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Terpolymerized side chain type liquid crystal polymer and preparation method thereof

A technology of side-chain liquid crystals and polymers, applied in the direction of liquid crystal materials, chemical instruments and methods, etc.

Active Publication Date: 2018-12-28
SHANGHAI JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the above-mentioned deficiencies in the prior art, the present invention proposes a ternary copolymerized side-chain type liquid crystal polymer and a preparation method thereof. While maintaining the advantages of photoisomerization of azobenzene, utilizing methyl methacrylate The rigid structure of optically inert and N-substituted maleimide monomers makes up for the shortcomings of poor transparency and insufficient heat resistance of azobenzene photoisomerization orientation

Method used

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  • Terpolymerized side chain type liquid crystal polymer and preparation method thereof
  • Terpolymerized side chain type liquid crystal polymer and preparation method thereof
  • Terpolymerized side chain type liquid crystal polymer and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0030] This embodiment is for the preparation of [6-(4-methoxyazophenyl-4'-oxygen) hexyl] methacrylate, i.e. azobenzene monomers, azobenzene monomers of different side chain lengths ( The synthesis process of n=2-9) is the same, taking n=6 as an example, its structural formula is:

[0031]

[0032] This embodiment specifically includes the following steps:

[0033] Step 1, synthetic 4-hydroxyl-4'-methoxy azobenzene, its structural formula is:

[0034] Specifically:

[0035] 1.1) Add 4-methoxyaniline (12.32g, 100mmol) and 100mL aqueous hydrochloric acid (HCl and H 2 (2 volume ratio is 1:4), vigorously stirred under ice-water bath;

[0036] 1.2) Add 20 mL of NaNO dropwise to the above solution 2 (7.00g, 101mmol) aqueous solution, control reaction temperature 0-5 ℃;

[0037] 1.3) Add phenol (9.40 g, 100 mmol) and 50 mL of 10% NaOH solution in a 500 mL beaker, and stir to dissolve. Under an ice-water bath, the above prepared diazonium salt solution of p-methoxyaniline w...

Embodiment 2

[0047] This embodiment is to prepare N-benzyloxymaleimide and the azobenzene monomer synthesized in Example 1 and the side chain type liquid crystal polymer copolymerized with methyl methacrylate, and its structural formula is:

[0048] Wherein: x, y, z are respectively the mol ratio of monomer methyl methacrylate, N-benzyloxymaleimide and azobenzene monomer three feed intake, and in the present embodiment x, y, When z is 0.05, 0.15, and 0.8, respectively, the thermal and optical properties of the polymer are the best. The glass transition temperature of the polymer corresponding to this ratio is 119°C, and the material parameter pretilt angle that characterizes the orientation of liquid crystal is 3.6°.

[0049] The specific steps of this embodiment are as follows:

[0050] Step 1, synthetic N-benzyloxymaleimide, its structural formula is:

[0051] Specifically:

[0052] 1.1) Add maleic anhydride (1.961 g, 0.02 mmol) into a beaker, add 200 mL of chloroform, and stir to ...

Embodiment 3

[0059] This embodiment is to prepare N-phenylmaleimide and the azobenzene monomer synthesized in Example 1 and the side chain type liquid crystal polymer copolymerized with methyl methacrylate, and its structural formula is:

[0060] Where: x, y, z are respectively the molar ratios of monomer methyl methacrylate, N-phenylmaleimide and azobenzene monomer.

[0061] Step 1, synthetic N-phenylmaleimide, its structural formula is:

[0062] Specifically:

[0063] 1.1) Add maleic anhydride (1.961 g, 0.02 mmol) into a beaker, then add 200 mL of chloroform, and stir to dissolve. Aniline (1.862g, 0.02mmol) was added into a 500mL three-necked flask while 200mL of chloroform was added, magnetic stirring was turned on, and it was placed in an ice-water bath. Add the chloroform solution of maleic anhydride to the three-necked flask drop by drop, and react at 0-5°C for 30 minutes after the drop is complete;

[0064] 1.2) After the reaction is finished, the crude product is obtained by...

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Abstract

A terpolymerized side-chain type liquid crystal polymer and its preparation method, by using toluene as a solvent under the trigger of azobisisobutyronitrile, a methacrylate monomer containing an azobenzene structure and N‐ Substitute maleimide monomer for thermal polymerization reaction, and precipitate in methanol to obtain a copolymer, that is, a side chain type liquid crystal polymer containing azobenzene monomer, maleimide and methyl methacrylate terpolymerization, and finally The liquid crystal polymer film is obtained by dissolving the side chain type liquid crystal polymer in toluene solution and spin-coating. While maintaining the advantage of photoisomerization of azobenzene, the present invention makes use of the optical inertness of methyl methacrylate and the rigid structure of N-substituted maleimide monomers to make up for the limitation of photoisomerization orientation of azobenzene. Disadvantages of poor transparency and insufficient heat resistance. This new type of liquid crystal polymer film material has very important application prospects in liquid crystal display technology.

Description

technical field [0001] The present invention relates to a technology in the field, specifically a side-chain liquid crystal polymer based on the terpolymerization of azobenzene monomer, N-substituted maleimide and methyl methacrylate and its preparation method. Background technique [0002] Molecular design polymerization has played a very important role in industrial applications, especially in the preparation of liquid crystal materials. In the past ten years, polymers containing azo liquid crystal units in side groups have received more and more attention. Under the irradiation of polarized light, the azobenzene group undergoes trans-cis-trans reversible photoisomerization, so that the azobenzene chromophore is oriented perpendicular to the direction of polarized light. Therefore, along with the orientation of the azobenzene liquid crystal unit, the photoinert polymer connected to it will be aligned accordingly, that is, the synergistic orientation. Based on this princ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/36C08F222/40C08F220/14C09K19/38
CPCC09K19/38C08F220/14C08F220/36C08F222/40C08F222/406C08F222/404C08F222/408
Inventor 路庆华蔡锋
Owner SHANGHAI JIAOTONG UNIV