CN108456435A - A kind of new dye photosensitizer and preparation method thereof - Google Patents
A kind of new dye photosensitizer and preparation method thereof Download PDFInfo
- Publication number
- CN108456435A CN108456435A CN201810185970.1A CN201810185970A CN108456435A CN 108456435 A CN108456435 A CN 108456435A CN 201810185970 A CN201810185970 A CN 201810185970A CN 108456435 A CN108456435 A CN 108456435A
- Authority
- CN
- China
- Prior art keywords
- formula
- new dye
- compound
- preparation
- dye photosensitizer
- 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
- 239000003504 photosensitizing agent Substances 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 19
- 230000035484 reaction time Effects 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 6
- 238000011161 development Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000002186 photoactivation Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B19/00—Oxazine dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/20—Light-sensitive devices
- H01G9/2059—Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/542—Dye sensitized solar cells
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Materials Engineering (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Photovoltaic Devices (AREA)
Abstract
A kind of new dye photosensitizer provided by the invention, shown in structural formula such as formula (I).New dye photosensitizer mobility provided by the invention is high, energy conversion rate is high, the stability of material is good, durability is good, manufactured organic solar batteries long lifespan.
Description
Technical field
The invention belongs to photovoltaic material field, more particularly to a kind of new dye photosensitizer further relates to the new dye
The preparation method of photosensitizer.
Background technology
With becoming increasingly conspicuous for energy shortages in global range and environmental issue, the utilization of regenerative resource causes widely
Pay attention to.For photovoltaic generation as a kind of important renewable energy forms, it is technology on the largest scaleization in current regenerative resource
One of the generation mode of exploit condition and commercialized development foreground, has been to be concerned by more and more people.In the past few decades, the sun
The manufacturing industry scale of energy solar panel expands rapidly.2013, the growth rate of U.S.'s solar energy industry was up to 116%, in new energy
It is leading in technical field." star of the solar energy " installed capacity of U.S.'s solar energy power generating project is up to 1.5 ten thousand kW；Japan
SANYO solar energy Noah's ark generated outputs reach 630kW, annual 530000 kWh that generate electricity；Shenzhen world landscape flower that the country is built up is rich
Garden grid-connected photovoltaic system installed capacity of looking at reaches 1MW, has come into operation at present.
Earliest photovoltaic effect is that Edmund Bequerel had found in 1839, after more than 100 years (1954), with
The development of silicon semiconductor industry, first solar cell that can be used for actual power just come out in AT＆T Labs.This is too
Positive energy battery is based on the p-n junction of silicon semiconductor, electricity conversion 6%.
Organic solar batteries constantly attract more people as a kind of novel battery with its exclusive feature
Put into the research and development in this field.The fast of its development speed also has benefited from its exclusive advantage and characteristic, such as：
It is all preferable that organic material synthesis cost is low, function is easy to modulation, flexibility and film forming；Process is relatively easy, can low temperature
Operation, element manufacturing cost are relatively low；Large area manufacture can be achieved, flexible substrate can be used, is environmental-friendly, light portable etc..
Certain existing organic solar material still has many disadvantages：Material mobility is low, high bulk resistor, so as to cause energy conversion rate
It is low；The stability and durability of material are not good enough, and battery life is short.
One of an important factor for dye photoactivation agent is influence organic solar batteries performance.
Invention content
Technical problem：In order to solve the defects of prior art, the present invention provides a kind of new dye photosensitizer and its
Preparation method.
Technical solution：A kind of new dye photosensitizer provided by the invention, structural formula are：
The present invention also provides the preparation methods of above-mentioned new dye photosensitizer, include the following steps：It is deposited in triethylamine
Under, formula (II) compound and formula (III) compound reaction to get；Reaction equation is：
Formula (II) compound, formula (III) compound, the molar ratio of triethylamine are 1：(1-1.2)：(2-4), reaction temperature are
Room temperature, reaction time 3-5h.
Advantageous effect：New dye photosensitizer mobility provided by the invention is high, energy conversion rate is high, material stabilization
Property is good, durability is good, manufactured organic solar batteries long lifespan.
Specific implementation mode
The present invention is further illustrated below.
Embodiment 1
The preparation method of new dye photosensitizer, includes the following steps：In the presence of triethylamine, formula (II) compound and
Formula (III) compound reaction to get；Reaction equation is：
Wherein, formula (II) compound, formula (III) compound, the molar ratio of triethylamine are 1：1.1：3, reaction temperature is room
Temperature, reaction time 4h.
MS(m/z):559.2。
Embodiment 2
The preparation method of new dye photosensitizer, includes the following steps：In the presence of triethylamine, formula (II) compound and
Formula (III) compound reaction to get；
Wherein, formula (II) compound, formula (III) compound, the molar ratio of triethylamine are 1：1：2, reaction temperature is room temperature,
Reaction time is 3h.
MS(m/z):559.2。
Embodiment 3
The preparation method of new dye photosensitizer, includes the following steps：In the presence of triethylamine, formula (II) compound and
Formula (III) compound reaction to get；
Wherein, formula (II) compound, formula (III) compound, the molar ratio of triethylamine are 1：1.2：4, reaction temperature is room
Temperature, reaction time 5h.
MS(m/z):559.2。
Embodiment 4
Using the raw material of embodiment 1 to 3, a collection of dye-sensitized film solar cell is prepared, includes successively from bottom to top：
(1) vacuum glass layer；
(2) conductive glass layer；
(3) the nanocrystalline TiO of dye sensitizing agent is adsorbed2Film layer；
(4) electrolyte layer；
(5) to electrode layer.
Raw material sources and in 100mW/cm2Cell photoelectric transfer efficiency see the table below.
Remaining raw material is commercially available.
Claims (3)
1. a kind of new dye photosensitizer, structural formula are：
2. a kind of preparation method of new dye photosensitizer described in claim 1, it is characterised in that：Include the following steps：
In the presence of triethylamine, formula (II) compound and formula (III) compound reaction to get；Reaction equation is：
3. a kind of preparation method of new dye photosensitizer according to claim 2, it is characterised in that：Formula (II) chemical combination
Object, formula (III) compound, the molar ratio of triethylamine are 1：(1-1.2)：(2-4), reaction temperature are room temperature, reaction time 3-
5h。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810185970.1A CN108456435A (en) | 2018-03-07 | 2018-03-07 | A kind of new dye photosensitizer and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810185970.1A CN108456435A (en) | 2018-03-07 | 2018-03-07 | A kind of new dye photosensitizer and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108456435A true CN108456435A (en) | 2018-08-28 |
Family
ID=63219776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810185970.1A Pending CN108456435A (en) | 2018-03-07 | 2018-03-07 | A kind of new dye photosensitizer and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108456435A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010272175A (en) * | 2009-05-22 | 2010-12-02 | Fujifilm Corp | Two-photon absorption recording material, two-photon absorption optical recording and playback method using the same, and two-photon absorption recording medium |
| CN102089402A (en) * | 2008-07-01 | 2011-06-08 | 苏黎士大学 | Luminescence concentrators and luminescence dispersers on the basis of oriented dye zeolite antennas |
| CN102695759A (en) * | 2009-12-30 | 2012-09-26 | 株式会社东进世美肯 | Organic dye and its preparing process |
| CN103242823A (en) * | 2013-04-28 | 2013-08-14 | 孔凯明 | O,O two-tooth type organic boron difluoride fluorescent dye and preparation method thereof |
-
2018
- 2018-03-07 CN CN201810185970.1A patent/CN108456435A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102089402A (en) * | 2008-07-01 | 2011-06-08 | 苏黎士大学 | Luminescence concentrators and luminescence dispersers on the basis of oriented dye zeolite antennas |
| JP2010272175A (en) * | 2009-05-22 | 2010-12-02 | Fujifilm Corp | Two-photon absorption recording material, two-photon absorption optical recording and playback method using the same, and two-photon absorption recording medium |
| CN102695759A (en) * | 2009-12-30 | 2012-09-26 | 株式会社东进世美肯 | Organic dye and its preparing process |
| CN103242823A (en) * | 2013-04-28 | 2013-08-14 | 孔凯明 | O,O two-tooth type organic boron difluoride fluorescent dye and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 徐寿昌, 高等教育出版社 * |
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| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20180828 |
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| RJ01 | Rejection of invention patent application after publication |