公开(公告)号：US5324451A

公开(公告)日：1994-06-28

申请号：US870743

申请日：1992-04-20

申请人： Sadao Takehara ,  Tadao Shoji ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Masashi Osawa

发明人： Sadao Takehara ,  Tadao Shoji ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Masashi Osawa

IPC分类号： C07C69/773 ,  C09K19/12 ,  C09K19/20 ,  C07C69/76

CPC分类号： C09K19/126 ,  C09K19/2021

摘要： A compound represented by formula (I): ##STR1## wherein R.sub.1 represents an alkyl group having from 1 to 18 carbon atoms; R.sub.2 represents an alkyl group having from 2 to 16 carbon atoms; rings A, B, C, and D each represents a 1,4-phenylene group or a 1,4-phenylene group having one or two halogen atoms; Y represents a single bond, ##STR2## m and n each represents 0 or 1; p represents 0, 1, or 2; q represents 0 or an integer of from 1 to 6; and C* and C** each represents an asymmetric carbon atom in an (S)- or (R)-configuration, and a liquid crystal composition containing the compound of formula (I). The compound of formula (I) is a chiral liquid crystal compound exhibiting large spontaneous polarization, a long helical pitch, an SC* phase in a broad temperature range including room temperature, satisfactory orientation, and a high rate of response.

摘要翻译： 由式（I）表示的化合物：其中R 1表示具有1至18个碳原子的烷基; R2表示具有2至16个碳原子的烷基; 环A，B，C和D各自表示具有一个或两个卤素原子的1,4-亚苯基或1,4-亚苯基; Y表示单键， m，n表示0或1; p表示0,1或2; q表示0或1至6的整数; 和C *和C **各自表示（S） - 或（R） - 构型中的不对称碳原子，和含有式（I）化合物的液晶组合物。 式（I）的化合物是在包括室温，令人满意的取向和高响应速度的宽温度范围内表现出大的自发极化，长螺距，SC *相的手性液晶化合物。

公开(公告)号：US4914224A

公开(公告)日：1990-04-03

申请号：US7612

申请日：1987-01-28

申请人： Tadao Shoji ,  Sadao Takehara ,  Toru Fujisawa ,  Masashi Osawa ,  Hiroshi Ogawa ,  Yoshi Arai ,  Jitsuo Kurokawa

发明人： Tadao Shoji ,  Sadao Takehara ,  Toru Fujisawa ,  Masashi Osawa ,  Hiroshi Ogawa ,  Yoshi Arai ,  Jitsuo Kurokawa

IPC分类号： C07C69/773 ,  C09K19/12 ,  C09K19/20

CPC分类号： C09K19/12 ,  C09K19/2021

摘要： An optically active carboxylic acid derivative represented by the general formula ##STR1## wherein R represents a normal alkyl group having 1 to 20 carbon atoms, m and n represent 0 or 1 but are not 1 at the same time, X represents a hydrogen or halogen atom, Y represents a hydrogen or fluorine atom, provided that when Y is a hydrogen atom, X is a halogen atom, and that when n is 0, Y is ahydrogen atom, and Q* represents an optically active alkyl or 1-alkoxyethyl group having an asymmetric carbon atom.

公开(公告)号：US4911862A

公开(公告)日：1990-03-27

申请号：US210375

申请日：1988-06-23

申请人： Tadao Shoji ,  Sadao Takehara ,  Toru Fujisawa ,  Masashi Osawa ,  Hiroshi Ogawa ,  Yoshi Arai ,  Jitsuo Kurokawa

发明人： Tadao Shoji ,  Sadao Takehara ,  Toru Fujisawa ,  Masashi Osawa ,  Hiroshi Ogawa ,  Yoshi Arai ,  Jitsuo Kurokawa

IPC分类号： C07C69/773 ,  C09K19/12 ,  C09K19/20

CPC分类号： C09K19/12 ,  C09K19/2021

摘要： An optically active carboxylic acid derivative represented by the general formula ##STR1## wherein R represents a normal alkyl group having 1 to 20 carbon atoms, m and n represent 0 or 1 but are not 1 at the same time, X represents a hydrogen or halogen atom, Y represents a hydrogen or fluorine atom, provided that when Y is a hydrogen atom, X is a halogen atom, and that when n is 0, Y is a hydrogen atom, and Q* represents an optically active alkyl or 1-alkoxyethyl group having an asymmetric carbon atom.

摘要翻译： 由通式（I）表示的光学活性羧酸衍生物，其中R表示具有1至20个碳原子的正烷基，m和n表示0或1，但不同时为1，X表示 氢或卤素原子，Y表示氢或氟原子，条件是当Y为氢原子时，X为卤素原子，当n为0时，Y为氢原子，Q *为光学活性烷基或 具有不对称碳原子的1-烷氧基乙基。

公开(公告)号：US5128472A

公开(公告)日：1992-07-07

申请号：US606662

申请日：1990-10-31

申请人： Masashi Osawa ,  Tadao Shoji ,  Sadao Takehara ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Takeshi Kuriyama ,  Kayoko Nakamura

发明人： Masashi Osawa ,  Tadao Shoji ,  Sadao Takehara ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Takeshi Kuriyama ,  Kayoko Nakamura

IPC分类号： C07D239/26 ,  C07D241/12 ,  C09K19/34

CPC分类号： C07D239/26 ,  C07D241/12 ,  C09K19/3452

摘要： A 2,5-disubstituted pyrizine derivative and a 2,5-disubstituted pyrimidine derivative of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each independently represents a straight-chain or branched alkyl group containing 1 to 20 carbon atoms;X represents a halogen atom; and ##STR2## represents a pyrazine-2,5-diyl or a pyrimidine-2,5-diyl group; each useful as an electrooptical display material are disclosed. Further a liquid crystal composition comprising said compounds as well as a ferroelectric display device wherein said liquid crystal composition is used are disclosed.

摘要翻译： 式（I）的2,5-二取代吡嗪衍生物和2,5-二取代嘧啶衍生物：其中R 1和R 2各自独立地表示含有1至20个碳的直链或支链烷基 原子 X表示卤原子; 并且表示吡嗪-2,5-二基或嘧啶-2,5-二基; 各自用作电光显示材料。 此外，还公开了包含所述化合物的液晶组合物以及其中使用所述液晶组合物的铁电显示装置。

公开(公告)号：US4997942A

公开(公告)日：1991-03-05

申请号：US325813

申请日：1989-03-20

申请人： Masashi Osawa ,  Tadao Shoji ,  Sadao Takehara ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Takeshi Kuriyama ,  Kayoko Nakamura

发明人： Masashi Osawa ,  Tadao Shoji ,  Sadao Takehara ,  Hiroshi Ogawa ,  Toru Fujisawa ,  Takeshi Kuriyama ,  Kayoko Nakamura

IPC分类号： C07D239/26 ,  C07D241/12 ,  C09K19/34

CPC分类号： C07D239/26 ,  C07D241/12 ,  C09K19/3452

摘要： A 2,5-disubstituted pyrazine derivative and a 2,5-disubstituted pyrimidine derivative of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each independently represents a straight-chain or branched alkyl group containing 1 to 20 carbon atoms;X represents a halogen atom; and ##STR2## represents a pyrazine-2,5-diyl or a pyrimidine-2,5-diyl group; each useful as an electrooptical display material are disclosed. Further a liquid crystal composition comprising said compounds as well as a ferroelectric display device wherein said liquid crystal composition is used are disclosed.

公开(公告)号：US5061398A

公开(公告)日：1991-10-29

申请号：US515915

申请日：1990-04-27

申请人： Sadao Takehara ,  Takeshi Kuriyama ,  Kayoko Nakamura ,  Tadao Shoji ,  Toru Fujisawa ,  Masashi Osawa ,  Tamejiro Hiyama ,  Tetsuo Kusumoto ,  Akiko Nakayama ,  Kiyoharu Nishide

发明人： Sadao Takehara ,  Takeshi Kuriyama ,  Kayoko Nakamura ,  Tadao Shoji ,  Toru Fujisawa ,  Masashi Osawa ,  Tamejiro Hiyama ,  Tetsuo Kusumoto ,  Akiko Nakayama ,  Kiyoharu Nishide

IPC分类号： G02F1/13 ,  C07C255/37 ,  C07D307/33 ,  C09K19/34 ,  C09K19/54

CPC分类号： C07D307/33 ,  C09K19/2021 ,  C09K19/3405 ,  C09K2019/3075

摘要： An optically active lactone derivative represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a straight-chain or branched alkyl, alkoxyl, alkanoyloxy, alkoxycarbonyl, alkoxyalkyl, alkoxyalkanoyloxy, or alkoxyalkoxyl group having 1 to 20 carbon atoms or an optically active group of each of the above kinds, R.sup.2 represents a straight-chain or branched alkyl group having 1 to 20 carbon atoms, ##STR2## or trans-1,4-cyclohexylene group of the formula and the asymmetric carbon atoms at the 2- and 4-positions in the lactone ring each independently is of the (S) or (R) configuration, an intermediate therefor, a process for producing the intermediate, a liquid-crystal composition, and a liquid-crystal display device.

公开(公告)号：US06468607B1

公开(公告)日：2002-10-22

申请号：US09296550

申请日：1999-04-22

申请人： Sadao Takehara ,  Masashi Osawa ,  Haruyoshi Takatsu ,  Makoto Negishi

发明人： Sadao Takehara ,  Masashi Osawa ,  Haruyoshi Takatsu ,  Makoto Negishi

IPC分类号： C09K1932

CPC分类号： C07C17/2637 ,  C07C17/263 ,  C07C17/2632 ,  C07C17/2635 ,  C07C17/269 ,  C07C17/354 ,  C07C25/18 ,  C07C25/22 ,  C07C25/24 ,  C07C255/50 ,  C07C2601/14 ,  C07C2602/28 ,  C09K19/322 ,  Y10T428/10

摘要： Disclosed is a novel liquid-crystalline compound which is a naphthalene derivative useful as an electro-optical liquid crystal display material, a liquid crystal composition containing such naphthalene derivatives and a liquid crystal display device comprising the same. The naphthalene derivative provided by the present invention exhibits an excellent liquid-crystallinity and miscibility with currently widely used liquid crystal compositions or compositions. The addition of the naphthalene derivative makes it possible to drastically lower the threshold voltage of the liquid crystal composition while maintaining its high response. The naphthalene derivative of the present invention is characterized by a large birefringence index. Further, most of the naphthalene derivative of the present invention has no strongly polar group in its molecule and thus can also be used for active matrix driving. Moreover, as shown in the foregoing examples, the naphthalene derivative of the present invention can be easily produced and is colorless and chemically stable. Accordingly, the liquid crystal composition comprising the naphthalene derivative of the present invention is extremely useful as a practical liquid crystal composition, particularly a liquid crystal composition which can operate within a wide temperature range and requires a high speed response and a low voltage driving.

摘要翻译： 公开了一种新颖的液晶化合物，它是一种可用作电光液晶显示材料的萘衍生物，含有该衍生物的液晶组合物和包含该衍生物的液晶显示装置。 由本发明提供的萘衍生物与当前广泛使用的液晶组合物或组合物显示出优异的液晶性和混溶性。 通过加入萘衍生物可以使液晶组合物的阈值电压大大降低，同时保持其高响应性。 本发明的萘衍生物的特征在于双折射率大。 此外，本发明的大多数萘衍生物在其分子中没有强极性基团，因此也可用于有源矩阵驱动。 此外，如前述实施例所示，本发明的萘衍生物可以容易地制备，并且是无色和化学稳定的。 因此，含有本发明的萘衍生物的液晶组合物作为实用的液晶组合物，特别是能够在宽温度范围内工作并需要高速响应和低电压驱动的液晶组合物是非常有用的。

公开(公告)号：US06693223B1

公开(公告)日：2004-02-17

申请号：US10373796

申请日：2003-02-27

申请人： Kiyofumi Takeuchi ,  Haruyoshi Takatsu ,  Sadao Takehara ,  Masashi Osawa

发明人： Kiyofumi Takeuchi ,  Haruyoshi Takatsu ,  Sadao Takehara ,  Masashi Osawa

IPC分类号： C07C2524

CPC分类号： C07C63/04 ,  C09K19/2007 ,  C09K19/46

摘要： A novel liquid crystal compound, a nematic liquid crystal composition, and a liquid crystal display system using the composition are disclosed herein. The liquid crystal compound is represented by the general formula (I): wherein R represents a hydrogen atom or a straight chain alkyl group having 1 to 7 carbon atoms and each of X, Y and Z independently represents hydrogen atom or fluorine atom. The nematic liquid crystal composition of the present invention can provide liquid crystal materials in response to desired purposes even by its addition in a small amount without spoiling other characteristics.

摘要翻译： 本文公开了一种新型液晶化合物，向列型液晶组合物和使用该组合物的液晶显示系统。 液晶化合物由通式（I）表示：其中R表示氢原子或具有1至7个碳原子的直链烷基，X，Y和Z各自独立地表示氢原子或氟原子。 本发明的向列型液晶组合物可以通过少量添加而不损害其他特性而提供响应于期望目的的液晶材料。

公开(公告)号：US07145047B2

公开(公告)日：2006-12-05

申请号：US10224424

申请日：2002-08-21

申请人： Sadao Takehara ,  Masashi Osawa ,  Haruyoshi Takatsu ,  Makoto Negishi

发明人： Sadao Takehara ,  Masashi Osawa ,  Haruyoshi Takatsu ,  Makoto Negishi

IPC分类号： C07C23/18 ,  C07C23/36 ,  C09K19/32

CPC分类号： C07C17/2637 ,  C07C17/263 ,  C07C17/2632 ,  C07C17/2635 ,  C07C17/269 ,  C07C17/354 ,  C07C25/18 ,  C07C25/22 ,  C07C25/24 ,  C07C255/50 ,  C07C2601/14 ,  C07C2602/28 ,  C09K19/322 ,  Y10T428/10

摘要： Disclosed in a novel liquid-crystalline compound which is a naphthalene derivative useful as an electro-optical liquid crystal display material, a liquid crystal composition containing such naphthalene derivatives and a liquid crystal display device comprising the same. The naphthalene derivative provided by the present invention exhibits an excellent liquid-crystallinity and miscibility with currently widely used liquid crystal compositions or compositions. The addition of the naphthalene derivative makes it possible to drastically lower the threshold voltage of the liquid crystal composition while maintaining its high response. The naphthalene derivative of the present invention is characterized by a large birefringence index. Further, most of the naphthalene derivative of the present invention has no strongly polar group in its molecule and thus can also be used for active matrix driving. Moreover, as shown in the foregoing examples, the naphthalene derivative of the present invention can be easily produced and is colorless and chemically stable. Accordingly, the liquid crystal composition comprising the naphthalene derivative of the present invention is extremely useful as a practical liquid crystal composition, particularly a liquid crystal composition which can operate within a wide temperature range and requires a high speed response and a low voltage driving.

公开(公告)号：US5536443A

公开(公告)日：1996-07-16

申请号：US429485

申请日：1995-04-25

申请人： Haruyoshi Takatsu ,  Sadao Takehara ,  Kiyohumi Takeuchi ,  Masashi Osawa ,  Shinji Ogawa ,  Norie Ishida

发明人： Haruyoshi Takatsu ,  Sadao Takehara ,  Kiyohumi Takeuchi ,  Masashi Osawa ,  Shinji Ogawa ,  Norie Ishida

IPC分类号： C07B59/00 ,  C07C69/773 ,  C07C255/50 ,  C07C255/55 ,  C09K19/30 ,  C09K19/40 ,  C09K19/42 ,  G02F1/13

CPC分类号： C09K19/402 ,  C07B59/001 ,  C07C255/50 ,  C07C255/55 ,  C09K19/3001 ,  C09K19/3003 ,  C09K19/3028 ,  C09K19/3059 ,  C07C2101/14 ,  C09K2019/0444

摘要： A liquid crystal display comprising a compound of the formula ##STR1## wherein each of Y.sup.1 and Y.sup.2 is independently F, Cl, CN, OCN, SCN, OCF.sub.3, OCF.sub.2 H, OCF.sub.2 CF.sub.3, CF.sub.3, R, --OR, --COOR or --OCOR, wherein R is alkyl, alkenyl or alkoxyalkyl, provided that at least one of Y.sup.1 and Y.sup.2 is R, --OR, --COOR or --OCOR; each of Z, Z.sup.1, Z.sup.2, Z.sup.3 and Z.sup.4 is independently a single bond. CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.dbd.C--, --COO--, --OCO--, --CH.sub.2 O--, OCH.sub.2 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.3 --O-- or --O--(CH.sub.2).sub.3 --: ring A is a group of formula (II): ##STR2## wherein each of X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, X.sup.9, and X.sup.10 is independently H or D, provided that at least one of them is D; each of rings K, L, J, M and N is independently trans-1,4-cyclohexylene, 1,4-cyclohexenylene, substituted trans-1,4-cyclohexylene, 1,4-phenylene, substituted 1,4-phenylene, 1,3-dioxane-2,6-diyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl, pyrazine-2,5-diyl or a group of formula (III): ##STR3## wherein each of X.sup.11, X.sup.12, X.sup.13, X.sup.14, X.sup.15, X.sup.16, X.sup.17, X.sup.18, X.sup.19, and X.sup.20 is independently H or D, provided that at least one of them is D; in which the ring of formula (III) may be the same as or different from ring A; and k, l, m, and n each independently is 0 or 1, provided that the sum of k, l, m, and n is 0, 1 or 2. The compound is useful as an electro-optic liquid crystal display material.

摘要翻译： 其中Y1和Y2各自独立地为F，Cl，CN，OCN，SCN，OCF3，OCF2H，OCF2CF3，CF3，R，-OR， -COOR或-OCOR，其中R是烷基，烯基或烷氧基烷基，条件是Y1和Y2中的至少一个是R，-OR，-COOR或-OCOR; Z，Z1，Z2，Z3和Z4各自独立地为单键。 CH 2 CH 2 - ， - CH = CH - ， - C = C - ， - COO-， - OCO-， - CH 2 O - ，OCH 2 - ， - （CH 2）4 - ， - （CH 2）3 -O-或-O- CH 2）3 - ：环A是式（II）的基团：其中X1，X2，X3，X4，X5，X6，X7，X8，X9和X10各自独立地为H或D ，条件是其中至少有一个是D; 环K，L，J，M和N各自独立地为反式-1,4-亚环己基，1,4-亚环己烯基，取代的反式-1,4-亚环己基，1,4-亚苯基，取代的1,4-亚苯基， （III）所示的基团：式（III）的化合物：其中R 1，R 2，R 3，R 3， 其中X11，X12，X13，X14，X15，X16，X17，X18，X19和X20各自独立地为H或D，条件是它们中的至少一个为D; 其中式（III）的环可以与环A相同或不同; 并且k，l，m和n各自独立地为0或1，条件是k，l，m和n的和为0,1或2.该化合物可用作电光液晶显示材料。