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1. 发明授权

US5130048A Ferroelectric liquid crystal compositions containing chiral haloalkoxy tails units 失效
标题翻译：含有手性卤代烷氧基尾部单元的铁电液晶组合物
公开(公告)号：US5130048A
公开(公告)日：1992-07-14
申请号：US556656
申请日：1990-07-20
申请人： Michael Wand , William N. Thurmes , David Walba
发明人： Michael Wand , William N. Thurmes , David Walba
IPC分类号： C07C43/225 , C07C69/76 , C07C69/773 , C07C69/92 , C07D213/30 , C07D237/08 , C07D239/26 , C07D285/12 , C09K19/04 , C09K19/12 , C09K19/20 , C09K19/34 , C09K19/58
CPC分类号： C07D239/26 , C07C69/92 , C09K19/04 , C09K19/126 , C09K19/2021 , C09K19/3441 , C09K19/3463 , C09K19/586 , C09K19/588
摘要： The subject application discloses a chiral nonracemic composition of the general formula:R.sub.1 --Ar--O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O--R.sub.2wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral carbon; X and Y are halogens; and R.sub.2 is one to ten carbon atoms. The --O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O-- segment comprises the chiral proximal segment of the chiral tail; the proximal segment is selected from the enantiomers 2R,3R-dihalo and 2S,3S-dihalo. R.sub.2 is the distal segment of the chiral tail.
摘要翻译：本申请公开了以下通式的手性非微量组合物：R1-Ar-O-CH2-C * HX-C * HY-CH2-O-R2，其中R1是2至16个碳的非手性尾部; Ar是至少两个环的非手性FLC核; *表示手性碳; X和Y是卤素; R2为1〜10个碳原子。 -O-CH2-C * HX-C * HY-CH2-O-链段包含手性尾部的手性近端段; 近端段选自对映异构体2R，3R-二卤代和2S，3S-二卤代。 R2是手性尾巴的远端部分。

2. 再颁专利

USRE34726E Ferroelectric liquid crystal compositions containing chiral haloalkoxy tail units 失效
标题翻译：含有手性卤代烷氧基尾单元的铁电液晶组合物
公开(公告)号：USRE34726E
公开(公告)日：1994-09-13
申请号：US55661
申请日：1993-04-29
申请人： Michael Wand , William N. Thurmes , David Walba
发明人： Michael Wand , William N. Thurmes , David Walba
IPC分类号： C07C69/92 , C07D239/26 , C09K19/04 , C09K19/12 , C09K19/20 , C09K19/34 , C09K19/58 , C09K19/52 , C07C69/76 , C07D213/28 , C07D239/02
CPC分类号： C07D239/26 , C07C69/92 , C09K19/04 , C09K19/126 , C09K19/2021 , C09K19/3441 , C09K19/3463 , C09K19/586 , C09K19/588
摘要： The subject application discloses a chiral nonracemic composition of the general formula:R.sub.1 --Ar--O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O--R.sub.2wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral carbon; X and Y are halogens; and R.sub.2 is one to ten carbon atoms. The --O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O-- segment comprises the chiral proximal segment of the chiral tail; the proximal segment is selected from the enantiomers 2R,3R-dihalo and 2S,3S-dihalo. R.sub.2 is the distal segment of the chiral tail.
摘要翻译：本申请公开了以下通式的手性非微量组合物：R1-Ar-O-CH2-C * HX-C * HY-CH2-O-R2，其中R1是2至16个碳的非手性尾部; Ar是至少两个环的非手性FLC核; *表示手性碳; X和Y是卤素; R2为1〜10个碳原子。 -O-CH2-C * HX-C * HY-CH2-O-链段包含手性尾部的手性近端段; 近端段选自对映异构体2R，3R-二卤代和2S，3S-二卤代。 R2是手性尾巴的远端部分。

3. 发明授权

US06737124B2 Liquid crystal compounds having a silane tail with a perfluoroalkyl terminal portion 失效
标题翻译：具有具有全氟烷基末端部分的硅烷尾部的液晶化合物
公开(公告)号：US06737124B2
公开(公告)日：2004-05-18
申请号：US09753749
申请日：2001-01-03
申请人： Neil Gough , Xin-Hua Chen , William N. Thurmes , Michael Wand
发明人： Neil Gough , Xin-Hua Chen , William N. Thurmes , Michael Wand
IPC分类号： C09K1934
CPC分类号： C09K19/406 , C07F7/081 , C07F7/0812 , C09K19/408 , Y10T428/10
摘要： Chiral nonracemic, chiral racemic and achiral compounds useful as component of LC compositions which have a silane tail group which is partially fluorinated. The silane tail group comprises a perfluoroalkyl group. The silane tail group of this invention has the formula: where k is 0 or an integer ranging from 1-10; m and n are integers ranging from 1 to about 20; j is 0 or an integer ranging from 1 to 20; Z is —O— or a single bond; R1, R1′, R2 and R2′ are alkyl groups or perfluorinated alkyl groups; and RF is a perfluorinated alkyl group. The invention also provides LC compositions comprising one or more compounds of the invention with partially fluorinated silane tails. The invention also provides optical devices, particularly display devices which contain an aligned layer of an LC composition comprising one or more silane compounds of this invention.
摘要翻译：可用作具有部分氟化的硅烷末端基团的LC组合物的组分的手性非芳香性手性外消旋和非手性化合物。硅烷尾组包括全氟烷基。本发明的硅烷末端基团具有下式：其中k为0或1-10的整数; m和n是1至约20的整数; j为0或1〜20的整数; Z是-O-或单键; R 1，R 1，R 2和R 2'是烷基或全氟化烷基; 并且R F是全氟化的烷基。本发明还提供了包含一种或多种本发明化合物与部分氟化硅烷尾料的LC组合物。本发明还提供光学装置，特别是包含含有本发明的一种或多种硅烷化合物的LC组合物对准层的显示装置。

4. 发明授权

US5626792A High birefringence liquid crystal compounds 失效
标题翻译：高双折射液晶化合物
公开(公告)号：US5626792A
公开(公告)日：1997-05-06
申请号：US301121
申请日：1994-09-06
申请人： Michael Wand , William N. Thurmes , Kundalika Mor e , Rohini T. Vohra
发明人： Michael Wand , William N. Thurmes , Kundalika Mor e , Rohini T. Vohra
IPC分类号： C09K19/02 , C09K19/58 , C09K19/52 , C09K19/06 , C09K19/32 , C09K19/34
CPC分类号： C09K19/0225 , C09K19/582
摘要： High birefringence liquid crystal dopants having the formula:R.sub.1 X--C--.tbd.--D--Twherein C and D, independently of one another, are aromatic ring systems each of which has one or two 5-member or 6-member carbon rings wherein one or two carbons of any ring in C or D can be substituted with a nitrogen, oxygen or sulfur atom and wherein any ring in C or D can be substituted with one or two halogen atoms; T is a halogen, haloalkyl, haloalkoxy, vinylhalide or a group YR.sub.2 where Y is a single bond, double bond, triple bond, --COS--, --CS.sub.2 --, --CH.dbd.CH--CO--S--, --CH.dbd.CH--CS--S-- or --CH.dbd.CH--CO--O-- group; X is a single bond, double bond, triple bond, O or S atoms or a cyclohexane or cyclohexene group, Z--Q--W, where Q is a cyclohexane or cyclohexene ring in which one or two of the ring carbons can be replaced with an O atom or in which one or more of the ring carbons can be substituted with a halogen atom or a cyano group, Z is a single bond or an O or S atom and W is a single bond, a --CH.sub.2 -- group, a --CH2--CH.sub.2 -- group, or a --CH.sub.2 --O-- group; and R.sub.l and R.sub.2 are, independently of one another, alkyl groups having from about 3 to about 20 carbon atoms in which one or more --CH.sub.2 -- groups can be halogenated, two neighboring --CH.sub.2 -- groups can be substituted with an epoxide, or one or more non-neighboring --CH.sub.2 -- groups can be substituted with a double bond, triple bond, an O atom, a S atom, or a silyl group SiR.sub.A R.sub.B wherein R.sub.A and R.sub.B, independently of one another, can be alkyl or alkenyl groups having 1 to about 6 carbon atoms are provided. More specifically, high birefringence dopants that are alkynyl tolanes dialkynyl tolanes and tolanes having cinnamate ester tails and derivatives of those tails are provided. High birefringence dopants also possess UV stability, IR clarity and other properties that affect LC properties.
摘要翻译：具有下式的高双折射液晶掺杂剂：R1X-C-3BOND-D-Twherein C和D彼此独立地为芳族环系，其中每一个具有一个或两个5-构件或6-构成的碳环，其中一个或 C或D中的任何环的两个碳可以被氮，氧或硫原子取代，并且其中C或D中的任何环可以被一个或两个卤素原子取代; T是卤素，卤代烷基，卤代烷氧基，乙烯基卤或YR2，Y是单键，双键，三键，-COS-，-CS2-，-CH = CH-CO-S-，-CH = CH- CS-S-或-CH = CH-CO-O-基; X是单键，双键，三键，O或S原子或环己烷或环己烯基，ZQW，其中Q是环或环己烯环，其中一个或两个环碳原子可被O原子取代或其中一个或多个环碳可以被卤素原子或氰基取代，Z是单键或O或S原子，W是单键，-CH 2 - 基，-CH 2 -CH 2 - 基团或-CH 2 -O-基团; 并且R 1和R 2彼此独立地为具有约3至约20个碳原子的烷基，其中一个或多个-CH 2 - 基可以被卤化，两个相邻的-CH 2 - 基团可被环氧化物取代，或一个或更多不相邻的-CH 2 - 基团可以被双键，三键，O原子，S原子或甲硅烷基SiRARB取代，其中RA和RB彼此独立地可以是具有提供1至约6个碳原子。更具体地，提供了作为炔基甲苯二炔基甲苯的高双折射掺杂剂和具有肉桂酸酯尾部和那些尾部的衍生物的甲苯。高双折射掺杂剂还具有影响LC性能的UV稳定性，IR透明度和其他性能。

5. 发明授权

US06759101B2 Liquid crystalline materials containing perfluoroalkyl and alkenyl tail groups 失效
标题翻译：含有全氟烷基和烯基尾基的液晶材料
公开(公告)号：US06759101B2
公开(公告)日：2004-07-06
申请号：US09754034
申请日：2001-01-03
申请人： Neil Gough , Rohini Vohra , Michael Wand , Kundalika More , William N. Thurmes
发明人： Neil Gough , Rohini Vohra , Michael Wand , Kundalika More , William N. Thurmes
IPC分类号： C09K1934
CPC分类号： C09K19/46 , C07C25/18 , C07D213/65 , C07D239/22 , C07D239/34 , C07D405/12 , C07F7/081 , C09K19/06 , C09K19/12 , C09K19/3068 , C09K19/3444 , C09K19/3458 , C09K19/42 , C09K19/44 , Y10T428/10
摘要： Compounds that are useful as components in liquid crystal compositions, particularly in ferroelectric liquid crystal compositions. Compounds of the invention are rod-like molecules with a mesogenic (generally linear) core to which an alkene tail and an alkyl or alkoxy tail with a perfluoroalkyl terminal portion are bonded. Compounds of the invention can contain a variety of one, two or three ring cores, wherein the rings maybe aromatic or alicyclic. Alkenes of the invention are useful as components to improve LC properties of mixtures, for example, to lower melting point of lower freezing point, of LC compositions.
摘要翻译：可用作液晶组合物中的组分的化合物，特别是在铁电液晶组合物中。本发明的化合物是具有介晶（通常为直链）核的棒状分子，烯烃尾部和具有全氟烷基末端部分的烷基或烷氧基尾部键合到其上。本发明的化合物可以含有多种一个，两个或三个环核心，其中环可以是芳族或脂环族的。本发明的烯烃可用作改进混合物的LC性质的组分，例如LC组合物的较低凝固点的较低熔点。

6. 发明授权

US07195719B1 High polarization ferroelectric liquid crystal compositions 失效
标题翻译：高极化铁电液晶组合物
公开(公告)号：US07195719B1
公开(公告)日：2007-03-27
申请号：US10038054
申请日：2002-01-03
申请人： Michael Wand , Xin Hua Chen , William N. Thurmes
发明人： Michael Wand , Xin Hua Chen , William N. Thurmes
IPC分类号： C09K19/34 , C09K19/30 , C09K19/12 , C09K19/20 , C07D303/08
CPC分类号： C09K19/586 , C07D239/26 , C07D405/12 , C09K19/0225 , C09K19/3458 , C09K19/3469 , C09K19/588
摘要： The invention relates to chiral nonracemic liquid crystal compounds having achiral tails comprising a perfluoroalkyl terminal portion which are useful as components in liquid crystal to impart high polarization to the mixture. The materials of this invention can be combined with known liquid crystal host materials to impart improved properties. Chiral nonracemic compounds of this invention can function as additives or dopants in host materials to impart chirality into an LC material.
摘要翻译：本发明涉及手性非水性液晶化合物，其具有包括全氟烷基末端部分的非手性尾部，其可用作液晶中的组分以赋予混合物高极化。本发明的材料可以与已知的液晶主体材料组合以赋予改进的性能。本发明的手性非芳香化合物可用作宿主材料中的添加剂或掺杂剂，以将手性赋予LC材料。

7. 发明授权

US06783812B2 Alkyl silane liquid crystal compounds 失效
标题翻译：烷基硅烷液晶化合物
公开(公告)号：US06783812B2
公开(公告)日：2004-08-31
申请号：US09754033
申请日：2001-01-03
申请人： Michael Wand , Neil Gough , Kundalika More , William N. Thurmes , Xin-Hua Chen
发明人： Michael Wand , Neil Gough , Kundalika More , William N. Thurmes , Xin-Hua Chen
IPC分类号： C09K1934
CPC分类号： C07F7/0812 , C07F7/081 , C09K19/406 , Y10T428/10
摘要： Compounds useful as components of LC and FLC compositions which in turn are useful in the manufacture of optical devices. Compounds of this invention have a silane tail, which can contain more than one Si. Compounds of this invention can include those with disilane tails. The invention provides LC compositions containing one or more of the silanes of this invention. Addition of one or more of the compounds of this invention to LC compositions can result in significant improvement in optical or LC properties. In particular, the compounds of this invention can significantly lower the melting point, freezing point or both of an LC composition resulting in significant improvement in device stability.
摘要翻译：可用作LC和FLC组合物的组分的化合物，其又可用于制造光学器件。本发明的化合物具有可含有多于一个Si的硅烷尾料。本发明的化合物可以包括具有乙硅烷尾的那些。本发明提供含有本发明的一种或多种硅烷的LC组合物。将一种或多种本发明化合物加入到LC组合物中可导致光学或LC性质的显着改善。特别地，本发明的化合物可显着降低LC组合物的熔点，凝固点或两者，导致器件稳定性的显着提高。

8. 发明授权

US5180520A Ferroelectric liquid crystal compositions containing halogenated cores and chiral halogenated cores and chiral haloalkoxy tail units 失效
标题翻译：含有卤化核心和手性卤代核心和手性卤代烷氧基尾部单元的铁电液晶组合物
公开(公告)号：US5180520A
公开(公告)日：1993-01-19
申请号：US556161
申请日：1990-07-20
申请人： Michael Wand , Rohini Vohra , David Walba
发明人： Michael Wand , Rohini Vohra , David Walba
IPC分类号： C07C41/34 , C07C43/225 , C07C69/773 , C07C69/92 , C07C69/94 , C07C69/96 , C07D213/30 , C07D239/26 , C07D303/04 , C09K19/04 , C09K19/12 , C09K19/20 , C09K19/34 , C09K19/56 , C09K19/58
CPC分类号： C07D239/26 , C07C69/92 , C09K19/04 , C09K19/126 , C09K19/2021 , C09K19/3463 , C09K19/586 , C09K19/588
摘要： The subject application discloses chiral nonracemic compositions of the general formula: ##STR1## wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral or potentially chiral carbon; Q is H or a methyl group; X and Z are halides and Y is H or a halide; and R.sub.2 is one to ten carbon atoms. The --O--C*HQ--C*HX--C*HY-- segment comprises the chiral proximal segment of the chiral tail. Z can be an ortho halide alone, or ortho and meta halides on adjacent carbons on the aromatic ring of the core adjacent to the proximal segment. R.sub.2 is the distal segment of the chiral tail. The proximal segment is selected from the diastereomers and enantiomers:______________________________________2S-halo 2R-halo1S-methyl-2S-halo 1R-methyl-2R-halo1S-methyl-2R-halo 1R-methyl-2S-halo2S,3S-dihalo 2R,3R-dihalo2R,3S-dihalo 2S,3R-dihalo1R-methyl-2R,3R-dihalo 1S-methyl-2S,3S-dihalo1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo______________________________________
摘要翻译：本申请公开了具有以下通式的手性非微量组合物：其中R1是2至16个碳的非手性尾部; Ar是至少两个环的非手性FLC核; *表示手性或潜在的手性碳; Q是H或甲基; X和Z是卤化物，Y是H或卤化物; R2为1〜10个碳原子。 -O-C * HQ-C * HX-C * HY-链段包括手性尾部的手性近端段。 Z可以是单独的邻位卤化物，或邻近邻近碳链的邻近碳原子上邻近碳原子上的邻位和间卤化物。 R2是手性尾巴的远端部分。近端段选自非对映异构体和对映异构体：-2S-卤素2R-卤代-1-甲基-2S-卤素1R-甲基-2R-卤代-1-甲基-2R-卤代1R-甲基-2S-卤代-2S ，3S-二卤代2R，3R-二卤代-2R，3S-二卤代2S，3R-二卤代-R1-甲基-2R，3R-二卤代1S-甲基-2S，3S-二卤代-R1-甲基-2R，3S-二卤代1S - 甲基-2S，3R-二卤代-R1-甲基-2R，3S-二卤代1S-甲基-2S，3R-二卤代-R1-甲基-2R，3S-二卤代1S-甲基-2S，3R-二卤代 -

9. 发明授权

US5167855A Ferroelectric liquid crystal compositions chiral haloalkoxy tail units 失效
标题翻译：铁电液晶组合物手性卤代烷氧基尾单位
公开(公告)号：US5167855A
公开(公告)日：1992-12-01
申请号：US556360
申请日：1990-07-20
申请人： Michael Wand , Rohini Vohra , David Walba
发明人： Michael Wand , Rohini Vohra , David Walba
IPC分类号： C07C69/92 , C07D239/26 , C09K19/04 , C09K19/12 , C09K19/20 , C09K19/58
CPC分类号： C07D239/26 , C07C69/92 , C09K19/04 , C09K19/126 , C09K19/2021 , C09K19/586 , C09K19/588
摘要： The subject application discloses chiral nonracemic compositions of the general formula:R.sub.1 --(Ar)--O--C*H(CH.sub.3)--C*HX--C*HY--R.sub.2wherein: R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral or potentially chiral carbon; X is a halide and Y is H or a halide; R.sub.2 comprises the distal segment of the chiral tail and has one to ten carbon atoms; the --O--C*H(CH.sub.3)--C*HY--C*HY--CH.sub.2 --O-- segment comprises the chiral proximal segment of the chiral tail, and the proximal segment is selected from the diastereomers and enantiomers:1S-methyl-2S-halo1S-methyl-2R-halo1R-methyl-2R,3R-dihalo1R-methyl-2R,3S-dihalo1R-methyl-2S,3S-dihalo1R-methyl-2S,3R-dihalo1R-methyl-2R-halo1R-methyl-2S-halo1S-methyl-2S,3S-dihalo1S-methyl-2S,3R-dihalo1S-methyl-2R,3R-dihalo1S-methyl-2R,3S-dihalo.
摘要翻译：本申请公开了具有以下通式的手性非微量组合物：R1-（Ar）-O-C * H（CH3）-C * HX-C * HY-R2其中：R1是2至16个碳的非手性尾; Ar是至少两个环的非手性FLC核; *表示手性或潜在的手性碳; X是卤化物，Y是H或卤化物; R2包含手性尾部的远端部分，具有1至10个碳原子; -OC * H（CH3）-C * HY-C * HY-CH2-O-链段包含手性尾部的手性近端段，近端片段选自非对映异构体和对映异构体：1S-甲基-2S- 卤代1S-甲基-2R-卤素1R-甲基-2R，3R-二卤代1R-甲基-2R，3S-二卤代1R-甲基-2S，3S-二卤代1R-甲基-2S，3R-二卤代1R-甲基-2R- 卤代1R-甲基-2S-卤代1S-甲基-2S，3S-二卤代1S-甲基-2S，3R-二卤代1S-甲基-2R，3R-二卤代1S-甲基-2R，3S-二卤代。

10. 发明授权

US5422037A Ferroelectric liquid crystal compounds containing halogenated cores and chiral haloalkoxy tail units 失效
标题翻译：含卤化核心和手性卤代烷氧基尾单元的铁电液晶化合物
公开(公告)号：US5422037A
公开(公告)日：1995-06-06
申请号：US6263
申请日：1993-01-19
申请人： Michael Wand , Rohini Vohra , David Walba
发明人： Michael Wand , Rohini Vohra , David Walba
IPC分类号： C07C69/92 , C07D239/26 , C09K19/04 , C09K19/12 , C09K19/20 , C09K19/34 , C09K19/58 , C09K19/52 , C07D239/02 , C07D19/26
CPC分类号： C07D239/26 , C07C69/92 , C09K19/04 , C09K19/126 , C09K19/2021 , C09K19/3463 , C09K19/586 , C09K19/588
摘要： The subject application discloses chiral nonracemic compositions of the general formula: ##STR1## wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral or potentially chiral carbon; Q and D are H or a methyl group, provided that q and D are not both methyl; X and Z are halides and Y is H or a halide; and R.sub.2 is one to ten carbon atoms. The --O--C*HQ--C*DX--C*HY-- segment comprises the chiral proximal segment of the chiral tail. Z can be an ortho halide alone, or ortho and meta halides on adjacent carbons on the aromatic ring of the core adjacent to the proximal segment. R.sub.2 is the distal segment of the chiral tail. The proximal segment is selected from the diastereomers and enantiomers: ##STR2##
摘要翻译：本申请公开了具有以下通式的手性非微量组合物：其中R1是2至16个碳的非手性尾部; Ar是至少两个环的非手性FLC核; *表示手性或潜在的手性碳; Q和D是H或甲基，条件是q和D不同时为甲基; X和Z是卤化物，Y是H或卤化物; R2为1〜10个碳原子。 -O-C * HQ-C * DX-C * HY-链段包含手性尾部的手性近端段。 Z可以是单独的邻位卤化物，或邻近邻近碳链的邻近碳原子上邻近碳原子上的邻位和间卤化物。 R2是手性尾巴的远端部分。近端段选自非对映异构体和对映异构体：

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