CN114672996B - Preparation method and application of xylenol orange functionalized polyvinyl alcohol fiber - Google Patents
Preparation method and application of xylenol orange functionalized polyvinyl alcohol fiber Download PDFInfo
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/438—Sulfonamides ; Sulfamic acids
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
- G01N21/80—Indicating pH value
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- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/18—Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/24—Polymers or copolymers of alkenylalcohols or esters thereof; Polymers or copolymers of alkenylethers, acetals or ketones
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- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
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Abstract
The invention relates to xylenol orange functionalized polyvinyl alcohol fiber and a preparation method and application thereof, belonging to the technical field of acid-base indication. The invention aims to solve the problems that a small molecular acid-base indicator cannot be separated from a solution and certain pollution is caused to the solution after measurement of a system with high requirements. In addition, some acid-base indicators are expensive and have complex preparation process, and the defect of difficult recovery increases the application cost of the small-molecule acid-base indicators, and the like, and mainly comprises the following two steps: 1. pretreating polyvinyl alcohol fibers; 2. and synthesizing the xylenol orange functionalized polyvinyl alcohol fiber, namely polyvinyl alcohol fiber immobilized xylenol orange indicator. The invention combines the advantages of xylenol orange and polyvinyl alcohol fiber, and the xylenol orange is fixedly supported on the polyvinyl alcohol fiber and used for measuring the acid-base property of the solution. The solid acid-base indicator has the advantages of simple preparation method, sensitive acid-base color change, excellent recycling performance and good industrial application value.
Description
Technical Field
The invention belongs to the technical field of acid-base color change indication, and particularly relates to xylenol orange functionalized polyvinyl alcohol fibers, and a preparation method and application thereof.
Background
The color-changing fiber material is fiber with special structure and capable of changing its color after being stimulated by pH, illumination, temperature or pressure and other outside environment. The color-changing fiber is one of intelligent fibers and has potential practical application value in the fields of special clothing, packaging, protection, monitoring, sensors, military masking and the like. The color-changing fibers mainly comprise photochromic fibers, thermochromic fibers, acid-base color-changing fibers and the like. In recent 20 years, based on extensive researches on variable color dyes, a large number of variable color materials with novel structures and different functions are reported successively.
The acid-base color-changing fiber means that the fiber has a special structure which can change color along with the change of the environmental acidity and alkalinity, namely the color-forming group structure on the fiber changes, and the emission spectrum (fluorescence type) or the absorption spectrum (absorption type) of the fiber changes specifically, and the color of the fiber changes macroscopically. Monitoring of pH changes is very important in the fields of life and scientific research, but common monitoring methods are generally complex to operate or have high requirements on instruments and equipment, so that monitoring of acid-base changes can be achieved by simple methods (such as color changes) is very important.
Xylenol Orange (XO) is a common complexation indicator that shows red color by complexation with metals such as zinc, bismuth, cadmium, cobalt, copper, iron, mercury, indium, lanthanoid, nickel, lead, scandium, thorium, zirconium, thallium, uranium (VI), vanadium, etc. In addition, xylenol orange is also an acid-base indicator, the acid solution of which is lemon yellow, and the alkaline solution of which is red-purple.
Although the traditional small molecule acid-base indicator has the advantages of high sensitivity, obvious color change and the like, the traditional small molecule acid-base indicator cannot be separated from a solution, and can cause certain pollution to the solution after measurement for a system with high requirements. In addition, some acid-base indicators are expensive and the preparation process is complex, and the disadvantage of being difficult to recycle increases the application cost of the small molecule acid-base indicators. In recent years, in order to reduce environmental pollution and application cost of the acid-base indicator, more and more students fixedly load the small molecular acid-base indicator on various carriers through different methods, so that the recycling of the indicator is realized.
The polyvinyl alcohol fiber (PVA fiber for short) is a synthetic fiber which is processed by adopting a specific advanced technology and takes high-quality polyvinyl alcohol (PVA) with high polymerization degree as a raw material, and has the advantages of high strength, high modulus, low elongation, wear resistance, acid and alkali resistance, good weather resistance and the like. In addition, the polyvinyl alcohol fiber contains a large number of chemically active hydroxyl groups in the interior and the surface, and the hydroxyl groups can be converted into a plurality of other functional groups through a simple chemical method, and the functional groups can be used as bridging bonds of the immobilized small molecule acid-base indicator.
In view of this, the present invention has been made.
Disclosure of Invention
In order to solve the problems of incapability of recycling, environmental pollution, high cost and the like of the existing small molecule indicator, the invention provides xylenol orange functionalized polyvinyl alcohol fiber and a preparation method thereof, and the xylenol orange functionalized polyvinyl alcohol fiber is used as a recyclable acid-base indicator, and has the advantages of low price and easy obtainment of a carrier, simple preparation process, sensitive acid-base discoloration, low cost and good recycling performance.
In order to solve the technical problems, the invention adopts the following technical scheme:
a preparation method of xylenol orange functionalized polyvinyl alcohol fiber comprises the following steps:
(1) Pretreatment of polyvinyl alcohol fibers: placing polyvinyl alcohol fibers into distilled water, carrying out reflux reaction under magnetic stirring, filtering, washing with distilled water, and drying the washed fibers for later use;
(2) Adding the pretreated polyvinyl alcohol fiber, xylenol orange tetrasodium salt and concentrated phosphoric acid into distilled water, refluxing for a certain time under magnetic stirring, filtering, washing the obtained fiber with distilled water until the filtrate is not developed under ultraviolet, and drying to obtain the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO.
Further, in step (1), distilled water 60 mL is required based on 1 g polyvinyl alcohol fiber.
Further, the reflux reaction time in the step (1) is 2-10 h.
Further, the distilled water used for washing in the step (1) and the step (2) has a temperature of 55 to 75 ℃.
Further, in the step (1), the drying temperature is 50-100 ℃ and the drying time is 8-18 h.
Further, in the step (2), based on 0.5g of the pretreated polyvinyl alcohol fiber, the amount of xylenol orange tetrasodium salt is 0.5-1.5-g, and the amount of concentrated phosphoric acid is 0.5-1.5-mL, and distilled water is required to be 30 mL.
Further, the reflux time under magnetic stirring in the step (2) is 4-8 h.
Further, in the step (2), the drying temperature is 50-100 ℃ and the drying time is 8-18 h.
Xylenol orange functionalized polyvinyl alcohol fiber prepared by the preparation method provided by the invention.
The xylenol orange functionalized polyvinyl alcohol fiber is applied as a recyclable acid-base indicator (solid acid-base indicator).
After the technical scheme is adopted, the invention has the following beneficial effects:
(1) The invention prepares the immobilized xylenol orange indicator by taking commercial polyvinyl alcohol fiber as a carrier for the first time. The solid indicator carrier is cheap and easy to obtain, simple in preparation process, high in acid-base color-changing sensitivity, low in cost and good in cycle performance. Effectively solves the problems of non-recycling, environmental pollution, high cost and the like of the existing small molecule indicator. The invention combines the advantages of xylenol orange and polyvinyl alcohol fiber, and the xylenol orange is fixedly supported on the polyvinyl alcohol fiber and used for measuring the acid-base property of the solution. The solid acid-base indicator has the advantages of simple preparation method, sensitive acid-base discoloration, excellent recycling performance and good industrial application value.
(2) The xylenol orange functionalized polyvinyl alcohol fiber (PVAF-XO) prepared by the invention is applied to the determination of the acidity and alkalinity of an aqueous solution. PVAF-XO fiber has acid-base double color-changing property (figure 2), and has higher sensitivity to alkali, and 0.1-2.0 mol/L sodium hydroxide solution can change the color from yellow to purple in 1 s (figure 3), and the PVAF-XO fiber is very sensitive to color change in low-concentration alkali, and can change the color in 1 s even in 0.8 mmol/L sodium hydroxide solution (figure 4). In addition, PVAF-XO has excellent cycle properties, which show essentially no change in fiber after 100 cycles of discoloration in 0.5 mol/L base (FIG. 6).
(3) The xylenol orange functionalized polyvinyl alcohol fiber (PVAF-XO) prepared by the invention is used as an indicator and titrated with acid and alkali. A quantity of PVAF-XO was placed in a 20.00 mL aqueous HCl solution of a concentration of 0.110 mol/L as measured with a 0.100 mol/L NaOH solution, which is substantially identical to the measurement (0.108 mol/L) using phenolphthalein as an indicator (Table 1), demonstrating the good alternatives of the invention to small molecule indicators.
Drawings
FIG. 1 is a synthetic route diagram of xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO.
Fig. 2 shows the color change of PVAF-XO in acid (left) base (right).
Fig. 3 shows the color change of PVAF-XO in different concentrations of base: 1.0.1 mol/L, 2.0.5 mol/L, 3.1.0 mol/L, 4.1.5 mol/L, 5.2.0 mol/L.
Fig. 4 shows the color change of PVAF-XO in different low concentrations of base.
Fig. 5 shows the color change of PVAF-XO in different concentrations of acid: (1) 0.1 mol/L, (2) 0.5 mol/L, (3) 1.0 mol/L, (4) 1.5 mol/L, (5) 2.0 mol/L, (6) 4.0 mol/L.
FIG. 6 shows the discoloration of PVAF-XO with 100 cycles in 0.5 mol/L base.
Detailed Description
Embodiments of the invention are shown below, it being apparent that the described embodiments are only some of the embodiments of the invention and not all of the embodiments.
Example 1
The preparation method of the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO comprises the following steps:
(1) Commercial polyvinyl alcohol fiber pretreatment: 5.0. 5.0 g commercial polyvinyl alcohol fibers were placed in a 500 mL round bottom flask containing 300 mL distilled water, refluxed with magnetic stirring for 5 h, filtered, and rinsed with 200 mL of 65℃distilled water. After washing, the fibers were dried in a 60 ℃ oven for 12 h use.
(2) Adding 0.5g pretreated polyvinyl alcohol fiber into a 100 mL round bottom flask, then adding 1.0 g xylenol orange tetrasodium salt, 1 mL concentrated phosphoric acid and 30 mL distilled water, refluxing for 5 h under magnetic stirring, filtering, and collecting filtrate for preparing the next batch of fiber; and washing the reacted fiber with distilled water at 65 ℃ until the filtrate does not develop color under ultraviolet, and finally drying the fiber in a drying oven at 60 ℃ for 12 h to obtain the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO.
Example 2
The preparation method of the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO comprises the following steps:
(1) Commercial polyvinyl alcohol fiber pretreatment: 5.0. 5.0 g commercial polyvinyl alcohol fibers were placed in a 500 mL round bottom flask containing 300 mL distilled water, refluxed with magnetic stirring for 2 h, filtered, and rinsed with 200 mL of 55℃distilled water. After washing, the fibers were dried in a 100 ℃ oven for 8 h use.
(2) Adding 0.5g pretreated polyvinyl alcohol fiber into a 100 mL round bottom flask, then adding 0.5g xylenol orange tetrasodium salt, 0.5mL concentrated phosphoric acid and 30 mL distilled water, refluxing 4 h under magnetic stirring, filtering, and collecting filtrate for preparing the next batch of fiber; washing the reacted fiber with distilled water at 55 ℃ until the filtrate does not develop color under ultraviolet, and finally drying the fiber in a drying oven at 100 ℃ for 8 h to obtain the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO.
Example 3
The preparation method of the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO comprises the following steps:
(1) Commercial polyvinyl alcohol fiber pretreatment: 5.0. 5.0 g commercial polyvinyl alcohol fibers were placed in a 500 mL round bottom flask containing 300 mL distilled water, refluxed with magnetic stirring for 10 h, filtered, and rinsed with 200 mL of 75℃distilled water. After washing, the fibers were dried in a 80 ℃ oven for 10 h use.
(2) Adding 0.5g pretreated polyvinyl alcohol fiber into a 100 mL round bottom flask, then adding 1.5 g xylenol orange tetrasodium salt, 1.5 mL concentrated phosphoric acid and 30 mL distilled water, refluxing for 10 h under magnetic stirring, filtering, and collecting filtrate for preparing the next batch of fiber; washing the reacted fiber with distilled water at 75 ℃ until the filtrate does not develop color under ultraviolet, and finally drying the fiber in a drying oven at 80 ℃ for 10 h to obtain the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO.
The xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO obtained in the example 1 is applied to acid-base detection, and is carried out according to the following scheme: 0.05 g PVAF-XO was placed in 5mL acid or alkali solution with a certain concentration, and after 1 s the color change of the fiber was observed, the solution was acidic if the fiber turned red, and the solution was alkaline if the fiber turned purple.
The xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO is applied to acid-base titration, and is carried out according to the following scheme: the method comprises the steps of putting 0.05 g PVAF-XO into 25 mL hydrochloric acid solution with a certain concentration, calibrating the concentration of the hydrochloric acid solution by using 0.102 mol/L sodium hydroxide solution, stopping titration after the fiber turns from yellow to purple, recording the consumption of the sodium hydroxide solution, and calculating the concentration of the hydrochloric acid solution after three parallel titration.
TABLE 1 titration results of PVAF-XO as an acid-base indicator instead of phenolphthalein
| Experiment number | Alkali concentration (mol/L) | Indicator agent | Determination of acid concentration (mol/L) |
| 1 | 0.102 | Phenolphthalein | 0.108 |
| 2 | 0.102 | PVAF-XO | 0.110 |
The experimental results are shown in FIGS. 2-6. The fibers PVAF-XO appeared yellow in neutral water, orange in 4.0 mol/L hydrochloric acid solution and purple in 3.0 mol/L sodium hydroxide solution (FIG. 2).
PVAF-XO can quickly appear purple in 0.1-2.0 mol/L sodium hydroxide solution, and can still quickly appear purple in lower concentration (10-1.25 mmol/L) sodium hydroxide solution. It is worth noting that PVAF-XO can even give a color change to 1 mmol/L and 0.8 mmol/L sodium hydroxide solution (orange-red, FIGS. 3, 4). The PVAF-XO was shown to have very excellent base indicating properties. In addition, PVAF-XO may also indicate more than 2.0 mol/L hydrochloric acid solution and show orange (FIG. 5).
PVAF-XO has very excellent recycling performance as an acid-base indicator. As shown in FIG. 6, after the PVAF-XO was recycled 100 times in 0.5 mol/L sodium hydroxide solution, the PVAF-XO was almost indistinguishable from the newly prepared PVAF-XO and still turned purple rapidly.
It should be understood that the embodiments of the invention are intended to be illustrative, and not in any way limit the scope of the invention. Modifications of the above examples will occur to those skilled in the art, and all such modifications are intended to fall within the scope of the appended claims.
Claims (6)
1. The application of xylenol orange functionalized polyvinyl alcohol fiber as a recyclable acid-base indicator is characterized in that: the acid-base property of the aqueous solution is measured by using the xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO, the PVAF-XO fiber has acid-base double color-changing property, the sensitivity to alkali is higher, the PVAF-XO fiber can be changed from yellow to purple in 1 s by using 0.1-2.0 mol/L sodium hydroxide solution, the PVAF-XO fiber can change color in low-concentration alkali and is very sensitive, the PVAF-XO fiber still can change color in 1 s in 0.8 mmol/L sodium hydroxide solution, and the PVAF-XO basically has no change after the PVAF-XO changes color for 100 times in 0.5 mol/L alkali;
the preparation method of the xylenol orange functionalized polyvinyl alcohol fiber comprises the following steps:
(1) Pretreatment of polyvinyl alcohol fibers: placing polyvinyl alcohol fibers into distilled water, carrying out reflux reaction under magnetic stirring, filtering, washing with distilled water, and drying the washed fibers for later use;
(2) Adding pretreated polyvinyl alcohol fiber, xylenol orange tetrasodium salt and concentrated phosphoric acid into distilled water, refluxing for a certain time under magnetic stirring, filtering, washing the obtained fiber with distilled water until filtrate is not developed under ultraviolet, and drying to obtain xylenol orange functionalized polyvinyl alcohol fiber PVAF-XO;
in the step (2), based on 0.5g of pretreated polyvinyl alcohol fiber, the dosage of xylenol orange tetrasodium salt is 0.5-1.5-g, and the dosage of concentrated phosphoric acid is 0.5-1.5-mL, and distilled water is required to be 30 mL;
and (2) refluxing for 4-8 h under magnetic stirring.
2. The use according to claim 1, characterized in that: in step (1), distilled water 60 mL is required based on 1 g polyvinyl alcohol fibers.
3. The use according to claim 1, characterized in that: the reflux reaction time in the step (1) is 2-10 h.
4. The use according to claim 1, characterized in that: the distilled water temperature used for washing in the step (1) and the step (2) is 55-75 ℃.
5. The use according to claim 1, characterized in that: the drying temperature in the step (1) is 50-100 ℃, and the drying time is 8-18 h.
6. The use according to claim 1, characterized in that: the drying temperature in the step (2) is 50-100 ℃, and the drying time is 8-18 h.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3382607A (en) * | 1965-01-04 | 1968-05-14 | Mattel Inc | Figure toy having fibers impregnated with indicator dye |
| JP2006308423A (en) * | 2005-04-28 | 2006-11-09 | Chubu Kiresuto Kk | Fiber having ph discoloration-indicating property and manufacturing method thereof, and ph detection method, ph detection system, and ph detector using same |
| KR20090085864A (en) * | 2008-02-05 | 2009-08-10 | 주식회사 아모메디 | Ph chromic nanofiber and preparation method thereof |
| CN102414363A (en) * | 2009-03-31 | 2012-04-11 | 伊利诺斯工具制品有限公司 | Reversible color-changing sanitizer-indicating nonwoven wipe |
| CN104911905A (en) * | 2015-03-25 | 2015-09-16 | 天津大学 | Coloration and recognition functions fiber used for mercury ion and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3991748B2 (en) * | 2002-04-05 | 2007-10-17 | 日本エクスラン工業株式会社 | Deodorant fiber structure with indicator |
| CN101342022A (en) * | 2008-08-20 | 2009-01-14 | 杨涛 | Filter tip delay color changing core and preparation method thereof |
| CN102888751B (en) * | 2012-06-11 | 2015-03-25 | 浙江理工大学 | Method for preparing ferrous ion inducted color-changing fabric and method for using fabric |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3382607A (en) * | 1965-01-04 | 1968-05-14 | Mattel Inc | Figure toy having fibers impregnated with indicator dye |
| JP2006308423A (en) * | 2005-04-28 | 2006-11-09 | Chubu Kiresuto Kk | Fiber having ph discoloration-indicating property and manufacturing method thereof, and ph detection method, ph detection system, and ph detector using same |
| KR20090085864A (en) * | 2008-02-05 | 2009-08-10 | 주식회사 아모메디 | Ph chromic nanofiber and preparation method thereof |
| CN102414363A (en) * | 2009-03-31 | 2012-04-11 | 伊利诺斯工具制品有限公司 | Reversible color-changing sanitizer-indicating nonwoven wipe |
| CN104911905A (en) * | 2015-03-25 | 2015-09-16 | 天津大学 | Coloration and recognition functions fiber used for mercury ion and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 聚乙烯醇增溶锡-二甲酚橙高灵敏显色反应体系测定痕量锡的研究;孙汉文, 梁淑轩, 李理, 张薇;光谱学与光谱分析(03);594-596 * |
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