KR101914284B1 - Photo sensor for identifying alcohol isomers - Google Patents

Photo sensor for identifying alcohol isomers Download PDF

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KR101914284B1
KR101914284B1 KR1020170062556A KR20170062556A KR101914284B1 KR 101914284 B1 KR101914284 B1 KR 101914284B1 KR 1020170062556 A KR1020170062556 A KR 1020170062556A KR 20170062556 A KR20170062556 A KR 20170062556A KR 101914284 B1 KR101914284 B1 KR 101914284B1
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refractive index
index layer
photonic crystal
crystal structure
polymer
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Korean (ko)
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정서현
박종목
공호열
정유진
배자영
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한국화학연구원
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/56—Three layers or more
    • B05D7/57—Three layers or more the last layer being a clear coat
    • B05D7/576—Three layers or more the last layer being a clear coat each layer being cured, at least partially, separately
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • C07C31/10—Monohydroxylic acyclic alcohols containing three carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/22—Esters containing halogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/56—Acrylamide; Methacrylamide
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
    • G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
    • G01N21/29—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands using visual detection
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
    • G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
    • G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
    • 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
    • G02B1/002—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of materials engineered to provide properties not available in nature, e.g. metamaterials
    • G02B1/005—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of materials engineered to provide properties not available in nature, e.g. metamaterials made of photonic crystals or photonic band gap materials

Abstract

The present invention relates to a photosensor for identification of an alcohol isomer including a photonic crystal structure in which color is changed upon contact with an alcohol. The photosensor can distinguish between alcohol isomers visually and can be used easily and has excellent sensitivity and reproducibility And can be reused repeatedly.

Description

[0001] PHOTO SENSOR FOR IDENTIFYING ALCOHOL ISOMERS [0002]

The present invention relates to an optical sensor for identification of an alcohol isomer.

A photonic crystal is a structure in which dielectric materials having different refractive indexes are periodically arranged, and superimposed interference occurs between light beams scattered at respective regular lattice points, so that light is not transmitted in a specific wavelength region band, , That is, a material that forms a photonic band gap.

Such photonic crystals are becoming a key material for improving the efficiency of information industry by using photons instead of electrons as a means of information processing. Furthermore, the photonic crystal can be realized as a one-dimensional structure in which the photon moves in the direction of the main axis, a two-dimensional structure moving along the plane, or a three-dimensional structure freely moving in all directions through the entire material, It is easy to control the optical characteristics and is applicable to various fields. For example, photonic crystals can be applied to optical elements such as photonic crystal fibers, light emitting devices, photovoltaic devices, photonic crystal sensors, and semiconductor lasers.

In particular, the Bragg stack is a photonic crystal having a one-dimensional structure, which can be easily manufactured by only laminating two layers having different refractive indices, and has advantages of easy control of optical characteristics by controlling refractive index and thickness of the two layers . Due to this feature, the Bragg stack is widely used in photonic crystal sensors for sensing not only energy devices such as solar cells but also electrical, chemical and thermal stimuli. Accordingly, various materials and structures for easily manufacturing a photonic crystal sensor having excellent sensitivity and reproducibility have been studied.

On the other hand, structural isomers having different structures with the same number of carbon atoms are being circulated in relation to commercially used alcohol compounds, and identification thereof is sometimes required, but their identification depends on expensive analytical equipment .

As a result of intensive efforts, the present inventors have found that, when a photosensor is manufactured using a photonic crystal structure in which color is changed upon contact with an alcohol, the detection of alcohol isomers is visually feasible, The present invention has been accomplished by confirming that it is possible to produce a photosensor capable of repeatedly reusing alcohol isomers having sensitivity and reproducibility.

An object of the present invention is to provide an optical sensor for discriminating alcohol isomers, which comprises a photonic crystal structure in which color is changed upon contact with alcohol, and which can be repeatedly reused with excellent sensitivity and reproducibility.

The present invention also provides a method for identifying an alcohol isomer using the photosensor.

In order to solve the above problems,

A first refractive index layer alternately stacked, the first refractive index layer including a first polymer exhibiting a first refractive index; And a second refractive index layer including a second polymer exhibiting a second refractive index,

Wherein the first refractive index and the second refractive index are different from each other,

Wherein one of the first polymer and the second polymer is a copolymer represented by the following formula (1)

Wherein the other of the first polymer and the second polymer is a copolymer represented by the following formula (2): < EMI ID =

[Chemical Formula 1]

Figure 112017048079055-pat00001

In Formula 1,

R 1 and R 2 are each independently hydrogen or C 1-3 alkyl,

X 1 is C 1-10 fluoroalkyl,

L < 1 > is O or NH,

Y < 1 > is benzoylphenyl,

Wherein Y 1 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,

n and m are each independently an integer of 1 or more,

n + m is from 100 to 1,000,

(2)

Figure 112017048079055-pat00002

In Formula 2,

R 3 and R 4 are each independently hydrogen or C 1-3 alkyl,

A is a C 6-20 aromatic group or a C 2-20 heteroaromatic group,

Here, A is unsubstituted or substituted, or a hydroxy, cyano, nitro, amino, halogen, SO 3 H, SO 3 ( C 1- 5 alkyl), C 1-10 group consisting of alkyl and C 1-10 alkoxy ≪ RTI ID = 0.0 > 1, < / RTI >

L < 2 > is O or NH,

Y 2 is benzoylphenyl,

Wherein Y 2 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,

n 'and m' are each independently an integer of 1 or more,

n '+ m' is 100 to 1,000.

INDUSTRIAL APPLICABILITY The optical sensor of the present invention is characterized in that the photonic crystal structure in which the color is changed upon contact with the alcohol is used so that the alcohol isomer can be visually recognized and easily used while being excellent in sensitivity and reproducibility and being reusable repeatedly .

BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a simplified illustration of the structure of a photonic crystal structure according to one embodiment.
2 is a color conversion photograph of the butanol isomer of the photonic crystal structure produced in Example 1. Fig.
3 shows the specular reflectance of the photocrystalline structure produced in Example 1 against the butanol isomer.
4 shows a color conversion photograph of the propanol isomer of the photonic crystal structure produced in Example 2. Fig.
5 shows the results of the reproducibility test on the butanol isomers of the photonic crystal structure produced in Example 1. Fig.
6 shows the response time test results of the butanol isomers of the photonic crystal structure prepared in Example 1. Fig.

Hereinafter, the present invention will be described in more detail. The terms and words used in the present specification and claims should not be construed as limited to ordinary or dictionary terms and the inventor may appropriately define the concept of the term in order to best describe its invention It should be construed as meaning and concept consistent with the technical idea of the present invention.

Also, " comprising " as used herein should be interpreted as specifying the presence of particular features, integers, steps, operations, elements and / or components, It does not exclude the presence or addition of an ingredient.

Some of the terms used in the following specification can be defined as follows.

First, the term 'photonic crystal' used in the present invention is a structure in which dielectric materials having different refractive indexes are periodically arranged, superimposed interference occurs between light beams scattered at respective regular grid points, Refers to a material that selectively reflects, that is, forms a photonic band gap, without transmitting light in the region band. Such a photonic crystal is a material having a high speed of information processing using a photon in place of an electron as a means of information processing. It is a one-dimensional structure in which a photon moves in the direction of a main axis, a two-dimensional structure moving along a plane, Dimensional structure that can move freely to the three-dimensional structure. In addition, the present invention can be applied to optical elements such as photonic crystal fibers, light emitting devices, photovoltaic devices, optical sensors, and semiconductor lasers by controlling optical characteristics by controlling the photonic bandgap of photonic crystals.

The term 'photonic crystal structure' used in the present invention is a Bragg stack having a one-dimensional photonic crystal structure produced by alternately stacking materials having different refractive indexes. The photonic crystal structure is formed by a periodic difference in the refractive index of the laminated structure Refers to a structure in which light of a specific wavelength range can be reflected and the reflection wavelength is shifted by an external stimulus to change the reflection color. Specifically, partial reflection of light occurs at the boundary of each layer of the structure, and many of these reflected waves interfere structurally and light of a specific wavelength having high intensity can be reflected. At this time, the shift of the reflected wavelength due to the external stimulus occurs as the wavelength of the scattered light changes as the lattice structure of the material forming the layer is changed by the external stimulus. The optical characteristics of the photonic crystal structure can be controlled by controlling the refractive index and the thickness, and can be produced in the form of a coating film coated on a separate substrate or substrate, or in the form of a free standing film.

The term " alcohol isomers " used in the present invention means alcohol structural isomers having the same carbon number and the same molecular formula but different bonding relations between atoms, and thus alcohol isomers are present from an alcohol having three or more carbon atoms. Usually, these isomers do not have a large difference in physical properties between isomers, and it is not easy to distinguish them from the naked eye. Accordingly, there is a need for a sensor capable of rapidly responding to the isomer for such isomer discrimination. In addition, it is preferable that such a sensor for detection is portable and easy to reuse repeatedly for easy use by anyone.

The photosensor for identification of an alcohol isomer of the present invention includes a photonic crystal structure in which the color of the alcohol is changed for each alcohol when contacted with the alcohol, so that the presence of the alcohol isomer in the sample can be visually confirmed.

The alcohol isomer which can be identified by the photosensor of the present invention is an alcohol isomer having 3 to 10 carbon atoms. Specifically, the photosensor is capable of identifying structural isomers of propanol, butanol or pentanol.

Here, the photonic crystal structure includes a second refractive index layer which is alternately stacked and includes a first refractive index layer including a first polymer exhibiting a first refractive index and a second polymer exhibiting a second refractive index different from the first refractive index do.

Accordingly, the first refractive index layer may be a high refractive index layer, the second refractive index layer may be a low refractive index layer, or alternatively, the first refractive index layer may be a low refractive index layer, and the second refractive index layer may be a high refractive index layer.

The low refractive index layer

The term 'low refractive index layer' used in the present invention means a layer having a relatively low refractive index among the two types of layers included in the photonic crystal structure. Here, the polymer contained in the low refractive index layer as one of the first polymer and the second polymer is a copolymer represented by the following chemical formula 1:

 [Chemical Formula 1]

Figure 112017048079055-pat00003

In Formula 1,

R 1 and R 2 are each independently hydrogen or C 1-3 alkyl,

X 1 is C 1-10 fluoroalkyl,

L < 1 > is O (oxygen) or NH,

Y < 1 > is benzoylphenyl,

Wherein Y 1 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,

n and m are each independently an integer of 1 or more,

and n + m is 100 to 1,000.

The copolymer represented by the formula ( 1 ) can be obtained by copolymerizing an acrylate (L 1 = O) having a photo-active functional group (Y 1 ) and a repeating unit derived from a fluoroalkyl (X 1 ) acrylate monomer or Acrylamide (L < 1 > = NH) based monomer.

When the copolymer represented by the formula ( 1 ) contains a repeating unit derived from a fluoroalkyl (X 1 ) acrylate monomer, the refractive index is lower than that of the polymer not including the repeating unit, and thermal stability, chemical resistance, Excellent chemical properties such as oxidation stability, and excellent transparency. Refers to a functional group in which at least one fluorine atom replaces the hydrogen atom of the alkyl wherein one or more fluorine atoms may substitute the hydrogen atom of the side chain as well as the terminal of the C 1-10 alkyl, , Two or more fluorine atoms may be bonded to one carbon atom, or may be bonded to two or more carbon atoms, respectively.

Further, as the number of fluorine atoms in the copolymer represented by the formula (1) increases, the refractive index is further lowered and the hydrophobicity can be increased. Thus, the refractive index difference between the high refractive index layer and the low refractive index layer is controlled according to the number of fluorine atoms A photonic crystal structure having a reflection wavelength can be realized.

Further, the copolymer represented by Formula 1 may further include a repeating unit derived from an acrylate or acrylamide monomer having a photoactive functional group (Y < 1 >) so that the photopolymerizing agent itself can be cured without a separate photoinitiator or crosslinker It can be possible.

The copolymer represented by the above formula ( 1 ) is a copolymer obtained by randomly copolymerizing an acrylate or acrylamide monomer having a fluoroalkyl (X 1 ) acrylate monomer and a photoactive functional group (Y 1 ) And the repeat units between the square brackets may be random copolymers arranged randomly.

Alternatively, the copolymer represented by Formula 1 may be a block copolymer in which a block of repeating units between the square brackets of Formula 1 is linked by a covalent bond. Alternatively, it may be an alternating copolymer in which the repeating units between the square brackets of Formula 1 are arranged to be crossed, or a graft copolymer in which any one repeating unit is bonded in the form of a branch. However, The shape is not limited.

The copolymer represented by Formula 1 may exhibit a refractive index of 1.3 to 1.5. In the above-described range, a photonic crystal structure that reflects light of a desired wavelength can be realized by a refractive index difference with a polymer used in a high refractive index layer described later.

In Formula 1, R 1 and R 2 each independently may be hydrogen or methyl. For example, R 1 and R 2 may be hydrogen.

In Formula 1, X 1 may be C 1-5 fluoroalkyl.

For example, X 1 is selected from the group consisting of fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 1,1-difluoroethyl, , 2,2-difluoroethyl, 1,1,2-trifluoroethyl, 1,2,2-trifluoroethyl, 2,2,2-trifluoroethyl, 1-fluoropropyl, 2 -Fluoropropyl, 1,1-difluoropropyl, 1,2-difluoropropyl, 2,2-difluoropropyl, 1,1,2-trifluoropropyl, 1,2,2-tri Fluoropropyl, 2,2,2-trifluoropropyl, 1-fluorobutyl, 2-fluorobutyl, 1,1-difluorobutyl, 1,2-difluorobutyl, 2,2-di Fluorobutyl, 1,1,2-trifluorobutyl, 1,2,2-trifluorobutyl or 2,2,2-trifluorobutyl.

In Formula 1, Y 1 may be benzoylphenyl unsubstituted or substituted with C 1-3 alkyl. When Y < 1 > is benzoylphenyl, it may be advantageous in terms of ease of photocuring.

In the above formula (1), n means the total number of repeating units derived from the fluoroalkyl acrylate monomer in the copolymer, and m is an acrylate or acrylate having a photoactive functional group (Y 1 ) in the copolymer Means the total number of repeating units derived from the amide-based monomer.

In this case, the copolymer represented by Formula 1 may have a molar ratio of n: m of 100: 1 to 100: 10 and a number average molecular weight of 10,000 to 100,000 g / mol. For example, the copolymer represented by Formula 1 may have a molar ratio of n: m of 100: 1 to 100: 5, specifically 100: 1 to 100: 2. For example, the copolymer represented by Formula 1 may have a number average molecular weight of 20,000 to 80,000 g / mol, specifically 20,000 to 60,000 g / mol. Within the above range, it is possible to produce a copolymer having a low refractive index and easy photocuring.

Specifically, the copolymer represented by the formula (1) may be one of the copolymers represented by the following formulas (1-1) to (1-3):

[Formula 1-1]

Figure 112017048079055-pat00004

[Formula 1-2]

Figure 112017048079055-pat00005

[Formula 1-3]

Figure 112017048079055-pat00006

In the following formulas 1-1 to 1-3, n and m are as defined above.

High refractive index layer

The term 'high refractive index layer' used in the present invention means a layer having a relatively high refractive index among the two types of layers included in the photonic crystal structure. Wherein the polymer contained in the high refractive index layer is another one of the first polymer and the second polymer other than the copolymer represented by Formula 1,

(2)

Figure 112017048079055-pat00007

In Formula 2,

R 3 and R 4 are each independently hydrogen or C 1-3 alkyl,

A is a C 6-20 aromatic group or a C 2-20 heteroaromatic group,

Here, A is unsubstituted or substituted, or a hydroxy, cyano, nitro, amino, halogen, SO 3 H, SO 3 ( C 1- 5 alkyl), C 1-10 group consisting of alkyl and C 1-10 alkoxy ≪ RTI ID = 0.0 > 1, < / RTI >

L < 2 > is O or NH,

Y 2 is benzoylphenyl,

Wherein Y 2 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,

n 'and m' are each independently an integer of 1 or more,

n '+ m' is 100 to 1,000.

In particular, the copolymer represented by Formula 1 and the copolymer represented by Formula 2 may satisfy Formula 1:

[Formula 1]

m / (n + m): m '/ (n' + m ') = 1: 1 to 1:10

In Equation (1)

n, m, n 'and m' are as defined in formulas (1) and (2), respectively.

The above formula 1 relates to the molar ratio between repeating units derived from an acrylate or acrylamide monomer having a photoactive functional group contained in the copolymer of each layer and when the molar ratio satisfies the above range, Can be made easier.

In Formula 2, A may be phenyl, naphthyl, fluorenyl, or carbazolyl.

Specifically, the copolymer represented by Formula 2 may be a copolymer represented by Formula 3:

(3)

Figure 112017048079055-pat00008

In Formula 3,

R 3 and R 4 are each independently hydrogen or C 1-3 alkyl,

R 11 is hydroxy, cyano, nitro, and amino, SO 3 H, SO 3 ( C 1- 5 alkyl), C 1-10 alkyl or C 1-10 alkoxy,

a1 is an integer of 0 to 5,

L < 2 > is O or NH,

Y 2 is benzoylphenyl,

Wherein Y 2 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,

n 'and m' are each independently an integer of 1 or more,

n '+ m' is 100 to 1,000.

A copolymer represented by the general formula (3), the acrylate having a repeating unit and a photoactive functional group (Y 2) derived from the styrene-based monomer (L 2 = O) or acrylamide (L 2 = NH) series derived repeat monomer And the like.

When the copolymer represented by Formula 3 contains a repeating unit derived from a styrene-based monomer, the refractive index is higher than that when the repeating unit derived from the fluoroalkyl (X 1 ) acrylate-based monomer is contained, Implementation of layers is possible.

Furthermore, the copolymer represented by Formula 3 may further include a repeating unit derived from an acrylate or acrylamide monomer having a photoactive functional group (Y 2 ), and may be photo-cured by itself without a separate photoinitiator or a crosslinking agent .

The copolymer represented by the above Formula 3 is obtained by randomly copolymerizing an acrylate or an acrylamide monomer having a styrenic monomer and a photoactive functional group (Y 2 ), wherein the repeating units between the square brackets of Formula 3 are random Lt; RTI ID = 0.0 > random copolymer < / RTI >

Alternatively, the copolymer represented by Formula 3 may be a block copolymer in which a block of repeating units between the square brackets of Formula 3 is linked by a covalent bond. Alternatively, it may be an alternating copolymer in which repeating units between the square brackets of Formula 3 are arranged to be crossed, or a graft copolymer in which any one repeating unit is bonded in a branched form. However, The shape is not limited.

The copolymer represented by Formula 3 may exhibit a refractive index of 1.51 to 1.8. In the above-described range, a photonic crystal structure reflecting light of a desired wavelength can be realized by the difference in refractive index between the polymer represented by Formula 1 and the polymer.

In Formula 3, R 3 and R 4 may each independently be hydrogen or methyl. For example, R < 3 > and R < 4 > may be hydrogen.

In the above formula (3), R 11 may be methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl. Here, a1 represents the number of R < 11 >, and may be 0, 1 or 2.

In Formula 3, Y 2 may be benzoylphenyl unsubstituted or substituted with C 1-3 alkyl. When Y < 2 > is benzoylphenyl, it is advantageous in terms of ease of photocuring.

In the above formula (3), n 'represents the total number of repeating units derived from the fluoroalkyl acrylate monomer in the copolymer, and m' represents an acrylate or acrylamide group having a photoactive functional group in the copolymer Means the total number of repeating units derived from the monomers.

In this case, the copolymer represented by the general formula (3) has a molar ratio of n ': m' of 100: 1 to 100:20, for example, 100: 1 to 100:10, Lt; / RTI > In addition, the copolymer represented by Formula 3 may have a number average molecular weight (Mn) of 10,000 to 300,000 g / mol, for example, 50,000 to 180,000 g / mol. Within the above range, it is possible to produce a copolymer having the refractive index difference in the above-mentioned range and the photocuring easily, with the copolymer represented by the formula (1).

Specifically, the copolymer represented by Formula 3 may be represented by the following Formula 3-1:

[Formula 3-1]

Figure 112017048079055-pat00009

In the following formula (3-1), n 'and m' are as defined above.

Photonic crystal structure

The photonic crystal structure according to the present invention comprises a first refractive index layer disposed on the lowermost portion, a second refractive index layer disposed on the first refractive index layer, and a first refractive index layer alternately stacked on the second refractive index layer, 2 refractive index layer.

The color conversion photonic crystal structure may further include a substrate on the other surface on which the second refractive index layer of the first refractive index layer disposed at the lowermost portion is not disposed, depending on the application. Therefore, in this case, the substrate may be positioned at the lowermost part of the color conversion photonic crystal structure.

Specifically, when the multicolor white light is incident on the photonic crystal structure, partial reflection of the incident light occurs at each layer interface, and the color corresponding to the reflected wavelength (?) Concentrated at one wavelength by the interference of the partially reflected light . The reflection wavelength? Of the photonic crystal structure 10 can be determined by the following equation 1:

[Formula 1]

 ? = 2 (n1 * d1 + n2 * d2)

N1 and n2 denote the refractive indexes of the first refractive index layer and the second refractive index layer, respectively, and d1 and d2 denote the thicknesses of the first refractive index layer and the second refractive index layer, respectively. Therefore, it is possible to realize a desired reflection wavelength? By adjusting the types of the first and second polymers and the thicknesses of the first and second refractive index layers described later.

When the photonic crystal structure is in contact with the alcohol, the reflection wavelength of the photonic crystal structure is shifted by the swelling of the first and / or second polymers contained in the photonic crystal structure. When the first polymer and / or the second polymer is swollen, the crystal lattice structure of each refractive index layer is changed, and the shape of light scattered at each layer interface is changed. That is, the photonic crystal structure exhibits the converted color due to the shifted reflection wavelength? ', And the presence or absence of alcohol can be confirmed by color conversion of the photonic crystal structure. Particularly, when the reflection wavelength (?) And the shifted reflection wavelength (? ') Of the photonic crystal structure are within the visible light range of 380 nm to 760 nm, the color conversion of the photonic crystal structure can be easily confirmed visually.

Further, the photonic crystal structure can exhibit different colors depending on the degree of shift of the reflection wavelength depending on the isomer, because the swelling behavior of the first polymer and / or the second polymer depends on the type of the solvent, Is different. Accordingly, by using the photosensor including the photonic crystal structure, it is possible to confirm not only the presence of alcohol but also the identification of the alcohol isomer.

At this time, the swelling behavior of the first polymer and / or the second polymer when the alcohol is in contact with the photonic crystal structure may be determined by the solubility parameter (d).

For example, the Hansen solubility parameters of 1-propanol, 2-propanol, n-butanol, sec-butanol, iso-butanol and tert-butanol are shown in Table 1 below.

Alcohol type δ t d δ P δ h Mol volume 1-propanol 24.5 16.0 6.8 17.4 75.1 2-propanol 23.5 15.8 6.1 16.4 76.1 n-butanol 23.1 16.0 5.7 15.8 91.5 sec-butanol 22.1 15.8 5.7 14.5 92.0 iso-butanol 22.6 15.1 5.7 15.9 92.8 tert-butanol 21.7 15.2 5.1 14.7 95.8

In Table 1, 隆t is a total hidebrand, 隆d is a dispersion component, 隆P is a polar component, and 隆h is a hydrogen bonding component.

Specifically, the swelling behavior of the first polymer and / or the second polymer is influenced by the molar volume of the alcohol, and as the molar volume is smaller, the degree of swelling of the first polymer and / or the second polymer increases, The degree of shifting of the reflected wavelength increases, and the response time can be increased. This is because the smaller the molar volume of alcohol, the faster the permeation in the photonic crystal structure can be. It is also understood that the swelling of the first polymer and / or the second polymer to the alcohol is due to the hydrogen bonding between the alcohol and the acrylate or acrylamide linked to the benzoylphenyl groups in the first and second polymers.

On the other hand, when the alcohol contacts the photonic crystal structure, the swelling behavior of the first polymer and / or the second polymer may be determined by hydrogen bonding with alcohol. Specifically, the first polymer and / or the second polymer can be swollen by hydrogen bonding between the hydroxy group of the alcohol and the acrylate or acrylamide having the benzoylphenyl group contained in the first polymer and / or the second polymer. Accordingly, the thickness and the refractive index of the first and second refractive index layers including the first and second refractive index layers may be changed, thereby causing color conversion of the photonic crystal structure.

Meanwhile, the optical sensor may include a detection unit including the photonic crystal structure described above that can detect the presence or absence of alcohol when the color is changed upon contact with alcohol, and a fixing unit for fixing the detection unit.

Since the photonic crystal structure has a thin film shape and can be manufactured in various sizes and shapes, the optical sensor having the photonic crystal structure can be manufactured in various sizes and shapes depending on the use.

In addition, the optical sensor can confirm the presence or absence of alcohol in the sample even if a small amount of the sample can penetrate into the photonic crystal structure.

Also, the optical sensor may exhibit a response time of less than about one minute. Therefore, it is possible to identify an alcohol isomer instantaneously using the optical sensor.

Moreover, the optical sensor can be used repeatedly and continuously. Specifically, since the photonic crystal structure in the optical sensor is restored to its original color after a lapse of a predetermined time after the use of the photonic crystal structure, the photonic crystal structure can be repeatedly reused. Therefore, it can be eco-friendly and economical as compared with a sensor to be discarded after one use.

Hereinafter, a schematic structure of a photonic crystal structure 10 included in an optical sensor according to an embodiment of the present invention will be described with reference to FIG.

1, a photonic crystal structure 10 according to an embodiment includes a substrate 11 and a first refractive index layer 13 and a second refractive index layer 15 alternately stacked on the substrate 11 .

At this time, the first refractive index layer 13 may be located at the top of the photonic crystal structure. Therefore, the first refractive index layer 13 is further laminated on the laminated body in which the first refractive index layer 13 and the second refractive index layer 15 are alternately laminated, and the photonic crystal structure has the refractive index layer of the odd number of layers Lt; / RTI > In this case, as will be described later, the constructive interference between the lights reflected at the interface of each layer increases, so that the intensity of the reflected wavelength of the photonic crystal structure can be increased.

The substrate 11 may be formed of a carbon-based material having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling and waterproofing, metal foil, thin glass, silicon (Si), plastic, polyethylene (PE) Paper, skin, clothing, or wearable material such as, but not limited to, polyethylene terephthalate (PET), polypropylene (PP), and the like, and may be made of various materials that are flexible or non- Can be used.

Wherein the first refractive index layer 13 alternately stacked on the substrate 11 comprises a first polymer having a first refractive index n1 and the second refractive index layer 15 has a second refractive index n2, ≪ / RTI > At this time, the difference between the first refractive index n1 and the second refractive index n2 may be 0.01 to 0.5. For example, the difference between the first refractive index n1 and the second refractive index n2 may be 0.05 to 0.3, specifically 0.1 to 0.2. The larger the difference between the refractive indexes is, the larger the photonic bandgap of the photonic crystal structure is. Therefore, it is possible to control the reflection of light of a desired wavelength by controlling the difference between the refractive indexes within the above-mentioned range. It is possible.

For example, the first refractive index n1 may be 1.51 to 1.8, and the second refractive index n2 may be 1.3 to 1.5. In other words, the first refractive index layer 13 is a high refractive index layer and the second refractive index layer 15 is a low refractive index layer. The photonic crystal structure 10 has a high refractive index layer / A low refractive index layer / a high refractive index layer / a low refractive index layer / a high refractive index layer may be sequentially stacked.

Alternatively, the first refractive index n1 may be 1.3 to 1.5, and the second refractive index n2 may be 1.51 to 1.8. In other words, the first refractive index layer 13 is a low refractive index layer and the second refractive index layer 15 is a high refractive index layer. The photonic crystal structure 10 is formed on the substrate 11 with a low refractive index layer / And a structure in which a high refractive index layer / a low refractive index layer / a high refractive index layer / a low refractive index layer are sequentially laminated.

The thickness of the high refractive index layer may be greater than or equal to the thickness of the low refractive index layer. For example, the ratio of the thickness of the high refractive index layer to the thickness of the low refractive index layer may be 1: 0.3 to 1: 2. For example, the thickness of the low refractive index layer may be 30 to 150 nm, and the thickness of the high refractive index layer may be 30 to 150 nm. By adjusting the thickness in the above-mentioned range, the reflection wavelength of the photonic crystal structure can be controlled. The thickness of each refractive index layer can be controlled by varying the concentration of the polymer in the polymer dispersion composition or the coating rate of the dispersion composition.

Specifically, in the photonic crystal structure, the first refractive index layer may be a low refractive index layer having a thickness of 50 to 90 nm, and the second refractive index layer may be a high refractive index layer having a thickness of 50 to 80 nm.

FIG. 1 shows only the photonic crystal structure 10 having a total of five layers, but the total number of the photonic crystal structure layers is not limited thereto. Specifically, the total number of layers of the first refractive index layer and the second refractive index layer may be 5 to 30 layers. In the case of the structure laminated in the above-mentioned range, interference of the light reflected from each layer boundary surface is sufficiently generated, and the reflection intensity can be such that a change in color due to an external stimulus is detected.

Also, a free standing structure in which the substrate is not positioned at the lowermost part of the photonic crystal structure 10 is also possible.

On the other hand, the photonic crystal structure as described above can be produced by a manufacturing method including the following steps:

1) preparing a first refractive index layer using a first dispersion composition comprising a first polymer exhibiting a first refractive index;

2) fabricating a second refractive index layer on the first refractive index layer using a second dispersion composition comprising a second polymer exhibiting a second refractive index; And

3) A step of alternately laminating the first and second refractive index layers to produce a photonic crystal structure in which 5 to 30 layers are laminated.

In the manufacturing method of the photonic crystal structure, the description of the first refractive index, the first polymer, the second refractive index, the second polymer, the first refractive index layer and the second refractive index layer is as described above.

First, a first dispersion composition and a second dispersion composition are prepared. Each dispersion composition can be prepared by dispersing the polymer in a solvent, wherein the dispersion composition is used as a term to indicate various states such as solution phase, slurry phase or paste phase. Here, the solvent may be any solvent capable of dissolving the first and second polymers, and the first and second polymers may each be contained in an amount of 0.5 to 5% by weight based on the total weight of the dispersion composition. In the above-mentioned range, it is possible to prepare a dispersion composition having a viscosity suitable for being applied on a substrate.

For example, the first dispersion composition may comprise a solvent and a first polymer, and the second dispersion composition may comprise a solvent and a second polymer. In other words, it may not contain a separate photoinitiator and crosslinking agent for photo-curing, or inorganic particles. Therefore, the photonic crystal structure can be manufactured more easily and economically, and deviations in optical characteristics according to the position of the photonic crystal structure manufactured can be reduced without adding any additive.

Next, the prepared first dispersion composition is coated on a substrate or a substrate, and then light irradiation is performed to produce a first refractive index layer, and thereafter, the second dispersion composition prepared on the first refractive index layer is applied The second refractive index layer can be manufactured by performing light irradiation.

The dispersion composition may be applied to a substrate or a refractive index layer by spin coating, dip coating, roll coating, screen coating, spray coating, But are not limited to, spin casting, flow coating, screen printing, ink jet, or drop casting.

The light irradiation step may be performed by irradiating a 365 nm wavelength under a nitrogen condition. By the light irradiation, the benzophenone moiety contained in the polymer acts as a photoinitiator, and a photocured refractive index layer can be produced.

According to another embodiment of the present invention, there is provided a method for identifying an alcohol isomer using the photosensor for identifying an alcohol isomer.

The method of identifying an alcohol isomer comprises the following steps:

1) contacting the optical sensor with a sample; And

2) identifying the alcohol isomer in the sample through color conversion of the photonic crystal structure of the photosensor.

In the step 1), the contact between the photosensor and the sample is sufficient to allow the sample to be wetted into the photonic crystal structure in the photosensor. Therefore, it is possible to identify alcohol isomers only with a small amount of sample. In addition, the color conversion in the step 2) can be clearly shown in a short time as can be seen in the following embodiments.

Hereinafter, preferred embodiments of the present invention will be described in order to facilitate understanding of the present invention. However, the following examples are provided to further understand the present invention, and the present invention is not limited by the following examples.

Materials Used

The following materials were used in the following Production Examples and Comparative Production Examples. At this time, each material was used without a separate purification process.

4-Aminobenzophenone: A product of TCI (Tokyo chemical industry) having a purity of 98% was used.

-Triethylamine: A product of TCI (Tokyo chemical industry) having a purity of 99% was used.

-Dichloromethane: A product of Burdick & jackson having a purity of 99.9% was used.

- Acryloyl chloride: A Merck product of 96% purity was used.

-Tetrahydrofuran: A product of Burdick & jackson having a purity of 99.99% was used.

-p-methylstyrene: A product of Sigma-aldrich having a purity of 96% was used.

- Azobisisobutyronitrile: A product of JUNSEI Co. having a purity of 98% was used.

- 1,4-dioxane: A product of Sigma-aldrich (99% purity) was used.

- N-isopropylacrylamide: A product of TCI (Tokyo chemical industry) having a purity of 98% was used.

- 2,2,2-trifluoroethyl acrylate: A product of TCI (Tokyo chemical industry) having a purity of 98% was used.

Marking of monomers and copolymers

The names and designations of monomers and copolymers prepared in the following Production Examples and Comparative Production Examples are shown in Table 2 below.

designation Mark Production Example A N- (4-benzoylphenyl) acrylamide BPAA Production Example B 2-fluoroethylacrylate FEA Production Example C 2,2-difluoroethylacrylate DFEA Commercial Products 2,2,2-trifluoroethylacrylate TFEA Production Example 1 poly (para-methylstyrene) -co- (N- (4-benzoylphenyl) acrylamide) Poly (p-MS-BPAA) Production Example 2 poly (2-fluoroethylacrylate) -co-N- (4-benzoylphenyl) acrylamide) Poly (FEA-BPAA) Production Example 3 poly (2,2-difluoroethylacrylate) -co- (N- (4-benzoylphenyl) acrylamide) Poly (DFEA-BPAA) Production Example 4 poly (2,2,2-trifluoroethylacrylate) -co- (N- (4-benzoylphenyl) acrylamide) Poly (TFEA-BPAA)

(Monomer synthesis)

Production Example A: Production of BPAA

9.96 g of 4-aminobenzophenone, 7 mL of triethylamine, and 80 mL of dichloromethane were placed in a 250 mL round-bottomed flask, and the flask was placed in ice water. 4.06 mL of acryloyl chloride was diluted with 8 mL of dichloromethane, slowly dropped into the flask dropwise, and then stirred for 12 hours. After the completion of the reaction, unreacted materials and salts were removed using a separating funnel, and the excess water of the organic layer was removed. The solvent was removed using a rotary evaporator and then dried in a vacuum oven at room temperature to obtain the title compound as a yellow solid .

Production Example B: Preparation of FEA

30 mL of acryloyl chloride, 52 mL of triethylamine and 200 mL of tetrahydrofuran were placed in a one-neck round flask and the flask was placed in ice water. 18.3 mL of 2-fluoroethanol was slowly added dropwise into the flask and stirred. After the diluted solution was added, the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the precipitate was filtered, and the remaining solution was concentrated using a rotary evaporator. The solvent was removed with a concentrated rotary evaporator to give the title compound.

Production Example C: Preparation of DFEA

224 mL of acryloyl chloride, 40.8 mL of triethylamine and 200 mL of tetrahydrofuran were placed in a one-neck round flask and the flask was placed in ice water. 15.4 mL of 2,2-difluoroethanol was slowly added dropwise to the flask and stirred. After the diluted solution was added, the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the precipitate was filtered, and the remaining solution was concentrated using a rotary evaporator. The solvent was removed with a concentrated rotary evaporator to give the title compound.

(Synthesis of Copolymer)

Manufacturing example  One: Poly (p-MS-BPAA)  Produce

Figure 112017048079055-pat00010

3 ml of p-methylstyrene, 0.451 g of BPAA prepared in Preparation Example A and 0.0046 g of azobisisobutyronitrile in 25 ml of a Schlank's round-bottom flask, and then the mixture was stirred. The flask was placed in an 80-degree oil bath The reaction was carried out for 15 hours. After completion of the reaction, the polymer was extracted and dried in a vacuum oven at room temperature to obtain Poly (p-MS-BPAA) (n '= 250, m' = 9).

Manufacturing example  2: Poly (FEA-BPAA)  Produce

Figure 112017048079055-pat00011

1.64 g of the FEA prepared in Preparation Example B, 0.0351 g of BPAA prepared in Preparation Example A and 0.0046 g of azobisisobutyronitrile were placed in a flask, and the flask was placed in an 80-degree oil bath, followed by reaction for 15 hours . After completion of the reaction, the polymer was filtered to obtain a poly (FEA-BPAA) (n = 495, m = 5) by drying in a vacuum oven at room temperature.

Manufacturing example  3: Poly (DFEA-BPAA)  Produce

Figure 112017048079055-pat00012

1.89 g of DFEA prepared in Preparation Example C, 0.0351 g of BPAA prepared in Preparation Example A and 0.0046 g of azobisisobutyronitrile were placed in a flask, and the flask was placed in an 80-degree oil bath, followed by reaction for 15 hours . After completion of the reaction, the polymer was filtered to remove the polymer and dried in a vacuum oven at room temperature to obtain Poly (DFEA-BPAA) (n = 495, m = 9).

Manufacturing example  4: Poly (TFEA-BPAA)  Produce

Figure 112017048079055-pat00013

1.75 mL of TFEA, 0.0351 g of BPAA prepared in Preparation Example A and 0.0046 g of azobisisobutyronitrile were placed in a Schlank round flask and the flask was placed in an 80-degree oil bath for 15 hours. After completion of the reaction, the polymer was filtered out and dried in a vacuum oven at room temperature to obtain Poly (TFEA-BPAA) (n = 495, m = 7).

Experimental Example 1: Measurement of physical properties of copolymer

The specific physical properties of the copolymers prepared in Preparation Examples 1 to 4 were measured by the following methods. The results are shown in Table 3.

1) Mn (number average molecular weight): Polymethyl methacrylate was measured using gel permeation chromatography (GPC) as a standard sample for calibration.

2) Tg (Glass Transition Temperature): Measured using differential scanning calorimeter (DSC).

3) Content of BPAA structural units: Determined by NMR.

4) Refractive index: Measured by Ellipsometer.

Mn
(g / mol) Tg
(° C) The content of BPAA
(%) Refractive index Production Example 1 161,190 113 3.5 1.597 Production Example 2 56,384 0.34 0.99 1.461 Production Example 3 57,136 -5.57 1.77 1.448 Production Example 4 22,020 2.60 1.48 1.319

( Photonic crystal  Fabrication of Structures)

Example 1

The poly (p-MS-BPAA) prepared in Preparation Example 1 was dissolved in chloroform to prepare a high refractive index dispersion composition. Poly (FEA-BPAA) prepared in Preparation Example 2 was dissolved in ethyl alcohol to prepare a low refractive index dispersion composition .

The low refractive index dispersion composition was coated on a glass substrate using a spin coater at 1,300 rpm for 10 seconds and cured at 365 nm. The glass substrate on which the low refractive index layer was formed was placed in an ethyl alcohol solution to remove unhardened portions.

Next, the high refractive index dispersion composition was coated on the low refractive index layer using a spin coater at 1,300 rpm for 10 seconds to prepare a high refractive index layer at 365 nm. The glass substrate on which the low refractive index layer and the high refractive index layer were formed was placed in a chloroform solution to remove non-cured portions.

Thereafter, a low refractive index layer and a high refractive index layer were repeatedly laminated on the high refractive index layer to manufacture a photonic crystal structure in which 11 refractive index layers were stacked.

Example 2

The poly (p-MS-BPAA) prepared in Preparation Example 1 was dissolved in chloroform to prepare a high refractive index dispersion composition. Poly (FEA-BPAA) prepared in Preparation Example 2 was dissolved in ethyl alcohol to prepare a low refractive index dispersion composition .

The low refractive index dispersion composition was coated on a glass substrate at 1,500 rpm for 10 seconds using a spin coater and cured at 365 nm to prepare a low refractive index layer. The glass substrate on which the low refractive index layer was formed was placed in an ethyl acetate solution to remove unhardened portions.

Next, the high refractive index dispersion composition was coated on the low refractive index layer using a spin coater at 1,500 rpm for 10 seconds and cured at 365 nm to prepare a high refractive index layer. The glass substrate on which the low refractive index layer and the high refractive index layer were formed was placed in a chloroform solution to remove non-cured portions.

Thereafter, a low refractive index layer and a high refractive index layer were repeatedly laminated on the high refractive index layer to manufacture a photonic crystal structure in which a total of 25 refractive index layers were laminated.

The photonic crystal structures produced in the above examples are summarized in Table 4 below.

Board The low refractive index layer High refractive index layer gun
Number of layers Copolymer type Thickness (nm) Copolymer type Thickness (nm) Example 1 Glass Poly (FEA-BPAA) 52.2 Poly (p-MS-BPAA) 72.9 11 Example 2 Glass Poly (FEA-BPAA) 85.1 Poly (p-MS-BPAA) 63.2 25

Experimental Example  2: Alcohol isomeric Color conversion  observe

To observe the color conversion of the photonic crystal structure according to the butanol isomer, the photocrystal structure prepared in Example 1 was immersed in n-butanol, sec-butanol, iso-butanol and tert- Thereafter, the changed color was observed, and the photograph was shown in Fig. These specular reflectances were measured using a reflectometer (USB 4000, Ocean Optics), and the results are shown in FIG. 3 and Table 5 below. In this case, "pristine" means the color of the photonic crystal structure before being immersed in the solvent.

Alcohol type Reflection wavelength
(nm) Specular reflection
(%) Pristine 509 30 n-butanol 630 10 sec-butanol 613 11 iso-butanol 597 10 tert-butanol 515 14

In order to observe the color conversion of the photonic crystal structure according to the propanol isomer, the photocrystal structure prepared in Example 2 was immersed in 1-propanol and 2-propanol until no more color change was observed, And a photograph thereof is shown in Fig. The specular reflectance was measured using a reflectometer (USB 4000, Ocean Optics), and some of the results were shown in Table 6 below.

Alcohol type Reflection wavelength
(nm) Specular reflection
(%) Pristine 492 29 1-propanol 568 15

As shown in Tables 5 and 6 and FIGS. 2 to 4, it can be seen that the reflected wavelength of the photonic crystal structure of the embodiment varies depending on the type of the alcohol isomer to be contacted, and the color represented thereby varies. Further, the reflection wavelength of the photonic crystal structure and the shifted reflection wavelength correspond to the visible light region, and the identification of the alcohol isomer can be visually confirmed.

Experimental Example 3: Reproducibility Test

The photocatalytic structure prepared in Example 1 was immersed in n-butanol, sec-butanol, iso-butanol and tert-butanol, and the reflectance of the photonic crystal structure was measured using a reflectometer (USB 4000, Ocean Optics) , And then the cycle of measuring the degree of specular reflection of the photonic crystal structure at the time of returning to the color of the photonic crystal structure before being immersed in the solvent was repeated ten times to test the reproducibility. The results are shown in FIG. 5, respectively.

As shown in FIG. 5, it can be seen that the photonic crystal structure produced in Example 1 exhibits the same range of reflection wavelengths as in the first cycle even for repeated cycles of all the alcohols. This means that the reproducibility of the optical sensor including the photonic crystal structure is excellent. Therefore, it is confirmed that the optical sensor can be reused repeatedly.

Experimental Example 4: Response Time Test

To confirm the response speed of the photonic crystal structure, the photonic crystal structure prepared in Example 1 was immersed in n-butanol, sec-butanol, iso-butanol and tert-butanol, USB 4000, Ocean Optics), and the results are shown in FIG. 6

As shown in FIG. 6, it can be seen that the photonic crystal structure prepared in Example 1 rapidly shifted the reflection wavelength of most of the solvents and exhibited a response time of about 1 minute or less.

Therefore, through the experiment examples 3 and 4, it can be seen that the optical sensor including the photonic crystal structure according to the embodiment of the present invention shows excellent reproducibility and fast response speed.

10: photonic crystal structure 11: substrate
13: first refractive index layer 15: second refractive index layer

Claims (10)

1. A photosensor for identifying an alcohol isomer comprising a photonic crystal structure,
Wherein the photonic crystal structure comprises:
A first refractive index layer alternately stacked, the first refractive index layer including a first polymer exhibiting a first refractive index; And a second refractive index layer including a second polymer exhibiting a second refractive index,
Wherein the first refractive index and the second refractive index are different from each other,
Wherein one of the first polymer and the second polymer is a copolymer represented by the following formula (1)
Wherein the other of the first polymer and the second polymer is a copolymer represented by the following formula (2): < EMI ID =
[Chemical Formula 1]
Figure 112017048079055-pat00014

In Formula 1,
R 1 and R 2 are each independently hydrogen or C 1-3 alkyl,
X 1 is C 1-10 fluoroalkyl,
L < 1 > is O or NH,
Y < 1 > is benzoylphenyl,
Wherein Y 1 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,
n and m are each independently an integer of 1 or more,
n + m is from 100 to 1,000,
(2)
Figure 112017048079055-pat00015

In Formula 2,
R 3 and R 4 are each independently hydrogen or C 1-3 alkyl,
A is a C 6-20 aromatic group or a C 2-20 heteroaromatic group,
Here, A is unsubstituted or substituted, or a hydroxy, cyano, nitro, amino, halogen, SO 3 H, SO 3 ( C 1- 5 alkyl), C 1-10 group consisting of alkyl and C 1-10 alkoxy ≪ RTI ID = 0.0 > 1, < / RTI >
L < 2 > is O or NH,
Y 2 is benzoylphenyl,
Wherein Y 2 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,
n 'and m' are each independently an integer of 1 or more,
n '+ m' is 100 to 1,000.
The method according to claim 1,
Wherein the photonic crystal structure exhibits color conversion upon contact with the alcohol to visually identify the alcohol isomer.
3. The method of claim 2,
Wherein the color conversion of the photonic crystal structure occurs as the reflection wavelength of the photonic crystal structure shifts by swelling of the first polymer or the second polymer.
The method according to claim 1,
Wherein the alcohol is an alcohol having 3 to 10 carbon atoms.
The method according to claim 1,
R 1 and R 2 are each independently hydrogen or methyl,
X 1 is selected from the group consisting of fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 1,1-difluoroethyl, Trifluoromethyl, difluoroethyl, 1,1,2-trifluoroethyl, 1,2,2-trifluoroethyl, 2,2,2-trifluoroethyl, 1-fluoropropyl, , 1,1-difluoropropyl, 1,2-difluoropropyl, 2,2-difluoropropyl, 1,1,2-trifluoropropyl, 1,2,2-trifluoropropyl, Fluorobutyl, 1,1-difluorobutyl, 1,2-difluorobutyl, 2,2-difluorobutyl, 2,2-difluorobutyl, 1,1,2-trifluorobutyl, 1,2,2-trifluorobutyl, or 2,2,2-trifluorobutyl, for the detection of alcohol isomers.
The method according to claim 1,
Wherein the copolymer represented by the formula (2) is represented by the following formula (3): < EMI ID =
(3)
Figure 112017048079055-pat00016

In Formula 3,
R 3 and R 4 are each independently hydrogen or C 1-3 alkyl,
R 11 is hydroxy, cyano, nitro, and amino, SO 3 H, SO 3 ( C 1- 5 alkyl), C 1-10 alkyl or C 1-10 alkoxy,
a1 is an integer of 0 to 5,
L < 2 > is O or NH,
Y 2 is benzoylphenyl,
Wherein Y 2 is unsubstituted or substituted with one to four substituents each independently selected from the group consisting of hydroxy, halogen, nitro, C 1-5 alkyl and C 1-5 alkoxy,
n 'and m' are each independently an integer of 1 or more,
n '+ m' is 100 to 1,000.
The method according to claim 6,
R 3 and R 4 are each independently hydrogen or methyl,
R 11 is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-
a1 is 0, 1 or 2, an alcohol isomer identifying light sensor
The method according to claim 1,
Wherein the total number of layers of the first refractive index layer and the second refractive index layer is 5 to 30 layers.
The method according to claim 1,
Wherein the first refractive index layer is a low refractive index layer having a thickness of 30 to 150 nm,
Wherein the second refractive index layer is a high refractive index layer having a thickness of 30 to 150 nm.
Contacting an optical sensor according to any one of claims 1 to 9 with a sample; And
Identifying the alcohol isomer in the sample through color conversion of the photonic crystal structure of the photosensor.
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040841A1 (en) 1980-05-27 1981-12-02 Daikin Kogyo Co., Ltd. Photosensitive material
JP2009128160A (en) 2007-11-22 2009-06-11 Kyushu Univ Alcohol sensor
US20120293802A1 (en) 2009-10-16 2012-11-22 Opalux Incorporated Photonic crystal combinatorial sensor
US20160252625A1 (en) 2014-10-29 2016-09-01 The University Of Massachusetts Photonic polymer multilayers for colorimetric radiation sensing

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040841A1 (en) 1980-05-27 1981-12-02 Daikin Kogyo Co., Ltd. Photosensitive material
JP2009128160A (en) 2007-11-22 2009-06-11 Kyushu Univ Alcohol sensor
US20120293802A1 (en) 2009-10-16 2012-11-22 Opalux Incorporated Photonic crystal combinatorial sensor
US20160252625A1 (en) 2014-10-29 2016-09-01 The University Of Massachusetts Photonic polymer multilayers for colorimetric radiation sensing

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