[go: up one dir, main page]

WO2018164339A1 - Agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et procédé de traitement de surface superhydrophobe de fibre pet mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther - Google Patents

Agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et procédé de traitement de surface superhydrophobe de fibre pet mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther Download PDF

Info

Publication number
WO2018164339A1
WO2018164339A1 PCT/KR2017/011468 KR2017011468W WO2018164339A1 WO 2018164339 A1 WO2018164339 A1 WO 2018164339A1 KR 2017011468 W KR2017011468 W KR 2017011468W WO 2018164339 A1 WO2018164339 A1 WO 2018164339A1
Authority
WO
WIPO (PCT)
Prior art keywords
pet
surface treatment
fiber
water
anthracene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/KR2017/011468
Other languages
English (en)
Korean (ko)
Inventor
이진균
김종민
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Inha Industry Partnership Institute
Original Assignee
Inha Industry Partnership Institute
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Inha Industry Partnership Institute filed Critical Inha Industry Partnership Institute
Publication of WO2018164339A1 publication Critical patent/WO2018164339A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

Definitions

  • the present invention is not only super water-repellent, but also super-water-repellent surface treatment agent based on an anthracene-perfluoropolyether (hereinafter referred to as 'Anthracene-PFPE') having a regeneration to recover the initial super water repellency and the super water repellency of the PPET fiber using the same It relates to a surface treatment method.
  • 'Anthracene-PFPE' anthracene-perfluoropolyether
  • Superhydrophobicity surface refers to a surface having a water contact angle of 150 ° or more and a very small tilt angle. In such a super water-repellent surface, water does not penetrate, so the surface does not get wet well, but rather, the water is repelled or water droplets roll on the surface.
  • Super water-repellent which is easily seen in nature such as lotus leaf and butterfly wings, also known as the lotus effect, is a special property exhibited by hydrophobic materials with microstructure of surface and low surface energy.
  • high-performance water-repellent clothing products such as gore-tex, which releases sweat to the outside and water-repellent water, and shirts that prevent contamination of external pollutants such as water and coffee, have recently been released.
  • gore-tex which releases sweat to the outside and water-repellent water
  • shirts that prevent contamination of external pollutants such as water and coffee
  • This smart and functional textile material has a stain release (SR) function that can be easily washed even if contaminants adhere while maintaining breathability and keeping clothing fit.It is suitable for various textile industries such as sports leisure and medical textile materials. It is used.
  • SR stain release
  • PET fiber polyethylene terephthalate
  • PET fiber is a representative synthetic fiber and is widely used in various fields due to its low price and ease of production.
  • PET fibers are hydrophobic and have a very dense tissue structure, which makes dyeing and processing difficult. Therefore, PET fiber uses a special dyeing method such as dyeing method using a disperse dye or a method of increasing the ease of processing by using a pretreatment process such as plasma treatment, chemical etching.
  • the surface of the fiber is generally physicochemically treated and then subjected to sol-gel processing, chemical vapor deposition (CVD), self-assembly and layer-by-layer (LBL) methods.
  • CVD chemical vapor deposition
  • LBL layer-by-layer
  • PFOS perfluorooctane sulfonates
  • PFOA perfluorooctanoic acid
  • An object of the present invention is to use an anthracene and a high fluorine-based perfluoropolyether polymer similar to the matrix of the disperse dye using a dyeing process of PET fibers through a disperse dye, super-water repellent based on anthracene-perfluoropolyether which is bio-friendly
  • An anthracene-perfluoropolyether-based superwater-repellent surface treatment agent capable of synthesizing a surface treatment agent and treating the surface of the PET fiber by using the same, and having a regeneration to restore the superhydrophobic property, and the fabric itself It is to provide a surface treatment method of super water-repellent PET fiber that is easy to regenerate, industrialize, and large area of super water repellency without affecting the breathability and physical properties of.
  • an anthracene-perfluoropolyether complex represented by the following formula (1).
  • R is hydrogen or Is selected from,
  • n is an integer from 0 to 50
  • n is an integer from 0 to 88
  • n is an integer from 7 to 88.
  • the present invention provides an anthracene-perfluoropolyether-based super water-repellent surface treatment agent comprising an anthracene-perfluoropolyether complex represented by the following formula (1).
  • R is hydrogen or Is selected from,
  • n is an integer from 0 to 50
  • n is an integer from 0 to 88
  • n is an integer from 7 to 88.
  • the present invention is the step of introducing a polyethylene terephthalate (hereinafter referred to as 'PET'), the anthracene-perfluoropolyether-based super water-repellent surface treatment agent, and a fluorine-based solvent to the reactor (first step); Heating the reactor to perform a superhydrophobic surface treatment on the PET surface through a dyeing reaction of the superhydrophobic surface treatment agent (second step); And a step of washing and drying the superhydrophobic surface-treated PET surface (third step).
  • 'PET' polyethylene terephthalate
  • 'PET' polyethylene terephthalate
  • anthracene-perfluoropolyether-based super water-repellent surface treatment agent and a fluorine-based solvent
  • the superhydrophobic and initial superwater repellency are recovered without damaging the breathability and physical properties of the fabric. It has the advantages of regeneration, industrialization and large surface area, and the PET fiber treated with the super water-repellent surface treatment agent can be applied to various industries such as functional clothing, medical material and oil / water separator.
  • FIG. 1 is a diagram showing the synthesis process of an anthracene-perfluoropolyether (hereinafter 'Anthracene-PFPE') based super water-repellent surface treatment agent (hereinafter 'An-D4000');
  • 'Anthracene-PFPE' anthracene-perfluoropolyether
  • 'An-D4000' super water-repellent surface treatment agent
  • Example 2 is a view showing a comparison of fluorescence properties of An-D4000 and D4000 synthesized in Example 1;
  • Figure 3 shows the results of the 1 H-NMR analysis of An-D4000 synthesized in Example 1;
  • Example 4 is a view showing an FT-IR analysis result of An-D4000 synthesized in Example 1;
  • Figure 5 is a PET single fiber (plain) / fabric (a), PET single fiber (plain) / 0.1 g An-D4000 (b), PET single fiber (plain) / 0.5 g An-D4000 (c), PET fiber Polyester-nylon blend fiber (microfiber) / fabric (d), polyester-nylon blend fiber (microfiber) /0.1 g An-D4000 (e), including PET fiber, and polyester-nylon blend fiber, including PET fiber (Microfiber) / 0.5 g An-D4000 (f) shows the result of EDS analysis;
  • a polyester-nylon blended fiber including a PET fiber treated with a super water-repellent surface treatment agent (An-D4000), water splashing (b), and an air trap (c) Water-repellent properties for various liquids (d), treatment of various PET fibers (PET single fibers (typical, 100% polyester), polyester-nylon blended fibers including PET fibers (microfiber, 70% polyester and 30%) Blend of nylon) 1, polyester-nylon blended fiber including PET fiber (microfibre, blend of 70% polyester and 30% nylon) 2, and polyester-cotton blend fiber (T / C, 50% polyester and 50%) (E), a capture image (f) where water droplets do not adhere to the fiber surface, and a capture image (g) where water droplets are pushed out of the fiber surface;
  • PET single fibers typically, 100% polyester
  • polyester-nylon blended fibers including PET fibers microfiber, 70% polyester and 30%
  • Blend of nylon 1, polyester-nylon blended fiber including PET fiber (microfibre, blend of 70% polyester and 30% nylon) 2
  • PET single fibers generally and polyester-nylon blended fibers (microfiber) treated with a super water-repellent surface treatment agent (An-D4000), PET single fibers (general) SEM images before and after An-D4000 treatment (left: fabric, right: 0.1 g An-D4000 treatment) (b), and before and after An-D4000 treatment of polyester-nylon blended fibers (microfiber) including PET fibers ( Left: far-end, right: 0.1-g An-D4000 treatment) (c);
  • FIG. 8 shows the results of EDS analysis of a PET single fiber (general) (a) and a polyester-nylon blend fiber (microfiber) (b) treated with a super water-repellent surface treatment agent (An-D4000);
  • FIG. 9 shows a surface SEM image of a PET single fiber (general) (a) treated with a super water-repellent surface treatment agent (An-D4000) and a polyester-nylon blend fiber (microfiber) (b) including a PET fiber after 5000 cycles of wear. Drawing shown;
  • 10 shows 5000 cycle wear (a), 10000 cycle wear (b), 15000 cycle wear (c), and reprocessing after 5000 cycle wear of PET single fiber treated with super water-repellent surface treatment agent (An-D4000) d), EDS analysis results after reprocessing after 10000 cycle wear (e), and after reprocessing after 15000 cycle wear (f);
  • FIG. 11 shows 5000 cycle wear (a), 10000 cycle wear (b), 15000 cycle wear (c), of polyester-nylon blended fiber (microfiber) including PET fiber treated with super water-repellent surface treatment agent (An-D4000), Reprocessing after 5000 cycle wear (d), Reprocessing after 10000 cycle wear (e), and Reprocessing after 15000 cycle wear (f).
  • FIG. 13 shows self-cleaning ability (a) by water droplets of super water-repellent surface treated PET single fibers (general) and polyester-nylon blended fibers (microfiber) including PET fibers (a), antifouling ability (left: Before and after washing: after washing) (b), and in accordance with Example 2, showing the anti-pollution ability of the actual shirt treated with super water-repellent surface (made of 30% polyester and 70% cotton blend fibers, bag-only treatment) drawing;
  • FIG. 14 shows the cytotoxicity test results of polyester water-repellent surface treated PET single fiber (general) and polyester-nylon blended fiber (microfiber) according to Example 2;
  • FIG. 15 is a water-oil separation experiment (blue: water, transparent: CHCl 3 ) of a superhydrophobic surface-treated PET single fiber (general) and a polyester-nylon blend fiber (microfiber) including PET fiber according to Example 2.
  • the inventors of the present invention focus on the molecular structural characteristics of the disperse dyes used for dyeing PET fibers, and synthesize an anthracene-perfluoropoly compound that is synthesized using anthracene and a high fluorine-based perfluoropolyether polymer similar to the matrix of the disperse dyes.
  • the present invention provides an anthracene-perfluoropolyether complex represented by the following formula (1).
  • R is hydrogen or Is selected from,
  • n is an integer from 0 to 50
  • n is an integer from 0 to 88
  • n is an integer from 7 to 88.
  • the anthracene-perfluoropolyether complex may be a compound represented by the following Chemical Formula 2, but is not limited thereto.
  • o is an integer from 0 to 33
  • p is an integer from 0 to 58
  • o + p is an integer from 15 to 58.
  • the present invention provides an anthracene-perfluoropolyether-based super water-repellent surface treatment agent comprising an anthracene-perfluoropolyether complex represented by the following formula (1).
  • R is hydrogen or Is selected from,
  • n is an integer from 0 to 50
  • n is an integer from 0 to 88
  • n is an integer from 7 to 88.
  • the anthracene-perfluoropolyether complex may be a compound represented by the following Chemical Formula 2, but is not limited thereto.
  • o is an integer from 0 to 33
  • p is an integer from 0 to 58
  • o + p is an integer from 15 to 58.
  • the present invention is the step of introducing a polyethylene terephthalate (hereinafter referred to as 'PET'), the anthracene-perfluoropolyether-based super water-repellent surface treatment agent, and a fluorine-based solvent to the reactor (first step); Heating the reactor to perform a superhydrophobic surface treatment on the PET surface through a dyeing reaction of the superhydrophobic surface treatment agent (second step); And a step of washing and drying the superhydrophobic surface-treated PET surface (third step).
  • 'PET' polyethylene terephthalate
  • 'PET' polyethylene terephthalate
  • anthracene-perfluoropolyether-based super water-repellent surface treatment agent and a fluorine-based solvent
  • the second step may be to react the reactor for 2 to 4 hours by heating the reactor to 110 to 150 °C, but is not limited thereto.
  • PET fabric 0.1 g of An-D4000, and fluorinated solvent FC-40 10 cm 3 were added to a 100 cm 3 round bottom flask.
  • PET fabric PET single fiber (general, 100% polyester), polyester-nylon blend fiber including PET fiber (microfiber, 70% polyester and Super water-repellent surfaces of 30% nylon blends), polyester-cotton blend fibers (P / C, 50% polyester and 50% cotton blends, and 30% polyester and 70% cotton blends) including PET fibers
  • FC-770 FC-770
  • polyester single-nylon blend fiber including PET single fiber (general) and PET fiber was treated under the same conditions as in Example 2.
  • the surface of the polyester-nylon blend fiber (microfiber) including the PET single fiber (general) and the PET fiber was treated under the same conditions as in Example 2.
  • polyester-nylon blend fiber including PET single fiber (general) and PET fiber was treated under the same conditions as in Example 2.
  • polyester single-nylon blend fiber including PET single fiber (general) and PET fiber was treated under the same conditions as in Example 2.
  • Anthracene included in the An-D4000 is well known as a material exhibiting unique fluorescence properties by UV.
  • An-D4000 synthesized in Example 1 was dissolved in Asacycline AK225G, a fluorine solvent, and confirmed the fluorescence characteristics, it was confirmed that the anthracene-specific fluorescence appeared differently from D4000 (see FIG. 2).
  • Super water-repellent surface treatment of PET fibers was performed by applying a dyeing method using a dispersion dye of PET fibers already used in the industry.
  • Super water-repellent surface treatment of PET fibers was carried out by varying the amount of An-D4000 (0.05 g, 0.1 g, 0.3 g, 0.5 g) according to Examples 2 to 5, wherein the fiber fabric (PET single fiber) (General), polyester-nylon blended fibers (microfibers) including PET fibers) were all used in the same size as 3 cm x 3 cm.
  • Table 1 shows the amount of An-D4000 used for super water-repellent surface treatment of PET single fiber (general) and polyester-nylon blend fiber (microfiber) including PET fiber, and the mass increase rate of the fiber before and after treatment (treatment time: 3 Time, treatment temperature: 130 °C), after treating the surface of the PET fiber with An-D4000, it was confirmed that the mass of the fiber increases as the An-D4000 is introduced to the surface of the PET fiber. In addition, the mass increase rate tended to increase as the amount of An-D4000 used for the super water-repellent surface treatment increased.
  • An-D4000 a high fluorine-based super water-repellent surface treatment agent, on the surface of PET fibers reduces the surface energy of the fiber surface, and an air trap between the water and the PET fiber surface due to the rough surface generated by weaving. ) Forms a more powerful water repellent effect.
  • Table 2 shows the results of measuring the water contact angle according to the amount of treatment of An-D4000 of the PET single fiber (general) and polyester-nylon blend fiber (microfiber) including the PET fiber.
  • the contact angle of the super-water-repellent PET single fiber (general) and the polyester-nylon blended fiber (microfiber) including PET fiber with An-D4000 synthesized according to Example 1 exhibited a high contact angle of 150 ° or more overall. After the measurement, the water did not penetrate the fiber and the water repellency was maintained.
  • the surface energy is lower than the PET fabric before the treatment due to the very small amount of D4000 remaining in the washing process after treating the surface of PET fiber according to Comparative Example 1, and it is regarded as the contact angle caused by the delay of water penetration. There was a slight difference in the water repellent effect seen in one fiber.
  • the water shedding angle for water was measured to confirm the water repellent properties of the PET single fiber (general) and the polyester-nylon blend fiber (microfiber) including the super water-repellent surface treatment. The measurement is described in 'Zimmermann et al, Text. Res. J. 2009, 79, 1565 '.
  • Polyester-nylon blend containing PET single fiber (general) and PET fiber (microfiber) with treated PET single fiber (general) and PET fiber in a hand-made tilting apparatus A syringe was installed to drop droplets 1 cm above the fibers (microfiber). The angle of the tilting device was measured by decreasing the angle from 20 ° to 1 °, and the minimum angle was measured by dropping the water droplets onto the PET fiber at every angle and dropping more than 2 cm from the point where the water droplets dropped.
  • Table 3 shows the flow angle measurement results according to the treatment amount of An-D4000 of PET single fiber (general) and polyester-nylon blend fiber (microfiber) including PET fiber. Measurements vary with the amount of material used in the treatment, the type of fiber and the volume of water used.
  • polyester-nylon blended fiber including PET fibers
  • the water droplets did not roll off, but the PET single treated according to Examples 2 to 5 Polyester-nylon blended fibers (microfibers), including fibers (general) and PET fibers, had a flow angle of 15 ° or less.
  • Tensile strength was measured to determine the change in physical strength of PET single fiber (general) and polyester-nylon blended fiber (microfiber) under high temperature superhydrophobic surface treatment conditions.
  • the tensile strength was measured by using a universal testing machine (Universal Testing Machine, AG-X, Shimadzu Corp., Kyoto, Japan), and proceeded by a modified grab test in accordance with ASTM D 5034.
  • Samples were prepared by longitudinally cutting both parts of the central portion of a polyester single-nylon blend fiber (microfiber) including 90 mm ⁇ 150 mm in size and a polyester-nylon blend fiber (microfiber) including PET fiber. Thereafter, the experiment was conducted until the fracture completely occurred at a tensile speed of 300 mm / min, and the maximum stress (N) was calculated using the measured maximum force (N). The measurement was performed five times, and the results thus obtained were averaged and used as final results.
  • microfiber polyester single-nylon blend fiber
  • microfiber polyester-nylon blend fiber
  • PET single fiber normal
  • polyester-nylon blended fiber microwave
  • PET single fibers (general) before and after the treatment increased the strength of the fibers rather than after the treatment, and polyester-nylon containing PET fibers. It can be seen that the super water-repellent surface treatment method of An-D4000 of the present invention does not have a physical effect on the PET fiber through no significant difference in the state of the blend fiber (microfiber) (FIG. 7 (b), and FIG. 7). (c)).
  • Abrasion was conducted to the specifications of ASTM D 4966-2012 using a Martindale abrasion tester (James H. Heal & Co. Ltd.). PET single fiber treated with 0.1 g of An-D4000 (poly) and polyester-nylon blended fiber (microfiber) containing PET fiber were treated with 5000, 10000, and 15000 cycles at 9 kpa load. The surfaces were artificially worn and retreated under the same superhydrophobic surface treatment conditions after wear. The contact angle and the flow angle were measured in the same manner as in Experimental Example 3 and Experimental Example 4, and the results are shown in Tables 4 and 5 below.
  • Table 4 shows the change in contact angle according to wear and reprocessing
  • Table 5 shows the change in flow angle according to wear and reprocessing.
  • the wear caused loss of the super water-repellent surface treatment agent on the surface of the PET single fiber (Normal) treated with the super water-repellent surface treatment agent An-D4000 and the polyester-nylon blend fiber (microfiber) including the PET fiber ( 8, 10, and 11), as the spacing between the fibers widened (see FIG. 9), the superhydrophobic effect decreased.
  • PET single fiber generally and polyester-nylon blended fiber (microfiber) including PET fiber, which could not be measured because water droplets did not roll down after abrasion, regained effect after reprocessing. I could see it rolling down.
  • Poly-containing PET single fiber General and PET fibers treated with An-D4000, a super water-repellent surface treatment agent synthesized in Example 1, and An-D4000, a super water-repellent surface treatment agent according to Examples 2 to 5 Cytotoxicity tests were performed on the ester-nylon blend fibers (microfiber).
  • Toxic elution was carried out for 72 hours under 37 ° C in accordance with ISO 10993-12 standard, and cytotoxicity test for 24 hours under 37 ° C with WST-1 assay method according to ISO 10993-5 standard using the eluted eluate. was carried out.
  • the sample was evaluated as non-cytotoxic if the relative cell viability against the highest concentration of the sample eluate was 70% or more of the control group.
  • the cytotoxicity test result showed that anthracene-9-carboxylic acid showed cytotoxicity, whereas An-D4000 synthesized according to Example 1 had a cell viability of 70. Higher than%. In particular, it showed a higher cell viability than D4000, it was confirmed that there is no harmful to the living body of the An-D4000.
  • a water repellency measurement was conducted to evaluate the water repellency of the PET single fiber (general) and the polyester-nylon blend fiber (microfiber) treated with the super water-repellent surface treatment agent (An-D4000). The measurement was carried out in accordance with AATCC 22-2014 (spray method). A total of three measurements were taken and the results were graded.
  • a moisture permeability measurement experiment was conducted to confirm the moisture permeability of the PET single fiber treated with the super water-repellent surface treatment agent (An-D4000) and the polyester-nylon blend fiber (microfiber) including the PET fiber.
  • the measurement was performed using ASTM E 96 / E96M-2015, B (water method). The experiment was carried out in a chamber with a temperature of 23 ⁇ 1 ° C. and a humidity of 50 ⁇ 2% R.H. and a total of three experiments were conducted to average the results.
  • Example 1 It was confirmed that a strong water repellent effect was introduced as the An-D4000 synthesized according to Example 1 was introduced on the surface of the PET single fiber (general) and the polyester-nylon blend fiber (microfiber) including the PET fiber.
  • the fabric was absorbed by the water, the rating was 0, but according to Example 2 super water-repellent surface treated PET single fiber (typical) grade 60, polyester-nylon including PET fiber Blended fibers (microfibers) were found to show water repellency of grades 70-75 (see Table 6).
  • the PET single fiber which was super water repellent surface treated according to Example 2 compared to the fabric was 60 grade, polyester-nylon including PET fiber.
  • the moisture permeability of the blended fibers did not change significantly (see Table 6).
  • a high fluorine-based super water-repellent surface treatment agent is adsorbed onto the fiber surface and diffused into the fiber to be directly introduced into the PET fiber. This is because it does not affect the pores of polyester-nylon blended fibers (microfibers) including fibers (general) and PET fibers.
  • the cytotoxicity test for the superhydrophobic surface treated PET single fiber (general) and the polyester-nylon blended fiber (microfiber) including the PET fiber was conducted in the same manner as the cytotoxicity test for the superhydrophobic surface treatment agent An-D4000. It became.
  • Example 2 the cytotoxicity test results of the superhydrophobic surface-treated PET single fiber (general) and the polyester-nylon blended fiber (microfiber) including the PET fiber showed a cell viability of 70% or more, similar to that of the An-D4000. It was confirmed, rather than the case of the fabric was confirmed that the result of increasing the number of cells (see Figure 14).
  • the superhydrophobic surface treatment method using the high fluorine-based superhydrophobic surface treatment agent of the present invention can be applied regardless of the type and ratio of blended fibers, and various industries such as superficial water treatment of functional clothing, medical gowns and medical materials. It seems to be widely applicable to
  • the superhydrophobic surface-treated PET single fiber (general) and polyester-nylon blended fiber (microfiber) including PET fiber according to Example 2 can also be utilized as an oil / water separator.
  • An-D4000 a high water-insoluble superhydrophobic surface treatment agent synthesized according to Example 1, was effectively introduced to the surface of PET fibers under superhydrophobic surface treatment conditions, and PET single fibers (normal) and PET fibers were used. It was confirmed that the water-repellent property appeared on the surface of the polyester-nylon blend fiber (microfiber) included.
  • PET fiber super water-repellent surface treatment method of the present invention is a super water-repellent surface treatment method devised in the dyeing method of PET fiber can be easily applied to the dyeing process of the fiber already equipped with the industrial base, it is said that the large area and industrial application is very easy. Can be.
  • Non-hazardous biotoxicity test was conducted on the superhydrophobic surface treatment agent synthesized according to Example 1 and the superhydrophobic surface treated PET single fiber (general) and the polyester-nylon blend fiber (microfiber) including the PET fiber. It can be seen that it is a bio-friendly treatment.
  • the An-D4000 synthesized according to Example 1 can easily recover the water repellent effect by simple reprocessing, even if the water repellent properties are degraded by physical damage after the water repellent treatment, it is said that the durability and reproducibility of the effect is also excellent super water repellent surface treatment method can do.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

La présente invention concerne un agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et un procédé de traitement de surface superhydrophobe d'une fibre PET mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther. Plus précisément, la présente invention concerne un procédé de traitement de surface superhydrophobe d'une fibre PET, le procédé comprenant les étapes suivantes : la fourniture de polyéthylène téréphtalate (ci-après, « PET »), d'un agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther, et d'un solvant à base de fluor dans un réacteur (première étape) ; le chauffage du réacteur pour effectuer un traitement de surface superhydrophobe sur une surface PET par l'intermédiaire d'une réaction de coloration de l'agent de traitement de surface superhydrophobe (deuxième étape) ; et le lavage et le séchage de la surface PET traitée en surface superhydrophobe (troisième étape). Le traitement de la surface de fibre PET au moyen de l'agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther écologique, selon la présente invention, présente les avantages d'une excellente superhydrophobicité, d'une régénération permettant à la superhydrophobicité initiale d'être à nouveau rétablie, d'industrialisation et d'agrandissement de zone, sans endommager la perméabilité à l'air et les caractéristiques physiques des tissus. En outre, la fibre PET traitée au moyen de l'agent de traitement de surface superhydrophobe peut être appliquée à diverses industries, telles que des vêtements fonctionnels, des matériaux médicaux et des séparateurs d'eau et d'huile.
PCT/KR2017/011468 2017-03-08 2017-10-17 Agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et procédé de traitement de surface superhydrophobe de fibre pet mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther Ceased WO2018164339A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020170029468A KR101793864B1 (ko) 2017-03-08 2017-03-08 안트라센-퍼플루오르폴리에테르 기반의 초발수성 표면 처리제 및 이를 이용한 pet 섬유의 초발수성 표면 처리방법
KR10-2017-0029468 2017-03-08

Publications (1)

Publication Number Publication Date
WO2018164339A1 true WO2018164339A1 (fr) 2018-09-13

Family

ID=60384228

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2017/011468 Ceased WO2018164339A1 (fr) 2017-03-08 2017-10-17 Agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et procédé de traitement de surface superhydrophobe de fibre pet mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther

Country Status (2)

Country Link
KR (1) KR101793864B1 (fr)
WO (1) WO2018164339A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112359361A (zh) * 2020-10-15 2021-02-12 华帝股份有限公司 一种超疏水表面处理剂及其制备方法和应用

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019162492A1 (fr) * 2018-02-23 2019-08-29 Solvay Specialty Polymers Italy S.P.A. Monomères fluorés comprenant des fractions d'anthracène
KR102589088B1 (ko) * 2019-12-19 2023-10-12 (주)엘엑스하우시스 표면 처리제 및 이를 이용한 자동차 도막 보호용 시트

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2715560B2 (ja) * 1989-07-01 1998-02-18 日本油脂株式会社 ポリフルオロアルキル基含有芳香族誘導体及びその製造方法
KR20050014831A (ko) * 2002-05-24 2005-02-07 쓰리엠 이노베이티브 프로퍼티즈 컴파니 섬유성 기재의 처리를 위한 플루오르화합물 조성물
US8158728B2 (en) * 2004-02-13 2012-04-17 The University Of North Carolina At Chapel Hill Methods and materials for fabricating microfluidic devices
US20150158969A1 (en) * 2013-12-06 2015-06-11 Hrl Laboratories, Llc Polysulfide and polyfluoroether copolymer compositions
US20150207078A1 (en) * 2009-08-21 2015-07-23 The University Of South Dakota Fluorinated aromatic materials and their use in optoelectronics

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2715560B2 (ja) * 1989-07-01 1998-02-18 日本油脂株式会社 ポリフルオロアルキル基含有芳香族誘導体及びその製造方法
KR20050014831A (ko) * 2002-05-24 2005-02-07 쓰리엠 이노베이티브 프로퍼티즈 컴파니 섬유성 기재의 처리를 위한 플루오르화합물 조성물
US8158728B2 (en) * 2004-02-13 2012-04-17 The University Of North Carolina At Chapel Hill Methods and materials for fabricating microfluidic devices
US20150207078A1 (en) * 2009-08-21 2015-07-23 The University Of South Dakota Fluorinated aromatic materials and their use in optoelectronics
US20150158969A1 (en) * 2013-12-06 2015-06-11 Hrl Laboratories, Llc Polysulfide and polyfluoroether copolymer compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112359361A (zh) * 2020-10-15 2021-02-12 华帝股份有限公司 一种超疏水表面处理剂及其制备方法和应用

Also Published As

Publication number Publication date
KR101793864B1 (ko) 2017-11-06

Similar Documents

Publication Publication Date Title
WO2018164339A1 (fr) Agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther et procédé de traitement de surface superhydrophobe de fibre pet mettant en œuvre ledit agent de traitement de surface superhydrophobe à base d'anthracène-perfluoropolyéther
EP0713863B1 (fr) Dérivés de carbodiimide et compositions hydrofuges durables qui les contiennent
KR100943785B1 (ko) 발수 및 발유성을 부여하기 위한 직물 또는 부직 기재의처리 방법
Licchelli et al. Crosslinked fluorinated polyurethanes for the protection of stone surfaces from graffiti
WO2016108663A2 (fr) Composition de résine élastomère thermoplastique pour un film résistant à l'eau et perméable à l'humidité, film et textile l'utilisant
Fang et al. Surface physical–morphological and chemical changes leading to performance enhancement of atmospheric pressure plasma treated polyester fabrics for inkjet printing
Ramesh et al. Self-healing and repair of fabrics: A comprehensive review of the application toolkit
US10640594B2 (en) Fluorine-containing composition and fluorine-containing polymer
WO2016175608A1 (fr) Nanobande non tissée polymère ayant un groupe fonctionnel ionique, et masque respiratoire la comprenant
KR100841589B1 (ko) 수분산형 발수발유제 조성물 및 처리 물품
KR20120081635A (ko) 플라즈마 중합 반응에 의한 울의 수축 방지 방법
WO2012050401A2 (fr) Mélange de résines pour traitement par fusion
TWI766880B (zh) 部分氟化芳族酯
Chowdhury Effect of special finishes on the functional properties of cotton fabrics
WO2018074889A2 (fr) Procédé de préparation de feuille de graphite
WO2015088134A1 (fr) Colorant à base de monoazo pour la détection d'acide
KR20100090693A (ko) 친수성 플루오르화된 방오성 공중합체
EP3697958B1 (fr) Procédé de fabrication d'un article textile ayant une surface textile hydrophobisée par traitement plasma et un traitement chimique au mouillé
Liu et al. Robust, flame-retardant and colorful superamphiphobic aramid fabrics for extreme conditions
KR950010589B1 (ko) 미세다공성 피복층
Rani et al. Hydrophobic surface modification of silk fabric using plasma-polymerized HMDSO
CA2134315A1 (fr) Agent hydrofuge et oleofuge fluore
Khoddami et al. Effect of wool surface modification on fluorocarbon chain re-orientation
WO2022231317A1 (fr) Composition de résine thermoplastique
Chowdhury Impact of different water repellent finishes on cotton double jersey fabrics

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17899243

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 17899243

Country of ref document: EP

Kind code of ref document: A1