CN111708241A - CPI composite organic framework electrochromic material and preparation method of device - Google Patents
CPI composite organic framework electrochromic material and preparation method of device Download PDFInfo
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- CN111708241A CN111708241A CN202010466092.8A CN202010466092A CN111708241A CN 111708241 A CN111708241 A CN 111708241A CN 202010466092 A CN202010466092 A CN 202010466092A CN 111708241 A CN111708241 A CN 111708241A
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- electrochromic material
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- diamine
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- 239000000463 material Substances 0.000 title claims abstract description 41
- 239000013384 organic framework Substances 0.000 title claims abstract description 23
- 239000002131 composite material Substances 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 239000000758 substrate Substances 0.000 claims abstract description 5
- 239000013310 covalent-organic framework Substances 0.000 claims description 10
- -1 4,4' - (2,5-diphenylcyclohexane-1,4-diyl) dianiline Chemical compound 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000004020 conductor Substances 0.000 claims description 6
- 238000001755 magnetron sputter deposition Methods 0.000 claims description 5
- 239000011244 liquid electrolyte Substances 0.000 claims description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 4
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 4
- 239000007784 solid electrolyte Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000002207 thermal evaporation Methods 0.000 claims description 4
- 239000004793 Polystyrene Substances 0.000 claims description 3
- NPNMHHNXCILFEF-UHFFFAOYSA-N [F].[Sn]=O Chemical compound [F].[Sn]=O NPNMHHNXCILFEF-UHFFFAOYSA-N 0.000 claims description 3
- 238000010894 electron beam technology Methods 0.000 claims description 3
- 229920002223 polystyrene Polymers 0.000 claims description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 3
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000003792 electrolyte Substances 0.000 claims description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 claims description 2
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 claims description 2
- 229910001486 lithium perchlorate Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052711 selenium Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- KBLZDCFTQSIIOH-UHFFFAOYSA-M tetrabutylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC KBLZDCFTQSIIOH-UHFFFAOYSA-M 0.000 claims description 2
- 238000002230 thermal chemical vapour deposition Methods 0.000 claims description 2
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims 4
- 150000004985 diamines Chemical class 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000006159 dianhydride group Chemical group 0.000 claims 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 claims 1
- 239000002798 polar solvent Substances 0.000 claims 1
- JWEQRJSCTFBRSI-PCLIKHOPSA-N rboxylate Chemical compound COC(=O)C1C(N2C3=O)C4=CC=CC=C4OC1(C)N=C2S\C3=C\C(C=1)=CC=C(OC)C=1COC1=CC=CC=C1C JWEQRJSCTFBRSI-PCLIKHOPSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 abstract description 2
- 238000001308 synthesis method Methods 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- 239000003990 capacitor Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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Classifications
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/15—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on an electrochromic effect
- G02F1/1514—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material
- G02F1/1516—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material comprising organic material
- G02F1/15165—Polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/14—Macromolecular compounds
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- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
Abstract
The invention provides a CPI composite organic framework electrochromic material and a preparation method of a device, which mainly comprise synthesis of an electrochromic device substrate, device composition, an electrochromic material synthesis method and the like.
Description
Technical Field
The invention relates to a CPI composite organic framework electrochromic material and a preparation method of a device, belonging to the field of organic photoelectric materials. In particular to a novel organic framework electrochromic material and an electrochromic device which is manufactured by taking a CPI film as a substrate. Has the characteristics of good stability, high color change response speed and wide application.
Background
The trend of non-renewable energy sources and the increasing severity of environmental pollution lead us to be aware of the necessity of developing new energy sources, the development of new energy sources is a development direction which must be adhered to by people besides the main development direction of developing solar energy, wind energy and geothermal energy to the greatest extent, and the development of new energy-saving and environment-friendly materials is also a development direction which is adhered to by people, and the electrochromic material is used as a new energy source material, so that a large amount of energy sources can be saved in the aspects of adjusting light, temperature, electric quantity storage and the like. The material is mainly applied to materials such as color-changing windows, intelligent color-changing textile guides, stealth, display screens, sunglasses, rear mirrors, super capacitor clothes, electronic tags and the like, and has small pollution and flexible display, so that the material has great potential in later development.
Disclosure of Invention
Aiming at the prior art, the invention provides a CPI composite organic framework electrochromic material and a preparation method of a device, and the preparation method mainly comprises synthesis of an electrochromic device substrate, device composition, an electrochromic material synthesis method and the like.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a CPI composite organic framework electrochromic material and a preparation method of a device comprise the following steps:
the conductive material/CPI film is used as an upper transparent conductive layer/electrode and a lower transparent conductive layer/electrode, a Covalent Organic Framework (COF) structure is used as an electrochromic material, and a solid/liquid electrolyte solvent is used as an electrolyte layer.
As a further improvement of the invention, the CPI composite organic framework electrochromic material and the preparation method of the device, wherein the structural main body of the organic framework electrochromic material is as follows:
as shown in fig. 2
Wherein the X atom may be O, S, Se, etc.; the R group may be cyclohexane-1,4-diamine, naphtalene-1, 5-diamine, dimethyl (9R,10R,11S,12S) -2, 6-diaminono-9, 10-dihydro-9, 10-ethanthracene-11, 12-dicarboxyate 4,5,9,10-tetr ahydropyrene-2,7-diamine, 4,4' - (2,5-diphenylcyclohexane-1,4-diyl) dianiline.
As shown in fig. 3
As a further improvement of the invention, the CPI composite organic framework electrochromic material and the preparation method of the device are characterized in that the combination mode of the conductive material and the CPI is radio frequency magnetron sputtering, electron beam magnetron sputtering, thermal evaporation, CVD and the like.
As a further improvement of the invention, the preparation method of the organic framework electrochromic material and the device, wherein the conductive material on the CPI film substrate can be one or more of indium tin oxide, Mxene and fluorine tin oxide.
As a further improvement of the invention, the preparation method of the organic framework electrochromic material and the device comprises the steps that solid electrolyte solvents are polymethyl methacrylate and polystyrene pyrrolidone; the liquid electrolyte includes tetrabutylammonium hexafluorophosphate, lithium perchlorate, tetrabutylammonium perchlorate and the like.
Drawings
FIG. 1 is a schematic diagram of a CPI composite organic framework electrochromic material and device
FIG. 2 is a schematic view of a structural body of an organic framework electrochromic material;
FIG. 3 is a monomer schematic of the R group
Detailed Description
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Furthermore, it should be understood that various changes and modifications can be made by one skilled in the art after reading the teachings of the present invention, and such equivalents also fall within the scope of the invention as defined by the appended claims.
Example 1:
firstly, growing ITO on the CPI film by a thermal evaporation method to obtain a transparent conducting layer; then using an electrochromic material containing a Covalent Organic Framework (COF) structure as an electrochromic material layer; finally, preparing a dielectric layer by using polymethyl methacrylate, tetrabutyl ammonium hexafluorophosphate and a small amount of acetonitrile; and then assembling the device according to the method shown in the figure, thus obtaining the organic framework electrochromic material and the device.
Example 2:
firstly, growing ITO on the CPI film by using an electron beam magnetron sputtering method to obtain a transparent conductive layer; then using an electrochromic material containing a Covalent Organic Framework (COF) structure as an electrochromic material layer; finally, polystyrene pyrrolidone, tetrabutyl ammonium hexafluorophosphate and a small amount of acetonitrile are used for preparing a dielectric layer; and then assembling the device according to the method shown in the figure to obtain the organic framework electrochromic material and the device.
Example 3:
firstly, growing fluorine tin oxide on the CPI film by using a thermal evaporation method to obtain a transparent conducting layer; then using an electrochromic material containing a Covalent Organic Framework (COF) structure as an electrochromic material layer; finally, preparing a dielectric layer by polymethyl methacrylate, tetrabutyl ammonium hexafluorophosphate and a small amount of acetonitrile; and then assembling the device according to the method shown in the figure to obtain the organic framework electrochromic material and the device.
Claims (6)
1. A CPI composite organic framework electrochromic material and a preparation method of a device comprise the following steps: the conductive material/CPI film is used as an upper transparent conductive layer/electrode and a lower transparent conductive layer/electrode, a Covalent Organic Framework (COF) structure is used as an electrochromic material, and a solid/liquid electrolyte solvent is used as an electrolyte layer.
2. A method of making a CPI composite organic framework electrochromic material and device in accordance with claim 1 wherein the organic framework electrochromic material has the structural entity of the formula:
wherein the X atom may be O, S, Se, etc.; the R group can be cyclohexane-1,4-diamine, naphthalene-1,5-diamine, dimethyl
(9R,10R,11S,12S)-2,6-diamino-9,10-dihydro-9,10-ethanoanthracene-11,12-dica rboxylate，4,5,9,10-tetrahydropyrene-2,7-diamine，
4,4' - (2,5-diphenylcyclohexane-1,4-diyl) dianiline; as shown in the figure:
3. a process for preparing an electrochromic material and device having an organic skeleton composited with CPI in accordance with claim 1, wherein the CPI film is synthesized from dianhydride and diamine in a polar solvent and baked to a film at 100 ° to 400 °. Types of dianhydrides include: fluorine-containing dianhydride, non-coplanar dianhydride, aliphatic dianhydride; diamine types include: fluorine-containing diamines, non-coplanar diamines, aliphatic diamines. The polar solution used may be: dimethylformamide, dimethylacetamide and N-methylpyrrolidone.
4. A method for making a CPI composite organic framework electrochromic material and device in accordance with claim 1 wherein the conductive material is combined with the CPI by radio frequency magnetron sputtering, electron beam magnetron sputtering, thermal evaporation, CVD, or the like.
5. A method of making a CPI composite organic framework electrochromic material and device in accordance with claim 1 wherein the conductive material on the CPI film substrate is one or more of indium tin oxide, Mxene, and fluorine tin oxide.
6. A CPI composite organic framework electrochromic material and device fabrication method as claimed in claim 1, wherein the solid electrolyte solvent is polymethylmethacrylate, polystyrene pyrrolidone; the liquid electrolyte includes tetrabutylammonium hexafluorophosphate, lithium perchlorate, tetrabutylammonium perchlorate and the like.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010466092.8A CN111708241A (en) | 2020-05-28 | 2020-05-28 | CPI composite organic framework electrochromic material and preparation method of device |
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| CN202010466092.8A CN111708241A (en) | 2020-05-28 | 2020-05-28 | CPI composite organic framework electrochromic material and preparation method of device |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113299436A (en) * | 2021-05-31 | 2021-08-24 | 福建师范大学 | Preparation method of MXene/ITO composite transparent conductive film |
| CN114006029A (en) * | 2021-10-19 | 2022-02-01 | 珠海冠宇电池股份有限公司 | Solid electrolyte and solid battery containing same |
| CN114721197A (en) * | 2022-04-01 | 2022-07-08 | 辽宁大学 | High-performance carbon nitride/polyoxometallate composite material electrochromic device |
-
2020
- 2020-05-28 CN CN202010466092.8A patent/CN111708241A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113299436A (en) * | 2021-05-31 | 2021-08-24 | 福建师范大学 | Preparation method of MXene/ITO composite transparent conductive film |
| CN114006029A (en) * | 2021-10-19 | 2022-02-01 | 珠海冠宇电池股份有限公司 | Solid electrolyte and solid battery containing same |
| CN114006029B (en) * | 2021-10-19 | 2022-08-12 | 珠海冠宇电池股份有限公司 | Solid electrolyte and solid battery containing same |
| CN114721197A (en) * | 2022-04-01 | 2022-07-08 | 辽宁大学 | High-performance carbon nitride/polyoxometallate composite material electrochromic device |
| CN114721197B (en) * | 2022-04-01 | 2024-01-02 | 辽宁大学 | High-performance carbon-nitrogen compound/polyoxometallate composite electrochromic device |
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