JPWO2014042145A1 - ネマチック液晶組成物及びこれを用いた液晶表示素子 - Google Patents
ネマチック液晶組成物及びこれを用いた液晶表示素子 Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 111
- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 239000004988 Nematic liquid crystal Substances 0.000 title abstract description 4
- 239000007791 liquid phase Substances 0.000 claims abstract description 7
- 230000007704 transition Effects 0.000 claims abstract description 7
- 239000011159 matrix material Substances 0.000 claims abstract description 5
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims description 57
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 18
- -1 piperidine-1 , 4-Diyl group Chemical group 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000006017 1-propenyl group Chemical group 0.000 claims description 10
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 6
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 claims description 6
- 125000005653 3,5-difluoro-1,4-phenylene group Chemical group [H]C1=C(F)C([*:2])=C(F)C([H])=C1[*:1] 0.000 claims description 6
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 claims description 6
- 150000008423 fluorobenzenes Chemical class 0.000 claims description 5
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 4
- 125000005450 2,3-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C(F)=C(F)C([*:1])=C1[H] 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 239000012769 display material Substances 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 230000000704 physical effect Effects 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 5
- 210000002858 crystal cell Anatomy 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical class C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
- 125000004956 cyclohexylene group Chemical group 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
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- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
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- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
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- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
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- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
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- C09K2019/548—Macromolecular compounds stabilizing the alignment; Polymer stabilized alignment
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Abstract
Description
Δεが負の液晶組成物として、以下のような2,3−ジフルオロフェニレン骨格を有する液晶化合物(A)及び(B)(特許文献1参照)を用いた液晶組成物が開示されている。
1−プロペニル基を有するフルオロベンゼン誘導体は、詳しくは、2,3−ジフルオロフェニル基を有するメソゲン骨格に末端基として1−プロペニル基を有する化合物が挙げられるが、
一般式(I)
一般式(I)で表される化合物は、例えば、一般式(I−A1)、(I−B1)、(I−C1)、(I−D1)、(I−E1)、(I−A2)、(I−B2)、(I−C2)、(I−D2)又は(I−E2)であることが好ましい。
p及びqはそれぞれ独立的に0、1又は2を表すが、0又は1であることが好ましい。
第二成分の含有量は3質量%から70質量%であるが、5質量%から50質量%であることが好ましく、10質量%から40質量%であることが更に好ましい。
例えば、重合性モノマーとしてビフェニル誘導体、ターフェニル誘導体などの重合性化合物を含有し、その含有量は0.01%から2%であることが好ましい。更に詳述すると、本発明の液晶組成物に、一般式(IV)
実施例において化合物の記載について以下の略号を用いる。
(側鎖)
-n -CnH2n+1 炭素数nの直鎖状アルキル基
n- CnH2n+1- 炭素数nの直鎖状アルキル基
-On -OCnH2n+1 炭素数nの直鎖状アルコキシル基
nO- CnH2n+1O- 炭素数nの直鎖状アルコキシル基
-V -CH=CH2
V- CH2=CH-
-V1 -CH=CH-CH3 1−プロペニル基
1V- CH3-CH=CH- 1−プロペニル基
-2V -CH2-CH2-CH=CH3
V2- CH3=CH-CH2-CH2-
-2V1 -CH2-CH2-CH=CH-CH3
1V2- CH3-CH=CH-CH2-CH2
(連結基)
-nO- -CnH2nO-
(環構造)
Δn :20℃における屈折率異方性
Δε :25℃における誘電率異方性
η :20℃における粘度(mPa・s)
γ1 :20℃における回転粘性(mPa・s)
K33 :20℃における弾性定数K33(pN)
表1に記載の組成から成るLC−A(比較例1)、LC−B(比較例2)、LC−1(実施例1)、LC−2(実施例2)及びLC−3(実施例3)を調製し、その物性値を測定した。結果は以下のとおりであった。
表2に記載の組成から成るLC−C(比較例3)及びLC−4(実施例4)を調製し、その物性値の測定したところ以下のとおりであった。
表3に記載の組成から成るLC−D(比較例4)及びLC−5(実施例5)を調製し、その物性値の測定したところ以下のとおりであった。
以上のことから、本発明の液晶組成物はΔn及びTniを低下させることなく、ηが十分に小さく、回転粘性γ1が十分に小さく、弾性定数K33が大きな、絶対値が大きな負の誘電率異方性(Δε)を有するものであり、これを用いたVA型液晶表示素子は表示品位の優れた応答速度の速いものであることが確認された。
Claims (17)
- 第一成分として、1−プロペニル基を有するフルオロベンゼン誘導体を1種又は2種以上含有し、第二成分として、絶対値が3以上である負のΔεを有する液晶化合物を1種又は2種以上含有する液晶組成物。
- 25℃における誘電率異方性(Δε)が−2.0から−8.0の範囲であり、20℃における屈折率異方性(Δn)が0.08から0.14の範囲であり、20℃における粘度(η)が10から30mPa・sの範囲であり、20℃における回転粘性γ1が60から130mPa・sの範囲であり、ネマチック相−等方性液体相転移温度(Tni)が60℃から120℃の範囲である請求項1に記載の液晶組成物。
- 第一成分が、一般式(I)
- 第二成分が、一般式(II−A)及び又は(II−B)
- 第一成分の含有量が3質量%から70%質量である請求項1から4のいずれか1項に記載の液晶組成物。
- 第二成分の含有量が3質量%から70質量%である請求項1から5のいずれか1項に記載の液晶組成物。
- 一般式(I)、一般式(II−A)、一般式(III−A)及び一般式(V)で表される化合物を同時に含有する請求項9に記載の液晶組成物。
- 一般式(I)、一般式(II−B)、一般式(III−A)及び一般式(V)で表される化合物を同時に含有する請求項9に記載の液晶組成物。
- 一般式(I)、一般式(II−A)、一般式(II−B)、一般式(III−A)及び一般式(V)で表される化合物を同時に含有する請求項9に記載の液晶組成物。
- 重合性化合物を含有する請求項1から12のいずれか1項に記載の液晶組成物。
- 請求項1から14のいずれか1項に記載の液晶組成物を用いた液晶表示素子。
- 請求項1から16のいずれか1項に記載の液晶組成物を用いたアクティブマトリックス駆動用液晶表示素子。
- 請求項1から16のいずれか1項に記載の液晶組成物を用いたVAモード、PSAモード、PSVAモード、IPSモード又はECBモード用液晶表示素子。
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PCT/JP2013/074359 WO2014042145A1 (ja) | 2012-09-11 | 2013-09-10 | ネマチック液晶組成物及びこれを用いた液晶表示素子 |
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TWI623609B (zh) * | 2013-03-06 | 2018-05-11 | Dainippon Ink & Chemicals | Nematic liquid crystal composition and liquid crystal display element using same |
KR20170079970A (ko) * | 2015-12-31 | 2017-07-10 | 주식회사 동진쎄미켐 | 액정 조성물 및 이를 포함하는 액정 표시 장치 |
CN106398718B (zh) * | 2016-08-31 | 2021-05-11 | 晶美晟光电材料(南京)有限公司 | 具有正介电常数的液晶混合物及其应用 |
CN108659855B (zh) * | 2017-03-30 | 2020-09-11 | 北京八亿时空液晶科技股份有限公司 | 一种负介电液晶组合物及其应用 |
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