TW201905171A - Polymerizable compounds and their applications - Google Patents

Polymerizable compounds and their applications

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TW201905171A
TW201905171A TW107119562A TW107119562A TW201905171A TW 201905171 A TW201905171 A TW 201905171A TW 107119562 A TW107119562 A TW 107119562A TW 107119562 A TW107119562 A TW 107119562A TW 201905171 A TW201905171 A TW 201905171A
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different
same
polymerizable compound
independently represents
general formula
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TWI726213B (en
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陳昭遠
韓文明
徐爽
馬文陽
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大陸商江蘇和成顯示科技有限公司
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
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    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
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    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
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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
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10—Esters
    • C08F22/1006—Esters of polyhydric alcohols or polyhydric phenols, e.g. ethylene glycol dimethacrylate
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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
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10—Esters
    • C08F22/12—Esters of phenols or saturated alcohols
    • C08F22/14—Esters having no free carboxylic acid groups
    • 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
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10—Esters
    • C08F22/12—Esters of phenols or saturated alcohols
    • C08F22/18—Esters containing halogen
    • 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
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10—Esters
    • C08F22/12—Esters of phenols or saturated alcohols
    • C08F22/20—Esters containing oxygen in addition to the carboxy oxygen

Abstract

A polymerizable compound of a general formula and an application thereof in preparing a high molecular weight polymer. The polymerizable compound does not exhibit, or exhibits to a lesser degree, problems existing in the prior art. Further, the polymerizable compound has good solubility and can resolve issues with high molecular weight polymers of the prior art caused by the poor solubility of polymerizable compounds. The preparation process and raw materials of the polymerizable compound are readily available, the synthetic route is simple and easy, and thus the polymerizable compound is suitable for large-scale industrial production.

Description

可聚合化合物及其應用Polymerizable compounds and applications

本發明涉及一種可聚合化合物，尤其是具有良好溶解性的可聚合化合物及其應用。The invention relates to a polymerizable compound, in particular a polymerizable compound having good solubility and application thereof.

液晶高分子聚合物是80年代初期發展起來的一種新型高性能工程塑料，英文名為：Liquid Crystal Polyester，簡稱為LCP。聚合方法以熔融縮聚為主，全芳香族LCP多輔以固相縮聚以制得高分子量產品。非全芳香族LCP常採用一步或二步熔融聚合制取產品。近年連續熔融制取高分子量LCP的技術得到發展。Liquid crystal polymer is a new type of high-performance engineering plastic developed in the early 1980s. Its English name is Liquid Crystal Polyester, which is abbreviated as LCP. The polymerization method is mainly based on melt polycondensation, and the wholly aromatic LCP is supplemented by solid phase polycondensation to obtain high molecular weight products. Non-fully aromatic LCPs are usually prepared by one- or two-step melt polymerization. In recent years, the technology of continuous melting to obtain high molecular weight LCP has been developed.

液晶芳香族聚酯在液晶態下由於其大分子鏈是取向的，因而有異常規整的纖維狀結構，性能特殊，製品強度很高，並不亞於金屬和陶瓷。拉伸強度和彎曲模量可超過10年來發展起來的各種熱塑性工程塑料。機械性能、尺寸穩定性、光學性能、電性能、耐化學藥品性、阻燃性、加工性良好，耐熱性良好，熱膨脹係數較低。採用的單體不同，制得的液晶聚酯的性能、加工性和價格也不同。選擇的填料不同、填料添加量不同也都影響其性能。LCP已經用於微波爐容器，可以耐高低溫。LCP還可以做印刷電路板、人造衛星電子部件、噴氣發動機零件；用於電子電氣和汽車機械零件或部件；還可以用於醫療方面。The liquid crystal aromatic polyester has a fibrous structure with a conventional structure due to the orientation of its macromolecular chains in the liquid crystal state. It has special properties and high product strength, which is not inferior to that of metals and ceramics. A variety of thermoplastic engineering plastics whose tensile strength and flexural modulus can be developed over 10 years. Good mechanical properties, dimensional stability, optical properties, electrical properties, chemical resistance, flame retardancy, processability, good heat resistance, and low thermal expansion coefficient. Different monomers used have different properties, processability, and price of the liquid crystal polyesters obtained. Different fillers and different amounts of fillers also affect its performance. LCP has been used in microwave containers and can withstand high and low temperatures. LCP can also be used as printed circuit boards, satellite electronic components, jet engine parts; used for electrical and electronic and automotive machinery parts or components; it can also be used for medical purposes.

LCP可以加入高填充劑作為積體電路封裝材料，以代替環氧樹脂作線圈骨架的封裝材料，作光纖電纜接頭護頭套和高強度元件；代替陶瓷作化工用分離塔中的填充材料等。LCP還可以與聚碸、PBT、聚醯胺等塑膠共混製成合金，製件成型後機械強度高，用以代替玻璃纖維增強的聚碸等塑膠，既可提高機械強度性能，又可提高使用強度及化學穩定性等。目前正在研究將LCP用於宇航器外部的面板、汽車外裝的制動系統等。LCP can be added with high fillers as integrated circuit packaging materials, instead of epoxy resin as the packaging material for the coil skeleton, as fiber optic cable connector headgear and high-strength components; instead of ceramics as filling materials in chemical separation towers. LCP can also be blended with plastics such as polyfluorene, PBT, polyamines, etc. to form alloys with high mechanical strength after molding. It can be used to replace glass fiber-reinforced plastics such as polyfluorene, which can improve mechanical strength and improve Use strength and chemical stability. LCP is currently being researched for use on outer panels of aerospace vehicles, automobile exterior braking systems, etc.

目前高分子聚合物在製造過程中仍然存在各種各樣的問題，其中由於聚合物單體溶解度不佳經常導致高分子聚合物存在缺陷，因此，對新型結構的聚合物單體，尤其是在有機溶劑中具有較好溶解度的新型結構的聚合物單體有較大的需求。At present, there are still various problems in the manufacture of high molecular polymers. Among them, the poor solubility of polymer monomers often leads to defects in high molecular polymers. Therefore, polymer monomers with new structures, especially in organic There is a greater demand for polymer monomers with a new structure having better solubility in solvents.

本發明的目的是提供了一種可聚合化合物，所述可聚合化合物不表現或者較少表現出現有技術中存在的問題，其在有機溶劑中具有較好溶解度，解決現有技術中高分子聚合物因聚合物單體溶解度不佳而造成的缺陷問題。The object of the present invention is to provide a polymerizable compound which does not exhibit or exhibits less technical problems. It has a good solubility in organic solvents and solves the problem of polymer polymerization in the prior art due to polymerization. Defects caused by poor solubility of monomers.

本發明的另一目的是提供一種合成上述可聚合化合物的合成方法。Another object of the present invention is to provide a synthetic method for synthesizing the polymerizable compound.

本發明的再一目的是提供上述可聚合化合物在製備高分子聚合物中的應用。Yet another object of the present invention is to provide an application of the above polymerizable compound in preparing a polymer.

技術方案：為了完成上述發明目的，本發明提供了一種可聚合化合物，所述化合物具有通式Ⅰ結構：Ⅰ， 其中， 所述X1 和X2 相同或不同，各自獨立地表示-H或-CH3 ； 所述L1 –L4 相同或不同，各自獨立地表示-H、-F或-CH3 ； 所述Z1 和Z2 各自獨立地表示-CH2 O-、-CH2 CH2 -、-OCH2 -、-COO-、-OCO-、-CF2 O-、-OCF2 -或單鍵； 所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基或烷氧基； 所述環A和環B相同或不同，各自獨立地表示或，其中，環中一個或更多個-CH2 -可以被-O-或-N-取代；環中一個或更多個-H可以被-F或-CH3 取代； 所述n表示0或1； 當n=0時，環A和環B中至少一個為。Technical solution: In order to accomplish the above-mentioned object of the present invention, the present invention provides a polymerizable compound, the compound having the general formula I structure: I, wherein X 1 and X 2 are the same or different and each independently represents -H or -CH 3 ; L 1 -L 4 are the same or different and each independently represent -H, -F or -CH 3 ; Z 1 and Z 2 each independently represent -CH 2 O-, -CH 2 CH 2- , -OCH 2- , -COO-, -OCO-, -CF 2 O-, -OCF 2 -or a single Bonds; the Sp 1 and Sp 2 are the same or different and each independently represents an alkyl or alkoxy group of 1 to 18 carbon atoms; the ring A and the ring B are the same or different and each independently represents or , Where the ring One or more of -CH 2 -may be substituted by -O- or -N-; a ring One or more of -H may be replaced by -F or -CH 3 ; the n represents 0 or 1; when n = 0, at least one of the ring A and the ring B is .

在本發明的一些實施方式中，所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。In some embodiments of the present invention, the Sp 1 and Sp 2 are the same or different, and each independently represents an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，通式Ⅰ的化合物選自通式Ⅰ-1至Ⅰ-13所述化合物中的一種或更多種：Ⅰ-1；Ⅰ-2；Ⅰ-3；Ⅰ-4；Ⅰ-5；Ⅰ-6；Ⅰ-7；Ⅰ-8；Ⅰ-9； Ⅰ-10； Ⅰ-11；Ⅰ-12；以及Ⅰ-13， 其中， 所述環、和相同或不同，各自獨立地表示、、、、、、、、、或。In some embodiments of the invention, the compound of general formula I is selected from one or more of the compounds described by general formulas I-1 to I-13: Ⅰ-1; Ⅰ-2; Ⅰ-3; Ⅰ-4; Ⅰ-5; Ⅰ-6; Ⅰ-7; Ⅰ-8; Ⅰ-9; Ⅰ-10 ; Ⅰ-11; I-12; and I-13, wherein the ring , with The same or different, each independently , , , , , , , , , or .

在本發明的一些實施方式中，通式Ⅰ-2中和表示時，所述Sp1 和Sp2 相同，獨立地表示1-18個碳原子的烷基。In some embodiments of the invention, in Formula I-2 with Express In this case, Sp 1 and Sp 2 are the same and independently represent an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，通式Ⅰ-3中和表示，表示或時所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。In some embodiments of the invention, in Formula I-3 with Express , Express or When Sp 1 and Sp 2 are the same or different, each independently represents an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，通式Ⅰ-4中表示時，所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。In some embodiments of the invention, in Formula I-4 Express When Sp 1 and Sp 2 are the same or different, each independently represents an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，通式Ⅰ-10中所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。In some embodiments of the present invention, Sp 1 and Sp 2 described in Formula I-10 are the same or different, and each independently represents an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，通式Ⅰ-15中表示，表示時，所述Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。In some embodiments of the invention, in Formula I-15 Express , Express When Sp 1 and Sp 2 are the same or different, each independently represents an alkyl group of 1 to 18 carbon atoms.

在本發明的一些實施方式中，所述通式Ⅰ-1的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-1-1；Ⅰ-1-2；Ⅰ-1-3；Ⅰ-1-4；Ⅰ-1-5；Ⅰ-1-6；Ⅰ-1-7；Ⅰ-1-8；Ⅰ-1-9；Ⅰ-1-10；Ⅰ-1-11；Ⅰ-1-12；Ⅰ-1-13；Ⅰ-1-14；Ⅰ-1-15；以及Ⅰ-1-16， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of Formula I-1 is preferably a group consisting of one or more of the following compounds: Ⅰ-1-1; Ⅰ-1-2; Ⅰ-1-3; Ⅰ-1-4; Ⅰ-1-5; Ⅰ-1-6; Ⅰ-1-7; Ⅰ-1-8; Ⅰ-1-9; Ⅰ-1-10; Ⅰ-1-11; Ⅰ-1-12; Ⅰ-1-13; Ⅰ-1-14; Ⅰ-1-15; and I-1-16, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-2的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-2-1；Ⅰ-2-2；Ⅰ-2-3；Ⅰ-2-4；Ⅰ-2-5；Ⅰ-2-6；Ⅰ-2-7；Ⅰ-2-8；Ⅰ-2-9；Ⅰ-2-10；Ⅰ-2-11；Ⅰ-2-12；Ⅰ-2-13；Ⅰ-2-14；Ⅰ-2-15；Ⅰ-2-16；Ⅰ-2-17；Ⅰ-2-18；Ⅰ-2-19；Ⅰ-2-20；Ⅰ-2-21；Ⅰ-2-22；Ⅰ-2-23；Ⅰ-2-24；Ⅰ-2-25；Ⅰ-2-26；Ⅰ-2-27；以及Ⅰ-2-28， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the invention, the compound of the general formula I-2 is preferably a group consisting of one or more of the following compounds: Ⅰ-2-1; Ⅰ-2-2; Ⅰ-2-3; Ⅰ-2-4; Ⅰ-2-5; I-2-6; I-2-7; Ⅰ-2-8; Ⅰ-2-9; Ⅰ-2-10; Ⅰ-2-11; Ⅰ-2-12; Ⅰ-2-13; Ⅰ-2-14; Ⅰ-2-15; Ⅰ-2-16; Ⅰ-2-17; Ⅰ-2-18; Ⅰ-2-19; Ⅰ-2-20; Ⅰ-2-21; Ⅰ-2-22; Ⅰ-2-23; Ⅰ-2-24; Ⅰ-2-25; Ⅰ-2-26; I-2-27; and I-2-28, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-3的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-3-1；Ⅰ-3-2；Ⅰ-3-3；Ⅰ-3-4；Ⅰ-3-5；Ⅰ-3-6；Ⅰ-3-7；Ⅰ-3-8；Ⅰ-3-9；Ⅰ-3-10；Ⅰ-3-11；Ⅰ-3-12；Ⅰ-3-13；Ⅰ-3-14；Ⅰ-3-15；Ⅰ-3-16；Ⅰ-3-17；Ⅰ-3-18；Ⅰ-3-19；Ⅰ-3-20；Ⅰ-3-21；Ⅰ-3-22；Ⅰ-3-23；Ⅰ-3-24；Ⅰ-3-25；Ⅰ-3-26；Ⅰ-3-27；以及Ⅰ-3-28， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of Formula I-3 is preferably a group consisting of one or more of the following compounds: Ⅰ-3-1; Ⅰ-3-2; Ⅰ-3-3; Ⅰ-3-4; Ⅰ-3-5; Ⅰ-3-6; Ⅰ-3-7; Ⅰ-3-8; Ⅰ-3-9; Ⅰ-3-10; Ⅰ-3-11; Ⅰ-3-12; Ⅰ-3-13; Ⅰ-3-14; Ⅰ-3-15; Ⅰ-3-16; Ⅰ-3-17; Ⅰ-3-18; Ⅰ-3-19; Ⅰ-3-20; Ⅰ-3-21; Ⅰ-3-22; Ⅰ-3-23; Ⅰ-3-24; Ⅰ-3-25; Ⅰ-3-26; I-3-27; and I-3-28, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-4的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-4-1；Ⅰ-4-2；Ⅰ-4-3；Ⅰ-4-4；Ⅰ-4-5；Ⅰ-4-6；Ⅰ-4-7；Ⅰ-4-8；以及Ⅰ-4-9， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-4 is preferably a group consisting of one or more of the following compounds: Ⅰ-4-1; Ⅰ-4-2; Ⅰ-4-3; Ⅰ-4-4; Ⅰ-4-5; Ⅰ-4-6; Ⅰ-4-7; I-4-8; and I-4-9, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-5的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-5-1；Ⅰ-5-2；Ⅰ-5-3；Ⅰ-5-4；Ⅰ-5-5；Ⅰ-5-6；Ⅰ-5-7；Ⅰ-5-8；Ⅰ-5-9；Ⅰ-5-10；Ⅰ-5-11；以及Ⅰ-5-12， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-5 is preferably a group consisting of one or more of the following compounds: Ⅰ-5-1; Ⅰ-5-2; Ⅰ-5-3; Ⅰ-5-4; Ⅰ-5-5; Ⅰ-5-6; Ⅰ-5-7; Ⅰ-5-8; Ⅰ-5-9; Ⅰ-5-10; I-5-11; and I-5-12, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-6的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-6-1；Ⅰ-6-2；Ⅰ-6-3；Ⅰ-6-4；Ⅰ-6-5；Ⅰ-6-6；Ⅰ-6-7；Ⅰ-6-8；Ⅰ-6-9；Ⅰ-6-10；Ⅰ-6-11；Ⅰ-6-12；Ⅰ-6-13；Ⅰ-6-14；Ⅰ-6-15；以及Ⅰ-6-16， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of Formula I-6 is preferably a group consisting of one or more of the following compounds: Ⅰ-6-1; Ⅰ-6-2; Ⅰ-6-3; Ⅰ-6-4; Ⅰ-6-5; Ⅰ-6-6; Ⅰ-6-7; Ⅰ-6-8; Ⅰ-6-9; Ⅰ-6-10; Ⅰ-6-11; Ⅰ-6-12; Ⅰ-6-13; Ⅰ-6-14; Ⅰ-6-15; and I-6-16, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-7的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-7-1；Ⅰ-7-2；Ⅰ-7-3；Ⅰ-7-4；Ⅰ-7-5；Ⅰ-7-6；Ⅰ-7-7；Ⅰ-7-8；Ⅰ-7-9；Ⅰ-7-10；Ⅰ-7-11；Ⅰ-7-12；Ⅰ-7-13；Ⅰ-7-14；Ⅰ-7-15；Ⅰ-7-16；Ⅰ-7-17；Ⅰ-7-18；Ⅰ-7-19；Ⅰ-7-20；Ⅰ-7-21；Ⅰ-7-22；Ⅰ-7-23；Ⅰ-7-24；Ⅰ-7-25；Ⅰ-7-26；Ⅰ-7-27；Ⅰ-7-28；Ⅰ-7-29；Ⅰ-7-30；Ⅰ-7-31；Ⅰ-7-32；Ⅰ-7-33；Ⅰ-7-34；Ⅰ-7-35；以及Ⅰ-7-36， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-7 is preferably a group consisting of one or more of the following compounds: Ⅰ-7-1; Ⅰ-7-2; Ⅰ-7-3; Ⅰ-7-4; Ⅰ-7-5; Ⅰ-7-6; Ⅰ-7-7; Ⅰ-7-8; Ⅰ-7-9; Ⅰ-7-10; Ⅰ-7-11; Ⅰ-7-12; Ⅰ-7-13; Ⅰ-7-14; Ⅰ-7-15; Ⅰ-7-16; Ⅰ-7-17; Ⅰ-7-18; Ⅰ-7-19; Ⅰ-7-20; Ⅰ-7-21; Ⅰ-7-22; Ⅰ-7-23; Ⅰ-7-24; Ⅰ-7-25; Ⅰ-7-26; Ⅰ-7-27; Ⅰ-7-28; Ⅰ-7-29; Ⅰ-7-30; Ⅰ-7-31; Ⅰ-7-32; Ⅰ-7-33; Ⅰ-7-34; Ⅰ-7-35; and I-7-36, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-8的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-8-1；Ⅰ-8-2；Ⅰ-8-3；Ⅰ-8-4；Ⅰ-8-5；Ⅰ-8-6；Ⅰ-8-7；Ⅰ-8-8；Ⅰ-8-9；Ⅰ-8-10；Ⅰ-8-11；Ⅰ-8-12；Ⅰ-8-13；Ⅰ-8-14；Ⅰ-8-15；Ⅰ-8-16；Ⅰ-8-17；Ⅰ-8-18；Ⅰ-8-19；Ⅰ-8-20；Ⅰ-8-21；Ⅰ-8-22；Ⅰ-8-23；Ⅰ-8-24；Ⅰ-8-25；Ⅰ-8-26；Ⅰ-8-27；Ⅰ-8-28；Ⅰ-8-29；Ⅰ-8-30；Ⅰ-8-31；Ⅰ-8-32；Ⅰ-8-33；Ⅰ-8-34；Ⅰ-8-35；以及Ⅰ-8-36， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-8 is preferably a group consisting of one or more of the following compounds: Ⅰ-8-1; Ⅰ-8-2; Ⅰ-8-3; Ⅰ-8-4; Ⅰ-8-5; Ⅰ-8-6; Ⅰ-8-7; Ⅰ-8-8; Ⅰ-8-9; Ⅰ-8-10; Ⅰ-8-11; Ⅰ-8-12; Ⅰ-8-13; Ⅰ-8-14; Ⅰ-8-15; Ⅰ-8-16; Ⅰ-8-17; Ⅰ-8-18; Ⅰ-8-19; Ⅰ-8-20; Ⅰ-8-21; Ⅰ-8-22; Ⅰ-8-23; Ⅰ-8-24; Ⅰ-8-25; Ⅰ-8-26; Ⅰ-8-27; Ⅰ-8-28; Ⅰ-8-29; Ⅰ-8-30; Ⅰ-8-31; Ⅰ-8-32; Ⅰ-8-33; Ⅰ-8-34; Ⅰ-8-35; and I-8-36, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-9的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-9-1；Ⅰ-9-2；Ⅰ-9-3；Ⅰ-9-4；Ⅰ-9-5；Ⅰ-9-6；Ⅰ-9-7；Ⅰ-9-8；Ⅰ-9-9；Ⅰ-9-10；Ⅰ-9-11；Ⅰ-9-12；Ⅰ-9-13；Ⅰ-9-14；Ⅰ-9-15；Ⅰ-9-16；Ⅰ-9-17；Ⅰ-9-18；Ⅰ-9-19；Ⅰ-9-20；Ⅰ-9-21；Ⅰ-9-22；Ⅰ-9-23；以及Ⅰ-9-24， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-9 is preferably a group consisting of one or more of the following compounds: Ⅰ-9-1; Ⅰ-9-2; Ⅰ-9-3; Ⅰ-9-4; Ⅰ-9-5; Ⅰ-9-6; Ⅰ-9-7; Ⅰ-9-8; Ⅰ-9-9; Ⅰ-9-10; Ⅰ-9-11; Ⅰ-9-12; Ⅰ-9-13; Ⅰ-9-14; Ⅰ-9-15; Ⅰ-9-16; Ⅰ-9-17; Ⅰ-9-18; Ⅰ-9-19; Ⅰ-9-20; Ⅰ-9-21; Ⅰ-9-22; I-9-23; and I-9-24, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述通式Ⅰ-13的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-13-1；Ⅰ-13-2；Ⅰ-13-3；Ⅰ-13-4；Ⅰ-13-5；Ⅰ-13-6；Ⅰ-13-7；Ⅰ-13-8；Ⅰ-13-9；Ⅰ-13-10；Ⅰ-13-11；Ⅰ-13-12；Ⅰ-13-13；Ⅰ-13-14；Ⅰ-13-15；Ⅰ-13-16；Ⅰ-13-17；Ⅰ-13-18；Ⅰ-13-19；Ⅰ-13-20；Ⅰ-13-21；Ⅰ-13-22；Ⅰ-13-23；以及Ⅰ-13-24， 其中， 所述n1 和n2 相同或不同，各自獨立地表示1-12的正整數。In some embodiments of the present invention, the compound of the general formula I-13 is preferably a group consisting of one or more of the following compounds: Ⅰ-13-1; Ⅰ-13-2; Ⅰ-13-3; Ⅰ-13-4; Ⅰ-13-5; Ⅰ-13-6; Ⅰ-13-7; Ⅰ-13-8; Ⅰ-13-9; Ⅰ-13-10; Ⅰ-13-11; Ⅰ-13-12; Ⅰ-13-13; Ⅰ-13-14; Ⅰ-13-15; Ⅰ-13-16; Ⅰ-13-17; Ⅰ-13-18; Ⅰ-13-19; Ⅰ-13-20; Ⅰ-13-21; Ⅰ-13-22; I-13-23; and I-13-24, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12.

在本發明的一些實施方式中，所述n1 和n2 相同或不同，各自獨立地表示1-8的正整數。In some embodiments of the present invention, n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-8.

在本發明的一些實施方式中，所述通式Ⅰ化合物進一步優選自一種或更多種符合通式I-8-19、I-2-2和I-10-1的化合物組成的組。In some embodiments of the present invention, the compound of general formula I is further preferably a group consisting of one or more compounds conforming to general formulas I-8-19, I-2-2, and I-10-1.

本發明的另一方面提供上述可聚合化合物在製備高分子聚合物中的應用。Another aspect of the present invention provides an application of the above polymerizable compound in preparing a high molecular polymer.

有益效果：本發明所提供的具有通式Ⅰ的可聚合化合物與現有其它可聚合化合物相比，所述可聚合化合物不表現或者較少表現出現有技術中存在的問題，並且本發明所述可聚合化合物在有機溶劑中具有較好溶解度，可以解決現有技術中高分子聚合物因可聚合化合物溶解度不佳而存在的高分子聚合物分子量低和成膜均勻性差的問題；並且本發明的具有通式Ⅰ的可聚合化合物的製備過程，原料易得，合成路線簡單易行，適合規模化工業生產。Beneficial effect: Compared with other existing polymerizable compounds, the polymerizable compound provided by the present invention has no or less performance than the existing polymerizable compounds, and there are technical problems. The polymer compound has a good solubility in an organic solvent, and can solve the problems of low molecular weight and poor film formation uniformity of the polymer due to poor solubility of the polymerizable compound in the prior art; and the invention has the general formula In the process of preparing the polymerizable compound I, the raw materials are easily available, and the synthetic route is simple and easy, which is suitable for large-scale industrial production.

以下將結合具體實施方案來說明本發明。需要說明的是，下面的實施例為本發明的示例，僅用來說明本發明，而不用來限制本發明。在不偏離本發明主旨或範圍的情況下，可進行本發明構思內的其它組合和各種改良。The present invention will be described below with reference to specific embodiments. It should be noted that the following embodiments are examples of the present invention, and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be made without departing from the spirit or scope of the invention.

實施例1 化合物Ⅰ-8-19-1合成路線如下所示： Example 1 The synthetic route of compound I-8-19-1 is shown below:

1）化合物A2 的合成 500ml三口瓶中加入23.5g化合物A1 ，17.3g對溴苯酚，16.6g無水碳酸鉀，1.7g碘化鉀，250ml無水二甲基甲醯胺，90℃下反應6h，後處理，經柱層析提純，得到17.5g的白色固體，即化合物A2 ，GC＞97%，收率：54%。1) Synthesis of compound A 2 In a 500 ml three-necked flask, 23.5 g of compound A 1 , 17.3 g of p-bromophenol, 16.6 g of anhydrous potassium carbonate, 1.7 g of potassium iodide, 250 ml of anhydrous dimethylformamide, and react at 90 ° C. for 6 hours. After treatment and purification by column chromatography, 17.5 g of a white solid, namely compound A 2 , was obtained with a GC> 97% and a yield of 54%.

2）化合物A3 的合成 500ml三口瓶中，加入10.9g化合物A2 ，8.0g 6-羥基己氧基苯硼酸，12.7g無水碳酸鈉，120ml甲苯，60ml乙醇，60ml水，氮氣保護下，加入0.2g四（三苯基膦）鈀，加熱回流6h，反應完畢，後處理，經柱層析提純，得到9.2g 的白色固體，即化合物A3 ，GC＞97%，收率：63%。2) Synthesis of compound A 3 In a 500 ml three-necked flask, 10.9 g of compound A 2 , 8.0 g of 6-hydroxyhexyloxyphenylboronic acid, 12.7 g of anhydrous sodium carbonate, 120 ml of toluene, 60 ml of ethanol, 60 ml of water, and nitrogen were added. 0.2 g of tetrakis (triphenylphosphine) palladium was heated under reflux for 6 h. After the reaction was completed, the mixture was worked up and purified by column chromatography to obtain 9.2 g of a white solid, that is, compound A 3 , GC> 97%, yield: 63%.

3）化合物Ⅰ-8-19-1的合成 500ml三口瓶中，加入4.4g化合物A3，150ml二氯甲烷，50ml三乙胺，降溫至0℃，滴加3g丙烯醯氯，滴加完畢後，控溫40℃攪拌5h，後處理，經柱層析提純，得到3.3g的白色固體，即化合物Ⅰ-8-19-1，HPLC＞97%，收率：60%。3) Synthesis of compound Ⅰ-8-19-1 In a 500 ml three-necked flask, 4.4 g of compound A3, 150 ml of dichloromethane, and 50 ml of triethylamine were added, the temperature was lowered to 0 ° C, and 3 g of propylene chloride was added dropwise. Stir at controlled temperature of 40 ° C for 5h, work up and purify by column chromatography to obtain 3.3g of white solid, namely compound I-8-19-1, HPLC> 97%, yield: 60%.

化合物Ⅰ-8-19-1的質譜資料如下： MS：55（51%），186（100%），340（23%），476（20%），548（69%）The mass spectrum of Compound I-8-19-1 is as follows: MS: 55 (51%), 186 (100%), 340 (23%), 476 (20%), 548 (69%)

實施例2 化合物Ⅰ-2-2-1的合成路線如下所示：（請相應修改合成路線圖中I-2-13-1為I-2-2-1） Example 2 The synthetic route of compound I-2-2-1 is shown below: (please modify I-2-13-1 to I-2-2-1 accordingly)

1）化合物B2 的合成 1000ml三口瓶中，加入41.1g氯甲醚膦鹽，500ml無水四氫呋喃，氮氣保護下，降溫至0℃，分四次加入13.5g（2.5g+3g+3g+5g）叔丁醇鉀，保持0℃攪拌30min，然後滴加19.2g化合物B1 和100ml無水四氫呋喃的混合物，滴加完畢後，自然升至環境溫度，攪拌過夜；將反應液倒入500ml 10%鹽酸水溶液中，分液，水洗，油層加入1000ml三口瓶中，再加入200ml 10%鹽酸水溶液，控溫40℃攪拌3h，分液，水洗，乙酸乙酯提取，並水洗至中性，蒸除溶劑後經柱層析提純，得19g的淡黃色液體，即化合物B2 ，GC＞95%，收率：92%。1) Synthesis of compound B 2 In a 1000 ml three-necked flask, add 41.1 g of chloromethyl ether phosphine salt, 500 ml of anhydrous tetrahydrofuran, and reduce the temperature to 0 ° C under the protection of nitrogen. Then add 13.5 g (2.5 g + 3 g + 3 g + 5 g) in four times. Potassium tert-butoxide, stirred at 0 ° C for 30 min, and then added dropwise a mixture of 19.2 g of Compound B 1 and 100 ml of anhydrous tetrahydrofuran. After the dropwise addition, naturally rise to ambient temperature and stir overnight; pour the reaction solution into 500 ml of a 10% aqueous hydrochloric acid solution. Medium, liquid separation, water washing, oil layer was added to a 1000ml three-necked flask, then 200ml of 10% hydrochloric acid aqueous solution was added, and the temperature was stirred at 40 ° C for 3h. The liquid was separated, washed with water, extracted with ethyl acetate, and washed with water to neutrality. Purification by column chromatography yielded 19 g of a pale yellow liquid, namely compound B 2 , with GC> 95% and a yield of 92%.

2）化合物B3 的合成 500ml三口瓶中，加入10.3g化合物B2 ，200ml乙醇，滴加4g硼氫化鉀和50ml水的混合物，滴加完畢後，攪拌3h，後處理得10.4g的淡黃色液體，即化合物B3 ，GC＞95%，收率：100%。2) Synthesis of compound B 3 In a 500 ml three-necked flask, 10.3 g of compound B 2 and 200 ml of ethanol were added, and a mixture of 4 g of potassium borohydride and 50 ml of water was added dropwise. After the dropwise addition, the mixture was stirred for 3 hours, and 10.4 g of light yellow was obtained after work-up. Liquid, namely compound B 3 , GC> 95%, yield: 100%.

3）化合物B4 的合成 500ml三口瓶中，加入6g化合物B3 ，150ml無水四氫呋喃，氮氣保護下，降溫至-78℃，滴加26ml正丁基鋰的正己烷溶液（2.4mol/L），滴加完畢後，-78℃攪拌1h，滴加16g硼酸三異丁酯和100ml無水四氫呋喃的混合物，滴加完畢後，-78℃攪拌1h，然後自然升溫至-30℃，將反應液倒入200g冰和100ml 10%鹽酸水溶液的混合物中，後處理，得到3.8g的淡黃色固體，即化合物B4 ，HPLC＞90%，收率：52%。3) Synthesis of compound B 4 In a 500 ml three-necked flask, add 6 g of compound B 3 , 150 ml of anhydrous tetrahydrofuran, and reduce the temperature to -78 ° C under the protection of nitrogen. Add 26 ml of n-butyl lithium n-hexane solution (2.4 mol / L) dropwise. After the dropwise addition was completed, the mixture was stirred at -78 ° C for 1 hour, and a mixture of 16 g of triisobutyl borate and 100 ml of anhydrous tetrahydrofuran was added dropwise. After the dropwise addition, the mixture was stirred at -78 ° C for 1 hour, and then naturally heated to -30 ° C. In a mixture of 200 g of ice and 100 ml of a 10% aqueous hydrochloric acid solution, post-treatment was performed to obtain 3.8 g of a pale yellow solid, that is, compound B 4 , with HPLC> 90%, yield: 52%.

4）化合物B5 的合成 500ml三口瓶中，加入3.8g化合物B4 ，3.3g對溴苯丙醇，120ml甲苯，60ml乙醇，60ml水，6.4g無水碳酸鈉，氮氣保護下，加入0.2g四（三苯基膦）鈀，加熱回流6h，後處理，經柱層析提純得到3.5g的白色固體，即化合物B4 ，GC＞97%，收率：68%。4) Synthesis of compound B 5 In a 500 ml three-necked flask, add 3.8 g of compound B 4 , 3.3 g of p-bromophenylpropanol, 120 ml of toluene, 60 ml of ethanol, 60 ml of water, 6.4 g of anhydrous sodium carbonate, and 0.2 g of four under nitrogen. (Triphenylphosphine) palladium, heated to reflux for 6 h, post-processed, and purified by column chromatography to obtain 3.5 g of a white solid, namely compound B 4 , GC> 97%, yield: 68%.

5）化合物Ⅰ-2-2-1的合成 500ml三口瓶中，加入3.5g化合物B5，150ml二氯甲烷，50ml三乙胺，滴加3.2g甲基丙烯醯氯和15ml二氯甲烷的混合物，滴加完畢後，攪拌12h，後處理，經柱層析提純，得到2.1gⅠ-2-2-1的白色固體，HPLC＞97%，收率：44%。5) Synthesis of compound I-2-2-1 In a 500 ml three-necked flask, add 3.5 g of compound B5, 150 ml of dichloromethane, and 50 ml of triethylamine, and dropwise add a mixture of 3.2 g of methacryl chloride and 15 ml of dichloromethane. After the dropwise addition was completed, the mixture was stirred for 12 hours, post-processed, and purified by column chromatography to obtain 2.1 g of a white solid of I-2-2-1. HPLC> 97%, yield: 44%.

化合物Ⅰ-2-2-1的質譜資料如下： MS：55（15%）69（31%）197（14%）210（17%）223（26%）226（33%）239（24%）252（100%）306（45%）392（34%）478（1%）The mass spectrum of Compound I-2-2-1 is as follows: MS: 55 (15%) 69 (31%) 197 (14%) 210 (17%) 223 (26%) 226 (33%) 239 (24%) 252 (100%) 306 (45%) 392 (34%) 478 (1%)

實施例3 化合物Ⅰ-10-1的合成路線如下所示： Example 3 The synthetic route of compound I-10-1 is shown below:

1）化合物C2 的合成 1000ml三口瓶中，加入82.2g氯甲醚膦鹽，500ml無水四氫呋喃，氮氣保護下，降溫至0℃，分四次加入28g（5g+5g+8g+10g）叔丁醇鉀，保持0℃，繼續攪拌30min，滴加19.4g化合物C1 和150ml無水四氫呋喃組成的混合物，滴加完畢後，自然升至環境溫度，攪拌12h；將反應物倒入500ml 10%鹽酸水溶液中，分液，水洗，油層加入1000ml三口瓶中，再加入200ml 10%鹽酸水溶液，控溫40℃攪拌3h，後處理，經柱層析提純，得到19.9g的黃色粘稠液體，即化合物C2 ，收率：90%。1) Synthesis of compound C 2 In a 1000 ml three-neck flask, add 82.2 g of chloromethyl ether phosphine salt, 500 ml of anhydrous tetrahydrofuran, and reduce the temperature to 0 ° C under the protection of nitrogen. Then add 28 g (5 g + 5 g + 8 g + 10 g) of t-butyl in four portions Potassium alkoxide, keep at 0 ° C, continue stirring for 30 min, and dropwise add a mixture of 19.4 g of compound C 1 and 150 ml of anhydrous tetrahydrofuran. After the dropwise addition, naturally rise to ambient temperature and stir for 12 h; pour the reactant into 500 ml of a 10% aqueous hydrochloric acid solution. Medium, liquid separation, water washing, oil layer was added to a 1000ml three-necked flask, and then 200ml of a 10% hydrochloric acid aqueous solution was added, and the temperature was stirred at 40 ° C for 3h. After treatment, the column chromatography was purified to obtain 19.9g of a yellow viscous liquid, namely compound C. 2. Yield: 90%.

2）化合物C3 的合成 500ml三口瓶中，加入11.1g化合物C2 ，200ml乙醇，滴加4g硼氫化鉀和50ml水的混合物，滴加完畢後，攪拌3h，後處理重結晶得1.6g的白色固體，即化合物C3 ，GC＞97%，收率：14%。2) Synthesis of compound C 3 In a 500 ml three-necked flask, 11.1 g of compound C 2 and 200 ml of ethanol were added, and a mixture of 4 g of potassium borohydride and 50 ml of water was added dropwise. After the dropwise addition was completed, the mixture was stirred for 3 hours. White solid, compound C 3 , GC> 97%, yield: 14%.

3）化合物Ⅰ-10-1的合成 500ml三口瓶中，加入1.6g化合物C3 ，150ml二氯甲烷，50ml三乙胺，滴加1.9g丙烯醯氯和20ml二氯甲烷的混合物，滴加完畢後，攪拌12h，後處理，經柱層析提純，得1.3g的白色固體，即化合物Ⅰ-10-1，GC＞98%，收率：55%。3) Synthesis of compound I-10-1 In a 500 ml three-necked flask, 1.6 g of compound C 3 , 150 ml of dichloromethane, and 50 ml of triethylamine were added, and a mixture of 1.9 g of propylene chloride and 20 ml of dichloromethane was added dropwise. Then, it was stirred for 12 hours, worked up, and purified by column chromatography to obtain 1.3 g of a white solid, namely compound I-10-1, GC> 98%, yield: 55%.

化合物Ⅰ-10-1的MS圖譜資料如下： MS:55（26%）191（53%）222（14%）334（100%）The MS spectrum of Compound I-10-1 is as follows: MS: 55 (26%) 191 (53%) 222 (14%) 334 (100%)

實施例4 分別將化合物Ⅰ-8-19-1、Ⅰ-2-2-1、Ⅰ-10-1與甲苯按照重量比20:80混合，考察溶解情況及溶液在25℃條件下的穩定性，其測試結果如下表所示： Example 4 Compounds I-8-19-1, I-2-2-1, I-10-1 and toluene were respectively mixed at a weight ratio of 20:80, and the dissolution and stability of the solution at 25 ° C were examined. The test results are shown in the following table:

通過實施例4可以看出本發明所述可聚合化合物具有良好的溶解性，其聚合形成高分子聚合物時，具有聚合速率快、聚合殘留少的優點，避免現有技術中存在因可聚合化合物因溶解性差而導致高分子聚合物存在的高分子聚合物分子量低，成膜均勻性差的問題。It can be seen from Example 4 that the polymerizable compound according to the present invention has good solubility. When it is polymerized to form a high molecular polymer, it has the advantages of fast polymerization rate and little polymerization residue, avoiding the existence of polymerizable compounds in the prior art. Poor solubility results in the low molecular weight of the high molecular polymer existing in the high molecular polymer and poor film formation uniformity.

以上所述，僅是本發明的較佳實施例而已，並非對本發明作任何形式上的限制，雖然本發明已以較佳實施例揭露如上，然而並非用以限定本發明，任何熟悉本專業的技術人員，在不脫離本發明技術方案範圍內，當可利用上述揭示的技術內容作出些許更動或修飾為等同變化的等效實施例，但凡是未脫離本發明技術方案內容，依據本發明的技術實質對以上實施例所作的任何簡單修改、等同變化與修飾，均仍屬於本發明技術方案的範圍內。The above are only the preferred embodiments of the present invention, and are not intended to limit the present invention in any form. Although the present invention has been disclosed as above with the preferred embodiments, they are not intended to limit the present invention. A technician, without departing from the scope of the technical solution of the present invention, can use the disclosed technical content to make a few changes or modify the equivalent embodiment for equivalent changes, but as long as it does not depart from the technical solution of the present invention, according to the technology of the present invention In essence, any simple modifications, equivalent changes, and modifications made to the above embodiments still fall within the scope of the technical solution of the present invention.

Claims (18)

一種可聚合化合物，該化合物具有通式Ⅰ結構：Ⅰ， 其中， 該X1 和X2 相同或不同，各自獨立地表示-H或-CH3 ； 該L1 –L4 相同或不同，各自獨立地表示-H、-F或-CH3 ； 該Z1 和Z2 各自獨立地表示-CH2 O-、-CH2 CH2 -、-OCH2 -、-COO-、-OCO-、-CF2 O-、-OCF2 -或單鍵； 該Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基或烷氧基； 該環A和環B相同或不同，各自獨立地表示或，其中，環中一個或更多個-CH2 -可以被-O-或-N-取代；環中一個或更多個-H可以被-F或-CH3 取代； 該n表示0或1； 當n=0時，環A和環B中至少一個為。A polymerizable compound having the general structure I: I, wherein X 1 and X 2 are the same or different and each independently represents -H or -CH 3 ; L 1 -L 4 are the same or different and each independently represent -H, -F or -CH 3 ; the Z 1 and Z 2 each independently represent -CH 2 O-, -CH 2 CH 2- , -OCH 2- , -COO-, -OCO-, -CF 2 O-, -OCF 2 -or a single bond; Sp 1 and Sp 2 are the same or different and each independently represents an alkyl or alkoxy group of 1 to 18 carbon atoms; the ring A and ring B are the same or different and each independently represents or , Where the ring One or more of -CH 2 -may be substituted by -O- or -N-; a ring One or more of -H may be replaced by -F or -CH 3 ; the n represents 0 or 1; when n = 0, at least one of ring A and ring B is . 如申請專利範圍第1項所述之可聚合化合物，其中，該通式Ⅰ的化合物選自通式Ⅰ-1至Ⅰ-13該化合物中的一種或更多種：Ⅰ-1；Ⅰ-2；Ⅰ-3；Ⅰ-4；Ⅰ-5；Ⅰ-6；Ⅰ-7；Ⅰ-8；Ⅰ-9；Ⅰ-10；Ⅰ-11；Ⅰ-12；以及Ⅰ-13， 其中， 該環、和相同或不同，各自獨立地表示、、、、、、、、、或。The polymerizable compound according to item 1 of the scope of the patent application, wherein the compound of the general formula I is selected from one or more of the compounds of the general formulas I-1 to I-13: Ⅰ-1; Ⅰ-2; Ⅰ-3; Ⅰ-4; Ⅰ-5; Ⅰ-6; Ⅰ-7; Ⅰ-8; Ⅰ-9; Ⅰ-10; Ⅰ-11; I-12; and Ⅰ-13, wherein the ring , with The same or different, each independently , , , , , , , , , or . 如申請專利範圍第2項所述之可聚合化合物，其中，通式Ⅰ-2中和表示時，該Sp1 和Sp2 相同，獨立地表示1-18個碳原子的烷基。The polymerizable compound according to item 2 of the scope of patent application, wherein, in the general formula I-2 with Express In this case, Sp 1 and Sp 2 are the same and independently represent an alkyl group of 1 to 18 carbon atoms. 如申請專利範圍第2項所述之可聚合化合物，其中，通式Ⅰ-3中和表示，表示或時該Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。The polymerizable compound according to item 2 of the application scope, wherein, in the general formula I-3 with Express , Express or When Sp 1 and Sp 2 are the same or different, each independently represents an alkyl group of 1 to 18 carbon atoms. 如申請專利範圍第2項所述之可聚合化合物，其中，通式Ⅰ-4中表示時，該Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。The polymerizable compound according to item 2 of the scope of patent application, wherein, in the general formula I-4 Express In this case, Sp 1 and Sp 2 are the same or different, and each independently represents an alkyl group of 1 to 18 carbon atoms. 如申請專利範圍第2項所述之可聚合化合物，其中，通式Ⅰ-10中該Sp1和Sp2相同或不同，各自獨立地表示1-18個碳原子的烷基。The polymerizable compound according to item 2 of the scope of the patent application, wherein the Sp1 and Sp2 in the general formula I-10 are the same or different and each independently represents an alkyl group of 1 to 18 carbon atoms. 如申請專利範圍第2項所述之可聚合化合物，其中，通式Ⅰ-13中表示，表示時，該Sp1 和Sp2 相同或不同，各自獨立地表示1-18個碳原子的烷基。The polymerizable compound according to item 2 of the scope of patent application, wherein, in the general formula I-13 Express , Express In this case, Sp 1 and Sp 2 are the same or different, and each independently represents an alkyl group of 1 to 18 carbon atoms. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-1的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-1-1；Ⅰ-1-2；Ⅰ-1-3；Ⅰ-1-4；Ⅰ-1-5；Ⅰ-1-6；Ⅰ-1-7；Ⅰ-1-8；Ⅰ-1-9；Ⅰ-1-10；Ⅰ-1-11；Ⅰ-1-12；Ⅰ-1-13；Ⅰ-1-14；Ⅰ-1-15；以及Ⅰ-1-16， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-1 is preferably a group consisting of one or more of the following compounds: Ⅰ-1-1; Ⅰ-1-2; Ⅰ-1-3; Ⅰ-1-4; Ⅰ-1-5; Ⅰ-1-6; Ⅰ-1-7; Ⅰ-1-8; Ⅰ-1-9; Ⅰ-1-10; Ⅰ-1-11; Ⅰ-1-12; Ⅰ-1-13; Ⅰ-1-14; Ⅰ-1-15; and I-1-16, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-2的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-2-1；Ⅰ-2-2；Ⅰ-2-3；Ⅰ-2-4；Ⅰ-2-5；Ⅰ-2-6；Ⅰ-2-7；Ⅰ-2-8；Ⅰ-2-9；Ⅰ-2-10；Ⅰ-2-11；Ⅰ-2-12；Ⅰ-2-13；Ⅰ-2-14；Ⅰ-2-15；Ⅰ-2-16；Ⅰ-2-17；Ⅰ-2-18；Ⅰ-2-19；Ⅰ-2-20；Ⅰ-2-21；Ⅰ-2-22；Ⅰ-2-23；Ⅰ-2-24；Ⅰ-2-25；Ⅰ-2-26；Ⅰ-2-27；以及Ⅰ-2-28， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-2 is preferably a group consisting of one or more of the following compounds: Ⅰ-2-1; Ⅰ-2-2; Ⅰ-2-3; Ⅰ-2-4; Ⅰ-2-5; I-2-6; I-2-7; Ⅰ-2-8; Ⅰ-2-9; Ⅰ-2-10; Ⅰ-2-11; Ⅰ-2-12; Ⅰ-2-13; Ⅰ-2-14; Ⅰ-2-15; Ⅰ-2-16; Ⅰ-2-17; Ⅰ-2-18; Ⅰ-2-19; Ⅰ-2-20; Ⅰ-2-21; Ⅰ-2-22; Ⅰ-2-23; Ⅰ-2-24; Ⅰ-2-25; Ⅰ-2-26; I-2-27; and I-2-28, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-3的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-3-1；Ⅰ-3-2；Ⅰ-3-3；Ⅰ-3-4；Ⅰ-3-5；Ⅰ-3-6；Ⅰ-3-7；Ⅰ-3-8；Ⅰ-3-9；Ⅰ-3-10；Ⅰ-3-11；Ⅰ-3-12；Ⅰ-3-13；Ⅰ-3-14；Ⅰ-3-15；Ⅰ-3-16；Ⅰ-3-17；Ⅰ-3-18；Ⅰ-3-19；Ⅰ-3-20；Ⅰ-3-21；Ⅰ-3-22；Ⅰ-3-23；Ⅰ-3-24；Ⅰ-3-25；Ⅰ-3-26；Ⅰ-3-27；以及Ⅰ-3-28， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-3 is preferably a group consisting of one or more of the following compounds: Ⅰ-3-1; Ⅰ-3-2; Ⅰ-3-3; Ⅰ-3-4; Ⅰ-3-5; Ⅰ-3-6; Ⅰ-3-7; Ⅰ-3-8; Ⅰ-3-9; Ⅰ-3-10; Ⅰ-3-11; Ⅰ-3-12; Ⅰ-3-13; Ⅰ-3-14; Ⅰ-3-15; Ⅰ-3-16; Ⅰ-3-17; Ⅰ-3-18; Ⅰ-3-19; Ⅰ-3-20; Ⅰ-3-21; Ⅰ-3-22; Ⅰ-3-23; Ⅰ-3-24; Ⅰ-3-25; Ⅰ-3-26; I-3-27; and I-3-28, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-4的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-4-1；Ⅰ-4-2；Ⅰ-4-3；Ⅰ-4-4；Ⅰ-4-5；Ⅰ-4-6；Ⅰ-4-7；Ⅰ-4-8；以及Ⅰ-4-9， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-4 is preferably a group consisting of one or more of the following compounds: Ⅰ-4-1; Ⅰ-4-2; Ⅰ-4-3; Ⅰ-4-4; Ⅰ-4-5; Ⅰ-4-6; Ⅰ-4-7; I-4-8; and I-4-9, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-5的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-5-1；Ⅰ-5-2；Ⅰ-5-3；Ⅰ-5-4；Ⅰ-5-5；Ⅰ-5-6；Ⅰ-5-7；Ⅰ-5-8；Ⅰ-5-9；Ⅰ-5-10；Ⅰ-5-11；以及Ⅰ-5-12， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of the patent application, wherein the compound of the formula I-5 is preferably a group consisting of one or more of the following compounds: Ⅰ-5-1; Ⅰ-5-2; Ⅰ-5-3; Ⅰ-5-4; Ⅰ-5-5; Ⅰ-5-6; Ⅰ-5-7; Ⅰ-5-8; Ⅰ-5-9; Ⅰ-5-10; I-5-11; and I-5-12, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-6的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-6-1；Ⅰ-6-2；Ⅰ-6-3；Ⅰ-6-4；Ⅰ-6-5；Ⅰ-6-6；Ⅰ-6-7；Ⅰ-6-8；Ⅰ-6-9；Ⅰ-6-10；Ⅰ-6-11；Ⅰ-6-12；Ⅰ-6-13；Ⅰ-6-14；Ⅰ-6-15；以及Ⅰ-6-16， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-6 is preferably a group consisting of one or more of the following compounds: Ⅰ-6-1; Ⅰ-6-2; Ⅰ-6-3; Ⅰ-6-4; Ⅰ-6-5; Ⅰ-6-6; Ⅰ-6-7; Ⅰ-6-8; Ⅰ-6-9; Ⅰ-6-10; Ⅰ-6-11; Ⅰ-6-12; Ⅰ-6-13; Ⅰ-6-14; Ⅰ-6-15; and I-6-16, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-7的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-7-1；Ⅰ-7-2；Ⅰ-7-3；Ⅰ-7-4；Ⅰ-7-5；Ⅰ-7-6；Ⅰ-7-7；Ⅰ-7-8；Ⅰ-7-9；Ⅰ-7-10；Ⅰ-7-11；Ⅰ-7-12；Ⅰ-7-13；Ⅰ-7-14；Ⅰ-7-15；Ⅰ-7-16；Ⅰ-7-17；Ⅰ-7-18；Ⅰ-7-19；Ⅰ-7-20；Ⅰ-7-21；Ⅰ-7-22；Ⅰ-7-23；Ⅰ-7-24；Ⅰ-7-25；Ⅰ-7-26；Ⅰ-7-27；Ⅰ-7-28；Ⅰ-7-29；Ⅰ-7-30；Ⅰ-7-31；Ⅰ-7-32；Ⅰ-7-33；Ⅰ-7-34；Ⅰ-7-35；以及Ⅰ-7-36， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-7 is preferably a group consisting of one or more of the following compounds: Ⅰ-7-1; Ⅰ-7-2; Ⅰ-7-3; Ⅰ-7-4; Ⅰ-7-5; Ⅰ-7-6; Ⅰ-7-7; Ⅰ-7-8; Ⅰ-7-9; Ⅰ-7-10; Ⅰ-7-11; Ⅰ-7-12; Ⅰ-7-13; Ⅰ-7-14; Ⅰ-7-15; Ⅰ-7-16; Ⅰ-7-17; Ⅰ-7-18; Ⅰ-7-19; Ⅰ-7-20; Ⅰ-7-21; Ⅰ-7-22; Ⅰ-7-23; Ⅰ-7-24; Ⅰ-7-25; Ⅰ-7-26; Ⅰ-7-27; Ⅰ-7-28; Ⅰ-7-29; Ⅰ-7-30; Ⅰ-7-31; Ⅰ-7-32; Ⅰ-7-33; Ⅰ-7-34; Ⅰ-7-35; and I-7-36, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-8的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-8-1；Ⅰ-8-2；Ⅰ-8-3；Ⅰ-8-4；Ⅰ-8-5；Ⅰ-8-6；Ⅰ-8-7；Ⅰ-8-8；Ⅰ-8-9；Ⅰ-8-10；Ⅰ-8-11；Ⅰ-8-12；Ⅰ-8-13；Ⅰ-8-14；Ⅰ-8-15；Ⅰ-8-16；Ⅰ-8-17；Ⅰ-8-18；Ⅰ-8-19；Ⅰ-8-20；Ⅰ-8-21；Ⅰ-8-22；Ⅰ-8-23；Ⅰ-8-24；Ⅰ-8-25；Ⅰ-8-26；Ⅰ-8-27；Ⅰ-8-28；Ⅰ-8-29；Ⅰ-8-30；Ⅰ-8-31；Ⅰ-8-32；Ⅰ-8-33；Ⅰ-8-34；Ⅰ-8-35；以及Ⅰ-8-36， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-8 is preferably a group consisting of one or more of the following compounds: Ⅰ-8-1; Ⅰ-8-2; Ⅰ-8-3; Ⅰ-8-4; Ⅰ-8-5; Ⅰ-8-6; Ⅰ-8-7; Ⅰ-8-8; Ⅰ-8-9; Ⅰ-8-10; Ⅰ-8-11; Ⅰ-8-12; Ⅰ-8-13; Ⅰ-8-14; Ⅰ-8-15; Ⅰ-8-16; Ⅰ-8-17; Ⅰ-8-18; Ⅰ-8-19; Ⅰ-8-20; Ⅰ-8-21; Ⅰ-8-22; Ⅰ-8-23; Ⅰ-8-24; Ⅰ-8-25; Ⅰ-8-26; Ⅰ-8-27; Ⅰ-8-28; Ⅰ-8-29; Ⅰ-8-30; Ⅰ-8-31; Ⅰ-8-32; Ⅰ-8-33; Ⅰ-8-34; Ⅰ-8-35; and I-8-36, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-9的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-9-1；Ⅰ-9-2；Ⅰ-9-3；Ⅰ-9-4；Ⅰ-9-5；Ⅰ-9-6；Ⅰ-9-7；Ⅰ-9-8；Ⅰ-9-9；Ⅰ-9-10；Ⅰ-9-11；Ⅰ-9-12；Ⅰ-9-13；Ⅰ-9-14；Ⅰ-9-15；Ⅰ-9-16；Ⅰ-9-17；Ⅰ-9-18；Ⅰ-9-19；Ⅰ-9-20；Ⅰ-9-21；Ⅰ-9-22；Ⅰ-9-23；以及Ⅰ-9-24， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of patent application, wherein the compound of the general formula I-9 is preferably a group consisting of one or more of the following compounds: Ⅰ-9-1; Ⅰ-9-2; Ⅰ-9-3; Ⅰ-9-4; Ⅰ-9-5; Ⅰ-9-6; Ⅰ-9-7; Ⅰ-9-8; Ⅰ-9-9; Ⅰ-9-10; Ⅰ-9-11; Ⅰ-9-12; Ⅰ-9-13; Ⅰ-9-14; Ⅰ-9-15; Ⅰ-9-16; Ⅰ-9-17; Ⅰ-9-18; Ⅰ-9-19; Ⅰ-9-20; Ⅰ-9-21; Ⅰ-9-22; I-9-23; and I-9-24, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第2項所述之可聚合化合物，其中，該通式Ⅰ-13的化合物優選如下化合物中的一種或更多種組成的組：Ⅰ-13-1；Ⅰ-13-2；Ⅰ-13-3；Ⅰ-13-4；Ⅰ-13-5；Ⅰ-13-6；Ⅰ-13-7；Ⅰ-13-8；Ⅰ-13-9；Ⅰ-13-10；Ⅰ-13-11；Ⅰ-13-12；Ⅰ-13-13；Ⅰ-13-14；Ⅰ-13-15；Ⅰ-13-16；Ⅰ-13-17；Ⅰ-13-18；Ⅰ-13-19；Ⅰ-13-20；Ⅰ-13-21；Ⅰ-13-22；Ⅰ-13-23；以及Ⅰ-13-24， 其中， 該n1 和n2 相同或不同，各自獨立地表示1-12的正整數。The polymerizable compound according to item 2 of the scope of the patent application, wherein the compound of the formula I-13 is preferably a group consisting of one or more of the following compounds: Ⅰ-13-1; Ⅰ-13-2; Ⅰ-13-3; Ⅰ-13-4; Ⅰ-13-5; Ⅰ-13-6; Ⅰ-13-7; Ⅰ-13-8; Ⅰ-13-9; Ⅰ-13-10; Ⅰ-13-11; Ⅰ-13-12; Ⅰ-13-13; Ⅰ-13-14; Ⅰ-13-15; Ⅰ-13-16; Ⅰ-13-17; Ⅰ-13-18; Ⅰ-13-19; Ⅰ-13-20; Ⅰ-13-21; Ⅰ-13-22; I-13-23; and I-13-24, wherein n 1 and n 2 are the same or different, and each independently represents a positive integer of 1-12. 如申請專利範圍第1至17項中任一項所述之可聚合化合物在製備高分子聚合物中的應用。Application of the polymerizable compound according to any one of claims 1 to 17 in preparing a high-molecular polymer.
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