Patents by Inventor Tomoyuki Yui

Tomoyuki Yui has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5968413
    Abstract: Novel anti-ferroelectric liquid crystal compounds of the 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, n is an integer of 2 to 7, p is an integer of 0 to 2 and C* is an asymmetric carbon atom. The above anti-ferroelectric liquid crystal compounds have an anti-ferroelectric phase in a broad temperature range and have a low melting point, so that they can be advantageously used as a main component for a practically valuable liquid crystal material or as a component for a liquid crystal composition.
    Type: Grant
    Filed: January 27, 1998
    Date of Patent: October 19, 1999
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takakiyo Mine, Tomoyuki Yui, Masahiro Johno, Hiroshi Mineta
  • Patent number: 5951914
    Abstract: A racemic compound of the formula (1) ##STR1## and an anti-ferroelectric liquid crystal composition consisting essentially of said racemic compound and one anti-ferroelectric liquid crystal compound of the formula (2) or a mixture of two or more compounds selected from anti-ferroelectric liquid crystal compounds of the formula (2), ##STR2## said composition having excellent steepness of threshold, having an anti-ferroelectric phase in a broad temperature range and having the performance of a high response speed and a high contrast.
    Type: Grant
    Filed: September 4, 1997
    Date of Patent: September 14, 1999
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takahiro Matsumoto, Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno
  • Patent number: 5942646
    Abstract: A novel R-configuration or S-configuration optically active alcohol of the formula (1),CF.sub.3 C*H(OH)(CH.sub.2).sub.m OCH.sub.2 CH.sub.n F.sub.3-n(1)wherein C* is an asymmetric carbon atom, m is an integer of 2 to 7, and n is an integer of 0 to 2, and a process for the production of the optically active alcohol from a monohalogenated alkyl having a fluoroalkoxy group at a terminal. The novel optically active alcohol, provided by the present invention, having a trifluoromethyl group on an asymmetric carbon atom and a fluoroalkoxy group at a terminal, is useful as a raw material for the production of a novel liquid crystal compound.
    Type: Grant
    Filed: November 12, 1997
    Date of Patent: August 24, 1999
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takakiyo Mine, Tomoyuki Yui
  • Patent number: 5938973
    Abstract: A swallow-tailed compound of the following general formula (1), ##STR1## wherein m is an integer of 4 to 10, n is an integer of 2 to 6, p is 0 or 1 and each of X and Y is independently a hydrogen or fluorine atom; and a ferrielectric liquid crystal composition consisting essentially of the swallow-tailed compound of the general formula (1) and a ferrielectric liquid crystal compound of the following general formula (2), ##STR2## wherein R is a linear alkyl group having 6 to 12 carbon atoms, Z is a hydrogen or fluorine atom, r is an integer of 2 to 4 and s is an integer of 2 to 4. The ferrielectric liquid crystal composition has a ferrielectric phase in a broad temperature range and attains a fast response and a large tilt angle in a broad temperature range so that a ferrielectric liquid crystal display device having high display qualities can be provided.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: August 17, 1999
    Assignee: Mitsubishi Gas Chemical Company
    Inventors: Yuki Motoyama, Tomoyuki Yui, Masahiro Johno, Takahiro Matsumoto
  • Patent number: 5939586
    Abstract: A process for the production of an intermediate for a liquid crystal compound, which comprises reacting an alkyloxybiphenylcarboxylic acid with purified thionyl chloride substantially free of sulfuryl chloride, the thionyl chloride being obtained by adding phenol, etc., to thionyl chloride, heating the mixture and distilling the resultant mixture; and a process for the production of a liquid crystal compound from the above intermediate. According to the present invention, thionyl chloride can be easily purified, and a liquid crystal compound having a very high purity can be obtained by the use of the purified thionyl chloride.
    Type: Grant
    Filed: October 31, 1997
    Date of Patent: August 17, 1999
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Mineta, Tomoyuki Yui
  • Patent number: 5840209
    Abstract: ?I! An optically active compound of the formula (1), ##STR1## wherein R.sup.1 is a linear alkyl group, each of X.sup.1 and X.sup.2 is a hydrogen atom or one of X.sup.1 and X.sup.2 is a hydrogen atom and the other is a fluorine atom, each of Y.sup.1 and Y.sup.2 is a hydrogen atom or one of Y.sup.1 and Y.sup.2 is a hydrogen atom and the other is a fluorine atom, m is an integer of 3 to 10, and C* is an asymmetric carbon atom,?II! an anti-ferroelectric liquid crystal composition consisting essentially of the optically active compound of the above formula (1) and a compound of the formula (2), ##STR2## and ?III! a ferrielectric liquid crystal composition consisting essentially of the optically active compound of the formula (1) and a compound of the formula (3).
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: November 24, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno, Seiji Adachi, Yuki Motoyama
  • Patent number: 5756816
    Abstract: A process for the production of a phenol derivative of the formula (2), which comprises subjecting a diester compound of the formula (1) in which a hydroxyl group is protected by an acyl group, to a reaction for removal of protection, wherein the reaction is carried out in the presence of an aliphatic amine as a protection-removal agent, ##STR1## wherein X is hydrogen or fluorine, Y is --CH.sub.3 or --CF.sub.3, Q is an alkyl group having 1 to 4 carbon atoms, p is 0 or 1, m is an integer of 2 to 7, n is an integer of at least 1, and C* is an asymmetric carbon,the process enabling to obtain the phenol derivative of the formula (2) useful as an intermediate for a liquid crystal compound with ease and at high purity.
    Type: Grant
    Filed: January 29, 1997
    Date of Patent: May 26, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yuki Motoyama, Tomoyuki Yui
  • Patent number: 5728864
    Abstract: A liquid crystal compound of the formula (1) ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms,both X and Y are hydrogen atoms or one of X and Y is a fluorine atom and the other is a hydrogen atom,A is --CF.sub.3 or --C.sub.2 F.sub.5,m is an integer of 2 to 4,n is an integer of 2 to 4, andC* is an asymmetric carbon,having a ferrielectric phase in its phase sequence, or a ferrielectric liquid crystal composition containing the liquid crystal compound of the formula (1) having a ferrielectric phase, may be injected between substrates provided with nonlinear active elements, such as thin film transistors or diodes formed on each pixel, to form an active matrix liquid crystal display device.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: March 17, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yuki Motoyama, Tomoyuki Yui, Masahiro Johno, Maki Ito, Takahiro Matsumoto, Hiroshi Mineta
  • Patent number: 5723069
    Abstract: An anti-ferroelectric liquid crystal compound of the following general formula (1), and an anti-ferroelectric liquid crystal composition containing it, ##STR1## wherein R is a linear alkyl group, A is --O-- or --COO--, m is an integer of 5 or greater, n is an integer of 1 to 3, each of X and Y is independently a hydrogen atom or a fluorine atom, and C* is asymmetric carbon.
    Type: Grant
    Filed: December 17, 1996
    Date of Patent: March 3, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno, Teruyo Tomiyama
  • Patent number: 5716544
    Abstract: A phenyl ester compound of the following general formula (1), ##STR1## wherein m is an integer of 3 to 8, n is an integer of 3 to 11, both of X.sup.1 and X.sup.2 are hydrogen atoms, or one of X.sup.1 and X.sup.2 is a fluorine atom and the other is a hydrogen atom, and A is a hydrogen atom or --CH.sub.3 ; and an anti-ferroelectric liquid crystal composition containing the above phenyl ester compound and a specific anti-ferroelectric liquid crystal compound or a specific liquid crystal compound having ferrielectric-phase.
    Type: Grant
    Filed: April 19, 1996
    Date of Patent: February 10, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yuki Motoyama, Tomoyuki Yui, Masahiro Johno, Takahiro Matsumoto, Teruyo Tomiyama
  • Patent number: 5660762
    Abstract: A two-rings-containing phenyl ester compound of the following general formula (1), ##STR1## wherein R.sup.1 is a linear alkyl group having 5 to 12 carbon atoms, R.sup.2 is a linear alkyl group having 1 to 15 carbon atoms, X.sup.1 and X.sup.2 are both hydrogen atoms or one of X.sup.1 and X.sup.2 is a fluorine atom and the other is a hydrogen atom, Y.sup.1 and Y.sup.2 are both hydrogen atoms or one of Y.sup.1 and Y.sup.2 is a fluorine atom and the other is a hydrogen atom, and A.sup.1 is a hydrogen atom, --CH.sub.3 or --CF.sub.3, provided that when A.sup.1 is a hydrogen atom or --CH.sub.3, p is 0 and that when A.sup.1 is --CF.sub.3, p is t and q is an integer of 5 to 8, and an anti-ferroelectric liquid crystal composition containing at least one of two-rings-containing phenyl ester compounds of the above general formula (1) in claim 1 and either an anti-ferroelectric liquid crystal compound or a mixture of anti-ferroelectric liquid crystal compounds.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: August 26, 1997
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Maki Ito, Tomoyuki Yui, Masahiro Johno, Teruyo Tomiyama, Hiroshi Mineta, Yuki Motoyama
  • Patent number: 5587106
    Abstract: Anti-ferroelectric liquid crystal substances which are represented by the formula (1): ##STR1## wherein R is a straight chain alkyl group having 6 to 10 carbon atoms,X is hydrogen or fluorine atom,Z is --CH.sub.3, --CF.sub.3 or --C.sub.2 H.sub.5, andC** stands for an asymmetric carbon atom, andl, m, and n are 0 or a certain integer depending on the specific kinds of X and Z,and the use of the substances for liquid crystal display devices.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: December 24, 1996
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masamichi Mizukami, Tomoyuki Yui, Yoshihisa Arai, Yoshihiro Gocho
  • Patent number: 5534190
    Abstract: 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.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: July 9, 1996
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masahiro Johno, Tomoyuki Yui, Takahiro Matsumoto, Yoshihisa Arai
  • Patent number: 5482651
    Abstract: An antiferroelectric liquid crystal substance represented by the following general formula (1) ##STR1## wherein R represents a straight-chain alkyl group of 6-10 carbon atoms; X represents ##STR2## when X is ##STR3## Y is any of CH.sub.3, CF.sub.3 and C.sub.2 H.sub.5, L is 0 or an integer of 5 to 8, m is 0 or 1, and n is an integer of 1 to 10; when X is ##STR4## Y is any of CH.sub.3, CF.sub.3 and C.sub.2 H.sub.5, and (1) when Y is CH.sub.3, L is 0 or an integer of 5 to 8, m is 0 or 1, and n is an integer of 1 to 10, (2) when Y is CF.sub.3, L is an integer of 5 to 8, m is 1, and n is an integer of 1 to 10 and (3) when Y is C.sub.2 H.sub.5, L is 0, m is 0, and n is an integer of 4-10.
    Type: Grant
    Filed: March 3, 1993
    Date of Patent: January 9, 1996
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Mineta, Tomoyuki Yui, Yoshihiro Gocho, Takahiro Matsumoto
  • Patent number: 5378396
    Abstract: A liquid crystal compound represented by formula (I) ##STR1## wherein R denotes a linear alkyl group having 6 to 14 carbon atoms, X denotes a single bond or an oxygen atom, K and L are independently 1 or 2, n is an integer of 3 to 8, and C* denotes an asymmetric carbon atom.and a liquid crystal display device formed therefrom.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: January 3, 1995
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomoyuki Yui, Toshio Watanabe, Yoshihisa Arai, Masahiro Johno
  • Patent number: 5374375
    Abstract: A liquid crystal compound represented by formula (I), ##STR1## wherein A represents --C.sub.3 H.sub.7, --C.sub.4 H.sub.9 or --C.sub.8 H.sub.17 ; when A is --C.sub.3 H.sub.7, m is an integer of 8, 10, 12 or 14; and when A is --C.sub.4 H.sub.9 or --C.sub.8 H.sub.17, m is an integer of 7 to 14,said compound having an antiferroelectric phase.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: December 20, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Tomoyuki Yui, Masahiro Johno, Toshio Watanabe, Masamichi Mizukami, Yoshihisa Arai
  • Patent number: 5367391
    Abstract: 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.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: November 22, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masahiro Johno, Tomoyuki Yui
  • Patent number: 5364560
    Abstract: An antiferroelectric liquid crystal compound which is a compound represented by ##STR1## wherein R denotes a linear aliphatic alkyl group having 6 to 14 carbon atoms; A denotes a single bond or an oxygen atom; X and Y independently denote a hydrogen atom or a fluorine atom but they are not hydrogen atoms at the same time; h and i are independently 1 or 2; m is an integer of 3 to 10; Z denotes CH.sub.3, C.sub.2 H.sub.5 or CF.sub.3 ; k is 0 or an integer of 5 to 8; l is 0 or 1; n is an integer of 1 to 6; W denotes CH.sub.3 or CF.sub.3 ; when W is CH.sub.3, p and q are both 0 and r is 8; when W is CF.sub.3, p is 5 to 8, q is 1 and r is 1 to 4; and C* denotes an asymmetric carbon atom,and a liquid crystal display device using same.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: November 15, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masamichi Mizukami, Tomoyuki Yui, Masahiro Johno, Yoshihisa Arai, Hiroshi Mineta
  • Patent number: 5352382
    Abstract: Antiferroelectric liquid crystal composition comprising at least one of antiferroelectric liquid crystal substances, and at least one of optically active substances.
    Type: Grant
    Filed: June 4, 1992
    Date of Patent: October 4, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masahiro Johno, Tomoyuki Yui, Yoshihisa Arai
  • Patent number: 5340498
    Abstract: A novel anti-ferroelectric liquid crystal of the formula (I), ##STR1## wherein: is an integer of 3 to 8,each of X and Y is independently a hydrogen atom or a fluorine atom,Z is --CF.sub.3, --CH.sub.3 or --C.sub.2 H.sub.5,q is 0 or 5,m is 0 or 1,n is an integer of 2 to 8, andC* is an asymmetric carbon, provided that when m is 0, q is 0 and n is an integer of 4 to 8 and that when m is 1, q is 5 and z is --CF.sub.3,and use of tile above liquid crystal as a liquid crystal display device.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihisa Arai, tomoyuki Yui, Yoshihiro Gocho