Liquid crystal compound containing saturated indene rings and composition thereof
A compound, free technology, applied in liquid crystal materials, organic chemistry, chemical instruments and methods, etc.
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Embodiment 1
[0052] The synthetic route of the prepared compound 1IdCUF is as follows:
[0053]
[0054] Its specific preparation process is as follows:
[0055]
[0056] Among them, bicyclic monopropanone can be synthesized by methods known in the prior art (refer to US4307112 for its synthesis method).
[0057]
[0058] 1) Synthesis of Compound 1IdCUF-04
[0059]
[0060] Add 71g of methyl bromide triphenylphosphine salt, 300mL of tetrahydrofuran (THF) into a 1L three-necked flask, and add 2 Cooled to -5°C with ice-brine under protection, added 22 g of potassium n-butoxide, reacted for 30 min after the addition, and obtained an orange suspension. 50 mL of a THF solution of 60 g of monoethylene glycol-protected saturated indanone was added dropwise, and after the addition was completed, it was naturally raised to room temperature overnight at -5°C to 0°C. The reaction solution was transferred into a one-necked bottle, the solvent was spin-dried, and the residue was washed w...
Embodiment 2
[0074] The synthetic route of the prepared compound 1IdCGF is as follows:
[0075]
[0076] Its specific preparation process is as follows:
[0077] Compound 1IdCUF-02 was prepared in the same way as steps 1) to 3) in Example 1, and then 1IdCGF was obtained through the following synthesis steps.
[0078]
[0079]4) Synthesis of Compound 1IdCGF-01
[0080]
[0081] Using the intermediate 1IdCUF-02 for the preparation of 1IdCUF, 1IdCGF-01 was synthesized according to the method for synthesizing 1IdCUF-01 above, replacing 44.6 g of 5-(4 -Bromocyclohexyl)-1,2,3-trifluorobromobenzene. 31.4 g of 1IdCGF-01 can be prepared with a GC purity of 99.2% and a yield of 63%.
[0082] 5) Synthesis of Compound 1IdCGF
[0083] According to the method of synthesizing 1IdCUF, 1IdCGF-01 was hydrogenated and reduced, and then recrystallized and purified to obtain 18.87 g of the target product 1IdCGF with a GC purity of 99.7% and a yield of 59.8%.
[0084] 1 H NMR (CDCl 3 , 300MHz), ...
Embodiment 3
[0086] The synthetic route of the prepared compound 3IdZGF is as follows:
[0087]
[0088] Its specific preparation process can refer to the known methods in the prior art (the synthesis method refers to US5621147), as follows:
[0089]
[0090] 1) Synthesis of compound 3IdZGF-08
[0091]
[0092] Add bromopropane triphenylphosphine salt 270.7g, THF 1.2L, N 2 Cooled to -5°C with ice-brine under protection, added 80 g of potassium n-butoxide, reacted for 30 min after the addition, and obtained an orange suspension. 300 mL of a THF solution of 115 g of monoethylene glycol-protected saturated indanone was added dropwise, and after the addition was completed, it was naturally raised to room temperature overnight at -5°C to 0°C. The reaction solution was transferred into a one-necked bottle, the solvent was spin-dried, and the residue was washed with 200 mL of petroleum ether, then filtered with suction, and the filter cake was washed with petroleum ether several times....
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