CN106947496B - Side chain type liquid crystal polymer liquid crystal physical gel material and preparation method thereof - Google Patents
Side chain type liquid crystal polymer liquid crystal physical gel material and preparation method thereof Download PDFInfo
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- KPQVQWUNELODQE-UHFFFAOYSA-N 4-(4-butoxyphenyl)benzonitrile Chemical group C1=CC(OCCCC)=CC=C1C1=CC=C(C#N)C=C1 KPQVQWUNELODQE-UHFFFAOYSA-N 0.000 description 1
- GPGGNNIMKOVSAG-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 GPGGNNIMKOVSAG-UHFFFAOYSA-N 0.000 description 1
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
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- RBOKWGDLPCSQPV-UHFFFAOYSA-N [4-(4-methoxyphenyl)phenyl] 2-methylprop-2-enoate Chemical group C1=CC(OC)=CC=C1C1=CC=C(OC(=O)C(C)=C)C=C1 RBOKWGDLPCSQPV-UHFFFAOYSA-N 0.000 description 1
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- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
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- FEIWNULTQYHCDN-UHFFFAOYSA-N mbba Chemical compound C1=CC(CCCC)=CC=C1N=CC1=CC=C(OC)C=C1 FEIWNULTQYHCDN-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 description 1
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
- C09K19/3842—Polyvinyl derivatives
- C09K19/3852—Poly(meth)acrylate derivatives
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/10—Esters
- C08F120/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F120/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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Abstract
The invention relates to a side chain type liquid crystal polymer liquid crystal physical gel material and a preparation method thereof. The material comprises the following components in percentage by mass: 90.0-99.0% of liquid crystal material and 1.0-10.0% of side chain type liquid crystal polymer. The invention takes micromolecular liquid crystal as a working substance and adopts side chain type liquid crystal polymer as a supporting material, and the prepared liquid crystal physical gel material has high modulus (the storage modulus can reach 10)4Pa above), good thermal stability (the gel-sol transition temperature exceeds 190 ℃), high content of micromolecule liquid crystal, and the chemical structure of the side chain type liquid crystal polymer can be adjusted to regulate the gel-sol phase transition temperature of the liquid crystal physical gel so as to meet the use requirements of different conditions.
Description
Technical Field
The invention relates to a liquid crystal physical gel material and a preparation method thereof, in particular to a side chain type liquid crystal polymer high-modulus liquid crystal physical gel material and a preparation method thereof.
Background
Liquid crystals are ordered fluids that possess both liquid mobility and crystalline order. The unique properties of liquid crystals make them widely used in the electronics industry. The liquid crystal display has the advantages of low power consumption, low driving voltage, high contrast ratio and the like, so that the liquid crystal display is distinguished from a plurality of display materials and becomes one of the most popular display materials in the market at present. The flowability is an important attribute of liquid crystal, so that the liquid crystal can respond quickly under the action of an external field, but the problem is brought to the development of large-scale liquid crystal devices, for example, the prepared liquid crystal devices have poor mechanical properties and cannot meet the requirements of stable, quick-response, ultrathin and large-area liquid crystal devices, so that the development of liquid crystal materials with good mechanical stability and processability becomes one of the research hotspots in the field at present.
The liquid crystal physical gel is a fiber network structure formed by self-assembly of gel factors in liquid crystal through non-covalent interaction, and is a novel stimulus-response and thermoreversible soft solid material. The liquid crystal physical gel is generally composed of two parts, the working substance is liquid crystal, which is the base and the core of the liquid crystal physical gel, and the gel factor is used as a carrier of the liquid crystal, so that the liquid crystal gel can be enabled, the fluidity of the liquid crystal is limited, and the liquid crystal physical gel has good mechanical stability.
Gel factor organic micromolecules, polymer microspheres and block copolymers commonly used for liquid crystal physical gels.
The liquid crystal physical gel formed by taking the organic micromolecules as the gelator has the advantages of multiple gelators, small addition amount, easiness in preparation and the like, can be prepared into liquid crystal physical gel with multiple stimulus responsiveness by chemically modifying the micromolecules and introducing other stimulus corresponding groups, and can also be used together with other gelators, block copolymers and the like to enhance the mechanical property of the liquid crystal physical gel. Takashi Kato et al (Advanced Materials,1998,10(8): 606; Chemistry of Materials,2000,12(2): 440; US 006074710A; JP 2000239663; JPH1121556) in Japan succeeded in preparing a liquid-crystalline physical gel by self-assembly of a liquid crystal such as a room-temperature nematic liquid crystal 4' -n-pentyl-4-cyanobiphenyl (5CB) and 4- (methoxy) -benzylidene-4- (butyl) aniline (MBBA) with a small-molecular gelator trans-1, 2-bis (amido) cyclohexane, and the gel-sol transition temperature of the obtained liquid-crystalline physical gel was 74 ℃ when the mass fraction of the added gelator was 1.0 wt%. Norihiro Mizoshita et al (Journal of materials chemistry12.8(2002):2197) and the like in Japan successfully prepared a liquid crystal physical gel by synthesizing a diurea-based gelator using 2, 6-diaminopyridine, forming a three-dimensional network structure by self-assembly through intermolecular hydrogen bonding, and anchoring liquid crystal small molecules 5CB by capillary action. Takashi Kato et al (Langmuir,2002,18(18):7086) combine organic small molecule 2, 3-di-n-decyloxy anthracene with liquid crystal small molecule to obtain liquid crystal physical gel, and the main driving force generated by the gel network is pi-pi stacking effect between anthracene molecules. Takashi Kato et al (Bulletin of the Chemical Society of Japan,2006,79(6):962) introduce an azo group into a small molecule gelator, and then compound the azo group with 5CB to obtain a photoresponse photo-reversible liquid crystal physical gel, under the irradiation of ultraviolet light, the configuration of the gelator is changed, the structure of the liquid crystal physical gel is destroyed, the gel is converted into a sol, and after the ultraviolet light is removed, the sol is converted into the liquid crystal gel. Unfortunately, the liquid crystal physical gel obtained by taking the organic small molecule as the gelator still generally has the problems of low modulus, poor mechanical stability and the like.
Liquid crystal physical gelation with a gel factor of a block copolymer is less studied. Kornfield et al (Naturemas, 2004,3(3): 177; US20040142117A1) copolymerize a monomer containing a cyanobiphenyl liquid crystal unit with styrene to prepare a triblock copolymer organogelator, and it was found that the synthesized triblock copolymer can gel small molecule liquid crystals (5CB, 4CB), but the physical gels of the liquid crystals have the disadvantages of low strength, poor self-supporting property and storage modulus G' of less than 102Pa。
Wood et al (Science,2011,334(6052): 79; Langmuir,2012,28(22):8463) in studying liquid crystal physical gels of polymethyl methacrylate microspheres and liquid crystal 5CB found that the modulus of the gel was changed from 10 to 15% or more only when the volume fraction of the polymer microspheres reached2Pa begins to rise sharply and its modulus reaches 10 at a volume fraction of about 40%4Pa, but the disadvantage is that the addition amount is high, the cost of the liquid crystal physical gel is increased due to the high addition amount, and the property of the liquid crystal bulk is greatly influenced due to the addition of a large amount of gel factors, so that the application of the polymer microspheres in the liquid crystal physical gel is greatly limited.
Among the reported liquid crystal physical gel materials, the liquid crystal physical gel materials have poor thermal stability and mechanical properties, cannot meet the requirements of material processing and use, and seriously limit the industrial production and marketing requirements of the liquid crystal physical gel materials.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and develop a liquid crystal physical gel material with high modulus and high thermal stability, and the modulus of the prepared liquid crystal physical gel material can reach 104Pa or more, can meet the processing and use requirements of materialsMeanwhile, the prepared liquid crystal physical gel material has the gel dissociation temperature of over 190 ℃ and good stability. In addition, the chemical structure of the side chain type liquid crystal polymer can be adjusted to regulate the gel-sol phase transition temperature of the liquid crystal physical gel so as to meet the use requirements of different conditions.
To achieve the purpose of the invention, the general inventive concept is as follows: adding the side chain type liquid crystal polymer gelator into small molecule liquid crystal, heating and stirring until the gelator is completely dissolved to prepare a transparent mixture, pouring the transparent mixture into a mould, self-assembling the side chain type polymer into a supermolecule network structure through non-covalent bond action in the natural cooling process, forming a constraint action on the small molecule liquid crystal through capillary action, and enabling the small molecule liquid crystal not to show the flowing property of the liquid crystal macroscopically at room temperature, thereby preparing the liquid crystal physical gel material.
The invention is realized by the following modes:
a side chain type liquid crystal polymer liquid crystal physical gel material comprises the following components in percentage by mass: 90.0-99.0% of liquid crystal material and 1.0-10.0% of side chain type liquid crystal polymer;
the liquid crystal material is selected from one or a mixture of more than two of 4 '-n-butyl-4-cyanobiphenyl (4CB), 4' -n-butoxy-4-cyanobiphenyl (4OCB), 4 '-n-pentyl-4-cyanobiphenyl (5CB), 4' -n-pentyloxy-4-cyanobiphenyl (5OCB), 4 '-n-heptyl-4-cyanobiphenyl (7CB), 4' -n-octyloxy-4-cyanobiphenyl (8OCB), 4 '-n-pentyl-4-cyanobiphenyl (5CT) and 4-methoxybenzylidene-4' -butylaniline (MBBA).
Further, the side chain type liquid crystal polymer is a homopolymer or a copolymer.
Further, the chemical structural formula of the side chain type liquid crystal homopolymer is shown as the formula (I):
n represents the degree of polymerization, R is a pendant group selected from hydrogen or methyl; s is a flexible spacer
Wherein m is more than or equal to 1 and less than or equal to 18, and m is an integer; l is1、L2Represents a linking group, L1、L2Is independently selected from one of structural formula (II):
L1、L2subscripts 1,2 of (a) represent the linking groups independently of each other; m represents one or more kinds of mesogen selected from structural formula (III) via rigid bridge bond
Liquid crystal elements freely combined according to chemical bonding logic,
e represents an end group selected from one of hydrogen, cyano, alkyl, alkoxy, nitro and polyoxyethylene; a. b and c independently take the value of 1 or 0 and represent an unnecessary component S, L1、L2When the value of (A) is 0, the left and right sides of the structural portion are directly bonded.
Further, the side chain type liquid crystal copolymer may be a side chain type liquid crystal copolymer of two or more liquid crystal structural units with different structures, or a side chain type liquid crystal copolymer at least comprising one liquid crystal structural unit and at least one non-liquid crystal structural unit.
Further, the structure of the liquid crystal structural unit is a monomer structure of a side chain type liquid crystal homopolymer.
Further, the non-liquid crystal structural unit is acrylate, methacrylate, styrene or acrylonitrile.
The preparation method of the side chain type liquid crystal polymer liquid crystal physical gel comprises the following steps: weighing 90.0-99.0% of liquid crystal material and 1.0-10.0% of side chain type liquid crystal polymer (or called side chain type liquid crystal polymer gel factor) according to the mass percentage; adding the side chain type liquid crystal polymer gelator into the liquid crystal material, heating and stirring until the gelator is completely dissolved to prepare a transparent state; and naturally cooling the transparent mixture to room temperature to obtain the liquid crystal physical gel material.
The invention has the beneficial effects that:
the invention takes micromolecular liquid crystal as a working substance and adopts side chain type liquid crystal polymer as a supporting material, and the prepared liquid crystal physical gel material has high modulus (the storage modulus can reach 10)4Pa above), good thermal stability (the gel-sol transition temperature exceeds 190 ℃), high content of micromolecule liquid crystal, and the chemical structure of the side chain type liquid crystal polymer can be adjusted to regulate the gel-sol phase transition temperature of the liquid crystal physical gel so as to meet the use requirements of different conditions.
Drawings
FIG. 1 is a plot of the modulus of liquid crystal physical gel materials prepared in examples 8-13 of the present invention.
Detailed Description
The following examples will help to understand the present invention, but do not limit the contents of the present invention.
Gel dissociation temperature (Td) and gel-sol temperature (T)GS) The test adopts a test tube tilting method: the bottom of the test tube containing the liquid crystal physical gel material is inserted downwards into an oil bath pan, and the temperature is raised at the speed of 2 ℃/min. When the temperature was raised to a prescribed temperature, the test tube was tilted, and if the gel just flowed, the temperature was determined to be the gel aggregate structure dissociation temperature (Td). Then, the temperature was further increased, and the temperature at which the gel was completely dissolved in the liquid was determined as the gel-sol transition temperature (T)GS)。
The storage modulus G '(storage modulus) and loss modulus G' (loss modulus) of the liquid crystal physical gel material were measured with an ARES rheometer (TA ARES rheometer): the temperature is controlled under nitrogen atmosphere and isothermal frequency scanning is carried out at 25 ℃ with a 20mm flat-plate module under small strain in the frequency range of 0.1 to 100 rad/s.
Example 1
A20 mm X200 mm clean polymeric glass tube was taken and 2.0g of the tube was added(7.60mmol) of 4' -methacryloyloxy-4-cyanobiphenyl (MACB) was added thereto 658.4ul (3.80X 10) of 0.01g/ml AIBN solution in DMF- 2mmol), then adding 3.6g of refined DMF3, freezing and vacuumizing, repeating for three times, sealing the tube in a vacuum state, putting the polymerization tube into a constant-temperature oil bath kettle at 70 ℃ for polymerization, and putting the polymerization tube into cold hydrazine for cooling after the polymerization is finished (judged by the viscosity of a polymerization system) so as to terminate the polymerization. Then, the polymer solution was diluted with DMF, and the polymerization solution was slowly added to 500ml of ethanol with stirring, precipitated, centrifuged, and vacuum-dried to obtain 1.9g of the objective polymer PMACB having a conversion of 95% and a molecular weight of 5.24X 104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the obtained gel factor PMACB to ensure that the mass percent of the gel factor PMACB is 3.0%, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 70 ℃ and a gel-sol temperature of 72 ℃.
Example 2
A20 mm X200 mm clean polymeric glass tube was charged with 2.0g (8.02mmol) of 4' -acryloyloxy-4-cyanobiphenyl (ACB), and 658.42ul (4.01X 10. mu.l) of AIBN solution (0.01 g/ml) in DMF was added- 2mmol), then adding 3.6g of refined DMF3, freezing and vacuumizing, repeating for three times, sealing the tube in a vacuum state, putting the polymerization tube into a constant-temperature oil bath kettle at 70 ℃ for polymerization, and putting the polymerization tube into cold hydrazine for cooling after the polymerization is finished (judged by the viscosity of a polymerization system) so as to terminate the polymerization. Then diluting the polymer solution with DMF, slowly adding the polymerization solution into 500ml ethanol under stirring, precipitating, centrifuging, and vacuum drying to obtain target polymer PACB1.94g with conversion rate of 97% and molecular weight of 97%4.92×104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 1.0%, heating and stirring the gel factor PACB until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 72 ℃ and a gel-sol temperature of 90 ℃.
Example 3
The side chain type liquid crystalline polymer used was the same as in example 1
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMACB to enable the mass percent of the gel factor PMACB to be 4.0%, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 82 ℃ and a gel-sol temperature of 86 ℃.
Example 4
The side chain type liquid crystalline polymer used was the same as in example 1
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMACB to enable the mass percent of the gel factor PMACB to be 5.0%, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 102 ℃ and a gel-sol temperature of 108 ℃.
Example 5
The side chain type liquid crystalline polymer used was the same as in example 1
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMACB to ensure that the gel factor PMACB accounts for 6.0 percent by mass, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 130 ℃ and a gel-sol temperature of 132 ℃.
Example 6
The side chain type liquid crystalline polymer used was the same as in example 1
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMACB to enable the mass percent of the gel factor PMACB to be 8.0%, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 150 ℃ and a gel-sol temperature of 154 ℃.
Example 7
The side chain type liquid crystalline polymer used was the same as in example 1
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMACB to enable the mass percent of the gel factor PMACB to be 10.0%, heating and stirring the mixture until the gel factor PMACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the embodiment is measured to have the gel dissociation temperature of 186 ℃ and the gel-sol temperature of 190 ℃.
Example 8
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 2.0%, heating and stirring the gel factor PACB until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 96 ℃ and a gel-sol temperature of 100 ℃.
Example 9
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to ensure that the mass percent of the gel factor PACB is 3.0%, heating and stirring the mixture until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 118 ℃ and a gel-sol temperature of 124 ℃.
Example 10
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 4.0%, heating and stirring the gel factor PACB until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 142 ℃ and a gel-sol temperature of 146 ℃.
Example 11
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to ensure that the mass percent of the gel factor PACB is 6.0%, heating and stirring the mixture until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the embodiment is measured to have the gel dissociation temperature of 186 ℃ and the gel-sol temperature of 190 ℃.
Example 12
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 8.0%, heating and stirring the mixture until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 187 ℃ and a gel-sol temperature of 191 ℃ Pa.
Example 13
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 10.0%, heating and stirring the gel factor PACB until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 190 ℃ and a gel-sol temperature of 192 ℃.
Example 14
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4' -n-pentyloxy-4-cyanobiphenyl (5OCB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to ensure that the mass percent of the gel factor PACB is 6.0%, heating and stirring the mixture until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 183 ℃ and a gel-sol temperature of 187 ℃.
Example 15
The side chain type liquid crystalline polymer used was the same as in example 2
Weighing 4g of liquid crystal micromolecule 4 '-n-butyl-4-cyanobiphenyl (4CB), adding the liquid crystal micromolecule 4' -n-butyl-4-cyanobiphenyl (4CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB to enable the mass percent of the gel factor PACB to be 6.0%, heating and stirring the mixture until the gel factor PACB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 185 ℃ and a gel-sol temperature of 192 ℃.
Example 16
A20 mm X200 mm clean polymeric glass tube was charged with 2.0g (7.446mmol) of 4' -methacryloyloxy-4-methoxybiphenyl (MBiC1), and 611.7ul (3.72X 10. mu.l) of AIBN solution prepared with tetrahydrofuran at a concentration of 0.01g/ml was added-2mmol), then adding 3.7g of refined tetrahydrofuran, freezing and vacuumizing, repeating for three times, sealing the tube in a vacuum state, putting the polymerization tube into a constant-temperature oil bath kettle at 70 ℃ for polymerization, and putting the polymerization tube into cold hydrazine for cooling after the polymerization is finished (judged by the viscosity of a polymerization system) so as to terminate the polymerization. Then the polymer reaction solution was diluted with tetrahydrofuran, the polymerization solution was slowly added to 500ml of acetone with stirring, precipitated, centrifuged, and vacuum-dried to obtain the objective polymer PMBiC11.65g, conversion 82%, molecular weight 5.47X 104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PMBiC1 with the mass percent of 6.0%, heating and stirring the mixture until the gel factor PMBiC1 is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 154 ℃ and a gel-sol temperature of 159 ℃.
Example 17
A20 mm X200 mm clean polymeric glass tube was charged with 2.0g (4.56mmol) of 6- ((4' -methoxy) -diphenoxy) -4-methyl hexyl acrylate (M6BiC1) and 747.8ul (4.56X 10. mu.l) of AIBN solution in 0.01g/ml in THF was added-2mmol), adding refined THF3.7g, freezing, vacuumizing, repeating for three times, sealing under vacuum, placing the polymerization tube in a constant temperature oil bath kettle at 70 deg.C for polymerization, cooling in cold hydrazine after polymerization is completed (determined by viscosity of polymerization system), and terminating the polymerization. Then, the polymer solution was diluted with THF, and the polymerization solution was slowly stirredAdding into 500ml acetone, precipitating, centrifuging, and vacuum drying to obtain target polymer PM6BiC11.68g with conversion rate of 84.0% and molecular weight of 5.38 × 104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the obtained gel factor PM6BiC1 to ensure that the mass percent of the gel factor PM6BiC1 is 6.0%, heating and stirring the mixture until the gel factor PM6BiC1 is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in the example was measured to have a gel dissociation temperature of 42 ℃ and a gel-sol temperature of 48 ℃.
Example 18
A20 mm X200 mm clean polymeric glass tube was charged with 1.8g (7.22mmol) of 4' -acryloyloxy-4-cyanobiphenyl (ACB) and 0.19g (1.80mmol) of styrene, and 742.30ul (4.51X 10. mu.l) of AIBN solution 0.01g/ml in DMF was added-2mmol), adding refined DMF3.7g, freezing, vacuumizing, repeating for three times, sealing under vacuum, placing the polymerization tube into a constant temperature oil bath kettle at 70 deg.C for polymerization, cooling in cold hydrazine after polymerization is completed (determined by viscosity of polymerization system), and terminating the polymerization. Then the reaction system was diluted with DMF and the polymerization solution was slowly added to 500ml of ethanol with stirring, precipitated, centrifuged and vacuum dried to give 1.85g of the target polymer PACB-co-PS with a conversion of 93% and a molecular weight of 4.73X 104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4 '-n-pentyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule 4' -n-pentyl-4-cyanobiphenyl (5CB) into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB-co-PS with the mass percent of 6.0%, heating and stirring the gel factor PACB-co-PS until the gel factor PACB-co-PS is completely dissolved, and naturally cooling the gel factor PACB-co-PS after a mixture is clarified to obtain the.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 155 ℃ and a gel-sol temperature of 161 ℃.
Example 19
A20 mm X200 mm clean polymeric glass tube was charged with 1.2g (4.81mmol) of 4 '-acryloyloxy-4-cyanobiphenyl (ACB) and 0.72g (2.06mmol) ((4' -cyano) -biphenyloxy) -4-hexyl acrylate (A6CB), followed by 0.01g/ml AIBN solution 752.2ul (4.59X 10. mu.l) in DMF-2mmol), then adding 3.6g of refined DMF3, freezing and vacuumizing, repeating for three times, sealing the tube in a vacuum state, putting the polymerization tube into a constant-temperature oil bath kettle at 70 ℃ for polymerization, and putting the polymerization tube into cold hydrazine for cooling after the polymerization is finished (judged by the viscosity of a polymerization system) so as to terminate the polymerization. Then the reaction system was diluted with DMF and the polymerization solution was slowly added to 500ml of ethanol with stirring, precipitated, centrifuged and vacuum dried to obtain the target polymer PACB-co-PA6CB 1.64.64 g with a conversion of 85.4% and a molecular weight of 6.02X 104The structural formula is as follows:
weighing 4g of liquid crystal micromolecule 4' -n-amyl-4-cyanobiphenyl (5CB), adding the liquid crystal micromolecule into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the gel factor PACB-co-PA6CB with the mass percent of 6.0%, heating and stirring the mixture until the gel factor PACB-co-PA6CB is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
The liquid crystal physical gel material obtained in this example was measured to have a gel dissociation temperature of 138 ℃ and a gel-sol temperature of 143 ℃.
The above description is only a preferred embodiment of the present invention, but the scope of the present invention is not limited thereto. After reading the teaching of the present invention, those skilled in the art can make various changes or modifications to the invention by any of the same or similar means, and these equivalents also fall within the scope of the invention.
Claims (2)
1. The side chain type liquid crystal polymer liquid crystal physical gel material is characterized by comprising the following components in percentage by mass: 94% of liquid crystal material 4' -n-amyl-4-cyanobiphenyl and 6% of side chain type liquid crystal copolymer PACB-co-PA6CB 6%;
the chemical structural formula of the side chain type liquid crystal copolymer PACB-co-PA6CB is as follows:
2. the method for preparing the side chain type polymer liquid crystal physical gel material as claimed in claim 1, which is characterized by comprising the following steps:
a20 mm X200 mm clean polymeric glass tube was charged with 1.2g, i.e. 4.81mmol, of 4 '-acryloyloxy-4-cyanobiphenyl ACB and 0.72g, i.e. 2.06mmol, of ((4' -cyano) -biphenyloxy) -4-hexyl acrylate A6CB, followed by 752.2ul, i.e. 4.59X 10 ul, of 0.01g/ml AIBN solution in DMF-2mmol, adding refined DMF3.6g, freezing, vacuumizing, repeating for three times, sealing in vacuum, placing the polymerization tube in a constant temperature oil bath at 70 deg.C for polymerization, placing the polymerization tube in cold hydrazine for cooling to terminate the polymerization, diluting the reaction system with DMF, slowly adding the polymerization solution into 500ml ethanol under stirring, precipitating, centrifuging, and vacuum drying to obtain target polymer PACB-co-PA6CB 1.64.64 g with conversion rate of 85.4% and molecular weight of 6.02 x 104The structural formula is as follows:
weighing liquid crystal micromolecules 4' -n-pentyl-4-cyanobiphenyl 5CB4g, adding the liquid crystal micromolecules into a sample bottle with the size of 25mm multiplied by 40mm, accurately weighing the target polymer PACB-co-PA6CB with the mass percentage of 6.0%, heating and stirring the target polymer PACB-co-PA6CB until the target polymer PACB-co-PA6 is completely dissolved, and naturally cooling the mixture after the mixture is clarified to obtain the liquid crystal physical gel material.
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