CN115305724A - Printing and dyeing method of antibacterial cotton fabric - Google Patents
Printing and dyeing method of antibacterial cotton fabric Download PDFInfo
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- CN115305724A CN115305724A CN202211132399.XA CN202211132399A CN115305724A CN 115305724 A CN115305724 A CN 115305724A CN 202211132399 A CN202211132399 A CN 202211132399A CN 115305724 A CN115305724 A CN 115305724A
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- Prior art keywords
- cotton fabric
- dyeing
- printing
- finishing
- guanidine
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- 239000004744 fabric Substances 0.000 title claims abstract description 66
- 229920000742 Cotton Polymers 0.000 title claims abstract description 48
- 238000004043 dyeing Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 23
- 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
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 11
- 238000007598 dipping method Methods 0.000 claims abstract description 7
- 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 15
- 238000001035 drying Methods 0.000 claims description 13
- 238000005406 washing Methods 0.000 claims description 12
- -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
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
- 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
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 6
- 238000005096 rolling process Methods 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 230000004048 modification Effects 0.000 claims description 5
- 238000012986 modification Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 claims description 4
- 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
- 239000002253 acid Substances 0.000 claims description 3
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims description 3
- 239000007788 liquid Substances 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
- 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
- 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
- 239000003093 cationic surfactant Substances 0.000 abstract description 4
- 238000012360 testing method Methods 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 238000005303 weighing Methods 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
- 238000011084 recovery Methods 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
- 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
- 238000001914 filtration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000002390 rotary evaporation 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
- 241000588724 Escherichia coli Species 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 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
- 150000001412 amines Chemical class 0.000 description 1
- 229920013822 aminosilicone Polymers 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000003385 bacteriostatic 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
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 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
- 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
- 239000000178 monomer Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000012071 phase Substances 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
- 238000012958 reprocessing 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
- 238000010998 test method 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
- 239000002759 woven fabric Substances 0.000 description 1
Images
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses a printing and dyeing method of an 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, dipping and dyeing the cotton fabric by adopting reactive dye; finally, carrying out padding finishing on the cotton fabric by adopting the following finishing agents: 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. Compared with the common finishing agent, the antibacterial cotton fabric provided by the invention has the advantages of soft hand feeling, crease resistance, high friction resistance color fastness and high soaping color fastness.
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 the dyeing and finishing process is a reprocessing process of fibre product by using chemical method and a part of physical mechanical method, and can raise the wearability of fibre and its product and improve its appearance by means of finishing treatment, in which the antibacterial finishing of cotton fabric is the most commonly used process for making underwear, baby clothes and summer face fabric.
At present, the problem of color difference of cotton fabrics after printing and dyeing is easy to occur, the phenomenon of color fading is easy to occur after cleaning, and the scheme to be solved at present is to utilize some chemical substances to pretreat the cotton fabrics, but the chemical substances are harmful to human bodies, the internal structure of the cotton fabrics is easy to damage, and the use comfort level of the cotton fabrics is reduced.
Disclosure of Invention
The invention provides a printing and dyeing method of an antibacterial cotton fabric, and aims to solve the problem that the existing cotton fabric is easy to have color difference after being printed and dyed, the phenomenon of fading is easy to occur after being cleaned, meanwhile, the cotton fabric is endowed with excellent antibacterial performance, and the finished cotton fabric feels soft.
The invention is realized in such a way, and provides the following technical scheme: the printing and dyeing method of the antibacterial cotton fabric comprises the steps of pretreatment, dyeing and finishing, and specifically comprises the following steps:
the method comprises the following steps: pretreatment, aiming at carrying out cationic modification on cotton fabrics.
Step two: dyeing, namely, dipping and dyeing the cotton fabric by adopting reactive dye, and then washing and drying.
Step three: finishing, wherein the finishing liquid comprises: 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 a structure shown in the following formula (I):
in the formula, x, m and n are positive integers, and the anion is one of Cl, br, OH, CH3COO and I.
The silicone oil containing guanidine is prepared by the following steps:
1. preparation of vinyl Silicone oil (PVMS)
Tetramethyl Tetravinylcyclotetrasiloxane (TMDM) as end-capping agent in the presence of tetramethyl ammonium hydroxide as catalyst
And octamethylcyclotetrasiloxane (D) 4 ) Ring-opening polymerization to prepare vinyl silicone oil (PVMS).
The addition amount of the tetramethyl ammonium hydroxide is D 4 0.5% of the mass;
the above-mentioned
D 4 The feeding mol ratio of MM is 2-3: 6-8: 1.
2. Preparation of 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG)
Using dichloromethane as a solvent, triethylamine as an acid-binding agent, reacting beta-mercaptoethylamine with Vilsmeier salt, and 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG).
The Vilsmeier salt is prepared from tetramethylurea with oxalyl chloride.
The 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG) has the following structure (II):
3. preparation of guanidine-containing Silicone oils (PGs)
Taking tetrahydrofuran as a solvent and benzoin dimethyl ether (DMPA) as a catalyst, and carrying out a mercapto-vinyl click reaction on PVMS and MG under the irradiation of ultraviolet light to prepare PGMS; quaternization of PGMS with halides gives silicone oils (PGs) containing guanidine.
The finishing agent provided by the invention is implemented according to the following steps: finishing the fabric by adopting a mode of two-dipping and two-rolling, wherein the pressure of the padding treatment is 2kg/cm 2 ～4kg/cm 2 The percent pass of the padding process50 to 90 percent.
And (3) drying the cotton fabric subjected to padding treatment, namely pre-drying the cotton fabric subjected to padding treatment at the temperature of between 80 and 100 ℃ for 5 to 20min, and then baking the cotton fabric at the temperature of between 120 and 140 ℃ for 2 to 20min.
The invention has the following advantages and beneficial effects:
compared with the common finishing agent, the antibacterial cotton fabric provided by the invention has the advantages of soft hand feeling, crease resistance, friction resistance, color fastness to washing and color fastness to soaping, and is greatly improved. In the finishing agent provided by the invention, the guanidine-containing silicone oil has double bond active reaction groups, and is crosslinked and cured under the action of an initiator in the heat setting and drying process of the fabric, so that the fabric has lasting antibacterial property, washing resistance and high color fastness. The fluorine-containing monomer trifluoroethyl methacrylate is added to adjust the hydrophilicity of the fabric, reduce the surface energy of the fabric and increase the stain resistance of the fabric.
Drawings
FIG. 1 is a molecular structural formula of guanidine-containing silicone oil.
FIG. 2 is a diagram of 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 specific examples, but the present invention is not limited to these examples in any way. Reagents, methods and apparatus used in the present invention are conventional in the art unless otherwise indicated.
The test of the invention comprises the following steps:
(1) And (3) antibacterial testing: and (4) evaluating according to a GB/T20944.3-2008 antibacterial performance oscillation method. Testing an instrument: a spectrophotometer. Experimental strains: staphylococcus aureus (ATCC 6538), escherichia coli (ATCC 25922), candida albicans (ATCC 10231).
The test method comprises the following steps: 0.75. + -. 0.05g of the cloth sample was weighed into a Erlenmeyer flask, and 70mL of PBS buffer was added. Into a Erlenmeyer flask, 4X 10 5 5mL of CFU/mL bacterial solution is placed in a constant temperature oscillator for shaking culture at 24 +/-1 ℃ for 18h. Measuring the absorbance of the culture solution, obtaining the viable bacteria concentration according to a standard curve, and calculating the bacteriostatic rate according to the following formula:
blank group means no swatches were added.
(2) Flexibility test: the effect of the finishing agent on the treated fabric is evaluated by feeling comprehensive factors such as bulkiness, softness, resilience, smoothness and the like of the treated fabric in a manner of touching by hands, the hand feeling is totally divided into 5 grades, the higher the grade is, the better the grade is, the best grade is 5, and the lowest grade is 1.
(3) And (3) anti-wrinkle test: the wrinkle recovery angle is determined by reference to AATCC 66-2003 "wrinkle recovery of woven fabrics and determination: the angle of recovery "was tested.
(4) And (3) testing color fastness:
the soaping color fastness is measured according to the method of GB/T3921-2008 soaping color fastness resistance test for textiles.
The color fastness to rubbing is determined according to GB/T3920-2008 "color fastness to rubbing test for textiles".
(5) And (3) 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 cloth sample was evaluated by the water pick-up rating:
0- -the front and back of the sample are wetted, 50- -the wetted surface is wetted completely, 70- -half of the wetted surface is wetted, the sum of the discontinuous small wetted areas accounts for half of the total wetted area, 80- -the wetted surface is wetted with only partially dispersed small areas, and 90- -the wetted surface is almost not wetted, but the surface is wetted with a small amount of small water drops. 100- -the surface to be drenched is not wetted at all, and the surface is not stained with water drops.
The oil repellency of the fabric sample was evaluated by the oil repellency rating, and the fabric sample was classified into different grades according to the viscosity of the oil to be tested, and the oil repellency was classified into 0 to 8 agents in total, and the grade of 8 was the best.
Example 1
S1: PVMS was prepared.
According to the charging ratio, putting into a single-neck flask
D 4 MM and tetramethylammonium hydroxide (D) as catalyst 4 0.5 percent of the mass), reacting for 9 hours under stirring at 90 ℃, heating to 150 ℃, stirring for 1 hour to decompose the catalyst at high temperature, and distilling the obtained crude product under reduced pressure at 150 ℃ to remove the raw materials which do not participate in the reaction to obtain PVMS.
The molecular structure characterization data of PVMS and their numbers are shown in table 1.
TABLE 1
a. Number average molecular weight (Mn): a Waters 515-2414 type gel permeation chromatograph is adopted, 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 narrow-distribution Polystyrene (PS).
b. The vinyl content is calculated according to the following formula (III):
in the formula, S Me And S V δ =0 to 0.22, δ =5.7 to 6.17 respectively correspond toSi-CH of 3 And Si-CH = CH 2 Is 1 H-NMR integrated area.
S2: preparation of 2- (2-mercaptoethyl) -1, 3-tetramethylguanidine (MG).
Weighing tetramethylurea (42.14g, 0.36mol), putting the tetramethylurea into a three-neck flask provided with a constant-pressure dropping funnel and a nitrogen protection device, adding 300mL of anhydrous toluene, stirring and dissolving, putting the flask into an ice water bath, starting nitrogen protection, starting dropwise adding newly steamed oxalyl chloride (50.65g, 0.4 mol), slowly heating to 60 +/-5 ℃ after dropwise adding, reacting for 20 hours, finishing the reaction, filtering reaction liquid, washing filter residues with toluene, and drying to obtain white Vilsmeier salt. Weighing Vilsmeier salt (54.62g, 0.32mol), triethylamine (76.92g, 0.76mol) and 300mL of dichloromethane into a single-mouth flask, weighing beta-mercaptoethylamine (23.46g, 0.30mol), dissolving in 100mL of dichloromethane into a constant pressure dropping funnel, dropping into the flask under ice bath, reacting at room temperature for 8h after dropping, heating to 60 ℃, continuing to react for 4h, ending the reaction, filtering to remove triethylamine hydrochloride, adding equal volume of deionized water, stirring for 3h, taking an organic phase, and performing rotary evaporation to obtain MG with the yield of 87.67%.
S3: guanidine-containing silicone oils (PGs) were prepared.
Weighing PVMS, MG (60% of PVMS vinyl molar weight) and DMPA (20% of MG molar weight) and 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 carrying out reduced pressure distillation to obtain a PGMS crude product; and dissolving the crude product by 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 by dichloromethane again, adding deionized water for extraction for 5 times, and drying to obtain the oily PGs.
Example 2
The finishing agents with different component ratios are prepared and are listed 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 Co., ltd.) 30%, emulsifier 5% (TO-5/TO-7 = 1: 1), and water in balance.
Example 3
And dyeing and finishing the pure cotton fabric.
The cotton fabric adopts bleached and mercerized pure cotton knitted fabric (specification: 21, 180 g/m) 2 And the goods number: DM1, manufacturer: guangzhou Buddha shun ya textile dyeing and finishing factory)
The cationic surfactant is purchased from Zhang Jia Hongkong German chemical industry and is a reactive cationic surfactant.
S1: pretreatment: preparing a modified solution with the concentration of the cationic surfactant being 40g/L and the concentration of the sodium hydroxide being 15g/L, heating to 60 ℃, putting the cotton fabric into the modified solution with the bath ratio being 1:10, and carrying out heat preservation modification for 30min under a dyeing machine. Then fishing out the cotton fabric and putting the cotton fabric into an acetic acid solution for acid cleaning (bath ratio is 1:10, concentration is 10wt%, temperature is 60 ℃, and time is 10 min); then fishing out the cotton fabric and washing the cotton fabric with water (bath ratio is 1:10, temperature is 60 ℃, time is 10 min); drying (temperature 80 deg.C, time 20 min).
S2: dyeing, reactive dye reactive red 3BS, purchased from leata, zhejiang, using a concentration of 3% o.w.f, bath ratio 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 deg.C, time 20 min); washing with water (bath ratio 1:10, temperature 60 deg.C, time 10 min); drying (temperature 120 deg.C, time 20 min).
S3: and (3) finishing, namely finishing the cotton fabric by using the finishing liquid prepared in the example 2 or the comparative example 1.
Finishing the fabric by adopting a mode of two-dipping and two-rolling, wherein the fabric is subjected to padding treatmentThe pressure was 3kg/cm 2 And the rolling allowance rate of the padding treatment is 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 test results of the finished fabric are shown in tables 3-5.
Table 3: bacteriostasis rate (initial),%
Table 4: bacteriostasis rate (machine washing)%
Machine washing: according to the regulation of GB 8629-2001, home washing and drying program adopted in textile testing, a B-type agitator washing machine and a washing program 8B are selected.
Table 5:
the above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such modifications are intended to be included in the 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:
the method comprises the following steps: pretreatment: carrying out cationic modification on the cotton fabric;
step two: dyeing, namely, dipping and dyeing the cotton fabric by adopting reactive dye, and then washing and drying;
step three: and (3) finishing, wherein the finishing liquid comprises: 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 a structure shown in the following formula (I):
in the formula, x, m and n are positive integers, and the anion is one of Cl, br, OH, CH3COO and I.
2. The method for printing and dyeing the antibacterial cotton fabric according TO claim 1, wherein the emulsifier is one or a combination of TO-5, TO-7, AO11, span80, 1307 and 1310.
3. The method for printing and dyeing the antibacterial cotton fabric according to claim 1, wherein the guanidine-containing silicone oil is prepared by the following steps:
(1) Preparation of vinyl Silicone oil (PVMS)
Tetramethyl Tetravinylcyclotetrasiloxane (TMDM) as end-capping agent in the presence of tetramethyl ammonium hydroxide as catalyst
And octamethylcyclotetrasiloxane (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, reacting beta-mercaptoethylamine with Vilsmeier salt, and reacting 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 following structure (II):
(3) Preparation of guanidine-containing Silicone oils (PGs)
Taking tetrahydrofuran as a solvent and benzoin dimethyl ether (DMPA) as a catalyst, and carrying out a mercapto-vinyl click reaction on PVMS and MG under the irradiation of ultraviolet light to prepare PGMS; quaternization of PGMS with halides gives guanidine-containing silicone oils (PGs).
4. The method for printing and dyeing an antibacterial cotton fabric according to claim 3, wherein the method is characterized in that
D 4 The feeding mol ratio of MM is 2-3: 6-8: 1.
5. The method for printing and dyeing an antibacterial cotton fabric according to claim 3, wherein the molar amount of MG fed is 60% of the molar amount of PVMS vinyl.
6. The printing and dyeing method of the antibacterial cotton fabric according to claim 1, wherein in the third step, the fabric is finished in a two-dipping and two-rolling mode, and the pressure of the dipping and rolling treatment is 2kg/cm 2 ～4kg/cm 2 The rolling residual rate of the padding treatment is 50-90%; and drying the padded cotton fabric, namely pre-drying the padded cotton fabric at 80-100 ℃ for 5-20 min, and then baking the padded cotton fabric at 120-140 ℃ for 2-20 min.
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