Title:
LIQUID CRYSTALLINE COMPOUND HAVING BENZOTHIOPHENE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY ELEMENT
Document Type and Number:
WIPO Patent Application WO/2016/132998
Kind Code:
A1
Abstract:
Provided are: a liquid crystalline compound which has high stability with respect to heat, light and the like, high clearing point, low lower limit temperature of a liquid crystal phase, low viscosity, adequate optical anisotropy, large negative dielectric anisotropy, adequate elastic constant and excellent compatibility with other liquid crystalline compounds; a liquid crystal composition which contains this compound; and a liquid crystal display element which comprises this composition. A compound represented by formula (1). In formula (1), for example, R1 represents an alkyl group having 1-10 carbon atoms, an alkoxy group having 1-9 carbon atoms or an alkenyl group having 2-10 carbon atoms; R2 represents an alkyl group having 1-10 carbon atoms, an alkoxy group having 1-9 carbon atoms or an alkenyl group having 3-10 carbon atoms; ring A1 represents 1, 4-cyclohexylene or 1, 4-phenylene; ring A2 represents 1, 4-cyclohexylene or 1, 4-phenylene; each of Z1 and Z2 represents a single bond; Z3 represents -O- or a single bond; and L1 represents F, CF3 or CF2H.
Inventors:
YANO TOMOHIRO (JP)
Application Number:
PCT/JP2016/054004
Publication Date:
August 25, 2016
Filing Date:
February 10, 2016
Export Citation:
Assignee:
JNC CORP (JP)
JNC PETROCHEMICAL CORP (JP)
JNC PETROCHEMICAL CORP (JP)
International Classes:
C07D333/54; C07D333/56; C09K19/30; C09K19/32; C09K19/34; C09K19/42; G02F1/13
Domestic Patent References:
| WO2015008872A1 | 2015-01-22 | |||
| WO2014031784A1 | 2014-02-27 | |||
| WO2014130310A1 | 2014-08-28 | |||
| WO1998004544A1 | 1998-02-05 | |||
| WO2014171272A1 | 2014-10-23 |
Foreign References:
| JP2013521237A | 2013-06-10 | |||
| JP2010065049A | 2010-03-25 | |||
| JP2007518683A | 2007-07-12 | |||
| JP2004059433A | 2004-02-26 | |||
| JP2002500618A | 2002-01-08 | |||
| JP2000328062A | 2000-11-28 | |||
| JP2003509507A | 2003-03-11 | |||
| JP2014129336A | 2014-07-10 | |||
| JP2014114276A | 2014-06-26 |
Other References:
DATABASE REGISTRY [o] 24 January 2014 (2014-01-24), XP055476101, retrieved from STN Database accession no. 1529477- 85-7
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), retrieved from STN Database accession no. 1427454
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), XP055476114, retrieved from STN Database accession no. 1427437- 51-1
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), XP055476146, retrieved from STN Database accession no. 1427401- 28-2
DATABASE REGISTRY [o] 5 April 2013 (2013-04-05), XP055476153, retrieved from STN Database accession no. 1427327- 00-1
DATABASE REGISTRY [o] 8 August 2012 (2012-08-08), XP055476155, retrieved from STN Database accession no. 1388060- 95-4
DATABASE REGISTRY [o] 8 August 2012 (2012-08-08), XP055476157, retrieved from STN Database accession no. 1388034- 21-6
ALLEN DANIEL ET AL.: "An improved synthesis of substituted benzo[b]thiophenes using microwave irradiation", TETRAHEDRON LETTERS, vol. 45, no. 52, 2004, pages 9645 - 9647, XP027297936, ISSN: 0040-4039
MATSUNAGA NOBUYUKI ET AL.: "C17,20-Lyase inhibitors I. Structure-based de novo design and SAR study of C17,20-lyase inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 12, no. 9, 2004, pages 2251 - 2273, XP055476174, ISSN: 0968-0896
CUBERES ROSA ET AL.: "Halogeno-Substituted 2- and 3-Methylbenzo[b] thiophenes: Use of 1H NMR Spectral Analysis and 1H{1H} Nuclear Overhauser Effect for Locating the Halogen Substituent", MAGNETIC RESONANCE IN CHEMISTRY, vol. 23, no. 10, 1985, pages 814 - 821, XP009027448, ISSN: 0749-1581, DOI: doi:10.1002/mrc.1260231006
SAWADA HIDEO: "Trifluoromethylation of Aromatic Compounds with Bis(Trifluoroacetyl) Peroxide", JOURNAL OF FLUORINE CHEMISTRY, vol. 46, 1990, pages 423 - 431, XP026648078, ISSN: 0022-1139, DOI: doi:10.1016/S0022-1139(00)82927-9
AKIYAMA TAKEO ET AL.: "Photochemical Trifluoromethylation of Some Aromatic and Heteroaromatic Compounds with Trifluoro methyl Bromide", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 61, 1988, pages 3531 - 3537, XP055091913, ISSN: 1348-0634
DATABASE REGISTRY [o] 2 February 2016 (2016-02-02), XP055476164, retrieved from STN Database accession no. 1858242- 05-3
EBERHART A ET AL.: "Sulfoxide-deirected metal- free cross-couplings in the expedient synthesis of benzothiophene-based components of materials", CHEMICAL SCIENCE, vol. 7, 9 November 2015 (2015-11-09), pages 1281 - 1285, XP055476222, ISSN: 2041-6539
See also references of EP 3260451A4
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), retrieved from STN Database accession no. 1427454
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), XP055476114, retrieved from STN Database accession no. 1427437- 51-1
DATABASE REGISTRY [o] 8 April 2013 (2013-04-08), XP055476146, retrieved from STN Database accession no. 1427401- 28-2
DATABASE REGISTRY [o] 5 April 2013 (2013-04-05), XP055476153, retrieved from STN Database accession no. 1427327- 00-1
DATABASE REGISTRY [o] 8 August 2012 (2012-08-08), XP055476155, retrieved from STN Database accession no. 1388060- 95-4
DATABASE REGISTRY [o] 8 August 2012 (2012-08-08), XP055476157, retrieved from STN Database accession no. 1388034- 21-6
ALLEN DANIEL ET AL.: "An improved synthesis of substituted benzo[b]thiophenes using microwave irradiation", TETRAHEDRON LETTERS, vol. 45, no. 52, 2004, pages 9645 - 9647, XP027297936, ISSN: 0040-4039
MATSUNAGA NOBUYUKI ET AL.: "C17,20-Lyase inhibitors I. Structure-based de novo design and SAR study of C17,20-lyase inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 12, no. 9, 2004, pages 2251 - 2273, XP055476174, ISSN: 0968-0896
CUBERES ROSA ET AL.: "Halogeno-Substituted 2- and 3-Methylbenzo[b] thiophenes: Use of 1H NMR Spectral Analysis and 1H{1H} Nuclear Overhauser Effect for Locating the Halogen Substituent", MAGNETIC RESONANCE IN CHEMISTRY, vol. 23, no. 10, 1985, pages 814 - 821, XP009027448, ISSN: 0749-1581, DOI: doi:10.1002/mrc.1260231006
SAWADA HIDEO: "Trifluoromethylation of Aromatic Compounds with Bis(Trifluoroacetyl) Peroxide", JOURNAL OF FLUORINE CHEMISTRY, vol. 46, 1990, pages 423 - 431, XP026648078, ISSN: 0022-1139, DOI: doi:10.1016/S0022-1139(00)82927-9
AKIYAMA TAKEO ET AL.: "Photochemical Trifluoromethylation of Some Aromatic and Heteroaromatic Compounds with Trifluoro methyl Bromide", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 61, 1988, pages 3531 - 3537, XP055091913, ISSN: 1348-0634
DATABASE REGISTRY [o] 2 February 2016 (2016-02-02), XP055476164, retrieved from STN Database accession no. 1858242- 05-3
EBERHART A ET AL.: "Sulfoxide-deirected metal- free cross-couplings in the expedient synthesis of benzothiophene-based components of materials", CHEMICAL SCIENCE, vol. 7, 9 November 2015 (2015-11-09), pages 1281 - 1285, XP055476222, ISSN: 2041-6539
See also references of EP 3260451A4
Download PDF: