TW426723B - Fluorine-containing group substituted liquid crystal compound, liquid crystal composition, and liquid crystal display device - Google Patents

Abstract

The liquid crystalline compounds have a wide temperature range of nematic phase, low viscosity, large positive Δε, high chemical stability, high miscibility with other liquid crystalline compounds at low temperatures, small temperature dependency of viscosity and Δε, extremely high specific resistance (high voltage holding ratio), and good UV stability, and are preferably used for TFT. Also, disclosed are liquid crystal compositions containing the liquid crystalline compounds mentioned above, and liquid crystal display devices using the liquid crystal composition. Liquid crystalline compounds are disclosed which compounds are expressed by general formula (1), wherein R1 represents an alkyl group having 1 to 10 carbon atoms, ring A represents 1,4-phenylene or 1,4-cyclohexylene, each of X1, X2, X3, and X4 independently represents hydrogen atom or fluorine atom, Y1 represents CF3 or OCF3, and each of m, n, and p is independently an integer of 1 or 0.

Description

4267 2 3 · (Α7 _Β7__ V. Description of the invention (1) The present invention relates to a liquid crystal compound and a liquid crystal composition, and more specifically to a novel fluorine-containing substituted liquid crystal compound, a liquid crystal composition containing the same, and the use of the liquid crystal A liquid crystal display element composed of a composition. The liquid crystal display element is widely used in clocks, electronic computers, various measuring devices, automotive panels, word processors, electronic manuals, printers, computer televisions, etc. These liquid crystal display elements are Those who use the optical anisotropy (Δη) or the dielectric anisotropy (Δε) of the liquid crystal compound are known to their display methods as dynamic scattering type (DS type), guest type (GH type), twist Nematic (TN), super twisted nematic (STN), thin film transistor (TFT), and ferroelectric liquid crystal (FLC), etc. * The driving methods include electrostatic driving and time-division driving. Method 'active matrix driving method and two-frequency driving method, etc. Among them, the TFT method has been particularly buzzing because of its advantages of the highest display performance. Liquid crystal materials used in the TFT method have been For various characteristics, it must have: Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling this page) (1) When adding to the liquid crystal composition, the temperature range of the nematic phase is not reduced Those who have a wide temperature range of nematic phase, (2) those with low viscosity including low-temperature domains, (3) have large △ e, and so on. These characteristics (1) include The upper limit temperature of the nematic phase must be high, and the melting point must be low, and crystals such as crystals that are not easily separated in low temperature areas are not included. In addition, (2) is to improve the liquid crystal of liquid crystal panels. The paper size is suitable for China. National Standard ((:)) 6 4 specifications (210 乂 297 mm) -4-Employee Consumer Cooperatives, Central Standards Bureau, Ministry of Economic Affairs, Yinfan 426723-A7 B7 V. Description of the invention (2) The speed of the molecule's response to the electric field is extremely important Requirements (Phys. LeU., Ai_ A, 69 (1 972)), in order to improve the display quality of liquid crystal compositions, the most demanding feature is to improve the response speed. At this time, especially in order not to reduce it at low temperatures. The display From a qualitative point of view, the above-mentioned dependence of the response rate on temperature, that is, the dependence of the viscosity of the material on temperature is small, and it is particularly important to maintain low viscosity at low temperatures. The reason for the characteristic of (3) is as follows. The driving voltage must be reduced in order to reduce the power consumption or achieve a large screen. The driving voltage, especially the threshold voltage (Vth), is a factor of △ e as shown in the following formula: V th = k ^ K / Δ e (where k is a proportional constant, and K is an elastic constant.) As can be seen from this formula, in order to reduce power consumption, a compound having a positive and large Δe must be used. In addition, V is also used to maintain a high quality and broad liquid crystal composition. The temperature range and the temperature dependency are particularly preferably small at low temperatures. In order to respond to the requirements as described above, conventionally, some people have investigated compounds having a positive and large Δe. Among these compounds, especially those having a large Δε, the knowledgeable person has a toluyl trifluoride derivative represented by formula (a). (Japanese Unexamined Patent Publication No. 5 9 — 7 8 1 2 9) or trifluoromethoxyphenyl derivative represented by the formula (b) (Special Table No. 2 — 501311) (the Zhang scale applies to the Chinese national standard) (CN'S) Λ4 specification (F) (Please read the precautions on the back before filling out this page)-* 1 Pack_ Order-5-4267 2 3 A7 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs ______B7 V. Invention Explanation (3) CnH ... · 〇 × Χΐν〇Ά (a) < b > These compounds are tricyclic constructors that have CF3 or 0CF3 at their molecular ends. Covalent bonds, so it can be seen that these may not fully meet various characteristics other than Λε. In addition, compounds with C F3 at the molecular end have Lig. Cryst ·, 18 (4), 665 (1995) in addition to the above. ), Special Watch No. 63 — 503226, Special Watch No. 3-503771, No. 4 500214, No. 4-500217 4 — 500682, 4 — 501575, 4-501 5 76, 4 — 507104, 5 — 502676, and 6 — 504032, DE 4004650A1, 4013083, 4106345, 4108705A1, and 4113053A1, EP0439089A1 No. and EP 0 4 4 9 2 8 8 show some of them, but their characteristic values are not fully disclosed. Liquid crystal compounds used in TFT liquid crystal compositions must also be resistant to moisture, air, heat and light. It has stability in environmental factors. In addition, these are also required to express the characteristics required by each display element. Generally, this paper size applies the Chinese national standard (CNsl * A4 specification (210X297 mm)) (Please read the note on the back first ^ (Please fill in this page again for item h). 1T. Printed by the Central Standards Bureau of the Ministry of Economic Affairs and Consumer Cooperatives 426723: A7 B7-I 1 '' ~ '..... .. 5. Description of the invention (4) Mixed types Or more than twenty kinds are used. For this reason, it is also required to have very good miscibility with other liquid crystal compounds, especially recently they must be used in a wide range, so it is required to have good miscibility at low temperatures. Generally TFT Contains convertible The integrated non-linear elements for each image point are used in an active matrix liquid crystal display that can be used for high information display in televisions or computers and in automobiles or aircrafts. It is a liquid crystal composition designed to suit this purpose. In addition to the large and positive Δe as mentioned above, 尙 must have a very high specific resistance value (high voltage retention) and good UV stability. That is, when using a liquid crystal composition that does not have this characteristic, as the resistance in the liquid crystal panel decreases, the contrast will decrease, and the problem of "afterimage erasure j will occur. Especially, low-voltage driving will damage the life of the liquid crystal composition The purpose of the present invention is to solve the disadvantages of the prior art as described above, and to provide a variety of characteristics that can simultaneously satisfy a wide range of nematic phase temperature, low viscosity, large and positive Δe, and chemical stability. ， Liquid crystal compound for TFT with miscibility with other liquid crystal compounds at low temperature, low viscosity and low temperature dependence of Ae, very high specific resistance value (high voltage retention rate) and good UV stability, and contains these The present inventors have discovered that the molecule has conventionally known terminal substituents such as toluyl trifluoride or methoxyphenyl trifluoride in the molecule, but at the same time if it can have a specific host When the structure is characterized, a liquid crystal compound having the above-mentioned various characteristics can be obtained, and then the present invention is completed. To achieve the above-mentioned object, the present invention is based on the following structures: This paper is specially adapted to the paper size (CNTS) Λ4 Regulation ^: 210X-297 mm) (Please read the precautions on the back before filling out this page) * -2 Printed by the Consumers' Cooperative of the Central Bureau of Standards, Ministry of Economic Affairs 426723 ί, Α7, _Β7 ____ 5. Description of the invention (5) features. (1) The liquid crystal compound represented by formula (1) '___ ^ χι, one m ^^ x2 p ^ x4 (where Ri is ^^ ~ C10 alkyl, ring A is 1 ′ 4-phenylene or 1,4-cyclohexyl, χ * X 2 'X3 and X4 are independently hydrogen or fluorine atom, Y1 is CF3 or OCF3-m, 11 and The mouths independently represent 1 or 0). (2) The liquid crystal compound 'as described in (1) above, wherein η is 0, m is 1, X3 is a fluorine atom, and X4 is a hydrogen atom. (3) As described above (1 The liquid crystal compound according to (1), wherein η is 1, ring A is 1, 4-cyclohexyl'm and ρ are both 1, and χ3 is a fluorine atom. (4) The liquid crystal compound according to (1), wherein η is 1, ring A is 1, 4-phenylene, m is 1 ', ρ is 0, X 2 and X 4 are both hydrogen atoms, and X 3 is a fluorine atom. (5) The liquid crystal as described in (1) above Compound Where 1 is 1, ring A is 1, 4-phenylene'm is 0, ρ is 1 is a gas atom, and X 2 is a hydrogen atom. (6) A liquid crystal composition characterized by containing at least- The liquid crystal compound described in any one of the above (1) to (5). The paper size applies the Chinese National Standard (CNS) Λ4 specification (2K): < 297 mm) ~~~~~ '-(Please read the back first Please pay attention to this page before filling in this page) Order-4 2 6 7 2 3 A7 B7 V. Description of the invention (6) (7)-a liquid crystal composition, which contains at least one of the above (1) ~ (5) A recorded liquid crystal compound as the first component

Printed by the Shellfish Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (where R2 series (: 1 to C10 alkyl, Y2 series fluorine atom, chlorine atom, 0 c F 3 '0CF2H, CF 3' CF2i ^ CFH2, L !, L2 , L3 & L4 are independent of each other to represent hydrogen or fluorine atoms, Zi and Z2 are independent of each other ~ (CH2) 2—, a CH = CH-or a covalent bond, a is 1 or 2). (8)-species The liquid crystal composition is characterized in that it contains at least one liquid crystal compound as described in any one of (1) to (5) above as a first component, and contains at least one selected from the following formulae (5), (6), (7) Compounds grouped by (8) and (9) are used as the second component. The paper size applies to Laijia County (CNS) M specification (urn97 mm) -9-Λ26723 A7 _B7 V. Description of the invention (7)

l6 (wherein R 3 represents a fluorine atom, a Cl ~ C10 alkyl group, or C2. An alkyl group, any methylene group in the alkyl group or the alkenyl group may be replaced by an oxygen atom, but there will be no more than two The methyl group is continuously replaced by an oxygen atom. The ring B represents 1,4-cyclohexyl, 1,4-phenylene or 1,3-dioxolidine-2,5_diyl, and the ring C represents 1,4-cyclohexyl, 1,4-phenylene or pyrimidine ~ 2,5-triyl, ring D represents 1,4-cyclohexyl or 1,4-phenylene, Z3 represents mono (CH2) 2- , —C00 — or a covalent bond, Ls and 1 ^ are independent of each other to represent an argon atom or a fluorine atom, and b and c are independent of each other as 0 or 1),

(Please read the notes on the back before filling out this page) Yin Fan, a consumer cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (where Ci = (^. Burning group, L7 represents gas atom or fluorine atom, d is 0 or 1) ), D9 (where R5 represents Cl ~ C10 alkyl, ring E and ring F are independent of each other. Paper size iSJiT China National Standards Corporation (CNS) Λ4 ^ ί? Γ (2ωχ 297ϋΊ -10-Central Standard for Economy) Bureau ’s consumer cooperation printing 4 2 6 7 2 3 A7 _____B7__ V. Description of the invention (8) means 1,4 cyclohexyl or 1,4 phenyl, Z * and ZB are independent of each other and represent a C00-or a common Valence bond, Zβ represents one C00 — or one C ^ C —, L8 & L0 represents hydrogen atom or fluorine atom independently, γ3 represents gingival atom, ocf3, ocf2h, cf3, but y3 represents ocf3, ocf2h, CF3 In CF2H or CFH2, L8 & Le all represent hydrogen atoms, e, f and g are independent of each other and represent 0 or 1) *

I 〇6 * ^ 5) ~ Zβ- ^ ϊ3 ~ Z7 ~ " R? (8) (where Re and R7 are independent of each other and represent Ci ~ C10 alkyl or C2 wCi. Alkenyl, any of which is methylene It can be replaced by an oxygen atom, but no more than two methylene groups will be replaced by an oxygen atom. The ring system represents 1,4-cyclohexyl, 1,4-phenylene or pyrimidine-2. 5 -diyl, ring I represents 1,4 cyclohexyl or 1,4-phenylene, Znβ represents -C ^ C-'-COO-, (CH2) 2-, --CH = CH — CEC —Or covalent bond, Z7 represents a COO —or covalent bond),-^ 〇 ^ · Z10η (Γ) -Π9 (9) (where R8 and ruler 9 are independent of each other and represent Ci ~ C10 alkyl or c2 ~ C10 alkenyl, in which any methylene group may be replaced by an oxygen atom, but no more than two methylene groups will be replaced by oxygen atoms in succession. The ring J series paper size applies Chinese national standards ( CNS〉 Λ4 specifications (2〗 () X297 public 牦) .. 11-(Please read the precautions on the back before filling this page) One pack.

, 1T Consumption Cooperation by Employees of the Central Bureau of Standards, Ministry of Economic Affairs, Du printed d26723 · A7 ___B7__ V. Description of the Invention (9) Shows 1, 4--cyclohexyl, 1, 4-phenylene or pyrimidine_2 '5-diyl, ring K is 1,4-cyclohexyl, and a hydrogen atom on the ring may be substituted by a fluorine atom 1,4-phenylene or pyrimidine-2,5-diyl, and ring L represents 1,4-cyclohexyl or 1, 4-phenylene, and

Zi. These are independent of each other and represent a C00 —, = (CH2) 2 — or covalent bond, Z9 is a table τκ — CH = CH-, a CeC_, a C00 or a covalent bond, and h represents 0 or 1). (9) A liquid crystal composition, characterized in that it contains at least one liquid crystal compound as described in any one of (1) to (5) above as a first component, and contains at least one selected from the formula (2) '(3) And (4) the group of compounds as part of the second component, containing at least one compound selected from the group of formulae (5), (6), (7), (8) and (9) as The second component is another part. (10) A liquid crystal display element, which is characterized by using any one of the liquid crystal compositions described in (6) to (9) above. The compound represented by the formula (1) of the present invention is characterized in that although it has a well-known trifluoromethyl group or trifluoromethoxy group on the terminal phenylene group, it also has 1,2-ethylenyl group. Or the specific structure formed by 1,4-bibutyl or tricyclic ring is used as the central bonding group. These compounds can be divided into bicyclic compounds (the first group) represented by the formulae (1-1) to (1-3), and the central ring is 1, 4-cyclohexyl formulae (1-4) to (1- 7) The tricyclic compound (group 2) shown, the central ring is 1, 4-phenylene, and the bonding group bonded to the terminal phenylene is a covalent bond (1-8) ~ (i — G) The tricyclic compound (third group) and the central ring shown are 1, 4 The paper size is applicable to the Chinese National Standard (CNS standard uToxmSl (please read the precautions on the back before filling this page) Order -12- 426723 ^ A7 B7 V. Description of the invention (10) -Phenyl group, and the bonding group bonded to the terminal phenyl group is 1,2 -Ethyl group according to the formula (1-1 0) ~ (1_1 5) Tricyclic compound shown

This paper size applies to Chinese National Standards (CNS) Λ4 present (21 × X 297 mm) -13-4 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 26723 ^ * A7 B7 V. Description of Invention (11)

(Please read the precautions on the back before filling in this page) This paper size applies the Chinese National Standard (CNS) Λ4 specification (2! 0X:! 97 Gong) -14-Employees' Co-operation, Central Standards Bureau, Ministry of Economic Affairs, Printed 1267 2 3 ； A7 _'_ B7____ 5. Description of the invention (12) (The medium-sized ruler is as defined above) These compounds of the present invention have a wide temperature range of nematic phase, low viscosity, large and positive Δε , High chemical stability, miscibility with other liquid crystal compounds at low temperatures, extremely high specific resistance (high voltage retention) and good stability to UV or heating, and extremely low temperature dependence of Ae and viscosity Therefore, it is extremely useful as a component of a liquid crystal composition for a TFT. In addition, the refractive index anisotropy value (△ η) can be appropriately selected from among the compound represented by the formula (1) of the present invention, Ri, ring A, X, X2-Xa-X4, m, η. And p, can be adjusted arbitrarily. For example, if you want a larger Δη, you should choose 1, _4-phenylene as ring A, and when you want a smaller Δη, you should choose 1,4-cyclohexyl as ring A, which contains more of these The compound is sufficient. Among the compounds of the present invention, the compounds contained in the first group are particularly positive and large △ £, those with low viscosity and high transparency point * are excellent as constituents of the liquid crystal composition. Also, the compounds of the second group are particularly It has excellent nematicity, and the liquid crystal composition used as a component will not exhibit a smectic phase at low temperatures, and has excellent characteristics. In addition, the third group of compounds has particularly high transparent points and low viscosity. Δ ε is positive and large, and the dependence of viscosity on temperature is small. Therefore, the viscosity is rarely increased, especially at low temperatures. At the same time, it has extremely high viscosity for other liquid crystal compounds. Mutual solubility, very suitable as a constituent of liquid crystal composition. In addition, the fourth group of compounds especially has a high transparency point and low viscosity, and both Δε and Δη are large. The paper size is applicable to the national standard (CNS) six 4 specifications (210 × 297 male f), τ; I n order-II I (Please read the precautions on the back before filling this page) -15-42672 3 A7 B7 Printed by the Shellfish Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (13) Viscosity has little dependence on temperature, so it is at low temperature It also rarely increases viscosity, and has excellent mutual solubility with other liquid crystal compounds, and is very suitable as a constituent of a liquid crystal composition. The compound of the present invention is most suitable as a component user of a liquid crystal composition for a TFT, but because it has the excellent characteristics as described above, it is not limited to this, and is also very suitable for other uses, such as TN, STN, It is used as a guest / host type, polymer dispersion type liquid crystal display element, and a liquid crystal compound for dynamic scattering type. The liquid crystal composition provided by the present invention may be composed of only the first component of at least one liquid crystal compound represented by formula (1), but it is preferably mixed with at least one or more selected from the above formulas (2), (3) and (4) a group of compounds (hereinafter referred to as the second component A) and / or at least one compound selected from the group consisting of the above formulas (5), (6), (7), (8) and (9) (Hereinafter referred to as the second component B) is suitable as the second component. In addition, for the purpose of adjusting the threshold voltage, the temperature range of the liquid crystal phase, Δη, △ £, and viscosity, etc., known compounds can also be mixed as the second component. Three ingredients. In the above second A component, preferred examples of the compounds contained in formulae (2), (3) and (4) may be (2-1) to (2-15), (3-1) to (3), respectively. — 48) and (4 — 1) _ ~ (4 — 53) --- T ----) equipment-(Please read the notes on the back before filling out this page) • ---- Order · .1 i This paper size applies to Chinese national standard (<: Can) 8 4 specifications (210/29 & 7 public waste) -16-4 2 6 7 2 3 A7 B7 V. Description of the invention (14)

F

F F

Cl

F

C! Cl ^ 2 ^ (i) ~ ^ y ~ cF3R2〇 ^^ 〇 叩 Staff Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs f ·

F F F

Cl Cl Cl (2-1) (2-2) (2-3) (2-4) (2-5) (2-6) (2-7) (2-8) (2-9) (2 -10) (2,11) (2-12) (2-13) (2-14) (2-15) Γ ~~ ^ ~ 4 ^ f. E ~~ Order, ^ (Please read the note on the back first Please fill in this page again for the matters) This paper size applies Chinese National Standard (CNS) Λ4 specification (21G X 2 ^ 7 mm) -17-4-2 67 2 A7 B7 V. Description of invention (15

DuPont Printing of Work and Consumer Cooperation of the Central Standards Bureau of the Ministry of Economic Affairs

FFF CI CI CI CFa CF3 cf3 ocf3 〇cf3 〇cf3! -2)? Ι-4) ί-5) -6) -7) (3-1 —.— Γ —-— T ---- (please first Read the notes on the back and fill in this education) -s

T

OCFpH ocf2h (3-9) (3-10) (3-11) (3-12) (3-13) (3-14) C3.15) This paper size applies to Chinese national standards ((;) milk) Person 4 specifications (210 乂 297 citizenship,) -18-42672 3 -1 A7 B7 V. Description of the invention (16)

Central Government Bureau of Ministry of Economic Affairs

FFF CI CI CI cf3 cf3 cf3 ocf3 0CF30CF3 ocf2h ocf2h (3-16) (3 * 17) (3-18) (3-19) (3-20) (3-21) (3-22) (3-23 ) P_24 > (3-25) (3-26) (3-27) (3-28) (3-29) (Please read the precautions on the back before filling this page) m- Order-This paper size applies China's 1¾ standard (C'NS) Λ4 specification (21 OX 297 mm) -19-Printed by tM Industrial and Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 426723, A7 B7 V. Description of the invention (17)

—I .--— Η ---- Abandoned -------- Ordered ------- t (Please read the precautions on the reverse side before filling out this page) This paper standard applies to China's national standard rate (CNS) Λ4 present blessing (2K > X2P mm) -20-4267 23 A7 B7 V. Description of the invention (18

OCF2H < 3-43) OCF2H (3_44 > ocf2h (3'45 > F (3-46) F (3'47) F (3-48)-^-4 --------- -Order ------- ^ (Please read the notes on the reverse side before filling out this page) The paper size printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs applies to the Chinese National Standard (CNS) A4 ^ grid (210X297) Duo) -21-4 2672 3 A7 B7 V. Description of the invention (19

This paper size applies to China National Standards (CNS) / \ 4 now (2! 0 × 29_7 mm) -22-4267 2 3 A7 B7 V. Description of the invention (2Q)

CF3

ocf3

OCF, printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs

(4-15) (4-16) (4-17) (4-18) (4-19) (4-20) (4-21) (4-22) (4-23) (4-24) (4-25) (4-26) (4-27) (4-28) n- · ———— ——If!. 1 I r ^ i.----I---- t --- -、 WeJ * In 1-1- I----^ (Please read the precautions on the back before filling out this page) This paper size applies to the Chinese national standard (CNS > Λ4 掐 (2 丨 〇Χ 297 公%) -23-4 2 67 2 A7 B7 V. Description of the invention (21

Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs

ocf2h ocf2h ocf2h FFF Cl Cl Cl cf3 cf3 cf3 OCF, (4-29) (4-30) (4-31) (4-32) (4-33) (4-34) (4-35) (4- 36) (4-37) (4-38) (4-39) (4-40) {4-41) IΊΓ, Ι Ί. Order * ^ (Please read the notes on the back before filling this page) This paper Standards. Applicable to National Standards (CNS) Λ4 specifications (IMOx: 297 Gong: ι -24-4267 2 3 A7 B7 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs. 5. Description of the invention (22) (4-42 ) (4-43) (4-44) (4-45) (4-46) (4-47) (4-48) (4-49) (4-50) (4-51) (4-52 ) (4-53)

— ^ ―1—J ^ -----, m-- (Please read the notes on the back before filling in this page) -Φ This paper size is applicable to the Chinese National Standard (CNS) Λ4 specification ('2] () > <: 2 men's public f) -25-A7 B7 V. Description of the invention (23) (in each formula, r2 is as defined above) These compound systems Ae represented by the general formulae (2) to (4) are Positive, thermal stability or chemical stability is extremely stupid, especially when it is required to modulate high-quality liquid crystal compositions for TFTs requiring high voltage retention (VHR) or greater specific resistance, but it can also be used to modulate S TN Used for liquid crystal composition for display mode or general TN display mode. The amount of the compound used is preferably in the range of 1 to 99% by weight based on the total weight of the liquid crystal composition when preparing the liquid crystal composition for TFTs, preferably 10 to 97% by weight, and more preferably 40 to 95% by weight. Secondly, in the second component B, the preferred examples of the compounds contained in the formulae (5), (6) and (7) can be (5-1) to (5-24), (6-1) to ( 6-3) and (7-1 Bu (7 ~ 17) »1 LI r! —I ϋ —Order · 11111 I》 (Please read the notes on the back before filling this page} Staff Consumption of the Central Sample Rate Bureau of the Ministry of Economic Affairs Copies printed on the paper are in accordance with Chinese National Standards (CNS) Λ4 is present (2! 〇 × 297 mm) ^ ϋ-426723 A7 B7 V. Description of the invention (24) Employees of the Central Standards Bureau of the Ministry of Economic Affairs, Consumer Cooperative Cooperative Print 1

h ^ h b b ^ 3 3 3 3 3 3 3 3 33 3 R R R R R RFRRR R R R R R R R

I-.-I---l ·-— I— I- i-111- nn I ^ 5J * I n ^ i ί-iil I—- (Please read the precautions on the back before filling this page ) This paper size is in accordance with Chinese national standards. ^^^^ See ^ Chuanfu: ^ mm) -27-4 267 2 3 A7 B7 V. Description of the invention (25

(5-18) < 5-19) (5-20) (5-21) (5-22) (5-23) (5-24)

/ = N / = \ Employee Consumer Cooperatives, Central Standards Bureau, Ministry of Economic Affairs

(6-1) (6 * 2) {6-3} Iί J ----. ¾ ------ Order · ------. I (Please read the notes on the back before filling in this Page) This paper standard is applicable to the national threshold Xin-Xin (CNS) Λ4 specification; 21GX 297 gong) -28-4 2 6 7 2. 3 A7 B7 V. Description of the invention (26

0 Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs r5

(7-1) (7-2) (7-3) (7-4) (7-5) (7-6) (7-7) (7-8) (7-9) (7-10) (7-11) (7-12) (7-13) (7-14) 4H · mu ^^^^ 1 ^ ^^^^ 1 II — ^ ϋ ml ^^^^ 1 I. · ^ 4 · J4 > (Please read the notes on the back before filling out this page) This paper size is applicable to the national standard of the country (CNS) Λ4 specification (210X2 ^) 7 public power) 29-426 ^ A7 _B7______ 5. Description of the invention ( 27) (7-15) (7-16) (7-17) (In each formula, R3'1 ^ 4 and 1 ^ 5 are as defined above.) These equations (5) ~ (7) The compound system Δε is positive and has a large value, and is used as a component of the composition, especially for the purpose of reducing V th. It can also be used for the purpose of adjusting viscosity, adjusting Δη, and increasing the range of nematicity by increasing the transparency point, or for improving the urgency of V. In the second component, preferred examples of the compounds contained in the formulae (8) and (9) are (8-1) to (8-8) to (9-1) to (9-12). Meals printed by employees of the Central Standards Bureau of the Ministry of Economic Affairs

ΙΓΊΙΗ ---- Xiang -------- Order .------ Ί (Please read the notes on the back before filling out this page. J This paper applies Chinese national standards (('NS) Λ4 specifications (21 < > Χ_2 < ί7mm) -30-2 3 Α7 Β7 V. Description of the invention (28)

'° 7

66 66 6 6 66 RR RR R R RR

^ \ l # \ JJ \ / \ / J \ / »1 / VI / \ Jr 1 2 3 4 5 6 7 8 II-* -_- * 11 8888 8 8 8 8 / | \ / V / | \ / ίν / 1 \ / 11/1 \ / | \ nn · ilijl J] 4 ^ I In (Please read the precautions on the back before filling this page) Printed by the Central Consumer Bureau of the Ministry of Economic Affairs, Consumer Cooperatives This paper is for Chinese paper National Standard (CNS) Λ4 specification (2 丨 OXM? Mm) -31-4.2 67 2 3 A7 B7

This paper is suitable for the Chinese National Standard (CNS) Λ4 specification (WOX 297 mm). 5. Description of the invention (29) -32-4 267 2 3 Printed A7 B7 of the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs. 5. Description of the invention ( 3D) (Re, R7, ruler 8 and ruler 9 are as defined above in each formula) The compounds represented by the formulae (8) and (9) are those in which Ae is negative or slightly positive, where formula (8) The compound shown is mainly used for the purpose of reducing viscosity or adjusting Δη. Furthermore, the compound shown by formula (9) is for the purpose of improving the transparency point or expanding the nematic range and / or adjusting △ η Is used for the purpose. The compounds represented by the above formulas (5) to (9) are compounds which are indispensable especially when the liquid crystal composition is used in the preparation of the S TN display mode or the general TN display mode, but can also be used in the preparation of the liquid crystal composition for TF Τ. 〇 The amount of the compound is usually used when the liquid crystal composition is used in the TN display mode or the S TN display mode. * The total weight of the liquid crystal composition is preferably in the range of 1 to 99% by weight, and preferably 1 to 0. 97% by weight, more preferably in the range of 40 to 95% by weight. The liquid crystal composition of the present invention thus prepared can be used in a TFT liquid crystal display device to improve the urgency of the V or the viewing angle. In addition, since the compound of the present invention represented by the formula (1) is a low-viscosity one, the response speed of a liquid crystal display element can be improved by using it. The above-mentioned liquid crystal composition of the present invention preferably contains at least one liquid crystal compound of the present invention represented by formula (1) in an amount of 0.1 to 99% by weight, which is advantageous in terms of exhibiting excellent characteristics. The liquid crystal composition of the present invention can use its conventional method, such as dissolving each component at a high temperature, or dissolving each component in an organic solvent ir--J ---- X ------ order .-- ---- 1 (Please read the precautions on the back before filling in this page) This paper ruler applies the Chinese National Standard (CNS) Λ4 ^ grid (210X 2? 7 public dream_) -33-42672 3 A7 B7 Central Ministry of Economic Affairs Standards Bureau, Consumer Cooperatives, Co., Ltd., V. 5. Description of the invention (31) The method of solvent reduction under reduced pressure can be prepared. Also, appropriate additives can be added as needed to achieve the improvement of its intended use and become the most suitable. To users. Such additives are well known to those in the industry, and are registered in the literature. * Generally, asymmetric doping with the effect of causing the twist structure of the liquid crystal to adjust to the required twist angle to prevent reverse twist is added. Chiral dopant When adding dichroic pigments such as cyanine-based, styrene-based, azo-based, azomethine-based, azo-based, quinolone-based, anthraquinone-based, and tetraazabenzene-based That is, it is used as the liquid crystal composition for the guest-host (GH) type. In addition to the composition related to the present invention, it can be used in the polymerization of NCAP made of nematic liquid crystal or the formation of three-dimensional network polymer in liquid crystal. In addition to polymer-dispersed liquid crystal display elements (PDLCD) represented by PNLCD, they can also be used as liquid crystal compositions for controlling birefringence (ECB) or dynamic scattering (DS). It can be prepared as the liquid crystal composition of the present invention as described above. For example, the following composition examples 1 to 21 can be used. Β, and the compound expression in each composition example is shown by each symbol in Table 1 below. With r —, rO, rOs —, Vr —, rVs — and rVsVk — (r, s and k are integers of 1 or more), the bonding system is 2, E, T, V and CF20, and the ring structure system is B, B (F), B (F, F), H, Py, D, and Ch. The right end group is -F, _CL '~ C,-CF3, -0 CFa, -0CF2H, -w, -0w. And EMe (w (Please read the precautions on the back before filling this page) S-, τ · This paper size is applicable to the Chinese National Standard (CNS) Λ4 specification (2.0 × 297 mm) -34-426723 A7 B7___ V. Description of the Invention (32) is an integer of 1 or more). The compound numbers of the compounds of the present invention are the same as those shown in the examples described later. 〔Table 1】

Left end group symbol combined with base symbol Γ — --CH ^ CHi — 2 CrHi ^ O- Γ〇rOs—— ~ — CQO _ E CH2-CHC (H2, one Vr — C—C * ~~~ 丁 rVs one — CH-CH— V QH ^ iCH-CHC.H ^ CH-CHCkH ^ — rVsVk — —CF2〇— CF20 ----- ^^^ 1 ^^^ 1 · ---- " -w--n !-^^ 1 — ^ ϋ 1 (Please read the notes on the back before filling in this page) Ring structure ~ 4r < y Consumption by employees of the Central Standards Bureau of the Ministry of Economic Affairs includes the printed symbol BB (F) B (FF) Η Py D Ch right terminal group-p -α -CN -CF, —OCFj -〇CF2H -CwH ^ wi-l ~ 〇CwH2w + 1 —COOCH] Symbol 'F CL -C -CF3 -0CF3 -0CF2H -w _Ow " The paper size of the EMe book is applicable to the Chinese National Standard (CNS) A4 specification (210 × 2W mm) -35--4267 2 3 A7 B7 V. Description of the invention (33 Composition example 1 7-Η B (F)-F 2— HHB (F) — F 3- HHB (F)-F 5-HHB (F)-F 2-Η BB (F)-F 3-HBB (F)-F 5-HBB (F)-FF 3 (No. 1) 5. 0% F 3 (No. 3) 5. 0% 4. 0% 1 3. 4% 1 3. 3% 1 3. 3% F 6. 4% F 3. 2% F 6.4% 7.5% 7.5% 15.0% -I · i ~ IIII 1 '1T · r ...... n ^ (Please read and read the notes on the back before filling out this page) Employees of the Central Economic and Trade Bureau of the Ministry of Economic Affairs and Consumer Cooperation Du printed paper size applicable to China Illustrator Standard (CNS) .M Specification (2iOX 29? Mm) -36-4267 2 3 A7 B7 V. Description of Invention (34) Composition Example 2 3 — Η 2 Η 2 Β < F) — 0 CF 3 ( N 0, 2 4) 1 0. 0% 3 — Η 2 Η 2 Β (F t F)-CF 3 (N 0-2 9) 1 0. 0% 3 Η 2 Η 2 Β < F r F ) — OCF 3 (N 0 * 3 4) 1 0. 0% 5-Η 2 Η Β (F, F) — F 3. 0% 3-Η Η Β (F, F)-F 1 0. 0% 4 1Η Η Β (F, F) — F 6.0 0% 3 1Η Η 2 Β < F, F)-F 3.0 0% 5 1Η Η 2 Β CF, F)-F 3.0% 3 — Η Β Β (F, F)-F 1 2. 0% 5-Η Β Β (F, F)-F 1 2. 0% 3-Η 2 Β (F, F)-F 4. 0 % 3 — Η Β Ε Β (F, F) — F 3.0. 0% 3 — Η Η Ε Β (F, F)-F 6, 0% 4-Η Ε Β (F, F)-F 2. 0% 5-Η Ε Β (F, F)-F 2.0 0% 3-Η Η Η Β (F, F)-F 2.0 0% 3 Η Η 2 Β (F * F)-F 2.0 % (Please read the notes on the back before filling out this page) Printed by the Central Standards Bureau of the Ministry of Economic Affairs, Consumer Cooperatives This paper is printed in accordance with Chinese National Standards (CNS) Λ # 见 格 （2I0X297mm） -37-126723 A7 B7 V. Description of the invention (35

Composition Example 3 3-Η B (F) 2 B (F) ~ 0 CF 3 3-HB (F) 2 B (F, F)-0 C 7-HB (F, F)-F 7-Η B ( F)-F 2- HHB (F)-F 3- HHB (F)-F 5-HHB (F)-F 2- Η2ΗΒ (F)-F 3- Η2ΗΒ (F)-F 5-Η2ΗΒ (F) — F 3-Η2ΗΒ (F, F)-F 5-Η 2 Η B (F, F)-F 3-HHB (F, F)-F 3 ~ Η H 2 B (F, F)-F 5- Η H 2 B (F, F)-F 6 0) 5, 0% 7 0) 5, 0% 4. 0% 7. 0% 1 3. 4% 1 3 · 3% 1 3 · 3% 4 | 0% 2. 0% 4. 0% 3. 0% 3. 0% 8. 0% 8, 0% 0 0% (Please read the notes on the back before filling this page) ¾., Ιτ · Ministry of Economic Affairs Printed by the Central Bureau of Standards Consumer Cooperatives This paper is sized to the Chinese National Standard (CNS) Ad specifications (2K.! X public address) -38-

Zi26 "? 2 3 A7 B7 V. Description of the invention (36 Composition Example 4 33337235245533 Β Β 2 Η Β Β 2 Η Β Η Β 2

C 3

3 F C ο 3 4 7

L (Β β Β Β Β Β Β ((ββββηηηβββ ηηηηηηηηηη

L C

C

Β Β V V

F

F 2 3 6517055050515 Ti ΙΑ ο ο ο ο ο I— ti I— n-ϋ m, II * _ *-(Please read the notes on the back before filling out this page) Order * Central Standards Bureau, Ministry of Economic Affairs, Consumer Cooperatives Printed paper scales are applicable to China's National Standards (CNS) Λ4 specifications (2i × 297mm) -39-426723 A7 B7 V. Description of invention (37) Composition example 5 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 5 — Η 2 Β (F) — CF 3 (Ν Ο · 3) 5.0% 3-Η 4 Β < F)-CF 3 (Ν ο. 1 3) 5, 0% 3-Η Β (F) 2 Β (F) -0 CF 3 (N ο 6 0) 11- 0% 3 — Η 2 Η 2 Β (F) 10 CF 3 (N ο 2 4) 5.0 .0% 7 — Η Β (F)- F 5 * 0% 7-Η Β < F, F) — F 3 · 0% 5 Η 2 Β (F) — F 3. 0% 2 Η Η Β (F)-F 3. 0% 3 1Η Η Β (F) —- F 3. 0% 5 — Η Β Β (F) 1 F 3. 0% 2-Η Β Β (F) — F 7 _ 0% 3 1Η Β Β (F) — F 7 · 0% 5 Η Β Β (F) — F 14. 0% 3 Η Η Β -F 2. 0% 2 Η δ Β 3. 0% 3 Η Β Β -F 3, 0% 3-Η Β (F) Β Β — 2 6. 0% 3 Η Β (F) Τ Β — 3 6. 0% 3 — Η Β (F) Τ Β — 4 6 * 0% (Please read the precautions on the back before filling out this page)). -3_ This paper size applies to Chinese National Standards (CNS) Λ4 specification (210X 297 cm), n _ 411 42672 3 A7 B7 V. Description of the invention (38 Composition example 6

5 — Η EB — F 7-Ε Ε Β-F 5-HHEBB-F-CF 3 (No. 3 9) 8. 0%, F) — CF 3 (No. 2 9) 7. 0% 2.5 % 2. 5% F 8. 0% F 8. 0% F 8. 0% F 2. 5% F 5. 0% F 2. 5%-F 5. 0% —F 6. 0% F) — F 1 0. 0%) —F 1 0. 0% F) — F 5. 0% F *)-F 8, 0% 2. 0%-ml In nn m. Ϋ ^^ 1 n, ·-( Please read the notes on the back before filling in this page.) Order · The printed paper of the Central Standards Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, printed on paper. The paper size is applicable to the Chinese National Standard (CNS) Λ4 specification (2 丨 0X297 mm) -41-426723 A7 B7 V. Description of the invention (39) Composition example 7 3-Η 2 Β (F)-CF 3 (No. 1) 10. 0% 3-Η 2 Β Β (F)-CF 3 (No. 3 9) 4. 0% V 2-Η Β — C 9. 0% 1 V 2 — Β Β-C 9. 0% 3 — Η Β — C 4. 0% 1 0 1 — Β Β-C 8. 0% 2 0 1 -Η Β —- C 4. 0% 2 — Η Η Β — c 3. 0% 3 Η Η Β-c 3. 0% 3 — Η Η — 4 10. 0% 1 0 1 — Η 一 5 8. 0% 2 — Β Τ Β — 0 1 I 1. 0% 3 — Η Η Β — 1 8. 0% 3 — Η Β Β — 3 9. 0% (Please read the notes on the back first (Fill in this page again.) The physical properties of this composition of the Consumer Cooperative Printing Bag of the Central Standards Bureau of the Ministry of Economic Affairs are N_I point: 62.8 ° C, viscosity (20 ° C): 1 8. 3 m P a · s' ( 2 5 ° C): 0. 1 1 2 'Δe (2 5 ° C): 7. 4' V (2 0 ° C): 1. 6 8V. The dimensions of this paper are in accordance with the Chinese National Standard (CNS) Λ4 specification (2〗 0X297 gong) -42-Λ26723 A7 B7 V. Description of the invention (4D) Composition example 8 FFF 2 3 4 (-ί II BF F 23 4 32BBB 2 cc (2 1 ejiiliTTT) B c IB 1 ο ο mbbbbb))) F2 1BE-1-4ETTTTTFFF (hbhbbbb 1-BBBBB (((B2HI ITTTHHH22222BBB Η H 1 22BBBH HHHHHHHHHH I-2 VV 1 I-IIII ii I 1 33V112453333322333 ccc 3 3 6 3 ία τ * 5 8 8 α- β ο ο ο ο ο ο ο ο οοοοοοοο %%%%%%%%%%%%%%%%%%%%% ~~ Γ ---- ^- -(Please read the precautions on the back before filling out this page) The standard printed by the Central Bureau of Standards of the Ministry of Economic Affairs and the Industrial Cooperatives Co., Ltd. This paper is applicable to the Chinese National Standard (CNS) / \ 4 (210X 297.mm) -43-4267 2 3 A7 B7 V. Description of the Invention (41 Composition Example 9 3-H2B (F)-CF3 5-H2B (F)-CF3 3-H4B (F)-CF3 201-BEB (F)-C 3 01-BEB ( F)-C 501-BEB (F)-C 1V2- BEB (F, F)-C 3-HHEB-F 5-HHEB-F 3-HBEB-F 3-Η Η B-F 3-Η Β — 〇 2 3-Η Η-4 3-Η Η Β-1 3-Η Η Β-3 3 ~ Η Η Β-Ο 1 3—Η2ΒΤΒ-2 3-Η2 ΒΤΒ-3 3 -ΗΒ (F) ΤΒ-2 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs, the paper size is applicable to the Chinese national standard U: NS Α4 grid (2! 0 × 297 mm) (No. 1) 3.0% (No 3) 3. 0% (No. 13:) 3. 0% 4. 0% 3. 0% 4. 0% 1 5, 0% 5. 0% 5. 0% 6. 0% 3. 0% 10- 0% 5. 0% 8. 0% 6. 0% 4, 0% 4. 0% 4, 0% 5. 0% (Please read the notes on the back before filling this page) Draft _ -44 -4267 2 3 A7 B7 V. Description of the invention (42

Composition example 1 0 3-H2H2B (F)-0CF3 3-H2BB (F)-0 CF 3 2-Η B (F) _ C 3-Η B (F)-C 5-Η B (F)-C 2 -BB-C 2-BEB-C 3 ~ BEB-C 2- HHB (F)-C 3- HHB (F)-C 2-Η Η B-C 3-Η Η B-CS—PyBB ^ F (No 2 4) 6. 0% (No. 4 4) 3. 0% 1 4, 0% 1 3. 0% 9 · 0% 1 3, 0% J. 2, 0% 4. 0% 6, 0 % 6. 0% 3, 0% 3. Q% 8. 0% — -7 ---- Ge ------ Order: ------ j (Please read the notes on the back before filling (This page) Printed by the Central Standards Bureau of the Ministry of Economic Affairs of the Male Workers' Consumer Cooperatives. This paper is printed in accordance with Chinese National Standards (CNS) Λ4 Regulations (210X 297). 45-A267 2 3 A7 B7 V. Description of Invention (43) Composition Example 1 1 5--Η 2 Β (F) — CF 3 (N ο. 3) 3. 0% 3--Η Β (F) 2 Β (F, F)-0 CF 3 (No. 60) 3. 0 % 2--Β Β — C 8. 0% 4 ~ -Β Β-C 6. 0% 2--Η Β-C 1 0. 0% 3--Η Β-C 1. 0. 0% 3 ' -Η Η Β — F 4. 0% 2--Η Η Β -C 3. 0% 3--Η Η Β — C 3. 0% 3 --Η Β Ε Β Β-C 2, 0% 5--P y Β-F 6.0. 0% 3--ρ y Β Β-F 6. 0% 2 -Β τ Β — 0 1 2. 0% 2--Η Η Β — 16. 0% 3-, Η Η Β-1 8. 0% 3--Η Η Β — 3 1 ί 5.0. 3%--Η Β Β-0 1 5. 0 % (Please read the notes on the back before filling this page)

JT Central Bureau of Standards, Ministry of Economic Affairs, Printed paper size of this paper applies to Chinese National Standard (CNS) A4 (210X297 mm) -46-d26723 A7 B7 V. Description of invention (44) Composition example 1 2 Central Bureau of Standards, Ministry of Economic Affairs Printed by the employee consumer cooperative 3 — Η 2 B (F)-• CF 3 (No, 1) 5.0% 3 — D Β — C 5. 0% 4 — D Β-C 12. 0% 5 — D Β — C 8. 0% 2-β Ε β — C 1 0. 0% 5-P y Β, F 7.0. 2%-P y Β — 2 1. 4% 3-P y Β-2 1. 3 % 4 — Ρ Β- 2 1. 3% 6 — ρ y Β-0 5 1. 1.5% 6 — ρ y Β-0 6 1. 1.5% 3 — Η E Β-0 4 5. 0% 4- Η E Β-0 2 3. 7% 3-Η E Β-0 2 3. 1% 1 0-B Ε Β — 2 2. 5% 5 — Η E Β-1 3. 7% 4 — Η E Β — 4 5. 0% 3-Η H Β-3 13. 0% 3 — Η H Β-0 1 4. 0% 2 — Ρ y Β Η — 3 4. 0% 3 — Ρ y Β Β — 2 2 0% (Please read the notes on the back before filling out this page)

This paper size applies to China National Standards (CNS) A4 «L (2) 0X 297 gong) _ 4 I Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 426723 A7 B7 V. Description of the invention (45) Composition example 1 3 3 -Η 2 Β Β (F)-CF 3 (No. 3 9) 6. 0% 3--Η 2 Η 2 Β (F) — 0 CF 3 (No. 2 4) 7. 0% 5 Η Β — F 9. 0% 6--Η Β-F 7. 0% 7--Η Β-F 7. 0% 5 ~ Η Β — 3 5. 0% 3--Η Β — 0 1 5. 0% 2--Η Η Β-0 CF 3 5. 0% 3--Η Η Β-0 CF 3 5. 0% 4--Η Η Β-0 CF 3 5. 0% 5 Η Η Β — 0 CF 3 7. 0% 3-Η Η 2 Β — 0 CF 3 2. 0% 5--Η Η 2 Β-0 CF 3 3. 0% 3--Η — 2 Β — F 3. 0% 5 5 5 3 5 5

-) Η Η Η F) F Β Β Β-F ()) \ y # \ »y, B (B F F F 2 B 2 {c / V Η Β Η Β Β B Η Η Η Η Η H

FF 3 3 5 5 9 ο ο ο ο (Please read the notes on the back before filling in this page) This paper size applies to Chinese national standards ([% 3) person 4 specifications (210/297 mm) -48-~ 426723 A7 B7 V. Description of the invention (46) Composition example 1 4 3 — Η 2 Η 2 Β (F t F) _ CF 3 (No. 2 9) 6, 0% 3-Η Β (F) 2 Β (F # F)-0 CF * 3 (No. 7 0) 8. 0% 5-Η Β — F 4, 0% «ον» Η Β-F 7 · 0% 3 — Η Η Β -0 CF 3 1 2. 0% 5-Η Η Β -0 CF 3 8 · 0% 3 — Η 2 Η Β-0 CF 3 5. 0% 5-Η 2 Η Β-0 CF 3 5, 0% 2-Η Η Β (F )-F 6, 6% 3-Η Η Β < F)-F 6, 7% 5-Η Η Β CF)-F 6.7% 4-Η 2 Η Β (F, F)-F 5. 0% 5 ~ Η 2 Η Β (F, F)-F 5, 0% 3 — Η Η 2 Β (F, F) «F 8. 0% 4 — Η Η 2 Β (F, F) _ F 7 0% (Please read the notes on the back before filling out this page) Printed by the Central Consumers Bureau of the Ministry of Economic Affairs, Consumer Cooperatives This paper is sized for the Chinese National Standard (CNS) A4 (210X297 mm) -49-426723 A7 B7 ,hair Explanation (47) Composition example 1 5 3 — Η 2 Β (F) -CF 3 (No. 1) 6 · 0% 5-Η 2 Β (F) -CF 3 (No. 3) 4, 0% 2 0 1 — Β Ε Β (F) — C 6 * 0% 3 0 1-Β Ε Β (F)-C 5.0. 0% 5 0 1-Β Ε Β (F)-C 3, 0% V-Η Β — C 1 0. 0% 1 V-Η Β — C 1 0 * 0% 3-Η Β — C 1 1. 0% 2 _ Η Η Β-C 4 * 0% 3-Η Η Β-C 5 , 0% 4-Η Β Β-C 4. 0% 5 — Η Η Β — C 4. 0% 3 — Η Β — 0 2 7 · 0% V-Η Η Β-1 7, 0% V-Η Β Β — 2 4. 0% 3-Η 2 Β Τ Β -2 4 * 0% 3-Η 2 Β τ Β -3 3, 0% 3-Η 2 β τ Β -4 3.0% Printed by the Bureau of Standards, Consumer Cooperatives | (Please read the notes on the back before filling this page)

This paper size applies the Chinese National Standard (CNS) Λ4 gauge. (210 X 297). -50-4267 2 A7 B7 V. Description of the invention (48 6 Η Η Η Η Η Η _ Β Η Η 2 Η Η Η 11 II-11211-VIII Examples 33233VV2VV1333 Group F2FF05I 1-One B1TT (Η ((_ Ι ΒΒΒΒΒΒΒΒΒΒΒΒΤΤΒΒ ί) 2 2

Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (Please read the precautions on the back before filling this page)

This paper size is in accordance with Chinese National Standard (CNS) 8-4 specification (2 丨 〇 × 297 mm) 4 2 67 2 3 a7 B7 V. Invention Example (49) Composition Example 1 7 BF 2 (2 3 4 1 J ί 23423BBB e ί II a I TTV mbbbbb))) F2IBEI I-4ETTTTTFFF (hbhbbbb _-BBBBB (((B 2 HI a TTTHH22222BBB Η H a 22BBBHHHHHHHHHHH II 2 VV 1 J 1 I t one -1 I 1 l I a 33V112453333322 3 33

Fc (2 1 Be ί B 1 ο o

3 F 3 c F o c- I F F

9 6 2 ο ο N N V}-o 3

), F c 8 8 ooooooooo (Please read the notes on the back before filling out this page) 3 4 4 4 4 6 6 2 △ ::} 8 groups of P 9 this ο 1 2 (ο V 5 2 V 8 6

N 3 p 7 degrees: sticky} OC,. C ο V 5 2 4 2 ((h. T1 η V 9 Δ,:, 4 points s) This paper size is applicable to the National Standard for Valves (CNS) A4 specification (210X297 mm) -52-Ministry of Economic Affairs, Central Standards Bureau Printed by the consumer cooperative Λ26723 V. Description of invention (5Q) Composition example 1 8 3—H2B (F)-CF 3 5—H2B (F)-CF3 20 1- BEB (F)-C 301-BEB (F)-C 501-BEB (F)-C 1V2-BEB (F, F)-C 3-HBEB-F 3-HHEB — F 5-HHEB-F 3-Η Η B-F 3-Η Β-Ο 2 3 ~ Η Η — 4 3-Η Η Β-1 3-Η Η Β-3 3-Η Η Β-Ο 1 3-Η2ΒΤΒ-2 3-Η2ΒΤΒ-3 3-Η Β (F) Τ Β-2 Physical property value, (2 0 ° C): 27. 0 m 0. 1 2 2 'Δ ε (2 5 ° C): 1 · 2 4V. A7 B7 (No. 1) 4. 0% (No. 3 ) 4, 0% 4. 0% 4, 0% 4. 0% 1 4. 0% 6, 0% 5. 0% 5. 0% 3 * 0 Η 1 0, 0% 6. 0% 8. 0 % 6. 0% 4. 0% 4. 0% 4 · 0% 5. 0% Ν — I point: 8 8 0 ° c Viscosity Pa • S 'Δ η (2 5 ° C):): 1 8. 1 V th (2 0 ° c (please read the precautions on the back before filling this page) ^ clothing. Applicable to China National Standard (CMS) A4 specification (LOxm male acid) -53-" 42672 A7 B7 V. Description of invention (51 Composition example 1 9 332423323 35322333 IF 1 F cc BFI o CFCCCCi I fBIB 1-II 1 B (^ One by one bbbebbbbbbb 2BBBBBHHHB yy τ Η Η Η H hhbbhhhhhhppbhhhh 3 · FF c (ί B) 2 F)

V)-F 3 F Cο

ο οN N ο 7

ooooooooo 428600433 IX 1X c 1 13 0 oooooooo * * · * · _ ·· 26626855 1 %%%%%%%%%%%%%%%%% ¾ %% (Please read the precautions on the back before filling this page)) Packing-Order N printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs. C This ο 2 points S * B Pm 9 1 2 oc 5 2 / IV ε Δ * ο 4 Ιο V 9 7 ο η 9 Δ Degree of viscosity 0C 9 P 5 2 OCο 2 / ν 'ht V, 2 9 Paper size Applicable to Chinese National Standards (CNS) / VI specifications (UOXM7mm) -54-Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 2 6 7 2 va? B7 V. Description of the invention (52) Composition example 2 0 3-Η 2 Η 2 Β (F) -0 CF 3 (No. 2 4) 2. 0% 3-Η 2 Β Β (F) -0 CF 3 (No. 4 4) 4. 0% 2-Η Β (F )-C 1 4. 0% 3 " Η Β (F)-C 1 2. 0% 5 · -Η Β (F)-C 1 0. 0% 2--Β Β — C 1 2. 0% 4-~ Β Ε Β -C 1 2. 0% 3--Β Ε Β -C 4. 0% 2--Η Η Β CF)-C 6.0. 0% 3-Η Β Β CF)-C 6. 0% 2--Η Η Β -C 2. 0% 3-~ Η Η Β -C 4. 0% 3--P y Β Β-F 8. 0% 3, 'Η Β (F) Ε Β ( F) — C 4. 0% The physical properties of this composition are based on N — I point: 56.8 ° C, viscosity (2 0 ° C): 51.6 m Pa * S'An (25〇C): Ο. 1 4 3 'Δ ε (2 5 ° C): 18 · Ο' V th (2 Ο ° C): . 9 1 V. (Please read the precautions on the back before filling this page) This paper size is applicable to the Chinese National Standard (CTNS) Λ As Seen (2 丨 0X297 mm) Α7 Β7 Λ2672 Employees of the Central Standards Bureau of the Ministry of Economic Affairs. DESCRIPTION OF THE INVENTION (53) 1 1 Composition Example 2 1 1 I 3-Η 2 B (F)-c F 3 (N 〇 · 1) 5. 5.0% ί 3 — DB — C 5.0.0% 1 4-DB- C 12. 〇% Please read 5 — DB — C 8. 〇% Read back 1 I 2-Β EB-C 1 0 * 〇% 1 5-Ρ y B (F)-F 7. 0% & gt Wang Yi 1 I Matter 1 2 — P y β Ma 2 1. 4% item again! 3-P y β — 2 1.3. 3% Fill out this package 4-P y β 2 1.3% page > 1 I 6-Ρ y β-0 4 2. 0% 1 1 6 — ρ y Β — 0 5 1 · 0% 1 3-Η E Β — 0 4 5. 0% 1 1 4-Η E Β — 0 2 3 · 8% subscription • I 3-Η E Β — 0 2 3. 0% 1 1 1 0 — BE Β -2 2 · 4% 1 Ι 5- Η E Β — 1 3. 8% 1! 4-Η E Β — 4 5. 0% 1 3-Η Β Β 1 3 13. 0% 1 3-Η Η Β-0 1 4. 0% 1 I 2 -Ρ y β Η -3 4. 0% ί I 3-ρ y β Β-2 2. 0% 1 1 The physical properties of this composition are based on the N-I point: 5 3 .6 V, viscosity ι I ( 20 ° C): 296 m Pa • s, Δ η (2 5 V): 0.19, △ e (2 5 ° C) · 9.3 V th (2 0 ° c) [1: 1. 2 3 V. 1 1 The compound represented by the formula (1) of the present invention can be organically synthesized as -1. 1 1 This paper size is applicable to the Chinese National Standard (CNS) Λ4 specification (210 '< 297 mm) -56-426123 Α7 Β7 5. Description of the invention (54) Chemical methods, such as the methods described in "Organic Synthesis", "Organic Reactions", and "Experimental Chemistry Lectures" * Proper combination is extremely easy to manufacture ° The following are examples of its synthesis, but Example! ^ > Y1, X3 and X4 are as defined above, g is 1 or 0, and the code shown in the left column below represents the compound name shown in the right column, respectively. DI BAL: isobutyl aluminum hydride RTS: p-toluene acid monohydrate P d — C: palladium — carbon R — N i: Raney nickel LA Η: lithium aluminum hydride FSDF: sulfonylfluorinated difluorinated acetic acid Methyl ester DPAE: Diethylphosphinoacetate chloranyl: The first group of compounds of the present invention produced by tetragasification of p-phenylene (wherein η in formula (1) is 0) can be prepared as follows (please read the precautions on the back first) (Fill in this page again) Order a printed sheet of paper from the Employees' Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs, one S NC standard, one standard-Home-Guoguo I, Zhonglin Li Gong-4267 2 3 A7 B7 V. Description of the invention ( 55

0) (Y1-CF3, 〇CF3, q = 1.〇) The minister of the Ministry of Economic Affairs will mark 扃 * Printed by the Consumer Cooperative, that is, the carboxylic acid produced by the method described in EP315050 is esterified according to the usual method, The ester (12) is obtained, and the base (1 3) is reduced by DIBAL. It is reacted with 3-fluoro-4-substituted phenylmagnesium (1 4) bromide, followed by dehydration reaction in the presence of acidic media such as PTS or sulfuric acid, and using media such as P d — C or R-Ni. By the hydrogenation reaction, the above-mentioned compounds of the present invention (1) can be obtained. In addition, if the substituent Yi of the compound (1) is made of methyl trifluoride, it can be processed according to the Chinese paper standard (CNS) A4 specification (2) 0X297 mm) 42672 3 A7 B7 V. Description of the invention (56

COCI (15)

F (16)

F

q (17) (18) (Please read the precautions on the back before filling out this page)].

I (19) q FSO2CF2CO2CH3 (20) F CF3 (1)

-5 The seal of the Shellfish Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs, that is, manufactured according to the method described in Can. J. Chem., H 466 (1 968), from the method of EP 3 1 5 0 50 above Carboxylic acid is obtained from the carboxylic acid (1 5), and it is reacted with 3-methylphenyl bromide (16) to produce ketones (17) according to the method described in Tetrahedron Lett., 2_S ·, 4805 (1984). After using LAH to make the reduction reaction 'dehydration reaction and hydrogenation reaction under acidic conditions' to obtain compound (18), the Chinese national standard specification (2) 0X 297 cm) is applied in accordance with this paper standard. Printed by the Central Standards Industrial and Commercial Cooperatives ^ 426723 A7 _ B7 V. Description of the Invention (57)

Org., Synth., I, 32 3 (1 94 1) to obtain the iodide (19). According to the method of Tetrahedron, 6555 (1992), it can be trifluoromethylated by interacting with SDF (20) to prepare the above-mentioned compounds of the present invention in which Yi is trifluoromethyl. Production of a second group of compounds of the invention (compounds of formula (1) where η is 1, ring A is 1, 4-cyclohexyl, m and p are both 1, and X3 is a fluorine atom):

Yt is manufactured by the following method. That is, the cyclohexanone derivative (2 1) produced according to the method described in Chem. Ber., 1 2 1. 2 1 9 (1 988), so that it is made according to Org. Synth., V, 547 (1973) Method After reacting with DP AE, hydrogenation reaction was carried out in order, and DI BAL reduction reaction was used to produce aldehydes. (This paper size is applicable to China National Standard (CNS) Λ4 specification (2 丨 OX 297)) (please read the back first) (Notes for filling in this page)

-60-426723 A7 B7 V. Description of the invention (58) 2 2). After reacting it with 3-fluoro-4 mono-substituted phenyl magnesium bromide or 3,4-difluoro-4-substituted phenyl magnesium (2 3), dehydration reaction and argon under acidic conditions are performed as described above. The compound (1) of the present invention can be produced by a chemical reaction. The third group of compounds of the present invention is made (in the compound of formula (1), η is 1, ring A is 1, 4-phenylene, m is 1, ρ is O'Xi 'Xa, X4 is a hydrogen atom, and X3 is Fluorine atom compounds): (Please read the precautions on the back before filling this page)

(24) Υι (14) (1) (Y, = CF3l 〇CF3)

, 1T Printed by the Consumers' Cooperative of the Central Bureau of Standards, Ministry of Economic Affairs The following can be successfully produced. That is, in the iodide (2 4) produced according to the method of WO 9 0 1 4 4 0 5, the Grignard test drug is added according to the method of J. Org. Chem., 4 2, 1821 (1977) ( 14) By performing the strong coupling reaction 1, the compound (1) of the present invention can be produced as the third group. In addition, among the compounds, especially those in which Yi is a trifluoromethyl group can also be produced according to the following method. "The paper size is applicable to the Chinese National Standard (CNS) Λ4 specification (210X297 mm) _ 61-42672 3 A7 B7 V. Description of the invention ( 59

(21) (16) (25) (Please read the precautions on the back before filling out this page)

⑴ '? Τ Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs, that is, after adding 3-bromophenyl magnesium bromide to the above cyclohexanone derivative (21), the dehydration reaction under acidic conditions is performed sequentially' use Chloranyl's dehydration reaction is produced by iodination reaction to produce iodide (2 5), and then the same as in the first group of compounds, and it is allowed to interact with FSDF (20) to obtain the third group of compounds of the present invention (1) . Production of the fourth group of compounds of the present invention (compounds of formula (1) compounds in which η is 1, ring A is 1,4 phenylene, m is 0, ρ is 1, Xi is a fluorine atom, and X2 is a hydrogen atom): Paper rule ^ _ Applicable to Chinese national standard (['milk] plus specifications (2! 0/297 mm) -62-* 42672 3 A7 B7 V. Description of invention (6 ()) COaEt

(27) (28) (26) (Please read the notes on the back before filling out this page) Order printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs, ie, hydrolysis according to Mol. Cryst. Liq. Cryst., R, 331 (1 982) produced by the method, and then esterified to obtain the compound (26) »After the LAH reduction reaction as described above, it was treated with hydrogen bromide (Org · Synth., I, 25 ( 1 941)) to make it bromide, and then to cyanide reaction according to the method of J. Am. Chem. Soc., Ϋ 1 95 (1 9 7 1), and then react it with the Riya test (2 7), Ketones (28) were obtained. The fourth group of compounds of the present invention can be produced by sequentially performing a reduction reaction with LAH, a dehydration reaction under an acidic condition, and a hydrogenation reaction. Hereinafter, the present invention will be described in more detail through examples. In the examples, C is crystallized according to the table, N is a nematic phase, S is a distance phase, and I is the same. The paper size is in accordance with the Chinese National Standard (CNS) of 8 and 4 (210X 297 mm). -63-4 2 672 * «A7 B7 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the Invention (61) The units of liquid and phase transfer temperature are all ° (:. Example 1 · Manufacture 1—Trifluoro Methyl-2-fluoro-4- (2- (4-propylcyclohexyl) ethyl) benzene, (In formula (1), Ri = propyl, m = 1, n = p = 〇 «Xj-Xs = X4 = Hydrogen atom'X3 = Fluorine atom, Yl = Trifluoromethyl compound No.1) Heated under reflux for 3 hours 1 0 0 mol acetic acid 4 monopropylcyclohexyl ester and 1 50 mol sulfinic acid After the mixture of fluorenyl chloride, the excess sulfonyl chloride was removed in an aspirator under reduced pressure to obtain 100 millimoles of crude fluorenyl chloride. Add 100 millimoles of chlorinated chloride to 5 Ferric acetamyl iron acetone and 30 OmJ? Of dry toluene, in this mixture, drip at a temperature below 50 ° C from 1 10 mmoles of 3-fluorobromobenzene, 1 10 mmoles Magnesium and lOOmi? Tetrahydrofuran (hereinafter referred to as THF), so A Grignard reagent was prepared and stirred at the same temperature for 1 hour. The obtained reaction product was extracted with 200 m H 6N hydrochloric acid, and extracted twice with 100 m: toluene. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was recrystallized from 5 Omi ethanol to obtain 75 millimoles of 2-fluoro_4-((1-oxy-2- (4-propylcyclohexyl) ethyl) benzene. Keeping it below 10 ° C While adding 75 mmol of sodium borohydride to a mixture of 75 mmol of the above obtained and 20 Omj® ethanol, stir at room temperature for 3 hours. Add 5 Omj® 6 M hydrochloric acid and After 200 mj? Of water, it was extracted 4 times with 100 m) of ethyl acetate, and the solvent was distilled off from the extract under reduced pressure to obtain 2-fluoro of 70 millimolar residue. ----(Please read the notes on the back before filling in this page) Ύ

This paper size applies the Chinese national standard (CNS> Λ4 specification (21 ϋ X 297) 牦. -B4 — printed by the Consumer Cooperatives of the Central Bureau of Standards, Ministry of Economic Affairs 426723 A7 B7 V. Description of the invention (62) A 4 — ( 1-hydroxy- 2-(4-propylcyclohexyl) ethyl) benzene. To the 70 millimolar product obtained above was added 100 m) 2 toluene and 1.5 g of p-toluenesulfonic acid monohydrate. , While removing the generated water, heating and refluxing for 4 hours. After cooling, the reaction was transferred to a separating funnel, washed three times with 10 Omp water, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 66. Millimolar 2-fluoro-4_ (2- (4-propylcyclohexyl) vinyl) benzene. To this 66 millimolar product was added 7 OmJ? Ethanol, 600mj? Ethyl acetate and 3 g 5% palladium carbon as the catalyst. After obtaining the mixture, stir under hydrogen atmosphere for 4 hours, filter off the catalyst, and then distill off the solvent. • Residue obtained by sand column chromatography (eluent; heptane), and then use 2 5 mi ethanol was recrystallized twice and purified to obtain 3 4 mmoles of 2-fluoro-4 4- (2- (4-propylcyclohexyl) ethyl) benzene. 34 millimoles of iodine, 18 millimoles of iodine, 100mi of acetic acid, water, and 20m of carbon tetrafluoride were added to obtain 34 millimoles of the product, followed by heating and refluxing for 12 hours. After cooling To the reaction was added 500 mi water and extracted with 20 OmJ? Toluene. After the extract was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure to obtain a yellow oily substance. 264 millimoles were added to the yellow oily substance. Otothiourea and 600mJ2 ethanol. Heat the mixture and place the resulting homogeneous solution at room temperature overnight. Filter the precipitated needle-like crystals, decompose with 90 ° C water, and dissolve with 100 m After extraction with alkane, it was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was recrystallized with 2 OmJ? Ethanol to obtain 10 millimoles 1 —iodine — This paper is in accordance with China National Standard (CNS) A4 specifications ( 2 丨 0X297 公 牦) ~ -65-^^^ 1 In L ^ i 1 In nf I 0 '一 eJ1 m —a ^ imn ： r} · 1 (Please read the precautions on the back before filling this page) Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs 42612 ^ A7-B7 V. Description of the Invention (63) 2-Fluoro-4_ (2_ (4-propylcyclohexyl) ethyl) benzene. 10 millimoles of the product were added with 100 millimoles of fluorinated sulfofluorenyl difluoroacetic acid methyl ester, 10 millimoles of copper iodide and 2 OmJ? Dimethylformamide, and the mixture was obtained at 9 Stir for 2 hours at 0 ° C. Add 100mj? Of water to the reaction, extract with 1000miZ toluene, and wash three times with 50τηί water. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by gel column chromatography (eluent: heptane), and then recrystallized twice with 10 m5 ethanol to obtain 5.5 millimolar title compound ( Yield: 55%) · Various spectral data of this substance can fully support its structure. The phase transition point is point C to I: 11. 7ec. According to the method of Example 1, the following first group of compounds (

No. 2 to 1 8)

No. 2. 1-trifluoromethyl- 2-fluoro-4- (2- (4-butylcyclohexyl) ethyl) benzene 3. 1-trifluoromethyl- 2-fluoro-4 4- (2 — (4 monopentylcyclohexyl) ethyl) benzene

C-I point: 2 1. 4 ° C 4 · 1-difluoromethyl- 2 —fluoro_4_ (2 — (4-hexylcyclohexyl) ethyl) benzene 5. 1 —trifluoromethyl-2 — Fluoro-4— (2— (4-heptylcyclohexyl) ethyl) benzene 6. 1—Trifluoromethyl—2—fluoro-4— (2— (4-octyl basic paper size applies Chinese National Standard (OVS ) Λ4 specification (2) 0XB7 male) " -66---- 1 .------ ^ Shang-(Please read the notes on the back before filling this page) * 1T_ 426723 A7 B7 V. DESCRIPTION OF THE INVENTION (64) Cyclohexyl) ethyl) benzene 7. 1-trifluoromethyl-1 2-fluoro- (2- (4-propylcyclohexyl) ethyl) benzene 8. 1-trifluoromethyl-2 —Fluoro-4— (2- (4-butylcyclohexyl) ethyl) benzene 9. 1—Trifluoromethyl—2—fluoro-4— (2— (4-pentylcyclohexyl) ethyl) benzene 10. 1-trifluoromethyl- 2-fluoro- 4-(2-(4-hexylcyclohexyl) ethyl) benzene 11. 1-trifluoromethyl- 2 -fluoro- 4-(2 — (4 — Heptylcyclohexyl) ethyl) benzene 12. 1-trifluoromethyl-2 -fluoro- 4-(2-(4-octylcyclohexyl) ethyl) benzene 1 3. 1-trifluoromethoxy — 2-fluoro—4-(2— (4- Propylcyclohexyl) ethyl) benzene 14. 1-trifluoromethoxy- 2 -fluoro-4-(2- (4-butylcyclohexyl) ethyl) benzene Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (Please read the precautions on the back before filling out this page) 15. 1-Trifluoromethoxy-2 2-fluoro-4-(2-(4-pentylcyclohexyl) ethyl) benzene 16. 1-tri Fluoromethoxy- 2 -fluoro-4- (2-(4 -hexylcyclohexyl) ethyl) benzene 17.Three gas methoxy-2 -fluoro-4-(2-(4-heptylcyclohexyl) Ethyl) benzene 18. 1-trifluoromethoxy- 2-fluoro-4-(2- (4- This paper size applies to Chinese National Standard (CNS) A4 specifications (210X297 cm) -67-Central Standard of the Ministry of Economic Affairs Imprint 42672 3 M B7 for employee consumer cooperatives V. Description of the invention (65) Octylcyclohexyl) ethyl) benzene Example 2. Production of 1-trifluoromethoxy-1 2-fluoro-4 4 (2— (4 Mono (2- (4-propylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene (in formula (1), R; i = propyl, m = n = p = l, ring A is 1 '4 Cyclohexyl, X = X2 = x4 = hydrogen atom, x3 = fluorine atom, Υ = trifluoromethoxy group Compound No. 19) 50 millimoles 4- (2- (4-propylcyclohexyl) ethyl) produced in the production example of aldehydes (2 2) according to the compound (second group) of the present invention In a mixture of cyclohexylacetaldehyde and 50mJ? THF, the solution was prepared by dripping at 5 ° C from 55 mmoles of 3-fluoro-4, trifluoromethoxybromobenzene, 55 mmol of magnesium and 8 Omp THF at 0 ° C. Chengzhi Griya reagent, after stirring at room temperature for 3 hours, 20 mp 6 N hydrochloric acid was added to the reaction, and the solution was extracted twice with 100 mp ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. . To the obtained residue, 10 Omj? Toluene and 1 g of p-toluenesulfonic acid monohydrate were added, and the resulting water was removed while heating and refluxing for 4 hours. After allowing to cool, the reaction was transferred to a separatory funnel, washed three times with 100 μβ water, then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 43 millimoles of crude 1-trimethylol. The radical _2_fluoro-4 is mono (2- (4- (2- (4-propylcyclohexyl) ethyl) cyclohexyl) vinyl) benzene. 5 Omi? Ethanol, 5 Omp ethyl acetate and 2 g 5% palladium carbon were used as catalysts in this 43 millimolar product to obtain the mixture. The paper size is applicable to Chinese National Standard (CNS) A4 specification (2ΚΪχ29). ? Mm) (Please read the notes on the back before filling out this page)

1T -68-A7 42672 3 _ B7 V. Description of the invention (66) After stirring in a hydrogen atmosphere for 3 hours, filter the catalyst, and then distill off the solvent. The residue obtained was decanted (eluent; heptane) on a silica gel column, and then recrystallized twice with 10 m of ethanol to obtain 16.5 mmol (yield 33%) of the title compound. Various spectral data of this object can fully support its structure. The phase transition point is the C-N point: 50.3 ° C, and the N-I point: 1 0 1 7 ° C. According to the method of Example 2, the following second group of compounds (N 0.22 to 38)

No. 2〇. 1-trifluoromethyl-2-fluoro-4- (2- (4- (2- (4-propylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 21. 1-trifluoro Methyl mono 2-fluoro-4 4- (2- (4- — 2- 2- (4-butylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 2— (4— (2— (4-pentylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 2 3 · 1-trifluoromethyl-1 2-fluoro-4 4 (2 — (4 — (2 — (4-hexylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 2 4 · 1-trifluoromethyl-1 2-fluoro-1 4-(2 — (4 — (2 — (4-heptylcyclohexyl)) Ethyl) cyclohexyl) ethyl) benzene 2 5 · 1 -trifluoromethoxy-2 -fluoro-4-(2_ (4-(2 ~ (4-propylcyclohexyl) ethyl) cyclohexyl) ethyl ) Benzene

C ~ N point: 50.3 ° C, NI point: 101.7 ° C 2 5 ~ 1 1 -trifluoromethoxy- 2 -fluoro- 4-(2-(4-(4-butylcyclohexyl ) Ethyl) Cyclohexyl) Ethyl) Benzene Paper Standard CNS) Λ4Μ_Grid (210X297 cm) (Please read the precautions on the back before filling out this page) Installation, 1T Employees of the Central Standards Bureau of the Ministry of Economic Affairs Printed by the cooperative -69-Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 4267 2 3 A7 B7 V. Description of the invention (87) 2 6. 1-trifluoromethoxy-1 2 —fluoro-1 4 — (2 — ( 4 — (2 — (4-pentylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 27.1. 1 trifluoromethoxy — 2 —fluoro — 4 — (2_ (4 — (2 — (4 —Hexylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 2 8.1. Trifluoromethoxy-2 —fluoro-4 — (2 — (4 — (2 — (4 —heptylcyclohexyl)) Ethyl) cyclohexyl) ethyl) benzene 29. 1-trifluoromethyl-2,6-difluoroyl-4 — (2 — (4-mono (2-(4-propylcyclohexyl) ethyl) ring Hexyl) ethyl) benzene

C—I point: 88.9 ° C, N—I point: 81.9 ° C 3 0. 1-difluoromethyl-2,6-difluoroyl-4— (2 — (4 1 (2 — (4 monobutylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 31.1 1-trifluoromethyl-1,2,6-difluoro-1-4 — (2 — (4 1 (2-(4 -penta Cyclohexyl) ethyl) cyclohexyl) ethyl) benzene 3 2. 1_difluoromethyl_2,6-difluoroyl 4 — (2 — (4 1 (2 — (4 —hexylcyclohexyl) ethyl Yl) cyclohexyl) ethyl) benzene 3 3. 1-difluoromethyl_2,6_diazyl-4_ (2 — (4 — (2 — (4-heptylcyclohexyl) ethyl) cyclohexyl) Ethyl) benzene 34.1 1-trifluoromethoxy-2,6-difluoroyl-4 — (2 — (4 — (2 — (4-propylcyclohexyl) ethyl) cyclohexyl) ethylbenzyl # ^ The scale applies to China's national standard (<:! ^) Person 4 specifications (210 '_ > < 297 mm) „—---- Γ ------ installation-Γ? Ί (please listen first Read the notes on the back and fill out this page),-口 -70-A7 426723 B7______ V. Description of the invention (68)) Benzene 35.1-Trifluoromethoxy-2, 6_difluoro group 4 1 (2 < Please read the note on the back first Please fill in this page again) — (4- (2- (4- (4-butylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 3 6. 1_trigasmethoxy-1,2,6-difluoro-1 4- (2- (4- (4- (pentylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 37.1-trifluoromethoxy_2,6_difluoro-4— ( 2 mono (4- mono (2- (4-hexylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene 3 8. 1-trifluoromethoxy-2,6-difluoro- 4- (2 _ (4-mono (2- (4-heptylcyclohexyl) ethyl) cyclohexyl) ethyl) benzene Example 3. Manufacturing 4 (2- (4-propylcyclohexyl) ethyl) Employees of the Central Standards Bureau of the Ministry of Economic Affairs Consumer cooperatives print a 3-fluoro-4 -trifluoromethoxybiphenyl (Ri = propyl 'm = n = l, p = 0 in formula (1), ring A system 1, 4-phenylene, Χι = X2 = X4 = hydrogen atom, X3 = fluorine atom, Yi = trifluoromethoxy compound (No. 39) The third one manufactured by the method of heating under reflux for 50 millimoles has been described in WO 9 0 1 440 No. 5 method A mixture of 1_iodine_4_ (2_ (4-monopropylcyclohexyl) ethyl) benzene, a mixture of ΟΟπιβ THF and 1 mmol of palladium chloride Drop into this mixture by 5 5 millimoles this paper standard applicable Chinese National Standard (CNS) A4 specifications (2) 0 × 297 mm) '-71-426723 A7 B7 V. Description of the invention (69) Ear 3 —Fluoro-4 _Trifluoromethoxybromobenzene, 55 millimolar magnesium and 80 m 9. Grignard test prepared with THF, and stirred at the same temperature for 1 hour. The obtained reaction product was extracted with 200 mJ? 6N hydrochloric acid, and then extracted with 100 m i? Toluene twice. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The ethanol was recrystallized twice from 100 m to obtain 39 mmol of the title compound (yield: 78%). Various spectral data of this material can fully support its structure. The phase transition point is C-N point: 64.9 ° C, and N-I point: 8 7.9. . . According to the method of Example 3, the following compounds of the third group (N 0 ′ 40 to 4 8) were produced.

No. 4 0. Mono (2- (4-propylcyclohexyl) ethyl-3-fluoro-4-trifluoromethylbiphenyl c-I Point: 8 8. 5. 4 1. 4 2- (4-butylcyclohexyl) ethyl-3—fluoro-4 4-trifluoromethylbiphenyl 4 2. 4 (2- (4-pentylcyclohexyl) ethyl-3 — Central Bureau of Standards, Ministry of Economic Affairs Printed by the employee consumer cooperative (please read the precautions on the back before filling this page) Fluoro-4 ~ trifluoromethylbiphenyl 43.4 > — (2 — (4-hexylcyclohexyl) ethyl-3fluoro 1 4-trifluoromethylbiphenyl 44. 4 -— (2- (4-heptylcyclohexyl) ethyl-3—fluoro-4-trifluoromethylbiphenyl 4 5. 4-— (2 — ( 4 monobutylcyclohexyl) ethyl 3 —fluoro ~ 4 trifluoromethoxybiphenyl degree CNS) lattice (21 () X 29τίϊ ") _ „2 ^ '1' 1 January 88 Amendment 2: Patent Application No. 85107358 No. 4 267 2 3 Amendment page of the Chinese specification a? B7 Inventory 70 4 6 (2 — (4-pentylcyclohexyl) ethyl 3 UJ ^ · 7 ^ /- Fluoro-4 -trifluoromethoxybiphenyl 4 Fluoro-4 4 * Mono (2- (4-hexylcyclohexyl) ethyl-3-fluoromethoxy Biphenyl 4 8 4 (2- (4-heptylcyclohexyl) ethyl-3fluoro-4trifluoromethoxybiphenyl. Thereafter, the method of Example 3 was followed to prepare the following group 3 compounds. 79 2——Fluoro-4 >—( 2- (4-propylcyclohexyl) ethyl)-3, 5-difluoro-4 4-trifluoromethoxybiphenyl C 3 5 (4-propyl 80 2 Mono-, 6-difluoro-4 '-(2 cyclohexyl) ethyl), 3,5-difluoro-4, trifluoromethoxybiphenyl

C 6 6-7 (2- (4-pentyl 81 2 mono, 6 ^ -difluoro-4 monocyclohexyl) ethyl) 1 3, 5-difluoro-4 monotrifluoromethoxybiphenyl C 6 5 (2 _ (4-propylr —difluoro-4 1 — 丨 monofluoro-4 —trifluoromethoxybiphenyl C 4 7 · 0 (N 3 9-4 83 2, 6 -digas-4 ring Hexyl) ethyl) 3-fluoro-4 monotrifluoromethoxybiphenyl (2_ (4-pentyl (M first M read ifJ's if-erythose formula for IfJ) C 5 3 · 8

N 0 · 7 8 4 2 Difluoro-4 > _ (2- (4-propyl-73-426723 A7 Secretary Rev. 5. Description of the Invention (71) Bromocyclohexyl) ethyl) -3 -Fluoro-4 _Trifluoromethyl biphenyl

C 7 3 · 4 Example 4. Production of 1-trifluoromethoxy- 2 -fluoro 2 -fluoro-4-(4-propylcyclohexyl 4-(benzene (R in the formula (1): Glycidylcyclohexyl After that, the crude iron ketone was mixed with ferric ketone with the following drops of 110 and dried with the same 6 N salt. P = = fluoromethoxy thermal reflux. 3 phenyl) aspirator to produce fluorenyl chloride 1 0 0 3 0 0 m After stirring the acid at a temperature of 1 1 millimolar magnesium, the compound (No. 49 group) phenyl) ethylpropyl, which is an A-series atom, χ2 = χ4 = hydrogen radical, is taken after the liquid is taken, m = 0, η = phenylene, X 1 = X 3 ions, Y 1 = trifluoro)) 100 millimoles 2 -fluoro-4-(4-propionic acid and 150 millimolar sulfin to remove excess under reduced pressure Add 5 5 dry toluene to the molenyl chloride and add 0 millimoles of 3-fluoro-4 to trichloromethyl chloride to this mixture to obtain 100 millimoles. It was prepared in fluoromethoxyl 200. It was adjusted with bromobenzene at 50 ° C without ethyl acetonitrile, Riyah reagent mi? Water magnesium sulfate and 100 miZTHF for 1 hour. The obtained reaction was extracted twice with 100 mJZ toluene. Remove the solvent and recrystallize the residue from 50mj? Ethanol. A mixture of 70 millimolar 1-trifluoromethoxy-2 2-fluoro- 2- (2-fluoro-4 4- (4-propylcyclohexane) was maintained at 70 mmol while maintaining below 10 ° C. Chinese | Add 7 0m 4 1 (1 —Oxygen -------- 0 ¾ — (¾ first read the back of the precautions and then E.. ^ Ben Ug 2 0 0 m and ethanol paper "scale test Chuanxiong Group) benzyl molar hydrogen) benzene. The obtained and sodium boride,) A4l'Ut (21 () X297 // >#) 74-4267 2 3 _______________________________; \ ^% ν-: γ, > α \ ______ V. Description of the invention (2)-Stirring at room temperature for 3 hours "After adding 5 Omj 6 M hydrochloric acid and 20 Omi water to the obtained reaction, extract with 10 Om5 ethyl acetate 4 times, the solvent was distilled off from the extract under reduced pressure, and the solvent of 1 -trifluoromethoxy-2-fluoro-4 a (1 -hydroxy-2-(2 -fluoro-4 a- 4-propylcyclohexyl) phenyl) ethyl) benzene. To the 65 millimolar product obtained above was added 100 mi of toluene and 1.5 g of p-toluenesulfonic acid monohydrate, while removing the generated water, Heat to reflux for 4 hours The separatory funnel was washed three times with 10 OmJ? Water, then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 5 9 millimoles of crude 1-trifluoromethoxy-2-fluorine-4- (1-hydroxy-2- (2-fluoro-4 (4-propylcyclohexyl) vinyl) benzene. 7 OmJ? Ethanol, 6 Omj? Ethyl acetate and 3 g 5% palladium carbon were used as catalysts in the resulting product of 59 mmoles. After the mixture was obtained, the mixture was stirred for 4 hours under a hydrogen atmosphere, and the catalyst was filtered. The solvent was then distilled off. The residue obtained was subjected to silica gel column chromatography (eluent; heptane), which was then recrystallized twice with 2.5 m cross ethanol to obtain 28 mmol (yield 48%) of the title compound. Various spectral data of this object can fully support its structure. The phase transition point is C-I point: 4 3.8 ° C. According to the method of Example 4, the following fourth group of compounds (N 0.5 to 78) was prepared.

No. 50. 1-trifluoromethyl- 4— (2 — (2 —fluoro_4— (ΗΓΐ · ίΐ. :: ι (CNS) (210X 297 ^ #) Reprinted matters s) Pack. -75-426723 Ια 7 Β7 V. Description of the invention (73 > —_ · 4-propylcyclohexyl) phenyl) ethyl) benzene 5 1, 1 —trifluoromethyl-1 4 — (2 — (2 —Fluoro-4 — ((read the precautions first and then " $ this page) 4 —Butylcyclohexyl) phenyl) ethyl) benzene 5 2. 1-Trifluoromethyl 4- (2_ (2-Ga-4- (4-pentylcyclohexyl) phenyl) ethyl) benzene 5 3. 1-trifluoromethyl- 4- (2- (2-fluoro-4- (4-hexylcyclohexyl) phenyl) ethyl) benzene 54.1 —trifluoromethyl—4- (2-—2- 4- (4-heptylcyclohexyl) phenyl) ethyl) Benzene 5 5. 1-trifluoromethoxy-4 mono (2- (2-fluoro-4— (4-propylcyclohexyl) phenyl) ethyl) benzene 56. 1-trifluoromethoxy-4 — (2- (2-fluoro-2, 4- (4-butylcyclohexyl) phenyl) ethyl) benzene 57.1 —trifluoromethoxy — 4 — (2 — (2 —fluoro-4 — (4 —Pentylcyclohexyl) phenyl) ethyl Phenyl) benzene 5 8. 1-trifluoromethoxy-4— (2— (2-fluoro-4 4 ((4-hexylcyclohexyl) phenyl) ethyl) benzene 59.1 4- (2- (2-fluoro-4— (4-heptylcyclohexyl) phenyl) ethyl) benzene 60. 1-trifluoromethyl-2—fluoro-4 ^ (2 — (2 — Fluoro 4- (4-propylcyclohexyl) phenyl) ethyl) benzene 6 1. 1-trifluoromethyl- 2 -fluoro-4-(2-(2-fluoro_4_ (4_butylcyclohexyl) ) Phenyl) ethyl) benzene 62. 1-difluoromethyl-1 2-fluoro-4 — (2 — (2 —gas — 76-426723

4 4 4

Radicals 4 radicals 4 radicals ethylene diethyl I B) gas radicals I radicals I radicals benzene 2 benzene 2 benzene P) I \ ϊ ^ I \ 1/8 radicals radical. Hexamethylhexyl hexafluoride Ring 4-based triyl triyl: pentyl I hex-heptyl point j 1 j 1 | I 4 4 4 _ (3 .K 4 (C phenfluorobenzene benzene 6 oxymethylfluorotrifluoro 4 benzene lyyl ethyl \ 1 / phenylphenylhexylcyclobutane 6

Qi I —1 ....... I__ 士, _ Ϊ — i ^ ^ I ΪΛ first read the back; — (4-pentylcyclohexyl) phenyl) ethyl) benzene 67. 1-trifluoromethoxy-1 2-fluoro-1 4- (2- (2-fluoro-4— (4-hexylcyclohexyl) benzene (Yl) ethyl) benzene 6 8. 1 -Three gas methoxy-2-gas-4-(2-(2-fluoro-4-(4-heptylcyclohexyl) phenyl) ethyl) benzene 69. 1-trifluoromethyl-1,6-difluoro-4_ (2- (2-fluoro-4— (4-propylcyclohexyl) phenyl) ethyl) benzene 70. 1-trifluoromethyl —2,6_difluoro-4— (2— (2—fluoro-4— (4-butylcyclohexyl) phenyl) ethyl) benzene 7 1. 1—trifluoromethyl-2, 6— Difluoro-4— (2— (2-fluoro-1— (4-pentylcyclohexyl) phenyl) ethyl) benzene f / · 72. 1 —trifluoromethyl-2,6-difluoro —4 — (2 — (2 —fluoro-4 (4-hexylcyclohexyl) phenyl) ethyl) benzene 73.1 —trifluoromethyl—2,6-difluoro—4- (2- ( 2_fluoro_4_ (4-heptylcyclohexyl) phenyl) ethyl) benzene n-, 'S) 8 4 core (2ΙΟχ 2 97 公 #) -77-ii 426723 Amend A7. Ink ___ Bfii B7 V. Description of the invention (75) 74. 1-trifluoromethoxy-1, 2-6-difluoro-1-4 — (2 1 ( 2-fluoro-4- (4-propylcyclohexyl) phenyl) ethyl) benzene (I read the 4 items of vg first and then ^ ¾ this 莨) 75.1-Trifluoromethoxy-2,6 —Difluoro-4—mono (2-mono (2-argon-4— (4-butylcyclohexyl) phenyl) ethyl) benzene 76. 1—trifluoromethoxy—2,6-difluoro-1— (2 mono (2-fluoro-4— (4-pentylcyclohexyl) phenyl) ethyl) benzene 77. 1-trifluoromethoxy-2,6-difluorofluoro-4— (2 — (2 —Fluoro-4 — (4-hexylcyclohexyl) phenyl) ethyl) benzene 78.1 —trifluoromethoxy — 2,6 —difluoro — 4 — (2 — (2 —fluoro—4 — (4 — Heptylcyclohexyl) phenyl) ethyl) benzene Example 5 (Use Example 1) A liquid crystal composition A prepared as follows was prepared. 24% by weight 4- (4-propylcyclohexyl) benzonitrile 36% by weight 4- (4-pentylcyclohexyl) benzonitrile 25% by weight 4- (4-heptylcyclohexyl) benzonitrile 15% by weight 4— (4-propylphenyl) benzonitrile The transparent point of this composition is 72.4 ° C, △ e is 1 1 · 0, △ η is 0.137, and the viscosity at 20 ° C is 27. 〇m P a • s, V th based on a cell thickness of 9 μm 1. 7 8: V »85% by weight of this liquid crystal composition A is mixed with 15% by weight of the compound 1 of the present invention 1-trifluoro 3 ° C ， methoxy- 2 -fluoro-4 4- (2- (4-propylcyclohexyl) ethyl) benzene (No. 1) was prepared as a liquid crystal composition A1-1. Z \ e Department of Wood Paper Ruler Cheng Chengchuan 4 ((, NS) 梠 (2 丨 0X 297 公 #) -78 " 4261 2 Xiu Zheng A7-Five Λ Description of Invention (76): i .ί 10. 5 (Extrapolation value 7 · 7) 'Δη is 0.117 (Extrapolation value 0.004), viscosity at 20 ° C is 24.8m Pa-s (Extrapolation value 12.3m P a · s)' Vth at Vth at unit thickness of 8-7 / zm is 1. 3 5V 1 VHR is 9 9.8% at 100 ° C. This composition A 1 _ 1 is placed in a freezer for 60 days No precipitated crystals were found. Example 6 (Use Example 2) Instead of No. 1, the compound No. 1 was used. Fluoromethyl_2-fluoro-4 4- (2- (4-pentylcyclohexyl) ethyl) benzene Other than that, the same as Example 5 was obtained to obtain a liquid crystal composition A 1-2. The physical property value of this material was △ < £: 10. 6 '△ !!: 0 120, viscosity, 25.2 m pa. s (extrapolated value 19. 6 m P a * s). Example 7 (Use Example 3) Instead of the compound of No. 1, N-oxyl 2 —gas — 4 — (2 — (4-.19 of 1) Trifluoromethyl 2- (4-propylcyclohexyl%-\ rf: .. Modyl) Ethyl) Cyclohexyl) Ethyl) Benzene and other compounds

Example 5—A liquid crystal composition A2-1 was obtained. The physical properties of this material are Δε: 10.4, viscosity, 25.9 m Pa.s'V Δη: 0. 12 8: 1. 7 4V. {Read it first: iJ-Italy matters " ,, " this page)

Wood paper iUUiUJH 屮 彳 () Λ4 Regulations (210x 297 public power) -79-1 :: 4267 2 3 Lu A7 a B7 c 、 Invention description (77) Example 8 (Use example 4

I instead of No. 1 compounds use No. 21-21, 6-Ga-4 — (2_ (4- (9-1_trifluoromethylhexyl) ethyl) cyclohexyl) ethyl) benzene, other _ same To obtain a liquid crystal composition A2-2. The physical properties of this material are Δε: viscosity, 35. Om Pa

s, V η 4 monopropyl ring and Example 5 0.127 7 0 V. '/: Η ί?-消 f-' 'Example 9 (Use Example 5) In place of the compound of No. 1 use No. 4 of the 4-(2-(4-propylcyclohexyl) ethyl) -3-fluorine-4-trigas methyl biphenyl except "all other" same as in Example 5 to obtain a liquid crystal composition a 3-; l ο the physical property value of this material is Δε: 1 1.3, Δη: 137 , Viscosity, 29.6 m Pa.s (extrapolated value of 48 6 m Pa.s), Vth: 1.74V. Example 10 (Use Example 6) Instead of No. 1, a compound of No. 4 9 of 1-three-gas methoxy- 2-fluoro-4 4- (2fluoro-4 4- (4-propylcyclohexyl) benzene Except for the group) ethyl) benzene, everything else was the same as in Example 5 to obtain a liquid crystal composition A 4-1. The physical properties of this material are Δε: 11.1, Δη: 0.139, viscosity (extrapolated value): 37.4 m pa.s. This paper is in accordance with the standard 迖 / Π 中 家 柷 彳 (('NS) Λ4 size (2Ι0χ 297 gong)) (诮 Read the back: /.ί Italian matter before writing this page)

-80-

d2672 3, Description of the Invention (78)-! Example 11 1 (Use Example 7) Compounds No. 1 instead of No. 79 ~ 84, except for the compound No. 79 ~ 84 ^ The same as in Example 5 Six types of liquid crystal composition of the compound, and the liquid crystal properties were measured. The properties (extrapolated values) of each compound measured from this measured value are shown below. * NI point Δ ε Δ η Viscosity rc) 2 0 ° C • (mPa.s) Compound (Compound No. 79) 40. 4 19.7 0.113 56.5 Compound (Compound No. 80) 25.0 24.3 0.097 62.0 Compound (Compound No. 81) 35.7 23.0 0.104 67.3 Compound (Compound No. 82) 36. 4 18.3 0. 104 44.0 Compound (Compound No. 83) 43. 7 18.3 0.110 41.9 Compound (Compound No. 84) 26. 4 23.0 0.110 64.6 Example 12 (Use Example 8) A liquid crystal composition composed of the following components was prepared. 3-H2B (F) B (F, F) -0CF3 (; No.79) 10.0¾ IV2-BEBCF, F) -C 5.0¾ 3-HB-C 20.0¾ 1 -BTB-3 5. 0% 2- BTB-l 10.0¾ PRINK! Home pillow (rNS) (210X297) &(; ¾ first read the back and then pay attention to ¾ ¾ this book),-··

-81-4267 2 V. Description of the invention (79

3-HH-4 3-HHB-l 3-ΪΙΗΒ-3 3-H2BTB-2 3-H2BTB-3 3-H2BTB-4 3-HB (F) TB-2 3-HB (F) TB-3 This liquid crystal The composition has the following characteristics e NI = 88 · 9 (° C) η = 17 · 1 (xnPa * s) Δ η = 0-167 6. 0% 11.0% 9.0% 4.0% 4. 0% 4.0¾ 6.0% 6.0% Δ ε V th 8 8 (V) Example 1 3 (Usage Example 9) Production of a liquid crystal composition composed of the following components i) j elimination f '. /; F;

3-H2B (F) B (F, F) -0CF3 3-H2B (F, F) B (F, F) -OCF3 201-BEB (F) -C 301-BEB (F) -C 401-BEB ( F) -C 2- HHB (F) -C 3- HHB (F) -C (No.79) 10.0% (No.80) 7.0¾ 5.0¾ 15. 0% 13.0¾ 15. 0% 15. 0¾ ( (阅读 Read the back precautions first? 顼 ϊΐ this page)

-82 — A7 B7 V. Description of the invention (80) 3-HB (F) TB-2. ------ Λ Repair: 3- HB (F) TB-3f ^ ^ n 4- HB (F) TB-4 3-HHB-l 3-HHB-Ol This liquid crystal composition has the following characteristics e NI = 9 3 · 6 (° C) η = 80 * 9 (mPa * s) Δ n = 0 * 151 Δ ε = 30-6 V th = 0.92 (V) Example 14 (Usage Example 10) Production of a liquid crystal composition composed of the following components 4.0% 4.0% 4,0% 4. 0¾ 4.0% ΐ] ' Ψ 少 1 ii .-1 ίΐί / -ii

5-H2BCF, F) B (F, F) -0CF3 2- HB-C 3- HB-C 3-HB-02 2- BTB-l 3- HHB-l 3-HHB-F 3-HHB-Ol 3 -HHB-3 3-HHEB-F (No. 81) 7.0¾ 5.0% 12.0% 15.0% 3.0% < 8.0% 4.0¾ 5.0¾ 7.0¾ 4. 0% (¾Read the precautions on the back before filling out the text page)

This paper is based on the standard Shizhou Mid-threshold home furniture (('NS) Λ4 specification (210X 297 mm 83-4 26723 A7: ι Xiaozhu A ί B7) 5. Description of the invention (81); ______s 5-HHEB-F 丨Eight η two; 4.0% 丨. \ |-. .D 2- HHB (F) -F -----------------... 7.0¾ 3- ilHB (F) -F 7. 0% 5-HHB (F) -F 7.0¾ 3-HHBCF, F) -F 5.0% This liquid crystal composition has the following characteristics: NI = 9 0 · 5 (° C) 7} = 20 · 7 ( Π · ΐΡ3 · 8) Δ η = 0-098 Δ ε = 6 * 1 V th = 2 · 3 2 (V) Example 1 5 (Use Example 1 1) A liquid crystal composition composed of the following components was prepared. 5 -H2BCF, F) B (Ft F) -OCF3 (No.81) 5. 0¾ 3-H2BCF, F) B (F) -0CF3 (No.82) 9.0% 5-H2BCF, F) B (F)- 0CF3 (No. 83) 9.0% 2- HHB (F) -F 17.0% 3- HHB (F) -F 17.0% 5-HHB (F) -F < 16.0% 2- H2HB (F) -F 10.0% 3- H2HB (F) -F 5.0% 3-HBB (F) -F 6.0¾ 3-HBB (F) -F 6.0% (" Read the precautions for backing vg before writing this page)

_ 84-4267 2 3 f .: I,, A7 ____________ i .... B? __ 5. Description of the Invention (82) This liquid crystal composition has the following characteristics. NI = 8 7 · 2 (° C) V! = 29 * 6 (mPa · s) Δ η = 〇 · 0 9 4 Δ ε = 7 9 V th = 2 Ο 3 (V) Example 16 (Use Example 12) A liquid crystal composition composed of the following components was prepared. (诮 Read the precautions on the back before writing this page)

5-H2BCF, F) B (F) -CF3 (No.84) 10. 0% 7-HB (F, F) -F 3. 0% 3-HB-02 7. 0¾ 3-HHB (F)- F 10. 0% 3-HHB (F) -F 10. 0% 5-HHB (F) -F 10. 0¾ 2-HBB (F) -F 9. 0% 3-HBB (F) -F 9. 0% 5-HBB (F) -F 16. 0% 2-HBB-F 4. 0% 3-HBB-F 4. 0% 5-HBB-F 3. 0% 3-HHBCF, F) -F 5 0% This liquid crystal composition has the following characteristics. NI = 82 · 2 (° C) Paper size Hongzhou 屮 丨 ~ Bu \! Family Sample Today (Γ NS) Λ4 size (210 X · 2 9 7 cm) 〇_ one 85-3-H2B (F) B (F, F) -OCF3 (No.79) 12.0% 3-H2B (F, F) B (F) -0CF3 (No.82) 10. 0% 5-H2BCF, F) B (F) -0CF3 ( No.83) 8.0% 3-H2HB (F, F) -F 7,0¾ 5-H2HBCF, F) -F 8.0¾ 3-HHBCF, F) -F 10.0% 4-HHBCF, F) -F 5.0% 3 -HH2B (F, F) -F 9.0¾ 5-HH2B (F, F) -F 4. 0% 3-HBB (F, F) -F 5.0% 3-HBEBCF, F) -F 2.0% 4-HBEB (F, F) -F 2.0% 5-HBEB (F, F) -F 2.0% 3-HHEB (F, F) -F 10.0% 4-HHEBCF, f) -f 3.0¾ 5-HHEBCF, F)- F 3.0% This liquid crystal composition has the following characteristics. 4 ^ 6723-A 7 {B7 V. Description of the invention (8β |. Ν · ............ η = 26-5 (mPa * s) Δ η = 0-114 Δ: < ε = 7-0 V th = 1 · 9 1 (V) Example 17 (Use Example 13) A liquid crystal composition composed of the following components was prepared. Λ 4 specifications (2! 0 X 2 9 7 male f) (read the precautions before filling in this page)

-86-A7 A7 3-H2B (F) B (F, F) -0CF3 (No.79) 20. 0¾ 3-H2BCF, F) B (F, F) -〇CF3 (No.80) 10.0% 3 -H2BCF, F) B (F) -0CF3 (No.82) 15,0% 5-H2BCF, F) B (F) -CF3 (No.84) 10.0¾ 2-HHB (F) -F 6.0¾ 3 -HHB (F) -F 6.7¾ 5-HHB (F) -F 6.7¾ 3-HHBCF, f) -f 9.0% 2-HHBBCF, F) -F 8. 0¾ 3-HHBB (F, F) -F This liquid crystal composition has the following characteristics. 8.0% B7 V. Description of the invention (84), NI = 77 · 4 (° C) 7} = 33 * 7 (mPa * s) △ h = 0-091 Δ e = 1 3 · 5 V th = 1 · 6 6 (V) Example 18 (Use Example 1 4) A liquid crystal composition composed of the following components was prepared. N I = 8 7 · 5 (° C) Δ n = 0-113 Δ e = 1 2 · 5 Comparative Example 1

This paper ruler is used in the borders of China and Taiwan. I ('NS) Λ4 is present (210X297 公 #' I {" Please read the precautions on the back before you click this page). -87-426 2 3 A7 B7 V. Explanation of the invention (85) —'... As a comparative compound with a structure similar to the compound of the present invention (No. 3) included in the first group, the above special table Zhao 6 3 — 5 0 3 2 2 6 No. (C) Nobuhoku Compound (Comparative Compound 1), compound represented by formula (d) described in JP-A-Hei 2 -1 1 1 7 3 4 (Comparative Compound 2) and JP-A 6-1 — 2 07347 Describe the compound represented by formula (e) (Comparative Compound 3) * Find these physical properties (transparent point (C-I point), viscosity extrapolated from the liquid crystal composition prepared below) and liquid crystals containing these Δε * CF of composition, c5h,

(诮 Please read the precautions on the reverse side before filling in this page) (d) c5h. In this preparation of the liquid crystal composition, the above-mentioned comparative compounds were used instead of the compound of No. 3, except that all were the same as those in Example 6. To compare the liquid crystal compositions B1-1, B1-2 and B1-3, respectively. The results are shown below (the results of the compound No. 3 and the liquid crystal composition A1-2 (Example 6) are also shown here). Λ4 gauge (210X 297 male f) -88 supplement [r —M rfvj * V. Description of the invention (86! Transparent point extrapolated viscosity Δ ε (X) (m P a * s) Compound of the present invention (No. 3) 21.4 19.6 Al-1 10.6 Comparative compound 1 10 20.8 Bl-1 8.3 Comparative compound 2 -30 8.2 Bl-2 10.9 Comparative compound 3 0 -12.2 Bl-3 10.9 From this result, the following fact β is obtained, namely, the present invention Ν 0. Compared with the comparative compound 1, the compound 3 has a fluorine atom as a substituent at the side, but since the binding group in the center of the molecule is introduced with 1,2-ethenyl group, it will not reduce the transparent point, nor will it increase. The extrapolated viscosity has a very large Δε. The effect obtained by introducing 1,2-ethylenic group is the same as that of conventional technology, for example, the transparent point of the above-mentioned comparative compound with 1,2-ethylenic group is more transparent than that of comparative compound 3. Lower • The result of extrapolation of the viscosity will also be completely reversed. The results have indeed broken through the common sense. Comparative Example 2 As a comparative compound having a structure similar to that of the compound of the present invention (No. 19) contained in the second group, the one described in the above-mentioned Table 2 ^ 5 0 1 3 1 1 (b ) In the formula, n = 3, a tricyclic linear compound (Comparative Compound 4) represented by formula (f). Its phase transition temperature is C 39 SB 68 N148.61. '! ^) / \ 4 specifications (21〇 > < 297gong (¾Read the precautions before filling in this page)

—89-,, Ί A 2 6 丨 Two 0

This comparative compound 4 is extremely unsuitable because it has extremely strong nematicity. When it is used as a component, the liquid crystal composition obtained at a low temperature may have a nematic phase. In contrast, the compound (No. 19) of the present invention in which 1,2-ethenyl group was introduced into the central binding group did not show a nematic phase, and was only a nematic phase (refer to Example 2), and did not have the foregoing. Disadvantages. Comparative Example 3 Except that the substitution position of the fluorine atom was changed from the terminal phenyl group to the central phenyl group, the other structures were the same as those of the compound (N 0 · 40) of the present invention contained in the third group. As a comparative compound, a compound represented by formula (g) disclosed in Liq. Cryst., L8_ (4), 665 (1995) (Comparative compound 5) was selected. Calculate the physical properties of this material in the same manner as in Comparative Example 1. Δε and Δη of the liquid crystal composition (B3-1) containing this compound. The results are shown below. Transparent point: 80. 4 ° C, extrapolated viscosity: 52. 〇m P a • s-Δ £: 1 1. 0 > Δ η: 0.138. Comparative Example 4 In addition to changing the substitution position of the fluorine atom from the terminal phenyl group to the central paper string scale, the state prisoner 1¾¾: 彳 (Γ.Νίϊ) Λ4 * ϊ 格 (210X297 public ff (诮 read first) (Notes to write this page again J / l)

τ ··.-! ». Ώ.Z_ν _ _Failed M〆, '-· * ·-'., '·,., ... Vr V. Description of the invention (88) The phenyl group In addition to the above, the others are the compounds of the present invention contained in the fourth group ((read first and then "quotation" and then write this page) N 〇 4 9)-a comparative compound of the same structure, select LU. Cryst ., 11_ (4), 665 (1995) The compound represented by formula (11) (Comparative compound 6). In the same manner as in Comparative Example 1, Δε and Δη of the liquid crystal composition (B 4-1) containing this compound in physical properties were obtained. The results are shown below. Transparent point: 43 ° C, extrapolated viscosity: 52.0 m Pa-s, Δε: 11.1.0, Αη: 0.138. From the above, it can be seen that the compound (No. 49) of the present invention has a transparent point * Δε and Δη of the same degree and higher than the comparative compound 6, especially low viscosity *. Moreover, Δε was confirmed by the review results. , Δη and viscosity have a small temperature dependence, and have excellent mutual solubility with other liquid crystal compounds. [Effects of the Invention] As explained above, the compounds of the present invention can simultaneously satisfy a wide range of nematic temperature, low viscosity, large and positive * high chemical stability, high interaction with other liquid crystal compounds at low temperature Solubility, viscosity and △ e have low temperature dependence, extremely high specific resistance value (high voltage retention rate) and good UV stability. They are especially suitable for the paper-based scale. Pillow (rN: S) A4ttL (210X 297 male) -91-426723 A7 B7 V. Description of the invention (89) Liquid crystal compound for TFT. Therefore, when the compound of the present invention is used as a liquid crystal composition component, in addition to having the characteristic of excellent solubility with other liquid crystal materials, a six-membered ring, a substituent and / or a junction group of a molecular constituent element can be appropriately selected. , You can provide a new liquid crystal composition with the desired physical properties "-------- r; > Dare II {Read the precautions of IfJ before writing this page) The size of the paper [气 心 棍 岭 （ri \ S） Λ4 ^ lattice (2] Ox 297 males) -92-

Claims (6)

42672 3 A8 B8 C8 D8 6. Scope of Patent Application Patent Application No. 8 5 1 0 7358 Amendment of Chinese Patent Application Range Amendment in November of the Republic of China 1. A liquid crystal compound represented by formula (1), Printed by the Consumer Cooperative of the Ministry of Intellectual Property and Finance Bureau (where Ri series (: 1 ~ c10 alkyl, ring A series 1, 4-phenylene or 1,4-cyclohexyl, Xi 'X 2, And X4 series independently represent a gas atom or a gas atom 'Υι series of the table CF3 or 〇CF3, m and η are both 1, P can be 1 or 0 * ring A is 1 · 4-Phenyl, P is 0 And 1 and 3 are both fluorine atoms, at least one of Xz and X4 is a fluorine atom, and when ring A is 1 '4-cyclohexyl, P is 1 and X and X 3 are hydrogen atoms) 2. If the liquid crystal compound according to item 1 of the patent application, wherein ring A is 1, 4 cyclohexyl * 3. If the liquid crystal compound according to item 1 of the patent application, wherein ring A is 1, 4-phenylene, X4 It is a fluorine atom. 4. For example, in the liquid crystal compound 1 of the scope of application for patent 1, ring A is 1, 4-phenylene, and X2 is a fluorine atom, which is a hydrogen atom. 5. A liquid crystal composition characterized by containing at least 〇1. The weight of this paper shall be in accordance with Chinese national standards (CNS > 6 4 grids (210X297 mm) 4 2 6 7 2 3 A8 B8 C8 D8. A liquid crystal compound according to any one of the claims 1 to 4 in the patent application scope 6. A liquid crystal composition characterized in that it contains at least one of 0.1 to 99% by weight as in any of the patent application scopes 1 to 4 The liquid crystal compound of one item is used as the first component, and contains at least one type of compound selected from the following formulae (2), (3), and (4) as the second component. Please read first. Note on the back RzHC} · z, y2 dagger 2 (2) (3) Order Scripture, ¾ Department of Wisdom is printed by Bureau Shelley Consumer Cooperatives. CH = C Η (In the formula, there are only 2 series of 〇1 ～ C10 alkyl group, Y2 series of fluorine atom, chlorine atom, 0 CF 3 '0 CF 2H' CF 3 CF2i ^ CFH2, Lx, L2, L3 & L4 independently represent a hydrogen atom or a fluorine atom, Z1 and z2 independently represent one (CH2) 2_ or covalent bond, and a is 1 or 2). 7. A liquid crystal composition, characterized in that it contains 0.1 to 99% by weight of at least one liquid crystal compound according to any one of claims 1 to 4 of the scope of patent application as the first component and contains 1 to 9 At least 9% by weight of this paper size is applicable to China National Standard (CNS) A4 specifications (210X297 mm)-2-ABCD 426723 6. Application scope of patents One selected from the following formulas (5), (6), (7) Compounds grouped by (8) and (9) as the second component * I D6 (where R3 represents a fluorine atom, Ci-Ci. Alkyl or C2 " -Ci. Alkyl, the alkyl or Any methylene group in the alkenyl group may be substituted by an oxygen atom, but no more than two methylene groups are continuously substituted by an oxygen atom. The ring B represents 1,4-cyclohexyl, 1,4 -Phenylene or 1,3-dioxolidine-2,5-diyl, ring C represents 1,4-cyclohexyl, 1,4-phenylene or pyrimidine-2,5-triyl, Ring D represents 1,4-cyclohexyl or 1,4-phenylene, Z3 represents-(CH2) 2-, -COO-or a covalent bond, and L5 and Le independently represent a hydrogen atom or a fluorine atom, b And c The phase is 0 or 1), (where Cl ~ (^. Alkyl group, L7 represents a hydrogen atom or a gas atom, and d is 0 or 1), the paper scale is applicable to the Chinese national standard (CNS > A4 specification) (210X297 mm) Please read the precautions on the reverse side and write this page) Γ It Printed by the Consumers ’Cooperative of the 4th Bureau of Wisdom and Finance of the Ministry of Economic Affairs 42672 3 Λ8 B8 C8 D8 'Scope of Patent Application · r5 ((⑺ 钱 ⑺) (where Re represents Ci ~ Cl. Alkyl, ring E and ring F are independent of each other and represent 1 ′ 4 cyclohexyl or 1, 4 and phenyl, and Z4 and 25 are independent of each other and represent C00- Or covalent bond, Zβ represents a C0__ or a CsC-, L8 and 1 ^ 9 are independent of each other and represent a hydrogen atom or a fluorine atom, and Y3 represents a fluorine atom, ocf3, ocf2h, cf3, cf2H or 匚 卩 112, but YA3 means ocf3, ocf2h, CF3 'CF2H or CFH2, L8 and Le both represent hydrogen atoms, e'f and g are independent of each other and represent 0 or 1), ⑼ Please read the note on the back of this page first. It is printed by the Consumer Cooperatives of the 4 bureaus (where Re and R7 are independent of each other and represent Cl ~ c10 alkyl or c2 ~ C10 alkenyl, in which any methylene group can be replaced by an oxygen atom, but there will not be two The above methylene group will be continuously replaced by an oxygen atom. The ring system represents 4_cyclocyclohexyl 4 or phenyl or pyrimidine_2 * 5-diyl, and the ring I system represents 1, 4 or cyclohexyl or 1, 4 One phenyl group, Ze ί is a C ^ C —, one C00 * ~ 'one (CH2) 2 —, —CH = CH-CEC— or a covalent bond, Z7 is a table —COO (covalent or covalent bond), this paper scale is applicable to China National Standard (CNS) A4 specification (2 丨 0 > < 297 mm) line * 4 A8 B8 C8 D8 Λ26723 々, patent application scope Re ~ " CZ) " ~ 2a— 丨. ⑼ (where R8 and rule are independent of each other -Ci. Alkyl or c2 to C 10 alkenyl, any of the methylene groups may be replaced by oxygen atoms, but not Two or more methylene groups will be continuously replaced by oxygen atoms. The ring J system represents 1,4-cyclohexyl · 1,4 a phenylene group or pento-2,5—diyl group, and the ring K system represents 1 1, 4-cyclohexyl, one or more hydrogen atoms on the ring may be substituted by fluorine atom 1, 4, 4-phenyl or pyrimidine-2, 5-diyl, ring L represents 1, 4-cyclohexyl or 1, 4-cyclohexyl Phenyl, Z8 & Z1. They are independent of each other — C00 —, = (CH2) 2 — or covalent bonds, and Z9 are-CH = CH — • -C = C-· -C00— or covalent bonds, h It represents 0 or 1). 8. A liquid crystal composition characterized by containing at least one kind of liquid crystal as described in any one of claims 1 to 4 of the patent application range from 0.1 to 99% by weight. The compound as a first component and contains 1 to 99% by weight of at least one compound selected from the group consisting of formulas (2), (3) and (4) as a part of the second component and contains 1 ~ 99% by weight of at least one compound selected from the group consisting of formulae (5), (6), (7), (8) and (9) as another part of the second component. 9. The liquid crystal composition according to any one of claims 5 to 8 of the patent application scope, which is used for a liquid crystal display element. This paper size applies to Chinese national standards (CNS M4 is now (210X297 mm) ^^ 1 _i 1 ^ 1 1 ^ 1 (please first «read the note on the back ^^ item- ?; ^ write this page) Order the wisdom of the Ministry of Economic Affairs si45? Printed by Employee Consumer Cooperatives -5-'1' 1 Amendment 2: Jan. 88, Republic of China: Patent Application No. 85107358 4 267 2 3 Amendment Sheet of Chinese Manual a? B7 Invention Notes ^ 明 70 4 6 (2 — (4-Pentylcyclohexyl) ethyl-3 UJ ^ · 7 ^ /-Fluoro-4 4-trifluoromethoxybiphenyl 4 Fluoro-4 4 * One (2- (4-Hexylcyclohexyl) ethyl— 3-Fluoromethoxybiphenyl 4 8 4 (2- (4-heptylcyclohexyl) ethyl-3fluoro-4-trifluoromethoxybiphenyl. Then, according to the method of Example 3, the following was produced Compound of group 3. 79 2——Fluoro-4 >—( 2- (4-propylcyclohexyl) ethyl)-3, 5-difluoro-4 4-trifluoromethoxybiphenyl C 3 5 ( 4-propyl 80 2 mono-, 6-difluoro-4 '-(2 cyclohexyl) ethyl)-3,5-difluoro-4 4-trifluoromethoxybiphenyl C 6 6-7 (2 — (4-pentyl 81 2 one, 6 ^ -difluoro-4 monocyclohexyl) ethyl) one 3, 5-difluoro-4 one Fluoromethoxybiphenyl C 6 5 (2 _ (4-propylr —difluoro-4 1 — 丨 monofluoro-4 —trifluoromethoxybiphenyl C 4 7 · 0 (N 3 9-4 83 2, 6-Digas—4 cyclohexyl) ethyl) —3—Fluoro-4—trifluoromethoxybiphenyl (2— (4-pentyl (M, M, M, IF, IF), if you can read the code from IfJ in the code Ben C 5 3 · 8 N 0 · 7 8 4 2 Difluoro-4 > _ (2- (4-propyl-73-426723 A7 Secretary Rev. 5. Description of the Invention (71) Brother Cyclohexyl) Ethyl) -3-Fluoro-4-trifluoromethylbiphenyl C 7 3 · 4 Example 4. Production of 1-trifluoromethoxy- 2 -fluoro 2 -fluoro-4-(4-propylcyclohexane 4-( Benzene (R in formula (1): after adding cyclohexyl chloride, the crude iron ketone and the following drops of 110 in Mohr, and dried with the same 6 N salt extraction P = = fluoromethoxy thermal reflux 3 groups) phenyl aspirator After preparing fluorenyl chloride at 100 millimeters and 300 millimeters, stirring the acid at a temperature of 1 millimolar magnesium, and then taking the liquid to distill the ring A system atom, χ2 = χ4 = hydrogen radical compound (No. 49 group) ) Phenyl) ethylpropyl, m = 0, η = phenylene, X 1 = X 3 protons, Y 1 = trifluoro)) 100 mol per hour Ear 2-fluoro-4- (4-propanoic acid and 150 millimolar sulfinic acid were used to remove excess sulfonamidic compound under reduced pressure. Add 5 5 dry toluene to the mole chloride, and add 0 millimoles of 3-fluoro-4 to trichloromethyl chloride in this mixture to obtain 100 millimoles. Grid 2 0 0. It was adjusted with bromobenzene at -50 ° C without acetamyl propionate, and lysed with mia? Magnesium sulfate and 100miZTHF for 1 hour. The obtained reactant was extracted with 100 mJZ toluene for two times to remove the solvent, and the resulting residue was recrystallized from 50 mj? Ethanol to obtain 70 millimolar 1-trifluoromethoxy- 2 -fluoro- 2-(2-fluoro- 4 1 (4 propylcyclohexyl in a mixture of 70 mmol while keeping it below 10 ° C | add 70 mmol 4 1 (1 — oxygen -------- 0 ¾ — (¾ read first The following precautions need to be taken again: ^ this ugly 200 m and ethanol paper "scale test Chuanxiongji) benzyl moore hydrogen) benzene. The results obtained with sodium boride,) A4l'Ut (21 () X297 // >#) 74-4267 2 3 _______________________________; \ ^% ν-: γ, > α \ ______ V. Description of the invention (2)-one by one at room temperature for 3 hours " After adding 5 Omj 6 M hydrochloric acid and 20 Omi water to the reaction, it was extracted 4 times with 10 Om 5 ethyl acetate, and the solvent was distilled off from the extract under reduced pressure to obtain 1-trifluoromethyl of 65 mmol. Oxy-2-fluoro-4 mono (1 monohydroxy-2- (2-fluoro-4 mono (4-propylcyclohexyl) phenyl) ethyl) benzene. To the 65 millimolar product obtained above was added 1 OOmi? Toluene with 1.5 g p-toluenesulfonic acid monohydrate, heating and refluxing for 4 hours while removing the generated water • After cooling, the reaction was transferred to a separating funnel, washed three times with 10 OmJ? water, and then dried over anhydrous magnesium sulfate The solvent was distilled off under reduced pressure to obtain 5.9 millimoles of crude 1-trifluoromethoxy-2-fluoro-4 4- (1-hydroxy-2-4- (2-fluoro-4 4- (4-propylcyclohexyl) ) Vinyl) benzene. To this product obtained by adding 5 to 9 millimolars, 7 OmJ? Ethanol, 6 Omj? Ethyl acetate and 3 g 5% palladium carbon were used as catalysts, and the mixture was stirred under a hydrogen atmosphere for 4 hours. The catalyst was filtered to remove the solvent, and the solvent was distilled off. The residue obtained was subjected to silica gel column chromatography (eluent; heptane), and then recrystallized twice with 2.5 m cross ethanol to obtain 28 millimoles (yield 4 8%) of the title compound. All kinds of spectral data of this substance can fully support its structure. Its phase transition point is C-I point: 43.8 ° C. According to the method of Example 4, the following fourth group of compounds (N 〇. 5 0 ～ 7 8). No. 50. 1-trifluoromethyl-4— (2 — (2 —fluoro_4— (ΐΓΐ · ί:.:: Ιι (CNS) (210X 297 ^ #) (Please read the “Notes” on the back before copying the text s). -75-426723 Ια 7 Β7 V. Description of the invention (73 > —_ · 4-propylcyclohexyl) phenyl) ethyl) benzene 5 1, 1 — trifluoromethyl-4 — (2 — (2 —fluoro-4 — ((read the precautions before reading " $ this page) 4 —butylcyclohexyl) phenyl) ethyl ) Benzene 5 2. 1-trifluoromethyl-4— (2_ (2-Ga-4— (4-pentylcyclohexyl) phenyl) ethyl) benzene 5 3. 1-Trifluoromethyl-4— (2- (2-fluoro-4- (4-hexylcyclohexyl) phenyl) ethyl) benzene 54.1-Tris-gasmethyl- 4-(2-(2 -Gas 4-(4 -heptane Cyclohexyl) phenyl) ethyl) benzene 5 5. 1-trifluoromethoxy-4 mono (2- (2-fluoro-4— (4-propylcyclohexyl) phenyl) ethyl) benzene 56 1-trifluoromethoxy-4— (2- (2-fluoro-1 4- (4-butylcyclohexyl) phenyl) ethyl) benzene 57.1 —trifluoromethoxy-4— (2 — (2-Fluoro-4— (4-pentylcyclohexyl) phenyl) ethyl) benzene 5 8. 1—Trifluoromethoxy-4— (2— (2—Fluoro-4— (4—Has base Cyclohexyl) phenyl) ethyl) benzene 5 9. 1 -Three-townmethoxy-4- (2- (2-fluoro-4— (4-heptylcyclohexyl) phenyl) ethyl) benzene 60. 1-trifluoromethyl-2-fluoro-4 ^ (2- (2-fluoro-4- (4-propylcyclohexyl) phenyl) ethyl) benzene 6 1. 1-trifluoromethyl-2 — Fluoro-4 — (2 — (2 —fluoro_4_ (4_butylcyclohexyl) phenyl) ethyl) benzene 62.1 —difluoromethyl — 2 —fluoro-4 — (2 — (2 —gas — 76-426723 4 4 4 radicals 4 radicals 4 radicals ethylene diethyl I B) gas radical I radical I radical benzene 2 benzene 2 benzene P) I \ ϊ ^ I \ 1/8 radical radical. Hexamethylhexyl 3 ring Gas ring fluoro ring 4 base triyl triyl: pentyl I hex-heptyl point j 1 j 1 | I 4 4 4 _ (3 .K 4 (C phenfluorobenzene benzene 6 yloxymethyl fluorotrifluoro 4 benzene) lyylethyl \ 1 / ylphenylhexylcyclobutane 6 oxymethyl triazine I —1 ....... I__ 士, _ Ϊ — i ^ ^ I ΪΛ first read the reverse; .. the matter and then write this page fluorine a 4-(4-pentylcyclohexyl) phenyl) ethyl) benzene 67. 1-trifluoromethoxy 1 2-fluorine 4 -(2— (2 — Fluoro-4 — (4-Hexylcyclohexyl) phenyl) ethyl) benzene 6 8. 1 —Three gas methoxy — 2 —Ga — 4 — (2 — (2 — Fluoro — 4- (4-heptylcyclohexyl) phenyl) ethyl) benzene 69. 1-trifluoromethyl-1,6-difluoro-4_ (2— (2—fluoro-4— (4-propane Cyclohexyl) phenyl) ethyl) benzene 70. 1 -trifluoromethyl-2,6-difluoro-4-(2-(2 -fluoro-4-(4-butylcyclohexyl) phenyl ) Ethyl) benzene 7 1. 1-trifluoromethyl-2,6-difluoro-4— (2— (2-fluoro-1—4- (4-pentylcyclohexyl) phenyl) ethyl) benzene f / · 72. 1—tri Fluoromethyl-2,6-difluoro-4— (2— (2-fluoro-1 4- (4-hexylcyclohexyl) phenyl) ethyl) benzene 73. 1-trifluoromethyl-2,6 -Difluoro- 4- (2- (2_fluoro_4_ (4-heptylcyclohexyl) phenyl) ethyl) benzene n-, 'S) octa (4) (2ΙΟΧ 297 公 #) -77- ii 426723 Amend A7. Ink ___ 々fii B7 V. Description of the invention (75) 74. 1-trifluoromethoxy-2,6-difluoro- 4— (2 1 (2-fluoro-1 4— ( 4 monopropylcyclohexyl) phenyl) ethyl) benzene (I read the 4 items of vg first and then ^ ¾ this 莨) 75.1 —trifluoromethoxy-2,6 —difluoro-4 — 1 (2-mono (2-argon-4- (4-butylcyclohexyl) phenyl) ethyl) benzene 76. 1-trifluoromethoxy-2,6-difluoroyl-4_ (2 mono (2-fluoro 1 4- (4-pentylcyclohexyl) phenyl) ethyl) benzene 77. 1-trifluoromethoxy-2,6-difluoro-1-4- (2-(2 -fluoro-4_ (4 — Hexylcyclohexyl) phenyl) ethyl) 78. 1-trifluoromethoxy-2,6-difluoroyl-4 mono (2- (2-fluoro-4— (4-heptylcyclohexyl) phenyl) ethyl) benzene Example 5 (Example of use 1) A liquid crystal composition A prepared as follows is prepared. 24% by weight 4- (4-propylcyclohexyl) benzonitrile 36% by weight 4- (4-pentylcyclohexyl) benzonitrile 25% by weight 4- (4-heptylcyclohexyl) benzonitrile 15% by weight 4— (4-propylphenyl) benzonitrile The transparent point of this composition is 72.4 ° C, △ e is 1 1 · 0, △ η is 0.137, and the viscosity at 20 ° C is 27. 〇m P a • s, V th based on a cell thickness of 9 μm 1. 7 8: V »85% by weight of this liquid crystal composition A is mixed with 15% by weight of the compound 1 of the present invention 1-trifluoro 3 ° C ， methoxy- 2 -fluoro-4 4- (2- (4-propylcyclohexyl) ethyl) benzene (No. 1) was prepared as a liquid crystal composition A1-1. Z \ e Department of Wood Paper Ruler Cheng Chengchuan 4 ((, NS) 梠 (2 丨 0X 297 公 #) -78 " 4261 2 Xiu Zheng A7-Five Λ Description of Invention (76): i .ί 10. 5 (Extrapolation value 7 · 7) 'Δη is 0.117 (Extrapolation value 0.004), viscosity at 20 ° C is 24.8m Pa-s (Extrapolation value 12.3m P a · s)' Vth at Vth at unit thickness of 8-7 / zm is 1. 3 5V 1 VHR is 9 9.8% at 100 ° C. Place this composition A 1 _ 1 in the cold No crystals were found in library 60 days. Example 6 (Use Example 2) Instead of No. 1 Compound No. 1 was used. Fluoromethyl_2 -fluoro-4 4 (2- (4-pentylcyclohexyl)) Except ethyl) benzene, everything else is the same as in Example 5 to obtain a liquid crystal composition A 1-2. The physical property value of this material is △ < £: 10. 6 '△ !!: 0 120, viscosity, 25. 2 m pa.s (extrapolated value 19. 6 m P a * s). Example 7 (Use Example 3) Instead of the compound of No. 1, N-oxyl 2 —gas_4— (2— (4- .19-1 Trifluoromethyl 2- (4-propylcyclohexyl%-\ rf: .. Modyl) ethyl) cyclohexyl) ethyl) benzene, except for the compounds of '5, are the same as in Example 5- The liquid crystal composition A2-1 was obtained. The physical properties of this material are Δε: 10.4, viscosity, 25.9 m Pa.s'V Δη: 0. 12 8: 1. 7 4V. {Read it first: iJ-Italy matters " ,, " this page) Wood paper iUUiUJH 屮 彳 () Λ4 Regulations (210x 297 public power) -79-1 :: 4267 2 3 Lu A7-B7 c ， Invention description (77) Example 8 (Use example 4 I instead of No. 1 compound Liquid crystal composition A2- was obtained in the same way as No.- 21, 6-gas-4 (2_ (4- (9-1_trifluoromethylhexyl) ethyl) cyclohexyl) ethyl) benzene, and other _ 2. The physical properties of this material are Δε: viscosity, 35.0 Om Pa s, V η 4 monopropyl ring and Example 5 0.127 7 0 V. '/: Η ί?-消 f-' 'Example 9 (Use Example 5) In place of the compound of No. 1 use No. 4 of the 4-(2-(4-propylcyclohexyl) ethyl) -3-fluorine-4-trigas methyl biphenyl except "all other" same as in Example 5 to obtain a liquid crystal composition a 3-; l ο the physical property value of this material is Δε: 1 1.3, Δη: 137 , Viscosity, 29.6 m Pa.s (extrapolated value of 48 6 m Pa.s), Vth: 1.74V. Example 10 (Use Example 6) Instead of No. 1, a compound of No. 4 9 of 1-three-gas methoxy- 2-fluoro-4 4- (2fluoro-4 4- (4-propylcyclohexyl) benzene Except for the group) ethyl) benzene, everything else was the same as in Example 5 to obtain a liquid crystal composition A 4-1. The physical properties of this material are Δε: 11.1, Δη: 0.139, viscosity (extrapolated value): 37.4 m pa.s. This paper is in accordance with the standard 迖 / Π 中 家 柷 彳 (('NS) Λ4 size (2Ι0χ 297 gong)) (诮 Read the back: /.ί Italian matter before writing this page) -80- d2672 3, Description of the Invention (78)-! Example 11 1 (Use Example 7) Compounds No. 1 instead of No. 79 ~ 84, except for the compound No. 79 ~ 84 ^ The same as in Example 5 Six types of liquid crystal composition of the compound, and the liquid crystal properties were measured. The properties (extrapolated values) of each compound measured from this measured value are shown below. * NI point Δ ε Δ η Viscosity rc) 2 0 ° C • (mPa.s) Compound (Compound No. 79) 40. 4 19.7 0.113 56.5 Compound (Compound No. 80) 25.0 24.3 0.097 62.0 Compound (Compound No. 81) 35.7 23.0 0.104 67.3 Compound (Compound No. 82) 36. 4 18.3 0. 104 44.0 Compound (Compound No. 83) 43. 7 18.3 0.110 41.9 Compound (Compound No. 84) 26. 4 23.0 0.110 64.6 Example 12 (Use Example 8) A liquid crystal composition composed of the following components was prepared. 3-H2B (F) B (F, F) -0CF3 (; No.79) 10.0¾ IV2-BEBCF, F) -C 5.0¾ 3-HB-C 20.0¾ 1 -BTB-3 5. 0% 2-BTB-l 10.0¾ PRINK! Home pillow (rNS) (210X297) > (¾Notes to read before reading ¾¾ copy of this),-· -81-4267 2 V. Description of the invention (79 3-HH-4 3-HHB-l 3-ΪΙΗΒ-3 3-H2BTB-2 3-H2BTB-3 3-H2BTB-4 3-HB (F) TB-2 3-HB (F) TB-3 This liquid crystal The composition has the following characteristics e NI = 88 · 9 (° C) η = 17 · 1 (xnPa * s) Δ η = 0-167 6. 0% 11.0% 9.0% 4.0% 4. 0% 4.0¾ 6.0% 6.0% Δ ε V th 8 8 (V) Example 1 3 (Use Example 9) Production of a liquid crystal composition composed of the following components i) j f '. /; F; 3-H2B (F) B (F , F) -0CF3 3-H2B (F, F) B (F, F) -OCF3 201-BEB (F) -C 301-BEB (F) -C 401-BEB (F) -C 2- HHB (F ) -C 3- HHB (F) -C (No.79) 10.0% (No.80) 7.0¾ 5.0¾ 15. 0% 13.0¾ 15. 0% 15. 0¾ (诮 Read the precautions first and then (顼 ϊΐ? This page) -82 — A7 B7 V. Description of the invention (80) 3-HB (F) TB-2. ------ Λ Repair: 3- HB (F) TB-3f ^ ^ n 4- HB (F) TB-4 3-HHB-l 3-HHB-Ol This liquid crystal composition has the following characteristics e NI = 9 3 · 6 (° C) η = 80 * 9 (mPa * s) Δ n = 0 * 151 Δ ε = 30-6 V th = 0.92 (V) Example 14 (Usage Example 10) Production of a liquid crystal composition composed of the following components 4.0% 4.0% 4,0% 4. 0¾ 4.0% ΐ] '少少 1 ii .-1 ίΐί / -ii 5-H2BCF, F) B (F, F) -0CF3 2- HB-C 3- HB-C 3-HB-02 2- BTB-l 3- HHB-l 3-HHB-F 3-HHB-Ol 3-HHB-3 3-HHEB-F (No. 81) 7.0¾ 5.0% 12.0% 15.0% 3.0% < 8.0% 4.0¾ 5.0¾ 7.0¾ 4. 0% ( ¾ Read the notes on the back before filling this page) This paper is based on the standard Shizhou Mid-threshold home furniture (('NS) Λ4 size (210X 297 mm 83-4 26723 A7: ι 消 竹 A ί B7) V. Description of the invention (81); _________s 5-HHEB-F 丨 Eight η Two; 4.0% 丨. \ |-. .D 2- HHB (F) -F -----------------… 7.0¾ 3- ilHB (F) -F 7. 0% 5-HHB (F) -F 7.0¾ 3-HHBCF, F) -F 5.0% This liquid crystal composition has the following characteristics: NI = 9 0 · 5 (° C) 7} = 20 · 7 (Π · ΐΡ3 · 8) Δ η = 0-098 Δ ε = 6 * 1 V th = 2 · 3 2 (V) Example 15 (Use Example 1 1) A liquid crystal composition composed of the following components was prepared. 5-H2BCF, F) B (Ft F) -OCF3 (No.81) 5. 0¾ 3-H2BCF, F) B (F) -0CF3 (No.82) 9.0% 5-H2BCF, F) B (F) -0CF3 (No.83) 9.0% 2- HHB (F) -F 17.0% 3- HHB (F) -F 17.0% 5-HHB (F) -F < 16.0% 2- H2HB (F) -F 10.0 % 3- H2HB (F) -F 5.0% 3-HBB (F) -F 6.0¾ 3-HBB (F) -F 6.0% (" Read the precautions for backing vg before writing this page) _ 84-4267 2 3 f .: I,, A7 ____________ i .... B? __ 5. Description of the Invention (82) This liquid crystal composition has the following characteristics. NI = 8 7 · 2 (° C) V! = 29 * 6 (mPa · s) Δ η = 〇 · 0 9 4 Δ ε = 7 9 V th = 2 Ο 3 (V) Example 16 (Use Example 12) A liquid crystal composition composed of the following components was prepared. (诮 Read the precautions on the back before writing this page) 5-H2BCF, F) B (F) -CF3 (No.84) 10. 0% 7-HB (F, F) -F 3. 0% 3-HB-02 7. 0¾ 3-HHB (F)- F 10. 0% 3-HHB (F) -F 10. 0% 5-HHB (F) -F 10. 0¾ 2-HBB (F) -F 9. 0% 3-HBB (F) -F 9. 0% 5-HBB (F) -F 16. 0% 2-HBB-F 4. 0% 3-HBB-F 4. 0% 5-HBB-F 3. 0% 3-HHBCF, F) -F 5 0% This liquid crystal composition has the following characteristics. NI = 82 · 2 (° C) Paper size Hongzhou 屮 丨 ~ Bu \! Family Sample Today (Γ NS) Λ4 size (210 X · 2 9 7 cm) 〇_ one 85-3-H2B (F) B (F, F) -OCF3 (No.79) 12.0% 3-H2B (F, F) B (F) -0CF3 (No.82) 10. 0% 5-H2BCF, F) B (F) -0CF3 ( No.83) 8.0% 3-H2HB (F, F) -F 7,0¾ 5-H2HBCF, F) -F 8.0¾ 3-HHBCF, F) -F 10.0% 4-HHBCF, F) -F 5.0% 3 -HH2B (F, F) -F 9.0¾ 5-HH2B (F, F) -F 4. 0% 3-HBB (F, F) -F 5.0% 3-HBEBCF, F) -F 2.0% 4-HBEB (F, F) -F 2.0% 5-HBEB (F, F) -F 2.0% 3-HHEB (F, F) -F 10.0% 4-HHEBCF, f) -f 3.0¾ 5-HHEBCF, F)- F 3.0% This liquid crystal composition has the following characteristics. 4 ^ 6723-A 7 {B7 V. Description of the invention (8β |. Ν · ............ η = 26-5 (mPa * s) Δ η = 0-114 Δ: < ε = 7-0 V th = 1 · 9 1 (V) Example 17 (Use Example 13) A liquid crystal composition composed of the following components was prepared. Λ 4 specifications (2! 0 X 2 9 7 male f) (read the precautions before filling in this page) -86-A7 A7 3-H2B (F) B (F, F) -0CF3 (No.79) 20. 0¾ 3-H2BCF, F) B (F, F) -〇CF3 (No.80) 10.0% 3 -H2BCF, F) B (F) -0CF3 (No.82) 15,0% 5-H2BCF, F) B (F) -CF3 (No.84) 10.0¾ 2-HHB (F) -F 6.0¾ 3 -HHB (F) -F 6.7¾ 5-HHB (F) -F 6.7¾ 3-HHBCF, f) -f 9.0% 2-HHBBCF, F) -F 8. 0¾ 3-HHBB (F, F) -F This liquid crystal composition has the following characteristics. 8.0% B7 V. Description of the invention (84), NI = 77 · 4 (° C) 7} = 33 * 7 (mPa * s) △ h = 0-091 Δ e = 1 3 · 5 V th = 1 · 6 6 (V) Example 18 (Use Example 1 4) A liquid crystal composition composed of the following components was prepared. NI = 8 7 · 5 (° C) Δ n = 0-113 Δ e = 1 2 · 5 Comparative Example 1 This paper ruler is used in the central government of China. It is i ('NS) Λ4 now (210X297 公 # 'I {" First read the precautions on the back of this page) 装 ο Install. -87-426 2 3 A7 B7 V. Description of the invention (85) —'... The invention is similar to the invention contained in the first group The comparative compound of compound (No. 3) was selected from the above-mentioned special table No. 6 3 — 5 0 3 2 2 6 (C) Nobu Compound (Comparative Compound 1), JP 2-2 1 1 1 7 3 4 The compound represented by formula (d) described in No. (Comparative Compound 2) and the compound represented by formula (e) described in JP-A-Sho 6 1-2 07347 (Comparative Compound 3) * Obtain these physical property values [Transparent point (Point C — I), viscosity extrapolated from the liquid crystal composition prepared below) and Δε * CF, c5h, (诮 Please read the precautions on the reverse side before filling in this page) (d) c5h. In this preparation of the liquid crystal composition, the above-mentioned comparative compounds were used instead of the compound of No. 3, except that all were the same as those in Example 6. To compare the liquid crystal compositions B1-1, B1-2 and B1-3, respectively. The results are shown below (the results of the compound No. 3 and the liquid crystal composition A1-2 (Example 6) are also shown here). Λ4 gauge (210X 297 male f) -88 supplement [r —M rfvj * V. Description of the invention (86! Transparent point extrapolated viscosity Δ ε (X) (m P a * s) Compound of the present invention (No. 3) 21.4 19.6 Al-1 10.6 Comparative compound 1 10 20.8 Bl-1 8.3 Comparative compound 2 -30 8.2 Bl-2 10.9 Comparative compound 3 0 -12.2 Bl-3 10.9 From this result, the following fact β is obtained, namely, the present invention Ν 0. Compared with the comparative compound 1, the compound 3 has a fluorine atom as a substituent at the side, but since the binding group in the center of the molecule is introduced with 1,2-ethenyl group, it will not reduce the transparent point, nor will it increase. The extrapolated viscosity has a very large Δε. The effect obtained by introducing 1,2-ethylenic group is the same as that of conventional technology, for example, the transparent point of the above-mentioned comparative compound with 1,2-ethylenic group is more transparent than that of comparative compound 3. Lower • Extrapolated viscosity will also increase the result is completely the opposite, which shows that this This effect has indeed broken through the common sense. Comparative Example 2 As a comparative compound having a structure similar to that of the compound of the present invention (No. 19) contained in the second group, the above-mentioned special table 2 ^ 5 0 1 3 1 1 was selected. (B) In the formula, n = 3, a tricyclic linear compound (Comparative Compound 4) represented by formula (f). Its phase transition temperature is C 39 SB 68 N148.61. (('! ^) / \ 4 specifications (21〇 > < 297 Gong 犮 (¾Read the precautions before filling in this page) —89-,, Ί A 2 6 丨 Two 0 This comparative compound 4 is extremely unsuitable because it has extremely strong nematicity. When it is used as a component, the liquid crystal composition obtained at a low temperature may have a nematic phase. In contrast, the compound (No. 19) of the present invention in which 1,2-ethenyl group was introduced into the central binding group did not show a nematic phase, and was only a nematic phase (refer to Example 2), and did not have the foregoing. Disadvantages. Comparative Example 3 Except that the substitution position of the fluorine atom was changed from the terminal phenyl group to the central phenyl group, the other structures were the same as those of the compound (N 0 · 40) of the present invention contained in the third group. As a comparative compound, a compound represented by formula (g) disclosed in Liq. Cryst., L8_ (4), 665 (1995) (Comparative compound 5) was selected. Calculate the physical properties of this material in the same manner as in Comparative Example 1. Δε and Δη of the liquid crystal composition (B3-1) containing this compound. The results are shown below. Transparent point: 80. 4 ° C, extrapolated viscosity: 52. 〇m P a • s-Δ £: 1 1. 0 > Δ η: 0.138. Comparative Example 4 In addition to changing the substitution position of the fluorine atom from the terminal phenyl group to the central paper string scale, the state prisoner 1¾¾: 彳 (Γ.Νίϊ) Λ4 * ϊ 格 (210X297 public ff (诮 read first) (Notes to write this page again J / l) τ ··.-! ». Ώ.Z_ν _ _Failed M〆, '-· * ·-'., '·,., ... Vr V. Description of the invention (88) The phenyl group In addition to the above, the others are the compounds of the present invention contained in the fourth group ((read first and then "quotation" and then write this page) N 〇 4 9)-a comparative compound of the same structure, select LU. Cryst ., 11_ (4), 665 (1995) The compound represented by formula (11) (Comparative compound 6). In the same manner as in Comparative Example 1, Δε and Δη of the liquid crystal composition (B 4-1) containing this compound in physical properties were obtained. The results are shown below. Transparent point: 43 ° C, extrapolated viscosity: 52.0 m Pa-s, Δε: 11.1.0, Αη: 0.138. From the above, it can be seen that the compound (No. 49) of the present invention has a transparent point * Δε and Δη of the same degree and higher than the comparative compound 6, especially low viscosity *. Moreover, Δε was confirmed by the review results. , Δη and viscosity have a small temperature dependence, and have excellent mutual solubility with other liquid crystal compounds. [Effects of the Invention] As explained above, the compounds of the present invention can simultaneously satisfy a wide range of nematic temperature, low viscosity, large and positive * high chemical stability, and high interaction with other liquid crystal compounds at low temperatures. Solubility, viscosity and △ e have low temperature dependence, extremely high specific resistance value (high voltage retention rate) and good UV stability. They are especially suitable for the paper-based scale. Pillow (rN: S) A4ttL (210X 297 male) -91-426723 A7 B7 V. Description of the invention (89) Liquid crystal compound for TFT. Therefore, when the compound of the present invention is used as a liquid crystal composition component, in addition to having the characteristic of excellent solubility with other liquid crystal materials, a six-membered ring, a substituent and / or a junction group of a molecular constituent element can be appropriately selected. , You can provide a new liquid crystal composition with the desired physical properties "-------- r; > Dare II {Read the precautions of IfJ before writing this page) The size of the paper [Qi acupoint (ri \ S) Λ4 ^ lattice (2) Ox 297 males) -92-42672 3 A8 B8 C8 D8 6. Scope of Patent Application Patent Application No. 8 5 1 0 7358 Amendment of Chinese Patent Application Range Amendment in November of the Republic of China 1. A liquid crystal compound represented by formula (1), Printed by the Consumer Cooperative of the Ministry of Intellectual Property and Finance Bureau (where Ri series (: 1 ~ c10 alkyl, ring A series 1, 4-phenylene or 1,4-cyclohexyl, Xi 'X 2, And X4 series independently represent a gas atom or a gas atom 'Υι series of the table CF3 or 〇CF3, m and η are both 1, P can be 1 or 0 * ring A is 1 · 4-Phenyl, P is 0 And 1 and 3 are both fluorine atoms, at least one of Xz and X4 is a fluorine atom, and when ring A is 1 '4-cyclohexyl, P is 1 and X and X 3 are hydrogen atoms) 2. If the liquid crystal compound according to item 1 of the patent application, wherein ring A is 1, 4 cyclohexyl * 3. If the liquid crystal compound according to item 1 of the patent application, wherein ring A is 1, 4-phenylene, X4 It is a fluorine atom. 4. For example, in the liquid crystal compound 1 of the scope of application for patent 1, ring A is 1, 4-phenylene, and X2 is a fluorine atom, which is a hydrogen atom. 5. A liquid crystal composition characterized by containing at least 〇1. The weight of this paper is in accordance with the national standard of China (CNS > 6 4 grids (210X297 mm)