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Bisalkenyl derivatives, liquid crystalline compound and liquid crystal composition

A liquid crystal compound and alkenyl technology, which is applied in the preparation of carbon-based compounds, silicon organic compounds, organic compounds, etc., can solve problems such as narrow temperature range, poor solubility, and poor appearance of liquid crystal phases

Inactive Publication Date: 2003-06-04
CHISSO CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the appearance of the liquid crystal phase of these compounds is poor, and even if the appearance is acceptable, the temperature range is very narrow
Therefore, if it is used as a component of a liquid crystal composition, crystal deposition (deposition) or smectic phase can be confirmed at a lower temperature, and as a result, the solubility at a lower temperature is not very good

Method used

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  • Bisalkenyl derivatives, liquid crystalline compound and liquid crystal composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1V2-HH-VFF(No.25)           30.0％V-BHH-VFF(No.7)            19.0％V-BBH-VFF(No.9)            15.0％3-HB-C                      5.0％1V2-BEB(F，F)-C            11.0％3-HB-02                     4.0％3-HB(F)TB-2                 4.0％3-H2BTB-2                   4.0％3-H2BTB-3                   4.0％3-H2BTB-4                   4.0％ Embodiment 2V2-HH-VFF(No.25)           20.0％1V-BHH-VFF(No.19)          10.0％V-BBH-VFF(No.9)             6.0％3-HB-C                     10.0％1V2-BEB(F，F)-C            12.0％3-HB-02                     5.0％3-HHB-1                    10.0％3-HHB-3                    10.0％3-HB(F)TB-2                 5.0％3-H2BTB-2                   4.0％3-H2BTB-3                 4.0％3-H2BTB-4                 4.0％ Embodiment 31V-BHH-VFF(No.19)         4.0％1V2-BHH-VFF(No.118)      10.0％V2-HB-C                  10.0％1V2-HB-C                 10.0％3-HB-C                   26.0％5-HB-C                   12.0％3-HB(F)-C                 8.0％2-BEB-C                   3.0％V2-HHB-1                  8.0％3-H2BTB-2                 3.0％3-H2BTB-3                 3.0％3-H2BTB-4                 3.0％ Embodiment 4V2-HH-VFF(No.25)          9.0％1V2-BEB(F，F)-C          11.0％201-BEB(F)-C              5.0％301-BEB(F)-C              9.0％3-HB(F)-C                15.0％101-HH-3                  3.0％4-BTB-02                  9.0％2-HHB(F)-C                13.0％3-HHB(F)-C                14.0％3-H2BTB-2                  4.0％3-H2BTB-3                  4.0％3-H2BTB-4                  4.0％ Embodiment 51V2-BHH-VFF(No.118)        5.0％V-BHH-2VFF(No.8)          10.0％V2-HHH-VFF(No.29)          5.0％2-BB-C                     5.0％2020-BB-C                  4.0％101-HB-C                  10.0％201-HB-C                   7.0％2-BEB-C                   12.0％5-PyB-F                    8.0％2-PyB-2                    2.0％3-PyB-2                    2.0％4-PyB-2                    2.0％V-HHB-1                    5.0％2-PyBH-3                   5.0％3-PyBH-3                   5.0％4-PyBH-3                   5.0％3-PyBB-F                   3.0％4-PyBB-F                   3.0％6-PyBB-2                   2.0％ Embodiment 6V2-HH-VFF(No.25)            3.0％3-PyB(F)-F                  6.0％3020-BEB-C                  4.0％3-BEB-C                    12.0％3-DB-C                     10.0％4-DB-C                     10.0％3-HEB-04                    8.0％4-HEB-02                    6.0％5-HEB-01                    6.0％3-HEB-02                    5.0％5-HEB-02                    4.0％3-HHB-1                     6.0％3-HHEBB-C                   3.0％3-HBEBB-C                   3.0％10-BEB-2                    5.0％4-HEB-3                     3.0％5-HEB-1                     3.0％6-PyB-02                    3.0％ Embodiment 7V2-HH-VFF(No.25)            4.0％1V-BHH-VFF(No.19)           3.0％3-HB-C                     20.0％3-HHB-1                     7.0％3-HHB-3                  8.0％5-HEB-F                  3.0％7-HEB-F                  3.0％3-HHEB-F                 1.0％5-HHEB-F                 1.0％3-HEB-04                 4.0％4-HEB-02                 3.0％5-HEB-04                 3.0％3-HEB-02                 2.5％5-HEB-02                 2.0％3-HB(F)TB-2              4.0％3-HB(F)TB-3              4.0％3-HB(F)VB-4              3.0％3-H2BTB-2                3.0％3-H2BTB-3                3.0％  3-H2BTB-4                3.0％5-HHEBB-C                2.0％3-HBEBB-C                3.0％5-HBEBB-C                3.0％3-HEBEB-F                3.0％3-HH-EMe                 2.5％101-HBBH-3               2.0％ Embodiment 8V-BHH-2VFF(No.8)         6.0％5-PyB(F)-F              13.0％2-HB(F)-C                  10.0％3-HB(F)-C                  12.0％30-BB-C                     8.0％2-HHB-C                     6.0％3-HHB-C                     6.0％4-HHB-C                     6.0％2-HHB(F)-C                  5.0％3-HHB(F)-C                 5.03％3-PyBB-F                    7.0％4-PyBB-F                    6.0％5-HBB-C                     5.0％3-HB(F)EB(F)-C              5.0％ Embodiment 9V2-HH-VFF(No.25)           10.0％2-BEB(F)-C                  5.0％3-BEB(F)-C                  7.0％4-BEB(F)-C                  5.0％5-BEB(F)-C                  7.0％103-HB(F)-C                 6.0％3-HHEB(F)-F                 5.0％4-HHEB(F)-F                 5.0％5-HHEB(F)-F                10.0％2-HBEB(F)-C                 5.0％3-HBEB(F)-C                 5.0％4-HBEB(F)-C                 5.0％5-HBEB(F)-C                   5.0％3-HBTB-2                     10.0％V2-HH-3                       5.0％V2-HHB-1                      5.0％ Embodiment 10V2-HH-VFF(No.25)             15.0％1V2-BH-VFF(No.117)            5.0％V2-HB-C                       3.0％4-BB-2                        5.0％3-BB-C                        5.0％5-BB-C                        5.0％2-HB(F)-C                     5.0％3-H2B-02                      5.0％5-H2B-03                     10.0％3-BEB-C                       5.0％5-HEB-01                      6.0％5-HEB-03                      6.0％5-BBB-C                       3.0％4-BPyB-C                      3.0％4-BPyB-5                      3.0％5-HB2B-4                      4.0％5-HBB2B-3                     4.0％V2-HH-101                     3.0％1V2-HBB-3                     5.0％ Embodiment 11V2-HH-VFF(No.25)            5.0％V-HH-VFF(No.1)              5.0％5-H2B(F)-F                  4.0％7-HB(F)-F                  10.0％2-HHB(F)-F                 12.0％3-HHB(F)-F                 12.0％5-HHB(F)-F                 12.0％2-H2HB(F)-F                12.0％3-H2HB(F)-F                 6.0％5-H2HB(F)-F                12.0％2-HBB(F)-F                  2.5％3-HBB(F)-F                  2.5％5-HBB(F)-F                  5.0％ Embodiment 12V2-HH-VFF  (No.25)          7.0％7-HB(F，F)-F                2.0％2-HHB(F)-F                 10.0％3-HHB(F)-F                 14.0％5-HHB(F)-F                 14.0％2-H2HB(F)-F                 4.0％3-H2HB(F)-F                 2.0％5-H2HB(F)-F                 4.0％3-HHB(F，F)-F               8.0％4-HHB(F，F)-F                 4.0％3-H2HB(F，F)-F                6.0％4-H2HB(F，F)-F                5.0％5-H2HB(F，F)-F                5.0％3-HH2B(F，F)-F                8.0％5-HH2B(F，F)-F                7.0％ Embodiment 131V2-HHH-VFF(No.41)            8.0％7-HB(F，F)-F                  5.0％3-HBB(F，F)-F                 5.0％5-HBB(F，F)-F                 5.0％3-HHB(F，F)-F                 7.0％5-HHB(F，F)-F                 5.0％3-HH2B(F，F)-F                8.0％5-HH2B(F，F)-F                5.0％3-H2HB(F，F)-F               10.0％4-H2HB(F，F)-F               10.0％5-H2HB(F，F)-F               10.0％3-HHEB(F，F)-F                8.0％4-HHEB(F，F)-F                3.0％5-HHEB(F，F)-F                3.0％3-HBEB(F，F)-F                2.0％5-HBEB(F，F)-F                2.0％3-HHHB(F，F)-F                2.0％5-HH2BB(F，F)-F               2.0％ Embodiment 141V2-BH-VFF(No.117)       5.0％V2-BH-VFF(No.27)         5.0％5-HB-F                   2.0％7-HB(F)-F                3.0％2-HHB(F)-F               14.0％3-HHB(F)-F               14.0％5-HHB(F)-F               14.0％3-HB-02                   5.0％3-HHB-F                   4.0％3-HHB-1                   6.0％3-HHB-3                   6.0％2-HBB-F                   6.0％3-HBB-F                   5.0％3-HHEB-F                  3.0％5-HHEB-F                  3.0％3-HBEB-F                  3.0％3-HHEBB-F                 2.0％ Embodiment 15V2-HH-VFF(No.25)          5.0％1V2-BHH-VFF(No.118)       3.0％7-HB(F，F)-F              7.0％3-HB-CL                   5.0％7-HB-CL                   5.0％2-BTB-01                 10.0％2-HBB(F)-F                2.5％3-HBB(F)-F                2.5％5-HBB(F)-F                5.0％3-HBB(F，F)-F             7.0％5-HBB(F，F)-F            10.0％2-HHB-CL                  5.0％3-HHB-CL                  3.0％3-HB(F)TB-2               6.0％3-HB(F)TB-4               6.0％2-H2BTB-2                 4.0％2-H2BTB-3                 4.0％3-H2HB(F)-CL              4.0％5-H2HB(F)-CL              3.0％3-H2BB(F，F)-F            3.0％ Embodiment 16V2-HH-VFF(No.25)          5.0％1V2-BH-VFF(No.117)        5.0％5-HB-F                   10.0％6-HB-F                    5.0％7-HB-F                    5.0％2-HHB-OCF3                5.0％3-HHB-OCF3                5.0％5-HHB-OCF3                5.0％3-HH2B-OCF3               6.0％5-HH2B-OCF3                6.0％3-HB(F)B-3                 4.0％5-HB(F)B-3                 4.0％2-HBB(F)-F                10.0％3-HBB(F)-F                10.0％5-HBB(F)-F                15.0％ Embodiment 17V2-HH-VFF(No.25)           6.0％V-HH-2VFF(No.116)          3.0％1V2-HH-VFF(No.37)          3.0％5-HB-F                     3.0％6-HB-F                     3.0％7-HB-F                     3.0％3-HHB-OCF2H                7.0％5-HHB-OCF2H                7.0％3-HHB(F，F)-OCF2H          9.0％5-HHB(F，F)-OCF2H          9.0％2-HHB-OCF3                 6.0％3-HHB-OCF3                 6.0％4-HHB-OCF3                 6.0％5-HHB-OCF3                 6.0％3-HH2B(F)-F                7.0％5-HH2B(F)-F                7.0％3-HHEB(F)-F                4.0％6-HHEB(F)-F                5.0％ Embodiment 18V2-HH-VFF(No.25)          15.0％3-HEB-04                  23.4％4-HEB-02                  17.6％5-HEB-01                  17.6％3-HEB-02                  14.7％5-HEB-02                  11.7％TNI＝67.7(℃)η＝19.6(mPa·s) Embodiment 19V2-HHH-VFF(No.29)         15.0％3-HEB-04                  23.4％4-HEB-02                  17.6％5-HEB-01                  17.6％3-HEB-02                  14.7％5-HEB-02                  11.7％TNI＝B9.6(℃)η＝25.7(mPa·s) Embodiment 20V2-HH-2VFF(No.115)        15.0％3-HEB-04                  23.4％4-HEB-02                  17.6％5-HEB-01                  17.6％3-HEB-02                  14.7％5-HEB-02                  11.7％TNI＝69.5(℃)η＝20.5(mPa·s) Embodiment 21V2-HH-VFF(No.25)          10.0％V2-HH-2VFF(No.115)         8.0％1V2-BEB(F，F)-C            5.0％3-HB-C                    25.0％1-BTB-3                    5.0％3-HH-4                     3.0％3-HHB-1                   11.0％3-HHB-3                    9.0％3-H2BTB-2                  4.0％3-H2BTB-3                  4.0％3-H2BTB-4                  4.0％3-HB(F)TB-2                6.0％3-HB(F)TB-3                6.0％TNI＝93.3(℃)η＝13.9(mPa·s)Δn＝0.147Vtn＝2.08(V)0.8CM33 to 100，10.5μm。 Embodiment 22V2-HHH-VFF(No.29)        8.0％201-BEB(F)-C             5.0％301-BEB(F)-C            15.0％401-BEB(F)-C            13.0％501-BEB(F)-C            13.0％2-HHB(F)-C              15.0％3-HHB(F)-C              15.0％3-HB(F)TB-              24.0％3-HB(F)TB-              34.0％3-HB(F)TB-              44.0％3-HHB-01                14.0％TNI＝94.5(℃)η＝85.5(mPa·s)Δn＝0.149Vtn＝0.90(V) Embodiment 232-HH-VFF(No.25)         4.0％V2-HH-2VFF(No.115)      9.0％V2-HHH-VFF(No.29)       8.0％5-PyB-F                 4.0％3-PyB (F)-F             4.0％2-BB-C                  5.0％4-BB-C                  4.0％5-BB-C                  5.0％2-PyB-2                 2.0％6-PyB-05                3.0％3-PyBB-F                6.0％4-PyBB-F                6.0％5-PyBB-F                6.0％3-HHB-1                 6.0％2-H2BTB-2               4.0％2-H2BTB-3               4.0％2-H2BTB-4               5.0％3-H2BTB-2               5.0％3-H2BTB-3               5.0％3-H2BTB-4               5.0％TNI＝99.4(℃)η＝28.5(mPa·s)Δn＝0.191Vtn＝2.32(V) Embodiment 24V2-HH-VFF(No.25)       25.0％3-DB-C                 10.0％4-DB-C                 10.0％2-BEB-C                12.0％3-BEB-C                 4.0％3-PyB(F)-F              6.0％5-HEB-02                4.0％5-HEB-5                 5.0％4-HEB-5                 5.0％10-BEB-2                4.0％3-HHB-1                 6.0％3-HHEBB-C               3.0％3-HBEBB-C               3.0％5-HBEBB-C               3.0％TNI＝67.3(℃)η＝31.0(mPa·s)Δn＝0.121Vtn＝1.28(V) Embodiment 25V2-HH-2VFF(No.115)      4.0％3-HB-C                 18.0％7-HB-C                  3.0％101-HB-C                 10.0％3-HB(F)-C                10.0％4-PyB-2                   2.0％101-HH-3                  7.0％2-BTB-01                  7.0％3-HHB-1                   7.0％3-HHB-F                   4.0％3-HHB-01                  4.0％3-HHB-3                   8.0％3-H2BTB-2                 3.0％3-H2BTB-3                 3.0％2-PyBH-3                  4.0％3-PyBH-3                  3.0％3-PyBB-2                  3.0％TNI＝81.4(℃)η＝16.9(mPa·s)Δn＝0.137 Vtn＝1.77(V) Embodiment 261V2-HH-VFF(No.37)         5.0％1V2-HH-2VFF(No.38)        8.0％201-BEB(F)-C              5.0％301-BEB(F)-C             12.0％501-BEB(F)-C              4.0％1V2-BEB(F，F)-C            10.0％3-HH-EMe                    5.0％3-HB-02                    10.0％7-HEB-F                     2.0％3-HHEB-F                    2.0％5-HHEB-F                    2.0％3-HBEB-F                    4.0％201-HBEB(F)-C               2.0％3-HB(F)EB-C                 2.0％3-HBEB(F，F)-C              2.0％3-HHB-F                     4.0％3-HHB-01                    4.0％3-HHB-3                    13.0％3-HEBEB-F                   2.0％3-HEBEB-1                   2.0％ Embodiment 271V-HH-VFF(No.13)            5.0％1V-HH-2VFF(No.14)           5.0％V2-HHH-VFF(No.29)           8.0％201-BEB(F)-C                5.0％301-BEB(F)-C               12.0％501-BEB(F)-C                4.0％1V2-BEB(F，F)-C            15.0％3-HH-4                      3.0％3-HHB-F                     3.0％3-HHB-01                  4.0％3-HBEB-F                  4.0％3-HHEB-F                  7.0％5-HHEB-F                  7.0％3-H2BTB-2                 4.0％3-H2BTB-3                 4.0％3-H2BTB-4                 4.0％3-HB(F)TB-2               5.0％ Embodiment 28V2-HH-VFF(No.25)         20.0％V2-HHH-VFF(No.29)         4.0％2-BEB-C                  12.0％3-BEB-C                   4.0％4-BEB-C                   6.0％3-HB-C                   28.0％5-HEB-01                  8.0％3-HEB-02                  6.0％5-HEB-02                  5.0％3-HHB-1                   7.0％TNI＝60.4(℃)η＝18.2(mPa·s)Δn＝0.112Vtn＝1.31(V) Embodiment 291V2-HH-VFF(No.37)         5.0％1V-HH-VFF(No.13)          5.0％1V2-HH-2VFF(No.38)        5.0％1V-HH-2VFF(No.14)         5.0％2-BEB-C                  10.0％5-BB-C                   12.0％7-BB-C                    7.0％1-BTB-3                   7.0％10-BEB-5                 12.0％2-HHB-1                   4.0％3-HHB-F                   4.0％3-HHB-1                   7.0％3-HHB-01                  4.0％3-HHB-3                  13.0％ Embodiment 30V2-HH-2VFF(No.115)       20.0％1V2-BEB(F，F)-C           6.0％3-HB-C                   18.0％2-BTB-1                  10.0％5-HH-VFF                 10.0％1-BHH-VFF                 8.0％1-BHH-2VFF               11.0％3-H2BTB-2                 5.0％3-H2BTB-3                  4.0％3-H2BTB-4                  4.0％3-HHB-1                    4.0％TNI＝83.1(℃)η＝11.7(mPa·s)Δn＝0.132Vtn＝2.10(V) Embodiment 31V2-HHH-VFF(No.29)          8.0％2-HB-C                     5.0％3-HB-C                    12.0％3-HB-02                   15.0％2-BTB-1                    3.0％3-HHB-F                    4.0％3-HHB-01                   5.0％3-HHB-3                   14.0％3-HHEB-F                   4.0％5-HHEB-F                   4.0％2-HHB(F)-F                 7.0％3-HHB(F)-F                 7.0％5-HHB(F)-F                 7.0％3-HHB(F，F)-F              5.0％TNI＝103.0(℃)η＝17.2(mPa·s)Δn＝0.099Vtn＝2.56(V) Embodiment 32V2-HH-VFF(No.25)         3.0％V2-HHH-VFF(No.29)        5.0％3-BEB(F)-C               8.0％3-HB-C                   8.0％V-HB-C                   8.0％1V-HB-C                  8.0％3-HH-2V                 14.0％3-HH-2V1                 7.0％V2-HHB-1                15.0％3-HHEB-F                 7.0％3-H2BTB-2                6.0％3-H2BTB-3                6.0％3-H2BTB-4                5.0％TNI＝101.3(℃)η＝15.2(mPa·s)Δn＝0.132Vtn＝2.25(V) Embodiment 33V2-HH-2VFF(No.115)          31.0％1V2-BEB(F.F)-C              12.0％3-HB-C                       4.0％3-HB-02                      5.5％3-HHB-1                      3.5％1-BHH-VFF                   20.0％3-HB(F)TB-2                  4.0％3-HB(F)TB-3                  4.0％3-HB(F)TB-4                  4.0％3-H2BTB-2                    4.0％3-H2BTB-3                    4.0％3-H2BTB-4                    4.0％TNI＝100.4(℃)η＝14.1(mPa·s)Δn＝0.133Vtn＝2.16(V)2.0CN to 100，10.6μm。 Embodiment 34V2-HH-VFF(No.2 5)            28.0％1V2-BEB(F，F)-C              12.0％3-HB-C                        4.0％3-HB-02                       5.5％3-HHB-1                       8.5％1-BHH-VFF                    20.0％3-HB(F)TB-2                   5.0％3-HB(F)TB-3                   5.0％3-H2BTB-2                     4.0％3-H2BTB-3                     4.0％3-H2BTB-4                     4.0％TNI＝100.5(℃)η＝13.9(mPa·s)Δn＝0.132Vtn＝2.14(V)1.81CN to 100，12.3μm。 Embodiment 35

[0125] Symbolic representation of compounds The following examples relate to nematic liquid crystal compositions containing compounds of the present invention. Use Example 1 V2-HH-VFF (No.25) 30.0% V-BHH-VFF (No.7) 19.0% V-BBH-VFF (No.9) 15.0% 3-HB-C 5.0% 1V2-BEB ( F, F)-C 11.0% 3-HB-02 4.0% 3-HB(F)TB-2 4.0% 3-H2BTB-2 4.0% 3-H2BTB-3 4.0% 3-H2BTB-4 4.0% Application Examples 2V2-HH-VFF(No.25) 20.0%1V-BHH-VFF(No.19) 10.0%V-BBH-VFF(No.9) 6.0%3-HB-C 10.0%1V2-BEB(F,F )-C 12.0% 3-HB-02 5.0% 3-HHB-1 10.0% 3-HHB-3 10.0% 3-HB(F)TB-2 5.0% 3-H2BTB-2 4.0% 3-H2BTB-3 4.0 %3-H2BTB-4 4.0% Application Example 31V-BHH-VFF(No.19) 4.0%1V2-BHH-VFF(No.118) 10.0%V2-HB-C 10.0%1V2-HB-C 10.0%3 -HB-C 26.0% 5-HB-C 12.0% 3-HB(F)-C 8.0% 2-BEB-C 3.0% V2-HHB-1 8.0% 3-H2BTB-2 3.0% 3-H2BTB-3 3.0% 3-H2BTB-4 3.0% Application example 4V2-HH-VFF(No.25) 9.0% 1V2-BEB(F, F)-C 11.0% 201-BEB(F)- C 5.0% 301-BEB(F)-C 9.0% 3-HB(F)-C 15.0% 101-HH-3 3.0% 4-BTB-02 9.0% 2-HHB(F)-C 13.0% 3-HHB (F)-C 14.0% 3-H2BTB-2 4.0%...

Embodiment 1

[0135] Preparation of 1-(2,2-difluorovinyl)-trans-4-(trans-4-(3-butenyl)cyclohexyl)cyclohexane Formula (1) compound, number 25, wherein A 3 and A 4 Is anti-1,4-cyclohexylene; Z 3 is a covalent bond; Q 1 and Q 2 is H; Q 3 and Q 4 is F; l, n, p and q are 0; and m is 2)

[0136] first step

[0137] A mixture of 165.6 g (463.6 mmol) of methyltriphenylphosphonium bromide and 1.5 liters of THF was cooled to -50°C under nitrogen flow. 57.2 g (509.8 mmol) t-BuOK was added to the mixture and stirred for 1 hour. A solution of 100.0 g (356.6 mmol) trans-4-(trans-4-(2-formylethyl)cyclohexyl)cyclohexanecarboxylate in 1 liter of THF was added dropwise to the mixture while maintaining the temperature at -50 below ℃. After the dropwise addition, the reaction temperature was gradually raised to room temperature, and stirred for another 5 hours. The solvent was distilled off under reduced pressure, then 500 ml of water was added, and the mixture was extracted with 500 ml of toluene. ...

Embodiment 2

[0146] Preparation of 1-(4,4-difluoro-3-butenyl)-trans-4-(trans-4-(trans-4-vinylcyclohexyl)cyclohexyl)cyclohexane (compound (6), Formula (1), where A 2 , A 3 and A 4 Is anti-1,4-cyclohexylene; Z 2 and Z 3 is a covalent bond; Q 1 and Q 2 is H; Q 3 and Q 4 is F; l, m and p are 0; q is 1; n is 2)

[0147] first step

[0148]A mixture of 128.1 g (358.6 mmol) of methyltriphenylphosphonium bromide and 1.5 liters of THF was cooled to -50°C under a stream of nitrogen. 44.3 g (394.8 mmol) t-BuOK was added to the mixture and stirred for 1 hour. To the mixture was added dropwise a solution of 100.0 g (275.8 mmol) methyl 2-(trans-4-(trans-4-(trans-4-formylcyclohexyl)cyclohexyl)cyclohexyl)ethanecarboxylate in 1 liter of THF , while keeping the temperature below -50°C. After the dropwise addition, the reaction temperature was gradually raised to room temperature, and stirred for another 5 hours. The solvent was distilled off under reduced pressure, then 500 ml of water was adde...

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Abstract

Liquid crystalline compounds expressed by the following formula (1), liquid crystal compositions thereof obtained by combination with specified liquid crystal compounds, and liquid crystal display devices using them,wherein, A1, A2, A3 and A4 denote each independently trans-1,4-cyclohexylene group etc.; Z1, Z2 and Z3 denote each independently -(CH2)2- etc.; Q1 and Q2 denote each independently H, F, Cl or Br; Q3 and Q4 denote each independently F, Cl or Br; 1, m and n denote each independently an integer of from 0 to 5; and p and q denote each independently an integer of 0 or 1.

Description

field of invention [0001] The present invention relates to a liquid crystal compound and a liquid crystal composition, and more specifically relates to a new liquid crystal compound having an alkenyl group at both ends, wherein one alkenyl group is optionally substituted by a halogen, and the other alkenyl group is substituted by a halogen. It relates to a liquid crystal composition containing them, and a liquid crystal display device composed of the liquid crystal composition. Background technique [0002] There have been many display devices utilizing the characteristics of refractive anisotropy and dielectric anisotropy of liquid crystal compounds. These display devices are widely used in clocks, electronic computers, word processors, televisions, etc., and their demand is increasing year by year. The liquid crystal phase is between the solid phase and the liquid phase, and the liquid crystal phase can be roughly divided into a nematic phase, a smectic phase, and a chole...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C17/26C07C22/00C07C22/08C07C25/18C07C43/192C07C45/44C07C45/51C07C47/225C07C47/45C07C47/453C07F7/08C09K19/04C09K19/30
CPCC09K19/3001C07F7/0812C07F7/0818C07F7/0896C09K19/04C07F7/081
Inventor 加藤孝松井秋一宫沢和利关口靖子中川悦男
Owner CHISSO CORP
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