CN105951436A - Antibacterial finishing method for grafting beta-cyclodextrin onto wool fabric under catalysis of laccase - Google Patents
Antibacterial finishing method for grafting beta-cyclodextrin onto wool fabric under catalysis of laccase Download PDFInfo
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- CN105951436A CN105951436A CN201610328934.7A CN201610328934A CN105951436A CN 105951436 A CN105951436 A CN 105951436A CN 201610328934 A CN201610328934 A CN 201610328934A CN 105951436 A CN105951436 A CN 105951436A
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- wool fabric
- beta
- cyclodextrin
- laccase
- antibacterial
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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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives thereof
-
- 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/83—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with metals; with metal-generating compounds, e.g. metal carbonyls; Reduction of metal compounds on textiles
-
- 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
- D06M13/152—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 having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- 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
- D06M2400/00—Specific information on the treatment or the process itself not provided in D06M23/00-D06M23/18
- D06M2400/01—Creating covalent bondings between the treating agent and the fibre
Abstract
The invention discloses an antibacterial finishing method for grafting beta-cyclodextrin onto wool fabric under catalysis of laccase and belongs to the technical field of dyeing and finishing processing of the wool fabric. A primary hydroxyl group of beta-cyclodextrin is subjected to catalytic oxidation to form an aldehyde group by the aid of a laccase/TEMPO system, the aldehyde group and an amino group in a wool molecular structure are subjected to a Schiff's base reaction, beta-cyclodextrin is grafted onto the surface of the wool fabric, and the wool fabric is endowed with the good antibacterial performance by the aid of an antibacterial agent contained by beta-cyclodextrin. The specific technological process is as follows: graft-modification is performed on the wool fabric by the aid of cyclodextrin subjected to catalytic oxidation by the aid of the laccase/TEMPO system, and the wool fabric subjected to graft-modification by the aid of cyclodextrin contains the antibacterial agent. The biological enzyme catalysis method has the advantages of low energy consumption and safe and environment-friendly treatment technology, and cyclodextrin and wool are combined by the aid of covalent bonds, so that the prepared antibacterial wool fabric is good in antibacterial property and high in washability.
Description
Technical field
The antibiotic finishing method of a kind of Laccase Catalyzed wool fabric graft beta-cyclodextrin, belongs to wool fabric dyeing and finishing
Processing technique field.
Background technology
Pilus Caprae seu Ovis is by the scale layer outside being coated on, the cortical layer of composition Pilus Caprae seu Ovis entity, and hair shaft center is opaque
Medullary substance layer three part constituted, its main component is protein.As natural azelon, and other
Fiber compare, Pilus Caprae seu Ovis has the most excellent feature, and such as good hygroscopicity, heat-insulation breathable is good, additionally
The structure quite stable of Pilus Caprae seu Ovis, has processing plasticity, the fluffy softness of feel and high resilience.Along with people
Improving constantly of living standard, the demand of product function is got more and more by consumer.Wool fabric is from simply
Comfortable, healthy, safety, it is easy to nursing starts gradually to change.For being continually changing of meeting the market requirement,
The exploitation of functional wool spinning product the most gradually grows up, such as the Aroma finishing of wool fabric, antibiotic finish etc..
Beta-schardinger dextrin-is the circulus compound being joined end to end by 7 glucose molecules and being formed, the structure of main body
Type has the Kranz structure of the truncated cones shape that empty two ends do not close just as a centre.Pyrans in its molecule
Glucose unit is all chair conformation so that secondary hydroxyl and primary hydroxyl come two edges of ring molecule respectively.
C due to Glucopyranose. ring3, C5Hydrogen atom is positioned at cavity and covers and join glycosyloxy atom so that β-ring
There is in the cavity of dextrin the strongest hydrophobicity.By C2And C3Secondary hydroxyl be distributed in bigger opening,
C6Primary hydroxyl be then distributed in less opening, the gathering of these hydroxyls peripheral makes to show outside ring hydrophilic
Property.So beta-schardinger dextrin-just has peripheral hydrophilic, the characteristic of inner hydrophobic.Owing to beta-schardinger dextrin-periphery is hydrophilic
Property and internal hydrophobic this special construction so that it can optionally comprise various organic and inorganic
Molecular compound, this character is also referred to as the inclusive of beta-schardinger dextrin-.Beta-schardinger dextrin-is utilized to comprise essence, tool
Have the function of slow-release fragrance, be widely used in weaving, chemistry, medicine, food, dyestuff, cosmetic etc. each
Field.
Laccase (Laccase, EC 1.10.3.2) is that one is prevalent in insecticide, plant, fungus and antibacterial
In important enzyme, be a kind of glycoprotein oxidase in blue multicopper oxidase.The peptide chain of laccase is typically by 500
Individual left and right aminoacid composition.Current research shows, laccase can be catalyzed the chemical combination such as phenols, amine and lignin
The oxidation of thing, under the assistance of some little Molecular redox amboceptors, laccase has higher catalysis energy of oxidation
Power, can further expand the scope of its Oxidation substrate, as 2, and 2-azino-two (3-ethyl-benzothiazole
-6-sulfonic acid) the little molecule such as di-ammonium salts (ABTS), 2,2,6,6-tetramethoxy piperidines-1-oxide (TEMPO)
In the presence of amboceptor material, the oxidable substrate of laccase includes that Polyphenols, methoxyl group substitute phenol, aromatic series, fat
Fat amine, alcohols, polysaccharide etc..Primary hydroxyl in laccase/TEMPO system alternative oxidation substrates generates aldehyde
Base, can be catalyzed the multiple chemical reaction of oxidation in chemistry organic synthesis, if selective catalytic alcohol or polysaccharide
Primary hydroxyl generate corresponding aldehyde radical and carboxyl, catalysis secondary hydroxyl generates corresponding ketone, and has high selectivity.
It is as follows, first with TEMPO uniqueness that laccase/TEMPO system catalysis primary hydroxyl generates aldehyde radical mechanism
Oxidation mechanism, at O2With under the common effect of laccase, one-electron oxidation is become oxygen ammonium cation, then oxygen ammonium
Ion and primary hydroxy compound form adduct, the adduct of formation with after through bielectron oxidation Decomposition become aldehyde and
Azanol, the azanol of generation by enzymatic oxidation, oxygen or between oxygen ammonium ion and azanol, there is dismutation reaction and
Two electronics are had to be combined with TEMPO.
Beta-schardinger dextrin-, as a kind of polysaccharide, containing substantial amounts of primary hydroxyl in molecule, is that laccase/TEMPO system can
The object of catalysis oxidation.The present invention establishes the antibacterial whole of a kind of Laccase Catalyzed wool fabric graft beta-cyclodextrin
Reason method.Utilize laccase/TEMPO system that the primary hydroxyl in beta-schardinger dextrin-is catalytically oxidized to aldehyde radical, pass through
Aldehyde radical and amino generation schiff base reaction in Pilus Caprae seu Ovis molecular structure, by grafted by beta cyclodextrin to wool fabric surface,
Then utilize beta-schardinger dextrin-to comprise antibacterial thus impart the anti-microbial property that wool fabric is good.
Summary of the invention
The present invention utilizes laccase/TEMPO system catalysis beta-schardinger dextrin-so that it is the primary hydroxyl in molecular structure is by oxygen
Chemical conversion aldehyde radical, the aldehyde radical generated can with the amino generation schiff base reaction in wool protein molecule, thus
By grafted by beta cyclodextrin to wool fabric surface.Owing to beta-schardinger dextrin-has inclusive, it is utilized to comprise antibacterial
Agent, can give the anti-microbial property that wool fabric is excellent.
Concrete technology and step are as follows:
(1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification wool fabric
Process technology preparation and condition: weigh 0.1-0.5mg/mL laccase (laccase activity 10U/mL), 1.0-2.0
Mg/mL TEMPO, 2.0-5.0g/L beta-schardinger dextrin-, wool fabric (bath raio 1:10-20) puts into pH simultaneously
For in the glacial acetic acid-sodium acetate buffer of 4-4.5, in the thermostat water bath of 30-40 DEG C, process 3-12 little
Time, after terminating, taking-up water fully washs, and in 60 DEG C of drying, prepares grafted by beta cyclodextrin modification sheep
Wool fabric；
(2) grafted by beta cyclodextrin modified wool fabric comprises antibacterial
Grafted by beta cyclodextrin modified wool fabric step (1) prepared is soaked in antimicrobial, makes
Beta-schardinger dextrin-on wool fabric comprises antibacterial, gives wool fabric antibiotic property；
Process technology preparation and condition: antibacterial consumption 0.05-5.0g/L, bath raio 1:10-20 of wool fabric,
25 DEG C, soak time 2-24 hour, after terminating, taking-up water fully washs, and in 60 DEG C of drying, preparation
Obtain antibacterial wool fabric.
The antibiotic finishing method of a kind of Laccase Catalyzed wool fabric graft beta-cyclodextrin, feature is the sheep being suitable for processing
Wool fabric includes worsted fabric or drap-de-berry fabric；The laccase of application includes animal, plant or micro-
The enzyme kind of biogenetic derivation；The antibacterial finishing agent kind of application includes the inorganic antibacterial that can be comprised by beta-schardinger dextrin-
Finishing agent, natural antibacterial finishing agent or organic anti-bacterial finishing agent.
Beneficial effects of the present invention:
The present invention is catalyzed by laccase/TEMPO system, by grafted by beta cyclodextrin to wool fabric, utilize β-
Cyclodextrin comprises antibacterial, gives the anti-microbial property that wool fabric is excellent, lasting.The present invention has following excellent
Point:
(1) laccase/TEMPO system catalysis Pilus Caprae seu Ovis graft beta-cyclodextrin has energy consumption as a kind of biological method
Advantage low, that process process safety environmental protection, it is to avoid chemical graft process severe reaction conditions, easily cause environment
The shortcoming polluted；
(2) laccase/TEMPO system catalysis Pilus Caprae seu Ovis graft beta-cyclodextrin, by covalency between beta-schardinger dextrin-and Pilus Caprae seu Ovis
Key (schiff bases key) combines, and adhesion is high between the two, can reach the effect of chemical graft, relative to
Physisorphtion has more preferable fastness so that prepared antibacterial modified Pilus Caprae seu Ovis has Durable antibacterial；
(3) enzyme catalysis efficiency is high, utilize laccase as the catalyst of Pilus Caprae seu Ovis graft beta-cyclodextrin, catalysis β-
In cyclodextrin oxidation reaction, catalytic efficiency is high, and enzyme preparation consumption is few.
Detailed description of the invention
Embodiment 1
Sample kind: all-wool serge fabric.Use natural antibacterial agent catechin.
(1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification wool fabric
Process technology preparation and condition: weigh 0.1mg/mL laccase (laccase activity 10U/mL), 1.0mg/mL
TEMPO, 2.0g/L beta-schardinger dextrin-, wool fabric (bath raio 1:20) put into simultaneously glacial acetic acid that pH is 4-
In sodium acetate buffer, processing 3 hours in the thermostat water bath of 30 DEG C, after terminating, taking-up water is abundant
Washing, and in 60 DEG C of drying, prepare grafted by beta cyclodextrin modification all-wool serge fabric；
(2) grafted by beta cyclodextrin modified wool fabric comprises antibacterial
Grafted by beta cyclodextrin modification all-wool serge fabric step (1) prepared is soaked in catechin solution,
Make the beta-schardinger dextrin-on wool fabric comprise catechin, give wool fabric antibiotic property；
Process technology preparation and condition: antibacterial consumption 2.0g/L, wool fabric (bath raio 1:10-20), room temperature,
Soak time 2 hours, after terminating, taking-up water fully washs, and in 60 DEG C of drying, prepare antibacterial entirely
Wool serge fabric.
Sample 1: unprocessed all-wool serge fabric；
Sample 2: through the all-wool serge of step (1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification
Fabric；
Sample 3: through step (1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification, step (2)
Comprise the all-wool serge fabric that antibacterial processes.
After above-mentioned PROCESS FOR TREATMENT, staphylococcus aureus, escherichia coli are not the most resisted by sample 1 and sample 2
Bacterium property, sample 3 is 86.12% to the bacteriostasis rate of staphylococcus aureus, to colibacillary bacteriostasis rate is
88.35%, to wash after 10 times under room temperature, sample 3 is 80.02% to the bacteriostasis rate of staphylococcus aureus, right
Colibacillary bacteriostasis rate is 78.84%, and sample 3 has good antibiotic property and washability.
Embodiment 2
Sample kind: all-wool valetin.Use inorganic antiseptic silver ion antimicrobial agent.
(1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification wool fabric
Process technology preparation and condition: weigh 0.5mg/mL laccase (laccase activity 10U/mL), 2.0mg/mL
TEMPO, 5.0g/L beta-schardinger dextrin-, all-wool valetin (bath raio 1:10), put into the ice that pH is 4.5 simultaneously
In acetic acid-sodium acetate buffer, process 12 hours in the thermostat water bath of 40 DEG C, take out after terminating and use
Water fully washs, and in 60 DEG C of drying, prepares grafted by beta cyclodextrin modification all-wool valetin；
(2) grafted by beta cyclodextrin modified wool fabric comprises antibacterial
Grafted by beta cyclodextrin modification all-wool valetin fabric step (1) prepared is soaked in silver ion and resists
Microbial inoculum solution, makes the beta-schardinger dextrin-on wool fabric comprise antibacterial, gives wool fabric antibiotic property.
Process technology preparation and condition: antibacterial consumption 5.0g/L, wool fabric (bath raio 1:10), room temperature,
Soak time 24 hours, after terminating, taking-up water fully washs, and in 60 DEG C of drying, prepares antibacterial
All-wool valetin fabric.
Sample 1: unprocessed all-wool valetin fabric；
Sample 2: all vertical through all woolen of step (1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification
Fourth fabric；
Sample 3: through step (1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification, step (2)
Comprise the all-wool valetin fabric that antibacterial processes.
After above-mentioned PROCESS FOR TREATMENT, staphylococcus aureus, escherichia coli are not the most resisted by sample 1 and sample 2
Bacterium property, sample 3 is 94.86% to the bacteriostasis rate of staphylococcus aureus, to colibacillary bacteriostasis rate is
96.92%, to wash after 10 times under room temperature, sample 3 is 88.54% to the bacteriostasis rate of staphylococcus aureus, right
Colibacillary bacteriostasis rate is 86.63%, and sample 3 has good antibiotic property and washability.
Claims (5)
1. an antibiotic finishing method for Laccase Catalyzed wool fabric graft beta-cyclodextrin, belongs to wool fabric dyeing and finishing processing technique field；Utilize laccase/TEMPO system that the primary hydroxyl in beta-schardinger dextrin-is catalytically oxidized to aldehyde radical, by aldehyde radical and amino generation schiff base reaction in Pilus Caprae seu Ovis molecular structure, cyclodextrin is grafted to wool fabric surface, then utilizes cyclodextrin to comprise antibacterial thus impart the anti-microbial property that wool fabric is good.
Method the most according to claim 1, it is characterised in that specifically comprise the following steps that
(1) laccase/TEMPO catalysis oxidation beta-schardinger dextrin-graft modification wool fabric, process technology preparation and condition: weigh 0.1-0.5mg/mL laccase (laccase activity 10U/mL), 1.0-2.0mg/mL TEMPO, 2.0-5.0g/L beta-schardinger dextrin-, wool fabric (bath raio 1:10-20) is put in glacial acetic acid-sodium acetate buffer that pH is 4-4.5 simultaneously, process 3-12 hour in the thermostat water bath of 30-40 DEG C, after end, taking-up water fully washs, and in 60 DEG C of drying, prepare grafted by beta cyclodextrin modified wool fabric；
(2) after step (1) processes, grafted by beta cyclodextrin modified wool fabric step (1) prepared is soaked in antimicrobial, makes the beta-schardinger dextrin-on wool fabric comprise antibacterial, gives wool fabric antibiotic property；Process technology preparation and condition: antibacterial consumption 0.05-5.0g/L, bath raio 1:10-20 of wool fabric, 25 DEG C, soak time 2-24 hour, after terminating, taking-up water fully washs, and in 60 DEG C of drying, prepares antibacterial wool fabric.
Method the most according to claim 2, it is characterised in that the wool fabric being suitable for processing includes whole-wool worsted woollen goods fabric or drap-de-berry fabric.
Method the most according to claim 2, it is characterised in that described laccase can derive from animal, plant or microorganism.
Method the most according to claim 2, it is characterised in that described antibacterial kind includes inorganic antibacterial finishing agent, natural antibacterial finishing agent or the organic anti-bacterial finishing agent that can be comprised by cyclodextrin.
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| CN201610328934.7A CN105951436B (en) | 2016-05-18 | 2016-05-18 | A kind of antibiotic finishing method of Laccase Catalyzed wool fabric grafting beta cyclodextrin |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106592219A (en) * | 2016-11-26 | 2017-04-26 | 江苏大同宝富纺织科技有限公司 | Method for conducting flame-retardant finishing on polyester fabric by means of grafted primary amine type phosphorus-containing flame retardant |
| CN106894248A (en) * | 2017-04-13 | 2017-06-27 | 江南大学 | A kind of method that utilization Maillard reaction improves wool cationic dyeing performance |
| CN107059413A (en) * | 2017-04-19 | 2017-08-18 | 江苏腾盛纺织科技集团有限公司 | Cutinase and laccase Combined Treatment carry out the function modified method of terylene |
| CN107059395A (en) * | 2017-05-16 | 2017-08-18 | 无锡协新毛纺织股份有限公司 | A kind of Laccase Catalyzed wool fabric is grafted the method for sorting of phenolic hydroxy group chitosan |
| CN108193289A (en) * | 2018-03-19 | 2018-06-22 | 东华大学 | A kind of method that biological and chemical is carried out to hemp and combines a degumming |
| CN108893982A (en) * | 2018-07-27 | 2018-11-27 | 南通霆川电子科技有限公司 | A kind of antibiotic finishing method of Laccase Catalyzed fibrilia grafting beta-cyclodextrin |
| CN109853241A (en) * | 2018-12-26 | 2019-06-07 | 江苏大同宝富纺织科技有限公司 | A kind of durability Antistatic Finish of Polyester Fabric method |
| CN110777466A (en) * | 2019-09-24 | 2020-02-11 | 江阴兴吴呢绒科技有限公司 | Manufacturing method of graphene wool fabric and obtained fabric |
| CN111807891A (en) * | 2020-06-02 | 2020-10-23 | 广西金裕隆农药化工有限公司 | Slow-release pesticide fertilizer containing imidacloprid and pyrazosulfuron-ethyl for rice and preparation method thereof |
| CN112647317A (en) * | 2020-12-18 | 2021-04-13 | 江南大学 | Biological enzymatic dyeing method for improving strength of wool fibers |
| CN115584637A (en) * | 2022-10-10 | 2023-01-10 | 江南大学 | Method for carrying out hydrophilic modification on chinlon fabric based on protease and laccase |
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Cited By (15)
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| CN106592219B (en) * | 2016-11-26 | 2018-07-27 | 江苏大同宝富纺织科技有限公司 | A kind of grafting primary amine class phosphonium flame retardant progress dacron flame-retardant finishing method |
| CN106592219A (en) * | 2016-11-26 | 2017-04-26 | 江苏大同宝富纺织科技有限公司 | Method for conducting flame-retardant finishing on polyester fabric by means of grafted primary amine type phosphorus-containing flame retardant |
| CN106894248A (en) * | 2017-04-13 | 2017-06-27 | 江南大学 | A kind of method that utilization Maillard reaction improves wool cationic dyeing performance |
| CN107059413A (en) * | 2017-04-19 | 2017-08-18 | 江苏腾盛纺织科技集团有限公司 | Cutinase and laccase Combined Treatment carry out the function modified method of terylene |
| CN107059395B (en) * | 2017-05-16 | 2019-07-23 | 无锡协新毛纺织股份有限公司 | A kind of method for sorting of Laccase Catalyzed wool fabric grafting phenolic hydroxy group chitosan |
| CN107059395A (en) * | 2017-05-16 | 2017-08-18 | 无锡协新毛纺织股份有限公司 | A kind of Laccase Catalyzed wool fabric is grafted the method for sorting of phenolic hydroxy group chitosan |
| CN108193289A (en) * | 2018-03-19 | 2018-06-22 | 东华大学 | A kind of method that biological and chemical is carried out to hemp and combines a degumming |
| CN108893982A (en) * | 2018-07-27 | 2018-11-27 | 南通霆川电子科技有限公司 | A kind of antibiotic finishing method of Laccase Catalyzed fibrilia grafting beta-cyclodextrin |
| CN109853241A (en) * | 2018-12-26 | 2019-06-07 | 江苏大同宝富纺织科技有限公司 | A kind of durability Antistatic Finish of Polyester Fabric method |
| CN110777466A (en) * | 2019-09-24 | 2020-02-11 | 江阴兴吴呢绒科技有限公司 | Manufacturing method of graphene wool fabric and obtained fabric |
| CN110777466B (en) * | 2019-09-24 | 2021-09-14 | 江阴兴吴呢绒科技有限公司 | Manufacturing method of graphene wool fabric and obtained fabric |
| CN111807891A (en) * | 2020-06-02 | 2020-10-23 | 广西金裕隆农药化工有限公司 | Slow-release pesticide fertilizer containing imidacloprid and pyrazosulfuron-ethyl for rice and preparation method thereof |
| CN112647317A (en) * | 2020-12-18 | 2021-04-13 | 江南大学 | Biological enzymatic dyeing method for improving strength of wool fibers |
| CN112647317B (en) * | 2020-12-18 | 2021-12-28 | 江南大学 | Biological enzymatic dyeing method for improving strength of wool fibers |
| CN115584637A (en) * | 2022-10-10 | 2023-01-10 | 江南大学 | Method for carrying out hydrophilic modification on chinlon fabric based on protease and laccase |
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