Organic compound and use thereof, composition for encapsulation adhesive, and encapsulation adhesive preparation method

By using an encapsulation glue formed by an organic compound containing a benzotriazole structure and an acrylate monomer and a silicon acrylate monomer, the problems of perovskite solar cells being sensitive to water and oxygen and attenuated by ultraviolet light are solved, the photoelectric conversion efficiency and weather resistance of the cells are improved, the encapsulation process is simplified and the cost is reduced.

WO2025214371A1PCT designated stage Publication Date: 2025-10-16JIANGSU GREEN GUARDEE SEMICONDUCTOR CO LTD
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Patent Information

Application Number
PCT/CN2025/087866
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-04-08
Filing Date
2025-04-08
Publication Date
2025-10-16

AI Technical Summary

Technical Problem

Perovskite solar cells are sensitive to water and oxygen. Traditional packaging materials have problems such as slow curing speed, insufficient toughness, brittleness, low heat resistance and efficiency attenuation under ultraviolet light, which limit their commercial application.

Method used

An organic compound containing a benzotriazole structure is used as a component of the encapsulant, combined with acrylate monomers and silicone acrylate monomers to form an encapsulant with strong water and oxygen barrier capabilities, high light transmittance, high curing rate, and high heat resistance. It absorbs ultraviolet rays less than 400nm and converts them into visible light.

Benefits of technology

It improves the photoelectric conversion efficiency of perovskite solar cells, prevents aging caused by ultraviolet radiation, enhances the weather resistance of the cells, simplifies the packaging process and reduces costs.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to the field of solar cells, and disclosed are an organic compound and a use thereof, a composition for an encapsulation adhesive, and an encapsulation adhesive preparation method. The organic compound has the structure shown in formula (I). When the compound of the present invention is used for perovskite device encapsulation, the purpose of blocking water and oxygen can be achieved; in addition, ultraviolet rays can be absorbed well and converted into visible blue light, thereby significantly increasing the conversion efficiency and weather resistance of perovskite solar cells.
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Description

Organic compound and application thereof, encapsulant composition, and method for preparing encapsulant

[0001] Cross-reference to related applications

[0002] This application claims the benefit of 4 Chinese patent applications filed on April 8, 2024, with application numbers 202410417065.X, 202410417063.0, 202410417068.3, and 202410417066.4, the contents of which are incorporated herein by reference. TECHNICAL FIELD

[0003] The present application relates to the field of solar cell encapsulant, in particular to an organic compound and application thereof, an encapsulant composition, and a method for preparing an encapsulant. BACKGROUND

[0004] Perovskite solar cells have the advantages of simple process, low cost, and high efficiency, and are increasingly attracting attention, and the commercialization speed is gradually accelerating. Since perovskite solar cells are very sensitive to water and oxygen in the environment, they are easily eroded by water and oxygen in the environment, thereby causing the aging of perovskite solar cells and affecting their service life. An effective method to prevent water and oxygen from eroding perovskite solar cells is to use appropriate methods for encapsulation.

[0005] Traditional cover plate encapsulation is to bond the glass substrate with a glass or metal cover plate using an epoxy resin ultraviolet curing adhesive in an inert gas-filled glove box or vacuum environment, thereby sealing the organic layer and electrode and isolating water and oxygen; but the glass cover plate has poor toughness, and the metal cover plate is not transparent, which limits its application in device encapsulation.

[0006] Epoxy resin systems are widely used due to their excellent flexibility, good light transmission performance, and good water and oxygen barrier ability, but epoxy resin encapsulation materials have poor performance such as slow curing speed, insufficient toughness, brittleness, and low heat resistance, and more importantly, perovskite solar cells have a large efficiency decay under ultraviolet light, which will become a major obstacle to the commercialization of perovskite solar cells.

[0007] Therefore, it is necessary to develop an organic encapsulation film with strong water and oxygen barrier ability, high light transmission, high curing rate, and high heat resistance. SUMMARY

[0008] The purpose of the present application is to develop a new organic compound so that when the organic compound is applied to encapsulant, the encapsulant formed thereby can have the advantages of strong water and oxygen barrier ability, high light transmission, high curing rate, and high heat resistance.

[0009] To achieve the above object, a first aspect of the present application provides an organic compound having a benzotriazole structure, the organic compound having a structure represented by formula (I):

[0010] In formula (I), any one or any two of R1, R2, R3, and R4 is a substituent represented by formula (II-1) or a substituent represented by formula (II-2); the remaining groups of R1, R2, R3, and R4 are each independently selected from H, C 1-20 alkyl;

[0011] C1 and C2 represent the 1st carbon atom and the 2nd carbon atom, respectively; C1, C2, R5, R6, and R7 are defined as any one of the following:

[0012] Definition 1: R5 and R6 are each independently selected from H, C 1-20 alkyl, and R5 and R6 are not simultaneously H; R7 is H or -CH(R6)-CH2-R5; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond;

[0013] Definition 2: R5 is selected from H, C 1-20 alkyl; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 together form a Q ring, the Q ring being at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; on the ring-forming atoms of the Q ring, in addition to the 1st carbon atom, at least one of the B-type substituents is optionally included; the B-type substituents include C 1-12 alkyl, C 2-12 alkenyl;

[0014] In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, the optional L being a linking group provided by removal of any two H atoms from at least one of C 3-30 aromatic compounds containing or not containing A-type heteroatoms, at least one substituent selected from combination A being optionally present on L; the A-type heteroatoms are selected from at least one of N, O, and S; the combination A consists of C 1-12 alkyl, C 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl, -O-(CH2) n -O-C(O)-C(CH2)-CH3; n is selected from an integer from 1 to 10; R 96 and R 97 are the same or different, each independently selected from -R99 , -O-R 99 , and R 99 is selected from any one of C 1-12 alkyl, C 2-12 alkenyl; R 90 is selected from H, C 1-12 alkyl.

[0015] The second aspect of the present application provides the organic compound of the first aspect for use in an encapsulant.

[0016] The third aspect of the present application provides an encapsulant composition, which comprises component A, component B, component C and component D; the component A comprises the organic compound of the first aspect of the present application; the component B is an acrylate monomer; the component C is a silicon-containing acrylate monomer; and the component D is a photoinitiator.

[0017] The fourth aspect of the present application provides a method for preparing an encapsulant, which comprises curing a material I comprising components of a composition to obtain the encapsulant; the composition is the encapsulant composition of the third aspect.

[0018] The technical scheme of the present application can improve the power generation efficiency of photovoltaic modules. Specifically, the technical scheme of the present application not only prevents the radiation aging of perovskite solar cells caused by ultraviolet light, but also absorbs ultraviolet light with a wavelength less than 400 nm and converts it into visible light, thereby improving the photoelectric conversion efficiency of perovskite solar cells.

[0019] When the compound of the present application is applied to the encapsulation of perovskite solar cells, it can achieve the purpose of blocking water and oxygen, and at the same time, it can well absorb ultraviolet light with a wavelength less than 400 nm and convert it into visible blue light, thereby greatly improving the conversion efficiency and weather resistance of perovskite solar cells.

[0020] The technical scheme of the present application has at least the following advantages:

[0021] 1. An organic compound is provided as an ultraviolet light conversion material, which has low ultraviolet transmittance and high visible light transmittance, thereby avoiding damage to perovskite solar cells caused by ultraviolet light. 2. An encapsulant composition is provided, which is applied to the encapsulation of perovskite solar cells to achieve the purpose of blocking water and oxygen, and at the same time, it can well absorb ultraviolet light with a wavelength less than 400 nm and convert it into visible blue light, thereby greatly improving the conversion efficiency and weather resistance of perovskite solar cells. 3. The encapsulant provided by the present application can be used in the encapsulation structure of perovskite devices. Compared with traditional EVA and POE encapsulant films, the encapsulant not only achieves the purpose of blocking water and oxygen, but also solves the damage to the battery caused by ultraviolet light, improves the power generation efficiency of the battery, and has obvious encapsulation effect, simple process and low cost. DETAILED DESCRIPTION

[0022] The endpoints of the ranges and any values disclosed herein are not limited to the precise values recited as exactly that endpoint. Any values that fall within common interpretations within the skills of the art of the claimed ranges will be considered as if explicitly written herein. For values whose endpoints only are disclosed, other intermediary values should be assumed to be present unless otherwise indicated. For values whose endpoints are explicitly disclosed, every intervening value between the endpoints is also expressly disclosed. Any one or combination of the ranges endpoints with any one or combination of the point values should be considered as if explicitly written herein. Unless specifically indicated otherwise, like groups of atoms are to be interpreted the same way throughout the specification.

[0023] "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C 3-30 "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C 3-30 "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C 3-30 "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C 3-30 "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C

[0024] C 1-12 "Optionally L is a linking group provided by the departure of any two H atoms from at least one aromatic compound of the formula C

[0025] C 3-30The total number of carbon atoms of the aromatic compound is 3-30, for example, can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30; including but not limited to benzene, biphenyl, terphenyl, naphthalene, anthracene, phenanthrene, etc.

[0026] C 2-12 The total number of carbon atoms of the alkenyl group is 2-12 (for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12), which can be straight-chain or straight-chain, and at least one carbon-carbon double bond is contained therein, and there is no special requirement for the position of the carbon-carbon double bond present, which can be present at the end of the group chain, directly connected to the parent nucleus structure at the beginning, or at any intermediate position in the group chain.

[0027] "Optionally, at least one of the B-type substituents is further contained on the ring-forming atom of the Q ring except for the 1st carbon atom", means that at least one of the B-type substituents can be contained on any ring-forming atom of the Q ring except for the 1st carbon atom, for example, C2, R6, R7, etc. ring-forming atoms can contain at least one of the B-type substituents.

[0028] The ring-forming atoms on the Q ring in the structure represented by formula (I) of the present application include at least C1, C2, R6, R7.

[0029] The chemical bond (i.e. "N---H") between N and H indicated by the dashed line connection between N and H in the structure represented by formula (I) of the present application represents the presence of an attractive force between N and H, which is a weak hydrogen bond.

[0030] As described above, the first aspect of the present application provides an organic compound containing a benzotriazole structure, which has a structure represented by formula (I).

[0031] According to preferred embodiment 1, in formula (I), any one or any two of R1, R2, R3, R4 is a substituent represented by formula (II-1); the remaining groups of R1, R2, R3, R4 are each independently selected from H, C 1-20 alkyl; the definitions of C1, C2, R5, R6 and R7 are any one of the following:

[0032] Definition 1: R5 and R6 are each independently selected from H, C 1-20 alkyl, and R5 and R6 are not simultaneously H; R7 is H or -CH(R6)-CH2-R5; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond;

[0033] Definition 2: R5 is selected from H, C1-20 alkyl; the bond between the carbon atom number 1 and the carbon atom number 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6and R7on C1and C2together form a ring of Q, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring-forming atoms of Q, in addition to the carbon atom number 1, there are optionally at least one of the B-type substituents; the B-type substituents include at least one of C 1-12 alkyl, C 2-12 alkenyl;

[0034] In formula (II-1), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removal of any two H atoms from at least one of the aromatic compounds of C 3-30 , and the optional substituents on L are at least one selected from Combination A; the A-type heteroatom is at least one selected from N, O, S; and Combination A consists of C 1-12 alkyl, C 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl; n is an integer selected from 1-10; R 96 and R 97 are the same or different, each independently selected from any one of -R 99 , -O-R 99 , and R 99 is selected from any one of C 1-12 alkyl, C 2-12 alkenyl.

[0035] According to the preferred Specific Embodiment 2, in formula (I), any one or any two of R1, R2, R3, R4are substituents shown in formula (II-2); the remaining groups of R1, R2, R3, R4are each independently selected from H, C 1-20 alkyl;

[0036] The definitions of C1, C2, R5, R6and R7are any one of the following:

[0037] Definition 1: R5and R6are each independently selected from H, C 1-20 alkyl, and R5and R6are not both H; R7is H or -CH(R6)-CH2-R5; the bond between the carbon atom number 1 and the carbon atom number 2 is a carbon-carbon single bond;

[0038] Definition 2: R5is selected from H, C 1-20alkyl; the bond between the carbon atom 1 and the carbon atom 2 is a single carbon-carbon bond or a double carbon-carbon bond, R6and R7on C1and C2together form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring-forming atoms of the Q ring, in addition to the carbon atom 1, there are optionally at least one of the B-type substituents; the B-type substituents include at least one of C 1-12 alkyl, C 2-12 alkenyl;

[0039] In formula (II-2), L is present or absent, the optional L is a linking group provided by removing any two H atoms from at least one of the aromatic compounds of formula (II-1), and at least one substituent selected from combination A is optionally present on L; the A-type heteroatom is selected from at least one of N, O, S; the combination A consists of C 3-30 alkyl, C 1-12 alkenyl; and n is an integer selected from 1-10; R 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl, -O-(CH2) n -O-C(O)-C(CH2)-CH3; n is an integer selected from 1-10; R 90 is selected from H, C 1-12 alkyl.

[0040] According to preferred embodiment 3, in formula (I), any one or any two of R1, R2, R3, R4is a substituent represented by formula (II-1); the remaining groups of R1, R2, R3, R4are each independently selected from H, C 1-12 alkyl; the definitions of C1, C2, R5, R6and R7are any one of the following:

[0041] Definition 1: R5and R6are each independently selected from H, C 1-12 alkyl, and R5and R6are not simultaneously H; R7is H or -CH(R6)-CH2-R5; the bond between the carbon atom 1 and the carbon atom 2 is a single carbon-carbon bond;

[0042] Definition 2: R5is selected from H, C 1-12 alkyl; the bond between the carbon atom 1 and the carbon atom 2 is a single carbon-carbon bond or a double carbon-carbon bond, R6and R7on C1and C2together form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring-forming atoms of the Q ring, in addition to the carbon atom 1, there are optionally at least one of the B-type substituents; the B-type substituents include at least one of C 1-12 alkyl, C 2-12 alkenyl;

[0043] In formula (II-1), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 alkyl substituted benzyl; n is an integer selected from 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 of alkenyl.

[0044] According to a preferred embodiment 4, in formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-2); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-12 C1, C2, R5, R6 and R7 are defined as any one of the following:

[0045] Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond;

[0046] Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl;

[0047] In formula (II-2), L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and at least one substituent selected from combination A is optionally present on L; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 90 Selected from H, C 1-12 of alkyl.

[0048] According to a preferred embodiment 5, in formula (I), R1 and R4 are substituents represented by formula (II-1); R2 and R3 are H; C1, C2, R5, R6 and R7 are defined as any one of the following:

[0049] Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond;

[0050] Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated carbon ring, a five-membered unsaturated carbon ring, a six-membered saturated carbon ring, and a six-membered unsaturated carbon ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the B-type substituents; the B-type substituents include C 1-12 Alkyl, C 2-12 alkenyl;

[0051] In formula (II-1), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 alkyl substituted benzyl; n is an integer selected from 1-6; R96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 of alkenyl.

[0052] According to a preferred embodiment 6, in formula (I), R1 and R4 are substituents represented by formula (II-2); R2 and R3 are H; and C1, C2, R5, R6 and R7 are defined as any one of the following:

[0053] Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond;

[0054] Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl;

[0055] In formula (II-2), L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and at least one substituent selected from combination A is optionally present on L; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; each n is independently selected from an integer of 1-6; R 90 Selected from H, C 1-12 Any one of the alkyl groups.

[0056] According to preferred embodiment 7, in formula (I), any one or any two of R1, R2, R3, R4 is a substituent of formula (II-1) or a substituent of formula (II-2); the remaining groups of R1, R2, R3, R4 are each independently selected from H, C 1-12 alkyl; the definitions of C1, C2, R5, R6 and R7 are any one of the following:

[0057] Definition 1: R5 and R6 are each independently selected from H, C 1-12 alkyl, and R5 and R6 are not simultaneously H; R7 is H or -CH(R6)-CH2-R5; the chemical bond between the carbon atom No. 1 and the carbon atom No. 2 is a carbon-carbon single bond;

[0058] Definition 2: R5 is selected from H, C 1-12 alkyl; the chemical bond between the carbon atom No. 1 and the carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 together ring-closing form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring- forming atoms of the Q ring, in addition to the carbon atom No. 1, there are optionally at least one of the B-type substituents; the B-type substituents include C 1-12 alkyl, C 2-12 alkenyl;

[0059] In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, benzodiazole, and on L there are optionally at least one substituent selected from combination A; the combination A consists of C 1-12 alkyl, C 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl, -O-(CH2) n -O-C(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 96 and R 97 are the same or different, each independently selected from any one of -R 99 , -O-R 99 , and R 99 is selected from any one of C 1-12 alkyl, C 2-10 alkenyl; R 90 is selected from H, C 1-12 alkyl.

[0060] According to preferred embodiment 8, in formula (I), R1and R4are substituents of formula (II-1) or substituents of formula (II-2); R2and R3are H; the definitions of C1, C2, R5, R6and R7are any one of the following:

[0061] Definition 1: R5and R6are each independently selected from H, C 1-12 alkyl, and R5and R6are not H at the same time; R7is H or -CH(R6)-CH2-R5; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond;

[0062] Definition 2: R5is selected from H, C 1-12 alkyl; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond or a carbon-carbon double bond, R6and R7on C1and C2are cyclically combined to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring-forming atoms of the Q ring, in addition to the 1st carbon atom, there are optionally at least one of the B-type substituents; the B-type substituents include C 1-12 alkyl, C 2-12 alkenyl;

[0063] In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, benzodiazole, and the optional L has at least one substituent selected from combination A; the combination A consists of C 1-12 alkyl, C 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl, -O-(CH2) n -O-C(O)-C(CH2)-CH3; n is an integer selected from 1-6; R 96 and R 97 are the same or different, each independently selected from any one of -R 99 , -O-R 99 , and R 99 is selected from C 1-12 alkyl, C 2-10 alkenyl; R 90 is selected from H, C 1-12 alkyl.

[0064] According to preferred embodiment 9, the organic compound of formula (I) is selected from any one of the following:

[0065] According to preferred embodiment 10, in formula (I), R2or R3is a substituent shown in formula (II-1) or a substituent shown in formula (II-2); the remaining one of R2and R3, R1, R4are all H;

[0066] C1, C2, R5, R6and R7are defined as any one of the following:

[0067] Definition 1: R5and R6are each independently selected from H, C 1-12 alkyl, and R5and R6are not simultaneously H; R7is H or -CH(R6)-CH2-R5; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond;

[0068] Definition 2: R5is selected from H, C 1-12 alkyl; the chemical bond between the 1st carbon atom and the 2nd carbon atom is a carbon-carbon single bond or a carbon-carbon double bond, R6and R7on C1and C2are together ring-closed to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, a six-membered unsaturated ring; on the ring- forming atoms of the Q ring, in addition to the 1st carbon atom, there are optionally at least one of the B-type substituents; the B-type substituents include C 1-12 alkyl, C 2-12 alkenyl;

[0069] In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, benzodiazole, and optionally there are at least one substituent selected from combination A on L; the combination A consists of C 1-12 alkyl, C 1-12 alkoxy, unsubstituted phenyl, C 1-12 alkyl-substituted phenyl, C 1-12 alkyl-substituted benzyl, -O-(CH2) n -O-C(O)-C(CH2)-CH3; n is selected from an integer from 1 to 6; R 96 and R 97 are the same or different, each independently selected from -R 99 , -O-R99 any one of the following compounds, and R 99 selected from C 1-12 alkyl, C 2-10 alkenyl; R 90 selected from H, C 1-12 alkyl.

[0070] According to preferred embodiment 11, the organic compound represented by formula (I) is selected from any one of the following compounds:

[0071] According to preferred embodiment 12, the organic compound represented by formula (I) is selected from any one of the following compounds: Compound A1 to Compound A68, Compound A85 to Compound A138, Compound B1 to Compound B52, Compound B79 to Compound B88, Compound C1 to Compound C70, Compound C87 to Compound C144, Compound D1 to Compound D24, Compound D45 to Compound D48, Compound A69 to Compound A84, Compound A139 to Compound A152, Compound B53 to Compound B78, Compound C71 to Compound C86, Compound C145 to Compound C158, Compound D25 to Compound D44.

[0072] The present application does not have particular limitation on the specific method for preparing the aforementioned organic compounds, and those skilled in the art can obtain the aforementioned compounds of the present application according to the specific structural formula provided by the present application, combined with the known knowledge in the field of organic synthesis. In addition, several examples are exemplarily listed in the following of the present application to illustrate the preparation method of the organic compounds of the present application, and those skilled in the art can also obtain the specific preparation method of all the remaining organic compounds by replacing the type of raw materials according to the preparation method of the organic compounds in the following of the present application. The present application does not further detail the preparation method of all the organic compounds, and those skilled in the art should not understand it as a limitation of the present application.

[0073] As described above, the second aspect of the present application provides the use of the organic compound described in the first aspect in encapsulation glue. Preferably, the encapsulation glue is ultraviolet light conversion encapsulation glue.

[0074] As described above, the third aspect of the present application provides a composition for encapsulation glue.

[0075] Preferably, in the component B, the acrylate monomer is selected from one or more of methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, nonyl (meth)acrylate, 1,6-hexanediol diacrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, tripropyleneglycol diacrylate, octanediol di(meth)acrylate, nonanediol di(meth)acrylate, trimethylolpropane triacrylate, tricyclopentenyl (meth)acrylate, stearyl methacrylate, isodecyl acrylate, 2-aminoethyl (meth)acrylate, 2-dimethylaminoethyl (meth)acrylate, dodecyl methacrylate, stearyl acrylate, octyl acrylate, isooctyl acrylate, 2-hydroxybutyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, pentaerythritol triacrylate, hexyl lactate, tetrahydrofurfuryl (meth)acrylate, trimethylolpropane formal acrylate, tris(2-hydroxyethyl)isocyanurate triacrylate, neopentyl glycol diacrylate, ethoxylated bisphenol A dimethacrylate, decyl (meth)acrylate, undecyl (meth)acrylate, dodecyl ethoxylated bisphenol A diacrylate, tricyclodecane dimethanol diacrylate, cyclohexane dimethanol diacrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, ethoxylated trimethylolpropane triacrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tetraacrylate, decanediol di(meth)acrylate, undecanediol di(meth)acrylate, dodecanediol di(meth)acrylate, dipentaerythritol pentaacrylate, 2-methyl 2-adamantyl acrylate, decanediol diacrylate, acrylate ethoxy ethoxy ethyl, hydroxyethyl acrylate, 1,9-nonanediol diacrylate, aromatic mono(meth)acrylate, cyclohexyl methacrylate, lauryl acrylate, 2-phenoxyethyl (meth)acrylate, 1,12-dodecanediol diacrylate, 3,3,5-trimethylcyclohexyl (meth)acrylate, 2-phenylethyl (meth)acrylate, benzyl (meth)acrylate, glycerol diacrylate, isobornyl acrylate.

[0076] Preferably, in the component C, the silicon-containing acrylate monomer is taken from a structure shown in the following formula 2:

[0077] wherein R 13 and R 14 are each independently selected from a structure shown in formula 1-1, formula 1-2, formula 1-3; R 15 , R16 17 18 19 20 identically or differently, each independently selected from the group consisting of substituted and unsubstituted methyl, ethyl, propyl, butyl, cyano, amino, phenyl, naphthyl, trifluoromethyl, fluorine-substituted phenyl, more specifically methyl, trifluoromethyl, phenyl, difluorophenyl; X6, X7and X8are substituted and unsubstituted C1-C6alkyl chain, C1-C6ether chain; m is an integer from 1 to 6. And, in the structure shown in Formula 1-1, Formula 1-2, Formula 1-3, R1is selected from C1-C6alkylene, R2is selected from H, C1-C6alkyl. 1-6 1-6 11 10 12 10

[0078] In particular, in the component C, the silicon-containing acrylic monomer is selected from at least one of the following specific structures:

[0079] Preferably, in the component D, the photoinitiator is selected from phosphorus-based initiators, ketone-based initiators, triazine-based initiators, thioxanthone-based initiators, benzoin-based initiators, oxime-based initiators, or mixtures thereof.

[0080] Preferably, the phosphorus-based initiator is selected from at least one of dibenzoylphenyl phosphine oxide, benzoyl diphenyl phosphine oxide, and 2,4,6-trimethylbenzoyl diphenyl phosphine oxide (TPO), (2,4,6-trimethylbenzoyl) bis(p-toluyl) phosphine oxide (TMO).

[0081] Preferably, the ketone-based initiator is selected from at least one of benzophenone, benzoylbenzoic acid, benzoylbenzoic acid methyl, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, 2-hydroxy-2-methyl-1-phenylpropanone, 2,2'-diethoxyacetophenone, 2-hydroxy-2-methylpropiophenone, 4-chloroacetophenone, 3-bromoacetophenone.

[0082] Preferably, the triazine-based initiator is selected from at least one of 2-(naphthalen-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphthalen-1-yl)-4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine.

[0083] ​​​​​​​​​​Preferably, the content of component A is 0.01-20 wt%, the content of component B is 10-80 wt%, the content of component C is 10-60 wt%, and the content of component D is 0.1-20 wt%, based on the total weight of the composition. More preferably, the content of component A is 0.01-10 wt%, the content of component B is 20-60 wt%, the content of component C is 10-45 wt%, and the content of component D is 1-15 wt%, based on the total weight of the composition. Particularly preferably, the content of component A is 0.1-8 wt%, the content of component B is 30-55 wt%, the content of component C is 15-45 wt%, and the content of component D is 1-10 wt%, based on the total weight of the composition.

[0084] The composition of the present application can also add the auxiliary agent known by the industry technician according to the actual need. According to the product application scene and the use demand, in addition to the component, one or more common auxiliary agents such as antioxidant, defoaming agent, surfactant, polymerization inhibitor, leveling agent can be selectively added in the composition.

[0085] As described above, the fourth aspect of the present application provides a method for preparing an encapsulation adhesive, which comprises: curing the material I containing the components in the composition to obtain the encapsulation adhesive; and the composition is the encapsulation adhesive composition of the third aspect.

[0086] The present application does not have special requirements for the specific conditions of the curing treatment, and the skilled person in the art can use the curing conditions known in the art, including but not limited to photocuring treatment.

[0087] The method of the present application obtains an encapsulation adhesive which can be used for perovskite devices.

[0088] In particular, in the encapsulation method of perovskite solar cells distinguished from traditional EVA and POE encapsulation adhesive films, the composition for encapsulating perovskite solar cells of the present application is a photocurable composition, and the UV wavelength used is 10 mW / cm 2 ~ 500 mW / cm 2 By irradiating for 1 second to 1500 seconds, an organic film can be formed by methods such as spin coating, slot coating, inkjet printing, etc., and the slot coating method is preferred for forming an organic film between the glass and the cell sheet.

[0089] One of the important features of the composition of the present application is that it can be a solvent-free non-solvent type encapsulation adhesive.

[0090] The composition encapsulation glue of the present application can be used for other semiconductor devices in addition to the encapsulation of perovskite solar cells, for example, any one of heterojunction solar cells, TOPCon solar cells, OLEDs, LEDs, electroluminescent devices, photoluminescent devices, lighting devices, thin film transistors, and the effect is better when the above encapsulation method is used.

[0091] The specific experimental steps or conditions are not specified in the examples, and can be performed according to the conventional experimental steps described in the literature in the art or the operation or conditions. The reagents or instruments used are not specified by the manufacturer, and are conventional reagent products that can be obtained by purchase.

[0092] Unless otherwise specified, room temperature and normal temperature described below both mean 25±1℃. The use component information in the examples is as follows:

[0093] Component A: photocurable monomer, see the list in Table 1 for details;

[0094] Component B: acrylate monomer, butyl (meth)acrylate (B1), triethylene glycol di(meth)acrylate (B2), isobornyl acrylate (B3), ethyl (meth)acrylate (B4), methyl (meth)acrylate (B5), glycerol diacrylate (B6), nonanediol di(meth)acrylate (B7), decanediol di(meth)acrylate (B8);

[0095] Component C: silicon-containing acrylic monomer, C1 is a compound represented by formula 2-6, C2 is a compound represented by formula 2-8, C3 is a compound represented by formula 2-2, C4 is a compound represented by formula 2-5; C5 is a compound represented by formula 2-3, C6 is a compound represented by formula 2-4, C7 is a compound represented by formula 2-1;

[0096] Component D: photoinitiator, benzoyl diphenyl phosphine oxide (D1), bisbenzoyl phenyl phosphine oxide (D2), TPO (D3). Unless otherwise specified, each part by weight in the following examples means 1 g.

[0097] Preparation Example A1

[0098] Synthesis of intermediate A1-1: 30 mmol of 2-methyl-3-(trihydroxysilyl)propyl 2-propenoate was dissolved in 80 ml of toluene solvent under nitrogen protection, and 60 mmol of ethanol, 1.2 mmol of bis-bisbenzylideneacetone palladium, and 120 mmol of potassium phosphate were sequentially added. The reaction mixture was stirred at 110°C for 18 hours. After the raw material was detected to be completely reacted, it was cooled to room temperature. After the organic phase was separated, the aqueous phase was extracted with ethyl acetate, and the combined organic phase was dried with anhydrous sodium sulfate. After rotary evaporation under reduced pressure, it was purified by silica gel column chromatography to obtain intermediate A1-1 (yield: 93.5%).

[0099] Synthesis of intermediate A1-2: 0.1 mol of 2H-benzo[d][1,2,3]triazole was dissolved in 120 ml of toluene, 0.1 mol of 2-bromo-1,3-dimethylcyclohexane, 0.25 mol of sodium tert-butoxide, 0.3 mmol of tris(bisbenzylideneacetone)dipalladium, and 0.3 mmol of tri-tert-butylphosphine were added, stirred under nitrogen, and warmed to reflux. After 4 hours, the raw material was detected to be completely reacted, and the reaction solution was rotary evaporated under reduced pressure. Compound intermediate A1-2 was obtained by column chromatography (yield: 71.3%).

[0100] Synthesis of intermediate A1-3: 70 mmol of intermediate A1-2 was dissolved in 160 ml of N,N-dimethylformamide under nitrogen protection, and 140 mmol of bromine water was added dropwise. After the addition was completed, it was warmed to 60°C and stirred for 20 hours. After HPLC detection, the raw material was substantially completely reacted, the reaction solution was cooled to room temperature, quenched with water, and stirred for 30 minutes. After filtration, the crude product was obtained, dried, and recrystallized with toluene and ethanol to obtain intermediate A1-3 (yield: 64.5%).

[0101] Synthesis of intermediate A1-4: 45 mmol of intermediate A1-3 was dissolved in 175 ml of toluene solvent, and nitrogen was introduced and stirred. 90 mmol of p-aminobenzoic acid, 225 mmol of potassium carbonate, and 0.27 mmol of tetrakis(triphenylphosphine)palladium were sequentially added, warmed to reflux, and stirred for 4 hours. After HPLC detection, the raw material was substantially completely reacted, the reaction was stopped, and the crude product was obtained by filtration after cooling. After the filtrate was rotary evaporated under reduced pressure, the residue was purified by column chromatography to obtain intermediate A1-4 (yield: 77.6%).

[0102] Synthesis of compound A1: The synthesis of compound A1 was the same as that of intermediate A1-2, and compound A1 was obtained (yield: 70.5%) (hereinafter, compound A1 is named as AA1).

[0103] Mass: C48H69N5O8Si, 899.47, 899.46. 1H-NMR (400MHz, CDC13) (ppm) δ = 0.57~0.65 (4H, m), 0.88~0.92 (6H, m), 1.18~1.19 (3H, m), 1.20~1.22 (6H, m), 1.23~1.24 (3H, m), 1.42~1.66 (8H, m), 1.85~2.09 (11H, m), 3.81~3.86 (8H, m), 4.16~4.23 (4H, m), 6.38~6.41 (2H, m), 6.46~6.49 (2H, m), 6.86~6.91 (4H, m), 7.32~7.33 (2H, m), 7.36~7.41 (4H, m), 7.99~8.00 (2H, s).

[0104] Preparation Example B1

[0105] Synthesis of intermediate B3-1: 0.1 mol of 2H-benzo[d][1,2,3]triazole was dissolved in 120 ml of toluene, 0.1 mol of 2-bromo-1,3-dimethylbenzene, 0.25 mol of sodium tert-butoxide, 0.3 mmol of tris(dibenzylideneacetone)dipalladium, and 0.3 mmol of tri-tert-butylphosphine were added, stirring was performed under nitrogen, and the temperature was increased to reflux. After 4 h, it was confirmed that the raw material was completely reacted, the reaction solution was rotary evaporated under reduced pressure, and compound intermediate B3-1 was obtained by column chromatography (yield: 72.5%).

[0106] Synthesis of intermediate B3-2: 70 mmol of intermediate 3-1 was dissolved in 160 ml of N,N-dimethylformamide, 140 mmol of bromine water was added dropwise under nitrogen protection, the temperature was increased to 60°C and stirring was performed for 20 h. After HPLC detection, it was confirmed that the raw material was substantially completely reacted, the reaction solution was cooled to room temperature, quenched with water, and stirred for 30 min. After filtration, the crude product was obtained, dried, and recrystallized with toluene and ethanol to obtain intermediate B3-2 (yield: 63.3%).

[0107] Synthesis of intermediate B3-3: 44 mmol of intermediate B3-2 was dissolved in 170 ml of toluene, nitrogen was introduced and stirred, 88 mmol of p-chlorobenzeneboronic acid, 220 mmol of potassium carbonate, and 0.26 mmol of tetrakis(triphenylphosphine)palladium were sequentially added, the temperature was increased to reflux, and HPLC detection was performed after 4 h. After the raw material was substantially completely reacted, the reaction was stopped, the temperature was decreased, and the crude product was obtained by filtration. The filter liquor was rotary evaporated under reduced pressure, the residue was column chromatographed to obtain intermediate B3-3 (yield: 78.5%).

[0108] Synthesis of compound B3: 70 mmol of hydroxyethyl methacrylate was dissolved in 50 ml of xylene solvent under nitrogen protection, 17.5 mmol of intermediate 3-3, 20 mmol of cuprous chloride, 13.2 mmol of 1,10-phenanthroline hydrate, 200 mmol of potassium hydroxide were added in turn, and the reaction mixture was stirred at elevated temperature. When the temperature was raised to 130°C, 17.5 mmol of intermediate B3-3 and 50 ml of xylene were added dropwise. After the addition was completed, the reaction was kept at reflux. After 20 hours, the raw material was detected to be completely reacted. After 15 ml of concentrated hydrochloric acid was added dropwise, the mixture was stirred, filtered, 1 L of water was added to the filtrate, and the mixture was allowed to stand and separate. The organic phase was washed with water twice, anhydrous sodium sulfate was added, and the mixture was dried. The organic solvent was removed by rotary evaporation. The residue was purified by column chromatography to obtain compound B3 (yield: 76.3 %) (hereinafter, the compound B3 is named as BA1).

[0109] Mass: C38H37N3O6, Theoretical value: 631.27, Found: 631.30.1H-NMR (400 MHz, CDCl3) (ppm) δ = 2.00-2.02 (6H, m), 2.49-2.51 (6H, m), 4.38-4.45 (4H, m), 4.49-4.56 (4H, m), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.96-7.02 (4H, m), 7.27-7.31 (2H, m), 7.41-7.47 (1H, m), 7.69-7.73 (4H, m), 7.92-7.93 (2H, m).

[0110] Preparation Example C1

[0111] Synthesis of intermediate C1-1: 30 mmol of 2-methyl-3-(trihydroxysilyl)propyl 2-propenoate was dissolved in 80 ml of toluene solvent under nitrogen protection, 60 mmol of ethanol, 1.2 mmol of bis(bibenzylideneacetone)palladium, and 120 mmol of potassium phosphate were added in turn, and the reaction mixture was stirred at 110°C for 18 hours. After the raw material was detected to be completely reacted, the mixture was cooled to room temperature. After the organic phase was separated, the aqueous phase was extracted with ethyl acetate, and the combined organic phase was dried with anhydrous sodium sulfate. After rotary evaporation under reduced pressure, the product was purified by silica gel column chromatography to obtain intermediate C1-1 (yield: 93.5 %).

[0112] Synthesis of intermediate C1-2: 0.1 mol of 2H-benzo[d][l,2,3]triazole was dissolved in 120 ml of toluene, 0.1 mol of 3-bromo-2,4-dimethylpentane, 0.25 mol of sodium tert-butoxide, 0.3 mmol of tris(dibenzylideneacetone)dipalladium, and 0.3 mmol of tri-tert-butylphosphine were added, and stirring was performed under nitrogen, and the temperature was increased to reflux. After 4 h, the reaction was determined to be complete, the reaction solution was concentrated under reduced pressure, and column chromatography was performed to obtain compound intermediate C1-2 (yield: 72.5%).

[0113] Synthesis of intermediate C1-3: 70 mmol of intermediate C1-2 was dissolved in 152 ml of N,N-dimethylformamide, and stirring was performed under nitrogen. After 140 mmol of bromine water was added dropwise, the temperature was increased to 60°C and stirring was performed for 20 h. After the reaction was determined to be complete by HPLC, the reaction solution was cooled to room temperature, water was added to quench the reaction, and stirring was performed for 30 min. The crude product was obtained by filtration, and toluene and ethanol were added to recrystallize the product to obtain intermediate C1-3 (yield: 62.7%).

[0114] Synthesis of intermediate C1-4: 43 mmol of intermediate C1-3 was dissolved in 165 ml of toluene, and nitrogen was bubbled into the solution while stirring. After 86 mmol of p-hydroxyphenylboronic acid, 215 mmol of potassium carbonate, and 0.26 mmol of tetrakis(triphenylphosphine)palladium were sequentially added, the temperature was increased to reflux. After 4 h, the reaction was determined to be complete by HPLC, and the reaction was stopped. After cooling, the crude product was obtained by filtration, and toluene was added to dissolve the product. The filtrate was concentrated under reduced pressure, and column chromatography was performed on the residue to obtain intermediate C1-4 (yield: 78.9%).

[0115] Synthesis of compound C1: The synthesis of compound C1 was performed in the same manner as the synthesis of intermediate C1-1 to obtain compound C1 (yield: 71.2%) (hereinafter, compound C1 is referred to as CA1).

[0116] Mass: C47H67N3O10Si2, Theoretical value: 889.44, Found: 889.50.1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.52-0.60 (4H, m), 0.88-0.92 (12H, m), 1.18-1.23 (12H, m), 1.46-1.60 (4H, m), 1.97-2.05 (8H, m), 3.79-3.82 (4H, m), 3.83-3.87 (4H, m), 4.16-4.23 (4H, m), 5.19-5.25 (1H, m), 6.38-6.41 (2H, m), 6.46-6.49 (2H, m), 6.94-6.99 (4H, m), 7.51-7.56 (4H, m), 7.95-7.96 (2H, s).

[0117] Preparation Example D1

[0118] Synthesis of intermediate D1-1: 0.1 mol of 2H-benzo[d][1,2,3]triazole was dissolved in 120 ml of toluene, 0.1 mol of 3-bromo-2,4-dimethylpentane, 0.25 mol of sodium tert-butoxide, 0.3 mmol of tris(dibenzylideneacetone)dipalladium, and 0.3 mmol of tri-tert-butylphosphine were added, stirring was performed under nitrogen, and the temperature was increased to reflux. After 4 h, the reaction was confirmed to be complete, the reaction solution was concentrated under reduced pressure, and column chromatography was performed to obtain compound intermediate D1-1 (yield: 72.1%).

[0119] Synthesis of intermediate D1-2: 70 mmol of intermediate D1-1 was dissolved in 152 ml of N,N-dimethylformamide, and 140 mmol of bromine water was added dropwise under nitrogen. After the addition was completed, the temperature was increased to 60°C, and stirring was performed for 20 h. After the reaction was confirmed to be complete by HPLC, the reaction solution was cooled to room temperature, water was added to quench the reaction, and stirring was performed for 30 min. After filtration, the crude product was dried, and recrystallization was performed using toluene and ethanol to obtain intermediate D1-2 (yield: 62.8%).

[0120] Synthesis of intermediate D1-3: 43 mmol of intermediate D1-2 was dissolved in 160 ml of toluene, and nitrogen was introduced while stirring. Then, 86 mmol of p-chlorophenylboronic acid, 215 mmol of potassium carbonate, and 0.26 mmol of tetrakis(triphenylphosphine)palladium were sequentially added, the temperature was increased to reflux, and the reaction was confirmed to be complete by HPLC after 4 h. After the reaction was stopped, the crude product was obtained by filtration after cooling, dissolved in toluene, and concentrated under reduced pressure. Column chromatography was performed on the residue to obtain intermediate D1-3 (yield: 78.9%).

[0121] Synthesis of compound D1: 33 mmol of hydroxyethyl methacrylate was dissolved in 50 ml of xylene, and 33 mmol of intermediate 1-3, 19.8 mmol of cuprous chloride, 13.2 mmol of 1,10-phenanthroline hydrate, and 198 mmol of potassium hydroxide were sequentially added under nitrogen. When the temperature was increased to 130°C, 33 mmol of intermediate D1-3 and 50 ml of xylene were added dropwise, and the reaction was confirmed to be complete after 20 h. After 15 ml of concentrated hydrochloric acid was added dropwise, the reaction solution was stirred, filtered, 1 L of water was added to the filtrate, the mixture was allowed to stand, the organic layer was washed with water twice, anhydrous sodium sulfate was added, and the mixture was dried. The organic solvent was concentrated under reduced pressure, and column chromatography was performed on the residue to obtain compound D1 (yield: 74.5%).

[0122] Mass: C37H43N3O6, 625.32, found 625.35.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87~0.91 (12H, d), 1.97~2.05 (8H, m), 4.36~4.44 (4H, m), 4.47~4.54 (4H, m), 5.23~5.29 (1H, m), 6.36~6.39 (2H, m), 6.44~6.47 (2H, m), 6.93~6.99 (4H, m), 7.65~7.70 (4H, m), 7.87~7.88 (2H, s).

[0123] The following compounds were synthesized using a similar method to Preparation Al and provided characterization data for the compounds:

[0124] Compound A13 (hereinafter, compound A13 is named as AA2): Mass: C55H83N5O8Si2, 997.58, found 997.55.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58~0.64 (4H, m), 0.87~0.98 (15H, m), 1.01~1.09 (2H, m), 1.28~1.33 (1H, m), 1.40~1.48 (8H, m), 1.49~1.66 (13H, m), 1.67~1.84 (4H, m), 1.99~2.03 (6H, s), 2.10~2.15 (1H, m), 3.74~3.80 (8H, m), 4.18~4.22 (4H, m), 4.38~4.44 (1H, m), 6.39~6.41 (2H, m), 6.47~6.49 (2H, m), 6.87~6.91 (4H, d), 7.37~7.41 (4H, d), 7.90~7.93 (2H, s), 8.58~8.61 (2H, s).

[0125] Compound A17 (hereinafter, compound A17 is designated as AA3): Mass spectrum: C48H63N5O8Si2, Theoretical value: 893.42, Found value: 893.40.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (4H, m), 1.17-1.24 (12H, m), 1.49-1.57 (4H, m), 1.98-2.03 (6H, s), 2.48-2.52 (6H, s), 3.80-3.85 (8H, m), 4.18-4.22 (4H, m), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.87-6.91 (4H, d), 7.27-7.30 (2H, d), 7.37-7.46 (5H, m), 7.95-7.98 (2H, s), 8.80-8.83 (2H, s).

[0126] Compound A26 (hereinafter, compound A26 is designated as AA4): Mass spectrum: C47H67N5O8Si2, Theoretical value: 885.45, Found value: 885.46.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (4H, m), 0.94-0.98 (6H, s), 1.18-1.29 (13H, m), 1.48-1.57 (5H, m), 1.61-1.70 (1H, m), 1.72-1.80 (1H, m), 1.85-1.93 (1H, m), 1.99-2.03 (6H, s), 2.09-2.17 (1H, m), 3.80-3.86 (8H, m), 4.17-4.22 (4H, m), 4.87-4.91 (1H, m), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.87-6.91 (4H, d), 7.37-7.41 (4H, d), 7.97-8.00 (2H, s), 9.20-9.23 (2H, s).

[0127] Compound A27 (hereinafter, compound A27 is designated as AA5): Mass: C45H63N5O8Si2, Theoretical value: 857.42, Found value: 857.40.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.63 (4H, m), 0.94-0.98 (12H, s), 1.22-1.30 (2H, m), 1.47-1.57 (6H, m), 1.99-2.03 (6H, s), 3.53-3.57 (12H, s), 4.18-4.22 (4H, m), 4.46-4.48 (1H, s), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.87-6.91 (4H, d), 7.37-7.41 (4H, d), 7.96-7.97 (2H, s), 9.12-9.14 (2H, s).

[0128] Compound A31 (hereinafter, compound A31 is designated as AA6): Mass: C47H63N5O8Si2, Theoretical value: 881.42, Found value: 881.41.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (4H, m), 0.80-0.84 (3H, d), 1.18-1.24 (12H, m), 1.49-1.57 (4H, m), 1.63-1.66 (3H, s), 1.99-2.03 (6H, s), 3.80-3.86 (8H, m), 3.98-4.04 (1H, m), 4.18-4.22 (4H, m), 5.36-5.41 (1H, m), 5.77-5.81 (1H, d), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.87-6.91 (4H, d), 7.37-7.41 (4H, d), 7.95-7.98 (2H, s), 8.35-8.37 (2H, s).

[0129] Compound A35 (hereinafter, compound A35 is designated as AA7): Mass spectrum: C46H65N5O8Si2, Theoretical value: 871.44, Found value: 871.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87~0.93 (10H, m), 1.18~1.24 (12H, m), 1.39~1.46 (1H, m), 1.49~1.57 (1H, m), 1.60~1.67 (2H, m), 1.85~1.94 (2H, m), 1.99~2.03 (6H, s), 2.05~2.14 (2H, m), 3.80~3.86 (8H, m), 3.87~3.92 (1H, m), 4.08~4.14 (4H, m), 6.39~6.41 (2H, m), 6.47~6.49 (2H, m), 6.87~6.91 (4H, d), 7.37~7.41 (4H, d), 7.96~7.99 (2H, s), 9.83~9.85 (2H, s).

[0130] Compound A50 (hereinafter, compound A50 is designated as AA8): Mass spectrum: C54H69N5O8Si2, Theoretical value: 971.47, Found value: 971.48.1H-NMR (400MHz, CDC13) (ppm) δ = 0.56~0.65 (4H, m), 0.88~0.92 (5H, m), 1.17~1.25 (12H, m), 1.46~1.61 (4H, m), 1.61~1.96 (5H, m), 1.99~2.03 (6H, m), 2.06~2.32 (2H, m), 3.78~3.87 (8H, s), 4.16~4.24 (4H, m), 4.40~4.51 (1H, m), 6.39~6.42 (2H, m), 6.46~6.50 (2H, m), 6.97~7.02 (2H, m), 7.13~7.17 (2H, m), 7.25~7.39 (4H, d), 7.97~8.00 (2H, d), 8.05~8.10 (2H, s), 8.86~8.91 (2H, s).

[0131] Compound A55 (hereinafter, compound A55 is designated as AA9): Mass spectrum: C50H67N5O8Si2, Theoretical value: 921.45, Found value: 921.46.1H-NMR (400MHz, CDC13) (ppm) δ = 0.56-0.65 (4H, m), 1.16-1.30 (16H, m), 1.60-1.72 (4H, m), 1.99-2.03 (6H, m), 2.48-2.52 (6H, s), 3.79-3.87 (8H, m), 3.93-4.01 (4H, m), 6.38-6.41 (2H, m), 6.46-6.50 (2H, m), 6.86-6.92 (4H, m), 7.26-7.31 (2H, m), 7.36-7.47 (5H, m), 7.73-7.76 (2H, s), 8.04-8.07 (2H, s).

[0132] Compound A69 (hereinafter, compound A69 is designated as AA10): Mass spectrum: C30H42N4O4Si, Theoretical value: 550.30, Found value: 550.36.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (2H, m), 0.87-0.93 (3H, d), 0.94-1.00 (2H, m), 1.18-1.24 (6H, m), 1.27-1.33 (1H, m), 1.49-1.57 (3H, m), 1.65-1.71 (1H, m), 1.75-1.81 (2H, m), 1.99-2.09 (5H, m), 3.80-3.86 (4H, m), 3.98-4.03 (1H, m), 4.17-4.22 (2H, m), 5.57-5.60 (1H, s), 6.38-6.41 (1H, m), 6.47-6.49 (1H, m), 6.87-6.91 (2H, d), 7.37-7.41 (2H, d), 7.69-7.72 (1H, m), 8.13-8.17 (1H, d), 8.22-8.25 (1H, d).

[0133] Compound A77 (hereinafter, compound A77 is designated as AA11): Mass: C42H50N6O4Si, Theoretical value: 730.37, Found value: 730.44.1H-NMR (400MHz, CDC13) (ppm) δ = 1.17-1.24 (6H, m), 1.32-1.36 (9H, s), 1.49-1.57 (2H, m), 1.69-1.76 (2H, m), 1.99-2.01 (3H, m), 2.29-2.31 (3H, s), 2.35-2.37 (3H, s), 3.78-3.85 (4H, m), 3.98-4.03 (1H, m), 4.06-4.13 (2H, m), 6.36-6.39 (1H, m), 6.44-6.47 (1H, m), 6.88-6.90 (1H, d), 7.21-7.28 (1H, m), 7.31-7.42 (4H, m), 7.46-7.53 (1H, m), 7.71-7.80 (3H, m), 7.83-7.85 (1H, d), 7.91-7.95 (1H, d), 8.50-8.55 (1H, m).

[0134] Compound A86 (hereinafter, compound A86 is designated as AA12): Mass: C42H55N3O10Si2, Theoretical value: 817.34, Found value: 817.39.1H-NMR (400MHz, CDC13) (ppm) δ = 0.51-0.61 (4H, m), 0.87-0.98 (8H, m), 1.25-1.34 (1H, m), 1.45-1.58 (4H, m), 1.64-1.82 (3H, m), 1.96-2.10 (2H, m), 3.53-3.54 (12H, s), 4.09-4.22 (5H, m), 5.76-5.85 (2H, m), 6.03-6.16 (2H, m), 6.36-6.41 (2H, m), 6.91-6.97 (4H, m), 7.48-7.54 (4H, m), 8.26-8.27 (2H, s).

[0135] Compound A96 (hereinafter, compound A96 is designated as AA13): Mass: C43H57N3O6Si2, the theoretical value: 767.38, the observed value: 767.42.1H-NMR (400MHz, CDCI3) (ppm) δ = 0.20-0.22 (12H, s), 0.56-0.65 (4H, m), 0.88-0.92 (3H, m), 0.99-1.11 (2H, m), 1.26-1.34 (1H, m), 1.46-1.60 (5H, m), 1.67-1.82 (2H, m), 1.87-1.96 (2H, m), 2.00-2.02 (6H, m), 2.16-2.25 (1H, m), 4.17-4.23 (4H, m), 4.46-4.57 (1H, m), 6.38-6.50 (4H, m), 6.94-7.00 (4H, m), 7.51-7.56 (4H, m), 7.97-7.98 (2H, s).

[0136] Compound A122 (hereinafter, compound A122 is designated as AA14): Mass: C45H61N3O10Si2, the theoretical value: 859.39, the observed value: 859.43.1H-NMR (400MHz, CDCI3) (ppm) δ = 0.82-0.90 (4H, m), 0.95-0.98 (6H, m), 1.17-1.26 (13H, m), 1.45-1.94 (4H, m), 2.00-2.03 (6H, m), 2.07-2.22 (1H, m), 3.79-3.87 (8H, m), 4.07-4.15 (4H, m), 4.90-4.98 (1H, m), 6.39-6.49 (4H, m), 6.94-7.00 (4H, m), 7.51-7.57 (4H, m), 7.96-7.98 (2H, s).

[0137] Compound A134 (hereinafter, compound A134 is designated as AA15): Mass spectrum: C57H73N3O10Si2, Theoretical value: 1015.48, Found value: 1015.42.1H-NMR (400MHz, CDC13) (ppm) δ = 0.52-0.60 (4H, m), 0.95-0.98 (6H, m), 1.18-1.27 (18H, m), 1.46-1.56 (1H, m), 1.60-1.92 (8H, m), 2.00-2.02 (6H, m), 2.07-2.17 (1H, m), 3.79-3.87 (6H, m), 3.93-4.00 (4H, m), 4.75-4.83 (1H, m), 6.21-6.26 (2H, m), 6.39-6.41 (2H, m), 6.46-6.49 (2H, m), 7.13-7.17 (2H, m), 7.33-7.40 (2H, m), 7.50-7.58 (2H, m), 8.03-8.05 (2H, m), 8.34-8.40 (2H, m), 8.88-8.89 (1H, s), 8.91-8.92 (1H, s).

[0138] Compound A141 (hereinafter, compound A141 is designated as AA16): Mass spectrum: C35H45N3O5Si, Theoretical value: 615.31, Found value: 615.33.1H-NMR (400MHz, CDC13) (ppm) δ = 0.51-0.60 (2H, m), 0.87-0.93 (6H, m), 1.18-1.24 (6H, m), 1.39-1.70 (6H, m), 1.83-2.03 (5H, m), 2.39-2.53 (2H, m), 3.79-3.87 (4H, m), 4.17-4.23 (2H, m), 5.00-5.07 (1H, m), 6.22-6.27 (1H, m), 6.39-6.41 (1H, m), 6.46-6.49 (1H, m), 7.13-7.17 (1H, m), 7.33-7.40 (1H, m), 7.50-7.58 (1H, m), 7.83-7.88 (1H, m), 8.13-8.17 (1H, m), 8.26-8.27 (1H, m), 8.35-8.39 (1H, m), 8.88-8.92 (1H, m).

[0139] The following compounds were synthesized using a method similar to Preparation B1 and provided characterization data for the compounds:

[0140] Compound B6 (hereinafter, compound 6 is designated as BA2).

[0141] Mass: C37H41N3O6, calculated: 623.30, found: 623.29.1H-NMR (400 MHz, CDCI3) (ppm) δ = 0.94-0.98 (6H, s), 1.20-1.31 (1H, m), 1.45-2.04 (10H, m), 2.07-2.22 (1H, m), 4.38-4.45 (4H, m), 4.48-4.56 (4H, m), 4.89-4.97 (1H, m), 6.38-6.41 (2H, m), 6.46-6.49 (2H, m), 6.96-7.02 (4H, m), 7.68-7.74 (4H, m), 7.89-7.92 (2H, s).

[0142] Compound B13 (hereinafter, the compound B13 is designated as BA3): Mass: C36H39N3O6, calculated: 609.28, found: 609.25.1H-NMR (400 MHz, CDCI3) (ppm) δ = 0.87-1.01 (8H, m), 1.25-1.35 (1H, m), 1.63-1.82 (3H, m), 1.96-2.15 (8H, m), 4.11-4.21 (1H, m), 6.06-6.10 (4H, s), 6.38-6.42 (2H, m), 6.46-6.50 (2H, m), 7.00-7.06 (4H, m), 7.68-7.74 (4H, m), 7.90-7.93 (2H, s).

[0143] Compound B26 (hereinafter, the compound B26 is designated as BA4): Mass: C38H43N3O6, calculated: 637.32, found: 637.36.1H-NMR (400 MHz, CDCI3) (ppm) δ = 0.87-0.93 (3H, d), 1.58-2.31 (17H, m), 4.16-4.33 (8H, m), 4.61-4.70 (1H, m), 6.38-6.42 (2H, m), 6.46-6.50 (2H, m), 6.96-7.02 (4H, m), 7.68-7.74 (4H, m), 7.89-7.92 (2H, s).

[0144] Compound B39 (hereinafter, the compound B39 is designated as BA5): Mass spectrum: C45H39N3O6, Theoretical value: 717.28, Found value: 717.30.1H-NMR (400MHz, CDC13) (ppm) δ = 1.98-2.03 (6H, m), 2.48-2.52 (3H, s), 4.38-4.56 (8H, m), 6.12-6.17 (2H, d), 6.38-6.42 (2H, m), 6.46-6.50 (2H, m), 7.09-7.14 (2H, d), 7.24-7.32 (2H, m), 7.36-7.49 (4H, m), 7.53-7.61 (2H, m), 7.98-8.01 (2H, s), 8.35-8.41 (2H, m), 8.74-8.80 (2H, m).

[0145] Compound B52 (hereinafter, the compound B52 is designated as BA6): Mass spectrum: C50H41N3O8, Theoretical value: 811.29, Found value: 811.31.1H-NMR (400MHz, CDC13) (ppm) δ = 1.99-2.02 (6H, m), 2.48-2.52 (6H, s), 4.37-4.56 (8H, m), 6.38-6.41 (2H, m), 6.46-6.49 (2H, m), 7.14-7.18 (2H, d), 7.25-7.47 (7H, m), 7.51-7.56 (2H, m), 7.60-7.65 (2H, d), 7.94-7.99 (2H, m), 8.21-8.23 (2H, s).

[0146] Compound B54 (hereinafter, the compound B54 is designated as BA7): Mass spectrum: C25H29N3O3, Theoretical value: 419.22, Found value: 419.20.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87-0.94 (3H, d), 0.98-1.11 (2H, m), 1.26-1.36 (1H, m), 1.53-2.04 (8H, m), 2.09-2.18 (1H, m), 4.38-4.56 (5H, m), 6.38-6.42 (1H, m), 6.46-6.50 (1H, m), 6.96-7.02 (2H, m), 7.58-7.64 (2H, m), 7.78-7.83 (1H, m), 8.13-8.18 (1H, d), 8.24-8.27 (1H, d).

[0147] Compound B66 (hereinafter, the compound B66 is designated as BA8): Mass: C36H29N3O3, Theoretical value: 551.22, Found value: 551.20.1H-NMR (400MHz, CDC13) (ppm) δ = 1.99-2.03 (3H, m), 2.48-2.52 (6H, s), 4.50-4.53 (4H, s), 6.39-6.41 (1H, m), 6.47-6.49 (1H, m), 7.26-7.31 (2H, m), 7.37-7.48 (2H, m), 7.68-7.72 (2H, d), 7.85-7.94 (4H, m), 8.13-8.17 (2H, d), 8.36-8.38 (1H, d), 8.50-8.54 (1H, m).

[0148] Compound B71 (hereinafter, the compound B71 is designated as BA9): Mass: C33H35N5O3, Theoretical value: 549.27, Found value: 549.30.1H-NMR (400MHz, CDC13) (ppm) δ = 0.86-1.01 (8H, m), 1.25-1.35 (1H, m), 1.63-1.82 (3H, m), 1.87-2.06 (5H, m), 4.07-4.17 (1H, m), 4.38-4.56 (4H, m), 6.38-6.42 (1H, m), 6.46-6.50 (1H, m), 7.00-7.06 (2H, m), 7.24-7.32 (1H, m), 7.40-7.45 (1H, m), 7.49-7.57 (1H, m), 7.78-7.83 (1H, m), 7.94-7.98 (1H, d), 8.17-8.19 (1H, d), 8.23-8.29 (2H, m), 8.53-8.59 (1H, m).

[0149] Compound B77 (hereinafter, the compound B77 is designated as BA10): Mass spectrum: C39H43N3O6, Theoretical value: 649.32, Found value: 649.30.1H-NMR (400MHz, CDC13) (ppm) δ = 0.86-1.01 (8H, m), 1.25-1.35 (1H, m), 1.62-1.82 (3H, m), 1.94-2.13 (8H, m), 3.59-3.66 (4H, m), 4.11-4.30 (5H, m), 6.37-6.41 (2H, m), 6.45-6.49 (2H, m), 7.19-7.27 (1H, m), 7.30-7.37 (1H, m), 7.73-7.79 (2H, m), 7.86-7.91 (1H, m), 7.99-8.02 (1H, d), 8.06-8.16 (2H, m), 8.19-8.24 (1H, m), 8.28-8.30 (1H, d).

[0150] Compound B84 (hereinafter, the compound B84 is designated as BA11): Mass spectrum: C35H37N3O6, Theoretical value: 595.27, Found value: 595.25.1H-NMR (400MHz, CDC13) (ppm) δ = 0.95-0.97 (6H, s), 1.20-1.31 (1H, m), 1.45-1.95 (4H, m), 2.07-2.20 (1H, m), 4.38-4.45 (4H, m), 4.49-4.56 (4H, m), 4.91-4.98 (1H, m), 5.79-5.87 (2H, m), 6.06-6.18 (2H, m), 6.38-6.44 (2H, m), 6.96-7.02 (4H, m), 7.68-7.71 (2H, m), 7.71-7.74 (2H, m), 7.90-7.92 (2H, s).

[0151] The following compounds were synthesized using a similar method to Preparation Example C1 and provided with characterization data of the compounds:

[0152] Compound C19 (hereinafter, the compound C19 is named as CA2): Mass spectrum: C40H53N3O6Si2, Theoretical value: 727.35, Found value: 727.32.1H-NMR (400MHz, CDC13) (ppm) δ = 0.21 ~ 0.21 (12H, s), 0.57 ~ 0.65 (4H, m), 0.89 ~ 0.93 (6H, m), 1.46 ~ 1.59 (4H, m), 2.00 ~ 2.05 (7H, m), 4.17 ~ 4.23 (4H, m), 4.98 ~ 5.02 (2H, m), 6.39 ~ 6.41 (2H, m), 6.47 ~ 6.49 (2H, m), 6.95 ~ 6.99 (4H, m), 7.52 ~ 7.57 (4H, m), 8.01 ~ 8.02 (2H, s).

[0153] Compound C23 (hereinafter, the compound C23 is named as CA3): Mass spectrum: C49H59N3O6Si2, Theoretical value: 841.39, Found value: 841.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.19 ~ 0.22 (12H, s), 0.57 ~ 0.65 (4H, m), 0.88 ~ 0.92 (12H, m), 1.45 ~ 1.60 (4H, m), 1.83 ~ 1.99 (2H, m), 4.17 ~ 4.23 (4H, m), 5.12 ~ 5.18 (1H, m), 5.78 ~ 5.87 (2H, m), 6.06 ~ 6.18 (2H, m), 6.22 ~ 6.26 (2H, m), 6.38 ~ 6.44 (2H, m), 7.13 ~ 7.17 (2H, m), 7.33 ~ 7.40 (2H, m), 7.51 ~ 7.58 (2H, m), 8.08 ~ 8.10 (2H, s), 8.35 ~ 8.39 (2H, m), 8.88 ~ 8.92 (2H, d).

[0154] Compound C44 (hereinafter, the compound C44 is named as CA4): Mass spectrum: C38H49N3O8Si2, Theoretical value: 731.31, Found value: 731.35.1H-NMR (400MHz, CDC13) (ppm) δ = 0.12 ~ 0.19 (6H, s), 0.87 ~ 0.95 (10H, m), 1.97 ~ 2.11 (7H, m), 3.53 ~ 3.56 (6H, s), 4.07 ~ 4.15 (4H, m), 5.00 ~ 5.04 (2H, m), 6.39 ~ 6.41 (2H, m), 6.46 ~ 6.49 (2H, m), 6.94 ~ 6.99 (4H, m), 7.51 ~ 7.57 (4H, m), 7.97 ~ 7.99 (2H, s).

[0155] Compound C57 (hereinafter, the compound C57 is named as CA5): Mass spectrum: C49H71N3O10Si2, Theoretical value: 917.47, Found value: 917.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.53~0.59 (4H, m), 0.88~0.92 (12H, m), 1.19~1.27 (16H, m), 1.63~1.69 (4H, m), 1.99~2.07 (8H, m), 3.81~3.85 (8H, m), 3.95~3.99 (4H, m), 5.21~5.25 (1H, m), 6.39~6.49 (4H, m), 6.95~6.99 (4H, d), 7.52~7.56 (4H, m), 7.96~7.98 (2H, s).

[0156] Compound C71 (hereinafter, the compound C71 is named as CA6): Mass spectrum: C27H37N3O5Si, Theoretical value: 511.25, Found value: 511.28.1H-NMR (400MHz, CDC13) (ppm) δ = 0.51~0.60 (2H, m), 0.88~0.94 (6H, m), 1.18~1.24 (6H, m), 1.46~1.60 (2H, m), 1.97~2.12 (4H, m), 3.79~3.87 (4H, m), 4.17~4.24 (2H, m), 4.95~5.03 (2H, m), 6.39~6.41 (1H, m), 6.47~6.49 (1H, m), 6.94~6.99 (2H, m), 7.51~7.57 (2H, m), 7.82~7.86 (1H, m), 8.13~8.17 (1H, m), 8.19~8.21 (1H, m).

[0157] Compound C87 (hereinafter, the compound C87 is named as CA7): Mass spectrum: C47H69N5O8Si2, Theoretical value: 887.47, Found value: 887.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.56~0.65 (4H, m), 0.87~0.93 (12H, d), 1.17~1.25 (12H, m), 1.46~1.60 (4H, m), 1.96~2.11 (8H, m), 3.79~3.87 (8H, m), 4.17~4.24 (4H, m), 5.12~5.18 (1H, m), 6.38~6.42 (2H, m), 6.46~6.49 (2H, m), 6.86~6.92 (4H, m), 7.36~7.42 (4H, m), 7.92~7.95 (2H, s), 9.96~9.99 (2H, s).

[0158] Compound C88 (hereinafter, the compound C88 is named as CA8): Mass: C44H63N5O8Si2, Theoretical value: 845.42, Found value: 845.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (4H, m), 0.89-0.93 (6H, d), 1.18-1.24 (12H, m), 1.49-1.57 (4H, m), 1.99-2.09 (7H, m), 3.80-3.86 (8H, m), 4.18-4.22 (4H, m), 4.98-5.01 (2H, d), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.82-6.84 (2H, s), 6.87-6.91 (4H, d), 7.37-7.41 (4H, d), 7.94-7.96 (2H, s).

[0159] Compound C91 (hereinafter, the compound C91 is named as CA9): Mass: C55H85N5O8Si2, Theoretical value: 999.59, Found value: 999.60.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.63 (4H, m), 0.87-0.98 (25H, m), 1.40-1.66 (21H, m), 1.98-2.06 (8H, m), 3.74-3.80 (8H, m), 4.18-4.22 (4H, m), 5.16-5.19 (1H, m), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 6.87-6.91 (4H, d), 7.37-7.41 (4H, d), 7.89-7.91 (2H, s).

[0160] Compound C105 (hereinafter, the compound C105 is designated as CA10): Mass: C59H73N5O10Si2, Theoretical value: 1067.49, Found value: 1067.50.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58-0.64 (4H, m), 0.87-0.93 (12H, d), 1.18-1.24 (12H, m), 1.49-1.57 (4H, m), 1.94-2.03 (8H, m), 3.80-3.86 (8H, m), 4.18-4.22 (4H, m), 5.34-5.36 (1H, m), 6.39-6.41 (2H, m), 6.47-6.49 (2H, m), 7.10-7.13 (2H, d), 7.29-7.33 (2H, m), 7.35-7.41 (4H, m), 7.52-7.55 (4H, m), 7.96-8.00 (2H, m), 8.22-8.24 (2H, s).

[0161] Compound C110 (hereinafter, the compound C110 is designated as CA11): Mass: C42H59N5O8Si2, Theoretical value: 817.41, Found value: 817.45.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87-0.95 (10H, m), 1.18-1.24 (12H, m), 1.99-2.09 (7H, m), 2.40-2.51 (1H, m), 2.65-2.77 (1H, m), 3.79-3.87 (8H, m), 4.07-4.15 (2H, m), 4.53-4.61 (1H, m), 4.71-4.74 (1H, d), 4.79-4.82 (1H, d), 6.38-6.41 (2H, m), 6.47-6.49 (2H, m), 6.62-6.71 (4H, m), 6.75-6.80 (1H, m), 7.01-7.09 (4H, m), 8.58-8.60 (1H, s), 9.16-9.18 (1H, s).

[0162] Compound C127 (hereinafter, compound C127 is named as CA12): Mass: C57H77N5O8Si2, Theoretical value: 1015.53, Found value: 1015.51.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87~1.02 (30H, m), 1.52~1.60 (8H, m), 1.99~2.10 (8H, m), 3.74~3.80 (8H, m), 4.08~4.14 (4H, m), 5.25~5.28 (1H, m), 6.39~6.41 (2H, m), 6.47~6.49 (2H, m), 6.98~7.01 (2H, d), 7.13~7.17 (2H, d), 7.27~7.37 (4H, m), 8.06~8.12 (4H, m), 8.86~8.90 (2H, m).

[0163] Compound C130 (hereinafter, compound C130 is named as CA13): Mass: C46H67N5O8Si2, Theoretical value: 873.45, Found value: 873.41.1H-NMR (400MHz, CDC13) (ppm) δ = 0.58~0.64 (4H, m), 0.89~0.93 (6H, d), 1.18~1.27 (16H, m), 1.62~1.69 (4H, m), 1.99~2.09 (7H, m), 3.80~3.86 (8H, m), 3.94~3.99 (4H, m), 4.99~5.02 (2H, d), 6.39~6.41 (2H, m), 6.47~6.49 (2H, m), 6.87~6.91 (4H, d), 7.37~7.41 (4H, d), 8.03~8.05 (2H, s), 9.46~9.48 (2H, s).

[0164] Compound C149 (hereinafter, the compound C149 is named as CA14): Mass spectrum: C35H42N4O4Si, calculated 610.30, found 610.33.1H-NMR (400MHz, CDC13) (ppm) δ = 0.57-0.66 (2H, m), 0.88-0.94 (6H, m), 1.17-1.26 (6H, m), 1.47-1.59 (2H, m), 1.96-2.14 (4H, m), 3.78-3.87 (4H, m), 4.17-4.22 (2H, m), 4.93-4.97 (1H, m), 5.02-5.06 (1H, m), 6.39-6.42 (1H, m), 6.47-6.50 (1H, m), 7.38-7.51 (4H, m), 7.93-7.97 (1H, m), 8.05-8.09 (2H, m), 8.12-8.18 (3H, m), 8.25-8.26 (2H, m).

[0165] Compound C157 (hereinafter, the compound C157 is named as CA15): Mass spectrum: C37H48N6O4Si, calculated 668.35, found 668.36.1H-NMR (400MHz, CDC13) (ppm) δ = 0.57-0.65 (2H, m), 0.86-0.94 (13H, d), 1.18-1.24 (6H, m), 1.47-1.59 (2H, m), 1.94-2.10 (5H, m), 3.79-3.87 (4H, m), 4.17-4.23 (2H, m), 5.18-5.23 (1H, m), 6.38-6.41 (1H, m), 6.47-6.49 (1H, m), 6.67-6.73 (2H, m), 7.24-7.31 (1H, m), 7.38-7.42 (2H, m), 7.49-7.57 (1H, m), 7.64-7.68 (1H, m), 7.79-7.83 (1H, m), 8.13-8.17 (1H, d), 8.38-8.40 (1H, d), 8.54-8.58 (1H, m).

[0166] The following compounds were synthesized using a similar method to Preparation D1 and provided characterization data for the compounds:

[0167] Compound D4 (hereinafter, the compound D4 is named as DA2): Mass: C32H33N3O6, 555.24, 555.29.1H-NMR (400MHz, CDC13) (ppm) δ = 0.88-0.95 (6H, d), 1.97-2.13 (7H, m), 4.37-4.56 (6H, m), 4.97-5.02 (2H, d), 6.38-6.42 (2H, m), 6.46-6.50 (2H, m), 6.96-7.02 (2H, m), 7.68-7.74 (4H, m), 7.89-7.92 (2H, s).

[0168] Compound D9 (hereinafter, the compound D9 is named as DA3): Mass: C45H47N3O6, 725.35, 725.31.1H-NMR (400MHz, CDC13) (ppm) δ = 0.86-0.93 (12H, d), 1.84-2.03 (8H, m), 4.37-4.45 (4H, m), 4.48-4.55 (4H, m), 5.10-5.15 (1H, m), 6.12-6.16 (2H, d), 6.38-6.40 (2H, m), 6.46-6.48 (2H, m), 7.09-7.13 (2H, d), 7.23-7.30 (2H, m), 7.37-7.45 (2H, m), 7.97-7.99 (2H, s), 8.34-8.39 (2H, m), 8.73-8.78 (2H, m).

[0169] Compound D17 (hereinafter, the compound D17 is named as DA4): Mass: C49H47N3O8, 805.34, 805.35.1H-NMR (400MHz, CDC13) (ppm) δ = 0.86-0.93 (12H, d), 1.98-2.14 (8H, m), 4.36-4.54 (8H, m), 5.30-5.36 (1H, m), 6.36-6.39 (2H, m), 6.44-6.47 (2H, m), 7.06-7.11 (2H, m), 7.53-7.70 (8H, m), 8.04-8.07 (2H, s), 8.24-8.27 (2H, d).

[0170] Compound D26 (hereinafter, the compound D26 is named as DA5): Mass spectrum: C22H25N3O3, Theoretical value: 379.19, Found value: 379.23.1H-NMR (400MHz, CDC13) (ppm) δ = 0.88~0.94 (6H, m), 2.00~2.11 (4H, m), 4.38~4.45 (2H, m), 4.49~4.56 (2H, m), 4.49~5.03 (2H, m), 6.39~6.42 (1H, m), 6.47~6.49 (1H, m), 6.96~7.02 (2H, m), 7.59~7.64 (2H, m), 7.78~7.83 (1H, m), 8.13~8.17 (1H, m), 8.25~8.27 (1H, m).

[0171] Compound D31 (hereinafter, the compound D31 is named as DA6): Mass spectrum: C38H43N3O6, Theoretical value: 637.32, Found value: 637.35.1H-NMR (400MHz, CDC13) (ppm) δ = 0.88~0.92 (12H, d), 1.96~2.07 (8H, m), 3.59~3.66 (4H, m), 4.24~4.30 (4H, m), 5.18~5.24 (1H, m), 6.37~6.41 (2H, m), 6.46~6.49 (2H, m), 7.20~7.28 (1H, m), 7.30~7.38 (1H, m), 7.58~7.62 (1H, m), 7.75~7.83 (2H, m), 7.87~7.92 (1H, m), 8.03~8.17 (3H, m), 8.28~8.29 (1H, m).

[0172] Compound D33 (hereinafter, the compound D33 is named as DA7): Mass spectrum: C32H35N5O3, Theoretical value: 537.27, Found value: 537.29.1H-NMR (400MHz, CDC13) (ppm) δ = 0.87~0.92 (12H, m), 1.90~2.02 (5H, m), 4.37~4.43 (2H, m), 4.48~4.55 (2H, m), 5.11~5.17 (1H, m), 6.36~6.39 (1H, m), 6.45~6.47 (1H, m), 6.98~7.03 (2H, m), 7.22~7.29 (1H, m), 7.38~7.43 (1H, m), 7.47~7.54 (1H, m), 7.76~7.81 (1H, m), 7.91~7.95 (2H, m), 8.21~8.26 (2H, m), 8.51~8.55 (1H, m).

[0173] Compound D39 (hereinafter, the compound D39 is named as DA8): Mass: C32H29N3O3, Theoretical value: 503.22, Found value: 503.20.1H-NMR (400MHz, CDC13) (ppm) δ = 0.88~0.94 (6H, d), 1.97~2.13 (4H, m), 4.50~4.54 (4H, s), 4.98~5.08 (2H, m), 6.39~6.41 (1H, m), 4.47~4.49 (1H, m), 7.46~7.51 (1H, d), 7.67~7.72 (2H, d), 7.85~7.95 (4H, m), 8.12~8.18 (2H, d), 8.33~8.36 (1H, d), 8.50~8.54 (1H, m).

[0174] Compound D45 (hereinafter, the compound D45 is named as DA9): Mass: C35H39N3O6, Theoretical value: 597.28, Found value: 597.33.1H-NMR (400MHz, CDC13) (ppm) δ = 0.88~0.92 (8H, d), 1.97~2.10 (8H, m), 4.37~4.45 (4H, m), 4.48~4.56 (4H, m), 5.24~5.31 (1H, m), 6.38~6.41 (2H, m), 6.46~6.49 (2H, m), 6.96~7.01 (4H, m), 7.68~7.73 (4H, m), 7.90~7.91 (2H, d).

[0175] Preparation of encapsulating film

[0176] The preparation process of the examples and comparative examples is the same, except that the amount and specific type of each component are shown in Table 1. Specifically:

[0177] 5 parts by weight of component A, 50 parts by weight of component B, 40 parts by weight of component C, and 5 parts by weight of component D were fed into a 125 ml brown polypropylene bottle, and mixed at room temperature for about 3 hours using a mixer to prepare an encapsulating composition.

[0178] The composition was slit-coated on a glass substrate and cured by UV irradiation at 200 mW / cm2for 180 seconds to form an encapsulating film having a thickness of 10 μm. 2

[0179] The amount and specific type of each component in this example are shown in Table 1.

[0180] The structure in the comparative example is as follows:

[0181] ​Test Example: The products obtained in the foregoing examples were subjected to the following performance evaluations, and the results are shown in Tables 1 and 2. Performance Evaluations:

[0182] 1. Water vapor transmission rate: Using a water vapor transmission rate tester (PERMATRAN-W3 / 33, manufactured by MOCON), the prepared packaging film was subjected to 100% relative humidity at 40°C for 24 hours, and the water vapor transmission rate was measured.

[0183] 2. Photocuring rate: Using FT-IR (Nicolet iS10, by Thermo), it was used to measure the absorption peak intensity of the prepared packaging film at 1635 cm -1 (C=C) and 1720 cm -1 (C=O). The photocuring rate was calculated by Formula 1:

[0184] Formula 1: Photocuring rate (%) = |1-(A / B)| x 100.

[0185] wherein A is the ratio of the absorption peak intensity near 1635 cm -1 to the absorption peak intensity near 1720 cm -1 , and B is the ratio of the absorption peak intensity near 1635 cm -1 to the absorption peak intensity near 1720 cm -1 .

[0186] 3. Light transmittance: Using a UV-visible spectrophotometer (PerkinElmer LAMBDA 950), the prepared packaging film was measured for light transmittance in the visible light range.

[0187] 4. Heat resistance: Using a simple air-blast constant temperature oven, after heating to a constant temperature and time, the heat resistance of the film was evaluated in terms of the physical properties of the film or the surface changes (refer to GB / T, 1735-89 <Paint film heat resistance test method>). Two identical packaging films were used, one sample was heated to 100°C using an air-blast constant temperature oven for 1 h, and then cooled to 25°C, and compared with the standard version left beforehand to check for discoloration, peeling, wrinkling, etc.

[0188] Table 1

[0189] Table 2

[0190] From the above results, the encapsulation glue formed by the organic compound can achieve the purpose of blocking water and oxygen, and has high photocuring rate, light transmittance and heat resistance.

[0191] The preferred embodiments of the present application are described in detail above, but the present application is not limited thereto. Within the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, including the combination of various technical features in any other suitable manner, and these simple modifications and combinations should also be considered as disclosed by the present application and belong to the protection scope of the present application.

Claims

1. An organic compound containing a benzotriazole structure, characterized in that: The organic compound has a structure shown in formula (I): Wherein, in formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-1) or (II-2); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-20 Alkyl; C1 and C2 represent carbon atom No. 1 and carbon atom No. 2, respectively; C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-20 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-20 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1) and formula (II-2), X is O or NH; R 98 L is present or absent, and the optional L is C containing or not containing a type A heteroatom 3-30 The linking group provided by the removal of any two H atoms from at least one substance in the aromatic compound, L optionally has at least one substituent selected from the combination A; the A-type heteroatom is selected from at least one of N, O, and S; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-10; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-12 Any one of the alkenyl groups; R 90 Selected from H, C 1-12 of alkyl.

2. The organic compound according to claim 1, characterized in that In formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-1); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-20 C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-20 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-20 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1), X is O or NH; R 98 L is present or absent, and the optional L is C containing or not containing a type A heteroatom 3-30 The linking group provided by the removal of any two H atoms from at least one substance in the aromatic compound, L optionally has at least one substituent selected from the combination A; the A-type heteroatom is selected from at least one of N, O, and S; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 alkyl substituted benzyl; n is an integer selected from 1-10; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-12 Any one of the alkenyl groups; or, In formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-2); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-20 Alkyl; C1, C2, R5, R6 and R7 are defined as any of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-20 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-20 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-2), L may be present or absent, and the optional L is a C containing or not containing a type A heteroatom. 3-30 The linking group provided by the removal of any two H atoms from at least one substance in the aromatic compound, L optionally has at least one substituent selected from the combination A; the A-type heteroatom is selected from at least one of N, O, and S; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-10; R 90 Selected from H, C 1-12 Alkyl; Preferably, In formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-1); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-12 C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 alkyl substituted benzyl; n is an integer selected from 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 alkenyl; or, In formula (I), any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-2); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-12 C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-2), L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and at least one substituent selected from combination A is optionally present on L; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 90 Selected from H, C 1-12 of alkyl.

3. The organic compound according to claim 1, characterized in that In formula (I), R1 and R4 are substituents represented by formula (II-1); R2 and R3 are H; C1, C2, R5, R6, and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated carbon ring, a five-membered unsaturated carbon ring, a six-membered saturated carbon ring, and a six-membered unsaturated carbon ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the B-type substituents; the B-type substituents include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 alkyl substituted benzyl; n is an integer selected from 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 alkenyl; or, In formula (I), R1 and R4 are substituents represented by formula (II-2); R2 and R3 are H; C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-2), L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from the group consisting of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; each n is independently selected from an integer of 1-6; R 90 Selected from H, C 1-12 Any one of the alkyl groups.

4. The organic compound according to claim 1, characterized in that In formula (I), Any one or any two of R1, R2, R3, and R4 are substituents represented by formula (II-1) or (II-2); the remaining groups in R1, R2, R3, and R4 are independently selected from H, C 1-12 C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 Any one of the alkenyl groups; R 90 Selected from H, C 1-12 of alkyl.

5. The organic compound according to claim 1, characterized in that In formula (I), R1 and R4 are substituents represented by formula (II-1) or substituents represented by formula (II-2); R2 and R3 are H; C1, C2, R5, R6 and R7 are defined as any one of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 alkenyl; R 90 Selected from H, C 1-12 Alkyl; Preferably, the organic compound represented by formula (I) is selected from any one of the following:

6. The organic compound according to claim 1, characterized in that In formula (I), R2 or R3 is a substituent represented by formula (II-1) or a substituent represented by formula (II-2); the remaining one of R2 and R3, R1, and R4 are all H; C1, C2, R5, R6 and R7 are defined as any of the following: Definition 1: R5 and R6 are each independently selected from H, C 1-12 wherein R5 and R6 are not H at the same time; R7 is H or -CH(R6)-CH2-R5; the chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond; Definition 2: R5 is selected from H, C 1-12 The chemical bond between carbon atom No. 1 and carbon atom No. 2 is a carbon-carbon single bond or a carbon-carbon double bond, R6 and R7 on C1 and C2 are cyclized together to form a Q ring, which is at least one of a five-membered saturated ring, a five-membered unsaturated ring, a six-membered saturated ring, and a six-membered unsaturated ring; in addition to carbon atom No. 1, the ring atoms of Q ring optionally contain at least one of the substituents of type B; the substituents of type B include C 1-12 Alkyl, C 2-12 alkenyl; In formula (II-1) and formula (II-2), X is O or NH; R 98 is H or methyl; L is present or absent, and the optional L is a linking group provided by removing any two H atoms from at least one of benzene, naphthalene, anthracene, phenanthrene, pyrene, dibenzofuran, biphenyl, dibenzothiophene, fluorene, and benzodiazole, and L optionally contains at least one substituent selected from combination A; the combination A is composed of C 1-12 Alkyl, C 1-12 Alkoxy, unsubstituted phenyl, C 1-12 Alkyl-substituted phenyl, C 1-12 Alkyl-substituted benzyl, -O-(CH2) n -OC(O)-C(CH2)-CH3; n is selected from an integer of 1-6; R 96 and R 97 The same or different, each independently selected from -R 99 、-OR 99 Any one of them, and R 99 Selected from C 1-12 Alkyl, C 2-10 alkenyl; R 90 Selected from H, C 1-12 Alkyl; More preferably, the organic compound represented by formula (I) is selected from any one of the following:

7. The organic compound according to claim 1, characterized in that The organic compound represented by formula (I) is selected from any one of compounds A1 to A68 described in claim 5, compounds A85 to A138 described in claim 5, compounds B1 to B52 described in claim 5, compounds B79 to B88 described in claim 5, compounds C1 to C70 described in claim 5, compounds C87 to C144 described in claim 5, compounds D1 to D24 described in claim 5, compounds D45 to D48 described in claim 5, compounds A69 to A84 described in claim 6, compounds A139 to A152 described in claim 6, compounds B53 to B78 described in claim 6, compounds C71 to C86 described in claim 6, compounds C145 to C158 described in claim 6, and compounds D25 to D44 described in claim 6.

8. Use of the organic compound according to any one of claims 1 to 7 in packaging adhesive.

9. The use according to claim 8, wherein: The packaging glue is ultraviolet light conversion packaging glue.

10. A composition for packaging adhesive, characterized in that: The composition contains component A, component B, component C and component D; the component A contains the organic compound described in any one of claims 1 to 7; the component B is an acrylate monomer; the component C is a silicon-containing acrylic monomer; and the component D is a photoinitiator.

11. The packaging adhesive composition according to claim 10, wherein Based on the total weight of the composition, the content of component A is 0.01-20 wt%, the content of component B is 10-80 wt%, the content of component C is 10-60 wt%, and the content of component D is 0.1-20 wt%.

12. A method for preparing a packaging adhesive, characterized in that: The method comprises: curing a material I containing each component of the composition to obtain the packaging adhesive; the composition is the packaging adhesive composition as claimed in claim 10 or 11.

Citation Information

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