Fluorine-containing liquid crystal compound containing ethane bridged bond and -CF2O- bridged bond
A liquid crystal compound, ethane bridge technology, applied in the direction of organic chemistry, etc., can solve the problem of high melting point of the compound, and achieve the effect of reducing melting enthalpy, improving compatibility and large dielectric anisotropy
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0040] 4′-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(trans-4-n-propylcyclohexyl)ethyl]biphenyl Preparation:
[0041] The specific structural formula is as follows:
[0042]
[0043] The preparation process is as follows:
[0044] Step 1: Synthesis of Diethyl (3-fluorobenzyl)phosphonate
[0045]
[0046] Add 498 g of triethyl phosphite and 290 g of m-fluorochlorobenzyl into a 1000 mL three-necked flask, stir and heat under reflux for 7 hours. Then the excess triethyl phosphite was distilled off to obtain 472 g of a colorless transparent liquid with a yield of 95.9%.
[0047] Step 2: Synthesis of 1-fluoro-3-[2-(trans-4-n-propylcyclohexyl)vinyl]benzene
[0048]
[0049]Under the protection of nitrogen, add 185.6g (0.8mol) (3-fluorobenzyl) diethyl phosphonate and 200mL tetrahydrofuran to a 1000mL three-necked flask, add 134.4g (1.2mol) potassium tert-butoxide, after the addition is completed, the Incubate at ~30°C for 1 hour. After the heat preservation...
Embodiment 2
[0070] Using trans-4-pentylcyclohexylcarbaldehyde instead of trans-4-n-propylcyclohexylcarbaldehyde in Example 1, the same method was used to synthesize 4'-[difluoro(3,4,5-trifluorobenzene oxy)methyl]-2-fluoro-4-[2-(trans-4-pentylcyclohexyl)ethyl]biphenyl.
[0071] Structure Identification:
[0072] 1 H NMR (δ, CDCl 3 ): 0.85~1.01(m, 7H), 1.15~1.32(m, 10H), 1.51~1.55(m, 4H), 1.75~1.82(m, 2H), 2.65~2.68(m, 2H), 6.96~7.06 (m, 4H), 7.34 (t, 1H), 7.70 (dd, J=7.70Hz, 4H).
[0073] MS (70eV) m / z (%): 401 (100), 234 (38).
[0074] Where m / z=401, the corresponding cracked fragment structure is:
[0075]
[0076] Among them, m / z=234 is the fragment that is further cracked by the fragment of m / z=401, and the corresponding cracked fragment structure is:
[0077]
[0078] The above structural identification data show that the synthesized compound is indeed 4′-[difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-pentyl cyclohexyl) ethyl] biphenyl. The characteristic tem...
Embodiment 3～9
[0080] Respectively use trans-4-methylcyclohexyl formaldehyde, trans-4-ethylcyclohexyl formaldehyde, trans-4-n-butylcyclohexyl formaldehyde, trans-4-n-hexylcyclohexyl formaldehyde, trans-4- N-heptylcyclohexylcarbaldehyde, trans-4-n-octylcyclohexylcarbaldehyde, trans-4-n-nonylcyclohexylcarbaldehyde replace trans-4-n-propylcyclohexylcarbaldehyde in Example 1, the same The method synthesizes:
[0081] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-methylcyclohexyl)ethyl]biphenyl;
[0082] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-ethylcyclohexyl)ethyl]biphenyl;
[0083] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-n-butylcyclohexyl)ethyl]biphenyl;
[0084] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-n-hexylcyclohexyl)ethyl]biphenyl;
[0085] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-n-heptylcyclohexyl)ethyl]biphenyl;
[0086] 4'-[Difluoro(3,4,5-trifluorophenoxy)methyl]-2-fluoro-4-[2-(4-n-octy...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More