycondensation and spinning of dibasic acid and a modified diol monomer, wherein the modified diol monomer takes p-alkylphenol as a raw material, and is introduced into an alkyl section, and is introduced into a polyether section through 1-bromo-2- (2-methoxyethoxy) ethane, and then is sequentially introduced into a polyhydroxy through bromination reaction and substitution reaction with phenylboronic acid and a bromo-object.
Description
Technical Field
The invention relates to the technical field of functional fiber fabric preparation, in particular to moisture-absorbing and quick-drying polyester fiber and fabric.
Background
Polyester fiber (polyester) is used as one of three main force fibers in synthetic fibers, and has the advantages of high modulus, high strength, good crease resistance, shape retention, heat resistance and the like, and is widely applied to clothing fabrics and other non-clothing fields due to the excellent physical and chemical properties. Since the advent of polyester fiber products, the polyester fiber products were used as the main textile materials for weaving various textiles with good drapability and high strength, and the fabrics were stiff and smooth and easy to dry. However, the polyester macromolecular chains are regular, the polar functional groups are lacked, the surfaces of the fibers are smooth, the hygroscopicity of the fibers is poor, the moisture regain of the fibers under a standard environment is only 0.4%, and the moisture regain of the natural cotton fibers reaches 7.5%, so that the application of the fibers in the field with high requirements on moisture absorption and ventilation is limited, the elasticity is low, and the softness of the fabrics is poor. Therefore, the development of the polyester fiber which integrates the moisture absorption performance, the quick drying performance and the softness performance and simultaneously maintains the excellent mechanical properties of the fiber has important significance for expanding the further application and development of the polyester fiber.
In the prior art, the modification of the polyester fiber is mainly concentrated on finishing modification, blending modification and copolymerization modification, wherein the finishing modification is carried out by coating the fiber or fabric with a hydrophilic finishing agent to improve the hygroscopicity and softness of the fiber or fabric, the process flow is complex, a large amount of energy is consumed, the modification effect mechanism is to endow the fiber or fabric with the hydrophilia and softness by virtue of the property of coating the finishing agent, the binding force between the finishing agent and the fiber is poor, the temporary effect is generally achieved, and the hygroscopicity effect is obviously reduced along with the increase of the using times and time; the blending modification is to improve the hygroscopicity of the fiber by blending and spinning with the masterbatch with high hygroscopicity, which puts an extremely high requirement on the hygroscopicity of the masterbatch, and the blend can generate a phase separation phenomenon along with the increase of the mass fraction of the masterbatch, so that the influence on the mechanical property of the fabric is larger, and the requirement on the spinning process is higher; the copolymerization modification is usually to introduce polyethylene glycol macromolecules into the polymerization, which can endow the fiber with permanent hygroscopicity but has a great influence on the quick-drying performance.
Disclosure of Invention
The invention provides a moisture-absorbing and quick-drying polyester fiber and fabric aiming at the problems.
The aim of the invention is realized by adopting the following technical scheme:
the moisture-absorbing quick-drying polyester fiber is prepared by polycondensation and spinning of dibasic acid and modified diol monomers, and the preparation method comprises the following steps:
S1, preparation of modified diol monomer
(1) Weighing p-alkylphenol, dissolving in a dimethylformamide solvent, adding alkali, fully stirring and mixing, adding 1-bromo-2- (2-methoxyethoxy) ethane, adding sodium iodide as a catalyst, stirring and reacting for 8-12 hours at normal temperature, adding deionized water after the reaction is finished to dilute a reaction system, extracting a product with dichloromethane, concentrating under reduced pressure, and passing through a column to remove unreacted reactants to obtain a first product;
(2) Dissolving the first product in a carbon tetrachloride solvent, adding iron powder as a catalyst under the conditions of protective atmosphere and ice water bath, adding a bromine carbon tetrachloride solution, carrying out heat preservation and stirring for reaction overnight, adding a sodium sulfite solution after the reaction is completed, stirring and diluting to be colorless, extracting the product with dichloromethane, concentrating under reduced pressure, and passing through a column to remove unreacted reactants to obtain a second product;
(3) Dissolving the second product in tetrahydrofuran solvent, adding 4-hydroxyphenylboric acid, fully stirring and mixing, adding potassium carbonate and bis-triphenylphosphine palladium dichloride as catalysts under a protective atmosphere, carrying out heat preservation and stirring reaction for 8-10h at 80-100 ℃, cooling after the reaction is finished, concentrating under reduced pressure, extracting with dichloromethane, washing with water to neutrality, and passing through a column to remove unreacted reactants to obtain the modified diol monomer;
s2, preparation of polyester fiber
And (3) polycondensing the modified diol monomer and the dibasic acid under the action of a catalyst to prepare a polyester material, and preparing the polyester material into fibers by a spinning method to prepare the polyester fibers.
In some preferred embodiments, the para-alkylphenol of step (1) is one or more of 4-butylphenol, 4-pentylphenol, 4-hexylphenol, 4-Ding Gengji phenol; the alkali is sodium hydroxide or potassium hydroxide; the mass ratio of the para-alkylphenol to the alkali to the 1-bromo-2- (2-methoxyethoxy) ethane to the sodium iodide is 1: (1-1.2): (0.8-0.86): (0.01-0.015).
In some preferred embodiments, the mass ratio of the first product to the bromine in step (2) is 1: (1.7-1.84).
In some preferred embodiments, the mass ratio of the second product to the 4-hydroxyphenylboronic acid, the potassium carbonate, the ditriphenylphosphole dichloride in step (3) is 1: (0.98-1.01): (4-6): (0.1-0.15).
In some preferred embodiments, the method for preparing the polyester fiber in step S2 comprises the steps of:
Weighing cis-5-norbornene-exo-2, 3-dicarboxylic anhydride, dissolving in toluene solvent, adding alcohol amine and triethylamine, heating to 100-130 ℃, carrying out heat preservation reflux reaction in a reactor with a water separator for 6-12h, cooling to room temperature after the reaction is finished, concentrating under reduced pressure, adding dichloromethane for dilution, washing with dilute hydrochloric acid and deionized water respectively, drying, and steaming to remove the solvent to obtain white solid; adding the white solid and excessive dibasic acid into an esterification reaction kettle for a first esterification reaction, and carrying out a second esterification reaction on a product obtained by the first esterification reaction and the modified diol monomer to obtain a second esterification product; and (3) dissolving the second esterification product in tetrahydrofuran solvent, adding Grubbs catalyst under protective atmosphere, stirring for reaction for 0.5-1h, adding deionized water to dilute the reaction system, separating precipitate, washing and drying to obtain the product.
In some preferred embodiments, the mass ratio of the cis-5-norbornene-exo-2, 3-dicarboxylic anhydride to the alcohol amine, the triethylamine is 1: (0.2-0.4): (0.01-0.02).
In some preferred embodiments, the mass ratio of the white solid to the diacid, the modified diol monomer is 1: (15-17): (20-24).
In some preferred embodiments, the spinning process is a melt spinning process using a shaped spinneret, the shaped spinneret being one of a trilobal spinneret, a flat spinneret, a hollow spinneret, a cross spinneret, a Y-shaped spinneret, or an 8-shaped spinneret.
Another aspect of the present invention is to provide a polyester fabric comprising the aforementioned polyester fiber.
In some preferred embodiments, the polyester fiber is woven after being respectively spun into warp yarn and weft yarn, wherein the linear density of the warp yarn is (22-32) tex, and the linear density of the weft yarn is (18-25) tex; the warp density of the polyester fabric is (85-105) pieces/inch, and the weft density of the polyester fabric is (64-82) pieces/inch.
The beneficial effects of the invention are as follows:
Aiming at the problem that the polyester fiber in the prior art is difficult to take account of the moisture absorption performance, the quick-drying performance, the mechanical performance and the durability, the invention provides a moisture absorption quick-drying polyester fiber, hydrophilic polyether segments and hydrophobic alkyl segments are simultaneously introduced into a polyester resin side chain through a copolymerization modification method, on one hand, the modification compatibility and the durability of the polyester resin are improved, the mechanical performance of a resin main body is ensured, on the other hand, the moisture absorption performance and the quick-drying performance of the fiber are simultaneously endowed by adjusting the hydrophilic performance of the polyester fiber, the application field of the fiber is expanded, specifically, the modified diol monomer is introduced into the alkyl segments by taking p-alkylphenol as a raw material, the polyether segments are introduced through the substitution reaction of 1-bromo-2- (2-methoxyethoxy) ethane and the phenylboronic acid and the brominated material, finally, the modified polyester material is prepared through polycondensation with dibasic acid, and is spun into fiber, wherein the polyether segments endowed with the fiber with good moisture absorption performance, and the alkyl segments gather and guide the absorbed water vapor out of the fiber, so that the fiber has good quick-drying performance is endowed; furthermore, the invention also carries out end-capping treatment on the dibasic acid, introduces norbornene diimide at one end of the main chain of the polyester, and then carries out ring-opening polymerization on cycloolefin under the action of a catalyst to obtain the branched polyester material linked by polyolefin, thereby improving the mechanical property of the polyester material.
Detailed Description
The invention will be further described with reference to the following examples.
Example 1
The moisture-absorbing quick-drying polyester fiber is prepared by polycondensation and spinning of dibasic acid and modified diol monomers, and the preparation method comprises the following steps:
S1, preparation of modified diol monomer
(1) Weighing 4-hexylphenol, dissolving in a dimethylformamide solvent, adding potassium hydroxide, fully stirring and mixing, adding 1-bromo-2- (2-methoxyethoxy) ethane, adding sodium iodide as a catalyst, stirring and reacting for 10 hours at normal temperature, adding deionized water to dilute a reaction system after the reaction is finished, extracting a product with dichloromethane, taking an organic layer, washing the organic layer with water to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a mixed solvent (v/v=10/1) of petroleum ether/ethyl acetate, and removing unreacted reactants to obtain a first product;
wherein the mass ratio of the 4-hexylphenol to the potassium hydroxide to the 1-bromo-2- (2-methoxyethoxy) ethane to the sodium iodide is 1:1.1:0.84:0.012;
(2) Dissolving the first product in a carbon tetrachloride solvent, adding iron powder as a catalyst under the conditions of protective atmosphere and ice water bath, adding a bromine carbon tetrachloride solution, carrying out heat preservation and stirring for reaction overnight, adding a sodium sulfite solution after the reaction is completed, stirring and diluting to colorless, extracting the product with dichloromethane, taking an organic layer, washing the organic layer with water to be neutral, drying the organic layer with anhydrous magnesium sulfate, concentrating the organic layer under reduced pressure, passing through a silica gel column (500 meshes), eluting the organic layer with a petroleum ether/ethyl acetate mixed solvent (v/v=10/1), and removing unreacted reactants to obtain a second product;
wherein the mass ratio of the first product to the bromine is 1:1.5;
(3) Dissolving the second product in tetrahydrofuran solvent, adding 4-hydroxyphenylboric acid, fully stirring and mixing, adding potassium carbonate and bis-triphenylphosphine palladium dichloride as catalysts under a protective atmosphere, carrying out heat preservation and stirring reaction for 8 hours at 100 ℃, cooling after the reaction is finished, concentrating under reduced pressure, extracting the product with dichloromethane, taking an organic layer, washing to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a mixed solvent (v/v=5/1) of petroleum ether/ethyl acetate, and removing unreacted reactants to obtain the modified diol monomer;
Wherein the mass ratio of the second product to the 4-hydroxyphenylboric acid, the potassium carbonate and the ditriphenylphosphine palladium dichloride is 1:0.99:4.8:0.13;
s2, preparation of polyester fiber
According to mass proportion 8: and 11, respectively weighing terephthalic acid and the modified diol monomer, preparing slurry, adding tetraethyl titanate as a catalyst, heating to 160 ℃ for esterification reaction, separating water by a water separator, reacting for 6 hours, decompressing and evaporating unreacted diol monomer after the reaction is finished, recovering to normal pressure in a protective atmosphere, and spinning by adopting a melt spinning method formed by a Y-shaped spinneret plate to prepare the moisture-absorbing and quick-drying polyester fiber.
Example 2
The moisture-absorbing quick-drying polyester fiber is prepared by polycondensation and spinning of dibasic acid and modified diol monomers, and the preparation method comprises the following steps:
S1, preparation of modified diol monomer
(1) Weighing 4-hexylphenol, dissolving in a dimethylformamide solvent, adding potassium hydroxide, fully stirring and mixing, adding 1-bromo-2- (2-methoxyethoxy) ethane, adding sodium iodide as a catalyst, stirring and reacting for 10 hours at normal temperature, adding deionized water to dilute a reaction system after the reaction is finished, extracting a product with dichloromethane, taking an organic layer, washing the organic layer with water to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a mixed solvent (v/v=10/1) of petroleum ether/ethyl acetate, and removing unreacted reactants to obtain a first product;
wherein the mass ratio of the 4-hexylphenol to the potassium hydroxide to the 1-bromo-2- (2-methoxyethoxy) ethane to the sodium iodide is 1:1.1:0.84:0.012;
(2) Dissolving the first product in a carbon tetrachloride solvent, adding iron powder as a catalyst under the conditions of protective atmosphere and ice water bath, adding a bromine carbon tetrachloride solution, carrying out heat preservation and stirring for reaction overnight, adding a sodium sulfite solution after the reaction is completed, stirring and diluting to colorless, extracting the product with dichloromethane, taking an organic layer, washing the organic layer with water to be neutral, drying the organic layer with anhydrous magnesium sulfate, concentrating the organic layer under reduced pressure, passing through a silica gel column (500 meshes), eluting the organic layer with a petroleum ether/ethyl acetate mixed solvent (v/v=10/1), and removing unreacted reactants to obtain a second product;
wherein the mass ratio of the first product to the bromine is 1:1.5;
(3) Dissolving the second product in tetrahydrofuran solvent, adding 4-hydroxyphenylboric acid, fully stirring and mixing, adding potassium carbonate and bis-triphenylphosphine palladium dichloride as catalysts under a protective atmosphere, carrying out heat preservation and stirring reaction for 8 hours at 100 ℃, cooling after the reaction is finished, concentrating under reduced pressure, extracting the product with dichloromethane, taking an organic layer, washing to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a mixed solvent (v/v=5/1) of petroleum ether/ethyl acetate, and removing unreacted reactants to obtain the modified diol monomer;
Wherein the mass ratio of the second product to the 4-hydroxyphenylboric acid, the potassium carbonate and the ditriphenylphosphine palladium dichloride is 1:0.99:4.8:0.13;
s2, preparation of polyester fiber
Weighing cis-5-norbornene-exo-2, 3-dicarboxylic anhydride, dissolving in toluene solvent, adding ethanolamine and triethylamine, heating to 110 ℃, carrying out heat preservation reflux reaction for 8 hours in a reaction kettle with a water separator, cooling to room temperature after the reaction is finished, concentrating under reduced pressure, adding dichloromethane for dilution, washing with dilute hydrochloric acid and deionized water respectively, drying, and steaming to remove the solvent to obtain white solid;
Wherein the mass ratio of the cis-5-norbornene-exo-2, 3-dicarboxylic anhydride to the ethanolamine to the triethylamine is 1:0.34:0.01;
Mixing 1 part of white solid with 8 parts of terephthalic acid according to parts by weight, preparing slurry, adding tetraethyl titanate as a catalyst, heating to 160 ℃ in a reaction kettle, performing a first esterification reaction, separating water by a water separator, reacting for 4 hours, recovering to normal pressure under a protective atmosphere, adding 9 parts of terephthalic acid and 22 parts of modified glycol monomer, performing a second esterification reaction at 160 ℃, separating water by a water separator, reacting for 6 hours, recovering to normal pressure under the protective atmosphere, adding tetrahydrofuran solvent for dissolution, adding 0.005 part of third-generation Grubbs catalyst under the protective atmosphere, stirring for 0.5 hours, adding deionized water for diluting a reaction system, separating precipitate, washing and drying to obtain modified polyester; and spinning by adopting a melt spinning method formed by a Y-shaped spinneret plate to prepare the moisture-absorbing and quick-drying polyester fiber.
Example 3
The moisture-absorbing polyester fiber is prepared by polycondensation and spinning of dibasic acid and modified diol monomers, and the preparation method comprises the following steps:
S1, preparation of modified diol monomer
(1) Weighing phenol and dissolving in a dimethylformamide solvent, adding potassium hydroxide, fully stirring and mixing, adding 1-bromo-2- (2-methoxyethoxy) ethane, adding sodium iodide as a catalyst, stirring and reacting for 10 hours at normal temperature, adding deionized water after the reaction is finished to dilute a reaction system, extracting a product with dichloromethane, taking an organic layer, washing the organic layer to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a petroleum ether/ethyl acetate mixed solvent (v/v=10/1), and removing unreacted reactants to obtain a first product;
Wherein the mass ratio of the phenol to the potassium hydroxide to the 1-bromo-2- (2-methoxyethoxy) ethane to the sodium iodide is 1:1.1:0.84:0.012;
(2) Dissolving the first product in a carbon tetrachloride solvent, adding iron powder as a catalyst under the conditions of protective atmosphere and ice water bath, adding a bromine carbon tetrachloride solution, carrying out heat preservation and stirring for reaction overnight, adding a sodium sulfite solution after the reaction is completed, stirring and diluting to colorless, extracting the product with dichloromethane, taking an organic layer, washing the organic layer with water to be neutral, drying the organic layer with anhydrous magnesium sulfate, concentrating the organic layer under reduced pressure, passing through a silica gel column (500 meshes), eluting the organic layer with a petroleum ether/ethyl acetate mixed solvent (v/v=10/1), and removing unreacted reactants to obtain a second product;
wherein the mass ratio of the first product to the bromine is 1:1.5;
(3) Dissolving the second product in tetrahydrofuran solvent, adding 4-hydroxyphenylboric acid, fully stirring and mixing, adding potassium carbonate and bis-triphenylphosphine palladium dichloride as catalysts under a protective atmosphere, carrying out heat preservation and stirring reaction for 8 hours at 100 ℃, cooling after the reaction is finished, concentrating under reduced pressure, extracting the product with dichloromethane, taking an organic layer, washing to be neutral, drying with anhydrous magnesium sulfate, concentrating under reduced pressure, passing through a silica gel column (500 meshes), eluting with a mixed solvent (v/v=5/1) of petroleum ether/ethyl acetate, and removing unreacted reactants to obtain the modified diol monomer;
Wherein the mass ratio of the second product to the 4-hydroxyphenylboric acid, the potassium carbonate and the ditriphenylphosphine palladium dichloride is 1:0.99:4.8:0.13;
s2, preparation of polyester fiber
According to mass proportion 8: and 11, respectively weighing terephthalic acid and the modified diol monomer, preparing slurry, adding tetraethyl titanate as a catalyst, heating to 160 ℃ for esterification reaction, separating water by a water separator, reacting for 6 hours, decompressing and evaporating unreacted diol monomer after the reaction is finished, recovering to normal pressure in a protective atmosphere, and spinning by adopting a melt spinning method formed by a Y-shaped spinneret plate to prepare the moisture-absorbing and quick-drying polyester fiber.
Comparative example 1
A polyester fiber, the preparation method thereof comprising the steps of:
Weighing cis-5-norbornene-exo-2, 3-dicarboxylic anhydride, dissolving in toluene solvent, adding ethanolamine and triethylamine, heating to 110 ℃, carrying out heat preservation reflux reaction for 8 hours in a reaction kettle with a water separator, cooling to room temperature after the reaction is finished, concentrating under reduced pressure, adding dichloromethane for dilution, washing with dilute hydrochloric acid and deionized water respectively, drying, and steaming to remove the solvent to obtain white solid;
Wherein the mass ratio of the cis-5-norbornene-exo-2, 3-dicarboxylic anhydride to the ethanolamine to the triethylamine is 1:0.34:0.01;
mixing 1 part of white solid and 8 parts of terephthalic acid in parts by weight to prepare slurry, adding tetraethyl titanate as a catalyst, heating to 160 ℃ in a reaction kettle to perform a first esterification reaction, separating water by a water separator, reacting for 4 hours, recovering to normal pressure in a protective atmosphere, adding 9 parts of terephthalic acid and 22 parts of ethylene glycol monomer, performing a second esterification reaction at 160 ℃ to separate water by the water separator, reacting for 6 hours, recovering to normal pressure in the protective atmosphere, distilling under reduced pressure to remove unreacted glycol monomer, adding tetrahydrofuran solvent to dissolve, adding 0.005 part of third-generation Grubbs catalyst under the protective atmosphere, stirring to react for 0.5 hour, adding deionized water to dilute the reaction system, separating and precipitating, washing and drying to obtain modified polyester; and spinning by adopting a melt spinning method formed by a Y-shaped spinneret plate to obtain the polyester fiber.
Experimental example
In order to more clearly illustrate the invention, PET polyester fibers are used as a comparison example, the polyester fabrics prepared in the examples 1-3 and the comparison example 1 are subjected to performance comparison detection, and the polyester fabrics used in the experiment examples are prepared by spinning the polyester fibers in the examples, the comparison example and the comparison example respectively into warp yarns and weft yarns and weaving the warp yarns, wherein the linear density of the warp yarns is 28tex, and the linear density of the weft yarns is 22tex; the warp density of the polyester fabric is 95 pieces/inch, and the weft density of the polyester fabric is 72 pieces/inch; the detection of the warp tensile strength refers to a standard GB/T3917.2-2009; the moisture absorption quick-drying property is considered from three aspects of moisture absorption rate, evaporation rate and moisture permeability, and the detection reference standard GB/T21655.1-2008; the detection of the ventilation is referred to the standard GB/T5453-1997; the measurement results are shown in Table 1.
Table 1 results of detection of various indexes of the polyester fiber fabrics described in examples 1 to 3, comparative example 1 and comparative example
| Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example | |
| Tensile strength (warp direction) (N) | 988 | 1135 | 1014 | 1186 | 984 |
| Water absorption (%) | 276 | 268 | 287 | 148 | 82 |
| Evaporation rate (g/h) | 0.35 | 0.37 | 0.26 | 0.26 | 0.25 |
| Moisture permeability (g/m 2. 24 h) | 3219 | 3346 | 3184 | 3095 | 2927 |
| Ventilation (mm/s) | 3320 | 3455 | 3278 | 3204 | 3042 |
Finally, it should be noted that the above embodiments are only for illustrating the technical solution of the present invention, and not for limiting the scope of the present invention, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made to the technical solution of the present invention without departing from the spirit and scope of the technical solution of the present invention.
Claims (10)
1. The moisture-absorbing quick-drying polyester fiber is characterized by being prepared by polycondensation and spinning of dibasic acid and modified diol monomers, and the preparation method comprises the following steps:
S1, preparation of modified diol monomer
(1) Weighing p-alkylphenol, dissolving in a dimethylformamide solvent, adding alkali, fully stirring and mixing, adding 1-bromo-2- (2-methoxyethoxy) ethane, adding sodium iodide as a catalyst, stirring and reacting for 8-12 hours at normal temperature, adding deionized water after the reaction is finished to dilute a reaction system, extracting a product with dichloromethane, concentrating under reduced pressure, and passing through a column to remove unreacted reactants to obtain a first product;
(2) Dissolving the first product in a carbon tetrachloride solvent, adding iron powder as a catalyst under the conditions of protective atmosphere and ice water bath, adding a bromine carbon tetrachloride solution, carrying out heat preservation and stirring for reaction overnight, adding a sodium sulfite solution after the reaction is completed, stirring and diluting to be colorless, extracting the product with dichloromethane, concentrating under reduced pressure, and passing through a column to remove unreacted reactants to obtain a second product;
(3) Dissolving the second product in tetrahydrofuran solvent, adding 4-hydroxyphenylboric acid, fully stirring and mixing, adding potassium carbonate and bis-triphenylphosphine palladium dichloride as catalysts under a protective atmosphere, carrying out heat preservation and stirring reaction for 8-10h at 80-100 ℃, cooling after the reaction is finished, concentrating under reduced pressure, extracting with dichloromethane, washing with water to neutrality, and passing through a column to remove unreacted reactants to obtain the modified diol monomer;
s2, preparation of polyester fiber
And (3) polycondensing the modified diol monomer and the dibasic acid under the action of a catalyst to prepare a polyester material, and preparing the polyester material into fibers by a spinning method to prepare the polyester fibers.
2. The moisture-absorbing and quick-drying polyester fiber according to claim 1, wherein the para-alkylphenol in the step (1) is one or more of 4-butylphenol, 4-pentylphenol, 4-hexylphenol and 4-Ding Gengji phenol; the alkali is sodium hydroxide or potassium hydroxide; the mass ratio of the para-alkylphenol to the alkali to the 1-bromo-2- (2-methoxyethoxy) ethane to the sodium iodide is 1: (1-1.2): (0.8-0.86): (0.01-0.015).
3. The moisture-absorbing and quick-drying polyester fiber according to claim 1, wherein the mass ratio of the first product to the bromine in the step (2) is 1: (1.7-1.84).
4. The moisture-absorbing and quick-drying polyester fiber according to claim 1, wherein the mass ratio of the second product to the 4-hydroxyphenylboric acid, the potassium carbonate and the ditriphenylphosphine palladium dichloride in the step (3) is 1: (0.98-1.01): (4-6): (0.1-0.15).
5. The moisture-absorbing and quick-drying polyester fiber according to claim 1, wherein the preparation method of the polyester fiber in the step S2 comprises the following steps:
Weighing cis-5-norbornene-exo-2, 3-dicarboxylic anhydride, dissolving in toluene solvent, adding alcohol amine and triethylamine, heating to 100-130 ℃, carrying out heat preservation reflux reaction in a reactor with a water separator for 6-12h, cooling to room temperature after the reaction is finished, concentrating under reduced pressure, adding dichloromethane for dilution, washing with dilute hydrochloric acid and deionized water respectively, drying, and steaming to remove the solvent to obtain white solid; adding the white solid and excessive dibasic acid into an esterification reaction kettle for a first esterification reaction, and carrying out a second esterification reaction on a product obtained by the first esterification reaction and the modified diol monomer to obtain a second esterification product; and (3) dissolving the second esterification product in tetrahydrofuran solvent, adding Grubbs catalyst under protective atmosphere, stirring for reaction for 0.5-1h, adding deionized water to dilute the reaction system, separating precipitate, washing and drying to obtain the product.
6. The moisture-absorbing and quick-drying polyester fiber according to claim 5, wherein the mass ratio of the cis-5-norbornene-exo-2, 3-dicarboxylic anhydride to the alcohol amine and the triethylamine is 1: (0.2-0.4): (0.01-0.02).
7. The moisture-absorbing and quick-drying polyester fiber according to claim 5, wherein the mass ratio of the white solid to the dibasic acid and the modified glycol monomer is 1: (15-17): (20-24).
8. The moisture absorbing and quick drying polyester fiber according to claim 1, wherein the spinning method is a melt spinning method using a profiled spinneret plate, and the profiled spinneret plate is one of a trilobal spinneret plate, a flat spinneret plate, a hollow spinneret plate, a cross spinneret plate, a Y spinneret plate or an 8-shaped spinneret plate.
9. A moisture-absorbing and quick-drying polyester fabric, characterized by comprising the polyester fiber according to any one of claims 1 to 8.
10. The polyester fabric according to claim 9, wherein the polyester fabric is woven after being respectively spun into warp yarns and weft yarns, the linear density of the warp yarns is (22-32) tex, and the linear density of the weft yarns is (18-25) tex; the warp density of the polyester fabric is (85-105) pieces/inch, and the weft density of the polyester fabric is (64-82) pieces/inch.
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