CN102050428B - Method for arranging one-dimensional organic nano materials in orientating and patterning manner - Google Patents

Method for arranging one-dimensional organic nano materials in orientating and patterning manner Download PDF

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CN102050428B
CN102050428B CN2009102373513A CN200910237351A CN102050428B CN 102050428 B CN102050428 B CN 102050428B CN 2009102373513 A CN2009102373513 A CN 2009102373513A CN 200910237351 A CN200910237351 A CN 200910237351A CN 102050428 B CN102050428 B CN 102050428B
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CN102050428A (en
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张晓宏
王中良
鲍容容
欧雪梅
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Technical Institute of Physics and Chemistry of CAS
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Abstract

The invention discloses a method for arranging one-dimensional organic nano materials in an orientating and patterning manner, which comprises the steps of: 1, constructing a volatilizing device, wherein the volatilizing device comprises a planoconvex spotlight and a substrate, the convex surface of the planoconvex spotlight faces downwards and is horizontally placed above the substrate and in contact with the substrate; and 2, adding an organic compound solution in a gap between the planoconvex spotlight and the substrate of the volatilizing device in the step 1, standing the device to ensure that the solvent in the organic compound solution in the gap is volatilized, and after the solvent is completely volatilized, obtaining a concentric circle shaped pattern formed by the one-dimensional organic nano materials or an organic nano wire film with orientated arrangement on the substrate. The method is simple and practicable, can realize the self-assembly, orientated arrangement and patterning of the one-dimensional organic nano materials by one step, and is suitable for the preparation and the orientated arrangement of the one-dimensional organic nano materials of various organic micromolecular compounds.

Description

The method of orientation and patterned arrangement one dimension organic nano material
Technical field
The present invention relates to a kind of method of orientation and patterned arrangement one dimension organic nano material.
Background technology
The organic semiconductor nanostructured is due to its excellent photoelectric characteristic, may occupy a tiny space in the microelectronic component in future such as display and sensor array.But have difficulties aspect at device, preparing, at present more research often concentrates in the discussion of electrical properties of membrane structure of single nanostructured or random accumulation.And the shortcoming of these devices is fairly obvious: device performance is difficult to improve, and poor repeatability; The mixed and disorderly membrane structure of arranging also is unfavorable for reducing material consumption simultaneously.Therefore, developing and a kind ofly can simple effective method make a large amount of one dimension organic small molecular semiconductor nano materials can orientation and patterned arrangement, be very urgent necessity.
Reported at present can orientation and the method for patterned arrangement one dimension organic nano material have following severally, mainly comprise template (J.W.Lee, K.Kim, D.H.Park, M.Y.Cho, Y.B.Lee, J.S.Jung, D.C.Kim, J.Kim, J.Joo, Adv.Funct.Mater.2009,19,704~710; J.S.Hu, Y.G.Guo, H.P.Liang, L.J.Wan, L.Jiang, J.Am.Chem.Soc.2005,127,17090~17095), electric field or magnetic field assisting growth method (M.Li, R.B.Bhiladvala, T.J.Morrow, A.J.Sioss, K.K.Lew, J.M.Redwing, C.D.Keating, T.S.Mayer, Nat.Nanotechnol.2008,3,88~92; L.Sardone, V.Palermo, E.Devaux, D.Credgington, M.de Loos, G.Marletta, F.Cacialli, J.vanEsch, P.Samor ì, Adv.Mater.2006,18,1276~1280; G.Z.Piao, F.Kimura, T.Kimura, Langmuir 2006,22, and 4853~4855), dip coating (C.Y.Zhang, X.J.Zhang, X.H.Zhang, X.Fan, J.s.Jie, J.C.Chang, C.S.Lee, W.J.Zhang, S.T.Lee, Adv.Mater.2008,20,1716~1720; N.L.Liu, Y.Zhou, L.Wang, J.B.Peng, J.Wang, J.Pei, Y.Cao Langmuir2009,25,665~671; L.Jiang, Y.Y.Fu, H.X.Li, W.P.Hu, J.Am.Chem.Soc.2008,130,393~3941) and Langmuir-Blodgett (LB) method (C.Y.Zhang, X.J.Zhang, X.H.Zhang, X.M.Ou, W.F.Zhang, J.S.Jie, J.C.Chang, C.S.Lee, S.T.Lee, Adv.Mater.2009, DOI:10.1002/adma.200802793).Above-mentioned several method respectively has pluses and minuses, all needs in general strict extraneous subsidiary conditions, and is difficult to make large-area device architecture.In recent years, solvent evaporates induces self-assembly method to be utilized to gradually make the patterning nanostructured of 2-D.The people such as Lin Zhiqun have been developed a kind of method of controlling volatilization and have been prepared the multilayer concentric ring structure of the polymer such as MEH-PPV.They are by a kind of simple volatilization device of structure, and the shape of contact wire and position in the time of can controlling solvent evaporates, finally obtain the concentric circles of different material.But polymer molecule always forms unformed or random accumulation on contact wire, only can be used as template, is difficult to further expand its application.
Summary of the invention
The preparation method who the purpose of this invention is to provide the one dimension organic nano material of a kind of orientation and patterned arrangement.
The preparation method of the one dimension organic nano material of orientation provided by the present invention and patterned arrangement, comprise the steps:
1) build volatilization device, described volatilization device is comprised of a planoconvex spotlight and a substrate; The convex surface of described planoconvex spotlight down, plane is parallel with described substrate, and described planoconvex spotlight is placed horizontally at the top of described substrate, and with described substrate, contacts; And described planoconvex spotlight drops on described substrate fully in the projection of horizontal plane;
2) solution of organic compound is joined step 1) in the planoconvex spotlight and the space between substrate of described device, standing described device, make the solvent evaporates in the solution of organic compound in described space, after described solvent volatilizees fully, obtain arranging the concentric circles pattern that forms or the organic nano line film that aligns by one dimension organic nano nano material on described substrate;
Wherein, the solvent in described solution of organic compound is boiling point at the low boiling point organic solvent of 40-80 ℃;
In described solution of organic compound, the concentration of organic compound is 0.2Cs-Cs, and Cs represents the saturated concentration of described organic compound in described organic solvent.
The constructed device of the present invention is used for effectively controlling the volatilization of preparation process solvent.The radius of curvature of planoconvex spotlight can be 5-50mm in this device, and diameter can be 1-5cm; Its length of the dimensional requirement of described substrate and width are all greater than the diameter of described planoconvex spotlight.Before use, substrate and planoconvex spotlight all clean up with acetone or alcohol in advance.
With above-mentioned lower boiling organic solvent such as carrene or chloroform, organic compound is mixed with saturated solution, its concentration range is generally 0.05-0.5mmol/L, preferred concentration range for is the solution of organic compound of 0.1-0.3mmol/L, the acid of normal conditions below, the solubility of perylene four amides compounds in this kind solvent is distributed in above-mentioned scope more.In use, can the working concentration scope be 0.2C s~C sThe solution of this compound.
Organic compound described in the present invention is the organic micromolecule compound of molecular weight 100-1000Da, as N, and N '-dimethylquinacridone (DMQA), 2,4-two (4-N, N (dimethylamino) benzene) squaraine dye (SQ), fullerene (C 60), dimethylglyoxime nickel (Ni (DMG) 2) or alkyl replacement De perylene tetracarboxylic acid diimides (PTCDI) etc., but be not limited to these compounds.
Solvent in described solution of organic compound is 10 degree-20 degree to the contact angle of described substrate.Described substrate can be glass, silicon chip or other material.Described solvent can be carrene (CH 2Cl 2) and/or chloroform (CH 3Cl) etc., but be not limited to these, also can use the mixed solvent solvent as an alternative that contains miscible other solvent (as toluene, dimethylbenzene) of a small amount of and above-mentioned two Compound Phases.
In described solution of organic compound, the volatilization of solvent is carried out usually at ambient temperature.
Described one dimension organic nano material, because the nano material of using different organic micromolecule compound self assemblies to form comprises organic nanometer rods or organic nano line etc.; The length of described organic nano rod or organic nano line is preferably 5-50 μ m.
Described one dimension organic nano material is at high concentration (0.5C s~C s) while common organic nanostructure that always obtains multilayer concentric circle diagram case under the very fast evaporation rate that produces that ventilates; Volatilize in closed container, more be conducive to obtain aligning the organic nano material film.
The method for preparing orientation and patterned arrangement one dimension organic nano material provided by the present invention: solution of organic compound is joined in annular space between planoconvex spotlight and substrate (slide), due to capillary reason, solution forms rapidly the drop of a circle around contact center both, continue to add the solution that configures in space, liquid-drop diameter is increasing, until the outward flange of its outward flange and planoconvex spotlight coincides.Then standing, allow organic solvent naturally volatilize under normal temperature.In the solvent evaporates process, the existence of planoconvex spotlight makes the contact wire of solid-solution-air three-phase present the circle of rule, lower boiling solvent is in this contact wire place volatilization, form higher degree of supersaturation, impel molecule organic semiconductor to assemble on this contact wire, and and then self assembly form monodimension nanometer material, a large amount of one-dimensional nano lines or nanometer rods are arranged along radial direction, form the annulus of a nano wire or nanometer rods composition.Volatilization along with solvent, the contact wire of circular liquid pearl between planoconvex spotlight and plate glass constantly shrinks to center in the mode of great-jump-forward, spacing between concentric circles is along with the distance to center shortens and diminishes, and develop from 70-80 μ m (mean value of electromicroscopic photograph statistics) is 0 to spacing always; The final pattern that forms the concentric structure that organic semiconductor nano material forms on solid substrate after organic solvent volatilizees fully, it is pointed out that all nano wires all roughly arrange along radial direction.
If described device is put in standing volatilization in closed container, solvent evaporates speed is slack-off, constantly the contact wire of the liquid pearl of volatilization moves to center relative to mode stably with a kind of, there is no obvious contact wire vestige, make self assembly form the one dimension organic nanostructure just end to end along radial direction, form the organic nano line film that aligns.
The self assembly of organic molecules that method of the present invention is induced organic solvent volatilization and control the aligning organically of nano material on solid-solution-air three-phase line of contact under the volatilization condition and combine, prepared the one dimension organic nano material of ordered arrangement and patterning.The volatilization of organic solvent induces the little molecular self-assembling of organic semiconductor to become the one dimension organic nano material, simultaneously, the auxiliary volatilization device of planoconvex spotlight and substrate (slide) structure makes the contact wire of solid-solution-air three phase boundary move with certain rule in time with on space, impel above-mentioned one dimension organic nano material along contact wire and radial direction ordered arrangement, the organic nano line film that forms concentric circles or align.The method one step realized the one dimension organic nano material self assembly, align and patterning, be applicable to ordered arrangement and the device preparation of the micromolecular monodimension nanometer material of a lot of organic semiconductors, the method is simple, and whole volatilization process use solvent seldom, reduced material consumption.
Description of drawings
Fig. 1 is the one dimension organic nanostructure pattern (b) of the concentric circles of the constructed volatilization device figure (a) of the present invention and the present invention's preparation.
Fig. 2 is the SEM photo of the concentric circles organic nanostructure pattern that is comprised of the DMQA nano wire of embodiment 1 preparation.
Fig. 3 is the fluorescence microscope photo of the organic nano line film that aligns that is comprised of the DMQA nano wire of embodiment 2 preparation.
Fig. 4 is the fluorescence microscope photo of the concentric circles organic nanostructure pattern that is comprised of the PDI-5 nano wire of embodiment 3 preparation.
Fig. 5 is the optical microscope photograph of the concentric circles organic nanostructure pattern that is comprised of the SQ nano wire of embodiment 4 preparation.
Fig. 6 be embodiment 5 preparation by C 60The optical microscope photograph of the concentric circles organic nanostructure pattern that nano wire forms.
Fig. 7 be embodiment 6 preparation by Ni (DMG) 2The optical microscope photograph of the concentric circles organic nanostructure pattern that nano wire forms.
The specific embodiment
It is as follows that the present invention prepares the technical scheme that the one dimension organic nano material of orientation and patterned arrangement adopts:
Use planoconvex spotlight and the device that can effectively control the volatilization direction of slide structure, this device solid-contact wire of solution-air three phase boundary presents the circle of rule, and moves according to certain rule in time with on space.Then prepare the solution of low boiling point solvent of the organic compound of suitable concn, with micro syringe or sharp mouth dropper, join carefully in space between planoconvex spotlight and slide; Then, allow this device rest in ventilating kitchen, (organic solvent volatilization volatilization on the contact wire of circle is the fastest to allow mobile air promote the volatilization of low boiling point organic solvent, caused the loss of solvent, at this moment many capillary runoffs are carrying solute and are supplementing this loss along the outside direction of radius, and indirectly caused edge's degree of supersaturation to increase, as the driving effect in degree of supersaturation of the organic semiconductor compound molecule of solute, constantly along radial direction, assemble, and self assembly is the one dimension organic nano material).Higher or evaporation rate is than in situation faster at concentration ratio, always first contact wire along circle first deposits a unformed deposition of circle, then the one dimension organic nano material is bonded on this circle deposition tightly along the direction of radius, forms the one dimension organic nano linear array of an annular.In the situation that concentration ratio is lower or evaporation rate is slow, contact wire always moves to center in mode more stably, there is no obvious contact wire deposition, nano wire can't be attached on contact wire and form the concentric structure of a circle circle, it is just end to end along radial direction that self assembly forms the one dimension organic nanostructure, forms an organic nano line film that aligns.
Below by specific embodiment, the method that the present invention prepares the one dimension organic nano material of orientation and patterned arrangement is illustrated, but the present invention is not limited thereto.
Experimental technique described in following embodiment, if no special instructions, be conventional method; Described reagent and material, if no special instructions, all can obtain from commercial channels.
The preparation of the DMQA one dimension organic nano material that embodiment 1, concentric circles are arranged
The organic matter that the present embodiment uses is N, N '-dimethylquinacridone (DMQA), its structure is suc as formula shown in (1), its synthetic method is with reference to (Deng steps on for Liu Bo, Li Wei, Zhang Yuxiang N, the study on the synthesis of N '-dimethylquinacridone. application chemical industry, 2003,32 (5): 63~64).
Concrete preparation method is as follows: under nitrogen protection, add quinacridone 200mg in the 250ml there-necked flask, TBAB 200mg; dioxane 20ml, take 60% sodium hydride 700mg, with industrial benzinum and dioxane, washs respectively 3 times; mix with the 2ml dioxane, add in there-necked flask.Temperature rising reflux 2h, drip dimethyl suflfate 3ml, and reaction 2h, reclaim dioxane.Drip methyl alcohol 10ml, produce red precipitate.Filter, wash with water, drying, obtain crude product.Then, with the nitrobenzene recrystallization, obtain 97% sterling.
Figure G2009102373513D00051
(formula 1)
Compound D MQA used in experiment, process elementary analysis, infrared spectrum (IR), mass spectrum (MS) and nuclear magnetic resoance spectrum ( 1H-NMR) sign is errorless.Organic solvent chloroform (CH used in experiment 3Cl) be purchased from Beijing chemical reagents corporation, be not for further processing before use.
The volatilization device that structure is comprised of a planoconvex spotlight and slide, radius of even convex lens used are 19mm, and diameter is 16mm, and the slide specification is 24.4 * 76.2mm, and thickness is 1-1.2mm; The planoconvex spotlight convex surface down, contacts with the slide level.
Configuration concentration is the CH of the DMQA of 0.2mmol/L 3The Cl saturated solution, draw a small amount of liquid (volume is 150 μ L approximately) with micro syringe or sharp mouth dropper, joins carefully in the space between planoconvex spotlight and slide; Then this volatilization device is rested in ventilating kitchen, allow mobile air promote the volatilization of low boiling point organic solvent., due to the template action of planoconvex spotlight, make the contact wire of solid-solution-air three phase boundary always present regular circle.Low boiling point solvent CH 3The volatilization of Cl is carried out along contact wire, has caused the partial loss of solvent.At this moment many capillary runoffs are carrying solute and are supplementing this loss along the outside direction of radius, and have indirectly caused near the solution degree of supersaturation contact wire to increase., as the driving effect in degree of supersaturation of the molecule organic semiconductor of solute, constantly along radial direction, assemble, and self assembly is the one dimension organic nano material.These monodimension nanometer materials are attached on contact wire tightly, form annulus.
Carry out force analysis by near the solution to solid-solution-air three-phase line of contact, can find, solution and the frictional force between solid substrate impelling the surface tension of contact wire contraction and stop contact wire to shrink are roughly suitable; And because the saturated vapour pressure of low boiling point solvent is higher, solvent evaporates is spontaneous carrying out.Surface tension always is slightly larger than the force of sliding friction that advances, and the key player has been played the part of in the variation of the solution viscosity that causes due to the fluctuation of solution concentration in this case.Be mainly manifested in: when solvent evaporates is very fast, carried and the solute that comes has increased near the degree of supersaturation the contact wire by the outside capillary flow in inside, solution viscosity increases, this frictional force that makes near the solution contact wire be subject to increases sharply, and with surface tension, balance each other, cause of short duration stress balance.Then the deposition of solute of supersaturation part is got off, and near the solution concentration contact wire returns to rapidly again initial concentration, and the frictional force between solution viscosity and solid-liquid reduces rapidly, and contact wire has jumped to inside suddenly within second at 1-2.This " stagnate-slide " phenomenon constantly repeats, and has finally formed the concentric circles of multilayer.It is worthy of note, on every one deck circle, the one dimension organic nano material that is attached on contact wire is all roughly along radial direction, to arrange.
The DMQA one dimension organic nano material that the concentric circles of above-mentioned preparation is arranged is at SEM (HitachiS-4300) and optical microphotograph Microscopic observation.As can be seen from Figure 2, the DMQA nanowire length of composition concentric circles is about 20-60 μ m, diameter 300-500nm.From the edge to the central distribution the annulus that form of tens of nano wires, the spacing of different annular is along with the distance to center shortens and successively decreases gradually.
The preparation of embodiment 2, the DMQA organic nano line film that aligns
The preparation method is substantially with embodiment 1, and difference is: with the CH of the DMQA of 0.05mmol/L 3Cl solution adds in space between planoconvex spotlight and slide, simultaneously this device is placed in airtight container, makes solvent slowly volatilize, the film of the one dimension organic nano material that can obtain aligning in this case, as shown in Figure 3.
The preparation of the PTCDI one dimension organic nano material pattern that the alkyl that embodiment 3, concentric circles are arranged replaces
The preparation method is substantially with embodiment 1, and difference is: the organic compound that uses in the present embodiment replaces De perylene tetracarboxylic acid diimides (PTCDI) as the alkyl of 3-8 carbon, and its structure is suc as formula shown in (2).The concentration of the PTCDI that in the solution of organic compound that uses, alkyl replaces is 0.10mmol/L.
The synthetic method of this compound is with reference to (a civil official, crystal formation and the performance study of the positive fourth base of Zhao Shengmin perylene tetracarboxylic acid diimides. spectroscopy and spectrum analysis, 2006,26 (2): 302~305), the concrete following: perylene of preparation method acid anhydride 615mg, n-amylamine 800mL, quinoline 10mL, zinc oxide 85mg and acetic acid 0.25mL react, temperature is 210 ℃, reaction time is 8h,, to reaction end, is cooled to 60 ℃, add 10mL ethanol, fully stir 1h, filter filter cake 5% naoh treatment, be washed to neutrality, obtain productive rate and be 90% product.
Process elementary analysis, infrared spectrum (IR), mass spectrum (MS) and nuclear magnetic resoance spectrum ( 1H-NMR) sign is errorless.With respect to the perylene tetracarboxylic acid diimides that by alkyl, is not replaced, this compounds that alkyl replaces is at low boiling point organic solvent CH 2Cl 2And CHCl 3In solubility greatly increase, can reach the solubility of 0.1-0.2mmol/L.
Figure G2009102373513D00071
(formula 2)
The fluorescence microscope photo of the one dimension organic nano pattern of the concentric circles of shown in Figure 4 is Zheng Wu Ji perylene tetracarboxylic acid diimides PTCDI-5.Can find out clearly that from figure the red unformed PTCDI-5 molecule for depositing on contact wire yellow is the one dimension organic nano line of crystallization.
The preparation of the SQ one dimension organic nano material pattern that embodiment 4, concentric circles are arranged
Method according to embodiment 1 prepares the one dimension organic nano material that concentric circles is arranged, difference is that the organic compound that uses in the present embodiment is 2,4-two (4-N, N (dimethylamino) benzene) squaraine dye (SQ), structure is suc as formula shown in (3).
Its synthetic method is with reference to (K.Y.Law, F.C.Bailey, L.J.Bluett, Can.J.Chem.1986,64,1607~1619), concrete preparation method is as follows: add 1mLN in the 100mL there-necked flask, dinethylformamide (DMF), the acid of 570mg side and 50mL n-butanol, add thermal agitation, make reactants dissolved, add again the 5mL pyridine, backflow 3-8h, cold filtration, wash three times with ethanol and acetone successively, drying obtains sterling.Process elementary analysis, infrared spectrum (IR), mass spectrum (MS) and nuclear magnetic resoance spectrum ( 1H-NMR) sign is errorless.In the solution of organic compound that uses, SQ concentration is 0.2mmol/L.
Figure G2009102373513D00081
(formula 3)
The one dimension organic nano material that prepared concentric circles is arranged as shown in Figure 5.
The C that embodiment 5, concentric circles are arranged 60The preparation of one dimension organic nano material pattern
Method according to embodiment 1 prepares the one dimension organic nano material that concentric circles is arranged, and difference is that the organic molecule that uses in the present embodiment is C 60(available from Alfa company), without being further purified.Its structure is suc as formula shown in (4).C in the solution of organic compound that uses 60Concentration is 0.1mmol/L.
Figure G2009102373513D00082
(formula 4)
The one dimension organic nano material that prepared concentric circles is arranged as shown in Figure 6.
The Ni (DMG) that embodiment 6, concentric circles are arranged 2The preparation of one dimension organic nano material pattern
Method according to embodiment 1 prepares the one dimension organic nano material that concentric circles is arranged, and difference is that the organic compound that uses in the present embodiment is Ni (DMG) 2
Its synthetic method reference (once the cloud fish hawk is compiled. modern chemistry reagent handbook (the 4th fascicle).Concrete preparation method is as follows: inorganic ions developer, Beijing: Chemical Industry Press): under room temperature, fourth dioxime (DMG) is dissolved in a certain amount of ethanol, then with the NiCl of same molar 2Add wherein, generate pinkish chelate precipitation, successively with the second alcohol and water, respectively wash three times, the dry sterling that obtains.Its structure is suc as formula shown in (5).Ni in the solution of organic compound that uses (DMG) 2Concentration is 0.02mmol/L.
(formula 5)
The one dimension organic nano material that prepared concentric circles is arranged as shown in Figure 7.
The method that can find out the one dimension organic nano material of orientation provided by the present invention and patterned arrangement from above-described embodiment has universality.

Claims (11)

1. the preparation method of the one dimension organic nano material of an orientation and patterned arrangement, comprise the steps:
1) build volatilization device, described volatilization device is comprised of a planoconvex spotlight and a substrate; The convex surface of described planoconvex spotlight down, plane is parallel with described substrate, and described planoconvex spotlight is placed horizontally at the top of described substrate, and with described substrate, contacts; And described planoconvex spotlight drops on described substrate fully in the projection of horizontal plane;
2) solution of organic compound is joined step 1) in the planoconvex spotlight and the space between substrate of described device, standing described device, make the solvent evaporates in the solution of organic compound in described space, after described solvent volatilizees fully, obtain the one dimension organic nano material of orientation and patterned arrangement on described substrate;
Wherein, the solvent in described solution of organic compound is boiling point at the organic solvent of 40-80 ℃;
In described solution of organic compound, the concentration of organic compound is 0.2Cs-Cs, and Cs represents the saturated concentration of described organic compound in described organic solvent.
2. method according to claim 1, it is characterized in that: the radius of curvature of the planoconvex spotlight in described device is 5-50mm, diameter is 1-5cm; The length of described substrate and width are all greater than the diameter of described planoconvex spotlight.
3. method according to claim 1 and 2 is characterized in that: the solvent in described solution of organic compound is 10 degree-20 degree to the contact angle of described substrate.
4. method according to claim 1 and 2, it is characterized in that: described substrate is glass or silicon chip.
5. method according to claim 1 and 2, it is characterized in that: described boiling point is carrene and/or chloroform at the organic solvent of 40-80 ℃.
6. method according to claim 1 and 2, is characterized in that: the saturated concentration C of described organic compound in described organic solvent sBe distributed in 0.05-0.5mmol/L.
7. method according to claim 1 and 2, is characterized in that: the saturated concentration C of described organic compound in described organic solvent sConcentration range is 0.1-0.3mmol/L.
8. method according to claim 1 and 2, it is characterized in that: the molecular weight of described organic compound is 100-1000Da.
9. method according to claim 1 and 2, it is characterized in that: described organic compound is N, N '-dimethylquinacridone, 2,4-two (4-N, N (dimethylamino) benzene) squaraine dye, fullerene, dimethylglyoxime nickel or alkyl replace the De perylene tetracarboxylic acid diimides.
10. method according to claim 1 and 2, it is characterized in that: described one dimension organic nano material is organic nano rod or organic nano line, and the length of described organic nano rod or organic nano line is preferably 5-50 μ m.
11. method according to claim 1 and 2, it is characterized in that: the one dimension organic nano material of described orientation and patterned arrangement is the one dimension organic nano material that concentric circles is arranged, step 2) described in solution of organic compound the concentration of organic compound be 0.5C s-C sAnd described device is statically placed in fume hood;
The one dimension organic nano material of described orientation and patterned arrangement is the organic nano line film that aligns, step 2) in described device is statically placed in closed container.
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