CN104804131A - Photopolymer with stimulate response capability and preparation method thereof - Google Patents
Photopolymer with stimulate response capability and preparation method thereof Download PDFInfo
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- CN104804131A CN104804131A CN201510188707.4A CN201510188707A CN104804131A CN 104804131 A CN104804131 A CN 104804131A CN 201510188707 A CN201510188707 A CN 201510188707A CN 104804131 A CN104804131 A CN 104804131A
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- photopolymer
- phenanthrenequione
- diisopropyl azodicarboxylate
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Abstract
A photopolymer with a stimulate response capability is a phenanthrenequinone-doped poly-hydroxyethyl methacrylate photopolymer and is formed by thermal induced polymerization of monomer hydroxyethyl methylacrylate or hydroxypropyl methacrylate, a cross-linking agent (ethylene glycol dimethacrylate compound), a photosensitizer (phenanthrene quinone) and a thermal initiator (azodiisobutyronitrile). The photopolymer has the advantages that holographic gratings can be directly recorded in the photopolymer material in a holographic interferometry manner; the photopolymer has the swelling capability in water as an intelligent gel, and can expand and shrink when meeting external stimulation, particularly a water solution; owing to environmental factor induced grating space changes, grating diffraction characteristic variation is realized, and accordingly, holographic optical sensing is achieved; the photopolymer is very suitable for developing a holographic sensor.
Description
Technical field
The present invention relates to holographic optics material relevant, particularly a kind of have photopolymer of stimuli responsive ability and preparation method thereof.
Background technology
Holographic technique is a kind of technology of relative maturity, and people comparatively know Hologram Storage field.The photopolymer with the permanent reading capability of write-once is considered to the Main Means solving Hologram Storage shortage high-performance storage media.In holographic optics field associated therewith, adopting holographic grating diffraction mode to realize environmental factors sensing becomes a kind of emerging sensing mode in recent years and receives more concern.By being recorded in the holographic grating of material internal to outside environment induction, change the quantitative change being intuitively reflected as the parameters such as macroscopical diffraction efficiency, peak wavelength by comprising the environmental factors such as gas, strength of fluid with the fringe spacing of grating, refractive index modulation degree, thus realize the holographic sensing of environmental factors.Realize environment detection with micro-deformation of holographic grating in photopolymer, start the holographic optics new way of environmental quality monitoring.
The core of holographic sensing device is grating recording medium.Stimulation-response type polymer gelatinous material according to the reversible absorption of the change of ambient environmental factors or release moisture and other chemical compositions, and can cause the Swelling and contraction of material self.Although gelatinous material has the stimulation-responding ability required for holographic sensor, it is not photopolymer, and material internal can not recording holographic grating, is difficult to the development realizing holographic sensor.Therefore the sensing of existing stimulation-response gel focuses mostly in pressure resistance type, fiber Bragg grating type, photonic crystal formula etc.Although grating also can be introduced material internal by gel, also exist that preparation method copies, cost is high, poor stability, the significantly defect such as be not suitable for popularizing.
Summary of the invention
The object of the invention is to for above-mentioned existing problems, provide a kind of and can expand shrinkage character in aqueous environment, be very suitable for holographic sensor development there is photopolymer of stimuli responsive ability and preparation method thereof.
Technical scheme of the present invention:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester or Rocryl 410, the dimethacrylated compound of linking agent glycols, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: the dimethacrylated compound 0.05-5% of glycols, phenanthrenequione 0.05-1.0%, Diisopropyl azodicarboxylate 0.5%-1.0%, surplus are hydroxyethyl methylacrylate or Rocryl 410.
The dimethacrylated compound of described glycols is ethylene glycol dimethacrylate, dimethacrylate or TEG dimethacrylate.
Described in there is the preparation method of the photopolymer of stimuli responsive ability, step is as follows:
1) hydroxyethyl methylacrylate or Rocryl 410 are mixed with the dimethacrylated compound of glycols, obtain mixed solution;
2) add in above-mentioned mixed solution by phenanthrenequione and Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then mixing solutions is put into encloses container or directly pours into the mould with sealing property and seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 48-72 hour, finally sample is taken out from mould, obtained photopolymer material.
Working mechanism of the present invention
This photopolymer material has the photosensitive composition phenanthrenequione of green light sensitive owing to existing, therefore photochemical reaction process will occur under responsive light action.Polymeric substrates is gathered methacrylate hydroxyl ethyl ester composition and will be reacted with phenanthrenequione generation photopolymerization.Under light modulated effect, the phenanthrenequione molecule in light district will with poly hydroxy ethyl acrylate generation bonding, and the molecule of light dark space does not react, thus causes the spatial modulation of molecular conecentration, macroscopically cause polymer materials refractive index modulation degree to change, realize the record of holographic grating.Poly hydroxy ethyl acrylate material is a kind of hydroscopicity polymer materials can met water and expand simultaneously.When running into the aqueous solution, or the pH value, ionic strength etc. in the aqueous solution changes, and the dilation performance caused at the bottom of poly-methacrylate hydroxyl ethoxycarbonyl is changed.This change changes directly causing the holographic grating fringe spacing being recorded in material internal, thus produces diffractive features change.If can quantitatively characterizing expand and diffractive features between relation, the development of holographic sensor can be realized.
Advantage of the present invention is: holographic grating directly can be recorded in material internal by holographic interference mode by this photopolymer material, there is the chance water Swelling Capacity that intelligent hydrogels possesses simultaneously, running into outside stimulus, especially during the aqueous solution, can expand and contraction, the change of the grating space of being brought out by environmental factors, realize optical grating diffraction changing features, thus realize holographic optics sensing, be very suitable for holographic sensor development.
Accompanying drawing explanation
Fig. 1 is diffraction efficiency of grating time changing curve in sequentially exposing process.
Fig. 2 is the dark enhancing curve of diffraction efficiency of grating after exposure 50s.
Embodiment
The photopolymer composition having a stimuli responsive ability to provided by the invention below by specific embodiment and preparation method are described in detail.
Embodiment 1:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent ethylene glycol dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: ethylene glycol dimethacrylate 3.5%, phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 0.5%, hydroxyethyl methylacrylate are 95%; Its preparation method is as follows:
1) 9.5g hydroxyethyl methylacrylate is mixed with 0.35g ethylene glycol dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.1g phenanthrenequione and 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Fig. 1 is diffraction efficiency of grating time changing curve in sequentially exposing process, shows in figure: along with the increase of writing time, diffraction efficiency of grating significantly increases, and maximum value is more than 30%.This illustrate by holographic interference mode at type material internal record volume holographic grating, demonstrate developed polymer materials and be suitable for writing direct of holographic grating.This provides direct evidence by for the most key holographic grating record in holographic sensor development.
Fig. 2 is the dark enhancing curve of diffraction efficiency of grating after exposure 50s, shows in figure: when the suitable light intensity of employing, and after the coherent light exposure 50s time, grating is tentatively set up.Then material is positioned in darkroom, monitors diffraction efficiency of grating in real time.Experimental result finds, continues exposure although do not adopt, and diffraction efficiency of grating still can sustainable growth, and has comparatively high growth amplitude and speed.This shows that material by inner micromolecular diffusion, can increase grating intensity further voluntarily, and this will provide more convenient, effective experimental strategy for holographic sensing improves diffraction efficiency of grating.
Embodiment 2:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent ethylene glycol dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: ethylene glycol dimethacrylate 5.0%, phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 1.0%, hydroxyethyl methylacrylate are 93%.
1) 9.3g hydroxyethyl methylacrylate is mixed with 0.5g ethylene glycol dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.1g phenanthrenequione and 0.1g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Embodiment 3:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent ethylene glycol dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: ethylene glycol dimethacrylate 4%, phenanthrenequione 0.5%, Diisopropyl azodicarboxylate 0.5%, hydroxyethyl methylacrylate are 95%; Its preparation method is as follows:
1) 9.5g hydroxyethyl methylacrylate is mixed with 0.4g ethylene glycol dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.05g phenanthrenequione and 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Embodiment 4:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent ethylene glycol dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: ethylene glycol dimethacrylate 3.5%, phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 0.5%, Rocryl 410 are 95%; Its preparation method is as follows:
1) 9.5g Rocryl 410 is mixed with 0.35g ethylene glycol dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.1g phenanthrenequione and 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Embodiment 5:
A kind of photopolymer with stimuli responsive ability, for the polyhydroxypropyl methaciylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: dimethacrylate 3.5%, phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 0.5%, Rocryl 410 are 95%; Its preparation method is as follows:
1) 9.5g Rocryl 410 is mixed with 0.35g dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.1g phenanthrenequione and 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Embodiment 6:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy ethyl ester, linking agent TEG dimethacrylate, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: TEG dimethacrylate 3.5%, phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 0.5%, Rocryl 410 are 95%; Its preparation method is as follows:
1) 9.5g Rocryl 410 is mixed with 0.35g TEG dimethacrylate, obtain mixed solution;
2) add in above-mentioned mixed solution by 0.1g phenanthrenequione and 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Embodiment 7:
A kind of photopolymer with stimuli responsive ability, for the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is formed by monomers hydroxy propyl ester, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate, and the mass percent of each component is: phenanthrenequione 1.0%, Diisopropyl azodicarboxylate 0.5%, Rocryl 410 are 98.5%; Its preparation method is as follows:
1) by 9.85g Rocryl 410,0.1g phenanthrenequione and the mixing of 0.05g Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
2) in above-mentioned mixing solutions, pass into Keep agitation under nitrogen within 10 minutes, be mixed into the dissolved oxygen of liquid internal with removing;
3) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then directly to be poured into by mixing solutions in the mould with sealing property and to seal;
4) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 72 hours, finally sample is taken out from mould, obtained photopolymer material.
Diffraction efficiency of grating detected result and embodiment 1 are roughly the same.
Claims (3)
1. one kind has the photopolymer of stimuli responsive ability, it is characterized in that: be the poly hydroxy ethyl acrylate photopolymer of phenanthrenequione doping, it is by monomers hydroxy ethyl ester or Rocryl 410, the dimethacrylated compound of linking agent glycols, photosensitizers phenanthrenequione and the thermal-initiated polymerization of thermal initiator Diisopropyl azodicarboxylate form, the mass percent of each component is: the dimethacrylated compound 0.05-5% of glycols, phenanthrenequione 0.05-1.0%, Diisopropyl azodicarboxylate 0.5%-1.0%, surplus is hydroxyethyl methylacrylate or Rocryl 410.
2. there is the photopolymer of stimuli responsive ability according to claim 1, it is characterized in that: the dimethacrylated compound of described glycols is ethylene glycol dimethacrylate, dimethacrylate or TEG dimethacrylate.
3. there is a preparation method for the photopolymer of stimuli responsive ability as claimed in claim 1, it is characterized in that step is as follows:
1) hydroxyethyl methylacrylate or Rocryl 410 are mixed with the dimethacrylated compound of glycols, obtain mixed solution;
2) add in above-mentioned mixed solution by phenanthrenequione and Diisopropyl azodicarboxylate, sonic oscillation mixes to make phenanthrenequione and Diisopropyl azodicarboxylate for 10 minutes, obtains mixing solutions;
3) in above-mentioned mixing solutions, pass into nitrogen, and Keep agitation is mixed into the dissolved oxygen of liquid internal for 10 minutes with removing;
4) temperature is risen to 50 DEG C under nitrogen protection and carry out prepolymerization, the reaction times is 1 hour, then mixing solutions is put into encloses container or directly pours into the mould with sealing property and seal;
5) temperature is risen to 70 DEG C to place 10 minutes, be then down to 65 DEG C of constant temperature and place 48-72 hour, finally sample is taken out from mould, obtained photopolymer material.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109752779A (en) * | 2019-02-02 | 2019-05-14 | 北京工业大学 | Optical information recording medium, optical grating construction, preparation method and application |
| CN112480308A (en) * | 2020-11-25 | 2021-03-12 | 复旦大学 | Intelligent hydrogel and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109752779A (en) * | 2019-02-02 | 2019-05-14 | 北京工业大学 | Optical information recording medium, optical grating construction, preparation method and application |
| CN109752779B (en) * | 2019-02-02 | 2022-04-29 | 北京工业大学 | Optical information recording medium, grating structure, preparation method and application thereof |
| CN112480308A (en) * | 2020-11-25 | 2021-03-12 | 复旦大学 | Intelligent hydrogel and preparation method thereof |
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