TW201934724A - Compound, and liquid crystal composition and application thereof for significantly improving the transmittance and the response speed of liquid crystal products - Google Patents

Abstract

The present invention discloses a compound comprising at least one cyclic structure and a group linkage represented by the general formula I. The present invention also discloses a liquid crystal composition comprising the compound of the present invention, and an optoelectronic display device comprising the liquid crystal composition. The compound provided by the invention is provided with stable chemical property and physical property, better low-temperature storage property, and appropriate dielectric anisotropy and refractive index anisotropy. When being applied to liquid crystal products, the transmittance of the products can be significantly improved and the response speed is also significantly improved. Furthermore, the compound provided by the present invention has an excellent compatibility with other liquid crystal compounds so as to possess a wide applicability.

Description

Compound and liquid crystal composition and application thereof

The invention belongs to the field of liquid crystal materials, and particularly relates to a compound and a liquid crystal composition and application thereof.

Liquid crystal display elements using a liquid crystal composition are widely used in displays such as clocks, calculators, word processors, and the like. These liquid crystal display elements use refractive index anisotropy, dielectric anisotropy, and the like of a liquid crystal compound. The known operating modes in liquid crystal display elements are mainly divided into PC (phase change), TN (twist nematic, twisted nematic), STN (super twisted nematic, super twisted nematic), ECB (electrically controlled birefringence, Electronically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment) and other types. In recent years, a mode of applying an electric field to an optically isotropic liquid crystal phase to exhibit electro-induced birefringence has also been actively studied.

The classification of component-based driving methods is mainly divided into passive matrix (PM) and active matrix (AM). Passive matrices are classified into static and multiplex, etc. Active matrices are classified into thin film transistor (TFT), metal-insulator-metal (MIM), and so on.

These liquid crystal display elements include a liquid crystal composition having appropriate physical properties. General physical properties required for a liquid crystal compound as a component of a liquid crystal composition are as follows.
(1) Chemically and physically stable;
(2) Has a high transparency point (phase transition temperature of liquid crystal phase-isotropic phase);
(3) The lower limit temperature of the liquid crystal phase (e.g., the nematic phase, the cholesterol phase, the smectic phase, and the blue isotropic liquid crystal)
(4) Excellent compatibility with other liquid crystal compounds;
(5) Dielectric anisotropy with appropriate size;
(6) It has a refractive index anisotropy of an appropriate size.

When the liquid crystal composition containing the chemically and physically stable liquid crystal compound as described in (1) is used for a liquid crystal display element, the voltage holding ratio can be improved. Moreover, if it is a liquid crystal composition containing the liquid crystal compound which has a high transparent point or a low lower limit temperature of a liquid crystal phase as described in (2) and (3), the temperature range of a nematic phase or an optically isotropic liquid crystal phase can be expanded , Can be used as a display element in a wide temperature range. A liquid crystal compound is generally used as a liquid crystal composition prepared by mixing it with many other liquid crystal compounds in order to exhibit characteristics which are difficult to exhibit in a single compound. Therefore, it is preferable that the liquid crystal compound used in the liquid crystal display element has good compatibility with other liquid crystal compounds and the like as described in (4). In recent years, particularly, liquid crystal display elements having higher display performance such as contrast, display capacity, and response time characteristics have been required. Furthermore, a liquid crystal composition having a low driving voltage is required for the liquid crystal material to be used. In addition, in order to drive a light element driven by an optically isotropic liquid crystal phase at a low voltage, it is preferable to use a liquid crystal compound having a large dielectric anisotropy and refractive index anisotropy.

When displaying images on liquid crystal products, by applying different voltages, the rotation angle of the liquid crystal molecules can be controlled, and the amount of light penetration can be changed to obtain different gray levels. For example, in a normally-white liquid crystal panel, when no voltage is applied to the liquid crystal, the rod-shaped liquid crystal molecules are arranged in a nearly flat posture. At this time, light passes through the upper and lower polarizers the most, and the liquid crystal panel appears bright. When a certain voltage is applied to the liquid crystal so that the liquid crystal stands vertically, light can hardly pass through, and the liquid crystal panel is in a dark state at this time. When it is necessary to display each intermediate gray level, it is only necessary to apply a corresponding voltage on the liquid crystal.

During the above-mentioned process of applying a voltage to the liquid crystal, if the applied voltage is constant, the characteristics of the liquid crystal molecules will be destroyed. Even if the voltage is canceled, the liquid crystal can no longer rotate with the change of the electric field, so it cannot show a different Grayscale. Therefore, the display voltage of the liquid crystal panel will have positive and negative polarity, thereby changing the voltage applied to the liquid crystal. For example, when the display voltage of the liquid crystal panel is higher than the common electrode voltage, the display voltage is positive; otherwise, when the display voltage of the liquid crystal panel is lower than the common electrode voltage, the display voltage is negative. Regardless of whether the display voltage is positive or negative, when the absolute value of the voltage difference between the display voltage and the common electrode voltage is the same, the gray scales displayed are also the same.

It can be seen from the display process of the liquid crystal panel that the display gray scale is related to the light transmittance. Therefore, by measuring the transmittance curve of the liquid crystal panel, the voltage setting of the liquid crystal panel can be performed, thereby controlling the display of each gray scale, and obtaining an image pattern conforming to human senses.

Traditional liquid crystal displays often have problems such as low transmittance, large threshold voltage (~ 2.92V), and slow response time due to differences in driving methods and characteristics of liquid crystal molecules, which can cause driving difficulties and image smearing. Therefore, it is urgent to provide a liquid crystal material with high transmittance and fast response.

Object of the invention: In view of the defects of the prior art, an object of the present invention is to provide a compound having a high transmittance and a fast response, a liquid crystal composition thereof, and a liquid crystal display element including the liquid crystal composition.

Technical solution of the present invention:
One aspect of the present invention provides a compound comprising at least one cyclic structure and a group represented by Formula I,
Ⅰ,
among them,
R represents an alkyl group or a halogenated alkyl group having 1 to 12 carbon atoms, wherein one or more of -CH ₂ -in the alkyl group or the halogenated alkyl group may be each independently -O- in a manner that oxygen atoms are not directly connected. , -CH = CH-, -C≡C-, -CO-O- or -O-CO- instead;
n represents an integer of 1-12.

Preferably, the at least one cyclic structure is connected to the group represented by the general formula I in the form of a "CO" single bond, wherein R represents a linear alkyl group or a halogenated group having 1 to 12 carbon atoms. Linear alkyl, in which one or more non-adjacent -CH ₂ -of the linear or halogenated linear alkyl may be -O-, -CH = CH-, -C≡C-, -CO-O- or -O-CO- are substituted.

Still more preferably, the number of atoms in the ring skeleton of the cyclic structure is 3-12.

Further preferably, the compound of the present invention has a structure of the general formula II, Ⅱ,
among them,
A ₁ , A ₂ , A ₃ and A ₄ each independently represent a cyclic structure having 3 to 12 atoms in the ring skeleton, and one or more H on the cyclic structure may be substituted by halogen or alkyl ;
R 'represents H, halogen, cyano, halogenated or unhalogenated alkyl group having 1 to 15 carbon atoms, and the halogenated or unhalogenated alkyl group having 1 to 15 carbon atoms One or more non-adjacent -CH ₂ -may be independently replaced by -O-, -CH = CH-, -C≡C-, -CO-O-, or -O-CO-;
Z ₁ , Z ₂ and Z ₃ each independently represent a single bond, -CH ₂ CH _2- , -CH ₂ O-, -OCH _2- , -CF = CF-, -CF ₂ O-, -OCF _2- , -COO-, -OCO-, -CH = CH-, -C≡C-, -CF ₂ CH _2- , -CH ₂ CF ₂ -,-(CH ₂ ) _4- , -CF ₂ CF ₂ -,- OCH ₂ CH ₂ CH _2- , -CH ₂ OCH ₂ CH _2- , -CH ₂ CH ₂ OCH _2- , -CH ₂ CH ₂ CH ₂ O-, -OCH ₂ CH ₂ O-, -CH ₂ OCH ₂ O -Or-OCH ₂ OCH _2- ;
a, b, and c each independently represent 0, 1, 2, 3, or 4.

Further preferably, n represents an integer of 4-10.

Further preferably, the A ₁ , A ₂ , A ₃ and A ₄ are each independently selected from the group consisting of a benzene ring, a cyclohexane, a naphthalene ring, an indene ring, a tetralin, a decalin, an oxane, a ring A group consisting of propane, cyclobutane, cyclopentane, cycloheptane, and bicyclo [2,2,2] octane;
among them,
The above cyclic structure may also meet at least one of the following conditions a and b:
a. One or more H in the cyclic structure may be substituted by halogen or alkyl;
b. One or more -CH ₂ -in the cyclic structure may be -O-, -CO-, -CH = CH-, -C≡C-, -CO- O- or -O-CO- substitution.

Further preferably, the A ₁ , A ₂ , A ₃ and A ₄ are each independently selected from the group consisting of a benzene ring, a cyclohexane, a naphthalene ring, a tetrahydronaphthalene, and an oxane, and the above-mentioned cyclic structure It is also possible to meet at least one of the conditions a and b.

Further preferably, the compound of the present invention is selected from the group consisting of:
Ⅱa;
IIb; and
Ⅱc,
among them,
R ₁ represents H, halogen, cyano, halogenated or unhalogenated alkyl group having 1 to 15 carbon atoms, in the halogenated or unhalogenated alkyl group having 1 to 15 carbon atoms One or more non-adjacent -CH ₂ -may be independently replaced by -O-, -CH = CH-, -C≡C-, -CO-O-, or -O-CO-;
Rings B ₁ , B ₂ , B ₃ and B ₄ each independently represent or , And One or more of CH ₂ may be replaced by O, One or more of H may be replaced by F or CH ₃ ;
Z _a1 , Z _a2 and Z _a3 each independently represent a single bond, -CH ₂ CH _2- , -CH ₂ O-, -OCH _2- , -CF ₂ CF _2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO-, or -CH = CH-;
In the general formulae IIa and IIb, n represents an integer of 2-10;
In the general formula IIc, n represents an integer of 4-10.

Further preferably, the ring B ₁ represents , Wherein L ₁ , L ₂ , L ₃ and L ₄ each independently represent H, F or CH ₃ .

Further preferably, the compound of the present invention is selected from the group consisting of:
Ⅱaa;
IIbb; and
Ⅱcc,
among them,
Rings C ₁ , C ₂ and C ₃ are each independently represented or , And One or more of CH ₂ may be replaced by O, One or more of H may be replaced by F or CH ₃ ;
Z _b1 , Z _b2 and Z _b3 each independently represent a single bond, -CH ₂ CH _2- , -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- ;
L ₁ and L ₂ each independently represent H or F.

Further preferably, the compound of the general formula IIaa is selected from the group consisting of the following compounds:
Ⅱaa-1;
Ⅱaa-2;
Ⅱaa-3;
Ⅱaa-4;
Ⅱaa-5;
IIaa-6; and
Ⅱaa-7,
The compound of the general formula IIbb is selected from the group consisting of the following compounds:
Ⅱbb-1;
Ⅱbb-2;
Ⅱbb-3;
Ⅱbb-4;
Ⅱbb-5;
Ⅱbb-6;
Ⅱbb-7;
Ⅱbb-8;
Ⅱbb-9;
IIbb-10; and
Ⅱbb-11,
The compound of the general formula IIcc is selected from the group consisting of the following compounds:
Ⅱcc-1;
Ⅱcc-2;
Ⅱcc-3;
IIcc-4; and
IIcc-5.

More preferably, n is 4, 6, 8, or 10.

Further preferably, R ₁ and R each independently represent an alkyl group or an alkoxy group having 1 to 12 halogenated or unhalogenated carbon atoms.

It should be noted that it is also within the scope of protection of the compounds of the present invention to make simple chain length changes only to the aforementioned compounds.

Another aspect of the present invention also provides a liquid crystal composition including at least one of the above-mentioned compounds.

According to still another aspect of the present invention, a photoelectric display device including the liquid crystal composition is provided.

Beneficial effects:
The compounds provided by the invention are stable in both chemical and physical properties, have good low-temperature storage properties, and have dielectric anisotropy and refractive index anisotropy of appropriate sizes. When it is used in liquid crystal products, the transmittance of the product can be significantly improved, and the response speed is also significantly improved on this basis. In addition, the compound provided by the present invention has good compatibility with other liquid crystal compounds and has wide applicability.

The present invention will be described below with reference to specific embodiments. It should be noted that the following embodiments are examples of the present invention, and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be made without departing from the spirit or scope of the present invention.

For ease of expression, in the following examples, the group structure of the liquid crystal composition is represented by the codes listed in Table 1:
Table 1 Group structure codes of liquid crystal compounds

Take a compound of the following structural formula as an example:

If the structural formula is expressed by the codes listed in Table 1, it can be expressed as: nCCGF, n in the code represents the number of C atoms of the left alkyl group, for example, n is "3", which means that the alkyl group is -C ₃ H ₇ ; C in the code represents cyclohexane, G represents 2-fluoro-1,4-phenylene, and F represents fluorine.

The abbreviations of the test projects in the following examples are as follows:
Cp (℃) Clearing point (nematic-isotropic phase transition temperature)
Δn refractive index anisotropy (589 nm, 25 ° C)
Δε dielectric anisotropy (1 KHz, 25 ° C)
T (%) Transmission (DMS-505, box thickness 5.2μm)
t （ms） Response time (DMS-505, 25 ± 0.5 ℃)
Among them, the refractive index anisotropy was measured using an Abbe refractometer under a sodium light (589 nm) light source at 25 ° C;
Δε = ε _‖ -ε _⊥ , where ε _‖ is the dielectric constant parallel to the molecular axis, ε _⊥ is the dielectric constant perpendicular to the molecular axis, test conditions: 25 ℃, 1KHz, test box is TN90, box thickness 7 μm.
Test condition of transmittance: The transmittance of the dimming device is tested by using DMS 505, and the dimming device box has a thickness of 5.2 μm.
Response time, test conditions: 25 ± 0.5 ℃, test box 5.2μm IPS test box, test instrument is DMS-505.

In the following examples, the compound monomers and related reagents used can be purchased from the market.

Examples 1

Compound 1- (4-methoxy-butoxy) -4- (4-propyl-cyclohexyl) phenyl (No. 2 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ), note : The numbers are shown in Table 2 below, the same below) The synthetic route is as follows:
,
The specific preparation process is as follows:
In a 500ml three-necked flask, add 2.18g of propylcyclohexylphenol, 100ml of anhydrous dimethylformamide (DMF), 2.76g of anhydrous potassium carbonate, 0.15g of potassium iodide, 1.4g of 4-chlorobutyl methyl ether, and stir at 90 ° C for 6h. The reaction After completion, post-treatment and purification by column chromatography gave 2.5 g of white solid, compound No. 2 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ), GC> 99%, yield: 91%.
MS: 55 (11%) 87 (100%) 107 (8.9%) 120 (10%) 133 (7.8%).

Examples 2

Compound 2,3-difluoro-4- (4-methoxy-butoxy) -4 '-(4-propyl-cyclohexyl) -1,1'-biphenyl (No. 66 (R ₁ = -C ₃ H ₇ , R = -CH ₃ )) The synthetic route is as follows:

The specific preparation process is as follows:
1. Synthesis of compound M4
In a 500ml three-necked bottle, add 5.1g of 4-iodo-2,3-difluorophenol, 150ml of anhydrous dimethylformamide (DMF), 5.5g of anhydrous potassium carbonate, 0.3g of potassium iodide, 2.8g of 4-chlorobutyl methyl ether, Stir at 90 ° C for 6h. After the reaction is completed, post-process and purify by column chromatography to obtain 6.6g of white solid, compound M4, GC> 97%, yield: 97%.
2. Synthesis of compound No.66 (R ₁ = -C ₃ H ₇ , R = -CH ₃ )
In a 500ml three-necked flask, add 3.4g of compound M4, 2.5g of propylcyclohexylphenylboronic acid, 80ml of toluene, 40ml of ethanol, 40ml of water, 4.2g of anhydrous sodium carbonate, and nitrogen protection, and add 0.1g of tetrakis (triphenylphosphine) palladium , Heating and stirring under reflux for 6h. After the reaction is completed, post-treatment and purification by column chromatography, 3.1 g of white solid is obtained, compound No. 66 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ), GC> 99%, Yield: 75%.
MS: 55 (11%) 87 (100%) 219 (4.4%) 232 (5.6%) 245 (3.3%) 416 (1.7%).

Examples 3

Compound 2 ', 3'-difluoro-4- (4-methoxy-butoxy) -4''-propyl-1,1', 4 ', 1''-terphenyl (No.76 (R ₁ = -C ₃ H ₇ , R = -CH ₃ )) The synthetic route is as follows:

The specific preparation process is as follows:
1. Synthesis of compound M7
In a 500ml three-necked flask, add 4.4g of 4-iodophenol, 150ml of anhydrous dimethylformamide (DMF), 5.5g of anhydrous potassium carbonate, 0.3g of potassium iodide, 2.8g of 4-chlorobutyl methyl ether, and stir at 90 ° C for 6h. The reaction is complete After that, it was worked up and purified by column chromatography to obtain 5.7 g of a white solid, compound M7, GC> 97%, yield: 93%.
2. Synthesis of compound No. 76 (R ₁ = -C ₃ H ₇ , R = -CH ₃ )
In a 500ml three-necked flask, add 3.1g of compound M7, 2.8g of propyldifluorobiphenylboronic acid, 80ml of toluene, 40ml of ethanol, 40ml of water, 4.2g of anhydrous sodium carbonate, and nitrogen protection, and add 0.1g of tetrakis (triphenylphosphine) Palladium, heated and stirred under reflux for 6h. After the reaction was completed, post-treatment and purification by column chromatography yielded 3.4 g of a white solid, compound No. 76 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ), GC> 99% Yield: 83%.
MS: 55 (7.8%) 87 (100%) 302 (7.8%) 331 (23.4%) 359 (4.7%) 446 (3.1%).

Examples 4

Compound 4 '-[(hexyloxy) butoxy]-(1,1-biphenyl) -4-yl-4-methyl- [1,1-bis (cyclohexyl)]-4-carboxylic acid (No.116 (R ₁ = -CH ₃ , R = -C ₆ H ₁₃ )) The synthetic route is as follows:

The specific preparation process is as follows:
1. Synthesis of compound M11
In a 500ml three-necked flask, add 3.7g of hydroquinone, 150ml of anhydrous dimethylformamide (DMF), 5.5g of anhydrous potassium carbonate, 0.3g of potassium iodide, 3.8g of 4-chlorobutylhexyl ether, and stir at 90 ° C for 6h. After completion of the reaction, post-treatment and purification by column chromatography gave 1.3 g of a white solid, compound M11, GC> 97%, yield: 19%.
2. Synthesis of Compound No. 116 (R ₁ = -CH ₃ , R = -C ₆ H ₁₃ )
In a 250 ml three-necked flask, add 1.3 g of compound M11, 0.85 g of methyldicyclohexylcarboxylic acid, 5 mg of 4-dimethylaminopyridine, 100 ml of dichloromethane, lower the temperature to 0 ° C, and dropwise add 1.5 g of N, N'-dicyclohexyl carbon. A solution consisting of arsenimine (DCC) and 10 ml of dichloromethane. After the dropwise addition, the solution was stirred at room temperature for 12 h, and then worked up and purified by column chromatography to obtain 1.7 g of a white solid. Compound No. 116 (R ₁ = -CH ₃ , R = -C ₆ H ₁₃ ), GC> 99%, yield: 82%.
MS: 55 (11%) 87 (100%) 186 (31.6%) 307 (16.3%).

Examples 5

Referring to the method for synthesizing the compounds of Examples 1 to 4, by simply replacing the compounds M1 to M12 in the above reaction, compounds No. 1 to No. 119 shown in Table 2 below can be prepared, respectively.

E.g:
Substituting propylcyclohexylphenol M1 with ethyl phenol and 4-chlorobutyl methyl ether M2 with 2-chloroethylhexyl ether, compound No. 6 (R ₁ = -C ₂ H ₅ , R = -C ₆ H ₁₃ );
Substituting propylcyclohexylphenol M1 with propylcatenol, compound No. 7 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ) can be prepared;
Substituting propylcyclohexylphenol M1 for ethoxybiphenol and 4-chlorobutyl methyl ether M2 for 6-chlorohexyl methyl ether, compound No. 8 (R ₁ = -OC ₂ H ₅ , R = -CH ₃ );
By replacing propylcyclohexylphenol M1 with butylcyclohexyldifluorophenol, compound No. 12 (R ₁ = -C ₄ H ₉ , R = -CH ₃ ) can be prepared;
Compound No.17 (R ₁ = -OC ₆ H ₁₃ , R = -CH ₃ ) can be prepared by replacing propylcyclohexylphenol M1 with hexyloxydifluorobiphenol;
By replacing propylcyclohexylphenol M1 with propylcyclohexylmethoxydifluorophenol, compound No. 27 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ) can be prepared;
Substituting propylcyclohexylphenol M1 with ethylbicyclocyclohexylphenol and 4-chlorobutyl methyl ether M2 with 2-chloroethyl ether can prepare compound No.36 (R ₁ = -C ₂ H ₅ , R = -C ₂ H ₅ );
Substituting propylcyclohexylphenol M1 with pentylcyclohexylbiphenol, and replacing 4-chlorobutyl methyl ether M2 with 3-chloropropylether, can prepare compound No.43 (R ₁ = -C ₅ H ₁₁ , R = -C ₂ H ₅ );
Compound No. 81 (R ₁ = -CH ₃ , R = -CH ₃ ) can be prepared by replacing propylcyclohexylphenol M1 with methyldicyclohexylmethoxydifluorophenol.
Table 2. Structural formulas of compounds No. 1 to No. 119

Application comparative 1

Mixture M was prepared according to the compounds and weight percentages listed in Table 3, which was filled between the two substrates of the liquid crystal display for performance testing. The test data is shown in Table 3 below:
Table 3. Liquid crystal composition formulations and their test performance

Application Examples 1

Compound No. 2 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ) was used to replace 3CPO2 in mixture M, the content of each component was unchanged, and mixture M1 was obtained, which was filled between two substrates of the liquid crystal display for performance Test, test data are shown in Table 4 below:
Table 4. Liquid crystal composition formulations and their test performance

Application Examples 2

Compound No. 12 (R ₁ = -C ₄ H ₉ , R = -CH ₃ ) was used to replace 3CWO4 in mixture M, the content of each component was unchanged, and mixture M2 was obtained, which was filled between two substrates of the liquid crystal display for performance Test, test data are shown in Table 5 below:
Table 5. Liquid crystal composition formulations and their test performance

Application Examples 3

Compound No.66 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ) was used to replace 3CPWO2 in the mixture M, the content of each component was unchanged, and the mixture M3 was obtained, which was filled between the two substrates of the liquid crystal display for performance Test, test data are shown in Table 6 below:
Table 6. Liquid crystal composition formulations and their test performance

Application Examples 4

Using the mixture M as the host liquid crystal (host), compound No. 7 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ), No. 8 (R ₁ = -OC ₂ H ₅ , R = -CH ₃ ), No. 17 (R ₁ = -OC ₆ H ₁₃ , R = -CH ₃ ), No. 76 (R ₁ = -C ₃ H ₇ , R = -CH ₃ ) and host are 10% by weight: 90% of the mixture was mixed to obtain mixtures M4, M5, M6 and M7, which were filled between the two substrates of the liquid crystal display for performance testing.
Table 7. Liquid crystal composition formulations and their test performance

Comparing the above application comparative example 1 with application examples 1 to 4, it can be known that when the compound provided by the present invention is applied to a liquid crystal composition, the transmittance of the product can be significantly improved, and on this basis, the response speed is also significantly improved. In addition, the compound provided by the present invention has good compatibility with other liquid crystal compounds and has wide applicability.

The above are only the preferred embodiments of the present invention, and are not intended to limit the present invention in any form. Although the present invention has been disclosed as above with the preferred embodiments, they are not intended to limit the present invention. A technician, without departing from the scope of the technical solution of the present invention, can use the disclosed technical content to make a few changes or modify the equivalent embodiment for equivalent changes, but as long as it does not depart from the technical solution of the present invention, according to the technology of the present invention In essence, any simple modifications, equivalent changes, and modifications made to the above embodiments still fall within the scope of the technical solution of the present invention.

Claims (8)

A compound characterized by comprising at least one cyclic structure and a group represented by Formula I, I, wherein R represents an alkyl group or a halogenated alkyl group having 1 to 12 carbon atoms, wherein one or more of the alkyl group or the halogenated alkyl group -CH ₂ -can be independently independently of each other in such a manner that oxygen atoms are not directly connected. -O-, -CH = CH-, -C≡C-, -CO-O-, or -O-CO-; n represents an integer of 4-10. The compound according to item 1 of the scope of patent application, wherein the at least one cyclic structure and the group represented by the general formula I are connected in the form of a "CO" single bond, wherein R represents a carbon number of 1- A linear alkyl group or a halogenated linear alkyl group of 12, wherein one or more of the linear alkyl group or the halogenated linear alkyl group are not adjacent -CH ₂ -can be replaced by -O-, -CH = CH-, -C≡C-, -CO-O- or -O-CO- are substituted. The compound according to item 1 of the scope of patent application, wherein the number of atoms in the ring skeleton of the cyclic structure is 3-12 The compound according to item 3 of the scope of patent application, wherein it has a structure of general formula II, II, wherein A ₁ , A ₂ , A ₃ and A ₄ each independently represent a cyclic structure having 3 to 12 atoms in the cyclic skeleton, and one or more H on the cyclic structure may be halogen or Alkyl substitution; R 'represents H, halogen, cyano, halogenated or unhalogenated alkyl having 1 to 15 carbon atoms, halogenated or unhalogenated One or more non-adjacent -CH ₂ -groups in the alkyl group may be independently replaced by -O-, -CH = CH-, -C≡C-, -CO-O-, or -O-CO-; Z ₁ , Z ₂ and Z ₃ each independently represent a single bond, -CH ₂ CH _2- , -CH ₂ O-, -OCH _2- , -CF = CF-, -CF ₂ O-, -OCF _2- , -COO-, -OCO-, -CH = CH-, -C≡C-, -CF ₂ CH _2- , -CH ₂ CF ₂ -,-(CH ₂ ) _4- , -CF ₂ CF ₂ -,- OCH ₂ CH ₂ CH _2- , -CH ₂ OCH ₂ CH _2- , -CH ₂ CH ₂ OCH _2- , -CH ₂ CH ₂ CH ₂ O-, -OCH ₂ CH ₂ O-, -CH ₂ OCH ₂ O -Or-OCH ₂ OCH _2- ; a, b and c each independently represent 0, 1, 2, 3 or 4. The compound according to item 4 of the scope of patent application, wherein the A ₁ , A ₂ , A ₃ and A ₄ are each independently selected from the group consisting of benzene ring, cyclohexane, naphthalene ring, indene ring, tetrahydronaphthalene, decahydro A group consisting of naphthalene, oxane, cyclopropane, cyclobutane, cyclopentane, cycloheptane, and bicyclo [2,2,2] octane, wherein the above-mentioned cyclic structure may also meet the following conditions a and At least one of b: a. One or more H in the cyclic structure may be substituted by halogen or alkyl; b. One or more -CH ₂ -in the cyclic structure may not be directly connected by an oxygen atom The method is replaced by -O-, -CO-, -CH = CH-, -C≡C-, -CO-O-, or -O-CO-. The compound according to item 5 of the scope of patent application, wherein the A ₁ , A ₂ , A ₃ and A ₄ are each independently selected from the group consisting of a benzene ring, a cyclohexane, a naphthalene ring, a tetralin, and an oxane And the cyclic structure may also meet at least one of the conditions a and b. A liquid crystal composition comprising the compound according to any one of claims 1 to 6 of the scope of patent application. An optoelectronic display device comprising the liquid crystal composition according to item 7 of the scope of patent application.