Patents by Inventor Hans-Rolf Dubal

Hans-Rolf Dubal 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: 9388338
    Abstract: Liquid crystal mixture comprising one or several compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, M1, M2, X, A, and m are defined herein.
    Type: Grant
    Filed: August 11, 2005
    Date of Patent: July 12, 2016
    Assignee: Merck Patent GmbH
    Inventors: Ji Li, Toshiaki Nonaka, Ayako Ogawa, Hans-Rolf Dübal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 9260662
    Abstract: Liquid crystal mixture comprising one or several compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, M1, M2, X, A, and m are defined herein.
    Type: Grant
    Filed: August 11, 2005
    Date of Patent: February 16, 2016
    Assignee: Merck Patent GmbH
    Inventors: Ji Li, Toshiaki Nonaka, Ayako Ogawa, Hans-Rolf Dübal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 7019811
    Abstract: The liquid-crystal switching or display device comprises a chiral smectic liquid-crystal mixture, where the ratio ?/? of the angle between the rubbing direction and the smectic layer normal to the tilt angle in the liquid-crystal mixture is at least 0.41. Preferably, the liquid-crystal mixture has the phase sequence I-N-C and the tilt angle ? at 25° C. is between 19° and 39°.
    Type: Grant
    Filed: July 24, 2000
    Date of Patent: March 28, 2006
    Assignee: Clariant International, Ltd.
    Inventors: Hans-Rolf Dübal, Barbara Hornung, Toshiaki Nonaka
  • Publication number: 20060011886
    Abstract: Liquid crystal mixture comprising one or several compounds of formula (I) (I) wherein R1, R2, R3, R4, R5, R6, M1, M2, X, A, and m are defined herein.
    Type: Application
    Filed: August 11, 2005
    Publication date: January 19, 2006
    Inventors: Ji Li, Toshiaki Nonaka, Ayako Ogawa, Hans-Rolf Dubal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6958176
    Abstract: Liquid crystal mixture comprising compounds of formula (I) wherein R1: is H or a linear or branched alkyl group or branched alkenyl group R2: stands for a) H or F b) a linear or branched alkyl group or a linear or branched alkenyl group c) a radical wherein R3, R4, R5, R6: are an alkyl group M1, M2: represent independently from another a single bond, —OC(?O), —C(?O)O—, —OCH2—, —NH— A: is a) a linear or branched alkan-?,?-diylgroup or alkene-?,?-diyl group b) the group —C(?Y)— wherein Y is CH-Z with Z being phenylen-1,4-diyl, optionally substituted by one to three halogenatoms, alkyl or alkyloxy groups, c) the group —CHY wherein Y is CH2-Z with Z being phenylen-1,4-diyl, optionally substituted by one to three halogenatoms, alkyl or alkyloxy groups d) a group wherein p, q are 0, 1 or 2; M3 is a single bond or —OC(?O)—, —C(?O)O—, —OCH2—, —CH2O—, —C?C—, —CH2CH2—, —CH2CH2CH2CH2— the radicals are phenylen-1,4-diyl, X is H, OH, a linear or branched alkyl or alkyloxy group, m: is 0 or 1 X and M1-(A
    Type: Grant
    Filed: August 25, 2001
    Date of Patent: October 25, 2005
    Inventors: Ji Li, Toshiaki Nonaka, Ayako Ogawa, Hans-Rolf Dübal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6824707
    Abstract: A smectic liquid crystal mixture comprising a smectic liquid crystal base mixture and at least one dopant, which is either a complex ligand or an organic material, in a concentration of 0.01 to 5.0 weight percent.
    Type: Grant
    Filed: October 16, 2002
    Date of Patent: November 30, 2004
    Assignee: Clariant International Ltd.
    Inventors: Haruki Amakawa, Toshiaki Nonaka, Hans-Rolf Dübal, Rainer Wingen
  • Patent number: 6793984
    Abstract: The invention relates to liquid-crystalline (dihydro)phenanthrene derivatives of the formula I in which R, G, A1, Z1, m, L1, L2, L3, L4, L5 and Y are as defined in claim 1, and to liquid-crystalline media comprising at least one (dihydro)phenanthrene derivative of the formula I, and to electro-optical displays containing a liquid-crystalline medium of this type.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: September 21, 2004
    Assignee: Merck Patent Beschraenkter Haftung
    Inventors: Matthias Bremer, Detlef Pauluth, Michael Heckmeier, Hans-Rolf Dübal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6746731
    Abstract: The active-matrix display contains a chiral smectic liquid-crystal mixture comprising at least one compound of the formula (I) R1—(A1—M1)a—(A2—M2)b—A3—X—B1—(B2)c—R2  (I). where the symbols are as defined in the description.
    Type: Grant
    Filed: September 24, 2001
    Date of Patent: June 8, 2004
    Assignee: Clariant GmbH
    Inventors: Toshiaki Nonaka, Hans-Rolf Dübal, Rainer Wingen
  • Publication number: 20040085490
    Abstract: Liquid crystal mixture comprising one or several compounds of formula (I) wherein R1: is H or a linear or branched alkyl group of 1 to 20 or a linear or branched alkenyl group of 2 to 20 C atoms, wherein in either case optionally one —CH2— group being replaced by cyclohexylen-1,4-diyl, or one or two —CH2— groups optionally being replaced by —O—, if non-adjacent to N, or by —C(═O)—, —Si(CH3)2—; and/or one or more H of the alkyl or alkenyl group optionally being replaced by F or CH3 R2: stands for a) H or F b.
    Type: Application
    Filed: February 26, 2003
    Publication date: May 6, 2004
    Inventors: Ji Li, Toshiaki Nonaka, Ayako Ogawa, Barbara Hornung, Hans-Rolf Dubal, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6704086
    Abstract: The monostable ferroelectric active matrix display contains a liquid crystal layer in from of a monodomain with an unambiguously defined direction of the normal z to the layer of the smC* phase and is characterized by the fact that the normal z to the layer and the preferential direction n of the nematic or cholesteric phase (N* phase) form an angle of more than 5°.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: March 9, 2004
    Assignee: Aventis Research & Technologies GmbH & Co. KG
    Inventors: Hans-Rolf Dübal, Rainer Wingen, Toshiaki Nonaka
  • Publication number: 20030227000
    Abstract: The invention relates to liquid-crystalline (dihydro)phenanthrene derivatives of the formula I 1
    Type: Application
    Filed: June 7, 2002
    Publication date: December 11, 2003
    Applicant: Merck Patent GmbH
    Inventors: Matthias Bremer, Detlef Pauluth, Michael Heckmeier, Hans-Rolf Dubal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6661494
    Abstract: The monostable ferroelectric active matrix display comprises a liquid-crystal layer in the form of a monodomain having an unambiguously defined direction of the layer normal z of the smC* phase, the liquid-crystal layer preferably having a chevron C-1, chevron C-2 or bookshelf geometry.
    Type: Grant
    Filed: March 9, 2001
    Date of Patent: December 9, 2003
    Assignee: Aventis Research & Technologies GmbH & Co. KG
    Inventors: Hans-Rolf Dübal, Rainer Wingen, Toshiaki Nonaka
  • Publication number: 20030127627
    Abstract: A smectic liquid crystal mixture comprising a smectic liquid crystal base mixture and at least one dopant, which is either a complex ligand or an organic material, in a concentration of 0.01 to 5.0 weight percent.
    Type: Application
    Filed: October 16, 2002
    Publication date: July 10, 2003
    Applicant: Clariant International Ltd.
    Inventors: Haruki Amakawa, Toshiaki Nonaka, Hans-Rolf Dubal, Rainer Wingen
  • Patent number: 6549188
    Abstract: Ferroelectric liquid-crystal display having a broad operating temperature range. A ferroelectric liquid-crystal display containing a ferroelectric liquid-crystal mixture which is addressed with voltage pulses≧0.9 ms. The display according to the invention is particularly suitable for applications in which the length of the response time is not critical. Such displays can be operated with the same voltage over a broad temperature range; adjustment of the voltage as a function of temperature is not necessary. Examples of preferred applications are displays in chip cards, electronic price and display signs (shelf labels), PDAs (personal digital assistants) and pagers.
    Type: Grant
    Filed: June 15, 2000
    Date of Patent: April 15, 2003
    Assignee: Aventis Research & Technology Deutschland GmbH & Co.KG
    Inventors: Ayako Takeichi, Barbara Hornung, Hans-Rolf Dübal
  • Patent number: 6495220
    Abstract: Compounds of the formula (I) R1—A—Z1  (I) in which: R1 is an alkyl radical having 1 to 8 carbon atoms or an alkenyl radical having 2 to 8 carbon atoms, where, in each case, one (nonterminal) —CH2— group may also be replaced by —O— or —C(═O)O— and/or one or more H may be replaced by F A is phenanthrene-2,7-diyl or 9,10-dihydrophenanthrene-2,7-diyl Z1 is F, OCHxF3−x or CHxF3−x, where, in each case, x is 0, 1 or 2, OC2HzF5−z or C2HzF5−z, where, in each case, z is 0, 1, 2, 3 or 4, CH═CF2 or Cl, with the proviso that 2-fluoro-7-methoxy-phenanthrene is excluded.
    Type: Grant
    Filed: January 17, 2001
    Date of Patent: December 17, 2002
    Assignee: Clariant International Ltd.
    Inventors: Hans-Rolf Dübal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 6482479
    Abstract: An active matrix display comprises a chiral smectic liquid crystal mixture which has the phase sequence I—N*—SmC*, a spontaneous polarization in the operating temperature range of <40 nC/cm2 and a pitch of >10 &mgr;m at at least one temperature in the nematic or cholesteric phase and comprises at least one compound each from at least two of the substance classes (A), (B) and (C) and one or more compounds from substance class (D): (A): compounds comprising two rings which are directly linked to one another and are selected from phenylene-1,4-diyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl and pyridazine-2,5-diyl with the proviso that at least one of these rings is a nitrogen heterocycle; (B): compounds comprising three rings selected from phenylene-1,4-diyl, two of the rings being directly linked to one another and the third ring being linked to one of the other two rings via an —OC(═O)— or —C(═O)—group, with the proviso that at least one of the three rings is
    Type: Grant
    Filed: July 26, 2000
    Date of Patent: November 19, 2002
    Assignee: Clariant International Ltd.
    Inventors: Hans-Rolf Dübal, Toshiaki Nonaka, Rainer Wingen
  • Patent number: 6368679
    Abstract: A ferroelectric active-matrix liquid-crystal display containing a ferroelectric liquid crystal which forms a ‘spontaneous bookshelf’ geometry.
    Type: Grant
    Filed: May 1, 2000
    Date of Patent: April 9, 2002
    Assignee: Aventis Research & Technologies GmbH & Co. KG
    Inventors: Wolfgang Schmidt, Hans-Rolf Dübal
  • Patent number: 6365238
    Abstract: The present invention describes a chip card having a ferroelectric liquid-crystal display containing a ferroelectric liquid-crystal layer, in which the liquid-crystal layer consists of a mixture of low-molecular-weight (60 to 95% by weight) and polymeric or oligomeric liquid crystals.
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: April 2, 2002
    Assignee: Aventis Research & Technologies GmbH
    Inventor: Hans-Rolf Dübal
  • Publication number: 20010023935
    Abstract: Compounds of the formula (I)
    Type: Application
    Filed: January 17, 2001
    Publication date: September 27, 2001
    Inventors: Hans-Rolf Dubal, Barbara Hornung, Wolfgang Schmidt, Rainer Wingen
  • Patent number: 5651918
    Abstract: Optically active 1,3-dioxolane derivatives which carry a mesogenic radical in the 4-position and have the general formula (I) ##STR1## are suitable for use as doping agents in liquid-crystal mixtures--in particular ferroelectric liquid-crystal mixtures. The symbols in the general formula have the following meanings:R.sup.1 is composed analogously to the part of the general formula on the right-hand side of X or is an alkyl or alkylene radical which can be substituted,R.sup.2, R.sub.3 and R.sup.4 are H or alkyl (R.sup.4 is also alkenyl) which can also be substituted [R.sup.2 and R.sup.3, together with the C(2) of the dioxolane ring are also a cycloaliphatic radical or a keto group], J, l and n are zero, 1 or 2 and k and m are zero or 1, subject to the proviso that, if k is zero n is zero and if n is zero m is zero and 1.ltoreq.J+l+n.ltoreq.3,--A.sup.1, --A.sup.2 and --A.sup.3 are an aromatic, heterocyclic or aliphatic ring system, --M.sup.1 and --M.sup.2 are --CO--O, --0--CO, --CH.sub.2 CH.sub.2, --CH.dbd.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: July 29, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scherowsky, Jurgen Gay, Rainer Wingen, Hans-Rolf Dubal, Claus Escher, Wolfgang Hemmerling, Yoshio Inoguchi, Ingrid Muller, Dieter Ohlendorf