CN104898346A - Metal-free phthalocyanine and oxidized graphene composite nonlinear optical thin-film material and preparation method thereof - Google Patents
Metal-free phthalocyanine and oxidized graphene composite nonlinear optical thin-film material and preparation method thereof Download PDFInfo
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Abstract
The invention discloses a metal-free phthalocyanine and oxidized graphene composite nonlinear optical thin-film material and a preparation method thereof, belongs to the field of composite nonlinear optical materials, and aims to solve the problem of poor third-order non-linear optical property of an existing nonlinear optical thin-film material. The nonlinear optical thin-film material is made of phthalocyanine derivative and oxidized graphene water solution by an electrostatic self-assembly method, wherein the phthalocyanine derivative is charged quadric-beta-(4-sulfonic acid phenoxy) phthalocyanine. The preparation method includes the steps: firstly, preparing a substrate with negative charge; secondly, sequentially placing the substrate into PDDA solution, beta-PhSPcH2 solution, the PDDA solution and GO water solution; thirdly, repeating multiple assembly processes. The composite nonlinear optical thin-film material preparation method is simple and stable in performance, has fine third-order non-linear optical property and shows obvious reverse saturation absorption property.
Description
Technical field
The invention belongs to composite non-linear optical material field, be specifically related to metal-free phthalocyanine-graphene oxide composite nonlinear optical film material and preparation method thereof.
Background technology
The development of photonics and photoelectric device be unable to do without the discovery of novel non-linearity optical material.There is the Graphene of great pi-conjugated system, due to its ultrafast carrier relaxation time and wide cut nonlinear optical response, and be considered to good ultrafast laser saturated absorption.But the slightly solubility of its height limits its application, and its oxidized derivatives graphene oxide improves dissolubility greatly owing to introducing oxygen-containing functional group, but has also broken the original structure of Graphene.And phthalocyanine-like compound is as a kind of organic macromolecule with 18 pi-electrons, its structure height can be cut out, the nonlinear response time is short, is thus widely used as nonlinear optical material.Like this, very naturally, if together with phthalocyanine-like compound being compound to graphene oxide, due to the synergy of the two, its non-linear optical property significantly improves, be expected to become high performance nonlinear optical material.
At present, the method preparing phthalocyanine-graphene oxide composite material mainly divides physics composite algorithm and chemical bonding two kinds.Wherein chemical bonding utilizes the periphery of phthalocyanine-like compound, the oxygen-containing functional group of non-circumferential or axial substituted base and surface of graphene oxide combines with the form of covalent bond, but be limited to chemical constitution and the character of compound substance, the material of controlled morphologies cannot be obtained.And physics composite algorithm mainly utilizes chemical constitution and the character of phthalocyanine-like compound and graphene oxide itself, can pi-pi accumulation or the mutual compound of electrostatic interaction, preparation method is simple, and form is controlled.Wherein electrostatic self-assembled mode is membraneous material preparation technology ideal at present.
Self-assembling technique (Self-assembly, SA) is reported in 1980 by people such as Sagi at first, refers to the process being arranged in one dimension, two dimension or three-dimensional order space structure that atom or molecule are spontaneous on substrate.1991, on the working foundation of forefathers, the people such as Deche propose a kind of technology preparing self-assembled film newly, namely the multilayer film that under the electrostatic attraction effect between oppositely charged ion, alternating deposit is formed, therefore this technology is called as Electrostatic Self-Assembled Films technology (electrostatic self-assembly multilayer, ESAM).But up to now, there is not yet the metal-free phthalocyanine-graphene composite thin film adopting electrostatic self-assembled technology to prepare and be applied to non-linear optical field.
Summary of the invention
The object of the invention is the problem that third order non-linear optical property in order to solve existing nonlinear optical film material is poor, and a kind of metal-free phthalocyanine-graphene oxide composite nonlinear optical film material and preparation method thereof is provided.
Metal-free phthalocyanine of the present invention-graphene oxide composite nonlinear optical film material is by the aqueous solution of phthalocyanine compound and graphene oxide with the method film forming of electrostatic self-assembled, and wherein said phthalocyanine compound is charged four-β-(4-sulfonic acid phenoxy group) phthalocyanine (β-PhSPcH
2), its structural formula is:
The preparation method of metal-free phthalocyanine of the present invention-graphene oxide composite nonlinear optical film material follows these steps to realize:
One, pretreated substrate is placed in PDDA (diallyl dimethyl ammoniumchloride) solution immersion 4 ~ 6min that mass concentration is 10%, clean with distilled water after taking-up and dry up, being immersed in mass concentration is again 4 ~ 6min in PSS (kayexalate) solution of 10%, clean with distilled water after taking-up and dry up, complete a PDDA-PSS immersion process, repeat PDDA-PSS immersion process three times, obtain the substrate with negative charge;
Two, PDDA solution immersion 4 ~ 6min that mass concentration is 10% put into by the substrate with negative charge step one obtained, and cleans and dries up, then be immersed in β-PhSPcH after taking-up with distilled water
24 ~ 6min in (four-β-(4-sulfonic acid phenoxy group) phthalocyanine) aqueous solution, clean with distilled water after taking-up and dry up, then being immersed in mass concentration is soak 4 ~ 6min in the PDDA solution of 10%, clean with distilled water after taking-up and dry up, be immersed in 4 ~ 6min in GO (graphene oxide) aqueous solution again, clean with distilled water after taking-up and dry up, complete single to layer metal-free phthalocyanine-graphene composite thin film assembling;
Three, repeatedly the list of step 2, to layer metal-free phthalocyanine-graphene composite thin film assembling process, obtains metal-free phthalocyanine-graphene oxide composite nonlinear optical film material.
Metal-free phthalocyanine of the present invention-graphene oxide composite nonlinear optical film material is prepared through electrostatic self-assembled method by phthalocyanine compound and graphene oxide, and its film thickness is relevant with the assembling number of plies.Phthalocyanine compound used is charged four-β-(4-sulfonic acid phenoxy group) phthalocyanine (β-PhSPcH
2), the graphene oxide of selection is the graphene oxide (GO) with good dispersion adopting Hummers legal system standby.Composite nonlinear optical film material preparation method of the present invention is simple, stable performance, there is good third order non-linear optical property, carry out perforate Z sweep test to the composite nonlinear optical film material in the present invention, the non-linear absorption coefficient β of this metal-free phthalocyanine-graphene oxide composite nonlinear optical film is about 10
-4m/W, result shows: this metal-free phthalocyanine-graphene oxide composite nonlinear optical film material list reveals obvious reverse saturated absorption character, non-linear absorption coefficient be on the occasion of.The present invention can be used widely in photonics and field of photoelectric devices.
Accompanying drawing explanation
Fig. 1 is the uv-visible absorption spectra of 1-10 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film, and the number of plies of nonlinear optical film reduces in the direction of the arrow, 1-β-PhSPcH
2aqueous solution, 2-GO aqueous solution;
Fig. 2 is that Q is with absorption value and the linear relationship to the number of plies;
Fig. 3 is the atomic force 3 dimensional drawing of embodiment 3 20 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film;
Fig. 4 is the Raman spectrogram of embodiment 3 20 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film;
Fig. 5 is the perforate Z-scanning curve of embodiment 3 20 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film.
Embodiment
Embodiment one: present embodiment metal-free phthalocyanine-graphene oxide composite nonlinear optical film material is by the aqueous solution of phthalocyanine compound and graphene oxide with the method film forming of electrostatic self-assembled, and wherein said phthalocyanine compound is charged four-β-(4-sulfonic acid phenoxy group) phthalocyanine (β-PhSPcH
2), its structural formula is:
Embodiment two: present embodiment and embodiment one adopt Hummers method to prepare unlike described graphene oxide.
Embodiment three: the preparation method of present embodiment metal-free phthalocyanine-graphene oxide composite nonlinear optical film material follows these steps to implement:
One, pretreated substrate is placed in PDDA (diallyl dimethyl ammoniumchloride) solution immersion 4 ~ 6min that mass concentration is 10%, clean with distilled water after taking-up and dry up, being immersed in mass concentration is again 4 ~ 6min in PSS (kayexalate) solution of 10%, clean with distilled water after taking-up and dry up, complete a PDDA-PSS immersion process, repeat PDDA-PSS immersion process three times, obtain the substrate with negative charge;
Two, PDDA solution immersion 4 ~ 6min that mass concentration is 10% put into by the substrate with negative charge step one obtained, and cleans and dries up, then be immersed in β-PhSPcH after taking-up with distilled water
24 ~ 6min in (four-β-(4-sulfonic acid phenoxy group) phthalocyanine) aqueous solution, clean with distilled water after taking-up and dry up, then being immersed in mass concentration is soak 4 ~ 6min in the PDDA solution of 10%, clean with distilled water after taking-up and dry up, be immersed in 4 ~ 6min in GO (graphene oxide) aqueous solution again, clean with distilled water after taking-up and dry up, complete single to layer metal-free phthalocyanine-graphene composite thin film assembling;
Three, repeatedly the list of step 2, to layer metal-free phthalocyanine-graphene composite thin film assembling process, obtains metal-free phthalocyanine-graphene oxide composite nonlinear optical film material.
Present embodiment metal-free phthalocyanine-graphene oxide composite nonlinear optical film material property improves mainly due in the process forming Electrostatic Self-Assembled Films, two kinds of numberator height ordered arrangements of film forming, Phthalocyanine and the intermolecular aggregation extent of graphene oxide in film are greatly improved, two kinds intermolecular forms larger conjugated system because pi-pi accumulation acts on laminated film inside, and the larger Nonlinear Third-Order Optical Properties of the conjugated system of optical film materials is better.Enhance Phthalocyanine and the intermolecular electro transfer of graphene oxide owing to closely piling up in order in addition, then further increase material nonlinearity optical property.
Embodiment four: present embodiment and embodiment three are piezoid or silicon chip unlike the substrate described in step one.Other step and parameter identical with embodiment three.
Embodiment five: present embodiment and embodiment three or four are that substrate is first used acetone wiped clean unlike the pretreated substrate described in step one, then 5min in the NaOH solution of 1mol/L is immersed, taking-up afterwash dries up, and obtains pretreated substrate.Other step and parameter identical with embodiment three or four.
Embodiment six: one of present embodiment and embodiment three to five are unlike the β-PhSPcH described in step 2
2the concentration of aqueous solution is 0.8 ~ 1.5mg/ml.Other step and parameter identical with one of embodiment three to five.
Embodiment seven: present embodiment and embodiment six are unlike the β-PhSPcH described in step 2
2the concentration of aqueous solution is 1mg/ml.Other step and parameter identical with embodiment six.
Embodiment eight: one of present embodiment and embodiment three to seven are 0.08 ~ 0.15mg/ml unlike the concentration of the GO aqueous solution described in step 2.Other step and parameter identical with one of embodiment three to seven.
Embodiment nine: present embodiment and embodiment eight are 0.1mg/ml unlike the concentration of the GO aqueous solution described in step 2.Other step and parameter identical with embodiment eight.
Embodiment ten: one of present embodiment and embodiment three to nine repeat the single to layer metal-free phthalocyanine-graphene composite thin film assembling process of 5 ~ 20 step 2 unlike step 3.Other step and parameter identical with one of embodiment three to nine.
Embodiment one: the preparation method of the present embodiment metal-free phthalocyanine-graphene oxide composite nonlinear optical film material follows these steps to implement:
One, pretreated substrate is placed in mass concentration be 10% PDDA solution soak 5min, clean with intermediate water after taking-up and dry up, being immersed in mass concentration is again 5min in the PSS solution of 10%, clean with intermediate water after taking-up and dry up, complete a PDDA-PSS immersion process, repeat PDDA-PSS immersion process three times, obtain the substrate with negative charge;
Two, the substrate with negative charge step one obtained put into mass concentration be 10% PDDA solution soak 5min, clean with intermediate water after taking-up and dry up, then be immersed in the β-PhSPcH that concentration is 1mg/ml
25min in (four-β-(4-sulfonic acid phenoxy group) phthalocyanine) aqueous solution, clean with intermediate water after taking-up and dry up, then being immersed in mass concentration is soak 5min in the PDDA solution of 10%, clean with intermediate water after taking-up and dry up, be immersed in 5min in GO (graphene oxide) aqueous solution of 0.1mg/ml again, clean with intermediate water after taking-up and dry up, complete single to layer metal-free phthalocyanine-graphene composite thin film assembling.
PDDA and the PSS used in the present embodiment all buys from Sigma-Aldrich.
The substrate processed is soaked 5min in 10%PDDA solution, cleans with intermediate water after taking-up and dry up, then be immersed in 5min in 10%PSS solution, clean with intermediate water after taking-up and dry up.Repeat PDDA-PSS tri-times, obtain surface with even and that negative charge density is larger substrate.After the three layers of bottoming of such substrate, obtain the substrate with negative charge.Substrate with negative charge is soaked 5min in 10%PDDA solution, cleans with intermediate water after taking-up and dry up, then be immersed in the β-PhSPcH of 1mg/ml
25min in aqueous solution, clean with intermediate water after taking-up and dry up, then be immersed in 10%PDDA solution and soak 5min, clean with intermediate water after taking-up and dry up, be immersed in 5min in the GO aqueous solution of 0.1mg/ml again, clean to dry up with intermediate water after taking-up and just obtain 1 metal-free phthalocyanine-graphene composite thin film to layer, so repeat just to obtain any metal-free phthalocyanine-graphene oxide electrostatic self-assembled multilayer film to layer.
Embodiment two: the present embodiment and embodiment one, unlike repeating the single to layer metal-free phthalocyanine-graphene composite thin film assembling process of 1 ~ 10 step 2 respectively, obtain metal-free phthalocyanine-graphene oxide composite nonlinear optical film material.
Fig. 1 is the uv-visible absorption spectra of 1-10 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film, four-β-(4-sulfonic acid phenoxy group) phthalocyanine aqueous solution and graphene oxide solution.The characteristic absorption band (Q band) of phthalocyanine occurs in 600-800nm scope, all there is red shift to a certain degree in composite nonlinear optical film material, illustrating that Phthalocyanine is assembled in the film is face-to-face accumulation compared with the maximum absorption band of phthalocyanine aqueous solution.Due to experiment elect water-soluble good sulfonic group phenoxy group phthalocyanine as, so phthalocyanine aggregation extent is larger in aqueous.At 230nm and 300nm place, graphene oxide water solution uv-visible absorption spectra figure has a comparatively sharp-pointed absorption peak, and it results from the π-π * transition of C-C key, and also having the absorption satellite peak that comparatively smooth, is because the n-π * transition of C=O key causes.Fig. 2 is the Q band obtained the maximum absorption of composite nonlinear optical film and the graph of a relation of the film number of plies, the recurrence degree of figure cathetus is 0.9745, show that film Q is with obtained the maximum absorption and the number of plies to have good linear relationship, illustrate that electrostatic self-assembled is even, an orderly film deposition process.
Embodiment three: the present embodiment and embodiment one, unlike repeating the single to layer metal-free phthalocyanine-graphene composite thin film assembling process of 20 step 2 respectively, obtain 20 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film material.
Shown in Fig. 3,20 study its surface topography with atomic force microscope to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film material under the yardstick of 20 μm, in metal-free phthalocyanine-graphene oxide composite nonlinear optical film material, the large chip architecture of graphene oxide can be seen, its molecule forms equally distributed elliptical particles on substrate, Film roughness is 4.628nm, average particle diameter is 3.52 μm, illustrate that, in electrostatic self-assembled film forming procedure, graphene oxide and Phthalocyanine define aggregation system.
Fig. 4 is Raman spectrogram, uses 458nm laser excitation, 1373.1cm
-1the spectrum peak at place is considered to the D mould of defect induction, 1593.1cm
-1the spectrum peak at place is and E
2gthe spectrum peak G mould that mould frequency is relevant.In conjunction with uv-visible absorption spectra and atomic force microscope images, can further illustrate can GO molecule deposition on quartz substrate by electrostatic self-assembled method.
Fig. 5 utilizes Z-scanning technique, its experiment condition is incident light energy 1.03 μ J, laser wavelength of incidence 532nm, pulse width 4ns, the nonlinear optical property of research 20 to layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film, phthalocyanine aqueous solution and graphene oxide water solution, and provide the perforate Z-scanning curve of phthalocyanine-graphene oxide electrostatic self-assembled multilayer film.532nm place linear transmittance be respectively 15%, 82% and 42% 20 paddy shape curve is all presented to the perforate Z-of layer metal-free phthalocyanine-graphene oxide composite nonlinear optical film, phthalocyanine aqueous solution and graphene oxide water solution scanning, show that three has stronger reverse saturated absorption character.Carry out nonlinear fitting to curve obtained known, the non-linear absorption coefficient β of metal-free phthalocyanine-graphene oxide composite nonlinear optical film is about 10
-4m/W, than graphene oxide water solution, (non-linear absorption coefficient β is about 10
-9m/W) and corresponding phthalocyanine aqueous solution (non-linear absorption coefficient β is about 10
-11m/W) improve 5 and 7 orders of magnitude respectively, illustrate that Nonlinear optical absorption obtains and strengthen largely.This is because the aggregation extent of phthalocyanine and graphene molecules is very high in film, larger conjugated system is defined in laminated film inside, make laminated film have better Nonlinear Third-Order Optical Properties than solution, film is suitable as nonlinear optical material than solution as can be seen here.
Claims (10)
1. metal-free phthalocyanine-graphene oxide composite nonlinear optical film material, this metal-free phthalocyanine-graphene oxide composite nonlinear optical film material by the aqueous solution of phthalocyanine compound and graphene oxide with the method film forming of electrostatic self-assembled, wherein said phthalocyanine compound is charged four-β-(4-sulfonic acid phenoxy group) phthalocyanine, and its structural formula is:
2. a kind of metal-free phthalocyanine according to claim 1-graphene oxide composite nonlinear optical film material, is characterized in that described graphene oxide adopts Hummers method to prepare.
3. a preparation method for metal-free phthalocyanine-graphene oxide composite nonlinear optical film material, it is characterized in that following these steps to realize:
One, pretreated substrate is placed in PDDA solution immersion 4 ~ 6min that mass concentration is 10%, clean with distilled water after taking-up and dry up, being immersed in mass concentration is again 4 ~ 6min in the PSS solution of 10%, clean with distilled water after taking-up and dry up, complete a PDDA-PSS immersion process, repeat PDDA-PSS immersion process three times, obtain the substrate with negative charge;
Two, PDDA solution immersion 4 ~ 6min that mass concentration is 10% put into by the substrate with negative charge step one obtained, and cleans and dries up, then be immersed in β-PhSPcH after taking-up with distilled water
24 ~ 6min in aqueous solution, clean with distilled water after taking-up and dry up, then being immersed in mass concentration is soak 4 ~ 6min in the PDDA solution of 10%, clean with distilled water after taking-up and dry up, be immersed in 4 ~ 6min in GO aqueous solution again, clean with distilled water after taking-up and dry up, complete single to layer metal-free phthalocyanine-graphene composite thin film assembling;
Three, repeatedly the list of step 2, to layer metal-free phthalocyanine-graphene composite thin film assembling process, obtains metal-free phthalocyanine-graphene oxide composite nonlinear optical film material.
4. the preparation method of a kind of metal-free phthalocyanine according to claim 3-graphene oxide composite nonlinear optical film material, is characterized in that the substrate described in step one is piezoid or silicon chip.
5. the preparation method of a kind of metal-free phthalocyanine according to claim 3-graphene oxide composite nonlinear optical film material, it is characterized in that the pretreated substrate described in step one is that substrate is first used acetone wiped clean, then 5min in the NaOH solution of 1mol/L is immersed, taking-up afterwash dries up, and obtains pretreated substrate.
6. the preparation method of a kind of metal-free phthalocyanine according to claim 3-graphene oxide composite nonlinear optical film material, is characterized in that the β-PhSPcH described in step 2
2the concentration of aqueous solution is 0.8 ~ 1.5mg/ml.
7. the preparation method of a kind of metal-free phthalocyanine according to claim 6-graphene oxide composite nonlinear optical film material, is characterized in that the β-PhSPcH described in step 2
2the concentration of aqueous solution is 1mg/ml.
8. the preparation method of a kind of metal-free phthalocyanine according to claim 3-graphene oxide composite nonlinear optical film material, is characterized in that the concentration of the GO aqueous solution described in step 2 is 0.08 ~ 0.15mg/ml.
9. the preparation method of a kind of metal-free phthalocyanine according to claim 8-graphene oxide composite nonlinear optical film material, is characterized in that the concentration of the GO aqueous solution described in step 2 is 0.1mg/ml.
10. the preparation method of a kind of metal-free phthalocyanine according to claim 3-graphene oxide composite nonlinear optical film material, is characterized in that step 3 repeats the single to layer metal-free phthalocyanine-graphene composite thin film assembling process of 5 ~ 20 step 2.
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| CN111013623A (en) * | 2019-12-13 | 2020-04-17 | 西北大学 | Nitrogen-doped graphene catalyst and preparation method thereof |
| CN112083616A (en) * | 2020-09-21 | 2020-12-15 | 中国科学院长春光学精密机械与物理研究所 | Metal-free phthalocyanine-graphene nonlinear optical composite material and preparation method and application thereof |
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| CN114136902A (en) * | 2021-11-26 | 2022-03-04 | 太原理工大学 | Fe for enhancing and converting3O4Ultrafast optical nonlinearity method of-GO (graphene oxide) composite magneto-optical film |
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