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CN121023815A - A method for preparing a solvent-free photopolymerized hydrophobic coating and its application - Google Patents

A method for preparing a solvent-free photopolymerized hydrophobic coating and its application

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Publication number
CN121023815A
CN121023815A CN202511543491.9A CN202511543491A CN121023815A CN 121023815 A CN121023815 A CN 121023815A CN 202511543491 A CN202511543491 A CN 202511543491A CN 121023815 A CN121023815 A CN 121023815A
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China
Prior art keywords
preparation
substrate
solvent
cotton
hydrophobic
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CN202511543491.9A
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CN121023815B (en
Inventor
吴宏伟
夏宇精
于化杰
毛慧聪
吴卫飞
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Donghua University
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Donghua University
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M14/00Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • D06M14/20Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin
    • D06M14/22Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin of vegetal origin, e.g. cellulose or derivatives thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M14/00Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • D06M14/26Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of synthetic origin
    • D06M14/30Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of synthetic origin of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M14/32Polyesters

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

Abstract

The invention belongs to the technical field of textiles, and in particular relates to a preparation method and application of a solvent-free photopolymerization hydrophobic coating, wherein the preparation method comprises the following steps of (1) uniformly mixing glycidyl methacrylate monomers and lauryl methacrylate monomers to obtain monomer mixed solution; the method comprises the steps of (1) preparing a monomer mixture, (2) adding a photoinitiator into the monomer mixture prepared in the step (1), performing ultrasonic dispersion to obtain a finishing liquid, (3) soaking a substrate in the finishing liquid prepared in the step (2), placing the substrate in a photo-curing machine for ultraviolet irradiation, and (4) taking out the substrate after the irradiation is finished, and performing post-treatment to form a solvent-free photopolymerization hydrophobic coating on the surface of the substrate. The method has low energy consumption and low cost, does not need to use fluorine-containing compounds and additional solvents or high-temperature treatment, and provides a brand new, green and efficient hydrophobic modification thought for base materials such as cotton fabrics.

Description

Preparation method and application of solvent-free photopolymerization hydrophobic coating
Technical Field
The invention belongs to the technical field of textiles, and particularly relates to a preparation method and application of a solvent-free photopolymerization hydrophobic coating.
Background
Cotton fibers are of irreplaceable importance in the textile field. However, the large amount of hydrophilic hydroxyl groups in the molecular structure of the cotton fabric leads to easy wetting and water stain contamination of the cotton fabric, which not only limits the application of the cotton fabric, but also brings a plurality of inconveniences for daily use and maintenance. Therefore, the hydrophobic functional modification of cotton fabric to expand the application range and increase the added value has become an important research direction in the fields of textile chemistry and functional materials.
Traditional cotton fabric hydrophobic modification strategies rely primarily on the use of fluorochemical compounds to achieve water repellency by building a low surface energy layer on the fiber surface. Although the fluorochemical finish is remarkable, its bioaccumulation and potential environmental toxicity have received considerable attention. At present, long-chain alkyl compounds are used for replacing fluorine-containing compounds, but the process mostly adopts a padding-baking method, the process generally needs to disperse or dissolve finishing agents in a large amount of organic solvents or water, the subsequent high-temperature baking step has huge energy consumption, and the volatilization and release of the organic compounds can be possibly initiated, so that the environment and health risks are brought. Therefore, the development of an efficient, energy-saving and environment-friendly solvent-free green modification technology has important practical significance.
Photopolymerization technology is a method for initiating polymerization of monomers by ultraviolet light irradiation and by excitation of photoinitiators to generate free radicals. The process does not need high temperature conditions, and has the advantages of low energy consumption and high efficiency. The photopolymerization technology is introduced into the functional finishing of textiles, so that the defects of the traditional padding-baking process are hopefully overcome, the rapid processing at low temperature even at room temperature is realized, the energy consumption is greatly reduced, and the volatilization of organic compounds is avoided.
In the hydrophobic modification process of cotton fabrics with long-chain alkyl compounds, lauryl Methacrylate (LMA) is a typical long-chain alkyl hydrophobic monomer with low surface energy of homopolymer, and has been tried for hydrophobic finishing of cotton fabrics. However, when LMA is used alone to hydrophobically modify cotton fabrics, the effect of improving the hydrophobicity is limited, and the modified cotton fabrics have no groups capable of being combined with the cotton fabrics in the structure, so that the hydrophobically effect of the modified cotton fabrics is not ideal. Therefore, development of a modification process capable of effectively improving the hydrophobicity of a substrate such as cotton fabric is needed.
Disclosure of Invention
The invention aims to provide a preparation method and application of a solvent-free photopolymerization hydrophobic coating, so as to improve the hydrophobicity of base materials such as cotton fabrics.
The invention provides a preparation method of a solvent-free photopolymerization hydrophobic coating, which comprises the following steps:
(1) Uniformly mixing Glycidyl Methacrylate (GMA) monomers and Lauryl Methacrylate (LMA) monomers to obtain a monomer mixed solution;
(2) Adding a photoinitiator into the monomer mixed solution, and performing ultrasonic dispersion to obtain a finishing solution;
(3) Soaking a substrate in the finishing liquid, and placing the substrate in a light curing machine for ultraviolet irradiation in an air environment;
(4) And taking out the substrate after the illumination is finished, and performing aftertreatment to form the solvent-free photopolymerization hydrophobic coating on the surface of the substrate.
Preferably, the molar ratio of the GMA monomer to the LMA monomer in the step (1) is 1:3-4.
Preferably, the photoinitiator of step (2) comprises any one of Anthraquinone (AQ), benzophenone (BP) or benzoin dimethyl ether (DMPA).
More preferably, the photoinitiator is anthraquinone.
Preferably, the ratio of the photoinitiator in the step (2) in the LMA monomer is 0.1% -0.15%.
Preferably, the ultrasonic dispersion time in the step (2) is 20-35 min.
Preferably, the substrate of step (3) includes, but is not limited to, any of cotton fabric, synthetic leather or dacron.
Preferably, the bath ratio of the base material to the finishing liquid in the step (3) is 1:10-20.
Preferably, the intensity of the ultraviolet light irradiation in the step (3) is 1500-2000 mW/cm 2, and the irradiation time is 15-30 min.
Preferably, the post-treatment in the step (4) is specifically that the cotton fabric is taken out, washed by absolute ethyl alcohol and then placed in a 70-75 ℃ oven for drying for 20-35 min.
The invention also provides an application of the solvent-free photopolymerization hydrophobic coating prepared by the preparation method in cotton fabric, synthetic leather or polyester base materials.
The invention provides a method for carrying out hydrophobic modification on base materials such as cotton fabrics and the like by photopolymerization under the condition of no solvent, which comprises the steps of directly dissolving an AQ photoinitiator in a mixed monomer of Glycidyl Methacrylate (GMA) and Lauryl Methacrylate (LMA) to form uniform finishing liquid. After the cotton fabric is subjected to dipping treatment, in-situ polymerization reaction is carried out under the irradiation of ultraviolet light, and a hydrophobic polymer coating is constructed on the surface of the fiber. The epoxy group in the GMA molecule has high reactivity, and can be covalently bonded with hydroxyl on a cellulose macromolecular chain under photoinitiation condition, so that the polymer coating is anchored on the fiber surface, the durability of the coating is enhanced, the long alkyl chain of the LMA imparts good hydrophobic property to the fabric, and the GMA and the LMA are copolymerized to cooperatively exert the advantages of the GMA and the LMA, so that the cotton fabric is endowed with remarkable and durable hydrophobic property.
Advantageous effects
The method has the advantages of simple and convenient process, low energy consumption and economic cost, does not need to use fluorine-containing compounds and additional solvents or high-temperature treatment, and provides a brand new, green and efficient hydrophobic modification thought for base materials such as cotton fabrics.
Drawings
FIG. 1 is a GPC chart of the polymer GMA@LMA@AQ of example 1.
FIG. 2 is an infrared spectrum of the hydrophobic cotton fabric GL-cotton in example 1.
FIG. 3 is an SEM image of the hydrophobic cotton fabric GL-cotton of example 1.
FIG. 4 is the water contact angle of the hydrophobic cotton fabric L-cotton of comparative example 1.
FIG. 5 is the water contact angle of the hydrophobic cotton GL-cotton fabric of example 1.
FIG. 6 is a water contact angle of the hydrophobic cotton fabric ML-cotton in comparative example 2.
Detailed Description
The application will be further illustrated with reference to specific examples. It is to be understood that these examples are illustrative of the present application and are not intended to limit the scope of the present application. Furthermore, it should be understood that various changes and modifications can be made by one skilled in the art after reading the teachings of the present application, and such equivalents are intended to fall within the scope of the application as defined in the appended claims.
The reagent sources in the examples and comparative examples of the present invention were Anthraquinone (AQ), analytically pure, shanghai Bi-pharmaceutical technologies Co., ltd., lauryl Methacrylate (LMA), analytically pure, shanghai Bi-pharmaceutical technologies Co., ltd., glycidyl Methacrylate (GMA), analytically pure, shanghai Bi-pharmaceutical technologies Co., ltd., methyl Acrylate (MA), analytically pure, shanghai Michael chemical technologies Co., ltd.).
Example 1
In the embodiment, AQ is taken as a photoinitiator, GMA and LMA are taken as mixed monomers, cotton fabric is taken as a base material, and a hydrophobic polymer coating is constructed on the surface of the cotton fabric through ultraviolet light-initiated polymerization reaction, so that the functional cotton fabric with hydrophobic performance is prepared, and the method specifically comprises the following steps:
(1) Uniformly mixing GMA monomer and LMA monomer according to a molar ratio of 1:3 to obtain monomer mixed solution;
(2) Adding an AQ photoinitiator (the ratio of AQ to LMA monomer is 0.1%) into the monomer mixed solution, and performing ultrasonic dispersion for 30min to obtain a finishing solution;
(3) Pouring the finishing liquid into a culture dish, soaking cotton fabric in the finishing liquid (bath ratio is 1:15), and placing the cotton fabric in a light curing machine for irradiation under the air environment, wherein the intensity of ultraviolet light is 2000 mW/cm 2, and the irradiation time is 20 min;
(4) And taking out the cotton fabric, washing with absolute ethyl alcohol, and then drying in a 75 ℃ oven for 30min ℃ to form a solvent-free photopolymerization hydrophobic coating on the surface of the cotton fabric, thereby obtaining the hydrophobic cotton fabric, which is named as GL-cotton.
In order to verify the feasibility of the AQ photoinitiator on photopolymerization of a GMA and LMA mixed monomer system, a polymer GMA@LMA@AQ is prepared by uniformly mixing a GMA monomer and an LMA monomer according to a molar ratio of 1:3 to obtain a monomer mixed solution, adding the AQ photoinitiator (the molar ratio of AQ to LMA is 0.1%) into the monomer mixed solution, performing ultrasonic dispersion for 30 min to obtain a finishing solution, pouring the finishing solution into a transparent glass bottle, and placing the transparent glass bottle into an ultraviolet curing machine for irradiation, wherein the intensity of ultraviolet light is 2000 mW/cm 2, and the irradiation time is 20 min. After the completion of the reaction, the polymer product obtained was subjected to Gel Permeation Chromatography (GPC) test, and the results are shown in fig. 1. The test results showed that the number average molecular weight (Mn) of the polymer was 75687 and the Degree of Polymerization (DP) was 334. The result clearly shows that the GMA and LMA mixed monomer has effective free radical polymerization reaction under the action of the AQ photoinitiator, the molecular weight reaches a higher level, the hydrophobic unit has better compatibility and stability in the polymerization process, the hydrophobic unit can effectively participate in chain growth, and the molecular weight distribution accords with the polymerization reaction characteristics. Therefore, the AQ photoinitiator can be considered to smoothly initiate the ultraviolet polymerization process of the mixed monomer system, and an experimental basis is provided for further application of the AQ photoinitiator in a photocuring material system.
To confirm successful polymer finishing on the cotton fiber surface, fourier Transform Infrared (FTIR) analysis was performed on the hydrophobic cotton fabric GL-cotton, and the results are shown in fig. 2. As can be seen from the spectrogram, the broad peak of 3330 cm -1 is attributed to the stretching vibration of hydroxyl (-O-H) on the surface of cotton fabric, the stretching vibration characteristic peak of C-H of methyl (-CH 3) and methylene (-CH 2 -) exists in the range of 2950-2850 cm -1, the obvious characteristic peak at 1727 cm -1 is attributed to the stretching vibration of ester group (C=O), the deformation vibration characteristic peak of C-H appears at 1466 cm -1, and the stretching vibration peak from ether bond (C-O-C) on GMA can be observed at 1239 cm -1、1147 cm-1. Together, the infrared absorption characteristics show that GMA and LMA form a polyacrylate hydrophobic coating on the surface of cotton fabric through photopolymerization, the effectiveness of an ultraviolet light grafting modification strategy with AQ as a photoinitiator is verified, and the target hydrophobic cotton fabric is successfully prepared.
In order to visually observe the covering state of the polymer on the fiber surface, a Scanning Electron Microscope (SEM) image of the hydrophobic cotton fabric GL-cotton modified by ultraviolet polymerization under 400 times magnification was tested. As can be clearly seen from fig. 3, a continuous and dense polymer film is clearly attached to the surface of the original cotton fiber. The film is uniformly coated on the surface of the fiber, so that the inherent porous and hydrophilic structure of cotton cellulose is successfully shielded. This uniform and complete coating state is critical in that it significantly alters the chemical composition of the fiber surface-shielding a large number of hydrophilic hydroxyl groups, thereby reducing the surface energy. This coating effectively impedes the contact of water molecules with the fibrous substrate and is a key reason for imparting overall hydrophobic character to the cotton fabric.
Comparative example 1
To compare the difference in hydrophobicity between LMA modification alone and co-modification with GMA, LMA, a hydrophobic cotton fabric L-cotton modified with LMA alone was prepared under the same conditions:
(1) Adding an AQ photoinitiator into an LMA monomer (the ratio of AQ in the LMA monomer is 0.1%), and performing ultrasonic dispersion on the solution for 30min to obtain a finishing liquid;
(2) Pouring the finishing liquid into a culture dish, soaking cotton fabric in the finishing liquid (bath ratio is 1:15), and placing the cotton fabric in a light curing machine for irradiation under the air environment, wherein the intensity of ultraviolet light is 2000 mW/cm 2, and the irradiation time is 20 min;
(3) Taking out the cotton fabric, washing with absolute ethyl alcohol, and then drying in a 75 ℃ oven for 30 min ℃ to form a solvent-free photopolymerization hydrophobic coating on the surface of the cotton fabric, thus obtaining the hydrophobic cotton fabric, which is marked as L-cotton.
The water contact angle test of the hydrophobic cotton fabric L-cotton and the hydrophobic cotton fabric GL-cotton shows that the water contact angle of the L-cotton is only 105 degrees (figure 4), and the water contact angle of the GL-cotton can reach 140 degrees (figure 5), which shows that compared with the single polymerized monomer LMA, the hydrophobic property of the cotton fabric is improved obviously by using a GMA and LMA copolymerization modification method. The hydrophobic copolymer chain is characterized in that epoxy groups are introduced into the polymer chain along with the participation of GMA monomers in copolymerization, and the existence of the epoxy groups enables the polymer to be more tightly combined with the cotton fabric, so that the copolymer can be more completely and more permanently combined on the surface of the cotton fabric, the hydrophilicity of the cotton fiber is more effectively shielded, and the hydrophobic effect of the cotton fabric is further improved.
Comparative example 2
Under the same conditions, the hydrophobic cotton fabric ML-cotton fabric which is copolymerized and modified by taking MA and LMA as mixed monomers is prepared:
(1) Uniformly mixing MA monomer and LMA monomer according to a molar ratio of 1:3 to obtain monomer mixed solution;
(2) Adding an AQ photoinitiator into the monomer mixed solution (the ratio of AQ to LMA monomer is 0.1 percent), and performing ultrasonic dispersion on the solution for 30min to obtain a finishing solution;
(3) Pouring the finishing liquid into a culture dish, soaking cotton fabric in the finishing liquid (bath ratio is 1:15), and placing the cotton fabric in a light curing machine for irradiation under the air environment, wherein the intensity of ultraviolet light is 2000 mW/cm 2, and the irradiation time is 20 min;
(4) The cotton fabric was taken out, rinsed with absolute ethanol, and then dried in a 75 ℃ oven for 30 min ℃ to form a solvent-free photopolymerized hydrophobic coating on the cotton fabric surface, giving a hydrophobic cotton fabric, designated ML-cotton.
The water contact angle test was performed on the hydrophobic cotton fabrics ML-cotton and GL-cotton, the ML-cotton has a water contact angle of only 112 DEG (FIG. 6), and the GL-cotton has a water contact angle of 140 DEG (FIG. 5), which shows that the water contact angle of the cotton fabric is improved significantly by the modification method of copolymerization of GMA and LMA compared with the copolymerization of MA and LMA. This is because MA does not contain epoxy groups and the copolymer with LMA does not bond well to cotton fabrics. However, the GMA monomer contains an epoxy group, and the polymer and the cotton fabric can be more tightly combined due to the existence of the epoxy group, so that the copolymer can be more completely and more permanently combined on the surface of the cotton fabric, the hydrophilicity of the cotton fiber is more effectively shielded, and the hydrophobic effect of the cotton fabric is further improved.

Claims (10)

1.一种无溶剂光聚合疏水涂层的制备方法,其特征在于,所述制备方法包括以下步骤:1. A method for preparing a solvent-free photopolymerized hydrophobic coating, characterized in that the preparation method includes the following steps: (1)将甲基丙烯酸缩水甘油酯单体与甲基丙烯酸月桂酯单体混合均匀,得到单体混合液;(1) Mix glycidyl methacrylate monomer and lauryl methacrylate monomer evenly to obtain monomer mixture; (2)将光引发剂加入步骤(1)制得的单体混合液中,超声分散得到整理液;(2) Add the photoinitiator to the monomer mixture prepared in step (1) and disperse it by ultrasonication to obtain the finishing solution; (3)将基材浸泡在步骤(2)制得的整理液中,并置于光固化机中进行紫外光照射;(3) Immerse the substrate in the finishing solution prepared in step (2) and place it in a UV curing machine for UV irradiation; (4)光照结束后取出基材,进行后处理,基材表面形成无溶剂光聚合疏水涂层。(4) After the light exposure ends, the substrate is removed and post-processed to form a solvent-free photopolymer hydrophobic coating on the surface of the substrate. 2.根据权利要求1所述的制备方法,其特征在于,步骤(1)所述甲基丙烯酸缩水甘油酯单体与甲基丙烯酸月桂酯单体的摩尔比为1:3~4。2. The preparation method according to claim 1, wherein the molar ratio of glycidyl methacrylate monomer to lauryl methacrylate monomer in step (1) is 1:3~4. 3.根据权利要求1所述的制备方法,其特征在于,步骤(2)所述光引发剂包括蒽醌、二苯甲酮或安息香二甲醚中的任一种。3. The preparation method according to claim 1, wherein the photoinitiator in step (2) comprises any one of anthraquinone, benzophenone or benzoin dimethyl ether. 4.根据权利要求1所述的制备方法,其特征在于,步骤(2)所述光引发剂在甲基丙烯酸月桂酯单体中的占比为0.1%~0.15%。4. The preparation method according to claim 1, wherein the proportion of the photoinitiator in step (2) in the lauryl methacrylate monomer is 0.1% to 0.15%. 5. 根据权利要求1所述的制备方法,其特征在于,步骤(2)所述超声分散时间为20~35min。5. The preparation method according to claim 1, wherein the ultrasonic dispersion time in step (2) is 20-35 min. 6.根据权利要求1所述的制备方法,其特征在于,步骤(3)所述基材包括棉织物、合成革或涤纶中的任一种。6. The preparation method according to claim 1, wherein the substrate in step (3) comprises any one of cotton fabric, synthetic leather or polyester. 7.根据权利要求1所述的制备方法,其特征在于,步骤(3)所述基材与整理液的浴比为1:10~20。7. The preparation method according to claim 1, wherein the bath ratio of the substrate to the finishing solution in step (3) is 1:10~20. 8. 根据权利要求1所述的制备方法,其特征在于,步骤(3)所述紫外光照射的强度为1500~2000 mW/cm2,照射时间为15~30 min。8. The preparation method according to claim 1, characterized in that the intensity of ultraviolet light irradiation in step (3) is 1500~2000 mW/cm 2 and the irradiation time is 15~30 min. 9. 根据权利要求1所述的制备方法,其特征在于,步骤(4)所述后处理具体为:将基材取出,用无水乙醇进行冲洗,随后置于70~75 ℃烘箱中干燥20~35 min。9. The preparation method according to claim 1, wherein the post-treatment in step (4) specifically comprises: taking out the substrate, rinsing it with anhydrous ethanol, and then drying it in an oven at 70~75 ℃ for 20~35 min. 10.一种根据权利要求1所述制备方法制得的无溶剂光聚合疏水涂层在棉织物、合成革或涤纶基材中的应用。10. The application of a solvent-free photopolymerized hydrophobic coating prepared by the method according to claim 1 in cotton fabrics, synthetic leather or polyester substrates.
CN202511543491.9A 2025-10-28 A method for preparing a solvent-free photopolymerized hydrophobic coating and its application Active CN121023815B (en)

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Citations (5)

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RU2603734C1 (en) * 2015-10-12 2016-11-27 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) Method of producing polymer coating on surface of cotton fabric
US20180215849A1 (en) * 2017-01-27 2018-08-02 Agency For Science, Technology And Research Segment copolymer for making icephobic coatings
CN119463058A (en) * 2024-11-08 2025-02-18 濮阳展辰新材料有限公司 Hydrophobic bio-based ultraviolet curing resin and preparation method and coating thereof
CN119639337A (en) * 2024-12-11 2025-03-18 哈尔滨电机厂有限责任公司 Ultraviolet light curing coating, peelable coating and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1950416A (en) * 2004-05-07 2007-04-18 Ppg工业俄亥俄公司 Film-forming compositions substantially free of organic solvent, multi-layer composite coatings and related methods
RU2603734C1 (en) * 2015-10-12 2016-11-27 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) Method of producing polymer coating on surface of cotton fabric
US20180215849A1 (en) * 2017-01-27 2018-08-02 Agency For Science, Technology And Research Segment copolymer for making icephobic coatings
CN119463058A (en) * 2024-11-08 2025-02-18 濮阳展辰新材料有限公司 Hydrophobic bio-based ultraviolet curing resin and preparation method and coating thereof
CN119639337A (en) * 2024-12-11 2025-03-18 哈尔滨电机厂有限责任公司 Ultraviolet light curing coating, peelable coating and preparation method thereof

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