CN115305724B - Printing and dyeing method of antibacterial cotton fabric - Google Patents
Printing and dyeing method of antibacterial cotton fabric Download PDFInfo
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- CN115305724B CN115305724B CN202211132399.XA CN202211132399A CN115305724B CN 115305724 B CN115305724 B CN 115305724B CN 202211132399 A CN202211132399 A CN 202211132399A CN 115305724 B CN115305724 B CN 115305724B
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- China
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- cotton fabric
- dyeing
- silicone oil
- finishing
- guanidine
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- 239000004744 fabric Substances 0.000 title claims abstract description 57
- 229920000742 Cotton Polymers 0.000 title claims abstract description 42
- 238000004043 dyeing Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 20
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 19
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920002545 silicone oil Polymers 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims abstract description 14
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 7
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000985 reactive dye Substances 0.000 claims abstract description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims abstract description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- 238000001035 drying Methods 0.000 claims description 13
- -1 2-mercaptoethyl Chemical group 0.000 claims description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 8
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 4
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims description 4
- 230000004048 modification Effects 0.000 claims description 4
- 238000012986 modification Methods 0.000 claims description 4
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 claims description 3
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims description 3
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- VMAWODUEPLAHOE-UHFFFAOYSA-N 2,4,6,8-tetrakis(ethenyl)-2,4,6,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C=C[Si]1(C)O[Si](C)(C=C)O[Si](C)(C=C)O[Si](C)(C=C)O1 VMAWODUEPLAHOE-UHFFFAOYSA-N 0.000 claims description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 claims description 2
- 244000028419 Styrax benzoin Species 0.000 claims description 2
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 229960002130 benzoin Drugs 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000002981 blocking agent Substances 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 238000012650 click reaction Methods 0.000 claims description 2
- 235000019382 gum benzoic Nutrition 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims description 2
- 238000005956 quaternization reaction Methods 0.000 claims description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims description 2
- 230000000845 anti-microbial effect Effects 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 238000002791 soaking Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 8
- 239000003093 cationic surfactant Substances 0.000 abstract description 4
- 238000005470 impregnation Methods 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical group ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000003373 anti-fouling effect Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000005562 fading Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229920013822 aminosilicone Polymers 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
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
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/392—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing sulfur
-
- 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
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
-
- 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
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- 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
- D06M2200/01—Stain or soil resistance
-
- 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
- D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
-
- 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
- D06M2200/50—Modified hand or grip properties; Softening compositions
Abstract
The invention discloses a printing and dyeing method of antibacterial cotton fabric, which comprises the steps of pretreatment, dyeing and finishing, wherein the surface of the cotton fabric is pretreated by adopting a reactive cationic surfactant; then, adopting reactive dye to carry out impregnation dyeing on the cotton fabric; and finally, padding finishing is carried out on the cotton fabric by adopting the following finishing agent: 20-30% of guanidine-containing silicone oil, 5% of emulsifier, 5-10% of trifluoroethyl methacrylate, 4-5% of ammonium persulfate and the balance of water. The antibacterial cotton fabric provided by the invention has soft hand feeling, crease resistance, high rubbing color fastness and high soaping color fastness, and is greatly improved compared with the common finishing agent.
Description
Technical Field
The invention belongs to the technical field of printing and dyeing, and particularly relates to a printing and dyeing method of an antibacterial cotton fabric.
Background
The production and manufacture of cotton fabric includes three technological processes of spinning, weaving and dyeing and finishing, in which dyeing and finishing are that the fibre product is reprocessed by using chemical method and a portion of physical and mechanical method, and through finishing treatment, the wearability of fibre and its product can be raised and its appearance can be improved, and in which the antibacterial finishing of cotton fabric is the most commonly used process for underwear, infant clothes and summer fabric.
At present, the cotton fabric is easy to cause the problem of chromatic aberration after printing and dyeing, and is easy to cause the phenomenon of fading after cleaning, and the prior solution is to pretreat the cotton fabric by using some chemical substances, but the chemical substances are harmful to human bodies, and the internal structure of the cotton fabric is easy to damage, so that the use comfort of the cotton fabric is reduced.
Disclosure of Invention
The invention provides a printing and dyeing method of an antibacterial cotton fabric, which aims to solve the problem that the existing cotton fabric is easy to cause color difference after printing and dyeing, is easy to cause color fading after cleaning, and simultaneously endows the cotton fabric with excellent antibacterial performance and soft hand feeling after finishing.
The invention is realized in such a way that the invention provides the following technical scheme: the printing and dyeing method of the antibacterial cotton fabric comprises the following steps of pretreatment, dyeing and finishing:
step one: pretreatment is aimed at cationic modification of cotton fabrics.
Step two: dyeing, namely, dipping and dyeing cotton fabric by adopting reactive dye, and then washing and drying.
Step three: finishing, finishing liquid includes: 20-30% of guanidine-containing silicone oil, 5% of emulsifier, 5-10% of trifluoroethyl methacrylate, 4-5% of ammonium persulfate and the balance of water.
The emulsifier is one or a combination of TO-5, TO-7, AO11, span80, 1307 and 1310.
The guanidine-containing silicone oil has the structure shown in the following formula (I):
wherein x, m and n are positive integers, and the anion is one of Cl, br, OH, CH3COO and I.
The guanidine-containing silicone oil is prepared by the following steps:
1. preparation of vinyl Silicone oil (PVMS)
Tetramethyl ammonium hydroxide is used as a catalyst, hexamethyldisiloxane (MM) is used as a blocking agent, and tetramethyl tetravinyl cyclotetrasiloxaneAnd octamethyl cyclotetrasiloxane (D) 4 ) Vinyl silicone oil (PVMS) was prepared by ring opening polymerization.
The adding amount of the tetramethyl ammonium hydroxide is D 4 0.5% by mass;
the saidD 4 The feeding mole ratio of MM is 2-3:6-8:1.
2. Preparation of 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG)
And (3) using dichloromethane as a solvent and triethylamine as an acid binding agent, and reacting beta-mercaptoethylamine with Vilsmeier salt to obtain 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG).
The Vilsmeier salt is prepared from tetramethylurea and oxalyl chloride.
The 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG) has the structure of formula (II):
3. preparation of guanidine-containing Silicone oils (PGs)
Tetrahydrofuran is used as a solvent, benzoin dimethyl ether (DMPA) is used as a catalyst, and PVMS and MG undergo mercapto-vinyl click reaction under the irradiation of ultraviolet light to prepare PGMS; and (3) carrying out quaternization reaction on PGMS and halide to obtain guanidine-containing silicone oil (PGs).
The finishing agent provided by the invention is implemented according to the following steps: finishing the fabric by adopting a two-padding and two-rolling mode, wherein the pressure of the padding treatment is 2kg/cm 2 ~4kg/cm 2 The padding residual rate of the padding treatment is 50% -90%.
And (3) drying the cotton fabric subjected to padding treatment, namely pre-drying the cotton fabric subjected to padding treatment at 80-100 ℃ for 5-20 min, and then baking at 120-140 ℃ for 2-20 min.
The invention has the following advantages and beneficial effects:
the antibacterial cotton fabric provided by the invention has soft hand feeling, is crease-resistant, and has greatly improved rubbing color fastness and soaping color fastness compared with the common finishing agent. In the finishing agent provided by the invention, the guanidine-containing silicone oil has double bond active reactive groups, and is crosslinked and cured under the action of the initiator in the heat setting and drying process of the fabric, so that the fabric has lasting antibacterial property and high color fastness. The invention also adds fluoromonomer trifluoro ethyl methacrylate to adjust the hydrophilicity of the fabric, and reduces the surface energy of the fabric and increases the anti-fouling property.
Drawings
FIG. 1 is a molecular structural formula of guanidine-containing silicone oil.
FIG. 2 shows PVMS-1 and PGs-1 prepared in example 1 1 H-NMR。
Detailed Description
The present invention will be described in further detail with reference to the following examples, which are not intended to limit the invention in any way. Unless specifically stated otherwise, the reagents, methods and apparatus employed in the present invention are those conventional in the art.
The invention tests:
(1) Antibacterial test: the evaluation was carried out according to GB/T20944.3-2008 vibration method for antibacterial properties. Test instrument: a spectrophotometer. Experimental strain: staphylococcus aureus (ATCC 6538), escherichia coli (ATCC 25922), candida albicans (ATCC 10231).
The testing method comprises the following steps: 0.75+ -0.05 g of the cloth sample was weighed into a Erlenmeyer flask, and 70mL of PBS buffer was added. Into a Erlenmeyer flask, 4×10 was added 5 CFU/mL of bacterial liquid 5mL is placed in a constant temperature oscillator for shake culture at 24+/-1 ℃ for 18h. Measuring absorbance of the culture solution, obtaining the concentration of viable bacteria according to a standard curve, and calculating the bacteriostasis rate according to the following formula:
blank refers to no cloth added.
(2) Softness test: the effect of the finishing agent on the treated fabric is evaluated by feeling the combination factors such as the bulk, softness, rebound resilience and smoothness of the treated fabric by touching with hands, and the hand feeling is classified into 5 grades, the higher the grade is, the better the grade is, the 5 grades are the best, and the grade 1 is the lowest.
(3) Anti-wrinkle test: wrinkle recovery angle reference AATCC 66-2003 "woven fabric wrinkle recovery and determination: the return angle is tested.
(4) Color fastness testing:
the fastness to soaping is determined according to the method of GB/T3921-2008 "fastness to soaping for textile color fastness test".
The rubbing fastness was determined according to GB/T3920-2008 "rubbing fastness to fabric fastness test".
(5) Antifouling performance test: including a water repellency test (AATCC 22-2001 fabric water repellency test-spray method) and an oil repellency test (AATCC 118-2002 oil repellency-hydrocarbon resistance test).
The water repellency of the swatches was evaluated with a water pick-up scale:
0- -the front and back sides of the sample are wetted, 50- -the showered surface is wetted entirely, 70- -half of the showered surface is wetted, the sum of the discrete patch wetted areas is half of the total wetted area, 80- -the surface only has a partially dispersed patch wetted, 90- -the surface is almost free of wetting, but the surface is coated with a small amount of water droplets. 100- -the showered surface is completely free of wetting and the surface is free of water droplets.
The oil repellency of the swatches was evaluated at a grade of oil repellency, and the samples were classified into different grades according to the viscosity of the oils tested, and were classified into 0 to 8 doses, with grade 8 being the best.
Example 1
S1: PVMS was prepared.
Putting the mixture into a single-neck flask according to the feeding ratioD 4 MM and catalyst tetramethylammonium hydroxide (D) 4 0.5% by mass), stirring at 90 ℃ for reaction for 9 hours, heating to 150 ℃ and stirring for 1 hour to decompose the catalyst, and distilling the obtained crude product at 150 ℃ under reduced pressure to remove raw materials which do not participate in the reaction to obtain PVMS.
D 4 The molar ratio of MM is 3:6:1, which is designated PVMS-1.
D 4 The molar ratio of MM is 2:6:1, which is designated PVMS-2.
D 4 The molar ratio of MM is 2:8:1, which is designated PVMS-3.
Molecular structure characterization data and their numbering for PVMS are shown in table 1.
TABLE 1
a. Number average molecular weight (Mn): the gel permeation chromatograph of Waters 515-2414 is used, the mobile phase is chloroform, the flow rate is 1mL/min, the detector temperature is 35 ℃, the column temperature is 40 ℃, and the standard sample is Polystyrene (PS) with narrow distribution.
b. The vinyl content is calculated according to the following formula (III):
wherein S is Me And S is V Si-CH corresponding to δ=0 to 0.22, δ=5.7 to 6.17, respectively 3 And Si-ch=ch 2 A kind of electronic device 1 H-NMR integration area.
S2: preparation of 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG).
Tetramethyl urea (42.14 g,0.36 mol) is weighed and put into a three-neck flask provided with a constant pressure dropping funnel and a nitrogen protection device, 300mL of anhydrous toluene is added for stirring and dissolution, the flask is placed into an ice-water bath, the nitrogen protection is started, newly distilled oxalyl chloride (50.65 g,0.4 mol) starts to be added dropwise, the temperature is slowly increased to 60+/-5 ℃ after the dropwise addition, the reaction is finished for 20 hours, the reaction liquid is filtered, filter residues are washed by toluene, and white Vilsmeier salt is obtained after drying. Vilsmeier salt (54.62 g,0.32 mol), triethylamine (76.92 g,0.76 mol) and 300mL of dichloromethane are weighed into a single-neck flask, beta-mercaptoethylamine (23.46 g,0.30 mol) is weighed and dissolved in 100mL of dichloromethane, the dichloromethane is put into a constant pressure dropping funnel, the mixture is dropped into the flask under ice bath, the reaction is carried out for 8 hours at room temperature after the completion of the dropping, the reaction is finished after the mixture is heated to 60 ℃ for 4 hours, triethylamine hydrochloride is filtered and removed, equal volume of deionized water is added and stirred for 3 hours, an organic phase is taken for rotary evaporation, and the MG is obtained with the yield of 87.67 percent.
S3: preparation of guanidine-containing silicone oils (PGs).
Weighing PVMS, MG (60% of PVMS vinyl molar quantity) and DMPA (20% of MG molar quantity), putting into a quartz reaction bottle, adding tetrahydrofuran, starting magneton stirring to fully dissolve reactants, reacting for 1h at room temperature under 365nm ultraviolet irradiation, ending the reaction, and distilling under reduced pressure to obtain a crude product of PGMS; dissolving the crude product with ethanol again, adding methyl iodide (1.5 times of the molar weight of MG), heating to 80 ℃ under stirring, refluxing for 12 hours to finish the reaction, removing the solvent and volatile substances by rotary evaporation, dissolving with dichloromethane again, adding deionized water, extracting for 5 times, and drying to obtain oily PGs.
Example 2
The different component ratios of the finishing agents are shown in Table 2.
TABLE 2
The mass ratio of TO-5 TO TO-7 in the emulsifier is 1:1.
Comparative example 1
The finishing agent comprises the following components: amino silicone oil (amine value 0.6mmol/g, viscosity 5000cP, available from Jinan Xinglong chemical industry Co., ltd.) 30%, emulsifier 5% (TO-5/TO-7=1:1), and water in balance.
Example 3
Dyeing and finishing the pure cotton fabric.
The cotton fabric adopts bleached and mercerized pure cotton knitted fabric (21 counts, 180 g/m) 2 And (3) cargo number: DM1, manufacturer: guangzhou Buddha's baseSub-textile dyeing and finishing plant
The cationic surfactant is purchased from Zhangjinggang Debao chemical industry and is a reactive cationic surfactant.
S1: pretreatment: preparing a modified liquid with the concentration of the cationic surfactant of 40g/L and the concentration of the sodium hydroxide of 15g/L, heating to 60 ℃, putting the cotton fabric into the modified liquid, keeping the bath ratio of 1:10, and carrying out heat preservation and modification for 30min under a dyeing machine. Then, the cotton fabric is fished out and put into acetic acid solution for pickling (bath ratio is 1:10, concentration is 10wt percent, temperature is 60 ℃ and time is 10 min); then, the cotton fabric is fished out for water washing (bath ratio is 1:10, temperature is 60 ℃ and time is 10 min); drying (80 ℃ C. For 20 min).
S2: dyeing, wherein the reactive dye is reactive red 3BS, purchased from Zhejiang leap soil Co., ltd., using concentration of 3% o.w. f, bath ratio of 1:10, the temperature is 60 ℃ and the time is 60min; washing with water (bath ratio 1:10, temperature 60 deg.C, time 10 min); soaping with 2g/L DB-5 (bath ratio 1:10, temperature 90 ℃ C., time 20 min); washing with water (bath ratio 1:10, temperature 60 deg.C, time 10 min); drying (120 ℃ C., 20 min).
S3: finishing, cotton fabrics were finished with the finishing liquid prepared in example 2 or comparative example 1.
Finishing the fabric by adopting a two-padding and two-rolling mode, wherein the pressure of the padding treatment is 3kg/cm 2 The padding treatment has a rolling residual rate of 80%.
And (3) drying the cotton fabric subjected to padding treatment, namely pre-drying the cotton fabric subjected to padding treatment at 90 ℃ for 10min and then baking the cotton fabric at 120 ℃ for 5min.
The results of each test of the finished fabric are shown in tables 3 to 5.
Table 3: antibacterial (initial)%, percent
Table 4: antibacterial rate (machine washing)%, percent
Washing: the type B agitator washing machine and washing program 8B were selected as specified in GB 8629-2001 "household washing and drying program for textile test".
Table 5:
the above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.
Claims (6)
1. The printing and dyeing method of the antibacterial cotton fabric comprises the steps of pretreatment, dyeing and finishing, and is characterized by comprising the following steps:
step one: pretreatment: carrying out cationic modification on cotton fabric;
step two: dyeing, namely, soaking and dyeing cotton fabric by adopting reactive dye, and then washing and drying;
step three: finishing, finishing liquid includes: 20-30% of guanidine-containing silicone oil, 5% of emulsifier, 5-10% of trifluoroethyl methacrylate, 4-5% of ammonium persulfate and the balance of water;
the guanidine-containing silicone oil has the structure shown in the following formula (I):
wherein x, m and n are positive integers, and the anion is one of Cl, br, OH, CH3COO and I.
2. The method of claim 1, wherein the emulsifier is one or a combination of TO-5, TO-7, AO11, span80, 1307, 1310.
3. The printing and dyeing method of an antibacterial cotton fabric according to claim 1, wherein the guanidine-containing silicone oil is prepared by the steps of:
(1) Preparation of vinyl Silicone oil (PVMS)
Tetramethyl ammonium hydroxide is used as a catalyst, hexamethyldisiloxane (MM) is used as a blocking agent, and tetramethyl tetravinyl cyclotetrasiloxaneAnd octamethyl cyclotetrasiloxane (D) 4 ) Preparing vinyl silicone oil (PVMS) by ring-opening polymerization;
(2) Preparation of 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG)
Using dichloromethane as a solvent, triethylamine as an acid binding agent, and reacting beta-mercaptoethylamine with Vilsmeier salt to obtain 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG); the Vilsmeier salt is prepared from tetramethyl urea and oxalyl chloride;
the 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG) has the structure of formula (II):
(3) Preparation of guanidine-containing Silicone oils (PGs)
Tetrahydrofuran is used as a solvent, benzoin dimethyl ether (DMPA) is used as a catalyst, and PVMS and MG undergo mercapto-vinyl click reaction under the irradiation of ultraviolet light to prepare PGMS; and (3) carrying out quaternization reaction on PGMS and halide to obtain guanidine-containing silicone oil (PGs).
4. A method of dyeing an antimicrobial cotton fabric according to claim 3 and characterized in that said method comprisesD 4 The feeding mole ratio of MM is 2-3∶6~8∶1。
5. A method of dyeing an antibacterial cotton fabric according to claim 3, characterized in that the MG is fed in a molar amount of 60% of the PVMS vinyl molar amount.
6. The printing and dyeing method of an antibacterial cotton fabric according to claim 1, wherein the fabric is finished in a two-padding-two-padding mode in the third step, and the padding treatment pressure is 2kg/cm 2 ~4kg/cm 2 The padding residual rate of the padding treatment is 50% -90%; and (3) drying the cotton fabric subjected to padding treatment, namely pre-drying the cotton fabric subjected to padding treatment at 80-100 ℃ for 5-20 min, and then baking at 120-140 ℃ for 2-20 min.
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