CN104779350B - A kind of body heterojunction applied to optical electrical dual control organic field effect tube - Google Patents
A kind of body heterojunction applied to optical electrical dual control organic field effect tube Download PDFInfo
- Publication number
- CN104779350B CN104779350B CN201510155876.8A CN201510155876A CN104779350B CN 104779350 B CN104779350 B CN 104779350B CN 201510155876 A CN201510155876 A CN 201510155876A CN 104779350 B CN104779350 B CN 104779350B
- Authority
- CN
- China
- Prior art keywords
- field effect
- effect tube
- organic field
- substrate
- electric charge
- 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.)
- Expired - Fee Related
Links
- 230000005669 field effect Effects 0.000 title claims abstract description 68
- 230000003287 optical effect Effects 0.000 title claims abstract description 27
- 230000009977 dual effect Effects 0.000 title claims abstract description 24
- 239000000463 material Substances 0.000 claims abstract description 60
- 239000004065 semiconductor Substances 0.000 claims abstract description 37
- 230000005540 biological transmission Effects 0.000 claims abstract description 28
- 230000005684 electric field Effects 0.000 claims abstract description 20
- 238000004528 spin coating Methods 0.000 claims abstract description 16
- 238000010025 steaming Methods 0.000 claims abstract description 5
- 238000001704 evaporation Methods 0.000 claims description 46
- 230000008020 evaporation Effects 0.000 claims description 44
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 39
- 239000000758 substrate Substances 0.000 claims description 39
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- -1 phthalocyanine ketone Chemical class 0.000 claims description 16
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 10
- 238000003860 storage Methods 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 7
- 230000005611 electricity Effects 0.000 claims description 7
- 238000004140 cleaning Methods 0.000 claims description 6
- 230000004048 modification Effects 0.000 claims description 6
- 238000012986 modification Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 238000006392 deoxygenation reaction Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 3
- JXASPPWQHFOWPL-UHFFFAOYSA-N Tamarixin Natural products C1=C(O)C(OC)=CC=C1C1=C(OC2C(C(O)C(O)C(CO)O2)O)C(=O)C2=C(O)C=C(O)C=C2O1 JXASPPWQHFOWPL-UHFFFAOYSA-N 0.000 claims 1
- 230000004888 barrier function Effects 0.000 claims 1
- 238000000151 deposition Methods 0.000 claims 1
- 230000008859 change Effects 0.000 abstract description 26
- 239000007787 solid Substances 0.000 abstract description 5
- 230000000704 physical effect Effects 0.000 abstract description 3
- 230000004044 response Effects 0.000 abstract description 3
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 58
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 30
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 20
- 239000000243 solution Substances 0.000 description 16
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 12
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 12
- 239000008186 active pharmaceutical agent Substances 0.000 description 12
- 238000005286 illumination Methods 0.000 description 10
- 150000002466 imines Chemical class 0.000 description 10
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 7
- 229930192474 thiophene Natural products 0.000 description 7
- 239000013078 crystal Substances 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 238000005485 electric heating Methods 0.000 description 4
- 230000006870 function Effects 0.000 description 4
- 229920000301 poly(3-hexylthiophene-2,5-diyl) polymer Polymers 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229910052715 tantalum Inorganic materials 0.000 description 3
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 235000009161 Espostoa lanata Nutrition 0.000 description 2
- 240000001624 Espostoa lanata Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 240000002853 Nelumbo nucifera Species 0.000 description 2
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 2
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 150000001988 diarylethenes Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002220 fluorenes Chemical class 0.000 description 2
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 238000007699 photoisomerization reaction Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 238000010898 silica gel chromatography Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- JEDHEMYZURJGRQ-UHFFFAOYSA-N 3-hexylthiophene Chemical class CCCCCCC=1C=CSC=1 JEDHEMYZURJGRQ-UHFFFAOYSA-N 0.000 description 1
- VAUMDUIUEPIGHM-UHFFFAOYSA-N 5-Methyl-2-thiophenecarboxaldehyde Chemical compound CC1=CC=C(C=O)S1 VAUMDUIUEPIGHM-UHFFFAOYSA-N 0.000 description 1
- GZXDOXSIKJNUEW-UHFFFAOYSA-N 5-methylthiophene Chemical compound CC1=C=C[CH]S1 GZXDOXSIKJNUEW-UHFFFAOYSA-N 0.000 description 1
- RXACYPFGPNTUNV-UHFFFAOYSA-N 9,9-dioctylfluorene Chemical compound C1=CC=C2C(CCCCCCCC)(CCCCCCCC)C3=CC=CC=C3C2=C1 RXACYPFGPNTUNV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical class CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- WZHKCFDUDKJGBA-UHFFFAOYSA-N N1CCNCC1.S1C=CC=C1 Chemical compound N1CCNCC1.S1C=CC=C1 WZHKCFDUDKJGBA-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical class C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- 238000011001 backwashing Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001716 carbazoles Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 150000001907 coumarones Chemical class 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 150000002475 indoles Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000005622 photoelectricity Effects 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- VVOPUZNLRVJDJQ-UHFFFAOYSA-N phthalocyanine copper Chemical compound [Cu].C12=CC=CC=C2C(N=C2NC(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2N1 VVOPUZNLRVJDJQ-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003220 pyrenes Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- YYMBJDOZVAITBP-UHFFFAOYSA-N rubrene Chemical compound C1=CC=CC=C1C(C1=C(C=2C=CC=CC=2)C2=CC=CC=C2C(C=2C=CC=CC=2)=C11)=C(C=CC=C2)C2=C1C1=CC=CC=C1 YYMBJDOZVAITBP-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940126680 traditional chinese medicines Drugs 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having a potential-jump barrier or a surface barrier
- H10K10/80—Constructional details
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having a potential-jump barrier or a surface barrier
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/311—Phthalocyanine
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
Abstract
The present invention relates to a kind of body heterojunction applied to optical electrical dual control organic field effect tube, belong to organic solid field of electronic devices.The body heterojunction is to steam or be spun to organic field effect tube semiconductor layer altogether by a kind of photochromic material and electric charge transmission type semi-conducting material.Response characteristics to light based on photochromic material, the change of physical property can occurs in it in the presence of light, after being adulterated with electric charge transmission type semi-conducting material, internal carrier concentration changes, so as to pass through light modulation organic field effect tube current characteristics.Meanwhile in lucifuge, the body heterojunction can also change the carrier concentration of inside in the presence of electric field, and be embodied on the curent change of organic field effect tube.Therefore, by photochromic material, it is film-made with electric charge transmission type semi-conducting material using steaming or spin coating mode altogether, as the body heterojunction of organic field effect tube, optical electrical dual control transistor characteristic can be realized.
Description
Technical field
The present invention relates to a kind of body heterojunction applied to optical electrical dual control organic field effect tube, belong to organic solid
Body field of electronic devices.
Background technology
In recent years, because organic electronic has inexpensive, numerous advantages such as low temperature process and mechanical flexibility, promptly
Become academic and industrial researchers focuses of attention, how to be applied the main flow for having become research in message area to become
Gesture.And in storage array, Flexible Displays driving, gate, analog-digital converter, radio frequency identification, flexible amplifier
And in microprocessor these different Information applications, organic field effect tube is a vital component.
Application of the hetero-junctions in organic field effect tube at present is concentrated mainly on bipolarity organic field effect tube.
For double layer heterojunction, body heterojunction can reduce the requirement to device fabrication and can be steamed altogether by material or
The disposable film forming of mode of spin coating, technique are more succinct.Although it is brilliant applied to organic effect to be related to body heterojunction
The report of body pipe, such as P.Samori in 2012 et al. using the method for solution processing by the polymer (P3HT) of 3- hexyl thiophenes and
A kind of photochromic material solution is prepared body heterojunction and is applied in organic field effect tube, and realizing light regulation and control has
The function (N.Koch, S.Hecht, P.Samori, Nat Chem 2012,4,675) of field effect transistors.But on application
The report that body heterojunction can prepare the optical electrical dual control organic field effect tube of storage-type is not found temporarily.
In the past few decades, organic field effect tube has been achieved for many significant achievements, but to meet
Higher and higher technical need, there is the development of new organic field effect tube of specific function by for the development of organic electronic
New developing direction is provided.And huge change will be produced to device performance with photosensitive and photoelectric material, this will make
The transistor of light-sensitive material, which must be used, can be applied to the fields such as photo-detector, photoinduction switch, photoelectricity storage.
In numerous photosensitive materials, photochromic material is because it is during photoisomerization, absorption spectrum, oxidation
Reversible change can occur for the physical properties such as reduction potential, refractive index, attract substantial amounts of concern.Based on photochromic material
This peculiar property, it can be applied to different types of optical modulation device.
Before and after illumination, the oxidation-reduction potential of open loop state and closed loop state can have greatly changed photochromic material,
So that its carrier transmission characteristics in optical switch changes.This means photochromic material to a certain degree
On, carrier can not only be transmitted, carrier can be also hindered under the conditions of meticulously.Photochromic material with referring to before exists
A series of change in physical can be carried out in photoisomerization journey, and the change of its frontal orbital energy can be used to be applied to
Electronic device, now, the energy level of matching by the organic semiconductor layer that acts on of appropriate electric field for occurring effectively carrier
Injection and transmission are very important.
Although at present, included photochromic material in many organic field effect tubes, these molecules are as light
Quick property component, between organic semiconductor and gate insulator, because photochromatic layer and raceway groove are separated, ring of light cooperation
With can not effectively modulate leakage current, therefore photoinduction current-modulation very little by raceway groove.How to effectively utilize photochromic
The characteristic of material, with reference to the mode of existing electrical modulation, the method for widening modulation organic field effect tube characteristic can
Become current urgent problem to be solved applied to more field of electronic devices.In the present invention, we are using photochromic
The mode that material and electric charge transmission type semi-conducting material steam altogether prepares organic field effect tube, in the body that should ensure to prepare
When hetero-junctions retains the property of photoresponse, while also to ensure the frontal orbital energy level energy and electric charge transmission type of photochromic material
Semi-conducting material matches, after using the frontal orbital energy level of the light modulating properties change of photochromic material itself,
Interacted with electric charge transmission type semi-conducting material and internal carrier concentration is changed, the electricity of organic field effect tube
Stream size also changes therewith.The organic field effect tube in the presence of electric field, can also change the carrier of inside simultaneously
Concentration, corresponding electric current can also change.Therefore optical electrical dual control organic field effect tube can be realized.Pass through effectively profit
With the photoresponse property of body heterojunction, the Control factors of organic field effect tube are widened, and it will be opened up in organic solid
More applications of field of electronic devices, such as gate, light emitting diode, phototransistor, organic memory etc..
The content of the invention
It is of the invention by organic light in order to realize the regulation and control under optical electrical double mode to carrier in organic field effect tube
Off-color material and the doping of electric charge transmission type semi-conducting material is caused to be used as body heterojunction, applied to organic field effect tube.This
Under light illumination, internal photochromic material frontal orbital energy level changes bulk heterojunction, so as to change organic field effect
The concentration of carrier in transistor is answered, is embodied in the change of electric current, while can also change organic field effect in the presence of electric field
Carrier concentration in transistor is answered, electric current accordingly changes.Therefore it is finally reached the mesh of optical electrical dual control organic field effect tube
's.
Technical scheme is as follows.
The present invention provides a kind of body heterojunction applied to optical electrical dual control organic field effect tube, the bulk heteroj
Knot is to adulterate to obtain by a kind of photochromic material and electric charge transmission type semi-conducting material.The body heterojunction is by light-induced variable
Color material steams altogether with electric charge transmission type semi-conducting material to be formed, and the common steaming ratio of photochromic material and semi-conducting material is：
0.17-0.5。
Preferably, the photochromic material, selected from diarylethene, azo compounds species, spiro-pyrans class, its molecule
Formula is one of following：
Wherein R is fragrant ring derivatives, including thiophene-based, fluorenes class, carbazoles, triphen amine, spiro fluorene class, acene class, spiral shell
Fluorenes oxa anthracenes, indoles, benzofurans, benzothiophene kind, naphthalenes, that alkenes, luxuriant and rich with fragrance class, piperazine dislike fen class, piperazine thiophene-based or
Pyrene class, molecular structure are one of following：
Wherein X is the alkyl or alkoxy of the straight chain of hydrogen, halogen and carbon number less than 22, side chain and ring-type.
Preferably, the photochromic material is (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- or the (5- of 1,2- bis-
(2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene.
Preferably, described electric charge transmission type semi-conducting material is selected from phthalocyanine type metal complex, rubrene and five
Benzene, ρ -6P, poly- 3- hexyl thiophenes, PTTT-14, PCB-R, poly- [(9,9- dioctyl fluorene -2,7- diyls)-alternating-(2,2'- di-s
Thiophene -5,5'- diyls)] or BBB.
Preferably, described electric charge transmission type semi-conducting material is phthalocyanine ketone.
A kind of preparation method of above-mentioned body heterojunction, comprises the following steps：(1) under vacuum conditions, photochromic material
The evaporation rate of material is adjusted to 1Hz/2s-1Hz/6s, the evaporation rate of electric charge transmission type semi-conducting material and adjusted to 1Hz/s-
4Hz/s；(2) control of photochromic material evaporation rate specific charge mode transmission semi-conducting material evaporation rate is in 0.17-0.5, together
When by two kinds of materials evaporation to substrate, reach common evaporation 800Hz-1200Hz.
The specific preparation method of the body heterojunction is as follows：
Using the method for vacuum evaporation, it is less than 6*10 in air pressure-4In the environment of Pa, the steaming of photochromic material is adjusted respectively
Temperature, and the evaporating temperature of electric charge transmission type semi-conducting material are sent out, and evaporation rate is monitored by crystal resonator, respectively by light-induced variable
The evaporation rate of color material is adjusted to 1Hz/2s to 1Hz/6s, the evaporation rate of electric charge transmission type semi-conducting material and adjusted to 1Hz/
S to 4Hz/s.To adjust ratio 1:2 to 1:Two kinds of materials are deposited to substrate in 6 evaporation rate simultaneously, in the prison of crystal resonator
Under survey, 800Hz to 1200Hz is deposited altogether.
The preparation method of above-mentioned body heterojunction, it is preferred that photochromic material described in step (1), step (2) is 1,
(5- fluorenes -2- methylthiophenes -3) cyclopentene of 2- bis- or 1,2- bis- (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) ring penta
Alkene；The electric charge transmission type semi-conducting material is phthalocyanine ketone.
A kind of organic field effect tube using above-mentioned body heterojunction, including electrode, semiconductor layer, decorative layer, absolutely
Edge layer, substrate, it is characterised in that the semiconductor layer is body heterojunction, is partly led with electric charge transmission type by photochromic material
Body material steams altogether to be formed.
Above-mentioned organic field effect tube preferably, the photochromic material be 1,2- bis- (5- fluorenes -2- methylthiophenes -
3) cyclopentene or 1,2- bis- (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene；The electric charge transmission type is partly led
Body material is phthalocyanine ketone.
The preparation method of above-mentioned organic field effect tube, it is characterised in that comprise the following steps：
(1) cleaning process of substrate：Acetone wipes substrate；It is cleaned by ultrasonic base using acetone, ethanol and deionized water successively
Piece；The liquid of substrate surface is blown away using nitrogen, is dried afterwards；Irradiated under uviol lamp, deoxygenation；
(2) spin coating modification：Prepare 2-10mg/ml PMMA ethyl acetate solution, PMMA ethyl acetate solution
Substrate is spun on, is dried；
(3) process is deposited：Under vacuum conditions, the evaporation rate of photochromic material is adjusted to 1Hz/2s-1Hz/6s, electricity
The evaporation rate of lotus mode transmission semi-conducting material is adjusted to 1Hz/s-4Hz/s；Photochromic material evaporation rate specific charge is transmitted
Type semi-conducting material evaporation rate is controlled in 0.17-0.5, while by two kinds of material evaporations to substrate, reaches common evaporation
800Hz-1200Hz。
It is 200-400nm in wave band using the optical electrical dual control organic field effect tube of body heterojunction of the present invention
Irradiation 1s to 60 minutes of ultraviolet light after, the electric current that can periodically be reduced is realized multistage under ultraviolet light regulation and control
Storage.After irradiation 1s to 60 minutes by visible ray of the wave band more than 490nm, it can obtain what stage continuously increased
Electric current, realize the multistage storage under visible ray regulation and control.After wave band is ultraviolet light 1s to 60 minutes of 200-400nm,
Scope is under 20V to 200V gate voltage electric field, and the write time is the electricity that in the case of 1 to 50s, is periodically increased
Stream, is realized under cyclization state, the multistage storage under electric field regulation and control.Behind radiation of visible light 1s to 60 minutes of wave band more than 490nm,
In the case where scope is -20V to -200V gate voltage electric field, in the case that the write time is 1 to 50s, periodically reduced
Electric current, realize under open loop state, the multistage storage under electric field regulation and control.It is 20V after ultraviolet light 1 to 60 minutes, and in scope
To under 200V gate voltage electric field, in the case that the write time is 1 to 50s, scope is the electric current periodically increased, real
Under existing cyclization state, the multistage storage of optical electrical dual control.It is that -20V arrives -200V after radiation of visible light 1s to 60 minutes, and in scope
Gate voltage electric field under, the write time be 1 to 50s in the case of, scope is the electric current periodically increased, realizes open loop
Under state, the multistage storage of optical electrical dual control.
Beneficial effect：Body heterojunction pattern prepared by the present invention is homogeneous, can produce response to light.By the bulk heteroj
When knot is applied to organic field effect tube, in the case where wave band is 200 to 400nm ultraviolet light, organic field effect tube
The concentration of internal carrier is reduced so that and its electric current reduces, and in the case where wave band is the irradiation of the visible ray more than 490nm, it is internal
Carrier increases so that its electric current increases.Simultaneously in the presence of -20V to -200V gate voltage electric field, organic effect is brilliant
Carrier concentration is reduced inside body pipe, and phase induced current also reduces；In the presence of 20V to 200V gate voltage electric field, organic field
Carrier concentration increases inside effect transistor, electric current increase.Thus it is finally reached the optical electrical dual control organic effect of storage-type
The purpose of transistor.It is expected to be applied to the fields such as storage, gate simultaneously.
In general, the response characteristics to light based on photochromic material, physical property can occurs in it in the presence of light
Change, with electric charge transmission type semi-conducting material adulterate after, internal carrier concentration changes, so as to be adjusted by light
It is formed with field effect transistors current characteristics.In lucifuge, the body heterojunction also can be inside change in the presence of electric field
Carrier concentration, and be embodied on the curent change of organic field effect tube.Therefore, by photochromic material, passed with electric charge
Defeated type semi-conducting material is film-made using steaming or spin coating mode altogether, can as the body heterojunction of organic field effect tube
Realize optical electrical dual control transistor characteristic.
Brief description of the drawings
Fig. 1：It is the two class materials for preparing body heterojunction of the present invention, A classes are photochromic material, and B classes are transmitted for electric charge
Type semi-conducting material.
Fig. 2：It is that the atomic force based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction shows
Micro mirror (AFM) figure.
Fig. 3：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer the structural representation of transistor.
Fig. 4：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer the photoresponse process of transistor.
Fig. 5：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer the electroresponse process of transistor.
Fig. 6：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer the curent change of transistor under light illumination.
Fig. 7：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer curent change of the transistor under negative sense grid voltage biased operation.
Fig. 8：It is the organic field effect based on (5- fluorenes -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body heterojunction
Answer curent change of the transistor under positive grid voltage biased operation.
Fig. 9：It is to be based on (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone body
The curent change of the organic field effect tube of hetero-junctions under light illumination.
Figure 10：It is to be based on (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone sheet
Curent change of the organic field effect tube of bulk heterojunction under negative sense grid voltage biased operation.
Figure 11：It is to be based on (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene of 1,2- bis- and phthalocyanine ketone sheet
Curent change of the organic field effect tube of bulk heterojunction under positive grid voltage biased operation.
Embodiment
In order to be better understood from present disclosure, the skill of present invention is further illustrated with reference to instantiation
Art scheme, these embodiments are not that the scope of the invention or spirit are limited.Ethyl acetate used is (high in the present invention
Effect liquid phase chromatogram level) buy in Shanghai Ling Feng chemical reagent Co., Ltd；Acetone (analysis is pure) is bought to be had in south examination chemical reagent
Limit company；Absolute ethyl alcohol (analysis is pure) is bought and bought in Wuxi City Ya Sheng Chemical Co., Ltd.s, isopropanol etc. in Shanghai traditional Chinese medicines collection
Chemical reagent Co., Ltd of group；High-purity nitrogen is bought in Nanjing special gas factory；Polymethyl methacrylate (PMMA), phthalocyanine
Copper (CuPc) is bought in (Sigma-Aldrich) Sigma-Aldrich reagent；Quartz boat, tantalum boat, high-purity spun gold buy in
AlfaAesar (Tianjin) Chemical Co., Ltd..
The material of hetero-junctions of the present invention is prepared, is divided into A classes material and B class materials, A classes material master therein as shown in Figure 1
Refer to the photochromic material of diarylethene, spiro-pyrans class and azo compounds species, B class materials are primarily referred to as having electricity
The semi-conducting material of lotus transmission performance, as shown in figure 1, B classes material can be phthalocyanines type metal complex (a, b, d), red glimmering
Alkene (c), pentacene (e), ρ -6P (f), poly- 3- hexyl thiophenes (P3HT) (g), PTTT-14 (h), PCB-R (i), poly- [(9,9- bis-
Octyl group fluorenes -2,7- diyls)-alternately-(2,2'- di- thiophene -5,5'- diyls)] (F8T2) (j) and BBB (k).
Embodiment 1
Step 1：The preparation of 1,2- bis- (5- fluorenes -2- methylthiophenes -3) cyclopentene (o-BMThCE)
It is as follows to prepare reaction equation：
Preparation process：Be prepared in advance the 50ml dried twoport flask.Twoport flask is connected with reflux condensing tube,
Vaseline is coated in interface, wraps tinfoil.Add 1,5- bis- (5- chloro-2-methyls thiophene -3) cyclopentene 0.28g
(0.85mmol), vacuum nitrogen gas is three times.Extract tetrahydrofuran 12ml and squeeze into flask, add n-BuLi 0.136g/1.3ml
(2.13mmol), reaction 30min or so is stirred at room temperature；Extract B (OBu)30.7ml (2.55mmol) adds reaction bulb, and room temperature is stirred
Mix reaction overnight, reaction solution is in isabelline.
2- bromine fluorenes 1.0g (4.08mmol), tinning paper lucifuge, vacuum nitrogen gas three are added in 100ml twoport flask
It is secondary, add Pd (PPh3)40.05g (0.043mmol), vacuum nitrogen gas extract the reaction solution that top obtains and add reaction three times
Bottle, and syringe is cleaned repeatedly with tetrahydrofuran solvent, oil bath pan is heated to 90 DEG C, stirring reaction 15min or so；Extract Na2CO3
(2M) 4.3ml or so and a little ethylene glycol add reaction bulb.Back flow reaction is stayed overnight.Reaction solution is in dark brown., will after reaction terminates
Reaction solution pours into substantial amounts of water, is extracted with ether, merge organic phase, dry, filter, steam organic solvent, by recrystallization and
Silica gel column chromatography crosses post separation and obtains photochromic molecules 1,2- bis- (5- fluorenes -2- methylthiophenes -3) cyclopentene (o-BMThCE).1H NMR(400MHz,CDCl3) δ 7.77 (d, J=7.5Hz, 2H), 7.74 (d, J=8.0Hz, 2H), 7.70 (s, 2H), 7.57-
7.54 (m, 2H), 7.53 (s, 2H), 7.38 (t, J=7.2Hz, 2H), 7.32-7.28 (m, 2H), 7.12 (s, 2H), 3.91 (s,
4H), 2.89 (t, J=7.4Hz, 4H), 2.12 (dd, J=14.8,7.3Hz, 2H), 2.03 (s, 6H)
Step 2：Organic field effect tube based on 1,2- bis- (5- fluorenes -2- methylthiophenes -3) cyclopentene (o-BMThCE)
Device prepare：Mainly there are cleaning substrate, three processes of spin coating modification and evaporation.
The cleaning process of substrate：1st, substrate is gently wiped using the cotton balls for soaking acetone；2nd, successively using acetone, ethanol
It is cleaned by ultrasonic substrate 15 minutes with deionized water；3rd, the liquid of substrate surface is blown away using nitrogen, then inserts electric heating constant temperature air blast
In drying box, dried 15 minutes at 80 DEG C；4th, substrate is taken out, is irradiated 15 minutes under uviol lamp, carries out deoxygenation operation.
Spin coating modification：80mg polymethyl methacrylates (PMMA), ultrasound are added in 20ml ethyl acetate solvents
Dissolving, it is configured to 4mg/ml PMMA ethyl acetate solutions.The substrate cleaned up is fixed on spin coating instrument, adjusts spin coating instrument
Rotating speed is in 3000r/min.PMMA ethyl acetate solution (4mg/ml) is drawn with disposable dropper, covers full substrate, spin coating 1 divides
Zhong Hou, then substrate is transferred in 80 DEG C of electric heating constant-temperature blowing drying box, drying further takes out stand-by for 20 minutes.
Evaporation process：Place the substrate in specimen holder to be put into evaporation cabin, covered with baffle plate.By (5- fluorenes -2- the methyl of 1,2- bis-
Thiophene -3) cyclopentene and phthalocyanine ketone (CuPc) be put into quartz boat, proof gold silk is placed in tantalum boat.First room will be evaporated in vacuo with mechanical pump
Interior air pressure is evacuated to 10-5Below Pa, reusing molecular pump makes room pressure be evacuated to 5*10-4Below Pa.Evaporating temperature is adjusted, is passed through
Crystal resonator detects evaporation rate, and the evaporation rate of 1,2- bis- (5- fluorenes -2- methylthiophenes -3) cyclopentene (o-BMThCE) is adjusted
To 1HZ/ 4s, CuPc are adjusted to 1Hz/s.After crystal resonator is stable, baffle plate is opened, starts simultaneously at the evaporation 1, (5- fluorenes -2- first of 2- bis-
Base thiophene -3) cyclopentene (o-BMThCE) and CuPc.When sum frequency declines 1000Hz, baffle plate is covered again and stops heating.
Body heterojunction is obtained after evaporation, its AFM (AFM) figure is as shown in Figure 3.After cooling down half an hour, substrate is taken out, is added
Upper mask plate, mask plate channel width are 100 μm, and length is 2000 μm, and substrate is sent back in vaporization chamber, repeats the behaviour of evaporation
Make, steam golden 3000Hz altogether.
The optical electrical dual control organic field effect tube of embodiment 1, its structure such as Fig. 2 institutes are made by above-mentioned two big steps
Show.
Photograph of the optical electrical dual control organic field effect tube that embodiment 1 is prepared in the ultraviolet light that wave band is 200-400nm
Penetrate under 1s to 60 minutes, with the increase of light application time, transfer characteristic curve gradually drifts about to negative sense, as shown in Figure 4.While I
In VGS=-30V, VDSUnder conditions of=- 40V, read illumination 2 minutes respectively, 5 minutes, 8 minutes, 10 minutes, 15 minutes and
The electric current of 20 minutes, the electric current being gradually reduced, electric current magnitude is 10-7A to 10-9Change between A, as shown in Figure 6.The optical electrical
Dual control organic field effect tube is under irradiation 1s to 60 minutes of visible ray of the wave band more than 490nm, with light application time
Increase, transfer characteristic curve is gradually to positive excursion, as shown in Figure 4.We are in V simultaneouslyGS=-30V, VDS=-40V condition
Under, respectively read illumination 1 minute, 3 minutes, 5 minutes, 8 minutes and 10 minutes electric current, the electric current gradually increased, electric current
Magnitude is 10-7A to 10-9Change between A, as shown in Figure 7.Fig. 6 shows, after the illumination of different-waveband, in identical reading conditions
Under, VGS=-30V, VDS=-20V, the electric current of consecutive variations can be obtained, so as to realize the spy of light-operated organic field effect tube
Property.
The optical electrical dual control organic field effect tube that embodiment 1 is prepared, it is the gate voltage that -20V arrives -200V in scope
Under electric field, in the case that the write time is 1 to 50s, with the increase of write time, its transfer characteristic curve gradually floats to negative sense
Move, as shown in Figure 5.In the case of write time identical, with write-in voltage gradual increase, organic field effect tube
Electric current is in downward trend.In VGS=-30V, VDSUnder=- 40V reading conditions, we have read respectively operation grid voltage for-
100V, -110V, -120V, -130V, -140V and electric current during -150V, have obtained the current step periodically reduced, electric current
Magnitude is 10-7A to 10-9Change between A, as shown in Figure 7.
The optical electrical dual control organic field effect tube that embodiment 1 is prepared is in the gate voltage electric field that scope is 20V to 200V
Under, in the case that the erasing time is 1 to 50s, with the increase in erasing time, its transfer characteristic curve gradually to positive excursion,
As shown in Figure 5.In the case of erasing time identical, with the gradual increase of erasing voltage, the electricity of organic field effect tube
Stream is in the trend increased.In VGS=-30V, VDSUnder=- 40V reading conditions, it is 100V that we have read operation grid voltage respectively,
Electric current when 120V, 140V, 160V, 180V and 200V, the current step periodically increased is obtained, electric current magnitude is 10-7A
To 10-9Change between A, as shown in Figure 8.As shown in Figure 8.Fig. 7 and Fig. 8 show, are write or wiped by different gate voltage electric fields,
Under identical reading conditions, VGS=-30V, VDS=-40V, the electric current of successive stages change can be obtained, so as to realize electricity
Control the function of organic field effect tube.
Embodiment 2：
Step 1：The preparation of 1,2- bis- (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene
Reaction equation is as follows：
Preparation process：
Reaction kit is dried and vacuumized, and is wrapped up with masking foil；By 1,5- bis- (5- chloro-2-methyls thiophene -3) ring penta
Alkene is dissolved in through in dried THF solution, injecting in reaction kit.In the dry ice bath into reaction system in add n-BuLi,
Stirring 10 minutes, is transferred in ice bath and stirs 30min, and then be transferred in normal temperature and stir 1h.1ml dimethylformamides are added,
Stir 1h.Reaction solution is injected into 50ml HCl (2mol/L) solution, is quenched.Washed several times with ethyl acetate, take organic phase.To have
Machine layer is washed 3 times with sodium bicarbonate solution, after deionization is washed 3 times, uses anhydrous sodium sulfate drying.Use PE：EA=9:1 ratio is entered
Row post silica gel column chromatography obtains the double (5- methylthiophene -2- first of the light dark red oil 4,4' of 0.55g-(cyclopentene -1,2- bases)
Aldehyde).
Weigh 0.65g 4,4'-(cyclopentene -1,2- bases) double (5- methylthiophene -2- formaldehyde) (2.05mmol) and 1g 3-
(benzoxazole -2- bases) aniline (4.13mmol) is in eggplant-shape bottle, addition 70ml ethanol, after ultrasonic dissolution, under the conditions of lucifuge,
Oil bath heating after reaction 20 hours, has solid precipitation generation, reaction solution and anti-with ethyl acetate is filtered with Buchner funnel to 75 DEG C
After backwashing is washed 3 times, is dried, is obtained buff white solid product, obtain buff white solid 1, (5- (2- benzene imines the benzoxazole) -2- of 2- bis-
Methylthiophene -3) cyclopentene.1H NMR(400MHz,CDCl3):δ 8.54 (d, J=10.5Hz, 2H), 8.10 (d, J=8.2Hz,
4H), 7.77 (dt, J=7.3,3.6Hz, 2H), 7.63-7.49 (m, 4H), 7.49-7.28 (m, 8H), 2.87 (t, J=7.4Hz,
4H),2.23–2.06(m,8H).
Step 2 is based on the organic effect of 1,2- bis- (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene
Prepared by the device of transistor, main to include cleaning substrate, three processes of spin coating modification and evaporation.
The cleaning process of substrate：With acetone was soaked, after the cotton balls of ethanol gently wipes substrate, successively using acetone, second
Alcohol and deionized water are cleaned by ultrasonic substrate 15 minutes；The liquid of substrate surface is blown away with nitrogen again, electric heating constant temperature air blast is inserted and does
In dry case, dried 15 minutes at 80 DEG C.After drying, with ultra violet lamp substrate 15 minutes, deoxygenation operation is carried out.
Spin coating modification：80mg polymethyl methacrylates (PMMA) are added in 20ml ethyl acetate solvents, ultrasound
Dissolving, it is configured to 4mg/ml PMMA ethyl acetate solution.PMMA ethyl acetate solution (4mg/ is drawn with disposable dropper
Ml), covering is completely fixed on substrate on spin coating instrument, and adjustment spin coating instrument rotating speed is in 3000r/min, after spin coating 1 minute, then by substrate
It is transferred in 80 DEG C of electric heating constant-temperature blowing drying box, it is stand-by dries taking-up in 20 minutes.
Evaporation process：Place the substrate in specimen holder to be put into evaporation cabin, covered with baffle plate.By (5- (the 2- benzene imines of 1,2- bis-
Benzoxazole) -2- methylthiophenes -3) cyclopentene and CuPc be put into quartz boat, proof gold silk is placed in tantalum boat.First will be true with mechanical pump
Sky evaporation room pressure is evacuated to 10-5Below Pa, reusing molecular pump makes room pressure be evacuated to 5*10-4Below Pa.Regulation evaporation temperature
Degree, evaporation rate is detected by crystal resonator, by 1,2- bis- (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene
Evaporation rate is adjusted to 1HZ/ 5s, CuPc are adjusted to 1Hz/s.After crystal resonator is stable, baffle plate is opened, starts simultaneously at evaporation 1,2-
Two (5- (2- benzene imines benzoxazole) -2- methylthiophenes -3) cyclopentene and CuPc.When sum frequency declines 1000Hz, cover again
Overhead gage simultaneously stops heating.After cooling down half an hour, substrate is taken out, plus mask plate, mask plate channel width is 100 μm, length
For 2000 μm, substrate is sent back in vaporization chamber, the operation of evaporation is repeated, steams golden 3000Hz altogether.
Irradiation 1s of the optical electrical dual control organic field effect tube in wave band for 200-400nm ultraviolet light in embodiment 2
To under 60 minutes, in VGS=-30V, VDSUnder conditions of=- 20V, we have read illumination 5 minutes respectively, 10 minutes, 15 points
Clock, the electric current of 25 minutes and 35 minutes, the interim electric current being continuously gradually reduced is obtained, electric current magnitude is 10-8A to 10-10A
Between change.While the optical electrical dual control organic field effect tube was at irradiation 1s to 60 minutes of visible ray of the wave band more than 490nm
Under, in VGS=-30V, VDSUnder conditions of=- 20V, illumination 30 seconds, 2 minutes, 5 minutes, 8 minutes and 15 minutes is read respectively
Electric current, the interim continuous electric current gradually increased is obtained, electric current magnitude is 10-8A to 10-10Change between A, as shown in Figure 9.Fig. 9
Show, after the illumination of different-waveband, under identical reading conditions, VGS=-30V, VDS=-20V can obtain successive stages
Property change electric current, so as to realize the characteristic of light-operated organic field effect tube.
Described optical electrical dual control organic field effect tube is being write in the case where scope is -20V to -200V gate voltage electric field
In the case of angle of incidence identical, with the gradual increase of write-in voltage, the electric current of organic field effect tube is in downward trend.
In VGS=-30V, VDSUnder=- 20V reading conditions, it is -120V that we have read operation grid voltage respectively, -140V, -160V and -
Electric current during 180V, the current step periodically reduced is obtained, electric current magnitude is 10-8A to 10-11Change between A, such as Figure 10
It is shown.
Described optical electrical dual control organic field effect tube is being wiped in the case where scope is 20V to 200V gate voltage electric field
In the case of time identical, with the gradual increase of write-in voltage, the electric current of organic field effect tube is in the trend increased.
VGS=-30V, VDSUnder=- 20V reading conditions, it is 120V, 140V, 160V that we have read operation grid voltage respectively, 180V and
Electric current during 200V, the current step periodically increased is obtained, electric current magnitude is 10-8A to 10-11Change between A, such as Figure 11
It is shown.Figure 10 and Figure 11 show, are write or wiped by different gate voltage electric fields, under identical reading conditions, VGS=-
30V,VDS=-20V, the electric current of successive stages change can be obtained, so as to realize the function of automatically controlled organic field effect tube.
It is complete by above-mentioned description, relevant staff using the above-mentioned desirable embodiment according to the present invention as enlightenment
Various changes and amendments can be carried out without departing from the scope of the technological thought of the present invention' entirely.The technology of this invention
Property scope is not limited to the content on specification, it is necessary to determines its technical scope according to right.
Claims (4)
- A kind of 1. body heterojunction applied to optical electrical dual control organic field effect tube, it is characterised in that the bulk heteroj Knot is to be steamed to form altogether with electric charge transmission type semi-conducting material by photochromic material, and photochromic material and semi-conducting material are total to Steaming ratio is：0.17-0.5；The photochromic material isOrDescribed electric charge transmission type semi-conducting material is phthalocyanine ketone.
- 2. a kind of organic field effect tube for applying body heterojunction as claimed in claim 1, including electrode, semiconductor Layer, decorative layer, insulating barrier, substrate, it is characterised in that the semiconductor layer is the body heterojunction, the organic effect Transistor can realize multistage depositing under light regulation and control and electricity two kinds of control models of regulation and control, and ultraviolet light, visible ray and electric field regulation and control Storage.
- 3. a kind of preparation method of body heterojunction as claimed in claim 1, it is characterised in that comprise the following steps：(1) under vacuum conditions, the evaporation rate of the photochromic material is adjusted to 1Hz/2s-1Hz/6s, and the electric charge passes The evaporation rate of defeated type semi-conducting material is adjusted to 1Hz/s-4Hz/s；(2) the photochromic material evaporation rate is controlled in 0.17- than the electric charge transmission type semi-conducting material evaporation rate 0.5, while by two kinds of material evaporations to substrate, 800Hz-1200Hz is deposited altogether.
- 4. a kind of preparation method of organic field effect tube as claimed in claim 2, it is characterised in that including following step Suddenly：(1) cleaning process of substrate：Acetone wipes substrate；It is cleaned by ultrasonic substrate using acetone, ethanol and deionized water successively；Make The liquid of substrate surface is blown away with nitrogen, is dried afterwards；Irradiated under uviol lamp, deoxygenation；(2) spin coating modification：Prepare 2-10mg/ml PMMA ethyl acetate solution, PMMA ethyl acetate solution spin coating In substrate, drying；(3) process is deposited：Under vacuum conditions, the evaporation rate of the photochromic material is adjusted to 1Hz/2s-1Hz/6s, institute The evaporation rate for stating electric charge transmission type semi-conducting material is adjusted to 1Hz/s-4Hz/s；The photochromic material evaporation rate ratio The electric charge transmission type semi-conducting material evaporation rate control reaches in 0.17-0.5, while by two kinds of material evaporations to substrate To common evaporation 800Hz-1200Hz.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510155876.8A CN104779350B (en) | 2015-04-02 | 2015-04-02 | A kind of body heterojunction applied to optical electrical dual control organic field effect tube |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510155876.8A CN104779350B (en) | 2015-04-02 | 2015-04-02 | A kind of body heterojunction applied to optical electrical dual control organic field effect tube |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104779350A CN104779350A (en) | 2015-07-15 |
| CN104779350B true CN104779350B (en) | 2017-11-14 |
Family
ID=53620701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510155876.8A Expired - Fee Related CN104779350B (en) | 2015-04-02 | 2015-04-02 | A kind of body heterojunction applied to optical electrical dual control organic field effect tube |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104779350B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105301055B (en) * | 2015-11-25 | 2018-07-10 | 电子科技大学 | A kind of organic field-effect tube nitrogen dioxide sensor |
| CN105810820A (en) * | 2016-03-15 | 2016-07-27 | 南京邮电大学 | Porous structure organic field effect transistor photosensitive memory and preparation method thereof |
| CN106981573B (en) * | 2017-03-20 | 2019-06-21 | 南京邮电大学 | A kind of organic field effect tube memory and preparation method thereof from barrier layer structure |
| CN109390468B (en) * | 2017-08-11 | 2021-01-05 | 电子科技大学中山学院 | OFET device applied to flexible display field |
| CN108831996A (en) * | 2018-06-07 | 2018-11-16 | 南京邮电大学 | Three layers of hetero-junctions organic field effect tube memory of one kind and preparation method |
| CN111883598A (en) * | 2019-08-30 | 2020-11-03 | 广东聚华印刷显示技术有限公司 | Phototransistor and manufacturing method thereof |
| CN110854268B (en) * | 2019-11-13 | 2021-06-22 | 中国科学院化学研究所 | Method for eliminating photoresponse of organic field effect transistor |
| CN112909172B (en) * | 2021-01-18 | 2022-08-30 | 合肥工业大学 | Solar blind area deep ultraviolet light multi-stage nonvolatile memory based on organic field effect transistor |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102341186A (en) * | 2009-03-04 | 2012-02-01 | 施乐公司 | Electronic devices comprising structured organic films |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7935957B2 (en) * | 2005-08-12 | 2011-05-03 | Semiconductor Energy Laboratory Co., Ltd. | Memory device and a semiconductor device |
-
2015
- 2015-04-02 CN CN201510155876.8A patent/CN104779350B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102341186A (en) * | 2009-03-04 | 2012-02-01 | 施乐公司 | Electronic devices comprising structured organic films |
Non-Patent Citations (1)
| Title |
|---|
| Optically switchable transistor via energy-level phototuning in a bicomponent organic semiconductor;Emanuele Orgiu, et al.;《Nature Chemistry》;20120624;第4卷;page 675-679 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104779350A (en) | 2015-07-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104779350B (en) | A kind of body heterojunction applied to optical electrical dual control organic field effect tube | |
| CN104684918B (en) | Two pyrroles's methylene fluorescent chemicals of boron thienyl and application thereof | |
| CN105949814B (en) | One class phenothiazine derivative, preparation method and its application in DSSC | |
| CN107275490B (en) | It is a kind of using penta pair of thiophene derivant of ring as the organic photovoltaic cell of electron acceptor | |
| CN107207534B (en) | Heterocyclic compound and organic solar batteries comprising it | |
| CN101056873A (en) | Carbonyl-functionalized thiophene compounds and related device structures | |
| CN105315273A (en) | Polyceptor-structure small molecule compound and preparing method and application thereof | |
| CN109461820A (en) | Two-dimensional lead-free organic-inorganic hybrid perovskite diode photodetector and preparation method thereof | |
| CN107118335B (en) | Isoindigo blueness-double bond-isoindigo blueness quasi polymer and its synthetic method and application | |
| CN106565664A (en) | Indeno[1,2-b]fluorene unit-based A-D-A conjugate micro-molecule, and application thereof in photoelectric devices | |
| CN108774253B (en) | Boron-nitrogen heterocycle based small-molecule organic solar cell material and preparation method thereof | |
| CN108164546B (en) | Indoline-dithienoquinoxaline-dibenzo [ a, c ] phenazine dye and application thereof in dye-sensitized solar cell | |
| CN109776566A (en) | A kind of A-D-A conjugated molecule and its application based on polysubstituted benzo cyclopentanedione derivative | |
| CN105238092A (en) | Novel 2,6-site-substituted BODIPY organic dye sensitizer and preparation method therefor | |
| CN108659020B (en) | Narrow band gap electron acceptor material and organic solar cell formed by same | |
| CN110194778A (en) | A kind of multi-arm structure organic photovoltaic material and the preparation method and application thereof | |
| KR102439270B1 (en) | Novel polymer and organic electronic device using them | |
| CN106832231B (en) | Containing 1,2,3 triazol iso-indoles -5,7 (2H, 6H)-diketone conjugated polymer and its preparation method and application | |
| CN103145524A (en) | Anthracene derivative and preparation method and application thereof | |
| Hoang et al. | Effect of molecular packing of zinc (II) porphyrins on the performance of field-effect transistors | |
| CN104098591B (en) | Synthetic method for two small-molecular organic semiconductor materials | |
| CN105017278A (en) | Thiophene condensed benzoheterocycle derivatives and polymers thereof | |
| CN106565939A (en) | Semi-conducting polymers capable of electronic printing and applications thereof | |
| CN105367584A (en) | Sulfur-containing substituent-substituted dithienyl derivative and preparation method and application of conjugated polymer of sulfur-containing substituent-substituted dithienyl derivative | |
| CN110041337B (en) | Pyrrolo-pyrrole organic semiconductor material containing free radicals, preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| EXSB | Decision made by sipo to initiate substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20171114 |