CN103709326A - Preparation method of cationic organic silicon modified poly(diallyldimethylammonium chloride) fixing agent - Google Patents
Preparation method of cationic organic silicon modified poly(diallyldimethylammonium chloride) fixing agent Download PDFInfo
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- CN103709326A CN103709326A CN201310733427.8A CN201310733427A CN103709326A CN 103709326 A CN103709326 A CN 103709326A CN 201310733427 A CN201310733427 A CN 201310733427A CN 103709326 A CN103709326 A CN 103709326A
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Abstract
The invention relates to the technical field of fixing agent, and provides cationic organic silicon modified poly(diallyldimethylammonium chloride) fixing agent and a preparation method thereof. The preparation method comprises the following main steps: uniformly mixing dimethyl diallyl ammonium chloride, an organic silicon monomer, chelator and deionized water; and introducing nitrogen gas to expel oxygen, then adding initiator, and performing free radical polymerization to obtain the cationic organic silicon modified poly(diallyldimethylammonium chloride) fixing agent. The fixing agent prepared through the method provided by the invention is used for finishing after dyeing, the dry and wet rubbing fastness (especially wet rubbing fastness) of anionic dye for dyeing can be enhanced, the shade is not influenced, and the feeling of textile can be kept soft; and the fixing agent prepared through the preparation method is free of formaldehyde, non-toxic and environment-friendly, and is novel dyeing and printing auxiliary agent.
Description
Technical field
The present invention relates to laking agent technical field, particularly a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof.
Background technology
Cotton fibre (chief component structure is Mierocrystalline cellulose) is as one of four large natural fibers (cotton, hair, silk, fiber crops), due to from have good water absorbability, heat retention, comfortableness and soft feel in wear behavior aspect, and the feature such as cleaning and health care and degradable recycling is just more and more favored.In order to meet the demand of people to clothing fabric different colours, thereby to dye to fabric.Dyestuff for cotton fiber dyeing has substantive dyestuff, matching stain and reactive dyestuffs etc. conventionally, and substantive dyestuff, matching stain and reactive dyestuffs are all anionic dyestuffs, all contain the water soluble groups such as sulfonic group, carboxyl in molecule.Substantive dyestuff and matching stain all mainly anchor on fiber by Van der Waals force and hydrogen bond, and the fastness of set is limited, are easy to hydrolysis and fade, so generally all need to improve with laking agent the dyefastness of fabric in water.In reactive dyestuff molecule structure, contain reactive group, can generate covalent linkage with fiber-reactive, so dyefastness is relatively high.But reactive dyestuffs are in dyeing course, dyestuff unreacted reactant and hydrolyzate can not be completely clean, and this part dyestuff will fade, and meanwhile, the covalent linkage dying on thing also can be hydrolyzed scission of link.Raising along with textile dyeing fastness requires also still needs laking agent to carry out fixation when dying some dark heavy colour fabrics.
Poly Dimethyl Diallyl Ammonium Chloride laking agent is as the comparatively desirable quaternary ammonium salt polycation type aldehyde-free colour stabilizer of a class, it is to obtain by radical polymerization with monomer diallyldimethylammonChloride Chloride, there is the structures such as five-ring, six-ring, be mainly five-membered ring structure.Its fixation mechanism is with ionic linkage, to be combined and form color lake to reach fixation object with the negatively charged ion in dye structure by the quaternary ammonium salt cationic in structure, simultaneously because its molecular chain modular construction may have intermolecular forces effect comparatively closely to the similar feature of cotton fibre cellulosic structure, thereby it should have good fixing property on cotton fibre, can be applicable on cotton fibre direct, the fixation of the dyestuffs such as sulfuration and activity, but because of the ionic linkage effect of itself and dyestuff and be easily damaged under the effect of the external force such as friction with the interfibrous van der Waals interaction of cotton fabric, especially fastness to wet rubbing is still not ideal enough to cause crock fastness.
Therefore Poly Dimethyl Diallyl Ammonium Chloride structure is carried out to modification to improve its every color fixation fastness, particularly fastness to wet rubbing, be still one of the focus of current research and difficult problem.
Summary of the invention
Therefore, for above content, the invention provides a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, utilize the laking agent that the method makes to be applied to fabric printing fixation last handling process, can effectively improve the dry wet friction colour fastness of fabric.
For achieving the above object, the present invention is achieved by the following technical solutions: a kind of preparation method of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent, comprises the steps:
(1) by percentage to the quality, first the sequestrant and the deionized water that in reactor, add 0.02～0.2 weight part, be mixed with mass percent concentration and be 5%～35% chelating agent solution, stir after dissolving completely, add the dimethyl diallyl ammonium chloride of 35～49 weight parts and the organosilane monomer of 0.5～12 weight part, mixing and stirring makes mixing solutions again;
(2) secondly, with the speed of 50 mL/min～200 mL/min, in reactor, lead to nitrogen 10～60 minutes, and start heat temperature raising;
(3) when temperature rises to 60～80 ℃, then drip the initiator solution that mass percent concentration is 1～10% 0.05～0.2 weight part, time for adding is controlled at 0.5～2 hour;
(4) carry out polyreaction after dropwising, controlling the reaction times is 2～5 hours, finally according to product requirement, add deionized water to be diluted to setting concentration, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Further improve and be: in described step (1) sequestrant be in tripoly phosphate sodium STPP, Sodium hexametaphosphate 99, Trisodium Citrate, sodium tartrate, Sunmorl N 60S, disodium ethylene diamine tetraacetate, tetrasodium ethylenediamine tetraacetate, nitrilotriacetic acid sodium, cyclohexanediaminetetraacetic acid sodium, diethylene triamine pentacetic acid (DTPA) sodium any one or two or more with arbitrarily than the mixture mixing.
Further improve and be: in described step (1), dimethyl diallyl ammonium chloride is that mass percent concentration is 60 ± 0.5% or 65 ± 0.5% the aqueous solution.
Further improve and be: in described step (1), organosilane monomer is vinyltrimethoxy silane, vinyltriethoxysilane, vinyltriacetoxy silane, vinyl three ('beta '-methoxy oxyethyl group) silane, methacryloxypropyl trimethoxy silane, tetramethyl divinyl disiloxane, tetramethyl-tetrem thiazolinyl cyclotetrasiloxane or vinyl tributyl ketoximyl silane.
Further improve and be: the nitrogen in described step (2) is liquid nitrogen or the nitrogen of gaseous state.
Further improve and be: in described step (3) initiator be in ammonium persulphate, Sodium Persulfate and Potassium Persulphate any one or two or more with arbitrarily than the mixture mixing.
Adopt cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent prepared by method of the present invention to there is higher positive charge density, can be combined into ionic linkage with the negative charge of cellulose fiber peacekeeping dyestuff, the siloxane structure of simultaneously introducing, its siloxane bond can form cross-linking system in fabric face hydrolysis, and organosilane monomer itself is also a kind of strong-hydrophobicity monomer, this has not only improved the water-fast of fabric, resistance toheat, and flexibility and the smoothness of fabric have been improved, reduced the frictional coefficient of fabric face, thereby the crock fastness that has greatly improved fabric is fastness to wet rubbing especially, in addition, the quaternary ammonium salt cationic group in product structure of the present invention, it has stronger polarity, can form with the anionic reactive of dyestuff insoluble dye salt precipitation, and further the dyestuff on fixed fabric, reaches the further object of fixation.Triple fixation make fabric fastness better, have more the performances such as water-fastness, rub resistance.
It is a kind of not containing formaldehyde utilizing the product that the present invention makes, the novel dyeing and printing auxiliary of green nontoxic, harmless, safe and reliable, free from environmental pollution.
Embodiment
Below with reference to specific embodiment, describe embodiments of the present invention in detail, to the present invention, how utilisation technology means solve technical problem whereby, and the implementation procedure of reaching technique effect can fully understand and implement according to this.
If do not specialize, the conventional means that the technique means adopting in embodiment is well known to those skilled in the art, the reagent adopting and product are also and can business obtain.The source of agents useful for same, trade(brand)name and be necessary to list its moiety person are all indicated when occurring first.
Embodiment mono-
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.2 kilogram of disodium ethylene diamine tetraacetate and 2 kilograms of described deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, drip is the dimethyl diallyl ammonium chloride that 350 kilogram-mass percentage concentrations are 60%, what in the second header tank, drip is 89 kg ethylene base Trimethoxy silanes, mixing and stirring;
(2) with the speed of 50 mL/min, in reactor, lead to nitrogen 60 min, and start heat temperature raising;
(3) when temperature is raised to 60 ℃, since the 3rd header tank, drip, what in the 3rd header tank, drip is the initiator solution that 40 kilogram-mass percentage concentrations are 2%, and this initiator solution adds 39.2 kilograms of deionized waters formulated by 0.8 kilogram of described ammonium persulphate; Time for adding is controlled at 1.0 hours (that is, control a speed it was dripped off at 1.0 hours), and dropping temperature is controlled at 65 ℃;
(4) drip rear maintenance temperature and continue reaction 2.0 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Embodiment bis-
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.4 kilogram of Sunmorl N 60S and 2 kilograms of deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, add is 400 kilograms of dimethyl diallyl ammonium chlorides, what in the second header tank, add is 59 kg ethylene ethyl triethoxy silicane alkane, mixing and stirring;
(2) with the speed of 80 mL/min, in reactor, lead to nitrogen 45 min, and start heat temperature raising;
(3) when temperature is raised to 65 ℃, since the 3rd header tank, drip, the 3rd header tank is the initiator solution that 20 kilogram-mass percentage concentrations are 3%, this initiator solution adds 19.4 kilograms of deionized waters formulated by 0.6 kilogram of ammonium persulphate.Time for adding is controlled at 1.5 hours (that is, control a speed it was dripped off at 1.5 hours), and dropping temperature is controlled at 70 ℃;
(4) drip rear maintenance temperature and continue reaction 2.5 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Embodiment tri-
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.5 kilogram of tetrasodium ethylenediamine tetraacetate and 2 kilograms of deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, add is 450 kilograms of dimethyl diallyl ammonium chlorides, what in the second header tank, add is 29 kg ethylene base triacetoxysilanes, mixing and stirring;
(2) with the speed of 100 mL/min, in reactor, lead to nitrogen 40 min, and start heat temperature raising;
(3) when temperature is raised to 65 ℃, since the 3rd header tank, drip, the 3rd header tank is the initiator solution that 25 kilogram-mass percentage concentrations are 2%, this initiator solution is formulated by 0.5 kilogram of described Potassium Persulphate and 24.5 kilograms of described deionized waters, (time for adding is controlled at 2.0 hours, controlling a speed makes it at 2.0 hours, drip off), dropping temperature is controlled at 70 ℃;
(4) drip rear maintenance temperature and continue reaction 3.0 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Embodiment tetra-
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.6 kilogram of tripoly phosphate sodium STPP and 2 kilograms of deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, add is 460 kilograms of dimethyl diallyl ammonium chlorides, what in the second header tank, add is 21.6 kg ethylene bases three ('beta '-methoxy oxyethyl group) silane, mixing and stirring;
(2) with the speed of 120 mL/min, in reactor, lead to nitrogen 30 min, and start heat temperature raising;
(3) when temperature is raised to 65 ℃, since the 3rd header tank, drip, what the 3rd header tank dripped is the initiator solution that 36 kilogram-mass percentage concentrations are 5%, this initiator solution is formulated by 0.9 kilogram of described ammonium persulphate, 0.9 kilogram of Sodium Persulfate and 34.2 kilograms of deionized waters, (time for adding is controlled at 1.5 hours, controlling a speed makes it at 1.5 hours, drip off), dropping temperature is controlled at 70 ℃;
(4) drip rear maintenance temperature and continue reaction 3.0 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Embodiment five
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.8 kilogram of Trisodium Citrate and 2 kilograms of deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, add is 470 kilograms of dimethyl diallyl ammonium chlorides, what in the second header tank, add is 14.6 kilograms of methacryloxypropyl trimethoxy silane, mixing and stirring;
(2) with the speed of 160 mL/min, in reactor, lead to nitrogen 20 min, and start heat temperature raising;
(3) when temperature is raised to 70 ℃, since the 3rd header tank, drip, what in the 3rd header tank, drip is the initiator solution that 32.5 kilogram-mass percentage concentrations are 8%, this initiator solution is formulated by 1.3 kilograms of ammonium persulphates, 1.3 kilograms of Potassium Persulphates and 29.9 kilograms of deionized waters, (time for adding is controlled at 2.0 hours, controlling a speed makes it at 2.0 hours, drip off), dropping temperature is controlled at 75 ℃;
(4) drip rear maintenance temperature and continue reaction 3.5 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
Embodiment six
A kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent and preparation method thereof, comprises the following steps:
(1) in reactor, add 0.9 kilogram of tetrasodium ethylenediamine tetraacetate and 2 kilograms of deionized waters, open and stir, stir after dissolving completely, from two header tanks, add again simultaneously, what in the first header tank, add is 480 kilograms of dimethyl diallyl ammonium chlorides, what in the second header tank, add is 8.2 kilograms of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes, mixing and stirring;
(2) with the speed of 200 mL/min, in reactor, lead to nitrogen 10 min, and start heat temperature raising;
(3) when temperature is raised to 75 ℃, since the 3rd header tank, drip, what in the 3rd header tank, drip is the initiator solution that 58 kilogram-mass percentage concentrations are 5%, this initiator solution is formulated by the described deionized water of 1.45 kilograms of Sodium Persulfates, 1.45 kilograms of Potassium Persulphates and 55.1 kilograms, (time for adding is controlled at 1.5 hours, controlling a speed makes it at 1.5 hours, drip off), dropping temperature is controlled at 80 ℃;
(4) drip rear maintenance temperature and continue reaction 4.0 hours, then by product requirement, add again deionized water to dilute, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
The cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent that above-described embodiment 1 ~ 6 is prepared is processed the cotton fabric after bright red 4BS dyeing, adopts and pads technique, and technical process is:
DYED FABRICS → pad laking agent working fluid (pick-up 85%) → oven dry (130 ℃, 3min).
Elevator working solution concentration is 15 g/L, and pH is 6 ~ 7.Salient features after Cotton Fabric (dyefastness) is shown in Table 1.
the main performance index of table 1 cotton fabric after above-described embodiment 1～6 fixation treatment
Remarks:
1. crock fastness testing method is pressed GB/T3920-2008 < < textile color stability test colour fastness to rubbing > > method mensuration;
2. soaping fastness testing method is pressed GB/T3921-2008 < < textile color stability test colour fastness to washing > > method mensuration;
3. color fixing agent Y is commercially available.
Adopt cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent prepared by method of the present invention to there is higher positive charge density, can be combined into ionic linkage with the negative charge of cellulose fiber peacekeeping dyestuff, the siloxane structure of simultaneously introducing, its siloxane bond can form cross-linking system in fabric face hydrolysis, and organosilane monomer itself is also a kind of strong-hydrophobicity monomer, this has not only improved the water-fast of fabric, resistance toheat, and flexibility and the smoothness of fabric have been improved, reduced the frictional coefficient of fabric face, thereby the crock fastness that has greatly improved fabric is fastness to wet rubbing especially, in addition, the quaternary ammonium salt cationic group in product structure of the present invention, it has stronger polarity, can form with the anionic reactive of dyestuff insoluble dye salt precipitation, and further the dyestuff on fixed fabric, reaches the further object of fixation.Triple fixation make fabric fastness better, have more the performances such as water-fastness, rub resistance.
It is a kind of not containing formaldehyde utilizing the product that the present invention makes, the novel dyeing and printing auxiliary of green nontoxic, harmless, safe and reliable, free from environmental pollution.
Claims (6)
1. a preparation method for cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent, is characterized in that, comprises the steps:
(1) by percentage to the quality, first the sequestrant and the deionized water that in reactor, add 0.02～0.2 weight part, be mixed with mass percent concentration and be 5%～35% chelating agent solution, stir after dissolving completely, add the dimethyl diallyl ammonium chloride of 35～49 weight parts and the organosilane monomer of 0.5～12 weight part, mixing and stirring makes mixing solutions again;
(2) secondly, with the speed of 50 mL/min～200 mL/min, in reactor, lead to nitrogen 10～60 minutes, and start heat temperature raising;
(3) when temperature rises to 60～80 ℃, then drip the initiator solution that mass percent concentration is 1～10% 0.05～0.2 weight part, time for adding is controlled at 0.5～2 hour;
(4) carry out polyreaction after dropwising, controlling the reaction times is 2～5 hours, finally according to product requirement, add deionized water to be diluted to setting concentration, after stirring, obtain cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent.
2. the preparation method of a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent according to claim 1, is characterized in that: in described step (1) sequestrant be in tripoly phosphate sodium STPP, Sodium hexametaphosphate 99, Trisodium Citrate, sodium tartrate, Sunmorl N 60S, disodium ethylene diamine tetraacetate, tetrasodium ethylenediamine tetraacetate, nitrilotriacetic acid sodium, cyclohexanediaminetetraacetic acid sodium, diethylene triamine pentacetic acid (DTPA) sodium any one or two or more with arbitrarily than the mixture mixing.
3. a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent according to claim 1 and 2 and preparation method thereof, is characterized in that: in described step (1), dimethyl diallyl ammonium chloride is that mass percent concentration is 60 ± 0.5% or 65 ± 0.5% the aqueous solution.
4. a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent according to claim 1 and preparation method thereof, is characterized in that: in described step (1), organosilane monomer is vinyltrimethoxy silane, vinyltriethoxysilane, vinyltriacetoxy silane, vinyl three ('beta '-methoxy oxyethyl group) silane, methacryloxypropyl trimethoxy silane, tetramethyl divinyl disiloxane, tetramethyl-tetrem thiazolinyl cyclotetrasiloxane or vinyl tributyl ketoximyl silane.
5. a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent according to claim 1 and preparation method thereof, is characterized in that: the nitrogen in described step (2) is liquid nitrogen or the nitrogen of gaseous state.
6. a kind of cation type organic silicon modified Poly Dimethyl Diallyl Ammonium Chloride laking agent according to claim 1 and preparation method thereof, is characterized in that: in described step (3) initiator be in ammonium persulphate, Sodium Persulfate, Potassium Persulphate any one or two or more with arbitrarily than the mixture mixing.
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| CN105755870A (en) * | 2016-02-26 | 2016-07-13 | 苏州三和开泰花线织造有限公司 | Alkali-resistant chlorine-resistant type aldehyde-free active dye color fixing agent and preparation method thereof |
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| CN113637127A (en) * | 2021-08-16 | 2021-11-12 | 广东传化富联精细化工有限公司 | Color fixing agent for cotton for after-finishing and preparation method thereof |
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| CN104744641B (en) * | 2015-03-09 | 2018-04-17 | 浙江工业职业技术学院 | A kind of cation formaldehyde-free color fixing agent lotion |
| CN105727903A (en) * | 2016-02-17 | 2016-07-06 | 济南大学 | Preparation method of dimethyl diallyl ammonium chloride-modified porous diatomaceous earth |
| CN105727903B (en) * | 2016-02-17 | 2018-01-30 | 济南大学 | A kind of modified porous diatomaceous preparation method of dimethyl diallyl ammonium chloride |
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| CN108660813A (en) * | 2018-07-07 | 2018-10-16 | 曾文华 | A kind of formaldehyde-free color fixing agent and preparation method thereof |
| CN108774907A (en) * | 2018-07-07 | 2018-11-09 | 曾文华 | A kind of aldehyde-free colour stabilizer and preparation method thereof for acid dyeing |
| CN111411537A (en) * | 2019-01-08 | 2020-07-14 | 浙江迎丰科技股份有限公司 | Short-process dyeing and finishing process for polyester-nylon viscose fabric |
| CN110092870A (en) * | 2019-04-08 | 2019-08-06 | 沧州硕金生物科技有限公司 | Dyestuff binders composition |
| CN112813710A (en) * | 2020-12-31 | 2021-05-18 | 珠海华大浩宏新材料有限公司 | Energy-saving and water-saving dyeing post-treatment auxiliary agent and preparation method thereof |
| CN113605082A (en) * | 2021-07-30 | 2021-11-05 | 奥仕集团有限公司 | Method for preventing dye from fading by using fluorescent whitening slurry |
| CN113637127A (en) * | 2021-08-16 | 2021-11-12 | 广东传化富联精细化工有限公司 | Color fixing agent for cotton for after-finishing and preparation method thereof |
| CN115852719A (en) * | 2022-09-30 | 2023-03-28 | 浙江越新印染有限公司 | Silicon-containing color fixing additive and application thereof in cotton printing and dyeing |
| CN115852719B (en) * | 2022-09-30 | 2024-03-26 | 浙江越新印染有限公司 | Silicon-containing color fixing auxiliary agent and application thereof in cotton printing and dyeing |
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