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WO2025041688A1 - Film de polarisation équipé d'un substrat, élément générateur d'énergie par vibrations, élément électroluminescent organique et procédé de fabrication d'un film de polarisation équipé d'un substrat - Google Patents

Film de polarisation équipé d'un substrat, élément générateur d'énergie par vibrations, élément électroluminescent organique et procédé de fabrication d'un film de polarisation équipé d'un substrat Download PDF

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Publication number
WO2025041688A1
WO2025041688A1 PCT/JP2024/028973 JP2024028973W WO2025041688A1 WO 2025041688 A1 WO2025041688 A1 WO 2025041688A1 JP 2024028973 W JP2024028973 W JP 2024028973W WO 2025041688 A1 WO2025041688 A1 WO 2025041688A1
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Prior art keywords
substrate
polarizing film
group
compound
film
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Japanese (ja)
Inventor
正樹 田中
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Tokyo University of Agriculture and Technology NUC
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Tokyo University of Agriculture and Technology NUC
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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G7/00—Capacitors in which the capacitance is varied by non-mechanical means; Processes of their manufacture
    • H01G7/02—Electrets, i.e. having a permanently-polarised dielectric
    • H—ELECTRICITY
    • H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
    • H02N—ELECTRIC MACHINES NOT OTHERWISE PROVIDED FOR
    • H02N1/00—Electrostatic generators or motors using a solid moving electrostatic charge carrier
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight

Definitions

  • the present invention relates to a substrate-mounted polarizing film, a vibration power generation element, an organic light-emitting element, and a method for manufacturing a substrate-mounted polarizing film.
  • Electrostatic vibration power generation elements are known as power generation elements that convert vibrations into electricity. Vibration power generation elements are configured to use vibration to change the relative position of an electret and an electrode, thereby inducing electrostatic induction in the electrodes one after another. Vibration power generation elements can efficiently extract electricity from low-frequency vibrations with low acceleration (e.g. environmental vibrations, etc.).
  • polarized films obtained by injecting an electric charge into a polymer film as the electret for vibration power generation elements.
  • Charging processes for example, corona discharge, electron beam irradiation, thermal poling, or contact charging have been used to inject an electric charge into the polymer film.
  • Patent Document 1 discloses a vibration power generator (hereinafter also referred to as a "vibration power generation element").
  • the vibration power generation element disclosed in Patent Document 1 generates induced charges in a configuration having a counter electrode facing an electret electrode, and generates electricity by moving the induced charges by vibrating the electret electrode or the counter electrode.
  • the electret electrode has at least a first electrode and a first polar molecule.
  • a thin film consisting of the first polar molecule substantially containing Al(7-Prq)3, OXD-7, Alq3, TPBi or BCP is laminated on the first electrode.
  • Patent Document 2 discloses a membrane (hereinafter also referred to as a "polarized membrane”).
  • the membrane disclosed in Patent Document 1 contains a compound represented by the following general formula (x).
  • R represents a fluorinated alkyl group.
  • X, Y, and Z each independently represent a fluorinated alkyl group, and the remaining each independently represent a substituent other than a fluorinated alkyl group.
  • Patent Document 1 Japanese Patent No. 7297280 Patent Document 2: Japanese Patent Publication No. 2022-143338
  • the power output of the vibration power generation element disclosed in Patent Document 1 and the power output of the vibration power generation element using the polarized film disclosed in Patent Document 2 may not be sufficient. It is known that the power output of a vibration power generation element is proportional to the square of the surface potential of the polarized film. Therefore, in order to increase the power output of a vibration power generation element, there is a demand for a substrate-attached polarized film whose absolute value of the surface potential per unit film thickness is greater than that of conventional films.
  • An object of one embodiment of the present disclosure is to provide a substrate-attached polarizing film, a vibration power generating element, an organic light-emitting element, and a method for manufacturing a substrate-attached polarizing film, which have a larger absolute value of surface potential per unit film thickness.
  • Means for solving the above problems include the following embodiments. ⁇ 1> A substrate and a polarizing film formed on at least one of two main surfaces of the substrate, A substrate-attached polarizing film, wherein the polarizing film contains a compound represented by the following formula (I):
  • Z is a divalent organic group that imparts a bent structure to the compound, and represents a hydrocarbon group having 2 to 80 carbon atoms, a sulfonyl group, an amine group, an ether group, or a thioether group.
  • a part or all of the carbon atoms constituting the hydrocarbon group may be substituted with a heteroatom.
  • a part or all of the hydrogen atoms of the hydrocarbon group may be substituted with a halogen atom.
  • a 1 and A 2 each independently represent a single bond or a divalent linking group.
  • X1 and X2 each independently represent a monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms or a hydrocarbon group having 2 to 80 carbon atoms.
  • X1 and X2 some or all of the hydrogen atoms of the aromatic hydrocarbon group and the hydrocarbon group are substituted with fluorine atoms.
  • the total number of fluorine atoms contained in each of X1 and X2 is greater than the number of halogen atoms contained in Z.
  • the divalent organic group is one selected from the group consisting of groups represented by the following formulas (z-1) to (z-7):
  • X1 and X2 are groups represented by the formula (x-1), the formula (x-2), or the formula (x-3),
  • a 1 and A 2 each independently represent the divalent linking group, the divalent linking group is an aromatic hydrocarbon group having 6 to 80 carbon atoms,
  • the substrate-attached polarizing film according to ⁇ 5>, wherein the divalent linking groups are each independently represented by the following formula (a-1), formula (a-2) or formula (a-3):
  • An organic light-emitting element comprising a polarizing film separated from the substrate-attached polarizing film according to any one of ⁇ 1> to ⁇ 8>.
  • a method for producing a polarized film with a substrate comprising:
  • a method for manufacturing a substrate-attached polarized film, a vibration power generation element, an organic light-emitting element, and a substrate-attached polarized film that have a larger absolute value of surface potential per unit film thickness is provided.
  • FIG. 1 is a diagram showing the direction of the permanent dipole moment of compound (I-1).
  • FIG. 2 is a cross-sectional view of the vibration power generating element according to the first embodiment of the present disclosure.
  • FIG. 3 is a cross-sectional view of a vibration power generating element according to a second embodiment of the present disclosure.
  • FIG. 4 is a cross-sectional view of a vibration power generating element according to a third embodiment of the present disclosure.
  • FIG. 5 is a graph showing the 1 H-NMR of the compound obtained in Synthesis Example (I-1).
  • FIG. 6 is a graph showing the 1 H-NMR of the compound obtained in Synthesis Example (I-2).
  • FIG. 7 is a graph showing the 1 H-NMR of the compound obtained in Synthesis Example (I-3).
  • FIG. 8 is a graph showing the 1 H-NMR of the compound obtained in Synthesis Example (I-4).
  • FIG. 9 is a graph showing the surface potential versus film thickness for Examples 1 to 8.
  • FIG. 10 is a graph showing the surface potential versus film thickness for Comparative Examples 1 to 4.
  • FIG. 11 is a graph showing the surface potential versus film thickness for Examples 9 and 10.
  • FIG. 12 is a graph showing the surface potential versus film thickness for Examples 11 to 14.
  • FIG. 13 is a top view of the vibration power generating element for evaluation.
  • FIG. 14 is a cross-sectional view taken along line VIII-VIII in FIG.
  • FIG. 15 is a graph showing the magnitude of the surface current of the polarized film with the substrate of Example 15 versus the elapsed time.
  • a numerical range expressed using "to” means a range that includes the numerical values before and after "to" as the lower and upper limits.
  • the term “step” refers not only to an independent step, but also to a step that cannot be clearly distinguished from other steps, as long as the purpose of the step is achieved.
  • the upper or lower limit value described in one numerical range may be replaced with the upper or lower limit value of another numerical range described in stages.
  • the upper or lower limit value of the numerical range may be replaced with a value shown in the examples.
  • the substrate-attached polarizing film of the present disclosure includes a substrate and a polarizing film formed on at least one of the two main surfaces of the substrate.
  • the polarizing film contains a compound represented by the following formula (I) (hereinafter, also referred to as "compound (I)").
  • Z is a divalent organic group that imparts a bent structure to the compound, and represents a hydrocarbon group having 2 to 80 carbon atoms, a sulfonyl group (-SO 2 -), an amine group (-NH-), an ether group (-O-) or a thioether group (-S-). Some or all of the carbon atoms constituting the hydrocarbon group may be substituted with a heteroatom. Some or all of the hydrogen atoms of the hydrocarbon group may be substituted with a halogen atom.
  • a 1 and A 2 each independently represent a single bond or a divalent linking group.
  • X1 and X2 each independently represent a monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms or a hydrocarbon group having 2 to 80 carbon atoms. In X1 and X2 , some or all of the hydrogen atoms of the aromatic hydrocarbon group and the hydrocarbon group are substituted with fluorine atoms. The total number of fluorine atoms contained in each of X1 and X2 is greater than the number of halogen atoms contained in Z.
  • polarized film refers to a film that semi-permanently maintains polarization in the film thickness direction.
  • polarized film refers to a film that has a surface potential.
  • surface potential refers to the potential difference between the surface of the polarized film (i.e., the surface of the polarized film opposite the substrate) and the substrate (0 V).
  • the surface potential is also called the giant surface potential (GSP).
  • GSP giant surface potential
  • divalent organic group that imparts a bent structure to the compound means that the bond angle is not 180°.
  • bond angle means the angle formed by a first line connecting an atom of Z that is bonded to A1 (a sulfur atom when Z is a sulfonyl atom) and a carbon atom that is bonded to A1 of X1 in formula (I), and a second line connecting an atom of Z that is bonded to A2 and a carbon atom that is bonded to A2 of X2 .
  • the "divalent linking group” refers to -O-, -S-, -CO-, -N-, a divalent hydrocarbon group having 2 to 80 carbon atoms, or a combination thereof.
  • aliphatic hydrocarbon group refers to a hydrocarbon group that does not contain an aromatic ring.
  • aromatic hydrocarbon group refers to a hydrocarbon group having at least one aromatic ring.
  • aromatic ring refers to a cyclic conjugated compound having 4n+2 ⁇ electrons.
  • the aromatic ring may be monocyclic (e.g., benzene, etc.) or polycyclic (e.g., naphthalene, anthracene, or phenanthrene, etc.).
  • the absolute value of the surface potential per unit film thickness is greater than that of the conventional one.
  • the thickness of the polarizing film can be thinner than when a conventional polarizing film is used.
  • the substrate-attached polarizing film of the present disclosure can reduce the manufacturing costs of, for example, a vibration power generating element. This effect is believed to be due to, but not limited to, the following reasons.
  • the inventor has experimentally found that when a molecule having a trifluoromethyl (CF 3 ) group is deposited on a substrate by vacuum deposition, the CF 3 group in the molecule is oriented toward the surface side of the film, and a polarized film that spontaneously generates polarization is easily formed. Such specific orientation of the CF 3 group is believed to be due to small surface tension. For example, the reason why fluorine processing of frying pans and the like shows water repellency and oil repellency is believed to be because the CF 3 group (especially the fluorine atom) has a property that makes it difficult to mix with other substances (i.e., the property of small surface tension).
  • the CF 3 group (especially the fluorine atom) is believed to try to orient toward the empty vacuum side (i.e., the surface side of the film). It is presumed that such an action results in a polarized film in which compounds having a trifluoromethyl (CF 3 ) group are arranged so that the permanent dipole moment (PDM) of the molecule is in the same direction.
  • PDM permanent dipole moment
  • Z is a divalent organic group that imparts a bent structure to compound (I), and the total number of fluorine atoms contained in each of X1 and X2 is greater than the number of halogen atoms contained in Z.
  • the configuration of the substrate-attached polarizing film is appropriately selected depending on the application of the substrate-attached polarizing film.
  • the polarizing film may be formed directly on the two main surfaces of the substrate, or may be formed indirectly on the two main surfaces of the substrate.
  • the polarizing film is formed indirectly on the two main surfaces of the substrate, other layers described below may be interposed between the polarizing film and the substrate.
  • the substrate-attached polarized film includes a polarized film.
  • the polarized film includes compound (I).
  • the polarized film may consist of only compound (I).
  • the polarized film may be a film formed by vacuum deposition (i.e., a vacuum deposition film).
  • the thickness of the polarizing film is appropriately selected depending on the application of the polarizing film with substrate.
  • the thickness of the polarizing film is preferably 100 nm or more in terms of developing a sufficient surface potential, and may be 500 nm or more, or 1000 nm or more.
  • the thickness of the film may be 10,000 nm or less, 1000 nm or less, or 500 nm or less.
  • the thickness of the polarizing film may be 1 nm to 100 nm, 5 nm to 100 nm, 20 nm to 100 nm, or 50 nm to 100 nm.
  • the method for measuring the thickness of the polarizing film is the same as that described in the examples.
  • the polarized film exhibits a positive or negative surface potential on its surface due to the structure and polarization of the compound represented by (I) above. It is preferable that the surface potential of the polarized film changes depending on the thickness of the polarized film.
  • the absolute value of the surface potential of the polarized film is not particularly limited, and may be 100V to 1000V, 1000V to 10000V, or 10000V to 100000V.
  • a method for adjusting the absolute value of the surface potential of the polarizing film to fall within the above-mentioned range there can be mentioned a method in which the compound (I) is vacuum-deposited to form the polarizing film.
  • the method for measuring the surface potential of the polarized film is the same as that described in the Examples.
  • the absolute value of the surface potential per unit thickness of the polarizing film is preferably 180 mV/nm to 1200 mV/nm.
  • the absolute value of the surface potential per unit thickness of the polarizing film is 180 mV/nm to 1200 mV/nm, which means that the absolute value of the surface potential per unit thickness of the polarizing film is higher than that of the conventional polarizing film.
  • the substrate-attached polarizing film of the present disclosure can increase the output of the vibration power generating element.
  • the absolute value of the surface potential per unit thickness of the polarizing film is preferably 180 mV/nm to 1200 mV/nm, more preferably 300 mV/nm to 1200 mV/nm, and even more preferably 500 mV/nm to 1200 mV/nm.
  • the absolute value of the surface potential per unit thickness of the polarizing film may be 140 mV/mm to 1200 mV/nm, or may be 200 mV/mm to 1200 mV/nm.
  • the absolute value of the surface potential per unit thickness of the polarizing film can be adjusted to fall within the above-mentioned range by forming the polarizing film by vacuum deposition of compound (I).
  • the method for measuring the surface potential per unit thickness of the polarizing film is the same as that described in the Examples.
  • the compound (I) is represented by the following formula (I):
  • the compound (I) contained in the polarizing film may be one type or two or more types.
  • Z is a divalent organic group that imparts a bent structure to the compound, and represents a hydrocarbon group having 2 to 80 carbon atoms, a sulfonyl group, an amine group, an ether group, or a thioether group. Some or all of the carbon atoms constituting the hydrocarbon group may be substituted with heteroatoms. Some or all of the hydrogen atoms of the hydrocarbon group may be substituted with halogen atoms.
  • the "hydrocarbon group having 2 to 80 carbon atoms” represented by Z may be any of linear, branched, and cyclic.
  • the "hydrocarbon group having 2 to 80 carbon atoms” represented by Z may be a saturated or unsaturated hydrocarbon group.
  • the "hydrocarbon group having 2 to 80 carbon atoms” represented by Z may have 2 to 10 carbon atoms, 11 to 40 carbon atoms, or 41 to 80 carbon atoms.
  • Examples of heteroatoms which may substitute "a part or all of the carbon atoms constituting the hydrocarbon group” represented by Z include oxygen atoms, nitrogen atoms, sulfur atoms, phosphorus atoms, and boron atoms.
  • halogen atoms with which "a part or all of the hydrogen atoms of the hydrocarbon group" may be substituted include fluorine, chlorine, bromine, and iodine.
  • the number of halogen atoms with which "a part or all of the hydrogen atoms of the hydrocarbon group” represented by Z may be substituted may be smaller than the number of fluorine atoms contained in each of X1 and X2 , and may be 1 or more, or may be 0.
  • Examples of the "hydrocarbon group having 2 to 80 carbon atoms" represented by Z include groups represented by the following formulas (z-1) to (z-7) and hydrocarbon groups containing fullerene.
  • a 1 and A 2 each independently represent a single bond or a divalent linking group.
  • the "divalent linking group" represented by A1 and A2 represents -O-, -S-, -CO-, -N-, a divalent hydrocarbon group having 1 to 80 carbon atoms, or a combination thereof.
  • the "divalent hydrocarbon group having 1 to 80 carbon atoms” represented by A1 and A2 may be linear, branched, or cyclic.
  • the "divalent hydrocarbon group having 1 to 80 carbon atoms” represented by A 1 and A 2 may be a saturated or unsaturated hydrocarbon group.
  • the "divalent hydrocarbon group having 1 to 80 carbon atoms" represented by A1 and A2 may have 1 to 10 carbon atoms, 11 to 40 carbon atoms, or 41 to 80 carbon atoms.
  • heteroatoms with which "a part or all of the carbon atoms constituting the hydrocarbon group" represented by A1 and A2 may be substituted include an oxygen atom, a nitrogen atom, a sulfur atom, a phosphorus atom, and a boron atom.
  • a part or all of the carbon atoms constituting the "divalent hydrocarbon group having 1 to 80 carbon atoms" represented by A1 and A2 may be substituted with a heteroatom (e.g., nitrogen, oxygen, sulfur, or a halogen (e.g., fluorine, chlorine, bromine, or iodine, etc.)).
  • a heteroatom e.g., nitrogen, oxygen, sulfur, or a halogen (e.g., fluorine, chlorine, bromine, or iodine, etc.)
  • Examples of the "divalent hydrocarbon group having 1 to 80 carbon atoms" represented by A1 and A2 include groups represented by the following formulas (a-1) to (a-3).
  • X1 and X2 each independently represent a monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms or a hydrocarbon group having 2 to 80 carbon atoms.
  • X1 and X2 some or all of the hydrogen atoms of the aromatic hydrocarbon group and the hydrocarbon group are substituted with fluorine atoms.
  • the total number of fluorine atoms contained in each of X1 and X2 is greater than the number of halogen atoms contained in Z.
  • the "monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms” represented by X1 and X2 may be linear, branched, or cyclic.
  • the "monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms” represented by X1 and X2 may be a saturated or unsaturated hydrocarbon group.
  • the "monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms” represented by X1 and X2 may have 6 to 20 carbon atoms, 21 to 50 carbon atoms, or 51 to 80 carbon atoms.
  • the "hydrocarbon group having 2 to 80 carbon atoms" represented by X1 and X2 may be any of linear, branched, and cyclic.
  • the "hydrocarbon group having 2 to 80 carbon atoms" represented by X1 and X2 may be a saturated or unsaturated hydrocarbon group.
  • the "hydrocarbon group having 2 to 80 carbon atoms” represented by X1 and X2 may have 2 to 10 carbon atoms, 11 to 40 carbon atoms, or 41 to 80 carbon atoms.
  • Examples of heteroatoms with which "carbon atoms constituting the aromatic hydrocarbon group or a part or all of the carbon atoms constituting the hydrocarbon group” represented by X1 and X2 may be substituted include an oxygen atom, a nitrogen atom, a sulfur atom, a phosphorus atom, a boron atom, and the like.
  • the total number of fluorine atoms contained in each of X1 and X2 may be 1 to 10 or 11 to 30, as long as it is greater than the number of halogen atoms contained in Z.
  • the difference between the total number of fluorine atoms contained in each of X1 and X2 and the number of halogen atoms contained in Z is preferably as large as possible, and may be 1 to 10 or 11 to 30.
  • Examples of the "monovalent aromatic hydrocarbon group having 6 to 80 carbon atoms or a hydrocarbon group having 2 to 80 carbon atoms" represented by X1 and X2 include groups represented by the following formulas (x-1) to (x-10).
  • the molecular weight of compound (I) is not particularly limited, but from the viewpoint of further increasing the absolute value of the surface potential of the polarized film, it is preferably 400 to 2000, more preferably 600 to 1500, even more preferably 700 to 1300, and particularly preferably 800 to 1200.
  • the divalent organic group is preferably one selected from the group consisting of groups represented by the following formulas (z-1) to (z-7), and X1 and X2 are preferably one selected from the group consisting of groups represented by the following formulas (x-1) to (x-10).
  • the absolute value of the magnitude of the permanent dipole moment of compound (I) is greater than that of a compound in which the divalent organic group and X1 and X2 are not the above groups.
  • the absolute value of the surface potential per unit thickness of the substrate-attached polarized film is greater than.
  • compound (I) in which the divalent organic group is one selected from the group consisting of groups represented by formulas (z-1) to (z-7), and X 1 and X 2 are one selected from the group consisting of groups represented by formulas (x-1) to (x-10) will also be referred to as "compound (IA)".
  • X1 and X2 are groups represented by the formula (x-1), (x-2) or (x-3), and the divalent organic group is a group represented by the formula (z-1), (z-2) or (z-3).
  • the absolute value of the magnitude of the permanent dipole moment of compound (I) tends to be larger than that of a compound in which the divalent organic group, X1 , and X2 are not the above groups among the compounds (I).
  • the absolute value of the surface potential per unit film thickness of the polarized film with the substrate tends to be larger than that of the compound (I).
  • the divalent organic group is preferably one selected from the group consisting of groups represented by formula (z-1) and formulas (z-3) to (z-7). In other words, it is preferable that the divalent organic group does not contain a halogen atom.
  • the absolute value of the surface potential per unit film thickness of the substrate-attached polarizing film is larger than.
  • A1 and A2 each independently represent the divalent linking group, and the divalent linking group is preferably an aromatic hydrocarbon group having 6 to 80 carbon atoms. A part or all of the carbon atoms constituting the divalent linking group may be substituted with a heteroatom. In other words, A1 and A2 preferably contain an aromatic ring.
  • the steric hindrance of compound (I) is greater than when A 1 and A 2 are composed of only single bonds (alkyl groups). In other words, the rigidity of compound (I) is superior. Therefore, when the polarized film is formed by vacuum deposition, compound (I) is more likely to be arranged regularly on the substrate.
  • the glass transition temperature indicates the temperature at which the physical properties (e.g., viscosity or fluidity) of the object to be measured change rapidly when the temperature is changed continuously. Therefore, the glass transition temperature of the polarized film is higher.
  • the polarized film with substrate may be exposed to a high-temperature atmosphere after being produced. If the temperature of the high-temperature atmosphere exceeds the glass transition temperature of the polarized film with substrate, the molecular arrangement of the compound (I) of the polarized film may be disturbed, and the absolute value of the surface potential of the polarized film may decrease.
  • the higher the glass transition temperature of the polarized film the higher the lower limit of the temperature at which the surface potential of the polarized film decreases.
  • the surface potential of the polarized film can be maintained even at a relatively high environmental temperature.
  • the polarized film with substrate can be applied to a wide range of processing processes. Therefore, the applications of the polarized film with substrate are more widespread.
  • compound (I) in which A1 and A2 each independently represent the divalent linking group and the divalent linking group is an aromatic hydrocarbon group having 6 to 80 carbon atoms will also be referred to as "compound (IB)".
  • the divalent linking groups are preferably each independently represented by the following formula (a-1), formula (a-2) or formula (a-3). This tends to make the glass transition temperature of the polarized film higher than when A 1 and A 2 are not groups represented by formula (a-1), formula (a-2), or formula (a-3). As a result, the polarized film with substrate can be applied to a wider range of processing processes. Therefore, the applications of the polarized film with substrate are broader.
  • Compound (I) may include at least one of compound (I-1) represented by formula (I-1) below, compound (I-2) represented by formula (I-2) below, compound (I-3) represented by formula (I-3) below, compound (I-4) represented by formula (I-4) below, and compound (I-5) represented by formula (I-5) below, and may be at least one of compound (I-1), compound (I-2), compound (I-3), compound (I-4), and compound (I-5).
  • the compound (I) preferably has a permanent dipole moment of 4.0 to 25.0 Debye in absolute value.
  • Compound (I) having a permanent dipole moment of 4.0 to 25.0 Debye in absolute value indicates that the absolute value of the permanent dipole moment of the compound is high.
  • the absolute value of the surface potential per unit thickness of the polarized film with the substrate is greater than that in the case where the compound has a permanent dipole moment of less than 4.0 Debye in absolute value.
  • the absolute value of the permanent dipole moment of compound (I) may be 4.0 Debye to 7.0 Debye, 7.0 Debye to 14.0 Debye, or 14.0 Debye to 25.0 Debye.
  • the calculation method of the absolute value of the permanent dipole moment is the same as that described in the Examples.
  • compound (I) has conformational isomers, the magnitude of the permanent dipole moment differs between the isomers, so the permanent dipole moment of the structure with the highest probability of existence was taken as the permanent dipole moment of compound (I).
  • the direction of the permanent dipole moment of compound (I) is usually the direction from the site with negative charge to the site with positive charge in the charge distribution within the molecule of compound (I).
  • the direction of the permanent dipole moment of compound (I-1) is shown in Figure 1.
  • the direction of the arrow in Figure 1 indicates the direction of the permanent dipole moment of compound (I-1). Therefore, the polarity of the surface potential of a polarized film using compound (I-1) tends to be negative.
  • the directions of the permanent dipole moments of compounds (I-2), (I-4) and (I-5) tend to be the same as the direction of the permanent dipole moment of compound (I-1). Because the sulfonyl group has a strong electron-withdrawing property, the direction of the permanent dipole moment of compound (I-3) tends to be opposite to the direction of the permanent dipole moment of compound (I-1).
  • the polarizing film may further contain other components different from compound (I) depending on the application of the substrate-attached polarizing film, or may not contain other components.
  • the "host material” satisfies the following requirements: it is a matrix material that holds compound (I) in a certain oriented state in the polarized film, it is solid at room temperature, and it is an organic material made of molecules with a permanent dipole moment of 1 Debye or less.
  • Specific examples of the host material include CBP (4,4-N,N'-Dicarbazole-1,1'-biphenyl), SF3-TRZ (2-(9,9'-spirobi[fluoren]-3-yl)-4,6-diphenyl-1,3,5-triazine), and TCTA (4,4',4"-Tris(carbazol-9-yl)triphenylamine).
  • the content of compound (I) is not particularly limited, and is preferably 10% by mass to 99% by mass, more preferably 50% by mass to 99% by mass, and even more preferably 70% by mass to 95% by mass, based on the total amount of the polarizing film.
  • the substrate-attached polarizing film includes a substrate.
  • the substrate holds the polarizing film.
  • the material of the substrate is appropriately selected depending on the application of the substrate-attached polarizing film, and examples of the material include glass, silicon, resin, and metal.
  • the size of the substrate is appropriately selected depending on the application of the substrate-attached polarizing film.
  • the substrate-attached polarizing film may or may not have other layers.
  • the other layers may be interposed between the polarizing film and the substrate, or may be formed directly on the regions of the two main surfaces of the substrate where the polarizing film is not formed.
  • the other layers are appropriately selected depending on the application of the substrate-attached polarizing film, and examples of the other layers include conductive layers (e.g., electrode layers, etc.).
  • Applications of the substrate-attached polarizing film include, for example, power sources (i.e., vibration power sources) for wireless communications (e.g., Bluetooth, etc.), organic electroluminescence (i.e., organic EL) displays, and the like.
  • power sources i.e., vibration power sources
  • wireless communications e.g., Bluetooth, etc.
  • organic electroluminescence i.e., organic EL
  • the vibration power generation element of the present disclosure includes the substrate-attached polarizing film of the present disclosure.
  • the vibration power generation element disclosed herein has the above configuration, so the output of the vibration power generation element is higher than conventional ones.
  • a vibration power generation element converts vibration energy into electricity.
  • a vibration power generation element typically comprises a substrate-attached polarized film of the present disclosure, and an electrode (hereinafter also referred to as a "counter electrode") that faces the polarized film via an air layer.
  • the configuration of the vibration power generation element may be the same as that of a known vibration power generation element, except that it comprises a substrate-attached polarized film of the present disclosure.
  • the polarity of the substrate-attached polarized film of the present disclosure may be either negative or positive.
  • vibration power generation element Preferred applications of the vibration power generation element are vibration power generators or vibration sensors.
  • a vibration power generator at least one of the substrate-mounted polarized film and the counter electrode of the present disclosure is vibrated to induce charge in the counter electrode, and the induced charge is output as a current.
  • a vibration sensor when the object to be detected vibrates, at least one of the substrate-mounted polarized film and the counter electrode of the present disclosure vibrates in conjunction with the vibration, and the vibration of the object to be detected is detected using the current due to the charge induced in the counter electrode by this vibration as a detection signal.
  • a vibration power generating element 1A includes a substrate-attached polarizing film 10, an electrode substrate 20A, and a load resistor 30, as shown in FIG.
  • the substrate-attached polarizing film 10 has a polarizing film 11, a substrate 12, and an electrode 13.
  • the polarizing film 11 is formed on the main surface S12 of the substrate 12.
  • the electrode 13 is interposed between the polarizing film 11 and the substrate 12.
  • the substrate-attached polarizing film 10 is similar to the example of the substrate-attached polarizing film of the present disclosure.
  • the load resistor 30 is electrically connected to the electrode 13 and the counter electrode 21.
  • the load resistor 30 may be any known type.
  • the opposing electrode 21 is displaced relative to the polarizing film 11. As a result, the charge induced in the opposing electrode 21 is output as a current.
  • the electrode substrate 20A is configured to vibrate due to an external stress.
  • the present disclosure is not limited to this, and the substrate-attached polarizing film 10 may be configured to vibrate due to an external stress, or each of the substrate-attached polarizing film 10 and the electrode substrate 20A may be configured to vibrate due to an external stress.
  • the vibration power generating element 1B of the second embodiment is similar to the vibration power generating element 1A of the first embodiment, except for including a spacer 40.
  • the vibration power generating element 1B includes a substrate-attached polarizing film 10, an electrode substrate 20A, a load resistor 30, and a spacer 40.
  • the spacer 40 separates the substrate-attached polarizing film 10 from the electrode substrate 20A.
  • the spacer 40 supports the electrode substrate 20A so that the electrode substrate 20A vibrates in the thickness direction V of the electrode substrate 20A due to external stress.
  • the material of the spacer 40 is an electrically insulating material (e.g., resin, etc.).
  • the electrode substrate 20A is configured to vibrate due to an external stress.
  • the present disclosure is not limited to this, and the substrate-attached polarizing film 10 may be configured to vibrate due to an external stress, or each of the substrate-attached polarizing film 10 and the electrode substrate 20A may be configured to vibrate due to an external stress.
  • the vibration power generating element 1C of the third embodiment is similar to the vibration power generating element 1A of the first embodiment, except that the electrode substrate further includes a polarizing film.
  • the vibration power generating element 1C includes a substrate-attached polarizing film 10, an electrode substrate 20B, and a load resistor 30.
  • the electrode substrate 20B has a counter electrode 21, a substrate 22, and a polarizing film 23.
  • the polarizing film 23, the counter electrode 21, and the substrate 22 are laminated in this order.
  • the counter electrode 21 faces the polarizing film 11 of the substrate-attached polarizing film 10 via the polarizing film 23.
  • the electrode substrate 20B is supported so that the polarizing film 11 and the polarizing film 23 are spaced apart.
  • the electrode substrate 20B is configured to vibrate in the thickness direction V of the electrode substrate 20B due to external stress.
  • the polarity of the surface potential of the polarizing film 23 is opposite to the polarity of the surface potential of the polarizing film 11 of the substrate-attached polarizing film 10.
  • the electrode substrate 20B is similar to the example of the substrate-attached polarizing film of this disclosure.
  • the vibration power generation element 1C when the electrode substrate 20B vibrates in its thickness direction V, the opposing electrode 21 is displaced relative to the polarizing film 11, and the polarizing film 23 is displaced relative to the electrode 13. As a result, the charge induced in the opposing electrode 21 is output as a first current, and the charge induced in the electrode 13 is output as a second current. Therefore, the vibration power generation element 1C can generate more power than the vibration power generation element 1A.
  • the electrode substrate 20B is configured to vibrate due to an external stress.
  • the present disclosure is not limited to this, and the substrate-attached polarizing film 10 may be configured to vibrate due to an external stress, or each of the substrate-attached polarizing film 10 and the electrode substrate 20B may be configured to vibrate due to an external stress.
  • the organic light-emitting element of the present disclosure includes a polarizing film (hereinafter also referred to as the "separating film of the present disclosure") separated from the substrate-attached polarizing film of the present disclosure.
  • the organic light-emitting element disclosed herein has the above-mentioned configuration, and by inserting a polarizing film into the laminated interface, it is possible to reduce the charge injection barrier due to the energy level mismatch at the interface between the electrode and the charge transport layer, the interface between the charge transport layer and the exciton blocking layer, or the interface between the charge transport layer and the light-emitting layer, and thus reduce the driving voltage of the organic light-emitting element.
  • Organic light-emitting elements emit light when an electric field is applied.
  • the configuration of the organic light-emitting element may be the same as that of known organic light-emitting elements, except that it has the polarizing film of the present disclosure.
  • organic light-emitting element is an organic photoluminescence element (i.e., an organic PL element) or an organic electroluminescence element (i.e., an organic EL element).
  • organic photoluminescence element i.e., an organic PL element
  • organic electroluminescence element i.e., an organic EL element
  • the organic electroluminescence element has an anode, a cathode, and an organic layer formed between the anode and the cathode.
  • the organic layer includes a light-emitting layer and the polarizing film of the present disclosure.
  • the organic layer may be composed of a light-emitting layer and the polarizing film of the present disclosure, or may further have another organic layer different from the light-emitting layer and the polarizing film of the present disclosure.
  • the other organic layers include a hole transport layer, a hole injection layer, an electron blocking layer, a hole blocking layer, an electron injection layer, an electron transport layer, and an exciton blocking layer.
  • the hole transport layer may be a hole injection transport layer having a hole injection function.
  • the electron transport layer may be an electron injection transport layer having an electron injection function.
  • the materials for these organic layers may be selected from known materials.
  • the film of the present disclosure may be disposed at any position in the organic light-emitting element.
  • the separation film of the present disclosure is preferably disposed between the anode and the light-emitting layer, and more preferably disposed in a position in contact with the anode, or between the hole injection layer and the light-emitting layer so as to be in contact with the hole injection layer. This allows the separation film of the present disclosure to promote hole injection from the anode to the organic layer.
  • a laminate (hereinafter, simply referred to as "laminate") of a polarized film of the present disclosure having a negative surface potential and a polarized film of the present disclosure having a positive surface potential may be provided between the light-emitting layer and the cathode such that the film having the positive surface potential is on the cathode side. It is preferable that the laminate is provided such that the film having the positive surface potential is in contact with the cathode, or in contact with the electron injection layer between the electron injection layer and the light-emitting layer. This enables the laminate to promote electron injection from the cathode to the organic layer.
  • the manufacturing method of a polarizing film with a substrate of the present disclosure is a method of manufacturing a polarizing film with a substrate of the present disclosure.
  • the manufacturing method includes preparing a raw material containing the compound (hereinafter also referred to as a "preparation step"), and forming the polarizing film on at least one of the two main surfaces of the substrate by a vacuum deposition method or a wet process method using the raw material (hereinafter also referred to as a "formation step").
  • the preparation step and the formation step are performed in this order.
  • the manufacturing method disclosed herein has the above configuration, and therefore produces the substrate-attached polarizing film disclosed herein.
  • a raw material containing compound (I) is prepared.
  • the raw material is appropriately selected depending on the composition of the polarizing film and the method for forming the polarizing film.
  • the raw material may consist of only compound (I), may contain other components as described above, or may contain a known solvent.
  • the method for preparing the raw material is not particularly limited and may be appropriately selected depending on the composition of the polarizing film and the method for forming the polarizing film.
  • Compound (I) may be a compound obtained by synthesis.
  • the polarizing film is formed on at least one of the two main surfaces of the substrate by vacuum deposition or wet processing using the raw material.
  • wet processing include spin coating and dip coating.
  • the method of forming the polarizing film is preferably vacuum deposition.
  • the method of forming the polarizing film is vacuum deposition, it is easier to obtain a polarizing film in which multiple compounds (I) are arranged so that the directions of the permanent dipole moments of the compounds (I) are in the same direction than when the wet processing is used. In other words, it is easier to obtain a polarizing film in which the absolute value of the surface potential per unit film thickness is larger than that when the polarizing film is formed by vacuum deposition.
  • the glass transition temperature of the powder of the compound that is the raw material of the polarized film was measured using a differential scanning calorimeter (manufactured by Hitachi High-Tech Corporation: DSC7000X).
  • the glass transition temperature of the raw material powder was taken as the "glass transition temperature of the polarized film". This is because the glass transition temperature of the raw material powder and the glass transition temperature of the polarized film having a nanoscale thickness can be considered to be equivalent.
  • the obtained solid was measured by 1 H-NMR (solvent: CDCl 3 ). The measurement results are shown in FIG. 5. From the measurement results, the obtained solid was identified as the following compound (I-1). The permanent dipole moment of compound (I-1) was 5.40 Debye.
  • the obtained solid was measured by 1 H-NMR (solvent: CDCl 3 ). The measurement results are shown in FIG. 6. From the measurement results, the obtained solid was identified as the following compound (I-2). The permanent dipole moment of compound (I-2) was 7.98 Debye.
  • the obtained solid was measured by 1 H-NMR (solvent: CDCl 3 ). The measurement results are shown in FIG. 7. From the measurement results, the obtained solid was identified as the following compound (I-3). The permanent dipole moment of compound (I-3) was 5.98 Debye.
  • the obtained solid was measured by 1H-NMR (solvent: CDC13 ). The measurement results are shown in FIG. 8. From the measurement results, the obtained solid was identified as the following compound (I-4). The permanent dipole moment of compound (I-4) was 6.95 Debye.
  • Example 1 A glass substrate was prepared on which a layer (hereinafter also referred to as "electrode") made of indium tin oxide (ITO) having a thickness of 100 nm was formed. Compound (I-1) was deposited on this electrode by vacuum deposition under conditions of a vacuum degree of 1 ⁇ 10 ⁇ 4 Pa or less to form a polarizing film. In this way, a polarizing film with a substrate was obtained. The polarizing film had a thickness of 69 nm. The surface potential of the polarizing film with the substrate obtained was measured. The measured value is shown in FIG. 9. The glass transition temperature of the polarizing film was 125.1° C. The glass transition temperatures of the polarizing films of Examples 2 to 4 were also the same as that of the polarizing film of Example 1.
  • Example 2 A polarizing film with a substrate was obtained in the same manner as in Example 1, except that the thickness of the polarizing film was changed to 34 nm. The surface potential of the polarizing film with the substrate thus obtained was measured. The measurement results are shown in FIG.
  • Example 3 A polarizing film with a substrate was obtained in the same manner as in Example 1, except that the thickness of the polarizing film was changed to 7 nm. The surface potential of the polarizing film with the substrate thus obtained was measured. The measurement results are shown in FIG.
  • Example 4 A polarizing film with a substrate was obtained in the same manner as in Example 1, except that the thickness of the polarizing film was changed to 3 nm. The surface potential of the polarizing film with the substrate thus obtained was measured. The measurement results are shown in FIG.
  • Example 5 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-2) and the thickness of the polarized film was changed to 69 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured value is shown in FIG. 9. The glass transition temperature of the polarized film was 166.3° C. The glass transition temperatures of the polarized films of Examples 6 to 8 were also the same as the glass transition temperature of the polarized film of Example 5.
  • Example 6 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-2) and the thickness of the polarized film was changed to 34 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 7 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-2) and the thickness of the polarized film was changed to 7 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Example 8 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-2) and the thickness of the polarized film was changed to 3 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Comparative Example 1 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to a known compound (X-1) represented by the following formula (X-1) and the thickness of the polarized film was changed to 83 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Comparative Example 2 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to a known compound (X-1) represented by the above formula (X-1) and the thickness of the polarized film was changed to 42 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Comparative Example 3 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to a known compound (X-1) represented by the following formula (X-1) and the thickness of the polarized film was changed to 8 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Comparative Example 4 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to a known compound (X-1) represented by the following formula (X-1) and the thickness of the polarized film was changed to 4 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Example 9 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-3) and the thickness of the polarized film was changed to 27 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 10 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-3) and the thickness of the polarized film was changed to 64 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 11 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-4) and the thickness of the polarized film was changed to 29 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 12 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-4) and the thickness of the polarized film was changed to 58 nm. The surface potential of the polarized film with the substrate obtained was measured. The measured values are shown in FIG.
  • Example 13 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-4) and the thickness of the polarized film was changed to 86 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 14 A polarized film with a substrate was obtained in the same manner as in Example 1, except that compound (I-1) was changed to compound (I-4) and the thickness of the polarized film was changed to 115 nm. The surface potential of the polarized film with the substrate thus obtained was measured. The measured values are shown in FIG.
  • Example 15 A polarizing film with a substrate was obtained in the same manner as in Example 1, except that the compound (I-1) was changed to the compound (I-2) and the thickness of the polarizing film was changed to 0.35 ⁇ m.
  • the obtained substrate-attached polarized film was used to fabricate the evaluation vibration power generation element 100 shown in Figures 13 and 14, and its performance as a vibration power generation element was evaluated.
  • the evaluation vibration power generation element 100 includes a substrate-attached polarizing film 110, an electrode substrate 120, a spacer 140, an amplifier 150 (see FIG. 14), and an oscilloscope 160 (see FIG. 14).
  • the substrate-attached polarizing film 110 is the substrate-attached polarizing film obtained in Example 15. More specifically, as shown in FIG. 14, the substrate-attached polarizing film 110 has a polarizing film 111 which is a vacuum deposition film of compound (I-2), a glass substrate 112, and an electrode 113 which is a layer made of ITO.
  • the polarizing film 111 is formed on the main surface S112 of the glass substrate 112.
  • the outer edge shape of the polarizing film 111 is rectangular.
  • the thickness of the polarizing film 111 is 0.35 ⁇ m.
  • the ITO electrode 113 is interposed between the polarizing film 111 and the glass substrate 112.
  • the electrode substrate 120 has a counter electrode 121, which is a layer made of ITO, and a PET substrate 122 made of polyethylene terephthalate (PET).
  • the counter electrode 121 is formed on the main surface S122 of the PET substrate 122.
  • the counter electrode 121 faces the polarizing film 111 of the substrate-attached polarizing film 110.
  • the spacer 140 is formed to surround the periphery of the polarizing film 111.
  • the spacer 140 separates the substrate-attached polarizing film 110 from the electrode substrate 120.
  • the spacer 140 supports the electrode substrate 120 so that the electrode substrate 120 vibrates in the thickness direction V of the electrode substrate 120 due to external stress.
  • the spacer 140 is made of insulating tape.
  • the oscilloscope 160 is electrically connected to the counter electrode 121 via the amplifier 150. The change over time in the current generated in the counter electrode 121 is observed by the oscilloscope 160.
  • the PET substrate 122 was vibrated, and the time change in the generated current was measured with the oscilloscope 160.
  • the PET substrate 122 was periodically vibrated with a finger, and the distance between the PET substrate 122 and the polarizing film 111 was modulated to generate an oscillating current. It was confirmed that a negative current flowed when the PET substrate 122 was pressed with a finger.
  • the measurement results of the time change of the current generated by vibrating the PET substrate 122 showed that when the distance between the PET substrate 122 and the polarizing film 111 was modulated, a current with reversed polarity was generated, confirming the generation of a current due to vibration. It was confirmed that the current fluctuated with the same period as the period of the vibration of the PET substrate 122, and that the magnitude of the current fluctuated corresponding to the magnitude of the vibration of the PET substrate 122.
  • the absolute value of the surface potential per unit thickness was calculated by the least squares method using the measurement results of Examples 5 to 8 (see Figure 9). As a result, the absolute value of the surface potential per unit thickness of the polarized film made of compound (I-2) was 231 mV/nm.
  • the absolute value of the surface potential per unit thickness was calculated by the least squares method.
  • the absolute value of the surface potential per unit thickness of the polarized film made of compound (I-3) was 144 mV/nm.
  • the absolute value of the surface potential per unit thickness was calculated by the least squares method using the measurement results of Examples 11 to 14 (see Figure 12). As a result, the absolute value of the surface potential per unit thickness of the polarized film made of compound (I-4) was 315 mV/nm.
  • the substrate-attached polarizing films of Comparative Examples 1 to 4 included a glass substrate and a polarizing film.
  • the polarizing film did not contain compound (I-1). Therefore, as shown in FIG. 10, the absolute value of the surface potential per unit film thickness was 108 mV/nm (allowable range: 140 mV/nm or more). These results show that the substrate-attached polarized films of Comparative Examples 1 to 4 do not have a larger absolute value of the surface potential per unit film thickness.
  • the substrate-attached polarizing films of Examples 1 to 4 and 15 each had a glass substrate and a polarizing film.
  • the polarizing film contained compound (I-1). Therefore, as shown in FIG. 9, the absolute value of the surface potential per unit film thickness was 147 mV/nm (allowable range: 140 mV/nm or more).
  • the substrate-attached polarizing films of Examples 5 to 8 each had a glass substrate and a polarizing film.
  • the polarizing film contained compound (I-2).
  • the absolute value of the surface potential per unit film thickness was 231 mV/nm (allowable range: 140 mV/nm or more).
  • the substrate-attached polarizing films of Examples 9 and 10 each had a glass substrate and a polarizing film.
  • the polarizing film contained compound (I-3). Therefore, as shown in FIG. 11, the absolute value of the surface potential per unit film thickness was 144 mV/nm (allowable range: 140 mV/nm or more).
  • the substrate-attached polarizing films of Examples 11 to 14 each had a glass substrate and a polarizing film.
  • the polarizing film contained compound (I-4). Therefore, as shown in FIG. 12, the absolute value of the surface potential per unit film thickness was 315 mV/nm (allowable range: 140 mV/nm or more).
  • the substrate-attached polarized films of Examples 1 to 15 were substrate-attached polarized films having a larger absolute value of the surface potential per unit film thickness.

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Abstract

Un film de polarisation équipé d'un substrat selon la présente divulgation comprend : un substrat ; et un film de polarisation formé sur au moins l'une de deux surfaces principales du substrat. Le film de polarisation contient un composé représenté par la formule (I). Dans la formule (I), Z est un groupe organique divalent qui confère une structure courbée au composé et représente un groupe hydrocarboné ayant de 2 à 80 atomes de carbone, un groupe sulfonyle, un groupe amine, un groupe éther ou un groupe thioéther. Une partie ou la totalité des atomes d'hydrogène du groupe hydrocarboné peuvent être substitués par des atomes d'halogène. A1 et A2 représentent chacun indépendamment une liaison simple ou un groupe de liaison divalent. X1 et X2 représentent chacun indépendamment un groupe hydrocarboné aromatique monovalent ayant de 6 à 80 atomes de carbone ou un groupe hydrocarboné ayant de 2 à 80 atomes de carbone. Dans X1 et X2, une partie ou la totalité des atomes d'hydrogène du groupe hydrocarboné aromatique et du groupe hydrocarboné sont substitués par des atomes de fluor. Le nombre total d'atomes de fluor inclus dans X1 et X2 est supérieur au nombre d'atomes d'halogène inclus dans Z.
PCT/JP2024/028973 2023-08-22 2024-08-14 Film de polarisation équipé d'un substrat, élément générateur d'énergie par vibrations, élément électroluminescent organique et procédé de fabrication d'un film de polarisation équipé d'un substrat Pending WO2025041688A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006121040A1 (fr) * 2005-05-09 2006-11-16 Tokyo Institute Of Technology Cristaux liquides et affichage a cristaux liquides
WO2010032759A1 (fr) * 2008-09-19 2010-03-25 旭硝子株式会社 Electret et dispositif de conversion d’induction électrostatique
JP2013232982A (ja) * 2013-07-25 2013-11-14 Asahi Glass Co Ltd 静電誘導型発電素子およびその製造方法
WO2015029697A1 (fr) * 2013-08-27 2015-03-05 旭硝子株式会社 Dispositif générateur, mouvement de pièce d'horlogerie, et pièce d'horlogerie
WO2019004085A1 (fr) * 2017-06-26 2019-01-03 国立研究開発法人産業技術総合研究所 Dispositif électronique

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006121040A1 (fr) * 2005-05-09 2006-11-16 Tokyo Institute Of Technology Cristaux liquides et affichage a cristaux liquides
WO2010032759A1 (fr) * 2008-09-19 2010-03-25 旭硝子株式会社 Electret et dispositif de conversion d’induction électrostatique
JP2013232982A (ja) * 2013-07-25 2013-11-14 Asahi Glass Co Ltd 静電誘導型発電素子およびその製造方法
WO2015029697A1 (fr) * 2013-08-27 2015-03-05 旭硝子株式会社 Dispositif générateur, mouvement de pièce d'horlogerie, et pièce d'horlogerie
WO2019004085A1 (fr) * 2017-06-26 2019-01-03 国立研究開発法人産業技術総合研究所 Dispositif électronique

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