Reactive perpendicular aligned organosilicon material and manufacture method of liquid crystal display panel

Abstract

A reactive perpendicular aligned organosilicon material is provided, having a general structural formula in the form of A-R, where A is SiCl.sub.3 and R represents a linear chained or a branched chained alkyl group with 5-20 carbon atoms. A CH.sub.2 group in the alkyl group is substituted by a phenyl group, a naphthenic base, CONH, COO, OCO, S, CO, or CHCH, or an F atom or a Cl atom substitutes an H atom in the alkyl group. A Cl atom in the reactive perpendicular aligned organosilicon material and OH on a surface of a substrate having no PI thereon form a hydrogen bond, leading to vertical arrangement of liquid crystal molecules between two opposite substrates.

Claims

1. A substrate; and a liquid crystal mixture on the substrate, the liquid crystal mixture including a reactive perpendicular aligned organosilicon material, having a general structural formula that is A-R, where A is SiCl.sub.3; and R represents a linear chained or a branched chained alkyl group with 5-20 carbon atoms, wherein at least one of the CH.sub.2 groups in the alkyl group is substituted by a phenyl group, a naphthenic base, CONH, COO, OCO, S, CO, or CHCH; or an F atom or a Cl atom substitutes at least one of the H atoms in the alkyl group; wherein the reactive perpendicular aligned organosilicon material includes at least one of the following: ##STR00014## and wherein one of the Cl atoms of the SiCl.sub.3 group is hydrogen bonded with an OH group on a surface of the substrate.

Description

BRIEF DESCRIPTION OF THE DRAWINGS

(1) Embodiments of the disclosure will be described in detail and illustrated by figures to clarify the proposal and the advantages of the disclosure.

(2) In figures,

(3) FIG. 1 is a diagram of reaction of a reactive perpendicular aligned organosilicon materials and a surface of a substrate of the present disclosure;

(4) FIG. 2 is a diagram of Step 1 of a manufacture method of a liquid crystal display panel of the disclosure;

(5) FIG. 3 is a diagram of Step 2 of the manufacture method of a liquid crystal display panel of the disclosure;

(6) FIG. 4 is a diagram of Step 3 of the manufacture method of a liquid crystal display panel of the disclosure;

(7) FIG. 5 is a diagram of Step 4 of the manufacture method of a liquid crystal display panel of the disclosure; and

(8) FIG. 6 is a diagram of Step 5 of the manufacture method of a liquid crystal display panel of the disclosure.

DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS

(9) Embodiments of the present disclosure are described in detail with the accompanying drawings to illustrate the proposal and performance as follows.

(10) Referring to FIG. 1, the disclosure provides a reactive perpendicular aligned organosilicon material, whose general structural formula is A-R, where A is SiCl.sub.3 and R represents a linear chained or a branched chained alkyl group with 5-20 C atoms, wherein a CH.sub.2 group in the alkyl group is substituted by a phenyl group, a naphthenic base, CONH, COO, OCO, S, CO, or CHCH, or an F atom or a Cl atom substitutes an H atom in the alkyl group.

(11) Preferably, a structural formula of the reactive perpendicular aligned organosilicon material is:

(12) ##STR00004##

(13) As shown in FIG. 1, the reactive perpendicular aligned organosilicon material of the disclosure mainly includes two components: a head group A and an end group R. The primary function of the head group A is to form a hydrogen bond with Cl and OH on a surface of the substrate, leading to the reactive perpendicular aligned organosilicon materials array perpendicularly on the substrate by hydrogen bonds; SiCl in the head group A and OH on the surface of the substrate react to form a SiO bond during heating, which can anchor the reactive perpendicular aligned organosilicon material on the surface of the substrate by chemical bonds, in order to improve stability of anchored liquid crystal molecules. The primary function of the end group R is similar to that of a polyimide branch, which is vertically aligning liquid crystal molecules by stereo obstacle.

(14) Two embodiments are employed to illustrate a preparation method of the reactive perpendicular aligned organosilicon material of the disclosure:

Embodiment 1 (a Reactive Perpendicular Aligned Organosilicon Material Synthesized with Aromatic Amines)

(15) Step 1, measuring aromatic amine (I), HCl, NaNO.sub.2 with a mole ratio of 1:(1-5):(1.01-1.10), placing the measured aromatic amines (I), hydrochloric acid, and NaNO.sub.2 in a reactor and stirring at 0-5 C. for 3-5 hours, obtaining a product diazo salt (II),

(16) ##STR00005##

(17) Step 2, adding CuCl.sub.2 into the diazo salt (II) produced in Step 1 with a mole ratio of CuCl.sub.2:diazo salt (II)=1:1.2, and reacting at 50-100 C. for 1-5 hours; obtaining a product chlorobenzene (III),

(18) ##STR00006##

(19) Step 3, measuring aphenyl Grignard reagent (prepared by chlorobenzene (III), Mg and LiCl) and trichlorosilane with a mole ratio of chlorobenzene (III):trichlorosilane=1:1, dissolving the measured phenyl Grignard reagent and trichlorosilane in a solvent (methylbenzene or n-hexane), employing a small amount of metal Pd as a catalyst, reacting at 130-135 C. for 1-3 hours, purified to obtain the compound (IV),

(20) ##STR00007##

(21) The produced compound (IV) is analyzed by H.sup.1NMR, nuclear magnetic resonance data obtained is: =0.96(3H), =1.33(2H), =1.29(6H), =1.62(2H), =2.55(2H), =7.1(2H), =7.2(2H).

Embodiment 2 (a Reactive Perpendicular Aligned Organosilicon Material Synthesized with Aromatic Nitrile)

(22) Step 1, measuring aromatic nitrile (V) and LiAlH.sub.4 with a mole ratio of 1:(1-3), measuring ether with a ratio of aromatic nitrile (V):ether=1:3 (unit ratio is mol:L), dissolving measured aromatic nitrile (V) and LiAlH.sub.4 in ether; reacting at 72 C. by heating and refluxing for 1-5 hours, then adding ice water solution including 20 wt % sodium hydroxide with a volume ratio of V(NaOH)/V(ether)=2/1 in the reaction, obtaining a product aromatic amine (VI)

(23) ##STR00008##

(24) Step 2, measuring aromatic amine (VI) produced in Step 1 above, HCl and NaNO.sub.2 with a mole ratio of 1:(1-5):(1.01:1.10), placing the measured aromatic amine (VI), hydrochloric acid and NaNO.sub.2 in a reactor, stirring at 0-5 C. for 3-5 hours, obtaining a product diazo salt (VII),

(25) ##STR00009##

(26) Step 3, adding CuCl.sub.2 into the diazo salt (VII) produced in Step 2 with a mole ratio of CuCl.sub.2:diazo salt (II)=1:1.2, reacting at 50-100 C. for 1-5 hours; obtaining a product chlorobenzene (VIII),

(27) ##STR00010##

(28) Step 4, measuring a phenyl Grignard reagent (prepared by chlorobenzene (VIII), Mg and LiCl) and trichlorosilane with a mole ratio of chlorobenzene (VIII):trichlorosilane=1:1, dissolving the measured phenyl Grignard reagent and trichlorosilane in a solvent (methylbenzene or n-hexane), employing a small amount of metal Pd as a catalyst, reacting at 130-135 C. for 1-3 hours, purified to obtain the compound (IX),

(29) ##STR00011##

(30) The produced compound (IX) is analyzed by H.sup.1NMR, nuclear magnetic resonance data obtained is: =0.96(3H), =1.33(2H), =1.29(2H), =1.62(2H), =2.55(2H), =7.18(2H), =7.43(2H), =7.54(4H), =7.5(2H), =7.3(2H).

(31) The disclosure provides a reactive perpendicular aligned organosilicon material, wherein a Cl atom in the reactive perpendicular aligned organosilicon material and a OH on a surface of the substrate without a PI film can form a hydrogen bond, leading to vertical arrangement of liquid crystal molecules; SiCl in the organosilicon material and OH on the surface of the substrate react to form a SiO bond during heating, which can anchor the reactive perpendicular aligned organosilicon material on the surface of the substrate by means of a chemical bond, in order to improve stability of anchored liquid crystal molecules; a liquid crystal display panel adopting the reactive perpendicular aligned organosilicon material can be without an alignment film, which can simplify the process of a TFT-LCD as well as reducing costs of producing a TFT-LCD significantly.

(32) Referring to FIGS. 2-5, the disclosure further provides a manufacture method of a liquid crystal display panel based on the reactive perpendicular aligned organosilicon material above, including the following steps:

(33) Step 1, as shown in FIG. 2, providing a CF substrate 1, a TFT substrate 2 and a liquid crystal mixture 3; wherein a first electrode 11 is disposed on a surface of a side of the CF substrate 1, a second electrode 21 is disposed on a surface of a side of the TFT substrate 2; the liquid crystal mixture 3 includes liquid crystal molecules 31, reactive perpendicular aligned organosilicon materials 32, and reactive monomers 33; a general structural formula of the reactive perpendicular aligned organosilicon material is A-R, where A is SiCl.sub.3 and R represents a linear chained or a branched chained alkyl group with 5-20 C atoms, a CH.sub.2 group in the alkyl group being substituted by a phenyl group, a naphthenic base, CONH, COO, OCO, S, CO, or CHCH, or an F atom or a Cl atom substituting an H atom in the alkyl group; dropping the liquid crystal mixture 3 on the surface of the side of the TFT substrate 2 on which the second electrode 21 is disposed by a liquid crystal dropping process, gluing frame adhesive 4 on margins of the surface of the side of the CF substrate 1 on which the first electrode 11 is disposed; pasting the CF substrate 1 and the TFT substrate 2 in vacuum; meanwhile, a Cl atom in the reactive perpendicular aligned organosilicon material 32 and OH on a surface of the substrate form a hydrogen bond, leading to array perpendicularly on the substrate, in order to make liquid crystal molecules 31 be perpendicular to the CF substrate 1 and the TFT substrate 2.

(34) Preferably, a structural formula of the reactive perpendicular aligned organosilicon material 32 is:

(35) ##STR00012##

(36) Specifically, the reactive monomer 33 can be any reactive monomer in polymer stabilized vertically aligned (PSVA) technology.

(37) Preferably, the reactive monomer 33 can be one or more of the following four compounds:

(38) ##STR00013##

(39) Preferably, in the liquid crystal layer 3, content of the reactive perpendicular aligned organosilicon materials 32 is 0.1%-5 wt %; and content of the reactive monomers 33 is 0.01-0.1 wt %.

(40) Specifically, the first electrode 11 and the second electrode 21 are a common electrode and a pixel electrode respectively.

(41) Step 2, as shown in FIG. 3, radiating the frame adhesive 4 by UV light with intensity of 65 mW/cm.sup.2 for solidification, then heating it at 120 C. for solidification, during the process of heating for solidification of the frame adhesive 4, SiCl in the reactive perpendicular aligned organosilicon material 32 and OH on surfaces of the CF substrate 1 and the TFT substrate 2 react, removing HCl to form a SiO bond, which can anchor the reactive perpendicular aligned organosilicon material 32 on surfaces of the CF substrate 1 and the TFT substrate 2 by means of a SiO bond.

(42) Step 3, as shown in FIG. 4, applying a voltage of 15-25V to two sides of the liquid crystal layer 3 by the first electrode 11 and the second electrode 21 to redirect liquid crystal molecules 31.

(43) Step 4, as shown in FIG. 5, applying the voltage of 15-25V to the two sides of the liquid crystal mixture 3 and simultaneously radiating UV light with intensity of 50-85 mW/cm.sup.2 on the liquid crystal mixture 3, polymerizing the reactive perpendicular aligned organosilicon materials 32 and the reactive monomers 33 on the first substrate 1 and the second substrate 2 to anchor liquid crystal molecules 31.

(44) Preferably, a wavelength of the UV light is 365 nm.

(45) Step 5, as shown in FIG. 6, removing the voltage from the two sides of the liquid crystal layer 3, making liquid crystal molecules 31 engender a pre-tilt angle.

(46) The disclosure provides a manufacture method of a liquid crystal display panel, which disposes a liquid crystal mixture between a CF substrate without a PI film and a TFT substrate. The liquid crystal mixture includes liquid crystal molecules, reactive perpendicular aligned organosilicon materials, and reactive monomers, wherein SiCl in the reactive perpendicular aligned organosilicon material and OH on a surface of the substrate react to form SiO bond, which is anchored on a surface of a substrate by chemical bonds, leading to liquid crystal molecules array perpendicularly to the CF substrate and the TFT substrate. Then the liquid crystal mixture is loaded with a voltage to redirect liquid crystal molecules. The liquid crystal mixture is finally radiated with UV light, in order to polymerize reactive perpendicular aligned organosilicon materials and reactive monomers on the CF substrate and the TFT substrate for anchoring liquid crystal molecules. After removal of the voltage, liquid crystal molecules engender a pre-tilt angle. Compared with conventional technology, the manufacture method of a liquid crystal display panel of the disclosure can be processed easily, a PI film can be glossed over, which is able to reduce costs for production and boost productivity, and alignment of liquid crystal molecules is good in effect.

(47) Overall, the disclosure provides a reactive perpendicular aligned organosilicon material and a manufacture method of a liquid crystal display panel. A general structural formula of the reactive perpendicular aligned organosilicon material is A-R, where A is SiCl.sub.3 and R represents a linear chained or a branched chained alkyl group with 5-20 C atoms, wherein a CH.sub.2 group in the alkyl group is substituted by a phenyl group, a naphthenic base, CONH, COO, OCO, S, CO, or CHCH, or an F atom or a Cl atom substitutes an H atom in the alkyl group. A Cl atom in the reactive perpendicular aligned organosilicon material and OH on a surface of the substrate without a PI film can form a hydrogen bond, leading to vertical arrangement of liquid crystal molecules; SiCl in the organosilicon material and OH on the surface of the substrate react to form a SiO bond during heating, which can anchor the reactive perpendicular aligned organosilicon material on the surface of the substrate by means of a chemical bond, in order to improve stability of anchored liquid crystal molecules. A liquid crystal display panel adopting the reactive perpendicular aligned organosilicon material may require no alignment film, and this can simplify the manufacturing process of a TFT-LCD as well as reducing costs of producing a TFT-LCD significantly. The method for aligning liquid crystals is easily processed; a process of a PI film can be glossed over, which can reduce costs for production and boost productivity; and alignment of liquid crystal molecules is good in effect.

(48) It is understandable in practical to a person skilled in the art that all or portion of the processes in the method according to the aforesaid embodiment can be accomplished with modifications and equivalent replacements, which should be covered by the protected scope of the disclosure.