CN1280283C - Holographic photostorage membrane and its preparation method and special production raw material - Google Patents
Holographic photostorage membrane and its preparation method and special production raw material Download PDFInfo
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- CN1280283C CN1280283C CNB031005519A CN03100551A CN1280283C CN 1280283 C CN1280283 C CN 1280283C CN B031005519 A CNB031005519 A CN B031005519A CN 03100551 A CN03100551 A CN 03100551A CN 1280283 C CN1280283 C CN 1280283C
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- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 2
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Abstract
The present invention discloses a holographic photostorage membrane and a preparation method thereof, and the present invention also discloses a special production raw material. The special production raw material provided by the present invention is a first general formula compound, wherein R1 is an H atom or methyl, R is alkyl, alcohol and heterocycle alkyl, and C atomic number of the alkyl, the alcohol and the heterocycle alkyl is less than 10. The present invention provides the holographic photostorage membrane which is composed of a glass substrate and a photostorage material coated on the substrate, and the photostorage material is a mixture of the first general formula compound and polymethyl methacrylates (PMMA). The membrane of the present invention has high resolution, high photosensitivity and high diffraction efficiency, and the membrane which can be used repeatedly is an ideal holographic optical recording medium.
Description
Technical field
The present invention relates to a kind of information storage material and preparation method thereof and special-purpose raw materials for production, particularly relate to a kind of holographic optical storage diaphragm and preparation method thereof and special-purpose raw materials for production.
Background technology
The holographic optical storage is carried out the storage of page formula to information in the mode of holography, and is made full use of the optical parallelism according to the principle of holography, carry out the nothing machinery motion addressing of highly-parallel, both increase storage capacity, reduced access time again, can also keep lower information digit price.The advantage that holographic optical storage has highly redundant degree, high storage capacity, high data rate and short access time, other storage meanss such as content addressed that can walk abreast can not be substituted, so caused extensive concern.
Holographic optical storage diaphragm and corresponding laser apparatus coupling can be finished high-quality information storage.For the holographic optical memory technology, storage medium is its center integral part.Because Hologram Storage is to utilize the interference of light principle, on recording materials,, and recover institute's canned data with the diffraction form under given conditions, so the quality of hologram depends on the characteristic of sensitive materials to a great extent with the form recorded information of hologram.The ideal holographic storage material should have high resolving power, higher photosensitivity, spectral range, lower noise and the high-diffraction efficiency of broad, and reusable, the shelf time is long and price is low.At present, the material that is used for holographic optical storage research mainly contains silver salt material, photo-resist, photoconducting thermoplastic, photopolymer and photorefractive material etc.Therefore each tool relative merits of these materials, but the material that can satisfy all requirements of Hologram Storage finds are so far as yet explored and to develop new holographic storage material imperative.
Two fragrant alkene ethylene photochromic molecules have advantages such as good chemistry and thermostability, significant fatigue resistance, high cyclisation quantum yield and sensitivity, in the photoisomerization process, not only absorption spectrum changes, and its specific refractory power, specific inductivity, oxidation/reduction potential and geometric configuration etc. all may change.The change of these character can be useful for the various opto-electronic devices of preparation, as erasable optical information stored CD of high-density and photoswitch.But up to now, still unmanned this class material is used among the holographic optical storage research.
The innovation and creation content
The purpose of this invention is to provide a kind of production holographic optical storage diaphragm-operated raw material.
Production holographic optical storage diaphragm-operated raw material provided by the invention is general formula (I) compound:
(formula I)
Wherein, R
1Be H atom or methyl, R is that the C atomicity is less than 10 alkyl, pure and mild Heterocyclylalkyl.
At this moment R in the described formula (I) is applicable to that preferably from following group wavelength carries out the holographic optical storage for the 514.5nm laser apparatus.
-CH
3、-CH
2OH、
When described R is the group that connects by phenyl ring, obtain general formula (II) compound
R in the described formula (II)
2Be selected from the C atomicity less than 10 alkoxyl group, alcohol, aldehyde, alkene and Heterocyclylalkyl.Wherein said R
2Preferably, be applicable to that wavelength carries out the holographic optical storage for the 632.8nm laser apparatus from following groups.
-OCH
2CH
3、-CH
2OH、-CHO、
Another object of the present invention provides a kind of method for preparing general formula (I) compound.
Be to realize this purpose, the present invention by the following technical solutions: 2-substituting group-4-thiotolene is dissolved in the anhydrous diethyl ether, at N
2Protection is cooled to about 0 ℃ down, drips n-BuLi; Refluxed then 1 hour, and be cooled to 0 ℃ again, add 0.5 normal Perfluorocyclopentene, continue reaction 1 hour, add the dilute hydrochloric acid stopped reaction and obtain product.
Concrete synthetic method can be referring to related application: 02100500.1 and 02100681.4.
The 3rd purpose of the present invention provides a kind of non-crystalline state diaphragm that is used for the holographic optical storage.
A kind of non-crystalline state diaphragm that is used for holographic optical storage, by glass substrate and be coated in described on-chip optical memory material and form, described optical memory material is the mixture of general formula (I) compound and polymethylmethacrylate (PMMA).
The ratio of weight and number of described general formula (I) compound and polymethylmethacrylate (PMMA) is 1: 5-1: 1.
The 4th purpose of the present invention provides a kind of preparation method who is used for holographic optical storage non-crystalline state diaphragm.
A kind of method for preparing holographic optical storage non-crystalline state diaphragm: be with polymethylmethacrylate (PMMA) ultrasonic dissolution in organic solvent; To be 1 with the polymethylmethacrylate ratio of weight and number then: 5-1: 1 general formula (I) compound makes it to become the homogeneous phase glue through supersound process in this solution, the latter adopts spin-coating method to form film on the transparent glass sheet base.
In aforesaid method, organic solvent is preferably trichloromethane; Described spin coating is that glass substrate is placed on the sol evenning machine, and the adjusting rotating speed is 500rpm, injects the described homogeneous phase glue of 0.1mL to substrate center, and rotating speed is increased to 2000rpm, and after 50 seconds, solvent all volatilizees on the film, obtains the uniform thin film that thickness is about 10 μ m.
The present invention utilizes the photochromic characteristic of two fragrant alkene molecules and the big variations in refractive index of two kinds of isomer to carry out the holographic optical storage dexterously, has the incomparable superiority of known holographic optical storage non-crystalline state diaphragm.The experimental installation of holographic optical storage is as shown in Figure 1: two fragrant alkene record film are through 45 ° of cuttings, and the C axle is parallel with the holographic grating vector; The wavelength of laser apparatus is 514.5nm or 632.8nm, and thing light (Object) is O light with reference light (Reference), approximate 90 ° of both angles; Spatial light modulator (SLM) in the thing light light path is XGA2 MINIATURE LCD1024 * 768 liquid crystal projection plates.Thing light passes through half-wave plate P1, P2, mirror M 2, and SLM, lens L3 and spatial filter D1 arrive crystal.P1 adjustment thing polarization state of light is identical with SLM's, and it is identical with reference light that P2 adjusts the thing polarization state of light.Reference light scioptics L1, mirror M 1 and lens L2 arrive crystal, and wherein L1 and M1 are fixed on the precision surface plate S, and by computer control S move left and right, fine setting reference light incident angle and intensity are carried out the hologram image storage.
Diaryl ethylene photochromic compound of the present invention all can keep the good photochromic performance in solution or film, and the equal good high-performances such as chemistry and thermostability, significant fatigue resistance, higher cyclisation quantum yield and good sensitivity of tool of open loop attitude (colourless attitude) and closed loop attitude (colour generation attitude); Have specific absorbing wavelength scope, can be respectively with 514.5nm and 632.8nm laser apparatus coupling and as the Hologram Storage recording medium.Ultra-thin PMMA diaphragm has high-resolution, photosensitivity and diffraction efficiency, and can reuse, and is ideal hologram optical recording material.
Description of drawings
Fig. 1 is a holographic optical storage experiment facility synoptic diagram
Fig. 2 is the abosrption spectrogram of compound 1a before and after PMMA film medium ultraviolet rayed
Fig. 3 is the abosrption spectrogram of compound 2a before and after PMMA film medium ultraviolet rayed
Fig. 4 is the abosrption spectrogram of compound 3a before and after PMMA film medium ultraviolet rayed
Fig. 5 is the abosrption spectrogram of compound 4a before and after PMMA film medium ultraviolet rayed
Fig. 6 carries out the hologram image event memory for compound 1a diaphragm with the 514.5nm laser apparatus
Fig. 7 carries out the hologram image event memory for compound 2a diaphragm with the 514.5nm laser apparatus
Fig. 8 carries out the hologram image event memory for compound 3a diaphragm with the 632.8nm laser apparatus
Fig. 9 carries out the hologram image event memory for compound 4a diaphragm with the 632.8nm laser apparatus
Embodiment
Embodiment 1,1, the application of two (2-methyl-5-methanol-based-thiene-3-yl-) Perfluorocyclopentenes (1a) of 2-in the holographic optical storage
In general formula (1), work as R
1Be hydrogen atom, R is-CH
2During OH, promptly constitute photochromic compound 1a, its name is called: 1, and two (2-methyl-5-methanol-based-thiene-3-yl-) Perfluorocyclopentenes (1a) of 2-, structural formula is as follows:
The method of utilizing compound 1a to prepare holographic optical storage non-crystalline state diaphragm is: take by weighing 100mg polymethylmethacrylate (PMMA) ultrasonic dissolution in the 1mL trichloromethane, taking by weighing 50mg compound 1a is mixed in this solution, make it to become the homogeneous phase glue through supersound process, the latter adopts spin-coating method to form film on the transparent glass sheet base.Be spin-coated on the desk-top sol evenning machine of KW-4 type and carry out: glass substrate is placed on the sol evenning machine, the adjusting rotating speed is 500rpm, inject the above-mentioned homogeneous phase glue of 0.1mL to substrate center, then rotating speed is increased to 2000rpm rapidly, by the generate film, unnecessary glue will throw away from substrate edge the glue that drops in substrate center, behind 50s under action of centrifugal force, solvent all volatilizees on the film, obtains the uniform thin film that thickness is about 10 μ m.
It is abundant color development under the UV-light of 365nm that diaphragm is placed wavelength, the result as shown in Figure 2, X-coordinate is wavelength (nm) among the figure, ordinate zou is an absorbancy, Uv represents UV-light, Vis represents visible light.Show that at wavelength be under the abundant irradiation of UV-light of 365nm, ring-closure reaction takes place by colourless open loop attitude and becomes red closed loop attitude in rete immediately, and at very wide stack absorption spectrum peak of appearance, visible region, its spectral absorption scope is 400nm～600nm, and maximum absorption is 518nm; (under the irradiation of λ＞450nm), ring-opening reaction can take place again and turn back to colourless open loop attitude in colored film at visible light.Experiment shows, this closed loop/open loop can repeat more than 50 times at least and the absorbancy of its maximum absorption wave strong point does not have considerable change, and this recording medium can responsively absorb 514.5nm laser.Therefore, making diaphragm with this two fragrant alkene photochromic compounds by suitable technology, can be the fine coupling of 514.5nm laser apparatus with wavelength just, thereby carries out the holographic optical information storage.Selecting wavelength then for use is the 514.5nm laser apparatus, and thing light and reference light are 0 light, approximate 90 ° of both angles; Spatial light modulator (SLM) in the thing light light path is XGA2 MINIATURELCD1024 * 768 liquid crystal projection plates.Thing light passes through half-wave plate P1, P2, mirror M 2, and SLM, lens L3 and spatial filter D1 arrive crystal.P1 adjustment thing polarization state of light is identical with SLM's, and it is identical with reference light that P2 adjusts the thing polarization state of light.Reference light scioptics L1, mirror M 1 and lens L2 arrive crystal, wherein L1 and M1 are fixed on the precision surface plate S, by computer control S move left and right, fine setting reference light incident angle and intensity are carried out the hologram image storage, its event memory as shown in Figure 6, as can be seen from the figure, the image that obtains has very high resolving power, and this diaphragm can be reused simultaneously.Flashlight and reference light are 2mw, spot diameter 6mm.
Embodiment 2,1, two (2-methyl-5-2-(1, the 3-dioxolanyl)-thiene-3-yl-) Perfluorocyclopentenes (2a) of 2-, the application in the holographic optical storage
In general formula (1), work as R
1Be hydrogen atom, when R is 2-(1, the 3-dioxolane) base, promptly constitute photochromic compound 2a, its name is called: 1, and two (2-methyl-5-2-(1, the 3-dioxolanyl)-thiene-3-yl-) Perfluorocyclopentenes (2a) of 2-, structural formula is as follows:
The method of utilizing compound 2a to prepare holographic optical storage non-crystalline state diaphragm is: take by weighing 100mg polymethylmethacrylate (PMMA) ultrasonic dissolution in the 1mL trichloromethane, taking by weighing 100mg compound 2a is mixed in this solution, make it to become the homogeneous phase glue through supersound process, prepare the uniform thin film that thickness is about 10 μ m according to method in the example 1.
It is abundant color development under the UV-light of 365nm that diaphragm is placed wavelength, the result as shown in Figure 3, X-coordinate is wavelength (nm) among the figure, ordinate zou is an absorbancy, Uv represents UV-light, Vis represents visible light.Show that at wavelength be under the abundant irradiation of UV-light of 365nm, ring-closure reaction takes place by colourless open loop attitude and becomes red closed loop attitude in rete immediately, and at very wide stack absorption spectrum peak of appearance, visible region, its spectral absorption scope is 450nm～650nm, and maximum absorption is 536nm; (under the irradiation of λ＞500nm), ring-opening reaction can take place again and turn back to colourless open loop attitude in colored film at visible light.Experiment shows, this closed loop/open loop can repeat more than 50 times at least and the absorbancy of its maximum absorption wave strong point does not have considerable change, and this recording medium can responsively absorb 514.5nm laser.Therefore, making diaphragm with this two fragrant alkene photochromic compounds by suitable technology, can be the fine coupling of 514.5nm laser apparatus with wavelength just, thereby carries out the holographic optical information storage.Selecting wavelength then for use is the 514.5nm laser apparatus, and thing light and reference light are O light, approximate 90 ° of both angles; Spatial light modulator (SLM) in the thing light light path is XGA2 MINIATURELCD1024 * 768 liquid crystal projection plates.Thing light passes through half-wave plate P1, P2, mirror M 2, and SLM, lens L3 and spatial filter D1 arrive crystal.P1 adjustment thing polarization state of light is identical with SLM's, and it is identical with reference light that P2 adjusts the thing polarization state of light.Reference light scioptics L1, mirror M 1 and lens L2 arrive crystal, wherein L1 and M1 are fixed on the precision surface plate S, by computer control S move left and right, fine setting reference light incident angle and intensity are carried out the hologram image storage, and its event memory as shown in Figure 7.Flashlight and reference light are 2mw, spot diameter 6mm.
Embodiment 3,1, the application of two (2-methyl-5-(4-aldehyde radical) phenyl-thiene-3-yl-) Perfluorocyclopentenes (3a) of 2-in the holographic optical storage
In general formula (2), work as R
1Being hydrogen atom, R is-during the CHO base, promptly constitute photochromic compound 3a, its name is called: 1, two (2-methyl-5-(4-aldehyde radical) phenyl-thiene-3-yl-) Perfluorocyclopentenes (3a) of 2-, structural formula is as follows:
The method of utilizing compound 3a to prepare holographic optical storage non-crystalline state diaphragm is: take by weighing 100mg polymethylmethacrylate (PMMA) ultrasonic dissolution in the 1mL trichloromethane, taking by weighing 20mg compound 3a is mixed in this solution, make it to become the homogeneous phase glue through supersound process, prepare the uniform thin film that thickness is about 10 μ m according to method in the example 1.
It is abundant color development under the UV-light of 365nm that diaphragm is placed wavelength, the result as shown in Figure 4, X-coordinate is wavelength (nm) among the figure, ordinate zou is an absorbancy, Uv represents UV-light, Vis represents visible light.Show that at wavelength be under the abundant irradiation of UV-light of 365nm, ring-closure reaction takes place by colourless open loop attitude and becomes navy blue closed loop attitude in rete immediately, and at very wide stack absorption spectrum peak of appearance, visible region, its spectral absorption scope is 450nm～750nm, and maximum absorption is 614nm; (under the irradiation of λ＞500nm), ring-opening reaction can take place again and turn back to colourless open loop attitude in colored film at visible light.Experiment shows, this closed loop/open loop can repeat more than 50 times at least and the absorbancy of its maximum absorption wave strong point does not have considerable change, and this recording medium can responsively absorb 632.8nm laser.Therefore, making diaphragm with this two fragrant alkene photochromic compounds by suitable technology, can be the fine coupling of 632.8nm laser apparatus with wavelength just, thereby carries out the holographic optical information storage.Selecting wavelength then for use is the 632.8nm helium-neon laser, and thing light and reference light are O light, approximate 90 ° of both angles; Spatial light modulator (SLM) in the thing light light path is XGA2MINIATURE LCD1024 * 768 liquid crystal projection plates.Thing light passes through half-wave plate P1, P2, mirror M 2, and SLM, lens L3 and spatial filter D1 arrive crystal.P1 adjustment thing polarization state of light is identical with SLM's, and it is identical with reference light that P2 adjusts the thing polarization state of light.Reference light scioptics L1, mirror M 1 and lens L2 arrive crystal, wherein L1 and M1 are fixed on the precision surface plate S, by computer control S move left and right, fine setting reference light incident angle and intensity are carried out the hologram image storage, and its event memory as shown in Figure 8.Flashlight and reference light are 1.1mw, spot diameter 6mm.
Embodiment 4:1, the application of two (2-methyl-5-(4-(2-1, the 3-dioxolanyl) phenyl)-thiene-3-yl-) Perfluorocyclopentenes (4a) of 2-in the holographic optical storage
In general formula (2), work as R
1Be hydrogen atom, when R is 2-(1, the 3-dioxolane) base, promptly constitute photochromic compound 4a, its name is called: 1, and two (2-methyl-5-(4-(2-1, the 3-dioxolanyl) phenyl)-thiene-3-yl-) Perfluorocyclopentenes (4a) of 2-, structural formula is as follows:
The method of utilizing compound 4a to prepare holographic optical storage non-crystalline state diaphragm is: take by weighing 100mg polymethylmethacrylate (PMMA) ultrasonic dissolution in the 1mL trichloromethane, taking by weighing 20mg compound 4a is mixed in this solution, make it to become the homogeneous phase glue through supersound process, prepare the uniform thin film that thickness is about 10 μ m according to method in the example 1.
It is abundant color development under the UV-light of 365nm that diaphragm is placed wavelength, the result as shown in Figure 5, X-coordinate is wavelength (nm) among the figure, ordinate zou is an absorbancy, Uv represents UV-light, Vis represents visible light.Show that at wavelength be under the abundant irradiation of UV-light of 365nm, ring-closure reaction takes place by colourless open loop attitude and becomes navy blue closed loop attitude in rete immediately, and at very wide stack absorption spectrum peak of appearance, visible region, its spectral absorption scope is 450nm～750nm, and maximum absorption is 606nm; (under the irradiation of λ＞500nm), ring-opening reaction can take place again and turn back to colourless open loop attitude in colored film at visible light.Experiment shows, this closed loop/open loop can repeat more than 50 times at least and the absorbancy of its maximum absorption wave strong point does not have considerable change, and this recording medium can responsively absorb 632.8nm laser.Therefore, making diaphragm with this two fragrant alkene photochromic compounds by suitable technology, can be the fine coupling of 632.8nm laser apparatus with wavelength just, thereby carries out the holographic optical information storage.Selecting wavelength then for use is the 632.8nm helium-neon laser, and thing light and reference light are 0 light, approximate 90 ° of both angles; Spatial light modulator (SLM) in the thing light light path is XGA2MINIATURE LCD1024 * 768 liquid crystal projection plates.Thing light passes through half-wave plate P1, P2, mirror M 2, and SLM, lens L3 and spatial filter D1 arrive crystal.P1 adjustment thing polarization state of light is identical with SLM's, and it is identical with reference light that P2 adjusts the thing polarization state of light.Reference light scioptics L1, mirror M 1 and lens L2 arrive crystal, wherein L1 and M1 are fixed on the precision surface plate S, by computer control S move left and right, fine setting reference light incident angle and intensity are carried out the hologram image storage, and its event memory as shown in Figure 9.Flashlight and reference light are 1.1mw, spot diameter 6mm.
Claims (6)
1, the application of general formula (I) compound in preparation holographic optical storage medium,
(general formula I)
Wherein, R
1Be H atom or methyl, R is for directly or by phenyl ring being connected group on the thiophene; When R was the group that directly is connected on the thiophene, it was selected from the group of following molecular formula or structural formula:
-CH
3,-CH
2OH,
When R when being connected group on the thiophene by phenyl ring, described compound is general formula (II) compound,
(general formula I I)
Wherein, described R
2Be selected from the group of following molecular formula or structural formula:
-OCH
2CH
3、-CH
2OH、-CHO、
2, application according to claim 1 is characterized in that: the method for preparing described general formula (I) compound is 2-substituting group-4-thiotolene to be dissolved in the anhydrous diethyl ether, at N
2Protection is cooled to about 0 ℃ down, drips n-BuLi; Refluxed then 1 hour, and be cooled to 0 ℃ again, add 0.5 normal Perfluorocyclopentene, continue reaction 1 hour, add the dilute hydrochloric acid stopped reaction and obtain product.
3, a kind of non-crystalline state diaphragm that is used for holographic optical storage, by glass substrate and be coated in described on-chip optical memory material and form, it is characterized in that: described optical memory material is the mixture of general formula (I) compound and polymethylmethacrylate.
4, non-crystalline state diaphragm according to claim 3 is characterized in that: the ratio of weight and number of described general formula (I) compound and polymethylmethacrylate is 1: 5-1: 1.
5, a kind of method for preparing the described non-crystalline state diaphragm of claim 3: be with the polymethylmethacrylate ultrasonic dissolution in organic solvent; To be 1 with the polymethylmethacrylate ratio of weight and number then: 5-1: 1 general formula (I) compound makes it to become the homogeneous phase glue through supersound process in this solution, the latter adopts spin-coating method to form film on the transparent glass sheet base.
6, method according to claim 5 is characterized in that: described organic solvent is a trichloromethane; Described spin coating is that glass substrate is placed on the sol evenning machine, and the adjusting rotating speed is 500rpm, injects the described homogeneous phase glue of 0.1mL to substrate center, and rotating speed is increased to 2000rpm, and after 50 seconds, solvent all volatilizees on the film, obtains the uniform thin film that thickness is about 10 μ m.
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|---|---|---|---|
| CNB031005519A CN1280283C (en) | 2003-01-17 | 2003-01-17 | Holographic photostorage membrane and its preparation method and special production raw material |
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|---|---|---|---|
| CNB031005519A CN1280283C (en) | 2003-01-17 | 2003-01-17 | Holographic photostorage membrane and its preparation method and special production raw material |
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| CN1280283C true CN1280283C (en) | 2006-10-18 |
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| RU2345997C2 (en) * | 2004-09-24 | 2009-02-10 | Самсунг Электроникс Ко., Лтд. | Photochromic polymers for three dimensional optical random access memory |
| CN100387680C (en) * | 2005-01-28 | 2008-05-14 | 江西科技师范学院 | Preparation of photon type meta-benzene substituent perfluoro cyclopentene diarylene photochromic material and application thereof in two-photon optical storage |
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