Photoreactive polyamide polymer and method for production thereof

FIELD: chemistry.

SUBSTANCE: invention relates to a photoreactive polyamide polymer and a copolymer used for photo-alignment of liquid crystals in information display devices such as LCDs, as well as methods of producing a polymer and a copolymer, and an alignment layer containing the polyamide polymer or copolymer. The photoreactive polyamide polymer contains a repeating unit of formula 1: where m ranges from 10 to 1000; n ranges from 2 to 6; and R1 denotes a photoreactive functional group selected from a group comprising a cinnamate-based functional group of formula 1a, a coumarin-based functional group of formula 1b and an azo group-based functional group of formula 1c: Formula 1a Formula 1b Formula 1c where n1 is an integer from 0 to 4; n2 is an integer from 0 to 5. The photoreactive polyamide copolymer contains said unit of formula 1 and a repeating unit of formula 2: where 1 ranges from 10 to 1000; n ranges from 2 to 6; and R2 denotes a hydrogen atom or a substituted or unsubstituted alkyl having 1 to 20 carbon atoms. The method of producing the polymer involves ring-opening polymerisation of polysuccinimide and a compound of formula R1-O-(CH2)n-NH2. The method of producing the copolymer involves ring-opening polymerisation of polysuccinimide and a compound of formula HO-(CH2)n-NH2 and then reacting the obtained polymer with a compound of formula R1-Cl.

EFFECT: invention enables to obtain polymers and copolymers, having high capability of aligning liquid crystals and good electrical properties.

10 cl, 4 dwg, 1 tbl, 5 ex

 

PROTOTYPES of INVENTIONS

The scope of the invention

The present invention relates to new photoreactive polymer-based polyamide having a good ability of photo orientation, method of its production and orienting layer containing photoreactive polymer.

Background of the invention

Liquid crystal display (LCD), thanks to its low weight and low energy consumption, is the most competitive display to be used in place of cathode ray tubes. In particular, a TFT-driven LCD thin-film transistor (TFT-LCD), each pixel of which is independently managed, extremely excellent performance of liquid crystals, representing the high clarity of image, and therefore, are widely used today. To use liquid crystals as optical switch in TFT-LCD, you first need to pull in a certain direction on the layer, including the most profound TFT-cell display. For this purpose apply the orienting layer of liquid crystals.

For orientation of liquid crystals applied heat-resistant polymer, such as polyimide and the like, on a transparent glass receiving polymer orientation layer, which is then subjected to grinding using a rotating shaft, wrapped polishing cloth for polishing Orien is youseo layer, with the rapid speed of rotation for orientation of liquid crystals. However, the grinding process involves the accumulation of foreign substances, mechanical or leave scratches on the surface of the orientation layer, or generates a strong electrostatic charges, possibly destroying the TFT. In addition, the fine fibers of the polishing cloth form defects, which become an obstacle to obtaining a high yield of product.

To overcome the problems with the grinding process, a method of orientation of liquid crystals using polarized radiation, including polarized UV radiation (hereafter method designated as "DOI").

The term "DOI" means the mechanism, using linearly polarized UV light in order to make photoreactive group of a particular photoreactive polymer to participate in the expression, which is building a side groups and main chain of the polymer in a certain direction in order to Orient liquid crystals. Developed or suggested many materials suitable for photo orientation of liquid crystals. In particular, there are many studies on the polymers having photoreactive functional group including a functional group on the basis of athropy, such as azobenzene functional groups on the basis of qi is namata, functional groups based on coumarin or functional groups based on stilbene (V. Chigrinov, V. Kozenkov, and H.-S. Kwok "Photoalignment of Liquid Crystalline Materials: Physics and Application", Wiley, N-Y, 2008).

Such polymers for photo orientation include polymers based on polyacrylate, polymethacrylate or complex polyvinyl ether having photoreactive functional groups (U.S. patent No. 6001277, 1999, K. Ichimura et al. and U.S. patent No. 5543267, 1996, J. Stumpe, V. Shibaev et al.). In addition, polymers based on polyamide or polyamidoamine also known as polymers for photo orientation (U.S. patent No. 6001277, 1999, K. Ichimura et al.).

However, only some of these polymers have good ability of the photo orientation, and there remains a need for widespread use of polymers for photo orientation. Thus, it is necessary to conduct additional studies on a variety of polymers having good photo orientation.

SUMMARY of INVENTION

The present invention relates to new photoreactive polymer-based polyamide having a good ability to photo orientation.

The present invention also relates to orienting layer containing photoreactive polymer, and a display device information, including orienting layer.

The present invention relates to photoreactive polymer, based on the polyamide, with the holding duplicate link the following formula 1:

Formula 1

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group with a functional group on the basis of cinnamate, isopropy or coumarin.

The present invention also relates to a method of obtaining photoreactive polymer, which comprises carrying out the polymerization reaction with the disclosure of the cycle using polyacrylamide containing repeating the link below formula 3 in the presence of compounds represented by the formula, R1-O-(CH2)n-NH2with the formation of the repeating unit formula 1:

Formula 3

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group including a functional group on the basis of cinnamate, isopropy or coumarin.

In addition, the present invention relates to a method of obtaining photoreactive polymer, which comprises: carrying out the polymerization reaction with the disclosure of the cycle using polyacrylamide containing repeating the link below formula 3 in the presence of compounds represented by the formula HO-(CH2)n-NH2with the formation of a duplicate link below formula 3b; and linking at least the Asti recurring units of formula 3b with the connection, represented by the formula, R1-Cl, with the formation of the repeating unit formula 1:

Formula 3

Formula 3b

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group including a functional group on the basis of cinnamate, isopropy or coumarin, despite the fact that its end having a carbonyl group linked to Cl.

The present invention also relates to orienting layer containing photoreactive polymer, and a display device information, including orienting layer.

Photoreactive polymer of the present invention may have improved the ability of photo orientation compared with the well-known polymers for photo orientation. Thus, the use of photoreactive polymer allows to provide orienting layer with good characteristics and information displays, such as LCD, and significantly increase the efficiency of the process.

BRIEF DESCRIPTION of DRAWINGS

Figure 1 presents a schematic diagram showing a typical method of application photoreactive polymer to obtain the orienting layer, and providing orientation of liquid crystals using polarized layer.

Figure 2 shows an example of defining a UV absorption, where about Uruguay reduction of the maximum absorption in the result of the expression at the reference wavelength of about 312 nm, if photoreactive polymer according to the variant of the present invention has a connection with photoreactive functional group on the basis of cinnamate.

Figure 3 shows an example of the determination of UV absorption, where detect the decrease of absorption in the result of the expression at a wavelength of about 227, 280 and 345 nm, if photoreactive polymer according to the variant of the present invention has a connection with photoreactive functional group on the basis of coumarin.

On figa-4e show the results determine A(parallel) and A(perpendicular) absorption and determination of anisotropy for orienting layers and liquid crystal cells derived from the corresponding photoreactive polymers of examples 1-5.

A DETAILED DESCRIPTION of the PREFERRED OPTION

Here below is a detailed description in respect of photoreactive polymer, method of its production and orienting layer containing photoreactive polymer corresponding to preferred variants of the present invention.

According to a variant of the present invention, provided photoreactive polymer-based polyamide containing the recurring link the following formula 1:

Formula 1

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group including a functional group is on the basis of cinnamate, athropy or coumarin.

Photoreactive polymer has a chemical structure in which the end of the polymer is associated with photoreactive functional group, having a good ability of photo orientation, by a linker (namely, -C(=O)-NH-(CH2)n-O-). When such structural features photoreactive polymer photoreactive functional group when exposed to polarized radiation lighter gives photoreaction and arranged in a certain direction. More specifically, photoreactive flows through the mechanism of photochemical isomerization or reactions [2+2] cycloaddition photoreactive functional group, thereby creating the orientation of the product of expression depending on the polarization direction and providing anisotropy. The product of the expression causes the orientation of the liquid crystals. Thus, photoreactivity the polymer can preferably be applied to the orientation layers in a display device such as LCD and the like.

In photoreactive polymer photoreactive functional group, such as a functional group on the basis of cinnamate, isopropy or coumarin, which may have various structures, including cinnamate group, azobenzene functional group or a coumarin group. For example, considering a good orientation fotor the active polymer, we can assume that photoreactive functional group R1has such a structure as a functional group on the basis of cinnamate the following formula 1a, a functional group on the basis of the coumarin derivatives of the following formula 1b or functional group on the basis of athropy the following formula 1c:

Formula 1a

Formula 1b

Formula 1c

In formulas 1a, 1b, and 1c:

n1 is an integer from 0 to 4;

n2 is an integer from 0 to 5;

A denotes a substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, or a chemical bond;

B is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, ester group, a substituted or unsubstituted alkoxyl having from 1 to 10 carbon atoms; substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, and substituted or unsubstituted, heteroaryl having from 6 to 40 carbon atoms;

X means an oxygen atom or sulfur;

P is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, substituted the first or the unsubstituted albaniles, having from 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 12 carbon atoms, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, substituted or unsubstituted kalkeren having from 7 to 15 carbon atoms, substituted or unsubstituted akinyan having from 2 to 20 carbon atoms, and substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms; and

R10, R11, R12, R13and R14are the same or different from each other and are independently selected from the group comprising a hydrogen atom, halogen atom, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted, aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted aryl having from 6 to 40 carbon atoms, substituted or unsubstituted heteroaryl having from 6 to 40 carbon atoms, with heteroelement in group 14, 15 or 16, a substituted or unsubstituted alkoxyaryl having from 6 to 40 carbon atoms, nitrile, nitro and hydroxyl.

More specific examples photoreactive functional group R1include the following functional groups, where photoreactive functional g is the PAP allows photoreactive the polymer to have good ability of photo orientation:

Photoreactive polymer may be a homopolymer containing one repeating element of formula 1, or a copolymer containing at least two repeating unit formula 1. In the structure of the copolymer of each of the repeating units may have photoreactive functional groups of different types. Photoreactive polymer may be a copolymer containing a repeating element of the formula 1 and a repeating element of another type. Examples of the repeating element include any repetitive element-based polyamide, olefin, acrylate or cyclic olefin associated (or not associated) with photoreactive functional group on the basis of cinnamate, coumarin or athropy. From the point of view of compatibility with various organic solvents, the possibility of coating or adhesion relative to the substrate photoreactive polymer may constitute, for example, the copolymer to omnitele contains a duplicate link in the following formula 2. Various examples of repetitive element that is included in the copolymer as the second component, are disclosed in laid open patent publication Korea No. 2010-0021751.

Formula 2

In the formula, l is 10 to 1000; n is from 2 to 6; and R2means a hydrogen atom or a substituted or unsubstituted alkyl having from 1 to 20 carbon atoms.

As for photoreactive polymer which is a copolymer optionally contains repeating element of the formula 2, from the viewpoint of ease of obtaining polymer photoreactive functional group R1may be a functional group with the carbonyl end, including

or

To avoid disrupting the ability of a good orientation inherent in the formula 1, photoreactive polymer may contain duplicate link formula 1 in the amount of at least 10 mol.%, more specifically, at least about 30 mol.% or 50 mol.%. As for photoreactive polymer containing two duplicate link formulas 1 and 2, the repeating unit of formula 1 and 2 can be included in a molar ratio from about 0.1:0.9 to 0.9:0.1 and preferably about from 0.2:0.8 to 0.8:0.2 to.

Duplicate C is prohibited formula 1 or 2, constituting photoreactive polymer has a degree of polymerization in the range of from about 10 to 1000, preferably from about 50 to 500. Photoreactive polymer has an average molecular weight of about 15,000 to 200,000, preferably about 30,000 to 150,000. Therefore, photoreactive polymer may suitably be included in the coating composition for the formation of orienting layer, providing a covering composition with good covering power and orienting layer obtained from the composition of the coating, with good ability of orientation of liquid crystals.

In the above structure photoreactive polymer respective substituents are defined as follows.

Used herein, the term "alkyl" refers to monovalent linear or branched saturated hydrocarbon moiety having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 6 carbon atoms. Alkyl group refers inclusively to alkyl groups, unsubstituted or additionally substituted specific Deputy, which is described next. Examples of the alkyl group may include methyl, ethyl, propyl, 2-propyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, dodecyl, vermeil, deformity, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, iodomethyl, methyl bromide and that is similar.

Used herein, the term "cycloalkyl" refers to a monovalent saturated or unsaturated mono-, bi - or tricyclic non-aromatic hydrocarbon moiety having from 3 to 12 ring carbon atoms. Cycloalkyl group refers inclusively to cycloalkyl groups, optionally substituted specific Deputy, which is described next. Examples cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, cyclohexenyl, cycloheptyl, cyclooctyl, decahydronaphthalene, substituted, norbornyl (i.e. bicyclo[2,2,1]hept-5-enyl) and the like.

Used herein, the term "aryl" refers to a monovalent mono-, bi - or tricyclic aromatic hydrocarbon moiety having 6 to 40 ring carbon atoms, preferably from 6 to 12 ring carbon atoms. Aryl group refers inclusively to aryl groups, optionally substituted specific Deputy, which is described next. Examples of the aryl group may include phenyl, naphthalenyl, fluorenyl and the like.

Used herein, the term "alkoxyaryl" refers to defined above, aryl group in which at least one hydrogen atom substituted by alkoxygroup. Examples alkoxyaryl group may include methoxyphenyl, ethoxyphenyl, propoxyphenyl, butoxy the Nile, phenoxyphenyl, hexyloxyphenyl, heptyloxy, octyloxy, nonyloxy, methoxybiphenyl, methoxynaphthalene, methoxyflurane, methoxyethanol and the like.

Used herein, the term "alkylene" refers to divalent linear or branched saturated hydrocarbon moiety having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 6 carbon atoms. Allenova group refers inclusively to alkilinity groups, optionally substituted specific Deputy, which is described next. Examples alkalinous group may include methylene, ethylene, propylene, butylene, hexylen and the like.

Used herein, the term "albaniles" refers to divalent linear or branched hydrocarbon moiety having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, more preferably from 2 to 6 carbon atoms, at least one double bond carbon-carbon. Alkenylamine group can form a bond through a carbon atoms, including through the double bond carbon-carbon and/or through a saturated carbon atoms. Alkenylamine group inclusive refers to alkenylamine groups, optionally substituted specific Deputy, which is described next.

Used herein, the term "cycloalkyl" is divalent saturated or unsaturated mono-, bi - or tricyclic non-aromatic hydrocarbon moiety having from 3 to 12 ring carbon atoms. Cycloalkenes group inclusive refers to cycloalkenyl groups, optionally substituted specific Deputy, which is described next. Examples cycloalkanones group may include cyclopropyl, cyclobutyl and the like.

Used herein, the term "Allen" refers to divalent mono-, bi - or tricyclic aromatic hydrocarbon moiety having from 6 to 20 ring carbon atoms, preferably from 6 to 12 ring carbon atoms. Allenova group refers inclusively to Allenby groups, optionally substituted specific Deputy, which is described next. Aromatic portion includes only carbon atoms. Examples of arylene may include phenylene and the like.

Used herein, the term "kalkeren" refers to divalent part defined above, alkyl groups in which at least one hydrogen atom is substituted by an aryl group. Arakelova group inclusive refers to aralkylamines groups, optionally substituted specific Deputy, which is described next. Examples Aracinovo group may include benzilan and the like.

Used herein, the term "akinyan" refers to divalent line Il is branched hydrocarbon moiety, having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, more preferably from 2 to 6 carbon atoms, at least one triple bond of carbon-carbon. Akinlana group can form a bond through a carbon atoms, including through the triple bond of carbon-carbon or through a saturated carbon atoms. Akinlana group refers inclusively to alkynylaryl groups, optionally substituted specific Deputy, which is described next. Examples alkynylamino group may include ethynylene, propylen and the like.

In the above description, the expression "Deputy is substituted or unsubstituted" has the inclusive meaning, i.e. that the Vice itself is or is not additionally substituted by a Deputy or other specific Deputy. In this specification, examples of the substituent used as an additional substituent, each substituent may include halogen atom, alkyl, alkenyl, quinil, halogenated, halogenoalkanes, halogenoalkanes, aryl, halogenared, aralkyl, halogenerator, alkoxy, halogenoalkane, carbonyloxy, halogenocarboxylic, aryloxy, halogenations, silyl, siloxy and the like.

Photoreactive the polymer can give photoreactivity under the influence of polarized is zlecenia with a wavelength from about 150 nm to 450 nm. For example, photoreactive polymer can exhibit excellent photoreactivity and orientation under the action of irradiation of polarized UV light with a wavelength of from about 200 to 400 nm, more specifically, from about 250 to 350 nm.

Photoreactive polymer may participate in the expression by a particular mechanism, depending on photoreactive functional group, for the implementation of the photo orientation. For example, in the case of the functional group of formula 1c on the basis of athropy photoreactive flows through the reaction mechanism of cyclic TRANS-CIS-TRANS (E-Z-E isomerization of the azo chromophores, causing the DOI. In other words, photoreactive changes azobenzene group from the rigid rod-like E-isomer to the curved Z-isomer, as a reversible reaction. Through this expression all photoreactive functional groups and other functional groups associated with photoreactive functional groups, are arranged in the direction perpendicular to the direction of the electric field vector polarized radiation. The result is a DOI (V.P. Shibaev, monitoring computerized. Bobrovsky, N.I. Boiko, "Photoactive liquid crystalline polymer systems with svitrigailos structure and optical properties"// Progress in Polymer Science, 2003, v. 28, No. 5, 729-836; Polymers as electrooptical and photooptical the th active environment. Ed. by VP. Shibaev, Springer-Verlag, Berlin-Heidelberg-New York, 1996; K. Ichimura "DOI liquid crystal systems"//Chem.Pew., 2000, 100, 1847; U.S. patent No. 5543267, 1996, J. Stumpe, V. Shibaev et al.).

In the case of the functional group of formula 1b on the basis of coumarin when exposed to polarized radiation is formed stable anisotropic network structure, causing DOI avoidant type (T. Ikeda, Y. Tian et al. "Synthesis and properties of LC polymers with side chains containing coumarin fragments"//Macromol. Chem. Phys., 2000, v. 201, 1640).

In the case of the functional group of formula 1a on the basis of cinnamate photoreactive flows through two reaction mechanisms: TRANS-CIS-isomerization and [2+2]-cycloaddition, causing DOI (N. Kawatsuki et al. "Photoregulatory IC-orientation photoreactive LCD polymers with side chains"//Jpn. J. Appl. Phys., 1997, 36, 6464).

As photoreactive functional groups associated with polyamide end due to a specific structure, photoreactive polymer corresponding to the present invention, the easier it is involved in the expression and photo orientation on reaction mechanisms. So photoreactive polymer has an improved property photo orientation and, therefore, can preferably be used for orientation of liquid crystals in a display device.

According to another variant of this izopet the tion, we propose a method of obtaining photoreactive polymer. The first preferred example of the method of obtaining comprises carrying out the polymerization reaction with the opening cycle, using polyacrylamide that contains a duplicate link in the following formula 3 in the presence of compounds represented by the formula, R1-O-(CH2)n-NH2with the formation of the repeating unit formula 1:

Formula 3

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group with a functional group on the basis of cinnamate, isopropy or coumarin.

In the case of disclosure of the cycle of polyacrylamide in the presence of compounds represented by the formula, R1-O-(CH2)n-NH2repeating the link formula 3 reveals the cycle and then interacts with the amino group on the end of the connection R1-O-(CH2)n-NH2with the formation of the repeating unit formula 1. This reaction with the opening of the loop occurs in a typical reaction conditions, for example, in an organic solvent, such as DMF. A more specific reaction conditions defined in the examples that will be described later.

Polyacrylamide containing a repeating element of the formula 3, can be obtained in the usual way known to specialists in this field the tee. For example, polyacrylamide can be obtained by condensation polymerization of aspartic acid in the presence of phosphoric acid (J. Medicinal Chem., 1973, v. 16, No. 8, 893).

The second preferred example of the method of obtaining includes: carrying out the polymerization reaction with the disclosure of the cycle, using polyacrylamide containing repeating the link below formula 3 in the presence of compounds represented by the formula HO-(CH2)n-NH2with the formation of a duplicate link below formula 3b; and linking at least part of the recurring units of formula 3b with the compound represented by the formula, R1-Cl, with the formation of the repeating unit formula 1:

Formula 3b

In the formula, m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group including a functional group on the basis of cinnamate, isopropy or coumarin, despite the fact that its end having a carbonyl group linked to Cl.

In the case of disclosure of the cycle of polyacrylamide containing a repeating element of the formula 3 in the presence of compounds represented by the formula HO-(CH2)n-NH2repeating the link formula 3 reveals the cycle and then interacts with the amino group on the end of the connection HO-(CH2)n-NH2the image is of a recurring component of formula 3b. Subsequently, the resulting product interacts with acylchlorides compound represented by the formula, R1-Cl, in which photoreactive functional group R1with carbonyl end connected with Cl, so that the connection R1-Cl interacts with a hydroxyl group at the end of the repeating unit formula 3b with the formation of the repeating unit formula 1.

The conditions of the reaction with the opening cycle is almost the same as the conditions described in the first example. At the stage of interoperability duplicate link formula 3b with R1-Cl, R1may be a functional group having a carbonyl end, such asor

Therefore, the connection R1-Cl in the form of acylchlorides, where the carbonyl end from the R1associated with Cl, interacts appropriately with a hydroxyl group included in the repeating element of the formula 3b, with the formation of the repeating unit formula 1 and photoreactive polymer with a high output.

Connection R1-Cl interface, at least a part of repeating units of formula 3b. Here R1-Cl interacts with a part of the recurring units of formula 3b, for example, 10-90 mol.%, preferably from about 20-80 mole is.% formula 3b. In this case, you can receive appropriate photoreactive polymer in the form of a copolymer, optionally containing a repeating element of the formula 2, as well as a recurring part of formula 1. More specific terms are defined in the examples described below.

According to another variant of the present invention offers the orienting layer containing photoreactive polymer-based polyamide. Including orienting layer can be in the form of a thin film or orienting layer film type.

Orienting layer can be obtained by using known methods of obtaining, using components known to specialists in this area, except that, as the polymer for photo orientation use photoreactive polymer.

For example, to obtain a coating composition orienting layer is prepared by dissolving photoreactive polymer in an organic solvent, applying the coating composition on the substrate and then otorita composition of the coating under the action of UV radiation.

Used here, the organic solvent may be an N-organic, dimethylformamide, dimethylsulfoxide or similar solvents are selected according to the solubility photoreactive polymer, or various other organic solvents. After application of the composition and the coating on the substrate it is possible to remove the solvent from the composition of the coating by drying.

The substrate to which is applied the coating composition may be a glass substrate or a quartz substrate, where you can get the orienting layer with good orientation. The method of applying the coating composition can be a typical method of applying a coating, such as methods of casting or printing, without any restrictions.

After application on the substrate covering the composition is exposed to polarized UV light with a wavelength from about 150 nm to 450 nm, receiving the orienting layer. Here you can generate polarized UV light using a light source of a certain wavelength, for example, Hg-lamp, Xe lamp or a laser and to carry out the irradiation through a polarizer or prism Glan-Taylor.

The temperature of the substrate during irradiation of polarized UV light is preferably equal to room temperature. In some circumstances, you can apply a polarized UV light on the substrate heated to a temperature of 100ºC or below. Preferably, the thus obtained final film had a thickness of 30 to 1000 nm.

In the presence of photoreactivity and photo orientation obtained by irradiating polarized UV light, can be checked by determining the absorption spectrometer, operating in the ultraviolet-visible region, defined in the Oh reference wavelength. If photoreactive functional group that is associated with photoreactive polymer, a functional group on the basis of cinnamate, isomerization and [2+2]-cycloaddition inherent in the expression, you can set, for example, to reduce the maximum absorption at the reference wavelength is approximately equal to 312 nm, as shown in figure 2. With regard to functional groups based on coumarin, [2+2]-cycloaddition in the result of the expression can be installed from the decrease of absorption at wavelengths 227, 280 and 345 nm, as shown in figure 3. With regard to functional groups based on athropy, characteristic of the expression isomerization can be installed in a manner analogous to the method described above.

When determining the absorption measure A(parallel) absorption and A(perpendicular) absorption to calculate the anisotropy by the equation: DR=(A(||)-A(⊥))/(A(||)+A(⊥)), thus determining the degree of photo orientation. As revealed by the applicants of the present invention, the orienting layer containing photoreactive polymer according to the variant of the present invention has an anisotropy of about 0.70 to, for example, approximately from of 0.60 to 0.70, which indicates that photoreactive polymer demonstrates a good ability photo orientation. To determine the anisotropy and photo orientation is possible to use a dichroic dye (DD), as the th following formula:

The orienting layer, which contains photoreactive polymer according to the variant to implement a good photo orientation, can preferably be used for orientation of liquid crystals in the display device information, such as an LCD and the like.

Figure 1 shows an example in which use photoreactive polymer for the formation of orienting layer, which is applied with the purpose of orienting the liquid crystals. Referring to figure 1, a coating composition containing photoreactive polymer 3, is applied to the substrate 2 and is exposed to polarized UV light 3 to ensure building 5 photoreactive functional groups of the polymer in a certain direction by the expression, forming thereby orienting layer. On the orientation layer formed of liquid crystal molecules 4, which interact with the product of the expression in orienting layer, causing the orientation of the 6 liquid crystal molecules 4. As described above, photoreactive polymer according to the variant of the present invention can effectively align the liquid crystal molecules 4.

According to another variant of the present invention proposes a display device information containing the orienting layer. The display device information can be a Jew is kristallicheskii display, containing orientation layer for orienting the liquid crystals. Components of the display device information are the same as components of a typical display device information, except that enabled photoreactive polymer and orienting layer, and will not be described in more detail.

EXAMPLES

The following are preferred examples of the present invention for a better understanding of the present invention. It should be understood that the examples are given only for illustrative purposes and are not intended to limit the scope of the present invention.

In the following examples all work with compounds that are sensitive to the action of air or water, perform, using a dry camera or a standard methodology Slanka. The spectra of nuclear magnetic resonance (NMR) are obtained using a Bruker spectrometer 300, where they measure1H-NMR at 300 MHz and13C-NMR at 75 MHz. The molecular weight and molecular weight distribution of a polymer obtained by hydrogenation of disclosure cycle, determined by gel permeation chromatography (GPC), which is used as a reference sample polystyrene. To clean the toluene distilled over potassium with benzophenone, and dichloromethane is distilled over CaH2.

Example 1

Synthesis of azobenzene-containing polyami the P-I (in chemical formula 1, n=3, R1=includes three stages (see diagram 1). The first two stages involve the synthesis of low-molecular predecessor.

Scheme 1

In the first stage, carried out the synthesis of (tert-butyl (3-{4-(4-cyanophenyl)diazenyl]phenoxy}propyl)carbamate (I). For this purpose placed in a round bottom flask 1 g (4.2 mmol) of tert-butyl N-(3-bromopropyl)carbamate, 0.75 g (3.8 mmol) of 4-[(4-hydroxyphenyl)diazenyl]benzonitrile and 0.82 g (6 mmol) of anhydrous potassium carbonate. Then add 20-30 ml of anhydrous acetone and the mixture is refluxed for 24 hours. The interaction is controlled by thin layer chromatography (TLC) (eluent: chloroform/methanol 10/1). Upon completion of the interaction precipitate is filtered and washed three times with acetone. The solvent is evaporated and the residue is dried using a rotary evaporator. The resulting powder was recrystallized from ethanol and dried in air.

In the second stage, the substance (I) is suspended in a small amount of ethyl acetate and slowly drop by drop add 2 ml of concentrated hydrochloric acid for one hour under vigorous stirring. After two hours the precipitate is filtered off, washed several times with 5% aqueous potassium carbonate solution and dried in vacuum at room temperature. The result is a brown-yellow is vety powder 4-{[4-(3-aminopropoxy)phenyl]diazenyl}benzonitrile (II).

At the third stage receives the polymer P-I. For this purpose a solution of 0.24 g (2.5 mmol) of polyacrylamide (PSI) in 5 ml dry DMF was placed in a glass ampoule, then added with stirring for 10 minutes a solution of 0.77 g (2.6 mmol) in 5 ml dry DMF. Then drawn through the reaction mixture argon for 30 minutes. After that, the vial sealed and placed in an oven at a temperature of 50ºC. Two days later the vial open and DMF removed using a rotary evaporator. The dry residue is dissolved in tetrahydrofuran (THF), obtaining a solution with a concentration of ~10%; after that add hexane to the end of the sediment. The precipitate is filtered and dissolved in chloroform with the addition of 5 vol.% of methanol. Then gradually add hexane to the end of the sediment. The precipitate containing the polymer P-I, filtered and dried in vacuum at 90ºC for 1 day. Yield: 0.65 g (70%), MM: 188000. The polymer P-I forms a nematic LC phase with temperature isotropization 230-236ºC (decomposes). The chemical structure of the obtained polymer was confirmed by NMR spectroscopy; in standard use TMS and solvent used DMSO. Spectra1H-NMR recorded on a spectrometer Bruker Avance-400 400 MHz.1H-NMR (ppm): 1,7-1,8 (2H), 2,4-2,7 (2H), 3,1-3,3 (2H), 4,0-4,1 (2H), 4.5 to 5.0 (1H), a 7.0 and 7.1 (2H), 7,7-8,0 (6H). Chemical shifts in the spectrum of1NAMR P-I shown below:

Get a thin film P-I on quartz plates, causing the coating from chloroform solution by centrifuging, followed by irradiation with light, gather them in a multilayer structure and is filled nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye (DD). To achieve the good ability of orientation in relation to the liquid crystals when the dichroic ratio D=0,67.

Example 2

Synthesis of coumarin-containing polyamide of P-II (in chemical formula 1, n=3, R1=perform in three stages, using the method described in example 1 (scheme 2).

Scheme 2

On the first two stages synthesize the precursor of 6-(3-aminopropoxy)coumarin (III), using as initial reagents 6-hydroxycoumarin and tert-butyl N-(3-bromopropyl)carbamate. At the third stage performs the synthesis of the polyamide method used to produce polyamide P-I, using as reagents PSI and predecessor (III). Output P-II is approximately 65%. MM: 158000. The polymer P-II is an amorphous white-brown powder. The chemical structure of the polymer P-II confirmed by NMR similarly, P-I.1H-NMR (ppm): 1.7 to 1.9 (2H), 2,4-2,7 (2H), 3,1-3,3 (2H), 3,8-4,0 (2H), 4,5-5,1 (1H), 6,4-6,5 (1H), 7.0 and 7.3 for (3H), of 7.9 to 8.0 (1H). Chemical shifts in the spectrum of1H-NMR of P-II while the Ana next:

Get a thin film of P-II on a quartz plate, causing the coating from chloroform solution by centrifuging, followed by irradiation with light, gather them in a multilayer structure and is filled nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye (DD). To achieve the good ability of orientation in relation to the liquid crystals when the dichroic ratio D=0,66.

Example 3

Synthesis of coumarin-containing polyamide of P-III (in chemical formula 1, n=3, R1=perform in three stages, using the method described in example 1 (scheme 3).

Scheme 3

On the first two stages synthesize the precursor 7-(3-aminopropoxy)-4-methyl-coumarin (IV), using as initial reagents 4-methylumbelliferone and tert-butyl N-(3-bromopropyl)carbamate. At the third stage performs the synthesis of the polyamide method used for P-I, using as reagents PSI and predecessor (IV). The output of the P-III is approximately 70%. MM: 165000. The polymer P-III is an amorphous white-brown powder. The chemical structure of the polymer P-III confirmed by NMR similarly, P-I.1H-NMR (ppm): 1.7 to 1.9 (2H), about 2.2-2.3 (3H), 2,4-2,7 (2H), 3,1-3,3 (2H), 3,8-4,0 (2H), 4,5-5,1 (1H), 6,1-6,2 (1H), 6,7-6,8 (2H), and 7.4 and 7.5 (1H). Chemical shifts in the spectrum of1H-NMR for P-III p the cauldrons next:

Get a thin film of P-III quartz plates, causing the coating from chloroform solution by centrifuging, followed by irradiation with light, gather them in a multilayer structure and is filled nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye (DD). To achieve the good ability of orientation in relation to the liquid crystals when the dichroic ratio D=0,61.

Example 4

Synthesis cynnamoyl-containing copolyamid P-IV (molecular ratio y=0.6 and x=0,4, n=6, R1=) is performed in two stages, according to the scheme 4.

Scheme 4

In the first stage to a solution of 1 g (10 mmol) PSI in DMF added under stirring within 30 minutes of 1.17 g (10 mmol) of 6-aminohexanoic. After 8 hours of stirring this mixture in excess of 1,2-dichloroethane and the resulting precipitate poly(hydroxyhexyl)aspartame (PHHA) is separated and dried in vacuum at 80ºC.

In the second stage performs polymeranalogous reaction of hydroxyl side groups PHHA under the action of the acid chloride methoxycatechol acid. It is noteworthy that the degree of modification PHHA can be varied within a wide range by changing the molar ratio of the initial reagents.

Dissolve 0.5 g PHHA in DMF and add 0.3 g of triethylamine. the resulting solution under stirring and cooling on ice, add drop by drop a solution of 0.38 g (1.9 mmol) of the acid chloride methoxycatechol acid in DMF. After one hour stirring the cooling bath removed and the mixture is continuously stirred at room temperature for 48 hours. Then the precipitate is filtered off and remove excess triethylamine at a rotary evaporator. The remaining solution of P-IV add to the excess mixture of hexane/methanol (70/30). The precipitate is filtered off and dried for one day in a vacuum at 50ºC. Output P-IV is approximately 60%. MM: 155000. The polymer P-IV is a slightly yellowish amorphous powder. The chemical structure and the degree of modification (substitution) of the polymer P-IV confirmed method1H-NMR spectroscopy.1H-NMR (ppm): 1,1-2,0 (16H), 2,4-2,7 (4H), 3,1-3,3 (4H), 3,5-3,6 (2H), of 3.7-3.8 (3H), 4,1-4,2 (2H), 4.5 to 5.0 (2H), 6,3-6,4 (1H), 6,8-7,0 (2H), 7,4-7,6 (2H). Chemical shifts in the spectrum of1H-NMR for P-IV shown below:

Get a thin film of P-IV on quartz plates, causing the coating from chloroform solution by centrifuging, followed by irradiation with light, gather them in a multilayer structure and is filled nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye (DD). To achieve the good ability of orientation in relation to the liquid crystals when the dichroic ratio D=0,67.

Example 5

Synthesis copolyamid P-V (molar ratio y=0.25 and x=0.75, and n=6, R1=) done is have a two-step process (scheme 5).

Scheme 5

In the first stage, carried out the synthesis of poly(hydroxyhexyl)aspartame PHHA according to the method described in example 4. In the second stage modifies the PHHA using 4-{(E)-[4-(chlorocarbonyl)phenyl]diazenyl}phenylethylamine; the molar ratio of the components is 1:0.25 in. The interaction is carried out according to the method of synthesis of P-IV (see example 4). Output P-V is approximately 60%. MM: 135000. The polymer P-V obtained as an orange amorphous powder. The chemical structure and the degree of modification of the polymer P-V confirmed by NMR spectroscopy. Figure 10 shows the chemical shifts in the spectrum of1H-NMR for P-V1H-NMR (ppm): 1,1-2,0 (16H), 2,4-2,7 (4H), 3,1-3,3 (4H), 3,5-3,6 (2H), a 4.3 and 4.4 (2H), 4.5 to 5.0 (2H), and 7.4 and 7.6 (2H), 7,8-8,2 (6H). Chemical shifts in the spectrum of1H-NMR for P-V shown below:

Get a thin film of P-V quartz plates, causing the coating from chloroform solution by centrifuging, followed by irradiation with light, gather them in a multilayer structure and is filled nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye (DD). To achieve the good ability of orientation in relation to the liquid crystals when the dichroic ratio D=0,70.

Experimental example 1: determination of anisotropy

In examples 1-5 define Ani is atrophy as follows.

Similar to the method described in the respective examples, the substrate is coated from a chloroform solution containing photoreactive polymers P-I - P-V, and the effect of polarised light with the formation of the orienting layer, to form liquid crystal cells using nematic liquid crystals (MLC6816, Merck) with the addition of a dichroic dye denoted by DD.

Using polarizers built into the spectrometer, operating in the UV-visible range, define A(parallel) absorption and A(perpendicular) absorption to calculate the anisotropy by the equation: DR=(A(||)-A(⊥))/(A(||)+A(⊥)), where the reference wavelength is 600 nm.

For relevant examples of the results of the definitions of A (parallel) absorption and A(perpendicular) absorption, which are presented on figa-4e. As defined in the respective examples of the measurement results it was established that in the range of from about 0.6 to 0.7, there is anisotrop. Thus, it appears that photoreactive polymers P-I - P-V, corresponding to the examples, have a good ability of orientation of liquid crystals.

Experimental example 2: determination of the orientation and VHR (relations hold voltage)

The corresponding N-methylpyrrolidinone solutions containing photoreactive floor the measures P-I - P-V examples 1-5, applied by centrifuging in the form of a coating on a glass substrate, a structured two metal wires, receiving the orienting layer thickness of 100 nm. Orienting layer is irradiated with polarized UV light when the light quantity of 1 j/cm2and the upper and lower substrates link with sealant. Here, the cell gap between two substrates is approximately 4 microns and is filled with liquid crystals IPS under the action of capillary forces. The substrate is subjected to heat treatment at 90ºC for about 10 minutes.

Upon completion of the heat treatment determines the degree of orientation of liquid crystals by measuring the black luminance. To make this determination, placing the cell between two cross polarizers and use the backlight 6000 CD/cm2to determine the brightness of the transmitted light. When this brightness 0-2 CD/cm2assess the level of reference 5, the brightness 2-5 CD/cm2assessed as level 4, the brightness 4-6 CD/cm2- level 3, brightness 6-10 CD/cm2- level 2, brightness 10-20 KD/cm2level 1, the brightness is higher than 20 CD/cm2- level 0. A higher level indicates the best black luminance and the best orientation of liquid crystals. Definition VHR is carried out at 60 Hz and 60ºC.

The evaluation results for orientation and VHR are presented in table 1.

Table 1
VHROrientation
Example 197,55
Example 296,85
Example 3985
Example 4of 98.25
Example 596,15

With regard to table 1, photoreactive polymers P-I - P-V examples 1-5 demonstrate good VHR, as well as a good ability orientation of liquid crystals. Thus, photoreactive polymers have good orientation and good electrical characteristics and, therefore, can preferably be used as polymers for photo orientation of liquid crystals in a display device such as LCD.

1. Photoreactivity polyamide polymer containing a repeating link the following formula 1:

where m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive fun is inuu group, selected from the group comprising a functional group on the basis of cinnamate the following formula 1a, a functional group on the basis of the coumarin derivatives of the following formula 1b and the functional group on the basis of athropy the following formula 1c:


where n1 is an integer from 0 to 4;
n2 is an integer from 0 to 5;
A denotes a substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, or a chemical bond;
In selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, ester group, a substituted or unsubstituted alkoxyl having from 1 to 10 carbon atoms; substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, and substituted or unsubstituted, heteroaryl having from 6 to 40 carbon atoms;
X means an oxygen atom or sulfur;
P is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, substituted or unsubstituted albaniles having from 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 12 carbon atoms, substituted or unsubstituted Ari is Yong, having from 6 to 40 carbon atoms, substituted or unsubstituted kalkeren having from 7 to 15 carbon atoms, substituted or unsubstituted akinyan having from 2 to 20 carbon atoms, and substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms; and
R10, R11, R12, R13and R14are the same or different from each other and are independently selected from the group comprising a hydrogen atom, halogen atom, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted, aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted aryl having from 6 to 40 carbon atoms, substituted or unsubstituted heteroaryl having from 6 to 40 carbon atoms with heteroelement, belonging to group 14, 15 or 16, a substituted or unsubstituted alkoxyaryl having from 6 to 40 carbon atoms, nitrile, nitro and hydroxyl.

2. Photoreactivity polyamide polymer according to claim 1, where photoreactive functional group R1selected from the group comprising the following functional groups:

3. Photoreactivity polyamide copolymer containing a repeating link the following formula 1:

where m is from 10 to 1000; n is from 2 to 6; and R1means photoreactive functional group selected from the group comprising a functional group on the basis of cinnamate the following formula 1a, a functional group on the basis of the coumarin derivatives of the following formula 1b and the functional group on the basis of athropy the following formula 1c:

where n1 is an integer from 0 to 4;
n2 is an integer from 0 to 5;
A denotes a substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, or a chemical bond;
In selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, ester group, a substituted or unsubstituted alkoxyl having from 1 to 10 carbon atoms, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, and substituted or unsubstituted, heteroaryl having from 6 to 40 carbon atoms;
X means an oxygen atom or sulfur;
P is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, substituted or unsubstituted albaniles having from 2 to 20 carbon atoms, substituted or unsubstituted recloak the flax, having 3 to 12 carbon atoms, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, substituted or unsubstituted kalkeren having from 7 to 15 carbon atoms, substituted or unsubstituted akinyan having from 2 to 20 carbon atoms, and substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms;
R10, R11, R12, R13and R14are the same or different from each other and are independently selected from the group comprising a hydrogen atom, halogen atom, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted, aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted aryl having from 6 to 40 carbon atoms, substituted or unsubstituted heteroaryl having from 6 to 40 carbon atoms with heteroelement, belonging to group 14, 15 or 16, a substituted or unsubstituted alkoxyaryl having from 6 to 40 carbon atoms, nitrile, nitro and hydroxyl; and
duplicate link the following formula 2:

where 1 is from 10 to 1000;
n is from 2 to 6; and
R2means a hydrogen atom or a substituted or unsubstituted alkyl having from 1 to 20 carbon atoms.

4. Photoreactivity polyamide copolymer according to claim 3, where the duplicate link formula 1 and a repeating element of the formula 2 are contained in a molar ratio of from 0.1:0.9 to 0.9:0.1 to.

5. Photoreactivity polyamide polymer according to claim 1, where photoreactivity polyamide polymer has srednevekovoy molecular weight of from 15,000 to 200,000.

6. Photoreactivity polyamide polymer according to claim 1, where photoreactivity polyamide polymer has photoreactivity when exposed to polarized radiation with a wavelength of from 150 to 450 nm.

7. The method of obtaining photoreactive polymer according to claim 1, comprising: carrying out the polymerization reaction with the disclosure of the cycle using polyacrylamide containing repeating the link below formula 3 in the presence of compounds represented by the formula, R1-O-(CH2)n-NH2with the formation of the repeating unit formula 1:

where m is from 10 to 1000;
n is from 2 to 6; and
R1means photoreactive functional group selected from the group comprising a functional group on the basis of cinnamate the following formula 1a, a functional group on the basis of the coumarin derivatives of the following formula 1b and the functional group on the basis of athropy the following formula 1c:

where n1 is an integer from 0 to 4;
n2 Ravenclaw number from 0 to 5;
A denotes a substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, or a chemical bond;
In selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, ester group, a substituted or unsubstituted alkoxyl having from 1 to 10 carbon atoms; substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, and substituted or unsubstituted, heteroaryl having from 6 to 40 carbon atoms;
X means an oxygen atom or sulfur;
P is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, substituted or unsubstituted albaniles having from 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 12 carbon atoms, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, substituted or unsubstituted kalkeren having from 7 to 15 carbon atoms, substituted or unsubstituted akinyan having from 2 to 20 carbon atoms, and substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms; and
R10, R11, R12, R13and R14are the same or different from each other and the independent is selected from the group including a hydrogen atom, halogen atom, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted, aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted aryl having from 6 to 40 carbon atoms, substituted or unsubstituted heteroaryl having from 6 to 40 carbon atoms with heteroelement belonging to group 14, 15 or 16, a substituted or unsubstituted alkoxyaryl, having from 6 to 40 carbon atoms, nitrile, nitro and hydroxyl.

8. The method of obtaining photoreactive copolymer according to claim 3, including:
carrying out the polymerization reaction with the disclosure of the cycle using polyacrylamide containing repeating the link below formula 3 in the presence of compounds represented by the formula HO-(CH2)n-NH2with the formation of a duplicate link below formula 3b;
the introduction of at least part of the recurring units of formula 3b in contact with the compound represented by the formula, R1-Cl, with the formation of the repeating unit formula 1:

where m is from 10 to 1000;
n is from 2 to 6; and
R1means photoreactive functional group is at, selected from the group comprising a functional group on the basis of cinnamate the following formula 1a, a functional group on the basis of the coumarin derivatives of the following formula 1b and the functional group on the basis of athropy the following formula 1c:

where n1 is an integer from 0 to 4;
n2 is an integer from 0 to 5;
A denotes a substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, or a chemical bond;
In selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, carboxy, ester group, a substituted or unsubstituted alkoxyl having from 1 to 10 carbon atoms; substituted or unsubstituted, Allen having from 6 to 40 carbon atoms, and substituted or unsubstituted, heteroaryl having from 6 to 40 carbon atoms;
X means an oxygen atom or sulfur;
P is selected from the group comprising a chemical bond, substituted or unsubstituted alkylene having from 1 to 20 carbon atoms, carbonyl, substituted or unsubstituted albaniles having from 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 12 carbon atoms, substituted or unsubstituted, Allen having from 6 to 40 atoms ug is erode, substituted or unsubstituted kalkeren having from 7 to 15 carbon atoms, substituted or unsubstituted akinyan having from 2 to 20 carbon atoms, and substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms; and
R10, R11, R12, R13and R14are the same or different from each other and are independently selected from the group comprising a hydrogen atom, halogen atom, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 4 to 8 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted, aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted aryl having from 6 to 40 carbon atoms, substituted or unsubstituted heteroaryl having from 6 to 40 carbon atoms with heteroelement, belonging to group 14, 15 or 16, a substituted or unsubstituted alkoxyaryl having from 6 to 40 carbon atoms, nitrile, nitro and hydroxyl.

9. The method of claim 8, where R1-Cl interacts with 10-90 mol.% recurring units of formula 3b.

10. The orienting layer containing photoreactive polymer according to claim 1 or photoreactivity copolymer according to claim 3.



 

Same patents:

FIELD: physics, optics.

SUBSTANCE: backlight for a colour liquid crystal display includes white light LEDs formed using a blue LED with a layer of red and green phosphors over it. In order to achieve a uniform blue colour component across the surface of a liquid crystal display screen and achieve uniform light output from one liquid crystal display to another, the leakage of blue light of the phosphor layer is tailored to the dominant or peak wavelength of the blue LED chip. The backlight employs blue LED chips having different dominant or peak radiation wavelength.

EFFECT: different leakage amounts of light through the tailored phosphor layers offset the attenuation on wavelength of the liquid crystal layers.

15 cl, 13 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to compounds of general formula (I), in which Alk represents alkyl substituent: C4H9, C6H13, C10H21 C15H31, C18H37; R1 represents group 4-CH3C6H4; n = 0, 1 or 2, CHnCFn represents fragment: if n-2 CH2-CF2, if n=1 CH=CF, if n=0 C≡C. Invention also relates to method of obtaining compounds of formula (I). Para-bromobenzaldehyde hydrazone is brought into interaction with 2-bromo-1,1,2,2-tetrafluoroethyl 4-methylphenyl sulfide in presence of ethylenediamine base and copper (I) chloride catalyst in ethanol at 30-45°C for 5 hours with formation of mixture of 3-(4-bromophenyl)- 1,1,2,2-tetrafluoropropyl 4-methylphenyl sulfide and 3-(4-bromophenyl)- 1,1,2-trifluoroprop-2-en-1-yl 4-methylphenyl sulfide, after which each obtained substance is separately introduced into reaction of cross-combination with 4-alkyloxyboric acids for 6 hours, with application of 1,2-dimethoxyethane as solvent, water solution of inorganic base, and palladium catalyst (Pd(PPh3)4, PdCl2(dppb), Pd(dba)2, PdCl2(PPh3)2, Pd(OAc)2), after that, reaction of fluorohydrogen elimination is performed for each compound with 1.0 M solution of sodium hexamethyldisilaside in THF at -80°C for 1-3 hours.

EFFECT: obtained are novel compounds, demonstrating liquid-crystalline properties and can be further used in liquid-crystalline materials.

4 cl, 2 tbl, 14 ex

FIELD: physics.

SUBSTANCE: liquid crystal display device includes a sealing element region on a first substrate and a second substrate on which electrode areas are formed, said areas being electrically connected to each other by electroconductive material contained in the sealing element. The first substrate and/or second substrate have a control structure section formed on them, which is situated at least between an electrode area and a pixel region and controls flow of material of a lining film until hardening thereof such that at least a portion of the electrode area remains uncovered by said film.

EFFECT: narrow frame region.

10 cl, 10 dwg

FIELD: physics.

SUBSTANCE: liquid crystal display device (100) of the present invention includes a liquid crystal display panel (10) and a lateral illumination unit (20) which emits light from a position which is lateral with respect to the panel (10). The panel (10) includes a front substrate (1), a back substrate (2) and a light-diffusing liquid crystal layer (3). The unit (20) includes a light source (7), which is situated in a position which is lateral with respect to the panel (10), and a light-guide (6), having a light-output surface (6b) through which light emitted by the light source (7) as well as light incident on the light-guide (6) is emitted towards the end surface (1a) of the substrate (1). The surface (6b) is slanted relative a direction which is vertical with respect to the front surface (1b) of the substrate (1), such that it faces the back surface of the panel (10).

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3 cl, 6 dwg

FIELD: electricity.

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EFFECT: eliminating mom-uniformity of lighting.

12 cl, 13 dwg

FIELD: information technology.

SUBSTANCE: in the pixel circuit, a liquid crystal capacitor element Clc is inserted between a pixel electrode 20 and a counter electrode 80. The pixel electrode 20, one terminal of a first switch circuit 22, one terminal of a second switch circuit 23 and a first terminal of a second transistor T2 form an internal node N1. The other terminals of the first switch circuit 22 and the second switch circuit 23 are connected to a source line SL. The second switch circuit 23 is a series circuit consisting of a first transistor T1 and a diode D1. A control terminal of the first transistor T1, a second terminal of a second transistor T2 and one terminal of a boost capacitor element Cbst form an output node N2. The other terminal of the boost capacitor element Csbt and the control terminal of the second transistor T2 are connected to a boost line (BST) and a reference line (REF), respectively. Diode D1 has a rectification function from the source line SL to the internal node N1.

EFFECT: preventing deterioration of liquid crystal display and deterioration of the quality of display with low power consumption without reducing luminosity.

36 cl, 40 dwg

FIELD: physics.

SUBSTANCE: ferroelectric liquid crystal display cell has two flat transparent plates arranged in parallel one above the other, on one side of which there are polaroids and on the other - transparent current-conducting coatings which are connected to an alternating-sign voltage source, on the surface of which a direction is selected for providing uniform orientation of liquid crystal molecules, a ferroelectric liquid crystal situated in the space between the transparent current-conducting coatings of the plates and which varies its optical anisotropy under the effect of an electric field. The crystal is non-helicoidal, and the values of rotational viscosity, spontaneous polarisation and modulus of elasticity, which determines deformation along smectic layers, are in a ratio to each other which provides periodic spatial deformations along the smectic layers and a characteristic relationship between birefringence of the display cell and alternating frequency of the electric field.

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5 dwg

FIELD: physics.

SUBSTANCE: backlight unit (49) of a display device (69), having a liquid crystal display panel (59), equipped with a base (41), a diffusing plate (43) mounted on the base, and a light source which illuminates the diffusing plate with light. The light source has a plurality of light-emitting modules (MJ) which include a light-emitting diode (22) which serves as a light-emitting element, and a divergent lens (24) covering the light-emitting diode. The light-emitting modules are placed on a grid on the base supporting the diffusing plate. Carrier pins (26) for mounting the diffusing plate are located on points on the base. The carrier pins are placed on sections of lines linking neighbouring pairs of light-emitting modules.

EFFECT: eliminating non-uniformity of luminance.

10 cl, 14 dwg

FIELD: physics.

SUBSTANCE: backlight unit (49) of a display device (69), having a liquid crystal display panel (59), has a base (41), a diffusing plate (43) which is supported by the base, and a point light source for irradiating the diffusing plate with light. The point light source has a light-emitting diode (22) mounted on a mounting substrate (21). A plurality of light-emitting diodes covered by divergent lenses (24) are provided. Optical axes (OA) of the divergent lenses are inclined relative the diffusing plate, and the divergent lenses, having different inclinations of optical axes, are placed randomly on the base. The divergent lenses, having optical axes that are inclined in opposite directions, are paired and the pairs are arranged in a matrix.

EFFECT: reduced non-uniformity of luminance and hue.

25 cl, 12 dwg

FIELD: physics.

SUBSTANCE: in the panel, in the boundary region between a reflecting region and a transmitting region, top and side surfaces at the end of the layer (19) of a reflecting electrode which passes in the boundary region, are not coated with a coloured layer (20) and an insulating layer (21) in the reflecting region and by a coloured layer (20) in the transmitting region.

EFFECT: improved reproducibility of colour and reflection characteristics in the reflecting region.

10 cl, 14 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to aramid polymers and products obtained therefrom. Disclosed is a cross-linked aramid polymer which includes a first aramid backbone chain which is cross-linked at the amide group through poly(meth)acrylic acid with an amide group of a second aramid backbone chain, and in which the aramid backbone chains are not modified by inclusion of monomers to obtain cross-linkable copolymers. Disclosed also is a method of producing the disclosed polymer and article from the disclosed polymer.

EFFECT: disclosed polymer enables to obtain highly oriented fibres with improved physical and mechanical properties.

11 cl, 2 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to production of cross-linkable aramide copolymer compositions and articles made therefrom. The composition contains an aramide copolymer obtained from monomers containing 1,4-phenylenediamine and tetraphthaloyl dichloride, and having at least one arylene-carboxylic acid link and at least one hydroxyarylene link. Alternatively, the composition contains an aramide copolymer obtained from monomers containing 1,4-phenylenediamine and tetraphthaloyl dichloride, and having at least one arylene-carboxylic acid link or at least one hydroxyarylene link and a covalent cross-linking agent. The invention also relates to cross-linked copolymers obtained from said composition and moulded articles containing such cross-linked copolymers.

EFFECT: invention enables to obtain materials with improved operational properties.

15 cl, 9 ex

FIELD: chemistry.

SUBSTANCE: disclosed is a method of producing a graft copolymer of polycaproamide by treating polycaproamide fibre with a redox system, a glycidyl methacrylate monomer while heating and with ratio of the weight of the fibre to the weight of the treating solution equal to 1:30, washing and drying, where the redox system used is Fe2+-H2O2, and after drying the graft copolymer of polycaproamide is treated with 5-20% aqueous solution of phenoxymethyl phosphonic acid while heating to 60-80°C for 1-1.5 hours, followed by washing and drying.

EFFECT: increasing phosphorus in the graft polymer, which leads to high static exchange capacity of the fibre sorbent.

1 cl, 1 tbl, 5 ex

FIELD: chemistry.

SUBSTANCE: polyamide can be obtained through polymerisation in the presence of at least: (i) monomers of dibasic carboxylic acids and diamines, or salts thereof; (ii) 0.05-0.5 mol % polyfunctional compound containing at least 3 functional groups XI, with respect to the total number of moles of monomers which form polyamide; (iii) 0.2-2 mol % monofunctional compound containing one functional group X2, with respect to the total number of moles of monomers which form polyamide. Functional groups X1 and X2 are functional groups of carboxylic acids or amine groups which can react with monomers of dibasic carboxylic acids and diamines (i) and form an amide bond. When the polyfunctional compound (ii) contains functional groups X1 of the carboxylic type, the monofunctional compound (iii) contains a functional group X2 of the carboxylic type; and when the polyfunctional compound (ii) contains functional groups X1 of the amine group type, the mononfunctional compound (iii) contains a functional group X2 of the amine group type.

EFFECT: obtained polyamide has high fluidity and improved mechanical properties.

21 cl, 5 ex, 4 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to a peptide copolymer containing lysine, alanine, tyrosine and glutaminic acid residues in ratio of 0.4-0.45:0.3-0.36:0.09-0.11:0.14-0.18, including its acid addition salt - acetate, and having average molecular weight in the interval 8.7-14.5 kDa, which can be used in a pharmaceutical composition for preparing a medicinal agent against multiple sclerosis, particularly medicinal agent Glatiramer acetate. The peptide copolymer is obtained through copolymerisation of N-carboxyanhydride of Nε-trifluoroacetyl-L-lysine and/or N-carboxyanhydride of Nε-benzyloxycarbonyl-L-lysine with N-carboxyanhydrides of L-alanine, gamma-O-benzyl-L-glutaminic acid and L-tyrosine with an initiator diethylamine in a medium of aprotic solvents dioxane or tetrahydrofuran or mixtures thereof. Benzyl type protective groups are removed from lysine and glutaminic acid residues using a solution of hydrogen bromide in acetic acid with a catalytic amount of water, and volatile amines diethylamine or methylamine in form of their aqueous solution are used to remove protective trifluoroacetyl groups from lysine residues.

EFFECT: method enables control of such properties of the product as average molecular weight and amino acid composition.

3 cl, 7 ex

The invention relates to an agent that increases the strength of paper in the wet state, and the method of its production, and method for producing a paper containing this agent

The invention relates to hyperbranched copolyamide, to a method for producing hyperbranched copolyamid, which can be used as a viscosity modifier molten thermoplastic polymer compositions, as well as a modifier of thermomechanical properties of polymer materials and as an additive to the thermoplastic matrix to form filaments, fibers

The invention relates to the composition of the copolymer-1, essentially free of copolymer-1 with a molecular mass of more than 40 kDa

The invention relates to a process for production of modified synthetic materials, in particular graft copolymers of polycaproamide, to obtain chemisorptive fibers, for use of as fibrous sorbent for purification of wastewater from metal ions

FIELD: chemistry.

SUBSTANCE: disclosed is use as a pipe insert of a tube or hose with outer diameter of at least 25 mm made from polyamide moulding compound which is condensed by adding a compound having at least two carbonate elements in weight ratio of 0.005-10 wt % with respect to polyamide. The initial polyamide moulding compound is prepared beforehand; it is first mixed with a compound with at least two carbonate elements; if necessary, the mixture is first stored and/or transported and then processed into a moulded article, wherein condensation takes place on at that step. Disclosed also is a pipe having said insert.

EFFECT: disclosed insert has better physical and mechanical characteristics compared to known polymer inserts and can be made with high reliability and uniform wall thickness even in large dimensions.

7 cl, 4 tbl, 3 ex

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