Described is a liquid crystal composition which satisfies at least one of such characteristics as high upper limit temperature of the nematic phase, low lower limit temperature of the nematic phase, low viscosity, adequate optical anisotropy, large negative dielectric anisotropy, high resistivity, high stability to ultraviolet light and high stability to heat, or which has an adequate balance between at least two of the above-mentioned characteristics. Also described is an AM element having a short response time, high voltage holding ratio, high contrast ratio, long life and the like. The liquid crystal composition contains a specific compound having a large negative dielectric anisotropy and a low lower limit temperature as a first component, a specific compound having a low viscosity or a high upper limit temperature as a second component, and a specific compound having a polymerizable group as a third component. The AM element contains the composition.

Patent
   RE46763
Priority
Jan 22 2009
Filed
Oct 09 2015
Issued
Mar 27 2018
Expiry
Jan 15 2030
Assg.orig
Entity
Large
0
40
all paid
0. 21. A liquid crystal composition, containing at least one compound selected from the group of compounds represented by formula (1) as a first component, at least one compound selected from the group of compounds represented by formula (2) as a second component and at least one compound selected from the group of compounds represented by formula (3) as a third component:
##STR00059##
wherein R1, R2, R3 and R4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; ring A is independently 1,4-cyclohexylene or 1,4-phenylene; ring B and ring C are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; ring D and ring E are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2-methyl-1,4-phenylene, 3-methyl-1,4-phenylene or 2,6-naphthalene; Z1 is independently a single bond, ethylene, methyleneoxy or carbonyloxy; Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—; k is 1, 2 or 3; j is 1; and m is 0, 1 or 2, wherein the at least one compound as the first component is a compound 3-HB(2F,3F)-O2 shown below:
##STR00060##
3-HB(2F,3F)-O2, and wherein the at least one compound as the second component comprises arbitrary one of compounds 2-HH-3 and V-HH-3 shown below:
##STR00061##
wherein the at least one compound as the second component is V-HH-3:
##STR00062##
and
wherein the ratio of V-HH-3 is at least 20% by weight.
0. 1. A liquid crystal composition, containing at least one compound selected from the group of compounds represented by formula (1) as a first component, at least one compound selected from the group of compounds represented by formula (2) as a second component and at least one compound selected from the group of compounds represented by formula (3) as a third component:
##STR00044##
wherein R1, R2, R3 and R4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; ring A is independently 1,4-cyclohexylene or 1,4-phenylene; ring B and ring C are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; ring D and ring E are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2-methyl-1,4-phenylene, 3-methyl-1,4-phenylene or 2,6-naphthalene; Z1 is independently a single bond, ethylene, methyleneoxy or carbonyloxy; Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—; k and j are independently 1, 2 or 3; and m is 0, 1 or 2, and wherein the at least one compound as the second component comprises arbitrary one of compounds 2-HH-3 and V-HH-3 shown below:
##STR00045##
0. 2. The liquid crystal composition according to claim 1, wherein the first component is at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-7):
##STR00046##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine.
0. 3. The liquid crystal composition according to claim 1, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-12) other than the compounds 2-HH-3 and V-HH-3:
##STR00047##
wherein R3 and R4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine.
0. 4. The liquid crystal composition according to claim 1, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23):
##STR00048## ##STR00049## ##STR00050##
wherein R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—.
0. 5. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2).
0. 6. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-3).
0. 7. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-4).
0. 8. The liquid crystal composition according to claim 1, wherein a ratio of the first component is in the range of 10% by weight to 60% by weight, a ratio of the second component is in the range of 5% by weight to 50% by weight, based on the weight of the liquid crystal composition excluding the third component, and a ratio of the third component is in the range of 0.05 part by weight to 10 parts by weight, relative to 100 parts by weight of the liquid crystal composition excluding the third component.
0. 9. The liquid crystal composition according to claim 1, further containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-3) as a fourth component:
##STR00051##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A and ring G are independently 1,4-cyclohexylene or 1,4-phenylene; ring F is independently tetrahydropyran-2,5-diyl, 1,4-cyclohexylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z1 and Z4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy; X1 and X2 are fluorine for either one or chlorine for the other one; X3 is hydrogen or methyl, and when X3 is hydrogen, at least one of ring F is tetrahydropyran-2,5-diyl or 2,3-difluoro-1,4-phenylene; r and t are independently 1, 2 or 3; and p and q are independently 0, 1, 2 or 3, and a sum of p and q is 3 or less.
0. 10. The liquid crystal composition according to claim 9, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-1) to formula (4-1-3), formula (4-2-1) to formula (4-2-15) and formula (4-3-1) to formula (4-3-4):
##STR00052## ##STR00053## ##STR00054##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A1, ring A2, ring G1 and ring G2 are independently 1,4-cyclohexylene or 1,4-phenylene; and Z1 and Z4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy.
0. 11. The liquid crystal composition according to claim 1, further containing a polymerization initiator.
0. 12. The liquid crystal composition according to claim 1, further containing a polymerization inhibitor.
0. 13. The liquid crystal composition according to claim 1, wherein a maximum temperature of a nematic phase is 70° C. or higher, an optical anisotropy (25° C.) at a wavelength of 589 nanometers is 0.08 or more, and a dielectric anisotropy (25° C.) at a frequency of 1 kHz is −2 or less.
0. 14. A liquid crystal display device, containing the liquid crystal composition according to claim 1.
0. 15. The liquid crystal display device according to claim 14, wherein an operating mode in the liquid crystal display device is a VA mode, an IPS mode or a PSA mode, and a driving mode in the liquid crystal display device is an active matrix mode.
0. 16. The liquid crystal composition according to claim 2, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-12) other than the compounds 2-HH-3 and V-HH-3:
##STR00055##
wherein R3 and R4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine.
0. 17. The liquid crystal composition according to claim 16, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23):
##STR00056## ##STR00057## ##STR00058##
wherein R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—.
0. 18. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2).
0. 19. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-3).
0. 20. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-4).
0. 22. The liquid crystal composition according to claim 21, wherein the first component is at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-7):
##STR00063##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine.
0. 23. The liquid crystal composition according to claim 21, wherein R2 is alkoxy having 1 to 12 carbons.
0. 24. The liquid crystal composition according to claim 21, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-3) other than the compound V-HH-3:
##STR00064##
wherein R3 and R4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine.
0. 25. The liquid crystal composition according to claim 21, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23):
##STR00065## ##STR00066## ##STR00067##
wherein R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenvl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—.
0. 26. The liquid crystal composition according to claim 25, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2).
0. 27. The liquid crystal composition according to claim 21, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23):
##STR00068## ##STR00069## ##STR00070##
wherein R5 and R6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone, and at least one of R5 and R6 is methacrylate; and Z2 and Z3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary —CH2— is replaced by —O—.
0. 28. The liquid crystal composition according to claim 21, wherein a ratio of the first component is in the range of 10% by weight to 60% by weight, a ratio of the second component is in the range of 20% by weight to 50% by weight, based on the weight of the liquid crystal composition excluding the third component, and a ratio of the third component is in the range of 0.05 part by weight to 10 parts by weight, relative to 100 parts by weight of the liquid crystal composition excluding the third component.
0. 29. The liquid crystal composition according to claim 21, further containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-3) as a fourth component:
##STR00071##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A and ring G are independently 1,4-cyclohexylene or 1,4-phenylene; ring F is independently tetrahydropyran-2,5-diyl, 1,4-cyclohexylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z1 and Z4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy; X1 and X2 are fluorine or chlorine, wherein one is fluorine, the other is chlorine; X3 is hydrogen or methyl, and when X3 is hydrogen, at least one of ring F is tetrahydropyran-2,5-diyl or 2,3-difluoro-1,4-phenylene; r and t are independently 1, 2 or 3; and p and q are independently 0, 1, 2 or 3, and a sum of p and q is 3 or less.
0. 30. The liquid crystal composition according to claim 29, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-1) to formula (4-1-3), formula (4-2-1) to formula (4-2-15) and formula (4-3-1) to formula (4-3-4):
##STR00072## ##STR00073## ##STR00074##
wherein R1 and R2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A1, ring A2, ring G1 and ring G2 are independently 1,4-cyclohexylene or 1,4-phenylene; and Z1 and Z4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy.
0. 31. The liquid crystal composition according to claim 21, further containing a polymerization initiator.
0. 32. The liquid crystal composition according to claim 21, further containing a polymerization inhibitor.
0. 33. The liquid crystal composition according to claim 21, wherein a maximum temperature of a nematic phase is 70° C. or higher, an optical anisotropy (25° C.) at a wavelength of 589 nanometers is 0.08 or more, and a dielectric anisotropy (25° C.) at a frequency of 1 kHz is −2 or less.
0. 34. A liquid crystal display device comprising the liquid crystal composition according to claim 21, wherein an operating mode in the liquid crystal display device is a PSA mode, and a driving mode in the liquid crystal display device is an active matrix mode.

This

3-H2B(2F,3F)-O2 (1-2-1) 17%
5-H2B(2F,3F)-O2 (1-2-1) 16%
3-HBB(2F,3F)-O2 (1-7-1) 12%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 10%
2-HH-3 (2-1-1) 20%
3-HH-4 (2-1-1) 4%
5-HB-O2 (2-2-1) 4%
3-HHB-1 (2-5-1) 4%
5-HBB(F)B-2 (2-12-1) 7%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB-AC   (3-2-1)

V-HB(2F,3F)-O2 (1-1-1) 11%
V-HB(2F,3F)-O4 (1-1-1) 10%
3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
3-HH-4 (2-1-1) 14%
3-HHB-1 (2-5-1) 4%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 3%
5-HBB(F)B-2 (2-12-1) 6%
5-HBB(F)B-3 (2-12-1) 5%

To 100 parts by weight of the composition above, 0.5 part by weight of the following compound as the third component of the invention was added.
MAC-B-MAC   (3-1-1)

V-HB(2F,3F)-O2 (1-1-1) 13%
V-HB(2F,3F)-O4 (1-1-1) 13%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 8%
2-HH-5 (2-1-1) 8%
3-HH-4 (2-1-1) 14%
5-HB-O2 (2-2-1) 8%
3-HHB-1 (2-5-1) 3%
3-HHB-3 (2-5-1) 4%
3-HHB-O1 (2-5-1) 2%
3-HHEBH-3 (2-9-1) 2%
3-HHEBH-5 (2-9-1) 2%
5-HBB(F)B-2 (2-12-1) 2%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB(2F,3F)-AC   (3-5-1)

V-HB(2F,3F)-O2 (1-1-1) 10%
V-HB(2F,3F)-O4 (1-1-1) 10%
3-H2B(2F,3F)-O2 (1-2-1) 13%
5-H2B(2F,3F)-O2 (1-2-1) 12%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 4%
5-HBB(2F,3F)-O2 (1-7-1) 9%
3-HH-4 (2-1-1) 2%
3-HHEH-3 (2-4-1) 2%
3-HHEH-5 (2-4-1) 2%
4-HHEH-3 (2-4-1) 2%
4-HHEH-5 (2-4-1) 2%
3-HHB-1 (2-5-1) 4%
3-HHB-3 (2-5-1) 7%
3-HHB-O1 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 3%
3-HHEBH-5 (2-9-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

V-HB(2F,3F)-O2 (1-1-1) 11%
V-HB(2F,3F)-O4 (1-1-1) 10%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 4%
5-HBB(2F,3F)-O2 (1-7-1) 7%
2-HH-3 (2-1-1) 17%
3-HH-4 (2-1-1) 8%
3-HH-5 (2-1-1) 4%
5-HB-O2 (2-2-1) 6%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 3%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 8%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B-MAC   (3-12-1)
NI=79.3° C.; Tc≤−20° C.; Δn=0.093; Δ∈=−2.9; Vth=2.30 V; T=4.1 ms; VHR-1=99.2%; VHR-2=98.2%.

V-HB(2F,3F)-O2 (1-1-1) 13%
V-HB(2F,3F)-O4 (1-1-1) 13%
3-HBB(2F,3F)-O2 (1-7-1) 6%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
2-HH-3 (2-1-1) 26%
5-HB-O2 (2-2-1) 5%
3-HHB-1 (2-5-1) 4%
3-HHB-3 (2-5-1) 7%
3-HHB-O1 (2-5-1) 4%
5-HBB(F)B-2 (2-12-1) 5%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(F)B-AC   (3-4-1)

V-HB(2F,3F)-O2 (1-1-1) 14%
V-HB(2F,3F)-O4 (1-1-1) 13%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 4%
5-HBB(2F,3F)-O2 (1-7-1) 5%
2-HH-3 (2-1-1) 26%
4-HHEH-3 (2-4-1) 3%
4-HHEH-5 (2-4-1) 3%
3-HHB-1 (2-5-1) 6%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 3%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 7%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(Me)B-AC   (3-13-1)

3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 15%
2-HBB(2F,3F)-O2 (1-7-1) 3%
3-HBB(2F,3F)-O2 (1-7-1) 9%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-5 (2-1-1) 3%
3-HH-4 (2-1-1) 15%
3-HH-5 (2-1-1) 4%
3-HB-O2 (2-2-1) 12%
3-HHB-1 (2-5-1) 3%
3-HHB-3 (2-5-1) 4%
3-HHB-O1 (2-5-1) 3%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(2F)-MAC   (3-6-1)

3-H2B(2F,3F)-O2 (1-2-1) 17%
5-H2B(2F,3F)-O2 (1-2-1) 17%
V-HH-3 (2-1-1) 27%
V-HHB-1 (2-5-1) 10%
2-BB(F)B-3 (2-7-1) 2%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 4%
4-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
3-HBB(2F,3Cl)-O2 (4-1-3-1) 8%
5-HBB(2F,3Cl)-O2 (4-1-3-1) 9%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B(2Me)-MAC   (3-14-1)

V-HB(2F,3F)-O2 (1-1-1) 10%
V-HHB(2F,3F)-O2 (1-4-1) 15%
V2-HHB(2F,3F)-O2 (1-4-1) 15%
V-HH-3 (2-1-1) 25%
1V-HH-3 (2-1-1) 8%
V-HHB-1 (2-5-1) 5%
2-BB(F)B-3 (2-7-1) 10%
3-HCro(7F,8F)-5 (4-3-1-1) 3%
2O-Cro(7F,8F)H-3 (4-3-2) 3%
3-HHCro(7F,8F)-5 (4-3-3-1) 3%
2O-Cro(7F,8F)HH-5 (4-3-4) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(F)-MAC   (3-7-1)

V2-HB(2F,3F)-O2 (1-1-1) 15%
V-HBB(2F,3F)-O2 (1-7-1) 12%
V-HH-3 (2-1-1) 30%
V2-HHB-1 (2-5-1) 10%
3-BB(F)B-2V (2-7-1) 8%
3-H1OCro(7F,8F)-5 (4-3-1-3) 5%
5-H1OCro(7F,8F)-4 (4-3-1-3) 5%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 4%
5-HH1OCro(7F,8F)-5 (4-3-3-3) 6%
3-BBCro(7F,8F)-5 (4-3-3-5) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B(Me)-MAC   (3-15-1)

V-HB(2F,3F)-O2 (1-1-1) 10%
V-HHB(2F,3F)-O2 (1-4-1) 10%
1V-HHB(2F,3F)-O2 (1-4-1) 5%
1V2-HHB(2F,3F)-O2 (1-4-1) 5%
V2-HBB(2F,3F)-O2 (1-7-1) 10%
2-HH-3 (2-1-1) 22%
3-HH-O1 (2-1-1) 3%
7-HB-1 (2-2-1) 5%
3 -HHEH-5 (2-4-1) 3%
V-HHB-1 (2-5-1) 7%
V2-BB(F)B-1 (2-7-1) 5%
5-HBB(F)B-3 (2-12-1) 5%
3-H2Cro(7F,8F)-5 (4-3-1-2) 5%
2-Cro(7F,8F)2H-3 (4-3-2-2) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B(2F)-MAC   (3-8-1)

3-HB(2F,3F)-O2 (1-1-1) 5%
V-HB(2F,3F)-O2 (1-1-1) 11%
V-HB(2F,3F)-O4 (1-1-1) 12%
V-HHB(2F,3F)-O2 (1-4-1) 10%
V-HHB(2F,3F)-O4 (1-4-1) 10%
3-HBB(2F,3F)-O2 (1-7-1) 5%
V-HH-3 (2-1-1) 25%
V2-BB-1 (2-3-1) 6%
1V-HBB-2 (2-6-1) 4%
5-HBBH-3 (2-10-1) 5%
3-BCro(7F,8F)-5 (4-3-1 4) 3%
3-HBCro(7F,8F)-5 (4-3-3-4) 4%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(Me)B(2Me)-MAC   (3-16-1)

V-HB(2F,3F)-O2 (1-1-1) 16%
1V-HB(2F,3F)-O4 (1-1-1) 6%
3-H2B(2F,3F)-O2 (1-2-1) 3%
3-HHB(2F,3F)-O2 (1-4-1) 3%
V-HHB(2F,3F)-O2 (1-4-1) 10%
V2-HHB(2F,3F)-O2 (1-4-1) 7%
V-HBB(2F,3F)-O2 (1-7-1) 10%
V-HH-3 (2-1-1) 20%
1V-HH-3 (2-1-1) 7%
5-HHEBH-3 (2-9-1) 4%
5-HB(F)BH-3 (2-11-1) 4%
3-HH2Cro(7F,8F)-3 (4-3-3-2) 3%
3-HH2Cro(7F,8F)-5 (4-3-3-2) 4%
3-Cro(7F,8F)2HH-5 (4-3-4-2) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(2F,3F)-MAC   (3-9-1)

V-HB(2F,3F)-O2 (1-1-1) 15%
V-HB(2F,3F)-O4 (1-1-1) 7%
3-HBB(2F,3F)-O2 (1-7-1) 3%
V-HBB(2F,3F)-O2 (1-7-1) 10%
V2-HBB(2F,3F)-O2 (1-7-1) 10%
2-HH-3 (2-1-1) 29%
3-HHB-1 (2-5-1) 6%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 6%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 8%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B(2F,3F)-MAC   (3-10-1)

3-HB(2F,3F)-O2 (1-1-1) 5%
5-HB(2F,3F)-O2 (1-1-1) 5%
3-HHB(2F,3F)-O2 (1-4-1) 5%
3-HH2B(2F,3F)-O2 (1-5-1) 7%
3-HH-VFF (2-1) 3%
V-HH-3 (2-1-1) 28%
1V2-BB-1 (2-3-1) 4%
3-HHEH-3 (2-4-1) 3%
V2-BB(F)B-1 (2-7-1) 4%
3-HB(F)HH-5 (2-8-1) 5%
5-HBB(2F,3Cl)-O2 (4-1-3-1) 5%
3-DhBB(2F,3F)-O2 (4-2) 5%
5-DhBB(2F,3F)-O2 (4-2) 4%
3-DhB(2F,3F)-O2 (4-2-1-1) 6%
5-DhB(2F,3F)-O2 (4-2-1-1) 6%
3-DH1OB(2F,3F)-O2 (4-2-3-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(2F,3F)B(2F,3F)-AC   (3-11-1)

3-H1OB(2F,3F)-O2 (1-3-1) 5%
5-H1OB(2F,3F)-O2 (1-3-1) 5%
3-HH1OB(2F,3F)-O2 (1-6-1) 5%
5-HH1OB(2F,3F)-O2 (1-6-1) 5%
3-BB(2F,5F)B-2 (2) 3%
V-HH-3 (2-1-1) 37%
1V-HH-3 (2-1-1) 6%
3-HHB-1 (2-5-1) 4%
3-HHB-O1 (2-5-1) 4%
5-HBB(2F,3Cl)-O2 (4-1-3-1) 6%
3-DhHB(2F,3F)-O2 (4-2-4-1) 6%
3-HDhB(2F,3F)-O2 (4-2-5-1) 10%
1O1-HBBH-5 (—) 4%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BBB-MAC   (3-18-1)

3-HH1OB(2F,3F)-O2 (1-6-1) 6%
3-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
V-HH-3 (2-1-1) 32%
1V-HH-3 (2-1-1) 7%
3-HB-O2 (2-2-1) 3%
1V-HBB-2 (2-6-1) 4%
2-BB(F)B-3 (2-7-1) 5%
3-Dh2B(2F,3F)-O2 (4 2-2-1) 9%
3-Dh1OB(2F,3F)-O2 (4-2-3-1) 6%
3-DhH1OB(2F,3F)-O2 (4-2-6-1) 6%
3-H2Cro(7F,8F)-5 (4-3-1-2) 3%
3-H1OCro(7F,8F)-5 (4-3-1-3) 4%
3-HHCro(7F,8F)-5 (4-3-3-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(F)B-MAC   (3-19-1)

3-HB(2F,3F)-O2 (1-1-1) 5%
5-HB(2F,3F)-O2 (1-1-1) 5%
V-H1OB(2F,3F)-O2 (1-3-1) 4%
V2-H1OB(2F,3F)-O2 (1-3-1) 4%
V-HH2B(2F,3F)-O2 (1-5-1) 5%
V2-HH2B(2F,3F)-O2 (1-5-1) 5%
3-HH1OB(2F,3F)-O2 (1-6-1) 5%
4-HH1OB(2F,3F)-O2 (1-6-1) 3%
5-HH1OB(2F,3F)-O2 (1-6-1) 5%
V-HH-3 (2-1-1) 28%
3-HH-4 (2-1-1) 10%
V2-BB-1 (2-3-1) 4%
5-HBB(F)B-2 (2-12-1) 4%
5-HBB(F)B-3 (2-12-1) 3%
3-HB(2F,3Cl)-O2 (4-1-1-1) 5%
3-HBB(2F,3Cl)-O2 (4-1-3-1) 2%
5-HBB(2F,3Cl)-O2 (4-1-3-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(Me)B-MAC   (3-23-1)

V-HB(2F,3F)-O2 (1-1-1) 3%
5-HHB(2F,3F)-O2 (1-4-1) 8%
V-HHB(2F,3F)-O2 (1-4-1) 10%
V-HHB(2F,3F)-O4 (1-4-1) 4%
V-HH-5 (2-1-1) 20%
1V2-BB-1 (2-3-1) 10%
V-HHB-1 (2-5-1) 5%
V2-BB(F)B-1 (2-7-1) 3%
V2-BB(F)B-2 (2-7-1) 7%
5-HBB(F)B-2 (2-12-1) 5%
3-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5%
5-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5%
3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 5%
5-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 5%
3-HEB(2F,3F)B(2F,3F)-O2 (4-2-15-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(2F,5F)B-MAC   (3-22-1)

2-HBB(2F,3F)-O2 (1-7-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 12%
5-HBB(2F,3F)-O2 (1-7-1) 4%
V-HH-4 (2-1-1) 15%
V-HH-5 (2-1-1) 23%
1V-HH-3 (2-1-1) 6%
V-HHB-1 (2-5-1) 5%
V2-HHB-1 (2-5-1) 3%
3-H2B(2F,3F,6Me)-O2 (4-2-9-1) 4%
3-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5%
5-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 3%
3-HH2B(2F,3F,6Me)-O2 (4-2-12-1) 5%
3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 6%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 4%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB(2F,3F)B-AC   (3-21-1)

3-HB(2F,3F)-O2 (1-1-1) 8%
3-HHB(2F,3F)-O2 (1-4-1) 10%
3-HBB(2F,3F)-O2 (1-7-1) 11%
5-HBB(2F,3F)-O2 (1-7-1) 5%
V-HH-3 (2-1-1) 40%
3-HHEBH-3 (2-9-1) 4%
3-HHEBH-4 (2-9-1) 3%
3-HB(2F,3F,6Me)-O2 (4-2-8-1) 4%
3-H2B(2F,3F,6Me)-O2 (4-2-9-1) 4%
3-HHB(2F,3F,6Me)-O2 (4-2-11-1) 5%
3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 6%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BBB(2F)-MAC   (3-20-1)

V-HB(2F,3F)-O2 (1-1-1) 12%
V-HB(2F,3F)-O4 (1-1-1) 10%
3-H2B(2F,3F)-O2 (1-2-1) 15%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
3-HH-4 (2-1-1) 14%
3-HHB-1 (2-5-1) 4%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 3%
5-HBB(F)B-2 (2-12-1) 6%
5-HBB(F)B-3 (2-12-1) 5%
4O-B(2F,3F)B(2F,3F)-O6 (4-2-14) 4%

To 100 parts by weight of the composition above, 0.5 part by weight of the following compound as the third component of the invention was added.
MAC-Np-MAC   (3-17-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 4%
4-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB-MAC   (3-2-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 4%
4-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 4%
4-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
2-HH-3 (2-1-1) 14%
3-HH-4 (2-1-1) 8%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 4%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB-MAC   (3-2-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
2-HH-3 (2-1-1) 14%
3-HH-4 (2-1-1) 8%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 4%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 6%
2-HH-3 (2-1-1) 14%
3-HH-4 (2-1-1) 8%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 6%
3-HHB-O1 (2-5-1) 4%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
5-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
5-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
5-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
5-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 18%
5-H2B(2F,3F)-O2 (1-2-1) 17%
3-HHB(2F,3F)-O2 (1-4-1) 5%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
5-HBB(2F,3F)-O2 (1-7-1) 9%
2-HH-3 (2-1-1) 18%
3-HH-4 (2-1-1) 2%
3-HHB-1 (2-5-1) 5%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 20%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 6%
3-HH-4 (2-1-1) 17%
3-HHB-O1 (2-5-1) 3%
3-HHEBH-3 (2-9-1) 4%
3-HHEBH-4 (2-9-1) 3%
3-HH10Cro(7F,8F)-5 (4-3-3-3) 8%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 20%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 6%
5-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 6%
3-HH-4 (2-1-1) 17%
3-HHB-O1 (2-5-1) 3%
3-HHEBH-3 (2-9-1) 4%
3-HHEBH-4 (2-9-1) 3%
3-HH10Cro(7F,8F)-5 (4-3-3-3) 8%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 14%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 19%
3-HH-4 (2-1-1) 7%
3-HHB-1 (2-5-1) 3%
3-HHB-3 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 4%
3-HHEBH-4 (2-9-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 8%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 14%
3-HBB(2F,3F)-O2 (1-7-1) 9%
4-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 19%
3-HH-4 (2-1-1) 7%
3-HHB-1 (2-5-1) 3%
3-HHB-3 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 4%
3-HHEBH-4 (2-9-1) 4%
3-HDhB(2F,3F)-O2 (4-2-5-1) 8%
3-HH10Cro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 13%
3-HBB(2F,3F)-O2 (1-7-1) 10%
2-HH-3 (2-1-1) 19%
3-HH-4 (2-1-1) 7%
3 -HHB- 1 (2-5-1) 4%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 5%
3-HDhB(2F,3F)-O2 (4-2-5-1) 8%
3-HH10Cro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 13%
3-HBB(2F,3F)-O2 (1-7-1) 10%
2-HH-3 (2-1-1) 19%
3-HH-4 (2-1-1) 7%
3 -HHB- 1 (2-5-1) 4%
3-HHB-3 (2-5-1) 5%
3-HHB-O1 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 5%
3-HDhB(2F,3F)-O2 (4-2-5-1) 8%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 12%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 21%
3-HH-4 (2-1-1) 8%
3 -HHB- 1 (2-5-1) 4%
3-HHB-3 (2-5-1) 4%
3-HHB-O1 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 5%
3-HDhB(2F,3F)-O2 (4-2-5-1) 4%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 20%
5-H2B(2F,3F)-O2 (1-2-1) 12%
3-HBB(2F,3F)-O2 (1-7-1) 10%
4-HBB(2F,3F)-O2 (1-7-1) 3%
2-HH-3 (2-1-1) 21%
3-HH-4 (2-1-1) 8%
3-HHB-1 (2-5-1) 4%
3-HHB-3 (2-5-1) 4%
3-HHB-O1 (2-5-1) 4%
3-HHEBH-3 (2-9-1) 5%
3-HDhB(2F,3F)-O2 (4-2-5-1) 4%
3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%

To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 10%
3-HHB(2F,3F)-O2 (1-4-1) 6%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 10%
5-HBB(2F,3F)-O2 (1-7-1) 7%
2-HH-3 (2-1-1) 22%
3-HB-O2 (2-2-1) 7%
5-HB-O2 (2-2-1) 6%
5-HBB(F)B-2 (2-12-1) 6%

To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 10%
3-HHB(2F,3F)-O2 (1-4-1) 6%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 10%
5-HBB(2F,3F)-O2 (1-7-1) 7%
2-HH-3 (2-1-1) 22%
3-HB-O2 (2-2-1) 7%
5-HB-O2 (2-2-1) 6%
5-HBB(F)B-2 (2-12-1) 6%

To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 7%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 10%
5-HBB(2F,3F)-O2 (1-7-1) 7%
2-HH-3 (2-1-1) 22%
3-HH-4 (2-1-1) 3%
3-HB-O2 (2-2-1) 7%
5-HB-O2 (2-2-1) 6%
5-HBB(F)B-2 (2-12-1) 6%
3-HDhB(2F,3F)-O2 (4-2-5-1) 6%

To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC   (3-3-1)

3-H2B(2F,3F)-O2 (1-2-1) 15%
5-H2B(2F,3F)-O2 (1-2-1) 7%
3-HBB(2F,3F)-O2 (1-7-1) 11%
4-HBB(2F,3F)-O2 (1-7-1) 10%
5-HBB(2F,3F)-O2 (1-7-1) 7%
2-HH-3 (2-1-1) 22%
3-HH-4 (2-1-1) 3%
3-HB-O2 (2-2-1) 7%
5-HB-O2 (2-2-1) 6%
5-HBB(F)B-2 (2-12-1) 6%
3-HDhB(2F,3F)-O2 (4-2-5-1) 6%

To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC   (3-4-1)

The compositions according to Examples 1 to 52 have a shorter response time in comparison with the composition according to Comparative Example 1. Thus, the liquid crystal composition of the invention is so much superior in characteristics to the composition shown in Comparative Example 1.

Industrial Applicability

The invention provides a liquid crystal composition satisfying at least one of characteristics such as a high maximum temperature of a nematic phase, a low minimum temperature of the nematic phase, a small viscosity, a suitable optical anisotropy, a large negative dielectric anisotropy, a large specific resistance, a high stability to ultraviolet light and a high stability to heat, or having a suitable balance regarding at least two of the characteristics. A liquid crystal display device containing such a liquid crystal composition is applied as an AM device having a short response time, a large voltage holding ratio, a large contrast ratio, a long service life and so forth, and thus can be used for a liquid crystal projector, a liquid crystal television and so forth.

Saito, Masayuki

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Oct 09 2015JNC Corporation(assignment on the face of the patent)
Oct 09 2015JNC Petrochemical Corporation(assignment on the face of the patent)
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