Zeon Corporation

Zeno Corporation

Kumi Okuyama

Kei Sakamoto

Satoshi Kiriki

Kanako Sanuki

Kanako Taira

Hiroki Iwaki

Yasushi Nakano

Kentaro Tamura

Disclosed is a mixture containing polymerizable compounds having Formulas (III) and (IV) wherein Arand Arare divalent aromatic hydrocarbon or heteroaromatic ring group having D1 or D2 as a substituent; Dand Dare C1-C20 organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon ring and heteroaromatic ring; A-Aand B-Bare alicyclic or aromatic group which may have a substituent, Y-Yand L-Lare single bond, &#x2014;O&#x2014;, &#x2014;CO&#x2014;, &#x2014;CO&#x2014;O&#x2014;, &#x2014;O&#x2014;CO&#x2014;, &#x2014;NR&#x2014;CO&#x2014;, &#x2014;CO&#x2014;NR&#x2014;, &#x2014;O&#x2014;CO&#x2014;O&#x2014;, &#x2014;NR&#x2014;CO&#x2014;O&#x2014;, &#x2014;O&#x2014;CO&#x2014;NR&#x2014; or &#x2014;NR&#x2014;CO&#x2014;NR&#x2014; where R&#x2014;Rare hydrogen or C1-C6 alkyl group; R&#x2014;Rare hydrogen, methyl group or chlorine; one of f and k is integer of 1 to 3 with the other being integer of 0 to 3; g, j, m and q are integer of 1 to 20; and h, i, n and p are 0 or 1. 

Compound, polymerizable compound, mixture, polymerizable liquid crystal composition, polymer, optical film, optically anisotropic product, polarizing plate, flat panel display device, organic electroluminescence display device, and anti-reflection film

A polymerizable compound has a practical low melting point, excellent solubility in a general-purpose solvent, and can produce an optical film at low cost, exhibits low reflected luminance, and achieves uniform conversion of polarized light over a wide wavelength band, an optically anisotropic article.

Polymerizable compound, polymerizable composition, polymer, optically anisotropic body, and method for producing polymerizable compound

Provided is a compound represented by the following formula: Yto Yeach represent a chemical single bond, &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;O&#x2014;NR&#x2014;, or &#x2014;NR&#x2014;O&#x2014;, Rbeing a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. Gand Geach represent a divalent linear aliphatic group having 1 to 20 carbon atoms. that optionally includes &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O&#x2014;NR&#x2014;, &#x2014;NR&#x2014;, or &#x2014;C(&#x2550;O)&#x2014;. Zand Zeach represent an alkenyl group having 2 to 10 carbon atoms. Arepresents a trivalent aromatic group. Aand Aeach represent a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms. Aand Aeach represents a divalent aromatic group having 6 to 30 carbon atoms. Qrepresents a alkyl group having 1 to 6 carbon atoms, an organic group having 2 to 30 carbon atoms that includes at least one of an aromatic hydrocarbon ring and a heteroaromatic ring, or a hydrogen atom. n and m each represent 0 or 1.

Polymerizable compound, polymerizable composition, polymer, and optically anisotropic product

Disclosed is a mixture containing compound (I) and polymerizable compound (II) wherein compound (I) accounts for 50 mol % or more of the entire mixture and 1,4-cyclohexanedicarboxylic acid accounts for less than 5 mol % of the entire mixture; a method of producing the mixture which includes reacting in a water-immiscible organic solvent 1,4-cyclohexanedicarboxylic acid dichloride with compound (IV) in the presence of a base, and washing the obtained reaction solution with a weakly acidic buffer solution; etc. The disclosure provides mixtures useful for low-cost production of polymerizable compounds which have low melting points suitable for practical use, show superior solubility to general-purpose solvents, can be produced at low costs, and allow for provision of optical films capable of uniform polarized light conversion over a wide wavelength range, and methods of producing the mixtures. where A represents hydrogen, methyl group or chlorine, and n represents an integer of 1 to 20.

Mixture of polymerizable compound and method of producing the same

A compound which is represented by a formula (IIa), wherein each of Yto Yindependently represents a chemical single bond, &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;NR&#x2014;C(&#x2550;O)&#x2014;NR&#x2014;, &#x2014;O&#x2014;NR&#x2014;, or &#x2014;NR&#x2014;O&#x2014;, Rrepresents a hydrogen atom or an alkyl group; each of Gand Gindependently represents a divalent linear aliphatic group; each of Zand Zindependently represents an alkenyl group; Arepresents a group represented by a formula (II), wherein X represents &#x2014;NR&#x2014;, an oxygen atom, a sulfur atom, and Rrepresents a hydrogen atom or an alkyl group; D represents an alkylene group or a cycloalkanediyl group; Arepresents a trivalent aromatic group; each of Aand Aindependently represents a divalent alicyclic hydrocarbon group; each of Aand Aindependently represents a divalent aromatic group; Qrepresents a hydrogen atom, or an alkyl group.

The invention provides a polymerizable compound of formula (I), polymerizable composition, polymer, and optically anisotropic article capable of obtaining an optical film having a low melting point, excellent solubility, being manufactured at low cost, and of uniform polarized light conversion across a broad wavelength region. In formula (I): Yto Yare independently a chemical single bond, &#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;; Gand Gare independently a divalent C1-C20 aliphatic group; Zand Zare independently a C2-C10 alkenyl group substituted with a halogen atom; Ais a C2-C30 organic group that includes at least one aromatic ring of an aromatic hydrocarbon ring or an aromatic hetero ring; Ais H, a C1-C20 alkyl group, a C2-C20 alkenyl group, a C3-C12 cycloalkyl group; Ais a trivalent aromatic group; Aand Aare independently a divalent C6-C30 aromatic group; and Qis H, or a C1-C6 alkyl group. 

Polymerizable compound, polymerizable composition, polymer, and optically anisotropic material

Provided is a method of producing an acid halide solution that is useful in production of a polymerizable liquid-crystal compound. The method of producing an acid halide solution includes: a first step of reacting a specific dicarboxylic acid compound with a halogenating agent in a water-immiscible organic solvent in the presence of at least 1.1 equivalents and not more than 3.0 equivalents of an activator relative to the dicarboxylic acid compound to obtain a reaction liquid including a solution that contains an acid halide compound and an oily liquid that is immiscible with the solution containing the acid halide compound; and a second step of removing the oily liquid from the reaction liquid obtained in the first step to obtain a purified liquid containing the acid halide compound.

Method of producing acid halide solution and method of producing monoester compound

Provided are a production method for compound (II) including reacting compound (I) with a halogenating agent in the presence of at least 0.5 equivalents, relative to compound (I), of a nitrogen atom-containing polar aprotic solvent; a composition containing compound (II), a halogenating agent or the like, and at least 0.5 equivalents, relative to compound (II), of a nitrogen atom-containing polar aprotic solvent; a stabilization method for compound (II); and compound (II). 

Production intermediate of polymerizable compound, production method for same, composition, and stabilization method

The present disclosure provides a method for producing an acid halide solution that is useful as a production intermediate or the like that allows industrially advantageous production of a polymerizable liquid crystal compound. The method for producing an acid halide solution of the present disclosure includes a step &#x3b1; of reacting a halogenating agent and a dicarboxylic acid compound in a water-immiscible organic solvent in the presence of a tetraalkylammonium salt to obtain a water-immiscible organic solvent solution including an acid halide, and a step &#x3b2; of concentrating the obtained water-immiscible organic solvent solution.

Method for producing acid halide solution, mixed solution, and method for producing monoester compound

This polymerizable compound is represented by a formula (I), this polymerizable composition contains said polymerizable compound and a polymerization initiator, this polymer is obtained by polymerizing the polymerizable compound or polymerizable composition, and this optically anisotropic product is comprised from the polymer. In the formula, each of Yto Yrepresents &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, etc., Yrepresents &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, etc., each of Gand Grepresents a divalent linear aliphatic group having 1 to 20 carbon atoms, etc., each of Zand Zrepresents an alkenyl group having 2 to 10 carbon atoms, etc., Arepresents an organic group having an aromatic ring and 2 to 30 carbon atoms, Arepresents a trivalent aromatic group, etc., each of Aand Arepresents a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms, each of Aand Arepresents a divalent aromatic group having 4 to 30 carbon atoms, etc., Qrepresents an alkyl group having 1 to 6 carbon atoms, etc., and each of m and n represents 0 or 1. 

The present invention is a polymerizable compound represented by a general formula (I), a polymerazable composition, a polymer, and an optically anisotropic product. In the formula: Qto Qrepresent hydrogen atoms, an alkyl group having 1 to 6 carbon atoms or the like; X represents a divalent aromatic group having 6 to 12 carbon atoms or the like; Arepresents a group represented by a general formula (II); Arepresents a group represented by a general formula (III); n represents 0 or 1; '*' indicates a bonding position; Yto Yand Yto Yrepresent a chemical single bond, &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;O&#x2014; or the like; G, G, Gand Grepresent a divalent aliphatic group having 1 to 20 carbon atoms or the like; Z, Z, Zand Zrepresent an alkenyl group having 2 to 10 carbon atoms or the like; Aand Arepresent a trivalent aromatic group or the like; A, A, Aand Arepresent a divalent aromatic group having 4 to 30 carbon atoms or the like; and Aand Arepresent a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms or the like. 

The present invention relates to: a polymerizable compound represented by a formula (I); a polymerizable composition comprising the polymerizable compound and an initiator; a polymer obtained by polymerizing the polymerizable compound or the polymerizable composition; and an optically anisotropic article comprising the polymer [in the formula, Yto Yare a chemical single bond, &#x2014;O&#x2014;, &#x2014;O&#x2014;C(&#x2550;O)&#x2014;, &#x2014;C(&#x2550;O)&#x2014;O&#x2014;, or the like; Gand Gare a divalent aliphatic group having 1 to 20 carbon atoms, or the like; Zand Zare an alkenyl group having 2 to 10 carbon atoms, or the like; Ais a tetravalent aromatic group, or the like; Aand Aare a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms, or the like; Aand Aare a divalent aromatic group having 4 to 30 carbon atoms, or the like; Aand Aare an organic group having 2 to 30 carbon atoms that includes an aromatic ring, or the like; Aand Aare a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or the like; Qand Qare a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or the like; and m and n are 0 or 1]. According to the present invention, a polymerizable compound, a polymerizable composition, and a polymer that have a practical low melting point, exhibit excellent solubility in a general-purpose solvent, can be produced at low cost, and can produce an optical film that achieves uniform conversion of polarized light over a wide wavelength band, and also provide an optically anisotropic article. 

Polymerizable compound, polymerizable composition, polymer, and optically anisotropic substance

A polymerizable compound, a polymerizable composition, and a polymer, which have a low melting point at a practical level and exhibit excellent solubility in a general-purpose solvent, can be produced at low cost. The polymerizable compound, polymerizable composition, and polymer can produce an optical film, which exhibits excellent transparency and achieves uniform conversion of polarized light over a wide wavelength band, and an optically anisotropic article. The polymerizable compound is represented by formula (I). 

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Tokyo, Japan

Kumi Okuyama