WO2022012012A1 - Tissu de soie naturelle à hydrophobie élevée et son procédé de préparation - Google Patents

Tissu de soie naturelle à hydrophobie élevée et son procédé de préparation Download PDF

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Publication number
WO2022012012A1
WO2022012012A1 PCT/CN2021/072508 CN2021072508W WO2022012012A1 WO 2022012012 A1 WO2022012012 A1 WO 2022012012A1 CN 2021072508 W CN2021072508 W CN 2021072508W WO 2022012012 A1 WO2022012012 A1 WO 2022012012A1
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Prior art keywords
silk fabric
grafting
laccase
strong hydrophobic
preparation
Prior art date
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Ceased
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PCT/CN2021/072508
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English (en)
Chinese (zh)
Inventor
周春晓
王春花
俞金键
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.)
Jiangsu Huajia Silk Corp Ltd
Nantong Vocational University
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Jiangsu Huajia Silk Corp Ltd
Nantong Vocational University
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Publication of WO2022012012A1 publication Critical patent/WO2022012012A1/fr
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    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • 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
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • D06M16/003—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with enzymes or microorganisms
    • 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
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/10—Animal fibres
    • 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 invention relates to the technical field of real silk fabrics, in particular to a strong hydrophobic real silk fabric and a preparation method and preparation process thereof.
  • the hydrophobic modification of silk can reduce its surface energy, improve its hydrophobicity and anti-fouling ability, reduce the number of fabric washing, and improve the ease of care. While breaking the seasonal boundaries of silk fabrics, it can expand its application in many fields such as high-end home textiles, medical care and interior decoration, and improve the market share and social competitiveness of silk products.
  • hydrophobic modification of silk fabrics is still mainly concentrated in the finishing stage.
  • Commonly used hydrophobic modification methods include padding/dipping finishing, coating finishing and grafting modification finishing.
  • graft hydrophobic modification As a protein fiber containing multiple reactive groups, silk can react with hydrophobic monomers to combine with the reactive groups of silk fibers in the form of covalent bonds to improve the hydrophobic properties of silk.
  • the traditional physical/chemical modification methods all have defects such as high process requirements, large fiber damage, and easy residual harmful substances to a certain extent, and the hydrophobic strength cannot meet the growing market demand. Therefore, it is of great practical significance to explore new methods for modifying the strong hydrophobicity of fibroin.
  • one of the objects of the present invention is to provide a method for preparing a strong hydrophobic silk fabric, using a specially designed grafting system, the reaction is simple and mild, the catalytic activity is strong, the grafting rate is fast, the monomeric The grafting rate is high, and the hydrophobic properties of silk fabrics are significantly improved;
  • the second purpose of the present invention is to provide a strong hydrophobic silk fabric prepared by the above method, the silk fiber has low surface energy, strong hydrophobicity and lasting hydrophobic effect.
  • a preparation method of strong hydrophobic silk fabric comprising the following steps:
  • the grafting system includes laccase, acetate buffer at pH 4-5, lauryl gallate, ethanol, reaction medium, catalytic mediator and copper salt.
  • the catalytic mediator is 2,6-dimethoxyphenol.
  • the concentration of laccase is 1.5-2.25U/ml
  • the concentration of lauryl gallate is 8-15mM
  • the concentration of mediator is 0.13-0.2M
  • the concentration of copper salt is 10-25mM .
  • the concentration of laccase is 2U/ml
  • the concentration of lauryl gallate is 12mM
  • the concentration of catalytic mediator is 0.15M
  • the concentration of copper salt is 15mM.
  • the pH of the acetate buffer is 4.
  • reaction medium includes 0.2M acetic acid-sodium acetate and ethanol at pH 3.5-5.5, and the volume ratio of the acetic acid-sodium acetate and ethanol is 4:1.
  • the preheating temperature of the grafting system is 50°C
  • the preheating time is 10min
  • the grafting reaction time is 5h.
  • the grafting system is prepared by the following method:
  • the grafting system is obtained by uniformly mixing the laccase solution, the monomer solution, the reaction medium, the catalytic mediator and the copper salt.
  • the pretreatment includes the following steps: adding the silk fabric to a soaping solution at 55-65° C. according to a liquor ratio of 1:50, soaping for 30 minutes, and drying it for later use; the soaping solution contains 2g/l soap flakes .
  • a strong hydrophobic real silk fabric is prepared by the above-mentioned preparation method of the strong hydrophobic real silk fabric.
  • the present invention utilizes laccase to catalyze the oxidation of tyrosine phenolic hydroxyl groups that are rich in the surface layer and subsurface layer of silk to generate active phenolic oxygen radicals, and then cause the grafting of exogenous monomers with hydrophobic structures to silk fibers, and the silk fibers
  • a hydrophobic polymer layer is formed on the surface, which reduces the surface tension of silk fibers, imparts hydrophobic properties to silk, increases the added value of silk products, expands its scope of use, reduces energy consumption of production enterprises, and relieves environmental pressure.
  • This invention provides a brand-new method and route for other functional modification of fibroin fibers and other natural fibers in the fields of textiles, chemicals, materials, etc.
  • the present invention uses lauryl gallate as the grafting monomer, which can generate tiny grooves on the surface of the silk fibers, and quickly disperse on the fibers, improve the accessibility of the fibers, form more grafting sites, and increase the number of grafting sites.
  • the grafting rate of macromonomer on the fiber surface greatly reduces the surface energy of the fiber and improves the hydrophobicity of the fiber.
  • the catalytic mediator 2,6-dimethoxyphenol is also added to the grafting system of the present invention to form a laccase/mediator catalytic system with laccase, which improves the efficiency of laccase catalytic grafting and makes the surface of silk fibers
  • the grooves are deepened and the grafted solid particles increase significantly, which greatly reduces the surface energy of the fibers.
  • a certain amount of exogenous copper salt is also added to the grafting system of the present invention to assist in increasing the number of grafting sites of silk fibers and improving the grafting of fabrics. rate and improve hydrophobicity.
  • the present invention optimizes the grafting system and reaction process, keeps the grafting reaction rate in the best state, and can quickly complete the enzymatic grafting reaction of silk laccase, and the grafting reaction efficiency of gallate monomer and silk fiber. High, high grafting efficiency, endows silk fabrics with strong hydrophobic properties, low moisture regain, and excellent and durable hydrophobicity.
  • Fig. 1 is the SEM photograph of the test example of the present invention.
  • a preparation method of strong hydrophobic silk fabric comprising the following steps:
  • the grafting system comprises laccase, acetate buffer at pH 4-5, lauryl gallate, ethanol, reaction medium, catalytic mediator and copper salt, and is prepared by the following steps:
  • the grafting system is obtained by uniformly mixing the laccase solution, the monomer solution, the reaction medium, the catalytic mediator and the copper salt.
  • the pretreatment of the above-mentioned silk fabric includes the following steps: adding the silk fabric to a soaping liquid at 55-65° C. according to a liquor ratio of 1:50, soaping for 30 minutes, and drying for later use.
  • the soap cooking liquid contains 2g/l of soap flakes.
  • the laccase in the graft system as a kind of oxidoreductase preparation with safety, high efficiency, energy saving and environmental protection, and a wide range of substrates, can disintegrate or polymerize textile materials or waste structures to achieve the purpose of treatment. It can be used as a bioinitiator to replace some chemicals for functional modification of textile materials.
  • the rich tyrosine ( ⁇ 11%) of silk is a suitable substrate for laccase, which can catalyze the formation of active free radicals from tyrosine and initiate a series of graft polymerization reactions.
  • the above-mentioned catalytic mediator is preferably 2,6-dimethoxyphenol (DMP), which forms a laccase/mediator catalytic system with laccase, improves the efficiency of laccase catalyzed grafting, and enhances the superficial and subsurface layers of silk fibers.
  • DMP 2,6-dimethoxyphenol
  • the concentration of laccase is 1.5-2.25U/ml
  • the concentration of lauryl gallate is 8-15mM
  • the concentration of mediator is 0.13-0.2M
  • the concentration of copper salt is 10-25mM.
  • the concentration of laccase is 2U/ml
  • the concentration of lauryl gallate is 12mM
  • the concentration of catalytic mediator is 0.15M
  • the concentration of copper salt is 15mM.
  • the pH of the acetate buffer is 4.
  • the reaction medium included 0.2M acetic acid-sodium acetate and ethanol at pH 3.5-5.5, and the volume ratio of acetic acid-sodium acetate and ethanol was 4:1.
  • the preheating temperature of the grafting system is 50°C
  • the preheating time is 10min
  • the grafting reaction time is 5h.
  • a strong hydrophobic real silk fabric is prepared by the above-mentioned preparation method of the strong hydrophobic real silk fabric.
  • a preparation method of strong hydrophobic silk fabric comprising the following steps:
  • the soaping liquid was prepared according to 2g/l of soap flakes. After heating the prepared soaping liquid to 60°C on an induction cooker, it was put into electric spinning of silk according to the liquor ratio of 1:50. Equilibrate for 24 hours in a desiccator.
  • the grafting system in this example includes 2U/ml laccase, acetate buffer at pH 4, 12mM lauryl gallate, ethanol, reaction medium, 0.15M DMP and 15mM copper sulfate; wherein, the reaction medium includes 0.2M acetic acid- Sodium acetate and ethanol, the volume ratio of acetic acid-sodium acetate and ethanol is 4:1, prepared by the following steps:
  • Infrared spectrum scanning was carried out on the silk electrospinning before and after grafting in this example, and it was detected that the silk fiber had been successfully grafted to lauryl gallate monomer.
  • a preparation method of a strong hydrophobic silk fabric except for the grafting system and modification time, the remaining steps are the same as those in Example 1.
  • the grafting system of this embodiment includes: 1U/ml laccase, acetate buffer at pH 3.5, 10mM lauryl gallate, ethanol and reaction medium; wherein, the reaction medium includes 0.2M acetic acid-sodium acetate and ethanol, acetic acid- The volume ratio of sodium acetate and ethanol is 4:1.
  • the modification time of this example is 1h, 2h, 3h, 4h, 5h, 6h.
  • the optimal reaction time of laccase enzymatic grafting silk in this example is 5h.
  • the grafting system of this embodiment includes: 1 U/ml laccase, acetate buffer with pH of 2.5, 3.0, 3.5, 4.0, 4.5, 5.0 in sequence, 10 mM lauryl gallate, ethanol and a reaction medium; wherein, the reaction medium includes 0.2M acetic acid-sodium acetate and ethanol, the volume ratio of acetic acid-sodium acetate and ethanol is 4:1.
  • the grafting rate under different pH values of the present example was calculated.
  • the ideal pH value of laccase-activated silk fiber grafting lauryl gallate is 4.0, and the pH value is lower
  • the enzyme-catalyzed silk grafting activity reached its peak, and the reaction rate was the best.
  • a preparation method of a strong hydrophobic silk fabric except for the grafting system and the preheating temperature of the grafting system, the remaining steps are the same as those in Example 1.
  • the grafting system of this embodiment includes: 1U/ml laccase, pH 4.0 acetate buffer, 10mM lauryl gallate, ethanol and reaction medium; wherein, the reaction medium includes 0.2M acetic acid-sodium acetate and ethanol, acetic acid- The volume ratio of sodium acetate and ethanol is 4:1.
  • the preheating temperature of the grafting system in this embodiment is 30°C, 40°C, 50°C, 60°C, and 70°C in sequence.
  • the grafting ratios under different preheating temperatures of the grafting systems in the present embodiment were calculated.
  • the grafting system of this embodiment includes: laccase (1.0U/ml, 1.5U/ml, 2.0U/ml, 2.5U/ml, 3.0U/ml), pH 4.0 acetate buffer, 10mM lauryl gallate , ethanol and a reaction medium; wherein, the reaction medium includes 0.2M acetic acid-sodium acetate and ethanol, and the volume ratio of acetic acid-sodium acetate and ethanol is 4:1.
  • the grafting rate under different laccase concentrations in this example was calculated.
  • the optimal concentration of laccase catalyzing the graft modification of silk fabrics was 2.0U/mL. At this concentration, the polymerization efficiency of the monomer lauryl gallate itself is low, and the graft polymerization reaction efficiency between the monomer and the silk fiber is high.
  • the grafting system of this embodiment includes: 2U/ml laccase, acetate buffer at pH 4.0, lauryl gallate (5mM, 8mM, 10mM, 12mM, 15mM), ethanol and reaction medium; wherein, the reaction medium includes 0.2M
  • the volume ratio of acetic acid-sodium acetate and ethanol, acetic acid-sodium acetate and ethanol is 4:1.
  • the grafting rate under different concentrations of lauryl gallate in this example was calculated.
  • the grafting system of this example includes: 2U/ml laccase, acetate buffer at pH 4.0, 12mM lauryl gallate, ethanol, reaction medium and copper sulfate (5mM, 10mM, 15mM, 20mM, 25mM); wherein, the reaction The medium consists of 0.2 M acetic acid-sodium acetate and ethanol in a volume ratio of 4:1 acetic acid-sodium acetate and ethanol.
  • the grafting rate under different concentrations of lauryl gallate in this example was calculated.
  • adding an appropriate amount of copper salt (15mM) can improve the grafting effect.
  • the grafting rate is obviously higher than the highest grafting rate in Example 6, and the grafting rate when the copper salt concentration is 15mM is more than twice the highest grafting rate in Example 6.
  • laccase is a copper-containing polyphenol oxidase
  • adding a certain amount of exogenous copper ions into the reaction system can increase the number of grafting sites of silk fibers and improve the grafting rate of fabrics.
  • the amount of copper salt is higher than 15mM
  • the copper ion combines with the ⁇ -carboxyl anion in the middle of the acid amino residue around the active site of the laccase, which reduces the binding rate between the active center and the substrate, and reduces the activity of laccase to a certain extent. , resulting in a decrease in the grafting rate of the fabric.
  • the grafting system of this example includes: 2U/ml laccase, acetate buffer pH 4.0, 12mM lauryl gallate, ethanol, reaction medium, 15mM copper sulfate and DMP (0.05M, 0.10M, 0.15M, 0.20M , 0.25M); wherein, the reaction medium includes 0.2M acetic acid-sodium acetate and ethanol, and the volume ratio of acetic acid-sodium acetate and ethanol is 4:1.
  • the grafting rate under different lauryl gallate concentrations of the present embodiment is calculated.
  • the addition of DMP in the present embodiment greatly improves the grafting rate of the reaction, and the optimum dosage is 0.15 M. This may be because with the addition of a certain concentration of mediator catalyst, DMP and laccase form a laccase/mediator catalytic system, which improves the efficiency of laccase grafting.
  • the grafting rate was increased.
  • a preparation method of hydrophobic silk fabric comprising the following steps:
  • Group a electrospinning of silk that has been pretreated but not grafted
  • Group b strong hydrophobic silk fabric with the best grafting rate in Example 6;
  • Group c hydrophobic silk fabric of Comparative Example 1;
  • Group d the strong hydrophobic silk fabric of Example 1.
  • Wetting time According to the method of AATCC 79-2000, the balanced silk fabric is tightly fixed, and a drop of deionized water is about 10mm away from the fabric. The time required for the deionized water droplet to contact the surface of the fabric until the water droplet completely wets the fabric is Wetting time.
  • Water repellency Take a certain size of the silk sample to be tested, and measure the water repellency on a water wetness meter according to the test method of AATCC-22 (1977) 22 (1977). The water consumption for spraying is about 250ml.
  • Moisture regain Put the weighed sample m 0 in an oven, raise the temperature to 140-145°C, take out the fabric after drying for 90 minutes, weigh its dry weight m 1 , calculate the moisture regain of the fabric, the formula is as follows:
  • the water repellency and contact angle of the grafted silk are basically consistent.
  • the higher the grafting rate the better the hydrophobicity; under the same process conditions, compared with the silk-grafted lauryl gallate (d), the The silk fabric of lauryl gallate can obtain more excellent and lasting hydrophobic effect.
  • the moisture regain of the silk fabric of the present invention can be reduced by nearly 23%, and the moisture regain of the silk fabric of Comparative Example 1 can be reduced by nearly 20%.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Est divulgué un procédé de préparation d'un tissu de soie naturelle à hydrophobie élevée. Un système de greffage spécialement conçu est utilisé et comprend une laccase, un tampon acétate ayant un pH compris entre 4 et 5, du gallate de lauryle, de l'éthanol, un milieu réactionnel, un médiateur catalytique et du sel de cuivre. Le procédé consiste à préchauffer le système de greffage de 30 à 60 °C pendant 10 à 15 minutes, à maintenir la température, puis à ajouter un tissu de soie pré-traité selon un rapport de bain de 1:50, à faire réagir pendant 2 à 6 heures, à laver séquentiellement avec de l'eau froide et de l'eau chaude, puis à sécher, et à extraire pour obtenir ledit tissu de soie naturelle à hydrophobie élevée. Le procédé de la présente invention présente une réaction simple, une réaction modérée, une forte activité catalytique, un taux de greffage rapide et un taux de greffage de monomères élevé. L'efficacité hydrophobe du tissu de soie naturelle est significativement accrue. L'invention concerne également un tissu de soie naturelle à hydrophobie élevée préparé par le procédé décrit. Ladite fibre de soie naturelle présente une faible énergie de surface, une forte efficacité hydrophobe et un effet hydrophobe durable.
PCT/CN2021/072508 2020-07-16 2021-01-18 Tissu de soie naturelle à hydrophobie élevée et son procédé de préparation Ceased WO2022012012A1 (fr)

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CN115976835A (zh) * 2022-11-23 2023-04-18 齐鲁工业大学 一种亲油疏水改性织物材料及其制备方法和应用
CN116100912A (zh) * 2022-10-20 2023-05-12 南通中泰包装科技有限公司 一种高强度瓦楞复合纸板及其加工工艺
WO2025242789A1 (fr) * 2024-05-22 2025-11-27 Ligamore Aps Procédé de production de compositions de fibres textiles renforcées

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CN111945425A (zh) * 2020-07-16 2020-11-17 江苏华佳丝绸股份有限公司 一种强疏水真丝织物及其制备方法
CN112647317B (zh) * 2020-12-18 2021-12-28 江南大学 一种提高羊毛纤维强力的生物酶促染色方法

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CN116100912A (zh) * 2022-10-20 2023-05-12 南通中泰包装科技有限公司 一种高强度瓦楞复合纸板及其加工工艺
CN116100912B (zh) * 2022-10-20 2024-05-03 南通中泰包装科技有限公司 一种高强度瓦楞复合纸板及其加工工艺
CN115976835A (zh) * 2022-11-23 2023-04-18 齐鲁工业大学 一种亲油疏水改性织物材料及其制备方法和应用
WO2025242789A1 (fr) * 2024-05-22 2025-11-27 Ligamore Aps Procédé de production de compositions de fibres textiles renforcées

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