CN2667669Y - Electrochromism film for oligomerization thiophene derivative - Google Patents
Electrochromism film for oligomerization thiophene derivative Download PDFInfo
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- CN2667669Y CN2667669Y CNU032476884U CN03247688U CN2667669Y CN 2667669 Y CN2667669 Y CN 2667669Y CN U032476884 U CNU032476884 U CN U032476884U CN 03247688 U CN03247688 U CN 03247688U CN 2667669 Y CN2667669 Y CN 2667669Y
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- film
- model
- utility
- thiophene derivative
- uniformpoly thiophene
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Abstract
The utility model relates to an electro-chromic film of a polythiophene ramification which is formed by laminating the ITO conducting glass, polythiophene ramification film, polymethyl methacrylate plus salt film, and ITO conducting glass fold in turn; the film can change color in an electronic field. The utility model can overcome the shortcomings that the inorganic electro-chromic material costs high and is difficult to form film and is not suitable for flexibly processing and also is nondegradable.
Description
(1) technical field
The utility model relates to organic macromolecule photoelectric material technology, specifically is meant the electrochromic film of Uniformpoly thiophene derivative.
(2) background technology
The high-purity Uniformpoly thiophene that the degree of polymerization and polymerization position can be controlled, have definite molecular weight is not only " model " compound of research polythiophene, self also is a kind of mouth Department of Electronics conjugated compound with excellent light, electrical property.Because its excellent light, electrical property in recent years, are used as functional organic material and research and develop.Up to the present, according to the research and development target of Uniformpoly thiophene, design, synthesized various Uniformpoly thiophene derivatives as the photoelectric information functional organic material.These Uniformpoly thiophene derivatives mainly are used to the research of following several respects: (1) studies the relation of the conductance of resulting ion free radical salt with conjugate length by electrochemical doping.Result of study shows, improves the conjugate length of Uniformpoly thiophene, and conductance also will improve thereupon.For example, the conductance of 6 aggressiveness (6T) of thiophene is 10
0～10
-1Scm
-1, and the conductance of 12 aggressiveness (4Oc12T) of thiophene reaches 10Scm
-1(2) the research and development Uniformpoly thiophene is as the photoelectric characteristic of photoelectric conversion material.Result of study demonstrates, and Uniformpoly thiophene is a kind of very excellent p N-type semiconductor N material.(3) the research Uniformpoly thiophene is as the characteristics of luminescence of luminous organic material.
(3) utility model content
At present, being used for electrochromic material almost is inorganic material entirely, and inorganic material has the cost height, is difficult for film forming, and the shortcoming of unsuitable flexible processing also has nondegradable toxicity in addition.The purpose of this utility model is exactly the weak point that exists in this technology in order to solve, utilize Uniformpoly thiophene derivative self to have excellent light, these characteristics of electrical property, a kind of electrochromic film of Uniformpoly thiophene derivative is provided, this derivative is easy to film forming, be easy to flexible processing, utilize this derivatives membrane can assemble the novel electrochromic device.
The electrochromic film of Uniformpoly thiophene derivative of the present utility model is stacked gradually together and is constituted by ITO electro-conductive glass, homogeneous polythiophene derivative film, polymethyl methacrylate+salt film, ITO electro-conductive glass.
Described Uniformpoly thiophene derivative is made of following molecular formula:
The preparation method of described Uniformpoly thiophene derivative comprises the steps:
The first step is at-78 ℃, N
2Protection down adds in oxolane (THF) solution of diisopropylamine lithium (LDA) stirring reaction 1-3 hour with oxolane (THF) solution of DOc4T;
Second step added dry ice (CO in reaction solution
2), at-78 ℃, N
2Protection continues reaction 3-5 hour down, is warmed up to room temperature then, continues reaction 3-5 hour;
The 3rd step added watery hydrochloric acid in reaction solution, continue reaction 5-8 hour, removed by filter THF and water, washing, drying;
The 4th step joined thionyl chloride (SOCl with product
2) 1, in the 2-dichloroethane solution, back flow reaction 5-8 hour, remove and to desolvate;
The 5th step with product and octadecylamine at 0 ℃, N
2Protection was reacted 6-10 hour in dichloromethane solution down,
Remove and desolvate, obtain crude product, separate with silicagel column then, promptly get the pure products Uniformpoly thiophene derivative.Above-mentioned course of reaction can be expressed as follows:
In order to realize the utility model better, can add triethylamine earlier in the dichloromethane solution in the 5th step; The flushing liquor that separates with silicagel column can be chloroform.
In order to make film, utilize the method for spin coated (spin coating) that the chloroformic solution of described Uniformpoly thiophene derivative is made film, can variable color under electric field action with the device of this film assembling.
The utility model compared with prior art has following advantage and beneficial effect:
The utility model has excellent light, these characteristics of electrical property based on Uniformpoly thiophene self, and the method by spin coated (spincoating) is with DNC
18DOc4T makes film on the ITO electro-conductive glass.Device with this film assembling can variable color under electric field action.The utility model has overcome inorganic electrochromic material and has had the cost height, is difficult for film forming, should not the flexible shortcoming of processing and having nondegradable toxicity.
(4) description of drawings
Fig. 1 is the utility model structural representation.
(5) embodiment
As shown in Figure 1, the electrochromic film of Uniformpoly thiophene derivative of the present utility model is stacked gradually together and is constituted by ITO electro-conductive glass 1, homogeneous polythiophene derivative film 2, polymethyl methacrylate+salt film 3, ITO electro-conductive glass 4.
Below in conjunction with embodiment, the utility model is described in further detail.
Embodiment
The preparation Uniformpoly thiophene derivative
The first step is at-78 ℃, N
2Protection down adds in oxolane (THF) solution of diisopropylamine lithium (LDA) stirring reaction 1-3 hour with oxolane (THF) solution of DOc4T;
Second step added dry ice (CO in reaction solution
2), at-78 ℃, N
2Protection continues reaction 3-5 hour down, is warmed up to room temperature then, continues reaction 5 hours;
The 3rd step added watery hydrochloric acid in reaction solution, continue reaction 5 hours, removed by filter THF and water, washing, drying;
The 4th step joined thionyl chloride (SOCl with product
2) 1, in the 2-dichloroethane solution, back flow reaction 5 hours is removed and to be desolvated;
The 5th step with product and octadecylamine at 0 ℃, N
2Protection was reacted 6 hours in dichloromethane solution down, removed and desolvated, and obtained crude product, separated with silicagel column then, promptly got pure products DNC
18DOc4T.
The making of electrochromic film
The first step utilizes the method for spin coated (spin coating) with DNC
18The chloroformic solution of DOc4T is coated in the ITO conductive glass surface and makes film.The thickness of film is 1 micron;
It is that the propylene carbonate solution of 20% polymethyl methacrylate is coated in the ITO conductive glass surface and makes film with concentration that second step was utilized the method for spin coated.The thickness of film is 10 microns, also contains the LiClO of 0.1M in the propylene carbonate solution of polymethyl methacrylate
4
The 3rd step is overlapping with above-mentioned two ITO electro-conductive glass, respectively as electrode, is assembled into the electrochromic device with sandwich structure;
When applying voltage during for+5V, the color of device becomes blueness, and when applying voltage be-during 5V, the color of device becomes redness from blueness, thereby the realization electrochromism.
Claims (1)
1, a kind of electrochromic film of Uniformpoly thiophene derivative is characterized in that being stacked gradually together and constituting with salt film, ITO conductive glass layer by ITO conductive glass layer, homogeneous polythiophene derivative film, polymethyl methacrylate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNU032476884U CN2667669Y (en) | 2003-06-25 | 2003-06-25 | Electrochromism film for oligomerization thiophene derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNU032476884U CN2667669Y (en) | 2003-06-25 | 2003-06-25 | Electrochromism film for oligomerization thiophene derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN2667669Y true CN2667669Y (en) | 2004-12-29 |
Family
ID=34327190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNU032476884U Expired - Fee Related CN2667669Y (en) | 2003-06-25 | 2003-06-25 | Electrochromism film for oligomerization thiophene derivative |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN2667669Y (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100395646C (en) * | 2005-11-24 | 2008-06-18 | 同济大学 | Electrochromism device with polyaniline-polyvinyl alcohol compound film and preparation method thereof |
| CN102176103A (en) * | 2010-12-27 | 2011-09-07 | 航天材料及工艺研究所 | Variable-emissivity variable-reflectivity electrochromic intelligent thermal control coating and preparation method thereof |
-
2003
- 2003-06-25 CN CNU032476884U patent/CN2667669Y/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100395646C (en) * | 2005-11-24 | 2008-06-18 | 同济大学 | Electrochromism device with polyaniline-polyvinyl alcohol compound film and preparation method thereof |
| CN102176103A (en) * | 2010-12-27 | 2011-09-07 | 航天材料及工艺研究所 | Variable-emissivity variable-reflectivity electrochromic intelligent thermal control coating and preparation method thereof |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20041229 Termination date: 20120625 |