JP4524401B2 - Liquid crystalline organic molecular multilayer oriented thin film and method for producing the same - Google Patents

Description

  The present invention relates to a multilayer alignment thin film using liquid crystalline organic molecules used as an optical material, an electronic material, or the like.

In general, it is known that liquid crystal organic molecules emit polarized light by aligning liquid crystals. In addition, the use of such oriented liquid crystalline organic molecules in a light emitting layer such as an electroluminescent element enables the production of a polarized light emitting element, thereby expanding the application as an optical material such as a backlight of a liquid crystal display. it can.
Therefore, as a method for aligning liquid crystalline organic molecules, a method has been proposed in which an alignment film is obtained by forming a thin film from a solution on a rubbed film (alignment inducing layer) on a substrate and heating it to the liquid crystal phase temperature. Has already been applied.

  Currently, many alignment films of liquid crystal organic molecules using typical fluorenes have been reported. For example, a liquid crystal polymer polyfluorene is liquid crystal aligned on a polyimide rubbing film that is an alignment inducing layer, thereby producing an alignment film to realize a blue-polarized light emitting element (for example, see Non-Patent Document 1). . However, since polyimide is electrically insulating, it is disadvantageous for application to electronic devices. In addition, in order to avoid electrical insulation of the alignment-inducing layer, a polyfluorene alignment film is produced using a rubbing film of a conductive polymer polyphenylene vinylene to realize a blue polarized light emitting element (for example, non-patent Reference 2). Similarly, a fluorene low-molecular alignment film is produced using a rubbing film of conductive polymer polyethylene dioxythiophene for the alignment-inducing layer to realize a blue-polarized light emitting element (see, for example, Non-Patent Document 3). Similarly, a blue, green, red, or white polarized light-emitting element is also realized by preparing an alignment film in which fluorene small molecules that emit light other than blue are mixed (see, for example, Non-Patent Document 4). However, when such a rubbing film is used, there is a problem that the interface becomes rough due to the mechanical rubbing treatment of the orientation inducing layer, resulting in lack of device stability.

Furthermore, a material that improves the stability by using a photo-alignable polymer film as an alignment-inducing layer has been proposed (see, for example, Non-Patent Document 5). It is inferior to the case. In addition, these device structures include an alignment inducing layer in the device itself, and thus have a drawback of seriously adversely affecting device performance and stability.
An element structure that does not include an alignment-inducing layer has also been proposed (for example, see Non-Patent Document 6). In this method, a fluorene polymer film that is directly spin-coated on an electrode is pressed onto the alignment-inducing layer. Since the technique of removing the alignment inducing layer after the alignment film is formed is employed, the orientation is inferior to that in the case of including the alignment inducing layer.

Synthetic Metals 2000, v111-112, p181-185 Applied Physics Letters 2000, v76, p2946-2948 Advanced Materials 2003, v15, p1176-1180 Advanced Materials 2004, v16, p783-788 Applied Physics Letters 2002, v81, p2319-2321 Applied Physics Letters 2003, v83, p5347-5349

  Conventionally, in order to produce a liquid crystalline organic molecular alignment film, it has been essential to use an alignment film (alignment inducing layer) made of a different material such as a polyimide rubbing film. In addition, when a multilayer film of similar organic molecules is produced using a solution process, the lower layer film is dissolved with the solvent used to form the upper layer film, so the same solvent is used for the upper layer and lower layer materials. It is difficult to apply. Therefore, when producing such a multilayer film, it is necessary to use organic molecules having different solubilities or to select a method other than the solution process.

The present invention has been made to solve the above-described problems in the prior art. That is, the object of the present invention is to provide a good liquid crystallinity that allows the surface to be smooth and the emission wavelength to be arbitrarily selected by using a polymer and organic molecules described later without using a rubbing-treated film as an alignment-inducing layer . The object is to provide an organic molecular multilayer alignment film.
Another object of the present invention is to provide a simple manufacturing method capable of producing a liquid crystalline organic molecular multilayer alignment film without using an alignment-inducing layer of a different material, and capable of preparing the same or similar organic molecular multilayer alignment film by a solution process. Is to provide.

The present invention provides a liquid crystalline organic thin film layer in which a liquid crystalline organic molecular thin film layer having the same orientation as that of the polymer oriented thin film is formed on a polymer oriented thin film layer oriented by friction transfer. What molecular multilayer oriented film der, the polymer is thiophenes, phenylenes, with phenylene vinylene, fluorene compounds, and their derivatives, homopolymers or copolymers, or their emission wavelength adjustment parts And the liquid crystalline organic molecules are thiophenes, phenylenes, phenylene vinylenes, fluorenes and derivatives thereof, homopolymers or copolymers thereof, and copolymers having an emission wavelength adjusting site in them. Or a liquid crystal organic molecular multilayer alignment film characterized by being a mixture of them or an organic molecule having a thermotropic liquid crystallinity and a nematic phase.
In the liquid crystalline organic molecular multilayer alignment film of the present invention, the polymer alignment thin film layer (lower layer) is preferably formed on the substrate, and the liquid crystalline organic molecular thin film layer (upper layer) is red. Preferably, the alignment thin film is selected from liquid crystal organic molecules having emission wavelengths of three primary colors of green and blue or white, and the liquid crystal organic molecules emit polarized light.

  The liquid crystalline organic molecular thin film layer (upper layer) in the present invention is composed of a mixed film of liquid crystalline organic molecules composed of a host material and a guest material, and an orientation in which the wavelength of the guest material is polarized and emitted by energy transfer between the host material and the guest material. A thin film is preferred. The liquid crystalline organic molecular thin film layer is preferably an oriented thin film formed by spin coating and having surface smoothness.

The method for producing a liquid crystal organic molecular multilayer alignment thin film of the present invention comprises forming a friction transfer thin film in which a solid polymer is aligned by using a friction transfer method, and on the obtained polymer alignment thin film layer, After applying a solvent solution of molecules, the film is heated to the liquid crystal phase temperature of the liquid crystalline organic molecules, and then cooled to form a thin film in which the upper liquid crystalline organic molecules are aligned with the lower alignment film. Thus, the polymer is a homopolymer or copolymer of thiophenes, phenylenes, phenylene vinylenes, fluorenes, and derivatives thereof, or a copolymer having an emission wavelength adjusting site in them, The liquid crystalline organic molecules include thiophenes, phenylenes, phenylene vinylenes, fluorenes and derivatives thereof, homopolymers or copolymers thereof, and light emission wavelength adjusting sites. Polymer or mixtures thereof, or characterized in that an organic molecule having a nematic phase has a thermotropic liquid crystallinity. The friction transfer thin film is preferably formed by pressing and sweeping a solid crystalline polymer pressure-molded into a pellet on a smooth substrate on a heated substrate.

According to the present invention, since the thin film layer of the liquid crystalline organic molecules having the same orientation as that of the polymer alignment thin film is formed on the alignment thin film layer of the polymer aligned by the friction transfer method, the surface is It is possible to obtain a smooth liquid crystal organic molecular multilayer alignment thin film that can be freely selected with a light emission wavelength, and can easily produce a full-color polarized light-emitting element having excellent electrical stability. According to the present invention, a single or similar organic molecular alignment film can be produced while controlling the film thickness, and can be applied to an optical element such as a polarizing color filter or a phase plate.

  The liquid crystal organic molecular multilayer alignment film according to the present invention is formed by using a polymer alignment film manufactured by a friction transfer method as the lowermost layer. Thereby, this polymer friction transfer film is regarded as an alignment inducing layer, and a liquid crystal organic molecule multilayer alignment film can be easily formed by laminating liquid crystal organic molecules on the upper layer and aligning the liquid crystal.

  The friction transfer method is a new technique that can be used for thinning insoluble and infusible polymers, which are usually difficult to process. For example, the surface made of glass or metal heated and held at a constant temperature is smooth. When a polymer molded body obtained by press molding a polymer powder on a substrate is frictionally stretched while pressing in one direction, the surface of the polymer molded body is worn, and the worn product is placed on the substrate surface. It is transferred as an extremely thin film (about several nanometers to several tens of nanometers) to obtain a friction transfer film. When this is applied to a certain kind of polymer, the polymer main chain in the thin film is uniaxially oriented in the rubbing direction (sweep direction).

In the present invention, a high content child of the lower oriented polymer film layer formed as a friction transfer film is made of a homopolymer or copolymer of an organic compound having a conjugated system in the molecule, thiophenes, phenylene s, phenylene vinylene, fluorene compounds, and Ru der those formed by either of the copolymer derivatives thereof, homopolymers or copolymers, or they have an emission wavelength adjustment parts. Among these, a homopolymer or a copolymer of a compound having a fluorene skeleton in the molecule is more preferable. Specifically, a fluorene having a linear or branched alkyl group such as polydioctylfluorene or polydiethylhexylfluorene in the side chain. And fluorene copolymers having an emission wavelength adjusting site such as polydioctylfluorene benzothiadiazole. The friction transfer film formed using these has in-plane uniaxial orientation.

Further, the liquid crystalline organic content child of the top layer, thiophenes, phenylenes, phenylene vinylene, fluorene and derivatives thereof, their homopolymers or copolymers, copolymers or they have them in emission wavelength adjustment parts mixture, or an organic molecule having a nematic phase has a thermotropic liquid crystallinity, desired hue, i.e. red, blue, green, Ru organic molecules der for emitting such white. These can be used alone or in combination. As the upper liquid crystalline organic molecules, the lower layer polymer may be used.

式中、Ｒ及びＲ‘は、それぞれアルキル基、アルコキシ基またはアリール基であり、それらは同一でも異なってもよい。Ａｒは発光波長調整部位であり炭素、水素、酸素、窒素、硫黄およびセレン等を含んだ芳香族であり、ｎは重合度をあらわす。また、Ａｒは

上記Ｒ及びＲ‘は、前記したと同じ意味を有する。 Below, the typical thing of the liquid crystalline organic molecule used for this invention is shown by a chemical structural formula.

In the formula, R and R ′ are each an alkyl group, an alkoxy group or an aryl group, and they may be the same or different. Ar is a light emission wavelength adjusting portion and is an aromatic containing carbon, hydrogen, oxygen, nitrogen, sulfur, selenium, and the like, and n represents a degree of polymerization. Ar is

R and R ′ have the same meaning as described above.

  In the liquid crystal organic molecular multilayer alignment film according to the present invention, the frictional transfer film is regarded as an alignment inducing layer by the liquid crystal alignment treatment in which heat treatment is performed at the liquid crystal phase temperature of the upper liquid crystal organic molecule, and the upper liquid crystal organic molecule is aligned. A liquid crystalline organic molecular multilayer alignment film is produced. By this heat treatment, the upper liquid crystalline organic molecular film has the same orientation as the lower friction transfer film.

  Moreover, the liquid crystalline organic molecular multilayer alignment film can be obtained by forming the upper layer using a spin coating method such as spin coating, thereby obtaining a liquid crystalline organic molecular multilayer alignment film having a smooth surface. In this case, for the cognate organic molecule stacking method by solution process such as spin coating, the lower layer liquid crystal organic molecular film is protected with the poor solvent immediately before the upper layer liquid crystal organic molecule is applied, thereby lowering the lower layer. A liquid crystalline organic molecular multilayer alignment film can be formed without dissolving it. Similarly, a multilayer film of three or more layers in which a thin film layer is formed as necessary on the upper liquid crystalline organic molecule can be produced.

  In the liquid crystalline organic molecular multilayer alignment film according to the present invention, the lower layer and the upper layer may be formed of the same organic molecule. In this case, since the alignment film can be formed only on the same organic molecule on the substrate, the interface roughness and the surface roughness with the alignment inducing layer, which are problems of the prior art, are the liquid crystalline organic molecules obtained by the present invention. There is an advantage that it does not exist in the multilayer alignment film.

In addition, the liquid crystal organic molecular alignment film according to the present invention has a liquid crystal organic molecule having a liquid crystal phase temperature higher than a liquid crystal layer transition temperature of a lower liquid crystal organic molecule and a liquid crystal property having a liquid crystal phase temperature at a lower temperature. It can be formed using a mixture with organic molecules. Thereby, the upper layer can be aligned with the lower layer regardless of the liquid crystal phase transition temperature. Further, a thin film according to the purpose of use may be provided on the upper layer.
Hereinafter, the present invention will be specifically described with reference to examples and the like.

A case where a polydioctylfluorene (PFO) friction transfer film is used as the lower alignment film and PFO which is the same molecule as the lower layer is used as the upper liquid crystalline organic molecule will be described with reference to FIG.
A fused quartz substrate 1 is used as the substrate, and PFO friction transfer film 2 that becomes a lower fluorene orientation film is obtained by pressure-fitting PFO, which is pressure-molded into pellets, on fused quartz substrate 1 heated to 90 to 110 ° C. Formed. FIG. 2 shows a polarized fluorescence spectrum of the obtained PFO friction transfer film. According to FIG. 2, it was found that the PFO friction transfer film as the lower layer was uniaxially oriented in the sweep direction.
Next, methanol, which is a poor solvent of PFO, is applied to the surface of the obtained PFO friction transfer film, and subsequently, a PFO solution dissolved in toluene, which is a good solvent, is spin-coated on top of the PFO rotational coating film 3. Was formed on top of the PFO friction transfer film. FIG. 3 shows a polarization fluorescence spectrum diagram of a PFO multilayer film in which a PFO spin coating film is formed on a PFO friction transfer film. According to FIG. 3, it was found that the upper PFO spin coating film can be formed without disturbing the orientation of the lower PFO friction transfer film, and a PFO multilayer film is formed. It can be confirmed that the film is oriented to some extent only by spin coating.

Next, the formed PFO multilayer film is heated at 180 ° C., which is the liquid crystal phase temperature of PFO, for 10 minutes, and then subjected to a heat treatment for cooling, so that the lower PFO friction transfer film is regarded as an orientation inducing layer, and the upper PFO A multi-layer alignment film in which the spin coating film was aligned in the same direction as the PFO friction transfer film was produced. Drawing 1 (a) shows a sectional view of a multilayer alignment film obtained by this process.
The obtained multilayer alignment film had a smooth surface with no interface roughness or surface roughness with the alignment inducing layer. FIG. 4 shows a polarized fluorescence spectrum of the PFO multilayer film after the heat treatment. According to FIG. 4, it can be seen that the upper and lower layers are oriented in the same direction.

A case where a PFO friction transfer film is used as the lower alignment film and polydiethylhexylfluorene (PF2-6), which is a molecule similar to PFO, is used as the upper liquid crystalline organic molecule will be described with reference to FIG. To do.
Production of the PFO friction transfer film 2 on the substrate 1 was performed in the same manner as in Example 1. On the surface of the PFO friction transfer film, methanol, which is a poor solvent for PFO, is spin-coated, and subsequently, a PF2-6 solution dissolved in toluene, which is a good solvent, is spin-coated on the top, and the spin-coated film 4 of PF2-6 Was formed on the PFO friction transfer film. FIG. 5 shows the polarization fluorescence spectrum of the multilayer film composed of the obtained spin coating film of PF2-6 and the PFO friction transfer film. According to FIG. 5, it was found that the PF2-6 / PFO multilayer film in which the spin coating film of the upper PF2-6 was formed was formed without disturbing the orientation of the lower PFO friction transfer film. Further, as in Example 1, it can be confirmed that the spin coating film of PF2-6 is oriented to some extent.

Next, the formed PF2-6 / PFO multilayer film is heated for 10 minutes at a liquid crystal phase temperature of PFO of 180 ° C., and then subjected to a heat treatment for cooling, so that the lower layer PFO friction transfer film is regarded as an orientation inducing layer, A multi-layer alignment film in which the upper layer PF2-6 spin coating film was aligned in the same direction as the PFO friction transfer film was prepared. Drawing 1 (b) shows a sectional view of a multilayer alignment film obtained by this process.
FIG. 6 shows a polarized fluorescence spectrum of the PF2-6 / PFO multilayer film after the heat treatment. According to FIG. 6, it can be seen that the upper and lower layers are aligned in the same direction, and in addition, the degree of alignment of the PF2-6 / PFO multilayer alignment film is higher than that of the PFO multilayer alignment film obtained in Example 1. It was a thing. This is because the liquid crystal phase transition temperature of the upper layer PF2-6 is lower than the liquid crystal phase transition temperature of the lower layer PFO, so that the PF2-6 can be easily aligned in the heat treatment with the liquid crystal phase temperature of the PFO. Due to Therefore, it can be said that the liquid crystal phase transition temperature of the upper liquid crystalline organic molecule is preferably lower than the liquid crystal phase transition temperature of the lower layer.
When the liquid crystal phase transition temperature of the upper liquid crystalline organic molecules is higher than the liquid crystal phase transition temperature of the lower layer, the lower layer orientation is disturbed when heat treatment is performed at the upper liquid crystal alignment temperature. Liquid crystalline organic molecules having a transition temperature are unsuitable for the upper layer. This incompatibility significantly reduces the selectivity of the emission wavelength, but such a problem can be solved by adopting the method of the present invention.

PFO friction transfer film is used for the lower alignment film, and the liquid crystal layer transition temperature of the upper liquid crystalline organic molecules is higher than that of PFO, and polydioctylfluorene benzothiadiazole (F8BT) and PF2-6 having a light emission wavelength adjustment site. The case where a mixture is used will be described with reference to FIG.
Usually, the liquid crystal phase transition temperature of F8BT is higher than that of the lower layer PFO. Therefore, when F8BT alone is used for the upper layer, the liquid crystal phase is not aligned in the heat treatment by the liquid crystal phase temperature of PFO, and the liquid crystal phase temperature of F8BT is In this heat treatment, the orientation of the underlying PFO friction transfer film is disturbed and does not become an orientation film. In order to solve this problem, PF2-6 and F8BT having a liquid crystal phase transition temperature lower than that of the lower layer PFO are mixed. By mixing with PF2-6, the liquid crystal alignment of F8BT can be promoted at a low temperature. Further, F8BT has a light emission band on the lower energy side than PF2-6, and F8BT emits light in the mixed film of PF2-6 and F8BT by energy transfer, so the selectivity of the emission wavelength of the present invention is It will not be damaged.

  The lower layer PFO friction transfer film 2 on the substrate 1 was produced in the same manner as in Example 1. On the surface of the PFO friction transfer film, methanol, which is a poor solvent for PFO, is spin-coated, and subsequently, a mixed solution of PF2-6 and F8BT (10: 1) dissolved in toluene, which is a good solvent, is spin-coated on the top. The spin coating film 5 made of a mixture of PF2-6 and F8BT was formed on the PFO friction transfer film. FIG. 7 shows a polarized fluorescence spectrum of a multilayer film composed of a spin coating film made of a mixture of PF2-6 and F8BT and a PFO friction transfer film. According to FIG. 7, a spin coating film of a mixture composed of PF2-6 and F8BT in the upper layer can be formed without disturbing the orientation of the lower layer PFO friction transfer film, and PF2-6 and F8BT mixture / PFO multilayer It can be seen that a film is formed. Further, as in Examples 1 and 2, it can be confirmed that the spin coating films of PF2-6 and F8BT are oriented to some extent.

Next, the formed PF2-6 and F8BT mixture / PFO multilayer film is heated for 10 minutes at 180 ° C., which is the liquid crystal phase temperature of PFO, and then subjected to a heat treatment for cooling, thereby inducing the orientation of the lower layer PFO friction transfer film. As a layer, a multi-layer alignment film was prepared in which a spin coating film made of a mixture of PF2-6 and F8BT in the upper layer was aligned in the same direction as the PFO friction transfer film. FIG. 8 shows a polarized fluorescence spectrum of a mixture of PF2-6 and F8BT / PFO multilayer after heat treatment. According to FIG. 8, it can be seen that the upper and lower layers have the same orientation, and it was confirmed that the liquid crystal orientation of F8BT at a low temperature can be promoted by mixing with PF2-6. The emission wavelength is that of F8BT, and the selectivity of the emission wavelength of the present invention is maintained by energy transfer.
As described above, in the above examples, a polyfluorene-based material is used. For example, thiophene, phenylene, phenylene vinylene, fluorene and derivatives thereof, or copolymers thereof known as liquid crystal organic molecules are used. The multilayer alignment film thus obtained can be obtained in the same manner. Moreover, although it is limited to a two-layer film in the examples, a multilayer film having three or more layers can be obtained in the same manner by repeating the above-described operation.

It is sectional drawing of the multilayer alignment film obtained in Examples 1-3 of this invention. It is a polarization | polarized-light fluorescence spectrum figure of the polydioctyl fluorene (PFO) friction transfer film obtained by this invention. It is a polarization | polarized-light fluorescence spectrum figure of the PFO multilayer film before heat processing obtained by this invention. It is a polarization | polarized-light fluorescence spectrum figure of the PFO multilayer film after the heat processing obtained by this invention. It is a polarization | polarized-light fluorescence spectrum figure of the multilayer film of polydiethylhexyl fluorene (PF2-6) / PFO before the heat processing obtained by this invention. It is a polarization | polarized-light fluorescence spectrum figure of the multilayer film of PF2-6 / PFO after the heat processing obtained by this invention. It is the polarization fluorescence spectrum figure of the polydioctyl fluorene benzothiadiazole (F8BT) and the mixture of PF2-6 / PFO multilayer film before heat processing obtained by this invention. It is the polarization fluorescence spectrum figure of the multilayer film of the mixture of F8BT and PF2-6 / PFO after the heat processing obtained by this invention.

Explanation of symbols

DESCRIPTION OF SYMBOLS 1 ... Quartz substrate 2 ... Polydioctylfluorene (PFO) friction transfer film 3 ... PFO spin coating film 4 ... Polydiethylhexyl fluorene (PF2-6) spin coating film 5 ... PF2-6 A membrane comprising a mixture of polydioctylfluorene benzothiadiazole (F8BT)

Claims (10)

A liquid crystalline organic molecular multilayer alignment film in which a liquid crystalline organic molecular thin film layer having the same orientation as the polymer alignment thin film is formed on a polymer alignment thin film layer formed by alignment by a friction transfer method ,
The polymer is a homopolymer or copolymer of thiophenes, phenylenes, phenylene vinylenes, fluorenes, and derivatives thereof, or a copolymer having an emission wavelength adjusting site in them.
The liquid crystalline organic molecules include thiophenes, phenylenes, phenylene vinylenes, fluorenes and derivatives thereof, homopolymers or copolymers thereof, copolymers having a light emission wavelength adjusting site thereof, or a mixture thereof, or A liquid crystalline organic molecular multilayer alignment film characterized by being an organic molecule having a thermotropic liquid crystalline property and a nematic phase . The liquid crystalline organic molecular multilayer alignment film according to claim 1, wherein the liquid crystalline organic molecule is an organic molecule that is the same as or similar to the polymer.   The liquid crystalline organic molecular multilayer alignment film according to claim 1, wherein the polymer alignment thin film layer is formed on a substrate.   4. The alignment thin film according to claim 1, wherein the liquid crystalline organic molecular thin film layer is selected from liquid crystalline organic molecules having three primary colors or white emission wavelengths, and the liquid crystalline organic molecules are polarized thin films. The liquid crystalline organic molecular multilayer alignment film according to Item.   The liquid crystal organic molecular thin film layer is an alignment thin film composed of a mixed film of liquid crystal organic molecules composed of a host material and a guest material, and the wavelength of the guest material is polarized and emitted by energy transfer between the host material and the guest material. 5. The liquid crystalline organic molecular multilayer alignment film according to any one of 1 to 4.   The liquid crystalline organic molecular multilayer alignment film according to any one of claims 1 to 5, wherein the liquid crystalline organic molecular thin film layer is an alignment thin film formed by spin coating and having surface smoothness. A friction transfer thin film in which a solid polymer is oriented is formed by using a friction transfer method, and a liquid crystal organic molecule solvent solution is applied on the obtained polymer oriented thin film layer. A method for producing a liquid crystal organic molecular multilayer alignment thin film in which a liquid crystal organic molecule in the upper layer forms a thin film in which the liquid crystal organic molecules in the upper layer are aligned with the alignment film in the lower layer by heating to the liquid crystal phase temperature and then cooling ,
The polymer is a homopolymer or copolymer of thiophenes, phenylenes, phenylene vinylenes, fluorenes, and derivatives thereof, or a copolymer having an emission wavelength adjusting site in them.
The liquid crystalline organic molecules include thiophenes, phenylenes, phenylene vinylenes, fluorenes and derivatives thereof, homopolymers or copolymers thereof, copolymers having a light emission wavelength adjusting site thereof, or a mixture thereof, or A method for producing a liquid crystal organic molecular multilayer oriented thin film characterized by being an organic molecule having a thermotropic liquid crystallinity and a nematic phase . The method for producing a liquid crystalline organic molecular multilayer alignment film according to claim 7, wherein the liquid crystalline organic molecule is the same or a similar organic molecule as the polymer. The method for producing a liquid crystal organic molecular multilayer alignment film according to claim 7 or 8, wherein the lower alignment film is protected with the poor solvent immediately before the upper liquid crystal organic molecule is applied. Said friction transfer thin film, on a smooth substrate, according to any one of claims 7-9 is obtained by forming and crimping swept on a heated substrate a solid polymer which is pressure-molded into pellets Of manufacturing a liquid crystal organic molecular multilayer alignment film.

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