KR100853222B1 - Liquid crystal composition capable of operation low voltage and liquid crystal display using the same - Google Patents

Liquid crystal composition capable of operation low voltage and liquid crystal display using the same Download PDF

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KR100853222B1
KR100853222B1 KR1020020074738A KR20020074738A KR100853222B1 KR 100853222 B1 KR100853222 B1 KR 100853222B1 KR 1020020074738 A KR1020020074738 A KR 1020020074738A KR 20020074738 A KR20020074738 A KR 20020074738A KR 100853222 B1 KR100853222 B1 KR 100853222B1
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liquid crystal
crystal display
display device
nematic
formula
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Korean (ko)
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KR20040046737A (en
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김봉희
서봉성
윤용국
반병섭
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삼성전자주식회사
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Priority to KR1020020074738A priority Critical patent/KR100853222B1/en
Priority to US10/721,323 priority patent/US7045176B2/en
Priority to CNA2007100061132A priority patent/CN1995281A/en
Priority to JP2003400587A priority patent/JP3987827B2/en
Priority to CNB2003101248928A priority patent/CN1302326C/en
Priority to CN2010105053064A priority patent/CN101974338A/en
Priority to JP2003399831A priority patent/JP2004307810A/en
Priority to TW092133578A priority patent/TWI314948B/en
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    • 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
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    • C09K19/00Liquid crystal materials
    • C09K19/02Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
    • C09K19/0208Twisted Nematic (T.N.); Super Twisted Nematic (S.T.N.); Optical Mode Interference (O.M.I.)
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3028Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3066Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
    • C09K19/3068Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom

Abstract

본 발명은 저전압 구동 액정 조성물 및 이를 이용한 액정 표시 장치에 관한 것으로, 보다 상세하게는 주요 필수성분으로 말단의 방향족 고리의 파라 위치에 아이소사이오네이트기를 갖는 네마틱 액정 화합물을 포함하여 고속 응답특성을 만족시키고 액정의 상전이 온도가 높으며 구동전압이 낮으며 넓은 온도 범위의 네마틱 상을 갖는 저전압 구동 액정 조성물에 관한 것이다.The present invention relates to a low-voltage driving liquid crystal composition and a liquid crystal display device using the same, and more particularly, including a nematic liquid crystal compound having an isocyanate group in a para position of an aromatic ring at its terminal as a main essential component to provide high-speed response characteristics. The present invention relates to a low voltage driving liquid crystal composition that satisfies and has a high phase transition temperature, a low driving voltage, and a nematic phase in a wide temperature range.

네마틱 액정 화합물, 고속 고온 액정 조성물, 저전압, 액정표시장치Nematic liquid crystal compound, high speed high temperature liquid crystal composition, low voltage, liquid crystal display device

Description

저전압 구동 액정 조성물 및 이를 이용한 액정 표시 장치{LIQUID CRYSTAL COMPOSITION CAPABLE OF OPERATION LOW VOLTAGE AND LIQUID CRYSTAL DISPLAY USING THE SAME}Low voltage driving liquid crystal composition and liquid crystal display device using the same {LIQUID CRYSTAL COMPOSITION CAPABLE OF OPERATION LOW VOLTAGE AND LIQUID CRYSTAL DISPLAY USING THE SAME}

본 발명은 저전압 구동 액정 조성물 및 액정 표시 장치에 관한 것으로, 더욱 상세하게는 액정의 상전이 온도가 높으며 복굴절율과 탄성계수가 크고, 구동 가능한 네마틱상의 온도범위가 넓어 고속의 응답속도를 실현할 수 있어 LCD 등과 같은 액정을 필요로 하는 여러 가지 소자에 적용하기에 효과적인 NCS 화합물을 포함하는 저전압 구동 액정 조성물에 관한 것이다.The present invention relates to a low-voltage driving liquid crystal composition and a liquid crystal display device, and more particularly, high phase transition temperature of the liquid crystal, high birefringence and elastic modulus, and wide driving temperature range of the nematic phase that can be driven to realize high-speed response speed. A low voltage driving liquid crystal composition comprising an NCS compound effective for application to various devices requiring liquid crystals such as LCDs and the like.

액정은 광학/유전율 이방성을 갖는 유체로서 액정디스플레이(LCD, Liquid Crystal Display)에 사용되는 경우, LCD의 기본단위인 셀(cell)에 인가되는 전압에 따라 광학 이방성을 달리하여 빛의 위상차를 변화시킴으로서 디스플레이를 구현할 수 있다. 이러한 LCD의 대표적인 예로 DS 모드(dynamic scattering mode), TN 모드(twisted nematic mode), STN 모드(supertwisted nematic mode), IPS 모드(inplane switching mode), OCB 모드(optically compensated bend mode), VA 모드(vertical alignment mode) 등이 있다. 최근 LCD의 주류는 능동 구동 방식인 TFT(thin film transistor)를 이용한 LCD이다.Liquid crystal is a fluid having optical / dielectric anisotropy, and when used in a liquid crystal display (LCD), it changes the phase difference of light by varying the optical anisotropy according to the voltage applied to the cell, the basic unit of LCD. The display can be implemented. Typical examples of such LCDs include DS (dynamic scattering mode), TN (twisted nematic mode), STN (supertwisted nematic mode), IPS mode (inplane switching mode), OCB mode (optically compensated bend mode), and VA mode (vertical). alignment mode). Recently, the mainstream of LCD is LCD using TFT (thin film transistor) which is an active driving method.

LCD에 사용되는 액정은 기본적으로 화학적 안정성, 광화학적 안정성, 및 열에 대한 안정성이 확보되어야 하며, 또한 전기장 및 전자파 조사에 대한 양호한 내성을 가져야 한다. 또한, 낮은 점도를 가지고, 낮은 임계치 전압 및 높은 콘트라스트를 가져야 하며, 동작온도는 실온이상 및 실온이하의 가능한 한 넓은 범위를 가져야 한다. 또한, 액정은 일반적으로 혼합물로 사용되기 때문에 여러 성분들이 서로 용이하게 혼화성을 가지는 것이 중요하다. 즉, 질적으로 우수한 LCD를 구현하기 위해서는 LCD의 특성에 알맞는 액정의 물성이 요구된다. 기본적으로 액정이 LCD에 사용되기 위한 기본적인 물성 조건은 다음과 같다.Liquid crystals used in LCDs should basically ensure chemical stability, photochemical stability, and heat stability, and should also have good resistance to electric field and electromagnetic radiation. In addition, it should have low viscosity, low threshold voltage and high contrast, and the operating temperature should be as broad as possible above room temperature and below room temperature. Also, since liquid crystals are generally used in mixtures, it is important for the various components to be easily miscible with each other. In other words, in order to implement LCDs with high quality, physical properties of liquid crystals suitable for LCD characteristics are required. Basically, the basic property condition for liquid crystal to be used in LCD is as follows.

첫째, 넓은 네마틱 온도 범위를 유지 해야한다. 녹는점의 온도는 최소한 -20 ℃ 이하이어야 하며, 대부분의 상용 네마틱 액정 혼합물은 -40 ℃에서도 네마틱상을 유지한다. 또한 상전이 온도는 80 ℃ 이상인 경우가 대부분이며, 최근 네마틱 액정 혼합물이 직하형 백라이트(backlight)를 사용하는 TV 등에 응용됨에 따라 90 ℃ 이상의 높은 상전이 온도를 갖는 혼합물이 요구되기도 한다.First, the wide nematic temperature range should be maintained. The melting point temperature should be at least below -20 ° C, and most commercial nematic liquid crystal mixtures maintain the nematic phase even at -40 ° C. In addition, most of the phase transition temperature is 80 ℃ or more, and as the nematic liquid crystal mixture is recently applied to a TV using a direct backlight (backlight), a mixture having a high phase transition temperature of 90 ℃ or more is required.

둘째, 비저항이 높아야 한다. LCD에서 액정은 유전체 또는 캐패시터(capacitor)의 구실을 하기 때문에 높은 저항이 요구되며, TFT를 사용하는 LCD의 경우 1012 Ω㎝ 이상의 비저항이 요구된다.Second, the specific resistance must be high. In LCDs, liquid crystals require high resistance because they serve as dielectrics or capacitors, and in the case of LCDs using TFTs, a resistivity of 1012 Ωcm or more is required.

셋째, 액정의 굴절율 이방성은 전기-광학 디스플레이에 사용되는 액정의 배열 상태, 구동조건, 대비비, 시야각등을 고려하여 전기-광학 디스플레이 업체 마다 약간씩 다른 굴절율 이방성을 요구하지만, 대부분 0.07∼0.1 정도의 굴절율 이방성 이 요구되고 있다.Third, the refractive anisotropy of the liquid crystal requires slightly different refractive anisotropy for each of the electro-optic display companies in consideration of the arrangement, driving conditions, contrast ratio, and viewing angle of the liquid crystal used in the electro-optical display. The refractive index anisotropy of is required.

넷째, 저전압 구동을 위해 하기 수학식 1에서 알 수 있듯이 유전율 이방성이 큰 액정 혼합물이 필요하다. 또한 낮은 탄성 계수를 갖는 네마틱 액정 혼합물이 요구되지만 응답속도를 고려하여 탄성계수는 적절한 값이 요구된다. 노트북이나 모니터에 사용되는 액정 혼합물의 경우 문턱전압은 1.5 ∼ 2.0 volt 정도이다.Fourth, as shown in Equation 1 below for low voltage driving, a liquid crystal mixture having a large dielectric anisotropy is required. In addition, a nematic liquid crystal mixture having a low elastic modulus is required, but considering the response speed, an elastic modulus is required. In the case of liquid crystal mixtures used in notebooks and monitors, the threshold voltage is about 1.5 to 2.0 volts.

[수학식 1][Equation 1]

Figure 112002039451019-pat00001
Figure 112002039451019-pat00001

상기 식에서, V th 는 문턱전압이고, Δε는 유전율 이방성이고, K 는 탄성계수이다.Where V th is the threshold voltage, Δε is the dielectric anisotropy, and K is the elastic modulus.

모바일용 LCD에서는 배터리의 보다 긴 수명을 유지하기 위해 저전압 구동이 요구되며 이러한 저전압 구동을 위해서는 상술한 바와 같이 유전율이 크면서 상전이 온도가 높은 물질이 필요하다.In the LCD for mobile, low voltage driving is required to maintain a longer life of the battery, and the low voltage driving requires a material having a high dielectric constant and high phase transition temperature as described above.

TFT 액정 디스플레이는 박형, 경량, 저소비 전력의 장점으로 인해 정보 단말기기에 널리 채용되고 있으며, 또한 그 시장은 점차 확대되어 왔다. 최근 TFT 액정 디스플레이에서는 CRT 대체 액정 모니터나 액정 데스크톱 PC 등의 새로운 응용제품 전개가 도모되고 있어 그 수요는 더욱 증가하고 있다.TFT liquid crystal displays are widely adopted for information terminal devices due to the advantages of thin, light weight, and low power consumption, and the market has been gradually expanded. In recent years, the demand for TFT LCD displays has been increasing due to the development of new applications such as CRT replacement LCD monitors and LCD desktop PCs.

한편, TFT 액정 디스플레이의 응용제품으로 TV 시장이 기대되고 있는데 TFT 액정 디스플레이가 TV 시장에 참여하고 점유율을 확대하기 위해서는 동영상의 시인 성 확보, 고휘도, 고속응답기술에 대한 요구가 매우 중요한 사항으로 대두되고 있다. TV-제품군으로 TN, IPS, VA 모드 등이 거론되고 있으나, IPS, VA등은 시야각의 장점을 갖는 반면, 응답속도가 느려 동화상에 대응하기 어려운 점이 있다. TN 모드는 시야각이 협소한 문제가 있으나, 보상 필름 등의 개발로 시야각을 보상하고 응답속도를 개선한다면, 특성면에서나 생산 수율면에서 가장 경쟁력 있는 TV 모드가 될 것이다.On the other hand, the TV market is expected as an application of TFT liquid crystal display. In order for TFT liquid crystal display to participate in the TV market and expand its market share, the demand for video visibility, high brightness, and high-speed response technology is very important. have. TN, IPS, and VA modes are mentioned as TV-product groups. However, IPS and VA have advantages of viewing angle, but are difficult to cope with moving images due to slow response speed. The TN mode has a narrow viewing angle, but if the compensation of the viewing angle and improvement in response speed by the development of a compensation film or the like, it will be the most competitive TV mode in terms of characteristics and production yield.

고휘도 및 액정의 열화를 막기 위해서는 백라이트의 관전류 등으로 인한 온도의 상승을 고려하여 액정의 상전이 온도가 현행보다 높게 유지되어야 한다. 고속 응답을 위해서는 물질의 회전 점도를 줄이거나 셀갭을 낮춰 액정의 굴절율을 크게 하는 방안 등이 있다.In order to prevent high luminance and deterioration of the liquid crystal, the phase transition temperature of the liquid crystal should be kept higher than the current in consideration of the increase in temperature due to the tube current of the backlight. For high speed response, there is a method of increasing the refractive index of the liquid crystal by reducing the rotational viscosity of the material or lowering the cell gap.

상기한 바와 같이, 현재 LCD 제품은 TN, IPS, VA모드로 다양하게 제품화되고 있으며, 대부분이 네마틱 액정을 사용하고 있고 상전이 온도는 70 ∼ 80 ℃ 정도이며, 응답속도는 20 ∼ 30 ms 정도이다. 따라서, TV 응용 및 동화상을 대응하기 위해서는 응답속도의 개선 및 상전이 온도의 증가가 절실히 요구되어지고 있다.As described above, LCD products are currently being commercialized in various modes such as TN, IPS, and VA. Most of them use nematic liquid crystals, and the phase transition temperature is about 70 to 80 ° C., and the response speed is about 20 to 30 ms. . Therefore, in order to cope with TV applications and moving pictures, an improvement in response speed and an increase in phase transition temperature are urgently required.

따라서, 본 발명은 상기와 같은 종래 기술의 문제점을 해결하기 위하여, 고휘도, 고속 응답기술을 목표로 액정의 상전이 온도를 높이고 굴절율 이방성 증가 등으로 고온고속 액정 개발을 통한 고속 응답 기술을 실현할 수 있는 저전압 네마틱 액정 조성물을 제공하는 것을 목적으로 한다.Therefore, in order to solve the problems of the prior art as described above, a low voltage capable of realizing a high-speed response technology through the development of high-temperature high-speed liquid crystal by increasing the phase transition temperature of the liquid crystal and increasing the refractive index anisotropy, aiming at high brightness and high speed response technology It is an object to provide a nematic liquid crystal composition.

본 발명의 다른 목적은 상기 액정조성물을 이용한 액정표시장치를 제공하는 것이다.Another object of the present invention is to provide a liquid crystal display device using the liquid crystal composition.

상기 목적을 달성하기 위하여, 본 발명은 하기 화학식 1로 표시되는 네마틱 액정 화합물을 포함하는 네마틱 액정 조성물을 제공한다.In order to achieve the above object, the present invention provides a nematic liquid crystal composition comprising a nematic liquid crystal compound represented by the following formula (1).

[화학식 1][Formula 1]

Figure 112002039451019-pat00002
Figure 112002039451019-pat00002

(상기 식에서, R은 CnH2n+1O, CnH2n+1, 또는 Cn H2n-1이며, 이때 n은 1∼15의 정수이고; R1은 H 또는 F이며; L은 0 내지 2의 정수이고; A는 단일결합, -CH2CH 2-, -COO-, -C=C-, 또는 -C≡C-이며; X는 H, F, Cl 또는 Br이며; Y는 H, F, Cl 또는 Br이다.)Wherein R is C n H 2n + 1 O, C n H 2n + 1 , or C n H 2n-1 , where n is an integer from 1 to 15; R 1 is H or F; L is An integer from 0 to 2; A is a single bond, -CH 2 CH 2- , -COO-, -C = C-, or -C≡C-; X is H, F, Cl or Br; Y is H, F, Cl or Br.)

또한, 본 발명은 상기 기재의 네마틱 액정 조성물을 포함하는 액정표시장치를 제공한다.In addition, the present invention provides a liquid crystal display device comprising the nematic liquid crystal composition described above.

바람직하게는, 상기 액정표시장치는 능동 구동방식의 TN(twist nematic), STN, TFT-TN 모드, IPS(In plane switching) 모드의 액정표시장치, AOC 또는 COA 액정표시장치, 또는 광학적으로 보정된 밴드(optically compensated bend) 모드의 액정표시장치이다.Preferably, the liquid crystal display device is a liquid crystal display device of an active drive type TN (twist nematic), STN, TFT-TN mode, IPS (In plane switching) mode, AOC or COA liquid crystal display device, or optically corrected It is a liquid crystal display device in an optically compensated bend mode.

이하에서 본 발명을 상세하게 설명한다.Hereinafter, the present invention will be described in detail.

본 발명은 액정의 점도를 낮추고, 유전율 이방성 및 복굴절율을 증가시키며 네마틱상의 온도 범위를 넓혀 응답속도를 빠르게 하며, 저전압 구동이 가능한 네마틱 액정 조성물을 제공하는 특징이 있다.The present invention provides a nematic liquid crystal composition capable of lowering the viscosity of the liquid crystal, increasing the dielectric anisotropy and birefringence, increasing the temperature range of the nematic phase to increase the response speed, and enabling low voltage driving.

본 발명의 네마틱 액정 조성물은 상기 화학식 1의 화합물을 주요 중요성분(Key material)으로 포함하여 기존 상용 액정에 비해 상전이 온도를 적어도 18 ℃ 이상 높이고, 응답속도를 10 ms 정도로 실현할 수 있다.The nematic liquid crystal composition of the present invention may include the compound of Chemical Formula 1 as a key material to increase phase transition temperature by at least 18 ° C. or more, and achieve a response speed of about 10 ms compared to conventional commercial liquid crystals.

이러한 본 발명의 화학식 1의 화합물과 종래 액정 화합물의 물성을 비교하면 하기 표 1과 같다.Comparing the physical properties of the compound of Formula 1 and the conventional liquid crystal compound of the present invention is shown in Table 1.

상전이온도(℃)Phase transition temperature (℃) 유전율이방성Dielectric anisotropy 굴절율이방성Refractive anisotropy 화합물aCompound a

Figure 112002039451019-pat00003
Figure 112002039451019-pat00003
207.3207.3 16.216.2 0.2740.274 화합물bCompound b
Figure 112002039451019-pat00004
Figure 112002039451019-pat00004
2525 1313 0.1350.135
화학식1aFormula 1a
Figure 112002039451019-pat00005
Figure 112002039451019-pat00005
160.1160.1 19.419.4 0.2010.201

상기 표 1을 보면, 본 발명의 화학식 1a의 화합물은 통상의 NCS 화합물(화합물a)에 비해 유전율이 크며, 불소만 치환된 화합물b와 비교하여도 상전이 온도가 100도 이상 크고 유전율 및 굴절율 이방성이 큰 것을 알 수 있다.Referring to Table 1, the compound of Formula 1a of the present invention has a higher dielectric constant than a conventional NCS compound (Compound a), and has a phase transition temperature of 100 degrees or more and a dielectric constant and refractive index anisotropy even when compared to a compound b substituted with fluorine only. You can see big thing.

이와 같이, 본 발명의 화학식 1의 화합물은 현재 저전압 구동 액정 혼합물을 제조하는데 유용한 재료로 사용할 수 있다.As such, the compound of formula 1 of the present invention may be used as a material useful for preparing a low voltage driving liquid crystal mixture.

상기 화학식 1로 표시되는 네마틱 액정 화합물의 함량은 전체 조성물에 대하여 1 내지 80 중량%인 것이 바람직하며, 더욱 바람직하게는 1 내지 30 중량%인 것이 좋다. 이때, 상기 화학식 1의 사용량이 1 중량% 미만이면 응답속도가 느리고, 80 중량%를 초과할 경우 높은 상전이 온도와 고속의 응답속도를 얻을 수 없는 문제가 있다.The content of the nematic liquid crystal compound represented by Formula 1 is preferably 1 to 80% by weight, and more preferably 1 to 30% by weight based on the total composition. At this time, when the amount of the chemical formula 1 is less than 1% by weight, the response speed is slow, and when it exceeds 80% by weight, there is a problem that a high phase transition temperature and a high speed response speed cannot be obtained.

보다 바람직하게는, 본 발명의 액정 조성물은 상기 화학식 1의 화합물과 함께 하기 화학식 2, 화학식 3 및 화학식 4로 표시되는 화합물로 이루어진 군으로부터 1 종 이상 선택되는 화합물을 포함하는 것이 좋다.More preferably, the liquid crystal composition of the present invention may include a compound selected from the group consisting of compounds represented by the following Chemical Formulas 2, 3, and 4 together with the compound of Formula 1 above.

[화학식 2][Formula 2]

R2-A1-B1-X1 R 2 -A 1 -B 1 -X 1

[화학식 3][Formula 3]

Figure 112002039451019-pat00006
Figure 112002039451019-pat00006

[화학식 4][Formula 4]

Figure 112002039451019-pat00007
Figure 112002039451019-pat00007

(상기 식에서, R2는 각각 독립적으로 또는 동시에 CnH2n+1, 또는 C nH2n이며, 이때 n은 1∼15의 정수이고;Wherein R 2 is each independently or simultaneously C n H 2n + 1 , or C n H 2n , where n is an integer from 1 to 15;

A1 및 B1은 각각 독립적으로 또는 동시에

Figure 112002039451019-pat00008
,
Figure 112002039451019-pat00009
,또는
Figure 112002039451019-pat00010
이며;A 1 and B 1 are each independently or simultaneously
Figure 112002039451019-pat00008
,
Figure 112002039451019-pat00009
,or
Figure 112002039451019-pat00010
Is;

X1은 F, CF3, OCF3, CH=CF2, 또는 OCH=CF2이며; X 1 is F, CF 3 , OCF 3 , CH = CF 2 , or OCH = CF 2 ;

A2는 각각 독립적으로 또는 동시에

Figure 112002039451019-pat00011
또는
Figure 112002039451019-pat00012
이며;A 2 are each independently or simultaneously
Figure 112002039451019-pat00011
or
Figure 112002039451019-pat00012
Is;

A3, B2 및 C는 각각 독립적으로 또는 동시에 F, CF3, OCF3, 또는 H이다.)A 3 , B 2 and C are each independently or simultaneously F, CF 3 , OCF 3 , or H.)

상기 화학식 2, 화학식 3 및 화학식 4로 표시되는 화합물로 이루어진 군으로부터 선택되는 적어도 1 종 이상의 액정 화합물의 함량은 20 내지 99 중량%인 것이 바람직하다.The content of at least one liquid crystal compound selected from the group consisting of the compounds represented by the formulas (2), (3) and (4) is preferably 20 to 99% by weight.

또한, 본 발명의 액정조성물은 상기 화학식 1의 액정 화합물 이외에도 액정조성물의 특성을 개선하기 위하여 일반적으로 알려진 네마틱액정, 스멕틱액정, 콜레스테릭액정 등을 혼합 사용할 수 있다. 그러나, 이러한 액정화합물을 다량 첨가하면 얻으려고 하는 액정조성물의 특성을 감소시키는 경우가 생기므로, 첨가량은 네마틱 액정조성물의 요구 특성에 따라서 제한적으로 결정하여야 한다.In addition, the liquid crystal composition of the present invention may be used in addition to the liquid crystal compound of Formula 1 in order to improve the properties of the liquid crystal composition generally known nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal and the like. However, when a large amount of such liquid crystal compound is added, the characteristics of the liquid crystal composition to be obtained may be reduced. Therefore, the addition amount should be limited in accordance with the required characteristics of the nematic liquid crystal composition.

이와 같은 본 발명의 액정조성물은 3.0 ㎛이상의 셀갭(cell gap)을 갖는 LCD의 경우에도 유용하게 사용될 수 있다. 따라서, 본 발명의 조성물을 액정재료로 이용하여 적절한 첨가제와 함께 각종표시용 액정셀에 충진하여 여러 가지 LCD 제품군의 액정표시장치를 제공할 수 있다. 예를 들면, 상기 네마틱 액정조성물을 포함하는 능동방식(active matrix method)의 TFT 방식 액정표시장치, 능동방식(active matrix method)의 MIM 방식 액정표시장치, 능동방식(active matrix method)의 IPS (In-plane switching) 방식 액정표시장치, 단순메트릭스형(Simple matrix type) 트위스트 네마틱 (Twistnematic) 방식 액정표시장치, 단순메트릭스형(Simple matrix type) 슈퍼트위스트 네마틱(Super twist nematic) 방식 액정표시장치, 박막트랜지 스터-트위스트 네마틱(TFT-TN) 액정표시장치, AOC(Array on color filter) 또는 COA(Color filter on array) 액정표시장치, 광학적으로 보정된 밴드(optically compensated bend) 모드의 액정표시장치 등을 제조할 수 있다.Such a liquid crystal composition of the present invention may be usefully used even in the case of LCD having a cell gap of 3.0 μm or more. Therefore, by using the composition of the present invention as a liquid crystal material, it is possible to provide a liquid crystal display device of various LCD products by filling in various liquid crystal cells with appropriate additives. For example, an active matrix method liquid crystal display device including the nematic liquid crystal composition, an active matrix method MIM liquid crystal display device, and an active matrix method IPS ( In-plane switching type liquid crystal display device, Simple matrix type Twistnematic type liquid crystal display device, Simple matrix type Super twist nematic type liquid crystal display device , Thin film transistor-twist nematic (TFT-TN) liquid crystal display, array on color filter (AOC) or color filter on array (COA) liquid crystal display, liquid crystal in optically compensated bend mode A display device or the like can be manufactured.

이하, 본 발명의 실시예 및 비교예를 기재한다. 그러나, 하기 실시예는 본 발명을 예시하는 것으로서 본 발명을 한정하는 것은 아니다.Hereinafter, the Example and comparative example of this invention are described. However, the following examples illustrate the present invention and do not limit the present invention.

[비교예 1]Comparative Example 1

하기 표 2와 같이 구성된 상용의 혼합물 "GM1"를 제조하였다(GM1 = G1+ G2+ G3+ G4). 각 G1 내지 G4의 함량은 중량%를 나타낸다. A commercial mixture "GM1" constructed as shown in Table 2 was prepared (GM1 = G1 + G2 + G3 + G4). The content of each G1 to G4 represents weight percent.                     

화합물compound 기호sign 함량(중량%)Content (% by weight) G1G1

Figure 112002039451019-pat00013
Figure 112002039451019-pat00013
3CCPOCF3 3CCP OCF3 2.52.5
Figure 112002039451019-pat00014
Figure 112002039451019-pat00014
2CCPF.OCF3 2CCP F.OCF3 2.62.6
Figure 112002039451019-pat00015
Figure 112002039451019-pat00015
2CCPOCF3 2CCP OCF3 7.47.4
Figure 112002039451019-pat00016
Figure 112002039451019-pat00016
2"CCPOCF3 2 "CCP OCF3 2.52.5
G2G2
Figure 112002039451019-pat00017
Figure 112002039451019-pat00017
2CCPFFF 2CCP FFF 7.07.0
Figure 112002039451019-pat00018
Figure 112002039451019-pat00018
3CCPFFF 3CCP FFF 2.52.5
Figure 112002039451019-pat00019
Figure 112002039451019-pat00019
2CPFPFFF 2CP F P FFF 2.92.9
Figure 112002039451019-pat00020
Figure 112002039451019-pat00020
2"CCPFF 2 "CCP FF 11.111.1
G3 (X는 F)G3 (X F)
Figure 112002039451019-pat00021
Figure 112002039451019-pat00021
2CCesPx 2CCesP x 3.43.4
Figure 112002039451019-pat00022
Figure 112002039451019-pat00022
2CPFesPx 2CP F esP x 9.09.0
Figure 112002039451019-pat00023
Figure 112002039451019-pat00023
3CCesPx 3CCesP x 9.49.4
G4 G4                                             
Figure 112002039451019-pat00024
Figure 112002039451019-pat00024
5CC2"5CC2 " 21.821.8
Figure 112002039451019-pat00025
Figure 112002039451019-pat00025
5CC35CC3 4.14.1
Figure 112002039451019-pat00026
Figure 112002039451019-pat00026
3CCO13CCO1 7.67.6
Figure 112002039451019-pat00027
Figure 112002039451019-pat00027
3CC3"3CC3 " 6.26.2

상기 표 1과 같은 조성으로 구성된 액정혼합물은 현재 상용화되고 있는 액정으로 액정의 응답속도는 셀갭 4.5 ㎛에서 16.2 ms로 측정되었으며, 상전이 온도(Tni)는 80 ℃이고, Δn은 0.0772이고, Δε는 5.9(20 ℃)이었다.The liquid crystal mixture having the composition shown in Table 1 is a commercially available liquid crystal, and the response speed of the liquid crystal was measured as 16.2 ms at a cell gap of 4.5 μm. The phase transition temperature (Tni) was 80 ° C., Δn was 0.0772, and Δε was 5.9. (20 ° C).

[실시예 1]Example 1

실시예 1에서는 GM1의 물성변화를 위해 중요성분(key material)인 하기 화학 식 1b 화합물 9.8 중량%를 사용하여 하기 표 3과 같은 조성의 액정을 제조하였다. 이후, 액정의 상전이온도, 굴절률이방성, 유전율이방성, 응답속도(셀갭 3.75 ㎛)를 측정하였다.In Example 1, liquid crystals having the composition shown in Table 3 below were prepared using 9.8 wt% of the following Chemical Formula 1b compound, which is a key material, for changing physical properties of GM1. Then, the phase transition temperature, refractive index anisotropy, dielectric anisotropy, and response speed (cell gap 3.75 μm) of the liquid crystal were measured.

[화학식 1b][Formula 1b]

Figure 112002039451019-pat00028
Figure 112002039451019-pat00028

상기 화학식 1b의 상전이 온도(Tni)는 136 ℃(100 ℃)이고, Δn은 0.198이고, Δε는 20.0(20 ℃)이었다.The phase transition temperature (Tni) of Formula 1b was 136 ° C (100 ° C), Δn was 0.198, and Δε was 20.0 (20 ° C).

기호sign 함량(중량%)Content (% by weight) 화학식 1bFormula 1b 9.89.8 GM1GM1 90.290.2

상기 화학식 1b를 사용한 경우, 상전이 온도(Tni)는 82 ℃이고, Δn은 0.087이고, Δε는 7.0(25 ℃)이며, 응답속도(τ)는 10.3 ms 이었다.In the case of using Formula 1b, the phase transition temperature Tni was 82 ° C., Δn was 0.087, Δε was 7.0 (25 ° C.), and the response speed τ was 10.3 ms.

[실시예 2]Example 2

상기 실시예 1과 동일한 방법으로 실시하되, 중요성분(key material)으로 상기 화학식 1b의 화합물 17.5 중량%를 사용하여 하기 표 4와 같은 조성의 액정을 제조하였다. 이후, 액정의 상전이온도, 굴절률 이방성, 유전율이방성, 응답속도 (셀갭 3.75 ㎛)를 측정하였다.In the same manner as in Example 1, using 17.5% by weight of the compound of Formula 1b as a key material to prepare a liquid crystal of the composition shown in Table 4. Then, the phase transition temperature, refractive index anisotropy, dielectric anisotropy, and response speed (cell gap 3.75 μm) of the liquid crystal were measured.

기호sign 함량(중량%)Content (% by weight) 화학식 1bFormula 1b 17.517.5 GM1GM1 82.582.5

상기 화학식 1b를 사용한 경우, 상전이 온도(Tni)는 98.3 ℃이고, Δn은 0.101이고, Δε는 7.8(25 ℃)이며, 응답속도(τ)는 9.8 ms 이고, 문턱전압(Vth)은 1.2V이었다.When using the formula 1b, the phase transition temperature (Tni) is 98.3 ℃, Δn is 0.101, Δε is 7.8 (25 ℃), the response speed (τ) is 9.8 ms, threshold voltage (V th ) is 1.2V It was.

이와 같이, 상기 화학식 1b의 액정을 혼합한 경우 다음과 같이 향상된 특성을 보여 주었다. 상전이 온도는 123% 증가하여 고온 신뢰성이 향상되었으며, 이는 고온 안정성이 요구되는 표시 소자에 매우 적합한 성능이라 할 수 있다. 또한, 유전율 이방성은 약 132%로 값이 증가하였는데, 액정의 저전압 구동의 특성을 향상시킬 수 있다. 이는 문턱전압이 GM1 액정 대비 0.2V 감소함으로써 확인할 수 있었다. 그리고, 굴절율 이방성은 약 130% 증가하였으며, 가장 중요한 응답속도는 GM1 액정 대비 61%로 줄었다.As such, when the liquid crystal of Chemical Formula 1b was mixed, the improved properties were shown as follows. As the phase transition temperature increased by 123%, high temperature reliability was improved, which is a very suitable performance for display devices requiring high temperature stability. In addition, the dielectric anisotropy increased to about 132%, thereby improving the characteristics of low-voltage driving of the liquid crystal. This could be confirmed by reducing the threshold voltage by 0.2V compared to the GM1 liquid crystal. In addition, the refractive anisotropy increased by about 130%, and the most important response speed was reduced by 61% compared to that of the GM1 liquid crystal.

상기 결과에서 알 수 있듯이, 본 발명의 액정은 상기 화학식 1의 화합물을 포함하여 셀갭 3.5 ㎛ 이상의 LCD에 적용할 수 있으며, 저전압 구동이 가능하여 고속 고온 액정으로 충분히 활용할 수 있다.As can be seen from the above results, the liquid crystal of the present invention can be applied to an LCD having a cell gap of 3.5 μm or more, including the compound of Chemical Formula 1, and can be sufficiently utilized as a high-speed high temperature liquid crystal because it is possible to drive a low voltage.

이상에서 설명한 바와 같이, 본 발명에 따른 액정 조성물은 상용의 혼합 액정에 비해 복굴절율(Δn) 및 유전율이방성(Δε)이 크고, 문턱전압(Threshold Voltage: Vth)이 낮으며, 상전이온도가 높아 고속의 응답속도를 실현할 수 있고 저전압 구동이 가능하여 LCD 등과 같은 액정을 필요로 하는 여러 소자에 적용하여 사용할 수 있다.As described above, the liquid crystal composition according to the present invention has a higher birefringence (Δn) and a dielectric anisotropy (Δε), a lower threshold voltage (V th ), and a higher phase transition temperature than a commercially available mixed liquid crystal. It can realize high speed response speed and can drive low voltage, so it can be applied to various devices requiring liquid crystal such as LCD.

Claims (5)

하기 화학식 1로 표시되는 네마틱 액정 화합물을 포함하는 네마틱 액정 조성물:A nematic liquid crystal composition comprising the nematic liquid crystal compound represented by Formula 1 below: [화학식 1][Formula 1]
Figure 112008046452632-pat00029
Figure 112008046452632-pat00029
상기 식에서, R은 CnH2n+1O, CnH2n+1, 또는 CnH2n-1이며, 이때 n은 1∼15의 정수이고; R1은 H 또는 F이며; L은 0 내지 2의 정수이고; A는 -CH2CH2-이며; X는 H, F, Cl 또는 Br이며; Z는 H, F, Cl 또는 Br이다.Wherein R is C n H 2n + 1 O, C n H 2n + 1 , or C n H 2n-1 , where n is an integer from 1 to 15; R 1 is H or F; L is an integer from 0 to 2; A is -CH 2 CH 2- ; X is H, F, Cl or Br; Z is H, F, Cl or Br.
제 1 항에 있어서,The method of claim 1, 상기 화학식 1로 표시되는 네마틱 액정 화합물 1 내지 80 중량%, 그리고1 to 80% by weight of the nematic liquid crystal compound represented by Formula 1, and 하기 화학식 2, 화학식 3 및 화학식 4로 표시되는 화합물로 이루어진 군으로부터 선택되는 적어도 1 종 이상의 액정 화합물 20 내지 99 중량%20 to 99% by weight of at least one liquid crystal compound selected from the group consisting of compounds represented by Formulas 2, 3 and 4 를 포함하는 네마틱 액정 조성물:Nematic liquid crystal composition comprising: [화학식 2][Formula 2] R2-A1-B1-X1 R 2 -A 1 -B 1 -X 1 [화학식 3][Formula 3]
Figure 112008046452632-pat00030
Figure 112008046452632-pat00030
[화학식 4][Formula 4]
Figure 112008046452632-pat00031
Figure 112008046452632-pat00031
상기 식에서, R2는 각각 독립적으로 또는 동시에 CnH2n+1, 또는 CnH2n이며, 이때 n은 1∼15의 정수이고;In which R 2 is each independently or simultaneously C n H 2n + 1 , or C n H 2n , where n is an integer from 1 to 15; A1 및 B1은 각각 독립적으로 또는 동시에
Figure 112008046452632-pat00032
,
Figure 112008046452632-pat00033
, 또는
Figure 112008046452632-pat00034
이며;
A 1 and B 1 are each independently or simultaneously
Figure 112008046452632-pat00032
,
Figure 112008046452632-pat00033
, or
Figure 112008046452632-pat00034
Is;
X1은 F, CF3, OCF3, CH=CF2, 또는 OCH=CF2이며;X 1 is F, CF 3 , OCF 3 , CH = CF 2 , or OCH = CF 2 ; A2는 각각 독립적으로 또는 동시에
Figure 112008046452632-pat00035
또는
Figure 112008046452632-pat00036
이며;
A 2 are each independently or simultaneously
Figure 112008046452632-pat00035
or
Figure 112008046452632-pat00036
Is;
A3, B2 및 C는 각각 독립적으로 또는 동시에 F, CF3, OCF3, 또는 H이다.A 3 , B 2 and C are each independently or simultaneously F, CF 3 , OCF 3 , or H.
제1항 기재의 네마틱 액정 조성물을 포함하는 액정표시장치.A liquid crystal display device comprising the nematic liquid crystal composition of claim 1. 제3항에 있어서, 상기 액정표시장치가 능동 구동방식의 TN(twist nematic), STN, TFT-TN, 또는 IPS(In plane switching) 모드의 액정표시장치인 것을 특징으로 하는 액정표시장치.4. The liquid crystal display device according to claim 3, wherein the liquid crystal display device is a liquid crystal display device of a twisted nematic (TN), STN, TFT-TN, or IPS (In plane switching) mode. 제3항에 있어서, 상기 액정표시장치가 AOC 또는 COA 액정표시장치, 또는 광학적으로 보정된 밴드(optically compensated bend) 모드의 액정표시장치인 것을 특징으로 하는 액정표시장치.4. The liquid crystal display device according to claim 3, wherein the liquid crystal display device is an AOC or COA liquid crystal display device or an optically compensated bend mode liquid crystal display device.
KR1020020074738A 2002-11-28 2002-11-28 Liquid crystal composition capable of operation low voltage and liquid crystal display using the same KR100853222B1 (en)

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