CN103772138A - 含有氘取代的液晶单体 - Google Patents
含有氘取代的液晶单体 Download PDFInfo
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- CN103772138A CN103772138A CN201410026971.3A CN201410026971A CN103772138A CN 103772138 A CN103772138 A CN 103772138A CN 201410026971 A CN201410026971 A CN 201410026971A CN 103772138 A CN103772138 A CN 103772138A
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- 0 CC1C(*)=CC(C)=CC1N Chemical compound CC1C(*)=CC(C)=CC1N 0.000 description 9
- YEJCHVFCLNKZPU-UHFFFAOYSA-N CC1COC(C)CC1 Chemical compound CC1COC(C)CC1 YEJCHVFCLNKZPU-UHFFFAOYSA-N 0.000 description 2
- KKTSJCORUUBEOA-UHFFFAOYSA-N CC1=CC(N)=C(C)CC1 Chemical compound CC1=CC(N)=C(C)CC1 KKTSJCORUUBEOA-UHFFFAOYSA-N 0.000 description 1
- QRMPKOFEUHIBNM-UHFFFAOYSA-N CC1CCC(C)CC1 Chemical compound CC1CCC(C)CC1 QRMPKOFEUHIBNM-UHFFFAOYSA-N 0.000 description 1
- HFLOXPLKEFUETH-UHFFFAOYSA-N CC[I](C)C(CC1)CCC1c1ccc(C(C(C(C=C2N)N)O)=C2O)c(N)c1 Chemical compound CC[I](C)C(CC1)CCC1c1ccc(C(C(C(C=C2N)N)O)=C2O)c(N)c1 HFLOXPLKEFUETH-UHFFFAOYSA-N 0.000 description 1
- GWHJZXXIDMPWGX-UHFFFAOYSA-N Cc1ccc(C)c(C)c1 Chemical compound Cc1ccc(C)c(C)c1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 description 1
- VOWZNBNDMFLQGM-UHFFFAOYSA-N Cc1ccc(C)c(N)c1 Chemical compound Cc1ccc(C)c(N)c1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Cc1ccc(C)cc1 Chemical compound Cc1ccc(C)cc1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
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Abstract
本发明公开了一种含有氘取代的液晶单体。该含有氘取代的液晶单体,其结构通式如式I所示。该式I所示液晶化合物具有化合物所必需的一般物理性质,对光,热稳定,较宽的向列相,与其他化合物相溶性好,具有低旋转粘度γ1和大介电各向异性(△ε>0),尤其是此化合物与同类型非氘代液晶搭配使用改善低温互溶性的特性。对于大折射率γ1和中高介电各向异性△ε的单体液晶化合物的开发具有重要意义。含有式I所示化合物的液晶组合物,其液晶相的温度范围广,粘度小,具有合适的折射率各向异性以及低启动电压。
Description
技术领域
本发明属于液晶化合物合成及应用领域,涉及一种含有氘取代的液晶单体。
背景技术
使用液晶组合物的液晶显示器广泛用于仪表、电脑、电视等显示器中。对于液晶显示技术领域,近年来市场虽然已经非常巨大,技术也逐渐成熟,随着现代显示技术的迅速发展,液晶显示器经历了扭曲向列相(TN)型、超扭曲向列相(STN)后,薄膜晶体管液晶显示器(TFT-LCD)已经成为平板显示的发展主流。高品质的TFT-LCD要求高对比度、高清晰度、高速响应、高亮度以及广视角。此外,还要求低的电力消耗。因此,要求液晶材料必须具有较宽的向列相温度范围、低液晶粘度、高的电压保持率、合适的双折射系数、高的介电各向异性以及与其他液晶化合物的相溶性好。
任何的显示用液晶组合物都要求有较宽的液晶态温度,较高的稳定性,比较适合的粘度,对电场有较快的响应速度。但是目前为止还没有任何单一的液晶单体单独用在液晶显示器中,而不用与其它化合物组合就能够满足性能要求。
发明内容
本发明的目的是提供一种含有氘取代的液晶单体。
本发明提供的含有氘取代的液晶单体,其结构通式如式I所示,
所述式I中,R1和R2相同或不同,均选自如下基团a、b或c:
a、选自H、Cl、F、-CN、-OCN、-OCF3、-CF3、CHF2、-CH2F、-OCHF2、-SCN、-NCS、-SF5、C1-C15的烷基、C1-C15的烷氧基、C2-C15的烯基、C2-C15的烯氧基、环丙基、环丁基、环戊基、环己基和环庚基中的至少一种;
b、含有-CH2-的所述基团a中至少一个-CH2-被如下基团中的至少一种取代且氧原子不直接相连而得的基团:-CH=CH-、-C≡C-、-COO-、-OOC-、-O-和-S-;
c、所述基团a或b中至少一个氢被氘、氟或氯取代而得的基团;
l、m和n均各自独立地表示为0或1;
Z1、Z2和Z3均各自独立地表示为单键、-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH=CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-或-CF=CF-;
L1、L2和L3均各自独立表示为氢、氟、氯或氘。
所述式I中R1和R2的定义中,所述C1-C15的烷基具体选自C2-C15的烷基、C3-C15的烷基、C4-C15的烷基、C5-C15的烷基、C6-C15的烷基、C1-C7的烷基、C2-C7的烷基、C3-C7的烷基、C4-C7的烷基、C5-C7的烷基、C6-C7的烷基、C1-C6的烷基、C2-C6的烷基、C3-C6的烷基、C4-C6的烷基、C5-C6的烷基、C1-C5的烷基、C2-C5的烷基、C3-C5的烷基、C4-C5的烷基、C1-C4的烷基、C2-C4的烷基、C3-C4的烷基、C1-C3的烷基、C1-C10的烷基、C2-C10的烷基、C3-C10的烷基、C1-C10的烷基、C1-C2的烷基和C2-C3的烷基中的至少一种;
所述C1-C15的烷氧基具体选自C2-C15的烷氧基、C3-C15的烷氧基、C4-C15的烷氧基、C5-C15的烷氧基、C6-C15的烷氧基、C1-C7的烷氧基、C2-C7的烷氧基、C3-C7的烷氧基、C4-C7的烷氧基、C5-C7的烷氧基、C6-C7的烷氧基、C1-C6的烷氧基、C2-C6的烷氧基、C3-C6的烷氧基、C4-C6的烷氧基、C5-C6的烷氧基、C1-C5的烷氧基、C2-C5的烷氧基、C3-C5的烷氧基、C4-C5的烷氧基、C1-C4的烷氧基、C2-C4的烷氧基、C3-C4的烷氧基、C1-C3的烷氧基、C1-C10的烷氧基、C2-C10的烷氧基、C3-C10的烷氧基、C1-C10的烷氧基、C1-C2的烷氧基和C2-C3的烷氧基中的至少一种;
所述C2-C15的烯基具体选自C3-C15的烯基、C4-C15的烯基、C5-C15的烯基、C6-C15的烯基、C1-C6的烯基、C2-C6的烯基、C3-C6的烯基、C4-C6的烯基、C5-C6的烯基、C2-C5的烯基、C3-C5的烯基、C4-C5的烯基、C2-C4的烯基、C3-C4的烯基、C2-C10的烯基、C3-C10的烯基、C2-C8的烯基和C2-C3的烯基中的至少一种;
所述C2-C15的烯氧基具体选自C3-C15的烯氧基、C4-C15的烯氧基、C5-C15的烯氧基、C6-C15的烯氧基、C2-C6的烯氧基、C3-C6的烯氧基、C4-C6的烯氧基、C5-C6的烯氧基、C2-C5的烯氧基、C3-C5的烯氧基、C4-C5的烯氧基、C2-C4的烯氧基、C3-C4的烯氧基、C2-C10的烯氧基、C3-C10的烯氧基、C2-C8的烯氧基和C2-C3的烯氧基中的至少一种;
更具体的,所述式I所示化合物为如下式I-1至式I-3所示化合物中的任意一种:
本发明提供的制备式I所示化合物的方法,其反应流程如下所示,
该包括如下步骤:
上述方法中,所述碳酸盐选自碳酸钠和碳酸钾中的至少一种;
所述回流反应步骤中,时间为3-8小时,具体为5小时。
另外,包含组分a的液晶组合物,也属于本发明的保护范围;
其中,所述组分a由前述式I所示化合物中的至少一种组成。
上述液晶组合物中,所述组分a在液晶组合物中的质量百分含量为10-80%,具体为20-50%。
所述液晶组合物中还可包括组分b、组分c、组分d、组分e和组分f;
其中,所述组分b由式II所示化合物中的至少一种组成;
组分c由式III所示化合物中的至少一种组成;
组分d由式IV所示化合物中的至少一种组成;
组分e由式V所示化合物中的至少一种组成;
组分f由式VI所示化合物中的至少一种组成;
所述式II至式VI中,R3和R4均各自独立地选自卤素、-CN、C1-C7的烷基、C1-C7的烷氧基、C2-C7的烯基和C1-C5的氟代烷氧基中的至少一种;
Z4为单键、-CH2-CH2-、-CH=CH-、-C≡C-、-COO-、-OOC-、-OCH2-、-CH2O-、-CF2O-或-OCF2-;
L4和L5均各自独立地表示-H、-F、-Cl或-CN;
o和p均选自0-2的整数。
所述式II至式VI中,C1-C7的烷基具体选自C2-C7的烷基、C3-C7的烷基、C4-C7的烷基、C5-C7的烷基、C6-C7的烷基、C1-C6的烷基、C2-C6的烷基、C3-C6的烷基、C4-C6的烷基、C5-C6的烷基、C1-C5的烷基、C2-C5的烷基、C3-C5的烷基、C4-C5的烷基、C1-C4的烷基、C2-C4的烷基、C3-C4的烷基、C1-C3的烷基、C1-C2的烷基和C2-C3的烷基中的至少一种;
所述C1-C7的烷氧基具体选自C2-C7的烷氧基、C3-C7的烷氧基、C4-C7的烷氧基、C5-C7的烷氧基、C6-C7的烷氧基、C1-C6的烷氧基、C2-C6的烷氧基、C3-C6的烷氧基、C4-C6的烷氧基、C5-C6的烷氧基、C1-C5的烷氧基、C2-C5的烷氧基、C3-C5的烷氧基、C4-C5的烷氧基、C1-C4的烷氧基、C2-C4的烷氧基、C3-C4的烷氧基、C1-C3的烷氧基、C1-C2的烷氧基和C2-C3的烷氧基中的至少一种;
所述C2-C7的烯基具体选自C3-C7的烯基、C4-C7的烯基、C5-C7的烯基、C6-C7的烯基、C2-C6的烯基、C3-C6的烯基、C4-C6的烯基、C5-C6的烯基、C2-C5的烯基、C3-C5的烯基、C4-C5的烯基、C2-C4的烯基、C3-C4的烯基和C2-C3的烯基中的至少一种;
所述C1-C5的氟代烷氧基具体选自C1-C3的氟代烷氧基、C3-C5的氟代烷氧基、C4-C5的氟代烷氧基、C2-C4的氟代烷氧基、C3-C4的氟代烷氧基和C2-C3的氟代烷氧基中的至少一种;
具体的,所述式II所示化合物为如下式II-1至式II-13所示化合物中的任意一种:
所述式II-1至式II-13中,R3和R4的定义分别与所述式II中R3和R4的定义相同;
-(F)表示-F或-H;
所述式III所示化合物为如下式III-1至III-10中的任意一种:
所述式Ⅲ-1至式Ⅲ-10中,R3和R4的定义分别与所述式III中R3和R4的定义相同;
-(F)表示-F或-H;
所述式IV所示化合物为如下式IV-1至IV-3中的任意一种:
所述式Ⅳ-1至式Ⅳ-3中,R3和R4的定义分别与所述式IV中R3和R4的定义相同;
-(F)表示-F或-H;
所述式V所示化合物为如下式V-1至V-17中的任意一种:
所述式Ⅴ-1至式V-17中,R3和R4的定义分别与所述式V中R3和R4的定义相同;-(F)表示-F或-H。
所述式VI所示化合物为如下式VI-1至VI-13中的任意一种:
所述式VI-1至式VI-13中,R3和R4的定义分别与所述式VI中R3和R4的定义相同;
-(F)表示-F或-H。
上述液晶组合物中,所述组分b、组分c、组分d、组分e和组分f的质量比为3~50:3~70:3~30:3~30:3-40,具体为20-40:5-30:3-10:3-15:3-20,更具体为20-35:6-26:4-9:4-13:5-15。
当然,所述液晶组合物也可只由所述组分a至组分f组成;
所述组分a、组分b、组分c、组分d、组分e和组分f的质量比为10-80:3~40:3~70:3~30:3~30:3-40,具体为20-50:20-40:5-30:3-10:3-15:3-20,更具体为22-45:20-35:6-26:4-9:4-13:5-15。
上述液晶组合物具体为如下液晶组合物a、b、c、d、e或f:
所述液晶组合物a包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶混合物a具体包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物b包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物b具体包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物c包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物c具体包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物d包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物d具体包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物e包括如下各质量份的组分或由如下各质量份的组分组成:
所述液晶组合物e具体包括如下各质量份的组分或由如下各质量份的组分组成:
另外,上述本发明提供的式I所示液晶化合物或液晶组合物在制备液晶显示材料或电光学显示材料或液晶显示器中的应用及包含所述式I所示液晶化合物或所述液晶混合物中的至少一种的液晶显示材料或电光学显示材料或液晶显示器,也属于本发明的保护范围。
本发明提供的式I所示液晶化合物,具有化合物所必需的一般物理性质,对光,热稳定,较宽的向列相,与其他化合物相溶性好,尤其是此化合物具有大折射率γ1和中高介电各向异性(△ε>0)的特性。对于大折射率γ1和中高介电各向异性△ε的单体液晶化合物的开发具有重要意义。含有式I所示化合物的液晶组合物,其液晶相的温度范围广,粘度小,具有合适的折射率以及介电各向异性。
众所周知混合液晶中单一组分的使用受其溶解度的限制不能添加太多,本氘代单体的发明提供了一种新的选择,与其他同样性能非氘代单体配合使用,可有效增加混晶中该类单体的使用数量,改善溶解性和其低温性能。
具体实施方式
下面结合具体实施例对本发明作进一步阐述,但本发明并不限于以下实施例。所述方法如无特别说明均为常规方法。所述原材料如无特别说明均能从公开商业途径而得。
下面实施例用于解释本发明,但本发明不仅限于下面实施例。所述方法如无特别说明均为常规方法。所述材料如无特别说明均能从公开商业途径而得。下面实施例中GC表示气相色谱纯度,HPLC表示液相色谱纯度,MP表示熔点,CP表示清亮点,△ε表示介电各向异性,△n表示光学各向异性。
下述实施例所得式I所示产物的物性均使用两种方式进行测定:将化合物本身作为试样进行测定和将化合物与母体液晶混合作为试样进行测定。将化合物与母体液晶混合作为试样测定化合物物性的方式为:首先将15%的液晶化合物与85%的母体液晶混合来制作试样,然后根据所得试样的测定值,按照下述式中所示的外推法来计算外推值,
外推值=[100×(试样的测定值)-(母体液晶的重量百分率)×(母体液晶的测定值)]/化合物的重量百分率,
从而得出单体液晶化合物的物性。
所用母体液晶组成如下:
液晶化合物的物理性质测定方法按照本行业的规范进行,参见《液晶器件手册》航空工业出版社出版
化合物的物性测定方法:
1.相结构以及传递温度(℃)的测定
①在具备偏光显微镜熔点仪[梅特勒(Mettler)公司FP-52型],加热板上放置化合物,一边以3℃/min速度加热,一边利用偏光显微镜来观察相态变化,从而确定相态种类。
②利用梅特勒公司差示量热扭扫描仪DSC822e,以1℃/min的速度升温或降温,利用外推法求出伴随试样的相变化的吸热波峰或发热波峰的起始点,从而确定转移温度。
结晶表示为C,近晶相为S,向列相为N,液体为I。
2.粘度(η在20℃下测定mPa.s),使用E型旋转粘度计测定。
3.光学各向异性(折射率各向异性在25℃下测定△n),测定在25℃下,用波长589nm的光,使用阿贝折射仪进行测定△n。在一个方向对主棱镜(Pri3m)的表面进行摩擦后,将试样滴加到主棱镜上。折射率(n11)是在偏光方向与摩擦方向平行时测定所得数值,折射率(n⊥)是在偏光方向与摩擦方向垂直时测定所得数值,光学各向异性(△n)的值由△n=n11-n⊥来计算。
4.介电常数各向异性(△ε,在25℃下测定)由惠普公司HP4284a精密LCR测试仪进行测定。测定液晶分子在长轴方向的介电常数ε‖,测定液晶分子在短轴方向的介电常数(ε⊥),介电各向异性△ε通过△ε=ε‖-ε⊥来计算。
测定值中,当以液晶化合物本身作为试样时,记录所得值作为实验值,当以液晶化合物与母液晶的混合物作为试样时,记录由外推法得到的值作为实验值。
I-1的合成:
反应瓶中加入22.2g(0.11mol)I-1-a(反应物),18.8g(0.1mol)I-1-b(反应物),0.1g四丁基溴化铵(相转移催化剂),12.7g(0.12mol)碳酸钠,50mL甲苯(溶剂),15mL无水乙醇(溶剂),15mL去离子水(溶剂)搅拌加热至回流加入0.825g(0.00075mol)四(三苯基膦)钯,之后回流5h,降温后,分出反应液中的有机相,水相用20ml甲苯提取,合并有机相,水洗至中性,减压下蒸净溶剂,100ml石油醚溶解,过热的硅胶柱,石油醚冲净,减压下蒸净石油醚,用100ml乙醇重结晶,得到白色晶体I-121g,GC:99.9%,收率:60%。
该产物的结构确认数据如下:
GC-MS:M+34549.6%,316100%,1833.8%
1H NMR(300MHz,CDCl3)δ7.83(d,J=7.8Hz,1H),7.58(d,J=7.8Hz,1H),7.02(d,J=7.8Hz,1H),7.30(d,J=7.3Hz,2H),7.21(d,J=11.0Hz,2H),7.11–6.96(m,1H),2.66(t,J=7.6Hz,2H),1.81–1.58(m,2H),0.99(t,J=7.3Hz,3H).
由上可知,该产物结构正确,为式I-1所示化合物。
该产物的液晶性能如下所示:
Mp:86.9℃Cp:40.9℃
Δn:0.1962△ε:19.04
由上可知,该化合物与结构相同的非氘代单体性能类似,单独使用,性能优良,与其他同样性能非氘代单体配合使用,可有效增加混晶中该类单体的使用数量,改善溶解性和其低温性能。
I-2的合成:
参考上述实施例1的方法,仅根据产物中取代基的定义替换相应反应物中的取代基,得到式I-2所示化合物。
该产物的结构确认数据如下:
GC-MS:M+35152.3%,322100%,1833.6%
1H NMR(300MHz,CDCl3)δ7.69(d,J=7.8Hz,1H),7.13(d,J=7.8Hz,1H),6.90(d,J=7.8Hz,1H),7.03–6.90(m,1H),2.72(t,J=7.6Hz,1H),1.66(t,J=7.6Hz,4H),1.52(t,J=7.6Hz,4H),1.43(t,J=7.6Hz,1H),1.31(t,J=7.6Hz,2H),1.25(m,2H),0.99(t,J=7.3Hz,3H).
由上可知,该产物结构正确,为式I-2所示化合物。
该产物的液晶性能如下所示:
Mp:62.4℃Cp:20.3℃
?n:0.1203△ε:11.56
由上可知,该化合物与结构相同的非氘代单体性能类似,单独使用,性能优良,与其他同样性能非氘代单体配合使用,可有效增加混晶中该类单体的使用数量,改善溶解性和其低温性能。
实施例3、的合成
I-3的合成:
参考上述实施例1的方法,仅根据产物中取代基的定义替换相应反应物中的取代基,得到式I-3所示化合物。
该产物的结构确认数据如下:
GC-MS:M+45551.6%,426100%,1832.7%
1H NMR(300MHz,CDCl3)δ7.83(d,J=7.8Hz,1H),7.58(d,J=7.8Hz,1H),7.36(m,4H),7.02(d,J=7.8Hz,1H),7.30–6.93(m,1H),2.72(t,J=7.6Hz,1H),1.67(t,J=7.6Hz,4H),1.54(t,J=7.6Hz,4H),1.43(t,J=7.6Hz,1H),1.31(t,J=7.6Hz,2H),1.29(m,J=7.6Hz,4H),1.25(m,2H),0.99(t,J=7.3Hz,3H).
由上可知,该产物结构正确,为式I-3所示化合物。
该产物的液晶性能如下所示:
Mp:76.8℃Cp:203.5℃
Δn:0.2117△ε:19.2
由上可知,该化合物具有较高的清亮点和适中的?n,与结构相同的非氘代单体性能类似,单独使用,性能优良,与其他同样性能非氘代单体配合使用,可有效增加混晶中该类单体的使用数量,改善溶解性和其低温性能。
参考上述实施例1的方法,仅根据产物中取代基的定义替换相应反应物中的取代基,得到如下式I所示各化合物:
I-4的合成:
合成过程参照实施例1的方法,仅根据产物中取代基的定义替换相应反应物中的取代基,得到式I-4所示化合物。
该产物的结构确认数据如下:
GC-MS:M+44052.3%,411100%,1832.9%
1H NMR(300MHz,CDCl3)δ7.78(d,J=7.8Hz,1H),7.46(d,J=7.8Hz,1H),7.12(d,J=7.8Hz,1H),7.30(d,J=7.3Hz,1H),7.21(d,J=11.0Hz,1H),7.18(d,J=11.0Hz,1H),7.16(d,J=11.0Hz,2H),7.02(d,J=11.0Hz,2H),2.60(t,J=7.6Hz,2H),1.71–1.49(m,2H),0.96(t,J=7.3Hz,3H).
由上可知,该产物结构正确,为式I-4所示化合物。
该产物的液晶性能如下所示:
Mp:132.2℃ Cp:240.3℃
Δn:0.2862 △ε:25.97
由上可知,该化合物与结构相同的非氘代单体性能类似,单独使用,性能优良,与其他同样性能非氘代单体配合使用,可有效增加混晶中该类单体的使用数量,改善溶解性和其低温性能。
参考上述实施例4的方法,仅根据产物中取代基的定义替换相应反应物中的取代基,得到如下式I所示各化合物:
实施例5、液晶组合物a
按照如下重量份将各组分混匀,得到本发明提供的液晶组合物a:
该组合物的性能如下所示:
△n:0.096;
cp[℃]:75℃;
△ε:8.2;
V10[v]:1.12;
由上可知,该液晶组合物具有适中的△n和较好的溶解性,是相对理想的液晶组合物。
实施例6、液晶组合物b
按照如下重量份将各组分混匀,得到本发明提供的液晶组合物b:
该组合物的性能如下所示:
△n:0.14;
cp[℃]:115℃;
△ε:13.9;
V10[v]:0.80;
由上可知,该液晶组合物具有适中的△n和较高的清亮点,是一类理想的液晶化合物。
实施例7、液晶组合物c
按照如下重量份将各组分混匀,得到本发明提供的液晶组合物c:
该组合物的性能如下所示:
△n:0.125;
cp[℃]:98℃;
△ε:10.5;
V10[v]:1.12;
由上可知,该液晶组合物具有适中的△n和较低的驱动电压,并且与非氘代液晶单体混合使用,使溶解性变好,是一类理想的液晶化合物。
实施例7、液晶组合物d
按照如下重量份将各组分混匀,得到本发明提供的液晶组合物d:
该组合物的性能如下所示:
△n:0.135;
cp[℃]:96℃;
△ε:11.6;
V10[v]:0.98V;
由上可知,该液晶组合物具有适中的△n和较低的驱动电压,并且溶解性较好,是一类理想的液晶化合物。
实施例8、液晶组合物e
按照如下重量份将各组分混匀,得到本发明提供的液晶组合物e:
该组合物的性能如下所示:
△n:0.117;
cp[℃]:84℃;
△ε:11.1;
V10[v]:0.85;
由上可知,该液晶组合物具有适中的△n和较低的驱动电压,虽然清亮点相对较低,依然是一类理想的液晶化合物。
Claims (11)
1.式I所示化合物,
所述式I中,R1和R2相同或不同,均选自如下基团a、b或c:
a、选自H、Cl、F、-CN、-OCN、-OCF3、-CF3、CHF2、-CH2F、-OCHF2、-SCN、-NCS、-SF5、C1-C15的烷基、C1-C15的烷氧基、C2-C15的烯基、C2-C15的烯氧基、环丙基、环丁基、环戊基、环己基和环庚基中的至少一种;
b、含有-CH2-的所述基团a中至少一个-CH2-被如下基团中的至少一种取代且氧原子不直接相连而得的基团:-CH=CH-、-C≡C-、-COO-、-OOC-、-O-和-S-;
c、所述基团a或b中至少一个氢被氘、氟或氯取代而得的基团;
l、m和n均各自独立地表示为0或1;
Z1、Z2和Z3均各自独立地表示为单键、-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH=CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-或-CF=CF-;
L1、L2和L3均各自独立表示为氢、氟、氯或氘。
5.包含组分a的液晶组合物;
其中,所述组分a由权利要求1-2任一所述式I所示化合物中的至少一种组成。
6.根据权利要求5所述的液晶组合物,其特征在于:所述组分a在液晶组合物中的质量百分含量为10-80%,具体为20-50%。
7.根据权利要求5或6所述的液晶组合物,其特征在于:所述液晶组合物中还包括组分b、组分c、组分d、组分e和组分f;
其中,所述组分b由式II所示化合物中的至少一种组成;
组分c由式III所示化合物中的至少一种组成;
组分d由式IV所示化合物中的至少一种组成;
组分e由式V所示化合物中的至少一种组成;
组分f由式VI所示化合物中的至少一种组成;
所述式II至式V中,R3和R4均各自独立地选自卤素、-CN、C1-C7的烷基、C1-C7的烷氧基、C2-C7的烯基和C1-C5的氟代烷氧基中的至少一种;
Z4为单键、-CH2-CH2-、-CH=CH-、-C≡C-、-COO-、-OOC-、-OCH2-、-CH2O-、-CF2O-或-OCF2-;
L4和L5均各自独立地表示-H、-F、-Cl或-CN;
o和p均选自0-2的整数。
8.根据权利要求7所述的液晶组合物,其特征在于:所述式II所示化合物为如下式II-1至式II-13所示化合物中的任意一种:
所述式II-1至式II-12中,R3和R4的定义分别与所述式II中R3和R4的定义相同;
-(F)表示-F或-H;
所述式III所示化合物为如下式III-1至III-10中的任意一种:
所述式Ⅲ-1至式Ⅲ-10中,R3和R4的定义分别与所述式III中R3和R4的定义相同;
-(F)表示-F或-H;
所述式IV所示化合物为如下式IV-1至IV-3中的任意一种:
所述式Ⅳ-1至式Ⅳ-3中,R3和R4的定义分别与所述式IV中R3和R4的定义相同;
-(F)表示-F或-H;
所述式V所示化合物为如下式V-1至V-17中的任意一种:
所述式Ⅴ-1至式Ⅴ-17中,R3和R4的定义分别与所述式V中R3和R4的定义相同;
-(F)表示-F或-H;
所述式VI所示化合物为如下式VI-1至VI-13中的任意一种:
所述式VI-1至式VI-13中,R3和R4的定义分别与所述式VI中R3和R4的定义相同;
-(F)表示-F或-H。
9.根据权利要求7或8所述的液晶组合物,其特征在于:所述组分b、组分c、组分d、组分e和组分f的质量比为3~40:3~70:3~30:3~30:3-40,具体为20-40:5-30:3-10:3-15:3-20,更具体为20-35:6-26:4-9:4-13:5-15。
10.根据权利要求5-9任一所述的液晶组合物,其特征在于:所述液晶组合物由所述组分a至组分f组成;
所述组分a、组分b、组分c、组分d、组分e和组分f的质量比为10-80:3~40:3~70:3~30:3~30:3-40,具体为20-50:20-40:5-30:3-10:3-15:3-20,更具体为22-45:20-35:6-26:4-9:4-13:5-15。
11.权利要求1-2所述式I所示液晶化合物或权利要求5-10任一所述液晶组合物在制备液晶显示材料或电光学显示材料或液晶显示器中的应用;或者,
包含权利要求1-2所述式I所示液晶化合物或权利要求5-10任一所述液晶混合物中的至少一种的液晶显示材料或电光学显示材料或液晶显示器。
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