公开(公告)号：US06372308B1

公开(公告)日：2002-04-16

申请号：US09521956

申请日：2000-03-09

申请人： Yasue Yoshioka ,  Masahiro Johno ,  Tomoyuki Yui ,  Takahiro Matsumoto

发明人： Yasue Yoshioka ,  Masahiro Johno ,  Tomoyuki Yui ,  Takahiro Matsumoto

IPC分类号： C09K1912

CPC分类号： C09K19/0266 ,  C09K19/2021 ,  Y10T428/10

摘要： A liquid crystal composition includes (1) an anti-ferroelectric liquid crystal compound of formula (1) and (2) a ferrielectric liquid crystal compound or racemic compound thereof. The composition ratio of (1) to (2) is in the range extending from a value which extends from within 5 mol % of the boundary compositional ratio on the anti-ferroelectric phase side and to within 25 mol % of the boundary compositional ratio on the ferrielectric phase side. The boundary compositional ratio is obtained on the basis of a liquid crystal phase diagram prepared on the basis of conoscopic image observations obtained by changing the mixing ratio of (1) and (2). The liquid crystal composition has the following properties: (b) an optical response in a positive voltage region and a negative voltage region and free or substantially free of hysteresis; and (c) excellent alignment stability. The liquid crystal composition is substantially free from sticking, is excellent in alignment and alignment stability and exhibits a V-letter-shaped optical response so that it can be used in a highly reliable active matrix liquid crystal display device.

摘要翻译： 液晶组合物包括（1）式（1）的反铁电液晶化合物和（2）电介质液晶化合物或其外消旋化合物。 （1）〜（2）的组成比在从反铁电相侧的边界成分比例的5摩尔％以内的值延伸到边界成分比的25摩尔％以下的范围内 电介质相侧。 基于通过改变（1）和（2）的混合比获得的虹膜图像观察准备的液晶相图获得边界组成比。 液晶组合物具有以下性质：（b）在正电压区域和负电压区域中的光学响应，并且具有自由或基本上没有迟滞; 和（c）极好的取向稳定性。 液晶组合物基本上没有粘附，对准和取向稳定性优异，呈V字形的光学响应，因此可用于高可靠性的有源矩阵液晶显示装置。

公开(公告)号：US5534190A

公开(公告)日：1996-07-09

申请号：US329057

申请日：1994-10-26

申请人： Masahiro Johno ,  Tomoyuki Yui ,  Takahiro Matsumoto ,  Yoshihisa Arai

发明人： Masahiro Johno ,  Tomoyuki Yui ,  Takahiro Matsumoto ,  Yoshihisa Arai

IPC分类号： C09K19/02 ,  C09K19/20 ,  C09K19/46 ,  C09K19/12 ,  C09K19/52

CPC分类号： C09K19/0266 ,  C09K19/2021 ,  C09K19/46

摘要： An anti-ferroelectric liquid crystal composition consisting essentially of an anti-ferroelectric liquid crystal (A) and a ferrielectric liquid crystal (B) shows a low threshold voltage so that the driving voltage can be decreased, and the composition can give a liquid crystal display device utilizing a fast response time or switching among tristabile states, a distinct threshold voltage characteristic and excellent memory performance.

摘要翻译： 基本上由反铁电液晶（A）和电介质液晶（B）组成的反铁电液晶组合物显示出低阈值电压，从而可以降低驱动电压，并且组合物可以产生液晶显示 器件利用快速响应时间或在三态状态之间切换，独特的阈值电压特性和出色的存储器性能。

公开(公告)号：US20050260358A1

公开(公告)日：2005-11-24

申请号：US10614296

申请日：2003-07-08

申请人： Yuki Motoyama ,  Takashi Aoki ,  Masahiro Johno

发明人： Yuki Motoyama ,  Takashi Aoki ,  Masahiro Johno

IPC分类号： G02F1/13 ,  C07C69/76 ,  C07C69/82 ,  C07C69/94 ,  C09K19/54 ,  C09K19/58 ,  C09K19/30 ,  C09K19/12 ,  C09K19/32

CPC分类号： C09K19/586 ,  C07C69/94 ,  Y10T428/10

摘要： An optically active compound of the general formula (1), wherein n is an integer of 4 to 8, X is -Ph-COO-Ph-Ph-, -Ph-Ph-COO-Ph-, -Ph-OC-Ph-Ph-, -Ph-Ph-OC-Ph-, -Ph-Ph-Ph-, -Cy-COO-Ph-Ph-, -Ph-Ph-OC-Cy-, -Ph-OC-Ph-COO-Ph-, -Ph-OC-Cy-COO-Ph-, -Ph-OC-Np-COO-Ph-, -Np-OC-Ph- or -Ph-COO-Np- in which -Ph- is a 1,4-phenylene group, -Cy- is a trans-1,4-cyclohexylene group and -Np- is a 2,6-naphthylene group, and C* is an asymmetric carbon, and a nematic liquid crystal composition containing the above optically active compound. According to the present invention, there is provided a nematic liquid crystal composition containing the optically active compound having a helical twisting power (HTP) of 10 or more and giving a chiral dopant for a nematic liquid crystal, which chiral dopant has a property that the pitch of its induced helix decreases in length with an increase in temperature.

摘要翻译： 通式（1）的光学活性化合物，其中n为4〜8的整数，X为-Ph-COO-Ph-Ph-，-Ph-Ph-COO-Ph-，-Ph-OC-Ph -Ph-Ph-OC-Ph-，-Ph-Ph-Ph-，-Cy-COO-Ph-Ph-，-Ph-Ph-OC-Cy-，-Ph-OC-Ph-COO -Ph-，-Ph-OC-Cy-COO-Ph-，-Ph-OC-Np-COO-Ph-，-Np-OC-Ph-或-Ph-COO-Np-，其中-Ph-为 1,4-亚苯基，-Cy-是反-1,4-亚环己基，-Np-是2,6-亚萘基，C *是不对称碳，并且含有上述的向列型液晶组合物 光学活性化合物。 根据本发明，提供了一种向列型液晶组合物，其含有螺旋扭转力（HTP）为10以上的光学活性化合物，并赋予向列型液晶的手性掺杂剂，该手性掺杂剂具有以下性质： 其诱导螺旋的间距随着温度的升高而降低。

公开(公告)号：US06805921B2

公开(公告)日：2004-10-19

申请号：US10212230

申请日：2002-08-06

申请人： Yasumasa Norisue ,  Yuki Motoyama ,  Masahiro Johno

发明人： Yasumasa Norisue ,  Yuki Motoyama ,  Masahiro Johno

IPC分类号： C09K1920

CPC分类号： C09K19/586 ,  Y10T428/10

摘要： An optically active compound of the following general formula (1), wherein A is —C≡C— or —COO—, each of R1 and R2 is independently CnH2n+1—, (C2H5)2CHCH2C*H(CH3)OOC—, CmH2m+1C*H(CH3)OOC— or C6H5C*H(CH3)OOC— in which n is an integer of 2 to 5, m is an integer of 5 to 9, C6H5— is phenyl group, and C* is an asymmetric carbon, provided that there is no case where R1 and R2 are together CnH2n+1— or C6H5C*H(CH3)OOC— and that when both R1 and R2 are CmH2m+1C*H(CH3)OOC—, m in CmH2m+1C*H(CH3)OOC— represented by R1 and m in CmH2m+1C*H(CH3)OOC— represented by R2 may be different integers. The optically active compound of the present invention is excellently valuable as a chiral dopant since it has properties that its helical twisting power (HTP) is at least 9, that a helical pitch induced decreases with an increase in temperature and further that its birefringence (&Dgr;n) is large.

摘要翻译： 下列通式（1）的光学活性化合物，其中A为-C = C-或-COO-，R1和R2各自独立地为C n H 2n + 1，（C 2 H 5）2 CHCH 2 C * H（CH 3）OOC-， CmH2m + 1C * H（CH3）OOC-或C6H5C * H（CH3）OOC-，其中n为2〜5的整数，m为5〜9的整数，C6H5-为苯基，C *为 只要不存在R 1和R 2一起为C n H 2n + 1或C 6 H 5 C * H（CH 3）OOC-的情况，并且当R 1和R 2均为C m H 2m + 1C * H（CH 3）OOC-时，m C m H 2 m 由R1表示的+ 1C * H（CH3）OOC-，R2表示的CmH2m + 1C * H（CH3）OOC-中的m可以是不同的整数。本发明的光学活性化合物作为手性掺杂剂是非常有价值的，因为它 具有其螺旋扭转功率（HTP）至少为9的性质，螺旋桨距诱导随着温度的升高而降低，并且进一步其双折射（Deltan）大。

公开(公告)号：US06699532B2

公开(公告)日：2004-03-02

申请号：US10461462

申请日：2003-06-16

申请人： Yuki Motoyama ,  Masahiro Johno

发明人： Yuki Motoyama ,  Masahiro Johno

IPC分类号： C09K1958

CPC分类号： C09K19/586 ,  Y10T428/10

摘要： An optically active compound of the general formula (1) useful as a chiral dopant, and use thereof for a liquid crystal composition, the above optically active compound having a remarkably large helical twisting power (HTP) of as large as 50 or more and having a property that the helical pitch induced decreases in length with an increase in temperature, so that the optically active compound has an excellent value as a chiral dopant for a nematic liquid crystal.

摘要翻译： 可用作手性掺杂剂的通式（1）的光学活性化合物及其用于液晶组合物的上述光学活性化合物具有非常大的螺旋扭转功率（HTP）大于50或更大并具有 随着温度的升高螺旋桨距引起的长度减小的性质，使得光学活性化合物作为向列型液晶的手性掺杂剂具有优异的值。

公开(公告)号：US06835427B2

公开(公告)日：2004-12-28

申请号：US10780705

申请日：2004-02-19

申请人： Yuki Motoyama ,  Takakiyo Mine ,  Masahiro Johno

发明人： Yuki Motoyama ,  Takakiyo Mine ,  Masahiro Johno

IPC分类号： C09K1958

CPC分类号： C09K19/586 ,  Y10T428/10

摘要： An optically active compound containing 5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2-naphthol of the general formula (1) as an asymmetric source, wherein n is an integer of 1 to 10, Y is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl group having 1 to 5 carbon atoms or a phenyl group substituted with an alkoxy group having 1 to 4 carbon atoms, X is a single bond (—), —OOC— or —OCH2—, and each of A and B is a substituent formed by specifically combining rings selected from cyclohexane, benzene, pyrimidine, naphthalene, dioxane, etc., including mutual bonding forms of rings so that the substituent has 1 to 4 rings, the optically active compound characteristically having a large helical twisting power (HTP) of 50 or more and being useful as a chiaral dopant, the chiral dopant being capable of adjusting a helical pitch when only added in a small amount, so that the deterioration of performances of a base liquid crystal can be prevented.

摘要翻译： 一种含有作为不对称来源的通式（1）的5,5'，6,6'，7,7'，8,8'-八氢-1,1'-双-2-萘酚的光学活性化合物，其中 n为1〜10的整数，Y为氢原子，碳原子数为1〜5的烷基，苯基，被碳原子数为1〜5的烷基取代的苯基或被 具有1至4个碳原子的烷氧基，X是单键（ - ），-OOC-或-OCH 2 - ，A和B各自是通过特别结合选自环己烷，苯，嘧啶，萘， 二恶烷等，包括环的相互键合形式，使得取代基具有1至4个环，旋光性化合物特征在于具有50或更大的大螺旋扭转力（HTP）并且可用作芝麻掺杂剂，手性掺杂剂 能够在仅添加少量时调节螺距，从而可以降低基极液晶的性能 防止了

公开(公告)号：US6128065A

公开(公告)日：2000-10-03

申请号：US249085

申请日：1999-02-12

申请人： Takakiyo Mine ,  Masahiro Johno ,  Tomoyuki Yui

发明人： Takakiyo Mine ,  Masahiro Johno ,  Tomoyuki Yui

IPC分类号： C07C69/90 ,  C09K19/02 ,  C09K19/20 ,  C07C69/76 ,  C09K19/12

CPC分类号： C09K19/2021 ,  C07C69/90 ,  C09K19/02

摘要： A ferrielectric liquid crystal compound of the general formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms, either each of X and Y is a hydrogen atom or one of X and Y is a hydrogen atom and the other is a fluorine atom, m is an integer of 1 to 2, n is 1 and C* is an asymmetric carbon. The above liquid crystal compound shows a ferrielectric phase in a wide temperature range and exhibits a fast response in spite of its small spontaneous polarization, and it is therefore remarkably useful for an active-matrix liquid crystal display device.

摘要翻译： 通式（1）的电介质液晶化合物，其中R为碳原子数为6〜12的直链烷基，X和Y各自为氢原子，X和Y中的一个为氢原子，另一方为 是氟原子，m是1〜2的整数，n是1，C *是不对称碳。 上述液晶化合物在宽的温度范围内表现出电介质相，尽管其自发极化小，但反应快，因此对于有源矩阵液晶显示装置非常有用。

公开(公告)号：US5367391A

公开(公告)日：1994-11-22

申请号：US24762

申请日：1993-03-02

申请人： Masahiro Johno ,  Tomoyuki Yui

发明人： Masahiro Johno ,  Tomoyuki Yui

IPC分类号： G02F1/133 ,  G02F1/141 ,  G09G3/36 ,  G02F1/137 ,  G02F1/1343

CPC分类号： G09G3/3633 ,  G02F2001/1412

摘要： A method for driving an antiferroelectric liquid crystal cell suitable for a simple-matrix display, "utilizing" third state .fwdarw.uniform state and "uniform state.fwdarw.third state" switchings, in which the uniform state to third state switching is done within a memory time of uniform to third state switching. The uniform states are employed as the light and dark states.

摘要翻译： 用于驱动适用于简单矩阵显示的反铁电液晶单元的方法，“利用”第三状态 - 均匀状态和“均匀状态→第三状态”切换，其中均匀状态到第三状态切换在 记忆时间统一到第三状态切换。 统一的状态被用作明暗状态。

公开(公告)号：US5352382A

公开(公告)日：1994-10-04

申请号：US893548

申请日：1992-06-04

申请人： Masahiro Johno ,  Tomoyuki Yui ,  Yoshihisa Arai

发明人： Masahiro Johno ,  Tomoyuki Yui ,  Yoshihisa Arai

IPC分类号： C09K19/54 ,  C09K19/02 ,  C09K19/20 ,  C09K19/58 ,  G02F1/13 ,  C09K19/12

CPC分类号： C09K19/0266 ,  C09K19/2021 ,  C09K19/586

摘要： Antiferroelectric liquid crystal composition comprising at least one of antiferroelectric liquid crystal substances, and at least one of optically active substances.

摘要翻译： 包含反铁电液晶物质中的至少一种和光学活性物质中的至少一种的反铁电液晶组合物。

公开(公告)号：US5972243A

公开(公告)日：1999-10-26

申请号：US121123

申请日：1998-07-23

申请人： Takakiyo Mine ,  Masahiro Johno ,  Tomoyuki Yui ,  Yasue Yoshioka

发明人： Takakiyo Mine ,  Masahiro Johno ,  Tomoyuki Yui ,  Yasue Yoshioka

IPC分类号： C07C69/94 ,  C09K19/20 ,  C09K19/12 ,  C07C25/13 ,  C07C69/76

CPC分类号： C09K19/2021 ,  C07C69/94

摘要： A ferrielectric liquid crystal compound of the following general formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms; X is a hydrogen atom or a fluorine atom; m and n are the same or different from each other, each being an integer of 1 to 3; and C* is an asymmetric carbon atom,the ferrielectric liquid crystal compound being remarkably valuable as a raw material for a liquid crystal display device since it shows a ferrielectric phase in a broad temperature range and shows a high-speed response in spite of its small spontaneous polarization.

摘要翻译： 一种下述通式（1）的电介质液晶化合物，其中R是具有6至12个碳原子的直链烷基; X是氢原子或氟原子; m和n彼此相同或不同，各自为1至3的整数; C *是不对称碳原子，作为液晶显示装置的原料，电介质液晶化合物显示出广泛的温度范围内的电介质相，并且尽管呈现高速响应 自发极化