CN105218809A - A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball - Google Patents
A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball Download PDFInfo
- Publication number
- CN105218809A CN105218809A CN201510747759.0A CN201510747759A CN105218809A CN 105218809 A CN105218809 A CN 105218809A CN 201510747759 A CN201510747759 A CN 201510747759A CN 105218809 A CN105218809 A CN 105218809A
- Authority
- CN
- China
- Prior art keywords
- phenylenediamine
- poly
- solution
- microspheres
- micron ball
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 20
- 239000007800 oxidant agent Substances 0.000 title claims abstract description 9
- 230000001590 oxidative effect Effects 0.000 title claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000008367 deionised water Substances 0.000 claims abstract description 10
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000004005 microsphere Substances 0.000 claims description 19
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 6
- 230000002349 favourable effect Effects 0.000 abstract 1
- 235000011194 food seasoning agent Nutrition 0.000 abstract 1
- 230000005622 photoelectricity Effects 0.000 abstract 1
- 229910001385 heavy metal Inorganic materials 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 230000005693 optoelectronics Effects 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Landscapes
- Investigating Or Analyzing Materials By The Use Of Fluid Adsorption Or Reactions (AREA)
Abstract
Description
技术领域 technical field
本发明涉及一种聚邻苯二胺微米球的制备方法，尤其涉及一种在水相环境中采用绿色氧化剂双氧水制备聚邻苯二胺微米球的方法。 The invention relates to a method for preparing poly-o-phenylenediamine microspheres, in particular to a method for preparing poly-o-phenylenediamine microspheres by using green oxidant hydrogen peroxide in an aqueous phase environment.
背景技术 Background technique
邻苯二胺是一种重要的聚苯胺衍生物，与苯胺相比其邻位的氨基能够提供更多的可供修饰活泼官能团，在氧化剂存在的条件下，氨基能被氧化从而形成聚邻苯二胺。聚邻苯二胺对葡萄糖等物质具有优良的选择透过性，其电导率会随着水蒸汽压的改变而变化，且其对重金属离子具有优异的吸附能力，因此，聚邻苯二胺在生物传感器、湿度传感器及重金属离子传感器方面有巨大的应用价值。聚邻苯二胺微米球作为一种重要的聚邻苯二胺材料，在光电应用方面具有独特的特性，因此发明一种绿色、操作简单、可重复性好的合成工艺具有重要的理论价值和现实意义。 O-phenylenediamine is an important derivative of polyaniline. Compared with aniline, its ortho-amino group can provide more active functional groups for modification. In the presence of an oxidant, the amino group can be oxidized to form poly-o-phenylene diamine. Poly-o-phenylenediamine has excellent selective permeability to glucose and other substances, its conductivity will change with the change of water vapor pressure, and it has excellent adsorption capacity for heavy metal ions. Therefore, poly-o-phenylenediamine is It has great application value in biosensor, humidity sensor and heavy metal ion sensor. Poly-o-phenylenediamine microspheres, as an important poly-o-phenylenediamine material, have unique characteristics in optoelectronic applications, so it is of great theoretical value and Practical significance.
发明内容 Contents of the invention
本发明的目的是提供一种绿色氧化剂制备聚邻苯二胺微米球的方法，该方法所有过程均在室温条件下进行，操作简单，可重复性好，所得到的聚邻苯二胺微米球在光电和传感器领域有潜在的应用价值。 The purpose of the present invention is to provide a method for preparing poly-o-phenylenediamine microspheres with a green oxidant, all processes of the method are carried out at room temperature, the operation is simple, and the repeatability is good. The obtained poly-o-phenylenediamine microspheres It has potential application value in the fields of optoelectronics and sensors.
本发明的目的是通过以下技术方案实现的： The purpose of the present invention is achieved through the following technical solutions:
一种绿色氧化剂制备聚邻苯二胺微米球的方法，邻苯二胺单体在双氧水存在的条件下，被双氧水氧化为聚邻苯二胺低聚体，通过对浓度进行调节从而控制其自组装的过程形成聚邻苯二胺微米球。具体步骤如下： A method for preparing poly-o-phenylenediamine microspheres with a green oxidant. In the presence of hydrogen peroxide, o-phenylenediamine monomers are oxidized by hydrogen peroxide into poly-o-phenylenediamine oligomers. The process of assembly forms poly-o-phenylenediamine microspheres. Specific steps are as follows:
将1.0ml、0.8～0.12mol/L的邻苯二胺溶液加入到1.0～2.0ml去离子水中，搅拌均匀，加入0.5ml、9～10mol/L的H2O2溶液，静置，反应进行45～50小时后将溶液离心并用去离子水洗2～4次，室温条件下自然干燥，即可得到聚邻苯二胺微米球。 Add 1.0ml, 0.8-0.12mol/L o - phenylenediamine solution into 1.0-2.0ml deionized water, stir evenly, add 0.5ml, 9-10mol /L H2O2 solution, let stand, and the reaction proceeds After 45 to 50 hours, the solution is centrifuged, washed with deionized water for 2 to 4 times, and dried naturally at room temperature to obtain poly-o-phenylenediamine microspheres.
本发明具有如下优点： The present invention has the following advantages:
1、该工艺采用水相环境，避免了有机相的高毒性和高成本问题； 1. The process adopts a water phase environment, which avoids the high toxicity and high cost of the organic phase;
2、以绿色氧化剂双氧水为氧化剂合成聚邻苯二胺微米球； 2. Synthesize poly-o-phenylenediamine microspheres with green oxidant hydrogen peroxide as oxidant;
3、制备的聚邻苯二胺微米球产量高； 3. The yield of prepared poly-o-phenylenediamine microspheres is high;
4、通过该工艺合成聚邻苯二胺微米球的方法，设备简单，操作方便，容易控制，可重复性好，产物的提取方便； 4. The method for synthesizing poly-o-phenylenediamine microspheres through the process has simple equipment, convenient operation, easy control, good repeatability, and convenient product extraction;
5、该工艺的所有步骤均在室温条件下进行，无需加热； 5. All steps of the process are carried out at room temperature without heating;
6、通过本发明的方法得到的聚邻苯二胺微米球可用于光电和重金属离子提取等领域。 6. The poly-o-phenylenediamine microspheres obtained by the method of the present invention can be used in fields such as optoelectronics and heavy metal ion extraction.
附图说明 Description of drawings
图1为实施例1所制备的聚邻苯二胺微米球形貌图； Fig. 1 is the poly-o-phenylenediamine microsphere morphology figure prepared by embodiment 1;
图2为实施例2所制备的聚邻苯二胺微米球形貌图。 Fig. 2 is the morphology diagram of poly-o-phenylenediamine microspheres prepared in Example 2.
具体实施方式 detailed description
下面结合附图对本发明的技术方案作进一步的说明，但并不局限于此，凡是对本发明技术方案进行修改或者等同替换，而不脱离本发明技术方案的精神和范围，均应涵盖在本发明的保护范围中。 The technical solution of the present invention will be further described below in conjunction with the accompanying drawings, but it is not limited thereto. Any modification or equivalent replacement of the technical solution of the present invention without departing from the spirit and scope of the technical solution of the present invention should be covered by the present invention. within the scope of protection.
实施例1：Example 1:
将1.0ml现配的1.0mol/L的邻苯二胺溶液加入到1.5ml去离子水中，搅拌均匀，加入0.5ml、10.0mol/L的H2O2溶液，静置，溶液中出现大量肉眼可见的黑褐色沉淀，反应进行48小时后将溶液离心并用去离子水洗三次，室温条件下自然干燥，即可得到聚邻苯二胺微米球（图1）。 Add 1.0ml of the freshly prepared 1.0mol/L o-phenylenediamine solution into 1.5ml of deionized water, stir evenly, add 0.5ml of 10.0mol/L H 2 O 2 solution, let it stand, a large amount of naked eyes appear in the solution Visible black-brown precipitate, after 48 hours of reaction, the solution was centrifuged and washed three times with deionized water, and dried naturally at room temperature to obtain poly-o-phenylenediamine microspheres (Figure 1).
实施例2:Example 2:
将1.0ml现配的0.8mol/L的邻苯二胺溶液加入到1.5ml去离子水中，搅拌均匀，加入0.5ml、9.0mol/L的H2O2溶液，静置，溶液中出现大量肉眼可见的黑褐色沉淀，反应进行48小时后将溶液离心并用去离子水洗三次，室温条件下自然干燥，即可得到聚邻苯二胺微米球（图2）。 Add 1.0ml of the prepared 0.8mol/L o-phenylenediamine solution to 1.5ml of deionized water, stir evenly, add 0.5ml of 9.0mol/L H 2 O 2 solution, let it stand, a large amount of naked eyes appear in the solution Visible black-brown precipitate, after 48 hours of reaction, the solution was centrifuged and washed three times with deionized water, and dried naturally at room temperature to obtain poly-o-phenylenediamine microspheres (Figure 2).
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510747759.0A CN105218809A (en) | 2015-11-06 | 2015-11-06 | A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510747759.0A CN105218809A (en) | 2015-11-06 | 2015-11-06 | A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105218809A true CN105218809A (en) | 2016-01-06 |
Family
ID=54988126
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510747759.0A Pending CN105218809A (en) | 2015-11-06 | 2015-11-06 | A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105218809A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110105567A (en) * | 2019-06-12 | 2019-08-09 | 黄淮学院 | Poly-o-phenylenediamine derivative and its application |
| CN115090111A (en) * | 2022-06-23 | 2022-09-23 | 烟台海誉新材料有限公司 | Preparation and application method of household formaldehyde remover |
| CN119125254A (en) * | 2024-09-06 | 2024-12-13 | 上海大学 | An electrochemical sensor for ascorbic acid based on poly(o-phenylenediamine) micron material and its application |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5792830A (en) * | 1996-12-09 | 1998-08-11 | The Dow Chemical Company | Process for preparing polyaniline |
| CN101113199A (en) * | 2007-08-28 | 2008-01-30 | 厦门大学 | A method for preparing polyaniline nanowires |
| CN101724151A (en) * | 2009-12-07 | 2010-06-09 | 北京化工大学 | Method for preparing polyaniline by using hydrogen peroxide as oxidizing agent |
| CN102495015A (en) * | 2011-12-12 | 2012-06-13 | 江南大学 | Method for indirectly measuring hydroxyl radicals generated by Fenton reaction |
| CN103694472A (en) * | 2013-12-25 | 2014-04-02 | 哈尔滨工业大学 | Method for preparing poly(o-phenylenediamine) microsphere by utilizing aqueous phase method |
-
2015
- 2015-11-06 CN CN201510747759.0A patent/CN105218809A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5792830A (en) * | 1996-12-09 | 1998-08-11 | The Dow Chemical Company | Process for preparing polyaniline |
| CN101113199A (en) * | 2007-08-28 | 2008-01-30 | 厦门大学 | A method for preparing polyaniline nanowires |
| CN101724151A (en) * | 2009-12-07 | 2010-06-09 | 北京化工大学 | Method for preparing polyaniline by using hydrogen peroxide as oxidizing agent |
| CN102495015A (en) * | 2011-12-12 | 2012-06-13 | 江南大学 | Method for indirectly measuring hydroxyl radicals generated by Fenton reaction |
| CN103694472A (en) * | 2013-12-25 | 2014-04-02 | 哈尔滨工业大学 | Method for preparing poly(o-phenylenediamine) microsphere by utilizing aqueous phase method |
Non-Patent Citations (6)
| Title |
|---|
| HAIFENG LIU ET AL: "Enthalpy change and mechanism of oxidation of o-phenylenediamine by hydrogen peroxide catalyzed by horseradish peroxidase", 《THERMOCHIMICA ACTA》 * |
| KUNPENG JIANG, ET AL: "Morphology controllable fabrication of poly-o-phenylenediamine microstructures tuned by the ionic strength and their applications in pH sensors", 《JOURNAL OF MATERIALS CHEMISTRY A》 * |
| SUMEDH P. ET AL: "Catalyst-free synthesis of oligoanilines and polyaniline nanofibers using H2O2", 《JOURNAL OF AMERICAN CHEMICAL SOCIETY》 * |
| 梁爱惠 等: "Fe2+-邻苯二胺-H2O2催化体系分光光度法测定痕量过氧化氢", 《桂林工学院学报》 * |
| 潘珍 等: "硫酸亚铁_过氧化氢体系绿色合成聚苯胺的研究", 《精细化工中间体》 * |
| 焦奎 等: "辣根过氧化酶催化H2O2氧化邻苯二胺反应产物的循环伏安法研究", 《青岛科技大学学报》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110105567A (en) * | 2019-06-12 | 2019-08-09 | 黄淮学院 | Poly-o-phenylenediamine derivative and its application |
| CN110105567B (en) * | 2019-06-12 | 2021-09-03 | 黄淮学院 | Poly-o-phenylenediamine derivative and application thereof |
| CN115090111A (en) * | 2022-06-23 | 2022-09-23 | 烟台海誉新材料有限公司 | Preparation and application method of household formaldehyde remover |
| CN115090111B (en) * | 2022-06-23 | 2023-11-14 | 烟台海誉新材料有限公司 | Preparation and application methods of formaldehyde remover for home use |
| CN119125254A (en) * | 2024-09-06 | 2024-12-13 | 上海大学 | An electrochemical sensor for ascorbic acid based on poly(o-phenylenediamine) micron material and its application |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| He et al. | New form of an old natural dye: bay-annulated indigo (BAI) as an excellent electron accepting unit for high performance organic semiconductors | |
| CN100560191C (en) | Method for preparing polyaniline composite ultrafiltration membrane by in-situ polymerization | |
| CN105218809A (en) | A kind of Green Oxidant prepares the method for poly-o-phenylenediamine micron ball | |
| CN104555952B (en) | A kind of preparation method of the bar-shaped bismuth telluride nano material of nanoscale | |
| CN114133616B (en) | Recyclable cellulose-based conductive self-repairing eutectic gel and preparation method and application thereof | |
| CN106632933A (en) | Mechanical preparation method of aromatic polyimide porous material | |
| CN109698280A (en) | Application of the fullerene methylene derivatives I in perovskite solar battery, perovskite solar battery and preparation method thereof | |
| CN103694473B (en) | Aqueous phase prepares the method for poly-o-phenylenediamine nano belt | |
| Lim et al. | Highly sensitive and long-term stretchable eutectic nanogel conductor with conducting interpenetrating nanogel networks for monitoring human motions | |
| CN104371111B (en) | A kind of fluorescence chemical sensor detecting 2,4,6-trinitrophenol and preparation method thereof | |
| CN103694471B (en) | Method for preparing poly(o-phenylenediamine) nanomicelle by utilizing aqueous phase method | |
| CN102735735B (en) | Functional bismuth oxyiodide nanoflake array photoelectric organophosphorus pesticide biosensor and preparation method thereof | |
| WO2018223437A1 (en) | Flexible oled device and manufacturing method thereof | |
| CN103966583B (en) | A kind of preparation method of flexible gold thin film surface electrochromic polyanilines thin film | |
| CN102617854B (en) | A kind of preparation method of polypyrrole microsphere | |
| Zou et al. | Fluorescent hydrogel generated conveniently from a perylene tetracarboxylate derivative of titanium (IV) alkoxide | |
| CN106311184B (en) | A kind of preparation method of modified activated carbon loaded with polyaniline | |
| CN102140249B (en) | Method for quickly preparing silver/polypyrrole composite sol by adopting microwave method | |
| CN107721906A (en) | Preparation of novel solution-processable 9, 9-diaryl fluorene tripolymer hole transport material and application thereof in perovskite solar cell | |
| CN109599270A (en) | A kind of preparation method of photoelectricity from energy storage device | |
| CN111592665A (en) | Preparation method of carbonized lignin/cellulose conductive hydrogel with pressure sensitivity characteristic | |
| CN106749224A (en) | Embellishing cathode interface layer material, preparation method and perovskite solar cell | |
| CN103788369B (en) | Aqueous phase prepares the method for poly-o-phenylenediamine fluorescence nano band | |
| CN105295890A (en) | Method for preparing graphene oxide/spiropyrane composite nano-material | |
| CN103468241A (en) | Quick-response polypeptide reversible thermochromic material and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20160106 |