KR20110111572A - Fabrication method of refractive index tunable transparent organic-inorganic hybrid solutions and organic-inorganic hybrid solutions thereof - Google Patents

Fabrication method of refractive index tunable transparent organic-inorganic hybrid solutions and organic-inorganic hybrid solutions thereof Download PDF

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KR20110111572A
KR20110111572A KR1020100030706A KR20100030706A KR20110111572A KR 20110111572 A KR20110111572 A KR 20110111572A KR 1020100030706 A KR1020100030706 A KR 1020100030706A KR 20100030706 A KR20100030706 A KR 20100030706A KR 20110111572 A KR20110111572 A KR 20110111572A
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refractive index
inorganic
group
organic
nanosol
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KR1020100030706A
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Korean (ko)
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강동준
강동필
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한국전기연구원
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/10—Metal compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics

Abstract

The present invention relates to a method for producing a transparent organic-inorganic hybrid material capable of controlling the refractive index, and to the material, preparing different inorganic precursors obtained through purification, by adding a solvent to each of the refractive index distribution from low to high refractive index Preparing a colloidal inorganic nanosol having different colloidal phases; To the inorganic nanosol formed by mixing any one or two or more of the different colloidal inorganic nanosols, a metal alkoxide containing a functional organic group having a different refractive index distribution from the inorganic nanosol is added to the surface of the inorganic nanosol. A second step of processing; A third step of concentrating the surface-treated inorganic nanosol of the second step and replacing the solvent; Method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material comprising the fourth step of liquid-mixing the thermal or photocurable polymer and the liquid phase to the inorganic nanosol of the third step and the refractive index produced by Controlled transparent organic-inorganic hybrid wetted materials are the technical subject. This makes it easy to control the refractive index through the mixing of inorganic nanosols having different refractive index distributions in the liquid phase, and also to control the change of the fine refractive index through treatment of the inorganic nanosols with different organic groups. There is an advantage that the distribution of the refractive index can be freely controlled, there is an advantage that can be applied to the optical device and optoelectronic device field, in particular, there is an advantage that the applicability of low-cost mass production through a wet process is very high.

Description

Refractive index controlled organic-inorganic hybrid wetted material and method for manufacturing the refractive index controlled transparent organic-inorganic hybrid wetted material {Fabrication method of refractive index tunable transparent organic-inorganic hybrid solutions and organic-inorganic hybrid solutions}

The present invention relates to a method for manufacturing a transparent organic-inorganic hybrid material capable of controlling the refractive index, and to the material, to produce different colloidal inorganic nanosols having a variety of refractive index distribution from low refractive index to high refractive index and different refractive index functionalities The present invention relates to a method for preparing a refractive index controlled transparent organic-inorganic hybrid wetted material which enables effective refractive index control by surface-treating the inorganic nanosol with a metal alkoxide containing an organic group, and a refractive index controlled transparent organic-inorganic hybrid wetted material produced thereby.

Recently, research on wet materials for applying low-cost wet processes in industrial fields including electrical, electronic, energy, and light is being actively conducted with wet process apparatuses. Many wet materials have been studied, such as minerals and organic-inorganic complexes.

However, the liquid materials mentioned above have disadvantages for each material. In the case of polymers, thermal and mechanical instability has a limit in long-term reliability, and in the case of inorganic materials, the brittleness of the inorganic material itself has a mechanically fatal weakness during solidification after a wet process.

In addition, many studies on organic-inorganic composite materials have been conducted to overcome the disadvantages of these materials and maximize the advantages, but due to the difference in surface properties of inorganic and organic materials, a large amount of inorganic mixtures are not limited at the source as well as heterogeneous materials. It is difficult to manufacture transparent and stable wet materials due to phase separation or precipitation of inorganic particles during mixing, and has limitations in that various defects are found in substrates and film formation after the wet process and the process.

In order to solve these various problems, researches on organic-inorganic nanohybrid materials which can make use of the advantages while supplementing the disadvantages of organic and inorganic materials have been conducted in recent years. The organic-inorganic nanohybrid material should be able to be mixed without organic phase separation in the liquid phase through the chemical surface treatment of inorganic nanoparticles in the colloidal phase to be able to produce a stable and transparent wet hybrid solution. In addition, in the refractive index control portion of the organic-inorganic nanohybrid material, the refractive index control of the polymer and the inorganic material, which are existing materials, has a very narrow range of controllability, and a complicated synthesis process is required to change the refractive index of the material. to be.

Therefore, the present invention is to solve the above problems of the prior art, to prepare a colloidal inorganic nanosol having a different refractive index from a low refractive index to a high refractive index to produce a metal alkoxide containing a functional organic group having a different distribution of refractive index It is an object of the present invention to provide a method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material capable of effective refractive index control by surface treatment of the inorganic nanosol, and a refractive index-controlled transparent organic-inorganic hybrid wetted material prepared thereby.

In order to achieve the above object, the present invention is to prepare different inorganic precursors obtained through purification, and to add a solvent to each of them to prepare different colloidal inorganic nanosol having a refractive index distribution from low refractive index to high refractive index A first step; To the inorganic nanosol formed by mixing any one or two or more of the different colloidal inorganic nanosols, a metal alkoxide containing a functional organic group having a different refractive index distribution from the inorganic nanosol is added to the surface of the inorganic nanosol. A second step of processing; A third step of concentrating the surface-treated inorganic nanosol of the second step and replacing the solvent; Method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material comprising the fourth step of liquid-mixing the thermal or photocurable polymer and the liquid phase to the inorganic nanosol of the third step and the refractive index produced by Controlled transparent organic-inorganic hybrid wetted materials are the technical subject.

In addition, it is preferable to control the refractive index by selecting inorganic nanosols having different refractive index distribution among the inorganic nanosols obtained in the third step and mixing them.

In addition, it is preferable to use the inorganic nanosol synthesized from any one of metal alkoxide, metal acetate, metal nitrate and metal halide which are inorganic precursors.

The inorganic nanosol may be any one of silica, alumina, magnesium oxide, titania, zirconia, tin oxide, zinc oxide, barium titanate, zirconium titanate, strontium titanate, and compounds thereof. desirable.

In addition, the solvent of the first step is preferably any one of water, alcohol, and a mixed solution thereof, and the second step is preferably performed by any one of a room temperature stirring reaction, a supercritical reaction, and a hydrothermal reaction. Do.

In addition, the metal alkoxide containing the functional organic group is an acrylic group, methacryl group, allyl group, alkyl group, ketone group, aromatic group, ester group, nitro group, hydroxy group, cyclobutene group, alkyd group, urethane group, It is preferably a silane having at least one of a mercapto group, a nitrile group, a vinyl group, an amine group and an epoxy functional group.

In addition, the third step is preferably replaced by one solvent selected from any one of alcohol, glycol and cellulsolve series.

In addition, the thermosetting polymer is an organic polymer containing at least one or more functional groups such as vinyl groups, acrylic groups, epoxy groups, amino groups, imide groups, and thermosetting organic functional groups capable of thermal polymerization at both ends of the chain or side chains of the chain. It is preferable to use one selected from the group consisting of, consisting of at least one unit selected from any one of azo series, cyano valeric acid series, potassium persulfate series, peroxide series as a thermal initiator. It is preferable to use.

In addition, the photocurable polymer, it is preferable to use one selected from the group consisting of photopolymerizable vinyl, allyl, acrylic, methacrylate group and an organic polymer containing a photocurable organic functional group containing at least one functional group. It is preferable to use what consists of at least 1 sort (s) of monomer selected from any one of a benzoin isomer series, a benzyl ketal series, a dialkoxy acetone phenone series, a hydroxyalkyl phenone series, and an aminoalkyl phenone series as a photoinitiator.

According to the above-described problem solving means, the present invention not only facilitates the control of the refractive index through the mixing of inorganic nanosols having different refractive index distributions in the liquid phase, but also allows the treatment of the inorganic nanosols with different organic groups. Changes can also be controlled.

In addition, there is an advantage that the distribution of the refractive index can be freely controlled by producing a transparent hybrid liquid material without limiting the amount of the surface-treated inorganic nanosol is mixed with the polymer material for the wet process, so as to the optical device and the photoelectric device field There is an advantage that can be applied, and in particular, the applicability of low-cost mass production through a wet process is very effective.

The present invention prepares different colloidal inorganic nanosols having various refractive index distributions from low refractive index to high refractive index, and the inorganic nanosols using metal alkoxides containing functional organic groups having different refractive index distributions from the inorganic nanosols. After the surface treatment is performed to concentrate and replace the solvent, it is possible to manufacture a transparent organic-inorganic hybrid wettable material capable of controlling the refractive index through the liquid mixture with heat or photocurable polymer.

This will be described in detail as follows.

First, different inorganic precursors obtained through purification are prepared, and a plurality of different colloidal inorganic nanosols are prepared by adding any one solvent in water, alcohol, and a mixed solution, respectively. Thus prepared inorganic nanosol has a variety of refractive index distribution from having a low refractive index to a high refractive index depending on the type.

Here, the low refractive index and the high refractive index are relative concepts with respect to other parts. Generally, the low refractive index is less than 1.45 and the high refractive index is 1.6 or more.

Herein, the inorganic nanosol is synthesized from any one of metal precursors, metal acetates, metal nitrates and metal halides, which are inorganic precursors. In addition, the inorganic nanosol may be any one of silica, alumina, magnesium oxide, titania, zirconia, tin oxide, zinc oxide, barium titanate, zirconium titanate, strontium titanate, and compounds thereof. Inorganic nanosols such as titania and zirconia are known to have high refractive indices.

In addition, to room temperature stirring by adding a metal alkoxide containing a functional organic group different in refractive index distribution from the selected inorganic nanosol, to the inorganic nanosol formed by mixing any one or two or more of these different colloidal inorganic nanosols It synthesize | combines by any of reaction, supercritical reaction, and hydrothermal reaction.

That is, to manufacture a material having a high refractive index, a functional organic group having a high refractive index may be added to the inorganic nanosol, or a inorganic nanosol having a high refractive index may be mixed with the functional organic group, or a inorganic nanosol having a high refractive index may be mixed with the inorganic nanosol. It is possible to control the refractive index by adjusting the type and amount of the inorganic nanosol and the functional organic group, such as by forming a functional organic group by mixing in the liquid phase.

Here, the metal alkoxide containing the functional organic group may be an acryl group, methacryl group, allyl group, alkyl group, ketone group, aromatic group, ester group, nitro group, hydroxy group, cyclobutene group, alkyd group, urethane group. Silanes having at least one of a mercapto group, a nitrile group, a vinyl group, an amine group and an epoxy functional group are used.

On the other hand, by selecting and mixing the surface-treated inorganic nanosol with different refractive index distribution in the surface-treated inorganic nanosol, it is possible to control the refractive index before and after the surface treatment of the inorganic nanosol.

In addition, the surface-treated inorganic nanosol may be concentrated to replace a solvent, and then liquid-mixed with a heat or photocurable polymer to prepare an organic-inorganic hybrid wetted material having a desired refractive index.

Herein, the thermosetting polymer includes an organic group containing at least one functional group such as a vinyl group, an acrylic group, an epoxy group, an amino group, an imide group and a thermosetting organic functional group capable of thermal polymerization at both ends of the chain or the side chain of the chain. At least one selected from the group consisting of a polymer, one selected from the group consisting of azo-based, cyano valeric acid-based, potassium persulfate-based, and peroxide-based so as to thermoset the thermosetting polymer. The thermal initiator which consists of the above units is added and used.

The photocurable polymer may be one selected from the group consisting of photopolymerizable vinyl, allyl, acrylic, methacrylate groups, and organic polymers capable of photocuring, and organic polymers containing at least one functional group. Photoinitiator composed of at least one unit selected from any one of benzoin isser, benzyl ketal, dialkoxy acetone phenone, hydroxyalkyl phenone and aminoalkyl phenone Use it further.

Hereinafter will be described for the embodiment of the present invention.

[First Embodiment]

First, 450 ml of ethanol (ETOH), 9.5 ml of ammonium hydroxide, and 2.5 ml of distilled water were added and stirred for about 5 minutes. Then, 10.5 ml of tetraethyl orthosilicate (hereinafter referred to as TEOS) was added thereto, followed by stirring for 12 hours. A high purity colloidal silica sol having a particle size of about 20 nm was obtained. Purified titanium precursor (titanium isopropoxide (TTIP))

In addition, methyltrimethoxysilane (hereinafter referred to as MTMS), phenyltrimethoxysilane (hereinafter referred to as MTMS), and glycidoxy in a different content within the range of 1 to 10 parts by weight relative to the silica sol in the high purity silica sol obtained above. Propyltrimethoxysilane (hereinafter referred to as GPTMS) was then added and stirred for 12 hours to obtain a high purity colloidal silica sol on which the silane was surface treated.

The prepared silica sol was concentrated, and an organic solvent was added to replace the solvent with an organic solvent, thereby preparing a high purity colloidal silica sol each surface-treated with three kinds of silanes having a solid content of 25%.

The silica sol and the epoxy resin thus prepared were hybridized in a liquid phase, then coated by spin coating on a glass substrate, and then a film was prepared through low temperature baking at 200 ° C. for 120 minutes. The refractive index of the film was measured at 633 nm using a prism coupling method. Permeability was measured. Table 1 below shows the refractive index and transmittance of the hybrid membrane in which silica sol prepared according to different amounts of treated silane was mixed at 300 parts by weight based on 100 parts by weight of epoxy resin.

Epoxy resin Silica Sol Treatment Silane
(Parts by weight of silicasol 100) Silane-treated silica sol (parts by weight) Permeability (%)
Refractive index MTMS PTMS GPTMS 100 10 0 0 30 90 1.5290 100 7 2 One 30 91 1.5375 100 5 3 2 30 90 1.5395 100 2 5 3 30 92 1.5430 100 One 7 2 30 91 1.5470

By controlling the amount of silane-treated silica sol, as shown in Table 1, 10 - it was found that it is possible to control the refractive index in the range of 3, it was found that the transmission rate is also excellent transparency in the entire region of 90 or more.

Second Embodiment

After blending the silica sol prepared in Example 1 with 3 parts by weight of MTMS, 100 parts by weight of PTMS, 7 parts by weight of PTMS, and 5 parts by weight of GTPMS, 10 to 70 parts by weight with respect to 100 parts by weight of epoxy resin. Table 2 shows the values obtained by measuring the refractive index and transmittance at 633 nm wavelength by fabricating a thin film.

Epoxy resin Silica Sol Treatment Silane
(Compared to silicasol 100
Parts by weight) Silane treated silica sol (100 parts by weight) Permeability (%)
Refractive index MTMS PTMS GPTMS 100 3 7 5 10 90 1.5524 100 20 91 1.5491 100 30 91 1.5418 100 40 90 1.5375 100 50 92 1.5342 100 60 91 1.5321 100 70 91 1.5295

As shown in Table 2, by controlling the content of the silane-treated silica sol in the same amount of silane treatment, it was confirmed that the width of the refractive index can be variously controlled in the range of 10 -2 to 10 -3 . The transmittance was 90 or more, and the transparency was excellent in all areas.

Third Embodiment

Silane-treated silica sol and silane-treated titania were mixed by mixing 7 parts by weight of MTMS with respect to 100 parts by weight of silica sol and titania sol (prepared from purified titanium precursor titanium isopropoxide (TTIP)) prepared in Example 1. The sol was prepared. The silane-treated silica sol and the silane-treated titania sol were mixed in different compositions to prepare a film on a glass substrate by spin coating a solution prepared by hybridization of a mixed ceramic sol and an epoxy resin at 633 nm wavelength. The refractive index and the transmittance in the visible region (400 ~ 700nm) were measured by prism coupling method and UV-VIS spectrometer, respectively. Table 3 shows the measured refractive index and transmittance values.

Epoxy resin Ceramic sol Ceramic sol
(Parts by weight) Refractive index Permeability (%) Silane Treated Silica Sol Silane treated titania sol 100 9 One 30 1.5489 92 50 1.5560 90 100 7 3 30 1.5819 91 50 1.5855 89 100 5 5 30 1.5915 90 50 1.6020 89

As shown in Table 3, not only the high refractive index titania sol was mixed, but also the range of refractive index could be controlled in a higher region, and a high transmittance near 90% was obtained even when a high content of ceramic sol was contained.

Claims (13)

A first step of preparing different inorganic precursors obtained through purification, and adding different solvents to prepare different colloidal inorganic nanosols having a refractive index distribution from a low refractive index to a high refractive index;
To the inorganic nanosol formed by mixing any one or two or more of the different colloidal inorganic nanosols, a metal alkoxide containing a functional organic group having a different refractive index distribution from the inorganic nanosol is added to the surface of the inorganic nanosol. A second step of processing;
A third step of concentrating the surface-treated inorganic nanosol of the second step and replacing the solvent;
And a fourth step of liquid phase mixing of the inorganic nanosol of the third step with liquid or heat or photocurable polymer. The method of manufacturing a refractive index-controlled transparent organic-inorganic hybrid wetted material characterized in that it can control the refractive index. The method of claim 1, wherein the inorganic nanosol obtained in the third step of the inorganic nanosol having a different refractive index distribution is selected for the production of a refractive index controlled transparent organic-inorganic hybrid wet material further comprising the step of mixing them Way. The method of claim 1, wherein the inorganic nanosol,
A method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material, which is synthesized from any one of an inorganic precursor metal alkoxide, metal acetate, metal nitrate and metal halide. The method of claim 1, wherein the inorganic nanosol is any one of silica, alumina, magnesium oxide, titania, zirconia, tin oxide, zinc oxide, barium titanate, zirconium titanate, strontium titanate and a compound thereof. Method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material, characterized in that. The method of claim 1, wherein the solvent of the first step is water, an alcohol, or a mixed solution thereof. The method of manufacturing a refractive index-type transparent organic-inorganic hybrid wetted material. The method of manufacturing a refractive index controlled transparent organic-inorganic hybrid wetted material according to claim 1, wherein the second step is performed by any one of a room temperature stirring reaction, a supercritical reaction, and a hydrothermal reaction. The metal alkoxide containing the functional organic group according to claim 1,
Acrylic group, methacrylic group, allyl group, alkyl group, ketone group, aromatic group, ester group, nitro group, hydroxy group, cyclobutene group, alkyd group, urethane group, mercapto group, nitrile group, vinyl group, amine group and A method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material, characterized in that it is a silane having at least one of epoxy functional groups. The method of claim 1, wherein the third step is replaced by one solvent selected from any one of alcohol, glycol, and cellulsolve series. The method of claim 1, wherein the thermosetting polymer,
At least one selected from the group consisting of organic polymers containing at least one functional group such as a vinyl group, an acryl group, an epoxy group, an amino group, an imide group, and a thermosetting organic functional group capable of thermal polymerization at both ends of the chain or at the side chain of the chain. Method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material, characterized in that it is used. 10. The thermal initiator of claim 9, wherein at least one unit selected from any one of azo series, cyano valeric acid series, potassium persulfate series, and peroxide series is used to thermoset the thermosetting polymer. Method for producing a refractive index controlled transparent organic-inorganic hybrid wetted material further comprising. The method of claim 1, wherein the photocurable polymer,
Refractive index-type transparent organic-inorganic hybrid wet type, characterized in that it is one selected from the group consisting of photopolymerizable vinyl, allyl, acrylic, methacrylate group and organic photocurable organic functional group containing at least one functional group. Method of manufacturing the material. The method according to claim 11, wherein at least one selected from a benzoiner series, benzyl ketal series, dialkoxy acetone phenone series, hydroxyalkyl phenone series, aminoalkyl phenone series to enable photocuring by the photocurable polymer A method of manufacturing a refractive index controlled transparent organic-inorganic hybrid wetted material, characterized by further adding a photoinitiator consisting of one or more units. A refractive index controlled transparent organic-inorganic hybrid wetted material, which is prepared by the method of claim 1.
KR1020100030706A 2010-04-05 2010-04-05 Fabrication method of refractive index tunable transparent organic-inorganic hybrid solutions and organic-inorganic hybrid solutions thereof KR20110111572A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101349355B1 (en) * 2012-03-14 2014-01-16 한국전기연구원 High refractive thin films using tin-oxide sol and their manufacturing method
CN103596669A (en) * 2012-03-14 2014-02-19 韩国电气研究院 Method for manufacturing hybrid packaging material
KR20140096674A (en) * 2013-01-28 2014-08-06 (주)켐옵틱스 Inorganic-organic hybrid resin composition with high refractive index and manufacturing method thereof and optical film including the same
KR101530987B1 (en) * 2013-07-17 2015-06-26 한국전기연구원 high barrier and optically transparent hybrid packaging films
KR20150088364A (en) * 2014-01-23 2015-08-03 한국전기연구원 Hybrid thin films using silica-zirconia sol and their manufacturing method

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101349355B1 (en) * 2012-03-14 2014-01-16 한국전기연구원 High refractive thin films using tin-oxide sol and their manufacturing method
CN103596669A (en) * 2012-03-14 2014-02-19 韩国电气研究院 Method for manufacturing hybrid packaging material
KR20140096674A (en) * 2013-01-28 2014-08-06 (주)켐옵틱스 Inorganic-organic hybrid resin composition with high refractive index and manufacturing method thereof and optical film including the same
KR101530987B1 (en) * 2013-07-17 2015-06-26 한국전기연구원 high barrier and optically transparent hybrid packaging films
KR20150088364A (en) * 2014-01-23 2015-08-03 한국전기연구원 Hybrid thin films using silica-zirconia sol and their manufacturing method

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