公开(公告)号：US20200148622A1

公开(公告)日：2020-05-14

申请号：US16744489

申请日：2020-01-16

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA ,  Kanako SANUKI

IPC: C07C67/58 ,  C07D277/82 ,  C07C69/75 ,  C07C67/14 ,  C07C67/52 ,  C07C67/08 ,  C07C69/017 ,  G02B5/30

Abstract: 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.

公开(公告)号：US20190330399A1

公开(公告)日：2019-10-31

申请号：US16349701

申请日：2017-11-10

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA

IPC: C08F220/34 ,  C08F220/38 ,  G02B1/11 ,  G02B1/04 ,  G02B5/30

Abstract: The objective is to enable production of an optical film having good reverse wavelength dispersion. A mixture contains polymerizable compounds indicated by formulae (I) and (V), shown below. In the formulae: Ar1 and Ar2 are each a prescribed heterocyclic group; A1 to A4 and B1 to B4 are each an optionally substituted alicyclic group or aromatic group; Y1 to Y4, L1 to L4, and Z1 to Z4 are each a prescribed group such as —O—, —CO—O—, or —O—CO—; R1 to R6 are each a hydrogen atom, a methyl group, or a chlorine atom; one of e and f is an integer of 1 to 3 and the other of e and f is an integer of 0 to 3; c, d, i, and j are each an integer of 1 to 20; and a, b, g, and h are each 0 or 1.

公开(公告)号：US20190202948A1

公开(公告)日：2019-07-04

申请号：US16298586

申请日：2019-03-11

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO

IPC: C08F122/24 ,  C07D277/82 ,  C08F122/12 ,  C08F222/10

CPC classification number: C08F122/24 ,  C07D277/82 ,  C08F122/12 ,  C08F220/30 ,  C08F222/10 ,  C08F222/1006 ,  C08F2222/102 ,  C08F2222/1013

Abstract: The present invention relates to: a polymerizable compound represented by a formula (I), wherein each of Y1 to Y8 independently represents —O—, —O—C(═O)—, —C(═O)—O— or the like; each of A2, A3, G1, and G2 independently represents a divalent linear aliphatic group having 1 to 20 carbon atoms or the like; each of Z1 and Z2 independently represents an alkenyl group having 2 to 10 carbon atoms or the like; Ax represents an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring; Ay represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or the like; A1 represents a trivalent aromatic group or the like; each of A4 and A5 independently represents a divalent aromatic group having 6 to 30 carbon atoms or the like; and Q1 represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or the like; and others. According to the present invention, it becomes possible to provide: a polymerizable compound that have a practical low melting point, exhibit excellent solubility in a general-purpose solvent, can be produced inexpensively, can be dried at a lower temperature, has excellent energy efficiency, and can produce an optical film that achieves uniform conversion of polarized light over a wide wavelength band; and others.

公开(公告)号：US20180093958A1

公开(公告)日：2018-04-05

申请号：US15831735

申请日：2017-12-05

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA

IPC: C07D277/82 ,  G02B1/111 ,  C09K19/38 ,  C07D277/62 ,  G02B5/30 ,  C07C251/86 ,  C07C251/82 ,  C08F222/10

CPC classification number: C07D277/82 ,  C07C251/82 ,  C07C251/86 ,  C07D277/62 ,  C08F222/1006 ,  C09K19/3838 ,  G02B1/111 ,  G02B5/30

Abstract: A compound represented by a formula (IIa) is provided. In formula (IIa), Y1 to Y8 represent —O—, —S—, —O—C(═O)—, —C(═O)—O— or the like, G1 and G2 represent a divalent linear aliphatic group having 1 to 20 carbon atoms or the like, Z1 and Z2 represent an alkenyl group having 2 to 10 carbon atoms or the like, Ax represents a group represented by a formula (II), wherein X represents an oxygen atom, a sulfur atom or the like, D represents an alkylene group having 1 to 20 carbon atoms or the like, A1 represents a trivalent aromatic group or the like, A2 and A3 represent a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms or the like, A4 and A5 represent a divalent aromatic group having 4 to 30 carbon atoms or the like, Q1 represents an alkyl group having 1 to 6 carbon atoms or the like, and m and n are 0 or 1.

公开(公告)号：US20170044279A1

公开(公告)日：2017-02-16

申请号：US15338987

申请日：2016-10-31

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA

IPC: C08F22/24 ,  C07D277/82 ,  G02B5/30 ,  C09K19/34 ,  G02B1/08 ,  C07D513/04 ,  C09K19/38

CPC classification number: C08F22/24 ,  C07D277/82 ,  C07D513/04 ,  C08F122/24 ,  C08F222/24 ,  C08F2222/102 ,  C09K19/24 ,  C09K19/322 ,  C09K19/348 ,  C09K19/3486 ,  C09K19/3488 ,  C09K19/3497 ,  C09K19/3852 ,  C09K19/3861 ,  C09K2019/0448 ,  C09K2019/2078 ,  G02B1/08 ,  G02B5/3016 ,  G02B5/3025

Abstract: The present invention relates to: a polymerizable compound (I), wherein Y1 to Y6 are a chemical single bond, —O—C(═O)—, —C(═O)—O— or the like, G1 and G2 are a divalent aliphatic group, Z1 and Z2 are an alkenyl group, Ax is a fused ring group represented by a formula (II), wherein X is —NR3—, an oxygen atom, a sulfur atom or the like, R3 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and D is a substituted or unsubstituted ring having 1 to 20 carbon atoms that includes at least one nitrogen atom, Ay is a hydrogen atom, an alkyl group, A1 is a trivalent aromatic group or the like, A2 and A3 are a divalent aromatic group having 6 to 30 carbon atoms or the like, and Q1 is a hydrogen atom, or an alkyl group having 1 to 6 carbon atoms.

Abstract translation: 本发明涉及：可聚合化合物（1），其中Y 1至Y 6为化学单键，-OC（= O） - ， - C（= O）-O-等，G 1和G 2为碳原子数为1〜20的二价脂肪族基团，Z 1和Z 2为未取代或被卤素原子取代的碳原子数2〜10的烯基，A x为 式（II）其中X为-NR 3 - ，氧原子，硫原子等，R 3为氢原子或碳原子数1〜6的烷基，D为取代或未取代的环 具有1至20个碳原子，包括至少一个氮原子，A y是氢原子，具有1至20个碳原子的烷基等，A 1是三价芳族基团等，A 2和A 3 是碳原子数为6〜30的二价芳香族基团，Q 1为氢原子或碳原子数为1〜6的烷基。 本发明提供一种具有实用低熔点，在通用溶剂中表现出优异溶解性的聚合性化合物，聚合性组合物和聚合物，可以制造出低成本的光学膜， 在宽波长带上的偏振光，以及光学各向异性物品。

公开(公告)号：US20170015639A1

公开(公告)日：2017-01-19

申请号：US15124092

申请日：2015-03-19

Applicant: ZEON CORPORATION

Inventor： Kumi OKUYAMA ,  Kanako SANUKI ,  Kei SAKAMOTO

IPC: C07D277/82 ,  C07C69/757 ,  C08F22/26 ,  C07C69/75

CPC classification number: C07D277/82 ,  C07C67/14 ,  C07C69/75 ,  C07C69/757 ,  C07C2601/14 ,  C08F22/22 ,  C08F22/26

Abstract: Provided is a method for producing a polymerizable compound represented by a formula (I) comprising:a step (1) that reacts a compound represented by a formula (II) with 2,5-dihydroxybenzaldehyde in an organic solvent in the presence of a base to obtain a reaction mixture including a compound represented by a formula (III); and a step (2) that adds a compound represented by a formula (IV) and an acidic aqueous solution to the reaction mixture obtained by the step (1) to effect a reaction, wherein A represents a hydrogen atom, a methyl group or the like, L represents a leaving group, n represents an integer from 1 to 20, X represents an oxygen atom, a sulfur atom, —C(R1)(R2)— or the like, R represents a hydrogen atom, an organic group or the like, and each of RX represents a hydrogen atom, a halogen atom or the like. According to the present invention, provided is a method for producing a polymerizable compound represented by a formula (I) at high purity and at high yield.

Abstract translation: 本发明提供一种由式（I）表示的可聚合化合物的制备方法，其包括：在碱的存在下，将有机溶剂中的式（II）表示的化合物与2,5-二羟基苯甲醛反应的工序（1） 得到包含由式（III）表示的化合物的反应混合物; 和将由式（IV）表示的化合物和酸性水溶液加入到通过步骤（1）获得的反应混合物中以进行反应的步骤（2），其中A表示氢原子，甲基或 L表示离去基团，n表示1〜20的整数，X表示氧原子，硫原子，-C（R 1）（R 2） - 等，R表示氢原子，有机 基团等，RX表示氢原子，卤素原子等。 根据本发明，提供了以高纯度和高产率制备由式（I）表示的可聚合化合物的方法。

公开(公告)号：US20160145363A1

公开(公告)日：2016-05-26

申请号：US14920294

申请日：2015-10-22

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA

IPC: C08F122/24 ,  C07D277/82 ,  C07D263/58 ,  C07C243/20 ,  C07D215/38 ,  C07D237/34 ,  C08F122/22 ,  G02B5/30 ,  C07C69/92

CPC classification number: C08F122/24 ,  C07C69/92 ,  C07C243/20 ,  C07C251/86 ,  C07D215/38 ,  C07D237/34 ,  C07D263/58 ,  C07D277/82 ,  C07D487/04 ,  C08F122/22 ,  C08F220/34 ,  C08F222/1006 ,  G02B1/08 ,  G02B5/3016 ,  G02B5/3083

Abstract: The present invention relates to a polymerizable compound represented by a formula (I). The present invention provides a polymerizable compound, a polymerizable composition, a polymer, and an optically anisotropic article that are capable of obtaining an optical film having a low melting point, having excellent solubility, capable of being manufactured at low cost, and capable of uniform polarized light conversion across a broad wavelength region. [In formula: Y1 to Y6 are independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O— etc.; G1 and G2 are independently a divalent C1-C20 aliphatic group etc.; Z1 and Z2 are independently C2-C10 alkenyl group that is substituted with a halogen atom etc.; Ax is a C2-C30 organic group that includes at least one aromatic ring selected from a group consisting of an aromatic hydrocarbon ring and an aromatic hetero ring; Ay is a hydrogen atom, a C1-C20 alkyl group, a C2-C20 alkenyl group, a C3-C12 cycloalkyl group etc.; A1 is a trivalent aromatic group etc.; A2 and A3 are independently a divalent C6-C30 aromatic group etc.; and Q1 is a hydrogen atom, or a C1-C6 alkyl group etc.]

Abstract translation: 本发明涉及由式（I）表示的可聚合化合物。 本发明提供一种能够得到低熔点，溶解性优异的光学膜的聚合性化合物，聚合性组合物，聚合物和光学各向异性物品，能够以低成本制造，能够均匀 在宽波长区域的偏振光转换。 [式中，Y1〜Y6独立地为化学单键，-O - ， - O-C（= O） - ， - C（= O）-O-等）。 G1和G2独立地是二价C1-C20脂族基团等; Z 1和Z 2独立地为被卤素原子等取代的C 2 -C 10烯基; Ax是包含至少一个选自芳族烃环和芳族杂环的芳环的C 2 -C 30有机基团; Ay是氢原子，C1-C20烷基，C2-C20烯基，C3-C12环烷基等; A1是三价芳族基团等。 A2和A3独立地为二价C 6 -C 30芳族基团等; 并且Q 1是氢原子或C 1 -C 6烷基等]

公开(公告)号：US20190264107A1

公开(公告)日：2019-08-29

申请号：US16410062

申请日：2019-05-13

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA ,  Satoshi KIRIKI

IPC: C09K19/38 ,  C08F222/24 ,  C07D277/82 ,  H01L51/00 ,  G02B5/30 ,  C07C69/75 ,  C07C69/67 ,  G02F1/1335 ,  C08F238/00 ,  C09K19/34 ,  H01L51/52

Abstract: Disclosed is a mixture containing polymerizable compounds having Formulas (III) and (IV) wherein Ar1 and Ar2 are divalent aromatic hydrocarbon or heteroaromatic ring group having D1 or D2 as a substituent; D1 and D2 are C1-C20 organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon ring and heteroaromatic ring; A11-A22 and B11-B22 are alicyclic or aromatic group which may have a substituent, Y11-Y22 and L11-L22 are single bond, —O—, —CO—, —CO—O—, —O—CO—, —NR21—CO—, —CO—NR22—, —O—CO—O—, —NR23—CO—O—, —O—CO—NR24— or —NR25—CO—NR26— where R21-R26 are hydrogen or C1-C6 alkyl group; R4-R9 are 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.

公开(公告)号：US20190144371A1

公开(公告)日：2019-05-16

申请号：US16099438

申请日：2017-05-01

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA

IPC: C07C67/52 ,  C07C67/14 ,  C07C67/08

Abstract: Disclosed is a method of producing a compound which includes: obtaining a reaction product which contains a monoester compound represented by the following formula (I) and 1,4-cyclohexanedicarboxylic acid dichloride and/or 1,4-cyclohexanedicarboxylic acid, by reacting in an organic solvent a hydroxy compound represented by the formula Q-OH (where Q represents organic group which may have a substituent) with 1,4-cyclohexanedicarboxylic acid dichloride and/or 1,4-cyclohexanedicarboxylic acid; and mixing the reaction product with an acidic aqueous solution, where A represents hydroxyl group or chlorine atom and Q is as defined above.

公开(公告)号：US20170335193A1

公开(公告)日：2017-11-23

申请号：US15598379

申请日：2017-05-18

Applicant: ZEON CORPORATION

Inventor： Kei SAKAMOTO ,  Kumi OKUYAMA ,  Satoshi KIRIKI

IPC: C09K19/38 ,  H01L51/00 ,  G02F1/1335 ,  G02B5/30 ,  C09K19/34 ,  C08F238/00 ,  C08F222/24 ,  H01L51/52 ,  C07D277/82 ,  C09K19/04

CPC classification number: C09K19/3861 ,  C07C69/67 ,  C07C69/75 ,  C07C2601/14 ,  C07D277/82 ,  C08F222/24 ,  C08F238/00 ,  C09K19/3497 ,  C09K2019/0448 ,  G02B5/30 ,  G02B5/3016 ,  G02F1/133528 ,  G02F1/13363 ,  G02F2001/133541 ,  G02F2001/133638 ,  H01L51/004 ,  H01L51/0043 ,  H01L51/5281

Abstract: Disclosed is a mixture containing polymerizable compounds having Formulas (III) and (IV) wherein Ar1 and Ar2 are divalent aromatic hydrocarbon or heteroaromatic ring group having D1 or D2 as a substituent; D1 and D2 are C1-C20 organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon ring and heteroaromatic ring; A11-A22 and B11-B22 are alicyclic or aromatic group which may have a substituent, Y11-Y22 and L11-L22 are single bond, —O—, —CO—, —C0—O—, —O—CO—, —NR21—CO—, —CO—NR22—, —O—CO—O—, —NR23—CO—O—, —O—CO—NR24— or —NR25—CO—NR26— where R21-R26 are hydrogen or C1-C6 alkyl group; R4-R9 are 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.