TWI638881B - Liquid crystal composition containing polymerizable compound and application thereof - Google Patents

Liquid crystal composition containing polymerizable compound and application thereof Download PDF

Info

Publication number
TWI638881B
TWI638881B TW106142212A TW106142212A TWI638881B TW I638881 B TWI638881 B TW I638881B TW 106142212 A TW106142212 A TW 106142212A TW 106142212 A TW106142212 A TW 106142212A TW I638881 B TWI638881 B TW I638881B
Authority
TW
Taiwan
Prior art keywords
liquid crystal
carbon atoms
group
alkyl group
compound
Prior art date
Application number
TW106142212A
Other languages
Chinese (zh)
Other versions
TW201821599A (en
Inventor
馬文陽
徐海彬
韓文明
陳昭遠
Original Assignee
大陸商江蘇和成顯示科技有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 大陸商江蘇和成顯示科技有限公司 filed Critical 大陸商江蘇和成顯示科技有限公司
Publication of TW201821599A publication Critical patent/TW201821599A/en
Application granted granted Critical
Publication of TWI638881B publication Critical patent/TWI638881B/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods

Abstract

本發明公開了包含可聚合化合物的液晶組合物,包含可聚合組分A及液晶組分B,所述可聚合組分A包含一種或多種可聚合化合物;所述液晶組分B包含至少一種通式I的化合物。本發明還公開了包括本發明的液晶組合物的液晶顯示器件。本發明提供的液晶組合物,具有更大的光學各向異性,更大的介電各項異性,添加RM後可以形成更低的預傾角。 The invention discloses a liquid crystal composition containing a polymerizable compound, including a polymerizable component A and a liquid crystal component B. The polymerizable component A includes one or more polymerizable compounds; the liquid crystal component B includes at least one Compound of formula I. The invention also discloses a liquid crystal display device including the liquid crystal composition of the invention. The liquid crystal composition provided by the present invention has greater optical anisotropy and greater dielectric anisotropy, and can form a lower pretilt angle after adding RM.

Description

一種包含可聚合化合物的液晶組合物及其應用 Liquid crystal composition containing polymerizable compound and application thereof

本發明屬於液晶材料領域,具體涉及到一種包含可聚合化合物的液晶組合物及其在PSA類顯示器中的應用。 The invention belongs to the field of liquid crystal materials, and particularly relates to a liquid crystal composition containing a polymerizable compound and its application in a PSA display.

液晶顯示器(Liquid Crystal Display,LCD)因其體積小、重量輕、功耗低且顯示品質優異而獲得了飛速發展,特別在可擕式電子資訊產品中獲得廣泛的應用。根據顯示模式的類型分為PC(phase change,相變)、TN(twist nematic,扭曲向列)、STN(super twisted nematic,超扭曲向列)、ECB(electrically controlled birefringence,電控雙折射)、OCB(optically compensated bend,光學補償彎曲)、IPS(in-plane switching,共面轉變)、FFS(fringe field switching,邊緣場切換)、VA(vertical alignment,垂直配向)及PSA(polymer stable alignment,聚合物穩定配向)等類型。 Liquid crystal displays (LCDs) have achieved rapid development due to their small size, light weight, low power consumption, and excellent display quality, and have been widely used in portable electronic information products. According to the type of display mode, it is divided into PC (phase change), TN (twist nematic, twisted nematic), STN (super twisted nematic, super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), FFS (fringe field switching), VA (vertical alignment), and PSA (polymer stable alignment) Physical stability alignment) and other types.

其中,PSA模式是將少量(如0.3wt%,較典型的<1wt%)的一種或多種可聚合化合物添加到液晶組合物中,並在充入液晶盒之後在電極之間施加電壓或不施加電壓的情況下,使其原位聚合或交聯(通常通過UV光聚合)。聚合在液晶組合物顯示出液晶相的溫度下進行,通常在室溫下進行。已證實將可聚合的液晶化合物添加到液晶組合物中是特別適宜的。 Among them, the PSA mode is to add a small amount (such as 0.3wt%, more typically <1wt%) of one or more polymerizable compounds to a liquid crystal composition, and apply a voltage between the electrodes or not after filling the liquid crystal cell. In the case of voltage, it is polymerized or crosslinked in situ (usually by UV light polymerization). The polymerization is performed at a temperature at which the liquid crystal composition exhibits a liquid crystal phase, and is usually performed at room temperature. The addition of a polymerizable liquid crystal compound to a liquid crystal composition has proven to be particularly suitable.

同時,PSA原理正用在各種傳統的液晶顯示器中,諸如已 知的PSA-VA、PSA-OCB、PSA-IPS、PSA-FFS和PSA-TN顯示器。如常規的液晶顯示器一樣,PSA顯示器能作為有源矩陣或無源矩陣顯示器來操作。就有源矩陣顯示器的情況而言,各個圖元通常通過集成的非線性有源元件如電晶體來進行定址,而就無源矩陣顯示器的情況而言,各個圖元通常根據現有技術中已知的多路傳輸方法來進行定址。 At the same time, the PSA principle is being used in various traditional LCD displays, such as Known PSA-VA, PSA-OCB, PSA-IPS, PSA-FFS and PSA-TN displays. Like conventional liquid crystal displays, PSA displays can operate as either active matrix or passive matrix displays. In the case of active matrix displays, the individual picture elements are usually addressed by integrated non-linear active elements such as transistors, while in the case of passive matrix displays, the individual picture elements are generally known according to the prior art Multiplexing method for addressing.

現有技術中,已經使用了下式的可聚合化合物: 其中,P表示可聚合基團,通常是丙烯酸酯基或甲基丙烯酸酯基,如US7169449中描述的一樣。 In the prior art, polymerizable compounds of the following formula have been used: Among them, P represents a polymerizable group, usually an acrylate group or a methacrylate group, as described in US7169449.

然而不是所有液晶組合物+可聚合組分(reactive mesogenic,RM)組成的組合都適用於PSA顯示器,因為例如根本不能建立傾斜或不能建立充分的傾斜。此外,還發現當用於PSA顯示器中時,現有已知的液晶組合物和RM仍有一些缺點。因此,不是每一種已知可溶於液晶組合物的RM都適用於PSA顯示器中。此外,除了直接測量PSA顯示器中的預傾角外,對於RM通常很難發現合適的選擇標準。如果期望通過UV光而不添加光引發劑的方式進行聚合,則適合的RM的選擇空間就變得更小。 However, not all combinations of liquid crystal composition + reactive mesogenic (RM) composition are suitable for PSA displays because, for example, tilt cannot be established at all or sufficient tilt cannot be established. In addition, it has been found that when used in PSA displays, the conventionally known liquid crystal compositions and RMs still have some disadvantages. Therefore, not every RM known to be soluble in liquid crystal compositions is suitable for use in PSA displays. In addition, apart from directly measuring the pretilt angle in PSA displays, it is often difficult to find suitable selection criteria for RM. If it is desired to perform polymerization by means of UV light without adding a photoinitiator, the selection space of a suitable RM becomes smaller.

另外,選擇的液晶組合物/RM的組合應當具有盡可能低的旋轉粘度和盡可能好的電性質,尤其是它應當具有盡可能高的VHR。在PSA顯示器中,尤其需要在用UV光輻照之後的高VHR,因為UV曝光是顯示器生產過程中必不可少的部分,同時也是製成的顯示器運行期間的正常曝 光。 In addition, the selected liquid crystal composition / RM combination should have the lowest possible rotational viscosity and the best possible electrical properties, especially it should have the highest possible VHR. In PSA displays, a high VHR after UV light irradiation is particularly needed, because UV exposure is an essential part of the display production process, and it is also a normal exposure during the operation of the finished display. Light.

對於對於PSA顯示器來說,比較好的是產生特別小的預傾角,在此,優選的材料在聚合期間應當在相同的曝光時間下能產生比迄今已知的材料更小的預傾角,和/或在較短的曝光時間下也能實現已知的材料所能獲得的預傾角。這樣,顯示器的生產時間就能縮短,成本也就可以降低。 For PSA displays, it is better to generate a particularly small pretilt angle. Here, the preferred material should produce a smaller pretilt angle than the materials known to date at the same exposure time during polymerization, and / Or, the pretilt angle that can be obtained with known materials can be achieved with a short exposure time. In this way, the production time of the display can be shortened, and the cost can be reduced.

生產PSA顯示器的過程中另一個問題就是殘餘量的未聚合的RM的存在,這類未反應掉的RM可能在顯示器製成後通過不可控的方式聚合而負面地影響顯示器的性質,比如已知的PSA顯示器經常顯示出“圖像粘滯”或“圖像燒焦”的現象,即通過各個圖元的短暫定址而產生的圖像在這些圖元中的電場已經斷開後或在其它圖元已經定址後仍然是可看得見的。 Another problem in the production of PSA displays is the existence of a residual amount of unpolymerized RM. Such unreacted RM may be polymerized in an uncontrollable manner after the display is manufactured, which negatively affects the properties of the display, for example, known PSA monitors often show the phenomenon of "image stickiness" or "image burn", that is, the image generated by the temporary addressing of the individual picture elements after the electric field in these picture elements has been disconnected or in other pictures Yuan is still visible after it has been located.

針對現有技術的缺陷,本發明的目的在於提供一種可以快速聚合並能夠建立更低的預傾角,同時具有更大的光學各向異性,更大的介電各項異性等特性的液晶組合物,以及該包含可聚合化合物的液晶組合物在PSA類顯示器中的應用。 In view of the shortcomings of the prior art, the object of the present invention is to provide a liquid crystal composition which can be rapidly polymerized and can establish a lower pretilt angle, and has characteristics such as greater optical anisotropy and greater dielectric anisotropy. And the application of the polymerizable compound-containing liquid crystal composition in a PSA display.

一種包含可聚合化合物的液晶組合物,包含可聚合組分A及液晶組分B,所述可聚合組分A包含一種或多種可聚合化合物;所述液晶組分B包含至少一種通式I的化合物 其中,R1和R2相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,所述1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;m表示1或2。 A liquid crystal composition comprising a polymerizable compound, comprising a polymerizable component A and a liquid crystal component B, the polymerizable component A comprising one or more polymerizable compounds; the liquid crystal component B comprising at least one of the general formula I Compound Among them, R 1 and R 2 are the same or different, and each independently represents H, an alkyl group of 1-12 carbon atoms or a halogenated alkyl group of 1-12 carbon atoms, and the alkyl group of 1-12 carbon atoms or 1 One or two non-adjacent CH 2 groups in a haloalkyl group of -12 carbon atoms may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; m represents 1 or 2.

優選地,所述通式I的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 Preferably, the compound of the general formula I is selected from one or more compounds in the group consisting of: ;as well as

進一步的,所述液晶組分B還包含至少一種通式Ⅱ的化合物:;和/或至少一種通式Ⅲ的化合物 其中,環相同或不同,各自獨立的表示 ,且當表示時,上叔基氫可以被-CN或-CF3取代;環相同或不同,各自獨立的表示 R3和R4相同或不同,各自獨立的表示H、F、CN或1-12個碳原子的烷基,所述1-12個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;R5和R6相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,所述1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或 -COO-代替;n表示0或1;q表示1或2,且當q為2時,兩個環之間可以相同或不同。 Further, the liquid crystal component B further comprises at least one compound of the general formula II: ; And / or at least one compound of formula III Where the ring with The same or different or , And when Express Time, Tertiary hydrogen can be substituted by -CN or -CF 3 ; ring with The same or different R 3 and R 4 are the same or different, and each independently represents H, F, CN, or an alkyl group of 1-12 carbon atoms, and one or two of the alkyl groups of 1-12 carbon atoms are not adjacent CH The 2 group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; R 5 and R 6 are the same or different, and each independently represents H, 1-12 carbon atoms. Alkyl or haloalkyl of 1-12 carbon atoms, one or two non-adjacent CH 2 groups of the 1-12 carbon atom or haloalkyl of 1-12 carbon atoms may be- O-, -CH = CH-, -CO-, -OCO-, or -COO- instead; n represents 0 or 1; q represents 1 or 2, and when q is 2, two rings Can be the same or different.

優選地,所述通式Ⅱ的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 其中,所述R31和R41相同或不同,各自獨立的表示H、F或1-8個碳原子的烷基,所述1-8個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;所述通式Ⅲ的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 其中,R51和R61相同或不同,各自獨立的表示H、1-8個碳原子的烷基或1-8個碳原子的鹵代烷基,所述1-8個碳原子的烷基或1-8個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替。 Preferably, the compound of the general formula II is selected from one or more compounds of the group consisting of: Wherein, the R 31 and R 41 are the same or different, and each independently represents an alkyl group of H, F or 1-8 carbon atoms, and one or two of the alkyl groups of 1-8 carbon atoms are not adjacent The CH 2 group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; the compound of the general formula III is selected from one or more of the group consisting of Kinds of compounds: Among them, R 51 and R 61 are the same or different, and each independently represents H, an alkyl group of 1-8 carbon atoms or a halogenated alkyl group of 1-8 carbon atoms, and the alkyl group of 1-8 carbon atoms or 1 One or two non-adjacent CH 2 groups in a haloalkyl group of -8 carbon atoms may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-.

進一步優選的,所述通式Ⅱ-1的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-2的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-3的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅱ-4的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-5的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及所述通式Ⅱ-6的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅱ-7的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-8的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-9的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-10的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及所述通式Ⅱ-11的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅲ-1的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅲ-2的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及所述通式Ⅲ-3的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅲ-4的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅲ-5的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 進一步的,所述液晶組分B還包含至少一種通式Ⅳ的化合物:;和/或至少一種通式V的化合物: 其中,R7和R8相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,所述1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;R9和R10相同或不同,各自獨立的表示H或1-12個碳原子的烷基,所述1-12個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;Z1表示雙鍵、三鍵、-CH2O-或-COO-;Z2表示單鍵、-CH2O-或-COO-;p表示0或1;環相同或不同,各自獨立地表示,且當環表示時,其中,一個或多個H可以被F取代。 Further preferably, the compound of the general formula II-1 is selected from one or more compounds in the group consisting of the following compounds: as well as The compound of the general formula II-2 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-3 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula II-4 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-5 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula II-6 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula II-7 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-8 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-9 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-10 is one or more compounds selected from the group consisting of the following compounds: as well as The compound of the general formula II-11 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula III-1 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula III-2 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula III-3 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula III-4 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula III-5 is one or more compounds selected from the group consisting of the following compounds: ;as well as Further, the liquid crystal component B further comprises at least one compound of the general formula IV: ; And / or at least one compound of general formula V: Among them, R 7 and R 8 are the same or different, and each independently represents H, an alkyl group of 1-12 carbon atoms or a halogenated alkyl group of 1-12 carbon atoms, and the alkyl group of 1-12 carbon atoms or 1 One or two non-adjacent CH 2 groups in a haloalkyl group of -12 carbon atoms may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; R 9 and R 10 is the same or different, and each independently represents H or an alkyl group of 1-12 carbon atoms, and one or two non-adjacent CH 2 groups in the alkyl group of 1-12 carbon atoms may be -O- , -CH = CH-, -CO-, -OCO- or -COO- instead; Z 1 represents a double bond, triple bond, -CH 2 O- or -COO-; Z 2 represents a single bond, -CH 2 O- Or -COO-; p represents 0 or 1; ring with The same or different, each independently or , And when the ring or Express In which, one or more H may be replaced by F.

優選地,所述通式Ⅳ的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 其中,R71和R81相同或不同,各自獨立的表示H、1-6個碳原子的烷基或1-6個碳原子的鹵代烷基,所述1-6個碳原子的烷基或1-6個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替。 Preferably, the compound of the general formula IV is selected from one or more compounds of the group consisting of: ;as well as Among them, R 71 and R 81 are the same or different, and each independently represents H, an alkyl group of 1-6 carbon atoms or a halogenated alkyl group of 1-6 carbon atoms, the alkyl group of 1-6 carbon atoms or 1 One or two non-adjacent CH 2 groups in a -6 carbon haloalkyl group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-.

進一步優選地,所述通式Ⅳ-1的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 以及 所述通式Ⅳ-2的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式Ⅳ-3的化合物選自由如下化合物組成的組中的一種或更多種 的化合物: ;以及 所述通式Ⅳ-4的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 Further preferably, the compound of the general formula IV-1 is selected from one or more compounds in the group consisting of: as well as The compound of the general formula IV-2 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula IV-3 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula IV-4 is one or more compounds selected from the group consisting of the following compounds: ;as well as

優選地,所述通式V的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 其中,所述R91和R101相同或不同,各自獨立的表示H或1-6個碳原子的烷基, 所述1-6個碳原子的烷基中一個或兩個不相鄰的CH2基團可以以O原子不彼此直接相連的方式被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替。 Preferably, the compound of the general formula V is selected from one or more compounds from the group consisting of: ;as well as Wherein, the R 91 and R 101 are the same or different, and each independently represents an alkyl group of H or 1-6 carbon atoms, and one or two non-adjacent CHs of the alkyl group of 1-6 carbon atoms The 2 group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO- in a manner that O atoms are not directly connected to each other.

進一步優選地,所述通式V-1的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-2的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-3的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-4的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-5的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-6的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 所述通式V-7的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 Further preferably, the compound of the general formula V-1 is selected from one or more compounds in the group consisting of: ;as well as The compound of the general formula V-2 is selected from one or more compounds of the group consisting of: ;as well as The compound of the general formula V-3 is selected from one or more compounds of the group consisting of: ;as well as The compound of the general formula V-4 is one or more compounds selected from the group consisting of the following compounds: ;as well as The compound of the general formula V-5 is selected from one or more compounds of the group consisting of: ;as well as The compound of the general formula V-6 is selected from one or more compounds in the group consisting of: ;as well as The compound of the general formula V-7 is one or more compounds selected from the group consisting of: ;as well as

進一步的,所述可聚合組分A選自由如下通式Ⅵ的化合物組成的組中的一種或更多種的化合物: 其中,P1表示 或-SH; Sp1表示單鍵或C1~C20的亞烷基,其中,所述亞烷基中的一個或多個不相鄰的-CH2-基團可以彼此獨立地被-O-、-S-、-COO-、-OCO-、-OCO-O-、-S-CO-、-CO-S-、-CH=CH-或-C≡C-替代,所述亞烷基中的氫可被1個或以上的鹵素或CN取代;Qp1選自由單鍵、-O-、-S-、-NH-、-NHCOO-、-OCONH-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-、-CH=CH-、-C≡C-、-CH=CH-COO-和-OCO-CH=CH-組成的組;r1和r2相同或不同,各自獨立的代表1、2或3;MGp表示介晶基團或介晶性支撐基團;Rp1表示鹵素、腈基或C1~C20的亞烷基,所述亞烷基中的一個或多個不相鄰的-CH2-基團可以彼此獨立地以被-O-、-S-、-NH-、-NCH3-、-CO-、-COO-、-OCO-、-OCO-O-、-S-CO-、-CO-S-、-CH=CH-或-C≡C-替代,或者,Rp1可以為P2-Sp2-Qp2-,其中P2、Sp2、Qp2的定義分別與P1、Sp1、Qp1相同。 Further, the polymerizable component A is one or more compounds selected from the group consisting of compounds of the following general formula VI: Among them, P 1 represents Or -SH; Sp 1 represents a single bond or a C 1 to C 20 alkylene group, wherein one or more non-adjacent -CH 2 -groups in the alkylene group may be independently of each other by -O -, -S-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH = CH- or -C≡C- substitution, the alkylene group Hydrogen in may be substituted by one or more halogens or CN; Qp 1 is selected from single bonds, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF 2 O-, -OCF 2- , -CF 2 S-, -SCF 2- , -CH 2 CH 2- , -CF 2 CH 2- , -CH 2 CF 2- , -CF 2 CF 2- , -CF = CH-, -CH = CF-, -CF = CF-, -CO-, -COO-, -OCO-, -OCOO-, -CH 2- , -OCH 2- , -SCH 2- , -CH 2 S-, -CH = CH-, -C≡C-, -CH = CH-COO-, and -OCO-CH = CH-; r1 and r2 are the same or different, and each independently represents 1, 2 or 3; MG p represents mesogen Group or mesogenic support group; R p1 represents halogen, nitrile or C 1 ~ C 20 alkylene, one or more non-adjacent -CH 2 -groups in the alkylene may be Independent of each other by -O-, -S-, -NH-, -NCH 3- , -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S -, - CH = CH- or -C≡C- Alternatively, or, R p1 can P 2 -Sp 2 -Qp 2 -, in which P 2, 2, Sp Qp 2 are defined and P 1, Sp 1, the same Qp 1.

進一步地,所述MGp表示其中,A1、A2和A3相同或不同,各自獨立的選自由1,4-環己基、1,4-環己烯基、呱啶-1,4-二基、1,4-亞二環[2,2,2]辛基、1,4-苯基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、反式十氫化萘-2,6-二基、四氫化萘-2,6-二基和1,2-二氫化茚組成的組,其中所述1,4-環己基中的一個或兩個未直接連接的 CH2可以彼此獨立地被O或S替代,所述1,4-苯基中的一個或更多個H可以彼此獨立地被鹵素、CN或C1~C4的烷基或烷氧基取代;Zp1和Zp2相同或不同,各自獨立的選自由單鍵、-O-、-S-、-NH-、-NHCOO-、-OCONH-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-、-CH=CH-、-C≡C-、-CH=CH-COO-和-OCO-CH=CH-組成的組;r3表示0、1或2。 Further, the MG p represents Among them, A 1 , A 2 and A 3 are the same or different, and each is independently selected from the group consisting of 1,4-cyclohexyl, 1,4-cyclohexenyl, pyrimidine-1,4-diyl, 1,4-sub Bicyclo [2,2,2] octyl, 1,4-phenyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, transdecahydro A group consisting of naphthalene-2,6-diyl, tetrahydronaphthalene-2,6-diyl and 1,2-dihydroindane, wherein one or two of the 1,4-cyclohexyl groups are CH 2 may be replaced by O or S independently of each other, and one or more H of the 1,4-phenyl groups may be independently replaced by halogen, CN or C 1 ~ C 4 alkyl or alkoxy ; Z p1 and Z p2 are the same or different, each independently selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF 2 O-, -OCF 2 -,- CF 2 S-, -SCF 2- , -CH 2 CH 2- , -CF 2 CH 2- , -CH 2 CF 2- , -CF 2 CF 2- , -CF = CH-, -CH = CF-, -CF = CF-, -CO-, -COO-, -OCO-, -OCOO-, -CH 2- , -OCH 2- , -SCH 2- , -CH 2 S-, -CH = CH-,- C≡C-, -CH = CH-COO-, and -OCO-CH = CH-; r3 represents 0, 1, or 2.

優選地,所述通式Ⅵ的化合物選自如下化合物組成的組中的一種或更多種的化合物: 其中,r4表示1、2或3;r5表示0、1、2、3或4。 Preferably, the compound of the general formula VI is selected from one or more compounds from the group consisting of: Among them, r4 represents 1, 2, or 3; r5 represents 0, 1, 2, 3, or 4.

更進一步地,P1和P2相同或不同,各自獨立的表示 Furthermore, P 1 and P 2 are the same or different, and are independently represented.

再進一步地,優選上述通式中的Sp1、Sp2、Qp1和Qp2全部為單鍵的聚合性化合物。 Still further, a polymerizable compound in which all of Sp 1 , Sp 2 , Qp 1 and Qp 2 in the general formula are single bonds is preferred.

再進一步地,優選含有聯苯基和/或三聯苯基結構的化合物。 Still further, compounds containing a biphenyl and / or terphenyl structure are preferred.

再進一步地,所述可聚合組分A占組合物總重量的0.01-5%。 Still further, the polymerizable component A accounts for 0.01-5% of the total weight of the composition.

本發明另一方面還提供一種液晶顯示器,其含有上述一種含有可聚合化合物的液晶組合物。 According to another aspect of the present invention, a liquid crystal display is provided, which comprises the above-mentioned liquid crystal composition containing a polymerizable compound.

優選地,所述液晶顯示器為PSA型顯示器。 Preferably, the liquid crystal display is a PSA type display.

根據本發明的液晶組合物還可以選擇性的包含本領域技術人員已知以及描述在文獻中的其它添加劑,例如聚合引發劑、抑制劑、穩定劑、表面活性劑或者手性摻雜劑。這些添加劑可以是可聚合的,也可以 是不可聚合的。相應地,將可聚合的添加劑歸類于可聚合組分A,將不可聚合的添加劑歸類於除組分A和組分B之外的其餘組分。 The liquid crystal composition according to the present invention may also optionally include other additives known to those skilled in the art and described in the literature, such as polymerization initiators, inhibitors, stabilizers, surfactants, or chiral dopants. These additives can be polymerizable or Is not polymerizable. Accordingly, polymerizable additives are classified as polymerizable component A, and non-polymerizable additives are classified as components other than component A and component B.

本發明中使用的術語“介晶基團”或“介晶性支撐基團”是本領域技術人員已知的且在文獻中進行了描述,並且將被理解為是指由於吸引和排斥的相互作用的各向異性的基團,其實質上有助於在低分子量或聚合物質中產生液晶相,包含介晶基團的化合物(介晶化合物)並非必然的本身就有液晶相。對於介晶化合物而言,僅在於其它化合物混合後和/或在聚合之後,也有可能表現出液晶相行為。典型的介晶基團是例如剛性的小棒狀或小盤狀單元。Pure AppI.Chem.73(5),888(2001)和C.Tschierske,G.PeIzI,S.DieIe.,Angew.Chem.2004,116,6340-6368中給出了有關介晶或液晶化合物所使用的術語和定義的綜述。 The term "meso group" or "meso-supporting group" used in the present invention is known to those skilled in the art and described in the literature, and will be understood to mean a mutual due to attraction and repulsion. The acting anisotropic group actually contributes to the generation of a liquid crystal phase in a low molecular weight or polymeric substance. A compound containing a mesogenic group (mesogenic compound) does not necessarily have a liquid crystal phase in itself. It is also possible for mesogenic compounds to exhibit liquid crystal phase behavior only after other compounds are mixed and / or after polymerization. Typical mesogenic groups are, for example, rigid rod-shaped or disk-shaped units. Pure AppI. Chem. 73 (5), 888 (2001) and C. Tsuchierske, G. PeIzI, S. DieIe., Angew. Chem. 2004, 116, 6340-6368 are given in Overview of terms and definitions used.

本文所使用的術語“鹵素”將被理解為是指F、Cl、Br或I。 The term "halogen" as used herein will be understood to mean F, Cl, Br or I.

本發明提供的液晶組合物,具有更大的光學各向異性,更大的介電各項異性,添加RM後,相對于現有技術可以形成更低的預傾角,特別適用於PSA類顯示器。 The liquid crystal composition provided by the present invention has greater optical anisotropy and greater dielectric anisotropy. After adding RM, it can form a lower pretilt angle compared to the prior art, and is particularly suitable for PSA-type displays.

在本發明的一些實施方式中,通過大量實驗篩選和優化,得到本發明的液晶組合物,該組合物的清亮點Cp在70-85℃之間;光學各向異性△n在0.09-0.130(20℃)之間;介電各向異性絕對值|△ε|在3.0-5.0之間。 In some embodiments of the present invention, through a large number of experiments, screening and optimization, the liquid crystal composition of the present invention is obtained. The clear point Cp of the composition is between 70-85 ° C; the optical anisotropy Δn is 0.09-0.130 ( 20 ° C); absolute value of dielectric anisotropy | △ ε | is between 3.0-5.0.

以下將結合具體實施方案來說明本發明。需要說明的是,下面的實施例為本發明的示例,僅用來說明本發明,而不用來限制本發明。在不偏離本發明主旨或範圍的情況下,可進行本發明構思內的其他組合和各種改良。 The present invention will be described below with reference to specific embodiments. It should be noted that the following embodiments are examples of the present invention, and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be made without departing from the spirit or scope of the present invention.

為便於表達,以下各實施例中,液晶組合物的基團結構用表1所列的代碼表示: For ease of expression, in the following examples, the group structure of the liquid crystal composition is represented by the codes listed in Table 1:

以如下結構式的化合物為例: Take a compound of the following structural formula as an example:

該結構式如用表1所列代碼表示,則可表達為:nCCGF,代碼中的n表示左端烷基的C原子數,例如n為“3”,即表示該烷基為-C3H7;代碼中的C代表環己烷基,G代表2-氟-1,4-亞苯基,F代表氟。 If the structural formula is expressed by the codes listed in Table 1, it can be expressed as: nCCGF, n in the code represents the number of C atoms of the left alkyl group, for example, n is "3", which means that the alkyl group is -C 3 H 7 ; C in the code represents cyclohexane, G represents 2-fluoro-1,4-phenylene, and F represents fluorine.

以下實施例中測試專案的簡寫代號如下: The abbreviations of the test projects in the following examples are as follows:

其中,折射率各向異性使用阿貝折光儀在鈉光燈(589nm)光源下、25℃測試得;△ε=ε∥-ε⊥,其中,ε∥為平行于分子軸的介電常數,ε⊥為垂直于分子軸的介電常數,測試條件:25℃、1KHz、測試盒為VA型,盒厚6μm。 Among them, the refractive index anisotropy was measured using an Abbe refractometer under a sodium light (589nm) light source at 25 ° C; Δε = ε∥-ε⊥, where ε∥ is a dielectric constant parallel to the molecular axis, ε⊥ is the dielectric constant perpendicular to the molecular axis. The test conditions are: 25 ° C, 1KHz, the test box is VA type, and the box thickness is 6 μm.

預傾角測試使用晶體旋轉法,將液晶灌注於VA型測試盒,盒厚6μm,施加16V 60HZ電壓,同時使用6500mJ@365nm的紫外光照射,使得RM發生聚合形成預傾角。 The pretilt angle test uses the crystal rotation method to inject liquid crystal into a VA type test cell with a thickness of 6μm and a voltage of 16V 60HZ. At the same time, it is irradiated with 6500mJ @ 365nm ultraviolet light to make the RM polymerize to form a pretilt angle.

在以下的實施例中所採用的各成分,均可以通過公知的方法進行合成,或者通過商業途徑獲得。這些合成技術是常規的,所得到各液晶化合物經測試符合電子類化合物標準。 Each component used in the following examples can be synthesized by a known method, or can be obtained through a commercial route. These synthetic techniques are conventional, and the resulting liquid crystal compounds have been tested to comply with electronic compound standards.

按照以下實施例規定的各液晶組合物的配比,製備液晶組合物。所述液晶組合物的製備是按照本領域的常規方法進行的,如採取加熱、超聲波、懸浮等方式按照規定比例混合制得。 A liquid crystal composition was prepared according to the compounding ratio of each liquid crystal composition specified in the following examples. The preparation of the liquid crystal composition is performed according to a conventional method in the art, for example, heating, ultrasonic wave, suspension, etc. are used to prepare the liquid crystal composition according to a prescribed ratio.

製備並研究下列實施例中給出的液晶組合物。下面顯示了各液晶組合物的組成和其性能參數測試結果。 The liquid crystal compositions given in the following examples were prepared and studied. The composition and performance parameter test results of each liquid crystal composition are shown below.

對比例1Comparative Example 1

按表2中所列的各化合物及重量百分數配製成對比例1的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Comparative Example 1 was formulated according to the compounds and weight percentages listed in Table 2, which was filled between the two substrates of the liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.5% V(1)EPPE(1)V,混合完成後測試預傾角,大小為:83.2°。 Add 0.5% V (1) EPPE (1) V to the above formula, and test the pretilt angle after the mixing is completed, the size is: 83.2 °.

實施例1Example 1

按表3中所列的各化合物及重量百分數配製成實施例1的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Example 1 was formulated according to the compounds and weight percentages listed in Table 3, which was filled between the two substrates of the liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.5% V(1)EPPE(1)V,混合完成後測試預傾角,大小為:81.5°。 Add 0.5% V (1) EPPE (1) V to the above formula and test the pre-tilt angle after the mixing is completed, the size is: 81.5 °.

對比例2Comparative Example 2

按表4中所列的各化合物及重量百分數配製成對比例2的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Comparative Example 2 was formulated according to each compound and weight percentage listed in Table 4, which was filled between two substrates of a liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.2% V(1)EPGE(1)V和0.2%V(1)EPPE(1)V,混合完成後測試預傾角,大小為:84.7°。 Add 0.2% V (1) EPGE (1) V and 0.2% V (1) EPPE (1) V to the above formula, and test the pre-tilt angle after the mixing is completed, the size is: 84.7 °.

實施例2Example 2

按表5中所列的各化合物及重量百分數配製成實施例2的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Example 2 was prepared according to the compounds and weight percentages listed in Table 5. The liquid crystal composition of Example 2 was filled between two substrates of a liquid crystal display for performance testing.

向上述配方中加入0.2% V(1)EPGE(1)V和0.2%V(1)EPPE(1)V,混合完成後測試預傾角,大小為:83.1°。 Add 0.2% V (1) EPGE (1) V and 0.2% V (1) EPPE (1) V to the above formula, and test the pre-tilt angle after mixing, the size is: 83.1 °.

對比例3Comparative Example 3

按表6中所列的各化合物及重量百分數配製成對比例3的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Comparative Example 3 was formulated according to each compound and weight percentage listed in Table 6, which was filled between two substrates of a liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.3% V(1)E3PGPE(1)V,混合完成後測試預傾角,大小為:85.2°。 Add 0.3% V (1) E3PGPE (1) V to the above formula, and test the pre-tilt angle after the mixing is completed, the size is: 85.2 °.

實施例3Example 3

按表7中所列的各化合物及重量百分數配製成實施例3的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Example 3 was prepared according to the compounds and weight percentages listed in Table 7. The liquid crystal composition was filled between two substrates of a liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.3% V(1)E3PGPE(1)V,混合完成後測試預傾角,大小為:83.4°。 Add 0.3% V (1) E3PGPE (1) V to the above formula, and test the pre-tilt angle after the mixing is completed, the size is: 83.4 °.

對比例4Comparative Example 4

按表8中所列的各化合物及重量百分數配製成對比例4的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Comparative Example 4 was formulated according to the compounds and weight percentages listed in Table 8, which was filled between the two substrates of the liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.2% V(1)EPGE(1)V和0.1%V(1)EPGPE(1)V,混合完成後測試預傾角,大小為:82.7°。 Add 0.2% V (1) EPGE (1) V and 0.1% V (1) EPGPE (1) V to the above formula, and test the pre-tilt angle after the mixing is completed, the size is: 82.7 °.

實施例4Example 4

按表9中所列的各化合物及重量百分數配製成實施例4的液晶組合物,其填充於液晶顯示器兩基板之間進行性能測試,測試資料如下表所示: The liquid crystal composition of Example 4 was prepared according to the compounds and weight percentages listed in Table 9, which was filled between the two substrates of the liquid crystal display for performance testing. The test data is shown in the following table:

向上述配方中加入0.2% V(1)EPGE(1)V和0.1%V(1)EPGPE(1)V,混合完成後測試預傾角,大小為:80.3°。 Add 0.2% V (1) EPGE (1) V and 0.1% V (1) EPGPE (1) V to the above formula, and test the pre-tilt angle after the mixing is completed, the size is: 80.3 °.

為了突出本發明的液晶組合物的有益效果,發明人選取和本發明實施例體系相近的對照例。通過以上對比例1、對比例2、對比例3、對比例4、實施例1、實施例2、實施例3和實施例4可以看出,本發明提供的液晶組合物具具有更大的光學各向異性,更大的介電各項異性,添加RM後可以形成更低的預傾角,更加適用於PSA顯示器中,並且本發明組合物,未發現有未聚合的RM,應用於PSA顯示器,能夠清晰顯示出圖像。 In order to highlight the beneficial effects of the liquid crystal composition of the present invention, the inventor selected a comparative example similar to the embodiment system of the present invention. It can be seen from the above Comparative Example 1, Comparative Example 2, Comparative Example 3, Comparative Example 4, Example 1, Example 2, Example 3, and Example 4 that the liquid crystal composition provided by the present invention has greater optical performance. Anisotropy, greater dielectric anisotropy, can form a lower pretilt angle after adding RM, and is more suitable for PSA displays, and the composition of the present invention has not been found to have unpolymerized RM, and is applied to PSA displays, Can clearly display images.

以上所述僅是本發明的較佳實施例而已,並非對本發明作任何形式上的限制,雖然本發明已以較佳實施例揭露如上,然而並非用以限定本發明,任何熟悉本專業的技術人員,在不脫離本發明技術方案範圍內, 當可利用上述揭示的技術內容作出些許更動或修飾為等同變化的等效實施例,但凡是未脫離本發明技術方案內容,依據本發明的技術實質對以上實施例所作的任何簡單修改、等同變化與修飾,均仍屬於本發明技術方案的範圍內。 The above are only the preferred embodiments of the present invention, and are not intended to limit the present invention in any form. Although the present invention has been disclosed as above with the preferred embodiments, they are not intended to limit the present invention, and any technology familiar with the profession Personnel, without departing from the scope of the technical solution of the present invention, When the above disclosed technical content can be used to make a few changes or modifications to the equivalent embodiment of equivalent changes, but without departing from the technical solution of the present invention, any simple modifications and equivalent changes made to the above embodiments according to the technical essence of the present invention And modifications still fall within the scope of the technical solution of the present invention.

Claims (12)

一種包含可聚合化合物的液晶組合物,包含可聚合組分A及液晶組分B,其特徵在於,該可聚合組分A包含一種或多種可聚合化合物;該液晶組分B包含至少一種通式I的化合物其中,R1和R2相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,該1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;m表示1或2。A liquid crystal composition containing a polymerizable compound, comprising a polymerizable component A and a liquid crystal component B, characterized in that the polymerizable component A includes one or more polymerizable compounds; the liquid crystal component B includes at least one general formula Compound of I Among them, R 1 and R 2 are the same or different, and each independently represents H, an alkyl group of 1-12 carbon atoms or a halogenated alkyl group of 1-12 carbon atoms, the alkyl group of 1-12 carbon atoms, or 1- One or two non-adjacent CH 2 groups in a haloalkyl group of 12 carbon atoms may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; m represents 1 or 2 . 如申請專利範圍第1項所述之包含可聚合化合物的液晶組合物,其中,該通式I的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及 The polymerizable compound-containing liquid crystal composition according to item 1 of the patent application scope, wherein the compound of the general formula I is one or more compounds selected from the group consisting of the following compounds: ;as well as 如申請專利範圍第1項所述之包含可聚合化合物的液晶組合物,其中,該液晶組分B還包含至少一種通式II的化合物:;和/或至少一種通式III的化合物其中,環相同或不同,各自獨立的表示 ,且當表示時,上叔基氫可以被-CN或-CF3取代;環相同或不同,各自獨立的表示 R3和R4相同或不同,各自獨立的表示H、F、CN或1-12個碳原子的烷基,該1-12個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;R5和R6相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,該1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;n表示0或1,q表示1或2,且當q為2時,兩個環可以相同或不同。The liquid crystal composition comprising a polymerizable compound according to item 1 of the scope of the patent application, wherein the liquid crystal component B further comprises at least one compound of the general formula II: ; And / or at least one compound of formula III Where the ring with The same or different or , And when Express Time, Tertiary hydrogen can be substituted by -CN or -CF 3 ; ring with The same or different R 3 and R 4 are the same or different, and each independently represents H, F, CN, or an alkyl group of 1-12 carbon atoms, and one or two of the alkyl groups of 1-12 carbon atoms are not adjacent CH 2 The group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; R 5 and R 6 are the same or different, and each independently represents an alkane of H and 1-12 carbon atoms One or two non-adjacent CH 2 groups in the alkyl or haloalkyl group of 1-12 carbon atoms, or one or two non-adjacent CH 2 groups of the alkyl group , -CH = CH-, -CO-, -OCO-, or -COO- instead; n represents 0 or 1, q represents 1 or 2, and when q is 2, two rings Can be the same or different. 如申請專利範圍第3項所述之包含可聚合化合物的液晶組合物,其中,該通式II的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 其中,該R31和R41相同或不同,各自獨立的表示H、F或1-8個碳原子的烷基,該1-8個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;該通式III的化合物選自由如下化合物組成的組中的一種或更多種的化合物: 其中,R51和R61相同或不同,各自獨立的表示H、1-8個碳原子的烷基或1-8個碳原子的鹵代烷基,該1-8個碳原子的烷基或1-8個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以以O原子不彼此直接相連的方式被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替。The polymerizable compound-containing liquid crystal composition according to item 3 of the scope of application for a patent, wherein the compound of the general formula II is selected from one or more compounds in the group consisting of the following compounds: Wherein, the R 31 and R 41 are the same or different, and each independently represents an alkyl group of H, F or 1-8 carbon atoms, and one or two non-adjacent CHs of the alkyl group of 1-8 carbon atoms The 2 group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; the compound of the general formula III is selected from one or more compounds of the group consisting of : Among them, R 51 and R 61 are the same or different, and each independently represents H, an alkyl group having 1 to 8 carbon atoms or a halogenated alkyl group having 1 to 8 carbon atoms, the alkyl group having 1 to 8 carbon atoms, or 1- One or two non-adjacent CH 2 groups in a halogenated alkyl group of 8 carbon atoms can be replaced by -O-, -CH = CH-, -CO-, -OCO-, or- COO- instead. 如申請專利範圍第1項所述之包含可聚合化合物的液晶組合物,其中,該液晶組分B還包含至少一種通式IV的化合物:;和/或至少一種通式V的化合物:其中,R7和R8相同或不同,各自獨立的表示H、1-12個碳原子的烷基或1-12個碳原子的鹵代烷基,該1-12個碳原子的烷基或1-12個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;R9和R10相同或不同,各自獨立的表示H或1-12個碳原子的烷基,該1-12個碳原子的烷基中一個或兩個不相鄰的CH2基團可以被-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;Z1表示雙鍵、三鍵、-CH2O-或-COO-;Z2表示單鍵、-CH2O-或-COO-;p表示0或1;環相同或不同,各自獨立地表示,且當環表示時,其中,一個或多個H可以被F取代。The liquid crystal composition containing a polymerizable compound according to item 1 of the scope of the patent application, wherein the liquid crystal component B further comprises at least one compound of the general formula IV: ; And / or at least one compound of general formula V: Among them, R 7 and R 8 are the same or different, and each independently represents H, an alkyl group of 1-12 carbon atoms or a halogenated alkyl group of 1-12 carbon atoms, the alkyl group of 1-12 carbon atoms, or 1- One or two non-adjacent CH 2 groups in a haloalkyl group of 12 carbon atoms may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; R 9 and R 10 The same or different, each independently represents H or an alkyl group of 1-12 carbon atoms, and one or two non-adjacent CH 2 groups in the alkyl group of 1-12 carbon atoms may be -O-,- CH = CH-, -CO-, -OCO- or -COO- instead; Z 1 represents a double bond, triple bond, -CH 2 O- or -COO-; Z 2 represents a single bond, -CH 2 O- or- COO-; p represents 0 or 1; ring with The same or different, each independently or , And when the ring or Express In which, one or more H may be replaced by F. 如申請專利範圍第5項所述之包含可聚合化合物的液晶組合物,其中,該通式IV的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及該通式V的化合物選自由如下化合物組成的組中的一種或更多種的化合物: ;以及其中,R71和R81相同或不同,各自獨立的表示H、1-6個碳原子的烷基或1-6個碳原子的鹵代烷基,該1-6個碳原子的烷基或1-6個碳原子的鹵代烷基中一個或兩個不相鄰的CH2基團可以-O-、-CH=CH-、-CO-、-OCO-或-COO-代替;R91和R101相同或不同,各自獨立的表示H、1-6個碳原子的烷基,該1-6個碳原子的烷基中一個或兩個不相鄰的CH2基團可以-O-、-CH=CH-、-CO-、-OCO-或-COO-代替。The polymerizable compound-containing liquid crystal composition according to item 5 of the scope of patent application, wherein the compound of the general formula IV is selected from one or more compounds of the group consisting of the following compounds: ;as well as The compound of the general formula V is one or more compounds selected from the group consisting of: ;as well as Among them, R 71 and R 81 are the same or different, and each independently represents H, an alkyl group of 1-6 carbon atoms or a halogenated alkyl group of 1-6 carbon atoms, the alkyl group of 1-6 carbon atoms or 1- One or two non-adjacent CH 2 groups in a 6-carbon haloalkyl group may be replaced by -O-, -CH = CH-, -CO-, -OCO-, or -COO-; R 91 and R 101 are the same Or different, each independently represents H, an alkyl group of 1-6 carbon atoms, one or two non-adjacent CH 2 groups in the alkyl group of 1-6 carbon atoms may be -O-, -CH = CH-, -CO-, -OCO- or -COO- instead. 如申請專利範圍第1項所述之包含可聚合化合物的液晶組合物,其中,該可聚合組分A選自由如下通式VI的化合物組成的組中的一種或更多種的化合物:其中,P1表示 或-SH;Sp1表示單鍵或C1~C20的亞烷基,其中,該亞烷基中的一個或多個不相鄰的-CH2-基團可以彼此獨立地被-O-、-S-、-COO-、-OCO-、-OCO-O-、-S-CO-、-CO-S-、-CH=CH-或-C≡C-替代,該亞烷基中的氫可被1個或以上的鹵素或CN取代;Qp1選自由單鍵、-O-、-S-、-NH-、-NHCOO-、-OCONH-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-、-CH=CH-、-C≡C-、-CH=CH-COO-和-OCO-CH=CH-組成的組;r1和r2相同或不同,各自獨立的代表1、2或3;MGp表示介晶基團或介晶性支撐基團;Rp1表示鹵素、腈基或C1~C20的亞烷基,該亞烷基中的一個或多個不相鄰的-CH2-基團可以彼此獨立被-O-、-S-、-NH-、-NCH3-、-CO-、-COO-、-OCO-、-OCO-O-、-S-CO-、-CO-S-、-CH=CH-或-C≡C-替代;或者,Rp1可以為P2-Sp2-Qp2-,其中P2、Sp2、Qp2的定義分別與P1、Sp1、Qp1相同。The polymerizable compound-containing liquid crystal composition according to item 1 of the patent application scope, wherein the polymerizable component A is one or more compounds selected from the group consisting of compounds of the following general formula VI: Among them, P 1 represents Or -SH; Sp 1 represents a single bond or a C 1 to C 20 alkylene group, wherein one or more non-adjacent -CH 2 -groups in the alkylene group may be independently -O- , -S-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH = CH- or -C≡C- instead, the Hydrogen may be substituted by one or more halogens or CN; Qp 1 is selected from a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF 2 O-, -OCF 2- , -CF 2 S-, -SCF 2- , -CH 2 CH 2- , -CF 2 CH 2- , -CH 2 CF 2- , -CF 2 CF 2- , -CF = CH-, -CH = CF -, -CF = CF-, -CO-, -COO-, -OCO-, -OCOO-, -CH 2- , -OCH 2- , -SCH 2- , -CH 2 S-, -CH = CH- , -C≡C-, -CH = CH-COO-, and -OCO-CH = CH-; r1 and r2 are the same or different, and each independently represents 1, 2, or 3; MG p represents a mesogenic group Or mesogenic support group; R p1 represents halogen, nitrile or C 1 ~ C 20 alkylene, one or more non-adjacent -CH 2 -groups in this alkylene can be independently of each other -O-, -S-, -NH-, -NCH 3- , -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH = CH- or -C≡C- substitution; or, R p1 may be P 2 -Sp 2 -Qp 2 -, Where P 2 , Sp 2 , and Qp 2 are respectively the same as P 1 , Sp 1 , and Qp 1 . 如申請專利範圍第7項所述之包含可聚合化合物的液晶組合物,其中,該MGp表示其中,A1、A2和A3相同或不同,各自獨立的選自由1,4-環己基、1,4-環己烯基、呱啶-1,4-二基、1,4-亞二環[2,2,2]辛基、1,4-苯基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、反式十氫化萘-2,6-二基、四氫化萘-2,6-二基和1,2-二氫化茚組成的組,其中該1,4-環己基中的一個或兩個未直接連接的CH2可以彼此獨立地被O或S替代,該1,4-苯基中的一個或更多個H可以彼此獨立地被鹵素、CN或C1~C4的烷基或烷氧基取代;Zp1和Zp2相同或不同,各自獨立的選自由單鍵、-O-、-S-、-NH-、-NHCOO-、-OCONH-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-、-CH=CH-、-C≡C-、-CH=CH-COO-和-OCO-CH=CH-組成的組;r3表示0、1或2。The liquid crystal composition containing a polymerizable compound as described in claim 7 of the scope of patent application, wherein the MG p represents Among them, A 1 , A 2 and A 3 are the same or different, and each is independently selected from the group consisting of 1,4-cyclohexyl, 1,4-cyclohexenyl, pyrimidine-1,4-diyl, 1,4-sub Bicyclo [2,2,2] octyl, 1,4-phenyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, transdecahydro A group consisting of naphthalene-2,6-diyl, tetrahydronaphthalene-2,6-diyl and 1,2-dihydroindane, wherein one or two of the 1,4-cyclohexyl groups are not directly connected 2 may be replaced by O or S independently of each other, and one or more H of the 1,4-phenyl groups may be independently replaced by halogen, CN or C 1 ~ C 4 alkyl or alkoxy; Z p1 and Z p2 are the same or different, each independently selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF 2 O-, -OCF 2- , -CF 2 S-, -SCF 2- , -CH 2 CH 2- , -CF 2 CH 2- , -CH 2 CF 2- , -CF 2 CF 2- , -CF = CH-, -CH = CF-, -CF = CF-, -CO-, -COO-, -OCO-, -OCOO-, -CH 2- , -OCH 2- , -SCH 2- , -CH 2 S-, -CH = CH-, -C≡ C-, -CH = CH-COO- and -OCO-CH = CH-; r3 represents 0, 1 or 2. 如申請專利範圍第7項所述之包含可聚合化合物的液晶組合物,其中,該P1和P2相同或不同,各自獨立的表示 The liquid crystal composition containing a polymerizable compound as described in item 7 of the scope of patent application, wherein the P 1 and P 2 are the same or different and are each independently represented or 如申請專利範圍第1項所述之包含可聚合化合物的液晶組合物,其中,該可聚合組分A占液晶組合物總重量的0.01-5%。The polymerizable compound-containing liquid crystal composition according to item 1 of the patent application range, wherein the polymerizable component A accounts for 0.01-5% of the total weight of the liquid crystal composition. 一種液晶顯示器,其含有如申請專利範圍第1~10項中任一項所述的一種含有可聚合化合物的液晶組合物。A liquid crystal display includes a liquid crystal composition containing a polymerizable compound according to any one of claims 1 to 10 of the scope of patent application. 如申請專利範圍第11項所述之液晶顯示器,其中,該液晶顯示器為PSA型顯示器。The liquid crystal display according to item 11 of the scope of patent application, wherein the liquid crystal display is a PSA type display.
TW106142212A 2016-12-09 2017-12-01 Liquid crystal composition containing polymerizable compound and application thereof TWI638881B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
??201611128729.2 2016-12-09
CN201611128729.2A CN108611103B (en) 2016-12-09 2016-12-09 Liquid crystal composition containing polymerizable compound and application thereof

Publications (2)

Publication Number Publication Date
TW201821599A TW201821599A (en) 2018-06-16
TWI638881B true TWI638881B (en) 2018-10-21

Family

ID=63257985

Family Applications (1)

Application Number Title Priority Date Filing Date
TW106142212A TWI638881B (en) 2016-12-09 2017-12-01 Liquid crystal composition containing polymerizable compound and application thereof

Country Status (2)

Country Link
CN (1) CN108611103B (en)
TW (1) TWI638881B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108239548B (en) * 2016-12-23 2021-07-13 江苏和成显示科技有限公司 Liquid crystal composition with high voltage stability and good frequency dependence and display device thereof
CN113773857B (en) * 2018-07-03 2023-09-19 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant and application thereof
CN111826170A (en) 2019-04-16 2020-10-27 江苏和成显示科技有限公司 PSA type liquid crystal composition and display device thereof

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2043497A (en) * 1996-04-02 1997-10-22 Chisso Corporation Liquid crystal compounds, liquid crystal compositions containing the compounds, and liquid crystal display devices made by using the compositions
JP5359016B2 (en) * 2008-05-08 2013-12-04 Jnc株式会社 Liquid crystal composition and liquid crystal display element
JP5526762B2 (en) * 2009-02-17 2014-06-18 Jnc株式会社 Liquid crystalline compound having negative dielectric anisotropy, liquid crystal composition using the same, and liquid crystal display device
DE102010012900A1 (en) * 2009-04-23 2010-11-25 Merck Patent Gmbh liquid-crystal display
JP5604809B2 (en) * 2009-05-22 2014-10-15 Dic株式会社 Fluorobenzene derivative and liquid crystal composition containing the compound
JP5515619B2 (en) * 2009-10-26 2014-06-11 Jnc株式会社 Liquid crystal composition and liquid crystal display element
DE102011015546A1 (en) * 2010-04-26 2012-01-26 Merck Patent Gmbh Polymerizable compounds and their use in liquid crystal media and liquid crystal displays
EP2508588B1 (en) * 2011-04-07 2015-02-11 Merck Patent GmbH Liquid-crystalline medium and liquid-crystal display
KR101367862B1 (en) * 2012-03-30 2014-02-27 디아이씨 가부시끼가이샤 Liquid crystal display device and method for fabricating the same
JP5376094B1 (en) * 2012-12-11 2013-12-25 Dic株式会社 Nematic liquid crystal composition and liquid crystal display device using the same
CN104342170B (en) * 2013-08-02 2016-12-28 江苏和成显示科技股份有限公司 Polymerizable liquid crystal compound and display device thereof
CN104342167B (en) * 2013-08-02 2016-12-28 江苏和成显示科技股份有限公司 Polymerizable liquid crystal compound and display device thereof
JP6337335B2 (en) * 2014-02-25 2018-06-06 Jnc株式会社 Liquid crystal composition and liquid crystal display element
JP2015199900A (en) * 2014-04-02 2015-11-12 Jnc株式会社 Liquid crystal composition and liquid crystal display element
CN105368464B (en) * 2014-09-02 2020-09-08 江苏和成显示科技有限公司 Liquid crystal composition having negative dielectric anisotropy and display device thereof
CN105753837B (en) * 2016-03-18 2018-04-24 石家庄诚志永华显示材料有限公司 Polymerizable compound containing benzothiophene

Also Published As

Publication number Publication date
TW201821599A (en) 2018-06-16
CN108611103A (en) 2018-10-02
CN108611103B (en) 2021-08-20

Similar Documents

Publication Publication Date Title
KR101567066B1 (en) Polymerisable compounds
TWI714572B (en) Liquid-crystalline medium and liquid-crystal display comprising the same
KR101790751B1 (en) Polymer stable alignment type liquid crystal composition and use thereof
TWI557213B (en) Polymerisable compounds and the use thereof in liquid-crystal displays
JP6377908B2 (en) Liquid crystal display having homeotropic alignment
CN103119128B (en) Liquid crystal displays and liquid crystalline media with homeotropic alignment
TWI564287B (en) Polymerisable mixtures and the use thereof in liquid-crystal displays
JP2018090569A (en) Compound for homeotropic alignment of liquid crystal medium
JP6069197B2 (en) Liquid crystal display with liquid crystal medium and polymer stabilized homeotropic alignment
CN105647541B (en) Nematic liquid-crystal composition
CN104263383A (en) Liquid crystal medium and application
JP2019163236A (en) Compounds for homeotropic alignment of liquid-crystalline media
WO2018193859A1 (en) Liquid crystal display device
TW201934724A (en) Compound, and liquid crystal composition and application thereof for significantly improving the transmittance and the response speed of liquid crystal products
CN108699444A (en) Liquid-crystal composition and use its liquid crystal display element
TWI638881B (en) Liquid crystal composition containing polymerizable compound and application thereof
TW201422789A (en) Nematic liquid crystal composition
CN111826170A (en) PSA type liquid crystal composition and display device thereof
CN110461992A (en) Liquid-crystal composition and liquid crystal display element
TW202136479A (en) Liquid-crystal medium
TWI670362B (en) Liquid crystal composition and application thereof
CN109575952A (en) A kind of liquid-crystal composition and its liquid crystal display device with high penetrance
TWI812590B (en) Liquid-crystal medium
TWI666305B (en) Polymerizable liquid crystal composition and liquid crystal display device thereof
CN112526788B (en) Liquid crystal display device having a plurality of pixel electrodes